# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 26 08:39:44 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 3-{[(1Z)-1-carboxy-3-methylbut-1-en-1-yl]oxy}-2-hydroxybenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)\C=C(/Oc1cccc(C(O)=O)c1O)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
 RVB  RVB  '3-{[(1Z)-1-carboxy-3-methylbut-1-en-1-yl]oxy}-2-hydroxybenzoic acid'  ligand  33  19  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_RVB
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
 RVB  C10   C  CH3   0  -0.653   3.6490   1.7668   2.0762
 RVB  C11   C  CH3   0  -0.643   3.9018   2.7086  -0.2494
 RVB  OA'   O  O     0  -0.436   0.8216  -1.8712  -1.5909
 RVB  OA    O  OH1   0  -0.601  -5.0054  -0.8768   0.2853
 RVB  OB'   O  OH1   0  -0.588   2.8962  -2.1559  -0.8054
 RVB  OB    O  O     0  -0.434  -4.2428  -0.2370  -1.7025
 RVB  C8    C  C1    0  -0.197   2.9377   0.4640   0.1041
 RVB  C5    C  CR16  0  -0.264  -1.4562  -0.3570   2.2156
 RVB  C4    C  CR16  0  -0.303  -0.3129   0.0092   1.5119
 RVB  C6    C  CR16  0  -0.269  -2.6524  -0.5038   1.5465
 RVB  O3    O  O2    0  -0.521   0.6901   0.6238  -0.5918
 RVB  C'    C  C     0   0.509   1.7923  -1.4555  -1.0073
 RVB  C7    C  C     0   0.166   1.8544  -0.0857  -0.4397
 RVB  C2    C  CR6   0   0.320  -1.5911   0.0548  -0.5504
 RVB  C3    C  CR6   0   0.259  -0.3877   0.2136   0.1530
 RVB  C1    C  CR6   0  -0.205  -2.7450  -0.2993   0.1626
 RVB  C9    C  CH1   0  -0.313   3.0442   1.8403   0.6737
 RVB  H10   H  HCH3  0   0.239   3.7279   2.7654   2.5075
 RVB  H10A  H  HCH3  0   0.237   3.0387   1.1600   2.7466
 RVB  H10B  H  HCH3  0   0.225   4.6512   1.3344   2.0501
 RVB  H11   H  HCH3  0   0.238   3.4378   2.8278  -1.2284
 RVB  H11A  H  HCH3  0   0.237   4.0363   3.7011   0.1827
 RVB  H11B  H  HCH3  0   0.226   4.8912   2.2714  -0.3959
 RVB  HOA   H  HOH1  0   0.485  -5.8355  -0.9496  -0.2080
 RVB  HOB'  H  HOH1  0   0.491   2.8141  -3.0295  -1.2157
 RVB  HO2   H  HOH1  0   0.474  -0.7193   0.3987  -2.1874
 RVB  H8    H  H     0   0.286   3.8450  -0.1300   0.1254
 RVB  H5    H  HCR6  0   0.268  -1.4048  -0.5138   3.2838
 RVB  H4    H  HCR6  0   0.284   0.6298   0.1418   2.0292
 RVB  H6    H  HCR6  0   0.272  -3.5339  -0.7786   2.1068
 RVB  H9    H  HCH1  0   0.254   2.0514   2.2899   0.7471
 RVB  O2    O  OH1   0  -0.592  -1.6194   0.2439  -1.8692
 RVB  C     C  C     0   0.549  -4.0431  -0.4578  -0.5328

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
 RVB  C10  C9    single    1.529  0.020  1.529
 RVB  C11  C9    single    1.530  0.020  1.530
 RVB  OA'  C'    double    1.207  0.020  1.207
 RVB  OA   C     single    1.331  0.020  1.331
