# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 07:45:54 2020
#   Inital geometry file: a 236 line input string
#   Ligand name: (4R,7R)-7-(decanoyloxy)-4-hydroxy-N,N,N-trimethyl-10-oxo-3,5,9-trioxa-4-phosphatetracosan-1-aminium 4-oxide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCC(=O)OC[C@H](CO[P@@](O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC
#
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
 LIO  LIO  '(4R,7R)-7-(decanoyloxy)-4-hydroxy-N,N,N-trimethyl-10-oxo-3,5,9-trioxa-4-phosphatetracosan-1-aminium 4-oxide'  ligand  109  43  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_LIO
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
 LIO  C1    C  CH2    0  -0.177   -3.1936   2.6937  -2.3671
 LIO  C2    C  CH1    0  -0.047   -3.4885   1.3998  -3.1160
 LIO  C3    C  CH2    0  -0.204   -2.2872   0.7655  -3.7764
 LIO  C4    C  CH2    0  -0.188   -1.2671   3.4641   2.2022
 LIO  C5    C  CH2    0  -0.340   -0.3791   2.5862   3.0535
 LIO  C6    C  CH3    0  -0.566    1.7214   3.4225   2.0462
 LIO  C7    C  CH3    0  -0.546    1.7339   1.5560   3.5983
 LIO  C8    C  CH3    0  -0.565    0.8656   1.2567   1.3616
 LIO  C11   C  C      0   0.619   -0.0441   0.2706  -3.2429
 LIO  C12   C  CH2    0  -0.602    0.9474   0.2591  -2.1134
 LIO  C13   C  CH2    0  -0.410    2.3276  -0.2335  -2.5139
 LIO  C14   C  CH2    0  -0.424    3.3143  -0.1984  -1.3534
 LIO  C15   C  CH2    0  -0.408    4.6966  -0.7048  -1.7441
 LIO  C16   C  CH2    0  -0.412    5.7038  -0.6684  -0.6019
 LIO  C17   C  CH2    0  -0.412    7.0821  -1.1744  -1.0088
 LIO  C18   C  CH2    0  -0.412    8.1042  -1.1359   0.1202
 LIO  C19   C  CH2    0  -0.411    9.4788  -1.6404  -0.3011
 LIO  C20   C  CH2    0  -0.412   10.5121  -1.5988   0.8176
 LIO  C21   C  CH2    0  -0.411   11.8840  -2.1010   0.3851
 LIO  C22   C  CH2    0  -0.411   12.9258  -2.0551   1.4959
 LIO  C23   C  CH2    0  -0.406   14.2961  -2.5544   1.0554
 LIO  C24   C  CH2    0  -0.418   15.3443  -2.5045   2.1602
 LIO  C25   C  CH3    0  -0.663   16.7090  -3.0039   1.7058
 LIO  C32   C  CH2    0  -0.585   -5.7604  -0.5430  -0.9461
 LIO  C33   C  CH2    0  -0.418   -7.2667  -0.6793  -0.7897
 LIO  C34   C  CH2    0  -0.416   -7.6402  -1.7437   0.2340
 LIO  C35   C  CH2    0  -0.413   -9.1466  -1.9099   0.3872
 LIO  C36   C  CH2    0  -0.412   -9.5343  -2.9625   1.4178
 LIO  C37   C  CH2    0  -0.412  -11.0413  -3.1331   1.5643
 LIO  C38   C  CH2    0  -0.407  -11.4312  -4.1836   2.5963
 LIO  C39   C  CH2    0  -0.418  -12.9382  -4.3559   2.7424
 LIO  C40   C  CH3    0  -0.663  -13.3177  -5.4075   3.7757
 LIO  N     N  NT     1  -0.378    0.9739   2.2162   2.4983
 LIO  O2    O  O2     0  -0.465   -4.0633   0.4234  -2.2427
