# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 10:39:34 2022
#   Inital geometry file: a 243 line input string
#   Ligand name: (2R,3R,4R,5R)-3,4-dihydroxy-N,N'-bis[(1S)-2-methyl-1-(methylcarbamoyl)propyl]-2,5-bis[(4-thiophen-3-ylbenzyl)oxy]hexanediamide (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)[C@@H](NC(=O)[C@H](OCc1ccc(cc1)c2cscc2)[C@H](O)[C@@H](O)[C@@H](OCc3ccc(cc3)c4cscc4)C(=O)N[C@@H](C(C)C)C(=O)NC)C(C)C
#
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
 BEE  BEE  '(2R,3R,4R,5R)-3,4-dihydroxy-N,N'-bis[(1S)-2-methyl-1-(methylcarbamoyl)propyl]-2,5-bis[(4-thiophen-3-ylbenzyl)oxy]hexanediamide (non-preferred name)'  ligand  104  54  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BEE
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
 BEE  C1    C  CR6   0   0.067   4.1470   1.0581  -0.1783
 BEE  C2    C  CR16  0  -0.290   5.0379   1.4291  -1.1780
 BEE  C3    C  CR16  0  -0.306   6.0359   0.5636  -1.6024
 BEE  C4    C  CR6   0   0.102   6.1727  -0.7020  -1.0339
 BEE  C5    C  CR16  0  -0.308   5.2714  -1.0715  -0.0320
 BEE  C6    C  CR16  0  -0.281   4.2738  -0.2092   0.3864
 BEE  C7    C  CR6   0   0.068  -4.1834  -1.0726  -0.0253
 BEE  C8    C  CR16  0  -0.291  -5.0915  -1.4859  -0.9921
 BEE  C9    C  CR16  0  -0.307  -6.0948  -0.6378  -1.4386
 BEE  C10   C  CR6   0   0.102  -6.2197   0.6525  -0.9255
 BEE  C11   C  CR16  0  -0.307  -5.3013   1.0643   0.0440
 BEE  C12   C  CR16  0  -0.279  -4.2985   0.2191   0.4840
 BEE  O14   O  O2    0  -0.484  -1.8513  -1.3725   0.2430
 BEE  C15   C  CH1   0  -0.045  -0.8236  -1.7707   1.0915
 BEE  C16   C  CH1   0  -0.032   0.2891  -0.6957   1.0627
 BEE  C17   C  CH1   0  -0.034  -0.2917   0.7253   1.0540
 BEE  C18   C  CH1   0  -0.045   0.8220   1.7992   1.0073
 BEE  C19   C  C     0   0.520   0.2495   3.1458   0.5308
 BEE  O20   O  O     0  -0.481   0.5647   3.6112  -0.5520
 BEE  N21   N  NH1   0  -0.622  -0.5961   3.7416   1.3841
 BEE  C22   C  CH1   0  -0.212  -1.2472   5.0006   1.1322
 BEE  C23   C  CH1   0  -0.225  -2.7166   4.8407   0.6800
 BEE  C24   C  CH3   0  -0.663  -2.8016   4.0694  -0.6314
 BEE  C25   C  CH3   0  -0.680  -3.5897   4.1851   1.7449
 BEE  C26   C  C     0   0.555  -1.1599   5.8545   2.3964
 BEE  O27   O  O     0  -0.492  -0.9446   5.3655   3.4968
 BEE  N28   N  NH1   0  -0.622  -1.3742   7.1603   2.2085
 BEE  C29   C  CH3   0  -0.513  -1.3810   8.1122   3.2950
 BEE  O30   O  O2    0  -0.484   1.8194   1.3735   0.1363
 BEE  C31   C  CH2   0  -0.213   3.0771   1.9970   0.2975
 BEE  O32   O  OH1   0  -0.651  -1.1436   0.9570   2.1530
 BEE  O33   O  OH1   0  -0.650   1.1863  -0.8961   2.1312
 BEE  N36   N  NH1   0  -0.621   0.5907  -3.7115   1.4867
 BEE  C37   C  CH1   0  -0.213   1.2393  -4.9740   1.2461
 BEE  C38   C  CH1   0  -0.225   2.7015  -4.8201   0.7697
 BEE  C39   C  CH3   0  -0.663   2.7643  -4.0770  -0.5594
 BEE  C40   C  CH3   0  -0.681   3.5866  -4.1378   1.8072
 BEE  C41   C  C     0   0.555   1.1701  -5.8094   2.5237
 BEE  O42   O  O     0  -0.493   0.9801  -5.3039   3.6216
