# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 08:50:32 2022
#   Inital geometry file: a 108 line input string
#   Ligand name: 2-[(carboxycarbonyl)(7-hydroxynaphthalen-1-yl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc2cccc(N(C(=O)C(O)=O)c3ccccc3C(O)=O)c2c1
#
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
 968  968  '2-[(carboxycarbonyl)(7-hydroxynaphthalen-1-yl)amino]benzoic acid'  ligand  37  26  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_968
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
 968  O21  O  OC    -1  -0.590  -1.8695   2.6140   1.1189
 968  C20  C  C      0   0.319  -1.9889   1.5883   0.4307
 968  O22  O  O      0  -0.568  -2.8892   0.7376   0.4422
 968  C18  C  C      0   0.400  -0.8965   1.4007  -0.6366
 968  O23  O  O      0  -0.497  -0.7275   2.2424  -1.5042
 968  N17  N  NT     0  -0.628  -0.1303   0.2755  -0.5685
 968  C19  C  C      0   0.275   0.8506   0.0122  -1.5656
 968  C24  C  C1     0  -0.275   2.1708  -0.1420  -1.1504
 968  C25  C  C1     0  -0.273   3.1766  -0.4036  -2.0672
 968  C26  C  C1     0  -0.251   2.8666  -0.4756  -3.4182
 968  C27  C  C1     0  -0.308   1.5551  -0.2933  -3.8301
 968  C28  C  C      0  -0.060   0.5212  -0.0758  -2.9204
 968  C33  C  C      0   0.373  -0.9009   0.0076  -3.4560
 968  O34  O  O      0  -0.576  -1.7722  -0.6236  -2.8318
 968  O35  O  OC    -1  -0.600  -1.0522   0.6604  -4.5057
 968  C13  C  C      0   0.233  -0.3025  -0.7033   0.4468
 968  C12  C  C1     0  -0.267  -0.8524  -1.9123   0.1160
 968  C11  C  C1     0  -0.279  -1.0024  -2.9245   1.0799
 968  C10  C  C1     0  -0.316  -0.6037  -2.7059   2.3707
 968  C3   C  CR6    0   0.067  -0.0204  -1.4746   2.7407
 968  C2   C  CR16   0  -0.300   0.4253  -1.2348   4.0612
 968  C1   C  CR16   0  -0.380   1.0219  -0.0567   4.4062
 968  C6   C  CR6    0   0.368   1.2062   0.9526   3.4328
 968  O36  O  OH1    0  -0.633   1.8061   2.1194   3.7424
 968  C5   C  CR16   0  -0.420   0.7721   0.7611   2.1457
 968  C4   C  CR6    0   0.144   0.1521  -0.4502   1.7695
 968  H24  H  H      0   0.257   2.4127  -0.0542  -0.0980
 968  H25  H  H      0   0.253   4.1963  -0.5337  -1.7281
 968  H26  H  H      0   0.249   3.6430  -0.6657  -4.1482
 968  H27  H  H      0   0.246   1.3208  -0.3382  -4.8862
 968  H12  H  H      0   0.265  -1.1878  -2.0623  -0.9016
 968  H11  H  H      0   0.253  -1.4451  -3.8701   0.7955
 968  H10  H  H      0   0.253  -0.7232  -3.4769   3.1226
 968  H2   H  HCR6   0   0.261   0.2924  -2.0075   4.8085
 968  H1   H  HCR6   0   0.275   1.3592   0.1046   5.4241
 968  H36  H  HOH1   0   0.475   2.0776   2.1236   4.6665
 968  H5   H  HCR6   0   0.256   0.9195   1.5487   1.4193

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
 968  O21  C20  deloc     1.241  0.020  1.241
 968  C20  O22  deloc     1.239  0.020  1.239
 968  C20  C18  single    1.539  0.020  1.539
 968  C18  O23  double    1.221  0.020  1.221
 968  C18  N17  single    1.363  0.020  1.363
 968  N17  C19  single    1.423  0.020  1.423
 968  N17  C13  single    1.421  0.020  1.421
 968  C19  C24  aromatic  1.392  0.020  1.392
 968  C19  C28  aromatic  1.397  0.020  1.397
 968  C24  C25  aromatic  1.386  0.020  1.386
 968  C24  H24  single    0.930  0.020  1.080
 968  C25  C26  aromatic  1.388  0.020  1.388
 968  C25  H25  single    0.930  0.020  1.080
 968  C26  C27  aromatic  1.387  0.020  1.387
 968  C26  H26  single    0.930  0.020  1.080
 968  C27  C28  aromatic  1.394  0.020  1.394
 968  C27  H27  single    0.930  0.020  1.080
