# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 00:01:43 2020
#   Inital geometry file: a 71 line input string
#   Ligand name: 2-(1H-pyrrol-1-ylcarbonyl)benzene-1,3,5-triol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(O)c(c(O)c1)C(=O)n2cccc2
#
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
 PYU  PYU  2-(1H-pyrrol-1-ylcarbonyl)benzene-1,3,5-triol  ligand  25  16  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_PYU
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
 PYU  N1   N  NR5   0  -0.502  -2.0205   0.1240   0.0068
 PYU  C4   C  CR6   0   0.403   0.8570  -0.8239   0.2656
 PYU  C5   C  CR16  0  -0.461   2.6558   1.2326  -0.3072
 PYU  C6   C  CR16  0  -0.544   2.1722  -0.9231   0.6878
 PYU  C7   C  CR15  0  -0.027  -3.3197  -0.0941  -0.4135
 PYU  C8   C  CR15  0  -0.024  -1.9726   0.0274   1.3844
 PYU  C10  C  CR15  0  -0.365  -4.0769  -0.3502   0.6844
 PYU  C11  C  CR15  0  -0.349  -3.2231  -0.2586   1.8291
 PYU  C1   C  CR6   0  -0.337   0.3940   0.3258  -0.4049
 PYU  C9   C  CR6   0   0.408   3.0596   0.1171   0.4174
 PYU  C3   C  CR6   0   0.396   1.3459   1.3170  -0.7501
 PYU  C2   C  C     0   0.596  -0.9903   0.5177  -0.8381
 PYU  O1   O  O     0  -0.458  -1.2682   1.0686  -1.8928
 PYU  O4   O  OH1   0  -0.617   4.3357   0.0725   0.8113
 PYU  O2   O  OH1   0  -0.622   1.0213   2.3858  -1.4795
 PYU  H5   H  HCR6  0   0.277   3.3632   2.0132  -0.5547
 PYU  H6   H  HCR6  0   0.291   2.5136  -1.8188   1.1949
 PYU  H7   H  HCR5  0   0.290  -3.5798  -0.0733  -1.4580
 PYU  H8   H  HCR5  0   0.293  -1.0647   0.2169   1.9313
 PYU  H10  H  HCR5  0   0.255  -5.1310  -0.5777   0.6821
 PYU  H11  H  HCR5  0   0.256  -3.5105  -0.3792   2.8613
 PYU  HO4  H  HOH1  0   0.483   4.5200  -0.7442   1.2901
 PYU  HO2  H  HOH1  0   0.479   0.1529   2.2428  -1.8940
 PYU  HO3  H  HOH1  0   0.485   0.4091  -2.5491   0.9340
 PYU  O3   O  OH1   0  -0.607  -0.0034  -1.8316   0.4383

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
 PYU  C2   N1   single    1.389  0.020  1.389
 PYU  N1   C7   aromatic  1.383  0.020  1.383
 PYU  N1   C8   aromatic  1.382  0.020  1.382
 PYU  C1   C4   aromatic  1.409  0.020  1.409
 PYU  C6   C4   aromatic  1.385  0.020  1.385
 PYU  C4   O3   single    1.336  0.020  1.336
 PYU  C5   C3   aromatic  1.385  0.020  1.385
 PYU  C5   C9   aromatic  1.390  0.020  1.390
 PYU  C5   H5   single    0.930  0.020  1.080
 PYU  C9   C6   aromatic  1.394  0.020  1.394
 PYU  C6   H6   single    0.930  0.020  1.080
 PYU  C7   C10  aromatic  1.358  0.020  1.358
 PYU  C7   H7   single    0.930  0.020  1.080
 PYU  C8   C11  aromatic  1.358  0.020  1.358
 PYU  C8   H8   single    0.930  0.020  1.080
 PYU  C10  C11  aromatic  1.431  0.020  1.431
 PYU  C10  H10  single    0.930  0.020  1.080
 PYU  C11  H11  single    0.930  0.020  1.080
 PYU  C3   C1   aromatic  1.417  0.020  1.417
 PYU  C1   C2   single    1.463  0.020  1.463
 PYU  O4   C9   single    1.336  0.020  1.336
 PYU  O2   C3   single    1.334  0.020  1.334
 PYU  O1   C2   double    1.222  0.020  1.222
 PYU  O4   HO4  single    0.850  0.020  0.980
 PYU  O2   HO2  single    0.850  0.020  0.980
 PYU  O3   HO3  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
 PYU  C2   N1   C8   126.89  3.000
 PYU  C8   N1   C7   108.94  3.000
 PYU  C2   N1   C7   123.82  3.000
 PYU  O3   C4   C1   117.73  3.000
 PYU  O3   C4   C6   121.20  3.000
