# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 09:37:32 2021
#   Inital geometry file: a 63 line input string
#   Ligand name: N~1~,N~3~-dihydroxybenzene-1,3-dicarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)c1cccc(c1)C(=O)NO
#
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
 V9D  V9D  N~1~,N~3~-dihydroxybenzene-1,3-dicarboxamide  ligand  22  14  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_V9D
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
 V9D  C02  C  C     0   0.432  108.8972  104.4459  -37.5771
 V9D  C05  C  CR6   0   0.055  107.8793  104.0633  -38.6029
 V9D  C06  C  CR16  0  -0.303  107.0303  102.9996  -38.3126
 V9D  C07  C  CR16  0  -0.194  106.0734  102.6018  -39.2327
 V9D  C08  C  CR16  0  -0.304  105.9677  103.2494  -40.4532
 V9D  C09  C  CR6   0   0.029  106.8372  104.2889  -40.7693
 V9D  C10  C  C     0   0.509  106.6788  104.9611  -42.0944
 V9D  C14  C  CR16  0  -0.308  107.7864  104.6986  -39.8379
 V9D  N03  N  NH1   0  -0.421  109.1882  105.7567  -37.5429
 V9D  N11  N  NH1   0  -0.396  107.8326  105.3696  -42.6475
 V9D  O01  O  O     0  -0.466  109.3896  103.6256  -36.8221
 V9D  O04  O  OH1   0  -0.536  110.2132  106.2069  -36.7731
 V9D  O12  O  OH1   0  -0.544  107.8217  106.1322  -43.7714
 V9D  O13  O  O     0  -0.472  105.5900  105.0952  -42.6253
 V9D  H1   H  HCR6  0   0.300  107.1080  102.4907  -37.3612
 V9D  H2   H  HCR6  0   0.285  105.4071  101.7827  -38.9982
 V9D  H3   H  HCR6  0   0.265  105.2189  102.9347  -41.1677
 V9D  H4   H  HCR6  0   0.257  108.4580  105.5139  -40.0766
 V9D  H5   H  HNH1  0   0.411  108.7702  106.4455  -38.1505
 V9D  H6   H  HNH1  0   0.460  108.7408  105.2175  -42.2341
 V9D  H7   H  HOH1  0   0.469  109.8253  106.4798  -35.9306
 V9D  H8   H  HOH1  0   0.474  107.8779  105.5221  -44.5190

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
 V9D  O12  N11  single    1.358  0.020  1.358
 V9D  N11  C10  single    1.343  0.020  1.343
 V9D  O13  C10  double    1.219  0.020  1.219
 V9D  C10  C09  single    1.494  0.020  1.494
 V9D  C09  C08  aromatic  1.392  0.020  1.392
 V9D  C09  C14  aromatic  1.392  0.020  1.392
 V9D  C08  C07  aromatic  1.386  0.020  1.386
 V9D  C14  C05  aromatic  1.392  0.020  1.392
 V9D  C07  C06  aromatic  1.386  0.020  1.386
 V9D  C05  C06  aromatic  1.392  0.020  1.392
 V9D  C05  C02  single    1.495  0.020  1.495
 V9D  C02  O01  double    1.219  0.020  1.219
 V9D  C02  N03  single    1.343  0.020  1.343
 V9D  N03  O04  single    1.359  0.020  1.359
 V9D  C06  H1   single    0.930  0.020  1.080
 V9D  C07  H2   single    0.930  0.020  1.080
 V9D  C08  H3   single    0.930  0.020  1.080
 V9D  C14  H4   single    0.930  0.020  1.080
 V9D  N03  H5   single    0.860  0.020  1.020
 V9D  N11  H6   single    0.860  0.020  1.020
 V9D  O04  H7   single    0.850  0.020  0.980
 V9D  O12  H8   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
 V9D  O01  C02  N03  123.61  3.000
