# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 04:39:22 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 1,1'-binaphthalene-2,2'-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc2ccccc2c1c3c(ccc4ccccc34)C(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
 C1C  C1C  '1,1'-binaphthalene-2,2'-dicarboxylic acid'  ligand  38  26  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C1C
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
 C1C  C1   C  CR16   0  -0.270  -3.5659  -2.6184  -0.9491
 C1C  C2   C  CR16   0  -0.316  -3.8586  -1.7516   0.0681
 C1C  C3   C  CR66   0   0.086  -2.9090  -0.7977   0.5038
 C1C  C4   C  CR66   0   0.147  -1.6368  -0.7404  -0.1189
 C1C  C5   C  CR16   0  -0.334  -1.3718  -1.6425  -1.1770
 C1C  C6   C  CR16   0  -0.261  -2.3060  -2.5596  -1.5784
 C1C  C7   C  CR16   0  -0.335  -3.2020   0.1156   1.5426
 C1C  C8   C  CR16   0  -0.289  -2.2694   1.0301   1.9333
 C1C  C9   C  CR6    0  -0.132  -0.9784   1.0738   1.3523
 C1C  C10  C  CR6    0   0.057  -0.6692   0.2061   0.3298
 C1C  C11  C  CR6    0   0.057   0.6710   0.1991  -0.3155
 C1C  C12  C  CR66   0   0.148   1.6337  -0.7471   0.1445
 C1C  C13  C  CR66   0   0.086   2.9063  -0.8171  -0.4762
 C1C  C14  C  CR16   0  -0.335   3.2045   0.0833  -1.5246
 C1C  C15  C  CR16   0  -0.289   2.2767   0.9979  -1.9263
 C1C  C16  C  CR6    0  -0.132   0.9855   1.0543  -1.3469
 C1C  C17  C  CR16   0  -0.333   1.3637  -1.6360   1.2123
 C1C  C18  C  CR16   0  -0.261   2.2935  -2.5526   1.6251
 C1C  C19  C  CR16   0  -0.270   3.5539  -2.6239   0.9980
 C1C  C20  C  CR16   0  -0.316   3.8513  -1.7701  -0.0288
 C1C  C21  C  C      0   0.355   0.0064   2.0789  -1.9016
 C1C  O22  O  OC    -1  -0.605   0.5136   3.1332  -2.3397
 C1C  O23  O  O      0  -0.572  -1.1987   1.7786  -1.8950
 C1C  C24  C  C      0   0.354   0.0064   2.0990   1.8950
 C1C  O25  O  O      0  -0.572   1.2095   1.7903   1.8948
 C1C  O26  O  OC    -1  -0.605  -0.4942   3.1625   2.3179
 C1C  H1   H  HCR6   0   0.251  -4.2988  -3.3447  -1.2761
 C1C  H2   H  HCR6   0   0.247  -4.8279  -1.7813   0.5521
 C1C  H5   H  HCR6   0   0.241  -0.4135  -1.6055  -1.6779
 C1C  H6   H  HCR6   0   0.250  -2.0815  -3.2412  -2.3890
 C1C  H7   H  HCR6   0   0.240  -4.1764   0.0828   2.0163
 C1C  H8   H  HCR6   0   0.240  -2.5066   1.7365   2.7179
 C1C  H14  H  HCR6   0   0.240   4.1794   0.0410  -1.9968
 C1C  H15  H  HCR6   0   0.240   2.5178   1.6941  -2.7187
 C1C  H17  H  HCR6   0   0.240   0.4052  -1.5892   1.7118
 C1C  H18  H  HCR6   0   0.250   2.0651  -3.2235   2.4434
 C1C  H19  H  HCR6   0   0.251   4.2832  -3.3496   1.3343
 C1C  H20  H  HCR6   0   0.247   4.8210  -1.8092  -0.5113

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
 C1C  C2   C1   aromatic  1.368  0.020  1.368
 C1C  C6   C1   aromatic  1.410  0.020  1.410
 C1C  C1   H1   single    0.930  0.020  1.080
