# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 03:33:10 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 3,5,7-trihydroxy-2-(2-hydroxyphenyl)-4H-1-benzopyran-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(O)c2C(=O)C(=C(Oc2c1)c3ccccc3O)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
 CC6  CC6  3,5,7-trihydroxy-2-(2-hydroxyphenyl)-4H-1-benzopyran-4-one  ligand  31  21  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CC6
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
 CC6  OAO  O  OH1   0  -0.619  -1.3774  -2.5801  -0.4029
 CC6  CAI  C  CR6   0   0.185  -0.5337  -1.5562  -0.2193
 CC6  CAH  C  CR6   0   0.390   0.8969  -1.8601  -0.2928
 CC6  OAN  O  O     0  -0.447   1.2301  -3.0208  -0.5128
 CC6  CAE  C  CR66  0  -0.268   1.7780  -0.7287  -0.1041
 CC6  CAD  C  CR6   0   0.389   3.1943  -0.8134  -0.1288
 CC6  OAL  O  OH1   0  -0.594   3.7438  -2.0130  -0.3191
 CC6  CAC  C  CR16  0  -0.495   3.9705   0.3145   0.0417
 CC6  CAB  C  CR6   0   0.400   3.3685   1.5604   0.2456
 CC6  OAM  O  OH1   0  -0.613   4.1857   2.6042   0.4046
 CC6  CAA  C  CR16  0  -0.515   1.9889   1.6852   0.2812
 CC6  CAF  C  CR66  0   0.410   1.2237   0.5418   0.1093
 CC6  OAG  O  O     0  -0.468  -0.1052   0.7215   0.1662
 CC6  CAJ  C  CR6   0   0.151  -0.9775  -0.3083   0.0165
 CC6  CAK  C  CR6   0  -0.067  -2.3820   0.0943   0.1474
 CC6  CAP  C  CR16  0  -0.263  -3.1935  -0.5534   1.0818
 CC6  CAT  C  CR16  0  -0.270  -4.5158  -0.1916   1.2595
 CC6  CAS  C  CR16  0  -0.242  -5.0443   0.8399   0.4911
 CC6  CAR  C  CR16  0  -0.336  -4.2619   1.4919  -0.4445
 CC6  CAQ  C  CR6   0   0.332  -2.9296   1.1252  -0.6299
 CC6  OAU  O  OH1   0  -0.615  -2.2505   1.7947  -1.5785
 CC6  H1   H  HOH1  0   0.470  -0.8338  -3.3717  -0.5455
 CC6  H2   H  HOH1  0   0.484   4.7062  -1.9415  -0.3078
 CC6  H3   H  HCR6  0   0.290   5.0517   0.2431   0.0215
 CC6  H4   H  HOH1  0   0.485   3.6833   3.4180   0.5297
 CC6  H5   H  HCR6  0   0.295   1.5071   2.6410   0.4468
 CC6  H6   H  HCR6  0   0.264  -2.7658  -1.3428   1.6857
 CC6  H7   H  HCR6  0   0.259  -5.1258  -0.7004   1.9929
 CC6  H8   H  HCR6  0   0.265  -6.0763   1.1394   0.6190
 CC6  H9   H  HCR6  0   0.269  -4.6766   2.2896  -1.0482
 CC6  H10  H  HOH1  0   0.479  -1.3551   1.4625  -1.6987

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
 CC6  OAM  CAB  single    1.335  0.020  1.335
 CC6  CAB  CAA  aromatic  1.386  0.020  1.386
 CC6  CAB  CAC  aromatic  1.399  0.020  1.399
 CC6  CAA  CAF  aromatic  1.387  0.020  1.387
 CC6  CAC  CAD  aromatic  1.380  0.020  1.380
 CC6  CAF  OAG  single    1.342  0.020  1.342
 CC6  CAF  CAE  aromatic  1.402  0.020  1.402
 CC6  OAG  CAJ  single    1.358  0.020  1.358
