# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 19:31:42 2020
#   Inital geometry file: a 188 line input string
#   Ligand name: N-[(1R)-3-(4-hydroxyphenyl)-1-methylpropyl]-2-[2-phenyl-6-(2-piperidin-1-ylethoxy)-1H-indol-3-yl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](CCc1ccc(O)cc1)NC(=O)Cc2c([nH]c3cc(OCCN4CCCCC4)ccc23)c5ccccc5
#
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
 IOG  IOG  N-[(1R)-3-(4-hydroxyphenyl)-1-methylpropyl]-2-[2-phenyl-6-(2-piperidin-1-ylethoxy)-1H-indol-3-yl]acetamide  ligand  78  39  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_IOG
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
 IOG  C1    C  CR6   0   0.123  10.0348   4.3551   3.6718
 IOG  C2    C  CR16  0  -0.280  10.4707   3.0613   3.4010
 IOG  C3    C  CR16  0  -0.372  11.6124   2.5395   3.9898
 IOG  C4    C  CR6   0   0.333  12.3538   3.3148   4.8776
 IOG  O5    O  OH1   0  -0.637  13.4697   2.8581   5.4874
 IOG  C6    C  CR16  0  -0.325  11.9368   4.6125   5.1593
 IOG  C7    C  CR16  0  -0.309  10.7924   5.1164   4.5580
 IOG  C8    C  CH2   0  -0.511   8.8124   4.9129   2.9978
 IOG  C9    C  CH2   0  -0.438   9.1159   5.4091   1.5834
 IOG  C10   C  CH1   0  -0.083   7.9103   6.0147   0.8706
 IOG  C11   C  CH3   0  -0.649   8.2971   6.5900  -0.4875
 IOG  N12   N  NH1   0  -0.619   6.8712   5.0085   0.7378
 IOG  C13   C  C     0   0.547   5.5551   5.2672   0.7636
 IOG  O14   O  O     0  -0.496   5.0890   6.3863   0.9260
 IOG  C15   C  CH2   0  -0.698   4.6594   4.0483   0.6163
 IOG  C16   C  CR5   0  -0.006   3.8879   3.8204   1.8764
 IOG  C17   C  CR5   0   0.297   4.2618   3.0861   2.9755
 IOG  N18   N  NR15  0  -0.747   3.3126   3.2463   3.9608
 IOG  C19   C  CR56  0   0.382   2.3154   4.0583   3.5174
 IOG  C20   C  CR16  0  -0.468   1.1483   4.4717   4.1652
 IOG  C21   C  CR6   0   0.365   0.3150   5.3302   3.4687
 IOG  C22   C  CR16  0  -0.356   0.6405   5.7572   2.1615
 IOG  C23   C  CR16  0  -0.342   1.7916   5.3331   1.5391
 IOG  C24   C  CR56  0   0.034   2.6515   4.4560   2.2111
 IOG  C25   C  CR6   0   0.039   5.4660   2.2951   3.2362
 IOG  C26   C  CR16  0  -0.304   6.1345   2.4211   4.4574
 IOG  C27   C  CR16  0  -0.229   7.2777   1.6816   4.7179
 IOG  C28   C  CR16  0  -0.259   7.7756   0.8051   3.7633
 IOG  C29   C  CR16  0  -0.239   7.1177   0.6693   2.5483
 IOG  C30   C  CR16  0  -0.319   5.9688   1.4023   2.2884
 IOG  O31   O  O2    0  -0.482  -0.8419   5.8230   3.9617
 IOG  C32   C  CH2   0  -0.181  -1.2288   5.4649   5.2747
 IOG  C33   C  CH2   0  -0.295  -2.5311   6.1875   5.5774
 IOG  N34   N  NT    0  -0.427  -3.0137   5.8618   6.9047
 IOG  C35   C  CH2   0  -0.287  -2.3207   6.6110   7.9422
