# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 12:48:38 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: 5-methyl-2-phenyl-1H-imidazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]c(nc1C(O)=O)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
 4FF  4FF  '5-methyl-2-phenyl-1H-imidazole-4-carboxylic acid'  ligand  24  15  .  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_4FF
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
 4FF  O14   O  OC    -1  -0.605   2.9712   2.1932   0.0003
 4FF  C12   C  C      0   0.331   3.0827   0.9535   0.0319
 4FF  O13   O  O      0  -0.602   4.1478   0.3006   0.0831
 4FF  C10   C  CR5    0  -0.102   1.8110   0.1570   0.0085
 4FF  C9    C  CR5    0   0.294   1.6671  -1.2148  -0.0154
 4FF  N8    N  NR15   0  -0.675   0.3211  -1.4244  -0.0248
 4FF  C7    C  CR5    0   0.440  -0.3034  -0.2183  -0.0106
 4FF  N11   N  N      0  -0.452   0.5782   0.7483   0.0083
 4FF  C6    C  CR6    0   0.041  -1.7526  -0.0397  -0.0164
 4FF  C1    C  CR16   0  -0.300  -2.2774   1.2558  -0.0206
 4FF  C2    C  CR16   0  -0.237  -3.6462   1.4647  -0.0249
 4FF  C3    C  CR16   0  -0.268  -4.5212   0.3844  -0.0255
 4FF  C4    C  CR16   0  -0.237  -4.0098  -0.9059  -0.0215
 4FF  C5    C  CR16   0  -0.315  -2.6386  -1.1186  -0.0166
 4FF  C15   C  CH3    0  -0.733   2.6324  -2.3450  -0.0183
 4FF  H8    H  HNR5   0   0.413  -0.1156  -2.3327  -0.0555
 4FF  H151  H  HCH3   0   0.246   2.8947  -2.6497   0.9970
 4FF  H152  H  HCH3   0   0.239   2.2170  -3.2166  -0.5243
 4FF  H153  H  HCH3   0   0.257   3.5515  -2.0550  -0.5171
 4FF  H1    H  HCR6   0   0.251  -1.6005   2.0997  -0.0203
 4FF  H5    H  HCR6   0   0.240  -2.2764  -2.1391  -0.0117
 4FF  H2    H  HCR6   0   0.257  -4.0321   2.4761  -0.0278
 4FF  H3    H  HCR6   0   0.257  -5.5911   0.5464  -0.0285
 4FF  H4    H  HCR6   0   0.260  -4.6805  -1.7551  -0.0214

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
 4FF  O14  C12   deloc     1.245  0.020  1.245
 4FF  C12  O13   deloc     1.250  0.020  1.250
 4FF  C12  C10   single    1.501  0.020  1.501
 4FF  C10  C9    aromatic  1.380  0.020  1.380
 4FF  C10  N11   aromatic  1.367  0.020  1.367
 4FF  C9   N8    aromatic  1.362  0.020  1.362
 4FF  C9   C15   single    1.486  0.020  1.486
 4FF  N8   C7    aromatic  1.358  0.020  1.358
 4FF  C7   N11   aromatic  1.308  0.020  1.308
 4FF  C7   C6    single    1.460  0.020  1.460
 4FF  C6   C1    aromatic  1.398  0.020  1.398
 4FF  C6   C5    aromatic  1.396  0.020  1.396
 4FF  C1   C2    aromatic  1.385  0.020  1.385
 4FF  C2   C3    aromatic  1.390  0.020  1.390
 4FF  C3   C4    aromatic  1.388  0.020  1.388
 4FF  C4   C5    aromatic  1.388  0.020  1.388
 4FF  N8   H8    single    0.860  0.020  1.020
 4FF  C15  H151  single    0.970  0.020  1.090
 4FF  C15  H152  single    0.970  0.020  1.090
 4FF  C15  H153  single    0.970  0.020  1.090
 4FF  C1   H1    single    0.930  0.020  1.080
 4FF  C5   H5    single    0.930  0.020  1.080
 4FF  C2   H2    single    0.930  0.020  1.080
 4FF  C3   H3    single    0.930  0.020  1.080
 4FF  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
 4FF  C10   C12  O13   116.45  3.000
 4FF  C10   C12  O14   116.88  3.000
 4FF  O13   C12  O14   126.67  3.000
 4FF  N11   C10  C9    109.63  3.000
 4FF  N11   C10  C12   122.31  3.000
 4FF  C9    C10  C12   128.06  3.000
 4FF  C15   C9   N8    121.65  3.000
 4FF  C15   C9   C10   133.50  3.000
 4FF  N8    C9   C10   104.85  3.000
 4FF  H8    N8   C7    126.94  3.000
