# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  3 05:47:05 2021
#   Inital geometry file: a 300 line input string
#   Ligand name: (2S)-3-(octadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propyl 2-(trimethylammonio)ethyl phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](CO[P]([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC
#
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
 L9R  L9R  '(2S)-3-(octadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propyl 2-(trimethylammonio)ethyl phosphate'  ligand  140  54  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_L9R
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
 L9R  N     N  NT     1  -0.379  94.1008  -31.7115  12.3288
 L9R  P     P  P      0   1.366  98.4351  -32.2901  11.5508
 L9R  C1    C  CH2    0  -0.145  97.9026  -31.5537   9.0615
 L9R  C2    C  CH1    0  -0.052  97.3293  -32.3006   7.8747
 L9R  O2    O  O2     0  -0.458  96.2972  -33.1561   8.3683
 L9R  C3    C  CH2    0  -0.198  96.6914  -31.3605   6.8580
 L9R  O3    O  O2     0  -0.448  97.7323  -30.5618   6.3079
 L9R  C4    C  CH2    0  -0.190  96.3021  -32.8601  13.0000
 L9R  C5    C  CH2    0  -0.349  94.8045  -32.9545  12.8134
 L9R  C6    C  CH3    0  -0.560  94.0562  -30.6905  13.4106
 L9R  C7    C  CH3    0  -0.551  94.7494  -31.1158  11.1268
 L9R  C8    C  CH3    0  -0.561  92.7073  -32.0984  11.9774
 L9R  C11   C  C      0   0.587  97.4851  -29.6343   5.3750
 L9R  O11   O  O      0  -0.432  98.4180  -28.9917   4.9702
 L9R  C12   C  CH2    0  -0.639  96.0678  -29.4640   4.9015
 L9R  C13   C  CH2    0  -0.416  95.9125  -28.4488   3.7795
 L9R  C14   C  CH2    0  -0.415  94.4734  -28.3961   3.2816
 L9R  C15   C  CH2    0  -0.414  94.2641  -27.4018   2.1465
 L9R  C16   C  CH2    0  -0.412  92.8461  -27.4339   1.5901
 L9R  C17   C  CH2    0  -0.410  92.6121  -26.4377   0.4613
 L9R  C18   C  CH2    0  -0.418  91.2203  -26.5454  -0.1502
 L9R  C19   C  CH2    0  -0.421  90.9755  -25.5261  -1.2579
 L9R  O1P   O  O      0  -0.775  99.4773  -33.1840  12.1355
 L9R  C20   C  CH2    0  -0.418  89.6561  -25.7101  -2.0028
 L9R  C21   C  CH2    0  -0.423  88.4114  -25.5106  -1.1456
 L9R  C22   C  CH2    0  -0.417  87.1210  -25.6673  -1.9425
 L9R  C23   C  CH2    0  -0.419  85.8489  -25.3974  -1.1435
 L9R  C24   C  CH2    0  -0.423  85.5996  -26.3705   0.0044
 L9R  C25   C  CH2    0  -0.419  84.2872  -26.0888   0.7288
 L9R  C26   C  CH2    0  -0.415  84.0285  -26.9833   1.9384
 L9R  C27   C  CH2    0  -0.423  83.7750  -28.4477   1.5972
 L9R  C28   C  CH3    0  -0.660  83.4691  -29.2908   2.8281
 L9R  O2P   O  OP    -1  -0.793  98.3335  -30.8421  11.9245
 L9R  C31   C  C      0   0.591  96.0341  -34.2968   7.7273
 L9R  O31   O  O      0  -0.446  96.6162  -34.6474   6.7322
 L9R  C32   C  CH2    0  -0.557  94.9530  -35.0806   8.4148
 L9R  C33   C  CH2    0  -0.457  95.4580  -35.7422   9.7033
 L9R  C34   C  CH2    0  -0.425  94.4569  -36.7374  10.2844
 L9R  C35   C  CH2    0  -0.444  93.1193  -36.1480  10.7178
 L9R  C36   C  CH2    0  -0.414  92.1608  -37.2179  11.2306
 L9R  C37   C  CH2    0  -0.423  90.8444  -36.6853  11.7884
 L9R  C38   C  CH2    0  -0.504  90.0311  -35.8549  10.7913
 L9R  C39   C  C1     0  -0.220  88.6454  -35.5625  11.2874
 L9R  O3P   O  O2     0  -0.608  98.5313  -32.4697   9.9309
 L9R  C40   C  C1     0  -0.204  88.2525  -34.4635  11.9292
 L9R  C41   C  CH2    0  -0.481  89.1191  -33.2985  12.3060
 L9R  C42   C  CH2    0  -0.416  88.7101  -32.6642  13.6349
 L9R  C43   C  CH2    0  -0.429  89.6569  -31.5520  14.0626
