# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 13:06:07 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: (2R)-3-bromo-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@](O)(CBr)C(=O)Nc1ccc(c(c1)C(F)(F)F)[N+]([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
 BHM  BHM  (2R)-3-bromo-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide  ligand  31  21  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BHM
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
 BHM  BRAI  BR  BR     0  -0.112   5.6968   0.4225   0.4078
 BHM  C13   C   CH2    0  -0.540   3.9716  -0.4918   0.5353
 BHM  C11   C   CT     0   0.096   2.9578   0.0502  -0.4739
 BHM  O11   O   OH1    0  -0.649   2.7528   1.4300  -0.3274
 BHM  C12   C   CH3    0  -0.657   3.3697  -0.2000  -1.9221
 BHM  C10   C   C      0   0.541   1.6541  -0.7504  -0.2464
 BHM  O10   O   O      0  -0.442   1.6710  -1.9548  -0.0958
 BHM  N09   N   NH1    0  -0.748   0.5323   0.0119  -0.2823
 BHM  C06   C   CR6    0   0.456  -0.7900  -0.3814  -0.1642
 BHM  C05   C   CR16   0  -0.412  -1.7462   0.6403  -0.2087
 BHM  C01   C   CR16   0  -0.312  -1.2142  -1.6972   0.0050
 BHM  C02   C   CR16   0  -0.249  -2.5662  -1.9641   0.1138
 BHM  C03   C   CR6    0   0.227  -3.5027  -0.9499   0.0346
 BHM  N08   N   N      1   0.318  -4.8986  -1.3473   0.0809
 BHM  O02   O   O      0  -0.365  -5.1953  -2.2567   0.8179
 BHM  O01   O   O     -1  -0.370  -5.6752  -0.7710  -0.6419
 BHM  C04   C   CR6    0  -0.163  -3.0987   0.3798  -0.1215
 BHM  C07   C   CT     0   1.073  -4.0458   1.5561  -0.1354
 BHM  F01   F   F      0  -0.296  -3.3993   2.6947   0.1317
 BHM  F02   F   F      0  -0.301  -4.6328   1.7228  -1.3205
 BHM  F03   F   F      0  -0.305  -5.0001   1.4360   0.7912
 BHM  H131  H   HCH2   0   0.314   3.6246  -0.3483   1.5601
 BHM  H132  H   HCH2   0   0.310   4.1594  -1.5509   0.3758
 BHM  H11   H   HOH1   0   0.466   2.6983   1.6610   0.6082
 BHM  H121  H   HCH3   0   0.260   4.2614   0.3715  -2.1757
 BHM  H122  H   HCH3   0   0.250   3.5787  -1.2558  -2.0860
 BHM  H123  H   HCH3   0   0.257   2.5742   0.1008  -2.6048
 BHM  H09   H   HNH1   0   0.428   0.6910   1.0019  -0.4171
 BHM  H05   H   HCR6   0   0.306  -1.4000   1.6599  -0.3093
 BHM  H01   H   HCR6   0   0.309  -0.5151  -2.5142   0.0511
 BHM  H02   H   HCR6   0   0.309  -2.8858  -2.9889   0.2380

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
 BHM  BRAI  C13   single    1.957  0.020  1.957
 BHM  C13   C11   single    1.530  0.020  1.530
 BHM  C13   H131  single    0.970  0.020  1.090
 BHM  C13   H132  single    0.970  0.020  1.090
 BHM  C11   O11   single    1.403  0.020  1.403
 BHM  C11   C12   single    1.526  0.020  1.526
 BHM  C11   C10   single    1.547  0.020  1.547
 BHM  O11   H11   single    0.850  0.020  0.980
 BHM  C12   H121  single    0.970  0.020  1.090
 BHM  C12   H122  single    0.970  0.020  1.090
 BHM  C12   H123  single    0.970  0.020  1.090
 BHM  C10   O10   double    1.214  0.020  1.214
 BHM  C10   N09   single    1.357  0.020  1.357
 BHM  N09   C06   single    1.385  0.020  1.385
 BHM  N09   H09   single    0.860  0.020  1.020
 BHM  C06   C05   aromatic  1.400  0.020  1.400
 BHM  C06   C01   aromatic  1.393  0.020  1.393
 BHM  C05   C04   aromatic  1.380  0.020  1.380
 BHM  C05   H05   single    0.930  0.020  1.080
 BHM  C01   C02   aromatic  1.382  0.020  1.382
 BHM  C01   H01   single    0.930  0.020  1.080
 BHM  C02   C03   aromatic  1.383  0.020  1.383
 BHM  C02   H02   single    0.930  0.020  1.080
 BHM  C03   N08   single    1.452  0.020  1.452
 BHM  C03   C04   aromatic  1.398  0.020  1.398
 BHM  N08   O02   double    1.208  0.020  1.208
 BHM  N08   O01   single    1.207  0.020  1.207
 BHM  C04   C07   single    1.510  0.020  1.510
 BHM  C07   F01   single    1.336  0.020  1.336
 BHM  C07   F02   single    1.333  0.020  1.333
 BHM  C07   F03   single    1.336  0.020  1.336

