# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Sep 21 22:12:40 2022
#   Inital geometry file: a 258 line input string
#   Ligand name: (19R,22S)-25-amino-22-hydroxy-22-oxido-16-oxo-17,21,23-trioxa-22lambda~5~-phosphapentacosan-19-yl (9Z)-hexadec-9-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCCC(=O)OC[C@H](CO[P](O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC
#
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
 0V9  0V9  "(19R,22S)-25-amino-22-hydroxy-22-oxido-16-oxo-17,21,23-trioxa-22lambda~5~-phosphapentacosan-19-yl (9Z)-hexadec-9-enoate"  ligand  119  47  .  2022-09-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_0V9
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
 0V9  C2   C  CH1   0  -0.055  74.4153  54.1623   7.4387
 0V9  C1   C  CH2   0  -0.229  73.9230  54.6964   6.1042
 0V9  N    N  NH2   0  -0.789  73.5070  56.4583   3.0031
 0V9  C3   C  CH2   0  -0.170  75.3689  55.1363   8.0965
 0V9  C4   C  CH2   0  -0.191  71.8807  57.8022   4.2589
 0V9  C5   C  CH2   0  -0.303  72.4390  57.4360   2.9027
 0V9  C11  C  CH2   0  -0.593  71.4532  52.8235   9.2029
 0V9  C12  C  CH2   0  -0.412  70.3658  51.8320   8.8163
 0V9  C13  C  CH2   0  -0.430  69.2175  51.7870   9.8155
 0V9  C14  C  CH2   0  -0.431  68.1156  50.8316   9.3582
 0V9  C15  C  CH2   0  -0.432  66.8634  50.7871  10.2434
 0V9  C16  C  CH2   0  -0.424  65.7531  51.7573   9.8403
 0V9  C17  C  CH2   0  -0.517  66.1820  53.2177   9.8636
 0V9  C18  C  C1    0  -0.189  65.0744  54.2065   9.6578
 0V9  C19  C  C1    0  -0.238  65.2364  55.4300   9.1524
 0V9  C20  C  CH2   0  -0.493  66.5548  55.9815   8.6840
 0V9  C21  C  CH2   0  -0.425  67.5224  56.3025   9.8277
 0V9  C22  C  CH2   0  -0.458  68.9248  56.6282   9.3251
 0V9  C23  C  CH2   0  -0.444  69.9917  56.7284  10.4222
 0V9  C24  C  CH2   0  -0.425  70.2756  58.1379  10.9335
 0V9  C25  C  CH3   0  -0.673  69.0770  58.8381  11.5585
 0V9  C30  C  C     0   0.575  76.5948  55.2954  10.0973
 0V9  C31  C  CH2   0  -0.544  76.8747  54.6459  11.4237
 0V9  C32  C  CH2   0  -0.449  75.8627  55.1239  12.4770
 0V9  C33  C  CH2   0  -0.420  74.4676  54.5436  12.2879
 0V9  C34  C  CH2   0  -0.411  73.4319  55.1125  13.2488
 0V9  C35  C  CH2   0  -0.422  72.0866  54.4136  13.0988
 0V9  C36  C  CH2   0  -0.422  70.9300  55.1131  13.7980
 0V9  C37  C  CH2   0  -0.425  69.6143  54.3642  13.6201
 0V9  C38  C  CH2   0  -0.429  68.3802  55.1980  13.9341
 0V9  C39  C  CH2   0  -0.428  67.0803  54.4308  13.7227
 0V9  C40  C  CH2   0  -0.418  65.8602  55.3308  13.5815
 0V9  C41  C  CH2   0  -0.416  64.5738  54.5646  13.2991
 0V9  C42  C  CH2   0  -0.412  63.4302  55.4648  12.8495
 0V9  C43  C  CH2   0  -0.411  62.1669  54.6994  12.4816
 0V9  C44  C  CH2   0  -0.416  61.0559  55.5949  11.9479
 0V9  C45  C  CH3   0  -0.659  59.8124  54.8162  11.5425
 0V9  O4   O  O     0  -0.445  72.7983  52.0230   7.3763
 0V9  O5   O  O     0  -0.445  76.9517  56.4077   9.7986
 0V9  O2   O  O2    0  -0.469  73.3234  53.9684   8.3391
 0V9  O3   O  O2    0  -0.453  75.8520  54.5344   9.2946
 0V9  O1P  O  OH1   0  -0.738  71.5833  57.2894   7.3224
 0V9  O2P  O  O     0  -0.685  70.8913  54.8579   6.5716
 0V9  O3P  O  O2    0  -0.587  73.2588  55.9430   6.2939
 0V9  O4P  O  O2    0  -0.570  71.2555  56.6608   4.8633
 0V9  P    P  P     0   1.478  71.6701  56.0782   6.2829
 0V9  H1   H  HCH1  0   0.273  74.9314  53.2168   7.2461
 0V9  H2   H  HCH2  0   0.268  73.2815  53.9660   5.6102
 0V9  H3   H  HCH2  0   0.272  74.7745  54.8794   5.4477
 0V9  H4   H  HNH2  0   0.352  73.7849  56.1652   2.0758
 0V9  H5   H  HNH2  0   0.343  74.3252  56.8883   3.4162
 0V9  H7   H  HCH2  0   0.253  76.1935  55.3401   7.4088
 0V9  H8   H  HCH2  0   0.250  74.8724  56.0814   8.3237
