# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 00:31:43 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 7-(diethylamino)-4-methyl-2H-1-benzopyran-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)c1ccc2C(=CC(=O)Oc2c1)C
#
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
 6ZW  6ZW  7-(diethylamino)-4-methyl-2H-1-benzopyran-2-one  ligand  34  17  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6ZW
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
 6ZW  O17  O  O     0  -0.452  -3.8469  -2.1982   0.1167
 6ZW  C8   C  CR6   0   0.541  -3.1457  -1.2168   0.0278
 6ZW  O7   O  O     0  -0.475  -1.7999  -1.4213   0.0547
 6ZW  C2   C  CR66  0   0.418  -0.8967  -0.4151  -0.0306
 6ZW  C9   C  CR16  0  -0.570  -3.5949   0.1427  -0.1029
 6ZW  C10  C  CR6   0   0.269  -2.7277   1.1814  -0.1944
 6ZW  C16  C  CH3   0  -0.749  -3.2170   2.5850  -0.3278
 6ZW  C3   C  CR66  0  -0.082  -1.3192   0.9108  -0.1602
 6ZW  C4   C  CR16  0  -0.317  -0.3102   1.8807  -0.2444
 6ZW  C5   C  CR16  0  -0.345   1.0206   1.5523  -0.2021
 6ZW  C6   C  CR6   0   0.426   1.4406   0.2014  -0.0742
 6ZW  C1   C  CR16  0  -0.467   0.4344  -0.7787   0.0103
 6ZW  N11  N  NT    0  -0.497   2.7543  -0.1305  -0.0329
 6ZW  C14  C  CH2   0  -0.343   3.1894  -1.4897   0.2340
 6ZW  C15  C  CH3   0  -0.657   3.2836  -2.3510  -1.0180
 6ZW  C12  C  CH2   0  -0.345   3.8066   0.8569  -0.1962
 6ZW  C13  C  CH3   0  -0.657   4.2055   1.5292   1.1098
 6ZW  H1   H  HCR6  0   0.272  -4.6646   0.2995  -0.1236
 6ZW  H2   H  HCH3  0   0.266  -4.3040   2.6272  -0.3241
 6ZW  H3   H  HCH3  0   0.262  -2.8479   3.2043   0.4910
 6ZW  H4   H  HCH3  0   0.263  -2.8596   3.0351  -1.2556
 6ZW  H5   H  HCR6  0   0.266  -0.5785   2.9250  -0.3385
 6ZW  H6   H  HCR6  0   0.272   1.7424   2.3533  -0.2507
 6ZW  H7   H  HCR6  0   0.281   0.6696  -1.8301   0.0959
 6ZW  H8   H  HCH2  0   0.264   4.1693  -1.4323   0.7107
 6ZW  H9   H  HCH2  0   0.251   2.5333  -1.9521   0.9732
 6ZW  H10  H  HCH3  0   0.234   3.6355  -3.3507  -0.7625
 6ZW  H11  H  HCH3  0   0.231   2.3173  -2.4515  -1.5131
 6ZW  H12  H  HCH3  0   0.230   3.9853  -1.9215  -1.7342
 6ZW  H13  H  HCH2  0   0.262   4.6696   0.3462  -0.6264
 6ZW  H14  H  HCH2  0   0.252   3.5125   1.6011  -0.9372
 6ZW  H15  H  HCH3  0   0.234   4.9966   2.2586   0.9348
 6ZW  H16  H  HCH3  0   0.230   3.3629   2.0492   1.5658
 6ZW  H17  H  HCH3  0   0.230   4.5788   0.7982   1.8284

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
 6ZW  C16  C10  single    1.492  0.020  1.492
 6ZW  C9   C8   single    1.438  0.020  1.438
 6ZW  C9   C10  double    1.356  0.020  1.356
 6ZW  O17  C8   double    1.209  0.020  1.209
 6ZW  C8   O7   single    1.361  0.020  1.361
