# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 15:34:32 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 3-{[(Z)-1-carboxy-2-cyclopropylethenyl]oxy}-2-hydroxybenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(/Oc1cccc(C(O)=O)c1O)=C/C2CC2
#
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
 RVC  RVC  '3-{[(Z)-1-carboxy-2-cyclopropylethenyl]oxy}-2-hydroxybenzoic acid'  ligand  29  19  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_RVC
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
 RVC  OB'   O  O      0  -0.589  -1.2750   2.3656   1.1152
 RVC  OB    O  OC    -1  -0.555   5.0601   0.1239  -0.1837
 RVC  OA'   O  OC    -1  -0.596  -3.3127   2.2711   0.2056
 RVC  OA    O  O      0  -0.632   3.9925  -0.6408   1.6097
 RVC  C8    C  C1     0  -0.245  -3.0041  -0.5145  -0.1252
 RVC  C5    C  CR16   0  -0.277   1.3791   0.9757  -2.0379
 RVC  C4    C  CR16   0  -0.349   0.2071   0.6682  -1.3447
 RVC  C6    C  CR16   0  -0.312   2.6070   0.7192  -1.4633
 RVC  C10   C  CH2    0  -0.480  -3.7234  -2.5845  -1.4534
 RVC  C11   C  CH2    0  -0.478  -4.0493  -2.8545  -0.0246
 RVC  O3    O  O2     0  -0.495  -0.8172  -0.2434   0.6500
 RVC  C'    C  C      0   0.373  -2.2240   1.7821   0.5646
 RVC  C7    C  C      0   0.083  -2.0383   0.2929   0.3132
 RVC  C2    C  CR6    0   0.255   1.5164  -0.1487   0.5139
 RVC  C3    C  CR6    0   0.328   0.2690   0.1206  -0.0779
 RVC  C1    C  CR6    0  -0.278   2.6910   0.1536  -0.1889
 RVC  C9    C  CH1    0  -0.307  -2.8849  -1.9578  -0.3677
 RVC  HO2   H  HOH1   0   0.458   2.5507  -0.7747   1.9149
 RVC  H8    H  H      0   0.247  -3.9730  -0.0626  -0.3066
 RVC  H5    H  HCR6   0   0.242   1.3139   1.4102  -3.0269
 RVC  H4    H  HCR6   0   0.264  -0.7547   0.8556  -1.8065
 RVC  H6    H  HCR6   0   0.240   3.5205   0.9493  -1.9954
 RVC  H10   H  HCH2   0   0.255  -3.2720  -3.3741  -2.0403
 RVC  H10A  H  HCH2   0   0.249  -4.3839  -1.9340  -2.0131
 RVC  H11   H  HCH2   0   0.249  -4.9335  -2.3912   0.3947
 RVC  H11A  H  HCH2   0   0.255  -3.8203  -3.8309   0.3828
 RVC  H9    H  HCH1   0   0.262  -1.9022  -2.3891  -0.2225
 RVC  C     C  C      0   0.488   4.0289  -0.1349   0.4430
 RVC  O2    O  OH1    0  -0.653   1.5465  -0.6909   1.7305

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
 RVC  OB'  C'    deloc     1.243  0.020  1.243
 RVC  OB   C     deloc     1.234  0.020  1.234
 RVC  OA'  C'    deloc     1.246  0.020  1.246
 RVC  OA   C     deloc     1.272  0.020  1.272
 RVC  O2   C2    single    1.332  0.020  1.332
 RVC  C8   C7    double    1.333  0.020  1.333
 RVC  C8   C9    single    1.468  0.020  1.468
 RVC  C5   C4    aromatic  1.396  0.020  1.396
 RVC  C5   C6    aromatic  1.380  0.020  1.380
 RVC  C4   C3    aromatic  1.382  0.020  1.382
 RVC  C6   C1    aromatic  1.397  0.020  1.397
 RVC  C10  C11   single    1.490  0.020  1.490
 RVC  C10  C9    single    1.508  0.020  1.508
 RVC  C11  C9    single    1.509  0.020  1.509
 RVC  O3   C7    single    1.376  0.020  1.376
 RVC  O3   C3    single    1.357  0.020  1.357
 RVC  C'   C7    single    1.522  0.020  1.522
 RVC  C    C1    single    1.507  0.020  1.507
 RVC  C2   C3    aromatic  1.407  0.020  1.407
 RVC  C2   C1    aromatic  1.402  0.020  1.402
 RVC  O2   HO2   single    0.850  0.020  0.980
 RVC  C8   H8    single    0.930  0.020  1.080
 RVC  C5   H5    single    0.930  0.020  1.080
 RVC  C4   H4    single    0.930  0.020  1.080
 RVC  C6   H6    single    0.930  0.020  1.080
 RVC  C10  H10   single    0.970  0.020  1.090
 RVC  C10  H10A  single    0.970  0.020  1.090
 RVC  C11  H11   single    0.970  0.020  1.090
 RVC  C11  H11A  single    0.970  0.020  1.090
 RVC  C9   H9    single    0.970  0.020  1.090

