# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 14:38:47 2020
#   Inital geometry file: a 276 line input string
#   Ligand name: (2R)-3-{[(S)-{[(2R)-2,3-dihydroxypropyl]oxy}(hydroxy)phosphoryl]oxy}-2-[(9Z)-hexadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](CO[P@](O)(=O)OC[C@H](O)CO)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
 DR9  DR9  '(2R)-3-{[(S)-{[(2R)-2,3-dihydroxypropyl]oxy}(hydroxy)phosphoryl]oxy}-2-[(9Z)-hexadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate'  ligand  125  51  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_DR9
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
 DR9  CBX   C  CH3    0  -0.663  -16.5035   3.5674   5.6615
 DR9  CBV   C  CH2    0  -0.419  -15.7054   2.6999   4.6976
 DR9  CBS   C  CH2    0  -0.406  -14.8942   3.5150   3.6975
 DR9  CBH   C  CH2    0  -0.411  -14.0935   2.6550   2.7272
 DR9  CAQ   C  CH2    0  -0.412  -13.3016   3.4697   1.7118
 DR9  CAP   C  CH2    0  -0.413  -12.5032   2.6085   0.7407
 DR9  CAO   C  CH2    0  -0.413  -11.7464   3.4238  -0.3000
 DR9  CAN   C  CH2    0  -0.486  -10.9343   2.5569  -1.2649
 DR9  CAM   C  C1     0  -0.216  -10.3270   3.3639  -2.3690
 DR9  CAL   C  C1     0  -0.213   -9.0372   3.6061  -2.5970
 DR9  CAK   C  CH2    0  -0.487   -7.8530   3.1072  -1.8302
 DR9  CAJ   C  CH2    0  -0.415   -6.9613   2.2026  -2.6818
 DR9  CAI   C  CH2    0  -0.420   -5.6498   1.8327  -2.0008
 DR9  CAH   C  CH2    0  -0.409   -4.7925   0.8959  -2.8416
 DR9  CAG   C  CH2    0  -0.434   -3.4101   0.6503  -2.2506
 DR9  CAF   C  CH2    0  -0.431   -2.6664  -0.4744  -2.9595
 DR9  CAE   C  CH2    0  -0.587   -1.2841  -0.7221  -2.3735
 DR9  CAD   C  C      0   0.627   -0.5732  -1.8798  -3.0171
 DR9  OAA   O  O      0  -0.458   -1.1176  -2.8270  -3.5245
 DR9  OAC   O  O2     0  -0.461    0.7501  -1.7239  -2.9727
 DR9  CAB   C  CH2    0  -0.222    1.5961  -2.7486  -3.4815
 DR9  CBE   C  CH1    0  -0.031    2.2661  -3.5547  -2.3885
 DR9  CBK   C  CH2    0  -0.163    1.3446  -4.4023  -1.5330
 DR9  OBL   O  O2     0  -0.610    0.5002  -3.5798  -0.7633
 DR9  PBM   P  P      0   1.347   -0.5821  -4.2814   0.2531
 DR9  OBU   O  O      0  -0.804   -0.9983  -5.6210  -0.2746
 DR9  OBF   O  OP    -1  -0.790   -0.0956  -4.1576   1.6648
 DR9  OBN   O  O2     0  -0.598   -1.7493  -3.1648  -0.0252
 DR9  CBO   C  CH2    0  -0.151   -2.9651  -3.2740   0.6798
 DR9  CBP   C  CH1    0  -0.045   -3.7183  -1.9594   0.5587
 DR9  OBG   O  OH1    0  -0.662   -2.9953  -0.8835   1.1094
 DR9  CBQ   C  CH2    0  -0.156   -5.1081  -2.0871   1.1602
 DR9  OBR   O  OH1    0  -0.660   -5.8128  -0.8905   0.9318
 DR9  OBD   O  O2     0  -0.466    3.0191  -2.6326  -1.5926
 DR9  CBC   C  C      0   0.610    4.1780  -3.0185  -1.0645
 DR9  OBJ   O  O      0  -0.451    4.6174  -4.1368  -1.1600
 DR9  CBB   C  CH2    0  -0.584    4.8532  -1.8801  -0.3497
 DR9  CBA   C  CH2    0  -0.419    6.2919  -2.1734   0.0474
 DR9  CAZ   C  CH2    0  -0.415    6.9661  -0.9544   0.6640
 DR9  CAY   C  CH2    0  -0.413    8.4283  -1.1981   1.0155
 DR9  CAX   C  CH2    0  -0.413    9.1161   0.0341   1.5905
 DR9  CAW   C  CH2    0  -0.411   10.5935  -0.1883   1.8865