 0V9  H9   H  HCH2  0   0.232  72.6713  58.2095   4.8948
 0V9  H10  H  HCH2  0   0.248  71.1181  58.5747   4.1494
 0V9  H11  H  HCH2  0   0.208  72.7336  58.3802   2.4237
 0V9  H12  H  HCH2  0   0.233  71.6377  57.0197   2.2879
 0V9  H13  H  HCH2  0   0.274  71.8886  52.5570  10.1731
 0V9  H14  H  HCH2  0   0.270  71.0368  53.8259   9.3288
 0V9  H15  H  HCH2  0   0.222  69.9700  52.1013   7.8327
 0V9  H16  H  HCH2  0   0.223  70.7935  50.8318   8.7135
 0V9  H17  H  HCH2  0   0.215  69.5915  51.4717  10.7957
 0V9  H18  H  HCH2  0   0.222  68.8242  52.7967   9.9576
 0V9  H19  H  HCH2  0   0.212  67.8218  51.0851   8.3330
 0V9  H20  H  HCH2  0   0.222  68.5492  49.8289   9.2980
 0V9  H21  H  HCH2  0   0.226  66.4484  49.7763  10.2220
 0V9  H22  H  HCH2  0   0.212  67.1439  50.9702  11.2865
 0V9  H23  H  HCH2  0   0.216  65.3871  51.4978   8.8415
 0V9  H24  H  HCH2  0   0.218  64.9050  51.6239  10.5197
 0V9  H25  H  HCH2  0   0.246  66.6504  53.4190  10.8340
 0V9  H26  H  HCH2  0   0.239  66.9656  53.3902   9.1218
 0V9  H27  H  H     0   0.231  64.0836  53.9076   9.9908
 0V9  H28  H  H     0   0.226  64.3690  56.0796   9.0909
 0V9  H29  H  HCH2  0   0.227  67.0397  55.2560   8.0207
 0V9  H30  H  HCH2  0   0.233  66.3922  56.8785   8.0818
 0V9  H31  H  HCH2  0   0.226  67.1199  57.1208  10.4303
 0V9  H32  H  HCH2  0   0.228  67.5871  55.4400  10.4974
 0V9  H33  H  HCH2  0   0.225  69.2141  55.8424   8.6213
 0V9  H34  H  HCH2  0   0.210  68.8942  57.5579   8.7423
 0V9  H35  H  HCH2  0   0.229  69.6963  56.0914  11.2629
 0V9  H36  H  HCH2  0   0.224  70.9309  56.3084  10.0523
 0V9  H37  H  HCH2  0   0.217  71.0838  58.0826  11.6690
 0V9  H38  H  HCH2  0   0.211  70.6603  58.7453  10.1079
 0V9  H39  H  HCH3  0   0.227  69.3578  59.8085  11.9699
 0V9  H40  H  HCH3  0   0.221  68.2853  59.0111  10.8283
 0V9  H41  H  HCH3  0   0.221  68.6527  58.2442  12.3706
 0V9  H42  H  HCH2  0   0.256  76.8430  53.5583  11.3440
 0V9  H43  H  HCH2  0   0.272  77.8818  54.9307  11.7306
 0V9  H44  H  HCH2  0   0.242  76.2413  54.8386  13.4615
 0V9  H45  H  HCH2  0   0.229  75.8248  56.2171  12.4727
 0V9  H46  H  HCH2  0   0.218  74.1122  54.7164  11.2681
 0V9  H47  H  HCH2  0   0.214  74.5201  53.4558  12.4059
 0V9  H48  H  HCH2  0   0.211  73.7843  55.0265  14.2819
 0V9  H49  H  HCH2  0   0.209  73.3123  56.1840  13.0537
 0V9  H50  H  HCH2  0   0.213  71.8466  54.3358  12.0317
 0V9  H51  H  HCH2  0   0.210  72.1714  53.3833  13.4612
 0V9  H52  H  HCH2  0   0.214  71.1474  55.2385  14.8638
 0V9  H53  H  HCH2  0   0.212  70.8311  56.1249  13.3878
 0V9  H54  H  HCH2  0   0.205  69.5388  54.0233  12.5804
 0V9  H55  H  HCH2  0   0.216  69.6211  53.4559  14.2319
 0V9  H56  H  HCH2  0   0.212  68.4279  55.5818  14.9583
 0V9  H57  H  HCH2  0   0.216  68.3863  56.0792  13.2816
 0V9  H58  H  HCH2  0   0.213  66.9313  53.7149  14.5378
 0V9  H59  H  HCH2  0   0.216  67.1704  53.8291  12.8113
 0V9  H60  H  HCH2  0   0.205  66.0434  56.0351  12.7617
 0V9  H61  H  HCH2  0   0.210  65.7374  55.9439  14.4808
 0V9  H62  H  HCH2  0   0.209  64.2756  53.9990  14.1882
 0V9  H63  H  HCH2  0   0.211  64.7627  53.8203  12.5174
 0V9  H64  H  HCH2  0   0.204  63.7614  56.0418  11.9793
 0V9  H65  H  HCH2  0   0.207  63.2048  56.1966  13.6331
 0V9  H66  H  HCH2  0   0.206  61.8028  54.1458  13.3541
 0V9  H67  H  HCH2  0   0.208  62.4109  53.9440  11.7258
 0V9  H68  H  HCH2  0   0.208  61.4315  56.1567  11.0869
 0V9  H69  H  HCH2  0   0.209  60.7949  56.3402  12.7054
 0V9  H70  H  HCH3  0   0.224  59.0289  55.4752  11.1665
 0V9  H71  H  HCH3  0   0.214  60.0408  54.0934  10.7567
 0V9  H72  H  HCH3  0   0.214  59.4002  54.2625  12.3882
 0V9  H73  H  HOH1  0   0.502  70.6961  57.6569   7.4370
 0V9  C10  C  C     0   0.628  72.5706  52.8735   8.1979

