# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 03:46:30 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: 1-(5-chloro-2-methylphenyl)-5-(3-chlorophenyl)-2-(3-methylphenyl)-1H-imidazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cccc(c1)c2nc(C(O)=O)c(n2c3cc(Cl)ccc3C)c4cccc(Cl)c4
#
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
 2V8  2V8  '1-(5-chloro-2-methylphenyl)-5-(3-chlorophenyl)-2-(3-methylphenyl)-1H-imidazole-4-carboxylic acid'  ligand  47  30  .  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_2V8
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
 2V8  CL1  CL  CL     0  -0.125  -1.2878   4.0940  -1.8186
 2V8  C2   C   CR6    0  -0.064  -0.6538   3.0548  -0.5867
 2V8  C3   C   CR16   0  -0.183  -0.3933   1.7310  -0.8847
 2V8  C5   C   CR6    0   0.187   0.1155   0.9045   0.1077
 2V8  C6   C   CR6    0   0.130   0.3567   1.3667   1.4003
 2V8  C7   C   CR16   0  -0.319   0.0896   2.7102   1.6551
 2V8  C9   C   CR16   0  -0.189  -0.4099   3.5584   0.6810
 2V8  C11  C   CH3    0  -0.738   0.8812   0.4762   2.4845
 2V8  N15  N   N      0  -0.584   0.3595  -0.4540  -0.2195
 2V8  C16  C   C      0   0.414   1.5690  -1.0816  -0.3100
 2V8  N17  N   N      0  -0.440   1.4123  -2.3469  -0.5942
 2V8  C18  C   C      0  -0.116   0.0706  -2.5711  -0.7025
 2V8  C19  C   C      0   0.269  -0.6123  -1.4004  -0.4713
 2V8  C20  C   CR6    0   0.063  -2.0370  -1.0529  -0.4596
 2V8  C21  C   CR16   0  -0.246  -2.6120  -0.4966   0.6808
 2V8  C23  C   CR6    0  -0.025  -3.9464  -0.1249   0.6635
 2V8  C24  C   CR16   0  -0.224  -4.7306  -0.2957  -0.4646
 2V8  C26  C   CR16   0  -0.258  -4.1521  -0.8554  -1.5965
 2V8  C28  C   CR16   0  -0.256  -2.8195  -1.2320  -1.5981
 2V8  CL2  CL  CL     0  -0.136  -4.6455   0.5699   2.0919
 2V8  C31  C   C      0   0.337  -0.4938  -3.9357  -1.0001
 2V8  O32  O   OC    -1  -0.600   0.3315  -4.8327  -1.2503
 2V8  O33  O   O      0  -0.586  -1.7349  -4.0373  -0.9637
 2V8  C35  C   CR6    0   0.035   2.8694  -0.4365  -0.1092
 2V8  C36  C   CR16   0  -0.334   3.8728  -1.1689   0.5266
 2V8  C38  C   CR6    0   0.115   5.1379  -0.6359   0.7427
 2V8  C39  C   CR16   0  -0.303   5.3917   0.6645   0.3092
 2V8  C41  C   CR16   0  -0.231   4.4066   1.3996  -0.3336
 2V8  C43  C   CR16   0  -0.303   3.1482   0.8572  -0.5482
 2V8  C45  C   CH3    0  -0.723   6.2073  -1.4501   1.4115
 2V8  H1   H   HCR6   0   0.293  -0.5763   1.3371  -1.8755
 2V8  H2   H   HCR6   0   0.268   0.2659   3.1038   2.6483
 2V8  H3   H   HCR6   0   0.283  -0.6146   4.5951   0.9113
 2V8  H4   H   HCH3   0   0.264   1.9697   0.4057   2.4423
 2V8  H5   H   HCH3   0   0.261   0.6151   0.8678   3.4648
