# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 09:35:26 2022
#   Inital geometry file: a 77 line input string
#   Ligand name: (5S,6S)-5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohexa-1,3-diene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1[C@@H](OC(=C)C(O)=O)C=CC=C1C(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
 ISC  ISC  '(5S,6S)-5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohexa-1,3-diene-1-carboxylic acid'  ligand  24  16  .  2022-09-15  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_ISC
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
 ISC  C     C  C      0   0.348   3.1382   0.9949   0.0033
 ISC  C1    C  CR6    0  -0.023   2.0058   0.0431  -0.3153
 ISC  O1    O  O      0  -0.571   3.7214   1.5516  -0.9390
 ISC  C2    C  CR16   0  -0.046   1.1173  -0.3656   0.8261
 ISC  O2    O  OC    -1  -0.667   3.4137   1.1027   1.2232
 ISC  C3    C  CR16   0  -0.065  -0.1604  -1.0979   0.4022
 ISC  O3    O  OH1    0  -0.689   1.8421  -1.2034   1.7038
 ISC  C4    C  CR16   0  -0.260  -0.0033  -1.9347  -0.8351
 ISC  C5    C  CR16   0  -0.216   0.9403  -1.6375  -1.7285
 ISC  C6    C  CR16   0  -0.250   1.9007  -0.5681  -1.5002
 ISC  C1'   C  C      0   0.353  -3.3410   0.8235   0.0048
 ISC  O1'   O  OC    -1  -0.591  -4.5666   0.6295   0.0698
 ISC  O2'   O  O      0  -0.560  -2.7462   1.8932  -0.2003
 ISC  C3'   C  C2     0  -0.631  -2.9489  -1.6171   0.4820
 ISC  O3'   O  O2     0  -0.423  -1.1361  -0.0853   0.1565
 ISC  H2    H  HCR6   0   0.186   0.7765   0.5378   1.3558
 ISC  H3    H  HCR6   0   0.257  -0.4811  -1.7131   1.2526
 ISC  HO3   H  HOH1   0   0.447   2.6057  -0.6628   1.9597
 ISC  H4    H  HCR6   0   0.236  -0.7111  -2.7324  -1.0129
 ISC  H5    H  HCR6   0   0.263   1.0035  -2.1945  -2.6555
 ISC  H6    H  HCR6   0   0.240   2.5763  -0.3059  -2.3057
 ISC  H3'   H  H      0   0.258  -2.3537  -2.5061   0.6455
 ISC  H3'A  H  H      0   0.241  -4.0131  -1.7363   0.5320
 ISC  C2'   C  C      0   0.161  -2.4462  -0.4043   0.2273

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
 ISC  C    C1    single  1.513  0.020  1.513
 ISC  C    O1    deloc   1.240  0.020  1.240
 ISC  C    O2    deloc   1.255  0.020  1.255
 ISC  C1   C2    single  1.503  0.020  1.503
 ISC  C1   C6    double  1.337  0.020  1.337
 ISC  C2   C3    single  1.532  0.020  1.532
 ISC  C2   O3    single  1.413  0.020  1.413
 ISC  C3   C4    single  1.502  0.020  1.502
 ISC  C3   O3'   single  1.427  0.020  1.427
 ISC  C4   C5    double  1.333  0.020  1.333
 ISC  C5   C6    single  1.455  0.020  1.455
 ISC  C1'  O1'   deloc   1.243  0.020  1.243
 ISC  C1'  C2'   single  1.535  0.020  1.535
 ISC  C1'  O2'   deloc   1.241  0.020  1.241
 ISC  C2'  C3'   double  1.337  0.020  1.337
 ISC  C2'  O3'   single  1.350  0.020  1.350
 ISC  C2   H2    single  0.970  0.020  1.090
 ISC  C3   H3    single  0.970  0.020  1.090
 ISC  O3   HO3   single  0.850  0.020  0.980
 ISC  C4   H4    single  0.930  0.020  1.080
 ISC  C5   H5    single  0.930  0.020  1.080
 ISC  C6   H6    single  0.930  0.020  1.080
 ISC  C3'  H3'   single  0.930  0.020  1.080
 ISC  C3'  H3'A  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
 ISC  O2    C    O1   126.63  3.000
 ISC  O2    C    C1   115.02  3.000
 ISC  O1    C    C1   118.31  3.000
 ISC  C6    C1   C2   120.14  3.000
 ISC  C6    C1   C    122.20  3.000
 ISC  C2    C1   C    116.97  3.000
 ISC  H2    C2   O3   110.26  3.000
 ISC  H2    C2   C3   105.49  3.000
 ISC  O3    C2   C3   108.42  3.000
 ISC  H2    C2   C1   108.97  3.000
 ISC  O3    C2   C1   109.24  3.000
 ISC  C3    C2   C1   114.38  3.000
 ISC  H3    C3   O3'  109.35  3.000
 ISC  H3    C3   C4   110.89  3.000
 ISC  O3'   C3   C4   108.96  3.000
 ISC  H3    C3   C2   107.29  3.000
 ISC  O3'   C3   C2   106.17  3.000
 ISC  C4    C3   C2   114.01  3.000
 ISC  HO3   O3   C2   103.72  3.000
 ISC  H4    C4   C5   121.18  3.000
 ISC  H4    C4   C3   118.56  3.000
 ISC  C5    C4   C3   120.13  3.000
 ISC  H5    C5   C6   118.26  3.000
 ISC  H5    C5   C4   120.01  3.000
 ISC  C6    C5   C4   121.72  3.000
 ISC  H6    C6   C5   118.20  3.000
 ISC  H6    C6   C1   119.94  3.000
 ISC  C5    C6   C1   121.78  3.000
 ISC  O2'   C1'  C2'  115.72  3.000
 ISC  O2'   C1'  O1'  128.02  3.000
 ISC  C2'   C1'  O1'  116.25  3.000
 ISC  H3'A  C3'  H3'  116.59  3.000
 ISC  H3'A  C3'  C2'  118.87  3.000
 ISC  H3'   C3'  C2'  124.54  3.000
 ISC  C2'   O3'  C3   119.12  3.000
 ISC  O3'   C2'  C3'  126.08  3.000
 ISC  O3'   C2'  C1'  111.65  3.000
 ISC  C3'   C2'  C1'  122.26  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
 ISC  Var_01  C4   C5   C6   C1      9.47  30.0  1
 ISC  Var_02  C5   C6   C1   C2     -0.13  30.0  1
 ISC  Var_03  C6   C5   C4   C3      4.39  30.0  1
 ISC  Var_04  C2   C1   C    O1   -166.19  30.0  2
 ISC  Var_05  C1'  C2'  O3'  C3    177.10  30.0  2
 ISC  Var_06  H3'  C3'  C2'  C1'  -179.93   0.0  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
 ISC  chir_01  C2  C1   C3  O3  negativ
 ISC  chir_02  C3  O3'  C4  C2  negativ

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
 ISC  plan-1  C     0.020
 ISC  plan-1  C1    0.020
 ISC  plan-1  O1    0.020
 ISC  plan-1  O2    0.020
 ISC  plan-2  C1'   0.020
 ISC  plan-2  O1'   0.020
 ISC  plan-2  O2'   0.020
 ISC  plan-2  C2'   0.020
 ISC  plan-3  C1'   0.020
 ISC  plan-3  C3'   0.020
 ISC  plan-3  O3'   0.020
 ISC  plan-3  H3'   0.020
 ISC  plan-3  H3'A  0.020
 ISC  plan-3  C2'   0.020

