# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 18:05:33 2020
#   Inital geometry file: a 224 line input string
#   Ligand name: 2-{4-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]piperazin-1-yl}-N-(22-oxo-3,6,9,12,15,18-hexaoxa-21-azatricosan-1-yl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)NCCOCCOCCOCCOCCOCCOCCNC(=O)CN1CCN(CC1)C(=O)C[C@H](N)Cc2cc(F)c(F)cc2F
#
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
 9K4  9K4  2-{4-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]piperazin-1-yl}-N-(22-oxo-3,6,9,12,15,18-hexaoxa-21-azatricosan-1-yl)acetamide  ligand  101  49  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_9K4
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
 9K4  C10  C  CH1   0  -0.079    9.6616  -0.7820  -0.5287
 9K4  C13  C  C     0   0.577    7.2231  -0.7945  -1.2669
 9K4  C15  C  CH2   0  -0.327    4.9021  -0.7996  -2.0228
 9K4  C21  C  CH2   0  -0.330    0.5147   2.5331   2.7906
 9K4  C22  C  CH2   0  -0.140   -0.7112   3.2733   2.2913
 9K4  C24  C  CH2   0  -0.168   -2.3205   3.2765   0.5960
 9K4  C28  C  CH2   0  -0.170   -4.5999  -0.6771  -0.7572
 9K4  C02  C  CR6   0   0.400   14.2215  -1.1883   0.0680
 9K4  C03  C  CR6   0   0.396   14.6587   0.0893  -0.2334
 9K4  F04  F  F     0  -0.303   15.9455   0.2928  -0.5269
 9K4  C05  C  CR16  0  -0.553   13.7752   1.1472  -0.2271
 9K4  C06  C  CR6   0   0.522   12.4540   0.8885   0.0878
 9K4  F07  F  F     0  -0.308   11.5984   1.9232   0.0893
 9K4  C08  C  CR6   0  -0.031   11.9763  -0.3745   0.4004
 9K4  C09  C  CH2   0  -0.514   10.5325  -0.6139   0.7231
 9K4  N11  N  NH2   0  -0.782   10.1285  -1.9240  -1.2926
 9K4  C12  C  CH2   0  -0.615    8.1926  -0.8504  -0.1008
 9K4  N14  N  NT    0  -0.460    5.9127  -0.9865  -0.9973
 9K4  C16  C  CH2   0  -0.279    4.0980   0.4575  -1.7369
 9K4  N17  N  NT    0  -0.416    3.5002   0.3916  -0.4150
 9K4  C18  C  CH2   0  -0.401    2.6899   1.5500  -0.1428
 9K4  C19  C  C     0   0.524    1.7495   1.3296   1.0340
 9K4  N20  N  NH1   0  -0.623    1.5405   2.4266   1.7810
 9K4  O23  O  O2    0  -0.472   -1.2627   2.5811   1.2038
 9K4  C25  C  CH2   0  -0.166   -2.8153   2.5146  -0.6058
 9K4  O26  O  O2    0  -0.485   -3.4107   1.3096  -0.1981
 9K4  C27  C  CH2   0  -0.168   -3.9425   0.5769  -1.2724
 9K4  O29  O  O2    0  -0.485   -5.6988  -0.3357   0.0483
 9K4  C30  C  CH2   0  -0.170   -6.4042  -1.4573   0.5146
 9K4  C31  C  CH2   0  -0.168   -7.5080  -1.0115   1.4385
 9K4  O32  O  O2    0  -0.486   -8.4423  -0.2433   0.7238
 9K4  C33  C  CH2   0  -0.169   -9.4619   0.2727   1.5408
 9K4  C34  C  CH2   0  -0.170  -10.3841   1.1364   0.7198
 9K4  O35  O  O2    0  -0.485  -11.0887   0.3442  -0.2023
