# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 10:33:54 2022
#   Inital geometry file: a 149 line input string
#   Ligand name: ethyl N-({(3R)-4-[(4-methylphenyl)sulfonyl]thiomorpholin-3-yl}carbonyl)-L-phenylalaninate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]2CSCCN2[S](=O)(=O)c3ccc(C)cc3
#
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
 SUB  SUB  "3-PHENYL-2-{[4-(TOLUENE-4-SULFONYL)-THIOMORPHOLINE-3-CARBONYL]-AMINO}-PROPIONIC ACID ETHYL ESTER"  L-peptide  60  32  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_SUB
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
 SUB  C1    C  C     0   0.592  -0.6384   1.1355   0.8814
 SUB  N1    N  NH1   0  -0.615  -1.6839   0.3472   1.1613
 SUB  C2    C  CH1   0  -0.178  -2.9617   0.5368   0.5391
 SUB  C3    C  CH2   0  -0.182  -5.6671   3.0080   1.0509
 SUB  C4    C  CH2   0  -0.576  -3.7582  -0.7804   0.5466
 SUB  C5    C  CR6   0   0.165  -3.0349  -1.8541  -0.2180
 SUB  C6    C  CR16  0  -0.331  -2.2314  -2.7834   0.4350
 SUB  C7    C  CR16  0  -0.220  -1.5024  -3.7209  -0.2829
 SUB  C8    C  CR16  0  -0.259  -1.5821  -3.7513  -1.6670
 SUB  C9    C  CR16  0  -0.236  -2.3968  -2.8417  -2.3274
 SUB  C10   C  CR16  0  -0.294  -3.1136  -1.8984  -1.6069
 SUB  C11   C  C     0   0.605  -3.7416   1.6390   1.2432
 SUB  C12   C  CH3   0  -0.688  -6.7990   3.1908   0.0700
 SUB  C13   C  CH2   0  -0.322   2.2569  -1.1776   1.7744
 SUB  O3    O  O     0  -0.475  -0.7282   2.1772   0.2557
 SUB  C14   C  CH2   0  -0.566   3.4878  -0.2950   1.9051
 SUB  S1    S  S2    0  -0.011   3.1010   1.3206   2.6302
 SUB  C15   C  CH2   0  -0.562   1.7137   1.7874   1.5575
 SUB  C16   C  CH1   0  -0.228   0.6786   0.6726   1.5123
 SUB  N2    N  N     0  -0.569   1.1892  -0.5874   0.9622
 SUB  S2    S  S     0   1.403   1.1714  -0.9217  -0.6671
 SUB  C17   C  CR6   0  -0.229   2.4439   0.0168  -1.4687
 SUB  C18   C  CR16  0  -0.230   3.7059  -0.5394  -1.6444
 SUB  C19   C  CR16  0  -0.282   4.6936   0.2083  -2.2602
 SUB  C20   C  CR6   0   0.116   4.4418   1.5029  -2.7167
 SUB  C21   C  CR16  0  -0.297   3.1659   2.0321  -2.5382
 SUB  C22   C  CR16  0  -0.226   2.1640   1.2979  -1.9227
 SUB  O4    O  OS    0  -0.638   1.5373  -2.3216  -0.7891
 SUB  O5    O  OS    0  -0.618  -0.0963  -0.4439  -1.1821
 SUB  C23   C  CH3   0  -0.725   5.5224   2.2873  -3.3967
 SUB  HN1   H  HNH1  0   0.406  -1.5173  -0.5109   1.6628
 SUB  H2    H  HCH1  0   0.290  -2.8157   0.8410  -0.5021
 SUB  H31   H  HCH2  0   0.238  -5.1179   3.9402   1.1957
 SUB  H32   H  HCH2  0   0.238  -6.0417   2.6823   2.0231
 SUB  H41   H  HCH2  0   0.273  -3.9327  -1.0942   1.5794
 SUB  H42   H  HCH2  0   0.283  -4.7366  -0.5942   0.1027
 SUB  H6    H  HCR6  0   0.244  -2.1757  -2.7825   1.5183
 SUB  H7    H  HCR6  0   0.245  -0.8768  -4.4311   0.2417