 6ZW  C10  C3   single    1.435  0.020  1.435
 6ZW  O7   C2   single    1.355  0.020  1.355
 6ZW  C13  C12  single    1.522  0.020  1.522
 6ZW  C3   C2   aromatic  1.398  0.020  1.398
 6ZW  C3   C4   aromatic  1.402  0.020  1.402
 6ZW  C2   C1   aromatic  1.380  0.020  1.380
 6ZW  C4   C5   aromatic  1.371  0.020  1.371
 6ZW  C15  C14  single    1.523  0.020  1.523
 6ZW  C1   C6   aromatic  1.407  0.020  1.407
 6ZW  C5   C6   aromatic  1.420  0.020  1.420
 6ZW  C6   N11  single    1.356  0.020  1.356
 6ZW  N11  C12  single    1.452  0.020  1.452
 6ZW  N11  C14  single    1.452  0.020  1.452
 6ZW  C9   H1   single    0.930  0.020  1.080
 6ZW  C16  H2   single    0.970  0.020  1.090
 6ZW  C16  H3   single    0.970  0.020  1.090
 6ZW  C16  H4   single    0.970  0.020  1.090
 6ZW  C4   H5   single    0.930  0.020  1.080
 6ZW  C5   H6   single    0.930  0.020  1.080
 6ZW  C1   H7   single    0.930  0.020  1.080
 6ZW  C14  H8   single    0.970  0.020  1.090
 6ZW  C14  H9   single    0.970  0.020  1.090
 6ZW  C15  H10  single    0.970  0.020  1.090
 6ZW  C15  H11  single    0.970  0.020  1.090
 6ZW  C15  H12  single    0.970  0.020  1.090
 6ZW  C12  H13  single    0.970  0.020  1.090
 6ZW  C12  H14  single    0.970  0.020  1.090
 6ZW  C13  H15  single    0.970  0.020  1.090
 6ZW  C13  H16  single    0.970  0.020  1.090
 6ZW  C13  H17  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
 6ZW  C9   C8   O7   116.92  3.000
 6ZW  O7   C8   O17  116.73  3.000
 6ZW  C9   C8   O17  126.36  3.000
 6ZW  C2   O7   C8   123.11  3.000
 6ZW  C1   C2   C3   122.96  3.000
 6ZW  C1   C2   O7   116.45  3.000
 6ZW  C3   C2   O7   120.59  3.000
 6ZW  H1   C9   C10  121.35  3.000
 6ZW  H1   C9   C8   116.61  3.000
 6ZW  C10  C9   C8   122.04  3.000
 6ZW  C3   C10  C16  120.09  3.000
 6ZW  C3   C10  C9   118.80  3.000
 6ZW  C16  C10  C9   121.11  3.000
 6ZW  H4   C16  H3   107.05  3.000
 6ZW  H4   C16  H2   108.31  3.000
 6ZW  H3   C16  H2   108.26  3.000
 6ZW  H4   C16  C10  110.89  3.000
 6ZW  H3   C16  C10  110.85  3.000
 6ZW  H2   C16  C10  111.34  3.000
 6ZW  C4   C3   C10  125.07  3.000
 6ZW  C4   C3   C2   116.38  3.000
 6ZW  C10  C3   C2   118.55  3.000
 6ZW  H5   C4   C5   118.32  3.000
 6ZW  H5   C4   C3   119.62  3.000
 6ZW  C5   C4   C3   122.06  3.000
 6ZW  H6   C5   C6   120.80  3.000
 6ZW  H6   C5   C4   118.02  3.000
 6ZW  C6   C5   C4   121.17  3.000
 6ZW  N11  C6   C1   121.37  3.000
 6ZW  N11  C6   C5   121.48  3.000
 6ZW  C1   C6   C5   117.15  3.000
 6ZW  H7   C1   C6   121.78  3.000
 6ZW  H7   C1   C2   117.93  3.000
 6ZW  C6   C1   C2   120.28  3.000
 6ZW  C12  N11  C14  116.11  3.000
 6ZW  C14  N11  C6   121.68  3.000
 6ZW  C12  N11  C6   122.16  3.000
 6ZW  H9   C14  H8   105.45  3.000
