# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 07:06:40 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: 5-bromo-2-(4-chloro-2-hydroxyphenoxy)benzonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(Cl)ccc1Oc2ccc(Br)cc2C#N
#
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
 J47  J47  5-bromo-2-(4-chloro-2-hydroxyphenoxy)benzonitrile  ligand  25  18  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_J47
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
 J47  N1   N   NS    0  -0.238  -1.2165  -4.1937  -0.2047
 J47  C1   C   CSP   0   0.076  -1.3078  -3.0458  -0.1821
 J47  C2   C   CR6   0  -0.069  -1.4395  -1.6278  -0.1587
 J47  C3   C   CR16  0  -0.210  -2.7033  -1.0459  -0.2371
 J47  C4   C   CR6   0  -0.125  -2.8099   0.3318  -0.2188
 J47  BR1  BR  BR    0  -0.016  -4.5083   1.1353  -0.3252
 J47  C5   C   CR16  0  -0.200  -1.6744   1.1258  -0.1236
 J47  C6   C   CR16  0  -0.321  -0.4179   0.5471  -0.0445
 J47  C7   C   CR6   0   0.399  -0.2936  -0.8340  -0.0593
 J47  O1   O   O2    0  -0.507   0.8787  -1.5006   0.0324
 J47  C8   C   CR6   0   0.198   2.0595  -0.7982  -0.0804
 J47  C9   C   CR16  0  -0.295   2.5190  -0.3757  -1.3142
 J47  C10  C   CR6   0   0.325   2.7902  -0.5606   1.0836
 J47  O2   O   OH1   0  -0.611   2.3803  -0.9568   2.2952
 J47  C11  C   CR16  0  -0.306   3.9999   0.1212   0.9857
 J47  C12  C   CR6   0  -0.028   4.4406   0.5486  -0.2540
 J47  CL1  CL  CL    0  -0.117   5.9438   1.4014  -0.3549
 J47  C13  C   CR16  0  -0.240   3.7201   0.3071  -1.4145
 J47  H1   H   HCR6  0   0.309  -3.5747  -1.6814  -0.3142
 J47  H2   H   HCR6  0   0.302  -1.7520   2.2043  -0.1066
 J47  H3   H   HCR6  0   0.309   0.4493   1.1885   0.0304
 J47  H4   H   HCR6  0   0.297   1.9374  -0.5797  -2.2043
 J47  H5   H   HOH1  0   0.482   1.5952  -1.5149   2.2354
 J47  H6   H   HCR6  0   0.297   4.5776   0.3110   1.8809
 J47  H7   H   HCR6  0   0.288   4.0825   0.6390  -2.3766

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
 J47  BR1  C4   single    1.882  0.020  1.882
 J47  C3   C4   aromatic  1.382  0.020  1.382
 J47  C3   C2   aromatic  1.394  0.020  1.394
 J47  C4   C5   aromatic  1.389  0.020  1.389
 J47  N1   C1   triple    1.152  0.020  1.152
 J47  C1   C2   single    1.424  0.020  1.424
 J47  C2   C7   aromatic  1.398  0.020  1.398
 J47  C5   C6   aromatic  1.386  0.020  1.386
 J47  C7   C6   aromatic  1.387  0.020  1.387
 J47  C7   O1   single    1.352  0.020  1.352
 J47  O1   C8   single    1.379  0.020  1.379
 J47  C8   C9   aromatic  1.383  0.020  1.383
 J47  C8   C10  aromatic  1.395  0.020  1.395
 J47  C9   C13  aromatic  1.385  0.020  1.385
 J47  O2   C10  single    1.339  0.020  1.339
 J47  C10  C11  aromatic  1.392  0.020  1.392
 J47  C13  C12  aromatic  1.387  0.020  1.387
 J47  C11  C12  aromatic  1.383  0.020  1.383
 J47  C12  CL1  single    1.731  0.020  1.731
 J47  C3   H1   single    0.930  0.020  1.080
 J47  C5   H2   single    0.930  0.020  1.080
 J47  C6   H3   single    0.930  0.020  1.080
 J47  C9   H4   single    0.930  0.020  1.080
 J47  O2   H5   single    0.850  0.020  0.980
 J47  C11  H6   single    0.930  0.020  1.080
 J47  C13  H7   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
 J47  C2   C1   N1   180.00  3.000
 J47  C7   C2   C3   120.69  3.000
 J47  C7   C2   C1   119.39  3.000
 J47  C3   C2   C1   119.91  3.000
 J47  H1   C3   C4   121.65  3.000
 J47  H1   C3   C2   119.31  3.000
 J47  C4   C3   C2   119.05  3.000
