# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Mir Wais Hosseini' _publ_contact_author_email hosseini@chimie.u-strasbg.fr _publ_section_title ; Molecular tectonics: design of enantiomerically pure helical tubular crystals with controlled channel size and orientation ; loop_ _publ_author_name M.-J.Lin A.Jouaiti P.Grosshans N.Kyritsakas M.W.Hosseini # Attachment '- 1ZnSiF6CH2ClCH2Cl2.cif' data_e1900a _database_code_depnum_ccdc_archive 'CCDC 820939' #TrackingRef '- 1ZnSiF6CH2ClCH2Cl2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H30 F6 N6 O12 Si Zn, 2(C2 H6 O), 2(C H2 Cl)' _chemical_formula_sum 'C50 H46 Cl2 F6 N6 O14 Si Zn' _chemical_formula_weight 1233.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 23.2747(19) _cell_length_b 7.5775(5) _cell_length_c 16.5826(12) _cell_angle_alpha 90.00 _cell_angle_beta 100.139(2) _cell_angle_gamma 90.00 _cell_volume 2878.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1805 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 29.97 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.423 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 0.626 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9458 _exptl_absorpt_correction_T_max 0.9754 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14482 _diffrn_reflns_av_R_equivalents 0.0350 _diffrn_reflns_av_sigmaI/netI 0.0880 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 30.13 _reflns_number_total 7088 _reflns_number_gt 5951 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0295P)^2^+10.1221P] 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 0.004(17) _chemical_absolute_configuration rm _refine_ls_number_reflns 7088 _refine_ls_number_parameters 359 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0917 _refine_ls_R_factor_gt 0.0771 _refine_ls_wR_factor_ref 0.1509 _refine_ls_wR_factor_gt 0.1466 _refine_ls_goodness_of_fit_ref 1.254 _refine_ls_restrained_S_all 1.255 _refine_ls_shift/su_max 0.031 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 1.0000 0.78252(8) 0.5000 0.01224(15) Uani 1 2 d S . 1 Si1 Si 1.0000 0.2880(3) 0.5000 0.0147(3) Uani 1 2 d S . 1 F1 F 1.0000 0.5122(5) 0.5000 0.0239(10) Uani 1 2 d S A 1 F2 F 0.98787(14) 0.2902(5) 0.39897(15) 0.0357(7) Uani 1 1 d . B 1 F3 F 0.92846(11) 0.2878(6) 0.5002(2) 0.0400(7) Uani 1 1 d . C 1 F4 F 1.0000 1.0605(6) 0.5000 0.0241(11) Uani 1 2 d S . 1 N1 N 0.91868(14) 0.7849(7) 0.41732(19) 0.0184(7) Uani 1 1 d . . 1 C1 C 0.8759(2) 0.8961(7) 0.4285(3) 0.0207(10) Uani 1 1 d . . 1 H1 H 0.8826 0.9736 0.4743 0.025 Uiso 1 1 calc R . 1 C2 C 0.8227(2) 0.9031(7) 0.3766(3) 0.0225(10) Uani 1 1 d . . 1 H2 H 0.7928 0.9806 0.3872 0.027 Uiso 1 1 calc R . 1 C3 C 0.81382(18) 0.7932(9) 0.3079(2) 0.0210(9) Uani 1 1 d . . 1 C4 C 0.8572(2) 0.6796(7) 0.2956(3) 0.0257(11) Uani 1 1 d . . 1 H4 H 0.8520 0.6039 0.2492 0.031 Uiso 1 1 calc R . 1 C5 C 0.9089(2) 0.6768(7) 0.3518(3) 0.0243(11) Uani 1 1 d . . 1 H5 H 0.9385 0.5957 0.3438 0.029 Uiso 1 1 calc R . 1 C6 C 0.7552(2) 0.8006(8) 0.2535(3) 0.0229(10) Uani 1 1 d . . 1 O1 O 0.71249(16) 0.8604(6) 0.2730(2) 0.0371(10) Uani 1 1 d . . 1 O2 O 0.75711(14) 0.7255(5) 0.17916(19) 0.0255(8) Uani 1 1 d . . 1 C7 C 0.7019(2) 0.7135(7) 0.1249(3) 0.0234(11) Uani 1 1 d . . 1 H7 H 0.6729 0.7927 0.1445 0.028 Uiso 1 1 calc R . 1 C8 C 0.6786(2) 0.5290(8) 0.1159(3) 0.0247(10) Uani 1 1 d . . 1 H8 H 0.7115 0.4424 0.1217 0.030 Uiso 1 1 calc R . 1 C9 C 0.6441(2) 0.5259(8) 0.0279(3) 0.0270(11) Uani 1 1 d . . 1 N2 N 0.66757(17) 0.6587(6) -0.0136(2) 0.0236(9) Uani 1 1 d . . 1 C10 C 0.70778(19) 0.7632(8) 0.0376(3) 0.0232(11) Uani 1 1 d . . 1 O3 O 0.64212(15) 0.4924(5) 0.1740(2) 0.0255(8) Uani 1 1 d . . 1 C11 C 0.6408(2) 0.3238(7) 0.2000(3) 0.0272(13) Uani 1 1 d . . 1 O4 O 0.6661(2) 0.2042(6) 0.1749(3) 0.0467(12) Uani 1 1 d . . 1 C12 C 1.1044(2) 0.8091(7) 0.2666(3) 0.0214(11) Uani 1 1 d . . 1 C13 C 1.0702(2) 0.9471(7) 0.2842(3) 0.0276(12) Uani 1 1 d . . 1 H13 H 1.0668 1.0515 0.2520 0.033 Uiso 1 1 calc R . 1 C14 C 1.0409(2) 0.9317(7) 0.3489(3) 0.0256(11) Uani 1 1 d . . 1 H14 H 1.0177 1.0276 0.3614 0.031 Uiso 1 1 calc R . 1 N3 N 1.04425(14) 0.7827(7) 0.39569(19) 0.0174(7) Uani 1 1 d . . 1 C15 C 1.0767(2) 0.6491(7) 0.3766(3) 0.0221(10) Uani 1 1 d . . 1 H15 H 1.0793 0.5446 0.4087 0.027 Uiso 1 1 calc R . 1 C16 C 1.1068(2) 0.6573(7) 0.3117(3) 0.0258(11) Uani 1 1 d . . 1 H16 H 1.1289 0.5590 0.2987 0.031 Uiso 1 1 calc R . 1 O5 O 0.60551(18) 0.4275(7) 0.0010(2) 0.0436(11) Uani 1 1 d . . 1 C17 C 0.6530(2) 0.6851(7) -0.1011(3) 0.0239(11) Uani 1 1 d . . 1 C18 C 0.5949(2) 0.7100(8) -0.1355(3) 0.0350(14) Uani 1 1 d . . 1 H18 H 0.5652 0.7097 -0.1028 0.042 Uiso 1 1 calc R . 1 C19 C 0.5815(2) 0.7358(8) -0.2203(3) 0.0386(16) Uani 1 1 d . . 1 H19 H 0.5421 0.7530 -0.2458 0.046 Uiso 1 1 calc R . 1 C20 C 0.6245(3) 0.7364(7) -0.2672(3) 0.0348(14) Uani 1 1 d . . 1 H20 H 0.6148 0.7531 -0.3247 0.042 Uiso 1 1 calc R . 1 C21 C 0.6816(3) 0.7130(7) -0.2309(3) 0.0303(12) Uani 1 1 d . . 1 H21 H 0.7112 0.7170 -0.2636 0.036 Uiso 1 1 calc R . 1 C22 C 0.6970(2) 0.6836(7) -0.1473(3) 0.0245(11) Uani 1 1 d . . 1 H22 H 0.7364 0.6631 -0.1226 0.029 Uiso 1 1 calc R . 1 O6 O 0.73816(17) 0.8754(6) 0.0165(2) 0.0358(10) Uani 1 1 d . . 1 C23 C 0.7284(3) 0.4655(11) 0.4169(5) 0.060(2) Uani 1 1 d . D 1 H23A H 0.7063 0.3575 0.4223 0.090 Uiso 1 1 calc R D 1 H23B H 0.7324 0.4817 0.3594 0.090 Uiso 1 1 calc R D 1 H23C H 0.7078 0.5669 0.4349 0.090 Uiso 1 1 calc R D 1 C24 C 0.7869(3) 0.4513(8) 0.4679(4) 0.0435(16) Uani 1 1 d . D 1 H24A H 0.8106 0.5567 0.4608 0.052 Uiso 1 1 calc R D 1 H24B H 0.7838 0.4408 0.5265 0.052 Uiso 1 1 calc R D 1 O7 O 0.8123(2) 0.2986(9) 0.4412(4) 0.0726(16) Uani 1 1 d . D 1 H7A H 0.8463 0.2866 0.4679 0.109 Uiso 1 1 calc R D 1 Cl1 Cl 0.54911(12) -0.1099(6) 0.0841(2) 0.1419(14) Uani 1 1 d D E 1 C25 C 0.5167(5) 0.0842(16) 0.0399(4) 0.1419(14) Uani 1 1 d D . 1 H25A H 0.4913 0.1299 0.0771 0.170 Uiso 1 1 calc R . 1 H25B H 0.5484 0.1715 0.0403 0.170 Uiso 1 1 calc R . 1 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 Zn1 0.0167(3) 0.0105(3) 0.0105(3) 0.000 0.0050(2) 0.000 Si1 0.0186(7) 0.0093(6) 0.0158(7) 0.000 0.0017(6) 0.000 F1 0.044(3) 0.003(2) 0.027(2) 0.000 0.012(2) 0.000 F2 0.069(2) 0.0196(12) 0.0161(12) -0.0029(19) 0.0016(12) 0.004(2) F3 0.0225(13) 0.0291(14) 0.069(2) -0.007(2) 0.0110(14) 0.0008(19) F4 0.037(3) 0.013(3) 0.023(2) 0.000 0.0075(19) 0.000 N1 0.0243(17) 0.0156(15) 0.0154(15) 0.003(2) 0.0035(13) -0.002(2) C1 0.025(2) 0.020(2) 0.018(2) -0.003(2) 0.0051(18) 0.0015(19) C2 0.024(2) 0.023(2) 0.021(2) -0.004(2) 0.0049(19) 0.006(2) C3 0.0221(19) 0.021(2) 0.0192(18) 0.002(3) 0.0009(15) 0.002(3) C4 0.029(3) 0.023(3) 0.022(2) -0.007(2) -0.002(2) 0.002(2) C5 0.024(2) 0.022(2) 0.026(3) -0.009(2) 0.004(2) 0.0068(19) C6 0.026(2) 0.022(3) 0.0202(19) 0.004(3) 0.0028(17) 0.000(2) O1 0.0247(19) 0.056(3) 0.0296(19) -0.0114(19) 0.0014(16) 0.0150(17) O2 0.0202(16) 0.040(2) 0.0166(15) -0.0035(15) 0.0031(13) 0.0037(14) C7 0.019(2) 0.035(3) 0.016(2) 0.002(2) 0.0033(18) -0.001(2) C8 0.020(2) 0.039(3) 0.016(2) 0.005(3) 0.0077(17) -0.004(2) C9 0.026(2) 0.036(3) 0.019(2) 0.006(3) 0.0039(18) -0.004(2) N2 0.023(2) 0.035(2) 0.0134(18) 0.0054(19) 0.0038(15) -0.0026(19) C10 0.019(2) 0.033(3) 0.0182(19) 0.004(3) 0.0043(16) 0.001(2) O3 0.0269(18) 0.030(2) 0.0233(17) 0.0114(16) 0.0159(15) 0.0018(15) C11 0.024(2) 0.035(4) 0.024(2) 0.002(2) 0.009(2) 0.000(2) O4 0.057(3) 0.040(3) 0.055(3) 0.007(2) 0.045(2) 0.009(2) C12 0.023(2) 0.027(3) 0.0166(19) 0.004(2) 0.0088(16) -0.003(2) C13 0.040(3) 0.022(3) 0.024(3) 0.010(2) 0.014(2) 0.007(2) C14 0.041(3) 0.016(2) 0.024(2) 0.005(2) 0.018(2) 0.009(2) N3 0.0195(16) 0.0166(15) 0.0173(15) 0.001(2) 0.0067(12) 0.001(2) C15 0.025(2) 0.021(2) 0.024(2) 0.004(2) 0.012(2) 0.002(2) C16 0.026(3) 0.025(2) 0.031(3) -0.003(2) 0.015(2) 0.009(2) O5 0.041(2) 0.060(3) 0.028(2) 0.008(2) -0.0005(18) -0.026(2) C17 0.029(3) 0.028(3) 0.014(2) 0.001(2) 0.0026(19) -0.001(2) C18 0.031(3) 0.052(4) 0.022(2) 0.003(3) 0.003(2) -0.001(3) C19 0.033(3) 0.053(4) 0.025(2) 0.005(3) -0.006(2) -0.001(3) C20 0.051(3) 0.035(3) 0.017(2) 0.002(2) 0.002(2) 0.000(2) C21 0.046(3) 0.028(3) 0.019(2) 0.001(2) 0.011(2) 0.001(2) C22 0.028(3) 0.024(3) 0.022(2) 0.003(2) 0.007(2) -0.001(2) O6 0.039(2) 0.045(3) 0.0232(19) 0.0038(18) 0.0051(17) -0.0149(19) C23 0.045(4) 0.069(5) 0.066(5) 0.005(4) 0.007(4) -0.002(4) C24 0.041(4) 0.035(3) 0.057(4) -0.004(3) 0.018(3) -0.002(3) O7 0.049(3) 0.064(3) 0.100(4) -0.033(4) 0.000(3) 0.013(3) Cl1 0.0575(14) 0.188(4) 0.169(3) 0.051(3) -0.0110(17) -0.0147(19) C25 0.0575(14) 0.188(4) 0.169(3) 0.051(3) -0.0110(17) -0.0147(19) _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 Zn1 F1 2.048(4) . ? Zn1 F4 2.106(4) . ? Zn1 N1 2.133(3) . ? Zn1 N1 2.133(3) 2_756 ? Zn1 N3 2.163(3) 2_756 ? Zn1 N3 2.163(3) . ? Si1 F2 1.649(2) 2_756 ? Si1 F2 1.649(2) . ? Si1 F3 1.666(3) . ? Si1 F3 1.666(3) 2_756 ? Si1 F1 1.699(5) . ? Si1 F4 1.724(5) 1_545 ? F4 Si1 1.724(5) 1_565 ? N1 C1 1.341(6) . ? N1 C5 1.348(6) . ? C1 C2 1.380(6) . ? C1 H1 0.9500 . ? C2 C3 1.396(7) . ? C2 H2 0.9500 . ? C3 C4 1.370(7) . ? C3 C6 1.498(6) . ? C4 C5 1.386(6) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 O1 1.189(6) . ? C6 O2 1.365(6) . ? O2 C7 1.436(5) . ? C7 C8 1.497(8) . ? C7 C10 1.525(6) . ? C7 H7 1.0000 . ? C8 O3 1.420(6) . ? C8 C9 1.537(6) . ? C8 H8 1.0000 . ? C9 O5 1.191(6) . ? C9 N2 1.385(7) . ? N2 C10 1.394(6) . ? N2 C17 1.445(6) . ? C10 O6 1.196(6) . ? O3 C11 1.351(6) . ? C11 O4 1.194(6) . ? C11 C12 1.511(7) 3_445 ? C12 C16 1.368(7) . ? C12 C13 1.376(7) . ? C12 C11 1.511(7) 3 ? C13 C14 1.372(7) . ? C13 H13 0.9500 . ? C14 N3 1.365(7) . ? C14 H14 0.9500 . ? N3 C15 1.334(7) . ? C15 C16 1.386(7) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C22 1.383(7) . ? C17 C18 1.384(7) . ? C18 C19 1.399(7) . ? C18 H18 0.9500 . ? C19 C20 1.371(8) . ? C19 H19 0.9500 . ? C20 C21 1.370(8) . ? C20 H20 0.9500 . ? C21 C22 1.388(7) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C24 1.474(9) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 O7 1.407(8) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? O7 H7A 0.8400 . ? Cl1 C25 1.753(11) . ? C25 C25 1.413(9) 2_655 ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? 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 F1 Zn1 F4 180.000(2) . . ? F1 Zn1 N1 90.49(15) . . ? F4 Zn1 N1 89.51(15) . . ? F1 Zn1 N1 90.49(15) . 2_756 ? F4 Zn1 N1 89.51(15) . 2_756 ? N1 Zn1 N1 179.0(3) . 2_756 ? F1 Zn1 N3 90.04(15) . 2_756 ? F4 Zn1 N3 89.96(15) . 2_756 ? N1 Zn1 N3 91.17(12) . 2_756 ? N1 Zn1 N3 88.83(12) 2_756 2_756 ? F1 Zn1 N3 90.03(15) . . ? F4 Zn1 N3 89.97(15) . . ? N1 Zn1 N3 88.83(12) . . ? N1 Zn1 N3 91.17(12) 2_756 . ? N3 Zn1 N3 179.9(3) 2_756 . ? F2 Si1 F2 178.8(3) 2_756 . ? F2 Si1 F3 89.46(16) 2_756 . ? F2 Si1 F3 90.55(16) . . ? F2 Si1 F3 90.55(16) 2_756 2_756 ? F2 Si1 F3 89.45(16) . 2_756 ? F3 Si1 F3 179.9(3) . 2_756 ? F2 Si1 F1 89.41(17) 2_756 . ? F2 Si1 F1 89.41(17) . . ? F3 Si1 F1 90.05(17) . . ? F3 Si1 F1 90.05(17) 2_756 . ? F2 Si1 F4 90.59(17) 2_756 1_545 ? F2 Si1 F4 90.59(17) . 1_545 ? F3 Si1 F4 89.96(17) . 1_545 ? F3 Si1 F4 89.95(17) 2_756 1_545 ? F1 Si1 F4 179.996(3) . 1_545 ? Si1 F1 Zn1 180.000(1) . . ? Si1 F4 Zn1 179.996(1) 1_565 . ? C1 N1 C5 118.0(4) . . ? C1 N1 Zn1 120.8(3) . . ? C5 N1 Zn1 121.2(3) . . ? N1 C1 C2 122.9(4) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 C2 C3 118.3(5) . . ? C1 C2 H2 120.8 . . ? C3 C2 H2 120.8 . . ? C4 C3 C2 119.3(4) . . ? C4 C3 C6 123.4(5) . . ? C2 C3 C6 117.2(5) . . ? C3 C4 C5 119.0(5) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? N1 C5 C4 122.4(5) . . ? N1 C5 H5 118.8 . . ? C4 C5 H5 118.8 . . ? O1 C6 O2 124.5(4) . . ? O1 C6 C3 124.5(4) . . ? O2 C6 C3 111.0(4) . . ? C6 O2 C7 115.2(4) . . ? O2 C7 C8 112.9(4) . . ? O2 C7 C10 111.1(4) . . ? C8 C7 C10 103.2(4) . . ? O2 C7 H7 109.8 . . ? C8 C7 H7 109.8 . . ? C10 C7 H7 109.8 . . ? O3 C8 C7 111.3(4) . . ? O3 C8 C9 111.4(4) . . ? C7 C8 C9 103.2(4) . . ? O3 C8 H8 110.2 . . ? C7 C8 H8 110.2 . . ? C9 C8 H8 110.2 . . ? O5 C9 N2 127.3(4) . . ? O5 C9 C8 126.8(5) . . ? N2 C9 C8 105.9(4) . . ? C9 N2 C10 113.1(4) . . ? C9 N2 C17 123.8(4) . . ? C10 N2 C17 123.1(4) . . ? O6 C10 N2 126.4(4) . . ? O6 C10 C7 127.5(5) . . ? N2 C10 C7 105.9(4) . . ? C11 O3 C8 116.8(4) . . ? O4 C11 O3 124.5(5) . . ? O4 C11 C12 125.0(5) . 3_445 ? O3 C11 C12 110.5(5) . 3_445 ? C16 C12 C13 119.6(4) . . ? C16 C12 C11 119.1(5) . 3 ? C13 C12 C11 121.3(5) . 