# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 15:41:19 2022
#   Inital geometry file: a 250 line input string
#   Ligand name: 3-[(3~{S},5~{R},8~{R},9~{S},10~{S},13~{R},14~{S},17~{R})-10,13-dimethyl-3-[(2~{R},4~{S},5~{S},6~{R})-6-methyl-5-[(2~{S},4~{S},5~{S},6~{R})-6-methyl-5-[(2~{S},4~{S},5~{S},6~{R})-6-methyl-4,5-bis(oxidanyl)oxan-2-yl]oxy-4-oxidanyl-oxan-2-yl]oxy-4-oxidanyl-oxan-2-yl]oxy-14-oxidanyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2~{H}-furan-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1O[C@H](C[C@H](O)[C@@H]1O)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]3[C@@H](O)C[C@@H](O[C@@H]3C)O[C@H]4CC[C@@]5(C)[C@H](CC[C@@H]6[C@@H]5CC[C@]7(C)[C@H](CC[C@]67O)C8=CC(=O)OC8)C4
#
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
 F9R  F9R  3-[(3~{S},5~{R},8~{R},9~{S},10~{S},13~{R},14~{S},17~{R})-10,13-dimethyl-3-[(2~{R},4~{S},5~{S},6~{R})-6-methyl-5-[(2~{S},4~{S},5~{S},6~{R})-6-methyl-5-[(2~{S},4~{S},5~{S},6~{R})-6-methyl-4,5-bis(oxidanyl)oxan-2-yl]oxy-4-oxidanyl-oxan-2-yl]oxy-4-oxidanyl-oxan-2-yl]oxy-14-oxidanyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2~{H}-furan-5-one  ligand  118  54  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F9R
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
 F9R  O23  O  O     0  -0.446   3.9811  -22.5993  58.2951
 F9R  C23  C  CR5   0   0.552   3.7630  -22.2110  57.1759
 F9R  C22  C  CR15  0  -0.473   2.5662  -22.3430  56.3480
 F9R  O21  O  O     0  -0.457   4.6841  -21.5284  56.4732
 F9R  C21  C  CH2   0  -0.202   4.1750  -21.2070  55.1836
 F9R  C20  C  CR5   0   0.163   2.7794  -21.7520  55.1686
 F9R  C17  C  CH1   0  -0.322   1.7877  -21.6248  54.0614
 F9R  C16  C  CH2   0  -0.431   1.6268  -20.1696  53.5461
 F9R  C13  C  CT    0  -0.065   2.0544  -22.4892  52.7834
 F9R  C12  C  CH2   0  -0.429   0.6841  -22.9849  52.2917
 F9R  C11  C  CH2   0  -0.443   0.7077  -23.5377  50.8753
 F9R  C18  C  CH3   0  -0.673   2.9575  -23.6938  53.0316
 F9R  C14  C  CT    0   0.311   2.6154  -21.4796  51.7593
 F9R  C15  C  CH2   0  -0.503   1.7787  -20.2242  52.0229
 F9R  O14  O  OH1   0  -0.683   3.9561  -21.2253  52.1558
 F9R  C8   C  CH1   0  -0.234   2.5908  -21.9926  50.3047
 F9R  C7   C  CH2   0  -0.453   3.1392  -20.9466  49.3326
 F9R  C9   C  CH1   0  -0.217   1.1995  -22.4961  49.8722
 F9R  C10  C  CT    0  -0.057   1.1733  -22.9956  48.3998
 F9R  C1   C  CH2   0  -0.415  -0.2582  -23.3306  47.9367
 F9R  C19  C  CH3   0  -0.672   1.9989  -24.2778  48.2352
 F9R  C5   C  CH1   0  -0.206   1.7356  -21.9027  47.4607
 F9R  C6   C  CH2   0  -0.431   3.1251  -21.4474  47.8956
 F9R  C4   C  CH2   0  -0.455   0.7944  -20.6996  47.3170
 F9R  C3   C  CH1   0   0.029  -0.5964  -21.0836  46.8446
 F9R  C2   C  CH2   0  -0.464  -1.1800  -22.1287  47.7860
 F9R  C1X  C  CH1   0   0.347  -1.6057  -21.7359  44.7639
 F9R  C1Y  C  CH1   0   0.325  -3.7896  -24.5196  40.9189
 F9R  C1Z  C  CH1   0   0.330  -4.3987  -26.4707  36.1068
 F9R  C2X  C  CH2   0  -0.539  -1.3236  -21.3682  43.3154
