# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 31 06:54:02 2020
#   Inital geometry file: a 59 line input string
#   Ligand name: 3-azanylphthalic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cccc(C(O)=O)c1C(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
 UP8  UP8  '3-azanylphthalic acid    '  ligand  20  13  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_UP8
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
 UP8  N1    N  NH2   0  -0.861   2.9617  -0.5105   0.0012
 UP8  C2    C  CR6   0   0.333   1.8702   0.3059   0.0184
 UP8  C3    C  CR16  0  -0.321   2.0583   1.7012  -0.0164
 UP8  C4    C  CR16  0  -0.233   0.9901   2.5645  -0.0639
 UP8  C5    C  CR16  0  -0.295  -0.3177   2.0836  -0.0645
 UP8  C6    C  CR6   0  -0.023  -0.5281   0.7169  -0.0335
 UP8  C7    C  C     0   0.484  -1.9174   0.2180   0.1728
 UP8  O8    O  O     0  -0.432  -2.1997  -0.6495   0.9610
 UP8  O9    O  OH1   0  -0.584  -2.8054   0.8705  -0.5595
 UP8  C10   C  CR6   0  -0.111   0.5498  -0.1827  -0.0153
 UP8  C11   C  C     0   0.497   0.3250  -1.6433  -0.1242
 UP8  O12   O  OH1   0  -0.586  -0.5945  -1.9442  -1.0292
 UP8  O13   O  O     0  -0.446   0.9456  -2.4805   0.4902
 UP8  H11N  H  HNH2  0   0.392   3.8494  -0.0760   0.1901
 UP8  H12N  H  HNH2  0   0.394   2.8727  -1.4344   0.3881
 UP8  H3    H  HCR6  0   0.274   3.0687   2.0917  -0.0039
 UP8  H4    H  HCR6  0   0.271   1.1682   3.6316  -0.0817
 UP8  H5    H  HCR6  0   0.271  -1.1474   2.7757  -0.0536
 UP8  H9    H  HOH1  0   0.489  -3.7014   0.5718  -0.3403
 UP8  H12   H  HOH1  0   0.487  -0.7496  -2.9012  -1.0415

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
 UP8  N1   C2    single    1.363  0.020  1.363
 UP8  C2   C3    aromatic  1.408  0.020  1.408
 UP8  C2   C10   aromatic  1.408  0.020  1.408
 UP8  C3   C4    aromatic  1.374  0.020  1.374
 UP8  C4   C5    aromatic  1.393  0.020  1.393
 UP8  C5   C6    aromatic  1.383  0.020  1.383
 UP8  C6   C7    single    1.490  0.020  1.490
 UP8  C6   C10   aromatic  1.404  0.020  1.404
 UP8  C7   O8    double    1.206  0.020  1.206
 UP8  C7   O9    single    1.323  0.020  1.323
 UP8  C10  C11   single    1.482  0.020  1.482
 UP8  C11  O12   single    1.325  0.020  1.325
 UP8  C11  O13   double    1.210  0.020  1.210
 UP8  N1   H11N  single    0.890  0.020  1.040
 UP8  N1   H12N  single    0.890  0.020  1.040
 UP8  C3   H3    single    0.930  0.020  1.080
 UP8  C4   H4    single    0.930  0.020  1.080
 UP8  C5   H5    single    0.930  0.020  1.080
 UP8  O9   H9    single    0.850  0.020  0.980
 UP8  O12  H12   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
 UP8  H12N  N1   H11N  113.74  3.000
 UP8  H12N  N1   C2    118.33  3.000
 UP8  H11N  N1   C2    116.45  3.000
 UP8  C10   C2   C3    117.93  3.000
