# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Mon Jun 29 16:16:01 2020
#   Inital geometry file: a 205 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2CC[N+](C)(C)[C@@H]3Cc4ccc(O)c(Oc5cc6[C@H](Cc7ccc(Oc(c1O)c23)cc7)[NH+](C)CCc6cc5OC)c4
#
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
 TC9  TC9  'None                     '  ligand  87  45  .  2021-08-23  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_TC9
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
 TC9  N1    N  N     1  -0.534  -5.5190   3.1414  -0.6216
 TC9  C2    C  C     0  -0.356  -5.4573   3.1638   0.8708
 TC9  C3    C  C     0  -0.542  -5.4117   1.7652   1.4484
 TC9  C4    C  CR6   0   0.091  -4.5456   0.8175   0.6662
 TC9  C5    C  CR6   0   0.056  -4.1103   1.1345  -0.6098
 TC9  C6    C  CR16  0  -0.137  -4.2973   2.4976  -1.2115
 TC9  C7    C  C1    0  -0.423  -4.2411  -0.4306   1.2121
 TC9  C8    C  C     0   0.352  -3.5324  -1.3747   0.4872
 TC9  C9    C  C     0   0.276  -3.1511  -1.0628  -0.8293
 TC9  C10   C  C1    0  -0.352  -3.4185   0.1791  -1.3533
 TC9  O11   O  O2    0  -0.512  -2.6347  -2.0310  -1.6392
 TC9  C12   C  CR6   0   0.332  -1.4254  -2.6092  -1.3757
 TC9  C13   C  CR6   0   0.268  -1.3698  -4.0002  -1.4883
 TC9  C14   C  CR16  0  -0.366  -0.1296  -4.6145  -1.4081
 TC9  C15   C  CR16  0  -0.340   1.0222  -3.8657  -1.2146
 TC9  C16   C  CR6   0   0.163   0.9755  -2.4853  -1.0527
 TC9  C17   C  CR16  0  -0.391  -0.2799  -1.8742  -1.1327
 TC9  C18   C  CH2   0  -0.602   2.2043  -1.6071  -0.9583
 TC9  C19   C  CR16  0  -0.101   2.9695  -1.4867   0.3873
 TC9  N20   N  N     1  -0.406   3.9784  -2.6283   0.6118
 TC9  C21   C  C     0  -0.352   5.1409  -2.1559   1.4426
 TC9  C22   C  C     0  -0.560   5.9145  -1.0766   0.7311
 TC9  C23   C  CR66  0   0.071   5.0003   0.0838   0.4814
 TC9  C24   C  CR66  0  -0.046   3.6295  -0.1215   0.4793
 TC9  C25   C  CR16  0  -0.444   5.5214   1.3751   0.4202
 TC9  C26   C  CR6   0   0.326   4.6796   2.4694   0.4208
 TC9  C27   C  CR6   0   0.213   3.2951   2.2876   0.5714
 TC9  C28   C  CR6   0   0.271   2.7891   0.9977   0.5922
 TC9  O29   O  O2    0  -0.515   1.4814   0.7500   0.8826
 TC9  C30   C  C     0   0.367   0.4434   1.4764   0.3643
 TC9  C31   C  C1    0  -0.321   0.3652   1.8419  -0.9688
 TC9  C32   C  C1    0  -0.300  -0.7748   2.4949  -1.4224
 TC9  C33   C  C     0   0.131  -1.8251   2.7994  -0.5657
 TC9  C34   C  C1    0  -0.276  -1.7060   2.4399   0.7751
 TC9  C35   C  C1    0  -0.310  -0.5894   1.7740   1.2406
 TC9  C36   C  CH2   0  -0.573  -3.0758   3.4583  -1.0711
 TC9  O37   O  O2    0  -0.455  -3.2042  -2.5985   0.9178
 TC9  C38   C  CH3   0  -0.439  -3.5737  -2.9738   2.2310
 TC9  O39   O  OH1   0  -0.615  -2.5181  -4.6612  -1.7052
 TC9  O40   O  O2    0  -0.488   5.0647   3.7573   0.3709
 TC9  C41   C  CH3   0  -0.435   6.4493   4.0517   0.3494
 TC9  O42   O  OH1   0  -0.615   2.4633   3.3314   0.7339
 TC9  C43   C  CH3   0  -0.543  -6.7742   2.5339  -1.1314