3 ? C14 C13 C12 119.1(5) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? N3 C14 C13 121.9(5) . . ? N3 C14 H14 119.1 . . ? C13 C14 H14 119.1 . . ? C15 N3 C14 118.1(4) . . ? C15 N3 Zn1 123.9(4) . . ? C14 N3 Zn1 117.9(4) . . ? N3 C15 C16 122.4(5) . . ? N3 C15 H15 118.8 . . ? C16 C15 H15 118.8 . . ? C12 C16 C15 118.9(5) . . ? C12 C16 H16 120.5 . . ? C15 C16 H16 120.5 . . ? C22 C17 C18 122.5(5) . . ? C22 C17 N2 119.3(4) . . ? C18 C17 N2 118.3(5) . . ? C17 C18 C19 117.5(5) . . ? C17 C18 H18 121.2 . . ? C19 C18 H18 121.2 . . ? C20 C19 C18 121.0(5) . . ? C20 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? C21 C20 C19 119.9(5) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C22 121.3(6) . . ? C20 C21 H21 119.4 . . ? C22 C21 H21 119.4 . . ? C17 C22 C21 117.8(5) . . ? C17 C22 H22 121.1 . . ? C21 C22 H22 121.1 . . ? O7 C24 C23 106.1(6) . . ? O7 C24 H24A 110.5 . . ? C23 C24 H24A 110.5 . . ? O7 C24 H24B 110.5 . . ? C23 C24 H24B 110.5 . . ? H24A C24 H24B 108.7 . . ? C25 C25 Cl1 121.1(4) 2_655 . ? C25 C25 H25A 107.1 2_655 . ? Cl1 C25 H25A 107.1 . . ? C25 C25 H25B 107.0 2_655 . ? Cl1 C25 H25B 107.0 . . ? H25A C25 H25B 106.8 . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 30.13 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.273 _refine_diff_density_min -1.171 _refine_diff_density_rms 0.107 data_e1912a _database_code_depnum_ccdc_archive 'CCDC 820940' #TrackingRef '- 1ZnSiF6CH2ClCH2Cl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H36 F6 N4 O8 Si Zn' _chemical_formula_sum 'C36 H36 F6 N4 O8 Si Zn' _chemical_formula_weight 860.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 20.7481(11) _cell_length_b 7.6446(4) _cell_length_c 14.9105(7) _cell_angle_alpha 90.00 _cell_angle_beta 107.187(3) _cell_angle_gamma 90.00 _cell_volume 2259.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3684 _cell_measurement_theta_min 2.86 _cell_measurement_theta_max 27.53 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 884 _exptl_absorpt_coefficient_mu 0.642 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9504 _exptl_absorpt_correction_T_max 0.9686 _exptl_absorpt_process_details sadabs _exptl_special_details ; The disordered solvent molecules could not be refined. The SQUEEZE command was therefore applied. Bond distances constraints were applied to the cyclohexil group of the molecule. The EADP command was applied on carbons of the cyclohexyl group. R values est equal to ten because of the disorder in the molecule and the crystal was not stable. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8259 _diffrn_reflns_av_R_equivalents 0.0458 _diffrn_reflns_av_sigmaI/netI 0.0794 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 27.55 _reflns_number_total 4559 _reflns_number_gt 3616 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1269P)^2^+39.3986P] 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 0.08(4) _chemical_absolute_configuration rm _refine_ls_number_reflns 4559 _refine_ls_number_parameters 225 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.1327 _refine_ls_R_factor_gt 0.1045 _refine_ls_wR_factor_ref 0.2976 _refine_ls_wR_factor_gt 0.2564 _refine_ls_goodness_of_fit_ref 1.122 _refine_ls_restrained_S_all 1.135 _refine_ls_shift/su_max 0.006 _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 N1 N 0.5496(3) 0.8118(13) 0.3910(4) 0.0392(19) Uani 1 1 d G . . C1 C 0.5475(4) 0.9670(11) 0.3416(5) 0.054(4) Uani 1 1 d G . . H1 H 0.5270 1.0679 0.3583 0.064 Uiso 1 1 calc R . . C2 C 0.5756(5) 0.9745(12) 0.2678(6) 0.054(4) Uani 1 1 d G . . H2 H 0.5742 1.0805 0.2341 0.065 Uiso 1 1 calc R . . C3 C 0.6058(5) 0.8268(14) 0.2434(6) 0.089(5) Uani 1 1 d G . . C4 C 0.6078(5) 0.6717(12) 0.2928(8) 0.089(5) Uani 1 1 d G . . H4 H 0.6284 0.5707 0.2761 0.107 Uiso 1 1 calc R . . C5 C 0.5797(4) 0.6642(11) 0.3666(7) 0.064(4) Uani 1 1 d G . . H5 H 0.5811 0.5581 0.4003 0.076 Uiso 1 1 calc R . . Zn1 Zn 0.5000 0.80988(17) 0.5000 0.0260(4) Uani 1 2 d S . . Si1 Si 0.5000 1.3110(9) 0.5000 0.0268(7) Uani 1 2 d S . . F1 F 0.5000 1.0852(15) 0.5000 0.042(3) Uani 1 2 d S . . F2 F 0.4724(3) 1.3102(15) 0.3837(4) 0.0445(14) Uani 1 1 d . . . F3 F 0.4209(3) 1.3075(13) 0.5043(4) 0.0392(13) Uani 1 1 d . . . F4 F 0.5000 1.5346(13) 0.5000 0.024(2) Uani 1 2 d S . . C6 C 0.6423(7) 0.845(3) 0.1638(9) 0.126(7) Uani 1 1 d D . . O1 O 0.6700(12) 0.728(3) 0.1504(15) 0.126(7) Uani 1 1 d D . . O2 O 0.6124(7) 0.957(3) 0.1056(8) 0.126(7) Uani 1 1 d D . . C7 C 0.6413(8) 0.977(3) 0.0331(8) 0.088(6) Uani 1 1 d D . . H7 H 0.6821 0.9017 0.0426 0.106 Uiso 1 1 calc R . . C8 C 0.5854(9) 0.924(3) -0.0544(10) 0.088(6) Uani 1 1 d D . . H8A H 0.5506 0.8552 -0.0368 0.106 Uiso 1 1 calc R . . H8B H 0.6040 0.8519 -0.0959 0.106 Uiso 1 1 calc R . . C9 C 0.5530(5) 1.099(4) -0.1072(7) 0.088(6) Uani 1 1 d D . . H9A H 0.5440 1.1855 -0.0631 0.106 Uiso 1 1 calc R . . H9B H 0.5108 1.0745 -0.1577 0.106 Uiso 1 1 calc R . . C10 C 0.6127(9) 1.164(5) -0.1491(9) 0.088(6) Uani 1 1 d D . . H10A H 0.6167 1.0848 -0.1999 0.106 Uiso 1 1 calc R . . H10B H 0.6040 1.2840 -0.1742 0.106 Uiso 1 1 calc R . . C11 C 0.6773(7) 1.157(5) -0.0640(11) 0.088(6) Uani 1 1 d D . . H11A H 0.7010 1.0443 -0.0643 0.106 Uiso 1 1 calc R . . H11B H 0.7081 1.2527 -0.0688 0.106 Uiso 1 1 calc R . . C12 C 0.6588(7) 1.174(3) 0.0287(8) 0.088(6) Uani 1 1 d D . . H12 H 0.6213 1.2578 0.0270 0.106 Uiso 1 1 calc R . . O3 O 0.7191(5) 1.1966(17) 0.1064(6) 0.063(3) Uani 1 1 d . . . C13 C 0.2133(7) 0.7746(17) 0.1833(9) 0.054(4) Uani 1 1 d . . . O4 O 0.1605(6) 0.837(2) 0.1928(9) 0.109(6) Uani 1 1 d . . . C14 C 0.2793(6) 0.791(3) 0.2568(8) 0.056(4) Uani 1 1 d . . . C15 C 0.2979(7) 0.9371(18) 0.3138(10) 0.051(3) Uani 1 1 d . . . H15 H 0.2684 1.0344 0.3071 0.061 Uiso 1 1 calc R . . C16 C 0.3613(6) 0.9376(16) 0.3814(9) 0.042(3) Uani 1 1 d . . . H16 H 0.3745 1.0374 0.4206 0.050 Uiso 1 1 calc R . . N2 N 0.4039(4) 0.8028(19) 0.3928(5) 0.037(2) Uani 1 1 d . . . C17 C 0.3861(7) 0.6646(16) 0.3384(8) 0.047(3) Uani 1 1 d . . . H17 H 0.4168 0.5696 0.3468 0.056 Uiso 1 1 calc R . . C18 C 0.3261(7) 0.652(2) 0.2711(10) 0.058(4) Uani 1 1 d . . . H18 H 0.3154 0.5495 0.2335 0.070 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.044(4) 0.030(4) 0.053(5) -0.018(7) 0.029(4) -0.008(7) C1 0.083(10) 0.034(7) 0.041(7) -0.009(6) 0.014(7) -0.025(7) C2 0.065(8) 0.073(9) 0.038(6) -0.026(7) 0.036(6) -0.021(8) C3 0.088(8) 0.087(9) 0.135(11) -0.037(10) 0.100(9) -0.024(8) C4 0.088(8) 0.087(9) 0.135(11) -0.037(10) 0.100(9) -0.024(8) C5 0.078(10) 0.043(8) 0.095(12) 0.017(9) 0.063(10) 0.007(8) Zn1 0.0414(8) 0.0087(6) 0.0245(8) 0.000 0.0047(6) 0.000 Si1 0.0448(18) 0.0089(12) 0.0252(16) 0.000 0.0080(14) 0.000 F1 0.092(8) 0.011(7) 0.028(5) 0.000 0.025(5) 0.000 F2 0.079(4) 0.024(2) 0.023(3) -0.001(4) 0.004(3) -0.004(5) F3 0.039(3) 0.021(2) 0.059(4) -0.013(5) 0.018(3) -0.001(4) F4 0.031(4) 0.009(7) 0.035(5) 0.000 0.012(4) 0.000 C6 0.084(9) 0.24(2) 0.038(6) -0.009(10) -0.004(6) -0.027(12) O1 0.084(9) 0.24(2) 0.038(6) -0.009(10) -0.004(6) -0.027(12) O2 0.084(9) 0.24(2) 0.038(6) -0.009(10) -0.004(6) -0.027(12) C7 0.054(8) 0.18(2) 0.024(7) -0.015(10) -0.001(6) -0.002(12) C8 0.054(8) 0.18(2) 0.024(7) -0.015(10) -0.001(6) -0.002(12) C9 0.054(8) 0.18(2) 0.024(7) -0.015(10) -0.001(6) -0.002(12) C10 0.054(8) 0.18(2) 0.024(7) -0.015(10) -0.001(6) -0.002(12) C11 0.054(8) 0.18(2) 0.024(7) -0.015(10) -0.001(6) -0.002(12) C12 0.054(8) 0.18(2) 0.024(7) -0.015(10) -0.001(6) -0.002(12) O3 0.044(5) 0.118(9) 0.024(4) -0.007(5) 0.004(4) 0.022(5) C13 0.053(7) 0.050(12) 0.044(7) 0.012(6) -0.008(5) 0.022(6) O4 0.072(7) 0.145(15) 0.093(8) -0.047(10) -0.003(6) 0.074(9) C14 0.049(6) 0.080(11) 0.033(5) 0.003(8) 0.003(5) 0.041(9) C15 0.049(7) 0.043(7) 0.058(8) 0.002(6) 0.012(6) 0.026(6) C16 0.055(7) 0.026(5) 0.042(7) 0.002(5) 0.013(6) 0.024(5) N2 0.049(5) 0.032(4) 0.029(4) 0.024(7) 0.008(4) 0.023(6) C17 0.070(8) 0.033(6) 0.029(6) -0.011(5) 0.002(5) 0.037(6) C18 0.062(8) 0.055(8) 0.043(7) -0.011(7) -0.008(6) 0.035(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.3900 . ? N1 C5 1.3900 . ? N1 Zn1 2.166(4) . ? C1 C2 1.3900 . ? C1 H1 0.9500 . ? C2 C3 1.3900 . ? C2 H2 0.9500 . ? C3 C4 1.3900 . ? C3 C6 1.591(9) . ? C4 C5 1.3900 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? Zn1 F4 2.104(10) 1_545 ? Zn1 F1 2.105(12) . ? Zn1 N2 2.156(8) . ? Zn1 N2 2.156(8) 2_656 ? Zn1 N1 2.166(4) 2_656 ? Si1 F2 1.658(5) . ? Si1 F2 1.658(5) 2_656 ? Si1 F3 1.662(5) 2_656 ? Si1 F3 1.662(5) . ? Si1 F4 1.709(12) . ? Si1 F1 1.727(14) . ? F4 Zn1 2.104(10) 1_565 ? C6 O1 1.110(17) . ? C6 O2 1.247(17) . ? O2 C7 1.390(15) . ? C7 C8 1.523(14) . ? C7 C12 1.557(17) . ? C7 H7 1.0000 . ? C8 C9 1.593(18) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.620(15) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.551(16) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.547(16) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O3 1.442(15) . ? C12 H12 1.0000 . ? O3 C13 1.328(16) 3 ? C13 O4 1.241(17) . ? C13 O3 1.328(16) 3_445 ? C13 C14 1.486(17) . ? C14 C15 1.39(2) . ? C14 C18 1.414(19) . ? C15 C16 1.401(19) . ? C15 H15 0.9500 . ? C16 N2 1.335(15) . ? C16 H16 0.9500 . ? N2 C17 1.317(18) . ? C17 C18 1.352(17) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C5 120.0 . . ? C1 N1 Zn1 117.2(4) . . ? C5 N1 Zn1 122.8(5) . . ? N1 C1 C2 120.0 . . ? N1 C1 H1 120.0 . . ? C2 C1 H1 120.0 . . ? C3 C2 C1 120.0 . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 120.0 . . ? C2 C3 C6 118.4(9) . . ? C4 C3 C6 121.5(9) . . ? C5 C4 C3 120.0 . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 N1 120.0 . . ? C4 C5 H5 120.0 . . ? N1 C5 H5 120.0 . . ? F4 Zn1 F1 179.999(2) 1_545 . ? F4 Zn1 N2 88.6(4) 1_545 . ? F1 Zn1 N2 91.4(4) . . ? F4 Zn1 N2 88.6(4) 1_545 2_656 ? F1 Zn1 N2 91.4(4) . 2_656 ? N2 Zn1 N2 177.1(8) . 2_656 ? F4 Zn1 N1 90.4(3) 1_545 . ? F1 Zn1 N1 89.6(3) . . ? N2 Zn1 N1 89.1(3) . . ? N2 Zn1 N1 90.9(3) 2_656 . ? F4 Zn1 N1 90.4(3) 1_545 2_656 ? F1 Zn1 N1 89.6(3) . 2_656 ? N2 Zn1 N1 90.9(3) . 2_656 ? N2 Zn1 N1 89.1(3) 2_656 2_656 ? N1 Zn1 N1 179.2(5) . 2_656 ? F2 Si1 F2 179.6(10) . 2_656 ? F2 Si1 F3 90.0(3) . 2_656 ? F2 Si1 F3 90.0(3) 2_656 2_656 ? F2 Si1 F3 90.0(3) . . ? F2 Si1 F3 90.0(3) 2_656 . ? F3 Si1 F3 178.2(9) 2_656 . ? F2 Si1 F4 90.2(5) . . ? F2 Si1 F4 90.2(5) 2_656 . ? F3 Si1 F4 90.9(4) 2_656 . ? F3 Si1 F4 90.9(4) . . ? F2 Si1 F1 89.8(5) . . ? F2 Si1 F1 89.8(5) 2_656 . ? F3 Si1 F1 89.1(4) 2_656 . ? F3 Si1 F1 89.1(4) . . ? F4 Si1 F1 180.000(9) . . ? Si1 F1 Zn1 180.000(2) . . ? Si1 F4 Zn1 179.999(1) . 1_565 ? O1 C6 O2 127.1(14) . . ? O1 C6 C3 116.8(13) . . ? O2 C6 C3 109.3(11) . . ? C6 O2 C7 112.3(16) . . ? O2 C7 C8 104.0(13) . . ? O2 C7 C12 107.4(16) . . ? C8 C7 C12 110.5(11) . . ? O2 C7 H7 111.5 . . ? C8 C7 H7 111.5 . . ? C12 C7 H7 111.5 . . ? C7 C8 C9 107.7(11) . . ? C7 C8 H8A 110.2 . . ? C9 C8 H8A 110.2 . . ? C7 C8 H8B 110.2 . . ? C9 C8 H8B 110.2 . . ? H8A C8 H8B 108.5 . . ? C8 C9 C10 100.9(12) . . ? C8 C9 H9A 111.6 . . ? C10 C9 H9A 111.6 . . ? C8 C9 H9B 111.6 . . ? C10 C9 H9B 111.6 . . ? H9A C9 H9B 109.4 . . ? C11 C10 C9 104.4(9) . . ? C11 C10 H10A 110.9 . . ? C9 C10 H10A 110.9 . . ? C11 C10 H10B 110.9 . . ? C9 C10 H10B 110.9 . . ? H10A C10 H10B 108.9 . . ? C12 C11 C10 110.2(12) . . ? C12 C11 H11A 109.6 . . ? C10 C11 H11A 109.6 . . ? C12 C11 H11B 109.6 . . ? C10 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? O3 C12 C11 110.0(11) . . ? O3 C12 C7 103.8(14) . . ? C11 C12 C7 94.3(14) . . ? O3 C12 H12 115.4 . . ? C11 C12 H12 115.4 . . ? C7 C12 H12 115.4 . . ? C13 O3 C12 117.9(11) 3 . ? O4 C13 O3 125.4(12) . 3_445 ? O4 C13 C14 122.4(13) . . ? O3 C13 C14 112.0(11) 3_445 . ? C15 C14 C18 117.4(11) . . ? C15 C14 C13 123.3(13) . . ? C18 C14 C13 119.3(15) . . ? C14 C15 C16 118.4(10) . . ? C14 C15 H15 120.8 . . ? C16 C15 H15 120.8 . . ? N2 C16 C15 122.3(12) . . ? N2 C16 H16 118.8 . . ? C15 C16 H16 118.8 . . ? C17 N2 C16 119.1(10) . . ? C17 N2 Zn1 120.4(8) . . ? C16 N2 Zn1 120.5(10) . . ? N2 C17 C18 123.0(10) . . ? N2 C17 H17 118.5 . . ? C18 C17 H17 118.5 . . ? C17 C18 C14 119.9(13) . . ? C17 C18 H18 120.1 . . ? C14 C18 H18 120.1 . . ? _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.945 _refine_diff_density_max 1.133 _refine_diff_density_min -1.724 _refine_diff_density_rms 0.184 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.040 0.000 118.4 8.4 2 0.750 -0.016 0.500 142.5 17.3 3 0.250 -0.028 0.500 142.5 17.3 4 0.500 0.540 0.000 118.5 8.4 _platon_squeeze_details ; ; # Attachment '- 1ZnSiF6CHCl3.cif' data_e1345n _database_code_depnum_ccdc_archive 'CCDC 820941' #TrackingRef '- 1ZnSiF6CHCl3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H36 F6 N4 O8 Si Zn' _chemical_formula_sum 'C36 H36 F6 N4 O8 Si Zn' _chemical_formula_weight 860.