# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_12paf110ra _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2013-02-11 _chemical_name_systematic ; aqua-1,4,7,10,13,16-hexaoxacyclooctadecane-tin(II) bis(tetrafluoroborate) hydrate ; # C12H24O6 = 18-crown-6 # 1,4,7,10,13,16-hexaoxacyclooctadecane (Chemspider) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H26 O7 Sn 2+, 2(B F4 1-), 2(H2 O)' _chemical_formula_sum 'C12 H30 B2 F8 O9 Sn' _chemical_formula_structural '((C12 H24 O6)(H2 O)Sn) (B F4)2 (H2O)2' _chemical_formula_weight 610.67 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 21.368(6) _cell_length_b 17.042(4) _cell_length_c 12.503(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4553.3(19) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 10999 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.782 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2448 _exptl_absorpt_coefficient_mu 1.227 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.721 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ;Jacobson, R.A. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, VHF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ Superbright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18854 _diffrn_reflns_av_R_equivalents 0.1119 # _diffrn_reflns_av_sigmaI/netI 0.1089 _diffrn_reflns_av_unetI/netI 0.1089 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4461 _reflns_number_gt 2486 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-III (Farrugia, 1997)' _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. Shelxl-97 refinement details: Restraints on B2-F distances (x4). H atoms not located on O7,O8,O9 (water molecules). ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0955P)^2^+39.8836P] 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 4461 _refine_ls_number_parameters 289 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1527 _refine_ls_R_factor_gt 0.0828 _refine_ls_wR_factor_ref 0.2267 _refine_ls_wR_factor_gt 0.1916 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.033 _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 Sn1 Sn 0.88337(3) 0.28062(4) 0.02529(6) 0.0287(3) Uani 1 1 d . . . O1 O 0.8376(5) 0.3994(5) -0.0687(6) 0.054(2) Uani 1 1 d . . . O2 O 0.7637(4) 0.2804(6) -0.0272(7) 0.058(3) Uani 1 1 d . . . O3 O 0.7907(5) 0.1636(6) 0.1053(6) 0.064(3) Uani 1 1 d . . . O4 O 0.9181(5) 0.1305(5) 0.0882(7) 0.065(3) Uani 1 1 d . . . O5 O 0.9977(4) 0.2341(7) -0.0110(7) 0.062(3) Uani 1 1 d . . . O6 O 0.9617(5) 0.3839(6) -0.0498(7) 0.065(3) Uani 1 1 d . . . O7 O 0.8824(3) 0.2333(4) -0.1342(6) 0.0336(18) Uani 1 1 d . . . O8 O 0.9669(3) 0.3335(5) 0.2448(6) 0.043(2) Uani 1 1 d . . . O9 O 0.2933(4) 0.1964(7) 0.7622(7) 0.080(4) Uani 1 1 d . . . C1 C 0.7725(9) 0.4144(11) -0.0411(11) 0.087(7) Uani 1 1 d . . . H1A H 0.7682 0.4216 0.0372 0.104 Uiso 1 1 calc R . . H1B H 0.7576 0.4626 -0.0771 0.104 Uiso 1 1 calc R . . C2 C 0.7369(8) 0.3482(13) -0.0755(16) 0.096(7) Uani 1 1 d . . . H2A H 0.6927 0.3539 -0.0534 0.115 Uiso 1 1 calc R . . H2B H 0.7384 0.3436 -0.1544 0.115 Uiso 1 1 calc R . . C3 C 0.7199(6) 0.2182(14) -0.0111(12) 0.090(8) Uani 1 1 d . . . H3A H 0.6949 0.2104 -0.0768 0.109 Uiso 1 1 calc R . . H3B H 0.6910 0.2321 0.0478 0.109 Uiso 1 1 calc R . . C4 C 0.7526(10) 0.1464(12) 0.0151(11) 0.090(7) Uani 1 1 d . . . H4A H 0.7224 0.1042 0.0323 0.108 Uiso 1 1 calc R . . H4B H 0.7788 0.1292 -0.0459 0.108 Uiso 1 1 calc R . . C5 C 0.8192(10) 0.0952(10) 0.1543(12) 0.093(7) Uani 1 1 d . . . H5A H 0.7881 0.0523 0.1590 0.112 Uiso 1 1 calc R . . H5B H 0.8329 0.1083 0.2278 0.112 Uiso 1 1 calc R . . C6 C 0.8737(11) 0.0686(9) 0.0908(12) 0.106(8) Uani 1 1 d . . . H6A H 0.8925 0.0214 0.1239 0.128 Uiso 1 1 calc R . . H6B H 0.8604 0.0551 0.0173 0.128 Uiso 1 1 calc R . . C7 C 0.9788(12) 0.1065(13) 0.0472(15) 0.120(10) Uani 1 1 d . . . H7A H 0.9745 0.0884 -0.0277 0.144 Uiso 1 1 calc R . . H7B H 0.9953 0.0624 0.0904 0.144 Uiso 1 1 calc R . . C8 C 1.0222(8) 0.1729(17) 0.0521(16) 0.117(10) Uani 1 1 d . . . H8A H 1.0271 0.1907 0.1270 0.140 Uiso 1 1 calc R . . H8B H 1.0638 0.1571 0.0248 0.140 Uiso 1 1 calc R . . C9 C 1.0429(6) 0.2974(13) -0.0259(15) 0.086(7) Uani 1 1 d . . . H9A H 1.0522 0.3225 0.0437 0.104 Uiso 1 1 calc R . . H9B H 1.0824 0.2760 -0.0554 0.104 Uiso 1 1 calc R . . C10 C 1.0170(9) 0.3549(12) -0.0989(14) 0.097(8) Uani 1 1 d . . . H10A H 1.0472 0.3981 -0.1109 0.117 Uiso 1 1 calc R . . H10B H 1.0071 0.3304 -0.1686 0.117 Uiso 1 1 calc R . . C11 C 0.9347(11) 0.4491(11) -0.1101(16) 0.111(8) Uani 1 1 d . . . H11A H 0.9630 0.4950 -0.1076 0.133 Uiso 1 1 calc R . . H11B H 0.9289 0.4337 -0.1858 0.133 Uiso 1 1 calc R . . C12 C 0.8744(10) 0.4692(8) -0.0626(14) 0.092(7) Uani 1 1 d . . . H12A H 0.8798 0.4858 0.0128 0.110 Uiso 1 1 calc R . . H12B H 0.8543 0.5124 -0.1028 0.110 Uiso 1 1 calc R . . B1 B 0.1345(8) 0.0090(10) 0.2473(13) 0.055(4) Uani 1 1 d . . . F1 F 0.0917(7) -0.0316(9) 0.2930(12) 0.211(10) Uani 1 1 d . . . F2 F 0.1801(5) -0.0300(6) 0.2006(10) 0.123(4) Uani 1 1 d . . . F3 F 0.1080(8) 0.0352(13) 0.1573(14) 0.216(9) Uani 1 1 d . . . F4 F 0.1518(5) 0.0672(6) 0.3076(7) 0.093(3) Uani 1 1 d . . . B2 B 0.1374(7) 0.1430(7) 0.7765(11) 0.054(4) Uani 1 1 d D . . F5 F 0.1466(10) 0.2187(6) 0.7768(9) 0.190(8) Uani 1 1 d D . . F6 F 0.1014(9) 0.1172(10) 0.706(2) 0.307(17) Uani 1 1 d D . . F7 F 0.1846(5) 0.0986(7) 0.7656(19) 0.227(11) Uani 1 1 d D . . F8 F 0.1116(13) 0.1233(9) 0.8637(15) 0.289(15) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.0289(4) 0.0332(4) 0.0241(4) -0.0054(3) -0.0009(3) 0.0045(3) O1 0.102(8) 0.027(5) 0.034(4) 0.005(4) 0.007(5) 0.020(5) O2 0.027(4) 0.092(8) 0.054(5) 0.001(6) -0.005(4) 0.022(5) O3 0.105(8) 0.059(7) 0.028(5) -0.009(5) -0.006(5) -0.032(6) O4 0.119(9) 0.028(5) 0.048(6) 0.002(4) 0.000(6) 0.039(5) O5 0.027(4) 0.110(9) 0.050(6) -0.010(6) -0.005(4) 0.012(5) O6 0.073(7) 0.081(8) 0.041(6) -0.022(5) 0.020(5) -0.052(6) O7 0.021(3) 0.046(5) 0.034(4) -0.016(3) -0.001(3) 0.007(3) O8 0.039(4) 0.045(5) 0.045(5) 0.007(4) 0.015(4) -0.011(4) O9 0.060(6) 0.144(11) 0.037(5) -0.038(6) 0.017(5) -0.062(6) C1 0.123(16) 0.103(14) 0.035(8) 0.021(9) 0.016(9) 0.102(13) C2 0.054(10) 0.15(2) 0.085(13) 0.003(14) -0.002(10) 0.065(12) C3 0.022(7) 0.20(2) 0.049(9) -0.048(13) 0.019(7) -0.057(11) C4 0.122(16) 0.114(16) 0.035(8) -0.015(10) 0.018(10) -0.092(14) C5 0.18(2) 0.059(11) 0.035(8) -0.004(8) 0.026(11) -0.045(12) C6 0.25(3) 0.035(9) 0.037(8) -0.004(7) 0.003(12) 0.030(13) C7 0.18(2) 0.124(19) 0.055(12) 0.019(12) 0.020(14) 0.132(18) C8 0.057(11) 0.22(3) 0.074(14) 0.008(17) -0.009(10) 0.091(15) C9 0.017(6) 0.16(2) 0.078(12) -0.070(14) 0.007(8) -0.026(9) C10 0.088(14) 0.137(19) 0.068(12) -0.045(12) 0.047(11) -0.085(13) C11 0.18(2) 0.067(13) 0.083(14) 0.031(11) 0.006(14) -0.088(14) C12 0.19(2) 0.024(8) 0.063(10) 0.013(7) 0.008(12) 0.013(11) B1 0.063(10) 0.066(11) 0.036(8) -0.027(8) 0.023(8) -0.019(9) F1 0.232(15) 0.200(15) 0.200(15) -0.162(13) 0.168(13) -0.170(13) F2 0.128(9) 0.082(8) 0.160(11) -0.004(8) 0.073(8) 0.038(7) F3 0.218(17) 0.28(2) 0.149(14) -0.033(15) -0.099(14) 0.080(16) F4 0.109(7) 0.091(7) 0.080(6) -0.042(6) 0.023(6) -0.043(6) B2 0.063(10) 0.045(9) 0.054(10) -0.007(7) 0.037(8) -0.012(8) F5 0.44(3) 0.039(6) 0.087(8) -0.009(6) 0.048(12) -0.049(10) F6 0.261(19) 0.184(16) 0.47(4) -0.22(2) -0.30(2) 0.138(15) F7 0.048(6) 0.088(9) 0.54(4) 0.069(15) 0.039(12) 0.010(6) F8 0.58(4) 0.106(12) 0.180(16) 0.014(11) 0.24(2) -0.054(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 O7 2.150(7) . ? Sn1 O1 2.537(8) . ? Sn1 O6 2.604(9) . ? Sn1 O5 2.607(9) . ? Sn1 O2 2.641(8) . ? Sn1 O4 2.777(8) . ? Sn1 O3 2.984(9) . ? O1 C12 1.428(19) . ? O1 C1 1.455(18) . ? O2 C2 1.42(2) . ? O2 C3 1.427(19) . ? O3 C4 1.421(17) . ? O3 C5 1.45(2) . ? O4 C6 1.42(2) . ? O4 C7 1.45(2) . ? O5 C8 1.41(2) . ? O5 C9 1.46(2) . ? O6 C10 1.42(2) . ? O6 C11 1.46(2) . ? C1 C2 1.43(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.45(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.48(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.46(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.45(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.46(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? B1 F1 1.281(18) . ? B1 F4 1.300(16) . ? B1 F2 1.317(17) . ? B1 F3 1.34(2) . ? B2 F6 1.251(14) . ? B2 F8 1.266(14) . ? B2 F7 1.269(14) . ? B2 F5 1.306(13) . ? 