# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 21:03:35 2022
#   Inital geometry file: a 76 line input string
#   Ligand name: 4-(3-hydroxyphenoxy)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(Oc2cccc(O)c2)cc1
#
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
 V6S  V6S  '4-(3-hydroxyphenoxy)benzoic acid'  ligand  26  17  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_V6S
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
 V6S  C01  C  CR16   0  -0.341  29.9416  -40.1547  -0.9246
 V6S  C02  C  CR16   0  -0.241  30.8595  -41.0761  -1.4015
 V6S  C03  C  CR16   0  -0.331  32.2176  -40.7866  -1.4424
 V6S  C04  C  CR6    0   0.322  32.6375  -39.5441  -0.9959
 V6S  C05  C  CR16   0  -0.437  31.7414  -38.6035  -0.5123
 V6S  C06  C  CR6    0   0.368  30.3829  -38.9095  -0.4784
 V6S  C08  C  CR6    0   0.353  34.7866  -39.5377  -0.0269
 V6S  C09  C  CR16   0  -0.319  36.1356  -39.2358  -0.1913
 V6S  C10  C  CR16   0  -0.281  37.0343  -39.5371   0.8173
 V6S  C11  C  CR6    0  -0.111  36.6230  -40.1410   2.0047
 V6S  C12  C  CR16   0  -0.282  35.2700  -40.4298   2.1453
 V6S  C13  C  CR16   0  -0.332  34.3482  -40.1354   1.1488
 V6S  C14  C  C      0   0.391  37.6208  -40.4761   3.1059
 V6S  O07  O  O2     0  -0.514  33.9659  -39.2103  -1.0647
 V6S  O15  O  O      0  -0.590  38.8097  -40.1690   2.8906
 V6S  O16  O  OH1    0  -0.627  29.4590  -38.0419  -0.0263
 V6S  O17  O  OC    -1  -0.590  37.1612  -41.0293   4.1240
 V6S  H1   H  HCR6   0   0.264  28.8857  -40.3920  -0.8992
 V6S  H2   H  HCR6   0   0.263  30.5100  -42.0397  -1.7485
 V6S  H3   H  HCR6   0   0.267  32.9331  -41.5069  -1.8165
 V6S  H4   H  HCR6   0   0.283  32.1019  -37.6391  -0.1708
 V6S  H5   H  HCR6   0   0.257  36.4722  -38.7681  -1.1086
 V6S  H6   H  HCR6   0   0.242  38.0804  -39.2981   0.6779
 V6S  H7   H  HCR6   0   0.244  34.9201  -40.8975   3.0563
 V6S  H8   H  HCR6   0   0.269  33.3039  -40.3758   1.3004
 V6S  H9   H  HOH1   0   0.475  29.8725  -37.2214   0.2663

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
 V6S  C03  C02  aromatic  1.389  0.020  1.389
 V6S  C03  C04  aromatic  1.385  0.020  1.385
 V6S  C02  C01  aromatic  1.385  0.020  1.385
 V6S  O07  C04  single    1.371  0.020  1.371
 V6S  O07  C08  single    1.363  0.020  1.363
 V6S  C04  C05  aromatic  1.386  0.020  1.386
 V6S  C01  C06  aromatic  1.394  0.020  1.394
 V6S  C05  C06  aromatic  1.393  0.020  1.393
 V6S  C06  O16  single    1.346  0.020  1.346
 V6S  C09  C08  aromatic  1.392  0.020  1.392
 V6S  C09  C10  aromatic  1.384  0.020  1.384
 V6S  C08  C13  aromatic  1.390  0.020  1.390
 V6S  C10  C11  aromatic  1.394  0.020  1.394
 V6S  C13  C12  aromatic  1.389  0.020  1.389
 V6S  C11  C12  aromatic  1.391  0.020  1.391
 V6S  C11  C14  single    1.523  0.020  1.523
 V6S  O15  C14  deloc     1.247  0.020  1.247
 V6S  C14  O17  deloc     1.247  0.020  1.247
 V6S  C01  H1   single    0.930  0.020  1.080
 V6S  C02  H2   single    0.930  0.020  1.080
 V6S  C03  H3   single    0.930  0.020  1.080
 V6S  C05  H4   single    0.930  0.020  1.080
 V6S  C09  H5   single    0.930  0.020  1.080
 V6S  C10  H6   single    0.930  0.020  1.080
 V6S  C12  H7   single    0.930  0.020  1.080
 V6S  C13  H8   single    0.930  0.020  1.080
 V6S  O16  H9   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
 V6S  H1   C01  C06  119.80  3.000
 V6S  H1   C01  C02  120.57  3.000
 V6S  C06  C01  C02  119.63  3.000
 V6S  H2   C02  C03  119.46  3.000
 V6S  H2   C02  C01  119.25  3.000
 V6S  C03  C02  C01  121.29  3.000
 V6S  H3   C03  C04  120.53  3.000
