# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 03:35:39 2022
#   Inital geometry file: a 94 line input string
#   Ligand name: 5-[3-(4-methoxyphenyl)prop-2-enylidene]-1,3-diazinane-2,4,6-trione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(\C=C\C=C2C(=O)NC(=O)NC2=O)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
 5TI  5TI  "5-[3-(4-methoxyphenyl)prop-2-enylidene]-1,3-diazinane-2,4,6-trione"  ligand  32  20  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_5TI
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
 5TI  C14  C  CH3   0  -0.440  22.7240  16.7564  23.6847
 5TI  C12  C  CR6   0   0.391  23.0044  14.9328  25.1761
 5TI  C4   C  CR6   0   0.584  26.6268  10.0274  28.3490
 5TI  C3   C  CR6   0  -0.262  25.2286   9.5772  28.2516
 5TI  C11  C  CR16  0  -0.366  22.1792  14.0954  24.4220
 5TI  C13  C  CR16  0  -0.324  23.5649  14.4526  26.3651
 5TI  C5   C  C1    0  -0.232  24.4072  10.2857  27.4269
 5TI  C8   C  CR6   0   0.072  22.5441  12.2853  26.0055
 5TI  C1   C  CR6   0   0.686  27.0746   8.1891  29.9221
 5TI  C2   C  CR6   0   0.562  24.7835   8.4257  29.0406
 5TI  O19  O  O     0  -0.446  27.8560   7.5937  30.6261
 5TI  O17  O  O     0  -0.426  23.6505   7.9911  29.0635
 5TI  C10  C  CR16  0  -0.300  23.3354  13.1568  26.7711
 5TI  C6   C  C1    0  -0.247  23.0501  10.0359  27.0655
 5TI  C9   C  CR16  0  -0.270  21.9485  12.8006  24.8492
 5TI  N15  N  NR16  0  -0.719  25.7596   7.8194  29.8035
 5TI  N16  N  NR16  0  -0.725  27.4345   9.2869  29.1824
 5TI  O18  O  O2    0  -0.455  23.2922  16.1979  24.8553
 5TI  H1   H  HCH3  0   0.263  23.0893  17.7782  23.6246
 5TI  H2   H  HCH3  0   0.234  23.0335  16.2173  22.7863
 5TI  H3   H  HCH3  0   0.234  21.6325  16.7733  23.7317
 5TI  H5   H  HCR6  0   0.287  21.7074  14.4372  23.5110
 5TI  H6   H  HCR6  0   0.272  24.1664  15.1154  26.9741
 5TI  H7   H  H     0   0.278  21.3345  10.5164  26.0032
 5TI  H9   H  H     0   0.298  24.8802  11.1283  26.9339
 5TI  H11  H  HCR6  0   0.281  23.7390  12.8361  27.7225
 5TI  H12  H  H     0   0.280  22.6174   9.0758  27.3003
 5TI  H14  H  HCR6  0   0.269  21.3024  12.1635  24.2575
 5TI  H15  H  HNR6  0   0.429  25.4745   7.0181  30.3531
 5TI  H16  H  HNR6  0   0.428  28.4009   9.5783  29.2620
 5TI  C7   C  C1    0  -0.208  22.2840  10.9051  26.3591
 5TI  O20  O  O     0  -0.428  27.0831  10.9818  27.7539

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
 5TI  C14  O18  single    1.416  0.020  1.416
 5TI  C11  C9   aromatic  1.383  0.020  1.383
 5TI  C11  C12  aromatic  1.397  0.020  1.397
 5TI  C9   C8   aromatic  1.399  0.020  1.399
 5TI  O18  C12  single    1.336  0.020  1.336
 5TI  C12  C13  aromatic  1.400  0.020  1.400
 5TI  C8   C7   single    1.448  0.020  1.448
 5TI  C8   C10  aromatic  1.404  0.020  1.404
 5TI  C7   C6   double    1.357  0.020  1.357
 5TI  C13  C10  aromatic  1.377  0.020  1.377
 5TI  O20  C4   double    1.214  0.020  1.214
 5TI  C6   C5   single    1.426  0.020  1.426
 5TI  C5   C3   double    1.363  0.020  1.363
 5TI  C4   C3   single    1.472  0.020  1.472
 5TI  C4   N16  single    1.377  0.020  1.377
