# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'gessnerstrohmann1.cif' # #------------------------------------------------------------------------- #2 Person making the deposition # _publ_contact_author_name 'Carsten Strohmann' _publ_contact_author_address ; Anorganische Chemie Technische Universitaet Dortmund Otto-Hahn-Strasse 6 44227 Dortmund Germany ; _publ_contact_author_email carsten.strohmann@tu-dortmund.de _publ_contact_author_fax '0049 231 755-3807' _publ_contact_author_phone '0049 231 755-7062' _journal_volume ? _journal_page_first ? _journal_page_last ? _journal_year ? _ccdc_journal_depnumber ? # #------------------------------------------------------------------------- #4 Chemical and physical data # # Note that the units for melting point are Kelvin # The compound_id is the identifier for the compound in the published # paper, eg. 4a, II, etc. # Provide a brief description of any significant biological activity, # eg. antimalarial activity # If the compound exhibits polymorphism provide brief details, # eg. monoclinic form, low-temperature phase, etc. # For chemdiag leave blank - no longer necessary _ccdc_compound_id ? _ccdc_biological_activity ? _ccdc_polymorph ? _ccdc_chemdiag_type ? _ccdc_chemdiag_records ; ? ; # #------------------------------------------------------------------------- #5 Other data relating to the structure determination and refinement # # Record the radiation type if not X-rays, eg. neutron # Record the temperature of the data collection (Kelvin) # if not room-temperature # Record R_squared if this is the only reliability factor given by # your refinement program # Describe briefly any disorder, eg. t-Butyl C31-33 disordered over # two sites with occupancies 0.6 and 0.4 # Under ccdc_comments record any other important information _ccdc_temp_data_collection ? _ccdc_ls_R_squared ? _ccdc_disorder ? _ccdc_comments ; ? ; loop_ _publ_author_name 'Carsten Strohmann' 'Viktoria H. Gessner' #------------------------------------------------------------------------- #6 Include your "standard" CIF file here # It should contain the following data items: # unit cell parameters and volume, z value, space group symbol, # R-factor(s), atomic coordinates with standard deviations, # occupancy factors, bond lengths and bond angles # Other data items may be present but will not necessarily be # included in the Cambridge Structural Database # # Do NOT include structure factors # # #------------------------------------------------------------------------- #SUBMISSION INFORMATION # # For a journal send the form to the address specified by the journal # # For a private communication to the CCDC send the form to the address # deposit@ccdc.cam.ac.uk # # For up-to-date information on deposition procedures, check the website # http://www.ccdc.cam.ac.uk/ data_0189 _database_code_depnum_ccdc_archive 'CCDC 851902' #TrackingRef 'gessnerstrohmann1.cif' _audit_creation_date 2009-10-06T13:09:55-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C18 H32 Br2 N2 Si Zn' _chemical_formula_weight 529.74 _chemical_absolute_configuration syn #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.5004(6) _cell_length_b 8.3851(4) _cell_length_c 11.6141(7) _cell_angle_alpha 90 _cell_angle_beta 96.489(5) _cell_angle_gamma 90 _cell_volume 1112.80(10) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.581 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 4.751 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9325 _exptl_absorpt_correction_T_max 0.9894 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_reflns_av_R_equivalents 0.031 _diffrn_reflns_av_unetI/netI 0.0329 _diffrn_reflns_number 10641 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 3863 _reflns_number_gt 3523 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0331P)^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 riding _refine_ls_extinction_method none _refine_ls_number_reflns 3863 _refine_ls_number_parameters 222 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0269 _refine_ls_R_factor_gt 0.0243 _refine_ls_wR_factor_ref 0.0553 _refine_ls_wR_factor_gt 0.055 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.001(8) _refine_diff_density_max 0.671 _refine_diff_density_min -0.295 _refine_diff_density_rms 0.071 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.28815(3) 1.18296(4) 0.92127(3) 0.02121(10) Uani 1 1 d . . . Br1 Br 0.45388(3) 1.16203(5) 0.82114(4) 0.03883(12) Uani 1 1 d . . . Br2 Br 0.15826(3) 1.39505(4) 0.86886(4) 0.03239(11) Uani 1 1 d . . . Si4 Si 0.16047(9) 0.85889(12) 0.69016(9) 0.0235(2) Uani 1 1 d . . . N1 N 0.3310(2) 1.1745(4) 1.1008(3) 0.0294(7) Uani 1 1 d . . . C8 C 0.2423(3) 0.9080(4) 1.0546(3) 0.0165(7) Uani 1 1 d . . . H8 H 0.3231 0.8652 1.052 0.02 Uiso 1 1 calc R . . C3 C 0.2516(3) 1.0469(4) 1.1409(3) 0.0213(8) Uani 1 1 d . . . H3 H 0.1718 1.095 1.1378 0.026 Uiso 1 1 calc R . . C7 C 0.1676(3) 0.7713(4) 1.0957(3) 0.0221(8) Uani 1 1 d . . . H7A H 0.0846 0.805 1.0878 0.027 Uiso 1 1 calc R . . H7B H 0.1737 0.6777 1.0447 0.027 Uiso 1 1 calc R . . C5 C 0.2006(3) 0.8649(5) 1.2992(3) 0.0334(9) Uani 1 1 d . . . H5A H 0.2228 0.8318 1.3806 0.04 Uiso 1 1 calc R . . H5B H 0.1203 0.9089 1.2929 0.04 Uiso 1 1 calc R . . C4 C 0.2850(4) 0.9920(5) 1.2658(3) 0.0339(10) Uani 1 1 d . . . H4A H 0.3655 0.9483 1.2739 0.041 Uiso 1 1 calc R . . H4B H 0.2836 1.0843 1.3187 0.041 Uiso 1 1 calc R . . C6 C 0.2038(3) 0.7221(4) 1.2201(3) 0.0264(9) Uani 1 1 d . . . H6A H 0.1501 0.6386 1.243 0.032 Uiso 1 1 calc R . . H6B H 0.284 0.6772 1.2272 0.032 Uiso 1 1 calc R . . N2 N 0.1996(2) 0.9669(3) 0.9340(2) 0.0151(6) Uani 1 1 d U . . C13 C 0.2549(3) 0.7242(4) 0.6091(3) 0.0278(9) Uani 1 1 d . . . C10 C 0.2311(3) 0.8483(4) 0.8454(3) 0.0174(7) Uani 1 1 d . . . H10A H 0.2148 0.7408 0.875 0.021 Uiso 1 1 calc R . . H10B H 0.3168 0.8552 0.8434 0.021 Uiso 1 1 calc R . . C9 C 0.0719(3) 0.9961(4) 0.9196(3) 0.0204(8) Uani 1 1 d . . . H9A H 0.0503 1.0562 0.848 0.031 Uiso 1 1 calc R . . H9B H 0.0504 1.0575 0.9858 0.031 Uiso 1 1 calc R . . H9C H 0.0303 0.8939 0.9155 0.031 Uiso 1 1 calc R . . C14 C 0.2154(4) 