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
 BHM  H132  C13  H131  108.71  3.000
 BHM  H132  C13  C11   111.27  3.000
 BHM  H131  C13  C11   111.23  3.000
 BHM  H132  C13  BRAI  107.06  3.000
 BHM  H131  C13  BRAI  106.26  3.000
 BHM  C11   C13  BRAI  112.07  3.000
 BHM  C10   C11  C12   106.39  3.000
 BHM  C10   C11  O11   111.75  3.000
 BHM  C12   C11  O11   107.45  3.000
 BHM  C10   C11  C13   106.15  3.000
 BHM  C12   C11  C13   112.89  3.000
 BHM  O11   C11  C13   112.12  3.000
 BHM  H11   O11  C11   110.18  3.000
 BHM  H123  C12  H122  108.25  3.000
 BHM  H123  C12  H121  107.86  3.000
 BHM  H122  C12  H121  108.46  3.000
 BHM  H123  C12  C11   110.60  3.000
 BHM  H122  C12  C11   110.71  3.000
 BHM  H121  C12  C11   110.85  3.000
 BHM  N09   C10  O10   124.91  3.000
 BHM  N09   C10  C11   113.72  3.000
 BHM  O10   C10  C11   121.33  3.000
 BHM  H09   N09  C06   116.05  3.000
 BHM  H09   N09  C10   115.07  3.000
 BHM  C06   N09  C10   128.88  3.000
 BHM  C01   C06  C05   119.03  3.000
 BHM  C01   C06  N09   124.72  3.000
 BHM  C05   C06  N09   116.24  3.000
 BHM  H05   C05  C04   119.84  3.000
 BHM  H05   C05  C06   118.19  3.000
 BHM  C04   C05  C06   121.97  3.000
 BHM  H01   C01  C02   119.04  3.000
 BHM  H01   C01  C06   121.63  3.000
 BHM  C02   C01  C06   119.33  3.000
 BHM  H02   C02  C03   120.13  3.000
 BHM  H02   C02  C01   118.77  3.000
 BHM  C03   C02  C01   121.08  3.000
 BHM  C04   C03  N08   122.79  3.000
 BHM  C04   C03  C02   120.54  3.000
 BHM  N08   C03  C02   116.65  3.000
 BHM  O01   N08  O02   124.53  3.000
 BHM  O01   N08  C03   117.94  3.000
 BHM  O02   N08  C03   117.50  3.000
 BHM  C07   C04  C03   124.08  3.000
 BHM  C07   C04  C05   117.84  3.000
 BHM  C03   C04  C05   118.01  3.000
 BHM  F03   C07  F02   108.27  3.000
 BHM  F03   C07  F01   106.48  3.000
 BHM  F02   C07  F01   106.51  3.000
 BHM  F03   C07  C04   111.82  3.000
 BHM  F02   C07  C04   112.44  3.000
 BHM  F01   C07  C04   111.00  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
 BHM  CONST_01  C03  C04  C05  C06    0.00   0.0  0
 BHM  CONST_02  C03  C02  C01  C06    0.00   0.0  0
 BHM  CONST_03  C02  C01  C06  C05    0.00   0.0  0
 BHM  CONST_04  C02  C03  C04  C05    0.00   0.0  0
 BHM  CONST_05  C04  C05  C06  C01    0.00   0.0  0
 BHM  CONST_06  C04  C03  C02  C01    0.00   0.0  0
 BHM  CONST_07  C04  C05  C06  N09  180.00   0.0  0
 BHM  CONST_08  C02  C01  C06  N09  180.00   0.0  0
 BHM  CONST_09  C07  C04  C05  C06  180.00   0.0  0
 BHM  CONST_10  N08  C03  C04  C05  180.00   0.0  0
 BHM  CONST_11  N08  C03  C02  C01  180.00   0.0  0
 BHM  CONST_12  C07  C04  C03  C02  180.00   0.0  0
 BHM  CONST_13  H02  C02  C01  C06  180.00   0.0  0
 BHM  CONST_14  H01  C01  C06  C05  180.00   0.0  0
 BHM  CONST_15  H05  C05  C06  C01  180.00   0.0  0
 BHM  CONST_16  C05  C06  N09  C10  180.00   0.0  0
 BHM  CONST_17  C01  C06  N09  C10    0.00   0.0  0
 BHM  CONST_22  H09  N09  C06  C05    0.00   0.0  0
 BHM  CONST_23  C06  N09  C10  C11  180.00   0.0  0
 BHM  CONST_24  C06  N09  C10  O10    0.00   0.0  0
 BHM  Var_01    F01  C07  C04  C05  -16.95  30.0  2

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
 BHM  chir_01  C11  O11  C12  C10  positiv

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
 BHM  plan-1  N09  0.020
 BHM  plan-1  C06  0.020
 BHM  plan-1  C05  0.020
 BHM  plan-1  C01  0.020
 BHM  plan-1  C02  0.020
 BHM  plan-1  C03  0.020
 BHM  plan-1  N08  0.020
 BHM  plan-1  C04  0.020
 BHM  plan-1  C07  0.020
 BHM  plan-1  H05  0.020
 BHM  plan-1  H01  0.020
 BHM  plan-1  H02  0.020
 BHM  plan-2  C11  0.020
 BHM  plan-2  C10  0.020
 BHM  plan-2  O10  0.020
 BHM  plan-2  N09  0.020
 BHM  plan-2  C06  0.020
 BHM  plan-2  H09  0.020
 BHM  plan-3  C03  0.020
 BHM  plan-3  N08  0.020
 BHM  plan-3  O02  0.020
 BHM  plan-3  O01  0.020