 L9R  C44   C  CH2    0  -0.422  89.2117  -30.7987  15.3113
 L9R  C45   C  CH2    0  -0.423  90.2168  -29.7347  15.7524
 L9R  C46   C  CH2    0  -0.419  91.4602  -30.3121  16.4225
 L9R  C47   C  CH2    0  -0.432  92.5849  -29.2993  16.5929
 L9R  C48   C  CH3    0  -0.660  93.8170  -29.8912  17.2638
 L9R  O4P   O  O2     0  -0.608  96.9434  -32.9777  11.7537
 L9R  H1    H  HCH2   0   0.241  98.6330  -30.8265   8.6982
 L9R  H1A   H  HCH2   0   0.220  97.1083  -30.9850   9.5536
 L9R  H2    H  HCH1   0   0.268  98.1123  -32.8907   7.3906
 L9R  H3    H  HCH2   0   0.265  96.1993  -31.9435   6.0763
 L9R  H3A   H  HCH2   0   0.247  95.9378  -30.7354   7.3463
 L9R  H4    H  HCH2   0   0.238  96.5871  -31.9435  13.5266
 L9R  H4A   H  HCH2   0   0.267  96.5746  -33.6920  13.6573
 L9R  H5    H  HCH2   0   0.312  94.3267  -33.2242  13.7548
 L9R  H5A   H  HCH2   0   0.287  94.5819  -33.7425  12.0944
 L9R  H6    H  HCH3   0   0.307  93.5058  -29.8230  13.0562
 L9R  H6A   H  HCH3   0   0.277  93.5587  -31.1130  14.2798
 L9R  H6B   H  HCH3   0   0.304  95.0638  -30.3878  13.6779
 L9R  H7    H  HCH3   0   0.297  94.1195  -30.3054  10.7690
 L9R  H7A   H  HCH3   0   0.290  95.7239  -30.7208  11.3951
 L9R  H7B   H  HCH3   0   0.285  94.8520  -31.8746  10.3567
 L9R  H8    H  HCH3   0   0.308  92.1497  -31.2130  11.6853
 L9R  H8A   H  HCH3   0   0.291  92.7253  -32.7999  11.1466
 L9R  H8B   H  HCH3   0   0.286  92.2377  -32.5596  12.8409
 L9R  H12   H  HCH2   0   0.279  95.6803  -30.4348   4.5762
 L9R  H12A  H  HCH2   0   0.285  95.4448  -29.1767   5.7562
 L9R  H13   H  HCH2   0   0.229  96.2219  -27.4590   4.1242
 L9R  H13A  H  HCH2   0   0.228  96.5735  -28.7118   2.9495
 L9R  H14   H  HCH2   0   0.212  94.1741  -29.3944   2.9437
 L9R  H14A  H  HCH2   0   0.214  93.8043  -28.1446   4.1119
 L9R  H15   H  HCH2   0   0.210  94.5005  -26.3906   2.4952
 L9R  H15A  H  HCH2   0   0.208  94.9734  -27.6179   1.3396
 L9R  H16   H  HCH2   0   0.206  92.6273  -28.4455   1.2296
 L9R  H16A  H  HCH2   0   0.207  92.1311  -27.2411   2.3977
 L9R  H17   H  HCH2   0   0.207  92.7709  -25.4196   0.8342
 L9R  H17A  H  HCH2   0   0.206  93.3634  -26.5929  -0.3213
 L9R  H18   H  HCH2   0   0.204  91.0827  -27.5561  -0.5518
 L9R  H18A  H  HCH2   0   0.212  90.4713  -26.4310   0.6399
 L9R  H19   H  HCH2   0   0.206  91.0191  -24.5156  -0.8364
 L9R  H19A  H  HCH2   0   0.214  91.7969  -25.5876  -1.9790
 L9R  H20   H  HCH2   0   0.214  89.6240  -25.0078  -2.8424
 L9R  H20A  H  HCH2   0   0.205  89.6309  -26.7119  -2.4471
 L9R  H21   H  HCH2   0   0.219  88.4184  -26.2207  -0.3146
 L9R  H21A  H  HCH2   0   0.203  88.4384  -24.5132  -0.6908
 L9R  H22   H  HCH2   0   0.213  87.1488  -24.9845  -2.7982
 L9R  H22A  H  HCH2   0   0.205  87.0781  -26.6776  -2.3651
 L9R  H23   H  HCH2   0   0.205  85.8792  -24.3753  -0.7489
 L9R  H23A  H  HCH2   0   0.215  84.9913  -25.4316  -1.8229
 L9R  H24   H  HCH2   0   0.210  85.6047  -27.3931  -0.3874
 L9R  H24A  H  HCH2   0   0.211  86.4196  -26.3194   0.7279
 L9R  H25   H  HCH2   0   0.214  84.2870  -25.0441   1.0563
 L9R  H25A  H  HCH2   0   0.205  83.4534  -26.1828   0.0240
 L9R  H26   H  HCH2   0   0.205  84.8769  -26.9126   2.6286
 L9R  H26A  H  HCH2   0   0.214  83.1622  -26.5963   2.4846
 L9R  H27   H  HCH2   0   0.209  82.9412  -28.5125   0.8906
 L9R  H27A  H  HCH2   0   0.215  84.6417  -28.8692   1.0809
 L9R  H28   H  HCH3   0   0.225  83.3016  -30.3363   2.5665
 L9R  H28A  H  HCH3   0   0.215  84.2941  -29.2569   3.5418
