# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Aug  5 15:09:02 2022
#   Inital geometry file: a 220 line input string
#   Ligand name: diethyl [(4-{(2S,3R)-4-{[(1,3-benzothiazol-6-yl)sulfonyl](2-methylpropyl)amino}-2-[({[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl]oxy}carbonyl)amino]-3-hydroxybutyl}phenoxy)methyl]phosphonate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCO[P](=O)(COc1ccc(C[C@H](NC(=O)O[C@H]2CO[C@H]3OCC[C@@H]23)[C@H](O)CN(CC(C)C)[S](=O)(=O)c4ccc5ncsc5c4)cc1)OCC
#
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
 XUP  XUP  "diethyl [(4-{(2S,3R)-4-{[(1,3-benzothiazol-6-yl)sulfonyl](2-methylpropyl)amino}-2-[({[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl]oxy}carbonyl)amino]-3-hydroxybutyl}phenoxy)methyl]phosphonate"  ligand  96  50  .  2022-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_XUP
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
 XUP  C10   C  CH1   0  -0.103   5.5364   0.3687  -14.4839
 XUP  C13   C  CH2   0  -0.204   0.6069  -2.2317  -12.4484
 XUP  C15   C  CH1   0   0.321   1.3021  -2.5695  -10.3106
 XUP  C17   C  CH2   0  -0.188   3.5621  -2.6565  -10.0738
 XUP  C20   C  CR16  0  -0.291   6.9373   0.3591  -11.5830
 XUP  C21   C  CR16  0  -0.355   6.9383  -0.0147  -10.2437
 XUP  C22   C  CR6   0   0.377   6.9302  -1.3640   -9.9100
 XUP  C24   C  CR16  0  -0.308   6.9146  -1.9280  -12.2442
 XUP  C26   C  CH3   0  -0.655   2.5873   3.1729  -16.2434
 XUP  C28   C  CH2   0  -0.501   7.0520  -0.9246   -7.5770
 XUP  C01   C  CR56  0   0.355   9.6903   6.2724  -16.9270
 XUP  C02   C  CR56  0  -0.232   8.4026   6.8319  -16.8673
 XUP  C03   C  CR16  0  -0.259   7.3633   6.2116  -16.1889
 XUP  C04   C  CR6   0  -0.192   7.6430   5.0014  -15.5784
 XUP  C05   C  CR16  0  -0.243   8.9197   4.4248  -15.6200
 XUP  C06   C  CR16  0  -0.287   9.9438   5.0569  -16.2910
 XUP  C08   C  CH2   0  -0.362   6.2574   1.9730  -16.3543
 XUP  C09   C  CH1   0   0.062   5.4628   0.7190  -15.9788
 XUP  C11   C  C     0   0.759   3.4508  -0.2202  -13.3519
 XUP  C12   C  CH1   0   0.017   1.5589  -1.0703  -12.2178
 XUP  C14   C  CH1   0  -0.416   1.8109  -1.1567  -10.7017
 XUP  C16   C  CH2   0  -0.464   3.2572  -1.1706  -10.1969
 XUP  C18   C  CH2   0  -0.533   6.9027  -0.1754  -14.0518
 XUP  C19   C  CR6   0   0.130   6.9264  -0.5817  -12.6050
 XUP  C23   C  CR16  0  -0.321   6.9198  -2.3226  -10.9189
 XUP  C25   C  CH1   0  -0.263   3.5724   3.2632  -17.4005
 XUP  C27   C  CH3   0  -0.649   2.9760   4.0509  -18.5626
 XUP  C29   C  CH2   0  -0.168   8.5708  -4.1197   -6.7469
 XUP  C30   C  CH2   0  -0.178   8.8209  -0.2412   -4.7847
 XUP  C31   C  CH3   0  -0.684  10.0017  -4.5966   -6.7108
 XUP  C32   C  CH3   0  -0.681   8.6824   0.8783   -3.7837
 XUP  C33   C  CR15  0  -0.209  10.0694   8.0825  -18.0895
 XUP  N34   N  N     0  -0.562   5.5962   3.2069  -15.9244
 XUP  N35   N  NH1   0  -0.669   4.4937  -0.5726  -14.1250
 XUP  N36   N  N     0  -0.370  10.6095   7.0114  -17.6291
 XUP  O37   O  OS    0  -0.638   6.9263   3.2270  -13.7983
 XUP  O38   O  OS    0  -0.639   5.3531   5.1094  -14.3143
 XUP  O39   O  OH1   0  -0.665   5.9567  -0.3103  -16.8042
 XUP  O40   O  O     0  -0.510   3.1786   0.9142  -13.0131
 XUP  O41   O  O2    0  -0.491   2.7287  -1.2948  -13.0014
 XUP  O42   O  O2    0  -0.496   0.9853  -3.2209  -11.5195
 XUP  O43   O  O2    0  -0.489   2.3275  -3.2326   -9.6630
