# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 16:03:47 2022
#   Inital geometry file: a 288 line input string
#   Ligand name: (2R)-3-(hexadecanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylammonio)ethyl phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCCC(=O)OC[C@H](CO[P]([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C/C=C\CCCCC
#
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
 CPL  CPL  '(2R)-3-(hexadecanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylammonio)ethyl phosphate'  ligand  132  52  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CPL
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
 CPL  C1    C  CH2    0  -0.171   -0.6392  -5.1084   2.3130
 CPL  C2    C  CH1    0  -0.060   -0.9668  -3.8376   3.0778
 CPL  C3    C  CH2    0  -0.195    0.2020  -3.1438   3.7371
 CPL  C4    C  CH2    0  -0.189    1.5034  -5.7453  -2.1952
 CPL  C5    C  CH2    0  -0.343    2.5800  -4.8933  -2.8274
 CPL  C6    C  CH3    0  -0.566    4.4402  -6.0429  -1.6743
 CPL  C7    C  CH3    0  -0.550    4.8266  -4.0288  -2.9743
 CPL  C8    C  CH3    0  -0.564    3.6926  -3.8851  -0.8445
 CPL  C11   C  C      0   0.619    2.2460  -2.1214   3.1802
 CPL  C12   C  CH2    0  -0.599    3.1645  -1.7868   2.0368
 CPL  C13   C  CH2    0  -0.411    4.3242  -0.8861   2.4267
 CPL  C14   C  CH2    0  -0.420    5.2339  -0.5688   1.2463
 CPL  C15   C  CH2    0  -0.410    6.3867   0.3453   1.6402
 CPL  C16   C  CH2    0  -0.412    7.3085   0.7181   0.4859
 CPL  C17   C  CH2    0  -0.410    8.4262   1.6592   0.9172
 CPL  C18   C  CH2    0  -0.412    9.3635   2.0713  -0.2113
 CPL  C19   C  CH2    0  -0.410   10.4474   3.0369   0.2513
 CPL  C20   C  CH2    0  -0.412   11.3999   3.4714  -0.8558
 CPL  C21   C  CH2    0  -0.410   12.4621   4.4505  -0.3718
 CPL  C22   C  CH2    0  -0.411   13.4259   4.8958  -1.4648
 CPL  C23   C  CH2    0  -0.410   14.4799   5.8771  -0.9674
 CPL  C24   C  CH2    0  -0.406   15.4498   6.3271  -2.0528
 CPL  C25   C  CH2    0  -0.418   16.5089   7.2993  -1.5480
 CPL  C26   C  CH3    0  -0.662   17.4706   7.7477  -2.6398
 CPL  C32   C  CH2    0  -0.586   -3.4034  -1.9371   1.0541
 CPL  C33   C  CH2    0  -0.419   -4.9167  -1.8740   0.9263
 CPL  C34   C  CH2    0  -0.416   -5.3596  -0.8341  -0.0952
 CPL  C35   C  CH2    0  -0.413   -6.8741  -0.7602  -0.2381
 CPL  C36   C  CH2    0  -0.414   -7.3324   0.2600  -1.2722
 CPL  C37   C  CH2    0  -0.413   -8.8465   0.3056  -1.4308
 CPL  C38   C  CH2    0  -0.490   -9.3087   1.3378  -2.4613
 CPL  C39   C  C1     0  -0.214  -10.7859   1.2758  -2.6923
 CPL  C40   C  C1     0  -0.204  -11.7084   2.1619  -2.3212
 CPL  C41   C  CH2    0  -0.577  -11.4900   3.4645  -1.6055
 CPL  C42   C  C1     0  -0.206  -11.8035   4.6260  -2.5061
 CPL  C43   C  C1     0  -0.212  -12.8445   5.4528  -2.4210
 CPL  C44   C  CH2    0  -0.490  -13.9295   5.4436  -1.3904
 CPL  C45   C  CH2    0  -0.411  -13.8557   6.6533  -0.4568
 CPL  C46   C  CH2    0  -0.407  -14.9817   6.6766   0.5684
 CPL  C47   C  CH2    0  -0.420  -14.9196   7.8783   1.5033
 CPL  C48   C  CH3    0  -0.662  -16.0403   7.8850   2.5335
 CPL  N     N  NT     1  -0.380    3.8704  -4.7231  -2.0657
 CPL  O2    O  O2     0  -0.466   -1.6104  -2.8830   2.2288
 CPL  O3    O  O2     0  -0.445    1.1391  -2.7173   2.7543
 CPL  O11   O  O      0  -0.454    2.4748  -1.9017   4.3437