 TC9  C44   C  CH3   0  -0.607   4.5397  -3.2040  -0.6445
 TC9  C45   C  CH3   0  -0.565   3.3046  -3.7155   1.3822
 TC9  H21C  H  H     0   0.306  -4.5773   3.7410   1.1467
 TC9  H22C  H  H     0   0.322  -6.3283   3.7121   1.2232
 TC9  H6    H  HCR6  0   0.323  -4.5176   2.3908  -2.2739
 TC9  H431  H  HCH3  0   0.297  -7.6172   3.0261  -0.6563
 TC9  H432  H  HCH3  0   0.302  -6.8160   2.6824  -2.2060
 TC9  H433  H  HCH3  0   0.293  -6.7897   1.4713  -0.9103
 TC9  H31C  H  H     0   0.298  -5.0596   1.8505   2.4778
 TC9  H32C  H  H     0   0.287  -6.4218   1.3524   1.5153
 TC9  H7    H  H     0   0.285  -4.5920  -0.6531   2.2117
 TC9  H10   H  H     0   0.269  -3.1055   0.3965  -2.3676
 TC9  H361  H  HCH2  0   0.295  -2.8924   3.9074  -2.0470
 TC9  H362  H  HCH2  0   0.280  -3.3347   4.2883  -0.4085
 TC9  H17   H  HCR6  0   0.275  -0.3612  -0.7950  -1.0621
 TC9  H14   H  HCR6  0   0.279  -0.0526  -5.6902  -1.5174
 TC9  H39   H  HOH1  0   0.477  -2.3481  -5.6079  -1.7668
 TC9  H15   H  HCR6  0   0.260   1.9595  -4.4042  -1.2281
 TC9  H181  H  HCH2  0   0.299   2.9032  -1.8505  -1.7585
 TC9  H182  H  HCH2  0   0.305   1.8845  -0.5991  -1.2099
 TC9  H19   H  HCR6  0   0.327   2.2608  -1.5989   1.2087
 TC9  H211  H  H     0   0.315   4.7365  -1.7841   2.3844
 TC9  H212  H  H     0   0.315   5.7545  -3.0305   1.6538
 TC9  H441  H  HCH3  0   0.309   4.9161  -2.4219  -1.2946
 TC9  H442  H  HCH3  0   0.315   5.3515  -3.8753  -0.3758
 TC9  H443  H  HCH3  0   0.312   3.7886  -3.7711  -1.1781
 TC9  H451  H  HCH3  0   0.299   2.3852  -4.0081   0.8876
 TC9  H452  H  HCH3  0   0.298   3.9737  -4.5693   1.4460
 TC9  H453  H  HCH3  0   0.302   3.0741  -3.3488   2.3785
 TC9  H221  H  H     0   0.302   6.7207  -0.7648   1.3972
 TC9  H222  H  H     0   0.285   6.4063  -1.4477  -0.1706
 TC9  H25   H  HCR6  0   0.288   6.5962   1.4998   0.4111
 TC9  H42   H  HOH1  0   0.479   2.9676   4.1552   0.7338
 TC9  H31   H  H     0   0.278   1.1734   1.6272  -1.6583
 TC9  H35   H  H     0   0.267  -0.5108   1.4933   2.2829
 TC9  H32   H  H     0   0.259  -0.8424   2.7640  -2.4696
 TC9  H34   H  H     0   0.255  -2.4911   2.6809   1.4818
 TC9  H381  H  HCH3  0   0.232  -3.1269  -2.3166   2.9812
 TC9  H382  H  HCH3  0   0.233  -4.6586  -2.9760   2.3625
 TC9  H383  H  HCH3  0   0.265  -3.1992  -3.9832   2.3786
 TC9  H411  H  HCH3  0   0.235   6.9541   3.6785   1.2437
 TC9  H412  H  HCH3  0   0.235   6.9356   3.6350  -0.5357
 TC9  H413  H  HCH3  0   0.267   6.5338   5.1345   0.3212
 TC9  H1    H  H     0   0.479  -5.5243   4.1145  -0.9304

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
 TC9  N1   C2    single    1.494  0.020  1.494
 TC9  N1   C6    single    1.502  0.020  1.502
 TC9  N1   C43   single    1.485  0.020  1.485
 TC9  C2   C3    single    1.514  0.020  1.514
 TC9  C3   C4    single    1.503  0.020  1.503
 TC9  C4   C5    single    1.385  0.020  1.385
 TC9  C4   C7    aromatic  1.396  0.020  1.396
