# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 14:35:45 2020
#   Inital geometry file: a 61 line input string
#   Ligand name: (5-bromo-1H-indol-3-yl)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1c[nH]c2ccc(Br)cc12
#
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
 2SX  2SX  '(5-bromo-1H-indol-3-yl)acetic acid'  ligand  21  14  .  2021-08-04  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_2SX
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
 2SX  O14  O   O      0  -0.593  -2.5241   1.5273  -1.2745
 2SX  C12  C   C      0   0.418  -3.0536   1.7382  -0.1702
 2SX  O13  O   OC    -1  -0.630  -3.6660   2.7674   0.1833
 2SX  C11  C   CH2    0  -0.729  -2.9602   0.6285   0.9041
 2SX  C9   C   CR5    0   0.063  -2.2353  -0.6049   0.4980
 2SX  C5   C   CR5    0   0.041  -0.8369  -0.7290   0.2204
 2SX  C4   C   C1     0  -0.337   0.2158   0.1907   0.2051
 2SX  C1   C   C      0  -0.124   1.4771  -0.2770  -0.0969
 2SX  BR1  BR  BR     0  -0.081   2.9331   0.9400  -0.1167
 2SX  C8   C   CR15   0  -0.092  -2.7505  -1.8612   0.3500
 2SX  N7   N   NR15   0  -0.688  -1.7668  -2.7468  -0.0055
 2SX  C6   C   CR5    0   0.356  -0.5812  -2.0841  -0.0881
 2SX  C3   C   C1     0  -0.301   0.6975  -2.5399  -0.4010
 2SX  C2   C   C1     0  -0.262   1.7308  -1.6233  -0.4017
 2SX  H2   H   HCH2   0   0.235  -2.4865   1.0646   1.7916
 2SX  H3   H   HCH2   0   0.245  -3.9755   0.3700   1.2209
 2SX  H4   H   H      0   0.260   0.0375   1.2339   0.4299
 2SX  H5   H   HCR5   0   0.277  -3.7675  -2.1994   0.4765
 2SX  H6   H   HNR5   0   0.407  -1.9047  -3.7302  -0.1646
 2SX  H7   H   H      0   0.267   0.8893  -3.5788  -0.6363
 2SX  H8   H   H      0   0.269   2.7334  -1.9521  -0.6393

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
 2SX  N7   C8   aromatic  1.371  0.020  1.371
 2SX  N7   C6   aromatic  1.361  0.020  1.361
 2SX  C3   C6   aromatic  1.393  0.020  1.393
 2SX  C3   C2   aromatic  1.381  0.020  1.381
 2SX  C8   C9   aromatic  1.366  0.020  1.366
 2SX  C6   C5   aromatic  1.413  0.020  1.413
 2SX  C2   C1   aromatic  1.403  0.020  1.403
 2SX  C9   C5   aromatic  1.431  0.020  1.431
 2SX  C9   C11  single    1.487  0.020  1.487
 2SX  C5   C4   aromatic  1.398  0.020  1.398
 2SX  C1   C4   aromatic  1.379  0.020  1.379
 2SX  C1   BR1  single    1.898  0.020  1.898
 2SX  C11  C12  single    1.547  0.020  1.547
 2SX  O14  C12  deloc     1.243  0.020  1.243
 2SX  C12  O13  deloc     1.249  0.020  1.249
 2SX  C11  H2   single    0.970  0.020  1.090
 2SX  C11  H3   single    0.970  0.020  1.090
 2SX  C4   H4   single    0.930  0.020  1.080
 2SX  C8   H5   single    0.930  0.020  1.080
 2SX  N7   H6   single    0.860  0.020  1.020
 2SX  C3   H7   single    0.930  0.020  1.080
 2SX  C2   H8   single    0.930  0.020  1.080

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
 2SX  C11  C12  O13  115.09  3.000
 2SX  O13  C12  O14  126.90  3.000
 2SX  C11  C12  O14  118.00  3.000
 2SX  H3   C11  H2   105.09  3.000
 2SX  H3   C11  C9   109.59  3.000
 2SX  H2   C11  C9   109.90  3.000
 2SX  H3   C11  C12  108.32  3.000
 2SX  H2   C11  C12  107.63  3.000
