# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 23:53:57 2022
#   Inital geometry file: a 93 line input string
#   Ligand name: 4-[[4-(4-chlorophenyl)-1,3-thiazol-2-yl]amino]-2-oxidanyl-benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(Nc2scc(n2)c3ccc(Cl)cc3)cc1O
#
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
 N92  N92  '4-[[4-(4-chlorophenyl)-1,3-thiazol-2-yl]amino]-2-oxidanyl-benzoic acid'  ligand  33  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N92
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
 N92  C02   C   C      0   0.485  -3.1587  49.1058  39.2651
 N92  C04   C   C      0  -0.305  -2.0747  48.9693  38.2350
 N92  C05   C   C1     0  -0.274  -2.2991  49.2647  36.8935
 N92  C06   C   C1     0  -0.381  -1.3095  49.1412  35.9420
 N92  C07   C   C      0   0.372  -0.0309  48.7053  36.3249
 N92  C09   C   CR5    0   0.299   2.2186  48.2405  35.3810
 N92  C11   C   CR5    0   0.427   4.1598  47.5298  36.1500
 N92  C12   C   CR6    0   0.067   5.0192  47.0354  37.2321
 N92  C13   C   CR16   0  -0.333   6.3991  46.9024  37.0669
 N92  C14   C   CR16   0  -0.188   7.2028  46.4379  38.0931
 N92  C15   C   CR6    0  -0.056   6.6248  46.1005  39.3084
 N92  C17   C   CR16   0  -0.191   5.2589  46.2225  39.5018
 N92  C18   C   CR16   0  -0.308   4.4658  46.6890  38.4652
 N92  C19   C   CR15   0  -0.616   4.5339  47.7340  34.8595
 N92  C21   C   C1     0  -0.452   0.2251  48.3991  37.6560
 N92  C22   C   C      0   0.393  -0.7902  48.5322  38.6093
 N92  N08   N   NH1    0  -0.774   0.9185  48.6169  35.3110
 N92  N10   N   N      0  -0.482   2.8472  47.8170  36.4284
 N92  O01   O   O      0  -0.547  -4.2809  49.4862  38.9217
 N92  O03   O   OC    -1  -0.631  -2.8186  48.8058  40.4566
 N92  O23   O   OH1    0  -0.656  -0.5215  48.2390  39.8763
 N92  S20   S   S2     0   0.207   3.2042  48.3231  33.9394
 N92  CL1   CL  CL     0  -0.127   7.6258  45.5245  40.5996
 N92  H051  H   H      0   0.245  -3.2820  49.6018  36.5900
 N92  H061  H   H      0   0.256  -1.5148  49.3806  34.9053
 N92  H131  H   HCR6   0   0.259   6.8703  47.1725  36.1307
 N92  H141  H   HCR6   0   0.280   8.2704  46.3465  37.9469
 N92  H171  H   HCR6   0   0.279   4.8111  45.9585  40.4504
 N92  H181  H   HCR6   0   0.275   3.3998  46.7826  38.6214
 N92  H191  H   HCR5   0   0.302   5.4910  47.5700  34.3913
 N92  H211  H   H      0   0.295   1.1996  48.0607  37.9714
 N92  H081  H   HNH1   0   0.422   0.5841  48.8878  34.3986
 N92  H231  H   HOH1   0   0.456  -1.4230  48.4190  40.3514

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
 N92  S20  C19   aromatic  1.721  0.020  1.721
 N92  S20  C09   aromatic  1.748  0.020  1.748
 N92  C19  C11   aromatic  1.359  0.020  1.359
 N92  N08  C09   single    1.355  0.020  1.355
 N92  N08  C07   single    1.392  0.020  1.392
 N92  C09  N10   aromatic  1.293  0.020  1.293
 N92  C06  C07   aromatic  1.404  0.020  1.404
 N92  C06  C05   aromatic  1.378  0.020  1.378
 N92  C07  C21   aromatic  1.390  0.020  1.390
 N92  C11  N10   aromatic  1.372  0.020  1.372
 N92  C11  C12   single    1.468  0.020  1.468
 N92  C05  C04   aromatic  1.392  0.020  1.392
 N92  C13  C12   aromatic  1.396  0.020  1.396
 N92  C13  C14   aromatic  1.384  0.020  1.384
