# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 05:59:17 2022
#   Inital geometry file: a 335 line input string
#   Ligand name: N-[(2S,3S,4R)-3,4-dihydroxy-8-oxo-8-[(6-phenylhexyl)amino]-1-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}octan-2-yl]hexacosanamide (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCC(=O)NCCCCCCc2ccccc2
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 EM4  EM4  'N-[(2S,3S,4R)-3,4-dihydroxy-8-oxo-8-[(6-phenylhexyl)amino]-1-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}octan-2-yl]hexacosanamide (non-preferred name)'  ligand  158  64  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EM4
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 EM4  C1   C  CH2   0  -0.583   -1.8967    1.8090   1.2876
 EM4  C2   C  CH2   0  -0.409   -0.5808    1.7170   2.0407
 EM4  C3   C  CH2   0  -0.417    0.4543    0.8847   1.2944
 EM4  C4   C  CH2   0  -0.411    1.8246    0.9147   1.9595
 EM4  C5   C  CH2   0  -0.412    2.8757    0.0953   1.2200
 EM4  C6   C  CH2   0  -0.411    4.2840    0.3044   1.7618
 EM4  C7   C  CH2   0  -0.412    5.3504   -0.4951   1.0228
 EM4  O1   O  O     0  -0.512   -9.7702   -2.1131   2.4456
 EM4  O3   O  OH1   0  -0.658   -7.3616    4.3979   1.4105
 EM4  O4   O  O2    0  -0.493   -4.5862    5.5233  -0.2159
 EM4  O5   O  OH1   0  -0.669   -5.5281    6.9228  -2.4141
 EM4  O6   O  OH1   0  -0.678   -3.8178    5.7671  -4.3587
 EM4  O7   O  OH1   0  -0.675   -1.3922    6.4514  -3.2163
 EM4  C52  C  CH3   0  -0.663   27.9367   -3.2772  -1.6864
 EM4  C51  C  CH2   0  -0.418   26.8234   -2.5456  -0.9495
 EM4  C50  C  CH2   0  -0.407   25.4326   -2.9880  -1.3877
 EM4  C49  C  CH2   0  -0.412   24.3094   -2.2641  -0.6565
 EM4  C48  C  CH2   0  -0.412   22.9199   -2.7087  -1.0961
 EM4  C47  C  CH2   0  -0.412   21.7961   -1.9862  -0.3643
 EM4  C46  C  CH2   0  -0.412   20.4065   -2.4311  -0.8029
 EM4  C45  C  CH2   0  -0.412   19.2838   -1.7086  -0.0695
 EM4  C44  C  CH2   0  -0.412   17.8931   -2.1524  -0.5059
 EM4  C39  C  CH2   0  -0.412   16.7727   -1.4285   0.2298
 EM4  C38  C  CH2   0  -0.412   15.3802   -1.8695  -0.2036
 EM4  C37  C  CH2   0  -0.412   14.2637   -1.1422   0.5347
 EM4  C36  C  CH2   0  -0.412   12.8683   -1.5778   0.1051
 EM4  C35  C  CH2   0  -0.412   11.7579   -0.8440   0.8460
 EM4  C43  C  CH2   0  -0.412   10.3580   -1.2685   0.4195
 EM4  C42  C  CH2   0  -0.412    9.2571   -0.5223   1.1624
 EM4  C41  C  CH2   0  -0.412    7.8505   -0.9223   0.7338
 EM4  C40  C  CH2   0  -0.412    6.7646   -0.1540   1.4763
 EM4  C20  C  C     0   0.579   -2.9037    2.7429   1.9264
 EM4  O    O  O     0  -0.507   -2.7945    3.1540   3.0736
 EM4  N2   N  NH1   0  -0.632   -3.9400    3.0688   1.1321
 EM4  C27  C  CH1   0  -0.175   -5.0063    3.9579   1.5283
 EM4  C28  C  CH2   0  -0.138   -4.6491    5.3996   1.1897
 EM4  C31  C  CH1   0   0.255   -3.8301    6.5864  -0.6896
 EM4  O9   O  O2    0  -0.500   -2.4543    6.3851  -0.5173
 EM4  C30  C  CH1   0  -0.011   -1.9272    5.2658  -1.2119
 EM4  C29  C  CH2   0  -0.159   -0.4615    5.1392  -0.8577
 EM4  O8   O  OH1   0  -0.654   -0.3578    4.8464   0.5152
 EM4  C34  C  CH1   0  -0.004   -2.1562    5.3823  -2.7123
 EM4  C33  C  CH1   0   0.002   -3.6474    5.5832  -2.9728
 EM4  C32  C  CH1   0  -0.016   -4.1499    6.7796  -2.1748
 EM4  C26  C  CH1   0   0.042   -6.3615    3.5301   0.9310
 EM4  C25  C  CH1   0  -0.001   -6.6796    2.0369   1.1794
 EM4  O2   O  OH1   0  -0.661   -5.9455    1.2294   0.2770
 EM4  C24  C  CH2   0  -0.456   -8.1732    1.7339   1.1055
 EM4  C23  C  CH2   0  -0.411   -8.4893    0.2597   1.3331
 EM4  C22  C  CH2   0  -0.575   -9.9933    0.0113   1.3489
 EM4  C21  C  C     0   0.559  -10.3431   -1.4406   1.5959
 EM4  N1   N  NH1   0  -0.645  -11.3319   -1.9342   0.8374
 EM4  C19  C  CH2   0  -0.234  -11.8406   -3.2836   0.9721
 EM4  C18  C  CH2   0  -0.475  -13.0013   -3.5147   0.0181
 EM4  C17  C  CH2   0  -0.417  -13.5822   -4.9161   0.1484
 EM4  C16  C  CH2   0  -0.417  -14.7461   -5.1593  -0.8040