0.5758(5) 0.5687(4) 0.0411(11) Uani 1 1 d . . . H14 H 0.1431 0.5355 0.5884 0.049 Uiso 1 1 calc R . . C2 C 0.4568(3) 1.1361(6) 1.1297(4) 0.0453(12) Uani 1 1 d . . . H2A H 0.5041 1.2115 1.0903 0.068 Uiso 1 1 calc R . . H2B H 0.4717 1.0274 1.1042 0.068 Uiso 1 1 calc R . . H2C H 0.4776 1.1442 1.2137 0.068 Uiso 1 1 calc R . . C1 C 0.3076(4) 1.3298(5) 1.1539(4) 0.0465(12) Uani 1 1 d . . . H1A H 0.3216 1.3208 1.2385 0.07 Uiso 1 1 calc R . . H1B H 0.226 1.3605 1.1313 0.07 Uiso 1 1 calc R . . H1C H 0.3597 1.411 1.1272 0.07 Uiso 1 1 calc R . . C12 C 0.0066(3) 0.7769(5) 0.6745(4) 0.0407(11) Uani 1 1 d . . . H12A H -0.046 0.8548 0.7043 0.061 Uiso 1 1 calc R . . H12B H 0.005 0.6774 0.7187 0.061 Uiso 1 1 calc R . . H12C H -0.0189 0.7559 0.5926 0.061 Uiso 1 1 calc R . . C18 C 0.3611(3) 0.7782(5) 0.5813(4) 0.0407(11) Uani 1 1 d . . . H18 H 0.3899 0.8784 0.6102 0.049 Uiso 1 1 calc R . . C11 C 0.1601(4) 1.0627(5) 0.6241(4) 0.0393(10) Uani 1 1 d . . . H11A H 0.1334 1.0557 0.5412 0.059 Uiso 1 1 calc R . . H11B H 0.2395 1.1068 0.6349 0.059 Uiso 1 1 calc R . . H11C H 0.1073 1.1323 0.6618 0.059 Uiso 1 1 calc R . . C17 C 0.4267(3) 0.6886(6) 0.5117(4) 0.0489(12) Uani 1 1 d . . . H17 H 0.4996 0.7279 0.4925 0.059 Uiso 1 1 calc R . . C16 C 0.3858(4) 0.5418(5) 0.4705(4) 0.0450(12) Uani 1 1 d . . . H16 H 0.43 0.4803 0.4223 0.054 Uiso 1 1 calc R . . C15 C 0.2816(4) 0.4862(5) 0.4993(4) 0.0500(12) Uani 1 1 d . . . H15 H 0.2538 0.3849 0.4717 0.06 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 0.0198(2) 0.01664(19) 0.0284(2) -0.00074(18) 0.00807(17) -0.00210(17) Br1 0.02444(19) 0.0416(2) 0.0541(3) -0.0029(2) 0.02021(18) -0.00378(18) Br2 0.0354(2) 0.01786(18) 0.0459(2) 0.00348(17) 0.01289(17) 0.00491(16) Si4 0.0267(5) 0.0259(6) 0.0172(5) -0.0016(4) -0.0003(4) 0.0033(4) N1 0.0288(15) 0.0220(15) 0.0370(18) -0.0062(15) 0.0011(13) -0.0085(15) C8 0.0118(15) 0.0186(17) 0.0189(17) -0.0021(15) 0.0012(13) -0.0008(13) C3 0.020(2) 0.0221(19) 0.022(2) -0.0029(15) 0.0018(16) -0.0040(14) C7 0.0208(19) 0.0206(18) 0.025(2) 0.0002(15) 0.0047(16) -0.0014(14) C5 0.043(2) 0.042(2) 0.0156(19) 0.0044(18) 0.0065(17) 0.0052(19) C4 0.045(2) 0.031(2) 0.025(2) -0.0055(17) 0.0005(19) -0.0008(18) C6 0.027(2) 0.028(2) 0.024(2) 0.0060(15) 0.0028(16) -0.0012(15) N2 0.0162(14) 0.0141(13) 0.0147(15) -0.0021(11) 0.0004(12) 0.0002(11) C13 0.038(2) 0.029(2) 0.0158(19) -0.0006(15) 0.0014(17) 0.0112(17) C10 0.0159(17) 0.0169(17) 0.0196(18) -0.0024(14) 0.0024(14) 0.0003(13) C9 0.0145(18) 0.0198(18) 0.027(2) 0.0008(15) 0.0037(15) 0.0005(13) C14 0.053(3) 0.031(2) 0.044(3) -0.003(2) 0.023(2) -0.002(2) C2 0.032(2) 0.059(3) 0.042(3) 0.002(2) -0.010(2) -0.022(2) C1 0.068(3) 0.031(2) 0.042(3) -0.0117(19) 0.010(2) -0.013(2) C12 0.028(2) 0.048(3) 0.044(3) -0.010(2) -0.0056(19) 0.0015(19) C18 0.027(2) 0.050(3) 0.043(3) -0.017(2) -0.0018(19) 0.0010(19) C11 0.055(3) 0.034(2) 0.028(2) 0.0089(19) 0.004(2) 0.010(2) C17 0.026(2) 0.067(3) 0.054(3) -0.015(3) 0.006(2) 0.006(2) C16 0.051(3) 0.042(3) 0.044(3) -0.009(2) 0.014(2) 0.016(2) C15 0.069(3) 0.030(2) 0.056(3) -0.011(2) 0.027(3) 0.001(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N1 2.088(3) . ? Zn1 N2 2.092(3) . ? Zn1 Br1 2.3488(5) . ? Zn1 Br2 2.3577(5) . ? Si4 C11 1.873(4) . ? Si4 C12 1.888(4) . ? Si4 C13 1.890(3) . ? Si4 C10 1.894(4) . ? N1 C1 1.479(5) . ? N1 C2 1.483(5) . ? N1 C3 1.513(4) . ? C8 N2 1.513(4) . ? C8 C3 1.533(5) . ? C8 C7 1.540(4) . ? C3 C4 1.529(5) . ? C7 C6 1.515(5) . ? C5 C6 1.512(5) . ? C5 C4 1.521(5) . ? N2 C9 1.481(4) . ? N2 C10 1.504(4) . ? C13 C18 1.374(6) . ? C13 C14 1.388(6) . ? C14 C15 1.390(6) . ? C18 C17 1.388(6) . ? C17 C16 1.384(7) . ? C16 C15 1.363(6) . ? 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 N1 Zn1 N2 87.81(11) . . ? N1 Zn1 Br1 112.25(8) . . ? N2 Zn1 Br1 113.50(7) . . ? N1 Zn1 Br2 110.76(9) . . ? N2 Zn1 Br2 111.87(7) . . ? Br1 Zn1 Br2 117.03(2) . . ? C11 Si4 C12 109.5(2) . . ? C11 Si4 C13 108.42(18) . . ? C12 Si4 C13 108.64(19) . . ? C11 Si4 C10 114.41(18) . . ? C12 Si4 C10 111.77(18) . . ? C13 Si4 C10 103.73(15) . . ? C1 N1 C2 108.4(3) . . ? C1 N1 C3 110.5(3) . . ? C2 N1 C3 112.6(3) . . ? C1 N1 Zn1 110.7(3) . . ? C2 N1 Zn1 110.3(2) . . ? C3 N1 Zn1 104.4(2) . . ? N2 C8 C3 110.4(3) . . ? N2 C8 C7 113.3(3) . . ? C3 C8 C7 111.3(3) . . ? N1 C3 C4 114.2(3) . . ? N1 C3 C8 109.6(3) . . ? C4 C3 C8 112.5(3) . . ? C6 C7 C8 113.3(3) . . ? C6 C5 C4 109.8(3) . . ? C5 C4 C3 110.8(3) . . ? C5 C6 C7 110.0(3) . . ? C9 N2 C10 110.1(3) . . ? C9 N2 C8 111.9(2) . . ? C10 N2 C8 109.8(2) . . ? C9 N2 Zn1 109.48(19) . . ? C10 N2 Zn1 111.59(18) . . ? C8 N2 Zn1 103.81(18) . . ? C18 C13 C14 118.8(4) . . ? C18 C13 Si4 119.7(3) . . ? C14 C13 Si4 121.3(3) . . ? N2 C10 Si4 120.7(2) . . ? C13 C14 C15 120.1(4) . . ? C13 C18 C17 121.0(4) . . ? C16 C17 C18 119.8(4) . . ? C15 C16 C17 119.6(4) . . ? C16 C15 C14 120.8(4) . . ? # Attachment 'gessnerstrohmann2.cif' data_0059 _database_code_depnum_ccdc_archive 'CCDC 851903' #TrackingRef 'gessnerstrohmann2.cif' _audit_creation_date 2009-10-22T08:54:20-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C23 H34 Br2 N2 Si Zn' _chemical_formula_weight 591.8 _chemical_absolute_configuration syn #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.3467(6) _cell_length_b 11.0348(6) _cell_length_c 19.5297(14) _cell_angle_alpha 90 _cell_angle_beta 106.652(7) _cell_angle_gamma 90 _cell_volume 2549.