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 O7 Sn1 O1 82.3(3) . . ? O7 Sn1 O6 85.7(3) . . ? O1 Sn1 O6 62.7(4) . . ? O7 Sn1 O5 74.5(3) . . ? O1 Sn1 O5 121.5(3) . . ? O6 Sn1 O5 62.7(4) . . ? O7 Sn1 O2 76.1(3) . . ? O1 Sn1 O2 60.8(3) . . ? O6 Sn1 O2 122.3(3) . . ? O5 Sn1 O2 149.7(3) . . ? O7 Sn1 O4 85.4(3) . . ? O1 Sn1 O4 165.8(3) . . ? O6 Sn1 O4 123.6(4) . . ? O5 Sn1 O4 61.3(3) . . ? O2 Sn1 O4 109.1(3) . . ? O7 Sn1 O3 93.1(3) . . ? O1 Sn1 O3 115.7(3) . . ? O6 Sn1 O3 178.1(3) . . ? O5 Sn1 O3 118.5(3) . . ? O2 Sn1 O3 55.9(3) . . ? O4 Sn1 O3 57.8(3) . . ? C12 O1 C1 111.6(13) . . ? C12 O1 Sn1 115.3(9) . . ? C1 O1 Sn1 113.5(8) . . ? C2 O2 C3 113.6(13) . . ? C2 O2 Sn1 119.5(10) . . ? C3 O2 Sn1 126.9(10) . . ? C4 O3 C5 114.3(13) . . ? C4 O3 Sn1 104.5(7) . . ? C5 O3 Sn1 113.5(9) . . ? C6 O4 C7 113.3(14) . . ? C6 O4 Sn1 120.9(9) . . ? C7 O4 Sn1 113.4(10) . . ? C8 O5 C9 111.9(14) . . ? C8 O5 Sn1 118.4(10) . . ? C9 O5 Sn1 114.7(9) . . ? C10 O6 C11 111.7(14) . . ? C10 O6 Sn1 117.1(10) . . ? C11 O6 Sn1 116.5(9) . . ? C2 C1 O1 107.4(12) . . ? C2 C1 H1A 110.2 . . ? O1 C1 H1A 110.2 . . ? C2 C1 H1B 110.2 . . ? O1 C1 H1B 110.2 . . ? H1A C1 H1B 108.5 . . ? O2 C2 C1 107.5(13) . . ? O2 C2 H2A 110.2 . . ? C1 C2 H2A 110.2 . . ? O2 C2 H2B 110.2 . . ? C1 C2 H2B 110.2 . . ? H2A C2 H2B 108.5 . . ? O2 C3 C4 110.1(12) . . ? O2 C3 H3A 109.6 . . ? C4 C3 H3A 109.6 . . ? O2 C3 H3B 109.6 . . ? C4 C3 H3B 109.6 . . ? H3A C3 H3B 108.2 . . ? O3 C4 C3 106.4(14) . . ? O3 C4 H4A 110.5 . . ? C3 C4 H4A 110.5 . . ? O3 C4 H4B 110.5 . . ? C3 C4 H4B 110.5 . . ? H4A C4 H4B 108.6 . . ? O3 C5 C6 110.5(12) . . ? O3 C5 H5A 109.6 . . ? C6 C5 H5A 109.6 . . ? O3 C5 H5B 109.6 . . ? C6 C5 H5B 109.6 . . ? H5A C5 H5B 108.1 . . ? O4 C6 C5 108.1(12) . . ? O4 C6 H6A 110.1 . . ? C5 C6 H6A 110.1 . . ? O4 C6 H6B 110.1 . . ? C5 C6 H6B 110.1 . . ? H6A C6 H6B 108.4 . . ? O4 C7 C8 109.4(16) . . ? O4 C7 H7A 109.8 . . ? C8 C7 H7A 109.8 . . ? O4 C7 H7B 109.8 . . ? C8 C7 H7B 109.8 . . ? H7A C7 H7B 108.2 . . ? O5 C8 C7 108.3(14) . . ? O5 C8 H8A 110.0 . . ? C7 C8 H8A 110.0 . . ? O5 C8 H8B 110.0 . . ? C7 C8 H8B 110.0 . . ? H8A C8 H8B 108.4 . . ? C10 C9 O5 109.2(11) . . ? C10 C9 H9A 109.8 . . ? O5 C9 H9A 109.8 . . ? C10 C9 H9B 109.8 . . ? O5 C9 H9B 109.8 . . ? H9A C9 H9B 108.3 . . ? O6 C10 C9 106.2(13) . . ? O6 C10 H10A 110.5 . . ? C9 C10 H10A 110.5 . . ? O6 C10 H10B 110.5 . . ? C9 C10 H10B 110.5 . . ? H10A C10 H10B 108.7 . . ? C12 C11 O6 108.5(13) . . ? C12 C11 H11A 110.0 . . ? O6 C11 H11A 110.0 . . ? C12 C11 H11B 110.0 . . ? O6 C11 H11B 110.0 . . ? H11A C11 H11B 108.4 . . ? O1 C12 C11 105.6(12) . . ? O1 C12 H12A 110.6 . . ? C11 C12 H12A 110.6 . . ? O1 C12 H12B 110.6 . . ? C11 C12 H12B 110.6 . . ? H12A C12 H12B 108.8 . . ? F1 B1 F4 110.9(12) . . ? F1 B1 F2 116.9(16) . . ? F4 B1 F2 115.6(14) . . ? F1 B1 F3 104.7(18) . . ? F4 B1 F3 110.7(17) . . ? F2 B1 F3 96.3(14) . . ? F6 B2 F8 104(2) . . ? F6 B2 F7 101.8(14) . . ? F8 B2 F7 106.2(17) . . ? F6 B2 F5 116.3(17) . . ? F8 B2 F5 109.0(13) . . ? F7 B2 F5 118.0(15) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C12 O1 C1 C2 165.3(13) . . . . ? Sn1 O1 C1 C2 -62.5(13) . . . . ? C3 O2 C2 C1 152.2(13) . . . . ? Sn1 O2 C2 C1 -26.9(17) . . . . ? O1 C1 C2 O2 55.6(16) . . . . ? C2 O2 C3 C4 167.1(14) . . . . ? Sn1 O2 C3 C4 -13.9(16) . . . . ? C5 O3 C4 C3 170.2(12) . . . . ? Sn1 O3 C4 C3 -65.1(13) . . . . ? O2 C3 C4 O3 55.4(16) . . . . ? C4 O3 C5 C6 77.7(17) . . . . ? Sn1 O3 C5 C6 -42.1(15) . . . . ? C7 O4 C6 C5 168.2(13) . . . . ? Sn1 O4 C6 C5 -52.3(15) . . . . ? O3 C5 C6 O4 60.8(17) . . . . ? C6 O4 C7 C8 -177.4(15) . . . . ? Sn1 O4 C7 C8 40.0(19) . . . . ? C9 O5 C8 C7 -170.0(14) . . . . ? Sn1 O5 C8 C7 53.2(19) . . . . ? O4 C7 C8 O5 -60(2) . . . . ? C8 O5 C9 C10 174.9(14) . . . . ? Sn1 O5 C9 C10 -46.6(14) . . . . ? C11 O6 C10 C9 173.6(13) . . . . ? Sn1 O6 C10 C9 -48.4(15) . . . . ? O5 C9 C10 O6 60.9(15) . . . . ? C10 O6 C11 C12 173.1(14) . . . . ? Sn1 O6 C11 C12 34.9(17) . . . . ? C1 O1 C12 C11 -170.1(13) . . . . ? Sn1 O1 C12 C11 58.6(15) . . . . ? O6 C11 C12 O1 -58.8(18) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Sn1 O8 3.396(8) . . ? Sn1 O9 3.304(9) . 4_556 ? O7 O8 2.616(10) . 7_565 ? O7 O9 2.567(11) . 6_656 ? O8 F1 2.660(13) . 3_655 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.412 _refine_diff_density_min -1.172 _refine_diff_density_rms 0.176 _iucr_refine_instruction_details ; Add final .res file here for Acta Cryst publications or if required. ; _database_code_depnum_ccdc_archive 'CCDC 949204' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_12paf128ra _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2013-02-14 _audit_update_record ; 2013-07-05 Re-refined with better treatment of C13A/B disorder ; _chemical_name_systematic ; bis(1,4,7,10,13-pentaoxacyclopentadecane)tin(II) tris(tetrafluoroborate) oxonium hydrate ; # C10H20O5 = 15-crown-5 # 1,4,7,10,13-Pentaoxacyclopentadecane (chemspider) # 1,4,7,10,13-pentaoxacyclopentadecane (iLab defaults) # H3O+ = oxonium (iLab defaults and Chemspider) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H40 O10 Sn 2+, 3(B F4 1-), H3 O 1+, H2 O' _chemical_formula_sum 'C20 H45 B3 F12 O12 Sn' _chemical_formula_weight 856.68 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' O O 0.0106 0.0060 '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' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.116(2) _cell_length_b 15.118(2) _cell_length_c 16.137(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.793(6) _cell_angle_gamma 90.00 _cell_volume 3443.6(14) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 13001 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.652 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1736 _exptl_absorpt_coefficient_mu 0.859 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.855 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ;Jacobson, R.A. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, VHF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ Superbright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16402 _diffrn_reflns_av_R_equivalents 0.0295 # _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_av_unetI/netI 0.0411 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7805 _reflns_number_gt 6065 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-III (Farrugia, 1997)' _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. Shelxl-97 refinement details: C13 modelled as disordered over two sites (A/B) Restraints: DFIX on O7-C13B and C13B-C14. C13B is isotropic. No H identified on the water O atoms (O11 & O12) ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0978P)^2^+24.7660P] 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 7805 _refine_ls_number_parameters 437 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0911 _refine_ls_R_factor_gt 0.0727 _refine_ls_wR_factor_ref 0.2033 _refine_ls_wR_factor_gt 0.1868 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.49134(3) 0.25498(2) 0.31405(2) 0.02231(14) Uani 1 1 d . A . O1 O 0.4177(3) 0.1359(3) 0.4249(3) 0.0415(11) Uani 1 1 d . . . O2 O 0.5173(4) 0.0750(3) 0.2912(3) 0.0424(11) Uani 1 1 d . . . O3 O 0.6583(4) 0.1857(4) 0.3300(5) 0.075(2) Uani 1 1 d . . . O4 O 0.6007(4) 0.3091(4) 0.4411(3) 0.0469(12) Uani 1 1 d . . . O5 O 0.4067(4) 0.3136(3) 0.4557(3) 0.0391(11) Uani 1 1 d . . . O6 O 0.5024(4) 0.4350(4) 0.3175(3) 0.0485(13) Uani 1 1 d . A . O7 O 0.3371(4) 0.3540(4) 0.2657(4) 0.0590(15) Uani 1 1 d D . . O8 O 0.3290(4) 0.1780(4) 0.2348(4) 0.0512(13) Uani 1 1 d . . . O9 O 0.5019(5) 0.2164(5) 0.1526(3) 0.0592(15) Uani 1 1 d . . . O10 O 0.6246(4) 0.3326(4) 0.2291(4) 0.0527(14) Uani 1 1 d . . . C1 C 0.4140(11) 0.0481(6) 0.4007(7) 0.093(4) Uani 1 1 d . . . H1A H 0.4117 0.0112 0.4513 0.112 Uiso 1 1 calc R . . H1B H 0.3538 0.0386 0.3698 0.112 Uiso 1 1 calc R . . C2 C 0.4856(9) 0.0178(6) 0.3534(9) 0.094(5) Uani 1 1 d . . . H2A H 0.4646 -0.0381 0.3268 0.113 Uiso 1 1 calc R . . H2B H 0.5400 0.0034 0.3903 0.113 Uiso 1 1 calc R . . C3 C 0.6097(6) 0.0541(5) 0.2653(7) 0.062(3) Uani 1 1 d . . . H3A H 0.6197 -0.0103 0.2728 0.075 Uiso 1 1 calc R . . H3B H 0.6141 0.0668 0.2053 0.075 Uiso 1 1 calc R . . C4 C 0.6834(7) 0.0991(7) 0.3067(8) 0.083(4) Uani 1 1 d . . . H4A H 0.7391 0.1017 0.2702 0.100 Uiso 1 1 calc R . . H4B H 0.7019 0.0653 0.3570 0.100 Uiso 1 1 calc R . . C5 C 0.7247(5) 0.2293(7) 0.3807(6) 0.058(2) Uani 1 1 d . . . H5A H 0.7517 0.2794 0.3493 0.069 Uiso 1 1 calc R . . H5B H 0.7770 0.1879 0.3941 0.069 Uiso 1 1 calc R . . C6 C 0.6853(7) 0.2637(7) 0.4593(7) 