# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun Jun 14 00:02:43 2020
#   Inital geometry file: a 182 line input string
#   Ligand name: (1~{R},9~{S})-11-[(2~{R})-3-[2,4-bis(2-methylbutan-2-yl)phenoxy]-2-oxidanyl-propyl]-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4-dien-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(C)(C)c1ccc(OC[C@H](O)CN2C[C@@H]3C[C@H](C2)C4=CC=CC(=O)N4C3)c(c1)C(C)(C)CC
#
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
 8K9  8K9  (1~{R},9~{S})-11-[(2~{R})-3-[2,4-bis(2-methylbutan-2-yl)phenoxy]-2-oxidanyl-propyl]-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4-dien-6-one  ligand  79  35  .  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_8K9
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
 8K9  C1   C  CT    0  -0.152  -6.7983   0.5926   0.3740
 8K9  C2   C  CH3   0  -0.648  -7.1224  -0.4163   1.4849
 8K9  C3   C  CH2   0  -0.421  -7.2790   1.9919   0.7990
 8K9  C4   C  CH3   0  -0.675  -8.7709   2.1272   1.0778
 8K9  C5   C  CR6   0   0.224  -5.2891   0.5888   0.1210
 8K9  C6   C  CR16  0  -0.392  -4.6547  -0.6071  -0.2374
 8K9  C7   C  CR6   0   0.105  -3.2981  -0.7365  -0.4988
 8K9  C8   C  CT    0  -0.141  -2.6887  -2.0905  -0.8768
 8K9  C9   C  CH3   0  -0.682  -3.7454  -3.2022  -0.8899
 8K9  C24  C  CR6   0   0.549   5.0157  -1.5090   1.6073
 8K9  N1   N  NR6   0  -0.564   5.1991  -0.4447   0.7170
 8K9  C19  C  CH2   0  -0.280   5.5824   0.8247   1.3562
 8K9  C23  C  CR16  0  -0.463   4.6377  -2.7576   1.0168
 8K9  C22  C  CR16  0  -0.108   4.5177  -2.8912  -0.3303
 8K9  C21  C  CR16  0  -0.423   4.7576  -1.7933  -1.1752
 8K9  C20  C  CR6   0   0.454   5.0863  -0.5843  -0.6338
 8K9  C26  C  CH1   0  -0.367   5.2856   0.6119  -1.5224
 8K9  C25  C  CH2   0  -0.444   6.2569   1.6040  -0.9039
 8K9  C18  C  CH1   0  -0.304   5.6423   2.0237   0.4206
 8K9  C17  C  CH2   0  -0.277   4.2752   2.6583   0.1879
 8K9  C27  C  CH2   0  -0.270   3.9343   1.2966  -1.7511
 8K9  C16  C  CH2   0  -0.299   2.0124   2.1966  -0.5736
 8K9  C15  C  CH1   0   0.003   1.0681   0.9940  -0.6609
 8K9  O2   O  OH1   0  -0.674   1.4353   0.0335   0.2974
 8K9  C14  C  CH2   0  -0.174  -0.3558   1.4398  -0.4207
 8K9  C13  C  CR6   0   0.331  -2.5218   0.4378  -0.3956
 8K9  C12  C  CH3   0  -0.643  -2.1112  -2.0316  -2.3008
 8K9  C10  C  CH2   0  -0.408  -1.5767  -2.5070   0.1138
 8K9  C11  C  CH3   0  -0.668  -1.9832  -2.4887   1.5811
 8K9  C28  C  CR16  0  -0.364  -3.1194   1.6393  -0.0414
 8K9  C29  C  CR16  0  -0.363  -4.4852   1.7118   0.2146
 8K9  C    C  CH3   0  -0.645  -7.5110   0.1790  -0.9217
 8K9  H1   H  HCH3  0   0.230  -6.7726  -1.4197   1.2404
 8K9  H2   H  HCH3  0   0.225  -6.6561  -0.1216   2.4272
 8K9  H3   H  HCH3  0   0.229  -8.1977  -0.4888   1.6520
 8K9  H4   H  HCH2  0   0.222  -6.7313   2.2980   1.6961
 8K9  H5   H  HCH2  0   0.222  -7.0141   2.7110   0.0174