 SUB  H8    H  HCR6  0   0.247  -1.0160  -4.4828  -2.2290
 SUB  H9    H  HCR6  0   0.249  -2.4733  -2.8652  -3.4072
 SUB  H10   H  HCR6  0   0.243  -3.7401  -1.1855  -2.1315
 SUB  H121  H  HCH3  0   0.237  -6.4405   3.5351  -0.8999
 SUB  H122  H  HCH3  0   0.237  -7.3577   2.2656  -0.0713
 SUB  H123  H  HCH3  0   0.240  -7.4879   3.9408   0.4574
 SUB  H131  H  HCH2  0   0.291   2.5345  -2.1449   1.3611
 SUB  H132  H  HCH2  0   0.275   1.8327  -1.3677   2.7628
 SUB  H141  H  HCH2  0   0.276   3.9859  -0.1584   0.9450
 SUB  H142  H  HCH2  0   0.297   4.2014  -0.7704   2.5782
 SUB  H151  H  HCH2  0   0.284   2.0734   2.0625   0.5673
 SUB  H152  H  HCH2  0   0.300   1.2817   2.6788   2.0120
 SUB  H16   H  HCH1  0   0.305   0.4368   0.4262   2.5529
 SUB  H18   H  HCR6  0   0.287   3.9232  -1.5439  -1.3071
 SUB  H19   H  HCR6  0   0.264   5.6770  -0.2248  -2.3957
 SUB  H21   H  HCR6  0   0.265   2.9446   3.0316  -2.8906
 SUB  H22   H  HCR6  0   0.290   1.1807   1.7307  -1.7946
 SUB  H231  H  HCH3  0   0.256   5.8239   1.8019  -4.3261
 SUB  H232  H  HCH3  0   0.250   5.1969   3.2977  -3.6371
 SUB  H233  H  HCH3  0   0.255   6.4115   2.3568  -2.7692
 SUB  O1    O  O2    0  -0.456  -4.7812   2.0086   0.5169
 SUB  O2    O  O     0  -0.438  -3.4622   2.0968   2.3198

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
 SUB  C1   N1    single    1.339  0.020  1.339
 SUB  C1   O3    double    1.218  0.020  1.218
 SUB  C1   C16   single    1.532  0.020  1.532
 SUB  N1   C2    single    1.434  0.020  1.434
 SUB  N1   HN1   single    0.860  0.020  1.020
 SUB  C2   C4    single    1.539  0.020  1.539
 SUB  C2   C11   single    1.523  0.020  1.523
 SUB  C2   H2    single    0.970  0.020  1.090
 SUB  C3   O1    single    1.438  0.020  1.438
 SUB  C3   C12   single    1.509  0.020  1.509
 SUB  C3   H31   single    0.970  0.020  1.090
 SUB  C3   H32   single    0.970  0.020  1.090
 SUB  C4   C5    single    1.504  0.020  1.504
 SUB  C4   H41   single    0.970  0.020  1.090
 SUB  C4   H42   single    0.970  0.020  1.090
 SUB  C5   C6    aromatic  1.391  0.020  1.391
 SUB  C5   C10   aromatic  1.392  0.020  1.392
 SUB  C6   C7    aromatic  1.388  0.020  1.388
 SUB  C6   H6    single    0.930  0.020  1.080
 SUB  C7   C8    aromatic  1.387  0.020  1.387
 SUB  C7   H7    single    0.930  0.020  1.080
 SUB  C8   C9    aromatic  1.388  0.020  1.388
 SUB  C8   H8    single    0.930  0.020  1.080
 SUB  C9   C10   aromatic  1.387  0.020  1.387
 SUB  C9   H9    single    0.930  0.020  1.080
 SUB  C10  H10   single    0.930  0.020  1.080
 SUB  O1   C11   single    1.321  0.020  1.321
 SUB  O2   C11   double    1.203  0.020  1.203
 SUB  C12  H121  single    0.970  0.020  1.090
 SUB  C12  H122  single    0.970  0.020  1.090
 SUB  C12  H123  single    0.970  0.020  1.090
 SUB  C13  C14   single    1.520  0.020  1.520
 SUB  C13  N2    single    1.466  0.020  1.466