 9K4  C36  C  CH2   0  -0.168  -11.9693   1.0956  -0.9974
 9K4  C37  C  CH2   0  -0.170  -12.7477   0.1793  -1.9057
 9K4  O38  O  O2    0  -0.490  -13.5714  -0.6597  -1.1346
 9K4  C39  C  CH2   0  -0.162  -14.4163  -1.4753  -1.9085
 9K4  C40  C  CH2   0  -0.303  -15.3230  -2.2500  -0.9783
 9K4  N41  N  NH1   0  -0.624  -16.1173  -1.3510  -0.1718
 9K4  C42  C  C     0   0.519  -17.3523  -1.6309   0.2729
 9K4  C43  C  CH3   0  -0.777  -17.9878  -0.5596   1.1248
 9K4  O45  O  O     0  -0.512  -17.9366  -2.6753   0.0115
 9K4  O46  O  O     0  -0.488    1.2267   0.2484   1.2477
 9K4  C47  C  CH2   0  -0.278    4.5112   0.1925   0.6073
 9K4  C48  C  CH2   0  -0.330    5.3253  -1.0598   0.3267
 9K4  O49  O  O     0  -0.504    7.6199  -0.5800  -2.4071
 9K4  C50  C  CR16  0  -0.447   12.8984  -1.4175   0.3774
 9K4  H1   H  HCH1  0   0.239    9.7943   0.1034  -1.1560
 9K4  H2   H  HCH2  0   0.267    5.3711  -0.7342  -3.0003
 9K4  H3   H  HCH2  0   0.246    4.2408  -1.6710  -2.0234
 9K4  H4   H  HCH2  0   0.257    0.9122   3.0693   3.6539
 9K4  H5   H  HCH2  0   0.252    0.2483   1.5322   3.1263
 9K4  H6   H  HCH2  0   0.209   -1.4311   3.3659   3.1169
 9K4  H7   H  HCH2  0   0.199   -0.4292   4.2962   2.0004
 9K4  H8   H  HCH2  0   0.203   -3.1482   3.4373   1.3022
 9K4  H9   H  HCH2  0   0.206   -1.9948   4.2702   0.2574
 9K4  H10  H  HCH2  0   0.207   -4.9128  -1.2781  -1.6227
 9K4  H11  H  HCH2  0   0.205   -3.8731  -1.2827  -0.1962
 9K4  H12  H  HCR6  0   0.311   14.1098   2.1495  -0.4601
 9K4  H13  H  HCH2  0   0.258   10.1375   0.2048   1.3269
 9K4  H14  H  HCH2  0   0.253   10.4487  -1.5132   1.3396
 9K4  H15  H  HNH2  0   0.333    9.9524  -2.7788  -0.7764
 9K4  H16  H  HNH2  0   0.349    9.5930  -1.9925  -2.1481
 9K4  H18  H  HCH2  0   0.268    8.0346  -1.7584   0.4902
 9K4  H19  H  HCH2  0   0.270    7.9674  -0.0178   0.5752
 9K4  H20  H  HCH2  0   0.202    4.7568   1.3355  -1.8503
 9K4  H21  H  HCH2  0   0.248    3.3035   0.5494  -2.4808
 9K4  H23  H  HCH2  0   0.223    3.2939   2.4612   0.0032
 9K4  H24  H  HCH2  0   0.278    2.0521   1.7456  -1.0117
 9K4  H25  H  HNH1  0   0.398    2.0180   3.2754   1.5217
 9K4  H26  H  HCH2  0   0.205   -3.5377   3.1513  -1.1356
 9K4  H27  H  HCH2  0   0.204   -1.9842   2.3293  -1.3016
 9K4  H28  H  HCH2  0   0.207   -3.1560   0.2867  -1.9831
 9K4  H29  H  HCH2  0   0.204   -4.6731   1.1770  -1.8343
 9K4  H30  H  HCH2  0   0.205   -6.8225  -2.0361  -0.3218
 9K4  H31  H  HCH2  0   0.207   -5.7452  -2.1369   1.0725
 9K4  H32  H  HCH2  0   0.207   -7.9761  -1.9061   1.8723
 9K4  H33  H  HCH2  0   0.204   -7.0851  -0.4365   2.2749
 9K4  H34  H  HCH2  0   0.205  -10.0317  -0.5351   2.0229
 9K4  H35  H  HCH2  0   0.207   -9.0446   0.8920   2.3472