 L9R  H28B  H  HCH3   0   0.215  82.5753  -28.9319   3.3424
 L9R  H32   H  HCH2   0   0.260  94.1116  -34.4174   8.6285
 L9R  H32A  H  HCH2   0   0.261  94.5997  -35.8461   7.7228
 L9R  H33   H  HCH2   0   0.245  96.3865  -36.2776   9.4888
 L9R  H33A  H  HCH2   0   0.242  95.7158  -34.9753  10.4366
 L9R  H34   H  HCH2   0   0.219  94.2768  -37.5257   9.5461
 L9R  H34A  H  HCH2   0   0.231  94.9212  -37.2305  11.1432
 L9R  H35   H  HCH2   0   0.200  93.2815  -35.4006  11.5046
 L9R  H35A  H  HCH2   0   0.228  92.6546  -35.6173   9.8820
 L9R  H36   H  HCH2   0   0.215  91.9514  -37.9216  10.4175
 L9R  H36A  H  HCH2   0   0.222  92.6606  -37.8003  12.0113
 L9R  H37   H  HCH2   0   0.228  90.2406  -37.5330  12.1255
 L9R  H37A  H  HCH2   0   0.215  91.0381  -36.0806  12.6800
 L9R  H38   H  HCH2   0   0.228  90.5595  -34.9275  10.5590
 L9R  H38A  H  HCH2   0   0.234  89.9610  -36.4049   9.8476
 L9R  H39   H  H      0   0.231  87.9071  -36.3403  11.1135
 L9R  H40   H  H      0   0.229  87.2086  -34.3906  12.2245
 L9R  H41   H  HCH2   0   0.216  90.1632  -33.6183  12.3646
 L9R  H41A  H  HCH2   0   0.236  89.0822  -32.5301  11.5243
 L9R  H42   H  HCH2   0   0.217  87.6915  -32.2714  13.5476
 L9R  H42A  H  HCH2   0   0.219  88.6752  -33.4337  14.4125
 L9R  H43   H  HCH2   0   0.207  90.6491  -31.9839  14.2292
 L9R  H43A  H  HCH2   0   0.211  89.7725  -30.8339  13.2423
 L9R  H44   H  HCH2   0   0.222  88.2440  -30.3295  15.1116
 L9R  H44A  H  HCH2   0   0.210  89.0439  -31.5066  16.1310
 L9R  H45   H  HCH2   0   0.206  90.5139  -29.1422  14.8791
 L9R  H45A  H  HCH2   0   0.223  89.7360  -29.0343  16.4414
 L9R  H46   H  HCH2   0   0.218  91.1843  -30.7226  17.3995
 L9R  H46A  H  HCH2   0   0.203  91.8331  -31.1641  15.8435
 L9R  H47   H  HCH2   0   0.210  92.8581  -28.8962  15.6118
 L9R  H47A  H  HCH2   0   0.221  92.2241  -28.4449  17.1741
 L9R  H48   H  HCH3   0   0.229  94.6284  -29.1658  17.3291
 L9R  H48A  H  HCH3   0   0.221  93.5919  -30.2291  18.2767
 L9R  H48B  H  HCH3   0   0.209  94.1913  -30.7548  16.7099

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
 L9R  N    C5    single  1.508  0.020  1.508
 L9R  N    C6    single  1.488  0.020  1.488
 L9R  N    C7    single  1.490  0.020  1.490
 L9R  N    C8    single  1.488  0.020  1.488
 L9R  P    O1P   double  1.492  0.020  1.492
 L9R  P    O2P   single  1.499  0.020  1.499
 L9R  P    O3P   single  1.633  0.020  1.633
 L9R  P    O4P   single  1.655  0.020  1.655
 L9R  C1   C2    single  1.515  0.020  1.515
 L9R  C1   O3P   single  1.411  0.020  1.411
 L9R  C2   O2    single  1.429  0.020  1.429
 L9R  C2   C3    single  1.525  0.020  1.525
 L9R  O2   C31   single  1.335  0.020  1.335
 L9R  C3   O3    single  1.423  0.020  1.423
 L9R  O3   C11   single  1.338  0.020  1.338
 L9R  C4   C5    single  1.512  0.020  1.512
 L9R  C4   O4P   single  1.406  0.020  1.406
 L9R  C11  O11   double  1.203  0.020  1.203
 L9R  C11  C12   single  1.504  0.020  1.504
 L9R  C12  C13   single  1.521  0.020  1.521
 L9R  C13  C14   single  1.524  0.020  1.524
 L9R  C14  C15   single  1.523  0.020  1.523
 L9R  C15  C16   single  1.524  0.020  1.524
 L9R  C16  C17   single  1.524  0.020  1.524
 L9R  C17  C18   single  1.524  0.020  1.524
 L9R  C18  C19   single  1.525  0.020  1.525
 L9R  C19  C20   single  1.526  0.020  1.526
 L9R  C20  C21   single  1.524  0.020  1.524
 L9R  C21  C22   single  1.525  0.020  1.525
 L9R  C22  C23   single  1.526  0.020  1.526
 L9R  C23  C24   single  1.525  0.020  1.525
 L9R  C24  C25   single  1.525  0.020  1.525
