# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Kehr, Gerald' 'Erker, G.' 'Frohlich, Roland' 'Feldhaus, Philipp' 'Grimme, Stefan' 'Schirmer, Birgitta' 'Wibbeling, Birgit' 'Daniliuc, Constantin' _publ_contact_author_name 'Kehr, Gerald' _publ_contact_author_email kehrald@uni-muenster.de _publ_section_title ; Frustrated Lewis Pair Addition to Conjugated Diynes: Formation of Zwitterionic 1,2,3-Butatriene Derivatives ; # Attachment '- erk5419.cif' data_erk5419 _database_code_depnum_ccdc_archive 'CCDC 866994' #TrackingRef '- erk5419.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C49 H35 B F15 P' _chemical_formula_weight 950.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.8125(7) _cell_length_b 19.0369(6) _cell_length_c 20.6797(5) _cell_angle_alpha 90.00 _cell_angle_beta 116.062(2) _cell_angle_gamma 90.00 _cell_volume 8774.9(4) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 7893 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.439 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3872 _exptl_absorpt_coefficient_mu 1.442 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6715 _exptl_absorpt_correction_T_max 0.8692 _exptl_absorpt_process_details 'denzo (Otwinowski,Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\W and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 65464 _diffrn_reflns_av_R_equivalents 0.057 _diffrn_reflns_av_sigmaI/netI 0.0225 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 4.37 _diffrn_reflns_theta_max 67.75 _reflns_number_total 7808 _reflns_number_gt 6738 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0479P)^2^+12.8155P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7808 _refine_ls_number_parameters 600 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0549 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1204 _refine_ls_wR_factor_gt 0.1153 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.33339(14) 0.40339(13) 0.19661(15) 0.0617(7) Uani 1 1 d . . . H1A H 0.2914 0.4168 0.1746 0.092 Uiso 1 1 calc R . . H1B H 0.3505 0.4130 0.1635 0.092 Uiso 1 1 calc R . . H1C H 0.3547 0.4301 0.2405 0.092 Uiso 1 1 calc R . . C2 C 0.33888(11) 0.32530(11) 0.21430(12) 0.0446(5) Uani 1 1 d . . . H2A H 0.3812 0.3114 0.2355 0.053 Uiso 1 1 calc R . . H2B H 0.3174 0.2981 0.1701 0.053 Uiso 1 1 calc R . . C3 C 0.31253(9) 0.30956(11) 0.26726(11) 0.0373(4) Uani 1 1 d . . . H3A H 0.3366 0.3354 0.3117 0.045 Uiso 1 1 calc R . . H3B H 0.2721 0.3297 0.2471 0.045 Uiso 1 1 calc R . . C4 C 0.30767(9) 0.23401(11) 0.28835(11) 0.0355(4) Uani 1 1 d . . . C5 C 0.33743(9) 0.21510(11) 0.35894(11) 0.0362(4) Uani 1 1 d . . . C6 C 0.33302(9) 0.14690(12) 0.38564(11) 0.0410(5) Uani 1 1 d . . . C7 C 0.33045(11) 0.09146(13) 0.41116(13) 0.0514(6) Uani 1 1 d . . . C8 C 0.32460(15) 0.02283(15) 0.43987(16) 0.0718(8) Uani 1 1 d . . . H8A H 0.3304 -0.0141 0.4106 0.086 Uiso 1 1 calc R . . H8B H 0.2837 0.0183 0.4352 0.086 Uiso 1 1 calc R . . C9 C 0.3684(2) 0.01130(19) 0.51763(18) 0.0929(11) Uani 1 1 d . . . H9A H 0.3623 0.0480 0.5470 0.111 Uiso 1 1 calc R . . H9B H 0.3597 -0.0340 0.5334 0.111 Uiso 1 1 calc R . . C10 C 0.4318(2) 0.0121(2) 0.5306(2) 0.1181(15) Uani 1 1 d . . . H10A H 0.4377 -0.0216 0.4991 0.177 Uiso 1 1 calc R . . H10B H 0.4572 -0.0001 0.5804 0.177 Uiso 1 1 calc R . . H10C H 0.4423 0.0587 0.5208 0.177 Uiso 1 1 calc R . . P1 P 0.39103(2) 0.27247(3) 0.42864(3) 0.03746(14) Uani 1 1 d . . . C11 C 0.42604(10) 0.22777(13) 0.51472(11) 0.0459(5) Uani 1 1 d . . . C12 C 0.39255(11) 0.21085(14) 0.55275(12) 0.0514(6) Uani 1 1 d . . . C13 C 0.42390(14) 0.18251(19) 0.62135(14) 0.0750(9) Uani 1 1 d . . . H13 H 0.4027 0.1705 0.6479 0.090 Uiso 1 1 calc R . . C14 C 0.48481(15) 0.1715(2) 0.65140(16) 0.0975(13) Uani 1 1 d . . . H14 H 0.5045 0.1519 0.6977 0.117 Uiso 1 1 calc R . . C15 C 0.51714(13) 0.1890(2) 0.61434(15) 0.0854(11) Uani 1 1 d . . . H15 H 0.5588 0.1818 0.6352 0.102 Uiso 1 1 calc R . . C16 C 0.48777(11) 0.21738(16) 0.54602(13) 0.0607(7) Uani 1 1 d . . . H16 H 0.5098 0.2297 0.5205 0.073 Uiso 1 1 calc R . . C17 C 0.32632(11) 0.22260(14) 0.52523(13) 0.0536(6) Uani 1 1 d . . . H17A H 0.3097 0.1871 0.5450 0.080 Uiso 1 1 calc R . . H17B H 0.3071 0.2195 0.4731 0.080 Uiso 1 1 calc R . . H17C H 0.3193 0.2688 0.5398 0.080 Uiso 1 1 calc R . . C21 C 0.35637(10) 0.35017(12) 0.44577(11) 0.0417(5) Uani 1 1 d . . . C22 C 0.38864(11) 0.39742(14) 0.50207(13) 0.0539(6) Uani 1 1 d . . . C23 C 0.35728(14) 0.45307(15) 0.51256(16) 0.0659(7) Uani 1 1 d . . . H23 H 0.3782 0.4856 0.5493 0.079 Uiso 1 1 calc R . . C24 C 0.29681(14) 0.46258(14) 0.47136(16) 0.0634(7) Uani 1 1 d . . . H24 H 0.2771 0.5011 0.4799 0.076 Uiso 1 1 calc R . . C25 C 0.26514(11) 0.41543(13) 0.41748(14) 0.0529(6) Uani 1 1 d . . . H25 H 0.2237 0.4212 0.3895 0.063 Uiso 1 1 calc R . . C26 C 0.29475(10) 0.35946(12) 0.40481(11) 0.0426(5) Uani 1 1 d . . . H26 H 0.2731 0.3272 0.3681 0.051 Uiso 1 1 calc R . . C27 C 0.45455(12) 0.39052(19) 0.55297(17) 0.0780(9) Uani 1 1 d . . . H27A H 0.4715 0.4368 0.5691 0.117 Uiso 1 1 calc R . . H27B H 0.4753 0.3680 0.5283 0.117 Uiso 1 1 calc R . . H27C H 0.4591 0.3624 0.5942 0.117 Uiso 1 1 calc R . . C31 C 0.44768(9) 0.29680(12) 0.39920(11) 0.0418(5) Uani 1 1 d . . . C32 C 0.47829(10) 0.24575(13) 0.37881(12) 0.0462(5) Uani 1 1 d . . . C33 C 0.51699(11) 0.26968(15) 0.35127(15) 0.0593(7) Uani 1 1 d . . . H33 H 0.5375 0.2367 0.3365 0.071 Uiso 1 1 calc R . . C34 C 0.52611(13) 0.33992(16) 0.34493(17) 0.0686(8) Uani 1 1 d . . . H34 H 0.5532 0.3542 0.3270 0.082 Uiso 1 1 calc R . . C35 C 0.49592(12) 0.38969(15) 0.36456(16) 0.0632(7) Uani 1 1 d . . . H35 H 0.5019 0.4378 0.3597 0.076 Uiso 1 1 calc R . . C36 C 0.45664(10) 0.36798(13) 0.39154(14) 0.0514(6) Uani 1 1 d . . . H36 H 0.4357 0.4017 0.4049 0.062 Uiso 1 1 calc R . . C37 C 0.47173(11) 0.16777(13) 0.38453(14) 0.0540(6) Uani 1 1 d . . . H37A H 0.4749 0.1444 0.3447 0.081 Uiso 1 1 calc R . . H37B H 0.4329 0.1577 0.3830 0.081 Uiso 1 1 calc R . . H37C H 0.5032 0.1509 0.4296 0.081 Uiso 1 1 calc R . . B1 B 0.26502(11) 0.17466(13) 0.22803(12) 0.0377(5) Uani 1 1 d . . . C41 C 0.22964(10) 0.20911(12) 0.14589(11) 0.0446(5) Uani 1 1 d . . . C42 C 0.18939(10) 0.26438(13) 0.13458(13) 0.0518(6) Uani 1 1 d . . . F42 F 0.17902(6) 0.28805(7) 0.18981(8) 0.0571(4) Uani 1 1 d . . . C43 C 0.15698(11) 0.29739(17) 0.06976(16) 0.0690(8) Uani 1 1 d . . . F43 F 0.12110(7) 0.35260(11) 0.06466(11) 0.0958(7) Uani 1 1 d . . . C44 C 0.16072(14) 0.2742(2) 0.01005(16) 0.0846(11) Uani 1 1 d . . . F44 F 0.13137(9) 0.30632(16) -0.05353(10) 0.1298(10) Uani 1 1 d . . . C45 C 0.19537(15) 0.2166(2) 0.01553(13) 0.0789(11) Uani 1 1 d . . . F45 F 0.19844(9) 0.18868(14) -0.04289(8) 0.1155(9) Uani 1 1 d . . . C46 C 0.22954(12) 0.18608(15) 0.08259(13) 0.0571(7) Uani 1 1 d . . . F46 F 0.26268(8) 0.12977(9) 0.08179(8) 0.0742(5) Uani 1 1 d . . . C51 C 0.31034(10) 0.10901(11) 0.23141(11) 0.0415(5) Uani 1 1 d . . . C52 C 0.35752(11) 0.12096(12) 0.21365(13) 0.0465(5) Uani 1 1 d . . . F52 F 0.36594(7) 0.18608(7) 0.19422(8) 0.0586(4) Uani 1 1 d . . . C53 C 0.39675(11) 0.07106(14) 0.21185(14) 0.0554(6) Uani 1 1 d . . . F53 F 0.43949(7) 0.08791(9) 0.19130(10) 0.0758(5) Uani 1 1 d . . . C54 C 0.39182(12) 0.00350(13) 0.23151(15) 0.0595(7) Uani 1 1 d . . . F54 F 0.42970(8) -0.04668(9) 0.23037(11) 0.0869(5) Uani 1 1 d . . . C55 C 0.34747(12) -0.01189(12) 0.25174(14) 0.0538(6) Uani 1 1 d . . . F55 F 0.34193(8) -0.07807(8) 0.27105(10) 0.0765(5) Uani 1 1 d . . . C56 C 0.30835(10) 0.03966(12) 0.25112(12) 0.0449(5) Uani 1 1 d . . . F56 F 0.26610(6) 0.01728(7) 0.27117(8) 0.0546(3) Uani 1 1 d . . . C61 C 0.20651(9) 0.14555(11) 0.23948(11) 0.0396(5) Uani 1 1 d . . . C62 C 0.18509(10) 0.16753(13) 0.28768(12) 0.0462(5) Uani 1 1 d . . . F62 F 0.21347(6) 0.21873(8) 0.33625(7) 0.0579(4) Uani 1 1 d . . . C63 C 0.13406(11) 0.14127(16) 0.28950(14) 0.0598(7) Uani 1 1 d . . . F63 F 0.11693(8) 0.16476(12) 0.33921(10) 0.0933(6) Uani 1 1 d . . . C64 C 0.09999(11) 0.09195(15) 0.24054(15) 0.0610(7) Uani 1 1 d . . . F64 F 0.05025(8) 0.06562(12) 0.24176(11) 0.0955(6) Uani 1 1 d . . . C65 C 0.11742(10) 0.07029(13) 0.18958(13) 0.0509(6) Uani 1 1 d . . . F65 F 0.08411(6) 0.02253(8) 0.13977(9) 0.0672(4) Uani 1 1 d . . . C66 C 0.16909(10) 0.09628(12) 0.19043(12) 0.0437(5) Uani 1 1 d . . . F66 F 0.18332(6) 0.07033(7) 0.13908(7) 0.0541(3) Uani 1 1 d . . . 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 C1 0.0873(19) 0.0467(14) 0.0645(16) 0.0064(12) 0.0457(15) -0.0003(13) C2 0.0542(13) 0.0438(12) 0.0408(12) -0.0014(9) 0.0256(10) -0.0035(10) C3 0.0381(11) 0.0409(11) 0.0310(10) -0.0023(8) 0.0134(8) 0.0002(9) C4 0.0338(10) 0.0427(11) 0.0342(10) -0.0016(8) 0.0188(8) 0.0027(8) C5 0.0376(10) 0.0410(11) 0.0335(10) -0.0007(8) 0.0189(8) 0.0031(8) C6 0.0421(11) 0.0485(13) 0.0322(10) -0.0020(9) 0.0163(9) 0.0024(9) C7 0.0608(15) 0.0519(14) 0.0421(12) 0.0054(11) 0.0232(11) 0.0033(11) C8 0.093(2) 0.0595(17) 0.0636(17) 0.0160(14) 0.0348(16) -0.0022(15) C9 0.137(3) 0.072(2) 0.0611(19) 0.0222(16) 0.036(2) 0.002(2) C10 0.113(3) 0.096(3) 0.112(3) 0.032(2) 0.019(3) 0.021(2) P1 0.0330(3) 0.0472(3) 0.0320(3) -0.0031(2) 0.0141(2) 0.0023(2) C11 0.0409(11) 0.0619(14) 0.0323(11) -0.0014(10) 0.0136(9) 0.0077(10) C12 0.0517(13) 0.0680(16) 0.0362(11) 0.0029(11) 0.0209(10) 0.0125(11) C13 0.0729(19) 0.117(3) 0.0424(14) 0.0200(15) 0.0322(14) 0.0329(18) C14 0.082(2) 0.169(4) 0.0397(14) 0.0295(19) 0.0250(15) 0.052(2) C15 0.0519(16) 0.149(3) 0.0449(15) 0.0122(17) 0.0116(13) 0.0353(18) C16 0.0459(13) 0.093(2) 0.0401(13) 0.0027(13) 0.0161(11) 0.0152(13) C17 0.0509(13) 0.0711(16) 0.0455(13) 0.0047(11) 0.0274(11) 0.0065(12) C21 0.0410(11) 0.0488(12) 0.0398(11) -0.0042(9) 0.0220(9) -0.0001(9) C22 0.0538(14) 0.0605(15) 0.0510(14) -0.0153(12) 0.0264(11) -0.0072(12) C23 0.0781(19) 0.0588(16) 0.0690(17) -0.0239(14) 0.0398(15) -0.0080(14) C24 0.0815(19) 0.0516(15) 0.0729(18) -0.0048(13) 0.0483(16) 0.0115(13) C25 0.0546(14) 0.0567(14) 0.0563(14) 0.0088(12) 0.0325(12) 0.0162(11) C26 0.0444(12) 0.0489(12) 0.0378(11) 0.0011(9) 0.0209(9) 0.0040(10) C27 0.0560(16) 0.098(2) 0.0687(18) -0.0417(17) 0.0173(14) -0.0123(15) C31 0.0344(11) 0.0524(13) 0.0392(11) -0.0030(9) 0.0167(9) 0.0011(9) C32 0.0386(11) 0.0578(14) 0.0430(12) 0.0009(10) 0.0186(10) 0.0073(10) C33 0.0513(14) 0.0726(18) 0.0662(16) 0.0005(13) 0.0370(13) 0.0115(12) C34 0.0572(16) 0.0768(19) 0.091(2) 0.0043(16) 0.0500(16) -0.0016(14) C35 0.0549(15) 0.0596(16) 0.087(2) 0.0003(14) 0.0419(15) -0.0068(12) C36 0.0436(12) 0.0544(14) 0.0609(15) -0.0060(11) 0.0273(11) -0.0018(10) C37 0.0515(14) 0.0578(15) 0.0565(14) -0.0019(12) 0.0272(12) 0.0129(11) B1 0.0442(13) 0.0405(12) 0.0326(11) -0.0030(10) 0.0205(10) -0.0029(10) C41 0.0480(12) 0.0512(13) 0.0334(11) -0.0037(9) 0.0167(9) -0.0154(10) C42 0.0422(12) 0.0569(14) 0.0434(13) 0.0080(11) 0.0070(10) -0.0120(11) F42 0.0483(7) 0.0552(8) 0.0571(8) 0.0010(6) 0.0134(6) 0.0077(6) C43 0.0422(14) 0.085(2) 0.0601(17) 0.0299(15) 0.0044(12) -0.0149(14) F43 0.0502(9) 0.1033(14) 0.1063(14) 0.0576(12) 0.0091(9) 0.0062(9) C44 0.0520(17) 0.134(3) 0.0461(17) 0.0321(18) 0.0012(13) -0.0340(19) F44 0.0699(11) 0.226(3) 0.0580(11) 0.0706(14) -0.0046(9) -0.0378(14) C45 0.077(2) 0.129(3) 0.0288(13) -0.0098(15) 0.0216(13) -0.059(2) F45 0.1084(14) 0.206(2) 0.0347(8) -0.0268(11) 0.0341(9) -0.0800(16) C46 0.0654(16) 0.0696(17) 0.0390(13) -0.0131(12) 0.0254(12) -0.0274(13) F46 0.0972(12) 0.0883(12) 0.0545(9) -0.0301(8) 0.0493(9) -0.0316(10) C51 0.0475(12) 0.0428(12) 0.0389(11) -0.0073(9) 0.0233(10) -0.0034(9) C52 0.0550(13) 0.0412(12) 0.0516(13) -0.0074(10) 0.0312(11) -0.0043(10) F52 0.0694(9) 0.0462(7) 0.0818(10) -0.0049(7) 0.0531(8) -0.0060(6) C53 0.0565(14) 0.0574(15) 0.0649(16) -0.0094(12) 0.0385(13) -0.0001(12) F53 0.0726(10) 0.0751(10) 0.1093(13) -0.0099(9) 0.0670(10) 0.0019(8) C54 0.0636(16) 0.0499(14) 0.0712(17) -0.0071(12) 0.0355(14) 0.0114(12) F54 0.0923(12) 0.0621(10) 0.1244(15) -0.0012(10) 0.0642(12) 0.0266(9) C55 0.0660(16) 0.0386(12) 0.0578(15) -0.0001(11) 0.0280(13) 0.0022(11) F55 0.0937(12) 0.0439(8) 0.0975(13) 0.0123(8) 0.0471(10) 0.0096(8) C56 0.0498(12) 0.0458(12) 0.0436(12) -0.0026(10) 0.0245(10) -0.0029(10) F56 0.0610(8) 0.0497(7) 0.0613(8) 0.0058(6) 0.0345(7) -0.0040(6) C61 0.0401(11) 0.0426(11) 0.0366(11) -0.0003(9) 0.0174(9) 0.0002(9) C62 0.0406(12) 0.0552(13) 0.0430(12) -0.0076(10) 0.0186(10) -0.0024(10) F62 0.0501(8) 0.0750(9) 0.0545(8) -0.0244(7) 0.0284(6) -0.0084(7) C63 0.0470(13) 0.0826(19) 0.0605(15) -0.0145(14) 0.0335(12) -0.0045(13) F63 0.0719(11) 0.1418(17) 0.0945(13) -0.0457(12) 0.0625(10) -0.0244(11) C64 0.0389(13) 0.0770(18) 0.0731(17) -0.0075(14) 0.0300(12) -0.0088(12) F64 0.0590(10) 0.1295(16) 0.1188(15) -0.0346(13) 0.0581(11) -0.0342(10) C65 0.0403(12) 0.0515(13) 0.0559(14) -0.0076(11) 0.0165(11) -0.0070(10) F65 0.0513(8) 0.0659(9) 0.0789(10) -0.0203(8) 0.0237(7) -0.0185(7) C66 0.0439(12) 0.0463(12) 0.0434(12) -0.0028(10) 0.0213(10) -0.0020(10) F66 0.0604(8) 0.0584(8) 0.0500(7) -0.0182(6) 0.0302(7) -0.0142(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.523(3) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.532(3) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C3 C4 1.523(3) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C4 C5 1.363(3) . ? C4 B1 1.671(3) . ? C5 C6 1.434(3) . ? C5 P1 1.832(2) . ? C6 C7 1.194(3) . ? C7 C8 1.469(4) . ? C8 C9 1.510(4) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C9 C10 1.476(6) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 H10C 0.9700 . ? P1 C11 1.813(2) . ? P1 C31 1.820(2) . ? P1 C21 1.822(2) . ? C11 C16 1.390(3) . ? C11 C12 1.410(3) . ? C12 C13 1.392(3) . ? C12 C17 1.501(3) . ? C13 C14 1.374(4) . ? C13 H13 0.9400 . ? C14 C15 1.372(5) . ? C14 H14 0.9400 . ? C15 C16 1.384(4) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C21 C26 1.396(3) . ? C21 C22 1.409(3) . ? C22 C23 1.387(4) . ? C22 C27 1.512(4) . ? C23 C24 1.374(4) . ? C23 H23 0.9400 . ? C24 C25 1.377(4) . ? C24 H24 0.9400 . ? C25 C26 1.383(3) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9700 . ? C31 C36 1.393(3) . ? C31 C32 1.407(3) . ? C32 C33 1.391(3) . ? C32 C37 1.504(3) . ? C33 C34 1.372(4) . ? C33 H33 0.9400 . ? C34 C35 1.375(4) . ? C34 H34 0.9400 . ? C35 C36 1.382(3) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C37 H37C 0.9700 . ? B1 C51 1.662(3) . ? B1 C61 1.665(3) . ? B1 C41 1.666(3) . ? C41 C46 1.379(3) . ? C41 C42 1.398(4) . ? C42 F42 1.353(3) . ? C42 C43 1.375(3) . ? C43 F43 1.351(4) . ? C43 C44 1.352(5) . ? C44 F44 1.339(3) . ? C44 C45 1.367(5) . ? C45 F45 1.352(4) . ? C45 C46 1.395(4) . ? C46 F46 1.356(3) . ? C51 C56 1.389(3) . ? C51 C52 1.391(3) . ? C52 F52 1.347(3) . ? C52 C53 1.372(3) . ? C53 F53 1.343(3) . ? C53 C54 1.371(4) . ? C54 F54 1.348(3) . ? C54 C55 1.370(4) . ? C55 F55 1.347(3) . ? C55 C56 1.377(3) . ? C56 F56 1.355(3) . ? C61 C62 1.384(3) . ? C61 C66 1.394(3) . ? C62 F62 1.354(3) . ? C62 C63 1.377(3) . ? C63 F63 1.349(3) . ? C63 C64 1.367(4) . ? C64 F64 1.343(3) . ? C64 C65 1.367(4) . ? C65 F65 1.350(3) . ? C65 C66 1.367(3) . ? C66 F66 1.351(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C1 C2 C3 109.97(19) . . ? C1 C2 H2A 109.7 . . ? C3 C2 H2A 109.7 . . ? C1 C2 H2B 109.7 . . ? C3 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? C4 C3 C2 120.13(17) . . ? C4 C3 H3A 107.3 . . ? C2 C3 H3A 107.3 . . ? C4 C3 H3B 107.3 . . ? C2 C3 H3B 107.3 . . ? H3A C3 H3B 106.9 . . ? C5 C4 C3 118.84(18) . . ? C5 C4 B1 119.22(18) . . ? C3 C4 B1 121.91(17) . . ? C4 C5 C6 123.67(19) . . ? C4 C5 P1 123.33(16) . . ? C6 C5 P1 112.89(14) . . ? C7 C6 C5 176.8(2) . . ? C6 C7 C8 177.4(3) . . ? C7 C8 C9 114.0(3) . . ? C7 C8 H8A 108.7 . . ? C9 C8 H8A 108.7 . . ? C7 C8 H8B 108.7 . . ? C9 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C10 C9 C8 113.8(3) . . ? C10 C9 H9A 108.8 . . ? C8 C9 H9A 108.8 . . ? C10 C9 H9B 108.8 . . ? C8 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C11 P1 C31 109.91(10) . . ? C11 P1 C21 104.69(10) . . ? C31 P1 C21 110.99(10) . . ? C11 P1 C5 111.20(10) . . ? C31 P1 C5 106.79(9) . . ? C21 P1 C5 113.30(10) . . ? C16 C11 C12 120.4(2) . . ? C16 C11 P1 118.57(18) . . ? C12 C11 P1 120.62(17) . . ? C13 C12 C11 117.0(2) . . ? C13 C12 C17 118.2(2) . . ? C11 C12 C17 124.7(2) . . ? C14 C13 C12 122.1(3) . . ? C14 C13 H13 119.0 . . ? C12 C13 H13 119.0 . . ? C15 C14 C13 120.5(3) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C14 C15 C16 119.4(3) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C15 C16 C11 120.6(3) . . ? C15 C16 H16 119.7 . . ? C11 C16 H16 119.7 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C26 C21 C22 119.6(2) . . ? C26 C21 P1 118.01(16) . . ? C22 C21 P1 122.22(17) . . ? C23 C22 C21 117.6(2) . . ? C23 C22 C27 117.8(2) . . ? C21 C22 C27 124.6(2) . . ? C24 C23 C22 122.6(2) . . ? C24 C23 H23 118.7 . . ? C22 C23 H23 118.7 . . ? C23 C24 C25 119.7(2) . . ? C23 C24 H24 120.1 . . ? C25 C24 H24 120.1 . . ? C24 C25 C26 119.6(2) . . ? C24 C25 H25 120.2 . . ? C26 C25 H25 120.2 . . ? C25 C26 C21 120.9(2) . . ? C25 C26 H26 119.5 . . ? C21 C26 H26 119.5 . . ? C22 C27 H27A 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C36 C31 C32 120.2(2) . . ? C36 C31 P1 118.08(16) . . ? C32 C31 P1 121.48(18) . . ? C33 C32 C31 117.2(2) . . ? C33 C32 C37 118.3(2) . . ? C31 C32 C37 124.5(2) . . ? C34 C33 C32 122.1(2) . . ? C34 C33 H33 119.0 . . ? C32 C33 H33 119.0 . . ? C33 C34 C35 120.6(2) . . ? C33 C34 H34 119.7 . . ? C35 C34 H34 119.7 . . ? C34 C35 C36 119.0(3) . . ? C34 C35 H35 120.5 . . ? C36 C35 H35 120.5 . . ? C35 C36 C31 120.9(2) . . ? C35 C36 H36 119.6 . . ? C31 C36 H36 119.6 . . ? C32 C37 H37A 109.5 . . ? C32 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C32 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C51 B1 C61 111.09(17) . . ? C51 B1 C41 112.49(17) . . ? C61 B1 C41 100.04(17) . . ? C51 B1 C4 106.38(17) . . ? C61 B1 C4 115.13(16) . . ? C41 B1 C4 111.85(17) . . ? C46 C41 C42 112.2(2) . . ? C46 C41 B1 128.5(2) . . ? C42 C41 B1 118.98(19) . . ? F42 C42 C43 115.1(3) . . ? F42 C42 C41 119.74(19) . . ? C43 C42 C41 125.2(3) . . ? F43 C43 C44 119.3(3) . . ? F43 C43 C42 121.0(3) . . ? C44 C43 C42 119.7(3) . . ? F44 C44 C43 121.5(4) . . ? F44 C44 C45 119.9(4) . . ? C43 C44 C45 118.6(3) . . ? F45 C45 C44 121.4(3) . . ? F45 C45 C46 118.5(4) . . ? C44 C45 C46 120.1(3) . . ? F46 C46 C41 121.0(2) . . ? F46 C46 C45 115.1(3) . . ? C41 C46 C45 123.9(3) . . ? C56 C51 C52 112.1(2) . . ? C56 C51 B1 128.05(19) . . ? C52 C51 B1 119.89(19) . . ? F52 C52 C53 115.1(2) . . ? F52 C52 C51 119.2(2) . . ? C53 C52 C51 125.7(2) . . ? F53 C53 C54 120.2(2) . . ? F53 C53 C52 120.8(2) . . ? C54 C53 C52 119.0(2) . . ? F54 C54 C55 120.9(2) . . ? F54 C54 C53 120.4(2) . . ? C55 C54 C53 118.7(2) . . ? F55 C55 C54 119.4(2) . . ? F55 C55 C56 120.4(2) . . ? C54 C55 C56 120.2(2) . . ? F56 C56 C55 114.2(2) . . ? F56 C56 C51 121.4(2) . . ? C55 C56 C51 124.4(2) . . ? C62 C61 C66 112.55(19) . . ? C62 C61 B1 129.51(19) . . ? C66 C61 B1 117.66(18) . . ? F62 C62 C63 115.2(2) . . ? F62 C62 C61 120.85(19) . . ? C63 C62 C61 123.9(2) . . ? F63 C63 C64 119.5(2) . . ? F63 C63 C62 120.1(2) . . ? C64 C63 C62 120.4(2) . . ? F64 C64 C65 120.4(2) . . ? F64 C64 C63 121.1(2) . . ? C65 C64 C63 118.4(2) . . ? F65 C65 C64 119.8(2) . . ? F65 C65 C66 120.7(2) . . ? C64 C65 C66 119.6(2) . . ? F66 C66 C65 115.2(2) . . ? F66 C66 C61 119.81(19) . . ? C65 C66 C61 125.0(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C2 C3 C4 174.6(2) . . . . ? C2 C3 C4 C5 119.6(2) . . . . ? C2 C3 C4 B1 -62.6(3) . . . . ? C3 C4 C5 C6 175.82(18) . . . . ? B1 C4 C5 C6 -2.0(3) . . . . ? C3 C4 C5 P1 -8.3(3) . . . . ? B1 C4 C5 P1 173.94(14) . . . . ? C4 C5 C6 C7 -162(4) . . . . ? P1 C5 C6 C7 21(4) . . . . ? C5 C6 C7 C8 136(5) . . . . ? C6 C7 C8 C9 -163(6) . . . . ? C7 C8 C9 C10 -62.4(4) . . . . ? C4 C5 P1 C11 -175.71(16) . . . . ? C6 C5 P1 C11 0.59(18) . . . . ? C4 C5 P1 C31 -55.80(19) . . . . ? C6 C5 P1 C31 120.50(15) . . . . ? C4 C5 P1 C21 66.71(19) . . . . ? C6 C5 P1 C21 -116.99(15) . . . . ? C31 P1 C11 C16 -0.5(2) . . . . ? C21 P1 C11 C16 -119.7(2) . . . . ? C5 P1 C11 C16 117.6(2) . . . . ? C31 P1 C11 C12 172.66(19) . . . . ? C21 P1 C11 C12 53.4(2) . . . . ? C5 P1 C11 C12 -69.3(2) . . . . ? C16 C11 C12 C13 -1.2(4) . . . . ? P1 C11 C12 C13 -174.2(2) . . . . ? C16 C11 C12 C17 