 C1C  C3   C2   aromatic  1.415  0.020  1.415
 C1C  C2   H2   single    0.930  0.020  1.080
 C1C  C7   C3   aromatic  1.414  0.020  1.414
 C1C  C4   C3   aromatic  1.418  0.020  1.418
 C1C  C10  C4   aromatic  1.426  0.020  1.426
 C1C  C4   C5   aromatic  1.415  0.020  1.415
 C1C  C5   C6   aromatic  1.369  0.020  1.369
 C1C  C5   H5   single    0.930  0.020  1.080
 C1C  C6   H6   single    0.930  0.020  1.080
 C1C  C8   C7   aromatic  1.363  0.020  1.363
 C1C  C7   H7   single    0.930  0.020  1.080
 C1C  C9   C8   aromatic  1.416  0.020  1.416
 C1C  C8   H8   single    0.930  0.020  1.080
 C1C  C24  C9   single    1.522  0.020  1.522
 C1C  C9   C10  aromatic  1.376  0.020  1.376
 C1C  C11  C10  single    1.488  0.020  1.488
 C1C  C16  C11  aromatic  1.376  0.020  1.376
 C1C  C11  C12  aromatic  1.426  0.020  1.426
 C1C  C13  C12  aromatic  1.418  0.020  1.418
 C1C  C12  C17  aromatic  1.415  0.020  1.415
 C1C  C14  C13  aromatic  1.414  0.020  1.414
 C1C  C13  C20  aromatic  1.415  0.020  1.415
 C1C  C15  C14  aromatic  1.363  0.020  1.363
 C1C  C14  H14  single    0.930  0.020  1.080
 C1C  C15  C16  aromatic  1.416  0.020  1.416
 C1C  C15  H15  single    0.930  0.020  1.080
 C1C  C21  C16  single    1.522  0.020  1.522
 C1C  C17  C18  aromatic  1.369  0.020  1.369
 C1C  C17  H17  single    0.930  0.020  1.080
 C1C  C19  C18  aromatic  1.410  0.020  1.410
 C1C  C18  H18  single    0.930  0.020  1.080
 C1C  C20  C19  aromatic  1.368  0.020  1.368
 C1C  C19  H19  single    0.930  0.020  1.080
 C1C  C20  H20  single    0.930  0.020  1.080
 C1C  O23  C21  deloc     1.242  0.020  1.242
 C1C  C21  O22  deloc     1.249  0.020  1.249
 C1C  O25  C24  deloc     1.242  0.020  1.242
 C1C  O26  C24  deloc     1.249  0.020  1.249

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
 C1C  H1   C1   C6   119.89  3.000
 C1C  H1   C1   C2   120.33  3.000
 C1C  C6   C1   C2   119.79  3.000
 C1C  H2   C2   C3   118.77  3.000
 C1C  H2   C2   C1   120.39  3.000
 C1C  C3   C2   C1   120.84  3.000
 C1C  C7   C3   C4   118.86  3.000
 C1C  C4   C3   C2   119.63  3.000
 C1C  C7   C3   C2   121.52  3.000
 C1C  C10  C4   C5   122.09  3.000
 C1C  C5   C4   C3   118.08  3.000
 C1C  C10  C4   C3   119.83  3.000
 C1C  H5   C5   C6   119.44  3.000
 C1C  H5   C5   C4   119.34  3.000
 C1C  C6   C5   C4   121.22  3.000
 C1C  H6   C6   C5   119.97  3.000
 C1C  H6   C6   C1   119.57  3.000
 C1C  C5   C6   C1   120.45  3.000
 C1C  H7   C7   C8   120.65  3.000
 C1C  H7   C7   C3   119.20  3.000
 C1C  C8   C7   C3   120.14  3.000
 C1C  H8   C8   C9   118.50  3.000
 C1C  H8   C8   C7   119.72  3.000
 C1C  C9   C8   C7   121.77  3.000
 C1C  C24  C9   C10  122.98  3.000
 C1C  C10  C9   C8   119.35  3.000
 C1C  C24  C9   C8   117.67  3.000
 C1C  C11  C10  C9   121.85  3.000
 C1C  C11  C10  C4   118.14  3.000
 C1C  C9   C10  C4   119.99  3.000