 L9R  C25  C26   single  1.526  0.020  1.526
 L9R  C26  C27   single  1.525  0.020  1.525
 L9R  C27  C28   single  1.523  0.020  1.523
 L9R  C31  O31   double  1.205  0.020  1.205
 L9R  C31  C32   single  1.502  0.020  1.502
 L9R  C32  C33   single  1.534  0.020  1.534
 L9R  C33  C34   single  1.527  0.020  1.527
 L9R  C34  C35   single  1.525  0.020  1.525
 L9R  C35  C36   single  1.525  0.020  1.525
 L9R  C36  C37   single  1.526  0.020  1.526
 L9R  C37  C38   single  1.531  0.020  1.531
 L9R  C38  C39   single  1.501  0.020  1.501
 L9R  C39  C40   double  1.332  0.020  1.332
 L9R  C40  C41   single  1.500  0.020  1.500
 L9R  C41  C42   single  1.528  0.020  1.528
 L9R  C42  C43   single  1.522  0.020  1.522
 L9R  C43  C44   single  1.525  0.020  1.525
 L9R  C44  C45   single  1.529  0.020  1.529
 L9R  C45  C46   single  1.526  0.020  1.526
 L9R  C46  C47   single  1.523  0.020  1.523
 L9R  C47  C48   single  1.523  0.020  1.523
 L9R  C1   H1    single  0.970  0.020  1.090
 L9R  C1   H1A   single  0.970  0.020  1.090
 L9R  C2   H2    single  0.970  0.020  1.090
 L9R  C3   H3    single  0.970  0.020  1.090
 L9R  C3   H3A   single  0.970  0.020  1.090
 L9R  C4   H4    single  0.970  0.020  1.090
 L9R  C4   H4A   single  0.970  0.020  1.090
 L9R  C5   H5    single  0.970  0.020  1.090
 L9R  C5   H5A   single  0.970  0.020  1.090
 L9R  C6   H6    single  0.970  0.020  1.090
 L9R  C6   H6A   single  0.970  0.020  1.090
 L9R  C6   H6B   single  0.970  0.020  1.090
 L9R  C7   H7    single  0.970  0.020  1.090
 L9R  C7   H7A   single  0.970  0.020  1.090
 L9R  C7   H7B   single  0.970  0.020  1.090
 L9R  C8   H8    single  0.970  0.020  1.090
 L9R  C8   H8A   single  0.970  0.020  1.090
 L9R  C8   H8B   single  0.970  0.020  1.090
 L9R  C12  H12   single  0.970  0.020  1.090
 L9R  C12  H12A  single  0.970  0.020  1.090
 L9R  C13  H13   single  0.970  0.020  1.090
 L9R  C13  H13A  single  0.970  0.020  1.090
 L9R  C14  H14   single  0.970  0.020  1.090
 L9R  C14  H14A  single  0.970  0.020  1.090
 L9R  C15  H15   single  0.970  0.020  1.090
 L9R  C15  H15A  single  0.970  0.020  1.090
 L9R  C16  H16   single  0.970  0.020  1.090
 L9R  C16  H16A  single  0.970  0.020  1.090
 L9R  C17  H17   single  0.970  0.020  1.090
 L9R  C17  H17A  single  0.970  0.020  1.090
 L9R  C18  H18   single  0.970  0.020  1.090
 L9R  C18  H18A  single  0.970  0.020  1.090
 L9R  C19  H19   single  0.970  0.020  1.090
 L9R  C19  H19A  single  0.970  0.020  1.090
 L9R  C20  H20   single  0.970  0.020  1.090
 L9R  C20  H20A  single  0.970  0.020  1.090
 L9R  C21  H21   single  0.970  0.020  1.090
 L9R  C21  H21A  single  0.970  0.020  1.090
 L9R  C22  H22   single  0.970  0.020  1.090
 L9R  C22  H22A  single  0.970  0.020  1.090
 L9R  C23  H23   single  0.970  0.020  1.090
 L9R  C23  H23A  single  0.970  0.020  1.090
 L9R  C24  H24   single  0.970  0.020  1.090
 L9R  C24  H24A  single  0.970  0.020  1.090
 L9R  C25  H25   single  0.970  0.020  1.090
 L9R  C25  H25A  single  0.970  0.020  1.090
 L9R  C26  H26   single  0.970  0.020  1.090
 L9R  C26  H26A  single  0.970  0.020  1.090
 L9R  C27  H27   single  0.970  0.020  1.090
 L9R  C27  H27A  single  0.970  0.020  1.090
 L9R  C28  H28   single  0.970  0.020  1.090
 L9R  C28  H28A  single  0.970  0.020  1.090
 L9R  C28  H28B  single  0.970  0.020  1.090
 L9R  C32  H32   single  0.970  0.020  1.090
 L9R  C32  H32A  single  0.970  0.020  1.090
 L9R  C33  H33   single  0.970  0.020  1.090
 L9R  C33  H33A  single  0.970  0.020  1.090
