# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 18:36:45 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  40  26  .  2021-08-08  2021-08-08  
;
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  -0.255  -3.5804  -2.5654  -1.0504
 C1C  C2    C  CR16  0  -0.309  -3.8657  -1.7381   0.0006
 C1C  C3    C  CR66  0   0.106  -2.9041  -0.8166   0.4735
 C1C  C4    C  CR66  0   0.140  -1.6329  -0.7506  -0.1503
 C1C  C5    C  CR16  0  -0.330  -1.3704  -1.6189  -1.2375
 C1C  C6    C  CR16  0  -0.250  -2.3187  -2.5031  -1.6747
 C1C  C7    C  CR16  0  -0.322  -3.1840   0.0445   1.5581
 C1C  C8    C  CR16  0  -0.267  -2.2450   0.9230   2.0047
 C1C  C9    C  CR6   0  -0.124  -0.9668   0.9942   1.3963
 C1C  C10   C  CR6   0   0.073  -0.6644   0.1787   0.3249
 C1C  C11   C  CR6   0   0.073   0.6683   0.1795  -0.3364
 C1C  C12   C  CR66  0   0.138   1.6409  -0.7426   0.1443
 C1C  C13   C  CR66  0   0.106   2.9128  -0.8054  -0.4786
 C1C  C14   C  CR16  0  -0.322   3.1896   0.0526  -1.5663
 C1C  C15   C  CR16  0  -0.267   2.2467   0.9248  -2.0178
 C1C  C16   C  CR6   0  -0.121   0.9676   0.9916  -1.4111
 C1C  C17   C  CR16  0  -0.330   1.3813  -1.6083   1.2346
 C1C  C18   C  CR16  0  -0.250   2.3334  -2.4868   1.6753
 C1C  C19   C  CR16  0  -0.255   3.5955  -2.5460   1.0517
 C1C  C20   C  CR16  0  -0.308   3.8779  -1.7211  -0.0020
 C1C  C21   C  C     0   0.499  -0.0429   1.9472  -1.9309
 C1C  O22   O  OH1   0  -0.596   0.4734   2.8125  -2.7970
 C1C  O23   O  O     0  -0.426  -1.2087   1.9564  -1.6194
 C1C  C24   C  C     0   0.500   0.0390   1.9575   1.9112
 C1C  O25   O  O     0  -0.426   1.1991   1.9871   1.5803
 C1C  O26   O  OH1   0  -0.596  -0.4740   2.8048   2.7965
 C1C  H1    H  HCR6  0   0.264  -4.3215  -3.2684  -1.4074
 C1C  H2    H  HCR6  0   0.260  -4.8343  -1.7761   0.4833
 C1C  H5    H  HCR6  0   0.255  -0.4099  -1.5863  -1.7341
 C1C  H6    H  HCR6  0   0.264  -2.1016  -3.1583  -2.5077
 C1C  H7    H  HCR6  0   0.261  -4.1553  -0.0031   2.0341
 C1C  H8    H  HCR6  0   0.267  -2.4810   1.5643   2.8415
 C1C  H14   H  HCR6  0   0.261   4.1614   0.0073  -2.0416
 C1C  H15   H  HCR6  0   0.267   2.4801   1.5640  -2.8569
 C1C  H17   H  HCR6  0   0.255   0.4203  -1.5780   1.7303
 C1C  H18   H  HCR6  0   0.264   2.1185  -3.1404   2.5103
 C1C  H19   H  HCR6  0   0.264   4.3394  -3.2448   1.4109
 C1C  H20   H  HCR6  0   0.260   4.8469  -1.7570  -0.4843
 C1C  HO22  H  HOH1  0   0.488  -0.2232   3.4030  -3.1198
 C1C  HO26  H  HOH1  0   0.488   0.2177   3.4086   3.1058

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  1.409  0.020  1.409
 C1C  C1   H1    single    0.930  0.020  1.080
 C1C  C3   C2    aromatic  1.413  0.020  1.413
 C1C  C2   H2    single    0.930  0.020  1.080
 C1C  C7   C3    aromatic  1.413  0.020  1.413
 C1C  C4   C3    aromatic  1.418  0.020  1.418
 C1C  C10  C4    aromatic  1.424  0.020  1.424
 C1C  C4   C5    aromatic  1.416  0.020  1.416
 C1C  C5   C6    aromatic  1.368  0.020  1.368
 C1C  C5   H5    single    0.930  0.020  1.080
 C1C  C6   H6    single    0.930  0.020  1.080
 C1C  C8   C7    aromatic  1.361  0.020  1.361
 C1C  C7   H7    single    0.930  0.020  1.080
 C1C  C9   C8    aromatic  1.417  0.020  1.417
 C1C  C8   H8    single    0.930  0.020  1.080
 C1C  C24  C9    single    1.485  0.020  1.485
 C1C  C9   C10   aromatic  1.380  0.020  1.380
 C1C  C11  C10   single    1.488  0.020  1.488
 C1C  C16  C11   aromatic  1.380  0.020  1.380
 C1C  C11  C12   aromatic  1.424  0.020  1.424
 C1C  C13  C12   aromatic  1.418  0.020  1.418
 C1C  C12  C17   aromatic  1.416  0.020  1.416
 C1C  C14  C13   aromatic  1.413  0.020  1.413
