# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun May 24 00:41:52 2020
#   Inital geometry file: a 197 line input string
#   Ligand name: (3alpha,5beta,14beta,16alpha,17alpha)-3-(acetyloxy)-16-hydroxy-21,23-dioxolanosta-7,24-dien-28-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)=CC(=O)C[C@@H](C=O)[C@@H]1[C@@H](O)C[C@]2(C)C3=CC[C@@H]4[C@](C)(CC[C@@H](OC(C)=O)[C@@]4(C)C(O)=O)[C@H]3CC[C@@]12C
#
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
 GR3  GR3  '(3alpha,5beta,14beta,16alpha,17alpha)-3-(acetyloxy)-16-hydroxy-21,23-dioxolanosta-7,24-dien-28-oic acid'  ligand  84  39  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GR3
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
 GR3  C1    C  CH2    0  -0.424  -1.0998  -1.7368  -2.8630
 GR3  C2    C  CH2    0  -0.466  -1.3247  -1.9385  -4.3535
 GR3  C3    C  CH1    0   0.062  -1.0106  -0.6829  -5.1414
 GR3  C4    C  CT     0  -0.253   0.4198  -0.1650  -4.9262
 GR3  C5    C  CH1    0  -0.157   0.7596  -0.1089  -3.4155
 GR3  C6    C  CH2    0  -0.478   2.2225   0.2348  -3.1457
 GR3  C7    C  C1     0  -0.314   2.5318   0.2920  -1.6839
 GR3  C8    C  C      0   0.223   1.7223  -0.1646  -0.7306
 GR3  C9    C  CH1    0  -0.280   0.3712  -0.7688  -1.0714
 GR3  C10   C  CT     0  -0.050   0.3362  -1.3162  -2.5236
 GR3  C11   C  CH2    0  -0.464  -0.0893  -1.7522   0.0083
 GR3  C12   C  CH2    0  -0.432  -0.0808  -1.1702   1.4404
 GR3  C13   C  CT     0  -0.035   0.8813   0.0162   1.6321
 GR3  C14   C  CT     0  -0.118   2.1280  -0.1806   0.7255
 GR3  C15   C  CH2    0  -0.475   3.0526   0.9421   1.2057
 GR3  C16   C  CH1    0   0.072   2.8015   1.0325   2.7282
 GR3  C17   C  CH1    0  -0.252   1.5507   0.1724   3.0208
 GR3  C18   C  CH3    0  -0.684   0.1527   1.3347   1.3120
 GR3  C19   C  CH3    0  -0.682   1.2569  -2.5347  -2.6452
 GR3  C22   C  CH2    0  -0.596  -0.4703  -0.1822   4.4971
 GR3  C23   C  C      0   0.400  -1.2574   0.1970   5.7299
 GR3  C24   C  C1     0  -0.402  -2.4590  -0.6189   5.9508
 GR3  C25   C  C      0   0.152  -3.3578  -0.5353   6.9494
 GR3  C26   C  CH3    0  -0.709  -4.5134  -1.4865   6.9790
 GR3  C27   C  CH3    0  -0.734  -3.3410   0.4425   8.0788
 GR3  C28   C  CH3    0  -0.661   2.8608  -1.5138   1.0067
 GR3  C29   C  C      0   0.467   0.4431   1.2598  -5.5851
 GR3  C30   C  CH3    0  -0.678   1.3707  -1.0536  -5.7401
 GR3  O31   O  O      0  -0.586   0.6712   2.2559  -4.8742
 GR3  O32   O  OH1    0  -0.677   3.8619   0.5488   3.5287
 GR3  O34   O  OC    -1  -0.614   0.2113   1.2806  -6.8114
 GR3  O35   O  O      0  -0.413  -0.8747   1.0986   6.4545
 GR3  O36   O  O2     0  -0.461  -1.9017   0.3680  -4.7078
 GR3  C37   C  C      0   0.565  -3.0524   0.5586  -5.3297
 GR3  C38   C  CH3    0  -0.772  -3.8014   1.7171  -4.7359
 GR3  O39   O  O      0  -0.468  -3.4541  -0.1194  -6.2454
 GR3  C20   C  CH1    0  -0.366   0.6917   0.7481   4.1676
 GR3  C21   C  C1     0   0.220   1.5783   0.9201   5.3758