 CPL  O31   O  O      0  -0.449   -3.6149  -3.8263   2.5335
 CPL  O1P   O  O      0  -0.775    2.0332  -6.4221   0.8253
 CPL  O2P   O  OP    -1  -0.786   -0.3367  -7.0977   0.0246
 CPL  O3P   O  O2     0  -0.598    0.0459  -4.8002   1.1205
 CPL  O4P   O  O2     0  -0.609    0.9113  -5.1206  -1.0799
 CPL  P     P  P      0   1.358    0.6910  -6.0377   0.2719
 CPL  HC11  H  HCH2   0   0.227   -0.0479  -5.7498   2.9786
 CPL  HC12  H  HCH2   0   0.235   -1.5681  -5.6441   2.0965
 CPL  HC2   H  HCH1   0   0.275   -1.6297  -4.1269   3.8996
 CPL  HC31  H  HCH2   0   0.248    0.6680  -3.8410   4.4375
 CPL  HC32  H  HCH2   0   0.258   -0.1618  -2.2883   4.3119
 CPL  HC41  H  HCH2   0   0.240    1.8925  -6.7429  -1.9714
 CPL  HC42  H  HCH2   0   0.265    0.7544  -5.8831  -2.9806
 CPL  HC51  H  HCH2   0   0.304    2.8490  -5.3574  -3.7764
 CPL  HC52  H  HCH2   0   0.305    2.2080  -3.8909  -3.0405
 CPL  HC61  H  HCH3   0   0.293    4.5009  -6.6812  -2.5521
 CPL  HC62  H  HCH3   0   0.295    5.4366  -5.8842  -1.2700
 CPL  HC63  H  HCH3   0   0.297    3.8100  -6.4974  -0.9151
 CPL  HC71  H  HCH3   0   0.296    4.4095  -3.0673  -3.2622
 CPL  HC72  H  HCH3   0   0.294    5.7675  -3.8793  -2.4519
 CPL  HC73  H  HCH3   0   0.297    4.9930  -4.6372  -3.8589
 CPL  HC81  H  HCH3   0   0.306    3.1254  -4.4326  -0.1009
 CPL  HC82  H  HCH3   0   0.279    4.6775  -3.6490  -0.4474
 CPL  HC83  H  HCH3   0   0.286    3.1833  -2.9640  -1.1150
 CPL  H121  H  HCH2   0   0.269    2.5758  -1.3406   1.2301
 CPL  H122  H  HCH2   0   0.273    3.5420  -2.7369   1.6435
 CPL  H131  H  HCH2   0   0.226    4.9100  -1.3604   3.2177
 CPL  H132  H  HCH2   0   0.227    3.9384   0.0483   2.8440
 CPL  H141  H  HCH2   0   0.213    4.6484  -0.0969   0.4498
 CPL  H142  H  HCH2   0   0.210    5.6306  -1.4992   0.8235
 CPL  H151  H  HCH2   0   0.209    6.9750  -0.1352   2.4296
 CPL  H152  H  HCH2   0   0.209    5.9801   1.2615   2.0827
 CPL  H161  H  HCH2   0   0.207    6.7219   1.1892  -0.3104
 CPL  H162  H  HCH2   0   0.207    7.7393  -0.1902   0.0505
 CPL  H171  H  HCH2   0   0.206    9.0104   1.1855   1.7139
 CPL  H172  H  HCH2   0   0.206    7.9848   2.5581   1.3622
 CPL  H181  H  HCH2   0   0.205    8.7821   2.5349  -1.0160
 CPL  H182  H  HCH2   0   0.206    9.8283   1.1800  -0.6465
 CPL  H191  H  HCH2   0   0.205   11.0237   2.5734   1.0597
 CPL  H192  H  HCH2   0   0.206    9.9752   3.9238   0.6886
 CPL  H201  H  HCH2   0   0.205   10.8264   3.9293  -1.6694
 CPL  H202  H  HCH2   0   0.206   11.8863   2.5893  -1.2866
 CPL  H211  H  HCH2   0   0.205   13.0311   3.9926   0.4451
 CPL  H212  H  HCH2   0   0.206   11.9719   5.3307   0.0587
 CPL  H221  H  HCH2   0   0.205   12.8594   5.3539  -2.2831
 CPL  H222  H  HCH2   0   0.206   13.9209   4.0176  -1.8936
 CPL  H231  H  HCH2   0   0.205   15.0439   5.4180  -0.1477
 CPL  H232  H  HCH2   0   0.206   13.9836   6.7545  -0.5380
 CPL  H241  H  HCH2   0   0.205   14.8885   6.7940  -2.8701
 CPL  H242  H  HCH2   0   0.205   15.9420   5.4498  -2.4870
 CPL  H251  H  HCH2   0   0.209   17.0722   6.8296  -0.7353
 CPL  H252  H  HCH2   0   0.209   16.0175   8.1735  -1.1101
 CPL  H261  H  HCH3   0   0.225   18.2323   8.4250  -2.2513
 CPL  H262  H  HCH3   0   0.215   17.9841   6.8941  -3.0867
 CPL  H263  H  HCH3   0   0.215   16.9425   8.2686  -3.4405
