# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 00:18:59 2022
#   Inital geometry file: a 117 line input string
#   Ligand name: 4-[3,5-bis(2-hydroxyphenyl)-1,2,4-triazol-1-yl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)n2nc(nc2c3ccccc3O)c4ccccc4O
#
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
 JBL  JBL  "4-[3,5-bis(2-hydroxyphenyl)-1,2,4-triazol-1-yl]benzoic acid"  ligand  42  28  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JBL
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
 JBL  C11  C  CR5    0   0.424  -17.3126   2.5760   9.6528
 JBL  C12  C  C      0  -0.151  -18.5752   2.9230   9.0112
 JBL  C13  C  C1     0  -0.298  -19.3725   3.9334   9.5536
 JBL  C14  C  C1     0  -0.268  -20.5750   4.2897   8.9739
 JBL  C15  C  C1     0  -0.243  -20.9981   3.6251   7.8264
 JBL  C16  C  C1     0  -0.341  -20.2269   2.6205   7.2715
 JBL  C17  C  C      0   0.345  -19.0094   2.2587   7.8500
 JBL  C03  C  CR6    0  -0.089  -12.1288  -0.8154   9.4060
 JBL  C04  C  CR16   0  -0.289  -11.9729   0.5363   9.7016
 JBL  C05  C  CR16   0  -0.255  -13.0693   1.3619   9.8893
 JBL  C06  C  CR6    0   0.305  -14.3456   0.8242   9.8022
 JBL  C07  C  CR16   0  -0.256  -14.5299  -0.5181   9.5037
 JBL  C08  C  CR16   0  -0.292  -13.4210  -1.3244   9.3013
 JBL  C20  C  CR5    0   0.488  -15.7105   2.5336  11.0084
 JBL  C21  C  CR6    0  -0.154  -14.8387   2.7061  12.1735
 JBL  C22  C  CR16   0  -0.248  -14.5456   1.6134  12.9860
 JBL  C23  C  CR16   0  -0.271  -13.7345   1.7513  14.0991
 JBL  C24  C  CR16   0  -0.236  -13.2088   3.0010  14.4017
 JBL  C25  C  CR16   0  -0.375  -13.4866   4.0979  13.6030
 JBL  C26  C  CR6    0   0.355  -14.3008   3.9598  12.4809
 JBL  N09  N  NR5    0  -0.399  -15.4721   1.6534  10.0161
 JBL  N10  N  N      0  -0.376  -16.4947   1.6708   9.1550
 JBL  N19  N  N      0  -0.469  -16.8616   3.1314  10.7971
 JBL  O01  O  OC    -1  -0.582   -9.7989  -1.1863   9.3822
 JBL  O18  O  OH1    0  -0.632  -18.3134   1.2793   7.2573
 JBL  O27  O  OH1    0  -0.612  -14.5809   4.9798  11.6549
 JBL  O28  O  O      0  -0.582  -11.1457  -2.8947   8.8767
 JBL  H1   H  H      0   0.257  -19.0307   4.4419  10.4456
 JBL  H2   H  H      0   0.253  -21.1768   5.0765   9.4076
 JBL  H3   H  H      0   0.258  -21.9374   3.8914   7.3589
 JBL  H4   H  H      0   0.262  -20.5559   2.1034   6.3787
 JBL  H5   H  HCR6   0   0.251  -10.9781   0.9536   9.7753
 JBL  H6   H  HCR6   0   0.277  -12.9304   2.4156  10.0930
 JBL  H7   H  HCR6   0   0.269  -15.5290  -0.9291   9.4375
 JBL  H8   H  HCR6   0   0.251  -13.5628  -2.3713   9.0696
 JBL  H9   H  HCR6   0   0.267  -14.9671   0.6460  12.7431
