# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 04:55:43 2020
#   Inital geometry file: a 77 line input string
#   Ligand name: 4-hydroxy-8-(propan-2-yl)quinoline-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1cccc2c(O)c(cnc12)C(O)=O
#
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
 GNY  GNY  '4-hydroxy-8-(propan-2-yl)quinoline-3-carboxylic acid'  ligand  30  17  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_GNY
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
 GNY  C15  C  CR16  0  -0.074  -1.0646   1.4908  -0.0151
 GNY  C17  C  CR66  0   0.151   0.7560   0.1120   0.0345
 GNY  C01  C  CH3   0  -0.646   4.0213   1.2192   1.2107
 GNY  C02  C  CH1   0  -0.317   3.0715   1.1923   0.0129
 GNY  C03  C  CH3   0  -0.643   3.8505   1.2586  -1.3018
 GNY  C04  C  CR6   0   0.115   2.1715  -0.0218   0.0464
 GNY  C05  C  CR16  0  -0.320   2.7075  -1.2879   0.0779
 GNY  C06  C  CR16  0  -0.232   1.9018  -2.4354   0.1017
 GNY  C07  C  CR16  0  -0.341   0.5383  -2.3222   0.0952
 GNY  C08  C  CR66  0   0.006  -0.0620  -1.0466   0.0621
 GNY  C09  C  CR6   0   0.444  -1.4805  -0.8662   0.0561
 GNY  C11  C  CR6   0  -0.296  -1.9929   0.4226   0.0148
 GNY  C12  C  C     0   0.546  -3.4448   0.6903   0.0100
 GNY  N16  N  N     0  -0.441   0.2272   1.3609  -0.0035
 GNY  O10  O  OH1   0  -0.570  -2.3073  -1.8963   0.0814
 GNY  O13  O  OH1   0  -0.603  -3.7134   1.9830  -0.1599
 GNY  O14  O  O     0  -0.434  -4.3125  -0.1379   0.1429
 GNY  H2   H  HCH3  0   0.232   3.4755   1.1925   2.1546
 GNY  H3   H  HCH3  0   0.219   4.7121   0.3745   1.1978
 GNY  H4   H  HCH3  0   0.231   4.6192   2.1319   1.1964
 GNY  H5   H  HCH1  0   0.252   2.4363   2.0761   0.0685
 GNY  H6   H  HCH3  0   0.219   4.5398   0.4173  -1.4037
 GNY  H7   H  HCH3  0   0.232   3.1831   1.2505  -2.1643
 GNY  H8   H  HCH3  0   0.230   4.4416   2.1752  -1.3453
 GNY  H9   H  HCR6  0   0.261   3.7835  -1.4126   0.0836
 GNY  H10  H  HCR6  0   0.269   2.3622  -3.4138   0.1263
 GNY  H11  H  HCR6  0   0.255  -0.0452  -3.2348   0.1153
 GNY  H13  H  HOH1  0   0.487  -4.6724   2.1180  -0.1426
 GNY  H1   H  HCR6  0   0.274  -1.4366   2.5079  -0.0448
 GNY  H12  H  HOH1  0   0.495  -1.8395  -2.7391   0.0929

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
 GNY  O14  C12  double    1.207  0.020  1.207
 GNY  C12  O13  single    1.331  0.020  1.331
 GNY  C12  C11  single    1.476  0.020  1.476
 GNY  C15  C11  aromatic  1.416  0.020  1.416
 GNY  C15  N16  aromatic  1.298  0.020  1.298
 GNY  C11  C09  aromatic  1.388  0.020  1.388
 GNY  N16  C17  aromatic  1.357  0.020  1.357
 GNY  C09  O10  single    1.321  0.020  1.321
 GNY  C09  C08  aromatic  1.430  0.020  1.430