 BEE  N43   N  NH1   0  -0.622   1.3674  -7.1194   2.3486
 BEE  C44   C  CH3   0  -0.513   1.3911  -8.0573   3.4469
 BEE  S45   S  S2    0   0.232   9.4411  -2.5547  -2.3720
 BEE  C46   C  CR15  0  -0.465   8.2593  -3.6769  -1.8441
 BEE  C47   C  CR15  0  -0.223   7.1454  -3.0476  -1.3871
 BEE  C48   C  CR5   0   0.164   7.2342  -1.6221  -1.4645
 BEE  C49   C  CR15  0  -0.559   8.4370  -1.2269  -1.9843
 BEE  S50   S  S2    0   0.232  -9.5052   2.4531  -2.2915
 BEE  C51   C  CR15  0  -0.558  -8.4990   1.1412  -1.8581
 BEE  C52   C  CR5   0   0.164  -7.2857   1.5558  -1.3797
 BEE  C53   C  CR15  0  -0.223  -7.1908   2.9830  -1.3712
 BEE  C54   C  CR15  0  -0.465  -8.3111   3.5942  -1.8370
 BEE  H2    H  HCR6  0   0.255   4.9496   2.4049  -1.6408
 BEE  H3    H  HCR6  0   0.251   6.7003   0.8746  -2.3992
 BEE  H5    H  HCR6  0   0.244   5.3598  -2.0395   0.4444
 BEE  H6    H  HCR6  0   0.263   3.5915  -0.5241   1.1665
 BEE  H8    H  HCR6  0   0.255  -5.0125  -2.4815  -1.4124
 BEE  H9    H  HCR6  0   0.251  -6.7722  -0.9824  -2.2103
 BEE  H11   H  HCR6  0   0.242  -5.3809   2.0531   0.4770
 BEE  H12   H  HCR6  0   0.261  -3.6028   0.5665   1.2382
 BEE  H131  H  HCH2  0   0.229  -3.1666  -2.9582  -0.0288
 BEE  H132  H  HCH2  0   0.226  -3.2407  -2.1661   1.5467
 BEE  H15   H  HCH1  0   0.241  -1.1916  -1.8651   2.1263
 BEE  H16   H  HCH1  0   0.274   0.8797  -0.8212   0.1532
 BEE  H17   H  HCH1  0   0.273  -0.9192   0.8259   0.1666
 BEE  H18   H  HCH1  0   0.242   1.2250   1.9247   2.0254
 BEE  H21   H  HNH1  0   0.392  -0.8017   3.2885   2.2600
 BEE  H22   H  HCH1  0   0.287  -0.7020   5.5036   0.3300
 BEE  H23   H  HCH1  0   0.235  -3.0965   5.8515   0.4982
 BEE  H241  H  HCH3  0   0.236  -3.8311   4.0531  -0.9929
 BEE  H242  H  HCH3  0   0.235  -2.1839   4.5182  -1.4093
 BEE  H243  H  HCH3  0   0.222  -2.4861   3.0322  -0.5045
 BEE  H251  H  HCH3  0   0.241  -3.6005   4.7400   2.6833
 BEE  H252  H  HCH3  0   0.235  -4.6230   4.1305   1.3990
 BEE  H253  H  HCH3  0   0.226  -3.2585   3.1656   1.9556
 BEE  H28   H  HNH1  0   0.408  -1.5013   7.5076   1.2726
 BEE  H291  H  HCH3  0   0.252  -1.5752   9.0985   2.8842
 BEE  H292  H  HCH3  0   0.240  -2.1593   7.8844   4.0235
 BEE  H293  H  HCH3  0   0.240  -0.4222   8.1380   3.8138
 BEE  H311  H  HCH2  0   0.230   3.1260   2.9386  -0.2578
 BEE  H312  H  HCH2  0   0.225   3.2446   2.2347   1.3564
 BEE  H32   H  HOH1  0   0.448  -0.6376   0.9360   2.9736
 BEE  H33   H  HOH1  0   0.446   0.7176  -0.8364   2.9715
 BEE  H36   H  HNH1  0   0.392   0.8067  -3.2442   2.3526
 BEE  H37   H  HCH1  0   0.286   0.6834  -5.4900   0.4600
 BEE  H38   H  HCH1  0   0.236   3.0818  -5.8336   0.6049
 BEE  H391  H  HCH3  0   0.223   2.4500  -3.0377  -0.4488
 BEE  H392  H  HCH3  0   0.235   3.7877  -4.0682  -0.9380
 BEE  H393  H  HCH3  0   0.235   2.1340  -4.5424  -1.3172
 BEE  H401  H  HCH3  0   0.240   3.6094  -4.6693   2.7588
 BEE  H402  H  HCH3  0   0.236   4.6157  -4.0902   1.4480
 BEE  H403  H  HCH3  0   0.226   3.2563  -3.1136   1.9962
 BEE  H43   H  HNH1  0   0.409   1.4874  -7.4780   1.4160