 SUB  C13  H131  single    0.970  0.020  1.090
 SUB  C13  H132  single    0.970  0.020  1.090
 SUB  C14  S1    single    1.813  0.020  1.813
 SUB  C14  H141  single    0.970  0.020  1.090
 SUB  C14  H142  single    0.970  0.020  1.090
 SUB  S1   C15   single    1.815  0.020  1.815
 SUB  C15  C16   single    1.522  0.020  1.522
 SUB  C15  H151  single    0.970  0.020  1.090
 SUB  C15  H152  single    0.970  0.020  1.090
 SUB  C16  N2    single    1.467  0.020  1.467
 SUB  C16  H16   single    0.970  0.020  1.090
 SUB  N2   S2    single    1.663  0.020  1.663
 SUB  S2   C17   single    1.773  0.020  1.773
 SUB  S2   O4    double    1.452  0.020  1.452
 SUB  S2   O5    double    1.449  0.020  1.449
 SUB  C17  C18   aromatic  1.390  0.020  1.390
 SUB  C17  C22   aromatic  1.388  0.020  1.388
 SUB  C18  C19   aromatic  1.383  0.020  1.383
 SUB  C18  H18   single    0.930  0.020  1.080
 SUB  C19  C20   aromatic  1.396  0.020  1.396
 SUB  C19  H19   single    0.930  0.020  1.080
 SUB  C20  C21   aromatic  1.393  0.020  1.393
 SUB  C20  C23   single    1.498  0.020  1.498
 SUB  C21  C22   aromatic  1.386  0.020  1.386
 SUB  C21  H21   single    0.930  0.020  1.080
 SUB  C22  H22   single    0.930  0.020  1.080
 SUB  C23  H231  single    0.970  0.020  1.090
 SUB  C23  H232  single    0.970  0.020  1.090
 SUB  C23  H233  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
 SUB  C16   C1   O3    122.22  3.000
 SUB  C16   C1   N1    114.04  3.000
 SUB  O3    C1   N1    123.58  3.000
 SUB  HN1   N1   C2    118.42  3.000
 SUB  HN1   N1   C1    118.44  3.000
 SUB  C2    N1   C1    121.82  3.000
 SUB  H2    C2   C11   107.88  3.000
 SUB  H2    C2   C4    108.15  3.000
 SUB  C11   C2   C4    110.61  3.000
 SUB  H2    C2   N1    109.31  3.000
 SUB  C11   C2   N1    110.58  3.000
 SUB  C4    C2   N1    110.23  3.000
 SUB  H32   C3   H31   108.02  3.000
 SUB  H32   C3   C12   110.96  3.000
 SUB  H31   C3   C12   111.11  3.000
 SUB  H32   C3   O1    109.56  3.000
 SUB  H31   C3   O1    109.44  3.000
 SUB  C12   C3   O1    107.75  3.000
 SUB  H42   C4   H41   106.88  3.000
 SUB  H42   C4   C5    110.28  3.000
 SUB  H41   C4   C5    110.62  3.000
 SUB  H42   C4   C2    108.44  3.000
 SUB  H41   C4   C2    109.44  3.000
 SUB  C5    C4   C2    111.08  3.000
 SUB  C10   C5   C6    118.67  3.000
 SUB  C10   C5   C4    120.20  3.000
 SUB  C6    C5   C4    121.07  3.000
 SUB  H6    C6   C7    119.36  3.000
 SUB  H6    C6   C5    119.86  3.000
 SUB  C7    C6   C5    120.79  3.000
 SUB  H7    C7   C8    120.18  3.000
 SUB  H7    C7   C6    119.75  3.000
 SUB  C8    C7   C6    120.06  3.000
 SUB  H8    C8   C9    120.18  3.000
 SUB  H8    C8   C7    120.20  3.000
 SUB  C9    C8   C7    119.61  3.000
 SUB  H9    C9   C10   119.77  3.000
 SUB  H9    C9   C8    120.10  3.000
 SUB  C10   C9   C8    120.12  3.000