 2V8  H6   H   HCH3   0   0.250   0.4895  -0.5385   2.4110
 2V8  H7   H   HCR6   0   0.271  -2.0284  -0.3652   1.5824
 2V8  H8   H   HCR6   0   0.279  -5.7705   0.0006  -0.4654
 2V8  H9   H   HCR6   0   0.266  -4.7538  -0.9930  -2.4850
 2V8  H10  H   HCR6   0   0.250  -2.3779  -1.6557  -2.4886
 2V8  H12  H   HCR6   0   0.245   3.6521  -2.1726   0.8694
 2V8  H13  H   HCR6   0   0.250   6.3684   1.1040   0.4747
 2V8  H14  H   HCR6   0   0.256   4.6207   2.4037  -0.6761
 2V8  H15  H   HCR6   0   0.257   2.4041   1.4390  -1.0745
 2V8  H16  H   HCH3   0   0.250   6.7966  -2.0001   0.6751
 2V8  H17  H   HCH3   0   0.244   6.8972  -0.8200   1.9719
 2V8  H18  H   HCH3   0   0.244   5.7819  -2.1820   2.0973

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
 2V8  O33  C31  deloc     1.246  0.020  1.246
 2V8  O32  C31  deloc     1.244  0.020  1.244
 2V8  C31  C18  single    1.506  0.020  1.506
 2V8  C18  N17  aromatic  1.365  0.020  1.365
 2V8  C18  C19  aromatic  1.375  0.020  1.375
 2V8  N17  C16  aromatic  1.306  0.020  1.306
 2V8  C19  C20  single    1.467  0.020  1.467
 2V8  C19  N15  aromatic  1.380  0.020  1.380
 2V8  C20  C28  aromatic  1.393  0.020  1.393
 2V8  C20  C21  aromatic  1.393  0.020  1.393
 2V8  C28  C26  aromatic  1.385  0.020  1.385
 2V8  C26  C24  aromatic  1.389  0.020  1.389
 2V8  C21  C23  aromatic  1.385  0.020  1.385
 2V8  C23  C24  aromatic  1.384  0.020  1.384
 2V8  C23  CL2  single    1.735  0.020  1.735
 2V8  C16  N15  aromatic  1.366  0.020  1.366
 2V8  C16  C35  single    1.465  0.020  1.465
 2V8  C45  C38  single    1.501  0.020  1.501
 2V8  C36  C35  aromatic  1.396  0.020  1.396
 2V8  C36  C38  aromatic  1.390  0.020  1.390
 2V8  N15  C5   single    1.418  0.020  1.418
 2V8  C35  C43  aromatic  1.394  0.020  1.394
 2V8  C38  C39  aromatic  1.394  0.020  1.394
 2V8  C3   C5   aromatic  1.388  0.020  1.388
 2V8  C3   C2   aromatic  1.382  0.020  1.382
 2V8  C5   C6   aromatic  1.394  0.020  1.394
 2V8  C43  C41  aromatic  1.387  0.020  1.387
 2V8  C39  C41  aromatic  1.387  0.020  1.387
 2V8  CL1  C2   single    1.732  0.020  1.732
 2V8  C2   C9   aromatic  1.386  0.020  1.386
 2V8  C6   C11  single    1.498  0.020  1.498
 2V8  C6   C7   aromatic  1.393  0.020  1.393
 2V8  C9   C7   aromatic  1.385  0.020  1.385
 2V8  C3   H1   single    0.930  0.020  1.080
 2V8  C7   H2   single    0.930  0.020  1.080
 2V8  C9   H3   single    0.930  0.020  1.080
 2V8  C11  H4   single    0.970  0.020  1.090
 2V8  C11  H5   single    0.970  0.020  1.090
 2V8  C11  H6   single    0.970  0.020  1.090
 2V8  C21  H7   single    0.930  0.020  1.080
 2V8  C24  H8   single    0.930  0.020  1.080