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M C222(1) _symmetry_space_group_name_Hall 'C 2c 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.6698(4) _cell_length_b 21.0303(11) _cell_length_c 28.3731(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4576.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4145 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 26.08 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.248 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1768 _exptl_absorpt_coefficient_mu 0.634 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9540 _exptl_absorpt_correction_T_max 0.9690 _exptl_absorpt_process_details sadabs _exptl_special_details ; The disordered solvent molecules could not be refined. The SQUEEZE command was therefore applied. Bond distances constraints were applied to the cyclohexil group of the molecule. The EADP command was applied on carbons of the same group. R values est equal to ten because of the disorder in the molecule and the crystal was not stable. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23640 _diffrn_reflns_av_R_equivalents 0.0479 _diffrn_reflns_av_sigmaI/netI 0.0475 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5232 _reflns_number_gt 3942 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.002(3) _chemical_absolute_configuration rm _refine_ls_number_reflns 5232 _refine_ls_number_parameters 243 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.1319 _refine_ls_R_factor_gt 0.1025 _refine_ls_wR_factor_ref 0.3649 _refine_ls_wR_factor_gt 0.2626 _refine_ls_goodness_of_fit_ref 1.212 _refine_ls_restrained_S_all 1.215 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.002 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 N1 N 0.9911(8) 0.0302(3) 0.8033(2) 0.061(2) Uani 1 1 d G . . C1 C 0.8375(7) 0.0207(3) 0.8283(2) 0.047(2) Uani 1 1 d G . . H1 H 0.7360 0.0444 0.8205 0.057 Uiso 1 1 calc R . . C2 C 0.8324(8) -0.0235(4) 0.8648(2) 0.067(3) Uani 1 1 d G . . H2 H 0.7275 -0.0300 0.8819 0.081 Uiso 1 1 calc R . . C3 C 0.9809(10) -0.0581(5) 0.8761(3) 0.160(11) Uani 1 1 d GD . . C4 C 1.1345(8) -0.0486(5) 0.8511(4) 0.185(13) Uani 1 1 d G . . H4 H 1.2360 -0.0722 0.8589 0.222 Uiso 1 1 calc R . . C5 C 1.1396(7) -0.0044(4) 0.8147(4) 0.130(8) Uani 1 1 d G . . H5 H 1.2445 0.0021 0.7976 0.156 Uiso 1 1 calc R . . Zn1 Zn 1.0000 0.10310(4) 0.7500 0.0279(4) Uani 1 2 d S . . Si1 Si 1.5000 0.10578(9) 0.7500 0.0254(5) Uani 1 2 d S . . F1 F 1.2730(5) 0.10542(15) 0.75117(15) 0.0345(9) Uani 1 1 d . . . F2 F 1.4970(6) 0.10561(18) 0.80851(14) 0.0424(10) Uani 1 1 d . . . F3 F 1.5000 0.1854(2) 0.7500 0.0520(17) Uani 1 2 d S . . F4 F 1.5000 0.0268(2) 0.7500 0.0433(13) Uani 1 2 d S . . C6 C 0.9889(17) -0.1161(6) 0.9068(5) 0.092(4) Uani 1 1 d D . . O1 O 1.036(3) -0.1665(6) 0.9070(7) 0.141(9) Uani 1 1 d D . . O2 O 0.860(2) -0.0911(4) 0.9442(3) 0.141(9) Uani 1 1 d D . . C7 C 0.802(3) -0.1312(7) 0.9870(4) 0.141(9) Uani 1 1 d D . . H7 H 0.8790 -0.1693 0.9900 0.169 Uiso 1 1 calc R . . C8 C 0.827(4) -0.0869(10) 1.0297(5) 0.141(9) Uani 1 1 d D . . H8A H 0.9494 -0.0729 1.0322 0.169 Uiso 1 1 calc R . . H8B H 0.7508 -0.0490 1.0270 0.169 Uiso 1 1 calc R . . C9 C 0.775(5) -0.1275(10) 1.0723(5) 0.141(9) Uani 1 1 d D . . H9A H 0.8528 -0.1649 1.0737 0.169 Uiso 1 1 calc R . . H9B H 0.7942 -0.1022 1.1013 0.169 Uiso 1 1 calc R . . C10 C 0.587(5) -0.1509(9) 1.0724(5) 0.141(9) Uani 1 1 d D . . H10A H 0.5088 -0.1136 1.0753 0.169 Uiso 1 1 calc R . . H10B H 0.5690 -0.1775 1.1008 0.169 Uiso 1 1 calc R . . C11 C 0.529(5) -0.1900(8) 1.0286(4) 0.141(9) Uani 1 1 d D . . H11A H 0.4005 -0.1921 1.0264 0.169 Uiso 1 1 calc R . . H11B H 0.5762 -0.2338 1.0299 0.169 Uiso 1 1 calc R . . C12 C 0.609(3) -0.1519(7) 0.9850(4) 0.141(9) Uani 1 1 d D . . H12 H 0.5336 -0.1147 0.9771 0.169 Uiso 1 1 calc R . . C13 C 1.0193(17) 0.3208(5) 0.9089(3) 0.070(3) Uani 1 1 d . . . O3 O 0.6160(11) -0.1963(4) 0.9451(2) 0.071(2) Uani 1 1 d . . . O4 O 0.9508(12) 0.3748(5) 0.9038(3) 0.087(3) Uani 1 1 d . . . C14 C 1.0106(16) 0.2701(5) 0.8716(3) 0.068(3) Uani 1 1 d . . . C15 C 1.1550(13) 0.2303(6) 0.8652(3) 0.075(4) Uani 1 1 d . . . H15 H 1.2572 0.2362 0.8836 0.089 Uiso 1 1 calc R . . C16 C 1.1482(13) 0.1829(6) 0.8322(3) 0.071(4) Uani 1 1 d . . . H16 H 1.2437 0.1544 0.8294 0.086 Uiso 1 1 calc R . . N2 N 1.0054(10) 0.1755(3) 0.80267(18) 0.0402(13) Uani 1 1 d . . . C17 C 0.8722(9) 0.2151(4) 0.8089(3) 0.0431(19) Uani 1 1 d . . . H17 H 0.7725 0.2108 0.7893 0.052 Uiso 1 1 calc R . . C18 C 0.8730(13) 0.2628(6) 0.8432(3) 0.073(4) Uani 1 1 d . . . H18 H 0.7753 0.2903 0.8462 0.088 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.022(3) 0.062(4) 0.100(6) 0.040(4) 0.009(5) 0.013(4) C1 0.040(5) 0.045(4) 0.056(5) 0.016(4) -0.011(4) -0.001(4) C2 0.052(6) 0.072(7) 0.079(7) 0.025(6) -0.019(5) -0.011(5) C3 0.081(10) 0.152(13) 0.25(2) 0.160(15) -0.111(13) -0.085(10) C4 0.045(7) 0.22(2) 0.28(3) 0.21(2) -0.049(11) -0.020(10) C5 0.026(5) 0.127(12) 0.236(19) 0.130(13) -0.012(8) -0.003(6) Zn1 0.0173(5) 0.0328(5) 0.0334(6) 0.000 -0.0059(5) 0.000 Si1 0.0145(10) 0.0310(11) 0.0308(11) 0.000 -0.0066(10) 0.000 F1 0.0190(16) 0.045(2) 0.039(2) -0.015(3) -0.0029(17) -0.0009(12) F2 0.030(2) 0.066(3) 0.0309(18) 0.0014(15) -0.0072(19) 0.018(3) F3 0.041(3) 0.026(2) 0.089(5) 0.000 -0.050(4) 0.000 F4 0.032(3) 0.028(2) 0.070(4) 0.000 -0.005(4) 0.000 C6 0.073(8) 0.077(7) 0.126(11) 0.001(7) -0.043(9) 0.033(8) O1 0.31(3) 0.071(8) 0.043(7) -0.022(6) -0.022(11) -0.014(11) O2 0.31(3) 0.071(8) 0.043(7) -0.022(6) -0.022(11) -0.014(11) C7 0.31(3) 0.071(8) 0.043(7) -0.022(6) -0.022(11) -0.014(11) C8 0.31(3) 0.071(8) 0.043(7) -0.022(6) -0.022(11) -0.014(11) C9 0.31(3) 0.071(8) 0.043(7) -0.022(6) -0.022(11) -0.014(11) C10 0.31(3) 0.071(8) 0.043(7) -0.022(6) -0.022(11) -0.014(11) C11 0.31(3) 0.071(8) 0.043(7) -0.022(6) -0.022(11) -0.014(11) C12 0.31(3) 0.071(8) 0.043(7) -0.022(6) -0.022(11) -0.014(11) C13 0.076(7) 0.085(7) 0.050(5) -0.018(4) 0.004(5) 0.034(7) O3 0.109(6) 0.074(4) 0.028(3) -0.027(3) -0.026(3) 0.022(4) O4 0.085(6) 0.082(5) 0.094(6) -0.003(5) -0.034(5) 0.038(4) C14 0.069(6) 0.092(7) 0.042(4) -0.028(4) -0.017(5) 0.040(7) C15 0.054(6) 0.118(10) 0.051(5) -0.033(6) -0.020(4) 0.048(6) C16 0.048(5) 0.124(10) 0.043(5) -0.034(6) -0.023(4) 0.044(6) N2 0.031(3) 0.062(4) 0.028(2) 0.002(2) -0.007(3) 0.010(4) C17 0.021(3) 0.061(5) 0.048(4) -0.014(4) -0.008(3) 0.014(3) C18 0.048(5) 0.117(10) 0.054(5) -0.030(6) -0.006(4) 0.048(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.3900 . ? N1 C5 1.3900 . ? N1 Zn1 2.154(4) . ? C1 C2 1.3900 . ? C1 H1 0.9500 . ? C2 C3 1.3900 . ? C2 H2 0.9500 . ? C3 C4 1.3900 . ? C3 C6 1.486(14) . ? C4 C5 1.3900 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? Zn1 F1 2.094(4) 3_756 ? Zn1 F1 2.094(4) . ? Zn1 N2 2.133(6) 3_756 ? Zn1 N2 2.133(6) . ? Zn1 N1 2.154(4) 3_756 ? Si1 F2 1.660(4) . ? Si1 F2 1.660(4) 3_856 ? Si1 F4 1.662(5) . ? Si1 F3 1.674(6) . ? Si1 F1 1.742(4) . ? Si1 F1 1.742(4) 3_856 ? C6 O1 1.113(13) . ? C6 O2 1.543(18) . ? O2 C7 1.535(13) . ? C7 C8 1.539(15) . ? C7 C12 1.540(18) . ? C7 H7 1.0000 . ? C8 C9 1.533(17) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.523(19) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.554(15) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.595(15) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O3 1.469(13) . ? C12 H12 1.0000 . ? C13 O4 1.259(13) . ? C13 O3 1.319(12) 5 ? C13 C14 1.502(12) . ? O3 C13 1.319(12) 5_445 ? C14 C18 1.338(14) . ? C14 C15 1.401(12) . ? C15 C16 1.368(14) . ? C15 H15 0.9500 . ? C16 N2 1.388(10) . ? C16 H16 0.9500 . ? N2 C17 1.331(9) . ? C17 C18 1.396(13) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C5 120.0 . . ? C1 N1 Zn1 119.2(3) . . ? C5 N1 Zn1 120.7(3) . . ? C2 C1 N1 120.0 . . ? C2 C1 H1 120.0 . . ? N1 C1 H1 120.0 . . ? C3 C2 C1 120.0 . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C4 C3 C2 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 N1 120.0 . . ? C4 C5 H5 120.0 . . ? N1 C5 H5 120.0 . . ? F1 Zn1 F1 177.33(18) 3_756 . ? F1 Zn1 N2 87.3(2) 3_756 3_756 ? F1 Zn1 N2 90.8(2) . 3_756 ? F1 Zn1 N2 90.8(2) 3_756 . ? F1 Zn1 N2 87.3(2) . . ? N2 Zn1 N2 89.0(3) 3_756 . ? F1 Zn1 N1 92.1(2) 3_756 3_756 ? F1 Zn1 N1 89.77(19) . 3_756 ? N2 Zn1 N1 90.9(3) 3_756 3_756 ? N2 Zn1 N1 177.1(3) . 3_756 ? F1 Zn1 N1 89.77(19) 3_756 . ? F1 Zn1 N1 92.1(2) . . ? N2 Zn1 N1 177.1(3) 3_756 . ? N2 Zn1 N1 90.9(3) . . ? N1 Zn1 N1 89.3(4) 3_756 . ? F2 Si1 F2 179.8(3) . 3_856 ? F2 Si1 F4 89.88(15) . . ? F2 Si1 F4 89.88(15) 3_856 . ? F2 Si1 F3 90.12(15) . . ? F2 Si1 F3 90.12(15) 3_856 . ? F4 Si1 F3 180.000(1) . . ? F2 Si1 F1 88.1(2) . . ? F2 Si1 F1 91.9(2) 3_856 . ? F4 Si1 F1 89.75(12) . . ? F3 Si1 F1 90.25(12) . . ? F2 Si1 F1 91.9(2) . 3_856 ? F2 Si1 F1 88.1(2) 3_856 3_856 ? F4 Si1 F1 89.75(12) . 3_856 ? F3 Si1 F1 90.25(12) . 3_856 ? F1 Si1 F1 179.5(2) . 3_856 ? Si1 F1 Zn1 177.7(2) . . ? C7 O2 C6 122.3(12) . . ? O2 C7 C8 104.7(11) . . ? O2 C7 C12 112.8(12) . . ? C8 C7 C12 108.6(17) . . ? O2 C7 H7 110.2 . . ? C8 C7 H7 110.2 . . ? C12 C7 H7 110.2 . . ? C9 C8 C7 104.5(13) . . ? C9 C8 H8A 110.9 . . ? C7 C8 H8A 110.8 . . ? C9 C8 H8B 110.8 . . ? C7 C8 H8B 110.8 . . ? H8A C8 H8B 108.9 . . ? C10 C9 C8 115(2) . . ? C10 C9 H9A 108.4 . . ? C8 C9 H9A 108.4 . . ? C10 C9 H9B 108.4 . . ? C8 C9 H9B 108.4 . . ? H9A C9 H9B 107.5 . . ? C9 C10 C11 116(2) . . ? C9 C10 H10A 108.3 . . ? C11 C10 H10A 108.3 . . ? C9 C10 H10B 108.3 . . ? C11 C10 H10B 108.3 . . ? H10A C10 H10B 107.4 . . ? C10 C11 C12 104.2(13) . . ? C10 C11 H11A 110.9 . . ? C12 C11 H11A 110.9 . . ? C10 C11 H11B 110.9 . . ? C12 C11 H11B 110.9 . . ? H11A C11 H11B 108.9 . . ? O3 C12 C7 100.0(11) . . ? O3 C12 C11 106.9(10) . . ? C7 C12 C11 118.8(16) . . ? O3 C12 H12 110.1 . . ? C7 C12 H12 110.1 . . ? C11 C12 H12 110.1 . . ? O4 C13 O3 124.8(9) . 5 ? O4 C13 C14 122.8(9) . . ? O3 C13 C14 112.3(8) 5 . ? C13 O3 C12 114.1(9) 5_445 . ? C18 C14 C15 118.5(8) . . ? C18 C14 C13 122.7(9) . . ? C15 C14 C13 118.8(9) . . ? C16 C15 C14 119.6(8) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 N2 121.7(8) . . ? C15 C16 H16 119.1 . . ? N2 C16 H16 119.1 . . ? C17 N2 C16 117.0(7) . . ? C17 N2 Zn1 121.7(5) . . ? C16 N2 Zn1 121.3(6) . . ? N2 C17 C18 122.7(7) . . ? N2 C17 H17 118.7 . . ? C18 C17 H17 118.7 . . ? C14 C18 C17 120.4(8) . . ? C14 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.210 _refine_diff_density_min -1.197 _refine_diff_density_rms 0.163 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.060 0.147 0.250 144.5 50.9 2 -0.001 0.647 0.250 144.5 50.9 3 -0.001 0.853 0.750 144.5 50.0 4 -0.048 0.353 0.750 144.5 50.0 5 0.254 0.500 0.500 94.9 26.4 6 0.246 1.000 0.000 94.9 26.3 7 0.754 0.000 0.500 94.9 26.4 8 0.746 0.500 0.000 94.9 26.3 _platon_squeeze_details ; ; # Attachment '- 2ZnSiF6CH2ClCH2Cl.cif' data_e1910a _database_code_depnum_ccdc_archive 'CCDC 820942' #TrackingRef '- 2ZnSiF6CH2ClCH2Cl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H36 F6 N4 O8 Si Zn' _chemical_formula_sum 'C36 H36 F6 N4 O8 Si Zn' _chemical_formula_weight 860.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 20.8352(8) _cell_length_b 7.6558(3) _cell_length_c 14.9174(5) _cell_angle_alpha 90.00 _cell_angle_beta 107.298(2) _cell_angle_gamma 90.00 _cell_volume 2271.85(15) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5316 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 27.46 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.257 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 884 _exptl_absorpt_coefficient_mu 0.639 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9507 _exptl_absorpt_correction_T_max 0.9688 _exptl_absorpt_process_details sadabs _exptl_special_details ; The disordered solvent molecules could not be refined. The SQUEEZE command was therefore applied. Bond distances constraints were applied to the cyclohexil group of the molecule. The EADP command was applied on carbons of the same group. