# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue Jun 30 01:54:18 2020
#   Inital geometry file: a 195 line input string
#   Ligand name: (9~{S},10~{S},11~{R})-~{N}-[4-[3-(4-fluorophenyl)-5-propan-2-yl-1,2-oxazol-4-yl]pyridin-2-yl]-4-(4-methoxyphenyl)-10,11-bis(oxidanyl)-1,7-diazatricyclo[7.3.0.0^{3,7}]dodeca-3,5-diene-6-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)c2cc(n3C[C@H]4[C@H](O)[C@H](O)CN4Cc23)C(=O)Nc5cc(ccn5)c6c(onc6c7ccc(F)cc7)C(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
 C9Z  C9Z  (9~{S},10~{S},11~{R})-~{N}-[4-[3-(4-fluorophenyl)-5-propan-2-yl-1,2-oxazol-4-yl]pyridin-2-yl]-4-(4-methoxyphenyl)-10,11-bis(oxidanyl)-1,7-diazatricyclo[7.3.0.0^{3,7}]dodeca-3,5-diene-6-carboxamide  ligand  80  46  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_C9Z
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
 C9Z  C13   C  CH1   0  -0.013  -3.3628   4.0804   1.5240
 C9Z  C15   C  C     0   0.524  -0.4221  -0.5880  -0.0178
 C9Z  C20   C  CR16  0  -0.050   3.2485   2.4164  -0.1711
 C9Z  C21   C  CR16  0  -0.388   4.2569   1.5346   0.1677
 C9Z  C22   C  CR6   0   0.113   3.9120   0.2039   0.3998
 C9Z  C24   C  CR5   0  -0.192   4.9210  -0.7843   0.7827
 C9Z  C28   C  CR5   0   0.262   6.2004  -1.0325   0.2011
 C9Z  C01   C  CH1   0   0.036  -4.5149   4.7118   0.7086
 C9Z  C03   C  CH2   0  -0.308  -5.5138   3.5645   0.5717
 C9Z  C05   C  C     0  -0.329  -5.1294   1.1425   0.2463
 C9Z  C06   C  CR56  0   0.335  -4.0020   0.1876   0.0075
 C9Z  C07   C  CR5   0  -0.027  -4.0283  -1.1365  -0.4065
 C9Z  C08   C  CR15  0  -0.378  -2.6885  -1.5646  -0.4513
 C9Z  C09   C  CR5   0   0.199  -1.8855  -0.5080  -0.0835
 C9Z  C11   C  C     0  -0.305  -2.3153   1.8867   0.6662
 C9Z  C12   C  CR16  0  -0.118  -3.5242   2.5778   1.2562
 C9Z  C18   C  CR6   0   0.504   1.6416   0.8050  -0.0492
 C9Z  C23   C  CR16  0  -0.446   2.5809  -0.1740   0.2765
 C9Z  C25   C  CR5   0   0.494   4.8746  -1.6520   1.8322
 C9Z  C29   C  CR6   0   0.017   6.8241  -0.3970  -0.9645
 C9Z  C30   C  CR16  0  -0.265   8.1910  -0.1224  -0.9648
 C9Z  C31   C  CR16  0  -0.399   8.7951   0.4688  -2.0625
 C9Z  C32   C  CR6   0   0.529   8.0136   0.7801  -3.1589
 C9Z  C34   C  CR16  0  -0.397   6.6578   0.5160  -3.1956
 C9Z  C35   C  CR16  0  -0.270   6.0678  -0.0760  -2.0906
 C9Z  C36   C  CH1   0  -0.382   3.8550  -1.9175   2.8856
 C9Z  C37   C  CH3   0  -0.653   3.1125  -3.2289   2.6125
 C9Z  C38   C  CH3   0  -0.650   4.4683  -1.9031   4.2862
 C9Z  C39   C  CR6   0   0.037  -5.2022  -1.9375  -0.7643
 C9Z  C40   C  CR16  0  -0.317  -6.4243  -1.8159  -0.0950
 C9Z  C41   C  CR16  0  -0.325  -7.5191  -2.5843  -0.4428
