# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 23:19:44 2020
#   Inital geometry file: a 169 line input string
#   Ligand name: ethyl (2R)-4-[(6-chloronaphthalen-2-yl)sulfonyl]-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine-2-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)[C@H]1CN(CCN1CC2CCN(CC2)c3ccncc3)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4
#
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
 XMH  XMH  'ethyl (2R)-4-[(6-chloronaphthalen-2-yl)sulfonyl]-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine-2-carboxylate'  ligand  71  38  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_XMH
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
 XMH  C1    C   CH2   0  -0.289   1.7510  -1.0005  -2.7844
 XMH  C2    C   CR16  0  -0.077  -4.3570   0.8913  -7.3764
 XMH  N3    N   NR6   0  -0.511  -1.1488   0.5620  -5.6062
 XMH  C4    C   CR6   0   0.477  -2.0847   0.8613  -6.5564
 XMH  C5    C   CR16  0  -0.415  -3.4592   0.6089  -6.3683
 XMH  C6    C   C     0  -0.302   0.2576   0.8369  -5.8518
 XMH  C7    C   CR16  0  -0.430  -1.7536   1.4185  -7.8069
 XMH  C8    C   C     0  -0.300  -1.5071   0.5660  -4.1934
 XMH  C9    C   CR16  0  -0.232   0.8342  -0.0562  -3.5547
 XMH  C10   C   C     0  -0.429   1.1585  -0.0855  -5.0420
 XMH  N11   N   N     0  -0.435  -4.0375   1.4101  -8.5603
 XMH  C12   C   CR16  0  -0.077  -2.7446   1.6583  -8.7401
 XMH  C13   C   C     0  -0.431  -0.6412  -0.3858  -3.3865
 XMH  O15   O   OS    0  -0.645   0.7960  -3.9824   2.8371
 XMH  C16   C   CH1   0  -0.165   2.5135  -0.8267  -0.4686
 XMH  C17   C   CH2   0  -0.302   2.0337  -0.8613   0.9885
 XMH  N18   N   N     0  -0.575   1.4357  -2.1614   1.2541
 XMH  C19   C   CH2   0  -0.300   0.7974  -2.3786  -1.0557
 XMH  C20   C   CH2   0  -0.324   0.2999  -2.4230   0.3716
 XMH  N21   N   NT    0  -0.428   1.4147  -1.1013  -1.3649
 XMH  O22   O   OS    0  -0.644   2.5569  -2.3092   3.4832
 XMH  C23   C   CR16  0  -0.292   0.3992  -0.4049   4.1396
 XMH  C24   C   CR6   0  -0.201   0.0390  -1.5812   3.5390
 XMH  C25   C   CR66  0   0.126  -1.9607   0.0745   4.5427
 XMH  C26   C   CR16  0  -0.303  -2.2892  -1.1504   3.9160
 XMH  C27   C   CR16  0  -0.237  -1.3138  -1.9686   3.4231
 XMH  C28   C   CR66  0   0.138  -0.5981   0.4497   4.6554
 XMH  C30   C   CR16  0  -0.308  -0.2707   1.6708   5.2884
 XMH  C31   C   CR16  0  -0.266  -2.9599   0.9265   5.0628
 XMH  C32   C   CR16  0  -0.210  -1.2476   2.4852   5.7858
 XMH  C33   C   CR6   0  -0.037  -2.5975   2.0974   5.6652
 XMH  C34   C   C     0   0.571   3.0638   0.5738  -0.6921
 XMH  O35   O   O2    0  -0.449   4.3640   0.6159  -0.4614
 XMH  C36   C   CH2   0  -0.185   5.0268   1.8902  -0.5512
 XMH  C37   C   CH3   0  -0.689   6.4828   1.6749  -0.2208
 XMH  O38   O   O     0  -0.432   2.3945   1.5298  -0.9869
 XMH  H11   H   HCH2  0   0.241   2.7869  -0.6693  -2.9129
 XMH  H12A  H   HCH2  0   0.229   1.7177  -1.9956  -3.2478
