# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 07:24:46 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (2Z)-2-{4-[2-(morpholin-4-yl)ethoxy]benzylidene}-3-oxo-2,3-dihydro-1-benzofuran-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1cccc2C(=O)\C(Oc12)=C\c3ccc(OCCN4CCOCC4)cc3
#
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
 2UT  2UT  (2Z)-2-{4-[2-(morpholin-4-yl)ethoxy]benzylidene}-3-oxo-2,3-dihydro-1-benzofuran-7-carboxamide  ligand  51  29  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_2UT
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
 2UT  O4   O  O     0  -0.400  -4.8400  -3.0090   0.3785
 2UT  C17  C  CR5   0   0.335  -4.4957  -1.8530   0.2312
 2UT  C18  C  CR56  0  -0.131  -5.3032  -0.6347   0.2561
 2UT  C2   C  CR56  0   0.451  -4.4336   0.4245   0.0326
 2UT  C19  C  CR16  0  -0.286  -6.6594  -0.4164   0.4562
 2UT  C20  C  CR16  0  -0.260  -7.1155   0.8898   0.4357
 2UT  C21  C  CR16  0  -0.271  -6.2256   1.9441   0.2265
 2UT  C1   C  CR6   0  -0.159  -4.8603   1.7473   0.0228
 2UT  C    C  C     0   0.494  -3.9106   2.8671  -0.2531
 2UT  O    O  O     0  -0.463  -2.9469   2.7110  -0.9874
 2UT  N    N  NH2   0  -0.806  -4.2048   4.0321   0.3414
 2UT  C3   C  CR5   0   0.272  -3.1284  -1.3511  -0.0181
 2UT  O1   O  O     0  -0.480  -3.1582   0.0164  -0.1298
 2UT  C4   C  C1    0  -0.428  -2.0112  -2.0839  -0.1180
 2UT  C5   C  CR6   0   0.144  -0.6438  -1.6792  -0.3566
 2UT  C16  C  CR16  0  -0.308  -0.2298  -0.3631  -0.6314
 2UT  C15  C  CR16  0  -0.326   1.0985  -0.0707  -0.8408
 2UT  C8   C  CR6   0   0.396   2.0732  -1.0752  -0.7827
 2UT  C7   C  CR16  0  -0.376   1.6816  -2.3872  -0.5165
 2UT  C6   C  CR16  0  -0.280   0.3423  -2.6699  -0.3130
 2UT  O2   O  O2    0  -0.453   3.3337  -0.6868  -0.9960
 2UT  C9   C  CH2   0  -0.236   4.3818  -1.6387  -0.8944
 2UT  C10  C  CH2   0  -0.293   5.6916  -0.9301  -1.1605
 2UT  N1   N  NT    0  -0.415   5.9545   0.1679  -0.2565
 2UT  C14  C  CH2   0  -0.310   6.2469  -0.2618   1.0990
 2UT  C13  C  CH2   0  -0.179   6.4636   0.9467   1.9909
 2UT  O3   O  O2    0  -0.483   7.4940   1.7787   1.5065
 2UT  C12  C  CH2   0  -0.171   7.2189   2.1968   0.1876
 2UT  C11  C  CH2   0  -0.290   7.0291   1.0142  -0.7427
 2UT  H1   H  HCR6  0   0.279  -7.3357  -1.2448   0.6214
 2UT  H2   H  HCR6  0   0.275  -8.1654   1.1037   0.5780
 2UT  H3   H  HCR6  0   0.280  -6.6220   2.9513   0.2034
 2UT  H4   H  HNH2  0   0.414  -4.9091   4.1146   1.0538
 2UT  H5   H  HNH2  0   0.409  -3.6100   4.8312   0.1911
 2UT  H6   H  H     0   0.282  -2.1740  -3.1488   0.0132
 2UT  H7   H  HCR6  0   0.279  -0.9437   0.4450  -0.6896
 2UT  H8   H  HCR6  0   0.269   1.4020   0.9467  -1.0526
 2UT  H9   H  HCR6  0   0.285   2.3976  -3.1953  -0.4690
 2UT  H10  H  HCR6  0   0.266   0.0549  -3.6942  -0.1101
 2UT  H11  H  HCH2  0   0.251   4.3689  -2.1107   0.0932
 2UT  H12  H  HCH2  0   0.262   4.2570  -2.4340  -1.6369
 2UT  H13  H  HCH2  0   0.216   6.4851  -1.6959  -1.1374
 2UT  H14  H  HCH2  0   0.236   5.6732  -0.5360  -2.1800
 2UT  H16  H  HCH2  0   0.246   5.4106  -0.8329   1.5073