 8K9  H6   H  HCH3  0   0.223  -9.1033   1.4860   1.8946
 8K9  H7   H  HCH3  0   0.233  -9.0024   3.1545   1.3614
 8K9  H8   H  HCH3  0   0.223  -9.3775   1.8904   0.2034
 8K9  H9   H  HCR6  0   0.240  -5.2691  -1.4929  -0.3083
 8K9  H10  H  HCH3  0   0.231  -4.2237  -3.3535   0.0787
 8K9  H11  H  HCH3  0   0.230  -4.5294  -3.0133  -1.6254
 8K9  H12  H  HCH3  0   0.237  -3.2665  -4.1434  -1.1642
 8K9  H13  H  HCH2  0   0.262   4.8802   1.0169   2.1669
 8K9  H14  H  HCH2  0   0.267   6.5631   0.6778   1.8126
 8K9  H15  H  HCR6  0   0.264   4.4643  -3.5876   1.6879
 8K9  H17  H  HCR6  0   0.270   4.2403  -3.8463  -0.7580
 8K9  H18  H  HCR6  0   0.265   4.6783  -1.8866  -2.2488
 8K9  H20  H  HCH1  0   0.283   5.6534   0.2548  -2.4858
 8K9  H21  H  HCH2  0   0.256   7.2439   1.1574  -0.7609
 8K9  H22  H  HCH2  0   0.255   6.3820   2.4629  -1.5672
 8K9  H23  H  HCH1  0   0.273   6.2695   2.7691   0.9147
 8K9  H24  H  HCH2  0   0.250   3.8312   2.9380   1.1461
 8K9  H25  H  HCH2  0   0.217   4.4076   3.5897  -0.3875
 8K9  H26  H  HCH2  0   0.229   4.0772   2.1380  -2.4492
 8K9  H27  H  HCH2  0   0.260   3.2457   0.6003  -2.2338
 8K9  H29  H  HCH2  0   0.243   1.7902   2.7577   0.3389
 8K9  H30  H  HCH2  0   0.226   1.8462   2.8787  -1.4193
 8K9  H31  H  HCH1  0   0.207   1.1201   0.5694  -1.6758
 8K9  H32  H  HOH1  0   0.441   2.3944   0.1451   0.3990
 8K9  H33  H  HCH2  0   0.221  -0.4635   1.8055   0.6082
 8K9  H34  H  HCH2  0   0.221  -0.5964   2.2680  -1.0987
 8K9  H35  H  HCH3  0   0.218  -1.6988  -3.0055  -2.5758
 8K9  H36  H  HCH3  0   0.220  -2.8947  -1.7930  -3.0235
 8K9  H37  H  HCH3  0   0.240  -1.3175  -1.2954  -2.4069
 8K9  H38  H  HCH2  0   0.209  -1.2618  -3.5196  -0.1601
 8K9  H39  H  HCH2  0   0.248  -0.7014  -1.8718  -0.0122
 8K9  H40  H  HCH3  0   0.225  -1.1558  -2.8212   2.2098
 8K9  H41  H  HCH3  0   0.220  -2.2595  -1.4850   1.9071
 8K9  H42  H  HCH3  0   0.215  -2.8298  -3.1452   1.7871
 8K9  H43  H  HCR6  0   0.270  -2.5346   2.5459   0.0398
 8K9  H44  H  HCR6  0   0.246  -4.8899   2.6760   0.4881
 8K9  H45  H  HCH3  0   0.225  -7.3498   0.9193  -1.7083
 8K9  H46  H  HCH3  0   0.229  -7.1522  -0.7823  -1.2917
 8K9  H47  H  HCH3  0   0.227  -8.5869   0.0804  -0.7706
 8K9  O    O  O2    0  -0.469  -1.2015   0.3362  -0.6533
 8K9  N    N  NT    0  -0.463   3.3825   1.7328  -0.4834
 8K9  O1   O  O     0  -0.527   5.1779  -1.3305   2.8142

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
 8K9  C23  C22  double    1.359  0.020  1.359
 8K9  C23  C24  single    1.432  0.020  1.432
 8K9  O1   C24  double    1.231  0.020  1.231
 8K9  C22  C21  single    1.406  0.020  1.406
 8K9  C24  N1   single    1.400  0.020  1.400
 8K9  C21  C20  double    1.365  0.020  1.365
 8K9  N1   C20  single    1.363  0.020  1.363
 8K9  N1   C19  single    1.472  0.020  1.472
 8K9  C20  C26  single    1.503  0.020  1.503
