# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 07:04:22 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 4-nitro-2-phosphonobenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1[P](O)(O)=O)[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
 4NO  4NO  '4-nitro-2-phosphonobenzoic acid'  ligand  22  16  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4NO
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
 4NO  O16  O  OH1    0  -0.726   2.2778   1.4477  -1.3106
 4NO  P13  P  P      0   1.419   1.5096   1.4078   0.0854
 4NO  O15  O  OH1    0  -0.738   2.6725   0.7216   0.9389
 4NO  O14  O  O      0  -0.684   0.9694   2.6951   0.5781
 4NO  C4   C  CR6    0  -0.263   0.1945   0.1637  -0.0379
 4NO  C3   C  CR16   0  -0.311  -1.1107   0.6371  -0.0008
 4NO  C2   C  CR6    0   0.293  -2.1643  -0.2597  -0.0466
 4NO  N1   N  N      1   0.331  -3.5306   0.2517  -0.0288
 4NO  O8   O  O      0  -0.367  -3.6857   1.4476   0.0169
 4NO  O9   O  O     -1  -0.366  -4.4310  -0.5509  -0.0625
 4NO  C7   C  CR16   0  -0.259  -1.9562  -1.6264  -0.0925
 4NO  C6   C  CR16   0  -0.227  -0.6552  -2.0975  -0.0997
 4NO  C5   C  CR6    0  -0.002   0.4189  -1.2161  -0.0904
 4NO  C10  C  C      0   0.454   1.7933  -1.7999  -0.2034
 4NO  O11  O  O      0  -0.406   2.5386  -1.5541  -1.1122
 4NO  O12  O  OH1    0  -0.574   2.0415  -2.6443   0.7800
 4NO  H1   H  HOH1   0   0.502   1.8152   1.9568  -1.9900
 4NO  H2   H  HOH1   0   0.506   2.5071   0.7205   1.8915
 4NO  H3   H  HCR6   0   0.311  -1.2937   1.6996   0.0687
 4NO  H4   H  HCR6   0   0.315  -2.7794  -2.3249  -0.1160
 4NO  H5   H  HCR6   0   0.297  -0.4869  -3.1653  -0.1285
 4NO  H6   H  HOH1   0   0.495   2.9146  -3.0519   0.6651

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
 4NO  O14  P13  double    1.480  0.020  1.480
 4NO  O11  C10  double    1.201  0.020  1.201
 4NO  O15  P13  single    1.597  0.020  1.597
 4NO  P13  O16  single    1.594  0.020  1.594
 4NO  P13  C4   single    1.815  0.020  1.815
 4NO  C10  O12  single    1.320  0.020  1.320
 4NO  C10  C5   single    1.497  0.020  1.497
 4NO  C4   C5   aromatic  1.399  0.020  1.399
 4NO  C4   C3   aromatic  1.389  0.020  1.389
 4NO  C5   C6   aromatic  1.389  0.020  1.389
 4NO  C3   C2   aromatic  1.384  0.020  1.384
 4NO  C6   C7   aromatic  1.384  0.020  1.384
 4NO  C2   C7   aromatic  1.383  0.020  1.383
 4NO  C2   N1   single    1.459  0.020  1.459
 4NO  O9   N1   single    1.207  0.020  1.207
 4NO  N1   O8   double    1.207  0.020  1.207
 4NO  O16  H1   single    0.850  0.020  0.980
 4NO  O15  H2   single    0.850  0.020  0.980
 4NO  C3   H3   single    0.930  0.020  1.080
 4NO  C7   H4   single    0.930  0.020  1.080
 4NO  C6   H5   single    0.930  0.020  1.080
 4NO  O12  H6   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
 4NO  H1   O16  P13  113.46  3.000
 4NO  C4   P13  O14  110.75  3.000
