# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 26 11:02:20 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  34  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   0.550   4.5881  -0.2113  -0.5151
 RVA  C'    C  C     0   0.520  -0.9130  -2.4370  -0.8238
 RVA  C1    C  CR6   0  -0.207   3.2485  -0.1874   0.1160
 RVA  C2    C  CR6   0   0.323   2.0873  -0.2219  -0.6692
 RVA  O2    O  OH1   0  -0.591   2.1480  -0.2912  -1.9986
 RVA  C3    C  CR6   0   0.266   0.8422  -0.1803  -0.0252
 RVA  O3    O  O2    0  -0.532  -0.2566  -0.1484  -0.8521
 RVA  C4    C  CR16  0  -0.297   0.7342  -0.1306   1.3458
 RVA  C5    C  CR16  0  -0.265   1.8884  -0.1141   2.1225
 RVA  C6    C  CR16  0  -0.267   3.1237  -0.1367   1.5113
 RVA  C7    C  C     0   0.165  -1.2697  -1.0193  -0.5668
 RVA  C8    C  C1    0  -0.315  -2.4777  -0.6146  -0.1580
 RVA  C9    C  CR6   0   0.154  -2.9741   0.7261   0.1274
 RVA  OA    O  OH1   0  -0.601   5.5686  -0.2478   0.3837
 RVA  OB    O  O     0  -0.433   4.8024  -0.1964  -1.7027
 RVA  C10   C  CR16  0  -0.315  -2.2850   1.9178  -0.1353
 RVA  C11   C  CR16  0  -0.231  -2.8524   3.1393   0.1889
 RVA  C12   C  CR16  0  -0.257  -4.1086   3.2039   0.7795
 RVA  C13   C  CR16  0  -0.241  -4.8057   2.0321   1.0406
 RVA  C14   C  CR16  0  -0.299  -4.2445   0.8095   0.7118
 RVA  OA'   O  OH1   0  -0.588  -1.8636  -3.2925  -0.4870
 RVA  OB'   O  O     0  -0.436   0.1514  -2.7539  -1.2957
 RVA  HO2   H  HOH1  0   0.475   1.2566  -0.4144  -2.3527
 RVA  H4    H  HCR6  0   0.288  -0.2425  -0.0987   1.8132
 RVA  H5    H  HCR6  0   0.268   1.8134  -0.0750   3.1999
 RVA  H6    H  HCR6  0   0.273   4.0097  -0.1135   2.1283
 RVA  H8    H  H     0   0.286  -3.2084  -1.4000  -0.0109
 RVA  HOA   H  HOH1  0   0.486   6.4231  -0.2515  -0.0722
 RVA  H10   H  HCR6  0   0.270  -1.3137   1.9052  -0.6052
 RVA  H11   H  HCR6  0   0.264  -2.3093   4.0506  -0.0240
 RVA  H12   H  HCR6  0   0.265  -4.5429   4.1632   1.0286
 RVA  H13   H  HCR6  0   0.264  -5.7864   2.0696   1.4961
 RVA  H14   H  HCR6  0   0.263  -4.7962  -0.1013   0.9116
 RVA  HOA'  H  HOH1  0   0.493  -1.5846  -4.1971  -0.6938

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    1.481  0.020  1.481
 RVA  C    OA    single    1.331  0.020  1.331
 RVA  C    OB    double    1.207  0.020  1.207
 RVA  C'   C7    single    1.484  0.020  1.484
 RVA  C'   OA'   single    1.322  0.020  1.322
 RVA  C'   OB'   double    1.207  0.020  1.207
 RVA  C1   C2    aromatic  1.402  0.020  1.402
 RVA  C1   C6    aromatic  1.402  0.020  1.402
 RVA  C2   O2    single    1.333  0.020  1.333
 RVA  C2   C3    aromatic  1.402  0.020  1.402
 RVA  C3   O3    single    1.376  0.020  1.376
 RVA  C3   C4    aromatic  1.376  0.020  1.376
 RVA  O3   C7    single    1.366  0.020  1.366
 RVA  C4   C5    aromatic  1.391  0.020  1.391
 RVA  C5   C6    aromatic  1.378  0.020  1.378
 RVA  C7   C8    double    1.338  0.020  1.338
 RVA  C8   C9    single    1.458  0.020  1.458
