# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 15:22:25 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 2-(4-chloranyl-3-nitro-phenyl)carbonylbenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1C(=O)c2ccc(Cl)c(c2)[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
 9FN  9FN  '2-(4-chloranyl-3-nitro-phenyl)carbonylbenzoic acid'  ligand  28  21  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_9FN
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
 9FN  C13  C   CR6    0  -0.059   2.4788   0.4936  -0.5047
 9FN  C15  C   CR16   0  -0.250   4.1986  -0.0879  -2.0834
 9FN  C17  C   CR16   0  -0.290   4.3284  -0.8720   0.1847
 9FN  O01  O   O      0  -0.398   1.1614   2.4305  -0.2108
 9FN  C02  C   C      0   0.362   1.1943   1.2177  -0.2362
 9FN  C03  C   CR6    0   0.042  -0.0731   0.4245  -0.2736
 9FN  C04  C   CR16   0  -0.272  -0.0854  -0.9485  -0.4921
 9FN  C05  C   CR16   0  -0.200  -1.2772  -1.6494  -0.5480
 9FN  C06  C   CR6    0  -0.073  -2.4868  -0.9870  -0.4091
 9FN  CL   CL  CL     0  -0.057  -3.9321  -1.9131  -0.4370
 9FN  C08  C   CR6    0   0.334  -2.4724   0.3900  -0.1946
 9FN  C09  C   CR16   0  -0.305  -1.2808   1.0879  -0.1172
 9FN  N10  N   N      1   0.323  -3.7013   1.1549  -0.0511
 9FN  O11  O   O     -1  -0.366  -3.7115   2.0315   0.7793
 9FN  O12  O   O      0  -0.359  -4.6236   0.8846  -0.7783
 9FN  C14  C   CR16   0  -0.284   3.0112   0.5672  -1.7877
 9FN  C16  C   CR16   0  -0.248   4.8581  -0.8087  -1.0959
 9FN  C18  C   CR6    0  -0.098   3.1381  -0.2231   0.4902
 9FN  C19  C   C      0   0.422   2.5410  -0.2500   1.8798
 9FN  O20  O   OC    -1  -0.568   3.1131  -0.9182   2.7529
 9FN  O21  O   O      0  -0.573   1.4971   0.4300   2.0082
 9FN  H1   H   HCR6   0   0.261   4.6078  -0.0342  -3.0838
 9FN  H2   H   HCR6   0   0.253   4.8414  -1.4261   0.9597
 9FN  H3   H   HCR6   0   0.282   0.8400  -1.4936  -0.6204
 9FN  H4   H   HCR6   0   0.301  -1.2697  -2.7197  -0.6985
 9FN  H5   H   HCR6   0   0.302  -1.2916   2.1570   0.0474
 9FN  H6   H   HCR6   0   0.261   2.4974   1.1249  -2.5614
 9FN  H7   H   HCR6   0   0.258   5.7860  -1.3164  -1.3253

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
 9FN  O12  N10  double    1.205  0.020  1.205
 9FN  CL   C06  single    1.717  0.020  1.717
 9FN  N10  O11  single    1.208  0.020  1.208
 9FN  N10  C08  single    1.455  0.020  1.455
 9FN  C06  C08  aromatic  1.394  0.020  1.394
 9FN  C06  C05  aromatic  1.386  0.020  1.386
 9FN  C08  C09  aromatic  1.383  0.020  1.383
 9FN  C05  C04  aromatic  1.384  0.020  1.384
 9FN  C09  C03  aromatic  1.387  0.020  1.387
 9FN  C04  C03  aromatic  1.390  0.020  1.390
 9FN  C03  C02  single    1.496  0.020  1.496
 9FN  C02  O01  double    1.213  0.020  1.213
 9FN  C02  C13  single    1.499  0.020  1.499
 9FN  O21  C19  deloc     1.252  0.020  1.252
 9FN  C13  C14  aromatic  1.391  0.020  1.391
 9FN  C13  C18  aromatic  1.392  0.020  1.392
 9FN  C14  C15  aromatic  1.388  0.020  1.388
 9FN  C19  C18  single    1.513  0.020  1.513
 9FN  C19  O20  deloc     1.239  0.020  1.239
 9FN  C18  C17  aromatic  1.390  0.020  1.390
 9FN  C15  C16  aromatic  1.389  0.020  1.389
 9FN  C17  C16  aromatic  1.387  0.020  1.387
 9FN  C15  H1   single    0.930  0.020  1.080
 9FN  C17  H2   single    0.930  0.020  1.080
 9FN  C04  H3   single    0.930  0.020  1.080
 9FN  C05  H4   single    0.930  0.020  1.080
 9FN  C09  H5   single    0.930  0.020  1.080
 9FN  C14  H6   single    0.930  0.020  1.080
 9FN  C16  H7   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
 9FN  C18  C13  C14  120.34  3.000
 9FN  C18  C13  C02  121.77  3.000
 9FN  C14  C13  C02  117.88  3.000
 9FN  H1   C15  C16  120.22  3.000
 9FN  H1   C15  C14  119.80  3.000
 9FN  C16  C15  C14  119.98  3.000
 9FN  H2   C17  C18  119.19  3.000
 9FN  H2   C17  C16  120.23  3.000
 9FN  C18  C17  C16  120.57  3.000
 9FN  C03  C02  O01  120.50  3.000