 JBL  H10  H  HCR6   0   0.259  -13.5178   0.8963  14.7244
 JBL  H11  H  HCR6   0   0.266  -12.5722   3.1274  15.2678
 JBL  H12  H  HCR6   0   0.276  -13.0646   5.0667  13.8455
 JBL  H14  H  HOH1   0   0.474  -17.4750   1.1199   7.7337
 JBL  H15  H  HOH1   0   0.480  -14.1352   5.7852  11.9441
 JBL  C02  C  C      0   0.400  -10.9107  -1.7163   9.2015

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
 JBL  C16  C15  aromatic  1.383  0.020  1.383
 JBL  C16  C17  aromatic  1.396  0.020  1.396
 JBL  C15  C14  aromatic  1.392  0.020  1.392
 JBL  O18  C17  single    1.340  0.020  1.340
 JBL  C17  C12  aromatic  1.406  0.020  1.406
 JBL  C14  C13  aromatic  1.382  0.020  1.382
 JBL  O28  C02  deloc     1.245  0.020  1.245
 JBL  C12  C13  aromatic  1.397  0.020  1.397
 JBL  C12  C11  single    1.458  0.020  1.458
 JBL  N10  C11  aromatic  1.318  0.020  1.318
 JBL  N10  N09  aromatic  1.337  0.020  1.337
 JBL  C08  C07  aromatic  1.386  0.020  1.386
 JBL  C08  C03  aromatic  1.393  0.020  1.393
 JBL  C02  C03  single    1.529  0.020  1.529
 JBL  C02  O01  deloc     1.245  0.020  1.245
 JBL  C07  C06  aromatic  1.387  0.020  1.387
 JBL  C03  C04  aromatic  1.392  0.020  1.392
 JBL  C11  N19  aromatic  1.350  0.020  1.350
 JBL  C06  N09  single    1.415  0.020  1.415
 JBL  C06  C05  aromatic  1.388  0.020  1.388
 JBL  C04  C05  aromatic  1.385  0.020  1.385
 JBL  N09  C20  aromatic  1.348  0.020  1.348
 JBL  N19  C20  aromatic  1.314  0.020  1.314
 JBL  C20  C21  single    1.465  0.020  1.465
 JBL  O27  C26  single    1.342  0.020  1.342
 JBL  C21  C26  aromatic  1.398  0.020  1.398
 JBL  C21  C22  aromatic  1.393  0.020  1.393
 JBL  C26  C25  aromatic  1.393  0.020  1.393
 JBL  C22  C23  aromatic  1.384  0.020  1.384
 JBL  C25  C24  aromatic  1.385  0.020  1.385
 JBL  C23  C24  aromatic  1.389  0.020  1.389
 JBL  C13  H1   single    0.930  0.020  1.080
 JBL  C14  H2   single    0.930  0.020  1.080
 JBL  C15  H3   single    0.930  0.020  1.080
 JBL  C16  H4   single    0.930  0.020  1.080
 JBL  C04  H5   single    0.930  0.020  1.080
 JBL  C05  H6   single    0.930  0.020  1.080
 JBL  C07  H7   single    0.930  0.020  1.080
 JBL  C08  H8   single    0.930  0.020  1.080
 JBL  C22  H9   single    0.930  0.020  1.080
 JBL  C23  H10  single    0.930  0.020  1.080
 JBL  C24  H11  single    0.930  0.020  1.080
 JBL  C25  H12  single    0.930  0.020  1.080
 JBL  O18  H14  single    0.850  0.020  0.980
 JBL  O27  H15  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
 JBL  N19  C11  N10  113.31  3.000
 JBL  N19  C11  C12  124.37  3.000
 JBL  N10  C11  C12  122.32  3.000