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
 RVC  H8    C8   C9   117.03  3.000
 RVC  H8    C8   C7   116.74  3.000
 RVC  C9    C8   C7   126.22  3.000
 RVC  H5    C5   C6   120.59  3.000
 RVC  H5    C5   C4   119.45  3.000
 RVC  C6    C5   C4   119.96  3.000
 RVC  H4    C4   C3   119.95  3.000
 RVC  H4    C4   C5   119.71  3.000
 RVC  C3    C4   C5   120.33  3.000
 RVC  H6    C6   C1   118.95  3.000
 RVC  H6    C6   C5   120.47  3.000
 RVC  C1    C6   C5   120.58  3.000
 RVC  H10A  C10  H10  114.35  3.000
 RVC  H10A  C10  C9   117.49  3.000
 RVC  H10   C10  C9   117.49  3.000
 RVC  H10A  C10  C11  118.10  3.000
 RVC  H10   C10  C11  118.61  3.000
 RVC  C9    C10  C11   60.44  3.000
 RVC  H11A  C11  H11  114.39  3.000
 RVC  H11A  C11  C9   117.28  3.000
 RVC  H11   C11  C9   117.64  3.000
 RVC  H11A  C11  C10  118.56  3.000
 RVC  H11   C11  C10  118.19  3.000
 RVC  C9    C11  C10   60.37  3.000
 RVC  C3    O3   C7   118.34  3.000
 RVC  C7    C'   OA'  116.30  3.000
 RVC  C7    C'   OB'  116.08  3.000
 RVC  OA'   C'   OB'  127.62  3.000
 RVC  C'    C7   O3   116.71  3.000
 RVC  C'    C7   C8   123.97  3.000
 RVC  O3    C7   C8   119.18  3.000
 RVC  C1    C2   C3   119.39  3.000
 RVC  C1    C2   O2   121.78  3.000
 RVC  C3    C2   O2   118.83  3.000
 RVC  C2    C3   O3   115.64  3.000
 RVC  C2    C3   C4   120.10  3.000
 RVC  O3    C3   C4   124.21  3.000
 RVC  C2    C1   C    119.49  3.000
 RVC  C2    C1   C6   119.63  3.000
 RVC  C     C1   C6   120.88  3.000
 RVC  H9    C9   C11  115.66  3.000
 RVC  H9    C9   C10  115.82  3.000
 RVC  C11   C9   C10   59.19  3.000
 RVC  H9    C9   C8   116.29  3.000
 RVC  C11   C9   C8   118.94  3.000
 RVC  C10   C9   C8   118.83  3.000
 RVC  C1    C    OA   115.79  3.000
 RVC  C1    C    OB   119.25  3.000
 RVC  OA    C    OB   124.95  3.000
 RVC  HO2   O2   C2   102.70  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
 RVC  CONST_01  C2   C3   C4  C5      0.00   0.0  0
 RVC  CONST_02  C2   C1   C6  C5      0.00   0.0  0
 RVC  CONST_03  C1   C6   C5  C4      0.00   0.0  0
 RVC  CONST_04  C1   C2   C3  C4      0.00   0.0  0
 RVC  CONST_05  C3   C4   C5  C6      0.00   0.0  0
 RVC  CONST_06  C3   C2   C1  C6      0.00   0.0  0
 RVC  CONST_07  C4   C3   C2  O2    180.00   0.0  0
 RVC  CONST_08  C6   C1   C2  O2    180.00   0.0  0
 RVC  CONST_09  O3   C3   C4  C5    180.00   0.0  0
 RVC  CONST_10  C    C1   C6  C5    180.00   0.0  0
 RVC  CONST_11  C1   C2   C3  O3    180.00   0.0  0
 RVC  CONST_12  C3   C2   C1  C     180.00   0.0  0
 RVC  CONST_13  H6   C6   C5  C4    180.00   0.0  0
 RVC  CONST_14  H4   C4   C5  C6    180.00   0.0  0
 RVC  CONST_15  H5   C5   C4  C3    180.00   0.0  0
 RVC  Var_01    C11  C10  C9  C8   -108.36  30.0  1
 RVC  Var_02    C6   C1   C   OB     -0.62  30.0  2
 RVC  Var_03    C7   C8   C9  C10  -149.08  30.0  1
 RVC  Var_04    C2   C3   O3  C7    163.15  30.0  2
 RVC  Var_05    C9   C8   C7  O3     -3.68   0.0  2
 RVC  Var_06    C8   C7   C'  OB'   172.09  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 RVC  chir_01  C9  C8  C10  C11  both

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
 RVC  plan-1  C5   0.020
 RVC  plan-1  C4   0.020
 RVC  plan-1  C6   0.020
 RVC  plan-1  O3   0.020
 RVC  plan-1  C2   0.020
 RVC  plan-1  C3   0.020
 RVC  plan-1  C1   0.020
 RVC  plan-1  H5   0.020
 RVC  plan-1  H4   0.020
 RVC  plan-1  H6   0.020
 RVC  plan-1  C    0.020
 RVC  plan-1  O2   0.020
 RVC  plan-2  OB   0.020
 RVC  plan-2  OA   0.020
 RVC  plan-2  C1   0.020
 RVC  plan-2  C    0.020
 RVC  plan-3  OB'  0.020
 RVC  plan-3  OA'  0.020
 RVC  plan-3  C'   0.020
 RVC  plan-3  C7   0.020
 RVC  plan-4  C8   0.020
 RVC  plan-4  O3   0.020
 RVC  plan-4  C'   0.020
 RVC  plan-4  C7   0.020
 RVC  plan-4  C9   0.020
 RVC  plan-4  H8   0.020