 F9R  C2Y  C  CH2   0  -0.539  -5.1184  -25.0809  40.4566
 F9R  C2Z  C  CH2   0  -0.540  -3.6340  -27.2724  35.0690
 F9R  C3X  C  CH1   0  -0.009  -2.5002  -21.7251  42.4134
 F9R  C3Y  C  CH1   0  -0.014  -4.8961  -26.0954  39.3349
 F9R  C3Z  C  CH1   0  -0.017  -4.4802  -27.4820  33.8156
 F9R  C4X  C  CH1   0   0.045  -2.8569  -23.1894  42.6376
 F9R  C4Y  C  CH1   0   0.052  -4.0426  -25.4606  38.2343
 F9R  C4Z  C  CH1   0   0.048  -5.8301  -28.0665  34.2127
 F9R  C5X  C  CH1   0   0.028  -3.1092  -23.4690  44.1240
 F9R  C5Y  C  CH1   0   0.020  -2.7677  -24.8268  38.8097
 F9R  C5Z  C  CH1   0   0.016  -6.4977  -27.2065  35.2959
 F9R  C6X  C  CH3   0  -0.688  -3.3787  -24.9336  44.4048
 F9R  C6Y  C  CH3   0  -0.683  -1.9828  -24.0531  37.7708
 F9R  C6Z  C  CH3   0  -0.697  -7.7971  -27.8016  35.7991
 F9R  O3   O  O2    0  -0.504  -0.4569  -21.5388  45.5014
 F9R  O3X  O  OH1   0  -0.666  -3.6435  -20.9501  42.7043
 F9R  O3Y  O  OH1   0  -0.665  -4.2128  -27.2425  39.7926
 F9R  O3Z  O  OH1   0  -0.665  -4.7165  -26.2724  33.1285
 F9R  O4X  O  O2    0  -0.511  -3.9979  -23.5511  41.8824
 F9R  O4Y  O  O2    0  -0.507  -3.6487  -26.4098  37.2652
 F9R  O4Z  O  OH1   0  -0.667  -6.6266  -28.1840  33.0595
 F9R  O5X  O  O2    0  -0.498  -1.9534  -23.1019  44.8573
 F9R  O5Y  O  O2    0  -0.499  -3.1248  -23.9153  39.8330
 F9R  O5Z  O  O2    0  -0.499  -5.6218  -27.1023  36.4058
 F9R  H1   H  HCR5  0   0.272   1.6639  -22.8334  56.6822
 F9R  H3   H  HCH2  0   0.273   4.8118  -21.6589  54.4244
 F9R  H4   H  HCH2  0   0.264   4.2082  -20.1240  55.0464
 F9R  H6   H  HCH1  0   0.262   0.8412  -21.9659  54.4883
 F9R  H7   H  HCH2  0   0.239   2.3795  -19.5110  53.9790
 F9R  H8   H  HCH2  0   0.245   0.6618  -19.7588  53.8414
 F9R  H9   H  HCH2  0   0.232  -0.0506  -22.1754  52.3456
 F9R  H10  H  HCH2  0   0.235   0.3268  -23.7519  52.9858
 F9R  H11  H  HCH2  0   0.234  -0.2981  -23.8771  50.6201
 F9R  H12  H  HCH2  0   0.221   1.3453  -24.4254  50.8391
 F9R  H13  H  HCH3  0   0.229   2.5134  -24.3442  53.7874
 F9R  H14  H  HCH3  0   0.238   3.0822  -24.2872  52.1257
 F9R  H15  H  HCH3  0   0.239   3.9533  -23.4216  53.3743
 F9R  H16  H  HCH2  0   0.246   2.2540  -19.3227  51.6290
 F9R  H17  H  HCH2  0   0.240   0.8055  -20.2925  51.5359
 F9R  H18  H  HOH1  0   0.445   4.2558  -20.4136  51.7344
 F9R  H19  H  HCH1  0   0.219   3.2733  -22.8525  50.2790
 F9R  H20  H  HCH2  0   0.222   4.1642  -20.6761  49.5988
 F9R  H21  H  HCH2  0   0.225   2.5526  -20.0254  49.4020
 F9R  H22  H  HCH1  0   0.221   0.5112  -21.6448  49.9376
 F9R  H23  H  HCH2  0   0.225  -0.7147  -24.0591  48.6108
 F9R  H24  H  HCH2  0   0.221  -0.1859  -23.8366  46.9696
 F9R  H25  H  HCH3  0   0.227   1.5288  -25.1208  48.7438
 F9R  H26  H  HCH3  0   0.224   2.0722  -24.5417  47.1778
 F9R  H27  H  HCH3  0   0.229   3.0149  -24.1918  48.6206
 F9R  H28  H  HCH1  0   0.216   1.8297  -22.3558  46.4669
 F9R  H29  H  HCH2  0   0.224   3.8392  -22.2688  47.7887
