# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 18:25:29 2021
#   Inital geometry file: a 78 line input string
#   Ligand name: (4-hydroxyphenyl)-[2,3,4-tris(oxidanyl)phenyl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)C(=O)c2ccc(O)c(O)c2O
#
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
 N9N  N9N  (4-hydroxyphenyl)-[2,3,4-tris(oxidanyl)phenyl]methanone  ligand  28  18  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_N9N
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
 N9N  C10  C  CR6   0  -0.186  83.0270  36.6797  33.5040
 N9N  C13  C  CR6   0   0.318  82.6494  34.2445  32.1691
 N9N  C15  C  CR6   0   0.281  81.7266  36.1863  33.2614
 N9N  C02  C  CR6   0   0.367  86.8729  39.3126  35.8569
 N9N  C03  C  CR16  0  -0.373  86.5372  37.9624  35.9423
 N9N  C04  C  CR16  0  -0.272  85.3572  37.5075  35.3806
 N9N  C05  C  CR6   0  -0.046  84.4825  38.3844  34.7396
 N9N  C06  C  CR16  0  -0.254  84.8167  39.7406  34.6900
 N9N  C07  C  CR16  0  -0.329  86.0026  40.2019  35.2226
 N9N  C08  C  C     0   0.403  83.1734  37.9529  34.2059
 N9N  O09  O  O     0  -0.473  82.1970  38.6926  34.3676
 N9N  C11  C  CR16  0  -0.312  84.1168  35.9411  33.0200
 N9N  C12  C  CR16  0  -0.362  83.9393  34.7456  32.3648
 N9N  C14  C  CR6   0   0.176  81.5457  34.9641  32.6188
 N9N  O16  O  OH1   0  -0.637  80.6180  36.8351  33.6268
 N9N  O17  O  OH1   0  -0.644  80.3203  34.4329  32.3939
 N9N  O18  O  OH1   0  -0.618  82.5057  33.0767  31.5312
 N9N  H1   H  HOH1  0   0.480  88.5328  39.1130  36.7762
 N9N  H2   H  HCR6  0   0.281  87.1929  37.2661  36.4521
 N9N  H3   H  HCR6  0   0.284  85.1083  36.4590  35.4780
 N9N  H4   H  HCR6  0   0.266  84.1485  40.4434  34.2096
 N9N  H5   H  HCR6  0   0.273  86.2615  41.2510  35.1570
 N9N  H6   H  HCR6  0   0.281  85.1204  36.3233  33.1363
 N9N  H7   H  HCR6  0   0.273  84.7873  34.1900  31.9874
 N9N  H8   H  HOH1  0   0.484  80.9017  37.7191  33.9615
 N9N  H9   H  HOH1  0   0.481  79.6272  35.0728  32.5956
 N9N  H10  H  HOH1  0   0.479  81.5731  32.8419  31.4447
 N9N  O01  O  OH1   0  -0.619  88.0073  39.8106  36.3677

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
 N9N  O18  C13  single    1.338  0.020  1.338
 N9N  C12  C13  aromatic  1.398  0.020  1.398
 N9N  C12  C11  aromatic  1.375  0.020  1.375
 N9N  C13  C14  aromatic  1.392  0.020  1.392
 N9N  C11  C10  aromatic  1.403  0.020  1.403
 N9N  C14  O17  single    1.354  0.020  1.354
 N9N  C14  C15  aromatic  1.393  0.020  1.393
 N9N  C10  C15  aromatic  1.412  0.020  1.412
 N9N  C10  C08  single    1.461  0.020  1.461
 N9N  C15  O16  single    1.335  0.020  1.335
 N9N  C08  O09  double    1.236  0.020  1.236
 N9N  C08  C05  single    1.478  0.020  1.478
 N9N  C06  C05  aromatic  1.398  0.020  1.398
 N9N  C06  C07  aromatic  1.379  0.020  1.379
 N9N  C05  C04  aromatic  1.395  0.020  1.395
 N9N  C07  C02  aromatic  1.397  0.020  1.397
 N9N  C04  C03  aromatic  1.384  0.020  1.384
 N9N  C02  C03  aromatic  1.394  0.020  1.394
 N9N  C02  O01  single    1.340  0.020  1.340
 N9N  O01  H1   single    0.850  0.020  0.980
 N9N  C03  H2   single    0.930  0.020  1.080
 N9N  C04  H3   single    0.930  0.020  1.080
 N9N  C06  H4   single    0.930  0.020  1.080
 N9N  C07  H5   single    0.930  0.020  1.080
 N9N  C11  H6   single    0.930  0.020  1.080
 N9N  C12  H7   single    0.930  0.020  1.080
 N9N  O16  H8   single    0.850  0.020  0.980
 N9N  O17  H9   single    0.850  0.020  0.980
 N9N  O18  H10  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
 N9N  C11  C10  C08  123.14  3.000
 N9N  C08  C10  C15  118.64  3.000
 N9N  C11  C10  C15  118.19  3.000
 N9N  O18  C13  C14  121.32  3.000
 N9N  C14  C13  C12  120.07  3.000
 N9N  O18  C13  C12  118.60  3.000
