# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 02:06:11 2022
#   Inital geometry file: a 164 line input string
#   Ligand name: ~{N}-(2,3-dihydro-1~{H}-inden-2-yl)-3-[[4-[[[(2~{S})-pyrrolidin-2-yl]carbonylamino]methyl]piperidin-1-yl]carbonylamino]pyrazine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(NCC1CCN(CC1)C(=O)Nc2nccnc2C(=O)NC3Cc4ccccc4C3)[C@@H]5CCCN5
#
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
 9X2  9X2  "~{N}-(2,3-dihydro-1~{H}-inden-2-yl)-3-[[4-[[[(2~{S})-pyrrolidin-2-yl]carbonylamino]methyl]piperidin-1-yl]carbonylamino]pyrazine-2-carboxamide"
  ligand  69  36  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_9X2
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
 9X2  N1   N  NT    0  -0.482  41.5260   5.0673  131.9028
 9X2  N3   N  N     0  -0.375  44.8707   6.7266  136.4861
 9X2  C4   C  CH2   0  -0.316  40.2719   5.0117  131.1695
 9X2  C5   C  CH2   0  -0.329  42.5577   4.2077  131.3405
 9X2  C6   C  CH2   0  -0.438  42.0776   2.7631  131.2950
 9X2  C7   C  C     0   0.701  41.5770   5.6763  133.1126
 9X2  C8   C  CR6   0   0.529  43.2154   6.0512  134.9181
 9X2  C10  C  CR16  0  -0.137  43.9840   6.5424  137.4469
 9X2  C13  C  CR15  0  -0.126  47.9098   7.3437  133.8077
 9X2  C15  C  CR56  0   0.109  48.4343   9.6555  134.0567
 9X2  C17  C  CH2   0  -0.511  49.1626   7.4850  134.6858
 9X2  C20  C  CR16  0  -0.257  49.0318  11.7164  135.1156
 9X2  C21  C  CR16  0  -0.326  48.3412  11.0365  134.1164
 9X2  C22  C  CH1   0  -0.223  44.0730   1.2302  127.5929
 9X2  C24  C  CH2   0  -0.493  45.7448   1.5056  129.2652
 9X2  N    N  NH1   0  -0.625  41.9060   1.9282  128.4287
 9X2  C    C  C     0   0.520  43.1089   2.3499  127.9990
 9X2  O    O  O     0  -0.484  43.4279   3.5296  127.9366
 9X2  C1   C  CH2   0  -0.276  40.9048   2.7863  129.0174
 9X2  C11  C  CR16  0  -0.086  42.7135   6.0796  137.1341
 9X2  C14  C  CH2   0  -0.483  47.8066   8.7000  133.0812
 9X2  C16  C  CR56  0   0.088  49.2104   8.9590  134.9798
 9X2  C18  C  CR16  0  -0.325  49.9006   9.6328  135.9740
 9X2  C19  C  CR16  0  -0.259  49.8056  11.0200  136.0376
 9X2  C2   C  CH1   0  -0.274  40.7625   2.6036  130.5346
 9X2  C23  C  CH2   0  -0.455  44.6428   0.5395  128.8380
 9X2  C25  C  CH2   0  -0.261  46.2706   2.0653  127.9363
 9X2  C3   C  CH2   0  -0.436  39.7319   3.5872  131.0980
 9X2  C9   C  CR6   0  -0.017  44.5255   6.4911  135.2329
 9X2  N2   N  NH1   0  -0.800  42.8707   5.7949  133.6233
 9X2  N4   N  N     0  -0.380  42.3397   5.8326  135.8930
 9X2  N5   N  NH1   0  -0.629  46.7596   7.1100  134.6607
 9X2  N6   N  NH1   0  -0.599  45.2638   1.7059  126.9289
 9X2  O1   O  O     0  -0.488  40.6021   6.1301  133.6833
 9X2  O2   O  O     0  -0.506  45.3769   6.4598  133.0013