 F9R  H30  H  HCH2  0   0.223   3.4767  -20.6568  47.2256
 F9R  H31  H  HCH2  0   0.231   1.2347  -19.9786  46.6212
 F9R  H32  H  HCH2  0   0.228   0.6836  -20.1721  48.2673
 F9R  H33  H  HCH1  0   0.223  -1.2408  -20.1932  46.8470
 F9R  H34  H  HCH2  0   0.225  -1.3431  -21.6440  48.7533
 F9R  H35  H  HCH2  0   0.238  -2.1672  -22.4523  47.4489
 F9R  H36  H  HCH1  0   0.178  -2.4361  -21.1222  45.1546
 F9R  H37  H  HCH1  0   0.184  -3.1577  -25.3327  41.3155
 F9R  H38  H  HCH1  0   0.182  -4.6039  -25.4546  35.7263
 F9R  H39  H  HCH2  0   0.241  -0.4323  -21.9067  42.9795
 F9R  H40  H  HCH2  0   0.251  -1.1002  -20.3001  43.2381
 F9R  H41  H  HCH2  0   0.243  -5.7515  -24.2652  40.0950
 F9R  H42  H  HCH2  0   0.254  -5.6461  -25.5556  41.2889
 F9R  H43  H  HCH2  0   0.242  -3.3654  -28.2448  35.4918
 F9R  H44  H  HCH2  0   0.254  -2.7007  -26.7637  34.8108
 F9R  H45  H  HCH1  0   0.225  -2.2001  -21.5945  41.3650
 F9R  H46  H  HCH1  0   0.231  -5.8702  -26.3680  38.9120
 F9R  H47  H  HCH1  0   0.229  -3.9697  -28.2031  33.1619
 F9R  H48  H  HCH1  0   0.232  -1.9858  -23.7850  42.3318
 F9R  H49  H  HCH1  0   0.227  -4.6386  -24.6591  37.7730
 F9R  H50  H  HCH1  0   0.212  -5.6275  -29.0530  34.6570
 F9R  H51  H  HCH1  0   0.212  -3.9737  -22.8785  44.4618
 F9R  H52  H  HCH1  0   0.215  -2.1311  -25.6224  39.2256
 F9R  H53  H  HCH1  0   0.211  -6.7018  -26.2071  34.8839
 F9R  H54  H  HCH3  0   0.241  -3.5099  -25.0996  45.4744
 F9R  H55  H  HCH3  0   0.236  -4.2907  -25.2611  43.9083
 F9R  H56  H  HCH3  0   0.225  -2.5562  -25.5622  44.0582
 F9R  H57  H  HCH3  0   0.239  -1.1107  -23.5813  38.2245
 F9R  H58  H  HCH3  0   0.236  -1.6273  -24.7115  36.9803
 F9R  H59  H  HCH3  0   0.225  -2.5970  -23.2734  37.3163
 F9R  H60  H  HCH3  0   0.244  -8.2142  -27.1903  36.5998
 F9R  H61  H  HCH3  0   0.232  -8.5419  -27.8421  35.0047
 F9R  H62  H  HCH3  0   0.228  -7.6499  -28.8137  36.1816
 F9R  H63  H  HOH1  0   0.451  -3.4145  -20.0223  42.5911
 F9R  H64  H  HOH1  0   0.451  -4.7350  -27.6423  40.4950
 F9R  H65  H  HOH1  0   0.451  -3.8662  -25.8979  32.8775
 F9R  H66  H  HOH1  0   0.452  -7.3367  -28.8067  33.2406

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
 F9R  O4Z  C4Z  single  1.406  0.020  1.406
 F9R  O3Z  C3Z  single  1.411  0.020  1.411
 F9R  C3Z  C4Z  single  1.524  0.020  1.524
 F9R  C3Z  C2Z  single  1.527  0.020  1.527
 F9R  C4Z  C5Z  single  1.536  0.020  1.536
 F9R  C2Z  C1Z  single  1.518  0.020  1.518
 F9R  C5Z  C6Z  single  1.515  0.020  1.515
 F9R  C5Z  O5Z  single  1.418  0.020  1.418
 F9R  C1Z  O5Z  single  1.409  0.020  1.409
 F9R  C1Z  O4Y  single  1.381  0.020  1.381
 F9R  O4Y  C4Y  single  1.413  0.020  1.413
 F9R  C6Y  C5Y  single  1.515  0.020  1.515
 F9R  C4Y  C5Y  single  1.536  0.020  1.536
 F9R  C4Y  C3Y  single  1.531  0.020  1.531
 F9R  C5Y  O5Y  single  1.416  0.020  1.416
 F9R  C3Y  O3Y  single  1.412  0.020  1.412
 F9R  C3Y  C2Y  single  1.529  0.020  1.529
 F9R  O5Y  C1Y  single  1.409  0.020  1.409
