# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 12:53:42 2022
#   Inital geometry file: a 63 line input string
#   Ligand name: 1-methyl-9H-pyrido[3,4-b]indole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nccc2c1[nH]c3ccccc23
#
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
 CN9  CN9  "1-methyl-9H-pyrido[3,4-b]indole"
  ligand  24  14  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_CN9
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
 CN9  C10  C  CR16  0  -0.310  -10.9486  26.9326  23.1241
 CN9  C13  C  CR16  0  -0.355   -9.6039  28.7313  21.3954
 CN9  C01  C  CH3   0  -0.740   -8.6853  22.7190  20.3101
 CN9  C02  C  CR6   0   0.198   -8.4135  24.1436  19.9424
 CN9  C04  C  CR16  0  -0.107   -7.3595  25.6773  18.5745
 CN9  C05  C  CR16  0  -0.429   -7.8796  26.7782  19.2239
 CN9  C06  C  CR56  0   0.159   -8.7229  26.5348  20.3052
 CN9  C07  C  CR56  0   0.239   -8.9851  25.2010  20.6574
 CN9  C09  C  CR56  0   0.340  -10.1312  26.4674  22.0956
 CN9  C11  C  CR16  0  -0.265  -11.0759  28.3017  23.2668
 CN9  C12  C  CR16  0  -0.268  -10.4130  29.1971  22.4143
 CN9  C14  C  CR56  0   0.052   -9.4586  27.3543  21.2294
 CN9  N03  N  N     0  -0.427   -7.6169  24.4078  18.9197
 CN9  N08  N  NR15  0  -0.785   -9.8312  25.1810  21.7350
 CN9  H1   H  HCR6  0   0.263  -11.4642  26.2496  23.7868
 CN9  H2   H  HCR6  0   0.251   -9.0920  29.4222  20.7370
 CN9  H3   H  HCH3  0   0.256   -8.1482  22.0454  19.6461
 CN9  H4   H  HCH3  0   0.250   -8.3761  22.5084  21.3363
 CN9  H5   H  HCH3  0   0.250   -9.7506  22.4875  20.2439
 CN9  H6   H  HCR6  0   0.251   -6.6982  25.8114  17.7261
 CN9  H7   H  HCR6  0   0.257   -7.6362  27.7811  18.8987
 CN9  H8   H  HCR6  0   0.257  -11.7037  28.6920  24.0575
 CN9  H9   H  HCR6  0   0.252  -10.5378  30.2616  22.5608
 CN9  H10  H  HNR5  0   0.414  -10.1882  24.3564  22.1895

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
 CN9  C04  N03  aromatic  1.340  0.020  1.340
 CN9  C04  C05  aromatic  1.380  0.020  1.380
 CN9  N03  C02  aromatic  1.323  0.020  1.323
 CN9  C05  C06  aromatic  1.393  0.020  1.393
 CN9  C02  C01  single    1.496  0.020  1.496
 CN9  C02  C07  aromatic  1.399  0.020  1.399
 CN9  C06  C07  aromatic  1.404  0.020  1.404
 CN9  C06  C14  aromatic  1.438  0.020  1.438
 CN9  C07  N08  aromatic  1.370  0.020  1.370
 CN9  C14  C13  aromatic  1.395  0.020  1.395
 CN9  C14  C09  aromatic  1.410  0.020  1.410
 CN9  C13  C12  aromatic  1.382  0.020  1.382
 CN9  N08  C09  aromatic  1.369  0.020  1.369
 CN9  C09  C10  aromatic  1.394  0.020  1.394
 CN9  C12  C11  aromatic  1.403  0.020  1.403
 CN9  C10  C11  aromatic  1.382  0.020  1.382
 CN9  C10  H1   single    0.930  0.020  1.080
 CN9  C13  H2   single    0.930  0.020  1.080
 CN9  C01  H3   single    0.970  0.020  1.090