 9FN  O01  C02  C13  120.65  3.000
 9FN  C03  C02  C13  117.75  3.000
 9FN  C09  C03  C04  118.85  3.000
 9FN  C04  C03  C02  122.35  3.000
 9FN  C09  C03  C02  118.78  3.000
 9FN  H3   C04  C05  118.48  3.000
 9FN  H3   C04  C03  120.58  3.000
 9FN  C05  C04  C03  120.94  3.000
 9FN  H4   C05  C06  119.55  3.000
 9FN  H4   C05  C04  120.08  3.000
 9FN  C06  C05  C04  120.36  3.000
 9FN  C08  C06  CL   122.97  3.000
 9FN  C08  C06  C05  118.59  3.000
 9FN  CL   C06  C05  118.37  3.000
 9FN  N10  C08  C09  117.19  3.000
 9FN  C09  C08  C06  121.07  3.000
 9FN  N10  C08  C06  121.74  3.000
 9FN  H5   C09  C08  119.91  3.000
 9FN  H5   C09  C03  119.91  3.000
 9FN  C08  C09  C03  120.17  3.000
 9FN  O12  N10  O11  124.84  3.000
 9FN  O11  N10  C08  117.18  3.000
 9FN  O12  N10  C08  117.98  3.000
 9FN  H6   C14  C15  119.78  3.000
 9FN  H6   C14  C13  120.29  3.000
 9FN  C15  C14  C13  119.93  3.000
 9FN  H7   C16  C17  120.10  3.000
 9FN  H7   C16  C15  119.98  3.000
 9FN  C17  C16  C15  119.91  3.000
 9FN  C19  C18  C17  122.12  3.000
 9FN  C17  C18  C13  119.27  3.000
 9FN  C19  C18  C13  118.60  3.000
 9FN  O21  C19  O20  127.24  3.000
 9FN  O20  C19  C18  118.33  3.000
 9FN  O21  C19  C18  114.43  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
 9FN  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 9FN  CONST_02  C16  C17  C18  C13     0.00   0.0  0
 9FN  CONST_03  C18  C13  C14  C15     0.00   0.0  0
 9FN  CONST_04  C18  C17  C16  C15     0.00   0.0  0
 9FN  CONST_05  C14  C13  C18  C17     0.00   0.0  0
 9FN  CONST_06  C14  C15  C16  C17     0.00   0.0  0
 9FN  CONST_07  C06  C08  C09  C03     0.00   0.0  0
 9FN  CONST_08  C06  C05  C04  C03     0.00   0.0  0
 9FN  CONST_09  C08  C06  C05  C04     0.00   0.0  0
 9FN  CONST_10  C08  C09  C03  C04     0.00   0.0  0
 9FN  CONST_11  C09  C08  C06  C05     0.00   0.0  0
 9FN  CONST_12  C09  C03  C04  C05     0.00   0.0  0
 9FN  CONST_13  C02  C13  C14  C15   180.00   0.0  0
 9FN  CONST_14  C02  C13  C18  C17   180.00   0.0  0
 9FN  CONST_15  C08  C09  C03  C02   180.00   0.0  0
 9FN  CONST_16  C05  C04  C03  C02   180.00   0.0  0
 9FN  CONST_17  N10  C08  C09  C03   180.00   0.0  0
 9FN  CONST_18  CL   C06  C05  C04   180.00   0.0  0
 9FN  CONST_19  N10  C08  C06  C05   180.00   0.0  0
 9FN  CONST_20  C09  C08  C06  CL    180.00   0.0  0
 9FN  CONST_21  C19  C18  C13  C14   180.00   0.0  0
 9FN  CONST_22  C19  C18  C17  C16   180.00   0.0  0
 9FN  CONST_23  H1   C15  C14  C13   180.00   0.0  0
 9FN  CONST_24  H2   C17  C18  C13   180.00   0.0  0
 9FN  CONST_25  H4   C05  C04  C03   180.00   0.0  0
 9FN  CONST_26  H5   C09  C03  C04   180.00   0.0  0
 9FN  CONST_27  H3   C04  C05  C06   180.00   0.0  0
 9FN  CONST_28  H7   C16  C15  C14   180.00   0.0  0
 9FN  CONST_29  H6   C14  C15  C16   180.00   0.0  0
 9FN  Var_01    C09  C03  C02  C13  -175.73  30.0  3
 9FN  Var_02    C14  C13  C02  C03    98.20  30.0  2
 9FN  Var_03    O21  C19  C18  C13    -1.97  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
 9FN  plan-1  C13  0.020
 9FN  plan-1  C15  0.020
 9FN  plan-1  C17  0.020
 9FN  plan-1  C02  0.020
 9FN  plan-1  C14  0.020
 9FN  plan-1  C16  0.020
 9FN  plan-1  C18  0.020
 9FN  plan-1  C19  0.020
 9FN  plan-1  H1   0.020
 9FN  plan-1  H2   0.020
 9FN  plan-1  H6   0.020
 9FN  plan-1  H7   0.020
 9FN  plan-2  C02  0.020
 9FN  plan-2  C03  0.020
 9FN  plan-2  C04  0.020
 9FN  plan-2  C05  0.020
 9FN  plan-2  C06  0.020
 9FN  plan-2  CL   0.020
 9FN  plan-2  C08  0.020
 9FN  plan-2  C09  0.020
 9FN  plan-2  N10  0.020
 9FN  plan-2  H3   0.020
 9FN  plan-2  H4   0.020
 9FN  plan-2  H5   0.020
 9FN  plan-3  C08  0.020
 9FN  plan-3  N10  0.020
 9FN  plan-3  O11  0.020
 9FN  plan-3  O12  0.020
 9FN  plan-4  C13  0.020
 9FN  plan-4  O01  0.020
 9FN  plan-4  C02  0.020
 9FN  plan-4  C03  0.020
 9FN  plan-5  C18  0.020
 9FN  plan-5  C19  0.020
 9FN  plan-5  O20  0.020
 9FN  plan-5  O21  0.020

