# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 10:57:42 2021
#   Inital geometry file: a 167 line input string
#   Ligand name: 4-[(~{E})-1-[4-(1-cyclopropylpiperidin-4-yl)phenyl]-5-oxidanyl-2-phenyl-pent-1-enyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCCC(/c1ccccc1)=C(\c2ccc(O)cc2)c3ccc(cc3)C4CCN(CC4)C5CC5
#
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
 DL9  DL9  4-[(~{E})-1-[4-(1-cyclopropylpiperidin-4-yl)phenyl]-5-oxidanyl-2-phenyl-pent-1-enyl]phenol  ligand  69  34  .  2022-07-24  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_DL9
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
 DL9  N1   N  NT    0  -0.432  -44.1068  -13.9137   -1.8205
 DL9  C4   C  C     0   0.071  -42.3798  -11.2209  -10.5412
 DL9  C5   C  CR6   0   0.043  -43.7999  -10.9192  -10.2302
 DL9  C6   C  CR16  0  -0.269  -44.1298  -10.0544   -9.1867
 DL9  C7   C  CR16  0  -0.239  -45.4528   -9.7484   -8.9063
 DL9  C8   C  CR16  0  -0.272  -46.4746  -10.3016   -9.6675
 DL9  C10  C  CR16  0  -0.306  -44.8334  -11.4521  -11.0005
 DL9  C13  C  CR16  0  -0.284  -39.2751  -10.8401  -10.2395
 DL9  C15  C  CR6   0   0.342  -37.3211  -12.2392  -10.1533
 DL9  C17  C  CR16  0  -0.279  -39.4795  -13.1131   -9.5474
 DL9  C20  C  CR16  0  -0.330  -43.5158  -13.4659   -6.8801
 DL9  C21  C  CR6   0   0.180  -42.9188  -12.9845   -5.7192
 DL9  C22  C  CR16  0  -0.306  -41.8540  -12.0938   -5.8599
 DL9  C24  C  CH1   0  -0.326  -43.4243  -13.3918   -4.3594
 DL9  C26  C  CH2   0  -0.284  -42.6686  -13.9539   -2.0024
 DL9  C28  C  CH2   0  -0.469  -44.0070  -12.2011   -3.5950
 DL9  C1   C  CH2   0  -0.158  -41.5719   -9.0558  -13.6637
 DL9  C12  C  CR6   0   0.011  -40.0923  -11.8894   -9.8182
 DL9  C14  C  CR16  0  -0.326  -37.9101  -11.0039  -10.4096
 DL9  C16  C  CR16  0  -0.368  -38.1174  -13.2967   -9.7188
 DL9  C18  C  CR6   0   0.006  -42.0320  -12.1606   -8.2725
 DL9  C19  C  CR16  0  -0.262  -43.0826  -13.0630   -8.1354
 DL9  C23  C  CR16  0  -0.269  -41.4121  -11.6983   -7.1109
 DL9  C25  C  CH2   0  -0.429  -42.3410  -14.0627   -3.4957
 DL9  C27  C  CH2   0  -0.254  -44.6685  -12.6563   -2.2885
 DL9  C29  C  CH1   0  -0.072  -44.5319  -14.2245   -0.4976
 DL9  C3   C  CH2   0  -0.517  -41.9682  -10.8999  -11.9528
 DL9  C30  C  CH2   0  -0.496  -45.8704  -14.8713   -0.3288
 DL9  C31  C  CH2   0  -0.502  -44.6150  -15.6635   -0.1046
 DL9  C9   C  CR16  0  -0.240  -46.1589  -11.1542  -10.7171
 DL9  O1   O  OH1   0  -0.674  -42.4659   -9.6427  -14.5853
 DL9  H8   H  HCR6  0   0.245  -43.3399   -9.6134   -8.5920
 DL9  H9   H  HCR6  0   0.251  -45.6855   -9.0743   -8.0916
 DL9  H10  H  HCR6  0   0.252  -47.5079  -10.0659   -9.4478
 DL9  H12  H  HCR6  0   0.248  -44.6066  -12.1230  -11.8207
 DL9  H13  H  HCR6  0   0.254  -39.7076   -9.8646  -10.4224
 DL9  H17  H  HCR6  0   0.251  -40.0768  -13.9468   -9.1985
