# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 00:01:40 2021
#   Inital geometry file: a 83 line input string
#   Ligand name: 1,3-bis(oxidanylidene)benzo[de]isoquinoline-6,7-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc2C(=O)NC(=O)c3ccc(C(O)=O)c1c23
#
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
 EQL  EQL  '1,3-bis(oxidanylidene)benzo[de]isoquinoline-6,7-dicarboxylic acid'  ligand  28  21  .  2022-03-18  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EQL
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
 EQL  C4   C  CR66  0  -0.169  258.7143  22.0382  -18.6288
 EQL  C14  C  C     0   0.465  258.0722  18.3467  -15.2980
 EQL  C5   C  C     0   0.299  258.5804  20.6697  -18.2977
 EQL  C6   C  CR66  0   0.236  258.6300  20.2574  -16.9414
 EQL  C11  C  CR6   0   0.561  258.6463  22.4787  -20.0379
 EQL  C7   C  CR66  0  -0.167  258.4004  19.7149  -19.3246
 EQL  C8   C  CR16  0  -0.281  258.2702  18.3862  -19.0199
 EQL  C9   C  CR16  0  -0.264  258.2381  17.9794  -17.6817
 EQL  C10  C  CR6   0  -0.089  258.3692  18.8857  -16.6585
 EQL  C12  C  CR6   0   0.561  258.3604  20.1351  -20.7405
 EQL  C13  C  C     0   0.473  259.3844  20.8612  -14.5905
 EQL  N1   N  NR16  0  -0.740  258.4805  21.4843  -20.9707
 EQL  C3   C  CR16  0  -0.278  258.9057  22.9731  -17.6473
 EQL  C1   C  CR6   0  -0.110  258.9419  21.2437  -15.9619
 EQL  C2   C  CR16  0  -0.254  259.0398  22.5679  -16.3139
 EQL  O1   O  O     0  -0.412  258.7297  23.6391  -20.3750
 EQL  O2   O  O     0  -0.412  258.2293  19.3582  -21.6605
 EQL  O3   O  O     0  -0.424  260.0907  19.9058  -14.3812
 EQL  O4   O  OH1   0  -0.589  257.2889  19.1668  -14.6122
 EQL  O5   O  OH1   0  -0.575  258.9887  21.7143  -13.6668
 EQL  O6   O  O     0  -0.417  258.4135  17.2573  -14.9202
 EQL  H1   H  HCR6  0   0.290  258.1528  17.6512  -19.8038
 EQL  H2   H  HCR6  0   0.294  258.0561  16.9372  -17.4584
 EQL  H3   H  HNR6  0   0.429  258.4435  21.7794  -21.9406
 EQL  H4   H  HCR6  0   0.290  258.9948  24.0214  -17.8958
 EQL  H5   H  HCR6  0   0.295  259.2718  23.3158  -15.5687
 EQL  H6   H  HOH1  0   0.493  257.0863  18.7930  -13.7401
 EQL  H7   H  HOH1  0   0.495  259.3672  21.4768  -12.8060

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
 EQL  O2   C12  double    1.211  0.020  1.211
 EQL  N1   C12  single    1.374  0.020  1.374
 EQL  N1   C11  single    1.374  0.020  1.374
 EQL  C12  C7   single    1.477  0.020  1.477
 EQL  O1   C11  double    1.211  0.020  1.211
 EQL  C11  C4   single    1.478  0.020  1.478
 EQL  C7   C8   aromatic  1.369  0.020  1.369
 EQL  C7   C5   aromatic  1.414  0.020  1.414
 EQL  C8   C9   aromatic  1.399  0.020  1.399