 LIO  O3    O  O2     0  -0.445   -1.2663   0.5530  -2.8090
 LIO  O11   O  O      0  -0.457    0.2180   0.0780  -4.4046
 LIO  O31   O  O      0  -0.451   -6.0801   1.3783  -2.3616
 LIO  O1P   O  OP    -1  -0.765   -0.3282   3.5767  -0.8665
 LIO  O2P   O  O      0  -0.788   -2.5198   4.8347  -0.2977
 LIO  O3P   O  O2     0  -0.597   -2.6144   2.3964  -1.1169
 LIO  O4P   O  O2     0  -0.609   -1.7882   2.7794   1.0873
 LIO  P     P  P      0   1.357   -1.7450   3.5554  -0.3674
 LIO  H11   H  HCH2   0   0.230   -2.5416   3.3043  -3.0033
 LIO  H12   H  HCH2   0   0.238   -4.1211   3.2555  -2.2303
 LIO  H21   H  HCH1   0   0.273   -4.1839   1.6357  -3.9276
 LIO  H31   H  HCH2   0   0.249   -1.9381   1.4356  -4.5654
 LIO  H32   H  HCH2   0   0.257   -2.5741  -0.1789  -4.2466
 LIO  H41   H  HCH2   0   0.237   -0.7453   4.3869   1.9329
 LIO  H42   H  HCH2   0   0.263   -2.0854   3.7672   2.8624
 LIO  H51   H  HCH2   0   0.304   -0.1859   3.1193   3.9844
 LIO  H52   H  HCH2   0   0.305   -0.8788   1.6502   3.3029
 LIO  H61   H  HCH3   0   0.296    1.7344   4.1618   2.8429
 LIO  H62   H  HCH3   0   0.294    2.7407   3.1286   1.8090
 LIO  H63   H  HCH3   0   0.294    1.2510   3.8295   1.1559
 LIO  H71   H  HCH3   0   0.296    1.1900   0.6734   3.9238
 LIO  H72   H  HCH3   0   0.292    2.7141   1.2670   3.2290
 LIO  H73   H  HCH3   0   0.295    1.8421   2.2487   4.4281
 LIO  H81   H  HCH3   0   0.312    0.4075   1.7482   0.5122
 LIO  H82   H  HCH3   0   0.271    1.8678   0.9293   1.0957
 LIO  H83   H  HCH3   0   0.291    0.2765   0.3983   1.6730
 LIO  H121  H  HCH2   0   0.266    0.5421  -0.3434  -1.2946
 LIO  H122  H  HCH2   0   0.279    0.9916   1.2843  -1.7299
 LIO  H131  H  HCH2   0   0.225    2.7147   0.3767  -3.3340
 LIO  H132  H  HCH2   0   0.224    2.2565  -1.2552  -2.8972
 LIO  H141  H  HCH2   0   0.213    2.9299  -0.7998  -0.5215
 LIO  H142  H  HCH2   0   0.208    3.3986   0.8272  -0.9764
 LIO  H151  H  HCH2   0   0.209    5.0749  -0.1072  -2.5809
 LIO  H152  H  HCH2   0   0.209    4.6118  -1.7302  -2.1199
 LIO  H161  H  HCH2   0   0.207    5.3292  -1.2679   0.2354
 LIO  H162  H  HCH2   0   0.207    5.7892   0.3569  -0.2254
 LIO  H171  H  HCH2   0   0.206    7.4503  -0.5781  -1.8513
 LIO  H172  H  HCH2   0   0.206    6.9944  -2.2006  -1.3825
 LIO  H181  H  HCH2   0   0.206    7.7405  -1.7344   0.9632
 LIO  H182  H  HCH2   0   0.206    8.1929  -0.1100   0.4945
 LIO  H191  H  HCH2   0   0.206    9.8374  -1.0445  -1.1481
 LIO  H192  H  HCH2   0   0.206    9.3889  -2.6673  -0.6726
 LIO  H201  H  HCH2   0   0.206   10.1573  -2.1966   1.6648
 LIO  H202  H  HCH2   0   0.206   10.6023  -0.5722   1.1898
 LIO  H211  H  HCH2   0   0.206   12.2346  -1.5058  -0.4657
 LIO  H212  H  HCH2   0   0.206   11.7934  -3.1288   0.0162