 F9R  C2Y  C1Y  single  1.515  0.020  1.515
 F9R  C1Y  O4X  single  1.382  0.020  1.382
 F9R  O4X  C4X  single  1.415  0.020  1.415
 F9R  O3X  C3X  single  1.411  0.020  1.411
 F9R  C3X  C4X  single  1.524  0.020  1.524
 F9R  C3X  C2X  single  1.525  0.020  1.525
 F9R  C4X  C5X  single  1.533  0.020  1.533
 F9R  C2X  C1X  single  1.521  0.020  1.521
 F9R  C5X  C6X  single  1.515  0.020  1.515
 F9R  C5X  O5X  single  1.417  0.020  1.417
 F9R  C1X  O5X  single  1.413  0.020  1.413
 F9R  C1X  O3   single  1.379  0.020  1.379
 F9R  O3   C3   single  1.425  0.020  1.425
 F9R  C3   C4   single  1.518  0.020  1.518
 F9R  C3   C2   single  1.523  0.020  1.523
 F9R  C4   C5   single  1.534  0.020  1.534
 F9R  C5   C6   single  1.526  0.020  1.526
 F9R  C5   C10  single  1.547  0.020  1.547
 F9R  C2   C1   single  1.522  0.020  1.522
 F9R  C6   C7   single  1.522  0.020  1.522
 F9R  C1   C10  single  1.541  0.020  1.541
 F9R  C19  C10  single  1.534  0.020  1.534
 F9R  C10  C9   single  1.555  0.020  1.555
 F9R  C7   C8   single  1.530  0.020  1.530
 F9R  C9   C8   single  1.541  0.020  1.541
 F9R  C9   C11  single  1.527  0.020  1.527
 F9R  C8   C14  single  1.543  0.020  1.543
 F9R  C11  C12  single  1.521  0.020  1.521
 F9R  C14  C15  single  1.531  0.020  1.531
 F9R  C14  O14  single  1.421  0.020  1.421
 F9R  C14  C13  single  1.544  0.020  1.544
 F9R  C15  C16  single  1.532  0.020  1.532
 F9R  C12  C13  single  1.538  0.020  1.538
 F9R  C13  C18  single  1.526  0.020  1.526
 F9R  C13  C17  single  1.566  0.020  1.566
 F9R  C16  C17  single  1.552  0.020  1.552
 F9R  C17  C20  single  1.492  0.020  1.492
 F9R  C20  C21  single  1.498  0.020  1.498
 F9R  C20  C22  double  1.336  0.020  1.336
 F9R  C21  O21  single  1.423  0.020  1.423
 F9R  C22  C23  single  1.461  0.020  1.461
 F9R  O21  C23  single  1.345  0.020  1.345
 F9R  C23  O23  double  1.205  0.020  1.205
 F9R  C22  H1   single  0.930  0.020  1.080
 F9R  C21  H3   single  0.970  0.020  1.090
 F9R  C21  H4   single  0.970  0.020  1.090
 F9R  C17  H6   single  0.970  0.020  1.090
 F9R  C16  H7   single  0.970  0.020  1.090
 F9R  C16  H8   single  0.970  0.020  1.090
 F9R  C12  H9   single  0.970  0.020  1.090
 F9R  C12  H10  single  0.970  0.020  1.090
 F9R  C11  H11  single  0.970  0.020  1.090
 F9R  C11  H12  single  0.970  0.020  1.090
 F9R  C18  H13  single  0.970  0.020  1.090
 F9R  C18  H14  single  0.970  0.020  1.090
 F9R  C18  H15  single  0.970  0.020  1.090
 F9R  C15  H16  single  0.970  0.020  1.090
 F9R  C15  H17  single  0.970  0.020  1.090
 F9R  O14  H18  single  0.850  0.020  0.980
 F9R  C8   H19  single  0.970  0.020  1.090
 F9R  C7   H20  single  0.970  0.020  1.090
 F9R  C7   H21  single  0.970  0.020  1.090
 F9R  C9   H22  single  0.970  0.020  1.090
 F9R  C1   H23  single  0.970  0.020  1.090
 F9R  C1   H24  single  0.970  0.020  1.090
 F9R  C19  H25  single  0.970  0.020  1.090
 F9R  C19  H26  single  0.970  0.020  1.090
 F9R  C19  H27  single  0.970  0.020  1.090
