# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 07:51:10 2020
#   Inital geometry file: a 162 line input string
#   Ligand name: (2S)-N,2-dicyclohexyl-2-{2-[4-(1H-tetrazol-5-yl)phenyl]-1H-benzimidazol-1-yl}acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(NC1CCCCC1)[C@H](C2CCCCC2)n3c4ccccc4nc3c5ccc(cc5)c6[nH]nnn6
#
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
 9NP  9NP  (2S)-N,2-dicyclohexyl-2-{2-[4-(1H-tetrazol-5-yl)phenyl]-1H-benzimidazol-1-yl}acetamide  ligand  69  36  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9NP
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
 9NP  N3   N  N     0  -0.458  -1.1461  -3.0975   0.7628
 9NP  C4   C  C     0   0.583  -1.1991   1.2602   1.0312
 9NP  C8   C  CR5   0   0.499   4.2775  -1.4021  -2.4138
 9NP  C10  C  CR56  0   0.344  -2.7695  -1.5139   0.9926
 9NP  C15  C  CR6   0   0.059   2.9780  -1.5440  -1.7713
 9NP  C17  C  CR16  0  -0.253   1.6875  -1.7459   0.2503
 9NP  C20  C  CR16  0  -0.259   2.9110  -1.6080  -0.3808
 9NP  C21  C  CH1   0  -0.259  -2.6499   0.9200  -1.0323
 9NP  C22  C  CH1   0  -0.060   0.4997   2.7376   2.0366
 9NP  C24  C  CR16  0  -0.338  -3.2501  -3.6911   1.9698
 9NP  C26  C  CH2   0  -0.430  -2.3342   2.3452  -1.4934
 9NP  C28  C  CH2   0  -0.448   2.0146   2.6078   2.1631
 9NP  O16  O  O     0  -0.475  -2.0173   1.4089   1.9253
 9NP  N13  N  NH1   0  -0.639   0.0180   1.8153   1.0237
 9NP  C34  C  CH2   0  -0.438   2.5655   3.5804   3.2009
 9NP  C35  C  CH2   0  -0.432   2.1625   5.0179   2.8866
 9NP  C33  C  CH2   0  -0.439   0.6479   5.1451   2.7598
 9NP  C27  C  CH2   0  -0.427   0.0954   4.1776   1.7182
 9NP  C9   C  CH1   0  -0.224  -1.5012   0.3750  -0.1784
 9NP  C31  C  CH2   0  -0.431  -3.4358   2.8926  -2.3964
 9NP  C36  C  CH2   0  -0.432  -3.6882   1.9807  -3.5912
 9NP  C32  C  CH2   0  -0.430  -4.0048   0.5619  -3.1328
 9NP  C25  C  CH2   0  -0.423  -2.8993   0.0131  -2.2374
 9NP  N2   N  NR5   0  -0.547  -1.7088  -0.9895   0.2812
 9NP  C23  C  CR16  0  -0.293  -3.9950  -1.0031   1.4189
 9NP  C29  C  CR16  0  -0.274  -4.8322  -1.8632   2.1052
 9NP  C30  C  CR16  0  -0.273  -4.4696  -3.1905   2.3794
 9NP  C12  C  CR56  0   0.123  -2.3950  -2.8392   1.2705
 9NP  C1   C  CR5   0   0.437  -0.7780  -1.9901   0.1892
 9NP  C14  C  CR6   0  -0.048   0.5152  -1.8168  -0.4965
 9NP  C18  C  CR16  0  -0.253   0.5827  -1.7502  -1.8854
 9NP  C19  C  CR16  0  -0.264   1.8051  -1.6142  -2.5195
 9NP  N7   N  NR15  0  -0.502   4.5421  -1.5285  -3.7173
 9NP  N5   N  N     0  -0.069   5.8322  -1.3319  -3.9183
 9NP  N6   N  N     0  -0.137   6.3420  -1.0929  -2.7749
 9NP  N11  N  N     0  -0.339   5.4173  -1.1263  -1.8200
 9NP  H1   H  HCR6  0   0.273   1.6445  -1.7974   1.3301
 9NP  H2   H  HCR6  0   0.275   3.8146  -1.5541   0.2108
 9NP  H3   H  HCH1  0   0.245  -3.5638   0.9610  -0.4330
 9NP  H4   H  HCH1  0   0.242   0.0430   2.4457   2.9864
