# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 15:06:38 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: (2Z,4S)-5-(4-bromophenyl)-4-hydroxy-2-methylpent-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=C/[C@@H](O)Cc1ccc(Br)cc1)/C(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
 94X  94X  '(2Z,4S)-5-(4-bromophenyl)-4-hydroxy-2-methylpent-2-enoic acid'  ligand  28  16  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_94X
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
 94X  BR1  BR  BR     0  -0.060   4.5664   0.2235   0.0834
 94X  C02  C   CR6    0  -0.127   2.7341  -0.1294  -0.2272
 94X  C03  C   CR16   0  -0.216   2.3103  -1.4378  -0.4000
 94X  C04  C   CR16   0  -0.316   0.9624  -1.6853  -0.6247
 94X  C05  C   CR16   0  -0.215   1.8349   0.9262  -0.2812
 94X  C06  C   CR16   0  -0.298   0.4943   0.6548  -0.5101
 94X  C07  C   CR6    0   0.149   0.0362  -0.6494  -0.6868
 94X  C08  C   CH2    0  -0.550  -1.4269  -0.9090  -0.8829
 94X  C09  C   CH1    0   0.021  -2.1955  -0.8628   0.4462
 94X  O10  O   OH1    0  -0.668  -1.7180  -1.8406   1.3520
 94X  C11  C   C1     0  -0.292  -3.6699  -1.0285   0.2079
 94X  C12  C   C      0  -0.063  -4.5994  -0.0851   0.0274
 94X  C13  C   C      0   0.374  -4.3052   1.4082   0.0458
 94X  O14  O   OC    -1  -0.600  -5.2696   2.1458   0.3332
 94X  O15  O   O      0  -0.587  -3.1470   1.7851  -0.2318
 94X  C16  C   CH3    0  -0.702  -6.0377  -0.4713  -0.1676
 94X  H1   H   HCR6   0   0.275   3.0105  -2.2613  -0.3591
 94X  H2   H   HCR6   0   0.254   0.6364  -2.7089  -0.7644
 94X  H3   H   HCR6   0   0.275   2.1640   1.9482  -0.1482
 94X  H4   H   HCR6   0   0.261  -0.2121   1.4757  -0.5484
 94X  H5   H   HCH2   0   0.259  -1.8601  -0.1547  -1.5391
 94X  H6   H   HCH2   0   0.242  -1.5829  -1.8812  -1.3606
 94X  H7   H   HCH1   0   0.246  -1.9973   0.0998   0.9142
 94X  H8   H   HOH1   0   0.438  -1.8309  -2.7097   0.9522
 94X  H9   H   H      0   0.225  -3.9983  -2.0677   0.1750
 94X  H11  H   HCH3   0   0.228  -6.6601  -0.1000   0.6475
 94X  H12  H   HCH3   0   0.225  -6.4465  -0.0448  -1.0863
 94X  H13  H   HCH3   0   0.221  -6.1593  -1.5537  -0.2193

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
 94X  C16  C12  single    1.502  0.020  1.502
 94X  C12  C11  double    1.337  0.020  1.337
 94X  C12  C13  single    1.522  0.020  1.522
 94X  C11  C09  single    1.503  0.020  1.503
 94X  O15  C13  deloc     1.249  0.020  1.249
 94X  C13  O14  deloc     1.248  0.020  1.248
 94X  C09  O10  single    1.416  0.020  1.416
 94X  C09  C08  single    1.536  0.020  1.536
 94X  C08  C07  single    1.499  0.020  1.499
 94X  C04  C07  aromatic  1.391  0.020  1.391
 94X  C04  C03  aromatic  1.389  0.020  1.389
 94X  C07  C06  aromatic  1.394  0.020  1.394
 94X  C03  C02  aromatic  1.386  0.020  1.386
 94X  C06  C05  aromatic  1.387  0.020  1.387
 94X  C02  C05  aromatic  1.388  0.020  1.388
 94X  C02  BR1  single    1.892  0.020  1.892
 94X  C03  H1   single    0.930  0.020  1.080
 94X  C04  H2   single    0.930  0.020  1.080
 94X  C05  H3   single    0.930  0.020  1.080
 94X  C06  H4   single    0.930  0.020  1.080
 94X  C08  H5   single    0.970  0.020  1.090
 94X  C08  H6   single    0.970  0.020  1.090
 94X  C09  H7   single    0.970  0.020  1.090
 94X  O10  H8   single    0.850  0.020  0.980
 94X  C11  H9   single    0.930  0.020  1.080
 94X  C16  H11  single    0.970  0.020  1.090
 94X  C16  H12  single    0.970  0.020  1.090
 94X  C16  H13  single    0.970  0.020  1.090

