# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 22:38:44 2022
#   Inital geometry file: a 233 line input string
#   Ligand name: [10-[2-carboxy-5-[2-[2-(6-chloranylhexoxy)ethoxy]ethylcarbamoyl]phenyl]-7-(dimethylamino)-9,9-dimethyl-anthracen-2-ylidene]-dimethyl-azanium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1ccc2c(c1)C(C)(C)C3=CC(C=CC3=C2c4cc(ccc4C(O)=O)C(=O)NCCOCCOCCCCCCCl)=[N+](C)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
 OEK  OEK  '[10-[2-carboxy-5-[2-[2-(6-chloranylhexoxy)ethoxy]ethylcarbamoyl]phenyl]-7-(dimethylamino)-9,9-dimethyl-anthracen-2-ylidene]-dimethyl-azanium'  ligand  95  47  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OEK
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
 OEK  N    N   NT     0  -0.492  -56.5646  64.4534  48.6948
 OEK  N1   N   NH1    0  -0.647  -60.9129  60.8314  40.4104
 OEK  C2   C   CR66   0   0.238  -60.0329  63.5083  47.9588
 OEK  O2   O   O      0  -0.478  -59.7353  60.2310  42.2401
 OEK  C3   C   CR16   0  -0.449  -58.8634  63.7534  48.6420
 OEK  C4   C   CR6    0   0.454  -57.6904  64.2129  48.0002
 OEK  C5   C   CH3    0  -0.549  -56.5227  64.2287  50.1257
 OEK  C6   C   CH3    0  -0.544  -55.3828  64.9592  48.0246
 OEK  C    C   CH3    0  -0.635  -60.8903  61.7862  49.5414
 OEK  O    O   O2     0  -0.483  -61.3568  57.3875  39.2669
 OEK  C1   C   CR6    0  -0.328  -61.2524  63.0500  48.7378
 OEK  C10  C   CR6    0   0.135  -61.2678  63.5073  45.8338
 OEK  C11  C   CR6    0  -0.049  -61.2195  63.5409  44.3488
 OEK  C12  C   CR16   0  -0.295  -60.8601  62.3749  43.6866
 OEK  C13  C   CR6    0  -0.022  -60.8256  62.3339  42.2967
 OEK  C14  C   C      0   0.530  -60.4392  61.0393  41.6516
 OEK  C15  C   CH2    0  -0.336  -60.6598  59.6178  39.6691
 OEK  C16  C   CH2    0  -0.126  -61.6727  58.5337  40.0107
 OEK  C17  C   CH2    0  -0.176  -62.2220  56.3102  39.5231
 OEK  C18  C   CH2    0  -0.202  -61.7423  55.0857  38.7702
 OEK  C19  C   CH2    0  -0.148  -60.3105  54.1245  40.3929
 OEK  C20  C   CH2    0  -0.456  -58.9462  53.4801  40.5331
 OEK  C21  C   CH2    0  -0.411  -58.7155  52.2938  39.6051
 OEK  C22  C   CH2    0  -0.411  -57.3643  51.6296  39.8381
 OEK  C23  C   CH2    0  -0.424  -57.1348  50.4369  38.9211
 OEK  C24  C   CH2    0  -0.453  -55.7812  49.7810  39.0693
 OEK  C25  C   CR16   0  -0.287  -61.1229  63.4893  41.5766
 OEK  C26  C   CR16   0  -0.276  -61.4655  64.6544  42.2425
 OEK  C27  C   CR6    0  -0.096  -61.5270  64.6912  43.6296
 OEK  C28  C   C      0   0.425  -61.9204  65.9423  44.3912
 OEK  C29  C   CR66   0   0.046  -62.4234  62.9911  46.4614
 OEK  C30  C   CR16   0  -0.279  -63.5926  62.7237  45.7156
 OEK  C31  C   CR16   0  -0.351  -64.7292  62.2387  46.2911