 XUP  O45   O  O2    0  -0.603   8.5355  -2.7728   -6.2421
 XUP  O46   O  O2    0  -0.583   7.5436  -0.8928   -4.9213
 XUP  O47   O  O     0  -0.687   5.9642  -2.7237   -5.7631
 XUP  P48   P  P     0   1.427   7.1811  -1.9406   -6.0668
 XUP  S49   S  S     0   1.367   6.3253   4.1299  -14.7667
 XUP  S50   S  S2    0   0.245   8.3914   8.3284  -17.7305
 XUP  H101  H  HCH1  0   0.262   5.3304   1.2831  -13.9289
 XUP  H132  H  HCH2  0   0.253   0.6577  -2.6416  -13.4577
 XUP  H131  H  HCH2  0   0.222  -0.4212  -1.8895  -12.2728
 XUP  H151  H  HCH1  0   0.224   0.4291  -2.5606   -9.6473
 XUP  H172  H  HCH2  0   0.234   4.3125  -2.8854   -9.3175
 XUP  H171  H  HCH2  0   0.213   3.8982  -3.0781  -11.0272
 XUP  H201  H  HCR6  0   0.255   6.9476   1.4147  -11.8258
 XUP  H211  H  HCR6  0   0.279   6.9428   0.7579   -9.4861
 XUP  H241  H  HCR6  0   0.249   6.9069  -2.6882  -13.0167
 XUP  H263  H  HCH3  0   0.230   2.9869   2.6129  -15.3977
 XUP  H261  H  HCH3  0   0.219   2.3235   4.1707  -15.8850
 XUP  H262  H  HCH3  0   0.229   1.6667   2.6802  -16.5589
 XUP  H282  H  HCH2  0   0.268   7.9401  -0.2915   -7.6908
 XUP  H281  H  HCH2  0   0.268   6.1816  -0.2640   -7.4877
 XUP  H031  H  HCR6  0   0.305   6.3818   6.6629  -16.1402
 XUP  H051  H  HCR6  0   0.289   9.1142   3.4874  -15.1177
 XUP  H061  H  HCR6  0   0.281  10.9343   4.6235  -16.3238
 XUP  H071  H  HCH2  0   0.252   5.5358   4.0456  -17.8490
 XUP  H072  H  HCH2  0   0.262   4.6346   4.9364  -16.6279
 XUP  H081  H  HCH2  0   0.277   7.2769   1.9088  -15.9704
 XUP  H082  H  HCH2  0   0.276   6.3506   2.0075  -17.4426
 XUP  H091  H  HCH1  0   0.237   4.4061   0.9128  -16.2000
 XUP  H121  H  HCH1  0   0.265   1.1041  -0.1219  -12.5003
 XUP  H141  H  HCH1  0   0.285   1.2280  -0.3793  -10.2080
 XUP  H161  H  HCH2  0   0.254   3.2970  -0.7019   -9.2123
 XUP  H162  H  HCH2  0   0.257   3.9749  -0.6450  -10.8232
 XUP  H181  H  HCH2  0   0.249   7.1700  -1.0346  -14.6712
 XUP  H182  H  HCH2  0   0.260   7.6614   0.5872  -14.2372
 XUP  H231  H  HCR6  0   0.263   6.9136  -3.3739  -10.6589
 XUP  H251  H  HCH1  0   0.236   3.7904   2.2544  -17.7671
 XUP  H271  H  HCH3  0   0.235   2.0529   3.5863  -18.9097
 XUP  H272  H  HCH3  0   0.219   2.7400   5.0739  -18.2608
 XUP  H273  H  HCH3  0   0.230   3.6621   4.1015  -19.4094
 XUP  H291  H  HCH2  0   0.232   8.1849  -4.1417   -7.7673
 XUP  H292  H  HCH2  0   0.234   7.9350  -4.7575   -6.1307
 XUP  H301  H  HCH2  0   0.240   9.5595  -0.9705   -4.4490
 XUP  H302  H  HCH2  0   0.232   9.1527   0.1524   -5.7489
 XUP  H313  H  HCH3  0   0.237  10.0497  -5.6180   -7.0878
 XUP  H311  H  HCH3  0   0.236  10.6445  -3.9779   -7.3369
 XUP  H312  H  HCH3  0   0.235  10.3969  -4.5947   -5.6951
 XUP  H321  H  HCH3  0   0.238   9.6485   1.3676   -3.6611
 XUP  H322  H  HCH3  0   0.237   7.9662   1.6286   -4.1177
 XUP  H323  H  HCH3  0   0.237   8.3700   0.5049   -2.8087
 XUP  H331  H  HCR5  0   0.313  10.6043   8.8169  -18.6774
 XUP  H351  H  HNH1  0   0.399   4.6440  -1.5548  -14.3024
 XUP  H391  H  HOH1  0   0.453   5.3823  -1.0783  -16.7223
 XUP  O44   O  O2    0  -0.486   6.9225  -1.8380   -8.6401
 XUP  C07   C  CH2   0  -0.290   4.8781   3.9335  -16.9795

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
 XUP  N36  C33   aromatic  1.285  0.020  1.285
 XUP  N36  C01   aromatic  1.373  0.020  1.373
 XUP  C33  S50   aromatic  1.734  0.020  1.734