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8033 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0417 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 27.46 _reflns_number_total 4057 _reflns_number_gt 3729 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1428P)^2^+9.5237P] 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 0.06(3) _chemical_absolute_configuration rm _refine_ls_number_reflns 4057 _refine_ls_number_parameters 237 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0842 _refine_ls_R_factor_gt 0.0792 _refine_ls_wR_factor_ref 0.2313 _refine_ls_wR_factor_gt 0.2235 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.080 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.5000 0.1899 0.5000 0.0271(3) Uani 1 2 d S . . Si1 Si 0.5000 -0.3105(6) 0.5000 0.0277(4) Uani 1 2 d S . . F1 F 0.5000 -0.0865(10) 0.5000 0.0379(19) Uani 1 2 d S . . F2 F 0.5281(2) -0.3100(9) 0.6167(2) 0.0459(8) Uani 1 1 d . . . F3 F 0.57850(17) -0.3078(9) 0.4950(3) 0.0433(8) Uani 1 1 d . . . F4 F 0.5000 -0.5366(10) 0.5000 0.0358(17) Uani 1 2 d S . . N1 N 0.4504(2) 0.1864(13) 0.6090(4) 0.0388(10) Uani 1 1 d . . . C1 C 0.4504(5) 0.0353(13) 0.6584(6) 0.054(2) Uani 1 1 d . . . H1 H 0.4696 -0.0666 0.6406 0.064 Uiso 1 1 calc R . . C2 C 0.4242(5) 0.0237(14) 0.7318(6) 0.060(2) Uani 1 1 d . . . H2 H 0.4276 -0.0821 0.7661 0.072 Uiso 1 1 calc R . . C3 C 0.3931(6) 0.1656(18) 0.7554(10) 0.090(3) Uani 1 1 d . . . C4 C 0.3927(6) 0.3260(19) 0.7041(10) 0.090(3) Uani 1 1 d . . . H4 H 0.3729 0.4287 0.7200 0.108 Uiso 1 1 calc R . . C5 C 0.4209(5) 0.3285(16) 0.6332(9) 0.067(3) Uani 1 1 d . . . H5 H 0.4199 0.4339 0.5993 0.080 Uiso 1 1 calc R . . C6 C 0.3584(7) 0.162(2) 0.8303(11) 0.121(5) Uani 1 1 d D . . O1 O 0.3159(8) 0.258(3) 0.8367(13) 0.121(5) Uani 1 1 d D . . O2 O 0.3858(4) 0.044(2) 0.8913(5) 0.121(5) Uani 1 1 d D . . C7 C 0.3609(7) 0.022(3) 0.9688(6) 0.099(5) Uani 1 1 d D . . H7 H 0.3210 0.0993 0.9619 0.119 Uiso 1 1 calc R . . C8 C 0.4172(7) 0.070(2) 1.0585(7) 0.099(5) Uani 1 1 d D . . H8A H 0.3993 0.1530 1.0960 0.119 Uiso 1 1 calc R . . H8B H 0.4539 0.1296 1.0408 0.119 Uiso 1 1 calc R . . C9 C 0.4463(3) -0.092(3) 1.1195(4) 0.099(5) Uani 1 1 d D . . H9A H 0.4837 -0.0585 1.1753 0.119 Uiso 1 1 calc R . . H9B H 0.4625 -0.1801 1.0829 0.119 Uiso 1 1 calc R . . C10 C 0.3848(6) -0.163(4) 1.1488(6) 0.099(5) Uani 1 1 d D . . H10A H 0.3950 -0.2815 1.1757 0.119 Uiso 1 1 calc R . . H10B H 0.3763 -0.0859 1.1974 0.119 Uiso 1 1 calc R . . C11 C 0.3229(6) -0.169(3) 1.0638(7) 0.099(5) Uani 1 1 d D . . H11A H 0.2968 -0.2758 1.0668 0.119 Uiso 1 1 calc R . . H11B H 0.2940 -0.0667 1.0650 0.119 Uiso 1 1 calc R . . C12 C 0.3412(5) -0.168(2) 0.9730(5) 0.099(5) Uani 1 1 d D . . H12 H 0.3783 -0.2516 0.9734 0.119 Uiso 1 1 calc R . . O3 O 0.2797(3) -0.1961(11) 0.8930(4) 0.067(2) Uani 1 1 d . . . C13 C 0.7870(5) 0.2236(15) 0.8161(5) 0.066(3) Uani 1 1 d . . . O4 O 0.8392(3) 0.1635(17) 0.8066(5) 0.103(4) Uani 1 1 d . . . C14 C 0.7199(4) 0.2054(18) 0.7414(5) 0.059(3) Uani 1 1 d . . . C15 C 0.7008(5) 0.0633(12) 0.6854(6) 0.056(2) Uani 1 1 d . . . H15 H 0.7300 -0.0344 0.6928 0.067 Uiso 1 1 calc R . . C16 C 0.6390(4) 0.0605(10) 0.6179(6) 0.0447(17) Uani 1 1 d . . . H16 H 0.6265 -0.0395 0.5790 0.054 Uiso 1 1 calc R . . N2 N 0.5956(2) 0.1961(12) 0.6055(3) 0.0356(11) Uani 1 1 d . . . C17 C 0.6130(4) 0.3357(11) 0.6608(5) 0.0450(18) Uani 1 1 d . . . H17 H 0.5818 0.4290 0.6535 0.054 Uiso 1 1 calc R . . C18 C 0.6752(4) 0.3504(13) 0.7290(6) 0.059(2) Uani 1 1 d . . . H18 H 0.6873 0.4532 0.7658 0.071 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0371(4) 0.0117(4) 0.0274(4) 0.000 0.0017(3) 0.000 Si1 0.0469(10) 0.0092(8) 0.0218(8) 0.000 0.0022(7) 0.000 F1 0.077(4) 0.012(5) 0.026(3) 0.000 0.018(3) 0.000 F2 0.082(2) 0.0254(17) 0.0223(14) 0.006(3) 0.0025(15) 0.004(3) F3 0.0475(17) 0.0236(16) 0.058(2) -0.002(3) 0.0147(15) 0.002(3) F4 0.043(3) 0.010(5) 0.044(3) 0.000 -0.003(2) 0.000 N1 0.047(2) 0.029(2) 0.045(3) -0.009(4) 0.019(2) -0.007(4) C1 0.098(7) 0.029(4) 0.041(4) -0.007(4) 0.033(4) -0.007(5) C2 0.094(6) 0.052(5) 0.040(4) -0.017(4) 0.031(4) -0.019(5) C3 0.098(5) 0.069(6) 0.139(7) -0.020(6) 0.092(6) -0.022(5) C4 0.098(5) 0.069(6) 0.139(7) -0.020(6) 0.092(6) -0.022(5) C5 0.076(6) 0.048(5) 0.101(8) -0.004(6) 0.067(6) 0.003(5) C6 0.087(5) 0.248(15) 0.036(3) -0.040(6) 0.030(4) -0.034(7) O1 0.087(5) 0.248(15) 0.036(3) -0.040(6) 0.030(4) -0.034(7) O2 0.087(5) 0.248(15) 0.036(3) -0.040(6) 0.030(4) -0.034(7) C7 0.054(5) 0.216(17) 0.021(4) -0.002(6) 0.001(3) 0.014(7) C8 0.054(5) 0.216(17) 0.021(4) -0.002(6) 0.001(3) 0.014(7) C9 0.054(5) 0.216(17) 0.021(4) -0.002(6) 0.001(3) 0.014(7) C10 0.054(5) 0.216(17) 0.021(4) -0.002(6) 0.001(3) 0.014(7) C11 0.054(5) 0.216(17) 0.021(4) -0.002(6) 0.001(3) 0.014(7) C12 0.054(5) 0.216(17) 0.021(4) -0.002(6) 0.001(3) 0.014(7) O3 0.047(3) 0.122(7) 0.023(2) -0.004(3) -0.003(2) 0.023(3) C13 0.068(5) 0.079(9) 0.036(4) -0.004(4) -0.007(3) 0.038(5) O4 0.064(4) 0.150(10) 0.082(5) -0.032(6) 0.002(3) 0.066(6) C14 0.051(3) 0.089(8) 0.028(3) 0.002(5) -0.001(3) 0.037(5) C15 0.069(5) 0.044(5) 0.046(4) 0.003(4) 0.003(4) 0.033(4) C16 0.053(4) 0.029(4) 0.051(4) 0.000(3) 0.014(3) 0.019(3) N2 0.051(2) 0.029(3) 0.028(2) 0.012(3) 0.0128(19) 0.022(3) C17 0.045(3) 0.044(4) 0.037(4) 0.002(3) -0.002(3) 0.028(3) C18 0.066(5) 0.057(6) 0.040(4) -0.015(4) -0.006(4) 0.033(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 Zn1 F4 2.094(8) 1_565 ? Zn1 F1 2.116(8) . ? Zn1 N2 2.141(5) . ? Zn1 N2 2.141(5) 2_656 ? Zn1 N1 2.171(5) 2_656 ? Zn1 N1 2.171(5) . ? Si1 F3 1.659(3) . ? Si1 F3 1.659(3) 2_656 ? Si1 F2 1.663(3) 2_656 ? Si1 F2 1.663(3) . ? Si1 F1 1.715(9) . ? Si1 F4 1.731(9) . ? F4 Zn1 2.094(8) 1_545 ? N1 C5 1.351(13) . ? N1 C1 1.372(13) . ? C1 C2 1.363(11) . ? C1 H1 0.9500 . ? C2 C3 1.363(16) . ? C2 H2 0.9500 . ? C3 C4 1.446(19) . ? C3 C6 1.501(14) . ? C4 C5 1.353(14) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 O1 1.177(15) . ? C6 O2 1.290(15) . ? O2 C7 1.410(11) . ? C7 C12 1.522(16) . ? C7 C8 1.539(12) . ? C7 H7 1.0000 . ? C8 C9 1.551(16) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.568(13) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.517(12) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.513(12) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O3 1.484(10) . ? C12 H12 1.0000 . ? O3 C13 1.349(10) 3_445 ? C13 O4 1.228(10) . ? C13 O3 1.349(10) 3 ? C13 C14 1.512(10) . ? C14 C15 1.357(15) . ? C14 C18 1.426(12) . ? C15 C16 1.378(12) . ? C15 H15 0.9500 . ? C16 N2 1.353(9) . ? C16 H16 0.9500 . ? N2 C17 1.333(12) . ? C17 C18 1.393(11) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? 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 F4 Zn1 F1 179.999(3) 1_565 . ? F4 Zn1 N2 88.7(2) 1_565 . ? F1 Zn1 N2 91.3(2) . . ? F4 Zn1 N2 88.7(2) 1_565 2_656 ? F1 Zn1 N2 91.3(2) . 2_656 ? N2 Zn1 N2 177.5(5) . 2_656 ? F4 Zn1 N1 90.7(3) 1_565 2_656 ? F1 Zn1 N1 89.3(3) . 2_656 ? N2 Zn1 N1 90.30(18) . 2_656 ? N2 Zn1 N1 89.73(18) 2_656 2_656 ? F4 Zn1 N1 90.7(3) 1_565 . ? F1 Zn1 N1 89.3(3) . . ? N2 Zn1 N1 89.73(18) . . ? N2 Zn1 N1 90.30(18) 2_656 . ? N1 Zn1 N1 178.6(5) 2_656 . ? F3 Si1 F3 178.6(6) . 2_656 ? F3 Si1 F2 89.87(19) . 2_656 ? F3 Si1 F2 90.12(19) 2_656 2_656 ? F3 Si1 F2 90.12(19) . . ? F3 Si1 F2 89.87(19) 2_656 . ? F2 Si1 F2 179.7(6) 2_656 . ? F3 Si1 F1 89.3(3) . . ? F3 Si1 F1 89.3(3) 2_656 . ? F2 Si1 F1 89.9(3) 2_656 . ? F2 Si1 F1 89.9(3) . . ? F3 Si1 F4 90.7(3) . . ? F3 Si1 F4 90.7(3) 2_656 . ? F2 Si1 F4 90.1(3) 2_656 . ? F2 Si1 F4 90.1(3) . . ? F1 Si1 F4 180.000(2) . . ? Si1 F1 Zn1 180.000(1) . . ? Si1 F4 Zn1 179.999(1) . 1_545 ? C5 N1 C1 117.5(6) . . ? C5 N1 Zn1 123.1(7) . . ? C1 N1 Zn1 119.3(6) . . ? C2 C1 N1 123.4(9) . . ? C2 C1 H1 118.3 . . ? N1 C1 H1 118.3 . . ? C3 C2 C1 119.3(10) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 117.9(8) . . ? C2 C3 C6 123.3(12) . . ? C4 C3 C6 118.7(11) . . ? C5 C4 C3 119.3(11) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? N1 C5 C4 122.4(11) . . ? N1 C5 H5 118.8 . . ? C4 C5 H5 118.8 . . ? O1 C6 O2 124.6(14) . . ? O1 C6 C3 126.2(16) . . ? O2 C6 C3 109.1(11) . . ? C6 O2 C7 117.9(13) . . ? O2 C7 C12 108.5(12) . . ? O2 C7 C8 108.2(10) . . ? C12 C7 C8 109.7(11) . . ? O2 C7 H7 110.1 . . ? C12 C7 H7 110.1 . . ? C8 C7 H7 110.1 . . ? C7 C8 C9 112.5(10) . . ? C7 C8 H8A 109.1 . . ? C9 C8 H8A 109.1 . . ? C7 C8 H8B 109.1 . . ? C9 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? C8 C9 C10 103.4(10) . . ? C8 C9 H9A 111.1 . . ? C10 C9 H9A 111.1 . . ? C8 C9 H9B 111.1 . . ? C10 C9 H9B 111.1 . . ? H9A C9 H9B 109.0 . . ? C11 C10 C9 109.9(8) . . ? C11 C10 H10A 109.7 . . ? C9 C10 H10A 109.7 . . ? C11 C10 H10B 109.7 . . ? C9 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? C12 C11 C10 111.7(8) . . ? C12 C11 H11A 109.3 . . ? C10 C11 H11A 109.3 . . ? C12 C11 H11B 109.3 . . ? C10 C11 H11B 109.3 . . ? H11A C11 H11B 107.9 . . ? O3 C12 C11 109.4(8) . . ? O3 C12 C7 106.4(9) . . ? C11 C12 C7 100.5(12) . . ? O3 C12 H12 113.2 . . ? C11 C12 H12 113.2 . . ? C7 C12 H12 113.2 . . ? C13 O3 C12 117.5(7) 3_445 . ? O4 C13 O3 126.5(8) . 3 ? O4 C13 C14 122.5(8) . . ? O3 C13 C14 110.9(7) 3 . ? C15 C14 C18 118.9(7) . . ? C15 C14 C13 124.4(8) . . ? C18 C14 C13 116.7(10) . . ? C14 C15 C16 120.1(7) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? N2 C16 C15 122.0(7) . . ? N2 C16 H16 119.0 . . ? C15 C16 H16 119.0 . . ? C17 N2 C16 118.8(6) . . ? C17 N2 Zn1 119.7(5) . . ? C16 N2 Zn1 121.4(6) . . ? N2 C17 C18 122.7(6) . . ? N2 C17 H17 118.7 . . ? C18 C17 H17 118.7 . . ? C17 C18 C14 117.5(8) . . ? C17 C18 H18 121.3 . . ? C14 C18 H18 121.3 . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.865 _refine_diff_density_min -1.545 _refine_diff_density_rms 0.125 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 -0.032 0.000 122.7 28.3 2 0.750 -0.036 0.500 149.7 50.1 3 0.250 -0.040 0.500 149.7 50.1 4 0.500 0.468 0.000 122.7 28.3 _platon_squeeze_details ; ; # Attachment '- 2ZnSiF6CHCl3.cif' data_e1360a _database_code_depnum_ccdc_archive 'CCDC 820943' #TrackingRef '- 2ZnSiF6CHCl3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H36 F6 N4 O8 Si Zn' _chemical_formula_sum 'C36 H36 F6 N4 O8 Si Zn' _chemical_formula_weight 860.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M C2221 _symmetry_space_group_name_Hall 'C 2c 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.6731(5) _cell_length_b 21.0006(13) _cell_length_c 28.3703(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4571.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2393 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 25.15 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1768 _exptl_absorpt_coefficient_mu 0.635 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9510 _exptl_absorpt_correction_T_max 0.9690 _exptl_absorpt_process_details sadabs _exptl_special_details ; The disordered solvent molecules could not be refined. The SQUEEZE command was therefore applied. Bond distances constraints were applied to the cyclohexil group of the molecule. The EADP command was applied on carbons of the cyclohexyl group. R values est equal to ten because of the disorder in the molecule and the crystal was not stable. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14563 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0721 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5241 _reflns_number_gt 3463 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0200P] 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 0.03(1) _chemical_absolute_configuration rm _refine_ls_number_reflns 5241 _refine_ls_number_parameters 214 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.1441 _refine_ls_R_factor_gt 0.1145 _refine_ls_wR_factor_ref 0.2638 _refine_ls_wR_factor_gt 0.2374 _refine_ls_goodness_of_fit_ref 1.265 _refine_ls_restrained_S_all 1.265 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.0070(9) -0.0302(3) 0.1965(2) 0.058(2) Uani 1 1 d G . . C1 C 0.1618(7) -0.0200(3) 0.1722(2) 0.0389(19) Uani 1 1 d G . . H1 H 0.2633 -0.0434 0.1804 0.047 Uiso 1 1 calc R . . C2 C 0.1679(8) 0.0244(4) 0.1359(3) 0.077(4) Uani 1 1 d G . . H2 H 0.2737 0.0314 0.1193 0.092 Uiso 1 1 calc R . . C3 C 0.0193(10) 0.0586(4) 0.1240(3) 0.077(4) Uani 1 1 d G . . C4 C -0.1355(8) 0.0484(5) 0.1483(4) 0.077(4) Uani 1 1 d G . . H4 H -0.2371 0.0718 0.1401 0.092 Uiso 1 1 calc R . . C5 C -0.1416(7) 0.0040(4) 0.1846(4) 0.077(4) Uani 1 1 d G . . H5 H -0.2474 -0.0030 0.2012 0.092 Uiso 1 1 calc R . . Zn1 Zn 0.0000 -0.10354(4) 0.2500 0.0275(4) Uani 1 2 d S . . Si1 Si -0.5000 -0.10594(10) 0.2500 0.0248(5) Uani 1 2 d S . . F1 F -0.2729(5) -0.10562(16) 0.24910(17) 0.0349(9) Uani 1 1 d . . . F2 F -0.4984(7) -0.10559(19) 0.19139(15) 0.0438(10) Uani 1 1 d . . . F3 F -0.5000 -0.1864(2) 0.2500 0.0462(15) Uani 1 2 d S . . F4 F -0.5000 -0.0276(2) 0.2500 0.0424(14) Uani 1 2 d S . . C6 C 0.010(3) 0.1152(6) 0.0942(5) 0.136(3) Uani 1 1 d D . . O1 O -0.054(2) 0.1645(4) 0.0968(3) 0.136(3) Uani 1 1 d D . . O2 O 0.132(2) 0.0901(5) 0.0545(3) 0.136(3) Uani 1 1 d D . . C7 C 0.215(5) 0.1231(12) 0.0108(7) 0.136(3) Uani 0.59(2) 1 d PD . . H7 H 0.1390 0.1603 0.0028 0.163 Uiso 0.59(2) 1 calc PR . . C8 C 0.221(5) 0.0804(11) -0.0330(7) 0.136(3) Uani 0.59(2) 1 d PD . . H8A H 0.1027 0.0650 -0.0408 0.163 Uiso 0.59(2) 