 968  C28  C33  single    1.522  0.020  1.522
 968  C33  O34  deloc     1.244  0.020  1.244
 968  C33  O35  deloc     1.245  0.020  1.245
 968  C13  C12  aromatic  1.369  0.020  1.369
 968  C13  C4   aromatic  1.421  0.020  1.421
 968  C12  C11  aromatic  1.406  0.020  1.406
 968  C12  H12  single    0.930  0.020  1.080
 968  C11  C10  aromatic  1.369  0.020  1.369
 968  C11  H11  single    0.930  0.020  1.080
 968  C10  C3   aromatic  1.412  0.020  1.412
 968  C10  H10  single    0.930  0.020  1.080
 968  C3   C2   aromatic  1.414  0.020  1.414
 968  C3   C4   aromatic  1.422  0.020  1.422
 968  C2   C1   aromatic  1.365  0.020  1.365
 968  C2   H2   single    0.930  0.020  1.080
 968  C1   C6   aromatic  1.414  0.020  1.414
 968  C1   H1   single    0.930  0.020  1.080
 968  C6   O36  single    1.348  0.020  1.348
 968  C6   C5   aromatic  1.372  0.020  1.372
 968  O36  H36  single    0.850  0.020  0.980
 968  C5   C4   aromatic  1.412  0.020  1.412
 968  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
 968  C18  C20  O22  116.03  3.000
 968  C18  C20  O21  114.65  3.000
 968  O22  C20  O21  129.23  3.000
 968  N17  C18  O23  121.80  3.000
 968  N17  C18  C20  117.71  3.000
 968  O23  C18  C20  120.49  3.000
 968  C13  N17  C19  117.18  3.000
 968  C13  N17  C18  122.43  3.000
 968  C19  N17  C18  120.34  3.000
 968  C28  C19  C24  120.38  3.000
 968  C28  C19  N17  121.90  3.000
 968  C24  C19  N17  117.71  3.000
 968  H24  C24  C25  119.73  3.000
 968  H24  C24  C19  119.49  3.000
 968  C25  C24  C19  120.78  3.000
 968  H25  C25  C26  120.61  3.000
 968  H25  C25  C24  119.94  3.000
 968  C26  C25  C24  119.44  3.000
 968  H26  C26  C27  120.07  3.000
 968  H26  C26  C25  120.35  3.000
 968  C27  C26  C25  119.58  3.000
 968  H27  C27  C28  118.84  3.000
 968  H27  C27  C26  119.28  3.000
 968  C28  C27  C26  121.87  3.000
 968  C33  C28  C27  118.16  3.000
 968  C33  C28  C19  123.93  3.000
 968  C27  C28  C19  117.88  3.000
 968  O35  C33  O34  127.15  3.000
 968  O35  C33  C28  116.04  3.000
 968  O34  C33  C28  116.75  3.000
 968  C4   C13  C12  120.71  3.000
 968  C4   C13  N17  120.24  3.000
 968  C12  C13  N17  118.98  3.000
 968  H12  C12  C11  120.80  3.000
 968  H12  C12  C13  118.31  3.000
 968  C11  C12  C13  120.87  3.000
 968  H11  C11  C10  120.44  3.000
 968  H11  C11  C12  119.51  3.000
 968  C10  C11  C12  120.04  3.000
 968  H10  C10  C3   118.97  3.000
 968  H10  C10  C11  120.58  3.000
 968  C3   C10  C11  120.45  3.000
 968  C4   C3   C2   118.51  3.000
 968  C4   C3   C10  119.96  3.000
 968  C2   C3   C10  121.52  3.000
 968  H2   C2   C1   119.67  3.000
 968  H2   C2   C3   118.99  3.000
 968  C1   C2   C3   121.34  3.000
 968  H1   C1   C6   119.96  3.000
 968  H1   C1   C2   120.11  3.000
 968  C6   C1   C2   119.93  3.000
 968  C5   C6   O36  118.49  3.000
 968  C5   C6   C1   120.33  3.000
 968  O36  C6   C1   121.18  3.000
 968  H36  O36  C6   110.46  3.000
 968  H5   C5   C4   120.38  3.000
 968  H5   C5   C6   119.04  3.000
 968  C4   C5   C6   120.58  3.000
 968  C5   C4   C3   119.30  3.000
 968  C5   C4   C13  122.76  3.000
 968  C3   C4   C13  117.94  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
 968  CONST_01  C26  C25  C24  C19    0.00   0.0  0
 968  CONST_02  C26  C27  C28  C19    0.00   0.0  0
 968  CONST_03  C27  C28  C19  C24    0.00   0.0  0
 968  CONST_04  C27  C26  C25  C24    0.00   0.0  0
 968  CONST_05  C28  C19  C24  C25    0.00   0.0  0
 968  CONST_06  C28  C27  C26  C25    0.00   0.0  0
