# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 20:16:31 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 14-ethyl-4,6-dioxa-10,14-diazatricyclo[7.6.0.0^{3,7}]pentadeca-1(9),2,7-trien-13-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN1Cc2cc3OCOc3cc2NCCC1=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
 JVQ  JVQ  14-ethyl-4,6-dioxa-10,14-diazatricyclo[7.6.0.0^{3,7}]pentadeca-1(9),2,7-trien-13-one  ligand  34  18  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JVQ
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
 JVQ  C1   C  CH3   0  -0.654   3.2562  -2.8950  -0.3197
 JVQ  C2   C  CH2   0  -0.318   2.2826  -1.9967   0.4264
 JVQ  C4   C  CH2   0  -0.452   1.2767  -0.4268  -1.1993
 JVQ  C5   C  CR6   0   0.121  -0.1085  -0.1039  -0.7150
 JVQ  C6   C  CR16  0  -0.409  -1.0458  -1.1391  -0.5661
 JVQ  C7   C  CR56  0   0.293  -2.3116  -0.8140  -0.1554
 JVQ  C11  C  CR56  0   0.306  -2.6668   0.4970   0.1049
 JVQ  C12  C  CR16  0  -0.428  -1.7726   1.5289  -0.0187
 JVQ  C15  C  CH2   0  -0.310   1.5831   2.4226   0.2699
 JVQ  C16  C  CH2   0  -0.578   2.8832   1.7197  -0.1462
 JVQ  C17  C  C     0   0.528   3.0325   0.3079   0.3808
 JVQ  N3   N  NT    0  -0.421   2.2296  -0.6502  -0.1231
 JVQ  O8   O  O     0  -0.491  -3.3938  -1.6186   0.0209
 JVQ  C9   C  CH2   0   0.068  -4.3910  -0.8025   0.6170
 JVQ  O10  O  O     0  -0.487  -3.9729   0.5490   0.4599
 JVQ  C13  C  CR6   0   0.263  -0.4655   1.2203  -0.4411
 JVQ  N14  N  NH1   0  -0.682   0.4511   2.2649  -0.6388
 JVQ  H1   H  HCH3  0   0.232   3.2364  -3.9024   0.0972
 JVQ  H2   H  HCH3  0   0.225   3.0008  -2.9703  -1.3779
 JVQ  H3   H  HCH3  0   0.231   4.2754  -2.5175  -0.2407
 JVQ  H4   H  HCH2  0   0.245   1.2757  -2.4156   0.3856
 JVQ  H5   H  HCH2  0   0.251   2.5498  -1.9410   1.4797
 JVQ  H6   H  HCH2  0   0.283   1.2540  -1.3323  -1.8093
 JVQ  H7   H  HCH2  0   0.277   1.6335   0.3670  -1.8539
 JVQ  H8   H  HCR6  0   0.267  -0.7782  -2.1617  -0.8006
 JVQ  H9   H  HCR6  0   0.275  -2.0582   2.5510   0.1958
 JVQ  H10  H  HCH2  0   0.230   1.3241   2.1419   1.2976
 JVQ  H11  H  HCH2  0   0.260   1.7989   3.4900   0.2929
 JVQ  H12  H  HCH2  0   0.266   2.9951   1.7744  -1.2310
 JVQ  H13  H  HCH2  0   0.269   3.7142   2.2810   0.2805
 JVQ  H14  H  HCH2  0   0.245  -5.3445  -0.9537   0.1112
 JVQ  H15  H  HCH2  0   0.231  -4.4810  -1.0386   1.6831
 JVQ  H16  H  HNH1  0   0.376  -0.0388   3.1446  -0.7081
 JVQ  O18  O  O     0  -0.512   3.8415   0.0656   1.2711

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
 JVQ  O8   C7   single    1.360  0.020  1.360
 JVQ  O8   C9   single    1.420  0.020  1.420
 JVQ  C6   C7   aromatic  1.370  0.020  1.370
 JVQ  C6   C5   aromatic  1.404  0.020  1.404
 JVQ  C7   C11  aromatic  1.383  0.020  1.383
 JVQ  C9   O10  single    1.423  0.020  1.423
 JVQ  C4   C5   single    1.503  0.020  1.503
 JVQ  C4   N3   single    1.455  0.020  1.455
 JVQ  C5   C13  aromatic  1.399  0.020  1.399
 JVQ  C2   N3   single    1.455  0.020  1.455
 JVQ  C2   C1   single    1.520  0.020  1.520
 JVQ  N3   C17  single    1.348  0.020  1.348
 JVQ  C11  O10  single    1.355  0.020  1.355
 JVQ  C11  C12  aromatic  1.371  0.020  1.371
 JVQ  C13  C12  aromatic  1.408  0.020  1.408
 JVQ  C13  N14  single    1.404  0.020  1.404
 JVQ  C17  C16  single    1.514  0.020  1.514
 JVQ  C17  O18  double    1.227  0.020  1.227
 JVQ  C16  C15  single    1.535  0.020  1.535
 JVQ  C15  N14  single    1.460  0.020  1.460
 JVQ  C1   H1   single    0.970  0.020  1.090
 JVQ  C1   H2   single    0.970  0.020  1.090
 JVQ  C1   H3   single    0.970  0.020  1.090
 JVQ  C2   H4   single    0.970  0.020  1.090
 JVQ  C2   H5   single    0.970  0.020  1.090
 JVQ  C4   H6   single    0.970  0.020  1.090