 OEK  C32  C   CH3    0  -0.625  -61.6545  64.1885  49.6995
 OEK  C33  C   CR66   0   0.241  -62.4493  62.7508  47.8534
 OEK  C34  C   CR16   0  -0.449  -63.5968  62.2567  48.4320
 OEK  C35  C   CR6    0   0.454  -64.7658  61.9809  47.6865
 OEK  C36  C   CH3    0  -0.545  -67.0695  61.2513  47.4976
 OEK  C37  C   CH3    0  -0.548  -65.8770  61.1936  49.6937
 OEK  C7   C   CR16   0  -0.351  -57.7464  64.4115  46.5958
 OEK  C8   C   CR16   0  -0.280  -58.9031  64.1664  45.9169
 OEK  C9   C   CR66   0   0.052  -60.0753  63.7137  46.5618
 OEK  N2   N   N      1  -0.492  -65.8703  61.4909  48.2757
 OEK  O1   O   O2     0  -0.479  -60.4439  54.6663  39.0984
 OEK  O3   O   O      0  -0.554  -62.1789  66.9628  43.7393
 OEK  O4   O   OC    -1  -0.547  -61.9420  65.7991  45.6338
 OEK  H1   H   HNH1   0   0.409  -61.5978  61.4652  40.0320
 OEK  H2   H   HCR6   0   0.281  -58.8426  63.5984  49.7104
 OEK  H3   H   HCH3   0   0.269  -55.5217  64.4337  50.4919
 OEK  H4   H   HCH3   0   0.249  -57.2164  64.8817  50.6602
 OEK  H5   H   HCH3   0   0.250  -56.7629  63.1940  50.3774
 OEK  H6   H   HCH3   0   0.267  -54.5957  65.1121  48.7559
 OEK  H7   H   HCH3   0   0.250  -55.0107  64.2592  47.2736
 OEK  H8   H   HCH3   0   0.250  -55.5743  65.9165  47.5361
 OEK  H9   H   HCH3   0   0.247  -60.0697  61.9791  50.2312
 OEK  H10  H   HCH3   0   0.246  -61.7343  61.4465  50.1392
 OEK  H11  H   HCH3   0   0.242  -60.5932  60.9729  48.8790
 OEK  H13  H   HCR6   0   0.260  -60.6177  61.4858  44.2552
 OEK  H14  H   HCH2   0   0.250  -59.6498  59.2685  39.8826
 OEK  H15  H   HCH2   0   0.259  -60.7082  59.8548  38.6059
 OEK  H16  H   HCH2   0   0.199  -62.6868  58.8920  39.7818
 OEK  H17  H   HCH2   0   0.204  -61.6420  58.3251  41.0890
 OEK  H18  H   HCH2   0   0.211  -63.2463  56.5324  39.1907
 OEK  H19  H   HCH2   0   0.207  -62.2831  56.1104  40.6023
 OEK  H20  H   HCH2   0   0.204  -62.4747  54.2834  38.9397
 OEK  H21  H   HCH2   0   0.232  -61.7379  55.2985  37.6981
 OEK  H22  H   HCH2   0   0.210  -60.4253  54.9001  41.1612
 OEK  H23  H   HCH2   0   0.191  -61.0960  53.3763  40.5775
 OEK  H24  H   HCH2   0   0.223  -58.8465  53.1521  41.5722
 OEK  H25  H   HCH2   0   0.221  -58.1682  54.2341  40.3769
 OEK  H26  H   HCH2   0   0.217  -58.7886  52.6139  38.5624
 OEK  H27  H   HCH2   0   0.210  -59.5121  51.5573  39.7574
 OEK  H28  H   HCH2   0   0.215  -57.2932  51.3124  40.8823
 OEK  H29  H   HCH2   0   0.215  -56.5646  52.3620  39.6835
 OEK  H30  H   HCH2   0   0.240  -57.2046  50.7627  37.8776
 OEK  H31  H   HCH2   0   0.235  -57.9210  49.6908  39.0622
 OEK  H32  H   HCH2   0   0.288  -55.6456  48.9771  38.3492
 OEK  H33  H   HCH2   0   0.276  -54.9707  50.4983  38.9510