 RVB  OB'  C'    single    1.323  0.020  1.323
 RVB  OB   C     double    1.207  0.020  1.207
 RVB  O2   C2    single    1.333  0.020  1.333
 RVB  C8   C7    double    1.331  0.020  1.331
 RVB  C8   C9    single    1.493  0.020  1.493
 RVB  C5   C4    aromatic  1.392  0.020  1.392
 RVB  C5   C6    aromatic  1.378  0.020  1.378
 RVB  C4   C3    aromatic  1.376  0.020  1.376
 RVB  C6   C1    aromatic  1.402  0.020  1.402
 RVB  O3   C7    single    1.372  0.020  1.372
 RVB  O3   C3    single    1.373  0.020  1.373
 RVB  C'   C7    single    1.484  0.020  1.484
 RVB  C    C1    single    1.481  0.020  1.481
 RVB  C2   C3    aromatic  1.403  0.020  1.403
 RVB  C2   C1    aromatic  1.402  0.020  1.402
 RVB  C10  H10   single    0.970  0.020  1.090
 RVB  C10  H10A  single    0.970  0.020  1.090
 RVB  C10  H10B  single    0.970  0.020  1.090
 RVB  C11  H11   single    0.970  0.020  1.090
 RVB  C11  H11A  single    0.970  0.020  1.090
 RVB  C11  H11B  single    0.970  0.020  1.090
 RVB  OA   HOA   single    0.850  0.020  0.980
 RVB  OB'  HOB'  single    0.850  0.020  0.980
 RVB  O2   HO2   single    0.850  0.020  0.980
 RVB  C8   H8    single    0.930  0.020  1.080
 RVB  C5   H5    single    0.930  0.020  1.080
 RVB  C4   H4    single    0.930  0.020  1.080
 RVB  C6   H6    single    0.930  0.020  1.080
 RVB  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
 RVB  H10B  C10  H10A  107.94  3.000
 RVB  H10B  C10  H10   107.80  3.000
 RVB  H10A  C10  H10   107.86  3.000
 RVB  H10B  C10  C9    111.11  3.000
 RVB  H10A  C10  C9    111.66  3.000
 RVB  H10   C10  C9    110.32  3.000
 RVB  H11B  C11  H11A  107.81  3.000
 RVB  H11B  C11  H11   108.01  3.000
 RVB  H11A  C11  H11   107.99  3.000
 RVB  H11B  C11  C9    111.20  3.000
 RVB  H11A  C11  C9    110.27  3.000
 RVB  H11   C11  C9    111.42  3.000
 RVB  HOA   OA   C     109.30  3.000
 RVB  HOB'  OB'  C'    110.01  3.000
 RVB  H8    C8   C9    115.95  3.000
 RVB  H8    C8   C7    117.56  3.000
 RVB  C9    C8   C7    126.48  3.000
 RVB  H5    C5   C6    120.37  3.000
 RVB  H5    C5   C4    119.93  3.000
 RVB  C6    C5   C4    119.70  3.000
 RVB  H4    C4   C3    120.03  3.000
 RVB  H4    C4   C5    120.38  3.000
 RVB  C3    C4   C5    119.59  3.000
 RVB  H6    C6   C1    119.69  3.000
 RVB  H6    C6   C5    118.92  3.000
 RVB  C1    C6   C5    121.40  3.000
 RVB  C3    O3   C7    116.85  3.000
 RVB  C7    C'   OB'   113.29  3.000
 RVB  C7    C'   OA'   122.46  3.000
 RVB  OB'   C'   OA'   124.25  3.000
 RVB  C'    C7   O3    113.55  3.000
 RVB  C'    C7   C8    124.85  3.000
 RVB  O3    C7   C8    121.50  3.000
 RVB  C1    C2   C3    118.66  3.000
 RVB  C1    C2   O2    121.45  3.000
 RVB  C3    C2   O2    119.89  3.000
