# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 10:18:05 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  28  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 PERFECT
;

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  -0.281  -3.0353  -0.5737  -0.8814
 694  C2    C   CR16   0  -0.370  -4.4065  -0.7410  -0.9760
 694  C3    C   CR6    0   0.351  -5.2656   0.1261  -0.3044
 694  C4    C   CR16   0  -0.324  -4.7310   1.1606   0.4613
 694  C5    C   CR16   0  -0.289  -3.3596   1.3147   0.5524
 694  C6    C   CR6    0   0.067  -2.4849   0.4513  -0.1119
 694  C7    C   CR5    0  -0.198  -1.0378   0.6499  -0.0258
 694  C8    C   CR5    0  -0.148  -0.0303  -0.2390   0.2212
 694  C9    C   CR5    0   0.437   1.2773   0.3381   0.2352
 694  C10   C   CR5    0  -0.442   1.2460   1.6822  -0.0198
 694  S1    S   S2     0   0.233  -0.3686   2.2220  -0.2617
 694  C11   C   C      0   0.423   2.3262   2.7251  -0.1036
 694  O1    O   OC    -1  -0.598   1.9050   3.8791  -0.3194
 694  O2    O   O      0  -0.570   3.5014   2.3535   0.0441
 694  O3    O   O2     0  -0.460   2.3652  -0.4009   0.5024
 694  C12   C   CH2    0  -0.292   3.0904  -0.8177  -0.6523
 694  C13   C   C      0   0.368   4.2773  -1.7078  -0.2663
 694  O4    O   OC    -1  -0.627   4.9352  -2.1153  -1.2450
 694  O5    O   O      0  -0.596   4.4797  -1.9361   0.9352
 694  BR1   BR  BR     0  -0.035  -0.2760  -2.0522   0.6215
 694  O6    O   OH1    0  -0.627  -6.6046   0.0128  -0.3628
 694  H1    H   HCR6   0   0.259  -2.3906  -1.2415  -1.4366
 694  H2    H   HCR6   0   0.275  -4.8061  -1.5456  -1.5830
 694  H4    H   HCR6   0   0.268  -5.3911   1.8382   0.9878
 694  H5    H   HCR6   0   0.258  -2.9637   2.1166   1.1635
 694  H121  H   HCH2   0   0.228   3.4564   0.0587  -1.1948
 694  H122  H   HCH2   0   0.214   2.4299  -1.3719  -1.3305
 694  HO6   H   HOH1   0   0.476  -6.8558  -0.7268  -0.9275

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  1.385  0.020  1.385
 694  C1   C6    aromatic  1.395  0.020  1.395
 694  C1   H1    single    0.930  0.020  1.080
 694  C2   C3    aromatic  1.393  0.020  1.393
 694  C2   H2    single    0.930  0.020  1.080
 694  C3   C4    aromatic  1.394  0.020  1.394
 694  C3   O6    single    1.345  0.020  1.345
 694  C4   C5    aromatic  1.383  0.020  1.383
 694  C4   H4    single    0.930  0.020  1.080
 694  C5   C6    aromatic  1.397  0.020  1.397
 694  C5   H5    single    0.930  0.020  1.080
 694  C6   C7    single    1.463  0.020  1.463
 694  C7   C8    aromatic  1.366  0.020  1.366
 694  C7   S1    aromatic  1.725  0.020  1.725
 694  C8   C9    aromatic  1.429  0.020  1.429
 694  C8   BR1   single    1.873  0.020  1.873
 694  C9   C10   aromatic  1.368  0.020  1.368
 694  C9   O3    single    1.342  0.020  1.342
 694  C10  S1    aromatic  1.719  0.020  1.719
 694  C10  C11   single    1.504  0.020  1.504
 694  C11  O1    deloc     1.247  0.020  1.247
 694  C11  O2    deloc     1.241  0.020  1.241
 694  O3   C12   single    1.426  0.020  1.426
 694  C12  C13   single    1.533  0.020  1.533
 694  C12  H121  single    0.970  0.020  1.090
 694  C12  H122  single    0.970  0.020  1.090
 694  C13  O4    deloc     1.248  0.020  1.248
 694  C13  O5    deloc     1.240  0.020  1.240
 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    120.11  3.000
 694  H1    C1   C2    118.72  3.000
 694  C6    C1   C2    121.15  3.000
 694  H2    C2   C3    120.30  3.000
 694  H2    C2   C1    119.54  3.000
 694  C3    C2   C1    120.16  3.000
 694  O6    C3   C4    117.92  3.000
 694  O6    C3   C2    122.72  3.000
 694  C4    C3   C2    119.36  3.000
 694  H4    C4   C5    120.19  3.000
 694  H4    C4   C3    119.86  3.000
 694  C5    C4   C3    119.95  3.000
 694  H5    C5   C6    119.79  3.000
 694  H5    C5   C4    118.83  3.000
 694  C6    C5   C4    121.37  3.000
 694  C7    C6   C5    120.49  3.000
 694  C7    C6   C1    121.50  3.000
 694  C5    C6   C1    117.99  3.000
 694  S1    C7   C8    109.37  3.000
 694  S1    C7   C6    119.96  3.000
 694  C8    C7   C6    130.67  3.000
 694  BR1   C8   C9    120.58  3.000
 694  BR1   C8   C7    124.88  3.000
 694  C9    C8   C7    114.44  3.000
 694  O3    C9   C10   126.62  3.000
 694  O3    C9   C8    121.42  3.000
 694  C10   C9   C8    111.95  3.000
 694  C11   C10  S1    116.67  3.000
 694  C11   C10  C9    132.46  3.000
 694  S1    C10  C9    110.86  3.000
 694  C10   S1   C7     93.38  3.000
 694  O2    C11  O1    128.12  3.000
 694  O2    C11  C10   117.76  3.000
 694  O1    C11  C10   114.12  3.000
 694  C12   O3   C9    114.33  3.000
 694  H122  C12  H121  107.43  3.000
 694  H122  C12  C13   109.18  3.000
 694  H121  C12  C13   109.34  3.000
 694  H122  C12  O3    110.00  3.000
 694  H121  C12  O3    109.73  3.000
 694  C13   C12  O3    111.08  3.000
 694  O5    C13  O4    127.88  3.000
 694  O5    C13  C12   118.52  3.000
 694  O4    C13  C12   113.61  3.000
 694  HO6   O6   C3    110.46  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  Var_01    O1   C11  C10  C9   -177.84  30.0  2
 694  Var_02    C13  C12  O3   C9   -177.38  30.0  3
 694  Var_03    O4   C13  C12  O3    179.06  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-4  C12  0.020
 694  plan-4  C13  0.020
 694  plan-4  O4   0.020
 694  plan-4  O5   0.020