 9K4  H36  H  HCH2  0   0.208  -11.0732   1.6500   1.4047
 9K4  H37  H  HCH2  0   0.205   -9.8032   1.9183   0.2091
 9K4  H38  H  HCH2  0   0.205  -12.6642   1.6771  -0.3746
 9K4  H39  H  HCH2  0   0.208  -11.4240   1.8160  -1.6231
 9K4  H40  H  HCH2  0   0.210  -13.3452   0.8015  -2.5856
 9K4  H41  H  HCH2  0   0.209  -12.0615  -0.4099  -2.5298
 9K4  H42  H  HCH2  0   0.209  -15.0210  -0.8682  -2.5964
 9K4  H43  H  HCH2  0   0.220  -13.8391  -2.1829  -2.5179
 9K4  H44  H  HCH2  0   0.253  -15.9858  -2.8737  -1.5764
 9K4  H45  H  HCH2  0   0.242  -14.7295  -2.9191  -0.3469
 9K4  H46  H  HNH1  0   0.396  -15.6735  -0.5016   0.1387
 9K4  H47  H  HCH3  0   0.247  -17.3672   0.3256   1.2505
 9K4  H48  H  HCH3  0   0.264  -18.9346  -0.2579   0.6778
 9K4  H49  H  HCH3  0   0.265  -18.2105  -0.9675   2.1107
 9K4  H50  H  HCH2  0   0.202    5.1947   1.0567   0.6758
 9K4  H51  H  HCH2  0   0.251    4.0314   0.0833   1.5818
 9K4  H52  H  HCH2  0   0.252    4.6758  -1.9387   0.3726
 9K4  H53  H  HCH2  0   0.276    6.0852  -1.1802   1.0927
 9K4  H54  H  HCR6  0   0.289   12.5791  -2.4246   0.6128
 9K4  F01  F  F     0  -0.308   15.1000  -2.1981   0.0563

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
 9K4  O45  C42  double    1.225  0.020  1.225
 9K4  C40  C39  single    1.513  0.020  1.513
 9K4  C40  N41  single    1.446  0.020  1.446
 9K4  C39  O38  single    1.406  0.020  1.406
 9K4  O38  C37  single    1.406  0.020  1.406
 9K4  C42  N41  single    1.342  0.020  1.342
 9K4  C42  C43  single    1.509  0.020  1.509
 9K4  C37  C36  single    1.507  0.020  1.507
 9K4  C36  O35  single    1.404  0.020  1.404
 9K4  O35  C34  single    1.405  0.020  1.405
 9K4  C34  C33  single    1.507  0.020  1.507
 9K4  C33  O32  single    1.405  0.020  1.405
 9K4  O32  C31  single    1.405  0.020  1.405
 9K4  C31  C30  single    1.507  0.020  1.507
 9K4  C30  O29  single    1.405  0.020  1.405
 9K4  O29  C28  single    1.405  0.020  1.405
 9K4  C28  C27  single    1.507  0.020  1.507
 9K4  C27  O26  single    1.405  0.020  1.405
 9K4  O26  C25  single    1.405  0.020  1.405
 9K4  C25  C24  single    1.506  0.020  1.506
 9K4  C24  O23  single    1.404  0.020  1.404
 9K4  O23  C22  single    1.402  0.020  1.402
 9K4  C22  C21  single    1.517  0.020  1.517
 9K4  C21  N20  single    1.443  0.020  1.443
 9K4  N20  C19  single    1.344  0.020  1.344
 9K4  C19  O46  double    1.220  0.020  1.220
 9K4  C19  C18  single    1.522  0.020  1.522
 9K4  C18  N17  single    1.440  0.020  1.440
 9K4  C47  N17  single    1.452  0.020  1.452
 9K4  C47  C48  single    1.520  0.020  1.520
 9K4  N17  C16  single    1.452  0.020  1.452
 9K4  C48  N14  single    1.450  0.020  1.450
