# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 17 19:49:46 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 3-[(4-nitronaphthalen-1-yl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(Nc2ccc(c3ccccc23)[N+]([O-])=O)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
 0HV  0HV  '3-[(4-nitronaphthalen-1-yl)amino]benzoic acid'  ligand  34  23  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0HV
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
 0HV  C01  C  CR16   0  -0.293   4.6580   0.7450  -0.6249
 0HV  C02  C  CR16   0  -0.219   4.0532   1.7689  -1.3387
 0HV  C03  C  CR16   0  -0.305   2.6967   2.0204  -1.1948
 0HV  C04  C  CR6    0   0.348   1.9435   1.2470  -0.3159
 0HV  C05  C  CR16   0  -0.330   2.5589   0.2356   0.4163
 0HV  C06  C  CR6    0  -0.089   3.9138  -0.0315   0.2606
 0HV  N07  N  NH1    0  -0.780   0.5793   1.5419  -0.1441
 0HV  C08  C  CR6    0   0.368  -0.4474   0.6532  -0.2028
 0HV  C09  C  CR16   0  -0.345  -0.2629  -0.6553  -0.6246
 0HV  C10  C  CR16   0  -0.267  -1.3423  -1.5142  -0.7492
 0HV  C11  C  CR6    0   0.155  -2.6293  -1.1012  -0.4849
 0HV  C12  C  CR6    0   0.116  -2.8874   0.2160   0.0051
 0HV  C13  C  CR6    0   0.010  -1.7693   1.0833   0.1755
 0HV  C14  C  C1     0  -0.288  -4.1589   0.6924   0.4068
 0HV  C15  C  C1     0  -0.218  -4.3150   1.9427   0.9441
 0HV  C16  C  C1     0  -0.227  -3.2127   2.7882   1.1235
 0HV  C17  C  C1     0  -0.268  -1.9688   2.3574   0.7508
 0HV  C18  C  C      0   0.415   4.5723  -1.1472   1.0669
 0HV  O19  O  OC    -1  -0.581   5.7945  -1.3095   0.8937
 0HV  O20  O  O      0  -0.625   3.8307  -1.7983   1.8269
 0HV  N21  N  N      1   0.294  -3.6692  -2.0523  -0.7545
 0HV  O22  O  O      0  -0.393  -4.7750  -1.6527  -1.0602
 0HV  O23  O  O     -1  -0.362  -3.3948  -3.2344  -0.6957
 0HV  H1   H  HCR6   0   0.246   5.7139   0.5476  -0.7501
 0HV  H2   H  HCR6   0   0.238   4.6369   2.3717  -2.0224
 0HV  H3   H  HCR6   0   0.239   2.2221   2.8113  -1.7629
 0HV  H4   H  HCR6   0   0.252   1.9859  -0.3463   1.1265
 0HV  H5   H  HNH1   0   0.382   0.3448   2.5197  -0.2037
 0HV  H6   H  HCR6   0   0.279   0.7149  -1.0106  -0.9132
 0HV  H7   H  HCR6   0   0.283  -1.1569  -2.5132  -1.1173
 0HV  H8   H  H      0   0.252  -5.0313   0.0693   0.3081
 0HV  H9   H  H      0   0.248  -5.3011   2.2709   1.2446
 0HV  H10  H  H      0   0.246  -3.3386   3.7646   1.5712
 0HV  H11  H  H      0   0.218  -1.1285   3.0104   0.9423

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
 0HV  O20  C18  deloc     1.246  0.020  1.246
 0HV  O19  C18  deloc     1.245  0.020  1.245
 0HV  C01  C02  aromatic  1.387  0.020  1.387
 0HV  C01  C06  aromatic  1.393  0.020  1.393
 0HV  C18  C06  single    1.526  0.020  1.526
 0HV  C02  C03  aromatic  1.387  0.020  1.387
 0HV  C06  C05  aromatic  1.390  0.020  1.390
 0HV  C03  C04  aromatic  1.392  0.020  1.392
 0HV  C05  C04  aromatic  1.392  0.020  1.392
 0HV  C04  N07  single    1.406  0.020  1.406
 0HV  N07  C08  single    1.359  0.020  1.359
 0HV  C08  C09  aromatic  1.387  0.020  1.387
 0HV  C08  C13  aromatic  1.441  0.020  1.441
 0HV  C09  C10  aromatic  1.385  0.020  1.385
 0HV  C17  C13  aromatic  1.412  0.020  1.412
 0HV  C17  C16  aromatic  1.368  0.020  1.368