 DR9  CAV   C  CH2    0  -0.490   11.2834   1.0589   2.4443
 DR9  CAU   C  C1     0  -0.214   12.7249   0.8095   2.7633
 DR9  CAT   C  C1     0  -0.215   13.7871   1.2848   2.1139
 DR9  CAS   C  CH2    0  -0.490   13.7883   2.2153   0.9406
 DR9  CAR   C  CH2    0  -0.410   14.2892   3.6120   1.3125
 DR9  CBI   C  CH2    0  -0.412   14.3309   4.5666   0.1258
 DR9  CBT   C  CH2    0  -0.406   14.8281   5.9582   0.4956
 DR9  CBW   C  CH2    0  -0.418   14.8414   6.9294  -0.6787
 DR9  CBY   C  CH3    0  -0.663   15.3417   8.3154  -0.2957
 DR9  HBX1  H  HCH3   0   0.216  -15.8453   4.2040   6.2554
 DR9  HBX2  H  HCH3   0   0.215  -17.1955   4.2203   5.1258
 DR9  HBX3  H  HCH3   0   0.226  -17.0898   2.9629   6.3544
 DR9  HBV1  H  HCH2   0   0.210  -15.0324   2.0485   5.2637
 DR9  HBV2  H  HCH2   0   0.210  -16.3845   2.0349   4.1545
 DR9  HBS1  H  HCH2   0   0.205  -15.5695   4.1673   3.1322
 DR9  HBS2  H  HCH2   0   0.206  -14.2133   4.1809   4.2398
 DR9  HBH1  H  HCH2   0   0.206  -13.4083   2.0127   3.2917
 DR9  HBH2  H  HCH2   0   0.206  -14.7741   1.9798   2.1965
 DR9  HAQ1  H  HCH2   0   0.206  -13.9893   4.1094   1.1474
 DR9  HAQ2  H  HCH2   0   0.207  -12.6212   4.1473   2.2395
 DR9  HAP1  H  HCH2   0   0.209  -11.7975   1.9861   1.3021
 DR9  HAP2  H  HCH2   0   0.208  -13.1805   1.9146   0.2303
 DR9  HAO1  H  HCH2   0   0.213  -12.4582   4.0309  -0.8698
 DR9  HAO2  H  HCH2   0   0.215  -11.0746   4.1299   0.1990
 DR9  HAN1  H  HCH2   0   0.228  -10.1755   2.0029  -0.7076
 DR9  HAN2  H  HCH2   0   0.226  -11.6006   1.8067  -1.7050
 DR9  HAM   H  H      0   0.226  -11.0459   3.8180  -3.0470
 DR9  HAL   H  H      0   0.226   -8.7921   4.2298  -3.4536
 DR9  HAK1  H  HCH2   0   0.226   -7.2630   3.9691  -1.4982
 DR9  HAK2  H  HCH2   0   0.228   -8.1558   2.5771  -0.9242
 DR9  HAJ1  H  HCH2   0   0.215   -7.5134   1.2932  -2.9407
 DR9  HAJ2  H  HCH2   0   0.212   -6.7410   2.7024  -3.6312
 DR9  HAI1  H  HCH2   0   0.207   -5.0910   2.7486  -1.7786
 DR9  HAI2  H  HCH2   0   0.215   -5.8513   1.3550  -1.0358
 DR9  HAH1  H  HCH2   0   0.207   -5.3154  -0.0607  -2.9507
 DR9  HAH2  H  HCH2   0   0.208   -4.6863   1.2986  -3.8549
 DR9  HAG1  H  HCH2   0   0.214   -2.8222   1.5731  -2.2993
 DR9  HAG2  H  HCH2   0   0.228   -3.5061   0.4107  -1.1875
 DR9  HAF1  H  HCH2   0   0.221   -3.2604  -1.3900  -2.8979
 DR9  HAF2  H  HCH2   0   0.226   -2.5775  -0.2383  -4.0244
 DR9  HAE1  H  HCH2   0   0.252   -0.6662   0.1755  -2.4419
 DR9  HAE2  H  HCH2   0   0.287   -1.3689  -0.9609  -1.3086
 DR9  HAB1  H  HCH2   0   0.251    1.0555  -3.4290  -4.1399
 DR9  HAB2  H  HCH2   0   0.263    2.3611  -2.2461  -4.0750
 DR9  HBE   H  HCH1   0   0.265    2.9404  -4.2466  -2.9035
 DR9  HBK1  H  HCH2   0   0.224    0.7780  -5.0545  -2.2052
 DR9  HBK2  H  HCH2   0   0.226    1.9567  -5.0522  -0.8980
 DR9  HBO1  H  HCH2   0   0.210   -3.5794  -4.0844   0.2707
 DR9  HBO2  H  HCH2   0   0.204   -2.7951  -3.5023   1.7410
 DR9  HBP   H  HCH1   0   0.234   -3.8292  -1.7242  -0.5055
 DR9  HBG   H  HOH1   0   0.441   -2.8439  -1.0603   2.0447
 DR9  HBQ1  H  HCH2   0   0.197   -5.6108  -2.9485   0.7009