 9K4  C16  C15  single    1.519  0.020  1.519
 9K4  F07  C06  single    1.343  0.020  1.343
 9K4  N14  C15  single    1.452  0.020  1.452
 9K4  N14  C13  single    1.352  0.020  1.352
 9K4  C06  C05  aromatic  1.383  0.020  1.383
 9K4  C06  C08  aromatic  1.386  0.020  1.386
 9K4  C12  C13  single    1.518  0.020  1.518
 9K4  C12  C10  single    1.532  0.020  1.532
 9K4  N11  C10  single    1.451  0.020  1.451
 9K4  C13  O49  double    1.226  0.020  1.226
 9K4  C09  C10  single    1.534  0.020  1.534
 9K4  C09  C08  single    1.499  0.020  1.499
 9K4  C05  C03  aromatic  1.378  0.020  1.378
 9K4  C08  C50  aromatic  1.392  0.020  1.392
 9K4  C03  F04  single    1.335  0.020  1.335
 9K4  C03  C02  aromatic  1.384  0.020  1.384
 9K4  C50  C02  aromatic  1.378  0.020  1.378
 9K4  C02  F01  single    1.338  0.020  1.338
 9K4  C10  H1   single    0.970  0.020  1.090
 9K4  C15  H2   single    0.970  0.020  1.090
 9K4  C15  H3   single    0.970  0.020  1.090
 9K4  C21  H4   single    0.970  0.020  1.090
 9K4  C21  H5   single    0.970  0.020  1.090
 9K4  C22  H6   single    0.970  0.020  1.090
 9K4  C22  H7   single    0.970  0.020  1.090
 9K4  C24  H8   single    0.970  0.020  1.090
 9K4  C24  H9   single    0.970  0.020  1.090
 9K4  C28  H10  single    0.970  0.020  1.090
 9K4  C28  H11  single    0.970  0.020  1.090
 9K4  C05  H12  single    0.930  0.020  1.080
 9K4  C09  H13  single    0.970  0.020  1.090
 9K4  C09  H14  single    0.970  0.020  1.090
 9K4  N11  H15  single    0.890  0.020  1.040
 9K4  N11  H16  single    0.890  0.020  1.040
 9K4  C12  H18  single    0.970  0.020  1.090
 9K4  C12  H19  single    0.970  0.020  1.090
 9K4  C16  H20  single    0.970  0.020  1.090
 9K4  C16  H21  single    0.970  0.020  1.090
 9K4  C18  H23  single    0.970  0.020  1.090
 9K4  C18  H24  single    0.970  0.020  1.090
 9K4  N20  H25  single    0.860  0.020  1.020
 9K4  C25  H26  single    0.970  0.020  1.090
 9K4  C25  H27  single    0.970  0.020  1.090
 9K4  C27  H28  single    0.970  0.020  1.090
 9K4  C27  H29  single    0.970  0.020  1.090
 9K4  C30  H30  single    0.970  0.020  1.090
 9K4  C30  H31  single    0.970  0.020  1.090
 9K4  C31  H32  single    0.970  0.020  1.090
 9K4  C31  H33  single    0.970  0.020  1.090
 9K4  C33  H34  single    0.970  0.020  1.090
 9K4  C33  H35  single    0.970  0.020  1.090
 9K4  C34  H36  single    0.970  0.020  1.090
 9K4  C34  H37  single    0.970  0.020  1.090
 9K4  C36  H38  single    0.970  0.020  1.090
 9K4  C36  H39  single    0.970  0.020  1.090
 9K4  C37  H40  single    0.970  0.020  1.090
 9K4  C37  H41  single    0.970  0.020  1.090
 9K4  C39  H42  single    0.970  0.020  1.090
 9K4  C39  H43  single    0.970  0.020  1.090