 UP8  C10   C2   N1    122.86  3.000
 UP8  C3    C2   N1    119.09  3.000
 UP8  H3    C3   C4    119.93  3.000
 UP8  H3    C3   C2    118.78  3.000
 UP8  C4    C3   C2    121.30  3.000
 UP8  H4    C4   C5    119.66  3.000
 UP8  H4    C4   C3    119.49  3.000
 UP8  C5    C4   C3    120.84  3.000
 UP8  H5    C5   C6    121.06  3.000
 UP8  H5    C5   C4    119.98  3.000
 UP8  C6    C5   C4    118.93  3.000
 UP8  C10   C6   C7    119.95  3.000
 UP8  C10   C6   C5    121.11  3.000
 UP8  C7    C6   C5    118.40  3.000
 UP8  O9    C7   O8    124.02  3.000
 UP8  O9    C7   C6    112.58  3.000
 UP8  O8    C7   C6    123.34  3.000
 UP8  H9    O9   C7    110.07  3.000
 UP8  C11   C10  C6    120.94  3.000
 UP8  C11   C10  C2    119.08  3.000
 UP8  C6    C10  C2    119.85  3.000
 UP8  O13   C11  O12   123.08  3.000
 UP8  O13   C11  C10   124.54  3.000
 UP8  O12   C11  C10   112.29  3.000
 UP8  H12   O12  C11   110.11  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
 UP8  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 UP8  CONST_02  C5    C6   C10  C2      0.00   0.0  0
 UP8  CONST_03  C6    C10  C2   C3      0.00   0.0  0
 UP8  CONST_04  C6    C5   C4   C3      0.00   0.0  0
 UP8  CONST_05  C10   C2   C3   C4      0.00   0.0  0
 UP8  CONST_06  C10   C6   C5   C4      0.00   0.0  0
 UP8  CONST_07  C4    C3   C2   N1    180.00   0.0  0
 UP8  CONST_08  C6    C10  C2   N1    180.00   0.0  0
 UP8  CONST_09  C7    C6   C10  C2    180.00   0.0  0
 UP8  CONST_10  C11   C10  C2   C3    180.00   0.0  0
 UP8  CONST_11  C7    C6   C5   C4    180.00   0.0  0
 UP8  CONST_12  C11   C10  C6   C5    180.00   0.0  0
 UP8  CONST_13  H4    C4   C3   C2    180.00   0.0  0
 UP8  CONST_14  H5    C5   C4   C3    180.00   0.0  0
 UP8  CONST_15  H3    C3   C4   C5    180.00   0.0  0
 UP8  CONST_16  H11N  N1   C2   C3      0.00   0.0  0
 UP8  CONST_18  H9    O9   C7   C6    180.00   0.0  0
 UP8  CONST_19  H12   O12  C11  C10   180.00   0.0  0
 UP8  Var_01    O12   C11  C10  C2   -133.98  30.0  2
 UP8  Var_02    O8    C7   C6   C5   -132.85  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
 UP8  plan-1  N1    0.020
 UP8  plan-1  C2    0.020
 UP8  plan-1  C3    0.020
 UP8  plan-1  C4    0.020
 UP8  plan-1  C5    0.020
 UP8  plan-1  C6    0.020
 UP8  plan-1  C7    0.020
 UP8  plan-1  C10   0.020
 UP8  plan-1  C11   0.020
 UP8  plan-1  H3    0.020
 UP8  plan-1  H4    0.020
 UP8  plan-1  H5    0.020
 UP8  plan-2  N1    0.020
 UP8  plan-2  C2    0.020
 UP8  plan-2  H11N  0.020
 UP8  plan-2  H12N  0.020
 UP8  plan-3  C6    0.020
 UP8  plan-3  C7    0.020
 UP8  plan-3  O8    0.020
 UP8  plan-3  O9    0.020
 UP8  plan-3  H9    0.020
 UP8  plan-4  C10   0.020
 UP8  plan-4  C11   0.020
 UP8  plan-4  O12   0.020
 UP8  plan-4  O13   0.020
 UP8  plan-4  H12   0.020

