# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 20:04:45 2020
#   Inital geometry file: a 169 line input string
#   Ligand name: 2-[5-([1,1'-biphenyl]-3-yl)-4-{(1S)-1-[2-(piperidin-1-yl)ethoxy]ethyl}-1H-pyrazol-1-yl]pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](OCCN1CCCCC1)c2cnn(c3cc(ccn3)C(O)=O)c2c4cccc(c4)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
 H67  H67  '2-[5-([1,1'-biphenyl]-3-yl)-4-{(1S)-1-[2-(piperidin-1-yl)ethoxy]ethyl}-1H-pyrazol-1-yl]pyridine-4-carboxylic acid'  ligand  69  37  .  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_H67
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
 H67  C10  C  CR15  0  -0.059  -1.5688   1.5114   0.2921
 H67  C13  C  CH3   0  -0.678  -2.2001  -1.7772  -0.7235
 H67  C15  C  CH2   0  -0.160  -4.6252  -1.2490   1.0987
 H67  C20  C  CH2   0  -0.439  -8.3177   0.8450  -2.0468
 H67  C21  C  CH2   0  -0.435  -7.3521  -0.3203  -2.2201
 H67  C22  C  CH2   0  -0.282  -6.9745  -0.9149  -0.8719
 H67  C24  C  CR6   0   0.089   0.8410  -1.1174   1.0633
 H67  C26  C  CR6   0   0.115   2.6078  -2.6208   0.3556
 H67  C28  C  CR16  0  -0.310   4.8625  -3.5545  -0.1776
 H67  C03  C  CR6   0   0.031   3.5850   3.2791   0.2767
 H67  C04  C  CR16  0  -0.346   4.3563   2.6345   1.2388
 H67  C05  C  CR16  0  -0.044   3.7772   1.5935   1.9450
 H67  C07  C  CR6   0   0.511   1.8159   1.7979   0.8306
 H67  C11  C  CR5   0  -0.248  -1.3401   0.1536   0.5932
 H67  C12  C  CH1   0   0.001  -2.3379  -0.9627   0.5606
 H67  C16  C  CH2   0  -0.299  -5.9180  -0.4748   1.2504
 H67  C18  C  CH2   0  -0.274  -7.3522   1.1694   0.2444
 H67  C19  C  CH2   0  -0.437  -7.7416   1.8510  -1.0587
 H67  C23  C  CR5   0   0.440   0.0149   0.0713   0.8156
 H67  C25  C  CR16  0  -0.348   1.8335  -1.4807   0.1582
 H67  C27  C  CR6   0   0.085   3.6611  -2.9916  -0.6117
 H67  C29  C  CR16  0  -0.240   5.8516  -3.9045  -1.0852
 H67  C30  C  CR16  0  -0.266   5.6587  -3.6974  -2.4448
 H67  C31  C  CR16  0  -0.240   4.4683  -3.1367  -2.8887
 H67  C32  C  CR16  0  -0.313   3.4793  -2.7876  -1.9809
 H67  C33  C  CR16  0  -0.316   2.3599  -3.4066   1.4829
 H67  C34  C  CR16  0  -0.228   1.3655  -3.0566   2.3821
 H67  C35  C  CR16  0  -0.307   0.6049  -1.9148   2.1780
 H67  C36  C  CR16  0  -0.363   2.2858   2.8512   0.0558
 H67  N06  N  N     0  -0.397   2.5286   1.1902   1.7568
 H67  N08  N  NR5   0  -0.455   0.5009   1.3353   0.6471
 H67  N09  N  N     0  -0.272  -0.4568   2.2096   0.3284
 H67  N17  N  NT    0  -0.409  -6.4096   0.0900   0.0107
 H67  O01  O  O     0  -0.420   3.4485   4.9693  -1.3880
 H67  O14  O  O2    0  -0.487  -3.6089  -0.3687   0.6822
 H67  O37  O  OH1   0  -0.585   5.3493   4.7279  -0.2421
 H67  H1   H  HCR5  0   0.268  -2.5045   1.9946   0.0570
 H67  H2   H  HCH3  0   0.229  -2.3369  -1.1423  -1.5998
 H67  H3   H  HCH3  0   0.234  -1.2064  -2.2229  -0.7813