 F9R  C5   H28  single  0.970  0.020  1.090
 F9R  C6   H29  single  0.970  0.020  1.090
 F9R  C6   H30  single  0.970  0.020  1.090
 F9R  C4   H31  single  0.970  0.020  1.090
 F9R  C4   H32  single  0.970  0.020  1.090
 F9R  C3   H33  single  0.970  0.020  1.090
 F9R  C2   H34  single  0.970  0.020  1.090
 F9R  C2   H35  single  0.970  0.020  1.090
 F9R  C1X  H36  single  0.970  0.020  1.090
 F9R  C1Y  H37  single  0.970  0.020  1.090
 F9R  C1Z  H38  single  0.970  0.020  1.090
 F9R  C2X  H39  single  0.970  0.020  1.090
 F9R  C2X  H40  single  0.970  0.020  1.090
 F9R  C2Y  H41  single  0.970  0.020  1.090
 F9R  C2Y  H42  single  0.970  0.020  1.090
 F9R  C2Z  H43  single  0.970  0.020  1.090
 F9R  C2Z  H44  single  0.970  0.020  1.090
 F9R  C3X  H45  single  0.970  0.020  1.090
 F9R  C3Y  H46  single  0.970  0.020  1.090
 F9R  C3Z  H47  single  0.970  0.020  1.090
 F9R  C4X  H48  single  0.970  0.020  1.090
 F9R  C4Y  H49  single  0.970  0.020  1.090
 F9R  C4Z  H50  single  0.970  0.020  1.090
 F9R  C5X  H51  single  0.970  0.020  1.090
 F9R  C5Y  H52  single  0.970  0.020  1.090
 F9R  C5Z  H53  single  0.970  0.020  1.090
 F9R  C6X  H54  single  0.970  0.020  1.090
 F9R  C6X  H55  single  0.970  0.020  1.090
 F9R  C6X  H56  single  0.970  0.020  1.090
 F9R  C6Y  H57  single  0.970  0.020  1.090
 F9R  C6Y  H58  single  0.970  0.020  1.090
 F9R  C6Y  H59  single  0.970  0.020  1.090
 F9R  C6Z  H60  single  0.970  0.020  1.090
 F9R  C6Z  H61  single  0.970  0.020  1.090
 F9R  C6Z  H62  single  0.970  0.020  1.090
 F9R  O3X  H63  single  0.850  0.020  0.980
 F9R  O3Y  H64  single  0.850  0.020  0.980
 F9R  O3Z  H65  single  0.850  0.020  0.980
 F9R  O4Z  H66  single  0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 F9R  O21  C23  C22  108.11  3.000
 F9R  O21  C23  O23  121.68  3.000
 F9R  C22  C23  O23  130.21  3.000
 F9R  H1   C22  C20  127.39  3.000
 F9R  H1   C22  C23  123.37  3.000
 F9R  C20  C22  C23  109.23  3.000
 F9R  C21  O21  C23  110.07  3.000
 F9R  H4   C21  H3   107.83  3.000
 F9R  H4   C21  C20  112.81  3.000
 F9R  H3   C21  C20  112.74  3.000
 F9R  H4   C21  O21  109.08  3.000
 F9R  H3   C21  O21  109.20  3.000
 F9R  C20  C21  O21  105.08  3.000
 F9R  C17  C20  C21  126.56  3.000
 F9R  C21  C20  C22  107.50  3.000
 F9R  C17  C20  C22  125.92  3.000
 F9R  H6   C17  C13  107.10  3.000
 F9R  H6   C17  C16  109.42  3.000
 F9R  C13  C17  C16  105.32  3.000
 F9R  H6   C17  C20  105.03  3.000
 F9R  C16  C17  C20  113.28  3.000
 F9R  C13  C17  C20  116.46  3.000
 F9R  H8   C16  H7   106.03  3.000
 F9R  H8   C16  C15  111.77  3.000
 F9R  H7   C16  C15  110.37  3.000
 F9R  H8   C16  C17  110.81  3.000
 F9R  H7   C16  C17  111.29  3.000
 F9R  C15  C16  C17  106.65  3.000
 F9R  C14  C13  C18  114.15  3.000
 F9R  C18  C13  C12  108.96  3.000
 F9R  C14  C13  C12  108.81  3.000
 F9R  C18  C13  C17  113.82  3.000
 F9R  C12  C13  C17  106.69  3.000
 F9R  C14  C13  C17  104.03  3.000
 F9R  H10  C12  H9   105.55  3.000