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.542 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 4.157 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9195 _exptl_absorpt_correction_T_max 0.9874 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_reflns_av_R_equivalents 0.0859 _diffrn_reflns_av_unetI/netI 0.1234 _diffrn_reflns_number 23721 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 8910 _reflns_number_gt 6010 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0000P)^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 riding _refine_ls_extinction_method none _refine_ls_number_reflns 8910 _refine_ls_number_parameters 531 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0649 _refine_ls_R_factor_gt 0.0432 _refine_ls_wR_factor_ref 0.0691 _refine_ls_wR_factor_gt 0.0674 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.045(8) _refine_diff_density_max 0.683 _refine_diff_density_min -0.542 _refine_diff_density_rms 0.092 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Br1 Br 0.76772(6) -0.25521(7) 0.81300(5) 0.0432(2) Uani 1 1 d . . . Br2 Br 0.44493(6) -0.26303(7) 0.81831(5) 0.0426(2) Uani 1 1 d . . . Br3 Br -0.17316(6) 0.89485(7) 0.53786(5) 0.0438(2) Uani 1 1 d . . . Br4 Br 0.15763(6) 0.87552(6) 0.54643(4) 0.0368(2) Uani 1 1 d . . . C1 C 0.6271(6) -0.2192(7) 0.6308(4) 0.055(3) Uani 1 1 d . . . H1A H 0.6641 -0.294 0.6527 0.083 Uiso 1 1 calc R . . H1B H 0.6814 -0.1522 0.6423 0.083 Uiso 1 1 calc R . . H1C H 0.6 -0.2295 0.5788 0.083 Uiso 1 1 calc R . . C2 C 0.4450(6) -0.2874(6) 0.6347(4) 0.045(2) Uani 1 1 d . . . H2A H 0.43 -0.2967 0.5829 0.068 Uiso 1 1 calc R . . H2B H 0.3745 -0.2672 0.6457 0.068 Uiso 1 1 calc R . . H2C H 0.4753 -0.3634 0.6585 0.068 Uiso 1 1 calc R . . C3 C 0.4747(5) -0.0686(6) 0.6351(4) 0.0253(19) Uani 1 1 d . . . H3 H 0.4004 -0.0661 0.646 0.03 Uiso 1 1 calc R . . C4 C 0.4501(6) -0.0470(7) 0.5562(4) 0.042(2) Uani 1 1 d . . . H4A H 0.3979 -0.1105 0.5299 0.05 Uiso 1 1 calc R . . H4B H 0.5212 -0.0532 0.5426 0.05 Uiso 1 1 calc R . . C5 C 0.3974(6) 0.0771(7) 0.5347(4) 0.047(2) Uani 1 1 d . . . H5A H 0.3841 0.0885 0.4826 0.057 Uiso 1 1 calc R . . H5B H 0.3233 0.081 0.5447 0.057 Uiso 1 1 calc R . . C6 C 0.4711(7) 0.1769(7) 0.5738(4) 0.054(2) Uani 1 1 d . . . H6A H 0.4328 0.2558 0.5603 0.064 Uiso 1 1 calc R . . H6B H 0.5428 0.1782 0.5606 0.064 Uiso 1 1 calc R . . C7 C 0.4964(6) 0.1571(6) 0.6553(4) 0.040(2) Uani 1 1 d . . . H7A H 0.5491 0.2208 0.6808 0.048 Uiso 1 1 calc R . . H7B H 0.4253 0.1655 0.6687 0.048 Uiso 1 1 calc R . . C8 C 0.5478(5) 0.0335(6) 0.6792(4) 0.0309(19) Uani 1 1 d . . . H8 H 0.6218 0.0311 0.6679 0.037 Uiso 1 1 calc R . . C9 C 0.4800(5) 0.0572(6) 0.7865(4) 0.043(2) Uani 1 1 d . . . H9A H 0.4781 0.1459 0.7838 0.065 Uiso 1 1 calc R . . H9B H 0.4941 0.0318 0.8363 0.065 Uiso 1 1 calc R . . H9C H 0.4072 0.0245 0.7579 0.065 Uiso 1 1 calc R . . C10 C 0.6845(5) 0.0701(6) 0.7992(4) 0.031(2) Uani 1 1 d . . . H10A H 0.6853 0.1516 0.7781 0.037 Uiso 1 1 calc R . . H10B H 0.7461 0.0233 0.7886 0.037 Uiso 1 1 calc R . . C11 C 0.6937(5) -0.0389(6) 0.9492(4) 0.040(2) Uani 1 1 d . . . H11A H 0.612 -0.0436 0.9421 0.061 Uiso 1 1 calc R . . H11B H 0.7325 -0.0283 1.0001 0.061 Uiso 1 1 calc R . . H11C H 0.7198 -0.1139 0.9321 0.061 Uiso 1 1 calc R . . C12 C 0.6624(5) 0.2344(7) 0.9227(4) 0.0304(18) Uani 1 1 d . . . C13 C 0.6289(6) 0.2453(8) 0.9842(5) 0.046(2) Uani 1 1 d . . . H13 H 0.6277 0.1749 1.0119 0.055 Uiso 1 1 calc R . . C14 C 0.5975(6) 0.3541(9) 1.0066(4) 0.052(3) Uani 1 1 d . . . H14 H 0.5741 0.3571 1.0489 0.063 Uiso 1 1 calc R . . C15 C 0.5992(6) 0.4594(8) 0.9688(5) 0.047(2) Uani 1 1 d . . . H15 H 0.5791 0.5349 0.985 0.056 Uiso 1 1 calc R . . C16 C 0.6305(6) 0.4520(7) 0.9074(5) 0.046(2) Uani 1 1 d . . . H16 H 0.632 0.5229 0.8801 0.055 Uiso 1 1 calc R . . C17 C 0.6606(5) 0.3397(7) 0.8847(4) 0.039(2) Uani 1 1 d . . . H17 H 0.6805 0.3361 0.8412 0.047 Uiso 1 1 calc R . . C18 C 0.8845(5) 0.1129(6) 0.9265(4) 0.0265(18) Uani 1 1 d . . . C19 C 0.9550(6) 0.0128(7) 0.9393(4) 0.041(2) Uani 1 1 d . . . H19 H 0.9231 -0.066 0.9302 0.049 Uiso 1 1 calc R . . C20 C 1.0744(6) 0.0258(8) 0.9658(4) 0.044(2) Uani 1 1 d . . . H20 H 1.122 -0.0436 0.9751 0.053 Uiso 1 1 calc R . . C21 C 1.1194(6) 0.1387(7) 0.9777(4) 0.042(2) Uani 1 1 d . . . H21 H 1.1987 0.1479 0.9979 0.051 Uiso 1 1 calc R . . C22 C 1.0527(6) 0.2388(8) 0.9612(4) 0.041(2) Uani 1 1 d . . . H22 H 1.0859 0.3172 0.9659 0.049 Uiso 1 1 calc R . . C23 C 0.9326(5) 0.2258(7) 0.9367(4) 0.036(2) Uani 1 1 d . . . H23 H 0.8859 0.2958 0.9275 0.044 Uiso 1 1 calc R . . C24 C -0.0952(5) 0.6220(6) 0.6346(4) 0.046(2) Uani 1 1 d . . . H24A H -0.0924 0.5397 0.6539 0.07 Uiso 1 1 calc R . . H24B H -0.1339 0.6206 0.5832 0.07 Uiso 1 1 calc R . . H24C H -0.1366 0.6749 0.6587 0.07 Uiso 1 1 calc R . . C25 C 0.0859(6) 0.5879(6) 0.6105(4) 0.045(2) Uani 1 1 d . . . H25A H 0.0927 0.5072 0.6323 0.068 Uiso 1 1 calc R . . H25B H 0.1615 0.621 0.6156 0.068 Uiso 1 1 calc R . . H25C H 0.0445 0.5819 0.5597 0.068 Uiso 1 1 calc R . . C26 C 0.0841(6) 0.6853(6) 0.7232(4) 0.0263(19) Uani 1 1 d . . . H26 H 0.166 0.691 0.7259 0.032 Uiso 1 1 calc R . . C27 C 0.0748(6) 0.5801(6) 0.7720(4) 0.035(2) Uani 1 1 d . . . H27A H -0.0061 0.5673 0.768 0.042 Uiso 1 1 calc R . . H27B H 0.1027 0.5058 0.7542 0.042 Uiso 1 1 calc R . . C28 C 0.1376(6) 0.5950(6) 0.8493(4) 0.037(2) Uani 1 1 d . . . H28A H 0.2199 0.5973 0.8553 0.044 Uiso 1 1 calc R . . H28B H 0.1217 0.5255 0.877 0.044 Uiso 1 1 calc R . . C29 C 0.1008(6) 0.7110(6) 0.8764(4) 0.035(2) Uani 1 1 d . . . H29A H 0.02 0.705 0.8745 0.042 Uiso 1 1 calc R . . H29B H 0.1451 0.7234 0.9269 0.042 Uiso 1 1 calc R . . C30 C 0.1176(5) 0.8169(6) 0.8327(4) 0.035(2) Uani 1 1 d . . . H30A H 0.1994 0.8262 0.8381 0.043 Uiso 1 1 calc R . . H30B H 0.0914 0.8913 0.8514 0.043 Uiso 1 1 calc R . . C31 C 0.0549(5) 0.8051(6) 0.7532(4) 0.0240(18) Uani 1 1 d . . . H31 H -0.0272 0.8002 0.7501 0.029 Uiso 1 1 calc R . . C32 C 0.1893(5) 0.9468(6) 0.7245(4) 0.0273(18) Uani 1 1 d . . . H32A H 0.2131 0.9814 0.7727 0.041 Uiso 1 1 calc R . . H32B H 0.1982 1.0075 0.6899 0.041 Uiso 1 1 calc R . . H32C H 0.2361 0.8759 0.7224 0.041 Uiso 1 1 calc R . . C33 C -0.0019(5) 1.0168(5) 0.7174(4) 0.0295(19) Uani 1 1 d . . . H33A H 0.0097 1.0251 0.7695 0.035 Uiso 1 1 calc R . . H33B H -0.0825 0.9961 0.6959 0.035 Uiso 1 1 calc R . . C34 C 0.0174(6) 1.1662(6) 0.5891(4) 0.045(2) Uani 1 1 d . . . H34A H 0.0251 1.2487 0.5724 0.068 Uiso 1 1 calc R . . H34B H -0.0546 1.1316 0.5609 0.068 Uiso 1 1 calc R . . H34C H 0.0798 1.1161 0.5835 0.068 Uiso 1 1 calc R . . C35 C 0.1553(6) 1.2419(7) 0.7378(5) 0.035(2) Uani 1 1 d . . . C36 C 0.2236(6) 1.3078(6) 0.7053(6) 0.058(3) Uani 1 1 d . . . H36 H 0.2035 1.3103 0.6546 0.07 Uiso 1 1 calc R . . C37 C 0.3202(9) 1.3703(10) 0.7441(7) 0.085(4) Uani 1 1 d . . . H37 H 0.3655 1.4148 0.7209 0.101 Uiso 1 1 calc R . . C38 C 0.3465(8) 1.3641(10) 