 9X2  H1   H  HCH2  0   0.243  40.4495   5.4070  130.1644
 9X2  H2   H  HCH2  0   0.266  39.5472   5.6690  131.6413
 9X2  H3   H  HCH2  0   0.247  42.8046   4.5651  130.3379
 9X2  H4   H  HCH2  0   0.256  43.4715   4.2562  131.9255
 9X2  H5   H  HCH2  0   0.240  41.9394   2.4103  132.3211
 9X2  H6   H  HCH2  0   0.250  42.8622   2.1391  130.8617
 9X2  H7   H  HCR6  0   0.278  44.2820   6.7478  138.4666
 9X2  H8   H  HCR5  0   0.268  47.9981   6.5151  133.1050
 9X2  H9   H  HCH2  0   0.263  49.1315   6.8531  135.5758
 9X2  H10  H  HCH2  0   0.272  50.0449   7.1808  134.1153
 9X2  H11  H  HCR6  0   0.250  48.9624  12.7949  135.1786
 9X2  H12  H  HCR6  0   0.246  47.7366  11.5828  133.4024
 9X2  H13  H  HCH1  0   0.263  43.5297   0.5167  126.9622
 9X2  H14  H  HCH2  0   0.245  46.5245   1.0206  129.8517
 9X2  H15  H  HCH2  0   0.237  45.3261   2.3021  129.8833
 9X2  H16  H  HNH1  0   0.396  41.7326   0.9349  128.4556
 9X2  H17  H  HCH2  0   0.244  41.1591   3.8130  128.7601
 9X2  H18  H  HCH2  0   0.252  39.9392   2.5765  128.5504
 9X2  H19  H  HCR6  0   0.280  41.9850   5.8940  137.9149
 9X2  H20  H  HCH2  0   0.261  46.7831   8.9558  132.8067
 9X2  H21  H  HCH2  0   0.257  48.3868   8.6661  132.1537
 9X2  H22  H  HCR6  0   0.247  50.5007   9.0928  136.6966
 9X2  H23  H  HCR6  0   0.250  50.3329  11.5604  136.8134
 9X2  H24  H  HCH1  0   0.244  40.3938   1.5868  130.7055
 9X2  H25  H  HCH2  0   0.249  45.0605  -0.4269  128.5499
 9X2  H26  H  HCH2  0   0.248  43.8977   0.3577  129.6123
 9X2  H27  H  HCH2  0   0.216  46.4297   3.1443  128.0001
 9X2  H28  H  HCH2  0   0.209  47.2341   1.6171  127.6778
 9X2  H29  H  HCH2  0   0.239  38.8218   3.5809  130.4918
 9X2  H30  H  HCH2  0   0.240  39.4428   3.2698  132.1034
 9X2  H31  H  HNH1  0   0.446  43.6499   5.9144  132.9780
 9X2  H32  H  HNH1  0   0.411  46.8282   7.2781  135.6546
 9X2  H33  H  HNH1  0   0.347  45.0672   2.4759  126.3051
 9X2  C12  C  C     0   0.590  45.5866   6.6884  134.1948

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
 9X2  C25  C24  single    1.535  0.020  1.535
 9X2  C25  N6   single    1.469  0.020  1.469
 9X2  C24  C23  single    1.527  0.020  1.527
 9X2  N6   C22  single    1.444  0.020  1.444
 9X2  C23  C22  single    1.534  0.020  1.534
 9X2  C22  C    single    1.532  0.020  1.532
 9X2  C    O    double    1.224  0.020  1.224
 9X2  C    N    single    1.345  0.020  1.345
 9X2  N    C1   single    1.444  0.020  1.444
 9X2  C1   C2   single    1.535  0.020  1.535
 9X2  C2   C3   single    1.532  0.020  1.532
 9X2  C2   C6   single    1.527  0.020  1.527
 9X2  C4   C3   single    1.525  0.020  1.525
 9X2  C4   N1   single    1.454  0.020  1.454
 9X2  C5   N1   single    1.456  0.020  1.456