 EM4  C15  C  CH2   0  -0.410  -15.3489   -6.5508  -0.6658
 EM4  C14  C  CH2   0  -0.506  -16.5208   -6.7792  -1.6226
 EM4  C13  C  CR6   0   0.139  -17.1199   -8.1495  -1.4760
 EM4  C12  C  CR16  0  -0.317  -16.6905   -9.2087  -2.2728
 EM4  C11  C  CR16  0  -0.239  -17.2172  -10.4839  -2.1116
 EM4  C10  C  CR16  0  -0.276  -18.1848  -10.7218  -1.1444
 EM4  C9   C  CR16  0  -0.240  -18.6210   -9.6744  -0.3425
 EM4  C8   C  CR16  0  -0.311  -18.0914   -8.4018  -0.5087
 EM4  H1   H  HCH2  0   0.249   -1.7133    2.1409   0.2614
 EM4  H2   H  HCH2  0   0.262   -2.3565    0.8181   1.2012
 EM4  H3   H  HCH2  0   0.219   -0.1852    2.7229   2.1960
 EM4  H4   H  HCH2  0   0.216   -0.7452    1.2933   3.0345
 EM4  H5   H  HCH2  0   0.210    0.1062   -0.1501   1.2036
 EM4  H6   H  HCH2  0   0.206    0.5527    1.2629   0.2707
 EM4  H7   H  HCH2  0   0.204    2.1617    1.9557   2.0230
 EM4  H8   H  HCH2  0   0.209    1.7416    0.5613   2.9929
 EM4  H9   H  HCH2  0   0.208    2.6129   -0.9672   1.2645
 EM4  H10  H  HCH2  0   0.205    2.8602    0.3660   0.1582
 EM4  H11  H  HCH2  0   0.204    4.5301    1.3707   1.6994
 EM4  H12  H  HCH2  0   0.207    4.3121    0.0520   2.8275
 EM4  H13  H  HCH2  0   0.207    5.1686   -1.5670   1.1577
 EM4  H14  H  HCH2  0   0.205    5.2629   -0.3056  -0.0529
 EM4  H15  H  HOH1  0   0.447   -7.4226    4.3066   2.3681
 EM4  H16  H  HOH1  0   0.458   -5.7810    7.8324  -2.2307
 EM4  H17  H  HOH1  0   0.454   -4.7238    6.0537  -4.5177
 EM4  H18  H  HOH1  0   0.451   -1.6560    6.5985  -4.1311
 EM4  H19  H  HCH3  0   0.216   27.8735   -3.1088  -2.7632
 EM4  H20  H  HCH3  0   0.226   28.9224   -2.9461  -1.3579
 EM4  H21  H  HCH3  0   0.216   27.8775   -4.3545  -1.5199
 EM4  H22  H  HCH2  0   0.210   26.9295   -2.7047   0.1281
 EM4  H23  H  HCH2  0   0.210   26.9252   -1.4673  -1.1070
 EM4  H24  H  HCH2  0   0.205   25.3260   -2.8286  -2.4667
 EM4  H25  H  HCH2  0   0.205   25.3309   -4.0679  -1.2314
 EM4  H26  H  HCH2  0   0.206   24.4161   -2.4236   0.4223
 EM4  H27  H  HCH2  0   0.206   24.4105   -1.1843  -0.8133
 EM4  H28  H  HCH2  0   0.206   22.8130   -2.5486  -2.1747
 EM4  H29  H  HCH2  0   0.206   22.8192   -3.7886  -0.9400
 EM4  H30  H  HCH2  0   0.206   21.9035   -2.1460   0.7144
 EM4  H31  H  HCH2  0   0.206   21.8966   -0.9063  -0.5206
 EM4  H32  H  HCH2  0   0.206   20.2985   -2.2705  -1.8814
 EM4  H33  H  HCH2  0   0.206   20.3061   -3.5111  -0.6471
 EM4  H34  H  HCH2  0   0.206   19.3926   -1.8689   1.0090
 EM4  H35  H  HCH2  0   0.206   19.3845   -0.6287  -0.2254
 EM4  H36  H  HCH2  0   0.206   17.7834   -1.9914  -1.5842
 EM4  H37  H  HCH2  0   0.206   17.7918   -3.2323  -0.3500
 EM4  H38  H  HCH2  0   0.206   16.8835   -1.5891   1.3080
 EM4  H39  H  HCH2  0   0.206   16.8749   -0.3487   0.0738
 EM4  H40  H  HCH2  0   0.206   15.2685   -1.7084  -1.2817
 EM4  H41  H  HCH2  0   0.206   15.2768   -2.9491  -0.0471
 EM4  H42  H  HCH2  0   0.206   14.3766   -1.3033   1.6127
 EM4  H43  H  HCH2  0   0.206   14.3691   -0.0628   0.3786
 EM4  H44  H  HCH2  0   0.206   12.7545   -1.4169  -0.9728
 EM4  H45  H  HCH2  0   0.206   12.7603   -2.6567   0.2628
 EM4  H46  H  HCH2  0   0.206   11.8720   -1.0062   1.9237
 EM4  H47  H  HCH2  0   0.206   11.8701    0.2349   0.6902
 EM4  H48  H  HCH2  0   0.206   10.2434   -1.1073  -0.6582
 EM4  H49  H  HCH2  0   0.206   10.2408   -2.3462   0.5787
 EM4  H50  H  HCH2  0   0.206    9.3687   -0.6895   2.2395
 EM4  H51  H  HCH2  0   0.206    9.3846    0.5553   1.0100
 EM4  H52  H  HCH2  0   0.206    7.7404   -0.7569  -0.3438
 EM4  H53  H  HCH2  0   0.207    7.7132   -1.9978   0.8913
 EM4  H54  H  HCH2  0   0.205    6.9291    0.9212   1.3425
 EM4  H55  H  HCH2  0   0.207    6.8587   -0.3414   2.5518
 EM4  H56  H  HNH1  0   0.391   -3.9690    2.6786   0.2051
 EM4  H57  H  HCH1  0   0.256   -5.0973    3.8965   2.6180
 EM4  H58  H  HCH2  0   0.229   -3.6875    5.6339   1.6565
 EM4  H59  H  HCH2  0   0.218   -5.3939    6.0889   1.6024
 EM4  H60  H  HCH1  0   0.229   -4.0569    7.5074  -0.1341