 IOG  C36   C  CH2   0  -0.435  -2.7485   6.1635   9.3317
 IOG  C37   C  CH2   0  -0.440  -4.2566   6.2900   9.4994
 IOG  C38   C  CH2   0  -0.438  -4.9647   5.5585   8.3666
 IOG  C39   C  CH2   0  -0.278  -4.4545   6.0295   7.0133
 IOG  H2    H  HCR6  0   0.244   9.9021   2.4375   2.7216
 IOG  H3    H  HCR6  0   0.265  11.9198   1.5247   3.7622
 IOG  HO5   H  HOH1  0   0.471  13.6405   1.9464   5.2269
 IOG  H6    H  HCR6  0   0.257  12.5040   5.2224   5.8519
 IOG  H7    H  HCR6  0   0.244  10.4832   6.1287   4.7923
 IOG  H81   H  HCH2  0   0.253   8.0325   4.1478   2.9642
 IOG  H82   H  HCH2  0   0.235   8.4069   5.7395   3.5880
 IOG  H91   H  HCH2  0   0.228   9.5173   4.5866   0.9798
 IOG  H92   H  HCH2  0   0.244   9.9027   6.1668   1.6269
 IOG  H10   H  HCH1  0   0.243   7.5060   6.8169   1.4927
 IOG  H111  H  HCH3  0   0.221   8.7191   5.8153  -1.1305
 IOG  H112  H  HCH3  0   0.236   7.4324   7.0192  -0.9931
 IOG  H113  H  HCH3  0   0.229   9.0442   7.3757  -0.3716
 IOG  HN12  H  HNH1  0   0.390   7.1661   4.0642   0.5444
 IOG  H151  H  HCH2  0   0.265   5.2332   3.1673   0.3309
 IOG  H152  H  HCH2  0   0.281   3.9683   4.2395  -0.2082
 IOG  HN18  H  HNR5  0   0.407   3.3006   2.7334   4.8274
 IOG  H20   H  HCR6  0   0.280   0.9305   4.1287   5.1676
 IOG  H22   H  HCR6  0   0.253  -0.0351   6.4353   1.6554
 IOG  H23   H  HCR6  0   0.242   2.0245   5.6810   0.5407
 IOG  H26   H  HCR6  0   0.255   5.7698   3.1171   5.2030
 IOG  H27   H  HCR6  0   0.256   7.7876   1.8002   5.6649
 IOG  H28   H  HCR6  0   0.259   8.6720   0.2331   3.9642
 IOG  H29   H  HCR6  0   0.259   7.4919  -0.0201   1.8025
 IOG  H30   H  HCR6  0   0.255   5.4469   1.2550   1.3518
 IOG  H321  H  HCH2  0   0.221  -1.3804   4.3827   5.3563
 IOG  H322  H  HCH2  0   0.219  -0.4440   5.7431   5.9866
 IOG  H331  H  HCH2  0   0.205  -2.3977   7.2725   5.4369
 IOG  H332  H  HCH2  0   0.240  -3.2775   5.8657   4.8470
 IOG  H351  H  HCH2  0   0.188  -2.5038   7.6956   7.8342
 IOG  H352  H  HCH2  0   0.234  -1.2439   6.4677   7.8356
 IOG  H361  H  HCH2  0   0.230  -2.2214   6.7602  10.0793
 IOG  H362  H  HCH2  0   0.215  -2.4451   5.1229   9.4821
 IOG  H371  H  HCH2  0   0.231  -4.5731   5.9001  10.4691
 IOG  H372  H  HCH2  0   0.210  -4.5357   7.3490   9.4787
 IOG  H381  H  HCH2  0   0.215  -4.7938   4.4814   8.4585
 IOG  H382  H  HCH2  0   0.230  -6.0447   5.7142   8.4171
 IOG  H391  H  HCH2  0   0.234  -4.9320   5.4517   6.2185
 IOG  H392  H  HCH2  0   0.184  -4.7519   7.0828   6.8611

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
 IOG  C1   C7    aromatic  1.392  0.020  1.392
 IOG  C1   C8    single    1.503  0.020  1.503
 IOG  C1   C2    aromatic  1.392  0.020  1.392
 IOG  C2   C3    aromatic  1.387  0.020  1.387
