# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 10:13:53 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  17  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  -0.336   0.5359  -0.1233  -0.0410
 GOG  C02  C  C      0   0.368  -2.0055   0.3152   0.1225
 GOG  C04  C  CR6    0  -0.034  -0.5531   0.7540   0.0147
 GOG  C05  C  CR16   0  -0.338  -0.3326   2.1298  -0.0311
 GOG  C06  C  CR16   0  -0.237   0.9570   2.6345  -0.1325
 GOG  C07  C  CR16   0  -0.377   2.0469   1.7846  -0.1890
 GOG  C08  C  CR6    0   0.365   1.8457   0.4028  -0.1446
 GOG  C11  C  C      0   0.491   0.3551  -1.6180   0.0042
 GOG  O01  O  OC    -1  -0.617  -2.4710   0.2526   1.2746
 GOG  O03  O  O      0  -0.616  -2.6144   0.1738  -0.9528
 GOG  O09  O  OH1    0  -0.666   2.9009  -0.4057  -0.2009
 GOG  O12  O  O      0  -0.642   1.4254  -2.3113  -0.0732
 GOG  O13  O  OC    -1  -0.537  -0.7741  -2.0974   0.1080
 GOG  H1   H  HCR6   0   0.236  -1.1708   2.8150   0.0097
 GOG  H2   H  HCR6   0   0.243   1.1143   3.7060  -0.1676
 GOG  H3   H  HCR6   0   0.241   3.0548   2.1740  -0.2685
 GOG  H5   H  HOH1   0   0.456   2.4724  -1.3498  -0.1588

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  deloc     1.244  0.020  1.244
 GOG  O12  C11  deloc     1.278  0.020  1.278
 GOG  C11  O13  deloc     1.231  0.020  1.231
 GOG  C11  C10  single    1.506  0.020  1.506
 GOG  C02  C04  single    1.521  0.020  1.521
 GOG  C02  O01  deloc     1.244  0.020  1.244
 GOG  C10  C04  aromatic  1.400  0.020  1.400
 GOG  C10  C08  aromatic  1.415  0.020  1.415
 GOG  C04  C05  aromatic  1.394  0.020  1.394
 GOG  O09  C08  single    1.331  0.020  1.331
 GOG  C08  C07  aromatic  1.397  0.020  1.397
 GOG  C05  C06  aromatic  1.389  0.020  1.389
 GOG  C07  C06  aromatic  1.383  0.020  1.383
 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  O09  H5   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  118.83  3.000
 GOG  C08  C10  C04  119.34  3.000
 GOG  C11  C10  C04  121.83  3.000
 GOG  O03  C02  O01  127.71  3.000
 GOG  O01  C02  C04  115.94  3.000
 GOG  O03  C02  C04  116.04  3.000
 GOG  C05  C04  C02  115.98  3.000
 GOG  C05  C04  C10  119.62  3.000
 GOG  C02  C04  C10  124.40  3.000
 GOG  H1   C05  C06  119.43  3.000
 GOG  H1   C05  C04  120.03  3.000
 GOG  C06  C05  C04  120.53  3.000
 GOG  H2   C06  C07  119.46  3.000
 GOG  H2   C06  C05  119.78  3.000
 GOG  C07  C06  C05  120.76  3.000
 GOG  H3   C07  C08  119.46  3.000
 GOG  H3   C07  C06  121.01  3.000
 GOG  C08  C07  C06  119.54  3.000
 GOG  O09  C08  C07  119.05  3.000
 GOG  C07  C08  C10  120.22  3.000
 GOG  O09  C08  C10  120.74  3.000
 GOG  O13  C11  O12  124.21  3.000
 GOG  O13  C11  C10  119.94  3.000
 GOG  O12  C11  C10  115.85  3.000
 GOG  H5   O09  C08  102.93  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  Var_01    O03  C02  C04  C10  -92.11  30.0  2
 GOG  Var_02    O12  C11  C10  C04  179.06  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-3  C10  0.020
 GOG  plan-3  C11  0.020
 GOG  plan-3  O12  0.020
 GOG  plan-3  O13  0.020