 EM4  H61  H  HCH1  0   0.228   -2.4264    4.3449  -0.8859
 EM4  H62  H  HCH2  0   0.201   -0.0383    4.3383  -1.4780
 EM4  H63  H  HCH2  0   0.203    0.0714    6.0623  -1.1148
 EM4  H64  H  HOH1  0   0.453    0.5705    4.7044   0.7188
 EM4  H65  H  HCH1  0   0.231   -1.8498    4.4294  -3.1704
 EM4  H66  H  HCH1  0   0.219   -4.1738    4.6797  -2.6325
 EM4  H67  H  HCH1  0   0.228   -3.6006    7.6702  -2.5054
 EM4  H68  H  HCH1  0   0.233   -6.3471    3.6808  -0.1544
 EM4  H69  H  HCH1  0   0.228   -6.3209    1.7573   2.1782
 EM4  H70  H  HOH1  0   0.443   -6.3506    1.3097  -0.5940
 EM4  H71  H  HCH2  0   0.230   -8.6996    2.3259   1.8569
 EM4  H72  H  HCH2  0   0.221   -8.5692    2.0531   0.1332
 EM4  H73  H  HCH2  0   0.228   -8.0303   -0.3525   0.5537
 EM4  H74  H  HCH2  0   0.225   -8.0558   -0.0641   2.2825
 EM4  H75  H  HCH2  0   0.262  -10.4519    0.5992   2.1512
 EM4  H76  H  HCH2  0   0.245  -10.4430    0.3648   0.4174
 EM4  H77  H  HNH1  0   0.399  -11.7586   -1.3351   0.1498
 EM4  H78  H  HCH2  0   0.229  -11.0446   -4.0065   0.7698
 EM4  H79  H  HCH2  0   0.228  -12.1687   -3.4558   2.0014
 EM4  H80  H  HCH2  0   0.229  -13.7853   -2.7756   0.2139
 EM4  H81  H  HCH2  0   0.229  -12.6672   -3.3513  -1.0117
 EM4  H82  H  HCH2  0   0.217  -12.7979   -5.6576  -0.0380
 EM4  H83  H  HCH2  0   0.216  -13.9156   -5.0771   1.1791
 EM4  H84  H  HCH2  0   0.214  -15.5235   -4.4081  -0.6261
 EM4  H85  H  HCH2  0   0.214  -14.4099   -5.0095  -1.8358
 EM4  H86  H  HCH2  0   0.221  -14.5791   -7.3075  -0.8499
 EM4  H87  H  HCH2  0   0.220  -15.6873   -6.7028   0.3644
 EM4  H88  H  HCH2  0   0.236  -17.2861   -6.0196  -1.4391
 EM4  H89  H  HCH2  0   0.236  -16.1778   -6.6325  -2.6506
 EM4  H90  H  HCR6  0   0.244  -15.9390   -9.0330  -3.0342
 EM4  H91  H  HCR6  0   0.252  -16.8731  -11.2916  -2.7453
 EM4  H92  H  HCR6  0   0.252  -18.5999  -11.7138  -1.0201
 EM4  H93  H  HCR6  0   0.252  -19.3772   -9.8466   0.4129
 EM4  H94  H  HCR6  0   0.244  -18.4413   -7.5906   0.1198

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 EM4  O7   C34  single    1.407  0.020  1.407
 EM4  O6   C33  single    1.408  0.020  1.408
 EM4  C34  C33  single    1.527  0.020  1.527
 EM4  C34  C30  single    1.522  0.020  1.522
 EM4  C29  O8   single    1.408  0.020  1.408
 EM4  C29  C30  single    1.513  0.020  1.513
 EM4  C33  C32  single    1.523  0.020  1.523
 EM4  C30  O9   single    1.419  0.020  1.419
 EM4  C32  O5   single    1.406  0.020  1.406
 EM4  C32  C31  single    1.531  0.020  1.531
 EM4  O9   C31  single    1.401  0.020  1.401
 EM4  C31  O4   single    1.388  0.020  1.388
 EM4  O4   C28  single    1.412  0.020  1.412
 EM4  C1   C20  single    1.515  0.020  1.515
 EM4  C1   C2   single    1.519  0.020  1.519
 EM4  C28  C27  single    1.523  0.020  1.523
 EM4  C20  N2   single    1.346  0.020  1.346
 EM4  C20  O    double    1.224  0.020  1.224
 EM4  C2   C3   single    1.523  0.020  1.523
 EM4  C49  C50  single    1.523  0.020  1.523
 EM4  C49  C48  single    1.524  0.020  1.524
 EM4  N2   C27  single    1.444  0.020  1.444
 EM4  C47  C48  single    1.523  0.020  1.523
 EM4  C47  C46  single    1.524  0.020  1.524
 EM4  C50  C51  single    1.524  0.020  1.524
 EM4  C27  C26  single    1.542  0.020  1.542
 EM4  C3   C4   single    1.524  0.020  1.524
 EM4  C26  O3   single    1.408  0.020  1.408
 EM4  C26  C25  single    1.547  0.020  1.547
 EM4  C45  C46  single    1.523  0.020  1.523
 EM4  C45  C44  single    1.524  0.020  1.524
 EM4  C4   C5   single    1.524  0.020  1.524
 EM4  C51  C52  single    1.522  0.020  1.522
 EM4  C25  O2   single    1.416  0.020  1.416
 EM4  C25  C24  single    1.526  0.020  1.526
 EM4  C44  C39  single    1.523  0.020  1.523
 EM4  C5   C6   single    1.523  0.020  1.523
 EM4  C24  C23  single    1.525  0.020  1.525
 EM4  C6   C7   single    1.524  0.020  1.524
 EM4  C39  C38  single    1.524  0.020  1.524
 EM4  C7   C40  single    1.524  0.020  1.524
 EM4  C22  C23  single    1.524  0.020  1.524
