# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 13:38:29 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: 5-(2-fluoro-4-hydroxyphenyl)-1-methyl-1H-pyrrole-2-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1c(ccc1c2ccc(O)cc2F)C#N
#
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
 9FG  9FG  5-(2-fluoro-4-hydroxyphenyl)-1-methyl-1H-pyrrole-2-carbonitrile  ligand  25  16  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9FG
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
 9FG  C12  C  CSP   0  -0.006  -4.1173  -0.5168   0.0845
 9FG  C11  C  CR6   0   0.541   1.5846   0.9644   0.4334
 9FG  C10  C  CR16  0  -0.489   2.9333   0.7326   0.5901
 9FG  C9   C  CR6   0   0.376   3.4691  -0.4573   0.1024
 9FG  N2   N  NS    0  -0.254  -5.1305  -1.0089   0.3405
 9FG  C8   C  CR16  0  -0.387   2.6376  -1.3819  -0.5290
 9FG  C7   C  CR16  0  -0.243   1.2891  -1.1098  -0.6686
 9FG  N1   N  NR5   0  -0.496  -1.6840  -0.4431   0.1023
 9FG  C1   C  CH3   0  -0.547  -1.5121  -1.6806   0.8357
 9FG  C5   C  CR5   0   0.365  -0.7015   0.3778  -0.3488
 9FG  C6   C  CR6   0  -0.229   0.7207   0.0711  -0.1894
 9FG  C4   C  CR15  0  -0.378  -1.2928   1.4661  -0.9707
 9FG  C3   C  CR15  0  -0.302  -2.6784   1.2913  -0.9059
 9FG  C2   C  CR5   0   0.278  -2.8954   0.1005  -0.2380
 9FG  F1   F  F     0  -0.299   1.0849   2.1081   0.9182
 9FG  O1   O  OH1   0  -0.620   4.7844  -0.6552   0.2671
 9FG  H1   H  HCR6  0   0.291   3.5601   1.4612   1.0887
 9FG  H2   H  HCR6  0   0.282   3.0422  -2.3074  -0.9193
 9FG  H3   H  HCR6  0   0.277   0.6634  -1.8308  -1.1793
 9FG  H4   H  HCH3  0   0.268  -1.5192  -2.5407   0.1680
 9FG  H5   H  HCH3  0   0.278  -0.5688  -1.6574   1.3733
 9FG  H6   H  HCH3  0   0.276  -2.3133  -1.7904   1.5630
 9FG  H7   H  HCR5  0   0.263  -0.7655   2.2818  -1.4378
 9FG  H8   H  HCR5  0   0.273  -3.4455   1.9432  -1.2917
 9FG  H9   H  HOH1  0   0.481   5.0529  -1.4984  -0.1158

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
 9FG  C8   C7   aromatic  1.383  0.020  1.383
 9FG  C8   C9   aromatic  1.395  0.020  1.395
 9FG  C7   C6   aromatic  1.395  0.020  1.395
 9FG  C1   N1   single    1.449  0.020  1.449
 9FG  O1   C9   single    1.340  0.020  1.340
 9FG  C9   C10  aromatic  1.393  0.020  1.393
 9FG  N2   C12  triple    1.155  0.020  1.155
 9FG  N1   C2   aromatic  1.371  0.020  1.371
 9FG  N1   C5   aromatic  1.357  0.020  1.357
 9FG  C12  C2   single    1.406  0.020  1.406
 9FG  C6   C5   single    1.464  0.020  1.464
 9FG  C6   C11  aromatic  1.390  0.020  1.390
 9FG  C2   C3   aromatic  1.382  0.020  1.382
 9FG  C5   C4   aromatic  1.386  0.020  1.386
 9FG  C10  C11  aromatic  1.378  0.020  1.378
 9FG  C11  F1   single    1.339  0.020  1.339
 9FG  C3   C4   aromatic  1.398  0.020  1.398
 9FG  C10  H1   single    0.930  0.020  1.080
 9FG  C8   H2   single    0.930  0.020  1.080
 9FG  C7   H3   single    0.930  0.020  1.080
 9FG  C1   H4   single    0.970  0.020  1.090
 9FG  C1   H5   single    0.970  0.020  1.090
 9FG  C1   H6   single    0.970  0.020  1.090
 9FG  C4   H7   single    0.930  0.020  1.080
 9FG  C3   H8   single    0.930  0.020  1.080
 9FG  O1   H9   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
 9FG  C2  C12  N2   180.00  3.000
 9FG  F1  C11  C6   118.64  3.000
 9FG  F1  C11  C10  117.90  3.000
 9FG  C6  C11  C10  123.46  3.000
 9FG  H1  C10  C9   120.89  3.000
 9FG  H1  C10  C11  120.40  3.000