 JBL  C17  C12  C13  119.08  3.000
 JBL  C13  C12  C11  119.71  3.000
 JBL  C17  C12  C11  121.21  3.000
 JBL  H1   C13  C14  119.97  3.000
 JBL  H1   C13  C12  118.66  3.000
 JBL  C14  C13  C12  121.36  3.000
 JBL  H2   C14  C15  120.59  3.000
 JBL  H2   C14  C13  120.25  3.000
 JBL  C15  C14  C13  119.16  3.000
 JBL  H3   C15  C16  119.31  3.000
 JBL  H3   C15  C14  120.15  3.000
 JBL  C16  C15  C14  120.54  3.000
 JBL  H4   C16  C17  118.88  3.000
 JBL  H4   C16  C15  120.55  3.000
 JBL  C17  C16  C15  120.57  3.000
 JBL  O18  C17  C16  117.34  3.000
 JBL  O18  C17  C12  123.38  3.000
 JBL  C16  C17  C12  119.28  3.000
 JBL  C08  C03  C04  118.33  3.000
 JBL  C04  C03  C02  120.75  3.000
 JBL  C08  C03  C02  120.93  3.000
 JBL  H5   C04  C05  119.27  3.000
 JBL  H5   C04  C03  119.48  3.000
 JBL  C05  C04  C03  121.25  3.000
 JBL  H6   C05  C06  120.47  3.000
 JBL  H6   C05  C04  120.28  3.000
 JBL  C06  C05  C04  119.24  3.000
 JBL  N09  C06  C07  119.58  3.000
 JBL  N09  C06  C05  119.71  3.000
 JBL  C07  C06  C05  120.70  3.000
 JBL  H7   C07  C08  120.58  3.000
 JBL  H7   C07  C06  120.21  3.000
 JBL  C08  C07  C06  119.21  3.000
 JBL  H8   C08  C07  119.31  3.000
 JBL  H8   C08  C03  119.44  3.000
 JBL  C07  C08  C03  121.25  3.000
 JBL  N19  C20  N09  109.48  3.000
 JBL  N19  C20  C21  126.55  3.000
 JBL  N09  C20  C21  123.86  3.000
 JBL  C26  C21  C22  119.61  3.000
 JBL  C22  C21  C20  119.78  3.000
 JBL  C26  C21  C20  120.61  3.000
 JBL  H9   C22  C23  119.83  3.000
 JBL  H9   C22  C21  119.22  3.000
 JBL  C23  C22  C21  120.95  3.000
 JBL  H10  C23  C24  120.63  3.000
 JBL  H10  C23  C22  120.25  3.000
 JBL  C24  C23  C22  119.11  3.000
 JBL  H11  C24  C25  119.14  3.000
 JBL  H11  C24  C23  120.13  3.000
 JBL  C25  C24  C23  120.73  3.000
 JBL  H12  C25  C26  119.75  3.000
 JBL  H12  C25  C24  120.04  3.000
 JBL  C26  C25  C24  120.20  3.000
 JBL  O27  C26  C25  122.84  3.000
 JBL  C25  C26  C21  119.39  3.000
 JBL  O27  C26  C21  117.76  3.000
 JBL  N10  N09  C20  109.30  3.000
 JBL  C20  N09  C06  129.40  3.000
 JBL  N10  N09  C06  121.28  3.000
 JBL  N09  N10  C11  103.91  3.000
 JBL  C20  N19  C11  104.00  3.000
 JBL  H14  O18  C17  110.44  3.000
 JBL  H15  O27  C26  110.71  3.000
 JBL  O28  C02  O01  127.56  3.000
 JBL  O01  C02  C03  116.19  3.000
 JBL  O28  C02  C03  116.25  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
 JBL  CONST_01  C16  C17  C12  C11   180.00   0.0  0
 JBL  CONST_02  C14  C13  C12  C11   180.00   0.0  0
 JBL  CONST_03  C06  N09  N10  C11   180.00   0.0  0
 JBL  CONST_04  C20  N09  N10  C11     0.00   0.0  0