 OEK  H35  H   HCR6   0   0.261  -61.0683  63.5030  40.4951
 OEK  H36  H   HCR6   0   0.258  -61.6873  65.5508  41.6791
 OEK  H37  H   HCR6   0   0.266  -63.5972  62.9068  44.6496
 OEK  H38  H   HCR6   0   0.281  -65.5913  62.0532  45.6679
 OEK  H39  H   HCH3   0   0.245  -60.8370  64.4280  50.3789
 OEK  H40  H   HCH3   0   0.242  -61.9157  65.0914  49.1463
 OEK  H41  H   HCH3   0   0.245  -62.5154  63.8977  50.3010
 OEK  H42  H   HCR6   0   0.280  -63.6071  62.0833  49.4977
 OEK  H43  H   HCH3   0   0.268  -67.8565  60.8942  48.1539
 OEK  H44  H   HCH3   0   0.251  -67.4258  62.1631  47.0149
 OEK  H45  H   HCH3   0   0.249  -66.9078  60.4954  46.7260
 OEK  H46  H   HCH3   0   0.249  -65.7302  62.0905  50.2998
 OEK  H47  H   HCH3   0   0.269  -66.8355  60.7624  49.9644
 OEK  H48  H   HCH3   0   0.250  -65.1007  60.4721  49.9558
 OEK  H49  H   HCR6   0   0.281  -56.8822  64.7575  46.0486
 OEK  H50  H   HCR6   0   0.265  -58.9162  64.3307  44.8479
 OEK  CL1  CL  CL     0  -0.191  -55.5717  49.0349  40.7037

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
 OEK  C23  C24  single    1.511  0.020  1.511
 OEK  C23  C22  single    1.522  0.020  1.522
 OEK  C18  C17  single    1.515  0.020  1.515
 OEK  C18  O1   single    1.403  0.020  1.403
 OEK  C21  C22  single    1.524  0.020  1.524
 OEK  C21  C20  single    1.524  0.020  1.524
 OEK  O    C17  single    1.405  0.020  1.405
 OEK  O    C16  single    1.402  0.020  1.402
 OEK  O1   C19  single    1.410  0.020  1.410
 OEK  C15  C16  single    1.522  0.020  1.522
 OEK  C15  N1   single    1.444  0.020  1.444
 OEK  C19  C20  single    1.515  0.020  1.515
 OEK  N1   C14  single    1.345  0.020  1.345
 OEK  C25  C26  aromatic  1.385  0.020  1.385
 OEK  C25  C13  aromatic  1.394  0.020  1.394
 OEK  C14  O2   double    1.223  0.020  1.223
 OEK  C14  C13  single    1.497  0.020  1.497
 OEK  C26  C27  aromatic  1.389  0.020  1.389
 OEK  C13  C12  aromatic  1.391  0.020  1.391
 OEK  O3   C28  deloc     1.238  0.020  1.238
 OEK  C27  C28  single    1.517  0.020  1.517
 OEK  C27  C11  aromatic  1.391  0.020  1.391
 OEK  C12  C11  aromatic  1.388  0.020  1.388
 OEK  C28  O4   deloc     1.251  0.020  1.251
 OEK  C11  C10  single    1.486  0.020  1.486
 OEK  C30  C31  double    1.363  0.020  1.363
 OEK  C30  C29  single    1.412  0.020  1.412
 OEK  C10  C29  double    1.413  0.020  1.413
 OEK  C10  C9   single    1.412  0.020  1.412
 OEK  C8   C9   aromatic  1.412  0.020  1.412
 OEK  C8   C7   aromatic  1.363  0.020  1.363
 OEK  C31  C35  single    1.419  0.020  1.419
 OEK  C29  C33  single    1.413  0.020  1.413
 OEK  C9   C2   aromatic  1.413  0.020  1.413
 OEK  C7   C4   aromatic  1.419  0.020  1.419
 OEK  C36  N2   single    1.449  0.020  1.449
