# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 03:23:04 2020
#   Inital geometry file: a 57 line input string
#   Ligand name: 3-hydroxybenzene-1,2-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(O)c1C(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
 GOG  GOG  '3-hydroxybenzene-1,2-dicarboxylic acid'  ligand  19  13  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GOG
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
 GOG  C10  C  CR6   0  -0.112   0.3885  -0.2001  -0.0742
 GOG  C02  C  C     0   0.542  -2.0403   0.2596   0.0222
 GOG  C04  C  CR6   0  -0.069  -0.6376   0.7441  -0.0248
 GOG  C05  C  CR16  0  -0.294  -0.3368   2.1034  -0.0099
 GOG  C06  C  CR16  0  -0.230   0.9866   2.5124  -0.0417
 GOG  C07  C  CR16  0  -0.363   2.0121   1.5841  -0.0882
 GOG  C08  C  CR6   0   0.388   1.7150   0.2248  -0.1057
 GOG  C11  C  C     0   0.479   0.1599  -1.6806  -0.1434
 GOG  O01  O  OH1   0  -0.588  -2.9307   1.2361   0.0301
 GOG  O03  O  O     0  -0.434  -2.3336  -0.9114   0.0515
 GOG  O09  O  OH1   0  -0.620   2.6582  -0.7303  -0.1508
 GOG  O12  O  O     0  -0.426   0.0814  -2.2915  -1.1762
 GOG  O13  O  OH1   0  -0.579   0.1611  -2.2292   1.0588
 GOG  H1   H  HCR6  0   0.273  -1.1218   2.8438   0.0283
 GOG  H2   H  HCR6  0   0.277   1.2232   3.5676  -0.0294
 GOG  H3   H  HCR6  0   0.289   3.0446   1.9133  -0.1110
 GOG  H4   H  HOH1  0   0.493  -3.8273   0.8697   0.0633
 GOG  H5   H  HOH1  0   0.486   3.5411  -0.3431  -0.1702
 GOG  H6   H  HOH1  0   0.487   0.0535  -3.1906   0.9882

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
 GOG  O03  C02  double    1.208  0.020  1.208
 GOG  O12  C11  double    1.202  0.020  1.202
 GOG  C11  O13  single    1.321  0.020  1.321
 GOG  C11  C10  single    1.500  0.020  1.500
 GOG  C02  C04  single    1.485  0.020  1.485
 GOG  C02  O01  single    1.321  0.020  1.321
 GOG  C10  C04  aromatic  1.395  0.020  1.395
 GOG  C10  C08  aromatic  1.393  0.020  1.393
 GOG  C04  C05  aromatic  1.392  0.020  1.392
 GOG  O09  C08  single    1.343  0.020  1.343
 GOG  C08  C07  aromatic  1.391  0.020  1.391
 GOG  C05  C06  aromatic  1.386  0.020  1.386
 GOG  C07  C06  aromatic  1.384  0.020  1.384
 GOG  C05  H1   single    0.930  0.020  1.080
 GOG  C06  H2   single    0.930  0.020  1.080
 GOG  C07  H3   single    0.930  0.020  1.080
 GOG  O01  H4   single    0.850  0.020  0.980
 GOG  O09  H5   single    0.850  0.020  0.980
 GOG  O13  H6   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
 GOG  C11  C10  C08  116.43  3.000
 GOG  C08  C10  C04  119.64  3.000
 GOG  C11  C10  C04  123.89  3.000
 GOG  O03  C02  O01  123.56  3.000
 GOG  O01  C02  C04  113.30  3.000
 GOG  O03  C02  C04  123.14  3.000
 GOG  C05  C04  C02  121.49  3.000
 GOG  C05  C04  C10  120.15  3.000
 GOG  C02  C04  C10  118.36  3.000
 GOG  H1   C05  C06  119.52  3.000
 GOG  H1   C05  C04  120.85  3.000
 GOG  C06  C05  C04  119.63  3.000
 GOG  H2   C06  C07  119.52  3.000
 GOG  H2   C06  C05  119.78  3.000
 GOG  C07  C06  C05  120.69  3.000
 GOG  H3   C07  C08  119.98  3.000
 GOG  H3   C07  C06  120.18  3.000
 GOG  C08  C07  C06  119.83  3.000
 GOG  O09  C08  C07  123.04  3.000
 GOG  C07  C08  C10  120.06  3.000
 GOG  O09  C08  C10  116.90  3.000
 GOG  O13  C11  O12  124.79  3.000
 GOG  O13  C11  C10  111.57  3.000
 GOG  O12  C11  C10  123.44  3.000
 GOG  H4   O01  C02  110.13  3.000
 GOG  H5   O09  C08  110.99  3.000
 GOG  H6   O13  C11  110.19  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
 GOG  CONST_01  C06  C05  C04  C10    0.00   0.0  0
 GOG  CONST_02  C06  C07  C08  C10    0.00   0.0  0
 GOG  CONST_03  C07  C08  C10  C04    0.00   0.0  0
 GOG  CONST_04  C07  C06  C05  C04    0.00   0.0  0
 GOG  CONST_05  C08  C10  C04  C05    0.00   0.0  0
 GOG  CONST_06  C08  C07  C06  C05    0.00   0.0  0
 GOG  CONST_07  C08  C10  C04  C02  180.00   0.0  0
 GOG  CONST_08  C06  C05  C04  C02  180.00   0.0  0
 GOG  CONST_09  O09  C08  C10  C04  180.00   0.0  0
 GOG  CONST_10  C11  C10  C04  C05  180.00   0.0  0
 GOG  CONST_11  O09  C08  C07  C06  180.00   0.0  0
 GOG  CONST_12  C11  C10  C08  C07  180.00   0.0  0
 GOG  CONST_13  H1   C05  C04  C10  180.00   0.0  0
 GOG  CONST_14  H3   C07  C08  C10  180.00   0.0  0
 GOG  CONST_15  H2   C06  C05  C04  180.00   0.0  0
 GOG  CONST_16  H6   O13  C11  C10  180.00   0.0  0
 GOG  CONST_17  H4   O01  C02  C04  180.00   0.0  0
 GOG  Var_01    O03  C02  C04  C10    1.79  30.0  2
 GOG  Var_02    O12  C11  C10  C04   91.56  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
 GOG  plan-1  C10  0.020
 GOG  plan-1  C02  0.020
 GOG  plan-1  C04  0.020
 GOG  plan-1  C05  0.020
 GOG  plan-1  C06  0.020
 GOG  plan-1  C07  0.020
 GOG  plan-1  C08  0.020
 GOG  plan-1  C11  0.020
 GOG  plan-1  O09  0.020
 GOG  plan-1  H1   0.020
 GOG  plan-1  H2   0.020
 GOG  plan-1  H3   0.020
 GOG  plan-2  C02  0.020
 GOG  plan-2  C04  0.020
 GOG  plan-2  O01  0.020
 GOG  plan-2  O03  0.020
 GOG  plan-2  H4   0.020
 GOG  plan-3  C10  0.020
 GOG  plan-3  C11  0.020
 GOG  plan-3  O12  0.020
 GOG  plan-3  O13  0.020
 GOG  plan-3  H6   0.020

