# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Beer, P. D.' _publ_contact_author_email paul.beer@chem.ox.ac.uk _publ_section_title ; A New Synthetic Route to Chloride Selective [2]Catenanes ; loop_ _publ_author_name L.Hancock P.D.Beer L.Gilday N.Kilah C.Serpell # Attachment '- CrystallographicData.cif' #============================================================================== data_4Cl _database_code_depnum_ccdc_archive 'CCDC 798979' #TrackingRef '- CrystallographicData.cif' #============================================================================== _audit_creation_date 10-09-28 _audit_creation_method CRYSTALS_ver_14.07 _audit_update_record ; 2010-10-06 - Report by Nathan L. Kilah for Paul D. Beer, Lydia C. Gilday and Laura M. Hancock 2010-10-06 - Passes Checkcif with minor warnings. ; _oxford_structure_analysis_title '9251910 072NLK10' _chemical_name_systematic ? _chemical_melting_point ? _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; A portion of the five-oxygen macrocycle was disordered and was modelled over two sites with refined occupancy of 0.680(2) and 0.320(2). The cocrystallised chloroform was found to be related to the major component of the macrocycle disorder, and the occupancy of the chloroform and the macrocycle disorder was modelled together. Additional areas of electron density were observed near the chloroform and attempts were made to model this density as chloroform, acetone or water. None of the attempted solvent models gave stable refinements even with considerable thermal, geometric and vibrational restraints. The residual electron density was therefore not modelled, and results in a level "C" alert in CheckCIF. All hydrogen atoms were visible in the difference map and their positions and displacement parameters were refined using restraints prior to inclusion into the model using riding constraints. The compound was prepared by LMH, crystals were grown by slow evaporation of a chloroform/acetone mixture. The sample ID was 072NLK10. ; # End of 'script/refcif.dat' #end of refcif _cell_length_a 11.8388(1) _cell_length_b 17.4493(1) _cell_length_c 17.8692(2) _cell_angle_alpha 114.1468(4) _cell_angle_beta 97.4460(4) _cell_angle_gamma 102.6071(4) _cell_volume 3186.35(5) _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C67 Cl1 N10 O8 # Dc = 1.16 Fooo = 1346.90 Mu = 1.20 M = 1108.25 # Found Formula = C62.68 H74.68 Cl3.04 N5 O17 # Dc = 1.33 FOOO = 1346.90 Mu = 2.18 M = 1277.94 _chemical_formula_sum 'C62.68 H74.68 Cl3.04 N5 O17' _chemical_formula_moiety ; C32 H38 N2 O9, C30 H36 N3 O8, Cl, 0.68(C H Cl3) ; _chemical_compound_source ? _chemical_formula_weight 1277.94 _cell_measurement_reflns_used 14335 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_min 0.120 _exptl_crystal_size_mid 0.230 _exptl_crystal_size_max 0.470 _exptl_crystal_density_diffrn 1.332 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1346.901 _exptl_absorpt_coefficient_mu 0.218 # Sheldrick geometric approximatio 0.95 0.97 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.768 _exptl_absorpt_correction_T_max 1.00 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SUPERFLIP (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 26903 _reflns_number_total 14487 _diffrn_reflns_av_R_equivalents 0.025 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 14487 # Theoretical number of reflections is about 29284 _diffrn_reflns_theta_min 5.129 _diffrn_reflns_theta_max 27.501 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.951 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _reflns_limit_h_min -15 _reflns_limit_h_max 15 _reflns_limit_k_min -22 _reflns_limit_k_max 20 _reflns_limit_l_min 0 _reflns_limit_l_max 23 _oxford_diffrn_Wilson_B_factor 3.11 _oxford_diffrn_Wilson_scale 1.32 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.70 _refine_diff_density_max 1.53 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 14470 _refine_ls_number_restraints 297 _refine_ls_number_parameters 884 _oxford_refine_ls_R_factor_ref 0.0645 _refine_ls_wR_factor_ref 0.1342 _refine_ls_goodness_of_fit_ref 0.9236 _refine_ls_shift/su_max 0.0027246 _refine_ls_shift/su_mean 0.0000496 # The values computed from all data _oxford_reflns_number_all 14477 _refine_ls_R_factor_all 0.0645 _refine_ls_wR_factor_all 0.1345 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 11819 _refine_ls_R_factor_gt 0.0512 _refine_ls_wR_factor_gt 0.1217 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 73.4 118. 68.2 27.0 5.89 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Farrugia, L.J. (1997). J. Appl. Cryst. 30, 565 Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst. 40, 786-790. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Cl1 Cl 0.05539(4) 0.25134(3) 0.49685(3) 0.0343 1.0000 Uani . . . . . . . Cl2 Cl 0.30241(13) -0.07916(9) 0.08795(9) 0.0949 0.680(2) Uani D . P . 2 . . C3 C 0.2287(3) -0.0591(2) 0.00930(19) 0.0651 0.680(2) Uani D . P . 2 . . Cl4 Cl 0.15334(10) 0.01686(7) 0.05462(6) 0.0659 0.680(2) Uani D . P . 2 . . Cl5 Cl 0.33506(10) -0.01701(8) -0.03786(9) 0.0807 0.680(2) Uani D . P . 2 . . O6 O 0.02170(13) -0.01897(9) 0.28408(9) 0.0382 1.0000 Uani . . . . . . . C7 C -0.08149(18) 0.00565(13) 0.30616(13) 0.0379 1.0000 Uani . . . . . . . C8 C -0.11772(19) 0.05007(13) 0.25446(14) 0.0412 1.0000 Uani . . . . . . . N9 N -0.02940(15) 0.13395(10) 0.27916(10) 0.0347 1.0000 Uani . . . . . . . C10 C 0.00205(17) 0.15958(12) 0.22187(12) 0.0333 1.0000 Uani . . . . . . . O11 O -0.03739(15) 0.11470(10) 0.14521(9) 0.0487 1.0000 Uani . . . . . . . C12 C 0.09068(16) 0.24922(11) 0.25537(12) 0.0298 1.0000 Uani . . . . . . . C13 C 0.14237(16) 0.30475(12) 0.34065(11) 0.0294 1.0000 Uani . . . . . . . C14 C 0.22303(15) 0.38696(11) 0.36534(11) 0.0287 1.0000 Uani . . . . . . . C15 C 0.28602(16) 0.45174(11) 0.45577(12) 0.0300 1.0000 Uani . . . . . . . O16 O 0.36230(13) 0.51969(9) 0.47063(9) 0.0396 1.0000 Uani . . . . . . . N17 N 0.25498(14) 0.43152(10) 0.51632(10) 0.0323 1.0000 Uani . . . . . . . C18 C 0.31910(17) 0.48835(12) 0.60438(12) 0.0335 1.0000 Uani . . . . . . . C19 C 0.26580(18) 0.45262(13) 0.66062(13) 0.0368 1.0000 Uani . . . . . . . O20 O 0.33385(13) 0.50296(9) 0.74664(9) 0.0396 1.0000 Uani . . . . . . . C21 C 0.42221(18) 0.47278(12) 0.77299(12) 0.0340 1.0000 Uani . . . . . . . C22 C 0.46522(19) 0.50785(13) 0.86014(12) 0.0382 1.0000 Uani . . . . . . . C23 C 0.55160(19) 0.48026(14) 0.89298(12) 0.0394 1.0000 Uani . . . . . . . C24 C 0.59626(18) 0.41722(13) 0.83982(13) 0.0366 1.0000 Uani . . . . . . . O25 O 0.68307(14) 0.39419(11) 0.87812(10) 0.0456 1.0000 Uani . . . . . . . C26 C 0.68930(19) 0.30638(16) 0.83242(14) 0.0426 1.0000 Uani . . . . . . . C27 C 0.58433(19) 0.24187(15) 0.83578(14) 0.0413 1.0000 Uani . . . . . . . O28 O 0.58074(14) 0.15522(10) 0.78008(10) 0.0451 1.0000 Uani . . . . . . . C29 C 0.4800(2) 0.09138(16) 0.77755(16) 0.0482 1.0000 Uani . . . . . . . C30 C 0.4806(2) 0.00136(16) 0.71796(17) 0.0496 1.0000 Uani . . . . . . . O31 O 0.44043(14) -0.01449(10) 0.63289(11) 0.0470 1.0000 Uani . . . . . . . C32 C 0.4539(2) -0.09479(15) 0.57568(17) 0.0480 1.0000 Uani . . . . . . . C33 C 0.3999(2) -0.11463(16) 0.48714(17) 0.0498 1.0000 Uani . . . . . . . O34 O 0.27287(13) -0.13816(11) 0.47389(11) 0.0472 1.0000 Uani . . . . . . . C35 C 0.21105(18) -0.11134(12) 0.42313(13) 0.0368 1.0000 Uani . . . . . . . C36 C 0.10667(17) -0.09454(13) 0.44212(13) 0.0354 1.0000 Uani . . . . . . . C37 C 0.03944(17) -0.06521(12) 0.39596(13) 0.0343 1.0000 Uani . . . . . . . C38 C 0.07754(17) -0.05274(12) 0.33034(12) 0.0332 1.0000 Uani . . . . . . . C39 C 0.17998(19) -0.07310(13) 0.30947(13) 0.0388 1.0000 Uani . . . . . . . C40 C 0.24651(19) -0.10245(13) 0.35528(14) 0.0406 1.0000 Uani . . . . . . . C41 C 0.5545(2) 0.38308(14) 0.75312(13) 0.0408 1.0000 Uani . . . . . . . C42 C 0.46789(19) 0.41104(13) 0.71986(12) 0.0384 1.0000 Uani . . . . . . . C43 C 0.24899(16) 0.41113(12) 0.30373(12) 0.0307 1.0000 Uani . . . . . . . N44 N 0.19796(14) 0.35713(10) 0.22127(10) 0.0310 1.0000 Uani . . . . . . . C45 C 0.12036(17) 0.27695(12) 0.19625(12) 0.0317 1.0000 Uani . . . . . . . C46 C 0.2277(2) 0.38717(14) 0.15768(13) 0.0402 1.0000 Uani . . . . . . . O47 O 0.28853(14) 0.21778(11) 0.77646(10) 0.0468 1.0000 Uani . . . . . . . C48 C 0.23319(16) 0.24501(13) 0.73472(12) 0.0336 1.0000 Uani . . . . . . . N49 N 0.22725(14) 0.21714(11) 0.65196(10) 0.0326 1.0000 Uani . . . . . . . C50 C 0.28797(18) 0.15466(13) 0.60865(13) 0.0354 1.0000 Uani . . . . . . . C51 C 0.27683(17) 0.14179(12) 0.51909(13) 0.0333 1.0000 Uani . . . . . . . O52 O 0.34861(12) 0.22146(9) 0.52332(8) 0.0345 1.0000 Uani . . . . . . . C53 C 0.35487(15) 0.22253(11) 0.44738(11) 0.0287 1.0000 Uani . . . . . . . C54 C 0.28551(16) 0.15596(12) 0.36914(12) 0.0317 1.0000 Uani . . . . . . . C55 C 0.30481(17) 0.15927(12) 0.29576(12) 0.0344 1.0000 Uani . . . . . . . C56 C 0.39131(17) 0.22955(13) 0.29921(12) 0.0339 1.0000 Uani . . . . . . . O57 O 0.40397(15) 0.22516(11) 0.22258(9) 0.0501 1.0000 Uani . . . . . . . C58 C 0.49210(19) 0.29444(14) 0.22247(13) 0.0395 1.0000 Uani . . . . . . . C59 C 0.4991(2) 0.26867(15) 0.13263(14) 0.0424 1.0000 Uani . . . . . . . O60 O 0.38835(16) 0.25903(14) 0.08492(10) 0.0570 1.0000 Uani . . . . . . . C61 C 0.3856(2) 0.23679(18) -0.00132(14) 0.0523 1.0000 Uani . . . . . . . C62 C 0.2636(3) 0.18252(16) -0.05500(14) 0.0513 1.0000 Uani . . . . . . . O63 O 0.18231(15) 0.23242(10) -0.03610(9) 0.0485 1.0000 Uani D U . . . . . C64 C 0.0671(3) 0.18165(19) -0.09068(17) 0.0753 1.0000 Uani D U . . . . . C65 C -0.0165(2) 0.2359(2) -0.07509(14) 0.0644 1.0000 Uani D U . . . . . O66 O -0.03714(16) 0.25686(15) 0.00630(11) 0.0652 1.0000 Uani D U . . . . . C67 C -0.1160(3) 0.3150(3) 0.0242(2) 0.0495 0.680(2) Uani D U P . 