 XUP  C01  C06   aromatic  1.395  0.020  1.395
 XUP  C01  C02   aromatic  1.405  0.020  1.405
 XUP  S50  C02   aromatic  1.728  0.020  1.728
 XUP  C06  C05   aromatic  1.378  0.020  1.378
 XUP  C27  C25   single    1.525  0.020  1.525
 XUP  C02  C03   aromatic  1.388  0.020  1.388
 XUP  C05  C04   aromatic  1.402  0.020  1.402
 XUP  O39  C09   single    1.409  0.020  1.409
 XUP  C07  C25   single    1.527  0.020  1.527
 XUP  C07  N34   single    1.469  0.020  1.469
 XUP  C08  C09   single    1.531  0.020  1.531
 XUP  C08  N34   single    1.464  0.020  1.464
 XUP  C25  C26   single    1.522  0.020  1.522
 XUP  C03  C04   aromatic  1.384  0.020  1.384
 XUP  C04  S49   single    1.776  0.020  1.776
 XUP  C09  C10   single    1.537  0.020  1.537
 XUP  N34  S49   single    1.650  0.020  1.650
 XUP  S49  O37   double    1.454  0.020  1.454
 XUP  S49  O38   double    1.452  0.020  1.452
 XUP  C10  C18   single    1.533  0.020  1.533
 XUP  C10  N35   single    1.450  0.020  1.450
 XUP  C18  C19   single    1.503  0.020  1.503
 XUP  N35  C11   single    1.345  0.020  1.345
 XUP  C19  C24   aromatic  1.394  0.020  1.394
 XUP  C19  C20   aromatic  1.389  0.020  1.389
 XUP  C11  O41   single    1.341  0.020  1.341
 XUP  C11  O40   double    1.215  0.020  1.215
 XUP  O41  C12   single    1.426  0.020  1.426
 XUP  C24  C23   aromatic  1.383  0.020  1.383
 XUP  C20  C21   aromatic  1.391  0.020  1.391
 XUP  C13  O42   single    1.409  0.020  1.409
 XUP  C13  C12   single    1.519  0.020  1.519
 XUP  O42  C15   single    1.409  0.020  1.409
 XUP  C12  C14   single    1.539  0.020  1.539
 XUP  C17  O43   single    1.423  0.020  1.423
 XUP  C17  C16   single    1.522  0.020  1.522
 XUP  O43  C15   single    1.382  0.020  1.382
 XUP  C23  C22   aromatic  1.392  0.020  1.392
 XUP  C15  C14   single    1.552  0.020  1.552
 XUP  C16  C14   single    1.532  0.020  1.532
 XUP  C21  C22   aromatic  1.390  0.020  1.390
 XUP  C22  O44   single    1.355  0.020  1.355
 XUP  O44  C28   single    1.408  0.020  1.408
 XUP  C28  P48   single    1.825  0.020  1.825
 XUP  C29  C31   single    1.509  0.020  1.509
 XUP  C29  O45   single    1.439  0.020  1.439
 XUP  P48  O47   double    1.479  0.020  1.479
 XUP  P48  O45   single    1.599  0.020  1.599
 XUP  P48  O46   single    1.594  0.020  1.594
 XUP  O46  C30   single    1.440  0.020  1.440
 XUP  C30  C32   single    1.508  0.020  1.508
 XUP  C10  H101  single    0.970  0.020  1.090
 XUP  C13  H132  single    0.970  0.020  1.090
 XUP  C13  H131  single    0.970  0.020  1.090
 XUP  C15  H151  single    0.970  0.020  1.090
 XUP  C17  H172  single    0.970  0.020  1.090
 XUP  C17  H171  single    0.970  0.020  1.090
 XUP  C20  H201  single    0.930  0.020  1.080
 XUP  C21  H211  single    0.930  0.020  1.080
 XUP  C24  H241  single    0.930  0.020  1.080
 XUP  C26  H263  single    0.970  0.020  1.090
 XUP  C26  H261  single    0.970  0.020  1.090
 XUP  C26  H262  single    0.970  0.020  1.090
 XUP  C28  H282  single    0.970  0.020  1.090
 XUP  C28  H281  single    0.970  0.020  1.090
 XUP  C03  H031  single    0.930  0.020  1.080
 XUP  C05  H051  single    0.930  0.020  1.080
 XUP  C06  H061  single    0.930  0.020  1.080
 XUP  C07  H071  single    0.970  0.020  1.090
 XUP  C07  H072  single    0.970  0.020  1.090
 XUP  C08  H081  single    0.970  0.020  1.090
 XUP  C08  H082  single    0.970  0.020  1.090