 C1C  C16  C11  C12  119.99  3.000
 C1C  C12  C11  C10  118.12  3.000
 C1C  C16  C11  C10  121.88  3.000
 C1C  C17  C12  C13  118.07  3.000
 C1C  C17  C12  C11  122.09  3.000
 C1C  C13  C12  C11  119.84  3.000
 C1C  C20  C13  C14  121.51  3.000
 C1C  C20  C13  C12  119.63  3.000
 C1C  C14  C13  C12  118.85  3.000
 C1C  H14  C14  C15  120.66  3.000
 C1C  H14  C14  C13  119.20  3.000
 C1C  C15  C14  C13  120.14  3.000
 C1C  H15  C15  C16  118.49  3.000
 C1C  H15  C15  C14  119.72  3.000
 C1C  C16  C15  C14  121.78  3.000
 C1C  C21  C16  C15  117.66  3.000
 C1C  C21  C16  C11  122.99  3.000
 C1C  C15  C16  C11  119.35  3.000
 C1C  H17  C17  C18  119.43  3.000
 C1C  H17  C17  C12  119.35  3.000
 C1C  C18  C17  C12  121.22  3.000
 C1C  H18  C18  C19  119.58  3.000
 C1C  H18  C18  C17  119.96  3.000
 C1C  C19  C18  C17  120.46  3.000
 C1C  H19  C19  C20  120.34  3.000
 C1C  H19  C19  C18  119.88  3.000
 C1C  C20  C19  C18  119.78  3.000
 C1C  H20  C20  C19  120.40  3.000
 C1C  H20  C20  C13  118.77  3.000
 C1C  C19  C20  C13  120.83  3.000
 C1C  O23  C21  O22  126.85  3.000
 C1C  O22  C21  C16  115.78  3.000
 C1C  O23  C21  C16  117.36  3.000
 C1C  O26  C24  O25  126.86  3.000
 C1C  O26  C24  C9   115.78  3.000
 C1C  O25  C24  C9   117.35  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
 C1C  CONST_01  C7   C3   C2   C1   180.00   0.0  0
 C1C  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 C1C  CONST_03  C4   C5   C6   C1     0.00   0.0  0
 C1C  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 C1C  CONST_05  C8   C7   C3   C2   180.00   0.0  0
 C1C  CONST_06  C10  C4   C3   C2   180.00   0.0  0
 C1C  CONST_07  C5   C4   C3   C2     0.00   0.0  0
 C1C  CONST_08  C6   C1   C2   C3     0.00   0.0  0
 C1C  CONST_09  C9   C8   C7   C3     0.00   0.0  0
 C1C  CONST_10  C9   C10  C4   C3     0.00   0.0  0
 C1C  CONST_11  C11  C10  C4   C3   180.00   0.0  0
 C1C  CONST_12  C6   C5   C4   C3     0.00   0.0  0
 C1C  CONST_13  C8   C7   C3   C4     0.00   0.0  0
 C1C  CONST_14  C8   C9   C10  C4     0.00   0.0  0
 C1C  CONST_17  C7   C3   C4   C5   180.00   0.0  0
 C1C  CONST_18  C9   C10  C4   C5   180.00   0.0  0
 C1C  CONST_19  C11  C10  C4   C5     0.00   0.0  0
 C1C  CONST_20  C10  C4   C5   C6   180.00   0.0  0
 C1C  CONST_21  C10  C4   C3   C7     0.00   0.0  0
 C1C  CONST_22  C10  C9   C8   C7     0.00   0.0  0
 C1C  CONST_23  C11  C10  C9   C8   180.00   0.0  0
 C1C  CONST_26  C15  C16  C11  C10  180.00   0.0  0
 C1C  CONST_27  C13  C12  C11  C10  180.00   0.0  0
 C1C  CONST_28  C17  C12  C11  C10    0.00   0.0  0
 C1C  CONST_29  C14  C15  C16  C11    0.00   0.0  0
 C1C  CONST_30  C14  C13  C12  C11    0.00   0.0  0
 C1C  CONST_31  C20  C13  C12  C11  180.00   0.0  0
 C1C  CONST_32  C18  C17  C12  C11  180.00   0.0  0
 C1C  CONST_33  C15  C16  C11  C12    0.00   0.0  0