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
 0V9  C5   N    single  1.451  0.020  1.451
 0V9  C5   C4   single  1.512  0.020  1.512
 0V9  C4   O4P  single  1.435  0.020  1.435
 0V9  O4P  P    single  1.590  0.020  1.590
 0V9  P    O2P  double  1.476  0.020  1.476
 0V9  P    O1P  single  1.598  0.020  1.598
 0V9  P    O3P  single  1.594  0.020  1.594
 0V9  O3P  C1   single  1.425  0.020  1.425
 0V9  C1   C2   single  1.519  0.020  1.519
 0V9  C2   O2   single  1.429  0.020  1.429
 0V9  C2   C3   single  1.513  0.020  1.513
 0V9  O2   C10  single  1.336  0.020  1.336
 0V9  C3   O3   single  1.425  0.020  1.425
 0V9  O4   C10  double  1.204  0.020  1.204
 0V9  C10  C11  single  1.504  0.020  1.504
 0V9  O3   C30  single  1.332  0.020  1.332
 0V9  C12  C11  single  1.521  0.020  1.521
 0V9  C12  C13  single  1.523  0.020  1.523
 0V9  C14  C13  single  1.528  0.020  1.528
 0V9  C14  C15  single  1.534  0.020  1.534
 0V9  O5   C30  double  1.206  0.020  1.206
 0V9  C30  C31  single  1.503  0.020  1.503
 0V9  C16  C15  single  1.529  0.020  1.529
 0V9  C16  C17  single  1.522  0.020  1.522
 0V9  C19  C18  double  1.334  0.020  1.334
 0V9  C19  C20  single  1.504  0.020  1.504
 0V9  C18  C17  single  1.499  0.020  1.499
 0V9  C20  C21  single  1.532  0.020  1.532
 0V9  C31  C32  single  1.537  0.020  1.537
 0V9  C45  C44  single  1.522  0.020  1.522
 0V9  C21  C22  single  1.525  0.020  1.525
 0V9  C32  C33  single  1.523  0.020  1.523
 0V9  C33  C34  single  1.523  0.020  1.523
 0V9  C22  C23  single  1.534  0.020  1.534
 0V9  C44  C43  single  1.524  0.020  1.524
 0V9  C43  C42  single  1.522  0.020  1.522
 0V9  C34  C35  single  1.523  0.020  1.523
 0V9  C35  C36  single  1.522  0.020  1.522
 0V9  C23  C24  single  1.526  0.020  1.526
 0V9  C42  C41  single  1.523  0.020  1.523
 0V9  C36  C37  single  1.524  0.020  1.524
 0V9  C24  C25  single  1.522  0.020  1.522
 0V9  C41  C40  single  1.524  0.020  1.524
 0V9  C37  C38  single  1.522  0.020  1.522
 0V9  C40  C39  single  1.523  0.020  1.523
 0V9  C39  C38  single  1.524  0.020  1.524
 0V9  C2   H1   single  0.970  0.020  1.090
 0V9  C1   H2   single  0.970  0.020  1.090
 0V9  C1   H3   single  0.970  0.020  1.090
 0V9  N    H4   single  0.890  0.020  1.040
 0V9  N    H5   single  0.890  0.020  1.040
 0V9  C3   H7   single  0.970  0.020  1.090
 0V9  C3   H8   single  0.970  0.020  1.090
 0V9  C4   H9   single  0.970  0.020  1.090
 0V9  C4   H10  single  0.970  0.020  1.090
 0V9  C5   H11  single  0.970  0.020  1.090
 0V9  C5   H12  single  0.970  0.020  1.090
 0V9  C11  H13  single  0.970  0.020  1.090
 0V9  C11  H14  single  0.970  0.020  1.090
 0V9  C12  H15  single  0.970  0.020  1.090
 0V9  C12  H16  single  0.970  0.020  1.090
 0V9  C13  H17  single  0.970  0.020  1.090
 0V9  C13  H18  single  0.970  0.020  1.090
 0V9  C14  H19  single  0.970  0.020  1.090
 0V9  C14  H20  single  0.970  0.020  1.090
 0V9  C15  H21  single  0.970  0.020  1.090
 0V9  C15  H22  single  0.970  0.020  1.090
 0V9  C16  H23  single  0.970  0.020  1.090
 0V9  C16  H24  single  0.970  0.020  1.090
 0V9  C17  H25  single  0.970  0.020  1.090
 0V9  C17  H26  single  0.970  0.020  1.090
 0V9  C18  H27  single  0.930  0.020  1.080
 0V9  C19  H28  single  0.930  0.020  1.080
 0V9  C20  H29  single  0.970  0.020  1.090
 0V9  C20  H30  single  0.970  0.020  1.090
 0V9  C21  H31  single  0.970  0.020  1.090
 0V9  C21  H32  single  0.970  0.020  1.090
 0V9  C22  H33  single  0.970  0.020  1.090
 0V9  C22  H34  single  0.970  0.020  1.090
 0V9  C23  H35  single  0.970  0.020  1.090
 0V9  C23  H36  single  0.970  0.020  1.090
 0V9  C24  H37  single  0.970  0.020  1.090
 0V9  C24  H38  single  0.970  0.020  1.090
 0V9  C25  H39  single  0.970  0.020  1.090
 0V9  C25  H40  single  0.970  0.020  1.090