 XUP  C09  H091  single    0.970  0.020  1.090
 XUP  C12  H121  single    0.970  0.020  1.090
 XUP  C14  H141  single    0.970  0.020  1.090
 XUP  C16  H161  single    0.970  0.020  1.090
 XUP  C16  H162  single    0.970  0.020  1.090
 XUP  C18  H181  single    0.970  0.020  1.090
 XUP  C18  H182  single    0.970  0.020  1.090
 XUP  C23  H231  single    0.930  0.020  1.080
 XUP  C25  H251  single    0.970  0.020  1.090
 XUP  C27  H271  single    0.970  0.020  1.090
 XUP  C27  H272  single    0.970  0.020  1.090
 XUP  C27  H273  single    0.970  0.020  1.090
 XUP  C29  H291  single    0.970  0.020  1.090
 XUP  C29  H292  single    0.970  0.020  1.090
 XUP  C30  H301  single    0.970  0.020  1.090
 XUP  C30  H302  single    0.970  0.020  1.090
 XUP  C31  H313  single    0.970  0.020  1.090
 XUP  C31  H311  single    0.970  0.020  1.090
 XUP  C31  H312  single    0.970  0.020  1.090
 XUP  C32  H321  single    0.970  0.020  1.090
 XUP  C32  H322  single    0.970  0.020  1.090
 XUP  C32  H323  single    0.970  0.020  1.090
 XUP  C33  H331  single    0.930  0.020  1.080
 XUP  N35  H351  single    0.860  0.020  1.020
 XUP  O39  H391  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
 XUP  H101  C10  N35   106.43  3.000
 XUP  H101  C10  C18   108.84  3.000
 XUP  N35   C10  C18   109.93  3.000
 XUP  H101  C10  C09   107.16  3.000
 XUP  N35   C10  C09   110.75  3.000
 XUP  C18   C10  C09   113.43  3.000
 XUP  H131  C13  H132  107.99  3.000
 XUP  H131  C13  O42   111.40  3.000
 XUP  H132  C13  O42   109.50  3.000
 XUP  H131  C13  C12   108.92  3.000
 XUP  H132  C13  C12   113.49  3.000
 XUP  O42   C13  C12   105.57  3.000
 XUP  H151  C15  O43   108.13  3.000
 XUP  H151  C15  O42   110.10  3.000
 XUP  O43   C15  O42   110.30  3.000
 XUP  H151  C15  C14   113.96  3.000
 XUP  O43   C15  C14   108.16  3.000
 XUP  O42   C15  C14   106.16  3.000
 XUP  H171  C17  H172  108.18  3.000
 XUP  H171  C17  O43   111.20  3.000
 XUP  H172  C17  O43   108.18  3.000
 XUP  H171  C17  C16   111.53  3.000
 XUP  H172  C17  C16   113.53  3.000
 XUP  O43   C17  C16   104.17  3.000
 XUP  H201  C20  C19   119.68  3.000
 XUP  H201  C20  C21   118.55  3.000
 XUP  C19   C20  C21   121.77  3.000
 XUP  H211  C21  C22   121.67  3.000
 XUP  H211  C21  C20   118.84  3.000
 XUP  C22   C21  C20   119.49  3.000
 XUP  O44   C22  C23   115.99  3.000
 XUP  O44   C22  C21   124.36  3.000
 XUP  C23   C22  C21   119.64  3.000
 XUP  H241  C24  C23   118.88  3.000
 XUP  H241  C24  C19   119.54  3.000
 XUP  C23   C24  C19   121.58  3.000
 XUP  H262  C26  H261  107.68  3.000
 XUP  H262  C26  H263  107.56  3.000
 XUP  H261  C26  H263  107.65  3.000
 XUP  H262  C26  C25   110.68  3.000
 XUP  H261  C26  C25   110.57  3.000
 XUP  H263  C26  C25   112.51  3.000
 XUP  H281  C28  H282  107.67  3.000
 XUP  H281  C28  P48   108.92  3.000
 XUP  H282  C28  P48   110.49  3.000
 XUP  H281  C28  O44   112.31  3.000
 XUP  H282  C28  O44   111.77  3.000
 XUP  P48   C28  O44   105.68  3.000
 XUP  N36   C01  C06   125.49  3.000
 XUP  C06   C01  C02   119.61  3.000
 XUP  N36   C01  C02   114.90  3.000
 XUP  S50   C02  C03   128.81  3.000
 XUP  C03   C02  C01   121.94  3.000
 XUP  S50   C02  C01   109.25  3.000
 XUP  H031  C03  C04   121.90  3.000
 XUP  H031  C03  C02   121.02  3.000
 XUP  C04   C03  C02   117.08  3.000
 XUP  S49   C04  C05   119.18  3.000
 XUP  S49   C04  C03   118.73  3.000