 CN9  C01  H4   single    0.970  0.020  1.090
 CN9  C01  H5   single    0.970  0.020  1.090
 CN9  C04  H6   single    0.930  0.020  1.080
 CN9  C05  H7   single    0.930  0.020  1.080
 CN9  C11  H8   single    0.930  0.020  1.080
 CN9  C12  H9   single    0.930  0.020  1.080
 CN9  N08  H10  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
 CN9  H1   C10  C11  121.19  3.000
 CN9  H1   C10  C09  121.37  3.000
 CN9  C11  C10  C09  117.44  3.000
 CN9  H2   C13  C14  120.56  3.000
 CN9  H2   C13  C12  120.66  3.000
 CN9  C14  C13  C12  118.79  3.000
 CN9  H5   C01  H4   106.99  3.000
 CN9  H5   C01  H3   108.26  3.000
 CN9  H4   C01  H3   108.32  3.000
 CN9  H5   C01  C02  111.35  3.000
 CN9  H4   C01  C02  111.29  3.000
 CN9  H3   C01  C02  110.48  3.000
 CN9  N03  C02  C07  119.36  3.000
 CN9  C07  C02  C01  121.33  3.000
 CN9  N03  C02  C01  119.31  3.000
 CN9  H6   C04  N03  115.84  3.000
 CN9  H6   C04  C05  119.97  3.000
 CN9  N03  C04  C05  124.19  3.000
 CN9  H7   C05  C06  122.11  3.000
 CN9  H7   C05  C04  120.88  3.000
 CN9  C06  C05  C04  117.01  3.000
 CN9  C14  C06  C07  106.54  3.000
 CN9  C14  C06  C05  135.18  3.000
 CN9  C07  C06  C05  118.28  3.000
 CN9  N08  C07  C06  109.05  3.000
 CN9  N08  C07  C02  130.04  3.000
 CN9  C06  C07  C02  120.91  3.000
 CN9  N08  C09  C14  108.94  3.000
 CN9  N08  C09  C10  129.53  3.000
 CN9  C14  C09  C10  121.54  3.000
 CN9  H8   C11  C12  119.20  3.000
 CN9  H8   C11  C10  119.08  3.000
 CN9  C12  C11  C10  121.73  3.000
 CN9  H9   C12  C11  119.42  3.000
 CN9  H9   C12  C13  119.94  3.000
 CN9  C11  C12  C13  120.64  3.000
 CN9  C09  C14  C06  106.28  3.000
 CN9  C09  C14  C13  119.88  3.000
 CN9  C06  C14  C13  133.84  3.000
 CN9  C04  N03  C02  120.25  3.000
 CN9  H10  N08  C09  124.95  3.000
 CN9  H10  N08  C07  125.86  3.000
 CN9  C09  N08  C07  109.19  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
 CN9  CONST_01  C06  C14  C09  C10   180.00   0.0  0
 CN9  CONST_02  C13  C14  C09  C10     0.00   0.0  0
 CN9  CONST_03  C07  N08  C09  C10   180.00   0.0  0
 CN9  CONST_04  C13  C12  C11  C10     0.00   0.0  0
 CN9  CONST_05  C05  C06  C14  C13     0.00   0.0  0
 CN9  CONST_06  C07  C06  C14  C13   180.00   0.0  0
 CN9  CONST_07  N08  C09  C14  C13   180.00   0.0  0
 CN9  CONST_08  C05  C04  N03  C02     0.00   0.0  0
 CN9  CONST_09  C05  C06  C07  C02     0.00   0.0  0
 CN9  CONST_10  C14  C06  C07  C02   180.00   0.0  0
 CN9  CONST_11  C09  N08  C07  C02   180.00   0.0  0
 CN9  CONST_12  C07  C02  N03  C04     0.00   0.0  0
 CN9  CONST_13  C07  C06  C05  C04     0.00   0.0  0
 CN9  CONST_14  C14  C06  C05  C04   180.00   0.0  0
 CN9  CONST_15  N08  C07  C06  C05   180.00   0.0  0
 CN9  CONST_16  C09  C14  C06  C05   180.00   0.0  0