 GR3  H11   H  HCH2   0   0.227  -1.3562  -2.6613  -2.3388
 GR3  H12   H  HCH2   0   0.219  -1.7944  -0.9748  -2.4931
 GR3  H21A  H  HCH2   0   0.232  -0.7007  -2.7521  -4.7349
 GR3  H22   H  HCH2   0   0.240  -2.3560  -2.2482  -4.5440
 GR3  H3    H  HCH1   0   0.241  -1.1653  -0.8537  -6.2076
 GR3  H5    H  HCH1   0   0.212   0.1779   0.7362  -3.0335
 GR3  H61   H  HCH2   0   0.241   2.4622   1.1905  -3.6137
 GR3  H62   H  HCH2   0   0.218   2.8939  -0.4956  -3.6139
 GR3  H7    H  H      0   0.215   3.5009   0.6996  -1.4074
 GR3  H9    H  HCH1   0   0.229  -0.3660   0.0454  -1.0667
 GR3  H111  H  HCH2   0   0.242  -1.1013  -2.0885  -0.2215
 GR3  H112  H  HCH2   0   0.224   0.5319  -2.6482  -0.0216
 GR3  H121  H  HCH2   0   0.228  -1.0965  -0.8612   1.6964
 GR3  H122  H  HCH2   0   0.229   0.1690  -1.9730   2.1388
 GR3  H151  H  HCH2   0   0.236   2.7978   1.8869   0.7223
 GR3  H152  H  HCH2   0   0.240   4.1053   0.7486   0.9868
 GR3  H16   H  HCH1   0   0.214   2.5951   2.0784   2.9897
 GR3  H17   H  HCH1   0   0.247   1.8969  -0.8152   3.3468
 GR3  H181  H  HCH3   0   0.233  -0.7765   1.3937   1.8824
 GR3  H182  H  HCH3   0   0.233   0.7392   2.2161   1.5763
 GR3  H183  H  HCH3   0   0.252  -0.1131   1.4327   0.2620
 GR3  H191  H  HCH3   0   0.233   2.2829  -2.3139  -2.3516
 GR3  H192  H  HCH3   0   0.224   0.9041  -3.3443  -2.0039
 GR3  H193  H  HCH3   0   0.232   1.2853  -2.9383  -3.6554
 GR3  H221  H  HCH2   0   0.280  -0.1178  -1.2121   4.6365
 GR3  H222  H  HCH2   0   0.290  -1.1639  -0.2328   3.6558
 GR3  H24   H  H      0   0.248  -2.6198  -1.3859   5.2002
 GR3  H261  H  HCH3   0   0.251  -5.4578  -0.9374   6.9809
 GR3  H262  H  HCH3   0   0.250  -4.5124  -2.1717   6.1339
 GR3  H263  H  HCH3   0   0.252  -4.4959  -2.0715   7.9014
 GR3  H271  H  HCH3   0   0.267  -2.4762   1.0931   8.0827
 GR3  H272  H  HCH3   0   0.252  -4.2441   1.0567   8.0367
 GR3  H273  H  HCH3   0   0.249  -3.3857  -0.0954   9.0286
 GR3  H281  H  HCH3   0   0.233   3.6512  -1.6379   0.2659
 GR3  H282  H  HCH3   0   0.233   3.3365  -1.5265   1.9865
 GR3  H283  H  HCH3   0   0.234   2.2195  -2.3909   0.9455
 GR3  H301  H  HCH3   0   0.230   1.0510  -1.0989  -6.7800
 GR3  H302  H  HCH3   0   0.229   2.3872  -0.6583  -5.7327
 GR3  H303  H  HCH3   0   0.222   1.4237  -2.0755  -5.3698
 GR3  HO3   H  HOH1   0   0.448   4.5985   1.1632   3.4543
 GR3  H381  H  HCH3   0   0.256  -4.6781   1.9545  -5.3318
 GR3  H382  H  HCH3   0   0.270  -4.1256   1.4689  -3.7238
 GR3  H383  H  HCH3   0   0.265  -3.1639   2.5977  -4.6634
 GR3  H20   H  HCH1   0   0.261   0.3166   1.7359   3.8860
 GR3  H21   H  H      0   0.173   1.8076  -0.0268   5.9036
 GR3  O33   O  O      0  -0.396   2.0618   1.9620   5.7426

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
 GR3  C1   C2    single  1.521  0.020  1.521
 GR3  C1   C10   single  1.534  0.020  1.534
 GR3  C1   H11   single  0.970  0.020  1.090
 GR3  C1   H12   single  0.970  0.020  1.090
