# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 04:46:12 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: 4-bromo-3-(carboxymethoxy)-5-(4-hydroxyphenyl)thiophene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1c(Br)c(sc1C(O)=O)c2ccc(O)cc2
#
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
 694  694  '4-bromo-3-(carboxymethoxy)-5-(4-hydroxyphenyl)thiophene-2-carboxylic acid'  ligand  30  21  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_694
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
 694  C1    C   CR16  0  -0.275  -3.0308  -0.6295  -0.9872
 694  C2    C   CR16  0  -0.323  -4.3988  -0.7926  -1.0861
 694  C3    C   CR6   0   0.359  -5.2575   0.0700  -0.4041
 694  C4    C   CR16  0  -0.369  -4.7233   1.0953   0.3738
 694  C5    C   CR16  0  -0.281  -3.3514   1.2489   0.4683
 694  C6    C   CR6   0   0.062  -2.4821   0.3897  -0.2044
 694  C7    C   CR5   0  -0.186  -1.0367   0.5818  -0.1147
 694  C8    C   CR5   0  -0.140  -0.0326  -0.3213   0.1155
 694  C9    C   CR5   0   0.485   1.2629   0.2588   0.1417
 694  C10   C   CR5   0  -0.431   1.2299   1.6127  -0.0802
 694  S1    S   S2    0   0.315  -0.3834   2.1580  -0.3187
 694  C11   C   C     0   0.549   2.3592   2.5389  -0.0965
 694  O1    O   OH1   0  -0.601   1.9474   3.7916  -0.2482
 694  O2    O   O     0  -0.425   3.5155   2.2114   0.0125
 694  O3    O   O2    0  -0.456   2.3629  -0.4597   0.4099
 694  C12   C   CH2   0  -0.266   3.0898  -0.8888  -0.7247
 694  C13   C   C     0   0.503   4.3328  -1.5849  -0.2336
 694  O4    O   OH1   0  -0.590   5.0573  -2.0024  -1.2600
 694  O5    O   O     0  -0.424   4.6238  -1.7381   0.9208
 694  BR1   BR  BR    0   0.007  -0.2767  -2.1336   0.4810
 694  O6    O   OH1   0  -0.622  -6.5781  -0.1298  -0.5348
 694  H1    H   HCR6  0   0.264  -2.3851  -1.2895  -1.5505
 694  H2    H   HCR6  0   0.273  -4.8083  -1.5834  -1.7019
 694  H4    H   HCR6  0   0.281  -5.3762   1.7718   0.9128
 694  H5    H   HCR6  0   0.268  -2.9569   2.0423   1.0911
 694  HO1   H   HOH1  0   0.495   2.7039   4.3971  -0.2695
 694  H121  H   HCH2  0   0.280   3.3777  -0.0472  -1.3610
 694  H122  H   HCH2  0   0.281   2.5031  -1.5825  -1.3372
 694  HO4   H   HOH1  0   0.490   5.8602  -2.4467  -0.9484
 694  HO6   H   HOH1  0   0.479  -7.0739   0.5372  -0.0459

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
 694  C1   C2    aromatic  1.381  0.020  1.381
 694  C1   C6    aromatic  1.397  0.020  1.397
 694  C1   H1    single    0.930  0.020  1.080
 694  C2   C3    aromatic  1.395  0.020  1.395
 694  C2   H2    single    0.930  0.020  1.080
 694  C3   C4    aromatic  1.393  0.020  1.393
 694  C3   O6    single    1.342  0.020  1.342
 694  C4   C5    aromatic  1.384  0.020  1.384
 694  C4   H4    single    0.930  0.020  1.080
 694  C5   C6    aromatic  1.395  0.020  1.395
 694  C5   H5    single    0.930  0.020  1.080
 694  C6   C7    single    1.461  0.020  1.461
 694  C7   C8    aromatic  1.370  0.020  1.370
 694  C7   S1    aromatic  1.718  0.020  1.718
 694  C8   C9    aromatic  1.420  0.020  1.420
 694  C8   BR1   single    1.865  0.020  1.865
 694  C9   C10   aromatic  1.372  0.020  1.372
 694  C9   O3    single    1.341  0.020  1.341
 694  C10  S1    aromatic  1.720  0.020  1.720
 694  C10  C11   single    1.461  0.020  1.461
 694  C11  O1    single    1.327  0.020  1.327
 694  C11  O2    double    1.207  0.020  1.207
 694  O1   HO1   single    0.850  0.020  0.980
 694  O3   C12   single    1.414  0.020  1.414
 694  C12  C13   single    1.507  0.020  1.507
 694  C12  H121  single    0.970  0.020  1.090
 694  C12  H122  single    0.970  0.020  1.090
 694  C13  O4    single    1.324  0.020  1.324
 694  C13  O5    double    1.200  0.020  1.200
 694  O4   HO4   single    0.850  0.020  0.980
 694  O6   HO6   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
 694  H1    C1   C6    120.16  3.000
 694  H1    C1   C2    118.81  3.000
 694  C6    C1   C2    121.01  3.000
 694  H2    C2   C3    119.79  3.000
 694  H2    C2   C1    120.11  3.000
 694  C3    C2   C1    120.10  3.000
 694  O6    C3   C4    122.76  3.000