1 calc PR . . H8B H 0.2967 0.0430 -0.0271 0.163 Uiso 0.59(2) 1 calc PR A 1 C9 C 0.295(6) 0.1204(13) -0.0744(9) 0.136(3) Uani 0.59(2) 1 d PD . . H9A H 0.2215 0.1589 -0.0774 0.163 Uiso 0.59(2) 1 calc PR . . H9B H 0.2792 0.0953 -0.1036 0.163 Uiso 0.59(2) 1 calc PR A 1 C10 C 0.489(6) 0.1431(10) -0.0732(7) 0.136(3) Uani 0.59(2) 1 d PD . . H10A H 0.5697 0.1064 -0.0708 0.163 Uiso 0.59(2) 1 calc PR . . H10B H 0.5184 0.1679 -0.1018 0.163 Uiso 0.59(2) 1 calc PR A 1 C11 C 0.499(5) 0.1851(11) -0.0286(7) 0.136(3) Uani 0.59(2) 1 d PD . . H11A H 0.4406 0.2264 -0.0344 0.163 Uiso 0.59(2) 1 calc PR . . H11B H 0.6222 0.1935 -0.0203 0.163 Uiso 0.59(2) 1 calc PR . . C12 C 0.405(5) 0.1484(16) 0.0134(12) 0.136(3) Uani 0.59(2) 1 d PD . . H12 H 0.4823 0.1130 0.0243 0.163 Uiso 0.59(2) 1 calc PR . . C13 C -0.0234(18) -0.3233(5) 0.0916(3) 0.067(3) Uani 1 1 d . . . O3 O 0.3832(12) 0.1963(4) 0.0539(2) 0.087(3) Uani 1 1 d . . . O4 O 0.0473(14) -0.3738(4) 0.0966(3) 0.087(3) Uani 1 1 d . . . C14 C -0.0103(19) -0.2701(5) 0.1283(3) 0.077(4) Uani 1 1 d . . . C15 C -0.1554(13) -0.2307(6) 0.1350(4) 0.075(4) Uani 1 1 d . . . H15 H -0.2575 -0.2368 0.1166 0.090 Uiso 1 1 calc R . . C16 C -0.1494(14) -0.1827(6) 0.1685(3) 0.067(3) Uani 1 1 d . . . H16 H -0.2453 -0.1544 0.1720 0.081 Uiso 1 1 calc R . . N2 N -0.0039(12) -0.1760(3) 0.19681(18) 0.0376(13) Uani 1 1 d . . . C17 C 0.1286(11) -0.2159(4) 0.1904(3) 0.044(2) Uani 1 1 d . . . H17 H 0.2298 -0.2115 0.2094 0.052 Uiso 1 1 calc R . . C18 C 0.1234(12) -0.2643(5) 0.1563(3) 0.052(2) Uani 1 1 d . . . H18 H 0.2184 -0.2931 0.1536 0.062 Uiso 1 1 calc R . . C7A C 0.140(8) 0.1438(13) 0.0177(9) 0.136(3) Uani 0.41(2) 1 d PD . . H7A H 0.0668 0.1822 0.0243 0.163 Uiso 0.41(2) 1 calc PR . . C8A C 0.084(9) 0.1031(15) -0.0241(10) 0.136(3) Uani 0.41(2) 1 d PD . . H8A1 H -0.0406 0.0927 -0.0204 0.163 Uiso 0.41(2) 1 calc PR . . H8A2 H 0.1499 0.0625 -0.0227 0.163 Uiso 0.41(2) 1 calc PR . . C9A C 0.111(8) 0.1323(17) -0.0734(11) 0.136(3) Uani 0.41(2) 1 d PD . . H9A1 H 0.0920 0.1002 -0.0985 0.163 Uiso 0.41(2) 1 calc PR . . H9A2 H 0.0316 0.1688 -0.0787 0.163 Uiso 0.41(2) 1 calc PR . . C10A C 0.302(8) 0.1536(17) -0.0712(13) 0.136(3) Uani 0.41(2) 1 d PD . . H10C H 0.3260 0.1771 -0.1008 0.163 Uiso 0.41(2) 1 calc PR . . H10D H 0.3738 0.1144 -0.0723 0.163 Uiso 0.41(2) 1 calc PR . . C11A C 0.377(9) 0.1950(16) -0.0304(12) 0.136(3) Uani 0.41(2) 1 d PD . . H11C H 0.3178 0.2369 -0.0289 0.163 Uiso 0.41(2) 1 calc PR . . H11D H 0.5038 0.2019 -0.0343 0.163 Uiso 0.41(2) 1 calc PR . . C12A C 0.338(7) 0.155(2) 0.0147(17) 0.136(3) Uani 0.41(2) 1 d PD . . H12A H 0.4052 0.1139 0.0153 0.163 Uiso 0.41(2) 1 calc PR . . 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 N1 0.029(3) 0.052(4) 0.092(5) 0.039(4) -0.002(6) 0.010(5) C1 0.024(4) 0.048(4) 0.045(4) 0.017(4) -0.006(4) -0.002(4) C2 0.064(8) 0.070(7) 0.097(9) 0.037(7) -0.028(7) -0.003(6) C3 0.064(8) 0.070(7) 0.097(9) 0.037(7) -0.028(7) -0.003(6) C4 0.064(8) 0.070(7) 0.097(9) 0.037(7) -0.028(7) -0.003(6) C5 0.064(8) 0.070(7) 0.097(9) 0.037(7) -0.028(7) -0.003(6) Zn1 0.0156(5) 0.0370(6) 0.0299(5) 0.000 -0.0028(7) 0.000 Si1 0.0124(10) 0.0325(11) 0.0294(11) 0.000 -0.0056(15) 0.000 F1 0.0150(17) 0.047(2) 0.043(2) -0.015(3) -0.003(2) 0.0017(14) F2 0.026(2) 0.071(3) 0.034(2) 0.0011(17) -0.010(2) 0.009(4) F3 0.031(3) 0.025(2) 0.083(4) 0.000 -0.028(5) 0.000 F4 0.027(3) 0.031(2) 0.069(4) 0.000 -0.012(5) 0.000 C6 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) O1 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) O2 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C7 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C8 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C9 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C10 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C11 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C12 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C13 0.086(9) 0.080(6) 0.037(4) -0.017(4) -0.008(6) 0.026(7) O3 0.117(8) 0.079(4) 0.066(5) -0.011(4) -0.027(5) 0.047(5) O4 0.117(8) 0.079(4) 0.066(5) -0.011(4) -0.027(5) 0.047(5) C14 0.101(9) 0.098(7) 0.033(4) -0.031(4) -0.018(6) 0.069(8) C15 0.036(5) 0.133(10) 0.056(6) -0.047(7) -0.022(5) 0.049(7) C16 0.055(6) 0.105(8) 0.041(5) -0.023(5) -0.016(5) 0.051(6) N2 0.028(3) 0.058(4) 0.027(2) 0.001(2) 0.005(4) 0.012(5) C17 0.028(4) 0.055(5) 0.047(5) -0.013(4) -0.010(4) 0.019(4) C18 0.035(5) 0.071(6) 0.050(5) -0.011(5) 0.005(4) 0.017(5) C7A 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C8A 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C9A 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C10A 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C11A 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) C12A 0.267(10) 0.070(3) 0.070(3) 0.011(2) -0.027(5) 0.000(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.3900 . ? N1 C5 1.3900 . ? N1 Zn1 2.162(4) . ? C1 C2 1.3900 . ? C1 H1 0.9500 . ? C2 C3 1.3900 . ? C2 H2 0.9500 . ? C3 C4 1.3900 . ? C3 C6 1.460(13) . ? C4 C5 1.3900 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? Zn1 F1 2.094(4) . ? Zn1 F1 2.094(4) 3 ? Zn1 N2 2.143(6) . ? Zn1 N2 2.143(6) 3 ? Zn1 N1 2.162(4) 3 ? Si1 F4 1.646(6) . ? Si1 F2 1.663(4) . ? Si1 F2 1.663(4) 3_455 ? Si1 F3 1.690(6) . ? Si1 F1 1.743(4) 3_455 ? Si1 F1 1.743(4) . ? C6 O1 1.147(14) . ? C6 O2 1.556(15) . ? O2 C7A 1.538(18) . ? O2 C7 1.556(13) . ? C7 C8 1.534(18) . ? C7 C12 1.552(19) . ? C7 H7 1.0000 . ? C8 C9 1.551(18) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.563(19) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.544(17) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.594(18) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O3 1.54(4) . ? C12 H12 1.0000 . ? C13 O4 1.200(13) . ? C13 O3 1.352(11) 5_445 ? C13 C14 1.531(12) . ? O3 C13 1.352(11) 5 ? O3 C12A 1.45(6) . ? C14 C18 1.304(14) . ? C14 C15 1.400(12) . ? C15 C16 1.386(14) . ? C15 H15 0.9500 . ? C16 N2 1.383(12) . ? C16 H16 0.9500 . ? N2 C17 1.330(10) . ? C17 C18 1.403(12) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C7A C8A 1.522(19) . ? C7A C12A 1.54(2) . ? C7A H7A 1.0000 . ? C8A C9A 1.541(19) . ? C8A H8A1 0.9900 . ? C8A H8A2 0.9900 . ? C9A C10A 1.54(2) . ? C9A H9A1 0.9900 . ? C9A H9A2 0.9900 . ? C10A C11A 1.557(19) . ? C10A H10C 0.9900 . ? C10A H10D 0.9900 . ? C11A C12A 1.563(19) . ? C11A H11C 0.9900 . ? C11A H11D 0.9900 . ? C12A H12A 1.0000 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C5 120.0 . . ? C1 N1 Zn1 118.6(3) . . ? C5 N1 Zn1 121.3(3) . . ? C2 C1 N1 120.0 . . ? C2 C1 H1 120.0 . . ? N1 C1 H1 120.0 . . ? C1 C2 C3 120.0 . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C4 C3 C2 120.0 . . ? C4 C3 C6 111.8(10) . . ? C2 C3 C6 127.0(10) . . ? C5 C4 C3 120.0 . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 N1 120.0 . . ? C4 C5 H5 120.0 . . ? N1 C5 H5 120.0 . . ? F1 Zn1 F1 177.61(19) . 3 ? F1 Zn1 N2 87.9(3) . . ? F1 Zn1 N2 90.4(3) 3 . ? F1 Zn1 N2 90.4(3) . 3 ? F1 Zn1 N2 87.9(3) 3 3 ? N2 Zn1 N2 89.6(3) . 3 ? F1 Zn1 N1 89.9(2) . 3 ? F1 Zn1 N1 91.8(2) 3 3 ? N2 Zn1 N1 177.8(3) . 3 ? N2 Zn1 N1 90.7(3) 3 3 ? F1 Zn1 N1 91.8(2) . . ? F1 Zn1 N1 89.9(2) 3 . ? N2 Zn1 N1 90.7(3) . . ? N2 Zn1 N1 177.8(3) 3 . ? N1 Zn1 N1 89.2(4) 3 . ? F4 Si1 F2 89.75(15) . . ? F4 Si1 F2 89.75(15) . 3_455 ? F2 Si1 F2 179.5(3) . 3_455 ? F4 Si1 F3 180.0 . . ? F2 Si1 F3 90.25(15) . . ? F2 Si1 F3 90.25(15) 3_455 . ? F4 Si1 F1 89.78(13) . 3_455 ? F2 Si1 F1 91.3(2) . 3_455 ? F2 Si1 F1 88.7(2) 3_455 3_455 ? F3 Si1 F1 90.22(13) . 3_455 ? F4 Si1 F1 89.78(13) . . ? F2 Si1 F1 88.7(2) . . ? F2 Si1 F1 91.3(2) 3_455 . ? F3 Si1 F1 90.22(13) . . ? F1 Si1 F1 179.6(3) 3_455 . ? Si1 F1 Zn1 178.2(3) . . ? O1 C6 C3 136.0(14) . . ? O1 C6 O2 127.5(13) . . ? C3 C6 O2 96.5(10) . . ? C7A O2 C6 105(2) . . ? C6 O2 C7 132.1(14) . . ? C8 C7 C12 102(3) . . ? C8 C7 O2 113.4(17) . . ? C12 C7 O2 120(2) . . ? C8 C7 H7 106.9 . . ? C12 C7 H7 106.9 . . ? O2 C7 H7 106.9 . . ? C7 C8 C9 108.0(18) . . ? C7 C8 H8A 110.1 . . ? C9 C8 H8A 110.1 . . ? C7 C8 H8B 110.1 . . ? C9 C8 H8B 110.1 . . ? H8A C8 H8B 108.4 . . ? C8 C9 C10 120(3) . . ? C8 C9 H9A 107.4 . . ? C10 C9 H9A 107.4 . . ? C8 C9 H9B 107.4 . . ? C10 C9 H9B 107.4 . . ? H9A C9 H9B 106.9 . . ? C11 C10 C9 104(3) . . ? C11 C10 H10A 111.0 . . ? C9 C10 H10A 111.0 . . ? C11 C10 H10B 111.0 . . ? C9 C10 H10B 111.0 . . ? H10A C10 H10B 109.0 . . ? C10 C11 C12 108(2) . . ? C10 C11 H11A 110.0 . . ? C12 C11 H11A 110.0 . . ? C10 C11 H11B 110.0 . . ? C12 C11 H11B 110.0 . . ? H11A C11 H11B 108.4 . . ? O3 C12 C7 99(2) . . ? O3 C12 C11 107(2) . . ? C7 C12 C11 124(3) . . ? O3 C12 H12 108.7 . . ? C7 C12 H12 108.7 . . ? C11 C12 H12 108.7 . . ? O4 C13 O3 127.0(8) . 5_445 ? O4 C13 C14 122.3(9) . . ? O3 C13 C14 110.6(8) 5_445 . ? C13 O3 C12A 123.2(19) 5 . ? C13 O3 C12 109.5(14) 5 . ? C18 C14 C15 119.2(8) . . ? C18 C14 C13 122.4(9) . . ? C15 C14 C13 118.1(10) . . ? C16 C15 C14 119.8(9) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? N2 C16 C15 120.0(8) . . ? N2 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C17 N2 C16 118.2(7) . . ? C17 N2 Zn1 122.2(6) . . ? C16 N2 Zn1 119.5(6) . . ? N2 C17 C18 122.0(8) . . ? N2 C17 H17 119.0 . . ? C18 C17 H17 119.0 . . ? C14 C18 C17 120.7(8) . . ? C14 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C8A C7A C12A 108(4) . . ? O2 C7A C12A 101(3) . . ? C8A C7A H7A 116.3 . . ? O2 C7A H7A 116.3 . . ? C12A C7A H7A 116.3 . . ? C7A C8A C9A 117(3) . . ? C7A C8A H8A1 108.1 . . ? C9A C8A H8A1 108.1 . . ? C7A C8A H8A2 108.1 . . ? C9A C8A H8A2 108.1 . . ? H8A1 C8A H8A2 107.3 . . ? C10A C9A C8A 102(4) . . ? C10A C9A H9A1 111.4 . . ? C8A C9A H9A1 111.4 . . ? C10A C9A H9A2 111.4 . . ? C8A C9A H9A2 111.4 . . ? H9A1 C9A H9A2 109.3 . . ? C9A C10A C11A 123(4) . . ? C9A C10A H10C 106.6 . . ? C11A C10A H10C 106.6 . . ? C9A C10A H10D 106.6 . . ? C11A C10A H10D 106.6 . . ? H10C C10A H10D 106.5 . . ? C10A C11A C12A 104(4) . . ? C10A C11A H11C 111.0 . . ? C12A C11A H11C 111.0 . . ? C10A C11A H11D 111.0 . . ? C12A C11A H11D 111.0 . . ? H11C C11A H11D 109.0 . . ? O3 C12A C7A 106(3) . . ? O3 C12A C11A 105(3) . . ? C7A C12A C11A 108(4) . . ? O3 C12A H12A 112.3 . . ? C7A C12A H12A 112.3 . . ? C11A C12A H12A 112.3 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.528 _refine_diff_density_min -1.468 _refine_diff_density_rms 0.173 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.002 0.146 0.250 149.2 50.9 2 -0.054 0.646 0.250 149.2 50.9 3 -0.003 0.354 0.750 149.2 50.7 4 -0.057 0.854 0.750 149.2 50.7 5 0.239 0.500 0.000 72.1 23.9 6 0.261 0.000 0.500 72.6 24.1 7 0.132 0.920 0.398 5.0 0.4 8 0.131 0.080 0.602 5.8 0.8 9 0.368 0.420 0.102 5.6 0.5 10 0.368 0.580 0.898 5.6 0.6 11 0.739 0.000 0.000 72.1 23.9 12 0.761 0.500 0.500 72.6 24.1 13 0.632 0.420 0.398 5.0 0.4 14 0.631 0.580 0.602 5.8 0.8 15 0.868 0.920 0.102 5.6 0.5 16 0.868 0.080 0.898 5.6 0.6 _platon_squeeze_details ; ; # Attachment '- 3ZnSiF6CH2ClCH2Cl.cif' data_e1899a _database_code_depnum_ccdc_archive 'CCDC 820944' #TrackingRef '- 3ZnSiF6CH2ClCH2Cl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H30 F6 N6 O12 Si Zn, 2(C2 H6 O), 2(C H2 Cl)' _chemical_formula_sum 'C50 H46 Cl2 F6 N6 O14 Si Zn' _chemical_formula_weight 1233.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 23.2828(4) _cell_length_b 7.59880(10) _cell_length_c 16.6091(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.1650(10) _cell_angle_gamma 90.00 _cell_volume 2892.38(8) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8367 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 30.03 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.416 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 0.623 _exptl_absorpt_correction_type multi_scan _exptl_absorpt_correction_T_min 0.9403 _exptl_absorpt_correction_T_max 0.9518 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15335 _diffrn_reflns_av_R_equivalents 0.0205 _diffrn_reflns_av_sigmaI/netI 0.0489 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 30.21 _reflns_number_total 6734 _reflns_number_gt 5981 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0771P)^2^+0.0200P] 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 0.032(9) _chemical_absolute_configuration rm _refine_ls_number_reflns 6734 _refine_ls_number_parameters 359 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0473 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1176 _refine_ls_wR_factor_gt 0.1140 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.0000 0.21742(4) 0.5000 0.01583(10) Uani 1 2 d S . 1 Si1 Si 0.0000 0.71253(19) 0.5000 0.01664(17) Uani 1 2 d S . 