 GR3  C2   C3    single  1.515  0.020  1.515
 GR3  C2   H21A  single  0.970  0.020  1.090
 GR3  C2   H22   single  0.970  0.020  1.090
 GR3  C3   C4    single  1.536  0.020  1.536
 GR3  C3   O36   single  1.444  0.020  1.444
 GR3  C3   H3    single  0.970  0.020  1.090
 GR3  C4   C5    single  1.549  0.020  1.549
 GR3  C4   C29   single  1.570  0.020  1.570
 GR3  C4   C30   single  1.535  0.020  1.535
 GR3  C5   C6    single  1.527  0.020  1.527
 GR3  C5   C10   single  1.560  0.020  1.560
 GR3  C5   H5    single  0.970  0.020  1.090
 GR3  C6   C7    single  1.495  0.020  1.495
 GR3  C6   H61   single  0.970  0.020  1.090
 GR3  C6   H62   single  0.970  0.020  1.090
 GR3  C7   C8    double  1.331  0.020  1.331
 GR3  C7   H7    single  0.930  0.020  1.080
 GR3  C8   C9    single  1.519  0.020  1.519
 GR3  C8   C14   single  1.512  0.020  1.512
 GR3  C9   C10   single  1.552  0.020  1.552
 GR3  C9   C11   single  1.531  0.020  1.531
 GR3  C9   H9    single  0.970  0.020  1.090
 GR3  C10  C19   single  1.532  0.020  1.532
 GR3  C11  C12   single  1.546  0.020  1.546
 GR3  C11  H111  single  0.970  0.020  1.090
 GR3  C11  H112  single  0.970  0.020  1.090
 GR3  C12  C13   single  1.539  0.020  1.539
 GR3  C12  H121  single  0.970  0.020  1.090
 GR3  C12  H122  single  0.970  0.020  1.090
 GR3  C13  C14   single  1.554  0.020  1.554
 GR3  C13  C17   single  1.550  0.020  1.550
 GR3  C13  C18   single  1.540  0.020  1.540
 GR3  C14  C15   single  1.532  0.020  1.532
 GR3  C14  C28   single  1.547  0.020  1.547
 GR3  C15  C16   single  1.546  0.020  1.546
 GR3  C15  H151  single  0.970  0.020  1.090
 GR3  C15  H152  single  0.970  0.020  1.090
 GR3  C16  C17   single  1.546  0.020  1.546
 GR3  C16  O32   single  1.414  0.020  1.414
 GR3  C16  H16   single  0.970  0.020  1.090
 GR3  C17  C20   single  1.544  0.020  1.544
 GR3  C17  H17   single  0.970  0.020  1.090
 GR3  C18  H181  single  0.970  0.020  1.090
 GR3  C18  H182  single  0.970  0.020  1.090
 GR3  C18  H183  single  0.970  0.020  1.090
 GR3  C19  H191  single  0.970  0.020  1.090
 GR3  C19  H192  single  0.970  0.020  1.090
 GR3  C19  H193  single  0.970  0.020  1.090
 GR3  C22  C23   single  1.511  0.020  1.511
 GR3  C22  C20   single  1.525  0.020  1.525
 GR3  C22  H221  single  0.970  0.020  1.090
 GR3  C22  H222  single  0.970  0.020  1.090
 GR3  C23  C24   single  1.469  0.020  1.469
 GR3  C23  O35   double  1.218  0.020  1.218
 GR3  C24  C25   double  1.346  0.020  1.346
 GR3  C24  H24   single  0.930  0.020  1.080
 GR3  C25  C26   single  1.497  0.020  1.497
 GR3  C25  C27   single  1.494  0.020  1.494
 GR3  C26  H261  single  0.970  0.020  1.090
 GR3  C26  H262  single  0.970  0.020  1.090
 GR3  C26  H263  single  0.970  0.020  1.090
 GR3  C27  H271  single  0.970  0.020  1.090
 GR3  C27  H272  single  0.970  0.020  1.090
 GR3  C27  H273  single  0.970  0.020  1.090
 GR3  C28  H281  single  0.970  0.020  1.090