 2V8  C26  H9   single    0.930  0.020  1.080
 2V8  C28  H10  single    0.930  0.020  1.080
 2V8  C36  H12  single    0.930  0.020  1.080
 2V8  C39  H13  single    0.930  0.020  1.080
 2V8  C41  H14  single    0.930  0.020  1.080
 2V8  C43  H15  single    0.930  0.020  1.080
 2V8  C45  H16  single    0.970  0.020  1.090
 2V8  C45  H17  single    0.970  0.020  1.090
 2V8  C45  H18  single    0.970  0.020  1.090

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
 2V8  C9   C2   C3   120.82  3.000
 2V8  C9   C2   CL1  119.80  3.000
 2V8  C3   C2   CL1  119.38  3.000
 2V8  H1   C3   C5   120.00  3.000
 2V8  H1   C3   C2   120.96  3.000
 2V8  C5   C3   C2   119.04  3.000
 2V8  N15  C5   C6   120.11  3.000
 2V8  C6   C5   C3   121.94  3.000
 2V8  N15  C5   C3   117.93  3.000
 2V8  C11  C6   C7   120.53  3.000
 2V8  C7   C6   C5   117.14  3.000
 2V8  C11  C6   C5   122.33  3.000
 2V8  H2   C7   C9   118.77  3.000
 2V8  H2   C7   C6   119.14  3.000
 2V8  C9   C7   C6   122.08  3.000
 2V8  H3   C9   C7   120.37  3.000
 2V8  H3   C9   C2   120.65  3.000
 2V8  C7   C9   C2   118.97  3.000
 2V8  H6   C11  H5   107.92  3.000
 2V8  H6   C11  H4   107.19  3.000
 2V8  H5   C11  H4   107.56  3.000
 2V8  H6   C11  C6   112.26  3.000
 2V8  H5   C11  C6   110.63  3.000
 2V8  H4   C11  C6   111.08  3.000
 2V8  C19  N15  C16  107.25  3.000
 2V8  C16  N15  C5   127.43  3.000
 2V8  C19  N15  C5   125.30  3.000
 2V8  C35  C16  N17  124.24  3.000
 2V8  C35  C16  N15  125.07  3.000
 2V8  N17  C16  N15  110.69  3.000
 2V8  C18  N17  C16  107.12  3.000
 2V8  C31  C18  C19  128.20  3.000
 2V8  C19  C18  N17  109.58  3.000
 2V8  C31  C18  N17  122.20  3.000
 2V8  C20  C19  C18  133.29  3.000
 2V8  C20  C19  N15  121.35  3.000
 2V8  C18  C19  N15  105.36  3.000
 2V8  C28  C20  C21  119.24  3.000
 2V8  C21  C20  C19  120.14  3.000
 2V8  C28  C20  C19  120.58  3.000
 2V8  H7   C21  C23  119.83  3.000
 2V8  H7   C21  C20  120.53  3.000
 2V8  C23  C21  C20  119.64  3.000
 2V8  CL2  C23  C24  119.46  3.000
 2V8  CL2  C23  C21  119.02  3.000
 2V8  C24  C23  C21  121.51  3.000
 2V8  H8   C24  C26  120.69  3.000
 2V8  H8   C24  C23  120.77  3.000
 2V8  C26  C24  C23  118.54  3.000
 2V8  H9   C26  C28  119.98  3.000
 2V8  H9   C26  C24  119.27  3.000
 2V8  C28  C26  C24  120.75  3.000
 2V8  H10  C28  C26  120.06  3.000
 2V8  H10  C28  C20  119.63  3.000
 2V8  C26  C28  C20  120.31  3.000
 2V8  O33  C31  O32  127.44  3.000
 2V8  O32  C31  C18  116.37  3.000
 2V8  O33  C31  C18  116.19  3.000
 2V8  C43  C35  C36  119.12  3.000
 2V8  C43  C35  C16  122.87  3.000
 2V8  C36  C35  C16  117.99  3.000
 2V8  H12  C36  C38  119.44  3.000