 H67  H4   H  HCH3  0   0.237  -2.9252  -2.5911  -0.7669
 H67  H5   H  HCH2  0   0.210  -4.3732  -1.6968   2.0705
 H67  H6   H  HCH2  0   0.203  -4.7455  -2.0830   0.3969
 H67  H7   H  HCH2  0   0.230  -8.5256   1.3218  -3.0074
 H67  H8   H  HCH2  0   0.209  -9.2758   0.4713  -1.6692
 H67  H9   H  HCH2  0   0.228  -7.7902  -1.0998  -2.8475
 H67  H10  H  HCH2  0   0.213  -6.4445   0.0247  -2.7254
 H67  H11  H  HCH2  0   0.180  -7.8671  -1.3850  -0.4175
 H67  H12  H  HCH2  0   0.233  -6.2470  -1.7146  -1.0224
 H67  H13  H  HCR6  0   0.255   5.0368  -3.7036   0.8806
 H67  H14  H  HCR6  0   0.287   5.3763   2.9205   1.4484
 H67  H15  H  HCR6  0   0.280   4.3429   1.0703   2.7060
 H67  H16  H  HCH1  0   0.213  -2.1601  -1.6353   1.4126
 H67  H17  H  HCH2  0   0.197  -6.6558  -1.1411   1.7301
 H67  H18  H  HCH2  0   0.232  -5.7412   0.3410   1.9569
 H67  H19  H  HCH2  0   0.230  -6.8888   1.8971   0.9153
 H67  H20  H  HCH2  0   0.178  -8.2663   0.8095   0.7530
 H67  H21  H  HCH2  0   0.213  -6.8542   2.3234  -1.4910
 H67  H22  H  HCH2  0   0.228  -8.4596   2.6477  -0.8518
 H67  H23  H  HCR6  0   0.257   2.0124  -0.8545  -0.7081
 H67  H24  H  HCR6  0   0.258   6.7781  -4.3341  -0.7272
 H67  H25  H  HCR6  0   0.258   6.4299  -3.9711  -3.1529
 H67  H26  H  HCR6  0   0.259   4.3035  -2.9774  -3.9465
 H67  H27  H  HCR6  0   0.254   2.5489  -2.3701  -2.3451
 H67  H28  H  HCR6  0   0.257   2.9327  -4.3106   1.6478
 H67  H29  H  HCR6  0   0.261   1.1805  -3.6797   3.2471
 H67  H30  H  HCR6  0   0.258  -0.1609  -1.6392   2.8921
 H67  H31  H  HCR6  0   0.293   1.6579   3.3117  -0.6927
 H67  H33  H  HOH1  0   0.495   5.6536   5.4662  -0.7917
 H67  C02  C  C     0   0.550   4.1040   4.4117  -0.5449

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
 H67  C20  C19  single    1.523  0.020  1.523
 H67  C20  C21  single    1.523  0.020  1.523
 H67  C18  C19  single    1.521  0.020  1.521
 H67  C18  N17  single    1.452  0.020  1.452
 H67  C13  C12  single    1.527  0.020  1.527
 H67  O14  C12  single    1.408  0.020  1.408
 H67  O14  C15  single    1.408  0.020  1.408
 H67  C21  C22  single    1.521  0.020  1.521
 H67  C22  N17  single    1.452  0.020  1.452
 H67  C16  N17  single    1.448  0.020  1.448
 H67  C16  C15  single    1.514  0.020  1.514
 H67  C12  C11  single    1.498  0.020  1.498
 H67  C10  C11  aromatic  1.409  0.020  1.409
 H67  C10  N09  aromatic  1.314  0.020  1.314
 H67  C11  C23  aromatic  1.376  0.020  1.376
 H67  N09  N08  aromatic  1.335  0.020  1.335
 H67  C23  N08  aromatic  1.365  0.020  1.365
 H67  C23  C24  single    1.469  0.020  1.469
 H67  N08  C07  single    1.406  0.020  1.406
 H67  C35  C24  aromatic  1.391  0.020  1.391
 H67  C35  C34  aromatic  1.387  0.020  1.387
 H67  C24  C25  aromatic  1.391  0.020  1.391
 H67  N06  C07  aromatic  1.317  0.020  1.317
 H67  N06  C05  aromatic  1.326  0.020  1.326
