# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global #TrackingRef '- SI--100oC.cif' _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name _publ_author_address 'Fei Xu' ; Graduate School of Energy Science, Kyoto University Yoshida, Sakyo-ku, Kyoto 606-8501, Japan ; 'Kazuhiko Matsumoto' ; Graduate School of Energy Science, Kyoto University Yoshida, Sakyo-ku, Kyoto 606-8501, Japan ; 'Rika Hagiwara' ; Graduate School of Energy Science, Kyoto University Yoshida, Sakyo-ku, Kyoto 606-8501, Japan ; _publ_contact_author_name 'Kazuhiko Matsumoto' _publ_contact_author_address ; Graduate School of Energy Science, Kyoto University Yoshida, Sakyo-ku, Kyoto 606-8501, Japan ; _publ_contact_author_phone 81-75-753-4817 _publ_contact_author_fax 81-75-753-4817 _publ_contact_author_email k-matsumoto@energy.kyoto-u.ac.jp _publ_section_title ; Effects of Alkyl Chain Length and Anion Size on Thermal and Structural Properties for 1-Alkyl-3-methylimidazolium Hexafluorocomplex Salts (CxMImAF6, x = 14, 16, and 18; A = P, As, Sb, Nb, and Ta) ; #============================================================ data_C18MImPF6-25oC #TrackingRef '- SI-25oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843137' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImPF6 _chemical_melting_point 352.9 _chemical_formula_moiety ; (C22 N2 H43 +), (P F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 P' _chemical_formula_weight 480.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' N N 0.0061 0.0033 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.6506(16) _cell_length_b 9.5436(17) _cell_length_c 29.633(5) _cell_angle_alpha 90.00 _cell_angle_beta 92.169(4) _cell_angle_gamma 90.00 _cell_volume 2727.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 5692 _cell_measurement_theta_min 6.01 _cell_measurement_theta_max 55.41 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.170 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.152 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4817 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18736 _diffrn_reflns_av_R_equivalents 0.0524 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 24.00 _reflns_number_total 4276 _reflns_number_gt 1328 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. This structure was solved based on the data at 25 deg C and the octadecyl chain in this structure has a large conformational flexibility, which results in large thermal motions of the atoms. Hence, the following restraints were applied. The N-C and C-C bond lengths in the octadecyl chain were restrained using the DFIX (1,2 C(N)-C distance: 1.54 A) and DANG (1,3 C(N)-C distance: 2.52 A) commands in SHELXL. The N-C-C-C part of the trans structure was weakly fixed using the FLAT command. Atomic displacement factors of the disordered part and some carbon atoms in the octadecyl chain were restrained using DELU and SIMU in SHELXL. The large R_factor_gt value is caused by the large thermal motions of the atoms and the highly disordered structure. ; _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^)+(0.2000P)^2^+0.0000P] 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 4276 _refine_ls_number_parameters 301 _refine_ls_number_restraints 145 _refine_ls_R_factor_all 0.2122 _refine_ls_R_factor_gt 0.1039 _refine_ls_wR_factor_ref 0.3894 _refine_ls_wR_factor_gt 0.3062 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.142 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 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 -0.1641(2) 0.0270(3) 0.10122(9) 0.1360(11) Uani 1 1 d . . . F4 F -0.2466(7) -0.0375(8) 0.1406(2) 0.239(3) Uani 1 1 d . . . F3 F -0.2875(7) 0.1242(7) 0.0937(3) 0.279(4) Uani 1 1 d . . . F2 F -0.0894(8) 0.0767(11) 0.0607(2) 0.288(4) Uani 1 1 d . . . F5 F -0.0470(6) -0.0796(6) 0.1110(2) 0.218(3) Uani 1 1 d . . . N1 N 0.3713(9) -0.0218(9) 0.1069(2) 0.134(2) Uani 1 1 d D A . F6 F -0.0828(7) 0.1277(7) 0.1320(3) 0.251(3) Uani 1 1 d . . . F1 F -0.2442(5) -0.0805(7) 0.0695(2) 0.199(2) Uani 1 1 d . . . C21 C -0.618(2) -0.1505(18) 0.6759(7) 0.274(8) Uani 1 1 d D . . H21A H -0.7039 -0.1312 0.6591 0.329 Uiso 1 1 calc R . . H21B H -0.6093 -0.2513 0.6792 0.329 Uiso 1 1 calc R . . C9 C 0.1357(11) -0.1442(15) 0.2392(4) 0.271(7) Uani 1 1 d DU . . H9AA H 0.0739 -0.0785 0.2236 0.326 Uiso 0.561(16) 1 calc PR A 1 H9BA H 0.0927 -0.2357 0.2363 0.326 Uiso 0.561(16) 1 calc PR A 1 H9AB H 0.0526 -0.1287 0.2186 0.326 Uiso 0.439(16) 1 d PR A 2 H9BB H 0.1640 -0.2370 0.2379 0.326 Uiso 0.439(16) 1 d PR A 2 C18 C -0.3700(15) -0.1005(14) 0.5768(6) 0.231(6) Uani 1 1 d D . . H18A H -0.2846 -0.1214 0.5938 0.277 Uiso 1 1 calc R . . H18B H -0.3779 0.0007 0.5752 0.277 Uiso 1 1 calc R . . C17 C -0.3550(17) -0.1548(13) 0.5291(5) 0.224(5) Uani 1 1 d D . . H17A H -0.3481 -0.2561 0.5305 0.269 Uiso 1 1 calc R . . H17B H -0.4396 -0.1326 0.5118 0.269 Uiso 1 1 calc R . . C13 C -0.0976(14) -0.1601(14) 0.3838(4) 0.232(5) Uani 1 1 d DU . . H13A H -0.1840 -0.1388 0.3675 0.279 Uiso 1 1 calc R . . H13B H -0.0892 -0.2613 0.3854 0.279 Uiso 1 1 calc R . . N3 N 0.4011(8) -0.1215(7) 0.0446(3) 0.126(2) Uani 1 1 d . . . C22 C -0.6230(19) -0.086(2) 0.7212(9) 0.300(10) Uani 1 1 d D . . H22A H -0.6306 0.0153 0.7180 0.360 Uiso 1 1 calc R . . H22B H -0.5375 -0.1058 0.7382 0.360 Uiso 1 1 calc R . . C12 C 0.0211(13) -0.1033(14) 0.3573(5) 0.230(5) Uani 1 1 d DU A . H12A H 0.0143 -0.0021 0.3554 0.276 Uiso 1 1 calc R . . H12B H 0.1085 -0.1265 0.3727 0.276 Uiso 1 1 calc R . . C10 C 0.1368(13) -0.1073(15) 0.2872(4) 0.272(6) Uani 1 1 d DU A . H10A H 0.1373 -0.0060 0.2900 0.326 Uiso 1 1 calc R . . H10B H 0.2217 -0.1422 0.3017 0.326 Uiso 1 1 calc R . . C15 C -0.2263(14) -0.1584(14) 0.4564(5) 0.228(5) Uani 1 1 d DU . . H15A H -0.3113 -0.1355 0.4395 0.274 Uiso 1 1 calc R . . H15B H -0.2196 -0.2597 0.4581 0.274 Uiso 1 1 calc R . . C24 C 0.4636(9) -0.2115(9) 0.0101(3) 0.161(3) Uani 1 1 d . . . H24A H 0.4318 -0.1816 -0.0195 0.242 Uiso 1 1 calc R . . H24B H 0.4367 -0.3072 0.0147 0.242 Uiso 1 1 calc R . . H24C H 0.5628 -0.2041 0.0126 0.242 Uiso 1 1 calc R . . C5 C 0.2647(11) 0.0239(10) 0.0807(5) 0.150(3) Uani 1 1 d . . . H5 H 0.1932 0.0837 0.0883 0.180 Uiso 1 1 calc R . . C20 C -0.4984(17) -0.0963(17) 0.6499(7) 0.258(8) Uani 1 1 d D . . H20A H -0.5060 0.0049 0.6479 0.309 Uiso 1 1 calc R . . H20B H -0.4129 -0.1174 0.6669 0.309 Uiso 1 1 calc R . . C14 C -0.1050(13) -0.1031(14) 0.4312(5) 0.226(5) Uani 1 1 d DU . . H14A H -0.0199 -0.1268 0.4480 0.271 Uiso 1 1 calc R . . H14B H -0.1112 -0.0018 0.4298 0.271 Uiso 1 1 calc R . . C11 C 0.0179(13) -0.1635(14) 0.3111(5) 0.237(5) Uani 1 1 d DU . . H11A H 0.0236 -0.2649 0.3127 0.284 Uiso 1 1 calc R A . H11B H -0.0681 -0.1384 0.2951 0.284 Uiso 1 1 calc R . . C2 C 0.4479(9) -0.1101(10) 0.0859(5) 0.140(3) Uani 1 1 d . . . H2 H 0.5242 -0.1575 0.0986 0.168 Uiso 1 1 calc R . . C19 C -0.4881(17) -0.1538(15) 0.6035(6) 0.232(6) Uani 1 1 d D . . H19A H -0.5740 -0.1333 0.5868 0.278 Uiso 1 1 calc R . . H19B H -0.4802 -0.2549 0.6057 0.278 Uiso 1 1 calc R . . C23 C -0.744(3) -0.139(2) 0.7469(6) 0.332(11) Uani 1 1 d D . . H23A H -0.8233 -0.1503 0.7266 0.498 Uiso 1 1 calc R . . H23B H -0.7657 -0.0739 0.7702 0.498 Uiso 1 1 calc R . . H23C H -0.7207 -0.2283 0.7603 0.498 Uiso 1 1 calc R . . C16 C -0.2347(14) -0.1012(14) 0.5033(6) 0.224(5) Uani 1 1 d D . . H16A H -0.2410 0.0001 0.5016 0.269 Uiso 1 1 calc R . . H16B H -0.1495 -0.1240 0.5201 0.269 Uiso 1 1 calc R . . C4 C 0.2855(10) -0.0369(11) 0.0412(4) 0.145(3) Uani 1 1 d . . . H4 H 0.2303 -0.0242 0.0151 0.174 Uiso 1 1 calc R . . C7A C 0.2558(16) -0.024(2) 0.1831(5) 0.213(8) Uani 0.561(16) 1 d PDU A 1 H7A1 H 0.2335 0.0561 0.2017 0.256 Uiso 0.561(16) 1 calc PR A 1 H7A2 H 0.1776 -0.0380 0.1621 0.256 Uiso 0.561(16) 1 calc PR A 1 C8A C 0.265(2) -0.149(2) 0.2133(6) 0.281(9) Uani 0.561(16) 1 d PDU A 1 H8A1 H 0.2694 -0.2349 0.1957 0.337 Uiso 0.561(16) 1 calc PR A 1 H8A2 H 0.3467 -0.1442 0.2334 0.337 Uiso 0.561(16) 1 calc PR A 1 C7B C 0.294(2) -0.1060(17) 0.1766(5) 0.236(9) Uani 0.439(16) 1 d PDU A 2 H7B1 H 0.2120 -0.1272 0.1577 0.283 Uiso 0.439(16) 1 calc PR A 2 H7B2 H 0.3495 -0.1901 0.1801 0.283 Uiso 0.439(16) 1 calc PR A 2 C8B C 0.2546(19) -0.0507(19) 0.2210(5) 0.235(9) Uani 0.439(16) 1 d PDU A 2 H8B1 H 0.2232 0.0455 0.2179 0.282 Uiso 0.439(16) 1 calc PR A 2 H8B2 H 0.3342 -0.0525 0.2420 0.282 Uiso 0.439(16) 1 calc PR A 2 C6 C 0.3798(9) 0.0167(11) 0.1557(3) 0.186(4) Uani 1 1 d DU . . H6AA H 0.3925 0.1173 0.1580 0.224 Uiso 0.561(16) 1 calc PR A 1 H6BA H 0.4618 -0.0272 0.1694 0.224 Uiso 0.561(16) 1 calc PR A 1 H6AB H 0.3517 0.1075 0.1618 0.224 Uiso 0.439(16) 1 d PR A 2 H6BB H 0.4753 0.0032 0.1680 0.224 Uiso 0.439(16) 1 d PR A 2 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 0.1313(17) 0.1268(17) 0.151(2) 0.0010(17) 0.0282(15) -0.0009(17) F4 0.250(6) 0.287(8) 0.183(5) 0.029(5) 0.051(5) -0.037(6) F3 0.178(5) 0.180(6) 0.478(12) 0.015(7) -0.018(7) 0.059(4) F2 0.247(6) 0.419(11) 0.199(6) 0.096(7) 0.023(5) -0.138(8) F5 0.166(4) 0.177(5) 0.308(7) -0.031(5) -0.032(5) 0.038(4) N1 0.132(5) 0.134(6) 0.136(6) 0.026(5) 0.015(5) -0.016(5) F6 0.220(6) 0.198(6) 0.332(8) -0.106(6) -0.041(6) -0.014(5) F1 0.145(4) 0.220(5) 0.234(5) -0.080(4) 0.027(4) -0.021(4) C21 0.35(2) 0.219(15) 0.252(18) -0.004(13) -0.030(16) -0.077(15) C9 0.178(9) 0.276(13) 0.364(14) 0.155(12) 0.067(11) -0.021(9) C18 0.237(14) 0.198(13) 0.255(16) -0.064(12) -0.030(12) 0.000(11) C17 0.274(16) 0.174(11) 0.221(14) 0.002(10) -0.036(12) -0.044(11) C13 0.239(12) 0.193(10) 0.262(11) 0.020(9) -0.026(9) -0.072(9) N3 0.129(6) 0.115(5) 0.136(6) 0.011(5) 0.016(5) -0.021(5) C22 0.29(2) 0.29(2) 0.32(2) -0.11(2) -0.021(18) -0.011(16) C12 0.188(10) 0.189(11) 0.311(12) 0.010(10) -0.015(9) -0.043(8) C10 0.214(11) 0.242(13) 0.362(14) 0.101(14) 0.025(11) -0.029(10) C15 0.282(14) 0.186(10) 0.213(11) 0.009(9) -0.039(9) -0.063(10) C24 0.183(8) 0.131(7) 0.174(8) -0.020(6) 0.053(6) -0.010(6) C5 0.154(8) 0.148(8) 0.149(8) 0.004(7) 0.029(8) 0.021(6) C20 0.258(17) 0.217(15) 0.293(19) -0.107(15) -0.052(15) 0.006(13) C14 0.213(11) 0.183(11) 0.280(12) -0.008(10) -0.021(9) -0.035(9) C11 0.211(10) 0.209(11) 0.288(11) 0.052(10) 0.001(10) -0.077(9) C2 0.111(6) 0.125(7) 0.186(11) 0.013(7) 0.034(7) 0.009(5) C19 0.258(16) 0.189(12) 0.245(15) -0.013(11) -0.023(12) -0.049(11) C23 0.45(3) 0.31(2) 0.237(16) 0.006(14) -0.012(18) -0.08(2) C16 0.219(13) 0.183(11) 0.267(15) -0.018(11) -0.031(12) -0.030(9) C4 0.119(6) 0.133(7) 0.182(10) 0.037(7) -0.004(6) 0.010(6) C7A 0.194(13) 0.312(19) 0.140(12) 0.066(12) 0.084(10) 0.091(13) C8A 0.231(15) 0.24(2) 0.38(2) 0.112(15) 0.094(14) 0.035(15) C7B 0.213(18) 0.239(19) 0.259(17) 0.106(17) 0.057(13) 0.066(14) C8B 0.189(15) 0.23(2) 0.296(17) 0.141(17) 0.095(14) 0.045(14) C6 0.164(8) 0.217(10) 0.181(9) 0.014(7) 0.037(6) 0.012(7) _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 F2 1.500(6) . ? P1 F3 1.519(6) . ? P1 F6 1.523(6) . ? P1 F5 1.541(6) . ? P1 F4 1.565(6) . ? P1 F1 1.575(6) . ? N1 C2 1.295(9) . ? N1 C5 1.338(10) . ? N1 C6 1.492(9) . ? C21 C22 1.482(13) . ? C21 C20 1.503(13) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.467(10) . ? C9 C8A 1.493(10) . ? C9 C8B 1.565(6) . ? C9 H9AA 0.9700 . ? C9 H9BA 0.9700 . ? C9 H9AB 0.9992 . ? C9 H9BB 0.9281 . ? C18 C19 1.501(12) . ? C18 C17 1.519(11) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.503(11) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C13 C14 1.511(11) . ? C13 C12 1.514(11) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.295(10) . ? N3 C4 1.378(9) . ? N3 C24 1.482(9) . ? C22 C23 1.510(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.483(11) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.472(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C16 1.498(11) . ? C15 C14 1.507(11) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.328(11) . ? C5 H5 0.9300 . ? C20 C19 1.487(12) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? C7A C8A 1.496(11) . ? C7A C6 1.522(10) . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? C8A H9BB 1.4981 . ? C8A H8A1 0.9700 . ? C8A H8A2 0.9700 . ? C7B C8B 1.481(8) . ? C7B C6 1.575(7) . ? C7B H7B1 0.9700 . ? C7B H7B2 0.9700 . ? C8B H8B1 0.9700 . ? C8B H8B2 0.9700 . ? C6 H6AA 0.9700 . ? C6 H6BA 0.9700 . ? C6 H6AB 0.9285 . ? C6 H6BB 0.9862 . ? 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 F2 P1 F3 95.0(5) . . ? F2 P1 F6 91.6(5) . . ? F3 P1 F6 94.9(4) . . ? F2 P1 F5 89.4(5) . . ? F3 P1 F5 175.2(4) . . ? F6 P1 F5 86.9(4) . . ? F2 P1 F4 174.4(5) . . ? F3 P1 F4 86.1(4) . . ? F6 P1 F4 93.8(4) . . ? F5 P1 F4 89.4(4) . . ? F2 P1 F1 88.2(4) . . ? F3 P1 F1 86.9(4) . . ? F6 P1 F1 178.2(4) . . ? F5 P1 F1 91.3(3) . . ? F4 P1 F1 86.4(4) . . ? C2 N1 C5 112.0(9) . . ? C2 N1 C6 127.8(11) . . ? C5 N1 C6 119.7(10) . . ? C22 C21 C20 111.9(17) . . ? C22 C21 H21A 109.2 . . ? C20 C21 H21A 109.2 . . ? C22 C21 H21B 109.2 . . ? C20 C21 H21B 109.2 . . ? H21A C21 H21B 107.9 . . ? C10 C9 C8A 122.2(11) . . ? C10 C9 C8B 102.6(8) . . ? C8A C9 C8B 37.2(9) . . ? C10 C9 H9AA 106.8 . . ? C8A C9 H9AA 106.8 . . ? C8B C9 H9AA 85.0 . . ? C10 C9 H9BA 106.8 . . ? C8A C9 H9BA 106.8 . . ? C8B C9 H9BA 143.2 . . ? H9AA C9 H9BA 106.6 . . ? C10 C9 H9AB 122.1 . . ? C8A C9 H9AB 111.1 . . ? C8B C9 H9AB 106.8 . . ? H9AA C9 H9AB 31.8 . . ? H9BA C9 H9AB 75.4 . . ? C10 C9 H9BB 106.0 . . ? C8A C9 H9BB 72.2 . . ? C8B C9 H9BB 108.1 . . ? H9AA C9 H9BB 140.7 . . ? H9BA C9 H9BB 42.4 . . ? H9AB C9 H9BB 110.3 . . ? C19 C18 C17 118.5(13) . . ? C19 C18 H18A 107.7 . . ? C17 C18 H18A 107.7 . . ? C19 C18 H18B 107.7 . . ? C17 C18 H18B 107.7 . . ? H18A C18 H18B 107.1 . . ? C16 C17 C18 117.4(13) . . ? C16 C17 H17A 108.0 . . ? C18 C17 H17A 108.0 . . ? C16 C17 H17B 108.0 . . ? C18 C17 H17B 108.0 . . ? H17A C17 H17B 107.2 . . ? C14 C13 C12 114.7(12) . . ? C14 C13 H13A 108.6 . . ? C12 C13 H13A 108.6 . . ? C14 C13 H13B 108.6 . . ? C12 C13 H13B 108.6 . . ? H13A C13 H13B 107.6 . . ? C2 N3 C4 105.8(8) . . ? C2 N3 C24 124.5(10) . . ? C4 N3 C24 129.7(11) . . ? C21 C22 C23 111.6(19) . . ? C21 C22 H22A 109.3 . . ? C23 C22 H22A 109.3 . . ? C21 C22 H22B 109.3 . . ? C23 C22 H22B 109.3 . . ? H22A C22 H22B 108.0 . . ? C11 C12 C13 110.5(11) . . ? C11 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? C9 C10 C11 113.7(12) . . ? C9 C10 H10A 108.8 . . ? C11 C10 H10A 108.8 . . ? C9 C10 H10B 108.8 . . ? C11 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C16 C15 C14 113.7(13) . . ? C16 C15 H15A 108.8 . . ? C14 C15 H15A 108.8 . . ? C16 C15 H15B 108.8 . . ? C14 C15 H15B 108.8 . . ? H15A C15 H15B 107.7 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C4 C5 N1 103.3(9) . . ? C4 C5 H5 128.3 . . ? N1 C5 H5 128.3 . . ? C19 C20 C21 115.2(16) . . ? C19 C20 H20A 108.5 . . ? C21 C20 H20A 108.5 . . ? C19 C20 H20B 108.5 . . ? C21 C20 H20B 108.5 . . ? H20A C20 H20B 107.5 . . ? C15 C14 C13 113.6(12) . . ? C15 C14 H14A 108.9 . . ? C13 C14 H14A 108.9 . . ? C15 C14 H14B 108.9 . . ? C13 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? C10 C11 C12 108.2(11) . . ? C10 C11 H11A 110.0 . . ? C12 C11 H11A 110.1 . . ? C10 C11 H11B 110.0 . . ? C12 C11 H11B 110.0 . . ? H11A C11 H11B 108.4 . . ? N3 C2 N1 108.9(9) . . ? N3 C2 H2 125.6 . . ? N1 C2 H2 125.6 . . ? C20 C19 C18 116.1(15) . . ? C20 C19 H19A 108.3 . . ? C18 C19 H19A 108.3 . . ? C20 C19 H19B 108.3 . . ? C18 C19 H19B 108.3 . . ? H19A C19 H19B 107.4 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C15 C16 C17 114.6(12) . . ? C15 C16 H16A 108.6 . . ? C17 C16 H16A 108.6 . . ? C15 C16 H16B 108.6 . . ? C17 C16 H16B 108.6 . . ? H16A C16 H16B 107.6 . . ? C5 C4 N3 109.9(9) . . ? C5 C4 H4 125.0 . . ? N3 C4 H4 125.0 . . ? C8A C7A C6 119.3(12) . . ? C8A C7A H7A1 107.5 . . ? C6 C7A H7A1 107.5 . . ? C8A C7A H7A2 107.5 . . ? C6 C7A H7A2 107.5 . . ? H7A1 C7A H7A2 107.0 . . ? C9 C8A C7A 104.3(11) . . ? C9 C8A H9BB 36.2 . . ? C7A C8A H9BB 135.4 . . ? C9 C8A H8A1 110.9 . . ? C7A C8A H8A1 110.9 . . ? H9BB C8A H8A1 80.4 . . ? C9 C8A H8A2 110.9 . . ? C7A C8A H8A2 110.9 . . ? H9BB C8A H8A2 104.9 . . ? H8A1 C8A H8A2 108.9 . . ? C8B C7B C6 103.9(9) . . ? C8B C7B H7B1 111.0 . . ? C6 C7B H7B1 111.0 . . ? C8B C7B H7B2 111.0 . . ? C6 C7B H7B2 111.0 . . ? H7B1 C7B H7B2 109.0 . . ? C7B C8B C9 108.5(8) . . ? C7B C8B H8B1 110.0 . . ? C9 C8B H8B1 110.0 . . ? C7B C8B H8B2 110.0 . . ? C9 C8B H8B2 110.0 . . ? H8B1 C8B H8B2 108.4 . . ? N1 C6 C7A 116.1(10) . . ? N1 C6 C7B 100.8(7) . . ? C7A C6 C7B 33.4(9) . . ? N1 C6 H6AA 108.3 . . ? C7A C6 H6AA 108.3 . . ? C7B C6 H6AA 140.8 . . ? N1 C6 H6BA 108.3 . . ? C7A C6 H6BA 108.3 . . ? C7B C6 H6BA 87.1 . . ? H6AA C6 H6BA 107.4 . . ? N1 C6 H6AB 114.4 . . ? C7A C6 H6AB 83.7 . . ? C7B C6 H6AB 117.1 . . ? H6AA C6 H6AB 25.7 . . ? H6BA C6 H6AB 124.1 . . ? N1 C6 H6BB 110.1 . . ? C7A C6 H6BB 120.9 . . ? C7B C6 H6BB 104.9 . . ? H6AA C6 H6BB 89.4 . . ? H6BA C6 H6BB 18.9 . . ? H6AB C6 H6BB 108.9 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.418 _refine_diff_density_min -0.243 _refine_diff_density_rms 0.048 #=END data_C18MImAsF6-25oC #TrackingRef '- SI-25oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843138' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImAsF6 _chemical_melting_point 351.1 _chemical_formula_moiety ; (C22 N2 H43 +), (As F6 -) ; _chemical_formula_sum 'C22 H43 As F6 N2' _chemical_formula_weight 524.50 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' N N 0.0061 0.0033 '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' As As 0.0499 2.0058 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.5645(13) _cell_length_b 9.8620(15) _cell_length_c 28.969(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.400(3) _cell_angle_gamma 90.00 _cell_volume 2724.5(7) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 7481 _cell_measurement_theta_min 6.03 _cell_measurement_theta_max 54.90 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.279 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 1.299 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4746 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20574 _diffrn_reflns_av_R_equivalents 0.0546 _diffrn_reflns_av_sigmaI/netI 0.0761 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4779 _reflns_number_gt 2370 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. This structure was solved based on the data at 25 deg C and the octadecyl chain in this structure has a large conformational flexibility, which results in large thermal motions of the atoms. Hence, the following restraints were applied. The N-C and C-C bond lengths in the octadecyl chain were restrained using the DFIX (1,2 C(N)-C distance: 1.54 A) and DANG (1,3 C(N)-C distance: 2.52 A) commands in SHELXL. The N-C-C-C part of the trans structure was weakly fixed using the FLAT command. Atomic displacement factors of the disordered part and some carbon atoms in the octadecyl chain were restrained using DELU and SIMU in SHELXL. ; _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^)+(0.2000P)^2^+0.0000P] 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 4779 _refine_ls_number_parameters 301 _refine_ls_number_restraints 99 _refine_ls_R_factor_all 0.1466 _refine_ls_R_factor_gt 0.0886 _refine_ls_wR_factor_ref 0.3324 _refine_ls_wR_factor_gt 0.2720 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.269 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 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 As1 As -0.15333(10) 0.02491(11) 0.10466(3) 0.1046(6) Uani 1 1 d . . . F4 F -0.2335(10) -0.0440(9) 0.1486(3) 0.172(3) Uani 1 1 d . . . F3 F -0.2872(8) 0.1313(8) 0.0964(4) 0.219(5) Uani 1 1 d . . . F2 F -0.0776(9) 0.0855(14) 0.0586(3) 0.231(5) Uani 1 1 d . . . F5 F -0.0221(7) -0.0887(8) 0.1131(3) 0.173(3) Uani 1 1 d . . . N1 N 0.3891(9) -0.0108(8) 0.1097(3) 0.108(2) Uani 1 1 d D A . F6 F -0.0584(9) 0.1300(8) 0.1400(3) 0.186(3) Uani 1 1 d . . . F1 F -0.2444(6) -0.0871(9) 0.0685(2) 0.154(3) Uani 1 1 d . . . C21 C -0.6413(14) -0.1503(11) 0.6696(4) 0.136(4) Uani 1 1 d D . . H21A H -0.7278 -0.1356 0.6506 0.163 Uiso 1 1 calc R . . H21B H -0.6280 -0.2475 0.6729 0.163 Uiso 1 1 calc R . . C9 C 0.1525(11) -0.1392(13) 0.2406(5) 0.213(8) Uani 1 1 d DU . . H9AA H 0.0879 -0.0735 0.2260 0.256 Uiso 0.733(17) 1 calc PR A 1 H9BA H 0.1083 -0.2272 0.2359 0.256 Uiso 0.733(17) 1 calc PR A 1 H9AB H 0.0694 -0.1238 0.2201 0.256 Uiso 0.267(17) 1 d PR A 2 H9BB H 0.1808 -0.2321 0.2394 0.256 Uiso 0.267(17) 1 d PR A 2 C18 C -0.3841(12) -0.0942(11) 0.5740(4) 0.124(3) Uani 1 1 d D . . H18A H -0.2987 -0.1077 0.5938 0.149 Uiso 1 1 calc R . . H18B H -0.3984 0.0028 0.5708 0.149 Uiso 1 1 calc R . . C17 C -0.3619(12) -0.1527(10) 0.5261(3) 0.120(3) Uani 1 1 d D . . H17A H -0.3487 -0.2498 0.5294 0.145 Uiso 1 1 calc R . . H17B H -0.4475 -0.1387 0.5065 0.145 Uiso 1 1 calc R . . C13 C -0.0921(11) -0.1603(10) 0.3831(3) 0.116(3) Uani 1 1 d D . . H13A H -0.1790 -0.1459 0.3642 0.140 Uiso 1 1 calc R . . H13B H -0.0788 -0.2574 0.3866 0.140 Uiso 1 1 calc R . . N3 N 0.4041(9) -0.1185(8) 0.0487(3) 0.111(2) Uani 1 1 d . . . C22 C -0.6560(17) -0.0913(19) 0.7160(5) 0.181(6) Uani 1 1 d D . . H22A H -0.6651 0.0062 0.7128 0.217 Uiso 1 1 calc R . . H22B H -0.5706 -0.1091 0.7353 0.217 Uiso 1 1 calc R . . C12 C 0.0287(11) -0.1022(12) 0.3579(4) 0.123(3) Uani 1 1 d D A . H12A H 0.0192 -0.0045 0.3555 0.148 Uiso 1 1 calc R . . H12B H 0.1170 -0.1222 0.3753 0.148 Uiso 1 1 calc R . . C10 C 0.1556(11) -0.1127(13) 0.2903(4) 0.173(6) Uani 1 1 d D A . H10A H 0.1641 -0.0159 0.2957 0.208 Uiso 1 1 calc R . . H10B H 0.2372 -0.1564 0.3058 0.208 Uiso 1 1 calc R . . C15 C -0.2261(11) -0.1566(10) 0.4545(3) 0.116(3) Uani 1 1 d D . . H15A H -0.3122 -0.1419 0.4352 0.139 Uiso 1 1 calc R . . H15B H -0.2128 -0.2538 0.4577 0.139 Uiso 1 1 calc R . . C24 C 0.4556(14) -0.2094(13) 0.0148(4) 0.144(4) Uani 1 1 d . . . H24A H 0.4006 -0.1988 -0.0141 0.216 Uiso 1 1 calc R . . H24B H 0.4485 -0.3013 0.0253 0.216 Uiso 1 1 calc R . . H24C H 0.5519 -0.1887 0.0106 0.216 Uiso 1 1 calc R . . C5 C 0.2805(13) 0.0340(12) 0.0818(5) 0.127(4) Uani 1 1 d . . . H5 H 0.2116 0.0961 0.0883 0.152 Uiso 1 1 calc R . . C20 C -0.5212(13) -0.0923(13) 0.6450(4) 0.136(4) Uani 1 1 d D . . H20A H -0.5351 0.0047 0.6416 0.163 Uiso 1 1 calc R . . H20B H -0.4349 -0.1062 0.6643 0.163 Uiso 1 1 calc R . . C14 C -0.1053(11) -0.0986(11) 0.4301(4) 0.117(3) Uani 1 1 d D . . H14A H -0.1183 -0.0015 0.4266 0.141 Uiso 1 1 calc R . . H14B H -0.0188 -0.1135 0.4491 0.141 Uiso 1 1 calc R . . C11 C 0.0284(11) -0.1629(11) 0.3100(4) 0.139(4) Uani 1 1 d D . . H11A H 0.0297 -0.2612 0.3118 0.166 Uiso 1 1 calc R A . H11B H -0.0546 -0.1349 0.2911 0.166 Uiso 1 1 calc R . . C2 C 0.4569(9) -0.1100(9) 0.0921(4) 0.098(2) Uani 1 1 d D . . H2 H 0.5270 -0.1634 0.1069 0.118 Uiso 1 1 calc R . . C19 C -0.5043(12) -0.1520(11) 0.5983(3) 0.127(4) Uani 1 1 d D . . H19A H -0.5904 -0.1378 0.5789 0.152 Uiso 1 1 calc R . . H19B H -0.4907 -0.2491 0.6017 0.152 Uiso 1 1 calc R . . C23 C -0.779(2) -0.1435(17) 0.7407(6) 0.209(7) Uani 1 1 d D . . H23A H -0.8640 -0.1292 0.7216 0.314 Uiso 1 1 calc R . . H23B H -0.7835 -0.0958 0.7695 0.314 Uiso 1 1 calc R . . H23C H -0.7668 -0.2387 0.7468 0.314 Uiso 1 1 calc R . . C16 C -0.2430(11) -0.0976(11) 0.5016(3) 0.118(3) Uani 1 1 d D . . H16A H -0.1568 -0.1127 0.5208 0.142 Uiso 1 1 calc R . . H16B H -0.2553 -0.0003 0.4983 0.142 Uiso 1 1 calc R . . C4 C 0.2952(13) -0.0320(12) 0.0424(5) 0.126(4) Uani 1 1 d . . . H4 H 0.2393 -0.0205 0.0149 0.151 Uiso 1 1 calc R . . C7A C 0.2846(15) 0.0016(15) 0.1921(4) 0.124(5) Uani 0.733(17) 1 d PDU A 1 H7A1 H 0.1948 0.0238 0.1760 0.149 Uiso 0.733(17) 1 calc PR A 1 H7A2 H 0.3012 0.0658 0.2172 0.149 Uiso 0.733(17) 1 calc PR A 1 C8A C 0.2750(19) -0.1404(16) 0.2126(6) 0.175(7) Uani 0.733(17) 1 d PDU A 1 H8A1 H 0.2628 -0.2076 0.1882 0.209 Uiso 0.733(17) 1 calc PR A 1 H8A2 H 0.3596 -0.1616 0.2319 0.209 Uiso 0.733(17) 1 calc PR A 1 C7B C 0.294(3) -0.096(2) 0.1769(5) 0.145(9) Uani 0.267(17) 1 d PDU A 2 H7B1 H 0.2009 -0.0883 0.1616 0.174 Uiso 0.267(17) 1 calc PR A 2 H7B2 H 0.3314 -0.1853 0.1707 0.174 Uiso 0.267(17) 1 calc PR A 2 C8B C 0.293(2) -0.073(3) 0.2268(6) 0.168(10) Uani 0.267(17) 1 d PDU A 2 H8B1 H 0.2941 0.0236 0.2337 0.202 Uiso 0.267(17) 1 calc PR A 2 H8B2 H 0.3733 -0.1150 0.2435 0.202 Uiso 0.267(17) 1 calc PR A 2 C6 C 0.3940(11) 0.0192(12) 0.1599(4) 0.141(4) Uani 1 1 d DU . . H6AA H 0.4737 -0.0316 0.1734 0.169 Uiso 0.733(17) 1 calc PR A 1 H6BA H 0.4205 0.1140 0.1625 0.169 Uiso 0.733(17) 1 calc PR A 1 H6AB H 0.3659 0.1101 0.1660 0.169 Uiso 0.267(17) 1 d PR A 2 H6BB H 0.4894 0.0058 0.1722 0.169 Uiso 0.267(17) 1 d PR A 2 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 As1 0.0994(8) 0.1003(9) 0.1155(9) 0.0038(5) 0.0165(6) -0.0001(5) F4 0.194(7) 0.204(8) 0.123(5) 0.020(5) 0.041(5) -0.029(6) F3 0.143(5) 0.139(6) 0.372(14) 0.023(8) 0.000(7) 0.050(5) F2 0.169(7) 0.337(13) 0.187(8) 0.111(9) 0.019(6) -0.080(9) F5 0.135(5) 0.146(6) 0.231(8) -0.040(6) -0.023(5) 0.040(5) N1 0.104(5) 0.101(6) 0.118(6) 0.016(5) 0.008(5) -0.017(4) F6 0.182(7) 0.131(6) 0.240(9) -0.063(6) -0.010(6) -0.022(5) F1 0.117(4) 0.201(7) 0.146(5) -0.057(5) 0.022(4) -0.026(5) C21 0.182(11) 0.106(8) 0.119(8) -0.011(6) 0.002(8) 0.012(8) C9 0.105(8) 0.205(14) 0.332(19) 0.148(14) 0.042(10) -0.013(9) C18 0.137(8) 0.100(7) 0.134(8) -0.014(6) 0.003(7) -0.010(7) C17 0.149(9) 0.087(7) 0.122(7) -0.018(5) -0.014(7) 0.010(6) C13 0.126(7) 0.086(7) 0.136(8) 0.002(6) 0.006(6) -0.006(5) N3 0.108(6) 0.094(6) 0.133(7) 0.017(5) 0.017(5) -0.025(5) C22 0.202(15) 0.180(14) 0.162(13) -0.050(11) 0.025(12) -0.018(13) C12 0.117(7) 0.110(8) 0.142(9) 0.017(7) 0.007(7) -0.010(6) C10 0.138(10) 0.170(13) 0.211(15) 0.075(12) 0.010(10) -0.020(9) C15 0.138(8) 0.093(7) 0.117(7) -0.011(5) 0.014(6) 0.007(6) C24 0.177(11) 0.115(9) 0.148(9) -0.015(8) 0.054(8) -0.021(8) C5 0.119(8) 0.123(9) 0.138(10) 0.019(8) 0.012(8) 0.017(7) C20 0.161(10) 0.108(8) 0.136(9) -0.018(7) 0.007(8) 0.003(8) C14 0.122(7) 0.096(7) 0.133(8) 0.014(6) 0.005(6) -0.011(6) C11 0.117(8) 0.107(8) 0.194(13) 0.023(8) 0.023(8) -0.024(6) C2 0.099(6) 0.089(7) 0.108(7) 0.012(5) 0.015(5) 0.000(5) C19 0.155(9) 0.097(7) 0.124(8) -0.013(6) -0.014(7) 0.009(7) C23 0.28(2) 0.167(15) 0.192(15) 0.005(12) 0.076(16) 0.000(14) C16 0.123(7) 0.087(7) 0.145(9) 0.002(6) 0.003(7) -0.011(6) C4 0.121(8) 0.116(9) 0.139(10) 0.028(7) -0.003(7) 0.005(7) C7A 0.124(10) 0.142(12) 0.111(10) 0.025(8) 0.030(7) -0.003(8) C8A 0.154(12) 0.134(13) 0.237(17) 0.032(11) 0.031(11) -0.020(11) C7B 0.123(18) 0.086(18) 0.232(19) -0.017(18) 0.040(16) 0.023(14) C8B 0.148(17) 0.15(2) 0.215(17) 0.091(18) 0.046(18) -0.045(18) C6 0.135(9) 0.145(10) 0.148(10) 0.014(7) 0.056(7) 0.014(7) _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 As1 F3 1.658(7) . ? As1 F6 1.675(7) . ? As1 F2 1.676(8) . ? As1 F4 1.681(7) . ? As1 F5 1.686(7) . ? As1 F1 1.713(6) . ? N1 C2 1.298(5) . ? N1 C5 1.341(14) . ? N1 C6 1.482(11) . ? C21 C22 1.481(12) . ? C21 C20 1.511(12) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.461(10) . ? C9 C8A 1.474(10) . ? C9 C8B 1.572(5) . ? C9 H9AA 0.9700 . ? C9 H9BA 0.9700 . ? C9 H9AB 0.9677 . ? C9 H9BB 0.9560 . ? C18 C19 1.505(11) . ? C18 C17 1.533(11) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.490(11) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C13 C14 1.505(11) . ? C13 C12 1.525(11) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.323(12) . ? N3 C4 1.348(13) . ? N3 C24 1.444(14) . ? C22 C23 1.512(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.510(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.469(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C16 1.503(11) . ? C15 C14 1.513(11) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.331(16) . ? C5 H5 0.9300 . ? C20 C19 1.496(11) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? C7A C6 1.465(9) . ? C7A C8A 1.527(11) . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? C7A H6AB 1.5527 . ? C8A H9BB 1.5282 . ? C8A H8A1 0.9700 . ? C8A H8A2 0.9700 . ? C7B C8B 1.467(8) . ? C7B C6 1.585(6) . ? C7B H7B1 0.9700 . ? C7B H7B2 0.9700 . ? C8B H8B1 0.9700 . ? C8B H8B2 0.9700 . ? C6 H6AA 0.9700 . ? C6 H6BA 0.9700 . ? C6 H6AB 0.9560 . ? C6 H6BB 0.9635 . ? 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 F3 As1 F6 94.2(5) . . ? F3 As1 F2 92.0(6) . . ? F6 As1 F2 91.0(5) . . ? F3 As1 F4 88.5(5) . . ? F6 As1 F4 92.6(5) . . ? F2 As1 F4 176.3(5) . . ? F3 As1 F5 177.6(4) . . ? F6 As1 F5 87.7(4) . . ? F2 As1 F5 89.5(5) . . ? F4 As1 F5 89.9(5) . . ? F3 As1 F1 88.2(4) . . ? F6 As1 F1 177.6(4) . . ? F2 As1 F1 88.5(5) . . ? F4 As1 F1 87.9(4) . . ? F5 As1 F1 89.9(4) . . ? C2 N1 C5 113.6(9) . . ? C2 N1 C6 123.7(9) . . ? C5 N1 C6 119.4(9) . . ? C22 C21 C20 114.1(11) . . ? C22 C21 H21A 108.7 . . ? C20 C21 H21A 108.7 . . ? C22 C21 H21B 108.7 . . ? C20 C21 H21B 108.7 . . ? H21A C21 H21B 107.6 . . ? C10 C9 C8A 125.8(11) . . ? C10 C9 C8B 102.8(7) . . ? C8A C9 C8B 30.1(9) . . ? C10 C9 H9AA 105.9 . . ? C8A C9 H9AA 105.9 . . ? C8B C9 H9AA 98.0 . . ? C10 C9 H9BA 105.9 . . ? C8A C9 H9BA 105.9 . . ? C8B C9 H9BA 135.2 . . ? H9AA C9 H9BA 106.2 . . ? C10 C9 H9AB 122.1 . . ? C8A C9 H9AB 108.3 . . ? C8B C9 H9AB 117.1 . . ? H9AA C9 H9AB 32.9 . . ? H9BA C9 H9AB 74.1 . . ? C10 C9 H9BB 102.9 . . ? C8A C9 H9BB 74.6 . . ? C8B C9 H9BB 98.1 . . ? H9AA C9 H9BB 142.7 . . ? H9BA C9 H9BB 42.3 . . ? H9AB C9 H9BB 110.4 . . ? C19 C18 C17 116.4(9) . . ? C19 C18 H18A 108.2 . . ? C17 C18 H18A 108.2 . . ? C19 C18 H18B 108.2 . . ? C17 C18 H18B 108.2 . . ? H18A C18 H18B 107.3 . . ? C16 C17 C18 117.3(9) . . ? C16 C17 H17A 108.0 . . ? C18 C17 H17A 108.0 . . ? C16 C17 H17B 108.0 . . ? C18 C17 H17B 108.0 . . ? H17A C17 H17B 107.2 . . ? C14 C13 C12 113.6(9) . . ? C14 C13 H13A 108.8 . . ? C12 C13 H13A 108.8 . . ? C14 C13 H13B 108.8 . . ? C12 C13 H13B 108.8 . . ? H13A C13 H13B 107.7 . . ? C2 N3 C4 108.9(10) . . ? C2 N3 C24 124.2(10) . . ? C4 N3 C24 126.9(11) . . ? C21 C22 C23 115.3(13) . . ? C21 C22 H22A 108.4 . . ? C23 C22 H22A 108.4 . . ? C21 C22 H22B 108.4 . . ? C23 C22 H22B 108.4 . . ? H22A C22 H22B 107.5 . . ? C11 C12 C13 110.1(9) . . ? C11 C12 H12A 109.6 . . ? C13 C12 H12A 109.6 . . ? C11 C12 H12B 109.6 . . ? C13 C12 H12B 109.6 . . ? H12A C12 H12B 108.2 . . ? C9 C10 C11 111.6(10) . . ? C9 C10 H10A 109.3 . . ? C11 C10 H10A 109.3 . . ? C9 C10 H10B 109.3 . . ? C11 C10 H10B 109.3 . . ? H10A C10 H10B 108.0 . . ? C16 C15 C14 114.6(9) . . ? C16 C15 H15A 108.6 . . ? C14 C15 H15A 108.6 . . ? C16 C15 H15B 108.6 . . ? C14 C15 H15B 108.6 . . ? H15A C15 H15B 107.6 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C4 C5 N1 103.2(11) . . ? C4 C5 H5 128.4 . . ? N1 C5 H5 128.4 . . ? C19 C20 C21 114.6(10) . . ? C19 C20 H20A 108.6 . . ? C21 C20 H20A 108.6 . . ? C19 C20 H20B 108.6 . . ? C21 C20 H20B 108.6 . . ? H20A C20 H20B 107.6 . . ? C13 C14 C15 113.0(8) . . ? C13 C14 H14A 109.0 . . ? C15 C14 H14A 109.0 . . ? C13 C14 H14B 109.0 . . ? C15 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? C10 C11 C12 106.3(9) . . ? C10 C11 H11A 110.5 . . ? C12 C11 H11A 110.5 . . ? C10 C11 H11B 110.5 . . ? C12 C11 H11B 110.5 . . ? H11A C11 H11B 108.7 . . ? N1 C2 N3 104.7(8) . . ? N1 C2 H2 127.6 . . ? N3 C2 H2 127.6 . . ? C20 C19 C18 114.4(9) . . ? C20 C19 H19A 108.7 . . ? C18 C19 H19A 108.7 . . ? C20 C19 H19B 108.7 . . ? C18 C19 H19B 108.7 . . ? H19A C19 H19B 107.6 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C17 C16 C15 115.5(8) . . ? C17 C16 H16A 108.4 . . ? C15 C16 H16A 108.4 . . ? C17 C16 H16B 108.4 . . ? C15 C16 H16B 108.4 . . ? H16A C16 H16B 107.5 . . ? C5 C4 N3 109.0(11) . . ? C5 C4 H4 125.5 . . ? N3 C4 H4 125.5 . . ? C6 C7A C8A 115.1(10) . . ? C6 C7A H7A1 108.5 . . ? C8A C7A H7A1 108.5 . . ? C6 C7A H7A2 108.5 . . ? C8A C7A H7A2 108.5 . . ? H7A1 C7A H7A2 107.5 . . ? C6 C7A H6AB 36.8 . . ? C8A C7A H6AB 150.4 . . ? H7A1 C7A H6AB 93.9 . . ? H7A2 C7A H6AB 81.7 . . ? C9 C8A C7A 106.3(10) . . ? C9 C8A H9BB 37.1 . . ? C7A C8A H9BB 142.7 . . ? C9 C8A H8A1 110.5 . . ? C7A C8A H8A1 110.5 . . ? H9BB C8A H8A1 85.5 . . ? C9 C8A H8A2 110.5 . . ? C7A C8A H8A2 110.5 . . ? H9BB C8A H8A2 94.6 . . ? H8A1 C8A H8A2 108.7 . . ? C8B C7B C6 104.2(11) . . ? C8B C7B H7B1 110.9 . . ? C6 C7B H7B1 110.9 . . ? C8B C7B H7B2 110.9 . . ? C6 C7B H7B2 110.9 . . ? H7B1 C7B H7B2 108.9 . . ? C7B C8B C9 105.0(8) . . ? C7B C8B H8B1 110.8 . . ? C9 C8B H8B1 110.8 . . ? C7B C8B H8B2 110.8 . . ? C9 C8B H8B2 110.8 . . ? H8B1 C8B H8B2 108.8 . . ? C7A C6 N1 129.2(10) . . ? C7A C6 C7B 40.7(10) . . ? N1 C6 C7B 100.8(7) . . ? C7A C6 H6AA 105.0 . . ? N1 C6 H6AA 105.0 . . ? C7B C6 H6AA 88.6 . . ? C7A C6 H6BA 105.0 . . ? N1 C6 H6BA 105.0 . . ? C7B C6 H6BA 145.7 . . ? H6AA C6 H6BA 105.9 . . ? C7A C6 H6AB 76.6 . . ? N1 C6 H6AB 112.4 . . ? C7B C6 H6AB 115.5 . . ? H6AA C6 H6AB 129.2 . . ? H6BA C6 H6AB 32.6 . . ? C7A C6 H6BB 116.8 . . ? N1 C6 H6BB 107.1 . . ? C7B C6 H6BB 111.2 . . ? H6AA C6 H6BB 23.9 . . ? H6BA C6 H6BB 82.4 . . ? H6AB C6 H6BB 109.4 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.867 _refine_diff_density_min -0.670 _refine_diff_density_rms 0.087 #=END data_C18MImSbF6-25oC #TrackingRef '- SI-25oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843139' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImSbF6 _chemical_melting_point 347.5 _chemical_formula_moiety ; (C22 N2 H43 +), (Sb F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 Sb' _chemical_formula_weight 571.33 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' N N 0.0061 0.0033 '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' Sb Sb -0.5866 1.5461 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.6973(7) _cell_length_b 9.9933(7) _cell_length_c 28.991(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.2424(16) _cell_angle_gamma 90.00 _cell_volume 2797.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 12905 _cell_measurement_theta_min 6.12 _cell_measurement_theta_max 54.95 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.75 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 1.036 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4337 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21577 _diffrn_reflns_av_R_equivalents 0.0302 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4925 _reflns_number_gt 2763 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. This structure was solved based on the data at 25 deg C and the octadecyl chain in this structure has a large conformational flexibility, which results in large thermal motions of the atoms. Hence, the following restraints were applied. The N-C and C-C bond lengths in the octadecyl chain were restrained using the DFIX (1,2 C(N)-C distance: 1.54 A) and DANG (1,3 C(N)-C distance: 2.52 A) commands in SHELXL. The N-C-C-C part of the trans structure was weakly fixed using the FLAT command. Atomic displacement factors of the disordered part and some carbon atoms in the octadecyl chain were restrained using DELU and SIMU in SHELXL. ; _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^)+(0.0990P)^2^+0.2202P] 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 4925 _refine_ls_number_parameters 301 _refine_ls_number_restraints 99 _refine_ls_R_factor_all 0.0816 _refine_ls_R_factor_gt 0.0500 _refine_ls_wR_factor_ref 0.1770 _refine_ls_wR_factor_gt 0.1514 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.229 _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 Sb1 Sb -0.15393(5) 0.02913(5) 0.107611(17) 0.1124(3) Uani 1 1 d . . . F4 F -0.2408(8) -0.0475(7) 0.1547(2) 0.192(3) Uani 1 1 d . . . F3 F -0.2998(7) 0.1417(6) 0.0977(3) 0.233(3) Uani 1 1 d . . . F2 F -0.0748(7) 0.0975(11) 0.0580(2) 0.247(4) Uani 1 1 d . . . F5 F -0.0129(6) -0.0929(6) 0.1170(3) 0.192(3) Uani 1 1 d . . . N1 N 0.3837(7) -0.0186(7) 0.1138(2) 0.1149(18) Uani 1 1 d D A . F6 F -0.0520(7) 0.1429(6) 0.1463(2) 0.198(2) Uani 1 1 d . . . F1 F -0.2513(5) -0.0909(7) 0.0682(2) 0.1695(19) Uani 1 1 d . . . C21 C -0.6461(11) -0.1513(9) 0.6669(3) 0.153(3) Uani 1 1 d D . . H21A H -0.6301 -0.2466 0.6708 0.184 Uiso 1 1 calc R . . H21B H -0.7309 -0.1402 0.6468 0.184 Uiso 1 1 calc R . . C9 C 0.1641(9) -0.1483(10) 0.2450(4) 0.209(6) Uani 1 1 d DU . . H9AA H 0.1373 -0.2418 0.2441 0.251 Uiso 0.572(14) 1 calc PR A 1 H9BA H 0.0907 -0.1005 0.2269 0.251 Uiso 0.572(14) 1 calc PR A 1 H9AB H 0.0810 -0.1328 0.2244 0.251 Uiso 0.428(14) 1 d PR A 2 H9BB H 0.1924 -0.2411 0.2437 0.251 Uiso 0.428(14) 1 d PR A 2 C18 C -0.3897(9) -0.0942(8) 0.5738(3) 0.135(3) Uani 1 1 d D . . H18A H -0.3052 -0.1043 0.5941 0.163 Uiso 1 1 calc R . . H18B H -0.4068 0.0009 0.5697 0.163 Uiso 1 1 calc R . . C17 C -0.3671(9) -0.1542(7) 0.5271(3) 0.134(3) Uani 1 1 d D . . H17A H -0.3508 -0.2494 0.5313 0.161 Uiso 1 1 calc R . . H17B H -0.4518 -0.1438 0.5069 0.161 Uiso 1 1 calc R . . C13 C -0.0894(8) -0.1599(7) 0.3871(3) 0.136(3) Uani 1 1 d D . . H13A H -0.1746 -0.1472 0.3674 0.163 Uiso 1 1 calc R . . H13B H -0.0755 -0.2555 0.3910 0.163 Uiso 1 1 calc R . . N3 N 0.4026(7) -0.1193(6) 0.0510(2) 0.1213(18) Uani 1 1 d . . . C22 C -0.6673(15) -0.0924(13) 0.7131(4) 0.198(5) Uani 1 1 d D . . H22A H -0.6816 0.0031 0.7092 0.238 Uiso 1 1 calc R . . H22B H -0.5829 -0.1048 0.7333 0.238 Uiso 1 1 calc R . . C12 C 0.0287(9) -0.1040(9) 0.3626(4) 0.146(3) Uani 1 1 d D A . H12A H 0.0175 -0.0078 0.3597 0.175 Uiso 1 1 calc R . . H12B H 0.1149 -0.1207 0.3814 0.175 Uiso 1 1 calc R . . C10 C 0.1573(9) -0.1047(11) 0.2934(3) 0.185(5) Uani 1 1 d D A . H10A H 0.1511 -0.0079 0.2941 0.222 Uiso 1 1 calc R . . H10B H 0.2425 -0.1303 0.3113 0.222 Uiso 1 1 calc R . . C15 C -0.2264(8) -0.1568(7) 0.4571(3) 0.132(2) Uani 1 1 d D . . H15A H -0.3103 -0.1459 0.4366 0.158 Uiso 1 1 calc R . . H15B H -0.2111 -0.2520 0.4615 0.158 Uiso 1 1 calc R . . C24 C 0.4571(10) -0.2085(9) 0.0161(3) 0.155(3) Uani 1 1 d . . . H24A H 0.4491 -0.1648 -0.0135 0.232 Uiso 1 1 calc R . . H24B H 0.4047 -0.2901 0.0141 0.232 Uiso 1 1 calc R . . H24C H 0.5526 -0.2282 0.0251 0.232 Uiso 1 1 calc R . . C5 C 0.2851(11) 0.0321(9) 0.0850(4) 0.140(3) Uani 1 1 d . . . H5 H 0.2212 0.0975 0.0913 0.168 Uiso 1 1 calc R . . C20 C -0.5299(10) -0.0933(10) 0.6435(3) 0.147(3) Uani 1 1 d D . . H20A H -0.4455 -0.1030 0.6639 0.176 Uiso 1 1 calc R . . H20B H -0.5468 0.0018 0.6392 0.176 Uiso 1 1 calc R . . C14 C -0.1078(9) -0.1001(7) 0.4337(3) 0.129(2) Uani 1 1 d D . . H14A H -0.0232 -0.1135 0.4537 0.154 Uiso 1 1 calc R . . H14B H -0.1215 -0.0045 0.4300 0.154 Uiso 1 1 calc R . . C11 C 0.0386(8) -0.1618(9) 0.3157(4) 0.147(3) Uani 1 1 d D . . H11A H 0.0494 -0.2581 0.3183 0.177 Uiso 1 1 calc R A . H11B H -0.0465 -0.1438 0.2965 0.177 Uiso 1 1 calc R . . C2 C 0.4534(7) -0.1110(7) 0.0953(3) 0.113(2) Uani 1 1 d D . . H2 H 0.5249 -0.1618 0.1100 0.136 Uiso 1 1 calc R . . C19 C -0.5064(9) -0.1537(8) 0.5970(3) 0.138(3) Uani 1 1 d D . . H19A H -0.4889 -0.2487 0.6013 0.166 Uiso 1 1 calc R . . H19B H -0.5907 -0.1442 0.5766 0.166 Uiso 1 1 calc R . . C23 C -0.7858(15) -0.1484(14) 0.7369(4) 0.225(6) Uani 1 1 d D . . H23A H -0.8655 -0.1575 0.7149 0.338 Uiso 1 1 calc R . . H23B H -0.8071 -0.0890 0.7613 0.338 Uiso 1 1 calc R . . H23C H -0.7605 -0.2345 0.7497 0.338 Uiso 1 1 calc R . . C16 C -0.2496(8) -0.0963(8) 0.5030(3) 0.128(2) Uani 1 1 d D . . H16A H -0.2664 -0.0013 0.4986 0.154 Uiso 1 1 calc R . . H16B H -0.1651 -0.1058 0.5234 0.154 Uiso 1 1 calc R . . C4 C 0.2953(11) -0.0285(10) 0.0455(4) 0.143(3) Uani 1 1 d . . . H4 H 0.2395 -0.0130 0.0182 0.171 Uiso 1 1 calc R . . C7A C 0.2919(14) -0.0037(14) 0.1953(4) 0.123(5) Uani 0.572(14) 1 d PDU A 1 H7A1 H 0.2034 0.0128 0.1779 0.148 Uiso 0.572(14) 1 calc PR A 1 H7A2 H 0.3043 0.0641 0.2193 0.148 Uiso 0.572(14) 1 calc PR A 1 C8A C 0.2860(17) -0.1392(14) 0.2184(6) 0.174(6) Uani 0.572(14) 1 d PDU A 1 H8A1 H 0.2815 -0.2089 0.1950 0.208 Uiso 0.572(14) 1 calc PR A 1 H8A2 H 0.3694 -0.1528 0.2390 0.208 Uiso 0.572(14) 1 calc PR A 1 C7B C 0.3131(18) -0.1026(13) 0.1839(4) 0.137(6) Uani 0.428(14) 1 d PDU A 2 H7B1 H 0.2307 -0.1207 0.1633 0.165 Uiso 0.428(14) 1 calc PR A 2 H7B2 H 0.3668 -0.1842 0.1883 0.165 Uiso 0.428(14) 1 calc PR A 2 C8B C 0.2764(18) -0.0503(14) 0.2284(5) 0.144(6) Uani 0.428(14) 1 d PDU A 2 H8B1 H 0.2393 0.0396 0.2248 0.173 Uiso 0.428(14) 1 calc PR A 2 H8B2 H 0.3572 -0.0481 0.2508 0.173 Uiso 0.428(14) 1 calc PR A 2 C6 C 0.4018(10) 0.0126(9) 0.1640(3) 0.147(3) Uani 1 1 d DU . . H6AA H 0.4796 -0.0406 0.1769 0.176 Uiso 0.572(14) 1 calc PR A 1 H6BA H 0.4310 0.1054 0.1665 0.176 Uiso 0.572(14) 1 calc PR A 1 H6AB H 0.3737 0.1035 0.1701 0.176 Uiso 0.428(14) 1 d PR A 2 H6BB H 0.4973 -0.0008 0.1763 0.176 Uiso 0.428(14) 1 d PR A 2 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 Sb1 0.1090(4) 0.1098(4) 0.1202(4) 0.0054(2) 0.0203(3) -0.0004(2) F4 0.217(7) 0.212(6) 0.147(4) 0.024(4) 0.027(4) -0.044(5) F3 0.165(5) 0.156(5) 0.380(11) 0.037(6) 0.028(6) 0.044(4) F2 0.194(6) 0.376(11) 0.177(5) 0.072(7) 0.045(4) -0.086(7) F5 0.158(4) 0.157(4) 0.252(7) -0.035(5) -0.035(4) 0.029(4) N1 0.108(4) 0.114(4) 0.125(5) 0.022(4) 0.026(4) -0.012(3) F6 0.211(6) 0.148(4) 0.233(6) -0.047(4) 0.004(5) -0.032(4) F1 0.124(3) 0.210(5) 0.175(4) -0.053(4) 0.016(3) -0.012(4) C21 0.197(10) 0.116(6) 0.143(7) -0.009(5) -0.008(6) -0.005(6) C9 0.136(7) 0.195(10) 0.306(13) 0.134(11) 0.072(8) 0.001(7) C18 0.153(7) 0.096(5) 0.151(7) -0.011(5) -0.021(5) -0.006(5) C17 0.159(7) 0.089(4) 0.150(6) -0.007(4) -0.016(5) 0.002(5) C13 0.135(6) 0.087(4) 0.181(8) 0.002(5) -0.007(5) -0.009(4) N3 0.121(5) 0.108(4) 0.136(5) 0.018(4) 0.016(4) -0.030(4) C22 0.257(15) 0.174(10) 0.159(9) -0.035(8) 0.000(9) -0.025(11) C12 0.128(6) 0.104(6) 0.202(9) 0.024(6) -0.007(6) -0.017(5) C10 0.121(7) 0.181(9) 0.252(12) 0.104(10) 0.015(7) -0.026(7) C15 0.149(7) 0.088(4) 0.151(6) -0.012(4) -0.020(5) 0.000(5) C24 0.193(8) 0.128(6) 0.146(6) -0.014(6) 0.026(6) -0.037(6) C5 0.128(7) 0.130(7) 0.162(9) 0.033(7) 0.008(7) 0.014(5) C20 0.170(8) 0.118(6) 0.147(7) -0.011(6) -0.023(6) -0.010(6) C14 0.141(6) 0.089(4) 0.151(6) 0.004(5) -0.015(5) -0.015(4) C11 0.123(6) 0.113(6) 0.206(9) 0.029(6) 0.018(6) -0.013(5) C2 0.103(5) 0.107(5) 0.130(6) 0.017(4) 0.013(4) -0.007(4) C19 0.167(8) 0.101(5) 0.142(6) -0.014(5) -0.015(5) 0.000(5) C23 0.272(16) 0.219(14) 0.189(11) 0.006(10) 0.045(11) -0.020(12) C16 0.140(6) 0.091(4) 0.148(6) 0.002(4) -0.019(5) -0.010(4) C4 0.139(8) 0.138(7) 0.147(8) 0.035(6) -0.005(6) -0.009(6) C7A 0.124(9) 0.139(10) 0.113(9) 0.027(7) 0.041(7) 0.012(8) C8A 0.145(11) 0.116(10) 0.268(17) 0.044(11) 0.064(10) 0.003(10) C7B 0.152(13) 0.092(11) 0.173(13) -0.036(10) 0.040(10) 0.003(9) C8B 0.170(14) 0.090(12) 0.182(13) 0.022(10) 0.065(12) -0.003(10) C6 0.141(7) 0.157(7) 0.149(7) 0.020(5) 0.049(6) 0.006(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 Sb1 F3 1.810(6) . ? Sb1 F6 1.823(6) . ? Sb1 F2 1.823(6) . ? Sb1 F5 1.834(6) . ? Sb1 F4 1.837(6) . ? Sb1 F1 1.854(5) . ? N1 C2 1.290(7) . ? N1 C5 1.312(12) . ? N1 C6 1.484(10) . ? C21 C20 1.486(10) . ? C21 C22 1.494(10) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C8A 1.471(9) . ? C9 C10 1.478(8) . ? C9 C8B 1.571(5) . ? C9 H9AA 0.9700 . ? C9 H9BA 0.9700 . ? C9 H9AB 0.9696 . ? C9 H9BB 0.9689 . ? C18 C19 1.492(9) . ? C18 C17 1.513(9) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.505(9) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C13 C14 1.501(9) . ? C13 C12 1.511(10) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.335(9) . ? N3 C4 1.379(11) . ? N3 C24 1.481(10) . ? C22 C23 1.501(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.488(10) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.484(8) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C16 1.497(9) . ? C15 C14 1.499(9) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.307(13) . ? C5 H5 0.9300 . ? C20 C19 1.512(10) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? C7A C6 1.470(9) . ? C7A C8A 1.514(11) . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? C7A H6AB 1.5540 . ? C8A H9BB 1.5884 . ? C8A H8A1 0.9700 . ? C8A H8A2 0.9700 . ? C7B C8B 1.465(8) . ? C7B C6 1.578(6) . ? C7B H7B1 0.9700 . ? C7B H7B2 0.9700 . ? C8B H8B1 0.9700 . ? C8B H8B2 0.9700 . ? C6 H6AA 0.9700 . ? C6 H6BA 0.9700 . ? C6 H6AB 0.9690 . ? C6 H6BB 0.9705 . ? 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 F3 Sb1 F6 94.7(4) . . ? F3 Sb1 F2 91.2(4) . . ? F6 Sb1 F2 90.4(4) . . ? F3 Sb1 F5 176.8(3) . . ? F6 Sb1 F5 88.2(3) . . ? F2 Sb1 F5 90.2(4) . . ? F3 Sb1 F4 88.4(4) . . ? F6 Sb1 F4 93.6(3) . . ? F2 Sb1 F4 176.0(3) . . ? F5 Sb1 F4 89.9(4) . . ? F3 Sb1 F1 87.6(3) . . ? F6 Sb1 F1 177.7(3) . . ? F2 Sb1 F1 89.1(3) . . ? F5 Sb1 F1 89.6(3) . . ? F4 Sb1 F1 86.9(3) . . ? C2 N1 C5 113.1(8) . . ? C2 N1 C6 122.5(8) . . ? C5 N1 C6 123.9(9) . . ? C20 C21 C22 115.4(9) . . ? C20 C21 H21A 108.4 . . ? C22 C21 H21A 108.4 . . ? C20 C21 H21B 108.4 . . ? C22 C21 H21B 108.4 . . ? H21A C21 H21B 107.5 . . ? C8A C9 C10 126.0(9) . . ? C8A C9 C8B 35.9(6) . . ? C10 C9 C8B 101.5(6) . . ? C8A C9 H9AA 105.8 . . ? C10 C9 H9AA 105.8 . . ? C8B C9 H9AA 141.7 . . ? C8A C9 H9BA 105.8 . . ? C10 C9 H9BA 105.8 . . ? C8B C9 H9BA 91.4 . . ? H9AA C9 H9BA 106.2 . . ? C8A C9 H9AB 109.3 . . ? C10 C9 H9AB 115.4 . . ? C8B C9 H9AB 105.9 . . ? H9AA C9 H9AB 86.1 . . ? H9BA C9 H9AB 20.4 . . ? C8A C9 H9BB 78.3 . . ? C10 C9 H9BB 110.8 . . ? C8B C9 H9BB 112.3 . . ? H9AA C9 H9BB 32.0 . . ? H9BA C9 H9BB 130.4 . . ? H9AB C9 H9BB 110.6 . . ? C19 C18 C17 115.1(7) . . ? C19 C18 H18A 108.5 . . ? C17 C18 H18A 108.5 . . ? C19 C18 H18B 108.5 . . ? C17 C18 H18B 108.5 . . ? H18A C18 H18B 107.5 . . ? C16 C17 C18 116.1(7) . . ? C16 C17 H17A 108.3 . . ? C18 C17 H17A 108.3 . . ? C16 C17 H17B 108.3 . . ? C18 C17 H17B 108.3 . . ? H17A C17 H17B 107.4 . . ? C14 C13 C12 115.7(7) . . ? C14 C13 H13A 108.3 . . ? C12 C13 H13A 108.3 . . ? C14 C13 H13B 108.3 . . ? C12 C13 H13B 108.3 . . ? H13A C13 H13B 107.4 . . ? C2 N3 C4 106.2(8) . . ? C2 N3 C24 124.8(8) . . ? C4 N3 C24 128.9(9) . . ? C21 C22 C23 116.0(10) . . ? C21 C22 H22A 108.3 . . ? C23 C22 H22A 108.3 . . ? C21 C22 H22B 108.3 . . ? C23 C22 H22B 108.3 . . ? H22A C22 H22B 107.4 . . ? C11 C12 C13 113.7(7) . . ? C11 C12 H12A 108.8 . . ? C13 C12 H12A 108.8 . . ? C11 C12 H12B 108.8 . . ? C13 C12 H12B 108.8 . . ? H12A C12 H12B 107.7 . . ? C9 C10 C11 113.9(8) . . ? C9 C10 H10A 108.8 . . ? C11 C10 H10A 108.8 . . ? C9 C10 H10B 108.8 . . ? C11 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C16 C15 C14 115.8(7) . . ? C16 C15 H15A 108.3 . . ? C14 C15 H15A 108.3 . . ? C16 C15 H15B 108.3 . . ? C14 C15 H15B 108.3 . . ? H15A C15 H15B 107.4 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C4 C5 N1 105.6(9) . . ? C4 C5 H5 127.2 . . ? N1 C5 H5 127.2 . . ? C21 C20 C19 115.7(8) . . ? C21 C20 H20A 108.3 . . ? C19 C20 H20A 108.3 . . ? C21 C20 H20B 108.3 . . ? C19 C20 H20B 108.3 . . ? H20A C20 H20B 107.4 . . ? C15 C14 C13 114.6(6) . . ? C15 C14 H14A 108.6 . . ? C13 C14 H14A 108.6 . . ? C15 C14 H14B 108.6 . . ? C13 C14 H14B 108.6 . . ? H14A C14 H14B 107.6 . . ? C10 C11 C12 111.4(8) . . ? C10 C11 H11A 109.3 . . ? C12 C11 H11A 109.3 . . ? C10 C11 H11B 109.3 . . ? C12 C11 H11B 109.3 . . ? H11A C11 H11B 108.0 . . ? N1 C2 N3 106.4(7) . . ? N1 C2 H2 126.8 . . ? N3 C2 H2 126.8 . . ? C18 C19 C20 115.2(7) . . ? C18 C19 H19A 108.5 . . ? C20 C19 H19A 108.5 . . ? C18 C19 H19B 108.5 . . ? C20 C19 H19B 108.5 . . ? H19A C19 H19B 107.5 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C15 C16 C17 116.1(7) . . ? C15 C16 H16A 108.3 . . ? C17 C16 H16A 108.3 . . ? C15 C16 H16B 108.3 . . ? C17 C16 H16B 108.3 . . ? H16A C16 H16B 107.4 . . ? C5 C4 N3 108.7(9) . . ? C5 C4 H4 125.7 . . ? N3 C4 H4 125.7 . . ? C6 C7A C8A 115.5(9) . . ? C6 C7A H7A1 108.4 . . ? C8A C7A H7A1 108.4 . . ? C6 C7A H7A2 108.4 . . ? C8A C7A H7A2 108.4 . . ? H7A1 C7A H7A2 107.5 . . ? C6 C7A H6AB 37.2 . . ? C8A C7A H6AB 150.0 . . ? H7A1 C7A H6AB 95.9 . . ? H7A2 C7A H6AB 79.6 . . ? C9 C8A C7A 110.6(9) . . ? C9 C8A H9BB 36.7 . . ? C7A C8A H9BB 145.5 . . ? C9 C8A H8A1 109.5 . . ? C7A C8A H8A1 109.5 . . ? H9BB C8A H8A1 82.6 . . ? C9 C8A H8A2 109.5 . . ? C7A C8A H8A2 109.5 . . ? H9BB C8A H8A2 96.1 . . ? H8A1 C8A H8A2 108.1 . . ? C8B C7B C6 104.3(7) . . ? C8B C7B H7B1 110.9 . . ? C6 C7B H7B1 110.9 . . ? C8B C7B H7B2 110.9 . . ? C6 C7B H7B2 110.9 . . ? H7B1 C7B H7B2 108.9 . . ? C7B C8B C9 106.1(7) . . ? C7B C8B H8B1 110.5 . . ? C9 C8B H8B1 110.5 . . ? C7B C8B H8B2 110.5 . . ? C9 C8B H8B2 110.5 . . ? H8B1 C8B H8B2 108.7 . . ? C7A C6 N1 123.7(9) . . ? C7A C6 C7B 40.8(7) . . ? N1 C6 C7B 100.8(6) . . ? C7A C6 H6AA 106.4 . . ? N1 C6 H6AA 106.4 . . ? C7B C6 H6AA 83.6 . . ? C7A C6 H6BA 106.4 . . ? N1 C6 H6BA 106.4 . . ? C7B C6 H6BA 146.6 . . ? H6AA C6 H6BA 106.5 . . ? C7A C6 H6AB 76.1 . . ? N1 C6 H6AB 111.5 . . ? C7B C6 H6AB 116.4 . . ? H6AA C6 H6AB 131.7 . . ? H6BA C6 H6AB 34.5 . . ? C7A C6 H6BB 118.6 . . ? N1 C6 H6BB 110.8 . . ? C7B C6 H6BB 107.4 . . ? H6AA C6 H6BB 25.9 . . ? H6BA C6 H6BB 80.9 . . ? H6AB C6 H6BB 109.7 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.629 _refine_diff_density_min -0.425 _refine_diff_density_rms 0.056 #=END data_C18MImNbF6-25oC #TrackingRef '- SI-25oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843140' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImNbF6 _chemical_melting_point 347.2 _chemical_formula_moiety ; (C22 N2 H43 +), (Nb F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 Nb' _chemical_formula_weight 542.49 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' N N 0.0061 0.0033 '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' Nb Nb -2.0727 0.6215 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.5882(11) _cell_length_b 10.0041(14) _cell_length_c 28.871(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.094(3) _cell_angle_gamma 90.00 _cell_volume 2758.