 DL9  H19  H  HCR6  0   0.242  -44.3346  -14.1725   -6.8052
 DL9  H20  H  HCR6  0   0.241  -41.3583  -11.6978   -4.9808
 DL9  H22  H  HCH1  0   0.243  -44.2306  -14.1157   -4.5096
 DL9  H25  H  HCH2  0   0.241  -42.2727  -14.8200   -1.4698
 DL9  H26  H  HCH2  0   0.196  -42.1761  -13.0696   -1.5642
 DL9  H29  H  HCH2  0   0.228  -43.2053  -11.4857   -3.3897
 DL9  H30  H  HCH2  0   0.246  -44.7363  -11.6708   -4.2103
 DL9  H2   H  HCH2  0   0.191  -40.5442   -9.4105  -13.8211
 DL9  H3   H  HCH2  0   0.204  -41.5485   -7.9635  -13.7717
 DL9  H14  H  HCR6  0   0.262  -37.2978  -10.1699  -10.7299
 DL9  H16  H  HCR6  0   0.270  -37.6748  -14.2638   -9.5080
 DL9  H18  H  HCR6  0   0.243  -43.5668  -13.4596   -9.0189
 DL9  H5   H  HCH2  0   0.231  -41.3420   -8.8696  -11.5655
 DL9  H4   H  HCH2  0   0.233  -43.0090   -9.0045  -12.0700
 DL9  H21  H  HCR6  0   0.240  -40.5822  -11.0059   -7.1881
 DL9  H24  H  HCH2  0   0.233  -42.2521  -15.1111   -3.7880
 DL9  H23  H  HCH2  0   0.225  -41.3655  -13.6075   -3.6810
 DL9  H28  H  HCH2  0   0.197  -44.5594  -11.8614   -1.5327
 DL9  H27  H  HCH2  0   0.226  -45.7421  -12.7980   -2.4400
 DL9  H31  H  HCH1  0   0.224  -44.2368  -13.5233    0.2890
 DL9  H7   H  HCH2  0   0.248  -42.6512  -11.4129  -12.6362
 DL9  H6   H  HCH2  0   0.241  -40.9731  -11.2935  -12.1666
 DL9  H33  H  HCH2  0   0.245  -46.4701  -14.5970    0.5296
 DL9  H32  H  HCH2  0   0.245  -46.4351  -15.0779   -1.2294
 DL9  H34  H  HCH2  0   0.245  -44.3465  -16.3969   -0.8550
 DL9  H35  H  HCH2  0   0.246  -44.3480  -15.9352    0.9084
 DL9  H11  H  HCR6  0   0.252  -46.9463  -11.5885  -11.3200
 DL9  H1   H  HOH1  0   0.453  -42.1440   -9.4616  -15.4726
 DL9  H15  H  HOH1  0   0.474  -35.6972  -13.2441  -10.1008
 DL9  C11  C  C     0   0.030  -41.5487  -11.7185   -9.6042
 DL9  O2   O  OH1   0  -0.632  -35.9900  -12.3550  -10.3301
 DL9  C2   C  CH2   0  -0.453  -42.0059   -9.3998  -12.2536

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
 DL9  O1   C1   single    1.412  0.020  1.412
 DL9  C1   C2   single    1.515  0.020  1.515
 DL9  C2   C3   single    1.530  0.020  1.530
 DL9  C3   C4   single    1.505  0.020  1.505
 DL9  C10  C9   aromatic  1.388  0.020  1.388
 DL9  C10  C5   aromatic  1.395  0.020  1.395
 DL9  C9   C8   aromatic  1.389  0.020  1.389
 DL9  C4   C5   single    1.485  0.020  1.485
 DL9  C4   C11  double    1.348  0.020  1.348
 DL9  C5   C6   aromatic  1.395  0.020  1.395
 DL9  O2   C15  single    1.348  0.020  1.348
 DL9  C14  C15  aromatic  1.392  0.020  1.392
 DL9  C14  C13  aromatic  1.385  0.020  1.385
 DL9  C15  C16  aromatic  1.393  0.020  1.393
 DL9  C13  C12  aromatic  1.395  0.020  1.395
 DL9  C16  C17  aromatic  1.385  0.020  1.385
 DL9  C8   C7   aromatic  1.389  0.020  1.389
 DL9  C12  C17  aromatic  1.395  0.020  1.395