 694  O6    C3   C2    117.77  3.000
 694  C4    C3   C2    119.46  3.000
 694  H4    C4   C5    119.61  3.000
 694  H4    C4   C3    120.40  3.000
 694  C5    C4   C3    119.99  3.000
 694  H5    C5   C6    120.09  3.000
 694  H5    C5   C4    118.80  3.000
 694  C6    C5   C4    121.10  3.000
 694  C7    C6   C5    120.39  3.000
 694  C7    C6   C1    121.25  3.000
 694  C5    C6   C1    118.34  3.000
 694  S1    C7   C8    110.24  3.000
 694  S1    C7   C6    119.31  3.000
 694  C8    C7   C6    130.45  3.000
 694  BR1   C8   C9    120.86  3.000
 694  BR1   C8   C7    125.28  3.000
 694  C9    C8   C7    113.74  3.000
 694  O3    C9   C10   125.50  3.000
 694  O3    C9   C8    122.23  3.000
 694  C10   C9   C8    112.22  3.000
 694  C11   C10  S1    121.52  3.000
 694  C11   C10  C9    127.50  3.000
 694  S1    C10  C9    110.96  3.000
 694  C10   S1   C7     92.83  3.000
 694  O2    C11  O1    124.32  3.000
 694  O2    C11  C10   124.59  3.000
 694  O1    C11  C10   111.09  3.000
 694  HO1   O1   C11   110.48  3.000
 694  C12   O3   C9    115.07  3.000
 694  H122  C12  H121  107.63  3.000
 694  H122  C12  C13   109.35  3.000
 694  H121  C12  C13   109.14  3.000
 694  H122  C12  O3    111.43  3.000
 694  H121  C12  O3    111.64  3.000
 694  C13   C12  O3    107.62  3.000
 694  O5    C13  O4    124.94  3.000
 694  O5    C13  C12   124.91  3.000
 694  O4    C13  C12   110.15  3.000
 694  HO4   O4   C13   110.40  3.000
 694  HO6   O6   C3    110.71  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
 694  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 694  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 694  CONST_05  C5   C6   C1   C2      0.00   0.0  0
 694  CONST_06  C7   C6   C1   C2    180.00   0.0  0
 694  CONST_07  C5   C4   C3   C2      0.00   0.0  0
 694  CONST_08  C6   C1   C2   C3      0.00   0.0  0
 694  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 694  CONST_10  C7   C6   C5   C4    180.00   0.0  0
 694  CONST_13  C9   C8   C7   C6    180.00   0.0  0
 694  CONST_14  C10  S1   C7   C6    180.00   0.0  0
 694  CONST_15  C10  C9   C8   C7      0.00   0.0  0
 694  CONST_16  C9   C10  S1   C7      0.00   0.0  0
 694  CONST_17  C10  S1   C7   C8      0.00   0.0  0
 694  CONST_18  S1   C10  C9   C8      0.00   0.0  0
 694  CONST_19  S1   C7   C8   C9      0.00   0.0  0
 694  CONST_20  O6   C3   C2   C1    180.00   0.0  0
 694  CONST_21  O6   C3   C4   C5    180.00   0.0  0
 694  CONST_22  BR1  C8   C7   C6      0.00   0.0  0
 694  CONST_23  O3   C9   C8   C7    180.00   0.0  0
 694  CONST_24  C11  C10  S1   C7    180.00   0.0  0
 694  CONST_25  C11  C10  C9   C8    180.00   0.0  0
 694  CONST_26  BR1  C8   C9   C10   180.00   0.0  0
 694  CONST_27  BR1  C8   C7   S1    180.00   0.0  0
 694  CONST_28  O3   C9   C10  S1    180.00   0.0  0
 694  CONST_29  H5   C5   C6   C1    180.00   0.0  0
 694  CONST_30  H4   C4   C3   C2    180.00   0.0  0
 694  CONST_31  H1   C1   C2   C3    180.00   0.0  0
 694  CONST_32  H2   C2   C3   C4    180.00   0.0  0
 694  CONST_33  HO1  O1   C11  C10   180.00   0.0  0
 694  CONST_34  HO4  O4   C13  C12   180.00   0.0  0
 694  Var_01    O1   C11  C10  C9   -175.53  30.0  2
 694  Var_02    C13  C12  O3   C9    175.89  30.0  3
 694  Var_03    O4   C13  C12  O3   -179.66  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
 694  plan-1  C6   0.020
 694  plan-1  C7   0.020
 694  plan-1  C8   0.020
 694  plan-1  C9   0.020
 694  plan-1  C10  0.020
 694  plan-1  S1   0.020
 694  plan-1  C11  0.020
 694  plan-1  O3   0.020
 694  plan-1  BR1  0.020
 694  plan-2  C1   0.020
 694  plan-2  C2   0.020
 694  plan-2  C3   0.020
 694  plan-2  C4   0.020
 694  plan-2  C5   0.020
 694  plan-2  C6   0.020
 694  plan-2  C7   0.020
 694  plan-2  O6   0.020
 694  plan-2  H1   0.020
 694  plan-2  H2   0.020
 694  plan-2  H4   0.020
 694  plan-2  H5   0.020
 694  plan-3  C10  0.020
 694  plan-3  C11  0.020
 694  plan-3  O1   0.020
 694  plan-3  O2   0.020
 694  plan-3  HO1  0.020
 694  plan-4  C12  0.020
 694  plan-4  C13  0.020
 694  plan-4  O4   0.020
 694  plan-4  O5   0.020
 694  plan-4  HO4  0.020