 9K4  C40  H44  single    0.970  0.020  1.090
 9K4  C40  H45  single    0.970  0.020  1.090
 9K4  N41  H46  single    0.860  0.020  1.020
 9K4  C43  H47  single    0.970  0.020  1.090
 9K4  C43  H48  single    0.970  0.020  1.090
 9K4  C43  H49  single    0.970  0.020  1.090
 9K4  C47  H50  single    0.970  0.020  1.090
 9K4  C47  H51  single    0.970  0.020  1.090
 9K4  C48  H52  single    0.970  0.020  1.090
 9K4  C48  H53  single    0.970  0.020  1.090
 9K4  C50  H54  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
 9K4  H1   C10  C12  108.24  3.000
 9K4  H1   C10  N11  107.24  3.000
 9K4  C12  C10  N11  114.86  3.000
 9K4  H1   C10  C09  108.10  3.000
 9K4  N11  C10  C09  109.46  3.000
 9K4  C12  C10  C09  108.74  3.000
 9K4  O49  C13  N14  121.61  3.000
 9K4  O49  C13  C12  120.94  3.000
 9K4  N14  C13  C12  117.44  3.000
 9K4  H3   C15  H2   107.97  3.000
 9K4  H3   C15  C16  109.83  3.000
 9K4  H2   C15  C16  110.37  3.000
 9K4  H3   C15  N14  108.58  3.000
 9K4  H2   C15  N14  110.06  3.000
 9K4  C16  C15  N14  109.99  3.000
 9K4  H5   C21  H4   107.27  3.000
 9K4  H5   C21  N20  108.77  3.000
 9K4  H4   C21  N20  109.31  3.000
 9K4  H5   C21  C22  110.64  3.000
 9K4  H4   C21  C22  108.37  3.000
 9K4  N20  C21  C22  112.35  3.000
 9K4  H7   C22  H6   106.74  3.000
 9K4  H7   C22  O23  110.78  3.000
 9K4  H6   C22  O23  111.50  3.000
 9K4  H7   C22  C21  109.49  3.000
 9K4  H6   C22  C21  108.86  3.000
 9K4  O23  C22  C21  109.41  3.000
 9K4  H9   C24  H8   106.78  3.000
 9K4  H9   C24  C25  107.98  3.000
 9K4  H8   C24  C25  109.82  3.000
 9K4  H9   C24  O23  110.96  3.000
 9K4  H8   C24  O23  111.18  3.000
 9K4  C25  C24  O23  110.01  3.000
 9K4  H11  C28  H10  106.78  3.000
 9K4  H11  C28  O29  111.00  3.000
 9K4  H10  C28  O29  111.21  3.000
 9K4  H11  C28  C27  110.14  3.000
 9K4  H10  C28  C27  108.06  3.000
 9K4  O29  C28  C27  109.58  3.000
 9K4  C50  C02  C03  120.40  3.000
 9K4  C50  C02  F01  120.44  3.000
 9K4  C03  C02  F01  119.16  3.000
 9K4  C05  C03  F04  120.11  3.000
 9K4  F04  C03  C02  119.55  3.000
 9K4  C05  C03  C02  120.34  3.000
 9K4  H12  C05  C06  121.18  3.000
 9K4  H12  C05  C03  120.78  3.000
 9K4  C06  C05  C03  118.03  3.000
 9K4  C08  C06  F07  118.84  3.000
 9K4  C08  C06  C05  123.45  3.000
 9K4  F07  C06  C05  117.71  3.000
 9K4  C50  C08  C09  121.46  3.000
 9K4  C50  C08  C06  116.79  3.000
 9K4  C09  C08  C06  121.74  3.000
 9K4  H14  C09  H13  106.10  3.000
 9K4  H14  C09  C08  109.06  3.000
 9K4  H13  C09  C08  110.37  3.000
 9K4  H14  C09  C10  109.05  3.000
 9K4  H13  C09  C10  109.16  3.000
 9K4  C08  C09  C10  112.87  3.000
 9K4  H16  N11  H15  106.35  3.000
 9K4  H16  N11  C10  109.16  3.000