 JVQ  C4   H7   single    0.970  0.020  1.090
 JVQ  C6   H8   single    0.930  0.020  1.080
 JVQ  C12  H9   single    0.930  0.020  1.080
 JVQ  C15  H10  single    0.970  0.020  1.090
 JVQ  C15  H11  single    0.970  0.020  1.090
 JVQ  C16  H12  single    0.970  0.020  1.090
 JVQ  C16  H13  single    0.970  0.020  1.090
 JVQ  C9   H14  single    0.970  0.020  1.090
 JVQ  C9   H15  single    0.970  0.020  1.090
 JVQ  N14  H16  single    0.890  0.020  1.040

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
 JVQ  H3   C1   H2   108.25  3.000
 JVQ  H3   C1   H1   108.02  3.000
 JVQ  H2   C1   H1   107.63  3.000
 JVQ  H3   C1   C2   111.02  3.000
 JVQ  H2   C1   C2   111.52  3.000
 JVQ  H1   C1   C2   110.28  3.000
 JVQ  H5   C2   H4   106.41  3.000
 JVQ  H5   C2   N3   109.09  3.000
 JVQ  H4   C2   N3   107.91  3.000
 JVQ  H5   C2   C1   110.36  3.000
 JVQ  H4   C2   C1   110.22  3.000
 JVQ  N3   C2   C1   112.63  3.000
 JVQ  H7   C4   H6   105.99  3.000
 JVQ  H7   C4   N3   110.00  3.000
 JVQ  H6   C4   N3   107.43  3.000
 JVQ  H7   C4   C5   109.83  3.000
 JVQ  H6   C4   C5   109.82  3.000
 JVQ  N3   C4   C5   113.48  3.000
 JVQ  C13  C5   C6   120.45  3.000
 JVQ  C13  C5   C4   120.13  3.000
 JVQ  C6   C5   C4   119.41  3.000
 JVQ  H8   C6   C7   121.16  3.000
 JVQ  H8   C6   C5   120.54  3.000
 JVQ  C7   C6   C5   118.27  3.000
 JVQ  O8   C7   C11  109.39  3.000
 JVQ  C11  C7   C6   121.24  3.000
 JVQ  O8   C7   C6   129.33  3.000
 JVQ  O10  C11  C12  128.59  3.000
 JVQ  C12  C11  C7   121.94  3.000
 JVQ  O10  C11  C7   109.47  3.000
 JVQ  H9   C12  C13  120.75  3.000
 JVQ  H9   C12  C11  121.37  3.000
 JVQ  C13  C12  C11  117.88  3.000
 JVQ  H11  C15  H10  106.14  3.000
 JVQ  H11  C15  N14  105.82  3.000
 JVQ  H10  C15  N14  111.87  3.000
 JVQ  H11  C15  C16  106.65  3.000
 JVQ  H10  C15  C16  109.69  3.000
 JVQ  N14  C15  C16  116.00  3.000
 JVQ  H13  C16  H12  106.56  3.000
 JVQ  H13  C16  C17  105.59  3.000
 JVQ  H12  C16  C17  112.48  3.000
 JVQ  H13  C16  C15  107.69  3.000
 JVQ  H12  C16  C15  109.46  3.000
 JVQ  C17  C16  C15  114.58  3.000
 JVQ  O18  C17  N3   121.58  3.000
 JVQ  O18  C17  C16  120.10  3.000
 JVQ  N3   C17  C16  118.29  3.000
 JVQ  C17  N3   C4   123.89  3.000
 JVQ  C17  N3   C2   119.66  3.000
 JVQ  C4   N3   C2   116.44  3.000
 JVQ  C9   O8   C7   105.86  3.000
 JVQ  H15  C9   H14  110.47  3.000
 JVQ  H15  C9   O10  109.64  3.000
 JVQ  H14  C9   O10  109.72  3.000
 JVQ  H15  C9   O8   110.02  3.000
 JVQ  H14  C9   O8   109.87  3.000
 JVQ  O10  C9   O8   107.05  3.000
 JVQ  C9   O10  C11  106.00  3.000
 JVQ  N14  C13  C12  119.04  3.000
 JVQ  N14  C13  C5   120.68  3.000
 JVQ  C12  C13  C5   120.22  3.000
 JVQ  H16  N14  C13  109.96  3.000
 JVQ  H16  N14  C15  108.96  3.000
 JVQ  C13  N14  C15  119.93  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
 JVQ  CONST_01  C11  C7   C6   C5      0.00   0.0  0
 JVQ  CONST_02  C12  C11  C7   C6      0.00   0.0  0
 JVQ  CONST_03  C13  C12  C11  C7      0.00   0.0  0
 JVQ  CONST_04  H9   C12  C11  C7    180.00   0.0  0
 JVQ  CONST_05  H8   C6   C7   C11   180.00   0.0  0
 JVQ  Var_01    O10  C9   O8   C7     14.63  30.0  1
 JVQ  Var_02    O8   C9   O10  C11   -14.39  30.0  1
 JVQ  Var_03    H1   C1   C2   N3   -177.76  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
 JVQ  plan-1  C2   0.020
 JVQ  plan-1  C4   0.020
 JVQ  plan-1  C16  0.020
 JVQ  plan-1  C17  0.020
 JVQ  plan-1  N3   0.020
 JVQ  plan-1  O18  0.020
 JVQ  plan-2  C4   0.020
 JVQ  plan-2  C5   0.020
 JVQ  plan-2  C6   0.020
 JVQ  plan-2  C7   0.020
 JVQ  plan-2  C11  0.020
 JVQ  plan-2  C12  0.020
 JVQ  plan-2  O8   0.020
 JVQ  plan-2  O10  0.020
 JVQ  plan-2  C13  0.020
 JVQ  plan-2  N14  0.020
 JVQ  plan-2  H8   0.020
 JVQ  plan-2  H9   0.020