 8K9  C19  C18  single    1.522  0.020  1.522
 8K9  C25  C26  single    1.520  0.020  1.520
 8K9  C25  C18  single    1.519  0.020  1.519
 8K9  C26  C27  single    1.532  0.020  1.532
 8K9  C18  C17  single    1.525  0.020  1.525
 8K9  C27  N    single    1.450  0.020  1.450
 8K9  C17  N    single    1.451  0.020  1.451
 8K9  N    C16  single    1.449  0.020  1.449
 8K9  O2   C15  single    1.406  0.020  1.406
 8K9  C16  C15  single    1.532  0.020  1.532
 8K9  C15  C14  single    1.511  0.020  1.511
 8K9  C14  O    single    1.410  0.020  1.410
 8K9  C12  C8   single    1.538  0.020  1.538
 8K9  O    C13  single    1.349  0.020  1.349
 8K9  C11  C10  single    1.523  0.020  1.523
 8K9  C8   C10  single    1.546  0.020  1.546
 8K9  C8   C7   single    1.532  0.020  1.532
 8K9  C8   C9   single    1.534  0.020  1.534
 8K9  C13  C7   aromatic  1.411  0.020  1.411
 8K9  C13  C28  aromatic  1.388  0.020  1.388
 8K9  C7   C6   aromatic  1.388  0.020  1.388
 8K9  C28  C29  aromatic  1.391  0.020  1.391
 8K9  C6   C5   aromatic  1.400  0.020  1.400
 8K9  C29  C5   aromatic  1.384  0.020  1.384
 8K9  C5   C1   single    1.530  0.020  1.530
 8K9  C2   C1   single    1.535  0.020  1.535
 8K9  C1   C    single    1.536  0.020  1.536
 8K9  C1   C3   single    1.539  0.020  1.539
 8K9  C4   C3   single    1.524  0.020  1.524
 8K9  C2   H1   single    0.970  0.020  1.090
 8K9  C2   H2   single    0.970  0.020  1.090
 8K9  C2   H3   single    0.970  0.020  1.090
 8K9  C3   H4   single    0.970  0.020  1.090
 8K9  C3   H5   single    0.970  0.020  1.090
 8K9  C4   H6   single    0.970  0.020  1.090
 8K9  C4   H7   single    0.970  0.020  1.090
 8K9  C4   H8   single    0.970  0.020  1.090
 8K9  C6   H9   single    0.930  0.020  1.080
 8K9  C9   H10  single    0.970  0.020  1.090
 8K9  C9   H11  single    0.970  0.020  1.090
 8K9  C9   H12  single    0.970  0.020  1.090
 8K9  C19  H13  single    0.970  0.020  1.090
 8K9  C19  H14  single    0.970  0.020  1.090
 8K9  C23  H15  single    0.930  0.020  1.080
 8K9  C22  H17  single    0.930  0.020  1.080
 8K9  C21  H18  single    0.930  0.020  1.080
 8K9  C26  H20  single    0.970  0.020  1.090
 8K9  C25  H21  single    0.970  0.020  1.090
 8K9  C25  H22  single    0.970  0.020  1.090
 8K9  C18  H23  single    0.970  0.020  1.090
 8K9  C17  H24  single    0.970  0.020  1.090
 8K9  C17  H25  single    0.970  0.020  1.090
 8K9  C27  H26  single    0.970  0.020  1.090
 8K9  C27  H27  single    0.970  0.020  1.090
 8K9  C16  H29  single    0.970  0.020  1.090
 8K9  C16  H30  single    0.970  0.020  1.090
 8K9  C15  H31  single    0.970  0.020  1.090
 8K9  O2   H32  single    0.850  0.020  0.980
 8K9  C14  H33  single    0.970  0.020  1.090
 8K9  C14  H34  single    0.970  0.020  1.090
 8K9  C12  H35  single    0.970  0.020  1.090
 8K9  C12  H36  single    0.970  0.020  1.090
 8K9  C12  H37  single    0.970  0.020  1.090