 CPL  H321  H  HCH2   0   0.272   -2.9975  -0.9674   1.3556
 CPL  H322  H  HCH2   0   0.276   -2.9491  -2.1538   0.0806
 CPL  H331  H  HCH2   0   0.226   -5.3060  -2.8528   0.6349
 CPL  H332  H  HCH2   0   0.225   -5.3604  -1.6399   1.8981
 CPL  H341  H  HCH2   0   0.213   -4.9707   0.1499   0.1881
 CPL  H342  H  HCH2   0   0.213   -4.9146  -1.0685  -1.0685
 CPL  H351  H  HCH2   0   0.210   -7.2595  -1.7490  -0.5100
 CPL  H352  H  HCH2   0   0.210   -7.3189  -0.5178   0.7333
 CPL  H361  H  HCH2   0   0.210   -6.9637   1.2533  -0.9936
 CPL  H362  H  HCH2   0   0.210   -6.8753   0.0262  -2.2401
 CPL  H371  H  HCH2   0   0.215   -9.2110  -0.6859  -1.7197
 CPL  H372  H  HCH2   0   0.215   -9.3117   0.5324  -0.4661
 CPL  H381  H  HCH2   0   0.228   -8.9947   2.3342  -2.1429
 CPL  H382  H  HCH2   0   0.229   -8.7955   1.1416  -3.4089
 CPL  H39   H  H      0   0.231  -11.1325   0.3794  -3.2003
 CPL  H40   H  H      0   0.234  -12.7449   1.9474  -2.5662
 CPL  H411  H  HCH2   0   0.250  -12.1190   3.4875  -0.7120
 CPL  H412  H  HCH2   0   0.249  -10.4580   3.5484  -1.2579
 CPL  H42   H  H      0   0.234  -11.1004   4.7716  -3.3212
 CPL  H43   H  H      0   0.231  -12.9188   6.2435  -3.1630
 CPL  H441  H  HCH2   0   0.230  -14.9007   5.4493  -1.8971
 CPL  H442  H  HCH2   0   0.227  -13.9025   4.5270  -0.7974
 CPL  H451  H  HCH2   0   0.216  -12.8900   6.6491   0.0589
 CPL  H452  H  HCH2   0   0.214  -13.8811   7.5740  -1.0492
 CPL  H461  H  HCH2   0   0.208  -15.9466   6.6700   0.0489
 CPL  H462  H  HCH2   0   0.208  -14.9517   5.7552   1.1607
 CPL  H471  H  HCH2   0   0.211  -13.9518   7.8884   2.0146
 CPL  H472  H  HCH2   0   0.211  -14.9577   8.7986   0.9122
 CPL  H481  H  HCH3   0   0.216  -17.0194   7.8982   2.0508
 CPL  H482  H  HCH3   0   0.216  -15.9986   6.9965   3.1660
 CPL  H483  H  HCH3   0   0.226  -15.9820   8.7578   3.1848
 CPL  C31   C  C      0   0.612   -2.9218  -2.9862   2.0174

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
 CPL  C1   C2    single  1.519  0.020  1.519
 CPL  C1   O3P   single  1.409  0.020  1.409
 CPL  C1   HC11  single  0.970  0.020  1.090
 CPL  C1   HC12  single  0.970  0.020  1.090
 CPL  C2   C3    single  1.511  0.020  1.511
 CPL  C2   O2    single  1.430  0.020  1.430
 CPL  C2   HC2   single  0.970  0.020  1.090
 CPL  C3   O3    single  1.423  0.020  1.423
 CPL  C3   HC31  single  0.970  0.020  1.090
 CPL  C3   HC32  single  0.970  0.020  1.090
 CPL  C4   C5    single  1.511  0.020  1.511
 CPL  C4   O4P   single  1.409  0.020  1.409
 CPL  C4   HC41  single  0.970  0.020  1.090
 CPL  C4   HC42  single  0.970  0.020  1.090
 CPL  C5   N     single  1.508  0.020  1.508
 CPL  C5   HC51  single  0.970  0.020  1.090
 CPL  C5   HC52  single  0.970  0.020  1.090
 CPL  C6   N     single  1.490  0.020  1.490
 CPL  C6   HC61  single  0.970  0.020  1.090
 CPL  C6   HC62  single  0.970  0.020  1.090
 CPL  C6   HC63  single  0.970  0.020  1.090
 CPL  C7   N     single  1.491  0.020  1.491
 CPL  C7   HC71  single  0.970  0.020  1.090
 CPL  C7   HC72  single  0.970  0.020  1.090
 CPL  C7   HC73  single  0.970  0.020  1.090
 CPL  C8   N     single  1.492  0.020  1.492
 CPL  C8   HC81  single  0.970  0.020  1.090
 CPL  C8   HC82  single  0.970  0.020  1.090
 CPL  C8   HC83  single  0.970  0.020  1.090
 CPL  C11  C12   single  1.504  0.020  1.504
 CPL  C11  O3    single  1.327  0.020  1.327