 DR9  HBQ2  H  HCH2   0   0.193   -5.0215  -2.3093   2.2344
 DR9  HBR   H  HOH1   0   0.453   -6.6797  -0.9735   1.3384
 DR9  HBB1  H  HCH2   0   0.267    4.8075  -0.9961  -0.9921
 DR9  HBB2  H  HCH2   0   0.278    4.2541  -1.6312   0.5331
 DR9  HBA1  H  HCH2   0   0.226    6.3229  -3.0077   0.7528
 DR9  HBA2  H  HCH2   0   0.224    6.8586  -2.4889  -0.8331
 DR9  HAZ1  H  HCH2   0   0.211    6.9021  -0.1144  -0.0362
 DR9  HAZ2  H  HCH2   0   0.213    6.4194  -0.6458   1.5617
 DR9  HAY1  H  HCH2   0   0.210    8.5004  -2.0241   1.7311
 DR9  HAY2  H  HCH2   0   0.209    8.9649  -1.5239   0.1177
 DR9  HAX1  H  HCH2   0   0.208    9.0125   0.8663   0.8855
 DR9  HAX2  H  HCH2   0   0.210    8.6016   0.3444   2.5066
 DR9  HAW1  H  HCH2   0   0.213   10.7065  -1.0145   2.5966
 DR9  HAW2  H  HCH2   0   0.215   11.1078  -0.4975   0.9708
 DR9  HAV1  H  HCH2   0   0.227   11.1745   1.8816   1.7336
 DR9  HAV2  H  HCH2   0   0.228   10.7633   1.3700   3.3566
 DR9  HAU   H  H      0   0.227   12.9026   0.1441   3.6045
 DR9  HAT   H  H      0   0.227   14.7706   0.9968   2.4764
 DR9  HAS1  H  HCH2   0   0.228   14.4372   1.8047   0.1595
 DR9  HAS2  H  HCH2   0   0.227   12.7920   2.2929   0.4986
 DR9  HAR1  H  HCH2   0   0.214   13.6422   4.0255   2.0930
 DR9  HAR2  H  HCH2   0   0.213   15.2881   3.5345   1.7552
 DR9  HBI1  H  HCH2   0   0.209   14.9716   4.1474  -0.6580
 DR9  HBI2  H  HCH2   0   0.208   13.3291   4.6428  -0.3116
 DR9  HBT1  H  HCH2   0   0.206   14.1996   6.3666   1.2952
 DR9  HBT2  H  HCH2   0   0.206   15.8377   5.8834   0.9151
 DR9  HBW1  H  HCH2   0   0.210   15.4667   6.5224  -1.4797
 DR9  HBW2  H  HCH2   0   0.210   13.8319   7.0065  -1.0945
 DR9  HBY1  H  HCH3   0   0.216   14.7186   8.7568   0.4844
 DR9  HBY2  H  HCH3   0   0.215   16.3640   8.2747   0.0852
 DR9  HBY3  H  HCH3   0   0.226   15.3341   8.9949  -1.1485

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
 DR9  CBX  CBV   single  1.523  0.020  1.523
 DR9  CBX  HBX1  single  0.970  0.020  1.090
 DR9  CBX  HBX2  single  0.970  0.020  1.090
 DR9  CBX  HBX3  single  0.970  0.020  1.090
 DR9  CBV  CBS   single  1.524  0.020  1.524
 DR9  CBV  HBV1  single  0.970  0.020  1.090
 DR9  CBV  HBV2  single  0.970  0.020  1.090
 DR9  CBS  CBH   single  1.524  0.020  1.524
 DR9  CBS  HBS1  single  0.970  0.020  1.090
 DR9  CBS  HBS2  single  0.970  0.020  1.090
 DR9  CBH  CAQ   single  1.524  0.020  1.524
 DR9  CBH  HBH1  single  0.970  0.020  1.090
 DR9  CBH  HBH2  single  0.970  0.020  1.090
 DR9  CAQ  CAP   single  1.524  0.020  1.524
 DR9  CAQ  HAQ1  single  0.970  0.020  1.090
 DR9  CAQ  HAQ2  single  0.970  0.020  1.090
 DR9  CAP  CAO   single  1.523  0.020  1.523
 DR9  CAP  HAP1  single  0.970  0.020  1.090
 DR9  CAP  HAP2  single  0.970  0.020  1.090
 DR9  CAO  CAN   single  1.530  0.020  1.530
 DR9  CAO  HAO1  single  0.970  0.020  1.090
 DR9  CAO  HAO2  single  0.970  0.020  1.090
 DR9  CAN  CAM   single  1.496  0.020  1.496
 DR9  CAN  HAN1  single  0.970  0.020  1.090
 DR9  CAN  HAN2  single  0.970  0.020  1.090
 DR9  CAM  CAL   double  1.332  0.020  1.332
 DR9  CAM  HAM   single  0.930  0.020  1.080