 L9R  C34  H34   single  0.970  0.020  1.090
 L9R  C34  H34A  single  0.970  0.020  1.090
 L9R  C35  H35   single  0.970  0.020  1.090
 L9R  C35  H35A  single  0.970  0.020  1.090
 L9R  C36  H36   single  0.970  0.020  1.090
 L9R  C36  H36A  single  0.970  0.020  1.090
 L9R  C37  H37   single  0.970  0.020  1.090
 L9R  C37  H37A  single  0.970  0.020  1.090
 L9R  C38  H38   single  0.970  0.020  1.090
 L9R  C38  H38A  single  0.970  0.020  1.090
 L9R  C39  H39   single  0.930  0.020  1.080
 L9R  C40  H40   single  0.930  0.020  1.080
 L9R  C41  H41   single  0.970  0.020  1.090
 L9R  C41  H41A  single  0.970  0.020  1.090
 L9R  C42  H42   single  0.970  0.020  1.090
 L9R  C42  H42A  single  0.970  0.020  1.090
 L9R  C43  H43   single  0.970  0.020  1.090
 L9R  C43  H43A  single  0.970  0.020  1.090
 L9R  C44  H44   single  0.970  0.020  1.090
 L9R  C44  H44A  single  0.970  0.020  1.090
 L9R  C45  H45   single  0.970  0.020  1.090
 L9R  C45  H45A  single  0.970  0.020  1.090
 L9R  C46  H46   single  0.970  0.020  1.090
 L9R  C46  H46A  single  0.970  0.020  1.090
 L9R  C47  H47   single  0.970  0.020  1.090
 L9R  C47  H47A  single  0.970  0.020  1.090
 L9R  C48  H48   single  0.970  0.020  1.090
 L9R  C48  H48A  single  0.970  0.020  1.090
 L9R  C48  H48B  single  0.970  0.020  1.090

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
 L9R  C8    N    C7    108.72  3.000
 L9R  C8    N    C6    108.78  3.000
 L9R  C7    N    C6    108.97  3.000
 L9R  C8    N    C5    107.36  3.000
 L9R  C7    N    C5    112.68  3.000
 L9R  C6    N    C5    110.24  3.000
 L9R  O4P   P    O3P    97.42  3.000
 L9R  O4P   P    O2P   108.04  3.000
 L9R  O3P   P    O2P   110.96  3.000
 L9R  O4P   P    O1P   109.42  3.000
 L9R  O3P   P    O1P   106.36  3.000
 L9R  O2P   P    O1P   121.89  3.000
 L9R  H1A   C1   H1    106.79  3.000
 L9R  H1A   C1   O3P   112.58  3.000
 L9R  H1    C1   O3P   109.83  3.000
 L9R  H1A   C1   C2    109.51  3.000
 L9R  H1    C1   C2    108.70  3.000
 L9R  O3P   C1   C2    109.34  3.000
 L9R  H2    C2   C3    109.71  3.000
 L9R  H2    C2   O2    110.31  3.000
 L9R  C3    C2   O2    107.30  3.000
 L9R  H2    C2   C1    109.99  3.000
 L9R  C3    C2   C1    112.13  3.000
 L9R  O2    C2   C1    107.34  3.000
 L9R  C31   O2   C2    119.23  3.000
 L9R  H3A   C3   H3    108.30  3.000
 L9R  H3A   C3   O3    110.84  3.000
 L9R  H3    C3   O3    110.64  3.000
 L9R  H3A   C3   C2    110.05  3.000
 L9R  H3    C3   C2    109.67  3.000
 L9R  O3    C3   C2    107.33  3.000
 L9R  C11   O3   C3    121.56  3.000
 L9R  H4A   C4   H4    106.41  3.000
 L9R  H4A   C4   O4P   110.80  3.000
 L9R  H4    C4   O4P   112.18  3.000
 L9R  H4A   C4   C5    105.85  3.000
 L9R  H4    C4   C5    111.68  3.000
 L9R  O4P   C4   C5    109.69  3.000
 L9R  H5A   C5   H5    107.55  3.000
 L9R  H5A   C5   C4    109.20  3.000
 L9R  H5    C5   C4    110.07  3.000
 L9R  H5A   C5   N     106.78  3.000
 L9R  H5    C5   N     106.08  3.000
 L9R  C4    C5   N     116.76  3.000
 L9R  H6B   C6   H6A   109.65  3.000
 L9R  H6B   C6   H6    109.14  3.000
 L9R  H6A   C6   H6    109.83  3.000
 L9R  H6B   C6   N     110.03  3.000
 L9R  H6A   C6   N     109.17  3.000
 L9R  H6    C6   N     109.02  3.000
 L9R  H7B   C7   H7A   110.17  3.000
 L9R  H7B   C7   H7    110.01  3.000
 L9R  H7A   C7   H7    109.29  3.000
 L9R  H7B   C7   N     109.50  3.000
 L9R  H7A   C7   N     109.69  3.000
 L9R  H7    C7   N     108.14  3.000
 L9R  H8B   C8   H8A   109.92  3.000
 L9R  H8B   C8   H8    109.75  3.000
 L9R  H8A   C8   H8    109.20  3.000