 XMH  H2    H   HCR6  0   0.254  -5.4083   0.6796  -7.2097
 XMH  H5    H   HCR6  0   0.271  -3.8445   0.1752  -5.4577
 XMH  H61   H   H     0   0.223   0.4918   1.8852  -5.6195
 XMH  H62   H   H     0   0.256   0.4806   0.6817  -6.9051
 XMH  H7    H   HCR6  0   0.271  -0.7411   1.6858  -8.0688
 XMH  H81   H   H     0   0.226  -1.4036   1.5848  -3.7943
 XMH  H82   H   H     0   0.261  -2.5487   0.2866  -4.0688
 XMH  H9    H   HCR6  0   0.225   1.0019   0.9594  -3.1782
 XMH  H101  H   H     0   0.241   2.1957   0.2086  -5.2227
 XMH  H102  H   H     0   0.222   1.0482  -1.1091  -5.4156
 XMH  H12   H   HCR6  0   0.254  -2.4635   2.0930  -9.6941
 XMH  H131  H   H     0   0.218  -0.8343  -1.4123  -3.7177
 XMH  H132  H   H     0   0.242  -0.9359  -0.3183  -2.3370
 XMH  H16   H   HCH1  0   0.255   3.3349  -1.5535  -0.5708
 XMH  H171  H   HCH2  0   0.292   2.8824  -0.7001   1.6500
 XMH  H172  H   HCH2  0   0.250   1.3041  -0.0566   1.1470
 XMH  H191  H   HCH2  0   0.221   1.4908  -3.2189  -1.2199
 XMH  H192  H   HCH2  0   0.265  -0.0556  -2.5259  -1.7182
 XMH  H201  H   HCH2  0   0.281  -0.1153  -3.4075   0.5763
 XMH  H202  H   HCH2  0   0.244  -0.4870  -1.6724   0.5129
 XMH  H23   H   HCR6  0   0.290   1.4380  -0.1158   4.2380
 XMH  H26   H   HCR6  0   0.275  -3.3285  -1.4415   3.8355
 XMH  H27   H   HCR6  0   0.288  -1.5820  -2.9081   2.9601
 XMH  H30   H   HCR6  0   0.276   0.7686   1.9601   5.3776
 XMH  H31   H   HCR6  0   0.286  -4.0005   0.6417   4.9784
 XMH  H32   H   HCR6  0   0.288  -0.9933   3.4189   6.2678
 XMH  H361  H   HCH2  0   0.240   4.5648   2.5927   0.1448
 XMH  H362  H   HCH2  0   0.239   4.9088   2.2880  -1.5607
 XMH  H371  H   HCH3  0   0.241   7.0102   2.6249  -0.3006
 XMH  H372  H   HCH3  0   0.238   6.6145   1.3044   0.7956
 XMH  H373  H   HCH3  0   0.238   6.9510   0.9742  -0.9119
 XMH  S14   S   S     0   1.377   1.2922  -2.6174   2.8383
 XMH  CL29  CL  CL    0  -0.111  -3.8141   3.1469   6.3043

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
 XMH  C1    C9    single    1.525  0.020  1.525
 XMH  C1    N21   single    1.462  0.020  1.462
 XMH  C1    H11   single    0.970  0.020  1.090
 XMH  C1    H12A  single    0.970  0.020  1.090
 XMH  C2    C5    aromatic  1.379  0.020  1.379
 XMH  C2    N11   aromatic  1.331  0.020  1.331
 XMH  C2    H2    single    0.930  0.020  1.080
 XMH  N3    C4    single    1.367  0.020  1.367
 XMH  N3    C6    single    1.454  0.020  1.454
 XMH  N3    C8    single    1.458  0.020  1.458
 XMH  C4    C5    aromatic  1.410  0.020  1.410
 XMH  C4    C7    aromatic  1.408  0.020  1.408
 XMH  C5    H5    single    0.930  0.020  1.080
 XMH  C6    C10   single    1.522  0.020  1.522
 XMH  C6    H61   single    0.970  0.020  1.090
 XMH  C6    H62   single    0.970  0.020  1.090
 XMH  C7    C12   aromatic  1.382  0.020  1.382
 XMH  C7    H7    single    0.930  0.020  1.080
 XMH  C8    C13   single    1.519  0.020  1.519
 XMH  C8    H81   single    0.970  0.020  1.090