 DR9  CAL  CAK   single  1.496  0.020  1.496
 DR9  CAL  HAL   single  0.930  0.020  1.080
 DR9  CAK  CAJ   single  1.529  0.020  1.529
 DR9  CAK  HAK1  single  0.970  0.020  1.090
 DR9  CAK  HAK2  single  0.970  0.020  1.090
 DR9  CAJ  CAI   single  1.523  0.020  1.523
 DR9  CAJ  HAJ1  single  0.970  0.020  1.090
 DR9  CAJ  HAJ2  single  0.970  0.020  1.090
 DR9  CAI  CAH   single  1.523  0.020  1.523
 DR9  CAI  HAI1  single  0.970  0.020  1.090
 DR9  CAI  HAI2  single  0.970  0.020  1.090
 DR9  CAH  CAG   single  1.523  0.020  1.523
 DR9  CAH  HAH1  single  0.970  0.020  1.090
 DR9  CAH  HAH2  single  0.970  0.020  1.090
 DR9  CAG  CAF   single  1.523  0.020  1.523
 DR9  CAG  HAG1  single  0.970  0.020  1.090
 DR9  CAG  HAG2  single  0.970  0.020  1.090
 DR9  CAF  CAE   single  1.522  0.020  1.522
 DR9  CAF  HAF1  single  0.970  0.020  1.090
 DR9  CAF  HAF2  single  0.970  0.020  1.090
 DR9  CAE  CAD   single  1.503  0.020  1.503
 DR9  CAE  HAE1  single  0.970  0.020  1.090
 DR9  CAE  HAE2  single  0.970  0.020  1.090
 DR9  CAD  OAA   double  1.205  0.020  1.205
 DR9  CAD  OAC   single  1.333  0.020  1.333
 DR9  OAC  CAB   single  1.423  0.020  1.423
 DR9  CAB  CBE   single  1.514  0.020  1.514
 DR9  CAB  HAB1  single  0.970  0.020  1.090
 DR9  CAB  HAB2  single  0.970  0.020  1.090
 DR9  CBE  CBK   single  1.516  0.020  1.516
 DR9  CBE  OBD   single  1.432  0.020  1.432
 DR9  CBE  HBE   single  0.970  0.020  1.090
 DR9  CBK  OBL   single  1.408  0.020  1.408
 DR9  CBK  HBK1  single  0.970  0.020  1.090
 DR9  CBK  HBK2  single  0.970  0.020  1.090
 DR9  OBL  PBM   single  1.642  0.020  1.642
 DR9  PBM  OBU   deloc   1.499  0.020  1.499
 DR9  PBM  OBF   deloc   1.498  0.020  1.498
 DR9  PBM  OBN   single  1.639  0.020  1.639
 DR9  OBN  CBO   single  1.410  0.020  1.410
 DR9  CBO  CBP   single  1.520  0.020  1.520
 DR9  CBO  HBO1  single  0.970  0.020  1.090
 DR9  CBO  HBO2  single  0.970  0.020  1.090
 DR9  CBP  OBG   single  1.408  0.020  1.408
 DR9  CBP  CBQ   single  1.520  0.020  1.520
 DR9  CBP  HBP   single  0.970  0.020  1.090
 DR9  OBG  HBG   single  0.850  0.020  0.980
 DR9  CBQ  OBR   single  1.407  0.020  1.407
 DR9  CBQ  HBQ1  single  0.970  0.020  1.090
 DR9  CBQ  HBQ2  single  0.970  0.020  1.090
 DR9  OBR  HBR   single  0.850  0.020  0.980
 DR9  OBD  CBC   single  1.331  0.020  1.331
 DR9  CBC  OBJ   double  1.205  0.020  1.205
 DR9  CBC  CBB   single  1.504  0.020  1.504
 DR9  CBB  CBA   single  1.521  0.020  1.521
 DR9  CBB  HBB1  single  0.970  0.020  1.090
 DR9  CBB  HBB2  single  0.970  0.020  1.090
 DR9  CBA  CAZ   single  1.523  0.020  1.523
 DR9  CBA  HBA1  single  0.970  0.020  1.090
 DR9  CBA  HBA2  single  0.970  0.020  1.090
 DR9  CAZ  CAY   single  1.523  0.020  1.523
 DR9  CAZ  HAZ1  single  0.970  0.020  1.090
 DR9  CAZ  HAZ2  single  0.970  0.020  1.090
 DR9  CAY  CAX   single  1.524  0.020  1.524
 DR9  CAY  HAY1  single  0.970  0.020  1.090
 DR9  CAY  HAY2  single  0.970  0.020  1.090
 DR9  CAX  CAW   single  1.523  0.020  1.523
 DR9  CAX  HAX1  single  0.970  0.020  1.090
 DR9  CAX  HAX2  single  0.970  0.020  1.090
 DR9  CAW  CAV   single  1.531  0.020  1.531