 LIO  H221  H  HCH2   0   0.206   12.5782  -2.6523   2.3465
 LIO  H222  H  HCH2   0   0.205   13.0158  -1.0277   1.8657
 LIO  H231  H  HCH2   0   0.205   14.6409  -1.9597   0.2017
 LIO  H232  H  HCH2   0   0.205   14.2068  -3.5830   0.6885
 LIO  H241  H  HCH2   0   0.210   15.0008  -3.0993   3.0126
 LIO  H242  H  HCH2   0   0.209   15.4345  -1.4772   2.5267
 LIO  H251  H  HCH3   0   0.226   17.4443  -2.9511   2.5093
 LIO  H252  H  HCH3   0   0.215   16.6589  -4.0418   1.3712
 LIO  H253  H  HCH3   0   0.215   17.0874  -2.4090   0.8724
 LIO  H321  H  HCH2   0   0.268   -5.3134  -1.4940  -1.2473
 LIO  H322  H  HCH2   0   0.277   -5.3005  -0.2947   0.0174
 LIO  H331  H  HCH2   0   0.226   -7.6976   0.2787  -0.4888
 LIO  H332  H  HCH2   0   0.225   -7.7149  -0.9318  -1.7551
 LIO  H341  H  HCH2   0   0.212   -7.1963  -2.7028  -0.0544
 LIO  H342  H  HCH2   0   0.212   -7.2021  -1.4854   1.2044
 LIO  H351  H  HCH2   0   0.209   -9.5907  -0.9479   0.6661
 LIO  H352  H  HCH2   0   0.209   -9.5816  -2.1745  -0.5830
 LIO  H361  H  HCH2   0   0.207   -9.0860  -3.9235   1.1417
 LIO  H362  H  HCH2   0   0.207   -9.1035  -2.6952   2.3891
 LIO  H371  H  HCH2   0   0.206  -11.4897  -2.1715   1.8382
 LIO  H372  H  HCH2   0   0.206  -11.4714  -3.4017   0.5930
 LIO  H381  H  HCH2   0   0.206  -10.9821  -5.1452   2.3233
 LIO  H382  H  HCH2   0   0.206  -11.0021  -3.9147   3.5682
 LIO  H391  H  HCH2   0   0.210  -13.3868  -3.3955   3.0151
 LIO  H392  H  HCH2   0   0.210  -13.3666  -4.6248   1.7717
 LIO  H401  H  HCH3   0   0.216  -12.9124  -6.3858   3.5100
 LIO  H402  H  HCH3   0   0.215  -12.9292  -5.1490   4.7626
 LIO  H403  H  HCH3   0   0.226  -14.3998  -5.5114   3.8638
 LIO  C31   C  C      0   0.614   -5.3511   0.5245  -1.9228

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
 LIO  C1   C2    single  1.524  0.020  1.524
 LIO  C1   O3P   single  1.410  0.020  1.410
 LIO  C1   H11   single  0.970  0.020  1.090
 LIO  C1   H12   single  0.970  0.020  1.090
 LIO  C2   C3    single  1.510  0.020  1.510
 LIO  C2   O2    single  1.431  0.020  1.431
 LIO  C2   H21   single  0.970  0.020  1.090
 LIO  C3   O3    single  1.422  0.020  1.422
 LIO  C3   H31   single  0.970  0.020  1.090
 LIO  C3   H32   single  0.970  0.020  1.090
 LIO  C4   C5    single  1.511  0.020  1.511
 LIO  C4   O4P   single  1.408  0.020  1.408
 LIO  C4   H41   single  0.970  0.020  1.090
 LIO  C4   H42   single  0.970  0.020  1.090
 LIO  C5   N     single  1.509  0.020  1.509
 LIO  C5   H51   single  0.970  0.020  1.090
 LIO  C5   H52   single  0.970  0.020  1.090
 LIO  C6   N     single  1.489  0.020  1.489
 LIO  C6   H61   single  0.970  0.020  1.090
 LIO  C6   H62   single  0.970  0.020  1.090
 LIO  C6   H63   single  0.970  0.020  1.090