 9X2  C5   C6   single    1.523  0.020  1.523
 9X2  N1   C7   single    1.355  0.020  1.355
 9X2  C7   O1   double    1.217  0.020  1.217
 9X2  C7   N2   single    1.396  0.020  1.396
 9X2  C14  C15  single    1.503  0.020  1.503
 9X2  C14  C13  single    1.542  0.020  1.542
 9X2  O2   C12  double    1.233  0.020  1.233
 9X2  C21  C15  aromatic  1.385  0.020  1.385
 9X2  C21  C20  aromatic  1.392  0.020  1.392
 9X2  N2   C8   single    1.364  0.020  1.364
 9X2  C15  C16  aromatic  1.393  0.020  1.393
 9X2  C12  N5   single    1.331  0.020  1.331
 9X2  C12  C9   single    1.498  0.020  1.498
 9X2  C13  N5   single    1.451  0.020  1.451
 9X2  C13  C17  single    1.536  0.020  1.536
 9X2  C20  C19  aromatic  1.391  0.020  1.391
 9X2  C8   C9   aromatic  1.417  0.020  1.417
 9X2  C8   N4   aromatic  1.329  0.020  1.329
 9X2  C9   N3   aromatic  1.321  0.020  1.321
 9X2  C16  C17  single    1.504  0.020  1.504
 9X2  C16  C18  aromatic  1.385  0.020  1.385
 9X2  N4   C11  aromatic  1.319  0.020  1.319
 9X2  C19  C18  aromatic  1.392  0.020  1.392
 9X2  N3   C10  aromatic  1.320  0.020  1.320
 9X2  C11  C10  aromatic  1.388  0.020  1.388
 9X2  C4   H1   single    0.970  0.020  1.090
 9X2  C4   H2   single    0.970  0.020  1.090
 9X2  C5   H3   single    0.970  0.020  1.090
 9X2  C5   H4   single    0.970  0.020  1.090
 9X2  C6   H5   single    0.970  0.020  1.090
 9X2  C6   H6   single    0.970  0.020  1.090
 9X2  C10  H7   single    0.930  0.020  1.080
 9X2  C13  H8   single    0.970  0.020  1.090
 9X2  C17  H9   single    0.970  0.020  1.090
 9X2  C17  H10  single    0.970  0.020  1.090
 9X2  C20  H11  single    0.930  0.020  1.080
 9X2  C21  H12  single    0.930  0.020  1.080
 9X2  C22  H13  single    0.970  0.020  1.090
 9X2  C24  H14  single    0.970  0.020  1.090
 9X2  C24  H15  single    0.970  0.020  1.090
 9X2  N    H16  single    0.860  0.020  1.020
 9X2  C1   H17  single    0.970  0.020  1.090
 9X2  C1   H18  single    0.970  0.020  1.090
 9X2  C11  H19  single    0.930  0.020  1.080
 9X2  C14  H20  single    0.970  0.020  1.090
 9X2  C14  H21  single    0.970  0.020  1.090
 9X2  C18  H22  single    0.930  0.020  1.080
 9X2  C19  H23  single    0.930  0.020  1.080
 9X2  C2   H24  single    0.970  0.020  1.090
 9X2  C23  H25  single    0.970  0.020  1.090
 9X2  C23  H26  single    0.970  0.020  1.090
 9X2  C25  H27  single    0.970  0.020  1.090
 9X2  C25  H28  single    0.970  0.020  1.090
 9X2  C3   H29  single    0.970  0.020  1.090
 9X2  C3   H30  single    0.970  0.020  1.090
 9X2  N2   H31  single    0.860  0.020  1.020
 9X2  N5   H32  single    0.860  0.020  1.020
 9X2  N6   H33  single    0.890  0.020  1.040

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
 9X2  C7   N1   C5   125.69  3.000