 V9D  N03  C02  C05  114.51  3.000
 V9D  O01  C02  C05  121.86  3.000
 V9D  C14  C05  C06  119.55  3.000
 V9D  C06  C05  C02  117.90  3.000
 V9D  C14  C05  C02  122.51  3.000
 V9D  H1   C06  C07  119.90  3.000
 V9D  H1   C06  C05  119.95  3.000
 V9D  C07  C06  C05  120.15  3.000
 V9D  H2   C07  C08  119.86  3.000
 V9D  H2   C07  C06  119.92  3.000
 V9D  C08  C07  C06  120.22  3.000
 V9D  H3   C08  C09  119.99  3.000
 V9D  H3   C08  C07  119.91  3.000
 V9D  C09  C08  C07  120.10  3.000
 V9D  C14  C09  C10  122.24  3.000
 V9D  C14  C09  C08  119.61  3.000
 V9D  C10  C09  C08  118.11  3.000
 V9D  O13  C10  N11  123.69  3.000
 V9D  O13  C10  C09  122.04  3.000
 V9D  N11  C10  C09  114.26  3.000
 V9D  H4   C14  C09  119.81  3.000
 V9D  H4   C14  C05  119.85  3.000
 V9D  C09  C14  C05  120.33  3.000
 V9D  H5   N03  O04  115.31  3.000
 V9D  H5   N03  C02  124.13  3.000
 V9D  O04  N03  C02  120.08  3.000
 V9D  H6   N11  O12  115.51  3.000
 V9D  H6   N11  C10  123.96  3.000
 V9D  O12  N11  C10  120.31  3.000
 V9D  H7   O04  N03  106.53  3.000
 V9D  H8   O12  N11  106.57  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
 V9D  CONST_01  C08  C09  C14  C05     0.00   0.0  0
 V9D  CONST_02  C08  C07  C06  C05     0.00   0.0  0
 V9D  CONST_03  C09  C08  C07  C06     0.00   0.0  0
 V9D  CONST_04  C09  C14  C05  C06     0.00   0.0  0
 V9D  CONST_05  C14  C09  C08  C07     0.00   0.0  0
 V9D  CONST_06  C14  C05  C06  C07     0.00   0.0  0
 V9D  CONST_07  C09  C14  C05  C02   180.00   0.0  0
 V9D  CONST_08  C07  C06  C05  C02   180.00   0.0  0
 V9D  CONST_09  C10  C09  C14  C05   180.00   0.0  0
 V9D  CONST_10  C10  C09  C08  C07   180.00   0.0  0
 V9D  CONST_11  H2   C07  C06  C05   180.00   0.0  0
 V9D  CONST_12  H3   C08  C07  C06   180.00   0.0  0
 V9D  CONST_13  H4   C14  C05  C06   180.00   0.0  0
 V9D  CONST_14  H1   C06  C07  C08   180.00   0.0  0
 V9D  CONST_15  O04  N03  C02  C05   180.00   0.0  0
 V9D  CONST_16  O12  N11  C10  C09   180.00   0.0  0
 V9D  CONST_17  H5   N03  C02  C05     0.00   0.0  0
 V9D  CONST_18  H6   N11  C10  C09     0.00   0.0  0
 V9D  CONST_19  O04  N03  C02  O01     0.00   0.0  0
 V9D  CONST_20  O13  C10  N11  O12     0.00   0.0  0
 V9D  Var_01    O01  C02  C05  C06    30.88  30.0  2
 V9D  Var_02    N11  C10  C09  C08  -145.65  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
 V9D  plan-1  C02  0.020
 V9D  plan-1  C05  0.020
 V9D  plan-1  C06  0.020
 V9D  plan-1  C07  0.020
 V9D  plan-1  C08  0.020
 V9D  plan-1  C09  0.020
 V9D  plan-1  C10  0.020
 V9D  plan-1  C14  0.020
 V9D  plan-1  H1   0.020
 V9D  plan-1  H2   0.020
 V9D  plan-1  H3   0.020
 V9D  plan-1  H4   0.020
 V9D  plan-2  C02  0.020
 V9D  plan-2  C05  0.020
 V9D  plan-2  N03  0.020
 V9D  plan-2  O01  0.020
 V9D  plan-2  O04  0.020
 V9D  plan-2  H5   0.020
 V9D  plan-3  C09  0.020
 V9D  plan-3  C10  0.020
 V9D  plan-3  N11  0.020
 V9D  plan-3  O12  0.020
 V9D  plan-3  O13  0.020
 V9D  plan-3  H6   0.020

