# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 10:46:44 2020
#   Inital geometry file: a 55 line input string
#   Ligand name: 5-fluoro-1H-indole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1[nH]c2ccc(F)cc2c1
#
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
 FIC  FIC  '5-fluoro-1H-indole-2-carboxylic acid'  ligand  19  13  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FIC
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
 FIC  O12   O  OH1   0  -0.601  -3.6829  -0.9480  -0.0150
 FIC  C10   C  C     0   0.493  -3.1025   0.2443  -0.0067
 FIC  O11   O  O     0  -0.432  -3.7001   1.2931  -0.0003
 FIC  C2    C  CR5   0   0.221  -1.6419   0.1490  -0.0068
 FIC  N1    N  NR15  0  -0.723  -0.9638  -1.0402  -0.0112
 FIC  C3    C  CR15  0  -0.387  -0.7494   1.1908  -0.0048
 FIC  C9    C  CR56  0   0.076   0.5471   0.6146  -0.0086
 FIC  C4    C  CR16  0  -0.495   1.8438   1.1539  -0.0090
 FIC  C5    C  CR6   0   0.519   2.8870   0.2684  -0.0147
 FIC  F14   F  F     0  -0.324   4.1487   0.7412  -0.0162
 FIC  C6    C  CR16  0  -0.425   2.7200  -1.1241  -0.0196
 FIC  C7    C  CR16  0  -0.283   1.4556  -1.6686  -0.0185
 FIC  C8    C  CR56  0   0.349   0.3713  -0.7882  -0.0133
 FIC  HO12  H  HOH1  0   0.494  -4.6472  -0.8538  -0.0182
 FIC  H3    H  HCR5  0   0.268  -0.9978   2.2399   0.0020
 FIC  H4    H  HCR6  0   0.275   2.0140   2.2228  -0.0044
 FIC  H6    H  HCR6  0   0.281   3.5908  -1.7657  -0.0243
 FIC  H7    H  HCR6  0   0.278   1.3143  -2.7413  -0.0215
 FIC  HN1   H  HNR5  0   0.419  -1.3829  -1.9565  -0.0212

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
 FIC  C10  O12   single    1.326  0.020  1.326
 FIC  O12  HO12  single    0.850  0.020  0.980
 FIC  O11  C10   double    1.207  0.020  1.207
 FIC  C2   C10   single    1.464  0.020  1.464
 FIC  N1   C2    aromatic  1.369  0.020  1.369
 FIC  C2   C3    aromatic  1.372  0.020  1.372
 FIC  N1   C8    aromatic  1.359  0.020  1.359
 FIC  C9   C3    aromatic  1.419  0.020  1.419
 FIC  C3   H3    single    0.930  0.020  1.080
 FIC  C8   C9    aromatic  1.414  0.020  1.414
 FIC  C9   C4    aromatic  1.404  0.020  1.404
 FIC  C5   C4    aromatic  1.368  0.020  1.368
 FIC  C4   H4    single    0.930  0.020  1.080
 FIC  C6   C5    aromatic  1.402  0.020  1.402
 FIC  C5   F14   single    1.347  0.020  1.347
 FIC  C7   C6    aromatic  1.377  0.020  1.377
 FIC  C6   H6    single    0.930  0.020  1.080
 FIC  C7   C8    aromatic  1.397  0.020  1.397
 FIC  C7   H7    single    0.930  0.020  1.080
 FIC  N1   HN1   single    0.860  0.020  1.020

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
 FIC  HO12  O12  C10  110.38  3.000
 FIC  C2    C10  O11  123.41  3.000
 FIC  C2    C10  O12  112.22  3.000
 FIC  O11   C10  O12  124.37  3.000
 FIC  C3    C2   N1   109.72  3.000
 FIC  C3    C2   C10  126.85  3.000
 FIC  N1    C2   C10  123.43  3.000
 FIC  HN1   N1   C8   125.26  3.000
 FIC  HN1   N1   C2   125.73  3.000