 BEE  H441  H  HCH3  0   0.240   2.2125  -7.8536   4.1344
 BEE  H442  H  HCH3  0   0.240   0.4583  -8.0373   4.0107
 BEE  H443  H  HCH3  0   0.253   1.5246  -9.0557   3.0413
 BEE  H46   H  HCR5  0   0.298   8.4428  -4.7381  -1.9062
 BEE  H47   H  HCR5  0   0.259   6.2778  -3.5837  -1.0283
 BEE  H49   H  HCR5  0   0.294   8.7923  -0.2192  -2.1379
 BEE  H53   H  HCR5  0   0.259  -6.3154   3.5323  -1.0531
 BEE  H54   H  HCR5  0   0.298  -8.4925   4.6522  -1.9454
 BEE  C34   C  C     0   0.520  -0.2659  -3.1298   0.6347
 BEE  O35   O  O     0  -0.481  -0.5984  -3.6142  -0.4344
 BEE  C13   C  CH2   0  -0.214  -3.1027  -1.9871   0.4720
 BEE  H51   H  HCR5  0   0.294  -8.8599   0.1287  -1.9567

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
 BEE  C1   C2    aromatic  1.389  0.020  1.389
 BEE  C1   C6    aromatic  1.393  0.020  1.393
 BEE  C1   C31   single    1.501  0.020  1.501
 BEE  C2   C3    aromatic  1.387  0.020  1.387
 BEE  C2   H2    single    0.930  0.020  1.080
 BEE  C3   C4    aromatic  1.394  0.020  1.394
 BEE  C3   H3    single    0.930  0.020  1.080
 BEE  C4   C5    aromatic  1.397  0.020  1.397
 BEE  C4   C48   single    1.469  0.020  1.469
 BEE  C5   C6    aromatic  1.383  0.020  1.383
 BEE  C5   H5    single    0.930  0.020  1.080
 BEE  C6   H6    single    0.930  0.020  1.080
 BEE  C7   C8    aromatic  1.389  0.020  1.389
 BEE  C7   C12   aromatic  1.393  0.020  1.393
 BEE  C7   C13   single    1.501  0.020  1.501
 BEE  C8   C9    aromatic  1.388  0.020  1.388
 BEE  C8   H8    single    0.930  0.020  1.080
 BEE  C9   C10   aromatic  1.394  0.020  1.394
 BEE  C9   H9    single    0.930  0.020  1.080
 BEE  C10  C11   aromatic  1.398  0.020  1.398
 BEE  C10  C52   single    1.469  0.020  1.469
 BEE  C11  C12   aromatic  1.383  0.020  1.383
 BEE  C11  H11   single    0.930  0.020  1.080
 BEE  C12  H12   single    0.930  0.020  1.080
 BEE  C13  O14   single    1.413  0.020  1.413
 BEE  C13  H131  single    0.970  0.020  1.090
 BEE  C13  H132  single    0.970  0.020  1.090
 BEE  O14  C15   single    1.391  0.020  1.391
 BEE  C15  C16   single    1.547  0.020  1.547
 BEE  C15  C34   single    1.538  0.020  1.538
 BEE  C15  H15   single    0.970  0.020  1.090
 BEE  C16  C17   single    1.535  0.020  1.535
 BEE  C16  O33   single    1.410  0.020  1.410
 BEE  C16  H16   single    0.970  0.020  1.090
 BEE  C17  C18   single    1.548  0.020  1.548
 BEE  C17  O32   single    1.410  0.020  1.410
 BEE  C17  H17   single    0.970  0.020  1.090
 BEE  C18  C19   single    1.539  0.020  1.539
 BEE  C18  O30   single    1.391  0.020  1.391
 BEE  C18  H18   single    0.970  0.020  1.090
 BEE  C19  O20   double    1.220  0.020  1.220
 BEE  C19  N21   single    1.341  0.020  1.341
 BEE  N21  C22   single    1.440  0.020  1.440
 BEE  N21  H21   single    0.860  0.020  1.020
 BEE  C22  C23   single    1.546  0.020  1.546
 BEE  C22  C26   single    1.528  0.020  1.528
 BEE  C22  H22   single    0.970  0.020  1.090
 BEE  C23  C24   single    1.524  0.020  1.524
 BEE  C23  C25   single    1.525  0.020  1.525
 BEE  C23  H23   single    0.970  0.020  1.090