 DR9  CAW  HAW1  single  0.970  0.020  1.090
 DR9  CAW  HAW2  single  0.970  0.020  1.090
 DR9  CAV  CAU   single  1.497  0.020  1.497
 DR9  CAV  HAV1  single  0.970  0.020  1.090
 DR9  CAV  HAV2  single  0.970  0.020  1.090
 DR9  CAU  CAT   double  1.333  0.020  1.333
 DR9  CAU  HAU   single  0.930  0.020  1.080
 DR9  CAT  CAS   single  1.497  0.020  1.497
 DR9  CAT  HAT   single  0.930  0.020  1.080
 DR9  CAS  CAR   single  1.530  0.020  1.530
 DR9  CAS  HAS1  single  0.970  0.020  1.090
 DR9  CAS  HAS2  single  0.970  0.020  1.090
 DR9  CAR  CBI   single  1.524  0.020  1.524
 DR9  CAR  HAR1  single  0.970  0.020  1.090
 DR9  CAR  HAR2  single  0.970  0.020  1.090
 DR9  CBI  CBT   single  1.523  0.020  1.523
 DR9  CBI  HBI1  single  0.970  0.020  1.090
 DR9  CBI  HBI2  single  0.970  0.020  1.090
 DR9  CBT  CBW   single  1.524  0.020  1.524
 DR9  CBT  HBT1  single  0.970  0.020  1.090
 DR9  CBT  HBT2  single  0.970  0.020  1.090
 DR9  CBW  CBY   single  1.523  0.020  1.523
 DR9  CBW  HBW1  single  0.970  0.020  1.090
 DR9  CBW  HBW2  single  0.970  0.020  1.090
 DR9  CBY  HBY1  single  0.970  0.020  1.090
 DR9  CBY  HBY2  single  0.970  0.020  1.090
 DR9  CBY  HBY3  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
 DR9  HBX3  CBX  HBX2  107.60  3.000
 DR9  HBX3  CBX  HBX1  107.57  3.000
 DR9  HBX2  CBX  HBX1  107.48  3.000
 DR9  HBX3  CBX  CBV   111.60  3.000
 DR9  HBX2  CBX  CBV   111.24  3.000
 DR9  HBX1  CBX  CBV   111.14  3.000
 DR9  HBV2  CBV  HBV1  106.05  3.000
 DR9  HBV2  CBV  CBS   109.24  3.000
 DR9  HBV1  CBV  CBS   109.29  3.000
 DR9  HBV2  CBV  CBX   109.57  3.000
 DR9  HBV1  CBV  CBX   109.51  3.000
 DR9  CBS   CBV  CBX   112.94  3.000
 DR9  HBS2  CBS  HBS1  106.04  3.000
 DR9  HBS2  CBS  CBH   109.36  3.000
 DR9  HBS1  CBS  CBH   109.35  3.000
 DR9  HBS2  CBS  CBV   109.33  3.000
 DR9  HBS1  CBS  CBV   109.20  3.000
 DR9  CBH   CBS  CBV   113.31  3.000
 DR9  HBH2  CBH  HBH1  106.06  3.000
 DR9  HBH2  CBH  CAQ   109.23  3.000
 DR9  HBH1  CBH  CAQ   109.38  3.000
 DR9  HBH2  CBH  CBS   109.25  3.000
 DR9  HBH1  CBH  CBS   109.35  3.000
 DR9  CAQ   CBH  CBS   113.31  3.000
 DR9  HAQ2  CAQ  HAQ1  106.07  3.000
 DR9  HAQ2  CAQ  CAP   109.33  3.000
 DR9  HAQ1  CAQ  CAP   109.30  3.000
 DR9  HAQ2  CAQ  CBH   109.41  3.000
 DR9  HAQ1  CAQ  CBH   109.22  3.000
 DR9  CAP   CAQ  CBH   113.26  3.000
 DR9  HAP2  CAP  HAP1  106.08  3.000
 DR9  HAP2  CAP  CAO   109.13  3.000
 DR9  HAP1  CAP  CAO   109.52  3.000
 DR9  HAP2  CAP  CAQ   109.32  3.000
 DR9  HAP1  CAP  CAQ   109.39  3.000
 DR9  CAO   CAP  CAQ   113.15  3.000
 DR9  HAO2  CAO  HAO1  106.16  3.000
 DR9  HAO2  CAO  CAN   109.09  3.000
 DR9  HAO1  CAO  CAN   109.31  3.000
 DR9  HAO2  CAO  CAP   109.79  3.000
 DR9  HAO1  CAO  CAP   109.22  3.000
 DR9  CAN   CAO  CAP   113.03  3.000
 DR9  HAN2  CAN  HAN1  106.27  3.000
 DR9  HAN2  CAN  CAM   108.64  3.000
 DR9  HAN1  CAN  CAM   111.59  3.000
 DR9  HAN2  CAN  CAO   108.57  3.000
 DR9  HAN1  CAN  CAO   109.52  3.000
 DR9  CAM   CAN  CAO   112.03  3.000
 DR9  HAM   CAM  CAL   117.22  3.000
 DR9  HAM   CAM  CAN   114.64  3.000
 DR9  CAL   CAM  CAN   128.12  3.000