 JBL  CONST_05  N09  C20  N19  C11     0.00   0.0  0
 JBL  CONST_06  C21  C20  N19  C11   180.00   0.0  0
 JBL  CONST_07  C15  C16  C17  C12     0.00   0.0  0
 JBL  CONST_08  C15  C14  C13  C12     0.00   0.0  0
 JBL  CONST_09  N09  N10  C11  C12   180.00   0.0  0
 JBL  CONST_10  C20  N19  C11  C12   180.00   0.0  0
 JBL  CONST_11  C16  C15  C14  C13     0.00   0.0  0
 JBL  CONST_12  C16  C17  C12  C13     0.00   0.0  0
 JBL  CONST_13  N10  C11  C12  C13   180.00   0.0  0
 JBL  CONST_14  N19  C11  C12  C13     0.00   0.0  0
 JBL  CONST_15  C17  C16  C15  C14     0.00   0.0  0
 JBL  CONST_16  C17  C12  C13  C14     0.00   0.0  0
 JBL  CONST_17  N10  C11  C12  C17     0.00   0.0  0
 JBL  CONST_18  N19  C11  C12  C17   180.00   0.0  0
 JBL  CONST_19  C06  C07  C08  C03     0.00   0.0  0
 JBL  CONST_20  C06  C05  C04  C03     0.00   0.0  0
 JBL  CONST_21  C07  C08  C03  C04     0.00   0.0  0
 JBL  CONST_22  C07  C06  C05  C04     0.00   0.0  0
 JBL  CONST_23  N09  C06  C05  C04   180.00   0.0  0
 JBL  CONST_24  C08  C07  C06  C05     0.00   0.0  0
 JBL  CONST_27  C08  C03  C04  C05     0.00   0.0  0
 JBL  CONST_28  N19  C20  N09  C06   180.00   0.0  0
 JBL  CONST_29  C21  C20  N09  C06     0.00   0.0  0
 JBL  CONST_32  N09  C06  C07  C08   180.00   0.0  0
 JBL  CONST_33  N10  C11  N19  C20     0.00   0.0  0
 JBL  CONST_34  C25  C26  C21  C20   180.00   0.0  0
 JBL  CONST_35  C23  C22  C21  C20   180.00   0.0  0
 JBL  CONST_36  N10  N09  C20  C21   180.00   0.0  0
 JBL  CONST_37  C24  C25  C26  C21     0.00   0.0  0
 JBL  CONST_38  C24  C23  C22  C21     0.00   0.0  0
 JBL  CONST_41  C25  C26  C21  C22     0.00   0.0  0
 JBL  CONST_42  C25  C24  C23  C22     0.00   0.0  0
 JBL  CONST_43  C26  C21  C22  C23     0.00   0.0  0
 JBL  CONST_44  C26  C25  C24  C23     0.00   0.0  0
 JBL  CONST_47  N19  C11  N10  N09     0.00   0.0  0
 JBL  CONST_48  N19  C20  N09  N10     0.00   0.0  0
 JBL  CONST_49  O18  C17  C12  C11     0.00   0.0  0
 JBL  CONST_50  O18  C17  C12  C13   180.00   0.0  0
 JBL  CONST_51  O18  C17  C16  C15   180.00   0.0  0
 JBL  CONST_52  C07  C08  C03  C02   180.00   0.0  0
 JBL  CONST_53  C05  C04  C03  C02   180.00   0.0  0
 JBL  CONST_54  O27  C26  C21  C20     0.00   0.0  0
 JBL  CONST_55  O27  C26  C21  C22   180.00   0.0  0
 JBL  CONST_56  O27  C26  C25  C24   180.00   0.0  0
 JBL  CONST_57  H1   C13  C12  C11     0.00   0.0  0
 JBL  CONST_58  H4   C16  C17  C12   180.00   0.0  0
 JBL  CONST_59  H2   C14  C13  C12   180.00   0.0  0
 JBL  CONST_60  H3   C15  C14  C13   180.00   0.0  0
 JBL  CONST_61  H4   C16  C15  C14   180.00   0.0  0
 JBL  CONST_62  H1   C13  C14  C15   180.00   0.0  0
