# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 15:29:05 2020
#   Inital geometry file: a 60 line input string
#   Ligand name: (5-bromo-2-methoxyphenyl)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Br)cc1CC(O)=O
#
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
 IRA  IRA  '(5-bromo-2-methoxyphenyl)acetic acid'  ligand  22  13  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_IRA
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
 IRA  C1   C   CR6   0   0.382   1.1825   1.1719  -0.1387
 IRA  C2   C   CR16  0  -0.378   0.1553   2.0346   0.2258
 IRA  C3   C   CR16  0  -0.226  -1.1632   1.5941   0.2243
 IRA  C4   C   CR6   0  -0.127  -1.4458   0.2920  -0.1413
 IRA  C5   C   CR16  0  -0.268  -0.4247  -0.5766  -0.5088
 IRA  O1   O   O2    0  -0.464   2.4818   1.5075  -0.1661
 IRA  C6   C   CH3   0  -0.438   2.8602   2.8129   0.2283
 IRA  BR1  BR  BR    0  -0.058  -3.2342  -0.3188  -0.1444
 IRA  C7   C   CR6   0   0.049   0.8909  -0.1482  -0.5124
 IRA  C8   C   C     0   0.558   2.9115  -1.4184   0.2310
 IRA  O2   O   O     0  -0.435   2.6219  -1.3123   1.3945
 IRA  C9   C   CH2   0  -0.668   2.0027  -1.0637  -0.9208
 IRA  O3   O   OH1   0  -0.593   4.0702  -1.9076  -0.1942
 IRA  H1   H   HCR6  0   0.291   0.3537   3.0569   0.5164
 IRA  H2   H   HCR6  0   0.281  -1.9488   2.2806   0.5103
 IRA  H3   H   HCR6  0   0.277  -0.6461  -1.5960  -0.7987
 IRA  H4   H   HCH3  0   0.232   2.4289   3.5759  -0.4242
 IRA  H5   H   HCH3  0   0.233   2.5712   3.0232   1.2607
 IRA  H6   H   HCH3  0   0.263   3.9432   2.8559   0.1497
 IRA  H7   H   HCH2  0   0.312   1.5935  -2.0017  -1.3083
 IRA  H8   H   HCH2  0   0.296   2.5934  -0.6370  -1.7342
 IRA  H9   H   HOH1  0   0.481   4.6164  -2.1697   0.5621

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
 IRA  C1  C2   aromatic  1.390  0.020  1.390
 IRA  C1  O1   single    1.342  0.020  1.342
 IRA  C1  C7   aromatic  1.403  0.020  1.403
 IRA  C2  C3   aromatic  1.390  0.020  1.390
 IRA  C2  H1   single    0.930  0.020  1.080
 IRA  C3  C4   aromatic  1.382  0.020  1.382
 IRA  C3  H2   single    0.930  0.020  1.080
 IRA  C4  C5   aromatic  1.390  0.020  1.390
 IRA  C4  BR1  single    1.890  0.020  1.890
 IRA  C5  C7   aromatic  1.384  0.020  1.384
 IRA  C5  H3   single    0.930  0.020  1.080
 IRA  O1  C6   single    1.415  0.020  1.415
 IRA  C6  H4   single    0.970  0.020  1.090
 IRA  C6  H5   single    0.970  0.020  1.090
 IRA  C6  H6   single    0.970  0.020  1.090
 IRA  C7  C9   single    1.497  0.020  1.497
 IRA  C8  O2   double    1.204  0.020  1.204
 IRA  C8  C9   single    1.509  0.020  1.509
 IRA  C8  O3   single    1.328  0.020  1.328
 IRA  C9  H7   single    0.970  0.020  1.090
 IRA  C9  H8   single    0.970  0.020  1.090