 2SX  C9   C11  C12  115.76  3.000
 2SX  C8   C9   C5   105.54  3.000
 2SX  C5   C9   C11  126.95  3.000
 2SX  C8   C9   C11  127.48  3.000
 2SX  C6   C5   C4   119.49  3.000
 2SX  C4   C5   C9   132.92  3.000
 2SX  C6   C5   C9   107.59  3.000
 2SX  H4   C4   C1   121.56  3.000
 2SX  H4   C4   C5   120.52  3.000
 2SX  C1   C4   C5   117.91  3.000
 2SX  C2   C1   BR1  118.30  3.000
 2SX  BR1  C1   C4   119.12  3.000
 2SX  C2   C1   C4   122.58  3.000
 2SX  H5   C8   N7   120.29  3.000
 2SX  H5   C8   C9   129.12  3.000
 2SX  N7   C8   C9   110.59  3.000
 2SX  H6   N7   C6   125.88  3.000
 2SX  H6   N7   C8   125.06  3.000
 2SX  C6   N7   C8   109.05  3.000
 2SX  C3   C6   N7   130.85  3.000
 2SX  C3   C6   C5   121.92  3.000
 2SX  N7   C6   C5   107.23  3.000
 2SX  H7   C3   C2   120.28  3.000
 2SX  H7   C3   C6   121.70  3.000
 2SX  C2   C3   C6   118.02  3.000
 2SX  H8   C2   C3   119.46  3.000
 2SX  H8   C2   C1   120.46  3.000
 2SX  C3   C2   C1   120.08  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
 2SX  CONST_01  C6   N7   C8   C9      0.00   0.0  0
 2SX  CONST_02  N7   C6   C5   C9      0.00   0.0  0
 2SX  CONST_03  C3   C6   C5   C9    180.00   0.0  0
 2SX  CONST_04  C1   C4   C5   C9    180.00   0.0  0
 2SX  CONST_05  C8   N7   C6   C5      0.00   0.0  0
 2SX  CONST_06  C2   C3   C6   C5      0.00   0.0  0
 2SX  CONST_07  N7   C8   C9   C5      0.00   0.0  0
 2SX  CONST_08  C2   C1   C4   C5      0.00   0.0  0
 2SX  CONST_09  N7   C6   C5   C4    180.00   0.0  0
 2SX  CONST_10  C3   C6   C5   C4      0.00   0.0  0
 2SX  CONST_11  C8   C9   C5   C4    180.00   0.0  0
 2SX  CONST_12  C3   C2   C1   C4      0.00   0.0  0
 2SX  CONST_13  C6   C3   C2   C1      0.00   0.0  0
 2SX  CONST_14  C6   C5   C4   C1      0.00   0.0  0
 2SX  CONST_15  C3   C6   N7   C8    180.00   0.0  0
 2SX  CONST_16  C6   C5   C9   C8      0.00   0.0  0
 2SX  CONST_17  C2   C3   C6   N7    180.00   0.0  0
 2SX  CONST_18  N7   C8   C9   C11   180.00   0.0  0
 2SX  CONST_19  C6   C5   C9   C11   180.00   0.0  0
 2SX  CONST_20  C4   C5   C9   C11     0.00   0.0  0
 2SX  CONST_21  BR1  C1   C4   C5    180.00   0.0  0
 2SX  CONST_22  C3   C2   C1   BR1   180.00   0.0  0
 2SX  CONST_23  H6   N7   C8   C9    180.00   0.0  0
 2SX  CONST_24  H4   C4   C5   C9      0.00   0.0  0
 2SX  CONST_25  H7   C3   C6   C5    180.00   0.0  0
 2SX  CONST_26  H5   C8   C9   C5    180.00   0.0  0
 2SX  CONST_27  H8   C2   C1   C4    180.00   0.0  0
 2SX  Var_01    C8   C9   C11  C12  -114.57  30.0  2
 2SX  Var_02    C9   C11  C12  O14    -0.18  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
 2SX  plan-1  C11  0.020
 2SX  plan-1  C9   0.020
 2SX  plan-1  C5   0.020
 2SX  plan-1  C4   0.020
 2SX  plan-1  C1   0.020
 2SX  plan-1  BR1  0.020
 2SX  plan-1  C8   0.020
 2SX  plan-1  N7   0.020
 2SX  plan-1  C6   0.020
 2SX  plan-1  C3   0.020
 2SX  plan-1  C2   0.020
 2SX  plan-1  H4   0.020
 2SX  plan-1  H5   0.020
 2SX  plan-1  H6   0.020
 2SX  plan-1  H7   0.020
 2SX  plan-1  H8   0.020
 2SX  plan-2  O14  0.020
 2SX  plan-2  C12  0.020
 2SX  plan-2  O13  0.020
 2SX  plan-2  C11  0.020