2 . . C68 C -0.1094(3) 0.3581(2) 0.1182(2) 0.0457 0.680(2) Uani D U P . 2 . . O69 O -0.1539(3) 0.28960(18) 0.13999(16) 0.0449 0.680(2) Uani D U P . 2 . . C70 C -0.1487(4) 0.3156(3) 0.2243(3) 0.0384 0.680(2) Uani D U P . 2 . . C71 C -0.0817(5) 0.3998(4) 0.2877(4) 0.0386 0.680(2) Uani D U P . 2 . . C72 C -0.0786(6) 0.4197(4) 0.3725(5) 0.0388 0.680(2) Uani D U P . 2 . . C73 C -0.1425(4) 0.3550(3) 0.3927(4) 0.0348 0.680(2) Uani D U P . 2 . . O74 O -0.13835(13) 0.37895(9) 0.47557(9) 0.0412 1.0000 Uani D U . . . . . C75 C -0.22077(18) 0.31715(14) 0.49090(14) 0.0404 1.0000 Uani D U . . . . . C76 C -0.2140(2) 0.35794(16) 0.58407(15) 0.0442 1.0000 Uani . U . . . . . N77 N -0.10852(15) 0.35498(11) 0.63302(11) 0.0374 1.0000 Uani . . . . . . . C78 C -0.08555(19) 0.39325(13) 0.71758(13) 0.0372 1.0000 Uani . . . . . . . O79 O -0.14729(16) 0.43720(12) 0.75515(11) 0.0541 1.0000 Uani . . . . . . . C80 C 0.01716(18) 0.38164(13) 0.76565(12) 0.0353 1.0000 Uani . . . . . . . C81 C 0.07430(17) 0.31933(12) 0.72699(12) 0.0321 1.0000 Uani . . . . . . . C82 C 0.16965(17) 0.31116(13) 0.77399(12) 0.0336 1.0000 Uani . . . . . . . C83 C 0.2080(2) 0.36516(16) 0.86091(14) 0.0478 1.0000 Uani . . . . . . . C84 C 0.1516(3) 0.42695(19) 0.90005(15) 0.0603 1.0000 Uani . . . . . . . C85 C 0.0563(2) 0.43463(16) 0.85284(15) 0.0520 1.0000 Uani . . . . . . . C86 C -0.2051(6) 0.2728(4) 0.3297(4) 0.0403 0.680(2) Uani D U P . 2 . . C87 C -0.2086(5) 0.2534(4) 0.2463(4) 0.0406 0.680(2) Uani D U P . 2 . . C88 C 0.45671(16) 0.29818(12) 0.37748(12) 0.0323 1.0000 Uani . . . . . . . C89 C 0.43851(16) 0.29418(12) 0.45115(12) 0.0303 1.0000 Uani . . . . . . . C167 C -0.1542(5) 0.2562(5) 0.0012(4) 0.0462 0.320(2) Uani D U P . 3 . . C168 C -0.1862(5) 0.2536(4) 0.0786(4) 0.0458 0.320(2) Uani D U P . 3 . . O169 O -0.1059(5) 0.3303(4) 0.1503(3) 0.0421 0.320(2) Uani D U P . 3 . . C170 C -0.1223(8) 0.3353(6) 0.2294(6) 0.0373 0.320(2) Uani D U P . 3 . . C171 C -0.0539(10) 0.4082(8) 0.3013(8) 0.0402 0.320(2) Uani D U P . 3 . . C172 C -0.0625(12) 0.4177(9) 0.3783(11) 0.0401 0.320(2) Uani D U P . 3 . . C173 C -0.1371(7) 0.3585(6) 0.3895(9) 0.0453 0.320(2) Uani D U P . 3 . . C186 C -0.2139(11) 0.2791(9) 0.3170(10) 0.0387 0.320(2) Uani D U P . 3 . . C187 C -0.2043(10) 0.2687(8) 0.2356(7) 0.0377 0.320(2) Uani D U P . 3 . . H31 H 0.1684 -0.1178 -0.0376 0.0787 0.680(2) Uiso . . P . 2 . . H71 H -0.0615 0.0485 0.3670 0.0443 1.0000 Uiso . . . . . . . H72 H -0.1468 -0.0467 0.2944 0.0448 1.0000 Uiso . . . . . . . H81 H -0.1939 0.0611 0.2625 0.0493 1.0000 Uiso . . . . . . . H82 H -0.1246 0.0135 0.1946 0.0482 1.0000 Uiso . . . . . . . H131 H 0.1224 0.2871 0.3829 0.0348 1.0000 Uiso . . . . . . . H181 H 0.3116 0.5467 0.6211 0.0381 1.0000 Uiso . . . . . . . H182 H 0.4035 0.4918 0.6119 0.0387 1.0000 Uiso . . . . . . . H191 H 0.1844 0.4573 0.6587 0.0442 1.0000 Uiso . . . . . . . H192 H 0.2630 0.3906 0.6406 0.0430 1.0000 Uiso . . . . . . . H221 H 0.4336 0.5503 0.8960 0.0448 1.0000 Uiso . . . . . . . H231 H 0.5818 0.5044 0.9529 0.0466 1.0000 Uiso . . . . . . . H261 H 0.7640 0.3038 0.8595 0.0493 1.0000 Uiso . . . . . . . H262 H 0.6920 0.2941 0.7738 0.0490 1.0000 Uiso . . . . . . . H271 H 0.5934 0.2476 0.8941 0.0486 1.0000 Uiso . . . . . . . H272 H 0.5101 0.2532 0.8191 0.0485 1.0000 Uiso . . . . . . . H291 H 0.4852 0.0946 0.8343 0.0569 1.0000 Uiso . . . . . . . H292 H 0.4038 0.1021 0.7578 0.0569 1.0000 Uiso . . . . . . . H301 H 0.5624 -0.0039 0.7282 0.0585 1.0000 Uiso . . . . . . . H302 H 0.4270 -0.0419 0.7297 0.0596 1.0000 Uiso . . . . . . . H322 H 0.4134 -0.1436 0.5878 0.0571 1.0000 Uiso . . . . . . . H321 H 0.5401 -0.0914 0.5819 0.0569 1.0000 Uiso . . . . . . . H331 H 0.4206 -0.1662 0.4471 0.0589 1.0000 Uiso . . . . . . . H332 H 0.4292 -0.0630 0.4764 0.0592 1.0000 Uiso . . . . . . . H361 H 0.0813 -0.1042 0.4869 0.0423 1.0000 Uiso . . . . . . . H371 H -0.0312 -0.0538 0.4090 0.0401 1.0000 Uiso . . . . . . . H391 H 0.2038 -0.0667 0.2623 0.0464 1.0000 Uiso . . . . . . . H401 H 0.3153 -0.1162 0.3398 0.0482 1.0000 Uiso . . . . . . . H411 H 0.5859 0.3409 0.7157 0.0482 1.0000 Uiso . . . . . . . H421 H 0.4398 0.3861 0.6600 0.0463 1.0000 Uiso . . . . . . . H431 H 0.3034 0.4662 0.3182 0.0357 1.0000 Uiso . . . . . . . H451 H 0.0868 0.2417 0.1384 0.0374 1.0000 Uiso . . . . . . . H462 H 0.1828 0.3422 0.1018 0.0613 1.0000 Uiso . . . . . . . H461 H 0.2088 0.4414 0.1708 0.0610 1.0000 Uiso . . . . . . . H463 H 0.3119 0.3978 0.1603 0.0611 1.0000 Uiso . . . . . . . H502 H 0.3724 0.1771 0.6399 0.0423 1.0000 Uiso . . . . . . . H501 H 0.2513 0.0968 0.6076 0.0423 1.0000 Uiso . . . . . . . H511 H 0.3045 0.0914 0.4853 0.0381 1.0000 Uiso . . . . . . . H512 H 0.1917 0.1308 0.4922 0.0388 1.0000 Uiso . . . . . . . H541 H 0.2270 0.1087 0.3657 0.0388 1.0000 Uiso . . . . . . . H551 H 0.2604 0.1133 0.2425 0.0402 1.0000 Uiso . . . . . . . H581 H 0.5683 0.3028 0.2580 0.0478 1.0000 Uiso . . . . . . . H582 H 0.4695 0.3496 0.2455 0.0469 1.0000 Uiso . . . . . . . H591 H 0.5612 0.3154 0.1315 0.0524 1.0000 Uiso . . . . . . . H592 H 0.5177 0.2135 0.1080 0.0502 1.0000 Uiso . . . . . . . H611 H 0.4082 0.2913 -0.0064 0.0610 1.0000 Uiso . . . . . . . H612 H 0.4424 0.2027 -0.0198 0.0622 1.0000 Uiso . . . . . . . H621 H 0.2654 0.1612 -0.1159 0.0605 1.0000 Uiso . . . . . . . H622 H 0.2383 0.1292 -0.0454 0.0615 1.0000 Uiso . . . . . . . H642 H 0.0718 0.1595 -0.1500 0.0902 1.0000 Uiso . . . . . . . H641 H 0.0367 0.1310 -0.0798 0.0907 1.0000 Uiso . . . . . . . H652 H 0.0162 0.2916 -0.0809 0.0774 1.0000 Uiso . . . . . . . H651 H -0.0930 0.2005 -0.1164 0.0775 1.0000 Uiso . . . . . . . H672 H -0.0915 0.3600 0.0063 0.0588 0.680(2) Uiso . . P . 2 . . H671 H -0.1973 0.2780 -0.0095 0.0595 0.680(2) Uiso . . P . 2 . . H682 H -0.1598 0.3967 0.1292 0.0549 0.680(2) Uiso . . P . 2 . . H681 H -0.0267 0.3909 0.1507 0.0547 0.680(2) Uiso . . P . 2 . . H711 H -0.0380 0.4425 0.2747 0.0458 0.680(2) Uiso . . P . 2 . . H721 H -0.0342 0.4761 0.4171 0.0469 0.680(2) Uiso . . P . 2 . . H751 H -0.3033 0.3044 0.4588 0.0476 1.0000 Uiso . . . . . . . H752 H -0.1996 0.2621 0.4737 0.0473 1.0000 Uiso . . . . . . . H761 H -0.2125 0.4195 0.6047 0.0520 1.0000 Uiso . . . . . . . H762 H -0.2857 0.3250 0.5932 0.0530 1.0000 Uiso . . . . . . . H811 H 0.0466 0.2818 0.6690 0.0375 1.0000 Uiso . . . . . . . H831 H 0.2721 0.3575 0.8931 0.0573 1.0000 Uiso . . . . . . . H841 H 0.1779 0.4650 0.9596 0.0722 1.0000 Uiso . . . . . . . H851 H 0.0167 0.4760 0.8801 0.0607 1.0000 Uiso . . . . . . . H861 H -0.2483 0.2285 0.3419 0.0472 0.680(2) Uiso . . P . 2 . . H871 H -0.2528 0.1964 0.2017 0.0470 0.680(2) Uiso . . P . 2 . . H881 H 0.5135 0.3483 0.3817 0.0378 1.0000 Uiso . . . . . . . H891 H 0.4840 0.3415 0.5056 0.0357 1.0000 Uiso . . . . . . . H1671 H -0.1585 0.3112 0.0017 0.0540 0.320(2) Uiso . . P . 3 . . H1672 H -0.2095 0.2075 -0.0499 0.0539 0.320(2) Uiso . . P . 3 . . H1681 H -0.2688 0.2531 0.0772 0.0528 0.320(2) Uiso . . P . 3 . . H1682 H -0.1775 0.2008 0.0804 0.0527 0.320(2) Uiso . . P . 3 . . H1711 H -0.0003 0.4527 0.2957 0.0470 0.320(2) Uiso . . P . 3 . . H1721 H -0.0150 0.4695 0.4261 0.0450 0.320(2) Uiso . . P . 3 . . H1861 H -0.2681 0.2361 0.3240 0.0441 0.320(2) Uiso . . P . 3 . . H1871 H -0.2522 0.2174 0.1862 0.0431 0.320(2) Uiso . . P . 3 . . H771 H -0.0644 0.3247 0.6054 0.0445 1.0000 Uiso . . . . . . . H91 H -0.0020 0.1695 0.3329 0.0410 1.0000 Uiso . . . . . . . H491 H 0.1876 0.2370 0.6229 0.0388 1.0000 Uiso . . . . . . . H171 H 0.2028 0.3830 0.5040 0.0387 1.0000 Uiso . . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0329(2) 0.0346(2) 0.0352(2) 0.01714(18) 0.00844(17) 0.00698(17) Cl2 0.0916(9) 0.0881(9) 0.0844(9) 0.0425(7) -0.0358(7) 0.0143(7) C3 0.059(2) 0.064(2) 0.067(3) 0.030(2) -0.0039(19) 0.0199(19) Cl4 0.0759(7) 0.0663(6) 0.0403(5) 0.0108(4) -0.0004(4) 0.0282(5) Cl5 0.0548(6) 0.0690(7) 0.1020(10) 0.0290(6) 0.0068(6) 0.0145(5) O6 0.0439(8) 0.0351(7) 0.0358(7) 0.0173(6) 0.0106(6) 0.0089(6) C7 0.0362(10) 0.0314(9) 0.0421(11) 0.0170(8) 0.0070(8) 0.0031(8) C8 0.0368(10) 0.0309(9) 0.0461(11) 0.0175(9) -0.0019(9) -0.0017(8) N9 0.0352(8) 0.0258(7) 0.0339(8) 0.0115(6) -0.0004(6) 0.0012(6) C10 0.0346(9) 0.0270(9) 0.0320(9) 0.0107(7) 0.0011(7) 0.0070(7) O11 0.0609(10) 0.0349(8) 0.0315(7) 0.0092(6) -0.0013(7) -0.0017(7) C12 0.0285(8) 0.0264(8) 0.0328(9) 0.0124(7) 0.0044(7) 0.0086(7) C13 0.0280(8) 0.0276(8) 0.0310(9) 0.0138(7) 0.0031(7) 0.0065(7) C14 0.0262(8) 0.0267(8) 0.0313(9) 0.0126(7) 0.0036(7) 0.0073(7) C15 0.0282(8) 0.0256(8) 0.0327(9) 0.0124(7) 0.0019(7) 0.0065(7) O16 0.0384(7) 0.0320(7) 0.0391(7) 0.0171(6) -0.0010(6) -0.0030(6) N17 0.0329(8) 0.0262(7) 0.0308(8) 0.0116(6) 0.0016(6) 0.0021(6) C18 0.0347(9) 0.0287(9) 0.0306(9) 0.0117(7) 0.0008(7) 0.0050(7) C19 0.0366(10) 0.0372(10) 0.0333(10) 0.0169(8) 0.0021(8) 0.0069(8) O20 0.0474(8) 0.0378(7) 0.0312(7) 0.0139(6) 0.0039(6) 0.0152(6) C21 0.0383(10) 0.0296(9) 0.0313(9) 0.0144(7) 0.0047(7) 0.0058(7) C22 0.0458(11) 0.0356(10) 0.0290(9) 0.0122(8) 0.0084(8) 0.0098(8) C23 0.0445(11) 0.0416(11) 0.0265(9) 0.0151(8) 0.0041(8) 0.0059(9) C24 0.0348(10) 0.0385(10) 0.0347(10) 0.0194(8) 0.0024(8) 0.0053(8) O25 0.0430(8) 0.0496(9) 0.0396(8) 0.0204(7) -0.0017(6) 0.0116(7) C26 0.0377(10) 0.0541(13) 0.0447(11) 0.0280(10) 0.0097(9) 0.0190(9) C27 0.0412(11) 0.0469(12) 0.0424(11) 0.0224(9) 0.0143(9) 0.0188(9) O28 0.0436(8) 0.0469(8) 0.0512(9) 0.0225(7) 0.0219(7) 0.0187(7) C29 0.0481(12) 0.0501(13) 0.0593(14) 0.0306(11) 0.0249(11) 0.0203(10) C30 0.0506(13) 0.0496(13) 0.0620(15) 0.0314(12) 0.0217(11) 0.0233(11) O31 0.0448(8) 0.0420(8) 0.0573(10) 0.0225(7) 0.0102(7) 0.0202(7) C32 0.0376(11) 0.0431(12) 0.0644(15) 0.0228(11) 0.0105(10) 0.0181(9) C33 0.0364(11) 0.0467(12) 0.0661(15) 0.0240(11) 0.0147(10) 0.0138(9) O34 0.0340(7) 0.0501(9) 0.0639(10) 0.0359(8) 0.0079(7) 0.0071(6) C35 0.0376(10) 0.0274(9) 0.0429(11) 0.0158(8) 0.0088(8) 0.0056(7) C36 0.0349(9) 0.0311(9) 0.0373(10) 0.0166(8) 0.0094(8) 0.0018(7) C37 0.0324(9) 0.0294(9) 0.0384(10) 0.0145(8) 0.0112(8) 0.0041(7) C38 0.0381(10) 0.0244(8) 0.0308(9) 0.0098(7) 0.0069(7) 0.0036(7) C39 0.0464(11) 0.0315(9) 0.0333(10) 0.0105(8) 0.0153(8) 0.0071(8) C40 0.0423(11) 0.0345(10) 0.0454(11) 0.0154(9) 0.0196(9) 0.0124(8) C41 0.0473(12) 0.0403(11) 0.0318(10) 0.0135(8) 0.0064(8) 0.0151(9) C42 0.0467(11) 0.0372(10) 0.0266(9) 0.0122(8) 0.0038(8) 0.0114(9) C43 0.0298(9) 0.0260(8) 0.0337(9) 0.0116(7) 0.0071(7) 0.0080(7) N44 0.0357(8) 0.0285(7) 0.0307(8) 0.0132(6) 0.0113(6) 0.0117(6) C45 0.0335(9) 0.0277(8) 0.0302(9) 0.0102(7) 0.0056(7) 0.0093(7) C46 0.0544(12) 0.0363(10) 0.0350(10) 0.0179(8) 0.0199(9) 0.0146(9) O47 0.0468(8) 0.0626(10) 0.0443(8) 0.0310(8) 0.0132(7) 0.0265(8) C48 0.0281(9) 0.0368(10) 0.0362(10) 0.0184(8) 0.0076(7) 0.0069(7) N49 0.0332(8) 0.0342(8) 0.0349(8) 0.0177(7) 0.0114(6) 0.0130(6) C50 0.0346(9) 0.0363(10) 0.0423(10) 0.0208(8) 0.0161(8) 0.0138(8) C51 0.0335(9) 0.0278(9) 0.0391(10) 0.0147(8) 0.0142(8) 0.0075(7) O52 0.0355(7) 0.0298(6) 0.0324(7) 0.0127(5) 0.0090(5) 0.0013(5) C53 0.0271(8) 0.0269(8) 0.0310(9) 0.0119(7) 0.0071(7) 0.0084(7) C54 0.0283(8) 0.0251(8) 0.0360(9) 0.0115(7) 0.0044(7) 0.0039(7) C55 0.0328(9) 0.0296(9) 0.0316(9) 0.0095(7) 0.0009(7) 0.0050(7) C56 0.0340(9) 0.0353(9) 0.0307(9) 0.0154(8) 0.0043(7) 0.0081(8) O57 0.0567(10) 0.0476(9) 0.0313(7) 0.0169(7) 0.0036(7) -0.0063(7) C58 0.0394(10) 0.0413(11) 0.0368(10) 0.0190(9) 0.0075(8) 0.0083(8) C59 0.0460(12) 0.0485(12) 0.0391(11) 0.0229(9) 0.0149(9) 0.0176(10) O60 0.0616(10) 0.0896(13) 0.0307(8) 0.0270(8) 0.0164(7) 0.0407(10) C61 0.0684(16) 0.0668(15) 0.0339(11) 0.0264(11) 0.0217(11) 0.0306(13) C62 0.0770(17) 0.0446(12) 0.0332(11) 0.0141(9) 0.0165(11) 0.0254(12) O63 0.0600(10) 0.0421(8) 0.0305(7) 0.0062(6) 0.0061(7) 0.0142(7) C64 0.0727(19) 0.0649(18) 0.0454(14) -0.0062(13) -0.0040(13) 0.0132(13) C65 0.0592(15) 0.0850(19) 0.0325(10) 0.0161(12) 0.0033(10) 0.0156(13) O66 0.0524(10) 0.1108(16) 0.0487(9) 0.0474(11) 0.0161(8) 0.0302(10) C67 0.0485(19) 0.059(2) 0.0393(15) 0.0263(16) 0.0026(14) 0.0090(15) C68 0.0525(19) 0.0449(18) 0.0437(15) 0.0240(14) 0.0104(14) 0.0146(15) O69 0.0553(17) 0.0427(14) 0.0364(12) 0.0185(12) 0.0110(12) 0.0131(12) C70 0.036(2) 0.044(2) 0.0358(15) 0.0164(16) 0.0075(16) 0.0176(17) C71 0.043(3) 0.0430(19) 0.036(2) 0.0211(16) 0.0067(19) 0.0208(17) C72 0.047(3) 0.036(2) 0.039(2) 0.0175(18) 0.012(2) 0.0199(17) C73 0.038(4) 0.037(2) 0.0386(15) 0.0194(16) 0.012(3) 0.021(2) O74 0.0466(8) 0.0403(8) 0.0371(7) 0.0181(6) 0.0096(6) 0.0128(6) C75 0.0338(10) 0.0450(11) 0.0475(11) 0.0242(9) 0.0095(8) 0.0150(8) C76 0.0433(11) 0.0551(13) 0.0500(11) 0.0301(10) 0.0185(10) 0.0274(10) N77 0.0391(9) 0.0388(9) 0.0407(9) 0.0187(7) 0.0141(7) 0.0199(7) C78 0.0415(10) 0.0324(9) 0.0432(11) 0.0181(8) 0.0182(9) 0.0151(8) O79 0.0619(10) 0.0610(10) 0.0512(9) 0.0225(8) 0.0266(8) 0.0391(9) C80 0.0379(10) 0.0317(9) 0.0349(10) 0.0129(8) 0.0126(8) 0.0097(8) C81 0.0347(9) 0.0293(9) 0.0299(9) 0.0112(7) 0.0096(7) 0.0080(7) C82 0.0335(9) 0.0341(9) 0.0316(9) 0.0145(8) 0.0092(7) 0.0073(7) C83 0.0461(12) 0.0543(13) 0.0339(11) 0.0124(10) 0.0039(9) 0.0160(10) C84 0.0663(16) 0.0618(16) 0.0324(11) 0.0018(11) 0.0040(11) 0.0242(13) C85 0.0588(14) 0.0474(13) 0.0399(12) 0.0061(10) 0.0143(10) 0.0232(11) C86 0.039(2) 0.0432(19) 0.037(3) 0.0172(16) 0.0043(19) 0.0145(16) C87 0.040(2) 0.044(2) 0.038(2) 0.0193(17) 0.0042(16) 0.0153(15) C88 0.0283(9) 0.0301(9) 0.0351(9) 0.0148(8) 0.0041(7) 0.0041(7) C89 0.0258(8) 0.0276(8) 0.0319(9) 0.0105(7) 0.0043(7) 0.0047(7) C167 0.043(2) 0.053(4) 0.038(3) 0.023(3) 0.002(2) 0.007(3) C168 0.036(3) 0.062(4) 0.034(3) 0.020(3) 0.002(2) 0.013(3) O169 0.047(3) 0.042(3) 0.037(2) 0.018(2) 0.014(2) 0.012(2) C170 0.033(4) 0.051(5) 0.035(3) 0.020(3) 0.011(3) 0.023(4) C171 0.041(5) 0.053(5) 0.032(3) 0.019(3) 0.002(3) 0.030(4) C172 0.044(5) 0.052(5) 0.036(3) 0.026(4) 0.004(3) 0.030(3) C173 0.039(9) 0.062(8) 0.034(2) 0.020(4) 0.005(6) 0.020(5) C186 0.030(4) 0.066(6) 0.027(3) 0.025(3) 0.003(3) 0.020(3) C187 0.035(4) 0.061(6) 0.026(3) 0.024(3) 0.009(3) 0.022(3) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.8194(16) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cl2 . C3 . 1.754(3) yes C3 . Cl4 . 1.742(3) yes C3 . Cl5 . 1.792(3) yes C3 . H31 . 1.041 no O6 . C7 . 1.431(3) yes O6 . C38 . 1.376(2) yes C7 . C8 . 1.505(3) yes C7 . H71 . 0.994 no C7 . H72 . 0.985 no C8 . N9 . 1.454(2) yes C8 . H81 . 0.979 no C8 . H82 . 0.978 no N9 . C10 . 1.337(3) yes N9 . H91 . 0.869 no C10 . O11 . 1.227(2) yes C10 . C12 . 1.504(2) yes C12 . C13 . 1.388(2) yes C12 . C45 . 1.383(3) yes C13 . C14 . 1.393(2) yes C13 . H131 . 0.962 no C14 . C15 . 1.507(2) yes C14 . C43 . 1.377(3) yes C15 . O16 . 1.227(2) yes C15 . N17 . 1.337(2) yes N17 . C18 . 1.456(2) yes N17 . H171 . 0.855 no C18 . C19 . 1.517(3) yes C18 . H181 . 0.966 no C18 . H182 . 0.976 no C19 . O20 . 1.431(2) yes C19 . H191 . 0.982 no C19 . H192 . 0.982 no O20 . C21 . 1.382(2) yes C21 . C22 . 1.392(3) yes C21 . C42 . 1.380(3) yes C22 . C23 . 1.383(3) yes C22 . H221 . 0.946 no C23 . C24 . 1.386(3) yes C23 . H231 . 0.958 no C24 . O25 . 1.382(2) yes C24 . C41 . 1.385(3) yes O25 . C26 . 1.436(3) yes C26 . C27 . 1.510(3) yes C26 . H261 . 0.971 no C26 . H262 . 0.986 no C27 . O28 . 1.417(3) yes C27 . H271 . 0.994 no C27 . H272 . 0.978 no O28 . C29 . 1.425(3) yes C29 . C30 . 1.497(3) yes C29 . H291 . 0.985 no C29 . H292 . 1.009 no C30 . O31 . 1.423(3) yes C30 . H301 . 0.993 no C30 . H302 . 0.986 no O31 . C32 . 1.415(3) yes C32 . C33 . 1.492(4) yes C32 . H322 . 1.001 no C32 . H321 . 0.998 no C33 . O34 . 1.430(3) yes C33 . H331 . 0.999 no C33 . H332 . 0.995 no O34 . C35 . 1.379(3) yes C35 . C36 . 1.383(3) yes C35 . C40 . 1.388(3) yes C36 . C37 . 1.389(3) yes C36 . H361 . 0.954 no C37 . C38 . 1.389(3) yes C37 . H371 . 0.937 no C38 . C39 . 1.390(3) yes C39 . C40 . 1.380(3) yes C39 . H391 . 0.963 no C40 . H401 . 0.942 no C41 . C42 . 1.393(3) yes C41 . H411 . 0.953 no C42 . H421 . 0.953 no C43 . N44 . 1.345(2) yes C43 . H431 . 0.943 no N44 . C45 . 1.350(2) yes N44 . C46 . 1.484(2) yes C45 . H451 . 0.934 no C46 . H462 . 0.967 no C46 . H461 . 0.962 no C46 . H463 . 0.964 no O47 . C48 . 1.229(2) yes C48 . N49 . 1.341(2) yes C48 . C82 . 1.498(3) yes N49 . C50 . 1.449(2) yes N49 . H491 . 0.876 no C50 . C51 . 1.506(3) yes C50 . H502 . 0.984 no C50 . H501 . 1.000 no C51 . O52 . 1.429(2) yes C51 . H511 . 0.994 no C51 . H512 . 0.999 no O52 . C53 . 1.376(2) yes C53 . C54 . 1.391(2) yes C53 . C89 . 1.386(2) yes C54 . C55 . 1.381(3) yes C54 . H541 . 0.928 no C55 . C56 . 1.389(3) yes C55 . H551 . 0.942 no C56 . O57 . 1.369(2) yes C56 . C88 . 1.391(3) yes O57 . C58 . 1.415(3) yes C58 . C59 . 1.499(3) yes C58 . H581 . 0.978 no C58 . H582 . 0.993 no C59 . O60 . 1.404(3) yes C59 . H591 . 0.981 no C59 . H592 . 0.969 no O60 . C61 . 1.421(3) yes C61 . C62 . 1.484(4) yes C61 . H611 . 0.975 no C61 . H612 . 0.993 no C62 . O63 . 1.417(3) yes C62 . H621 . 1.000 no C62 . H622 . 1.005 no O63 . C64 . 1.420(3) yes C64 . C65 . 1.489(4) yes C64 . H642 . 0.982 no C64 . H641 . 0.985 no C65 . O66 . 1.416(3) yes C65 . H652 . 1.017 no C65 . H651 . 0.979 no O66 . C67 . 1.493(4) yes C67 . C68 . 1.518(5) yes C67 . H672 . 0.964 no C67 . H671 . 0.983 no C68 . O69 . 1.420(4) yes C68 . H682 . 0.971 no C68 . H681 . 0.979 no O69 . C70 . 1.372(5) yes C70 . C71 . 1.403(5) yes C70 . C87 . 1.385(5) yes C71 . C72 . 1.404(9) yes C71 . H711 . 0.939 no C72 . C73 . 