1 F1 F 0.0000 0.4878(4) 0.5000 0.0285(6) Uani 1 2 d S A 1 F2 F 0.01378(8) 0.7101(3) 0.60096(8) 0.0396(4) Uani 1 1 d . B 1 F3 F 0.07121(6) 0.7130(4) 0.49714(12) 0.0433(4) Uani 1 1 d . C 1 F4 F 0.0000 -0.0608(4) 0.5000 0.0260(6) Uani 1 2 d S . 1 N1 N 0.08164(7) 0.2153(5) 0.58210(10) 0.0215(4) Uani 1 1 d . . 1 C1 C 0.12413(11) 0.1026(4) 0.57158(15) 0.0235(6) Uani 1 1 d . . 1 H1 H 0.1172 0.0243 0.5263 0.028 Uiso 1 1 calc R . 1 C2 C 0.17710(11) 0.0953(4) 0.62329(16) 0.0249(6) Uani 1 1 d . . 1 H2 H 0.2066 0.0167 0.6128 0.030 Uiso 1 1 calc R . 1 C3 C 0.18668(9) 0.2052(5) 0.69132(13) 0.0235(5) Uani 1 1 d . . 1 C4 C 0.14339(11) 0.3221(5) 0.70356(17) 0.0300(7) Uani 1 1 d . . 1 H4 H 0.1489 0.3985 0.7496 0.036 Uiso 1 1 calc R . 1 C5 C 0.09141(12) 0.3254(4) 0.64680(17) 0.0285(6) Uani 1 1 d . . 1 H5 H 0.0620 0.4077 0.6540 0.034 Uiso 1 1 calc R . 1 C6 C 0.24451(10) 0.1988(5) 0.74623(14) 0.0263(6) Uani 1 1 d . . 1 O1 O 0.28762(9) 0.1379(4) 0.72679(13) 0.0435(6) Uani 1 1 d . . 1 O2 O 0.24310(7) 0.2730(3) 0.81990(10) 0.0297(5) Uani 1 1 d . . 1 C7 C 0.29803(11) 0.2857(5) 0.87441(14) 0.0284(6) Uani 1 1 d . . 1 H7 H 0.3272 0.2067 0.8552 0.034 Uiso 1 1 calc R . 1 C8 C 0.32144(11) 0.4706(5) 0.88361(14) 0.0284(6) Uani 1 1 d . . 1 H8 H 0.2886 0.5572 0.8775 0.034 Uiso 1 1 calc R . 1 C9 C 0.35565(11) 0.4732(6) 0.97123(16) 0.0340(7) Uani 1 1 d . . 1 N2 N 0.33213(9) 0.3415(4) 1.01279(12) 0.0288(6) Uani 1 1 d . . 1 C10 C 0.29185(10) 0.2364(5) 0.96187(14) 0.0281(7) Uani 1 1 d . . 1 O3 O 0.35830(9) 0.5059(3) 0.82562(12) 0.0324(5) Uani 1 1 d . . 1 C11 C 0.35966(11) 0.6751(5) 0.79992(16) 0.0318(8) Uani 1 1 d . . 1 O4 O 0.33494(12) 0.7950(4) 0.82582(17) 0.0536(7) Uani 1 1 d . . 1 C12 C -0.10406(10) 0.1892(5) 0.73339(14) 0.0253(7) Uani 1 1 d . . 1 C13 C -0.06982(12) 0.0509(5) 0.71548(17) 0.0300(6) Uani 1 1 d . . 1 H13 H -0.0665 -0.0539 0.7471 0.036 Uiso 1 1 calc R . 1 C14 C -0.04066(13) 0.0690(5) 0.65071(17) 0.0296(6) Uani 1 1 d . . 1 H14 H -0.0173 -0.0261 0.6381 0.036 Uiso 1 1 calc R . 1 N3 N -0.04384(7) 0.2158(4) 0.60437(10) 0.0198(4) Uani 1 1 d . . 1 C15 C -0.07624(11) 0.3509(4) 0.62320(16) 0.0257(6) Uani 1 1 d . . 1 H15 H -0.0786 0.4555 0.5915 0.031 Uiso 1 1 calc R . 1 C16 C -0.10640(12) 0.3405(4) 0.68834(17) 0.0286(6) Uani 1 1 d . . 1 H16 H -0.1285 0.4381 0.7014 0.034 Uiso 1 1 calc R . 1 O5 O 0.39452(10) 0.5703(5) 0.99800(14) 0.0547(8) Uani 1 1 d . . 1 C17 C 0.34660(12) 0.3166(5) 1.09987(15) 0.0313(7) Uani 1 1 d . . 1 C18 C 0.40447(13) 0.2926(6) 1.13549(17) 0.0420(9) Uani 1 1 d . . 1 H18 H 0.4342 0.2938 1.1030 0.050 Uiso 1 1 calc R . 1 C19 C 0.41832(14) 0.2667(6) 1.21993(17) 0.0450(10) Uani 1 1 d . . 1 H19 H 0.4578 0.2504 1.2454 0.054 Uiso 1 1 calc R . 1 C20 C 0.37479(15) 0.2646(5) 1.26640(16) 0.0404(8) Uani 1 1 d . . 1 H20 H 0.3844 0.2476 1.3239 0.049 Uiso 1 1 calc R . 1 C21 C 0.31735(14) 0.2869(5) 1.22994(17) 0.0346(7) Uani 1 1 d . . 1 H21 H 0.2876 0.2825 1.2623 0.041 Uiso 1 1 calc R . 1 C22 C 0.30260(12) 0.3159(4) 1.14603(16) 0.0290(6) Uani 1 1 d . . 1 H22 H 0.2631 0.3347 1.1210 0.035 Uiso 1 1 calc R . 1 O6 O 0.26161(10) 0.1246(4) 0.98300(13) 0.0410(6) Uani 1 1 d . . 1 C23 C 0.27172(16) 0.5334(8) 0.5825(3) 0.0639(13) Uani 1 1 d . D 1 H23A H 0.2938 0.6413 0.5771 0.096 Uiso 1 1 calc R D 1 H23B H 0.2921 0.4326 0.5639 0.096 Uiso 1 1 calc R D 1 H23C H 0.2682 0.5166 0.6400 0.096 Uiso 1 1 calc R D 1 C24 C 0.21304(14) 0.5483(6) 0.5323(2) 0.0442(8) Uani 1 1 d . D 1 H24A H 0.2158 0.5603 0.4738 0.053 Uiso 1 1 calc R D 1 H24B H 0.1896 0.4425 0.5391 0.053 Uiso 1 1 calc R D 1 O7 O 0.18701(11) 0.7001(6) 0.55994(19) 0.0681(9) Uani 1 1 d . D 1 H7A H 0.1548 0.6729 0.5727 0.102 Uiso 1 1 calc R D 1 Cl1 Cl 0.45113(7) 1.1133(5) 0.91670(17) 0.1625(11) Uani 1 1 d D E 1 C25 C 0.4871(3) 0.9066(14) 0.9586(6) 0.1625(11) Uani 1 1 d D . 1 H25A H 0.4576 0.8114 0.9500 0.195 Uiso 1 1 calc R . 1 H25B H 0.5175 0.8766 0.9261 0.195 Uiso 1 1 calc R . 1 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 Zn1 0.02120(15) 0.01146(19) 0.01576(14) 0.000 0.00583(10) 0.000 Si1 0.0217(3) 0.0100(4) 0.0179(3) 0.000 0.0028(3) 0.000 F1 0.0456(13) 0.0116(15) 0.0300(11) 0.000 0.0115(10) 0.000 F2 0.0738(11) 0.0237(9) 0.0188(6) -0.0016(11) 0.0016(6) 0.0063(12) F3 0.0244(6) 0.0305(10) 0.0770(11) -0.0089(14) 0.0142(7) 0.0000(11) F4 0.0411(12) 0.0122(16) 0.0268(11) 0.000 0.0114(9) 0.000 N1 0.0251(8) 0.0191(10) 0.0204(7) -0.0019(13) 0.0044(6) 0.0009(13) C1 0.0288(11) 0.0209(15) 0.0215(10) -0.0042(11) 0.0065(9) 0.0018(11) C2 0.0258(11) 0.0241(16) 0.0257(11) -0.0010(12) 0.0073(9) 0.0063(11) C3 0.0252(9) 0.0216(14) 0.0233(9) 0.0006(15) 0.0030(7) 0.0027(14) C4 0.0283(12) 0.0314(18) 0.0281(12) -0.0077(13) -0.0007(9) 0.0020(12) C5 0.0294(12) 0.0242(17) 0.0308(13) -0.0098(13) 0.0019(10) 0.0067(12) C6 0.0260(10) 0.0265(17) 0.0258(9) 0.0025(14) 0.0031(8) 0.0046(13) O1 0.0315(9) 0.0613(18) 0.0360(10) -0.0123(12) 0.0013(8) 0.0173(11) O2 0.0222(7) 0.0451(14) 0.0218(7) -0.0015(9) 0.0039(6) 0.0025(9) C7 0.0224(10) 0.0443(19) 0.0184(10) 0.0038(12) 0.0031(8) 0.0012(12) C8 0.0247(10) 0.0423(19) 0.0195(10) 0.0071(14) 0.0077(8) -0.0055(14) C9 0.0260(11) 0.050(2) 0.0254(11) 0.0059(16) 0.0038(9) -0.0056(15) N2 0.0265(10) 0.0433(17) 0.0171(9) 0.0065(11) 0.0047(7) -0.0040(11) C10 0.0256(9) 0.037(2) 0.0221(9) 0.0031(15) 0.0059(8) -0.0001(15) O3 0.0339(9) 0.0388(15) 0.0285(9) 0.0127(10) 0.0162(7) 0.0039(10) C11 0.0291(11) 0.041(3) 0.0272(11) 0.0053(14) 0.0108(9) 0.0000(13) O4 0.0680(16) 0.0435(16) 0.0634(15) 0.0037(14) 0.0505(14) 0.0074(14) C12 0.0260(9) 0.030(2) 0.0222(9) 0.0010(13) 0.0097(8) -0.0008(12) C13 0.0406(14) 0.0259(17) 0.0273(12) 0.0089(13) 0.0163(11) 0.0066(13) C14 0.0429(15) 0.0228(16) 0.0273(12) 0.0027(13) 0.0178(11) 0.0076(14) N3 0.0223(7) 0.0190(10) 0.0192(7) 0.0028(14) 0.0063(6) 0.0016(13) C15 0.0290(12) 0.0239(16) 0.0268(11) 0.0048(13) 0.0117(9) 0.0018(13) C16 0.0326(13) 0.0244(17) 0.0332(13) 0.0003(13) 0.0177(11) 0.0081(13) O5 0.0489(13) 0.077(2) 0.0344(11) 0.0126(14) -0.0020(10) -0.0336(15) C17 0.0325(13) 0.042(2) 0.0195(11) 0.0074(13) 0.0046(9) -0.0025(13) C18 0.0331(13) 0.065(3) 0.0270(12) 0.0064(16) 0.0021(10) -0.0034(15) C19 0.0405(14) 0.062(3) 0.0279(12) 0.0088(16) -0.0055(10) -0.0026(17) C20 0.0591(18) 0.039(2) 0.0211(11) 0.0050(14) 0.0024(11) -0.0001(16) C21 0.0510(16) 0.0298(17) 0.0258(12) 0.0014(13) 0.0147(11) 0.0001(15) C22 0.0357(13) 0.0279(17) 0.0235(11) 0.0048(12) 0.0061(10) -0.0005(12) O6 0.0454(11) 0.0475(16) 0.0304(10) 0.0040(11) 0.0075(9) -0.0153(12) C23 0.0463(19) 0.073(4) 0.070(3) 0.005(3) 0.0029(18) -0.001(2) C24 0.0466(17) 0.037(2) 0.0516(19) -0.0052(18) 0.0155(15) 0.0003(17) O7 0.0500(12) 0.067(2) 0.0846(18) -0.031(2) 0.0051(12) 0.0074(18) Cl1 0.0641(8) 0.211(3) 0.201(2) 0.060(2) -0.0081(10) -0.0129(11) C25 0.0641(8) 0.211(3) 0.201(2) 0.060(2) -0.0081(10) -0.0129(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 Zn1 F1 2.055(3) . ? Zn1 F4 2.114(3) . ? Zn1 N1 2.1349(17) . ? Zn1 N1 2.1349(17) 2_556 ? Zn1 N3 2.1613(16) 2_556 ? Zn1 N3 2.1613(16) . ? Si1 F2 1.6509(13) 2_556 ? Si1 F2 1.6509(13) . ? Si1 F3 1.6669(14) 2_556 ? Si1 F3 1.6669(14) . ? Si1 F1 1.708(3) . ? Si1 F4 1.723(3) 1_565 ? F4 Si1 1.723(3) 1_545 ? N1 C1 1.343(4) . ? N1 C5 1.349(4) . ? C1 C2 1.374(4) . ? C1 H1 0.9500 . ? C2 C3 1.391(4) . ? C2 H2 0.9500 . ? C3 C4 1.385(4) . ? C3 C6 1.488(3) . ? C4 C5 1.397(4) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 O1 1.200(3) . ? C6 O2 1.353(3) . ? O2 C7 1.434(3) . ? C7 C8 1.505(5) . ? C7 C10 1.531(3) . ? C7 H7 1.0000 . ? C8 O3 1.424(3) . ? C8 C9 1.531(3) . ? C8 H8 1.0000 . ? C9 O5 1.191(4) . ? C9 N2 1.383(4) . ? N2 C10 1.397(4) . ? N2 C17 1.438(3) . ? C10 O6 1.195(4) . ? O3 C11 1.357(4) . ? C11 O4 1.197(4) . ? C11 C12 1.508(3) 3 ? C12 C16 1.367(4) . ? C12 C13 1.383(4) . ? C12 C11 1.508(3) 3_445 ? C13 C14 1.377(4) . ? C13 H13 0.9500 . ? C14 N3 1.350(4) . ? C14 H14 0.9500 . ? N3 C15 1.343(4) . ? C15 C16 1.392(4) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C22 1.384(4) . ? C17 C18 1.385(4) . ? C18 C19 1.396(4) . ? C18 H18 0.9500 . ? C19 C20 1.378(4) . ? C19 H19 0.9500 . ? C20 C21 1.378(5) . ? C20 H20 0.9500 . ? C21 C22 1.393(4) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C24 1.474(5) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 O7 1.417(5) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? O7 H7A 0.8400 . ? Cl1 C25 1.856(9) . ? C25 C25 1.400(17) 2_657 ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? 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 F1 Zn1 F4 180.000(1) . . ? F1 Zn1 N1 90.44(9) . . ? F4 Zn1 N1 89.56(9) . . ? F1 Zn1 N1 90.44(9) . 2_556 ? F4 Zn1 N1 89.56(9) . 2_556 ? N1 Zn1 N1 179.12(19) . 2_556 ? F1 Zn1 N3 90.33(9) . 2_556 ? F4 Zn1 N3 89.67(9) . 2_556 ? N1 Zn1 N3 91.08(6) . 2_556 ? N1 Zn1 N3 88.91(6) 2_556 2_556 ? F1 Zn1 N3 90.33(9) . . ? F4 Zn1 N3 89.67(9) . . ? N1 Zn1 N3 88.91(6) . . ? N1 Zn1 N3 91.09(6) 2_556 . ? N3 Zn1 N3 179.34(18) 2_556 . ? F2 Si1 F2 178.7(2) 2_556 . ? F2 Si1 F3 90.75(9) 2_556 2_556 ? F2 Si1 F3 89.26(9) . 2_556 ? F2 Si1 F3 89.25(9) 2_556 . ? F2 Si1 F3 90.75(9) . . ? F3 Si1 F3 179.8(2) 2_556 . ? F2 Si1 F1 89.37(11) 2_556 . ? F2 Si1 F1 89.37(11) . . ? F3 Si1 F1 90.12(11) 2_556 . ? F3 Si1 F1 90.12(11) . . ? F2 Si1 F4 90.63(11) 2_556 1_565 ? F2 Si1 F4 90.63(11) . 1_565 ? F3 Si1 F4 89.88(11) 2_556 1_565 ? F3 Si1 F4 89.88(11) . 1_565 ? F1 Si1 F4 179.998(1) . 1_565 ? Si1 F1 Zn1 180.0 . . ? Si1 F4 Zn1 180.0 1_545 . ? C1 N1 C5 118.3(2) . . ? C1 N1 Zn1 121.01(19) . . ? C5 N1 Zn1 120.66(19) . . ? N1 C1 C2 123.0(2) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 C2 C3 118.8(2) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C4 C3 C2 119.2(2) . . ? C4 C3 C6 122.3(3) . . ? C2 C3 C6 118.4(3) . . ? C3 C4 C5 118.6(3) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? N1 C5 C4 122.1(3) . . ? N1 C5 H5 119.0 . . ? C4 C5 H5 119.0 . . ? O1 C6 O2 124.0(2) . . ? O1 C6 C3 123.9(2) . . ? O2 C6 C3 112.1(2) . . ? C6 O2 C7 115.97(19) . . ? O2 C7 C8 113.2(2) . . ? O2 C7 C10 111.1(2) . . ? C8 C7 C10 103.0(2) . . ? O2 C7 H7 109.8 . . ? C8 C7 H7 109.8 . . ? C10 C7 H7 109.8 . . ? O3 C8 C7 111.0(3) . . ? O3 C8 C9 111.5(2) . . ? C7 C8 C9 103.1(3) . . ? O3 C8 H8 110.4 . . ? C7 C8 H8 110.4 . . ? C9 C8 H8 110.4 . . ? O5 C9 N2 127.2(3) . . ? O5 C9 C8 126.6(3) . . ? N2 C9 C8 106.2(3) . . ? C9 N2 C10 113.2(2) . . ? C9 N2 C17 123.6(3) . . ? C10 N2 C17 123.2(3) . . ? O6 C10 N2 126.6(2) . . ? O6 C10 C7 127.7(3) . . ? N2 C10 C7 105.6(2) . . ? C11 O3 C8 116.2(2) . . ? O4 C11 O3 124.6(3) . . ? O4 C11 C12 125.2(3) . 3 ? O3 C11 C12 110.2(3) . 3 ? C16 C12 C13 119.3(2) . . ? C16 C12 C11 119.2(3) . 3_445 ? C13 C12 C11 121.5(3) . 3_445 ? C14 C13 C12 118.4(3) . . ? C14 C13 H13 120.8 . . ? C12 C13 H13 120.8 . . ? N3 C14 C13 122.9(3) . . ? N3 C14 H14 118.6 . . ? C13 C14 H14 118.6 . . ? C15 N3 C14 118.4(2) . . ? C15 N3 Zn1 123.1(2) . . ? C14 N3 Zn1 118.4(2) . . ? N3 C15 C16 121.2(3) . . ? N3 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C12 C16 C15 119.8(3) . . ? C12 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C22 C17 C18 121.5(3) . . ? C22 C17 N2 119.5(2) . . ? C18 C17 N2 119.0(2) . . ? C17 C18 C19 118.8(3) . . ? C17 C18 H18 120.6 . . ? C19 C18 H18 120.6 . . ? C20 C19 C18 120.1(3) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C21 C20 C19 120.3(3) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C20 C21 C22 120.5(3) . . ? C20 C21 H21 119.7 . . ? C22 C21 H21 119.7 . . ? C17 C22 C21 118.6(3) . . ? C17 C22 H22 120.7 . . ? C21 C22 H22 120.7 . . ? O7 C24 C23 106.6(3) . . ? O7 C24 H24A 110.4 . . ? C23 C24 H24A 110.4 . . ? O7 C24 H24B 110.4 . . ? C23 C24 H24B 110.4 . . ? H24A C24 H24B 108.6 . . ? C25 C25 Cl1 117.1(5) 2_657 . ? C25 C25 H25A 108.0 2_657 . ? Cl1 C25 H25A 108.0 . . ? C25 C25 H25B 108.0 2_657 . ? Cl1 C25 H25B 108.0 . . ? H25A C25 H25B 107.3 . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 30.21 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.704 _refine_diff_density_min -0.600 _refine_diff_density_rms 0.076 # Attachment '- 3ZnSiF6CHCl3.cif' data_e1571a _database_code_depnum_ccdc_archive 'CCDC 820945' #TrackingRef '- 3ZnSiF6CHCl3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C44 H30 F6 N6 O12 Si Zn), 4(C0.50 H1.50 O0.25), 0.50(H2 O)' _chemical_formula_sum 'C49 H46 F6 N6 O15 Si Zn' _chemical_formula_weight 1165.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 24.0625(16) _cell_length_b 7.6315(4) _cell_length_c 16.3387(10) _cell_angle_alpha 90.00 _cell_angle_beta 99.928(3) _cell_angle_gamma 90.00 _cell_volume 2955.