 V6S  H3   C03  C02  121.19  3.000
 V6S  C04  C03  C02  118.27  3.000
 V6S  O07  C04  C05  118.58  3.000
 V6S  C05  C04  C03  121.67  3.000
 V6S  O07  C04  C03  119.72  3.000
 V6S  H4   C05  C06  120.78  3.000
 V6S  H4   C05  C04  119.89  3.000
 V6S  C06  C05  C04  119.33  3.000
 V6S  O16  C06  C05  122.42  3.000
 V6S  O16  C06  C01  117.77  3.000
 V6S  C05  C06  C01  119.80  3.000
 V6S  O07  C08  C13  123.88  3.000
 V6S  C13  C08  C09  119.92  3.000
 V6S  O07  C08  C09  116.20  3.000
 V6S  H5   C09  C10  120.61  3.000
 V6S  H5   C09  C08  119.65  3.000
 V6S  C10  C09  C08  119.73  3.000
 V6S  H6   C10  C11  119.38  3.000
 V6S  H6   C10  C09  119.07  3.000
 V6S  C11  C10  C09  121.56  3.000
 V6S  C14  C11  C12  121.23  3.000
 V6S  C14  C11  C10  121.18  3.000
 V6S  C12  C11  C10  117.59  3.000
 V6S  H7   C12  C13  118.75  3.000
 V6S  H7   C12  C11  119.30  3.000
 V6S  C13  C12  C11  121.94  3.000
 V6S  H8   C13  C12  119.52  3.000
 V6S  H8   C13  C08  121.22  3.000
 V6S  C12  C13  C08  119.25  3.000
 V6S  O17  C14  O15  127.02  3.000
 V6S  O17  C14  C11  116.52  3.000
 V6S  O15  C14  C11  116.46  3.000
 V6S  C08  O07  C04  119.12  3.000
 V6S  H9   O16  C06  110.87  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
 V6S  CONST_01  C04  C03  C02  C01    0.00   0.0  0
 V6S  CONST_02  C04  C05  C06  C01    0.00   0.0  0
 V6S  CONST_03  C05  C04  C03  C02    0.00   0.0  0
 V6S  CONST_04  C05  C06  C01  C02    0.00   0.0  0
 V6S  CONST_05  C06  C01  C02  C03    0.00   0.0  0
 V6S  CONST_06  C06  C05  C04  C03    0.00   0.0  0
 V6S  CONST_07  C11  C10  C09  C08    0.00   0.0  0
 V6S  CONST_08  C11  C12  C13  C08    0.00   0.0  0
 V6S  CONST_09  C12  C13  C08  C09    0.00   0.0  0
 V6S  CONST_10  C12  C11  C10  C09    0.00   0.0  0
 V6S  CONST_11  C13  C08  C09  C10    0.00   0.0  0
 V6S  CONST_12  C13  C12  C11  C10    0.00   0.0  0
 V6S  CONST_13  O07  C04  C03  C02  180.00   0.0  0
 V6S  CONST_14  O16  C06  C01  C02  180.00   0.0  0
 V6S  CONST_15  O16  C06  C05  C04  180.00   0.0  0
 V6S  CONST_16  O07  C04  C05  C06  180.00   0.0  0
 V6S  CONST_17  C14  C11  C10  C09  180.00   0.0  0
 V6S  CONST_18  O07  C08  C09  C10  180.00   0.0  0
 V6S  CONST_19  O07  C08  C13  C12  180.00   0.0  0
 V6S  CONST_20  C14  C11  C12  C13  180.00   0.0  0
 V6S  CONST_21  H3   C03  C02  C01  180.00   0.0  0
 V6S  CONST_22  H4   C05  C06  C01  180.00   0.0  0
 V6S  CONST_23  H1   C01  C02  C03  180.00   0.0  0
 V6S  CONST_24  H2   C02  C03  C04  180.00   0.0  0
 V6S  CONST_25  H6   C10  C09  C08  180.00   0.0  0
 V6S  CONST_26  H7   C12  C13  C08  180.00   0.0  0
 V6S  CONST_27  H8   C13  C08  C09  180.00   0.0  0
 V6S  CONST_28  H5   C09  C10  C11  180.00   0.0  0
 V6S  Var_01    C09  C08  O07  C04  176.62  30.0  2
 V6S  Var_02    O15  C14  C11  C10    0.73  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
 V6S  plan-1  C01  0.020
 V6S  plan-1  C02  0.020
 V6S  plan-1  C03  0.020
 V6S  plan-1  C04  0.020
 V6S  plan-1  C05  0.020
 V6S  plan-1  C06  0.020
 V6S  plan-1  O07  0.020
 V6S  plan-1  O16  0.020
 V6S  plan-1  H1   0.020
 V6S  plan-1  H2   0.020
 V6S  plan-1  H3   0.020
 V6S  plan-1  H4   0.020
 V6S  plan-2  C08  0.020
 V6S  plan-2  C09  0.020
 V6S  plan-2  C10  0.020
 V6S  plan-2  C11  0.020
 V6S  plan-2  C12  0.020
 V6S  plan-2  C13  0.020
 V6S  plan-2  C14  0.020
 V6S  plan-2  O07  0.020
 V6S  plan-2  H5   0.020
 V6S  plan-2  H6   0.020
 V6S  plan-2  H7   0.020
 V6S  plan-2  H8   0.020
 V6S  plan-3  C11  0.020
 V6S  plan-3  C14  0.020
 V6S  plan-3  O15  0.020
 V6S  plan-3  O17  0.020