 SUB  H10   C10  C9    119.63  3.000
 SUB  H10   C10  C5    119.64  3.000
 SUB  C9    C10  C5    120.73  3.000
 SUB  O2    C11  O1    124.64  3.000
 SUB  O2    C11  C2    124.78  3.000
 SUB  O1    C11  C2    110.57  3.000
 SUB  H123  C12  H122  107.84  3.000
 SUB  H123  C12  H121  107.87  3.000
 SUB  H122  C12  H121  108.74  3.000
 SUB  H123  C12  C3    109.06  3.000
 SUB  H122  C12  C3    111.47  3.000
 SUB  H121  C12  C3    111.72  3.000
 SUB  H132  C13  H131  106.75  3.000
 SUB  H132  C13  N2    106.78  3.000
 SUB  H131  C13  N2    109.48  3.000
 SUB  H132  C13  C14   109.74  3.000
 SUB  H131  C13  C14   110.01  3.000
 SUB  N2    C13  C14   113.81  3.000
 SUB  H142  C14  H141  107.42  3.000
 SUB  H142  C14  S1    106.34  3.000
 SUB  H141  C14  S1    109.76  3.000
 SUB  H142  C14  C13   109.26  3.000
 SUB  H141  C14  C13   111.53  3.000
 SUB  S1    C14  C13   112.27  3.000
 SUB  C15   S1   C14    98.97  3.000
 SUB  H152  C15  H151  107.67  3.000
 SUB  H152  C15  C16   109.99  3.000
 SUB  H151  C15  C16   112.51  3.000
 SUB  H152  C15  S1    105.48  3.000
 SUB  H151  C15  S1    110.49  3.000
 SUB  C16   C15  S1    110.43  3.000
 SUB  H16   C16  N2    103.87  3.000
 SUB  H16   C16  C15   106.65  3.000
 SUB  N2    C16  C15   113.81  3.000
 SUB  H16   C16  C1    105.61  3.000
 SUB  N2    C16  C1    113.86  3.000
 SUB  C15   C16  C1    112.06  3.000
 SUB  S2    N2   C16   122.43  3.000
 SUB  S2    N2   C13   118.02  3.000
 SUB  C16   N2   C13   113.06  3.000
 SUB  O5    S2   O4    120.56  3.000
 SUB  O5    S2   C17   107.02  3.000
 SUB  O4    S2   C17   106.95  3.000
 SUB  O5    S2   N2    106.93  3.000
 SUB  O4    S2   N2    105.86  3.000
 SUB  C17   S2   N2    109.20  3.000
 SUB  C22   C17  C18   120.74  3.000
 SUB  C22   C17  S2    119.46  3.000
 SUB  C18   C17  S2    119.80  3.000
 SUB  H18   C18  C19   119.82  3.000
 SUB  H18   C18  C17   120.96  3.000
 SUB  C19   C18  C17   119.22  3.000
 SUB  H19   C19  C20   119.59  3.000
 SUB  H19   C19  C18   119.20  3.000
 SUB  C20   C19  C18   121.21  3.000
 SUB  C23   C20  C21   121.33  3.000
 SUB  C23   C20  C19   120.26  3.000
 SUB  C21   C20  C19   118.41  3.000
 SUB  H21   C21  C22   119.06  3.000
 SUB  H21   C21  C20   119.75  3.000
 SUB  C22   C21  C20   121.19  3.000
 SUB  H22   C22  C21   119.84  3.000
 SUB  H22   C22  C17   120.92  3.000
 SUB  C21   C22  C17   119.24  3.000
 SUB  H233  C23  H232  108.17  3.000
 SUB  H233  C23  H231  107.05  3.000
 SUB  H232  C23  H231  107.91  3.000
 SUB  H233  C23  C20   111.11  3.000
 SUB  H232  C23  C20   111.75  3.000
 SUB  H231  C23  C20   110.66  3.000
 SUB  C11   O1   C3    118.36  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
 SUB  CONST_01  C8    C7   C6   C5      0.00   0.0  0
 SUB  CONST_02  C8    C9   C10  C5      0.00   0.0  0
 SUB  CONST_03  C9    C10  C5   C6      0.00   0.0  0