 C1C  C13  C20   aromatic  1.413  0.020  1.413
 C1C  C15  C14   aromatic  1.361  0.020  1.361
 C1C  C14  H14   single    0.930  0.020  1.080
 C1C  C15  C16   aromatic  1.417  0.020  1.417
 C1C  C15  H15   single    0.930  0.020  1.080
 C1C  C21  C16   single    1.485  0.020  1.485
 C1C  C17  C18   aromatic  1.368  0.020  1.368
 C1C  C17  H17   single    0.930  0.020  1.080
 C1C  C19  C18   aromatic  1.409  0.020  1.409
 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   double    1.207  0.020  1.207
 C1C  C21  O22   single    1.329  0.020  1.329
 C1C  O22  HO22  single    0.850  0.020  0.980
 C1C  O25  C24   double    1.207  0.020  1.207
 C1C  O26  C24   single    1.329  0.020  1.329
 C1C  O26  HO26  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
 C1C  H1    C1   C6   119.72  3.000
 C1C  H1    C1   C2   120.25  3.000
 C1C  C6    C1   C2   120.03  3.000
 C1C  H2    C2   C3   118.84  3.000
 C1C  H2    C2   C1   120.52  3.000
 C1C  C3    C2   C1   120.64  3.000
 C1C  C7    C3   C4   119.15  3.000
 C1C  C4    C3   C2   119.56  3.000
 C1C  C7    C3   C2   121.30  3.000
 C1C  C10   C4   C5   122.03  3.000
 C1C  C5    C4   C3   118.40  3.000
 C1C  C10   C4   C3   119.57  3.000
 C1C  H5    C5   C6   119.22  3.000
 C1C  H5    C5   C4   119.91  3.000
 C1C  C6    C5   C4   120.87  3.000
 C1C  H6    C6   C5   119.89  3.000
 C1C  H6    C6   C1   119.61  3.000
 C1C  C5    C6   C1   120.51  3.000
 C1C  H7    C7   C8   120.20  3.000
 C1C  H7    C7   C3   119.24  3.000
 C1C  C8    C7   C3   120.57  3.000
 C1C  H8    C8   C9   119.98  3.000
 C1C  H8    C8   C7   119.11  3.000
 C1C  C9    C8   C7   120.91  3.000
 C1C  C24   C9   C10  120.28  3.000
 C1C  C10   C9   C8   120.08  3.000
 C1C  C24   C9   C8   119.64  3.000
 C1C  C11   C10  C9   122.75  3.000
 C1C  C11   C10  C4   117.47  3.000
 C1C  C9    C10  C4   119.72  3.000
 C1C  C16   C11  C12  119.74  3.000
 C1C  C12   C11  C10  117.48  3.000
 C1C  C16   C11  C10  122.73  3.000
 C1C  C17   C12  C13  118.40  3.000
 C1C  C17   C12  C11  122.05  3.000
 C1C  C13   C12  C11  119.55  3.000
 C1C  C20   C13  C14  121.29  3.000
 C1C  C20   C13  C12  119.55  3.000
 C1C  C14   C13  C12  119.16  3.000
 C1C  H14   C14  C15  120.19  3.000
 C1C  H14   C14  C13  119.23  3.000
 C1C  C15   C14  C13  120.58  3.000
 C1C  H15   C15  C16  119.97  3.000
 C1C  H15   C15  C14  119.14  3.000
 C1C  C16   C15  C14  120.89  3.000
 C1C  C21   C16  C15  119.65  3.000
 C1C  C21   C16  C11  120.26  3.000
 C1C  C15   C16  C11  120.09  3.000
 C1C  H17   C17  C18  119.24  3.000
 C1C  H17   C17  C12  119.90  3.000
 C1C  C18   C17  C12  120.86  3.000
 C1C  H18   C18  C19  119.61  3.000
 C1C  H18   C18  C17  119.89  3.000
 C1C  C19   C18  C17  120.51  3.000
 C1C  H19   C19  C20  120.22  3.000
 C1C  H19   C19  C18  119.74  3.000
 C1C  C20   C19  C18  120.04  3.000
 C1C  H20   C20  C19  120.52  3.000
 C1C  H20   C20  C13  118.84  3.000
 C1C  C19   C20  C13  120.64  3.000
 C1C  O23   C21  O22  122.60  3.000
 C1C  O22   C21  C16  112.51  3.000
 C1C  O23   C21  C16  124.89  3.000
 C1C  HO22  O22  C21  109.56  3.000
 C1C  O26   C24  O25  122.56  3.000
 C1C  O26   C24  C9   112.54  3.000
 C1C  O25   C24  C9   124.90  3.000
 C1C  HO26  O26  C24  109.55  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  CONST_65  HO26  O26  C24  C9   180.00   0.0  0
 C1C  CONST_66  HO22  O22  C21  C16  180.00   0.0  0
 C1C  Var_01    O25   C24  C9   C8   170.42  30.0  2
 C1C  Var_02    O23   C21  C16  C11  -11.49  30.0  3

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-3  HO22  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
 C1C  plan-4  HO26  0.020