 LIO  C7   N     single  1.491  0.020  1.491
 LIO  C7   H71   single  0.970  0.020  1.090
 LIO  C7   H72   single  0.970  0.020  1.090
 LIO  C7   H73   single  0.970  0.020  1.090
 LIO  C8   N     single  1.491  0.020  1.491
 LIO  C8   H81   single  0.970  0.020  1.090
 LIO  C8   H82   single  0.970  0.020  1.090
 LIO  C8   H83   single  0.970  0.020  1.090
 LIO  C11  C12   single  1.503  0.020  1.503
 LIO  C11  O3    single  1.327  0.020  1.327
 LIO  C11  O11   double  1.206  0.020  1.206
 LIO  C12  C13   single  1.519  0.020  1.519
 LIO  C12  H121  single  0.970  0.020  1.090
 LIO  C12  H122  single  0.970  0.020  1.090
 LIO  C13  C14   single  1.524  0.020  1.524
 LIO  C13  H131  single  0.970  0.020  1.090
 LIO  C13  H132  single  0.970  0.020  1.090
 LIO  C14  C15   single  1.523  0.020  1.523
 LIO  C14  H141  single  0.970  0.020  1.090
 LIO  C14  H142  single  0.970  0.020  1.090
 LIO  C15  C16   single  1.523  0.020  1.523
 LIO  C15  H151  single  0.970  0.020  1.090
 LIO  C15  H152  single  0.970  0.020  1.090
 LIO  C16  C17   single  1.524  0.020  1.524
 LIO  C16  H161  single  0.970  0.020  1.090
 LIO  C16  H162  single  0.970  0.020  1.090
 LIO  C17  C18   single  1.523  0.020  1.523
 LIO  C17  H171  single  0.970  0.020  1.090
 LIO  C17  H172  single  0.970  0.020  1.090
 LIO  C18  C19   single  1.524  0.020  1.524
 LIO  C18  H181  single  0.970  0.020  1.090
 LIO  C18  H182  single  0.970  0.020  1.090
 LIO  C19  C20   single  1.524  0.020  1.524
 LIO  C19  H191  single  0.970  0.020  1.090
 LIO  C19  H192  single  0.970  0.020  1.090
 LIO  C20  C21   single  1.524  0.020  1.524
 LIO  C20  H201  single  0.970  0.020  1.090
 LIO  C20  H202  single  0.970  0.020  1.090
 LIO  C21  C22   single  1.524  0.020  1.524
 LIO  C21  H211  single  0.970  0.020  1.090
 LIO  C21  H212  single  0.970  0.020  1.090
 LIO  C22  C23   single  1.524  0.020  1.524
 LIO  C22  H221  single  0.970  0.020  1.090
 LIO  C22  H222  single  0.970  0.020  1.090
 LIO  C23  C24   single  1.524  0.020  1.524
 LIO  C23  H231  single  0.970  0.020  1.090
 LIO  C23  H232  single  0.970  0.020  1.090
 LIO  C24  C25   single  1.523  0.020  1.523
 LIO  C24  H241  single  0.970  0.020  1.090
 LIO  C24  H242  single  0.970  0.020  1.090
 LIO  C25  H251  single  0.970  0.020  1.090
 LIO  C25  H252  single  0.970  0.020  1.090
 LIO  C25  H253  single  0.970  0.020  1.090
 LIO  C31  C32   single  1.504  0.020  1.504
 LIO  C31  O2    single  1.331  0.020  1.331
 LIO  C31  O31   double  1.205  0.020  1.205
 LIO  C32  C33   single  1.520  0.020  1.520
 LIO  C32  H321  single  0.970  0.020  1.090
 LIO  C32  H322  single  0.970  0.020  1.090
 LIO  C33  C34   single  1.523  0.020  1.523
 LIO  C33  H331  single  0.970  0.020  1.090