 CC6  CAD  CAE  aromatic  1.419  0.020  1.419
 CC6  CAD  OAL  single    1.333  0.020  1.333
 CC6  CAE  CAH  single    1.446  0.020  1.446
 CC6  OAU  CAQ  single    1.345  0.020  1.345
 CC6  CAJ  CAK  single    1.467  0.020  1.467
 CC6  CAJ  CAI  double    1.345  0.020  1.345
 CC6  CAQ  CAK  aromatic  1.402  0.020  1.402
 CC6  CAQ  CAR  aromatic  1.394  0.020  1.394
 CC6  CAH  CAI  single    1.464  0.020  1.464
 CC6  CAH  OAN  double    1.227  0.020  1.227
 CC6  CAK  CAP  aromatic  1.397  0.020  1.397
 CC6  CAR  CAS  aromatic  1.383  0.020  1.383
 CC6  CAI  OAO  single    1.339  0.020  1.339
 CC6  CAP  CAT  aromatic  1.382  0.020  1.382
 CC6  CAS  CAT  aromatic  1.391  0.020  1.391
 CC6  OAO  H1   single    0.850  0.020  0.980
 CC6  OAL  H2   single    0.850  0.020  0.980
 CC6  CAC  H3   single    0.930  0.020  1.080
 CC6  OAM  H4   single    0.850  0.020  0.980
 CC6  CAA  H5   single    0.930  0.020  1.080
 CC6  CAP  H6   single    0.930  0.020  1.080
 CC6  CAT  H7   single    0.930  0.020  1.080
 CC6  CAS  H8   single    0.930  0.020  1.080
 CC6  CAR  H9   single    0.930  0.020  1.080
 CC6  OAU  H10  single    0.850  0.020  0.980

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
 CC6  H1   OAO  CAI  106.90  3.000
 CC6  CAJ  CAI  CAH  121.58  3.000
 CC6  CAH  CAI  OAO  116.73  3.000
 CC6  CAJ  CAI  OAO  121.69  3.000
 CC6  CAE  CAH  OAN  126.70  3.000
 CC6  OAN  CAH  CAI  118.07  3.000
 CC6  CAE  CAH  CAI  115.23  3.000
 CC6  CAF  CAE  CAD  116.82  3.000
 CC6  CAD  CAE  CAH  123.99  3.000
 CC6  CAF  CAE  CAH  119.19  3.000
 CC6  CAC  CAD  OAL  121.42  3.000
 CC6  OAL  CAD  CAE  117.88  3.000
 CC6  CAC  CAD  CAE  120.70  3.000
 CC6  H2   OAL  CAD  110.04  3.000
 CC6  H3   CAC  CAB  119.39  3.000
 CC6  H3   CAC  CAD  120.34  3.000
 CC6  CAB  CAC  CAD  120.27  3.000
 CC6  CAA  CAB  OAM  122.41  3.000
 CC6  CAA  CAB  CAC  120.82  3.000
 CC6  OAM  CAB  CAC  116.77  3.000
 CC6  H4   OAM  CAB  110.87  3.000
 CC6  H5   CAA  CAF  120.08  3.000
 CC6  H5   CAA  CAB  121.75  3.000
 CC6  CAF  CAA  CAB  118.17  3.000
 CC6  OAG  CAF  CAA  115.52  3.000
 CC6  OAG  CAF  CAE  121.27  3.000
 CC6  CAA  CAF  CAE  123.21  3.000
 CC6  CAJ  OAG  CAF  121.99  3.000
 CC6  CAK  CAJ  OAG  113.39  3.000
 CC6  CAK  CAJ  CAI  125.88  3.000
 CC6  OAG  CAJ  CAI  120.73  3.000
 CC6  CAQ  CAK  CAP  119.00  3.000
 CC6  CAP  CAK  CAJ  119.25  3.000
 CC6  CAQ  CAK  CAJ  121.75  3.000
 CC6  H6   CAP  CAT  119.82  3.000
 CC6  H6   CAP  CAK  118.82  3.000
 CC6  CAT  CAP  CAK  121.36  3.000
 CC6  H7   CAT  CAS  120.63  3.000
 CC6  H7   CAT  CAP  120.25  3.000
 CC6  CAS  CAT  CAP  119.12  3.000
 CC6  H8   CAS  CAR  119.28  3.000
 CC6  H8   CAS  CAT  120.16  3.000
 CC6  CAR  CAS  CAT  120.56  3.000
 CC6  H9   CAR  CAQ  119.05  3.000