 BEE  C24  H241  single    0.970  0.020  1.090
 BEE  C24  H242  single    0.970  0.020  1.090
 BEE  C24  H243  single    0.970  0.020  1.090
 BEE  C25  H251  single    0.970  0.020  1.090
 BEE  C25  H252  single    0.970  0.020  1.090
 BEE  C25  H253  single    0.970  0.020  1.090
 BEE  C26  O27   double    1.223  0.020  1.223
 BEE  C26  N28   single    1.336  0.020  1.336
 BEE  N28  C29   single    1.445  0.020  1.445
 BEE  N28  H28   single    0.860  0.020  1.020
 BEE  C29  H291  single    0.970  0.020  1.090
 BEE  C29  H292  single    0.970  0.020  1.090
 BEE  C29  H293  single    0.970  0.020  1.090
 BEE  O30  C31   single    1.413  0.020  1.413
 BEE  C31  H311  single    0.970  0.020  1.090
 BEE  C31  H312  single    0.970  0.020  1.090
 BEE  O32  H32   single    0.850  0.020  0.980
 BEE  O33  H33   single    0.850  0.020  0.980
 BEE  C34  O35   double    1.220  0.020  1.220
 BEE  C34  N36   single    1.341  0.020  1.341
 BEE  N36  C37   single    1.440  0.020  1.440
 BEE  N36  H36   single    0.860  0.020  1.020
 BEE  C37  C38   single    1.546  0.020  1.546
 BEE  C37  C41   single    1.528  0.020  1.528
 BEE  C37  H37   single    0.970  0.020  1.090
 BEE  C38  C39   single    1.524  0.020  1.524
 BEE  C38  C40   single    1.525  0.020  1.525
 BEE  C38  H38   single    0.970  0.020  1.090
 BEE  C39  H391  single    0.970  0.020  1.090
 BEE  C39  H392  single    0.970  0.020  1.090
 BEE  C39  H393  single    0.970  0.020  1.090
 BEE  C40  H401  single    0.970  0.020  1.090
 BEE  C40  H402  single    0.970  0.020  1.090
 BEE  C40  H403  single    0.970  0.020  1.090
 BEE  C41  O42   double    1.224  0.020  1.224
 BEE  C41  N43   single    1.336  0.020  1.336
 BEE  N43  C44   single    1.444  0.020  1.444
 BEE  N43  H43   single    0.860  0.020  1.020
 BEE  C44  H441  single    0.970  0.020  1.090
 BEE  C44  H442  single    0.970  0.020  1.090
 BEE  C44  H443  single    0.970  0.020  1.090
 BEE  S45  C46   aromatic  1.713  0.020  1.713
 BEE  S45  C49   aromatic  1.709  0.020  1.709
 BEE  C46  C47   aromatic  1.359  0.020  1.359
 BEE  C46  H46   single    0.930  0.020  1.080
 BEE  C47  C48   aromatic  1.430  0.020  1.430
 BEE  C47  H47   single    0.930  0.020  1.080
 BEE  C48  C49   aromatic  1.369  0.020  1.369
 BEE  C49  H49   single    0.930  0.020  1.080
 BEE  S50  C51   aromatic  1.709  0.020  1.709
 BEE  S50  C54   aromatic  1.713  0.020  1.713
 BEE  C51  C52   aromatic  1.369  0.020  1.369
 BEE  C51  H51   single    0.930  0.020  1.080
 BEE  C52  C53   aromatic  1.430  0.020  1.430
 BEE  C53  C54   aromatic  1.359  0.020  1.359
 BEE  C53  H53   single    0.930  0.020  1.080
 BEE  C54  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
 BEE  C31   C1   C6    120.36  3.000
 BEE  C31   C1   C2    121.21  3.000
 BEE  C6    C1   C2    118.43  3.000
 BEE  H2    C2   C3    119.32  3.000
 BEE  H2    C2   C1    119.70  3.000
 BEE  C3    C2   C1    120.98  3.000
 BEE  H3    C3   C4    120.03  3.000
 BEE  H3    C3   C2    119.15  3.000
 BEE  C4    C3   C2    120.81  3.000
 BEE  C48   C4   C5    120.70  3.000