 L9R  H8B   C8   N     109.12  3.000
 L9R  H8A   C8   N     109.43  3.000
 L9R  H8    C8   N     109.40  3.000
 L9R  C12   C11  O11   124.36  3.000
 L9R  C12   C11  O3    118.16  3.000
 L9R  O11   C11  O3    117.49  3.000
 L9R  H12A  C12  H12   105.25  3.000
 L9R  H12A  C12  C13   110.01  3.000
 L9R  H12   C12  C13   109.67  3.000
 L9R  H12A  C12  C11   108.65  3.000
 L9R  H12   C12  C11   109.07  3.000
 L9R  C13   C12  C11   113.83  3.000
 L9R  H13A  C13  H13   106.63  3.000
 L9R  H13A  C13  C14   109.35  3.000
 L9R  H13   C13  C14   109.82  3.000
 L9R  H13A  C13  C12   109.74  3.000
 L9R  H13   C13  C12   110.05  3.000
 L9R  C14   C13  C12   111.13  3.000
 L9R  H14A  C14  H14   106.03  3.000
 L9R  H14A  C14  C15   109.33  3.000
 L9R  H14   C14  C15   109.11  3.000
 L9R  H14A  C14  C13   109.70  3.000
 L9R  H14   C14  C13   109.10  3.000
 L9R  C15   C14  C13   113.32  3.000
 L9R  H15A  C15  H15   106.07  3.000
 L9R  H15A  C15  C16   109.23  3.000
 L9R  H15   C15  C16   109.67  3.000
 L9R  H15A  C15  C14   109.33  3.000
 L9R  H15   C15  C14   109.61  3.000
 L9R  C16   C15  C14   112.72  3.000
 L9R  H16A  C16  H16   105.93  3.000
 L9R  H16A  C16  C17   109.31  3.000
 L9R  H16   C16  C17   109.22  3.000
 L9R  H16A  C16  C15   109.54  3.000
 L9R  H16   C16  C15   108.99  3.000
 L9R  C17   C16  C15   113.56  3.000
 L9R  H17A  C17  H17   105.98  3.000
 L9R  H17A  C17  C18   109.24  3.000
 L9R  H17   C17  C18   109.54  3.000
 L9R  H17A  C17  C16   109.34  3.000
 L9R  H17   C17  C16   109.46  3.000
 L9R  C18   C17  C16   113.04  3.000
 L9R  H18A  C18  H18   105.96  3.000
 L9R  H18A  C18  C19   110.16  3.000
 L9R  H18   C18  C19   109.26  3.000
 L9R  H18A  C18  C17   109.14  3.000
 L9R  H18   C18  C17   109.07  3.000
 L9R  C19   C18  C17   113.00  3.000
 L9R  H19A  C19  H19   105.98  3.000
 L9R  H19A  C19  C20   108.69  3.000
 L9R  H19   C19  C20   109.47  3.000
 L9R  H19A  C19  C18   108.69  3.000
 L9R  H19   C19  C18   109.30  3.000
 L9R  C20   C19  C18   114.37  3.000
 L9R  H20A  C20  H20   105.94  3.000
 L9R  H20A  C20  C21   109.20  3.000
 L9R  H20   C20  C21   108.86  3.000
 L9R  H20A  C20  C19   109.14  3.000
 L9R  H20   C20  C19   108.80  3.000
 L9R  C21   C20  C19   114.56  3.000
 L9R  H21A  C21  H21   105.99  3.000
 L9R  H21A  C21  C22   109.34  3.000
 L9R  H21   C21  C22   109.63  3.000
 L9R  H21A  C21  C20   109.40  3.000
 L9R  H21   C21  C20   109.70  3.000
 L9R  C22   C21  C20   112.56  3.000
 L9R  H22A  C22  H22   105.93  3.000
 L9R  H22A  C22  C23   109.41  3.000
 L9R  H22   C22  C23   108.66  3.000
 L9R  H22A  C22  C21   109.23  3.000
 L9R  H22   C22  C21   108.83  3.000
 L9R  C23   C22  C21   114.43  3.000
 L9R  H23A  C23  H23   105.92  3.000
 L9R  H23A  C23  C24   108.61  3.000
 L9R  H23   C23  C24   109.18  3.000
 L9R  H23A  C23  C22   108.82  3.000
 L9R  H23   C23  C22   109.29  3.000
 L9R  C24   C23  C22   114.67  3.000
 L9R  H24A  C24  H24   106.05  3.000
 L9R  H24A  C24  C25   108.79  3.000
 L9R  H24   C24  C25   110.27  3.000
 L9R  H24A  C24  C23   110.19  3.000
 L9R  H24   C24  C23   109.01  3.000
 L9R  C25   C24  C23   112.35  3.000
 L9R  H25A  C25  H25   105.91  3.000
 L9R  H25A  C25  C26   109.29  3.000
 L9R  H25   C25  C26   108.79  3.000
 L9R  H25A  C25  C24   109.48  3.000
 L9R  H25   C25  C24   108.57  3.000
 L9R  C26   C25  C24   114.45  3.000
 L9R  H26A  C26  H26   105.99  3.000
 L9R  H26A  C26  C27   108.64  3.000
 L9R  H26   C26  C27   109.37  3.000
 L9R  H26A  C26  C25   108.80  3.000
 L9R  H26   C26  C25   109.27  3.000