0.068(3) Uani 1 1 d . . . H6A H 0.6727 0.2140 0.4977 0.081 Uiso 1 1 calc R . . H6B H 0.7314 0.3041 0.4864 0.081 Uiso 1 1 calc R . . C7 C 0.5585(7) 0.3393(6) 0.5177(5) 0.062(3) Uani 1 1 d . . . H7A H 0.5983 0.3864 0.5428 0.074 Uiso 1 1 calc R . . H7B H 0.5551 0.2896 0.5575 0.074 Uiso 1 1 calc R . . C8 C 0.4638(6) 0.3734(5) 0.5010(5) 0.0497(19) Uani 1 1 d . . . H8A H 0.4329 0.3869 0.5542 0.060 Uiso 1 1 calc R . . H8B H 0.4688 0.4293 0.4694 0.060 Uiso 1 1 calc R . . C9 C 0.3619(7) 0.2517(5) 0.5087(5) 0.052(2) Uani 1 1 d . . . H9A H 0.4024 0.2426 0.5585 0.063 Uiso 1 1 calc R . . H9B H 0.3010 0.2769 0.5272 0.063 Uiso 1 1 calc R . . C10 C 0.3441(11) 0.1682(6) 0.4709(8) 0.102(5) Uani 1 1 d . . . H10A H 0.3293 0.1248 0.5148 0.122 Uiso 1 1 calc R . . H10B H 0.2874 0.1736 0.4344 0.122 Uiso 1 1 calc R . . C11 C 0.4331(7) 0.4802(7) 0.2723(6) 0.064(2) Uani 1 1 d . . . H11A H 0.4445 0.4733 0.2123 0.077 Uiso 1 1 calc R A . H11B H 0.4358 0.5440 0.2859 0.077 Uiso 1 1 calc R . . C12 C 0.3357(5) 0.4432(5) 0.2935(5) 0.0441(17) Uani 1 1 d . A . H12A H 0.3252 0.4458 0.3540 0.053 Uiso 1 1 calc R . . H12B H 0.2850 0.4769 0.2648 0.053 Uiso 1 1 calc R . . C13A C 0.2495(6) 0.3143(8) 0.2743(6) 0.039(2) Uani 0.70 1 d P A 1 H13A H 0.1986 0.3550 0.2554 0.046 Uiso 0.70 1 calc PR A 1 H13B H 0.2387 0.2993 0.3331 0.046 Uiso 0.70 1 calc PR A 1 C13B C 0.2931(18) 0.2825(13) 0.2975(11) 0.040(5) Uiso 0.30 1 d PD A 2 H13C H 0.2430 0.3011 0.3361 0.048 Uiso 0.30 1 calc PR A 2 H13D H 0.3390 0.2447 0.3280 0.048 Uiso 0.30 1 calc PR A 2 C14 C 0.2483(6) 0.2301(7) 0.2215(9) 0.083(4) Uani 1 1 d D A . H14A H 0.1913 0.1950 0.2347 0.100 Uiso 0.70 1 calc PR B 1 H14B H 0.2442 0.2467 0.1622 0.100 Uiso 0.70 1 calc PR B 1 H14C H 0.1873 0.2004 0.2327 0.100 Uiso 0.30 1 calc PR B 2 H14D H 0.2467 0.2629 0.1684 0.100 Uiso 0.30 1 calc PR B 2 C15 C 0.3620(8) 0.1370(9) 0.1670(7) 0.086(4) Uani 1 1 d . A . H15A H 0.3063 0.1142 0.1358 0.103 Uiso 1 1 calc R . . H15B H 0.3984 0.0849 0.1864 0.103 Uiso 1 1 calc R . . C16 C 0.4204(6) 0.1831(7) 0.1084(5) 0.060(2) Uani 1 1 d . A . H16A H 0.4404 0.1422 0.0640 0.071 Uiso 1 1 calc R . . H16B H 0.3845 0.2325 0.0827 0.071 Uiso 1 1 calc R . . C17 C 0.5643(7) 0.2641(7) 0.1069(6) 0.062(2) Uani 1 1 d . A . H17A H 0.5325 0.3184 0.0865 0.075 Uiso 1 1 calc R . . H17B H 0.5828 0.2288 0.0580 0.075 Uiso 1 1 calc R . . C18 C 0.6495(7) 0.2888(8) 0.1536(6) 0.068(3) Uani 1 1 d . A . H18A H 0.6872 0.2352 0.1666 0.081 Uiso 1 1 calc R . . H18B H 0.6889 0.3287 0.1197 0.081 Uiso 1 1 calc R . . C19 C 0.6318(7) 0.4216(6) 0.2265(6) 0.063(2) Uani 1 1 d . A . H19A H 0.5951 0.4440 0.1782 0.076 Uiso 1 1 calc R . . H19B H 0.6990 0.4380 0.2188 0.076 Uiso 1 1 calc R . . C20 C 0.5971(7) 0.4635(6) 0.3016(7) 0.064(2) Uani 1 1 d . . . H20A H 0.6389 0.4477 0.3491 0.077 Uiso 1 1 calc R A . H20B H 0.5984 0.5285 0.2950 0.077 Uiso 1 1 calc R . . B1 B 0.9408(6) 0.2631(5) 0.2340(5) 0.0363(16) Uani 1 1 d . . . F1 F 0.9585(5) 0.2679(3) 0.3265(3) 0.0645(14) Uani 1 1 d . . . F2 F 0.8792(3) 0.3297(3) 0.2146(3) 0.0492(11) Uani 1 1 d . . . F3 F 0.9009(5) 0.1833(3) 0.2184(3) 0.084(2) Uani 1 1 d . . . F4 F 1.0234(4) 0.2761(6) 0.1935(3) 0.087(2) Uani 1 1 d . . . B2 B 0.3003(6) 0.9661(5) -0.0292(5) 0.0361(16) Uani 1 1 d . . . F5 F 0.2632(4) 0.9279(4) -0.0973(3) 0.0617(13) Uani 1 1 d . . . F6 F 0.3141(4) 0.8991(4) 0.0310(4) 0.0847(19) Uani 1 1 d . . . F7 F 0.2379(7) 1.0210(5) 0.0067(5) 0.120(3) Uani 1 1 d . . . F8 F 0.3879(6) 0.9999(7) -0.0413(5) 0.134(4) Uani 1 1 d . . . B3 B 0.3261(10) 0.4674(7) 0.0398(6) 0.062(3) Uani 1 1 d . . . F9 F 0.3271(4) 0.5364(3) 0.0982(3) 0.0632(13) Uani 1 1 d . . . F10 F 0.2935(6) 0.4985(4) -0.0351(3) 0.086(2) Uani 1 1 d . . . F11 F 0.2629(6) 0.4040(4) 0.0670(4) 0.097(2) Uani 1 1 d . . . F12 F 0.4149(5) 0.4323(5) 0.0382(4) 0.095(2) Uani 1 1 d . . . O11 O 0.4765(4) 0.9133(3) 0.1217(3) 0.0392(11) Uani 1 1 d . . . O12 O 0.4889(6) 0.6322(4) 0.0958(4) 0.080(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.0207(2) 0.0228(2) 0.0234(2) -0.00653(14) -0.00121(14) -0.00114(14) O1 0.037(3) 0.039(3) 0.049(3) -0.008(2) 0.005(2) -0.005(2) O2 0.048(3) 0.037(3) 0.042(3) -0.009(2) -0.003(2) 0.010(2) O3 0.040(3) 0.059(4) 0.123(6) -0.041(4) -0.033(3) 0.024(3) O4 0.042(3) 0.054(3) 0.045(3) -0.010(2) -0.016(2) 0.005(2) O5 0.051(3) 0.037(2) 0.029(2) -0.0060(18) 0.002(2) 0.007(2) O6 0.052(3) 0.049(3) 0.044(3) 0.004(2) 0.000(2) 0.001(2) O7 0.048(3) 0.062(4) 0.066(4) -0.017(3) -0.012(3) 0.008(3) O8 0.044(3) 0.049(3) 0.060(3) -0.010(3) -0.012(3) -0.004(2) O9 0.067(4) 0.077(4) 0.033(3) -0.008(3) 0.000(3) 0.005(3) O10 0.050(3) 0.054(3) 0.055(3) 0.002(3) 0.009(3) -0.013(3) C1 0.173(13) 0.029(4) 0.079(7) 0.015(4) 0.064(8) 0.011(6) C2 0.115(10) 0.030(4) 0.141(11) -0.017(5) 0.074(9) -0.016(5) C3 0.060(5) 0.030(4) 0.098(7) -0.023(4) 0.030(5) 0.005(3) C4 0.047(5) 0.079(7) 0.123(10) -0.040(7) -0.009(6) 0.028(5) C5 0.027(3) 0.082(6) 0.064(5) 0.008(5) -0.013(3) 0.009(4) C6 0.051(5) 0.084(7) 0.067(6) -0.007(5) -0.028(5) 0.008(5) C7 0.088(7) 0.065(5) 0.030(4) 0.000(3) -0.016(4) -0.032(5) C8 0.067(5) 0.047(4) 0.035(4) -0.019(3) 0.011(3) -0.014(4) C9 0.054(5) 0.056(5) 0.048(4) -0.011(3) 0.030(4) -0.010(4) C10 0.171(13) 0.041(5) 0.095(8) -0.005(5) 0.088(9) -0.005(6) C11 0.077(6) 0.068(6) 0.048(5) 0.000(4) -0.002(4) 0.027(5) C12 0.050(4) 0.039(4) 0.043(4) -0.005(3) 0.001(3) 0.023(3) C13A 0.015(4) 0.075(7) 0.026(4) -0.011(4) 0.000(3) 0.008(4) C14 0.032(4) 0.061(5) 0.156(12) -0.020(6) -0.036(6) -0.005(4) C15 0.067(7) 0.113(9) 0.079(7) 0.036(7) 0.015(5) 0.045(7) C16 0.050(5) 0.092(7) 0.036(4) -0.030(4) -0.015(3) 0.007(4) C17 0.050(5) 0.073(6) 0.064(6) 0.012(5) -0.006(4) 0.006(4) C18 0.055(5) 0.087(7) 0.062(5) -0.024(5) 0.029(4) -0.008(5) C19 0.052(5) 0.062(5) 0.076(6) -0.020(5) -0.009(4) 0.001(4) C20 0.063(6) 0.045(5) 0.084(7) 0.001(4) 0.006(5) -0.020(4) B1 0.050(4) 0.031(3) 0.028(3) -0.005(3) -0.011(3) 0.009(3) F1 0.101(4) 0.046(3) 0.046(3) -0.001(2) -0.019(3) -0.002(3) F2 0.053(3) 0.041(2) 0.052(2) -0.0031(19) -0.013(2) 0.0068(19) F3 0.165(6) 0.029(2) 0.057(3) -0.004(2) -0.046(4) -0.012(3) F4 0.045(3) 0.171(7) 0.046(3) -0.034(3) -0.001(2) 0.020(3) B2 0.038(4) 0.038(4) 0.032(4) -0.006(3) -0.001(3) -0.001(3) F5 0.066(3) 0.076(3) 0.043(2) -0.014(2) -0.009(2) -0.017(3) F6 0.057(3) 0.101(5) 0.095(4) 0.043(4) -0.026(3) -0.017(3) F7 0.159(8) 0.096(5) 0.105(5) -0.052(4) 0.002(5) 0.056(5) F8 0.105(6) 0.207(9) 0.088(5) 0.040(5) -0.018(4) -0.111(6) B3 0.093(8) 0.049(5) 0.044(5) -0.001(4) -0.017(5) -0.006(5) F9 0.080(4) 0.061(3) 0.048(3) -0.019(2) -0.012(2) 0.002(3) F10 0.150(6) 0.073(4) 0.035(3) -0.001(2) -0.011(3) 0.021(4) F11 0.142(6) 0.059(4) 0.091(5) 0.006(3) -0.018(4) -0.027(4) F12 0.118(6) 0.088(4) 0.079(4) -0.021(3) -0.011(4) 0.034(4) O11 0.048(3) 0.036(2) 0.034(2) 0.0095(19) -0.005(2) -0.001(2) O12 0.135(7) 0.053(4) 0.052(4) -0.025(3) 0.014(4) -0.037(4) _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 Sn1 O3 2.588(5) . ? Sn1 O10 2.621(5) . ? Sn1 O9 2.676(5) . ? Sn1 O4 2.678(5) . ? Sn1 O6 2.726(6) . ? Sn1 O5 2.742(5) . ? Sn1 O7 2.746(6) . ? Sn1 O1 2.752(5) . ? Sn1 O2 2.771(5) . ? Sn1 O8 2.856(5) . ? O1 C10 1.374(12) . ? O1 C1 1.385(10) . ? O2 C2 1.404(12) . ? O2 C3 1.411(9) . ? O3 C5 1.401(10) . ? O3 C4 1.410(11) . ? O4 C6 1.404(10) . ? O4 C7 1.453(10) . ? O5 C8 1.408(8) . ? O5 C9 1.423(9) . ? O6 C11 1.391(10) . ? O6 C20 1.432(10) . ? O7 C13B 1.353(16) . ? O7 C13A 1.385(11) . ? O7 C12 1.421(9) . ? O8 C15 1.346(12) . ? O8 C14 1.400(10) . ? O9 C17 1.363(12) . ? O9 C16 1.436(10) . ? O10 C19 1.350(11) . ? O10 C18 1.434(10) . ? C1 C2 1.354(14) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.404(13) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.486(14) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.455(13) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.422(12) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.528(13) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13A C14 1.531(14) . ? C13A H13A 0.9900 . ? C13A H13B 0.9900 . ? C13B C14 1.584(16) . ? C13B H13C 0.9900 . ? C13B H13D 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C14 H14C 0.9900 . ? C14 H14D 0.9900 . ? C15 C16 1.442(14) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.460(13) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.458(13) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? B1 F3 1.354(9) . ? B1 F4 1.359(11) . ? B1 F2 1.364(8) . ? B1 F1 1.512(8) . ? B2 F5 1.341(8) . ? B2 F7 1.348(10) . ? B2 F8 1.355(10) . ? B2 F6 1.416(9) . ? B3 F12 1.362(14) . ? B3 F10 1.370(11) . ? B3 F11 1.384(13) . ? B3 F9 1.406(11) . ? 