 IOG  C2   H2    single    0.930  0.020  1.080
 IOG  C3   C4    aromatic  1.392  0.020  1.392
 IOG  C3   H3    single    0.930  0.020  1.080
 IOG  C4   C6    aromatic  1.392  0.020  1.392
 IOG  C4   O5    single    1.351  0.020  1.351
 IOG  O5   HO5   single    0.850  0.020  0.980
 IOG  C6   C7    aromatic  1.388  0.020  1.388
 IOG  C6   H6    single    0.930  0.020  1.080
 IOG  C7   H7    single    0.930  0.020  1.080
 IOG  C8   C9    single    1.529  0.020  1.529
 IOG  C8   H81   single    0.970  0.020  1.090
 IOG  C8   H82   single    0.970  0.020  1.090
 IOG  C9   C10   single    1.526  0.020  1.526
 IOG  C9   H91   single    0.970  0.020  1.090
 IOG  C9   H92   single    0.970  0.020  1.090
 IOG  C10  N12   single    1.453  0.020  1.453
 IOG  C10  C11   single    1.525  0.020  1.525
 IOG  C10  H10   single    0.970  0.020  1.090
 IOG  C11  H111  single    0.970  0.020  1.090
 IOG  C11  H112  single    0.970  0.020  1.090
 IOG  C11  H113  single    0.970  0.020  1.090
 IOG  N12  C13   single    1.342  0.020  1.342
 IOG  N12  HN12  single    0.860  0.020  1.020
 IOG  C13  C15   single    1.520  0.020  1.520
 IOG  C13  O14   double    1.223  0.020  1.223
 IOG  C15  C16   single    1.495  0.020  1.495
 IOG  C15  H151  single    0.970  0.020  1.090
 IOG  C15  H152  single    0.970  0.020  1.090
 IOG  C16  C24   single    1.430  0.020  1.430
 IOG  C16  C17   double    1.374  0.020  1.374
 IOG  C17  N18   single    1.378  0.020  1.378
 IOG  C17  C25   single    1.464  0.020  1.464
 IOG  N18  C19   single    1.360  0.020  1.360
 IOG  N18  HN18  single    0.860  0.020  1.020
 IOG  C19  C20   aromatic  1.397  0.020  1.397
 IOG  C19  C24   aromatic  1.406  0.020  1.406
 IOG  C20  C21   aromatic  1.384  0.020  1.384
 IOG  C20  H20   single    0.930  0.020  1.080
 IOG  C21  O31   single    1.351  0.020  1.351
 IOG  C21  C22   aromatic  1.413  0.020  1.413
 IOG  C22  C23   aromatic  1.376  0.020  1.376
 IOG  C22  H22   single    0.930  0.020  1.080
 IOG  C23  C24   aromatic  1.400  0.020  1.400
 IOG  C23  H23   single    0.930  0.020  1.080
 IOG  C25  C30   aromatic  1.396  0.020  1.396
 IOG  C25  C26   aromatic  1.398  0.020  1.398
 IOG  C26  C27   aromatic  1.386  0.020  1.386
 IOG  C26  H26   single    0.930  0.020  1.080
 IOG  C27  C28   aromatic  1.388  0.020  1.388
 IOG  C27  H27   single    0.930  0.020  1.080
 IOG  C28  C29   aromatic  1.388  0.020  1.388
 IOG  C28  H28   single    0.930  0.020  1.080
 IOG  C29  C30   aromatic  1.387  0.020  1.387
 IOG  C29  H29   single    0.930  0.020  1.080
 IOG  C30  H30   single    0.930  0.020  1.080
 IOG  O31  C32   single    1.415  0.020  1.415
 IOG  C32  C33   single    1.520  0.020  1.520