 9K4  H15  N11  C10  109.86  3.000
 9K4  H19  C12  H18  105.52  3.000
 9K4  H19  C12  C13  108.35  3.000
 9K4  H18  C12  C13  110.68  3.000
 9K4  H19  C12  C10  109.60  3.000
 9K4  H18  C12  C10  109.04  3.000
 9K4  C13  C12  C10  113.35  3.000
 9K4  C48  N14  C15  111.68  3.000
 9K4  C15  N14  C13  121.04  3.000
 9K4  C48  N14  C13  125.59  3.000
 9K4  H21  C16  H20  107.30  3.000
 9K4  H21  C16  N17  108.92  3.000
 9K4  H20  C16  N17  112.05  3.000
 9K4  H21  C16  C15  109.05  3.000
 9K4  H20  C16  C15  108.85  3.000
 9K4  N17  C16  C15  110.58  3.000
 9K4  C47  N17  C18  111.67  3.000
 9K4  C47  N17  C16  111.13  3.000
 9K4  C18  N17  C16  111.55  3.000
 9K4  H24  C18  H23  106.04  3.000
 9K4  H24  C18  C19  106.22  3.000
 9K4  H23  C18  C19  110.83  3.000
 9K4  H24  C18  N17  108.75  3.000
 9K4  H23  C18  N17  112.43  3.000
 9K4  C19  C18  N17  112.17  3.000
 9K4  O46  C19  N20  124.03  3.000
 9K4  O46  C19  C18  121.90  3.000
 9K4  N20  C19  C18  114.06  3.000
 9K4  H25  N20  C19  118.09  3.000
 9K4  H25  N20  C21  117.04  3.000
 9K4  C19  N20  C21  124.04  3.000
 9K4  C24  O23  C22  112.80  3.000
 9K4  H27  C25  H26  106.82  3.000
 9K4  H27  C25  O26  111.07  3.000
 9K4  H26  C25  O26  110.99  3.000
 9K4  H27  C25  C24  109.99  3.000
 9K4  H26  C25  C24  107.91  3.000
 9K4  O26  C25  C24  109.97  3.000
 9K4  C27  O26  C25  112.70  3.000
 9K4  H29  C27  H28  106.80  3.000
 9K4  H29  C27  O26  110.95  3.000
 9K4  H28  C27  O26  111.18  3.000
 9K4  H29  C27  C28  109.81  3.000
 9K4  H28  C27  C28  108.27  3.000
 9K4  O26  C27  C28  109.74  3.000
 9K4  C30  O29  C28  112.90  3.000
 9K4  H31  C30  H30  106.78  3.000
 9K4  H31  C30  C31  108.12  3.000
 9K4  H30  C30  C31  110.09  3.000
 9K4  H31  C30  O29  111.17  3.000
 9K4  H30  C30  O29  111.02  3.000
 9K4  C31  C30  O29  109.59  3.000
 9K4  H33  C31  H32  106.82  3.000
 9K4  H33  C31  O32  110.90  3.000
 9K4  H32  C31  O32  111.26  3.000
 9K4  H33  C31  C30  109.84  3.000
 9K4  H32  C31  C30  108.26  3.000
 9K4  O32  C31  C30  109.69  3.000
 9K4  C33  O32  C31  112.81  3.000
 9K4  H35  C33  H34  106.79  3.000
 9K4  H35  C33  C34  108.01  3.000
 9K4  H34  C33  C34  110.04  3.000
 9K4  H35  C33  O32  110.99  3.000
 9K4  H34  C33  O32  111.17  3.000
 9K4  C34  C33  O32  109.75  3.000
 9K4  H37  C34  H36  106.76  3.000
 9K4  H37  C34  O35  111.16  3.000
 9K4  H36  C34  O35  110.98  3.000
 9K4  H37  C34  C33  109.70  3.000
 9K4  H36  C34  C33  108.18  3.000
 9K4  O35  C34  C33  109.96  3.000
 9K4  C36  O35  C34  112.60  3.000
 9K4  H39  C36  H38  106.82  3.000
 9K4  H39  C36  C37  108.17  3.000
 9K4  H38  C36  C37  109.67  3.000
 9K4  H39  C36  O35  111.22  3.000
 9K4  H38  C36  O35  111.01  3.000