 FIC  C8    N1   C2   109.00  3.000
 FIC  H3    C3   C9   127.28  3.000
 FIC  H3    C3   C2   126.09  3.000
 FIC  C9    C3   C2   106.62  3.000
 FIC  C8    C9   C4   119.72  3.000
 FIC  C4    C9   C3   133.45  3.000
 FIC  C8    C9   C3   106.82  3.000
 FIC  H4    C4   C5   121.28  3.000
 FIC  H4    C4   C9   121.63  3.000
 FIC  C5    C4   C9   117.09  3.000
 FIC  C6    C5   F14  117.38  3.000
 FIC  F14   C5   C4   119.13  3.000
 FIC  C6    C5   C4   123.49  3.000
 FIC  H6    C6   C7   120.32  3.000
 FIC  H6    C6   C5   119.54  3.000
 FIC  C7    C6   C5   120.14  3.000
 FIC  H7    C7   C8   121.57  3.000
 FIC  H7    C7   C6   120.81  3.000
 FIC  C8    C7   C6   117.63  3.000
 FIC  C7    C8   C9   121.93  3.000
 FIC  C7    C8   N1   130.24  3.000
 FIC  C9    C8   N1   107.83  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
 FIC  CONST_01  C9    C8   N1   C2     0.00   0.0  0
 FIC  CONST_02  C7    C8   N1   C2   180.00   0.0  0
 FIC  CONST_03  C8    C9   C3   C2     0.00   0.0  0
 FIC  CONST_04  C4    C9   C3   C2   180.00   0.0  0
 FIC  CONST_05  C9    C3   C2   N1     0.00   0.0  0
 FIC  CONST_06  C3    C9   C8   N1     0.00   0.0  0
 FIC  CONST_07  C4    C9   C8   N1   180.00   0.0  0
 FIC  CONST_08  C6    C7   C8   N1   180.00   0.0  0
 FIC  CONST_09  C8    N1   C2   C3     0.00   0.0  0
 FIC  CONST_10  C7    C8   C9   C3   180.00   0.0  0
 FIC  CONST_11  C5    C4   C9   C3   180.00   0.0  0
 FIC  CONST_12  C6    C7   C8   C9     0.00   0.0  0
 FIC  CONST_13  C6    C5   C4   C9     0.00   0.0  0
 FIC  CONST_14  C7    C8   C9   C4     0.00   0.0  0
 FIC  CONST_15  C7    C6   C5   C4     0.00   0.0  0
 FIC  CONST_16  C8    C9   C4   C5     0.00   0.0  0
 FIC  CONST_17  C8    C7   C6   C5     0.00   0.0  0
 FIC  CONST_18  C8    N1   C2   C10  180.00   0.0  0
 FIC  CONST_19  C9    C3   C2   C10  180.00   0.0  0
 FIC  CONST_20  F14   C5   C4   C9   180.00   0.0  0
 FIC  CONST_21  C7    C6   C5   F14  180.00   0.0  0
 FIC  CONST_22  H3    C3   C2   N1   180.00   0.0  0
 FIC  CONST_23  H7    C7   C8   N1     0.00   0.0  0
 FIC  CONST_24  HN1   N1   C2   C3   180.00   0.0  0
 FIC  CONST_25  H4    C4   C9   C3     0.00   0.0  0
 FIC  CONST_26  H6    C6   C5   C4   180.00   0.0  0
 FIC  CONST_27  HO12  O12  C10  C2   180.00   0.0  0
 FIC  Var_01    N1    C2   C10  O12   -0.17  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
 FIC  plan-1  C10   0.020
 FIC  plan-1  C2    0.020
 FIC  plan-1  N1    0.020
 FIC  plan-1  C3    0.020
 FIC  plan-1  C9    0.020
 FIC  plan-1  C4    0.020
 FIC  plan-1  C5    0.020
 FIC  plan-1  F14   0.020
 FIC  plan-1  C6    0.020
 FIC  plan-1  C7    0.020
 FIC  plan-1  C8    0.020
 FIC  plan-1  H3    0.020
 FIC  plan-1  H4    0.020
 FIC  plan-1  H6    0.020
 FIC  plan-1  H7    0.020
 FIC  plan-1  HN1   0.020
 FIC  plan-2  O12   0.020
 FIC  plan-2  C10   0.020
 FIC  plan-2  O11   0.020
 FIC  plan-2  C2    0.020
 FIC  plan-2  HO12  0.020