 IOG  C32  H321  single    0.970  0.020  1.090
 IOG  C32  H322  single    0.970  0.020  1.090
 IOG  C33  N34   single    1.449  0.020  1.449
 IOG  C33  H331  single    0.970  0.020  1.090
 IOG  C33  H332  single    0.970  0.020  1.090
 IOG  N34  C35   single    1.455  0.020  1.455
 IOG  N34  C39   single    1.455  0.020  1.455
 IOG  C35  C36   single    1.521  0.020  1.521
 IOG  C35  H351  single    0.970  0.020  1.090
 IOG  C35  H352  single    0.970  0.020  1.090
 IOG  C36  C37   single    1.523  0.020  1.523
 IOG  C36  H361  single    0.970  0.020  1.090
 IOG  C36  H362  single    0.970  0.020  1.090
 IOG  C37  C38   single    1.523  0.020  1.523
 IOG  C37  H371  single    0.970  0.020  1.090
 IOG  C37  H372  single    0.970  0.020  1.090
 IOG  C38  C39   single    1.521  0.020  1.521
 IOG  C38  H381  single    0.970  0.020  1.090
 IOG  C38  H382  single    0.970  0.020  1.090
 IOG  C39  H391  single    0.970  0.020  1.090
 IOG  C39  H392  single    0.970  0.020  1.090

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
 IOG  C8    C1   C7    121.67  3.000
 IOG  C8    C1   C2    120.82  3.000
 IOG  C7    C1   C2    117.50  3.000
 IOG  H2    C2   C3    118.79  3.000
 IOG  H2    C2   C1    119.53  3.000
 IOG  C3    C2   C1    121.67  3.000
 IOG  H3    C3   C4    120.26  3.000
 IOG  H3    C3   C2    119.76  3.000
 IOG  C4    C3   C2    119.98  3.000
 IOG  C6    C4   O5    118.11  3.000
 IOG  O5    C4   C3    122.63  3.000
 IOG  C6    C4   C3    119.25  3.000
 IOG  HO5   O5   C4    110.14  3.000
 IOG  H6    C6   C7    120.30  3.000
 IOG  H6    C6   C4    119.83  3.000
 IOG  C7    C6   C4    119.87  3.000
 IOG  H7    C7   C6    118.73  3.000
 IOG  H7    C7   C1    119.53  3.000
 IOG  C6    C7   C1    121.74  3.000
 IOG  H82   C8   H81   106.32  3.000
 IOG  H82   C8   C9    109.11  3.000
 IOG  H81   C8   C9    109.89  3.000
 IOG  H82   C8   C1    109.88  3.000
 IOG  H81   C8   C1    109.53  3.000
 IOG  C9    C8   C1    111.94  3.000
 IOG  H92   C9   H91   106.17  3.000
 IOG  H92   C9   C10   108.19  3.000
 IOG  H91   C9   C10   109.26  3.000
 IOG  H92   C9   C8    109.32  3.000
 IOG  H91   C9   C8    109.78  3.000
 IOG  C10   C9   C8    113.83  3.000
 IOG  H10   C10  N12   107.21  3.000
 IOG  H10   C10  C11   108.91  3.000
 IOG  N12   C10  C11   111.19  3.000
 IOG  H10   C10  C9    108.53  3.000
 IOG  C11   C10  C9    111.43  3.000
 IOG  N12   C10  C9    109.45  3.000
 IOG  H113  C11  H112  108.01  3.000
 IOG  H113  C11  H111  108.01  3.000
 IOG  H112  C11  H111  108.24  3.000
 IOG  H113  C11  C10   110.55  3.000
 IOG  H112  C11  C10   111.13  3.000
 IOG  H111  C11  C10   110.79  3.000
 IOG  HN12  N12  C13   118.12  3.000
 IOG  HN12  N12  C10   117.21  3.000