 TC9  C5   C6    single    1.502  0.020  1.502
 TC9  C5   C10   aromatic  1.394  0.020  1.394
 TC9  C6   C36   single    1.560  0.020  1.560
 TC9  C7   C8    aromatic  1.385  0.020  1.385
 TC9  C8   C9    single    1.406  0.020  1.406
 TC9  C8   O37   single    1.338  0.020  1.338
 TC9  C9   C10   aromatic  1.374  0.020  1.374
 TC9  C9   O11   single    1.364  0.020  1.364
 TC9  O11  C12   single    1.366  0.020  1.366
 TC9  C12  C13   single    1.397  0.020  1.397
 TC9  C12  C17   aromatic  1.383  0.020  1.383
 TC9  C13  C14   aromatic  1.386  0.020  1.386
 TC9  C13  O39   single    1.343  0.020  1.343
 TC9  C14  C15   aromatic  1.387  0.020  1.387
 TC9  C15  C16   single    1.391  0.020  1.391
 TC9  C16  C17   aromatic  1.399  0.020  1.399
 TC9  C16  C18   single    1.513  0.020  1.513
 TC9  C18  C19   single    1.553  0.020  1.553
 TC9  C19  N20   single    1.540  0.020  1.540
 TC9  C19  C24   single    1.519  0.020  1.519
 TC9  N20  C21   single    1.505  0.020  1.505
 TC9  N20  C44   single    1.492  0.020  1.492
 TC9  N20  C45   single    1.493  0.020  1.493
 TC9  C21  C22   single    1.507  0.020  1.507
 TC9  C22  C23   single    1.498  0.020  1.498
 TC9  C23  C24   single    1.386  0.020  1.386
 TC9  C23  C25   aromatic  1.394  0.020  1.394
 TC9  C24  C28   aromatic  1.404  0.020  1.404
 TC9  C25  C26   aromatic  1.381  0.020  1.381
 TC9  C26  C27   aromatic  1.405  0.020  1.405
 TC9  C26  O40   single    1.345  0.020  1.345
 TC9  C27  C28   single    1.386  0.020  1.386
 TC9  C27  O42   single    1.345  0.020  1.345
 TC9  C28  O29   single    1.362  0.020  1.362
 TC9  O29  C30   single    1.369  0.020  1.369
 TC9  C30  C31   aromatic  1.385  0.020  1.385
 TC9  C30  C35   aromatic  1.387  0.020  1.387
 TC9  C31  C32   aromatic  1.390  0.020  1.390
 TC9  C32  C33   aromatic  1.389  0.020  1.389
 TC9  C33  C34   aromatic  1.393  0.020  1.393
 TC9  C33  C36   single    1.501  0.020  1.501
 TC9  C34  C35   aromatic  1.381  0.020  1.381
 TC9  O37  C38   single    1.415  0.020  1.415
 TC9  O40  C41   single    1.416  0.020  1.416
 TC9  N1   H1    single    0.890  0.020  1.040
 TC9  C2   H21C  single    0.970  0.020  1.090
 TC9  C2   H22C  single    0.970  0.020  1.090
 TC9  C6   H6    single    0.970  0.020  1.090
 TC9  C43  H431  single    0.970  0.020  1.090
 TC9  C43  H432  single    0.970  0.020  1.090
 TC9  C43  H433  single    0.970  0.020  1.090
 TC9  C3   H31C  single    0.970  0.020  1.090
 TC9  C3   H32C  single    0.970  0.020  1.090
 TC9  C7   H7    single    0.930  0.020  1.080
 TC9  C10  H10   single    0.930  0.020  1.080
 TC9  C36  H361  single    0.970  0.020  1.090
 TC9  C36  H362  single    0.970  0.020  1.090
 TC9  C17  H17   single    0.930  0.020  1.080
 TC9  C14  H14   single    0.930  0.020  1.080
 TC9  O39  H39   single    0.850  0.020  0.980
 TC9  C15  H15   single    0.930  0.020  1.080
 TC9  C18  H181  single    0.970  0.020  1.090
 TC9  C18  H182  single    0.970  0.020  1.090
