# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 13:26:46 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 2,2-dibromo-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@@H](NC(=O)C(Br)Br)[C@H](O)c1ccc(cc1)[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
 BRX  BRX  2,2-dibromo-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide  ligand  32  20  .  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_BRX
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
 BRX  O2    O   O      0  -0.446  40.7851  38.8697  -11.1422
 BRX  C2    C   C      0   0.603  39.6409  38.6878  -11.5009
 BRX  N2    N   NH1    0  -0.624  39.0932  39.1554  -12.6294
 BRX  C3    C   CH1    0  -0.165  39.8322  39.8791  -13.6421
 BRX  C4    C   CH2    0  -0.177  39.4563  41.3586  -13.6779
 BRX  O4    O   OH1    0  -0.664  38.1190  41.5887  -14.0758
 BRX  C5    C   CH1    0  -0.010  39.6389  39.1894  -15.0092
 BRX  O5    O   OH1    0  -0.669  38.2828  39.0518  -15.3397
 BRX  C6    C   CR6    0   0.116  40.2858  37.8302  -14.9829
 BRX  C11   C   CR16   0  -0.304  39.5630  36.6746  -14.7064
 BRX  C10   C   CR16   0  -0.244  40.1999  35.4474  -14.6257
 BRX  C9    C   CR6    0   0.237  41.5699  35.3852  -14.8259
 BRX  N9    N   N      1   0.329  42.2434  34.1002  -14.7391
 BRX  O9B   O   O     -1  -0.380  43.4397  34.0719  -14.9115
 BRX  O9A   O   O      0  -0.380  41.5756  33.1218  -14.4979
 BRX  C8    C   CR16   0  -0.253  42.3142  36.5226  -15.1084
 BRX  C7    C   CR16   0  -0.282  41.6610  37.7373  -15.1856
 BRX  C1    C   CH1    0  -0.553  38.6638  37.8490  -10.6763
 BRX  BR1   BR  BR     0   0.003  39.1742  35.9884  -10.8605
 BRX  BR2   BR  BR     0   0.002  38.7306  38.3958   -8.8298
 BRX  H2    H   HNH1   0   0.411  38.1295  38.9342  -12.8301
 BRX  H1    H   HCH1   0   0.370  37.6293  37.9381  -11.0110
 BRX  H3    H   HCH1   0   0.290  40.8915  39.8342  -13.3825
 BRX  H41C  H   HCH2   0   0.245  39.6662  41.8043  -12.7012
 BRX  H42C  H   HCH2   0   0.243  40.1005  41.8539  -14.4076
 BRX  H5    H   HCH1   0   0.249  40.1705  39.8053  -15.7494
 BRX  H4    H   HOH1   0   0.464  37.5449  41.5176  -13.3068
 BRX  HA    H   HOH1   0   0.454  37.8713  39.9224  -15.2468
 BRX  H11   H   HCR6   0   0.272  38.4947  36.7162  -14.5506
 BRX  H7    H   HCR6   0   0.271  42.2334  38.6288  -15.4103
 BRX  H10   H   HCR6   0   0.296  39.6256  34.5596  -14.4054
 BRX  H8    H   HCR6   0   0.297  43.3809  36.4726  -15.2699

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
 BRX  O2   C2    double    1.213  0.020  1.213
 BRX  C2   N2    single    1.339  0.020  1.339
 BRX  C2   C1    single    1.529  0.020  1.529
 BRX  N2   C3    single    1.448  0.020  1.448
 BRX  C3   C4    single    1.527  0.020  1.527
 BRX  C3   C5    single    1.543  0.020  1.543
 BRX  C4   O4    single    1.414  0.020  1.414
 BRX  C5   O5    single    1.403  0.020  1.403
 BRX  C5   C6    single    1.506  0.020  1.506
 BRX  C6   C11   aromatic  1.391  0.020  1.391
 BRX  C6   C7    aromatic  1.393  0.020  1.393
 BRX  C11  C10   aromatic  1.385  0.020  1.385
 BRX  C10  C9    aromatic  1.386  0.020  1.386
 BRX  C9   N9    single    1.453  0.020  1.453
 BRX  C9   C8    aromatic  1.388  0.020  1.388
 BRX  N9   O9B   single    1.209  0.020  1.209
 BRX  N9   O9A   double    1.209  0.020  1.209
 BRX  C8   C7    aromatic  1.381  0.020  1.381
 BRX  C1   BR1   single    1.938  0.020  1.938
 BRX  C1   BR2   single    1.927  0.020  1.927
 BRX  N2   H2    single    0.860  0.020  1.020
 BRX  C1   H1    single    0.970  0.020  1.090
 BRX  C3   H3    single    0.970  0.020  1.090
 BRX  C4   H41C  single    0.970  0.020  1.090
 BRX  C4   H42C  single    0.970  0.020  1.090
 BRX  C5   H5    single    0.970  0.020  1.090
 BRX  O4   H4    single    0.850  0.020  0.980
 BRX  O5   HA    single    0.850  0.020  0.980
 BRX  C11  H11   single    0.930  0.020  1.080
 BRX  C7   H7    single    0.930  0.020  1.080
 BRX  C10  H10   single    0.930  0.020  1.080