 9K4  C37  C36  O35  109.87  3.000
 9K4  H41  C37  H40  106.97  3.000
 9K4  H41  C37  O38  110.94  3.000
 9K4  H40  C37  O38  111.03  3.000
 9K4  H41  C37  C36  110.23  3.000
 9K4  H40  C37  C36  108.04  3.000
 9K4  O38  C37  C36  109.57  3.000
 9K4  C39  O38  C37  113.34  3.000
 9K4  H43  C39  H42  107.33  3.000
 9K4  H43  C39  C40  109.05  3.000
 9K4  H42  C39  C40  109.76  3.000
 9K4  H43  C39  O38  111.31  3.000
 9K4  H42  C39  O38  110.77  3.000
 9K4  C40  C39  O38  108.59  3.000
 9K4  H45  C40  H44  107.26  3.000
 9K4  H45  C40  N41  110.87  3.000
 9K4  H44  C40  N41  109.16  3.000
 9K4  H45  C40  C39  110.04  3.000
 9K4  H44  C40  C39  108.69  3.000
 9K4  N41  C40  C39  110.73  3.000
 9K4  H46  N41  C42  118.63  3.000
 9K4  H46  N41  C40  117.02  3.000
 9K4  C42  N41  C40  124.11  3.000
 9K4  O45  C42  C43  121.66  3.000
 9K4  C43  C42  N41  115.25  3.000
 9K4  O45  C42  N41  123.10  3.000
 9K4  H49  C43  H48  107.28  3.000
 9K4  H49  C43  H47  108.45  3.000
 9K4  H48  C43  H47  108.52  3.000
 9K4  H49  C43  C42  109.33  3.000
 9K4  H48  C43  C42  109.32  3.000
 9K4  H47  C43  C42  113.73  3.000
 9K4  H51  C47  H50  107.16  3.000
 9K4  H51  C47  C48  108.53  3.000
 9K4  H50  C47  C48  108.96  3.000
 9K4  H51  C47  N17  109.65  3.000
 9K4  H50  C47  N17  111.57  3.000
 9K4  C48  C47  N17  110.86  3.000
 9K4  H53  C48  H52  107.27  3.000
 9K4  H53  C48  C47  109.64  3.000
 9K4  H52  C48  C47  109.65  3.000
 9K4  H53  C48  N14  111.48  3.000
 9K4  H52  C48  N14  108.63  3.000
 9K4  C47  C48  N14  110.11  3.000
 9K4  H54  C50  C08  119.87  3.000
 9K4  H54  C50  C02  119.13  3.000
 9K4  C08  C50  C02  121.00  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
 9K4  CONST_01  C06  C05  C03  C02     0.00   0.0  0
 9K4  CONST_02  C06  C08  C50  C02     0.00   0.0  0
 9K4  CONST_03  C08  C06  C05  C03     0.00   0.0  0
 9K4  CONST_04  C08  C50  C02  C03     0.00   0.0  0
 9K4  CONST_05  C50  C08  C06  C05     0.00   0.0  0
 9K4  CONST_06  C50  C02  C03  C05     0.00   0.0  0
 9K4  CONST_07  C05  C03  C02  F01   180.00   0.0  0
 9K4  CONST_08  C08  C50  C02  F01   180.00   0.0  0
 9K4  CONST_09  C09  C08  C50  C02   180.00   0.0  0
 9K4  CONST_10  F07  C06  C05  C03   180.00   0.0  0
 9K4  CONST_11  C06  C05  C03  F04   180.00   0.0  0
 9K4  CONST_12  C50  C02  C03  F04   180.00   0.0  0
 9K4  CONST_13  C09  C08  C06  C05   180.00   0.0  0
 9K4  CONST_14  C50  C08  C06  F07   180.00   0.0  0
 9K4  CONST_15  H12  C05  C03  C02   180.00   0.0  0
 9K4  CONST_16  H54  C50  C02  C03   180.00   0.0  0
 9K4  CONST_17  C12  C13  N14  C15   180.00   0.0  0
 9K4  CONST_18  O49  C13  N14  C15     0.00   0.0  0
 9K4  CONST_19  C48  N14  C13  C12     0.00   0.0  0