 8K9  C10  H38  single    0.970  0.020  1.090
 8K9  C10  H39  single    0.970  0.020  1.090
 8K9  C11  H40  single    0.970  0.020  1.090
 8K9  C11  H41  single    0.970  0.020  1.090
 8K9  C11  H42  single    0.970  0.020  1.090
 8K9  C28  H43  single    0.930  0.020  1.080
 8K9  C29  H44  single    0.930  0.020  1.080
 8K9  C    H45  single    0.970  0.020  1.090
 8K9  C    H46  single    0.970  0.020  1.090
 8K9  C    H47  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
 8K9  C    C1   C5   108.52  3.000
 8K9  C    C1   C3   109.44  3.000
 8K9  C5   C1   C3   110.85  3.000
 8K9  C3   C1   C2   109.37  3.000
 8K9  C    C1   C2   109.61  3.000
 8K9  C5   C1   C2   109.04  3.000
 8K9  H3   C2   H2   107.87  3.000
 8K9  H3   C2   H1   106.83  3.000
 8K9  H2   C2   H1   107.75  3.000
 8K9  H3   C2   C1   111.27  3.000
 8K9  H2   C2   C1   110.91  3.000
 8K9  H1   C2   C1   112.01  3.000
 8K9  H5   C3   H4   106.29  3.000
 8K9  H5   C3   C4   108.01  3.000
 8K9  H4   C3   C4   108.36  3.000
 8K9  H5   C3   C1   108.94  3.000
 8K9  H4   C3   C1   108.91  3.000
 8K9  C4   C3   C1   115.91  3.000
 8K9  H8   C4   H7   107.16  3.000
 8K9  H8   C4   H6   107.67  3.000
 8K9  H7   C4   H6   107.12  3.000
 8K9  H8   C4   C3   112.25  3.000
 8K9  H7   C4   C3   109.82  3.000
 8K9  H6   C4   C3   112.54  3.000
 8K9  C29  C5   C6   116.56  3.000
 8K9  C29  C5   C1   124.02  3.000
 8K9  C6   C5   C1   119.42  3.000
 8K9  H9   C6   C7   117.85  3.000
 8K9  H9   C6   C5   117.35  3.000
 8K9  C7   C6   C5   124.80  3.000
 8K9  C13  C7   C8   122.31  3.000
 8K9  C13  C7   C6   116.51  3.000
 8K9  C8   C7   C6   121.18  3.000
 8K9  C10  C8   C12  109.48  3.000
 8K9  C10  C8   C9   107.80  3.000
 8K9  C12  C8   C9   106.17  3.000
 8K9  C9   C8   C7   111.63  3.000
 8K9  C10  C8   C7   111.47  3.000
 8K9  C12  C8   C7   110.12  3.000
 8K9  H12  C9   H11  107.17  3.000
 8K9  H12  C9   H10  107.22  3.000
 8K9  H11  C9   H10  107.91  3.000
 8K9  H12  C9   C8   108.97  3.000
 8K9  H11  C9   C8   112.03  3.000
 8K9  H10  C9   C8   113.26  3.000
 8K9  C23  C24  N1   115.80  3.000
 8K9  N1   C24  O1   119.75  3.000
 8K9  C23  C24  O1   124.45  3.000
 8K9  C20  N1   C19  122.71  3.000
 8K9  C19  N1   C24  114.43  3.000
 8K9  C20  N1   C24  122.81  3.000
 8K9  H14  C19  H13  106.96  3.000
 8K9  H14  C19  C18  109.13  3.000
 8K9  H13  C19  C18  110.11  3.000
 8K9  H14  C19  N1   107.43  3.000
 8K9  H13  C19  N1   107.90  3.000
 8K9  C18  C19  N1   115.00  3.000
 8K9  H15  C23  C22  121.71  3.000
 8K9  H15  C23  C24  117.10  3.000
 8K9  C22  C23  C24  121.18  3.000
 8K9  H17  C22  C21  119.68  3.000
 8K9  H17  C22  C23  120.07  3.000
 8K9  C21  C22  C23  120.26  3.000
 8K9  H18  C21  C20  119.23  3.000
 8K9  H18  C21  C22  121.14  3.000
 8K9  C20  C21  C22  119.63  3.000
 8K9  C26  C20  C21  120.15  3.000
 8K9  C26  C20  N1   119.57  3.000
 8K9  C21  C20  N1   120.26  3.000
