# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 08:01:56 2020
#   Inital geometry file: a 59 line input string
#   Ligand name: 3-pyrrol-1-ylthiophene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1sccc1n2cccc2
#
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
 6XI  6XI  '3-pyrrol-1-ylthiophene-2-carboxylic acid'  ligand  20  13  .  2021-08-05  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_6XI
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
 6XI  C11   C  CR15  0  -0.366   3.5220   0.5967  -0.4129
 6XI  C12   C  CR15  0  -0.065   2.2746   1.0513  -0.7330
 6XI  O01   O  O     0  -0.422   0.0910  -2.3320  -0.3635
 6XI  C03   C  CR5   0  -0.382  -1.0125  -0.2700   0.0424
 6XI  C04   C  CR5   0   0.421  -0.0038   0.6675   0.0762
 6XI  C05   C  CR15  0  -0.197  -0.4955   1.9955   0.1462
 6XI  C06   C  CR15  0  -0.444  -1.8559   2.0408   0.1708
 6XI  S07   S  S2    0   0.291  -2.5561   0.4918   0.1219
 6XI  N08   N  NR5   0  -0.525   1.3670   0.4012   0.0680
 6XI  C09   C  CR15  0  -0.045   2.0351  -0.4522   0.9068
 6XI  C10   C  CR15  0  -0.362   3.3699  -0.3541   0.6351
 6XI  O13   O  OH1   0  -0.603  -2.1312  -2.2754  -0.1058
 6XI  H111  H  HCR5  0   0.248   4.4436   0.9054  -0.8802
 6XI  H121  H  HCR5  0   0.284   1.9497   1.7627  -1.4749
 6XI  H051  H  HCR5  0   0.294   0.1413   2.8667   0.1962
 6XI  H061  H  HCR5  0   0.316  -2.4811   2.9176   0.2396
 6XI  H091  H  HCR5  0   0.278   1.5087  -1.0388   1.6405
 6XI  H101  H  HCR5  0   0.247   4.1546  -0.8988   1.1357
 6XI  H1    H  HOH1  0   0.493  -2.0670  -3.2294  -0.2624
 6XI  C02   C  C     0   0.537  -0.9258  -1.7176  -0.1582

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
 6XI  C11  C12   aromatic  1.366  0.020  1.366
 6XI  C11  C10   aromatic  1.423  0.020  1.423
 6XI  C12  N08   aromatic  1.374  0.020  1.374
 6XI  O01  C02   double    1.206  0.020  1.206
 6XI  C02  C03   single    1.464  0.020  1.464
 6XI  C02  O13   single    1.329  0.020  1.329
 6XI  C03  C04   aromatic  1.378  0.020  1.378
 6XI  C03  S07   aromatic  1.723  0.020  1.723
 6XI  C04  C05   aromatic  1.418  0.020  1.418
 6XI  C04  N08   single    1.396  0.020  1.396
 6XI  C05  C06   aromatic  1.361  0.020  1.361
 6XI  C06  S07   aromatic  1.701  0.020  1.701
 6XI  N08  C09   aromatic  1.371  0.020  1.371
 6XI  C09  C10   aromatic  1.366  0.020  1.366
 6XI  C11  H111  single    0.930  0.020  1.080
 6XI  C12  H121  single    0.930  0.020  1.080
 6XI  C05  H051  single    0.930  0.020  1.080
 6XI  C06  H061  single    0.930  0.020  1.080
 6XI  C09  H091  single    0.930  0.020  1.080
 6XI  C10  H101  single    0.930  0.020  1.080
 6XI  O13  H1    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
 6XI  H111  C11  C10  126.99  3.000
 6XI  H111  C11  C12  125.71  3.000
 6XI  C10   C11  C12  107.30  3.000
 6XI  H121  C12  N08  120.96  3.000
 6XI  H121  C12  C11  131.01  3.000
 6XI  N08   C12  C11  108.01  3.000
 6XI  S07   C03  C04  110.72  3.000