 9X2  C7   N1   C4   119.99  3.000
 9X2  C5   N1   C4   113.20  3.000
 9X2  C9   N3   C10  119.34  3.000
 9X2  H2   C4   H1   106.77  3.000
 9X2  H2   C4   C3   110.45  3.000
 9X2  H1   C4   C3   110.59  3.000
 9X2  H2   C4   N1   109.47  3.000
 9X2  H1   C4   N1   108.02  3.000
 9X2  C3   C4   N1   111.40  3.000
 9X2  H4   C5   H3   106.82  3.000
 9X2  H4   C5   C6   108.88  3.000
 9X2  H3   C5   C6   110.74  3.000
 9X2  H4   C5   N1   111.21  3.000
 9X2  H3   C5   N1   108.75  3.000
 9X2  C6   C5   N1   110.38  3.000
 9X2  H6   C6   H5   106.18  3.000
 9X2  H6   C6   C2   111.19  3.000
 9X2  H5   C6   C2   108.93  3.000
 9X2  H6   C6   C5   109.11  3.000
 9X2  H5   C6   C5   108.53  3.000
 9X2  C2   C6   C5   112.66  3.000
 9X2  O1   C7   N2   122.61  3.000
 9X2  N2   C7   N1   113.56  3.000
 9X2  O1   C7   N1   123.76  3.000
 9X2  N4   C8   N2   119.93  3.000
 9X2  N4   C8   C9   119.82  3.000
 9X2  N2   C8   C9   120.18  3.000
 9X2  H7   C10  C11  121.86  3.000
 9X2  H7   C10  N3   118.32  3.000
 9X2  C11  C10  N3   119.82  3.000
 9X2  H8   C13  N5   108.71  3.000
 9X2  H8   C13  C14  111.73  3.000
 9X2  N5   C13  C14  111.44  3.000
 9X2  H8   C13  C17  111.86  3.000
 9X2  N5   C13  C17  108.98  3.000
 9X2  C14  C13  C17  104.06  3.000
 9X2  C16  C15  C14  110.18  3.000
 9X2  C16  C15  C21  120.49  3.000
 9X2  C14  C15  C21  129.32  3.000
 9X2  H10  C17  H9   106.69  3.000
 9X2  H10  C17  C16  110.42  3.000
 9X2  H9   C17  C16  114.12  3.000
 9X2  H10  C17  C13  109.52  3.000
 9X2  H9   C17  C13  112.91  3.000
 9X2  C16  C17  C13  103.17  3.000
 9X2  H11  C20  C19  119.74  3.000
 9X2  H11  C20  C21  119.77  3.000
 9X2  C19  C20  C21  120.49  3.000
 9X2  H12  C21  C20  120.24  3.000
 9X2  H12  C21  C15  120.78  3.000
 9X2  C20  C21  C15  118.98  3.000
 9X2  H13  C22  N6   111.01  3.000
 9X2  H13  C22  C23  110.98  3.000
 9X2  N6   C22  C23  102.43  3.000
 9X2  H13  C22  C    108.43  3.000
 9X2  C23  C22  C    110.35  3.000
 9X2  N6   C22  C    113.58  3.000
 9X2  H15  C24  H14  107.13  3.000
 9X2  H15  C24  C25  110.82  3.000
 9X2  H14  C24  C25  112.54  3.000
 9X2  H15  C24  C23  110.08  3.000
 9X2  H14  C24  C23  112.68  3.000
 9X2  C25  C24  C23  103.63  3.000
 9X2  H16  N    C1   117.07  3.000
 9X2  H16  N    C    118.10  3.000
 9X2  C1   N    C    124.33  3.000
 9X2  O    C    N    123.48  3.000
 9X2  N    C    C22  114.72  3.000
 9X2  O    C    C22  121.79  3.000
 9X2  H18  C1   H17  106.65  3.000
 9X2  H18  C1   C2   108.52  3.000
 9X2  H17  C1   C2   111.57  3.000
 9X2  H18  C1   N    108.92  3.000
 9X2  H17  C1   N    107.59  3.000
 9X2  C2   C1   N    113.36  3.000
 9X2  H19  C11  N4   117.08  3.000
 9X2  H19  C11  C10  120.66  3.000
 9X2  N4   C11  C10  122.26  3.000