 XUP  C05   C04  C03   122.06  3.000
 XUP  H051  C05  C06   119.36  3.000
 XUP  H051  C05  C04   120.45  3.000
 XUP  C06   C05  C04   120.18  3.000
 XUP  H061  C06  C05   120.77  3.000
 XUP  H061  C06  C01   120.11  3.000
 XUP  C05   C06  C01   119.12  3.000
 XUP  H082  C08  H081  105.81  3.000
 XUP  H082  C08  N34   107.72  3.000
 XUP  H081  C08  N34   111.60  3.000
 XUP  H082  C08  C09   108.32  3.000
 XUP  H081  C08  C09   110.51  3.000
 XUP  N34   C08  C09   112.56  3.000
 XUP  H091  C09  O39   110.41  3.000
 XUP  H091  C09  C08   107.81  3.000
 XUP  O39   C09  C08   105.83  3.000
 XUP  H091  C09  C10   106.40  3.000
 XUP  C08   C09  C10   113.60  3.000
 XUP  O39   C09  C10   112.73  3.000
 XUP  O41   C11  O40   123.68  3.000
 XUP  O40   C11  N35   125.36  3.000
 XUP  O41   C11  N35   110.96  3.000
 XUP  H121  C12  O41   109.71  3.000
 XUP  H121  C12  C14   111.88  3.000
 XUP  O41   C12  C14   113.47  3.000
 XUP  H121  C12  C13   111.38  3.000
 XUP  C14   C12  C13   102.07  3.000
 XUP  O41   C12  C13   108.08  3.000
 XUP  H141  C14  C16   111.23  3.000
 XUP  H141  C14  C12   108.58  3.000
 XUP  C16   C14  C12   118.66  3.000
 XUP  H141  C14  C15   111.10  3.000
 XUP  C16   C14  C15   102.60  3.000
 XUP  C12   C14  C15   104.22  3.000
 XUP  H162  C16  H161  106.73  3.000
 XUP  H162  C16  C14   115.39  3.000
 XUP  H161  C16  C14   109.14  3.000
 XUP  H162  C16  C17   112.71  3.000
 XUP  H161  C16  C17   109.82  3.000
 XUP  C14   C16  C17   102.99  3.000
 XUP  H182  C18  H181  106.44  3.000
 XUP  H182  C18  C19   109.96  3.000
 XUP  H181  C18  C19   109.23  3.000
 XUP  H182  C18  C10   108.89  3.000
 XUP  H181  C18  C10   109.72  3.000
 XUP  C19   C18  C10   112.42  3.000
 XUP  C18   C19  C24   120.67  3.000
 XUP  C24   C19  C20   117.63  3.000
 XUP  C18   C19  C20   121.69  3.000
 XUP  H231  C23  C24   120.47  3.000
 XUP  H231  C23  C22   119.64  3.000
 XUP  C24   C23  C22   119.89  3.000
 XUP  H251  C25  C27   107.36  3.000
 XUP  H251  C25  C07   109.05  3.000
 XUP  C27   C25  C07   108.52  3.000
 XUP  H251  C25  C26   109.19  3.000
 XUP  C07   C25  C26   111.71  3.000
 XUP  C27   C25  C26   110.90  3.000
 XUP  H273  C27  H272  107.87  3.000
 XUP  H273  C27  H271  107.76  3.000
 XUP  H272  C27  H271  107.71  3.000
 XUP  H273  C27  C25   111.67  3.000
 XUP  H272  C27  C25   110.95  3.000
 XUP  H271  C27  C25   110.70  3.000
 XUP  H292  C29  H291  108.07  3.000
 XUP  H292  C29  O45   109.56  3.000
 XUP  H291  C29  O45   109.78  3.000
 XUP  H292  C29  C31   110.75  3.000
 XUP  H291  C29  C31   110.57  3.000
 XUP  O45   C29  C31   108.11  3.000
 XUP  H302  C30  H301  107.86  3.000
 XUP  H302  C30  O46   110.39  3.000
 XUP  H301  C30  O46   109.09  3.000
 XUP  H302  C30  C32   110.25  3.000
 XUP  H301  C30  C32   110.74  3.000
 XUP  O46   C30  C32   108.50  3.000
 XUP  H312  C31  H311  108.69  3.000
 XUP  H312  C31  H313  107.94  3.000
 XUP  H311  C31  H313  107.90  3.000
 XUP  H312  C31  C29   111.45  3.000
 XUP  H311  C31  C29   111.48  3.000
 XUP  H313  C31  C29   109.25  3.000
 XUP  H323  C32  H322  108.77  3.000
 XUP  H323  C32  H321  107.89  3.000
 XUP  H322  C32  H321  107.94  3.000
 XUP  H323  C32  C30   111.46  3.000
 XUP  H322  C32  C30   111.59  3.000
 XUP  H321  C32  C30   109.06  3.000
 XUP  H331  C33  S50   119.65  3.000
 XUP  H331  C33  N36   123.55  3.000
 XUP  S50   C33  N36   116.80  3.000
 XUP  S49   N34  C08   118.54  3.000