 RVB  C2    C3   O3    115.80  3.000
 RVB  C2    C3   C4    121.66  3.000
 RVB  O3    C3   C4    122.51  3.000
 RVB  C2    C1   C     120.64  3.000
 RVB  C2    C1   C6    118.98  3.000
 RVB  C     C1   C6    120.38  3.000
 RVB  H9    C9   C8    109.89  3.000
 RVB  H9    C9   C11   108.44  3.000
 RVB  C8    C9   C11   109.45  3.000
 RVB  H9    C9   C10   108.52  3.000
 RVB  C8    C9   C10   109.50  3.000
 RVB  C11   C9   C10   111.03  3.000
 RVB  HO2   O2   C2    109.18  3.000
 RVB  C1    C    OB    125.48  3.000
 RVB  C1    C    OA    112.27  3.000
 RVB  OB    C    OA    122.25  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
 RVB  CONST_01  C2    C3   C4  C5      0.00   0.0  0
 RVB  CONST_02  C2    C1   C6  C5      0.00   0.0  0
 RVB  CONST_03  C1    C6   C5  C4      0.00   0.0  0
 RVB  CONST_04  C1    C2   C3  C4      0.00   0.0  0
 RVB  CONST_05  C3    C4   C5  C6      0.00   0.0  0
 RVB  CONST_06  C3    C2   C1  C6      0.00   0.0  0
 RVB  CONST_07  C4    C3   C2  O2    180.00   0.0  0
 RVB  CONST_08  C6    C1   C2  O2    180.00   0.0  0
 RVB  CONST_09  O3    C3   C4  C5    180.00   0.0  0
 RVB  CONST_10  C     C1   C6  C5    180.00   0.0  0
 RVB  CONST_11  C1    C2   C3  O3    180.00   0.0  0
 RVB  CONST_12  C3    C2   C1  C     180.00   0.0  0
 RVB  CONST_13  H6    C6   C5  C4    180.00   0.0  0
 RVB  CONST_14  H4    C4   C5  C6    180.00   0.0  0
 RVB  CONST_15  H5    C5   C4  C3    180.00   0.0  0
 RVB  CONST_16  HOA   OA   C   C1    180.00   0.0  0
 RVB  CONST_17  HOB'  OB'  C'  OA'     0.00   0.0  0
 RVB  Var_01    C6    C1   C   OA     -3.86  30.0  2
 RVB  Var_02    C2    C3   O3  C7   -131.14  30.0  2
 RVB  Var_03    C9    C8   C7  O3      3.31   0.0  2
 RVB  Var_04    C7    C8   C9  C10   129.13  30.0  2
 RVB  Var_05    C8    C7   C'  OA'  -173.59  30.0  2
 RVB  Var_06    H11   C11  C9  C10  -175.66  30.0  3
 RVB  Var_07    H10   C10  C9  C11    59.35  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
 RVB  plan-1  C5    0.020
 RVB  plan-1  C4    0.020
 RVB  plan-1  C6    0.020
 RVB  plan-1  O3    0.020
 RVB  plan-1  C2    0.020
 RVB  plan-1  C3    0.020
 RVB  plan-1  C1    0.020
 RVB  plan-1  H5    0.020
 RVB  plan-1  H4    0.020
 RVB  plan-1  H6    0.020
 RVB  plan-1  O2    0.020
 RVB  plan-1  C     0.020
 RVB  plan-2  OA'   0.020
 RVB  plan-2  OB'   0.020
 RVB  plan-2  C'    0.020
 RVB  plan-2  C7    0.020
 RVB  plan-2  HOB'  0.020
 RVB  plan-3  OA    0.020
 RVB  plan-3  OB    0.020
 RVB  plan-3  C1    0.020
 RVB  plan-3  HOA   0.020
 RVB  plan-3  C     0.020
 RVB  plan-4  C8    0.020
 RVB  plan-4  O3    0.020
 RVB  plan-4  C'    0.020
 RVB  plan-4  C7    0.020
 RVB  plan-4  C9    0.020
 RVB  plan-4  H8    0.020