 5TI  C3   C2   single    1.465  0.020  1.465
 5TI  N16  C1   single    1.372  0.020  1.372
 5TI  C2   O17  double    1.214  0.020  1.214
 5TI  C2   N15  single    1.379  0.020  1.379
 5TI  C1   N15  single    1.371  0.020  1.371
 5TI  C1   O19  double    1.209  0.020  1.209
 5TI  C14  H1   single    0.970  0.020  1.090
 5TI  C14  H2   single    0.970  0.020  1.090
 5TI  C14  H3   single    0.970  0.020  1.090
 5TI  C11  H5   single    0.930  0.020  1.080
 5TI  C13  H6   single    0.930  0.020  1.080
 5TI  C7   H7   single    0.930  0.020  1.080
 5TI  C5   H9   single    0.930  0.020  1.080
 5TI  C10  H11  single    0.930  0.020  1.080
 5TI  C6   H12  single    0.930  0.020  1.080
 5TI  C9   H14  single    0.930  0.020  1.080
 5TI  N15  H15  single    0.860  0.020  1.020
 5TI  N16  H16  single    0.860  0.020  1.020

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
 5TI  H3   C14  H2   109.02  3.000
 5TI  H3   C14  H1   108.88  3.000
 5TI  H2   C14  H1   108.86  3.000
 5TI  H3   C14  O18  111.80  3.000
 5TI  H2   C14  O18  111.81  3.000
 5TI  H1   C14  O18  106.36  3.000
 5TI  O18  C12  C13  116.26  3.000
 5TI  C13  C12  C11  119.32  3.000
 5TI  O18  C12  C11  124.42  3.000
 5TI  N16  C4   O20  119.95  3.000
 5TI  N16  C4   C3   115.64  3.000
 5TI  O20  C4   C3   124.41  3.000
 5TI  C2   C3   C5   123.47  3.000
 5TI  C2   C3   C4   119.55  3.000
 5TI  C5   C3   C4   116.97  3.000
 5TI  H5   C11  C9   118.91  3.000
 5TI  H5   C11  C12  121.54  3.000
 5TI  C9   C11  C12  119.55  3.000
 5TI  H6   C13  C10  120.19  3.000
 5TI  H6   C13  C12  119.37  3.000
 5TI  C10  C13  C12  120.44  3.000
 5TI  H9   C5   C6   115.83  3.000
 5TI  H9   C5   C3   114.59  3.000
 5TI  C6   C5   C3   129.48  3.000
 5TI  C9   C8   C10  117.51  3.000
 5TI  C10  C8   C7   124.02  3.000
 5TI  C9   C8   C7   118.45  3.000
 5TI  N16  C1   N15  114.88  3.000
 5TI  N15  C1   O19  122.52  3.000
 5TI  N16  C1   O19  122.60  3.000
 5TI  N15  C2   O17  119.52  3.000
 5TI  N15  C2   C3   115.36  3.000
 5TI  O17  C2   C3   125.11  3.000
 5TI  H11  C10  C8   120.37  3.000
 5TI  H11  C10  C13  118.42  3.000
 5TI  C8   C10  C13  121.14  3.000
 5TI  H12  C6   C5   118.83  3.000
 5TI  H12  C6   C7   117.18  3.000
 5TI  C5   C6   C7   123.84  3.000
 5TI  H14  C9   C8   119.25  3.000
 5TI  H14  C9   C11  118.78  3.000
 5TI  C8   C9   C11  121.96  3.000
 5TI  H15  N15  C2   116.67  3.000
 5TI  H15  N15  C1   115.88  3.000
 5TI  C2   N15  C1   127.45  3.000
 5TI  H16  N16  C1   115.99  3.000
 5TI  H16  N16  C4   116.92  3.000
 5TI  C1   N16  C4   127.09  3.000
 5TI  C12  O18  C14  119.04  3.000
 5TI  H7   C7   C6   115.79  3.000
 5TI  H7   C7   C8   114.71  3.000
 5TI  C6   C7   C8   129.50  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
 5TI  CONST_01  C8   C9   C11  C12     0.00   0.0  0
 5TI  CONST_02  C8   C10  C13  C12     0.00   0.0  0
 5TI  CONST_03  C10  C8   C9   C11     0.00   0.0  0
 5TI  CONST_04  C10  C13  C12  C11     0.00   0.0  0
 5TI  CONST_05  C9   C11  C12  C13     0.00   0.0  0
 5TI  CONST_06  C9   C8   C10  C13     0.00   0.0  0
 5TI  CONST_07  N15  C1   N16  C4      0.00   0.0  0