 XMH  C8    H82   single    0.970  0.020  1.090
 XMH  C9    C10   single    1.523  0.020  1.523
 XMH  C9    C13   single    1.521  0.020  1.521
 XMH  C9    H9    single    0.970  0.020  1.090
 XMH  C10   H101  single    0.970  0.020  1.090
 XMH  C10   H102  single    0.970  0.020  1.090
 XMH  N11   C12   aromatic  1.329  0.020  1.329
 XMH  C12   H12   single    0.930  0.020  1.080
 XMH  C13   H131  single    0.970  0.020  1.090
 XMH  C13   H132  single    0.970  0.020  1.090
 XMH  S14   O15   double    1.452  0.020  1.452
 XMH  S14   N18   single    1.655  0.020  1.655
 XMH  S14   O22   double    1.453  0.020  1.453
 XMH  S14   C24   single    1.771  0.020  1.771
 XMH  C16   C17   single    1.534  0.020  1.534
 XMH  C16   N21   single    1.444  0.020  1.444
 XMH  C16   C34   single    1.521  0.020  1.521
 XMH  C16   H16   single    0.970  0.020  1.090
 XMH  C17   N18   single    1.455  0.020  1.455
 XMH  C17   H171  single    0.970  0.020  1.090
 XMH  C17   H172  single    0.970  0.020  1.090
 XMH  N18   C20   single    1.462  0.020  1.462
 XMH  C19   C20   single    1.512  0.020  1.512
 XMH  C19   N21   single    1.452  0.020  1.452
 XMH  C19   H191  single    0.970  0.020  1.090
 XMH  C19   H192  single    0.970  0.020  1.090
 XMH  C20   H201  single    0.970  0.020  1.090
 XMH  C20   H202  single    0.970  0.020  1.090
 XMH  C23   C24   aromatic  1.369  0.020  1.369
 XMH  C23   C28   aromatic  1.411  0.020  1.411
 XMH  C23   H23   single    0.930  0.020  1.080
 XMH  C24   C27   aromatic  1.412  0.020  1.412
 XMH  C25   C26   aromatic  1.414  0.020  1.414
 XMH  C25   C28   aromatic  1.418  0.020  1.418
 XMH  C25   C31   aromatic  1.412  0.020  1.412
 XMH  C26   C27   aromatic  1.365  0.020  1.365
 XMH  C26   H26   single    0.930  0.020  1.080
 XMH  C27   H27   single    0.930  0.020  1.080
 XMH  C28   C30   aromatic  1.414  0.020  1.414
 XMH  CL29  C33   single    1.729  0.020  1.729
 XMH  C30   C32   aromatic  1.366  0.020  1.366
 XMH  C30   H30   single    0.930  0.020  1.080
 XMH  C31   C33   aromatic  1.366  0.020  1.366
 XMH  C31   H31   single    0.930  0.020  1.080
 XMH  C32   C33   aromatic  1.410  0.020  1.410
 XMH  C32   H32   single    0.930  0.020  1.080
 XMH  C34   O35   single    1.321  0.020  1.321
 XMH  C34   O38   double    1.204  0.020  1.204
 XMH  O35   C36   single    1.439  0.020  1.439
 XMH  C36   C37   single    1.508  0.020  1.508
 XMH  C36   H361  single    0.970  0.020  1.090
 XMH  C36   H362  single    0.970  0.020  1.090
 XMH  C37   H371  single    0.970  0.020  1.090
 XMH  C37   H372  single    0.970  0.020  1.090
 XMH  C37   H373  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
 XMH  H12A  C1   H11   104.67  3.000
 XMH  H12A  C1   N21   109.89  3.000
 XMH  H11   C1   N21   110.62  3.000
 XMH  H12A  C1   C9    109.25  3.000
 XMH  H11   C1   C9    108.79  3.000
 XMH  N21   C1   C9    113.25  3.000
 XMH  H2    C2   N11   116.42  3.000
 XMH  H2    C2   C5    118.58  3.000
