# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 12:03:28 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: 4-methylquinoline-2,6-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(N)nc2ccc(N)cc12
#
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
 OTW  OTW  4-methylquinoline-2,6-diamine  ligand  24  13  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OTW
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
 OTW  C1    C  CH3   0  -0.750   0.6000   2.8577   0.0379
 OTW  C2    C  CR6   0   0.197   0.8648   1.3858   0.0499
 OTW  C3    C  CR16  0  -0.443   2.1373   0.9012   0.0613
 OTW  C4    C  CR6   0   0.423   2.3723  -0.5059   0.0712
 OTW  N5    N  N     0  -0.504   1.4005  -1.3810   0.0661
 OTW  C6    C  CR66  0   0.173   0.1225  -0.9241   0.0611
 OTW  C7    C  CR66  0   0.043  -0.2161   0.4485   0.0538
 OTW  C8    C  CR16  0  -0.431  -1.5686   0.8427   0.0449
 OTW  C9    C  CR6   0   0.317  -2.5880  -0.0897   0.0495
 OTW  C10   C  CR16  0  -0.321  -2.2407  -1.4621   0.0541
 OTW  C11   C  CR16  0  -0.300  -0.9320  -1.8622   0.0577
 OTW  N12   N  NH2   0  -0.864  -3.9209   0.2778   0.1068
 OTW  N13   N  NH2   0  -0.842   3.6602  -0.9596   0.1368
 OTW  H11C  H  HCH3  0   0.252   0.0285   3.1508  -0.8449
 OTW  H12C  H  HCH3  0   0.252   0.0175   3.1615   0.9097
 OTW  H13C  H  HCH3  0   0.258   1.5282   3.4260   0.0404
 OTW  H3    H  HCR6  0   0.261   2.9817   1.5803   0.0638
 OTW  H131  H  HNH2  0   0.388   4.3837  -0.3462  -0.1991
 OTW  H132  H  HNH2  0   0.378   3.8013  -1.9271  -0.1048
 OTW  H11   H  HCR6  0   0.250  -0.6868  -2.9172   0.0587
 OTW  H8    H  HCR6  0   0.253  -1.8171   1.8979   0.0371
 OTW  H10   H  HCR6  0   0.260  -3.0287  -2.2061   0.0561
 OTW  H121  H  HNH2  0   0.375  -4.1223   1.2119  -0.2133
 OTW  H122  H  HNH2  0   0.376  -4.5647  -0.3875  -0.2914

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
 OTW  C1   C2    single    1.496  0.020  1.496
 OTW  C2   C3    aromatic  1.362  0.020  1.362
 OTW  C2   C7    aromatic  1.431  0.020  1.431
 OTW  C3   C4    aromatic  1.427  0.020  1.427
 OTW  C4   N5    aromatic  1.308  0.020  1.308
 OTW  C4   N13   single    1.367  0.020  1.367
 OTW  N5   C6    aromatic  1.357  0.020  1.357
 OTW  C6   C7    aromatic  1.414  0.020  1.414
 OTW  C6   C11   aromatic  1.411  0.020  1.411
 OTW  C7   C8    aromatic  1.409  0.020  1.409
 OTW  C8   C9    aromatic  1.381  0.020  1.381
 OTW  C9   C10   aromatic  1.416  0.020  1.416
 OTW  C9   N12   single    1.384  0.020  1.384
 OTW  C10  C11   aromatic  1.369  0.020  1.369
 OTW  C1   H11C  single    0.970  0.020  1.090
 OTW  C1   H12C  single    0.970  0.020  1.090
 OTW  C1   H13C  single    0.970  0.020  1.090
 OTW  C3   H3    single    0.930  0.020  1.080
 OTW  N13  H131  single    0.890  0.020  1.040
 OTW  N13  H132  single    0.890  0.020  1.040
 OTW  C11  H11   single    0.930  0.020  1.080
 OTW  C8   H8    single    0.930  0.020  1.080
 OTW  C10  H10   single    0.930  0.020  1.080
 OTW  N12  H121  single    0.890  0.020  1.040
 OTW  N12  H122  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
 OTW  H13C  C1   H12C  107.94  3.000
 OTW  H13C  C1   H11C  107.94  3.000
 OTW  H12C  C1   H11C  106.96  3.000
 OTW  H13C  C1   C2    111.27  3.000
 OTW  H12C  C1   C2    111.23  3.000
 OTW  H11C  C1   C2    111.31  3.000
 OTW  C7    C2   C3    118.22  3.000
 OTW  C7    C2   C1    120.73  3.000
 OTW  C3    C2   C1    121.05  3.000
 OTW  H3    C3   C4    119.32  3.000