1.418(10) yes C72 . H721 . 0.951 no C73 . O74 . 1.355(7) yes C73 . C86 . 1.369(9) yes O74 . C75 . 1.429(2) yes C75 . C76 . 1.502(3) yes C75 . H751 . 0.994 no C75 . H752 . 0.982 no C76 . N77 . 1.452(3) yes C76 . H761 . 0.977 no C76 . H762 . 0.988 no N77 . C78 . 1.338(3) yes N77 . H771 . 0.877 no C78 . O79 . 1.234(2) yes C78 . C80 . 1.496(3) yes C80 . C81 . 1.395(3) yes C80 . C85 . 1.394(3) yes C81 . C82 . 1.387(3) yes C81 . H811 . 0.935 no C82 . C83 . 1.393(3) yes C83 . C84 . 1.383(3) yes C83 . H831 . 0.959 no C84 . C85 . 1.384(4) yes C84 . H841 . 0.958 no C85 . H851 . 0.947 no C86 . C87 . 1.379(6) yes C86 . H861 . 0.949 no C87 . H871 . 0.957 no C88 . C89 . 1.388(3) yes C88 . H881 . 0.948 no C89 . H891 . 0.966 no C167 . C168 . 1.496(8) yes C167 . H1671 . 0.968 no C167 . H1672 . 0.976 no C168 . O169 . 1.436(7) yes C168 . H1681 . 0.972 no C168 . H1682 . 0.964 no O169 . C170 . 1.421(11) yes C170 . C171 . 1.367(12) yes C170 . C187 . 1.395(12) yes C171 . C172 . 1.34(2) yes C171 . H1711 . 0.938 no C172 . C173 . 1.31(2) yes C172 . H1721 . 0.940 no C173 . C186 . 1.449(19) yes C186 . C187 . 1.415(11) yes C186 . H1861 . 0.936 no C187 . H1871 . 0.951 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag Cl2 . C3 . Cl4 . 109.11(16) yes Cl2 . C3 . Cl5 . 109.76(15) yes Cl4 . C3 . Cl5 . 110.05(16) yes Cl2 . C3 . H31 . 109.4 no Cl4 . C3 . H31 . 110.0 no Cl5 . C3 . H31 . 108.5 no C7 . O6 . C38 . 117.41(15) yes O6 . C7 . C8 . 107.63(17) yes O6 . C7 . H71 . 110.0 no C8 . C7 . H71 . 108.3 no O6 . C7 . H72 . 110.2 no C8 . C7 . H72 . 110.5 no H71 . C7 . H72 . 110.0 no C7 . C8 . N9 . 111.47(16) yes C7 . C8 . H81 . 109.9 no N9 . C8 . H81 . 108.1 no C7 . C8 . H82 . 110.3 no N9 . C8 . H82 . 107.0 no H81 . C8 . H82 . 110.0 no C8 . N9 . C10 . 121.67(16) yes C8 . N9 . H91 . 117.8 no C10 . N9 . H91 . 120.3 no N9 . C10 . O11 . 123.89(18) yes N9 . C10 . C12 . 116.71(16) yes O11 . C10 . C12 . 119.39(18) yes C10 . C12 . C13 . 124.17(17) yes C10 . C12 . C45 . 116.75(16) yes C13 . C12 . C45 . 119.08(16) yes C12 . C13 . C14 . 119.80(17) yes C12 . C13 . H131 . 120.5 no C14 . C13 . H131 . 119.7 no C13 . C14 . C15 . 124.31(16) yes C13 . C14 . C43 . 118.57(16) yes C15 . C14 . C43 . 117.11(16) yes C14 . C15 . O16 . 119.34(17) yes C14 . C15 . N17 . 117.45(15) yes O16 . C15 . N17 . 123.21(17) yes C15 . N17 . C18 . 119.82(15) yes C15 . N17 . H171 . 121.2 no C18 . N17 . H171 . 118.7 no N17 . C18 . C19 . 109.78(15) yes N17 . C18 . H181 . 109.7 no C19 . C18 . H181 . 108.2 no N17 . C18 . H182 . 110.3 no C19 . C18 . H182 . 109.7 no H181 . C18 . H182 . 109.1 no C18 . C19 . O20 . 110.79(16) yes C18 . C19 . H191 . 108.9 no O20 . C19 . H191 . 107.8 no C18 . C19 . H192 . 110.0 no O20 . C19 . H192 . 109.9 no H191 . C19 . H192 . 109.4 no C19 . O20 . C21 . 117.08(15) yes O20 . C21 . C22 . 115.83(17) yes O20 . C21 . C42 . 124.96(17) yes C22 . C21 . C42 . 119.20(18) yes C21 . C22 . C23 . 120.31(19) yes C21 . C22 . H221 . 118.5 no C23 . C22 . H221 . 121.2 no C22 . C23 . C24 . 120.63(18) yes C22 . C23 . H231 . 120.6 no C24 . C23 . H231 . 118.7 no C23 . C24 . O25 . 116.68(18) yes C23 . C24 . C41 . 119.07(19) yes O25 . C24 . C41 . 124.23(19) yes C24 . O25 . C26 . 116.32(16) yes O25 . C26 . C27 . 109.29(17) yes O25 . C26 . H261 . 107.2 no C27 . C26 . H261 . 110.7 no O25 . C26 . H262 . 110.1 no C27 . C26 . H262 . 112.0 no H261 . C26 . H262 . 107.4 no C26 . C27 . O28 . 108.90(17) yes C26 . C27 . H271 . 110.1 no O28 . C27 . H271 . 108.7 no C26 . C27 . H272 . 110.0 no O28 . C27 . H272 . 109.9 no H271 . C27 . H272 . 109.2 no C27 . O28 . C29 . 111.52(16) yes O28 . C29 . C30 . 109.27(18) yes O28 . C29 . H291 . 109.5 no C30 . C29 . H291 . 108.4 no O28 . C29 . H292 . 110.2 no C30 . C29 . H292 . 109.5 no H291 . C29 . H292 . 110.1 no C29 . C30 . O31 . 109.92(19) yes C29 . C30 . H301 . 109.7 no O31 . C30 . H301 . 110.7 no C29 . C30 . H302 . 108.1 no O31 . C30 . H302 . 110.1 no H301 . C30 . H302 . 108.2 no C30 . O31 . C32 . 110.68(17) yes O31 . C32 . C33 . 109.75(18) yes O31 . C32 . H322 . 109.7 no C33 . C32 . H322 . 109.5 no O31 . C32 . H321 . 110.7 no C33 . C32 . H321 . 109.3 no H322 . C32 . H321 . 107.9 no C32 . C33 . O34 . 108.6(2) yes C32 . C33 . H331 . 109.1 no O34 . C33 . H331 . 108.1 no C32 . C33 . H332 . 111.0 no O34 . C33 . H332 . 110.2 no H331 . C33 . H332 . 109.8 no C33 . O34 . C35 . 117.31(17) yes O34 . C35 . C36 . 116.04(18) yes O34 . C35 . C40 . 124.00(19) yes C36 . C35 . C40 . 119.94(19) yes C35 . C36 . C37 . 120.44(18) yes C35 . C36 . H361 . 118.8 no C37 . C36 . H361 . 120.8 no C36 . C37 . C38 . 119.61(18) yes C36 . C37 . H371 . 120.2 no C38 . C37 . H371 . 120.2 no C37 . C38 . O6 . 124.29(18) yes C37 . C38 . C39 . 119.59(19) yes O6 . C38 . C39 . 116.10(17) yes C38 . C39 . C40 . 120.66(18) yes C38 . C39 . H391 . 119.0 no C40 . C39 . H391 . 120.3 no C35 . C40 . C39 . 119.65(19) yes C35 . C40 . H401 . 121.1 no C39 . C40 . H401 . 119.3 no C24 . C41 . C42 . 120.41(19) yes C24 . C41 . H411 . 120.1 no C42 . C41 . H411 . 119.5 no C41 . C42 . C21 . 120.36(18) yes C41 . C42 . H421 . 119.0 no C21 . C42 . H421 . 120.7 no C14 . C43 . N44 . 121.24(16) yes C14 . C43 . H431 . 120.9 no N44 . C43 . H431 . 117.9 no C43 . N44 . C45 . 120.91(16) yes C43 . N44 . C46 . 118.93(16) yes C45 . N44 . C46 . 120.16(16) yes C12 . C45 . N44 . 120.40(17) yes C12 . C45 . H451 . 121.6 no N44 . C45 . H451 . 118.0 no N44 . C46 . H462 . 109.3 no N44 . C46 . H461 . 108.4 no H462 . C46 . H461 . 111.2 no N44 . C46 . H463 . 109.9 no H462 . C46 . H463 . 109.3 no H461 . C46 . H463 . 108.8 no O47 . C48 . N49 . 121.56(18) yes O47 . C48 . C82 . 121.56(18) yes N49 . C48 . C82 . 116.88(16) yes C48 . N49 . C50 . 121.00(16) yes C48 . N49 . H491 . 120.8 no C50 . N49 . H491 . 118.2 no N49 . C50 . C51 . 109.91(16) yes N49 . C50 . H502 . 108.7 no C51 . C50 . H502 . 110.9 no N49 . C50 . H501 . 109.7 no C51 . C50 . H501 . 109.0 no H502 . C50 . H501 . 108.6 no C50 . C51 . O52 . 107.05(15) yes C50 . C51 . H511 . 111.1 no O52 . C51 . H511 . 110.2 no C50 . C51 . H512 . 109.6 no O52 . C51 . H512 . 109.5 no H511 . C51 . H512 . 109.3 no C51 . O52 . C53 . 116.60(14) yes O52 . C53 . C54 . 124.04(16) yes O52 . C53 . C89 . 116.40(16) yes C54 . C53 . C89 . 119.54(17) yes C53 . C54 . C55 . 119.92(17) yes C53 . C54 . H541 . 120.5 no C55 . C54 . H541 . 119.6 no C54 . C55 . C56 . 120.65(17) yes C54 . C55 . H551 . 120.4 no C56 . C55 . H551 . 118.9 no C55 . C56 . O57 . 115.59(17) yes C55 . C56 . C88 . 119.42(18) yes O57 . C56 . C88 . 124.99(17) yes C56 . O57 . C58 . 117.90(16) yes O57 . C58 . C59 . 107.49(17) yes O57 . C58 . H581 . 108.8 no C59 . C58 . H581 . 111.2 no O57 . C58 . H582 . 109.8 no C59 . C58 . H582 . 110.1 no H581 . C58 . H582 . 109.3 no C58 . C59 . O60 . 108.81(17) yes C58 . C59 . H591 . 108.7 no O60 . C59 . H591 . 109.6 no C58 . C59 . H592 . 111.6 no O60 . C59 . H592 . 108.7 no H591 . C59 . H592 . 109.5 no C59 . O60 . C61 . 113.72(18) yes O60 . C61 . C62 . 110.0(2) yes O60 . C61 . H611 . 108.0 no C62 . C61 . H611 . 109.9 no O60 . C61 . H612 . 109.7 no C62 . C61 . H612 . 109.0 no H611 . C61 . H612 . 110.2 no C61 . C62 . O63 . 110.40(19) yes C61 . C62 . H621 . 109.1 no O63 . C62 . H621 . 110.3 no C61 . C62 . H622 . 109.2 no O63 . C62 . H622 . 110.6 no H621 . C62 . H622 . 107.2 no C62 . O63 . C64 . 110.13(19) yes O63 . C64 . C65 . 110.27(19) yes O63 . C64 . H642 . 110.1 no C65 . C64 . H642 . 109.8 no O63 . C64 . H641 . 109.2 no C65 . C64 . H641 . 109.0 no H642 . C64 . H641 . 108.5 no C64 . C65 . O66 . 109.8(2) yes C64 . C65 . H652 . 110.9 no O66 . C65 . H652 . 110.6 no C64 . C65 . H651 . 108.2 no O66 . C65 . H651 . 107.4 no H652 . C65 . H651 . 109.9 no C65 . O66 . C67 . 110.11(19) yes O66 . C67 . C68 . 109.8(2) yes O66 . C67 . H672 . 110.3 no C68 . C67 . H672 . 109.4 no O66 . C67 . H671 . 107.2 no C68 . C67 . H671 . 111.9 no H672 . C67 . H671 . 108.2 no C67 . C68 . O69 . 107.1(2) yes C67 . C68 . H682 . 109.0 no O69 . C68 . H682 . 109.5 no C67 . C68 . H681 . 110.4 no O69 . C68 . H681 . 109.8 no H682 . C68 . H681 . 110.9 no C68 . O69 . C70 . 115.7(3) yes O69 . C70 . C71 . 122.8(3) yes O69 . C70 . C87 . 117.4(3) yes C71 . C70 . C87 . 119.8(3) yes C70 . C71 . C72 . 118.9(3) yes C70 . C71 . H711 . 121.6 no C72 . C71 . H711 . 119.5 no C71 . C72 . C73 . 119.8(3) yes C71 . C72 . H721 . 121.2 no C73 . C72 . H721 . 119.0 no C72 . C73 . O74 . 117.0(2) yes C72 . C73 . C86 . 120.0(3) yes O74 . C73 . C86 . 123.0(3) yes C73 . O74 . C75 . 114.4(2) yes O74 . C75 . C76 . 107.44(17) yes O74 . C75 . H751 . 110.3 no C76 . C75 . H751 . 109.6 no O74 . C75 . H752 . 110.3 no C76 . C75 . H752 . 110.0 no H751 . C75 . H752 . 109.2 no C75 . C76 . N77 . 112.32(17) yes C75 . C76 . H761 . 110.4 no N77 . C76 . H761 . 108.1 no C75 . C76 . H762 . 108.1 no N77 . C76 . H762 . 108.7 no H761 . C76 . H762 . 109.1 no C76 . N77 . C78 . 119.77(17) yes C76 . N77 . H771 . 118.0 no C78 . N77 . H771 . 122.1 no N77 . C78 . O79 . 121.0(2) yes N77 . C78 . C80 . 118.34(17) yes O79 . C78 . C80 . 120.66(19) yes C78 . C80 . C81 . 122.69(17) yes C78 . C80 . C85 . 118.56(18) yes C81 . C80 . C85 . 