 4NO  C4   P13  O15  105.63  3.000
 4NO  O14  P13  O15  117.47  3.000
 4NO  C4   P13  O16  107.88  3.000
 4NO  O15  P13  O16   97.35  3.000
 4NO  O14  P13  O16  116.46  3.000
 4NO  H2   O15  P13  113.73  3.000
 4NO  C5   C4   C3   119.21  3.000
 4NO  C3   C4   P13  116.46  3.000
 4NO  C5   C4   P13  124.23  3.000
 4NO  H3   C3   C2   120.68  3.000
 4NO  H3   C3   C4   119.74  3.000
 4NO  C2   C3   C4   119.58  3.000
 4NO  C7   C2   N1   119.19  3.000
 4NO  N1   C2   C3   119.03  3.000
 4NO  C7   C2   C3   121.78  3.000
 4NO  O9   N1   O8   124.36  3.000
 4NO  O8   N1   C2   117.92  3.000
 4NO  O9   N1   C2   117.73  3.000
 4NO  H4   C7   C6   119.77  3.000
 4NO  H4   C7   C2   121.67  3.000
 4NO  C6   C7   C2   118.56  3.000
 4NO  H5   C6   C5   120.42  3.000
 4NO  H5   C6   C7   118.85  3.000
 4NO  C5   C6   C7   120.72  3.000
 4NO  C10  C5   C6   117.49  3.000
 4NO  C6   C5   C4   120.12  3.000
 4NO  C10  C5   C4   122.32  3.000
 4NO  O12  C10  O11  125.33  3.000
 4NO  O12  C10  C5   111.46  3.000
 4NO  O11  C10  C5   123.16  3.000
 4NO  H6   O12  C10  110.47  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
 4NO  CONST_01  C7   C6   C5   C4     0.00   0.0  0
 4NO  CONST_02  C7   C2   C3   C4     0.00   0.0  0
 4NO  CONST_03  C6   C5   C4   C3     0.00   0.0  0
 4NO  CONST_04  C6   C7   C2   C3     0.00   0.0  0
 4NO  CONST_05  C5   C4   C3   C2     0.00   0.0  0
 4NO  CONST_06  C5   C6   C7   C2     0.00   0.0  0
 4NO  CONST_07  C6   C5   C4   P13  180.00   0.0  0
 4NO  CONST_08  C2   C3   C4   P13  180.00   0.0  0
 4NO  CONST_09  N1   C2   C3   C4   180.00   0.0  0
 4NO  CONST_10  C10  C5   C4   C3   180.00   0.0  0
 4NO  CONST_11  C6   C7   C2   N1   180.00   0.0  0
 4NO  CONST_12  C10  C5   C6   C7   180.00   0.0  0
 4NO  CONST_13  H5   C6   C5   C4   180.00   0.0  0
 4NO  CONST_14  H4   C7   C2   C3   180.00   0.0  0
 4NO  CONST_15  H3   C3   C2   C7   180.00   0.0  0
 4NO  CONST_16  O9   N1   C2   C3   180.00   0.0  0
 4NO  CONST_17  O8   N1   C2   C3     0.00   0.0  0
 4NO  CONST_18  C7   C2   N1   O8   180.00   0.0  0
 4NO  CONST_19  C7   C2   N1   O9     0.00   0.0  0
 4NO  CONST_20  H6   O12  C10  C5   180.00   0.0  0
 4NO  Var_01    C5   C4   P13  O16   70.85  30.0  2
 4NO  Var_02    O11  C10  C5   C4   -58.81  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
 4NO  plan-1  P13  0.020
 4NO  plan-1  C4   0.020
 4NO  plan-1  C3   0.020
 4NO  plan-1  C2   0.020
 4NO  plan-1  N1   0.020
 4NO  plan-1  C7   0.020
 4NO  plan-1  C6   0.020
 4NO  plan-1  C5   0.020
 4NO  plan-1  C10  0.020
 4NO  plan-1  H3   0.020
 4NO  plan-1  H4   0.020
 4NO  plan-1  H5   0.020
 4NO  plan-2  C2   0.020
 4NO  plan-2  N1   0.020
 4NO  plan-2  O8   0.020
 4NO  plan-2  O9   0.020
 4NO  plan-3  C5   0.020
 4NO  plan-3  C10  0.020
 4NO  plan-3  O11  0.020
 4NO  plan-3  O12  0.020
 4NO  plan-3  H6   0.020