 2UT  H17  H  HCH2  0   0.201   7.1357  -0.9158   1.1339
 2UT  H18  H  HCH2  0   0.199   5.5216   1.5082   2.0693
 2UT  H19  H  HCH2  0   0.230   6.7474   0.6241   2.9937
 2UT  H20  H  HCH2  0   0.192   6.3153   2.8223   0.1645
 2UT  H21  H  HCH2  0   0.223   8.0599   2.8067  -0.1457
 2UT  H22  H  HCH2  0   0.191   7.9807   0.4619  -0.8338
 2UT  H23  H  HCH2  0   0.229   6.7759   1.3866  -1.7386

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
 2UT  C20  C21  aromatic  1.395  0.020  1.395
 2UT  C20  C19  aromatic  1.384  0.020  1.384
 2UT  C21  C1   aromatic  1.394  0.020  1.394
 2UT  O    C    double    1.222  0.020  1.222
 2UT  C19  C18  aromatic  1.388  0.020  1.388
 2UT  C1   C    single    1.494  0.020  1.494
 2UT  C1   C2   aromatic  1.390  0.020  1.390
 2UT  C    N    single    1.341  0.020  1.341
 2UT  C18  C2   aromatic  1.388  0.020  1.388
 2UT  C18  C17  single    1.462  0.020  1.462
 2UT  C2   O1   single    1.349  0.020  1.349
 2UT  O1   C3   single    1.372  0.020  1.372
 2UT  C17  O4   double    1.215  0.020  1.215
 2UT  C17  C3   single    1.478  0.020  1.478
 2UT  C3   C4   double    1.340  0.020  1.340
 2UT  C4   C5   single    1.446  0.020  1.446
 2UT  C6   C5   aromatic  1.399  0.020  1.399
 2UT  C6   C7   aromatic  1.384  0.020  1.384
 2UT  C5   C16  aromatic  1.407  0.020  1.407
 2UT  C7   C8   aromatic  1.395  0.020  1.395
 2UT  C13  O3   single    1.410  0.020  1.410
 2UT  C13  C14  single    1.518  0.020  1.518
 2UT  O3   C12  single    1.411  0.020  1.411
 2UT  C8   O2   single    1.336  0.020  1.336
 2UT  C8   C15  aromatic  1.401  0.020  1.401
 2UT  C16  C15  aromatic  1.376  0.020  1.376
 2UT  C14  N1   single    1.452  0.020  1.452
 2UT  O2   C9   single    1.419  0.020  1.419
 2UT  C12  C11  single    1.517  0.020  1.517
 2UT  N1   C11  single    1.452  0.020  1.452
 2UT  N1   C10  single    1.446  0.020  1.446
 2UT  C9   C10  single    1.513  0.020  1.513
 2UT  C19  H1   single    0.930  0.020  1.080
 2UT  C20  H2   single    0.930  0.020  1.080
 2UT  C21  H3   single    0.930  0.020  1.080
 2UT  N    H4   single    0.860  0.020  1.020
 2UT  N    H5   single    0.860  0.020  1.020
 2UT  C4   H6   single    0.930  0.020  1.080
 2UT  C16  H7   single    0.930  0.020  1.080
 2UT  C15  H8   single    0.930  0.020  1.080
 2UT  C7   H9   single    0.930  0.020  1.080
 2UT  C6   H10  single    0.930  0.020  1.080
 2UT  C9   H11  single    0.970  0.020  1.090
 2UT  C9   H12  single    0.970  0.020  1.090
 2UT  C10  H13  single    0.970  0.020  1.090
 2UT  C10  H14  single    0.970  0.020  1.090
 2UT  C14  H16  single    0.970  0.020  1.090
 2UT  C14  H17  single    0.970  0.020  1.090
 2UT  C13  H18  single    0.970  0.020  1.090
 2UT  C13  H19  single    0.970  0.020  1.090
 2UT  C12  H20  single    0.970  0.020  1.090
 2UT  C12  H21  single    0.970  0.020  1.090
 2UT  C11  H22  single    0.970  0.020  1.090
 2UT  C11  H23  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
 2UT  C3   C17  C18  103.35  3.000
 2UT  C3   C17  O4   127.29  3.000
 2UT  C18  C17  O4   129.36  3.000