 RVA  C9   C10   aromatic  1.401  0.020  1.401
 RVA  C9   C14   aromatic  1.401  0.020  1.401
 RVA  C10  C11   aromatic  1.385  0.020  1.385
 RVA  C11  C12   aromatic  1.390  0.020  1.390
 RVA  C12  C13   aromatic  1.388  0.020  1.388
 RVA  C13  C14   aromatic  1.385  0.020  1.385
 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  OA   HOA   single    0.850  0.020  0.980
 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
 RVA  OA'  HOA'  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
 RVA  OB    C    OA   122.29  3.000
 RVA  OB    C    C1   125.43  3.000
 RVA  OA    C    C1   112.28  3.000
 RVA  OB'   C'   OA'  124.31  3.000
 RVA  OB'   C'   C7   122.04  3.000
 RVA  OA'   C'   C7   113.65  3.000
 RVA  C6    C1   C2   118.98  3.000
 RVA  C6    C1   C    120.35  3.000
 RVA  C2    C1   C    120.67  3.000
 RVA  C3    C2   O2   120.00  3.000
 RVA  C3    C2   C1   118.51  3.000
 RVA  O2    C2   C1   121.48  3.000
 RVA  HO2   O2   C2   109.26  3.000
 RVA  C4    C3   O3   122.37  3.000
 RVA  C4    C3   C2   121.89  3.000
 RVA  O3    C3   C2   115.71  3.000
 RVA  C7    O3   C3   116.88  3.000
 RVA  H4    C4   C5   120.45  3.000
 RVA  H4    C4   C3   120.11  3.000
 RVA  C5    C4   C3   119.44  3.000
 RVA  H5    C5   C6   120.32  3.000
 RVA  H5    C5   C4   119.96  3.000
 RVA  C6    C5   C4   119.72  3.000
 RVA  H6    C6   C5   118.79  3.000
 RVA  H6    C6   C1   119.77  3.000
 RVA  C5    C6   C1   121.45  3.000
 RVA  C8    C7   O3   122.72  3.000
 RVA  C8    C7   C'   123.97  3.000
 RVA  O3    C7   C'   113.23  3.000
 RVA  H8    C8   C9   114.25  3.000
 RVA  H8    C8   C7   115.56  3.000
 RVA  C9    C8   C7   130.20  3.000
 RVA  C14   C9   C10  118.26  3.000
 RVA  C14   C9   C8   116.44  3.000
 RVA  C10   C9   C8   125.30  3.000
 RVA  HOA   OA   C    109.41  3.000
 RVA  H10   C10  C11  118.74  3.000
 RVA  H10   C10  C9   120.95  3.000
 RVA  C11   C10  C9   120.30  3.000
 RVA  H11   C11  C12  119.89  3.000
 RVA  H11   C11  C10  119.40  3.000
 RVA  C12   C11  C10  120.71  3.000
 RVA  H12   C12  C13  120.23  3.000
 RVA  H12   C12  C11  120.13  3.000
 RVA  C13   C12  C11  119.64  3.000
 RVA  H13   C13  C14  119.86  3.000
 RVA  H13   C13  C12  120.33  3.000
 RVA  C14   C13  C12  119.81  3.000
 RVA  H14   C14  C13  119.48  3.000
 RVA  H14   C14  C9   119.25  3.000
 RVA  C13   C14  C9   121.27  3.000
 RVA  HOA'  OA'  C'   110.04  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  CONST_29  HOA   OA   C    C1    180.00   0.0  0
 RVA  CONST_30  HOA'  OA'  C'   C7    180.00   0.0  0
 RVA  Var_01    OA    C    C1   C2   -176.49  30.0  2
 RVA  Var_02    C10   C9   C8   C7      8.23  30.0  2
 RVA  Var_03    C9    C8   C7   C'   -179.71   0.0  2
 RVA  Var_04    C8    C7   O3   C3    113.58  30.0  3
 RVA  Var_05    OA'   C'   C7   O3    176.78  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-3  HOA   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-4  HOA'  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