0.8172(9) 0.107(6) Uani 1 1 d . . . H38 H 0.4098 1.409 0.8445 0.129 Uiso 1 1 calc R . . C39 C 0.2858(8) 1.2957(8) 0.8544(6) 0.081(4) Uani 1 1 d . . . H39 H 0.3091 1.2908 0.9051 0.097 Uiso 1 1 calc R . . C40 C 0.1875(6) 1.2338(7) 0.8126(4) 0.042(2) Uani 1 1 d . . . H40 H 0.1436 1.1868 0.8356 0.051 Uiso 1 1 calc R . . C41 C -0.1000(6) 1.2677(6) 0.6937(4) 0.031(2) Uani 1 1 d . . . C42 C -0.0945(5) 1.3259(6) 0.7573(4) 0.0295(18) Uani 1 1 d . . . H42 H -0.0309 1.3127 0.7976 0.035 Uiso 1 1 calc R . . C43 C -0.1796(6) 1.4032(6) 0.7636(4) 0.037(2) Uani 1 1 d . . . H43 H -0.1743 1.4439 0.8073 0.045 Uiso 1 1 calc R . . C44 C -0.2735(5) 1.4202(6) 0.7042(4) 0.032(2) Uani 1 1 d . . . H44 H -0.3318 1.4736 0.708 0.038 Uiso 1 1 calc R . . C45 C -0.2837(5) 1.3631(7) 0.6420(4) 0.0326(19) Uani 1 1 d . . . H45 H -0.3491 1.3754 0.6027 0.039 Uiso 1 1 calc R . . C46 C -0.1973(6) 1.2850(6) 0.6351(4) 0.031(2) Uani 1 1 d . . . H46 H -0.2042 1.2442 0.5912 0.038 Uiso 1 1 calc R . . N1 N 0.5265(4) -0.1909(5) 0.6598(3) 0.0282(16) Uani 1 1 d . . . N2 N 0.5735(4) 0.0100(5) 0.7576(3) 0.0295(16) Uani 1 1 d . . . N3 N 0.0236(5) 0.6694(5) 0.6469(3) 0.0279(16) Uani 1 1 d . . . N4 N 0.0665(4) 0.9089(5) 0.7067(3) 0.0298(16) Uani 1 1 d . . . Si7 Si 0.72555(17) 0.09122(19) 0.89855(12) 0.0310(6) Uani 1 1 d . . . Si8 Si 0.02108(17) 1.17061(17) 0.68281(12) 0.0300(5) Uani 1 1 d . . . Zn1 Zn 0.58244(6) -0.17919(7) 0.76990(5) 0.0297(2) Uani 1 1 d . . . Zn2 Zn 0.01384(6) 0.84328(7) 0.60268(4) 0.0283(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0260(4) 0.0423(5) 0.0590(6) -0.0002(5) 0.0084(4) 0.0118(4) Br2 0.0326(4) 0.0345(5) 0.0658(7) 0.0104(5) 0.0225(4) 0.0009(4) Br3 0.0270(4) 0.0449(5) 0.0549(6) 0.0111(5) 0.0043(4) -0.0014(4) Br4 0.0326(4) 0.0373(5) 0.0446(5) -0.0050(5) 0.0177(4) -0.0068(4) C1 0.043(5) 0.071(6) 0.058(6) -0.022(5) 0.023(5) 0.006(4) C2 0.058(5) 0.028(5) 0.052(6) -0.007(5) 0.017(5) -0.007(4) C3 0.011(4) 0.023(4) 0.046(6) 0.001(4) 0.015(4) -0.009(3) C4 0.024(4) 0.053(6) 0.044(6) 0.001(5) 0.005(4) -0.020(4) C5 0.055(6) 0.047(5) 0.029(5) 0.016(5) -0.005(4) -0.022(5) C6 0.065(6) 0.044(5) 0.043(6) 0.002(5) 0.001(5) -0.013(5) C7 0.028(5) 0.032(5) 0.056(6) 0.004(5) 0.005(4) -0.014(4) C8 0.021(4) 0.042(5) 0.029(5) 0.004(4) 0.006(4) -0.006(4) C9 0.025(4) 0.017(4) 0.091(8) -0.007(5) 0.021(5) 0.000(4) C10 0.019(4) 0.018(4) 0.057(6) 0.004(4) 0.013(4) 0.001(3) C11 0.034(5) 0.048(5) 0.044(6) 0.012(5) 0.019(4) 0.004(4) C12 0.029(4) 0.033(4) 0.030(5) -0.001(5) 0.010(4) -0.001(4) C13 0.032(5) 0.054(6) 0.055(7) 0.006(6) 0.018(5) 0.003(5) C14 0.043(5) 0.076(7) 0.048(6) 0.001(6) 0.028(5) 0.015(6) C15 0.033(5) 0.052(6) 0.052(7) -0.019(6) 0.008(5) 0.016(5) C16 0.035(5) 0.040(5) 0.055(7) -0.003(5) 0.000(5) -0.006(4) C17 0.029(4) 0.046(5) 0.048(5) -0.003(5) 0.020(4) 0.000(4) C18 0.014(4) 0.032(4) 0.031(5) -0.005(4) 0.003(4) 0.006(4) C19 0.035(5) 0.034(5) 0.047(6) -0.007(5) 0.001(4) -0.010(4) C20 0.030(5) 0.043(5) 0.061(7) -0.004(5) 0.014(5) 0.011(4) C21 0.016(4) 0.057(6) 0.052(6) -0.021(5) 0.005(4) -0.004(4) C22 0.036(5) 0.042(5) 0.053(6) 0.006(5) 0.025(4) 0.004(5) C23 0.026(4) 0.035(5) 0.048(6) 0.002(5) 0.011(4) 0.010(4) C24 0.035(5) 0.034(5) 0.063(7) 0.004(5) 0.003(5) -0.030(4) C25 0.052(6) 0.025(4) 0.066(7) 0.003(5) 0.029(5) 0.000(4) C26 0.018(4) 0.027(4) 0.036(5) 0.001(4) 0.011(4) -0.004(4) C27 0.032(5) 0.022(4) 0.053(6) -0.005(5) 0.014(4) 0.005(4) C28 0.042(5) 0.028(5) 0.040(6) 0.013(5) 0.012(5) 0.003(4) C29 0.034(4) 0.043(5) 0.025(5) 0.012(4) 0.003(4) 0.005(4) C30 0.035(4) 0.032(5) 0.043(5) 0.009(5) 0.019(4) 0.023(4) C31 0.017(4) 0.019(4) 0.038(5) 0.004(4) 0.010(4) 0.003(3) C32 0.028(4) 0.019(4) 0.030(5) 0.000(4) 0.002(4) -0.006(4) C33 0.012(4) 0.022(4) 0.055(6) 0.004(4) 0.009(4) 0.001(3) C34 0.046(5) 0.026(4) 0.070(7) 0.010(5) 0.024(5) 0.008(4) C35 0.033(4) 0.014(4) 0.060(6) -0.002(5) 0.017(4) 0.013(4) C36 0.039(5) 0.017(4) 0.126(9) 0.003(6) 0.036(6) 0.010(4) C37 0.052(7) 0.036(6) 0.181(13) -0.021(10) 0.057(9) -0.004(6) C38 0.029(6) 0.037(7) 0.262(19) -0.054(12) 0.051(10) -0.006(5) C39 0.058(7) 0.045(6) 0.108(10) -0.034(7) -0.027(7) 0.028(5) C40 0.031(5) 0.034(5) 0.051(6) -0.005(6) -0.006(4) 0.016(4) C41 0.032(4) 0.020(5) 0.044(6) 0.003(4) 0.017(4) -0.003(4) C42 0.036(4) 0.020(4) 0.031(5) 0.006(4) 0.007(4) -0.003(4) C43 0.030(4) 0.030(5) 0.056(6) -0.003(5) 0.018(4) -0.014(4) C44 0.018(4) 0.019(4) 0.062(6) 0.011(5) 0.020(4) 0.003(4) C45 0.031(4) 0.026(4) 0.034(5) 0.009(4) -0.002(4) 0.000(4) C46 0.036(5) 0.028(4) 0.027(5) 0.008(4) 0.005(4) -0.001(4) N1 0.013(3) 0.014(3) 0.060(5) -0.001(3) 0.014(3) 0.000(3) N2 0.021(3) 0.023(3) 0.049(5) 0.003(4) 0.016(3) 0.002(3) N3 0.027(4) 0.031(4) 0.027(4) 0.004(3) 0.009(3) 0.010(3) N4 0.013(3) 0.030(4) 0.051(4) -0.001(3) 0.015(3) -0.006(3) Si7 0.0244(12) 0.0322(12) 0.0345(15) 0.0002(12) 0.0055(11) -0.0016(10) Si8 0.0309(12) 0.0199(11) 0.0380(15) 0.0011(11) 0.0081(11) 0.0013(10) Zn1 0.0216(4) 0.0274(5) 0.0410(6) 0.0012(5) 0.0105(4) 0.0018(4) Zn2 0.0250(5) 0.0233(5) 0.0362(6) 0.0013(5) 0.0084(4) -0.0022(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Br1 Zn1 2.3541(10) . ? Br2 Zn1 2.3563(10) . ? Br3 Zn2 2.3626(10) . ? Br4 Zn2 2.3671(10) . ? C1 N1 1.538(7) . ? C2 N1 1.450(8) . ? C3 C4 1.503(9) . ? C3 N1 1.513(8) . ? C3 C8 1.543(9) . ? C4 C5 1.523(10) . ? C5 C6 1.492(10) . ? C6 C7 1.547(10) . ? C7 C8 1.520(9) . ? C8 N2 1.494(8) . ? C9 N2 1.515(7) . ? C10 N2 1.531(8) . ? C10 Si7 1.873(7) . ? C11 Si7 1.848(7) . ? C12 C13 1.383(9) . ? C12 C17 1.376(10) . ? C12 Si7 1.881(7) . ? C13 C14 1.372(11) . ? C14 C15 1.380(11) . ? C15 C16 1.362(9) . ? C16 C17 1.402(10) . ? C18 C23 1.371(9) . ? C18 C19 1.384(9) . ? C18 Si7 1.895(6) . ? C19 C20 1.423(9) . ? C20 C21 1.357(9) . ? C21 C22 1.361(10) . ? C22 C23 1.429(9) . ? C24 N3 1.511(7) . ? C25 N3 1.489(8) . ? C26 N3 1.475(9) . ? C26 C27 1.527(9) . ? C26 C31 1.530(8) . ? C27 C28 1.496(9) . ? C28 C29 1.504(9) . ? C29 C30 1.497(9) . ? C30 C31 1.527(9) . ? C31 N4 1.495(7) . ? C32 N4 1.514(7) . ? C33 N4 1.509(7) . ? C33 Si8 1.878(6) . ? C34 Si8 1.818(7) . ? C35 C36 1.395(9) . ? C35 C40 1.403(10) . ? C35 Si8 1.870(8) . ? C36 C37 1.398(13) . ? C37 C38 1.373(15) . ? C38 C39 1.404(13) . ? C39 C40 1.429(11) . ? C41 C42 1.384(9) . ? C41 C46 1.414(10) . ? C41 Si8 1.900(7) . ? C42 C43 1.386(8) . ? C43 C44 1.397(9) . ? C44 C45 1.342(9) . ? C45 C46 1.408(9) . ? N1 Zn1 2.065(6) . ? N2 Zn1 2.100(5) . ? N3 Zn2 2.093(6) . ? N4 Zn2 2.077(6) . ? 