 DL9  C12  C11  single    1.482  0.020  1.482
 DL9  C11  C18  single    1.484  0.020  1.484
 DL9  C6   C7   aromatic  1.387  0.020  1.387
 DL9  C18  C19  aromatic  1.392  0.020  1.392
 DL9  C18  C23  aromatic  1.395  0.020  1.395
 DL9  C19  C20  aromatic  1.388  0.020  1.388
 DL9  C23  C22  aromatic  1.384  0.020  1.384
 DL9  C20  C21  aromatic  1.391  0.020  1.391
 DL9  C22  C21  aromatic  1.395  0.020  1.395
 DL9  C21  C24  single    1.507  0.020  1.507
 DL9  C24  C28  single    1.530  0.020  1.530
 DL9  C24  C25  single    1.539  0.020  1.539
 DL9  C28  C27  single    1.534  0.020  1.534
 DL9  C25  C26  single    1.533  0.020  1.533
 DL9  C27  N1   single    1.454  0.020  1.454
 DL9  C26  N1   single    1.450  0.020  1.450
 DL9  N1   C29  single    1.424  0.020  1.424
 DL9  C29  C30  single    1.496  0.020  1.496
 DL9  C29  C31  single    1.494  0.020  1.494
 DL9  C30  C31  single    1.501  0.020  1.501
 DL9  C6   H8   single    0.930  0.020  1.080
 DL9  C7   H9   single    0.930  0.020  1.080
 DL9  C8   H10  single    0.930  0.020  1.080
 DL9  C10  H12  single    0.930  0.020  1.080
 DL9  C13  H13  single    0.930  0.020  1.080
 DL9  C17  H17  single    0.930  0.020  1.080
 DL9  C20  H19  single    0.930  0.020  1.080
 DL9  C22  H20  single    0.930  0.020  1.080
 DL9  C24  H22  single    0.970  0.020  1.090
 DL9  C26  H25  single    0.970  0.020  1.090
 DL9  C26  H26  single    0.970  0.020  1.090
 DL9  C28  H29  single    0.970  0.020  1.090
 DL9  C28  H30  single    0.970  0.020  1.090
 DL9  C1   H2   single    0.970  0.020  1.090
 DL9  C1   H3   single    0.970  0.020  1.090
 DL9  C14  H14  single    0.930  0.020  1.080
 DL9  C16  H16  single    0.930  0.020  1.080
 DL9  C19  H18  single    0.930  0.020  1.080
 DL9  C2   H5   single    0.970  0.020  1.090
 DL9  C2   H4   single    0.970  0.020  1.090
 DL9  C23  H21  single    0.930  0.020  1.080
 DL9  C25  H24  single    0.970  0.020  1.090
 DL9  C25  H23  single    0.970  0.020  1.090
 DL9  C27  H28  single    0.970  0.020  1.090
 DL9  C27  H27  single    0.970  0.020  1.090
 DL9  C29  H31  single    0.970  0.020  1.090
 DL9  C3   H7   single    0.970  0.020  1.090
 DL9  C3   H6   single    0.970  0.020  1.090
 DL9  C30  H33  single    0.970  0.020  1.090
 DL9  C30  H32  single    0.970  0.020  1.090
 DL9  C31  H34  single    0.970  0.020  1.090
 DL9  C31  H35  single    0.970  0.020  1.090
 DL9  C9   H11  single    0.930  0.020  1.080
 DL9  O1   H1   single    0.850  0.020  0.980
 DL9  O2   H15  single    0.850  0.020  0.980

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
 DL9  C29  N1   C27  111.86  3.000
 DL9  C29  N1   C26  113.99  3.000
 DL9  C27  N1   C26  111.51  3.000
 DL9  C3   C4   C11  124.21  3.000
 DL9  C11  C4   C5   121.28  3.000
 DL9  C3   C4   C5   114.50  3.000
 DL9  C10  C5   C6   118.34  3.000