118.75(19) yes C80 . C81 . C82 . 120.73(18) yes C80 . C81 . H811 . 119.4 no C82 . C81 . H811 . 119.8 no C48 . C82 . C81 . 122.26(17) yes C48 . C82 . C83 . 118.11(18) yes C81 . C82 . C83 . 119.63(19) yes C82 . C83 . C84 . 120.2(2) yes C82 . C83 . H831 . 119.0 no C84 . C83 . H831 . 120.8 no C83 . C84 . C85 . 119.9(2) yes C83 . C84 . H841 . 121.0 no C85 . C84 . H841 . 119.1 no C80 . C85 . C84 . 120.8(2) yes C80 . C85 . H851 . 119.5 no C84 . C85 . H851 . 119.7 no C73 . C86 . C87 . 120.1(3) yes C73 . C86 . H861 . 121.3 no C87 . C86 . H861 . 118.6 no C70 . C87 . C86 . 121.4(3) yes C70 . C87 . H871 . 117.7 no C86 . C87 . H871 . 120.8 no C56 . C88 . C89 . 119.86(17) yes C56 . C88 . H881 . 121.2 no C89 . C88 . H881 . 118.9 no C88 . C89 . C53 . 120.50(17) yes C88 . C89 . H891 . 120.2 no C53 . C89 . H891 . 119.4 no O66 . C167 . C168 . 107.9(3) yes O66 . C167 . H1671 . 106.9 no C168 . C167 . H1671 . 108.7 no O66 . C167 . H1672 . 113.5 no C168 . C167 . H1672 . 110.6 no H1671 . C167 . H1672 . 109.0 no C167 . C168 . O169 . 107.1(4) yes C167 . C168 . H1681 . 110.3 no O169 . C168 . H1681 . 111.1 no C167 . C168 . H1682 . 109.3 no O169 . C168 . H1682 . 110.6 no H1681 . C168 . H1682 . 108.3 no C168 . O169 . C170 . 113.8(4) yes O169 . C170 . C171 . 118.0(4) yes O169 . C170 . C187 . 122.3(4) yes C171 . C170 . C187 . 119.7(5) yes C170 . C171 . C172 . 121.9(4) yes C170 . C171 . H1711 . 118.3 no C172 . C171 . H1711 . 119.8 no C171 . C172 . C173 . 122.2(4) yes C171 . C172 . H1721 . 119.1 no C173 . C172 . H1721 . 118.6 no O74 . C173 . C172 . 115.8(4) yes O74 . C173 . C186 . 124.3(4) yes C172 . C173 . C186 . 119.9(4) yes C173 . C186 . C187 . 117.9(4) yes C173 . C186 . H1861 . 121.0 no C187 . C186 . H1861 . 121.1 no C186 . C187 . C170 . 118.4(4) yes C186 . C187 . H1871 . 120.9 no C170 . C187 . H1871 . 120.8 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C3 . H31 . C168 2_555 127 1.04 2.25 2.989(5) yes C27 . H272 . O47 . 154 0.98 2.50 3.405(5) yes C40 . H401 . O28 2_656 144 0.94 2.53 3.341(5) yes C46 . H462 . O63 . 149 0.97 2.42 3.287(5) yes C46 . H461 . O79 2_566 158 0.96 2.32 3.237(5) yes C62 . H621 . O47 1_554 140 1.00 2.52 3.347(5) yes C64 . H642 . O6 2_555 136 0.98 2.51 3.292(5) yes C89 . H891 . O16 2_666 125 0.97 2.53 3.186(5) yes C168 . H1682 . C3 2_555 137 0.96 2.21 2.989(5) yes C72 . H1721 . O74 2_566 159 1.04 2.58 3.572(5) yes C172 . H1721 . O74 2_566 164 0.94 2.58 3.491(5) yes C87 . H1871 . C168 . 120 0.99 2.42 3.045(5) yes #===END #============================================================================== data_5PF6 _database_code_depnum_ccdc_archive 'CCDC 803451' #TrackingRef '- CrystallographicData.cif' #============================================================================== _audit_creation_date 10-11-23 _audit_creation_method CRYSTALS_ver_14.07 _oxford_structure_analysis_title 048CJS10 _chemical_name_systematic . _chemical_melting_point . _refine_special_details ; All hydrogen atoms were visible in the difference map and their positions and displacement parameters were refined using restraints prior to inclusion into the model using riding constraints. ; _cell_length_a 9.74820(10) _cell_length_b 14.2731(2) _cell_length_c 23.7801(3) _cell_angle_alpha 74.5452(5) _cell_angle_beta 78.3493(5) _cell_angle_gamma 85.1917(5) _cell_volume 3121.77(7) _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C57 F14 N7 O10 P1 # Dc = 1.32 Fooo = 1344.00 Mu = 1.44 M = 1239.61 # Found Formula = C60 H72 F6 N5 O17 P1 # Dc = 1.36 FOOO = 1344.00 Mu = 1.35 M = 1280.22 _chemical_formula_sum 'C60 H72 F6 N5 O17 P1' _chemical_formula_moiety 'C30 H36 N3 O8, C30 H34 N2 O8, F6 P, H2 O' _chemical_compound_source ? _chemical_formula_weight 1280.22 _cell_measurement_reflns_used 13080 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_min 0.200 _exptl_crystal_size_mid 0.260 _exptl_crystal_size_max 0.310 _exptl_crystal_density_diffrn 1.362 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 0.135 # Sheldrick geometric approximatio 0.97 0.97 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.93 _exptl_absorpt_correction_T_max 0.97 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 52283 _reflns_number_total 14264 _diffrn_reflns_av_R_equivalents 0.030 # Number of reflections without Friedels Law is 24582 # Number of reflections with Friedels Law is 14264 # Theoretical number of reflections is about 14417 _diffrn_reflns_theta_min 5.112 _diffrn_reflns_theta_max 27.551 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.000 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _reflns_limit_h_min -12 _reflns_limit_h_max 12 _reflns_limit_k_min -17 _reflns_limit_k_max 18 _reflns_limit_l_min 0 _reflns_limit_l_max 30 _oxford_diffrn_Wilson_B_factor 2.74 _oxford_diffrn_Wilson_scale 6.92 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.42 _refine_diff_density_max 0.51 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 14263 _refine_ls_number_restraints 0 _refine_ls_number_parameters 802 _oxford_refine_ls_R_factor_ref 0.0785 _refine_ls_wR_factor_ref 0.1321 _refine_ls_goodness_of_fit_ref 0.9462 _refine_ls_shift/su_max 0.0003573 _refine_ls_shift/su_mean 0.0000269 # The values computed from all data _oxford_reflns_number_all 14263 _refine_ls_R_factor_all 0.0785 _refine_ls_wR_factor_all 0.1321 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 10210 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_gt 0.1095 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 17.5 25.6 12.4 3.11 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst. 40, 786-790. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens P1 P 0.31581(6) -0.00348(4) 0.27059(3) 0.0359 1.0000 Uani . . . . . . . F2 F 0.45005(17) 0.04092(15) 0.28124(9) 0.0675 1.0000 Uani . . . . . . . F3 F 0.22087(17) 0.03448(12) 0.32435(7) 0.0559 1.0000 Uani . . . . . . . F4 F 0.41047(17) -0.03868(11) 0.21662(7) 0.0506 1.0000 Uani . . . . . . . F5 F 0.28655(15) 0.09831(10) 0.22568(7) 0.0487 1.0000 Uani . . . . . . . F6 F 0.18086(18) -0.04511(13) 0.25963(9) 0.0650 1.0000 Uani . . . . . . . F7 F 0.3445(2) -0.10443(14) 0.31529(8) 0.0813 1.0000 Uani . . . . . . . O8 O 0.61884(16) 0.55408(11) 0.25318(7) 0.0337 1.0000 Uani . . . . . . . C9 C 0.6685(2) 0.60616(14) 0.20381(9) 0.0274 1.0000 Uani . . . . . . . N10 N 0.61377(18) 0.69383(13) 0.18112(8) 0.0306 1.0000 Uani . . . . . . . C11 C 0.4996(2) 0.73997(15) 0.21478(10) 0.0314 1.0000 Uani . . . . . . . C12 C 0.3711(2) 0.75954(17) 0.18637(11) 0.0370 1.0000 Uani . . . . . . . O13 O 0.30823(17) 0.67253(13) 0.18664(7) 0.0409 1.0000 Uani . . . . . . . C14 C 0.2299(2) 0.62157(17) 0.23903(10) 0.0344 1.0000 Uani . . . . . . . C15 C 0.1952(2) 0.65114(17) 0.29112(11) 0.0367 1.0000 Uani . . . . . . . C16 C 0.1101(2) 0.59442(16) 0.34083(10) 0.0345 1.0000 Uani . . . . . . . C17 C 0.0582(2) 0.50899(16) 0.33796(10) 0.0327 1.0000 Uani . . . . . . . O18 O -0.02646(17) 0.44716(11) 0.38424(7) 0.0364 1.0000 Uani . . . . . . . C19 C -0.0674(2) 0.47771(17) 0.43807(10) 0.0363 1.0000 Uani . . . . . . . C20 C -0.1550(2) 0.40033(17) 0.48307(11) 0.0380 1.0000 Uani . . . . . . . O21 O -0.06703(17) 0.32036(12) 0.50511(7) 0.0405 1.0000 Uani . . . . . . . C22 C -0.1450(3) 0.24441(19) 0.54772(11) 0.0432 1.0000 Uani . . . . . . . C23 C -0.0458(3) 0.1687(2) 0.57549(11) 0.0489 1.0000 Uani . . . . . . . O24 O 0.02999(18) 0.12494(14) 0.53087(8) 0.0484 1.0000 Uani . . . . . . . C25 C 0.1257(3) 0.0498(2) 0.55293(12) 0.0533 1.0000 Uani . . . . . . . C26 C 0.2434(3) 0.04164(18) 0.50238(12) 0.0450 1.0000 Uani . . . . . . . O27 O 0.32504(18) 0.12589(13) 0.48976(8) 0.0446 1.0000 Uani . . . . . . . C28 C 0.4492(2) 0.12962(16) 0.44974(10) 0.0348 1.0000 Uani . . . . . . . C29 C 0.4845(2) 0.07154(17) 0.41055(10) 0.0353 1.0000 Uani . . . . . . . C30 C 0.6113(2) 0.08345(16) 0.37032(9) 0.0315 1.0000 Uani . . . . . . . C31 C 0.7019(2) 0.15381(15) 0.36899(9) 0.0288 1.0000 Uani . . . . . . . O32 O 0.82857(15) 0.17140(11) 0.33071(7) 0.0317 1.0000 Uani . . . . . . . C33 C 0.8584(2) 0.12294(15) 0.28406(9) 0.0305 1.0000 Uani . . . . . . . C34 C 0.9791(2) 0.17355(16) 0.23904(10) 0.0317 1.0000 Uani . . . . . . . N35 N 0.93680(18) 0.27264(13) 0.21082(8) 0.0313 1.0000 Uani . . . . . . . C36 C 1.0295(2) 0.34169(15) 0.18429(9) 0.0279 1.0000 Uani . . . . . . . O37 O 1.15758(15) 0.32527(12) 0.17913(8) 0.0385 1.0000 Uani . . . . . . . C38 C 0.9718(2) 0.44169(15) 0.16018(9) 0.0279 1.0000 Uani . . . . . . . C39 C 0.8461(2) 0.47677(15) 0.18821(9) 0.0271 1.0000 Uani . . . . . . . C40 C 0.7983(2) 0.57223(15) 0.16735(9) 0.0281 1.0000 Uani . . . . . . . C41 C 0.8764(3) 0.63165(16) 0.11685(10) 0.0371 1.0000 Uani . . . . . . . C42 C 1.0017(3) 0.59648(18) 0.08889(11) 0.0420 1.0000 Uani . . . . . . . C43 C 1.0513(2) 0.50293(17) 0.11062(10) 0.0358 1.0000 Uani . . . . . . . C44 C 0.6665(2) 0.21212(16) 0.40871(10) 0.0331 1.0000 Uani . . . . . . . C45 C 0.5415(2) 0.19975(17) 0.44890(10) 0.0351 1.0000 Uani . . . . . . . C46 C 0.0937(2) 0.47885(16) 0.28558(10) 0.0349 1.0000 Uani . . . . . . . C47 C 0.1796(2) 0.53458(17) 