# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 18:50:01 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 3-{[(Z)-1-carboxy-2-phenylethenyl]oxy}-2-hydroxybenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(/Oc1cccc(C(O)=O)c1O)=C/c2ccccc2
#
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
 RVA  RVA  '3-{[(Z)-1-carboxy-2-phenylethenyl]oxy}-2-hydroxybenzoic acid'  ligand  32  22  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RVA
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
 RVA  C    C  C      0   0.490   4.4496   0.1332  -0.7183
 RVA  C'   C  C      0   0.387  -1.2229  -2.6123  -0.4352
 RVA  C1   C  CR6    0  -0.282   3.1936  -0.2329   0.0304
 RVA  C2   C  CR6    0   0.260   1.9533  -0.1376  -0.6167
 RVA  O2   O  OH1    0  -0.650   1.8503   0.2739  -1.8781
 RVA  C3   C  CR6    0   0.339   0.7879  -0.4808   0.0857
 RVA  O3   O  O2     0  -0.503  -0.3864  -0.3016  -0.5819
 RVA  C4   C  CR16   0  -0.334   0.8564  -0.8946   1.4006
 RVA  C5   C  CR16   0  -0.280   2.0934  -1.0032   2.0366
 RVA  C6   C  CR16   0  -0.309   3.2477  -0.6738   1.3540
 RVA  C7   C  C      0   0.119  -1.4423  -1.1060  -0.2772
 RVA  C8   C  C1     0  -0.386  -2.6374  -0.5823   0.0219
 RVA  C9   C  CR6    0   0.167  -3.0627   0.8088   0.1629
 RVA  OA   O  OC    -1  -0.554   5.5405   0.0398  -0.1497
 RVA  OB   O  O      0  -0.632   4.2826   0.5240  -1.9176
 RVA  C10  C  CR16   0  -0.333  -2.2365   1.9324   0.0161
 RVA  C11  C  CR16   0  -0.232  -2.7445   3.2121   0.1815
 RVA  C12  C  CR16   0  -0.272  -4.0828   3.4128   0.4955
 RVA  C13  C  CR16   0  -0.243  -4.9162   2.3120   0.6421
 RVA  C14  C  CR16   0  -0.318  -4.4103   1.0325   0.4775
 RVA  OA'  O  OC    -1  -0.587  -2.1325  -3.3520  -0.0179
 RVA  OB'  O  O      0  -0.580  -0.1638  -2.9432  -0.9908
 RVA  HO2  H  HOH1   0   0.458   2.8268   0.4540  -2.1373
 RVA  H4   H  HCR6   0   0.265  -0.0535  -1.1344   1.9385
 RVA  H5   H  HCR6   0   0.244   2.1383  -1.3364   3.0651
 RVA  H6   H  HCR6   0   0.242   4.2100  -0.7530   1.8425
 RVA  H8   H  H      0   0.248  -3.4221  -1.3148   0.1653
 RVA  H10  H  HCR6   0   0.262  -1.1929   1.8175  -0.2322
 RVA  H11  H  HCR6   0   0.254  -2.0851   4.0623   0.0614
 RVA  H12  H  HCR6   0   0.254  -4.4707   4.4151   0.6230
 RVA  H13  H  HCR6   0   0.254  -5.9628   2.4490   0.8825
 RVA  H14  H  HCR6   0   0.250  -5.0724   0.1823   0.5921

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
 RVA  C    C1   single    1.507  0.020  1.507
 RVA  C    OA   deloc     1.234  0.020  1.234
 RVA  C    OB   deloc     1.272  0.020  1.272
 RVA  C'   C7   single    1.530  0.020  1.530
 RVA  C'   OA'  deloc     1.244  0.020  1.244
 RVA  C'   OB'  deloc     1.241  0.020  1.241
 RVA  C1   C2   aromatic  1.402  0.020  1.402
 RVA  C1   C6   aromatic  1.396  0.020  1.396
 RVA  C2   O2   single    1.331  0.020  1.331