 BEE  C48   C4   C3    121.33  3.000
 BEE  C5    C4   C3    117.97  3.000
 BEE  H5    C5   C6    118.90  3.000
 BEE  H5    C5   C4    119.95  3.000
 BEE  C6    C5   C4    121.14  3.000
 BEE  H6    C6   C5    119.39  3.000
 BEE  H6    C6   C1    119.94  3.000
 BEE  C5    C6   C1    120.67  3.000
 BEE  C13   C7   C12   120.23  3.000
 BEE  C13   C7   C8    121.34  3.000
 BEE  C12   C7   C8    118.44  3.000
 BEE  H8    C8   C9    119.31  3.000
 BEE  H8    C8   C7    119.71  3.000
 BEE  C9    C8   C7    120.98  3.000
 BEE  H9    C9   C10   120.05  3.000
 BEE  H9    C9   C8    119.14  3.000
 BEE  C10   C9   C8    120.80  3.000
 BEE  C52   C10  C11   120.67  3.000
 BEE  C52   C10  C9    121.35  3.000
 BEE  C11   C10  C9    117.98  3.000
 BEE  H11   C11  C12   118.96  3.000
 BEE  H11   C11  C10   119.90  3.000
 BEE  C12   C11  C10   121.13  3.000
 BEE  H12   C12  C11   119.41  3.000
 BEE  H12   C12  C7    119.91  3.000
 BEE  C11   C12  C7    120.67  3.000
 BEE  C15   O14  C13   115.53  3.000
 BEE  H15   C15  C34   108.91  3.000
 BEE  H15   C15  C16   108.49  3.000
 BEE  C34   C15  C16   110.33  3.000
 BEE  H15   C15  O14   110.52  3.000
 BEE  C34   C15  O14   109.85  3.000
 BEE  C16   C15  O14   108.72  3.000
 BEE  H16   C16  O33   105.71  3.000
 BEE  H16   C16  C17   107.84  3.000
 BEE  O33   C16  C17   112.13  3.000
 BEE  H16   C16  C15   108.95  3.000
 BEE  O33   C16  C15   110.17  3.000
 BEE  C17   C16  C15   111.79  3.000
 BEE  H17   C17  O32   105.74  3.000
 BEE  H17   C17  C18   108.97  3.000
 BEE  O32   C17  C18   110.14  3.000
 BEE  H17   C17  C16   107.90  3.000
 BEE  O32   C17  C16   112.11  3.000
 BEE  C18   C17  C16   111.73  3.000
 BEE  H18   C18  O30   110.55  3.000
 BEE  H18   C18  C19   108.81  3.000
 BEE  O30   C18  C19   109.92  3.000
 BEE  H18   C18  C17   108.32  3.000
 BEE  O30   C18  C17   108.81  3.000
 BEE  C19   C18  C17   110.42  3.000
 BEE  N21   C19  O20   123.93  3.000
 BEE  N21   C19  C18   115.23  3.000
 BEE  O20   C19  C18   120.84  3.000
 BEE  H21   N21  C22   116.95  3.000
 BEE  H21   N21  C19   118.83  3.000
 BEE  C22   N21  C19   124.22  3.000
 BEE  H22   C22  C26   108.76  3.000
 BEE  H22   C22  C23   107.89  3.000
 BEE  C26   C22  C23   110.74  3.000
 BEE  H22   C22  N21   107.79  3.000
 BEE  C26   C22  N21   108.55  3.000
 BEE  C23   C22  N21   113.00  3.000
 BEE  H23   C23  C25   108.31  3.000
 BEE  H23   C23  C24   107.76  3.000
 BEE  C25   C23  C24   110.57  3.000
 BEE  H23   C23  C22   106.43  3.000
 BEE  C25   C23  C22   112.61  3.000
 BEE  C24   C23  C22   110.92  3.000
 BEE  H243  C24  H242  108.08  3.000
 BEE  H243  C24  H241  107.28  3.000
 BEE  H242  C24  H241  107.72  3.000
 BEE  H243  C24  C23   111.40  3.000
 BEE  H242  C24  C23   111.98  3.000
 BEE  H241  C24  C23   110.20  3.000
 BEE  H253  C25  H252  107.55  3.000
 BEE  H253  C25  H251  108.18  3.000
 BEE  H252  C25  H251  106.79  3.000
 BEE  H253  C25  C23   111.24  3.000
 BEE  H252  C25  C23   110.02  3.000
 BEE  H251  C25  C23   112.82  3.000
 BEE  N28   C26  O27   123.04  3.000