 BRX  C8   H8    single    0.930  0.020  1.080

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
 BRX  C1    C2   N2    112.63  3.000
 BRX  C1    C2   O2    121.71  3.000
 BRX  N2    C2   O2    125.65  3.000
 BRX  H2    N2   C3    117.26  3.000
 BRX  H2    N2   C2    118.81  3.000
 BRX  C3    N2   C2    123.75  3.000
 BRX  H3    C3   C5    108.29  3.000
 BRX  H3    C3   C4    106.52  3.000
 BRX  C5    C3   C4    112.42  3.000
 BRX  H3    C3   N2    107.97  3.000
 BRX  C5    C3   N2    109.41  3.000
 BRX  C4    C3   N2    112.03  3.000
 BRX  H42C  C4   H41C  107.38  3.000
 BRX  H42C  C4   O4    107.22  3.000
 BRX  H41C  C4   O4    111.49  3.000
 BRX  H42C  C4   C3    108.05  3.000
 BRX  H41C  C4   C3    109.06  3.000
 BRX  O4    C4   C3    113.39  3.000
 BRX  H4    O4   C4    109.10  3.000
 BRX  H5    C5   C6    108.04  3.000
 BRX  H5    C5   O5    111.33  3.000
 BRX  C6    C5   O5    109.33  3.000
 BRX  H5    C5   C3    106.57  3.000
 BRX  C6    C5   C3    109.52  3.000
 BRX  O5    C5   C3    111.94  3.000
 BRX  HA    O5   C5    107.48  3.000
 BRX  C7    C6   C11   119.12  3.000
 BRX  C7    C6   C5    118.80  3.000
 BRX  C11   C6   C5    122.02  3.000
 BRX  H11   C11  C10   118.71  3.000
 BRX  H11   C11  C6    120.70  3.000
 BRX  C10   C11  C6    120.58  3.000
 BRX  H10   C10  C9    121.21  3.000
 BRX  H10   C10  C11   119.72  3.000
 BRX  C9    C10  C11   119.07  3.000
 BRX  C8    C9   N9    119.21  3.000
 BRX  C8    C9   C10   121.50  3.000
 BRX  N9    C9   C10   119.29  3.000
 BRX  O9A   N9   O9B   123.78  3.000
 BRX  O9A   N9   C9    118.13  3.000
 BRX  O9B   N9   C9    118.08  3.000
 BRX  H8    C8   C7    119.96  3.000
 BRX  H8    C8   C9    121.47  3.000
 BRX  C7    C8   C9    118.57  3.000
 BRX  H7    C7   C8    119.04  3.000
 BRX  H7    C7   C6    119.81  3.000
 BRX  C8    C7   C6    121.15  3.000
 BRX  H1    C1   BR2   107.68  3.000
 BRX  H1    C1   BR1   107.39  3.000
 BRX  BR2   C1   BR1   110.76  3.000
 BRX  H1    C1   C2    113.31  3.000
 BRX  BR2   C1   C2    109.82  3.000
 BRX  BR1   C1   C2    107.88  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
 BRX  CONST_01  C9   C10  C11  C6     0.00   0.0  0
 BRX  CONST_02  C9   C8   C7   C6     0.00   0.0  0
 BRX  CONST_03  C8   C7   C6   C11    0.00   0.0  0
 BRX  CONST_04  C8   C9   C10  C11    0.00   0.0  0
 BRX  CONST_05  C7   C6   C11  C10    0.00   0.0  0
 BRX  CONST_06  C7   C8   C9   C10    0.00   0.0  0
 BRX  CONST_07  C10  C11  C6   C5   180.00   0.0  0
 BRX  CONST_08  C8   C7   C6   C5   180.00   0.0  0
 BRX  CONST_09  N9   C9   C10  C11  180.00   0.0  0
 BRX  CONST_10  C7   C8   C9   N9   180.00   0.0  0
 BRX  CONST_11  H10  C10  C11  C6   180.00   0.0  0
 BRX  CONST_12  H8   C8   C7   C6   180.00   0.0  0
 BRX  CONST_13  H7   C7   C6   C11  180.00   0.0  0
 BRX  CONST_14  H11  C11  C10  C9   180.00   0.0  0
 BRX  CONST_15  O9B  N9   C9   C10  180.00   0.0  0
 BRX  CONST_16  O9A  N9   C9   C10    0.00   0.0  0
 BRX  CONST_17  C8   C9   N9   O9B    0.00   0.0  0
 BRX  CONST_18  C8   C9   N9   O9A  180.00   0.0  0
 BRX  CONST_19  C3   N2   C2   O2     0.00   0.0  0
 BRX  CONST_20  C1   C2   N2   C3   180.00   0.0  0
 BRX  CONST_21  H2   N2   C2   O2   180.00   0.0  0
 BRX  Var_01    BR1  C1   C2   O2   -72.93  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
 BRX  chir_01  C3  N2  C4  C5  positiv
 BRX  chir_02  C5  O5  C3  C6  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
 BRX  plan-1  C5   0.020
 BRX  plan-1  C6   0.020
 BRX  plan-1  C11  0.020
 BRX  plan-1  C10  0.020
 BRX  plan-1  C9   0.020
 BRX  plan-1  N9   0.020
 BRX  plan-1  C8   0.020
 BRX  plan-1  C7   0.020
 BRX  plan-1  H11  0.020
 BRX  plan-1  H7   0.020
 BRX  plan-1  H10  0.020
 BRX  plan-1  H8   0.020
 BRX  plan-2  O2   0.020
 BRX  plan-2  C2   0.020
 BRX  plan-2  N2   0.020
 BRX  plan-2  C3   0.020
 BRX  plan-2  C1   0.020
 BRX  plan-2  H2   0.020
 BRX  plan-3  C9   0.020
 BRX  plan-3  N9   0.020
 BRX  plan-3  O9B  0.020
 BRX  plan-3  O9A  0.020