 GR3  C28  H282  single  0.970  0.020  1.090
 GR3  C28  H283  single  0.970  0.020  1.090
 GR3  C29  O31   deloc   1.245  0.020  1.245
 GR3  C29  O34   deloc   1.248  0.020  1.248
 GR3  C30  H301  single  0.970  0.020  1.090
 GR3  C30  H302  single  0.970  0.020  1.090
 GR3  C30  H303  single  0.970  0.020  1.090
 GR3  O32  HO3   single  0.850  0.020  0.980
 GR3  O33  C21   double  1.206  0.020  1.206
 GR3  O36  C37   single  1.322  0.020  1.322
 GR3  C37  C38   single  1.502  0.020  1.502
 GR3  C37  O39   double  1.208  0.020  1.208
 GR3  C38  H381  single  0.970  0.020  1.090
 GR3  C38  H382  single  0.970  0.020  1.090
 GR3  C38  H383  single  0.970  0.020  1.090
 GR3  C20  C21   single  1.508  0.020  1.508
 GR3  C20  H20   single  0.970  0.020  1.090
 GR3  C21  H21   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
 GR3  H12   C1   H11   106.12  3.000
 GR3  H12   C1   C10   109.15  3.000
 GR3  H11   C1   C10   110.20  3.000
 GR3  H12   C1   C2    109.24  3.000
 GR3  H11   C1   C2    108.85  3.000
 GR3  C10   C1   C2    113.05  3.000
 GR3  H22   C2   H21A  105.46  3.000
 GR3  H22   C2   C3    109.85  3.000
 GR3  H21A  C2   C3    108.47  3.000
 GR3  H22   C2   C1    110.35  3.000
 GR3  H21A  C2   C1    110.85  3.000
 GR3  C3    C2   C1    111.65  3.000
 GR3  H3    C3   O36   108.66  3.000
 GR3  H3    C3   C4    108.76  3.000
 GR3  O36   C3   C4    106.68  3.000
 GR3  H3    C3   C2    110.43  3.000
 GR3  O36   C3   C2    108.60  3.000
 GR3  C4    C3   C2    113.54  3.000
 GR3  C30   C4   C29   107.08  3.000
 GR3  C30   C4   C5    113.71  3.000
 GR3  C29   C4   C5    111.91  3.000
 GR3  C30   C4   C3    107.90  3.000
 GR3  C29   C4   C3    105.12  3.000
 GR3  C5    C4   C3    110.67  3.000
 GR3  H5    C5   C10   104.70  3.000
 GR3  H5    C5   C6    105.88  3.000
 GR3  C10   C5   C6    109.47  3.000
 GR3  H5    C5   C4    104.57  3.000
 GR3  C10   C5   C4    118.04  3.000
 GR3  C6    C5   C4    112.99  3.000
 GR3  H62   C6   H61   105.41  3.000
 GR3  H62   C6   C7    108.43  3.000
 GR3  H61   C6   C7    109.90  3.000
 GR3  H62   C6   C5    111.17  3.000
 GR3  H61   C6   C5    109.39  3.000
 GR3  C7    C6   C5    112.30  3.000
 GR3  H7    C7   C8    119.24  3.000
 GR3  H7    C7   C6    116.58  3.000
 GR3  C8    C7   C6    124.13  3.000
 GR3  C14   C8   C9    116.78  3.000
 GR3  C14   C8   C7    122.02  3.000
 GR3  C9    C8   C7    121.11  3.000
 GR3  H9    C9   C11   105.74  3.000
 GR3  H9    C9   C10   104.49  3.000
 GR3  C11   C9   C10   115.24  3.000
 GR3  H9    C9   C8    107.53  3.000
 GR3  C11   C9   C8    111.40  3.000
 GR3  C10   C9   C8    111.73  3.000
 GR3  C19   C10  C9    109.95  3.000
 GR3  C19   C10  C5    114.02  3.000
 GR3  C9    C10  C5    104.83  3.000
 GR3  C19   C10  C1    109.08  3.000
 GR3  C9    C10  C1    108.95  3.000
 GR3  C5    C10  C1    109.86  3.000
 GR3  H112  C11  H111  105.62  3.000
 GR3  H112  C11  C12   109.36  3.000
 GR3  H111  C11  C12   108.44  3.000