 DL9  C6   C5   C4   120.59  3.000
 DL9  C10  C5   C4   121.03  3.000
 DL9  H8   C6   C7   119.68  3.000
 DL9  H8   C6   C5   119.40  3.000
 DL9  C7   C6   C5   120.92  3.000
 DL9  H9   C7   C8   120.14  3.000
 DL9  H9   C7   C6   119.64  3.000
 DL9  C8   C7   C6   120.21  3.000
 DL9  H10  C8   C9   120.27  3.000
 DL9  H10  C8   C7   120.29  3.000
 DL9  C9   C8   C7   119.44  3.000
 DL9  H12  C10  C9   119.17  3.000
 DL9  H12  C10  C5   119.96  3.000
 DL9  C9   C10  C5   120.86  3.000
 DL9  H13  C13  C14  118.65  3.000
 DL9  H13  C13  C12  119.65  3.000
 DL9  C14  C13  C12  121.69  3.000
 DL9  O2   C15  C16  122.70  3.000
 DL9  C16  C15  C14  119.27  3.000
 DL9  O2   C15  C14  118.03  3.000
 DL9  H17  C17  C16  118.69  3.000
 DL9  H17  C17  C12  119.70  3.000
 DL9  C16  C17  C12  121.62  3.000
 DL9  H19  C20  C19  119.18  3.000
 DL9  H19  C20  C21  119.46  3.000
 DL9  C19  C20  C21  121.36  3.000
 DL9  C24  C21  C22  121.30  3.000
 DL9  C24  C21  C20  121.03  3.000
 DL9  C22  C21  C20  117.66  3.000
 DL9  H20  C22  C23  118.85  3.000
 DL9  H20  C22  C21  120.02  3.000
 DL9  C23  C22  C21  121.13  3.000
 DL9  H22  C24  C25  107.89  3.000
 DL9  H22  C24  C28  107.63  3.000
 DL9  C25  C24  C28  109.07  3.000
 DL9  H22  C24  C21  107.59  3.000
 DL9  C25  C24  C21  112.83  3.000
 DL9  C28  C24  C21  111.61  3.000
 DL9  H26  C26  H25  106.28  3.000
 DL9  H26  C26  C25  110.40  3.000
 DL9  H25  C26  C25  109.98  3.000
 DL9  H26  C26  N1   111.76  3.000
 DL9  H25  C26  N1   108.70  3.000
 DL9  C25  C26  N1   109.65  3.000
 DL9  H30  C28  H29  106.12  3.000
 DL9  H30  C28  C27  109.65  3.000
 DL9  H29  C28  C27  110.51  3.000
 DL9  H30  C28  C24  110.53  3.000
 DL9  H29  C28  C24  108.88  3.000
 DL9  C27  C28  C24  111.03  3.000
 DL9  H3   C1   H2   106.69  3.000
 DL9  H3   C1   O1   111.28  3.000
 DL9  H2   C1   O1   111.38  3.000
 DL9  H3   C1   C2   108.88  3.000
 DL9  H2   C1   C2   109.15  3.000
 DL9  O1   C1   C2   109.38  3.000
 DL9  C11  C12  C17  120.32  3.000
 DL9  C11  C12  C13  122.18  3.000
 DL9  C17  C12  C13  117.45  3.000
 DL9  H14  C14  C15  119.89  3.000
 DL9  H14  C14  C13  120.16  3.000
 DL9  C15  C14  C13  119.94  3.000
 DL9  H16  C16  C17  119.71  3.000
 DL9  H16  C16  C15  120.28  3.000
 DL9  C17  C16  C15  120.00  3.000
 DL9  C23  C18  C19  117.92  3.000
 DL9  C23  C18  C11  120.24  3.000
 DL9  C19  C18  C11  121.83  3.000
 DL9  H18  C19  C18  119.65  3.000
 DL9  H18  C19  C20  119.48  3.000
 DL9  C18  C19  C20  120.86  3.000
 DL9  H21  C23  C18  119.52  3.000
 DL9  H21  C23  C22  119.43  3.000
 DL9  C18  C23  C22  121.05  3.000
 DL9  H23  C25  H24  106.38  3.000
 DL9  H23  C25  C26  109.07  3.000
 DL9  H24  C25  C26  110.27  3.000
 DL9  H23  C25  C24  110.58  3.000
 DL9  H24  C25  C24  108.99  3.000
 DL9  C26  C25  C24  111.42  3.000
 DL9  H27  C27  H28  106.59  3.000