 XMH  N11   C2   C5    125.00  3.000
 XMH  C8    N3   C6    113.64  3.000
 XMH  C8    N3   C4    120.33  3.000
 XMH  C6    N3   C4    120.23  3.000
 XMH  C7    C4   C5    114.73  3.000
 XMH  C7    C4   N3    122.88  3.000
 XMH  C5    C4   N3    122.37  3.000
 XMH  H5    C5   C4    122.16  3.000
 XMH  H5    C5   C2    117.80  3.000
 XMH  C4    C5   C2    120.02  3.000
 XMH  H62   C6   H61   107.28  3.000
 XMH  H62   C6   C10   107.89  3.000
 XMH  H61   C6   C10   109.84  3.000
 XMH  H62   C6   N3    109.56  3.000
 XMH  H61   C6   N3    110.53  3.000
 XMH  C10   C6   N3    111.59  3.000
 XMH  H7    C7   C12   117.76  3.000
 XMH  H7    C7   C4    122.27  3.000
 XMH  C12   C7   C4    119.97  3.000
 XMH  H82   C8   H81   106.69  3.000
 XMH  H82   C8   C13   108.95  3.000
 XMH  H81   C8   C13   109.53  3.000
 XMH  H82   C8   N3    110.27  3.000
 XMH  H81   C8   N3    109.35  3.000
 XMH  C13   C8   N3    111.91  3.000
 XMH  H9    C9   C13   108.13  3.000
 XMH  H9    C9   C10   108.71  3.000
 XMH  C13   C9   C10   108.09  3.000
 XMH  H9    C9   C1    107.96  3.000
 XMH  C13   C9   C1    113.15  3.000
 XMH  C10   C9   C1    110.70  3.000
 XMH  H102  C10  H101  106.90  3.000
 XMH  H102  C10  C9    109.25  3.000
 XMH  H101  C10  C9    111.00  3.000
 XMH  H102  C10  C6    108.98  3.000
 XMH  H101  C10  C6    108.09  3.000
 XMH  C9    C10  C6    112.45  3.000
 XMH  C12   N11  C2    115.25  3.000
 XMH  H12   C12  N11   116.47  3.000
 XMH  H12   C12  C7    118.50  3.000
 XMH  N11   C12  C7    125.03  3.000
 XMH  H132  C13  H131  107.51  3.000
 XMH  H132  C13  C9    110.77  3.000
 XMH  H131  C13  C9    109.91  3.000
 XMH  H132  C13  C8    108.54  3.000
 XMH  H131  C13  C8    109.03  3.000
 XMH  C9    C13  C8    111.00  3.000
 XMH  H16   C16  C34   108.91  3.000
 XMH  H16   C16  N21   112.60  3.000
 XMH  C34   C16  N21   111.04  3.000
 XMH  H16   C16  C17   107.84  3.000
 XMH  C34   C16  C17   105.86  3.000
 XMH  N21   C16  C17   110.31  3.000
 XMH  H172  C17  H171  108.78  3.000
 XMH  H172  C17  N18   110.82  3.000
 XMH  H171  C17  N18   109.99  3.000
 XMH  H172  C17  C16   109.17  3.000
 XMH  H171  C17  C16   109.28  3.000
 XMH  N18   C17  C16   108.78  3.000
 XMH  C20   N18  C17   111.65  3.000
 XMH  C20   N18  S14   117.46  3.000
 XMH  C17   N18  S14   117.16  3.000
 XMH  H192  C19  H191  107.39  3.000
 XMH  H192  C19  N21   108.79  3.000
 XMH  H191  C19  N21   111.82  3.000
 XMH  H192  C19  C20   108.19  3.000
 XMH  H191  C19  C20   108.98  3.000
 XMH  N21   C19  C20   111.51  3.000
 XMH  H202  C20  H201  108.74  3.000
 XMH  H202  C20  C19   109.73  3.000
 XMH  H201  C20  C19   109.26  3.000
 XMH  H202  C20  N18   110.93  3.000
 XMH  H201  C20  N18   110.17  3.000
 XMH  C19   C20  N18   107.99  3.000
 XMH  C19   N21  C16   111.01  3.000
 XMH  C19   N21  C1    111.42  3.000
 XMH  C16   N21  C1    114.48  3.000
 XMH  H23   C23  C28   118.89  3.000
 XMH  H23   C23  C24   121.45  3.000
 XMH  C28   C23  C24   119.65  3.000
