# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 12:46:42 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: benzene-1,2,3,4,5,6-hexacarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1c(C(O)=O)c(C(O)=O)c(C(O)=O)c(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
 BHC  BHC  'benzene-1,2,3,4,5,6-hexacarboxylic acid'  ligand  30  24  .  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_BHC
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
 BHC  C1   C  CR6   0   0.009  -0.0251   0.0282   1.3823
 BHC  CO1  C  C     0   0.465  -0.0122   0.0443   2.8813
 BHC  O11  O  O     0  -0.404  -0.6071   0.8665   3.5228
 BHC  O12  O  OH1   0  -0.574   0.7021  -0.9490   3.3672
 BHC  C2   C  CR6   0   0.025   1.1578   0.0326   0.6511
 BHC  CO2  C  C     0   0.468   2.4906  -0.0046   1.3354
 BHC  O21  O  O     0  -0.405   3.3371  -0.8085   1.0536
 BHC  O22  O  OH1   0  -0.574   2.5953   0.9461   2.2393
 BHC  C3   C  CR6   0   0.016   1.1148   0.0256  -0.7390
 BHC  CO3  C  C     0   0.460   2.3788  -0.0246  -1.5460
 BHC  O31  O  O     0  -0.405   2.6048  -0.9025  -2.3332
 BHC  O32  O  OH1   0  -0.571   3.1531   1.0078  -1.2906
 BHC  C4   C  CR6   0   0.013  -0.1087   0.0221  -1.3972
 BHC  CO4  C  C     0   0.459  -0.1672  -0.0763  -2.8927
 BHC  O41  O  O     0  -0.404  -0.7550  -0.9604  -3.4536
 BHC  O42  O  OH1   0  -0.572   0.4866   0.9090  -3.4695
 BHC  C5   C  CR6   0   0.008  -1.2912   0.0398  -0.6654
 BHC  CO5  C  C     0   0.468  -2.6231   0.0132  -1.3509
 BHC  O51  O  O     0  -0.406  -3.4851  -0.7686  -1.0531
 BHC  O52  O  OH1   0  -0.573  -2.7117   0.9485  -2.2721
 BHC  C6   C  CR6   0   0.002  -1.2487   0.0427   0.7232
 BHC  CO6  C  C     0   0.456  -2.5163   0.0103   1.5275
 BHC  O61  O  O     0  -0.405  -2.7759  -0.8818   2.2872
 BHC  O62  O  OH1   0  -0.572  -3.2578   1.0715   1.2920
 BHC  H12  H  HOH1  0   0.502   0.7419  -0.9059   4.3364
 BHC  H22  H  HOH1  0   0.503   3.4431   0.8889   2.7096
 BHC  H32  H  HOH1  0   0.502   3.9845   0.9511  -1.7892
 BHC  H42  H  HOH1  0   0.502   0.4819   0.8102  -4.4355
 BHC  H52  H  HOH1  0   0.503  -3.5602   0.8973  -2.7416
 BHC  H62  H  HOH1  0   0.501  -4.0930   1.0279   1.7853

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
 BHC  C1   CO1  single    1.499  0.020  1.499
 BHC  C1   C2   aromatic  1.391  0.020  1.391
 BHC  C1   C6   aromatic  1.390  0.020  1.390
 BHC  CO1  O11  double    1.201  0.020  1.201
 BHC  CO1  O12  single    1.316  0.020  1.316
 BHC  O12  H12  single    0.850  0.020  0.980
 BHC  C2   CO2  single    1.499  0.020  1.499
 BHC  C2   C3   aromatic  1.391  0.020  1.391
 BHC  CO2  O21  double    1.201  0.020  1.201
 BHC  CO2  O22  single    1.316  0.020  1.316
 BHC  O22  H22  single    0.850  0.020  0.980
 BHC  C3   CO3  single    1.500  0.020  1.500
 BHC  C3   C4   aromatic  1.389  0.020  1.389
 BHC  CO3  O31  double    1.201  0.020  1.201
 BHC  CO3  O32  single    1.316  0.020  1.316
 BHC  O32  H32  single    0.850  0.020  0.980
 BHC  C4   CO4  single    1.500  0.020  1.500
 BHC  C4   C5   aromatic  1.391  0.020  1.391
 BHC  CO4  O41  double    1.201  0.020  1.201
 BHC  CO4  O42  single    1.316  0.020  1.316
 BHC  O42  H42  single    0.850  0.020  0.980
 BHC  C5   CO5  single    1.498  0.020  1.498
 BHC  C5   C6   aromatic  1.389  0.020  1.389
 BHC  CO5  O51  double    1.201  0.020  1.201
 BHC  CO5  O52  single    1.316  0.020  1.316
 BHC  O52  H52  single    0.850  0.020  0.980
 BHC  C6   CO6  single    1.502  0.020  1.502
 BHC  CO6  O61  double    1.200  0.020  1.200
 BHC  CO6  O62  single    1.316  0.020  1.316
 BHC  O62  H62  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
 BHC  C6   C1   C2   119.97  3.000
 BHC  C6   C1   CO1  118.79  3.000
 BHC  C2   C1   CO1  121.22  3.000
 BHC  O12  CO1  O11  126.04  3.000
 BHC  O12  CO1  C1   111.45  3.000
 BHC  O11  CO1  C1   122.50  3.000
 BHC  H12  O12  CO1  110.93  3.000
 BHC  C3   C2   CO2  118.93  3.000