 GNY  C17  C08  aromatic  1.419  0.020  1.419
 GNY  C17  C04  aromatic  1.422  0.020  1.422
 GNY  C01  C02  single    1.529  0.020  1.529
 GNY  C08  C07  aromatic  1.410  0.020  1.410
 GNY  C02  C04  single    1.512  0.020  1.512
 GNY  C02  C03  single    1.530  0.020  1.530
 GNY  C04  C05  aromatic  1.375  0.020  1.375
 GNY  C07  C06  aromatic  1.368  0.020  1.368
 GNY  C05  C06  aromatic  1.402  0.020  1.402
 GNY  C01  H2   single    0.970  0.020  1.090
 GNY  C01  H3   single    0.970  0.020  1.090
 GNY  C01  H4   single    0.970  0.020  1.090
 GNY  C02  H5   single    0.970  0.020  1.090
 GNY  C03  H6   single    0.970  0.020  1.090
 GNY  C03  H7   single    0.970  0.020  1.090
 GNY  C03  H8   single    0.970  0.020  1.090
 GNY  C05  H9   single    0.930  0.020  1.080
 GNY  C06  H10  single    0.930  0.020  1.080
 GNY  C07  H11  single    0.930  0.020  1.080
 GNY  O13  H13  single    0.850  0.020  0.980
 GNY  C15  H1   single    0.930  0.020  1.080
 GNY  O10  H12  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
 GNY  H1   C15  N16  115.84  3.000
 GNY  H1   C15  C11  118.94  3.000
 GNY  N16  C15  C11  125.23  3.000
 GNY  N16  C17  C08  121.84  3.000
 GNY  C08  C17  C04  119.81  3.000
 GNY  N16  C17  C04  118.35  3.000
 GNY  H4   C01  H3   107.48  3.000
 GNY  H4   C01  H2   107.82  3.000
 GNY  H3   C01  H2   107.95  3.000
 GNY  H4   C01  C02  110.17  3.000
 GNY  H3   C01  C02  111.73  3.000
 GNY  H2   C01  C02  111.51  3.000
 GNY  H5   C02  C04  107.65  3.000
 GNY  H5   C02  C03  107.78  3.000
 GNY  C04  C02  C03  110.92  3.000
 GNY  H5   C02  C01  107.93  3.000
 GNY  C03  C02  C01  110.87  3.000
 GNY  C04  C02  C01  111.51  3.000
 GNY  H8   C03  H7   107.83  3.000
 GNY  H8   C03  H6   107.54  3.000
 GNY  H7   C03  H6   107.86  3.000
 GNY  H8   C03  C02  110.27  3.000
 GNY  H7   C03  C02  111.58  3.000
 GNY  H6   C03  C02  111.60  3.000
 GNY  C05  C04  C02  120.52  3.000
 GNY  C05  C04  C17  118.35  3.000
 GNY  C02  C04  C17  121.13  3.000
 GNY  H9   C05  C06  118.45  3.000
 GNY  H9   C05  C04  119.56  3.000
 GNY  C06  C05  C04  121.99  3.000
 GNY  H10  C06  C07  119.95  3.000
 GNY  H10  C06  C05  119.74  3.000
 GNY  C07  C06  C05  120.32  3.000
 GNY  H11  C07  C08  122.21  3.000
 GNY  H11  C07  C06  117.84  3.000
 GNY  C08  C07  C06  119.95  3.000
 GNY  C09  C08  C07  122.45  3.000
 GNY  C07  C08  C17  119.59  3.000
 GNY  C09  C08  C17  117.96  3.000
 GNY  O10  C09  C11  119.59  3.000
 GNY  O10  C09  C08  121.49  3.000
 GNY  C11  C09  C08  118.92  3.000
 GNY  C12  C11  C09  122.12  3.000
 GNY  C09  C11  C15  117.35  3.000
 GNY  C12  C11  C15  120.53  3.000
 GNY  O14  C12  O13  122.37  3.000