 6ZW  H9   C14  C15  110.77  3.000
 6ZW  H8   C14  C15  109.48  3.000
 6ZW  H9   C14  N11  109.94  3.000
 6ZW  H8   C14  N11  107.47  3.000
 6ZW  C15  C14  N11  113.39  3.000
 6ZW  H12  C15  H11  107.95  3.000
 6ZW  H12  C15  H10  107.89  3.000
 6ZW  H11  C15  H10  107.94  3.000
 6ZW  H12  C15  C14  110.92  3.000
 6ZW  H11  C15  C14  111.76  3.000
 6ZW  H10  C15  C14  110.24  3.000
 6ZW  H14  C12  H13  105.36  3.000
 6ZW  H14  C12  C13  110.63  3.000
 6ZW  H13  C12  C13  109.74  3.000
 6ZW  H14  C12  N11  110.18  3.000
 6ZW  H13  C12  N11  107.41  3.000
 6ZW  C13  C12  N11  113.19  3.000
 6ZW  H17  C13  H16  107.97  3.000
 6ZW  H17  C13  H15  107.80  3.000
 6ZW  H16  C13  H15  107.99  3.000
 6ZW  H17  C13  C12  111.04  3.000
 6ZW  H16  C13  C12  111.54  3.000
 6ZW  H15  C13  C12  110.36  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
 6ZW  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 6ZW  CONST_02  C5   C6   C1   C2     0.00   0.0  0
 6ZW  CONST_03  C6   C1   C2   C3     0.00   0.0  0
 6ZW  CONST_04  C6   C5   C4   C3     0.00   0.0  0
 6ZW  CONST_05  C1   C2   C3   C4     0.00   0.0  0
 6ZW  CONST_06  C1   C6   C5   C4     0.00   0.0  0
 6ZW  CONST_07  N11  C6   C1   C2   180.00   0.0  0
 6ZW  CONST_08  N11  C6   C5   C4   180.00   0.0  0
 6ZW  CONST_09  H7   C1   C2   O7     0.00   0.0  0
 6ZW  CONST_10  H5   C4   C3   C2   180.00   0.0  0
 6ZW  CONST_11  H6   C5   C4   C3   180.00   0.0  0
 6ZW  CONST_12  C12  N11  C6   C5     0.00   0.0  0
 6ZW  CONST_13  C14  N11  C6   C5   180.00   0.0  0
 6ZW  CONST_14  C12  N11  C6   C1   180.00   0.0  0
 6ZW  CONST_15  C14  N11  C6   C1     0.00   0.0  0
 6ZW  Var_01    C3   C10  C9   C8     0.05  30.0  1
 6ZW  Var_02    C3   C2   O7   C8    -0.34  30.0  1
 6ZW  Var_03    C10  C9   C8   O7    -0.08  30.0  1
 6ZW  Var_04    C9   C8   O7   C2     0.23  30.0  1
 6ZW  Var_05    C9   C10  C3   C2    -0.15  30.0  1
 6ZW  Var_06    H2   C16  C10  C9     0.79  30.0  3
 6ZW  Var_07    C13  C12  N11  C6    87.23  30.0  3
 6ZW  Var_08    C15  C14  N11  C6    87.43  30.0  3
 6ZW  Var_09    H15  C13  C12  N11  179.94  30.0  3
 6ZW  Var_10    H10  C15  C14  N11  178.70  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
 6ZW  plan-1  O7   0.020
 6ZW  plan-1  C2   0.020
 6ZW  plan-1  C10  0.020
 6ZW  plan-1  C3   0.020
 6ZW  plan-1  C4   0.020
 6ZW  plan-1  C5   0.020
 6ZW  plan-1  C6   0.020
 6ZW  plan-1  C1   0.020
 6ZW  plan-1  N11  0.020
 6ZW  plan-1  H5   0.020
 6ZW  plan-1  H6   0.020
 6ZW  plan-1  H7   0.020
 6ZW  plan-2  C6   0.020
 6ZW  plan-2  N11  0.020
 6ZW  plan-2  C14  0.020
 6ZW  plan-2  C12  0.020
 6ZW  plan-3  O17  0.020
 6ZW  plan-3  C8   0.020
 6ZW  plan-3  O7   0.020
 6ZW  plan-3  C9   0.020