 5TI  CONST_08  C1   N16  C4   C3      0.00   0.0  0
 5TI  CONST_09  N16  C1   N15  C2      0.00   0.0  0
 5TI  CONST_10  C7   C8   C9   C11   180.00   0.0  0
 5TI  CONST_11  C7   C8   C10  C13   180.00   0.0  0
 5TI  CONST_12  O18  C12  C13  C10   180.00   0.0  0
 5TI  CONST_13  O18  C12  C11  C9    180.00   0.0  0
 5TI  CONST_14  O19  C1   N16  C4    180.00   0.0  0
 5TI  CONST_15  O20  C4   N16  C1    180.00   0.0  0
 5TI  CONST_16  O19  C1   N15  C2    180.00   0.0  0
 5TI  CONST_17  H14  C9   C11  C12   180.00   0.0  0
 5TI  CONST_18  H11  C10  C13  C12   180.00   0.0  0
 5TI  CONST_19  H6   C13  C12  C11   180.00   0.0  0
 5TI  CONST_20  H5   C11  C12  C13   180.00   0.0  0
 5TI  CONST_21  H5   C11  C9   C8    180.00   0.0  0
 5TI  CONST_22  H6   C13  C10  C8    180.00   0.0  0
 5TI  CONST_23  H14  C9   C8   C10   180.00   0.0  0
 5TI  CONST_24  H11  C10  C8   C9    180.00   0.0  0
 5TI  CONST_25  H16  N16  C4   C3    180.00   0.0  0
 5TI  CONST_26  H16  N16  C1   N15   180.00   0.0  0
 5TI  CONST_27  H15  N15  C1   N16   180.00   0.0  0
 5TI  CONST_28  H16  N16  C1   O19     0.00   0.0  0
 5TI  CONST_29  H15  N15  C1   O19     0.00   0.0  0
 5TI  CONST_30  H16  N16  C4   O20     0.00   0.0  0
 5TI  CONST_31  C8   C7   C6   C5      0.00   0.0  0
 5TI  CONST_32  H12  C6   C7   C8    180.00   0.0  0
 5TI  CONST_33  H7   C7   C6   C5    180.00   0.0  0
 5TI  CONST_34  H12  C6   C7   H7      0.00   0.0  0
 5TI  Var_01    C6   C5   C3   C4    175.27   0.0  2
 5TI  Var_02    C6   C5   C3   C2     -5.61   0.0  2
 5TI  Var_03    C11  C12  O18  C14     0.71  30.0  2
 5TI  Var_04    C13  C12  O18  C14  -178.16  30.0  2
 5TI  Var_05    C6   C7   C8   C10   -28.81  30.0  2
 5TI  Var_06    C9   C8   C7   C6    152.82  30.0  2
 5TI  Var_07    H9   C5   C3   C4     -0.82   0.0  2
 5TI  Var_08    H9   C5   C3   C2    178.30   0.0  2
 5TI  Var_09    H7   C7   C8   C10   151.18  30.0  2
 5TI  Var_10    H7   C7   C8   C9    -27.20  30.0  2
 5TI  Var_11    C7   C6   C5   C3    171.68  30.0  1
 5TI  Var_12    H1   C14  O18  C12   179.93  30.0  3
 5TI  Var_13    H2   C14  O18  C12   -61.36  30.0  3
 5TI  Var_14    H3   C14  O18  C12    61.20  30.0  3
 5TI  Var_15    H12  C6   C5   C3    -12.86  30.0  1
 5TI  Var_16    H9   C5   C6   C7    -12.27  30.0  2

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
 5TI  plan-1  C12  0.020
 5TI  plan-1  C11  0.020
 5TI  plan-1  C13  0.020
 5TI  plan-1  C8   0.020
 5TI  plan-1  C10  0.020
 5TI  plan-1  C9   0.020
 5TI  plan-1  O18  0.020
 5TI  plan-1  H5   0.020
 5TI  plan-1  H6   0.020
 5TI  plan-1  H11  0.020
 5TI  plan-1  H14  0.020
 5TI  plan-1  C7   0.020
 5TI  plan-2  C4   0.020
 5TI  plan-2  C3   0.020
 5TI  plan-2  C5   0.020
 5TI  plan-2  C1   0.020
 5TI  plan-2  C2   0.020
 5TI  plan-2  O19  0.020
 5TI  plan-2  O17  0.020
 5TI  plan-2  C6   0.020
 5TI  plan-2  N15  0.020
 5TI  plan-2  N16  0.020
 5TI  plan-2  H9   0.020
 5TI  plan-2  H15  0.020
 5TI  plan-2  H16  0.020
 5TI  plan-2  O20  0.020
 5TI  plan-3  C5   0.020
 5TI  plan-3  C8   0.020
 5TI  plan-3  C6   0.020
 5TI  plan-3  H7   0.020
 5TI  plan-3  H12  0.020
 5TI  plan-3  C7   0.020