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
 94X  C05  C02  C03  121.00  3.000
 94X  C05  C02  BR1  119.48  3.000
 94X  C03  C02  BR1  119.52  3.000
 94X  H1   C03  C04  119.91  3.000
 94X  H1   C03  C02  121.06  3.000
 94X  C04  C03  C02  119.02  3.000
 94X  H2   C04  C07  119.84  3.000
 94X  H2   C04  C03  118.78  3.000
 94X  C07  C04  C03  121.38  3.000
 94X  H3   C05  C06  119.95  3.000
 94X  H3   C05  C02  121.11  3.000
 94X  C06  C05  C02  118.94  3.000
 94X  H4   C06  C07  119.35  3.000
 94X  H4   C06  C05  119.19  3.000
 94X  C07  C06  C05  121.46  3.000
 94X  C08  C07  C06  119.97  3.000
 94X  C06  C07  C04  118.19  3.000
 94X  C08  C07  C04  121.79  3.000
 94X  H6   C08  H5   107.18  3.000
 94X  H6   C08  C09  109.46  3.000
 94X  H5   C08  C09  107.54  3.000
 94X  H6   C08  C07  110.49  3.000
 94X  H5   C08  C07  110.30  3.000
 94X  C09  C08  C07  111.72  3.000
 94X  H7   C09  C11  110.14  3.000
 94X  H7   C09  O10  105.91  3.000
 94X  C11  C09  O10  110.87  3.000
 94X  H7   C09  C08  107.91  3.000
 94X  O10  C09  C08  111.35  3.000
 94X  C11  C09  C08  110.51  3.000
 94X  H8   O10  C09  108.54  3.000
 94X  H9   C11  C12  117.33  3.000
 94X  H9   C11  C09  113.92  3.000
 94X  C12  C11  C09  128.75  3.000
 94X  C16  C12  C13  116.03  3.000
 94X  C13  C12  C11  123.81  3.000
 94X  C16  C12  C11  120.13  3.000
 94X  O15  C13  O14  126.12  3.000
 94X  O14  C13  C12  115.68  3.000
 94X  O15  C13  C12  118.20  3.000
 94X  H13  C16  H12  107.82  3.000
 94X  H13  C16  H11  108.04  3.000
 94X  H12  C16  H11  106.39  3.000
 94X  H13  C16  C12  111.60  3.000
 94X  H12  C16  C12  111.55  3.000
 94X  H11  C16  C12  111.22  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
 94X  CONST_01  C07  C04  C03  C02     0.00   0.0  0
 94X  CONST_02  C07  C06  C05  C02     0.00   0.0  0
 94X  CONST_03  C06  C07  C04  C03     0.00   0.0  0
 94X  CONST_04  C06  C05  C02  C03     0.00   0.0  0
 94X  CONST_05  C05  C06  C07  C04     0.00   0.0  0
 94X  CONST_06  C05  C02  C03  C04     0.00   0.0  0
 94X  CONST_07  C04  C03  C02  BR1   180.00   0.0  0
 94X  CONST_08  C06  C05  C02  BR1   180.00   0.0  0
 94X  CONST_09  C08  C07  C04  C03   180.00   0.0  0
 94X  CONST_10  C08  C07  C06  C05   180.00   0.0  0
 94X  CONST_11  H2   C04  C03  C02   180.00   0.0  0
 94X  CONST_12  H4   C06  C05  C02   180.00   0.0  0
 94X  CONST_13  H3   C05  C02  C03   180.00   0.0  0
 94X  CONST_14  H1   C03  C02  C05   180.00   0.0  0
 94X  Var_01    C09  C08  C07  C04    98.89  30.0  2
 94X  Var_02    C16  C12  C11  C09  -178.66   0.0  2
 94X  Var_03    O15  C13  C12  C11    24.81  30.0  2
 94X  Var_04    H11  C16  C12  C11   116.08  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 94X  chir_01  C09  C11  O10  C08  negativ

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
 94X  plan-1  BR1  0.020
 94X  plan-1  C02  0.020
 94X  plan-1  C03  0.020
 94X  plan-1  C04  0.020
 94X  plan-1  C05  0.020
 94X  plan-1  C06  0.020
 94X  plan-1  C07  0.020
 94X  plan-1  C08  0.020
 94X  plan-1  H1   0.020
 94X  plan-1  H2   0.020
 94X  plan-1  H3   0.020
 94X  plan-1  H4   0.020
 94X  plan-2  C12  0.020
 94X  plan-2  C13  0.020
 94X  plan-2  O14  0.020
 94X  plan-2  O15  0.020
 94X  plan-3  C09  0.020
 94X  plan-3  C11  0.020
 94X  plan-3  C12  0.020
 94X  plan-3  C13  0.020
 94X  plan-3  C16  0.020
 94X  plan-3  H9   0.020