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 C4 C3 N1 114.3(6) . . ? C4 C3 C8 111.8(6) . . ? N1 C3 C8 110.3(5) . . ? C3 C4 C5 111.7(6) . . ? C6 C5 C4 111.9(6) . . ? C5 C6 C7 109.7(6) . . ? C8 C7 C6 112.7(7) . . ? N2 C8 C7 114.7(6) . . ? N2 C8 C3 111.3(5) . . ? C7 C8 C3 110.9(6) . . ? N2 C10 Si7 122.6(4) . . ? C13 C12 C17 115.6(7) . . ? C13 C12 Si7 122.7(6) . . ? C17 C12 Si7 121.2(6) . . ? C12 C13 C14 122.4(8) . . ? C15 C14 C13 121.1(7) . . ? C16 C15 C14 118.2(8) . . ? C15 C16 C17 119.9(8) . . ? C12 C17 C16 122.7(7) . . ? C23 C18 C19 118.4(6) . . ? C23 C18 Si7 121.8(5) . . ? C19 C18 Si7 119.8(5) . . ? C18 C19 C20 121.2(7) . . ? C21 C20 C19 119.0(7) . . ? C20 C21 C22 121.0(7) . . ? C21 C22 C23 119.8(8) . . ? C18 C23 C22 120.3(7) . . ? N3 C26 C27 115.7(6) . . ? N3 C26 C31 112.6(6) . . ? C27 C26 C31 110.5(6) . . ? C28 C27 C26 115.9(6) . . ? C27 C28 C29 109.1(6) . . ? C30 C29 C28 111.0(6) . . ? C29 C30 C31 113.6(6) . . ? N4 C31 C30 116.3(6) . . ? N4 C31 C26 110.8(5) . . ? C30 C31 C26 110.9(6) . . ? N4 C33 Si8 121.0(4) . . ? C36 C35 C40 118.6(8) . . ? C36 C35 Si8 120.7(7) . . ? C40 C35 Si8 120.7(6) . . ? C37 C36 C35 123.0(10) . . ? C36 C37 C38 116.7(12) . . ? C39 C38 C37 124.3(13) . . ? C38 C39 C40 117.0(11) . . ? C35 C40 C39 120.4(8) . . ? C42 C41 C46 118.4(6) . . ? C42 C41 Si8 121.6(6) . . ? C46 C41 Si8 119.9(6) . . ? C43 C42 C41 121.4(7) . . ? C42 C43 C44 118.6(7) . . ? C45 C44 C43 121.9(7) . . ? C44 C45 C46 119.8(7) . . ? C41 C46 C45 119.8(7) . . ? C2 N1 C3 111.0(5) . . ? C2 N1 C1 106.4(5) . . ? C3 N1 C1 112.1(5) . . ? C2 N1 Zn1 113.0(4) . . ? C3 N1 Zn1 105.1(4) . . ? C1 N1 Zn1 109.4(4) . . ? C8 N2 C9 111.1(6) . . ? C8 N2 C10 111.3(5) . . ? C9 N2 C10 108.4(5) . . ? C8 N2 Zn1 106.2(4) . . ? C9 N2 Zn1 108.7(4) . . ? C10 N2 Zn1 111.1(4) . . ? C26 N3 C25 111.9(5) . . ? C26 N3 C24 112.9(5) . . ? C25 N3 C24 109.0(6) . . ? C26 N3 Zn2 105.1(4) . . ? C25 N3 Zn2 109.5(4) . . ? C24 N3 Zn2 108.3(4) . . ? C31 N4 C32 109.6(5) . . ? C31 N4 C33 111.4(5) . . ? C32 N4 C33 108.3(5) . . ? C31 N4 Zn2 105.7(4) . . ? C32 N4 Zn2 109.5(4) . . ? C33 N4 Zn2 112.3(5) . . ? C11 Si7 C10 114.9(3) . . ? C11 Si7 C12 110.6(3) . . ? C10 Si7 C12 110.8(3) . . ? C11 Si7 C18 107.8(3) . . ? C10 Si7 C18 105.3(3) . . ? C12 Si7 C18 106.9(3) . . ? C34 Si8 C35 110.6(3) . . ? C34 Si8 C33 112.0(3) . . ? C35 Si8 C33 112.0(3) . . ? C34 Si8 C41 109.5(4) . . ? C35 Si8 C41 107.1(3) . . ? C33 Si8 C41 105.3(3) . . ? N1 Zn1 N2 87.3(2) . . ? N1 Zn1 Br1 110.52(13) . . ? N2 Zn1 Br1 114.14(15) . . ? N1 Zn1 Br2 109.19(14) . . ? N2 Zn1 Br2 114.56(14) . . ? Br1 Zn1 Br2 117.05(4) . . ? N4 Zn2 N3 87.2(2) . . ? N4 Zn2 Br3 115.09(13) . . ? N3 Zn2 Br3 111.93(16) . . ? N4 Zn2 Br4 109.57(13) . . ? N3 Zn2 Br4 111.53(14) . . ? Br3 Zn2 Br4 117.58(4) . . ? # Attachment 'gessnerstrohmann3.cif' data_0188 _database_code_depnum_ccdc_archive 'CCDC 851904' #TrackingRef 'gessnerstrohmann3.cif' _audit_creation_date 2009-10-06T13:04:18-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C39 H52 Br2 N2 O Si2 Zn' _chemical_formula_weight 846.2 _chemical_absolute_configuration rmad #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 12.2947(4) _cell_length_b 16.4427(5) _cell_length_c 19.7658(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3995.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.407 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.706 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9125 _exptl_absorpt_correction_T_max 0.9914 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_reflns_av_R_equivalents 0.0456 _diffrn_reflns_av_unetI/netI 0.056 _diffrn_reflns_number 33648 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 7038 _reflns_number_gt 5690 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0115P)^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 riding _refine_ls_extinction_method none _refine_ls_number_reflns 7038 _refine_ls_number_parameters 430 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0351 _refine_ls_R_factor_gt 0.0255 _refine_ls_wR_factor_ref 0.0397 _refine_ls_wR_factor_gt 0.0392 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.003(5) _refine_diff_density_max 0.616 _refine_diff_density_min -0.399 _refine_diff_density_rms 0.051 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Br1 Br 0.96509(3) 0.710478(17) -0.005482(14) 0.03586(9) Uani 1 1 d . . . Br2 Br 1.01550(3) 0.471552(18) -0.027195(14) 0.04462(10) Uani 1 1 d . . . C1 C 1.2324(3) 0.5226(2) 0.07778(14) 0.0480(10) Uani 1 1 d . . . H1A H 1.2411 0.5181 0.0286 0.072 Uiso 1 1 calc R . . H1B H 1.1957 0.474 0.0951 0.072 Uiso 1 1 calc R . . H1C H 1.304 0.5277 0.0991 0.072 Uiso 1 1 calc R . . C2 C 1.2282(3) 0.6686(2) 0.07189(15) 0.0521(10) Uani 1 1 d . . . H2A H 1.1845 0.7174 0.0804 0.078 Uiso 1 1 calc R . . H2B H 1.2445 0.6646 0.0235 0.078 Uiso 1 1 calc R . . H2C H 1.2963 0.672 0.0975 0.078 Uiso 1 1 calc R . . C3 C 1.1388(2) 0.60187(18) 0.16772(12) 0.0248(8) Uani 1 1 d . . . H3 H 1.1187 0.6598 0.1766 0.03 Uiso 1 1 calc R . . C4 C 1.2359(2) 0.5815(2) 0.21381(13) 0.0366(8) Uani 1 1 d . . . H4A H 1.2603 0.5253 0.2047 0.044 Uiso 1 1 calc R . . H4B H 1.2969 0.6187 0.2034 0.044 Uiso 1 1 calc R . . C5 C 1.2059(2) 0.5896(2) 0.28824(13) 0.0371(8) Uani 1 1 d . . . H5A H 1.2688 0.5739 0.3167 0.045 Uiso 1 1 calc R . . H5B H 1.1872 0.6468 0.2985 0.045 Uiso 1 1 calc R . . C6 C 1.1110(2) 0.53576(18) 0.30400(13) 0.0319(8) Uani 1 1 d . . . H6A H 1.0918 0.5411 0.3524 0.038 Uiso 1 1 calc R . . H6B H 1.1309 0.4784 0.2953 0.038 Uiso 1 1 calc R . . C7 C 1.0135(2) 0.55873(15) 0.26071(11) 0.0243(7) Uani 1 1 d . . . H7A H 0.9921 0.6156 0.2706 0.029 Uiso 1 1 calc R . . H7B H 0.9513 0.523 0.2721 0.029 Uiso 1 1 calc R . . C8 C 1.0402(2) 0.55035(15) 0.18530(11) 0.0197(7) Uani 1 1 d . . . H8 H 1.0609 0.4923 0.1773 0.024 Uiso 1 1 calc R . . C9 C 