 0V9  C25  H41  single  0.970  0.020  1.090
 0V9  C31  H42  single  0.970  0.020  1.090
 0V9  C31  H43  single  0.970  0.020  1.090
 0V9  C32  H44  single  0.970  0.020  1.090
 0V9  C32  H45  single  0.970  0.020  1.090
 0V9  C33  H46  single  0.970  0.020  1.090
 0V9  C33  H47  single  0.970  0.020  1.090
 0V9  C34  H48  single  0.970  0.020  1.090
 0V9  C34  H49  single  0.970  0.020  1.090
 0V9  C35  H50  single  0.970  0.020  1.090
 0V9  C35  H51  single  0.970  0.020  1.090
 0V9  C36  H52  single  0.970  0.020  1.090
 0V9  C36  H53  single  0.970  0.020  1.090
 0V9  C37  H54  single  0.970  0.020  1.090
 0V9  C37  H55  single  0.970  0.020  1.090
 0V9  C38  H56  single  0.970  0.020  1.090
 0V9  C38  H57  single  0.970  0.020  1.090
 0V9  C39  H58  single  0.970  0.020  1.090
 0V9  C39  H59  single  0.970  0.020  1.090
 0V9  C40  H60  single  0.970  0.020  1.090
 0V9  C40  H61  single  0.970  0.020  1.090
 0V9  C41  H62  single  0.970  0.020  1.090
 0V9  C41  H63  single  0.970  0.020  1.090
 0V9  C42  H64  single  0.970  0.020  1.090
 0V9  C42  H65  single  0.970  0.020  1.090
 0V9  C43  H66  single  0.970  0.020  1.090
 0V9  C43  H67  single  0.970  0.020  1.090
 0V9  C44  H68  single  0.970  0.020  1.090
 0V9  C44  H69  single  0.970  0.020  1.090
 0V9  C45  H70  single  0.970  0.020  1.090
 0V9  C45  H71  single  0.970  0.020  1.090
 0V9  C45  H72  single  0.970  0.020  1.090
 0V9  O1P  H73  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
 0V9  H1   C2   O2   110.74  3.000
 0V9  H1   C2   C3   109.60  3.000
 0V9  O2   C2   C3   107.16  3.000
 0V9  H1   C2   C1   107.58  3.000
 0V9  C3   C2   C1   111.07  3.000
 0V9  O2   C2   C1   110.71  3.000
 0V9  H3   C1   H2   107.40  3.000
 0V9  H3   C1   O3P  107.29  3.000
 0V9  H2   C1   O3P  111.84  3.000
 0V9  H3   C1   C2   109.55  3.000
 0V9  H2   C1   C2   110.67  3.000
 0V9  O3P  C1   C2   109.97  3.000
 0V9  H5   N    H4   105.97  3.000
 0V9  H5   N    C5   109.68  3.000
 0V9  H4   N    C5   109.51  3.000
 0V9  H8   C3   H7   108.23  3.000
 0V9  H8   C3   O3   110.17  3.000
 0V9  H7   C3   O3   110.60  3.000
 0V9  H8   C3   C2   111.17  3.000
 0V9  H7   C3   C2   108.78  3.000
 0V9  O3   C3   C2   107.89  3.000
 0V9  H10  C4   H9   107.46  3.000
 0V9  H10  C4   O4P  107.51  3.000
 0V9  H9   C4   O4P  111.50  3.000
 0V9  H10  C4   C5   109.86  3.000
 0V9  H9   C4   C5   110.18  3.000
 0V9  O4P  C4   C5   110.24  3.000
 0V9  H12  C5   H11  106.18  3.000
 0V9  H12  C5   C4   109.05  3.000
 0V9  H11  C5   C4   106.37  3.000
 0V9  H12  C5   N    108.79  3.000
 0V9  H11  C5   N    114.31  3.000
 0V9  C4   C5   N    111.90  3.000
 0V9  H14  C11  H13  105.80  3.000
 0V9  H14  C11  C12  110.77  3.000
 0V9  H13  C11  C12  110.51  3.000
 0V9  H14  C11  C10  109.25  3.000
 0V9  H13  C11  C10  107.73  3.000
 0V9  C12  C11  C10  112.51  3.000
 0V9  H16  C12  H15  106.40  3.000
 0V9  H16  C12  C13  109.26  3.000
 0V9  H15  C12  C13  108.93  3.000
 0V9  H16  C12  C11  109.92  3.000
 0V9  H15  C12  C11  109.07  3.000
 0V9  C13  C12  C11  113.04  3.000
 0V9  H18  C13  H17  105.81  3.000
 0V9  H18  C13  C14  110.92  3.000
 0V9  H17  C13  C14  109.51  3.000
 0V9  H18  C13  C12  109.23  3.000
 0V9  H17  C13  C12  109.76  3.000
 0V9  C14  C13  C12  111.45  3.000
 0V9  H20  C14  H19  105.47  3.000
 0V9  H20  C14  C15  109.19  3.000
 0V9  H19  C14  C15  109.12  3.000
 0V9  H20  C14  C13  107.68  3.000
 0V9  H19  C14  C13  109.18  3.000
 0V9  C15  C14  C13  115.72  3.000
 0V9  H22  C15  H21  105.69  3.000
 0V9  H22  C15  C16  109.33  3.000
 0V9  H21  C15  C16  107.82  3.000
 0V9  H22  C15  C14  109.61  3.000
 0V9  H21  C15  C14  108.99  3.000
 0V9  C16  C15  C14  114.98  3.000
 0V9  H24  C16  H23  106.16  3.000
 0V9  H24  C16  C17  109.00  3.000