 C1C  CONST_34  C15  C14  C13  C12    0.00   0.0  0
 C1C  CONST_35  C19  C20  C13  C12    0.00   0.0  0
 C1C  CONST_36  C19  C18  C17  C12    0.00   0.0  0
 C1C  CONST_37  C16  C11  C12  C13    0.00   0.0  0
 C1C  CONST_38  C18  C17  C12  C13    0.00   0.0  0
 C1C  CONST_39  C16  C15  C14  C13    0.00   0.0  0
 C1C  CONST_40  C18  C19  C20  C13    0.00   0.0  0
 C1C  CONST_41  C17  C12  C13  C14  180.00   0.0  0
 C1C  CONST_42  C19  C20  C13  C14  180.00   0.0  0
 C1C  CONST_43  C20  C13  C14  C15  180.00   0.0  0
 C1C  CONST_44  C17  C12  C11  C16  180.00   0.0  0
 C1C  CONST_45  C20  C13  C12  C17    0.00   0.0  0
 C1C  CONST_46  C20  C19  C18  C17    0.00   0.0  0
 C1C  CONST_47  C24  C9   C10  C4   180.00   0.0  0
 C1C  CONST_48  C24  C9   C8   C7   180.00   0.0  0
 C1C  CONST_49  C21  C16  C11  C10    0.00   0.0  0
 C1C  CONST_50  C24  C9   C10  C11    0.00   0.0  0
 C1C  CONST_51  C21  C16  C11  C12  180.00   0.0  0
 C1C  CONST_52  C21  C16  C15  C14  180.00   0.0  0
 C1C  CONST_53  H5   C5   C6   C1   180.00   0.0  0
 C1C  CONST_54  H6   C6   C1   C2   180.00   0.0  0
 C1C  CONST_55  H7   C7   C3   C2     0.00   0.0  0
 C1C  CONST_56  H1   C1   C2   C3   180.00   0.0  0
 C1C  CONST_57  H8   C8   C7   C3   180.00   0.0  0
 C1C  CONST_58  H2   C2   C3   C4   180.00   0.0  0
 C1C  CONST_59  H15  C15  C16  C11  180.00   0.0  0
 C1C  CONST_60  H17  C17  C12  C11    0.00   0.0  0
 C1C  CONST_61  H14  C14  C13  C12  180.00   0.0  0
 C1C  CONST_62  H20  C20  C13  C12  180.00   0.0  0
 C1C  CONST_63  H18  C18  C17  C12  180.00   0.0  0
 C1C  CONST_64  H19  C19  C20  C13  180.00   0.0  0
 C1C  Var_01    O25  C24  C9   C8   147.29  30.0  2
 C1C  Var_02    O23  C21  C16  C11  -32.80  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
 C1C  plan-1  C1   0.020
 C1C  plan-1  C2   0.020
 C1C  plan-1  C3   0.020
 C1C  plan-1  C4   0.020
 C1C  plan-1  C5   0.020
 C1C  plan-1  C6   0.020
 C1C  plan-1  C7   0.020
 C1C  plan-1  C8   0.020
 C1C  plan-1  C9   0.020
 C1C  plan-1  C10  0.020
 C1C  plan-1  C11  0.020
 C1C  plan-1  C24  0.020
 C1C  plan-1  H1   0.020
 C1C  plan-1  H2   0.020
 C1C  plan-1  H5   0.020
 C1C  plan-1  H6   0.020
 C1C  plan-1  H7   0.020
 C1C  plan-1  H8   0.020
 C1C  plan-2  C10  0.020
 C1C  plan-2  C11  0.020
 C1C  plan-2  C12  0.020
 C1C  plan-2  C13  0.020
 C1C  plan-2  C14  0.020
 C1C  plan-2  C15  0.020
 C1C  plan-2  C16  0.020
 C1C  plan-2  C17  0.020
 C1C  plan-2  C18  0.020
 C1C  plan-2  C19  0.020
 C1C  plan-2  C20  0.020
 C1C  plan-2  C21  0.020
 C1C  plan-2  H14  0.020
 C1C  plan-2  H15  0.020
 C1C  plan-2  H17  0.020
 C1C  plan-2  H18  0.020
 C1C  plan-2  H19  0.020
 C1C  plan-2  H20  0.020
 C1C  plan-3  C16  0.020
 C1C  plan-3  C21  0.020
 C1C  plan-3  O22  0.020
 C1C  plan-3  O23  0.020
 C1C  plan-4  C9   0.020
 C1C  plan-4  C24  0.020
 C1C  plan-4  O25  0.020
 C1C  plan-4  O26  0.020