 XUP  S49   N34  C07   116.31  3.000
 XUP  C08   N34  C07   115.26  3.000
 XUP  H351  N35  C11   118.12  3.000
 XUP  H351  N35  C10   118.76  3.000
 XUP  C11   N35  C10   121.99  3.000
 XUP  C33   N36  C01   110.53  3.000
 XUP  H391  O39  C09   108.90  3.000
 XUP  C12   O41  C11   117.34  3.000
 XUP  C15   O42  C13   107.54  3.000
 XUP  C17   O43  C15   108.31  3.000
 XUP  P48   O45  C29   123.12  3.000
 XUP  P48   O46  C30   124.55  3.000
 XUP  O47   P48  O46   112.81  3.000
 XUP  O46   P48  O45   103.19  3.000
 XUP  O47   P48  O45   116.35  3.000
 XUP  O46   P48  C28   104.18  3.000
 XUP  O45   P48  C28   105.01  3.000
 XUP  O47   P48  C28   114.00  3.000
 XUP  O38   S49  O37   119.22  3.000
 XUP  O38   S49  N34   107.45  3.000
 XUP  O37   S49  N34   107.60  3.000
 XUP  O38   S49  C04   107.94  3.000
 XUP  O37   S49  C04   107.60  3.000
 XUP  N34   S49  C04   106.35  3.000
 XUP  C33   S50  C02    88.53  3.000
 XUP  C28   O44  C22   118.69  3.000
 XUP  H072  C07  H071  107.20  3.000
 XUP  H072  C07  N34   109.43  3.000
 XUP  H071  C07  N34   109.10  3.000
 XUP  H072  C07  C25   107.56  3.000
 XUP  H071  C07  C25   109.84  3.000
 XUP  N34   C07  C25   113.51  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
 XUP  CONST_01  C23   C24  C19  C20     0.00   0.0  0
 XUP  CONST_02  C23   C22  C21  C20     0.00   0.0  0
 XUP  CONST_03  C24   C19  C20  C21     0.00   0.0  0
 XUP  CONST_04  C24   C23  C22  C21     0.00   0.0  0
 XUP  CONST_05  C19   C24  C23  C22     0.00   0.0  0
 XUP  CONST_06  C19   C20  C21  C22     0.00   0.0  0
 XUP  CONST_07  S50   C33  N36  C01     0.00   0.0  0
 XUP  CONST_08  C04   C05  C06  C01     0.00   0.0  0
 XUP  CONST_09  C33   S50  C02  C01     0.00   0.0  0
 XUP  CONST_10  C04   C03  C02  C01     0.00   0.0  0
 XUP  CONST_11  C33   N36  C01  C02     0.00   0.0  0
 XUP  CONST_12  C05   C06  C01  C02     0.00   0.0  0
 XUP  CONST_13  N36   C33  S50  C02     0.00   0.0  0
 XUP  CONST_14  C05   C04  C03  C02     0.00   0.0  0
 XUP  CONST_15  N36   C01  C02  C03   180.00   0.0  0
 XUP  CONST_16  C06   C01  C02  C03     0.00   0.0  0
 XUP  CONST_17  C33   S50  C02  C03   180.00   0.0  0
 XUP  CONST_18  C06   C05  C04  C03     0.00   0.0  0
 XUP  CONST_19  S50   C02  C03  C04   180.00   0.0  0
 XUP  CONST_20  N36   C01  C06  C05   180.00   0.0  0
 XUP  CONST_21  C33   N36  C01  C06   180.00   0.0  0
 XUP  CONST_22  S50   C02  C01  C06   180.00   0.0  0
 XUP  CONST_23  S50   C02  C01  N36     0.00   0.0  0
 XUP  CONST_24  O44   C22  C21  C20   180.00   0.0  0
 XUP  CONST_25  C18   C19  C20  C21   180.00   0.0  0
 XUP  CONST_26  O44   C22  C23  C24   180.00   0.0  0
 XUP  CONST_27  S49   C04  C03  C02   180.00   0.0  0
 XUP  CONST_28  S49   C04  C05  C06   180.00   0.0  0
 XUP  CONST_29  C23   C24  C19  C18   180.00   0.0  0
 XUP  CONST_30  H241  C24  C19  C20   180.00   0.0  0
 XUP  CONST_31  H231  C23  C22  C21   180.00   0.0  0
 XUP  CONST_32  H241  C24  C23  C22   180.00   0.0  0
 XUP  CONST_33  H201  C20  C21  C22   180.00   0.0  0
 XUP  CONST_34  H201  C20  C19  C24   180.00   0.0  0
 XUP  CONST_35  H331  C33  N36  C01   180.00   0.0  0
 XUP  CONST_36  H051  C05  C06  C01   180.00   0.0  0
 XUP  CONST_37  H031  C03  C02  C01   180.00   0.0  0
 XUP  CONST_38  H061  C06  C01  C02   180.00   0.0  0
 XUP  CONST_39  H331  C33  S50  C02   180.00   0.0  0
 XUP  CONST_40  H051  C05  C04  C03   180.00   0.0  0
