# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 13:57:33 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: 2-(3-chlorophenyl)-5-methyl-1H-imidazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]c(nc1C(O)=O)c2cccc(Cl)c2
#
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
 4G2  4G2  '2-(3-chlorophenyl)-5-methyl-1H-imidazole-4-carboxylic acid'  ligand  24  16  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4G2
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
 4G2  O14   O   O      0  -0.601  -4.6781   0.9613  -0.0231
 4G2  C12   C   C      0   0.333  -3.4898   1.3487  -0.0252
 4G2  O13   O   OC    -1  -0.604  -3.0894   2.5273  -0.0492
 4G2  C10   C   CR5    0  -0.101  -2.4395   0.2758  -0.0023
 4G2  C9    C   CR5    0   0.296  -2.6198  -1.0931   0.0210
 4G2  N8    N   NR15   0  -0.676  -1.3610  -1.6114   0.0191
 4G2  C7    C   CR5    0   0.451  -0.4731  -0.5846  -0.0007
 4G2  N11   N   N      0  -0.450  -1.1037   0.5614  -0.0128
 4G2  C6    C   CR6    0   0.035   0.9763  -0.7479  -0.0057
 4G2  C1    C   CR16   0  -0.261   1.7761   0.3972   0.0025
 4G2  C2    C   CR6    0  -0.018   3.1517   0.2695  -0.0048
 4G2  C3    C   CR16   0  -0.229   3.7714  -0.9720  -0.0196
 4G2  C4    C   CR16   0  -0.243   2.9721  -2.1053  -0.0281
 4G2  C5    C   CR16   0  -0.306   1.5898  -2.0010  -0.0215
 4G2  CL1   CL  CL     0  -0.129   4.1290   1.7029   0.0055
 4G2  C15   C   CH3    0  -0.732  -3.8183  -1.9718   0.0265
 4G2  H8    H   HNR5   0   0.415  -1.1502  -2.5976   0.0332
 4G2  H151  H   HCH3   0   0.248  -4.1561  -2.1925  -0.9882
 4G2  H152  H   HCH3   0   0.239  -3.6027  -2.9228   0.5141
 4G2  H153  H   HCH3   0   0.258  -4.6406  -1.4905   0.5452
 4G2  H1    H   HCR6   0   0.273   1.3133   1.3745   0.0144
 4G2  H5    H   HCR6   0   0.249   1.0016  -2.9097  -0.0302
 4G2  H3    H   HCR6   0   0.281   4.8493  -1.0543  -0.0245
 4G2  H4    H   HCR6   0   0.272   3.4353  -3.0828  -0.0409

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
 4G2  O14  C12   deloc     1.250  0.020  1.250
 4G2  C12  O13   deloc     1.245  0.020  1.245
 4G2  C12  C10   single    1.502  0.020  1.502
 4G2  C10  C9    aromatic  1.381  0.020  1.381
 4G2  C10  N11   aromatic  1.366  0.020  1.366
 4G2  C9   N8    aromatic  1.361  0.020  1.361
 4G2  C9   C15   single    1.486  0.020  1.486
 4G2  N8   C7    aromatic  1.358  0.020  1.358
 4G2  C7   N11   aromatic  1.308  0.020  1.308
 4G2  C7   C6    single    1.459  0.020  1.459
 4G2  C6   C1    aromatic  1.397  0.020  1.397
 4G2  C6   C5    aromatic  1.395  0.020  1.395
 4G2  C1   C2    aromatic  1.382  0.020  1.382
 4G2  C2   C3    aromatic  1.388  0.020  1.388
 4G2  C2   CL1   single    1.735  0.020  1.735
 4G2  C3   C4    aromatic  1.387  0.020  1.387
 4G2  C4   C5    aromatic  1.386  0.020  1.386
 4G2  N8   H8    single    0.860  0.020  1.020
 4G2  C15  H151  single    0.970  0.020  1.090
 4G2  C15  H152  single    0.970  0.020  1.090
 4G2  C15  H153  single    0.970  0.020  1.090
 4G2  C1   H1    single    0.930  0.020  1.080
 4G2  C5   H5    single    0.930  0.020  1.080
 4G2  C3   H3    single    0.930  0.020  1.080
 4G2  C4   H4    single    0.930  0.020  1.080

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
 4G2  C10   C12  O13   116.86  3.000
 4G2  C10   C12  O14   116.33  3.000
 4G2  O13   C12  O14   126.81  3.000
 4G2  N11   C10  C9    109.58  3.000
 4G2  N11   C10  C12   122.30  3.000
 4G2  C9    C10  C12   128.12  3.000
 4G2  C15   C9   N8    121.38  3.000
 4G2  C15   C9   C10   133.74  3.000
 4G2  N8    C9   C10   104.87  3.000