 C9Z  C42   C  CR6   0   0.366  -7.4266  -3.5195  -1.4746
 C9Z  C44   C  CH3   0  -0.437  -8.4888  -5.2000  -2.7700
 C9Z  C45   C  CR16  0  -0.366  -6.2154  -3.6644  -2.1470
 C9Z  C46   C  CR16  0  -0.311  -5.1285  -2.8779  -1.7900
 C9Z  F33   F  F     0  -0.310   8.5901   1.3592  -4.2209
 C9Z  N04   N  NR6   0  -0.455  -4.6056   2.4778   0.2948
 C9Z  N10   N  N     0  -0.551  -2.7093   0.5614   0.1986
 C9Z  N17   N  NH1   0  -0.743   0.2743   0.5780  -0.1661
 C9Z  N19   N  N     0  -0.455   1.9726   2.0706  -0.2743
 C9Z  N27   N  N     0  -0.170   6.8307  -1.9683   0.8518
 C9Z  O02   O  OH1   0  -0.672  -4.9868   5.8623   1.3507
 C9Z  O14   O  OH1   0  -0.668  -3.5008   4.2967   2.9050
 C9Z  O16   O  O     0  -0.459   0.1232  -1.6705   0.1265
 C9Z  O26   O  O     0  -0.340   6.0103  -2.3475   1.8683
 C9Z  O43   O  O2    0  -0.471  -8.5400  -4.2280  -1.7448
 C9Z  H131  H  HCH1  0   0.232  -2.3945   4.4556   1.1669
 C9Z  H201  H  HCR6  0   0.271   3.4780   3.4583  -0.3619
 C9Z  H211  H  HCR6  0   0.267   5.2774   1.8798   0.2562
 C9Z  H011  H  HCH1  0   0.223  -4.1302   4.9392  -0.2926
 C9Z  H031  H  HCH2  0   0.206  -6.0843   3.4334   1.5058
 C9Z  H032  H  HCH2  0   0.248  -6.2259   3.7014  -0.2447
 C9Z  H052  H  H     0   0.272  -5.8635   1.0477  -0.5583
 C9Z  H051  H  H     0   0.230  -5.6494   0.8764   1.1836
 C9Z  H081  H  HCR5  0   0.255  -2.3358  -2.5458  -0.7285
 C9Z  H112  H  H     0   0.261  -1.9436   2.4797  -0.1747
 C9Z  H111  H  H     0   0.282  -1.5252   1.7912   1.4104
 C9Z  H121  H  HCR6  0   0.248  -3.7886   2.0891   2.2099
 C9Z  H231  H  HCR6  0   0.300   2.2865  -1.2013   0.4112
 C9Z  H301  H  HCR6  0   0.271   8.7907  -0.3590  -0.0960
 C9Z  H311  H  HCR6  0   0.286   9.8544   0.6884  -2.0607
 C9Z  H341  H  HCR6  0   0.287   6.0714   0.7647  -4.0702
 C9Z  H351  H  HCR6  0   0.273   5.0096  -0.2990  -2.1216
 C9Z  H361  H  HCH1  0   0.269   3.1337  -1.0990   2.8220
 C9Z  H373  H  HCH3  0   0.234   3.7857  -4.0855   2.6610
 C9Z  H372  H  HCH3  0   0.245   2.3314  -3.3718   3.3592
 C9Z  H371  H  HCH3  0   0.242   2.6377  -3.2282   1.6308
 C9Z  H381  H  HCH3  0   0.232   5.1792  -2.7176   4.4265
 C9Z  H382  H  HCH3  0   0.242   4.9808  -0.9629   4.4897
 C9Z  H383  H  HCH3  0   0.243   3.6794  -2.0203   5.0289
 C9Z  H401  H  HCR6  0   0.248  -6.5235  -1.1266   0.7336
 C9Z  H411  H  HCR6  0   0.261  -8.4527  -2.4732   0.0948
 C9Z  H441  H  HCH3  0   0.228  -8.2597  -4.7574  -3.7430
 C9Z  H442  H  HCH3  0   0.228  -7.7539  -5.9808  -2.5567
 C9Z  H443  H  HCH3  0   0.260  -9.4758  -5.6534  -2.8165
 C9Z  H451  H  HCR6  0   0.279  -6.0986  -4.3753  -2.9534
 C9Z  H461  H  HCR6  0   0.251  -4.2032  -2.9982  -2.3404