 OEK  C35  N2   double    1.344  0.020  1.344
 OEK  C35  C34  single    1.414  0.020  1.414
 OEK  C33  C34  double    1.377  0.020  1.377
 OEK  C33  C1   single    1.518  0.020  1.518
 OEK  C2   C3   aromatic  1.376  0.020  1.376
 OEK  C2   C1   single    1.518  0.020  1.518
 OEK  C4   C3   aromatic  1.414  0.020  1.414
 OEK  C4   N    single    1.344  0.020  1.344
 OEK  N2   C37  single    1.449  0.020  1.449
 OEK  C6   N    single    1.450  0.020  1.450
 OEK  C1   C32  single    1.544  0.020  1.544
 OEK  C1   C    single    1.541  0.020  1.541
 OEK  N    C5   single    1.449  0.020  1.449
 OEK  N1   H1   single    0.860  0.020  1.020
 OEK  C3   H2   single    0.930  0.020  1.080
 OEK  C5   H3   single    0.970  0.020  1.090
 OEK  C5   H4   single    0.970  0.020  1.090
 OEK  C5   H5   single    0.970  0.020  1.090
 OEK  C6   H6   single    0.970  0.020  1.090
 OEK  C6   H7   single    0.970  0.020  1.090
 OEK  C6   H8   single    0.970  0.020  1.090
 OEK  C    H9   single    0.970  0.020  1.090
 OEK  C    H10  single    0.970  0.020  1.090
 OEK  C    H11  single    0.970  0.020  1.090
 OEK  C12  H13  single    0.930  0.020  1.080
 OEK  C15  H14  single    0.970  0.020  1.090
 OEK  C15  H15  single    0.970  0.020  1.090
 OEK  C16  H16  single    0.970  0.020  1.090
 OEK  C16  H17  single    0.970  0.020  1.090
 OEK  C17  H18  single    0.970  0.020  1.090
 OEK  C17  H19  single    0.970  0.020  1.090
 OEK  C18  H20  single    0.970  0.020  1.090
 OEK  C18  H21  single    0.970  0.020  1.090
 OEK  C19  H22  single    0.970  0.020  1.090
 OEK  C19  H23  single    0.970  0.020  1.090
 OEK  C20  H24  single    0.970  0.020  1.090
 OEK  C20  H25  single    0.970  0.020  1.090
 OEK  C21  H26  single    0.970  0.020  1.090
 OEK  C21  H27  single    0.970  0.020  1.090
 OEK  C22  H28  single    0.970  0.020  1.090
 OEK  C22  H29  single    0.970  0.020  1.090
 OEK  C23  H30  single    0.970  0.020  1.090
 OEK  C23  H31  single    0.970  0.020  1.090
 OEK  C24  H32  single    0.970  0.020  1.090
 OEK  C24  H33  single    0.970  0.020  1.090
 OEK  C25  H35  single    0.930  0.020  1.080
 OEK  C26  H36  single    0.930  0.020  1.080
 OEK  C30  H37  single    0.930  0.020  1.080
 OEK  C31  H38  single    0.930  0.020  1.080
 OEK  C32  H39  single    0.970  0.020  1.090
 OEK  C32  H40  single    0.970  0.020  1.090
 OEK  C32  H41  single    0.970  0.020  1.090
 OEK  C34  H42  single    0.930  0.020  1.080
 OEK  C36  H43  single    0.970  0.020  1.090
 OEK  C36  H44  single    0.970  0.020  1.090
 OEK  C36  H45  single    0.970  0.020  1.090
 OEK  C37  H46  single    0.970  0.020  1.090
 OEK  C37  H47  single    0.970  0.020  1.090
 OEK  C37  H48  single    0.970  0.020  1.090