 N92  C12  C18   aromatic  1.395  0.020  1.395
 N92  C21  C22   aromatic  1.399  0.020  1.399
 N92  C14  C15   aromatic  1.387  0.020  1.387
 N92  C04  C22   aromatic  1.408  0.020  1.408
 N92  C04  C02   single    1.502  0.020  1.502
 N92  C22  O23   single    1.328  0.020  1.328
 N92  C18  C17   aromatic  1.386  0.020  1.386
 N92  O01  C02   deloc     1.234  0.020  1.234
 N92  C15  C17   aromatic  1.385  0.020  1.385
 N92  C15  CL1   single    1.732  0.020  1.732
 N92  C02  O03   deloc     1.275  0.020  1.275
 N92  C05  H051  single    0.930  0.020  1.080
 N92  C06  H061  single    0.930  0.020  1.080
 N92  C13  H131  single    0.930  0.020  1.080
 N92  C14  H141  single    0.930  0.020  1.080
 N92  C17  H171  single    0.930  0.020  1.080
 N92  C18  H181  single    0.930  0.020  1.080
 N92  C19  H191  single    0.930  0.020  1.080
 N92  C21  H211  single    0.930  0.020  1.080
 N92  N08  H081  single    0.860  0.020  1.020
 N92  O23  H231  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
 N92  O03   C02  O01  125.13  3.000
 N92  O03   C02  C04  115.29  3.000
 N92  O01   C02  C04  119.59  3.000
 N92  C22   C04  C05  117.99  3.000
 N92  C22   C04  C02  120.30  3.000
 N92  C05   C04  C02  121.70  3.000
 N92  H051  C05  C06  119.10  3.000
 N92  H051  C05  C04  118.86  3.000
 N92  C06   C05  C04  122.04  3.000
 N92  H061  C06  C07  120.13  3.000
 N92  H061  C06  C05  120.31  3.000
 N92  C07   C06  C05  119.56  3.000
 N92  N08   C07  C21  123.93  3.000
 N92  C21   C07  C06  119.83  3.000
 N92  N08   C07  C06  116.24  3.000
 N92  S20   C09  N10  114.17  3.000
 N92  N10   C09  N08  126.81  3.000
 N92  S20   C09  N08  119.02  3.000
 N92  N10   C11  C19  115.12  3.000
 N92  N10   C11  C12  118.75  3.000
 N92  C19   C11  C12  126.13  3.000
 N92  C18   C12  C13  118.23  3.000
 N92  C18   C12  C11  120.20  3.000
 N92  C13   C12  C11  121.57  3.000
 N92  H131  C13  C14  118.20  3.000
 N92  H131  C13  C12  120.59  3.000
 N92  C14   C13  C12  121.21  3.000
 N92  H141  C14  C15  120.61  3.000
 N92  H141  C14  C13  120.09  3.000
 N92  C15   C14  C13  119.30  3.000
 N92  CL1   C15  C17  119.68  3.000
 N92  CL1   C15  C14  119.54  3.000
 N92  C17   C15  C14  120.78  3.000
 N92  H171  C17  C18  120.08  3.000
 N92  H171  C17  C15  120.61  3.000
 N92  C18   C17  C15  119.31  3.000
 N92  H181  C18  C17  119.02  3.000
 N92  H181  C18  C12  119.81  3.000
 N92  C17   C18  C12  121.17  3.000
 N92  H191  C19  S20  120.39  3.000
 N92  H191  C19  C11  129.34  3.000
 N92  S20   C19  C11  110.27  3.000
 N92  H211  C21  C22  119.09  3.000
 N92  H211  C21  C07  121.04  3.000
 N92  C22   C21  C07  119.87  3.000
 N92  O23   C22  C21  118.84  3.000
 N92  O23   C22  C04  120.46  3.000
 N92  C21   C22  C04  120.70  3.000
 N92  H081  N08  C09  116.06  3.000
 N92  H081  N08  C07  114.56  3.000
 N92  C09   N08  C07  129.37  3.000
 N92  C11   N10  C09  111.67  3.000
 N92  H231  O23  C22  102.91  3.000
 N92  C19   S20  C09   88.77  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
 N92  CONST_01  C07   C06  C05  C04     0.00   0.0  0
 N92  CONST_02  C07   C21  C22  C04     0.00   0.0  0
 N92  CONST_03  C21   C07  C06  C05     0.00   0.0  0
 N92  CONST_04  C21   C22  C04  C05     0.00   0.0  0