 TC9  C19  H19   single    0.970  0.020  1.090
 TC9  C21  H211  single    0.970  0.020  1.090
 TC9  C21  H212  single    0.970  0.020  1.090
 TC9  C44  H441  single    0.970  0.020  1.090
 TC9  C44  H442  single    0.970  0.020  1.090
 TC9  C44  H443  single    0.970  0.020  1.090
 TC9  C45  H451  single    0.970  0.020  1.090
 TC9  C45  H452  single    0.970  0.020  1.090
 TC9  C45  H453  single    0.970  0.020  1.090
 TC9  C22  H221  single    0.970  0.020  1.090
 TC9  C22  H222  single    0.970  0.020  1.090
 TC9  C25  H25   single    0.930  0.020  1.080
 TC9  O42  H42   single    0.850  0.020  0.980
 TC9  C31  H31   single    0.930  0.020  1.080
 TC9  C35  H35   single    0.930  0.020  1.080
 TC9  C32  H32   single    0.930  0.020  1.080
 TC9  C34  H34   single    0.930  0.020  1.080
 TC9  C38  H381  single    0.970  0.020  1.090
 TC9  C38  H382  single    0.970  0.020  1.090
 TC9  C38  H383  single    0.970  0.020  1.090
 TC9  C41  H411  single    0.970  0.020  1.090
 TC9  C41  H412  single    0.970  0.020  1.090
 TC9  C41  H413  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
 TC9  H1    N1   C43   106.37  3.000
 TC9  H1    N1   C6    107.10  3.000
 TC9  C43   N1   C6    112.18  3.000
 TC9  H1    N1   C2    106.75  3.000
 TC9  C43   N1   C2    112.59  3.000
 TC9  C6    N1   C2    111.42  3.000
 TC9  H22C  C2   H21C  107.34  3.000
 TC9  H22C  C2   C3    111.48  3.000
 TC9  H21C  C2   C3    111.66  3.000
 TC9  H22C  C2   N1    107.34  3.000
 TC9  H21C  C2   N1    107.14  3.000
 TC9  C3    C2   N1    111.63  3.000
 TC9  H32C  C3   H31C  105.66  3.000
 TC9  H32C  C3   C4    109.03  3.000
 TC9  H31C  C3   C4    110.75  3.000
 TC9  H32C  C3   C2    110.14  3.000
 TC9  H31C  C3   C2    107.30  3.000
 TC9  C4    C3   C2    113.65  3.000
 TC9  C7    C4   C5    119.76  3.000
 TC9  C7    C4   C3    119.06  3.000
 TC9  C5    C4   C3    121.08  3.000
 TC9  C10   C5   C6    118.04  3.000
 TC9  C10   C5   C4    119.37  3.000
 TC9  C6    C5   C4    122.53  3.000
 TC9  H6    C6   C36   107.83  3.000
 TC9  H6    C6   C5    109.07  3.000
 TC9  C36   C6   C5    115.17  3.000
 TC9  H6    C6   N1    105.10  3.000
 TC9  C36   C6   N1    109.73  3.000
 TC9  C5    C6   N1    109.46  3.000
 TC9  H7    C7   C8    120.59  3.000
 TC9  H7    C7   C4    118.31  3.000
 TC9  C8    C7   C4    121.09  3.000
 TC9  O37   C8   C9    115.96  3.000
 TC9  O37   C8   C7    125.48  3.000
 TC9  C9    C8   C7    118.53  3.000
 TC9  O11   C9   C10   119.26  3.000
 TC9  O11   C9   C8    120.09  3.000
 TC9  C10   C9   C8    120.33  3.000
 TC9  H10   C10  C9    118.82  3.000
 TC9  H10   C10  C5    120.33  3.000
 TC9  C9    C10  C5    120.83  3.000
 TC9  C12   O11  C9    121.41  3.000
 TC9  C17   C12  C13   120.71  3.000
 TC9  C17   C12  O11   122.84  3.000
 TC9  C13   C12  O11   116.18  3.000
 TC9  O39   C13  C14   123.81  3.000
 TC9  O39   C13  C12   117.99  3.000
 TC9  C14   C13  C12   118.18  3.000
 TC9  H14   C14  C15   119.38  3.000
 TC9  H14   C14  C13   119.83  3.000
