# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 00:03:59 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: 5-[(E)-2-(2-chloro-4-hydroxyphenyl)ethenyl]benzene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(\C=C\c2cc(O)cc(O)c2)c(Cl)c1
#
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
 S2L  S2L  5-[(E)-2-(2-chloro-4-hydroxyphenyl)ethenyl]benzene-1,3-diol  ligand  29  18  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_S2L
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
 S2L  C01  C   CR16  0  -0.487   4.7830  -0.2412   0.1939
 S2L  C02  C   CR6   0   0.394   4.3485   1.0776   0.1217
 S2L  C03  C   CR16  0  -0.491   2.9901   1.3686   0.0584
 S2L  C04  C   CR6   0   0.208   2.0494   0.3359   0.0704
 S2L  C05  C   CR16  0  -0.467   2.4819  -0.9881   0.1421
 S2L  C06  C   CR6   0   0.410   3.8422  -1.2673   0.2023
 S2L  O01  O   OH1   0  -0.634   4.2068  -2.5623   0.2677
 S2L  C07  C   C1    0  -0.310   0.6359   0.7083   0.0039
 S2L  C08  C   C1    0  -0.293  -0.4034  -0.1363   0.0511
 S2L  C09  C   CR6   0   0.228  -1.8138   0.2344  -0.0067
 S2L  C10  C   CR16  0  -0.345  -2.2382   1.5691   0.0100
 S2L  C11  C   CR16  0  -0.349  -3.5670   1.9327  -0.0458
 S2L  C12  C   CR6   0   0.344  -4.5525   0.9487  -0.1193
 S2L  C13  C   CR16  0  -0.281  -4.1764  -0.3897  -0.1326
 S2L  C14  C   CR6   0  -0.110  -2.8343  -0.7229  -0.0762
 S2L  CL1  CL  CL    0  -0.128  -2.4543  -2.4177  -0.1046
 S2L  O02  O   OH1   0  -0.622  -5.8632   1.2294  -0.1765
 S2L  O03  O   OH1   0  -0.631   5.2918   2.0384   0.1162
 S2L  H1   H   HCR6  0   0.276   5.8448  -0.4565   0.2423
 S2L  H2   H   HCR6  0   0.266   2.6568   2.3992  -0.0004
 S2L  H3   H   HCR6  0   0.255   1.7787  -1.8107   0.1472
 S2L  H4   H   HOH1  0   0.475   5.1666  -2.6431   0.3009
 S2L  H5   H   H     0   0.253   0.4616   1.7749  -0.0932
 S2L  H6   H   H     0   0.246  -0.2039  -1.1967   0.1403
 S2L  H7   H   HCR6  0   0.268  -1.5012   2.3582   0.0734
 S2L  H8   H   HCR6  0   0.281  -3.8371   2.9818  -0.0281
 S2L  H9   H   HCR6  0   0.289  -4.9316  -1.1625  -0.1875
 S2L  H10  H   HOH1  0   0.481  -6.0060   2.1829  -0.1739
 S2L  H11  H   HOH1  0   0.476   4.8820   2.9095   0.0724

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
 S2L  C11  C10  aromatic  1.379  0.020  1.379
 S2L  C11  C12  aromatic  1.395  0.020  1.395
 S2L  O03  C02  single    1.346  0.020  1.346
 S2L  C10  C09  aromatic  1.401  0.020  1.401
 S2L  C02  C03  aromatic  1.391  0.020  1.391
 S2L  C02  C01  aromatic  1.390  0.020  1.390
 S2L  C03  C04  aromatic  1.397  0.020  1.397
 S2L  O02  C12  single    1.342  0.020  1.342
 S2L  C12  C13  aromatic  1.390  0.020  1.390
 S2L  C08  C09  single    1.459  0.020  1.459
 S2L  C08  C07  double    1.340  0.020  1.340
 S2L  C09  C14  aromatic  1.401  0.020  1.401
 S2L  C01  C06  aromatic  1.392  0.020  1.392
 S2L  C04  C07  single    1.463  0.020  1.463
 S2L  C04  C05  aromatic  1.395  0.020  1.395
 S2L  C13  C14  aromatic  1.384  0.020  1.384
 S2L  C05  C06  aromatic  1.390  0.020  1.390
 S2L  C06  O01  single    1.347  0.020  1.347
 S2L  C14  CL1  single    1.737  0.020  1.737
 S2L  C01  H1   single    0.930  0.020  1.080
 S2L  C03  H2   single    0.930  0.020  1.080
 S2L  C05  H3   single    0.930  0.020  1.080
 S2L  O01  H4   single    0.850  0.020  0.980
 S2L  C07  H5   single    0.930  0.020  1.080
 S2L  C08  H6   single    0.930  0.020  1.080
 S2L  C10  H7   single    0.930  0.020  1.080
 S2L  C11  H8   single    0.930  0.020  1.080
 S2L  C13  H9   single    0.930  0.020  1.080
 S2L  O02  H10  single    0.850  0.020  0.980
 S2L  O03  H11  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
 S2L  H1   C01  C06  121.00  3.000
 S2L  H1   C01  C02  119.78  3.000
 S2L  C06  C01  C02  119.22  3.000
 S2L  O03  C02  C03  122.33  3.000
 S2L  C03  C02  C01  120.41  3.000
 S2L  O03  C02  C01  117.26  3.000
 S2L  H2   C03  C04  119.73  3.000