 EM4  C22  C21  single    1.514  0.020  1.514
 EM4  C38  C37  single    1.523  0.020  1.523
 EM4  C37  C36  single    1.524  0.020  1.524
 EM4  C40  C41  single    1.523  0.020  1.523
 EM4  C41  C42  single    1.524  0.020  1.524
 EM4  C21  O1   double    1.226  0.020  1.226
 EM4  C21  N1   single    1.340  0.020  1.340
 EM4  N1   C19  single    1.448  0.020  1.448
 EM4  C35  C36  single    1.523  0.020  1.523
 EM4  C35  C43  single    1.524  0.020  1.524
 EM4  C42  C43  single    1.523  0.020  1.523
 EM4  C19  C18  single    1.520  0.020  1.520
 EM4  C18  C17  single    1.523  0.020  1.523
 EM4  C17  C16  single    1.523  0.020  1.523
 EM4  C16  C15  single    1.523  0.020  1.523
 EM4  C15  C14  single    1.530  0.020  1.530
 EM4  C12  C11  aromatic  1.389  0.020  1.389
 EM4  C12  C13  aromatic  1.393  0.020  1.393
 EM4  C14  C13  single    1.503  0.020  1.503
 EM4  C11  C10  aromatic  1.389  0.020  1.389
 EM4  C13  C8   aromatic  1.394  0.020  1.394
 EM4  C10  C9   aromatic  1.389  0.020  1.389
 EM4  C8   C9   aromatic  1.388  0.020  1.388
 EM4  C1   H1   single    0.970  0.020  1.090
 EM4  C1   H2   single    0.970  0.020  1.090
 EM4  C2   H3   single    0.970  0.020  1.090
 EM4  C2   H4   single    0.970  0.020  1.090
 EM4  C3   H5   single    0.970  0.020  1.090
 EM4  C3   H6   single    0.970  0.020  1.090
 EM4  C4   H7   single    0.970  0.020  1.090
 EM4  C4   H8   single    0.970  0.020  1.090
 EM4  C5   H9   single    0.970  0.020  1.090
 EM4  C5   H10  single    0.970  0.020  1.090
 EM4  C6   H11  single    0.970  0.020  1.090
 EM4  C6   H12  single    0.970  0.020  1.090
 EM4  C7   H13  single    0.970  0.020  1.090
 EM4  C7   H14  single    0.970  0.020  1.090
 EM4  O3   H15  single    0.850  0.020  0.980
 EM4  O5   H16  single    0.850  0.020  0.980
 EM4  O6   H17  single    0.850  0.020  0.980
 EM4  O7   H18  single    0.850  0.020  0.980
 EM4  C52  H19  single    0.970  0.020  1.090
 EM4  C52  H20  single    0.970  0.020  1.090
 EM4  C52  H21  single    0.970  0.020  1.090
 EM4  C51  H22  single    0.970  0.020  1.090
 EM4  C51  H23  single    0.970  0.020  1.090
 EM4  C50  H24  single    0.970  0.020  1.090
 EM4  C50  H25  single    0.970  0.020  1.090
 EM4  C49  H26  single    0.970  0.020  1.090
 EM4  C49  H27  single    0.970  0.020  1.090
 EM4  C48  H28  single    0.970  0.020  1.090
 EM4  C48  H29  single    0.970  0.020  1.090
 EM4  C47  H30  single    0.970  0.020  1.090
 EM4  C47  H31  single    0.970  0.020  1.090
 EM4  C46  H32  single    0.970  0.020  1.090
 EM4  C46  H33  single    0.970  0.020  1.090
 EM4  C45  H34  single    0.970  0.020  1.090
 EM4  C45  H35  single    0.970  0.020  1.090
 EM4  C44  H36  single    0.970  0.020  1.090
 EM4  C44  H37  single    0.970  0.020  1.090
 EM4  C39  H38  single    0.970  0.020  1.090
 EM4  C39  H39  single    0.970  0.020  1.090
 EM4  C38  H40  single    0.970  0.020  1.090
 EM4  C38  H41  single    0.970  0.020  1.090
 EM4  C37  H42  single    0.970  0.020  1.090
 EM4  C37  H43  single    0.970  0.020  1.090
 EM4  C36  H44  single    0.970  0.020  1.090
 EM4  C36  H45  single    0.970  0.020  1.090
 EM4  C35  H46  single    0.970  0.020  1.090
 EM4  C35  H47  single    0.970  0.020  1.090
 EM4  C43  H48  single    0.970  0.020  1.090
 EM4  C43  H49  single    0.970  0.020  1.090
 EM4  C42  H50  single    0.970  0.020  1.090
 EM4  C42  H51  single    0.970  0.020  1.090
 EM4  C41  H52  single    0.970  0.020  1.090
 EM4  C41  H53  single    0.970  0.020  1.090
 EM4  C40  H54  single    0.970  0.020  1.090
 EM4  C40  H55  single    0.970  0.020  1.090
 EM4  N2   H56  single    0.860  0.020  1.020
 EM4  C27  H57  single    0.970  0.020  1.090
 EM4  C28  H58  single    0.970  0.020  1.090
 EM4  C28  H59  single    0.970  0.020  1.090
 EM4  C31  H60  single    0.970  0.020  1.090
 EM4  C30  H61  single    0.970  0.020  1.090
 EM4  C29  H62  single    0.970  0.020  1.090
 EM4  C29  H63  single    0.970  0.020  1.090
 EM4  O8   H64  single    0.850  0.020  0.980