 BEE  N28   C26  C22   114.87  3.000
 BEE  O27   C26  C22   122.06  3.000
 BEE  H28   N28  C29   118.12  3.000
 BEE  H28   N28  C26   119.23  3.000
 BEE  C29   N28  C26   122.61  3.000
 BEE  H293  C29  H292  108.35  3.000
 BEE  H293  C29  H291  108.40  3.000
 BEE  H292  C29  H291  108.36  3.000
 BEE  H293  C29  N28   111.67  3.000
 BEE  H292  C29  N28   111.60  3.000
 BEE  H291  C29  N28   108.35  3.000
 BEE  C31   O30  C18   115.58  3.000
 BEE  H312  C31  H311  107.23  3.000
 BEE  H312  C31  O30   109.96  3.000
 BEE  H311  C31  O30   111.20  3.000
 BEE  H312  C31  C1    109.42  3.000
 BEE  H311  C31  C1    110.21  3.000
 BEE  O30   C31  C1    108.80  3.000
 BEE  H32   O32  C17   110.04  3.000
 BEE  H33   O33  C16   110.03  3.000
 BEE  H36   N36  C37   116.99  3.000
 BEE  H36   N36  C34   118.81  3.000
 BEE  C37   N36  C34   124.20  3.000
 BEE  H37   C37  C41   108.69  3.000
 BEE  H37   C37  C38   107.86  3.000
 BEE  C41   C37  C38   110.79  3.000
 BEE  H37   C37  N36   107.77  3.000
 BEE  C41   C37  N36   108.62  3.000
 BEE  C38   C37  N36   112.98  3.000
 BEE  H38   C38  C40   108.36  3.000
 BEE  H38   C38  C39   107.81  3.000
 BEE  C40   C38  C39   110.56  3.000
 BEE  H38   C38  C37   106.43  3.000
 BEE  C40   C38  C37   112.58  3.000
 BEE  C39   C38  C37   110.88  3.000
 BEE  H393  C39  H392  107.73  3.000
 BEE  H393  C39  H391  108.09  3.000
 BEE  H392  C39  H391  107.31  3.000
 BEE  H393  C39  C38   111.98  3.000
 BEE  H392  C39  C38   110.19  3.000
 BEE  H391  C39  C38   111.35  3.000
 BEE  H403  C40  H402  107.53  3.000
 BEE  H403  C40  H401  108.20  3.000
 BEE  H402  C40  H401  106.79  3.000
 BEE  H403  C40  C38   111.21  3.000
 BEE  H402  C40  C38   110.06  3.000
 BEE  H401  C40  C38   112.82  3.000
 BEE  N43   C41  O42   123.06  3.000
 BEE  N43   C41  C37   114.82  3.000
 BEE  O42   C41  C37   122.10  3.000
 BEE  H43   N43  C44   118.12  3.000
 BEE  H43   N43  C41   119.23  3.000
 BEE  C44   N43  C41   122.64  3.000
 BEE  H443  C44  H442  108.38  3.000
 BEE  H443  C44  H441  108.34  3.000
 BEE  H442  C44  H441  108.37  3.000
 BEE  H443  C44  N43   108.36  3.000
 BEE  H442  C44  N43   111.55  3.000
 BEE  H441  C44  N43   111.74  3.000
 BEE  C49   S45  C46    91.93  3.000
 BEE  H46   C46  C47   127.92  3.000
 BEE  H46   C46  S45   120.62  3.000
 BEE  C47   C46  S45   111.46  3.000
 BEE  H47   C47  C48   124.19  3.000
 BEE  H47   C47  C46   122.68  3.000
 BEE  C48   C47  C46   113.11  3.000
 BEE  C49   C48  C47   111.28  3.000
 BEE  C49   C48  C4    124.43  3.000
 BEE  C47   C48  C4    124.29  3.000
 BEE  H49   C49  C48   127.80  3.000
 BEE  H49   C49  S45   119.97  3.000
 BEE  C48   C49  S45   112.22  3.000
 BEE  C54   S50  C51    91.93  3.000
 BEE  H51   C51  C52   127.77  3.000
 BEE  H51   C51  S50   120.00  3.000
 BEE  C52   C51  S50   112.21  3.000
 BEE  C53   C52  C51   111.29  3.000
 BEE  C53   C52  C10   124.30  3.000
 BEE  C51   C52  C10   124.41  3.000
 BEE  H53   C53  C54   122.68  3.000
 BEE  H53   C53  C52   124.21  3.000
 BEE  C54   C53  C52   113.09  3.000
 BEE  H54   C54  C53   127.90  3.000