 9NP  H5   H  HCR6  0   0.255  -2.9580  -4.7116   2.1816
 9NP  H6   H  HCH2  0   0.243  -2.2093   3.0122  -0.6365
 9NP  H7   H  HCH2  0   0.219  -1.3819   2.3455  -2.0373
 9NP  H9   H  HCH2  0   0.220   2.4745   2.8214   1.1908
 9NP  H10  H  HNH1  0   0.396   0.6024   1.6901   0.2118
 9NP  H11  H  HCH2  0   0.216   2.1887   3.3061   4.1918
 9NP  H12  H  HCH2  0   0.235   3.6528   3.4892   3.2475
 9NP  H13  H  HCH2  0   0.231   2.5344   5.6910   3.6626
 9NP  H14  H  HCH2  0   0.212   2.6354   5.3301   1.9492
 9NP  H15  H  HCH2  0   0.215   0.1866   4.9317   3.7301
 9NP  H16  H  HCH2  0   0.234   0.3692   6.1687   2.5010
 9NP  H17  H  HCH2  0   0.215   0.4791   4.4409   0.7265
 9NP  H18  H  HCH2  0   0.237  -0.9938   4.2515   1.6669
 9NP  H19  H  HCH1  0   0.278  -0.6227   0.3415  -0.8266
 9NP  H20  H  HCH2  0   0.215  -4.3591   2.9931  -1.8159
 9NP  H21  H  HCH2  0   0.233  -3.1690   3.8973  -2.7318
 9NP  H22  H  HCH2  0   0.230  -4.5041   2.3752  -4.2013
 9NP  H23  H  HCH2  0   0.212  -2.7985   1.9656  -4.2296
 9NP  H24  H  HCH2  0   0.214  -4.9516   0.5597  -2.5817
 9NP  H25  H  HCH2  0   0.232  -4.1424  -0.0976  -3.9922
 9NP  H26  H  HCH2  0   0.212  -1.9731  -0.0618  -2.8196
 9NP  H27  H  HCH2  0   0.243  -3.1516  -0.9988  -1.9112
 9NP  H28  H  HCR6  0   0.267  -4.2925   0.0195   1.2480
 9NP  H29  H  HCR6  0   0.256  -5.7909  -1.4970   2.4484
 9NP  H30  H  HCR6  0   0.254  -5.1564  -3.8247   2.9243
 9NP  H31  H  HCR6  0   0.278  -0.3195  -1.8109  -2.4805
 9NP  H32  H  HCR6  0   0.265   1.8244  -1.5617  -3.6002
 9NP  H33  H  HNR5  0   0.453   3.9354  -1.7545  -4.4934
 9NP  H8   H  HCH2  0   0.242   2.2775   1.5795   2.4231

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
 9NP  N5   N6   aromatic  1.275  0.020  1.275
 9NP  N5   N7   aromatic  1.320  0.020  1.320
 9NP  N6   N11  aromatic  1.330  0.020  1.330
 9NP  N7   C8   aromatic  1.336  0.020  1.336
 9NP  N11  C8   aromatic  1.314  0.020  1.314
 9NP  C8   C15  single    1.457  0.020  1.457
 9NP  C15  C20  aromatic  1.394  0.020  1.394
 9NP  C15  C19  aromatic  1.393  0.020  1.393
 9NP  C20  C17  aromatic  1.384  0.020  1.384
 9NP  C19  C18  aromatic  1.384  0.020  1.384
 9NP  C33  C27  single    1.525  0.020  1.525
 9NP  C33  C35  single    1.525  0.020  1.525
 9NP  C27  C22  single    1.529  0.020  1.529
 9NP  C17  C14  aromatic  1.392  0.020  1.392
 9NP  C26  C31  single    1.526  0.020  1.526
 9NP  C26  C21  single    1.531  0.020  1.531
 9NP  C18  C14  aromatic  1.392  0.020  1.392
 9NP  C35  C34  single    1.526  0.020  1.526
 9NP  C22  N13  single    1.452  0.020  1.452
 9NP  C22  C28  single    1.526  0.020  1.526
 9NP  C31  C36  single    1.524  0.020  1.524
 9NP  C14  C1   single    1.474  0.020  1.474
 9NP  O16  C4   double    1.221  0.020  1.221
 9NP  N13  C4   single    1.338  0.020  1.338
 9NP  C4   C9   single    1.529  0.020  1.529
 9NP  C36  C32  single    1.524  0.020  1.524