 C9Z  H171  H  HNH1  0   0.417  -0.2253   1.4074  -0.4484
 C9Z  H021  H  HOH1  0   0.462  -5.4942   6.3808   0.7201
 C9Z  H141  H  HOH1  0   0.452  -3.5210   5.2475   3.0568

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
 C9Z  C44  O43   single    1.414  0.020  1.414
 C9Z  F33  C32   single    1.340  0.020  1.340
 C9Z  C34  C32   aromatic  1.382  0.020  1.382
 C9Z  C34  C35   aromatic  1.386  0.020  1.386
 C9Z  C32  C31   aromatic  1.382  0.020  1.382
 C9Z  C41  C40   aromatic  1.382  0.020  1.382
 C9Z  C41  C42   aromatic  1.396  0.020  1.396
 C9Z  O43  C42   single    1.347  0.020  1.347
 C9Z  C35  C29   aromatic  1.394  0.020  1.394
 C9Z  C40  C39   aromatic  1.399  0.020  1.399
 C9Z  C42  C45   aromatic  1.393  0.020  1.393
 C9Z  C31  C30   aromatic  1.385  0.020  1.385
 C9Z  C29  C30   aromatic  1.394  0.020  1.394
 C9Z  C29  C28   single    1.467  0.020  1.467
 C9Z  C39  C07   single    1.465  0.020  1.465
 C9Z  C39  C46   aromatic  1.394  0.020  1.394
 C9Z  C08  C07   aromatic  1.407  0.020  1.407
 C9Z  C08  C09   aromatic  1.377  0.020  1.377
 C9Z  C45  C46   aromatic  1.388  0.020  1.388
 C9Z  N19  C18   aromatic  1.327  0.020  1.327
 C9Z  N19  C20   aromatic  1.326  0.020  1.326
 C9Z  N17  C18   single    1.391  0.020  1.391
 C9Z  N17  C15   single    1.366  0.020  1.366
 C9Z  C07  C06   aromatic  1.388  0.020  1.388
 C9Z  C18  C23   aromatic  1.395  0.020  1.395
 C9Z  C20  C21   aromatic  1.382  0.020  1.382
 C9Z  C09  C15   single    1.467  0.020  1.467
 C9Z  C09  N10   aromatic  1.379  0.020  1.379
 C9Z  C15  O16   double    1.221  0.020  1.221
 C9Z  C28  C24   aromatic  1.427  0.020  1.427
 C9Z  C28  N27   aromatic  1.303  0.020  1.303
 C9Z  C23  C22   aromatic  1.389  0.020  1.389
 C9Z  C21  C22   aromatic  1.394  0.020  1.394
 C9Z  C22  C24   single    1.463  0.020  1.463
 C9Z  C06  N10   aromatic  1.359  0.020  1.359
 C9Z  C06  C05   single    1.497  0.020  1.497
 C9Z  C24  C25   aromatic  1.363  0.020  1.363
 C9Z  N10  C11   single    1.460  0.020  1.460
 C9Z  N27  O26   aromatic  1.360  0.020  1.360
 C9Z  C05  N04   single    1.435  0.020  1.435
 C9Z  C38  C36   single    1.529  0.020  1.529
 C9Z  C11  C12   single    1.512  0.020  1.512
 C9Z  N04  C03   single    1.443  0.020  1.443
 C9Z  N04  C12   single    1.450  0.020  1.450
 C9Z  C25  O26   aromatic  1.332  0.020  1.332
 C9Z  C25  C36   single    1.490  0.020  1.490
 C9Z  C03  C01   single    1.527  0.020  1.527
 C9Z  C12  C13   single    1.535  0.020  1.535
 C9Z  C13  C01   single    1.546  0.020  1.546
 C9Z  C13  O14   single    1.405  0.020  1.405
 C9Z  C36  C37   single    1.532  0.020  1.532
 C9Z  C01  O02   single    1.400  0.020  1.400
 C9Z  C13  H131  single    0.970  0.020  1.090