 EM4  C34  H65  single    0.970  0.020  1.090
 EM4  C33  H66  single    0.970  0.020  1.090
 EM4  C32  H67  single    0.970  0.020  1.090
 EM4  C26  H68  single    0.970  0.020  1.090
 EM4  C25  H69  single    0.970  0.020  1.090
 EM4  O2   H70  single    0.850  0.020  0.980
 EM4  C24  H71  single    0.970  0.020  1.090
 EM4  C24  H72  single    0.970  0.020  1.090
 EM4  C23  H73  single    0.970  0.020  1.090
 EM4  C23  H74  single    0.970  0.020  1.090
 EM4  C22  H75  single    0.970  0.020  1.090
 EM4  C22  H76  single    0.970  0.020  1.090
 EM4  N1   H77  single    0.860  0.020  1.020
 EM4  C19  H78  single    0.970  0.020  1.090
 EM4  C19  H79  single    0.970  0.020  1.090
 EM4  C18  H80  single    0.970  0.020  1.090
 EM4  C18  H81  single    0.970  0.020  1.090
 EM4  C17  H82  single    0.970  0.020  1.090
 EM4  C17  H83  single    0.970  0.020  1.090
 EM4  C16  H84  single    0.970  0.020  1.090
 EM4  C16  H85  single    0.970  0.020  1.090
 EM4  C15  H86  single    0.970  0.020  1.090
 EM4  C15  H87  single    0.970  0.020  1.090
 EM4  C14  H88  single    0.970  0.020  1.090
 EM4  C14  H89  single    0.970  0.020  1.090
 EM4  C12  H90  single    0.930  0.020  1.080
 EM4  C11  H91  single    0.930  0.020  1.080
 EM4  C10  H92  single    0.930  0.020  1.080
 EM4  C9   H93  single    0.930  0.020  1.080
 EM4  C8   H94  single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 EM4  H2   C1   H1   105.71  3.000
 EM4  H2   C1   C20  108.17  3.000
 EM4  H1   C1   C20  108.67  3.000
 EM4  H2   C1   C2   110.35  3.000
 EM4  H1   C1   C2   109.77  3.000
 EM4  C20  C1   C2   113.84  3.000
 EM4  H4   C2   H3   106.39  3.000
 EM4  H4   C2   C3   109.63  3.000
 EM4  H3   C2   C3   109.08  3.000
 EM4  H4   C2   C1   110.12  3.000
 EM4  H3   C2   C1   109.18  3.000
 EM4  C3   C2   C1   112.26  3.000
 EM4  H6   C3   H5   106.09  3.000
 EM4  H6   C3   C4   108.68  3.000
 EM4  H5   C3   C4   109.91  3.000
 EM4  H6   C3   C2   109.28  3.000
 EM4  H5   C3   C2   109.92  3.000
 EM4  C4   C3   C2   112.73  3.000
 EM4  H8   C4   H7   105.97  3.000
 EM4  H8   C4   C5   109.67  3.000
 EM4  H7   C4   C5   109.06  3.000
 EM4  H8   C4   C3   109.72  3.000
 EM4  H7   C4   C3   108.70  3.000
 EM4  C5   C4   C3   113.44  3.000
 EM4  H10  C5   H9   106.00  3.000
 EM4  H10  C5   C6   108.89  3.000
 EM4  H9   C5   C6   109.90  3.000
 EM4  H10  C5   C4   109.12  3.000
 EM4  H9   C5   C4   109.65  3.000
 EM4  C6   C5   C4   113.03  3.000
 EM4  H12  C6   H11  105.88  3.000
 EM4  H12  C6   C7   109.45  3.000
 EM4  H11  C6   C7   109.01  3.000
 EM4  H12  C6   C5   109.76  3.000
 EM4  H11  C6   C5   108.71  3.000
 EM4  C7   C6   C5   113.73  3.000
 EM4  H14  C7   H13  106.08  3.000
 EM4  H14  C7   C40  109.12  3.000
 EM4  H13  C7   C40  109.65  3.000
 EM4  H14  C7   C6   109.23  3.000
 EM4  H13  C7   C6   109.72  3.000
 EM4  C40  C7   C6   112.81  3.000
 EM4  H15  O3   C26  108.96  3.000
 EM4  C31  O4   C28  115.53  3.000
 EM4  H16  O5   C32  108.76  3.000
 EM4  H17  O6   C33  108.37  3.000
 EM4  H18  O7   C34  107.91  3.000
 EM4  H21  C52  H20  107.62  3.000
 EM4  H21  C52  H19  107.42  3.000
 EM4  H20  C52  H19  107.62  3.000
 EM4  H21  C52  C51  111.15  3.000
 EM4  H20  C52  C51  111.67  3.000
 EM4  H19  C52  C51  111.16  3.000
 EM4  H23  C51  H22  106.02  3.000
 EM4  H23  C51  C50  109.24  3.000
 EM4  H22  C51  C50  109.23  3.000
 EM4  H23  C51  C52  109.62  3.000
 EM4  H22  C51  C52  109.62  3.000
 EM4  C50  C51  C52  112.88  3.000
 EM4  H25  C50  H24  105.95  3.000
 EM4  H25  C50  C49  109.36  3.000
 EM4  H24  C50  C49  109.37  3.000
 EM4  H25  C50  C51  109.25  3.000
 EM4  H24  C50  C51  109.25  3.000
 EM4  C49  C50  C51  113.39  3.000
 EM4  H27  C49  H26  105.99  3.000
 EM4  H27  C49  C48  109.30  3.000
 EM4  H26  C49  C48  109.28  3.000
 EM4  H27  C49  C50  109.37  3.000
 EM4  H26  C49  C50  109.37  3.000
 EM4  C48  C49  C50  113.28  3.000
 EM4  H29  C48  H28  105.98  3.000
 EM4  H29  C48  C47  109.35  3.000
