# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 13:49:00 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: 6,9-dimethyl[1,3]dioxolo[4,5-h]quinolin-8(9H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)C=C(C)c2ccc3OCOc3c12
#
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
 A2Z  A2Z  6,9-dimethyl[1,3]dioxolo[4,5-h]quinolin-8(9H)-one  ligand  27  16  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A2Z
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
 A2Z  C1    C  CR16  0  -0.359   0.1899   2.2492  -0.0496
 A2Z  N1    N  NR6   0  -0.614  -0.8936  -1.3061  -0.0164
 A2Z  O1    O  O     0  -0.481   3.4033   0.5514  -0.0200
 A2Z  C2    C  CR66  0  -0.046  -0.6316   1.1167  -0.0297
 A2Z  O2    O  O     0  -0.484   2.1441  -1.3353  -0.0061
 A2Z  C3    C  CR66  0   0.341  -0.0726  -0.1915  -0.0174
 A2Z  C4    C  CR56  0   0.228   1.3183  -0.2498  -0.0055
 A2Z  C5    C  CR56  0   0.313   2.0960   0.8921  -0.0200
 A2Z  C6    C  CR16  0  -0.338   1.5703   2.1660  -0.0473
 A2Z  C8    C  CR6   0   0.560  -2.2714  -1.2046   0.0362
 A2Z  C9    C  CR16  0  -0.525  -2.8233   0.1311   0.0285
 A2Z  C10   C  CR6   0   0.270  -2.0678   1.2459  -0.0096
 A2Z  C12   C  CH2   0   0.071   3.4378  -0.8351   0.2799
 A2Z  C15   C  CH3   0  -0.756  -2.7046   2.5988  -0.0231
 A2Z  C16   C  CH3   0  -0.545  -0.3210  -2.6466  -0.0747
 A2Z  H1    H  HCR6  0   0.271  -0.2662   3.2292  -0.0587
 A2Z  H6    H  HCR6  0   0.279   2.1985   3.0451  -0.0621
 A2Z  H9    H  HCR6  0   0.265  -3.9032   0.1951   0.0529
 A2Z  H12   H  HCH2  0   0.251   4.1736  -1.3343  -0.3481
 A2Z  H12A  H  HCH2  0   0.233   3.6715  -0.9788   1.3415
 A2Z  H15   H  HCH3  0   0.259  -2.4159   3.1618  -0.9118
 A2Z  H15A  H  HCH3  0   0.266  -3.7893   2.5169  -0.0111
 A2Z  H15B  H  HCH3  0   0.259  -2.3991   3.1869   0.8434
 A2Z  H16   H  HCH3  0   0.256   0.2254  -2.8826   0.8361
 A2Z  H16A  H  HCH3  0   0.275  -1.1299  -3.3580  -0.1830
 A2Z  H16B  H  HCH3  0   0.257   0.3380  -2.7444  -0.9327
 A2Z  O3    O  O     0  -0.503  -2.9847  -2.2014   0.0789

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
 A2Z  C1   C2    aromatic  1.399  0.020  1.399
 A2Z  C1   C6    aromatic  1.383  0.020  1.383
 A2Z  N1   C3    single    1.384  0.020  1.384
 A2Z  N1   C8    single    1.383  0.020  1.383
 A2Z  N1   C16   single    1.459  0.020  1.459
 A2Z  O1   C5    single    1.351  0.020  1.351
 A2Z  O1   C12   single    1.419  0.020  1.419
 A2Z  C2   C3    aromatic  1.423  0.020  1.423
 A2Z  C2   C10   single    1.442  0.020  1.442
 A2Z  O2   C4    single    1.364  0.020  1.364
 A2Z  O2   C12   single    1.416  0.020  1.416
 A2Z  C3   C4    aromatic  1.392  0.020  1.392
 A2Z  O3   C8    double    1.227  0.020  1.227
 A2Z  C4   C5    aromatic  1.382  0.020  1.382
 A2Z  C5   C6    aromatic  1.378  0.020  1.378
 A2Z  C8   C9    single    1.445  0.020  1.445
 A2Z  C9   C10   double    1.347  0.020  1.347
 A2Z  C10  C15   single    1.495  0.020  1.495
 A2Z  C1   H1    single    0.930  0.020  1.080
 A2Z  C6   H6    single    0.930  0.020  1.080
 A2Z  C9   H9    single    0.930  0.020  1.080
 A2Z  C12  H12   single    0.970  0.020  1.090
 A2Z  C12  H12A  single    0.970  0.020  1.090
 A2Z  C15  H15   single    0.970  0.020  1.090
 A2Z  C15  H15A  single    0.970  0.020  1.090
 A2Z  C15  H15B  single    0.970  0.020  1.090
 A2Z  C16  H16   single    0.970  0.020  1.090