 H67  C34  C33  aromatic  1.386  0.020  1.386
 H67  C07  C36  aromatic  1.389  0.020  1.389
 H67  C25  C26  aromatic  1.392  0.020  1.392
 H67  C33  C26  aromatic  1.396  0.020  1.396
 H67  C05  C04  aromatic  1.385  0.020  1.385
 H67  C26  C27  single    1.477  0.020  1.477
 H67  C36  C03  aromatic  1.386  0.020  1.386
 H67  C27  C28  aromatic  1.396  0.020  1.396
 H67  C27  C32  aromatic  1.396  0.020  1.396
 H67  C04  C03  aromatic  1.391  0.020  1.391
 H67  C28  C29  aromatic  1.387  0.020  1.387
 H67  C03  C02  single    1.492  0.020  1.492
 H67  C32  C31  aromatic  1.387  0.020  1.387
 H67  C29  C30  aromatic  1.389  0.020  1.389
 H67  C31  C30  aromatic  1.389  0.020  1.389
 H67  C02  O01  double    1.205  0.020  1.205
 H67  C02  O37  single    1.320  0.020  1.320
 H67  C10  H1   single    0.930  0.020  1.080
 H67  C13  H2   single    0.970  0.020  1.090
 H67  C13  H3   single    0.970  0.020  1.090
 H67  C13  H4   single    0.970  0.020  1.090
 H67  C15  H5   single    0.970  0.020  1.090
 H67  C15  H6   single    0.970  0.020  1.090
 H67  C20  H7   single    0.970  0.020  1.090
 H67  C20  H8   single    0.970  0.020  1.090
 H67  C21  H9   single    0.970  0.020  1.090
 H67  C21  H10  single    0.970  0.020  1.090
 H67  C22  H11  single    0.970  0.020  1.090
 H67  C22  H12  single    0.970  0.020  1.090
 H67  C28  H13  single    0.930  0.020  1.080
 H67  C04  H14  single    0.930  0.020  1.080
 H67  C05  H15  single    0.930  0.020  1.080
 H67  C12  H16  single    0.970  0.020  1.090
 H67  C16  H17  single    0.970  0.020  1.090
 H67  C16  H18  single    0.970  0.020  1.090
 H67  C18  H19  single    0.970  0.020  1.090
 H67  C18  H20  single    0.970  0.020  1.090
 H67  C19  H21  single    0.970  0.020  1.090
 H67  C19  H22  single    0.970  0.020  1.090
 H67  C25  H23  single    0.930  0.020  1.080
 H67  C29  H24  single    0.930  0.020  1.080
 H67  C30  H25  single    0.930  0.020  1.080
 H67  C31  H26  single    0.930  0.020  1.080
 H67  C32  H27  single    0.930  0.020  1.080
 H67  C33  H28  single    0.930  0.020  1.080
 H67  C34  H29  single    0.930  0.020  1.080
 H67  C35  H30  single    0.930  0.020  1.080
 H67  C36  H31  single    0.930  0.020  1.080
 H67  O37  H33  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
 H67  H1   C10  N09  120.14  3.000
 H67  H1   C10  C11  128.22  3.000
 H67  N09  C10  C11  111.64  3.000
 H67  H4   C13  H3   107.37  3.000
 H67  H4   C13  H2   108.60  3.000
 H67  H3   C13  H2   108.03  3.000
 H67  H4   C13  C12  111.81  3.000
 H67  H3   C13  C12  110.17  3.000
 H67  H2   C13  C12  110.73  3.000
 H67  H6   C15  H5   106.32  3.000
 H67  H6   C15  O14  111.44  3.000
 H67  H5   C15  O14  110.53  3.000
 H67  H6   C15  C16  111.06  3.000
 H67  H5   C15  C16  108.39  3.000
 H67  O14  C15  C16  109.04  3.000
 H67  H8   C20  H7   106.59  3.000
 H67  H8   C20  C19  109.42  3.000