 TC9  C15   C14  C13   120.77  3.000
 TC9  H15   C15  C16   121.67  3.000
 TC9  H15   C15  C14   116.69  3.000
 TC9  C16   C15  C14   121.61  3.000
 TC9  C18   C16  C17   118.61  3.000
 TC9  C18   C16  C15   123.79  3.000
 TC9  C17   C16  C15   117.21  3.000
 TC9  H17   C17  C16   119.89  3.000
 TC9  H17   C17  C12   118.57  3.000
 TC9  C16   C17  C12   121.44  3.000
 TC9  H182  C18  H181  103.05  3.000
 TC9  H182  C18  C19   105.89  3.000
 TC9  H181  C18  C19   109.73  3.000
 TC9  H182  C18  C16   106.55  3.000
 TC9  H181  C18  C16   110.20  3.000
 TC9  C19   C18  C16   119.95  3.000
 TC9  H19   C19  C24   109.22  3.000
 TC9  H19   C19  N20   103.87  3.000
 TC9  C24   C19  N20   111.88  3.000
 TC9  H19   C19  C18   108.94  3.000
 TC9  C24   C19  C18   109.65  3.000
 TC9  N20   C19  C18   113.06  3.000
 TC9  C45   N20  C44   108.86  3.000
 TC9  C45   N20  C21   106.99  3.000
 TC9  C44   N20  C21   107.18  3.000
 TC9  C45   N20  C19   108.63  3.000
 TC9  C44   N20  C19   114.20  3.000
 TC9  C21   N20  C19   110.72  3.000
 TC9  H212  C21  H211  108.38  3.000
 TC9  H212  C21  C22   112.19  3.000
 TC9  H211  C21  C22   110.74  3.000
 TC9  H212  C21  N20   106.87  3.000
 TC9  H211  C21  N20   107.30  3.000
 TC9  C22   C21  N20   111.15  3.000
 TC9  H222  C22  H221  105.57  3.000
 TC9  H222  C22  C23   113.60  3.000
 TC9  H221  C22  C23   109.34  3.000
 TC9  H222  C22  C21   112.19  3.000
 TC9  H221  C22  C21   107.20  3.000
 TC9  C23   C22  C21   108.68  3.000
 TC9  C25   C23  C24   120.46  3.000
 TC9  C25   C23  C22   119.78  3.000
 TC9  C24   C23  C22   119.28  3.000
 TC9  C28   C24  C23   118.28  3.000
 TC9  C28   C24  C19   117.46  3.000
 TC9  C23   C24  C19   124.25  3.000
 TC9  H25   C25  C26   120.95  3.000
 TC9  H25   C25  C23   118.59  3.000
 TC9  C26   C25  C23   120.42  3.000
 TC9  O40   C26  C27   114.21  3.000
 TC9  O40   C26  C25   125.76  3.000
 TC9  C27   C26  C25   119.90  3.000
 TC9  O42   C27  C28   119.67  3.000
 TC9  O42   C27  C26   121.49  3.000
 TC9  C28   C27  C26   118.82  3.000
 TC9  O29   C28  C27   121.53  3.000
 TC9  O29   C28  C24   116.54  3.000
 TC9  C27   C28  C24   121.48  3.000
 TC9  C30   O29  C28   123.42  3.000
 TC9  C35   C30  C31   120.64  3.000
 TC9  C35   C30  O29   116.06  3.000
 TC9  C31   C30  O29   123.20  3.000
 TC9  H31   C31  C32   119.80  3.000
 TC9  H31   C31  C30   121.21  3.000
 TC9  C32   C31  C30   118.99  3.000
 TC9  H32   C32  C33   119.64  3.000
 TC9  H32   C32  C31   118.91  3.000
 TC9  C33   C32  C31   121.45  3.000
 TC9  C36   C33  C34   120.56  3.000
 TC9  C36   C33  C32   121.23  3.000
 TC9  C34   C33  C32   118.18  3.000
 TC9  H34   C34  C35   118.25  3.000
 TC9  H34   C34  C33   120.56  3.000
 TC9  C35   C34  C33   121.20  3.000
 TC9  H35   C35  C34   120.56  3.000
 TC9  H35   C35  C30   119.92  3.000
 TC9  C34   C35  C30   119.52  3.000
 TC9  H362  C36  H361  105.65  3.000
 TC9  H362  C36  C33   109.05  3.000
 TC9  H361  C36  C33   110.01  3.000