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 10535 _cell_measurement_theta_min 5.98 _cell_measurement_theta_max 55.07 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.306 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1136 _exptl_absorpt_coefficient_mu 0.487 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7628 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21340 _diffrn_reflns_av_R_equivalents 0.0551 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4855 _reflns_number_gt 2336 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. This structure was solved based on the data at 25 deg C and the octadecyl chain in this structure has a large conformational flexibility, which results in large thermal motions of the atoms. Hence, the following restraints were applied. The N-C and C-C bond lengths in the octadecyl chain were restrained using the DFIX (1,2 C(N)-C distance: 1.54 A) and DANG (1,3 C(N)-C distance: 2.52 A) commands in SHELXL. The N-C-C-C part of the trans structure was weakly fixed using the FLAT command. Atomic displacement factors of the disordered part and some carbon atoms in the octadecyl chain were restrained using DELU and SIMU in SHELXL. ; _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^)+(0.2000P)^2^+0.0000P] 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 4855 _refine_ls_number_parameters 301 _refine_ls_number_restraints 108 _refine_ls_R_factor_all 0.1582 _refine_ls_R_factor_gt 0.0885 _refine_ls_wR_factor_ref 0.3264 _refine_ls_wR_factor_gt 0.2576 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.143 _refine_ls_shift/su_max 0.018 _refine_ls_shift/su_mean 0.003 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 Nb1 Nb -0.15256(10) 0.02625(11) 0.10806(3) 0.1015(5) Uani 1 1 d . . . F4 F -0.2419(10) -0.0529(9) 0.1550(3) 0.162(3) Uani 1 1 d . . . F3 F -0.2992(9) 0.1431(8) 0.1005(4) 0.188(4) Uani 1 1 d . . . F2 F -0.0754(9) 0.0997(13) 0.0571(3) 0.206(5) Uani 1 1 d . . . F5 F -0.0098(8) -0.0986(8) 0.1150(3) 0.157(3) Uani 1 1 d . . . N1 N 0.3908(10) -0.0127(9) 0.1122(3) 0.108(3) Uani 1 1 d D A . F6 F -0.0485(9) 0.1374(8) 0.1477(3) 0.169(3) Uani 1 1 d . . . F1 F -0.2524(7) -0.0924(9) 0.0671(3) 0.157(3) Uani 1 1 d . . . C21 C -0.6468(15) -0.1519(13) 0.6678(4) 0.137(4) Uani 1 1 d D . . H21A H -0.7324 -0.1424 0.6475 0.165 Uiso 1 1 calc R . . H21B H -0.6292 -0.2468 0.6720 0.165 Uiso 1 1 calc R . . C9 C 0.1587(11) -0.1406(12) 0.2445(4) 0.193(7) Uani 1 1 d DU . . H9AA H 0.1155 -0.2279 0.2402 0.231 Uiso 0.682(19) 1 calc PR A 1 H9BA H 0.0940 -0.0766 0.2291 0.231 Uiso 0.682(19) 1 calc PR A 1 H9AB H 0.0755 -0.1251 0.2239 0.231 Uiso 0.318(19) 1 d PR A 2 H9BB H 0.1869 -0.2334 0.2432 0.231 Uiso 0.318(19) 1 d PR A 2 C18 C -0.3874(13) -0.0946(12) 0.5737(4) 0.124(4) Uani 1 1 d D . . H18A H -0.4039 0.0006 0.5699 0.149 Uiso 1 1 calc R . . H18B H -0.3015 -0.1058 0.5938 0.149 Uiso 1 1 calc R . . C17 C -0.3672(13) -0.1547(11) 0.5266(4) 0.122(4) Uani 1 1 d D . . H17A H -0.3514 -0.2500 0.5304 0.146 Uiso 1 1 calc R . . H17B H -0.4530 -0.1430 0.5065 0.146 Uiso 1 1 calc R . . C13 C -0.0904(12) -0.1613(11) 0.3852(4) 0.119(4) Uani 1 1 d D . . H13A H -0.1761 -0.1466 0.3654 0.143 Uiso 1 1 calc R . . H13B H -0.0779 -0.2570 0.3890 0.143 Uiso 1 1 calc R . . N3 N 0.3948(10) -0.1137(10) 0.0502(3) 0.108(3) Uani 1 1 d . . . C22 C -0.669(2) -0.0918(19) 0.7140(6) 0.185(7) Uani 1 1 d D . . H22A H -0.6847 0.0034 0.7097 0.221 Uiso 1 1 calc R . . H22B H -0.5839 -0.1028 0.7343 0.221 Uiso 1 1 calc R . . C12 C 0.0320(12) -0.1048(13) 0.3615(5) 0.130(4) Uani 1 1 d D A . H12A H 0.0234 -0.0083 0.3593 0.156 Uiso 1 1 calc R . . H12B H 0.1189 -0.1253 0.3799 0.156 Uiso 1 1 calc R . . C10 C 0.1672(12) -0.1100(13) 0.2963(4) 0.197(7) Uani 1 1 d DU A . H10A H 0.2483 -0.1530 0.3124 0.236 Uiso 1 1 calc R . . H10B H 0.1742 -0.0144 0.3017 0.236 Uiso 1 1 calc R . . C15 C -0.2261(11) -0.1582(11) 0.4563(4) 0.116(3) Uani 1 1 d D . . H15A H -0.3116 -0.1480 0.4360 0.139 Uiso 1 1 calc R . . H15B H -0.2097 -0.2531 0.4608 0.139 Uiso 1 1 calc R . . C24 C 0.4489(14) -0.2060(14) 0.0157(4) 0.132(4) Uani 1 1 d . . . H24A H 0.5260 -0.1647 0.0022 0.198 Uiso 1 1 calc R . . H24B H 0.3758 -0.2254 -0.0083 0.198 Uiso 1 1 calc R . . H24C H 0.4798 -0.2875 0.0309 0.198 Uiso 1 1 calc R . . C5 C 0.2835(15) 0.0399(14) 0.0863(6) 0.130(4) Uani 1 1 d . . . H5 H 0.2191 0.1034 0.0945 0.156 Uiso 1 1 calc R . . C20 C -0.5283(15) -0.0921(14) 0.6440(4) 0.137(4) Uani 1 1 d D . . H20A H -0.4424 -0.1014 0.6642 0.165 Uiso 1 1 calc R . . H20B H -0.5459 0.0026 0.6394 0.165 Uiso 1 1 calc R . . C14 C -0.1058(12) -0.0995(12) 0.4324(4) 0.118(3) Uani 1 1 d D . . H14A H -0.1204 -0.0040 0.4286 0.142 Uiso 1 1 calc R . . H14B H -0.0195 -0.1125 0.4520 0.142 Uiso 1 1 calc R . . C11 C 0.0352(12) -0.1637(13) 0.3132(5) 0.142(5) Uani 1 1 d D . . H11A H 0.0372 -0.2605 0.3144 0.170 Uiso 1 1 calc R A . H11B H -0.0458 -0.1354 0.2931 0.170 Uiso 1 1 calc R . . C2 C 0.4522(11) -0.1116(9) 0.0936(4) 0.097(3) Uani 1 1 d D . . H2 H 0.5207 -0.1681 0.1074 0.117 Uiso 1 1 calc R . . C19 C -0.5075(13) -0.1551(12) 0.5976(4) 0.121(4) Uani 1 1 d D . . H19A H -0.5932 -0.1456 0.5774 0.145 Uiso 1 1 calc R . . H19B H -0.4901 -0.2499 0.6022 0.145 Uiso 1 1 calc R . . C23 C -0.789(2) -0.1484(18) 0.7383(6) 0.202(8) Uani 1 1 d D . . H23A H -0.8714 -0.1537 0.7168 0.303 Uiso 1 1 calc R . . H23B H -0.8079 -0.0913 0.7638 0.303 Uiso 1 1 calc R . . H23C H -0.7652 -0.2361 0.7499 0.303 Uiso 1 1 calc R . . C16 C -0.2471(11) -0.0957(12) 0.5025(4) 0.116(3) Uani 1 1 d D . . H16A H -0.2638 -0.0008 0.4980 0.139 Uiso 1 1 calc R . . H16B H -0.1615 -0.1056 0.5228 0.139 Uiso 1 1 calc R . . C4 C 0.2915(16) -0.0215(15) 0.0456(6) 0.132(4) Uani 1 1 d . . . H4 H 0.2350 -0.0037 0.0185 0.159 Uiso 1 1 calc R . . C7A C 0.2884(18) -0.0054(17) 0.1939(5) 0.127(6) Uani 0.682(19) 1 d PDU A 1 H7A1 H 0.1984 0.0067 0.1762 0.153 Uiso 0.682(19) 1 calc PR A 1 H7A2 H 0.2965 0.0635 0.2177 0.153 Uiso 0.682(19) 1 calc PR A 1 C8A C 0.286(2) -0.1411(18) 0.2185(7) 0.186(8) Uani 0.682(19) 1 d PDU A 1 H8A1 H 0.2817 -0.2133 0.1960 0.223 Uiso 0.682(19) 1 calc PR A 1 H8A2 H 0.3697 -0.1525 0.2397 0.223 Uiso 0.682(19) 1 calc PR A 1 C7B C 0.294(2) -0.090(2) 0.1793(5) 0.150(9) Uani 0.318(19) 1 d PDU A 2 H7B1 H 0.2007 -0.0792 0.1636 0.180 Uiso 0.318(19) 1 calc PR A 2 H7B2 H 0.3267 -0.1798 0.1732 0.180 Uiso 0.318(19) 1 calc PR A 2 C8B C 0.292(2) -0.067(2) 0.2300(6) 0.164(10) Uani 0.318(19) 1 d PDU A 2 H8B1 H 0.2870 0.0277 0.2366 0.196 Uiso 0.318(19) 1 calc PR A 2 H8B2 H 0.3758 -0.1034 0.2467 0.196 Uiso 0.318(19) 1 calc PR A 2 C6 C 0.3971(12) 0.0180(13) 0.1627(4) 0.141(5) Uani 1 1 d DU . . H6AA H 0.4793 -0.0284 0.1766 0.170 Uiso 0.682(19) 1 calc PR A 1 H6BA H 0.4186 0.1126 0.1653 0.170 Uiso 0.682(19) 1 calc PR A 1 H6AB H 0.3691 0.1089 0.1688 0.170 Uiso 0.318(19) 1 d PR A 2 H6BB H 0.4926 0.0046 0.1750 0.170 Uiso 0.318(19) 1 d PR A 2 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 Nb1 0.0996(7) 0.0966(8) 0.1092(8) 0.0047(5) 0.0151(5) -0.0010(5) F4 0.193(8) 0.158(7) 0.139(6) 0.029(5) 0.031(5) -0.034(6) F3 0.138(6) 0.142(7) 0.287(11) 0.035(7) 0.030(6) 0.046(5) F2 0.167(7) 0.295(13) 0.160(7) 0.076(8) 0.039(6) -0.054(8) F5 0.131(5) 0.128(6) 0.206(8) -0.031(6) -0.021(5) 0.034(5) N1 0.109(6) 0.099(7) 0.117(7) 0.024(5) 0.008(6) -0.017(5) F6 0.172(7) 0.124(6) 0.206(8) -0.053(5) -0.007(6) -0.022(5) F1 0.122(5) 0.196(7) 0.151(6) -0.058(6) 0.009(4) -0.016(5) C21 0.179(12) 0.102(9) 0.125(10) -0.006(8) -0.015(9) 0.000(9) C9 0.109(8) 0.174(13) 0.297(15) 0.137(12) 0.029(10) -0.021(8) C18 0.147(10) 0.092(8) 0.129(9) -0.019(7) -0.013(8) -0.009(8) C17 0.145(9) 0.079(7) 0.135(9) -0.013(7) -0.019(7) -0.006(7) C13 0.136(9) 0.082(8) 0.136(10) -0.005(7) -0.009(7) -0.011(6) N3 0.116(7) 0.100(7) 0.106(7) 0.014(5) 0.003(5) -0.033(6) C22 0.23(2) 0.150(14) 0.168(15) -0.029(13) -0.006(14) -0.012(15) C12 0.113(8) 0.102(9) 0.171(12) 0.024(9) -0.005(8) -0.009(7) C10 0.132(10) 0.182(15) 0.280(15) 0.123(14) 0.040(12) -0.019(10) C15 0.134(9) 0.090(8) 0.120(8) -0.009(6) -0.011(7) 0.005(7) C24 0.156(10) 0.136(11) 0.105(8) -0.011(8) 0.015(8) -0.033(9) C5 0.123(9) 0.129(11) 0.134(11) 0.029(9) -0.014(9) 0.002(8) C20 0.174(12) 0.102(9) 0.132(10) -0.007(8) -0.012(9) -0.006(9) C14 0.115(8) 0.089(8) 0.147(10) 0.016(7) -0.009(7) -0.009(6) C11 0.122(9) 0.099(9) 0.203(15) 0.019(9) 0.008(9) -0.018(7) C2 0.099(6) 0.076(7) 0.120(9) 0.010(6) 0.021(6) -0.005(5) C19 0.148(10) 0.092(8) 0.117(8) -0.013(6) -0.020(7) 0.004(7) C23 0.28(2) 0.155(16) 0.175(15) 0.011(12) 0.035(16) -0.029(16) C16 0.117(8) 0.088(8) 0.137(9) 0.002(7) -0.019(7) -0.016(6) C4 0.127(10) 0.129(11) 0.140(12) 0.048(9) 0.006(9) 0.005(9) C7A 0.122(11) 0.135(14) 0.132(13) 0.032(10) 0.048(9) 0.014(10) C8A 0.162(13) 0.113(15) 0.288(17) 0.048(12) 0.045(12) -0.018(12) C7B 0.117(16) 0.094(18) 0.249(18) -0.008(18) 0.062(15) 0.033(14) C8B 0.146(17) 0.12(2) 0.225(16) 0.111(17) 0.026(15) -0.026(16) C6 0.135(10) 0.144(11) 0.154(11) 0.015(8) 0.061(8) 0.015(8) _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 Nb1 F6 1.826(7) . ? Nb1 F3 1.827(7) . ? Nb1 F4 1.845(7) . ? Nb1 F5 1.851(7) . ? Nb1 F2 1.857(7) . ? Nb1 F1 1.876(7) . ? N1 C2 1.293(7) . ? N1 C5 1.326(15) . ? N1 C6 1.486(12) . ? C21 C22 1.496(13) . ? C21 C20 1.504(12) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C8A 1.491(10) . ? C9 C10 1.524(6) . ? C9 C8B 1.563(5) . ? C9 H9AA 0.9700 . ? C9 H9BA 0.9700 . ? C9 H9AB 0.9626 . ? C9 H9BB 0.9690 . ? C18 C17 1.516(11) . ? C18 C19 1.520(12) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.515(12) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C13 C14 1.513(11) . ? C13 C12 1.520(12) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.322(13) . ? N3 C4 1.351(15) . ? N3 C24 1.486(15) . ? C22 C23 1.512(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.517(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.495(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C16 1.504(11) . ? C15 C14 1.515(11) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.334(19) . ? C5 H5 0.9300 . ? C20 C19 1.508(12) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? C7A C6 1.457(10) . ? C7A C8A 1.533(11) . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? C8A H9BB 1.5465 . ? C8A H8A1 0.9700 . ? C8A H8A2 0.9700 . ? C7B C8B 1.483(8) . ? C7B C6 1.574(6) . ? C7B H7B1 0.9700 . ? C7B H7B2 0.9700 . ? C8B H8B1 0.9700 . ? C8B H8B2 0.9700 . ? C6 H6AA 0.9700 . ? C6 H6BA 0.9700 . ? C6 H6AB 0.9688 . ? C6 H6BB 0.9614 . ? 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 F6 Nb1 F3 93.2(4) . . ? F6 Nb1 F4 93.7(4) . . ? F3 Nb1 F4 87.7(4) . . ? F6 Nb1 F5 89.2(4) . . ? F3 Nb1 F5 177.3(4) . . ? F4 Nb1 F5 91.0(4) . . ? F6 Nb1 F2 91.2(5) . . ? F3 Nb1 F2 90.5(5) . . ? F4 Nb1 F2 174.8(4) . . ? F5 Nb1 F2 90.6(5) . . ? F6 Nb1 F1 177.5(3) . . ? F3 Nb1 F1 89.2(4) . . ? F4 Nb1 F1 87.0(4) . . ? F5 Nb1 F1 88.4(4) . . ? F2 Nb1 F1 88.1(4) . . ? C2 N1 C5 115.4(12) . . ? C2 N1 C6 125.9(10) . . ? C5 N1 C6 115.7(11) . . ? C22 C21 C20 115.0(12) . . ? C22 C21 H21A 108.5 . . ? C20 C21 H21A 108.5 . . ? C22 C21 H21B 108.5 . . ? C20 C21 H21B 108.5 . . ? H21A C21 H21B 107.5 . . ? C8A C9 C10 121.4(10) . . ? C8A C9 C8B 30.7(10) . . ? C10 C9 C8B 101.2(6) . . ? C8A C9 H9AA 107.0 . . ? C10 C9 H9AA 107.0 . . ? C8B C9 H9AA 137.6 . . ? C8A C9 H9BA 107.0 . . ? C10 C9 H9BA 107.0 . . ? C8B C9 H9BA 94.2 . . ? H9AA C9 H9BA 106.7 . . ? C8A C9 H9AB 111.2 . . ? C10 C9 H9AB 122.8 . . ? C8B C9 H9AB 114.3 . . ? H9AA C9 H9AB 75.2 . . ? H9BA C9 H9AB 32.1 . . ? C8A C9 H9BB 74.6 . . ? C10 C9 H9BB 103.8 . . ? C8B C9 H9BB 101.7 . . ? H9AA C9 H9BB 41.3 . . ? H9BA C9 H9BB 141.7 . . ? H9AB C9 H9BB 110.5 . . ? C17 C18 C19 114.3(9) . . ? C17 C18 H18A 108.7 . . ? C19 C18 H18A 108.7 . . ? C17 C18 H18B 108.7 . . ? C19 C18 H18B 108.7 . . ? H18A C18 H18B 107.6 . . ? C16 C17 C18 114.8(9) . . ? C16 C17 H17A 108.6 . . ? C18 C17 H17A 108.6 . . ? C16 C17 H17B 108.6 . . ? C18 C17 H17B 108.6 . . ? H17A C17 H17B 107.5 . . ? C14 C13 C12 113.2(10) . . ? C14 C13 H13A 108.9 . . ? C12 C13 H13A 108.9 . . ? C14 C13 H13B 108.9 . . ? C12 C13 H13B 108.9 . . ? H13A C13 H13B 107.8 . . ? C2 N3 C4 108.8(11) . . ? C2 N3 C24 120.3(11) . . ? C4 N3 C24 130.9(13) . . ? C21 C22 C23 116.1(15) . . ? C21 C22 H22A 108.3 . . ? C23 C22 H22A 108.3 . . ? C21 C22 H22B 108.3 . . ? C23 C22 H22B 108.3 . . ? H22A C22 H22B 107.4 . . ? C11 C12 C13 110.5(10) . . ? C11 C12 H12A 109.6 . . ? C13 C12 H12A 109.6 . . ? C11 C12 H12B 109.6 . . ? C13 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? C11 C10 C9 105.9(10) . . ? C11 C10 H10A 110.6 . . ? C9 C10 H10A 110.6 . . ? C11 C10 H10B 110.5 . . ? C9 C10 H10B 110.5 . . ? H10A C10 H10B 108.7 . . ? C16 C15 C14 114.3(9) . . ? C16 C15 H15A 108.7 . . ? C14 C15 H15A 108.7 . . ? C16 C15 H15B 108.7 . . ? C14 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N1 C5 C4 102.2(14) . . ? N1 C5 H5 128.9 . . ? C4 C5 H5 128.9 . . ? C21 C20 C19 113.9(11) . . ? C21 C20 H20A 108.8 . . ? C19 C20 H20A 108.8 . . ? C21 C20 H20B 108.8 . . ? C19 C20 H20B 108.8 . . ? H20A C20 H20B 107.7 . . ? C13 C14 C15 113.0(9) . . ? C13 C14 H14A 109.0 . . ? C15 C14 H14A 109.0 . . ? C13 C14 H14B 109.0 . . ? C15 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? C10 C11 C12 104.3(10) . . ? C10 C11 H11A 110.9 . . ? C12 C11 H11A 110.9 . . ? C10 C11 H11B 110.9 . . ? C12 C11 H11B 110.9 . . ? H11A C11 H11B 108.9 . . ? N1 C2 N3 103.9(10) . . ? N1 C2 H2 128.1 . . ? N3 C2 H2 128.1 . . ? C20 C19 C18 113.7(10) . . ? C20 C19 H19A 108.8 . . ? C18 C19 H19A 108.8 . . ? C20 C19 H19B 108.8 . . ? C18 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C15 C16 C17 114.3(9) . . ? C15 C16 H16A 108.7 . . ? C17 C16 H16A 108.7 . . ? C15 C16 H16B 108.7 . . ? C17 C16 H16B 108.7 . . ? H16A C16 H16B 107.6 . . ? C5 C4 N3 109.1(14) . . ? C5 C4 H4 125.5 . . ? N3 C4 H4 125.5 . . ? C6 C7A C8A 117.9(11) . . ? C6 C7A H7A1 107.8 . . ? C8A C7A H7A1 107.8 . . ? C6 C7A H7A2 107.8 . . ? C8A C7A H7A2 107.8 . . ? H7A1 C7A H7A2 107.2 . . ? C9 C8A C7A 106.0(11) . . ? C9 C8A H9BB 37.2 . . ? C7A C8A H9BB 141.0 . . ? C9 C8A H8A1 110.5 . . ? C7A C8A H8A1 110.5 . . ? H9BB C8A H8A1 82.7 . . ? C9 C8A H8A2 110.5 . . ? C7A C8A H8A2 110.5 . . ? H9BB C8A H8A2 98.4 . . ? H8A1 C8A H8A2 108.7 . . ? C8B C7B C6 104.7(10) . . ? C8B C7B H7B1 110.8 . . ? C6 C7B H7B1 110.8 . . ? C8B C7B H7B2 110.8 . . ? C6 C7B H7B2 110.8 . . ? H7B1 C7B H7B2 108.9 . . ? C7B C8B C9 105.7(7) . . ? C7B C8B H8B1 110.6 . . ? C9 C8B H8B1 110.6 . . ? C7B C8B H8B2 110.6 . . ? C9 C8B H8B2 110.6 . . ? H8B1 C8B H8B2 108.7 . . ? C7A C6 N1 127.2(12) . . ? C7A C6 C7B 36.4(10) . . ? N1 C6 C7B 100.6(7) . . ? C7A C6 H6AA 105.5 . . ? N1 C6 H6AA 105.5 . . ? C7B C6 H6AA 93.2 . . ? C7A C6 H6BA 105.5 . . ? N1 C6 H6BA 105.5 . . ? C7B C6 H6BA 141.6 . . ? H6AA C6 H6BA 106.1 . . ? C7A C6 H6AB 79.2 . . ? N1 C6 H6AB 112.7 . . ? C7B C6 H6AB 113.5 . . ? H6AA C6 H6AB 127.0 . . ? H6BA C6 H6AB 29.6 . . ? C7A C6 H6BB 117.4 . . ? N1 C6 H6BB 106.7 . . ? C7B C6 H6BB 113.4 . . ? H6AA C6 H6BB 21.4 . . ? H6BA C6 H6BB 85.4 . . ? H6AB C6 H6BB 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.897 _refine_diff_density_min -0.664 _refine_diff_density_rms 0.095 #=END data_C18MImTaF6-25oC #TrackingRef '- SI-25oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843141' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImTaF6 _chemical_melting_point 347.0 _chemical_formula_moiety ; (C22 N2 H43 +), (Ta F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 Ta' _chemical_formula_weight 630.53 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' N N 0.0061 0.0033 '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' Ta Ta -0.7052 6.5227 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.6813(8) _cell_length_b 10.0074(9) _cell_length_c 29.014(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.112(2) _cell_angle_gamma 90.00 _cell_volume 2799.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 10816 _cell_measurement_theta_min 6.12 _cell_measurement_theta_max 54.80 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.496 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 3.976 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1945 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20501 _diffrn_reflns_av_R_equivalents 0.0524 _diffrn_reflns_av_sigmaI/netI 0.0538 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4902 _reflns_number_gt 2514 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. This structure was solved based on the data at 25 deg C and the octadecyl chain in this structure has a large conformational flexibility, which results in large thermal motions of the atoms. Hence, the following restraints were applied. The N-C and C-C bond lengths in the octadecyl chain were restrained using the DFIX (1,2 C(N)-C distance: 1.54 A) and DANG (1,3 C(N)-C distance: 2.52 A) commands in SHELXL. The N-C-C-C part of the trans structure was weakly fixed using the FLAT command. Atomic displacement factors of the disordered part and some carbon atoms in the octadecyl chain were restrained using DELU and SIMU in SHELXL. ; _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^)+(0.0676P)^2^+0.9149P] 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 4902 _refine_ls_number_parameters 301 _refine_ls_number_restraints 98 _refine_ls_R_factor_all 0.0976 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1406 _refine_ls_wR_factor_gt 0.1136 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 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 Ta1 Ta -0.15451(4) 0.02938(5) 0.108425(15) 0.1173(3) Uani 1 1 d . . . F4 F -0.2441(10) -0.0492(8) 0.1548(3) 0.199(3) Uani 1 1 d . . . F3 F -0.2974(8) 0.1434(8) 0.0992(4) 0.230(4) Uani 1 1 d . . . F2 F -0.0743(9) 0.0995(12) 0.0587(3) 0.239(4) Uani 1 1 d . . . F5 F -0.0142(7) -0.0954(8) 0.1172(3) 0.194(3) Uani 1 1 d . . . N1 N 0.3863(10) -0.0203(11) 0.1129(3) 0.121(3) Uani 1 1 d D A . F6 F -0.0533(8) 0.1418(7) 0.1475(3) 0.201(3) Uani 1 1 d . . . F1 F -0.2542(6) -0.0887(8) 0.0683(3) 0.179(3) Uani 1 1 d . . . C21 C -0.6446(15) -0.1533(13) 0.6673(5) 0.168(5) Uani 1 1 d D . . H21A H -0.6264 -0.2481 0.6713 0.201 Uiso 1 1 calc R . . H21B H -0.7298 -0.1437 0.6473 0.201 Uiso 1 1 calc R . . C9 C 0.1618(11) -0.1450(13) 0.2468(5) 0.207(7) Uani 1 1 d DU . . H9AA H 0.0912 -0.0946 0.2284 0.249 Uiso 0.525(17) 1 calc PR A 1 H9BA H 0.1323 -0.2376 0.2454 0.249 Uiso 0.525(17) 1 calc PR A 1 H9AB H 0.0787 -0.1295 0.2262 0.249 Uiso 0.475(17) 1 d PR A 2 H9BB H 0.1900 -0.2378 0.2455 0.249 Uiso 0.475(17) 1 d PR A 2 C18 C -0.3881(12) -0.0941(11) 0.5739(4) 0.150(4) Uani 1 1 d D . . H18A H -0.4056 0.0008 0.5698 0.180 Uiso 1 1 calc R . . H18B H -0.3029 -0.1038 0.5939 0.180 Uiso 1 1 calc R . . C17 C -0.3670(12) -0.1547(10) 0.5274(4) 0.139(4) Uani 1 1 d D . . H17A H -0.4516 -0.1435 0.5073 0.167 Uiso 1 1 calc R . . H17B H -0.3513 -0.2499 0.5315 0.167 Uiso 1 1 calc R . . C13 C -0.0910(12) -0.1611(11) 0.3870(4) 0.144(4) Uani 1 1 d D . . H13A H -0.1766 -0.1479 0.3675 0.173 Uiso 1 1 calc R . . H13B H -0.0767 -0.2565 0.3907 0.173 Uiso 1 1 calc R . . N3 N 0.3989(10) -0.1172(9) 0.0503(4) 0.122(3) Uani 1 1 d . . . C22 C -0.6650(18) -0.0929(18) 0.7137(6) 0.209(7) Uani 1 1 d D . . H22A H -0.6787 0.0026 0.7098 0.251 Uiso 1 1 calc R . . H22B H -0.5810 -0.1060 0.7340 0.251 Uiso 1 1 calc R . . C12 C 0.0277(12) -0.1029(12) 0.3631(5) 0.154(4) Uani 1 1 d D A . H12A H 0.0149 -0.0071 0.3598 0.185 Uiso 1 1 calc R . . H12B H 0.1140 -0.1181 0.3820 0.185 Uiso 1 1 calc R . . C10 C 0.1552(12) -0.1022(15) 0.2946(4) 0.205(7) Uani 1 1 d D A . H10A H 0.1462 -0.0057 0.2954 0.246 Uiso 1 1 calc R . . H10B H 0.2413 -0.1259 0.3124 0.246 Uiso 1 1 calc R . . C15 C -0.2262(10) -0.1581(9) 0.4573(4) 0.134(4) Uani 1 1 d D . . H15A H -0.3106 -0.1469 0.4369 0.161 Uiso 1 1 calc R . . H15B H -0.2109 -0.2532 0.4616 0.161 Uiso 1 1 calc R . . C24 C 0.4515(13) -0.2075(12) 0.0153(4) 0.162(4) Uani 1 1 d . . . H24A H 0.4367 -0.1672 -0.0148 0.243 Uiso 1 1 calc R . . H24B H 0.4031 -0.2912 0.0153 0.243 Uiso 1 1 calc R . . H24C H 0.5489 -0.2226 0.0227 0.243 Uiso 1 1 calc R . . C5 C 0.2827(16) 0.0322(14) 0.0855(7) 0.154(4) Uani 1 1 d . . . H5 H 0.2183 0.0959 0.0929 0.185 Uiso 1 1 calc R . . C20 C -0.5278(15) -0.0911(14) 0.6440(4) 0.164(5) Uani 1 1 d D . . H20A H -0.4430 -0.0987 0.6643 0.196 Uiso 1 1 calc R . . H20B H -0.5471 0.0033 0.6393 0.196 Uiso 1 1 calc R . . C14 C -0.1063(11) -0.1001(11) 0.4337(4) 0.137(4) Uani 1 1 d D . . H14A H -0.1198 -0.0045 0.4301 0.164 Uiso 1 1 calc R . . H14B H -0.0212 -0.1141 0.4534 0.164 Uiso 1 1 calc R . . C11 C 0.0371(11) -0.1635(12) 0.3166(5) 0.155(4) Uani 1 1 d D . . H11A H -0.0487 -0.1483 0.2974 0.186 Uiso 1 1 calc R A . H11B H 0.0511 -0.2592 0.3197 0.186 Uiso 1 1 calc R . . C2 C 0.4511(11) -0.1134(11) 0.0934(5) 0.121(3) Uani 1 1 d . . . H2 H 0.5213 -0.1675 0.1072 0.146 Uiso 1 1 calc R . . C19 C -0.5056(12) -0.1548(10) 0.5978(4) 0.143(4) Uani 1 1 d D . . H19A H -0.4872 -0.2492 0.6027 0.171 Uiso 1 1 calc R . . H19B H -0.5906 -0.1468 0.5776 0.171 Uiso 1 1 calc R . . C23 C -0.786(2) -0.1496(17) 0.7369(6) 0.245(8) Uani 1 1 d D . . H23A H -0.8640 -0.1600 0.7144 0.367 Uiso 1 1 calc R . . H23B H -0.8096 -0.0899 0.7608 0.367 Uiso 1 1 calc R . . H23C H -0.7605 -0.2350 0.7501 0.367 Uiso 1 1 calc R . . C16 C -0.2474(12) -0.0959(12) 0.5036(4) 0.141(4) Uani 1 1 d D . . H16A H -0.2635 -0.0009 0.4993 0.169 Uiso 1 1 calc R . . H16B H -0.1628 -0.1064 0.5239 0.169 Uiso 1 1 calc R . . C4 C 0.2928(14) -0.0275(15) 0.0452(6) 0.148(4) Uani 1 1 d . . . H4 H 0.2369 -0.0109 0.0181 0.177 Uiso 1 1 calc R . . C7A C 0.2833(18) -0.009(2) 0.1933(6) 0.147(7) Uani 0.525(17) 1 d PDU A 1 H7A1 H 0.1964 -0.0085 0.1738 0.176 Uiso 0.525(17) 1 calc PR A 1 H7A2 H 0.2820 0.0661 0.2142 0.176 Uiso 0.525(17) 1 calc PR A 1 C8A C 0.290(2) -0.137(2) 0.2218(7) 0.200(9) Uani 0.525(17) 1 d PDU A 1 H8A1 H 0.2956 -0.2144 0.2017 0.240 Uiso 0.525(17) 1 calc PR A 1 H8A2 H 0.3715 -0.1366 0.2438 0.240 Uiso 0.525(17) 1 calc PR A 1 C7B C 0.3051(18) -0.1033(16) 0.1821(5) 0.158(7) Uani 0.475(17) 1 d PDU A 2 H7B1 H 0.2196 -0.1141 0.1623 0.189 Uiso 0.475(17) 1 calc PR A 2 H7B2 H 0.3539 -0.1880 0.1842 0.189 Uiso 0.475(17) 1 calc PR A 2 C8B C 0.2769(19) -0.0536(18) 0.2287(5) 0.176(8) Uani 0.475(17) 1 d PDU A 2 H8B1 H 0.2456 0.0385 0.2268 0.211 Uiso 0.475(17) 1 calc PR A 2 H8B2 H 0.3607 -0.0577 0.2497 0.211 Uiso 0.475(17) 1 calc PR A 2 C6 C 0.3988(12) 0.0106(12) 0.1632(4) 0.157(4) Uani 1 1 d DU . . H6AA H 0.4256 0.1038 0.1662 0.189 Uiso 0.525(17) 1 calc PR A 1 H6BA H 0.4767 -0.0411 0.1769 0.189 Uiso 0.525(17) 1 calc PR A 1 H6AB H 0.3707 0.1015 0.1693 0.189 Uiso 0.475(17) 1 d PR A 2 H6BB H 0.4943 -0.0028 0.1755 0.189 Uiso 0.475(17) 1 d PR A 2 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 Ta1 0.1151(3) 0.1165(4) 0.1220(4) 0.0061(3) 0.0193(2) -0.0007(3) F4 0.228(8) 0.211(8) 0.159(6) 0.035(5) 0.021(6) -0.027(6) F3 0.179(6) 0.158(6) 0.352(12) 0.039(7) 0.027(7) 0.050(5) F2 0.201(7) 0.334(11) 0.188(7) 0.089(8) 0.050(6) -0.062(8) F5 0.155(5) 0.152(5) 0.266(9) -0.035(6) -0.036(6) 0.033(5) N1 0.116(6) 0.121(7) 0.126(8) 0.021(6) 0.009(6) -0.023(5) F6 0.214(7) 0.146(6) 0.240(8) -0.056(5) 0.007(6) -0.036(5) F1 0.130(4) 0.222(7) 0.184(6) -0.061(5) 0.007(4) -0.031(5) C21 0.205(13) 0.131(10) 0.161(12) -0.020(9) -0.016(10) -0.005(10) C9 0.134(9) 0.199(13) 0.296(16) 0.140(13) 0.055(10) 0.010(9) C18 0.157(9) 0.107(7) 0.178(12) -0.014(8) -0.031(9) -0.007(8) C17 0.167(10) 0.102(7) 0.144(10) -0.012(7) -0.016(8) -0.002(7) C13 0.151(9) 0.108(8) 0.169(11) -0.001(7) -0.007(8) -0.011(7) N3 0.128(7) 0.117(7) 0.122(8) 0.013(6) 0.007(6) -0.030(6) C22 0.263(19) 0.182(14) 0.178(16) -0.042(13) -0.008(13) -0.018(14) C12 0.145(9) 0.106(8) 0.204(14) 0.015(9) -0.023(9) -0.019(8) C10 0.163(11) 0.200(14) 0.248(18) 0.107(15) -0.011(12) -0.033(11) C15 0.139(8) 0.086(6) 0.171(10) -0.007(7) -0.025(7) -0.007(6) C24 0.188(10) 0.144(10) 0.157(10) -0.018(9) 0.034(9) -0.058(9) C5 0.151(11) 0.155(12) 0.158(12) 0.028(10) 0.017(11) 0.006(9) C20 0.202(13) 0.129(9) 0.150(11) -0.009(9) -0.036(10) -0.015(10) C14 0.136(8) 0.099(7) 0.168(11) 0.016(8) -0.025(8) -0.017(7) C11 0.135(8) 0.116(9) 0.217(14) 0.033(9) 0.026(9) -0.012(7) C2 0.113(7) 0.104(8) 0.149(11) 0.007(7) 0.017(7) -0.006(6) C19 0.171(10) 0.103(7) 0.148(10) -0.009(7) -0.022(8) -0.011(7) C23 0.33(2) 0.199(17) 0.216(18) -0.009(13) 0.058(17) -0.027(17) C16 0.159(9) 0.112(7) 0.144(10) -0.004(7) -0.025(8) 0.002(8) C4 0.132(9) 0.145(10) 0.163(13) 0.039(10) -0.002(9) 0.000(8) C7A 0.125(12) 0.172(16) 0.151(16) 0.062(12) 0.052(10) 0.040(12) C8A 0.164(14) 0.167(17) 0.27(2) 0.097(14) 0.057(13) 0.026(14) C7B 0.127(13) 0.135(16) 0.216(16) 0.055(15) 0.040(12) 0.057(11) C8B 0.158(14) 0.170(19) 0.206(15) 0.107(15) 0.058(13) 0.029(13) C6 0.153(9) 0.165(10) 0.162(11) 0.022(8) 0.061(8) 0.011(7) _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 Ta1 F3 1.795(7) . ? Ta1 F6 1.821(7) . ? Ta1 F2 1.837(7) . ? Ta1 F4 1.842(8) . ? Ta1 F5 1.846(7) . ? Ta1 F1 1.867(6) . ? N1 C2 1.283(12) . ? N1 C5 1.331(16) . ? N1 C6 1.486(11) . ? C21 C20 1.503(12) . ? C21 C22 1.505(12) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.459(12) . ? C9 C8A 1.494(10) . ? C9 C8B 1.568(5) . ? C9 H9AA 0.9700 . ? C9 H9BA 0.9700 . ? C9 H9AB 0.9700 . ? C9 H9BB 0.9700 . ? C18 C17 1.509(11) . ? C18 C19 1.512(11) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.518(11) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C13 C14 1.505(11) . ? C13 C12 1.512(11) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.307(12) . ? N3 C4 1.363(14) . ? N3 C24 1.483(14) . ? C22 C23 1.510(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.488(11) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.491(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C16 1.513(11) . ? C15 C14 1.514(10) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.324(18) . ? C5 H5 0.9300 . ? C20 C19 1.516(11) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? C7A C6 1.492(10) . ? C7A C8A 1.525(11) . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? C8A H8A1 0.9700 . ? C8A H8A2 0.9700 . ? C7B C8B 1.491(8) . ? C7B C6 1.585(7) . ? C7B H7B1 0.9700 . ? C7B H7B2 0.9700 . ? C8B H8B1 0.9700 . ? C8B H8B2 0.9700 . ? C6 H6AA 0.9700 . ? C6 H6BA 0.9700 . ? C6 H6AB 0.9700 . ? C6 H6BB 0.9700 . ? 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 F3 Ta1 F6 93.7(4) . . ? F3 Ta1 F2 90.8(5) . . ? F6 Ta1 F2 90.6(4) . . ? F3 Ta1 F4 88.5(4) . . ? F6 Ta1 F4 94.0(4) . . ? F2 Ta1 F4 175.3(4) . . ? F3 Ta1 F5 176.9(3) . . ? F6 Ta1 F5 89.1(3) . . ? F2 Ta1 F5 90.5(5) . . ? F4 Ta1 F5 90.0(4) . . ? F3 Ta1 F1 87.7(4) . . ? F6 Ta1 F1 178.5(3) . . ? F2 Ta1 F1 89.0(4) . . ? F4 Ta1 F1 86.3(4) . . ? F5 Ta1 F1 89.5(3) . . ? C2 N1 C5 113.3(12) . . ? C2 N1 C6 125.8(12) . . ? C5 N1 C6 119.7(13) . . ? C20 C21 C22 113.6(12) . . ? C20 C21 H21A 108.9 . . ? C22 C21 H21A 108.9 . . ? C20 C21 H21B 108.9 . . ? C22 C21 H21B 108.9 . . ? H21A C21 H21B 107.7 . . ? C10 C9 C8A 123.7(13) . . ? C10 C9 C8B 103.8(8) . . ? C8A C9 C8B 33.1(9) . . ? C10 C9 H9AA 106.4 . . ? C8A C9 H9AA 106.4 . . ? C8B C9 H9AA 90.0 . . ? C10 C9 H9BA 106.4 . . ? C8A C9 H9BA 106.4 . . ? C8B C9 H9BA 139.4 . . ? H9AA C9 H9BA 106.5 . . ? C10 C9 H9AB 115.7 . . ? C8A C9 H9AB 112.0 . . ? C8B C9 H9AB 106.1 . . ? H9AA C9 H9AB 22.2 . . ? H9BA C9 H9AB 84.4 . . ? C10 C9 H9BB 110.6 . . ? C8A C9 H9BB 77.4 . . ? C8B C9 H9BB 109.6 . . ? H9AA C9 H9BB 131.6 . . ? H9BA C9 H9BB 33.4 . . ? H9AB C9 H9BB 110.6 . . ? C17 C18 C19 114.6(10) . . ? C17 C18 H18A 108.6 . . ? C19 C18 H18A 108.6 . . ? C17 C18 H18B 108.6 . . ? C19 C18 H18B 108.6 . . ? H18A C18 H18B 107.6 . . ? C18 C17 C16 114.8(10) . . ? C18 C17 H17A 108.6 . . ? C16 C17 H17A 108.6 . . ? C18 C17 H17B 108.6 . . ? C16 C17 H17B 108.6 . . ? H17A C17 H17B 107.5 . . ? C14 C13 C12 113.4(11) . . ? C14 C13 H13A 108.9 . . ? C12 C13 H13A 108.9 . . ? C14 C13 H13B 108.9 . . ? C12 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C2 N3 C4 107.9(11) . . ? C2 N3 C24 123.1(12) . . ? C4 N3 C24 129.0(13) . . ? C21 C22 C23 114.6(15) . . ? C21 C22 H22A 108.6 . . ? C23 C22 H22A 108.6 . . ? C21 C22 H22B 108.6 . . ? C23 C22 H22B 108.6 . . ? H22A C22 H22B 107.6 . . ? C11 C12 C13 111.7(10) . . ? C11 C12 H12A 109.3 . . ? C13 C12 H12A 109.3 . . ? C11 C12 H12B 109.3 . . ? C13 C12 H12B 109.3 . . ? H12A C12 H12B 107.9 . . ? C9 C10 C11 112.8(12) . . ? C9 C10 H10A 109.0 . . ? C11 C10 H10A 109.0 . . ? C9 C10 H10B 109.0 . . ? C11 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C16 C15 C14 114.5(9) . . ? C16 C15 H15A 108.6 . . ? C14 C15 H15A 108.6 . . ? C16 C15 H15B 108.6 . . ? C14 C15 H15B 108.6 . . ? H15A C15 H15B 107.6 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C4 C5 N1 103.8(13) . . ? C4 C5 H5 128.1 . . ? N1 C5 H5 128.1 . . ? C21 C20 C19 113.2(11) . . ? C21 C20 H20A 108.9 . . ? C19 C20 H20A 108.9 . . ? C21 C20 H20B 108.9 . . ? C19 C20 H20B 108.9 . . ? H20A C20 H20B 107.7 . . ? C13 C14 C15 113.1(10) . . ? C13 C14 H14A 109.0 . . ? C15 C14 H14A 109.0 . . ? C13 C14 H14B 109.0 . . ? C15 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? C12 C11 C10 109.4(11) . . ? C12 C11 H11A 109.8 . . ? C10 C11 H11A 109.8 . . ? C12 C11 H11B 109.8 . . ? C10 C11 H11B 109.8 . . ? H11A C11 H11B 108.3 . . ? N1 C2 N3 106.3(10) . . ? N1 C2 H2 126.9 . . ? N3 C2 H2 126.9 . . ? C18 C19 C20 114.1(10) . . ? C18 C19 H19A 108.7 . . ? C20 C19 H19A 108.7 . . ? C18 C19 H19B 108.7 . . ? C20 C19 H19B 108.7 . . ? H19A C19 H19B 107.6 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C15 C16 C17 114.5(10) . . ? C15 C16 H16A 108.6 . . ? C17 C16 H16A 108.6 . . ? C15 C16 H16B 108.6 . . ? C17 C16 H16B 108.6 . . ? H16A C16 H16B 107.6 . . ? C5 C4 N3 108.4(13) . . ? C5 C4 H4 125.8 . . ? N3 C4 H4 125.8 . . ? C6 C7A C8A 115.6(12) . . ? C6 C7A H7A1 108.4 . . ? C8A C7A H7A1 108.4 . . ? C6 C7A H7A2 108.4 . . ? C8A C7A H7A2 108.4 . . ? H7A1 C7A H7A2 107.5 . . ? C9 C8A C7A 108.0(11) . . ? C9 C8A H8A1 110.1 . . ? C7A C8A H8A1 110.1 . . ? C9 C8A H8A2 110.1 . . ? C7A C8A H8A2 110.1 . . ? H8A1 C8A H8A2 108.4 . . ? C8B C7B C6 103.3(10) . . ? C8B C7B H7B1 111.1 . . ? C6 C7B H7B1 111.1 . . ? C8B C7B H7B2 111.1 . . ? C6 C7B H7B2 111.1 . . ? H7B1 C7B H7B2 109.1 . . ? C7B C8B C9 107.5(7) . . ? C7B C8B H8B1 110.2 . . ? C9 C8B H8B1 110.2 . . ? C7B C8B H8B2 110.2 . . ? C9 C8B H8B2 110.2 . . ? H8B1 C8B H8B2 108.5 . . ? N1 C6 C7A 123.1(12) . . ? N1 C6 C7B 101.0(8) . . ? C7A C6 C7B 38.7(9) . . ? N1 C6 H6AA 106.5 . . ? C7A C6 H6AA 106.5 . . ? C7B C6 H6AA 144.9 . . ? N1 C6 H6BA 106.5 . . ? C7A C6 H6BA 106.5 . . ? C7B C6 H6BA 85.6 . . ? H6AA C6 H6BA 106.5 . . ? N1 C6 H6AB 112.0 . . ? C7A C6 H6AB 77.3 . . ? C7B C6 H6AB 115.6 . . ? H6AA C6 H6AB 32.8 . . ? H6BA C6 H6AB 130.1 . . ? N1 C6 H6BB 108.9 . . ? C7A C6 H6BB 120.4 . . ? C7B C6 H6BB 109.3 . . ? H6AA C6 H6BB 82.1 . . ? H6BA C6 H6BB 25.2 . . ? H6AB C6 H6BB 109.6 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.629 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.068 #============================================================ data_C18MImPF6-55oC #TrackingRef '- SI-55oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843142' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImPF6 _chemical_melting_point 352.9 _chemical_formula_moiety ; (C22 N2 H43 +), (P F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 P' _chemical_formula_weight 480.