 OTW  H3    C3   C2    120.34  3.000
 OTW  C4    C3   C2    120.34  3.000
 OTW  N13   C4   N5    118.57  3.000
 OTW  N13   C4   C3    118.88  3.000
 OTW  N5    C4   C3    122.52  3.000
 OTW  C6    N5   C4    118.32  3.000
 OTW  C11   C6   C7    117.80  3.000
 OTW  C11   C6   N5    118.67  3.000
 OTW  C7    C6   N5    123.53  3.000
 OTW  C8    C7   C6    120.11  3.000
 OTW  C8    C7   C2    122.82  3.000
 OTW  C6    C7   C2    117.07  3.000
 OTW  H8    C8   C9    119.20  3.000
 OTW  H8    C8   C7    119.50  3.000
 OTW  C9    C8   C7    121.30  3.000
 OTW  N12   C9   C10   119.58  3.000
 OTW  N12   C9   C8    122.11  3.000
 OTW  C10   C9   C8    118.25  3.000
 OTW  H10   C10  C11   119.64  3.000
 OTW  H10   C10  C9    119.16  3.000
 OTW  C11   C10  C9    121.20  3.000
 OTW  H11   C11  C10   120.08  3.000
 OTW  H11   C11  C6    118.57  3.000
 OTW  C10   C11  C6    121.34  3.000
 OTW  H122  N12  H121  111.02  3.000
 OTW  H122  N12  C9    115.06  3.000
 OTW  H121  N12  C9    115.19  3.000
 OTW  H132  N13  H131  113.88  3.000
 OTW  H132  N13  C4    116.06  3.000
 OTW  H131  N13  C4    117.32  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
 OTW  CONST_01  N5    C4   C3   C2     0.00   0.0  0
 OTW  CONST_02  N5    C6   C7   C2     0.00   0.0  0
 OTW  CONST_03  C11   C6   C7   C2   180.00   0.0  0
 OTW  CONST_04  C9    C8   C7   C2   180.00   0.0  0
 OTW  CONST_05  C6    C7   C2   C3     0.00   0.0  0
 OTW  CONST_06  C8    C7   C2   C3   180.00   0.0  0
 OTW  CONST_07  C6    N5   C4   C3     0.00   0.0  0
 OTW  CONST_08  C7    C2   C3   C4     0.00   0.0  0
 OTW  CONST_09  C7    C6   N5   C4     0.00   0.0  0
 OTW  CONST_10  C11   C6   N5   C4   180.00   0.0  0
 OTW  CONST_11  C8    C7   C6   N5   180.00   0.0  0
 OTW  CONST_12  C10   C11  C6   N5   180.00   0.0  0
 OTW  CONST_13  C9    C8   C7   C6     0.00   0.0  0
 OTW  CONST_14  C9    C10  C11  C6     0.00   0.0  0
 OTW  CONST_15  C10   C11  C6   C7     0.00   0.0  0
 OTW  CONST_16  C10   C9   C8   C7     0.00   0.0  0
 OTW  CONST_17  C11   C6   C7   C8     0.00   0.0  0
 OTW  CONST_18  C11   C10  C9   C8     0.00   0.0  0
 OTW  CONST_19  C4    C3   C2   C1   180.00   0.0  0
 OTW  CONST_20  C6    C7   C2   C1   180.00   0.0  0
 OTW  CONST_21  C8    C7   C2   C1     0.00   0.0  0
 OTW  CONST_22  N13   C4   C3   C2   180.00   0.0  0
 OTW  CONST_23  N13   C4   N5   C6   180.00   0.0  0
 OTW  CONST_24  N12   C9   C8   C7   180.00   0.0  0
 OTW  CONST_25  N12   C9   C10  C11  180.00   0.0  0
 OTW  CONST_26  H8    C8   C7   C2     0.00   0.0  0
 OTW  CONST_27  H3    C3   C4   N5   180.00   0.0  0
 OTW  CONST_28  H11   C11  C6   N5     0.00   0.0  0
 OTW  CONST_29  H10   C10  C11  C6   180.00   0.0  0
 OTW  Var_01    H11C  C1   C2   C3   120.41  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
 OTW  plan-1  C1    0.020
 OTW  plan-1  C2    0.020
 OTW  plan-1  C3    0.020
 OTW  plan-1  C4    0.020
 OTW  plan-1  N5    0.020
 OTW  plan-1  C6    0.020
 OTW  plan-1  C7    0.020
 OTW  plan-1  C8    0.020
 OTW  plan-1  C9    0.020
 OTW  plan-1  C10   0.020
 OTW  plan-1  C11   0.020
 OTW  plan-1  N12   0.020
 OTW  plan-1  N13   0.020
 OTW  plan-1  H3    0.020
 OTW  plan-1  H11   0.020
 OTW  plan-1  H8    0.020
 OTW  plan-1  H10   0.020
 OTW  plan-2  C9    0.020
 OTW  plan-2  N12   0.020
 OTW  plan-2  H121  0.020
 OTW  plan-2  H122  0.020
 OTW  plan-3  C4    0.020
 OTW  plan-3  N13   0.020
 OTW  plan-3  H131  0.020
 OTW  plan-3  H132  0.020