 EM4  H28  C48  C47  109.37  3.000
 EM4  H29  C48  C49  109.29  3.000
 EM4  H28  C48  C49  109.29  3.000
 EM4  C47  C48  C49  113.31  3.000
 EM4  H31  C47  H30  105.98  3.000
 EM4  H31  C47  C46  109.29  3.000
 EM4  H30  C47  C46  109.28  3.000
 EM4  H31  C47  C48  109.35  3.000
 EM4  H30  C47  C48  109.35  3.000
 EM4  C46  C47  C48  113.33  3.000
 EM4  H33  C46  H32  105.99  3.000
 EM4  H33  C46  C45  109.36  3.000
 EM4  H32  C46  C45  109.37  3.000
 EM4  H33  C46  C47  109.30  3.000
 EM4  H32  C46  C47  109.29  3.000
 EM4  C45  C46  C47  113.27  3.000
 EM4  H35  C45  H34  105.97  3.000
 EM4  H35  C45  C44  109.28  3.000
 EM4  H34  C45  C44  109.27  3.000
 EM4  H35  C45  C46  109.34  3.000
 EM4  H34  C45  C46  109.35  3.000
 EM4  C44  C45  C46  113.37  3.000
 EM4  H37  C44  H36  105.99  3.000
 EM4  H37  C44  C39  109.37  3.000
 EM4  H36  C44  C39  109.38  3.000
 EM4  H37  C44  C45  109.31  3.000
 EM4  H36  C44  C45  109.30  3.000
 EM4  C39  C44  C45  113.24  3.000
 EM4  H39  C39  H38  105.97  3.000
 EM4  H39  C39  C38  109.27  3.000
 EM4  H38  C39  C38  109.26  3.000
 EM4  H39  C39  C44  109.33  3.000
 EM4  H38  C39  C44  109.34  3.000
 EM4  C38  C39  C44  113.41  3.000
 EM4  H41  C38  H40  106.00  3.000
 EM4  H41  C38  C37  109.39  3.000
 EM4  H40  C38  C37  109.39  3.000
 EM4  H41  C38  C39  109.32  3.000
 EM4  H40  C38  C39  109.30  3.000
 EM4  C37  C38  C39  113.19  3.000
 EM4  H43  C37  H42  105.96  3.000
 EM4  H43  C37  C36  109.24  3.000
 EM4  H42  C37  C36  109.25  3.000
 EM4  H43  C37  C38  109.32  3.000
 EM4  H42  C37  C38  109.34  3.000
 EM4  C36  C37  C38  113.46  3.000
 EM4  H45  C36  H44  106.02  3.000
 EM4  H45  C36  C35  109.42  3.000
 EM4  H44  C36  C35  109.40  3.000
 EM4  H45  C36  C37  109.33  3.000
 EM4  H44  C36  C37  109.30  3.000
 EM4  C35  C36  C37  113.12  3.000
 EM4  H47  C35  H46  105.96  3.000
 EM4  H47  C35  C43  109.18  3.000
 EM4  H46  C35  C43  109.25  3.000
 EM4  H47  C35  C36  109.29  3.000
 EM4  H46  C35  C36  109.34  3.000
 EM4  C43  C35  C36  113.54  3.000
 EM4  H49  C43  H48  106.04  3.000
 EM4  H49  C43  C42  109.49  3.000
 EM4  H48  C43  C42  109.40  3.000
 EM4  H49  C43  C35  109.37  3.000
 EM4  H48  C43  C35  109.29  3.000
 EM4  C42  C43  C35  113.02  3.000
 EM4  H51  C42  H50  105.96  3.000
 EM4  H51  C42  C41  109.05  3.000
 EM4  H50  C42  C41  109.30  3.000
 EM4  H51  C42  C43  109.25  3.000
 EM4  H50  C42  C43  109.33  3.000
 EM4  C41  C42  C43  113.66  3.000
 EM4  H53  C41  H52  106.08  3.000
 EM4  H53  C41  C40  109.61  3.000
 EM4  H52  C41  C40  109.36  3.000
 EM4  H53  C41  C42  109.45  3.000
 EM4  H52  C41  C42  109.25  3.000
 EM4  C40  C41  C42  112.86  3.000
 EM4  H55  C40  H54  105.94  3.000
 EM4  H55  C40  C41  109.33  3.000
 EM4  H54  C40  C41  109.17  3.000
 EM4  H55  C40  C7   109.49  3.000
 EM4  H54  C40  C7   108.82  3.000
 EM4  C41  C40  C7   113.80  3.000
 EM4  N2   C20  O    122.73  3.000
 EM4  O    C20  C1   122.91  3.000
 EM4  N2   C20  C1   114.35  3.000
 EM4  H56  N2   C27  118.05  3.000
 EM4  H56  N2   C20  118.17  3.000
 EM4  C27  N2   C20  123.77  3.000
 EM4  H57  C27  C26  107.27  3.000
 EM4  H57  C27  C28  107.08  3.000
 EM4  C26  C27  C28  112.50  3.000
 EM4  H57  C27  N2   107.45  3.000
 EM4  C26  C27  N2   111.84  3.000
 EM4  C28  C27  N2   110.40  3.000
 EM4  H59  C28  H58  107.58  3.000
 EM4  H59  C28  C27  110.63  3.000
 EM4  H58  C28  C27  108.29  3.000
 EM4  H59  C28  O4   110.49  3.000
 EM4  H58  C28  O4   111.50  3.000
 EM4  C27  C28  O4   108.33  3.000
 EM4  H60  C31  C32  109.96  3.000
 EM4  H60  C31  O9   105.12  3.000
 EM4  C32  C31  O9   110.03  3.000
 EM4  H60  C31  O4   110.91  3.000
 EM4  O9   C31  O4   112.51  3.000
 EM4  C32  C31  O4   108.29  3.000
 EM4  C30  O9   C31  114.71  3.000
 EM4  H61  C30  C34  106.78  3.000
 EM4  H61  C30  C29  107.52  3.000
 EM4  C34  C30  C29  112.50  3.000
 EM4  H61  C30  O9   110.35  3.000
 EM4  C29  C30  O9   108.14  3.000
 EM4  C34  C30  O9   111.48  3.000
 EM4  H63  C29  H62  107.12  3.000
 EM4  H63  C29  O8   111.59  3.000