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 # C13B O7 C13A 36.7(11) . . ? # C13A C14 C13B 32.1(9) . . ? # H14A C14 H14C 6.0 . . ? # H14B C14 H14D 15.5 . . ? O3 Sn1 O10 64.8(2) . . ? O3 Sn1 O9 86.9(2) . . ? O10 Sn1 O9 62.50(19) . . ? O3 Sn1 O4 62.16(18) . . ? O10 Sn1 O4 81.57(18) . . ? O9 Sn1 O4 140.62(19) . . ? O3 Sn1 O6 110.49(19) . . ? O10 Sn1 O6 61.49(17) . . ? O9 Sn1 O6 103.51(18) . . ? O4 Sn1 O6 69.33(16) . . ? O3 Sn1 O5 117.0(2) . . ? O10 Sn1 O5 128.00(17) . . ? O9 Sn1 O5 155.94(18) . . ? O4 Sn1 O5 61.04(16) . . ? O6 Sn1 O5 71.66(15) . . ? O3 Sn1 O7 165.0(2) . . ? O10 Sn1 O7 100.31(19) . . ? O9 Sn1 O7 84.05(19) . . ? O4 Sn1 O7 119.83(16) . . ? O6 Sn1 O7 60.43(17) . . ? O5 Sn1 O7 73.02(17) . . ? O3 Sn1 O1 91.3(2) . . ? O10 Sn1 O1 155.99(17) . . ? O9 Sn1 O1 121.14(18) . . ? O4 Sn1 O1 85.47(16) . . ? O6 Sn1 O1 131.40(15) . . ? O5 Sn1 O1 59.76(14) . . ? O7 Sn1 O1 103.67(18) . . ? O3 Sn1 O2 59.60(17) . . ? O10 Sn1 O2 105.82(17) . . ? O9 Sn1 O2 69.34(18) . . ? O4 Sn1 O2 109.03(15) . . ? O6 Sn1 O2 167.23(17) . . ? O5 Sn1 O2 119.26(15) . . ? O7 Sn1 O2 127.11(16) . . ? O1 Sn1 O2 59.76(15) . . ? O3 Sn1 O8 127.10(18) . . ? O10 Sn1 O8 121.70(18) . . ? O9 Sn1 O8 61.99(19) . . ? O4 Sn1 O8 156.60(18) . . ? O6 Sn1 O8 117.47(16) . . ? O5 Sn1 O8 98.57(16) . . ? O7 Sn1 O8 57.81(17) . . ? O1 Sn1 O8 73.53(16) . . ? O2 Sn1 O8 69.33(15) . . ? C10 O1 C1 117.9(8) . . ? C10 O1 Sn1 114.4(5) . . ? C1 O1 Sn1 117.2(5) . . ? C2 O2 C3 112.2(7) . . ? C2 O2 Sn1 117.8(5) . . ? C3 O2 Sn1 112.6(4) . . ? C5 O3 C4 115.1(7) . . ? C5 O3 Sn1 117.9(5) . . ? C4 O3 Sn1 125.6(5) . . ? C6 O4 C7 109.5(7) . . ? C6 O4 Sn1 119.3(5) . . ? C7 O4 Sn1 120.5(5) . . ? C8 O5 C9 111.5(6) . . ? C8 O5 Sn1 112.8(4) . . ? C9 O5 Sn1 119.4(4) . . ? C11 O6 C20 114.2(7) . . ? C11 O6 Sn1 116.1(5) . . ? C20 O6 Sn1 110.5(5) . . ? C13B O7 C12 129.0(11) . . ? C13A O7 C12 111.3(7) . . ? C13B O7 Sn1 79.8(12) . . ? C13A O7 Sn1 116.1(6) . . ? C12 O7 Sn1 116.2(4) . . ? C15 O8 C14 115.1(8) . . ? C15 O8 Sn1 105.5(6) . . ? C14 O8 Sn1 119.0(5) . . ? C17 O9 C16 115.9(7) . . ? C17 O9 Sn1 117.2(6) . . ? C16 O9 Sn1 120.3(5) . . ? C19 O10 C18 114.5(7) . . ? C19 O10 Sn1 121.2(5) . . ? C18 O10 Sn1 115.1(5) . . ? C2 C1 O1 117.3(10) . . ? C2 C1 H1A 108.0 . . ? O1 C1 H1A 108.0 . . ? C2 C1 H1B 108.0 . . ? O1 C1 H1B 108.0 . . ? H1A C1 H1B 107.2 . . ? C1 C2 O2 116.3(9) . . ? C1 C2 H2A 108.2 . . ? O2 C2 H2A 108.2 . . ? C1 C2 H2B 108.2 . . ? O2 C2 H2B 108.2 . . ? H2A C2 H2B 107.4 . . ? C4 C3 O2 115.6(7) . . ? C4 C3 H3A 108.4 . . ? O2 C3 H3A 108.4 . . ? C4 C3 H3B 108.4 . . ? O2 C3 H3B 108.4 . . ? H3A C3 H3B 107.4 . . ? C3 C4 O3 112.9(7) . . ? C3 C4 H4A 109.0 . . ? O3 C4 H4A 109.0 . . ? C3 C4 H4B 109.0 . . ? O3 C4 H4B 109.0 . . ? H4A C4 H4B 107.8 . . ? O3 C5 C6 114.1(7) . . ? O3 C5 H5A 108.7 . . ? C6 C5 H5A 108.7 . . ? O3 C5 H5B 108.7 . . ? C6 C5 H5B 108.7 . . ? H5A C5 H5B 107.6 . . ? O4 C6 C5 108.6(7) . . ? O4 C6 H6A 110.0 . . ? C5 C6 H6A 110.0 . . ? O4 C6 H6B 110.0 . . ? C5 C6 H6B 110.0 . . ? H6A C6 H6B 108.3 . . ? O4 C7 C8 109.9(6) . . ? O4 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 . . ? O4 C7 H7B 109.7 . . ? C8 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? O5 C8 C7 112.8(6) . . ? O5 C8 H8A 109.0 . . ? C7 C8 H8A 109.0 . . ? O5 C8 H8B 109.0 . . ? C7 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? C10 C9 O5 113.8(7) . . ? C10 C9 H9A 108.8 . . ? O5 C9 H9A 108.8 . . ? C10 C9 H9B 108.8 . . ? O5 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? O1 C10 C9 114.6(10) . . ? O1 C10 H10A 108.6 . . ? C9 C10 H10A 108.6 . . ? O1 C10 H10B 108.6 . . ? C9 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? O6 C11 C12 109.3(7) . . ? O6 C11 H11A 109.8 . . ? C12 C11 H11A 109.8 . . ? O6 C11 H11B 109.8 . . ? C12 C11 H11B 109.8 . . ? H11A C11 H11B 108.3 . . ? O7 C12 C11 105.1(6) . . ? O7 C12 H12A 110.7 . . ? C11 C12 H12A 110.7 . . ? O7 C12 H12B 110.7 . . ? C11 C12 H12B 110.7 . . ? H12A C12 H12B 108.8 . . ? O7 C13A C14 107.9(7) . . ? O7 C13A H13A 110.1 . . ? C14 C13A H13A 110.1 . . ? O7 C13A H13B 110.1 . . ? C14 C13A H13B 110.1 . . ? H13A C13A H13B 108.4 . . ? O7 C13B C14 106.6(12) . . ? O7 C13B H13C 110.4 . . ? C14 C13B H13C 110.4 . . ? O7 C13B H13D 110.4 . . ? C14 C13B H13D 110.4 . . ? H13C C13B H13D 108.6 . . ? O8 C14 C13A 112.3(7) . . ? O8 C14 C13B 81.2(11) . . ? O8 C14 H14A 109.1 . . ? C13A C14 H14A 109.1 . . ? C13B C14 H14A 114.7 . . ? O8 C14 H14B 109.1 . . ? C13A C14 H14B 109.1 . . ? C13B C14 H14B 129.8 . . ? H14A C14 H14B 107.9 . . ? O8 C14 H14C 115.1 . . ? C13A C14 H14C 106.1 . . ? C13B C14 H14C 115.1 . . ? H14B C14 H14C 104.6 . . ? O8 C14 H14D 115.1 . . ? C13A C14 H14D 93.7 . . ? C13B C14 H14D 115.1 . . ? H14A C14 H14D 116.5 . . ? H14C C14 H14D 112.1 . . ? O8 C15 C16 121.2(11) . . ? O8 C15 H15A 107.0 . . ? C16 C15 H15A 107.0 . . ? O8 C15 H15B 107.0 . . ? C16 C15 H15B 107.0 . . ? H15A C15 H15B 106.8 . . ? O9 C16 C15 107.8(8) . . ? O9 C16 H16A 110.1 . . ? C15 C16 H16A 110.1 . . ? O9 C16 H16B 110.1 . . ? C15 C16 H16B 110.1 . . ? H16A C16 H16B 108.5 . . ? O9 C17 C18 113.0(8) . . ? O9 C17 H17A 109.0 . . ? C18 C17 H17A 109.0 . . ? O9 C17 H17B 109.0 . . ? C18 C17 H17B 109.0 . . ? H17A C17 H17B 107.8 . . ? O10 C18 C17 110.3(8) . . ? O10 C18 H18A 109.6 . . ? C17 C18 H18A 109.6 . . ? O10 C18 H18B 109.6 . . ? C17 C18 H18B 109.6 . . ? H18A C18 H18B 108.1 . . ? O10 C19 C20 112.4(9) . . ? O10 C19 H19A 109.1 . . ? C20 C19 H19A 109.1 . . ? O10 C19 H19B 109.1 . . ? C20 C19 H19B 109.1 . . ? H19A C19 H19B 107.9 . . ? O6 C20 C19 110.1(7) . . ? O6 C20 H20A 109.6 . . ? C19 C20 H20A 109.6 . . ? O6 C20 H20B 109.6 . . ? C19 C20 H20B 109.6 . . ? H20A C20 H20B 108.1 . . ? F3 B1 F4 113.4(7) . . ? F3 B1 F2 110.6(7) . . ? F4 B1 F2 109.4(7) . . ? F3 B1 F1 106.8(6) . . ? F4 B1 F1 109.7(6) . . ? F2 B1 F1 106.7(6) . . ? F5 B2 F7 111.6(7) . . ? F5 B2 F8 113.0(7) . . ? F7 B2 F8 115.6(8) . . ? F5 B2 F6 107.7(6) . . ? F7 B2 F6 103.3(7) . . ? F8 B2 F6 104.6(7) . . ? F12 B3 F10 114.5(10) . . ? F12 B3 F11 109.5(9) . . ? F10 B3 F11 107.9(9) . . ? F12 B3 F9 107.6(8) . . ? F10 B3 F9 109.7(8) . . ? F11 B3 F9 107.5(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 O1 C1 C2 178.1(13) . . . . ? Sn1 O1 C1 C2 35.2(16) . . . . ? O1 C1 C2 O2 -40.8(19) . . . . ? C3 O2 C2 C1 158.9(12) . . . . ? Sn1 O2 C2 C1 25.7(16) . . . . ? C2 O2 C3 C4 -92.5(11) . . . . ? Sn1 O2 C3 C4 43.2(11) . . . . ? O2 C3 C4 O3 -33.5(15) . . . . ? C5 O3 C4 C3 172.1(10) . . . . ? Sn1 O3 C4 C3 5.9(15) . . . . ? C4 O3 C5 C6 -125.3(10) . . . . ? Sn1 O3 C5 C6 42.1(10) . . . . ? C7 O4 C6 C5 177.1(8) . . . . ? Sn1 O4 C6 C5 32.3(10) . . . . ? O3 C5 C6 O4 -47.7(11) . . . . ? C6 O4 C7 C8 -170.7(7) . . . . ? Sn1 O4 C7 C8 -26.3(8) . . . . ? C9 O5 C8 C7 85.2(8) . . . . ? Sn1 O5 C8 C7 -52.3(7) . . . . ? O4 C7 C8 O5 51.8(9) . . . . ? C8 O5 C9 C10 -150.4(10) . . . . ? Sn1 O5 C9 C10 -15.9(12) . . . . ? C1 O1 C10 C9 166.8(10) . . . . ? Sn1 O1 C10 C9 -49.3(14) . . . . ? O5 C9 C10 O1 43.4(15) . . . . ? C20 O6 C11 C12 179.1(7) . . . . ? Sn1 O6 C11 C12 48.8(8) . . . . ? C13B O7 C12 C11 147.7(14) . . . . ? C13A O7 C12 C11 -174.6(7) . . . . ? Sn1 O7 C12 C11 49.4(7) . . . . ? O6 C11 C12 O7 -64.1(8) . . . . ? C13B O7 C13A C14 -68.6(15) . . . . ? C12 O7 C13A C14 164.0(8) . . . . ? Sn1 O7 C13A C14 -59.9(9) . . . . ? C13A O7 C13B C14 63.3(14) . . . . ? C12 O7 C13B C14 135.6(11) . . . . ? Sn1 O7 C13B C14 -108.9(15) . . . . ? C15 O8 C14 C13A -143.4(10) . . . . ? Sn1 O8 C14 C13A -16.7(13) . . . . ? C15 O8 C14 C13B -151.4(10) . . . . ? Sn1 O8 C14 C13B -24.7(10) . . . . ? O7 C13A C14 O8 48.5(13) . . . . ? O7 C13A C14 C13B 63.4(14) . . . . ? O7 C13B C14 O8 100.7(17) . . . . ? O7 C13B C14 C13A -65.4(15) . . . . ? C14 O8 C15 C16 81.1(12) . . . . ? Sn1 O8 C15 C16 -52.3(10) . . . . ? C17 O9 C16 C15 -178.4(8) . . . . ? Sn1 O9 C16 C15 -27.8(10) . . . . ? O8 C15 C16 O9 57.3(12) . . . . ? C16 O9 C17 C18 -174.6(8) . . . . ? Sn1 O9 C17 C18 33.8(10) . . . . ? C19 O10 C18 C17 -100.7(10) . . . . ? Sn1 O10 C18 C17 46.5(10) . . . . ? O9 C17 C18 O10 -53.0(12) . . . . ? C18 O10 C19 C20 174.5(8) . . . . ? Sn1 O10 C19 C20 29.4(10) . . . . ? C11 O6 C20 C19 -81.8(10) . . . . ? Sn1 O6 C20 C19 51.2(9) . . . . ? O10 C19 C20 O6 -54.2(11) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O11 F1 2.520(7) . 2_655 ? O11 F6 2.712(7) . . ? O11 F8 2.671(8) . 3_675 ? O12 F1 2.512(7) . 2_655 ? O12 F9 2.706(9) . . ? O12 F12 2.748(9) . 