# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 01:29:43 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 4,6-dihydroxy-2-methyl-5-oxocyclohepta-1,3,6-triene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(C=C(O)C(=O)C(=C1)O)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
 HKD  HKD  '4,6-dihydroxy-2-methyl-5-oxocyclohepta-1,3,6-triene-1-carboxylic acid'  ligand  22  14  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HKD
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
 HKD  OAA  O  OH1   0  -0.590  -2.9802  -1.3603  -0.7695
 HKD  CAC  C  C     0   0.579  -2.6270  -0.4616   0.1373
 HKD  OAD  O  O     0  -0.458  -3.3903   0.0177   0.9353
 HKD  CAF  C  C     0  -0.002  -1.1699  -0.1193   0.0507
 HKD  CAG  C  C     0  -0.363  -0.3251  -1.2424   0.0681
 HKD  CAH  C  C     0   0.371   1.0402  -1.3586   0.1133
 HKD  OAI  O  OH1   0  -0.654   1.5395  -2.5952   0.1866
 HKD  CAL  C  C     0   0.208   2.0491  -0.3348   0.0812
 HKD  OAM  O  O     0  -0.624   3.2439  -0.6733   0.1464
 HKD  CAK  C  C     0   0.291   1.7298   1.0658  -0.0697
 HKD  OAN  O  OH1   0  -0.559   2.7991   1.8504  -0.1800
 HKD  CAJ  C  C     0  -0.388   0.5093   1.6935  -0.0887
 HKD  CAE  C  C     0   0.116  -0.8118   1.2189  -0.0065
 HKD  CAB  C  CH3   0  -0.699  -1.8680   2.2976  -0.0151
 HKD  H1   H  HOH1  0   0.519  -3.9127  -1.5988  -0.6560
 HKD  H2   H  H     0   0.292  -0.8247  -2.2045   0.0891
 HKD  H3   H  HOH1  0   0.446   2.5083  -2.5136   0.2040
 HKD  H4   H  HOH1  0   0.483   3.5939   1.2917  -0.1616
 HKD  H5   H  H     0   0.289   0.5970   2.7702  -0.1834
 HKD  H6   H  HCH3  0   0.236  -1.4443   3.2436  -0.3440
 HKD  H7   H  HCH3  0   0.229  -2.7003   2.0660  -0.6773
 HKD  H8   H  HCH3  0   0.278  -2.2793   2.4507   0.9828

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
 HKD  OAN  CAK  single  1.331  0.020  1.331
 HKD  OAM  CAL  double  1.243  0.020  1.243
 HKD  CAK  CAL  single  1.444  0.020  1.444
 HKD  CAK  CAJ  double  1.373  0.020  1.373
 HKD  CAL  CAH  single  1.438  0.020  1.438
 HKD  CAJ  CAE  single  1.406  0.020  1.406
 HKD  OAI  CAH  single  1.336  0.020  1.336
 HKD  CAH  CAG  double  1.371  0.020  1.371
 HKD  CAE  CAB  single  1.510  0.020  1.510
 HKD  CAE  CAF  double  1.386  0.020  1.386
 HKD  CAG  CAF  single  1.405  0.020  1.405
 HKD  CAF  CAC  single  1.499  0.020  1.499
 HKD  CAC  OAD  double  1.204  0.020  1.204
 HKD  CAC  OAA  single  1.325  0.020  1.325
 HKD  OAA  H1   single  0.850  0.020  0.980
 HKD  CAG  H2   single  0.930  0.020  1.080
 HKD  OAI  H3   single  0.850  0.020  0.980
 HKD  OAN  H4   single  0.850  0.020  0.980
 HKD  CAJ  H5   single  0.930  0.020  1.080
 HKD  CAB  H6   single  0.970  0.020  1.090
 HKD  CAB  H7   single  0.970  0.020  1.090
 HKD  CAB  H8   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
 HKD  H1   OAA  CAC  110.08  3.000
 HKD  CAF  CAC  OAD  124.31  3.000
 HKD  OAD  CAC  OAA  123.70  3.000
 HKD  CAF  CAC  OAA  111.99  3.000
 HKD  CAE  CAF  CAG  128.07  3.000
 HKD  CAG  CAF  CAC  113.64  3.000
 HKD  CAE  CAF  CAC  118.28  3.000
 HKD  H2   CAG  CAH  112.52  3.000
 HKD  H2   CAG  CAF  115.62  3.000
 HKD  CAH  CAG  CAF  131.81  3.000
 HKD  CAL  CAH  OAI  113.47  3.000
 HKD  OAI  CAH  CAG  116.91  3.000
 HKD  CAL  CAH  CAG  129.62  3.000
 HKD  H3   OAI  CAH  107.21  3.000
 HKD  CAK  CAL  OAM  118.81  3.000
 HKD  CAK  CAL  CAH  122.53  3.000
 HKD  OAM  CAL  CAH  118.63  3.000
 HKD  CAJ  CAK  OAN  116.34  3.000
 HKD  CAJ  CAK  CAL  129.90  3.000
 HKD  OAN  CAK  CAL  113.75  3.000
 HKD  H4   OAN  CAK  108.46  3.000
 HKD  H5   CAJ  CAE  114.59  3.000
 HKD  H5   CAJ  CAK  112.54  3.000
 HKD  CAE  CAJ  CAK  132.86  3.000
 HKD  CAB  CAE  CAJ  114.57  3.000
 HKD  CAB  CAE  CAF  120.61  3.000
 HKD  CAJ  CAE  CAF  124.80  3.000
 HKD  H8   CAB  H7   107.35  3.000
 HKD  H8   CAB  H6   107.56  3.000
 HKD  H7   CAB  H6   107.40  3.000
 HKD  H8   CAB  CAE  111.04  3.000
 HKD  H7   CAB  CAE  112.73  3.000
 HKD  H6   CAB  CAE  110.54  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
 HKD  CONST_01  H1  OAA  CAC  CAF  180.00  0.0  0

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
 HKD  plan-1  CAH  0.020
 HKD  plan-1  CAL  0.020
 HKD  plan-1  OAM  0.020
 HKD  plan-1  CAK  0.020
 HKD  plan-2  OAA  0.020
 HKD  plan-2  CAC  0.020
 HKD  plan-2  OAD  0.020
 HKD  plan-2  CAF  0.020
 HKD  plan-2  H1   0.020

