# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 20:04:39 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: 2-phenyl-1H-imidazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1c[nH]c(n1)c2ccccc2
#
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
 G14  G14  '2-phenyl-1H-imidazole-4-carboxylic acid'  ligand  22  14  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G14
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
 G14  O14   O  OH1   0  -0.592   3.2797   1.7104  -0.0021
 G14  C12   C  C     0   0.452   3.3215   0.3854  -0.0126
 G14  O13   O  O     0  -0.450   4.3481  -0.2554  -0.0191
 G14  C10   C  CR5   0   0.009   1.9937  -0.2232  -0.0137
 G14  C9    C  CR15  0  -0.039   1.7378  -1.5714  -0.0116
 G14  N8    N  NR15  0  -0.636   0.3917  -1.6713  -0.0098
 G14  C7    C  CR5   0   0.475  -0.1309  -0.4132  -0.0119
 G14  N11   N  N     0  -0.444   0.8256   0.4787  -0.0141
 G14  C6    C  CR6   0   0.035  -1.5612  -0.1141  -0.0110
 G14  C1    C  CR16  0  -0.303  -2.5281  -1.1189   0.0218
 G14  C2    C  CR16  0  -0.238  -3.8769  -0.7955   0.0232
 G14  C3    C  CR16  0  -0.260  -4.2790   0.5326  -0.0070
 G14  C4    C  CR16  0  -0.237  -3.3208   1.5387  -0.0393
 G14  C5    C  CR16  0  -0.293  -1.9732   1.2198  -0.0419
 G14  HO14  H  HOH1  0   0.486   4.1820   2.0628   0.0001
 G14  H9    H  HCR5  0   0.310   2.3846  -2.4318  -0.0044
 G14  H1    H  HCR6  0   0.245  -2.2485  -2.1645   0.0476
 G14  H2    H  HCR6  0   0.265  -4.6140  -1.5867   0.0494
 G14  H3    H  HCR6  0   0.262  -5.3320   0.7816  -0.0052
 G14  H4    H  HCR6  0   0.262  -3.6237   2.5774  -0.0625
 G14  H5    H  HCR6  0   0.258  -1.2310   2.0060  -0.0680
 G14  HN8   H  HNR5  0   0.434  -0.1168  -2.5427  -0.0094

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
 G14  O14  C12   single    1.326  0.020  1.326
 G14  O14  HO14  single    0.850  0.020  0.980
 G14  O13  C12   double    1.210  0.020  1.210
 G14  C12  C10   single    1.461  0.020  1.461
 G14  C10  C9    aromatic  1.372  0.020  1.372
 G14  C10  N11   aromatic  1.363  0.020  1.363
 G14  C9   N8    aromatic  1.350  0.020  1.350
 G14  C9   H9    single    0.930  0.020  1.080
 G14  N8   C7    aromatic  1.362  0.020  1.362
 G14  N11  C7    aromatic  1.308  0.020  1.308
 G14  C7   C6    single    1.461  0.020  1.461
 G14  C6   C5    aromatic  1.396  0.020  1.396
 G14  C6   C1    aromatic  1.395  0.020  1.395
 G14  C1   C2    aromatic  1.387  0.020  1.387
 G14  C1   H1    single    0.930  0.020  1.080
 G14  C2   C3    aromatic  1.388  0.020  1.388
 G14  C2   H2    single    0.930  0.020  1.080
 G14  C4   C3    aromatic  1.390  0.020  1.390
 G14  C3   H3    single    0.930  0.020  1.080
 G14  C5   C4    aromatic  1.385  0.020  1.385
 G14  C4   H4    single    0.930  0.020  1.080
 G14  C5   H5    single    0.930  0.020  1.080
 G14  N8   HN8   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
 G14  HO14  O14  C12  109.52  3.000
 G14  C10   C12  O13  123.40  3.000
 G14  C10   C12  O14  112.82  3.000
 G14  O13   C12  O14  123.78  3.000
 G14  N11   C10  C9   110.25  3.000
 G14  N11   C10  C12  124.37  3.000
 G14  C9    C10  C12  125.37  3.000
 G14  H9    C9   N8   122.69  3.000
 G14  H9    C9   C10  132.31  3.000
 G14  N8    C9   C10  104.99  3.000
 G14  HN8   N8   C7   127.18  3.000