 BEE  H54   C54  S50   120.62  3.000
 BEE  C53   C54  S50   111.47  3.000
 BEE  N36   C34  O35   123.97  3.000
 BEE  N36   C34  C15   115.22  3.000
 BEE  O35   C34  C15   120.81  3.000
 BEE  H132  C13  H131  107.21  3.000
 BEE  H132  C13  O14   109.93  3.000
 BEE  H131  C13  O14   111.31  3.000
 BEE  H132  C13  C7    109.46  3.000
 BEE  H131  C13  C7    110.31  3.000
 BEE  O14   C13  C7    108.60  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
 BEE  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 BEE  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 BEE  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 BEE  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 BEE  CONST_05  C48   C4   C3   C2    180.00   0.0  0
 BEE  CONST_06  C6    C1   C2   C3      0.00   0.0  0
 BEE  CONST_07  C6    C5   C4   C3      0.00   0.0  0
 BEE  CONST_10  C46   C47  C48  C4    180.00   0.0  0
 BEE  CONST_11  S45   C49  C48  C4    180.00   0.0  0
 BEE  CONST_14  C48   C4   C5   C6    180.00   0.0  0
 BEE  CONST_15  C10   C9   C8   C7      0.00   0.0  0
 BEE  CONST_16  C10   C11  C12  C7      0.00   0.0  0
 BEE  CONST_17  C11   C12  C7   C8      0.00   0.0  0
 BEE  CONST_18  C11   C10  C9   C8      0.00   0.0  0
 BEE  CONST_19  C52   C10  C9   C8    180.00   0.0  0
 BEE  CONST_20  C12   C7   C8   C9      0.00   0.0  0
 BEE  CONST_21  C12   C11  C10  C9      0.00   0.0  0
 BEE  CONST_24  S50   C51  C52  C10   180.00   0.0  0
 BEE  CONST_25  C54   C53  C52  C10   180.00   0.0  0
 BEE  CONST_28  C52   C10  C11  C12   180.00   0.0  0
 BEE  CONST_29  C48   C47  C46  S45     0.00   0.0  0
 BEE  CONST_30  C47   C48  C49  S45     0.00   0.0  0
 BEE  CONST_31  C48   C49  S45  C46     0.00   0.0  0
 BEE  CONST_32  C49   C48  C47  C46     0.00   0.0  0
 BEE  CONST_33  C49   S45  C46  C47     0.00   0.0  0
 BEE  CONST_34  C53   C52  C51  S50     0.00   0.0  0
 BEE  CONST_35  C52   C53  C54  S50     0.00   0.0  0
 BEE  CONST_36  C53   C54  S50  C51     0.00   0.0  0
 BEE  CONST_37  C54   C53  C52  C51     0.00   0.0  0
 BEE  CONST_38  C54   S50  C51  C52     0.00   0.0  0
 BEE  CONST_39  C31   C1   C2   C3    180.00   0.0  0
 BEE  CONST_40  C31   C1   C6   C5    180.00   0.0  0
 BEE  CONST_41  C13   C7   C8   C9    180.00   0.0  0
 BEE  CONST_42  C13   C7   C12  C11   180.00   0.0  0
 BEE  CONST_43  H3    C3   C2   C1    180.00   0.0  0
 BEE  CONST_44  H5    C5   C6   C1    180.00   0.0  0
 BEE  CONST_45  H6    C6   C1   C2    180.00   0.0  0
 BEE  CONST_46  H2    C2   C3   C4    180.00   0.0  0
 BEE  CONST_47  H47   C47  C48  C4      0.00   0.0  0
 BEE  CONST_48  H49   C49  C48  C4      0.00   0.0  0
 BEE  CONST_49  H9    C9   C8   C7    180.00   0.0  0
 BEE  CONST_50  H11   C11  C12  C7    180.00   0.0  0
 BEE  CONST_51  H12   C12  C7   C8    180.00   0.0  0
 BEE  CONST_52  H8    C8   C9   C10   180.00   0.0  0
 BEE  CONST_53  H51   C51  C52  C10     0.00   0.0  0
 BEE  CONST_54  H53   C53  C52  C10     0.00   0.0  0
 BEE  CONST_55  H46   C46  C47  C48   180.00   0.0  0
 BEE  CONST_56  H54   C54  S50  C51   180.00   0.0  0