 CPL  C11  O11   double  1.206  0.020  1.206
 CPL  C12  C13   single  1.519  0.020  1.519
 CPL  C12  H121  single  0.970  0.020  1.090
 CPL  C12  H122  single  0.970  0.020  1.090
 CPL  C13  C14   single  1.524  0.020  1.524
 CPL  C13  H131  single  0.970  0.020  1.090
 CPL  C13  H132  single  0.970  0.020  1.090
 CPL  C14  C15   single  1.523  0.020  1.523
 CPL  C14  H141  single  0.970  0.020  1.090
 CPL  C14  H142  single  0.970  0.020  1.090
 CPL  C15  C16   single  1.524  0.020  1.524
 CPL  C15  H151  single  0.970  0.020  1.090
 CPL  C15  H152  single  0.970  0.020  1.090
 CPL  C16  C17   single  1.523  0.020  1.523
 CPL  C16  H161  single  0.970  0.020  1.090
 CPL  C16  H162  single  0.970  0.020  1.090
 CPL  C17  C18   single  1.524  0.020  1.524
 CPL  C17  H171  single  0.970  0.020  1.090
 CPL  C17  H172  single  0.970  0.020  1.090
 CPL  C18  C19   single  1.524  0.020  1.524
 CPL  C18  H181  single  0.970  0.020  1.090
 CPL  C18  H182  single  0.970  0.020  1.090
 CPL  C19  C20   single  1.524  0.020  1.524
 CPL  C19  H191  single  0.970  0.020  1.090
 CPL  C19  H192  single  0.970  0.020  1.090
 CPL  C20  C21   single  1.524  0.020  1.524
 CPL  C20  H201  single  0.970  0.020  1.090
 CPL  C20  H202  single  0.970  0.020  1.090
 CPL  C21  C22   single  1.524  0.020  1.524
 CPL  C21  H211  single  0.970  0.020  1.090
 CPL  C21  H212  single  0.970  0.020  1.090
 CPL  C22  C23   single  1.524  0.020  1.524
 CPL  C22  H221  single  0.970  0.020  1.090
 CPL  C22  H222  single  0.970  0.020  1.090
 CPL  C23  C24   single  1.524  0.020  1.524
 CPL  C23  H231  single  0.970  0.020  1.090
 CPL  C23  H232  single  0.970  0.020  1.090
 CPL  C24  C25   single  1.524  0.020  1.524
 CPL  C24  H241  single  0.970  0.020  1.090
 CPL  C24  H242  single  0.970  0.020  1.090
 CPL  C25  C26   single  1.523  0.020  1.523
 CPL  C25  H251  single  0.970  0.020  1.090
 CPL  C25  H252  single  0.970  0.020  1.090
 CPL  C26  H261  single  0.970  0.020  1.090
 CPL  C26  H262  single  0.970  0.020  1.090
 CPL  C26  H263  single  0.970  0.020  1.090
 CPL  C31  C32   single  1.504  0.020  1.504
 CPL  C31  O2    single  1.332  0.020  1.332
 CPL  C31  O31   double  1.205  0.020  1.205
 CPL  C32  C33   single  1.520  0.020  1.520
 CPL  C32  H321  single  0.970  0.020  1.090
 CPL  C32  H322  single  0.970  0.020  1.090
 CPL  C33  C34   single  1.523  0.020  1.523
 CPL  C33  H331  single  0.970  0.020  1.090
 CPL  C33  H332  single  0.970  0.020  1.090
 CPL  C34  C35   single  1.523  0.020  1.523
 CPL  C34  H341  single  0.970  0.020  1.090
 CPL  C34  H342  single  0.970  0.020  1.090
 CPL  C35  C36   single  1.523  0.020  1.523
 CPL  C35  H351  single  0.970  0.020  1.090
 CPL  C35  H352  single  0.970  0.020  1.090
 CPL  C36  C37   single  1.523  0.020  1.523
 CPL  C36  H361  single  0.970  0.020  1.090
 CPL  C36  H362  single  0.970  0.020  1.090
 CPL  C37  C38   single  1.530  0.020  1.530
 CPL  C37  H371  single  0.970  0.020  1.090
 CPL  C37  H372  single  0.970  0.020  1.090
 CPL  C38  C39   single  1.496  0.020  1.496
 CPL  C38  H381  single  0.970  0.020  1.090
 CPL  C38  H382  single  0.970  0.020  1.090
 CPL  C39  C40   double  1.332  0.020  1.332
 CPL  C39  H39   single  0.930  0.020  1.080
 CPL  C40  C41   single  1.502  0.020  1.502
 CPL  C40  H40   single  0.930  0.020  1.080
