# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 07:22:55 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: (2S)-4-(2-bromo-6-methylphenyl)-2-hydroxy-4-oxobutanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cccc(Br)c1C(=O)C[C@H](O)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
 EHV  EHV  '(2S)-4-(2-bromo-6-methylphenyl)-2-hydroxy-4-oxobutanoic acid'  ligand  26  16  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EHV
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
 EHV  C01   C   CH3    0  -0.750  -0.6779   3.4043  -0.6114
 EHV  C02   C   CR6    0   0.085  -1.5423   2.2663  -0.1481
 EHV  C03   C   CR16   0  -0.295  -2.7987   2.5142   0.3948
 EHV  C04   C   CR16   0  -0.243  -3.6058   1.4793   0.8431
 EHV  C05   C   CR16   0  -0.246  -3.1741   0.1655   0.7571
 EHV  C06   C   CR6    0  -0.141  -1.9211  -0.0832   0.2180
 EHV  C08   C   CR6    0   0.025  -1.0998   0.9407  -0.2328
 EHV  C09   C   C      0   0.344   0.2508   0.6369  -0.8270
 EHV  C11   C   CH2    0  -0.588   1.3868   0.5664   0.1506
 EHV  C12   C   CH1    0  -0.084   2.6739  -0.0102  -0.4162
 EHV  C14   C   C      0   0.399   3.8036   0.0618   0.6382
 EHV  O10   O   O      0  -0.368   0.3753   0.5210  -2.0221
 EHV  O13   O   OH1    0  -0.689   2.4899  -1.3394  -0.8227
 EHV  O15   O   O      0  -0.605   4.3487  -1.0355   0.8926
 EHV  O16   O   OC    -1  -0.592   4.0677   1.1720   1.1230
 EHV  BR07  BR  BR     0  -0.033  -1.3247  -1.8742   0.0852
 EHV  H1    H   HCH3   0   0.256   0.2123   3.5072   0.0121
 EHV  H2    H   HCH3   0   0.256  -0.3417   3.2724  -1.6398
 EHV  H3    H   HCH3   0   0.263  -1.2205   4.3465  -0.5599
 EHV  H4    H   HCR6   0   0.261  -3.1490   3.5360   0.4685
 EHV  H5    H   HCR6   0   0.271  -4.5795   1.6953   1.2620
 EHV  H6    H   HCR6   0   0.281  -3.8047  -0.6430   1.1014
 EHV  H8    H   HCH2   0   0.285   1.5602   1.5905   0.5021
 EHV  H9    H   HCH2   0   0.274   1.0632   0.0098   1.0361
 EHV  H10   H   HCH1   0   0.209   2.9854   0.6092  -1.2702
 EHV  H12   H   HOH1   0   0.426   3.1599  -1.8093  -0.2914

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
 EHV  O10   C09  double    1.207  0.020  1.207
 EHV  BR07  C06  single    1.892  0.020  1.892
 EHV  O13   C12  single    1.402  0.020  1.402
 EHV  C06   C05  aromatic  1.387  0.020  1.387
 EHV  C06   C08  aromatic  1.388  0.020  1.388
 EHV  C09   C08  single    1.506  0.020  1.506
 EHV  C09   C11  single    1.500  0.020  1.500
 EHV  C05   C04  aromatic  1.386  0.020  1.386
 EHV  C08   C02  aromatic  1.400  0.020  1.400
 EHV  C12   C11  single    1.520  0.020  1.520
 EHV  C12   C14  single    1.547  0.020  1.547
 EHV  C04   C03  aromatic  1.387  0.020  1.387
 EHV  O15   C14  deloc     1.251  0.020  1.251
 EHV  C02   C03  aromatic  1.391  0.020  1.391
 EHV  C02   C01  single    1.502  0.020  1.502
 EHV  C14   O16  deloc     1.240  0.020  1.240
 EHV  C01   H1   single    0.970  0.020  1.090
 EHV  C01   H2   single    0.970  0.020  1.090
 EHV  C01   H3   single    0.970  0.020  1.090
 EHV  C03   H4   single    0.930  0.020  1.080
 EHV  C04   H5   single    0.930  0.020  1.080
 EHV  C05   H6   single    0.930  0.020  1.080
 EHV  C11   H8   single    0.970  0.020  1.090
 EHV  C11   H9   single    0.970  0.020  1.090
 EHV  C12   H10  single    0.970  0.020  1.090
