# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 17:39:45 2020
#   Inital geometry file: a 60 line input string
#   Ligand name: 2-(4-bromanyl-2-methoxy-phenyl)ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(Br)ccc1CC(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
 HHT  HHT  '2-(4-bromanyl-2-methoxy-phenyl)ethanoic 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_HHT
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
 HHT  C4   C   CR6   0  -0.108  -1.4235   0.3437   0.2648
 HHT  C5   C   CR16  0  -0.251  -0.8849   1.5743   0.5858
 HHT  C6   C   CR16  0  -0.295   0.4919   1.6565   0.7716
 HHT  C7   C   CR6   0   0.044   1.3163   0.5540   0.6443
 HHT  C8   C   CH2   0  -0.665   2.7945   0.6454   0.8596
 HHT  C9   C   C     0   0.556   3.5815   0.3871  -0.4025
 HHT  C3   C   CR16  0  -0.355  -0.6351  -0.7926   0.1270
 HHT  C1   C   CH3   0  -0.442   1.0980  -2.9809  -0.1667
 HHT  C2   C   CR6   0   0.394   0.7383  -0.6819   0.3192
 HHT  BR1  BR  BR    0  -0.047  -3.2891   0.1869   0.0041
 HHT  O2   O   OH1   0  -0.593   4.8423   0.0667  -0.1366
 HHT  O3   O   O     0  -0.436   3.1442   0.4922  -1.5191
 HHT  H1   H   HCR6  0   0.276  -1.5031   2.4543   0.6944
 HHT  H2   H   HCR6  0   0.266   0.9278   2.6147   1.0260
 HHT  H3   H   HCH2  0   0.311   3.0568   1.6511   1.2019
 HHT  H4   H   HCH2  0   0.294   3.1300  -0.0344   1.6460
 HHT  H5   H   HCR6  0   0.301  -1.0888  -1.7413  -0.1246
 HHT  H6   H   HCH3  0   0.234   0.3892  -3.3781   0.5640
 HHT  H7   H   HCH3  0   0.234   0.6179  -2.9486  -1.1477
 HHT  H8   H   HCH3  0   0.265   1.9582  -3.6428  -0.2170
 HHT  H9   H   HOH1  0   0.480   5.3347  -0.0524  -0.9627
 HHT  O1   O   O2    0  -0.464   1.5923  -1.7110   0.2154

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
 HHT  O3  C9   double    1.204  0.020  1.204
 HHT  O2  C9   single    1.328  0.020  1.328
 HHT  C9  C8   single    1.510  0.020  1.510
 HHT  C8  C7   single    1.497  0.020  1.497
 HHT  C7  C6   aromatic  1.382  0.020  1.382
 HHT  C7  C2   aromatic  1.403  0.020  1.403
 HHT  O1  C2   single    1.341  0.020  1.341
 HHT  O1  C1   single    1.415  0.020  1.415
 HHT  C6  C5   aromatic  1.392  0.020  1.392
 HHT  C2  C3   aromatic  1.391  0.020  1.391
 HHT  C5  C4   aromatic  1.381  0.020  1.381
 HHT  C3  C4   aromatic  1.390  0.020  1.390
 HHT  C4  BR1  single    1.890  0.020  1.890
 HHT  C5  H1   single    0.930  0.020  1.080
 HHT  C6  H2   single    0.930  0.020  1.080
 HHT  C8  H3   single    0.970  0.020  1.090
 HHT  C8  H4   single    0.970  0.020  1.090
 HHT  C3  H5   single    0.930  0.020  1.080
 HHT  C1  H6   single    0.970  0.020  1.090
 HHT  C1  H7   single    0.970  0.020  1.090
 HHT  C1  H8   single    0.970  0.020  1.090
