# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 04:15:04 2020
#   Inital geometry file: a 48 line input string
#   Ligand name: 1-hydroxy-2-oxo-1-phenylhydrazine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ON(N=O)c1ccccc1
#
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
 CFI  CFI  1-hydroxy-2-oxo-1-phenylhydrazine  ligand  16  10  .  2021-08-07  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_CFI
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
 CFI  O01  O  O     0  -0.398  -3.1243  -0.4914  -0.0969
 CFI  N02  N  N     0   0.167  -1.9418  -0.7361  -0.0739
 CFI  N03  N  NT    0  -0.096  -1.1396   0.2914  -0.0476
 CFI  O04  O  OH1   0  -0.524  -1.6322   1.5435  -0.1551
 CFI  C05  C  CR6   0   0.379   0.2600   0.1100  -0.0473
 CFI  C06  C  CR16  0  -0.313   0.8025  -1.1720   0.0451
 CFI  C07  C  CR16  0  -0.244   2.1778  -1.3294   0.0446
 CFI  C08  C  CR16  0  -0.262   3.0217  -0.2290  -0.0424
 CFI  C09  C  CR16  0  -0.244   2.4706   1.0393  -0.1305
 CFI  C10  C  CR16  0  -0.321   1.0936   1.2190  -0.1346
 CFI  H1   H  HOH1  0   0.495  -1.8690   1.8379   0.7391
 CFI  H2   H  HCR6  0   0.281   0.1639  -2.0395   0.1190
 CFI  H3   H  HCR6  0   0.267   2.5903  -2.3271   0.1167
 CFI  H4   H  HCR6  0   0.263   4.0952  -0.3608  -0.0418
 CFI  H5   H  HCR6  0   0.267   3.1126   1.9074  -0.1989
 CFI  H6   H  HCR6  0   0.283   0.6901   2.2181  -0.2082

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
 CFI  C07  C06  aromatic  1.384  0.020  1.384
 CFI  C07  C08  aromatic  1.390  0.020  1.390
 CFI  C06  C05  aromatic  1.395  0.020  1.395
 CFI  C08  C09  aromatic  1.386  0.020  1.386
 CFI  C05  N03  single    1.411  0.020  1.411
 CFI  C05  C10  aromatic  1.390  0.020  1.390
 CFI  O04  N03  single    1.350  0.020  1.350
 CFI  N03  N02  single    1.304  0.020  1.304
 CFI  C09  C10  aromatic  1.389  0.020  1.389
 CFI  N02  O01  double    1.208  0.020  1.208
 CFI  O04  H1   single    0.850  0.020  0.980
 CFI  C06  H2   single    0.930  0.020  1.080
 CFI  C07  H3   single    0.930  0.020  1.080
 CFI  C08  H4   single    0.930  0.020  1.080
 CFI  C09  H5   single    0.930  0.020  1.080
 CFI  C10  H6   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
 CFI  N03  N02  O01  116.30  3.000
 CFI  C05  N03  O04  118.76  3.000
 CFI  O04  N03  N02  120.32  3.000
 CFI  C05  N03  N02  120.59  3.000
 CFI  H1   O04  N03  107.28  3.000
 CFI  C10  C05  C06  120.27  3.000
 CFI  C10  C05  N03  119.48  3.000
 CFI  C06  C05  N03  120.25  3.000
 CFI  H2   C06  C07  119.76  3.000
 CFI  H2   C06  C05  120.85  3.000
 CFI  C07  C06  C05  119.39  3.000
 CFI  H3   C07  C08  120.19  3.000
 CFI  H3   C07  C06  118.92  3.000
 CFI  C08  C07  C06  120.89  3.000
 CFI  H4   C08  C09  120.42  3.000
 CFI  H4   C08  C07  120.41  3.000
 CFI  C09  C08  C07  119.16  3.000
 CFI  H5   C09  C10  118.98  3.000
 CFI  H5   C09  C08  120.16  3.000
 CFI  C10  C09  C08  120.86  3.000
 CFI  H6   C10  C09  119.37  3.000
 CFI  H6   C10  C05  121.21  3.000
 CFI  C09  C10  C05  119.42  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
 CFI  CONST_01  C08  C07  C06  C05    0.00  0.0  0
 CFI  CONST_02  C08  C09  C10  C05    0.00  0.0  0
 CFI  CONST_03  C09  C08  C07  C06    0.00  0.0  0
 CFI  CONST_04  C09  C10  C05  C06    0.00  0.0  0
 CFI  CONST_05  C10  C05  C06  C07    0.00  0.0  0
 CFI  CONST_06  C10  C09  C08  C07    0.00  0.0  0
 CFI  CONST_07  C07  C06  C05  N03  180.00  0.0  0
 CFI  CONST_08  C09  C10  C05  N03  180.00  0.0  0
 CFI  CONST_09  H3   C07  C06  C05  180.00  0.0  0
 CFI  CONST_10  H5   C09  C10  C05  180.00  0.0  0
 CFI  CONST_11  H4   C08  C07  C06  180.00  0.0  0
 CFI  CONST_12  H6   C10  C05  C06  180.00  0.0  0
 CFI  CONST_13  H2   C06  C07  C08  180.00  0.0  0
 CFI  CONST_14  C06  C05  N03  N02    0.00  0.0  0
 CFI  CONST_15  C10  C05  N03  N02  180.00  0.0  0
 CFI  CONST_16  C06  C05  N03  O04  180.00  0.0  0
 CFI  CONST_17  C10  C05  N03  O04    0.00  0.0  0
 CFI  CONST_18  C05  N03  N02  O01  180.00  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
 CFI  plan-1  N03  0.020
 CFI  plan-1  C05  0.020
 CFI  plan-1  C06  0.020
 CFI  plan-1  C07  0.020
 CFI  plan-1  C08  0.020
 CFI  plan-1  C09  0.020
 CFI  plan-1  C10  0.020
 CFI  plan-1  H2   0.020
 CFI  plan-1  H3   0.020
 CFI  plan-1  H4   0.020
 CFI  plan-1  H5   0.020
 CFI  plan-1  H6   0.020
 CFI  plan-2  N02  0.020
 CFI  plan-2  N03  0.020
 CFI  plan-2  O04  0.020
 CFI  plan-2  C05  0.020
 CFI  plan-3  O01  0.020
 CFI  plan-3  N02  0.020
 CFI  plan-3  N03  0.020