 0V9  H23  C16  C17  109.61  3.000
 0V9  H24  C16  C15  108.76  3.000
 0V9  H23  C16  C15  109.45  3.000
 0V9  C17  C16  C15  113.59  3.000
 0V9  H26  C17  H25  105.40  3.000
 0V9  H26  C17  C18  109.43  3.000
 0V9  H25  C17  C18  108.43  3.000
 0V9  H26  C17  C16  110.06  3.000
 0V9  H25  C17  C16  108.07  3.000
 0V9  C18  C17  C16  115.00  3.000
 0V9  H27  C18  C19  118.62  3.000
 0V9  H27  C18  C17  116.75  3.000
 0V9  C19  C18  C17  124.57  3.000
 0V9  H28  C19  C20  117.61  3.000
 0V9  H28  C19  C18  118.26  3.000
 0V9  C20  C19  C18  124.12  3.000
 0V9  H30  C20  H29  106.01  3.000
 0V9  H30  C20  C21  109.48  3.000
 0V9  H29  C20  C21  108.12  3.000
 0V9  H30  C20  C19  110.01  3.000
 0V9  H29  C20  C19  109.48  3.000
 0V9  C21  C20  C19  113.45  3.000
 0V9  H32  C21  H31  105.94  3.000
 0V9  H32  C21  C22  108.41  3.000
 0V9  H31  C21  C22  111.12  3.000
 0V9  H32  C21  C20  109.22  3.000
 0V9  H31  C21  C20  109.62  3.000
 0V9  C22  C21  C20  112.30  3.000
 0V9  H34  C22  H33  105.92  3.000
 0V9  H34  C22  C23  110.11  3.000
 0V9  H33  C22  C23  108.85  3.000
 0V9  H34  C22  C21  109.29  3.000
 0V9  H33  C22  C21  107.57  3.000
 0V9  C23  C22  C21  114.70  3.000
 0V9  H36  C23  H35  105.54  3.000
 0V9  H36  C23  C24  107.96  3.000
 0V9  H35  C23  C24  109.28  3.000
 0V9  H36  C23  C22  109.30  3.000
 0V9  H35  C23  C22  108.87  3.000
 0V9  C24  C23  C22  115.43  3.000
 0V9  H38  C24  H37  105.99  3.000
 0V9  H38  C24  C25  109.33  3.000
 0V9  H37  C24  C25  109.20  3.000
 0V9  H38  C24  C23  108.98  3.000
 0V9  H37  C24  C23  108.42  3.000
 0V9  C25  C24  C23  114.58  3.000
 0V9  H41  C25  H40  107.58  3.000
 0V9  H41  C25  H39  107.66  3.000
 0V9  H40  C25  H39  107.35  3.000
 0V9  H41  C25  C24  111.17  3.000
 0V9  H40  C25  C24  111.69  3.000
 0V9  H39  C25  C24  111.19  3.000
 0V9  O3   C30  O5   122.87  3.000
 0V9  O5   C30  C31  124.21  3.000
 0V9  O3   C30  C31  112.86  3.000
 0V9  H43  C31  H42  107.92  3.000
 0V9  H43  C31  C32  109.51  3.000
 0V9  H42  C31  C32  109.94  3.000
 0V9  H43  C31  C30  107.89  3.000
 0V9  H42  C31  C30  111.15  3.000
 0V9  C32  C31  C30  110.35  3.000
 0V9  H45  C32  H44  106.05  3.000
 0V9  H45  C32  C33  110.40  3.000
 0V9  H44  C32  C33  109.26  3.000
 0V9  H45  C32  C31  109.33  3.000
 0V9  H44  C32  C31  107.95  3.000
 0V9  C33  C32  C31  113.56  3.000
 0V9  H47  C33  H46  105.83  3.000
 0V9  H47  C33  C34  109.61  3.000
 0V9  H46  C33  C34  107.95  3.000
 0V9  H47  C33  C32  108.73  3.000
 0V9  H46  C33  C32  110.69  3.000
 0V9  C34  C33  C32  113.72  3.000
 0V9  H49  C34  H48  106.26  3.000
 0V9  H49  C34  C35  109.56  3.000
 0V9  H48  C34  C35  109.94  3.000
 0V9  H49  C34  C33  109.10  3.000
 0V9  H48  C34  C33  110.30  3.000
 0V9  C35  C34  C33  111.53  3.000
 0V9  H51  C35  H50  105.80  3.000
 0V9  H51  C35  C36  109.83  3.000
 0V9  H50  C35  C36  108.27  3.000
 0V9  H51  C35  C34  109.30  3.000
 0V9  H50  C35  C34  108.76  3.000
 0V9  C36  C35  C34  114.52  3.000
 0V9  H53  C36  H52  106.05  3.000
 0V9  H53  C36  C37  109.38  3.000
 0V9  H52  C36  C37  109.96  3.000
 0V9  H53  C36  C35  108.71  3.000
 0V9  H52  C36  C35  110.42  3.000
 0V9  C37  C36  C35  112.12  3.000
 0V9  H55  C37  H54  105.79  3.000
 0V9  H55  C37  C38  110.13  3.000
 0V9  H54  C37  C38  108.06  3.000
 0V9  H55  C37  C36  109.68  3.000
 0V9  H54  C37  C36  108.83  3.000
 0V9  C38  C37  C36  114.00  3.000
 0V9  H57  C38  H56  105.94  3.000
 0V9  H57  C38  C39  109.07  3.000
 0V9  H56  C38  C39  110.08  3.000
 0V9  H57  C38  C37  108.24  3.000
 0V9  H56  C38  C37  110.47  3.000
 0V9  C39  C38  C37  112.78  3.000
 0V9  H59  C39  H58  105.74  3.000
 0V9  H59  C39  C40  108.26  3.000
 0V9  H58  C39  C40  110.27  3.000
 0V9  H59  C39  C38  108.76  3.000