0.23699(10) 0.0352 1.0000 Uani . . . . . . . O48 O 0.63757(14) 0.28756(11) 0.23214(7) 0.0326 1.0000 Uani . . . . . . . C49 C 0.5095(2) 0.29377(14) 0.23481(9) 0.0242 1.0000 Uani . . . . . . . N50 N 0.44682(17) 0.28608(12) 0.19176(7) 0.0266 1.0000 Uani . . . . . . . C51 C 0.5274(2) 0.26797(17) 0.13691(9) 0.0337 1.0000 Uani . . . . . . . C52 C 0.6047(2) 0.35699(18) 0.09758(10) 0.0385 1.0000 Uani . . . . . . . O53 O 0.50601(18) 0.43551(13) 0.09163(8) 0.0448 1.0000 Uani . . . . . . . C54 C 0.5522(3) 0.52571(18) 0.05968(10) 0.0387 1.0000 Uani . . . . . . . C55 C 0.4590(3) 0.6024(2) 0.06502(12) 0.0453 1.0000 Uani . . . . . . . C56 C 0.4931(3) 0.6957(2) 0.03319(12) 0.0451 1.0000 Uani . . . . . . . C57 C 0.6229(3) 0.71296(18) -0.00462(10) 0.0374 1.0000 Uani . . . . . . . O58 O 0.64522(18) 0.80880(13) -0.03422(8) 0.0427 1.0000 Uani . . . . . . . C59 C 0.7672(3) 0.83039(18) -0.07964(11) 0.0410 1.0000 Uani . . . . . . . C60 C 0.7701(3) 0.93894(18) -0.10061(11) 0.0421 1.0000 Uani . . . . . . . O61 O 0.80440(18) 0.97309(11) -0.05408(7) 0.0368 1.0000 Uani . . . . . . . C62 C 0.7855(3) 1.07497(16) -0.06414(11) 0.0392 1.0000 Uani . . . . . . . C63 C 0.8588(3) 1.10919(17) -0.02412(10) 0.0390 1.0000 Uani . . . . . . . O64 O 0.79684(17) 1.06770(11) 0.03615(7) 0.0361 1.0000 Uani . . . . . . . C65 C 0.8503(3) 1.10749(16) 0.07561(11) 0.0371 1.0000 Uani . . . . . . . C66 C 0.7990(3) 1.05001(16) 0.13801(11) 0.0373 1.0000 Uani . . . . . . . O67 O 0.87754(17) 0.95969(11) 0.14694(7) 0.0391 1.0000 Uani . . . . . . . C68 C 0.8369(2) 0.89170(16) 0.20028(10) 0.0324 1.0000 Uani . . . . . . . C69 C 0.7353(2) 0.90903(16) 0.24643(10) 0.0340 1.0000 Uani . . . . . . . C70 C 0.6957(2) 0.83335(17) 0.29713(10) 0.0350 1.0000 Uani . . . . . . . C71 C 0.7574(2) 0.74180(16) 0.30075(10) 0.0309 1.0000 Uani . . . . . . . O72 O 0.71713(16) 0.66102(11) 0.34667(7) 0.0357 1.0000 Uani . . . . . . . C73 C 0.5876(2) 0.67061(17) 0.38554(10) 0.0361 1.0000 Uani . . . . . . . C74 C 0.5432(2) 0.57004(16) 0.42038(10) 0.0332 1.0000 Uani . . . . . . . N75 N 0.49996(19) 0.51432(13) 0.38367(8) 0.0300 1.0000 Uani . . . . . . . C76 C 0.4064(2) 0.44512(15) 0.40918(9) 0.0271 1.0000 Uani . . . . . . . O77 O 0.34932(17) 0.42803(12) 0.46185(7) 0.0383 1.0000 Uani . . . . . . . C78 C 0.3715(2) 0.38380(14) 0.37166(8) 0.0243 1.0000 Uani . . . . . . . C79 C 0.4558(2) 0.37265(14) 0.31924(9) 0.0248 1.0000 Uani . . . . . . . C80 C 0.41546(19) 0.30977(14) 0.28995(8) 0.0230 1.0000 Uani . . . . . . . C81 C 0.2940(2) 0.25977(14) 0.31370(9) 0.0247 1.0000 Uani . . . . . . . N82 N 0.21447(16) 0.27081(12) 0.36528(7) 0.0243 1.0000 Uani . . . . . . . C83 C 0.2517(2) 0.33021(14) 0.39451(9) 0.0249 1.0000 Uani . . . . . . . C84 C 0.0822(2) 0.21803(16) 0.38859(10) 0.0323 1.0000 Uani . . . . . . . C85 C 0.8644(2) 0.72556(16) 0.25536(10) 0.0322 1.0000 Uani . . . . . . . C86 C 0.9042(2) 0.80025(16) 0.20567(10) 0.0336 1.0000 Uani . . . . . . . C87 C 0.7173(3) 0.63714(19) -0.00961(11) 0.0431 1.0000 Uani . . . . . . . C88 C 0.6823(3) 0.54275(19) 0.02291(11) 0.0431 1.0000 Uani . . . . . . . O89 O 0.7055(3) 0.85608(13) 0.07527(8) 0.0609 1.0000 Uani . . . . . . . H112 H 0.5282 0.8015 0.2188 0.0378 1.0000 Uiso R . . . . . . H111 H 0.4764 0.6970 0.2558 0.0391 1.0000 Uiso R . . . . . . H122 H 0.3039 0.8002 0.2052 0.0467 1.0000 Uiso R . . . . . . H121 H 0.3981 0.7938 0.1445 0.0444 1.0000 Uiso R . . . . . . H151 H 0.2286 0.7081 0.2946 0.0447 1.0000 Uiso R . . . . . . H161 H 0.0856 0.6153 0.3757 0.0423 1.0000 Uiso R . . . . . . H191 H 0.0179 0.4857 0.4529 0.0412 1.0000 Uiso R . . . . . . H192 H -0.1202 0.5405 0.4305 0.0422 1.0000 Uiso R . . . . . . H201 H -0.2033 0.4283 0.5146 0.0459 1.0000 Uiso R . . . . . . H202 H -0.2253 0.3794 0.4649 0.0471 1.0000 Uiso R . . . . . . H221 H -0.2040 0.2713 0.5783 0.0521 1.0000 Uiso R . . . . . . H222 H -0.2053 0.2153 0.5288 0.0521 1.0000 Uiso R . . . . . . H231 H 0.0206 0.1987 0.5898 0.0578 1.0000 Uiso R . . . . . . H232 H -0.0959 0.1188 0.6083 0.0597 1.0000 Uiso R . . . . . . H252 H 0.1643 0.0657 0.5840 0.0659 1.0000 Uiso R . . . . . . H251 H 0.0799 -0.0123 0.5675 0.0655 1.0000 Uiso R . . . . . . H262 H 0.2998 -0.0186 0.5152 0.0560 1.0000 Uiso R . . . . . . H261 H 0.2066 0.0423 0.4675 0.0554 1.0000 Uiso R . . . . . . H291 H 0.4236 0.0252 0.4115 0.0442 1.0000 Uiso R . . . . . . H301 H 0.6334 0.0474 0.3430 0.0380 1.0000 Uiso R . . . . . . H332 H 0.8877 0.0552 0.2989 0.0358 1.0000 Uiso R . . . . . . H331 H 0.7762 0.1253 0.2659 0.0356 1.0000 Uiso R . . . . . . H341 H 1.0574 0.1762 0.2583 0.0404 1.0000 Uiso R . . . . . . H342 H 1.0107 0.1364 0.2085 0.0399 1.0000 Uiso R . . . . . . H391 H 0.7917 0.4366 0.2234 0.0318 1.0000 Uiso R . . . . . . H411 H 0.8494 0.6960 0.1015 0.0472 1.0000 Uiso R . . . . . . H421 H 1.0545 0.6373 0.0548 0.0493 1.0000 Uiso R . . . . . . H431 H 1.1358 0.4793 0.0914 0.0444 1.0000 Uiso R . . . . . . H441 H 0.7269 0.2608 0.4075 0.0415 1.0000 Uiso R . . . . . . H451 H 0.5152 0.2383 0.4753 0.0441 1.0000 Uiso R . . . . . . H461 H 0.0588 0.4209 0.2828 0.0424 1.0000 Uiso R . . . . . . H471 H 0.2013 0.5126 0.2028 0.0419 1.0000 Uiso R . . . . . . H512 H 0.5927 0.2127 0.1475 0.0445 1.0000 Uiso R . . . . . . H511 H 0.4609 0.2480 0.1163 0.0427 1.0000 Uiso R . . . . . . H521 H 0.6773 0.3793 0.1134 0.0423 1.0000 Uiso R . . . . . . H522 H 0.6462 0.3436 0.0591 0.0473 1.0000 Uiso R . . . . . . H551 H 0.3684 0.5919 0.0918 0.0551 1.0000 Uiso R . . . . . . H561 H 0.4314 0.7505 0.0366 0.0555 1.0000 Uiso R . . . . . . H592 H 0.8539 0.8042 -0.0638 0.0498 1.0000 Uiso R . . . . . . H591 H 0.7602 0.8022 -0.1116 0.0500 1.0000 Uiso R . . . . . . H601 H 0.8424 0.9586 -0.1366 0.0497 1.0000 Uiso R . . . . . . H602 H 0.6796 0.9670 -0.1085 0.0510 1.0000 Uiso R . . . . . . H622 H 0.8249 1.1098 -0.1066 0.0490 1.0000 Uiso R . . . . . . H621 H 0.6818 1.0886 -0.0543 0.0489 1.0000 Uiso R . . . . . . H631 H 0.8447 1.1807 -0.0320 0.0461 1.0000 Uiso R . . . . . . H632 H 0.9569 1.0912 -0.0299 0.0459 1.0000 Uiso R . . . . . . H651 H 0.8152 1.1749 0.0717 0.0440 1.0000 Uiso R . . . . . . H652 H 0.9525 1.1054 0.0673 0.0437 1.0000 Uiso R . . . . . . H661 H 0.8163 1.0865 0.1652 0.0472 1.0000 Uiso R . . . . . . H662 H 0.6978 1.0371 0.1452 0.0464 1.0000 Uiso R . . . . . . H691 H 0.6891 0.9703 0.2439 0.0427 1.0000 Uiso R . . . . . . H701 H 0.6229 0.8479 0.3272 0.0421 1.0000 Uiso R . . . . . . H731 H 0.5994 0.7068 0.4132 0.0439 1.0000 Uiso R . . . . . . H732 H 0.5181 0.6998 0.3630 0.0455 1.0000 Uiso R . . . . . . H742 H 0.6230 0.5357 0.4385 0.0435 1.0000 Uiso R . . . . . . H741 H 0.4658 0.5760 0.4522 0.0424 1.0000 Uiso R . . . . . . H791 H 0.5422 0.4072 0.3021 0.0293 1.0000 Uiso R . . . . . . H811 H 0.2621 0.2182 0.2959 0.0306 1.0000 Uiso R . . . . . . H831 H 0.1944 0.3338 0.4296 0.0295 1.0000 Uiso R . . . . . . H843 H 0.0601 0.2071 0.4305 0.0516 1.0000 Uiso R . . . . . . H842 H 0.0960 0.1565 0.3779 0.0515 1.0000 Uiso R . . . . . . H841 H 0.0092 0.2558 0.3692 0.0504 1.0000 Uiso R . . . . . . H851 H 0.9065 0.6621 0.2586 0.0398 1.0000 Uiso R . . . . . . H861 H 0.9758 0.7898 0.1743 0.0416 1.0000 Uiso R . . . . . . H871 H 0.8049 0.6484 -0.0352 0.0529 1.0000 Uiso R . . . . . . H881 H 0.7553 0.4917 0.0201 0.0547 1.0000 Uiso R . . . . . . H751 H 0.5320 0.5281 0.3461 0.0365 1.0000 Uiso R . . . . . . H101 H 0.6488 0.7256 0.1470 0.0409 1.0000 Uiso R . . . . . . H351 H 0.8474 0.2871 0.2128 0.0359 1.0000 Uiso R . . . . . . H892 H 0.7511 0.9016 0.0781 0.0924 1.0000 Uiso R . . . . . . H891 H 0.6972 0.8748 0.0407 0.0930 1.0000 Uiso R . . . . . . H501 H 0.3547 0.2991 0.1929 0.0381 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0357(3) 0.0300(3) 0.0443(3) -0.0143(2) -0.0101(2) 0.0088(2) F2 0.0396(8) 0.1057(15) 0.0785(12) -0.0545(11) -0.0218(8) 0.0058(9) F3 0.0554(9) 0.0549(9) 0.0553(9) -0.0250(8) 0.0052(7) 0.0086(7) F4 0.0569(9) 0.0443(8) 0.0543(9) -0.0247(7) -0.0088(7) 0.0140(7) F5 0.0398(8) 0.0349(7) 0.0635(10) -0.0051(7) -0.0053(7) 0.0080(6) F6 0.0526(10) 0.0567(10) 0.0919(14) -0.0271(10) -0.0099(9) -0.0185(8) F7 0.0994(15) 0.0586(11) 0.0612(11) 0.0061(9) -0.0047(10) 0.0408(11) O8 0.0365(8) 0.0264(7) 0.0310(8) -0.0024(6) 0.0017(6) 0.0025(6) C9 0.0285(10) 0.0239(9) 0.0300(10) -0.0062(8) -0.0067(8) -0.0018(8) N10 0.0308(9) 0.0283(9) 0.0300(9) -0.0028(7) -0.0060(7) 0.0004(7) C11 0.0339(11) 0.0240(10) 0.0370(11) -0.0077(8) -0.0101(9) 0.0033(8) C12 0.0353(12) 0.0358(12) 0.0390(12) -0.0052(10) -0.0123(10) 0.0032(9) O13 0.0373(9) 0.0523(10) 0.0370(9) -0.0152(8) -0.0074(7) -0.0095(7) C14 0.0295(10) 0.0408(12) 0.0355(11) -0.0115(9) -0.0108(9) 0.0008(9) C15 0.0344(11) 0.0397(12) 0.0417(12) -0.0182(10) -0.0098(10) -0.0012(9) C16 0.0362(11) 0.0364(11) 0.0361(11) -0.0152(9) -0.0125(9) 0.0037(9) C17 0.0324(11) 0.0338(11) 0.0339(11) -0.0090(9) -0.0135(9) 0.0055(9) O18 0.0452(9) 0.0329(8) 0.0334(8) -0.0099(6) -0.0114(7) -0.0005(7) C19 0.0370(12) 0.0358(12) 0.0392(12) -0.0162(10) -0.0072(10) 0.0032(9) C20 0.0323(11) 0.0390(12) 0.0437(13) -0.0149(10) -0.0064(10) 0.0055(9) O21 0.0320(8) 0.0450(9) 0.0378(9) -0.0044(7) -0.0015(7) 0.0032(7) C22 