 F9R  H10  C12  C11  109.94  3.000
 F9R  H9   C12  C11  108.97  3.000
 F9R  H10  C12  C13  108.30  3.000
 F9R  H9   C12  C13  110.12  3.000
 F9R  C11  C12  C13  113.65  3.000
 F9R  H12  C11  H11  106.08  3.000
 F9R  H12  C11  C9   110.13  3.000
 F9R  H11  C11  C9   110.80  3.000
 F9R  H12  C11  C12  109.58  3.000
 F9R  H11  C11  C12  108.45  3.000
 F9R  C9   C11  C12  111.64  3.000
 F9R  H15  C18  H14  107.06  3.000
 F9R  H15  C18  H13  107.66  3.000
 F9R  H14  C18  H13  107.31  3.000
 F9R  H15  C18  C13  113.31  3.000
 F9R  H14  C18  C13  111.24  3.000
 F9R  H13  C18  C13  110.01  3.000
 F9R  C8   C14  O14  109.73  3.000
 F9R  O14  C14  C15  108.71  3.000
 F9R  C8   C14  C15  115.23  3.000
 F9R  O14  C14  C13  105.95  3.000
 F9R  C15  C14  C13  102.91  3.000
 F9R  C8   C14  C13  113.72  3.000
 F9R  H17  C15  H16  106.20  3.000
 F9R  H17  C15  C14  111.06  3.000
 F9R  H16  C15  C14  112.13  3.000
 F9R  H17  C15  C16  110.97  3.000
 F9R  H16  C15  C16  111.85  3.000
 F9R  C14  C15  C16  104.75  3.000
 F9R  H18  O14  C14  108.82  3.000
 F9R  H19  C8   C9   107.38  3.000
 F9R  H19  C8   C7   107.32  3.000
 F9R  C9   C8   C7   111.63  3.000
 F9R  H19  C8   C14  105.82  3.000
 F9R  C9   C8   C14  112.81  3.000
 F9R  C7   C8   C14  111.47  3.000
 F9R  H21  C7   H20  106.20  3.000
 F9R  H21  C7   C6   109.39  3.000
 F9R  H20  C7   C6   108.67  3.000
 F9R  H21  C7   C8   110.07  3.000
 F9R  H20  C7   C8   110.53  3.000
 F9R  C6   C7   C8   111.82  3.000
 F9R  H22  C9   C10  107.17  3.000
 F9R  H22  C9   C8   107.23  3.000
 F9R  C10  C9   C8   112.70  3.000
 F9R  H22  C9   C11  106.74  3.000
 F9R  C8   C9   C11  109.21  3.000
 F9R  C10  C9   C11  113.41  3.000
 F9R  C5   C10  C19  109.26  3.000
 F9R  C19  C10  C1   106.62  3.000
 F9R  C5   C10  C1   107.99  3.000
 F9R  C19  C10  C9   111.16  3.000
 F9R  C1   C10  C9   111.71  3.000
 F9R  C5   C10  C9   109.98  3.000
 F9R  H24  C1   H23  105.34  3.000
 F9R  H24  C1   C2   108.52  3.000
 F9R  H23  C1   C2   109.55  3.000
 F9R  H24  C1   C10  107.75  3.000
 F9R  H23  C1   C10  110.34  3.000
 F9R  C2   C1   C10  114.87  3.000
 F9R  H27  C19  H26  107.39  3.000
 F9R  H27  C19  H25  107.33  3.000
 F9R  H26  C19  H25  107.07  3.000
 F9R  H27  C19  C10  113.44  3.000
 F9R  H26  C19  C10  109.99  3.000
 F9R  H25  C19  C10  111.34  3.000
 F9R  H28  C5   C4   106.97  3.000
 F9R  H28  C5   C6   107.68  3.000
 F9R  C4   C5   C6   110.57  3.000
 F9R  H28  C5   C10  106.83  3.000
 F9R  C6   C5   C10  111.65  3.000
 F9R  C4   C5   C10  112.83  3.000
 F9R  H30  C6   H29  105.84  3.000
 F9R  H30  C6   C5   109.49  3.000
 F9R  H29  C6   C5   110.04  3.000
 F9R  H30  C6   C7   109.72  3.000
 F9R  H29  C6   C7   109.48  3.000
 F9R  C5   C6   C7   112.08  3.000
 F9R  H32  C4   H31  106.01  3.000
 F9R  H32  C4   C3   107.45  3.000
 F9R  H31  C4   C3   109.71  3.000
 F9R  H32  C4   C5   111.06  3.000
 F9R  H31  C4   C5   109.23  3.000
 F9R  C3   C4   C5   113.13  3.000
 F9R  H33  C3   O3   108.55  3.000