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' N N 0.0061 0.0033 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.740(2) _cell_length_b 9.526(2) _cell_length_c 29.916(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.578(5) _cell_angle_gamma 90.00 _cell_volume 2775.5(11) _cell_formula_units_Z 4 _cell_measurement_temperature 328 _cell_measurement_reflns_used 5094 _cell_measurement_theta_min 5.91 _cell_measurement_theta_max 55.47 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.150 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.150 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4432 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 328 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17469 _diffrn_reflns_av_R_equivalents 0.0494 _diffrn_reflns_av_sigmaI/netI 0.0360 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 23.25 _reflns_number_total 3979 _reflns_number_gt 1210 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. This structure was solved based on the data at 55 deg C and the octadecyl chain in this structure has a large conformational flexibility, which results in large thermal motions of the atoms. Hence, the following restraints were applied. The N-C and C-C bond lengths in the octadecyl chain were restrained using the DFIX (1,2 C(N)-C distance: 1.54 A) and DANG (1,3 C(N)-C distance: 2.52 A) commands in SHELXL. Atomic displacement factors of the disordered part and some carbon atoms in the octadecyl chain were restrained using DELU and SIMU in SHELXL. The large R_factor_gt value is caused by the large thermal motions of the atoms. ; _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^)+(0.2000P)^2^+0.0000P] 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 3979 _refine_ls_number_parameters 282 _refine_ls_number_restraints 98 _refine_ls_R_factor_all 0.2395 _refine_ls_R_factor_gt 0.1341 _refine_ls_wR_factor_ref 0.4298 _refine_ls_wR_factor_gt 0.3577 _refine_ls_goodness_of_fit_ref 1.122 _refine_ls_restrained_S_all 1.193 _refine_ls_shift/su_max 0.042 _refine_ls_shift/su_mean 0.003 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 -0.1702(3) 0.0279(3) 0.10034(11) 0.1494(13) Uani 1 1 d . . . F4 F -0.2551(8) -0.0356(10) 0.1390(2) 0.278(4) Uani 1 1 d . . . F3 F -0.2898(8) 0.1261(8) 0.0923(4) 0.314(5) Uani 1 1 d . . . F2 F -0.0939(9) 0.0734(13) 0.0601(3) 0.330(6) Uani 1 1 d . . . F5 F -0.0562(6) -0.0798(7) 0.1111(3) 0.243(3) Uani 1 1 d . . . N1 N 0.3654(11) -0.0272(11) 0.1063(3) 0.147(3) Uani 1 1 d D . . F6 F -0.0903(9) 0.1300(8) 0.1296(3) 0.294(4) Uani 1 1 d . . . F1 F -0.2483(5) -0.0809(8) 0.0697(2) 0.220(3) Uani 1 1 d . . . C21 C -0.622(2) -0.147(2) 0.6779(6) 0.335(9) Uani 1 1 d DU . . H21A H -0.6996 -0.1002 0.6635 0.402 Uiso 1 1 calc R . . H21B H -0.6373 -0.2473 0.6766 0.402 Uiso 1 1 calc R . . C9 C 0.1279(15) -0.1409(19) 0.2411(5) 0.325(9) Uani 1 1 d DU . . H9A H 0.0487 -0.0968 0.2271 0.390 Uiso 1 1 calc R . . H9B H 0.1241 -0.2414 0.2362 0.390 Uiso 1 1 calc R . . C18 C -0.3672(19) -0.1061(19) 0.5790(9) 0.290(9) Uani 1 1 d D . . H18A H -0.2850 -0.1377 0.5946 0.348 Uiso 1 1 calc R . . H18B H -0.3647 -0.0043 0.5791 0.348 Uiso 1 1 calc R . . C17 C -0.354(2) -0.1518(17) 0.5311(7) 0.274(8) Uani 1 1 d D . . H17A H -0.3575 -0.2536 0.5304 0.329 Uiso 1 1 calc R . . H17B H -0.4345 -0.1182 0.5149 0.329 Uiso 1 1 calc R . . C13 C -0.1027(17) -0.1550(18) 0.3880(7) 0.288(8) Uani 1 1 d D . . H13A H -0.1842 -0.1173 0.3735 0.346 Uiso 1 1 calc R . . H13B H -0.1092 -0.2566 0.3870 0.346 Uiso 1 1 calc R . . N3 N 0.3964(11) -0.1227(9) 0.0430(4) 0.142(3) Uani 1 1 d D . . C22 C -0.608(2) -0.099(3) 0.7256(7) 0.357(10) Uani 1 1 d DU . . H22A H -0.5939 0.0016 0.7270 0.428 Uiso 1 1 calc R . . H22B H -0.5310 -0.1454 0.7401 0.428 Uiso 1 1 calc R . . C12 C 0.0228(19) -0.1092(19) 0.3619(6) 0.289(8) Uani 1 1 d DU . . H12A H 0.0322 -0.0080 0.3637 0.347 Uiso 1 1 calc R . . H12B H 0.1044 -0.1511 0.3751 0.347 Uiso 1 1 calc R . . C10 C 0.1380(18) -0.106(2) 0.2902(6) 0.329(9) Uani 1 1 d DU . . H10A H 0.2175 -0.1523 0.3032 0.394 Uiso 1 1 calc R . . H10B H 0.1499 -0.0055 0.2939 0.394 Uiso 1 1 calc R . . C15 C -0.2315(19) -0.1543(18) 0.4579(5) 0.281(8) Uani 1 1 d DU . . H15A H -0.3100 -0.1138 0.4424 0.337 Uiso 1 1 calc R . . H15B H -0.2400 -0.2557 0.4568 0.337 Uiso 1 1 calc R . . C24 C 0.4599(11) -0.2132(11) 0.0089(3) 0.179(4) Uani 1 1 d . . . H24A H 0.4323 -0.1820 -0.0204 0.268 Uiso 1 1 calc R . . H24B H 0.4307 -0.3085 0.0131 0.268 Uiso 1 1 calc R . . H24C H 0.5580 -0.2080 0.0117 0.268 Uiso 1 1 calc R . . C5 C 0.2622(14) 0.0183(11) 0.0822(6) 0.162(5) Uani 1 1 d . . . H5 H 0.1912 0.0771 0.0910 0.195 Uiso 1 1 calc R . . C20 C -0.4905(18) -0.108(2) 0.6551(7) 0.316(9) Uani 1 1 d DU . . H20A H -0.4770 -0.0078 0.6574 0.380 Uiso 1 1 calc R . . H20B H -0.4148 -0.1537 0.6707 0.380 Uiso 1 1 calc R . . C14 C -0.1008(16) -0.1095(18) 0.4353(7) 0.264(7) Uani 1 1 d DU . . H14A H -0.0919 -0.0081 0.4369 0.317 Uiso 1 1 calc R . . H14B H -0.0225 -0.1507 0.4507 0.317 Uiso 1 1 calc R . . C11 C 0.0116(16) -0.1518(17) 0.3141(5) 0.281(8) Uani 1 1 d DU . . H11A H -0.0688 -0.1087 0.3004 0.337 Uiso 1 1 calc R . . H11B H 0.0017 -0.2529 0.3120 0.337 Uiso 1 1 calc R . . C2 C 0.4450(10) -0.1123(11) 0.0832(5) 0.159(4) Uani 1 1 d D . . H2 H 0.5232 -0.1573 0.0941 0.190 Uiso 1 1 calc R . . C19 C -0.487(2) -0.1493(19) 0.6071(7) 0.287(9) Uani 1 1 d D . . H19A H -0.5696 -0.1121 0.5930 0.345 Uiso 1 1 calc R . . H19B H -0.4938 -0.2508 0.6057 0.345 Uiso 1 1 calc R . . C23 C -0.741(3) -0.138(3) 0.7481(7) 0.389(12) Uani 1 1 d DU . . H23A H -0.7305 -0.2284 0.7622 0.583 Uiso 1 1 calc R . . H23B H -0.8132 -0.1428 0.7262 0.583 Uiso 1 1 calc R . . H23C H -0.7626 -0.0691 0.7702 0.583 Uiso 1 1 calc R . . C16 C -0.2296(18) -0.1065(19) 0.5056(6) 0.276(7) Uani 1 1 d DU . . H16A H -0.2235 -0.0049 0.5063 0.331 Uiso 1 1 calc R . . H16B H -0.1482 -0.1437 0.5204 0.331 Uiso 1 1 calc R . . C4 C 0.2813(12) -0.0375(13) 0.0426(6) 0.169(4) Uani 1 1 d . . . H4 H 0.2253 -0.0220 0.0177 0.203 Uiso 1 1 calc R . . C7 C 0.2504(15) -0.064(2) 0.1756(5) 0.329(8) Uani 1 1 d DU . . H7A H 0.1661 -0.0140 0.1685 0.395 Uiso 1 1 calc R . . H7B H 0.2446 -0.1568 0.1624 0.395 Uiso 1 1 calc R . . C8 C 0.2666(15) -0.076(3) 0.2238(5) 0.372(9) Uani 1 1 d DU . . H8A H 0.2826 0.0155 0.2371 0.447 Uiso 1 1 calc R . . H8B H 0.3434 -0.1367 0.2313 0.447 Uiso 1 1 calc R . . C6 C 0.3768(11) 0.0177(13) 0.1557(4) 0.223(5) Uani 1 1 d DU . . H6A H 0.3671 0.1184 0.1591 0.267 Uiso 1 1 calc R . . H6B H 0.4628 -0.0125 0.1692 0.267 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.141(2) 0.136(2) 0.171(3) 0.003(2) 0.0155(19) 0.003(2) F4 0.269(8) 0.358(10) 0.207(6) 0.047(6) 0.045(6) -0.027(8) F3 0.214(7) 0.197(6) 0.530(14) 0.008(8) -0.061(8) 0.083(5) F2 0.262(8) 0.518(15) 0.211(7) 0.102(8) 0.021(6) -0.161(10) F5 0.190(5) 0.191(5) 0.346(9) -0.022(5) -0.050(6) 0.043(5) N1 0.127(6) 0.149(7) 0.166(8) 0.043(7) -0.025(7) -0.022(6) F6 0.262(8) 0.211(6) 0.408(11) -0.115(7) -0.072(8) -0.019(6) F1 0.156(4) 0.239(6) 0.264(6) -0.095(5) 0.014(4) -0.030(4) C21 0.339(19) 0.306(18) 0.358(17) -0.046(16) -0.097(16) -0.018(19) C9 0.217(13) 0.309(18) 0.45(2) 0.169(19) 0.002(16) -0.044(13) C18 0.28(2) 0.240(18) 0.35(3) -0.066(19) -0.11(2) -0.003(15) C17 0.34(2) 0.220(15) 0.263(18) 0.022(13) -0.051(16) -0.077(14) C13 0.257(18) 0.261(17) 0.34(2) 0.086(17) -0.083(16) -0.102(14) N3 0.146(8) 0.120(6) 0.159(7) 0.014(6) -0.007(6) -0.033(6) C22 0.31(2) 0.35(2) 0.41(2) -0.13(2) -0.108(15) -0.026(19) C12 0.238(14) 0.223(14) 0.40(2) -0.015(16) -0.026(15) -0.043(12) C10 0.274(18) 0.275(17) 0.44(2) 0.061(19) 0.012(17) -0.056(14) C15 0.306(16) 0.266(15) 0.270(16) 0.042(12) -0.076(15) -0.082(13) C24 0.211(10) 0.143(8) 0.183(9) -0.023(7) 0.033(8) -0.011(7) C5 0.167(11) 0.152(9) 0.169(10) -0.008(8) 0.041(10) 0.006(8) C20 0.260(17) 0.288(19) 0.40(2) -0.132(18) -0.123(14) 0.038(16) C14 0.249(15) 0.234(15) 0.308(15) -0.022(14) -0.062(13) -0.029(12) C11 0.239(13) 0.224(14) 0.38(2) 0.066(13) -0.042(15) -0.093(11) C2 0.115(7) 0.125(8) 0.236(15) 0.012(8) 0.032(9) 0.020(6) C19 0.29(2) 0.239(17) 0.34(2) 0.024(16) -0.070(18) -0.061(15) C23 0.43(3) 0.36(3) 0.37(2) -0.024(19) -0.046(19) -0.03(3) C16 0.278(17) 0.243(16) 0.306(16) -0.001(14) -0.060(13) -0.040(13) C4 0.129(8) 0.144(8) 0.233(15) 0.051(9) -0.032(9) 0.012(7) C7 0.218(12) 0.461(18) 0.308(16) -0.034(17) 0.030(14) 0.024(14) C8 0.248(14) 0.489(19) 0.381(17) 0.108(19) 0.022(16) -0.064(14) C6 0.155(9) 0.260(13) 0.252(13) -0.043(10) -0.031(9) -0.014(9) _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 F2 1.486(7) . ? P1 F3 1.512(7) . ? P1 F6 1.518(7) . ? P1 F5 1.543(6) . ? P1 F4 1.551(7) . ? P1 F1 1.576(6) . ? N1 C5 1.305(13) . ? N1 C2 1.321(11) . ? N1 C6 1.540(10) . ? C21 C22 1.503(14) . ? C21 C20 1.506(14) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.507(13) . ? C9 C8 1.578(12) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C18 C19 1.504(13) . ? C18 C17 1.505(12) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.503(13) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C13 C14 1.481(12) . ? C13 C12 1.522(12) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.293(8) . ? N3 C4 1.383(12) . ? N3 C24 1.477(11) . ? C22 C23 1.508(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.489(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.495(12) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C16 1.497(13) . ? C15 C14 1.509(12) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.315(13) . ? C5 H5 0.9300 . ? C20 C19 1.489(13) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? C7 C8 1.454(9) . ? C7 C6 1.578(9) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? 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 F2 P1 F3 94.6(6) . . ? F2 P1 F6 91.3(5) . . ? F3 P1 F6 94.9(5) . . ? F2 P1 F5 89.9(5) . . ? F3 P1 F5 175.1(5) . . ? F6 P1 F5 86.7(4) . . ? F2 P1 F4 172.9(5) . . ? F3 P1 F4 86.8(5) . . ? F6 P1 F4 95.4(5) . . ? F5 P1 F4 88.4(4) . . ? F2 P1 F1 87.8(5) . . ? F3 P1 F1 86.9(5) . . ? F6 P1 F1 178.0(4) . . ? F5 P1 F1 91.5(4) . . ? F4 P1 F1 85.4(4) . . ? C5 N1 C2 111.5(10) . . ? C5 N1 C6 119.1(13) . . ? C2 N1 C6 129.4(13) . . ? C22 C21 C20 106.6(19) . . ? C22 C21 H21A 110.4 . . ? C20 C21 H21A 110.4 . . ? C22 C21 H21B 110.4 . . ? C20 C21 H21B 110.4 . . ? H21A C21 H21B 108.6 . . ? C10 C9 C8 100.8(11) . . ? C10 C9 H9A 111.6 . . ? C8 C9 H9A 111.6 . . ? C10 C9 H9B 111.6 . . ? C8 C9 H9B 111.6 . . ? H9A C9 H9B 109.4 . . ? C19 C18 C17 121.8(17) . . ? C19 C18 H18A 106.9 . . ? C17 C18 H18A 106.9 . . ? C19 C18 H18B 106.9 . . ? C17 C18 H18B 106.9 . . ? H18A C18 H18B 106.7 . . ? C16 C17 C18 118.4(17) . . ? C16 C17 H17A 107.7 . . ? C18 C17 H17A 107.7 . . ? C16 C17 H17B 107.7 . . ? C18 C17 H17B 107.7 . . ? H17A C17 H17B 107.1 . . ? C14 C13 C12 113.9(15) . . ? C14 C13 H13A 108.8 . . ? C12 C13 H13A 108.8 . . ? C14 C13 H13B 108.8 . . ? C12 C13 H13B 108.8 . . ? H13A C13 H13B 107.7 . . ? C2 N3 C4 104.6(11) . . ? C2 N3 C24 122.4(12) . . ? C4 N3 C24 132.9(14) . . ? C21 C22 C23 106.1(17) . . ? C21 C22 H22A 110.5 . . ? C23 C22 H22A 110.5 . . ? C21 C22 H22B 110.5 . . ? C23 C22 H22B 110.5 . . ? H22A C22 H22B 108.7 . . ? C11 C12 C13 111.3(16) . . ? C11 C12 H12A 109.4 . . ? C13 C12 H12A 109.4 . . ? C11 C12 H12B 109.4 . . ? C13 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C11 C10 C9 110.8(13) . . ? C11 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? C16 C15 C14 109.7(18) . . ? C16 C15 H15A 109.7 . . ? C14 C15 H15A 109.7 . . ? C16 C15 H15B 109.7 . . ? C14 C15 H15B 109.7 . . ? H15A C15 H15B 108.2 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N1 C5 C4 104.4(11) . . ? N1 C5 H5 127.8 . . ? C4 C5 H5 127.8 . . ? C19 C20 C21 113.6(18) . . ? C19 C20 H20A 108.8 . . ? C21 C20 H20A 108.8 . . ? C19 C20 H20B 108.8 . . ? C21 C20 H20B 108.8 . . ? H20A C20 H20B 107.7 . . ? C13 C14 C15 110.0(15) . . ? C13 C14 H14A 109.7 . . ? C15 C14 H14A 109.7 . . ? C13 C14 H14B 109.7 . . ? C15 C14 H14B 109.7 . . ? H14A C14 H14B 108.2 . . ? C12 C11 C10 109.0(15) . . ? C12 C11 H11A 109.9 . . ? C10 C11 H11A 109.9 . . ? C12 C11 H11B 109.9 . . ? C10 C11 H11B 109.9 . . ? H11A C11 H11B 108.3 . . ? N3 C2 N1 108.8(10) . . ? N3 C2 H2 125.6 . . ? N1 C2 H2 125.6 . . ? C20 C19 C18 119.5(19) . . ? C20 C19 H19A 107.5 . . ? C18 C19 H19A 107.5 . . ? C20 C19 H19B 107.5 . . ? C18 C19 H19B 107.5 . . ? H19A C19 H19B 107.0 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C15 C16 C17 113.1(18) . . ? C15 C16 H16A 109.0 . . ? C17 C16 H16A 109.0 . . ? C15 C16 H16B 109.0 . . ? C17 C16 H16B 109.0 . . ? H16A C16 H16B 107.8 . . ? C5 C4 N3 110.5(11) . . ? C5 C4 H4 124.7 . . ? N3 C4 H4 124.7 . . ? C8 C7 C6 109.6(11) . . ? C8 C7 H7A 109.8 . . ? C6 C7 H7A 109.8 . . ? C8 C7 H7B 109.7 . . ? C6 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? C7 C8 C9 105.8(11) . . ? C7 C8 H8A 110.5 . . ? C9 C8 H8A 110.5 . . ? C7 C8 H8B 110.6 . . ? C9 C8 H8B 110.6 . . ? H8A C8 H8B 108.7 . . ? N1 C6 C7 100.1(8) . . ? N1 C6 H6A 111.7 . . ? C7 C6 H6A 111.7 . . ? N1 C6 H6B 111.7 . . ? C7 C6 H6B 111.8 . . ? H6A C6 H6B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.25 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.500 _refine_diff_density_min -0.276 _refine_diff_density_rms 0.070 #=END data_C18MImAsF6-55oC #TrackingRef '- SI-55oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843143' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImAsF6 _chemical_melting_point 351.1 _chemical_formula_moiety ; (C22 N2 H43 +), (As F6 -) ; _chemical_formula_sum 'C22 H43 As F6 N2' _chemical_formula_weight 524.50 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' N N 0.0061 0.0033 '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' As As 0.0499 2.0058 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.7983(11) _cell_length_b 9.6239(13) _cell_length_c 29.575(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.6869(18) _cell_angle_gamma 90.00 _cell_volume 2787.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 328 _cell_measurement_reflns_used 6466 _cell_measurement_theta_min 6.07 _cell_measurement_theta_max 54.88 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 1.270 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1884 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 328 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21446 _diffrn_reflns_av_R_equivalents 0.0526 _diffrn_reflns_av_sigmaI/netI 0.0539 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4899 _reflns_number_gt 1690 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. This structure was solved based on the data at 55 deg C and the octadecyl chain in this structure has a large conformational flexibility, which results in large thermal motions of the atoms. Hence, the following restraints were applied. The N-C and C-C bond lengths in the octadecyl chain were restrained using the DFIX (1,2 C(N)-C distance: 1.54 A) and DANG (1,3 C(N)-C distance: 2.52 A) commands in SHELXL. Atomic displacement factors of the disordered part and some carbon atoms in the octadecyl chain were restrained using DELU and SIMU in SHELXL. The large R_factor_gt value is caused by the large thermal motions of the atoms. ; _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^)+(0.1959P)^2^+0.0000P] 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 4899 _refine_ls_number_parameters 282 _refine_ls_number_restraints 77 _refine_ls_R_factor_all 0.1810 _refine_ls_R_factor_gt 0.0853 _refine_ls_wR_factor_ref 0.3303 _refine_ls_wR_factor_gt 0.2410 _refine_ls_goodness_of_fit_ref 0.933 _refine_ls_restrained_S_all 0.977 _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 As1 As -0.16670(9) 0.02836(11) 0.10309(4) 0.1464(7) Uani 1 1 d . . . F4 F -0.2565(11) -0.0391(12) 0.1445(3) 0.292(5) Uani 1 1 d . . . F3 F -0.2938(8) 0.1317(8) 0.0942(4) 0.319(5) Uani 1 1 d . . . F2 F -0.0855(9) 0.0802(16) 0.0580(3) 0.339(6) Uani 1 1 d . . . F5 F -0.0410(7) -0.0864(9) 0.1132(3) 0.249(3) Uani 1 1 d . . . N1 N 0.3669(10) -0.0246(10) 0.1083(3) 0.146(2) Uani 1 1 d D . . F6 F -0.0778(9) 0.1349(9) 0.1358(4) 0.301(5) Uani 1 1 d . . . F1 F -0.2529(6) -0.0875(8) 0.0698(3) 0.225(3) Uani 1 1 d . . . C21 C -0.615(2) -0.151(3) 0.6753(7) 0.316(9) Uani 1 1 d DU . . H21A H -0.6219 -0.2510 0.6731 0.379 Uiso 1 1 calc R . . H21B H -0.6954 -0.1120 0.6600 0.379 Uiso 1 1 calc R . . C9 C 0.1400(16) -0.1436(19) 0.2433(6) 0.317(9) Uani 1 1 d DU . . H9A H 0.0521 -0.1344 0.2275 0.381 Uiso 1 1 calc R . . H9B H 0.1727 -0.2383 0.2407 0.381 Uiso 1 1 calc R . . C18 C -0.3674(19) -0.100(2) 0.5778(9) 0.279(9) Uani 1 1 d D . . H18A H -0.2847 -0.1238 0.5950 0.335 Uiso 1 1 calc R . . H18B H -0.3731 0.0005 0.5767 0.335 Uiso 1 1 calc R . . C17 C -0.354(2) -0.1530(19) 0.5304(7) 0.263(8) Uani 1 1 d D . . H17A H -0.3495 -0.2536 0.5316 0.316 Uiso 1 1 calc R . . H17B H -0.4363 -0.1285 0.5133 0.316 Uiso 1 1 calc R . . C13 C -0.0928(19) -0.1631(19) 0.3864(7) 0.271(8) Uani 1 1 d D . . H13A H -0.0809 -0.2626 0.3897 0.325 Uiso 1 1 calc R . . H13B H -0.1775 -0.1469 0.3694 0.325 Uiso 1 1 calc R . . N3 N 0.3993(9) -0.1223(8) 0.0459(4) 0.138(2) Uani 1 1 d . . . C22 C -0.619(2) -0.111(3) 0.7243(8) 0.373(11) Uani 1 1 d DU . . H22A H -0.5989 -0.0131 0.7271 0.448 Uiso 1 1 calc R . . H22B H -0.5477 -0.1618 0.7406 0.448 Uiso 1 1 calc R . . C12 C 0.0240(17) -0.1042(19) 0.3609(7) 0.262(7) Uani 1 1 d DU . . H12A H 0.0165 -0.0037 0.3595 0.314 Uiso 1 1 calc R . . H12B H 0.1097 -0.1275 0.3763 0.314 Uiso 1 1 calc R . . C10 C 0.1357(17) -0.096(2) 0.2918(6) 0.303(8) Uani 1 1 d DU . . H10A H 0.2209 -0.1192 0.3075 0.363 Uiso 1 1 calc R . . H10B H 0.1249 0.0045 0.2928 0.363 Uiso 1 1 calc R . . C15 C -0.2154(19) -0.1550(18) 0.4576(7) 0.267(9) Uani 1 1 d D . . H15A H -0.2036 -0.2550 0.4591 0.321 Uiso 1 1 calc R . . H15B H -0.2989 -0.1373 0.4401 0.321 Uiso 1 1 calc R . . C24 C 0.4596(11) -0.2090(12) 0.0114(4) 0.190(4) Uani 1 1 d . . . H24A H 0.4594 -0.1595 -0.0168 0.285 Uiso 1 1 calc R . . H24B H 0.4075 -0.2929 0.0078 0.285 Uiso 1 1 calc R . . H24C H 0.5519 -0.2317 0.0205 0.285 Uiso 1 1 calc R . . C5 C 0.2678(13) 0.0171(12) 0.0808(6) 0.167(4) Uani 1 1 d . . . H5 H 0.1976 0.0772 0.0882 0.201 Uiso 1 1 calc R . . C20 C -0.4937(19) -0.106(3) 0.6506(7) 0.305(8) Uani 1 1 d DU . . H20A H -0.4130 -0.1391 0.6671 0.366 Uiso 1 1 calc R . . H20B H -0.4904 -0.0051 0.6510 0.366 Uiso 1 1 calc R . . C14 C -0.1009(17) -0.097(2) 0.4326(8) 0.254(8) Uani 1 1 d D . . H14A H -0.0161 -0.1128 0.4495 0.305 Uiso 1 1 calc R . . H14B H -0.1130 0.0028 0.4292 0.305 Uiso 1 1 calc R . . C11 C 0.0206(17) -0.1629(19) 0.3145(6) 0.285(8) Uani 1 1 d DU . . H11A H 0.0324 -0.2630 0.3154 0.342 Uiso 1 1 calc R . . H11B H -0.0654 -0.1417 0.2990 0.342 Uiso 1 1 calc R . . C2 C 0.4443(9) -0.1108(10) 0.0874(5) 0.145(3) Uani 1 1 d D . . H2 H 0.5197 -0.1569 0.1000 0.174 Uiso 1 1 calc R . . C19 C -0.486(2) -0.153(2) 0.6027(7) 0.263(8) Uani 1 1 d D . . H19A H -0.4830 -0.2536 0.6023 0.316 Uiso 1 1 calc R . . H19B H -0.5686 -0.1244 0.5865 0.316 Uiso 1 1 calc R . . C23 C -0.753(3) -0.140(4) 0.7464(8) 0.427(15) Uani 1 1 d DU . . H23A H -0.8222 -0.0802 0.7335 0.641 Uiso 1 1 calc R . . H23B H -0.7431 -0.1216 0.7783 0.641 Uiso 1 1 calc R . . H23C H -0.7781 -0.2350 0.7417 0.641 Uiso 1 1 calc R . . C16 C -0.2355(17) -0.1028(19) 0.5051(8) 0.251(8) Uani 1 1 d D . . H16A H -0.1536 -0.1253 0.5228 0.302 Uiso 1 1 calc R . . H16B H -0.2413 -0.0023 0.5037 0.302 Uiso 1 1 calc R . . C4 C 0.2844(12) -0.0398(13) 0.0413(5) 0.157(3) Uani 1 1 d . . . H4 H 0.2300 -0.0274 0.0153 0.188 Uiso 1 1 calc R . . C7 C 0.2770(16) -0.0820(19) 0.1810(4) 0.307(8) Uani 1 1 d DU . . H7A H 0.1929 -0.0857 0.1629 0.368 Uiso 1 1 calc R . . H7B H 0.3148 -0.1751 0.1827 0.368 Uiso 1 1 calc R . . C8 C 0.2480(19) -0.033(2) 0.2263(5) 0.312(9) Uani 1 1 d DU . . H8A H 0.2097 0.0595 0.2255 0.374 Uiso 1 1 calc R . . H8B H 0.3299 -0.0335 0.2456 0.374 Uiso 1 1 calc R . . C6 C 0.3811(14) 0.0177(13) 0.1581(4) 0.206(5) Uani 1 1 d D . . H6A H 0.3565 0.1144 0.1623 0.247 Uiso 1 1 calc R . . H6B H 0.4733 0.0026 0.1699 0.247 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 As1 0.1351(9) 0.1349(10) 0.1701(11) 0.0009(6) 0.0206(6) 0.0015(6) F4 0.291(10) 0.353(13) 0.232(8) 0.048(8) 0.027(8) -0.053(9) F3 0.201(6) 0.181(7) 0.572(18) 0.016(9) -0.016(8) 0.063(5) F2 0.270(9) 0.519(18) 0.231(8) 0.105(10) 0.044(7) -0.148(11) F5 0.200(6) 0.197(6) 0.345(10) -0.030(7) -0.052(6) 0.052(5) N1 0.127(6) 0.152(7) 0.158(7) 0.015(5) 0.011(6) -0.011(5) F6 0.266(8) 0.222(8) 0.410(12) -0.128(8) -0.054(8) -0.023(7) F1 0.154(4) 0.245(7) 0.277(7) -0.087(6) 0.027(5) -0.028(5) C21 0.32(2) 0.30(2) 0.323(17) -0.071(17) -0.058(15) -0.045(18) C9 0.226(14) 0.31(2) 0.42(2) 0.15(2) 0.041(15) -0.002(13) C18 0.257(19) 0.202(16) 0.37(3) -0.050(19) -0.07(2) -0.016(15) C17 0.33(2) 0.191(15) 0.263(18) 0.010(14) -0.077(17) -0.055(15) C13 0.32(2) 0.212(16) 0.274(18) 0.030(15) -0.054(16) -0.089(15) N3 0.133(6) 0.111(6) 0.171(7) 0.020(5) 0.019(5) -0.018(5) C22 0.38(2) 0.36(2) 0.37(2) -0.16(2) -0.046(17) -0.05(2) C12 0.216(12) 0.188(14) 0.381(19) 0.004(15) -0.020(14) -0.042(12) C10 0.220(14) 0.30(2) 0.39(2) 0.09(2) -0.013(15) -0.049(14) C15 0.35(2) 0.197(15) 0.254(16) -0.028(14) -0.071(17) -0.041(16) C24 0.200(9) 0.166(10) 0.206(9) -0.007(8) 0.049(8) 0.000(8) C5 0.147(9) 0.168(10) 0.188(11) 0.021(9) 0.017(9) 0.017(7) C20 0.274(19) 0.27(2) 0.36(2) -0.077(19) -0.087(14) -0.020(17) C14 0.231(15) 0.238(18) 0.29(2) 0.042(17) 0.004(14) -0.071(14) C11 0.252(13) 0.231(16) 0.37(2) 0.028(15) -0.001(15) -0.096(12) C2 0.108(6) 0.133(8) 0.196(10) 0.021(7) 0.019(7) 0.003(6) C19 0.30(2) 0.215(17) 0.278(19) -0.049(14) -0.045(16) -0.040(15) C23 0.51(4) 0.45(4) 0.33(2) 0.02(3) 0.03(2) -0.06(4) C16 0.235(15) 0.172(13) 0.34(3) -0.016(15) -0.050(15) -0.034(12) C4 0.144(8) 0.157(9) 0.169(10) 0.029(8) -0.001(7) -0.003(7) C7 0.258(16) 0.43(3) 0.229(14) -0.013(16) 0.019(12) 0.055(17) C8 0.260(16) 0.39(2) 0.291(16) 0.017(16) 0.080(15) -0.053(14) C6 0.196(12) 0.189(12) 0.233(15) 0.003(10) 0.003(11) -0.016(9) _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 As1 F3 1.609(7) . ? As1 F6 1.641(7) . ? As1 F2 1.649(7) . ? As1 F4 1.661(10) . ? As1 F5 1.675(7) . ? As1 F1 1.695(6) . ? N1 C2 1.295(5) . ? N1 C5 1.311(14) . ? N1 C6 1.528(11) . ? C21 C20 1.479(13) . ? C21 C22 1.498(14) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.510(13) . ? C9 C8 1.589(13) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C18 C19 1.481(13) . ? C18 C17 1.501(13) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.480(13) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C13 C12 1.499(13) . ? C13 C14 1.513(13) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.295(11) . ? N3 C4 1.380(12) . ? N3 C24 1.457(12) . ? C22 C23 1.505(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.483(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.479(12) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C14 1.473(12) . ? C15 C16 1.509(13) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.306(14) . ? C5 H5 0.9300 . ? C20 C19 1.493(13) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? C7 C8 1.454(9) . ? C7 C6 1.570(9) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? 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 F3 As1 F6 96.0(5) . . ? F3 As1 F2 94.1(6) . . ? F6 As1 F2 91.5(6) . . ? F3 As1 F4 86.4(5) . . ? F6 As1 F4 95.4(6) . . ? F2 As1 F4 173.0(5) . . ? F3 As1 F5 176.6(4) . . ? F6 As1 F5 86.1(4) . . ? F2 As1 F5 88.5(6) . . ? F4 As1 F5 90.8(5) . . ? F3 As1 F1 86.7(5) . . ? F6 As1 F1 177.3(4) . . ? F2 As1 F1 88.5(5) . . ? F4 As1 F1 84.5(5) . . ? F5 As1 F1 91.2(4) . . ? C2 N1 C5 109.4(10) . . ? C2 N1 C6 126.4(12) . . ? C5 N1 C6 124.1(12) . . ? C20 C21 C22 117(2) . . ? C20 C21 H21A 108.1 . . ? C22 C21 H21A 108.1 . . ? C20 C21 H21B 108.1 . . ? C22 C21 H21B 108.1 . . ? H21A C21 H21B 107.3 . . ? C10 C9 C8 97.7(12) . . ? C10 C9 H9A 112.2 . . ? C8 C9 H9A 112.2 . . ? C10 C9 H9B 112.2 . . ? C8 C9 H9B 112.2 . . ? H9A C9 H9B 109.8 . . ? C19 C18 C17 116.1(17) . . ? C19 C18 H18A 108.3 . . ? C17 C18 H18A 108.3 . . ? C19 C18 H18B 108.3 . . ? C17 C18 H18B 108.3 . . ? H18A C18 H18B 107.4 . . ? C16 C17 C18 117.1(18) . . ? C16 C17 H17A 108.0 . . ? C18 C17 H17A 108.0 . . ? C16 C17 H17B 108.0 . . ? C18 C17 H17B 108.0 . . ? H17A C17 H17B 107.3 . . ? C12 C13 C14 110.8(16) . . ? C12 C13 H13A 109.5 . . ? C14 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? C2 N3 C4 107.4(9) . . ? C2 N3 C24 125.3(10) . . ? C4 N3 C24 127.3(12) . . ? C21 C22 C23 115(2) . . ? C21 C22 H22A 108.5 . . ? C23 C22 H22A 108.5 . . ? C21 C22 H22B 108.5 . . ? C23 C22 H22B 108.5 . . ? H22A C22 H22B 107.5 . . ? C11 C12 C13 108.9(16) . . ? C11 C12 H12A 109.9 . . ? C13 C12 H12A 109.9 . . ? C11 C12 H12B 109.9 . . ? C13 C12 H12B 109.9 . . ? H12A C12 H12B 108.3 . . ? C11 C10 C9 110.0(13) . . ? C11 C10 H10A 109.7 . . ? C9 C10 H10A 109.7 . . ? C11 C10 H10B 109.7 . . ? C9 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? C14 C15 C16 117.6(18) . . ? C14 C15 H15A 107.9 . . ? C16 C15 H15A 107.9 . . ? C14 C15 H15B 107.9 . . ? C16 C15 H15B 107.9 . . ? H15A C15 H15B 107.2 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C4 C5 N1 108.5(11) . . ? C4 C5 H5 125.7 . . ? N1 C5 H5 125.7 . . ? C21 C20 C19 116.5(19) . . ? C21 C20 H20A 108.2 . . ? C19 C20 H20A 108.2 . . ? C21 C20 H20B 108.2 . . ? C19 C20 H20B 108.2 . . ? H20A C20 H20B 107.3 . . ? C15 C14 C13 110.7(17) . . ? C15 C14 H14A 109.5 . . ? C13 C14 H14A 109.5 . . ? C15 C14 H14B 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 108.1 . . ? C10 C11 C12 104.9(15) . . ? C10 C11 H11A 110.8 . . ? C12 C11 H11A 110.8 . . ? C10 C11 H11B 110.8 . . ? C12 C11 H11B 110.8 . . ? H11A C11 H11B 108.8 . . ? N1 C2 N3 108.6(9) . . ? N1 C2 H2 125.7 . . ? N3 C2 H2 125.7 . . ? C18 C19 C20 115.5(18) . . ? C18 C19 H19A 108.4 . . ? C20 C19 H19A 108.4 . . ? C18 C19 H19B 108.4 . . ? C20 C19 H19B 108.4 . . ? H19A C19 H19B 107.5 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C17 C16 C15 119.2(18) . . ? C17 C16 H16A 107.5 . . ? C15 C16 H16A 107.5 . . ? C17 C16 H16B 107.5 . . ? C15 C16 H16B 107.5 . . ? H16A C16 H16B 107.0 . . ? C5 C4 N3 106.0(11) . . ? C5 C4 H4 127.0 . . ? N3 C4 H4 127.0 . . ? C8 C7 C6 110.4(11) . . ? C8 C7 H7A 109.6 . . ? C6 C7 H7A 109.6 . . ? C8 C7 H7B 109.6 . . ? C6 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? C7 C8 C9 103.1(11) . . ? C7 C8 H8A 111.2 . . ? C9 C8 H8A 111.2 . . ? C7 C8 H8B 111.2 . . ? C9 C8 H8B 111.2 . . ? H8A C8 H8B 109.1 . . ? N1 C6 C7 102.2(9) . . ? N1 C6 H6A 111.3 . . ? C7 C6 H6A 111.3 . . ? N1 C6 H6B 111.3 . . ? C7 C6 H6B 111.3 . . ? H6A C6 H6B 109.2 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.525 _refine_diff_density_min -0.485 _refine_diff_density_rms 0.067 #=END data_C18MImSbF6-55oC #TrackingRef '- SI-55oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843144' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImSbF6 _chemical_melting_point 347.5 _chemical_formula_moiety ; (C22 N2 H43 +), (Sb F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 Sb' _chemical_formula_weight 571.33 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' N N 0.0061 0.0033 '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' Sb Sb -0.5866 1.5461 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.9860(13) _cell_length_b 9.8314(14) _cell_length_c 29.360(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.795(2) _cell_angle_gamma 90.00 _cell_volume 2879.