 TC9  H362  C36  C6    109.67  3.000
 TC9  H361  C36  C6    107.75  3.000
 TC9  C33   C36  C6    114.35  3.000
 TC9  C38   O37  C8    118.50  3.000
 TC9  H383  C38  H382  108.90  3.000
 TC9  H383  C38  H381  108.94  3.000
 TC9  H382  C38  H381  108.93  3.000
 TC9  H383  C38  O37   106.40  3.000
 TC9  H382  C38  O37   111.80  3.000
 TC9  H381  C38  O37   111.77  3.000
 TC9  H39   O39  C13   110.06  3.000
 TC9  C41   O40  C26   118.66  3.000
 TC9  H413  C41  H412  108.93  3.000
 TC9  H413  C41  H411  109.01  3.000
 TC9  H412  C41  H411  109.10  3.000
 TC9  H413  C41  O40   106.48  3.000
 TC9  H412  C41  O40   111.61  3.000
 TC9  H411  C41  O40   111.62  3.000
 TC9  H42   O42  C27   109.82  3.000
 TC9  H433  C43  H432  109.57  3.000
 TC9  H433  C43  H431  110.10  3.000
 TC9  H432  C43  H431  109.95  3.000
 TC9  H433  C43  N1    110.04  3.000
 TC9  H432  C43  N1    108.45  3.000
 TC9  H431  C43  N1    108.70  3.000
 TC9  H443  C44  H442  108.46  3.000
 TC9  H443  C44  H441  108.87  3.000
 TC9  H442  C44  H441  109.53  3.000
 TC9  H443  C44  N20   110.89  3.000
 TC9  H442  C44  N20   108.13  3.000
 TC9  H441  C44  N20   110.92  3.000
 TC9  H453  C45  H452  110.01  3.000
 TC9  H453  C45  H451  109.24  3.000
 TC9  H452  C45  H451  109.69  3.000
 TC9  H453  C45  N20   108.85  3.000
 TC9  H452  C45  N20   108.94  3.000
 TC9  H451  C45  N20   110.10  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
 TC9  CONST_01  C9    C10  C5   C4     0.00   0.0  0
 TC9  CONST_02  C9    C8   C7   C4     0.00   0.0  0
 TC9  CONST_03  C8    C7   C4   C5     0.00   0.0  0
 TC9  CONST_04  C8    C9   C10  C5     0.00   0.0  0
 TC9  CONST_05  C10   C5   C4   C7     0.00   0.0  0
 TC9  CONST_06  C10   C9   C8   C7     0.00   0.0  0
 TC9  CONST_07  C15   C14  C13  C12    0.00   0.0  0
 TC9  CONST_08  C15   C16  C17  C12    0.00   0.0  0
 TC9  CONST_09  C16   C17  C12  C13    0.00   0.0  0
 TC9  CONST_10  C16   C15  C14  C13    0.00   0.0  0
 TC9  CONST_11  C17   C12  C13  C14    0.00   0.0  0
 TC9  CONST_12  C17   C16  C15  C14    0.00   0.0  0
 TC9  CONST_13  C27   C28  C24  C23    0.00   0.0  0
 TC9  CONST_14  C27   C26  C25  C23    0.00   0.0  0
 TC9  CONST_15  C26   C25  C23  C24    0.00   0.0  0
 TC9  CONST_16  C26   C27  C28  C24    0.00   0.0  0
 TC9  CONST_17  C28   C24  C23  C25    0.00   0.0  0
 TC9  CONST_18  C28   C27  C26  C25    0.00   0.0  0
 TC9  CONST_19  C33   C32  C31  C30    0.00   0.0  0
 TC9  CONST_20  C33   C34  C35  C30    0.00   0.0  0
 TC9  CONST_21  C34   C35  C30  C31    0.00   0.0  0
 TC9  CONST_22  C34   C33  C32  C31    0.00   0.0  0
 TC9  CONST_23  C35   C30  C31  C32    0.00   0.0  0
 TC9  CONST_24  C35   C34  C33  C32    0.00   0.0  0
 TC9  CONST_25  O37   C8   C7   C4   180.00   0.0  0
 TC9  CONST_26  O37   C8   C9   C10  180.00   0.0  0
 TC9  CONST_27  O37   C8   C9   O11    0.00   0.0  0
 TC9  CONST_28  O39   C13  C12  O11    0.00   0.0  0
 TC9  CONST_29  O39   C13  C14  C15  180.00   0.0  0