 CPL  C41  C42   single  1.503  0.020  1.503
 CPL  C41  H411  single  0.970  0.020  1.090
 CPL  C41  H412  single  0.970  0.020  1.090
 CPL  C42  C43   double  1.332  0.020  1.332
 CPL  C42  H42   single  0.930  0.020  1.080
 CPL  C43  C44   single  1.496  0.020  1.496
 CPL  C43  H43   single  0.930  0.020  1.080
 CPL  C44  C45   single  1.530  0.020  1.530
 CPL  C44  H441  single  0.970  0.020  1.090
 CPL  C44  H442  single  0.970  0.020  1.090
 CPL  C45  C46   single  1.523  0.020  1.523
 CPL  C45  H451  single  0.970  0.020  1.090
 CPL  C45  H452  single  0.970  0.020  1.090
 CPL  C46  C47   single  1.524  0.020  1.524
 CPL  C46  H461  single  0.970  0.020  1.090
 CPL  C46  H462  single  0.970  0.020  1.090
 CPL  C47  C48   single  1.522  0.020  1.522
 CPL  C47  H471  single  0.970  0.020  1.090
 CPL  C47  H472  single  0.970  0.020  1.090
 CPL  C48  H481  single  0.970  0.020  1.090
 CPL  C48  H482  single  0.970  0.020  1.090
 CPL  C48  H483  single  0.970  0.020  1.090
 CPL  O1P  P     deloc   1.502  0.020  1.502
 CPL  O2P  P     deloc   1.497  0.020  1.497
 CPL  O3P  P     single  1.633  0.020  1.633
 CPL  O4P  P     single  1.648  0.020  1.648

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
 CPL  HC12  C1   HC11  106.94  3.000
 CPL  HC12  C1   O3P   110.63  3.000
 CPL  HC11  C1   O3P   112.28  3.000
 CPL  HC12  C1   C2    109.04  3.000
 CPL  HC11  C1   C2    107.45  3.000
 CPL  O3P   C1   C2    110.36  3.000
 CPL  HC2   C2   O2    110.46  3.000
 CPL  HC2   C2   C3    105.20  3.000
 CPL  O2    C2   C3    107.50  3.000
 CPL  HC2   C2   C1    106.71  3.000
 CPL  O2    C2   C1    110.89  3.000
 CPL  C3    C2   C1    115.92  3.000
 CPL  HC32  C3   HC31  107.72  3.000
 CPL  HC32  C3   O3    110.35  3.000
 CPL  HC31  C3   O3    110.67  3.000
 CPL  HC32  C3   C2    109.36  3.000
 CPL  HC31  C3   C2    108.46  3.000
 CPL  O3    C3   C2    110.22  3.000
 CPL  HC42  C4   HC41  105.99  3.000
 CPL  HC42  C4   O4P   109.66  3.000
 CPL  HC41  C4   O4P   113.08  3.000
 CPL  HC42  C4   C5    104.97  3.000
 CPL  HC41  C4   C5    110.26  3.000
 CPL  O4P   C4   C5    112.37  3.000
 CPL  HC52  C5   HC51  107.79  3.000
 CPL  HC52  C5   N     106.67  3.000
 CPL  HC51  C5   N     106.05  3.000
 CPL  HC52  C5   C4    110.92  3.000
 CPL  HC51  C5   C4    107.46  3.000
 CPL  N     C5   C4    117.50  3.000
 CPL  HC63  C6   HC62  109.45  3.000
 CPL  HC63  C6   HC61  110.55  3.000
 CPL  HC62  C6   HC61  109.57  3.000
 CPL  HC63  C6   N     109.41  3.000
 CPL  HC62  C6   N     108.60  3.000
 CPL  HC61  C6   N     109.23  3.000
 CPL  HC73  C7   HC72  109.63  3.000
 CPL  HC73  C7   HC71  109.78  3.000
 CPL  HC72  C7   HC71  109.75  3.000
 CPL  HC73  C7   N     109.50  3.000
 CPL  HC72  C7   N     109.06  3.000
 CPL  HC71  C7   N     109.11  3.000
 CPL  HC83  C8   HC82  109.35  3.000
 CPL  HC83  C8   HC81  110.72  3.000
 CPL  HC82  C8   HC81  109.45  3.000
 CPL  HC83  C8   N     109.16  3.000
 CPL  HC82  C8   N     108.23  3.000
 CPL  HC81  C8   N     109.89  3.000
 CPL  O11   C11  O3    123.34  3.000
 CPL  O11   C11  C12   125.23  3.000
 CPL  O3    C11  C12   111.42  3.000
 CPL  H122  C12  H121  105.93  3.000
 CPL  H122  C12  C13   110.08  3.000
 CPL  H121  C12  C13   110.99  3.000
 CPL  H122  C12  C11   106.88  3.000
 CPL  H121  C12  C11   108.83  3.000
 CPL  C13   C12  C11   113.76  3.000