3_665 ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.677 _refine_diff_density_min -0.964 _refine_diff_density_rms 0.163 _iucr_refine_instruction_details ; Add final .res file here for Acta Cryst publications or if rquired. ; _database_code_depnum_ccdc_archive 'CCDC 949205' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_13paf143ra _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2013-03-04 _chemical_name_systematic ; Ethane-1,2-diol(1,4,10,13-tetraoxa-7,16-dithiacyclooctadecane)Sn(II) bis(tetrafluoroborate) ; # (OH)C2H4(OH) = C2H6O2 # Ethylene glycol (Chemspider) # 1,2-Dihydroxyethane (Chemspider) # Ethane-1,2-diol (ADC IUPAC from Chemspider) # 1,2-Ethanediol (Chemspider) # C12H24O4S2 = [18]aneO4S2 # 1,4,10,13-tetraoxo-7,16-dithia-cyclooctadecane # 1,4,10,13-tetraoxa-7,16-dithiacyclooctadecane (iLab defaults) # 1,4,10,13-tetraoxa-7,16-dithiacyclooctadecane (iLab selected options) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H30 O6 S2 Sn 2+, 2(B F4 1-)' _chemical_formula_sum 'C14 H30 B2 F8 O6 S2 Sn' _chemical_formula_structural '((C12 H24 O4 S2)(C2 H6 O2) Sn) (B F4)2' _chemical_formula_weight 650.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.4182(15) _cell_length_b 15.129(4) _cell_length_c 19.264(7) _cell_angle_alpha 90.00 _cell_angle_beta 100.326(7) _cell_angle_gamma 90.00 _cell_volume 2413.7(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 20064 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.791 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 1.321 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.799 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ;Jacobson, R.A. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, VHF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ Superbright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27195 _diffrn_reflns_av_R_equivalents 0.0590 # _diffrn_reflns_av_sigmaI/netI 0.0509 _diffrn_reflns_av_unetI/netI 0.0509 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5512 _reflns_number_gt 4156 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-III (Farrugia, 1997)' _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. Shelxl-97 refinement details: restraints: DFIX on O-H distances. H atoms on O5 & O6 were identified in the difference map and the coordinates refined. The two H atoms were given a common refined Uiso. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0261P)^2^+1.9561P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom (C-H) difmap (O-H)' # _refine_ls_hydrogen_treatment 'constr (C-H) refxyz (O-H)' # or mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5512 _refine_ls_number_parameters 305 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0551 _refine_ls_R_factor_gt 0.0346 _refine_ls_wR_factor_ref 0.0735 _refine_ls_wR_factor_gt 0.0682 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 Sn1 Sn 0.20236(2) 0.254564(14) 0.412230(10) 0.01169(6) Uani 1 1 d . . . S1 S 0.36823(9) 0.08672(5) 0.46049(4) 0.01493(16) Uani 1 1 d . . . S2 S 0.18780(9) 0.41529(5) 0.32865(4) 0.01640(17) Uani 1 1 d . . . O1 O 0.0589(2) 0.09634(14) 0.34364(11) 0.0149(5) Uani 1 1 d . . . O2 O -0.0700(3) 0.26777(14) 0.30363(11) 0.0180(5) Uani 1 1 d . . . O3 O 0.2850(3) 0.40680(15) 0.49456(11) 0.0192(5) Uani 1 1 d . . . O4 O 0.3117(3) 0.23955(14) 0.55380(11) 0.0176(5) Uani 1 1 d . . . C1 C 0.2485(4) -0.0012(2) 0.41308(17) 0.0179(7) Uani 1 1 d . . . H1A H 0.2947 -0.0165 0.3708 0.021 Uiso 1 1 calc R . . H1B H 0.2569 -0.0542 0.4436 0.021 Uiso 1 1 calc R . . C2 C 0.0723(4) 0.0216(2) 0.39004(17) 0.0175(7) Uani 1 1 d . . . H2A H 0.0140 -0.0295 0.3654 0.021 Uiso 1 1 calc R . . H2B H 0.0234 0.0356 0.4318 0.021 Uiso 1 1 calc R . . C3 C -0.1060(4) 0.1116(2) 0.31041(17) 0.0184(7) Uani 1 1 d . . . H3A H -0.1730 0.1233 0.3467 0.022 Uiso 1 1 calc R . . H3B H -0.1494 0.0587 0.2832 0.022 Uiso 1 1 calc R . . C4 C -0.1113(4) 0.1897(2) 0.26202(17) 0.0195(7) Uani 1 1 d . . . H4A H -0.0340 0.1811 0.2295 0.023 Uiso 1 1 calc R . . H4B H -0.2209 0.1959 0.2335 0.023 Uiso 1 1 calc R . . C5 C -0.0967(4) 0.3466(2) 0.26279(18) 0.0233(8) Uani 1 1 d . . . H5A H -0.2136 0.3549 0.2451 0.028 Uiso 1 1 calc R . . H5B H -0.0409 0.3431 0.2218 0.028 Uiso 1 1 calc R . . C6 C -0.0307(4) 0.4231(2) 0.30994(19) 0.0241(8) Uani 1 1 d . . . H6A H -0.0738 0.4208 0.3545 0.029 Uiso 1 1 calc R . . H6B H -0.0641 0.4798 0.2861 0.029 Uiso 1 1 calc R . . C7 C 0.2468(5) 0.5017(2) 0.39325(18) 0.0245(8) Uani 1 1 d . . . H7A H 0.3651 0.5099 0.3994 0.029 Uiso 1 1 calc R . . H7B H 0.1952 0.5577 0.3746 0.029 Uiso 1 1 calc R . . C8 C 0.2029(5) 0.4840(2) 0.46471(18) 0.0244(8) Uani 1 1 d . . . H8A H 0.2340 0.5353 0.4962 0.029 Uiso 1 1 calc R . . H8B H 0.0847 0.4755 0.4597 0.029 Uiso 1 1 calc R . . C9 C 0.2576(4) 0.3928(2) 0.56520(16) 0.0204(7) Uani 1 1 d . . . H9A H 0.1418 0.3808 0.5646 0.025 Uiso 1 1 calc R . . H9B H 0.2882 0.4465 0.5940 0.025 Uiso 1 1 calc R . . C10 C 0.3567(4) 0.3162(2) 0.59652(17) 0.0230(8) Uani 1 1 d . . . H10A H 0.4728 0.3290 0.5986 0.028 Uiso 1 1 calc R . . H10B H 0.3384 0.3054 0.6452 0.028 Uiso 1 1 calc R . . C11 C 0.3640(4) 0.1594(2) 0.58984(16) 0.0198(7) Uani 1 1 d . . . H11A H 0.3262 0.1571 0.6356 0.024 Uiso 1 1 calc R . . H11B H 0.4834 0.1563 0.5991 0.024 Uiso 1 1 calc R . . C12 C 0.2946(4) 0.0833(2) 0.54380(16) 0.0193(7) Uani 1 1 d . . . H12A H 0.1752 0.0868 0.5347 0.023 Uiso 1 1 calc R . . H12B H 0.3266 0.0268 0.5682 0.023 Uiso 1 1 calc R . . O5 O 0.4763(3) 0.28914(15) 0.42156(11) 0.0151(5) Uani 1 1 d D . . H5 H 0.534(4) 0.286(3) 0.4605(13) 0.030(8) Uiso 1 1 d D . . O6 O 0.2948(3) 0.21809(15) 0.30799(12) 0.0153(5) Uani 1 1 d D . . H6 H 0.286(5) 0.1660(14) 0.2946(19) 0.030(8) Uiso 1 1 d D . . C13 C 0.5619(4) 0.2476(2) 0.37150(16) 0.0176(6) Uani 1 1 d . . . H13A H 0.5874 0.1854 0.3850 0.021 Uiso 1 1 calc R . . H13B H 0.6642 0.2793 0.3700 0.021 Uiso 1 1 calc R . . C14 C 0.4521(3) 0.2521(2) 0.30073(16) 0.0164(6) Uani 1 1 d . . . H14A H 0.4421 0.3140 0.2839 0.020 Uiso 1 1 calc R . . H14B H 0.4974 0.2163 0.2659 0.020 Uiso 1 1 calc R . . B1 B 0.4565(4) 0.0164(3) 0.24003(18) 0.0167(8) Uani 1 1 d . . . B2 B 0.8619(4) 0.2430(3) 0.53055(19) 0.0218(8) Uani 1 1 d . . . F1 F 0.3116(2) 0.06088(12) 0.24684(10) 0.0213(4) Uani 1 1 d . . . F2 F 0.5593(2) 0.07711(13) 0.21693(9) 0.0210(4) Uani 1 1 d . . . F3 F 0.5252(3) -0.01855(18) 0.30363(12) 0.0484(7) Uani 1 1 d . . . F4 F 0.4173(2) -0.04926(13) 0.18931(11) 0.0312(5) Uani 1 1 d . . . F5 F 0.8913(3) 0.16526(14) 0.49702(12) 0.0381(6) Uani 1 1 d . . . F6 F 0.8960(2) 0.31427(14) 0.49064(11) 0.0302(5) Uani 1 1 d . . . F7 F 0.9522(3) 0.24564(19) 0.59740(11) 0.0491(7) Uani 1 1 d . . . F8 F 0.6965(2) 0.24581(17) 0.53607(11) 0.0367(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.01221(10) 0.01035(10) 0.01274(10) 0.00036(9) 0.00281(7) 0.00072(9) S1 0.0155(4) 0.0121(4) 0.0171(4) 0.0034(3) 0.0026(3) 0.0014(3) S2 0.0191(4) 0.0114(4) 0.0197(4) 0.0029(3) 0.0060(3) 0.0022(3) O1 0.0123(10) 0.0140(11) 0.0186(11) 0.0011(9) 0.0030(9) -0.0016(9) O2 0.0206(11) 0.0143(12) 0.0186(11) 0.0032(9) 0.0026(9) 0.0001(9) O3 0.0268(12) 0.0144(12) 0.0183(11) -0.0002(9) 0.0091(10) 0.0008(10) O4 0.0249(12) 0.0124(12) 0.0136(10) -0.0010(9) -0.0016(9) 0.0017(9) C1 0.0224(17) 0.0113(16) 0.0211(17) 0.0020(13) 0.0073(14) 0.0026(13) C2 0.0199(17) 0.0153(17) 0.0183(16) -0.0006(13) 0.0065(13) -0.0015(13) C3 0.0106(15) 0.0183(17) 0.0253(17) -0.0047(13) 0.0006(13) -0.0012(13) C4 0.0138(16) 0.0259(19) 0.0167(16) -0.0043(14) -0.0028(13) -0.0007(14) C5 0.0191(17) 0.025(2) 0.0237(18) 0.0091(15) -0.0006(14) 0.0048(15) C6 0.0203(17) 0.0164(18) 0.035(2) 0.0044(15) 0.0045(15) 0.0050(14) C7 0.037(2) 0.0113(17) 0.0275(19) 0.0003(14) 0.0115(16) 0.0002(15) C8 0.036(2) 0.0133(17) 0.0251(18) -0.0039(14) 0.0086(16) 0.0022(15) C9 0.0273(18) 0.0206(18) 0.0136(15) -0.0045(13) 0.0040(13) -0.0003(14) C10 0.0307(19) 0.0191(18) 0.0179(17) -0.0028(13) 0.0015(14) -0.0037(15) C11 0.0254(18) 0.0183(18) 0.0140(16) 0.0056(13) -0.0006(13) 0.0034(14) C12 0.0300(18) 0.0144(17) 0.0141(16) 0.0052(12) 0.0055(14) 0.0011(14) O5 0.0132(11) 0.0175(12) 0.0145(11) -0.0039(9) 0.0020(9) -0.0022(9) O6 0.0171(11) 0.0092(11) 0.0202(12) -0.0013(9) 0.0052(9) -0.0016(9) C13 0.0159(14) 0.0162(16) 0.0224(16) -0.0030(14) 0.0080(12) 0.0015(14) C14 0.0180(15) 0.0140(15) 0.0192(15) -0.0014(14) 0.0089(12) -0.0024(14) B1 0.0155(18) 0.019(2) 0.0148(18) 0.0022(14) 0.0000(14) 0.0008(14) B2 0.0177(17) 0.030(2) 0.0181(17) 0.0038(17) 0.0040(14) 0.0019(18) F1 