# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 20:19:59 2020
#   Inital geometry file: a 67 line input string
#   Ligand name: 4-[(E)-2-carboxyethenyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)/C=C/c1ccc(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
 CIN  CIN  '4-[(E)-2-carboxyethenyl]benzoic acid'  ligand  22  14  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_CIN
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
 CIN  C1   C  CR6   0   0.152  -0.3148   0.0278   0.3997
 CIN  C2   C  CR16  0  -0.288  -1.4365   0.0341  -0.4323
 CIN  C3   C  CR16  0  -0.241  -1.3000   0.0272  -1.8087
 CIN  C4   C  CR6   0  -0.093  -0.0341   0.0154  -2.3868
 CIN  C5   C  CR16  0  -0.233   1.0937   0.0105  -1.5637
 CIN  C6   C  CR16  0  -0.297   0.9532   0.0167  -0.1898
 CIN  C1'  C  C1    0  -0.212  -0.5206   0.0331   1.8444
 CIN  C2'  C  C1    0  -0.409   0.4322   0.0159   2.7814
 CIN  C3'  C  C     0   0.539   0.0724   0.0228   4.2103
 CIN  C4'  C  C     0   0.537   0.0653   0.0088  -3.8678
 CIN  O1'  O  O     0  -0.445  -1.0548   0.0485   4.6473
 CIN  O2'  O  OH1   0  -0.601   1.1535  -0.0037   4.9821
 CIN  O3'  O  O     0  -0.435  -0.8929   0.0081  -4.6027
 CIN  O4'  O  OH1   0  -0.591   1.3163   0.0042  -4.3028
 CIN  H2   H  HCR6  0   0.269  -2.4275   0.0439   0.0042
 CIN  H3   H  HCR6  0   0.272  -2.1827   0.0319  -2.4338
 CIN  H5   H  HCR6  0   0.274   2.0886   0.0019  -1.9864
 CIN  H6   H  HCR6  0   0.268   1.8442   0.0131   0.4243
 CIN  H1'  H  H     0   0.275  -1.5570   0.0520   2.1667
 CIN  H2'  H  H     0   0.287   1.4865  -0.0047   2.5357
 CIN  HO2  H  HOH1  0   0.483   0.8947   0.0002   5.9154
 CIN  HO4  H  HOH1  0   0.490   1.3304   0.0002  -5.2716

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
 CIN  C1   C2   aromatic  1.397  0.020  1.397
 CIN  C1   C6   aromatic  1.398  0.020  1.398
 CIN  C1   C1'  single    1.459  0.020  1.459
 CIN  C2   C3   aromatic  1.383  0.020  1.383
 CIN  C2   H2   single    0.930  0.020  1.080
 CIN  C3   C4   aromatic  1.392  0.020  1.392
 CIN  C3   H3   single    0.930  0.020  1.080
 CIN  C4   C5   aromatic  1.396  0.020  1.396
 CIN  C4   C4'  single    1.484  0.020  1.484
 CIN  C5   C6   aromatic  1.381  0.020  1.381
 CIN  C5   H5   single    0.930  0.020  1.080
 CIN  C6   H6   single    0.930  0.020  1.080
 CIN  C1'  C2'  double    1.336  0.020  1.336
 CIN  C1'  H1'  single    0.930  0.020  1.080
 CIN  C2'  C3'  single    1.473  0.020  1.473
 CIN  C2'  H2'  single    0.930  0.020  1.080
 CIN  C3'  O1'  double    1.209  0.020  1.209
 CIN  C3'  O2'  single    1.329  0.020  1.329
 CIN  C4'  O3'  double    1.207  0.020  1.207
 CIN  C4'  O4'  single    1.325  0.020  1.325
 CIN  O2'  HO2  single    0.850  0.020  0.980
 CIN  O4'  HO4  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
 CIN  C1'  C1   C6   123.04  3.000
 CIN  C1'  C1   C2   118.46  3.000
 CIN  C6   C1   C2   118.50  3.000