 GR3  H112  C11  C9    109.69  3.000
 GR3  H111  C11  C9    109.18  3.000
 GR3  C12   C11  C9    114.19  3.000
 GR3  H122  C12  H121  105.70  3.000
 GR3  H122  C12  C13   110.10  3.000
 GR3  H121  C12  C13   109.51  3.000
 GR3  H122  C12  C11   108.46  3.000
 GR3  H121  C12  C11   108.58  3.000
 GR3  C13   C12  C11   114.14  3.000
 GR3  C18   C13  C17   107.72  3.000
 GR3  C18   C13  C14   111.51  3.000
 GR3  C17   C13  C14   100.90  3.000
 GR3  C18   C13  C12   109.77  3.000
 GR3  C17   C13  C12   117.34  3.000
 GR3  C14   C13  C12   109.34  3.000
 GR3  C28   C14  C15   106.78  3.000
 GR3  C28   C14  C13   112.53  3.000
 GR3  C15   C14  C13   102.04  3.000
 GR3  C28   C14  C8    108.14  3.000
 GR3  C15   C14  C8    117.15  3.000
 GR3  C13   C14  C8    110.20  3.000
 GR3  H152  C15  H151  106.83  3.000
 GR3  H152  C15  C16   111.36  3.000
 GR3  H151  C15  C16   110.34  3.000
 GR3  H152  C15  C14   112.89  3.000
 GR3  H151  C15  C14   110.78  3.000
 GR3  C16   C15  C14   104.69  3.000
 GR3  H16   C16  O32   109.40  3.000
 GR3  H16   C16  C17   109.45  3.000
 GR3  O32   C16  C17   108.02  3.000
 GR3  H16   C16  C15   108.72  3.000
 GR3  O32   C16  C15   114.57  3.000
 GR3  C17   C16  C15   106.58  3.000
 GR3  H17   C17  C20   106.91  3.000
 GR3  H17   C17  C16   107.58  3.000
 GR3  C20   C17  C16   112.53  3.000
 GR3  H17   C17  C13   108.19  3.000
 GR3  C20   C17  C13   117.57  3.000
 GR3  C16   C17  C13   103.65  3.000
 GR3  H183  C18  H182  107.01  3.000
 GR3  H183  C18  H181  106.95  3.000
 GR3  H182  C18  H181  106.69  3.000
 GR3  H183  C18  C13   113.17  3.000
 GR3  H182  C18  C13   112.76  3.000
 GR3  H181  C18  C13   109.89  3.000
 GR3  H193  C19  H192  106.19  3.000
 GR3  H193  C19  H191  107.50  3.000
 GR3  H192  C19  H191  107.24  3.000
 GR3  H193  C19  C10   112.60  3.000
 GR3  H192  C19  C10   110.43  3.000
 GR3  H191  C19  C10   112.53  3.000
 GR3  H222  C22  H221  104.98  3.000
 GR3  H222  C22  C20   110.24  3.000
 GR3  H221  C22  C20   110.81  3.000
 GR3  H222  C22  C23   108.03  3.000
 GR3  H221  C22  C23   107.41  3.000
 GR3  C20   C22  C23   114.85  3.000
 GR3  O35   C23  C24   125.34  3.000
 GR3  O35   C23  C22   120.49  3.000
 GR3  C24   C23  C22   114.16  3.000
 GR3  H24   C24  C25   117.26  3.000
 GR3  H24   C24  C23   114.19  3.000
 GR3  C25   C24  C23   128.55  3.000
 GR3  C27   C25  C26   114.18  3.000
 GR3  C27   C25  C24   126.44  3.000
 GR3  C26   C25  C24   119.38  3.000
 GR3  H263  C26  H262  108.57  3.000
 GR3  H263  C26  H261  106.35  3.000
 GR3  H262  C26  H261  108.58  3.000
 GR3  H263  C26  C25   110.16  3.000
 GR3  H262  C26  C25   112.59  3.000
 GR3  H261  C26  C25   110.37  3.000
 GR3  H273  C27  H272  106.04  3.000
 GR3  H273  C27  H271  109.00  3.000
 GR3  H272  C27  H271  108.82  3.000
 GR3  H273  C27  C25   109.54  3.000
 GR3  H272  C27  C25   109.23  3.000
 GR3  H271  C27  C25   113.90  3.000
 GR3  H283  C28  H282  107.37  3.000
