# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Aug  4 00:54:23 2022
#   Inital geometry file: a 84 line input string
#   Ligand name: 7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)C2=COc3cc(O)ccc3C2=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
 ZF1  ZF1  "7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one"
  ligand  29  19  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZF1
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
 ZF1  O1    O  OH1   0  -0.612  96.0742  17.2099  67.5089
 ZF1  C1    C  CR6   0   0.380  95.0970  16.5823  68.1714
 ZF1  C2    C  CR16  0  -0.328  95.2395  15.1961  68.3611
 ZF1  C3    C  CR16  0  -0.278  94.2744  14.4977  69.0403
 ZF1  C4    C  CR66  0  -0.144  93.1361  15.1354  69.5552
 ZF1  C5    C  CR66  0   0.391  93.0204  16.5074  69.3480
 ZF1  C6    C  CR16  0  -0.472  93.9814  17.2403  68.6637
 ZF1  O2    O  O     0  -0.427  91.9552  17.1945  69.8108
 ZF1  C7    C  CR16  0   0.038  90.9973  16.5506  70.4825
 ZF1  C8    C  CR6   0  -0.226  90.9956  15.2333  70.7610
 ZF1  C9    C  CR6   0   0.424  92.1082  14.4041  70.2946
 ZF1  O3    O  O     0  -0.420  92.1822  13.2033  70.5115
 ZF1  C10   C  CR6   0   0.068  89.8951  14.6529  71.5509
 ZF1  C11   C  CR16  0  -0.275  89.1864  13.5383  71.0978
 ZF1  C12   C  CR16  0  -0.324  88.1306  13.0168  71.8225
 ZF1  C13   C  CR6   0   0.346  87.7559  13.5982  73.0340
 ZF1  O4    O  OH1   0  -0.626  86.7212  13.0484  73.6972
 ZF1  C14   C  CR16  0  -0.368  88.4568  14.7056  73.5025
 ZF1  C15   C  CR16  0  -0.287  89.5149  15.2174  72.7659
 ZF1  H1O   H  HOH1  0   0.482  95.8961  18.1557  67.4345
 ZF1  H21   H  HCR6  0   0.275  96.1126  14.6916  67.9682
 ZF1  H31   H  HCR6  0   0.271  94.3883  13.4320  69.1875
 ZF1  H61   H  HCR6  0   0.296  93.8503  18.3077  68.5268
 ZF1  H71   H  HCR6  0   0.305  90.2022  17.2221  70.7810
 ZF1  H111  H  HCR6  0   0.250  89.4459  13.0783  70.1537
 ZF1  H121  H  HCR6  0   0.262  87.5868  12.1572  71.4510
 ZF1  H4O   H  HOH1  0   0.473  86.5475  13.5278  74.5156
 ZF1  H141  H  HCR6  0   0.270  88.1855  15.1675  74.4453
 ZF1  H151  H  HCR6  0   0.256  90.0596  16.0697  73.1538

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
 ZF1  O1   C1    single    1.337  0.020  1.337
 ZF1  C1   C2    aromatic  1.406  0.020  1.406
 ZF1  C1   C6    aromatic  1.386  0.020  1.386
 ZF1  C2   C3    aromatic  1.371  0.020  1.371
 ZF1  C2   H21   single    0.930  0.020  1.080
 ZF1  C3   C4    aromatic  1.403  0.020  1.403
 ZF1  C3   H31   single    0.930  0.020  1.080
 ZF1  C4   C5    aromatic  1.392  0.020  1.392
 ZF1  C4   C9    single    1.462  0.020  1.462
 ZF1  C5   C6    aromatic  1.389  0.020  1.389
 ZF1  C5   O2    single    1.349  0.020  1.349
 ZF1  C6   H61   single    0.930  0.020  1.080
 ZF1  O2   C7    single    1.335  0.020  1.335
 ZF1  C7   C8    double    1.346  0.020  1.346
 ZF1  C7   H71   single    0.930  0.020  1.080
 ZF1  C8   C9    single    1.464  0.020  1.464
 ZF1  C8   C10   single    1.474  0.020  1.474
 ZF1  C9   O3    double    1.223  0.020  1.223
 ZF1  C10  C11   aromatic  1.396  0.020  1.396