 OEK  C7   H49  single    0.930  0.020  1.080
 OEK  C8   H50  single    0.930  0.020  1.080
 OEK  C24  CL1  single    1.809  0.020  1.809

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
 OEK  C6   N    C5   119.14  3.000
 OEK  C5   N    C4   120.44  3.000
 OEK  C6   N    C4   120.41  3.000
 OEK  H1   N1   C15  117.08  3.000
 OEK  H1   N1   C14  119.28  3.000
 OEK  C15  N1   C14  122.81  3.000
 OEK  C9   C2   C1   121.82  3.000
 OEK  C1   C2   C3   118.80  3.000
 OEK  C9   C2   C3   119.37  3.000
 OEK  H2   C3   C4   118.68  3.000
 OEK  H2   C3   C2   118.81  3.000
 OEK  C4   C3   C2   122.51  3.000
 OEK  C7   C4   C3   117.51  3.000
 OEK  C3   C4   N    121.22  3.000
 OEK  C7   C4   N    121.27  3.000
 OEK  H5   C5   H4   108.30  3.000
 OEK  H5   C5   H3   107.71  3.000
 OEK  H4   C5   H3   107.92  3.000
 OEK  H5   C5   N    111.61  3.000
 OEK  H4   C5   N    111.85  3.000
 OEK  H3   C5   N    109.30  3.000
 OEK  H8   C6   H7   108.31  3.000
 OEK  H8   C6   H6   107.77  3.000
 OEK  H7   C6   H6   107.86  3.000
 OEK  H8   C6   N    111.70  3.000
 OEK  H7   C6   N    111.84  3.000
 OEK  H6   C6   N    109.20  3.000
 OEK  H11  C    H10  108.19  3.000
 OEK  H11  C    H9   108.16  3.000
 OEK  H10  C    H9   106.95  3.000
 OEK  H11  C    C1   111.04  3.000
 OEK  H10  C    C1   111.11  3.000
 OEK  H9   C    C1   111.23  3.000
 OEK  C17  O    C16  113.03  3.000
 OEK  C33  C1   C32  107.64  3.000
 OEK  C32  C1   C    109.96  3.000
 OEK  C33  C1   C    109.11  3.000
 OEK  C    C1   C2   109.05  3.000
 OEK  C32  C1   C2   107.84  3.000
 OEK  C33  C1   C2   113.20  3.000
 OEK  C9   C10  C29  121.00  3.000
 OEK  C9   C10  C11  118.97  3.000
 OEK  C29  C10  C11  118.61  3.000
 OEK  C27  C11  C12  120.34  3.000
 OEK  C12  C11  C10  117.78  3.000
 OEK  C27  C11  C10  121.88  3.000
 OEK  H13  C12  C13  119.67  3.000
 OEK  H13  C12  C11  119.81  3.000
 OEK  C13  C12  C11  120.52  3.000
 OEK  C25  C13  C14  123.32  3.000
 OEK  C14  C13  C12  117.54  3.000
 OEK  C25  C13  C12  119.12  3.000
 OEK  C13  C14  O2   120.85  3.000
 OEK  C13  C14  N1   116.14  3.000
 OEK  O2   C14  N1   123.01  3.000
 OEK  H15  C15  H14  107.56  3.000
 OEK  H15  C15  C16  110.12  3.000
 OEK  H14  C15  C16  110.15  3.000
 OEK  H15  C15  N1   108.06  3.000
 OEK  H14  C15  N1   109.34  3.000
 OEK  C16  C15  N1   111.51  3.000
 OEK  H17  C16  H16  106.97  3.000
 OEK  H17  C16  C15  109.68  3.000
 OEK  H16  C16  C15  109.56  3.000
 OEK  H17  C16  O    111.04  3.000
 OEK  H16  C16  O    111.33  3.000
 OEK  C15  C16  O    108.25  3.000
 OEK  H19  C17  H18  106.36  3.000
 OEK  H19  C17  C18  111.01  3.000
 OEK  H18  C17  C18  107.94  3.000
 OEK  H19  C17  O    110.65  3.000
 OEK  H18  C17  O    111.32  3.000
