# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 03:13:09 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  18  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  OC    -1  -0.602  -3.6823  -1.0224  -0.0860
 FIC  C10  C  C      0   0.364  -3.1402   0.1000  -0.0689
 FIC  O11  O  O      0  -0.584  -3.6867   1.2165  -0.0621
 FIC  C2   C  C      0   0.174  -1.6354   0.0979  -0.0546
 FIC  N1   N  NC1    0  -0.709  -0.9404  -1.0777  -0.0508
 FIC  C3   C  C1     0  -0.436  -0.7480   1.1439  -0.0436
 FIC  C9   C  CR6    0   0.076   0.5601   0.5812  -0.0317
 FIC  C4   C  CR16   0  -0.510   1.8541   1.1229  -0.0191
 FIC  C5   C  CR6    0   0.510   2.9067   0.2434  -0.0097
 FIC  F14  F  F      0  -0.331   4.1661   0.7324   0.0020
 FIC  C6   C  CR16   0  -0.439   2.7528  -1.1464  -0.0122
 FIC  C7   C  CR16   0  -0.290   1.4860  -1.6957  -0.0253
 FIC  C8   C  CR6    0   0.336   0.3972  -0.8258  -0.0359
 FIC  H3   H  H      0   0.242  -1.0024   2.1916  -0.0437
 FIC  H4   H  HCR6   0   0.264   2.0218   2.1926  -0.0161
 FIC  H6   H  HCR6   0   0.270   3.6272  -1.7837  -0.0032
 FIC  H7   H  HCR6   0   0.268   1.3519  -2.7696  -0.0271
 FIC  HN1  H  HNC1   0   0.396  -1.3817  -1.9831  -0.0546

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  deloc     1.247  0.020  1.247
 FIC  O11  C10  deloc     1.243  0.020  1.243
 FIC  C2   C10  single    1.505  0.020  1.505
 FIC  N1   C2   aromatic  1.366  0.020  1.366
 FIC  C2   C3   aromatic  1.372  0.020  1.372
 FIC  N1   C8   aromatic  1.361  0.020  1.361
 FIC  C9   C3   aromatic  1.424  0.020  1.424
 FIC  C3   H3   single    0.930  0.020  1.080
 FIC  C8   C9   aromatic  1.416  0.020  1.416
 FIC  C9   C4   aromatic  1.403  0.020  1.403
 FIC  C5   C4   aromatic  1.372  0.020  1.372
 FIC  C4   H4   single    0.930  0.020  1.080
 FIC  C6   C5   aromatic  1.398  0.020  1.398
 FIC  C5   F14  single    1.351  0.020  1.351
 FIC  C7   C6   aromatic  1.381  0.020  1.381
 FIC  C6   H6   single    0.930  0.020  1.080
 FIC  C7   C8   aromatic  1.394  0.020  1.394
 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  C2   C10  O11  116.16  3.000
 FIC  C2   C10  O12  115.71  3.000
 FIC  O11  C10  O12  128.14  3.000
 FIC  C3   C2   N1   109.10  3.000
 FIC  C3   C2   C10  130.24  3.000
 FIC  N1   C2   C10  120.67  3.000
 FIC  HN1  N1   C8   126.65  3.000
 FIC  HN1  N1   C2   123.43  3.000
 FIC  C8   N1   C2   109.92  3.000
 FIC  H3   C3   C9   126.92  3.000
 FIC  H3   C3   C2   126.04  3.000
 FIC  C9   C3   C2   107.04  3.000
 FIC  C8   C9   C4   119.32  3.000
 FIC  C4   C9   C3   134.01  3.000
 FIC  C8   C9   C3   106.67  3.000
 FIC  H4   C4   C5   120.97  3.000
 FIC  H4   C4   C9   121.62  3.000
 FIC  C5   C4   C9   117.41  3.000
 FIC  C6   C5   F14  117.53  3.000
 FIC  F14  C5   C4   118.91  3.000
 FIC  C6   C5   C4   123.56  3.000
 FIC  H6   C6   C7   120.48  3.000
 FIC  H6   C6   C5   119.77  3.000
 FIC  C7   C6   C5   119.76  3.000
 FIC  H7   C7   C8   121.50  3.000
 FIC  H7   C7   C6   120.56  3.000
 FIC  C8   C7   C6   117.94  3.000
 FIC  C7   C8   C9   122.02  3.000
 FIC  C7   C8   N1   130.71  3.000
 FIC  C9   C8   N1   107.27  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  Var_01    N1   C2  C10  O12   -0.47  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