 DL9  H27  C27  C28  110.12  3.000
 DL9  H28  C27  C28  109.11  3.000
 DL9  H27  C27  N1   108.17  3.000
 DL9  H28  C27  N1   111.38  3.000
 DL9  C28  C27  N1   111.36  3.000
 DL9  H31  C29  C31  116.30  3.000
 DL9  H31  C29  C30  115.92  3.000
 DL9  C31  C29  C30   60.28  3.000
 DL9  H31  C29  N1   116.58  3.000
 DL9  C31  C29  N1   118.12  3.000
 DL9  C30  C29  N1   117.80  3.000
 DL9  H6   C3   H7   106.13  3.000
 DL9  H6   C3   C2   109.72  3.000
 DL9  H7   C3   C2   108.75  3.000
 DL9  H6   C3   C4   110.87  3.000
 DL9  H7   C3   C4   108.37  3.000
 DL9  C2   C3   C4   112.74  3.000
 DL9  H32  C30  H33  114.77  3.000
 DL9  H32  C30  C31  117.36  3.000
 DL9  H33  C30  C31  118.59  3.000
 DL9  H32  C30  C29  117.08  3.000
 DL9  H33  C30  C29  118.40  3.000
 DL9  C31  C30  C29   59.79  3.000
 DL9  H35  C31  H34  114.67  3.000
 DL9  H35  C31  C30  118.59  3.000
 DL9  H34  C31  C30  117.46  3.000
 DL9  H35  C31  C29  118.32  3.000
 DL9  H34  C31  C29  117.14  3.000
 DL9  C30  C31  C29   59.93  3.000
 DL9  H11  C9   C10  119.66  3.000
 DL9  H11  C9   C8   120.13  3.000
 DL9  C10  C9   C8   120.22  3.000
 DL9  H1   O1   C1   108.19  3.000
 DL9  C18  C11  C12  114.54  3.000
 DL9  C18  C11  C4   122.21  3.000
 DL9  C12  C11  C4   123.24  3.000
 DL9  H15  O2   C15  110.37  3.000
 DL9  H4   C2   H5   106.02  3.000
 DL9  H4   C2   C3   110.12  3.000
 DL9  H5   C2   C3   109.67  3.000
 DL9  H4   C2   C1   109.69  3.000
 DL9  H5   C2   C1   107.56  3.000
 DL9  C3   C2   C1   113.48  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
 DL9  CONST_01  C8   C9   C10  C5      0.00   0.0  0
 DL9  CONST_02  C8   C7   C6   C5      0.00   0.0  0
 DL9  CONST_03  C9   C10  C5   C6      0.00   0.0  0
 DL9  CONST_04  C9   C8   C7   C6      0.00   0.0  0
 DL9  CONST_05  C10  C9   C8   C7      0.00   0.0  0
 DL9  CONST_06  C10  C5   C6   C7      0.00   0.0  0
 DL9  CONST_07  C16  C15  C14  C13     0.00   0.0  0
 DL9  CONST_08  C16  C17  C12  C13     0.00   0.0  0
 DL9  CONST_09  C12  C13  C14  C15     0.00   0.0  0
 DL9  CONST_10  C12  C17  C16  C15     0.00   0.0  0
 DL9  CONST_11  C14  C15  C16  C17     0.00   0.0  0
 DL9  CONST_12  C14  C13  C12  C17     0.00   0.0  0
 DL9  CONST_13  C23  C18  C19  C20     0.00   0.0  0
 DL9  CONST_14  C23  C22  C21  C20     0.00   0.0  0
 DL9  CONST_15  C18  C19  C20  C21     0.00   0.0  0
 DL9  CONST_16  C18  C23  C22  C21     0.00   0.0  0
 DL9  CONST_17  C19  C18  C23  C22     0.00   0.0  0
 DL9  CONST_18  C19  C20  C21  C22     0.00   0.0  0
 DL9  CONST_19  C19  C20  C21  C24   180.00   0.0  0
 DL9  CONST_20  C23  C22  C21  C24   180.00   0.0  0
 DL9  CONST_21  C9   C10  C5   C4    180.00   0.0  0
 DL9  CONST_22  C7   C6   C5   C4    180.00   0.0  0
 DL9  CONST_23  O2   C15  C14  C13   180.00   0.0  0
 DL9  CONST_24  O2   C15  C16  C17   180.00   0.0  0