 EQL  C4   C5   aromatic  1.414  0.020  1.414
 EQL  C4   C3   aromatic  1.369  0.020  1.369
 EQL  C5   C6   aromatic  1.419  0.020  1.419
 EQL  C3   C2   aromatic  1.400  0.020  1.400
 EQL  C9   C10  aromatic  1.373  0.020  1.373
 EQL  C6   C10  aromatic  1.425  0.020  1.425
 EQL  C6   C1   aromatic  1.425  0.020  1.425
 EQL  C10  C14  single    1.493  0.020  1.493
 EQL  C2   C1   aromatic  1.374  0.020  1.374
 EQL  C1   C13  single    1.491  0.020  1.491
 EQL  C14  O6   double    1.203  0.020  1.203
 EQL  C14  O4   single    1.325  0.020  1.325
 EQL  C13  O3   double    1.206  0.020  1.206
 EQL  C13  O5   single    1.318  0.020  1.318
 EQL  C8   H1   single    0.930  0.020  1.080
 EQL  C9   H2   single    0.930  0.020  1.080
 EQL  N1   H3   single    0.860  0.020  1.020
 EQL  C3   H4   single    0.930  0.020  1.080
 EQL  C2   H5   single    0.930  0.020  1.080
 EQL  O4   H6   single    0.850  0.020  0.980
 EQL  O5   H7   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
 EQL  C3   C4   C11  119.11  3.000
 EQL  C3   C4   C5   120.41  3.000
 EQL  C11  C4   C5   120.48  3.000
 EQL  O6   C14  O4   124.45  3.000
 EQL  O4   C14  C10  111.45  3.000
 EQL  O6   C14  C10  123.84  3.000
 EQL  C7   C5   C6   120.18  3.000
 EQL  C6   C5   C4   120.11  3.000
 EQL  C7   C5   C4   119.71  3.000
 EQL  C1   C6   C10  124.76  3.000
 EQL  C1   C6   C5   117.64  3.000
 EQL  C10  C6   C5   117.60  3.000
 EQL  O1   C11  N1   120.86  3.000
 EQL  O1   C11  C4   123.21  3.000
 EQL  N1   C11  C4   115.93  3.000
 EQL  C12  C7   C8   119.12  3.000
 EQL  C8   C7   C5   120.39  3.000
 EQL  C12  C7   C5   120.50  3.000
 EQL  H1   C8   C9   119.57  3.000
 EQL  H1   C8   C7   120.58  3.000
 EQL  C9   C8   C7   119.81  3.000
 EQL  H2   C9   C10  119.89  3.000
 EQL  H2   C9   C8   118.80  3.000
 EQL  C10  C9   C8   121.24  3.000
 EQL  C9   C10  C6   120.33  3.000
 EQL  C6   C10  C14  124.39  3.000
 EQL  C9   C10  C14  114.94  3.000
 EQL  O2   C12  N1   120.80  3.000
 EQL  N1   C12  C7   115.94  3.000
 EQL  O2   C12  C7   123.26  3.000
 EQL  O5   C13  O3   124.52  3.000
 EQL  O5   C13  C1   112.92  3.000
 EQL  O3   C13  C1   122.45  3.000
 EQL  H3   N1   C12  116.27  3.000
 EQL  H3   N1   C11  116.30  3.000
 EQL  C12  N1   C11  127.42  3.000
 EQL  H4   C3   C2   119.45  3.000
 EQL  H4   C3   C4   120.60  3.000
 EQL  C2   C3   C4   119.91  3.000
 EQL  C2   C1   C13  117.51  3.000
 EQL  C13  C1   C6   121.32  3.000
 EQL  C2   C1   C6   120.45  3.000
 EQL  H5   C2   C1   120.37  3.000
 EQL  H5   C2   C3   118.48  3.000
 EQL  C1   C2   C3   121.08  3.000
 EQL  H6   O4   C14  110.50  3.000