0.8884(2) 0.64554(15) 0.15936(13) 0.0208(7) Uani 1 1 d . . . H9A H 0.8351 0.6603 0.1246 0.031 Uiso 1 1 calc R . . H9B H 0.9422 0.6892 0.1639 0.031 Uiso 1 1 calc R . . H9C H 0.8512 0.6375 0.2027 0.031 Uiso 1 1 calc R . . C10 C 0.8661(2) 0.49916(16) 0.13998(12) 0.0199(7) Uani 1 1 d . . . H10A H 0.8535 0.4844 0.1879 0.024 Uiso 1 1 calc R . . H10B H 0.9032 0.4523 0.1186 0.024 Uiso 1 1 calc R . . C11 C 0.6353(2) 0.57059(16) 0.15391(13) 0.0209(7) Uani 1 1 d . . . C12 C 0.5832(2) 0.64060(17) 0.13187(13) 0.0216(7) Uani 1 1 d . . . H12 H 0.5936 0.6577 0.0864 0.026 Uiso 1 1 calc R . . C13 C 0.5168(2) 0.68645(16) 0.17353(13) 0.0304(7) Uani 1 1 d . . . H13 H 0.4827 0.7342 0.1566 0.037 Uiso 1 1 calc R . . C14 C 0.5001(2) 0.66252(18) 0.24014(13) 0.0309(8) Uani 1 1 d . . . H14 H 0.4542 0.6933 0.2691 0.037 Uiso 1 1 calc R . . C15 C 0.5512(2) 0.5931(2) 0.26353(14) 0.0331(8) Uani 1 1 d . . . H15 H 0.5401 0.576 0.3089 0.04 Uiso 1 1 calc R . . C16 C 0.6178(2) 0.54858(18) 0.22195(13) 0.0264(7) Uani 1 1 d . . . H16 H 0.653 0.5017 0.2395 0.032 Uiso 1 1 calc R . . C17 C 0.6765(3) 0.40121(18) 0.09564(13) 0.0263(8) Uani 1 1 d . . . C18 C 0.5744(3) 0.38047(19) 0.11825(14) 0.0420(10) Uani 1 1 d . . . H18 H 0.5292 0.4213 0.1374 0.05 Uiso 1 1 calc R . . C19 C 0.5360(4) 0.3015(2) 0.11383(15) 0.0692(14) Uani 1 1 d . . . H19 H 0.4654 0.2884 0.1301 0.083 Uiso 1 1 calc R . . C20 C 0.6006(4) 0.2421(2) 0.08574(18) 0.0733(16) Uani 1 1 d . . . H20 H 0.5743 0.1879 0.0825 0.088 Uiso 1 1 calc R . . C21 C 0.7040(4) 0.2610(2) 0.06208(17) 0.0659(13) Uani 1 1 d . . . H21 H 0.7489 0.22 0.0428 0.079 Uiso 1 1 calc R . . C22 C 0.7405(3) 0.34003(19) 0.06709(14) 0.0404(9) Uani 1 1 d . . . H22 H 0.8109 0.3532 0.0507 0.048 Uiso 1 1 calc R . . C23 C 0.7342(2) 0.55245(15) 0.01152(11) 0.0207(7) Uani 1 1 d . . . H23A H 0.803 0.5333 -0.009 0.025 Uiso 1 1 calc R . . H23B H 0.7403 0.6122 0.0163 0.025 Uiso 1 1 calc R . . C24 C 0.6285(2) 0.42292(17) -0.07996(12) 0.0224(7) Uani 1 1 d . . . C25 C 0.5467(3) 0.36755(17) -0.06560(12) 0.0294(8) Uani 1 1 d . . . H25 H 0.4871 0.3844 -0.0384 0.035 Uiso 1 1 calc R . . C26 C 0.5491(3) 0.28819(19) -0.08966(14) 0.0385(9) Uani 1 1 d . . . H26 H 0.4919 0.2516 -0.0787 0.046 Uiso 1 1 calc R . . C27 C 0.6350(3) 0.26242(19) -0.12972(14) 0.0375(9) Uani 1 1 d . . . H27 H 0.6373 0.2083 -0.1465 0.045 Uiso 1 1 calc R . . C28 C 0.7164(3) 0.31614(19) -0.14476(15) 0.0354(9) Uani 1 1 d . . . H28 H 0.7755 0.2992 -0.1724 0.042 Uiso 1 1 calc R . . C29 C 0.7138(3) 0.39546(19) -0.12006(13) 0.0308(8) Uani 1 1 d . . . H29 H 0.7715 0.4316 -0.1309 0.037 Uiso 1 1 calc R . . C30 C 0.6476(2) 0.59836(17) -0.12677(12) 0.0216(7) Uani 1 1 d . . . C31 C 0.5616(3) 0.63132(16) -0.16406(13) 0.0301(8) Uani 1 1 d . . . H31 H 0.4894 0.6251 -0.1478 0.036 Uiso 1 1 calc R . . C32 C 0.5789(3) 0.67307(18) -0.22446(15) 0.0413(10) Uani 1 1 d . . . H32 H 0.5189 0.6941 -0.2493 0.05 Uiso 1 1 calc R . . C33 C 0.6833(4) 0.68370(18) -0.24795(15) 0.0425(10) Uani 1 1 d . . . H33 H 0.6955 0.7112 -0.2895 0.051 Uiso 1 1 calc R . . C34 C 0.7705(3) 0.6544(2) -0.21109(16) 0.0382(9) Uani 1 1 d . . . H34 H 0.8426 0.6634 -0.2267 0.046 Uiso 1 1 calc R . . C35 C 0.7531(3) 0.61205(17) -0.15159(14) 0.0292(8) Uani 1 1 d . . . H35 H 0.8137 0.5918 -0.127 0.035 Uiso 1 1 calc R . . C36 C 0.4847(2) 0.55211(14) -0.01583(11) 0.0277(7) Uani 1 1 d . . . H36A H 0.4296 0.5323 -0.0477 0.042 Uiso 1 1 calc R . . H36B H 0.4753 0.6107 -0.009 0.042 Uiso 1 1 calc R . . H36C H 0.4765 0.5239 0.0275 0.042 Uiso 1 1 calc R . . N1 N 1.16638(19) 0.59530(16) 0.09369(10) 0.0286(6) Uani 1 1 d . . . N2 N 0.94444(17) 0.56883(12) 0.13944(9) 0.0161(5) Uani 1 1 d . . . Si1 Si 0.72703(7) 0.50909(5) 0.09817(4) 0.0202(2) Uani 1 1 d . . . Si2 Si 0.62297(6) 0.53191(5) -0.05076(4) 0.02133(19) Uani 1 1 d . . . Zn1 Zn 1.01688(3) 0.586595(18) 0.044392(13) 0.02300(9) Uani 1 1 d . . . C38 C 0.2987(4) 0.3577(2) 0.3051(2) 0.0536(11) Uani 1 1 d . . . C39 C 0.2743(3) 0.3514(2) 0.37798(16) 0.0566(11) Uani 1 1 d . . . H39A H 0.2013 0.3287 0.3841 0.085 Uiso 1 1 calc R . . H39B H 0.2778 0.4055 0.3986 0.085 Uiso 1 1 calc R . . H39C H 0.3278 0.3157 0.3997 0.085 Uiso 1 1 calc R . . O1 O 0.2357(3) 0.3355(2) 0.26363(15) 0.1190(14) Uani 1 1 d . . . C37 C 0.4049(4) 0.3957(3) 0.2887(2) 0.1010(18) Uani 1 1 d . . . H37A H 0.4241 0.3836 0.2417 0.152 Uiso 1 1 calc R . . H37B H 0.4611 0.3738 0.3188 0.152 Uiso 1 1 calc R . . H37C H 0.3998 0.4547 0.2949 0.152 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 Br1 0.0411(2) 0.02845(16) 0.03799(17) 0.01463(15) 0.00059(17) -0.00216(18) Br2 0.0457(2) 0.04140(19) 0.04672(18) -0.02151(15) 0.00438(18) 0.00692(19) C1 0.031(2) 0.075(3) 0.038(2) 0.000(2) 0.0103(17) 0.013(2) C2 0.040(2) 0.077(3) 0.040(2) 0.026(2) -0.0006(17) -0.028(2) C3 0.0240(19) 0.0266(19) 0.0238(17) 0.0009(14) 0.0018(14) -0.0041(16) C4 0.0165(18) 0.058(2) 0.0352(19) 0.0155(17) 0.0004(15) -0.0118(19) C5 0.035(2) 0.047(2) 0.0293(19) 0.0117(17) -0.0126(16) -0.005(2) C6 0.031(2) 0.042(2) 0.0235(16) 0.0093(16) -0.0007(15) 0.0018(18) C7 0.0224(18) 0.0277(16) 0.0227(14) 0.0042(11) -0.0005(14) -0.0008(16) C8 0.0209(18) 0.0164(15) 0.0218(15) 0.0030(12) 0.0021(14) 0.0089(15) C9 0.0228(18) 0.0158(17) 0.0237(17) 0.0002(13) 0.0002(13) -0.0008(15) C10 0.0224(17) 0.0155(16) 0.0219(16) 0.0037(13) 0.0045(13) 0.0009(15) C11 0.0172(18) 0.0225(18) 0.0228(17) 0.0009(13) -0.0047(13) -0.0098(16) C12 0.0211(18) 0.0285(18) 0.0151(16) -0.0031(14) -0.0002(13) -0.0048(16) C13 0.030(2) 0.0274(17) 0.0340(17) -0.0084(13) -0.0081(16) -0.0002(17) C14 0.022(2) 0.0465(19) 0.0239(16) -0.0167(14) 0.0011(14) -0.0031(17) C15 0.029(2) 0.053(2) 0.0177(16) -0.0010(16) -0.0018(14) -0.0092(19) C16 0.0220(18) 0.0339(19) 0.0231(17) 0.0048(14) -0.0018(14) -0.0001(16) C17 0.039(2) 0.0199(18) 0.0196(17) 0.0057(14) -0.0092(14) -0.0129(18) C18 0.062(3) 0.038(2) 0.0251(18) 0.0071(15) -0.0053(17) -0.026(2) C19 0.109(4) 0.066(3) 0.033(2) 0.0094(19) -0.007(2) -0.062(3) C20 0.147(5) 0.037(3) 0.037(2) 0.010(2) -0.033(3) -0.054(3) C21 0.127(4) 0.025(2) 0.046(2) 0.0022(18) -0.032(3) -0.004(3) C22 0.061(3) 0.0244(19) 0.036(2) -0.0010(17) -0.0166(17) -0.004(2) C23 