 H67  H7   C20  C19  110.75  3.000
 H67  H8   C20  C21  109.42  3.000
 H67  H7   C20  C21  110.76  3.000
 H67  C19  C20  C21  109.84  3.000
 H67  H10  C21  H9   107.00  3.000
 H67  H10  C21  C22  109.06  3.000
 H67  H9   C21  C22  109.25  3.000
 H67  H10  C21  C20  109.70  3.000
 H67  H9   C21  C20  110.92  3.000
 H67  C22  C21  C20  110.83  3.000
 H67  H12  C22  H11  106.45  3.000
 H67  H12  C22  N17  109.36  3.000
 H67  H11  C22  N17  111.00  3.000
 H67  H12  C22  C21  109.25  3.000
 H67  H11  C22  C21  109.26  3.000
 H67  N17  C22  C21  111.39  3.000
 H67  C35  C24  C25  119.52  3.000
 H67  C25  C24  C23  120.19  3.000
 H67  C35  C24  C23  120.25  3.000
 H67  C33  C26  C27  120.92  3.000
 H67  C27  C26  C25  120.61  3.000
 H67  C33  C26  C25  118.47  3.000
 H67  H13  C28  C29  119.33  3.000
 H67  H13  C28  C27  119.87  3.000
 H67  C29  C28  C27  120.79  3.000
 H67  C36  C03  C04  119.14  3.000
 H67  C04  C03  C02  122.65  3.000
 H67  C36  C03  C02  118.21  3.000
 H67  H14  C04  C05  119.68  3.000
 H67  H14  C04  C03  122.35  3.000
 H67  C05  C04  C03  117.97  3.000
 H67  H15  C05  N06  116.41  3.000
 H67  H15  C05  C04  120.20  3.000
 H67  N06  C05  C04  123.38  3.000
 H67  N08  C07  N06  116.49  3.000
 H67  N06  C07  C36  123.98  3.000
 H67  N08  C07  C36  119.53  3.000
 H67  C23  C11  C12  127.97  3.000
 H67  C23  C11  C10  104.60  3.000
 H67  C12  C11  C10  127.25  3.000
 H67  H16  C12  O14  109.69  3.000
 H67  H16  C12  C11  109.34  3.000
 H67  O14  C12  C11  106.56  3.000
 H67  H16  C12  C13  108.10  3.000
 H67  C11  C12  C13  110.85  3.000
 H67  O14  C12  C13  112.28  3.000
 H67  H18  C16  H17  106.11  3.000
 H67  H18  C16  N17  108.48  3.000
 H67  H17  C16  N17  112.37  3.000
 H67  H18  C16  C15  107.94  3.000
 H67  H17  C16  C15  107.79  3.000
 H67  N17  C16  C15  113.79  3.000
 H67  H20  C18  H19  106.55  3.000
 H67  H20  C18  N17  111.63  3.000
 H67  H19  C18  N17  108.58  3.000
 H67  H20  C18  C19  109.15  3.000
 H67  H19  C18  C19  109.64  3.000
 H67  N17  C18  C19  111.18  3.000
 H67  H22  C19  H21  107.04  3.000
 H67  H22  C19  C18  109.44  3.000
 H67  H21  C19  C18  108.92  3.000
 H67  H22  C19  C20  110.85  3.000
 H67  H21  C19  C20  109.60  3.000
 H67  C18  C19  C20  110.89  3.000
 H67  N08  C23  C11  105.99  3.000
 H67  N08  C23  C24  124.76  3.000
 H67  C11  C23  C24  129.04  3.000
 H67  H23  C25  C26  119.65  3.000
 H67  H23  C25  C24  119.13  3.000
 H67  C26  C25  C24  121.21  3.000
 H67  C32  C27  C28  118.42  3.000
 H67  C32  C27  C26  120.83  3.000
 H67  C28  C27  C26  120.74  3.000
 H67  H24  C29  C30  120.13  3.000
 H67  H24  C29  C28  119.62  3.000
 H67  C30  C29  C28  120.25  3.000
 H67  H25  C30  C31  120.25  3.000
 H67  H25  C30  C29  120.26  3.000
 H67  C31  C30  C29  119.49  3.000
 H67  H26  C31  C32  119.60  3.000
 H67  H26  C31  C30  120.16  3.000
 H67  C32  C31  C30  120.24  3.000