 PYU  C1   C4   C6   121.03  3.000
 PYU  H5   C5   C3   120.07  3.000
 PYU  H5   C5   C9   120.54  3.000
 PYU  C3   C5   C9   119.35  3.000
 PYU  H6   C6   C9   120.44  3.000
 PYU  H6   C6   C4   120.05  3.000
 PYU  C9   C6   C4   119.48  3.000
 PYU  H7   C7   C10  130.79  3.000
 PYU  H7   C7   N1   121.26  3.000
 PYU  C10  C7   N1   107.93  3.000
 PYU  H8   C8   C11  130.35  3.000
 PYU  H8   C8   N1   121.56  3.000
 PYU  C11  C8   N1   108.01  3.000
 PYU  H10  C10  C11  126.75  3.000
 PYU  H10  C10  C7   125.67  3.000
 PYU  C11  C10  C7   107.58  3.000
 PYU  H11  C11  C10  126.84  3.000
 PYU  H11  C11  C8   125.63  3.000
 PYU  C10  C11  C8   107.52  3.000
 PYU  C2   C1   C3   118.14  3.000
 PYU  C2   C1   C4   123.97  3.000
 PYU  C3   C1   C4   117.77  3.000
 PYU  O4   C9   C6   121.73  3.000
 PYU  O4   C9   C5   117.25  3.000
 PYU  C6   C9   C5   121.00  3.000
 PYU  O2   C3   C1   122.02  3.000
 PYU  O2   C3   C5   116.97  3.000
 PYU  C1   C3   C5   120.98  3.000
 PYU  O1   C2   C1   122.00  3.000
 PYU  O1   C2   N1   118.95  3.000
 PYU  C1   C2   N1   118.97  3.000
 PYU  HO4  O4   C9   110.92  3.000
 PYU  HO2  O2   C3   109.41  3.000
 PYU  HO3  O3   C4   110.61  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
 PYU  CONST_01  C11  C10  C7   N1     0.00   0.0  0
 PYU  CONST_02  C10  C11  C8   N1     0.00   0.0  0
 PYU  CONST_03  C5   C3   C1   C4     0.00   0.0  0
 PYU  CONST_04  C5   C9   C6   C4     0.00   0.0  0
 PYU  CONST_05  C3   C1   C4   C6     0.00   0.0  0
 PYU  CONST_06  C3   C5   C9   C6     0.00   0.0  0
 PYU  CONST_07  C11  C8   N1   C7     0.00   0.0  0
 PYU  CONST_08  C8   C11  C10  C7     0.00   0.0  0
 PYU  CONST_09  C10  C7   N1   C8     0.00   0.0  0
 PYU  CONST_10  C9   C6   C4   C1     0.00   0.0  0
 PYU  CONST_11  C9   C5   C3   C1     0.00   0.0  0
 PYU  CONST_12  O2   C3   C1   C4   180.00   0.0  0
 PYU  CONST_13  O4   C9   C6   C4   180.00   0.0  0
 PYU  CONST_14  C2   C1   C3   C5   180.00   0.0  0
 PYU  CONST_15  C2   C1   C4   C6   180.00   0.0  0
 PYU  CONST_16  C2   N1   C7   C10  180.00   0.0  0
 PYU  CONST_17  C2   N1   C8   C11  180.00   0.0  0
 PYU  CONST_18  O2   C3   C5   C9   180.00   0.0  0
 PYU  CONST_19  O3   C4   C6   C9   180.00   0.0  0
 PYU  CONST_20  O4   C9   C5   C3   180.00   0.0  0
 PYU  CONST_21  O3   C4   C1   C3   180.00   0.0  0
 PYU  CONST_24  H10  C10  C7   N1   180.00   0.0  0
 PYU  CONST_25  H11  C11  C8   N1   180.00   0.0  0
 PYU  CONST_26  H6   C6   C9   C5   180.00   0.0  0
 PYU  CONST_27  H5   C5   C9   C6   180.00   0.0  0
 PYU  CONST_28  H8   C8   N1   C7   180.00   0.0  0
 PYU  CONST_29  H7   C7   N1   C8   180.00   0.0  0
 PYU  Var_01    C4   C1   C2   N1    41.00  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
 PYU  plan-1  N1   0.020
 PYU  plan-1  C7   0.020
 PYU  plan-1  C8   0.020
 PYU  plan-1  C10  0.020
 PYU  plan-1  C11  0.020
 PYU  plan-1  C1   0.020
 PYU  plan-1  C2   0.020
 PYU  plan-1  O1   0.020
 PYU  plan-1  H7   0.020
 PYU  plan-1  H8   0.020
 PYU  plan-1  H10  0.020
 PYU  plan-1  H11  0.020
 PYU  plan-2  C4   0.020
 PYU  plan-2  C5   0.020
 PYU  plan-2  C6   0.020
 PYU  plan-2  C1   0.020
 PYU  plan-2  C9   0.020
 PYU  plan-2  C3   0.020
 PYU  plan-2  C2   0.020
 PYU  plan-2  O4   0.020
 PYU  plan-2  O2   0.020
 PYU  plan-2  H5   0.020
 PYU  plan-2  H6   0.020
 PYU  plan-2  O3   0.020