 9FG  C9  C10  C11  118.71  3.000
 9FG  O1  C9   C8   122.88  3.000
 9FG  O1  C9   C10  117.42  3.000
 9FG  C8  C9   C10  119.70  3.000
 9FG  H2  C8   C7   119.75  3.000
 9FG  H2  C8   C9   120.47  3.000
 9FG  C7  C8   C9   119.78  3.000
 9FG  H3  C7   C6   119.35  3.000
 9FG  H3  C7   C8   118.70  3.000
 9FG  C6  C7   C8   121.94  3.000
 9FG  C2  N1   C5   108.50  3.000
 9FG  C5  N1   C1   126.79  3.000
 9FG  C2  N1   C1   124.70  3.000
 9FG  H6  C1   H5   108.12  3.000
 9FG  H6  C1   H4   109.00  3.000
 9FG  H5  C1   H4   109.02  3.000
 9FG  H6  C1   N1   109.72  3.000
 9FG  H5  C1   N1   109.60  3.000
 9FG  H4  C1   N1   111.32  3.000
 9FG  C4  C5   C6   128.90  3.000
 9FG  C4  C5   N1   108.37  3.000
 9FG  C6  C5   N1   122.71  3.000
 9FG  C5  C6   C7   122.39  3.000
 9FG  C5  C6   C11  121.20  3.000
 9FG  C7  C6   C11  116.40  3.000
 9FG  H7  C4   C3   126.84  3.000
 9FG  H7  C4   C5   125.45  3.000
 9FG  C3  C4   C5   107.69  3.000
 9FG  H8  C3   C2   125.59  3.000
 9FG  H8  C3   C4   127.81  3.000
 9FG  C2  C3   C4   106.60  3.000
 9FG  C3  C2   N1   108.83  3.000
 9FG  C3  C2   C12  128.70  3.000
 9FG  N1  C2   C12  122.47  3.000
 9FG  H9  O1   C9   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
 9FG  CONST_01  C8  C7   C6   C11    0.00   0.0  0
 9FG  CONST_04  C8  C9   C10  C11    0.00   0.0  0
 9FG  CONST_05  C7  C8   C9   C10    0.00   0.0  0
 9FG  CONST_06  C7  C6   C11  C10    0.00   0.0  0
 9FG  CONST_07  C5  C6   C11  C10  180.00   0.0  0
 9FG  CONST_08  C6  C7   C8   C9     0.00   0.0  0
 9FG  CONST_09  C6  C11  C10  C9     0.00   0.0  0
 9FG  CONST_10  C5  C6   C7   C8   180.00   0.0  0
 9FG  CONST_13  C4  C3   C2   N1     0.00   0.0  0
 9FG  CONST_14  C3  C4   C5   N1     0.00   0.0  0
 9FG  CONST_15  C3  C2   N1   C5     0.00   0.0  0
 9FG  CONST_16  C2  C3   C4   C5     0.00   0.0  0
 9FG  CONST_17  C2  N1   C5   C6   180.00   0.0  0
 9FG  CONST_18  C3  C4   C5   C6   180.00   0.0  0
 9FG  CONST_19  C2  N1   C5   C4     0.00   0.0  0
 9FG  CONST_20  C5  N1   C2   C12  180.00   0.0  0
 9FG  CONST_21  C4  C3   C2   C12  180.00   0.0  0
 9FG  CONST_22  O1  C9   C10  C11  180.00   0.0  0
 9FG  CONST_23  F1  C11  C10  C9   180.00   0.0  0
 9FG  CONST_24  O1  C9   C8   C7   180.00   0.0  0
 9FG  CONST_25  F1  C11  C6   C7   180.00   0.0  0
 9FG  CONST_26  C3  C2   N1   C1   180.00   0.0  0
 9FG  CONST_27  C6  C5   N1   C1     0.00   0.0  0
 9FG  CONST_28  C4  C5   N1   C1   180.00   0.0  0
 9FG  CONST_29  F1  C11  C6   C5     0.00   0.0  0
 9FG  CONST_30  H3  C7   C6   C11  180.00   0.0  0
 9FG  CONST_31  H2  C8   C9   C10  180.00   0.0  0
 9FG  CONST_32  H1  C10  C9   C8   180.00   0.0  0
 9FG  CONST_33  H8  C3   C2   N1   180.00   0.0  0
 9FG  CONST_34  H7  C4   C5   N1   180.00   0.0  0
 9FG  Var_01    H4  C1   N1   C5   -94.68  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
 9FG  plan-1  C12  0.020
 9FG  plan-1  N2   0.020
 9FG  plan-1  N1   0.020
 9FG  plan-1  C1   0.020
 9FG  plan-1  C5   0.020
 9FG  plan-1  C6   0.020
 9FG  plan-1  C4   0.020
 9FG  plan-1  C3   0.020
 9FG  plan-1  C2   0.020
 9FG  plan-1  H7   0.020
 9FG  plan-1  H8   0.020
 9FG  plan-2  C11  0.020
 9FG  plan-2  C10  0.020
 9FG  plan-2  C9   0.020
 9FG  plan-2  C8   0.020
 9FG  plan-2  C7   0.020
 9FG  plan-2  C5   0.020
 9FG  plan-2  C6   0.020
 9FG  plan-2  F1   0.020
 9FG  plan-2  O1   0.020
 9FG  plan-2  H1   0.020
 9FG  plan-2  H2   0.020
 9FG  plan-2  H3   0.020