 4G2  H8    N8   C7    127.09  3.000
 4G2  H8    N8   C9    124.44  3.000
 4G2  C7    N8   C9    108.47  3.000
 4G2  C6    C7   N11   125.24  3.000
 4G2  C6    C7   N8    124.42  3.000
 4G2  N11   C7   N8    110.34  3.000
 4G2  C7    N11  C10   106.74  3.000
 4G2  C5    C6   C1    118.98  3.000
 4G2  C5    C6   C7    122.51  3.000
 4G2  C1    C6   C7    118.50  3.000
 4G2  H1    C1   C2    120.64  3.000
 4G2  H1    C1   C6    119.73  3.000
 4G2  C2    C1   C6    119.63  3.000
 4G2  CL1   C2   C3    119.19  3.000
 4G2  CL1   C2   C1    118.98  3.000
 4G2  C3    C2   C1    121.84  3.000
 4G2  H3    C3   C4    120.82  3.000
 4G2  H3    C3   C2    120.90  3.000
 4G2  C4    C3   C2    118.28  3.000
 4G2  H4    C4   C5    119.67  3.000
 4G2  H4    C4   C3    119.45  3.000
 4G2  C5    C4   C3    120.88  3.000
 4G2  H5    C5   C4    118.60  3.000
 4G2  H5    C5   C6    121.00  3.000
 4G2  C4    C5   C6    120.40  3.000
 4G2  H153  C15  H152  108.85  3.000
 4G2  H153  C15  H151  107.43  3.000
 4G2  H152  C15  H151  107.48  3.000
 4G2  H153  C15  C9    110.54  3.000
 4G2  H152  C15  C9    110.97  3.000
 4G2  H151  C15  C9    111.44  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
 4G2  CONST_01  C7    N8   C9   C10    0.00   0.0  0
 4G2  CONST_02  N8    C7   N11  C10    0.00   0.0  0
 4G2  CONST_03  C6    C7   N11  C10  180.00   0.0  0
 4G2  CONST_04  C7    N11  C10  C9     0.00   0.0  0
 4G2  CONST_05  N11   C7   N8   C9     0.00   0.0  0
 4G2  CONST_06  C6    C7   N8   C9   180.00   0.0  0
 4G2  CONST_07  N11   C10  C9   N8     0.00   0.0  0
 4G2  CONST_08  C1    C6   C7   N8   180.00   0.0  0
 4G2  CONST_09  C5    C6   C7   N8     0.00   0.0  0
 4G2  CONST_10  C2    C1   C6   C7   180.00   0.0  0
 4G2  CONST_11  C4    C5   C6   C7   180.00   0.0  0
 4G2  CONST_12  C1    C6   C7   N11    0.00   0.0  0
 4G2  CONST_13  C5    C6   C7   N11  180.00   0.0  0
 4G2  CONST_14  C3    C2   C1   C6     0.00   0.0  0
 4G2  CONST_15  C3    C4   C5   C6     0.00   0.0  0
 4G2  CONST_16  C4    C5   C6   C1     0.00   0.0  0
 4G2  CONST_17  C4    C3   C2   C1     0.00   0.0  0
 4G2  CONST_18  C5    C6   C1   C2     0.00   0.0  0
 4G2  CONST_19  C5    C4   C3   C2     0.00   0.0  0
 4G2  CONST_20  N8    C9   C10  C12  180.00   0.0  0
 4G2  CONST_21  C7    N11  C10  C12  180.00   0.0  0
 4G2  CONST_22  C15   C9   N8   C7   180.00   0.0  0
 4G2  CONST_23  C15   C9   C10  N11  180.00   0.0  0
 4G2  CONST_24  CL1   C2   C1   C6   180.00   0.0  0
 4G2  CONST_25  CL1   C2   C3   C4   180.00   0.0  0
 4G2  CONST_26  H8    N8   C9   C10  180.00   0.0  0
 4G2  CONST_27  H1    C1   C6   C7     0.00   0.0  0
 4G2  CONST_28  H5    C5   C6   C7     0.00   0.0  0
 4G2  CONST_29  H4    C4   C5   C6   180.00   0.0  0
 4G2  CONST_30  H3    C3   C2   C1   180.00   0.0  0
 4G2  Var_01    C9    C10  C12  O14   -0.00  30.0  2
 4G2  Var_02    H151  C15  C9   C10   87.64  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
 4G2  plan-1  C12  0.020
 4G2  plan-1  C10  0.020
 4G2  plan-1  C9   0.020
 4G2  plan-1  N8   0.020
 4G2  plan-1  C7   0.020
 4G2  plan-1  N11  0.020
 4G2  plan-1  C6   0.020
 4G2  plan-1  C15  0.020
 4G2  plan-1  H8   0.020
 4G2  plan-2  C7   0.020
 4G2  plan-2  C6   0.020
 4G2  plan-2  C1   0.020
 4G2  plan-2  C2   0.020
 4G2  plan-2  C3   0.020
 4G2  plan-2  C4   0.020
 4G2  plan-2  C5   0.020
 4G2  plan-2  CL1  0.020
 4G2  plan-2  H1   0.020
 4G2  plan-2  H5   0.020
 4G2  plan-2  H3   0.020
 4G2  plan-2  H4   0.020
 4G2  plan-3  O14  0.020
 4G2  plan-3  C12  0.020
 4G2  plan-3  O13  0.020
 4G2  plan-3  C10  0.020

