# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 12:57:02 2022
#   Inital geometry file: a 104 line input string
#   Ligand name: 1-[4-(3-~{tert}-butyl-4-oxidanyl-phenoxy)phenyl]ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1ccc(Oc2ccc(O)c(c2)C(C)(C)C)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
 HVO  HVO  1-[4-(3-~{tert}-butyl-4-oxidanyl-phenoxy)phenyl]ethanone  ligand  41  21  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HVO
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
 HVO  C1   C  CR6   0   0.371  21.4129  54.0237  12.3550
 HVO  C2   C  CR16  0  -0.326  21.0044  54.3851  11.0720
 HVO  C3   C  CR16  0  -0.252  20.8002  53.4007  10.1235
 HVO  C4   C  CR6   0  -0.045  20.9933  52.0508  10.4197
 HVO  C5   C  CR16  0  -0.276  21.3959  51.7106  11.7128
 HVO  C6   C  CR16  0  -0.315  21.6063  52.6811  12.6728
 HVO  C10  C  CR16  0  -0.375  20.9019  58.4730  13.2341
 HVO  C11  C  CR16  0  -0.325  20.7466  57.1196  13.4905
 HVO  C12  C  CR6   0   0.093  23.0116  58.0788  12.0841
 HVO  C13  C  CR16  0  -0.374  22.8346  56.7287  12.3688
 HVO  C20  C  CH3   0  -0.800  20.9942  49.5859   9.7100
 HVO  C9   C  CR6   0   0.316  22.0086  58.9565  12.5428
 HVO  C8   C  CR6   0   0.320  21.7264  56.2536  13.0555
 HVO  O7   O  O2    0  -0.505  21.6240  54.9108  13.3523
 HVO  O14  O  OH1   0  -0.627  22.1361  60.2797  12.3060
 HVO  C16  C  CH3   0  -0.673  25.1600  57.3983  10.9273
 HVO  C17  C  CH3   0  -0.639  23.8382  59.2716  10.0227
 HVO  C18  C  CH3   0  -0.638  25.0785  59.5063  12.2083
 HVO  C19  C  C     0   0.361  20.7665  51.0330   9.3641
 HVO  O21  O  O     0  -0.397  20.4077  51.3640   8.2516
 HVO  H1   H  HCR6  0   0.284  20.8430  55.4216  10.8082
 HVO  H2   H  HCR6  0   0.266  20.4823  53.6926   9.1315
 HVO  H3   H  HCR6  0   0.267  21.5570  50.6764  11.9869
 HVO  H4   H  HCR6  0   0.273  21.9225  52.4059  13.6707
 HVO  H5   H  HCR6  0   0.271  20.1408  59.1662  13.5755
 HVO  H6   H  HCR6  0   0.270  19.8780  56.7580  14.0258
 HVO  H7   H  HCR6  0   0.277  23.5778  56.0098  12.0528
 HVO  H8   H  HCH3  0   0.267  20.7942  48.9558   8.8466
 HVO  H9   H  HCH3  0   0.266  22.0224  49.4203  10.0363
 HVO  H10  H  HCH3  0   0.266  20.3461  49.2737  10.5306
 HVO  H11  H  HOH1  0   0.473  21.3831  60.7584  12.6710
 HVO  H12  H  HCH3  0   0.231  25.5469  56.8601  11.7945
 HVO  H13  H  HCH3  0   0.231  24.6581  56.6806  10.2755
 HVO  H14  H  HCH3  0   0.241  26.0190  57.7869  10.3782
 HVO  H15  H  HCH3  0   0.240  23.2483  60.1682  10.1954
 HVO  H16  H  HCH3  0   0.223  24.7319  59.5668   9.4690
 HVO  H17  H  HCH3  0   0.223  23.2608  58.6013   9.3834
 HVO  H18  H  HCH3  0   0.223  25.3813  59.0028  13.1282
 HVO  H19  H  HCH3  0   0.223  25.9863  59.8047  11.6798
 HVO  H20  H  HCH3  0   0.239  24.5425  60.4128  12.4797
 HVO  C15  C  CT    0  -0.144  24.2477  58.5642  11.3235

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
 HVO  O21  C19  double    1.215  0.020  1.215
 HVO  C20  C19  single    1.505  0.020  1.505
 HVO  C19  C4   single    1.484  0.020  1.484
 HVO  C17  C15  single    1.536  0.020  1.536
 HVO  C3   C4   aromatic  1.395  0.020  1.395
 HVO  C3   C2   aromatic  1.382  0.020  1.382
 HVO  C4   C5   aromatic  1.396  0.020  1.396
 HVO  C16  C15  single    1.533  0.020  1.533
 HVO  C2   C1   aromatic  1.394  0.020  1.394
 HVO  C15  C12  single    1.530  0.020  1.530