 DR9  HAL   CAL  CAK   114.61  3.000
 DR9  HAL   CAL  CAM   117.21  3.000
 DR9  CAK   CAL  CAM   128.16  3.000
 DR9  HAK2  CAK  HAK1  106.24  3.000
 DR9  HAK2  CAK  CAJ   109.66  3.000
 DR9  HAK1  CAK  CAJ   108.66  3.000
 DR9  HAK2  CAK  CAL   111.56  3.000
 DR9  HAK1  CAK  CAL   108.60  3.000
 DR9  CAJ   CAK  CAL   111.92  3.000
 DR9  HAJ2  CAJ  HAJ1  105.99  3.000
 DR9  HAJ2  CAJ  CAI   108.97  3.000
 DR9  HAJ1  CAJ  CAI   109.76  3.000
 DR9  HAJ2  CAJ  CAK   109.27  3.000
 DR9  HAJ1  CAJ  CAK   109.21  3.000
 DR9  CAI   CAJ  CAK   113.37  3.000
 DR9  HAI2  CAI  HAI1  106.24  3.000
 DR9  HAI2  CAI  CAH   108.76  3.000
 DR9  HAI1  CAI  CAH   109.82  3.000
 DR9  HAI2  CAI  CAJ   109.96  3.000
 DR9  HAI1  CAI  CAJ   109.07  3.000
 DR9  CAH   CAI  CAJ   112.78  3.000
 DR9  HAH2  CAH  HAH1  105.97  3.000
 DR9  HAH2  CAH  CAG   109.28  3.000
 DR9  HAH1  CAH  CAG   109.33  3.000
 DR9  HAH2  CAH  CAI   109.82  3.000
 DR9  HAH1  CAH  CAI   108.86  3.000
 DR9  CAG   CAH  CAI   113.31  3.000
 DR9  HAG2  CAG  HAG1  105.95  3.000
 DR9  HAG2  CAG  CAF   109.47  3.000
 DR9  HAG1  CAG  CAF   109.83  3.000
 DR9  HAG2  CAG  CAH   109.44  3.000
 DR9  HAG1  CAG  CAH   109.51  3.000
 DR9  CAF   CAG  CAH   112.43  3.000
 DR9  HAF2  CAF  HAF1  106.24  3.000
 DR9  HAF2  CAF  CAE   109.64  3.000
 DR9  HAF1  CAF  CAE   109.61  3.000
 DR9  HAF2  CAF  CAG   109.46  3.000
 DR9  HAF1  CAF  CAG   109.08  3.000
 DR9  CAE   CAF  CAG   112.61  3.000
 DR9  HAE2  CAE  HAE1  106.51  3.000
 DR9  HAE2  CAE  CAD   106.57  3.000
 DR9  HAE1  CAE  CAD   109.80  3.000
 DR9  HAE2  CAE  CAF   109.86  3.000
 DR9  HAE1  CAE  CAF   110.86  3.000
 DR9  CAD   CAE  CAF   112.96  3.000
 DR9  OAC   CAD  OAA   123.68  3.000
 DR9  OAC   CAD  CAE   111.41  3.000
 DR9  OAA   CAD  CAE   124.90  3.000
 DR9  CAB   OAC  CAD   119.60  3.000
 DR9  HAB2  CAB  HAB1  107.85  3.000
 DR9  HAB2  CAB  CBE   109.13  3.000
 DR9  HAB1  CAB  CBE   108.85  3.000
 DR9  HAB2  CAB  OAC   106.24  3.000
 DR9  HAB1  CAB  OAC   111.75  3.000
 DR9  CBE   CAB  OAC   112.85  3.000
 DR9  HBE   CBE  OBD   110.15  3.000
 DR9  HBE   CBE  CBK   106.65  3.000
 DR9  OBD   CBE  CBK   111.46  3.000
 DR9  HBE   CBE  CAB   105.63  3.000
 DR9  OBD   CBE  CAB   106.92  3.000
 DR9  CBK   CBE  CAB   115.84  3.000
 DR9  HBK2  CBK  HBK1  106.95  3.000
 DR9  HBK2  CBK  OBL   111.40  3.000
 DR9  HBK1  CBK  OBL   111.93  3.000
 DR9  HBK2  CBK  CBE   108.60  3.000
 DR9  HBK1  CBK  CBE   107.52  3.000
 DR9  OBL   CBK  CBE   110.27  3.000
 DR9  PBM   OBL  CBK   118.95  3.000
 DR9  OBN   PBM  OBF   109.56  3.000
 DR9  OBN   PBM  OBU   110.57  3.000
 DR9  OBF   PBM  OBU   119.72  3.000
 DR9  OBN   PBM  OBL    94.19  3.000
 DR9  OBF   PBM  OBL   109.51  3.000
 DR9  OBU   PBM  OBL   110.30  3.000
 DR9  CBO   OBN  PBM   118.45  3.000
 DR9  HBO2  CBO  HBO1  107.08  3.000
 DR9  HBO2  CBO  CBP   109.47  3.000
 DR9  HBO1  CBO  CBP   109.39  3.000
 DR9  HBO2  CBO  OBN   111.45  3.000
 DR9  HBO1  CBO  OBN   110.73  3.000
 DR9  CBP   CBO  OBN   108.70  3.000
 DR9  HBP   CBP  CBQ   108.06  3.000
 DR9  HBP   CBP  OBG   105.53  3.000
 DR9  CBQ   CBP  OBG   112.27  3.000
 DR9  HBP   CBP  CBO   108.25  3.000