 LIO  C33  H332  single  0.970  0.020  1.090
 LIO  C34  C35   single  1.523  0.020  1.523
 LIO  C34  H341  single  0.970  0.020  1.090
 LIO  C34  H342  single  0.970  0.020  1.090
 LIO  C35  C36   single  1.523  0.020  1.523
 LIO  C35  H351  single  0.970  0.020  1.090
 LIO  C35  H352  single  0.970  0.020  1.090
 LIO  C36  C37   single  1.524  0.020  1.524
 LIO  C36  H361  single  0.970  0.020  1.090
 LIO  C36  H362  single  0.970  0.020  1.090
 LIO  C37  C38   single  1.523  0.020  1.523
 LIO  C37  H371  single  0.970  0.020  1.090
 LIO  C37  H372  single  0.970  0.020  1.090
 LIO  C38  C39   single  1.524  0.020  1.524
 LIO  C38  H381  single  0.970  0.020  1.090
 LIO  C38  H382  single  0.970  0.020  1.090
 LIO  C39  C40   single  1.522  0.020  1.522
 LIO  C39  H391  single  0.970  0.020  1.090
 LIO  C39  H392  single  0.970  0.020  1.090
 LIO  C40  H401  single  0.970  0.020  1.090
 LIO  C40  H402  single  0.970  0.020  1.090
 LIO  C40  H403  single  0.970  0.020  1.090
 LIO  O1P  P     deloc   1.502  0.020  1.502
 LIO  O2P  P     deloc   1.497  0.020  1.497
 LIO  O3P  P     single  1.631  0.020  1.631
 LIO  O4P  P     single  1.649  0.020  1.649

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
 LIO  H12   C1   H11   106.91  3.000
 LIO  H12   C1   O3P   110.25  3.000
 LIO  H11   C1   O3P   112.81  3.000
 LIO  H12   C1   C2    109.50  3.000
 LIO  H11   C1   C2    107.62  3.000
 LIO  O3P   C1   C2    109.65  3.000
 LIO  H21   C2   O2    110.15  3.000
 LIO  H21   C2   C3    105.76  3.000
 LIO  O2    C2   C3    107.45  3.000
 LIO  H21   C2   C1    107.72  3.000
 LIO  O2    C2   C1    110.94  3.000
 LIO  C3    C2   C1    114.68  3.000
 LIO  H32   C3   H31   107.64  3.000
 LIO  H32   C3   O3    110.60  3.000
 LIO  H31   C3   O3    110.70  3.000
 LIO  H32   C3   C2    110.01  3.000
 LIO  H31   C3   C2    108.20  3.000
 LIO  O3    C3   C2    109.64  3.000
 LIO  H42   C4   H41   105.77  3.000
 LIO  H42   C4   O4P   109.61  3.000
 LIO  H41   C4   O4P   113.06  3.000
 LIO  H42   C4   C5    105.10  3.000
 LIO  H41   C4   C5    110.39  3.000
 LIO  O4P   C4   C5    112.39  3.000
 LIO  H52   C5   H51   107.81  3.000
 LIO  H52   C5   N     106.54  3.000
 LIO  H51   C5   N     105.98  3.000
 LIO  H52   C5   C4    111.00  3.000
 LIO  H51   C5   C4    107.52  3.000
 LIO  N     C5   C4    117.53  3.000
 LIO  H63   C6   H62   109.19  3.000
 LIO  H63   C6   H61   110.55  3.000
 LIO  H62   C6   H61   109.43  3.000
 LIO  H63   C6   N     109.57  3.000
 LIO  H62   C6   N     108.54  3.000
 LIO  H61   C6   N     109.53  3.000
 LIO  H73   C7   H72   109.84  3.000
 LIO  H73   C7   H71   109.82  3.000
 LIO  H72   C7   H71   109.72  3.000
 LIO  H73   C7   N     109.39  3.000
 LIO  H72   C7   N     109.07  3.000