 RVA  C2   C3   aromatic  1.403  0.020  1.403
 RVA  C3   O3   single    1.363  0.020  1.363
 RVA  C3   C4   aromatic  1.380  0.020  1.380
 RVA  O3   C7   single    1.362  0.020  1.362
 RVA  C4   C5   aromatic  1.395  0.020  1.395
 RVA  C5   C6   aromatic  1.381  0.020  1.381
 RVA  C7   C8   double    1.339  0.020  1.339
 RVA  C8   C9   single    1.462  0.020  1.462
 RVA  C9   C10  aromatic  1.402  0.020  1.402
 RVA  C9   C14  aromatic  1.402  0.020  1.402
 RVA  C10  C11  aromatic  1.387  0.020  1.387
 RVA  C11  C12  aromatic  1.389  0.020  1.389
 RVA  C12  C13  aromatic  1.388  0.020  1.388
 RVA  C13  C14  aromatic  1.386  0.020  1.386
 RVA  O2   HO2  single    0.850  0.020  0.980
 RVA  C4   H4   single    0.930  0.020  1.080
 RVA  C5   H5   single    0.930  0.020  1.080
 RVA  C6   H6   single    0.930  0.020  1.080
 RVA  C8   H8   single    0.930  0.020  1.080
 RVA  C10  H10  single    0.930  0.020  1.080
 RVA  C11  H11  single    0.930  0.020  1.080
 RVA  C12  H12  single    0.930  0.020  1.080
 RVA  C13  H13  single    0.930  0.020  1.080
 RVA  C14  H14  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
 RVA  OB   C    OA   125.01  3.000
 RVA  OB   C    C1   115.69  3.000
 RVA  OA   C    C1   119.30  3.000
 RVA  OB'  C'   OA'  127.99  3.000
 RVA  OB'  C'   C7   115.54  3.000
 RVA  OA'  C'   C7   116.46  3.000
 RVA  C6   C1   C2   119.55  3.000
 RVA  C6   C1   C    121.02  3.000
 RVA  C2   C1   C    119.42  3.000
 RVA  C3   C2   O2   119.07  3.000
 RVA  C3   C2   C1   119.14  3.000
 RVA  O2   C2   C1   121.80  3.000
 RVA  HO2  O2   C2   102.71  3.000
 RVA  C4   C3   O3   123.29  3.000
 RVA  C4   C3   C2   120.60  3.000
 RVA  O3   C3   C2   115.99  3.000
 RVA  C7   O3   C3   118.74  3.000
 RVA  H4   C4   C5   120.06  3.000
 RVA  H4   C4   C3   119.84  3.000
 RVA  C5   C4   C3   120.11  3.000
 RVA  H5   C5   C6   120.57  3.000
 RVA  H5   C5   C4   119.61  3.000
 RVA  C6   C5   C4   119.82  3.000
 RVA  H6   C6   C5   120.19  3.000
 RVA  H6   C6   C1   119.04  3.000
 RVA  C5   C6   C1   120.77  3.000
 RVA  C8   C7   O3   120.73  3.000
 RVA  C8   C7   C'   122.42  3.000
 RVA  O3   C7   C'   116.56  3.000
 RVA  H8   C8   C9   114.85  3.000
 RVA  H8   C8   C7   114.32  3.000
 RVA  C9   C8   C7   130.82  3.000
 RVA  C14  C9   C10  117.52  3.000
 RVA  C14  C9   C8   116.96  3.000
 RVA  C10  C9   C8   125.53  3.000
 RVA  H10  C10  C11  118.69  3.000
 RVA  H10  C10  C9   120.58  3.000
 RVA  C11  C10  C9   120.73  3.000
 RVA  H11  C11  C12  119.90  3.000
 RVA  H11  C11  C10  119.23  3.000
 RVA  C12  C11  C10  120.88  3.000
 RVA  H12  C12  C13  120.44  3.000
 RVA  H12  C12  C11  120.38  3.000
 RVA  C13  C12  C11  119.18  3.000
 RVA  H13  C13  C14  119.75  3.000
 RVA  H13  C13  C12  120.23  3.000
 RVA  C14  C13  C12  120.02  3.000
 RVA  H14  C14  C13  119.26  3.000
 RVA  H14  C14  C9   119.07  3.000
