# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 10:15:10 2022
#   Inital geometry file: a 91 line input string
#   Ligand name: 1-(4-hydroxyphenyl)-4-phenylbutane-2,3-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(CC(=O)C(=O)Cc2ccccc2)cc1
#
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
 KRA  KRA  1-(4-hydroxyphenyl)-4-phenylbutane-2,3-dione  ligand  33  19  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_KRA
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
 KRA  C1    C  CR6   0   0.342   0.0130  -0.1216   5.3649
 KRA  O1    O  OH1   0  -0.633  -0.0047  -0.5215   6.6530
 KRA  C2    C  CR16  0  -0.371   1.1926   0.1521   4.6784
 KRA  C3    C  CR16  0  -0.288   1.1443   0.5588   3.3529
 KRA  C4    C  CR6   0   0.128  -0.0650   0.7046   2.6841
 KRA  C5    C  CR16  0  -0.286  -1.2359   0.4292   3.3852
 KRA  C6    C  CR16  0  -0.325  -1.2077   0.0228   4.7090
 KRA  C7    C  CH2   0  -0.671  -0.1039   1.1099   1.2427
 KRA  C8    C  C     0   0.333  -0.1165  -0.0693   0.3059
 KRA  O2    O  O     0  -0.345  -0.1486  -1.2182   0.6627
 KRA  C9    C  C     0   0.332  -0.0893   0.2469  -1.2005
 KRA  O3    O  O     0  -0.344  -0.0852   1.3946  -1.5621
 KRA  C10   C  CH2   0  -0.671  -0.0700  -0.9362  -2.1324
 KRA  C11   C  CR6   0   0.150  -0.0110  -0.5340  -3.5744
 KRA  C12   C  CR16  0  -0.301   1.2149  -0.3468  -4.2062
 KRA  C13   C  CR16  0  -0.241   1.2737   0.0484  -5.5358
 KRA  C14   C  CR16  0  -0.268   0.1029   0.2632  -6.2512
 KRA  C15   C  CR16  0  -0.242  -1.1249   0.0788  -5.6289
 KRA  C16   C  CR16  0  -0.301  -1.1791  -0.3158  -4.2989
 KRA  HO1   H  HOH1  0   0.473   0.8944  -0.6069   6.9885
 KRA  H2    H  HCR6  0   0.270   2.1511   0.0475   5.1746
 KRA  H3    H  HCR6  0   0.255   2.0737   0.7688   2.8369
 KRA  H5    H  HCR6  0   0.252  -2.1948   0.5396   2.8925
 KRA  H6    H  HCR6  0   0.262  -2.1303  -0.1847   5.2368
 KRA  H71   H  HCH2  0   0.305  -0.9850   1.7220   1.0227
 KRA  H72   H  HCH2  0   0.303   0.7506   1.7424   0.9843
 KRA  H101  H  HCH2  0   0.305   0.7809  -1.5686  -1.8613
 KRA  H102  H  HCH2  0   0.307  -0.9554  -1.5453  -1.9248
 KRA  H12   H  HCR6  0   0.251   2.1335  -0.5175  -3.6570
 KRA  H13   H  HCR6  0   0.256   2.2349   0.1877  -6.0136
 KRA  H14   H  HCR6  0   0.256   0.1471   0.5675  -7.2889
 KRA  H15   H  HCR6  0   0.256  -2.0426   0.2404  -6.1798
 KRA  H16   H  HCR6  0   0.251  -2.1413  -0.4632  -3.8224

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
 KRA  C1   O1    single    1.349  0.020  1.349
 KRA  C1   C2    aromatic  1.392  0.020  1.392
 KRA  C1   C6    aromatic  1.393  0.020  1.393
 KRA  O1   HO1   single    0.850  0.020  0.980
 KRA  C2   C3    aromatic  1.387  0.020  1.387
 KRA  C2   H2    single    0.930  0.020  1.080
 KRA  C3   C4    aromatic  1.390  0.020  1.390
 KRA  C3   H3    single    0.930  0.020  1.080
 KRA  C4   C5    aromatic  1.392  0.020  1.392
 KRA  C4   C7    single    1.498  0.020  1.498