 N9N  O16  C15  C14  116.41  3.000
 N9N  O16  C15  C10  123.22  3.000
 N9N  C14  C15  C10  120.37  3.000
 N9N  C07  C02  C03  119.64  3.000
 N9N  C03  C02  O01  122.72  3.000
 N9N  C07  C02  O01  117.65  3.000
 N9N  H2   C03  C04  119.71  3.000
 N9N  H2   C03  C02  120.36  3.000
 N9N  C04  C03  C02  119.93  3.000
 N9N  H3   C04  C05  120.42  3.000
 N9N  H3   C04  C03  118.57  3.000
 N9N  C05  C04  C03  120.98  3.000
 N9N  C08  C05  C06  118.83  3.000
 N9N  C06  C05  C04  118.45  3.000
 N9N  C08  C05  C04  122.54  3.000
 N9N  H4   C06  C07  119.02  3.000
 N9N  H4   C06  C05  119.88  3.000
 N9N  C07  C06  C05  121.09  3.000
 N9N  H5   C07  C06  120.41  3.000
 N9N  H5   C07  C02  119.71  3.000
 N9N  C06  C07  C02  119.88  3.000
 N9N  O09  C08  C05  118.55  3.000
 N9N  C05  C08  C10  121.10  3.000
 N9N  O09  C08  C10  120.35  3.000
 N9N  H6   C11  C12  118.62  3.000
 N9N  H6   C11  C10  119.90  3.000
 N9N  C12  C11  C10  121.47  3.000
 N9N  H7   C12  C11  120.78  3.000
 N9N  H7   C12  C13  119.37  3.000
 N9N  C11  C12  C13  119.85  3.000
 N9N  O17  C14  C15  122.57  3.000
 N9N  C15  C14  C13  119.98  3.000
 N9N  O17  C14  C13  117.45  3.000
 N9N  H8   O16  C15  106.82  3.000
 N9N  H9   O17  C14  110.80  3.000
 N9N  H10  O18  C13  111.01  3.000
 N9N  H1   O01  C02  110.73  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
 N9N  CONST_01  C13  C12  C11  C10    0.00   0.0  0
 N9N  CONST_02  C13  C14  C15  C10    0.00   0.0  0
 N9N  CONST_03  C12  C13  C14  C15    0.00   0.0  0
 N9N  CONST_04  C12  C11  C10  C15    0.00   0.0  0
 N9N  CONST_05  C05  C06  C07  C02    0.00   0.0  0
 N9N  CONST_06  C05  C04  C03  C02    0.00   0.0  0
 N9N  CONST_07  C06  C05  C04  C03    0.00   0.0  0
 N9N  CONST_08  C06  C07  C02  C03    0.00   0.0  0
 N9N  CONST_09  C07  C06  C05  C04    0.00   0.0  0
 N9N  CONST_10  C07  C02  C03  C04    0.00   0.0  0
 N9N  CONST_11  C14  C13  C12  C11    0.00   0.0  0
 N9N  CONST_12  C14  C15  C10  C11    0.00   0.0  0
 N9N  CONST_13  O17  C14  C15  C10  180.00   0.0  0
 N9N  CONST_14  O16  C15  C14  C13  180.00   0.0  0
 N9N  CONST_15  O18  C13  C14  C15  180.00   0.0  0
 N9N  CONST_16  C06  C07  C02  O01  180.00   0.0  0
 N9N  CONST_17  C04  C03  C02  O01  180.00   0.0  0
 N9N  CONST_18  C08  C05  C04  C03  180.00   0.0  0
 N9N  CONST_19  C08  C05  C06  C07  180.00   0.0  0
 N9N  CONST_20  C12  C11  C10  C08  180.00   0.0  0
 N9N  CONST_21  C14  C15  C10  C08  180.00   0.0  0
 N9N  CONST_22  O18  C13  C12  C11  180.00   0.0  0
 N9N  CONST_23  O16  C15  C10  C11  180.00   0.0  0
 N9N  CONST_24  O17  C14  C13  C12  180.00   0.0  0
 N9N  CONST_25  H7   C12  C11  C10  180.00   0.0  0
 N9N  CONST_26  H6   C11  C12  C13  180.00   0.0  0
 N9N  CONST_27  H4   C06  C07  C02  180.00   0.0  0
 N9N  CONST_28  H3   C04  C03  C02  180.00   0.0  0
 N9N  CONST_29  H5   C07  C02  C03  180.00   0.0  0
 N9N  CONST_30  H2   C03  C04  C05  180.00   0.0  0
 N9N  Var_01    C06  C05  C08  C10  143.54  30.0  2
 N9N  Var_02    C05  C08  C10  C15  166.99  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
 N9N  plan-1  C02  0.020
 N9N  plan-1  C03  0.020
 N9N  plan-1  C04  0.020
 N9N  plan-1  C05  0.020
 N9N  plan-1  C06  0.020
 N9N  plan-1  C07  0.020
 N9N  plan-1  C08  0.020
 N9N  plan-1  H2   0.020
 N9N  plan-1  H3   0.020
 N9N  plan-1  H4   0.020
 N9N  plan-1  H5   0.020
 N9N  plan-1  O01  0.020
 N9N  plan-2  C10  0.020
 N9N  plan-2  C13  0.020
 N9N  plan-2  C15  0.020
 N9N  plan-2  C08  0.020
 N9N  plan-2  C11  0.020
 N9N  plan-2  C12  0.020
 N9N  plan-2  C14  0.020
 N9N  plan-2  O16  0.020
 N9N  plan-2  O17  0.020
 N9N  plan-2  O18  0.020
 N9N  plan-2  H6   0.020
 N9N  plan-2  H7   0.020
 N9N  plan-3  C10  0.020
 N9N  plan-3  C05  0.020
 N9N  plan-3  C08  0.020
 N9N  plan-3  O09  0.020