 C9Z  C20  H201  single    0.930  0.020  1.080
 C9Z  C21  H211  single    0.930  0.020  1.080
 C9Z  C01  H011  single    0.970  0.020  1.090
 C9Z  C03  H031  single    0.970  0.020  1.090
 C9Z  C03  H032  single    0.970  0.020  1.090
 C9Z  C05  H052  single    0.970  0.020  1.090
 C9Z  C05  H051  single    0.970  0.020  1.090
 C9Z  C08  H081  single    0.930  0.020  1.080
 C9Z  C11  H112  single    0.970  0.020  1.090
 C9Z  C11  H111  single    0.970  0.020  1.090
 C9Z  C12  H121  single    0.970  0.020  1.090
 C9Z  C23  H231  single    0.930  0.020  1.080
 C9Z  C30  H301  single    0.930  0.020  1.080
 C9Z  C31  H311  single    0.930  0.020  1.080
 C9Z  C34  H341  single    0.930  0.020  1.080
 C9Z  C35  H351  single    0.930  0.020  1.080
 C9Z  C36  H361  single    0.970  0.020  1.090
 C9Z  C37  H373  single    0.970  0.020  1.090
 C9Z  C37  H372  single    0.970  0.020  1.090
 C9Z  C37  H371  single    0.970  0.020  1.090
 C9Z  C38  H381  single    0.970  0.020  1.090
 C9Z  C38  H382  single    0.970  0.020  1.090
 C9Z  C38  H383  single    0.970  0.020  1.090
 C9Z  C40  H401  single    0.930  0.020  1.080
 C9Z  C41  H411  single    0.930  0.020  1.080
 C9Z  C44  H441  single    0.970  0.020  1.090
 C9Z  C44  H442  single    0.970  0.020  1.090
 C9Z  C44  H443  single    0.970  0.020  1.090
 C9Z  C45  H451  single    0.930  0.020  1.080
 C9Z  C46  H461  single    0.930  0.020  1.080
 C9Z  N17  H171  single    0.860  0.020  1.020
 C9Z  O02  H021  single    0.850  0.020  0.980
 C9Z  O14  H141  single    0.850  0.020  0.980

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
 C9Z  H131  C13  O14   110.72  3.000
 C9Z  H131  C13  C12   111.75  3.000
 C9Z  O14   C13  C12   108.18  3.000
 C9Z  H131  C13  C01   110.24  3.000
 C9Z  O14   C13  C01   112.48  3.000
 C9Z  C12   C13  C01   103.26  3.000
 C9Z  O16   C15  N17   122.82  3.000
 C9Z  O16   C15  C09   119.95  3.000
 C9Z  N17   C15  C09   117.20  3.000
 C9Z  H201  C20  N19   116.16  3.000
 C9Z  H201  C20  C21   120.14  3.000
 C9Z  N19   C20  C21   123.70  3.000
 C9Z  H211  C21  C22   121.65  3.000
 C9Z  H211  C21  C20   120.35  3.000
 C9Z  C22   C21  C20   118.00  3.000
 C9Z  C23   C22  C24   120.02  3.000
 C9Z  C24   C22  C21   121.17  3.000
 C9Z  C23   C22  C21   118.81  3.000
 C9Z  C25   C24  C28   103.52  3.000
 C9Z  C25   C24  C22   127.45  3.000
 C9Z  C28   C24  C22   128.97  3.000
 C9Z  N27   C28  C29   120.16  3.000
 C9Z  N27   C28  C24   110.80  3.000
 C9Z  C29   C28  C24   129.03  3.000
 C9Z  H011  C01  O02   111.51  3.000
 C9Z  H011  C01  C03   107.66  3.000
 C9Z  O02   C01  C03   115.98  3.000
 C9Z  H011  C01  C13   107.75  3.000