 ZF1  C10  C15   aromatic  1.393  0.020  1.393
 ZF1  C11  C12   aromatic  1.383  0.020  1.383
 ZF1  C11  H111  single    0.930  0.020  1.080
 ZF1  C12  C13   aromatic  1.395  0.020  1.395
 ZF1  C12  H121  single    0.930  0.020  1.080
 ZF1  C13  O4    single    1.346  0.020  1.346
 ZF1  C13  C14   aromatic  1.392  0.020  1.392
 ZF1  O4   H4O   single    0.850  0.020  0.980
 ZF1  C14  C15   aromatic  1.387  0.020  1.387
 ZF1  C14  H141  single    0.930  0.020  1.080
 ZF1  C15  H151  single    0.930  0.020  1.080
 ZF1  H1O  O1    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
 ZF1  H1O   O1   C1   111.30  3.000
 ZF1  C6    C1   C2   120.12  3.000
 ZF1  C6    C1   O1   122.79  3.000
 ZF1  C2    C1   O1   117.09  3.000
 ZF1  H21   C2   C3   120.68  3.000
 ZF1  H21   C2   C1   119.49  3.000
 ZF1  C3    C2   C1   119.83  3.000
 ZF1  H31   C3   C4   118.91  3.000
 ZF1  H31   C3   C2   119.67  3.000
 ZF1  C4    C3   C2   121.43  3.000
 ZF1  C9    C4   C5   120.64  3.000
 ZF1  C9    C4   C3   121.92  3.000
 ZF1  C5    C4   C3   117.44  3.000
 ZF1  O2    C5   C6   116.52  3.000
 ZF1  O2    C5   C4   121.08  3.000
 ZF1  C6    C5   C4   122.40  3.000
 ZF1  H61   C6   C5   119.87  3.000
 ZF1  H61   C6   C1   121.35  3.000
 ZF1  C5    C6   C1   118.78  3.000
 ZF1  C7    O2   C5   119.56  3.000
 ZF1  H71   C7   C8   123.29  3.000
 ZF1  H71   C7   O2   111.49  3.000
 ZF1  C8    C7   O2   125.22  3.000
 ZF1  C10   C8   C9   121.01  3.000
 ZF1  C10   C8   C7   119.81  3.000
 ZF1  C9    C8   C7   119.17  3.000
 ZF1  O3    C9   C8   123.08  3.000
 ZF1  O3    C9   C4   122.58  3.000
 ZF1  C8    C9   C4   114.34  3.000
 ZF1  C15   C10  C11  117.91  3.000
 ZF1  C15   C10  C8   120.78  3.000
 ZF1  C11   C10  C8   121.30  3.000
 ZF1  H111  C11  C12  118.70  3.000
 ZF1  H111  C11  C10  120.05  3.000
 ZF1  C12   C11  C10  121.24  3.000
 ZF1  H121  C12  C13  119.60  3.000
 ZF1  H121  C12  C11  120.20  3.000
 ZF1  C13   C12  C11  120.20  3.000
 ZF1  C14   C13  O4   123.10  3.000
 ZF1  C14   C13  C12  119.25  3.000
 ZF1  O4    C13  C12  117.65  3.000
 ZF1  H4O   O4   C13  110.70  3.000
 ZF1  H141  C14  C15  119.69  3.000
 ZF1  H141  C14  C13  120.37  3.000
 ZF1  C15   C14  C13  119.93  3.000
 ZF1  H151  C15  C14  118.93  3.000
 ZF1  H151  C15  C10  119.61  3.000
 ZF1  C14   C15  C10  121.46  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
 ZF1  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 ZF1  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 ZF1  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 ZF1  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 ZF1  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 ZF1  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 ZF1  CONST_07  C10   C8   C9   C4    180.00   0.0  0
 ZF1  CONST_08  C13   C12  C11  C10     0.00   0.0  0
 ZF1  CONST_09  C13   C14  C15  C10     0.00   0.0  0
 ZF1  CONST_10  C14   C15  C10  C11     0.00   0.0  0
 ZF1  CONST_11  C14   C13  C12  C11     0.00   0.0  0
 ZF1  CONST_12  C15   C10  C11  C12     0.00   0.0  0
 ZF1  CONST_13  C15   C14  C13  C12     0.00   0.0  0