 HVO  C15  C18  single    1.536  0.020  1.536
 HVO  C5   C6   aromatic  1.381  0.020  1.381
 HVO  C12  C9   aromatic  1.410  0.020  1.410
 HVO  C12  C13  aromatic  1.391  0.020  1.391
 HVO  O14  C9   single    1.350  0.020  1.350
 HVO  C9   C10  aromatic  1.392  0.020  1.392
 HVO  C13  C8   aromatic  1.388  0.020  1.388
 HVO  C1   C6   aromatic  1.393  0.020  1.393
 HVO  C1   O7   single    1.351  0.020  1.351
 HVO  C10  C11  aromatic  1.386  0.020  1.386
 HVO  C8   C11  aromatic  1.378  0.020  1.378
 HVO  C8   O7   single    1.379  0.020  1.379
 HVO  C2   H1   single    0.930  0.020  1.080
 HVO  C3   H2   single    0.930  0.020  1.080
 HVO  C5   H3   single    0.930  0.020  1.080
 HVO  C6   H4   single    0.930  0.020  1.080
 HVO  C10  H5   single    0.930  0.020  1.080
 HVO  C11  H6   single    0.930  0.020  1.080
 HVO  C13  H7   single    0.930  0.020  1.080
 HVO  C20  H8   single    0.970  0.020  1.090
 HVO  C20  H9   single    0.970  0.020  1.090
 HVO  C20  H10  single    0.970  0.020  1.090
 HVO  O14  H11  single    0.850  0.020  0.980
 HVO  C16  H12  single    0.970  0.020  1.090
 HVO  C16  H13  single    0.970  0.020  1.090
 HVO  C16  H14  single    0.970  0.020  1.090
 HVO  C17  H15  single    0.970  0.020  1.090
 HVO  C17  H16  single    0.970  0.020  1.090
 HVO  C17  H17  single    0.970  0.020  1.090
 HVO  C18  H18  single    0.970  0.020  1.090
 HVO  C18  H19  single    0.970  0.020  1.090
 HVO  C18  H20  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
 HVO  O7   C1   C6   116.27  3.000
 HVO  O7   C1   C2   123.69  3.000
 HVO  C6   C1   C2   120.04  3.000
 HVO  H1   C2   C3   119.54  3.000
 HVO  H1   C2   C1   121.11  3.000
 HVO  C3   C2   C1   119.35  3.000
 HVO  H2   C3   C4   119.75  3.000
 HVO  H2   C3   C2   118.72  3.000
 HVO  C4   C3   C2   121.53  3.000
 HVO  C19  C4   C5   122.39  3.000
 HVO  C5   C4   C3   118.17  3.000
 HVO  C19  C4   C3   119.43  3.000
 HVO  H3   C5   C6   118.22  3.000
 HVO  H3   C5   C4   120.69  3.000
 HVO  C6   C5   C4   121.09  3.000
 HVO  H4   C6   C5   120.44  3.000
 HVO  H4   C6   C1   119.73  3.000
 HVO  C5   C6   C1   119.83  3.000
 HVO  H5   C10  C9   119.49  3.000
 HVO  H5   C10  C11  119.15  3.000
 HVO  C9   C10  C11  121.35  3.000
 HVO  H6   C11  C8   121.11  3.000
 HVO  H6   C11  C10  120.50  3.000
 HVO  C8   C11  C10  118.39  3.000
 HVO  C15  C12  C9   122.62  3.000
 HVO  C9   C12  C13  116.57  3.000
 HVO  C15  C12  C13  120.81  3.000
 HVO  H7   C13  C8   117.77  3.000
 HVO  H7   C13  C12  119.87  3.000
 HVO  C8   C13  C12  122.35  3.000
 HVO  H10  C20  H9   106.94  3.000
 HVO  H10  C20  H8   108.79  3.000
 HVO  H9   C20  H8   108.82  3.000
 HVO  H10  C20  C19  110.98  3.000
 HVO  H9   C20  C19  110.92  3.000
 HVO  H8   C20  C19  110.29  3.000
 HVO  O14  C9   C12  119.07  3.000
 HVO  O14  C9   C10  120.18  3.000
 HVO  C12  C9   C10  120.74  3.000
 HVO  O7   C8   C13  119.95  3.000
 HVO  O7   C8   C11  119.42  3.000
 HVO  C13  C8   C11  120.59  3.000
 HVO  C8   O7   C1   119.47  3.000
 HVO  H11  O14  C9   110.27  3.000
 HVO  H14  C16  H13  107.19  3.000
 HVO  H14  C16  H12  107.24  3.000
 HVO  H13  C16  H12  108.25  3.000
 HVO  H14  C16  C15  109.14  3.000
 HVO  H13  C16  C15  112.38  3.000
 HVO  H12  C16  C15  112.38  3.000
 HVO  H17  C17  H16  107.58  3.000
 HVO  H17  C17  H15  108.21  3.000
 HVO  H16  C17  H15  107.57  3.000