 0HV  C13  C12  aromatic  1.425  0.020  1.425
 0HV  C10  C11  aromatic  1.377  0.020  1.377
 0HV  C16  C15  aromatic  1.401  0.020  1.401
 0HV  C12  C11  aromatic  1.429  0.020  1.429
 0HV  C12  C14  aromatic  1.416  0.020  1.416
 0HV  C11  N21  single    1.435  0.020  1.435
 0HV  C15  C14  aromatic  1.370  0.020  1.370
 0HV  N21  O23  single    1.215  0.020  1.215
 0HV  N21  O22  double    1.215  0.020  1.215
 0HV  C01  H1   single    0.930  0.020  1.080
 0HV  C02  H2   single    0.930  0.020  1.080
 0HV  C03  H3   single    0.930  0.020  1.080
 0HV  C05  H4   single    0.930  0.020  1.080
 0HV  N07  H5   single    0.860  0.020  1.020
 0HV  C09  H6   single    0.930  0.020  1.080
 0HV  C10  H7   single    0.930  0.020  1.080
 0HV  C14  H8   single    0.930  0.020  1.080
 0HV  C15  H9   single    0.930  0.020  1.080
 0HV  C16  H10  single    0.930  0.020  1.080
 0HV  C17  H11  single    0.930  0.020  1.080

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
 0HV  H1   C01  C06  119.57  3.000
 0HV  H1   C01  C02  120.06  3.000
 0HV  C06  C01  C02  120.37  3.000
 0HV  H2   C02  C03  119.47  3.000
 0HV  H2   C02  C01  120.07  3.000
 0HV  C03  C02  C01  120.46  3.000
 0HV  H3   C03  C04  119.97  3.000
 0HV  H3   C03  C02  120.43  3.000
 0HV  C04  C03  C02  119.60  3.000
 0HV  N07  C04  C05  121.13  3.000
 0HV  N07  C04  C03  119.05  3.000
 0HV  C05  C04  C03  119.77  3.000
 0HV  H4   C05  C06  119.10  3.000
 0HV  H4   C05  C04  120.12  3.000
 0HV  C06  C05  C04  120.78  3.000
 0HV  C18  C06  C05  120.14  3.000
 0HV  C05  C06  C01  119.00  3.000
 0HV  C18  C06  C01  120.85  3.000
 0HV  H5   N07  C08  117.15  3.000
 0HV  H5   N07  C04  114.98  3.000
 0HV  C08  N07  C04  126.18  3.000
 0HV  C13  C08  C09  118.91  3.000
 0HV  C13  C08  N07  119.11  3.000
 0HV  C09  C08  N07  121.97  3.000
 0HV  H6   C09  C10  118.53  3.000
 0HV  H6   C09  C08  120.81  3.000
 0HV  C10  C09  C08  120.58  3.000
 0HV  H7   C10  C11  120.19  3.000
 0HV  H7   C10  C09  118.05  3.000
 0HV  C11  C10  C09  121.67  3.000
 0HV  N21  C11  C12  122.99  3.000
 0HV  N21  C11  C10  116.26  3.000
 0HV  C12  C11  C10  120.73  3.000
 0HV  C14  C12  C13  117.76  3.000
 0HV  C14  C12  C11  124.72  3.000
 0HV  C13  C12  C11  117.40  3.000
 0HV  C17  C13  C12  119.13  3.000
 0HV  C12  C13  C08  120.45  3.000
 0HV  C17  C13  C08  120.40  3.000
 0HV  H8   C14  C15  118.16  3.000
 0HV  H8   C14  C12  120.46  3.000
 0HV  C15  C14  C12  121.37  3.000
 0HV  H9   C15  C16  119.91  3.000
 0HV  H9   C15  C14  119.32  3.000
 0HV  C16  C15  C14  120.77  3.000
 0HV  H10  C16  C17  120.19  3.000
 0HV  H10  C16  C15  120.42  3.000
 0HV  C17  C16  C15  119.37  3.000
 0HV  H11  C17  C16  117.92  3.000
 0HV  H11  C17  C13  120.47  3.000
 0HV  C16  C17  C13  121.57  3.000
 0HV  O20  C18  O19  126.95  3.000
 0HV  O19  C18  C06  116.45  3.000
 0HV  O20  C18  C06  116.60  3.000
 0HV  O23  N21  O22  122.54  3.000
 0HV  O22  N21  C11  119.27  3.000
 0HV  O23  N21  C11  118.17  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
 0HV  CONST_01  C04  C03  C02  C01     0.00   0.0  0
 0HV  CONST_02  C04  C05  C06  C01     0.00   0.0  0
 0HV  CONST_03  C05  C06  C01  C02     0.00   0.0  0
 0HV  CONST_04  C05  C04  C03  C02     0.00   0.0  0
 0HV  CONST_05  C06  C01  C02  C03     0.00   0.0  0