 6XI  S07   C03  C02  119.77  3.000
 6XI  C04   C03  C02  129.28  3.000
 6XI  N08   C04  C05  121.29  3.000
 6XI  N08   C04  C03  126.07  3.000
 6XI  C05   C04  C03  112.63  3.000
 6XI  H051  C05  C06  124.15  3.000
 6XI  H051  C05  C04  123.59  3.000
 6XI  C06   C05  C04  112.25  3.000
 6XI  H061  C06  S07  120.23  3.000
 6XI  H061  C06  C05  127.39  3.000
 6XI  S07   C06  C05  112.37  3.000
 6XI  C06   S07  C03   92.02  3.000
 6XI  C09   N08  C04  126.42  3.000
 6XI  C09   N08  C12  109.24  3.000
 6XI  C04   N08  C12  124.17  3.000
 6XI  H091  C09  C10  130.73  3.000
 6XI  H091  C09  N08  121.20  3.000
 6XI  C10   C09  N08  108.05  3.000
 6XI  H101  C10  C09  125.63  3.000
 6XI  H101  C10  C11  126.97  3.000
 6XI  C09   C10  C11  107.40  3.000
 6XI  H1    O13  C02  110.29  3.000
 6XI  O13   C02  C03  110.85  3.000
 6XI  O13   C02  O01  123.90  3.000
 6XI  C03   C02  O01  125.25  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
 6XI  CONST_01  C04   N08  C12  C11  180.00   0.0  0
 6XI  CONST_02  C09   N08  C12  C11    0.00   0.0  0
 6XI  CONST_03  N08   C09  C10  C11    0.00   0.0  0
 6XI  CONST_04  C09   C10  C11  C12    0.00   0.0  0
 6XI  CONST_07  C10   C09  N08  C12    0.00   0.0  0
 6XI  CONST_08  C06   C05  C04  C03    0.00   0.0  0
 6XI  CONST_10  C05   C06  S07  C03    0.00   0.0  0
 6XI  CONST_11  C06   S07  C03  C04    0.00   0.0  0
 6XI  CONST_12  S07   C06  C05  C04    0.00   0.0  0
 6XI  CONST_13  C10   C09  N08  C04  180.00   0.0  0
 6XI  CONST_14  S07   C03  C04  C05    0.00   0.0  0
 6XI  CONST_16  N08   C04  C05  C06  180.00   0.0  0
 6XI  CONST_17  N08   C04  C03  S07  180.00   0.0  0
 6XI  CONST_18  C10   C11  C12  N08    0.00   0.0  0
 6XI  CONST_19  C05   C04  C03  C02  180.00   0.0  0
 6XI  CONST_20  N08   C04  C03  C02    0.00   0.0  0
 6XI  CONST_21  C06   S07  C03  C02  180.00   0.0  0
 6XI  CONST_22  H091  C09  C10  C11  180.00   0.0  0
 6XI  CONST_23  H101  C10  C11  C12  180.00   0.0  0
 6XI  CONST_24  H051  C05  C04  C03  180.00   0.0  0
 6XI  CONST_25  H061  C06  S07  C03  180.00   0.0  0
 6XI  CONST_26  H121  C12  N08  C04    0.00   0.0  0
 6XI  CONST_27  H111  C11  C12  N08  180.00   0.0  0
 6XI  CONST_28  H1    O13  C02  C03  180.00   0.0  0
 6XI  Var_01    C04   C03  C02  O01   -1.83  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
 6XI  plan-1  C11   0.020
 6XI  plan-1  C12   0.020
 6XI  plan-1  C04   0.020
 6XI  plan-1  N08   0.020
 6XI  plan-1  C09   0.020
 6XI  plan-1  C10   0.020
 6XI  plan-1  H111  0.020
 6XI  plan-1  H121  0.020
 6XI  plan-1  H091  0.020
 6XI  plan-1  H101  0.020
 6XI  plan-2  C03   0.020
 6XI  plan-2  C04   0.020
 6XI  plan-2  C05   0.020
 6XI  plan-2  C06   0.020
 6XI  plan-2  S07   0.020
 6XI  plan-2  N08   0.020
 6XI  plan-2  H051  0.020
 6XI  plan-2  H061  0.020
 6XI  plan-2  C02   0.020
 6XI  plan-3  O01   0.020
 6XI  plan-3  C03   0.020
 6XI  plan-3  O13   0.020
 6XI  plan-3  H1    0.020
 6XI  plan-3  C02   0.020