 F9R  H33  C3   C2   109.27  3.000
 F9R  O3   C3   C2   113.64  3.000
 F9R  H33  C3   C4   109.36  3.000
 F9R  C2   C3   C4   109.41  3.000
 F9R  O3   C3   C4   106.52  3.000
 F9R  H35  C2   H34  105.63  3.000
 F9R  H35  C2   C3   111.04  3.000
 F9R  H34  C2   C3   107.43  3.000
 F9R  H35  C2   C1   110.12  3.000
 F9R  H34  C2   C1   110.64  3.000
 F9R  C3   C2   C1   111.78  3.000
 F9R  H36  C1X  O5X  109.21  3.000
 F9R  H36  C1X  O3   110.97  3.000
 F9R  O5X  C1X  O3   107.93  3.000
 F9R  H36  C1X  C2X  110.01  3.000
 F9R  O3   C1X  C2X  108.67  3.000
 F9R  O5X  C1X  C2X  110.02  3.000
 F9R  H37  C1Y  O5Y  108.83  3.000
 F9R  H37  C1Y  O4X  110.61  3.000
 F9R  O5Y  C1Y  O4X  107.93  3.000
 F9R  H37  C1Y  C2Y  109.81  3.000
 F9R  O4X  C1Y  C2Y  109.90  3.000
 F9R  O5Y  C1Y  C2Y  109.73  3.000
 F9R  H38  C1Z  O5Z  108.92  3.000
 F9R  H38  C1Z  O4Y  110.44  3.000
 F9R  O5Z  C1Z  O4Y  108.25  3.000
 F9R  H38  C1Z  C2Z  110.12  3.000
 F9R  O4Y  C1Z  C2Z  108.85  3.000
 F9R  O5Z  C1Z  C2Z  110.23  3.000
 F9R  H40  C2X  H39  107.01  3.000
 F9R  H40  C2X  C3X  110.14  3.000
 F9R  H39  C2X  C3X  109.38  3.000
 F9R  H40  C2X  C1X  109.95  3.000
 F9R  H39  C2X  C1X  108.94  3.000
 F9R  C3X  C2X  C1X  111.32  3.000
 F9R  H42  C2Y  H41  107.21  3.000
 F9R  H42  C2Y  C3Y  109.91  3.000
 F9R  H41  C2Y  C3Y  109.66  3.000
 F9R  H42  C2Y  C1Y  110.59  3.000
 F9R  H41  C2Y  C1Y  109.40  3.000
 F9R  C3Y  C2Y  C1Y  110.02  3.000
 F9R  H44  C2Z  H43  107.17  3.000
 F9R  H44  C2Z  C3Z  110.06  3.000
 F9R  H43  C2Z  C3Z  109.35  3.000
 F9R  H44  C2Z  C1Z  110.22  3.000
 F9R  H43  C2Z  C1Z  109.20  3.000
 F9R  C3Z  C2Z  C1Z  110.77  3.000
 F9R  H45  C3X  O3X  110.66  3.000
 F9R  H45  C3X  C4X  108.58  3.000
 F9R  O3X  C3X  C4X  107.92  3.000
 F9R  H45  C3X  C2X  109.02  3.000
 F9R  C4X  C3X  C2X  108.57  3.000
 F9R  O3X  C3X  C2X  112.00  3.000
 F9R  H46  C3Y  O3Y  110.68  3.000
 F9R  H46  C3Y  C4Y  108.74  3.000
 F9R  O3Y  C3Y  C4Y  107.47  3.000
 F9R  H46  C3Y  C2Y  108.59  3.000
 F9R  O3Y  C3Y  C2Y  111.82  3.000
 F9R  C4Y  C3Y  C2Y  109.48  3.000
 F9R  H47  C3Z  O3Z  110.52  3.000
 F9R  H47  C3Z  C4Z  108.35  3.000
 F9R  O3Z  C3Z  C4Z  107.90  3.000
 F9R  H47  C3Z  C2Z  108.72  3.000
 F9R  C4Z  C3Z  C2Z  109.25  3.000
 F9R  O3Z  C3Z  C2Z  112.02  3.000
 F9R  H48  C4X  O4X  110.62  3.000
 F9R  H48  C4X  C5X  107.54  3.000
 F9R  O4X  C4X  C5X  109.76  3.000
 F9R  H48  C4X  C3X  107.12  3.000
 F9R  C5X  C4X  C3X  110.88  3.000
 F9R  O4X  C4X  C3X  110.84  3.000
 F9R  H49  C4Y  O4Y  110.66  3.000
 F9R  H49  C4Y  C5Y  107.83  3.000
 F9R  O4Y  C4Y  C5Y  107.63  3.000
 F9R  H49  C4Y  C3Y  107.55  3.000
 F9R  C5Y  C4Y  C3Y  111.39  3.000
 F9R  O4Y  C4Y  C3Y  111.72  3.000
 F9R  H50  C4Z  O4Z  111.12  3.000
 F9R  H50  C4Z  C5Z  107.29  3.000
 F9R  O4Z  C4Z  C5Z  112.27  3.000
 F9R  H50  C4Z  C3Z  106.61  3.000
 F9R  C5Z  C4Z  C3Z  110.74  3.000
 F9R  O4Z  C4Z  C3Z  108.67  3.000
 F9R  H51  C5X  O5X  110.06  3.000
 F9R  H51  C5X  C6X  108.79  3.000