 G14  HN8   N8   C9   124.51  3.000
 G14  C7    N8   C9   108.31  3.000
 G14  C6    C7   N11  125.19  3.000
 G14  C6    C7   N8   124.37  3.000
 G14  N11   C7   N8   110.44  3.000
 G14  C7    N11  C10  106.00  3.000
 G14  C5    C6   C1   118.96  3.000
 G14  C1    C6   C7   122.07  3.000
 G14  C5    C6   C7   118.97  3.000
 G14  H1    C1   C2   118.44  3.000
 G14  H1    C1   C6   121.16  3.000
 G14  C2    C1   C6   120.40  3.000
 G14  H2    C2   C3   120.20  3.000
 G14  H2    C2   C1   119.48  3.000
 G14  C3    C2   C1   120.32  3.000
 G14  H3    C3   C4   120.29  3.000
 G14  H3    C3   C2   120.14  3.000
 G14  C4    C3   C2   119.57  3.000
 G14  H4    C4   C5   119.56  3.000
 G14  H4    C4   C3   120.16  3.000
 G14  C5    C4   C3   120.28  3.000
 G14  H5    C5   C4   120.03  3.000
 G14  H5    C5   C6   119.50  3.000
 G14  C4    C5   C6   120.47  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
 G14  CONST_01  C7    N8   C9   C10     0.00   0.0  0
 G14  CONST_02  N8    C7   N11  C10     0.00   0.0  0
 G14  CONST_03  C6    C7   N11  C10   180.00   0.0  0
 G14  CONST_04  C7    N11  C10  C9      0.00   0.0  0
 G14  CONST_05  N11   C7   N8   C9      0.00   0.0  0
 G14  CONST_06  C6    C7   N8   C9    180.00   0.0  0
 G14  CONST_07  N11   C10  C9   N8      0.00   0.0  0
 G14  CONST_08  C5    C6   C7   N8    180.00   0.0  0
 G14  CONST_09  C1    C6   C7   N8      0.00   0.0  0
 G14  CONST_10  C4    C5   C6   C7    180.00   0.0  0
 G14  CONST_11  C2    C1   C6   C7    180.00   0.0  0
 G14  CONST_12  C5    C6   C7   N11     0.00   0.0  0
 G14  CONST_13  C1    C6   C7   N11   180.00   0.0  0
 G14  CONST_14  C3    C4   C5   C6      0.00   0.0  0
 G14  CONST_15  C3    C2   C1   C6      0.00   0.0  0
 G14  CONST_16  C4    C5   C6   C1      0.00   0.0  0
 G14  CONST_17  C4    C3   C2   C1      0.00   0.0  0
 G14  CONST_18  C5    C6   C1   C2      0.00   0.0  0
 G14  CONST_19  C5    C4   C3   C2      0.00   0.0  0
 G14  CONST_20  N8    C9   C10  C12   180.00   0.0  0
 G14  CONST_21  C7    N11  C10  C12   180.00   0.0  0
 G14  CONST_22  HN8   N8   C9   C10   180.00   0.0  0
 G14  CONST_23  H9    C9   N8   C7    180.00   0.0  0
 G14  CONST_24  H5    C5   C6   C7      0.00   0.0  0
 G14  CONST_25  H1    C1   C6   C7      0.00   0.0  0
 G14  CONST_26  H4    C4   C5   C6    180.00   0.0  0
 G14  CONST_27  H2    C2   C1   C6    180.00   0.0  0
 G14  CONST_28  H3    C3   C2   C1    180.00   0.0  0
 G14  CONST_29  HO14  O14  C12  C10   180.00   0.0  0
 G14  Var_01    C9    C10  C12  O14  -179.39  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
 G14  plan-1  C12   0.020
 G14  plan-1  C10   0.020
 G14  plan-1  C9    0.020
 G14  plan-1  N8    0.020
 G14  plan-1  C7    0.020
 G14  plan-1  N11   0.020
 G14  plan-1  C6    0.020
 G14  plan-1  H9    0.020
 G14  plan-1  HN8   0.020
 G14  plan-2  C7    0.020
 G14  plan-2  C6    0.020
 G14  plan-2  C1    0.020
 G14  plan-2  C2    0.020
 G14  plan-2  C3    0.020
 G14  plan-2  C4    0.020
 G14  plan-2  C5    0.020
 G14  plan-2  H1    0.020
 G14  plan-2  H2    0.020
 G14  plan-2  H3    0.020
 G14  plan-2  H4    0.020
 G14  plan-2  H5    0.020
 G14  plan-3  O14   0.020
 G14  plan-3  C12   0.020
 G14  plan-3  O13   0.020
 G14  plan-3  C10   0.020
 G14  plan-3  HO14  0.020