 HVO  H17  C17  C15  110.74  3.000
 HVO  H16  C17  C15  109.61  3.000
 HVO  H15  C17  C15  112.95  3.000
 HVO  H20  C18  H19  107.62  3.000
 HVO  H20  C18  H18  108.11  3.000
 HVO  H19  C18  H18  107.66  3.000
 HVO  H20  C18  C15  112.85  3.000
 HVO  H19  C18  C15  109.78  3.000
 HVO  H18  C18  C15  110.64  3.000
 HVO  O21  C19  C20  121.13  3.000
 HVO  C20  C19  C4   118.22  3.000
 HVO  O21  C19  C4   120.65  3.000
 HVO  C18  C15  C17  110.45  3.000
 HVO  C18  C15  C16  107.06  3.000
 HVO  C17  C15  C16  106.87  3.000
 HVO  C18  C15  C12  110.18  3.000
 HVO  C16  C15  C12  111.60  3.000
 HVO  C17  C15  C12  110.58  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
 HVO  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 HVO  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 HVO  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 HVO  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 HVO  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 HVO  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 HVO  CONST_07  C13  C12  C9   C10     0.00   0.0  0
 HVO  CONST_08  C13  C8   C11  C10     0.00   0.0  0
 HVO  CONST_09  C12  C9   C10  C11     0.00   0.0  0
 HVO  CONST_10  C12  C13  C8   C11     0.00   0.0  0
 HVO  CONST_11  C8   C13  C12  C9      0.00   0.0  0
 HVO  CONST_12  C8   C11  C10  C9      0.00   0.0  0
 HVO  CONST_13  C19  C4   C3   C2    180.00   0.0  0
 HVO  CONST_14  O7   C1   C2   C3    180.00   0.0  0
 HVO  CONST_15  O7   C1   C6   C5    180.00   0.0  0
 HVO  CONST_16  C19  C4   C5   C6    180.00   0.0  0
 HVO  CONST_17  C15  C12  C9   C10   180.00   0.0  0
 HVO  CONST_18  O7   C8   C11  C10   180.00   0.0  0
 HVO  CONST_19  O14  C9   C10  C11   180.00   0.0  0
 HVO  CONST_20  O7   C8   C13  C12   180.00   0.0  0
 HVO  CONST_21  O14  C9   C12  C13   180.00   0.0  0
 HVO  CONST_22  C15  C12  C13  C8    180.00   0.0  0
 HVO  CONST_23  H2   C3   C2   C1    180.00   0.0  0
 HVO  CONST_24  H3   C5   C6   C1    180.00   0.0  0
 HVO  CONST_25  H4   C6   C1   C2    180.00   0.0  0
 HVO  CONST_26  H1   C2   C3   C4    180.00   0.0  0
 HVO  CONST_27  H7   C13  C8   C11   180.00   0.0  0
 HVO  CONST_28  H5   C10  C9   C12   180.00   0.0  0
 HVO  CONST_29  H6   C11  C8   C13   180.00   0.0  0
 HVO  Var_01    C13  C8   O7   C1    -69.73  30.0  3
 HVO  Var_02    O21  C19  C4   C3     -0.44  30.0  2
 HVO  Var_03    C17  C15  C12  C13   120.34  30.0  3
 HVO  Var_04    H8   C20  C19  C4   -179.84  30.0  3
 HVO  Var_05    H15  C17  C15  C12    62.89  30.0  3
 HVO  Var_06    H12  C16  C15  C12   -61.89  30.0  3
 HVO  Var_07    H18  C18  C15  C12    58.21  30.0  3

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
 HVO  plan-1  C1   0.020
 HVO  plan-1  C2   0.020
 HVO  plan-1  C3   0.020
 HVO  plan-1  C4   0.020
 HVO  plan-1  C5   0.020
 HVO  plan-1  C6   0.020
 HVO  plan-1  O7   0.020
 HVO  plan-1  C19  0.020
 HVO  plan-1  H1   0.020
 HVO  plan-1  H2   0.020
 HVO  plan-1  H3   0.020
 HVO  plan-1  H4   0.020
 HVO  plan-2  C10  0.020
 HVO  plan-2  C11  0.020
 HVO  plan-2  C12  0.020
 HVO  plan-2  C13  0.020
 HVO  plan-2  C9   0.020
 HVO  plan-2  C8   0.020
 HVO  plan-2  O7   0.020
 HVO  plan-2  O14  0.020
 HVO  plan-2  H5   0.020
 HVO  plan-2  H6   0.020
 HVO  plan-2  H7   0.020
 HVO  plan-2  C15  0.020
 HVO  plan-3  C4   0.020
 HVO  plan-3  C20  0.020
 HVO  plan-3  C19  0.020
 HVO  plan-3  O21  0.020