 EM4  H62  C29  O8   111.77  3.000
 EM4  H63  C29  C30  110.21  3.000
 EM4  H62  C29  C30  107.59  3.000
 EM4  O8   C29  C30  108.48  3.000
 EM4  H64  O8   C29  107.97  3.000
 EM4  H65  C34  C33  108.35  3.000
 EM4  H65  C34  C30  107.58  3.000
 EM4  C33  C34  C30  108.97  3.000
 EM4  H65  C34  O7   110.95  3.000
 EM4  C30  C34  O7   109.23  3.000
 EM4  C33  C34  O7   111.66  3.000
 EM4  H66  C33  C32  108.98  3.000
 EM4  H66  C33  C34  107.85  3.000
 EM4  C32  C33  C34  109.65  3.000
 EM4  H66  C33  O6   110.72  3.000
 EM4  C32  C33  O6   111.90  3.000
 EM4  C34  C33  O6   107.65  3.000
 EM4  H67  C32  C33  108.33  3.000
 EM4  H67  C32  C31  106.86  3.000
 EM4  C33  C32  C31  109.88  3.000
 EM4  H67  C32  O5   110.90  3.000
 EM4  C31  C32  O5   112.49  3.000
 EM4  C33  C32  O5   108.31  3.000
 EM4  H68  C26  C25  107.13  3.000
 EM4  H68  C26  C27  109.52  3.000
 EM4  C25  C26  C27  112.74  3.000
 EM4  H68  C26  O3   105.18  3.000
 EM4  C25  C26  O3   113.22  3.000
 EM4  C27  C26  O3   108.74  3.000
 EM4  H69  C25  C24  108.26  3.000
 EM4  H69  C25  O2   105.39  3.000
 EM4  C24  C25  O2   111.31  3.000
 EM4  H69  C25  C26  108.96  3.000
 EM4  C24  C25  C26  112.66  3.000
 EM4  O2   C25  C26  109.97  3.000
 EM4  H70  O2   C25  108.09  3.000
 EM4  H72  C24  H71  106.14  3.000
 EM4  H72  C24  C23  109.80  3.000
 EM4  H71  C24  C23  108.75  3.000
 EM4  H72  C24  C25  109.78  3.000
 EM4  H71  C24  C25  109.32  3.000
 EM4  C23  C24  C25  112.82  3.000
 EM4  H74  C23  H73  106.69  3.000
 EM4  H74  C23  C22  109.52  3.000
 EM4  H73  C23  C22  109.31  3.000
 EM4  H74  C23  C24  109.51  3.000
 EM4  H73  C23  C24  110.38  3.000
 EM4  C22  C23  C24  111.33  3.000
 EM4  H76  C22  H75  106.16  3.000
 EM4  H76  C22  C21  110.74  3.000
 EM4  H75  C22  C21  107.37  3.000
 EM4  H76  C22  C23  110.14  3.000
 EM4  H75  C22  C23  109.46  3.000
 EM4  C21  C22  C23  112.71  3.000
 EM4  N1   C21  C22  115.55  3.000
 EM4  N1   C21  O1   122.35  3.000
 EM4  C22  C21  O1   122.09  3.000
 EM4  H77  N1   C19  117.97  3.000
 EM4  H77  N1   C21  118.69  3.000
 EM4  C19  N1   C21  123.33  3.000
 EM4  H79  C19  H78  106.75  3.000
 EM4  H79  C19  C18  109.73  3.000
 EM4  H78  C19  C18  109.81  3.000
 EM4  H79  C19  N1   109.85  3.000
 EM4  H78  C19  N1   110.05  3.000
 EM4  C18  C19  N1   110.57  3.000
 EM4  H81  C18  H80  106.62  3.000
 EM4  H81  C18  C17  109.53  3.000
 EM4  H80  C18  C17  109.44  3.000
 EM4  H81  C18  C19  109.55  3.000
 EM4  H80  C18  C19  109.38  3.000
 EM4  C17  C18  C19  112.18  3.000
 EM4  H83  C17  H82  106.18  3.000
 EM4  H83  C17  C16  109.41  3.000
 EM4  H82  C17  C16  109.42  3.000
 EM4  H83  C17  C18  109.39  3.000
 EM4  H82  C17  C18  109.59  3.000
 EM4  C16  C17  C18  112.63  3.000
 EM4  H85  C16  H84  106.08  3.000
 EM4  H85  C16  C15  109.39  3.000
 EM4  H84  C16  C15  109.32  3.000
 EM4  H85  C16  C17  109.42  3.000
 EM4  H84  C16  C17  109.34  3.000
 EM4  C15  C16  C17  113.05  3.000
 EM4  H87  C15  H86  106.23  3.000
 EM4  H87  C15  C14  109.33  3.000
 EM4  H86  C15  C14  109.28  3.000
 EM4  H87  C15  C16  109.55  3.000
 EM4  H86  C15  C16  109.75  3.000
 EM4  C14  C15  C16  112.51  3.000
 EM4  H89  C14  H88  106.49  3.000
 EM4  H89  C14  C13  109.82  3.000
 EM4  H88  C14  C13  109.76  3.000
 EM4  H89  C14  C15  109.12  3.000
 EM4  H88  C14  C15  109.11  3.000
 EM4  C13  C14  C15  112.37  3.000
 EM4  C8   C13  C12  118.30  3.000
 EM4  C8   C13  C14  120.70  3.000
 EM4  C12  C13  C14  120.97  3.000
 EM4  H90  C12  C11  119.54  3.000
 EM4  H90  C12  C13  119.48  3.000
 EM4  C11  C12  C13  120.98  3.000
 EM4  H91  C11  C10  120.09  3.000
 EM4  H91  C11  C12  119.76  3.000
 EM4  C10  C11  C12  120.15  3.000
 EM4  H92  C10  C9   120.28  3.000
 EM4  H92  C10  C11  120.27  3.000
 EM4  C9   C10  C11  119.44  3.000
 EM4  H93  C9   C8   119.72  3.000
 EM4  H93  C9   C10  120.14  3.000
 EM4  C8   C9   C10  120.15  3.000
 EM4  H94  C8   C9   119.56  3.000
 EM4  H94  C8   C13  119.46  3.000