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8148 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 27.23 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.310 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.519 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9547 _exptl_absorpt_correction_T_max 0.9745 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24061 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0426 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 27.62 _reflns_number_total 6428 _reflns_number_gt 5636 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1168P)^2^+1.3394P] 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 0.023(2) _chemical_absolute_configuration rm _refine_ls_number_reflns 6428 _refine_ls_number_parameters 375 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0625 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1602 _refine_ls_wR_factor_gt 0.1541 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.084 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 Zn1 Zn 0.0000 0.74893(5) 0.5000 0.01911(14) Uani 1 2 d S . . Si1 Si 0.0000 0.2537(2) 0.5000 0.0203(2) Uani 1 2 d S . . F1 F 0.0000 0.4781(5) 0.5000 0.0307(8) Uani 1 2 d S . . F2 F 0.01430(11) 0.2574(4) 0.60264(12) 0.0417(5) Uani 1 1 d . . . F3 F -0.06881(9) 0.2545(4) 0.50463(17) 0.0440(5) Uani 1 1 d . . . F4 F 0.0000 1.0279(4) 0.5000 0.0285(8) Uani 1 2 d S . . N1 N 0.32691(16) 0.6250(6) 1.0094(2) 0.0391(9) Uani 1 1 d . . . C1 C 0.28804(17) 0.7273(7) 0.9597(2) 0.0352(9) Uani 1 1 d . . . O1 O 0.25931(16) 0.8399(5) 0.9822(2) 0.0479(8) Uani 1 1 d . . . C2 C 0.29299(18) 0.6833(6) 0.8689(2) 0.0342(9) Uani 1 1 d . . . H2 H 0.3207 0.7630 0.8487 0.041 Uiso 1 1 calc R . . C3 C 0.31546(17) 0.4991(7) 0.8779(2) 0.0373(9) Uani 1 1 d . . . H3 H 0.2837 0.4129 0.8716 0.045 Uiso 1 1 calc R . . C4 C 0.3485(2) 0.4957(8) 0.9665(3) 0.0473(11) Uani 1 1 d . . . O2 O 0.3850(2) 0.3907(8) 0.9930(2) 0.0813(16) Uani 1 1 d . . . O3 O 0.23939(12) 0.6942(4) 0.81642(16) 0.0344(7) Uani 1 1 d . . . C5 C 0.24009(16) 0.7684(6) 0.7405(2) 0.0296(8) Uani 1 1 d . . . O4 O 0.28058(13) 0.8288(5) 0.7198(2) 0.0453(8) Uani 1 1 d . . . C6 C 0.18316(15) 0.7593(7) 0.6871(2) 0.0286(7) Uani 1 1 d . . . C7 C 0.14115(18) 0.6445(6) 0.7009(3) 0.0356(9) Uani 1 1 d . . . H7 H 0.1472 0.5677 0.7474 0.043 Uiso 1 1 calc R . . C8 C 0.09062(18) 0.6427(5) 0.6469(3) 0.0343(9) Uani 1 1 d . . . H8 H 0.0625 0.5611 0.6560 0.041 Uiso 1 1 calc R . . N2 N 0.07948(11) 0.7531(5) 0.58111(16) 0.0246(5) Uani 1 1 d . . . C9 C 0.11972(17) 0.8653(5) 0.5687(2) 0.0285(8) Uani 1 1 d . . . H9 H 0.1120 0.9448 0.5234 0.034 Uiso 1 1 calc R . . C10 C 0.17192(16) 0.8704(5) 0.6188(2) 0.0272(8) Uani 1 1 d . . . H10 H 0.2000 0.9492 0.6069 0.033 Uiso 1 1 calc R . . O5 O 0.35151(12) 0.4645(4) 0.81832(16) 0.0373(7) Uani 1 1 d . . . C11 C 0.3526(2) 0.3000(6) 0.7911(3) 0.0423(11) Uani 1 1 d . . . O6 O 0.3272(2) 0.1806(6) 0.8142(3) 0.0850(17) Uani 1 1 d . . . C12 C 0.39055(17) 0.2841(5) 0.7270(2) 0.0320(10) Uani 1 1 d . . . C13 C 0.4253(2) 0.4208(6) 0.7120(3) 0.0372(10) Uani 1 1 d . . . H13 H 0.4269 0.5265 0.7430 0.045 Uiso 1 1 calc R . . C14 C 0.45759(19) 0.3989(6) 0.6504(2) 0.0325(9) Uani 1 1 d . . . H14 H 0.4816 0.4920 0.6397 0.039 Uiso 1 1 calc R . . N3 N 0.45660(11) 0.2518(6) 0.60493(16) 0.0247(5) Uani 1 1 d . . . C15 C 0.42290(17) 0.1205(5) 0.6204(3) 0.0293(8) Uani 1 1 d . . . H15 H 0.4218 0.0161 0.5885 0.035 Uiso 1 1 calc R . . C16 C 0.38961(19) 0.1320(6) 0.6814(3) 0.0359(10) Uani 1 1 d . . . H16 H 0.3665 0.0364 0.6917 0.043 Uiso 1 1 calc R . . C17 C 0.3432(2) 0.6492(6) 1.0984(2) 0.0409(11) Uani 1 1 d . . . C18 C 0.3015(2) 0.6498(6) 1.1472(3) 0.0372(10) Uani 1 1 d . . . H18 H 0.2630 0.6314 1.1234 0.045 Uiso 1 1 calc R . . C19 C 0.3176(2) 0.6781(6) 1.2320(3) 0.0450(12) Uani 1 1 d . . . H19 H 0.2897 0.6835 1.2666 0.054 Uiso 1 1 calc R . . C20 C 0.3736(2) 0.6984(6) 1.2666(3) 0.0467(12) Uani 1 1 d . . . H20 H 0.3842 0.7152 1.3248 0.056 Uiso 1 1 calc R . . C21 C 0.4136(3) 0.6943(8) 1.2170(3) 0.0594(16) Uani 1 1 d . . . H21 H 0.4523 0.7081 1.2408 0.071 Uiso 1 1 calc R . . C22 C 0.3982(2) 0.6698(10) 1.1310(3) 0.0620(16) Uani 1 1 d . . . H22 H 0.4260 0.6679 1.0963 0.074 Uiso 1 1 calc R . . O8 O 0.18165(17) 0.2612(7) 0.5501(3) 0.0805(14) Uani 1 1 d D . . H8A H 0.1465 0.2752 0.5418 0.121 Uiso 1 1 calc R . . C23 C 0.2075(2) 0.4126(7) 0.5251(3) 0.0467(11) Uani 1 1 d D . . H23A H 0.1853 0.5183 0.5335 0.056 Uiso 1 1 calc R . . H23B H 0.2109 0.4050 0.4656 0.056 Uiso 1 1 calc R . . C24 C 0.2649(3) 0.4191(10) 0.5791(4) 0.0684(16) Uani 1 1 d D . . H24A H 0.2608 0.4452 0.6365 0.103 Uiso 1 1 calc R . . H24B H 0.2876 0.5109 0.5587 0.103 Uiso 1 1 calc R . . H24C H 0.2837 0.3057 0.5771 0.103 Uiso 1 1 calc R . . O9 O 0.5481(7) 0.787(3) 0.0922(17) 0.109(9) Uani 0.25 1 d P . . O10 O 0.4480(7) 0.170(3) 0.9102(12) 0.074(5) Uani 0.25 1 d PD . . H10A H 0.4563 0.0788 0.9382 0.112 Uiso 0.25 1 calc PR . . C25 C 0.5005(8) 0.270(3) 0.9041(13) 0.058(5) Uiso 0.25 1 d PD . . H25A H 0.5230 0.2857 0.9603 0.070 Uiso 0.25 1 calc PR . . H25B H 0.4906 0.3868 0.8801 0.070 Uiso 0.25 1 calc PR . . C26 C 0.5354(9) 0.171(3) 0.8497(13) 0.049(5) Uiso 0.25 1 d PD . . H26A H 0.5587 0.0825 0.8831 0.073 Uiso 0.25 1 calc PR . . H26B H 0.5598 0.2532 0.8265 0.073 Uiso 0.25 1 calc PR . . H26C H 0.5101 0.1127 0.8042 0.073 Uiso 0.25 1 calc PR . . 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 Zn1 0.0251(3) 0.0127(2) 0.0217(2) 0.000 0.01027(18) 0.000 Si1 0.0240(5) 0.0122(5) 0.0256(5) 0.000 0.0073(4) 0.000 F1 0.0424(19) 0.0091(19) 0.0429(19) 0.000 0.0141(15) 0.000 F2 0.0723(16) 0.0243(11) 0.0271(10) 0.0008(13) 0.0043(10) -0.0036(15) F3 0.0291(10) 0.0285(11) 0.0778(16) -0.0054(16) 0.0190(10) 0.0016(13) F4 0.0409(18) 0.016(2) 0.0313(16) 0.000 0.0144(14) 0.000 N1 0.046(2) 0.053(2) 0.0210(16) -0.0059(14) 0.0117(14) 0.0046(17) C1 0.040(2) 0.045(3) 0.0225(15) -0.0059(19) 0.0089(14) 0.003(2) O1 0.058(2) 0.054(2) 0.0337(16) -0.0071(15) 0.0137(15) 0.0147(17) C2 0.032(2) 0.050(2) 0.0220(17) -0.0035(16) 0.0102(15) 0.0007(17) C3 0.035(2) 0.058(3) 0.0214(17) -0.0088(19) 0.0127(15) 0.003(2) C4 0.045(2) 0.070(3) 0.0279(19) -0.008(2) 0.0091(17) 0.010(3) O2 0.085(3) 0.120(4) 0.0354(19) -0.003(2) 0.0024(19) 0.065(3) O3 0.0338(14) 0.0475(18) 0.0228(12) 0.0007(11) 0.0073(11) -0.0044(12) C5 0.0340(17) 0.028(2) 0.0280(15) -0.0041(17) 0.0098(13) -0.0023(18) O4 0.0325(16) 0.065(2) 0.0378(16) 0.0117(15) 0.0041(13) -0.0111(14) C6 0.0312(16) 0.0294(18) 0.0266(15) -0.0067(19) 0.0091(12) 0.001(2) C7 0.041(2) 0.032(2) 0.034(2) 0.0120(17) 0.0051(17) -0.0025(17) C8 0.033(2) 0.029(2) 0.041(2) 0.0140(17) 0.0083(17) -0.0063(16) N2 0.0299(13) 0.0199(12) 0.0251(12) -0.0013(16) 0.0083(10) -0.0032(17) C9 0.040(2) 0.0211(19) 0.0270(17) 0.0031(14) 0.0125(16) -0.0013(15) C10 0.0310(19) 0.0253(19) 0.0277(17) -0.0013(14) 0.0118(15) -0.0047(14) O5 0.0392(16) 0.051(2) 0.0265(13) -0.0124(13) 0.0174(12) -0.0007(13) C11 0.048(3) 0.048(3) 0.036(2) -0.0037(18) 0.022(2) -0.0017(19) O6 0.114(4) 0.062(3) 0.105(4) -0.023(2) 0.093(3) -0.025(3) C12 0.0373(19) 0.035(3) 0.0273(17) -0.0019(16) 0.0158(15) 0.0002(15) C13 0.051(3) 0.031(2) 0.034(2) -0.0105(17) 0.0203(19) -0.0068(18) C14 0.045(2) 0.027(2) 0.0296(19) -0.0036(16) 0.0196(18) -0.0057(17) N3 0.0280(13) 0.0249(13) 0.0234(12) 0.0014(17) 0.0106(10) -0.0040(17) C15 0.035(2) 0.0233(18) 0.0330(19) -0.0053(15) 0.0152(16) -0.0030(16) C16 0.041(2) 0.030(2) 0.042(2) -0.0044(18) 0.0211(19) -0.0131(18) C17 0.056(3) 0.047(3) 0.0195(18) -0.0055(17) 0.0071(18) 0.002(2) C18 0.057(3) 0.030(2) 0.0262(19) -0.0049(16) 0.0122(19) -0.0028(18) C19 0.086(4) 0.028(2) 0.027(2) -0.0016(17) 0.027(2) 0.000(2) C20 0.072(3) 0.043(3) 0.0244(19) -0.0010(17) 0.005(2) -0.006(2) C21 0.061(3) 0.080(4) 0.033(2) -0.001(2) -0.002(2) -0.012(3) C22 0.053(3) 0.100(5) 0.033(2) -0.012(3) 0.007(2) 0.001(3) O8 0.054(2) 0.065(3) 0.120(4) 0.040(3) 0.009(2) -0.007(2) C23 0.046(3) 0.040(3) 0.057(3) 0.008(2) 0.018(2) 0.001(2) C24 0.062(4) 0.078(4) 0.067(4) 0.007(3) 0.016(3) -0.001(3) O9 0.055(10) 0.095(17) 0.17(2) -0.084(16) -0.005(11) 0.033(10) O10 0.057(10) 0.091(14) 0.082(11) -0.029(10) 0.033(9) -0.007(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 F1 2.067(4) . ? Zn1 F4 2.129(3) . ? Zn1 N2 2.131(3) 2_556 ? Zn1 N2 2.131(3) . ? Zn1 N3 2.156(2) 3_455 ? Zn1 N3 2.156(2) 4_556 ? Si1 F2 1.653(2) . ? Si1 F2 1.653(2) 2_556 ? Si1 F3 1.671(2) . ? Si1 F3 1.671(2) 2_556 ? Si1 F1 1.712(4) . ? Si1 F4 1.723(4) 1_545 ? F4 Si1 1.723(4) 1_565 ? N1 C4 1.363(6) . ? N1 C1 1.372(6) . ? N1 C17 1.451(5) . ? C1 O1 1.200(5) . ? C1 C2 1.545(5) . ? C2 O3 1.423(5) . ? C2 C3 1.504(7) . ? C2 H2 1.0000 . ? C3 O5 1.435(4) . ? C3 C4 1.528(6) . ? C3 H3 1.0000 . ? C4 O2 1.211(7) . ? O3 C5 1.366(5) . ? C5 O4 1.179(5) . ? C5 C6 1.493(5) . ? C6 C7 1.386(6) . ? C6 C10 1.390(6) . ? C7 C8 1.374(6) . ? C7 H7 0.9500 . ? C8 N2 1.356(5) . ? C8 H8 0.9500 . ? N2 C9 1.334(5) . ? C9 C10 1.377(6) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? O5 C11 1.333(6) . ? C11 O6 1.194(6) . ? C11 C12 1.508(5) . ? C12 C16 1.377(6) . ? C12 C13 1.385(6) . ? C13 C14 1.384(5) . ? C13 H13 0.9500 . ? C14 N3 1.343(6) . ? C14 H14 0.9500 . ? N3 C15 1.340(5) . ? N3 Zn1 2.156(2) 3_545 ? C15 C16 1.386(5) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C22 1.347(8) . ? C17 C18 1.386(6) . ? C18 C19 1.391(6) . ? C18 H18 0.9500 . ? C19 C20 1.376(8) . ? C19 H19 0.9500 . ? C20 C21 1.362(7) . ? C20 H20 0.9500 . ? C21 C22 1.403(7) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? O8 C23 1.405(6) . ? O8 H8A 0.8400 . ? C23 C24 1.507(7) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? O10 C25 1.492(17) . ? C25 C26 1.524(17) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag F1 Zn1 F4 180.000(2) . . ? F1 Zn1 N2 90.85(11) . 2_556 ? F4 Zn1 N2 89.15(11) . 2_556 ? F1 Zn1 N2 90.85(11) . . ? F4 Zn1 N2 89.15(11) . . ? N2 Zn1 N2 178.3(2) 2_556 . ? F1 Zn1 N3 90.59(11) . 3_455 ? F4 Zn1 N3 89.41(11) . 3_455 ? N2 Zn1 N3 89.35(10) 2_556 3_455 ? N2 Zn1 N3 90.64(10) . 3_455 ? F1 Zn1 N3 90.59(11) . 4_556 ? F4 Zn1 N3 89.41(11) . 4_556 ? N2 Zn1 N3 90.64(10) 2_556 4_556 ? N2 Zn1 N3 89.34(10) . 4_556 ? N3 Zn1 N3 178.8(2) 3_455 4_556 ? F2 Si1 F2 178.1(3) . 2_556 ? F2 Si1 F3 89.34(13) . . ? F2 Si1 F3 90.65(13) 2_556 . ? F2 Si1 F3 90.65(13) . 2_556 ? F2 Si1 F3 89.34(13) 2_556 2_556 ? F3 Si1 F3 179.6(3) . 2_556 ? F2 Si1 F1 89.04(13) . . ? F2 Si1 F1 89.04(13) 2_556 . ? F3 Si1 F1 89.80(14) . . ? F3 Si1 F1 89.80(14) 2_556 . ? F2 Si1 F4 90.96(13) . 1_545 ? F2 Si1 F4 90.96(13) 2_556 1_545 ? F3 Si1 F4 90.20(14) . 1_545 ? F3 Si1 F4 90.20(14) 2_556 1_545 ? F1 Si1 F4 179.997(2) . 1_545 ? Si1 F1 Zn1 180.0 . . ? Si1 F4 Zn1 180.0 1_565 . ? C4 N1 C1 112.9(3) . . ? C4 N1 C17 123.1(4) . . ? C1 N1 C17 124.0(4) . . ? O1 C1 N1 126.6(4) . . ? O1 C1 C2 126.4(4) . . ? N1 C1 C2 106.7(3) . . ? O3 C2 C3 112.7(4) . . ? O3 C2 C1 110.8(3) . . ? C3 C2 C1 101.3(3) . . ? O3 C2 H2 110.6 . . ? C3 C2 H2 110.6 . . ? C1 C2 H2 110.6 . . ? O5 C3 C2 110.8(4) . . ? O5 C3 C4 111.3(3) . . ? C2 C3 C4 103.2(4) . . ? O5 C3 H3 110.4 . . ? C2 C3 H3 110.5 . . ? C4 C3 H3 110.5 . . ? O2 C4 N1 127.8(4) . . ? O2 C4 C3 125.2(5) . . ? N1 C4 C3 107.0(4) . . ? C5 O3 C2 114.8(3) . . ? O4 C5 O3 124.2(4) . . ? O4 C5 C6 124.8(4) . . ? O3 C5 C6 110.9(3) . . ? C7 C6 C10 118.0(3) . . ? C7 C6 C5 123.8(4) . . ? C10 C6 C5 118.2(4) . . ? C8 C7 C6 119.4(4) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? N2 C8 C7 122.4(4) . . ? N2 C8 H8 118.8 . . ? C7 C8 H8 118.8 . . ? C9 N2 C8 118.0(3) . . ? C9 N2 Zn1 120.8(3) . . ? C8 N2 Zn1 121.2(3) . . ? N2 C9 C10 122.6(3) . . ? N2 C9 H9 118.7 . . ? C10 C9 H9 118.7 . . ? C9 C10 C6 119.4(3) . . ? C9 C10 H10 120.3 . . ? C6 C10 H10 120.3 . . ? C11 O5 C3 116.7(4) . . ? O6 C11 O5 124.9(4) . . ? O6 C11 C12 124.2(4) . . ? O5 C11 C12 110.9(4) . . ? C16 C12 C13 119.5(3) . . ? C16 C12 C11 119.2(3) . . ? C13 C12 C11 121.2(4) . . ? C14 C13 C12 118.0(4) . . ? C14 C13 H13 121.0 . . ? C12 C13 H13 121.0 . . ? N3 C14 C13 123.0(4) . . ? N3 C14 H14 118.5 . . ? C13 C14 H14 118.5 . . ? C15 N3 C14 118.3(3) . . ? C15 N3 Zn1 122.3(3) . 3_545 ? C14 N3 Zn1 118.9(3) . 