 RVA  C13  C14  C9   121.67  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
 RVA  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 RVA  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 RVA  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 RVA  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 RVA  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 RVA  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 RVA  CONST_07  C12  C11  C10  C9      0.00   0.0  0
 RVA  CONST_08  C12  C13  C14  C9      0.00   0.0  0
 RVA  CONST_09  C13  C14  C9   C10     0.00   0.0  0
 RVA  CONST_10  C13  C12  C11  C10     0.00   0.0  0
 RVA  CONST_11  C14  C9   C10  C11     0.00   0.0  0
 RVA  CONST_12  C14  C13  C12  C11     0.00   0.0  0
 RVA  CONST_13  C3   C2   C1   C     180.00   0.0  0
 RVA  CONST_14  C5   C6   C1   C     180.00   0.0  0
 RVA  CONST_15  O3   C3   C2   C1    180.00   0.0  0
 RVA  CONST_16  C6   C1   C2   O2    180.00   0.0  0
 RVA  CONST_17  C4   C3   C2   O2    180.00   0.0  0
 RVA  CONST_18  C5   C4   C3   O3    180.00   0.0  0
 RVA  CONST_19  C11  C10  C9   C8    180.00   0.0  0
 RVA  CONST_20  C13  C14  C9   C8    180.00   0.0  0
 RVA  CONST_21  H5   C5   C6   C1    180.00   0.0  0
 RVA  CONST_22  H6   C6   C1   C2    180.00   0.0  0
 RVA  CONST_23  H4   C4   C3   C2    180.00   0.0  0
 RVA  CONST_24  H11  C11  C10  C9    180.00   0.0  0
 RVA  CONST_25  H13  C13  C14  C9    180.00   0.0  0
 RVA  CONST_26  H14  C14  C9   C10   180.00   0.0  0
 RVA  CONST_27  H12  C12  C11  C10   180.00   0.0  0
 RVA  CONST_28  H10  C10  C11  C12   180.00   0.0  0
 RVA  Var_01    OA   C    C1   C2   -179.51  30.0  2
 RVA  Var_02    C10  C9   C8   C7     -0.84  30.0  2
 RVA  Var_03    C9   C8   C7   C'   -177.30   0.0  2
 RVA  Var_04    C8   C7   O3   C3    128.16  30.0  3
 RVA  Var_05    OA'  C'   C7   O3    172.30  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
 RVA  plan-1  C    0.020
 RVA  plan-1  C1   0.020
 RVA  plan-1  C2   0.020
 RVA  plan-1  O2   0.020
 RVA  plan-1  C3   0.020
 RVA  plan-1  O3   0.020
 RVA  plan-1  C4   0.020
 RVA  plan-1  C5   0.020
 RVA  plan-1  C6   0.020
 RVA  plan-1  H4   0.020
 RVA  plan-1  H5   0.020
 RVA  plan-1  H6   0.020
 RVA  plan-2  C8   0.020
 RVA  plan-2  C9   0.020
 RVA  plan-2  C10  0.020
 RVA  plan-2  C11  0.020
 RVA  plan-2  C12  0.020
 RVA  plan-2  C13  0.020
 RVA  plan-2  C14  0.020
 RVA  plan-2  H10  0.020
 RVA  plan-2  H11  0.020
 RVA  plan-2  H12  0.020
 RVA  plan-2  H13  0.020
 RVA  plan-2  H14  0.020
 RVA  plan-3  C    0.020
 RVA  plan-3  C1   0.020
 RVA  plan-3  OA   0.020
 RVA  plan-3  OB   0.020
 RVA  plan-4  C'   0.020
 RVA  plan-4  C7   0.020
 RVA  plan-4  OA'  0.020
 RVA  plan-4  OB'  0.020
 RVA  plan-5  C'   0.020
 RVA  plan-5  O3   0.020
 RVA  plan-5  C7   0.020
 RVA  plan-5  C8   0.020
 RVA  plan-5  C9   0.020
 RVA  plan-5  H8   0.020