 OEK  C18  C17  O    109.51  3.000
 OEK  H21  C18  H20  107.21  3.000
 OEK  H21  C18  O1   106.49  3.000
 OEK  H20  C18  O1   111.23  3.000
 OEK  H21  C18  C17  109.35  3.000
 OEK  H20  C18  C17  107.59  3.000
 OEK  O1   C18  C17  114.72  3.000
 OEK  H23  C19  H22  106.76  3.000
 OEK  H23  C19  O1   110.36  3.000
 OEK  H22  C19  O1   111.18  3.000
 OEK  H23  C19  C20  109.76  3.000
 OEK  H22  C19  C20  109.26  3.000
 OEK  O1   C19  C20  109.49  3.000
 OEK  H25  C20  H24  106.09  3.000
 OEK  H25  C20  C21  109.98  3.000
 OEK  H24  C20  C21  109.34  3.000
 OEK  H25  C20  C19  109.50  3.000
 OEK  H24  C20  C19  107.30  3.000
 OEK  C21  C20  C19  114.27  3.000
 OEK  H27  C21  H26  106.31  3.000
 OEK  H27  C21  C22  109.31  3.000
 OEK  H26  C21  C22  109.44  3.000
 OEK  H27  C21  C20  109.19  3.000
 OEK  H26  C21  C20  110.05  3.000
 OEK  C22  C21  C20  112.37  3.000
 OEK  H29  C22  H28  106.34  3.000
 OEK  H29  C22  C23  109.20  3.000
 OEK  H28  C22  C23  109.77  3.000
 OEK  H29  C22  C21  109.54  3.000
 OEK  H28  C22  C21  109.27  3.000
 OEK  C23  C22  C21  112.53  3.000
 OEK  H31  C23  H30  106.27  3.000
 OEK  H31  C23  C24  109.58  3.000
 OEK  H30  C23  C24  106.23  3.000
 OEK  H31  C23  C22  110.41  3.000
 OEK  H30  C23  C22  109.35  3.000
 OEK  C24  C23  C22  114.59  3.000
 OEK  CL1  C24  H33  106.48  3.000
 OEK  CL1  C24  H32  106.19  3.000
 OEK  H33  C24  H32  108.79  3.000
 OEK  CL1  C24  C23  111.80  3.000
 OEK  H33  C24  C23  111.72  3.000
 OEK  H32  C24  C23  111.56  3.000
 OEK  H35  C25  C26  118.81  3.000
 OEK  H35  C25  C13  121.05  3.000
 OEK  C26  C25  C13  120.12  3.000
 OEK  H36  C26  C27  119.28  3.000
 OEK  H36  C26  C25  119.83  3.000
 OEK  C27  C26  C25  120.89  3.000
 OEK  C28  C27  C26  122.33  3.000
 OEK  C28  C27  C11  118.68  3.000
 OEK  C26  C27  C11  118.99  3.000
 OEK  O4   C28  O3   127.86  3.000
 OEK  O4   C28  C27  114.13  3.000
 OEK  O3   C28  C27  118.01  3.000
 OEK  C33  C29  C30  118.22  3.000
 OEK  C33  C29  C10  120.99  3.000
 OEK  C30  C29  C10  120.78  3.000
 OEK  H37  C30  C31  118.22  3.000
 OEK  H37  C30  C29  119.46  3.000
 OEK  C31  C30  C29  122.32  3.000
 OEK  H38  C31  C35  121.03  3.000
 OEK  H38  C31  C30  118.89  3.000
 OEK  C35  C31  C30  120.07  3.000
 OEK  H41  C32  H40  108.17  3.000
 OEK  H41  C32  H39  107.89  3.000
 OEK  H40  C32  H39  108.30  3.000
 OEK  H41  C32  C1   110.66  3.000
 OEK  H40  C32  C1   110.92  3.000
 OEK  H39  C32  C1   110.81  3.000
 OEK  C34  C33  C29  119.37  3.000
 OEK  C34  C33  C1   118.88  3.000
 OEK  C29  C33  C1   121.74  3.000
 OEK  H42  C34  C35  118.77  3.000
 OEK  H42  C34  C33  118.71  3.000
 OEK  C35  C34  C33  122.52  3.000
 OEK  N2   C35  C34  121.29  3.000