 SUB  CONST_04  C9    C8   C7   C6      0.00   0.0  0
 SUB  CONST_05  C10   C5   C6   C7      0.00   0.0  0
 SUB  CONST_06  C10   C9   C8   C7      0.00   0.0  0
 SUB  CONST_07  C20   C19  C18  C17     0.00   0.0  0
 SUB  CONST_08  C20   C21  C22  C17     0.00   0.0  0
 SUB  CONST_09  C21   C22  C17  C18     0.00   0.0  0
 SUB  CONST_10  C21   C20  C19  C18     0.00   0.0  0
 SUB  CONST_11  C22   C17  C18  C19     0.00   0.0  0
 SUB  CONST_12  C22   C21  C20  C19     0.00   0.0  0
 SUB  CONST_13  C7    C6   C5   C4    180.00   0.0  0
 SUB  CONST_14  C9    C10  C5   C4    180.00   0.0  0
 SUB  CONST_15  C19   C18  C17  S2    180.00   0.0  0
 SUB  CONST_16  C21   C22  C17  S2    180.00   0.0  0
 SUB  CONST_17  C23   C20  C19  C18   180.00   0.0  0
 SUB  CONST_18  C23   C20  C21  C22   180.00   0.0  0
 SUB  CONST_19  H7    C7   C6   C5    180.00   0.0  0
 SUB  CONST_20  H9    C9   C10  C5    180.00   0.0  0
 SUB  CONST_21  H10   C10  C5   C6    180.00   0.0  0
 SUB  CONST_22  H8    C8   C7   C6    180.00   0.0  0
 SUB  CONST_23  H9    C9   C8   C7    180.00   0.0  0
 SUB  CONST_24  H6    C6   C7   C8    180.00   0.0  0
 SUB  CONST_25  H10   C10  C9   C8    180.00   0.0  0
 SUB  CONST_26  H7    C7   C8   C9    180.00   0.0  0
 SUB  CONST_27  H6    C6   C5   C10   180.00   0.0  0
 SUB  CONST_28  H8    C8   C9   C10   180.00   0.0  0
 SUB  CONST_29  H19   C19  C18  C17   180.00   0.0  0
 SUB  CONST_30  H21   C21  C22  C17   180.00   0.0  0
 SUB  CONST_31  H22   C22  C17  C18   180.00   0.0  0
 SUB  CONST_32  H21   C21  C20  C19   180.00   0.0  0
 SUB  CONST_33  H18   C18  C19  C20   180.00   0.0  0
 SUB  CONST_34  H22   C22  C21  C20   180.00   0.0  0
 SUB  CONST_35  H19   C19  C20  C21   180.00   0.0  0
 SUB  CONST_36  H18   C18  C17  C22   180.00   0.0  0
 SUB  CONST_37  C16   C1   N1   C2    180.00   0.0  0
 SUB  CONST_38  HN1   N1   C1   C16     0.00   0.0  0
 SUB  CONST_39  O3    C1   N1   C2      0.00   0.0  0
 SUB  CONST_40  HN1   N1   C1   O3    180.00   0.0  0
 SUB  Var_01    C15   S1   C14  C13   -50.65  30.0  1
 SUB  Var_02    C16   N2   C13  C14   -61.07  30.0  1
 SUB  Var_03    C16   C15  S1   C14    51.67  30.0  1
 SUB  Var_04    N2    C13  C14  S1     58.23  30.0  1
 SUB  Var_05    C17   S2   N2   C13   -75.15  30.0  3
 SUB  Var_06    S2    N2   C13  C14    91.41  30.0  1
 SUB  Var_07    C17   S2   N2   C16    74.60  30.0  3
 SUB  Var_08    C18   C17  S2   N2     92.17  30.0  2
 SUB  Var_09    C22   C17  S2   N2    -88.28  30.0  2
 SUB  Var_10    H151  C15  S1   C14   -73.44  30.0  1
 SUB  Var_11    H152  C15  S1   C14   170.47  30.0  1
 SUB  Var_12    H131  C13  C14  S1   -178.50  30.0  1
 SUB  Var_13    H132  C13  C14  S1    -61.34  30.0  1
 SUB  Var_14    H141  C14  S1   C15    74.00  30.0  1
 SUB  Var_15    H142  C14  S1   C15  -170.10  30.0  1
 SUB  Var_16    H131  C13  N2   C16   175.38  30.0  1