 EQL  H7   O5   C13  110.26  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
 EQL  CONST_01  C8   C7   C5   C4    180.00   0.0  0
 EQL  CONST_02  C10  C6   C5   C4    180.00   0.0  0
 EQL  CONST_03  C1   C6   C5   C4      0.00   0.0  0
 EQL  CONST_04  C1   C2   C3   C4      0.00   0.0  0
 EQL  CONST_05  C9   C8   C7   C5      0.00   0.0  0
 EQL  CONST_06  C2   C3   C4   C5      0.00   0.0  0
 EQL  CONST_07  C9   C10  C6   C5      0.00   0.0  0
 EQL  CONST_08  C2   C1   C6   C5      0.00   0.0  0
 EQL  CONST_09  C8   C7   C5   C6      0.00   0.0  0
 EQL  CONST_10  C3   C4   C5   C6      0.00   0.0  0
 EQL  CONST_11  C8   C9   C10  C6      0.00   0.0  0
 EQL  CONST_12  C3   C2   C1   C6      0.00   0.0  0
 EQL  CONST_13  C10  C9   C8   C7      0.00   0.0  0
 EQL  CONST_14  C3   C4   C5   C7    180.00   0.0  0
 EQL  CONST_15  C10  C6   C5   C7      0.00   0.0  0
 EQL  CONST_16  C1   C6   C5   C7    180.00   0.0  0
 EQL  CONST_17  C1   C6   C10  C9    180.00   0.0  0
 EQL  CONST_18  C2   C1   C6   C10   180.00   0.0  0
 EQL  CONST_19  C12  N1   C11  C4      0.00   0.0  0
 EQL  CONST_20  C8   C9   C10  C14   180.00   0.0  0
 EQL  CONST_21  C5   C6   C10  C14   180.00   0.0  0
 EQL  CONST_22  C1   C6   C10  C14     0.00   0.0  0
 EQL  CONST_25  C3   C2   C1   C13   180.00   0.0  0
 EQL  CONST_26  O1   C11  N1   C12   180.00   0.0  0
 EQL  CONST_27  H5   C2   C3   C4    180.00   0.0  0
 EQL  CONST_28  H1   C8   C7   C5    180.00   0.0  0
 EQL  CONST_29  H4   C3   C4   C5    180.00   0.0  0
 EQL  CONST_30  H2   C9   C10  C6    180.00   0.0  0
 EQL  CONST_31  H3   N1   C11  C4    180.00   0.0  0
 EQL  CONST_32  H6   O4   C14  C10   180.00   0.0  0
 EQL  CONST_33  H7   O5   C13  C1    180.00   0.0  0
 EQL  Var_01    O6   C14  C10  C6   -145.99  30.0  2
 EQL  Var_02    O3   C13  C1   C6     36.47  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
 EQL  plan-1  C4   0.020
 EQL  plan-1  C14  0.020
 EQL  plan-1  C5   0.020
 EQL  plan-1  C6   0.020
 EQL  plan-1  C11  0.020
 EQL  plan-1  C7   0.020
 EQL  plan-1  C8   0.020
 EQL  plan-1  C9   0.020
 EQL  plan-1  C10  0.020
 EQL  plan-1  C12  0.020
 EQL  plan-1  C13  0.020
 EQL  plan-1  N1   0.020
 EQL  plan-1  C3   0.020
 EQL  plan-1  C1   0.020
 EQL  plan-1  C2   0.020
 EQL  plan-1  O1   0.020
 EQL  plan-1  O2   0.020
 EQL  plan-1  H1   0.020
 EQL  plan-1  H2   0.020
 EQL  plan-1  H3   0.020
 EQL  plan-1  H4   0.020
 EQL  plan-1  H5   0.020
 EQL  plan-2  C14  0.020
 EQL  plan-2  C10  0.020
 EQL  plan-2  O4   0.020
 EQL  plan-2  O6   0.020
 EQL  plan-2  H6   0.020
 EQL  plan-3  C13  0.020
 EQL  plan-3  C1   0.020
 EQL  plan-3  O3   0.020
 EQL  plan-3  O5   0.020
 EQL  plan-3  H7   0.020