 HHT  O2  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
 HHT  BR1  C4  C3  118.58  3.000
 HHT  BR1  C4  C5  119.40  3.000
 HHT  C3   C4  C5  122.02  3.000
 HHT  H1   C5  C6  120.28  3.000
 HHT  H1   C5  C4  121.72  3.000
 HHT  C6   C5  C4  118.00  3.000
 HHT  H2   C6  C7  119.16  3.000
 HHT  H2   C6  C5  118.80  3.000
 HHT  C7   C6  C5  122.04  3.000
 HHT  C2   C7  C8  119.62  3.000
 HHT  C2   C7  C6  118.57  3.000
 HHT  C8   C7  C6  121.81  3.000
 HHT  H4   C8  H3  105.85  3.000
 HHT  H4   C8  C9  109.59  3.000
 HHT  H3   C8  C9  107.09  3.000
 HHT  H4   C8  C7  111.65  3.000
 HHT  H3   C8  C7  109.75  3.000
 HHT  C9   C8  C7  112.59  3.000
 HHT  O3   C9  O2  123.49  3.000
 HHT  O2   C9  C8  111.65  3.000
 HHT  O3   C9  C8  124.83  3.000
 HHT  H5   C3  C2  121.07  3.000
 HHT  H5   C3  C4  120.15  3.000
 HHT  C2   C3  C4  118.77  3.000
 HHT  H8   C1  H7  108.92  3.000
 HHT  H8   C1  H6  108.85  3.000
 HHT  H7   C1  H6  109.03  3.000
 HHT  H8   C1  O1  106.41  3.000
 HHT  H7   C1  O1  111.68  3.000
 HHT  H6   C1  O1  111.85  3.000
 HHT  O1   C2  C3  123.84  3.000
 HHT  C3   C2  C7  120.59  3.000
 HHT  O1   C2  C7  115.57  3.000
 HHT  H9   O2  C9  109.96  3.000
 HHT  C2   O1  C1  119.14  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
 HHT  CONST_01  C7   C6  C5  C4     0.00   0.0  0
 HHT  CONST_02  C7   C2  C3  C4     0.00   0.0  0
 HHT  CONST_03  C2   C7  C6  C5     0.00   0.0  0
 HHT  CONST_04  C2   C3  C4  C5     0.00   0.0  0
 HHT  CONST_05  C3   C2  C7  C6     0.00   0.0  0
 HHT  CONST_06  C3   C4  C5  C6     0.00   0.0  0
 HHT  CONST_07  O1   C2  C3  C4   180.00   0.0  0
 HHT  CONST_08  C8   C7  C6  C5   180.00   0.0  0
 HHT  CONST_09  O1   C2  C7  C6   180.00   0.0  0
 HHT  CONST_10  BR1  C4  C5  C6   180.00   0.0  0
 HHT  CONST_11  C3   C2  C7  C8   180.00   0.0  0
 HHT  CONST_12  BR1  C4  C3  C2   180.00   0.0  0
 HHT  CONST_13  H2   C6  C5  C4   180.00   0.0  0
 HHT  CONST_14  H5   C3  C4  C5   180.00   0.0  0
 HHT  CONST_15  H1   C5  C6  C7   180.00   0.0  0
 HHT  CONST_16  H9   O2  C9  C8   180.00   0.0  0
 HHT  Var_01    C9   C8  C7  C6  -114.22  30.0  2
 HHT  Var_02    O3   C9  C8  C7    21.24  30.0  2
 HHT  Var_03    H6   C1  O1  C2   -63.08  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
 HHT  plan-1  C4   0.020
 HHT  plan-1  C5   0.020
 HHT  plan-1  C6   0.020
 HHT  plan-1  C7   0.020
 HHT  plan-1  C8   0.020
 HHT  plan-1  C3   0.020
 HHT  plan-1  C2   0.020
 HHT  plan-1  BR1  0.020
 HHT  plan-1  H1   0.020
 HHT  plan-1  H2   0.020
 HHT  plan-1  H5   0.020
 HHT  plan-1  O1   0.020
 HHT  plan-2  C8   0.020
 HHT  plan-2  C9   0.020
 HHT  plan-2  O2   0.020
 HHT  plan-2  O3   0.020
 HHT  plan-2  H9   0.020