 OEK  C34  C35  C31  117.49  3.000
 OEK  N2   C35  C31  121.21  3.000
 OEK  H45  C36  H44  108.31  3.000
 OEK  H45  C36  H43  107.88  3.000
 OEK  H44  C36  H43  107.80  3.000
 OEK  H45  C36  N2   111.78  3.000
 OEK  H44  C36  N2   111.67  3.000
 OEK  H43  C36  N2   109.25  3.000
 OEK  H48  C37  H47  107.79  3.000
 OEK  H48  C37  H46  108.29  3.000
 OEK  H47  C37  H46  107.85  3.000
 OEK  H48  C37  N2   111.55  3.000
 OEK  H47  C37  N2   109.25  3.000
 OEK  H46  C37  N2   111.96  3.000
 OEK  H49  C7   C8   118.96  3.000
 OEK  H49  C7   C4   120.97  3.000
 OEK  C8   C7   C4   120.06  3.000
 OEK  H50  C8   C9   119.33  3.000
 OEK  H50  C8   C7   118.37  3.000
 OEK  C9   C8   C7   122.30  3.000
 OEK  C8   C9   C10  120.81  3.000
 OEK  C8   C9   C2   118.24  3.000
 OEK  C10  C9   C2   120.92  3.000
 OEK  C37  N2   C36  119.19  3.000
 OEK  C37  N2   C35  120.50  3.000
 OEK  C36  N2   C35  120.31  3.000
 OEK  C19  O1   C18  114.66  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
 OEK  CONST_01  C7   C8   C9   C2      0.00   0.0  0
 OEK  CONST_02  C7   C4   C3   C2      0.00   0.0  0
 OEK  CONST_03  C8   C9   C2   C3      0.00   0.0  0
 OEK  CONST_04  C8   C7   C4   C3      0.00   0.0  0
 OEK  CONST_05  C9   C8   C7   C4      0.00   0.0  0
 OEK  CONST_06  C9   C2   C3   C4      0.00   0.0  0
 OEK  CONST_07  C25  C26  C27  C11     0.00   0.0  0
 OEK  CONST_08  C25  C13  C12  C11     0.00   0.0  0
 OEK  CONST_09  C26  C25  C13  C12     0.00   0.0  0
 OEK  CONST_10  C26  C27  C11  C12     0.00   0.0  0
 OEK  CONST_11  C27  C26  C25  C13     0.00   0.0  0
 OEK  CONST_12  C27  C11  C12  C13     0.00   0.0  0
 OEK  CONST_13  C26  C27  C11  C10   180.00   0.0  0
 OEK  CONST_14  C13  C12  C11  C10   180.00   0.0  0
 OEK  CONST_15  C8   C7   C4   N     180.00   0.0  0
 OEK  CONST_16  C2   C3   C4   N     180.00   0.0  0
 OEK  CONST_17  C28  C27  C11  C10     0.00   0.0  0
 OEK  CONST_18  C14  C13  C12  C11   180.00   0.0  0
 OEK  CONST_19  C28  C27  C11  C12   180.00   0.0  0
 OEK  CONST_20  C26  C25  C13  C14   180.00   0.0  0
 OEK  CONST_21  C28  C27  C26  C25   180.00   0.0  0
 OEK  CONST_22  H50  C8   C9   C2    180.00   0.0  0
 OEK  CONST_23  H49  C7   C4   C3    180.00   0.0  0
 OEK  CONST_24  H2   C3   C2   C1      0.00   0.0  0
 OEK  CONST_25  H13  C12  C11  C10     0.00   0.0  0
 OEK  CONST_26  H36  C26  C27  C11   180.00   0.0  0
 OEK  CONST_27  H35  C25  C13  C12   180.00   0.0  0
 OEK  CONST_28  C6   N    C4   C3    180.00   0.0  0
 OEK  CONST_29  C5   N    C4   C3      0.00   0.0  0
 OEK  CONST_30  C7   C4   N    C5    180.00   0.0  0
 OEK  CONST_31  C7   C4   N    C6      0.00   0.0  0
 OEK  CONST_32  C15  N1   C14  C13   180.00   0.0  0
 OEK  CONST_33  H1   N1   C14  C13     0.00   0.0  0