 EM4  C9   C8   C13  120.98  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 EM4  CONST_01  C10  C11  C12  C13     0.00   0.0  0
 EM4  CONST_02  C10  C9   C8   C13     0.00   0.0  0
 EM4  CONST_03  C9   C10  C11  C12     0.00   0.0  0
 EM4  CONST_04  C9   C8   C13  C12     0.00   0.0  0
 EM4  CONST_05  C8   C13  C12  C11     0.00   0.0  0
 EM4  CONST_06  C8   C9   C10  C11     0.00   0.0  0
 EM4  CONST_07  C11  C12  C13  C14   180.00   0.0  0
 EM4  CONST_08  C9   C8   C13  C14   180.00   0.0  0
 EM4  CONST_09  H91  C11  C12  C13   180.00   0.0  0
 EM4  CONST_10  H93  C9   C8   C13   180.00   0.0  0
 EM4  CONST_11  H92  C10  C11  C12   180.00   0.0  0
 EM4  CONST_12  H94  C8   C13  C12   180.00   0.0  0
 EM4  CONST_13  H90  C12  C11  C10   180.00   0.0  0
 EM4  CONST_14  C27  N2   C20  C1    180.00   0.0  0
 EM4  CONST_15  C19  N1   C21  O1      0.00   0.0  0
 EM4  CONST_16  C27  N2   C20  O       0.00   0.0  0
 EM4  CONST_17  C19  N1   C21  C22   180.00   0.0  0
 EM4  CONST_18  H56  N2   C20  C1      0.00   0.0  0
 EM4  CONST_19  H77  N1   C21  O1    180.00   0.0  0
 EM4  Var_01    C12  C13  C14  C15   -92.84  30.0  2
 EM4  Var_02    C13  C14  C15  C16  -179.56  30.0  3
 EM4  Var_03    H58  C28  O4   C31   -38.71  30.0  3
 EM4  Var_04    C4   C3   C2   C1    173.50  30.0  3
 EM4  Var_05    N2   C20  C1   C2    165.78  30.0  3
 EM4  Var_06    C5   C4   C3   C2   -179.56  30.0  3
 EM4  Var_07    C20  C1   C2   C3   -174.08  30.0  1
 EM4  Var_08    C6   C5   C4   C3    170.97  30.0  3
 EM4  Var_09    C7   C6   C5   C4   -179.31  30.0  3
 EM4  Var_10    C40  C7   C6   C5    173.57  30.0  3
 EM4  Var_11    C41  C40  C7   C6   -178.94  30.0  3
 EM4  Var_12    C42  C41  C40  C7    177.57  30.0  3
 EM4  Var_13    C23  C22  C21  O1     43.21  30.0  2
 EM4  Var_14    C49  C50  C51  C52   179.94  30.0  1
 EM4  Var_15    C48  C49  C50  C51  -179.97  30.0  1
 EM4  Var_16    C47  C48  C49  C50   179.94  30.0  3
 EM4  Var_17    C46  C47  C48  C49  -179.97  30.0  1
 EM4  Var_18    C45  C46  C47  C48   179.95  30.0  3
 EM4  Var_19    C44  C45  C46  C47  -179.97  30.0  1
 EM4  Var_20    C39  C44  C45  C46   179.97  30.0  3
 EM4  Var_21    C38  C39  C44  C45  -179.99  30.0  3
 EM4  Var_22    C37  C38  C39  C44  -179.98  30.0  3
 EM4  Var_23    C36  C37  C38  C39   179.95  30.0  3
 EM4  Var_24    C35  C36  C37  C38  -179.89  30.0  3
 EM4  Var_25    C43  C35  C36  C37   179.77  30.0  1
 EM4  Var_26    C42  C43  C35  C36  -179.70  30.0  3
 EM4  Var_27    C41  C42  C43  C35   179.23  30.0  1
 EM4  Var_28    C40  C41  C42  C43  -179.34  30.0  1
 EM4  Var_29    C22  C23  C24  C25   176.04  30.0  3
 EM4  Var_30    C21  C22  C23  C24  -179.05  30.0  2
 EM4  Var_31    C18  C19  N1   C21   177.22  30.0  3
 EM4  Var_32    C17  C18  C19  N1   -178.91  30.0  3
 EM4  Var_33    C16  C17  C18  C19  -179.96  30.0  3
 EM4  Var_34    C15  C16  C17  C18  -179.07  30.0  3
 EM4  Var_35    C14  C15  C16  C17   179.71  30.0  3
 EM4  Var_36    H19  C52  C51  C50    59.81  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 EM4  chir_01  C27  C28  N2   C26  positiv
 EM4  chir_02  C31  O9   O4   C32  positiv
 EM4  chir_03  C30  O9   C29  C34  positiv
 EM4  chir_04  C34  O7   C30  C33  negativ
 EM4  chir_05  C33  O6   C34  C32  negativ
 EM4  chir_06  C32  O5   C33  C31  positiv
 EM4  chir_07  C26  O3   C27  C25  negativ
 EM4  chir_08  C25  O2   C26  C24  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 EM4  plan-1  C14  0.020
 EM4  plan-1  C13  0.020
 EM4  plan-1  C12  0.020
 EM4  plan-1  C11  0.020
 EM4  plan-1  C10  0.020
 EM4  plan-1  C9   0.020
 EM4  plan-1  C8   0.020
 EM4  plan-1  H90  0.020
 EM4  plan-1  H91  0.020
 EM4  plan-1  H92  0.020
 EM4  plan-1  H93  0.020
 EM4  plan-1  H94  0.020
 EM4  plan-2  O1   0.020
 EM4  plan-2  C22  0.020
 EM4  plan-2  C21  0.020
 EM4  plan-2  N1   0.020
 EM4  plan-2  C19  0.020
 EM4  plan-2  H77  0.020
 EM4  plan-3  C1   0.020
 EM4  plan-3  C20  0.020
 EM4  plan-3  O    0.020
 EM4  plan-3  N2   0.020
 EM4  plan-3  C27  0.020
 EM4  plan-3  H56  0.020