 KRA  C5   C6    aromatic  1.385  0.020  1.385
 KRA  C5   H5    single    0.930  0.020  1.080
 KRA  C6   H6    single    0.930  0.020  1.080
 KRA  C7   C8    single    1.506  0.020  1.506
 KRA  C7   H71   single    0.970  0.020  1.090
 KRA  C7   H72   single    0.970  0.020  1.090
 KRA  C8   O2    double    1.203  0.020  1.203
 KRA  C8   C9    single    1.539  0.020  1.539
 KRA  C9   O3    double    1.203  0.020  1.203
 KRA  C9   C10   single    1.506  0.020  1.506
 KRA  C10  C11   single    1.498  0.020  1.498
 KRA  C10  H101  single    0.970  0.020  1.090
 KRA  C10  H102  single    0.970  0.020  1.090
 KRA  C11  C12   aromatic  1.392  0.020  1.392
 KRA  C11  C16   aromatic  1.392  0.020  1.392
 KRA  C12  C13   aromatic  1.388  0.020  1.388
 KRA  C12  H12   single    0.930  0.020  1.080
 KRA  C13  C14   aromatic  1.389  0.020  1.389
 KRA  C13  H13   single    0.930  0.020  1.080
 KRA  C14  C15   aromatic  1.389  0.020  1.389
 KRA  C14  H14   single    0.930  0.020  1.080
 KRA  C15  C16   aromatic  1.388  0.020  1.388
 KRA  C15  H15   single    0.930  0.020  1.080
 KRA  C16  H16   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
 KRA  C6    C1   C2    119.34  3.000
 KRA  C6    C1   O1    117.95  3.000
 KRA  C2    C1   O1    122.71  3.000
 KRA  HO1   O1   C1    110.27  3.000
 KRA  H2    C2   C3    119.75  3.000
 KRA  H2    C2   C1    120.29  3.000
 KRA  C3    C2   C1    119.95  3.000
 KRA  H3    C3   C4    119.80  3.000
 KRA  H3    C3   C2    118.81  3.000
 KRA  C4    C3   C2    121.39  3.000
 KRA  C7    C4   C5    121.08  3.000
 KRA  C7    C4   C3    120.94  3.000
 KRA  C5    C4   C3    117.96  3.000
 KRA  H5    C5   C6    118.84  3.000
 KRA  H5    C5   C4    119.67  3.000
 KRA  C6    C5   C4    121.48  3.000
 KRA  H6    C6   C5    120.31  3.000
 KRA  H6    C6   C1    119.82  3.000
 KRA  C5    C6   C1    119.88  3.000
 KRA  H72   C7   H71   104.94  3.000
 KRA  H72   C7   C8    108.19  3.000
 KRA  H71   C7   C8    107.81  3.000
 KRA  H72   C7   C4    111.31  3.000
 KRA  H71   C7   C4    111.44  3.000
 KRA  C8    C7   C4    112.76  3.000
 KRA  C9    C8   O2    119.13  3.000
 KRA  C9    C8   C7    116.60  3.000
 KRA  O2    C8   C7    124.28  3.000
 KRA  C10   C9   O3    124.28  3.000
 KRA  C10   C9   C8    116.38  3.000
 KRA  O3    C9   C8    119.34  3.000
 KRA  H102  C10  H101  105.10  3.000
 KRA  H102  C10  C11   111.33  3.000
 KRA  H101  C10  C11   111.28  3.000
 KRA  H102  C10  C9    108.02  3.000
 KRA  H101  C10  C9    108.10  3.000
 KRA  C11   C10  C9    112.65  3.000
 KRA  C16   C11  C12   118.81  3.000
 KRA  C16   C11  C10   120.67  3.000
 KRA  C12   C11  C10   120.51  3.000
 KRA  H12   C12  C13   119.62  3.000
 KRA  H12   C12  C11   119.70  3.000
 KRA  C13   C12  C11   120.68  3.000
 KRA  H13   C13  C14   120.09  3.000
 KRA  H13   C13  C12   119.80  3.000
 KRA  C14   C13  C12   120.11  3.000
 KRA  H14   C14  C15   120.20  3.000