 IOG  C13   N12  C10   124.50  3.000
 IOG  C15   C13  O14   121.48  3.000
 IOG  O14   C13  N12   123.56  3.000
 IOG  C15   C13  N12   114.94  3.000
 IOG  H152  C15  H151  106.08  3.000
 IOG  H152  C15  C16   109.65  3.000
 IOG  H151  C15  C16   111.67  3.000
 IOG  H152  C15  C13   107.79  3.000
 IOG  H151  C15  C13   111.32  3.000
 IOG  C16   C15  C13   110.16  3.000
 IOG  C24   C16  C17   106.60  3.000
 IOG  C17   C16  C15   127.98  3.000
 IOG  C24   C16  C15   125.15  3.000
 IOG  C25   C17  N18   120.14  3.000
 IOG  C25   C17  C16   130.93  3.000
 IOG  N18   C17  C16   108.82  3.000
 IOG  HN18  N18  C19   125.16  3.000
 IOG  HN18  N18  C17   124.36  3.000
 IOG  C19   N18  C17   109.96  3.000
 IOG  C24   C19  C20   123.13  3.000
 IOG  C24   C19  N18   107.25  3.000
 IOG  C20   C19  N18   129.63  3.000
 IOG  H20   C20  C21   122.80  3.000
 IOG  H20   C20  C19   120.26  3.000
 IOG  C21   C20  C19   116.93  3.000
 IOG  O31   C21  C22   115.13  3.000
 IOG  C22   C21  C20   120.94  3.000
 IOG  O31   C21  C20   123.93  3.000
 IOG  H22   C22  C23   120.25  3.000
 IOG  H22   C22  C21   118.54  3.000
 IOG  C23   C22  C21   121.20  3.000
 IOG  H23   C23  C24   120.79  3.000
 IOG  H23   C23  C22   119.88  3.000
 IOG  C24   C23  C22   119.34  3.000
 IOG  C23   C24  C19   118.44  3.000
 IOG  C23   C24  C16   134.20  3.000
 IOG  C19   C24  C16   107.36  3.000
 IOG  C30   C25  C26   118.59  3.000
 IOG  C26   C25  C17   120.01  3.000
 IOG  C30   C25  C17   121.40  3.000
 IOG  H26   C26  C27   119.41  3.000
 IOG  H26   C26  C25   119.88  3.000
 IOG  C27   C26  C25   120.69  3.000
 IOG  H27   C27  C28   120.13  3.000
 IOG  H27   C27  C26   119.64  3.000
 IOG  C28   C27  C26   120.23  3.000
 IOG  H28   C28  C29   120.21  3.000
 IOG  H28   C28  C27   120.21  3.000
 IOG  C29   C28  C27   119.57  3.000
 IOG  H29   C29  C30   119.59  3.000
 IOG  H29   C29  C28   120.10  3.000
 IOG  C30   C29  C28   120.31  3.000
 IOG  H30   C30  C29   119.32  3.000
 IOG  H30   C30  C25   120.06  3.000
 IOG  C29   C30  C25   120.60  3.000
 IOG  C32   O31  C21   118.72  3.000
 IOG  H322  C32  H321  107.55  3.000
 IOG  H322  C32  C33   111.33  3.000
 IOG  H321  C32  C33   109.65  3.000
 IOG  H322  C32  O31   110.05  3.000
 IOG  H321  C32  O31   110.90  3.000
 IOG  C33   C32  O31   107.38  3.000
 IOG  H332  C33  H331  106.70  3.000
 IOG  H332  C33  N34   108.57  3.000
 IOG  H331  C33  N34   112.23  3.000
 IOG  H332  C33  C32   108.19  3.000
 IOG  H331  C33  C32   109.81  3.000
 IOG  N34   C33  C32   111.15  3.000
 IOG  C39   N34  C35   111.05  3.000
 IOG  C39   N34  C33   111.86  3.000
 IOG  C35   N34  C33   112.25  3.000
 IOG  H352  C35  H351  106.43  3.000
 IOG  H352  C35  C36   109.15  3.000