 CN9  CONST_17  N03  C04  C05  C06     0.00   0.0  0
 CN9  CONST_18  N03  C02  C07  C06     0.00   0.0  0
 CN9  CONST_19  C09  N08  C07  C06     0.00   0.0  0
 CN9  CONST_20  C12  C13  C14  C06   180.00   0.0  0
 CN9  CONST_21  N08  C09  C14  C06     0.00   0.0  0
 CN9  CONST_22  C09  C14  C06  C07     0.00   0.0  0
 CN9  CONST_23  C14  C09  N08  C07     0.00   0.0  0
 CN9  CONST_24  C12  C13  C14  C09     0.00   0.0  0
 CN9  CONST_25  C12  C11  C10  C09     0.00   0.0  0
 CN9  CONST_26  C14  C13  C12  C11     0.00   0.0  0
 CN9  CONST_27  C14  C09  C10  C11     0.00   0.0  0
 CN9  CONST_28  N08  C09  C10  C11   180.00   0.0  0
 CN9  CONST_29  N08  C07  C06  C14     0.00   0.0  0
 CN9  CONST_30  N08  C07  C02  N03   180.00   0.0  0
 CN9  CONST_31  C04  N03  C02  C01   180.00   0.0  0
 CN9  CONST_32  C06  C07  C02  C01   180.00   0.0  0
 CN9  CONST_33  N08  C07  C02  C01     0.00   0.0  0
 CN9  CONST_34  H10  N08  C09  C10     0.00   0.0  0
 CN9  CONST_35  H9   C12  C11  C10   180.00   0.0  0
 CN9  CONST_36  H8   C11  C12  C13   180.00   0.0  0
 CN9  CONST_37  H6   C04  N03  C02   180.00   0.0  0
 CN9  CONST_38  H10  N08  C07  C02     0.00   0.0  0
 CN9  CONST_39  H6   C04  C05  C06   180.00   0.0  0
 CN9  CONST_40  H10  N08  C07  C06   180.00   0.0  0
 CN9  CONST_41  H2   C13  C14  C06     0.00   0.0  0
 CN9  CONST_42  H7   C05  C06  C07   180.00   0.0  0
 CN9  CONST_43  H2   C13  C14  C09   180.00   0.0  0
 CN9  CONST_44  H8   C11  C10  C09   180.00   0.0  0
 CN9  CONST_45  H2   C13  C12  C11   180.00   0.0  0
 CN9  CONST_46  H1   C10  C11  C12   180.00   0.0  0
 CN9  CONST_47  H7   C05  C06  C14     0.00   0.0  0
 CN9  CONST_48  H9   C12  C13  C14   180.00   0.0  0
 CN9  CONST_49  H10  N08  C09  C14   180.00   0.0  0
 CN9  CONST_50  H1   C10  C09  C14   180.00   0.0  0
 CN9  CONST_51  H7   C05  C04  N03   180.00   0.0  0
 CN9  CONST_52  H1   C10  C09  N08     0.00   0.0  0
 CN9  Var_01    H3   C01  C02  C07  -179.57  30.0  2
 CN9  Var_02    H4   C01  C02  C07   -59.19  30.0  2
 CN9  Var_03    H5   C01  C02  C07    60.09  30.0  2
 CN9  Var_04    H3   C01  C02  N03     0.46  30.0  2
 CN9  Var_05    H4   C01  C02  N03   120.84  30.0  2
 CN9  Var_06    H5   C01  C02  N03  -119.88  30.0  2

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
 CN9  plan-1  C10  0.020
 CN9  plan-1  C13  0.020
 CN9  plan-1  C01  0.020
 CN9  plan-1  C02  0.020
 CN9  plan-1  C04  0.020
 CN9  plan-1  C05  0.020
 CN9  plan-1  C06  0.020
 CN9  plan-1  C07  0.020
 CN9  plan-1  C09  0.020
 CN9  plan-1  C11  0.020
 CN9  plan-1  C12  0.020
 CN9  plan-1  C14  0.020
 CN9  plan-1  N03  0.020
 CN9  plan-1  N08  0.020
 CN9  plan-1  H1   0.020
 CN9  plan-1  H2   0.020
 CN9  plan-1  H6   0.020
 CN9  plan-1  H7   0.020
 CN9  plan-1  H8   0.020
 CN9  plan-1  H9   0.020
 CN9  plan-1  H10  0.020