 9X2  H21  C14  H20  106.95  3.000
 9X2  H21  C14  C15  110.38  3.000
 9X2  H20  C14  C15  113.98  3.000
 9X2  H21  C14  C13  109.66  3.000
 9X2  H20  C14  C13  112.82  3.000
 9X2  C15  C14  C13  103.03  3.000
 9X2  C18  C16  C17  129.27  3.000
 9X2  C18  C16  C15  120.67  3.000
 9X2  C17  C16  C15  110.05  3.000
 9X2  H22  C18  C19  120.27  3.000
 9X2  H22  C18  C16  120.81  3.000
 9X2  C19  C18  C16  118.92  3.000
 9X2  H23  C19  C18  119.80  3.000
 9X2  H23  C19  C20  119.75  3.000
 9X2  C18  C19  C20  120.45  3.000
 9X2  H24  C2   C3   108.20  3.000
 9X2  H24  C2   C1   107.22  3.000
 9X2  C3   C2   C1   110.45  3.000
 9X2  H24  C2   C6   108.01  3.000
 9X2  C3   C2   C6   109.21  3.000
 9X2  C1   C2   C6   113.57  3.000
 9X2  H26  C23  H25  107.54  3.000
 9X2  H26  C23  C24  113.60  3.000
 9X2  H25  C23  C24  110.97  3.000
 9X2  H26  C23  C22  113.45  3.000
 9X2  H25  C23  C22  109.07  3.000
 9X2  C24  C23  C22  102.15  3.000
 9X2  H28  C25  H27  106.87  3.000
 9X2  H28  C25  N6   109.97  3.000
 9X2  H27  C25  N6   112.43  3.000
 9X2  H28  C25  C24  110.91  3.000
 9X2  H27  C25  C24  111.07  3.000
 9X2  N6   C25  C24  105.66  3.000
 9X2  H30  C3   H29  106.75  3.000
 9X2  H30  C3   C2   109.25  3.000
 9X2  H29  C3   C2   110.63  3.000
 9X2  H30  C3   C4   108.77  3.000
 9X2  H29  C3   C4   109.03  3.000
 9X2  C2   C3   C4   112.26  3.000
 9X2  C12  C9   C8   122.81  3.000
 9X2  C8   C9   N3   120.50  3.000
 9X2  C12  C9   N3   116.68  3.000
 9X2  H31  N2   C8   112.70  3.000
 9X2  H31  N2   C7   119.15  3.000
 9X2  C8   N2   C7   126.69  3.000
 9X2  C11  N4   C8   118.21  3.000
 9X2  H32  N5   C12  117.19  3.000
 9X2  H32  N5   C13  119.85  3.000
 9X2  C12  N5   C13  122.96  3.000
 9X2  H33  N6   C25  111.74  3.000
 9X2  H33  N6   C22  111.99  3.000
 9X2  C25  N6   C22  109.30  3.000
 9X2  O2   C12  N5   123.20  3.000
 9X2  N5   C12  C9   115.07  3.000
 9X2  O2   C12  C9   121.73  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
 9X2  CONST_01  N4   C8   C9   N3      0.00   0.0  0
 9X2  CONST_02  N4   C11  C10  N3      0.00   0.0  0
 9X2  CONST_03  C10  N3   C9   C8      0.00   0.0  0
 9X2  CONST_04  C10  C11  N4   C8      0.00   0.0  0
 9X2  CONST_05  C19  C20  C21  C15     0.00   0.0  0
 9X2  CONST_06  C19  C18  C16  C15     0.00   0.0  0
 9X2  CONST_07  C16  C15  C21  C20     0.00   0.0  0
 9X2  CONST_08  C16  C18  C19  C20     0.00   0.0  0
 9X2  CONST_09  C18  C16  C15  C21     0.00   0.0  0
 9X2  CONST_10  C18  C19  C20  C21     0.00   0.0  0
 9X2  CONST_11  C9   C8   N4   C11     0.00   0.0  0
 9X2  CONST_12  C9   N3   C10  C11     0.00   0.0  0
 9X2  CONST_13  N2   C8   C9   N3    180.00   0.0  0
 9X2  CONST_14  C12  C9   N3   C10   180.00   0.0  0
 9X2  CONST_15  N2   C8   N4   C11   180.00   0.0  0