 CIN  H2   C2   C3   119.44  3.000
 CIN  H2   C2   C1   119.66  3.000
 CIN  C3   C2   C1   120.90  3.000
 CIN  H3   C3   C4   120.15  3.000
 CIN  H3   C3   C2   119.65  3.000
 CIN  C4   C3   C2   120.21  3.000
 CIN  C4'  C4   C5   122.28  3.000
 CIN  C4'  C4   C3   118.38  3.000
 CIN  C5   C4   C3   119.34  3.000
 CIN  H5   C5   C6   118.86  3.000
 CIN  H5   C5   C4   120.86  3.000
 CIN  C6   C5   C4   120.28  3.000
 CIN  H6   C6   C5   118.73  3.000
 CIN  H6   C6   C1   120.49  3.000
 CIN  C5   C6   C1   120.77  3.000
 CIN  H1'  C1'  C2'  118.21  3.000
 CIN  H1'  C1'  C1   115.38  3.000
 CIN  C2'  C1'  C1   126.41  3.000
 CIN  H2'  C2'  C3'  117.25  3.000
 CIN  H2'  C2'  C1'  122.37  3.000
 CIN  C3'  C2'  C1'  120.38  3.000
 CIN  O2'  C3'  O1'  123.30  3.000
 CIN  O2'  C3'  C2'  111.38  3.000
 CIN  O1'  C3'  C2'  125.32  3.000
 CIN  O4'  C4'  O3'  123.34  3.000
 CIN  O4'  C4'  C4   113.01  3.000
 CIN  O3'  C4'  C4   123.65  3.000
 CIN  HO2  O2'  C3'  110.01  3.000
 CIN  HO4  O4'  C4'  110.01  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
 CIN  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 CIN  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 CIN  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 CIN  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 CIN  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 CIN  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 CIN  CONST_07  C4'  C4   C3   C2    180.00   0.0  0
 CIN  CONST_08  C1'  C1   C2   C3    180.00   0.0  0
 CIN  CONST_09  C1'  C1   C6   C5    180.00   0.0  0
 CIN  CONST_10  C4'  C4   C5   C6    180.00   0.0  0
 CIN  CONST_11  H3   C3   C2   C1    180.00   0.0  0
 CIN  CONST_12  H5   C5   C6   C1    180.00   0.0  0
 CIN  CONST_13  H6   C6   C1   C2    180.00   0.0  0
 CIN  CONST_14  H2   C2   C3   C4    180.00   0.0  0
 CIN  CONST_15  HO4  O4'  C4'  C4    180.00   0.0  0
 CIN  CONST_16  HO2  O2'  C3'  C2'   180.00   0.0  0
 CIN  Var_01    C2'  C1'  C1   C2    179.33  30.0  2
 CIN  Var_02    O3'  C4'  C4   C3     -0.28  30.0  2
 CIN  Var_03    C3'  C2'  C1'  C1   -179.94   0.0  2
 CIN  Var_04    O1'  C3'  C2'  C1'    -0.28  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
 CIN  plan-1  C1   0.020
 CIN  plan-1  C2   0.020
 CIN  plan-1  C3   0.020
 CIN  plan-1  C4   0.020
 CIN  plan-1  C5   0.020
 CIN  plan-1  C6   0.020
 CIN  plan-1  C1'  0.020
 CIN  plan-1  C4'  0.020
 CIN  plan-1  H2   0.020
 CIN  plan-1  H3   0.020
 CIN  plan-1  H5   0.020
 CIN  plan-1  H6   0.020
 CIN  plan-2  C2'  0.020
 CIN  plan-2  C3'  0.020
 CIN  plan-2  O1'  0.020
 CIN  plan-2  O2'  0.020
 CIN  plan-2  HO2  0.020
 CIN  plan-3  C4   0.020
 CIN  plan-3  C4'  0.020
 CIN  plan-3  O3'  0.020
 CIN  plan-3  O4'  0.020
 CIN  plan-3  HO4  0.020
 CIN  plan-4  C1   0.020
 CIN  plan-4  C1'  0.020
 CIN  plan-4  C2'  0.020
 CIN  plan-4  C3'  0.020
 CIN  plan-4  H1'  0.020
 CIN  plan-4  H2'  0.020