 OEK  CONST_34  C15  N1   C14  O2      0.00   0.0  0
 OEK  Var_01    C35  C34  C33  C1    178.49   0.0  0
 OEK  Var_02    C30  C29  C10  C11   -10.58   0.0  0
 OEK  Var_03    C9   C10  C29  C30  -176.81   0.0  0
 OEK  Var_04    C29  C10  C11  C12   -82.13  30.0  2
 OEK  Var_05    C32  C1   C2   C3     63.92  30.0  1
 OEK  Var_06    C29  C33  C1   C    -126.39  30.0  1
 OEK  Var_07    C36  N2   C35  C31    -1.85   0.0  2
 OEK  Var_08    C25  C13  C14  N1    -27.41  30.0  2
 OEK  Var_09    O3   C28  C27  C11   179.31  30.0  2
 OEK  Var_10    H39  C32  C1   C2    -59.03  30.0  3
 OEK  Var_11    H9   C    C1   C2     59.14  30.0  3
 OEK  Var_12    H6   C6   N    C4    178.47  30.0  3
 OEK  Var_13    H3   C5   N    C4    177.33  30.0  3
 OEK  Var_14    H43  C36  N2   C35  -177.87  30.0  3
 OEK  Var_15    H46  C37  N2   C35    63.53  30.0  3
 OEK  Var_16    O    C16  C15  N1   -179.41  30.0  3
 OEK  Var_17    O1   C18  C17  O      59.27  30.0  2
 OEK  Var_18    C16  C15  N1   C14    85.50  30.0  2
 OEK  Var_19    C18  C17  O    C16  -175.32  30.0  3
 OEK  Var_20    C20  C19  O1   C18   169.55  30.0  3
 OEK  Var_21    C22  C21  C20  C19  -176.68  30.0  1
 OEK  Var_22    C23  C22  C21  C20   179.52  30.0  3
 OEK  Var_23    C24  C23  C22  C21   177.35  30.0  1
 OEK  Var_24    O1   C19  C20  C21   -63.55  30.0  2
 OEK  Var_25    CL1  C24  C23  C22    64.89  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
 OEK  plan-1  C10  0.020
 OEK  plan-1  C11  0.020
 OEK  plan-1  C12  0.020
 OEK  plan-1  C13  0.020
 OEK  plan-1  C14  0.020
 OEK  plan-1  C25  0.020
 OEK  plan-1  C26  0.020
 OEK  plan-1  C27  0.020
 OEK  plan-1  C28  0.020
 OEK  plan-1  H13  0.020
 OEK  plan-1  H35  0.020
 OEK  plan-1  H36  0.020
 OEK  plan-2  N    0.020
 OEK  plan-2  C2   0.020
 OEK  plan-2  C3   0.020
 OEK  plan-2  C4   0.020
 OEK  plan-2  C1   0.020
 OEK  plan-2  C10  0.020
 OEK  plan-2  C11  0.020
 OEK  plan-2  C29  0.020
 OEK  plan-2  C30  0.020
 OEK  plan-2  C31  0.020
 OEK  plan-2  C33  0.020
 OEK  plan-2  C34  0.020
 OEK  plan-2  C35  0.020
 OEK  plan-2  C36  0.020
 OEK  plan-2  C37  0.020
 OEK  plan-2  C7   0.020
 OEK  plan-2  C8   0.020
 OEK  plan-2  C9   0.020
 OEK  plan-2  N2   0.020
 OEK  plan-2  H2   0.020
 OEK  plan-2  H37  0.020
 OEK  plan-2  H38  0.020
 OEK  plan-2  H42  0.020
 OEK  plan-2  H49  0.020
 OEK  plan-2  H50  0.020
 OEK  plan-3  N1   0.020
 OEK  plan-3  O2   0.020
 OEK  plan-3  C13  0.020
 OEK  plan-3  C14  0.020
 OEK  plan-3  C15  0.020
 OEK  plan-3  H1   0.020
 OEK  plan-4  N    0.020
 OEK  plan-4  C4   0.020
 OEK  plan-4  C5   0.020
 OEK  plan-4  C6   0.020
 OEK  plan-5  C27  0.020
 OEK  plan-5  C28  0.020
 OEK  plan-5  O3   0.020
 OEK  plan-5  O4   0.020