 0V9  H58  C39  C38  110.00  3.000
 0V9  C40  C39  C38  113.50  3.000
 0V9  H61  C40  H60  105.85  3.000
 0V9  H61  C40  C41  109.82  3.000
 0V9  H60  C40  C41  108.99  3.000
 0V9  H61  C40  C39  110.15  3.000
 0V9  H60  C40  C39  108.37  3.000
 0V9  C41  C40  C39  113.35  3.000
 0V9  H63  C41  H62  105.98  3.000
 0V9  H63  C41  C42  108.68  3.000
 0V9  H62  C41  C42  109.90  3.000
 0V9  H63  C41  C40  109.16  3.000
 0V9  H62  C41  C40  109.82  3.000
 0V9  C42  C41  C40  113.04  3.000
 0V9  H65  C42  H64  106.17  3.000
 0V9  H65  C42  C43  109.76  3.000
 0V9  H64  C42  C43  108.90  3.000
 0V9  H65  C42  C41  109.76  3.000
 0V9  H64  C42  C41  108.58  3.000
 0V9  C43  C42  C41  113.40  3.000
 0V9  H67  C43  H66  105.95  3.000
 0V9  H67  C43  C44  109.02  3.000
 0V9  H66  C43  C44  109.49  3.000
 0V9  H67  C43  C42  109.18  3.000
 0V9  H66  C43  C42  109.72  3.000
 0V9  C44  C43  C42  113.22  3.000
 0V9  H69  C44  H68  106.07  3.000
 0V9  H69  C44  C45  109.75  3.000
 0V9  H68  C44  C45  109.47  3.000
 0V9  H69  C44  C43  109.38  3.000
 0V9  H68  C44  C43  109.09  3.000
 0V9  C45  C44  C43  112.85  3.000
 0V9  H72  C45  H71  107.50  3.000
 0V9  H72  C45  H70  107.60  3.000
 0V9  H71  C45  H70  107.58  3.000
 0V9  H72  C45  C44  111.20  3.000
 0V9  H71  C45  C44  111.07  3.000
 0V9  H70  C45  C44  111.69  3.000
 0V9  C10  O2   C2   118.37  3.000
 0V9  C30  O3   C3   117.01  3.000
 0V9  H73  O1P  P    114.51  3.000
 0V9  P    O3P  C1   122.52  3.000
 0V9  P    O4P  C4   123.64  3.000
 0V9  O4P  P    O3P  107.29  3.000
 0V9  O3P  P    O2P  117.02  3.000
 0V9  O4P  P    O2P  109.88  3.000
 0V9  O3P  P    O1P   96.54  3.000
 0V9  O2P  P    O1P  118.07  3.000
 0V9  O4P  P    O1P  106.79  3.000
 0V9  O2   C10  O4   122.98  3.000
 0V9  O4   C10  C11  124.96  3.000
 0V9  O2   C10  C11  112.04  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
 0V9  Var_01   C20  C19  C18  C17     1.56   0.0  2
 0V9  Var_02   P    O3P  C1   C2   -102.76  30.0  3
 0V9  Var_03   O4   C10  O2   C2      2.56  30.0  3
 0V9  Var_04   C11  C10  O2   C2   -179.13  30.0  3
 0V9  Var_05   C30  O3   C3   C2   -172.81  30.0  3
 0V9  Var_06   O4P  P    O3P  C1   -101.72  30.0  1
 0V9  Var_07   O2P  P    O3P  C1     22.23  30.0  1
 0V9  Var_08   O1P  P    O3P  C1    148.39  30.0  1
 0V9  Var_09   O4P  C4   C5   N     -64.60  30.0  3
 0V9  Var_10   O5   C30  O3   C3     -6.12  30.0  3
 0V9  Var_11   C31  C30  O3   C3    171.06  30.0  3
 0V9  Var_12   O2P  P    O4P  C4   -176.53  30.0  3
 0V9  Var_13   O1P  P    O4P  C4     54.29  30.0  3
 0V9  Var_14   O3P  P    O4P  C4    -48.33  30.0  3
 0V9  Var_15   P    O4P  C4   C5    122.91  30.0  3
 0V9  Var_16   C13  C12  C11  C10  -179.13  30.0  2
 0V9  Var_17   C14  C13  C12  C11   177.23  30.0  3
 0V9  Var_18   O2   C10  C11  C12   163.21  30.0  1
 0V9  Var_19   O4   C10  C11  C12   -18.52  30.0  1
 0V9  Var_20   C15  C14  C13  C12  -175.75  30.0  2
 0V9  Var_21   C16  C15  C14  C13    91.58  30.0  3
 0V9  Var_22   C17  C16  C15  C14   -59.80  30.0  2
 0V9  Var_23   C18  C17  C16  C15  -172.00  30.0  3
 0V9  Var_24   C19  C18  C17  C16  -153.65  30.0  2
 0V9  Var_25   C21  C20  C19  C18   -71.80  30.0  3
 0V9  Var_26   C22  C21  C20  C19   170.11  30.0  3
 0V9  Var_27   C23  C22  C21  C20  -170.29  30.0  3
 0V9  Var_28   C24  C23  C22  C21   -95.49  30.0  3
 0V9  Var_29   C25  C24  C23  C22    60.64  30.0  3
 0V9  Var_30   C33  C32  C31  C30    72.78  30.0  3
 0V9  Var_31   C34  C33  C32  C31  -174.64  30.0  3
 0V9  Var_32   O3   C30  C31  C32   -95.87  30.0  1
 0V9  Var_33   O5   C30  C31  C32    81.27  30.0  1
 0V9  Var_34   C35  C34  C33  C32  -175.06  30.0  3
 0V9  Var_35   C36  C35  C34  C33  -167.45  30.0  3
 0V9  Var_36   C37  C36  C35  C34  -179.65  30.0  3
 0V9  Var_37   C38  C37  C36  C35  -163.07  30.0  3