 2UT  C19  C18  C2   121.00  3.000
 2UT  C2   C18  C17  106.68  3.000
 2UT  C19  C18  C17  132.31  3.000
 2UT  O1   C2   C1   125.26  3.000
 2UT  O1   C2   C18  112.38  3.000
 2UT  C1   C2   C18  122.34  3.000
 2UT  H1   C19  C20  121.27  3.000
 2UT  H1   C19  C18  120.81  3.000
 2UT  C20  C19  C18  117.93  3.000
 2UT  H2   C20  C21  119.32  3.000
 2UT  H2   C20  C19  120.33  3.000
 2UT  C21  C20  C19  120.35  3.000
 2UT  H3   C21  C1   119.12  3.000
 2UT  H3   C21  C20  118.20  3.000
 2UT  C1   C21  C20  122.67  3.000
 2UT  C    C1   C21  122.93  3.000
 2UT  C    C1   C2   121.30  3.000
 2UT  C21  C1   C2   115.71  3.000
 2UT  N    C    O    123.41  3.000
 2UT  N    C    C1   115.47  3.000
 2UT  O    C    C1   121.12  3.000
 2UT  H5   N    H4   117.02  3.000
 2UT  H5   N    C    119.58  3.000
 2UT  H4   N    C    122.64  3.000
 2UT  C4   C3   O1   123.85  3.000
 2UT  C4   C3   C17  126.75  3.000
 2UT  O1   C3   C17  109.40  3.000
 2UT  C3   O1   C2   108.19  3.000
 2UT  H6   C4   C5   115.88  3.000
 2UT  H6   C4   C3   113.74  3.000
 2UT  C5   C4   C3   130.38  3.000
 2UT  C6   C5   C16  117.47  3.000
 2UT  C16  C5   C4   124.92  3.000
 2UT  C6   C5   C4   117.61  3.000
 2UT  H7   C16  C15  118.10  3.000
 2UT  H7   C16  C5   121.06  3.000
 2UT  C15  C16  C5   120.84  3.000
 2UT  H8   C15  C8   119.14  3.000
 2UT  H8   C15  C16  120.01  3.000
 2UT  C8   C15  C16  120.86  3.000
 2UT  O2   C8   C7   124.66  3.000
 2UT  O2   C8   C15  116.19  3.000
 2UT  C7   C8   C15  119.15  3.000
 2UT  H9   C7   C6   118.82  3.000
 2UT  H9   C7   C8   121.71  3.000
 2UT  C6   C7   C8   119.47  3.000
 2UT  H10  C6   C7   118.53  3.000
 2UT  H10  C6   C5   119.25  3.000
 2UT  C7   C6   C5   122.22  3.000
 2UT  C9   O2   C8   119.36  3.000
 2UT  H12  C9   H11  107.29  3.000
 2UT  H12  C9   C10  108.64  3.000
 2UT  H11  C9   C10  111.77  3.000
 2UT  H12  C9   O2   110.75  3.000
 2UT  H11  C9   O2   110.19  3.000
 2UT  C10  C9   O2   108.22  3.000
 2UT  H14  C10  H13  106.38  3.000
 2UT  H14  C10  N1   108.19  3.000
 2UT  H13  C10  N1   112.53  3.000
 2UT  H14  C10  C9   108.57  3.000
 2UT  H13  C10  C9   107.10  3.000
 2UT  N1   C10  C9   113.76  3.000
 2UT  C11  N1   C14  109.65  3.000
 2UT  C11  N1   C10  111.58  3.000
 2UT  C14  N1   C10  113.30  3.000
 2UT  H17  C14  H16  107.16  3.000
 2UT  H17  C14  C13  109.77  3.000
 2UT  H16  C14  C13  107.82  3.000
 2UT  H17  C14  N1   111.53  3.000
 2UT  H16  C14  N1   110.47  3.000
 2UT  C13  C14  N1   109.99  3.000
 2UT  H19  C13  H18  107.97  3.000
 2UT  H19  C13  O3   107.46  3.000
 2UT  H18  C13  O3   110.44  3.000
 2UT  H19  C13  C14  109.99  3.000
 2UT  H18  C13  C14  109.04  3.000
 2UT  O3   C13  C14  111.86  3.000
 2UT  C12  O3   C13  110.70  3.000
 2UT  H21  C12  H20  108.01  3.000
 2UT  H21  C12  C11  110.18  3.000
 2UT  H20  C12  C11  109.15  3.000
 2UT  H21  C12  O3   107.51  3.000
 2UT  H20  C12  O3   110.40  3.000
 2UT  C11  C12  O3   111.52  3.000
 2UT  H23  C11  H22  107.16  3.000
 2UT  H23  C11  C12  108.80  3.000
 2UT  H22  C11  C12  109.44  3.000
 2UT  H23  C11  N1   109.41  3.000