 F9R  O5X  C5X  C6X  107.43  3.000
 F9R  H51  C5X  C4X  109.21  3.000
 F9R  O5X  C5X  C4X  108.67  3.000
 F9R  C6X  C5X  C4X  112.65  3.000
 F9R  H52  C5Y  O5Y  109.76  3.000
 F9R  H52  C5Y  C6Y  109.20  3.000
 F9R  O5Y  C5Y  C6Y  107.31  3.000
 F9R  H52  C5Y  C4Y  108.87  3.000
 F9R  O5Y  C5Y  C4Y  109.09  3.000
 F9R  C6Y  C5Y  C4Y  112.58  3.000
 F9R  H53  C5Z  O5Z  109.94  3.000
 F9R  H53  C5Z  C6Z  108.78  3.000
 F9R  O5Z  C5Z  C6Z  107.38  3.000
 F9R  H53  C5Z  C4Z  108.98  3.000
 F9R  O5Z  C5Z  C4Z  108.96  3.000
 F9R  C6Z  C5Z  C4Z  112.77  3.000
 F9R  H56  C6X  H55  108.24  3.000
 F9R  H56  C6X  H54  108.33  3.000
 F9R  H55  C6X  H54  107.50  3.000
 F9R  H56  C6X  C5X  111.33  3.000
 F9R  H55  C6X  C5X  110.81  3.000
 F9R  H54  C6X  C5X  110.51  3.000
 F9R  H59  C6Y  H58  108.27  3.000
 F9R  H59  C6Y  H57  108.31  3.000
 F9R  H58  C6Y  H57  107.62  3.000
 F9R  H59  C6Y  C5Y  111.03  3.000
 F9R  H58  C6Y  C5Y  111.00  3.000
 F9R  H57  C6Y  C5Y  110.49  3.000
 F9R  H62  C6Z  H61  108.25  3.000
 F9R  H62  C6Z  H60  108.30  3.000
 F9R  H61  C6Z  H60  107.15  3.000
 F9R  H62  C6Z  C5Z  111.39  3.000
 F9R  H61  C6Z  C5Z  111.01  3.000
 F9R  H60  C6Z  C5Z  110.59  3.000
 F9R  C1X  O3   C3   117.91  3.000
 F9R  H63  O3X  C3X  108.20  3.000
 F9R  H64  O3Y  C3Y  108.16  3.000
 F9R  H65  O3Z  C3Z  108.21  3.000
 F9R  C4X  O4X  C1Y  115.45  3.000
 F9R  C4Y  O4Y  C1Z  116.97  3.000
 F9R  H66  O4Z  C4Z  108.53  3.000
 F9R  C5X  O5X  C1X  114.65  3.000
 F9R  C5Y  O5Y  C1Y  113.56  3.000
 F9R  C5Z  O5Z  C1Z  113.78  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
 F9R  Var_01  C17  C20  C22  C23  -177.69  30.0  1
 F9R  Var_02  O21  C21  C20  C22    -1.13  30.0  1
 F9R  Var_03  C20  C22  C23  O21     0.31  30.0  1
 F9R  Var_04  C14  C15  C16  C17   -24.82  30.0  1
 F9R  Var_05  C9   C11  C12  C13   -58.52  30.0  1
 F9R  Var_06  C5   C6   C7   C8     55.35  30.0  1
 F9R  Var_07  C3   C2   C1   C10    55.65  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
 F9R  chir_01  C17  C13  C16  C20  positiv
 F9R  chir_02  C13  C12  C14  C17  negativ
 F9R  chir_03  C14  C8   C15  C13  negativ
 F9R  chir_04  C8   C14  C9   C7   negativ
 F9R  chir_05  C9   C10  C8   C11  positiv
 F9R  chir_06  C10  C9   C1   C5   negativ
 F9R  chir_07  C5   C4   C6   C10  negativ
 F9R  chir_08  C3   O3   C4   C2   positiv
 F9R  chir_09  C1X  O5X  O3   C2X  negativ
 F9R  chir_10  C1Y  O5Y  O4X  C2Y  negativ
 F9R  chir_11  C1Z  O5Z  O4Y  C2Z  negativ
 F9R  chir_12  C3X  O3X  C4X  C2X  positiv
 F9R  chir_13  C3Y  O3Y  C4Y  C2Y  positiv
 F9R  chir_14  C3Z  O3Z  C2Z  C4Z  negativ
 F9R  chir_15  C4X  O4X  C3X  C5X  negativ
 F9R  chir_16  C4Y  O4Y  C5Y  C3Y  positiv
 F9R  chir_17  C4Z  O4Z  C3Z  C5Z  negativ
 F9R  chir_18  C5X  C4X  C6X  O5X  negativ
 F9R  chir_19  C5Y  C6Y  C4Y  O5Y  positiv
 F9R  chir_20  C5Z  C4Z  C6Z  O5Z  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
 F9R  plan-1  O23  0.020
 F9R  plan-1  C23  0.020
 F9R  plan-1  C22  0.020
 F9R  plan-1  O21  0.020