3_545 ? N3 C15 C16 122.1(4) . . ? N3 C15 H15 119.0 . . ? C16 C15 H15 118.9 . . ? C12 C16 C15 119.0(4) . . ? C12 C16 H16 120.5 . . ? C15 C16 H16 120.5 . . ? C22 C17 C18 122.1(4) . . ? C22 C17 N1 119.2(4) . . ? C18 C17 N1 118.6(4) . . ? C17 C18 C19 117.9(5) . . ? C17 C18 H18 121.0 . . ? C19 C18 H18 121.1 . . ? C20 C19 C18 120.9(4) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C21 C20 C19 119.7(4) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.2 . . ? C20 C21 C22 120.5(5) . . ? C20 C21 H21 119.8 . . ? C22 C21 H21 119.8 . . ? C17 C22 C21 118.9(5) . . ? C17 C22 H22 120.5 . . ? C21 C22 H22 120.5 . . ? C23 O8 H8A 109.5 . . ? O8 C23 C24 105.3(5) . . ? O8 C23 H23A 110.7 . . ? C24 C23 H23A 110.7 . . ? O8 C23 H23B 110.7 . . ? C24 C23 H23B 110.7 . . ? H23A C23 H23B 108.8 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O10 C25 C26 110.2(17) . . ? O10 C25 H25A 109.5 . . ? C26 C25 H25A 109.8 . . ? O10 C25 H25B 109.4 . . ? C26 C25 H25B 109.6 . . ? H25A C25 H25B 108.2 . . ? C25 C26 H26A 109.4 . . ? C25 C26 H26B 109.4 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.6 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.62 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.091 _refine_diff_density_min -0.373 _refine_diff_density_rms 0.123 # Attachment 'web_deposit_cif_file_7_gruber_1302186378.cif' data_e1382a _database_code_depnum_ccdc_archive 'CCDC 820946' #TrackingRef 'web_deposit_cif_file_7_gruber_1302186378.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H30 F6 N6 O12 Si Zn' _chemical_formula_sum 'C44 H30 F6 N6 O12 Si Zn' _chemical_formula_weight 1042.20 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 23.3869(7) _cell_length_b 7.6246(3) _cell_length_c 16.5705(6) _cell_angle_alpha 90.00 _cell_angle_beta 100.067(2) _cell_angle_gamma 90.00 _cell_volume 2909.29(18) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2741 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 22.90 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.190 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1060 _exptl_absorpt_coefficient_mu 0.516 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9406 _exptl_absorpt_correction_T_max 0.9697 _exptl_absorpt_process_details sadabs _exptl_special_details ; Owing to large disorder of the solvent present in the cavities of this structure, the SQUEEZE command has been applied ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13609 _diffrn_reflns_av_R_equivalents 0.0546 _diffrn_reflns_av_sigmaI/netI 0.0961 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.25 _diffrn_reflns_theta_max 27.54 _reflns_number_total 5723 _reflns_number_gt 3895 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0952P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _chemical_absolute_configuration ad _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.039(19) _refine_ls_number_reflns 5723 _refine_ls_number_parameters 318 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0994 _refine_ls_R_factor_gt 0.0678 _refine_ls_wR_factor_ref 0.1874 _refine_ls_wR_factor_gt 0.1700 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 1.0000 0.25087(9) 0.5000 0.0302(2) Uani 1 2 d S . . Si1 Si 1.0000 0.7481(4) 0.5000 0.0323(5) Uani 1 2 d S . . F1 F 1.0000 0.5199(7) 0.5000 0.0417(13) Uani 1 2 d S . . F2 F 0.98218(15) 0.7427(6) 0.39854(19) 0.0535(9) Uani 1 1 d . . . F3 F 1.06942(13) 0.7457(6) 0.4922(2) 0.0558(9) Uani 1 1 d . . . F4 F 1.0000 -0.0266(6) 0.5000 0.0378(13) Uani 1 2 d S . . N1 N 0.6703(2) 0.3707(7) -0.0110(3) 0.0431(13) Uani 1 1 d . . . C1 C 0.7109(3) 0.2710(9) 0.0396(4) 0.0432(15) Uani 1 1 d . . . O1 O 0.7428(2) 0.1658(7) 0.0176(3) 0.0598(14) Uani 1 1 d . . . C2 C 0.7029(3) 0.3175(8) 0.1266(4) 0.0430(15) Uani 1 1 d . . . H2 H 0.6743 0.2365 0.1454 0.052 Uiso 1 1 calc R . . C3 C 0.6791(3) 0.5006(9) 0.1175(3) 0.0413(14) Uani 1 1 d . . . H3 H 0.7115 0.5877 0.1225 0.050 Uiso 1 1 calc R . . C4 C 0.6460(3) 0.4966(12) 0.0302(4) 0.0605(19) Uani 1 1 d . . . O2 O 0.6034(3) 0.5939(10) 0.0020(4) 0.098(2) Uani 1 1 d . . . O3 O 0.75806(18) 0.3090(5) 0.1815(2) 0.0417(11) Uani 1 1 d . . . C5 C 0.7562(2) 0.2321(9) 0.2549(3) 0.0369(13) Uani 1 1 d . . . O4 O 0.71274(19) 0.1654(6) 0.2723(3) 0.0501(12) Uani 1 1 d . . . C6 C 0.8130(2) 0.2410(9) 0.3090(3) 0.0377(12) Uani 1 1 d . . . C7 C 0.8582(3) 0.3544(7) 0.2991(4) 0.0426(16) Uani 1 1 d . . . H7 H 0.8539 0.4295 0.2528 0.051 Uiso 1 1 calc R . . C8 C 0.9085(3) 0.3586(8) 0.3552(4) 0.0426(15) Uani 1 1 d . . . H8 H 0.9374 0.4426 0.3487 0.051 Uiso 1 1 calc R . . N2 N 0.91850(16) 0.2478(8) 0.4192(3) 0.0327(9) Uani 1 1 d . . . C9 C 0.8777(3) 0.1325(8) 0.4281(4) 0.0376(14) Uani 1 1 d . . . H9 H 0.8856 0.0493 0.4713 0.045 Uiso 1 1 calc R . . C10 C 0.8244(2) 0.1281(7) 0.3777(4) 0.0347(13) Uani 1 1 d . . . H10 H 0.7953 0.0495 0.3890 0.042 Uiso 1 1 calc R . . O5 O 0.64394(17) 0.5337(5) 0.1771(2) 0.0405(10) Uani 1 1 d . . . C11 C 0.6389(3) 0.7031(9) 0.1995(4) 0.0478(18) Uani 1 1 d . . . O6 O 0.6606(3) 0.8279(7) 0.1707(3) 0.0736(17) Uani 1 1 d . . . C12 C 0.6034(3) 0.7172(7) 0.2664(4) 0.0417(15) Uani 1 1 d . . . C13 C 0.5692(2) 0.5806(8) 0.2856(4) 0.0397(15) Uani 1 1 d . . . H13 H 0.5661 0.4745 0.2551 0.048 Uiso 1 1 calc R . . C14 C 0.5403(3) 0.6014(9) 0.3487(4) 0.0450(16) Uani 1 1 d . . . H14 H 0.5163 0.5083 0.3612 0.054 Uiso 1 1 calc R . . N3 N 0.54388(17) 0.7484(8) 0.3949(2) 0.0304(9) Uani 1 1 d . . . C15 C 0.5754(2) 0.8816(8) 0.3753(4) 0.0341(13) Uani 1 1 d . . . H15 H 0.5775 0.9864 0.4067 0.041 Uiso 1 1 calc R . . C16 C 0.6050(3) 0.8717(7) 0.3107(4) 0.0359(14) Uani 1 1 d . . . H16 H 0.6263 0.9698 0.2967 0.043 Uiso 1 1 calc R . . C17 C 0.6548(3) 0.3519(8) -0.1004(4) 0.0458(16) Uani 1 1 d . . . C18 C 0.7000(3) 0.3485(8) -0.1450(4) 0.0496(18) Uani 1 1 d . . . H18 H 0.7390 0.3659 -0.1183 0.059 Uiso 1 1 calc R . . C19 C 0.6880(4) 0.3205(9) -0.2251(4) 0.0534(18) Uani 1 1 d . . . H19 H 0.7185 0.3130 -0.2560 0.064 Uiso 1 1 calc R . . C20 C 0.6299(4) 0.3020(9) -0.2643(4) 0.065(2) Uani 1 1 d . . . H20 H 0.6208 0.2896 -0.3222 0.078 Uiso 1 1 calc R . . C21 C 0.5868(4) 0.3018(11) -0.2190(5) 0.071(2) Uani 1 1 d . . . H21 H 0.5475 0.2857 -0.2443 0.085 Uiso 1 1 calc R . . C22 C 0.6018(4) 0.3263(11) -0.1335(4) 0.062(2) Uani 1 1 d . . . H22 H 0.5724 0.3238 -0.1004 0.075 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0363(5) 0.0203(4) 0.0370(5) 0.000 0.0148(4) 0.000 Si1 0.0394(11) 0.0191(9) 0.0416(11) 0.000 0.0158(9) 0.000 F1 0.058(3) 0.021(3) 0.050(3) 0.000 0.020(2) 0.000 F2 0.089(2) 0.0258(16) 0.0459(19) -0.001(2) 0.0109(18) 0.000(2) F3 0.0467(19) 0.0339(17) 0.093(3) -0.009(3) 0.0287(19) 0.002(2) F4 0.051(3) 0.023(3) 0.045(3) 0.000 0.024(2) 0.000 N1 0.063(4) 0.041(3) 0.027(3) -0.004(2) 0.012(3) 0.009(3) C1 0.056(4) 0.038(4) 0.036(3) -0.002(3) 0.011(3) 0.001(3) O1 0.083(4) 0.051(3) 0.050(3) -0.006(2) 0.026(3) 0.013(2) C2 0.055(4) 0.042(3) 0.035(3) -0.004(3) 0.017(3) -0.001(3) C3 0.048(4) 0.046(3) 0.032(3) -0.005(3) 0.012(3) -0.001(3) C4 0.082(5) 0.059(4) 0.041(4) -0.002(4) 0.012(4) 0.012(4) O2 0.139(6) 0.095(5) 0.060(4) -0.013(4) 0.016(4) 0.035(5) O3 0.049(3) 0.045(3) 0.033(2) -0.0005(18) 0.012(2) -0.0041(18) C5 0.047(3) 0.033(3) 0.033(3) 0.002(3) 0.013(3) 0.010(3) O4 0.046(3) 0.061(3) 0.046(3) 0.010(2) 0.014(2) -0.010(2) C6 0.042(3) 0.029(3) 0.047(3) 0.001(3) 0.022(3) 0.002(3) C7 0.056(4) 0.023(3) 0.053(4) 0.010(3) 0.024(4) 0.001(3) C8 0.039(4) 0.033(3) 0.057(4) 0.009(3) 0.010(3) -0.001(3) N2 0.037(2) 0.0220(19) 0.043(2) 0.006(3) 0.018(2) 0.001(3) C9 0.048(4) 0.028(3) 0.039(3) 0.002(3) 0.015(3) -0.001(3) C10 0.036(3) 0.029(3) 0.041(3) 0.002(3) 0.015(3) -0.010(2) O5 0.055(3) 0.033(2) 0.037(2) -0.0008(19) 0.020(2) 0.0008(19) C11 0.062(4) 0.049(5) 0.036(3) -0.001(3) 0.020(3) 0.000(3) O6 0.107(4) 0.053(3) 0.078(4) -0.010(3) 0.064(4) -0.010(3) C12 0.065(4) 0.028(4) 0.038(3) -0.006(3) 0.023(3) 0.003(3) C13 0.048(4) 0.029(3) 0.044(4) -0.008(3) 0.015(3) -0.008(3) C14 0.064(4) 0.034(3) 0.042(4) -0.002(3) 0.024(3) -0.006(3) N3 0.035(2) 0.0222(19) 0.035(2) 0.003(3) 0.0098(18) 0.000(3) C15 0.039(3) 0.030(3) 0.034(3) -0.004(3) 0.010(3) 0.000(3) C16 0.050(4) 0.024(3) 0.039(3) -0.008(3) 0.023(3) -0.009(3) C17 0.068(5) 0.041(4) 0.029(3) -0.005(3) 0.009(3) -0.004(3) C18 0.087(5) 0.029(3) 0.037(4) -0.001(3) 0.022(4) 0.000(3) C19 0.090(6) 0.031(3) 0.041(4) 0.000(3) 0.017(4) 0.006(3) C20 0.122(7) 0.037(4) 0.040(4) 0.003(3) 0.026(5) 0.010(4) C21 0.093(6) 0.067(6) 0.053(4) -0.005(4) 0.014(4) -0.009(4) C22 0.075(6) 0.072(5) 0.043(4) 0.000(4) 0.020(4) 0.007(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 Zn1 F1 2.052(5) . ? Zn1 F4 2.116(5) . ? Zn1 N2 2.129(4) . ? Zn1 N2 2.129(4) 2_756 ? Zn1 N3 2.171(4) 4_646 ? Zn1 N3 2.171(4) 3_545 ? Si1 F3 1.651(3) 2_756 ? Si1 F3 1.651(3) . ? Si1 F2 1.660(3) 2_756 ? Si1 F2 1.660(3) . ? Si1 F4 1.718(5) 1_565 ? Si1 F1 1.740(6) . ? F4 Si1 1.718(5) 1_545 ? N1 C4 1.358(9) . ? N1 C1 1.380(8) . ? N1 C17 1.470(7) . ? C1 O1 1.194(7) . ? C1 C2 1.528(8) . ? C2 O3 1.443(8) . ? C2 C3 1.500(9) . ? C2 H2 1.0000 . ? C3 O5 1.415(7) . ? C3 C4 1.517(9) . ? C3 H3 1.0000 . ? C4 O2 1.264(9) . ? O3 C5 1.357(7) . ? C5 O4 1.216(7) . ? C5 C6 1.468(8) . ? C6 C7 1.397(8) . ? C6 C10 1.415(8) . ? C7 C8 1.366(9) . ? C7 H7 0.9500 . ? C8 N2 1.345(8) . ? C8 H8 0.9500 . ? N2 C9 1.325(7) . ? C9 C10 1.374(8) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? O5 C11 1.354(7) . ? C11 O6 1.214(8) . ? C11 C12 1.501(8) . ? C12 C13 1.384(8) . ? C12 C16 1.386(8) . ? C13 C14 1.349(8) . ? C13 H13 0.9500 . ? C14 N3 1.352(8) . ? C14 H14 0.9500 . ? N3 C15 1.328(8) . ? N3 Zn1 2.171(4) 3_455 ? C15 C16 1.374(8) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C22 1.280(10) . ? C17 C18 1.391(9) . ? C18 C19 1.326(9) . ? C18 H18 0.9500 . ? C19 C20 1.407(11) . ? C19 H19 0.9500 . ? C20 C21 1.356(10) . ? C20 H20 0.9500 . ? C21 C22 1.413(10) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? 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 F1 Zn1 F4 180.000(2) . . ? F1 Zn1 N2 90.63(16) . . ? F4 Zn1 N2 89.37(16) . . ? F1 Zn1 N2 90.63(16) . 2_756 ? F4 Zn1 N2 89.37(16) . 2_756 ? N2 Zn1 N2 178.7(3) . 2_756 ? F1 Zn1 N3 90.50(15) . 4_646 ? F4 Zn1 N3 89.50(16) . 4_646 ? N2 Zn1 N3 90.42(15) . 4_646 ? N2 Zn1 N3 89.57(15) 2_756 4_646 ? F1 Zn1 N3 90.50(16) . 3_545 ? F4 Zn1 N3 89.50(15) . 3_545 ? N2 Zn1 N3 89.57(15) . 3_545 ? N2 Zn1 N3 90.42(15) 2_756 3_545 ? N3 Zn1 N3 179.0(3) 4_646 3_545 ? F3 Si1 F3 178.7(4) 2_756 . ? F3 Si1 F2 89.83(18) 2_756 2_756 ? F3 Si1 F2 90.14(18) . 2_756 ? F3 Si1 F2 90.14(18) 2_756 . ? F3 Si1 F2 89.83(18) . . ? F2 Si1 F2 177.2(4) 2_756 . ? F3 Si1 F4 90.6(2) 2_756 1_565 ? F3 Si1 F4 90.6(2) . 1_565 ? F2 Si1 F4 91.42(19) 2_756 1_565 ? F2 Si1 F4 91.42(19) . 1_565 ? F3 Si1 F1 89.4(2) 2_756 . ? F3 Si1 F1 89.4(2) . . ? F2 Si1 F1 88.58(19) 2_756 . ? F2 Si1 F1 88.58(19) . . ? F4 Si1 F1 179.999(5) 1_565 . ? Si1 F1 Zn1 180.000(1) . . ? Si1 F4 Zn1 179.999(1) 1_545 . ? C4 N1 C1 112.9(5) . . ? C4 N1 C17 121.6(6) . . ? C1 N1 C17 125.5(5) . . ? O1 C1 N1 125.8(5) . . ? O1 C1 C2 129.0(6) . . ? N1 C1 C2 105.1(5) . . ? O3 C2 C3 112.4(5) . . ? O3 C2 C1 109.9(5) . . ? C3 C2 C1 103.0(5) . . ? O3 C2 H2 110.4 . . ? C3 C2 H2 110.4 . . ? C1 C2 H2 110.4 . . ? O5 C3 C2 110.2(5) . . ? O5 C3 C4 114.0(5) . . ? C2 C3 C4 101.3(5) . . ? O5 C3 H3 110.3 . . ? C2 C3 H3 110.3 . . ? C4 C3 H3 110.3 . . ? O2 C4 N1 127.0(7) . . ? O2 C4 C3 125.3(7) . . ? N1 C4 C3 107.7(6) . . ? C5 O3 C2 114.8(4) . . ? O4 C5 O3 123.5(5) . . ? O4 C5 C6 125.4(5) . . ? O3 C5 C6 111.1(5) . . ? C7 C6 C10 115.5(5) . . ? C7 C6 C5 125.4(6) . . ? C10 C6 C5 119.1(5) . . ? C8 C7 C6 121.0(6) . . ? C8 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? N2 C8 C7 122.1(5) . . ? N2 C8 H8 118.9 . . ? C7 C8 H8 118.9 . . ? C9 N2 C8 118.4(5) . . ? C9 N2 Zn1 121.4(4) . . ? C8 N2 Zn1 120.1(4) . . ? N2 C9 C10 122.9(5) . . ? N2 C9 H9 118.5 . . ? C10 C9 H9 118.5 . . ? C9 C10 C6 119.9(5) . . ? C9 C10 H10 120.1 . . ? C6 C10 H10 120.1 . . ? C11 O5 C3 116.7(5) . . ? O6 C11 O5 125.3(6) . . ? O6 C11 C12 123.8(6) . . ? O5 C11 C12 110.8(5) . . ? C13 C12 C16 118.7(5) . . ? C13 C12 C11 122.2(5) . . ? C16 C12 C11 119.1(5) . . ? C14 C13 C12 118.5(6) . . ? C14 C13 H13 120.7 . . ? C12 C13 H13 120.7 . . ? C13 C14 N3 123.2(6) . . ? C13 C14 H14 118.4 . . ? N3 C14 H14 118.4 . . ? C15 N3 C14 118.5(5) . . ? C15 N3 Zn1 123.4(4) . 3_455 ? C14 N3 Zn1 118.1(4) . 3_455 ? N3 C15 C16 121.7(5) . . ? N3 C15 H15 119.2 . . ? C16 C15 H15 119.2 . . ? C15 C16 C12 119.3(5) . . ? C15 C16 H16 120.4 . . ? C12 C16 H16 120.4 . . ? C22 C17 C18 122.6(7) . . ? C22 C17 N1 119.7(6) . . ? C18 C17 N1 117.5(6) . . ? C19 C18 C17 119.1(8) . . ? C19 C18 H18 120.4 . . ? C17 C18 H18 120.4 . . ? C18 C19 C20 119.9(7) . . ? C18 C19 H19 120.1 . . ? C20 C19 H19 120.1 . . ? C21 C20 C19 119.6(7) . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? C20 C21 C22 118.6(8) . . ? C20 C21 H21 120.7 . . ? C22 C21 H21 120.7 . . ? C17 C22 C21 120.1(7) . . ? C17 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? _diffrn_measured_fraction_theta_max 0.947 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.947 _refine_diff_density_max 0.403 _refine_diff_density_min -0.872 _refine_diff_density_rms 0.102