 2UT  H22  C11  N1   111.96  3.000
 2UT  C12  C11  N1   109.99  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
 2UT  CONST_01  C21  C20  C19  C18     0.00   0.0  0
 2UT  CONST_02  C21  C1   C2   C18     0.00   0.0  0
 2UT  CONST_03  C20  C21  C1   C2      0.00   0.0  0
 2UT  CONST_04  C20  C19  C18  C2      0.00   0.0  0
 2UT  CONST_05  C1   C21  C20  C19     0.00   0.0  0
 2UT  CONST_06  C1   C2   C18  C19     0.00   0.0  0
 2UT  CONST_07  C8   C7   C6   C5      0.00   0.0  0
 2UT  CONST_08  C8   C15  C16  C5      0.00   0.0  0
 2UT  CONST_09  C7   C6   C5   C16     0.00   0.0  0
 2UT  CONST_10  C7   C8   C15  C16     0.00   0.0  0
 2UT  CONST_11  C6   C7   C8   C15     0.00   0.0  0
 2UT  CONST_12  C6   C5   C16  C15     0.00   0.0  0
 2UT  CONST_13  C    C1   C2   C18   180.00   0.0  0
 2UT  CONST_14  C    C1   C21  C20   180.00   0.0  0
 2UT  CONST_15  O1   C2   C1   C       0.00   0.0  0
 2UT  CONST_16  C7   C6   C5   C4    180.00   0.0  0
 2UT  CONST_17  C15  C16  C5   C4    180.00   0.0  0
 2UT  CONST_18  O2   C8   C15  C16   180.00   0.0  0
 2UT  CONST_19  O2   C8   C7   C6    180.00   0.0  0
 2UT  CONST_20  H1   C19  C18  C17     0.00   0.0  0
 2UT  CONST_21  H2   C20  C19  C18   180.00   0.0  0
 2UT  CONST_22  H3   C21  C1   C2    180.00   0.0  0
 2UT  CONST_23  H9   C7   C6   C5    180.00   0.0  0
 2UT  CONST_24  H8   C15  C16  C5    180.00   0.0  0
 2UT  CONST_25  H10  C6   C5   C16   180.00   0.0  0
 2UT  CONST_26  H7   C16  C15  C8    180.00   0.0  0
 2UT  CONST_27  H4   N    C    C1      0.00   0.0  0
 2UT  CONST_28  H5   N    C    C1    180.00   0.0  0
 2UT  Var_01    O3   C13  C14  N1    -56.97  30.0  1
 2UT  Var_02    O3   C12  C11  N1     57.72  30.0  1
 2UT  Var_03    C12  C11  N1   C14   -57.00  30.0  1
 2UT  Var_04    C11  C12  O3   C13   -57.28  30.0  1
 2UT  Var_05    C11  N1   C14  C13    56.53  30.0  1
 2UT  Var_06    C5   C4   C3   C17  -179.90  30.0  2
 2UT  Var_07    C6   C5   C4   C3    175.39  30.0  2
 2UT  Var_08    O    C    C1   C2     30.87  30.0  2
 2UT  Var_09    C14  N1   C10  C9     69.97  30.0  2
 2UT  Var_10    C10  C9   O2   C8   -179.13  30.0  3
 2UT  Var_11    N1   C10  C9   O2     58.36  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
 2UT  plan-1  C4   0.020
 2UT  plan-1  C5   0.020
 2UT  plan-1  C16  0.020
 2UT  plan-1  C15  0.020
 2UT  plan-1  C8   0.020
 2UT  plan-1  C7   0.020
 2UT  plan-1  C6   0.020
 2UT  plan-1  O2   0.020
 2UT  plan-1  H7   0.020
 2UT  plan-1  H8   0.020
 2UT  plan-1  H9   0.020
 2UT  plan-1  H10  0.020
 2UT  plan-2  O4   0.020
 2UT  plan-2  C17  0.020
 2UT  plan-2  C18  0.020
 2UT  plan-2  C2   0.020
 2UT  plan-2  C19  0.020
 2UT  plan-2  C20  0.020
 2UT  plan-2  C21  0.020
 2UT  plan-2  C1   0.020
 2UT  plan-2  C    0.020
 2UT  plan-2  C3   0.020
 2UT  plan-2  O1   0.020
 2UT  plan-2  C4   0.020
 2UT  plan-2  H1   0.020
 2UT  plan-2  H2   0.020
 2UT  plan-2  H3   0.020
 2UT  plan-3  C1   0.020
 2UT  plan-3  C    0.020
 2UT  plan-3  O    0.020
 2UT  plan-3  N    0.020
 2UT  plan-3  H4   0.020
 2UT  plan-3  H5   0.020