 N92  CONST_05  C22   C21  C07  C06     0.00   0.0  0
 N92  CONST_06  C22   C04  C05  C06     0.00   0.0  0
 N92  CONST_07  C11   C19  S20  C09     0.00   0.0  0
 N92  CONST_08  C19   C11  N10  C09     0.00   0.0  0
 N92  CONST_09  C12   C11  N10  C09   180.00   0.0  0
 N92  CONST_10  S20   C09  N10  C11     0.00   0.0  0
 N92  CONST_11  C14   C13  C12  C11   180.00   0.0  0
 N92  CONST_12  C17   C18  C12  C11   180.00   0.0  0
 N92  CONST_13  S20   C19  C11  C12   180.00   0.0  0
 N92  CONST_14  C15   C14  C13  C12     0.00   0.0  0
 N92  CONST_15  C15   C17  C18  C12     0.00   0.0  0
 N92  CONST_16  C19   C11  C12  C13     0.00   0.0  0
 N92  CONST_17  N10   C11  C12  C13   180.00   0.0  0
 N92  CONST_18  C17   C18  C12  C13     0.00   0.0  0
 N92  CONST_19  C17   C15  C14  C13     0.00   0.0  0
 N92  CONST_20  C18   C12  C13  C14     0.00   0.0  0
 N92  CONST_21  C18   C17  C15  C14     0.00   0.0  0
 N92  CONST_22  C19   C11  C12  C18   180.00   0.0  0
 N92  CONST_23  N10   C11  C12  C18     0.00   0.0  0
 N92  CONST_24  N10   C09  S20  C19     0.00   0.0  0
 N92  CONST_25  S20   C19  C11  N10     0.00   0.0  0
 N92  CONST_26  C06   C05  C04  C02   180.00   0.0  0
 N92  CONST_27  C21   C22  C04  C02   180.00   0.0  0
 N92  CONST_28  N08   C07  C06  C05   180.00   0.0  0
 N92  CONST_29  O23   C22  C04  C05   180.00   0.0  0
 N92  CONST_30  O23   C22  C21  C07   180.00   0.0  0
 N92  CONST_31  N08   C09  N10  C11   180.00   0.0  0
 N92  CONST_32  CL1   C15  C14  C13   180.00   0.0  0
 N92  CONST_33  CL1   C15  C17  C18   180.00   0.0  0
 N92  CONST_34  N08   C09  S20  C19   180.00   0.0  0
 N92  CONST_35  N08   C07  C21  C22   180.00   0.0  0
 N92  CONST_36  H061  C06  C05  C04   180.00   0.0  0
 N92  CONST_37  H211  C21  C22  C04   180.00   0.0  0
 N92  CONST_38  H051  C05  C06  C07   180.00   0.0  0
 N92  CONST_39  H191  C19  S20  C09   180.00   0.0  0
 N92  CONST_40  H131  C13  C12  C11     0.00   0.0  0
 N92  CONST_41  H181  C18  C12  C11     0.00   0.0  0
 N92  CONST_42  H141  C14  C13  C12   180.00   0.0  0
 N92  CONST_43  H171  C17  C18  C12   180.00   0.0  0
 N92  Var_01    C09   N08  C07  C06   179.54  30.0  1
 N92  Var_02    S20   C09  N08  C07  -176.21  30.0  2
 N92  Var_03    O01   C02  C04  C05     0.17  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
 N92  plan-1  C09   0.020
 N92  plan-1  C11   0.020
 N92  plan-1  C12   0.020
 N92  plan-1  C19   0.020
 N92  plan-1  N08   0.020
 N92  plan-1  N10   0.020
 N92  plan-1  S20   0.020
 N92  plan-1  H191  0.020
 N92  plan-2  C02   0.020
 N92  plan-2  C04   0.020
 N92  plan-2  C05   0.020
 N92  plan-2  C06   0.020
 N92  plan-2  C07   0.020
 N92  plan-2  C21   0.020
 N92  plan-2  C22   0.020
 N92  plan-2  N08   0.020
 N92  plan-2  O23   0.020
 N92  plan-2  H051  0.020
 N92  plan-2  H061  0.020
 N92  plan-2  H211  0.020
 N92  plan-3  C11   0.020
 N92  plan-3  C12   0.020
 N92  plan-3  C13   0.020
 N92  plan-3  C14   0.020
 N92  plan-3  C15   0.020
 N92  plan-3  C17   0.020
 N92  plan-3  C18   0.020
 N92  plan-3  CL1   0.020
 N92  plan-3  H131  0.020
 N92  plan-3  H141  0.020
 N92  plan-3  H171  0.020
 N92  plan-3  H181  0.020
 N92  plan-4  C02   0.020
 N92  plan-4  C04   0.020
 N92  plan-4  O01   0.020
 N92  plan-4  O03   0.020