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 328 _cell_measurement_reflns_used 9368 _cell_measurement_theta_min 6.03 _cell_measurement_theta_max 54.86 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.75 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.318 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 1.007 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2423 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 328 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22176 _diffrn_reflns_av_R_equivalents 0.0485 _diffrn_reflns_av_sigmaI/netI 0.0451 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5061 _reflns_number_gt 2149 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. This structure was solved based on the data at 55 deg C and the octadecyl chain in this structure has a large conformational flexibility, which results in large thermal motions of the atoms. Hence, the following restraints were applied. The N-C and C-C bond lengths in the octadecyl chain were restrained using the DFIX (1,2 C-C distance: 1.54 A) and DANG (1,3 C-C distance: 2.52 A) commands in SHELXL. Atomic displacement factors of the disordered part and some carbon atoms in the octadecyl chain were restrained using DELU and SIMU in SHELXL. ; _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^)+(0.1517P)^2^+0.0000P] 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 5061 _refine_ls_number_parameters 282 _refine_ls_number_restraints 69 _refine_ls_R_factor_all 0.1207 _refine_ls_R_factor_gt 0.0691 _refine_ls_wR_factor_ref 0.2652 _refine_ls_wR_factor_gt 0.2048 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.004 _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 Sb1 Sb -0.16386(6) 0.03251(8) 0.10680(2) 0.1596(5) Uani 1 1 d . . . F4 F -0.2636(15) -0.0413(14) 0.1523(4) 0.328(6) Uani 1 1 d . . . F3 F -0.3006(9) 0.1439(9) 0.0965(5) 0.355(6) Uani 1 1 d . . . F2 F -0.0776(12) 0.0891(18) 0.0570(4) 0.391(9) Uani 1 1 d . . . F5 F -0.0336(8) -0.0926(10) 0.1209(4) 0.277(4) Uani 1 1 d . . . N1 N 0.3724(10) -0.0311(10) 0.1115(3) 0.165(3) Uani 1 1 d D . . F6 F -0.0687(10) 0.1455(9) 0.1438(4) 0.318(5) Uani 1 1 d . . . F1 F -0.2527(6) -0.0943(10) 0.0702(3) 0.257(4) Uani 1 1 d . . . C21 C -0.619(2) -0.164(2) 0.6743(7) 0.343(9) Uani 1 1 d DU . . H21A H -0.5946 -0.2582 0.6798 0.412 Uiso 1 1 calc R . . H21B H -0.7037 -0.1619 0.6566 0.412 Uiso 1 1 calc R . . C9 C 0.1507(15) -0.1456(19) 0.2492(5) 0.293(8) Uani 1 1 d DU . . H9A H 0.0659 -0.1311 0.2324 0.352 Uiso 1 1 calc R . . H9B H 0.1749 -0.2410 0.2476 0.352 Uiso 1 1 calc R . . C18 C -0.3780(19) -0.092(2) 0.5773(8) 0.292(9) Uani 1 1 d D . . H18A H -0.4017 0.0028 0.5720 0.351 Uiso 1 1 calc R . . H18B H -0.2964 -0.0931 0.5966 0.351 Uiso 1 1 calc R . . C17 C -0.348(2) -0.1553(19) 0.5318(6) 0.280(8) Uani 1 1 d D . . H17A H -0.3252 -0.2500 0.5373 0.336 Uiso 1 1 calc R . . H17B H -0.4301 -0.1541 0.5128 0.336 Uiso 1 1 calc R . . C13 C -0.0897(18) -0.1581(18) 0.3952(8) 0.296(11) Uani 1 1 d D . . H13A H -0.0744 -0.2542 0.4010 0.355 Uiso 1 1 calc R . . H13B H -0.1734 -0.1497 0.3773 0.355 Uiso 1 1 calc R . . N3 N 0.4002(9) -0.1233(8) 0.0478(3) 0.157(2) Uani 1 1 d . . . C22 C -0.633(3) -0.092(3) 0.7188(8) 0.375(11) Uani 1 1 d DU . . H22A H -0.6473 0.0051 0.7138 0.450 Uiso 1 1 calc R . . H22B H -0.5533 -0.1038 0.7385 0.450 Uiso 1 1 calc R . . C12 C 0.0213(18) -0.105(2) 0.3678(7) 0.289(10) Uani 1 1 d D . . H12A H 0.0117 -0.0070 0.3657 0.347 Uiso 1 1 calc R . . H12B H 0.1055 -0.1231 0.3846 0.347 Uiso 1 1 calc R . . C10 C 0.1454(17) -0.097(2) 0.2985(6) 0.309(9) Uani 1 1 d D . . H10A H 0.2283 -0.1213 0.3151 0.371 Uiso 1 1 calc R . . H10B H 0.1365 0.0009 0.2990 0.371 Uiso 1 1 calc R . . C15 C -0.2176(19) -0.1607(18) 0.4584(7) 0.257(6) Uani 1 1 d D . . H15A H -0.1969 -0.2566 0.4621 0.308 Uiso 1 1 calc R . . H15B H -0.2971 -0.1515 0.4383 0.308 Uiso 1 1 calc R . . C24 C 0.4650(11) -0.2108(12) 0.0129(4) 0.202(4) Uani 1 1 d . . . H24A H 0.4617 -0.1648 -0.0160 0.303 Uiso 1 1 calc R . . H24B H 0.4179 -0.2957 0.0099 0.303 Uiso 1 1 calc R . . H24C H 0.5568 -0.2276 0.0226 0.303 Uiso 1 1 calc R . . C5 C 0.2771(16) 0.0156(13) 0.0841(7) 0.194(4) Uani 1 1 d . . . H5 H 0.2114 0.0776 0.0916 0.232 Uiso 1 1 calc R . . C20 C -0.513(2) -0.093(2) 0.6490(6) 0.308(8) Uani 1 1 d DU . . H20A H -0.4297 -0.0945 0.6676 0.370 Uiso 1 1 calc R . . H20B H -0.5385 0.0009 0.6443 0.370 Uiso 1 1 calc R . . C14 C -0.1040(19) -0.087(2) 0.4400(7) 0.266(8) Uani 1 1 d D . . H14A H -0.0236 -0.0966 0.4597 0.320 Uiso 1 1 calc R . . H14B H -0.1242 0.0086 0.4358 0.320 Uiso 1 1 calc R . . C11 C 0.0310(15) -0.1599(18) 0.3208(6) 0.281(8) Uani 1 1 d D . . H11A H 0.0429 -0.2578 0.3221 0.337 Uiso 1 1 calc R . . H11B H -0.0514 -0.1410 0.3031 0.337 Uiso 1 1 calc R . . C2 C 0.4460(10) -0.1140(11) 0.0896(5) 0.168(3) Uani 1 1 d . . . H2 H 0.5205 -0.1601 0.1020 0.202 Uiso 1 1 calc R . . C19 C -0.489(2) -0.1579(19) 0.6034(6) 0.296(8) Uani 1 1 d DU . . H19A H -0.5715 -0.1541 0.5847 0.356 Uiso 1 1 calc R . . H19B H -0.4666 -0.2530 0.6082 0.356 Uiso 1 1 calc R . . C23 C -0.753(3) -0.155(3) 0.7396(8) 0.431(15) Uani 1 1 d DU . . H23A H -0.8229 -0.1673 0.7165 0.646 Uiso 1 1 calc R . . H23B H -0.7838 -0.0957 0.7630 0.646 Uiso 1 1 calc R . . H23C H -0.7279 -0.2409 0.7527 0.646 Uiso 1 1 calc R . . C16 C -0.2392(18) -0.095(2) 0.5044(7) 0.264(7) Uani 1 1 d D . . H16A H -0.1555 -0.0994 0.5226 0.317 Uiso 1 1 calc R . . H16B H -0.2596 0.0006 0.4993 0.317 Uiso 1 1 calc R . . C4 C 0.2896(14) -0.0405(13) 0.0434(6) 0.184(4) Uani 1 1 d . . . H4 H 0.2348 -0.0265 0.0173 0.221 Uiso 1 1 calc R . . C7 C 0.2801(17) -0.091(2) 0.1830(5) 0.306(8) Uani 1 1 d DU . . H7A H 0.1953 -0.0821 0.1657 0.367 Uiso 1 1 calc R . . H7B H 0.3091 -0.1846 0.1813 0.367 Uiso 1 1 calc R . . C8 C 0.262(2) -0.054(2) 0.2313(5) 0.320(8) Uani 1 1 d DU . . H8A H 0.2364 0.0413 0.2335 0.384 Uiso 1 1 calc R . . H8B H 0.3450 -0.0672 0.2493 0.384 Uiso 1 1 calc R . . C6 C 0.3869(15) 0.0042(15) 0.1620(4) 0.223(5) Uani 1 1 d D . . H6A H 0.3670 0.0993 0.1672 0.267 Uiso 1 1 calc R . . H6B H 0.4765 -0.0159 0.1744 0.267 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.1519(6) 0.1444(7) 0.1844(7) 0.0024(4) 0.0256(4) -0.0003(3) F4 0.340(14) 0.401(16) 0.246(9) 0.045(9) 0.031(9) -0.050(11) F3 0.260(8) 0.214(8) 0.59(2) 0.041(10) -0.015(9) 0.085(7) F2 0.333(13) 0.58(2) 0.265(9) 0.100(13) 0.056(8) -0.192(16) F5 0.228(7) 0.228(7) 0.365(11) -0.025(8) -0.075(7) 0.040(6) N1 0.154(6) 0.162(7) 0.182(8) 0.032(6) 0.019(6) -0.008(5) F6 0.323(10) 0.214(8) 0.410(13) -0.092(8) -0.055(9) -0.031(7) F1 0.172(5) 0.259(7) 0.339(9) -0.100(7) 0.003(5) -0.018(5) C21 0.43(2) 0.254(17) 0.343(17) -0.053(14) -0.050(14) -0.094(16) C9 0.236(13) 0.29(2) 0.353(17) 0.093(17) 0.044(14) -0.029(12) C18 0.32(2) 0.231(17) 0.32(2) -0.073(18) -0.050(17) -0.001(16) C17 0.35(2) 0.226(16) 0.257(16) 0.001(15) -0.063(15) -0.056(16) C13 0.247(16) 0.236(19) 0.40(3) 0.100(19) -0.031(17) -0.081(13) N3 0.158(6) 0.139(6) 0.175(7) 0.025(5) 0.012(5) -0.031(5) C22 0.47(3) 0.30(2) 0.34(2) -0.067(18) -0.041(17) -0.10(2) C12 0.273(19) 0.194(14) 0.39(3) -0.038(19) -0.09(2) 0.015(15) C10 0.254(17) 0.33(2) 0.33(2) 0.07(2) -0.024(18) -0.038(18) C15 0.295(19) 0.222(15) 0.250(16) -0.015(13) -0.013(13) 0.002(14) C24 0.223(9) 0.179(9) 0.208(8) -0.011(8) 0.054(8) -0.037(8) C5 0.192(11) 0.174(10) 0.219(13) 0.025(10) 0.051(11) 0.011(8) C20 0.37(2) 0.248(16) 0.299(15) -0.016(13) -0.108(13) -0.053(15) C14 0.249(17) 0.34(2) 0.208(13) -0.008(15) 0.004(12) 0.001(18) C11 0.211(13) 0.219(16) 0.41(3) 0.049(17) 0.014(15) -0.078(12) C2 0.135(6) 0.139(8) 0.234(12) 0.011(8) 0.048(8) 0.002(5) C19 0.37(2) 0.214(15) 0.292(14) -0.004(12) -0.100(13) -0.044(15) C23 0.56(4) 0.34(3) 0.39(2) -0.04(2) 0.03(2) -0.11(3) C16 0.259(17) 0.251(17) 0.279(19) -0.019(16) -0.028(14) -0.018(14) C4 0.174(10) 0.174(10) 0.204(12) 0.023(8) 0.003(8) 0.000(8) C7 0.253(15) 0.40(2) 0.268(14) -0.025(17) 0.055(13) 0.025(17) C8 0.279(16) 0.40(2) 0.286(15) -0.012(16) 0.043(14) -0.099(14) C6 0.200(12) 0.253(14) 0.218(14) -0.019(10) 0.045(10) -0.015(9) _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 Sb1 F3 1.765(8) . ? Sb1 F6 1.792(8) . ? Sb1 F2 1.820(9) . ? Sb1 F5 1.823(8) . ? Sb1 F1 1.845(7) . ? Sb1 F4 1.853(12) . ? N1 C2 1.290(12) . ? N1 C5 1.301(18) . ? N1 C6 1.522(11) . ? C21 C20 1.497(13) . ? C21 C22 1.499(14) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.527(13) . ? C9 C8 1.544(12) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C18 C17 1.518(13) . ? C18 C19 1.521(13) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.504(13) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C13 C12 1.495(13) . ? C13 C14 1.502(13) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.293(12) . ? N3 C4 1.373(13) . ? N3 C24 1.507(13) . ? C22 C23 1.502(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.491(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.479(12) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C14 1.470(13) . ? C15 C16 1.522(12) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.327(17) . ? C5 H5 0.9300 . ? C20 C19 1.513(13) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? C7 C8 1.483(9) . ? C7 C6 1.566(9) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? 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 F3 Sb1 F6 95.9(6) . . ? F3 Sb1 F2 93.7(7) . . ? F6 Sb1 F2 92.2(6) . . ? F3 Sb1 F5 174.3(5) . . ? F6 Sb1 F5 85.9(5) . . ? F2 Sb1 F5 91.6(7) . . ? F3 Sb1 F1 88.5(5) . . ? F6 Sb1 F1 175.6(4) . . ? F2 Sb1 F1 88.3(5) . . ? F5 Sb1 F1 89.7(5) . . ? F3 Sb1 F4 85.9(6) . . ? F6 Sb1 F4 95.4(6) . . ? F2 Sb1 F4 172.4(5) . . ? F5 Sb1 F4 88.5(6) . . ? F1 Sb1 F4 84.0(5) . . ? C2 N1 C5 109.3(11) . . ? C2 N1 C6 126.9(13) . . ? C5 N1 C6 123.7(14) . . ? C20 C21 C22 108.0(17) . . ? C20 C21 H21A 110.1 . . ? C22 C21 H21A 110.1 . . ? C20 C21 H21B 110.1 . . ? C22 C21 H21B 110.1 . . ? H21A C21 H21B 108.4 . . ? C10 C9 C8 101.4(11) . . ? C10 C9 H9A 111.5 . . ? C8 C9 H9A 111.5 . . ? C10 C9 H9B 111.5 . . ? C8 C9 H9B 111.5 . . ? H9A C9 H9B 109.3 . . ? C17 C18 C19 116.6(16) . . ? C17 C18 H18A 108.1 . . ? C19 C18 H18A 108.1 . . ? C17 C18 H18B 108.1 . . ? C19 C18 H18B 108.1 . . ? H18A C18 H18B 107.3 . . ? C16 C17 C18 119.2(17) . . ? C16 C17 H17A 107.5 . . ? C18 C17 H17A 107.5 . . ? C16 C17 H17B 107.5 . . ? C18 C17 H17B 107.5 . . ? H17A C17 H17B 107.0 . . ? C12 C13 C14 114.4(17) . . ? C12 C13 H13A 108.7 . . ? C14 C13 H13A 108.7 . . ? C12 C13 H13B 108.7 . . ? C14 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C2 N3 C4 107.0(10) . . ? C2 N3 C24 122.8(10) . . ? C4 N3 C24 130.2(12) . . ? C21 C22 C23 105.5(19) . . ? C21 C22 H22A 110.6 . . ? C23 C22 H22A 110.6 . . ? C21 C22 H22B 110.6 . . ? C23 C22 H22B 110.6 . . ? H22A C22 H22B 108.8 . . ? C11 C12 C13 117.1(17) . . ? C11 C12 H12A 108.0 . . ? C13 C12 H12A 108.0 . . ? C11 C12 H12B 108.0 . . ? C13 C12 H12B 108.0 . . ? H12A C12 H12B 107.3 . . ? C11 C10 C9 110.7(13) . . ? C11 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? C14 C15 C16 105.2(16) . . ? C14 C15 H15A 110.7 . . ? C16 C15 H15A 110.7 . . ? C14 C15 H15B 110.7 . . ? C16 C15 H15B 110.7 . . ? H15A C15 H15B 108.8 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N1 C5 C4 108.2(13) . . ? N1 C5 H5 125.9 . . ? C4 C5 H5 125.9 . . ? C21 C20 C19 113.1(18) . . ? C21 C20 H20A 109.0 . . ? C19 C20 H20A 109.0 . . ? C21 C20 H20B 109.0 . . ? C19 C20 H20B 109.0 . . ? H20A C20 H20B 107.8 . . ? C15 C14 C13 101.6(18) . . ? C15 C14 H14A 111.4 . . ? C13 C14 H14A 111.4 . . ? C15 C14 H14B 111.4 . . ? C13 C14 H14B 111.4 . . ? H14A C14 H14B 109.3 . . ? C10 C11 C12 110.3(15) . . ? C10 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? C10 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? N1 C2 N3 109.6(10) . . ? N1 C2 H2 125.2 . . ? N3 C2 H2 125.2 . . ? C20 C19 C18 114.7(17) . . ? C20 C19 H19A 108.6 . . ? C18 C19 H19A 108.6 . . ? C20 C19 H19B 108.6 . . ? C18 C19 H19B 108.6 . . ? H19A C19 H19B 107.6 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C17 C16 C15 116.3(18) . . ? C17 C16 H16A 108.2 . . ? C15 C16 H16A 108.2 . . ? C17 C16 H16B 108.2 . . ? C15 C16 H16B 108.2 . . ? H16A C16 H16B 107.4 . . ? C5 C4 N3 105.8(12) . . ? C5 C4 H4 127.1 . . ? N3 C4 H4 127.1 . . ? C8 C7 C6 110.4(11) . . ? C8 C7 H7A 109.6 . . ? C6 C7 H7A 109.6 . . ? C8 C7 H7B 109.6 . . ? C6 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? C7 C8 C9 107.7(11) . . ? C7 C8 H8A 110.2 . . ? C9 C8 H8A 110.2 . . ? C7 C8 H8B 110.2 . . ? C9 C8 H8B 110.2 . . ? H8A C8 H8B 108.5 . . ? N1 C6 C7 102.4(9) . . ? N1 C6 H6A 111.3 . . ? C7 C6 H6A 111.3 . . ? N1 C6 H6B 111.3 . . ? C7 C6 H6B 111.3 . . ? H6A C6 H6B 109.2 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.408 _refine_diff_density_min -0.410 _refine_diff_density_rms 0.067 #=END data_C18MImNbF6-55oC #TrackingRef '- SI-55oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843145' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImNbF6 _chemical_melting_point 347.2 _chemical_formula_moiety ; (C22 N2 H43 +), (Nb F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 Nb' _chemical_formula_weight 542.49 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' N N 0.0061 0.0033 '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' Nb Nb -2.0727 0.6215 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.838(3) _cell_length_b 9.772(3) _cell_length_c 29.126(8) _cell_angle_alpha 90.00 _cell_angle_beta 93.286(6) _cell_angle_gamma 90.00 _cell_volume 2795.5(13) _cell_formula_units_Z 4 _cell_measurement_temperature 328 _cell_measurement_reflns_used 6232 _cell_measurement_theta_min 5.99 _cell_measurement_theta_max 54.93 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1136 _exptl_absorpt_coefficient_mu 0.480 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2062 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 328 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18406 _diffrn_reflns_av_R_equivalents 0.0639 _diffrn_reflns_av_sigmaI/netI 0.0745 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4671 _reflns_number_gt 1479 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. This structure was solved based on the data at 55 deg C and the octadecyl chain in this structure has a large conformational flexibility, which results in large thermal motions of the atoms. Hence, the following restraints were applied. The N-C and C-C bond lengths in the octadecyl chain were restrained using the DFIX (1,2 C-C distance: 1.54 A) and DANG (1,3 C-C distance: 2.52 A) commands in SHELXL. Atomic displacement factors of the disordered part and some carbon atoms in the octadecyl chain were restrained using DELU and SIMU in SHELXL. ; _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^)+(0.1502P)^2^+0.0000P] 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 4671 _refine_ls_number_parameters 282 _refine_ls_number_restraints 61 _refine_ls_R_factor_all 0.1995 _refine_ls_R_factor_gt 0.0832 _refine_ls_wR_factor_ref 0.2955 _refine_ls_wR_factor_gt 0.2090 _refine_ls_goodness_of_fit_ref 0.951 _refine_ls_restrained_S_all 0.983 _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 Nb1 Nb -0.16367(9) 0.03298(11) 0.10793(4) 0.1498(7) Uani 1 1 d . . . F4 F -0.2629(11) -0.0454(11) 0.1523(3) 0.285(5) Uani 1 1 d . . . F3 F -0.3020(8) 0.1469(8) 0.0961(5) 0.327(6) Uani 1 1 d . . . F2 F -0.0785(11) 0.0943(15) 0.0596(3) 0.346(7) Uani 1 1 d . . . F5 F -0.0300(7) -0.0934(9) 0.1196(4) 0.259(4) Uani 1 1 d . . . N1 N 0.3702(13) -0.0286(14) 0.1107(4) 0.157(3) Uani 1 1 d D . . F6 F -0.0673(9) 0.1486(8) 0.1463(4) 0.285(4) Uani 1 1 d . . . F1 F -0.2552(6) -0.0925(9) 0.0683(3) 0.231(3) Uani 1 1 d . . . C21 C -0.6294(19) -0.1546(18) 0.6715(6) 0.279(8) Uani 1 1 d DU . . H21A H -0.6240 -0.2536 0.6726 0.335 Uiso 1 1 calc R . . H21B H -0.7118 -0.1297 0.6536 0.335 Uiso 1 1 calc R . . C9 C 0.1505(15) -0.1450(16) 0.2483(6) 0.265(8) Uani 1 1 d DU . . H9A H 0.0650 -0.1283 0.2310 0.318 Uiso 1 1 calc R . . H9B H 0.1738 -0.2411 0.2460 0.318 Uiso 1 1 calc R . . C18 C -0.378(2) -0.0960(18) 0.5793(8) 0.242(8) Uani 1 1 d D . . H18A H -0.2957 -0.1142 0.5985 0.291 Uiso 1 1 calc R . . H18B H -0.3888 0.0024 0.5772 0.291 Uiso 1 1 calc R . . C17 C -0.360(2) -0.1527(16) 0.5322(8) 0.249(8) Uani 1 1 d D . . H17A H -0.4435 -0.1348 0.5136 0.299 Uiso 1 1 calc R . . H17B H -0.3512 -0.2512 0.5349 0.299 Uiso 1 1 calc R . . C13 C -0.092(2) -0.1622(17) 0.3890(8) 0.242(8) Uani 1 1 d D . . H13A H -0.0807 -0.2605 0.3916 0.290 Uiso 1 1 calc R . . H13B H -0.1750 -0.1443 0.3702 0.290 Uiso 1 1 calc R . . N3 N 0.4043(13) -0.1263(10) 0.0479(5) 0.143(3) Uani 1 1 d . . . C22 C -0.636(2) -0.100(2) 0.7194(7) 0.328(9) Uani 1 1 d DU . . H22A H -0.6368 -0.0005 0.7186 0.393 Uiso 1 1 calc R . . H22B H -0.5556 -0.1285 0.7379 0.393 Uiso 1 1 calc R . . C12 C 0.026(2) -0.1010(19) 0.3675(8) 0.264(10) Uani 1 1 d D . . H12A H 0.1098 -0.1244 0.3848 0.316 Uiso 1 1 calc R . . H12B H 0.0175 -0.0022 0.3663 0.316 Uiso 1 1 calc R . . C10 C 0.1427(18) -0.102(2) 0.2980(6) 0.297(10) Uani 1 1 d D . . H10A H 0.2252 -0.1312 0.3151 0.357 Uiso 1 1 calc R . . H10B H 0.1385 -0.0032 0.2995 0.357 Uiso 1 1 calc R . . C15 C -0.2222(18) -0.1540(15) 0.4592(7) 0.225(6) Uani 1 1 d D . . H15A H -0.2140 -0.2527 0.4613 0.270 Uiso 1 1 calc R . . H15B H -0.3036 -0.1340 0.4400 0.270 Uiso 1 1 calc R . . C24 C 0.4624(13) -0.2119(13) 0.0128(5) 0.195(5) Uani 1 1 d . . . H24A H 0.4418 -0.1728 -0.0170 0.292 Uiso 1 1 calc R . . H24B H 0.4243 -0.3022 0.0139 0.292 Uiso 1 1 calc R . . H24C H 0.5594 -0.2170 0.0185 0.292 Uiso 1 1 calc R . . C5 C 0.2713(17) 0.0177(16) 0.0822(9) 0.192(6) Uani 1 1 d . . . H5 H 0.2027 0.0790 0.0886 0.230 Uiso 1 1 calc R . . C20 C -0.5086(17) -0.099(2) 0.6489(7) 0.251(7) Uani 1 1 d DU . . H20A H -0.5158 -0.0002 0.6471 0.301 Uiso 1 1 calc R . . H20B H -0.4267 -0.1210 0.6675 0.301 Uiso 1 1 calc R . . C14 C -0.1035(16) -0.1009(17) 0.4359(7) 0.208(6) Uani 1 1 d D . . H14A H -0.0210 -0.1208 0.4546 0.250 Uiso 1 1 calc R . . H14B H -0.1112 -0.0022 0.4330 0.250 Uiso 1 1 calc R . . C11 C 0.0256(15) -0.1590(16) 0.3199(7) 0.245(8) Uani 1 1 d D . . H11A H 0.0319 -0.2580 0.3212 0.294 Uiso 1 1 calc R . . H11B H -0.0580 -0.1344 0.3025 0.294 Uiso 1 1 calc R . . C2 C 0.4450(12) -0.1157(14) 0.0910(7) 0.145(4) Uani 1 1 d . . . H2 H 0.5172 -0.1638 0.1053 0.174 Uiso 1 1 calc R . . C19 C -0.497(2) -0.1556(18) 0.6018(7) 0.263(10) Uani 1 1 d D . . H19A H -0.5796 -0.1354 0.5832 0.316 Uiso 1 1 calc R . . H19B H -0.4871 -0.2542 0.6035 0.316 Uiso 1 1 calc R . . C23 C -0.761(2) -0.151(3) 0.7407(8) 0.388(13) Uani 1 1 d DU . . H23A H -0.8377 -0.1441 0.7187 0.582 Uiso 1 1 calc R . . H23B H -0.7782 -0.0969 0.7672 0.582 Uiso 1 1 calc R . . H23C H -0.7486 -0.2449 0.7496 0.582 Uiso 1 1 calc R . . C16 C -0.2419(19) -0.0998(18) 0.5063(7) 0.233(7) Uani 1 1 d D . . H16A H -0.2512 -0.0012 0.5039 0.279 Uiso 1 1 calc R . . H16B H -0.1591 -0.1177 0.5250 0.279 Uiso 1 1 calc R . . C4 C 0.2918(19) -0.043(2) 0.0422(7) 0.183(5) Uani 1 1 d . . . H4 H 0.2389 -0.0308 0.0150 0.220 Uiso 1 1 calc R . . C7 C 0.2843(17) -0.0913(19) 0.1830(5) 0.297(8) Uani 1 1 d DU . . H7A H 0.1979 -0.0859 0.1654 0.356 Uiso 1 1 calc R . . H7B H 0.3168 -0.1848 0.1818 0.356 Uiso 1 1 calc R . . C8 C 0.2652(19) -0.053(2) 0.2312(5) 0.311(8) Uani 1 1 d DU . . H8A H 0.2398 0.0427 0.2331 0.374 Uiso 1 1 calc R . . H8B H 0.3488 -0.0671 0.2499 0.374 Uiso 1 1 calc R . . C6 C 0.3893(14) 0.0067(13) 0.1618(5) 0.205(5) Uani 1 1 d D . . H6A H 0.3680 0.1019 0.1674 0.246 Uiso 1 1 calc R . . H6B H 0.4815 -0.0124 0.1737 0.246 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Nb1 0.1473(9) 0.1446(9) 0.1594(11) 0.0050(7) 0.0271(7) -0.0022(6) F4 0.308(10) 0.337(12) 0.215(8) 0.048(8) 0.061(8) -0.070(9) F3 0.220(7) 0.215(8) 0.541(18) 0.034(9) -0.018(9) 0.100(6) F2 0.337(12) 0.493(17) 0.213(8) 0.079(11) 0.059(8) -0.172(13) F5 0.193(6) 0.214(6) 0.361(11) -0.043(8) -0.068(7) 0.058(6) N1 0.155(8) 0.150(8) 0.169(11) 0.004(8) 0.039(9) -0.005(7) F6 0.289(8) 0.223(8) 0.336(11) -0.084(7) -0.029(8) -0.057(7) F1 0.176(5) 0.258(7) 0.259(8) -0.089(7) 0.011(5) -0.029(5) C21 0.318(18) 0.234(16) 0.277(16) -0.043(13) -0.041(14) -0.068(14) C9 0.224(14) 0.232(17) 0.34(2) 0.087(16) 0.014(15) -0.033(11) C18 0.27(2) 0.186(13) 0.26(2) -0.059(16) -0.076(18) 0.012(15) C17 0.28(2) 0.181(14) 0.28(2) -0.007(15) -0.044(17) -0.044(13) C13 0.266(19) 0.186(14) 0.27(2) 0.004(14) -0.033(16) -0.054(12) N3 0.141(8) 0.133(8) 0.157(11) 0.022(7) 0.022(8) -0.028(6) C22 0.35(2) 0.309(19) 0.320(19) -0.107(18) -0.014(15) -0.098(17) C12 0.28(2) 0.180(13) 0.32(3) -0.032(17) -0.08(2) -0.037(15) C10 0.28(2) 0.270(19) 0.33(3) 0.01(2) -0.06(2) -0.052(18) C15 0.265(18) 0.163(12) 0.242(19) -0.010(12) -0.021(15) -0.030(12) C24 0.240(13) 0.183(10) 0.167(11) -0.022(10) 0.054(10) -0.027(10) C5 0.162(12) 0.178(12) 0.235(19) 0.042(14) 0.007(14) 0.025(9) C20 0.252(17) 0.207(14) 0.285(17) -0.051(14) -0.068(12) -0.021(13) C14 0.204(14) 0.193(12) 0.225(17) 0.006(14) -0.011(13) -0.028(11) C11 0.184(12) 0.187(13) 0.37(3) 0.020(15) 0.029(15) -0.068(11) C2 0.146(9) 0.130(9) 0.160(13) 0.021(9) 0.019(10) -0.002(7) C19 0.29(2) 0.196(15) 0.30(2) -0.038(15) -0.061(18) -0.065(15) C23 0.48(3) 0.38(3) 0.30(2) -0.03(2) 0.041(19) -0.14(3) C16 0.27(2) 0.176(13) 0.25(2) -0.031(14) -0.054(16) -0.002(13) C4 0.173(14) 0.182(14) 0.193(16) 0.024(12) -0.003(12) -0.018(11) C7 0.243(15) 0.40(2) 0.243(16) -0.024(19) 0.015(14) 0.012(17) C8 0.293(17) 0.37(2) 0.279(17) 0.014(17) 0.080(17) -0.075(14) C6 0.193(12) 0.207(12) 0.221(17) -0.015(11) 0.055(12) -0.037(10) _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 Nb1 F3 1.777(7) . ? Nb1 F2 1.782(8) . ? Nb1 F6 1.817(7) . ? Nb1 F5 1.822(7) . ? Nb1 F4 1.832(9) . ? Nb1 F1 1.878(7) . ? N1 C2 1.282(13) . ? N1 C5 1.322(17) . ? N1 C6 1.528(11) . ? C21 C20 1.494(13) . ? C21 C22 1.498(13) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.512(13) . ? C9 C8 1.548(12) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C18 C19 1.494(13) . ? C18 C17 1.499(13) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.516(12) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C13 C12 1.480(13) . ? C13 C14 1.500(12) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.300(13) . ? N3 C4 1.376(16) . ? N3 C24 1.461(14) . ? C22 C23 1.500(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.497(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.458(12) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C14 1.479(12) . ? C15 C16 1.491(12) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.331(17) . ? C5 H5 0.9300 . ? C20 C19 1.490(13) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? C7 C8 1.475(9) . ? C7 C6 1.562(9) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? 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 F3 Nb1 F2 91.5(6) . . ? F3 Nb1 F6 95.5(5) . . ? F2 Nb1 F6 91.4(5) . . ? F3 Nb1 F5 176.1(4) . . ? F2 Nb1 F5 90.5(6) . . ? F6 Nb1 F5 87.8(4) . . ? F3 Nb1 F4 88.0(5) . . ? F2 Nb1 F4 172.5(4) . . ? F6 Nb1 F4 96.1(5) . . ? F5 Nb1 F4 89.6(5) . . ? F3 Nb1 F1 87.4(4) . . ? F2 Nb1 F1 88.0(5) . . ? F6 Nb1 F1 177.0(4) . . ? F5 Nb1 F1 89.3(4) . . ? F4 Nb1 F1 84.5(4) . . ? C2 N1 C5 111.5(14) . . ? C2 N1 C6 123.0(17) . . ? C5 N1 C6 125.4(18) . . ? C20 C21 C22 110.9(17) . . ? C20 C21 H21A 109.4 . . ? C22 C21 H21A 109.4 . . ? C20 C21 H21B 109.4 . . ? C22 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? C10 C9 C8 103.0(12) . . ? C10 C9 H9A 111.2 . . ? C8 C9 H9A 111.2 . . ? C10 C9 H9B 111.2 . . ? C8 C9 H9B 111.2 . . ? H9A C9 H9B 109.1 . . ? C19 C18 C17 112.9(17) . . ? C19 C18 H18A 109.0 . . ? C17 C18 H18A 109.0 . . ? C19 C18 H18B 109.0 . . ? C17 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C18 C17 C16 117.5(18) . . ? C18 C17 H17A 107.9 . . ? C16 C17 H17A 107.9 . . ? C18 C17 H17B 107.9 . . ? C16 C17 H17B 107.9 . . ? H17A C17 H17B 107.2 . . ? C12 C13 C14 108.9(17) . . ? C12 C13 H13A 109.9 . . ? C14 C13 H13A 109.9 . . ? C12 C13 H13B 109.9 . . ? C14 C13 H13B 109.9 . . ? H13A C13 H13B 108.3 . . ? C2 N3 C4 105.6(13) . . ? C2 N3 C24 127.5(16) . . ? C4 N3 C24 126.9(17) . . ? C21 C22 C23 110.1(18) . . ? C21 C22 H22A 109.6 . . ? C23 C22 H22A 109.6 . . ? C21 C22 H22B 109.6 . . ? C23 C22 H22B 109.6 . . ? H22A C22 H22B 108.2 . . ? C13 C12 C11 106.3(17) . . ? C13 C12 H12A 110.5 . . ? C11 C12 H12A 110.5 . . ? C13 C12 H12B 110.5 . . ? C11 C12 H12B 110.5 . . ? H12A C12 H12B 108.7 . . ? C11 C10 C9 113.4(14) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? C14 C15 C16 116.4(18) . . ? C14 C15 H15A 108.2 . . ? C16 C15 H15A 108.2 . . ? C14 C15 H15B 108.2 . . ? C16 C15 H15B 108.2 . . ? H15A C15 H15B 107.3 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N1 C5 C4 104.8(16) . . ? N1 C5 H5 127.6 . . ? C4 C5 H5 127.6 . . ? C19 C20 C21 112.2(18) . . ? C19 C20 H20A 109.2 . . ? C21 C20 H20A 109.2 . . ? C19 C20 H20B 109.2 . . ? C21 C20 H20B 109.2 . . ? H20A C20 H20B 107.9 . . ? C15 C14 C13 112.3(18) . . ? C15 C14 H14A 109.2 . . ? C13 C14 H14A 109.2 . . ? C15 C14 H14B 109.2 . . ? C13 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C10 C11 C12 107.5(17) . . ? C10 C11 H11A 110.2 . . ? C12 C11 H11A 110.2 . . ? C10 C11 H11B 110.2 . . ? C12 C11 H11B 110.2 . . ? H11A C11 H11B 108.5 . . ? N1 C2 N3 109.4(12) . . ? N1 C2 H2 125.3 . . ? N3 C2 H2 125.3 . . ? C20 C19 C18 111.2(17) . . ? C20 C19 H19A 109.4 . . ? C18 C19 H19A 109.4 . . ? C20 C19 H19B 109.4 . . ? C18 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C15 C16 C17 118.7(18) . . ? C15 C16 H16A 107.6 . . ? C17 C16 H16A 107.6 . . ? C15 C16 H16B 107.6 . . ? C17 C16 H16B 107.6 . . ? H16A C16 H16B 107.1 . . ? C5 C4 N3 108.7(15) . . ? C5 C4 H4 125.7 . . ? N3 C4 H4 125.7 . . ? C8 C7 C6 110.2(11) . . ? C8 C7 H7A 109.6 . . ? C6 C7 H7A 109.6 . . ? C8 C7 H7B 109.6 . . ? C6 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? C7 C8 C9 107.1(11) . . ? C7 C8 H8A 110.3 . . ? C9 C8 H8A 110.3 . . ? C7 C8 H8B 110.3 . . ? C9 C8 H8B 110.3 . . ? H8A C8 H8B 108.5 . . ? N1 C6 C7 101.6(9) . . ? N1 C6 H6A 111.5 . . ? C7 C6 H6A 111.5 . . ? N1 C6 H6B 111.5 . . ? C7 C6 H6B 111.5 . . ? H6A C6 H6B 109.3 . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 0.519 _refine_diff_density_min -0.259 _refine_diff_density_rms 0.074 #=END data_C18MImTaF6-55oC #TrackingRef '- SI-55oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843146' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImTaF6 _chemical_melting_point 347.0 _chemical_formula_moiety ; (C22 N2 H43 +), (Ta F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 Ta' _chemical_formula_weight 630.53 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' N N 0.0061 0.0033 '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' Ta Ta -0.7052 6.5227 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.9490(10) _cell_length_b 9.7952(10) _cell_length_c 29.289(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.810(2) _cell_angle_gamma 90.00 _cell_volume 2850.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 328 _cell_measurement_reflns_used 8156 _cell_measurement_theta_min 6.05 _cell_measurement_theta_max 54.96 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.469 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 3.905 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2479 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 328 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22069 _diffrn_reflns_av_R_equivalents 0.0505 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5006 _reflns_number_gt 1685 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. This structure was solved based on the data at 55 deg C and the octadecyl chain in this structure has a large conformational flexibility, which results in large thermal motions of the atoms. Hence, the following restraints were applied. The N-C and C-C bond lengths in the octadecyl chain were restrained using the DFIX (1,2 C-C distance: 1.54 A) and DANG (1,3 C-C distance: 2.52 A) commands in SHELXL. Atomic displacement factors of the disordered part and some carbon atoms in the octadecyl chain were restrained using DELU and SIMU in SHELXL. ; _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^)+(0.0846P)^2^+0.0000P] 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 5006 _refine_ls_number_parameters 282 _refine_ls_number_restraints 84 _refine_ls_R_factor_all 0.1414 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1673 _refine_ls_wR_factor_gt 0.1190 _refine_ls_goodness_of_fit_ref 0.880 _refine_ls_restrained_S_all 0.903 _refine_ls_shift/su_max 0.004 _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 Ta1 Ta -0.16553(5) 0.03407(6) 0.107771(18) 0.1704(4) Uani 1 1 d . . . F4 F -0.2671(15) -0.0407(13) 0.1504(4) 0.337(6) Uani 1 1 d . . . F3 F -0.3009(9) 0.1472(10) 0.0982(5) 0.366(7) Uani 1 1 d . . . F2 F -0.0852(15) 0.0998(18) 0.0604(4) 0.394(8) Uani 1 1 d . . . F5 F -0.0341(9) -0.0924(11) 0.1196(4) 0.295(5) Uani 1 1 d . . . N1 N 0.3657(16) -0.0280(16) 0.1107(5) 0.176(4) Uani 1 1 d D . . F6 F -0.0736(11) 0.1481(10) 0.1454(4) 0.326(5) Uani 1 1 d . . . F1 F -0.2542(8) -0.0902(10) 0.0683(4) 0.272(4) Uani 1 1 d . . . C21 C -0.629(2) -0.156(3) 0.6740(7) 0.348(10) Uani 1 1 d DU . . H21A H -0.6295 -0.2548 0.6733 0.418 Uiso 1 1 calc R . . H21B H -0.7104 -0.1229 0.6583 0.418 Uiso 1 1 calc R . . C9 C 0.1466(18) -0.143(2) 0.2475(6) 0.313(9) Uani 1 1 d DU . . H9A H 0.0618 -0.1247 0.2309 0.376 Uiso 1 1 calc R . . H9B H 0.1677 -0.2397 0.2447 0.376 Uiso 1 1 calc R . . C18 C -0.376(2) -0.098(2) 0.5790(11) 0.298(12) Uani 1 1 d D . . H18A H -0.3915 -0.0008 0.5763 0.358 Uiso 1 1 calc R . . H18B H -0.2944 -0.1107 0.5981 0.358 Uiso 1 1 calc R . . C17 C -0.351(3) -0.153(2) 0.5323(9) 0.293(10) Uani 1 1 d D . . H17A H -0.4327 -0.1396 0.5135 0.352 Uiso 1 1 calc R . . H17B H -0.3373 -0.2505 0.5353 0.352 Uiso 1 1 calc R . . C13 C -0.0928(17) -0.158(2) 0.3906(6) 0.277(8) Uani 1 1 d DU . . H13A H -0.0877 -0.2570 0.3924 0.332 Uiso 1 1 calc R . . H13B H -0.1742 -0.1344 0.3728 0.332 Uiso 1 1 calc R . . N3 N 0.4073(15) -0.1274(13) 0.0490(7) 0.175(4) Uani 1 1 d D . . C22 C -0.622(2) -0.107(3) 0.7226(8) 0.392(11) Uani 1 1 d DU . . H22A H -0.6102 -0.0085 0.7240 0.470 Uiso 1 1 calc R . . H22B H -0.5485 -0.1501 0.7401 0.470 Uiso 1 1 calc R . . C12 C 0.0266(19) -0.105(2) 0.3671(7) 0.293(8) Uani 1 1 d DU . . H12A H 0.1086 -0.1340 0.3837 0.351 Uiso 1 1 calc R . . H12B H 0.0247 -0.0061 0.3668 0.351 Uiso 1 1 calc R . . C10 C 0.1417(17) -0.101(2) 0.2974(6) 0.314(9) Uani 1 1 d DU . . H10A H 0.2232 -0.1314 0.3139 0.377 Uiso 1 1 calc R . . H10B H 0.1385 -0.0022 0.2993 0.377 Uiso 1 1 calc R . . C15 C -0.219(2) -0.162(2) 0.4597(8) 0.303(10) Uani 1 1 d D . . H15A H -0.2068 -0.2597 0.4632 0.364 Uiso 1 1 calc R . . H15B H -0.2999 -0.1468 0.4403 0.364 Uiso 1 1 calc R . . C24 C 0.4669(14) -0.2154(15) 0.0125(5) 0.229(6) Uani 1 1 d . . . H24A H 0.4596 -0.1686 -0.0163 0.343 Uiso 1 1 calc R . . H24B H 0.4189 -0.3003 0.0102 0.343 Uiso 1 1 calc R . . H24C H 0.5600 -0.2329 0.0206 0.343 Uiso 1 1 calc R . . C5 C 0.2730(19) 0.0125(18) 0.0809(11) 0.218(8) Uani 1 1 d . . . H5 H 0.2028 0.0728 0.0856 0.262 Uiso 1 1 calc R . . C20 C -0.509(2) -0.103(3) 0.6511(8) 0.314(9) Uani 1 1 d DU . . H20A H -0.4292 -0.1247 0.6701 0.377 Uiso 1 1 calc R . . H20B H -0.5157 -0.0046 0.6492 0.377 Uiso 1 1 calc R . . C14 C -0.099(2) -0.100(2) 0.4379(7) 0.279(7) Uani 1 1 d DU . . H14A H -0.1085 -0.0019 0.4365 0.334 Uiso 1 1 calc R . . H14B H -0.0178 -0.1222 0.4559 0.334 Uiso 1 1 calc R . . C11 C 0.0256(15) -0.1578(19) 0.3190(6) 0.272(7) Uani 1 1 d DU . . H11A H 0.0303 -0.2568 0.3190 0.326 Uiso 1 1 calc R . . H11B H -0.0566 -0.1304 0.3023 0.326 Uiso 1 1 calc R . . C2 C 0.4444(16) -0.1147(18) 0.0922(9) 0.176(5) Uani 1 1 d . . . H2 H 0.5157 -0.1605 0.1072 0.211 Uiso 1 1 calc R . . C19 C -0.491(3) -0.159(2) 0.6038(8) 0.299(11) Uani 1 1 d D . . H19A H -0.4774 -0.2569 0.6061 0.359 Uiso 1 1 calc R . . H19B H -0.5736 -0.1440 0.5855 0.359 Uiso 1 1 calc R . . C23 C -0.756(3) -0.148(3) 0.7402(8) 0.468(17) Uani 1 1 d DU . . H23A H -0.8220 -0.1515 0.7153 0.701 Uiso 1 1 calc R . . H23B H -0.7829 -0.0824 0.7623 0.701 Uiso 1 1 calc R . . H23C H -0.7479 -0.2364 0.7543 0.701 Uiso 1 1 calc R . . C16 C -0.235(2) -0.097(2) 0.5057(9) 0.272(9) Uani 1 1 d D . . H16A H -0.2489 0.0003 0.5014 0.326 Uiso 1 1 calc R . . H16B H -0.1524 -0.1092 0.5240 0.326 Uiso 1 1 calc R . . C4 C 0.301(2) -0.052(2) 0.0417(8) 0.217(8) Uani 1 1 d D . . H4 H 0.2520 -0.0442 0.0139 0.260 Uiso 1 1 calc R . . C7 C 0.2799(18) -0.0943(19) 0.1824(5) 0.309(8) Uani 1 1 d DU . . H7A H 0.1949 -0.0894 0.1648 0.371 Uiso 1 1 calc R . . H7B H 0.3121 -0.1877 0.1815 0.371 Uiso 1 1 calc R . . C8 C 0.260(2) -0.054(2) 0.2303(5) 0.321(9) Uani 1 1 d DU . . H8A H 0.2356 0.0419 0.2318 0.385 Uiso 1 1 calc R . . H8B H 0.3422 -0.0679 0.2489 0.385 Uiso 1 1 calc R . . C6 C 0.3846(16) 0.0034(16) 0.1612(6) 0.238(7) Uani 1 1 d D . . H6A H 0.3647 0.0983 0.1675 0.285 Uiso 1 1 calc R . . H6B H 0.4755 -0.0171 0.1726 0.285 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ta1 0.1642(5) 0.1554(5) 0.1931(6) 0.0028(4) 0.0225(4) -0.0009(4) F4 0.363(14) 0.381(16) 0.270(11) 0.045(9) 0.046(10) -0.076(11) F3 0.262(8) 0.226(9) 0.60(2) -0.006(11) -0.029(10) 0.095(7) F2 0.431(16) 0.503(19) 0.253(10) 0.088(12) 0.065(10) -0.194(16) F5 0.222(7) 0.246(8) 0.412(14) -0.040(10) -0.045(8) 0.045(7) N1 0.183(11) 0.149(9) 0.198(13) 0.016(9) 0.033(11) -0.005(8) F6 0.351(11) 0.231(9) 0.391(13) -0.075(9) -0.050(10) -0.047(9) F1 0.198(6) 0.279(8) 0.337(10) -0.103(8) 0.002(6) -0.020(6) C21 0.38(2) 0.30(2) 0.355(19) -0.058(18) -0.080(16) -0.105(18) C9 0.304(19) 0.26(2) 0.37(2) 0.074(19) 0.006(17) -0.052(14) C18 0.29(2) 0.214(19) 0.37(3) -0.09(2) -0.11(2) -0.002(17) C17 0.36(3) 0.204(18) 0.30(3) -0.013(18) -0.10(2) -0.054(18) C13 0.287(15) 0.219(15) 0.31(2) 0.008(12) -0.077(16) -0.077(12) N3 0.143(8) 0.149(10) 0.233(15) 0.045(11) 0.009(11) -0.028(7) C22 0.44(3) 0.35(2) 0.39(2) -0.11(2) -0.056(19) -0.14(2) C12 0.292(19) 0.231(16) 0.35(2) -0.013(17) -0.055(15) -0.072(14) C10 0.215(14) 0.31(2) 0.41(3) 0.06(2) -0.048(16) -0.072(14) C15 0.39(3) 0.213(18) 0.30(2) -0.022(17) -0.05(2) -0.095(18) C24 0.265(14) 0.188(12) 0.240(14) -0.027(11) 0.079(12) -0.024(11) C5 0.179(12) 0.183(15) 0.29(2) 0.077(16) -0.017(17) 0.032(10) C20 0.32(2) 0.247(19) 0.37(2) -0.080(19) -0.098(16) -0.047(17) C14 0.307(18) 0.202(15) 0.319(19) 0.006(14) -0.065(15) -0.053(15) C11 0.207(13) 0.235(17) 0.37(2) 0.017(16) -0.023(14) -0.054(12) C2 0.163(12) 0.162(13) 0.200(16) 0.023(12) -0.029(11) -0.020(10) C19 0.35(3) 0.218(19) 0.32(3) -0.032(17) -0.10(2) -0.061(19) C23 0.56(4) 0.47(4) 0.37(3) -0.07(3) 0.01(2) -0.22(4) C16 0.252(18) 0.213(18) 0.34(3) -0.02(2) -0.042(19) 0.002(15) C4 0.23(2) 0.22(2) 0.198(17) 0.026(14) -0.020(16) -0.063(18) C7 0.277(16) 0.36(2) 0.293(19) -0.057(19) 0.004(15) 0.015(17) C8 0.304(18) 0.36(2) 0.302(19) -0.003(17) 0.021(17) -0.083(14) C6 0.215(15) 0.259(17) 0.24(2) -0.006(14) 0.043(14) -0.037(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 Ta1 F3 1.756(8) . ? Ta1 F2 1.756(9) . ? Ta1 F6 1.789(9) . ? Ta1 F4 1.801(12) . ? Ta1 F5 1.822(9) . ? Ta1 F1 1.871(8) . ? N1 C2 1.292(17) . ? N1 C5 1.30(2) . ? N1 C6 1.514(12) . ? C21 C20 1.486(13) . ? C21 C22 1.500(14) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.523(13) . ? C9 C8 1.535(13) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C18 C17 1.502(13) . ? C18 C19 1.507(13) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.518(13) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C13 C12 1.495(13) . ? C13 C14 1.502(12) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C4 1.298(10) . ? N3 C2 1.307(15) . ? N3 C24 1.515(17) . ? C22 C23 1.507(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.502(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.453(12) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C14 1.506(13) . ? C15 C16 1.506(13) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.35(2) . ? C5 H5 0.9300 . ? C20 C19 1.508(13) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? C7 C8 1.479(9) . ? C7 C6 1.566(9) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? 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 F3 Ta1 F2 91.0(7) . . ? F3 Ta1 F6 94.0(6) . . ? F2 Ta1 F6 91.1(6) . . ? F3 Ta1 F4 85.1(6) . . ? F2 Ta1 F4 171.7(5) . . ? F6 Ta1 F4 96.5(6) . . ? F3 Ta1 F5 175.6(5) . . ? F2 Ta1 F5 92.8(7) . . ? F6 Ta1 F5 88.1(5) . . ? F4 Ta1 F5 90.8(6) . . ? F3 Ta1 F1 88.7(5) . . ? F2 Ta1 F1 88.2(6) . . ? F6 Ta1 F1 177.3(4) . . ? F4 Ta1 F1 84.3(5) . . ? F5 Ta1 F1 89.2(5) . . ? C2 N1 C5 110.2(17) . . ? C2 N1 C6 120(2) . . ? C5 N1 C6 130(2) . . ? C20 C21 C22 108.6(18) . . ? C20 C21 H21A 110.0 . . ? C22 C21 H21A 110.0 . . ? C20 C21 H21B 110.0 . . ? C22 C21 H21B 110.0 . . ? H21A C21 H21B 108.4 . . ? C10 C9 C8 102.6(12) . . ? C10 C9 H9A 111.3 . . ? C8 C9 H9A 111.3 . . ? C10 C9 H9B 111.3 . . ? C8 C9 H9B 111.3 . . ? H9A C9 H9B 109.2 . . ? C17 C18 C19 118(2) . . ? C17 C18 H18A 107.9 . . ? C19 C18 H18A 107.9 . . ? C17 C18 H18B 107.9 . . ? C19 C18 H18B 107.9 . . ? H18A C18 H18B 107.2 . . ? C18 C17 C16 120(2) . . ? C18 C17 H17A 107.3 . . ? C16 C17 H17A 107.3 . . ? C18 C17 H17B 107.3 . . ? C16 C17 H17B 107.3 . . ? H17A C17 H17B 106.9 . . ? C12 C13 C14 111.5(18) . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 108.0 . . ? C4 N3 C2 107.2(19) . . ? C4 N3 C24 123(2) . . ? C2 N3 C24 129(2) . . ? C21 C22 C23 103.9(18) . . ? C21 C22 H22A 111.0 . . ? C23 C22 H22A 111.0 . . ? C21 C22 H22B 111.0 . . ? C23 C22 H22B 111.0 . . ? H22A C22 H22B 109.0 . . ? C13 C12 C11 110.1(15) . . ? C13 C12 H12A 109.6 . . ? C11 C12 H12A 109.6 . . ? C13 C12 H12B 109.6 . . ? C11 C12 H12B 109.6 . . ? H12A C12 H12B 108.2 . . ? C11 C10 C9 112.1(13) . . ? C11 C10 H10A 109.2 . . ? C9 C10 H10A 109.2 . . ? C11 C10 H10B 109.2 . . ? C9 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C14 C15 C16 109.3(18) . . ? C14 C15 H15A 109.8 . . ? C16 C15 H15A 109.8 . . ? C14 C15 H15B 109.8 . . ? C16 C15 H15B 109.8 . . ? H15A C15 H15B 108.3 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N1 C5 C4 104.9(17) . . ? N1 C5 H5 127.6 . . ? C4 C5 H5 127.6 . . ? C21 C20 C19 115(2) . . ? C21 C20 H20A 108.5 . . ? C19 C20 H20A 108.5 . . ? C21 C20 H20B 108.5 . . ? C19 C20 H20B 108.5 . . ? H20A C20 H20B 107.5 . . ? C13 C14 C15 108.1(18) . . ? C13 C14 H14A 110.1 . . ? C15 C14 H14A 110.1 . . ? C13 C14 H14B 110.1 . . ? C15 C14 H14B 110.1 . . ? H14A C14 H14B 108.4 . . ? C10 C11 C12 107.9(14) . . ? C10 C11 H11A 110.1 . . ? C12 C11 H11A 110.1 . . ? C10 C11 H11B 110.1 . . ? C12 C11 H11B 110.1 . . ? H11A C11 H11B 108.4 . . ? N1 C2 N3 108.7(15) . . ? N1 C2 H2 125.7 . . ? N3 C2 H2 125.7 . . ? C18 C19 C20 115(2) . . ? C18 C19 H19A 108.4 . . ? C20 C19 H19A 108.4 . . ? C18 C19 H19B 108.4 . . ? C20 C19 H19B 108.4 . . ? H19A C19 H19B 107.5 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C15 C16 C17 115(2) . . ? C15 C16 H16A 108.5 . . ? C17 C16 H16A 108.5 . . ? C15 C16 H16B 108.5 . . ? C17 C16 H16B 108.5 . . ? H16A C16 H16B 107.5 . . ? N3 C4 C5 109.0(19) . . ? N3 C4 H4 125.5 . . ? C5 C4 H4 125.5 . . ? C8 C7 C6 109.5(11) . . ? C8 C7 H7A 109.8 . . ? C6 C7 H7A 109.8 . . ? C8 C7 H7B 109.8 . . ? C6 C7 H7B 109.8 . . ? H7A C7 H7B 108.2 . . ? C7 C8 C9 107.0(12) . . ? C7 C8 H8A 110.3 . . ? C9 C8 H8A 110.3 . . ? C7 C8 H8B 110.3 . . ? C9 C8 H8B 110.3 . . ? H8A C8 H8B 108.6 . . ? N1 C6 C7 102.2(10) . . ? N1 C6 H6A 111.3 . . ? C7 C6 H6A 111.3 . . ? N1 C6 H6B 111.3 . . ? C7 C6 H6B 111.3 . . ? H6A C6 H6B 109.2 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.466 _refine_diff_density_min -0.250 _refine_diff_density_rms 0.072 #=END #============================================================ data_C18MImPF6--100oC #TrackingRef '- SI--100oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843147' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImPF6 _chemical_melting_point 352.9 _chemical_formula_moiety ; (C22 N2 H43 +), (P F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 P' _chemical_formula_weight 480.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' N N 0.0061 0.0033 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.1715(7) _cell_length_b 9.8807(8) _cell_length_c 28.520(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.707(2) _cell_angle_gamma 90.00 _cell_volume 2571.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 11398 _cell_measurement_theta_min 6.08 _cell_measurement_theta_max 54.98 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.241 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.161 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6296 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22634 _diffrn_reflns_av_R_equivalents 0.0556 _diffrn_reflns_av_sigmaI/netI 0.0511 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5864 _reflns_number_gt 3373 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0519P)^2^+0.9719P] 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 5864 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1000 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1532 _refine_ls_wR_factor_gt 0.1059 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _refine_ls_shift/su_max 0.023 _refine_ls_shift/su_mean 0.001 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 -0.14396(7) 0.01931(7) 0.10347(2) 0.03969(19) Uani 1 1 d . . . F4 F -0.21504(18) -0.04596(18) 0.14665(5) 0.0548(4) Uani 1 1 d . . . F3 F -0.27856(19) 0.12091(19) 0.09605(8) 0.0758(6) Uani 1 1 d . . . F2 F -0.0751(2) 0.0821(2) 0.05916(7) 0.0803(7) Uani 1 1 d . . . F5 F -0.01153(17) -0.08469(16) 0.11068(6) 0.0542(4) Uani 1 1 d . . . N1 N 0.3932(2) -0.0033(2) 0.11362(7) 0.0338(5) Uani 1 1 d . . . F6 F -0.0544(2) 0.12276(18) 0.13735(7) 0.0692(5) Uani 1 1 d . . . F1 F -0.23375(18) -0.0867(2) 0.06906(6) 0.0606(5) Uani 1 1 d . . . C21 C -0.6528(3) -0.1495(3) 0.67100(8) 0.0371(6) Uani 1 1 d . . . H21A H -0.7434 -0.1365 0.6509 0.044 Uiso 1 1 calc R . . H21B H -0.6383 -0.2461 0.6753 0.044 Uiso 1 1 calc R . . C9 C 0.1511(3) -0.1701(3) 0.22743(8) 0.0388(6) Uani 1 1 d . . . H9A H 0.1443 -0.2678 0.2298 0.047 Uiso 1 1 calc R . . H9B H 0.0624 -0.1385 0.2094 0.047 Uiso 1 1 calc R . . C18 C -0.3868(3) -0.0961(3) 0.57350(8) 0.0365(5) Uani 1 1 d . . . H18A H -0.2958 -0.1107 0.5933 0.044 Uiso 1 1 calc R . . H18B H -0.4010 0.0009 0.5702 0.044 Uiso 1 1 calc R . . C17 C -0.3725(3) -0.1566(3) 0.52490(8) 0.0349(5) Uani 1 1 d . . . H17A H -0.3583 -0.2536 0.5282 0.042 Uiso 1 1 calc R . . H17B H -0.4634 -0.1419 0.5051 0.042 Uiso 1 1 calc R . . C6 C 0.4261(3) 0.0456(3) 0.16249(8) 0.0393(6) Uani 1 1 d . . . H6A H 0.4421 0.1426 0.1622 0.047 Uiso 1 1 calc R . . H6B H 0.5155 0.0032 0.1764 0.047 Uiso 1 1 calc R . . C13 C -0.0953(3) -0.1594(3) 0.37862(8) 0.0354(5) Uani 1 1 d . . . H13A H -0.0817 -0.2564 0.3820 0.043 Uiso 1 1 calc R . . H13B H -0.1870 -0.1445 0.3593 0.043 Uiso 1 1 calc R . . N3 N 0.4035(2) -0.1170(2) 0.04942(7) 0.0396(5) Uani 1 1 d . . . C22 C -0.6680(3) -0.0852(3) 0.71850(9) 0.0508(7) Uani 1 1 d . . . H22A H -0.6811 0.0116 0.7143 0.061 Uiso 1 1 calc R . . H22B H -0.5780 -0.0995 0.7388 0.061 Uiso 1 1 calc R . . C12 C 0.0288(3) -0.1023(3) 0.35303(8) 0.0359(5) Uani 1 1 d . . . H12A H 0.1212 -0.1197 0.3717 0.043 Uiso 1 1 calc R . . H12B H 0.0171 -0.0050 0.3502 0.043 Uiso 1 1 calc R . . C10 C 0.1576(3) -0.1102(3) 0.27703(8) 0.0362(5) Uani 1 1 d . . . H10A H 0.2511 -0.1326 0.2942 0.043 Uiso 1 1 calc R . . H10B H 0.1510 -0.0124 0.2748 0.043 Uiso 1 1 calc R . . C15 C -0.2328(3) -0.1576(2) 0.45193(8) 0.0339(5) Uani 1 1 d . . . H15A H -0.2186 -0.2545 0.4551 0.041 Uiso 1 1 calc R . . H15B H -0.3239 -0.1428 0.4323 0.041 Uiso 1 1 calc R . . C8 C 0.2816(3) -0.1355(2) 0.20026(9) 0.0392(6) Uani 1 1 d . . . H8A H 0.3700 -0.1710 0.2174 0.047 Uiso 1 1 calc R . . H8B H 0.2692 -0.1807 0.1699 0.047 Uiso 1 1 calc R . . C24 C 0.4537(4) -0.2122(3) 0.01482(10) 0.0543(8) Uani 1 1 d . . . H24A H 0.3704 -0.2528 -0.0028 0.081 Uiso 1 1 calc R . . H24B H 0.5125 -0.2815 0.0309 0.081 Uiso 1 1 calc R . . H24C H 0.5110 -0.1646 -0.0062 0.081 Uiso 1 1 calc R . . C5 C 0.2868(3) 0.0466(3) 0.08107(9) 0.0466(7) Uani 1 1 d . . . H5 H 0.2220 0.1165 0.0858 0.056 Uiso 1 1 calc R . . C20 C -0.5269(3) -0.0926(3) 0.64613(8) 0.0388(6) Uani 1 1 d . . . H20A H -0.4361 -0.1069 0.6660 0.047 Uiso 1 1 calc R . . H20B H -0.5405 0.0042 0.6423 0.047 Uiso 1 1 calc R . . C14 C -0.1077(3) -0.0987(3) 0.42726(8) 0.0348(5) Uani 1 1 d . . . H14A H -0.0164 -0.1138 0.4468 0.042 Uiso 1 1 calc R . . H14B H -0.1216 -0.0017 0.4240 0.042 Uiso 1 1 calc R . . C11 C 0.0343(3) -0.1630(3) 0.30404(8) 0.0358(5) Uani 1 1 d . . . H11A H 0.0444 -0.2604 0.3072 0.043 Uiso 1 1 calc R . . H11B H -0.0583 -0.1451 0.2856 0.043 Uiso 1 1 calc R . . C2 C 0.4617(3) -0.1026(3) 0.09352(9) 0.0374(6) Uani 1 1 d . . . H2 H 0.5384 -0.1538 0.1081 0.045 Uiso 1 1 calc R . . C7 C 0.3022(3) 0.0139(2) 0.19221(9) 0.0357(5) Uani 1 1 d . . . H7A H 0.3215 0.0585 0.2225 0.043 Uiso 1 1 calc R . . H7B H 0.2118 0.0508 0.1768 0.043 Uiso 1 1 calc R . . C19 C -0.5123(3) -0.1551(3) 0.59801(8) 0.0356(5) Uani 1 1 d . . . H19A H -0.4975 -0.2518 0.6018 0.043 Uiso 1 1 calc R . . H19B H -0.6032 -0.1415 0.5781 0.043 Uiso 1 1 calc R . . C23 C -0.7956(4) -0.1411(3) 0.74277(11) 0.0621(9) Uani 1 1 d . . . H23A H -0.8857 -0.1237 0.7236 0.093 Uiso 1 1 calc R . . H23B H -0.7982 -0.0979 0.7728 0.093 Uiso 1 1 calc R . . H23C H -0.7834 -0.2369 0.7472 0.093 Uiso 1 1 calc R . . C16 C -0.2468(3) -0.0975(3) 0.50052(8) 0.0345(5) Uani 1 1 d . . . H16A H -0.1559 -0.1125 0.5203 0.041 Uiso 1 1 calc R . . H16B H -0.2608 -0.0005 0.4974 0.041 Uiso 1 1 calc R . . C4 C 0.2930(3) -0.0237(3) 0.04117(9) 0.0487(7) Uani 1 1 d . . . H4 H 0.2335 -0.0115 0.0131 0.058 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0409(4) 0.0395(4) 0.0388(4) 0.0044(3) 0.0049(3) 0.0007(3) F4 0.0614(10) 0.0653(11) 0.0398(9) 0.0043(8) 0.0156(8) -0.0037(9) F3 0.0522(11) 0.0548(11) 0.1192(17) 0.0221(11) 0.0033(11) 0.0156(9) F2 0.0562(11) 0.1209(18) 0.0638(12) 0.0452(12) 0.0061(9) -0.0203(12) F5 0.0480(9) 0.0488(9) 0.0658(11) -0.0037(8) 0.0050(8) 0.0108(8) N1 0.0358(10) 0.0347(11) 0.0323(10) 0.0033(8) 0.0101(9) -0.0022(9) F6 0.0656(12) 0.0485(10) 0.0912(14) -0.0227(10) -0.0034(10) -0.0072(9) F1 0.0492(9) 0.0857(13) 0.0472(10) -0.0198(9) 0.0069(8) -0.0141(9) C21 0.0465(14) 0.0352(13) 0.0301(12) 0.0005(10) 0.0068(11) -0.0004(11) C9 0.0488(14) 0.0365(13) 0.0330(13) -0.0015(11) 0.0137(11) -0.0063(12) C18 0.0417(13) 0.0387(13) 0.0301(12) -0.0021(10) 0.0093(11) -0.0035(11) C17 0.0408(13) 0.0361(12) 0.0286(12) -0.0013(10) 0.0071(10) -0.0018(11) C6 0.0441(14) 0.0403(14) 0.0346(13) -0.0040(11) 0.0096(11) -0.0083(12) C13 0.0410(13) 0.0357(12) 0.0305(12) 0.0004(10) 0.0087(10) -0.0006(11) N3 0.0496(13) 0.0387(11) 0.0317(11) -0.0015(9) 0.0095(10) -0.0093(10) C22 0.0516(16) 0.069(2) 0.0329(14) -0.0071(13) 0.0114(13) -0.0049(15) C12 0.0393(13) 0.0400(13) 0.0292(12) 0.0027(10) 0.0074(10) -0.0026(11) C10 0.0378(13) 0.0382(13) 0.0340(13) 0.0019(11) 0.0104(11) -0.0020(11) C15 0.0388(13) 0.0353(12) 0.0284(12) -0.0004(10) 0.0064(10) -0.0035(11) C8 0.0465(14) 0.0367(13) 0.0365(13) 0.0010(11) 0.0152(12) 0.0006(12) C24 0.076(2) 0.0473(16) 0.0419(16) -0.0114(13) 0.0194(15) -0.0155(15) C5 0.0500(15) 0.0496(16) 0.0407(15) 0.0111(13) 0.0067(12) 0.0092(14) C20 0.0429(14) 0.0442(14) 0.0302(13) -0.0048(11) 0.0089(11) -0.0031(12) C14 0.0395(13) 0.0363(13) 0.0294(12) 0.0012(10) 0.0067(10) -0.0018(11) C11 0.0406(13) 0.0358(13) 0.0325(13) 0.0015(10) 0.0113(11) -0.0004(11) C2 0.0383(13) 0.0381(13) 0.0370(13) 0.0002(11) 0.0094(11) -0.0014(11) C7 0.0392(13) 0.0341(12) 0.0348(12) -0.0021(10) 0.0095(11) -0.0021(11) C19 0.0411(13) 0.0360(13) 0.0302(12) -0.0018(10) 0.0065(10) -0.0001(11) C23 0.089(2) 0.0561(19) 0.0462(17) 0.0032(14) 0.0326(17) -0.0004(18) C16 0.0396(13) 0.0357(12) 0.0291(11) -0.0007(10) 0.0075(10) -0.0026(11) C4 0.0532(16) 0.0572(17) 0.0349(14) 0.0105(13) 0.0005(12) 0.0016(14) _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 F6 1.5798(18) . ? P1 F4 1.5866(16) . ? P1 F3 1.5890(18) . ? P1 F5 1.5886(16) . ? P1 F2 1.5935(18) . ? P1 F1 1.6055(18) . ? N1 C2 1.326(3) . ? N1 C5 1.370(3) . ? N1 C6 1.478(3) . ? C21 C22 1.515(3) . ? C21 C20 1.521(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C8 1.528(3) . ? C9 C10 1.529(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C18 C19 1.522(3) . ? C18 C17 1.527(3) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.521(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C6 C7 1.517(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C13 C12 1.521(3) . ? C13 C14 1.526(3) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.324(3) . ? N3 C4 1.374(3) . ? N3 C24 1.470(3) . ? C22 C23 1.521(4) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.526(3) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.523(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C14 1.520(3) . ? C15 C16 1.525(3) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C8 C7 1.508(3) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.339(4) . ? C5 H5 0.9300 . ? C20 C19 1.523(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? 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 F6 P1 F4 90.98(10) . . ? F6 P1 F3 91.30(11) . . ? F4 P1 F3 89.22(10) . . ? F6 P1 F5 89.71(10) . . ? F4 P1 F5 90.26(9) . . ? F3 P1 F5 178.88(11) . . ? F6 P1 F2 90.58(12) . . ? F4 P1 F2 178.44(12) . . ? F3 P1 F2 90.73(11) . . ? F5 P1 F2 89.77(10) . . ? F6 P1 F1 179.49(11) . . ? F4 P1 F1 89.07(10) . . ? F3 P1 F1 89.22(11) . . ? F5 P1 F1 89.78(10) . . ? F2 P1 F1 89.36(11) . . ? C2 N1 C5 108.0(2) . . ? C2 N1 C6 126.0(2) . . ? C5 N1 C6 125.9(2) . . ? C22 C21 C20 113.8(2) . . ? C22 C21 H21A 108.8 . . ? C20 C21 H21A 108.8 . . ? C22 C21 H21B 108.8 . . ? C20 C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? C8 C9 C10 114.9(2) . . ? C8 C9 H9A 108.5 . . ? C10 C9 H9A 108.5 . . ? C8 C9 H9B 108.5 . . ? C10 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? C19 C18 C17 113.8(2) . . ? C19 C18 H18A 108.8 . . ? C17 C18 H18A 108.8 . . ? C19 C18 H18B 108.8 . . ? C17 C18 H18B 108.8 . . ? H18A C18 H18B 107.7 . . ? C16 C17 C18 113.7(2) . . ? C16 C17 H17A 108.8 . . ? C18 C17 H17A 108.8 . . ? C16 C17 H17B 108.8 . . ? C18 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? N1 C6 C7 111.4(2) . . ? N1 C6 H6A 109.3 . . ? C7 C6 H6A 109.3 . . ? N1 C6 H6B 109.3 . . ? C7 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? C12 C13 C14 114.7(2) . . ? C12 C13 H13A 108.6 . . ? C14 C13 H13A 108.6 . . ? C12 C13 H13B 108.6 . . ? C14 C13 H13B 108.6 . . ? H13A C13 H13B 107.6 . . ? C2 N3 C4 108.1(2) . . ? C2 N3 C24 125.7(2) . . ? C4 N3 C24 126.1(2) . . ? C21 C22 C23 113.5(2) . . ? C21 C22 H22A 108.9 . . ? C23 C22 H22A 108.9 . . ? C21 C22 H22B 108.9 . . ? C23 C22 H22B 108.9 . . ? H22A C22 H22B 107.7 . . ? C13 C12 C11 112.8(2) . . ? C13 C12 H12A 109.0 . . ? C11 C12 H12A 109.0 . . ? C13 C12 H12B 109.0 . . ? C11 C12 H12B 109.0 . . ? H12A C12 H12B 107.8 . . ? C11 C10 C9 111.9(2) . . ? C11 C10 H10A 109.2 . . ? C9 C10 H10A 109.2 . . ? C11 C10 H10B 109.2 . . ? C9 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C14 C15 C16 114.0(2) . . ? C14 C15 H15A 108.7 . . ? C16 C15 H15A 108.7 . . ? C14 C15 H15B 108.7 . . ? C16 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? C7 C8 C9 114.4(2) . . ? 