 DR9  CBQ   CBP  CBO   110.42  3.000
 DR9  OBG   CBP  CBO   112.03  3.000
 DR9  HBG   OBG  CBP   108.66  3.000
 DR9  HBQ2  CBQ  HBQ1  106.62  3.000
 DR9  HBQ2  CBQ  OBR   111.69  3.000
 DR9  HBQ1  CBQ  OBR   111.70  3.000
 DR9  HBQ2  CBQ  CBP   109.35  3.000
 DR9  HBQ1  CBQ  CBP   108.61  3.000
 DR9  OBR   CBQ  CBP   108.80  3.000
 DR9  HBR   OBR  CBQ   108.03  3.000
 DR9  CBC   OBD  CBE   119.46  3.000
 DR9  CBB   CBC  OBJ   125.18  3.000
 DR9  CBB   CBC  OBD   111.10  3.000
 DR9  OBJ   CBC  OBD   123.71  3.000
 DR9  HBB2  CBB  HBB1  105.48  3.000
 DR9  HBB2  CBB  CBA   110.53  3.000
 DR9  HBB1  CBB  CBA   110.41  3.000
 DR9  HBB2  CBB  CBC   108.02  3.000
 DR9  HBB1  CBB  CBC   108.29  3.000
 DR9  CBA   CBB  CBC   113.75  3.000
 DR9  HBA2  CBA  HBA1  106.55  3.000
 DR9  HBA2  CBA  CAZ   109.11  3.000
 DR9  HBA1  CBA  CAZ   109.70  3.000
 DR9  HBA2  CBA  CBB   109.60  3.000
 DR9  HBA1  CBA  CBB   110.03  3.000
 DR9  CAZ   CBA  CBB   111.71  3.000
 DR9  HAZ2  CAZ  HAZ1  106.19  3.000
 DR9  HAZ2  CAZ  CAY   109.57  3.000
 DR9  HAZ1  CAZ  CAY   109.04  3.000
 DR9  HAZ2  CAZ  CBA   109.65  3.000
 DR9  HAZ1  CAZ  CBA   109.21  3.000
 DR9  CAY   CAZ  CBA   112.96  3.000
 DR9  HAY2  CAY  HAY1  106.19  3.000
 DR9  HAY2  CAY  CAX   109.19  3.000
 DR9  HAY1  CAY  CAX   109.49  3.000
 DR9  HAY2  CAY  CAZ   109.18  3.000
 DR9  HAY1  CAY  CAZ   109.55  3.000
 DR9  CAX   CAY  CAZ   113.01  3.000
 DR9  HAX2  CAX  HAX1  106.18  3.000
 DR9  HAX2  CAX  CAW   109.54  3.000
 DR9  HAX1  CAX  CAW   109.13  3.000
 DR9  HAX2  CAX  CAY   109.42  3.000
 DR9  HAX1  CAX  CAY   109.19  3.000
 DR9  CAW   CAX  CAY   113.15  3.000
 DR9  HAW2  CAW  HAW1  106.30  3.000
 DR9  HAW2  CAW  CAV   108.86  3.000
 DR9  HAW1  CAW  CAV   109.39  3.000
 DR9  HAW2  CAW  CAX   109.53  3.000
 DR9  HAW1  CAW  CAX   109.65  3.000
 DR9  CAV   CAW  CAX   112.89  3.000
 DR9  HAV2  CAV  HAV1  106.30  3.000
 DR9  HAV2  CAV  CAU   109.09  3.000
 DR9  HAV1  CAV  CAU   111.09  3.000
 DR9  HAV2  CAV  CAW   108.72  3.000
 DR9  HAV1  CAV  CAW   109.37  3.000
 DR9  CAU   CAV  CAW   112.08  3.000
 DR9  HAU   CAU  CAT   117.71  3.000
 DR9  HAU   CAU  CAV   115.10  3.000
 DR9  CAT   CAU  CAV   127.17  3.000
 DR9  HAT   CAT  CAS   115.16  3.000
 DR9  HAT   CAT  CAU   117.66  3.000
 DR9  CAS   CAT  CAU   127.16  3.000
 DR9  HAS2  CAS  HAS1  106.16  3.000
 DR9  HAS2  CAS  CAR   109.40  3.000
 DR9  HAS1  CAS  CAR   108.76  3.000
 DR9  HAS2  CAS  CAT   111.12  3.000
 DR9  HAS1  CAS  CAT   109.04  3.000
 DR9  CAR   CAS  CAT   112.15  3.000
 DR9  HAR2  CAR  HAR1  106.11  3.000
 DR9  HAR2  CAR  CBI   109.52  3.000
 DR9  HAR1  CAR  CBI   109.55  3.000
 DR9  HAR2  CAR  CAS   109.41  3.000
 DR9  HAR1  CAR  CAS   108.94  3.000
 DR9  CBI   CAR  CAS   113.06  3.000
 DR9  HBI2  CBI  HBI1  106.00  3.000
 DR9  HBI2  CBI  CBT   109.38  3.000
 DR9  HBI1  CBI  CBT   109.41  3.000
 DR9  HBI2  CBI  CAR   109.23  3.000
 DR9  HBI1  CBI  CAR   109.48  3.000
 DR9  CBT   CBI  CAR   113.09  3.000
 DR9  HBT2  CBT  HBT1  105.94  3.000
 DR9  HBT2  CBT  CBW   109.29  3.000
 DR9  HBT1  CBT  CBW   109.26  3.000
 DR9  HBT2  CBT  CBI   109.34  3.000
 DR9  HBT1  CBT  CBI   109.29  3.000