 CC6  H9   CAR  CAS  120.52  3.000
 CC6  CAQ  CAR  CAS  120.44  3.000
 CC6  OAU  CAQ  CAR  116.44  3.000
 CC6  CAR  CAQ  CAK  119.52  3.000
 CC6  OAU  CAQ  CAK  124.03  3.000
 CC6  H10  OAU  CAQ  112.71  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
 CC6  CONST_01  CAB  CAA  CAF  CAE     0.00   0.0  0
 CC6  CONST_02  CAB  CAC  CAD  CAE     0.00   0.0  0
 CC6  CONST_03  CAA  CAB  CAC  CAD     0.00   0.0  0
 CC6  CONST_04  CAA  CAF  CAE  CAD     0.00   0.0  0
 CC6  CONST_05  CAF  CAA  CAB  CAC     0.00   0.0  0
 CC6  CONST_06  CAF  CAE  CAD  CAC     0.00   0.0  0
 CC6  CONST_07  CAS  CAR  CAQ  CAK     0.00   0.0  0
 CC6  CONST_08  CAS  CAT  CAP  CAK     0.00   0.0  0
 CC6  CONST_09  CAR  CAQ  CAK  CAP     0.00   0.0  0
 CC6  CONST_10  CAR  CAS  CAT  CAP     0.00   0.0  0
 CC6  CONST_11  CAQ  CAK  CAP  CAT     0.00   0.0  0
 CC6  CONST_12  CAQ  CAR  CAS  CAT     0.00   0.0  0
 CC6  CONST_13  CAR  CAQ  CAK  CAJ   180.00   0.0  0
 CC6  CONST_14  CAT  CAP  CAK  CAJ   180.00   0.0  0
 CC6  CONST_15  OAL  CAD  CAE  CAH     0.00   0.0  0
 CC6  CONST_16  OAM  CAB  CAC  CAD   180.00   0.0  0
 CC6  CONST_17  CAB  CAC  CAD  OAL   180.00   0.0  0
 CC6  CONST_18  CAF  CAE  CAD  OAL   180.00   0.0  0
 CC6  CONST_19  CAF  CAA  CAB  OAM   180.00   0.0  0
 CC6  CONST_20  OAU  CAQ  CAK  CAJ     0.00   0.0  0
 CC6  CONST_21  OAU  CAQ  CAK  CAP   180.00   0.0  0
 CC6  CONST_22  OAU  CAQ  CAR  CAS   180.00   0.0  0
 CC6  CONST_23  H5   CAA  CAF  CAE   180.00   0.0  0
 CC6  CONST_24  H3   CAC  CAD  CAE   180.00   0.0  0
 CC6  CONST_25  H6   CAP  CAK  CAJ     0.00   0.0  0
 CC6  CONST_26  H9   CAR  CAQ  CAK   180.00   0.0  0
 CC6  CONST_27  H7   CAT  CAP  CAK   180.00   0.0  0
 CC6  CONST_28  H8   CAS  CAT  CAP   180.00   0.0  0
 CC6  Var_01    CAQ  CAK  CAJ  CAI  -126.01  30.0  2
 CC6  Var_02    CAF  CAE  CAH  CAI    -0.90  30.0  1
 CC6  Var_03    OAG  CAJ  CAI  CAH     1.45  30.0  1
 CC6  Var_04    CAJ  CAI  CAH  CAE    -0.42  30.0  1

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
 CC6  plan-1  CAJ  0.020
 CC6  plan-1  CAK  0.020
 CC6  plan-1  CAP  0.020
 CC6  plan-1  CAT  0.020
 CC6  plan-1  CAS  0.020
 CC6  plan-1  CAR  0.020
 CC6  plan-1  CAQ  0.020
 CC6  plan-1  OAU  0.020
 CC6  plan-1  H6   0.020
 CC6  plan-1  H7   0.020
 CC6  plan-1  H8   0.020
 CC6  plan-1  H9   0.020
 CC6  plan-2  CAH  0.020
 CC6  plan-2  CAE  0.020
 CC6  plan-2  CAD  0.020
 CC6  plan-2  OAL  0.020
 CC6  plan-2  CAC  0.020
 CC6  plan-2  CAB  0.020
 CC6  plan-2  OAM  0.020
 CC6  plan-2  CAA  0.020
 CC6  plan-2  CAF  0.020
 CC6  plan-2  OAG  0.020
 CC6  plan-2  H3   0.020
 CC6  plan-2  H5   0.020
 CC6  plan-3  CAI  0.020
 CC6  plan-3  CAH  0.020
 CC6  plan-3  OAN  0.020
 CC6  plan-3  CAE  0.020

