# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 10:33:06 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 2-[(1R)-1-(4-chlorophenyl)ethyl]-4,6-dinitrophenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](c1ccc(Cl)cc1)c2cc(cc(c2O)[N+]([O-])=O)[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
 BRS  BRS  2-[(1R)-1-(4-chlorophenyl)ethyl]-4,6-dinitrophenol  ligand  33  22  .  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_BRS
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
 BRS  N1    N   N      1   0.366  -2.9731   1.3951   1.6635
 BRS  O2    O   O      0  -0.417  -2.5019   2.5076   1.8475
 BRS  O3    O   O     -1  -0.348  -3.9176   0.9760   2.2768
 BRS  O5    O   O     -1  -0.374  -2.3917  -3.5124  -1.5794
 BRS  O6    O   O      0  -0.376  -3.8457  -3.1664  -0.0549
 BRS  C7    C   CR16   0  -0.356  -2.9084  -0.6997   0.4558
 BRS  C8    C   CR6    0   0.297  -2.3407  -1.5081  -0.4958
 BRS  C9    C   CR16   0  -0.348  -1.2404  -1.0878  -1.2466
 BRS  C10   C   CR6    0   0.042  -0.6853   0.1531  -1.0505
 BRS  C11   C   CR6    0   0.385  -1.2464   1.0091  -0.0748
 BRS  C12   C   CR6    0   0.200  -2.3599   0.5580   0.6629
 BRS  C14   C   CR16   0  -0.324   2.4902   1.8482  -0.8023
 BRS  C15   C   CR6    0   0.184   1.7403   0.6848  -0.9304
 BRS  C16   C   CR16   0  -0.299   2.1577  -0.4525  -0.2447
 BRS  C17   C   CR16   0  -0.194   3.2940  -0.4358   0.5493
 BRS  C18   C   CR6    0  -0.059   4.0231   0.7386   0.6571
 BRS  C19   C   CR16   0  -0.197   3.6317   1.8853  -0.0141
 BRS  CL20  CL  CL     0  -0.133   5.4449   0.7730   1.6500
 BRS  C21   C   CH1    0  -0.380   0.5179   0.6434  -1.8258
 BRS  C22   C   CH3    0  -0.671   0.8016  -0.1649  -3.0897
 BRS  HC7   H   HCR6   0   0.336  -3.7628  -1.0242   1.0309
 BRS  HC9   H   HCR6   0   0.309  -0.8194  -1.7500  -1.9892
 BRS  HO13  H   HOH1   0   0.493  -1.1551   2.6873   0.7684
 BRS  HC14  H   HCR6   0   0.261   2.1815   2.7473  -1.3217
 BRS  HC16  H   HCR6   0   0.261   1.5940  -1.3751  -0.3205
 BRS  HC17  H   HCR6   0   0.279   3.6038  -1.3270   1.0782
 BRS  HC19  H   HCR6   0   0.278   4.2023   2.7995   0.0779
 BRS  HC21  H   HCH1   0   0.283   0.3049   1.6676  -2.1437
 BRS  H221  H   HCH3   0   0.260   1.6275   0.2926  -3.6331
 BRS  H222  H   HCH3   0   0.233   1.0869  -1.1949  -2.8739
 BRS  H223  H   HCH3   0   0.249  -0.0661  -0.1800  -3.7503
 BRS  O13   O   OH1    0  -0.568  -0.6820   2.1843   0.0757
 BRS  N4    N   N      1   0.326  -2.9008  -2.8243  -0.7262

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
 BRS  N1   O2    double    1.222  0.020  1.222
 BRS  N1   O3    single    1.202  0.020  1.202
 BRS  N1   C12   single    1.441  0.020  1.441
 BRS  N4   O5    single    1.209  0.020  1.209
 BRS  N4   O6    double    1.209  0.020  1.209
 BRS  N4   C8    single    1.449  0.020  1.449
 BRS  C7   C8    aromatic  1.372  0.020  1.372
 BRS  C7   C12   aromatic  1.388  0.020  1.388
 BRS  C7   HC7   single    0.930  0.020  1.080
 BRS  C8   C9    aromatic  1.397  0.020  1.397
 BRS  C9   C10   aromatic  1.373  0.020  1.373