0.0167(9) 0.0183(10) 0.0309(11) -0.0096(8) 0.0096(8) -0.0017(8) F2 0.0167(9) 0.0212(11) 0.0258(10) 0.0014(8) 0.0056(8) -0.0013(8) F3 0.0415(14) 0.0720(19) 0.0309(13) 0.0303(13) 0.0041(11) 0.0121(13) F4 0.0285(11) 0.0176(11) 0.0478(13) -0.0101(9) 0.0076(10) 0.0022(9) F5 0.0468(14) 0.0188(12) 0.0526(14) 0.0023(10) 0.0197(12) 0.0012(10) F6 0.0311(12) 0.0215(12) 0.0382(12) 0.0020(9) 0.0066(10) -0.0005(9) F7 0.0273(12) 0.098(2) 0.0202(11) 0.0031(13) -0.0005(9) -0.0079(14) F8 0.0170(10) 0.0649(17) 0.0279(11) 0.0029(11) 0.0030(8) 0.0026(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 Sn1 O5 2.340(2) . ? Sn1 O6 2.346(2) . ? Sn1 O4 2.727(2) . ? Sn1 O3 2.812(2) . ? Sn1 O2 2.820(2) . ? Sn1 O1 2.892(2) . ? Sn1 S2 2.9068(10) . ? Sn1 S1 2.9659(9) . ? S1 C1 1.813(3) . ? S1 C12 1.822(3) . ? S2 C7 1.811(4) . ? S2 C6 1.814(3) . ? O1 C2 1.434(4) . ? O1 C3 1.439(3) . ? O2 C5 1.424(4) . ? O2 C4 1.435(4) . ? O3 C8 1.426(4) . ? O3 C9 1.436(4) . ? O4 C11 1.427(4) . ? O4 C10 1.433(4) . ? C1 C2 1.510(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.500(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.513(5) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.512(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.492(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.506(5) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? O5 C13 1.447(4) . ? O5 H5 0.819(18) . ? O6 C14 1.451(3) . ? O6 H6 0.828(18) . ? C13 C14 1.505(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? B1 F3 1.364(4) . ? B1 F2 1.389(4) . ? B1 F4 1.391(4) . ? B1 F1 1.419(4) . ? B2 F7 1.374(4) . ? B2 F6 1.384(4) . ? B2 F5 1.385(5) . ? B2 F8 1.416(4) . ? 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 O5 Sn1 O6 69.20(7) . . ? O5 Sn1 O4 77.91(7) . . ? O6 Sn1 O4 137.08(7) . . ? O5 Sn1 O3 68.46(7) . . ? O6 Sn1 O3 126.09(7) . . ? O4 Sn1 O3 59.94(7) . . ? O5 Sn1 O2 134.43(7) . . ? O6 Sn1 O2 74.44(7) . . ? O4 Sn1 O2 146.26(6) . . ? O3 Sn1 O2 116.52(6) . . ? O5 Sn1 O1 123.04(7) . . ? O6 Sn1 O1 65.76(7) . . ? O4 Sn1 O1 115.24(6) . . ? O3 Sn1 O1 167.55(6) . . ? O2 Sn1 O1 60.15(6) . . ? O5 Sn1 S2 78.38(6) . . ? O6 Sn1 S2 73.15(6) . . ? O4 Sn1 S2 126.64(5) . . ? O3 Sn1 S2 66.98(5) . . ? O2 Sn1 S2 65.28(5) . . ? O1 Sn1 S2 117.82(5) . . ? O5 Sn1 S1 76.42(6) . . ? O6 Sn1 S1 81.79(6) . . ? O4 Sn1 S1 63.88(5) . . ? O3 Sn1 S1 117.99(5) . . ? O2 Sn1 S1 124.59(5) . . ? O1 Sn1 S1 64.47(5) . . ? S2 Sn1 S1 149.38(2) . . ? C1 S1 C12 100.17(15) . . ? C1 S1 Sn1 106.39(11) . . ? C12 S1 Sn1 94.88(11) . . ? C7 S2 C6 103.49(17) . . ? C7 S2 Sn1 104.11(11) . . ? C6 S2 Sn1 96.02(12) . . ? C2 O1 C3 111.5(2) . . ? C2 O1 Sn1 112.86(17) . . ? C3 O1 Sn1 111.15(17) . . ? C5 O2 C4 112.5(2) . . ? C5 O2 Sn1 119.73(18) . . ? C4 O2 Sn1 116.08(17) . . ? C8 O3 C9 110.7(2) . . ? C8 O3 Sn1 113.00(18) . . ? C9 O3 Sn1 110.39(18) . . ? C11 O4 C10 112.4(2) . . ? C11 O4 Sn1 125.23(17) . . ? C10 O4 Sn1 120.94(18) . . ? C2 C1 S1 114.1(2) . . ? C2 C1 H1A 108.7 . . ? S1 C1 H1A 108.7 . . ? C2 C1 H1B 108.7 . . ? S1 C1 H1B 108.7 . . ? H1A C1 H1B 107.6 . . ? O1 C2 C1 109.1(2) . . ? O1 C2 H2A 109.9 . . ? C1 C2 H2A 109.9 . . ? O1 C2 H2B 109.9 . . ? C1 C2 H2B 109.9 . . ? H2A C2 H2B 108.3 . . ? O1 C3 C4 108.8(2) . . ? O1 C3 H3A 109.9 . . ? C4 C3 H3A 109.9 . . ? O1 C3 H3B 109.9 . . ? C4 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? O2 C4 C3 108.9(2) . . ? O2 C4 H4A 109.9 . . ? C3 C4 H4A 109.9 . . ? O2 C4 H4B 109.9 . . ? C3 C4 H4B 109.9 . . ? H4A C4 H4B 108.3 . . ? O2 C5 C6 107.7(3) . . ? O2 C5 H5A 110.2 . . ? C6 C5 H5A 110.2 . . ? O2 C5 H5B 110.2 . . ? C6 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? C5 C6 S2 108.6(2) . . ? C5 C6 H6A 110.0 . . ? S2 C6 H6A 110.0 . . ? C5 C6 H6B 110.0 . . ? S2 C6 H6B 110.0 . . ? H6A C6 H6B 108.3 . . ? C8 C7 S2 114.6(2) . . ? C8 C7 H7A 108.6 . . ? S2 C7 H7A 108.6 . . ? C8 C7 H7B 108.6 . . ? S2 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? O3 C8 C7 109.4(3) . . ? O3 C8 H8A 109.8 . . ? C7 C8 H8A 109.8 . . ? O3 C8 H8B 109.8 . . ? C7 C8 H8B 109.8 . . ? H8A C8 H8B 108.2 . . ? O3 C9 C10 108.9(3) . . ? O3 C9 H9A 109.9 . . ? C10 C9 H9A 109.9 . . ? O3 C9 H9B 109.9 . . ? C10 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? O4 C10 C9 109.0(3) . . ? O4 C10 H10A 109.9 . . ? C9 C10 H10A 109.9 . . ? O4 C10 H10B 109.9 . . ? C9 C10 H10B 109.9 . . ? H10A C10 H10B 108.3 . . ? O4 C11 C12 108.0(2) . . ? O4 C11 H11A 110.1 . . ? C12 C11 H11A 110.1 . . ? O4 C11 H11B 110.1 . . ? C12 C11 H11B 110.1 . . ? H11A C11 H11B 108.4 . . ? C11 C12 S1 109.8(2) . . ? C11 C12 H12A 109.7 . . ? S1 C12 H12A 109.7 . . ? C11 C12 H12B 109.7 . . ? S1 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? C13 O5 Sn1 116.99(17) . . ? C13 O5 H5 107(3) . . ? Sn1 O5 H5 118(3) . . ? C14 O6 Sn1 116.61(17) . . ? C14 O6 H6 110(3) . . ? Sn1 O6 H6 118(3) . . ? O5 C13 C14 106.6(2) . . ? O5 C13 H13A 110.4 . . ? C14 C13 H13A 110.4 . . ? O5 C13 H13B 110.4 . . ? C14 C13 H13B 110.4 . . ? H13A C13 H13B 108.6 . . ? O6 C14 C13 108.7(2) . . ? O6 C14 H14A 110.0 . . ? C13 C14 H14A 110.0 . . ? O6 C14 H14B 110.0 . . ? C13 C14 H14B 110.0 . . ? H14A C14 H14B 108.3 . . ? F3 B1 F2 110.8(3) . . ? F3 B1 F4 111.3(3) . . ? F2 B1 F4 109.3(3) . . ? F3 B1 F1 109.5(3) . . ? F2 B1 F1 108.1(3) . . ? F4 B1 F1 107.7(3) . . ? F7 B2 F6 111.3(3) . . ? F7 B2 F5 110.3(3) . . ? F6 B2 F5 109.3(3) . . ? F7 B2 F8 108.4(3) . . ? F6 B2 F8 108.9(3) . . ? F5 B2 F8 108.7(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C12 S1 C1 C2 72.0(3) . . . . ? Sn1 S1 C1 C2 -26.3(2) . . . . ? C3 O1 C2 C1 170.0(2) . . . . ? Sn1 O1 C2 C1 -64.1(3) . . . . ? S1 C1 C2 O1 60.6(3) . . . . ? C2 O1 C3 C4 -179.3(2) . . . . ? Sn1 O1 C3 C4 53.9(3) . . . . ? C5 O2 C4 C3 -170.7(3) . . . . ? Sn1 O2 C4 C3 46.1(3) . . . . ? O1 C3 C4 O2 -67.8(3) . . . . ? C4 O2 C5 C6 -173.4(3) . . . . ? Sn1 O2 C5 C6 -31.7(3) . . . . ? O2 C5 C6 S2 69.6(3) . . . . ? C7 S2 C6 C5 -173.3(2) . . . . ? Sn1 S2 C6 C5 -67.2(2) . . . . ? C6 S2 C7 C8 69.5(3) . . . . ? Sn1 S2 C7 C8 -30.4(3) . . . . ? C9 O3 C8 C7 174.7(3) . . . . ? Sn1 O3 C8 C7 -60.9(3) . . . . ? S2 C7 C8 O3 62.3(4) . . . . ? C8 O3 C9 C10 -175.2(3) . . . . ? Sn1 O3 C9 C10 58.9(3) . . . . ? C11 O4 C10 C9 -162.8(3) . . . . ? Sn1 O4 C10 C9 30.2(3) . . . . ? O3 C9 C10 O4 -59.1(3) . . . . ? C10 O4 C11 C12 173.6(3) . . . . ? Sn1 O4 C11 C12 -20.1(3) . . . . ? O4 C11 C12 S1 61.0(3) . . . . ? C1 S1 C12 C11 -173.2(2) . . . . ? Sn1 S1 C12 C11 -65.5(2) . . . . ? O5 C13 C14 O6 -50.7(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H5 F8 0.819(18) 1.91(2) 2.695(3) 161(4) . O6 H6 F1 0.828(18) 1.87(2) 2.669(3) 162(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 0.764 _refine_diff_density_min -0.526 _refine_diff_density_rms 0.106 _iucr_refine_instruction_details ; Add final .res file here for Acta Cryst publications or if required. ; _database_code_depnum_ccdc_archive 'CCDC 949206' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_13paf142ra _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 20013-04-04 _chemical_name_systematic ; Fluorido(1,4,7,10,13,16-hexaoxacyclooctadecane)tin(II) hexafluorophosphate ; # C12H24O6 = 18-crown-6 # 1,4,7,10,13,16-hexaoxacyclooctadecane (Chemspider) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H24 F O6 Sn 1+, F6 P 1-' _chemical_formula_sum 'C12 H24 F7 O6 P Sn' _chemical_formula_weight 546.97 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' O O 0.0106 0.0060 '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' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P m c 21' _space_group_IT_number 26 _space_group_name_Hall 'P 2c -2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, z+1/2' '-x, y, z' _cell_length_a 10.676(4) _cell_length_b 10.498(4) _cell_length_c 8.533(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 956.4(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8188 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.899 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 1.512 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.821 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ;Jacobson, R.A. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, VHF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ Superbright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8582 _diffrn_reflns_av_R_equivalents 0.0460 # _diffrn_reflns_av_sigmaI/netI 0.0483 _diffrn_reflns_av_unetI/netI 0.0483 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.46 _reflns_number_total 2302 _reflns_number_gt 2099 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-III (Farrugia, 1997)' _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. Shelxl-97 refinement details: TWIN/BASF used in the refinement. The two highest Q-peaks (2.21, 1.98) were < 1 Angstrom away from Sn1. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0532P)^2^+0.1804P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.64(4) _chemical_absolute_configuration ad _refine_ls_number_reflns 2302 _refine_ls_number_parameters 137 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0432 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.0895 _refine_ls_wR_factor_gt 0.0870 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.0000 0.67987(3) 0.28137(3) 0.01702(12) Uani 1 2 d S . . O1 O 0.0000 0.4481(4) 0.1751(5) 0.0202(9) Uani 1 2 d S . . O2 O 0.2166(3) 0.5773(3) 0.2188(4) 0.0195(7) Uani 1 1 d . . . O3 O 0.2092(2) 0.8295(2) 0.2869(9) 0.0214(6) Uani 1 1 d . . . O4 O 0.0000 0.9372(5) 0.4210(6) 0.0260(11) Uani 1 2 d S . . C1 C 0.1116(5) 0.3769(5) 0.2080(6) 0.0242(10) Uani 1 1 d . . . H1A H 0.1082 0.2920 0.1578 0.029 Uiso 1 1 calc R . . H1B H 0.1226 0.3656 0.3223 0.029 Uiso 1 1 calc R . . C2 C 0.2169(5) 0.4552(4) 0.1406(5) 0.0222(10) Uani 1 1 d . . . H2A H 0.2980 0.4116 0.1576 0.027 Uiso 1 1 calc R . . H2B H 0.2047 0.4668 0.0265 0.027 Uiso 1 1 calc R . . C3 C 0.3062(5) 0.6629(5) 0.1492(6) 0.0248(11) Uani 1 1 d . . . H3A H 0.2731 0.6976 0.0496 0.030 Uiso 1 1 calc R . . H3B H 0.3855 0.6175 0.1271 0.030 Uiso 1 1 calc R . . C4 C 0.3278(4) 0.7673(5) 0.2632(8) 0.0244(11) Uani 1 1 d . . . H4A H 0.3596 0.7325 0.3635 0.029 Uiso 1 1 calc R . . H4B H 0.3901 0.8283 0.2216 0.029 Uiso 1 1 calc R . . C5 C 0.2212(5) 0.9253(5) 0.4097(7) 0.0273(11) Uani 1 1 d . . . H5A H 0.2995 0.9745 0.3956 0.033 Uiso 1 1 calc R . . H5B H 0.2232 0.8842 0.5140 0.033 Uiso 1 1 calc R . . C6 C 0.1103(5) 1.0110(5) 0.3966(6) 0.0297(11) Uani 1 1 d . . . H6A H 0.1155 1.0795 0.4761 0.036 Uiso 1 1 calc R . . H6B H 0.1080 1.0508 0.2915 0.036 Uiso 1 1 calc R . . F6 F 0.0000 0.7235(4) 0.0596(4) 0.0252(9) Uani 1 2 d S . . P1 P 0.5000 0.20123(12) 0.2729(5) 0.0152(3) Uani 1 2 d S . . F1 F 0.3496(2) 0.2019(2) 0.2750(7) 0.0260(6) Uani 1 1 d . . . F2 F 0.5000 0.1518(5) 0.4516(5) 0.0365(11) Uani 1 2 d S . . F3 F 0.5000 0.0597(4) 0.2114(6) 0.0424(12) Uani 1 2 d S . . F4 F 0.5000 0.2547(6) 0.0988(5) 0.0412(12) Uani 1 2 d S . . F5 F 0.5000 0.3457(4) 0.3373(6) 0.0343(11) Uani 1 2 d S . . 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 Sn1 0.01525(18) 0.02017(19) 0.01563(17) 0.0034(3) 0.000 0.000 O1 0.020(2) 0.017(2) 0.024(2) 0.0047(19) 0.000 0.000 O2 0.0162(16) 0.0199(15) 0.0224(14) 0.0005(13) 0.0022(13) 0.0002(12) O3 0.0143(12) 0.0223(13) 0.0277(15) 0.004(2) 0.001(3) -0.0027(10) O4 0.027(3) 0.019(2) 0.032(3) -0.001(2) 0.000 0.000 C1 0.027(3) 0.021(2) 0.026(2) -0.002(2) -0.002(2) 0.009(2) C2 0.020(2) 0.023(2) 0.024(2) -0.002(2) -0.0009(18) 0.0104(19) C3 0.017(2) 0.030(3) 0.028(3) 0.002(2) 0.007(2) 0.0001(19) C4 0.0094(17) 0.031(2) 0.033(3) 0.006(3) 0.001(2) -0.0021(15) C5 0.028(3) 0.021(2) 0.033(3) -0.005(2) 0.005(2) -0.011(2) C6 0.036(3) 0.021(2) 0.032(3) -0.008(2) 0.005(2) -0.007(2) F6 0.025(2) 0.031(2) 0.0192(19) 0.0068(18) 0.000 0.000 P1 0.0160(6) 0.0143(6) 0.0154(8) 0.0014(12) 0.000 0.000 F1 0.0144(11) 0.0250(12) 0.0386(14) 0.000(2) -0.006(2) 0.0003(8) F2 0.039(3) 0.051(3) 0.020(2) 0.015(2) 0.000 0.000 F3 0.031(2) 0.021(2) 0.075(3) -0.023(2) 0.000 0.000 F4 0.040(3) 0.062(4) 0.021(2) 0.012(2) 0.000 0.000 F5 0.031(2) 0.023(2) 0.049(3) -0.0129(19) 0.000 0.000 _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 Sn1 F6 1.947(4) . ? Sn1 O1 2.597(5) . ? Sn1 O2 2.606(3) . ? Sn1 O3 2.731(3) . ? Sn1 O4 2.953(5) . ? O1 C1 1.434(5) 4 ? O1 C1 1.434(5) . ? O2 C3 1.440(6) . ? O2 C2 1.445(6) . ? O3 C4 1.439(5) . ? O3 C5 1.458(8) . ? O4 C6 1.424(6) . ? O4 C6 1.424(6) 4 ? C1 C2 1.506(7) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.483(8) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.491(8) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? P1 F3 1.575(4) . ? P1 F4 1.589(6) . ? P1 F1 1.606(3) 4_655 ? P1 F1 1.606(3) . ? P1 F2 1.610(6) . ? P1 F5 1.613(4) . ? 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 Sn1 O1 83.16(17) . . ? F6 Sn1 O2 84.15(10) . . ? O1 Sn1 O2 62.69(7) . . ? F6 Sn1 O3 83.20(17) . . ? O1 Sn1 O3 123.03(9) . . ? O2 Sn1 O3 61.03(10) . . ? F6 Sn1 O4 100.21(16) . . ? O1 Sn1 O4 176.63(14) . . ? O2 Sn1 O4 117.44(7) . . ? O3 Sn1 O4 57.77(10) . . ? C1 O1 C1 112.4(5) 4 . ? C1 O1 Sn1 114.8(3) 4 . ? C1 O1 Sn1 114.8(3) . . ? C3 O2 C2 111.2(3) . . ? C3 O2 Sn1 114.6(3) . . ? C2 O2 Sn1 117.6(3) . . ? C4 O3 C5 109.7(4) . . ? C4 O3 Sn1 117.1(2) . . ? C5 O3 Sn1 118.8(3) . . ? C6 O4 C6 111.5(6) . 4 ? C6 O4 Sn1 116.0(3) . . ? C6 O4 Sn1 116.0(3) 4 . ? O1 C1 C2 105.2(4) . . ? O1 C1 H1A 110.7 . . ? C2 C1 H1A 110.7 . . ? O1 C1 H1B 110.7 . . ? C2 C1 H1B 110.7 . . ? H1A C1 H1B 108.8 . . ? O2 C2 C1 107.8(4) . . ? O2 C2 H2A 110.1 . . ? C1 C2 H2A 110.1 . . ? O2 C2 H2B 110.1 . . ? C1 C2 H2B 110.1 . . ? H2A C2 H2B 108.5 . . ? O2 C3 C4 107.1(4) . . ? O2 C3 H3A 110.3 . . ? C4 C3 H3A 110.3 . . ? O2 C3 H3B 110.3 . . ? C4 C3 H3B 110.3 . . ? H3A C3 H3B 108.5 . . ? O3 C4 C3 106.9(4) . . ? O3 C4 H4A 110.3 . . ? C3 C4 H4A 110.3 . . ? O3 C4 H4B 110.3 . . ? C3 C4 H4B 110.3 . . ? H4A C4 H4B 108.6 . . ? O3 C5 C6 107.0(4) . . ? O3 C5 H5A 110.3 . . ? C6 C5 H5A 110.3 . . ? O3 C5 H5B 110.3 . . ? C6 C5 H5B 110.3 . . ? H5A C5 H5B 108.6 . . ? O4 C6 C5 108.5(4) . . ? O4 C6 H6A 110.0 . . ? C5 C6 H6A 110.0 . . ? O4 C6 H6B 110.0 . . ? C5 C6 H6B 110.0 . . ? H6A C6 H6B 108.4 . . ? F3 P1 F4 91.2(4) . . ? F3 P1 F1 90.46(14) . 4_655 ? F4 P1 F1 90.5(3) . 4_655 ? F3 P1 F1 90.46(14) . . ? F4 P1 F1 90.5(3) . . ? F1 P1 F1 178.6(6) 4_655 . ? F3 P1 F2 90.6(3) . . ? F4 P1 F2 178.1(3) . . ? F1 P1 F2 89.5(3) 4_655 . ? F1 P1 F2 89.5(3) . . ? F3 P1 F5 179.5(4) . . ? F4 P1 F5 89.2(3) . . ? F1 P1 F5 89.54(14) 4_655 . ? F1 P1 F5 89.54(14) . . ? F2 P1 F5 88.9(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 O1 C1 C2 170.1(3) 4 . . . ? Sn1 O1 C1 C2 -56.2(4) . . . . ? C3 O2 C2 C1 -173.8(4) . . . . ? Sn1 O2 C2 C1 -38.9(4) . . . . ? O1 C1 C2 O2 60.4(5) . . . . ? C2 O2 C3 C4 -162.8(4) . . . . ? Sn1 O2 C3 C4 60.8(4) . . . . ? C5 O3 C4 C3 174.4(5) . . . . ? Sn1 O3 C4 C3 35.2(7) . . . . ? O2 C3 C4 O3 -60.9(6) . . . . ? C4 O3 C5 C6 163.6(5) . . . . ? Sn1 O3 C5 C6 -58.0(5) . . . . ? C6 O4 C6 C5 -174.9(3) 4 . . . ? Sn1 O4 C6 C5 -39.2(5) . . . . ? O3 C5 C6 O4 61.3(5) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.206 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.132 _iucr_refine_instruction_details ; Add final .res file here for Acta Cryst publications of if required. ; _database_code_depnum_ccdc_archive 'CCDC 949207' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_13paf148ra _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2013-03-18 _chemical_name_systematic ; Bis(diaqua(1,4,10,13-tetraoxa-7,16-dithiacyclooctadecane)tin(II)) tris-hexafluorophosphate fluoride ; # C12H24O4S2 = [18]aneO4S2 # 1,4,10,13-tetraoxo-7,16-dithia-cyclooctadecane # 1,4,10,13-tetraoxa-7,16-dithiacyclooctadecane (iLab defaults) # 1,4,10,13-tetraoxa-7,16-dithiacyclooctadecane (iLab selected options) # 1,10-dithia-18-crown-6 (see: I-H. Park et al., Dalton Trans., 2010,39,9696). _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C12 H28 O6 S2 Sn 2+)2, (F6 P 1-)3, F 1- ' _chemical_formula_sum 'C24 H56 F19 O12 P3 S4 Sn2' _chemical_formula_weight 1356.22 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' O O 0.0106 0.0060 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'P 4/n c c' _space_group_IT_number 130 _space_group_name_Hall '-P 4a 2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y+1/2, x, z' 'y, -x+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' 'y+1/2, x+1/2, -z+1/2' '-y, -x, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y-1/2, -x, -z' '-y, x-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' '-y-1/2, -x-1/2, z-1/2' 'y, x, z-1/2' _cell_length_a 17.656(3) _cell_length_b 17.656(3) _cell_length_c 15.5791(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4856.5(12) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 24012 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.855 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2704 _exptl_absorpt_coefficient_mu 1.421 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.806 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ;Jacobson, R.A. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, VHF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ Superbright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 54421 _diffrn_reflns_av_R_equivalents 0.0551 # _diffrn_reflns_av_sigmaI/netI 0.0206 _diffrn_reflns_av_unetI/netI 0.0206 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2785 _reflns_number_gt 2219 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-III (Farrugia, 1997)' _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. Shelxl-97 refinement details: F7 & F8 were given a common refined isotropic displacement parameter. The sof's of F7 & F8 were refined to provide charge balance. H atoms on the O3 water were not located. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0764P)^2^+9.7903P] 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 # H not found on H2O _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2785 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0593 _refine_ls_R_factor_gt 0.0470 _refine_ls_wR_factor_ref 0.1350 _refine_ls_wR_factor_gt 0.1283 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 Sn1 Sn 0.594329(15) 0.094329(15) 0.7500 0.02372(16) Uani 1 2 d S . . S1 S 0.55189(6) 0.19634(6) 0.89449(7) 0.0305(3) Uani 1 1 d . . . O1 O 0.59495(17) 0.02470(18) 0.91385(18) 0.0307(7) Uani 1 1 d . . . O2 O 0.68555(18) -0.03579(17) 0.7783(2) 0.0315(6) Uani 1 1 d . . . O3 O 0.70851(18) 0.12188(19) 0.8111(2) 0.0370(7) Uani 1 1 d . . . C1 C 0.5186(3) 0.1237(3) 0.9675(3) 0.0431(12) Uani 1 1 d . . . H1A H 0.5002 0.1475 1.0211 0.052 Uiso 1 1 calc R . . H1B H 0.4759 0.0960 0.9410 0.052 Uiso 1 1 calc R . . C2 C 0.5813(4) 0.0693(3) 0.9879(3) 0.0461(14) Uani 1 1 d . . . H2A H 0.6277 0.0974 1.0040 0.055 Uiso 1 1 calc R . . H2B H 0.5665 0.0365 1.0366 0.055 Uiso 1 1 calc R . . C3 C 0.6551(3) -0.0282(3) 0.9264(3) 0.0395(11) Uani 1 1 d . . . H3A H 0.6455 -0.0586 0.9787 0.047 Uiso 1 1 calc R . . H3B H 0.7035 -0.0007 0.9342 0.047 Uiso 1 1 calc R . . C4 C 0.6603(3) -0.0788(3) 0.8505(3) 0.0387(11) Uani 1 1 d . . . H4A H 0.6963 -0.1205 0.8622 0.046 Uiso 1 1 calc R . . H4B H 0.6100 -0.1012 0.8382 0.046 Uiso 1 1 calc R . . C5 C 0.6943(3) -0.0811(2) 0.7040(3) 0.0354(10) Uani 1 1 d . . . H5A H 0.6440 -0.0949 0.6806 0.043 Uiso 1 1 calc R . . H5B H 0.7216 -0.1284 0.7185 0.043 Uiso 1 1 calc R . . C6 C 0.7385(3) -0.0365(3) 0.6380(3) 0.0374(11) Uani 1 1 d . . . H6A H 0.7453 -0.0685 0.5864 0.045 Uiso 1 1 calc R . . H6B H 0.7895 -0.0259 0.6616 0.045 Uiso 1 1 calc R . . P1 P 0.2500 0.2500 0.48794(16) 0.0288(5) Uani 1 4 d S . . P2 P 0.41734(7) -0.08266(7) 0.7500 0.0282(3) Uani 1 2 d S . . F1 F 0.2500 0.2500 0.3842(4) 0.0456(14) Uani 1 4 d S . . F2 F 0.32246(16) 0.30377(17) 0.4877(2) 0.0493(8) Uani 1 1 d . . . F3 F 0.2500 0.2500 0.5914(4) 0.0366(12) Uani 1 4 d S . . F4 F 0.43468(17) -0.01010(16) 0.80749(17) 0.0428(7) Uani 1 1 d . . . F5 F 0.36546(18) -0.03199(18) 0.68819(18) 0.0489(7) Uani 1 1 d . . . F6 F 0.34532(16) -0.10183(16) 0.80826(19) 0.0429(7) Uani 1 1 d . . . F7 F 0.7500 0.2500 0.7500 0.077(3) Uiso 0.607(14) 4 d SP . . F8 F 0.7500 0.2500 1.0000 0.077(3) Uiso 0.393(14) 4 d SP . . 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 Sn1 0.02559(18) 0.02559(18) 0.0200(2) -0.00205(10) 0.00205(10) 0.00015(14) S1 0.0394(6) 0.0277(5) 0.0246(5) -0.0027(4) 0.0079(4) -0.0043(4) O1 0.0414(17) 0.0335(16) 0.0173(14) 0.0028(12) -0.0049(12) 0.0020(13) O2 0.0365(16) 0.0264(15) 0.0317(15) 0.0015(13) -0.0005(13) 0.0017(13) O3 0.0337(17) 0.0408(18) 0.0365(17) -0.0115(14) 0.0013(14) -0.0061(14) C1 0.068(3) 0.035(2) 0.027(2) -0.0029(19) 0.021(2) -0.003(2) C2 0.085(4) 0.037(3) 0.017(2) -0.0005(19) 0.002(2) -0.010(3) C3 0.047(3) 0.044(3) 0.028(2) 0.017(2) -0.013(2) 0.004(2) C4 0.042(3) 0.030(2) 0.045(3) 0.013(2) -0.003(2) 0.004(2) C5 0.033(2) 0.026(2) 0.048(3) -0.0116(19) 0.004(2) 0.0034(18) C6 0.032(2) 0.032(2) 0.048(3) -0.018(2) 0.010(2) -0.0023(19) P1 0.0211(6) 0.0211(6) 0.0442(13) 0.000 0.000 0.000 P2 0.0313(5) 0.0313(5) 0.0221(7) -0.0020(4) 0.0020(4) -0.0024(6) F1 0.047(2) 0.047(2) 0.043(3) 0.000 0.000 0.000 F2 0.0338(14) 0.0499(17) 0.064(2) -0.0314(15) 0.0256(13) -0.0216(13) F3 0.0325(16) 0.0325(16) 0.045(3) 0.000 0.000 0.000 F4 0.0521(17) 0.0442(16) 0.0321(14) -0.0112(12) 0.0022(13) -0.0101(14) F5 0.0582(18) 0.0500(17) 0.0383(15) 0.0021(13) -0.0127(14) 0.0078(15) F6 0.0378(15) 0.0485(17) 0.0424(16) -0.0083(13) 0.0145(13) -0.0051(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 O3 2.282(3) . ? Sn1 O3 2.282(3) 7_546 ? Sn1 O1 2.833(3) . ? Sn1 O2 2.840(3) . ? Sn1 S1 2.9787(10) . ? S1 C6 1.802(5) 7_546 ? S1 C1 1.811(5) . ? O1 C2 1.418(6) . ? O1 C3 1.428(6) . ? O2 C5 1.417(5) . ? O2 C4 1.428(6) . ? C1 C2 1.499(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.485(7) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.513(7) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 S1 1.802(5) 7_546 ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? P1 F2 1.593(3) 2 ? P1 F2 1.593(3) . ? P1 F2 1.593(3) 4 ? P1 F2 1.593(3) 3 ? P1 F3 1.612(6) . ? P1 F1 1.616(6) . ? P2 F4 1.593(3) . ? P2 F4 1.593(3) 7_546 ? P2 F6 1.599(3) 7_546 ? P2 F6 1.599(3) . ? P2 F5 1.602(3) 7_546 ? P2 F5 1.602(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Sn1 O3 78.32(18) . 7_546 ? O3 Sn1 O1 73.33(10) . . ? O3 Sn1 O1 139.33(10) 7_546 . ? O3 Sn1 O2 66.83(11) . . ? O3 Sn1 O2 131.19(10) 7_546 . ? O1 Sn1 O2 60.45(9) . . ? O3 Sn1 S1 77.17(8) . . ? O3 Sn1 S1 80.49(8) 7_546 . ? O1 Sn1 S1 65.32(7) . . ? O2 Sn1 S1 120.94(7) . . ? C6 S1 C1 100.9(2) 7_546 . ? C6 S1 Sn1 104.80(15) 7_546 . ? C1 S1 Sn1 97.34(15) . . ? C2 O1 C3 112.2(4) . . ? C2 O1 Sn1 119.4(3) . . ? C3 O1 Sn1 114.2(2) . . ? C5 O2 C4 112.2(3) . . ? C5 O2 Sn1 113.0(3) . . ? C4 O2 Sn1 112.0(3) . . ? C2 C1 S1 110.4(4) . . ? C2 C1 H1A 109.6 . . ? S1 C1 H1A 109.6 . . ? C2 C1 H1B 109.6 . . ? S1 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? O1 C2 C1 108.0(4) . . ? O1 C2 H2A 110.1 . . ? C1 C2 H2A 110.1 . . ? O1 C2 H2B 110.1 . . ? C1 C2 H2B 110.1 . . ? H2A C2 H2B 108.4 . . ? O1 C3 C4 109.2(4) . . ? O1 C3 H3A 109.8 . . ? C4 C3 H3A 109.8 . . ? O1 C3 H3B 109.8 . . ? C4 C3 H3B 109.8 . . ? H3A C3 H3B 108.3 . . ? O2 C4 C3 109.0(4) . . ? O2 C4 H4A 109.9 . . ? C3 C4 H4A 109.9 . . ? O2 C4 H4B 109.9 . . ? C3 C4 H4B 109.9 . . ? H4A C4 H4B 108.3 . . ? O2 C5 C6 108.5(4) . . ? O2 C5 H5A 110.0 . . ? C6 C5 H5A 110.0 . . ? O2 C5 H5B 110.0 . . ? C6 C5 H5B 110.0 . . ? H5A C5 H5B 108.4 . . ? C5 C6 S1 115.4(3) . 7_546 ? C5 C6 H6A 108.4 . . ? S1 C6 H6A 108.4 7_546 . ? C5 C6 H6B 108.4 . . ? S1 C6 H6B 108.4 7_546 . ? H6A C6 H6B 107.5 . . ? F2 P1 F2 179.7(3) 2 . ? F2 P1 F2 90.000(1) 2 4 ? F2 P1 F2 90.000(1) . 4 ? F2 P1 F2 90.000(1) 2 3 ? F2 P1 F2 90.000(1) . 3 ? F2 P1 F2 179.7(3) 4 3 ? F2 P1 F3 90.15(14) 2 . ? F2 P1 F3 90.15(14) . . ? F2 P1 F3 90.15(14) 4 . ? F2 P1 F3 90.15(14) 3 . ? F2 P1 F1 89.85(14) 2 . ? F2 P1 F1 89.85(14) . . ? F2 P1 F1 89.85(14) 4 . ? F2 P1 F1 89.85(14) 3 . ? F3 P1 F1 180.000(1) . . ? F4 P2 F4 90.4(2) . 7_546 ? F4 P2 F6 178.73(16) . 7_546 ? F4 P2 F6 90.22(14) 7_546 7_546 ? F4 P2 F6 90.22(14) . . ? F4 P2 F6 178.73(16) 7_546 . ? F6 P2 F6 89.2(2) 7_546 . ? F4 P2 F5 90.83(17) . 7_546 ? F4 P2 F5 89.93(17) 7_546 7_546 ? F6 P2 F5 90.27(17) 7_546 7_546 ? F6 P2 F5 88.96(17) . 7_546 ? F4 P2 F5 89.93(17) . . ? F4 P2 F5 90.83(17) 7_546 . ? F6 P2 F5 88.96(17) 7_546 . ? F6 P2 F5 90.27(17) . . ? F5 P2 F5 178.9(3) 7_546 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 S1 C1 C2 167.2(4) 7_546 . . . ? Sn1 S1 C1 C2 60.6(4) . . . . ? C3 O1 C2 C1 178.8(4) . . . . ? Sn1 O1 C2 C1 41.1(5) . . . . ? S1 C1 C2 O1 -71.7(5) . . . . ? C2 O1 C3 C4 173.4(4) . . . . ? Sn1 O1 C3 C4 -46.6(4) . . . . ? C5 O2 C4 C3 178.0(4) . . . . ? Sn1 O2 C4 C3 -53.6(4) . . . . ? O1 C3 C4 O2 68.3(5) . . . . ? C4 O2 C5 C6 -166.4(4) . . . . ? Sn1 O2 C5 C6 65.8(4) . . . . ? O2 C5 C6 S1 -59.1(5) . . . 7_546 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.830 _refine_diff_density_min -1.182 _refine_diff_density_rms 0.135 _iucr_refine_instruction_details ; Add final .res file here for Acta Cryst publications or if required. ; #===END OF CIF ============================================================== # # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set. # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # #===END OF FILE ============================================================= _database_code_depnum_ccdc_archive 'CCDC 949208'