 968  CONST_07  C10  C11  C12  C13    0.00   0.0  0
 968  CONST_08  C10  C3   C4   C13    0.00   0.0  0
 968  CONST_09  C2   C3   C4   C13  180.00   0.0  0
 968  CONST_10  C6   C5   C4   C13  180.00   0.0  0
 968  CONST_11  C3   C4   C13  C12    0.00   0.0  0
 968  CONST_12  C5   C4   C13  C12  180.00   0.0  0
 968  CONST_13  C3   C10  C11  C12    0.00   0.0  0
 968  CONST_14  C4   C13  C12  C11    0.00   0.0  0
 968  CONST_15  C2   C3   C10  C11  180.00   0.0  0
 968  CONST_16  C4   C3   C10  C11    0.00   0.0  0
 968  CONST_17  C1   C2   C3   C10  180.00   0.0  0
 968  CONST_18  C5   C4   C3   C10  180.00   0.0  0
 968  CONST_19  C6   C1   C2   C3     0.00   0.0  0
 968  CONST_20  C6   C5   C4   C3     0.00   0.0  0
 968  CONST_21  C5   C4   C3   C2     0.00   0.0  0
 968  CONST_22  C5   C6   C1   C2     0.00   0.0  0
 968  CONST_23  C4   C3   C2   C1     0.00   0.0  0
 968  CONST_24  C4   C5   C6   C1     0.00   0.0  0
 968  CONST_25  C25  C24  C19  N17  180.00   0.0  0
 968  CONST_26  C27  C28  C19  N17  180.00   0.0  0
 968  CONST_27  C11  C12  C13  N17  180.00   0.0  0
 968  CONST_28  C3   C4   C13  N17  180.00   0.0  0
 968  CONST_29  C5   C4   C13  N17    0.00   0.0  0
 968  CONST_30  C33  C28  C19  C24  180.00   0.0  0
 968  CONST_31  C33  C28  C27  C26  180.00   0.0  0
 968  CONST_32  O36  C6   C1   C2   180.00   0.0  0
 968  CONST_33  C4   C5   C6   O36  180.00   0.0  0
 968  CONST_34  H25  C25  C24  C19  180.00   0.0  0
 968  CONST_35  H27  C27  C28  C19  180.00   0.0  0
 968  CONST_36  H26  C26  C25  C24  180.00   0.0  0
 968  CONST_37  H24  C24  C25  C26  180.00   0.0  0
 968  CONST_38  H11  C11  C12  C13  180.00   0.0  0
 968  CONST_39  H5   C5   C4   C13    0.00   0.0  0
 968  CONST_40  H10  C10  C11  C12  180.00   0.0  0
 968  CONST_41  H12  C12  C11  C10  180.00   0.0  0
 968  CONST_42  H2   C2   C3   C10    0.00   0.0  0
 968  CONST_43  H1   C1   C2   C3   180.00   0.0  0
 968  CONST_44  C19  N17  C18  C20  180.00   0.0  0
 968  CONST_45  C13  N17  C18  C20    0.00   0.0  0
 968  CONST_46  C19  N17  C18  O23    0.00   0.0  0
 968  CONST_47  C13  N17  C18  O23  180.00   0.0  0
 968  Var_01    C12  C13  N17  C19  -69.14  30.0  2
 968  Var_02    C13  N17  C19  C24  -60.58  30.0  2
 968  Var_03    O34  C33  C28  C19  -43.14  30.0  2
 968  Var_04    O23  C18  C20  O21  -59.23  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
 968  plan-1  N17  0.020
 968  plan-1  C19  0.020
 968  plan-1  C24  0.020
 968  plan-1  C25  0.020
 968  plan-1  C26  0.020
 968  plan-1  C27  0.020
 968  plan-1  C28  0.020
 968  plan-1  C33  0.020
 968  plan-1  H24  0.020
 968  plan-1  H25  0.020
 968  plan-1  H26  0.020
 968  plan-1  H27  0.020
 968  plan-2  N17  0.020
 968  plan-2  C13  0.020
 968  plan-2  C12  0.020
 968  plan-2  C11  0.020
 968  plan-2  C10  0.020
 968  plan-2  C3   0.020
 968  plan-2  C2   0.020
 968  plan-2  C1   0.020
 968  plan-2  C6   0.020
 968  plan-2  O36  0.020
 968  plan-2  C5   0.020
 968  plan-2  C4   0.020
 968  plan-2  H12  0.020
 968  plan-2  H11  0.020
 968  plan-2  H10  0.020
 968  plan-2  H2   0.020
 968  plan-2  H1   0.020
 968  plan-2  H5   0.020
 968  plan-3  C20  0.020
 968  plan-3  C18  0.020
 968  plan-3  O23  0.020
 968  plan-3  N17  0.020
 968  plan-3  C19  0.020
 968  plan-3  C13  0.020
 968  plan-4  O21  0.020
 968  plan-4  C20  0.020
 968  plan-4  O22  0.020
 968  plan-4  C18  0.020
 968  plan-5  C28  0.020
 968  plan-5  C33  0.020
 968  plan-5  O34  0.020
 968  plan-5  O35  0.020