 BRS  C9   HC9   single    0.930  0.020  1.080
 BRS  C10  C11   aromatic  1.414  0.020  1.414
 BRS  C10  C21   single    1.513  0.020  1.513
 BRS  C11  C12   aromatic  1.410  0.020  1.410
 BRS  C11  O13   single    1.312  0.020  1.312
 BRS  O13  HO13  single    0.850  0.020  0.980
 BRS  C14  C15   aromatic  1.390  0.020  1.390
 BRS  C14  C19   aromatic  1.388  0.020  1.388
 BRS  C14  HC14  single    0.930  0.020  1.080
 BRS  C15  C16   aromatic  1.392  0.020  1.392
 BRS  C15  C21   single    1.516  0.020  1.516
 BRS  C16  C17   aromatic  1.386  0.020  1.386
 BRS  C16  HC16  single    0.930  0.020  1.080
 BRS  C17  C18   aromatic  1.386  0.020  1.386
 BRS  C17  HC17  single    0.930  0.020  1.080
 BRS  C18  C19   aromatic  1.385  0.020  1.385
 BRS  C18  CL20  single    1.735  0.020  1.735
 BRS  C19  HC19  single    0.930  0.020  1.080
 BRS  C21  C22   single    1.527  0.020  1.527
 BRS  C21  HC21  single    0.970  0.020  1.090
 BRS  C22  H221  single    0.970  0.020  1.090
 BRS  C22  H222  single    0.970  0.020  1.090
 BRS  C22  H223  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
 BRS  C12   N1   O3    119.09  3.000
 BRS  C12   N1   O2    117.98  3.000
 BRS  O3    N1   O2    122.94  3.000
 BRS  HC7   C7   C12   120.37  3.000
 BRS  HC7   C7   C8    121.32  3.000
 BRS  C12   C7   C8    118.31  3.000
 BRS  C9    C8   C7    121.44  3.000
 BRS  C9    C8   N4    119.50  3.000
 BRS  C7    C8   N4    119.07  3.000
 BRS  HC9   C9   C10   119.63  3.000
 BRS  HC9   C9   C8    119.47  3.000
 BRS  C10   C9   C8    120.90  3.000
 BRS  C21   C10  C11   118.22  3.000
 BRS  C21   C10  C9    122.76  3.000
 BRS  C11   C10  C9    119.02  3.000
 BRS  O13   C11  C12   124.49  3.000
 BRS  O13   C11  C10   116.78  3.000
 BRS  C12   C11  C10   118.73  3.000
 BRS  C11   C12  C7    121.61  3.000
 BRS  C11   C12  N1    120.89  3.000
 BRS  C7    C12  N1    117.50  3.000
 BRS  HC14  C14  C19   118.98  3.000
 BRS  HC14  C14  C15   119.79  3.000
 BRS  C19   C14  C15   121.23  3.000
 BRS  C21   C15  C16   120.69  3.000
 BRS  C21   C15  C14   120.82  3.000
 BRS  C16   C15  C14   118.46  3.000
 BRS  HC16  C16  C17   118.47  3.000
 BRS  HC16  C16  C15   120.33  3.000
 BRS  C17   C16  C15   121.20  3.000
 BRS  HC17  C17  C18   120.62  3.000
 BRS  HC17  C17  C16   120.32  3.000
 BRS  C18   C17  C16   119.06  3.000
 BRS  CL20  C18  C19   119.51  3.000
 BRS  CL20  C18  C17   119.49  3.000
 BRS  C19   C18  C17   121.00  3.000
 BRS  HC19  C19  C18   120.63  3.000
 BRS  HC19  C19  C14   120.32  3.000
 BRS  C18   C19  C14   119.05  3.000
 BRS  HC21  C21  C22   106.94  3.000
 BRS  HC21  C21  C15   107.65  3.000
 BRS  C22   C21  C15   110.70  3.000
 BRS  HC21  C21  C10   107.32  3.000
 BRS  C22   C21  C10   113.60  3.000
 BRS  C15   C21  C10   110.34  3.000
 BRS  H223  C22  H222  108.36  3.000
 BRS  H223  C22  H221  107.87  3.000
 BRS  H222  C22  H221  107.28  3.000
 BRS  H223  C22  C21   111.15  3.000
 BRS  H222  C22  C21   112.63  3.000
 BRS  H221  C22  C21   109.36  3.000
 BRS  HO13  O13  C11   109.49  3.000
 BRS  C8    N4   O6    118.10  3.000