 L9R  C27   C26  C25   114.43  3.000
 L9R  H27A  C27  H27   106.04  3.000
 L9R  H27A  C27  C28   109.12  3.000
 L9R  H27   C27  C28   109.62  3.000
 L9R  H27A  C27  C26   110.13  3.000
 L9R  H27   C27  C26   109.13  3.000
 L9R  C28   C27  C26   112.59  3.000
 L9R  H28B  C28  H28A  107.49  3.000
 L9R  H28B  C28  H28   107.60  3.000
 L9R  H28A  C28  H28   107.62  3.000
 L9R  H28B  C28  C27   111.30  3.000
 L9R  H28A  C28  C27   111.07  3.000
 L9R  H28   C28  C27   111.57  3.000
 L9R  C32   C31  O31   125.02  3.000
 L9R  C32   C31  O2    111.60  3.000
 L9R  O31   C31  O2    123.37  3.000
 L9R  H32A  C32  H32   107.50  3.000
 L9R  H32A  C32  C33   109.69  3.000
 L9R  H32   C32  C33   110.55  3.000
 L9R  H32A  C32  C31   108.00  3.000
 L9R  H32   C32  C31   109.09  3.000
 L9R  C33   C32  C31   111.88  3.000
 L9R  H33A  C33  H33   105.97  3.000
 L9R  H33A  C33  C34   110.92  3.000
 L9R  H33   C33  C34   108.20  3.000
 L9R  H33A  C33  C32   109.81  3.000
 L9R  H33   C33  C32   109.03  3.000
 L9R  C34   C33  C32   112.65  3.000
 L9R  H34A  C34  H34   105.94  3.000
 L9R  H34A  C34  C35   108.88  3.000
 L9R  H34   C34  C35   109.01  3.000
 L9R  H34A  C34  C33   108.33  3.000
 L9R  H34   C34  C33   108.70  3.000
 L9R  C35   C34  C33   115.56  3.000
 L9R  H35A  C35  H35   106.28  3.000
 L9R  H35A  C35  C36   109.29  3.000
 L9R  H35   C35  C36   109.24  3.000
 L9R  H35A  C35  C34   110.07  3.000
 L9R  H35   C35  C34   109.72  3.000
 L9R  C36   C35  C34   112.07  3.000
 L9R  H36A  C36  H36   105.96  3.000
 L9R  H36A  C36  C37   108.60  3.000
 L9R  H36   C36  C37   109.31  3.000
 L9R  H36A  C36  C35   109.03  3.000
 L9R  H36   C36  C35   108.73  3.000
 L9R  C37   C36  C35   114.85  3.000
 L9R  H37A  C37  H37   105.95  3.000
 L9R  H37A  C37  C38   108.95  3.000
 L9R  H37   C37  C38   109.13  3.000
 L9R  H37A  C37  C36   109.75  3.000
 L9R  H37   C37  C36   108.56  3.000
 L9R  C38   C37  C36   114.17  3.000
 L9R  H38A  C38  H38   105.92  3.000
 L9R  H38A  C38  C39   108.90  3.000
 L9R  H38   C38  C39   110.59  3.000
 L9R  H38A  C38  C37   108.84  3.000
 L9R  H38   C38  C37   109.99  3.000
 L9R  C39   C38  C37   112.38  3.000
 L9R  H39   C39  C40   117.87  3.000
 L9R  H39   C39  C38   115.79  3.000
 L9R  C40   C39  C38   126.33  3.000
 L9R  C1    O3P  P     120.91  3.000
 L9R  H40   C40  C41   115.74  3.000
 L9R  H40   C40  C39   117.99  3.000
 L9R  C41   C40  C39   126.26  3.000
 L9R  H41A  C41  H41   105.97  3.000
 L9R  H41A  C41  C42   108.66  3.000
 L9R  H41   C41  C42   109.29  3.000
 L9R  H41A  C41  C40   110.22  3.000
 L9R  H41   C41  C40   109.75  3.000
 L9R  C42   C41  C40   112.72  3.000
 L9R  H42A  C42  H42   106.21  3.000
 L9R  H42A  C42  C43   109.51  3.000
 L9R  H42   C42  C43   109.80  3.000
 L9R  H42A  C42  C41   109.54  3.000
 L9R  H42   C42  C41   109.18  3.000
 L9R  C43   C42  C41   112.41  3.000
 L9R  H43A  C43  H43   106.06  3.000
 L9R  H43A  C43  C44   108.66  3.000
 L9R  H43   C43  C44   109.56  3.000
 L9R  H43A  C43  C42   109.51  3.000
 L9R  H43   C43  C42   108.56  3.000
 L9R  C44   C43  C42   114.17  3.000
 L9R  H44A  C44  H44   106.16  3.000
 L9R  H44A  C44  C45   109.54  3.000
 L9R  H44   C44  C45   109.62  3.000
 L9R  H44A  C44  C43   109.76  3.000
 L9R  H44   C44  C43   108.70  3.000
 L9R  C45   C44  C43   112.84  3.000
 L9R  H45A  C45  H45   105.95  3.000
 L9R  H45A  C45  C46   108.90  3.000
 L9R  H45   C45  C46   109.47  3.000
 L9R  H45A  C45  C44   109.78  3.000
 L9R  H45   C45  C44   108.94  3.000
 L9R  C46   C45  C44   113.52  3.000