 GR3  H283  C28  H281  107.29  3.000
 GR3  H282  C28  H281  107.05  3.000
 GR3  H283  C28  C14   113.90  3.000
 GR3  H282  C28  C14   112.36  3.000
 GR3  H281  C28  C14   108.54  3.000
 GR3  O34   C29  O31   125.57  3.000
 GR3  O34   C29  C4    115.13  3.000
 GR3  O31   C29  C4    119.29  3.000
 GR3  H303  C30  H302  107.02  3.000
 GR3  H303  C30  H301  107.47  3.000
 GR3  H302  C30  H301  107.17  3.000
 GR3  H303  C30  C4    113.16  3.000
 GR3  H302  C30  C4    111.34  3.000
 GR3  H301  C30  C4    110.40  3.000
 GR3  HO3   O32  C16   108.18  3.000
 GR3  C37   O36  C3    120.05  3.000
 GR3  O39   C37  C38   124.52  3.000
 GR3  O39   C37  O36   124.41  3.000
 GR3  C38   C37  O36   111.06  3.000
 GR3  H383  C38  H382  107.21  3.000
 GR3  H383  C38  H381  109.39  3.000
 GR3  H382  C38  H381  108.58  3.000
 GR3  H383  C38  C37   110.97  3.000
 GR3  H382  C38  C37   109.84  3.000
 GR3  H381  C38  C37   110.74  3.000
 GR3  H20   C20  C21   107.75  3.000
 GR3  H20   C20  C22   110.20  3.000
 GR3  C21   C20  C22   110.15  3.000
 GR3  H20   C20  C17   109.66  3.000
 GR3  C21   C20  C17   108.09  3.000
 GR3  C22   C20  C17   110.91  3.000
 GR3  H21   C21  C20   113.93  3.000
 GR3  H21   C21  O33   120.70  3.000
 GR3  C20   C21  O33   125.30  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
 GR3  Var_01  C10   C1   C2   C3    -58.20  30.0  1
 GR3  Var_02  C8    C7   C6   C5     12.98  30.0  1
 GR3  Var_03  C9    C8   C7   C6     -1.34  30.0  1
 GR3  Var_04  C13   C12  C11  C9    -23.63  30.0  1
 GR3  Var_05  C38   C37  O36  C3   -178.73  30.0  3
 GR3  Var_06  C26   C25  C24  C23  -179.59   0.0  2
 GR3  Var_07  C25   C24  C23  C22   179.80  30.0  2
 GR3  Var_08  C20   C22  C23  C24   173.61  30.0  1
 GR3  Var_09  H261  C26  C25  C24  -122.51  30.0  3
 GR3  Var_10  H271  C27  C25  C24    -3.39  30.0  3
 GR3  Var_11  H381  C38  C37  O36   172.33  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
 GR3  chir_01  C3   C2   C4   O36  positiv
 GR3  chir_02  C4   C5   C3   C30  positiv
 GR3  chir_03  C5   C10  C6   C4   negativ
 GR3  chir_04  C9   C8   C10  C11  negativ
 GR3  chir_05  C10  C5   C9   C1   negativ
 GR3  chir_06  C13  C17  C14  C12  negativ
 GR3  chir_07  C14  C15  C13  C8   negativ
 GR3  chir_08  C16  O32  C17  C15  positiv
 GR3  chir_09  C17  C13  C16  C20  negativ
 GR3  chir_10  C20  C17  C22  C21  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
 GR3  plan-1  C22  0.020
 GR3  plan-1  C23  0.020
 GR3  plan-1  C24  0.020
 GR3  plan-1  O35  0.020
 GR3  plan-2  C4   0.020
 GR3  plan-2  C29  0.020
 GR3  plan-2  O31  0.020
 GR3  plan-2  O34  0.020
 GR3  plan-3  C23  0.020
 GR3  plan-3  C24  0.020
 GR3  plan-3  C25  0.020
 GR3  plan-3  C26  0.020
 GR3  plan-3  C27  0.020
 GR3  plan-3  H24  0.020
 GR3  plan-4  C20  0.020
 GR3  plan-4  C21  0.020
 GR3  plan-4  H21  0.020
 GR3  plan-4  O33  0.020
 GR3  plan-5  O36  0.020
 GR3  plan-5  C37  0.020
 GR3  plan-5  C38  0.020
 GR3  plan-5  O39  0.020