 J47  C5   C4   BR1  119.84  3.000
 J47  C5   C4   C3   120.52  3.000
 J47  BR1  C4   C3   119.64  3.000
 J47  H2   C5   C6   118.73  3.000
 J47  H2   C5   C4   120.84  3.000
 J47  C6   C5   C4   120.43  3.000
 J47  H3   C6   C7   121.31  3.000
 J47  H3   C6   C5   118.91  3.000
 J47  C7   C6   C5   119.78  3.000
 J47  O1   C7   C6   124.62  3.000
 J47  O1   C7   C2   115.84  3.000
 J47  C6   C7   C2   119.53  3.000
 J47  C8   O1   C7   119.09  3.000
 J47  C10  C8   C9   121.23  3.000
 J47  C10  C8   O1   117.86  3.000
 J47  C9   C8   O1   120.89  3.000
 J47  H4   C9   C13  119.94  3.000
 J47  H4   C9   C8   119.83  3.000
 J47  C13  C9   C8   120.23  3.000
 J47  C11  C10  O2   118.33  3.000
 J47  C11  C10  C8   118.69  3.000
 J47  O2   C10  C8   122.98  3.000
 J47  H5   O2   C10  111.34  3.000
 J47  H6   C11  C12  121.13  3.000
 J47  H6   C11  C10  119.45  3.000
 J47  C12  C11  C10  119.42  3.000
 J47  C13  C12  CL1  119.21  3.000
 J47  CL1  C12  C11  118.75  3.000
 J47  C13  C12  C11  122.03  3.000
 J47  H7   C13  C12  121.15  3.000
 J47  H7   C13  C9   120.45  3.000
 J47  C12  C13  C9   118.40  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
 J47  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 J47  CONST_02  C5   C6   C7   C2     0.00   0.0  0
 J47  CONST_03  C6   C5   C4   C3     0.00   0.0  0
 J47  CONST_04  C6   C7   C2   C3     0.00   0.0  0
 J47  CONST_05  C7   C2   C3   C4     0.00   0.0  0
 J47  CONST_06  C7   C6   C5   C4     0.00   0.0  0
 J47  CONST_07  C12  C13  C9   C8     0.00   0.0  0
 J47  CONST_08  C12  C11  C10  C8     0.00   0.0  0
 J47  CONST_09  C11  C10  C8   C9     0.00   0.0  0
 J47  CONST_10  C11  C12  C13  C9     0.00   0.0  0
 J47  CONST_11  C13  C9   C8   C10    0.00   0.0  0
 J47  CONST_12  C13  C12  C11  C10    0.00   0.0  0
 J47  CONST_13  C4   C3   C2   C1   180.00   0.0  0
 J47  CONST_14  C6   C7   C2   C1   180.00   0.0  0
 J47  CONST_15  BR1  C4   C3   C2   180.00   0.0  0
 J47  CONST_16  O1   C7   C2   C3   180.00   0.0  0
 J47  CONST_17  C6   C5   C4   BR1  180.00   0.0  0
 J47  CONST_18  O1   C7   C6   C5   180.00   0.0  0
 J47  CONST_19  C13  C9   C8   O1   180.00   0.0  0
 J47  CONST_20  C11  C10  C8   O1   180.00   0.0  0
 J47  CONST_21  O2   C10  C8   C9   180.00   0.0  0
 J47  CONST_22  CL1  C12  C13  C9   180.00   0.0  0
 J47  CONST_23  CL1  C12  C11  C10  180.00   0.0  0
 J47  CONST_24  C12  C11  C10  O2   180.00   0.0  0
 J47  CONST_25  H3   C6   C7   C2   180.00   0.0  0
 J47  CONST_26  H2   C5   C4   C3   180.00   0.0  0
 J47  CONST_27  H1   C3   C4   C5   180.00   0.0  0
 J47  CONST_28  H7   C13  C9   C8   180.00   0.0  0
 J47  CONST_29  H6   C11  C10  C8   180.00   0.0  0
 J47  CONST_30  H4   C9   C8   C10  180.00   0.0  0
 J47  Var_01    C9   C8   O1   C7   -76.69  30.0  2

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
 J47  plan-1  N1   0.020
 J47  plan-1  C1   0.020
 J47  plan-1  C2   0.020
 J47  plan-1  C3   0.020
 J47  plan-1  C4   0.020
 J47  plan-1  BR1  0.020
 J47  plan-1  C5   0.020
 J47  plan-1  C6   0.020
 J47  plan-1  C7   0.020
 J47  plan-1  O1   0.020
 J47  plan-1  H1   0.020
 J47  plan-1  H2   0.020
 J47  plan-1  H3   0.020
 J47  plan-2  O1   0.020
 J47  plan-2  C8   0.020
 J47  plan-2  C9   0.020
 J47  plan-2  C10  0.020
 J47  plan-2  O2   0.020
 J47  plan-2  C11  0.020
 J47  plan-2  C12  0.020
 J47  plan-2  CL1  0.020
 J47  plan-2  C13  0.020
 J47  plan-2  H4   0.020
 J47  plan-2  H6   0.020
 J47  plan-2  H7   0.020