0.0351(12) 0.0466(14) 0.0398(13) -0.0075(11) 0.0051(10) 0.0035(10) C23 0.0466(14) 0.0547(16) 0.0333(12) -0.0003(11) 0.0024(11) 0.0060(12) O24 0.0378(9) 0.0587(11) 0.0350(9) 0.0001(8) 0.0010(7) 0.0173(8) C25 0.0384(13) 0.0557(16) 0.0443(14) 0.0117(12) 0.0035(11) 0.0104(12) C26 0.0334(12) 0.0394(13) 0.0468(14) 0.0071(11) -0.0002(10) 0.0081(10) O27 0.0361(9) 0.0436(9) 0.0428(9) -0.0040(8) 0.0063(7) 0.0053(7) C28 0.0305(11) 0.0356(11) 0.0300(11) 0.0017(9) -0.0033(9) 0.0073(9) C29 0.0308(11) 0.0360(11) 0.0361(12) -0.0044(9) -0.0064(9) -0.0008(9) C30 0.0319(11) 0.0336(11) 0.0281(10) -0.0068(8) -0.0057(8) 0.0002(8) C31 0.0278(10) 0.0309(10) 0.0258(10) -0.0040(8) -0.0068(8) 0.0027(8) O32 0.0269(7) 0.0392(8) 0.0311(8) -0.0128(6) -0.0044(6) -0.0027(6) C33 0.0304(10) 0.0289(10) 0.0323(11) -0.0091(8) -0.0064(8) 0.0036(8) C34 0.0257(10) 0.0335(11) 0.0339(11) -0.0074(9) -0.0046(8) 0.0049(8) N35 0.0195(8) 0.0327(9) 0.0379(10) -0.0040(8) -0.0051(7) 0.0030(7) C36 0.0201(9) 0.0355(11) 0.0297(10) -0.0126(8) -0.0025(8) 0.0000(8) O37 0.0210(7) 0.0429(9) 0.0521(10) -0.0153(8) -0.0044(7) 0.0005(6) C38 0.0255(9) 0.0323(10) 0.0273(10) -0.0094(8) -0.0048(8) -0.0029(8) C39 0.0250(9) 0.0303(10) 0.0253(9) -0.0052(8) -0.0045(8) -0.0039(8) C40 0.0291(10) 0.0283(10) 0.0261(10) -0.0058(8) -0.0038(8) -0.0029(8) C41 0.0445(13) 0.0285(11) 0.0325(11) -0.0016(9) -0.0012(10) -0.0037(9) C42 0.0477(14) 0.0369(12) 0.0318(12) -0.0018(9) 0.0080(10) -0.0084(10) C43 0.0328(11) 0.0406(12) 0.0326(11) -0.0122(9) 0.0032(9) -0.0061(9) C44 0.0338(11) 0.0335(11) 0.0331(11) -0.0083(9) -0.0105(9) 0.0018(9) C45 0.0380(12) 0.0360(11) 0.0301(11) -0.0099(9) -0.0064(9) 0.0107(9) C46 0.0401(12) 0.0320(11) 0.0382(12) -0.0122(9) -0.0179(10) 0.0034(9) C47 0.0356(11) 0.0415(12) 0.0357(11) -0.0174(10) -0.0154(9) 0.0054(9) O48 0.0198(7) 0.0434(9) 0.0347(8) -0.0113(7) -0.0047(6) 0.0008(6) C49 0.0227(9) 0.0223(9) 0.0264(9) -0.0044(7) -0.0048(7) -0.0001(7) N50 0.0228(8) 0.0322(9) 0.0266(8) -0.0106(7) -0.0040(6) -0.0018(7) C51 0.0338(11) 0.0416(12) 0.0272(10) -0.0138(9) -0.0009(8) -0.0039(9) C52 0.0373(12) 0.0458(13) 0.0290(11) -0.0094(10) 0.0003(9) 0.0020(10) O53 0.0368(9) 0.0461(10) 0.0441(10) -0.0034(8) -0.0004(7) -0.0043(7) C54 0.0381(12) 0.0449(13) 0.0306(11) -0.0059(10) -0.0032(9) -0.0076(10) C55 0.0387(13) 0.0506(15) 0.0434(14) -0.0133(11) 0.0034(11) -0.0058(11) C56 0.0398(13) 0.0457(14) 0.0496(15) -0.0181(12) 0.0012(11) -0.0044(11) C57 0.0413(12) 0.0425(13) 0.0314(11) -0.0132(10) -0.0046(9) -0.0110(10) O58 0.0431(9) 0.0425(9) 0.0407(9) -0.0116(7) 0.0008(7) -0.0088(7) C59 0.0429(13) 0.0454(14) 0.0362(12) -0.0135(10) -0.0023(10) -0.0119(11) C60 0.0503(14) 0.0461(14) 0.0309(12) -0.0073(10) -0.0108(10) -0.0086(11) O61 0.0470(9) 0.0312(8) 0.0326(8) -0.0047(6) -0.0127(7) -0.0010(7) C62 0.0501(14) 0.0293(11) 0.0349(12) 0.0004(9) -0.0128(10) 0.0009(10) C63 0.0468(13) 0.0289(11) 0.0375(12) -0.0003(9) -0.0084(10) -0.0047(9) O64 0.0394(8) 0.0344(8) 0.0337(8) -0.0055(7) -0.0073(7) -0.0069(7) C65 0.0439(13) 0.0274(10) 0.0434(13) -0.0100(9) -0.0148(10) -0.0005(9) C66 0.0447(13) 0.0287(11) 0.0403(12) -0.0113(9) -0.0112(10) 0.0038(9) O67 0.0413(9) 0.0322(8) 0.0359(8) -0.0011(7) -0.0016(7) 0.0048(7) C68 0.0295(10) 0.0327(11) 0.0330(11) -0.0049(9) -0.0053(8) -0.0029(8) C69 0.0331(11) 0.0308(11) 0.0398(12) -0.0114(9) -0.0073(9) -0.0012(9) C70 0.0336(11) 0.0377(12) 0.0359(12) -0.0154(9) -0.0020(9) -0.0046(9) C71 0.0284(10) 0.0333(11) 0.0315(11) -0.0067(9) -0.0064(8) -0.0076(8) O72 0.0332(8) 0.0343(8) 0.0349(8) -0.0044(7) 0.0004(6) -0.0056(6) C73 0.0355(11) 0.0368(12) 0.0358(12) -0.0123(9) 0.0008(9) -0.0081(9) C74 0.0368(11) 0.0367(11) 0.0283(10) -0.0107(9) -0.0051(9) -0.0084(9) N75 0.0328(9) 0.0332(9) 0.0253(8) -0.0103(7) -0.0021(7) -0.0065(7) C76 0.0261(9) 0.0302(10) 0.0264(10) -0.0094(8) -0.0052(8) -0.0010(8) O77 0.0438(9) 0.0456(9) 0.0270(8) -0.0133(7) 0.0008(7) -0.0141(7) C78 0.0232(9) 0.0253(9) 0.0238(9) -0.0042(7) -0.0069(7) 0.0013(7) C79 0.0224(9) 0.0267(9) 0.0249(9) -0.0051(7) -0.0057(7) -0.0004(7) C80 0.0217(9) 0.0237(9) 0.0225(9) -0.0034(7) -0.0060(7) 0.0022(7) C81 0.0232(9) 0.0269(9) 0.0247(9) -0.0072(8) -0.0056(7) 0.0000(7) N82 0.0207(8) 0.0259(8) 0.0255(8) -0.0048(6) -0.0043(6) -0.0014(6) C83 0.0239(9) 0.0259(9) 0.0240(9) -0.0050(7) -0.0057(7) 0.0026(7) C84 0.0256(10) 0.0358(11) 0.0345(11) -0.0101(9) 0.0010(8) -0.0082(8) C85 0.0275(10) 0.0331(11) 0.0346(11) -0.0064(9) -0.0062(8) 0.0011(8) C86 0.0302(10) 0.0326(11) 0.0347(11) -0.0049(9) -0.0042(9) 0.0011(8) C87 0.0426(13) 0.0482(14) 0.0355(12) -0.0100(11) 0.0025(10) -0.0102(11) C88 0.0427(13) 0.0448(14) 0.0382(13) -0.0093(11) 0.0002(10) -0.0046(11) O89 0.1119(18) 0.0362(10) 0.0332(9) 0.0004(7) -0.0144(10) -0.0231(11) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.3919(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag P1 . F2 . 1.5928(17) yes P1 . F3 . 1.6098(16) yes P1 . F4 . 1.5933(15) yes P1 . F5 . 1.5998(15) yes P1 . F6 . 1.5823(17) yes P1 . F7 . 1.5876(17) yes O8 . C9 . 1.237(2) yes C9 . N10 . 1.337(3) yes C9 . C40 . 1.505(3) yes N10 . C11 . 1.453(3) yes N10 . H101 . 0.836 no C11 . C12 . 1.512(3) yes C11 . H112 . 0.977 no C11 . H111 . 0.997 no C12 . O13 . 1.428(3) yes C12 . H122 . 0.961 no C12 . H121 . 0.978 no O13 . C14 . 1.375(3) yes C14 . C15 . 1.383(3) yes C14 . C47 . 1.389(3) yes C15 . C16 . 1.396(3) yes C15 . H151 . 0.930 no C16 . C17 . 1.382(3) yes C16 . H161 . 0.935 no C17 . O18 . 1.382(3) yes C17 . C46 . 1.394(3) yes O18 . C19 . 1.432(3) yes C19 . C20 . 1.501(3) yes C19 . H191 . 0.992 no C19 . H192 . 0.988 no C20 . O21 . 1.418(3) yes C20 . H201 . 0.964 no C20 . H202 . 0.984 no O21 . C22 . 1.422(3) yes C22 . C23 . 1.497(3) yes C22 . H221 . 0.975 no C22 . H222 . 0.984 no C23 . O24 . 1.422(3) yes C23 . H231 . 0.965 no C23 . H232 . 0.981 no O24 . C25 . 1.423(3) yes C25 . C26 . 1.507(3) yes C25 . H252 . 0.978 no C25 . H251 . 0.972 no C26 . O27 . 1.429(3) yes C26 . H262 . 0.992 no C26 . H261 . 0.966 no O27 . C28 . 1.376(3) yes C28 . C29 . 1.381(3) yes C28 . C45 . 1.394(3) yes C29 . C30 . 1.394(3) yes C29 . H291 . 0.919 no C30 . C31 . 1.382(3) yes C30 . H301 . 0.913 no C31 . O32 . 1.376(2) yes C31 . C44 . 1.394(3) yes O32 . C33 . 1.428(2) yes C33 . C34 . 1.508(3) yes C33 . H332 . 0.976 no C33 . H331 . 0.979 no C34 . N35 . 1.459(3) yes C34 . H341 . 0.974 no C34 . H342 . 0.996 no N35 . C36 . 1.332(3) yes N35 . H351 . 0.873 no C36 . O37 . 1.238(2) yes C36 . C38 . 1.498(3) yes C38 . C39 . 1.393(3) yes C38 . C43 . 1.397(3) yes C39 . C40 . 1.395(3) yes C39 . H391 . 0.962 no C40 . C41 . 1.392(3) yes C41 . C42 . 1.390(3) yes C41 . H411 . 0.930 no C42 . C43 . 1.382(3) yes C42 . H421 . 0.944 no C43 . H431 . 0.940 no C44 . C45 . 1.380(3) yes C44 . H441 . 0.938 no C45 . H451 . 0.926 no C46 . C47 . 1.379(3) yes C46 . H461 . 0.943 no C47 . H471 . 0.927 no O48 . C49 . 1.234(2) yes C49 . N50 . 1.326(2) yes C49 . C80 . 1.500(3) yes N50 . C51 . 1.455(3) yes N50 . H501 . 0.898 no C51 . C52 . 1.517(3) yes C51 . H512 . 0.983 no C51 . H511 . 0.988 no C52 . O53 . 1.411(3) yes C52 . H521 . 0.975 no C52 . H522 . 0.985 no O53 . C54 . 1.369(3) yes C54 . C55 . 1.378(4) yes C54 . C88 . 1.387(3) yes C55 . C56 . 1.375(4) yes C55 . H551 . 0.976 no C56 . C57 . 1.395(3) yes C56 . H561 . 0.957 no C57 . O58 . 1.374(3) yes C57 . C87 . 1.374(4) yes O58 . C59 . 1.429(3) yes C59 . C60 . 1.497(3) yes C59 . H592 . 0.997 no C59 . H591 . 0.967 no C60 . O61 . 1.428(3) yes C60 . H601 . 0.985 no C60 . H602 . 0.970 no O61 . C62 . 1.412(3) yes C62 . C63 . 1.495(3) yes C62 . H622 . 1.011 no C62 . H621 . 1.006 no C63 . O64 . 1.424(3) yes C63 . H631 . 0.991 no C63 . H632 . 0.960 no O64 . C65 . 1.417(3) yes C65 . C66 . 1.499(3) yes C65 . H651 . 0.981 no C65 . H652 . 0.975 no C66 . O67 . 1.431(3) yes C66 . H661 . 0.978 no C66 . H662 . 0.990 no O67 . C68 . 1.383(3) yes C68 . C69 . 1.383(3) yes C68 . C86 . 1.397(3) yes C69 . C70 . 1.399(3) yes C69 . H691 . 0.942 no C70 . C71 . 1.380(3) yes C70 . H701 . 0.952 no C71 . O72 . 1.381(3) yes C71 . C85 . 1.395(3) yes O72 . C73 . 1.427(3) yes C73 . C74 . 1.503(3) yes C73 . H731 . 0.966 no C73 . H732 . 0.949 no C74 . N75 . 1.465(3) yes C74 . H742 . 0.996 no C74 . H741 . 0.970 no N75 . C76 . 1.335(3) yes N75 . H751 . 0.860 no C76 . O77 . 1.231(2) yes C76 . C78 . 1.506(3) yes C78 . C79 . 1.387(3) yes C78 . C83 . 1.384(3) yes C79 . C80 . 1.396(3) yes C79 . H791 . 0.971 no C80 . C81 . 1.374(3) yes C81 . N82 . 1.352(2) yes C81 . H811 . 0.920 no N82 . C83 . 1.342(3) yes N82 . C84 . 1.479(2) yes C83 . H831 . 0.917 no C84 . H843 . 0.949 no C84 . H842 . 0.969 no C84 . H841 . 0.972 no C85 . C86 . 1.377(3) yes C85 . H851 . 0.953 no C86 . H861 . 0.947 no C87 . C88 . 1.395(4) yes C87 . H871 . 0.941 no C88 . H881 . 0.980 no O89 . H892 . 0.841 no O89 . H891 . 0.811 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag F2 . P1 . F3 . 89.79(9) yes F2 . P1 . F4 . 89.65(9) yes F3 . P1 . F4 . 178.76(9) yes F2 . P1 . F5 . 89.05(10) yes F3 . P1 . F5 . 89.40(9) yes F4 . P1 . F5 . 89.48(8) yes F2 . P1 . F6 . 178.66(11) yes F3 . P1 . F6 . 