 ZF1  CONST_14  C12   C11  C10  C8    180.00   0.0  0
 ZF1  CONST_15  C14   C15  C10  C8    180.00   0.0  0
 ZF1  CONST_16  C3    C2   C1   O1    180.00   0.0  0
 ZF1  CONST_17  C5    C6   C1   O1    180.00   0.0  0
 ZF1  CONST_18  O3    C9   C8   C7    180.00   0.0  0
 ZF1  CONST_19  C10   C8   C9   O3      0.00   0.0  0
 ZF1  CONST_20  O4    C13  C12  C11   180.00   0.0  0
 ZF1  CONST_21  C15   C14  C13  O4    180.00   0.0  0
 ZF1  CONST_22  H31   C3   C2   C1    180.00   0.0  0
 ZF1  CONST_23  H61   C6   C1   C2    180.00   0.0  0
 ZF1  CONST_24  H21   C2   C3   C4    180.00   0.0  0
 ZF1  CONST_25  H61   C6   C5   C4    180.00   0.0  0
 ZF1  CONST_26  H31   C3   C4   C5    180.00   0.0  0
 ZF1  CONST_27  H21   C2   C1   C6    180.00   0.0  0
 ZF1  CONST_28  H61   C6   C5   O2      0.00   0.0  0
 ZF1  CONST_29  H111  C11  C10  C8      0.00   0.0  0
 ZF1  CONST_30  H151  C15  C10  C8      0.00   0.0  0
 ZF1  CONST_31  H31   C3   C4   C9      0.00   0.0  0
 ZF1  CONST_32  H121  C12  C11  C10   180.00   0.0  0
 ZF1  CONST_33  H141  C14  C15  C10   180.00   0.0  0
 ZF1  CONST_34  H151  C15  C10  C11   180.00   0.0  0
 ZF1  CONST_35  H141  C14  C13  C12   180.00   0.0  0
 ZF1  CONST_36  H111  C11  C12  C13   180.00   0.0  0
 ZF1  CONST_37  H151  C15  C14  C13   180.00   0.0  0
 ZF1  CONST_38  H121  C12  C13  C14   180.00   0.0  0
 ZF1  CONST_39  H111  C11  C10  C15   180.00   0.0  0
 ZF1  Var_01    C8    C9   C4   C3    179.77  30.0  1
 ZF1  Var_02    C7    O2   C5   C4      0.22  30.0  1
 ZF1  Var_03    C7    C8   C9   C4      0.25  30.0  1
 ZF1  Var_04    C8    C9   C4   C5      0.38  30.0  1
 ZF1  Var_05    C8    C7   O2   C5      0.48  30.0  1
 ZF1  Var_06    C7    O2   C5   C6   -179.72  30.0  1
 ZF1  Var_07    C9    C8   C7   O2     -0.71  30.0  1
 ZF1  Var_08    C10   C8   C7   O2    178.01  30.0  1
 ZF1  Var_09    C11   C10  C8   C7    127.98  30.0  2
 ZF1  Var_10    C15   C10  C8   C7    -50.89  30.0  2
 ZF1  Var_11    C11   C10  C8   C9    -53.33  30.0  2
 ZF1  Var_12    C15   C10  C8   C9    127.81  30.0  2
 ZF1  Var_13    O3    C9   C4   C3      0.33  30.0  1
 ZF1  Var_14    O3    C9   C4   C5   -179.06  30.0  1
 ZF1  Var_15    H71   C7   O2   C5   -179.28  30.0  1
 ZF1  Var_16    H71   C7   C8   C9    179.02  30.0  1
 ZF1  Var_17    H71   C7   C8   C10    -2.26  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
 ZF1  plan-1  C8    0.020
 ZF1  plan-1  C10   0.020
 ZF1  plan-1  C11   0.020
 ZF1  plan-1  C12   0.020
 ZF1  plan-1  C13   0.020
 ZF1  plan-1  O4    0.020
 ZF1  plan-1  C14   0.020
 ZF1  plan-1  C15   0.020
 ZF1  plan-1  H111  0.020
 ZF1  plan-1  H121  0.020
 ZF1  plan-1  H141  0.020
 ZF1  plan-1  H151  0.020
 ZF1  plan-2  O1    0.020
 ZF1  plan-2  C1    0.020
 ZF1  plan-2  C2    0.020
 ZF1  plan-2  C3    0.020
 ZF1  plan-2  C4    0.020
 ZF1  plan-2  C5    0.020
 ZF1  plan-2  C6    0.020
 ZF1  plan-2  O2    0.020
 ZF1  plan-2  C9    0.020
 ZF1  plan-2  H21   0.020
 ZF1  plan-2  H31   0.020
 ZF1  plan-2  H61   0.020
 ZF1  plan-3  C4    0.020
 ZF1  plan-3  C8    0.020
 ZF1  plan-3  C9    0.020
 ZF1  plan-3  O3    0.020