 C9Z  O02   C01  C13   110.18  3.000
 C9Z  C03   C01  C13   103.17  3.000
 C9Z  H032  C03  H031  108.11  3.000
 C9Z  H032  C03  N04   111.19  3.000
 C9Z  H031  C03  N04   113.50  3.000
 C9Z  H032  C03  C01   113.54  3.000
 C9Z  H031  C03  C01   110.60  3.000
 C9Z  N04   C03  C01    99.86  3.000
 C9Z  H051  C05  H052  106.71  3.000
 C9Z  H051  C05  N04   111.55  3.000
 C9Z  H052  C05  N04   110.53  3.000
 C9Z  H051  C05  C06   109.65  3.000
 C9Z  H052  C05  C06   109.45  3.000
 C9Z  N04   C05  C06   108.91  3.000
 C9Z  N10   C06  C07   108.81  3.000
 C9Z  N10   C06  C05   121.24  3.000
 C9Z  C07   C06  C05   129.96  3.000
 C9Z  C39   C07  C08   126.06  3.000
 C9Z  C08   C07  C06   106.37  3.000
 C9Z  C39   C07  C06   127.56  3.000
 C9Z  H081  C08  C09   125.15  3.000
 C9Z  H081  C08  C07   126.59  3.000
 C9Z  C09   C08  C07   108.26  3.000
 C9Z  N10   C09  C08   107.53  3.000
 C9Z  N10   C09  C15   128.98  3.000
 C9Z  C08   C09  C15   123.49  3.000
 C9Z  H111  C11  H112  109.03  3.000
 C9Z  H111  C11  N10   109.57  3.000
 C9Z  H112  C11  N10   109.74  3.000
 C9Z  H111  C11  C12   110.69  3.000
 C9Z  H112  C11  C12   108.89  3.000
 C9Z  N10   C11  C12   108.91  3.000
 C9Z  H121  C12  N04   111.33  3.000
 C9Z  H121  C12  C11   109.04  3.000
 C9Z  N04   C12  C11   107.81  3.000
 C9Z  H121  C12  C13   107.93  3.000
 C9Z  N04   C12  C13   105.16  3.000
 C9Z  C11   C12  C13   115.56  3.000
 C9Z  N19   C18  N17   112.74  3.000
 C9Z  N17   C18  C23   124.53  3.000
 C9Z  N19   C18  C23   122.73  3.000
 C9Z  H231  C23  C18   120.95  3.000
 C9Z  H231  C23  C22   120.68  3.000
 C9Z  C18   C23  C22   118.35  3.000
 C9Z  O26   C25  C36   118.11  3.000
 C9Z  C36   C25  C24   132.96  3.000
 C9Z  O26   C25  C24   108.92  3.000
 C9Z  C35   C29  C30   119.11  3.000
 C9Z  C30   C29  C28   120.16  3.000
 C9Z  C35   C29  C28   120.73  3.000
 C9Z  H301  C30  C31   119.20  3.000
 C9Z  H301  C30  C29   120.02  3.000
 C9Z  C31   C30  C29   120.78  3.000
 C9Z  H311  C31  C32   120.62  3.000
 C9Z  H311  C31  C30   120.81  3.000
 C9Z  C32   C31  C30   118.57  3.000
 C9Z  F33   C32  C34   118.92  3.000
 C9Z  C34   C32  C31   122.20  3.000
 C9Z  F33   C32  C31   118.87  3.000
 C9Z  H341  C34  C35   120.81  3.000
 C9Z  H341  C34  C32   120.62  3.000
 C9Z  C35   C34  C32   118.57  3.000
 C9Z  H351  C35  C34   118.79  3.000
 C9Z  H351  C35  C29   120.43  3.000
 C9Z  C34   C35  C29   120.77  3.000
 C9Z  H361  C36  C38   108.12  3.000
 C9Z  H361  C36  C37   108.12  3.000
 C9Z  C38   C36  C37   111.46  3.000
 C9Z  H361  C36  C25   106.08  3.000
 C9Z  C37   C36  C25   111.00  3.000
 C9Z  C38   C36  C25   111.81  3.000
 C9Z  H371  C37  H372  107.74  3.000