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 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C4 C5 N1 107.6(2) . . ? C4 C5 H5 126.2 . . ? N1 C5 H5 126.2 . . ? C21 C20 C19 114.1(2) . . ? C21 C20 H20A 108.7 . . ? C19 C20 H20A 108.7 . . ? C21 C20 H20B 108.7 . . ? C19 C20 H20B 108.7 . . ? H20A C20 H20B 107.6 . . ? C15 C14 C13 113.5(2) . . ? C15 C14 H14A 108.9 . . ? C13 C14 H14A 108.9 . . ? C15 C14 H14B 108.9 . . ? C13 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? C10 C11 C12 114.9(2) . . ? C10 C11 H11A 108.5 . . ? C12 C11 H11A 108.5 . . ? C10 C11 H11B 108.5 . . ? C12 C11 H11B 108.5 . . ? H11A C11 H11B 107.5 . . ? N3 C2 N1 109.1(2) . . ? N3 C2 H2 125.5 . . ? N1 C2 H2 125.5 . . ? C8 C7 C6 113.5(2) . . ? C8 C7 H7A 108.9 . . ? C6 C7 H7A 108.9 . . ? C8 C7 H7B 108.9 . . ? C6 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C18 C19 C20 113.4(2) . . ? C18 C19 H19A 108.9 . . ? C20 C19 H19A 108.9 . . ? C18 C19 H19B 108.9 . . ? C20 C19 H19B 108.9 . . ? H19A C19 H19B 107.7 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C17 C16 C15 113.7(2) . . ? C17 C16 H16A 108.8 . . ? C15 C16 H16A 108.8 . . ? C17 C16 H16B 108.8 . . ? C15 C16 H16B 108.8 . . ? H16A C16 H16B 107.7 . . ? C5 C4 N3 107.2(2) . . ? C5 C4 H4 126.4 . . ? N3 C4 H4 126.4 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.400 _refine_diff_density_min -0.533 _refine_diff_density_rms 0.072 #=END data_C18MImAsF6--100oC #TrackingRef '- SI--100oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843148' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImAsF6 _chemical_melting_point 351.1 _chemical_formula_moiety ; (C22 N2 H43 +), (As F6 -) ; _chemical_formula_sum 'C22 H43 As F6 N2' _chemical_formula_weight 524.50 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' N N 0.0061 0.0033 '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' As As 0.0499 2.0058 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.1894(2) _cell_length_b 9.9779(3) _cell_length_c 28.5321(7) _cell_angle_alpha 90.00 _cell_angle_beta 96.0148(7) _cell_angle_gamma 90.00 _cell_volume 2601.74(12) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 16988 _cell_measurement_theta_min 6.05 _cell_measurement_theta_max 54.94 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 1.360 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7140 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24782 _diffrn_reflns_av_R_equivalents 0.0452 _diffrn_reflns_av_sigmaI/netI 0.0403 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.47 _reflns_number_total 5884 _reflns_number_gt 4153 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0499P)^2^+1.1046P] 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 5884 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0681 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.1190 _refine_ls_wR_factor_gt 0.0981 _refine_ls_goodness_of_fit_ref 1.126 _refine_ls_restrained_S_all 1.126 _refine_ls_shift/su_max 0.002 _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 As1 As -0.14483(3) 0.01897(3) 0.104696(11) 0.03872(11) Uani 1 1 d . . . F4 F -0.2185(2) -0.0533(2) 0.15093(6) 0.0538(5) Uani 1 1 d . . . F3 F -0.2902(2) 0.1271(2) 0.09796(9) 0.0696(6) Uani 1 1 d . . . F2 F -0.0745(2) 0.0895(3) 0.05707(7) 0.0750(7) Uani 1 1 d . . . F5 F -0.0020(2) -0.09151(18) 0.11097(7) 0.0542(5) Uani 1 1 d . . . N1 N 0.3922(3) -0.0016(2) 0.11593(8) 0.0349(5) Uani 1 1 d . . . F6 F -0.0470(2) 0.1284(2) 0.14138(8) 0.0640(6) Uani 1 1 d . . . F1 F -0.2422(2) -0.0917(2) 0.06732(7) 0.0603(5) Uani 1 1 d . . . C21 C -0.6566(3) -0.1487(3) 0.66964(10) 0.0395(7) Uani 1 1 d . . . H21A H -0.7467 -0.1349 0.6493 0.047 Uiso 1 1 calc R . . H21B H -0.6429 -0.2445 0.6737 0.047 Uiso 1 1 calc R . . C9 C 0.1525(3) -0.1696(3) 0.22956(10) 0.0403(7) Uani 1 1 d . . . H9A H 0.0640 -0.1377 0.2115 0.048 Uiso 1 1 calc R . . H9B H 0.1451 -0.2664 0.2318 0.048 Uiso 1 1 calc R . . C18 C -0.3884(3) -0.0960(3) 0.57353(10) 0.0379(6) Uani 1 1 d . . . H18A H -0.2979 -0.1106 0.5936 0.046 Uiso 1 1 calc R . . H18B H -0.4024 0.0000 0.5702 0.046 Uiso 1 1 calc R . . C17 C -0.3734(3) -0.1560(3) 0.52522(10) 0.0368(6) Uani 1 1 d . . . H17A H -0.4639 -0.1415 0.5051 0.044 Uiso 1 1 calc R . . H17B H -0.3592 -0.2520 0.5286 0.044 Uiso 1 1 calc R . . C6 C 0.4276(3) 0.0436(3) 0.16468(10) 0.0389(7) Uani 1 1 d . . . H6A H 0.4455 0.1394 0.1649 0.047 Uiso 1 1 calc R . . H6B H 0.5165 -0.0004 0.1781 0.047 Uiso 1 1 calc R . . C13 C -0.0944(3) -0.1598(3) 0.38013(10) 0.0371(6) Uani 1 1 d . . . H13A H -0.1859 -0.1450 0.3606 0.045 Uiso 1 1 calc R . . H13B H -0.0810 -0.2558 0.3836 0.045 Uiso 1 1 calc R . . N3 N 0.3972(3) -0.1117(2) 0.05097(8) 0.0393(6) Uani 1 1 d . . . C22 C -0.6731(4) -0.0867(4) 0.71723(11) 0.0540(9) Uani 1 1 d . . . H22A H -0.6850 0.0094 0.7133 0.065 Uiso 1 1 calc R . . H22B H -0.5838 -0.1020 0.7378 0.065 Uiso 1 1 calc R . . C12 C 0.0306(3) -0.1032(3) 0.35467(10) 0.0373(6) Uani 1 1 d . . . H12A H 0.0192 -0.0068 0.3518 0.045 Uiso 1 1 calc R . . H12B H 0.1228 -0.1208 0.3735 0.045 Uiso 1 1 calc R . . C10 C 0.1592(3) -0.1109(3) 0.27913(10) 0.0374(6) Uani 1 1 d . . . H10A H 0.1529 -0.0140 0.2770 0.045 Uiso 1 1 calc R . . H10B H 0.2525 -0.1336 0.2964 0.045 Uiso 1 1 calc R . . C15 C -0.2326(3) -0.1570(3) 0.45286(10) 0.0360(6) Uani 1 1 d . . . H15A H -0.3232 -0.1423 0.4329 0.043 Uiso 1 1 calc R . . H15B H -0.2187 -0.2531 0.4562 0.043 Uiso 1 1 calc R . . C8 C 0.2832(3) -0.1358(3) 0.20250(10) 0.0390(7) Uani 1 1 d . . . H8A H 0.3713 -0.1718 0.2196 0.047 Uiso 1 1 calc R . . H8B H 0.2701 -0.1798 0.1720 0.047 Uiso 1 1 calc R . . C24 C 0.4435(4) -0.2047(3) 0.01565(11) 0.0527(8) Uani 1 1 d . . . H24A H 0.3589 -0.2463 -0.0009 0.079 Uiso 1 1 calc R . . H24B H 0.5057 -0.2723 0.0310 0.079 Uiso 1 1 calc R . . H24C H 0.4961 -0.1564 -0.0063 0.079 Uiso 1 1 calc R . . C5 C 0.2871(4) 0.0518(3) 0.08370(11) 0.0470(8) Uani 1 1 d . . . H5 H 0.2251 0.1227 0.0889 0.056 Uiso 1 1 calc R . . C20 C -0.5301(3) -0.0926(3) 0.64544(10) 0.0406(7) Uani 1 1 d . . . H20A H -0.5435 0.0034 0.6416 0.049 Uiso 1 1 calc R . . H20B H -0.4399 -0.1069 0.6657 0.049 Uiso 1 1 calc R . . C14 C -0.1064(3) -0.0989(3) 0.42862(9) 0.0363(6) Uani 1 1 d . . . H14A H -0.0155 -0.1142 0.4484 0.044 Uiso 1 1 calc R . . H14B H -0.1199 -0.0028 0.4253 0.044 Uiso 1 1 calc R . . C11 C 0.0355(3) -0.1632(3) 0.30602(10) 0.0385(6) Uani 1 1 d . . . H11A H -0.0570 -0.1453 0.2875 0.046 Uiso 1 1 calc R . . H11B H 0.0454 -0.2597 0.3092 0.046 Uiso 1 1 calc R . . C2 C 0.4574(3) -0.1009(3) 0.09525(10) 0.0365(6) Uani 1 1 d . . . H2 H 0.5327 -0.1541 0.1094 0.044 Uiso 1 1 calc R . . C7 C 0.3041(3) 0.0129(3) 0.19499(10) 0.0352(6) Uani 1 1 d . . . H7A H 0.3253 0.0561 0.2254 0.042 Uiso 1 1 calc R . . H7B H 0.2136 0.0504 0.1800 0.042 Uiso 1 1 calc R . . C19 C -0.5143(3) -0.1541(3) 0.59770(10) 0.0374(6) Uani 1 1 d . . . H19A H -0.6047 -0.1407 0.5775 0.045 Uiso 1 1 calc R . . H19B H -0.4995 -0.2499 0.6016 0.045 Uiso 1 1 calc R . . C23 C -0.8011(4) -0.1411(4) 0.74084(13) 0.0630(10) Uani 1 1 d . . . H23A H -0.8900 -0.1280 0.7205 0.095 Uiso 1 1 calc R . . H23B H -0.8075 -0.0946 0.7700 0.095 Uiso 1 1 calc R . . H23C H -0.7869 -0.2350 0.7470 0.095 Uiso 1 1 calc R . . C16 C -0.2473(3) -0.0972(3) 0.50126(9) 0.0363(6) Uani 1 1 d . . . H16A H -0.1567 -0.1120 0.5213 0.044 Uiso 1 1 calc R . . H16B H -0.2614 -0.0012 0.4980 0.044 Uiso 1 1 calc R . . C4 C 0.2897(4) -0.0163(3) 0.04353(12) 0.0498(8) Uani 1 1 d . . . H4 H 0.2298 -0.0017 0.0157 0.060 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 As1 0.04210(18) 0.03486(17) 0.03947(19) 0.00395(13) 0.00548(14) 0.00009(13) F4 0.0628(12) 0.0584(12) 0.0418(10) 0.0069(8) 0.0127(9) -0.0042(9) F3 0.0536(11) 0.0536(13) 0.1020(17) 0.0207(12) 0.0102(12) 0.0111(10) F2 0.0584(12) 0.1080(19) 0.0594(13) 0.0356(13) 0.0095(11) -0.0150(12) F5 0.0511(10) 0.0444(11) 0.0672(12) -0.0056(9) 0.0066(9) 0.0064(8) N1 0.0381(12) 0.0317(13) 0.0361(12) 0.0028(9) 0.0092(11) -0.0055(9) F6 0.0650(12) 0.0468(12) 0.0791(15) -0.0170(10) 0.0018(11) -0.0069(10) F1 0.0507(11) 0.0823(15) 0.0483(11) -0.0176(10) 0.0065(9) -0.0107(10) C21 0.0503(17) 0.0355(16) 0.0334(15) 0.0002(12) 0.0078(13) 0.0007(13) C9 0.0468(16) 0.0361(16) 0.0393(16) 0.0005(12) 0.0110(14) -0.0060(13) C18 0.0444(16) 0.0363(16) 0.0340(15) -0.0026(12) 0.0081(13) -0.0022(12) C17 0.0424(15) 0.0355(15) 0.0330(15) -0.0026(11) 0.0067(13) -0.0007(12) C6 0.0428(15) 0.0375(17) 0.0373(15) -0.0033(12) 0.0084(13) -0.0091(12) C13 0.0414(15) 0.0352(15) 0.0357(15) 0.0010(11) 0.0088(13) -0.0006(12) N3 0.0486(14) 0.0347(13) 0.0354(13) 0.0017(10) 0.0076(12) -0.0102(11) C22 0.058(2) 0.067(2) 0.0382(17) -0.0144(16) 0.0100(16) -0.0043(17) C12 0.0407(15) 0.0379(16) 0.0341(15) 0.0008(12) 0.0071(13) -0.0030(12) C10 0.0372(14) 0.0380(16) 0.0381(15) 0.0012(12) 0.0092(13) -0.0032(12) C15 0.0406(15) 0.0355(15) 0.0325(14) -0.0019(11) 0.0069(13) -0.0026(12) C8 0.0449(16) 0.0330(16) 0.0409(16) 0.0011(12) 0.0135(14) 0.0009(12) C24 0.070(2) 0.048(2) 0.0423(18) -0.0081(14) 0.0149(17) -0.0138(17) C5 0.0523(18) 0.0443(19) 0.0448(18) 0.0099(14) 0.0069(16) 0.0078(14) C20 0.0450(16) 0.0426(18) 0.0347(15) -0.0041(12) 0.0060(13) -0.0010(13) C14 0.0402(15) 0.0376(16) 0.0315(14) 0.0004(11) 0.0057(12) -0.0010(12) C11 0.0423(15) 0.0358(16) 0.0390(16) 0.0022(12) 0.0123(13) -0.0015(12) C2 0.0367(14) 0.0327(15) 0.0411(16) 0.0016(12) 0.0079(13) -0.0028(11) C7 0.0372(14) 0.0329(15) 0.0364(15) -0.0034(11) 0.0078(13) 0.0006(11) C19 0.0420(15) 0.0365(16) 0.0341(15) -0.0025(11) 0.0059(13) -0.0005(12) C23 0.089(3) 0.055(2) 0.051(2) 0.0001(16) 0.034(2) -0.003(2) C16 0.0413(14) 0.0364(16) 0.0313(14) -0.0009(11) 0.0041(12) -0.0007(12) C4 0.0528(19) 0.056(2) 0.0397(17) 0.0114(14) -0.0001(15) -0.0010(16) _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 As1 F6 1.703(2) . ? As1 F4 1.7043(17) . ? As1 F5 1.7088(18) . ? As1 F3 1.7119(19) . ? As1 F2 1.7158(18) . ? As1 F1 1.7198(19) . ? N1 C2 1.327(3) . ? N1 C5 1.370(4) . ? N1 C6 1.466(4) . ? C21 C22 1.514(4) . ? C21 C20 1.520(4) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.526(4) . ? C9 C8 1.532(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C18 C19 1.522(4) . ? C18 C17 1.522(4) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.523(4) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C6 C7 1.528(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C13 C14 1.526(4) . ? C13 C12 1.529(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.329(4) . ? N3 C4 1.373(4) . ? N3 C24 1.465(4) . ? C22 C23 1.516(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.517(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.528(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C16 1.523(4) . ? C15 C14 1.525(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C8 C7 1.514(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.335(5) . ? C5 H5 0.9300 . ? C20 C19 1.515(4) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? 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 F6 As1 F4 91.29(10) . . ? F6 As1 F5 89.95(10) . . ? F4 As1 F5 90.51(9) . . ? F6 As1 F3 91.17(11) . . ? F4 As1 F3 89.14(10) . . ? F5 As1 F3 178.83(10) . . ? F6 As1 F2 90.29(11) . . ? F4 As1 F2 178.36(10) . . ? F5 As1 F2 89.91(11) . . ? F3 As1 F2 90.41(11) . . ? F6 As1 F1 179.42(9) . . ? F4 As1 F1 89.16(9) . . ? F5 As1 F1 89.69(10) . . ? F3 As1 F1 89.19(11) . . ? F2 As1 F1 89.26(11) . . ? C2 N1 C5 108.1(3) . . ? C2 N1 C6 125.9(3) . . ? C5 N1 C6 126.0(3) . . ? C22 C21 C20 114.2(3) . . ? C22 C21 H21A 108.7 . . ? C20 C21 H21A 108.7 . . ? C22 C21 H21B 108.7 . . ? C20 C21 H21B 108.7 . . ? H21A C21 H21B 107.6 . . ? C10 C9 C8 115.2(2) . . ? C10 C9 H9A 108.5 . . ? C8 C9 H9A 108.5 . . ? C10 C9 H9B 108.5 . . ? C8 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? C19 C18 C17 114.0(2) . . ? C19 C18 H18A 108.8 . . ? C17 C18 H18A 108.8 . . ? C19 C18 H18B 108.8 . . ? C17 C18 H18B 108.8 . . ? H18A C18 H18B 107.7 . . ? C18 C17 C16 113.6(2) . . ? C18 C17 H17A 108.8 . . ? C16 C17 H17A 108.8 . . ? C18 C17 H17B 108.8 . . ? C16 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? N1 C6 C7 111.8(2) . . ? N1 C6 H6A 109.3 . . ? C7 C6 H6A 109.3 . . ? N1 C6 H6B 109.3 . . ? C7 C6 H6B 109.3 . . ? H6A C6 H6B 107.9 . . ? C14 C13 C12 114.4(2) . . ? C14 C13 H13A 108.7 . . ? C12 C13 H13A 108.7 . . ? C14 C13 H13B 108.7 . . ? C12 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C2 N3 C4 108.2(3) . . ? C2 N3 C24 125.7(3) . . ? C4 N3 C24 126.1(3) . . ? C21 C22 C23 114.0(3) . . ? C21 C22 H22A 108.7 . . ? C23 C22 H22A 108.7 . . ? C21 C22 H22B 108.7 . . ? C23 C22 H22B 108.7 . . ? H22A C22 H22B 107.6 . . ? C11 C12 C13 112.7(2) . . ? C11 C12 H12A 109.1 . . ? C13 C12 H12A 109.1 . . ? C11 C12 H12B 109.1 . . ? C13 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? C9 C10 C11 112.0(2) . . ? C9 C10 H10A 109.2 . . ? C11 C10 H10A 109.2 . . ? C9 C10 H10B 109.2 . . ? C11 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C16 C15 C14 113.9(2) . . ? C16 C15 H15A 108.8 . . ? C14 C15 H15A 108.8 . . ? C16 C15 H15B 108.8 . . ? C14 C15 H15B 108.8 . . ? H15A C15 H15B 107.7 . . ? C7 C8 C9 113.9(2) . . ? C7 C8 H8A 108.8 . . ? C9 C8 H8A 108.8 . . ? C7 C8 H8B 108.8 . . ? C9 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C4 C5 N1 107.7(3) . . ? C4 C5 H5 126.2 . . ? N1 C5 H5 126.2 . . ? C19 C20 C21 114.2(2) . . ? C19 C20 H20A 108.7 . . ? C21 C20 H20A 108.7 . . ? C19 C20 H20B 108.7 . . ? C21 C20 H20B 108.7 . . ? H20A C20 H20B 107.6 . . ? C15 C14 C13 113.0(2) . . ? C15 C14 H14A 109.0 . . ? C13 C14 H14A 109.0 . . ? C15 C14 H14B 109.0 . . ? C13 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? C12 C11 C10 114.8(2) . . ? C12 C11 H11A 108.6 . . ? C10 C11 H11A 108.6 . . ? C12 C11 H11B 108.6 . . ? C10 C11 H11B 108.6 . . ? H11A C11 H11B 107.5 . . ? N1 C2 N3 108.7(3) . . ? N1 C2 H2 125.6 . . ? N3 C2 H2 125.6 . . ? C8 C7 C6 112.9(2) . . ? C8 C7 H7A 109.0 . . ? C6 C7 H7A 109.0 . . ? C8 C7 H7B 109.0 . . ? C6 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C20 C19 C18 113.7(2) . . ? C20 C19 H19A 108.8 . . ? C18 C19 H19A 108.8 . . ? C20 C19 H19B 108.8 . . ? C18 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C17 C16 C15 113.6(2) . . ? C17 C16 H16A 108.9 . . ? C15 C16 H16A 108.9 . . ? C17 C16 H16B 108.9 . . ? C15 C16 H16B 108.9 . . ? H16A C16 H16B 107.7 . . ? C5 C4 N3 107.3(3) . . ? C5 C4 H4 126.3 . . ? N3 C4 H4 126.3 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.838 _refine_diff_density_min -0.657 _refine_diff_density_rms 0.080 #=END data_C18MImSbF6--100oC #TrackingRef '- SI--100oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843149' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImSbF6 _chemical_melting_point 347.5 _chemical_formula_moiety ; (C22 N2 H43 +), (Sb F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 Sb' _chemical_formula_weight 571.33 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' N N 0.0061 0.0033 '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' Sb Sb -0.5866 1.5461 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.2091(3) _cell_length_b 10.1539(5) _cell_length_c 28.5250(10) _cell_angle_alpha 90.00 _cell_angle_beta 96.2477(10) _cell_angle_gamma 90.00 _cell_volume 2651.47(18) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 22679 _cell_measurement_theta_min 5.99 _cell_measurement_theta_max 54.99 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.75 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.431 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 1.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7247 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25221 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0248 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6035 _reflns_number_gt 5442 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0392P)^2^+0.6381P] 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 6035 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0297 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0676 _refine_ls_wR_factor_gt 0.0656 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.002 _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 Sb1 Sb -0.142547(12) 0.016685(12) 0.106039(4) 0.03108(5) Uani 1 1 d . . . F4 F -0.22005(14) -0.06319(13) 0.15688(4) 0.0486(3) Uani 1 1 d . . . F3 F -0.30077(13) 0.13320(13) 0.10018(5) 0.0546(3) Uani 1 1 d . . . F2 F -0.07123(14) 0.09414(16) 0.05337(5) 0.0599(4) Uani 1 1 d . . . F5 F 0.01234(13) -0.10361(12) 0.11142(5) 0.0472(3) Uani 1 1 d . . . N1 N 0.39256(18) 0.00198(14) 0.11947(6) 0.0298(3) Uani 1 1 d . . . F6 F -0.03278(14) 0.13301(13) 0.14596(5) 0.0529(3) Uani 1 1 d . . . F1 F -0.25248(13) -0.09963(14) 0.06481(5) 0.0538(3) Uani 1 1 d . . . C21 C -0.6669(2) -0.14816(19) 0.66823(6) 0.0345(4) Uani 1 1 d . . . H21A H -0.7557 -0.1344 0.6472 0.041 Uiso 1 1 calc R . . H21B H -0.6534 -0.2424 0.6723 0.041 Uiso 1 1 calc R . . C9 C 0.1589(2) -0.16881(19) 0.23298(6) 0.0352(4) Uani 1 1 d . . . H9A H 0.0705 -0.1372 0.2149 0.042 Uiso 1 1 calc R . . H9B H 0.1516 -0.2639 0.2349 0.042 Uiso 1 1 calc R . . C18 C -0.3930(2) -0.09514(19) 0.57425(6) 0.0342(4) Uani 1 1 d . . . H18A H -0.3037 -0.1092 0.5950 0.041 Uiso 1 1 calc R . . H18B H -0.4070 -0.0008 0.5707 0.041 Uiso 1 1 calc R . . C17 C -0.37519(19) -0.15473(18) 0.52611(6) 0.0325(4) Uani 1 1 d . . . H17A H -0.3609 -0.2490 0.5297 0.039 Uiso 1 1 calc R . . H17B H -0.4646 -0.1409 0.5054 0.039 Uiso 1 1 calc R . . C6 C 0.4326(2) 0.04208(19) 0.16905(7) 0.0341(4) Uani 1 1 d . . . H6A H 0.4529 0.1358 0.1702 0.041 Uiso 1 1 calc R . . H6B H 0.5209 -0.0038 0.1815 0.041 Uiso 1 1 calc R . . C13 C -0.09039(19) -0.15979(18) 0.38288(6) 0.0325(4) Uani 1 1 d . . . H13A H -0.1811 -0.1455 0.3629 0.039 Uiso 1 1 calc R . . H13B H -0.0770 -0.2541 0.3866 0.039 Uiso 1 1 calc R . . N3 N 0.38906(17) -0.10182(16) 0.05318(5) 0.0348(3) Uani 1 1 d . . . C22 C -0.6859(2) -0.0871(3) 0.71575(7) 0.0487(5) Uani 1 1 d . . . H22A H -0.5979 -0.1024 0.7370 0.058 Uiso 1 1 calc R . . H22B H -0.6975 0.0073 0.7119 0.058 Uiso 1 1 calc R . . C12 C 0.03513(19) -0.10439(19) 0.35816(6) 0.0330(4) Uani 1 1 d . . . H12A H 0.0239 -0.0097 0.3552 0.040 Uiso 1 1 calc R . . H12B H 0.1266 -0.1216 0.3774 0.040 Uiso 1 1 calc R . . C10 C 0.16581(19) -0.11220(19) 0.28278(6) 0.0330(4) Uani 1 1 d . . . H10A H 0.1601 -0.0169 0.2810 0.040 Uiso 1 1 calc R . . H10B H 0.2588 -0.1353 0.3001 0.040 Uiso 1 1 calc R . . C15 C -0.23126(19) -0.15646(18) 0.45476(6) 0.0320(4) Uani 1 1 d . . . H15A H -0.3211 -0.1422 0.4343 0.038 Uiso 1 1 calc R . . H15B H -0.2175 -0.2508 0.4583 0.038 Uiso 1 1 calc R . . C8 C 0.2889(2) -0.13481(18) 0.20615(6) 0.0334(4) Uani 1 1 d . . . H8A H 0.3769 -0.1714 0.2230 0.040 Uiso 1 1 calc R . . H8B H 0.2751 -0.1764 0.1754 0.040 Uiso 1 1 calc R . . C24 C 0.4283(3) -0.1920(2) 0.01652(7) 0.0456(5) Uani 1 1 d . . . H24A H 0.3422 -0.2365 0.0026 0.068 Uiso 1 1 calc R . . H24B H 0.4974 -0.2557 0.0303 0.068 Uiso 1 1 calc R . . H24C H 0.4710 -0.1431 -0.0073 0.068 Uiso 1 1 calc R . . C5 C 0.2884(2) 0.0614(2) 0.08801(7) 0.0407(4) Uani 1 1 d . . . H5 H 0.2305 0.1330 0.0942 0.049 Uiso 1 1 calc R . . C20 C -0.5383(2) -0.0925(2) 0.64516(6) 0.0364(4) Uani 1 1 d . . . H20A H -0.5512 0.0019 0.6415 0.044 Uiso 1 1 calc R . . H20B H -0.4494 -0.1071 0.6660 0.044 Uiso 1 1 calc R . . C14 C -0.10421(19) -0.09966(18) 0.43109(6) 0.0323(4) Uani 1 1 d . . . H14A H -0.1175 -0.0053 0.4276 0.039 Uiso 1 1 calc R . . H14B H -0.0141 -0.1145 0.4513 0.039 Uiso 1 1 calc R . . C11 C 0.04199(19) -0.16369(18) 0.30933(6) 0.0331(4) Uani 1 1 d . . . H11A H -0.0501 -0.1466 0.2904 0.040 Uiso 1 1 calc R . . H11B H 0.0522 -0.2584 0.3126 0.040 Uiso 1 1 calc R . . C2 C 0.45096(19) -0.09675(17) 0.09752(6) 0.0311(3) Uani 1 1 d . . . H2 H 0.5234 -0.1532 0.1109 0.037 Uiso 1 1 calc R . . C7 C 0.3110(2) 0.01146(17) 0.19960(7) 0.0309(4) Uani 1 1 d . . . H7A H 0.3341 0.0522 0.2303 0.037 Uiso 1 1 calc R . . H7B H 0.2205 0.0498 0.1852 0.037 Uiso 1 1 calc R . . C19 C -0.5204(2) -0.15235(19) 0.59733(6) 0.0335(4) Uani 1 1 d . . . H19A H -0.6097 -0.1386 0.5766 0.040 Uiso 1 1 calc R . . H19B H -0.5062 -0.2466 0.6011 0.040 Uiso 1 1 calc R . . C23 C -0.8156(3) -0.1411(2) 0.73801(8) 0.0576(6) Uani 1 1 d . . . H23A H -0.9033 -0.1257 0.7173 0.086 Uiso 1 1 calc R . . H23B H -0.8225 -0.0977 0.7676 0.086 Uiso 1 1 calc R . . H23C H -0.8031 -0.2340 0.7432 0.086 Uiso 1 1 calc R . . C16 C -0.2478(2) -0.09705(19) 0.50297(6) 0.0325(4) Uani 1 1 d . . . H16A H -0.1582 -0.1114 0.5235 0.039 Uiso 1 1 calc R . . H16B H -0.2618 -0.0027 0.4995 0.039 Uiso 1 1 calc R . . C4 C 0.2860(3) -0.0034(2) 0.04688(8) 0.0436(5) Uani 1 1 d . . . H4 H 0.2260 0.0149 0.0193 0.052 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.03323(8) 0.03021(8) 0.03051(8) 0.00217(4) 0.00665(5) 0.00044(4) F4 0.0586(7) 0.0481(7) 0.0413(6) 0.0097(5) 0.0161(6) -0.0017(6) F3 0.0417(6) 0.0439(7) 0.0799(9) 0.0154(6) 0.0137(6) 0.0114(5) F2 0.0497(7) 0.0839(11) 0.0482(7) 0.0243(7) 0.0144(6) -0.0047(7) F5 0.0407(6) 0.0389(6) 0.0622(8) -0.0029(5) 0.0064(6) 0.0080(5) N1 0.0307(7) 0.0288(8) 0.0308(8) 0.0033(5) 0.0083(7) -0.0050(5) F6 0.0546(7) 0.0417(7) 0.0620(8) -0.0149(6) 0.0034(6) -0.0078(6) F1 0.0424(6) 0.0701(9) 0.0494(7) -0.0206(6) 0.0067(6) -0.0101(6) C21 0.0402(9) 0.0367(10) 0.0274(8) -0.0018(7) 0.0078(8) -0.0008(7) C9 0.0398(9) 0.0334(9) 0.0341(9) -0.0009(7) 0.0125(8) -0.0065(7) C18 0.0378(9) 0.0360(10) 0.0297(8) -0.0019(7) 0.0077(7) -0.0017(7) C17 0.0343(9) 0.0353(9) 0.0287(8) -0.0022(7) 0.0071(7) -0.0014(7) C6 0.0365(9) 0.0339(9) 0.0330(9) -0.0047(7) 0.0091(8) -0.0096(7) C13 0.0337(9) 0.0340(9) 0.0308(8) 0.0005(7) 0.0086(7) -0.0018(7) N3 0.0403(8) 0.0344(8) 0.0309(7) 0.0021(6) 0.0094(7) -0.0081(6) C22 0.0514(12) 0.0636(15) 0.0328(10) -0.0111(9) 0.0122(9) -0.0084(10) C12 0.0345(9) 0.0356(9) 0.0300(8) 0.0008(7) 0.0084(7) -0.0032(7) C10 0.0308(8) 0.0372(10) 0.0322(9) 0.0012(7) 0.0089(7) -0.0017(7) C15 0.0337(9) 0.0349(9) 0.0284(8) -0.0008(7) 0.0078(7) -0.0012(7) C8 0.0396(9) 0.0292(9) 0.0337(9) 0.0006(7) 0.0147(8) 0.0013(7) C24 0.0623(13) 0.0430(11) 0.0340(9) -0.0058(8) 0.0159(9) -0.0127(10) C5 0.0430(10) 0.0387(10) 0.0411(10) 0.0090(8) 0.0074(9) 0.0069(8) C20 0.0386(9) 0.0402(10) 0.0308(9) -0.0053(7) 0.0061(8) -0.0037(8) C14 0.0334(8) 0.0353(9) 0.0288(8) 0.0001(7) 0.0061(7) -0.0023(7) C11 0.0338(9) 0.0332(9) 0.0337(9) 0.0011(7) 0.0108(7) -0.0025(7) C2 0.0331(8) 0.0298(9) 0.0314(8) 0.0024(7) 0.0080(7) -0.0030(7) C7 0.0337(9) 0.0293(9) 0.0312(9) -0.0033(6) 0.0094(8) -0.0014(6) C19 0.0369(9) 0.0363(10) 0.0280(8) -0.0027(7) 0.0071(7) -0.0004(7) C23 0.0789(16) 0.0550(14) 0.0445(11) 0.0012(10) 0.0320(12) -0.0036(12) C16 0.0341(8) 0.0343(9) 0.0294(8) -0.0012(7) 0.0054(7) -0.0015(7) C4 0.0466(12) 0.0489(12) 0.0350(10) 0.0102(8) 0.0034(9) -0.0003(9) _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 Sb1 F6 1.8610(12) . ? Sb1 F4 1.8696(11) . ? Sb1 F3 1.8702(12) . ? Sb1 F5 1.8715(11) . ? Sb1 F2 1.8766(12) . ? Sb1 F1 1.8825(12) . ? N1 C2 1.326(2) . ? N1 C5 1.379(3) . ? N1 C6 1.480(2) . ? C21 C22 1.518(2) . ? C21 C20 1.525(2) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.527(2) . ? C9 C8 1.529(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C18 C19 1.521(2) . ? C18 C17 1.525(2) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.524(2) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C6 C7 1.524(2) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C13 C14 1.523(2) . ? C13 C12 1.526(2) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.331(2) . ? N3 C4 1.377(3) . ? N3 C24 1.465(2) . ? C22 C23 1.515(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.525(2) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.528(2) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C16 1.524(2) . ? C15 C14 1.526(2) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C8 C7 1.513(2) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.343(3) . ? C5 H5 0.9300 . ? C20 C19 1.519(2) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? 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 F6 Sb1 F4 91.63(6) . . ? F6 Sb1 F3 91.10(6) . . ? F4 Sb1 F3 89.09(6) . . ? F6 Sb1 F5 90.33(6) . . ? F4 Sb1 F5 90.30(6) . . ? F3 Sb1 F5 178.46(6) . . ? F6 Sb1 F2 90.56(6) . . ? F4 Sb1 F2 177.66(6) . . ? F3 Sb1 F2 90.03(6) . . ? F5 Sb1 F2 90.52(6) . . ? F6 Sb1 F1 179.07(6) . . ? F4 Sb1 F1 89.30(6) . . ? F3 Sb1 F1 88.87(6) . . ? F5 Sb1 F1 89.71(6) . . ? F2 Sb1 F1 88.51(6) . . ? C2 N1 C5 108.21(17) . . ? C2 N1 C6 125.97(17) . . ? C5 N1 C6 125.81(16) . . ? C22 C21 C20 113.86(16) . . ? C22 C21 H21A 108.8 . . ? C20 C21 H21A 108.8 . . ? C22 C21 H21B 108.8 . . ? C20 C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? C10 C9 C8 115.16(15) . . ? C10 C9 H9A 108.5 . . ? C8 C9 H9A 108.5 . . ? C10 C9 H9B 108.5 . . ? C8 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? C19 C18 C17 113.68(15) . . ? C19 C18 H18A 108.8 . . ? C17 C18 H18A 108.8 . . ? C19 C18 H18B 108.8 . . ? C17 C18 H18B 108.8 . . ? H18A C18 H18B 107.7 . . ? C16 C17 C18 113.62(15) . . ? C16 C17 H17A 108.8 . . ? C18 C17 H17A 108.8 . . ? C16 C17 H17B 108.8 . . ? C18 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? N1 C6 C7 111.59(15) . . ? N1 C6 H6A 109.3 . . ? C7 C6 H6A 109.3 . . ? N1 C6 H6B 109.3 . . ? C7 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? C14 C13 C12 114.31(15) . . ? C14 C13 H13A 108.7 . . ? C12 C13 H13A 108.7 . . ? C14 C13 H13B 108.7 . . ? C12 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C2 N3 C4 108.30(17) . . ? C2 N3 C24 126.12(17) . . ? C4 N3 C24 125.52(18) . . ? C23 C22 C21 113.55(19) . . ? C23 C22 H22A 108.9 . . ? C21 C22 H22A 108.9 . . ? C23 C22 H22B 108.9 . . ? C21 C22 H22B 108.9 . . ? H22A C22 H22B 107.7 . . ? C11 C12 C13 112.67(15) . . ? C11 C12 H12A 109.1 . . ? C13 C12 H12A 109.1 . . ? C11 C12 H12B 109.1 . . ? C13 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? C9 C10 C11 111.99(15) . . ? C9 C10 H10A 109.2 . . ? C11 C10 H10A 109.2 . . ? C9 C10 H10B 109.2 . . ? C11 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C16 C15 C14 113.98(15) . . ? C16 C15 H15A 108.8 . . ? C14 C15 H15A 108.8 . . ? C16 C15 H15B 108.8 . . ? C14 C15 H15B 108.8 . . ? H15A C15 H15B 107.7 . . ? C7 C8 C9 113.98(15) . . ? C7 C8 H8A 108.8 . . ? C9 C8 H8A 108.8 . . ? C7 C8 H8B 108.8 . . ? C9 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C4 C5 N1 107.37(19) . . ? C4 C5 H5 126.3 . . ? N1 C5 H5 126.3 . . ? C19 C20 C21 113.88(16) . . ? C19 C20 H20A 108.8 . . ? C21 C20 H20A 108.8 . . ? C19 C20 H20B 108.8 . . ? C21 C20 H20B 108.8 . . ? H20A C20 H20B 107.7 . . ? C13 C14 C15 113.05(15) . . ? C13 C14 H14A 109.0 . . ? C15 C14 H14A 109.0 . . ? C13 C14 H14B 109.0 . . ? C15 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? C12 C11 C10 115.14(15) . . ? C12 C11 H11A 108.5 . . ? C10 C11 H11A 108.5 . . ? C12 C11 H11B 108.5 . . ? C10 C11 H11B 108.5 . . ? H11A C11 H11B 107.5 . . ? N1 C2 N3 108.91(17) . . ? N1 C2 H2 125.5 . . ? N3 C2 H2 125.5 . . ? C8 C7 C6 112.82(15) . . ? C8 C7 H7A 109.0 . . ? C6 C7 H7A 109.0 . . ? C8 C7 H7B 109.0 . . ? C6 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C20 C19 C18 113.60(15) . . ? C20 C19 H19A 108.8 . . ? C18 C19 H19A 108.8 . . ? C20 C19 H19B 108.8 . . ? C18 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C17 C16 C15 113.33(15) . . ? C17 C16 H16A 108.9 . . ? C15 C16 H16A 108.9 . . ? C17 C16 H16B 108.9 . . ? C15 C16 H16B 108.9 . . ? H16A C16 H16B 107.7 . . ? C5 C4 N3 107.21(19) . . ? C5 C4 H4 126.4 . . ? N3 C4 H4 126.4 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.931 _refine_diff_density_min -0.584 _refine_diff_density_rms 0.069 #=END data_C18MImNbF6--100oC #TrackingRef '- SI--100oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843150' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImNbF6 _chemical_melting_point 347.2 _chemical_formula_moiety ; (C22 N2 H43 +), (Nb F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 Nb' _chemical_formula_weight 542.49 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' N N 0.0061 0.0033 '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' Nb Nb -2.0727 0.6215 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.1865(5) _cell_length_b 10.1457(7) _cell_length_c 28.4689(15) _cell_angle_alpha 90.00 _cell_angle_beta 96.1335(16) _cell_angle_gamma 90.00 _cell_volume 2638.