 S2L  H2   C03  C02  120.09  3.000
 S2L  C04  C03  C02  120.18  3.000
 S2L  C07  C04  C05  122.92  3.000
 S2L  C05  C04  C03  119.57  3.000
 S2L  C07  C04  C03  117.51  3.000
 S2L  H3   C05  C06  118.88  3.000
 S2L  H3   C05  C04  121.36  3.000
 S2L  C06  C05  C04  119.76  3.000
 S2L  O01  C06  C05  117.40  3.000
 S2L  O01  C06  C01  121.73  3.000
 S2L  C05  C06  C01  120.87  3.000
 S2L  H4   O01  C06  110.60  3.000
 S2L  H5   C07  C08  119.87  3.000
 S2L  H5   C07  C04  114.17  3.000
 S2L  C08  C07  C04  125.96  3.000
 S2L  H6   C08  C09  115.47  3.000
 S2L  H6   C08  C07  118.51  3.000
 S2L  C09  C08  C07  126.02  3.000
 S2L  C14  C09  C10  115.53  3.000
 S2L  C14  C09  C08  122.17  3.000
 S2L  C10  C09  C08  122.30  3.000
 S2L  H7   C10  C11  117.82  3.000
 S2L  H7   C10  C09  119.30  3.000
 S2L  C11  C10  C09  122.88  3.000
 S2L  H8   C11  C12  120.52  3.000
 S2L  H8   C11  C10  119.67  3.000
 S2L  C12  C11  C10  119.81  3.000
 S2L  O02  C12  C13  117.73  3.000
 S2L  C13  C12  C11  119.24  3.000
 S2L  O02  C12  C11  123.02  3.000
 S2L  H9   C13  C14  120.46  3.000
 S2L  H9   C13  C12  119.95  3.000
 S2L  C14  C13  C12  119.59  3.000
 S2L  CL1  C14  C13  116.51  3.000
 S2L  CL1  C14  C09  120.54  3.000
 S2L  C13  C14  C09  122.95  3.000
 S2L  H10  O02  C12  110.58  3.000
 S2L  H11  O03  C02  110.32  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
 S2L  CONST_01  C04  C03  C02  C01     0.00   0.0  0
 S2L  CONST_02  C04  C05  C06  C01     0.00   0.0  0
 S2L  CONST_03  C05  C04  C03  C02     0.00   0.0  0
 S2L  CONST_04  C05  C06  C01  C02     0.00   0.0  0
 S2L  CONST_05  C06  C01  C02  C03     0.00   0.0  0
 S2L  CONST_06  C06  C05  C04  C03     0.00   0.0  0
 S2L  CONST_07  C12  C11  C10  C09     0.00   0.0  0
 S2L  CONST_08  C12  C13  C14  C09     0.00   0.0  0
 S2L  CONST_09  C13  C12  C11  C10     0.00   0.0  0
 S2L  CONST_10  C13  C14  C09  C10     0.00   0.0  0
 S2L  CONST_11  C14  C09  C10  C11     0.00   0.0  0
 S2L  CONST_12  C14  C13  C12  C11     0.00   0.0  0
 S2L  CONST_13  C07  C04  C03  C02   180.00   0.0  0
 S2L  CONST_14  O01  C06  C01  C02   180.00   0.0  0
 S2L  CONST_15  O03  C02  C03  C04   180.00   0.0  0
 S2L  CONST_16  O01  C06  C05  C04   180.00   0.0  0
 S2L  CONST_17  O03  C02  C01  C06   180.00   0.0  0
 S2L  CONST_18  C07  C04  C05  C06   180.00   0.0  0
 S2L  CONST_19  C11  C10  C09  C08   180.00   0.0  0
 S2L  CONST_20  C13  C14  C09  C08   180.00   0.0  0
 S2L  CONST_21  O02  C12  C11  C10   180.00   0.0  0
 S2L  CONST_22  CL1  C14  C09  C10   180.00   0.0  0
 S2L  CONST_23  CL1  C14  C13  C12   180.00   0.0  0
 S2L  CONST_24  O02  C12  C13  C14   180.00   0.0  0
 S2L  CONST_25  H2   C03  C02  C01   180.00   0.0  0
 S2L  CONST_26  H3   C05  C06  C01   180.00   0.0  0
 S2L  CONST_27  H1   C01  C02  C03   180.00   0.0  0
 S2L  CONST_28  H8   C11  C10  C09   180.00   0.0  0
 S2L  CONST_29  H9   C13  C14  C09   180.00   0.0  0
 S2L  CONST_30  H7   C10  C11  C12   180.00   0.0  0
 S2L  Var_01    C09  C08  C07  C04   179.59   0.0  2
 S2L  Var_02    C08  C07  C04  C03  -177.52  30.0  2
 S2L  Var_03    C10  C09  C08  C07    -6.39  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
 S2L  plan-1  C01  0.020
 S2L  plan-1  C02  0.020
 S2L  plan-1  C03  0.020
 S2L  plan-1  C04  0.020
 S2L  plan-1  C05  0.020
 S2L  plan-1  C06  0.020
 S2L  plan-1  O01  0.020
 S2L  plan-1  C07  0.020
 S2L  plan-1  O03  0.020
 S2L  plan-1  H1   0.020
 S2L  plan-1  H2   0.020
 S2L  plan-1  H3   0.020
 S2L  plan-2  C08  0.020
 S2L  plan-2  C09  0.020
 S2L  plan-2  C10  0.020
 S2L  plan-2  C11  0.020
 S2L  plan-2  C12  0.020
 S2L  plan-2  C13  0.020
 S2L  plan-2  C14  0.020
 S2L  plan-2  CL1  0.020
 S2L  plan-2  O02  0.020
 S2L  plan-2  H7   0.020
 S2L  plan-2  H8   0.020
 S2L  plan-2  H9   0.020
 S2L  plan-3  C04  0.020
 S2L  plan-3  C07  0.020
 S2L  plan-3  C08  0.020
 S2L  plan-3  C09  0.020
 S2L  plan-3  H5   0.020
 S2L  plan-3  H6   0.020