 GNY  O13  C12  C11  112.02  3.000
 GNY  O14  C12  C11  125.61  3.000
 GNY  C17  N16  C15  118.70  3.000
 GNY  H12  O10  C09  112.22  3.000
 GNY  H13  O13  C12  109.44  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
 GNY  CONST_01  C08  C09  C11  C15     0.00   0.0  0
 GNY  CONST_02  C08  C17  N16  C15     0.00   0.0  0
 GNY  CONST_03  C04  C17  N16  C15   180.00   0.0  0
 GNY  CONST_04  C11  C15  N16  C17     0.00   0.0  0
 GNY  CONST_05  C11  C09  C08  C17     0.00   0.0  0
 GNY  CONST_06  C06  C07  C08  C17     0.00   0.0  0
 GNY  CONST_07  C06  C05  C04  C17     0.00   0.0  0
 GNY  CONST_08  C09  C08  C17  C04   180.00   0.0  0
 GNY  CONST_09  C07  C08  C17  C04     0.00   0.0  0
 GNY  CONST_10  C07  C06  C05  C04     0.00   0.0  0
 GNY  CONST_11  N16  C17  C04  C05   180.00   0.0  0
 GNY  CONST_12  C08  C17  C04  C05     0.00   0.0  0
 GNY  CONST_13  C08  C07  C06  C05     0.00   0.0  0
 GNY  CONST_14  C09  C08  C07  C06   180.00   0.0  0
 GNY  CONST_15  C11  C09  C08  C07   180.00   0.0  0
 GNY  CONST_16  N16  C17  C08  C07   180.00   0.0  0
 GNY  CONST_17  N16  C15  C11  C09     0.00   0.0  0
 GNY  CONST_18  N16  C17  C08  C09     0.00   0.0  0
 GNY  CONST_19  O10  C09  C11  C15   180.00   0.0  0
 GNY  CONST_20  O10  C09  C08  C17   180.00   0.0  0
 GNY  CONST_21  N16  C17  C04  C02     0.00   0.0  0
 GNY  CONST_22  C08  C17  C04  C02   180.00   0.0  0
 GNY  CONST_23  C06  C05  C04  C02   180.00   0.0  0
 GNY  CONST_24  O10  C09  C08  C07     0.00   0.0  0
 GNY  CONST_25  C12  C11  C09  C08   180.00   0.0  0
 GNY  CONST_26  N16  C15  C11  C12   180.00   0.0  0
 GNY  CONST_27  H1   C15  N16  C17   180.00   0.0  0
 GNY  CONST_28  H11  C07  C08  C17   180.00   0.0  0
 GNY  CONST_29  H9   C05  C04  C17   180.00   0.0  0
 GNY  CONST_30  H10  C06  C05  C04   180.00   0.0  0
 GNY  CONST_31  H13  O13  C12  C11   180.00   0.0  0
 GNY  Var_01    O14  C12  C11  C15  -173.59  30.0  3
 GNY  Var_02    C01  C02  C04  C17   123.00  30.0  2
 GNY  Var_03    H2   C01  C02  C04   -57.01  30.0  3
 GNY  Var_04    H6   C03  C02  C04   -64.62  30.0  3

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
 GNY  plan-1  C15  0.020
 GNY  plan-1  C17  0.020
 GNY  plan-1  C02  0.020
 GNY  plan-1  C04  0.020
 GNY  plan-1  C05  0.020
 GNY  plan-1  C06  0.020
 GNY  plan-1  C07  0.020
 GNY  plan-1  C08  0.020
 GNY  plan-1  C09  0.020
 GNY  plan-1  C11  0.020
 GNY  plan-1  C12  0.020
 GNY  plan-1  N16  0.020
 GNY  plan-1  O10  0.020
 GNY  plan-1  H9   0.020
 GNY  plan-1  H10  0.020
 GNY  plan-1  H11  0.020
 GNY  plan-1  H1   0.020
 GNY  plan-2  C11  0.020
 GNY  plan-2  C12  0.020
 GNY  plan-2  O13  0.020
 GNY  plan-2  O14  0.020
 GNY  plan-2  H13  0.020