 CPL  H132  C13  H131  106.49  3.000
 CPL  H132  C13  C14   109.17  3.000
 CPL  H131  C13  C14   109.33  3.000
 CPL  H132  C13  C12   109.58  3.000
 CPL  H131  C13  C12   109.74  3.000
 CPL  C14   C13  C12   112.36  3.000
 CPL  H142  C14  H141  106.17  3.000
 CPL  H142  C14  C15   109.59  3.000
 CPL  H141  C14  C15   109.52  3.000
 CPL  H142  C14  C13   109.76  3.000
 CPL  H141  C14  C13   109.50  3.000
 CPL  C15   C14  C13   112.12  3.000
 CPL  H152  C15  H151  105.97  3.000
 CPL  H152  C15  C16   109.02  3.000
 CPL  H151  C15  C16   109.17  3.000
 CPL  H152  C15  C14   108.99  3.000
 CPL  H151  C15  C14   109.24  3.000
 CPL  C16   C15  C14   114.13  3.000
 CPL  H162  C16  H161  106.15  3.000
 CPL  H162  C16  C17   109.65  3.000
 CPL  H161  C16  C17   109.45  3.000
 CPL  H162  C16  C15   109.64  3.000
 CPL  H161  C16  C15   109.39  3.000
 CPL  C17   C16  C15   112.37  3.000
 CPL  H172  C17  H171  105.91  3.000
 CPL  H172  C17  C18   109.07  3.000
 CPL  H171  C17  C18   109.11  3.000
 CPL  H172  C17  C16   109.04  3.000
 CPL  H171  C17  C16   109.26  3.000
 CPL  C18   C17  C16   114.12  3.000
 CPL  H182  C18  H181  106.11  3.000
 CPL  H182  C18  C19   109.54  3.000
 CPL  H181  C18  C19   109.41  3.000
 CPL  H182  C18  C17   109.58  3.000
 CPL  H181  C18  C17   109.39  3.000
 CPL  C19   C18  C17   112.59  3.000
 CPL  H192  C19  H191  105.94  3.000
 CPL  H192  C19  C20   109.18  3.000
 CPL  H191  C19  C20   109.14  3.000
 CPL  H192  C19  C18   109.12  3.000
 CPL  H191  C19  C18   109.27  3.000
 CPL  C20   C19  C18   113.88  3.000
 CPL  H202  C20  H201  106.08  3.000
 CPL  H202  C20  C21   109.44  3.000
 CPL  H201  C20  C21   109.40  3.000
 CPL  H202  C20  C19   109.49  3.000
 CPL  H201  C20  C19   109.36  3.000
 CPL  C21   C20  C19   112.85  3.000
 CPL  H212  C21  H211  105.97  3.000
 CPL  H212  C21  C22   109.27  3.000
 CPL  H211  C21  C22   109.17  3.000
 CPL  H212  C21  C20   109.22  3.000
 CPL  H211  C21  C20   109.29  3.000
 CPL  C22   C21  C20   113.64  3.000
 CPL  H222  C22  H221  106.04  3.000
 CPL  H222  C22  C23   109.36  3.000
 CPL  H221  C22  C23   109.40  3.000
 CPL  H222  C22  C21   109.41  3.000
 CPL  H221  C22  C21   109.32  3.000
 CPL  C23   C22  C21   113.06  3.000
 CPL  H232  C23  H231  105.99  3.000
 CPL  H232  C23  C24   109.33  3.000
 CPL  H231  C23  C24   109.21  3.000
 CPL  H232  C23  C22   109.29  3.000
 CPL  H231  C23  C22   109.29  3.000
 CPL  C24   C23  C22   113.46  3.000
 CPL  H242  C24  H241  106.00  3.000
 CPL  H242  C24  C25   109.26  3.000
 CPL  H241  C24  C25   109.35  3.000
 CPL  H242  C24  C23   109.38  3.000
 CPL  H241  C24  C23   109.34  3.000
 CPL  C25   C24  C23   113.26  3.000
 CPL  H252  C25  H251  106.06  3.000
 CPL  H252  C25  C26   109.59  3.000
 CPL  H251  C25  C26   109.50  3.000
 CPL  H252  C25  C24   109.27  3.000
 CPL  H251  C25  C24   109.26  3.000
 CPL  C26   C25  C24   112.92  3.000
 CPL  H263  C26  H262  107.48  3.000
 CPL  H263  C26  H261  107.63  3.000
 CPL  H262  C26  H261  107.63  3.000
 CPL  H263  C26  C25   111.16  3.000
 CPL  H262  C26  C25   111.12  3.000
 CPL  H261  C26  C25   111.62  3.000
 CPL  H322  C32  H321  105.45  3.000
 CPL  H322  C32  C33   110.26  3.000
 CPL  H321  C32  C33   110.85  3.000
 CPL  H322  C32  C31   107.36  3.000
 CPL  H321  C32  C31   108.86  3.000
 CPL  C33   C32  C31   113.69  3.000