0.0226(17) 0.0152(14) 0.0244(16) -0.0001(13) 0.0024(13) -0.0034(13) C24 0.0220(18) 0.0288(18) 0.0163(15) 0.0026(14) -0.0027(14) 0.0007(17) C25 0.033(2) 0.0313(18) 0.0240(16) -0.0013(14) 0.0022(14) -0.0021(18) C26 0.046(2) 0.0285(18) 0.0409(19) -0.0030(16) -0.0013(17) -0.014(2) C27 0.053(3) 0.025(2) 0.034(2) -0.0099(15) -0.0063(18) 0.003(2) C28 0.035(2) 0.032(2) 0.040(2) -0.0088(16) 0.0059(17) 0.0076(19) C29 0.025(2) 0.034(2) 0.0338(18) -0.0007(16) 0.0022(15) -0.0034(18) C30 0.029(2) 0.0196(17) 0.0167(16) -0.0101(13) 0.0002(14) 0.0020(16) C31 0.038(2) 0.0290(18) 0.0234(17) -0.0029(15) -0.0048(15) -0.0031(17) C32 0.067(3) 0.0268(19) 0.030(2) 0.0009(16) -0.0168(19) 0.009(2) C33 0.088(3) 0.0179(19) 0.021(2) 0.0004(15) 0.009(2) 0.000(2) C34 0.052(3) 0.032(2) 0.031(2) -0.0044(17) 0.0194(18) -0.0049(19) C35 0.033(2) 0.0280(19) 0.0262(18) 0.0036(15) 0.0067(15) 0.0036(17) C36 0.0310(18) 0.0295(15) 0.0228(14) -0.0025(12) -0.0014(14) 0.0004(16) N1 0.0234(16) 0.0408(16) 0.0215(14) 0.0040(13) 0.0059(11) -0.0046(14) N2 0.0168(14) 0.0149(13) 0.0168(12) 0.0021(10) 0.0015(10) -0.0010(12) Si1 0.0222(5) 0.0186(5) 0.0198(4) 0.0016(4) -0.0007(4) -0.0028(4) Si2 0.0214(5) 0.0234(5) 0.0192(4) -0.0008(4) 0.0011(4) -0.0011(4) Zn1 0.0252(2) 0.02298(17) 0.02082(16) 0.00136(14) 0.00250(17) -0.00056(18) C38 0.063(3) 0.040(2) 0.058(3) -0.015(2) -0.012(2) 0.031(2) C39 0.046(3) 0.059(3) 0.064(3) -0.002(2) 0.006(2) 0.013(2) O1 0.143(3) 0.124(3) 0.089(2) -0.066(2) -0.066(2) 0.051(3) C37 0.091(4) 0.074(3) 0.138(4) 0.058(3) 0.062(3) 0.033(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Br1 Zn1 2.3508(4) . ? Br2 Zn1 2.3623(4) . ? C1 N1 1.478(4) . ? C2 N1 1.489(4) . ? C3 N1 1.506(3) . ? C3 C8 1.519(4) . ? C3 C4 1.538(4) . ? C4 C5 1.522(4) . ? C5 C6 1.497(4) . ? C6 C7 1.520(3) . ? C7 C8 1.533(3) . ? C8 N2 1.517(3) . ? C9 N2 1.490(3) . ? C10 N2 1.497(3) . ? C10 Si1 1.906(3) . ? C11 C12 1.387(3) . ? C11 C16 1.409(3) . ? C11 Si1 1.873(3) . ? C12 C13 1.383(4) . ? C13 C14 1.389(3) . ? C14 C15 1.382(4) . ? C15 C16 1.372(4) . ? C17 C18 1.374(4) . ? C17 C22 1.397(4) . ? C17 Si1 1.880(3) . ? C18 C19 1.385(4) . ? C19 C20 1.375(5) . ? C20 C21 1.390(5) . ? C21 C22 1.379(4) . ? C23 Si1 1.857(2) . ? C23 Si2 1.870(2) . ? C24 C25 1.386(4) . ? C24 C29 1.389(4) . ? C24 Si2 1.884(3) . ? C25 C26 1.389(4) . ? C26 C27 1.387(4) . ? C27 C28 1.368(4) . ? C28 C29 1.393(4) . ? C30 C31 1.398(4) . ? C30 C35 1.404(4) . ? C30 Si2 1.882(3) . ? C31 C32 1.393(4) . ? C32 C33 1.377(5) . ? C33 C34 1.383(5) . ? C34 C35 1.383(4) . ? C36 Si2 1.864(2) . ? N1 Zn1 2.085(2) . ? N2 Zn1 2.0995(19) . ? C38 O1 1.186(4) . ? C38 C39 1.475(5) . ? C38 C37 1.483(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C3 C8 111.2(2) . . ? N1 C3 C4 112.7(2) . . ? C8 C3 C4 111.2(2) . . ? C5 C4 C3 111.5(2) . . ? C6 C5 C4 109.8(2) . . ? C5 C6 C7 110.5(2) . . ? C6 C7 C8 110.8(2) . . ? N2 C8 C3 111.78(19) . . ? N2 C8 C7 113.4(2) . . ? C3 C8 C7 110.1(2) . . ? N2 C10 Si1 120.57(17) . . ? C12 C11 C16 116.2(3) . . ? C12 C11 Si1 122.8(2) . . ? C16 C11 Si1 121.0(2) . . ? C13 C12 C11 122.5(2) . . ? C12 C13 C14 119.8(3) . . ? C15 C14 C13 118.9(3) . . ? C16 C15 C14 120.8(3) . . ? C15 C16 C11 121.7(3) . . ? C18 C17 C22 117.8(3) . . ? C18 C17 Si1 121.8(3) . . ? C22 C17 Si1 120.3(2) . . ? C17 C18 C19 121.6(4) . . ? C20 C19 C18 119.6(4) . . ? C19 C20 C21 120.4(4) . . ? C22 C21 C20 118.9(4) . . ? C21 C22 C17 121.7(4) . . ? Si1 C23 Si2 120.21(13) . . ? C25 C24 C29 116.8(3) . . ? C25 C24 Si2 122.4(2) . . ? C29 C24 Si2 120.7(2) . . ? C24 C25 C26 122.1(3) . . ? C27 C26 C25 119.9(3) . . ? C28 C27 C26 119.0(3) . . ? C27 C28 C29 120.7(3) . . ? C24 C29 C28 121.5(3) . . ? C31 C30 C35 116.9(3) . . ? C31 C30 Si2 121.6(2) . . ? C35 C30 Si2 121.4(2) . . ? C32 C31 C30 121.8(3) . . ? C33 C32 C31 119.6(3) . . ? C32 C33 C34 120.1(3) . . ? C33 C34 C35 120.2(3) . . ? C34 C35 C30 121.4(3) . . ? C1 N1 C2 108.2(2) . . ? C1 N1 C3 112.8(2) . . ? C2 N1 C3 109.8(2) . . ? C1 N1 Zn1 109.21(19) . . ? C2 N1 Zn1 111.75(18) . . ? C3 N1 Zn1 105.10(16) . . ? C9 N2 C10 110.4(2) . . ? C9 N2 C8 111.74(19) . . ? C10 N2 C8 110.00(18) . . ? C9 N2 Zn1 108.35(14) . . ? C10 N2 Zn1 112.70(15) . . ? C8 N2 Zn1 103.49(14) . . ? C23 Si1 C11 111.33(12) . . ? C23 Si1 C17 110.68(11) . . ? C11 Si1 C17 109.02(13) . . ? C23 Si1 C10 112.98(12) . . ? C11 Si1 C10 109.35(12) . . ? C17 Si1 C10 103.14(13) . . ? C36 Si2 C23 112.99(11) . . ? C36 Si2 C30 109.82(12) . . ? C23 Si2 C30 107.62(12) . . ? C36 Si2 C24 108.41(12) . . ? C23 Si2 C24 110.30(12) . . ? C30 Si2 C24 107.57(11) . . ? N1 Zn1 N2 88.01(8) . . ? N1 Zn1 Br1 112.04(7) . . ? N2 Zn1 Br1 112.39(6) . . ? N1 Zn1 Br2 109.95(7) . . ? N2 Zn1 Br2 114.93(6) . . ? Br1 Zn1 Br2 116.150(15) . . ? O1 C38 C39 121.4(4) . . ? O1 C38 C37 123.6(4) . . ? C39 C38 C37 115.0(4) . . ? # Attachment 'gessnerstrohmann4.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE data_0058 _database_code_depnum_ccdc_archive 'CCDC 851905' #TrackingRef 'gessnerstrohmann4.cif' _audit_creation_date 2009-10-22T09:09:11-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C18 H32 Cl2 N2 Si Zn' _chemical_formula_weight 440.82 _chemical_absolute_configuration syn #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.3678(13) _cell_length_b 8.2162(9) _cell_length_c 11.6616(17) _cell_angle_alpha 90 _cell_angle_beta 95.005(13) _cell_angle_gamma 90 _cell_volume 1085.