 EHV  O13   H12  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
 EHV  H3    C01  H2   107.65  3.000
 EHV  H3    C01  H1   107.32  3.000
 EHV  H2    C01  H1   107.38  3.000
 EHV  H3    C01  C02  110.75  3.000
 EHV  H2    C01  C02  112.14  3.000
 EHV  H1    C01  C02  111.37  3.000
 EHV  C08   C02  C03  118.55  3.000
 EHV  C03   C02  C01  120.34  3.000
 EHV  C08   C02  C01  121.11  3.000
 EHV  H4    C03  C04  119.60  3.000
 EHV  H4    C03  C02  119.14  3.000
 EHV  C04   C03  C02  121.25  3.000
 EHV  H5    C04  C05  119.59  3.000
 EHV  H5    C04  C03  120.00  3.000
 EHV  C05   C04  C03  120.41  3.000
 EHV  H6    C05  C06  121.10  3.000
 EHV  H6    C05  C04  120.49  3.000
 EHV  C06   C05  C04  118.41  3.000
 EHV  BR07  C06  C08  119.27  3.000
 EHV  C08   C06  C05  121.92  3.000
 EHV  BR07  C06  C05  118.81  3.000
 EHV  C09   C08  C06  120.65  3.000
 EHV  C09   C08  C02  119.88  3.000
 EHV  C06   C08  C02  119.46  3.000
 EHV  O10   C09  C11  124.23  3.000
 EHV  C11   C09  C08  115.55  3.000
 EHV  O10   C09  C08  120.16  3.000
 EHV  H9    C11  H8   105.20  3.000
 EHV  H9    C11  C12  111.04  3.000
 EHV  H8    C11  C12  109.87  3.000
 EHV  H9    C11  C09  109.10  3.000
 EHV  H8    C11  C09  106.54  3.000
 EHV  C12   C11  C09  114.58  3.000
 EHV  H10   C12  O13  110.24  3.000
 EHV  H10   C12  C14  107.23  3.000
 EHV  O13   C12  C14  109.73  3.000
 EHV  H10   C12  C11  108.40  3.000
 EHV  C14   C12  C11  110.28  3.000
 EHV  O13   C12  C11  110.89  3.000
 EHV  O16   C14  O15  127.80  3.000
 EHV  O16   C14  C12  117.63  3.000
 EHV  O15   C14  C12  114.57  3.000
 EHV  H12   O13  C12  102.04  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
 EHV  CONST_01  C05   C06  C08  C02    0.00   0.0  0
 EHV  CONST_02  C05   C04  C03  C02    0.00   0.0  0
 EHV  CONST_03  C06   C05  C04  C03    0.00   0.0  0
 EHV  CONST_04  C06   C08  C02  C03    0.00   0.0  0
 EHV  CONST_05  C08   C06  C05  C04    0.00   0.0  0
 EHV  CONST_06  C08   C02  C03  C04    0.00   0.0  0
 EHV  CONST_07  C06   C08  C02  C01  180.00   0.0  0
 EHV  CONST_08  C04   C03  C02  C01  180.00   0.0  0
 EHV  CONST_09  BR07  C06  C08  C02  180.00   0.0  0
 EHV  CONST_10  C09   C08  C02  C03  180.00   0.0  0
 EHV  CONST_11  BR07  C06  C05  C04  180.00   0.0  0
 EHV  CONST_12  C09   C08  C06  C05  180.00   0.0  0
 EHV  CONST_13  H5    C04  C03  C02  180.00   0.0  0
 EHV  CONST_14  H6    C05  C04  C03  180.00   0.0  0
 EHV  CONST_15  H4    C03  C04  C05  180.00   0.0  0
 EHV  Var_01    O10   C09  C08  C02  -84.88  30.0  2
 EHV  Var_02    H1    C01  C02  C03  112.90  30.0  2
 EHV  Var_03    C12   C11  C09  C08  168.28  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
 EHV  chir_01  C12  O13  C11  C14  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
 EHV  plan-1  C01   0.020
 EHV  plan-1  C02   0.020
 EHV  plan-1  C03   0.020
 EHV  plan-1  C04   0.020
 EHV  plan-1  C05   0.020
 EHV  plan-1  C06   0.020
 EHV  plan-1  C08   0.020
 EHV  plan-1  C09   0.020
 EHV  plan-1  BR07  0.020
 EHV  plan-1  H4    0.020
 EHV  plan-1  H5    0.020
 EHV  plan-1  H6    0.020
 EHV  plan-2  C08   0.020
 EHV  plan-2  C09   0.020
 EHV  plan-2  C11   0.020
 EHV  plan-2  O10   0.020
 EHV  plan-3  C12   0.020
 EHV  plan-3  C14   0.020
 EHV  plan-3  O15   0.020
 EHV  plan-3  O16   0.020