 IRA  O3  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
 IRA  C7   C1  O1  115.54  3.000
 IRA  C7   C1  C2  120.03  3.000
 IRA  O1   C1  C2  124.44  3.000
 IRA  H1   C2  C3  118.29  3.000
 IRA  H1   C2  C1  121.45  3.000
 IRA  C3   C2  C1  120.26  3.000
 IRA  H2   C3  C4  121.30  3.000
 IRA  H2   C3  C2  119.16  3.000
 IRA  C4   C3  C2  119.53  3.000
 IRA  BR1  C4  C5  119.52  3.000
 IRA  BR1  C4  C3  119.90  3.000
 IRA  C5   C4  C3  120.58  3.000
 IRA  H3   C5  C7  119.03  3.000
 IRA  H3   C5  C4  120.59  3.000
 IRA  C7   C5  C4  120.37  3.000
 IRA  C6   O1  C1  118.93  3.000
 IRA  H6   C6  H5  108.93  3.000
 IRA  H6   C6  H4  108.82  3.000
 IRA  H5   C6  H4  109.00  3.000
 IRA  H6   C6  O1  106.42  3.000
 IRA  H5   C6  O1  111.73  3.000
 IRA  H4   C6  O1  111.85  3.000
 IRA  C9   C7  C5  121.16  3.000
 IRA  C9   C7  C1  119.60  3.000
 IRA  C5   C7  C1  119.23  3.000
 IRA  O3   C8  C9  111.58  3.000
 IRA  O3   C8  O2  123.51  3.000
 IRA  C9   C8  O2  124.89  3.000
 IRA  H8   C9  H7  105.87  3.000
 IRA  H8   C9  C8  109.54  3.000
 IRA  H7   C9  C8  107.10  3.000
 IRA  H8   C9  C7  111.47  3.000
 IRA  H7   C9  C7  110.07  3.000
 IRA  C8   C9  C7  112.50  3.000
 IRA  H9   O3  C8  109.98  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
 IRA  CONST_01  C4   C3  C2  C1      0.00   0.0  0
 IRA  CONST_02  C4   C5  C7  C1      0.00   0.0  0
 IRA  CONST_03  C5   C7  C1  C2      0.00   0.0  0
 IRA  CONST_04  C5   C4  C3  C2      0.00   0.0  0
 IRA  CONST_05  C7   C1  C2  C3      0.00   0.0  0
 IRA  CONST_06  C7   C5  C4  C3      0.00   0.0  0
 IRA  CONST_07  C9   C7  C1  C2    180.00   0.0  0
 IRA  CONST_08  BR1  C4  C3  C2    180.00   0.0  0
 IRA  CONST_09  O1   C1  C2  C3    180.00   0.0  0
 IRA  CONST_10  C9   C7  C5  C4    180.00   0.0  0
 IRA  CONST_11  O1   C1  C7  C5    180.00   0.0  0
 IRA  CONST_12  C7   C5  C4  BR1   180.00   0.0  0
 IRA  CONST_13  H2   C3  C2  C1    180.00   0.0  0
 IRA  CONST_14  H3   C5  C7  C1    180.00   0.0  0
 IRA  CONST_15  H1   C2  C3  C4    180.00   0.0  0
 IRA  CONST_16  H9   O3  C8  O2      0.00   0.0  0
 IRA  Var_01    C8   C9  C7  C1     68.35  30.0  2
 IRA  Var_02    C7   C1  O1  C6   -178.51  30.0  3
 IRA  Var_03    O2   C8  C9  C7     19.31  30.0  1
 IRA  Var_04    H4   C6  O1  C1    -62.48  30.0  3

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
 IRA  plan-1  C1   0.020
 IRA  plan-1  C2   0.020
 IRA  plan-1  C3   0.020
 IRA  plan-1  C4   0.020
 IRA  plan-1  C5   0.020
 IRA  plan-1  O1   0.020
 IRA  plan-1  BR1  0.020
 IRA  plan-1  C7   0.020
 IRA  plan-1  C9   0.020
 IRA  plan-1  H1   0.020
 IRA  plan-1  H2   0.020
 IRA  plan-1  H3   0.020
 IRA  plan-2  C8   0.020
 IRA  plan-2  O2   0.020
 IRA  plan-2  C9   0.020
 IRA  plan-2  O3   0.020
 IRA  plan-2  H9   0.020