 LIO  H71   C7   N     109.00  3.000
 LIO  H83   C8   H82   109.38  3.000
 LIO  H83   C8   H81   110.73  3.000
 LIO  H82   C8   H81   109.56  3.000
 LIO  H83   C8   N     109.22  3.000
 LIO  H82   C8   N     108.25  3.000
 LIO  H81   C8   N     109.67  3.000
 LIO  O11   C11  O3    123.29  3.000
 LIO  O11   C11  C12   125.39  3.000
 LIO  O3    C11  C12   111.31  3.000
 LIO  H122  C12  H121  105.56  3.000
 LIO  H122  C12  C13   111.04  3.000
 LIO  H121  C12  C13   110.80  3.000
 LIO  H122  C12  C11   106.41  3.000
 LIO  H121  C12  C11   108.80  3.000
 LIO  C13   C12  C11   113.81  3.000
 LIO  H132  C13  H131  106.36  3.000
 LIO  H132  C13  C14   109.31  3.000
 LIO  H131  C13  C14   109.22  3.000
 LIO  H132  C13  C12   109.65  3.000
 LIO  H131  C13  C12   109.79  3.000
 LIO  C14   C13  C12   112.34  3.000
 LIO  H142  C14  H141  106.21  3.000
 LIO  H142  C14  C15   109.24  3.000
 LIO  H141  C14  C15   109.30  3.000
 LIO  H142  C14  C13   109.48  3.000
 LIO  H141  C14  C13   109.77  3.000
 LIO  C15   C14  C13   112.63  3.000
 LIO  H152  C15  H151  105.98  3.000
 LIO  H152  C15  C16   109.31  3.000
 LIO  H151  C15  C16   109.35  3.000
 LIO  H152  C15  C14   109.21  3.000
 LIO  H151  C15  C14   109.14  3.000
 LIO  C16   C15  C14   113.57  3.000
 LIO  H162  C16  H161  106.02  3.000
 LIO  H162  C16  C17   109.39  3.000
 LIO  H161  C16  C17   109.37  3.000
 LIO  H162  C16  C15   109.36  3.000
 LIO  H161  C16  C15   109.50  3.000
 LIO  C17   C16  C15   112.95  3.000
 LIO  H172  C17  H171  105.92  3.000
 LIO  H172  C17  C18   109.27  3.000
 LIO  H171  C17  C18   109.30  3.000
 LIO  H172  C17  C16   109.25  3.000
 LIO  H171  C17  C16   109.19  3.000
 LIO  C18   C17  C16   113.62  3.000
 LIO  H182  C18  H181  105.99  3.000
 LIO  H182  C18  C19   109.36  3.000
 LIO  H181  C18  C19   109.35  3.000
 LIO  H182  C18  C17   109.33  3.000
 LIO  H181  C18  C17   109.48  3.000
 LIO  C19   C18  C17   113.08  3.000
 LIO  H192  C19  H191  105.92  3.000
 LIO  H192  C19  C20   109.28  3.000
 LIO  H191  C19  C20   109.31  3.000
 LIO  H192  C19  C18   109.27  3.000
 LIO  H191  C19  C18   109.21  3.000
 LIO  C20   C19  C18   113.57  3.000
 LIO  H202  C20  H201  105.98  3.000
 LIO  H202  C20  C21   109.34  3.000
 LIO  H201  C20  C21   109.34  3.000
 LIO  H202  C20  C19   109.32  3.000
 LIO  H201  C20  C19   109.46  3.000
 LIO  C21   C20  C19   113.16  3.000
 LIO  H212  C21  H211  105.93  3.000
 LIO  H212  C21  C22   109.29  3.000
 LIO  H211  C21  C22   109.32  3.000
 LIO  H212  C21  C20   109.29  3.000
 LIO  H211  C21  C20   109.23  3.000
 LIO  C22   C21  C20   113.50  3.000
 LIO  H222  C22  H221  105.97  3.000
 LIO  H222  C22  C23   109.33  3.000
 LIO  H221  C22  C23   109.34  3.000
 LIO  H222  C22  C21   109.30  3.000
 LIO  H221  C22  C21   109.43  3.000