 BHC  C3   C2   C1   119.95  3.000
 BHC  CO2  C2   C1   121.09  3.000
 BHC  O22  CO2  O21  126.06  3.000
 BHC  O22  CO2  C2   111.50  3.000
 BHC  O21  CO2  C2   122.44  3.000
 BHC  H22  O22  CO2  111.07  3.000
 BHC  C4   C3   CO3  119.14  3.000
 BHC  C4   C3   C2   120.05  3.000
 BHC  CO3  C3   C2   120.78  3.000
 BHC  O32  CO3  O31  126.18  3.000
 BHC  O32  CO3  C3   111.42  3.000
 BHC  O31  CO3  C3   122.39  3.000
 BHC  H32  O32  CO3  111.00  3.000
 BHC  C5   C4   CO4  119.49  3.000
 BHC  C5   C4   C3   119.96  3.000
 BHC  CO4  C4   C3   120.46  3.000
 BHC  O42  CO4  O41  126.15  3.000
 BHC  O42  CO4  C4   111.63  3.000
 BHC  O41  CO4  C4   122.22  3.000
 BHC  H42  O42  CO4  110.95  3.000
 BHC  C6   C5   CO5  118.99  3.000
 BHC  C6   C5   C4   119.99  3.000
 BHC  CO5  C5   C4   120.99  3.000
 BHC  O52  CO5  O51  126.01  3.000
 BHC  O52  CO5  C5   111.56  3.000
 BHC  O51  CO5  C5   122.42  3.000
 BHC  H52  O52  CO5  111.09  3.000
 BHC  CO6  C6   C5   120.63  3.000
 BHC  CO6  C6   C1   119.27  3.000
 BHC  C5   C6   C1   120.06  3.000
 BHC  O62  CO6  O61  126.22  3.000
 BHC  O62  CO6  C6   111.25  3.000
 BHC  O61  CO6  C6   122.52  3.000
 BHC  H62  O62  CO6  110.95  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
 BHC  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 BHC  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 BHC  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 BHC  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 BHC  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 BHC  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 BHC  CONST_07  CO3  C3   C2   C1   180.00   0.0  0
 BHC  CONST_08  CO5  C5   C6   C1   180.00   0.0  0
 BHC  CONST_09  C3   C2   C1   CO1  180.00   0.0  0
 BHC  CONST_10  C5   C6   C1   CO1  180.00   0.0  0
 BHC  CONST_11  CO6  C6   C1   C2   180.00   0.0  0
 BHC  CONST_12  CO4  C4   C3   C2   180.00   0.0  0
 BHC  CONST_13  C6   C1   C2   CO2  180.00   0.0  0
 BHC  CONST_14  C4   C3   C2   CO2  180.00   0.0  0
 BHC  CONST_15  CO5  C5   C4   C3   180.00   0.0  0
 BHC  CONST_16  C5   C4   C3   CO3  180.00   0.0  0
 BHC  CONST_17  CO6  C6   C5   C4   180.00   0.0  0
 BHC  CONST_18  C6   C5   C4   CO4  180.00   0.0  0
 BHC  CONST_19  H12  O12  CO1  C1   180.00   0.0  0
 BHC  CONST_20  H22  O22  CO2  C2   180.00   0.0  0
 BHC  CONST_21  H32  O32  CO3  C3   180.00   0.0  0
 BHC  CONST_22  H42  O42  CO4  C4   180.00   0.0  0
 BHC  CONST_23  H52  O52  CO5  C5   180.00   0.0  0
 BHC  CONST_24  H62  O62  CO6  C6   180.00   0.0  0
 BHC  Var_01    O21  CO2  C2   C1   127.89  30.0  2
 BHC  Var_02    O61  CO6  C6   C1   -58.86  30.0  2
 BHC  Var_03    C2   C1   CO1  O11  125.79  30.0  3
 BHC  Var_04    O31  CO3  C3   C2   121.50  30.0  2
 BHC  Var_05    O41  CO4  C4   C3   121.77  30.0  2
 BHC  Var_06    O51  CO5  C5   C4   129.09  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
 BHC  plan-1  C1   0.020
 BHC  plan-1  CO1  0.020
 BHC  plan-1  C2   0.020
 BHC  plan-1  CO2  0.020
 BHC  plan-1  C3   0.020
 BHC  plan-1  CO3  0.020
 BHC  plan-1  C4   0.020
 BHC  plan-1  CO4  0.020
 BHC  plan-1  C5   0.020
 BHC  plan-1  CO5  0.020
 BHC  plan-1  C6   0.020
 BHC  plan-1  CO6  0.020
 BHC  plan-2  C1   0.020
 BHC  plan-2  CO1  0.020
 BHC  plan-2  O11  0.020
 BHC  plan-2  O12  0.020
 BHC  plan-2  H12  0.020
 BHC  plan-3  C2   0.020
 BHC  plan-3  CO2  0.020
 BHC  plan-3  O21  0.020
 BHC  plan-3  O22  0.020
 BHC  plan-3  H22  0.020
 BHC  plan-4  C3   0.020
 BHC  plan-4  CO3  0.020
 BHC  plan-4  O31  0.020
 BHC  plan-4  O32  0.020
 BHC  plan-4  H32  0.020
 BHC  plan-5  C4   0.020
 BHC  plan-5  CO4  0.020
 BHC  plan-5  O41  0.020
 BHC  plan-5  O42  0.020
 BHC  plan-5  H42  0.020
 BHC  plan-6  C5   0.020
 BHC  plan-6  CO5  0.020
 BHC  plan-6  O51  0.020
 BHC  plan-6  O52  0.020
 BHC  plan-6  H52  0.020
 BHC  plan-7  C6   0.020
 BHC  plan-7  CO6  0.020
 BHC  plan-7  O61  0.020
 BHC  plan-7  O62  0.020
 BHC  plan-7  H62  0.020