 C9Z  H371  C37  H373  108.02  3.000
 C9Z  H372  C37  H373  107.99  3.000
 C9Z  H371  C37  C36   111.78  3.000
 C9Z  H372  C37  C36   109.72  3.000
 C9Z  H373  C37  C36   111.43  3.000
 C9Z  H383  C38  H382  107.81  3.000
 C9Z  H383  C38  H381  107.70  3.000
 C9Z  H382  C38  H381  108.28  3.000
 C9Z  H383  C38  C36   109.45  3.000
 C9Z  H382  C38  C36   111.58  3.000
 C9Z  H381  C38  C36   111.86  3.000
 C9Z  C46   C39  C40   117.20  3.000
 C9Z  C46   C39  C07   120.41  3.000
 C9Z  C40   C39  C07   122.38  3.000
 C9Z  H401  C40  C41   118.30  3.000
 C9Z  H401  C40  C39   120.12  3.000
 C9Z  C41   C40  C39   121.56  3.000
 C9Z  H411  C41  C42   119.53  3.000
 C9Z  H411  C41  C40   120.06  3.000
 C9Z  C42   C41  C40   120.41  3.000
 C9Z  O43   C42  C45   124.55  3.000
 C9Z  C45   C42  C41   118.96  3.000
 C9Z  O43   C42  C41   116.49  3.000
 C9Z  H443  C44  H442  108.71  3.000
 C9Z  H443  C44  H441  108.73  3.000
 C9Z  H442  C44  H441  108.78  3.000
 C9Z  H443  C44  O43   106.55  3.000
 C9Z  H442  C44  O43   111.96  3.000
 C9Z  H441  C44  O43   112.00  3.000
 C9Z  H451  C45  C46   118.66  3.000
 C9Z  H451  C45  C42   121.49  3.000
 C9Z  C46   C45  C42   119.85  3.000
 C9Z  H461  C46  C45   118.37  3.000
 C9Z  H461  C46  C39   119.61  3.000
 C9Z  C45   C46  C39   122.01  3.000
 C9Z  C12   N04  C05   111.02  3.000
 C9Z  C12   N04  C03   106.87  3.000
 C9Z  C05   N04  C03   118.52  3.000
 C9Z  C11   N10  C09   127.47  3.000
 C9Z  C11   N10  C06   123.47  3.000
 C9Z  C09   N10  C06   109.04  3.000
 C9Z  H171  N17  C18   112.10  3.000
 C9Z  H171  N17  C15   118.66  3.000
 C9Z  C18   N17  C15   129.15  3.000
 C9Z  C18   N19  C20   118.39  3.000
 C9Z  O26   N27  C28   106.37  3.000
 C9Z  H021  O02  C01   108.69  3.000
 C9Z  H141  O14  C13   108.00  3.000
 C9Z  N27   O26  C25   110.39  3.000
 C9Z  C44   O43  C42   118.50  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
 C9Z  CONST_01  C23   C18  N19  C20     0.00   0.0  0
 C9Z  CONST_02  C23   C22  C21  C20     0.00   0.0  0
 C9Z  CONST_03  C24   C22  C21  C20   180.00   0.0  0
 C9Z  CONST_04  C18   N19  C20  C21     0.00   0.0  0
 C9Z  CONST_05  C18   C23  C22  C21     0.00   0.0  0
 C9Z  CONST_08  N19   C18  C23  C22     0.00   0.0  0
 C9Z  CONST_09  N19   C20  C21  C22     0.00   0.0  0
 C9Z  CONST_10  C29   C28  C24  C22     0.00   0.0  0
 C9Z  CONST_11  N27   C28  C24  C22   180.00   0.0  0
 C9Z  CONST_12  O26   C25  C24  C22   180.00   0.0  0
 C9Z  CONST_15  O26   N27  C28  C24     0.00   0.0  0
 C9Z  CONST_16  C18   C23  C22  C24   180.00   0.0  0
 C9Z  CONST_17  N27   O26  C25  C24     0.00   0.0  0
 C9Z  CONST_18  C34   C35  C29  C28   180.00   0.0  0
 C9Z  CONST_19  C31   C30  C29  C28   180.00   0.0  0