 9X2  CONST_16  N4   C8   C9   C12   180.00   0.0  0
 9X2  CONST_17  H19  C11  C10  N3    180.00   0.0  0
 9X2  CONST_18  H19  C11  N4   C8    180.00   0.0  0
 9X2  CONST_19  H11  C20  C21  C15   180.00   0.0  0
 9X2  CONST_20  H22  C18  C16  C15   180.00   0.0  0
 9X2  CONST_21  H22  C18  C16  C17     0.00   0.0  0
 9X2  CONST_22  H22  C18  C19  C20   180.00   0.0  0
 9X2  CONST_23  H23  C19  C20  C21   180.00   0.0  0
 9X2  CONST_24  H12  C21  C15  C14     0.00   0.0  0
 9X2  CONST_25  H12  C21  C15  C16   180.00   0.0  0
 9X2  CONST_26  H23  C19  C18  C16   180.00   0.0  0
 9X2  CONST_27  H11  C20  C19  C18   180.00   0.0  0
 9X2  CONST_28  H12  C21  C20  C19   180.00   0.0  0
 9X2  CONST_29  H7   C10  N3   C9    180.00   0.0  0
 9X2  CONST_30  H7   C10  C11  N4    180.00   0.0  0
 9X2  CONST_31  O1   C7   N1   C4      0.00   0.0  0
 9X2  CONST_33  N5   C12  C9   C8    180.00   0.0  0
 9X2  CONST_34  C9   C12  N5   C13   180.00   0.0  0
 9X2  CONST_38  N2   C7   N1   C4    180.00   0.0  0
 9X2  CONST_40  H31  N2   C8   C9      0.00   0.0  0
 9X2  CONST_41  H31  N2   C8   N4    180.00   0.0  0
 9X2  CONST_43  O2   C12  N5   C13     0.00   0.0  0
 9X2  CONST_44  C1   N    C    C22   180.00   0.0  0
 9X2  CONST_45  H16  N    C    C22     0.00   0.0  0
 9X2  CONST_46  H32  N5   C12  C9      0.00   0.0  0
 9X2  CONST_48  C1   N    C    O       0.00   0.0  0
 9X2  CONST_49  H16  N    C    O     180.00   0.0  0
 9X2  CONST_51  H32  N5   C12  O2    180.00   0.0  0
 9X2  Var_01    C2   C3   C4   N1    -53.84  30.0  1
 9X2  Var_02    C2   C6   C5   N1     55.46  30.0  1
 9X2  Var_03    C6   C5   N1   C4    -57.70  30.0  1
 9X2  Var_04    C3   C4   N1   C5     57.29  30.0  1
 9X2  Var_05    C21  C15  C14  C13  -162.31  30.0  1
 9X2  Var_06    C16  C15  C14  C13    18.49  30.0  1
 9X2  Var_07    C15  C16  C17  C13   -18.91  30.0  1
 9X2  Var_08    C18  C16  C17  C13   162.02  30.0  1
 9X2  Var_09    C24  C25  N6   C22    11.71  30.0  1
 9X2  Var_10    C25  C24  C23  C22   -33.79  30.0  1
 9X2  Var_11    N6   C25  C24  C23    14.68  30.0  1
 9X2  Var_12    C7   N1   C5   C6    110.09  30.0  1
 9X2  Var_13    C3   C4   N1   C7   -111.27  30.0  1
 9X2  Var_14    H29  C3   C4   N1   -176.78  30.0  1
 9X2  Var_15    H30  C3   C4   N1     67.17  30.0  1
 9X2  Var_16    H5   C6   C5   N1    -65.25  30.0  1
 9X2  Var_17    H6   C6   C5   N1    179.46  30.0  1
 9X2  Var_18    H3   C5   N1   C4     63.97  30.0  1
 9X2  Var_19    H4   C5   N1   C4   -178.67  30.0  1
 9X2  Var_20    H1   C4   N1   C5    -64.35  30.0  1
 9X2  Var_21    H2   C4   N1   C5    179.74  30.0  1
 9X2  Var_22    H9   C17  C16  C15  -141.79  30.0  1
 9X2  Var_23    H10  C17  C16  C15    98.05  30.0  1