 LIO  C23   C22  C21   113.22  3.000
 LIO  H232  C23  H231  105.92  3.000
 LIO  H232  C23  C24   109.24  3.000
 LIO  H231  C23  C24   109.30  3.000
 LIO  H232  C23  C22   109.34  3.000
 LIO  H231  C23  C22   109.29  3.000
 LIO  C24   C23  C22   113.48  3.000
 LIO  H242  C24  H241  105.97  3.000
 LIO  H242  C24  C25   109.51  3.000
 LIO  H241  C24  C25   109.60  3.000
 LIO  H242  C24  C23   109.28  3.000
 LIO  H241  C24  C23   109.33  3.000
 LIO  C25   C24  C23   112.92  3.000
 LIO  H253  C25  H252  107.46  3.000
 LIO  H253  C25  H251  107.61  3.000
 LIO  H252  C25  H251  107.63  3.000
 LIO  H253  C25  C24   111.09  3.000
 LIO  H252  C25  C24   111.23  3.000
 LIO  H251  C25  C24   111.63  3.000
 LIO  H322  C32  H321  105.52  3.000
 LIO  H322  C32  C33   110.22  3.000
 LIO  H321  C32  C33   110.82  3.000
 LIO  H322  C32  C31   107.21  3.000
 LIO  H321  C32  C31   109.11  3.000
 LIO  C33   C32  C31   113.59  3.000
 LIO  H332  C33  H331  106.49  3.000
 LIO  H332  C33  C34   109.35  3.000
 LIO  H331  C33  C34   109.32  3.000
 LIO  H332  C33  C32   109.62  3.000
 LIO  H331  C33  C32   109.90  3.000
 LIO  C34   C33  C32   112.01  3.000
 LIO  H342  C34  H341  106.11  3.000
 LIO  H342  C34  C35   109.40  3.000
 LIO  H341  C34  C35   109.37  3.000
 LIO  H342  C34  C33   109.42  3.000
 LIO  H341  C34  C33   109.60  3.000
 LIO  C35   C34  C33   112.73  3.000
 LIO  H352  C35  H351  106.05  3.000
 LIO  H352  C35  C36   109.34  3.000
 LIO  H351  C35  C36   109.35  3.000
 LIO  H352  C35  C34   109.26  3.000
 LIO  H351  C35  C34   109.31  3.000
 LIO  C36   C35  C34   113.28  3.000
 LIO  H362  C36  H361  106.04  3.000
 LIO  H362  C36  C37   109.33  3.000
 LIO  H361  C36  C37   109.32  3.000
 LIO  H362  C36  C35   109.34  3.000
 LIO  H361  C36  C35   109.35  3.000
 LIO  C37   C36  C35   113.21  3.000
 LIO  H372  C37  H371  106.02  3.000
 LIO  H372  C37  C38   109.33  3.000
 LIO  H371  C37  C38   109.33  3.000
 LIO  H372  C37  C36   109.30  3.000
 LIO  H371  C37  C36   109.30  3.000
 LIO  C38   C37  C36   113.30  3.000
 LIO  H382  C38  H381  106.00  3.000
 LIO  H382  C38  C39   109.27  3.000
 LIO  H381  C38  C39   109.26  3.000
 LIO  H382  C38  C37   109.35  3.000
 LIO  H381  C38  C37   109.35  3.000
 LIO  C39   C38  C37   113.34  3.000
 LIO  H392  C39  H391  106.02  3.000
 LIO  H392  C39  C40   109.55  3.000
 LIO  H391  C39  C40   109.56  3.000
 LIO  H392  C39  C38   109.26  3.000
 LIO  H391  C39  C38   109.26  3.000
 LIO  C40   C39  C38   112.94  3.000
 LIO  H403  C40  H402  107.62  3.000
 LIO  H403  C40  H401  107.62  3.000
 LIO  H402  C40  H401  107.47  3.000
 LIO  H403  C40  C39   111.59  3.000
 LIO  H402  C40  C39   111.18  3.000
 LIO  H401  C40  C39   111.17  3.000
 LIO  C8    N    C7    108.33  3.000