 L9R  H46A  C46  H46   105.41  3.000
 L9R  H46A  C46  C47   108.96  3.000
 L9R  H46   C46  C47   109.60  3.000
 L9R  H46A  C46  C45   109.85  3.000
 L9R  H46   C46  C45   109.17  3.000
 L9R  C47   C46  C45   113.53  3.000
 L9R  H47A  C47  H47   105.70  3.000
 L9R  H47A  C47  C48   109.65  3.000
 L9R  H47   C47  C48   109.62  3.000
 L9R  H47A  C47  C46   109.58  3.000
 L9R  H47   C47  C46   109.19  3.000
 L9R  C48   C47  C46   112.85  3.000
 L9R  H48B  C48  H48A  107.25  3.000
 L9R  H48B  C48  H48   107.54  3.000
 L9R  H48A  C48  H48   107.69  3.000
 L9R  H48B  C48  C47   111.18  3.000
 L9R  H48A  C48  C47   111.25  3.000
 L9R  H48   C48  C47   111.71  3.000
 L9R  C4    O4P  P     119.00  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
 L9R  Var_01  C41  C40  C39  C38    -0.92   0.0  2
 L9R  Var_02  O4P  C4   C5   N     -79.39  30.0  1
 L9R  Var_03  C2   C1   O3P  P    -142.13  30.0  1
 L9R  Var_04  C5   C4   O4P  P     154.00  30.0  1
 L9R  Var_05  O1P  P    O3P  C1   -165.47  30.0  1
 L9R  Var_06  O31  C31  O2   C2     -0.80  30.0  3
 L9R  Var_07  C33  C32  C31  O2    -74.07  30.0  3
 L9R  Var_08  O11  C11  O3   C3    179.29  30.0  3
 L9R  Var_09  C13  C12  C11  O3   -176.27  30.0  3
 L9R  Var_10  C6   N    C5   C4    -72.03  30.0  2
 L9R  Var_11  C14  C13  C12  C11   176.02  30.0  3
 L9R  Var_12  C15  C14  C13  C12  -179.49  30.0  3
 L9R  Var_13  C16  C15  C14  C13   175.75  30.0  3
 L9R  Var_14  C17  C16  C15  C14   179.49  30.0  3
 L9R  Var_15  C18  C17  C16  C15   176.06  30.0  3
 L9R  Var_16  C19  C18  C17  C16   178.66  30.0  3
 L9R  Var_17  C20  C19  C18  C17   173.19  30.0  3
 L9R  Var_18  C21  C20  C19  C18    64.14  30.0  3
 L9R  Var_19  C22  C21  C20  C19   178.43  30.0  3
 L9R  Var_20  C23  C22  C21  C20  -176.67  30.0  3
 L9R  Var_21  C24  C23  C22  C21   -64.05  30.0  3
 L9R  Var_22  C25  C24  C23  C22  -177.57  30.0  3
 L9R  Var_23  C26  C25  C24  C23  -176.59  30.0  3
 L9R  Var_24  C27  C26  C25  C24   -67.90  30.0  3
 L9R  Var_25  C28  C27  C26  C25  -177.78  30.0  3
 L9R  Var_26  C34  C33  C32  C31  -169.85  30.0  3
 L9R  Var_27  C35  C34  C33  C32   -62.62  30.0  3
 L9R  Var_28  C36  C35  C34  C33   177.61  30.0  3
 L9R  Var_29  C37  C36  C35  C34   175.21  30.0  3
 L9R  Var_30  C38  C37  C36  C35    58.09  30.0  3
 L9R  Var_31  C39  C38  C37  C36   169.60  30.0  3
 L9R  Var_32  C40  C39  C38  C37    94.98  30.0  3
 L9R  Var_33  C42  C41  C40  C39  -145.37  30.0  3
 L9R  Var_34  C43  C42  C41  C40   175.64  30.0  3
 L9R  Var_35  C44  C43  C42  C41   174.27  30.0  3
 L9R  Var_36  C45  C44  C43  C42   177.22  30.0  3
 L9R  Var_37  C46  C45  C44  C43   -74.90  30.0  3
 L9R  Var_38  C47  C46  C45  C44   167.68  30.0  3
 L9R  Var_39  C48  C47  C46  C45   179.95  30.0  3
 L9R  Var_40  H6   C6   N    C5   -177.39  30.0  3
 L9R  Var_41  H7   C7   N    C5    173.09  30.0  3
 L9R  Var_42  H8   C8   N    C5    176.30  30.0  3
 L9R  Var_43  H3   C3   O3   C11    60.17  30.0  1
 L9R  Var_44  H28  C28  C27  C26  -179.37  30.0  3
 L9R  Var_45  H48  C48  C47  C46   177.00  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 L9R  chir_01  C2  C1  O2  C3  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
 L9R  plan-1  O3   0.020
 L9R  plan-1  C11  0.020
 L9R  plan-1  O11  0.020
 L9R  plan-1  C12  0.020
 L9R  plan-2  O2   0.020
 L9R  plan-2  C31  0.020
 L9R  plan-2  O31  0.020
 L9R  plan-2  C32  0.020
 L9R  plan-3  C38  0.020
 L9R  plan-3  C39  0.020
 L9R  plan-3  C40  0.020
 L9R  plan-3  C41  0.020
 L9R  plan-3  H39  0.020
 L9R  plan-3  H40  0.020