 KRA  H14   C14  C13   120.19  3.000
 KRA  C15   C14  C13   119.60  3.000
 KRA  H15   C15  C16   119.79  3.000
 KRA  H15   C15  C14   120.11  3.000
 KRA  C16   C15  C14   120.10  3.000
 KRA  H16   C16  C15   119.64  3.000
 KRA  H16   C16  C11   119.67  3.000
 KRA  C15   C16  C11   120.69  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
 KRA  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 KRA  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 KRA  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 KRA  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 KRA  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 KRA  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 KRA  CONST_07  C14  C13  C12  C11     0.00   0.0  0
 KRA  CONST_08  C14  C15  C16  C11     0.00   0.0  0
 KRA  CONST_09  C15  C16  C11  C12     0.00   0.0  0
 KRA  CONST_10  C15  C14  C13  C12     0.00   0.0  0
 KRA  CONST_11  C16  C11  C12  C13     0.00   0.0  0
 KRA  CONST_12  C16  C15  C14  C13     0.00   0.0  0
 KRA  CONST_13  C3   C2   C1   O1    180.00   0.0  0
 KRA  CONST_14  C5   C6   C1   O1    180.00   0.0  0
 KRA  CONST_15  C7   C4   C3   C2    180.00   0.0  0
 KRA  CONST_16  C7   C4   C5   C6    180.00   0.0  0
 KRA  CONST_17  C13  C12  C11  C10   180.00   0.0  0
 KRA  CONST_18  C15  C16  C11  C10   180.00   0.0  0
 KRA  CONST_19  H3   C3   C2   C1    180.00   0.0  0
 KRA  CONST_20  H5   C5   C6   C1    180.00   0.0  0
 KRA  CONST_21  H6   C6   C1   C2    180.00   0.0  0
 KRA  CONST_22  H2   C2   C3   C4    180.00   0.0  0
 KRA  CONST_23  H13  C13  C12  C11   180.00   0.0  0
 KRA  CONST_24  H15  C15  C16  C11   180.00   0.0  0
 KRA  CONST_25  H16  C16  C11  C12   180.00   0.0  0
 KRA  CONST_26  H14  C14  C13  C12   180.00   0.0  0
 KRA  CONST_27  H12  C12  C13  C14   180.00   0.0  0
 KRA  Var_01    C8   C7   C4   C3     91.85  30.0  2
 KRA  Var_02    C12  C11  C10  C9     89.35  30.0  2
 KRA  Var_03    O2   C8   C7   C4      2.94  30.0  3
 KRA  Var_04    C11  C10  C9   C8   -178.63  30.0  3
 KRA  Var_05    O3   C9   C8   C7     -1.39  30.0  2

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
 KRA  plan-1  C1   0.020
 KRA  plan-1  O1   0.020
 KRA  plan-1  C2   0.020
 KRA  plan-1  C3   0.020
 KRA  plan-1  C4   0.020
 KRA  plan-1  C5   0.020
 KRA  plan-1  C6   0.020
 KRA  plan-1  C7   0.020
 KRA  plan-1  H2   0.020
 KRA  plan-1  H3   0.020
 KRA  plan-1  H5   0.020
 KRA  plan-1  H6   0.020
 KRA  plan-2  C10  0.020
 KRA  plan-2  C11  0.020
 KRA  plan-2  C12  0.020
 KRA  plan-2  C13  0.020
 KRA  plan-2  C14  0.020
 KRA  plan-2  C15  0.020
 KRA  plan-2  C16  0.020
 KRA  plan-2  H12  0.020
 KRA  plan-2  H13  0.020
 KRA  plan-2  H14  0.020
 KRA  plan-2  H15  0.020
 KRA  plan-2  H16  0.020
 KRA  plan-3  C7   0.020
 KRA  plan-3  C8   0.020
 KRA  plan-3  O2   0.020
 KRA  plan-3  C9   0.020
 KRA  plan-4  C8   0.020
 KRA  plan-4  C9   0.020
 KRA  plan-4  O3   0.020
 KRA  plan-4  C10  0.020