 9X2  Var_24    H20  C14  C15  C21   -39.72  30.0  1
 9X2  Var_25    H21  C14  C15  C21    80.66  30.0  1
 9X2  Var_26    H27  C25  N6   C22  -109.59  30.0  1
 9X2  Var_27    H28  C25  N6   C22   131.46  30.0  1
 9X2  Var_28    H14  C24  C23  C22  -155.72  30.0  1
 9X2  Var_29    H15  C24  C23  C22    84.77  30.0  1
 9X2  Var_30    H33  N6   C25  C24   136.24  30.0  1
 9X2  Var_31    H20  C14  C15  C16   141.08  30.0  1
 9X2  Var_32    H21  C14  C15  C16   -98.54  30.0  1
 9X2  Var_33    H9   C17  C16  C18    39.14  30.0  1
 9X2  Var_34    H10  C17  C16  C18   -81.03  30.0  1
 9X2  Var_35    H1   C4   C3   C2     66.31  30.0  1
 9X2  Var_36    H2   C4   C3   C2   -175.72  30.0  1
 9X2  Var_37    H3   C5   C6   C2    -65.02  30.0  1
 9X2  Var_38    H4   C5   C6   C2    177.81  30.0  1
 9X2  Var_39    H27  C25  C24  C23   136.86  30.0  1
 9X2  Var_40    H28  C25  C24  C23  -104.44  30.0  1
 9X2  Var_41    H25  C23  C24  C25    82.33  30.0  1
 9X2  Var_42    H26  C23  C24  C25  -156.35  30.0  1
 9X2  Var_43    H14  C24  C25  N6    136.70  30.0  1
 9X2  Var_44    H15  C24  C25  N6   -103.36  30.0  1
 9X2  Var_45    H1   C4   N1   C7    127.08  30.0  1
 9X2  Var_46    H2   C4   N1   C7     11.18  30.0  1
 9X2  Var_47    H3   C5   N1   C7   -128.24  30.0  1
 9X2  Var_48    H4   C5   N1   C7    -10.88  30.0  1
 9X2  Var_49    C2   C1   N    C    -106.27  30.0  3
 9X2  Var_50    H16  N    C1   C2     65.42  30.0  2
 9X2  Var_51    H17  C1   N    C      17.57  30.0  3
 9X2  Var_52    H18  C1   N    C     132.81  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
 9X2  chir_01  C13  C14  N5   C17  positiv
 9X2  chir_02  C22  N6   C23  C    negativ
 9X2  chir_03  C2   C1   C3   C6   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
 9X2  plan-1  C15  0.020
 9X2  plan-1  C17  0.020
 9X2  plan-1  C20  0.020
 9X2  plan-1  C21  0.020
 9X2  plan-1  C14  0.020
 9X2  plan-1  C16  0.020
 9X2  plan-1  C18  0.020
 9X2  plan-1  C19  0.020
 9X2  plan-1  H11  0.020
 9X2  plan-1  H12  0.020
 9X2  plan-1  H22  0.020
 9X2  plan-1  H23  0.020
 9X2  plan-2  N1   0.020
 9X2  plan-2  C4   0.020
 9X2  plan-2  C5   0.020
 9X2  plan-2  C7   0.020
 9X2  plan-2  C8   0.020
 9X2  plan-2  N2   0.020
 9X2  plan-2  O1   0.020
 9X2  plan-2  H31  0.020
 9X2  plan-3  C22  0.020
 9X2  plan-3  N    0.020
 9X2  plan-3  C    0.020
 9X2  plan-3  O    0.020
 9X2  plan-3  C1   0.020
 9X2  plan-3  H16  0.020
 9X2  plan-4  N3   0.020
 9X2  plan-4  C8   0.020
 9X2  plan-4  C10  0.020
 9X2  plan-4  C13  0.020
 9X2  plan-4  C11  0.020
 9X2  plan-4  C9   0.020
 9X2  plan-4  N2   0.020
 9X2  plan-4  N4   0.020
 9X2  plan-4  N5   0.020
 9X2  plan-4  O2   0.020
 9X2  plan-4  H7   0.020
 9X2  plan-4  H19  0.020
 9X2  plan-4  H32  0.020
 9X2  plan-4  C12  0.020