 H67  H27  C32  C31  119.31  3.000
 H67  H27  C32  C27  119.87  3.000
 H67  C31  C32  C27  120.81  3.000
 H67  H28  C33  C34  119.45  3.000
 H67  H28  C33  C26  119.93  3.000
 H67  C34  C33  C26  120.60  3.000
 H67  H29  C34  C35  119.86  3.000
 H67  H29  C34  C33  119.74  3.000
 H67  C35  C34  C33  120.40  3.000
 H67  H30  C35  C34  120.02  3.000
 H67  H30  C35  C24  120.19  3.000
 H67  C34  C35  C24  119.79  3.000
 H67  H31  C36  C07  120.87  3.000
 H67  H31  C36  C03  121.59  3.000
 H67  C07  C36  C03  117.54  3.000
 H67  C07  N06  C05  117.98  3.000
 H67  N09  N08  C23  112.36  3.000
 H67  C23  N08  C07  128.44  3.000
 H67  N09  N08  C07  119.11  3.000
 H67  N08  N09  C10  105.41  3.000
 H67  C18  N17  C16  111.87  3.000
 H67  C16  N17  C22  112.48  3.000
 H67  C18  N17  C22  111.09  3.000
 H67  C12  O14  C15  114.43  3.000
 H67  H33  O37  C02  110.40  3.000
 H67  O37  C02  O01  124.26  3.000
 H67  O37  C02  C03  112.55  3.000
 H67  O01  C02  C03  123.19  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
 H67  CONST_01  N08  C23  C11  C10    0.00   0.0  0
 H67  CONST_02  C24  C23  C11  C10  180.00   0.0  0
 H67  CONST_03  C23  N08  N09  C10    0.00   0.0  0
 H67  CONST_04  C07  N08  N09  C10  180.00   0.0  0
 H67  CONST_05  N09  N08  C23  C24  180.00   0.0  0
 H67  CONST_06  C07  N08  C23  C24    0.00   0.0  0
 H67  CONST_07  C33  C34  C35  C24    0.00   0.0  0
 H67  CONST_08  C33  C26  C25  C24    0.00   0.0  0
 H67  CONST_09  C27  C26  C25  C24  180.00   0.0  0
 H67  CONST_10  C23  C24  C25  C26  180.00   0.0  0
 H67  CONST_11  C35  C24  C25  C26    0.00   0.0  0
 H67  CONST_12  C35  C34  C33  C26    0.00   0.0  0
 H67  CONST_13  C29  C28  C27  C26  180.00   0.0  0
 H67  CONST_14  C31  C32  C27  C26  180.00   0.0  0
 H67  CONST_17  C31  C32  C27  C28    0.00   0.0  0
 H67  CONST_18  C31  C30  C29  C28    0.00   0.0  0
 H67  CONST_19  N08  C07  C36  C03  180.00   0.0  0
 H67  CONST_20  N06  C07  C36  C03    0.00   0.0  0
 H67  CONST_21  N06  C05  C04  C03    0.00   0.0  0
 H67  CONST_22  C07  N06  C05  C04    0.00   0.0  0
 H67  CONST_23  C07  C36  C03  C04    0.00   0.0  0
 H67  CONST_24  N08  C07  N06  C05  180.00   0.0  0
 H67  CONST_25  C36  C07  N06  C05    0.00   0.0  0
 H67  CONST_26  C36  C03  C04  C05    0.00   0.0  0
 H67  CONST_27  C11  C23  N08  C07  180.00   0.0  0
 H67  CONST_28  N08  N09  C10  C11    0.00   0.0  0
 H67  CONST_29  N09  N08  C23  C11    0.00   0.0  0
 H67  CONST_32  N09  C10  C11  C23    0.00   0.0  0
 H67  CONST_35  C34  C35  C24  C23  180.00   0.0  0
 H67  CONST_37  C34  C35  C24  C25    0.00   0.0  0
 H67  CONST_38  C34  C33  C26  C25    0.00   0.0  0
 H67  CONST_40  C34  C33  C26  C27  180.00   0.0  0
 H67  CONST_41  C30  C29  C28  C27    0.00   0.0  0
 H67  CONST_42  C30  C31  C32  C27    0.00   0.0  0
 H67  CONST_43  C32  C27  C28  C29    0.00   0.0  0