 XUP  CONST_41  H061  C06  C05  C04   180.00   0.0  0
 XUP  CONST_42  H031  C03  C04  C05   180.00   0.0  0
 XUP  CONST_43  H231  C23  C24  C19   180.00   0.0  0
 XUP  CONST_44  H211  C21  C20  C19   180.00   0.0  0
 XUP  CONST_45  H211  C21  C22  C23   180.00   0.0  0
 XUP  CONST_46  H061  C06  C01  N36     0.00   0.0  0
 XUP  CONST_47  H031  C03  C02  S50     0.00   0.0  0
 XUP  Var_01    C12   C13  O42  C15    39.84  30.0  1
 XUP  Var_02    C16   C17  O43  C15    37.34  30.0  1
 XUP  Var_03    O43   C17  C16  C14   -34.85  30.0  1
 XUP  Var_04    H132  C13  O42  C15   162.36  30.0  1
 XUP  Var_05    H131  C13  O42  C15   -78.25  30.0  1
 XUP  Var_06    H172  C17  O43  C15   158.42  30.0  1
 XUP  Var_07    H171  C17  O43  C15   -82.91  30.0  1
 XUP  Var_08    H172  C17  C16  C14  -152.30  30.0  1
 XUP  Var_09    H171  C17  C16  C14    85.18  30.0  1
 XUP  Var_10    H161  C16  C17  O43    81.31  30.0  1
 XUP  Var_11    H162  C16  C17  O43  -159.84  30.0  1
 XUP  Var_12    C24   C19  C18  C10   105.59  30.0  2
 XUP  Var_13    C20   C19  C18  C10   -73.28  30.0  2
 XUP  Var_14    C28   O44  C22  C21    -6.01  30.0  2
 XUP  Var_15    C23   C22  O44  C28   174.44  30.0  1
 XUP  Var_16    N34   S49  C04  C03    86.93  30.0  2
 XUP  Var_17    O37   S49  C04  C03  -157.99  30.0  2
 XUP  Var_18    O38   S49  C04  C03   -28.13  30.0  2
 XUP  Var_19    N34   S49  C04  C05   -90.98  30.0  2
 XUP  Var_20    O37   S49  C04  C05    24.10  30.0  2
 XUP  Var_21    O38   S49  C04  C05   153.96  30.0  2
 XUP  Var_22    H181  C18  C19  C20   164.68  30.0  3
 XUP  Var_23    H182  C18  C19  C20    48.21  30.0  3
 XUP  Var_24    H181  C18  C19  C24   -16.45  30.0  3
 XUP  Var_25    H182  C18  C19  C24  -132.92  30.0  3
 XUP  Var_26    P48   C28  O44  C22  -173.99  30.0  3
 XUP  Var_27    C07   N34  S49  C04   -67.21  30.0  2
 XUP  Var_28    C08   N34  S49  C04    76.96  30.0  2
 XUP  Var_29    N35   C11  O41  C12  -177.80  30.0  2
 XUP  Var_30    O40   C11  O41  C12     1.78  30.0  2
 XUP  Var_31    H282  C28  O44  C22   -53.75  30.0  3
 XUP  Var_32    H281  C28  O44  C22    67.38  30.0  3
 XUP  Var_33    O41   C11  N35  C10  -171.12  30.0  2
 XUP  Var_34    O40   C11  N35  C10     9.31  30.0  2
 XUP  Var_35    N34   C07  C25  C26    61.49  30.0  2
 XUP  Var_36    C29   O45  P48  C28   -96.46  30.0  3
 XUP  Var_37    C30   O46  P48  C28   -71.79  30.0  3
 XUP  Var_38    C09   C08  N34  C07  -101.32  30.0  1
 XUP  Var_39    O37   S49  N34  C07   177.72  30.0  3
 XUP  Var_40    O38   S49  N34  C07    48.19  30.0  3
 XUP  Var_41    C25   C07  N34  C08    73.54  30.0  2
 XUP  Var_42    O37   S49  N34  C08   -38.12  30.0  3
 XUP  Var_43    O38   S49  N34  C08  -167.65  30.0  3
 XUP  Var_44    S49   N34  C08  C09   114.15  30.0  3
 XUP  Var_45    S49   N34  C07  C25  -141.12  30.0  3
 XUP  Var_46    N34   C07  C25  C27  -175.94  30.0  2
 XUP  Var_47    O47   P48  O45  C29    30.59  30.0  1
 XUP  Var_48    O46   P48  O45  C29   154.68  30.0  1
 XUP  Var_49    O47   P48  O46  C30   164.07  30.0  1
 XUP  Var_50    O45   P48  O46  C30    37.69  30.0  1
 XUP  Var_51    P48   O45  C29  C31  -177.42  30.0  3
 XUP  Var_52    P48   O46  C30  C32   167.99  30.0  1
 XUP  Var_53    O47   P48  C28  O44   -64.82  30.0  3
 XUP  Var_54    O45   P48  C28  O44    63.66  30.0  3
 XUP  Var_55    O46   P48  C28  O44   171.80  30.0  3
 XUP  Var_56    H271  C27  C25  C26   -58.45  30.0  3