 4FF  H8    N8   C9    124.53  3.000
 4FF  C7    N8   C9    108.52  3.000
 4FF  C6    C7   N11   125.34  3.000
 4FF  C6    C7   N8    124.40  3.000
 4FF  N11   C7   N8    110.26  3.000
 4FF  C7    N11  C10   106.74  3.000
 4FF  C5    C6   C1    118.55  3.000
 4FF  C5    C6   C7    122.37  3.000
 4FF  C1    C6   C7    119.08  3.000
 4FF  H1    C1   C2    120.06  3.000
 4FF  H1    C1   C6    119.21  3.000
 4FF  C2    C1   C6    120.73  3.000
 4FF  H2    C2   C3    120.11  3.000
 4FF  H2    C2   C1    119.56  3.000
 4FF  C3    C2   C1    120.33  3.000
 4FF  H3    C3   C4    120.23  3.000
 4FF  H3    C3   C2    120.40  3.000
 4FF  C4    C3   C2    119.37  3.000
 4FF  H4    C4   C5    119.49  3.000
 4FF  H4    C4   C3    120.07  3.000
 4FF  C5    C4   C3    120.44  3.000
 4FF  H5    C5   C4    118.36  3.000
 4FF  H5    C5   C6    121.07  3.000
 4FF  C4    C5   C6    120.58  3.000
 4FF  H153  C15  H152  108.85  3.000
 4FF  H153  C15  H151  107.36  3.000
 4FF  H152  C15  H151  107.46  3.000
 4FF  H153  C15  C9    110.35  3.000
 4FF  H152  C15  C9    111.19  3.000
 4FF  H151  C15  C9    111.49  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
 4FF  CONST_01  C7    N8   C9   C10    0.00   0.0  0
 4FF  CONST_02  N8    C7   N11  C10    0.00   0.0  0
 4FF  CONST_03  C6    C7   N11  C10  180.00   0.0  0
 4FF  CONST_04  C7    N11  C10  C9     0.00   0.0  0
 4FF  CONST_05  N11   C7   N8   C9     0.00   0.0  0
 4FF  CONST_06  C6    C7   N8   C9   180.00   0.0  0
 4FF  CONST_07  N11   C10  C9   N8     0.00   0.0  0
 4FF  CONST_08  C1    C6   C7   N8   180.00   0.0  0
 4FF  CONST_09  C5    C6   C7   N8     0.00   0.0  0
 4FF  CONST_10  C2    C1   C6   C7   180.00   0.0  0
 4FF  CONST_11  C4    C5   C6   C7   180.00   0.0  0
 4FF  CONST_12  C1    C6   C7   N11    0.00   0.0  0
 4FF  CONST_13  C5    C6   C7   N11  180.00   0.0  0
 4FF  CONST_14  C3    C2   C1   C6     0.00   0.0  0
 4FF  CONST_15  C3    C4   C5   C6     0.00   0.0  0
 4FF  CONST_16  C4    C5   C6   C1     0.00   0.0  0
 4FF  CONST_17  C4    C3   C2   C1     0.00   0.0  0
 4FF  CONST_18  C5    C6   C1   C2     0.00   0.0  0
 4FF  CONST_19  C5    C4   C3   C2     0.00   0.0  0
 4FF  CONST_20  N8    C9   C10  C12  180.00   0.0  0
 4FF  CONST_21  C7    N11  C10  C12  180.00   0.0  0
 4FF  CONST_22  C15   C9   N8   C7   180.00   0.0  0
 4FF  CONST_23  C15   C9   C10  N11  180.00   0.0  0
 4FF  CONST_24  H8    N8   C9   C10  180.00   0.0  0
 4FF  CONST_25  H1    C1   C6   C7     0.00   0.0  0
 4FF  CONST_26  H5    C5   C6   C7     0.00   0.0  0
 4FF  CONST_27  H2    C2   C1   C6   180.00   0.0  0
 4FF  CONST_28  H4    C4   C5   C6   180.00   0.0  0
 4FF  CONST_29  H3    C3   C2   C1   180.00   0.0  0
 4FF  Var_01    C9    C10  C12  O14  177.35  30.0  2
 4FF  Var_02    H151  C15  C9   C10   88.65  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
 4FF  plan-1  C12  0.020
 4FF  plan-1  C10  0.020
 4FF  plan-1  C9   0.020
 4FF  plan-1  N8   0.020
 4FF  plan-1  C7   0.020
 4FF  plan-1  N11  0.020
 4FF  plan-1  C6   0.020
 4FF  plan-1  C15  0.020
 4FF  plan-1  H8   0.020
 4FF  plan-2  C7   0.020
 4FF  plan-2  C6   0.020
 4FF  plan-2  C1   0.020
 4FF  plan-2  C2   0.020
 4FF  plan-2  C3   0.020
 4FF  plan-2  C4   0.020
 4FF  plan-2  C5   0.020
 4FF  plan-2  H1   0.020
 4FF  plan-2  H5   0.020
 4FF  plan-2  H2   0.020
 4FF  plan-2  H3   0.020
 4FF  plan-2  H4   0.020
 4FF  plan-3  O14  0.020
 4FF  plan-3  C12  0.020
 4FF  plan-3  O13  0.020
 4FF  plan-3  C10  0.020