 DR9  CBW   CBT  CBI   113.45  3.000
 DR9  HBW2  CBW  HBW1  105.97  3.000
 DR9  HBW2  CBW  CBY   109.54  3.000
 DR9  HBW1  CBW  CBY   109.56  3.000
 DR9  HBW2  CBW  CBT   109.25  3.000
 DR9  HBW1  CBW  CBT   109.39  3.000
 DR9  CBY   CBW  CBT   112.90  3.000
 DR9  HBY3  CBY  HBY2  107.62  3.000
 DR9  HBY3  CBY  HBY1  107.63  3.000
 DR9  HBY2  CBY  HBY1  107.47  3.000
 DR9  HBY3  CBY  CBW   111.61  3.000
 DR9  HBY2  CBY  CBW   111.20  3.000
 DR9  HBY1  CBY  CBW   111.12  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
 DR9  Var_01  CAK   CAL  CAM  CAN     1.71   0.0  2
 DR9  Var_02  CAS   CAT  CAU  CAV     2.16   0.0  2
 DR9  Var_03  CBH   CBS  CBV  CBX  -179.92  30.0  3
 DR9  Var_04  CAQ   CBH  CBS  CBV   178.99  30.0  3
 DR9  Var_05  CAP   CAQ  CBH  CBS  -179.91  30.0  3
 DR9  Var_06  CAO   CAP  CAQ  CBH   178.24  30.0  3
 DR9  Var_07  CAN   CAO  CAP  CAQ   179.42  30.0  3
 DR9  Var_08  CAM   CAN  CAO  CAP   173.50  30.0  3
 DR9  Var_09  CAL   CAM  CAN  CAO   113.19  30.0  3
 DR9  Var_10  CAJ   CAK  CAL  CAM   116.17  30.0  3
 DR9  Var_11  CAI   CAJ  CAK  CAL   171.97  30.0  3
 DR9  Var_12  CAH   CAI  CAJ  CAK   178.15  30.0  3
 DR9  Var_13  CAG   CAH  CAI  CAJ   173.12  30.0  3
 DR9  Var_14  CAF   CAG  CAH  CAI   169.57  30.0  3
 DR9  Var_15  CAE   CAF  CAG  CAH   179.92  30.0  3
 DR9  Var_16  CAD   CAE  CAF  CAG   176.84  30.0  3
 DR9  Var_17  OAA   CAD  CAE  CAF   -27.81  30.0  3
 DR9  Var_18  CBE   CAB  OAC  CAD  -105.13  30.0  3
 DR9  Var_19  OBJ   CBC  OBD  CBE    -3.72  30.0  3
 DR9  Var_20  OBU   PBM  OBL  CBK   -29.24  30.0  3
 DR9  Var_21  CBP   CBO  OBN  PBM   164.60  30.0  3
 DR9  Var_22  CBA   CBB  CBC  OBD  -169.01  30.0  3
 DR9  Var_23  CAZ   CBA  CBB  CBC   175.34  30.0  3
 DR9  Var_24  CAY   CAZ  CBA  CBB  -177.43  30.0  3
 DR9  Var_25  CAX   CAY  CAZ  CBA   178.13  30.0  3
 DR9  Var_26  CAW   CAX  CAY  CAZ  -177.50  30.0  3
 DR9  Var_27  CAV   CAW  CAX  CAY   179.15  30.0  3
 DR9  Var_28  CAU   CAV  CAW  CAX   178.45  30.0  3
 DR9  Var_29  CAT   CAU  CAV  CAW   109.40  30.0  3
 DR9  Var_30  CAR   CAS  CAT  CAU   109.01  30.0  3
 DR9  Var_31  CBI   CAR  CAS  CAT   178.60  30.0  3
 DR9  Var_32  CBT   CBI  CAR  CAS   179.93  30.0  3
 DR9  Var_33  CBW   CBT  CBI  CAR  -178.62  30.0  3
 DR9  Var_34  CBY   CBW  CBT  CBI  -179.93  30.0  3
 DR9  Var_35  HBX1  CBX  CBV  CBS   -60.99  30.0  3
 DR9  Var_36  HBK1  CBK  OBL  PBM    60.78  30.0  2
 DR9  Var_37  HBY1  CBY  CBW  CBT   -59.34  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
 DR9  chir_01  CBE  CAB  CBK  OBD  positiv
 DR9  chir_03  CBP  CBO  OBG  CBQ  positiv

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
 DR9  plan-1  CAN  0.020
 DR9  plan-1  CAM  0.020
 DR9  plan-1  CAL  0.020
 DR9  plan-1  CAK  0.020
 DR9  plan-1  HAM  0.020
 DR9  plan-1  HAL  0.020
 DR9  plan-2  CAE  0.020
 DR9  plan-2  CAD  0.020
 DR9  plan-2  OAA  0.020
 DR9  plan-2  OAC  0.020
 DR9  plan-3  OBD  0.020
 DR9  plan-3  CBC  0.020
 DR9  plan-3  OBJ  0.020
 DR9  plan-3  CBB  0.020
 DR9  plan-4  CAV  0.020
 DR9  plan-4  CAU  0.020
 DR9  plan-4  CAT  0.020
 DR9  plan-4  CAS  0.020
 DR9  plan-4  HAU  0.020
 DR9  plan-4  HAT  0.020