 IOG  H351  C35  C36   109.35  3.000
 IOG  H352  C35  N34   109.42  3.000
 IOG  H351  C35  N34   110.90  3.000
 IOG  C36   C35  N34   111.45  3.000
 IOG  H362  C36  H361  106.96  3.000
 IOG  H362  C36  C37   109.79  3.000
 IOG  H361  C36  C37   110.93  3.000
 IOG  H362  C36  C35   109.11  3.000
 IOG  H361  C36  C35   109.19  3.000
 IOG  C37   C36  C35   110.78  3.000
 IOG  H372  C37  H371  106.75  3.000
 IOG  H372  C37  C38   109.38  3.000
 IOG  H371  C37  C38   110.74  3.000
 IOG  H372  C37  C36   109.31  3.000
 IOG  H371  C37  C36   110.81  3.000
 IOG  C38   C37  C36   109.80  3.000
 IOG  H382  C38  H381  106.91  3.000
 IOG  H382  C38  C39   109.18  3.000
 IOG  H381  C38  C39   109.09  3.000
 IOG  H382  C38  C37   110.91  3.000
 IOG  H381  C38  C37   109.74  3.000
 IOG  C39   C38  C37   110.92  3.000
 IOG  H392  C39  H391  106.63  3.000
 IOG  H392  C39  C38   109.11  3.000
 IOG  H391  C39  C38   109.69  3.000
 IOG  H392  C39  N34   111.48  3.000
 IOG  H391  C39  N34   108.52  3.000
 IOG  C38   C39  N34   111.28  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
 IOG  CONST_01  C4    C6   C7   C1      0.00   0.0  0
 IOG  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 IOG  CONST_03  C6    C7   C1   C2      0.00   0.0  0
 IOG  CONST_04  C6    C4   C3   C2      0.00   0.0  0
 IOG  CONST_05  C7    C1   C2   C3      0.00   0.0  0
 IOG  CONST_06  C7    C6   C4   C3      0.00   0.0  0
 IOG  CONST_07  C22   C21  C20  C19     0.00   0.0  0
 IOG  CONST_08  C22   C23  C24  C19     0.00   0.0  0
 IOG  CONST_09  C23   C24  C19  C20     0.00   0.0  0
 IOG  CONST_10  C23   C22  C21  C20     0.00   0.0  0
 IOG  CONST_11  C24   C19  C20  C21     0.00   0.0  0
 IOG  CONST_12  C24   C23  C22  C21     0.00   0.0  0
 IOG  CONST_13  C28   C29  C30  C25     0.00   0.0  0
 IOG  CONST_14  C28   C27  C26  C25     0.00   0.0  0
 IOG  CONST_15  C29   C30  C25  C26     0.00   0.0  0
 IOG  CONST_16  C29   C28  C27  C26     0.00   0.0  0
 IOG  CONST_17  C30   C25  C26  C27     0.00   0.0  0
 IOG  CONST_18  C30   C29  C28  C27     0.00   0.0  0
 IOG  CONST_19  C29   C30  C25  C17   180.00   0.0  0
 IOG  CONST_20  C27   C26  C25  C17   180.00   0.0  0
 IOG  CONST_21  O5    C4   C3   C2    180.00   0.0  0
 IOG  CONST_22  C8    C1   C2   C3    180.00   0.0  0
 IOG  CONST_23  C7    C6   C4   O5    180.00   0.0  0
 IOG  CONST_24  C8    C1   C7   C6    180.00   0.0  0
 IOG  CONST_25  O31   C21  C20  C19   180.00   0.0  0
 IOG  CONST_26  O31   C21  C22  C23   180.00   0.0  0
 IOG  CONST_27  H6    C6   C7   C1    180.00   0.0  0
 IOG  CONST_28  H3    C3   C2   C1    180.00   0.0  0
 IOG  CONST_29  H7    C7   C1   C2    180.00   0.0  0
 IOG  CONST_30  H2    C2   C3   C4    180.00   0.0  0