 A2Z  C16  H16A  single    0.970  0.020  1.090
 A2Z  C16  H16B  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
 A2Z  H1    C1   C6    118.40  3.000
 A2Z  H1    C1   C2    119.09  3.000
 A2Z  C6    C1   C2    122.50  3.000
 A2Z  C16   N1   C8    117.39  3.000
 A2Z  C16   N1   C3    120.47  3.000
 A2Z  C8    N1   C3    122.14  3.000
 A2Z  C12   O1   C5    105.67  3.000
 A2Z  C10   C2   C3    118.27  3.000
 A2Z  C10   C2   C1    120.82  3.000
 A2Z  C3    C2   C1    120.91  3.000
 A2Z  C12   O2   C4    105.78  3.000
 A2Z  C4    C3   C2    115.54  3.000
 A2Z  C4    C3   N1    123.97  3.000
 A2Z  C2    C3   N1    120.49  3.000
 A2Z  C5    C4   C3    121.84  3.000
 A2Z  C5    C4   O2    108.48  3.000
 A2Z  C3    C4   O2    129.67  3.000
 A2Z  C6    C5   C4    123.32  3.000
 A2Z  C6    C5   O1    127.03  3.000
 A2Z  C4    C5   O1    109.64  3.000
 A2Z  H6    C6   C5    122.03  3.000
 A2Z  H6    C6   C1    122.10  3.000
 A2Z  C5    C6   C1    115.87  3.000
 A2Z  C9    C8   O3    121.95  3.000
 A2Z  C9    C8   N1    116.63  3.000
 A2Z  O3    C8   N1    121.42  3.000
 A2Z  H9    C9   C10   120.75  3.000
 A2Z  H9    C9   C8    115.83  3.000
 A2Z  C10   C9   C8    123.42  3.000
 A2Z  C15   C10  C9    120.67  3.000
 A2Z  C15   C10  C2    120.33  3.000
 A2Z  C9    C10  C2    118.99  3.000
 A2Z  H12A  C12  H12   110.76  3.000
 A2Z  H12A  C12  O2    110.11  3.000
 A2Z  H12   C12  O2    109.81  3.000
 A2Z  H12A  C12  O1    109.75  3.000
 A2Z  H12   C12  O1    110.03  3.000
 A2Z  O2    C12  O1    106.27  3.000
 A2Z  H15B  C15  H15A  108.13  3.000
 A2Z  H15B  C15  H15   107.14  3.000
 A2Z  H15A  C15  H15   108.16  3.000
 A2Z  H15B  C15  C10   111.19  3.000
 A2Z  H15A  C15  C10   110.88  3.000
 A2Z  H15   C15  C10   111.20  3.000
 A2Z  H16B  C16  H16A  108.37  3.000
 A2Z  H16B  C16  H16   109.70  3.000
 A2Z  H16A  C16  H16   108.45  3.000
 A2Z  H16B  C16  N1    110.63  3.000
 A2Z  H16A  C16  N1    108.33  3.000
 A2Z  H16   C16  N1    111.28  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
 A2Z  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 A2Z  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 A2Z  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 A2Z  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 A2Z  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 A2Z  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 A2Z  CONST_07  C9   C8   N1   C3     0.00   0.0  0
 A2Z  CONST_08  O3   C8   N1   C3   180.00   0.0  0
 A2Z  CONST_09  C16  N1   C8   C9   180.00   0.0  0
 A2Z  CONST_10  H6   C6   C5   O1     0.00   0.0  0
 A2Z  CONST_11  H1   C1   C2   C3   180.00   0.0  0
 A2Z  CONST_12  C16  N1   C8   O3     0.00   0.0  0
 A2Z  Var_01    H12  C12  O2   C4  -138.90  30.0  1
 A2Z  Var_02    H15  C15  C10  C2    59.27  30.0  3
 A2Z  Var_03    H16  C16  N1   C3    67.56  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
 A2Z  plan-1  C1   0.020
 A2Z  plan-1  N1   0.020
 A2Z  plan-1  O1   0.020
 A2Z  plan-1  C2   0.020
 A2Z  plan-1  O2   0.020
 A2Z  plan-1  C3   0.020
 A2Z  plan-1  C4   0.020
 A2Z  plan-1  C5   0.020
 A2Z  plan-1  C6   0.020
 A2Z  plan-1  C8   0.020
 A2Z  plan-1  C9   0.020
 A2Z  plan-1  C10  0.020
 A2Z  plan-1  C15  0.020
 A2Z  plan-1  C16  0.020
 A2Z  plan-1  H1   0.020
 A2Z  plan-1  H6   0.020
 A2Z  plan-1  H9   0.020
 A2Z  plan-1  O3   0.020