 8K9  H20  C26  C27  108.16  3.000
 8K9  H20  C26  C25  110.95  3.000
 8K9  C27  C26  C25  109.43  3.000
 8K9  H20  C26  C20  107.82  3.000
 8K9  C27  C26  C20  109.08  3.000
 8K9  C25  C26  C20  111.32  3.000
 8K9  H22  C25  H21  107.30  3.000
 8K9  H22  C25  C18  111.01  3.000
 8K9  H21  C25  C18  111.36  3.000
 8K9  H22  C25  C26  109.84  3.000
 8K9  H21  C25  C26  111.32  3.000
 8K9  C18  C25  C26  106.05  3.000
 8K9  H23  C18  C17  107.44  3.000
 8K9  H23  C18  C25  110.52  3.000
 8K9  C17  C18  C25  110.16  3.000
 8K9  H23  C18  C19  106.38  3.000
 8K9  C17  C18  C19  112.73  3.000
 8K9  C25  C18  C19  109.53  3.000
 8K9  H25  C17  H24  106.87  3.000
 8K9  H25  C17  N    111.79  3.000
 8K9  H24  C17  N    108.61  3.000
 8K9  H25  C17  C18  108.87  3.000
 8K9  H24  C17  C18  109.70  3.000
 8K9  N    C17  C18  110.90  3.000
 8K9  H27  C27  H26  106.77  3.000
 8K9  H27  C27  N    109.79  3.000
 8K9  H26  C27  N    111.92  3.000
 8K9  H27  C27  C26  109.71  3.000
 8K9  H26  C27  C26  108.73  3.000
 8K9  N    C27  C26  109.85  3.000
 8K9  H30  C16  H29  107.03  3.000
 8K9  H30  C16  C15  110.50  3.000
 8K9  H29  C16  C15  108.97  3.000
 8K9  H30  C16  N    112.92  3.000
 8K9  H29  C16  N    107.71  3.000
 8K9  C15  C16  N    109.58  3.000
 8K9  H31  C15  C14  107.75  3.000
 8K9  H31  C15  O2   110.64  3.000
 8K9  C14  C15  O2   109.84  3.000
 8K9  H31  C15  C16  109.03  3.000
 8K9  C14  C15  C16  109.89  3.000
 8K9  O2   C15  C16  109.67  3.000
 8K9  H32  O2   C15  104.53  3.000
 8K9  H34  C14  H33  107.85  3.000
 8K9  H34  C14  O    110.94  3.000
 8K9  H33  C14  O    110.90  3.000
 8K9  H34  C14  C15  109.33  3.000
 8K9  H33  C14  C15  109.87  3.000
 8K9  O    C14  C15  107.94  3.000
 8K9  C28  C13  O    122.37  3.000
 8K9  C28  C13  C7   120.14  3.000
 8K9  O    C13  C7   117.49  3.000
 8K9  H37  C12  H36  108.12  3.000
 8K9  H37  C12  H35  107.65  3.000
 8K9  H36  C12  H35  107.39  3.000
 8K9  H37  C12  C8   112.97  3.000
 8K9  H36  C12  C8   110.59  3.000
 8K9  H35  C12  C8   109.92  3.000
 8K9  H39  C10  H38  106.21  3.000
 8K9  H39  C10  C11  108.61  3.000
 8K9  H38  C10  C11  109.20  3.000
 8K9  H39  C10  C8   110.30  3.000
 8K9  H38  C10  C8   107.19  3.000
 8K9  C11  C10  C8   114.97  3.000
 8K9  H42  C11  H41  107.50  3.000
 8K9  H42  C11  H40  107.23  3.000
 8K9  H41  C11  H40  107.47  3.000
 8K9  H42  C11  C10  112.45  3.000
 8K9  H41  C11  C10  111.51  3.000
 8K9  H40  C11  C10  110.44  3.000
 8K9  H43  C28  C29  118.24  3.000
 8K9  H43  C28  C13  120.79  3.000
 8K9  C29  C28  C13  120.98  3.000
 8K9  H44  C29  C28  117.42  3.000
 8K9  H44  C29  C5   121.56  3.000
 8K9  C28  C29  C5   121.02  3.000
 8K9  H47  C    H46  106.96  3.000
 8K9  H47  C    H45  107.85  3.000
 8K9  H46  C    H45  107.73  3.000
 8K9  H47  C    C1   111.42  3.000
 8K9  H46  C    C1   111.78  3.000
 8K9  H45  C    C1   110.89  3.000