 SUB  Var_17    H132  C13  N2   C16    60.17  30.0  1
 SUB  Var_18    H141  C14  C13  N2    -65.43  30.0  1
 SUB  Var_19    H142  C14  C13  N2    175.96  30.0  1
 SUB  Var_20    C6    C5   C4   C2     96.42  30.0  2
 SUB  Var_21    C10   C5   C4   C2    -80.78  30.0  2
 SUB  Var_22    O4    S2   N2   C13    39.67  30.0  3
 SUB  Var_23    O5    S2   N2   C13   169.39  30.0  3
 SUB  Var_24    O4    S2   N2   C16  -170.58  30.0  3
 SUB  Var_25    O5    S2   N2   C16   -40.86  30.0  3
 SUB  Var_26    O4    S2   C17  C18   -21.95  30.0  2
 SUB  Var_27    O5    S2   C17  C18  -152.42  30.0  2
 SUB  Var_28    O4    S2   C17  C22   157.59  30.0  2
 SUB  Var_29    O5    S2   C17  C22    27.12  30.0  2
 SUB  Var_30    H41   C4   C5   C6    -25.32  30.0  2
 SUB  Var_31    H42   C4   C5   C6   -143.34  30.0  2
 SUB  Var_32    H41   C4   C5   C10   157.49  30.0  2
 SUB  Var_33    H42   C4   C5   C10    39.47  30.0  2
 SUB  Var_34    H131  C13  N2   S2    -32.15  30.0  1
 SUB  Var_35    H132  C13  N2   S2   -147.35  30.0  1
 SUB  Var_36    H231  C23  C20  C19    63.40  30.0  2
 SUB  Var_37    H232  C23  C20  C19  -176.30  30.0  2
 SUB  Var_38    H233  C23  C20  C19   -55.38  30.0  2
 SUB  Var_39    H231  C23  C20  C21  -115.81  30.0  2
 SUB  Var_40    H232  C23  C20  C21     4.48  30.0  2
 SUB  Var_41    H233  C23  C20  C21   125.41  30.0  2
 SUB  Var_42    C3    O1   C11  C2    177.60  30.0  2
 SUB  Var_43    O2    C11  O1   C3     -1.41  30.0  3
 SUB  Var_44    C12   C3   O1   C11  -176.95  30.0  1
 SUB  Var_45    H121  C12  C3   O1    -61.20  30.0  3
 SUB  Var_46    H122  C12  C3   O1     60.70  30.0  3
 SUB  Var_47    H123  C12  C3   O1    179.65  30.0  3
 SUB  Var_48    H31   C3   O1   C11    62.12  30.0  1
 SUB  Var_49    H32   C3   O1   C11   -56.13  30.0  1

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
 SUB  chir_01  C2   N1  C4   C11  negativ
 SUB  chir_02  C16  N2  C15  C1   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
 SUB  plan-1  C4   0.020
 SUB  plan-1  C5   0.020
 SUB  plan-1  C6   0.020
 SUB  plan-1  C7   0.020
 SUB  plan-1  C8   0.020
 SUB  plan-1  C9   0.020
 SUB  plan-1  C10  0.020
 SUB  plan-1  H6   0.020
 SUB  plan-1  H7   0.020
 SUB  plan-1  H8   0.020
 SUB  plan-1  H9   0.020
 SUB  plan-1  H10  0.020
 SUB  plan-2  S2   0.020
 SUB  plan-2  C17  0.020
 SUB  plan-2  C18  0.020
 SUB  plan-2  C19  0.020
 SUB  plan-2  C20  0.020
 SUB  plan-2  C21  0.020
 SUB  plan-2  C22  0.020
 SUB  plan-2  C23  0.020
 SUB  plan-2  H18  0.020
 SUB  plan-2  H19  0.020
 SUB  plan-2  H21  0.020
 SUB  plan-2  H22  0.020
 SUB  plan-3  C1   0.020
 SUB  plan-3  N1   0.020
 SUB  plan-3  C2   0.020
 SUB  plan-3  O3   0.020
 SUB  plan-3  C16  0.020
 SUB  plan-3  HN1  0.020
 SUB  plan-4  C2   0.020
 SUB  plan-4  C11  0.020
 SUB  plan-4  O1   0.020
 SUB  plan-4  O2   0.020