 0V9  Var_38   C39  C38  C37  C36   178.95  30.0  3
 0V9  Var_39   C40  C39  C38  C37  -161.09  30.0  1
 0V9  Var_40   C41  C40  C39  C38   177.04  30.0  1
 0V9  Var_41   C42  C41  C40  C39  -166.97  30.0  1
 0V9  Var_42   C43  C42  C41  C40   176.40  30.0  1
 0V9  Var_43   C44  C43  C42  C41  -176.31  30.0  1
 0V9  Var_44   C45  C44  C43  C42   178.23  30.0  1
 0V9  Var_45   H28  C19  C18  C17  -177.19   0.0  2
 0V9  Var_46   H27  C18  C19  C20   178.58   0.0  2
 0V9  Var_47   H9   C4   C5   N      58.88  30.0  3
 0V9  Var_48   H10  C4   C5   N     177.09  30.0  3
 0V9  Var_49   H4   N    C5   C4    173.92  30.0  3
 0V9  Var_50   H5   N    C5   C4    -70.19  30.0  3
 0V9  Var_51   H15  C12  C11  C10   -57.79  30.0  2
 0V9  Var_52   H16  C12  C11  C10    58.51  30.0  2
 0V9  Var_53   H17  C13  C12  C11   -61.27  30.0  3
 0V9  Var_54   H18  C13  C12  C11    54.32  30.0  3
 0V9  Var_55   H19  C14  C13  C12   -52.22  30.0  2
 0V9  Var_56   H20  C14  C13  C12    61.81  30.0  2
 0V9  Var_57   H13  C11  C12  C13    60.41  30.0  3
 0V9  Var_58   H14  C11  C12  C13   -56.52  30.0  3
 0V9  Var_59   H21  C15  C14  C13  -147.26  30.0  3
 0V9  Var_60   H22  C15  C14  C13   -32.03  30.0  3
 0V9  Var_61   H15  C12  C13  C14    55.81  30.0  1
 0V9  Var_62   H16  C12  C13  C14   -60.04  30.0  1
 0V9  Var_63   H23  C16  C15  C14    63.06  30.0  2
 0V9  Var_64   H24  C16  C15  C14   178.63  30.0  2
 0V9  Var_65   H17  C13  C14  C15    62.60  30.0  3
 0V9  Var_66   H18  C13  C14  C15   -53.81  30.0  3
 0V9  Var_67   H25  C17  C16  C15   -50.73  30.0  3
 0V9  Var_68   H26  C17  C16  C15    63.88  30.0  3
 0V9  Var_69   H19  C14  C15  C16   -31.98  30.0  1
 0V9  Var_70   H20  C14  C15  C16  -146.79  30.0  1
 0V9  Var_71   H27  C18  C17  C16    29.28  30.0  2
 0V9  Var_72   H21  C15  C16  C17   178.41  30.0  3
 0V9  Var_73   H22  C15  C16  C17    63.96  30.0  3
 0V9  Var_74   H29  C20  C19  C18    49.07  30.0  3
 0V9  Var_75   H30  C20  C19  C18   165.19  30.0  3
 0V9  Var_76   H23  C16  C17  C18    65.23  30.0  1
 0V9  Var_77   H24  C16  C17  C18   -50.56  30.0  1
 0V9  Var_78   H25  C17  C18  C19    85.28  30.0  3
 0V9  Var_79   H26  C17  C18  C19   -29.20  30.0  3
 0V9  Var_80   H31  C21  C20  C19   -65.85  30.0  3
 0V9  Var_81   H32  C21  C20  C19    49.81  30.0  3
 0V9  Var_82   H33  C22  C21  C20   -49.03  30.0  3
 0V9  Var_83   H34  C22  C21  C20    65.52  30.0  3
 0V9  Var_84   H28  C19  C20  C21   106.96  30.0  1
 0V9  Var_85   H35  C23  C22  C21    27.80  30.0  3
 0V9  Var_86   H36  C23  C22  C21   142.62  30.0  3
 0V9  Var_87   H29  C20  C21  C22    48.48  30.0  2
 0V9  Var_88   H30  C20  C21  C22   -66.58  30.0  2
 0V9  Var_89   H37  C24  C23  C22  -177.12  30.0  3
 0V9  Var_90   H38  C24  C23  C22   -62.19  30.0  3
 0V9  Var_91   H31  C21  C22  C23    66.51  30.0  1
 0V9  Var_92   H32  C21  C22  C23   -49.52  30.0  1
 0V9  Var_93   H39  C25  C24  C23   175.82  30.0  3
 0V9  Var_94   H40  C25  C24  C23   -64.29  30.0  3
 0V9  Var_95   H41  C25  C24  C23    55.88  30.0  3
 0V9  Var_96   H33  C22  C23  C24   143.97  30.0  2
 0V9  Var_97   H34  C22  C23  C24    28.27  30.0  2
 0V9  Var_98   H35  C23  C24  C25   -62.43  30.0  1
 0V9  Var_99   H36  C23  C24  C25  -176.75  30.0  1
 0V9  Var_100  H7   C3   O3   C30    68.33  30.0  2
 0V9  Var_101  H8   C3   O3   C30   -51.28  30.0  2
 0V9  Var_102  H44  C32  C31  C30  -165.93  30.0  3
 0V9  Var_103  H45  C32  C31  C30   -50.99  30.0  3
 0V9  Var_104  H46  C33  C32  C31   -52.92  30.0  3
 0V9  Var_105  H47  C33  C32  C31    62.94  30.0  3
 0V9  Var_106  H48  C34  C33  C32   -52.58  30.0  3
 0V9  Var_107  H49  C34  C33  C32    63.78  30.0  3
 0V9  Var_108  H42  C31  C32  C33   -50.17  30.0  2
 0V9  Var_109  H43  C31  C32  C33  -168.59  30.0  2