 BRS  C8    N4   O5    117.82  3.000
 BRS  O6    N4   O5    124.08  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
 BRS  CONST_01  C10   C9   C8   C7     0.00  0.0  0
 BRS  CONST_02  C10   C11  C12  C7     0.00  0.0  0
 BRS  CONST_03  C11   C12  C7   C8     0.00  0.0  0
 BRS  CONST_04  C11   C10  C9   C8     0.00  0.0  0
 BRS  CONST_05  C12   C7   C8   C9     0.00  0.0  0
 BRS  CONST_06  C12   C11  C10  C9     0.00  0.0  0
 BRS  CONST_07  C17   C16  C15  C14    0.00  0.0  0
 BRS  CONST_08  C17   C18  C19  C14    0.00  0.0  0
 BRS  CONST_09  C18   C19  C14  C15    0.00  0.0  0
 BRS  CONST_10  C18   C17  C16  C15    0.00  0.0  0
 BRS  CONST_11  C19   C14  C15  C16    0.00  0.0  0
 BRS  CONST_12  C19   C18  C17  C16    0.00  0.0  0
 BRS  CONST_13  C8    C7   C12  N1   180.00  0.0  0
 BRS  CONST_14  C10   C11  C12  N1   180.00  0.0  0
 BRS  CONST_15  C12   C7   C8   N4   180.00  0.0  0
 BRS  CONST_16  C10   C9   C8   N4   180.00  0.0  0
 BRS  CONST_17  O13   C11  C12  C7   180.00  0.0  0
 BRS  CONST_18  C21   C10  C9   C8   180.00  0.0  0
 BRS  CONST_19  O13   C11  C10  C9   180.00  0.0  0
 BRS  CONST_20  C21   C10  C11  C12  180.00  0.0  0
 BRS  CONST_21  CL20  C18  C19  C14  180.00  0.0  0
 BRS  CONST_22  CL20  C18  C17  C16  180.00  0.0  0
 BRS  CONST_23  C21   C15  C16  C17  180.00  0.0  0
 BRS  CONST_24  C21   C15  C14  C19  180.00  0.0  0
 BRS  CONST_25  HC9   C9   C8   C7   180.00  0.0  0
 BRS  CONST_26  HC7   C7   C8   C9   180.00  0.0  0
 BRS  CONST_27  HC16  C16  C15  C14  180.00  0.0  0
 BRS  CONST_28  HC19  C19  C14  C15  180.00  0.0  0
 BRS  CONST_29  HC17  C17  C16  C15  180.00  0.0  0
 BRS  CONST_30  HC14  C14  C15  C16  180.00  0.0  0
 BRS  CONST_31  C7    C12  N1   O2   180.00  0.0  0
 BRS  CONST_32  C11   C12  N1   O2     0.00  0.0  0
 BRS  CONST_33  C7    C12  N1   O3     0.00  0.0  0
 BRS  CONST_34  C11   C12  N1   O3   180.00  0.0  0
 BRS  CONST_35  C7    C8   N4   O5   180.00  0.0  0
 BRS  CONST_36  C9    C8   N4   O5     0.00  0.0  0
 BRS  CONST_37  C7    C8   N4   O6     0.00  0.0  0
 BRS  CONST_38  C9    C8   N4   O6   180.00  0.0  0

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
 BRS  chir_01  C21  C10  C15  C22  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
 BRS  plan-1  N1    0.020
 BRS  plan-1  C7    0.020
 BRS  plan-1  C8    0.020
 BRS  plan-1  C9    0.020
 BRS  plan-1  C10   0.020
 BRS  plan-1  C11   0.020
 BRS  plan-1  C12   0.020
 BRS  plan-1  C21   0.020
 BRS  plan-1  HC7   0.020
 BRS  plan-1  HC9   0.020
 BRS  plan-1  O13   0.020
 BRS  plan-1  N4    0.020
 BRS  plan-2  C14   0.020
 BRS  plan-2  C15   0.020
 BRS  plan-2  C16   0.020
 BRS  plan-2  C17   0.020
 BRS  plan-2  C18   0.020
 BRS  plan-2  C19   0.020
 BRS  plan-2  CL20  0.020
 BRS  plan-2  C21   0.020
 BRS  plan-2  HC14  0.020
 BRS  plan-2  HC16  0.020
 BRS  plan-2  HC17  0.020
 BRS  plan-2  HC19  0.020
 BRS  plan-3  N1    0.020
 BRS  plan-3  O2    0.020
 BRS  plan-3  O3    0.020
 BRS  plan-3  C12   0.020
 BRS  plan-4  O5    0.020
 BRS  plan-4  O6    0.020
 BRS  plan-4  C8    0.020
 BRS  plan-4  N4    0.020