 C9Z  CONST_21  O26   C25  C24  C28     0.00   0.0  0
 C9Z  CONST_22  C25   O26  N27  C28     0.00   0.0  0
 C9Z  CONST_25  C09   C08  C07  C06     0.00   0.0  0
 C9Z  CONST_26  C08   C09  N10  C06     0.00   0.0  0
 C9Z  CONST_27  C41   C40  C39  C07   180.00   0.0  0
 C9Z  CONST_28  C45   C46  C39  C07   180.00   0.0  0
 C9Z  CONST_29  N10   C09  C08  C07     0.00   0.0  0
 C9Z  CONST_30  C09   N10  C06  C07     0.00   0.0  0
 C9Z  CONST_33  N10   C06  C07  C08     0.00   0.0  0
 C9Z  CONST_34  C39   C07  C08  C09   180.00   0.0  0
 C9Z  CONST_36  C29   C28  C24  C25   180.00   0.0  0
 C9Z  CONST_37  N27   C28  C24  C25     0.00   0.0  0
 C9Z  CONST_38  C32   C34  C35  C29     0.00   0.0  0
 C9Z  CONST_39  C32   C31  C30  C29     0.00   0.0  0
 C9Z  CONST_40  O26   N27  C28  C29   180.00   0.0  0
 C9Z  CONST_41  C34   C32  C31  C30     0.00   0.0  0
 C9Z  CONST_42  C34   C35  C29  C30     0.00   0.0  0
 C9Z  CONST_44  C35   C34  C32  C31     0.00   0.0  0
 C9Z  CONST_45  C35   C29  C30  C31     0.00   0.0  0
 C9Z  CONST_47  C42   C41  C40  C39     0.00   0.0  0
 C9Z  CONST_48  N10   C06  C07  C39   180.00   0.0  0
 C9Z  CONST_49  C42   C45  C46  C39     0.00   0.0  0
 C9Z  CONST_50  C45   C42  C41  C40     0.00   0.0  0
 C9Z  CONST_51  C45   C46  C39  C40     0.00   0.0  0
 C9Z  CONST_52  C46   C39  C40  C41     0.00   0.0  0
 C9Z  CONST_53  C46   C45  C42  C41     0.00   0.0  0
 C9Z  CONST_54  C39   C07  C06  C05     0.00   0.0  0
 C9Z  CONST_55  C07   C08  C09  C15   180.00   0.0  0
 C9Z  CONST_56  C06   N10  C09  C15   180.00   0.0  0
 C9Z  CONST_57  C11   N10  C09  C15     0.00   0.0  0
 C9Z  CONST_58  N17   C18  N19  C20   180.00   0.0  0
 C9Z  CONST_59  N17   C18  C23  C22   180.00   0.0  0
 C9Z  CONST_60  C36   C25  C24  C22     0.00   0.0  0
 C9Z  CONST_61  C36   C25  C24  C28   180.00   0.0  0
 C9Z  CONST_62  F33   C32  C31  C30   180.00   0.0  0
 C9Z  CONST_63  F33   C32  C34  C35   180.00   0.0  0
 C9Z  CONST_64  N27   O26  C25  C36   180.00   0.0  0
 C9Z  CONST_65  O43   C42  C41  C40   180.00   0.0  0
 C9Z  CONST_66  O43   C42  C45  C46   180.00   0.0  0
 C9Z  CONST_67  H231  C23  C22  C21   180.00   0.0  0
 C9Z  CONST_68  H201  C20  C21  C22   180.00   0.0  0
 C9Z  CONST_69  H211  C21  C22  C24     0.00   0.0  0
 C9Z  CONST_70  H351  C35  C29  C28     0.00   0.0  0
 C9Z  CONST_71  H301  C30  C29  C28     0.00   0.0  0
 C9Z  CONST_72  H081  C08  C07  C06   180.00   0.0  0
 C9Z  CONST_73  H401  C40  C39  C07     0.00   0.0  0
 C9Z  CONST_74  H461  C46  C39  C07     0.00   0.0  0
 C9Z  CONST_75  H341  C34  C35  C29   180.00   0.0  0
 C9Z  CONST_76  H311  C31  C30  C29   180.00   0.0  0