 BEE  CONST_57  C37   N36  C34  C15   180.00   0.0  0
 BEE  CONST_58  C22   N21  C19  C18   180.00   0.0  0
 BEE  CONST_59  C22   N21  C19  O20     0.00   0.0  0
 BEE  CONST_60  C29   N28  C26  C22   180.00   0.0  0
 BEE  CONST_61  C29   N28  C26  O27     0.00   0.0  0
 BEE  CONST_62  C37   N36  C34  O35     0.00   0.0  0
 BEE  CONST_63  C44   N43  C41  C37   180.00   0.0  0
 BEE  CONST_64  C44   N43  C41  O42     0.00   0.0  0
 BEE  CONST_65  H36   N36  C34  C15     0.00   0.0  0
 BEE  CONST_66  H21   N21  C19  C18     0.00   0.0  0
 BEE  CONST_67  H28   N28  C26  C22     0.00   0.0  0
 BEE  CONST_68  H43   N43  C41  C37     0.00   0.0  0
 BEE  Var_01    O30   C31  C1   C2    122.87  30.0  2
 BEE  Var_02    O14   C13  C7   C8    122.05  30.0  2
 BEE  Var_03    H241  C24  C23  C22  -174.12  30.0  3
 BEE  Var_04    H251  C25  C23  C22    58.54  30.0  3
 BEE  Var_05    H291  C29  N28  C26   179.97  30.0  3
 BEE  Var_06    H391  C39  C38  C37    67.10  30.0  3
 BEE  Var_07    H401  C40  C38  C37    58.34  30.0  3
 BEE  Var_08    H441  C44  N43  C41   -63.06  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
 BEE  chir_01  C15  O14  C16  C34  positiv
 BEE  chir_02  C16  O33  C15  C17  negativ
 BEE  chir_03  C17  O32  C18  C16  negativ
 BEE  chir_04  C18  O30  C17  C19  positiv
 BEE  chir_05  C22  N21  C23  C26  negativ
 BEE  chir_06  C37  N36  C38  C41  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
 BEE  plan-1  C4   0.020
 BEE  plan-1  S45  0.020
 BEE  plan-1  C46  0.020
 BEE  plan-1  C47  0.020
 BEE  plan-1  C48  0.020
 BEE  plan-1  C49  0.020
 BEE  plan-1  H46  0.020
 BEE  plan-1  H47  0.020
 BEE  plan-1  H49  0.020
 BEE  plan-2  C10  0.020
 BEE  plan-2  S50  0.020
 BEE  plan-2  C51  0.020
 BEE  plan-2  C52  0.020
 BEE  plan-2  C53  0.020
 BEE  plan-2  C54  0.020
 BEE  plan-2  H53  0.020
 BEE  plan-2  H54  0.020
 BEE  plan-2  H51  0.020
 BEE  plan-3  C1   0.020
 BEE  plan-3  C2   0.020
 BEE  plan-3  C3   0.020
 BEE  plan-3  C4   0.020
 BEE  plan-3  C5   0.020
 BEE  plan-3  C6   0.020
 BEE  plan-3  C31  0.020
 BEE  plan-3  C48  0.020
 BEE  plan-3  H2   0.020
 BEE  plan-3  H3   0.020
 BEE  plan-3  H5   0.020
 BEE  plan-3  H6   0.020
 BEE  plan-4  C7   0.020
 BEE  plan-4  C8   0.020
 BEE  plan-4  C9   0.020
 BEE  plan-4  C10  0.020
 BEE  plan-4  C11  0.020
 BEE  plan-4  C12  0.020
 BEE  plan-4  C52  0.020
 BEE  plan-4  H8   0.020
 BEE  plan-4  H9   0.020
 BEE  plan-4  H11  0.020
 BEE  plan-4  H12  0.020
 BEE  plan-4  C13  0.020
 BEE  plan-5  C18  0.020
 BEE  plan-5  C19  0.020
 BEE  plan-5  O20  0.020
 BEE  plan-5  N21  0.020
 BEE  plan-5  C22  0.020
 BEE  plan-5  H21  0.020
 BEE  plan-6  C22  0.020
 BEE  plan-6  C26  0.020
 BEE  plan-6  O27  0.020
 BEE  plan-6  N28  0.020
 BEE  plan-6  C29  0.020
 BEE  plan-6  H28  0.020
 BEE  plan-7  C37  0.020
 BEE  plan-7  C41  0.020
 BEE  plan-7  O42  0.020
 BEE  plan-7  N43  0.020
 BEE  plan-7  C44  0.020
 BEE  plan-7  H43  0.020
 BEE  plan-8  C15  0.020
 BEE  plan-8  N36  0.020
 BEE  plan-8  C37  0.020
 BEE  plan-8  H36  0.020
 BEE  plan-8  C34  0.020
 BEE  plan-8  O35  0.020