 0HV  CONST_06  C06  C05  C04  C03     0.00   0.0  0
 0HV  CONST_07  C11  C10  C09  C08     0.00   0.0  0
 0HV  CONST_08  C16  C17  C13  C08   180.00   0.0  0
 0HV  CONST_09  C11  C12  C13  C08     0.00   0.0  0
 0HV  CONST_10  C14  C12  C13  C08   180.00   0.0  0
 0HV  CONST_11  C17  C13  C08  C09   180.00   0.0  0
 0HV  CONST_12  C12  C13  C08  C09     0.00   0.0  0
 0HV  CONST_13  C12  C11  C10  C09     0.00   0.0  0
 0HV  CONST_14  C13  C08  C09  C10     0.00   0.0  0
 0HV  CONST_15  C13  C12  C11  C10     0.00   0.0  0
 0HV  CONST_16  C14  C12  C11  C10   180.00   0.0  0
 0HV  CONST_17  C17  C13  C12  C11   180.00   0.0  0
 0HV  CONST_18  C15  C14  C12  C11   180.00   0.0  0
 0HV  CONST_19  C16  C17  C13  C12     0.00   0.0  0
 0HV  CONST_20  C16  C15  C14  C12     0.00   0.0  0
 0HV  CONST_21  C15  C16  C17  C13     0.00   0.0  0
 0HV  CONST_22  C15  C14  C12  C13     0.00   0.0  0
 0HV  CONST_23  C17  C13  C12  C14     0.00   0.0  0
 0HV  CONST_24  C17  C16  C15  C14     0.00   0.0  0
 0HV  CONST_25  C18  C06  C01  C02   180.00   0.0  0
 0HV  CONST_26  N07  C04  C03  C02   180.00   0.0  0
 0HV  CONST_27  C18  C06  C05  C04   180.00   0.0  0
 0HV  CONST_28  N07  C04  C05  C06   180.00   0.0  0
 0HV  CONST_29  C10  C09  C08  N07   180.00   0.0  0
 0HV  CONST_30  C17  C13  C08  N07     0.00   0.0  0
 0HV  CONST_31  C12  C13  C08  N07   180.00   0.0  0
 0HV  CONST_32  N21  C11  C10  C09   180.00   0.0  0
 0HV  CONST_33  N21  C11  C12  C13   180.00   0.0  0
 0HV  CONST_34  N21  C11  C12  C14     0.00   0.0  0
 0HV  CONST_35  H3   C03  C02  C01   180.00   0.0  0
 0HV  CONST_36  H4   C05  C06  C01   180.00   0.0  0
 0HV  CONST_37  H1   C01  C02  C03   180.00   0.0  0
 0HV  CONST_38  H2   C02  C03  C04   180.00   0.0  0
 0HV  CONST_39  H7   C10  C09  C08   180.00   0.0  0
 0HV  CONST_40  H11  C17  C13  C08     0.00   0.0  0
 0HV  CONST_41  H6   C09  C10  C11   180.00   0.0  0
 0HV  CONST_42  H8   C14  C12  C11     0.00   0.0  0
 0HV  CONST_43  H9   C15  C14  C12   180.00   0.0  0
 0HV  CONST_44  H10  C16  C17  C13   180.00   0.0  0
 0HV  Var_01    C08  N07  C04  C03   130.48  30.0  2
 0HV  Var_02    C09  C08  N07  C04    -8.82  30.0  2
 0HV  Var_03    O20  C18  C06  C01  -179.46  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
 0HV  plan-1  C01  0.020
 0HV  plan-1  C02  0.020
 0HV  plan-1  C03  0.020
 0HV  plan-1  C04  0.020
 0HV  plan-1  C05  0.020
 0HV  plan-1  C06  0.020
 0HV  plan-1  N07  0.020
 0HV  plan-1  C18  0.020
 0HV  plan-1  H1   0.020
 0HV  plan-1  H2   0.020
 0HV  plan-1  H3   0.020
 0HV  plan-1  H4   0.020
 0HV  plan-2  N07  0.020
 0HV  plan-2  C08  0.020
 0HV  plan-2  C09  0.020
 0HV  plan-2  C10  0.020
 0HV  plan-2  C11  0.020
 0HV  plan-2  C12  0.020
 0HV  plan-2  C13  0.020
 0HV  plan-2  C14  0.020
 0HV  plan-2  C15  0.020
 0HV  plan-2  C16  0.020
 0HV  plan-2  C17  0.020
 0HV  plan-2  N21  0.020
 0HV  plan-2  H6   0.020
 0HV  plan-2  H7   0.020
 0HV  plan-2  H8   0.020
 0HV  plan-2  H9   0.020
 0HV  plan-2  H10  0.020
 0HV  plan-2  H11  0.020
 0HV  plan-3  C11  0.020
 0HV  plan-3  N21  0.020
 0HV  plan-3  O22  0.020
 0HV  plan-3  O23  0.020
 0HV  plan-4  C06  0.020
 0HV  plan-4  C18  0.020
 0HV  plan-4  O19  0.020
 0HV  plan-4  O20  0.020