 2V8  H12  C36  C35  118.94  3.000
 2V8  C38  C36  C35  121.61  3.000
 2V8  C45  C38  C39  120.98  3.000
 2V8  C39  C38  C36  118.37  3.000
 2V8  C45  C38  C36  120.64  3.000
 2V8  H13  C39  C41  119.73  3.000
 2V8  H13  C39  C38  119.66  3.000
 2V8  C41  C39  C38  120.61  3.000
 2V8  H14  C41  C43  119.56  3.000
 2V8  H14  C41  C39  119.86  3.000
 2V8  C43  C41  C39  120.59  3.000
 2V8  H15  C43  C41  119.29  3.000
 2V8  H15  C43  C35  120.99  3.000
 2V8  C41  C43  C35  119.71  3.000
 2V8  H18  C45  H17  108.18  3.000
 2V8  H18  C45  H16  107.27  3.000
 2V8  H17  C45  H16  107.25  3.000
 2V8  H18  C45  C38  111.51  3.000
 2V8  H17  C45  C38  111.50  3.000
 2V8  H16  C45  C38  110.92  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
 2V8  CONST_01  N15  C5   C3   C2   180.00   0.0  0
 2V8  CONST_02  C6   C5   C3   C2     0.00   0.0  0
 2V8  CONST_03  C6   C7   C9   C2     0.00   0.0  0
 2V8  CONST_06  C7   C6   C5   C3     0.00   0.0  0
 2V8  CONST_07  C7   C9   C2   C3     0.00   0.0  0
 2V8  CONST_08  C18  C19  N15  C5   180.00   0.0  0
 2V8  CONST_09  C20  C19  N15  C5     0.00   0.0  0
 2V8  CONST_10  N17  C16  N15  C5   180.00   0.0  0
 2V8  CONST_11  C35  C16  N15  C5     0.00   0.0  0
 2V8  CONST_12  C9   C2   C3   C5     0.00   0.0  0
 2V8  CONST_13  C9   C7   C6   C5     0.00   0.0  0
 2V8  CONST_16  N15  C5   C6   C7   180.00   0.0  0
 2V8  CONST_17  N17  C18  C19  N15    0.00   0.0  0
 2V8  CONST_20  C18  N17  C16  N15    0.00   0.0  0
 2V8  CONST_23  C19  C18  N17  C16    0.00   0.0  0
 2V8  CONST_24  C18  C19  N15  C16    0.00   0.0  0
 2V8  CONST_25  C20  C19  N15  C16  180.00   0.0  0
 2V8  CONST_26  C38  C36  C35  C16  180.00   0.0  0
 2V8  CONST_27  C41  C43  C35  C16  180.00   0.0  0
 2V8  CONST_28  C20  C19  C18  N17  180.00   0.0  0
 2V8  CONST_29  C19  N15  C16  N17    0.00   0.0  0
 2V8  CONST_32  C35  C16  N17  C18  180.00   0.0  0
 2V8  CONST_35  C26  C28  C20  C19  180.00   0.0  0
 2V8  CONST_36  C23  C21  C20  C19  180.00   0.0  0
 2V8  CONST_37  C35  C16  N15  C19  180.00   0.0  0
 2V8  CONST_38  C24  C26  C28  C20    0.00   0.0  0
 2V8  CONST_39  C24  C23  C21  C20    0.00   0.0  0
 2V8  CONST_40  C26  C28  C20  C21    0.00   0.0  0
 2V8  CONST_41  C26  C24  C23  C21    0.00   0.0  0
 2V8  CONST_42  C28  C20  C21  C23    0.00   0.0  0
 2V8  CONST_43  C28  C26  C24  C23    0.00   0.0  0
 2V8  CONST_44  C39  C38  C36  C35    0.00   0.0  0
 2V8  CONST_45  C39  C41  C43  C35    0.00   0.0  0
 2V8  CONST_46  C41  C43  C35  C36    0.00   0.0  0
 2V8  CONST_47  C41  C39  C38  C36    0.00   0.0  0
 2V8  CONST_48  C43  C35  C36  C38    0.00   0.0  0
 2V8  CONST_49  C43  C41  C39  C38    0.00   0.0  0