 DL9  CONST_25  C11  C18  C19  C20   180.00   0.0  0
 DL9  CONST_26  C11  C18  C23  C22   180.00   0.0  0
 DL9  CONST_27  C14  C13  C12  C11   180.00   0.0  0
 DL9  CONST_28  C16  C17  C12  C11   180.00   0.0  0
 DL9  CONST_29  H11  C9   C10  C5    180.00   0.0  0
 DL9  CONST_30  H9   C7   C6   C5    180.00   0.0  0
 DL9  CONST_31  H12  C10  C5   C6    180.00   0.0  0
 DL9  CONST_32  H10  C8   C7   C6    180.00   0.0  0
 DL9  CONST_33  H8   C6   C7   C8    180.00   0.0  0
 DL9  CONST_34  H17  C17  C12  C13   180.00   0.0  0
 DL9  CONST_35  H13  C13  C14  C15   180.00   0.0  0
 DL9  CONST_36  H20  C22  C21  C20   180.00   0.0  0
 DL9  CONST_37  H18  C19  C20  C21   180.00   0.0  0
 DL9  CONST_38  H21  C23  C22  C21   180.00   0.0  0
 DL9  CONST_39  H19  C20  C21  C22   180.00   0.0  0
 DL9  CONST_40  H14  C14  C13  C12   180.00   0.0  0
 DL9  CONST_41  H16  C16  C17  C12   180.00   0.0  0
 DL9  Var_01    C24  C28  C27  N1     24.72  30.0  1
 DL9  Var_02    C24  C25  C26  N1     29.59  30.0  1
 DL9  Var_03    C31  C30  C29  N1    108.21  30.0  1
 DL9  Var_04    C28  C27  N1   C26    40.39  30.0  1
 DL9  Var_05    C30  C29  N1   C26  -149.98  30.0  3
 DL9  Var_06    C27  N1   C26  C25   -70.48  30.0  1
 DL9  Var_07    C18  C11  C12  C13  -127.12  30.0  2
 DL9  Var_08    C19  C18  C11  C12  -126.74  30.0  2
 DL9  Var_09    C12  C11  C4   C5   -172.74   0.0  2
 DL9  Var_10    C3   C4   C5   C6   -122.70  30.0  3
 DL9  Var_11    C2   C3   C4   C5     65.96  30.0  2
 DL9  Var_12    C1   C2   C3   C4    179.02  30.0  2
 DL9  Var_13    O1   C1   C2   C3     62.78  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
 DL9  chir_01  C24  C21  C28  C25  positiv
 DL9  chir_02  C29  N1   C30  C31  both

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
 DL9  plan-1  C4   0.020
 DL9  plan-1  C5   0.020
 DL9  plan-1  C6   0.020
 DL9  plan-1  C7   0.020
 DL9  plan-1  C8   0.020
 DL9  plan-1  C10  0.020
 DL9  plan-1  C9   0.020
 DL9  plan-1  H8   0.020
 DL9  plan-1  H9   0.020
 DL9  plan-1  H10  0.020
 DL9  plan-1  H12  0.020
 DL9  plan-1  H11  0.020
 DL9  plan-2  C4   0.020
 DL9  plan-2  C5   0.020
 DL9  plan-2  C12  0.020
 DL9  plan-2  C18  0.020
 DL9  plan-2  C3   0.020
 DL9  plan-2  C11  0.020
 DL9  plan-3  C13  0.020
 DL9  plan-3  C15  0.020
 DL9  plan-3  C17  0.020
 DL9  plan-3  C12  0.020
 DL9  plan-3  C14  0.020
 DL9  plan-3  C16  0.020
 DL9  plan-3  H13  0.020
 DL9  plan-3  H17  0.020
 DL9  plan-3  H14  0.020
 DL9  plan-3  H16  0.020
 DL9  plan-3  C11  0.020
 DL9  plan-3  O2   0.020
 DL9  plan-4  C20  0.020
 DL9  plan-4  C21  0.020
 DL9  plan-4  C22  0.020
 DL9  plan-4  C24  0.020
 DL9  plan-4  C18  0.020
 DL9  plan-4  C19  0.020
 DL9  plan-4  C23  0.020
 DL9  plan-4  H19  0.020
 DL9  plan-4  H20  0.020
 DL9  plan-4  H18  0.020
 DL9  plan-4  H21  0.020
 DL9  plan-4  C11  0.020