177.5(3) . . . . ? P1 C11 C12 C17 4.5(4) . . . . ? C11 C12 C13 C14 0.3(5) . . . . ? C17 C12 C13 C14 -178.5(3) . . . . ? C12 C13 C14 C15 0.6(6) . . . . ? C13 C14 C15 C16 -0.5(6) . . . . ? C14 C15 C16 C11 -0.4(5) . . . . ? C12 C11 C16 C15 1.3(4) . . . . ? P1 C11 C16 C15 174.4(3) . . . . ? C11 P1 C21 C26 -122.63(18) . . . . ? C31 P1 C21 C26 118.84(17) . . . . ? C5 P1 C21 C26 -1.3(2) . . . . ? C11 P1 C21 C22 52.4(2) . . . . ? C31 P1 C21 C22 -66.2(2) . . . . ? C5 P1 C21 C22 173.69(18) . . . . ? C26 C21 C22 C23 -2.1(4) . . . . ? P1 C21 C22 C23 -177.0(2) . . . . ? C26 C21 C22 C27 176.2(3) . . . . ? P1 C21 C22 C27 1.2(4) . . . . ? C21 C22 C23 C24 1.1(4) . . . . ? C27 C22 C23 C24 -177.3(3) . . . . ? C22 C23 C24 C25 0.4(4) . . . . ? C23 C24 C25 C26 -0.8(4) . . . . ? C24 C25 C26 C21 -0.2(3) . . . . ? C22 C21 C26 C25 1.7(3) . . . . ? P1 C21 C26 C25 176.80(17) . . . . ? C11 P1 C31 C36 -116.96(19) . . . . ? C21 P1 C31 C36 -1.6(2) . . . . ? C5 P1 C31 C36 122.31(18) . . . . ? C11 P1 C31 C32 68.3(2) . . . . ? C21 P1 C31 C32 -176.38(17) . . . . ? C5 P1 C31 C32 -52.4(2) . . . . ? C36 C31 C32 C33 0.0(3) . . . . ? P1 C31 C32 C33 174.63(18) . . . . ? C36 C31 C32 C37 -179.8(2) . . . . ? P1 C31 C32 C37 -5.1(3) . . . . ? C31 C32 C33 C34 1.0(4) . . . . ? C37 C32 C33 C34 -179.3(3) . . . . ? C32 C33 C34 C35 -1.3(5) . . . . ? C33 C34 C35 C36 0.7(5) . . . . ? C34 C35 C36 C31 0.3(4) . . . . ? C32 C31 C36 C35 -0.6(4) . . . . ? P1 C31 C36 C35 -175.4(2) . . . . ? C5 C4 B1 C51 -59.9(2) . . . . ? C3 C4 B1 C51 122.35(19) . . . . ? C5 C4 B1 C61 63.6(2) . . . . ? C3 C4 B1 C61 -114.1(2) . . . . ? C5 C4 B1 C41 176.88(18) . . . . ? C3 C4 B1 C41 -0.8(3) . . . . ? C51 B1 C41 C46 6.5(3) . . . . ? C61 B1 C41 C46 -111.5(2) . . . . ? C4 B1 C41 C46 126.1(2) . . . . ? C51 B1 C41 C42 179.26(19) . . . . ? C61 B1 C41 C42 61.3(2) . . . . ? C4 B1 C41 C42 -61.1(2) . . . . ? C46 C41 C42 F42 172.75(19) . . . . ? B1 C41 C42 F42 -1.2(3) . . . . ? C46 C41 C42 C43 -5.7(3) . . . . ? B1 C41 C42 C43 -179.6(2) . . . . ? F42 C42 C43 F43 4.5(3) . . . . ? C41 C42 C43 F43 -177.0(2) . . . . ? F42 C42 C43 C44 -175.1(2) . . . . ? C41 C42 C43 C44 3.4(4) . . . . ? F43 C43 C44 F44 2.5(4) . . . . ? C42 C43 C44 F44 -177.8(2) . . . . ? F43 C43 C44 C45 -177.5(2) . . . . ? C42 C43 C44 C45 2.2(4) . . . . ? F44 C44 C45 F45 -3.4(4) . . . . ? C43 C44 C45 F45 176.5(2) . . . . ? F44 C44 C45 C46 175.2(2) . . . . ? C43 C44 C45 C46 -4.8(4) . . . . ? C42 C41 C46 F46 -175.6(2) . . . . ? B1 C41 C46 F46 -2.4(4) . . . . ? C42 C41 C46 C45 2.9(3) . . . . ? B1 C41 C46 C45 176.1(2) . . . . ? F45 C45 C46 F46 -0.6(3) . . . . ? C44 C45 C46 F46 -179.3(2) . . . . ? F45 C45 C46 C41 -179.1(2) . . . . ? C44 C45 C46 C41 2.2(4) . . . . ? C61 B1 C51 C56 -9.1(3) . . . . ? C41 B1 C51 C56 -120.3(2) . . . . ? C4 B1 C51 C56 116.9(2) . . . . ? C61 B1 C51 C52 171.53(19) . . . . ? C41 B1 C51 C52 60.3(3) . . . . ? C4 B1 C51 C52 -62.5(2) . . . . ? C56 C51 C52 F52 -179.2(2) . . . . ? B1 C51 C52 F52 0.3(3) . . . . ? C56 C51 C52 C53 2.9(3) . . . . ? B1 C51 C52 C53 -177.6(2) . . . . ? F52 C52 C53 F53 -0.5(4) . . . . ? C51 C52 C53 F53 177.5(2) . . . . ? F52 C52 C53 C54 179.3(2) . . . . ? C51 C52 C53 C54 -2.6(4) . . . . ? F53 C53 C54 F54 -0.1(4) . . . . ? C52 C53 C54 F54 -179.9(2) . . . . ? F53 C53 C54 C55 -179.6(2) . . . . ? C52 C53 C54 C55 0.5(4) . . . . ? F54 C54 C55 F55 0.3(4) . . . . ? C53 C54 C55 F55 179.8(2) . . . . ? F54 C54 C55 C56 -178.6(2) . . . . ? C53 C54 C55 C56 0.9(4) . . . . ? F55 C55 C56 F56 0.1(3) . . . . ? C54 C55 C56 F56 179.0(2) . . . . ? F55 C55 C56 C51 -179.4(2) . . . . ? C54 C55 C56 C51 -0.5(4) . . . . ? C52 C51 C56 F56 179.3(2) . . . . ? B1 C51 C56 F56 -0.2(3) . . . . ? C52 C51 C56 C55 -1.3(3) . . . . ? B1 C51 C56 C55 179.3(2) . . . . ? C51 B1 C61 C62 127.2(2) . . . . ? C41 B1 C61 C62 -113.9(2) . . . . ? C4 B1 C61 C62 6.2(3) . . . . ? C51 B1 C61 C66 -59.4(2) . . . . ? C41 B1 C61 C66 59.6(2) . . . . ? C4 B1 C61 C66 179.58(19) . . . . ? C66 C61 C62 F62 -175.6(2) . . . . ? B1 C61 C62 F62 -1.9(4) . . . . ? C66 C61 C62 C63 3.0(4) . . . . ? B1 C61 C62 C63 176.7(2) . . . . ? F62 C62 C63 F63 -2.5(4) . . . . ? C61 C62 C63 F63 178.8(2) . . . . ? F62 C62 C63 C64 176.6(2) . . . . ? C61 C62 C63 C64 -2.0(4) . . . . ? F63 C63 C64 F64 -1.1(5) . . . . ? C62 C63 C64 F64 179.7(3) . . . . ? F63 C63 C64 C65 178.4(3) . . . . ? C62 C63 C64 C65 -0.8(4) . . . . ? F64 C64 C65 F65 0.6(4) . . . . ? C63 C64 C65 F65 -178.9(2) . . . . ? F64 C64 C65 C66 -178.2(2) . . . . ? C63 C64 C65 C66 2.3(4) . . . . ? F65 C65 C66 F66 -0.4(3) . . . . ? C64 C65 C66 F66 178.3(2) . . . . ? F65 C65 C66 C61 -180.0(2) . . . . ? C64 C65 C66 C61 -1.2(4) . . . . ? C62 C61 C66 F66 179.1(2) . . . . ? B1 C61 C66 F66 4.6(3) . . . . ? C62 C61 C66 C65 -1.4(3) . . . . ? B1 C61 C66 C65 -175.9(2) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 67.75 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.374 _refine_diff_density_min -0.483 _refine_diff_density_rms 0.041 # Attachment '- erk5455.cif' data_erk5455 _database_code_depnum_ccdc_archive 'CCDC 866995' #TrackingRef '- erk5455.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H41 B F15 P' _chemical_formula_weight 848.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.9072(5) _cell_length_b 13.7445(4) _cell_length_c 14.2563(6) _cell_angle_alpha 66.140(2) _cell_angle_beta 65.660(2) _cell_angle_gamma 66.373(2) _cell_volume 2022.53(13) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6350 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.393 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 1.485 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6643 _exptl_absorpt_correction_T_max 0.7556 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24463 _diffrn_reflns_av_R_equivalents 0.042 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 4.19 _diffrn_reflns_theta_max 67.93 _reflns_number_total 7099 _reflns_number_gt 6401 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. An unidentified disordered solvent molecule was found in the asymmetrical unit and could not be satisfactorily refined. The program SQUEEZE (A.L. Spek, University of Utrecht, Netherlands). was therefore used to remove mathematically the effect of the solvent. One n-Propyl group (C5, C6 and C7 atoms) is disordered over two positions. Several restraints (SADI, SIMU and SAME) were used in order to improve refinement stability. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.275 0.347 0.306 8 0 ' ' 2 0.500 0.000 1.000 87 26 ' ' 3 0.725 0.653 0.694 8 0 ' ' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0688P)^2^+0.8244P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7099 _refine_ls_number_parameters 539 _refine_ls_number_restraints 25 _refine_ls_R_factor_all 0.0476 _refine_ls_R_factor_gt 0.0439 _refine_ls_wR_factor_ref 0.1214 _refine_ls_wR_factor_gt 0.1181 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.50762(4) 0.32241(3) 0.27581(4) 0.03249(13) Uani 1 1 d . A . B1 B 0.20332(18) 0.83142(16) 0.25392(17) 0.0337(4) Uani 1 1 d . . . C1 C 0.50143(16) 0.46288(15) 0.25952(16) 0.0379(4) Uani 1 1 d . . . C2 C 0.40243(16) 0.54423(14) 0.24920(15) 0.0359(4) Uani 1 1 d . A . C3 C 0.31501(16) 0.62899(14) 0.24208(15) 0.0351(4) Uani 1 1 d . . . C4 C 0.21867(15) 0.71439(14) 0.23759(14) 0.0338(4) Uani 1 1 d . A . C5 C 0.5938(4) 0.4879(3) 0.2818(4) 0.0409(9) Uani 0.715(9) 1 d PDU A 1 H5A H 0.5606 0.5022 0.3520 0.049 Uiso 0.715(9) 1 calc PR A 1 H5B H 0.6640 0.4237 0.2836 0.049 Uiso 0.715(9) 1 calc PR A 1 C6 C 0.6292(5) 0.5898(3) 0.1933(6) 0.085(2) Uani 0.715(9) 1 d PDU A 1 H6A H 0.5591 0.6515 0.1817 0.102 Uiso 0.715(9) 1 calc PR A 1 H6B H 0.6782 0.5719 0.1254 0.102 Uiso 0.715(9) 1 calc PR A 1 C7 C 0.7045(4) 0.6195(4) 0.2415(7) 0.0749(16) Uani 0.715(9) 1 d PDU A 1 H7A H 0.6709 0.6033 0.3189 0.112 Uiso 0.715(9) 1 calc PR A 1 H7B H 0.7006 0.6976 0.2104 0.112 Uiso 0.715(9) 1 calc PR A 1 H7C H 0.7864 0.5753 0.2237 0.112 Uiso 0.715(9) 1 calc PR A 1 C5A C 0.6104(14) 0.4878(11) 0.2485(12) 0.057(4) Uiso 0.285(9) 1 d PDU A 2 H5A1 H 0.6462 0.4299 0.3035 0.068 Uiso 0.285(9) 1 calc PR A 2 H5A2 H 0.6674 0.4814 0.1784 0.068 Uiso 0.285(9) 1 calc PR A 2 C6A C 0.5951(7) 0.5975(7) 0.2576(8) 0.046(2) Uiso 0.285(9) 1 d PDU A 2 H6A1 H 0.5734 0.5948 0.3329 0.055 Uiso 0.285(9) 1 calc PR A 2 H6A2 H 0.5338 0.6556 0.2262 0.055 Uiso 0.285(9) 1 calc PR A 2 C7A C 0.7248(13) 0.6201(15) 0.1902(13) 0.089(5) Uiso 0.285(9) 1 d PDU A 2 H7A1 H 0.7836 0.5515 0.1788 0.134 Uiso 0.285(9) 1 calc PR A 2 H7A2 H 0.7462 0.6477 0.2305 0.134 Uiso 0.285(9) 1 calc PR A 2 H7A3 H 0.7216 0.6746 0.1213 0.134 Uiso 0.285(9) 1 calc PR A 2 C8 C 0.11130(17) 0.69585(16) 0.23431(17) 0.0404(4) Uani 1 1 d . . . H8A H 0.0508 0.7673 0.2231 0.048 Uiso 1 1 calc R A . H8B H 0.1353 0.6689 0.1724 0.048 Uiso 1 1 calc R . . C9 C 0.05611(19) 0.61412(18) 0.33507(19) 0.0489(5) Uani 1 1 d . A . H9A H 0.1179 0.5449 0.3511 0.059 Uiso 1 1 calc R . . H9B H 0.0232 0.6448 0.3959 0.059 Uiso 1 1 calc R . . C10 C -0.0411(2) 0.5892(3) 0.3227(2) 0.0709(7) Uani 1 1 d . . . H10A H -0.1015 0.6578 0.3049 0.106 Uiso 1 1 calc R A . H10B H -0.0761 0.5398 0.3895 0.106 Uiso 1 1 calc R . . H10C H -0.0079 0.5542 0.2656 0.106 Uiso 1 1 calc R . . C21 C 0.66783(17) 0.23326(16) 0.25454(19) 0.0471(5) Uani 1 1 d . . . C22 C 0.6841(2) 0.12157(17) 0.2402(2) 0.0551(6) Uani 1 1 d . A . H22A H 0.7655 0.0766 0.2336 0.083 Uiso 1 1 calc R . . H22B H 0.6652 0.1356 0.1758 0.083 Uiso 1 1 calc R . . H22C H 0.6316 0.0826 0.3021 0.083 Uiso 1 1 calc R . . C23 C 0.7106(2) 0.2039(2) 0.3516(2) 0.0642(7) Uani 1 1 d . A . H23A H 0.6667 0.1570 0.4140 0.096 Uiso 1 1 calc R . . H23B H 0.6975 0.2714 0.3667 0.096 Uiso 1 1 calc R . . H23C H 0.7945 0.1649 0.3352 0.096 Uiso 1 1 calc R . . C24 C 0.7487(2) 0.2957(2) 0.1522(2) 0.0662(7) Uani 1 1 d . A . H24A H 0.8189 0.2885 0.1669 0.099 Uiso 1 1 calc R . . H24B H 0.7059 0.3735 0.1315 0.099 Uiso 1 1 calc R . . H24C H 0.7719 0.2643 0.0942 0.099 Uiso 1 1 calc R . . C31 C 0.44666(17) 0.32394(15) 0.17418(15) 0.0374(4) Uani 1 1 d . . . C32 C 0.5391(2) 0.34387(18) 0.06327(16) 0.0499(5) Uani 1 1 d . A . H32A H 0.5055 0.3552 0.0088 0.075 Uiso 1 1 calc R . . H32B H 0.6083 0.2800 0.0623 0.075 Uiso 1 1 calc R . . H32C H 0.5618 0.4090 0.0486 0.075 Uiso 1 1 calc R . . C33 C 0.33290(19) 0.41795(17) 0.16315(18) 0.0464(5) Uani 1 1 d . A . H33A H 0.3035 0.4115 0.1139 0.070 Uiso 1 1 calc R . . H33B H 0.3498 0.4888 0.1356 0.070 Uiso 1 1 calc R . . H33C H 0.2735 0.4129 0.2329 0.070 Uiso 1 1 calc R . . C34 C 0.4199(2) 0.21413(17) 0.20281(18) 0.0470(5) Uani 1 1 d . A . H34A H 0.3537 0.2068 0.2679 0.070 Uiso 1 1 calc R . . H34B H 0.4891 0.1527 0.2142 0.070 Uiso 1 1 calc R . . H34C H 0.4000 0.2137 0.1444 0.070 Uiso 1 1 calc R . . C41 C 0.41460(19) 0.27251(16) 0.41865(15) 0.0440(4) Uani 1 1 d . . . C42 C 0.4406(3) 0.3091(2) 0.49335(19) 0.0625(6) Uani 1 1 d . A . H42A H 0.4190 0.3894 0.4729 0.094 Uiso 1 1 calc R . . H42B H 0.5244 0.2793 0.4873 0.094 Uiso 1 1 calc R . . H42C H 0.3949 0.2816 0.5670 0.094 Uiso 1 1 calc R . . C43 C 0.2834(2) 0.32786(19) 0.42630(18) 0.0552(6) Uani 1 1 d . A . H43A H 0.2624 0.3037 0.3829 0.083 Uiso 1 1 calc R . . H43B H 0.2688 0.4077 0.4002 0.083 Uiso 1 1 calc R . . H43C H 0.2356 0.3072 0.5006 0.083 Uiso 1 1 calc R . . C44 C 0.4353(2) 0.14624(17) 0.45822(17) 0.0510(5) Uani 1 1 d . A . H44A H 0.5168 0.1097 0.4592 0.077 Uiso 1 1 calc R . . H44B H 0.4199 0.1234 0.4103 0.077 Uiso 1 1 calc R . . H44C H 0.3824 0.1259 0.5302 0.077 Uiso 1 1 calc R . . C51 C 0.32886(16) 0.85165(14) 0.23580(15) 0.0344(4) Uani 1 1 d . . . C52 C 0.35187(17) 0.88689(14) 0.30164(15) 0.0373(4) Uani 1 1 d . . . F52 F 0.27308(11) 0.89722(10) 0.39767(9) 0.0477(3) Uani 1 1 d . . . C53 C 0.45305(19) 0.91558(16) 0.27539(17) 0.0437(5) Uani 1 1 d . . . F53 F 0.46922(13) 0.94926(11) 0.34416(11) 0.0587(3) Uani 1 1 d . . . C54 C 0.53896(18) 0.91055(17) 0.17902(18) 0.0476(5) Uani 1 1 d . . . F54 F 0.63812(13) 0.93772(13) 0.15354(13) 0.0718(4) Uani 1 1 d . . . C55 C 0.52076(18) 0.87755(17) 0.10937(17) 0.0461(5) Uani 1 1 d . . . F55 F 0.60330(12) 0.87203(12) 0.01411(11) 0.0640(4) Uani 1 1 d . . . C56 C 0.41797(17) 0.85012(15) 0.13821(16) 0.0383(4) Uani 1 1 d . . . F56 F 0.40498(10) 0.82290(10) 0.06368(9) 0.0484(3) Uani 1 1 d . . . C61 C 0.14813(15) 0.94369(15) 0.16653(15) 0.0353(4) Uani 1 1 d . . . C62 C 0.11127(17) 1.04658(16) 0.18436(16) 0.0399(4) Uani 1 1 d . . . F62 F 0.10971(12) 1.05142(9) 0.27764(10) 0.0519(3) Uani 1 1 d . . . C63 C 0.07580(18) 1.14597(15) 0.11225(18) 0.0449(5) Uani 1 1 d . . . F63 F 0.04039(14) 1.24207(10) 0.13565(13) 0.0665(4) Uani 1 1 d . . . C64 C 0.07618(18) 1.14736(16) 0.01506(18) 0.0465(5) Uani 1 1 d . . . F64 F 0.04194(14) 1.24393(11) -0.05657(12) 0.0662(4) Uani 1 1 d . . . C65 C 0.11229(16) 1.04912(17) -0.00757(16) 0.0415(4) Uani 1 1 d . . . F65 F 0.11411(11) 1.04909(11) -0.10246(9) 0.0545(3) Uani 1 1 d . . . C66 C 0.14777(15) 0.95057(15) 0.06734(15) 0.0370(4) Uani 1 1 d . . . F66 F 0.18345(10) 0.85787(9) 0.03667(9) 0.0468(3) Uani 1 1 d . . . C71 C 0.11416(16) 0.81548(14) 0.37899(15) 0.0360(4) Uani 1 1 d . . . C72 C -0.00723(17) 0.86406(15) 0.40912(16) 0.0405(4) Uani 1 1 d . . . F72 F -0.06284(10) 0.93764(10) 0.33508(10) 0.0531(3) Uani 1 1 d . . . C73 C -0.08091(17) 0.84090(18) 0.51373(18) 0.0472(5) Uani 1 1 d . . . F73 F -0.19792(11) 0.89264(12) 0.53588(12) 0.0628(4) Uani 1 1 d . . . C74 C -0.0354(2) 0.76392(19) 0.59457(17) 0.0490(5) Uani 1 1 d . . . F74 F -0.10601(13) 0.73775(13) 0.69528(11) 0.0685(4) Uani 1 1 d . . . C75 C 0.0845(2) 0.71210(17) 0.56946(17) 0.0464(5) Uani 1 1 d . . . F75 F 0.13157(13) 0.63611(12) 0.64807(10) 0.0631(4) Uani 1 1 d . . . C76 C 0.15544(17) 0.73781(15) 0.46474(16) 0.0395(4) Uani 1 1 d . . . F76 F 0.27151(10) 0.68224(9) 0.44718(10) 0.0485(3) Uani 1 1 d . . . 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 0.0350(2) 0.0250(2) 0.0372(2) -0.00713(17) -0.01543(18) -0.00521(17) B1 0.0341(10) 0.0297(10) 0.0409(11) -0.0121(8) -0.0170(8) -0.0044(8) C1 0.0390(9) 0.0284(9) 0.0479(10) -0.0099(8) -0.0183(8) -0.0065(7) C2 0.0392(9) 0.0295(9) 0.0418(10) -0.0105(7) -0.0130(8) -0.0110(8) C3 0.0377(9) 0.0293(9) 0.0442(10) -0.0114(7) -0.0150(8) -0.0113(8) C4 0.0343(9) 0.0309(9) 0.0383(9) -0.0095(7) -0.0147(7) -0.0075(7) C5 0.0438(19) 0.0393(17) 0.051(2) -0.0183(16) -0.0203(19) -0.0106(13) C6 0.065(3) 0.053(2) 0.136(5) 0.015(3) -0.059(3) -0.0283(19) C7 0.054(2) 0.059(2) 0.131(5) -0.039(3) -0.027(3) -0.0232(18) C8 0.0371(9) 0.0381(10) 0.0522(11) -0.0147(8) -0.0187(8) -0.0092(8) C9 0.0456(11) 0.0425(11) 0.0623(13) -0.0116(9) -0.0202(10) -0.0153(9) C10 0.0670(16) 0.091(2) 0.0748(17) -0.0291(15) -0.0090(13) -0.0490(15) C21 0.0383(10) 0.0326(10) 0.0681(13) -0.0156(9) -0.0233(10) 0.0011(8) C22 0.0523(12) 0.0342(10) 0.0751(15) -0.0213(10) -0.0254(11) 0.0037(9) C23 0.0630(14) 0.0432(12) 0.0980(19) -0.0167(12) -0.0547(14) 0.0020(10) C24 0.0371(11) 0.0543(14) 0.0925(19) -0.0218(13) -0.0089(11) -0.0086(10) C31 0.0465(10) 0.0321(9) 0.0375(9) -0.0085(7) -0.0185(8) -0.0101(8) C32 0.0637(13) 0.0416(11) 0.0379(10) -0.0085(8) -0.0127(9) -0.0140(10) C33 0.0526(12) 0.0409(11) 0.0515(11) -0.0089(9) -0.0292(10) -0.0090(9) C34 0.0593(12) 0.0384(10) 0.0526(12) -0.0115(9) -0.0243(10) -0.0164(9) C41 0.0579(12) 0.0356(10) 0.0346(9) -0.0064(8) -0.0148(9) -0.0121(9) C42 0.0994(19) 0.0501(13) 0.0428(12) -0.0127(10) -0.0270(12) -0.0200(13) C43 0.0520(12) 0.0454(12) 0.0475(12) -0.0099(9) -0.0012(10) -0.0115(10) C44 0.0703(14) 0.0377(11) 0.0416(11) -0.0009(8) -0.0217(10) -0.0173(10) C51 0.0364(9) 0.0252(8) 0.0423(10) -0.0062(7) -0.0189(8) -0.0053(7) C52 0.0458(10) 0.0288(9) 0.0404(10) -0.0054(7) -0.0213(8) -0.0094(8) F52 0.0598(7) 0.0494(7) 0.0437(6) -0.0152(5) -0.0183(5) -0.0201(5) C53 0.0589(12) 0.0326(9) 0.0530(12) -0.0028(8) -0.0339(10) -0.0173(9) F53 0.0837(9) 0.0530(7) 0.0655(8) -0.0058(6) -0.0432(7) -0.0338(7) C54 0.0444(11) 0.0407(11) 0.0624(13) -0.0040(9) -0.0233(10) -0.0196(9) F54 0.0589(8) 0.0789(10) 0.0919(10) -0.0143(8) -0.0232(7) -0.0426(7) C55 0.0416(10) 0.0392(10) 0.0509(11) -0.0066(9) -0.0118(9) -0.0135(8) F55 0.0514(7) 0.0730(9) 0.0603(8) -0.0193(7) 0.0002(6) -0.0277(7) C56 0.0406(10) 0.0334(9) 0.0452(10) -0.0116(8) -0.0179(8) -0.0091(8) F56 0.0488(6) 0.0558(7) 0.0470(6) -0.0219(5) -0.0115(5) -0.0164(5) C61 0.0317(8) 0.0324(9) 0.0432(10) -0.0109(8) -0.0151(7) -0.0063(7) C62 0.0416(10) 0.0338(9) 0.0468(10) -0.0115(8) -0.0198(8) -0.0062(8) F62 0.0719(8) 0.0352(6) 0.0573(7) -0.0168(5) -0.0336(6) -0.0051(5) C63 0.0458(11) 0.0279(9) 0.0619(13) -0.0098(8) -0.0252(9) -0.0050(8) F63 0.0879(10) 0.0303(6) 0.0879(10) -0.0140(6) -0.0490(8) -0.0026(6) C64 0.0430(10) 0.0356(10) 0.0557(12) 0.0031(9) -0.0269(9) -0.0099(8) F64 0.0813(9) 0.0419(7) 0.0712(9) 0.0073(6) -0.0467(8) -0.0125(6) C65 0.0354(9) 0.0483(11) 0.0411(10) -0.0070(8) -0.0158(8) -0.0135(8) F65 0.0596(7) 0.0628(8) 0.0443(6) -0.0074(6) -0.0265(6) -0.0170(6) C66 0.0312(8) 0.0347(9) 0.0456(10) -0.0113(8) -0.0143(8) -0.0070(7) F66 0.0551(7) 0.0426(6) 0.0472(6) -0.0174(5) -0.0203(5) -0.0081(5) C71 0.0372(9) 0.0295(9) 0.0448(10) -0.0118(7) -0.0160(8) -0.0079(7) C72 0.0396(10) 0.0335(9) 0.0501(11) -0.0121(8) -0.0175(8) -0.0075(8) F72 0.0365(6) 0.0512(7) 0.0599(7) -0.0104(6) -0.0200(5) -0.0010(5) C73 0.0386(10) 0.0477(11) 0.0588(13) -0.0243(10) -0.0069(9) -0.0140(9) F73 0.0378(6) 0.0655(8) 0.0751(9) -0.0286(7) -0.0013(6) -0.0124(6) C74 0.0539(12) 0.0559(12) 0.0432(11) -0.0158(9) -0.0053(9) -0.0291(10) F74 0.0728(9) 0.0872(10) 0.0474(7) -0.0167(7) -0.0003(6) -0.0453(8) C75 0.0589(12) 0.0434(11) 0.0469(11) -0.0058(9) -0.0226(10) -0.0240(10) F75 0.0785(9) 0.0643(8) 0.0495(7) 0.0080(6) -0.0324(7) -0.0339(7) C76 0.0411(10) 0.0343(9) 0.0486(11) -0.0113(8) -0.0187(8) -0.0108(8) F76 0.0434(6) 0.0426(6) 0.0555(7) -0.0053(5) -0.0249(5) -0.0066(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.8212(18) . ? P1 C41 1.890(2) . ? P1 C31 1.9027(19) . ? P1 C21 1.9032(19) . ? B1 C4 1.640(3) . ? B1 C51 1.652(3) . ? B1 C61 1.654(3) . ? B1 C71 1.657(3) . ? C1 C2 1.335(3) . ? C1 C5A 1.510(15) . ? C1 C5 1.540(4) . ? C2 C3 1.259(3) . ? C3 C4 1.328(3) . ? C4 C8 1.528(2) . ? C5 C6 1.539(6) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C6 C7 1.636(7) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 H7C 0.9700 . ? C5A C6A 1.494(12) . ? C5A H5A1 0.9800 . ? C5A H5A2 0.9800 . ? C6A C7A 1.635(12) . ? C6A H6A1 0.9800 . ? C6A H6A2 0.9800 . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? C7A H7A3 0.9700 . ? C8 C9 1.525(3) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C9 C10 1.516(3) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 H10C 0.9700 . ? C21 C23 1.544(3) . ? C21 C22 1.551(3) . ? C21 C24 1.551(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C31 C32 1.535(3) . ? C31 C33 1.535(3) . ? C31 C34 1.539(3) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C32 H32C 0.9700 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C33 H33C 0.9700 . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C34 H34C 0.9700 . ? C41 C43 1.530(3) . ? C41 C44 1.537(3) . ? C41 C42 1.537(3) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C42 H42C 0.9700 . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C43 H43C 0.9700 . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C44 H44C 0.9700 . ? C51 C52 1.384(3) . ? C51 C56 1.394(3) . ? C52 F52 1.350(2) . ? C52 C53 1.375(3) . ? C53 F53 1.354(2) . ? C53 C54 1.372(3) . ? C54 F54 1.341(2) . ? C54 C55 1.374(3) . ? C55 F55 1.346(2) . ? C55 C56 1.377(3) . ? C56 F56 1.347(2) . ? C61 C66 1.380(3) . ? C61 C62 1.394(3) . ? C62 F62 1.350(2) . ? C62 C63 1.372(3) . ? C63 F63 1.346(2) . ? C63 C64 1.376(3) . ? C64 F64 1.344(2) . ? C64 C65 1.367(3) . ? C65 F65 1.343(2) . ? C65 C66 1.386(3) . ? C66 F66 1.357(2) . ? C71 C72 1.387(3) . ? C71 C76 1.394(3) . ? C72 F72 1.353(2) . ? C72 C73 1.385(3) . ? C73 F73 1.347(2) . ? C73 C74 1.366(3) . ? C74 F74 1.337(2) . ? C74 C75 1.377(3) . ? C75 F75 1.350(2) . ? C75 C76 1.378(3) . ? C76 F76 1.349(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 P1 C41 105.25(9) . . ? C1 P1 C31 109.91(8) . . ? C41 P1 C31 111.84(9) . . ? C1 P1 C21 109.04(9) . . ? C41 P1 C21 110.81(10) . . ? C31 P1 C21 109.87(9) . . ? C4 B1 C51 114.50(14) . . ? C4 B1 C61 114.37(15) . . ? C51 B1 C61 101.36(14) . . ? C4 B1 C71 99.52(14) . . ? C51 B1 C71 114.15(15) . . ? C61 B1 C71 113.62(14) . . ? C2 C1 C5A 120.8(5) . . ? C2 C1 C5 117.3(2) . . ? C5A C1 C5 16.3(5) . . ? C2 C1 P1 118.99(14) . . ? C5A C1 P1 120.1(5) . . ? C5 C1 P1 122.28(17) . . ? C3 C2 C1 171.87(19) . . ? C2 C3 C4 176.59(18) . . ? C3 C4 C8 117.83(16) . . ? C3 C4 B1 122.80(15) . . ? C8 C4 B1 118.69(15) . . ? C6 C5 C1 109.8(3) . . ? C6 C5 H5A 109.7 . . ? C1 C5 H5A 109.7 . . ? C6 C5 H5B 109.7 . . ? C1 C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? C5 C6 C7 103.2(5) . . ? C5 C6 H6A 111.1 . . ? C7 C6 H6A 111.1 . . ? C5 C6 H6B 111.1 . . ? C7 C6 H6B 111.1 . . ? H6A C6 H6B 109.1 . . ? C6A C5A C1 117.8(10) . . ? C6A C5A H5A1 107.9 . . ? C1 C5A H5A1 107.9 . . ? C6A C5A H5A2 107.9 . . ? C1 C5A H5A2 107.9 . . ? H5A1 C5A H5A2 107.2 . . ? C5A C6A C7A 104.2(10) . . ? C5A C6A H6A1 110.9 . . ? C7A C6A H6A1 110.9 . . ? C5A C6A H6A2 110.9 . . ? C7A C6A H6A2 110.9 . . ? H6A1 C6A H6A2 108.9 . . ? C6A C7A H7A1 109.5 . . ? C6A C7A H7A2 109.5 . . ? H7A1 C7A H7A2 109.5 . . ? C6A C7A H7A3 109.5 . . ? H7A1 C7A H7A3 109.5 . . ? H7A2 C7A H7A3 109.5 . . ? C9 C8 C4 114.59(16) . . ? C9 C8 H8A 108.6 . . ? C4 C8 H8A 108.6 . . ? C9 C8 H8B 108.6 . . ? C4 C8 H8B 108.6 . . ? H8A C8 H8B 107.6 . . ? C10 C9 C8 112.3(2) . . ? C10 C9 H9A 109.1 . . ? C8 C9 H9A 109.1 . . ? C10 C9 H9B 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.9 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C23 C21 C22 106.40(18) . . ? C23 C21 C24 109.2(2) . . ? C22 C21 C24 108.18(19) . . ? C23 C21 P1 111.68(16) . . ? C22 C21 P1 111.68(14) . . ? C24 C21 P1 109.64(14) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C32 C31 C33 106.19(16) . . ? C32 C31 C34 109.65(16) . . ? C33 C31 C34 107.58(16) . . ? C32 C31 P1 108.13(14) . . ? C33 C31 P1 113.39(13) . . ? C34 C31 P1 111.73(13) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C43 C41 C44 108.26(18) . . ? C43 C41 C42 107.00(19) . . ? C44 C41 C42 109.76(17) . . ? C43 C41 P1 109.26(14) . . ? C44 C41 P1 113.08(14) . . ? C42 C41 P1 109.30(16) . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C41 C44 H44A 109.5 . . ? C41 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C41 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C52 C51 C56 113.18(16) . . ? C52 C51 B1 126.85(16) . . ? C56 C51 B1 119.26(16) . . ? F52 C52 C53 114.85(16) . . ? F52 C52 C51 121.17(16) . . ? C53 C52 C51 123.97(18) . . ? F53 C53 C54 119.08(18) . . ? F53 C53 C52 120.52(19) . . ? C54 C53 C52 120.40(18) . . ? F54 C54 C53 120.5(2) . . ? F54 C54 C55 121.0(2) . . ? C53 C54 C55 118.49(18) . . ? F55 C55 C54 119.87(18) . . ? F55 C55 C56 120.70(19) . . ? C54 C55 C56 119.43(19) . . ? F56 C56 C55 115.64(17) . . ? F56 C56 C51 119.82(16) . . ? C55 C56 C51 124.51(18) . . ? C66 C61 C62 113.48(17) . . ? C66 C61 B1 126.82(16) . . ? C62 C61 B1 119.12(16) . . ? F62 C62 C63 116.47(17) . . ? F62 C62 C61 119.36(16) . . ? C63 C62 C61 124.18(19) . . ? F63 C63 C62 120.74(19) . . ? F63 C63 C64 119.65(17) . . ? C62 C63 C64 119.61(18) . . ? F64 C64 C65 120.6(2) . . ? F64 C64 C63 120.40(19) . . ? C65 C64 C63 119.00(17) . . ? F65 C65 C64 119.74(17) . . ? F65 C65 C66 120.69(18) . . ? C64 C65 C66 119.57(18) . . ? F66 C66 C61 120.84(16) . . ? F66 C66 C65 115.02(17) . . ? C61 C66 C65 124.14(18) . . ? C72 C71 C76 113.14(17) . . ? C72 C71 B1 125.68(16) . . ? C76 C71 B1 120.71(16) . . ? F72 C72 C73 114.88(17) . . ? F72 C72 C71 120.92(17) . . ? C73 C72 C71 124.18(19) . . ? F73 C73 C74 119.74(19) . . ? F73 C73 C72 120.2(2) . . ? C74 C73 C72 120.05(18) . . ? F74 C74 C73 120.7(2) . . ? F74 C74 C75 120.8(2) . . ? C73 C74 C75 118.44(19) . . ? F75 C75 C74 119.50(19) . . ? F75 C75 C76 120.47(19) . . ? C74 C75 C76 120.03(19) . . ? F76 C76 C75 116.08(17) . . ? F76 C76 C71 119.78(17) . . ? C75 C76 C71 124.14(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C41 P1 C1 C2 -74.62(18) . . . . ? C31 P1 C1 C2 45.97(18) . . . . ? C21 P1 C1 C2 166.46(16) . . . . ? C41 P1 C1 C5A 110.5(7) . . . . ? C31 P1 C1 C5A -128.9(7) . . . . ? C21 P1 C1 C5A -8.4(7) . . . . ? C41 P1 C1 C5 91.6(3) . . . . ? C31 P1 C1 C5 -147.8(3) . . . . ? C21 P1 C1 C5 -27.3(3) . . . . ? C5A C1 C2 C3 -19.6(17) . . . . ? C5 C1 C2 C3 -1.3(15) . . . . ? P1 C1 C2 C3 165.6(14) . . . . ? C1 C2 C3 C4 -141(3) . . . . ? C2 C3 C4 C8 -29(3) . . . . ? C2 C3 C4 B1 141(3) . . . . ? C51 B1 C4 C3 19.5(3) . . . . ? C61 B1 C4 C3 135.90(18) . . . . ? C71 B1 C4 C3 -102.64(19) . . . . ? C51 B1 C4 C8 -170.15(16) . . . . ? C61 B1 C4 C8 -53.8(2) . . . . ? C71 B1 C4 C8 67.69(19) . . . . ? C2 C1 C5 C6 -56.1(6) . . . . ? C5A C1 C5 C6 50(2) . . . . ? P1 C1 C5 C6 137.4(4) . . . . ? C1 C5 C6 C7 168.9(4) . . . . ? C2 C1 C5A C6A 17.3(14) . . . . ? C5 C1 C5A C6A -65.2(19) . . . . ? P1 C1 C5A C6A -167.9(8) . . . . ? C1 C5A C6A C7A -154.9(10) . . . . ? C3 C4 C8 C9 64.5(2) . . . . ? B1 C4 C8 C9 -106.3(2) . . . . ? C4 C8 C9 C10 -173.66(19) . . . . ? C1 P1 C21 C23 74.62(18) . . . . ? C41 P1 C21 C23 -40.77(18) . . . . ? C31 P1 C21 C23 -164.86(15) . . . . ? C1 P1 C21 C22 -166.37(16) . . . . ? C41 P1 C21 C22 78.23(18) . . . . ? C31 P1 C21 C22 -45.86(18) . . . . ? C1 P1 C21 C24 -46.48(19) . . . . ? C41 P1 C21 C24 -161.88(16) . . . . ? C31 P1 C21 C24 74.03(18) . . . . ? C1 P1 C31 C32 74.00(14) . . . . ? C41 P1 C31 C32 -169.48(13) . . . . ? C21 P1 C31 C32 -45.99(15) . . . . ? C1 P1 C31 C33 -43.47(16) . . . . ? C41 P1 C31 C33 73.06(16) . . . . ? C21 P1 C31 C33 -163.45(14) . . . . ? C1 P1 C31 C34 -165.25(14) . . . . ? C41 P1 C31 C34 -48.73(16) . . . . ? C21 P1 C31 C34 74.77(16) . . . . ? C1 P1 C41 C43 74.98(16) . . . . ? C31 P1 C41 C43 -44.33(17) . . . . ? C21 P1 C41 C43 -167.28(15) . . . . ? C1 P1 C41 C44 -164.37(15) . . . . ? C31 P1 C41 C44 76.32(17) . . . . ? C21 P1 C41 C44 -46.64(18) . . . . ? C1 P1 C41 C42 -41.79(17) . . . . ? C31 P1 C41 C42 -161.10(15) . . . . ? C21 P1 C41 C42 75.94(17) . . . . ? C4 B1 C51 C52 -133.35(18) . . . . ? C61 B1 C51 C52 102.99(19) . . . . ? C71 B1 C51 C52 -19.6(2) . . . . ? C4 B1 C51 C56 57.0(2) . . . . ? C61 B1 C51 C56 -66.67(19) . . . . ? C71 B1 C51 C56 170.78(15) . . . . ? C56 C51 C52 F52 177.63(15) . . . . ? B1 C51 C52 F52 7.4(3) . . . . ? C56 C51 C52 C53 -1.2(3) . . . . ? B1 C51 C52 C53 -171.43(17) . . . . ? F52 C52 C53 F53 1.1(3) . . . . ? C51 C52 C53 F53 -179.96(16) . . . . ? F52 C52 C53 C54 -178.83(17) . . . . ? C51 C52 C53 C54 0.1(3) . . . . ? F53 C53 C54 F54 0.5(3) . . . . ? C52 C53 C54 F54 -179.51(18) . . . . ? F53 C53 C54 C55 -179.20(18) . . . . ? C52 C53 C54 C55 0.7(3) . . . . ? F54 C54 C55 F55 0.1(3) . . . . ? C53 C54 C55 F55 179.85(18) . . . . ? F54 C54 C55 C56 179.92(18) . . . . ? C53 C54 C55 C56 -0.3(3) . . . . ? F55 C55 C56 F56 -2.7(3) . . . . ? C54 C55 C56 F56 177.48(17) . . . . ? F55 C55 C56 C51 178.86(17) . . . . ? C54 C55 C56 C51 -0.9(3) . . . . ? C52 C51 C56 F56 -176.69(15) . . . . ? B1 C51 C56 F56 -5.7(2) . . . . ? C52 C51 C56 C55 1.7(3) . . . . ? B1 C51 C56 C55 172.68(17) . . . . ? C4 B1 C61 C66 -20.9(3) . . . . ? C51 B1 C61 C66 102.88(19) . . . . ? C71 B1 C61 C66 -134.20(18) . . . . ? C4 B1 C61 C62 168.44(16) . . . . ? C51 B1 C61 C62 -67.8(2) . . . . ? C71 B1 C61 C62 55.1(2) . . . . ? C66 C61 C62 F62 -178.78(16) . . . . ? B1 C61 C62 F62 -6.9(3) . . . . ? C66 C61 C62 C63 1.0(3) . . . . ? B1 C61 C62 C63 172.93(18) . . . . ? F62 C62 C63 F63 -0.7(3) . . . . ? C61 C62 C63 F63 179.43(18) . . . . ? F62 C62 C63 C64 179.42(18) . . . . ? C61 C62 C63 C64 -0.4(3) . . . . ? F63 C63 C64 F64 0.3(3) . . . . ? C62 C63 C64 F64 -179.88(19) . . . . ? F63 C63 C64 C65 -179.96(18) . . . . ? C62 C63 C64 C65 -0.1(3) . . . . ? F64 C64 C65 F65 0.3(3) . . . . ? C63 C64 C65 F65 -179.45(17) . . . . ? F64 C64 C65 C66 179.68(17) . . . . ? C63 C64 C65 C66 -0.1(3) . . . . ? C62 C61 C66 F66 178.74(16) . . . . ? B1 C61 C66 F66 7.6(3) . . . . ? C62 C61 C66 C65 -1.2(3) . . . . ? B1 C61 C66 C65 -172.39(17) . . . . ? F65 C65 C66 F66 0.2(2) . . . . ? C64 C65 C66 F66 -179.16(17) . . . . ? F65 C65 C66 C61 -179.81(16) . . . . ? C64 C65 C66 C61 0.8(3) . . . . ? C4 B1 C71 C72 -101.36(19) . . . . ? C51 B1 C71 C72 136.23(18) . . . . ? C61 B1 C71 C72 20.6(2) . . . . ? C4 B1 C71 C76 70.19(19) . . . . ? C51 B1 C71 C76 -52.2(2) . . . . ? C61 B1 C71 C76 -167.79(16) . . . . ? C76 C71 C72 F72 -176.96(17) . . . . ? B1 C71 C72 F72 -4.9(3) . . . . ? C76 C71 C72 C73 1.5(3) . . . . ? B1 C71 C72 C73 173.65(18) . . . . ? F72 C72 C73 F73 -1.9(3) . . . . ? C71 C72 C73 F73 179.54(17) . . . . ? F72 C72 C73 C74 176.95(18) . . . . ? C71 C72 C73 C74 -1.6(3) . . . . ? F73 C73 C74 F74 1.3(3) . . . . ? C72 C73 C74 F74 -177.55(18) . . . . ? F73 C73 C74 C75 179.77(18) . . . . ? C72 C73 C74 C75 0.9(3) . . . . ? F74 C74 C75 F75 -1.8(3) . . . . ? C73 C74 C75 F75 179.71(18) . . . . ? F74 C74 C75 C76 178.14(18) . . . . ? C73 C74 C75 C76 -0.3(3) . . . . ? F75 C75 C76 F76 0.7(3) . . . . ? C74 C75 C76 F76 -179.28(17) . . . . ? F75 C75 C76 C71 -179.68(17) . . . . ? C74 C75 C76 C71 0.4(3) . . . . ? C72 C71 C76 F76 178.73(16) . . . . ? B1 C71 C76 F76 6.2(3) . . . . ? C72 C71 C76 C75 -0.9(3) . . . . ? B1 C71 C76 C75 -173.46(17) . . . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 67.93 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.326 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.049 # Attachment '- erk5775.cif' data_erk5775 _database_code_depnum_ccdc_archive 'CCDC 866996' #TrackingRef '- erk5775.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41.50 H44 B Cl3 F15 P' _chemical_formula_weight 975.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.9180(3) _cell_length_b 14.0824(8) _cell_length_c 24.6152(13) _cell_angle_alpha 84.704(3) _cell_angle_beta 82.226(2) _cell_angle_gamma 82.855(3) _cell_volume 4389.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 13615 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1996 _exptl_absorpt_coefficient_mu 3.087 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4578 _exptl_absorpt_correction_T_max 0.6897 _exptl_absorpt_process_details 'DEnzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 57825 _diffrn_reflns_av_R_equivalents 0.062 _diffrn_reflns_av_sigmaI/netI 0.0353 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.48 _diffrn_reflns_theta_max 67.26 _reflns_number_total 15193 _reflns_number_gt 12199 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to Zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on all data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0913P)^2^+6.3377P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00067(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 15193 _refine_ls_number_parameters 1131 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0815 _refine_ls_R_factor_gt 0.0662 _refine_ls_wR_factor_ref 0.1871 _refine_ls_wR_factor_gt 0.1725 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1A P 0.72564(6) 0.19886(6) 0.12666(3) 0.0358(2) Uani 1 1 d . . . B1A B 0.2619(3) 0.3614(3) 0.12549(15) 0.0364(8) Uani 1 1 d . . . C1A C 0.6109(3) 0.1350(2) 0.12976(14) 0.0392(7) Uani 1 1 d . . . C2A C 0.5160(3) 0.1855(2) 0.13224(13) 0.0372(7) Uani 1 1 d . . . C3A C 0.4212(3) 0.2212(2) 0.13091(13) 0.0367(7) Uani 1 1 d . . . C4A C 0.3210(3) 0.2514(2) 0.12580(13) 0.0373(7) Uani 1 1 d . . . C5A C 0.6190(3) 0.0274(3) 0.1212(2) 0.0616(11) Uani 1 1 d . . . H5A1 H 0.6818 0.0118 0.0951 0.074 Uiso 1 1 calc R . . H5A2 H 0.6307 -0.0083 0.1564 0.074 Uiso 1 1 calc R . . C6A C 0.5322(4) -0.0081(4) 0.1018(3) 0.100(2) Uani 1 1 d . . . H6A1 H 0.5218 0.0253 0.0659 0.120 Uiso 1 1 calc R . . H6A2 H 0.4685 0.0086 0.1271 0.120 Uiso 1 1 calc R . . C7A C 0.5436(4) -0.1149(3) 0.0960(3) 0.0859(16) Uani 1 1 d . . . H7A1 H 0.6113 -0.1342 0.0755 0.129 Uiso 1 1 calc R . . H7A2 H 0.4880 -0.1301 0.0767 0.129 Uiso 1 1 calc R . . H7A3 H 0.5389 -0.1488 0.1322 0.129 Uiso 1 1 calc R . . C8A C 0.2581(3) 0.1740(2) 0.11223(15) 0.0444(8) Uani 1 1 d . . . H8A1 H 0.2659 0.1193 0.1395 0.053 Uiso 1 1 calc R . . H8A2 H 0.1835 0.1994 0.1156 0.053 Uiso 1 1 calc R . . C9A C 0.2898(3) 0.1387(3) 0.05552(17) 0.0581(10) Uani 1 1 d . . . H9A1 H 0.3665 0.1249 0.0493 0.070 Uiso 1 1 calc R . . H9A2 H 0.2689 0.1899 0.0281 0.070 Uiso 1 1 calc R . . C10A C 0.2410(5) 0.0492(4) 0.0470(2) 0.0864(16) Uani 1 1 d . . . H10A H 0.2594 -0.0013 0.0747 0.130 Uiso 1 1 calc R . . H10B H 0.2674 0.0282 0.0108 0.130 Uiso 1 1 calc R . . H10C H 0.1651 0.0637 0.0501 0.130 Uiso 1 1 calc R . . C21A C 0.7208(3) 0.2822(3) 0.06205(16) 0.0512(9) Uani 1 1 d . . . C22A C 0.8274(3) 0.3208(3) 0.04073(18) 0.0591(10) Uani 1 1 d . . . H22A H 0.8799 0.2676 0.0311 0.089 Uiso 1 1 calc R . . H22B H 0.8495 0.3540 0.0692 0.089 Uiso 1 1 calc R . . H22C H 0.8195 0.3649 0.0085 0.089 Uiso 1 1 calc R . . C23A C 0.6891(3) 0.2266(3) 0.01663(16) 0.0588(10) Uani 1 1 d . . . H23A H 0.6915 0.2667 -0.0176 0.088 Uiso 1 1 calc R . . H23B H 0.6184 0.2094 0.0273 0.088 Uiso 1 1 calc R . . H23C H 0.7376 0.1688 0.0118 0.088 Uiso 1 1 calc R . . C24A C 0.6357(3) 0.3689(3) 0.07252(19) 0.0599(11) Uani 1 1 d . . . H24A H 0.6316 0.4098 0.0388 0.090 Uiso 1 1 calc R . . H24B H 0.6542 0.4052 0.1007 0.090 Uiso 1 1 calc R . . H24C H 0.5680 0.3457 0.0846 0.090 Uiso 1 1 calc R . . C31A C 0.7160(3) 0.2679(3) 0.18992(17) 0.0529(9) Uani 1 1 d . . . C32A C 0.7442(4) 0.1980(4) 0.23982(18) 0.0753(13) Uani 1 1 d . . . H32A H 0.8169 0.1703 0.2329 0.113 Uiso 1 1 calc R . . H32B H 0.6986 0.1473 0.2451 0.113 Uiso 1 1 calc R . . H32C H 0.7347 0.2330 0.2726 0.113 Uiso 1 1 calc R . . C33A C 0.6031(3) 0.3130(3) 0.20614(17) 0.0553(10) Uani 1 1 d . . . H33A H 0.6010 0.3505 0.2375 0.083 Uiso 1 1 calc R . . H33B H 0.5574 0.2627 0.2157 0.083 Uiso 1 1 calc R . . H33C H 0.5794 0.3544 0.1755 0.083 Uiso 1 1 calc R . . C34A C 0.7877(3) 0.3498(3) 0.1806(2) 0.0624(11) Uani 1 1 d . . . H34A H 0.7643 0.3963 0.1519 0.094 Uiso 1 1 calc R . . H34B H 0.8597 0.3234 0.1695 0.094 Uiso 1 1 calc R . . H34C H 0.7841 0.3810 0.2144 0.094 Uiso 1 1 calc R . . C41A C 0.8497(3) 0.1120(3) 0.12271(18) 0.0546(10) Uani 1 1 d . . . C42A C 0.8776(4) 0.0735(3) 0.0646(2) 0.0717(13) Uani 1 1 d . . . H42A H 0.8867 0.1269 0.0372 0.108 Uiso 1 1 calc R . . H42B H 0.8212 0.0394 0.0569 0.108 Uiso 1 1 calc R . . H42C H 0.9423 0.0302 0.0636 0.108 Uiso 1 1 calc R . . C43A C 0.8393(3) 0.0249(3) 0.1660(2) 0.0670(12) Uani 1 1 d . . . H43A H 0.9025 0.0121 0.1840 0.100 Uiso 1 1 calc R . . H43B H 0.8300 -0.0312 0.1478 0.100 Uiso 1 1 calc R . . H43C H 0.7790 0.0393 0.1932 0.100 Uiso 1 1 calc R . . C44A C 0.9450(3) 0.1615(3) 0.1337(2) 0.0655(12) Uani 1 1 d . . . H44A H 0.9350 0.1787 0.1714 0.098 Uiso 1 1 calc R . . H44B H 0.9506 0.2190 0.1090 0.098 Uiso 1 1 calc R . . H44C H 1.0089 0.1178 0.1274 0.098 Uiso 1 1 calc R . . C51A C 0.3298(2) 0.4436(2) 0.14331(13) 0.0365(7) Uani 1 1 d . . . C52A C 0.3395(3) 0.5339(2) 0.11669(14) 0.0428(8) Uani 1 1 d . . . F52A F 0.30587(18) 0.55778(15) 0.06722(9) 0.0563(5) Uani 1 1 d . . . C53A C 0.3792(3) 0.6069(3) 0.13845(16) 0.0475(8) Uani 1 1 d . . . F53A F 0.3842(2) 0.69313(15) 0.11012(11) 0.0661(6) Uani 1 1 d . . . C54A C 0.4121(3) 0.5921(3) 0.18923(16) 0.0472(8) Uani 1 1 d . . . F54A F 0.44837(19) 0.66295(16) 0.21192(11) 0.0660(6) Uani 1 1 d . . . C55A C 0.4059(3) 0.5043(3) 0.21747(14) 0.0445(8) Uani 1 1 d . . . F55A F 0.43763(18) 0.48886(17) 0.26792(9) 0.0599(6) Uani 1 1 d . . . C56A C 0.3645(3) 0.4334(2) 0.19490(14) 0.0395(7) Uani 1 1 d . . . F56A F 0.35554(16) 0.35017(14) 0.22663(8) 0.0469(5) Uani 1 1 d . . . C61A C 0.2337(2) 0.3811(2) 0.06156(13) 0.0363(7) Uani 1 1 d . . . C62A C 0.1359(2) 0.3865(2) 0.04372(13) 0.0373(7) Uani 1 1 d . . . F62A F 0.04784(14) 0.37813(15) 0.08000(8) 0.0469(5) Uani 1 1 d . . . C63A C 0.1187(3) 0.3994(2) -0.01081(14) 0.0411(7) Uani 1 1 d . . . F63A F 0.02051(15) 0.40679(16) -0.02503(8) 0.0515(5) Uani 1 1 d . . . C64A C 0.2027(3) 0.4037(3) -0.05156(13) 0.0429(8) Uani 1 1 d . . . F64A F 0.18651(18) 0.41639(17) -0.10455(8) 0.0592(6) Uani 1 1 d . . . C65A C 0.3018(3) 0.3951(3) -0.03651(14) 0.0431(8) Uani 1 1 d . . . F65A F 0.38564(17) 0.39762(17) -0.07575(8) 0.0579(6) Uani 1 1 d . . . C66A C 0.3151(3) 0.3851(2) 0.01826(14) 0.0403(7) Uani 1 1 d . . . F66A F 0.41542(15) 0.37964(17) 0.02952(8) 0.0523(5) Uani 1 1 d . . . C71A C 0.1561(2) 0.3707(2) 0.17207(13) 0.0371(7) Uani 1 1 d . . . C72A C 0.1335(3) 0.3052(3) 0.21651(15) 0.0451(8) Uani 1 1 d . . . F72A F 0.19425(18) 0.22049(15) 0.22228(9) 0.0583(6) Uani 1 1 d . . . C73A C 0.0509(3) 0.3206(3) 0.25789(15) 0.0523(9) Uani 1 1 d . . . F73A F 0.0343(2) 0.2532(2) 0.29946(11) 0.0790(8) Uani 1 1 d . . . C74A C -0.0145(3) 0.4047(3) 0.25636(16) 0.0523(9) Uani 1 1 d . . . F74A F -0.09528(18) 0.4210(2) 0.29632(10) 0.0733(7) Uani 1 1 d . . . C75A C 0.0039(3) 0.4729(3) 0.21365(16) 0.0476(9) Uani 1 1 d . . . F75A F -0.05927(18) 0.55669(18) 0.21165(10) 0.0656(6) Uani 1 1 d . . . C76A C 0.0879(3) 0.4553(2) 0.17361(14) 0.0413(7) Uani 1 1 d . . . F76A F 0.10236(16) 0.52631(14) 0.13367(9) 0.0507(5) Uani 1 1 d . . . P1B P 0.37254(7) 0.72954(7) 0.45875(4) 0.0432(2) Uani 1 1 d . . . B1B B 0.8393(3) 0.7272(3) 0.36563(16) 0.0394(8) Uani 1 1 d . . . C1B C 0.4902(3) 0.7207(3) 0.49196(15) 0.0514(9) Uani 1 1 d . . . C2B C 0.5852(3) 0.7141(3) 0.46266(15) 0.0452(8) Uani 1 1 d . . . C3B C 0.6820(3) 0.7145(2) 0.44542(14) 0.0409(7) Uani 1 1 d . . . C4B C 0.7831(3) 0.7198(2) 0.42915(14) 0.0403(7) Uani 1 1 d . . . C5B C 0.4851(4) 0.7462(5) 0.55168(19) 0.0939(19) Uani 1 1 d . . . H5B1 H 0.5016 0.8124 0.5510 0.113 Uiso 1 1 calc R . . H5B2 H 0.4125 0.7446 0.5692 0.113 Uiso 1 1 calc R . . C6B C 0.5520(5) 0.6872(5) 0.5853(2) 0.100(2) Uani 1 1 d . . . H6B1 H 0.6245 0.6886 0.5676 0.120 Uiso 1 1 calc R . . H6B2 H 0.5352 0.6211 0.5860 0.120 Uiso 1 1 calc R . . C7B C 0.5479(7) 0.7118(6) 0.6434(2) 0.119(2) Uani 1 1 d . . . H7B1 H 0.5884 0.7651 0.6444 0.178 Uiso 1 1 calc R . . H7B2 H 0.5774 0.6565 0.6652 0.178 Uiso 1 1 calc R . . H7B3 H 0.4755 0.7296 0.6584 0.178 Uiso 1 1 calc R . . C8B C 0.8493(3) 0.7344(3) 0.47394(15) 0.0501(9) Uani 1 1 d . . . H8B1 H 0.8482 0.6781 0.5005 0.060 Uiso 1 1 calc R . . H8B2 H 0.9222 0.7366 0.4570 0.060 Uiso 1 1 calc R . . C9B C 0.8162(4) 0.8219(4) 0.5045(2) 0.0702(13) Uani 1 1 d . . . H9B1 H 0.7445 0.8190 0.5230 0.084 Uiso 1 1 calc R . . H9B2 H 0.8154 0.8786 0.4782 0.084 Uiso 1 1 calc R . . C10B C 0.8882(5) 0.8329(5) 0.5469(3) 0.104(2) Uani 1 1 d . . . H10D H 0.8955 0.7741 0.5706 0.156 Uiso 1 1 calc R . . H10E H 0.8583 0.8858 0.5688 0.156 Uiso 1 1 calc R . . H10F H 0.9567 0.8458 0.5283 0.156 Uiso 1 1 calc R . . C21B C 0.4115(3) 0.6881(3) 0.38694(15) 0.0517(9) Uani 1 1 d . . . C22B C 0.3142(4) 0.6722(4) 0.35958(19) 0.0712(13) Uani 1 1 d . . . H22D H 0.3366 0.6557 0.3221 0.107 Uiso 1 1 calc R . . H22E H 0.2656 0.7305 0.3594 0.107 Uiso 1 1 calc R . . H22F H 0.2795 0.6203 0.3801 0.107 Uiso 1 1 calc R . . C23B C 0.4818(3) 0.5909(3) 0.38941(18) 0.0633(11) Uani 1 1 d . . . H23D H 0.4437 0.5435 0.4122 0.095 Uiso 1 1 calc R . . H23E H 0.5451 0.5984 0.4050 0.095 Uiso 1 1 calc R . . H23F H 0.5006 0.5698 0.3526 0.095 Uiso 1 1 calc R . . C24B C 0.4736(3) 0.7600(4) 0.34937(16) 0.0629(11) Uani 1 1 d . . . H24D H 0.4972 0.7340 0.3141 0.094 Uiso 1 1 calc R . . H24E H 0.5340 0.7717 0.3662 0.094 Uiso 1 1 calc R . . H24F H 0.4288 0.8199 0.3441 0.094 Uiso 1 1 calc R . . C31B C 0.2729(3) 0.6532(3) 0.49980(17) 0.0525(9) Uani 1 1 d . . . C32B C 0.3081(4) 0.5472(3) 0.4930(2) 0.0712(12) Uani 1 1 d . . . H32D H 0.3784 0.5310 0.5032 0.107 Uiso 1 1 calc R . . H32E H 0.3082 0.5343 0.4549 0.107 Uiso 1 1 calc R . . H32F H 0.2600 0.5088 0.5164 0.107 Uiso 1 1 calc R . . C33B C 0.1627(3) 0.6795(4) 0.4802(2) 0.0748(13) Uani 1 1 d . . . H33D H 0.1144 0.6367 0.4997 0.112 Uiso 1 1 calc R . . H33E H 0.1681 0.6729 0.4410 0.112 Uiso 1 1 calc R . . H33F H 0.1367 0.7452 0.4876 0.112 Uiso 1 1 calc R . . C34B C 0.2589(4) 0.6649(4) 0.56162(18) 0.0762(14) Uani 1 1 d . . . H34D H 0.1993 0.6331 0.5792 0.114 Uiso 1 1 calc R . . H34E H 0.2466 0.7326 0.5679 0.114 Uiso 1 1 calc R . . H34F H 0.3219 0.6363 0.5770 0.114 Uiso 1 1 calc R . . C41B C 0.3209(3) 0.8615(3) 0.45646(18) 0.0576(10) Uani 1 1 d . . . C42B C 0.2457(4) 0.8884(4) 0.4124(2) 0.0793(14) Uani 1 1 d . . . H42D H 0.1899 0.8470 0.4186 0.119 Uiso 1 1 calc R . . H42E H 0.2844 0.8804 0.3762 0.119 Uiso 1 1 calc R . . H42F H 0.2155 0.9547 0.4147 0.119 Uiso 1 1 calc R . . C43B C 0.2623(4) 0.8912(3) 0.5117(2) 0.0747(13) Uani 1 1 d . . . H43D H 0.2386 0.9594 0.5087 