 LIO  C8    N    C6    109.03  3.000
 LIO  C7    N    C6    109.07  3.000
 LIO  C8    N    C5    111.91  3.000
 LIO  C7    N    C5    107.11  3.000
 LIO  C6    N    C5    111.29  3.000
 LIO  C31   O2   C2    118.93  3.000
 LIO  C11   O3   C3    118.06  3.000
 LIO  P     O3P  C1    118.47  3.000
 LIO  P     O4P  C4    117.37  3.000
 LIO  O4P   P    O3P    93.27  3.000
 LIO  O4P   P    O2P   110.33  3.000
 LIO  O3P   P    O2P   110.65  3.000
 LIO  O4P   P    O1P   108.93  3.000
 LIO  O3P   P    O1P   111.11  3.000
 LIO  O2P   P    O1P   119.43  3.000
 LIO  O31   C31  O2    123.47  3.000
 LIO  O31   C31  C32   125.08  3.000
 LIO  O2    C31  C32   111.45  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
 LIO  Var_01  O1P   P    O3P  C1    -84.28  30.0  3
 LIO  Var_02  C32   C31  O2   C2   -177.13  30.0  1
 LIO  Var_03  C12   C11  O3   C3    172.34  30.0  2
 LIO  Var_04  C6    N    C5   C4     51.49  30.0  3
 LIO  Var_05  C14   C13  C12  C11   178.56  30.0  3
 LIO  Var_06  C15   C14  C13  C12   179.40  30.0  3
 LIO  Var_07  O3    C11  C12  C13   172.48  30.0  2
 LIO  Var_08  C16   C15  C14  C13   179.54  30.0  3
 LIO  Var_09  C17   C16  C15  C14  -179.85  30.0  3
 LIO  Var_10  C18   C17  C16  C15   179.62  30.0  3
 LIO  Var_11  C19   C18  C17  C16  -179.83  30.0  3
 LIO  Var_12  C20   C19  C18  C17   179.65  30.0  3
 LIO  Var_13  C21   C20  C19  C18  -179.82  30.0  3
 LIO  Var_14  C22   C21  C20  C19   179.66  30.0  3
 LIO  Var_15  C23   C22  C21  C20  -179.81  30.0  3
 LIO  Var_16  C24   C23  C22  C21   179.72  30.0  3
 LIO  Var_17  C25   C24  C23  C22  -179.90  30.0  3
 LIO  Var_18  C34   C33  C32  C31  -178.48  30.0  3
 LIO  Var_19  C35   C34  C33  C32  -179.06  30.0  3
 LIO  Var_20  O2    C31  C32  C33  -166.74  30.0  2
 LIO  Var_21  C36   C35  C34  C33  -179.46  30.0  3
 LIO  Var_22  C37   C36  C35  C34  -179.68  30.0  3
 LIO  Var_23  C38   C37  C36  C35  -179.90  30.0  3
 LIO  Var_24  C39   C38  C37  C36  -179.93  30.0  3
 LIO  Var_25  C40   C39  C38  C37  -180.00  30.0  3
 LIO  Var_26  O4P   C4   C5   N      71.89  30.0  1
 LIO  Var_27  H61   C6   N    C5     51.44  30.0  3
 LIO  Var_28  H71   C7   N    C5     59.72  30.0  3
 LIO  Var_29  H81   C8   N    C5     67.97  30.0  3
 LIO  Var_30  H31   C3   O3   C11   -46.71  30.0  2
 LIO  Var_31  H251  C25  C24  C23   179.51  30.0  3
 LIO  Var_32  H401  C40  C39  C38   -59.96  30.0  3
 LIO  Var_33  H11   C1   O3P  P      38.89  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
 LIO  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
 LIO  plan-1  C11  0.020
 LIO  plan-1  C12  0.020
 LIO  plan-1  O3   0.020
 LIO  plan-1  O11  0.020
 LIO  plan-2  C32  0.020
 LIO  plan-2  O2   0.020
 LIO  plan-2  O31  0.020
 LIO  plan-2  C31  0.020

