# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 23:12:30 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  18  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  -0.867   2.8797  -0.5997   0.1202
 UP8  C2    C  CR6    0   0.262   1.8105   0.2771   0.0441
 UP8  C3    C  CR16   0  -0.344   2.0479   1.6560  -0.0189
 UP8  C4    C  CR16   0  -0.255   0.9923   2.5509  -0.0326
 UP8  C5    C  CR16   0  -0.335  -0.3162   2.0923   0.0170
 UP8  C6    C  CR6    0  -0.060  -0.5715   0.7230   0.0689
 UP8  C7    C  C      0   0.360  -2.0188   0.2667  -0.0081
 UP8  O8    O  O      0  -0.611  -2.3012  -0.4946  -0.9524
 UP8  O9    O  OC    -1  -0.615  -2.8048   0.7471   0.8317
 UP8  C10   C  CR6    0  -0.151   0.4830  -0.1917   0.0989
 UP8  C11   C  C      0   0.384   0.2047  -1.6767   0.2554
 UP8  O12   O  OC    -1  -0.616   0.8422  -2.4571  -0.4911
 UP8  O13   O  O      0  -0.590  -0.6063  -2.0041   1.1374
 UP8  H11N  H  HNH2   0   0.363   3.7472  -0.2334  -0.2381
 UP8  H12N  H  HNH2   0   0.370   2.6652  -1.5148  -0.2501
 UP8  H3    H  HCR6   0   0.239   3.0693   2.0191  -0.0580
 UP8  H4    H  HCR6   0   0.237   1.1942   3.6141  -0.0864
 UP8  H5    H  HCR6   0   0.229  -1.1380   2.7970  -0.0023

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    1.385  0.020  1.385
 UP8  C2   C3    aromatic  1.401  0.020  1.401
 UP8  C2   C10   aromatic  1.409  0.020  1.409
 UP8  C3   C4    aromatic  1.384  0.020  1.384
 UP8  C4   C5    aromatic  1.387  0.020  1.387
 UP8  C5   C6    aromatic  1.394  0.020  1.394
 UP8  C6   C7    single    1.519  0.020  1.519
 UP8  C6   C10   aromatic  1.396  0.020  1.396
 UP8  C7   O8    deloc     1.245  0.020  1.245
 UP8  C7   O9    deloc     1.247  0.020  1.247
 UP8  C10  C11   single    1.519  0.020  1.519
 UP8  C11  O12   deloc     1.254  0.020  1.254
 UP8  C11  O13   deloc     1.242  0.020  1.242
 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

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  112.44  3.000
 UP8  H12N  N1   C2    112.93  3.000
 UP8  H11N  N1   C2    114.52  3.000
 UP8  C10   C2   C3    119.28  3.000
 UP8  C10   C2   N1    120.97  3.000
 UP8  C3    C2   N1    119.67  3.000
 UP8  H3    C3   C4    120.09  3.000
 UP8  H3    C3   C2    119.39  3.000
 UP8  C4    C3   C2    120.52  3.000
 UP8  H4    C4   C5    120.12  3.000
 UP8  H4    C4   C3    119.53  3.000
 UP8  C5    C4   C3    120.35  3.000
 UP8  H5    C5   C6    120.07  3.000
 UP8  H5    C5   C4    120.00  3.000
 UP8  C6    C5   C4    119.92  3.000
 UP8  C10   C6   C7    121.58  3.000
 UP8  C10   C6   C5    120.40  3.000
 UP8  C7    C6   C5    117.88  3.000
 UP8  O9    C7   O8    127.11  3.000
 UP8  O9    C7   C6    116.79  3.000
 UP8  O8    C7   C6    115.98  3.000
 UP8  C11   C10  C6    120.28  3.000
 UP8  C11   C10  C2    120.13  3.000
 UP8  C6    C10  C2    119.53  3.000
 UP8  O13   C11  O12   126.19  3.000
 UP8  O13   C11  C10   116.78  3.000
 UP8  O12   C11  C10   117.00  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  Var_01    O12  C11  C10  C2  -47.27  30.0  2
 UP8  Var_02    O8   C7   C6   C5  120.98  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-4  C10   0.020
 UP8  plan-4  C11   0.020
 UP8  plan-4  O12   0.020
 UP8  plan-4  O13   0.020