 9NP  C9   C21  single    1.532  0.020  1.532
 9NP  C9   N2   single    1.455  0.020  1.455
 9NP  C34  C28  single    1.525  0.020  1.525
 9NP  C21  C25  single    1.529  0.020  1.529
 9NP  C1   N2   aromatic  1.370  0.020  1.370
 9NP  C1   N3   aromatic  1.300  0.020  1.300
 9NP  C25  C32  single    1.525  0.020  1.525
 9NP  N2   C10  aromatic  1.381  0.020  1.381
 9NP  N3   C12  aromatic  1.373  0.020  1.373
 9NP  C10  C12  aromatic  1.405  0.020  1.405
 9NP  C10  C23  aromatic  1.394  0.020  1.394
 9NP  C12  C24  aromatic  1.395  0.020  1.395
 9NP  C23  C29  aromatic  1.383  0.020  1.383
 9NP  C24  C30  aromatic  1.380  0.020  1.380
 9NP  C29  C30  aromatic  1.403  0.020  1.403
 9NP  C17  H1   single    0.930  0.020  1.080
 9NP  C20  H2   single    0.930  0.020  1.080
 9NP  C21  H3   single    0.970  0.020  1.090
 9NP  C22  H4   single    0.970  0.020  1.090
 9NP  C24  H5   single    0.930  0.020  1.080
 9NP  C26  H6   single    0.970  0.020  1.090
 9NP  C26  H7   single    0.970  0.020  1.090
 9NP  C28  H8   single    0.970  0.020  1.090
 9NP  C28  H9   single    0.970  0.020  1.090
 9NP  N13  H10  single    0.860  0.020  1.020
 9NP  C34  H11  single    0.970  0.020  1.090
 9NP  C34  H12  single    0.970  0.020  1.090
 9NP  C35  H13  single    0.970  0.020  1.090
 9NP  C35  H14  single    0.970  0.020  1.090
 9NP  C33  H15  single    0.970  0.020  1.090
 9NP  C33  H16  single    0.970  0.020  1.090
 9NP  C27  H17  single    0.970  0.020  1.090
 9NP  C27  H18  single    0.970  0.020  1.090
 9NP  C9   H19  single    0.970  0.020  1.090
 9NP  C31  H20  single    0.970  0.020  1.090
 9NP  C31  H21  single    0.970  0.020  1.090
 9NP  C36  H22  single    0.970  0.020  1.090
 9NP  C36  H23  single    0.970  0.020  1.090
 9NP  C32  H24  single    0.970  0.020  1.090
 9NP  C32  H25  single    0.970  0.020  1.090
 9NP  C25  H26  single    0.970  0.020  1.090
 9NP  C25  H27  single    0.970  0.020  1.090
 9NP  C23  H28  single    0.930  0.020  1.080
 9NP  C29  H29  single    0.930  0.020  1.080
 9NP  C30  H30  single    0.930  0.020  1.080
 9NP  C18  H31  single    0.930  0.020  1.080
 9NP  C19  H32  single    0.930  0.020  1.080
 9NP  N7   H33  single    0.860  0.020  1.020

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
 9NP  C1   N3   C12  105.09  3.000
 9NP  C9   C4   N13  114.56  3.000
 9NP  C9   C4   O16  121.15  3.000
 9NP  N13  C4   O16  124.28  3.000
 9NP  N11  C8   N7   106.79  3.000
 9NP  N11  C8   C15  126.50  3.000
 9NP  N7   C8   C15  126.71  3.000
 9NP  C12  C10  C23  121.29  3.000
 9NP  C23  C10  N2   133.91  3.000
 9NP  C12  C10  N2   104.80  3.000
 9NP  C19  C15  C20  119.55  3.000
 9NP  C19  C15  C8   121.28  3.000
 9NP  C20  C15  C8   119.17  3.000
 9NP  H1   C17  C14  119.98  3.000
 9NP  H1   C17  C20  119.68  3.000
 9NP  C14  C17  C20  120.34  3.000
 9NP  H2   C20  C17  119.63  3.000
 9NP  H2   C20  C15  120.22  3.000
 9NP  C17  C20  C15  120.15  3.000