 XUP  Var_57    H272  C27  C25  C26    61.09  30.0  3
 XUP  Var_58    H273  C27  C25  C26  -178.53  30.0  3
 XUP  Var_59    H071  C07  C25  C26  -176.07  30.0  2
 XUP  Var_60    H072  C07  C25  C26   -59.72  30.0  2
 XUP  Var_61    H271  C27  C25  C07   178.49  30.0  3
 XUP  Var_62    H272  C27  C25  C07   -61.97  30.0  3
 XUP  Var_63    H273  C27  C25  C07    58.42  30.0  3
 XUP  Var_64    H263  C26  C25  C07   -58.89  30.0  3
 XUP  Var_65    H261  C26  C25  C07    61.51  30.0  3
 XUP  Var_66    H262  C26  C25  C07  -179.26  30.0  3
 XUP  Var_67    H081  C08  N34  C07   133.75  30.0  1
 XUP  Var_68    H082  C08  N34  C07    18.02  30.0  1
 XUP  Var_69    H071  C07  N34  C08   -49.30  30.0  2
 XUP  Var_70    H072  C07  N34  C08  -166.30  30.0  2
 XUP  Var_71    H071  C07  C25  C27   -53.51  30.0  2
 XUP  Var_72    H072  C07  C25  C27    62.85  30.0  2
 XUP  Var_73    H263  C26  C25  C27   179.91  30.0  3
 XUP  Var_74    H261  C26  C25  C27   -59.68  30.0  3
 XUP  Var_75    H262  C26  C25  C27    59.54  30.0  3
 XUP  Var_76    H251  C25  C07  N34   -59.29  30.0  3
 XUP  Var_77    H351  N35  C11  O40   177.04  30.0  1
 XUP  Var_78    H351  N35  C11  O41    -3.39  30.0  1
 XUP  Var_79    H313  C31  C29  O45   179.87  30.0  3
 XUP  Var_80    H311  C31  C29  O45   -60.97  30.0  3
 XUP  Var_81    H312  C31  C29  O45    60.67  30.0  3
 XUP  Var_82    H282  C28  P48  O45   -57.41  30.0  1
 XUP  Var_83    H281  C28  P48  O45  -175.47  30.0  1
 XUP  Var_84    H282  C28  P48  O46    50.74  30.0  1
 XUP  Var_85    H281  C28  P48  O46   -67.33  30.0  1
 XUP  Var_86    H321  C32  C30  O46   179.08  30.0  3
 XUP  Var_87    H322  C32  C30  O46   -61.76  30.0  3
 XUP  Var_88    H323  C32  C30  O46    60.07  30.0  3
 XUP  Var_89    H282  C28  P48  O47   174.11  30.0  1
 XUP  Var_90    H281  C28  P48  O47    56.04  30.0  1
 XUP  Var_91    H291  C29  O45  P48    61.89  30.0  2
 XUP  Var_92    H292  C29  O45  P48   -56.63  30.0  2
 XUP  Var_93    H301  C30  O46  P48   -71.28  30.0  3
 XUP  Var_94    H302  C30  O46  P48    47.07  30.0  3
 XUP  Var_95    H071  C07  N34  S49    96.04  30.0  2
 XUP  Var_96    H072  C07  N34  S49   -20.96  30.0  2
 XUP  Var_97    H081  C08  N34  S49   -10.77  30.0  1
 XUP  Var_98    H082  C08  N34  S49  -126.50  30.0  1

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
 XUP  chir_01  C10  C09  C18  N35  positiv
 XUP  chir_02  C15  O42  O43  C14  negativ
 XUP  chir_03  C09  O39  C08  C10  positiv
 XUP  chir_04  C12  O41  C13  C14  negativ
 XUP  chir_05  C14  C12  C15  C16  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
 XUP  plan-1  C20   0.020
 XUP  plan-1  C21   0.020
 XUP  plan-1  C22   0.020
 XUP  plan-1  C24   0.020
 XUP  plan-1  C18   0.020
 XUP  plan-1  C19   0.020
 XUP  plan-1  C23   0.020
 XUP  plan-1  H201  0.020
 XUP  plan-1  H211  0.020
 XUP  plan-1  H241  0.020
 XUP  plan-1  H231  0.020
 XUP  plan-1  O44   0.020
 XUP  plan-2  C11   0.020
 XUP  plan-2  N35   0.020
 XUP  plan-2  O40   0.020
 XUP  plan-2  O41   0.020
 XUP  plan-3  C01   0.020
 XUP  plan-3  C02   0.020
 XUP  plan-3  C03   0.020
 XUP  plan-3  C04   0.020
 XUP  plan-3  C05   0.020
 XUP  plan-3  C06   0.020
 XUP  plan-3  C33   0.020
 XUP  plan-3  N36   0.020
 XUP  plan-3  S49   0.020
 XUP  plan-3  S50   0.020
 XUP  plan-3  H031  0.020
 XUP  plan-3  H051  0.020
 XUP  plan-3  H061  0.020
 XUP  plan-3  H331  0.020