 2V8  CONST_50  C5   C3   C2   CL1  180.00   0.0  0
 2V8  CONST_51  C7   C9   C2   CL1  180.00   0.0  0
 2V8  CONST_52  C11  C6   C5   C3   180.00   0.0  0
 2V8  CONST_53  C11  C6   C7   C9   180.00   0.0  0
 2V8  CONST_54  N15  C5   C6   C11    0.00   0.0  0
 2V8  CONST_55  C31  C18  C19  N15  180.00   0.0  0
 2V8  CONST_56  C31  C18  N17  C16  180.00   0.0  0
 2V8  CONST_57  C31  C18  C19  C20    0.00   0.0  0
 2V8  CONST_58  CL2  C23  C21  C20  180.00   0.0  0
 2V8  CONST_59  CL2  C23  C24  C26  180.00   0.0  0
 2V8  CONST_60  C45  C38  C36  C35  180.00   0.0  0
 2V8  CONST_61  C45  C38  C39  C41  180.00   0.0  0
 2V8  CONST_62  H2   C7   C9   C2   180.00   0.0  0
 2V8  CONST_63  H3   C9   C2   C3   180.00   0.0  0
 2V8  CONST_64  H1   C3   C5   C6   180.00   0.0  0
 2V8  CONST_65  H12  C36  C35  C16    0.00   0.0  0
 2V8  CONST_66  H15  C43  C35  C16    0.00   0.0  0
 2V8  CONST_67  H10  C28  C20  C19    0.00   0.0  0
 2V8  CONST_68  H7   C21  C20  C19    0.00   0.0  0
 2V8  CONST_69  H9   C26  C28  C20  180.00   0.0  0
 2V8  CONST_70  H8   C24  C23  C21  180.00   0.0  0
 2V8  CONST_71  H14  C41  C43  C35  180.00   0.0  0
 2V8  CONST_72  H13  C39  C38  C36  180.00   0.0  0
 2V8  Var_01    O33  C31  C18  N17  174.18  30.0  2
 2V8  Var_02    H4   C11  C6   C5    84.39  30.0  2
 2V8  Var_03    H16  C45  C38  C36   90.80  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
 2V8  plan-1  C5   0.020
 2V8  plan-1  N15  0.020
 2V8  plan-1  C16  0.020
 2V8  plan-1  N17  0.020
 2V8  plan-1  C18  0.020
 2V8  plan-1  C19  0.020
 2V8  plan-1  C20  0.020
 2V8  plan-1  C31  0.020
 2V8  plan-1  C35  0.020
 2V8  plan-2  CL1  0.020
 2V8  plan-2  C2   0.020
 2V8  plan-2  C3   0.020
 2V8  plan-2  C5   0.020
 2V8  plan-2  C6   0.020
 2V8  plan-2  C7   0.020
 2V8  plan-2  C9   0.020
 2V8  plan-2  C11  0.020
 2V8  plan-2  N15  0.020
 2V8  plan-2  H1   0.020
 2V8  plan-2  H2   0.020
 2V8  plan-2  H3   0.020
 2V8  plan-3  C19  0.020
 2V8  plan-3  C20  0.020
 2V8  plan-3  C21  0.020
 2V8  plan-3  C23  0.020
 2V8  plan-3  C24  0.020
 2V8  plan-3  C26  0.020
 2V8  plan-3  C28  0.020
 2V8  plan-3  CL2  0.020
 2V8  plan-3  H7   0.020
 2V8  plan-3  H8   0.020
 2V8  plan-3  H9   0.020
 2V8  plan-3  H10  0.020
 2V8  plan-4  C16  0.020
 2V8  plan-4  C35  0.020
 2V8  plan-4  C36  0.020
 2V8  plan-4  C38  0.020
 2V8  plan-4  C39  0.020
 2V8  plan-4  C41  0.020
 2V8  plan-4  C43  0.020
 2V8  plan-4  C45  0.020
 2V8  plan-4  H12  0.020
 2V8  plan-4  H13  0.020
 2V8  plan-4  H14  0.020
 2V8  plan-4  H15  0.020
 2V8  plan-5  C18  0.020
 2V8  plan-5  C31  0.020
 2V8  plan-5  O32  0.020
 2V8  plan-5  O33  0.020