 8K9  C13  O    C14  119.77  3.000
 8K9  C16  N    C27  113.68  3.000
 8K9  C16  N    C17  113.98  3.000
 8K9  C27  N    C17  111.25  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
 8K9  CONST_01  C13  C7   C6   C5      0.00   0.0  0
 8K9  CONST_02  C13  C28  C29  C5      0.00   0.0  0
 8K9  CONST_03  C28  C13  C7   C6      0.00   0.0  0
 8K9  CONST_04  C28  C29  C5   C6      0.00   0.0  0
 8K9  CONST_05  C29  C28  C13  C7      0.00   0.0  0
 8K9  CONST_06  C29  C5   C6   C7      0.00   0.0  0
 8K9  CONST_07  C23  C24  N1   C19   180.00   0.0  0
 8K9  CONST_08  C20  N1   C24  C23     0.00   0.0  0
 8K9  CONST_09  C7   C6   C5   C1    180.00   0.0  0
 8K9  CONST_10  C28  C29  C5   C1    180.00   0.0  0
 8K9  CONST_11  C8   C7   C6   C5    180.00   0.0  0
 8K9  CONST_12  O    C13  C7   C6    180.00   0.0  0
 8K9  CONST_13  C28  C13  C7   C8    180.00   0.0  0
 8K9  CONST_14  C29  C28  C13  O     180.00   0.0  0
 8K9  CONST_15  C20  N1   C24  O1    180.00   0.0  0
 8K9  CONST_16  C19  N1   C24  O1      0.00   0.0  0
 8K9  CONST_17  H43  C28  C29  C5    180.00   0.0  0
 8K9  CONST_18  H44  C29  C5   C6    180.00   0.0  0
 8K9  CONST_19  H9   C6   C7   C13   180.00   0.0  0
 8K9  Var_01    C18  C19  N1   C24  -173.85  30.0  1
 8K9  Var_02    C17  N    C27  C26    59.12  30.0  3
 8K9  Var_03    C27  N    C17  C18   -57.93  30.0  3
 8K9  Var_04    C6   C5   C1   C2     57.65  30.0  3
 8K9  Var_05    C12  C8   C7   C6    116.62  30.0  2
 8K9  Var_06    C15  C16  N    C17  -153.54  30.0  3
 8K9  Var_07    C28  C13  O    C14     7.14  30.0  2
 8K9  Var_08    C5   C1   C3   C4    179.85  30.0  1
 8K9  Var_09    C11  C10  C8   C7     52.89  30.0  3
 8K9  Var_10    H1   C2   C1   C5    -56.94  30.0  3
 8K9  Var_11    H45  C    C1   C5    -64.87  30.0  3
 8K9  Var_12    H35  C12  C8   C7   -178.66  30.0  3
 8K9  Var_13    H10  C9   C8   C7    -60.81  30.0  3
 8K9  Var_14    H33  C14  O    C13    53.93  30.0  1
 8K9  Var_15    H6   C4   C3   C1     61.21  30.0  3
 8K9  Var_16    H40  C11  C10  C8    178.36  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 8K9  chir_01  C26  C20  C25  C27  positiv
 8K9  chir_02  C18  C17  C25  C19  positiv
 8K9  chir_03  C15  O2   C16  C14  positiv

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
 8K9  plan-1  C1   0.020
 8K9  plan-1  C5   0.020
 8K9  plan-1  C6   0.020
 8K9  plan-1  C7   0.020
 8K9  plan-1  C8   0.020
 8K9  plan-1  C13  0.020
 8K9  plan-1  C28  0.020
 8K9  plan-1  C29  0.020
 8K9  plan-1  H9   0.020
 8K9  plan-1  H43  0.020
 8K9  plan-1  H44  0.020
 8K9  plan-1  O    0.020
 8K9  plan-2  C24  0.020
 8K9  plan-2  N1   0.020
 8K9  plan-2  C19  0.020
 8K9  plan-2  C23  0.020
 8K9  plan-2  C22  0.020
 8K9  plan-2  C21  0.020
 8K9  plan-2  C20  0.020
 8K9  plan-2  C26  0.020
 8K9  plan-2  H15  0.020
 8K9  plan-2  H17  0.020
 8K9  plan-2  H18  0.020
 8K9  plan-2  O1   0.020