 CPL  H332  C33  H331  106.50  3.000
 CPL  H332  C33  C34   109.38  3.000
 CPL  H331  C33  C34   109.21  3.000
 CPL  H332  C33  C32   109.76  3.000
 CPL  H331  C33  C32   109.87  3.000
 CPL  C34   C33  C32   111.97  3.000
 CPL  H342  C34  H341  106.13  3.000
 CPL  H342  C34  C35   109.32  3.000
 CPL  H341  C34  C35   109.50  3.000
 CPL  H342  C34  C33   109.36  3.000
 CPL  H341  C34  C33   109.67  3.000
 CPL  C35   C34  C33   112.65  3.000
 CPL  H352  C35  H351  106.08  3.000
 CPL  H352  C35  C36   109.37  3.000
 CPL  H351  C35  C36   109.28  3.000
 CPL  H352  C35  C34   109.35  3.000
 CPL  H351  C35  C34   109.23  3.000
 CPL  C36   C35  C34   113.29  3.000
 CPL  H362  C36  H361  106.12  3.000
 CPL  H362  C36  C37   109.21  3.000
 CPL  H361  C36  C37   109.50  3.000
 CPL  H362  C36  C35   109.35  3.000
 CPL  H361  C36  C35   109.48  3.000
 CPL  C37   C36  C35   112.95  3.000
 CPL  H372  C37  H371  106.18  3.000
 CPL  H372  C37  C38   108.99  3.000
 CPL  H371  C37  C38   109.43  3.000
 CPL  H372  C37  C36   109.69  3.000
 CPL  H371  C37  C36   109.34  3.000
 CPL  C38   C37  C36   113.00  3.000
 CPL  H382  C38  H381  106.32  3.000
 CPL  H382  C38  C39   108.76  3.000
 CPL  H381  C38  C39   111.51  3.000
 CPL  H382  C38  C37   108.68  3.000
 CPL  H381  C38  C37   109.41  3.000
 CPL  C39   C38  C37   111.97  3.000
 CPL  H39   C39  C40   117.25  3.000
 CPL  H39   C39  C38   114.90  3.000
 CPL  C40   C39  C38   127.82  3.000
 CPL  H40   C40  C41   114.66  3.000
 CPL  H40   C40  C39   117.82  3.000
 CPL  C41   C40  C39   127.51  3.000
 CPL  H412  C41  H411  106.38  3.000
 CPL  H412  C41  C42   109.17  3.000
 CPL  H411  C41  C42   110.71  3.000
 CPL  H412  C41  C40   110.83  3.000
 CPL  H411  C41  C40   108.91  3.000
 CPL  C42   C41  C40   110.75  3.000
 CPL  H42   C42  C43   118.07  3.000
 CPL  H42   C42  C41   114.72  3.000
 CPL  C43   C42  C41   127.19  3.000
 CPL  H43   C43  C44   115.16  3.000
 CPL  H43   C43  C42   117.48  3.000
 CPL  C44   C43  C42   127.35  3.000
 CPL  H442  C44  H441  106.10  3.000
 CPL  H442  C44  C45   109.34  3.000
 CPL  H441  C44  C45   108.72  3.000
 CPL  H442  C44  C43   111.18  3.000
 CPL  H441  C44  C43   108.92  3.000
 CPL  C45   C44  C43   112.36  3.000
 CPL  H452  C45  H451  106.17  3.000
 CPL  H452  C45  C46   109.52  3.000
 CPL  H451  C45  C46   109.59  3.000
 CPL  H452  C45  C44   109.48  3.000
 CPL  H451  C45  C44   109.08  3.000
 CPL  C46   C45  C44   112.78  3.000
 CPL  H462  C46  H461  105.98  3.000
 CPL  H462  C46  C47   109.29  3.000
 CPL  H461  C46  C47   109.36  3.000
 CPL  H462  C46  C45   109.31  3.000
 CPL  H461  C46  C45   109.38  3.000
 CPL  C47   C46  C45   113.26  3.000
 CPL  H472  C47  H471  105.98  3.000
 CPL  H472  C47  C48   109.64  3.000
 CPL  H471  C47  C48   109.56  3.000
 CPL  H472  C47  C46   109.29  3.000
 CPL  H471  C47  C46   109.26  3.000
 CPL  C48   C47  C46   112.87  3.000
 CPL  H483  C48  H482  107.66  3.000
 CPL  H483  C48  H481  107.60  3.000
 CPL  H482  C48  H481  107.48  3.000
 CPL  H483  C48  C47   111.61  3.000
 CPL  H482  C48  C47   111.12  3.000
 CPL  H481  C48  C47   111.17  3.000
 CPL  C8    N    C7    108.29  3.000
 CPL  C8    N    C6    109.16  3.000
 CPL  C7    N    C6    109.11  3.000
 CPL  C8    N    C5    112.02  3.000
 CPL  C7    N    C5    107.07  3.000
 CPL  C6    N    C5    111.09  3.000