 0V9  Var_110  H50  C35  C34  C33   -46.20  30.0  3
 0V9  Var_111  H51  C35  C34  C33    68.86  30.0  3
 0V9  Var_112  H44  C32  C33  C34    64.80  30.0  1
 0V9  Var_113  H45  C32  C33  C34   -51.46  30.0  1
 0V9  Var_114  H52  C36  C35  C34   -56.66  30.0  3
 0V9  Var_115  H53  C36  C35  C34    59.29  30.0  3
 0V9  Var_116  H46  C33  C34  C35    61.71  30.0  2
 0V9  Var_117  H47  C33  C34  C35   -53.12  30.0  2
 0V9  Var_118  H54  C37  C36  C35   -42.38  30.0  3
 0V9  Var_119  H55  C37  C36  C35    72.92  30.0  3
 0V9  Var_120  H48  C34  C35  C36    69.87  30.0  1
 0V9  Var_121  H49  C34  C35  C36   -46.55  30.0  1
 0V9  Var_122  H56  C38  C37  C36   -57.39  30.0  3
 0V9  Var_123  H57  C38  C37  C36    58.19  30.0  3
 0V9  Var_124  H50  C35  C36  C37    58.83  30.0  2
 0V9  Var_125  H51  C35  C36  C37   -56.24  30.0  2
 0V9  Var_126  H58  C39  C38  C37    74.84  30.0  1
 0V9  Var_127  H59  C39  C38  C37   -40.53  30.0  1
 0V9  Var_128  H52  C36  C37  C38    73.68  30.0  2
 0V9  Var_129  H53  C36  C37  C38   -42.40  30.0  2
 0V9  Var_130  H60  C40  C39  C38    55.91  30.0  1
 0V9  Var_131  H61  C40  C39  C38   -59.47  30.0  1
 0V9  Var_132  H62  C41  C40  C39    69.90  30.0  1
 0V9  Var_133  H63  C41  C40  C39   -45.89  30.0  1
 0V9  Var_134  H54  C37  C38  C39    57.83  30.0  1
 0V9  Var_135  H55  C37  C38  C39   -57.28  30.0  1
 0V9  Var_136  H64  C42  C41  C40    55.21  30.0  1
 0V9  Var_137  H65  C42  C41  C40   -60.45  30.0  1
 0V9  Var_138  H56  C38  C39  C40    75.03  30.0  3
 0V9  Var_139  H57  C38  C39  C40   -40.81  30.0  3
 0V9  Var_140  H66  C43  C42  C41    61.05  30.0  1
 0V9  Var_141  H67  C43  C42  C41   -54.66  30.0  1
 0V9  Var_142  H58  C39  C40  C41   -59.04  30.0  3
 0V9  Var_143  H59  C39  C40  C41    56.19  30.0  3
 0V9  Var_144  H68  C44  C43  C42    56.31  30.0  1
 0V9  Var_145  H69  C44  C43  C42   -59.30  30.0  1
 0V9  Var_146  H60  C40  C41  C42   -46.19  30.0  3
 0V9  Var_147  H61  C40  C41  C42    69.35  30.0  3
 0V9  Var_148  H70  C45  C44  C43   179.83  30.0  3
 0V9  Var_149  H71  C45  C44  C43   -60.06  30.0  3
 0V9  Var_150  H72  C45  C44  C43    59.61  30.0  3
 0V9  Var_151  H62  C41  C42  C43   -60.52  30.0  3
 0V9  Var_152  H63  C41  C42  C43    55.05  30.0  3
 0V9  Var_153  H64  C42  C43  C44   -55.29  30.0  3
 0V9  Var_154  H65  C42  C43  C44    60.54  30.0  3
 0V9  Var_155  H66  C43  C44  C45   -59.00  30.0  3
 0V9  Var_156  H67  C43  C44  C45    56.49  30.0  3
 0V9  Var_157  H13  C11  C10  O4    103.52  30.0  3
 0V9  Var_158  H14  C11  C10  O4   -141.99  30.0  3
 0V9  Var_159  H42  C31  C30  O5   -156.49  30.0  3
 0V9  Var_160  H43  C31  C30  O5    -38.34  30.0  3
 0V9  Var_161  H13  C11  C10  O2    -74.75  30.0  3
 0V9  Var_162  H14  C11  C10  O2     39.74  30.0  3
 0V9  Var_163  H42  C31  C30  O3     26.38  30.0  3
 0V9  Var_164  H43  C31  C30  O3    144.52  30.0  3
 0V9  Var_165  H11  C5   C4   O4P   169.91  30.0  1
 0V9  Var_166  H12  C5   C4   O4P    55.79  30.0  1
 0V9  Var_167  H9   C4   O4P  P       0.19  30.0  1
 0V9  Var_168  H10  C4   O4P  P    -117.35  30.0  1
 0V9  Var_169  H2   C1   O3P  P      20.62  30.0  3
 0V9  Var_170  H3   C1   O3P  P     138.15  30.0  3
 0V9  Var_171  H28  C19  C18  H27    -0.17   0.0  2

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
 0V9  chir_01  C2  C1   O2   C3   positiv
 0V9  chir_02  P   O2P  O1P  O3P  both

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
 0V9  plan-1  C11  0.020
 0V9  plan-1  O4   0.020
 0V9  plan-1  O2   0.020
 0V9  plan-1  C10  0.020
 0V9  plan-2  C30  0.020
 0V9  plan-2  C31  0.020
 0V9  plan-2  O5   0.020
 0V9  plan-2  O3   0.020
 0V9  plan-3  C17  0.020
 0V9  plan-3  C18  0.020
 0V9  plan-3  C19  0.020
 0V9  plan-3  C20  0.020
 0V9  plan-3  H27  0.020
 0V9  plan-3  H28  0.020