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 11043 _cell_measurement_theta_min 6.00 _cell_measurement_theta_max 54.97 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.366 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1136 _exptl_absorpt_coefficient_mu 0.509 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6281 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15005 _diffrn_reflns_av_R_equivalents 0.0536 _diffrn_reflns_av_sigmaI/netI 0.0743 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5954 _reflns_number_gt 4284 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0458P)^2^+4.1931P] 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 5954 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0776 _refine_ls_R_factor_gt 0.0470 _refine_ls_wR_factor_ref 0.1454 _refine_ls_wR_factor_gt 0.1125 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _refine_ls_shift/su_max 0.010 _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 Nb1 Nb -0.14172(4) 0.01661(4) 0.106348(12) 0.03317(13) Uani 1 1 d . . . F4 F -0.2233(3) -0.0646(3) 0.15662(9) 0.0502(7) Uani 1 1 d . . . F3 F -0.2997(3) 0.1347(3) 0.10124(11) 0.0574(8) Uani 1 1 d . . . F2 F -0.0698(3) 0.0948(4) 0.05340(10) 0.0603(8) Uani 1 1 d . . . F5 F 0.0123(3) -0.1063(3) 0.11137(10) 0.0483(6) Uani 1 1 d . . . N1 N 0.3924(3) 0.0018(3) 0.11877(11) 0.0312(7) Uani 1 1 d . . . F6 F -0.0298(3) 0.1320(3) 0.14654(10) 0.0541(7) Uani 1 1 d . . . F1 F -0.2529(3) -0.0987(3) 0.06442(10) 0.0558(8) Uani 1 1 d . . . C21 C -0.6676(5) -0.1472(5) 0.66860(14) 0.0385(9) Uani 1 1 d . . . H21A H -0.6547 -0.2416 0.6725 0.046 Uiso 1 1 calc R . . H21B H -0.7566 -0.1328 0.6477 0.046 Uiso 1 1 calc R . . C9 C 0.1593(4) -0.1685(5) 0.23251(14) 0.0363(9) Uani 1 1 d . . . H9A H 0.0707 -0.1371 0.2144 0.044 Uiso 1 1 calc R . . H9B H 0.1522 -0.2637 0.2345 0.044 Uiso 1 1 calc R . . C18 C -0.3933(5) -0.0953(4) 0.57430(14) 0.0366(9) Uani 1 1 d . . . H18A H -0.3031 -0.1090 0.5947 0.044 Uiso 1 1 calc R . . H18B H -0.4080 -0.0010 0.5707 0.044 Uiso 1 1 calc R . . C17 C -0.3772(5) -0.1553(4) 0.52592(14) 0.0360(9) Uani 1 1 d . . . H17A H -0.4667 -0.1405 0.5053 0.043 Uiso 1 1 calc R . . H17B H -0.3635 -0.2497 0.5293 0.043 Uiso 1 1 calc R . . C6 C 0.4329(4) 0.0432(4) 0.16833(14) 0.0355(9) Uani 1 1 d . . . H6A H 0.4523 0.1371 0.1692 0.043 Uiso 1 1 calc R . . H6B H 0.5221 -0.0018 0.1807 0.043 Uiso 1 1 calc R . . C13 C -0.0906(4) -0.1607(4) 0.38279(14) 0.0354(9) Uani 1 1 d . . . H13A H -0.1817 -0.1468 0.3629 0.043 Uiso 1 1 calc R . . H13B H -0.0767 -0.2550 0.3866 0.043 Uiso 1 1 calc R . . N3 N 0.3863(4) -0.1012(4) 0.05235(11) 0.0362(8) Uani 1 1 d . . . C22 C -0.6859(6) -0.0865(6) 0.71642(16) 0.0512(12) Uani 1 1 d . . . H22A H -0.6973 0.0081 0.7126 0.061 Uiso 1 1 calc R . . H22B H -0.5975 -0.1021 0.7375 0.061 Uiso 1 1 calc R . . C12 C 0.0357(4) -0.1043(4) 0.35781(13) 0.0333(8) Uani 1 1 d . . . H12A H 0.0236 -0.0096 0.3547 0.040 Uiso 1 1 calc R . . H12B H 0.1274 -0.1208 0.3771 0.040 Uiso 1 1 calc R . . C10 C 0.1653(4) -0.1121(5) 0.28219(14) 0.0360(9) Uani 1 1 d . . . H10A H 0.2589 -0.1341 0.2995 0.043 Uiso 1 1 calc R . . H10B H 0.1584 -0.0168 0.2803 0.043 Uiso 1 1 calc R . . C15 C -0.2314(4) -0.1572(4) 0.45476(14) 0.0356(9) Uani 1 1 d . . . H15A H -0.3214 -0.1434 0.4342 0.043 Uiso 1 1 calc R . . H15B H -0.2171 -0.2515 0.4585 0.043 Uiso 1 1 calc R . . C8 C 0.2901(5) -0.1342(4) 0.20564(15) 0.0360(9) Uani 1 1 d . . . H8A H 0.3780 -0.1714 0.2225 0.043 Uiso 1 1 calc R . . H8B H 0.2762 -0.1752 0.1747 0.043 Uiso 1 1 calc R . . C24 C 0.4238(6) -0.1913(5) 0.01538(16) 0.0486(12) Uani 1 1 d . . . H24A H 0.3463 -0.2541 0.0086 0.073 Uiso 1 1 calc R . . H24B H 0.5129 -0.2368 0.0259 0.073 Uiso 1 1 calc R . . H24C H 0.4367 -0.1420 -0.0127 0.073 Uiso 1 1 calc R . . C5 C 0.2877(5) 0.0614(5) 0.08755(15) 0.0409(10) Uani 1 1 d . . . H5 H 0.2295 0.1328 0.0939 0.049 Uiso 1 1 calc R . . C20 C -0.5392(5) -0.0923(5) 0.64546(14) 0.0380(9) Uani 1 1 d . . . H20A H -0.4503 -0.1061 0.6665 0.046 Uiso 1 1 calc R . . H20B H -0.5525 0.0021 0.6414 0.046 Uiso 1 1 calc R . . C14 C -0.1036(5) -0.0994(4) 0.43113(14) 0.0365(9) Uani 1 1 d . . . H14A H -0.1172 -0.0050 0.4275 0.044 Uiso 1 1 calc R . . H14B H -0.0132 -0.1141 0.4513 0.044 Uiso 1 1 calc R . . C11 C 0.0433(4) -0.1638(4) 0.30918(14) 0.0353(9) Uani 1 1 d . . . H11A H 0.0549 -0.2585 0.3127 0.042 Uiso 1 1 calc R . . H11B H -0.0494 -0.1481 0.2903 0.042 Uiso 1 1 calc R . . C2 C 0.4508(4) -0.0955(4) 0.09676(14) 0.0327(8) Uani 1 1 d . . . H2 H 0.5247 -0.1512 0.1099 0.039 Uiso 1 1 calc R . . C7 C 0.3130(4) 0.0125(4) 0.19940(13) 0.0322(8) Uani 1 1 d . . . H7A H 0.3378 0.0524 0.2302 0.039 Uiso 1 1 calc R . . H7B H 0.2221 0.0517 0.1855 0.039 Uiso 1 1 calc R . . C19 C -0.5193(4) -0.1530(5) 0.59776(13) 0.0351(9) Uani 1 1 d . . . H19A H -0.5034 -0.2470 0.6019 0.042 Uiso 1 1 calc R . . H19B H -0.6090 -0.1412 0.5769 0.042 Uiso 1 1 calc R . . C23 C -0.8162(6) -0.1404(6) 0.73911(18) 0.0576(14) Uani 1 1 d . . . H23A H -0.9037 -0.1293 0.7178 0.086 Uiso 1 1 calc R . . H23B H -0.8258 -0.0937 0.7679 0.086 Uiso 1 1 calc R . . H23C H -0.8013 -0.2324 0.7459 0.086 Uiso 1 1 calc R . . C16 C -0.2478(4) -0.0966(4) 0.50310(14) 0.0343(8) Uani 1 1 d . . . H16A H -0.2618 -0.0022 0.4995 0.041 Uiso 1 1 calc R . . H16B H -0.1584 -0.1111 0.5238 0.041 Uiso 1 1 calc R . . C4 C 0.2855(5) -0.0024(5) 0.04677(16) 0.0442(10) Uani 1 1 d . . . H4 H 0.2255 0.0169 0.0192 0.053 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Nb1 0.0359(2) 0.0322(2) 0.03234(19) 0.00229(15) 0.00814(14) 0.00051(15) F4 0.0579(16) 0.0492(17) 0.0457(14) 0.0111(12) 0.0164(13) -0.0001(13) F3 0.0465(15) 0.0464(18) 0.082(2) 0.0161(14) 0.0171(15) 0.0124(13) F2 0.0520(16) 0.083(2) 0.0488(16) 0.0236(15) 0.0168(13) -0.0021(16) F5 0.0448(14) 0.0386(16) 0.0619(16) -0.0020(12) 0.0068(13) 0.0054(12) N1 0.0329(16) 0.0296(18) 0.0323(15) 0.0016(13) 0.0090(13) -0.0054(13) F6 0.0558(16) 0.0425(17) 0.0637(17) -0.0108(13) 0.0054(14) -0.0051(13) F1 0.0482(15) 0.070(2) 0.0502(15) -0.0173(14) 0.0119(13) -0.0098(14) C21 0.049(2) 0.037(2) 0.032(2) 0.0004(16) 0.0112(18) 0.0004(19) C9 0.037(2) 0.038(2) 0.035(2) 0.0002(17) 0.0098(17) -0.0051(17) C18 0.044(2) 0.038(2) 0.0294(19) 0.0008(16) 0.0105(17) -0.0020(18) C17 0.041(2) 0.038(2) 0.0317(19) -0.0022(16) 0.0135(17) -0.0026(17) C6 0.036(2) 0.039(2) 0.0326(19) -0.0041(16) 0.0088(17) -0.0079(17) C13 0.040(2) 0.034(2) 0.034(2) 0.0025(16) 0.0122(17) 0.0008(17) N3 0.0421(19) 0.038(2) 0.0294(16) 0.0006(14) 0.0099(15) -0.0078(15) C22 0.063(3) 0.058(3) 0.036(2) -0.010(2) 0.018(2) -0.007(2) C12 0.0296(18) 0.040(2) 0.0304(19) 0.0015(16) 0.0028(15) -0.0028(16) C10 0.036(2) 0.039(2) 0.035(2) 0.0017(17) 0.0121(17) -0.0022(17) C15 0.038(2) 0.037(2) 0.0335(19) -0.0013(16) 0.0112(17) 0.0004(17) C8 0.046(2) 0.028(2) 0.037(2) -0.0020(16) 0.0202(18) 0.0005(17) C24 0.068(3) 0.042(3) 0.039(2) -0.0049(19) 0.019(2) -0.010(2) C5 0.040(2) 0.043(3) 0.041(2) 0.0078(18) 0.0069(19) 0.0056(19) C20 0.036(2) 0.046(3) 0.0318(19) -0.0048(17) 0.0035(17) -0.0024(18) C14 0.042(2) 0.037(2) 0.0318(19) -0.0010(16) 0.0105(17) -0.0028(18) C11 0.036(2) 0.037(2) 0.034(2) 0.0035(16) 0.0118(17) 0.0005(17) C2 0.0304(19) 0.035(2) 0.0336(19) 0.0042(16) 0.0070(16) -0.0010(16) C7 0.0363(19) 0.030(2) 0.0315(18) -0.0027(15) 0.0102(16) 0.0015(16) C19 0.035(2) 0.041(2) 0.0296(19) 0.0008(16) 0.0049(16) -0.0002(17) C23 0.071(3) 0.062(4) 0.044(3) -0.001(2) 0.027(3) -0.002(3) C16 0.0336(19) 0.038(2) 0.0321(19) -0.0009(16) 0.0067(16) -0.0023(16) C4 0.045(2) 0.051(3) 0.037(2) 0.0100(19) 0.0035(19) 0.002(2) _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 Nb1 F6 1.867(3) . ? Nb1 F4 1.876(2) . ? Nb1 F3 1.875(3) . ? Nb1 F5 1.880(3) . ? Nb1 F2 1.884(2) . ? Nb1 F1 1.891(3) . ? N1 C2 1.314(5) . ? N1 C5 1.377(5) . ? N1 C6 1.481(5) . ? C21 C20 1.517(5) . ? C21 C22 1.520(6) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.521(6) . ? C9 C8 1.532(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C18 C19 1.515(5) . ? C18 C17 1.528(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.534(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C6 C7 1.517(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C13 C14 1.526(5) . ? C13 C12 1.535(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.339(5) . ? N3 C4 1.363(6) . ? N3 C24 1.462(5) . ? C22 C23 1.521(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.519(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.518(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C16 1.530(5) . ? C15 C14 1.531(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C8 C7 1.516(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.328(7) . ? C5 H5 0.9300 . ? C20 C19 1.520(5) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? 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 F6 Nb1 F4 92.68(13) . . ? F6 Nb1 F3 91.01(14) . . ? F4 Nb1 F3 88.34(12) . . ? F6 Nb1 F5 90.51(13) . . ? F4 Nb1 F5 90.52(12) . . ? F3 Nb1 F5 178.15(12) . . ? F6 Nb1 F2 90.51(14) . . ? F4 Nb1 F2 176.51(13) . . ? F3 Nb1 F2 90.19(13) . . ? F5 Nb1 F2 90.86(13) . . ? F6 Nb1 F1 178.64(12) . . ? F4 Nb1 F1 88.68(13) . . ? F3 Nb1 F1 89.13(14) . . ? F5 Nb1 F1 89.38(13) . . ? F2 Nb1 F1 88.13(14) . . ? C2 N1 C5 108.3(4) . . ? C2 N1 C6 126.4(4) . . ? C5 N1 C6 125.3(4) . . ? C20 C21 C22 113.9(4) . . ? C20 C21 H21A 108.8 . . ? C22 C21 H21A 108.8 . . ? C20 C21 H21B 108.8 . . ? C22 C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? C10 C9 C8 115.2(4) . . ? C10 C9 H9A 108.5 . . ? C8 C9 H9A 108.5 . . ? C10 C9 H9B 108.5 . . ? C8 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? C19 C18 C17 113.3(4) . . ? C19 C18 H18A 108.9 . . ? C17 C18 H18A 108.9 . . ? C19 C18 H18B 108.9 . . ? C17 C18 H18B 108.9 . . ? H18A C18 H18B 107.7 . . ? C18 C17 C16 112.4(4) . . ? C18 C17 H17A 109.1 . . ? C16 C17 H17A 109.1 . . ? C18 C17 H17B 109.1 . . ? C16 C17 H17B 109.1 . . ? H17A C17 H17B 107.9 . . ? N1 C6 C7 111.9(3) . . ? N1 C6 H6A 109.2 . . ? C7 C6 H6A 109.2 . . ? N1 C6 H6B 109.2 . . ? C7 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? C14 C13 C12 113.7(4) . . ? C14 C13 H13A 108.8 . . ? C12 C13 H13A 108.8 . . ? C14 C13 H13B 108.8 . . ? C12 C13 H13B 108.8 . . ? H13A C13 H13B 107.7 . . ? C2 N3 C4 107.8(4) . . ? C2 N3 C24 126.3(4) . . ? C4 N3 C24 125.8(4) . . ? C21 C22 C23 113.7(4) . . ? C21 C22 H22A 108.8 . . ? C23 C22 H22A 108.8 . . ? C21 C22 H22B 108.8 . . ? C23 C22 H22B 108.8 . . ? H22A C22 H22B 107.7 . . ? C11 C12 C13 112.6(3) . . ? C11 C12 H12A 109.1 . . ? C13 C12 H12A 109.1 . . ? C11 C12 H12B 109.1 . . ? C13 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? C11 C10 C9 112.7(4) . . ? C11 C10 H10A 109.1 . . ? C9 C10 H10A 109.1 . . ? C11 C10 H10B 109.1 . . ? C9 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C16 C15 C14 113.3(4) . . ? C16 C15 H15A 108.9 . . ? C14 C15 H15A 108.9 . . ? C16 C15 H15B 108.9 . . ? C14 C15 H15B 108.9 . . ? H15A C15 H15B 107.7 . . ? C7 C8 C9 114.1(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 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C4 C5 N1 107.2(4) . . ? C4 C5 H5 126.4 . . ? N1 C5 H5 126.4 . . ? C21 C20 C19 114.3(4) . . ? C21 C20 H20A 108.7 . . ? C19 C20 H20A 108.7 . . ? C21 C20 H20B 108.7 . . ? C19 C20 H20B 108.7 . . ? H20A C20 H20B 107.6 . . ? C13 C14 C15 112.2(4) . . ? C13 C14 H14A 109.2 . . ? C15 C14 H14A 109.2 . . ? C13 C14 H14B 109.2 . . ? C15 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C10 C11 C12 115.6(4) . . ? C10 C11 H11A 108.4 . . ? C12 C11 H11A 108.4 . . ? C10 C11 H11B 108.4 . . ? C12 C11 H11B 108.4 . . ? H11A C11 H11B 107.4 . . ? N1 C2 N3 108.7(4) . . ? N1 C2 H2 125.6 . . ? N3 C2 H2 125.6 . . ? C8 C7 C6 112.8(3) . . ? C8 C7 H7A 109.0 . . ? C6 C7 H7A 109.0 . . ? C8 C7 H7B 109.0 . . ? C6 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C18 C19 C20 114.0(4) . . ? C18 C19 H19A 108.7 . . ? C20 C19 H19A 108.7 . . ? C18 C19 H19B 108.7 . . ? C20 C19 H19B 108.7 . . ? H19A C19 H19B 107.6 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C15 C16 C17 112.3(4) . . ? C15 C16 H16A 109.1 . . ? C17 C16 H16A 109.1 . . ? C15 C16 H16B 109.1 . . ? C17 C16 H16B 109.1 . . ? H16A C16 H16B 107.9 . . ? C5 C4 N3 108.0(4) . . ? C5 C4 H4 126.0 . . ? N3 C4 H4 126.0 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.861 _refine_diff_density_min -0.724 _refine_diff_density_rms 0.118 #=END data_C18MImTaF6--100oC #TrackingRef '- SI--100oC.cif' _database_code_depnum_ccdc_archive 'CCDC 843151' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C18MImTaF6 _chemical_melting_point 347.0 _chemical_formula_moiety ; (C22 N2 H43 +), (Ta F6 -) ; _chemical_formula_sum 'C22 H43 F6 N2 Ta' _chemical_formula_weight 630.53 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' N N 0.0061 0.0033 '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' Ta Ta -0.7052 6.5227 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 9.2100(3) _cell_length_b 10.1744(3) _cell_length_c 28.4495(11) _cell_angle_alpha 90.00 _cell_angle_beta 96.1688(11) _cell_angle_gamma 90.00 _cell_volume 2650.46(15) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 20105 _cell_measurement_theta_min 6.04 _cell_measurement_theta_max 54.96 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.576 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 4.188 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5857 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'RAPID AUTO 2.40 (Rigaku 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RapidII' _diffrn_measurement_method 'imaging plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11776 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 24.00 _reflns_number_total 3944 _reflns_number_gt 3478 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS Rapid-II' _computing_cell_refinement 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_data_reduction 'RAPID AUTO 2.40 (Rigaku 2006)' _computing_structure_solution 'SIR92 (Altmare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1044P)^2^+0.0000P] 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 3944 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0425 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.1380 _refine_ls_wR_factor_gt 0.1100 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _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 Ta1 Ta -0.14132(3) 0.01638(3) 0.106412(9) 0.03321(17) Uani 1 1 d . . . F4 F -0.2201(5) -0.0652(4) 0.15738(15) 0.0496(10) Uani 1 1 d . . . F3 F -0.2994(5) 0.1345(4) 0.10099(18) 0.0564(12) Uani 1 1 d . . . F2 F -0.0699(5) 0.0947(5) 0.05308(16) 0.0614(13) Uani 1 1 d . . . F5 F 0.0126(5) -0.1075(4) 0.11135(17) 0.0523(11) Uani 1 1 d . . . N1 N 0.3928(7) 0.0030(5) 0.1194(2) 0.0323(14) Uani 1 1 d . . . F6 F -0.0292(5) 0.1323(4) 0.14675(17) 0.0521(11) Uani 1 1 d . . . F1 F -0.2527(4) -0.0994(5) 0.06445(16) 0.0551(12) Uani 1 1 d . . . C21 C -0.6693(7) -0.1479(6) 0.6685(2) 0.0334(14) Uani 1 1 d . . . H21A H -0.7582 -0.1338 0.6476 0.040 Uiso 1 1 calc R . . H21B H -0.6558 -0.2420 0.6723 0.040 Uiso 1 1 calc R . . C9 C 0.1610(7) -0.1683(7) 0.2332(2) 0.0395(16) Uani 1 1 d . . . H9A H 0.0721 -0.1371 0.2153 0.047 Uiso 1 1 calc R . . H9B H 0.1541 -0.2632 0.2351 0.047 Uiso 1 1 calc R . . C18 C -0.3944(7) -0.0955(7) 0.5743(2) 0.0362(14) Uani 1 1 d . . . H18A H -0.3047 -0.1084 0.5950 0.043 Uiso 1 1 calc R . . H18B H -0.4096 -0.0016 0.5705 0.043 Uiso 1 1 calc R . . C17 C -0.3761(7) -0.1548(7) 0.5264(2) 0.0373(15) Uani 1 1 d . . . H17A H -0.3630 -0.2489 0.5301 0.045 Uiso 1 1 calc R . . H17B H -0.4651 -0.1403 0.5056 0.045 Uiso 1 1 calc R . . C6 C 0.4314(9) 0.0422(8) 0.1690(3) 0.0414(17) Uani 1 1 d . . . H6A H 0.4518 0.1358 0.1701 0.050 Uiso 1 1 calc R . . H6B H 0.5200 -0.0033 0.1813 0.050 Uiso 1 1 calc R . . C13 C -0.0890(7) -0.1595(7) 0.3829(2) 0.0375(15) Uani 1 1 d . . . H13A H -0.0752 -0.2536 0.3867 0.045 Uiso 1 1 calc R . . H13B H -0.1794 -0.1458 0.3627 0.045 Uiso 1 1 calc R . . N3 N 0.3855(6) -0.1015(6) 0.05272(19) 0.0381(13) Uani 1 1 d . . . C22 C -0.6880(8) -0.0883(9) 0.7162(3) 0.051(2) Uani 1 1 d . . . H22A H -0.6983 0.0062 0.7126 0.061 Uiso 1 1 calc R . . H22B H -0.6004 -0.1049 0.7375 0.061 Uiso 1 1 calc R . . C12 C 0.0358(7) -0.1044(8) 0.3584(2) 0.0392(16) Uani 1 1 d . . . H12A H 0.1273 -0.1220 0.3776 0.047 Uiso 1 1 calc R . . H12B H 0.0249 -0.0098 0.3555 0.047 Uiso 1 1 calc R . . C10 C 0.1668(7) -0.1132(7) 0.2829(2) 0.0370(15) Uani 1 1 d . . . H10A H 0.1623 -0.0180 0.2813 0.044 Uiso 1 1 calc R . . H10B H 0.2591 -0.1372 0.3005 0.044 Uiso 1 1 calc R . . C15 C -0.2299(7) -0.1554(6) 0.4552(2) 0.0330(14) Uani 1 1 d . . . H15A H -0.3197 -0.1411 0.4347 0.040 Uiso 1 1 calc R . . H15B H -0.2163 -0.2496 0.4584 0.040 Uiso 1 1 calc R . . C8 C 0.2894(7) -0.1342(7) 0.2058(2) 0.0368(15) Uani 1 1 d . . . H8A H 0.2730 -0.1741 0.1747 0.044 Uiso 1 1 calc R . . H8B H 0.3772 -0.1730 0.2219 0.044 Uiso 1 1 calc R . . C24 C 0.4268(9) -0.1901(7) 0.0162(3) 0.0448(18) Uani 1 1 d . . . H24A H 0.3431 -0.2399 0.0035 0.067 Uiso 1 1 calc R . . H24B H 0.5016 -0.2489 0.0297 0.067 Uiso 1 1 calc R . . H24C H 0.4631 -0.1399 -0.0086 0.067 Uiso 1 1 calc R . . C5 C 0.2907(8) 0.0637(8) 0.0884(3) 0.0431(17) Uani 1 1 d . . . H5 H 0.2353 0.1370 0.0945 0.052 Uiso 1 1 calc R . . C20 C -0.5405(7) -0.0915(7) 0.6454(2) 0.0380(15) Uani 1 1 d . . . H20A H -0.5548 0.0023 0.6411 0.046 Uiso 1 1 calc R . . H20B H -0.4518 -0.1043 0.6665 0.046 Uiso 1 1 calc R . . C14 C -0.1049(7) -0.1002(6) 0.4310(2) 0.0353(14) Uani 1 1 d . . . H14A H -0.0147 -0.1142 0.4513 0.042 Uiso 1 1 calc R . . H14B H -0.1186 -0.0061 0.4273 0.042 Uiso 1 1 calc R . . C11 C 0.0415(7) -0.1636(7) 0.3094(2) 0.0368(15) Uani 1 1 d . . . H11A H -0.0502 -0.1452 0.2905 0.044 Uiso 1 1 calc R . . H11B H 0.0503 -0.2582 0.3126 0.044 Uiso 1 1 calc R . . C2 C 0.4508(7) -0.0956(7) 0.0971(2) 0.0346(14) Uani 1 1 d . . . H2 H 0.5245 -0.1512 0.1101 0.041 Uiso 1 1 calc R . . C7 C 0.3160(8) 0.0136(6) 0.1997(3) 0.0322(15) Uani 1 1 d . . . H7A H 0.2258 0.0545 0.1863 0.039 Uiso 1 1 calc R . . H7B H 0.3428 0.0524 0.2305 0.039 Uiso 1 1 calc R . . C19 C -0.5202(7) -0.1532(7) 0.5977(2) 0.0363(15) Uani 1 1 d . . . H19A H -0.5039 -0.2468 0.6021 0.044 Uiso 1 1 calc R . . H19B H -0.6095 -0.1420 0.5767 0.044 Uiso 1 1 calc R . . C23 C -0.8186(10) -0.1412(9) 0.7384(3) 0.060(2) Uani 1 1 d . . . H23A H -0.9056 -0.1277 0.7172 0.090 Uiso 1 1 calc R . . H23B H -0.8273 -0.0961 0.7676 0.090 Uiso 1 1 calc R . . H23C H -0.8056 -0.2335 0.7445 0.090 Uiso 1 1 calc R . . C16 C -0.2489(7) -0.0996(7) 0.5032(2) 0.0370(15) Uani 1 1 d . . . H16A H -0.2613 -0.0052 0.5002 0.044 Uiso 1 1 calc R . . H16B H -0.1600 -0.1153 0.5239 0.044 Uiso 1 1 calc R . . C4 C 0.2855(10) -0.0032(7) 0.0472(3) 0.044(2) Uani 1 1 d . . . H4 H 0.2241 0.0151 0.0198 0.053 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ta1 0.0360(2) 0.0340(2) 0.0304(2) 0.00222(10) 0.00657(15) 0.00052(10) F4 0.063(3) 0.045(2) 0.043(2) 0.010(2) 0.016(2) 0.004(2) F3 0.049(2) 0.047(3) 0.075(3) 0.014(2) 0.013(2) 0.006(2) F2 0.054(2) 0.089(4) 0.044(3) 0.023(3) 0.0154(19) -0.008(3) F5 0.051(2) 0.046(3) 0.060(3) -0.001(2) 0.006(2) 0.004(2) N1 0.033(3) 0.036(3) 0.029(3) 0.003(2) 0.007(3) -0.010(2) F6 0.054(2) 0.041(2) 0.061(3) -0.014(2) 0.005(2) -0.018(2) F1 0.044(2) 0.069(3) 0.054(3) -0.020(2) 0.0132(19) -0.015(2) C21 0.034(3) 0.028(3) 0.039(4) -0.003(3) 0.009(3) -0.001(3) C9 0.046(4) 0.041(4) 0.034(4) -0.001(3) 0.016(3) -0.008(3) C18 0.043(3) 0.031(3) 0.035(4) -0.001(3) 0.005(3) -0.003(3) C17 0.035(3) 0.047(4) 0.031(4) -0.002(3) 0.006(3) -0.004(3) C6 0.045(4) 0.050(4) 0.030(4) -0.003(3) 0.009(3) -0.002(4) C13 0.037(3) 0.046(4) 0.031(4) 0.002(3) 0.012(3) 0.001(3) N3 0.045(3) 0.041(3) 0.029(3) 0.002(3) 0.009(2) -0.011(3) C22 0.047(4) 0.075(6) 0.031(4) -0.005(4) 0.013(3) -0.009(4) C12 0.039(3) 0.048(4) 0.031(4) 0.004(3) 0.008(3) 0.002(3) C10 0.035(3) 0.041(4) 0.035(4) 0.003(3) 0.008(3) 0.002(3) C15 0.035(3) 0.030(3) 0.035(4) 0.000(3) 0.010(3) 0.000(3) C8 0.044(4) 0.036(4) 0.032(4) 0.004(3) 0.013(3) 0.009(3) C24 0.058(4) 0.041(4) 0.036(4) -0.002(3) 0.011(3) -0.004(4) C5 0.052(4) 0.042(4) 0.037(4) 0.004(3) 0.008(3) -0.003(4) C20 0.040(3) 0.041(4) 0.032(4) -0.002(3) 0.000(3) -0.003(3) C14 0.039(3) 0.030(3) 0.036(4) 0.006(3) 0.005(3) 0.000(3) C11 0.037(3) 0.040(4) 0.036(4) 0.000(3) 0.012(3) -0.009(3) C2 0.039(3) 0.040(4) 0.026(3) 0.000(3) 0.008(3) -0.006(3) C7 0.037(4) 0.029(3) 0.031(4) -0.007(3) 0.005(3) -0.004(3) C19 0.039(3) 0.045(4) 0.027(3) 0.000(3) 0.008(3) 0.001(3) C23 0.081(6) 0.058(5) 0.047(5) 0.004(4) 0.032(4) -0.001(5) C16 0.038(3) 0.043(4) 0.032(4) 0.002(3) 0.010(3) -0.004(3) C4 0.043(5) 0.046(4) 0.041(5) 0.016(3) -0.002(4) 0.012(3) _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 Ta1 F6 1.876(4) . ? Ta1 F3 1.882(4) . ? Ta1 F4 1.882(4) . ? Ta1 F5 1.891(4) . ? Ta1 F2 1.893(4) . ? Ta1 F1 1.898(4) . ? N1 C2 1.330(9) . ? N1 C5 1.366(10) . ? N1 C6 1.473(10) . ? C21 C22 1.512(10) . ? C21 C20 1.530(9) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C10 1.517(9) . ? C9 C8 1.526(9) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C18 C19 1.516(9) . ? C18 C17 1.516(9) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 C16 1.512(9) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C6 C7 1.475(11) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C13 C12 1.515(9) . ? C13 C14 1.516(9) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N3 C2 1.339(8) . ? N3 C4 1.358(10) . ? N3 C24 1.456(9) . ? C22 C23 1.517(11) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C12 C11 1.523(9) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.533(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C15 C16 1.506(9) . ? C15 C14 1.512(9) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C8 C7 1.536(9) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C5 C4 1.352(12) . ? C5 H5 0.9300 . ? C20 C19 1.524(9) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C2 H2 0.9300 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C4 H4 0.9300 . ? 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 F6 Ta1 F3 91.1(2) . . ? F6 Ta1 F4 92.2(2) . . ? F3 Ta1 F4 89.2(2) . . ? F6 Ta1 F5 90.9(2) . . ? F3 Ta1 F5 177.87(19) . . ? F4 Ta1 F5 89.8(2) . . ? F6 Ta1 F2 90.6(2) . . ? F3 Ta1 F2 89.9(2) . . ? F4 Ta1 F2 177.10(19) . . ? F5 Ta1 F2 91.0(2) . . ? F6 Ta1 F1 178.73(19) . . ? F3 Ta1 F1 89.1(2) . . ? F4 Ta1 F1 89.1(2) . . ? F5 Ta1 F1 89.03(19) . . ? F2 Ta1 F1 88.2(2) . . ? C2 N1 C5 108.4(7) . . ? C2 N1 C6 126.5(7) . . ? C5 N1 C6 125.1(7) . . ? C22 C21 C20 113.9(6) . . ? C22 C21 H21A 108.8 . . ? C20 C21 H21A 108.8 . . ? C22 C21 H21B 108.8 . . ? C20 C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? C10 C9 C8 116.2(6) . . ? C10 C9 H9A 108.2 . . ? C8 C9 H9A 108.2 . . ? C10 C9 H9B 108.2 . . ? C8 C9 H9B 108.2 . . ? H9A C9 H9B 107.4 . . ? C19 C18 C17 113.9(5) . . ? C19 C18 H18A 108.8 . . ? C17 C18 H18A 108.8 . . ? C19 C18 H18B 108.8 . . ? C17 C18 H18B 108.8 . . ? H18A C18 H18B 107.7 . . ? C16 C17 C18 114.2(6) . . ? C16 C17 H17A 108.7 . . ? C18 C17 H17A 108.7 . . ? C16 C17 H17B 108.7 . . ? C18 C17 H17B 108.7 . . ? H17A C17 H17B 107.6 . . ? N1 C6 C7 113.4(7) . . ? N1 C6 H6A 108.9 . . ? C7 C6 H6A 108.9 . . ? N1 C6 H6B 108.9 . . ? C7 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? C12 C13 C14 114.8(6) . . ? C12 C13 H13A 108.6 . . ? C14 C13 H13A 108.6 . . ? C12 C13 H13B 108.6 . . ? C14 C13 H13B 108.6 . . ? H13A C13 H13B 107.5 . . ? C2 N3 C4 107.9(6) . . ? C2 N3 C24 125.0(6) . . ? C4 N3 C24 126.8(6) . . ? C21 C22 C23 113.7(7) . . ? C21 C22 H22A 108.8 . . ? C23 C22 H22A 108.8 . . ? C21 C22 H22B 108.8 . . ? C23 C22 H22B 108.8 . . ? H22A C22 H22B 107.7 . . ? C13 C12 C11 112.2(6) . . ? C13 C12 H12A 109.2 . . ? C11 C12 H12A 109.2 . . ? C13 C12 H12B 109.2 . . ? C11 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? C9 C10 C11 112.5(6) . . ? C9 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? C9 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C16 C15 C14 116.2(5) . . ? C16 C15 H15A 108.2 . . ? C14 C15 H15A 108.2 . . ? C16 C15 H15B 108.2 . . ? C14 C15 H15B 108.2 . . ? H15A C15 H15B 107.4 . . ? C9 C8 C7 115.0(6) . . ? C9 C8 H8A 108.5 . . ? C7 C8 H8A 108.5 . . ? C9 C8 H8B 108.5 . . ? C7 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C4 C5 N1 106.9(7) . . ? C4 C5 H5 126.5 . . ? N1 C5 H5 126.5 . . ? C19 C20 C21 113.8(6) . . ? C19 C20 H20A 108.8 . . ? C21 C20 H20A 108.8 . . ? C19 C20 H20B 108.8 . . ? C21 C20 H20B 108.8 . . ? H20A C20 H20B 107.7 . . ? C15 C14 C13 114.5(5) . . ? C15 C14 H14A 108.6 . . ? C13 C14 H14A 108.6 . . ? C15 C14 H14B 108.6 . . ? C13 C14 H14B 108.6 . . ? H14A C14 H14B 107.6 . . ? C12 C11 C10 114.8(5) . . ? C12 C11 H11A 108.6 . . ? C10 C11 H11A 108.6 . . ? C12 C11 H11B 108.6 . . ? C10 C11 H11B 108.6 . . ? H11A C11 H11B 107.5 . . ? N1 C2 N3 108.8(6) . . ? N1 C2 H2 125.6 . . ? N3 C2 H2 125.6 . . ? C6 C7 C8 113.2(6) . . ? C6 C7 H7A 108.9 . . ? C8 C7 H7A 108.9 . . ? C6 C7 H7B 108.9 . . ? C8 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C18 C19 C20 113.8(6) . . ? C18 C19 H19A 108.8 . . ? C20 C19 H19A 108.8 . . ? C18 C19 H19B 108.8 . . ? C20 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C15 C16 C17 115.2(6) . . ? C15 C16 H16A 108.5 . . ? C17 C16 H16A 108.5 . . ? C15 C16 H16B 108.5 . . ? C17 C16 H16B 108.5 . . ? H16A C16 H16B 107.5 . . ? C5 C4 N3 108.0(7) . . ? C5 C4 H4 126.0 . . ? N3 C4 H4 126.0 . . ? _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.945 _refine_diff_density_max 1.629 _refine_diff_density_min -1.412 _refine_diff_density_rms 0.215