 H67  CONST_44  C32  C31  C30  C29    0.00   0.0  0
 H67  CONST_49  C12  C11  C23  C24    0.00   0.0  0
 H67  CONST_50  C07  C36  C03  C02  180.00   0.0  0
 H67  CONST_51  C05  C04  C03  C02  180.00   0.0  0
 H67  CONST_52  N09  C10  C11  C12  180.00   0.0  0
 H67  CONST_53  N08  C23  C11  C12  180.00   0.0  0
 H67  CONST_54  H29  C34  C35  C24  180.00   0.0  0
 H67  CONST_55  H13  C28  C27  C26    0.00   0.0  0
 H67  CONST_56  H27  C32  C27  C26    0.00   0.0  0
 H67  CONST_57  H25  C30  C29  C28  180.00   0.0  0
 H67  CONST_58  H15  C05  C04  C03  180.00   0.0  0
 H67  CONST_59  H31  C36  C03  C04  180.00   0.0  0
 H67  CONST_60  H1   C10  C11  C23  180.00   0.0  0
 H67  CONST_61  H30  C35  C24  C23    0.00   0.0  0
 H67  CONST_62  H23  C25  C24  C23    0.00   0.0  0
 H67  CONST_63  H28  C33  C26  C25  180.00   0.0  0
 H67  CONST_64  H24  C29  C28  C27  180.00   0.0  0
 H67  CONST_65  H26  C31  C32  C27  180.00   0.0  0
 H67  CONST_66  H14  C04  C03  C36  180.00   0.0  0
 H67  CONST_67  H33  O37  C02  C03  180.00   0.0  0
 H67  Var_01    N17  C18  C19  C20   56.67  30.0  1
 H67  Var_02    N17  C22  C21  C20  -56.39  30.0  1
 H67  Var_03    C18  C19  C20  C21  -53.03  30.0  1
 H67  Var_04    C18  N17  C22  C21   59.55  30.0  1
 H67  Var_05    C19  C20  C21  C22   52.82  30.0  1
 H67  Var_06    C19  C18  N17  C22  -59.61  30.0  1
 H67  Var_07    O01  C02  C03  C04  179.36  30.0  2
 H67  Var_08    O14  C15  C16  N17   63.67  30.0  3
 H67  Var_09    C16  C15  O14  C12  177.40  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
 H67  chir_01  C12  C13  O14  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
 H67  plan-1  C10  0.020
 H67  plan-1  C24  0.020
 H67  plan-1  C07  0.020
 H67  plan-1  C11  0.020
 H67  plan-1  C12  0.020
 H67  plan-1  C23  0.020
 H67  plan-1  N08  0.020
 H67  plan-1  N09  0.020
 H67  plan-1  H1   0.020
 H67  plan-2  C26  0.020
 H67  plan-2  C28  0.020
 H67  plan-2  C27  0.020
 H67  plan-2  C29  0.020
 H67  plan-2  C30  0.020
 H67  plan-2  C31  0.020
 H67  plan-2  C32  0.020
 H67  plan-2  H13  0.020
 H67  plan-2  H24  0.020
 H67  plan-2  H25  0.020
 H67  plan-2  H26  0.020
 H67  plan-2  H27  0.020
 H67  plan-3  C24  0.020
 H67  plan-3  C26  0.020
 H67  plan-3  C23  0.020
 H67  plan-3  C25  0.020
 H67  plan-3  C27  0.020
 H67  plan-3  C33  0.020
 H67  plan-3  C34  0.020
 H67  plan-3  C35  0.020
 H67  plan-3  H23  0.020
 H67  plan-3  H28  0.020
 H67  plan-3  H29  0.020
 H67  plan-3  H30  0.020
 H67  plan-4  C03  0.020
 H67  plan-4  C04  0.020
 H67  plan-4  C05  0.020
 H67  plan-4  C07  0.020
 H67  plan-4  C36  0.020
 H67  plan-4  N06  0.020
 H67  plan-4  N08  0.020
 H67  plan-4  H14  0.020
 H67  plan-4  H15  0.020
 H67  plan-4  H31  0.020
 H67  plan-4  C02  0.020
 H67  plan-5  C03  0.020
 H67  plan-5  O01  0.020
 H67  plan-5  O37  0.020
 H67  plan-5  H33  0.020
 H67  plan-5  C02  0.020