 XMH  C27   C24  C23   121.60  3.000
 XMH  C27   C24  S14   119.02  3.000
 XMH  C23   C24  S14   119.35  3.000
 XMH  C31   C25  C28   119.41  3.000
 XMH  C31   C25  C26   121.41  3.000
 XMH  C28   C25  C26   119.18  3.000
 XMH  H26   C26  C27   119.86  3.000
 XMH  H26   C26  C25   119.27  3.000
 XMH  C27   C26  C25   120.86  3.000
 XMH  H27   C27  C26   119.88  3.000
 XMH  H27   C27  C24   120.74  3.000
 XMH  C26   C27  C24   119.37  3.000
 XMH  C30   C28  C25   119.13  3.000
 XMH  C30   C28  C23   121.53  3.000
 XMH  C25   C28  C23   119.34  3.000
 XMH  H30   C30  C32   119.82  3.000
 XMH  H30   C30  C28   119.35  3.000
 XMH  C32   C30  C28   120.82  3.000
 XMH  H31   C31  C33   121.01  3.000
 XMH  H31   C31  C25   119.53  3.000
 XMH  C33   C31  C25   119.46  3.000
 XMH  H32   C32  C33   120.06  3.000
 XMH  H32   C32  C30   120.61  3.000
 XMH  C33   C32  C30   119.33  3.000
 XMH  C32   C33  C31   121.85  3.000
 XMH  C32   C33  CL29  118.37  3.000
 XMH  C31   C33  CL29  119.78  3.000
 XMH  O38   C34  O35   124.38  3.000
 XMH  O38   C34  C16   124.47  3.000
 XMH  O35   C34  C16   111.08  3.000
 XMH  C36   O35  C34   118.07  3.000
 XMH  H362  C36  H361  108.03  3.000
 XMH  H362  C36  C37   111.03  3.000
 XMH  H361  C36  C37   111.14  3.000
 XMH  H362  C36  O35   109.31  3.000
 XMH  H361  C36  O35   109.59  3.000
 XMH  C37   C36  O35   107.73  3.000
 XMH  H373  C37  H372  108.72  3.000
 XMH  H373  C37  H371  107.83  3.000
 XMH  H372  C37  H371  107.83  3.000
 XMH  H373  C37  C36   111.57  3.000
 XMH  H372  C37  C36   111.68  3.000
 XMH  H371  C37  C36   109.07  3.000
 XMH  C24   S14  O22   108.44  3.000
 XMH  C24   S14  N18   106.20  3.000
 XMH  O22   S14  N18   106.92  3.000
 XMH  C24   S14  O15   107.97  3.000
 XMH  O22   S14  O15   119.81  3.000
 XMH  N18   S14  O15   106.73  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
 XMH  CONST_01  C7    C4   C5   C2       0.00   0.0  0
 XMH  CONST_02  C7    C12  N11  C2       0.00   0.0  0
 XMH  CONST_03  N11   C2   C5   C4       0.00   0.0  0
 XMH  CONST_04  N11   C12  C7   C4       0.00   0.0  0
 XMH  CONST_05  C12   N11  C2   C5       0.00   0.0  0
 XMH  CONST_06  C12   C7   C4   C5       0.00   0.0  0
 XMH  CONST_07  C26   C27  C24  C23      0.00   0.0  0
 XMH  CONST_08  C26   C25  C28  C23      0.00   0.0  0
 XMH  CONST_09  C31   C25  C28  C23    180.00   0.0  0
 XMH  CONST_10  C32   C30  C28  C23    180.00   0.0  0
 XMH  CONST_11  C25   C28  C23  C24      0.00   0.0  0
 XMH  CONST_12  C30   C28  C23  C24    180.00   0.0  0
 XMH  CONST_13  C25   C26  C27  C24      0.00   0.0  0
 XMH  CONST_14  C32   C30  C28  C25      0.00   0.0  0
 XMH  CONST_15  C32   C33  C31  C25      0.00   0.0  0
 XMH  CONST_16  C30   C28  C25  C26    180.00   0.0  0
 XMH  CONST_17  C33   C31  C25  C26    180.00   0.0  0
 XMH  CONST_18  C28   C23  C24  C27      0.00   0.0  0
 XMH  CONST_19  C28   C25  C26  C27      0.00   0.0  0
 XMH  CONST_20  C31   C25  C26  C27    180.00   0.0  0
