# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 07:49:01 2020
#   Inital geometry file: a 46 line input string
#   Ligand name: 2-chloranyl-4-nitro-phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1Cl)[N](=O)=O
#
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
 P9P  P9P  2-chloranyl-4-nitro-phenol  ligand  15  11  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_P9P
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
 P9P  CL1  CL  CL     0  -0.081  -2.3786  -1.5883   0.0658
 P9P  C02  C   CR6    0  -0.135  -1.1160  -0.4159   0.0584
 P9P  C03  C   CR16   0  -0.227   0.1990  -0.8187  -0.0143
 P9P  C04  C   CR6    0   0.231   1.1970   0.1477  -0.0179
 P9P  N05  N   N      1   0.328   2.5789  -0.2696  -0.0943
 P9P  O06  O   O      0  -0.384   2.8153  -1.4543  -0.1619
 P9P  O07  O   O     -1  -0.383   3.4331   0.5870  -0.0869
 P9P  C08  C   CR16   0  -0.248   0.8898   1.4994   0.0494
 P9P  C09  C   CR16   0  -0.381  -0.4316   1.8877   0.1201
 P9P  C10  C   CR6    0   0.447  -1.4561   0.9414   0.1264
 P9P  O11  O   OH1    0  -0.586  -2.7432   1.2582   0.1930
 P9P  H1   H   HCR6   0   0.317   0.4334  -1.8720  -0.0681
 P9P  H2   H   HCR6   0   0.307   1.6638   2.2522   0.0475
 P9P  H3   H   HCR6   0   0.303  -0.6743   2.9417   0.1727
 P9P  H4   H   HOH1   0   0.494  -2.8618   2.2158   0.2300

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
 P9P  O07  N05  single    1.210  0.020  1.210
 P9P  N05  O06  double    1.210  0.020  1.210
 P9P  N05  C04  single    1.446  0.020  1.446
 P9P  C04  C03  aromatic  1.389  0.020  1.389
 P9P  C04  C08  aromatic  1.388  0.020  1.388
 P9P  C03  C02  aromatic  1.377  0.020  1.377
 P9P  C08  C09  aromatic  1.379  0.020  1.379
 P9P  C02  CL1  single    1.723  0.020  1.723
 P9P  C02  C10  aromatic  1.401  0.020  1.401
 P9P  C09  C10  aromatic  1.395  0.020  1.395
 P9P  C10  O11  single    1.327  0.020  1.327
 P9P  C03  H1   single    0.930  0.020  1.080
 P9P  C08  H2   single    0.930  0.020  1.080
 P9P  C09  H3   single    0.930  0.020  1.080
 P9P  O11  H4   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
 P9P  C10  C02  C03  121.18  3.000
 P9P  C10  C02  CL1  118.76  3.000
 P9P  C03  C02  CL1  120.06  3.000
 P9P  H1   C03  C04  121.48  3.000
 P9P  H1   C03  C02  119.66  3.000
 P9P  C04  C03  C02  118.86  3.000
 P9P  C08  C04  N05  119.69  3.000
 P9P  C08  C04  C03  121.23  3.000
 P9P  N05  C04  C03  119.09  3.000
 P9P  O07  N05  O06  123.75  3.000
 P9P  O06  N05  C04  118.19  3.000
 P9P  O07  N05  C04  118.06  3.000
 P9P  H2   C08  C09  119.38  3.000
 P9P  H2   C08  C04  121.36  3.000
 P9P  C09  C08  C04  119.26  3.000
 P9P  H3   C09  C10  119.70  3.000
 P9P  H3   C09  C08  119.43  3.000
 P9P  C10  C09  C08  120.87  3.000
 P9P  O11  C10  C09  123.41  3.000
 P9P  O11  C10  C02  117.98  3.000
 P9P  C09  C10  C02  118.61  3.000
 P9P  H4   O11  C10  110.97  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
 P9P  CONST_01  C08  C04  C03  C02    0.00  0.0  0
 P9P  CONST_02  C08  C09  C10  C02    0.00  0.0  0
 P9P  CONST_03  C09  C08  C04  C03    0.00  0.0  0
 P9P  CONST_04  C09  C10  C02  C03    0.00  0.0  0
 P9P  CONST_05  C10  C02  C03  C04    0.00  0.0  0
 P9P  CONST_06  C10  C09  C08  C04    0.00  0.0  0
 P9P  CONST_07  C04  C03  C02  CL1  180.00  0.0  0
 P9P  CONST_08  C09  C10  C02  CL1  180.00  0.0  0
 P9P  CONST_09  N05  C04  C03  C02  180.00  0.0  0
 P9P  CONST_10  O11  C10  C02  C03  180.00  0.0  0
 P9P  CONST_11  C09  C08  C04  N05  180.00  0.0  0
 P9P  CONST_12  O11  C10  C09  C08  180.00  0.0  0
 P9P  CONST_13  H3   C09  C10  C02  180.00  0.0  0
 P9P  CONST_14  H2   C08  C04  C03  180.00  0.0  0
 P9P  CONST_15  H1   C03  C04  C08  180.00  0.0  0
 P9P  CONST_16  O07  N05  C04  C03  180.00  0.0  0
 P9P  CONST_17  O06  N05  C04  C03    0.00  0.0  0
 P9P  CONST_18  C08  C04  N05  O06  180.00  0.0  0
 P9P  CONST_19  C08  C04  N05  O07    0.00  0.0  0

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
 P9P  plan-1  CL1  0.020
 P9P  plan-1  C02  0.020
 P9P  plan-1  C03  0.020
 P9P  plan-1  C04  0.020
 P9P  plan-1  N05  0.020
 P9P  plan-1  C08  0.020
 P9P  plan-1  C09  0.020
 P9P  plan-1  C10  0.020
 P9P  plan-1  O11  0.020
 P9P  plan-1  H1   0.020
 P9P  plan-1  H2   0.020
 P9P  plan-1  H3   0.020
 P9P  plan-2  C04  0.020
 P9P  plan-2  N05  0.020
 P9P  plan-2  O06  0.020
 P9P  plan-2  O07  0.020