0.112 Uiso 1 1 calc R . . H43E H 0.3090 0.8776 0.5398 0.112 Uiso 1 1 calc R . . H43F H 0.2020 0.8555 0.5216 0.112 Uiso 1 1 calc R . . C44B C 0.4141(4) 0.9219(3) 0.4430(2) 0.0757(13) Uani 1 1 d . . . H44D H 0.3878 0.9895 0.4409 0.114 Uiso 1 1 calc R . . H44E H 0.4534 0.9057 0.4080 0.114 Uiso 1 1 calc R . . H44F H 0.4598 0.9083 0.4716 0.114 Uiso 1 1 calc R . . C51B C 0.9502(3) 0.6542(2) 0.35627(14) 0.0404(7) Uani 1 1 d . . . C52B C 0.9792(3) 0.5725(3) 0.38894(15) 0.0454(8) Uani 1 1 d . . . F52B F 0.91949(17) 0.54908(16) 0.43695(9) 0.0561(5) Uani 1 1 d . . . C53B C 1.0677(3) 0.5084(3) 0.37626(18) 0.0549(9) Uani 1 1 d . . . F53B F 1.0900(2) 0.43111(19) 0.41067(12) 0.0789(8) Uani 1 1 d . . . C54B C 1.1321(3) 0.5242(3) 0.32836(19) 0.0567(10) Uani 1 1 d . . . F54B F 1.2180(2) 0.4624(2) 0.31516(13) 0.0815(8) Uani 1 1 d . . . C55B C 1.1076(3) 0.6032(3) 0.29369(16) 0.0520(9) Uani 1 1 d . . . F55B F 1.16954(19) 0.6194(2) 0.24619(11) 0.0743(7) Uani 1 1 d . . . C56B C 1.0188(3) 0.6648(3) 0.30799(15) 0.0443(8) Uani 1 1 d . . . F56B F 0.99766(17) 0.73977(16) 0.27089(9) 0.0560(5) Uani 1 1 d . . . C61B C 0.8560(3) 0.8426(2) 0.35862(14) 0.0419(8) Uani 1 1 d . . . C62B C 0.9472(3) 0.8822(3) 0.36135(16) 0.0471(8) Uani 1 1 d . . . F62B F 1.03924(16) 0.82447(16) 0.36591(11) 0.0607(6) Uani 1 1 d . . . C63B C 0.9545(3) 0.9793(3) 0.36113(17) 0.0524(9) Uani 1 1 d . . . F63B F 1.04781(19) 1.01101(18) 0.36438(12) 0.0738(7) Uani 1 1 d . . . C64B C 0.8660(3) 1.0438(3) 0.35882(17) 0.0545(9) Uani 1 1 d . . . F64B F 0.8707(2) 1.13819(16) 0.35976(12) 0.0740(7) Uani 1 1 d . . . C65B C 0.7722(3) 1.0090(3) 0.35663(16) 0.0493(9) Uani 1 1 d . . . F65B F 0.68375(19) 1.07128(16) 0.35574(11) 0.0662(6) Uani 1 1 d . . . C66B C 0.7689(3) 0.9115(3) 0.35635(15) 0.0451(8) Uani 1 1 d . . . F66B F 0.67320(15) 0.88373(15) 0.35453(9) 0.0535(5) Uani 1 1 d . . . C71B C 0.7719(3) 0.6939(2) 0.31972(13) 0.0393(7) Uani 1 1 d . . . C72B C 0.7397(3) 0.6024(2) 0.32666(13) 0.0398(7) Uani 1 1 d . . . F72B F 0.75263(16) 0.54735(14) 0.37376(8) 0.0480(5) Uani 1 1 d . . . C73B C 0.6968(3) 0.5605(3) 0.28797(15) 0.0458(8) Uani 1 1 d . . . F73B F 0.66838(18) 0.47053(16) 0.29866(10) 0.0595(6) Uani 1 1 d . . . C74B C 0.6852(3) 0.6094(3) 0.23824(15) 0.0496(9) Uani 1 1 d . . . F74B F 0.64685(18) 0.56792(19) 0.19926(9) 0.0664(7) Uani 1 1 d . . . C75B C 0.7146(3) 0.6998(3) 0.22858(14) 0.0513(9) Uani 1 1 d . . . F75B F 0.7050(2) 0.7490(2) 0.17971(9) 0.0737(7) Uani 1 1 d . . . C76B C 0.7574(3) 0.7396(3) 0.26884(15) 0.0457(8) Uani 1 1 d . . . F76B F 0.78768(19) 0.82849(16) 0.25425(9) 0.0614(6) Uani 1 1 d . . . C101 C 0.1831(6) 0.8845(6) 0.2384(4) 0.138(3) Uani 1 1 d . . . H10G H 0.1769 0.8720 0.2785 0.166 Uiso 1 1 calc R . . H10H H 0.1531 0.8329 0.2239 0.166 Uiso 1 1 calc R . . Cl11 Cl 0.3084(2) 0.8785(2) 0.21454(18) 0.2104(16) Uani 1 1 d . . . Cl12 Cl 0.10942(18) 0.9898(2) 0.22352(10) 0.1544(9) Uani 1 1 d . . . C102 C -0.0230(5) 0.7563(4) 0.1200(3) 0.0980(18) Uani 1 1 d . . . H10I H -0.0608 0.7713 0.1560 0.118 Uiso 1 1 calc R . . H10J H -0.0155 0.6865 0.1185 0.118 Uiso 1 1 calc R . . Cl21 Cl 0.09899(19) 0.7936(2) 0.11388(11) 0.1647(10) Uani 1 1 d . . . Cl22 Cl -0.09700(15) 0.80981(10) 0.06872(7) 0.1058(5) Uani 1 1 d . . . C103 C 0.3839(5) 1.0995(5) 0.2668(2) 0.101(2) Uani 1 1 d . . . H10K H 0.3980 1.1660 0.2568 0.121 Uiso 1 1 calc R . . H10L H 0.3583 1.0759 0.2354 0.121 Uiso 1 1 calc R . . Cl31 Cl 0.49931(15) 1.03057(16) 0.28011(9) 0.1290(7) Uani 1 1 d . . . Cl32 Cl 0.28858(17) 1.0963(2) 0.32218(10) 0.1830(13) Uani 1 1 d . . . 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 P1A 0.0323(4) 0.0368(4) 0.0396(4) -0.0023(3) -0.0061(3) -0.0078(3) B1A 0.0324(18) 0.0403(19) 0.0378(19) -0.0028(15) -0.0033(15) -0.0106(15) C1A 0.0375(18) 0.0390(17) 0.0432(18) -0.0030(14) -0.0082(14) -0.0090(14) C2A 0.0373(18) 0.0389(17) 0.0366(17) -0.0031(13) -0.0023(13) -0.0111(14) C3A 0.0372(18) 0.0359(16) 0.0381(17) -0.0017(13) -0.0052(13) -0.0092(13) C4A 0.0371(18) 0.0429(17) 0.0320(16) -0.0001(13) -0.0023(13) -0.0087(14) C5A 0.042(2) 0.044(2) 0.101(3) -0.018(2) -0.009(2) -0.0074(16) C6A 0.073(3) 0.061(3) 0.177(6) -0.037(4) -0.029(4) -0.018(2) C7A 0.079(3) 0.049(2) 0.138(5) -0.020(3) -0.026(3) -0.018(2) C8A 0.0390(18) 0.0416(18) 0.055(2) -0.0059(15) -0.0071(16) -0.0103(14) C9A 0.062(2) 0.059(2) 0.059(2) -0.0190(19) -0.0104(19) -0.0137(19) C10A 0.101(4) 0.078(3) 0.092(4) -0.035(3) -0.014(3) -0.032(3) C21A 0.045(2) 0.058(2) 0.052(2) 0.0031(17) -0.0081(17) -0.0158(17) C22A 0.050(2) 0.069(3) 0.061(2) 0.008(2) -0.0079(19) -0.0240(19) C23A 0.065(3) 0.074(3) 0.043(2) 0.0014(19) -0.0136(18) -0.025(2) C24A 0.049(2) 0.051(2) 0.079(3) 0.016(2) -0.015(2) -0.0093(17) C31A 0.047(2) 0.060(2) 0.056(2) -0.0134(18) -0.0075(17) -0.0122(17) C32A 0.080(3) 0.098(4) 0.051(2) 0.001(2) -0.015(2) -0.021(3) C33A 0.047(2) 0.069(2) 0.054(2) -0.0249(19) -0.0034(17) -0.0078(18) C34A 0.048(2) 0.066(3) 0.079(3) -0.032(2) -0.005(2) -0.0142(19) C41A 0.042(2) 0.045(2) 0.078(3) -0.0022(19) -0.0142(19) -0.0076(16) C42A 0.059(3) 0.061(3) 0.096(4) -0.029(2) 0.004(2) -0.007(2) C43A 0.054(2) 0.053(2) 0.094(3) 0.011(2) -0.024(2) -0.0053(19) C44A 0.038(2) 0.055(2) 0.105(4) -0.004(2) -0.018(2) -0.0049(17) C51A 0.0310(16) 0.0413(17) 0.0376(17) -0.0029(13) -0.0037(13) -0.0062(13) C52A 0.0424(19) 0.0456(19) 0.0419(18) 0.0008(15) -0.0092(15) -0.0098(15) F52A 0.0722(14) 0.0495(12) 0.0514(12) 0.0081(9) -0.0200(11) -0.0183(10) C53A 0.045(2) 0.0416(19) 0.057(2) -0.0031(16) -0.0034(17) -0.0114(15) F53A 0.0802(16) 0.0440(12) 0.0779(16) 0.0060(11) -0.0162(13) -0.0231(11) C54A 0.0401(19) 0.047(2) 0.059(2) -0.0175(17) -0.0089(16) -0.0065(15) F54A 0.0679(15) 0.0525(13) 0.0862(17) -0.0252(12) -0.0213(13) -0.0136(11) C55A 0.0375(18) 0.055(2) 0.0427(19) -0.0114(16) -0.0067(15) -0.0029(15) F55A 0.0656(14) 0.0705(14) 0.0493(12) -0.0170(11) -0.0211(11) -0.0055(11) C56A 0.0385(17) 0.0396(17) 0.0398(18) -0.0030(14) -0.0027(14) -0.0045(14) F56A 0.0524(12) 0.0494(11) 0.0401(10) 0.0002(9) -0.0104(9) -0.0081(9) C61A 0.0331(16) 0.0401(17) 0.0365(17) -0.0030(13) -0.0038(13) -0.0078(13) C62A 0.0331(16) 0.0424(17) 0.0370(17) -0.0054(14) -0.0014(13) -0.0077(13) F62A 0.0340(10) 0.0658(13) 0.0428(10) -0.0049(9) -0.0027(8) -0.0150(9) C63A 0.0395(18) 0.0437(18) 0.0432(18) -0.0047(14) -0.0122(15) -0.0079(14) F63A 0.0416(11) 0.0658(13) 0.0514(12) -0.0065(10) -0.0169(9) -0.0093(9) C64A 0.051(2) 0.0468(19) 0.0327(17) -0.0002(14) -0.0086(15) -0.0121(15) F64A 0.0654(14) 0.0784(15) 0.0359(11) -0.0010(10) -0.0103(10) -0.0142(12) C65A 0.0421(19) 0.0497(19) 0.0363(17) -0.0023(15) 0.0020(14) -0.0085(15) F65A 0.0492(12) 0.0786(15) 0.0430(11) -0.0034(10) 0.0074(9) -0.0110(11) C66A 0.0332(17) 0.0453(18) 0.0429(18) -0.0014(14) -0.0060(14) -0.0070(14) F66A 0.0319(10) 0.0774(14) 0.0472(11) -0.0012(10) -0.0031(8) -0.0091(9) C71A 0.0330(16) 0.0423(17) 0.0374(17) -0.0044(14) -0.0047(13) -0.0088(13) C72A 0.0409(19) 0.0481(19) 0.0446(19) -0.0043(15) -0.0002(15) -0.0039(15) F72A 0.0623(13) 0.0492(12) 0.0554(13) 0.0092(10) 0.0078(10) -0.0010(10) C73A 0.049(2) 0.065(2) 0.042(2) 0.0007(17) 0.0051(16) -0.0156(18) F73A 0.0808(18) 0.0861(18) 0.0598(15) 0.0145(13) 0.0198(13) -0.0152(14) C74A 0.0370(19) 0.074(3) 0.047(2) -0.0196(19) 0.0040(16) -0.0099(18) F74A 0.0501(13) 0.106(2) 0.0598(14) -0.0193(14) 0.0145(11) -0.0057(13) C75A 0.0337(18) 0.057(2) 0.054(2) -0.0190(18) -0.0066(16) 0.0012(15) F75A 0.0507(13) 0.0712(15) 0.0717(15) -0.0202(12) -0.0045(11) 0.0130(11) C76A 0.0377(18) 0.0465(19) 0.0410(18) -0.0048(15) -0.0086(14) -0.0057(14) F76A 0.0504(12) 0.0462(11) 0.0535(12) -0.0016(9) -0.0059(9) 0.0000(9) P1B 0.0394(5) 0.0480(5) 0.0420(5) -0.0021(4) -0.0029(4) -0.0073(4) B1B 0.0346(19) 0.046(2) 0.039(2) -0.0037(16) -0.0059(16) -0.0095(16) C1B 0.046(2) 0.066(2) 0.0423(19) -0.0093(17) -0.0032(16) -0.0047(17) C2B 0.045(2) 0.0456(19) 0.047(2) -0.0081(15) -0.0079(16) -0.0062(15) C3B 0.0395(19) 0.0473(19) 0.0371(17) -0.0055(14) -0.0070(14) -0.0060(14) C4B 0.0403(18) 0.0402(17) 0.0413(18) -0.0022(14) -0.0079(14) -0.0054(14) C5B 0.069(3) 0.160(6) 0.050(3) -0.031(3) -0.013(2) 0.016(3) C6B 0.118(5) 0.119(5) 0.055(3) -0.007(3) -0.024(3) 0.039(4) C7B 0.171(7) 0.135(6) 0.048(3) -0.004(3) -0.026(4) 0.003(5) C8B 0.047(2) 0.063(2) 0.0430(19) -0.0107(17) -0.0101(16) -0.0052(17) C9B 0.066(3) 0.074(3) 0.077(3) -0.033(2) -0.024(2) 0.004(2) C10B 0.087(4) 0.118(5) 0.122(5) -0.079(4) -0.052(4) 0.024(3) C21B 0.048(2) 0.067(2) 0.0425(19) -0.0064(17) -0.0043(16) -0.0155(18) C22B 0.057(3) 0.103(4) 0.062(3) -0.022(2) -0.009(2) -0.026(2) C23B 0.055(2) 0.072(3) 0.064(3) -0.025(2) 0.007(2) -0.013(2) C24B 0.059(2) 0.091(3) 0.043(2) -0.006(2) -0.0048(18) -0.027(2) C31B 0.043(2) 0.052(2) 0.058(2) 0.0010(18) 0.0069(17) -0.0078(16) C32B 0.074(3) 0.055(2) 0.080(3) 0.000(2) 0.012(2) -0.017(2) C33B 0.047(2) 0.076(3) 0.100(4) -0.001(3) 0.001(2) -0.013(2) C34B 0.095(4) 0.067(3) 0.057(3) 0.002(2) 0.021(2) -0.011(3) C41B 0.061(2) 0.048(2) 0.065(3) -0.0020(18) -0.015(2) -0.0068(18) C42B 0.083(3) 0.063(3) 0.094(4) 0.006(3) -0.037(3) 0.003(2) C43B 0.083(3) 0.054(2) 0.085(3) -0.010(2) -0.009(3) 0.004(2) C44B 0.093(4) 0.057(3) 0.084(3) -0.001(2) -0.023(3) -0.026(2) C51B 0.0379(17) 0.0458(18) 0.0397(18) -0.0042(14) -0.0065(14) -0.0109(14) C52B 0.0450(19) 0.049(2) 0.0435(19) -0.0040(15) -0.0069(15) -0.0080(16) F52B 0.0591(13) 0.0565(12) 0.0493(12) 0.0067(10) -0.0028(10) -0.0055(10) C53B 0.053(2) 0.050(2) 0.063(2) -0.0042(18) -0.0153(19) -0.0014(17) F53B 0.0787(17) 0.0628(15) 0.0887(19) 0.0058(13) -0.0170(14) 0.0159(13) C54B 0.0368(19) 0.060(2) 0.075(3) -0.025(2) -0.0039(19) 0.0010(17) F54B 0.0532(14) 0.0792(17) 0.107(2) -0.0266(16) 0.0013(14) 0.0146(12) C55B 0.0385(19) 0.062(2) 0.056(2) -0.0171(19) 0.0042(17) -0.0125(17) F55B 0.0574(14) 0.0903(18) 0.0703(16) -0.0180(14) 0.0206(12) -0.0119(13) C56B 0.0425(19) 0.0465(19) 0.0457(19) -0.0041(15) -0.0029(15) -0.0143(15) F56B 0.0561(13) 0.0614(13) 0.0489(12) -0.0004(10) 0.0039(10) -0.0142(10) C61B 0.0416(18) 0.0449(18) 0.0401(18) -0.0021(14) -0.0052(14) -0.0098(15) C62B 0.0396(19) 0.049(2) 0.055(2) -0.0089(16) -0.0059(16) -0.0080(15) F62B 0.0405(11) 0.0586(13) 0.0881(17) -0.0164(12) -0.0160(11) -0.0095(10) C63B 0.048(2) 0.055(2) 0.059(2) -0.0085(18) -0.0067(18) -0.0223(18) F63B 0.0585(14) 0.0655(15) 0.106(2) -0.0145(14) -0.0152(14) -0.0287(12) C64B 0.065(3) 0.042(2) 0.058(2) -0.0044(17) -0.0062(19) -0.0159(18) F64B 0.0842(17) 0.0444(12) 0.0956(19) -0.0045(12) -0.0084(15) -0.0204(12) C65B 0.050(2) 0.045(2) 0.052(2) 0.0006(16) -0.0084(17) -0.0037(16) F65B 0.0654(15) 0.0505(13) 0.0809(17) 0.0036(11) -0.0155(12) 0.0017(11) C66B 0.0417(19) 0.050(2) 0.0447(19) 0.0003(15) -0.0066(15) -0.0122(15) F66B 0.0387(11) 0.0530(12) 0.0702(14) 0.0022(10) -0.0129(10) -0.0085(9) C71B 0.0342(17) 0.0493(19) 0.0351(17) -0.0046(14) -0.0029(13) -0.0084(14) C72B 0.0380(18) 0.0476(19) 0.0349(17) -0.0060(14) -0.0031(14) -0.0082(14) F72B 0.0559(12) 0.0469(11) 0.0420(11) -0.0008(9) -0.0045(9) -0.0133(9) C73B 0.0381(18) 0.052(2) 0.048(2) -0.0139(16) 0.0017(15) -0.0086(15) F73B 0.0594(13) 0.0580(13) 0.0667(14) -0.0212(11) -0.0040(11) -0.0205(10) C74B 0.0343(18) 0.071(2) 0.047(2) -0.0225(18) -0.0045(15) -0.0072(17) F74B 0.0577(14) 0.0976(18) 0.0509(13) -0.0314(12) -0.0133(11) -0.0103(12) C75B 0.048(2) 0.071(3) 0.0351(18) -0.0035(17) -0.0065(15) -0.0024(18) F75B 0.0846(18) 0.0975(19) 0.0402(12) 0.0045(12) -0.0215(12) -0.0069(14) C76B 0.0452(19) 0.050(2) 0.0425(19) 0.0001(15) -0.0043(15) -0.0123(16) F76B 0.0768(15) 0.0603(13) 0.0486(12) 0.0126(10) -0.0134(11) -0.0204(11) C101 0.134(6) 0.132(6) 0.154(7) 0.055(5) -0.039(5) -0.061(5) Cl11 0.1159(17) 0.138(2) 0.359(5) -0.045(2) 0.037(2) 0.0077(14) Cl12 0.1174(15) 0.183(2) 0.1482(18) 0.0316(16) -0.0245(13) 0.0145(14) C102 0.125(5) 0.077(4) 0.096(4) -0.006(3) -0.015(4) -0.024(3) Cl21 0.1201(16) 0.244(3) 0.1441(19) -0.0215(19) -0.0137(14) -0.0746(18) Cl22 0.1389(14) 0.0599(7) 0.1235(13) -0.0150(7) -0.0354(10) -0.0034(8) C103 0.107(4) 0.115(5) 0.085(4) 0.034(3) -0.037(3) -0.034(4) Cl31 0.1028(12) 0.1509(17) 0.1328(15) 0.0497(13) -0.0416(11) -0.0280(11) Cl32 0.1128(15) 0.290(3) 0.1256(16) 0.110(2) -0.0122(12) -0.0386(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1A C1A 1.816(3) . ? P1A C41A 1.888(4) . ? P1A C21A 1.891(4) . ? P1A C31A 1.893(4) . ? B1A C4A 1.640(5) . ? B1A C61A 1.654(5) . ? B1A C51A 1.658(5) . ? B1A C71A 1.661(5) . ? C1A C2A 1.335(5) . ? C1A C5A 1.537(5) . ? C2A C3A 1.268(5) . ? C3A C4A 1.330(5) . ? C4A C8A 1.523(5) . ? C5A C6A 1.437(6) . ? C5A H5A1 0.9800 . ? C5A H5A2 0.9800 . ? C6A C7A 1.511(6) . ? C6A H6A1 0.9800 . ? C6A H6A2 0.9800 . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? C7A H7A3 0.9700 . ? C8A C9A 1.512(5) . ? C8A H8A1 0.9800 . ? C8A H8A2 0.9800 . ? C9A C10A 1.520(6) . ? C9A H9A1 0.9800 . ? C9A H9A2 0.9800 . ? C10A H10A 0.9700 . ? C10A H10B 0.9700 . ? C10A H10C 0.9700 . ? C21A C23A 1.548(5) . ? C21A C22A 1.551(5) . ? C21A C24A 1.553(6) . ? C22A H22A 0.9700 . ? C22A H22B 0.9700 . ? C22A H22C 0.9700 . ? C23A H23A 0.9700 . ? C23A H23B 0.9700 . ? C23A H23C 0.9700 . ? C24A H24A 0.9700 . ? C24A H24B 0.9700 . ? C24A H24C 0.9700 . ? C31A C33A 1.533(5) . ? C31A C34A 1.549(5) . ? C31A C32A 1.555(6) . ? C32A H32A 0.9700 . ? C32A H32B 0.9700 . ? C32A H32C 0.9700 . ? C33A H33A 0.9700 . ? C33A H33B 0.9700 . ? C33A H33C 0.9700 . ? C34A H34A 0.9700 . ? C34A H34B 0.9700 . ? C34A H34C 0.9700 . ? C41A C44A 1.552(5) . ? C41A C42A 1.556(6) . ? C41A C43A 1.556(6) . ? C42A H42A 0.9700 . ? C42A H42B 0.9700 . ? C42A H42C 0.9700 . ? C43A H43A 0.9700 . ? C43A H43B 0.9700 . ? C43A H43C 0.9700 . ? C44A H44A 0.9700 . ? C44A H44B 0.9700 . ? C44A H44C 0.9700 . ? C51A C52A 1.389(5) . ? C51A C56A 1.392(5) . ? C52A F52A 1.348(4) . ? C52A C53A 1.383(5) . ? C53A F53A 1.347(4) . ? C53A C54A 1.364(5) . ? C54A F54A 1.348(4) . ? C54A C55A 1.367(5) . ? C55A F55A 1.350(4) . ? C55A C56A 1.381(5) . ? C56A F56A 1.356(4) . ? C61A C62A 1.383(4) . ? C61A C66A 1.395(5) . ? C62A F62A 1.359(4) . ? C62A C63A 1.382(5) . ? C63A F63A 1.350(4) . ? C63A C64A 1.378(5) . ? C64A F64A 1.341(4) . ? C64A C65A 1.368(5) . ? C65A F65A 1.352(4) . ? C65A C66A 1.374(5) . ? C66A F66A 1.353(4) . ? C71A C72A 1.388(5) . ? C71A C76A 1.391(5) . ? C72A F72A 1.352(4) . ? C72A C73A 1.383(5) . ? C73A F73A 1.344(4) . ? C73A C74A 1.367(6) . ? C74A F74A 1.347(4) . ? C74A C75A 1.374(6) . ? C75A F75A 1.350(4) . ? C75A C76A 1.378(5) . ? C76A F76A 1.348(4) . ? P1B C1B 1.806(4) . ? P1B C41B 1.893(4) . ? P1B C21B 1.896(4) . ? P1B C31B 1.904(4) . ? B1B C4B 1.632(5) . ? B1B C71B 1.650(5) . ? B1B C61B 1.656(5) . ? B1B C51B 1.658(5) . ? C1B C2B 1.335(5) . ? C1B C5B 1.536(6) . ? C2B C3B 1.265(5) . ? C3B C4B 1.322(5) . ? C4B C8B 1.526(5) . ? C5B C6B 1.417(7) . ? C5B H5B1 0.9800 . ? C5B H5B2 0.9800 . ? C6B C7B 1.496(7) . ? C6B H6B1 0.9800 . ? C6B H6B2 0.9800 . ? C7B H7B1 0.9700 . ? C7B H7B2 0.9700 . ? C7B H7B3 0.9700 . ? C8B C9B 1.490(6) . ? C8B H8B1 0.9800 . ? C8B H8B2 0.9800 . ? C9B C10B 1.518(6) . ? C9B H9B1 0.9800 . ? C9B H9B2 0.9800 . ? C10B H10D 0.9700 . ? C10B H10E 0.9700 . ? C10B H10F 0.9700 . ? C21B C24B 1.534(6) . ? C21B C23B 1.547(6) . ? C21B C22B 1.553(5) . ? C22B H22D 0.9700 . ? C22B H22E 0.9700 . ? C22B H22F 0.9700 . ? C23B H23D 0.9700 . ? C23B H23E 0.9700 . ? C23B H23F 0.9700 . ? C24B H24D 0.9700 . ? C24B H24E 0.9700 . ? C24B H24F 0.9700 . ? C31B C32B 1.524(6) . ? C31B C34B 1.530(6) . ? C31B C33B 1.556(6) . ? C32B H32D 0.9700 . ? C32B H32E 0.9700 . ? C32B H32F 0.9700 . ? C33B H33D 0.9700 . ? C33B H33E 0.9700 . ? C33B H33F 0.9700 . ? C34B H34D 0.9700 . ? C34B H34E 0.9700 . ? C34B H34F 0.9700 . ? C41B C43B 1.532(6) . ? C41B C44B 1.542(6) . ? C41B C42B 1.543(6) . ? C42B H42D 0.9700 . ? C42B H42E 0.9700 . ? C42B H42F 0.9700 . ? C43B H43D 0.9700 . ? C43B H43E 0.9700 . ? C43B H43F 0.9700 . ? C44B H44D 0.9700 . ? C44B H44E 0.9700 . ? C44B H44F 0.9700 . ? C51B C52B 1.383(5) . ? C51B C56B 1.391(5) . ? C52B F52B 1.359(4) . ? C52B C53B 1.385(5) . ? C53B F53B 1.343(5) . ? C53B C54B 1.365(6) . ? C54B F54B 1.345(4) . ? C54B C55B 1.370(6) . ? C55B F55B 1.342(4) . ? C55B C56B 1.375(5) . ? C56B F56B 1.357(4) . ? C61B C62B 1.377(5) . ? C61B C66B 1.395(5) . ? C62B F62B 1.366(4) . ? C62B C63B 1.382(5) . ? C63B F63B 1.351(4) . ? C63B C64B 1.373(6) . ? C64B F64B 1.340(4) . ? C64B C65B 1.371(5) . ? C65B F65B 1.352(4) . ? C65B C66B 1.380(5) . ? C66B F66B 1.350(4) . ? C71B C76B 1.380(5) . ? C71B C72B 1.391(5) . ? C72B F72B 1.352(4) . ? C72B C73B 1.375(5) . ? C73B F73B 1.355(4) . ? C73B C74B 1.365(5) . ? C74B F74B 1.345(4) . ? C74B C75B 1.365(6) . ? C75B F75B 1.345(4) . ? C75B C76B 1.389(5) . ? C76B F76B 1.359(4) . ? C101 Cl11 1.641(8) . ? C101 Cl12 1.697(8) . ? C101 H10G 0.9800 . ? C101 H10H 0.9800 . ? C102 Cl21 1.705(7) . ? C102 Cl22 1.746(7) . ? C102 H10I 0.9800 . ? C102 H10J 0.9800 . ? C103 Cl32 1.710(7) . ? C103 Cl31 1.728(6) . ? C103 H10K 0.9800 . ? C103 H10L 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1A P1A C41A 110.51(16) . . ? C1A P1A C21A 104.07(16) . . ? C41A P1A C21A 111.57(18) . . ? C1A P1A C31A 109.94(16) . . ? C41A P1A C31A 109.15(18) . . ? C21A P1A C31A 111.52(18) . . ? C4A B1A C61A 101.9(3) . . ? C4A B1A C51A 116.1(3) . . ? C61A B1A C51A 113.1(3) . . ? C4A B1A C71A 111.7(3) . . ? C61A B1A C71A 113.1(3) . . ? C51A B1A C71A 101.4(3) . . ? C2A C1A C5A 118.0(3) . . ? C2A C1A P1A 118.7(2) . . ? C5A C1A P1A 122.7(2) . . ? C3A C2A C1A 170.1(3) . . ? C2A C3A C4A 173.7(3) . . ? C3A C4A C8A 114.4(3) . . ? C3A C4A B1A 128.4(3) . . ? C8A C4A B1A 116.9(3) . . ? C6A C5A C1A 118.3(4) . . ? C6A C5A H5A1 107.7 . . ? C1A C5A H5A1 107.7 . . ? C6A C5A H5A2 107.7 . . ? C1A C5A H5A2 107.7 . . ? H5A1 C5A H5A2 107.1 . . ? C5A C6A C7A 115.6(5) . . ? C5A C6A H6A1 108.4 . . ? C7A C6A H6A1 108.4 . . ? C5A C6A H6A2 108.4 . . ? C7A C6A H6A2 108.4 . . ? H6A1 C6A H6A2 107.4 . . ? C6A C7A H7A1 109.5 . . ? C6A C7A H7A2 109.5 . . ? H7A1 C7A H7A2 109.5 . . ? C6A C7A H7A3 109.5 . . ? H7A1 C7A H7A3 109.5 . . ? H7A2 C7A H7A3 109.5 . . ? C9A C8A C4A 114.7(3) . . ? C9A C8A H8A1 108.6 . . ? C4A C8A H8A1 108.6 . . ? C9A C8A H8A2 108.6 . . ? C4A C8A H8A2 108.6 . . ? H8A1 C8A H8A2 107.6 . . ? C8A C9A C10A 113.5(4) . . ? C8A C9A H9A1 108.9 . . ? C10A C9A H9A1 108.9 . . ? C8A C9A H9A2 108.9 . . ? C10A C9A H9A2 108.9 . . ? H9A1 C9A H9A2 107.7 . . ? C9A C10A H10A 109.5 . . ? C9A C10A H10B 109.5 . . ? H10A C10A H10B 109.5 . . ? C9A C10A H10C 109.5 . . ? H10A C10A H10C 109.5 . . ? H10B C10A H10C 109.5 . . ? C23A C21A C22A 108.5(3) . . ? C23A C21A C24A 108.0(3) . . ? C22A C21A C24A 108.7(3) . . ? C23A C21A P1A 108.3(3) . . ? C22A C21A P1A 113.2(3) . . ? C24A C21A P1A 110.0(3) . . ? C21A C22A H22A 109.5 . . ? C21A C22A H22B 109.5 . . ? H22A C22A H22B 109.5 . . ? C21A C22A H22C 109.5 . . ? H22A C22A H22C 109.5 . . ? H22B C22A H22C 109.5 . . ? C21A C23A H23A 109.5 . . ? C21A C23A H23B 109.5 . . ? H23A C23A H23B 109.5 . . ? C21A C23A H23C 109.5 . . ? H23A C23A H23C 109.5 . . ? H23B C23A H23C 109.5 . . ? C21A C24A H24A 109.5 . . ? C21A C24A H24B 109.5 . . ? H24A C24A H24B 109.5 . . ? C21A C24A H24C 109.5 . . ? H24A C24A H24C 109.5 . . ? H24B C24A H24C 109.5 . . ? C33A C31A C34A 107.7(3) . . ? C33A C31A C32A 105.7(4) . . ? C34A C31A C32A 110.6(3) . . ? C33A C31A P1A 111.2(3) . . ? C34A C31A P1A 111.7(3) . . ? C32A C31A P1A 109.8(3) . . ? C31A C32A H32A 109.5 . . ? C31A C32A H32B 109.5 . . ? H32A C32A H32B 109.5 . . ? C31A C32A H32C 109.5 . . ? H32A C32A H32C 109.5 . . ? H32B C32A H32C 109.5 . . ? C31A C33A H33A 109.5 . . ? C31A C33A H33B 109.5 . . ? H33A C33A H33B 109.5 . . ? C31A C33A H33C 109.5 . . ? H33A C33A H33C 109.5 . . ? H33B C33A H33C 109.5 . . ? C31A C34A H34A 109.5 . . ? C31A C34A H34B 109.5 . . ? H34A C34A H34B 109.5 . . ? C31A C34A H34C 109.5 . . ? H34A C34A H34C 109.5 . . ? H34B C34A H34C 109.5 . . ? C44A C41A C42A 106.9(4) . . ? C44A C41A C43A 107.4(3) . . ? C42A C41A C43A 108.4(4) . . ? C44A C41A P1A 111.0(3) . . ? C42A C41A P1A 111.3(3) . . ? C43A C41A P1A 111.6(3) . . ? C41A C42A H42A 109.5 . . ? C41A C42A H42B 109.5 . . ? H42A C42A H42B 109.5 . . ? C41A C42A H42C 109.5 . . ? H42A C42A H42C 109.5 . . ? H42B C42A H42C 109.5 . . ? C41A C43A H43A 109.5 . . ? C41A C43A H43B 109.5 . . ? H43A C43A H43B 109.5 . . ? C41A C43A H43C 109.5 . . ? H43A C43A H43C 109.5 . . ? H43B C43A H43C 109.5 . . ? C41A C44A H44A 109.5 . . ? C41A C44A H44B 109.5 . . ? H44A C44A H44B 109.5 . . ? C41A C44A H44C 109.5 . . ? H44A C44A H44C 109.5 . . ? H44B C44A H44C 109.5 . . ? C52A C51A C56A 112.8(3) . . ? C52A C51A B1A 126.3(3) . . ? C56A C51A B1A 119.6(3) . . ? F52A C52A C53A 114.7(3) . . ? F52A C52A C51A 120.9(3) . . ? C53A C52A C51A 124.3(3) . . ? F53A C53A C54A 119.7(3) . . ? F53A C53A C52A 120.4(3) . . ? C54A C53A C52A 119.9(3) . . ? F54A C54A C53A 121.0(3) . . ? F54A C54A C55A 120.2(3) . . ? C53A C54A C55A 118.8(3) . . ? F55A C55A C54A 119.5(3) . . ? F55A C55A C56A 120.7(3) . . ? C54A C55A C56A 119.8(3) . . ? F56A C56A C55A 116.4(3) . . ? F56A C56A C51A 119.3(3) . . ? C55A C56A C51A 124.3(3) . . ? C62A C61A C66A 112.7(3) . . ? C62A C61A B1A 127.5(3) . . ? C66A C61A B1A 119.5(3) . . ? F62A C62A C63A 114.5(3) . . ? F62A C62A C61A 121.1(3) . . ? C63A C62A C61A 124.4(3) . . ? F63A C63A C64A 119.1(3) . . ? F63A C63A C62A 121.0(3) . . ? C64A C63A C62A 119.8(3) . . ? F64A C64A C65A 121.4(3) . . ? F64A C64A C63A 120.1(3) . . ? C65A C64A C63A 118.4(3) . . ? F65A C65A C64A 119.6(3) . . ? F65A C65A C66A 120.7(3) . . ? C64A C65A C66A 119.8(3) . . ? F66A C66A C65A 115.9(3) . . ? F66A C66A C61A 119.3(3) . . ? C65A C66A C61A 124.8(3) . . ? C72A C71A C76A 113.0(3) . . ? C72A C71A B1A 126.0(3) . . ? C76A C71A B1A 120.4(3) . . ? F72A C72A C73A 115.1(3) . . ? F72A C72A C71A 120.7(3) . . ? C73A C72A C71A 124.2(3) . . ? F73A C73A C74A 119.9(3) . . ? F73A C73A C72A 120.4(4) . . ? C74A C73A C72A 119.8(4) . . ? F74A C74A C73A 120.6(4) . . ? F74A C74A C75A 120.4(4) . . ? C73A C74A C75A 119.0(3) . . ? F75A C75A C74A 119.9(3) . . ? F75A C75A C76A 120.7(4) . . ? C74A C75A C76A 119.4(3) . . ? F76A C76A C75A 116.0(3) . . ? F76A C76A C71A 119.4(3) . . ? C75A C76A C71A 124.6(3) . . ? C1B P1B C41B 104.81(19) . . ? C1B P1B C21B 107.97(17) . . ? C41B P1B C21B 111.24(19) . . ? C1B P1B C31B 110.53(18) . . ? C41B P1B C31B 111.25(18) . . ? C21B P1B C31B 110.83(18) . . ? C4B B1B C71B 115.6(3) . . ? C4B B1B C61B 99.5(3) . . ? C71B B1B C61B 114.2(3) . . ? C4B B1B C51B 112.6(3) . . ? C71B B1B C51B 101.6(3) . . ? C61B B1B C51B 114.0(3) . . ? C2B C1B C5B 116.2(4) . . ? C2B C1B P1B 120.9(3) . . ? C5B C1B P1B 121.1(3) . . ? C3B C2B C1B 165.9(4) . . ? C2B C3B C4B 176.4(4) . . ? C3B C4B C8B 115.9(3) . . ? C3B C4B B1B 126.3(3) . . ? C8B C4B B1B 117.3(3) . . ? C6B C5B C1B 116.9(5) . . ? C6B C5B H5B1 108.1 . . ? C1B C5B H5B1 108.1 . . ? C6B C5B H5B2 108.1 . . ? C1B C5B H5B2 108.1 . . ? H5B1 C5B H5B2 107.3 . . ? C5B C6B C7B 117.3(5) . . ? C5B C6B H6B1 108.0 . . ? C7B C6B H6B1 108.0 . . ? C5B C6B H6B2 108.0 . . ? C7B C6B H6B2 108.0 . . ? H6B1 C6B H6B2 107.2 . . ? C6B C7B H7B1 109.5 . . ? C6B C7B H7B2 109.5 . . ? H7B1 C7B H7B2 109.5 . . ? C6B C7B H7B3 109.5 . . ? H7B1 C7B H7B3 109.5 . . ? H7B2 C7B H7B3 109.5 . . ? C9B C8B C4B 116.1(3) . . ? C9B C8B H8B1 108.3 . . ? C4B C8B H8B1 108.3 . . ? C9B C8B H8B2 108.3 . . ? C4B C8B H8B2 108.3 . . ? H8B1 C8B H8B2 107.4 . . ? C8B C9B C10B 112.8(4) . . ? C8B C9B H9B1 109.0 . . ? C10B C9B H9B1 109.0 . . ? C8B C9B H9B2 109.0 . . ? C10B C9B H9B2 109.0 . . ? H9B1 C9B H9B2 107.8 . . ? C9B C10B H10D 109.5 . . ? C9B C10B H10E 109.5 . . ? H10D C10B H10E 109.5 . . ? C9B C10B H10F 109.5 . . ? H10D C10B H10F 109.5 . . ? H10E C10B H10F 109.5 . . ? C24B C21B C23B 107.7(3) . . ? C24B C21B C22B 108.4(3) . . ? C23B C21B C22B 106.8(4) . . ? C24B C21B P1B 111.8(3) . . ? C23B C21B P1B 110.0(3) . . ? C22B C21B P1B 111.8(3) . . ? C21B C22B H22D 109.5 . . ? C21B C22B H22E 109.5 . . ? H22D C22B H22E 109.5 . . ? C21B C22B H22F 109.5 . . ? H22D C22B H22F 109.5 . . ? H22E C22B H22F 109.5 . . ? C21B C23B H23D 109.5 . . ? C21B C23B H23E 109.5 . . ? H23D C23B H23E 109.5 . . ? C21B C23B H23F 109.5 . . ? H23D C23B H23F 109.5 . . ? H23E C23B H23F 109.5 . . ? C21B C24B H24D 109.5 . . ? C21B C24B H24E 109.5 . . ? H24D C24B H24E 109.5 . . ? C21B C24B H24F 109.5 . . ? H24D C24B H24F 109.5 . . ? H24E C24B H24F 109.5 . . ? C32B C31B C34B 106.3(4) . . ? C32B C31B C33B 108.9(4) . . ? C34B C31B C33B 106.9(4) . . ? C32B C31B P1B 110.1(3) . . ? C34B C31B P1B 113.6(3) . . ? C33B C31B P1B 110.8(3) . . ? C31B C32B H32D 109.5 . . ? C31B C32B H32E 109.5 . . ? H32D C32B H32E 109.5 . . ? C31B C32B H32F 109.5 . . ? H32D C32B H32F 109.5 . . ? H32E C32B H32F 109.5 . . ? C31B C33B H33D 109.5 . . ? C31B C33B H33E 109.5 . . ? H33D C33B H33E 109.5 . . ? C31B C33B H33F 109.5 . . ? H33D C33B H33F 109.5 . . ? H33E C33B H33F 109.5 . . ? C31B C34B H34D 109.5 . . ? C31B C34B H34E 109.5 . . ? H34D C34B H34E 109.5 . . ? C31B C34B H34F 109.5 . . ? H34D C34B H34F 109.5 . . ? H34E C34B H34F 109.5 . . ? C43B C41B C44B 106.6(4) . . ? C43B C41B C42B 107.9(4) . . ? C44B C41B C42B 108.7(4) . . ? C43B C41B P1B 112.5(3) . . ? C44B C41B P1B 109.3(3) . . ? C42B C41B P1B 111.6(3) . . ? C41B C42B H42D 109.5 . . ? C41B C42B H42E 109.5 . . ? H42D C42B H42E 109.5 . . ? C41B C42B H42F 109.5 . . ? H42D C42B H42F 109.5 . . ? H42E C42B H42F 109.5 . . ? C41B C43B H43D 109.5 . . ? C41B C43B H43E 109.5 . . ? H43D C43B H43E 109.5 . . ? C41B C43B H43F 109.5 . . ? H43D C43B H43F 109.5 . . ? H43E C43B H43F 109.5 . . ? C41B C44B H44D 109.5 . . ? C41B C44B H44E 109.5 . . ? H44D C44B H44E 109.5 . . ? C41B C44B H44F 109.5 . . ? H44D C44B H44F 109.5 . . ? H44E C44B H44F 109.5 . . ? C52B C51B C56B 112.6(3) . . ? C52B C51B B1B 126.8(3) . . ? C56B C51B B1B 120.1(3) . . ? F52B C52B C51B 120.8(3) . . ? F52B C52B C53B 114.7(3) . . ? C51B C52B C53B 124.5(3) . . ? F53B C53B C54B 120.1(4) . . ? F53B C53B C52B 120.4(4) . . ? C54B C53B C52B 119.5(4) . . ? F54B C54B C53B 120.4(4) . . ? F54B C54B C55B 120.4(4) . . ? C53B C54B C55B 119.2(3) . . ? F55B C55B C54B 120.1(3) . . ? F55B C55B C56B 120.7(4) . . ? C54B C55B C56B 119.2(4) . . ? F56B C56B C55B 116.0(3) . . ? F56B C56B C51B 119.1(3) . . ? C55B C56B C51B 124.9(4) . . ? C62B C61B C66B 112.6(3) . . ? C62B C61B B1B 127.2(3) . . ? C66B C61B B1B 119.7(3) . . ? F62B C62B C61B 120.2(3) . . ? F62B C62B C63B 114.8(3) . . ? C61B C62B C63B 124.9(3) . . ? F63B C63B C64B 119.8(3) . . ? F63B C63B C62B 120.4(4) . . ? C64B C63B C62B 119.8(3) . . ? F64B C64B C65B 120.8(4) . . ? F64B C64B C63B 120.9(4) . . ? C65B C64B C63B 118.3(3) . . ? F65B C65B C64B 119.1(3) . . ? F65B C65B C66B 121.0(3) . . ? C64B C65B C66B 119.9(3) . . ? F66B C66B C65B 115.8(3) . . ? F66B C66B C61B 119.7(3) . . ? C65B C66B C61B 124.5(3) . . ? C76B C71B C72B 112.8(3) . . ? C76B C71B B1B 127.3(3) . . ? C72B C71B B1B 118.9(3) . . ? F72B C72B C73B 115.5(3) . . ? F72B C72B C71B 119.6(3) . . ? C73B C72B C71B 124.8(3) . . ? F73B C73B C74B 120.2(3) . . ? F73B C73B C72B 120.3(3) . . ? C74B C73B C72B 119.5(3) . . ? F74B C74B C75B 120.9(4) . . ? F74B C74B C73B 120.1(4) . . ? C75B C74B C73B 119.0(3) . . ? F75B C75B C74B 120.1(3) . . ? F75B C75B C76B 120.1(4) . . ? C74B C75B C76B 119.8(3) . . ? F76B C76B C71B 120.9(3) . . ? F76B C76B C75B 115.0(3) . . ? C71B C76B C75B 124.1(3) . . ? Cl11 C101 Cl12 116.0(4) . . ? Cl11 C101 H10G 108.3 . . ? Cl12 C101 H10G 108.3 . . ? Cl11 C101 H10H 108.3 . . ? Cl12 C101 H10H 108.3 . . ? H10G C101 H10H 107.4 . . ? Cl21 C102 Cl22 112.8(4) . . ? Cl21 C102 H10I 109.0 . . ? Cl22 C102 H10I 109.0 . . ? Cl21 C102 H10J 109.0 . . ? Cl22 C102 H10J 109.0 . . ? H10I C102 H10J 107.8 . . ? Cl32 C103 Cl31 112.0(3) . . ? Cl32 C103 H10K 109.2 . . ? Cl31 C103 H10K 109.2 . . ? Cl32 C103 H10L 109.2 . . ? Cl31 C103 H10L 109.2 . . ? H10K C103 H10L 107.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C41A P1A C1A C2A -179.4(3) . . . . ? C21A P1A C1A C2A -59.5(3) . . . . ? C31A P1A C1A C2A 60.0(3) . . . . ? C41A P1A C1A C5A -8.6(4) . . . . ? C21A P1A C1A C5A 111.3(3) . . . . ? C31A P1A C1A C5A -129.1(3) . . . . ? C5A C1A C2A C3A -17(2) . . . . ? P1A C1A C2A C3A 154.8(19) . . . . ? C1A C2A C3A C4A -14(5) . . . . ? C2A C3A C4A C8A 27(3) . . . . ? C2A C3A C4A B1A -146(3) . . . . ? C61A B1A C4A C3A 113.0(4) . . . . ? C51A B1A C4A C3A -10.4(5) . . . . ? C71A B1A C4A C3A -126.0(3) . . . . ? C61A B1A C4A C8A -59.5(3) . . . . ? C51A B1A C4A C8A 177.1(3) . . . . ? C71A B1A C4A C8A 61.6(4) . . . . ? C2A C1A C5A C6A 16.5(7) . . . . ? P1A C1A C5A C6A -154.4(4) . . . . ? C1A C5A C6A C7A -178.1(5) . . . . ? C3A C4A C8A C9A -68.1(4) . . . . ? B1A C4A C8A C9A 105.4(4) . . . . ? C4A C8A C9A C10A 168.9(4) . . . . ? C1A P1A C21A C23A -41.5(3) . . . . ? C41A P1A C21A C23A 77.7(3) . . . . ? C31A P1A C21A C23A -160.0(3) . . . . ? C1A P1A C21A C22A -161.9(3) . . . . ? C41A P1A C21A C22A -42.7(3) . . . . ? C31A P1A C21A C22A 79.7(3) . . . . ? C1A P1A C21A C24A 76.3(3) . . . . ? C41A P1A C21A C24A -164.5(3) . . . . ? C31A P1A C21A C24A -42.2(3) . . . . ? C1A P1A C31A C33A -39.4(3) . . . . ? C41A P1A C31A C33A -160.8(3) . . . . ? C21A P1A C31A C33A 75.5(3) . . . . ? C1A P1A C31A C34A -159.8(3) . . . . ? C41A P1A C31A C34A 78.9(3) . . . . ? C21A P1A C31A C34A -44.9(3) . . . . ? C1A P1A C31A C32A 77.2(3) . . . . ? C41A P1A C31A C32A -44.2(3) . . . . ? C21A P1A C31A C32A -167.9(3) . . . . ? C1A P1A C41A C44A -166.8(3) . . . . ? C21A P1A C41A C44A 77.9(3) . . . . ? C31A P1A C41A C44A -45.8(4) . . . . ? C1A P1A C41A C42A 74.2(3) . . . . ? C21A P1A C41A C42A -41.0(3) . . . . ? C31A P1A C41A C42A -164.7(3) . . . . ? C1A P1A C41A C43A -47.0(3) . . . . ? C21A P1A C41A C43A -162.3(3) . . . . ? C31A P1A C41A C43A 74.0(3) . . . . ? C4A B1A C51A C52A 135.0(3) . . . . ? C61A B1A C51A C52A 17.6(5) . . . . ? C71A B1A C51A C52A -103.8(4) . . . . ? C4A B1A C51A C56A -59.0(4) . . . . ? C61A B1A C51A C56A -176.3(3) . . . . ? C71A B1A C51A C56A 62.3(4) . . . . ? C56A C51A C52A F52A -177.4(3) . . . . ? B1A C51A C52A F52A -10.5(5) . . . . ? C56A C51A C52A C53A 0.0(5) . . . . ? B1A C51A C52A C53A 166.9(3) . . . . ? F52A C52A C53A F53A -1.4(5) . . . . ? C51A C52A C53A F53A -178.9(3) . . . . ? F52A C52A C53A C54A 177.6(3) . . . . ? C51A C52A C53A C54A 0.1(6) . . . . ? F53A C53A C54A F54A 0.9(5) . . . . ? C52A C53A C54A F54A -178.2(3) . . . . ? F53A C53A C54A C55A 179.6(3) . . . . ? C52A C53A C54A C55A 0.6(5) . . . . ? F54A C54A C55A F55A -0.9(5) . . . . ? C53A C54A C55A F55A -179.7(3) . . . . ? F54A C54A C55A C56A 177.3(3) . . . . ? C53A C54A C55A C56A -1.5(5) . . . . ? F55A C55A C56A F56A 1.7(5) . . . . ? C54A C55A C56A F56A -176.5(3) . . . . ? F55A C55A C56A C51A 179.9(3) . . . . ? C54A C55A C56A C51A 1.7(5) . . . . ? C52A C51A C56A F56A 177.2(3) . . . . ? B1A C51A C56A F56A 9.4(4) . . . . ? C52A C51A C56A C55A -0.9(5) . . . . ? B1A C51A C56A C55A -168.8(3) . . . . ? C4A B1A C61A C62A 107.6(4) . . . . ? C51A B1A C61A C62A -127.0(3) . . . . ? C71A B1A C61A C62A -12.4(5) . . . . ? C4A B1A C61A C66A -66.2(4) . . . . ? C51A B1A C61A C66A 59.1(4) . . . . ? C71A B1A C61A C66A 173.7(3) . . . . ? C66A C61A C62A F62A 176.2(3) . . . . ? B1A C61A C62A F62A 2.0(5) . . . . ? C66A C61A C62A C63A -3.1(5) . . . . ? B1A C61A C62A C63A -177.3(3) . . . . ? F62A C62A C63A F63A 2.6(5) . . . . ? C61A C62A C63A F63A -178.1(3) . . . . ? F62A C62A C63A C64A -176.6(3) . . . . ? C61A C62A C63A C64A 2.8(5) . . . . ? F63A C63A C64A F64A 0.9(5) . . . . ? C62A C63A C64A F64A -179.9(3) . . . . ? F63A C63A C64A C65A -179.3(3) . . . . ? C62A C63A C64A C65A -0.1(5) . . . . ? F64A C64A C65A F65A -1.2(5) . . . . ? C63A C64A C65A F65A 179.0(3) . . . . ? F64A C64A C65A C66A 178.0(3) . . . . ? C63A C64A C65A C66A -1.8(5) . . . . ? F65A C65A C66A F66A 0.9(5) . . . . ? C64A C65A C66A F66A -178.3(3) . . . . ? F65A C65A C66A C61A -179.5(3) . . . . ? C64A C65A C66A C61A 1.3(6) . . . . ? C62A C61A C66A F66A -179.3(3) . . . . ? B1A C61A C66A F66A -4.6(5) . . . . ? C62A C61A C66A C65A 1.1(5) . . . . ? B1A C61A C66A C65A 175.8(3) . . . . ? C4A B1A C71A C72A 17.5(5) . . . . ? C61A B1A C71A C72A 131.8(3) . . . . ? C51A B1A C71A C72A -106.7(4) . . . . ? C4A B1A C71A C76A -171.9(3) . . . . ? C61A B1A C71A C76A -57.6(4) . . . . ? C51A B1A C71A C76A 63.8(4) . . . . ? C76A C71A C72A F72A -177.9(3) . . . . ? B1A C71A C72A F72A -6.7(5) . . . . ? C76A C71A C72A C73A 1.1(5) . . . . ? B1A C71A C72A C73A 172.3(3) . . . . ? F72A C72A C73A F73A -1.2(5) . . . . ? C71A C72A C73A F73A 179.8(3) . . . . ? F72A C72A C73A C74A 179.1(3) . . . . ? C71A C72A C73A C74A 0.1(6) . . . . ? F73A C73A C74A F74A 0.4(6) . . . . ? C72A C73A C74A F74A -179.9(3) . . . . ? F73A C73A C74A C75A 179.8(3) . . . . ? C72A C73A C74A C75A -0.5(6) . . . . ? F74A C74A C75A F75A -0.1(5) . . . . ? C73A C74A C75A F75A -179.5(3) . . . . ? F74A C74A C75A C76A 179.1(3) . . . . ? C73A C74A C75A C76A -0.3(5) . . . . ? F75A C75A C76A F76A 0.5(5) . . . . ? C74A C75A C76A F76A -178.6(3) . . . . ? F75A C75A C76A C71A -179.1(3) . . . . ? C74A C75A C76A C71A 1.7(5) . . . . ? C72A C71A C76A F76A 178.3(3) . . . . ? B1A C71A C76A F76A 6.6(5) . . . . ? C72A C71A C76A C75A -2.0(5) . . . . ? B1A C71A C76A C75A -173.7(3) . . . . ? C41B P1B C1B C2B -100.9(4) . . . . ? C21B P1B C1B C2B 17.8(4) . . . . ? C31B P1B C1B C2B 139.2(3) . . . . ? C41B P1B C1B C5B 63.2(5) . . . . ? C21B P1B C1B C5B -178.1(4) . . . . ? C31B P1B C1B C5B -56.7(5) . . . . ? C5B C1B C2B C3B -4.2(18) . . . . ? P1B C1B C2B C3B 160.6(15) . . . . ? C1B C2B C3B C4B -36(7) . . . . ? C2B C3B C4B C8B 47(6) . . . . ? C2B C3B C4B B1B -124(6) . . . . ? C71B B1B C4B C3B -18.7(5) . . . . ? C61B B1B C4B C3B 104.0(4) . . . . ? C51B B1B C4B C3B -134.9(4) . . . . ? C71B B1B C4B C8B 170.5(3) . . . . ? C61B B1B C4B C8B -66.9(4) . . . . ? C51B B1B C4B C8B 54.2(4) . . . . ? C2B C1B C5B C6B -54.3(8) . . . . ? P1B C1B C5B C6B 140.9(5) . . . . ? C1B C5B C6B C7B 179.8(6) . . . . ? C3B C4B C8B C9B -58.5(5) . . . . ? B1B C4B C8B C9B 113.3(4) . . . . ? C4B C8B C9B C10B -178.0(5) . . . . ? C1B P1B C21B C24B -70.4(3) . . . . ? C41B P1B C21B C24B 44.0(3) . . . . ? C31B P1B C21B C24B 168.4(3) . . . . ? C1B P1B C21B C23B 49.2(3) . . . . ? C41B P1B C21B C23B 163.7(3) . . . . ? C31B P1B C21B C23B -72.0(3) . . . . ? C1B P1B C21B C22B 167.7(3) . . . . ? C41B P1B C21B C22B -77.8(3) . . . . ? C31B P1B C21B C22B 46.5(4) . . . . ? C1B P1B C31B C32B -73.5(4) . . . . ? C41B P1B C31B C32B 170.5(3) . . . . ? C21B P1B C31B C32B 46.1(4) . . . . ? C1B P1B C31B C34B 45.6(4) . . . . ? C41B P1B C31B C34B -70.4(4) . . . . ? C21B P1B C31B C34B 165.3(3) . . . . ? C1B P1B C31B C33B 165.9(3) . . . . ? C41B P1B C31B C33B 49.9(4) . . . . ? C21B P1B C31B C33B -74.4(3) . . . . ? C1B P1B C41B C43B -78.8(3) . . . . ? C21B P1B C41B C43B 164.8(3) . . . . ? C31B P1B C41B C43B 40.7(4) . . . . ? C1B P1B C41B C44B 39.5(3) . . . . ? C21B P1B C41B C44B -77.0(3) . . . . ? C31B P1B C41B C44B 158.9(3) . . . . ? C1B P1B C41B C42B 159.7(3) . . . . ? C21B P1B C41B C42B 43.3(4) . . . . ? C31B P1B C41B C42B -80.8(4) . . . . ? C4B B1B C51B C52B 21.9(5) . . . . ? C71B B1B C51B C52B -102.4(4) . . . . ? C61B B1B C51B C52B 134.3(3) . . . . ? C4B B1B C51B C56B -167.0(3) . . . . ? C71B B1B C51B C56B 68.7(4) . . . . ? C61B B1B C51B C56B -54.6(4) . . . . ? C56B C51B C52B F52B -178.0(3) . . . . ? B1B C51B C52B F52B -6.3(5) . . . . ? C56B C51B C52B C53B 1.3(5) . . . . ? B1B C51B C52B C53B 172.9(3) . . . . ? F52B C52B C53B F53B -1.0(5) . . . . ? C51B C52B C53B F53B 179.6(3) . . . . ? F52B C52B C53B C54B 178.7(3) . . . . ? C51B C52B C53B C54B -0.6(6) . . . . ? F53B C53B C54B F54B 0.2(6) . . . . ? C52B C53B C54B F54B -179.6(4) . . . . ? F53B C53B C54B C55B 179.6(4) . . . . ? C52B C53B C54B C55B -0.1(6) . . . . ? F54B C54B C55B F55B 0.0(6) . . . . ? C53B C54B C55B F55B -179.5(4) . . . . ? F54B C54B C55B C56B 179.5(3) . . . . ? C53B C54B C55B C56B 0.0(6) . . . . ? F55B C55B C56B F56B 1.6(5) . . . . ? C54B C55B C56B F56B -178.0(3) . . . . ? F55B C55B C56B C51B -179.7(3) . . . . ? C54B C55B C56B C51B 0.8(6) . . . . ? C52B C51B C56B F56B 177.3(3) . . . . ? B1B C51B C56B F56B 5.1(5) . . . . ? C52B C51B C56B C55B -1.4(5) . . . . ? B1B C51B C56B C55B -173.6(3) . . . . ? C4B B1B C61B C62B 100.7(4) . . . . ? C71B B1B C61B C62B -135.6(4) . . . . ? C51B B1B C61B C62B -19.4(5) . . . . ? C4B B1B C61B C66B -70.5(4) . . . . ? C71B B1B C61B C66B 53.1(4) . . . . ? C51B B1B C61B C66B 169.4(3) . . . . ? C66B C61B C62B F62B 177.5(3) . . . . ? B1B C61B C62B F62B 5.8(6) . . . . ? C66B C61B C62B C63B -0.9(5) . . . . ? B1B C61B C62B C63B -172.7(4) . . . . ? F62B C62B C63B F63B 1.0(5) . . . . ? C61B C62B C63B F63B 179.5(4) . . . . ? F62B C62B C63B C64B -177.6(4) . . . . ? C61B C62B C63B C64B 0.9(6) . . . . ? F63B C63B C64B F64B 0.0(6) . . . . ? C62B C63B C64B F64B 178.5(4) . . . . ? F63B C63B C64B C65B -178.7(4) . . . . ? C62B C63B C64B C65B -0.2(6) . . . . ? F64B C64B C65B F65B -0.4(6) . . . . ? C63B C64B C65B F65B 178.3(4) . . . . ? F64B C64B C65B C66B -179.2(4) . . . . ? C63B C64B C65B C66B -0.5(6) . . . . ? F65B C65B C66B F66B 0.7(5) . . . . ? C64B C65B C66B F66B 179.5(3) . . . . ? F65B C65B C66B C61B -178.3(3) . . . . ? C64B C65B C66B C61B 0.6(6) . . . . ? C62B C61B C66B F66B -178.8(3) . . . . ? B1B C61B C66B F66B -6.4(5) . . . . ? C62B C61B C66B C65B 0.1(5) . . . . ? B1B C61B C66B C65B 172.6(3) . . . . ? C4B B1B C71B C76B 136.2(4) . . . . ? C61B B1B C71B C76B 21.7(5) . . . . ? C51B B1B C71B C76B -101.5(4) . . . . ? C4B B1B C71B C72B -55.9(4) . . . . ? C61B B1B C71B C72B -170.4(3) . . . . ? C51B B1B C71B C72B 66.4(4) . . . . ? C76B C71B C72B F72B 177.6(3) . . . . ? B1B C71B C72B F72B 8.1(5) . . . . ? C76B C71B C72B C73B -0.6(5) . . . . ? B1B C71B C72B C73B -170.2(3) . . . . ? F72B C72B C73B F73B 1.4(5) . . . . ? C71B C72B C73B F73B 179.6(3) . . . . ? F72B C72B C73B C74B -177.2(3) . . . . ? C71B C72B C73B C74B 1.1(5) . . . . ? F73B C73B C74B F74B -1.0(5) . . . . ? C72B C73B C74B F74B 177.6(3) . . . . ? F73B C73B C74B C75B -179.8(3) . . . . ? C72B C73B C74B C75B -1.3(5) . . . . ? F74B C74B C75B F75B 0.4(5) . . . . ? C73B C74B C75B F75B 179.3(3) . . . . ? F74B C74B C75B C76B -177.7(3) . . . . ? C73B C74B C75B C76B 1.1(5) . . . . ? C72B C71B C76B F76B -177.9(3) . . . . ? B1B C71B C76B F76B -9.4(6) . . . . ? C72B C71B C76B C75B 0.4(5) . . . . ? B1B C71B C76B C75B 168.9(3) . . . . ? F75B C75B C76B F76B -0.5(5) . . . . ? C74B C75B C76B F76B 177.6(3) . . . . ? F75B C75B C76B C71B -178.9(3) . . . . ? C74B C75B C76B C71B -0.7(6) . . . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 67.26 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 1.086 _refine_diff_density_min -0.677 _refine_diff_density_rms 0.061 # Attachment '- erk5802.cif' data_erk5802 _database_code_depnum_ccdc_archive 'CCDC 866997' #TrackingRef '- erk5802.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H33 B F15 P' _chemical_formula_weight 792.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.0349(5) _cell_length_b 13.4667(4) _cell_length_c 19.4024(6) _cell_angle_alpha 90.00 _cell_angle_beta 102.704(3) _cell_angle_gamma 90.00 _cell_volume 3577.