 XMH  CONST_21  C33   C31  C25  C28      0.00   0.0  0
 XMH  CONST_22  C33   C32  C30  C28      0.00   0.0  0
 XMH  CONST_23  C31   C25  C28  C30      0.00   0.0  0
 XMH  CONST_24  C31   C33  C32  C30      0.00   0.0  0
 XMH  CONST_25  N3    C4   C5   C2     180.00   0.0  0
 XMH  CONST_26  C12   C7   C4   N3     180.00   0.0  0
 XMH  CONST_27  C28   C23  C24  S14    180.00   0.0  0
 XMH  CONST_28  C26   C27  C24  S14    180.00   0.0  0
 XMH  CONST_29  CL29  C33  C31  C25    180.00   0.0  0
 XMH  CONST_30  C30   C32  C33  CL29   180.00   0.0  0
 XMH  CONST_31  H12   C12  N11  C2     180.00   0.0  0
 XMH  CONST_32  H5    C5   C4   N3       0.00   0.0  0
 XMH  CONST_33  H7    C7   C4   N3       0.00   0.0  0
 XMH  CONST_34  H2    C2   C5   C4     180.00   0.0  0
 XMH  CONST_35  H27   C27  C24  C23    180.00   0.0  0
 XMH  CONST_36  H30   C30  C28  C23      0.00   0.0  0
 XMH  CONST_37  H26   C26  C27  C24    180.00   0.0  0
 XMH  CONST_38  H23   C23  C28  C25    180.00   0.0  0
 XMH  CONST_39  H31   C31  C25  C26      0.00   0.0  0
 XMH  CONST_40  H32   C32  C30  C28    180.00   0.0  0
 XMH  Var_01    C9    C10  C6   N3     -53.77  30.0  1
 XMH  Var_02    C9    C13  C8   N3      56.45  30.0  1
 XMH  Var_03    C10   C6   N3   C4    -154.03  30.0  1
 XMH  Var_04    C13   C8   N3   C4     152.22  30.0  1
 XMH  Var_05    C6    N3   C4   C5     179.73  30.0  3
 XMH  Var_06    C20   N18  C17  C16    -59.62  30.0  1
 XMH  Var_07    C20   C19  N21  C16     57.91  30.0  1
 XMH  Var_08    C19   C20  N18  C17     59.58  30.0  1
 XMH  Var_09    N21   C19  C20  N18    -57.73  30.0  1
 XMH  Var_10    C16   N21  C1   C9    -125.83  30.0  3
 XMH  Var_11    C24   S14  N18  C17     70.37  30.0  2
 XMH  Var_12    C23   C24  S14  N18    -91.62  30.0  2
 XMH  Var_13    C37   C36  O35  C34    178.89  30.0  3
 XMH  Var_14    O38   C34  O35  C36      0.80  30.0  2
 XMH  Var_15    H371  C37  C36  O35    178.95  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
 XMH  chir_01  C9   C1   C10  C13  negativ
 XMH  chir_02  C16  N21  C17  C34  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
 XMH  plan-1  C2    0.020
 XMH  plan-1  N3    0.020
 XMH  plan-1  C4    0.020
 XMH  plan-1  C5    0.020
 XMH  plan-1  C7    0.020
 XMH  plan-1  N11   0.020
 XMH  plan-1  C12   0.020
 XMH  plan-1  H2    0.020
 XMH  plan-1  H5    0.020
 XMH  plan-1  H7    0.020
 XMH  plan-1  H12   0.020
 XMH  plan-2  C16   0.020
 XMH  plan-2  C34   0.020
 XMH  plan-2  O35   0.020
 XMH  plan-2  O38   0.020
 XMH  plan-3  C23   0.020
 XMH  plan-3  C24   0.020
 XMH  plan-3  C25   0.020
 XMH  plan-3  C26   0.020
 XMH  plan-3  C27   0.020
 XMH  plan-3  C28   0.020
 XMH  plan-3  C30   0.020
 XMH  plan-3  C31   0.020
 XMH  plan-3  C32   0.020
 XMH  plan-3  C33   0.020
 XMH  plan-3  H23   0.020
 XMH  plan-3  H26   0.020
 XMH  plan-3  H27   0.020
 XMH  plan-3  H30   0.020
 XMH  plan-3  H31   0.020
 XMH  plan-3  H32   0.020
 XMH  plan-3  S14   0.020
 XMH  plan-3  CL29  0.020

