# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 17:03:36 2020
#   Inital geometry file: a 63 line input string
#   Ligand name: (4-bromophenoxy)propanedioic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(Oc1ccc(Br)cc1)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
 2B4  2B4  '(4-bromophenoxy)propanedioic acid'  ligand  22  15  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2B4
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
 2B4  C1   C   CR16  0  -0.361  -0.0356   0.5205   0.5005
 2B4  C5   C   CR16  0  -0.339  -0.4342  -1.4988  -0.7468
 2B4  C2   C   CR16  0  -0.213  -1.4005   0.7851   0.4930
 2B4  C4   C   CR16  0  -0.210  -1.7913  -1.2366  -0.7533
 2B4  C6   C   CR6   0   0.391   0.4511  -0.6232  -0.1217
 2B4  C3   C   CR6   0  -0.132  -2.2706  -0.0904  -0.1308
 2B4  C9   C   C     0   0.542   4.0101  -0.9396   0.4431
 2B4  C12  C   C     0   0.512   2.8927   1.1154  -0.4577
 2B4  C8   C   CH1   0  -0.197   2.7083  -0.1418   0.3975
 2B4  O10  O   O     0  -0.400   4.0785  -2.1101   0.2032
 2B4  O13  O   O     0  -0.403   2.7023   1.1229  -1.6420
 2B4  O11  O   OH1   0  -0.578   5.0154  -0.1626   0.7934
 2B4  O14  O   OH1   0  -0.571   3.2764   2.1453   0.2678
 2B4  O7   O   O2    0  -0.462   1.7557  -0.9838  -0.1643
 2B4  BR1  BR  BR    0  -0.049  -4.1234   0.2729  -0.1393
 2B4  H1   H   HCR6  0   0.289   0.6084   1.2279   1.0059
 2B4  H2   H   HCR6  0   0.288  -1.7608   1.6811   0.9797
 2B4  H5   H   HCR6  0   0.282  -0.0557  -2.3908  -1.2290
 2B4  H4   H   HCR6  0   0.285  -2.4616  -1.9297  -1.2435
 2B4  H8   H   HCH1  0   0.329   2.4634   0.1380   1.4314
 2B4  H11  H   HOH1  0   0.500   5.8419  -0.6691   0.8324
 2B4  H14  H   HOH1  0   0.495   3.4259   2.9227  -0.2934

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
 2B4  C1   C2   aromatic  1.390  0.020  1.390
 2B4  C1   C6   aromatic  1.390  0.020  1.390
 2B4  C5   C4   aromatic  1.382  0.020  1.382
 2B4  C5   C6   aromatic  1.393  0.020  1.393
 2B4  C2   C3   aromatic  1.383  0.020  1.383
 2B4  C4   C3   aromatic  1.390  0.020  1.390
 2B4  C6   O7   single    1.354  0.020  1.354
 2B4  C3   BR1  single    1.888  0.020  1.888
 2B4  C9   C8   single    1.527  0.020  1.527
 2B4  C9   O10  double    1.197  0.020  1.197
 2B4  C9   O11  single    1.318  0.020  1.318
 2B4  C12  C8   single    1.532  0.020  1.532
 2B4  C12  O13  double    1.199  0.020  1.199
 2B4  C12  O14  single    1.317  0.020  1.317
 2B4  C8   O7   single    1.390  0.020  1.390
 2B4  C1   H1   single    0.930  0.020  1.080
 2B4  C2   H2   single    0.930  0.020  1.080
 2B4  C5   H5   single    0.930  0.020  1.080
 2B4  C4   H4   single    0.930  0.020  1.080
 2B4  C8   H8   single    0.970  0.020  1.090
 2B4  O11  H11  single    0.850  0.020  0.980
 2B4  O14  H14  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
 2B4  H1   C1   C6   122.59  3.000
 2B4  H1   C1   C2   117.55  3.000
 2B4  C6   C1   C2   119.86  3.000
 2B4  H5   C5   C6   119.71  3.000
 2B4  H5   C5   C4   119.85  3.000
 2B4  C6   C5   C4   120.45  3.000
 2B4  H2   C2   C3   121.19  3.000
 2B4  H2   C2   C1   118.83  3.000
 2B4  C3   C2   C1   119.97  3.000
 2B4  H4   C4   C3   121.18  3.000
 2B4  H4   C4   C5   119.28  3.000
 2B4  C3   C4   C5   119.54  3.000
 2B4  O7   C6   C5   115.51  3.000
 2B4  O7   C6   C1   124.78  3.000
 2B4  C5   C6   C1   119.70  3.000
 2B4  BR1  C3   C4   119.68  3.000
 2B4  BR1  C3   C2   119.84  3.000
 2B4  C4   C3   C2   120.48  3.000
 2B4  O11  C9   O10  125.89  3.000
 2B4  O11  C9   C8   110.49  3.000
 2B4  O10  C9   C8   123.61  3.000
 2B4  O14  C12  O13  125.82  3.000
 2B4  O14  C12  C8   111.68  3.000
 2B4  O13  C12  C8   122.50  3.000
 2B4  H8   C8   O7   112.44  3.000
 2B4  H8   C8   C12  110.07  3.000
 2B4  O7   C8   C12  110.74  3.000
 2B4  H8   C8   C9   107.15  3.000
 2B4  O7   C8   C9   106.25  3.000
 2B4  C12  C8   C9   110.05  3.000
 2B4  H11  O11  C9   110.66  3.000
 2B4  H14  O14  C12  110.66  3.000
 2B4  C8   O7   C6   119.10  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
 2B4  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 2B4  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 2B4  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 2B4  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 2B4  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 2B4  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 2B4  CONST_07  BR1  C3   C2   C1    180.00   0.0  0
 2B4  CONST_08  BR1  C3   C4   C5    180.00   0.0  0
 2B4  CONST_09  O7   C6   C1   C2    180.00   0.0  0
 2B4  CONST_10  O7   C6   C5   C4    180.00   0.0  0
 2B4  CONST_11  H5   C5   C6   C1    180.00   0.0  0
 2B4  CONST_12  H1   C1   C6   C5    180.00   0.0  0
 2B4  CONST_13  H4   C4   C3   C2    180.00   0.0  0
 2B4  CONST_14  H2   C2   C3   C4    180.00   0.0  0
 2B4  CONST_15  H11  O11  C9   C8    180.00   0.0  0
 2B4  CONST_16  H14  O14  C12  C8    180.00   0.0  0
 2B4  Var_01    C9   C8   O7   C6    168.86  30.0  2
 2B4  Var_02    O13  C12  C8   C9     88.83  30.0  2
 2B4  Var_03    O10  C9   C8   C12  -129.18  30.0  3

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
 2B4  plan-1  C1   0.020
 2B4  plan-1  C5   0.020
 2B4  plan-1  C2   0.020
 2B4  plan-1  C4   0.020
 2B4  plan-1  C6   0.020
 2B4  plan-1  C3   0.020
 2B4  plan-1  O7   0.020
 2B4  plan-1  BR1  0.020
 2B4  plan-1  H1   0.020
 2B4  plan-1  H2   0.020
 2B4  plan-1  H5   0.020
 2B4  plan-1  H4   0.020
 2B4  plan-2  C9   0.020
 2B4  plan-2  C8   0.020
 2B4  plan-2  O10  0.020
 2B4  plan-2  O11  0.020
 2B4  plan-2  H11  0.020
 2B4  plan-3  C12  0.020
 2B4  plan-3  C8   0.020
 2B4  plan-3  O13  0.020
 2B4  plan-3  O14  0.020
 2B4  plan-3  H14  0.020