 TC9  CONST_30  O39   C13  C12  C17  180.00   0.0  0
 TC9  CONST_31  O40   C26  C25  C23  180.00   0.0  0
 TC9  CONST_32  O42   C27  C28  C24  180.00   0.0  0
 TC9  CONST_33  O42   C27  C26  C25  180.00   0.0  0
 TC9  CONST_34  O40   C26  C27  C28  180.00   0.0  0
 TC9  CONST_35  O42   C27  C28  O29    0.00   0.0  0
 TC9  CONST_36  H7    C7   C4   C3     0.00   0.0  0
 TC9  CONST_37  H10   C10  C5   C4   180.00   0.0  0
 TC9  CONST_38  H17   C17  C12  O11    0.00   0.0  0
 TC9  CONST_39  H14   C14  C13  C12  180.00   0.0  0
 TC9  CONST_40  H15   C15  C14  C13  180.00   0.0  0
 TC9  CONST_41  H25   C25  C23  C22    0.00   0.0  0
 TC9  CONST_42  H31   C31  C30  O29    0.00   0.0  0
 TC9  CONST_43  H35   C35  C30  O29    0.00   0.0  0
 TC9  CONST_44  H32   C32  C31  C30  180.00   0.0  0
 TC9  CONST_45  H34   C34  C35  C30  180.00   0.0  0
 TC9  Var_01    C4    C3   C2   N1    39.89  30.0  1
 TC9  Var_02    C5    C4   C3   C2   -14.19  30.0  1
 TC9  Var_03    C32   C33  C36  C6   103.94  30.0  1
 TC9  Var_04    C13   C12  O11  C9   134.84  30.0  1
 TC9  Var_05    C19   C18  C16  C15  -80.71  30.0  1
 TC9  Var_06    C22   C21  N20  C19  -63.35  30.0  1
 TC9  Var_07    C23   C22  C21  N20   60.44  30.0  1
 TC9  Var_08    C24   C23  C22  C21  -21.31  30.0  1
 TC9  Var_09    C31   C30  O29  C28   44.21  30.0  1
 TC9  Var_10    H441  C44  N20  C19   50.58  30.0  3
 TC9  Var_11    H451  C45  N20  C19   53.30  30.0  3
 TC9  Var_12    H381  C38  O37  C8   -60.18  30.0  3
 TC9  Var_13    H411  C41  O40  C26  -60.49  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
 TC9  chir_01  N1   C2   C6   C43  negativ
 TC9  chir_02  C6   N1   C36  C5   negativ
 TC9  chir_03  C19  C18  N20  C24  negativ

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
 TC9  plan-1  O11  0.020
 TC9  plan-1  C12  0.020
 TC9  plan-1  C13  0.020
 TC9  plan-1  C14  0.020
 TC9  plan-1  C15  0.020
 TC9  plan-1  C16  0.020
 TC9  plan-1  C17  0.020
 TC9  plan-1  C18  0.020
 TC9  plan-1  O39  0.020
 TC9  plan-1  H17  0.020
 TC9  plan-1  H14  0.020
 TC9  plan-1  H15  0.020
 TC9  plan-2  C3   0.020
 TC9  plan-2  C4   0.020
 TC9  plan-2  C5   0.020
 TC9  plan-2  C6   0.020
 TC9  plan-2  C7   0.020
 TC9  plan-2  C8   0.020
 TC9  plan-2  C9   0.020
 TC9  plan-2  C10  0.020
 TC9  plan-2  O11  0.020
 TC9  plan-2  O37  0.020
 TC9  plan-2  H7   0.020
 TC9  plan-2  H10  0.020
 TC9  plan-3  C19  0.020
 TC9  plan-3  C22  0.020
 TC9  plan-3  C23  0.020
 TC9  plan-3  C24  0.020
 TC9  plan-3  C25  0.020
 TC9  plan-3  C26  0.020
 TC9  plan-3  C27  0.020
 TC9  plan-3  C28  0.020
 TC9  plan-3  O29  0.020
 TC9  plan-3  O40  0.020
 TC9  plan-3  O42  0.020
 TC9  plan-3  H25  0.020
 TC9  plan-4  O29  0.020
 TC9  plan-4  C30  0.020
 TC9  plan-4  C31  0.020
 TC9  plan-4  C32  0.020
 TC9  plan-4  C33  0.020
 TC9  plan-4  C34  0.020
 TC9  plan-4  C35  0.020
 TC9  plan-4  C36  0.020
 TC9  plan-4  H31  0.020
 TC9  plan-4  H35  0.020
 TC9  plan-4  H32  0.020
 TC9  plan-4  H34  0.020