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6030 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.471 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1616 _exptl_absorpt_coefficient_mu 1.638 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7912 _exptl_absorpt_correction_T_max 0.8940 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25708 _diffrn_reflns_av_R_equivalents 0.042 _diffrn_reflns_av_sigmaI/netI 0.0280 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 4.03 _diffrn_reflns_theta_max 66.80 _reflns_number_total 6202 _reflns_number_gt 5201 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0497P)^2^+2.1870P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6202 _refine_ls_number_parameters 489 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0551 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1182 _refine_ls_wR_factor_gt 0.1101 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.71098(4) 0.36051(4) 0.08797(3) 0.04047(15) Uani 1 1 d . . . B1 B 0.82626(19) 0.81796(19) 0.10799(13) 0.0414(6) Uani 1 1 d . . . C1 C 0.6764(2) 0.4884(2) -0.03921(13) 0.0619(7) Uani 1 1 d . . . H1A H 0.6809 0.5578 -0.0515 0.093 Uiso 1 1 calc R . . H1B H 0.6093 0.4663 -0.0542 0.093 Uiso 1 1 calc R . . H1C H 0.7177 0.4490 -0.0627 0.093 Uiso 1 1 calc R . . C2 C 0.70985(16) 0.47611(16) 0.04026(11) 0.0415(5) Uani 1 1 d . . . C3 C 0.74721(17) 0.55406(16) 0.07828(11) 0.0424(5) Uani 1 1 d . . . C4 C 0.78371(17) 0.63013(16) 0.11199(11) 0.0430(5) Uani 1 1 d . . . C5 C 0.82585(17) 0.70905(17) 0.14590(12) 0.0433(5) Uani 1 1 d . . . C6 C 0.8690(2) 0.7013(2) 0.22452(12) 0.0572(6) Uani 1 1 d . . . H6A H 0.8170 0.7044 0.2501 0.086 Uiso 1 1 calc R . . H6B H 0.9141 0.7557 0.2392 0.086 Uiso 1 1 calc R . . H6C H 0.9035 0.6387 0.2346 0.086 Uiso 1 1 calc R . . C11 C 0.62159(19) 0.2705(2) 0.03297(15) 0.0580(7) Uani 1 1 d . . . C12 C 0.5178(2) 0.3097(3) 0.02957(18) 0.0765(9) Uani 1 1 d . . . H12A H 0.5126 0.3772 0.0117 0.115 Uiso 1 1 calc R . . H12B H 0.5043 0.3087 0.0765 0.115 Uiso 1 1 calc R . . H12C H 0.4709 0.2679 -0.0017 0.115 Uiso 1 1 calc R . . C13 C 0.6333(2) 0.2593(3) -0.04393(17) 0.0783(9) Uani 1 1 d . . . H13A H 0.5967 0.2019 -0.0654 0.117 Uiso 1 1 calc R . . H13B H 0.7018 0.2506 -0.0442 0.117 Uiso 1 1 calc R . . H13C H 0.6088 0.3185 -0.0705 0.117 Uiso 1 1 calc R . . C14 C 0.6308(3) 0.1651(2) 0.0655(2) 0.0863(10) Uani 1 1 d . . . H14A H 0.6267 0.1690 0.1146 0.129 Uiso 1 1 calc R . . H14B H 0.6931 0.1365 0.0623 0.129 Uiso 1 1 calc R . . H14C H 0.5783 0.1236 0.0398 0.129 Uiso 1 1 calc R . . C21 C 0.84081(18) 0.31195(19) 0.10615(14) 0.0544(6) Uani 1 1 d . . . C22 C 0.8611(2) 0.2693(3) 0.03739(17) 0.0733(8) Uani 1 1 d . . . H22A H 0.8482 0.3198 0.0008 0.110 Uiso 1 1 calc R . . H22B H 0.8191 0.2125 0.0227 0.110 Uiso 1 1 calc R . . H22C H 0.9289 0.2488 0.0452 0.110 Uiso 1 1 calc R . . C23 C 0.8589(2) 0.2291(2) 0.16240(18) 0.0767(9) Uani 1 1 d . . . H23A H 0.9243 0.2028 0.1669 0.115 Uiso 1 1 calc R . . H23B H 0.8116 0.1763 0.1482 0.115 Uiso 1 1 calc R . . H23C H 0.8522 0.2560 0.2075 0.115 Uiso 1 1 calc R . . C24 C 0.9149(2) 0.3955(2) 0.12942(18) 0.0720(8) Uani 1 1 d . . . H24A H 0.9806 0.3689 0.1366 0.108 Uiso 1 1 calc R . . H24B H 0.9052 0.4241 0.1733 0.108 Uiso 1 1 calc R . . H24C H 0.9058 0.4464 0.0932 0.108 Uiso 1 1 calc R . . C31 C 0.6715(2) 0.39109(19) 0.17339(13) 0.0538(6) Uani 1 1 d . . . C32 C 0.5887(2) 0.4686(2) 0.15971(16) 0.0707(8) Uani 1 1 d . . . H32A H 0.5319 0.4410 0.1277 0.106 Uiso 1 1 calc R . . H32B H 0.6102 0.5276 0.1388 0.106 Uiso 1 1 calc R . . H32C H 0.5717 0.4860 0.2040 0.106 Uiso 1 1 calc R . . C33 C 0.7563(2) 0.4388(2) 0.22781(14) 0.0690(8) Uani 1 1 d . . . H33A H 0.7808 0.4960 0.2068 0.104 Uiso 1 1 calc R . . H33B H 0.8084 0.3907 0.2418 0.104 Uiso 1 1 calc R . . H33C H 0.7329 0.4595 0.2690 0.104 Uiso 1 1 calc R . . C34 C 0.6396(3) 0.2989(2) 0.20939(17) 0.0775(9) Uani 1 1 d . . . H34A H 0.6288 0.3172 0.2554 0.116 Uiso 1 1 calc R . . H34B H 0.6902 0.2487 0.2149 0.116 Uiso 1 1 calc R . . H34C H 0.5795 0.2728 0.1805 0.116 Uiso 1 1 calc R . . C41 C 0.77286(17) 0.81315(16) 0.02303(12) 0.0419(5) Uani 1 1 d . . . F42 F 0.65732(11) 0.94302(11) 0.02035(8) 0.0624(4) Uani 1 1 d . . . C42 C 0.69645(18) 0.87106(18) -0.01320(12) 0.0477(5) Uani 1 1 d . . . F43 F 0.58138(13) 0.92190(15) -0.11545(9) 0.0813(5) Uani 1 1 d . . . C43 C 0.65542(19) 0.8625(2) -0.08475(14) 0.0563(6) Uani 1 1 d . . . F44 F 0.65225(15) 0.78452(16) -0.19389(8) 0.0914(6) Uani 1 1 d . . . C44 C 0.6920(2) 0.7941(2) -0.12417(13) 0.0614(7) Uani 1 1 d . . . F45 F 0.80757(14) 0.67019(14) -0.13077(8) 0.0795(5) Uani 1 1 d . . . C45 C 0.7696(2) 0.7366(2) -0.09237(13) 0.0550(6) Uani 1 1 d . . . F46 F 0.88652(11) 0.69034(11) 0.00519(7) 0.0580(4) Uani 1 1 d . . . C46 C 0.80802(18) 0.74740(18) -0.02121(12) 0.0469(5) Uani 1 1 d . . . C51 C 0.76825(17) 0.88673(16) 0.15677(11) 0.0420(5) Uani 1 1 d . . . F52 F 0.90596(10) 0.97782(11) 0.21962(8) 0.0587(4) Uani 1 1 d . . . C52 C 0.80963(17) 0.95622(17) 0.20757(12) 0.0453(5) Uani 1 1 d . . . F53 F 0.80398(13) 1.07303(13) 0.29755(8) 0.0759(5) Uani 1 1 d . . . C53 C 0.7587(2) 1.00665(18) 0.24964(12) 0.0528(6) Uani 1 1 d . . . F54 F 0.61092(14) 1.03741(15) 0.28463(10) 0.0846(5) Uani 1 1 d . . . C54 C 0.6618(2) 0.9881(2) 0.24399(13) 0.0573(7) Uani 1 1 d . . . F55 F 0.52166(11) 0.89677(14) 0.19086(9) 0.0765(5) Uani 1 1 d . . . C55 C 0.61675(18) 0.9180(2) 0.19637(13) 0.0544(6) Uani 1 1 d . . . F56 F 0.62141(10) 0.79937(11) 0.11115(8) 0.0608(4) Uani 1 1 d . . . C56 C 0.67034(17) 0.86950(18) 0.15549(12) 0.0468(5) Uani 1 1 d . . . C61 C 0.93730(17) 0.85705(16) 0.10915(11) 0.0424(5) Uani 1 1 d . . . F62 F 0.87552(11) 1.01630(10) 0.07250(8) 0.0559(4) Uani 1 1 d . . . C62 C 0.95303(17) 0.95411(18) 0.08981(12) 0.0458(5) Uani 1 1 d . . . F63 F 1.05219(12) 1.08883(12) 0.07011(8) 0.0714(5) Uani 1 1 d . . . C63 C 1.0424(2) 0.9926(2) 0.08667(13) 0.0536(6) Uani 1 1 d . . . F64 F 1.21145(11) 0.96618(15) 0.09640(9) 0.0791(5) Uani 1 1 d . . . C64 C 1.12306(18) 0.9318(2) 0.10042(13) 0.0565(7) Uani 1 1 d . . . F65 F 1.19074(10) 0.77480(13) 0.13331(8) 0.0682(4) Uani 1 1 d . . . C65 C 1.11199(17) 0.8349(2) 0.11865(12) 0.0516(6) Uani 1 1 d . . . F66 F 1.01876(10) 0.70314(10) 0.14123(8) 0.0602(4) Uani 1 1 d . . . C66 C 1.02142(18) 0.80010(18) 0.12289(12) 0.0471(5) Uani 1 1 d . . . 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 0.0413(3) 0.0313(3) 0.0480(3) -0.0032(2) 0.0080(2) -0.0020(2) B1 0.0466(14) 0.0328(13) 0.0440(13) -0.0041(11) 0.0081(11) -0.0069(11) C1 0.0774(18) 0.0553(16) 0.0462(13) 0.0020(12) -0.0010(12) -0.0056(14) C2 0.0438(12) 0.0360(12) 0.0423(11) -0.0016(9) 0.0045(9) -0.0037(10) C3 0.0485(13) 0.0357(12) 0.0420(11) 0.0030(10) 0.0079(10) -0.0003(10) C4 0.0530(13) 0.0335(12) 0.0415(11) 0.0051(10) 0.0082(10) -0.0037(10) C5 0.0500(13) 0.0357(12) 0.0437(12) -0.0047(10) 0.0095(10) -0.0059(10) C6 0.0766(18) 0.0464(14) 0.0449(13) -0.0009(11) 0.0053(12) -0.0097(13) C11 0.0507(14) 0.0462(14) 0.0758(17) -0.0192(13) 0.0115(12) -0.0145(12) C12 0.0489(15) 0.085(2) 0.092(2) -0.0245(18) 0.0082(14) -0.0178(15) C13 0.081(2) 0.072(2) 0.079(2) -0.0367(17) 0.0125(16) -0.0196(17) C14 0.102(3) 0.0419(16) 0.117(3) -0.0137(17) 0.029(2) -0.0241(17) C21 0.0472(14) 0.0467(14) 0.0664(16) 0.0011(12) 0.0062(12) 0.0061(11) C22 0.0605(17) 0.076(2) 0.085(2) -0.0074(17) 0.0199(15) 0.0145(15) C23 0.076(2) 0.0570(18) 0.089(2) 0.0109(16) 0.0010(16) 0.0209(15) C24 0.0443(15) 0.0698(19) 0.095(2) -0.0033(17) 0.0009(14) 0.0013(13) C31 0.0642(16) 0.0491(14) 0.0502(13) 0.0047(11) 0.0172(12) 0.0025(12) C32 0.0768(19) 0.071(2) 0.0717(18) -0.0033(15) 0.0314(15) 0.0111(16) C33 0.097(2) 0.0621(18) 0.0461(14) 0.0025(13) 0.0109(14) -0.0050(16) C34 0.098(2) 0.070(2) 0.0720(19) 0.0104(16) 0.0329(17) -0.0112(18) C41 0.0492(13) 0.0319(11) 0.0448(12) 0.0002(9) 0.0109(10) -0.0100(10) F42 0.0732(10) 0.0492(8) 0.0614(9) -0.0017(7) 0.0073(7) 0.0113(7) C42 0.0545(14) 0.0391(13) 0.0489(13) -0.0010(10) 0.0105(11) -0.0087(11) F43 0.0763(11) 0.0921(13) 0.0664(10) 0.0174(9) -0.0041(8) 0.0113(10) C43 0.0572(15) 0.0552(15) 0.0525(14) 0.0116(12) 0.0037(11) -0.0086(13) F44 0.1083(14) 0.1184(16) 0.0403(8) -0.0051(9) 0.0006(8) -0.0102(12) C44 0.0748(18) 0.0693(18) 0.0388(13) -0.0028(13) 0.0093(12) -0.0193(15) F45 0.1092(14) 0.0820(12) 0.0537(9) -0.0175(8) 0.0316(9) -0.0007(10) C45 0.0724(17) 0.0511(15) 0.0453(13) -0.0051(11) 0.0212(12) -0.0123(13) F46 0.0665(9) 0.0531(9) 0.0571(8) -0.0034(7) 0.0198(7) 0.0067(7) C46 0.0554(14) 0.0404(13) 0.0465(12) -0.0003(10) 0.0144(11) -0.0088(11) C51 0.0499(13) 0.0349(11) 0.0407(11) -0.0022(9) 0.0086(9) -0.0059(10) F52 0.0559(8) 0.0590(9) 0.0591(8) -0.0181(7) 0.0086(6) -0.0185(7) C52 0.0524(13) 0.0400(13) 0.0434(12) -0.0034(10) 0.0104(10) -0.0081(10) F53 0.0993(12) 0.0674(10) 0.0630(9) -0.0328(8) 0.0222(9) -0.0210(9) C53 0.0731(17) 0.0422(13) 0.0431(12) -0.0068(11) 0.0127(11) -0.0075(12) F54 0.0953(13) 0.0921(13) 0.0785(11) -0.0243(10) 0.0452(10) 0.0020(10) C54 0.0729(18) 0.0548(15) 0.0501(14) -0.0047(12) 0.0265(13) 0.0024(13) F55 0.0544(9) 0.0987(13) 0.0820(11) -0.0087(10) 0.0269(8) -0.0068(9) C55 0.0509(14) 0.0611(16) 0.0541(14) 0.0022(12) 0.0177(11) -0.0035(12) F56 0.0526(8) 0.0634(9) 0.0658(9) -0.0183(7) 0.0115(7) -0.0200(7) C56 0.0508(13) 0.0426(13) 0.0462(12) -0.0052(10) 0.0088(10) -0.0084(11) C61 0.0500(13) 0.0350(12) 0.0425(12) -0.0037(9) 0.0104(10) -0.0070(10) F62 0.0630(9) 0.0372(7) 0.0669(9) 0.0063(6) 0.0129(7) -0.0028(6) C62 0.0507(13) 0.0419(13) 0.0446(12) 0.0010(10) 0.0097(10) -0.0065(11) F63 0.0843(11) 0.0569(9) 0.0727(10) 0.0132(8) 0.0168(8) -0.0290(8) C63 0.0621(16) 0.0525(15) 0.0461(13) 0.0049(11) 0.0119(11) -0.0195(13) F64 0.0553(9) 0.1137(15) 0.0695(10) 0.0160(10) 0.0164(8) -0.0290(9) C64 0.0486(14) 0.0768(19) 0.0454(13) 0.0024(13) 0.0131(11) -0.0199(14) F65 0.0492(8) 0.0898(12) 0.0663(9) 0.0041(8) 0.0140(7) 0.0092(8) C65 0.0455(13) 0.0644(17) 0.0440(12) 0.0010(11) 0.0082(10) 0.0008(12) F66 0.0578(9) 0.0441(8) 0.0775(10) 0.0075(7) 0.0119(7) 0.0047(7) C66 0.0521(14) 0.0437(13) 0.0453(12) 0.0010(10) 0.0105(10) -0.0047(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C2 1.809(2) . ? P1 C21 1.895(3) . ? P1 C11 1.896(2) . ? P1 C31 1.904(3) . ? B1 C61 1.640(3) . ? B1 C5 1.641(3) . ? B1 C41 1.655(3) . ? B1 C51 1.660(3) . ? C1 C2 1.519(3) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.323(3) . ? C3 C4 1.262(3) . ? C4 C5 1.320(3) . ? C5 C6 1.516(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6C 0.9700 . ? C11 C12 1.537(4) . ? C11 C13 1.544(4) . ? C11 C14 1.547(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C21 C24 1.531(4) . ? C21 C22 1.535(4) . ? C21 C23 1.543(4) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C31 C34 1.539(4) . ? C31 C32 1.542(4) . ? C31 C33 1.546(4) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C32 H32C 0.9700 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C33 H33C 0.9700 . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C34 H34C 0.9700 . ? C41 C42 1.386(3) . ? C41 C46 1.397(3) . ? F42 C42 1.350(3) . ? C42 C43 1.386(3) . ? F43 C43 1.342(3) . ? C43 C44 1.367(4) . ? F44 C44 1.351(3) . ? C44 C45 1.368(4) . ? F45 C45 1.346(3) . ? C45 C46 1.375(3) . ? F46 C46 1.349(3) . ? C51 C56 1.388(3) . ? C51 C52 1.390(3) . ? F52 C52 1.352(3) . ? C52 C53 1.377(3) . ? F53 C53 1.344(3) . ? C53 C54 1.363(4) . ? F54 C54 1.350(3) . ? C54 C55 1.374(4) . ? F55 C55 1.346(3) . ? C55 C56 1.372(3) . ? F56 C56 1.358(3) . ? C61 C66 1.384(3) . ? C61 C62 1.391(3) . ? F62 C62 1.355(3) . ? C62 C63 1.371(3) . ? F63 C63 1.349(3) . ? C63 C64 1.375(4) . ? F64 C64 1.342(3) . ? C64 C65 1.370(4) . ? F65 C65 1.349(3) . ? C65 C66 1.374(3) . ? F66 C66 1.356(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 P1 C21 106.98(11) . . ? C2 P1 C11 109.40(12) . . ? C21 P1 C11 111.98(12) . . ? C2 P1 C31 106.72(11) . . ? C21 P1 C31 111.37(12) . . ? C11 P1 C31 110.19(12) . . ? C61 B1 C5 112.18(19) . . ? C61 B1 C41 104.30(18) . . ? C5 B1 C41 111.46(18) . . ? C61 B1 C51 113.37(18) . . ? C5 B1 C51 101.10(17) . . ? C41 B1 C51 114.72(19) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C1 118.4(2) . . ? C3 C2 P1 116.07(17) . . ? C1 C2 P1 125.41(17) . . ? C4 C3 C2 177.3(2) . . ? C3 C4 C5 177.1(3) . . ? C4 C5 C6 118.8(2) . . ? C4 C5 B1 122.8(2) . . ? C6 C5 B1 118.21(19) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C12 C11 C13 107.1(3) . . ? C12 C11 C14 109.0(3) . . ? C13 C11 C14 106.7(2) . . ? C12 C11 P1 107.93(18) . . ? C13 C11 P1 114.08(19) . . ? C14 C11 P1 111.8(2) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C24 C21 C22 106.7(2) . . ? C24 C21 C23 109.1(2) . . ? C22 C21 C23 108.1(2) . . ? C24 C21 P1 111.36(18) . . ? C22 C21 P1 108.78(18) . . ? C23 C21 P1 112.6(2) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C34 C31 C32 109.9(2) . . ? C34 C31 C33 106.4(2) . . ? C32 C31 C33 105.9(2) . . ? C34 C31 P1 112.97(19) . . ? C32 C31 P1 110.44(18) . . ? C33 C31 P1 110.91(19) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C42 C41 C46 112.6(2) . . ? C42 C41 B1 127.8(2) . . ? C46 C41 B1 119.5(2) . . ? F42 C42 C43 114.8(2) . . ? F42 C42 C41 120.7(2) . . ? C43 C42 C41 124.5(2) . . ? F43 C43 C44 120.2(2) . . ? F43 C43 C42 120.4(3) . . ? C44 C43 C42 119.5(3) . . ? F44 C44 C43 120.1(3) . . ? F44 C44 C45 120.7(3) . . ? C43 C44 C45 119.3(2) . . ? F45 C45 C44 119.9(2) . . ? F45 C45 C46 120.7(3) . . ? C44 C45 C46 119.4(2) . . ? F46 C46 C45 115.3(2) . . ? F46 C46 C41 119.8(2) . . ? C45 C46 C41 124.8(2) . . ? C56 C51 C52 112.5(2) . . ? C56 C51 B1 120.27(19) . . ? C52 C51 B1 126.8(2) . . ? F52 C52 C53 114.9(2) . . ? F52 C52 C51 120.9(2) . . ? C53 C52 C51 124.2(2) . . ? F53 C53 C54 119.3(2) . . ? F53 C53 C52 120.6(2) . . ? C54 C53 C52 120.0(2) . . ? F54 C54 C53 120.6(2) . . ? F54 C54 C55 120.4(2) . . ? C53 C54 C55 118.9(2) . . ? F55 C55 C56 120.9(2) . . ? F55 C55 C54 120.1(2) . . ? C56 C55 C54 119.1(2) . . ? F56 C56 C55 115.6(2) . . ? F56 C56 C51 119.2(2) . . ? C55 C56 C51 125.2(2) . . ? C66 C61 C62 113.2(2) . . ? C66 C61 B1 126.3(2) . . ? C62 C61 B1 120.3(2) . . ? F62 C62 C63 116.6(2) . . ? F62 C62 C61 118.8(2) . . ? C63 C62 C61 124.6(2) . . ? F63 C63 C62 121.1(2) . . ? F63 C63 C64 119.7(2) . . ? C62 C63 C64 119.2(2) . . ? F64 C64 C65 120.2(3) . . ? F64 C64 C63 121.0(3) . . ? C65 C64 C63 118.8(2) . . ? F65 C65 C64 119.5(2) . . ? F65 C65 C66 120.6(2) . . ? C64 C65 C66 119.9(2) . . ? F66 C66 C65 115.0(2) . . ? F66 C66 C61 120.8(2) . . ? C65 C66 C61 124.1(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C21 P1 C2 C3 -76.2(2) . . . . ? C11 P1 C2 C3 162.32(19) . . . . ? C31 P1 C2 C3 43.1(2) . . . . ? C21 P1 C2 C1 99.4(2) . . . . ? C11 P1 C2 C1 -22.1(2) . . . . ? C31 P1 C2 C1 -141.3(2) . . . . ? C1 C2 C3 C4 -22(6) . . . . ? P1 C2 C3 C4 154(5) . . . . ? C2 C3 C4 C5 -51(9) . . . . ? C3 C4 C5 C6 -104(5) . . . . ? C3 C4 C5 B1 81(5) . . . . ? C61 B1 C5 C4 -119.3(2) . . . . ? C41 B1 C5 C4 -2.8(3) . . . . ? C51 B1 C5 C4 119.6(2) . . . . ? C61 B1 C5 C6 65.5(3) . . . . ? C41 B1 C5 C6 -177.9(2) . . . . ? C51 B1 C5 C6 -55.6(3) . . . . ? C2 P1 C11 C12 -69.0(2) . . . . ? C21 P1 C11 C12 172.6(2) . . . . ? C31 P1 C11 C12 48.0(2) . . . . ? C2 P1 C11 C13 49.8(2) . . . . ? C21 P1 C11 C13 -68.6(2) . . . . ? C31 P1 C11 C13 166.9(2) . . . . ? C2 P1 C11 C14 171.1(2) . . . . ? C21 P1 C11 C14 52.6(2) . . . . ? C31 P1 C11 C14 -71.9(2) . . . . ? C2 P1 C21 C24 42.3(2) . . . . ? C11 P1 C21 C24 162.2(2) . . . . ? C31 P1 C21 C24 -74.0(2) . . . . ? C2 P1 C21 C22 -75.0(2) . . . . ? C11 P1 C21 C22 44.9(2) . . . . ? C31 P1 C21 C22 168.7(2) . . . . ? C2 P1 C21 C23 165.2(2) . . . . ? C11 P1 C21 C23 -74.9(2) . . . . ? C31 P1 C21 C23 48.9(2) . . . . ? C2 P1 C31 C34 163.0(2) . . . . ? C21 P1 C31 C34 -80.6(2) . . . . ? C11 P1 C31 C34 44.3(2) . . . . ? C2 P1 C31 C32 39.5(2) . . . . ? C21 P1 C31 C32 155.93(19) . . . . ? C11 P1 C31 C32 -79.2(2) . . . . ? C2 P1 C31 C33 -77.6(2) . . . . ? C21 P1 C31 C33 38.8(2) . . . . ? C11 P1 C31 C33 163.71(19) . . . . ? C61 B1 C41 C42 -113.2(2) . . . . ? C5 B1 C41 C42 125.5(2) . . . . ? C51 B1 C41 C42 11.4(3) . . . . ? C61 B1 C41 C46 63.7(2) . . . . ? C5 B1 C41 C46 -57.5(3) . . . . ? C51 B1 C41 C46 -171.64(19) . . . . ? C46 C41 C42 F42 -175.9(2) . . . . ? B1 C41 C42 F42 1.2(3) . . . . ? C46 C41 C42 C43 2.9(3) . . . . ? B1 C41 C42 C43 -180.0(2) . . . . ? F42 C42 C43 F43 -1.2(3) . . . . ? C41 C42 C43 F43 180.0(2) . . . . ? F42 C42 C43 C44 177.8(2) . . . . ? C41 C42 C43 C44 -1.1(4) . . . . ? F43 C43 C44 F44 -1.5(4) . . . . ? C42 C43 C44 F44 179.5(2) . . . . ? F43 C43 C44 C45 177.8(2) . . . . ? C42 C43 C44 C45 -1.1(4) . . . . ? F44 C44 C45 F45 0.6(4) . . . . ? C43 C44 C45 F45 -178.8(2) . . . . ? F44 C44 C45 C46 -179.4(2) . . . . ? C43 C44 C45 C46 1.2(4) . . . . ? F45 C45 C46 F46 2.3(3) . . . . ? C44 C45 C46 F46 -177.7(2) . . . . ? F45 C45 C46 C41 -179.1(2) . . . . ? C44 C45 C46 C41 0.9(4) . . . . ? C42 C41 C46 F46 175.71(19) . . . . ? B1 C41 C46 F46 -1.7(3) . . . . ? C42 C41 C46 C45 -2.8(3) . . . . ? B1 C41 C46 C45 179.8(2) . . . . ? C61 B1 C51 C56 173.3(2) . . . . ? C5 B1 C51 C56 -66.4(3) . . . . ? C41 B1 C51 C56 53.7(3) . . . . ? C61 B1 C51 C52 -14.7(3) . . . . ? C5 B1 C51 C52 105.5(2) . . . . ? C41 B1 C51 C52 -134.4(2) . . . . ? C56 C51 C52 F52 175.8(2) . . . . ? B1 C51 C52 F52 3.3(4) . . . . ? C56 C51 C52 C53 -3.2(3) . . . . ? B1 C51 C52 C53 -175.7(2) . . . . ? F52 C52 C53 F53 1.1(3) . . . . ? C51 C52 C53 F53 -179.8(2) . . . . ? F52 C52 C53 C54 -177.5(2) . . . . ? C51 C52 C53 C54 1.5(4) . . . . ? F53 C53 C54 F54 1.7(4) . . . . ? C52 C53 C54 F54 -179.6(2) . . . . ? F53 C53 C54 C55 -178.1(2) . . . . ? C52 C53 C54 C55 0.6(4) . . . . ? F54 C54 C55 F55 -1.2(4) . . . . ? C53 C54 C55 F55 178.6(2) . . . . ? F54 C54 C55 C56 179.6(2) . . . . ? C53 C54 C55 C56 -0.6(4) . . . . ? F55 C55 C56 F56 -1.0(4) . . . . ? C54 C55 C56 F56 178.2(2) . . . . ? F55 C55 C56 C51 179.3(2) . . . . ? C54 C55 C56 C51 -1.5(4) . . . . ? C52 C51 C56 F56 -176.4(2) . . . . ? B1 C51 C56 F56 -3.4(3) . . . . ? C52 C51 C56 C55 3.3(4) . . . . ? B1 C51 C56 C55 176.3(2) . . . . ? C5 B1 C61 C66 15.6(3) . . . . ? C41 B1 C61 C66 -105.1(2) . . . . ? C51 B1 C61 C66 129.4(2) . . . . ? C5 B1 C61 C62 -169.7(2) . . . . ? C41 B1 C61 C62 69.5(3) . . . . ? C51 B1 C61 C62 -55.9(3) . . . . ? C66 C61 C62 F62 177.63(19) . . . . ? B1 C61 C62 F62 2.3(3) . . . . ? C66 C61 C62 C63 -2.2(3) . . . . ? B1 C61 C62 C63 -177.6(2) . . . . ? F62 C62 C63 F63 2.8(3) . . . . ? C61 C62 C63 F63 -177.3(2) . . . . ? F62 C62 C63 C64 -177.0(2) . . . . ? C61 C62 C63 C64 2.9(4) . . . . ? F63 C63 C64 F64 -1.2(4) . . . . ? C62 C63 C64 F64 178.6(2) . . . . ? F63 C63 C64 C65 178.6(2) . . . . ? C62 C63 C64 C65 -1.6(4) . . . . ? F64 C64 C65 F65 0.8(4) . . . . ? C63 C64 C65 F65 -179.0(2) . . . . ? F64 C64 C65 C66 179.8(2) . . . . ? C63 C64 C65 C66 0.0(4) . . . . ? F65 C65 C66 F66 -1.1(3) . . . . ? C64 C65 C66 F66 179.9(2) . . . . ? F65 C65 C66 C61 179.6(2) . . . . ? C64 C65 C66 C61 0.6(4) . . . . ? C62 C61 C66 F66 -178.8(2) . . . . ? B1 C61 C66 F66 -3.8(3) . . . . ? C62 C61 C66 C65 0.5(3) . . . . ? B1 C61 C66 C65 175.5(2) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 66.80 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.272 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.043 # Attachment '- erk6034.cif' data_erk6034 _database_code_depnum_ccdc_archive 'CCDC 866998' #TrackingRef '- erk6034.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H33 B F15 P' _chemical_formula_weight 792.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.5937(4) _cell_length_b 13.1421(3) _cell_length_c 15.8360(3) _cell_angle_alpha 90.00 _cell_angle_beta 109.6750(10) _cell_angle_gamma 90.00 _cell_volume 3447.80(13) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6609 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 27.88 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1616 _exptl_absorpt_coefficient_mu 0.188 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9580 _exptl_absorpt_correction_T_max 0.9944 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'Montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10075 _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_sigmaI/netI 0.0488 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 4.09 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5964 _reflns_number_gt 4637 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Two tert-Butyl group (C22, C23, C24, C32, C33 and C34 atoms) are disordered over two positions. Several restraints (SADI, EADP) were used in order to improve refinement stability. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0326P)^2^+8.9259P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5964 _refine_ls_number_parameters 512 _refine_ls_number_restraints 132 _refine_ls_R_factor_all 0.0996 _refine_ls_R_factor_gt 0.0774 _refine_ls_wR_factor_ref 0.1771 _refine_ls_wR_factor_gt 0.1623 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.144 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.25998(7) 0.07968(9) 0.04121(8) 0.0369(3) Uani 1 1 d . A . B1 B 0.2088(3) -0.0940(4) 0.2593(3) 0.0385(11) Uani 1 1 d . . . C1 C 0.1191(3) 0.0367(4) 0.1330(3) 0.0465(11) Uani 1 1 d . . . H1A H 0.1117 0.0868 0.1746 0.070 Uiso 1 1 calc R . . H1B H 0.0766 -0.0139 0.1206 0.070 Uiso 1 1 calc R . . H1C H 0.1168 0.0701 0.0776 0.070 Uiso 1 1 calc R . . C2 C 0.1997(3) -0.0140(3) 0.1737(3) 0.0359(9) Uani 1 1 d . . . C3 C 0.2599(3) -0.0022(3) 0.1383(3) 0.0366(9) Uani 1 1 d . . . C4 C 0.3328(3) -0.0584(3) 0.1782(3) 0.0402(10) Uani 1 1 d . . . C5 C 0.3928(3) -0.1069(4) 0.2130(3) 0.0519(12) Uani 1 1 d . . . C6 C 0.4682(3) -0.1626(5) 0.2512(4) 0.0762(18) Uani 1 1 d . . . H6A H 0.4610 -0.2321 0.2294 0.114 Uiso 1 1 calc R . . H6B H 0.4838 -0.1626 0.3161 0.114 Uiso 1 1 calc R . . H6C H 0.5101 -0.1301 0.2337 0.114 Uiso 1 1 calc R . . C11 C 0.3610(3) 0.0533(4) 0.0227(4) 0.0548(13) Uani 1 1 d . . . C12 C 0.4351(3) 0.0728(5) 0.1069(4) 0.0775(18) Uani 1 1 d . . . H12A H 0.4304 0.0330 0.1565 0.116 Uiso 1 1 calc R . . H12B H 0.4378 0.1445 0.1220 0.116 Uiso 1 1 calc R . . H12C H 0.4837 0.0531 0.0951 0.116 Uiso 1 1 calc R . . C13 C 0.3617(4) -0.0605(4) -0.0055(5) 0.0759(18) Uani 1 1 d . . . H13A H 0.3154 -0.0735 -0.0588 0.114 Uiso 1 1 calc R . . H13B H 0.3590 -0.1041 0.0428 0.114 Uiso 1 1 calc R . . H13C H 0.4109 -0.0745 -0.0181 0.114 Uiso 1 1 calc R . . C14 C 0.3747(4) 0.1189(5) -0.0513(4) 0.0694(16) Uani 1 1 d . . . H14A H 0.3300 0.1097 -0.1068 0.104 Uiso 1 1 calc R . . H14B H 0.4245 0.0985 -0.0600 0.104 Uiso 1 1 calc R . . H14C H 0.3782 0.1900 -0.0338 0.104 Uiso 1 1 calc R . . C21 C 0.1726(3) 0.0423(4) -0.0656(3) 0.0565(13) Uani 1 1 d D . . C22A C 0.0946(3) 0.1071(5) -0.0818(4) 0.069(2) Uani 0.858(7) 1 d PD A 1 H22A H 0.0527 0.0831 -0.1353 0.103 Uiso 0.858(7) 1 calc PR A 1 H22B H 0.1063 0.1780 -0.0895 0.103 Uiso 0.858(7) 1 calc PR A 1 H22C H 0.0764 0.1006 -0.0306 0.103 Uiso 0.858(7) 1 calc PR A 1 C23A C 0.1500(4) -0.0678(4) -0.0550(4) 0.0662(19) Uani 0.858(7) 1 d PD A 1 H23A H 0.1261 -0.0719 -0.0081 0.099 Uiso 0.858(7) 1 calc PR A 1 H23B H 0.1980 -0.1099 -0.0390 0.099 Uiso 0.858(7) 1 calc PR A 1 H23C H 0.1115 -0.0917 -0.1110 0.099 Uiso 0.858(7) 1 calc PR A 1 C24A C 0.1927(4) 0.0523(6) -0.1525(4) 0.073(2) Uani 0.858(7) 1 d PD A 1 H24A H 0.2362 0.0060 -0.1505 0.110 Uiso 0.858(7) 1 calc PR A 1 H24B H 0.2092 0.1216 -0.1584 0.110 Uiso 0.858(7) 1 calc PR A 1 H24C H 0.1453 0.0356 -0.2035 0.110 Uiso 0.858(7) 1 calc PR A 1 C22B C 0.0852(9) 0.027(3) -0.070(2) 0.069(2) Uani 0.142(7) 1 d PD A 2 H22D H 0.0565 -0.0118 -0.1238 0.103 Uiso 0.142(7) 1 calc PR A 2 H22E H 0.0594 0.0926 -0.0728 0.103 Uiso 0.142(7) 1 calc PR A 2 H22F H 0.0842 -0.0099 -0.0177 0.103 Uiso 0.142(7) 1 calc PR A 2 C23B C 0.2066(19) -0.0629(13) -0.078(2) 0.0662(19) Uani 0.142(7) 1 d PD A 2 H23D H 0.1885 -0.1136 -0.0442 0.099 Uiso 0.142(7) 1 calc PR A 2 H23E H 0.2651 -0.0603 -0.0559 0.099 Uiso 0.142(7) 1 calc PR A 2 H23F H 0.1875 -0.0810 -0.1408 0.099 Uiso 0.142(7) 1 calc PR A 2 C24B C 0.172(2) 0.108(2) -0.1463(18) 0.073(2) Uani 0.142(7) 1 d PD A 2 H24D H 0.2238 0.1425 -0.1324 0.110 Uiso 0.142(7) 1 calc PR A 2 H24E H 0.1292 0.1572 -0.1594 0.110 Uiso 0.142(7) 1 calc PR A 2 H24F H 0.1642 0.0641 -0.1982 0.110 Uiso 0.142(7) 1 calc PR A 2 C31 C 0.2566(3) 0.2196(3) 0.0701(3) 0.0465(11) Uani 1 1 d D . . C32A C 0.1941(4) 0.2448(4) 0.1144(4) 0.0621(19) Uani 0.850(6) 1 d PD A 1 H32A H 0.1984 0.3162 0.1311 0.093 Uiso 0.850(6) 1 calc PR A 1 H32B H 0.2038 0.2032 0.1675 0.093 Uiso 0.850(6) 1 calc PR A 1 H32C H 0.1404 0.2312 0.0726 0.093 Uiso 0.850(6) 1 calc PR A 1 C33A C 0.2425(4) 0.2860(4) -0.0126(4) 0.0598(18) Uani 0.850(6) 1 d PD A 1 H33A H 0.1886 0.2742 -0.0544 0.090 Uiso 0.850(6) 1 calc PR A 1 H33B H 0.2819 0.2691 -0.0410 0.090 Uiso 0.850(6) 1 calc PR A 1 H33C H 0.2482 0.3571 0.0051 0.090 Uiso 0.850(6) 1 calc PR A 1 C34A C 0.3397(3) 0.2494(5) 0.1388(4) 0.0656(18) Uani 0.850(6) 1 d PD A 1 H34A H 0.3815 0.2379 0.1127 0.098 Uiso 0.850(6) 1 calc PR A 1 H34B H 0.3505 0.2082 0.1924 0.098 Uiso 0.850(6) 1 calc PR A 1 H34C H 0.3391 0.3207 0.1543 0.098 Uiso 0.850(6) 1 calc PR A 1 C32B C 0.1658(6) 0.249(2) 0.0342(19) 0.0621(19) Uani 0.150(6) 1 d PD A 2 H32D H 0.1581 0.3126 0.0619 0.093 Uiso 0.150(6) 1 calc PR A 2 H32E H 0.1341 0.1961 0.0486 0.093 Uiso 0.150(6) 1 calc PR A 2 H32F H 0.1486 0.2582 -0.0303 0.093 Uiso 0.150(6) 1 calc PR A 2 C33B C 0.2994(15) 0.295(2) 0.0265(18) 0.0598(18) Uani 0.150(6) 1 d PD A 2 H33D H 0.2799 0.2855 -0.0380 0.090 Uiso 0.150(6) 1 calc PR A 2 H33E H 0.3572 0.2833 0.0497 0.090 Uiso 0.150(6) 1 calc PR A 2 H33F H 0.2881 0.3643 0.0403 0.090 Uiso 0.150(6) 1 calc PR A 2 C34B C 0.2864(17) 0.242(2) 0.1713(6) 0.0656(18) Uani 0.150(6) 1 d PD A 2 H34D H 0.3424 0.2212 0.1975 0.098 Uiso 0.150(6) 1 calc PR A 2 H34E H 0.2538 0.2046 0.1993 0.098 Uiso 0.150(6) 1 calc PR A 2 H34F H 0.2819 0.3144 0.1808 0.098 Uiso 0.150(6) 1 calc PR A 2 C41 C 0.2185(3) -0.2088(3) 0.2187(3) 0.0416(10) Uani 1 1 d . . . C42 C 0.2817(3) -0.2775(4) 0.2517(3) 0.0490(12) Uani 1 1 d . . . F42 F 0.34694(18) -0.2573(2) 0.3250(2) 0.0596(8) Uani 1 1 d . . . C43 C 0.2857(4) -0.3710(4) 0.2133(4) 0.0608(15) Uani 1 1 d . . . F43 F 0.3493(2) -0.4335(2) 0.2496(3) 0.0883(12) Uani 1 1 d . . . C44 C 0.2254(4) -0.4002(4) 0.1372(4) 0.0679(17) Uani 1 1 d . . . F44 F 0.2291(3) -0.4899(2) 0.0979(3) 0.0968(13) Uani 1 1 d . . . C45 C 0.1616(4) -0.3356(4) 0.1007(4) 0.0610(15) Uani 1 1 d . . . F45 F 0.1011(2) -0.3608(3) 0.0254(2) 0.0879(12) Uani 1 1 d . . . C46 C 0.1599(3) -0.2440(4) 0.1421(3) 0.0509(12) Uani 1 1 d . . . F46 F 0.09295(19) -0.1865(2) 0.10392(19) 0.0630(8) Uani 1 1 d . . . C51 C 0.2826(3) -0.0678(3) 0.3541(3) 0.0406(10) Uani 1 1 d . . . C52 C 0.2947(3) -0.1334(4) 0.4268(3) 0.0461(11) Uani 1 1 d . . . F52 F 0.24858(17) -0.2174(2) 0.41732(18) 0.0562(7) Uani 1 1 d . . . C53 C 0.3531(3) -0.1198(4) 0.5092(3) 0.0525(13) Uani 1 1 d . . . F53 F 0.3635(2) -0.1899(3) 0.57497(19) 0.0728(9) Uani 1 1 d . . . C54 C 0.4000(3) -0.0345(5) 0.5254(3) 0.0574(14) Uani 1 1 d . . . F54 F 0.4564(2) -0.0194(3) 0.6065(2) 0.0841(11) Uani 1 1 d . . . C55 C 0.3887(3) 0.0349(4) 0.4582(4) 0.0528(12) Uani 1 1 d . . . F55 F 0.43329(18) 0.1208(2) 0.4742(2) 0.0694(9) Uani 1 1 d . . . C56 C 0.3309(3) 0.0179(4) 0.3754(3) 0.0448(11) Uani 1 1 d . . . F56 F 0.32285(17) 0.0939(2) 0.31516(19) 0.0549(7) Uani 1 1 d . . . C61 C 0.1273(3) -0.0877(3) 0.2900(3) 0.0391(10) Uani 1 1 d . . . C62 C 0.0751(3) -0.1658(3) 0.2931(3) 0.0438(11) Uani 1 1 d . . . F62 F 0.08537(18) -0.2618(2) 0.26752(19) 0.0570(7) Uani 1 1 d . . . C63 C 0.0115(3) -0.1538(4) 0.3245(3) 0.0519(12) Uani 1 1 d . . . F63 F -0.0364(2) -0.2344(3) 0.3245(2) 0.0773(10) Uani 1 1 d . . . C64 C -0.0047(3) -0.0613(4) 0.3541(3) 0.0546(13) Uani 1 1 d . . . F64 F -0.06651(19) -0.0500(3) 0.3846(2) 0.0775(10) Uani 1 1 d . . . C65 C 0.0454(3) 0.0189(4) 0.3543(3) 0.0496(12) Uani 1 1 d . . . F65 F 0.03286(19) 0.1099(2) 0.3859(2) 0.0680(9) Uani 1 1 d . . . C66 C 0.1088(3) 0.0036(3) 0.3234(3) 0.0428(10) Uani 1 1 d . . . F66 F 0.15653(16) 0.0859(2) 0.32765(19) 0.0537(7) Uani 1 1 d . . . 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 0.0375(6) 0.0342(6) 0.0397(6) 0.0011(5) 0.0139(5) 0.0008(5) B1 0.040(3) 0.038(3) 0.033(3) 0.002(2) 0.008(2) -0.003(2) C1 0.042(3) 0.048(3) 0.050(3) 0.009(2) 0.016(2) 0.003(2) C2 0.039(2) 0.026(2) 0.041(2) -0.0011(18) 0.0106(19) -0.0005(18) C3 0.038(2) 0.031(2) 0.036(2) -0.0010(18) 0.0063(19) -0.0008(18) C4 0.039(2) 0.039(2) 0.041(2) 0.000(2) 0.010(2) -0.002(2) C5 0.048(3) 0.050(3) 0.053(3) 0.005(2) 0.011(2) 0.005(2) C6 0.055(3) 0.075(4) 0.086(4) 0.004(3) 0.007(3) 0.024(3) C11 0.052(3) 0.050(3) 0.070(3) 0.007(3) 0.031(3) 0.006(2) C12 0.044(3) 0.088(5) 0.097(5) 0.012(4) 0.020(3) -0.004(3) C13 0.085(4) 0.067(4) 0.091(5) 0.002(3) 0.051(4) 0.022(3) C14 0.065(4) 0.071(4) 0.087(4) 0.013(3) 0.045(3) 0.007(3) C21 0.059(3) 0.063(3) 0.042(3) -0.003(2) 0.008(2) -0.003(3) C22A 0.040(3) 0.097(6) 0.059(4) 0.011(4) 0.004(3) -0.001(4) C23A 0.070(4) 0.067(4) 0.051(4) -0.017(3) 0.007(3) -0.021(4) C24A 0.064(5) 0.110(7) 0.045(3) -0.005(4) 0.018(3) 0.003(4) C22B 0.040(3) 0.097(6) 0.059(4) 0.011(4) 0.004(3) -0.001(4) C23B 0.070(4) 0.067(4) 0.051(4) -0.017(3) 0.007(3) -0.021(4) C24B 0.064(5) 0.110(7) 0.045(3) -0.005(4) 0.018(3) 0.003(4) C31 0.051(3) 0.035(2) 0.053(3) 0.002(2) 0.018(2) 0.001(2) C32A 0.080(5) 0.036(3) 0.088(5) -0.009(3) 0.051(4) -0.003(3) C33A 0.075(5) 0.041(3) 0.071(4) 0.017(3) 0.034(4) 0.005(3) C34A 0.065(4) 0.049(4) 0.076(5) -0.012(3) 0.015(3) -0.005(3) C32B 0.080(5) 0.036(3) 0.088(5) -0.009(3) 0.051(4) -0.003(3) C33B 0.075(5) 0.041(3) 0.071(4) 0.017(3) 0.034(4) 0.005(3) C34B 0.065(4) 0.049(4) 0.076(5) -0.012(3) 0.015(3) -0.005(3) C41 0.051(3) 0.038(2) 0.037(2) 0.001(2) 0.017(2) -0.004(2) C42 0.065(3) 0.040(3) 0.046(3) 0.006(2) 0.023(3) 0.001(2) F42 0.0645(19) 0.0531(17) 0.0587(18) 0.0072(14) 0.0175(16) 0.0161(15) C43 0.089(4) 0.033(3) 0.074(4) 0.002(3) 0.046(3) 0.005(3) F43 0.123(3) 0.0472(19) 0.114(3) 0.0086(19) 0.066(3) 0.025(2) C44 0.109(5) 0.038(3) 0.080(4) -0.016(3) 0.063(4) -0.017(3) F44 0.161(4) 0.0468(18) 0.114(3) -0.0323(19) 0.088(3) -0.019(2) C45 0.090(4) 0.054(3) 0.047(3) -0.020(3) 0.033(3) -0.027(3) F45 0.126(3) 0.080(2) 0.057(2) -0.0271(18) 0.030(2) -0.039(2) C46 0.065(3) 0.043(3) 0.047(3) -0.001(2) 0.022(3) -0.009(2) F46 0.067(2) 0.0624(19) 0.0479(16) -0.0035(15) 0.0042(15) -0.0104(16) C51 0.042(2) 0.037(2) 0.043(2) -0.003(2) 0.014(2) 0.005(2) C52 0.050(3) 0.043(3) 0.045(3) -0.002(2) 0.015(2) 0.004(2) F52 0.0653(18) 0.0494(16) 0.0504(16) 0.0098(13) 0.0151(14) -0.0050(14) C53 0.055(3) 0.061(3) 0.037(3) 0.001(2) 0.010(2) 0.015(3) F53 0.080(2) 0.091(2) 0.0408(16) 0.0149(17) 0.0120(15) 0.0160(19) C54 0.047(3) 0.079(4) 0.037(3) -0.016(3) 0.003(2) 0.009(3) F54 0.069(2) 0.121(3) 0.0449(17) -0.0234(19) -0.0049(15) 0.001(2) C55 0.045(3) 0.054(3) 0.056(3) -0.017(3) 0.012(2) -0.006(2) F55 0.0579(18) 0.0607(19) 0.078(2) -0.0270(17) 0.0078(16) -0.0113(15) C56 0.045(3) 0.040(3) 0.048(3) -0.006(2) 0.014(2) 0.003(2) F56 0.0611(17) 0.0406(15) 0.0581(17) -0.0043(13) 0.0139(14) -0.0085(13) C61 0.041(2) 0.040(2) 0.031(2) 0.0015(19) 0.0061(19) -0.003(2) C62 0.050(3) 0.042(3) 0.037(2) 0.003(2) 0.011(2) -0.002(2) F62 0.0694(19) 0.0420(15) 0.0632(18) -0.0033(14) 0.0270(16) -0.0137(14) C63 0.047(3) 0.064(3) 0.042(3) 0.004(2) 0.012(2) -0.013(3) F63 0.073(2) 0.079(2) 0.089(2) 0.0027(19) 0.0397(19) -0.0259(18) C64 0.047(3) 0.074(4) 0.044(3) 0.006(3) 0.017(2) 0.006(3) F64 0.064(2) 0.101(3) 0.084(2) 0.000(2) 0.0460(19) 0.0003(19) C65 0.052(3) 0.049(3) 0.046(3) 0.002(2) 0.014(2) 0.003(2) F65 0.071(2) 0.065(2) 0.075(2) -0.0102(17) 0.0340(17) 0.0093(16) C66 0.045(3) 0.040(2) 0.039(2) 0.002(2) 0.009(2) -0.003(2) F66 0.0584(17) 0.0401(15) 0.0644(18) -0.0089(13) 0.0231(15) -0.0048(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C3 1.877(4) . ? P1 C31 1.901(5) . ? P1 C21 1.928(5) . ? P1 C11 1.928(5) . ? B1 C51 1.656(6) . ? B1 C61 1.664(7) . ? B1 C41 1.672(7) . ? B1 C2 1.680(6) . ? C1 C2 1.502(6) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.364(6) . ? C3 C4 1.429(6) . ? C4 C5 1.196(6) . ? C5 C6 1.457(7) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6C 0.9700 . ? C11 C14 1.538(7) . ? C11 C12 1.540(8) . ? C11 C13 1.561(7) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C21 C23A 1.525(6) . ? C21 C22B 1.527(8) . ? C21 C24A 1.537(5) . ? C21 C24B 1.539(8) . ? C21 C23B 1.544(8) . ? C21 C22A 1.561(6) . ? C22A H22A 0.9700 . ? C22A H22B 0.9700 . ? C22A H22C 0.9700 . ? C23A H23A 0.9700 . ? C23A H23B 0.9700 . ? C23A H23C 0.9700 . ? C24A H24A 0.9700 . ? C24A H24B 0.9700 . ? C24A H24C 0.9700 . ? C22B H22D 0.9700 . ? C22B H22E 0.9700 . ? C22B H22F 0.9700 . ? C23B H23D 0.9700 . ? C23B H23E 0.9700 . ? C23B H23F 0.9700 . ? C24B H24D 0.9700 . ? C24B H24E 0.9700 . ? C24B H24F 0.9700 . ? C31 C33A 1.523(5) . ? C31 C32A 1.525(5) . ? C31 C34B 1.537(8) . ? C31 C33B 1.544(8) . ? C31 C34A 1.550(5) . ? C31 C32B 1.555(8) . ? C32A H32A 0.9700 . ? C32A H32B 0.9700 . ? C32A H32C 0.9700 . ? C33A H33A 0.9700 . ? C33A H33B 0.9700 . ? C33A H33C 0.9700 . ? C34A H34A 0.9700 . ? C34A H34B 0.9700 . ? C34A H34C 0.9700 . ? C32B H32D 0.9700 . ? C32B H32E 0.9700 . ? C32B H32F 0.9700 . ? C33B H33D 0.9700 . ? C33B H33E 0.9700 . ? C33B H33F 0.9700 . ? C34B H34D 0.9700 . ? C34B H34E 0.9700 . ? C34B H34F 0.9700 . ? C41 C46 1.381(7) . ? C41 C42 1.391(7) . ? C42 F42 1.355(6) . ? C42 C43 1.383(7) . ? C43 F43 1.351(6) . ? C43 C44 1.365(8) . ? C44 F44 1.346(6) . ? C44 C45 1.371(8) . ? C45 F45 1.345(6) . ? C45 C46 1.376(7) . ? C46 F46 1.358(6) . ? C51 C56 1.383(6) . ? C51 C52 1.396(6) . ? C52 F52 1.348(5) . ? C52 C53 1.373(7) . ? C53 F53 1.356(6) . ? C53 C54 1.364(8) . ? C54 F54 1.348(5) . ? C54 C55 1.365(8) . ? C55 F55 1.350(6) . ? C55 C56 1.380(7) . ? C56 F56 1.355(5) . ? C61 C62 1.389(6) . ? C61 C66 1.394(6) . ? C62 F62 1.355(5) . ? C62 C63 1.379(7) . ? C63 F63 1.353(6) . ? C63 C64 1.367(7) . ? C64 F64 1.339(5) . ? C64 C65 1.373(7) . ? C65 F65 1.342(6) . ? C65 C66 1.376(6) . ? C66 F66 1.356(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 P1 C31 110.41(18) . . ? C3 P1 C21 110.62(19) . . ? C31 P1 C21 112.2(2) . . ? C3 P1 C11 106.0(2) . . ? C31 P1 C11 108.4(2) . . ? C21 P1 C11 108.9(2) . . ? C51 B1 C61 102.4(3) . . ? C51 B1 C41 112.7(4) . . ? C61 B1 C41 111.5(4) . . ? C51 B1 C2 115.7(4) . . ? C61 B1 C2 110.3(4) . . ? C41 B1 C2 104.4(3) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C1 121.8(4) . . ? C3 C2 B1 121.7(4) . . ? C1 C2 B1 116.3(4) . . ? C2 C3 C4 117.7(4) . . ? C2 C3 P1 128.0(3) . . ? C4 C3 P1 114.3(3) . . ? C5 C4 C3 178.2(5) . . ? C4 C5 C6 176.1(6) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C14 C11 C12 105.2(5) . . ? C14 C11 C13 107.5(5) . . ? C12 C11 C13 108.8(5) . . ? C14 C11 P1 113.8(4) . . ? C12 C11 P1 113.2(4) . . ? C13 C11 P1 108.2(4) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C23A C21 C22B 65.4(13) . . ? C23A C21 C24A 109.1(4) . . ? C22B C21 C24A 119.9(15) . . ? C23A C21 C24B 133.9(15) . . ? C22B C21 C24B 108.2(7) . . ? C24A C21 C24B 31.3(12) . . ? C23A C21 C23B 44.8(12) . . ? C22B C21 C23B 107.6(7) . . ? C24A C21 C23B 75.5(12) . . ? C24B C21 C23B 106.7(7) . . ? C23A C21 C22A 106.8(4) . . ? C22B C21 C22A 41.4(12) . . ? C24A C21 C22A 105.1(4) . . ? C24B C21 C22A 78.7(12) . . ? C23B C21 C22A 145.5(13) . . ? C23A C21 P1 107.8(3) . . ? C22B C21 P1 124.7(14) . . ? C24A C21 P1 114.1(4) . . ? C24B C21 P1 111.4(15) . . ? C23B C21 P1 96.3(13) . . ? C22A C21 P1 113.7(4) . . ? C21 C22A H22A 109.5 . . ? C21 C22A H22B 109.5 . . ? C21 C22A H22C 109.5 . . ? C21 C23A H23A 109.5 . . ? C21 C23A H23B 109.5 . . ? C21 C23A H23C 109.5 . . ? C21 C24A H24A 109.5 . . ? C21 C24A H24B 109.5 . . ? C21 C24A H24C 109.5 . . ? C21 C22B H22D 109.5 . . ? C21 C22B H22E 109.5 . . ? H22D C22B H22E 109.5 . . ? C21 C22B H22F 109.5 . . ? H22D C22B H22F 109.5 . . ? H22E C22B H22F 109.5 . . ? C21 C23B H23D 109.5 . . ? C21 C23B H23E 109.5 . . ? H23D C23B H23E 109.5 . . ? C21 C23B H23F 109.5 . . ? H23D C23B H23F 109.5 . . ? H23E C23B H23F 109.5 . . ? C21 C24B H24D 109.5 . . ? C21 C24B H24E 109.5 . . ? H24D C24B H24E 109.5 . . ? C21 C24B H24F 109.5 . . ? H24D C24B H24F 109.5 . . ? H24E C24B H24F 109.5 . . ? C33A C31 C32A 109.7(4) . . ? C33A C31 C34B 133.3(12) . . ? C32A C31 C34B 61.7(11) . . ? C33A C31 C33B 37.7(10) . . ? C32A C31 C33B 127.0(12) . . ? C34B C31 C33B 107.2(7) . . ? C33A C31 C34A 107.5(4) . . ? C32A C31 C34A 106.2(4) . . ? C34B C31 C34A 46.4(11) . . ? C33B C31 C34A 70.4(11) . . ? C33A C31 C32B 72.0(10) . . ? C32A C31 C32B 45.8(10) . . ? C34B C31 C32B 106.3(7) . . ? C33B C31 C32B 105.7(7) . . ? C34A C31 C32B 143.5(11) . . ? C33A C31 P1 110.9(3) . . ? C32A C31 P1 114.0(3) . . ? C34B C31 P1 114.2(12) . . ? C33B C31 P1 117.1(12) . . ? C34A C31 P1 108.3(3) . . ? C32B C31 P1 105.5(11) . . ? C31 C32A H32A 109.5 . . ? C31 C32A H32B 109.5 . . ? C31 C32A H32C 109.5 . . ? C31 C33A H33A 109.5 . . ? C31 C33A H33B 109.5 . . ? C31 C33A H33C 109.5 . . ? C31 C34A H34A 109.5 . . ? C31 C34A H34B 109.5 . . ? C31 C34A H34C 109.5 . . ? C31 C32B H32D 109.5 . . ? C31 C32B H32E 109.5 . . ? H32D C32B H32E 109.5 . . ? C31 C32B H32F 109.5 . . ? H32D C32B H32F 109.5 . . ? H32E C32B H32F 109.5 . . ? C31 C33B H33D 109.5 . . ? C31 C33B H33E 109.5 . . ? H33D C33B H33E 109.5 . . ? C31 C33B H33F 109.5 . . ? H33D C33B H33F 109.5 . . ? H33E C33B H33F 109.5 . . ? C31 C34B H34D 109.5 . . ? C31 C34B H34E 109.5 . . ? H34D C34B H34E 109.5 . . ? C31 C34B H34F 109.5 . . ? H34D C34B H34F 109.5 . . ? H34E C34B H34F 109.5 . . ? C46 C41 C42 112.3(4) . . ? C46 C41 B1 119.8(4) . . ? C42 C41 B1 127.9(4) . . ? F42 C42 C43 113.4(5) . . ? F42 C42 C41 122.3(4) . . ? C43 C42 C41 124.3(5) . . ? F43 C43 C44 119.4(5) . . ? F43 C43 C42 120.7(6) . . ? C44 C43 C42 119.9(5) . . ? F44 C44 C43 120.7(6) . . ? F44 C44 C45 120.5(6) . . ? C43 C44 C45 118.8(5) . . ? F45 C45 C44 120.8(5) . . ? F45 C45 C46 120.1(6) . . ? C44 C45 C46 119.1(5) . . ? F46 C46 C45 115.4(5) . . ? F46 C46 C41 118.9(4) . . ? C45 C46 C41 125.6(5) . . ? C56 C51 C52 113.0(4) . . ? C56 C51 B1 128.3(4) . . ? C52 C51 B1 118.4(4) . . ? F52 C52 C53 116.2(4) . . ? F52 C52 C51 119.6(4) . . ? C53 C52 C51 124.1(5) . . ? F53 C53 C54 119.8(5) . . ? F53 C53 C52 120.4(5) . . ? C54 C53 C52 119.8(5) . . ? F54 C54 C53 120.3(5) . . ? F54 C54 C55 120.8(5) . . ? C53 C54 C55 118.9(5) . . ? F55 C55 C54 119.3(5) . . ? F55 C55 C56 120.7(5) . . ? C54 C55 C56 120.0(5) . . ? F56 C56 C55 114.7(4) . . ? F56 C56 C51 121.2(4) . . ? C55 C56 C51 124.0(5) . . ? C62 C61 C66 112.4(4) . . ? C62 C61 B1 128.3(4) . . ? C66 C61 B1 119.2(4) . . ? F62 C62 C63 114.9(4) . . ? F62 C62 C61 121.3(4) . . ? C63 C62 C61 123.7(4) . . ? F63 C63 C64 119.7(4) . . ? F63 C63 C62 119.4(5) . . ? C64 C63 C62 120.9(5) . . ? F64 C64 C63 120.7(5) . . ? F64 C64 C65 120.8(5) . . ? C63 C64 C65 118.5(4) . . ? F65 C65 C64 119.9(4) . . ? F65 C65 C66 121.1(4) . . ? C64 C65 C66 118.9(5) . . ? F66 C66 C65 115.4(4) . . ? F66 C66 C61 119.0(4) . . ? C65 C66 C61 125.6(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C51 B1 C2 C3 61.9(5) . . . . ? C61 B1 C2 C3 177.6(4) . . . . ? C41 B1 C2 C3 -62.5(5) . . . . ? C51 B1 C2 C1 -123.2(4) . . . . ? C61 B1 C2 C1 -7.6(5) . . . . ? C41 B1 C2 C1 112.3(4) . . . . ? C1 C2 C3 C4 -176.3(4) . . . . ? B1 C2 C3 C4 -1.7(6) . . . . ? C1 C2 C3 P1 3.5(6) . . . . ? B1 C2 C3 P1 178.0(3) . . . . ? C31 P1 C3 C2 66.4(4) . . . . ? C21 P1 C3 C2 -58.4(4) . . . . ? C11 P1 C3 C2 -176.4(4) . . . . ? C31 P1 C3 C4 -113.9(3) . . . . ? C21 P1 C3 C4 121.3(3) . . . . ? C11 P1 C3 C4 3.4(4) . . . . ? C2 C3 C4 C5 11(17) . . . . ? P1 C3 C4 C5 -169(17) . . . . ? C3 C4 C5 C6 173(13) . . . . ? C3 P1 C11 C14 -176.5(4) . . . . ? C31 P1 C11 C14 -57.9(5) . . . . ? C21 P1 C11 C14 64.5(5) . . . . ? C3 P1 C11 C12 -56.5(4) . . . . ? C31 P1 C11 C12 62.1(4) . . . . ? C21 P1 C11 C12 -175.5(4) . . . . ? C3 P1 C11 C13 64.1(4) . . . . ? C31 P1 C11 C13 -177.3(4) . . . . ? C21 P1 C11 C13 -54.9(4) . . . . ? C3 P1 C21 C23A -24.0(4) . . . . ? C31 P1 C21 C23A -147.7(3) . . . . ? C11 P1 C21 C23A 92.2(4) . . . . ? C3 P1 C21 C22B 48.1(16) . . . . ? C31 P1 C21 C22B -75.7(16) . . . . ? C11 P1 C21 C22B 164.2(16) . . . . ? C3 P1 C21 C24A -145.3(4) . . . . ? C31 P1 C21 C24A 91.0(4) . . . . ? C11 P1 C21 C24A -29.1(4) . . . . ? C3 P1 C21 C24B -179.1(14) . . . . ? C31 P1 C21 C24B 57.1(14) . . . . ? C11 P1 C21 C24B -62.9(14) . . . . ? C3 P1 C21 C23B -68.4(13) . . . . ? C31 P1 C21 C23B 167.8(13) . . . . ? C11 P1 C21 C23B 47.8(13) . . . . ? C3 P1 C21 C22A 94.2(4) . . . . ? C31 P1 C21 C22A -29.5(4) . . . . ? C11 P1 C21 C22A -149.6(4) . . . . ? C3 P1 C31 C33A -170.6(3) . . . . ? C21 P1 C31 C33A -46.7(4) . . . . ? C11 P1 C31 C33A 73.7(4) . . . . ? C3 P1 C31 C32A -46.2(4) . . . . ? C21 P1 C31 C32A 77.7(4) . . . . ? C11 P1 C31 C32A -162.0(4) . . . . ? C3 P1 C31 C34B 22.1(12) . . . . ? C21 P1 C31 C34B 146.0(12) . . . . ? C11 P1 C31 C34B -93.6(12) . . . . ? C3 P1 C31 C33B 148.6(12) . . . . ? C21 P1 C31 C33B -87.6(12) . . . . ? C11 P1 C31 C33B 32.8(12) . . . . ? C3 P1 C31 C34A 71.7(4) . . . . ? C21 P1 C31 C34A -164.4(3) . . . . ? C11 P1 C31 C34A -44.0(4) . . . . ? C3 P1 C31 C32B -94.3(11) . . . . ? C21 P1 C31 C32B 29.6(11) . . . . ? C11 P1 C31 C32B 150.0(11) . . . . ? C51 B1 C41 C46 177.1(4) . . . . ? C61 B1 C41 C46 62.6(5) . . . . ? C2 B1 C41 C46 -56.5(5) . . . . ? C51 B1 C41 C42 -4.5(6) . . . . ? C61 B1 C41 C42 -119.0(5) . . . . ? C2 B1 C41 C42 121.9(5) . . . . ? C46 C41 C42 F42 178.0(4) . . . . ? B1 C41 C42 F42 -0.5(7) . . . . ? C46 C41 C42 C43 -0.6(7) . . . . ? B1 C41 C42 C43 -179.1(4) . . . . ? F42 C42 C43 F43 1.3(7) . . . . ? C41 C42 C43 F43 -180.0(4) . . . . ? F42 C42 C43 C44 -177.8(4) . . . . ? C41 C42 C43 C44 0.9(8) . . . . ? F43 C43 C44 F44 -0.5(8) . . . . ? C42 C43 C44 F44 178.6(4) . . . . ? F43 C43 C44 C45 -179.4(5) . . . . ? C42 C43 C44 C45 -0.3(8) . . . . ? F44 C44 C45 F45 0.6(8) . . . . ? C43 C44 C45 F45 179.5(5) . . . . ? F44 C44 C45 C46 -179.5(4) . . . . ? C43 C44 C45 C46 -0.6(8) . . . . ? F45 C45 C46 F46 2.8(7) . . . . ? C44 C45 C46 F46 -177.1(4) . . . . ? F45 C45 C46 C41 -179.2(4) . . . . ? C44 C45 C46 C41 0.9(8) . . . . ? C42 C41 C46 F46 177.7(4) . . . . ? B1 C41 C46 F46 -3.7(6) . . . . ? C42 C41 C46 C45 -0.3(7) . . . . ? B1 C41 C46 C45 178.3(4) . . . . ? C61 B1 C51 C56 -111.0(5) . . . . ? C41 B1 C51 C56 129.1(5) . . . . ? C2 B1 C51 C56 9.1(6) . . . . ? C61 B1 C51 C52 61.8(5) . . . . ? C41 B1 C51 C52 -58.1(5) . . . . ? C2 B1 C51 C52 -178.1(4) . . . . ? C56 C51 C52 F52 176.4(4) . . . . ? B1 C51 C52 F52 2.5(6) . . . . ? C56 C51 C52 C53 -5.5(7) . . . . ? B1 C51 C52 C53 -179.3(4) . . . . ? F52 C52 C53 F53 1.7(7) . . . . ? C51 C52 C53 F53 -176.6(4) . . . . ? F52 C52 C53 C54 -177.3(4) . . . . ? C51 C52 C53 C54 4.5(8) . . . . ? F53 C53 C54 F54 -0.3(7) . . . . ? C52 C53 C54 F54 178.7(4) . . . . ? F53 C53 C54 C55 179.8(4) . . . . ? C52 C53 C54 C55 -1.2(7) . . . . ? F54 C54 C55 F55 -1.7(7) . . . . ? C53 C54 C55 F55 178.2(4) . . . . ? F54 C54 C55 C56 179.7(4) . . . . ? C53 C54 C55 C56 -0.4(8) . . . . ? F55 C55 C56 F56 -1.1(6) . . . . ? C54 C55 C56 F56 177.4(4) . . . . ? F55 C55 C56 C51 -179.6(4) . . . . ? C54 C55 C56 C51 -1.0(7) . . . . ? C52 C51 C56 F56 -174.6(4) . . . . ? B1 C51 C56 F56 -1.5(7) . . . . ? C52 C51 C56 C55 3.7(7) . . . . ? B1 C51 C56 C55 176.8(4) . . . . ? C51 B1 C61 C62 -114.2(5) . . . . ? C41 B1 C61 C62 6.5(6) . . . . ? C2 B1 C61 C62 122.1(5) . . . . ? C51 B1 C61 C66 60.9(5) . . . . ? C41 B1 C61 C66 -178.4(4) . . . . ? C2 B1 C61 C66 -62.9(5) . . . . ? C66 C61 C62 F62 -176.9(4) . . . . ? B1 C61 C62 F62 -1.6(7) . . . . ? C66 C61 C62 C63 0.8(6) . . . . ? B1 C61 C62 C63 176.1(4) . . . . ? F62 C62 C63 F63 -2.5(6) . . . . ? C61 C62 C63 F63 179.6(4) . . . . ? F62 C62 C63 C64 178.8(4) . . . . ? C61 C62 C63 C64 1.0(8) . . . . ? F63 C63 C64 F64 1.4(7) . . . . ? C62 C63 C64 F64 -179.9(4) . . . . ? F63 C63 C64 C65 179.3(4) . . . . ? C62 C63 C64 C65 -2.0(8) . . . . ? F64 C64 C65 F65 0.3(7) . . . . ? C63 C64 C65 F65 -177.6(4) . . . . ? F64 C64 C65 C66 179.2(4) . . . . ? C63 C64 C65 C66 1.3(7) . . . . ? F65 C65 C66 F66 0.3(7) . . . . ? C64 C65 C66 F66 -178.6(4) . . . . ? F65 C65 C66 C61 179.5(4) . . . . ? C64 C65 C66 C61 0.6(8) . . . . ? C62 C61 C66 F66 177.6(4) . . . . ? B1 C61 C66 F66 1.8(6) . . . . ? C62 C61 C66 C65 -1.6(7) . . . . ? B1 C61 C66 C65 -177.