 9K4  CONST_20  O49  C13  N14  C48   180.00   0.0  0
 9K4  CONST_21  O46  C19  N20  C21     0.00   0.0  0
 9K4  CONST_22  C18  C19  N20  C21   180.00   0.0  0
 9K4  CONST_23  O45  C42  N41  C40     0.00   0.0  0
 9K4  CONST_24  C43  C42  N41  C40   180.00   0.0  0
 9K4  CONST_25  H25  N20  C19  C18     0.00   0.0  0
 9K4  CONST_26  H46  N41  C42  C43     0.00   0.0  0
 9K4  Var_01    C47  N17  C16  C15    56.94  30.0  1
 9K4  Var_02    C47  C48  N14  C15   -56.98  30.0  1
 9K4  Var_03    N17  C47  C48  N14    56.04  30.0  1
 9K4  Var_04    N17  C16  C15  N14   -56.74  30.0  1
 9K4  Var_05    C48  C47  N17  C16   -56.62  30.0  1
 9K4  Var_06    C48  N14  C15  C16    57.39  30.0  1
 9K4  Var_07    C06  C08  C09  C10    83.18  30.0  2
 9K4  Var_08    C19  C18  N17  C16   163.49  30.0  2
 9K4  Var_09    N14  C13  C12  C10   173.38  30.0  3
 9K4  Var_10    N20  C19  C18  N17   145.38  30.0  1
 9K4  Var_11    C25  C24  O23  C22   176.93  30.0  1
 9K4  Var_12    C19  N20  C21  C22   -99.64  30.0  3
 9K4  Var_13    C31  C30  O29  C28   176.36  30.0  1
 9K4  Var_14    O23  C22  C21  N20    60.79  30.0  1
 9K4  Var_15    O26  C25  C24  O23    66.79  30.0  2
 9K4  Var_16    O29  C28  C27  O26    64.46  30.0  2
 9K4  Var_17    O32  C31  C30  O29    64.31  30.0  2
 9K4  Var_18    C34  C33  O32  C31   177.28  30.0  1
 9K4  Var_19    O35  C34  C33  O32    67.39  30.0  2
 9K4  Var_20    C37  C36  O35  C34  -176.76  30.0  1
 9K4  Var_21    O38  C37  C36  O35    64.88  30.0  2
 9K4  Var_22    C40  C39  O38  C37  -175.71  30.0  2
 9K4  Var_23    N41  C40  C39  O38    59.46  30.0  2
 9K4  Var_24    C42  N41  C40  C39   149.00  30.0  3
 9K4  Var_25    H6   C22  O23  C24    65.77  30.0  3
 9K4  Var_26    H28  C27  O26  C25    61.99  30.0  2
 9K4  Var_27    H47  C43  C42  N41     1.54  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
 9K4  chir_01  C10  C12  N11  C09  positiv

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
 9K4  plan-1  C02  0.020
 9K4  plan-1  C03  0.020
 9K4  plan-1  F04  0.020
 9K4  plan-1  C05  0.020
 9K4  plan-1  C06  0.020
 9K4  plan-1  F07  0.020
 9K4  plan-1  C08  0.020
 9K4  plan-1  C09  0.020
 9K4  plan-1  C50  0.020
 9K4  plan-1  H12  0.020
 9K4  plan-1  H54  0.020
 9K4  plan-1  F01  0.020
 9K4  plan-2  C13  0.020
 9K4  plan-2  C15  0.020
 9K4  plan-2  C12  0.020
 9K4  plan-2  N14  0.020
 9K4  plan-2  C48  0.020
 9K4  plan-2  O49  0.020
 9K4  plan-3  C21  0.020
 9K4  plan-3  C18  0.020
 9K4  plan-3  C19  0.020
 9K4  plan-3  N20  0.020
 9K4  plan-3  O46  0.020
 9K4  plan-3  H25  0.020
 9K4  plan-4  C40  0.020
 9K4  plan-4  N41  0.020
 9K4  plan-4  C42  0.020
 9K4  plan-4  C43  0.020
 9K4  plan-4  O45  0.020
 9K4  plan-4  H46  0.020