 CPL  C31   O2   C2    119.03  3.000
 CPL  C11   O3   C3    117.52  3.000
 CPL  P     O3P  C1    117.77  3.000
 CPL  P     O4P  C4    117.30  3.000
 CPL  O4P   P    O3P    93.29  3.000
 CPL  O4P   P    O2P   110.50  3.000
 CPL  O3P   P    O2P   110.56  3.000
 CPL  O4P   P    O1P   108.97  3.000
 CPL  O3P   P    O1P   110.82  3.000
 CPL  O2P   P    O1P   119.55  3.000
 CPL  O31   C31  O2    123.51  3.000
 CPL  O31   C31  C32   125.21  3.000
 CPL  O2    C31  C32   111.28  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
 CPL  Var_01  C41   C40  C39  C38     1.63   0.0  2
 CPL  Var_02  C44   C43  C42  C41     1.66   0.0  2
 CPL  Var_03  O1P   P    O3P  C1    -83.13  30.0  3
 CPL  Var_04  C32   C31  O2   C2   -177.42  30.0  2
 CPL  Var_05  C12   C11  O3   C3    177.35  30.0  2
 CPL  Var_06  C6    N    C5   C4     52.56  30.0  3
 CPL  Var_07  C14   C13  C12  C11   179.95  30.0  3
 CPL  Var_08  C15   C14  C13  C12   179.44  30.0  3
 CPL  Var_09  O3    C11  C12  C13   169.57  30.0  2
 CPL  Var_10  C16   C15  C14  C13  -178.68  30.0  3
 CPL  Var_11  C17   C16  C15  C14   178.60  30.0  3
 CPL  Var_12  C18   C17  C16  C15  -179.32  30.0  3
 CPL  Var_13  C19   C18  C17  C16   178.67  30.0  3
 CPL  Var_14  C20   C19  C18  C17  -179.85  30.0  3
 CPL  Var_15  C21   C20  C19  C18   179.23  30.0  3
 CPL  Var_16  C22   C21  C20  C19   179.93  30.0  3
 CPL  Var_17  C23   C22  C21  C20   179.85  30.0  3
 CPL  Var_18  C24   C23  C22  C21   179.93  30.0  3
 CPL  Var_19  C25   C24  C23  C22  -179.52  30.0  3
 CPL  Var_20  C26   C25  C24  C23  -179.79  30.0  3
 CPL  Var_21  C34   C33  C32  C31  -177.94  30.0  3
 CPL  Var_22  C35   C34  C33  C32   179.86  30.0  3
 CPL  Var_23  O2    C31  C32  C33  -171.65  30.0  1
 CPL  Var_24  C36   C35  C34  C33  -179.09  30.0  3
 CPL  Var_25  C37   C36  C35  C34   178.73  30.0  3
 CPL  Var_26  C38   C37  C36  C35   179.55  30.0  3
 CPL  Var_27  C39   C38  C37  C36   174.68  30.0  3
 CPL  Var_28  C40   C39  C38  C37   109.20  30.0  3
 CPL  Var_29  C42   C41  C40  C39   111.84  30.0  3
 CPL  Var_30  C43   C42  C41  C40   108.87  30.0  3
 CPL  Var_31  C45   C44  C43  C42   110.82  30.0  3
 CPL  Var_32  C46   C45  C44  C43   178.19  30.0  3
 CPL  Var_33  C47   C46  C45  C44  -179.94  30.0  3
 CPL  Var_34  C48   C47  C46  C45  -179.39  30.0  3
 CPL  Var_35  O4P   C4   C5   N      71.08  30.0  1
 CPL  Var_36  HC61  C6   N    C5     51.79  30.0  3
 CPL  Var_37  HC71  C7   N    C5     59.50  30.0  3
 CPL  Var_38  HC81  C8   N    C5     70.86  30.0  3
 CPL  Var_39  HC31  C3   O3   C11   -58.15  30.0  2
 CPL  Var_40  H261  C26  C25  C24  -178.74  30.0  3
 CPL  Var_41  H481  C48  C47  C46   -59.30  30.0  3
 CPL  Var_42  HC11  C1   O3P  P      50.83  30.0  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
 CPL  chir_01  C2  C1  C3  O2  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
 CPL  plan-1  C11  0.020
 CPL  plan-1  C12  0.020
 CPL  plan-1  O3   0.020
 CPL  plan-1  O11  0.020
 CPL  plan-2  C32  0.020
 CPL  plan-2  O2   0.020
 CPL  plan-2  O31  0.020
 CPL  plan-2  C31  0.020
 CPL  plan-3  C38  0.020
 CPL  plan-3  C39  0.020
 CPL  plan-3  C40  0.020
 CPL  plan-3  C41  0.020
 CPL  plan-3  H39  0.020
 CPL  plan-3  H40  0.020
 CPL  plan-4  C41  0.020
 CPL  plan-4  C42  0.020
 CPL  plan-4  C43  0.020
 CPL  plan-4  C44  0.020
 CPL  plan-4  H42  0.020
 CPL  plan-4  H43  0.020