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.377 _refine_diff_density_min -0.265 _refine_diff_density_rms 0.060 # Attachment '- erk6191.cif' data_erk6191 _database_code_depnum_ccdc_archive 'CCDC 866999' #TrackingRef '- erk6191.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H25 B F15 P' _chemical_formula_weight 736.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.6661(5) _cell_length_b 15.4254(4) _cell_length_c 15.4744(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.939(3) _cell_angle_gamma 90.00 _cell_volume 3136.67(16) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5326 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 1.822 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4628 _exptl_absorpt_correction_T_max 0.9645 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24861 _diffrn_reflns_av_R_equivalents 0.050 _diffrn_reflns_av_sigmaI/netI 0.0227 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.83 _diffrn_reflns_theta_max 66.96 _reflns_number_total 5435 _reflns_number_gt 4795 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to Zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on all data will be even larger. The hydrogen of the P1 atom was refined freely, but with fixed U-value. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0524P)^2^+1.8276P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'at P1 from difmap, others geom' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5435 _refine_ls_number_parameters 453 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0466 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1069 _refine_ls_wR_factor_gt 0.1014 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.42912(4) 0.71731(3) 1.07351(3) 0.03826(14) Uani 1 1 d . . . H1 H 0.4712(17) 0.6441(14) 1.1117(15) 0.046 Uiso 1 1 d . . . B1 B 0.59129(16) 0.70267(14) 0.86603(14) 0.0319(4) Uani 1 1 d . . . C1 C 0.58363(15) 0.60635(13) 1.00444(13) 0.0380(4) Uani 1 1 d . . . H1A H 0.6254 0.6232 1.0635 0.057 Uiso 1 1 calc R . . H1B H 0.6245 0.5738 0.9735 0.057 Uiso 1 1 calc R . . H1C H 0.5276 0.5706 1.0108 0.057 Uiso 1 1 calc R . . C2 C 0.54194(13) 0.68702(12) 0.95048(12) 0.0312(4) Uani 1 1 d . . . C3 C 0.47865(14) 0.74063(12) 0.97906(12) 0.0335(4) Uani 1 1 d . . . C4 C 0.43646(14) 0.82155(13) 0.94000(13) 0.0377(4) Uani 1 1 d . . . C5 C 0.39455(17) 0.88875(15) 0.91692(16) 0.0481(5) Uani 1 1 d . . . C6 C 0.3416(2) 0.97075(17) 0.8879(2) 0.0788(9) Uani 1 1 d . . . H6A H 0.3342 0.9793 0.8244 0.118 Uiso 1 1 calc R . . H6B H 0.3806 1.0182 0.9218 0.118 Uiso 1 1 calc R . . H6C H 0.2748 0.9690 0.8985 0.118 Uiso 1 1 calc R . . C11 C 0.47516(18) 0.79522(16) 1.16686(15) 0.0501(5) Uani 1 1 d . . . C12 C 0.59154(19) 0.7943(2) 1.18541(18) 0.0649(7) Uani 1 1 d . . . H12A H 0.6097 0.8119 1.1317 0.097 Uiso 1 1 calc R . . H12B H 0.6169 0.7363 1.2024 0.097 Uiso 1 1 calc R . . H12C H 0.6214 0.8342 1.2339 0.097 Uiso 1 1 calc R . . C13 C 0.4345(2) 0.88712(18) 1.1450(2) 0.0732(8) Uani 1 1 d . . . H13A H 0.4616 0.9243 1.1965 0.110 Uiso 1 1 calc R . . H13B H 0.3608 0.8865 1.1306 0.110 Uiso 1 1 calc R . . H13C H 0.4551 0.9089 1.0939 0.110 Uiso 1 1 calc R . . C14 C 0.4465(2) 0.7621(2) 1.25035(17) 0.0703(8) Uani 1 1 d . . . H14A H 0.4710 0.7032 1.2634 0.105 Uiso 1 1 calc R . . H14B H 0.3731 0.7631 1.2391 0.105 Uiso 1 1 calc R . . H14C H 0.4773 0.7990 1.3013 0.105 Uiso 1 1 calc R . . C21 C 0.29148(16) 0.69085(15) 1.03355(16) 0.0487(5) Uani 1 1 d . . . C22 C 0.2801(2) 0.6333(2) 0.95105(19) 0.0675(7) Uani 1 1 d . . . H22A H 0.2100 0.6142 0.9291 0.101 Uiso 1 1 calc R . . H22B H 0.3243 0.5833 0.9672 0.101 Uiso 1 1 calc R . . H22C H 0.2987 0.6660 0.9044 0.101 Uiso 1 1 calc R . . C23 C 0.22422(19) 0.7703(2) 1.0087(3) 0.0779(9) Uani 1 1 d . . . H23A H 0.1535 0.7526 0.9893 0.117 Uiso 1 1 calc R . . H23B H 0.2415 0.8012 0.9602 0.117 Uiso 1 1 calc R . . H23C H 0.2347 0.8080 1.0606 0.117 Uiso 1 1 calc R . . C24 C 0.2620(2) 0.6391(2) 1.1069(2) 0.0861(10) Uani 1 1 d . . . H24A H 0.2675 0.6760 1.1589 0.129 Uiso 1 1 calc R . . H24B H 0.3073 0.5899 1.1241 0.129 Uiso 1 1 calc R . . H24C H 0.1925 0.6188 1.0844 0.129 Uiso 1 1 calc R . . C31 C 0.71198(14) 0.72119(13) 0.92137(12) 0.0338(4) Uani 1 1 d . . . C32 C 0.79426(15) 0.66572(14) 0.93001(13) 0.0394(4) Uani 1 1 d . . . F32 F 0.78115(9) 0.58580(8) 0.89331(9) 0.0517(3) Uani 1 1 d . . . C33 C 0.89317(15) 0.68680(16) 0.97625(14) 0.0460(5) Uani 1 1 d . . . F33 F 0.96953(9) 0.63058(10) 0.97983(10) 0.0638(4) Uani 1 1 d . . . C34 C 0.91359(15) 0.76451(17) 1.02011(14) 0.0482(5) Uani 1 1 d . . . F34 F 1.00898(9) 0.78481(11) 1.06665(10) 0.0680(4) Uani 1 1 d . . . C35 C 0.83452(16) 0.82054(15) 1.01771(14) 0.0444(5) Uani 1 1 d . . . F35 F 0.85281(10) 0.89664(10) 1.06129(10) 0.0644(4) Uani 1 1 d . . . C36 C 0.73755(14) 0.79768(13) 0.96932(13) 0.0375(4) Uani 1 1 d . . . F36 F 0.66404(8) 0.85683(8) 0.96896(8) 0.0451(3) Uani 1 1 d . . . C41 C 0.54147(14) 0.78181(12) 0.79598(12) 0.0344(4) Uani 1 1 d . . . C42 C 0.59247(16) 0.84965(13) 0.76836(13) 0.0397(4) Uani 1 1 d . . . F42 F 0.69488(9) 0.85659(8) 0.79762(8) 0.0498(3) Uani 1 1 d . . . C43 C 0.5450(2) 0.91445(14) 0.71022(15) 0.0500(6) Uani 1 1 d . . . F43 F 0.59958(13) 0.97855(9) 0.68753(10) 0.0701(4) Uani 1 1 d . . . C44 C 0.4418(2) 0.91306(16) 0.67524(16) 0.0567(6) Uani 1 1 d . . . F44 F 0.39363(15) 0.97604(11) 0.61958(11) 0.0879(5) Uani 1 1 d . . . C45 C 0.38722(18) 0.84546(17) 0.69724(15) 0.0537(6) Uani 1 1 d . . . F45 F 0.28549(11) 0.84229(12) 0.66323(11) 0.0794(5) Uani 1 1 d . . . C46 C 0.43755(16) 0.78179(14) 0.75473(13) 0.0411(5) Uani 1 1 d . . . F46 F 0.37869(9) 0.71737(8) 0.77219(8) 0.0498(3) Uani 1 1 d . . . C51 C 0.57442(14) 0.61698(12) 0.79819(12) 0.0340(4) Uani 1 1 d . . . C52 C 0.50061(15) 0.55345(13) 0.78980(13) 0.0371(4) Uani 1 1 d . . . F52 F 0.43818(9) 0.55239(8) 0.84448(8) 0.0464(3) Uani 1 1 d . . . C53 C 0.48327(16) 0.48816(14) 0.72635(14) 0.0438(5) Uani 1 1 d . . . F53 F 0.40889(10) 0.42923(9) 0.72261(10) 0.0607(4) Uani 1 1 d . . . C54 C 0.54043(18) 0.48323(14) 0.66656(14) 0.0482(5) Uani 1 1 d . . . F54 F 0.52348(13) 0.42068(9) 0.60378(10) 0.0710(4) Uani 1 1 d . . . C55 C 0.61437(17) 0.54473(14) 0.67057(14) 0.0460(5) Uani 1 1 d . . . F55 F 0.67054(12) 0.54213(10) 0.61171(10) 0.0667(4) Uani 1 1 d . . . C56 C 0.62837(15) 0.60917(13) 0.73452(13) 0.0384(4) Uani 1 1 d . . . F56 F 0.69906(9) 0.66980(8) 0.73190(8) 0.0484(3) Uani 1 1 d . . . 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 0.0384(3) 0.0443(3) 0.0382(3) -0.0023(2) 0.0209(2) -0.0004(2) B1 0.0286(10) 0.0358(11) 0.0338(11) -0.0014(9) 0.0128(9) 0.0000(8) C1 0.0378(10) 0.0429(11) 0.0356(10) 0.0027(8) 0.0142(8) 0.0024(8) C2 0.0256(9) 0.0347(10) 0.0331(9) -0.0037(8) 0.0077(7) -0.0043(7) C3 0.0305(9) 0.0381(10) 0.0349(10) -0.0018(8) 0.0140(8) -0.0029(8) C4 0.0339(10) 0.0424(11) 0.0423(11) -0.0034(9) 0.0199(8) -0.0016(9) C5 0.0463(12) 0.0436(12) 0.0607(14) 0.0007(10) 0.0254(11) 0.0064(10) C6 0.0788(19) 0.0502(15) 0.112(2) 0.0138(16) 0.0338(18) 0.0229(14) C11 0.0514(13) 0.0603(14) 0.0423(12) -0.0103(10) 0.0193(10) 0.0018(11) C12 0.0536(14) 0.0869(19) 0.0546(14) -0.0205(14) 0.0155(12) -0.0088(13) C13 0.086(2) 0.0614(16) 0.0673(17) -0.0262(14) 0.0135(15) 0.0045(14) C14 0.0747(18) 0.098(2) 0.0463(14) -0.0093(14) 0.0303(13) 0.0059(16) C21 0.0410(11) 0.0575(13) 0.0574(13) -0.0070(11) 0.0299(10) -0.0100(10) C22 0.0495(14) 0.0833(19) 0.0752(17) -0.0272(15) 0.0263(13) -0.0213(13) C23 0.0385(13) 0.0782(19) 0.122(3) -0.0047(18) 0.0302(15) -0.0008(13) C24 0.0750(19) 0.112(3) 0.085(2) 0.0077(19) 0.0449(17) -0.0359(18) C31 0.0308(9) 0.0427(11) 0.0313(9) 0.0007(8) 0.0141(8) -0.0007(8) C32 0.0358(10) 0.0487(12) 0.0363(10) -0.0031(9) 0.0144(8) 0.0030(9) F32 0.0429(7) 0.0510(7) 0.0605(8) -0.0104(6) 0.0128(6) 0.0109(5) C33 0.0287(10) 0.0697(15) 0.0424(11) 0.0022(11) 0.0145(9) 0.0077(10) F33 0.0349(7) 0.0914(11) 0.0645(9) -0.0045(8) 0.0128(6) 0.0181(7) C34 0.0280(10) 0.0770(16) 0.0396(11) -0.0027(11) 0.0094(8) -0.0091(10) F34 0.0314(6) 0.1076(12) 0.0614(9) -0.0146(8) 0.0064(6) -0.0135(7) C35 0.0390(11) 0.0562(13) 0.0407(11) -0.0111(10) 0.0153(9) -0.0118(10) F35 0.0513(8) 0.0720(9) 0.0681(9) -0.0288(7) 0.0134(7) -0.0190(7) C36 0.0325(10) 0.0461(11) 0.0376(10) -0.0032(9) 0.0160(8) -0.0014(8) F36 0.0388(6) 0.0459(7) 0.0533(7) -0.0126(5) 0.0173(5) -0.0013(5) C41 0.0377(10) 0.0382(10) 0.0295(9) -0.0020(8) 0.0128(8) 0.0020(8) C42 0.0464(11) 0.0410(11) 0.0366(10) -0.0026(9) 0.0196(9) 0.0004(9) F42 0.0472(7) 0.0558(7) 0.0535(7) 0.0048(6) 0.0258(6) -0.0089(6) C43 0.0741(16) 0.0391(12) 0.0464(12) 0.0053(10) 0.0328(12) 0.0058(11) F43 0.1073(12) 0.0458(8) 0.0747(10) 0.0147(7) 0.0547(9) 0.0016(8) C44 0.0772(17) 0.0514(14) 0.0441(12) 0.0144(11) 0.0207(12) 0.0258(12) F44 0.1106(14) 0.0787(11) 0.0757(11) 0.0383(9) 0.0278(10) 0.0433(10) C45 0.0473(13) 0.0668(15) 0.0435(12) 0.0037(11) 0.0065(10) 0.0166(11) F45 0.0499(8) 0.1048(12) 0.0720(10) 0.0181(9) -0.0023(7) 0.0230(8) C46 0.0419(11) 0.0459(12) 0.0364(10) 0.0002(9) 0.0121(9) 0.0025(9) F46 0.0349(6) 0.0595(8) 0.0515(7) 0.0022(6) 0.0059(5) -0.0046(5) C51 0.0320(9) 0.0375(10) 0.0326(9) 0.0000(8) 0.0093(8) 0.0011(8) C52 0.0352(10) 0.0413(11) 0.0366(10) 0.0001(8) 0.0131(8) 0.0005(8) F52 0.0429(6) 0.0528(7) 0.0495(7) -0.0056(6) 0.0227(5) -0.0107(5) C53 0.0436(11) 0.0404(11) 0.0451(12) -0.0030(9) 0.0082(9) -0.0066(9) F53 0.0587(8) 0.0542(8) 0.0688(9) -0.0146(7) 0.0167(7) -0.0212(6) C54 0.0615(14) 0.0428(12) 0.0400(11) -0.0096(9) 0.0134(10) 0.0000(10) F54 0.0991(12) 0.0587(9) 0.0602(9) -0.0275(7) 0.0305(8) -0.0142(8) C55 0.0557(13) 0.0478(12) 0.0405(11) -0.0027(9) 0.0231(10) 0.0022(10) F55 0.0897(11) 0.0681(9) 0.0592(8) -0.0173(7) 0.0493(8) -0.0076(8) C56 0.0394(10) 0.0405(11) 0.0382(10) -0.0012(9) 0.0154(8) -0.0020(9) F56 0.0532(7) 0.0518(7) 0.0498(7) -0.0070(6) 0.0303(6) -0.0111(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C3 1.8076(18) . ? P1 C11 1.851(2) . ? P1 C21 1.857(2) . ? P1 H1 1.33(2) . ? B1 C2 1.645(3) . ? B1 C41 1.650(3) . ? B1 C31 1.661(3) . ? B1 C51 1.664(3) . ? C1 C2 1.520(3) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.356(3) . ? C3 C4 1.437(3) . ? C4 C5 1.191(3) . ? C5 C6 1.465(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6C 0.9700 . ? C11 C13 1.527(4) . ? C11 C14 1.537(3) . ? C11 C12 1.537(3) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C21 C23 1.517(4) . ? C21 C22 1.527(3) . ? C21 C24 1.529(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C31 C36 1.386(3) . ? C31 C32 1.390(3) . ? C32 F32 1.349(2) . ? C32 C33 1.383(3) . ? C33 F33 1.346(2) . ? C33 C34 1.368(3) . ? C34 F34 1.342(2) . ? C34 C35 1.376(3) . ? C35 F35 1.343(3) . ? C35 C36 1.377(3) . ? C36 F36 1.356(2) . ? C41 C46 1.388(3) . ? C41 C42 1.388(3) . ? C42 F42 1.352(2) . ? C42 C43 1.382(3) . ? C43 F43 1.342(3) . ? C43 C44 1.364(4) . ? C44 F44 1.345(3) . ? C44 C45 1.378(4) . ? C45 F45 1.345(3) . ? C45 C46 1.376(3) . ? C46 F46 1.351(2) . ? C51 C52 1.387(3) . ? C51 C56 1.388(3) . ? C52 F52 1.357(2) . ? C52 C53 1.381(3) . ? C53 F53 1.353(2) . ? C53 C54 1.367(3) . ? C54 F54 1.343(2) . ? C54 C55 1.375(3) . ? C55 F55 1.343(2) . ? C55 C56 1.378(3) . ? C56 F56 1.353(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 P1 C11 112.29(10) . . ? C3 P1 C21 110.15(9) . . ? C11 P1 C21 119.91(10) . . ? C3 P1 H1 108.4(9) . . ? C11 P1 H1 101.0(9) . . ? C21 P1 H1 103.7(10) . . ? C2 B1 C41 116.44(15) . . ? C2 B1 C31 100.45(14) . . ? C41 B1 C31 112.55(16) . . ? C2 B1 C51 111.63(15) . . ? C41 B1 C51 102.27(15) . . ? C31 B1 C51 114.06(15) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C1 119.79(17) . . ? C3 C2 B1 127.39(17) . . ? C1 C2 B1 112.53(15) . . ? C2 C3 C4 127.67(17) . . ? C2 C3 P1 123.81(15) . . ? C4 C3 P1 108.48(13) . . ? C5 C4 C3 170.7(2) . . ? C4 C5 C6 179.1(3) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C13 C11 C14 109.5(2) . . ? C13 C11 C12 110.2(2) . . ? C14 C11 C12 109.2(2) . . ? C13 C11 P1 113.86(17) . . ? C14 C11 P1 109.25(18) . . ? C12 C11 P1 104.61(15) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C23 C21 C22 110.0(2) . . ? C23 C21 C24 110.2(2) . . ? C22 C21 C24 109.3(2) . . ? C23 C21 P1 113.25(17) . . ? C22 C21 P1 105.52(14) . . ? C24 C21 P1 108.46(19) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C36 C31 C32 113.21(17) . . ? C36 C31 B1 119.40(16) . . ? C32 C31 B1 127.31(17) . . ? F32 C32 C33 115.51(18) . . ? F32 C32 C31 120.79(18) . . ? C33 C32 C31 123.7(2) . . ? F33 C33 C34 119.60(19) . . ? F33 C33 C32 120.4(2) . . ? C34 C33 C32 119.99(19) . . ? F34 C34 C33 120.4(2) . . ? F34 C34 C35 120.5(2) . . ? C33 C34 C35 119.03(19) . . ? F35 C35 C34 119.94(19) . . ? F35 C35 C36 121.0(2) . . ? C34 C35 C36 119.0(2) . . ? F36 C36 C35 115.54(18) . . ? F36 C36 C31 119.53(17) . . ? C35 C36 C31 124.92(19) . . ? C46 C41 C42 113.29(18) . . ? C46 C41 B1 119.17(17) . . ? C42 C41 B1 127.48(17) . . ? F42 C42 C43 114.76(19) . . ? F42 C42 C41 121.18(18) . . ? C43 C42 C41 124.1(2) . . ? F43 C43 C44 119.7(2) . . ? F43 C43 C42 120.5(2) . . ? C44 C43 C42 119.8(2) . . ? F44 C44 C43 120.9(2) . . ? F44 C44 C45 120.1(2) . . ? C43 C44 C45 119.0(2) . . ? F45 C45 C46 120.4(2) . . ? F45 C45 C44 120.2(2) . . ? C46 C45 C44 119.4(2) . . ? F46 C46 C45 115.77(19) . . ? F46 C46 C41 119.88(18) . . ? C45 C46 C41 124.3(2) . . ? C52 C51 C56 112.75(17) . . ? C52 C51 B1 126.27(16) . . ? C56 C51 B1 120.53(17) . . ? F52 C52 C53 114.84(17) . . ? F52 C52 C51 121.07(17) . . ? C53 C52 C51 124.08(18) . . ? F53 C53 C54 119.73(19) . . ? F53 C53 C52 120.04(19) . . ? C54 C53 C52 120.23(19) . . ? F54 C54 C53 120.8(2) . . ? F54 C54 C55 120.4(2) . . ? C53 C54 C55 118.72(19) . . ? F55 C55 C54 119.90(19) . . ? F55 C55 C56 121.1(2) . . ? C54 C55 C56 119.04(19) . . ? F56 C56 C55 115.87(17) . . ? F56 C56 C51 118.94(17) . . ? C55 C56 C51 125.17(19) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C41 B1 C2 C3 -13.2(3) . . . . ? C31 B1 C2 C3 108.6(2) . . . . ? C51 B1 C2 C3 -130.15(19) . . . . ? C41 B1 C2 C1 173.00(16) . . . . ? C31 B1 C2 C1 -65.19(18) . . . . ? C51 B1 C2 C1 56.1(2) . . . . ? C1 C2 C3 C4 176.35(18) . . . . ? B1 C2 C3 C4 3.0(3) . . . . ? C1 C2 C3 P1 -6.3(3) . . . . ? B1 C2 C3 P1 -179.64(14) . . . . ? C11 P1 C3 C2 115.34(17) . . . . ? C21 P1 C3 C2 -108.25(17) . . . . ? C11 P1 C3 C4 -66.87(16) . . . . ? C21 P1 C3 C4 69.55(16) . . . . ? C2 C3 C4 C5 177.9(13) . . . . ? P1 C3 C4 C5 0.2(14) . . . . ? C3 C4 C5 C6 -75(18) . . . . ? C3 P1 C11 C13 67.5(2) . . . . ? C21 P1 C11 C13 -64.2(2) . . . . ? C3 P1 C11 C14 -169.68(16) . . . . ? C21 P1 C11 C14 58.6(2) . . . . ? C3 P1 C11 C12 -52.8(2) . . . . ? C21 P1 C11 C12 175.48(17) . . . . ? C3 P1 C21 C23 -78.9(2) . . . . ? C11 P1 C21 C23 53.8(2) . . . . ? C3 P1 C21 C22 41.5(2) . . . . ? C11 P1 C21 C22 174.10(17) . . . . ? C3 P1 C21 C24 158.51(19) . . . . ? C11 P1 C21 C24 -68.9(2) . . . . ? C2 B1 C31 C36 -70.1(2) . . . . ? C41 B1 C31 C36 54.4(2) . . . . ? C51 B1 C31 C36 170.35(16) . . . . ? C2 B1 C31 C32 106.4(2) . . . . ? C41 B1 C31 C32 -129.1(2) . . . . ? C51 B1 C31 C32 -13.1(3) . . . . ? C36 C31 C32 F32 174.90(17) . . . . ? B1 C31 C32 F32 -1.8(3) . . . . ? C36 C31 C32 C33 -4.4(3) . . . . ? B1 C31 C32 C33 178.86(19) . . . . ? F32 C32 C33 F33 2.4(3) . . . . ? C31 C32 C33 F33 -178.25(18) . . . . ? F32 C32 C33 C34 -176.40(19) . . . . ? C31 C32 C33 C34 3.0(3) . . . . ? F33 C33 C34 F34 -0.1(3) . . . . ? C32 C33 C34 F34 178.7(2) . . . . ? F33 C33 C34 C35 -178.5(2) . . . . ? C32 C33 C34 C35 0.3(3) . . . . ? F34 C34 C35 F35 0.8(3) . . . . ? C33 C34 C35 F35 179.15(19) . . . . ? F34 C34 C35 C36 -179.99(19) . . . . ? C33 C34 C35 C36 -1.6(3) . . . . ? F35 C35 C36 F36 0.2(3) . . . . ? C34 C35 C36 F36 -178.95(18) . . . . ? F35 C35 C36 C31 179.04(18) . . . . ? C34 C35 C36 C31 -0.2(3) . . . . ? C32 C31 C36 F36 -178.19(17) . . . . ? B1 C31 C36 F36 -1.2(3) . . . . ? C32 C31 C36 C35 3.1(3) . . . . ? B1 C31 C36 C35 -179.96(19) . . . . ? C2 B1 C41 C46 -55.5(2) . . . . ? C31 B1 C41 C46 -170.72(16) . . . . ? C51 B1 C41 C46 66.5(2) . . . . ? C2 B1 C41 C42 127.7(2) . . . . ? C31 B1 C41 C42 12.5(3) . . . . ? C51 B1 C41 C42 -110.3(2) . . . . ? C46 C41 C42 F42 -175.97(17) . . . . ? B1 C41 C42 F42 1.0(3) . . . . ? C46 C41 C42 C43 4.0(3) . . . . ? B1 C41 C42 C43 -179.02(19) . . . . ? F42 C42 C43 F43 -0.8(3) . . . . ? C41 C42 C43 F43 179.17(18) . . . . ? F42 C42 C43 C44 178.86(19) . . . . ? C41 C42 C43 C44 -1.1(3) . . . . ? F43 C43 C44 F44 -1.3(3) . . . . ? C42 C43 C44 F44 179.0(2) . . . . ? F43 C43 C44 C45 178.2(2) . . . . ? C42 C43 C44 C45 -1.5(3) . . . . ? F44 C44 C45 F45 -0.1(4) . . . . ? C43 C44 C45 F45 -179.6(2) . . . . ? F44 C44 C45 C46 -179.6(2) . . . . ? C43 C44 C45 C46 0.9(4) . . . . ? F45 C45 C46 F46 1.1(3) . . . . ? C44 C45 C46 F46 -179.4(2) . . . . ? F45 C45 C46 C41 -177.1(2) . . . . ? C44 C45 C46 C41 2.4(3) . . . . ? C42 C41 C46 F46 177.18(17) . . . . ? B1 C41 C46 F46 -0.1(3) . . . . ? C42 C41 C46 C45 -4.7(3) . . . . ? B1 C41 C46 C45 178.09(19) . . . . ? C2 B1 C51 C52 22.2(3) . . . . ? C41 B1 C51 C52 -103.0(2) . . . . ? C31 B1 C51 C52 135.20(19) . . . . ? C2 B1 C51 C56 -166.13(17) . . . . ? C41 B1 C51 C56 68.7(2) . . . . ? C31 B1 C51 C56 -53.1(2) . . . . ? C56 C51 C52 F52 -177.90(17) . . . . ? B1 C51 C52 F52 -5.7(3) . . . . ? C56 C51 C52 C53 1.2(3) . . . . ? B1 C51 C52 C53 173.40(19) . . . . ? F52 C52 C53 F53 -0.3(3) . . . . ? C51 C52 C53 F53 -179.46(19) . . . . ? F52 C52 C53 C54 179.06(19) . . . . ? C51 C52 C53 C54 -0.1(3) . . . . ? F53 C53 C54 F54 0.2(3) . . . . ? C52 C53 C54 F54 -179.2(2) . . . . ? F53 C53 C54 C55 178.8(2) . . . . ? C52 C53 C54 C55 -0.5(3) . . . . ? F54 C54 C55 F55 -0.4(3) . . . . ? C53 C54 C55 F55 -179.0(2) . . . . ? F54 C54 C55 C56 178.6(2) . . . . ? C53 C54 C55 C56 0.0(3) . . . . ? F55 C55 C56 F56 2.0(3) . . . . ? C54 C55 C56 F56 -177.0(2) . . . . ? F55 C55 C56 C51 -179.7(2) . . . . ? C54 C55 C56 C51 1.3(3) . . . . ? C52 C51 C56 F56 176.44(17) . . . . ? B1 C51 C56 F56 3.7(3) . . . . ? C52 C51 C56 C55 -1.8(3) . . . . ? B1 C51 C56 C55 -174.54(19) . . . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 66.96 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.226 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.043