89.60(10) yes F4 . P1 . F6 . 90.93(10) yes F5 . P1 . F6 . 89.75(10) yes F2 . P1 . F7 . 90.99(12) yes F3 . P1 . F7 . 90.45(10) yes F4 . P1 . F7 . 90.66(9) yes F5 . P1 . F7 . 179.85(10) yes F6 . P1 . F7 . 90.21(12) yes O8 . C9 . N10 . 122.90(19) yes O8 . C9 . C40 . 119.78(18) yes N10 . C9 . C40 . 117.31(18) yes C9 . N10 . C11 . 122.63(18) yes C9 . N10 . H101 . 119.7 no C11 . N10 . H101 . 117.6 no N10 . C11 . C12 . 112.27(18) yes N10 . C11 . H112 . 110.9 no C12 . C11 . H112 . 108.4 no N10 . C11 . H111 . 108.4 no C12 . C11 . H111 . 110.2 no H112 . C11 . H111 . 106.5 no C11 . C12 . O13 . 112.85(18) yes C11 . C12 . H122 . 110.5 no O13 . C12 . H122 . 110.6 no C11 . C12 . H121 . 109.3 no O13 . C12 . H121 . 105.5 no H122 . C12 . H121 . 108.0 no C12 . O13 . C14 . 118.17(18) yes O13 . C14 . C15 . 125.8(2) yes O13 . C14 . C47 . 115.0(2) yes C15 . C14 . C47 . 119.1(2) yes C14 . C15 . C16 . 120.3(2) yes C14 . C15 . H151 . 121.8 no C16 . C15 . H151 . 117.8 no C15 . C16 . C17 . 120.1(2) yes C15 . C16 . H161 . 120.0 no C17 . C16 . H161 . 119.9 no C16 . C17 . O18 . 125.1(2) yes C16 . C17 . C46 . 119.6(2) yes O18 . C17 . C46 . 115.2(2) yes C17 . O18 . C19 . 116.34(17) yes O18 . C19 . C20 . 108.32(18) yes O18 . C19 . H191 . 108.9 no C20 . C19 . H191 . 109.5 no O18 . C19 . H192 . 110.0 no C20 . C19 . H192 . 111.0 no H191 . C19 . H192 . 109.1 no C19 . C20 . O21 . 109.39(18) yes C19 . C20 . H201 . 107.7 no O21 . C20 . H201 . 110.8 no C19 . C20 . H202 . 110.0 no O21 . C20 . H202 . 110.4 no H201 . C20 . H202 . 108.5 no C20 . O21 . C22 . 111.75(17) yes O21 . C22 . C23 . 109.3(2) yes O21 . C22 . H221 . 109.0 no C23 . C22 . H221 . 109.4 no O21 . C22 . H222 . 110.4 no C23 . C22 . H222 . 110.1 no H221 . C22 . H222 . 108.7 no C22 . C23 . O24 . 108.0(2) yes C22 . C23 . H231 . 110.0 no O24 . C23 . H231 . 107.9 no C22 . C23 . H232 . 111.4 no O24 . C23 . H232 . 109.8 no H231 . C23 . H232 . 109.6 no C23 . O24 . C25 . 112.7(2) yes O24 . C25 . C26 . 108.3(2) yes O24 . C25 . H252 . 110.1 no C26 . C25 . H252 . 109.1 no O24 . C25 . H251 . 110.4 no C26 . C25 . H251 . 107.7 no H252 . C25 . H251 . 111.1 no C25 . C26 . O27 . 106.3(2) yes C25 . C26 . H262 . 108.7 no O27 . C26 . H262 . 111.0 no C25 . C26 . H261 . 110.4 no O27 . C26 . H261 . 108.6 no H262 . C26 . H261 . 111.8 no C26 . O27 . C28 . 117.36(19) yes O27 . C28 . C29 . 124.6(2) yes O27 . C28 . C45 . 115.8(2) yes C29 . C28 . C45 . 119.6(2) yes C28 . C29 . C30 . 120.1(2) yes C28 . C29 . H291 . 119.2 no C30 . C29 . H291 . 120.7 no C29 . C30 . C31 . 120.4(2) yes C29 . C30 . H301 . 120.6 no C31 . C30 . H301 . 118.9 no C30 . C31 . O32 . 124.56(19) yes C30 . C31 . C44 . 119.5(2) yes O32 . C31 . C44 . 115.90(19) yes C31 . O32 . C33 . 117.06(16) yes O32 . C33 . C34 . 107.22(17) yes O32 . C33 . H332 . 110.9 no C34 . C33 . H332 . 107.9 no O32 . C33 . H331 . 110.7 no C34 . C33 . H331 . 110.8 no H332 . C33 . H331 . 109.3 no C33 . C34 . N35 . 110.39(17) yes C33 . C34 . H341 . 110.2 no N35 . C34 . H341 . 108.7 no C33 . C34 . H342 . 109.3 no N35 . C34 . H342 . 109.9 no H341 . C34 . H342 . 108.3 no C34 . N35 . C36 . 122.13(17) yes C34 . N35 . H351 . 118.4 no C36 . N35 . H351 . 119.5 no N35 . C36 . O37 . 122.5(2) yes N35 . C36 . C38 . 116.74(17) yes O37 . C36 . C38 . 120.76(19) yes C36 . C38 . C39 . 121.67(18) yes C36 . C38 . C43 . 118.58(19) yes C39 . C38 . C43 . 119.6(2) yes C38 . C39 . C40 . 120.94(19) yes C38 . C39 . H391 . 120.9 no C40 . C39 . H391 . 118.1 no C9 . C40 . C39 . 116.97(18) yes C9 . C40 . C41 . 124.01(19) yes C39 . C40 . C41 . 118.9(2) yes C40 . C41 . C42 . 120.1(2) yes C40 . C41 . H411 . 122.1 no C42 . C41 . H411 . 117.8 no C41 . C42 . C43 . 121.1(2) yes C41 . C42 . H421 . 119.6 no C43 . C42 . H421 . 119.3 no C38 . C43 . C42 . 119.4(2) yes C38 . C43 . H431 . 119.8 no C42 . C43 . H431 . 120.8 no C31 . C44 . C45 . 120.1(2) yes C31 . C44 . H441 . 119.8 no C45 . C44 . H441 . 120.1 no C28 . C45 . C44 . 120.4(2) yes C28 . C45 . H451 . 118.1 no C44 . C45 . H451 . 121.6 no C17 . C46 . C47 . 119.9(2) yes C17 . C46 . H461 . 120.7 no C47 . C46 . H461 . 119.5 no C14 . C47 . C46 . 120.9(2) yes C14 . C47 . H471 . 121.3 no C46 . C47 . H471 . 117.8 no O48 . C49 . N50 . 124.18(19) yes O48 . C49 . C80 . 119.43(17) yes N50 . C49 . C80 . 116.38(16) yes C49 . N50 . C51 . 121.13(17) yes C49 . N50 . H501 . 122.0 no C51 . N50 . H501 . 116.4 no N50 . C51 . C52 . 112.01(18) yes N50 . C51 . H512 . 107.8 no C52 . C51 . H512 . 111.3 no N50 . C51 . H511 . 107.2 no C52 . C51 . H511 . 110.6 no H512 . C51 . H511 . 107.7 no C51 . C52 . O53 . 107.18(18) yes C51 . C52 . H521 . 116.2 no O53 . C52 . H521 . 103.8 no C51 . C52 . H522 . 108.4 no O53 . C52 . H522 . 111.9 no H521 . C52 . H522 . 109.2 no C52 . O53 . C54 . 118.25(19) yes O53 . C54 . C55 . 115.7(2) yes O53 . C54 . C88 . 124.3(2) yes C55 . C54 . C88 . 119.9(2) yes C54 . C55 . C56 . 120.5(2) yes C54 . C55 . H551 . 120.9 no C56 . C55 . H551 . 118.6 no C55 . C56 . C57 . 119.8(2) yes C55 . C56 . H561 . 122.3 no C57 . C56 . H561 . 117.9 no C56 . C57 . O58 . 114.7(2) yes C56 . C57 . C87 . 120.1(2) yes O58 . C57 . C87 . 125.1(2) yes C57 . O58 . C59 . 117.75(19) yes O58 . C59 . C60 . 106.1(2) yes O58 . C59 . H592 . 111.1 no C60 . C59 . H592 . 110.1 no O58 . C59 . H591 . 109.5 no C60 . C59 . H591 . 110.8 no H592 . C59 . H591 . 109.3 no C59 . C60 . O61 . 106.93(19) yes C59 . C60 . H601 . 110.1 no O61 . C60 . H601 . 109.4 no C59 . C60 . H602 . 111.5 no O61 . C60 . H602 . 108.9 no H601 . C60 . H602 . 109.9 no C60 . O61 . C62 . 112.04(17) yes O61 . C62 . C63 . 109.32(18) yes O61 . C62 . H622 . 111.7 no C63 . C62 . H622 . 108.3 no O61 . C62 . H621 . 106.6 no C63 . C62 . H621 . 110.1 no H622 . C62 . H621 . 110.7 no C62 . C63 . O64 . 109.47(19) yes C62 . C63 . H631 . 108.1 no O64 . C63 . H631 . 107.8 no C62 . C63 . H632 . 111.8 no O64 . C63 . H632 . 108.7 no H631 . C63 . H632 . 110.9 no C63 . O64 . C65 . 111.65(17) yes O64 . C65 . C66 . 108.87(18) yes O64 . C65 . H651 . 109.2 no C66 . C65 . H651 . 108.5 no O64 . C65 . H652 . 110.9 no C66 . C65 . H652 . 109.4 no H651 . C65 . H652 . 109.9 no C65 . C66 . O67 . 107.44(19) yes C65 . C66 . H661 . 108.5 no O67 . C66 . H661 . 109.8 no C65 . C66 . H662 . 111.8 no O67 . C66 . H662 . 109.4 no H661 . C66 . H662 . 109.8 no C66 . O67 . C68 . 116.60(18) yes O67 . C68 . C69 . 124.2(2) yes O67 . C68 . C86 . 115.88(19) yes C69 . C68 . C86 . 119.9(2) yes C68 . C69 . C70 . 119.7(2) yes C68 . C69 . H691 . 121.4 no C70 . C69 . H691 . 118.9 no C69 . C70 . C71 . 120.0(2) yes C69 . C70 . H701 . 116.8 no C71 . C70 . H701 . 123.1 no C70 . C71 . O72 . 124.1(2) yes C70 . C71 . C85 . 120.2(2) yes O72 . C71 . C85 . 115.65(19) yes C71 . O72 . C73 . 116.16(17) yes O72 . C73 . C74 . 107.58(18) yes O72 . C73 . H731 . 110.6 no C74 . C73 . H731 . 108.3 no O72 . C73 . H732 . 109.8 no C74 . C73 . H732 . 108.5 no H731 . C73 . H732 . 112.0 no C73 . C74 . N75 . 112.54(18) yes C73 . C74 . H742 . 108.2 no N75 . C74 . H742 . 110.1 no C73 . C74 . H741 . 108.2 no N75 . C74 . H741 . 109.5 no H742 . C74 . H741 . 108.2 no C74 . N75 . C76 . 118.91(17) yes C74 . N75 . H751 . 120.0 no C76 . N75 . H751 . 121.0 no N75 . C76 . O77 . 123.40(19) yes N75 . C76 . C78 . 118.02(17) yes O77 . C76 . C78 . 118.57(18) yes C76 . C78 . C79 . 124.45(18) yes C76 . C78 . C83 . 116.14(17) yes C79 . C78 . C83 . 119.22(18) yes C78 . C79 . C80 . 119.10(18) yes C78 . C79 . H791 . 122.2 no C80 . C79 . H791 . 118.7 no C49 . C80 . C79 . 119.37(17) yes C49 . C80 . C81 . 121.03(17) yes C79 . C80 . C81 . 119.51(18) yes C80 . C81 . N82 . 120.31(18) yes C80 . C81 . H811 . 122.9 no N82 . C81 . H811 . 116.8 no C81 . N82 . C83 . 121.28(17) yes C81 . N82 . C84 . 118.78(16) yes C83 . N82 . C84 . 119.92(17) yes C78 . C83 . N82 . 120.53(18) yes C78 . C83 . H831 . 122.2 no N82 . C83 . H831 . 117.2 no N82 . C84 . H843 . 109.6 no N82 . C84 . H842 . 107.7 no H843 . C84 . H842 . 110.1 no N82 . C84 . H841 . 108.4 no H843 . C84 . H841 . 112.4 no H842 . C84 . H841 . 108.5 no C71 . C85 . C86 . 119.7(2) yes C71 . C85 . H851 . 119.3 no C86 . C85 . H851 . 121.0 no C68 . C86 . C85 . 120.4(2) yes C68 . C86 . H861 . 119.2 no C85 . C86 . H861 . 120.4 no C57 . C87 . C88 . 119.7(2) yes C57 . C87 . H871 . 120.5 no C88 . C87 . H871 . 119.8 no C87 . C88 . C54 . 119.9(2) yes C87 . C88 . H881 . 116.8 no C54 . C88 . H881 . 123.1 no H892 . O89 . H891 . 100.5 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C20 . H201 . O77 2_566 145 0.96 2.52 3.352(3) yes C33 . H331 . O48 . 121 0.98 2.60 3.219(3) yes C41 . H411 . O89 . 164 0.93 2.58 3.478(3) yes C65 . H652 . O61 2_775 156 0.97 2.53 3.447(3) yes C79 . H791 . O8 . 141 0.97 2.22 3.035(3) yes C84 . H843 . O24 . 160 0.95 2.33 3.239(3) yes N75 . H751 . O8 . 176 0.86 2.14 3.002(3) yes N10 . H101 . O89 . 156 0.84 2.19 2.971(3) yes N35 . H351 . O48 . 165 0.87 2.00 2.858(3) yes O89 . H892 . O64 . 142 0.84 2.36 3.066(3) yes O89 . H892 . O67 . 144 0.84 2.57 3.289(3) yes O89 . H891 . O58 . 138 0.81 2.38 3.033(3) yes O89 . H891 . O61 . 143 0.81 2.40 3.085(3) yes N50 . H501 . O37 1_455 169 0.90 2.00 2.888(3) yes #===END