 9NP  H3   C21  C25  108.53  3.000
 9NP  H3   C21  C9   109.55  3.000
 9NP  C25  C21  C9   110.54  3.000
 9NP  H3   C21  C26  107.61  3.000
 9NP  C25  C21  C26  110.40  3.000
 9NP  C9   C21  C26  110.15  3.000
 9NP  H4   C22  C27  108.77  3.000
 9NP  H4   C22  N13  107.32  3.000
 9NP  C27  C22  N13  111.42  3.000
 9NP  H4   C22  C28  108.66  3.000
 9NP  N13  C22  C28  109.46  3.000
 9NP  C27  C22  C28  111.09  3.000
 9NP  H5   C24  C12  120.56  3.000
 9NP  H5   C24  C30  121.48  3.000
 9NP  C12  C24  C30  117.96  3.000
 9NP  H7   C26  H6   106.83  3.000
 9NP  H7   C26  C31  109.47  3.000
 9NP  H6   C26  C31  109.12  3.000
 9NP  H7   C26  C21  109.19  3.000
 9NP  H6   C26  C21  110.83  3.000
 9NP  C31  C26  C21  111.30  3.000
 9NP  H9   C28  H8   107.06  3.000
 9NP  H9   C28  C34  109.12  3.000
 9NP  H8   C28  C34  110.57  3.000
 9NP  H9   C28  C22  109.05  3.000
 9NP  H8   C28  C22  109.79  3.000
 9NP  C34  C28  C22  111.15  3.000
 9NP  H10  N13  C22  116.64  3.000
 9NP  H10  N13  C4   118.70  3.000
 9NP  C22  N13  C4   124.16  3.000
 9NP  H12  C34  H11  106.44  3.000
 9NP  H12  C34  C35  110.52  3.000
 9NP  H11  C34  C35  109.37  3.000
 9NP  H12  C34  C28  109.59  3.000
 9NP  H11  C34  C28  109.37  3.000
 9NP  C35  C34  C28  111.42  3.000
 9NP  H14  C35  H13  106.57  3.000
 9NP  H14  C35  C33  109.50  3.000
 9NP  H13  C35  C33  110.23  3.000
 9NP  H14  C35  C34  109.32  3.000
 9NP  H13  C35  C34  110.14  3.000
 9NP  C33  C35  C34  110.98  3.000
 9NP  H16  C33  H15  106.56  3.000
 9NP  H16  C33  C27  109.89  3.000
 9NP  H15  C33  C27  109.19  3.000
 9NP  H16  C33  C35  110.57  3.000
 9NP  H15  C33  C35  109.17  3.000
 9NP  C27  C33  C35  111.32  3.000
 9NP  H18  C27  H17  106.88  3.000
 9NP  H18  C27  C33  110.50  3.000
 9NP  H17  C27  C33  109.81  3.000
 9NP  H18  C27  C22  109.69  3.000
 9NP  H17  C27  C22  108.80  3.000
 9NP  C33  C27  C22  111.06  3.000
 9NP  H19  C9   N2   105.87  3.000
 9NP  H19  C9   C21  106.46  3.000
 9NP  N2   C9   C21  113.75  3.000
 9NP  H19  C9   C4   109.17  3.000
 9NP  N2   C9   C4   108.74  3.000
 9NP  C21  C9   C4   112.53  3.000
 9NP  H21  C31  H20  106.52  3.000
 9NP  H21  C31  C36  110.49  3.000
 9NP  H20  C31  C36  109.32  3.000
 9NP  H21  C31  C26  109.59  3.000
 9NP  H20  C31  C26  109.14  3.000
 9NP  C36  C31  C26  111.65  3.000
 9NP  H23  C36  H22  106.63  3.000
 9NP  H23  C36  C32  109.34  3.000
 9NP  H22  C36  C32  110.42  3.000
 9NP  H23  C36  C31  109.31  3.000
 9NP  H22  C36  C31  110.21  3.000
 9NP  C32  C36  C31  110.83  3.000
 9NP  H25  C32  H24  106.60  3.000
 9NP  H25  C32  C25  109.64  3.000
 9NP  H24  C32  C25  109.30  3.000
 9NP  H25  C32  C36  110.59  3.000
 9NP  H24  C32  C36  109.44  3.000
 9NP  C25  C32  C36  111.17  3.000
 9NP  H27  C25  H26  106.87  3.000
 9NP  H27  C25  C32  109.95  3.000
 9NP  H26  C25  C32  108.98  3.000
 9NP  H27  C25  C21  110.59  3.000
 9NP  H26  C25  C21  108.74  3.000