 C9Z  CONST_77  H411  C41  C40  C39   180.00   0.0  0
 C9Z  CONST_78  H451  C45  C46  C39   180.00   0.0  0
 C9Z  CONST_79  C18   N17  C15  C09   180.00   0.0  0
 C9Z  CONST_80  N19   C18  N17  C15   180.00   0.0  0
 C9Z  CONST_81  C23   C18  N17  C15     0.00   0.0  0
 C9Z  CONST_82  H171  N17  C18  C23   180.00   0.0  0
 C9Z  CONST_83  O16   C15  N17  C18     0.00   0.0  0
 C9Z  Var_01    C05   N04  C03  C01   172.79  30.0  1
 C9Z  Var_02    C06   C05  N04  C03  -177.50  30.0  1
 C9Z  Var_03    C12   C11  N10  C06    16.01  30.0  1
 C9Z  Var_04    N04   C05  C06  C07  -163.90  30.0  1
 C9Z  Var_05    C38   C36  C25  C24  -129.56  30.0  2
 C9Z  Var_06    N17   C15  C09  C08   154.73  30.0  2
 C9Z  Var_07    C45   C42  O43  C44     0.69  30.0  2
 C9Z  Var_08    H381  C38  C36  C25   -65.27  30.0  3
 C9Z  Var_09    H373  C37  C36  C25    63.94  30.0  3
 C9Z  Var_10    H441  C44  O43  C42   -61.69  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
 C9Z  chir_01  C13  C12  C01  O14  negativ
 C9Z  chir_02  C01  O02  C13  C03  negativ
 C9Z  chir_03  C12  N04  C13  C11  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
 C9Z  plan-1  C22   0.020
 C9Z  plan-1  C24   0.020
 C9Z  plan-1  C28   0.020
 C9Z  plan-1  C25   0.020
 C9Z  plan-1  C29   0.020
 C9Z  plan-1  C36   0.020
 C9Z  plan-1  N27   0.020
 C9Z  plan-1  O26   0.020
 C9Z  plan-2  C28   0.020
 C9Z  plan-2  C29   0.020
 C9Z  plan-2  C30   0.020
 C9Z  plan-2  C31   0.020
 C9Z  plan-2  C32   0.020
 C9Z  plan-2  C34   0.020
 C9Z  plan-2  C35   0.020
 C9Z  plan-2  F33   0.020
 C9Z  plan-2  H301  0.020
 C9Z  plan-2  H311  0.020
 C9Z  plan-2  H341  0.020
 C9Z  plan-2  H351  0.020
 C9Z  plan-3  C15   0.020
 C9Z  plan-3  C05   0.020
 C9Z  plan-3  C06   0.020
 C9Z  plan-3  C07   0.020
 C9Z  plan-3  C08   0.020
 C9Z  plan-3  C09   0.020
 C9Z  plan-3  C11   0.020
 C9Z  plan-3  C39   0.020
 C9Z  plan-3  N10   0.020
 C9Z  plan-3  H081  0.020
 C9Z  plan-4  C07   0.020
 C9Z  plan-4  C39   0.020
 C9Z  plan-4  C40   0.020
 C9Z  plan-4  C41   0.020
 C9Z  plan-4  C42   0.020
 C9Z  plan-4  C45   0.020
 C9Z  plan-4  C46   0.020
 C9Z  plan-4  O43   0.020
 C9Z  plan-4  H401  0.020
 C9Z  plan-4  H411  0.020
 C9Z  plan-4  H451  0.020
 C9Z  plan-4  H461  0.020
 C9Z  plan-5  C20   0.020
 C9Z  plan-5  C21   0.020
 C9Z  plan-5  C22   0.020
 C9Z  plan-5  C24   0.020
 C9Z  plan-5  C18   0.020
 C9Z  plan-5  C23   0.020
 C9Z  plan-5  N17   0.020
 C9Z  plan-5  N19   0.020
 C9Z  plan-5  H201  0.020
 C9Z  plan-5  H211  0.020
 C9Z  plan-5  H231  0.020
 C9Z  plan-6  C15   0.020
 C9Z  plan-6  C09   0.020
 C9Z  plan-6  C18   0.020
 C9Z  plan-6  N17   0.020
 C9Z  plan-6  O16   0.020
 C9Z  plan-6  H171  0.020

