# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 18:13:30 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  31  19  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

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  -0.651   3.5143   1.4576   2.0782
 RVB  C11   C  CH3    0  -0.642   3.9770   2.7125  -0.0533
 RVB  OA'   O  O      0  -0.610   0.7255  -1.3724  -2.2977
 RVB  OA    O  OC    -1  -0.606  -4.6015  -1.9127   0.2084
 RVB  OB'   O  OC    -1  -0.555   2.7189  -1.9448  -1.5067
 RVB  OB    O  O      0  -0.596  -4.3476  -0.5320  -1.5199
 RVB  C8    C  C1     0  -0.225   2.8515   0.5098  -0.1162
 RVB  C5    C  CR16   0  -0.275  -1.4996   0.0889   2.1985
 RVB  C4    C  CR16   0  -0.332  -0.4030   0.4693   1.4378
 RVB  C6    C  CR16   0  -0.295  -2.6268  -0.4061   1.5625
 RVB  O3    O  O2     0  -0.524   0.5948   0.8092  -0.7126
 RVB  C'    C  C      0   0.427   1.7382  -1.1957  -1.5683
 RVB  C7    C  C      0   0.107   1.7546   0.0652  -0.7249
 RVB  C2    C  CR6    0   0.269  -1.5788  -0.1745  -0.5935
 RVB  C3    C  CR6    0   0.223  -0.4481   0.3466   0.0601
 RVB  C1    C  CR6    0  -0.182  -2.6975  -0.5300   0.1759
 RVB  C9    C  CH1    0  -0.304   3.0095   1.7735   0.6697
 RVB  H10   H  HCH3   0   0.230   3.6327   2.3729   2.6602
 RVB  H10A  H  HCH3   0   0.230   2.8237   0.8058   2.6153
 RVB  H10B  H  HCH3   0   0.220   4.4847   0.9573   2.0441
 RVB  H11   H  HCH3   0   0.232   3.5995   2.9876  -1.0385
 RVB  H11A  H  HCH3   0   0.229   4.1277   3.6298   0.5182
 RVB  H11B  H  HCH3   0   0.218   4.9526   2.2405  -0.1881
 RVB  HO2   H  HOH1   0   0.464  -0.6164  -0.6218  -2.1657
 RVB  H8    H  H      0   0.249   3.7438  -0.0986  -0.2228
 RVB  H5    H  HCR6   0   0.243  -1.4724   0.1838   3.2761
 RVB  H4    H  HCR6   0   0.264   0.4819   0.8774   1.9112
 RVB  H6    H  HCR6   0   0.240  -3.4826  -0.7078   2.1524
 RVB  H9    H  HCH1   0   0.237   2.0436   2.2776   0.7539
 RVB  C     C  C      0   0.378  -3.9901  -1.0420  -0.4432
 RVB  O2    O  OH1    0  -0.664  -1.5573  -0.3474  -1.9186

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'    deloc     1.260  0.020  1.260
 RVB  OA   C     deloc     1.248  0.020  1.248
 RVB  OB'  C'    deloc     1.236  0.020  1.236
 RVB  OB   C     deloc     1.244  0.020  1.244
 RVB  O2   C2    single    1.336  0.020  1.336
 RVB  C8   C7    double    1.331  0.020  1.331
 RVB  C8   C9    single    1.497  0.020  1.497
 RVB  C5   C4    aromatic  1.388  0.020  1.388
 RVB  C5   C6    aromatic  1.386  0.020  1.386
 RVB  C4   C3    aromatic  1.384  0.020  1.384
 RVB  C6   C1    aromatic  1.394  0.020  1.394
 RVB  O3   C7    single    1.378  0.020  1.378
 RVB  O3   C3    single    1.378  0.020  1.378
 RVB  C'   C7    single    1.517  0.020  1.517
 RVB  C    C1    single    1.522  0.020  1.522
 RVB  C2   C3    aromatic  1.406  0.020  1.406
 RVB  C2   C1    aromatic  1.404  0.020  1.404
 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  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  107.70  3.000
 RVB  H10B  C10  H10   107.73  3.000
 RVB  H10A  C10  H10   107.90  3.000
 RVB  H10B  C10  C9    111.04  3.000
 RVB  H10A  C10  C9    111.59  3.000
 RVB  H10   C10  C9    110.72  3.000
 RVB  H11B  C11  H11A  107.73  3.000
 RVB  H11B  C11  H11   107.86  3.000
 RVB  H11A  C11  H11   108.00  3.000
 RVB  H11B  C11  C9    110.98  3.000
 RVB  H11A  C11  C9    110.84  3.000
 RVB  H11   C11  C9    111.28  3.000
 RVB  H8    C8   C9    115.99  3.000
 RVB  H8    C8   C7    116.45  3.000
 RVB  C9    C8   C7    127.53  3.000
 RVB  H5    C5   C6    120.59  3.000
 RVB  H5    C5   C4    120.13  3.000
 RVB  C6    C5   C4    119.28  3.000
 RVB  H4    C4   C3    119.67  3.000
 RVB  H4    C4   C5    120.60  3.000
 RVB  C3    C4   C5    119.71  3.000
 RVB  H6    C6   C1    118.51  3.000
 RVB  H6    C6   C5    119.51  3.000
 RVB  C1    C6   C5    121.98  3.000
 RVB  C3    O3   C7    117.43  3.000
 RVB  C7    C'   OB'   117.87  3.000
 RVB  C7    C'   OA'   116.55  3.000
 RVB  OB'   C'   OA'   125.56  3.000
 RVB  C'    C7   O3    116.40  3.000
 RVB  C'    C7   C8    122.74  3.000
 RVB  O3    C7   C8    120.61  3.000
 RVB  C1    C2   C3    118.68  3.000
 RVB  C1    C2   O2    121.57  3.000
 RVB  C3    C2   O2    119.73  3.000
 RVB  C2    C3   O3    118.18  3.000
 RVB  C2    C3   C4    121.46  3.000
 RVB  O3    C3   C4    120.25  3.000
 RVB  C2    C1   C     122.63  3.000
 RVB  C2    C1   C6    118.84  3.000
 RVB  C     C1   C6    118.53  3.000
 RVB  H9    C9   C8    109.68  3.000
 RVB  H9    C9   C11   108.20  3.000
 RVB  C8    C9   C11   109.68  3.000
 RVB  H9    C9   C10   108.43  3.000
 RVB  C8    C9   C10   110.13  3.000
 RVB  C11   C9   C10   110.69  3.000
 RVB  C1    C    OB    117.28  3.000
 RVB  C1    C    OA    116.01  3.000
 RVB  OB    C    OA    126.69  3.000
 RVB  HO2   O2   C2    107.00  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  Var_01    C6   C1   C   OA    -35.59  30.0  2
 RVB  Var_02    C2   C3   O3  C7   -109.02  30.0  2
 RVB  Var_03    C9   C8   C7  O3      2.05   0.0  2
 RVB  Var_04    C7   C8   C9  C10   123.84  30.0  2
 RVB  Var_05    C8   C7   C'  OA'  -166.58  30.0  2
 RVB  Var_06    H11  C11  C9  C10  -176.90  30.0  3
 RVB  Var_07    H10  C10  C9  C11    58.56  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  C    0.020
 RVB  plan-1  O2   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-3  OA   0.020
 RVB  plan-3  OB   0.020
 RVB  plan-3  C1   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