 9NP  C32  C25  C21  111.57  3.000
 9NP  C1   N2   C9   124.54  3.000
 9NP  C1   N2   C10  106.21  3.000
 9NP  C9   N2   C10  128.96  3.000
 9NP  H28  C23  C29  120.09  3.000
 9NP  H28  C23  C10  122.77  3.000
 9NP  C29  C23  C10  117.13  3.000
 9NP  H29  C29  C30  119.16  3.000
 9NP  H29  C29  C23  118.91  3.000
 9NP  C30  C29  C23  121.94  3.000
 9NP  H30  C30  C29  119.27  3.000
 9NP  H30  C30  C24  119.84  3.000
 9NP  C29  C30  C24  120.89  3.000
 9NP  C24  C12  C10  120.78  3.000
 9NP  C24  C12  N3   128.92  3.000
 9NP  C10  C12  N3   110.30  3.000
 9NP  C14  C1   N2   122.79  3.000
 9NP  N2   C1   N3   113.59  3.000
 9NP  C14  C1   N3   123.62  3.000
 9NP  C18  C14  C1   120.82  3.000
 9NP  C1   C14  C17  119.69  3.000
 9NP  C18  C14  C17  119.48  3.000
 9NP  H31  C18  C19  119.33  3.000
 9NP  H31  C18  C14  120.36  3.000
 9NP  C19  C18  C14  120.31  3.000
 9NP  H32  C19  C18  118.57  3.000
 9NP  H32  C19  C15  121.26  3.000
 9NP  C18  C19  C15  120.17  3.000
 9NP  H33  N7   N5   120.20  3.000
 9NP  H33  N7   C8   130.65  3.000
 9NP  N5   N7   C8   109.14  3.000
 9NP  N6   N5   N7   106.39  3.000
 9NP  N11  N6   N5   111.18  3.000
 9NP  N6   N11  C8   106.49  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
 9NP  CONST_03  C10  N2   C1   N3     0.00   0.0  0
 9NP  CONST_04  N2   C10  C12  N3     0.00   0.0  0
 9NP  CONST_05  C23  C10  C12  N3   180.00   0.0  0
 9NP  CONST_06  C30  C24  C12  N3   180.00   0.0  0
 9NP  CONST_07  N6   N5   N7   C8     0.00   0.0  0
 9NP  CONST_08  N5   N6   N11  C8     0.00   0.0  0
 9NP  CONST_09  C17  C20  C15  C8   180.00   0.0  0
 9NP  CONST_10  C18  C19  C15  C8   180.00   0.0  0
 9NP  CONST_11  C14  C1   N2   C10  180.00   0.0  0
 9NP  CONST_12  C1   N3   C12  C10    0.00   0.0  0
 9NP  CONST_13  C30  C24  C12  C10    0.00   0.0  0
 9NP  CONST_14  C30  C29  C23  C10    0.00   0.0  0
 9NP  CONST_15  N5   N7   C8   C15  180.00   0.0  0
 9NP  CONST_16  N6   N11  C8   C15  180.00   0.0  0
 9NP  CONST_17  C14  C17  C20  C15    0.00   0.0  0
 9NP  CONST_18  C14  C18  C19  C15    0.00   0.0  0
 9NP  CONST_19  C19  C15  C20  C17    0.00   0.0  0
 9NP  CONST_20  C19  C18  C14  C17    0.00   0.0  0
 9NP  CONST_22  N7   C8   C15  C20  180.00   0.0  0
 9NP  CONST_23  N11  C8   C15  C20    0.00   0.0  0
 9NP  CONST_24  C18  C19  C15  C20    0.00   0.0  0
 9NP  CONST_25  C18  C14  C17  C20    0.00   0.0  0
 9NP  CONST_26  C1   C14  C17  C20  180.00   0.0  0
 9NP  CONST_27  C1   N3   C12  C24  180.00   0.0  0
 9NP  CONST_28  N2   C10  C12  C24  180.00   0.0  0
 9NP  CONST_29  C23  C10  C12  C24    0.00   0.0  0
 9NP  CONST_30  C23  C29  C30  C24    0.00   0.0  0
 9NP  CONST_32  C12  N3   C1   N2     0.00   0.0  0
 9NP  CONST_33  C29  C23  C10  N2   180.00   0.0  0
 9NP  CONST_34  C1   N2   C10  C23  180.00   0.0  0
 9NP  CONST_35  C12  C10  C23  C29    0.00   0.0  0
 9NP  CONST_36  C12  C24  C30  C29    0.00   0.0  0