 JBL  CONST_63  H2   C14  C15  C16   180.00   0.0  0
 JBL  CONST_64  H3   C15  C16  C17   180.00   0.0  0
 JBL  CONST_65  H1   C13  C12  C17   180.00   0.0  0
 JBL  CONST_66  H7   C07  C08  C03   180.00   0.0  0
 JBL  CONST_67  H6   C05  C04  C03   180.00   0.0  0
 JBL  CONST_68  H8   C08  C03  C04   180.00   0.0  0
 JBL  CONST_69  H7   C07  C06  C05   180.00   0.0  0
 JBL  CONST_70  H8   C08  C07  C06   180.00   0.0  0
 JBL  CONST_71  H5   C04  C05  C06   180.00   0.0  0
 JBL  CONST_72  H6   C05  C06  C07   180.00   0.0  0
 JBL  CONST_73  H5   C04  C03  C08   180.00   0.0  0
 JBL  CONST_74  H9   C22  C21  C20     0.00   0.0  0
 JBL  CONST_75  H12  C25  C26  C21   180.00   0.0  0
 JBL  CONST_76  H10  C23  C22  C21   180.00   0.0  0
 JBL  CONST_77  H11  C24  C23  C22   180.00   0.0  0
 JBL  CONST_78  H12  C25  C24  C23   180.00   0.0  0
 JBL  CONST_79  H9   C22  C23  C24   180.00   0.0  0
 JBL  CONST_80  H10  C23  C24  C25   180.00   0.0  0
 JBL  CONST_81  H9   C22  C21  C26   180.00   0.0  0
 JBL  CONST_82  H11  C24  C25  C26   180.00   0.0  0
 JBL  CONST_83  H7   C07  C06  N09     0.00   0.0  0
 JBL  CONST_84  H6   C05  C06  N09     0.00   0.0  0
 JBL  Var_01    O28  C02  C03  C04  -176.61  30.0  2
 JBL  Var_02    O01  C02  C03  C04     3.55  30.0  2
 JBL  Var_03    O28  C02  C03  C08     3.38  30.0  2
 JBL  Var_04    O01  C02  C03  C08  -176.47  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
 JBL  plan-1  C11  0.020
 JBL  plan-1  C12  0.020
 JBL  plan-1  C06  0.020
 JBL  plan-1  C20  0.020
 JBL  plan-1  C21  0.020
 JBL  plan-1  N09  0.020
 JBL  plan-1  N10  0.020
 JBL  plan-1  N19  0.020
 JBL  plan-2  C11  0.020
 JBL  plan-2  C12  0.020
 JBL  plan-2  C13  0.020
 JBL  plan-2  C14  0.020
 JBL  plan-2  C15  0.020
 JBL  plan-2  C16  0.020
 JBL  plan-2  C17  0.020
 JBL  plan-2  O18  0.020
 JBL  plan-2  H1   0.020
 JBL  plan-2  H2   0.020
 JBL  plan-2  H3   0.020
 JBL  plan-2  H4   0.020
 JBL  plan-3  C03  0.020
 JBL  plan-3  C04  0.020
 JBL  plan-3  C05  0.020
 JBL  plan-3  C06  0.020
 JBL  plan-3  C07  0.020
 JBL  plan-3  C08  0.020
 JBL  plan-3  N09  0.020
 JBL  plan-3  H5   0.020
 JBL  plan-3  H6   0.020
 JBL  plan-3  H7   0.020
 JBL  plan-3  H8   0.020
 JBL  plan-3  C02  0.020
 JBL  plan-4  C20  0.020
 JBL  plan-4  C21  0.020
 JBL  plan-4  C22  0.020
 JBL  plan-4  C23  0.020
 JBL  plan-4  C24  0.020
 JBL  plan-4  C25  0.020
 JBL  plan-4  C26  0.020
 JBL  plan-4  O27  0.020
 JBL  plan-4  H9   0.020
 JBL  plan-4  H10  0.020
 JBL  plan-4  H11  0.020
 JBL  plan-4  H12  0.020
 JBL  plan-5  C03  0.020
 JBL  plan-5  O01  0.020
 JBL  plan-5  O28  0.020
 JBL  plan-5  C02  0.020