 IOG  CONST_31  H23   C23  C24  C16     0.00   0.0  0
 IOG  CONST_32  H30   C30  C25  C17     0.00   0.0  0
 IOG  CONST_33  H26   C26  C25  C17     0.00   0.0  0
 IOG  CONST_34  H20   C20  C19  N18     0.00   0.0  0
 IOG  CONST_35  H22   C22  C21  C20   180.00   0.0  0
 IOG  CONST_36  H29   C29  C30  C25   180.00   0.0  0
 IOG  CONST_37  H27   C27  C26  C25   180.00   0.0  0
 IOG  CONST_38  H28   C28  C27  C26   180.00   0.0  0
 IOG  CONST_39  C15   C13  N12  C10   180.00   0.0  0
 IOG  CONST_40  O14   C13  N12  C10     0.00   0.0  0
 IOG  CONST_41  HN12  N12  C13  O14   180.00   0.0  0
 IOG  Var_01    C30   C25  C17  C16   -46.41  30.0  2
 IOG  Var_02    C37   C36  C35  N34   -56.52  30.0  1
 IOG  Var_03    C37   C38  C39  N34    56.59  30.0  1
 IOG  Var_04    C38   C39  N34  C35   -59.18  30.0  1
 IOG  Var_05    C38   C37  C36  C35    53.17  30.0  1
 IOG  Var_06    C39   N34  C35  C36    59.24  30.0  1
 IOG  Var_07    C39   C38  C37  C36   -53.29  30.0  1
 IOG  Var_08    C9    C8   C1   C2    -80.47  30.0  2
 IOG  Var_09    C24   C16  C15  C13    84.91  30.0  3
 IOG  Var_10    C35   N34  C33  C32    79.46  30.0  3
 IOG  Var_11    C10   C9   C8   C1   -178.65  30.0  3
 IOG  Var_12    C16   C15  C13  N12   114.11  30.0  3
 IOG  Var_13    C33   C32  O31  C21   178.34  30.0  3
 IOG  Var_14    N34   C33  C32  O31   179.19  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
 IOG  chir_01  C10  C9  N12  C11  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
 IOG  plan-1  C1    0.020
 IOG  plan-1  C2    0.020
 IOG  plan-1  C3    0.020
 IOG  plan-1  C4    0.020
 IOG  plan-1  O5    0.020
 IOG  plan-1  C6    0.020
 IOG  plan-1  C7    0.020
 IOG  plan-1  C8    0.020
 IOG  plan-1  H2    0.020
 IOG  plan-1  H3    0.020
 IOG  plan-1  H6    0.020
 IOG  plan-1  H7    0.020
 IOG  plan-2  C17   0.020
 IOG  plan-2  C25   0.020
 IOG  plan-2  C26   0.020
 IOG  plan-2  C27   0.020
 IOG  plan-2  C28   0.020
 IOG  plan-2  C29   0.020
 IOG  plan-2  C30   0.020
 IOG  plan-2  H26   0.020
 IOG  plan-2  H27   0.020
 IOG  plan-2  H28   0.020
 IOG  plan-2  H29   0.020
 IOG  plan-2  H30   0.020
 IOG  plan-3  C15   0.020
 IOG  plan-3  C16   0.020
 IOG  plan-3  C17   0.020
 IOG  plan-3  N18   0.020
 IOG  plan-3  C19   0.020
 IOG  plan-3  C20   0.020
 IOG  plan-3  C21   0.020
 IOG  plan-3  C22   0.020
 IOG  plan-3  C23   0.020
 IOG  plan-3  C24   0.020
 IOG  plan-3  C25   0.020
 IOG  plan-3  O31   0.020
 IOG  plan-3  HN18  0.020
 IOG  plan-3  H20   0.020
 IOG  plan-3  H22   0.020
 IOG  plan-3  H23   0.020
 IOG  plan-4  C10   0.020
 IOG  plan-4  N12   0.020
 IOG  plan-4  C13   0.020
 IOG  plan-4  O14   0.020
 IOG  plan-4  C15   0.020
 IOG  plan-4  HN12  0.020