 9NP  CONST_37  C14  C1   N3   C12  180.00   0.0  0
 9NP  CONST_38  C1   N2   C10  C12    0.00   0.0  0
 9NP  CONST_39  C19  C18  C14  C1   180.00   0.0  0
 9NP  CONST_40  N7   C8   C15  C19    0.00   0.0  0
 9NP  CONST_41  N11  C8   C15  C19  180.00   0.0  0
 9NP  CONST_42  N11  N6   N5   N7     0.00   0.0  0
 9NP  CONST_43  N6   N11  C8   N7     0.00   0.0  0
 9NP  CONST_44  N11  C8   N7   N5     0.00   0.0  0
 9NP  CONST_45  C9   N2   C1   N3   180.00   0.0  0
 9NP  CONST_46  C14  C1   N2   C9     0.00   0.0  0
 9NP  CONST_47  C12  C10  N2   C9   180.00   0.0  0
 9NP  CONST_48  C23  C10  N2   C9     0.00   0.0  0
 9NP  CONST_49  H5   C24  C12  N3     0.00   0.0  0
 9NP  CONST_50  H2   C20  C15  C8     0.00   0.0  0
 9NP  CONST_51  H32  C19  C15  C8     0.00   0.0  0
 9NP  CONST_52  H29  C29  C23  C10  180.00   0.0  0
 9NP  CONST_53  H33  N7   C8   C15    0.00   0.0  0
 9NP  CONST_54  H1   C17  C20  C15  180.00   0.0  0
 9NP  CONST_55  H31  C18  C19  C15  180.00   0.0  0
 9NP  CONST_56  H28  C23  C10  N2     0.00   0.0  0
 9NP  CONST_57  H30  C30  C29  C23  180.00   0.0  0
 9NP  CONST_58  O16  C4   N13  C22    0.00   0.0  0
 9NP  CONST_59  C9   C4   N13  C22  180.00   0.0  0
 9NP  CONST_60  H10  N13  C4   O16  180.00   0.0  0
 9NP  Var_01    C36  C31  C26  C21  -55.62  30.0  1
 9NP  Var_02    C36  C32  C25  C21   56.26  30.0  1
 9NP  Var_03    C35  C33  C27  C22   55.77  30.0  1
 9NP  Var_04    C35  C34  C28  C22  -55.54  30.0  1
 9NP  Var_05    C32  C36  C31  C26   55.42  30.0  1
 9NP  Var_06    C33  C35  C34  C28   55.46  30.0  1
 9NP  Var_07    C27  C33  C35  C34  -55.59  30.0  1
 9NP  Var_08    C25  C32  C36  C31  -55.52  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
 9NP  chir_01  C21  C26  C9   C25  positiv
 9NP  chir_02  C22  N13  C28  C27  negativ
 9NP  chir_03  C9   N2   C4   C21  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
 9NP  plan-1  C8   0.020
 9NP  plan-1  C15  0.020
 9NP  plan-1  N7   0.020
 9NP  plan-1  N5   0.020
 9NP  plan-1  N6   0.020
 9NP  plan-1  N11  0.020
 9NP  plan-1  H33  0.020
 9NP  plan-2  C8   0.020
 9NP  plan-2  C15  0.020
 9NP  plan-2  C17  0.020
 9NP  plan-2  C20  0.020
 9NP  plan-2  C1   0.020
 9NP  plan-2  C14  0.020
 9NP  plan-2  C18  0.020
 9NP  plan-2  C19  0.020
 9NP  plan-2  H1   0.020
 9NP  plan-2  H2   0.020
 9NP  plan-2  H31  0.020
 9NP  plan-2  H32  0.020
 9NP  plan-3  C4   0.020
 9NP  plan-3  C22  0.020
 9NP  plan-3  O16  0.020
 9NP  plan-3  N13  0.020
 9NP  plan-3  C9   0.020
 9NP  plan-3  H10  0.020
 9NP  plan-4  N3   0.020
 9NP  plan-4  C10  0.020
 9NP  plan-4  C24  0.020
 9NP  plan-4  C9   0.020
 9NP  plan-4  N2   0.020
 9NP  plan-4  C23  0.020
 9NP  plan-4  C29  0.020
 9NP  plan-4  C30  0.020
 9NP  plan-4  C12  0.020
 9NP  plan-4  C1   0.020
 9NP  plan-4  C14  0.020
 9NP  plan-4  H5   0.020
 9NP  plan-4  H28  0.020
 9NP  plan-4  H29  0.020
 9NP  plan-4  H30  0.020