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.349 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 464 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.436 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9105 _exptl_absorpt_correction_T_max 0.9864 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_reflns_av_R_equivalents 0.1124 _diffrn_reflns_av_unetI/netI 0.2112 _diffrn_reflns_number 9876 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.4 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 3321 _reflns_number_gt 1640 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0375P)^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 riding _refine_ls_extinction_method none _refine_ls_number_reflns 3321 _refine_ls_number_parameters 222 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1327 _refine_ls_R_factor_gt 0.0709 _refine_ls_wR_factor_ref 0.1384 _refine_ls_wR_factor_gt 0.1271 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0.001 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.08(3) _refine_diff_density_max 1.054 _refine_diff_density_min -0.456 _refine_diff_density_rms 0.107 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Si Si 0.0817 0.0704 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4652(9) 0.9895(15) 1.1175(9) 0.062(4) Uani 1 1 d . . . H1A H 0.5127 1.0622 1.0735 0.094 Uiso 1 1 calc R . . H1B H 0.4781 0.8765 1.0948 0.094 Uiso 1 1 calc R . . H1C H 0.4885 1.0023 1.1999 0.094 Uiso 1 1 calc R . . C2 C 0.3191(12) 1.1856(16) 1.1468(11) 0.066(5) Uani 1 1 d . . . H2A H 0.2429 1.2324 1.1181 0.098 Uiso 1 1 calc R . . H2B H 0.3829 1.2592 1.1291 0.098 Uiso 1 1 calc R . . H2C H 0.3211 1.1705 1.2303 0.098 Uiso 1 1 calc R . . C3 C 0.2564(12) 0.8979(16) 1.1372(11) 0.042(4) Uani 1 1 d . . . H3 H 0.1761 0.9473 1.1378 0.051 Uiso 1 1 calc R . . C4 C 0.2915(11) 0.8461(16) 1.2635(13) 0.061(4) Uani 1 1 d . . . H4A H 0.3727 0.8015 1.27 0.074 Uiso 1 1 calc R . . H4B H 0.2903 0.9423 1.3144 0.074 Uiso 1 1 calc R . . C5 C 0.2073(11) 0.7198(16) 1.3009(11) 0.058(4) Uani 1 1 d . . . H5A H 0.1266 0.7658 1.2986 0.07 Uiso 1 1 calc R . . H5B H 0.2314 0.6854 1.3809 0.07 Uiso 1 1 calc R . . C6 C 0.2083(9) 0.5747(13) 1.2207(10) 0.047(4) Uani 1 1 d . . . H6A H 0.157 0.488 1.2479 0.056 Uiso 1 1 calc R . . H6B H 0.2896 0.5311 1.222 0.056 Uiso 1 1 calc R . . C7 C 0.1652(10) 0.6213(14) 1.0989(9) 0.042(3) Uani 1 1 d . . . H7A H 0.0818 0.6567 1.096 0.051 Uiso 1 1 calc R . . H7B H 0.1697 0.5258 1.0476 0.051 Uiso 1 1 calc R . . C8 C 0.2416(8) 0.7597(14) 1.0577(10) 0.034(3) Uani 1 1 d . . . H8 H 0.3222 0.7125 1.054 0.04 Uiso 1 1 calc R . . C9 C 0.0703(9) 0.8438(13) 0.9237(9) 0.037(3) Uani 1 1 d . . . H9A H 0.0454 0.881 0.8455 0.056 Uiso 1 1 calc R . . H9B H 0.0476 0.9249 0.9793 0.056 Uiso 1 1 calc R . . H9C H 0.0319 0.7399 0.938 0.056 Uiso 1 1 calc R . . C10 C 0.2220(9) 0.6978(14) 0.8458(9) 0.046(4) Uani 1 1 d . . . H10A H 0.1956 0.5927 0.8763 0.055 Uiso 1 1 calc R . . H10B H 0.3085 0.6886 0.8427 0.055 Uiso 1 1 calc R . . C11 C 0.1572(11) 0.9141(16) 0.6312(10) 0.069(4) Uani 1 1 d . . . H11A H 0.0984 0.9811 0.6657 0.104 Uiso 1 1 calc R . . H11B H 0.1369 0.9065 0.5479 0.104 Uiso 1 1 calc R . . H11C H 0.2354 0.9639 0.646 0.104 Uiso 1 1 calc R . . C12 C 0.0039(9) 0.6278(15) 0.6803(10) 0.055(4) Uani 1 1 d . . . H12A H -0.0003 0.5268 0.7244 0.082 Uiso 1 1 calc R . . H12B H -0.0201 0.6064 0.5989 0.082 Uiso 1 1 calc R . . H12C H -0.049 0.709 0.7097 0.082 Uiso 1 1 calc R . . C13 C 0.2471(13) 0.570(2) 0.6088(10) 0.062(5) Uani 1 1 d . . . C14 C 0.3566(13) 0.6241(18) 0.5856(11) 0.069(5) Uani 1 1 d . . . H14 H 0.3858 0.7229 0.6194 0.083 Uiso 1 1 calc R . . C15 C 0.4286(10) 0.535(2) 0.5112(12) 0.070(4) Uani 1 1 d . . . H15 H 0.5025 0.5747 0.4908 0.084 Uiso 1 1 calc R . . C16 C 0.3823(13) 0.389(2) 0.4719(13) 0.073(5) Uani 1 1 d . . . H16 H 0.4275 0.3241 0.4242 0.088 Uiso 1 1 calc R . . C17 C 0.2780(14) 0.3321(17) 0.4968(14) 0.071(5) Uani 1 1 d . . . H17 H 0.2498 0.2312 0.4656 0.085 Uiso 1 1 calc R . . C18 C 0.2104(17) 0.419(2) 0.5679(12) 0.095(7) Uani 1 1 d . . . H18 H 0.138 0.3754 0.5887 0.114 Uiso 1 1 calc R . . Cl1 Cl 0.1656(3) 1.2413(4) 0.8788(3) 0.0517(10) Uani 1 1 d . . . Cl2 Cl 0.4471(2) 1.0121(5) 0.8195(3) 0.0622(11) Uani 1 1 d . . . N1 N 0.3342(6) 1.0323(15) 1.0930(7) 0.037(2) Uani 1 1 d . . . N2 N 0.2042(7) 0.8215(11) 0.9366(8) 0.027(3) Uani 1 1 d . . . Si1 Si 0.1591(3) 0.7069(4) 0.6952(3) 0.0435(10) Uani 1 1 d . . . Zn1 Zn 0.28971(10) 1.03672(17) 0.91806(12) 0.0420(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.060(9) 0.057(12) 0.073(9) -0.014(8) 0.015(7) -0.028(8) C2 0.091(13) 0.043(10) 0.059(10) 0.007(9) -0.010(9) 0.009(9) C3 0.054(10) 0.035(9) 0.036(8) -0.009(7) -0.005(7) 0.014(7) C4 0.040(9) 0.043(9) 0.103(13) -0.034(9) 0.018(8) -0.002(7) C5 0.065(10) 0.052(10) 0.056(10) -0.013(9) -0.003(7) -0.002(9) C6 0.039(8) 0.024(10) 0.080(10) 0.010(7) 0.013(6) -0.011(6) C7 0.054(9) 0.052(8) 0.023(7) 0.021(6) 0.017(6) 0.026(7) C8 0.006(6) 0.038(8) 0.056(9) -0.016(7) -0.001(5) -0.002(6) C9 0.045(8) 0.033(8) 0.034(8) -0.001(6) 0.008(6) 0.007(7) C10 0.049(9) 0.039(9) 0.052(9) -0.014(7) 0.018(6) -0.021(7) C11 0.070(11) 0.087(12) 0.051(9) 0.000(9) 0.006(7) 0.006(9) C12 0.024(8) 0.082(11) 0.057(9) 0.016(8) -0.001(6) 0.011(7) C13 0.060(10) 0.082(15) 0.047(9) -0.030(9) 0.032(7) -0.058(10) C14 0.084(13) 0.082(12) 0.038(9) -0.025(8) -0.009(8) 0.010(10) C15 0.051(9) 0.058(9) 0.104(12) -0.040(13) 0.020(8) -0.025(11) C16 0.047(11) 0.082(13) 0.095(13) -0.025(11) 0.025(9) 0.015(10) C17 0.079(13) 0.036(9) 0.102(13) -0.028(10) 0.026(10) 0.009(9) C18 0.150(19) 0.070(13) 0.073(13) -0.040(11) 0.044(12) -0.017(13) Cl1 0.048(2) 0.029(2) 0.080(3) 0.003(2) 0.0147(18) 0.0090(18) Cl2 0.0312(18) 0.044(3) 0.115(3) -0.001(2) 0.0257(16) -0.005(2) N1 0.023(5) 0.008(5) 0.083(7) -0.012(7) 0.025(4) 0.001(7) N2 0.007(5) 0.025(6) 0.047(7) 0.003(5) -0.001(4) 0.005(4) Si1 0.036(2) 0.044(3) 0.050(2) 0.000(2) 0.0038(18) 0.007(2) Zn1 0.0282(8) 0.0267(8) 0.0726(10) -0.0006(11) 0.0131(6) 0.0004(10) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.532(12) . ? C2 N1 1.424(15) . ? C3 C8 1.466(15) . ? C3 C4 1.551(16) . ? C3 N1 1.532(16) . ? C4 C5 1.502(16) . ? C5 C6 1.516(15) . ? C6 C7 1.511(13) . ? C7 C8 1.534(14) . ? C8 N2 1.525(13) . ? C9 N2 1.528(12) . ? C10 N2 1.495(13) . ? C10 Si1 1.838(11) . ? C11 Si1 1.858(13) . ? C12 Si1 1.874(11) . ? C13 C18 1.37(2) . ? C13 C14 1.372(17) . ? C13 Si1 1.862(15) . ? C14 C15 1.442(16) . ? C15 C16 1.38(2) . ? C16 C17 1.329(17) . ? C17 C18 1.379(19) . ? Cl1 Zn1 2.217(3) . ? Cl2 Zn1 2.218(3) . ? N1 Zn1 2.059(8) . ? N2 Zn1 2.038(9) . ? 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 C8 C3 C4 113.2(11) . . ? C8 C3 N1 112.5(11) . . ? C4 C3 N1 114.1(9) . . ? C5 C4 C3 110.4(10) . . ? C4 C5 C6 109.0(10) . . ? C5 C6 C7 111.2(10) . . ? C6 C7 C8 109.7(9) . . ? C3 C8 N2 109.6(10) . . ? C3 C8 C7 114.4(10) . . ? N2 C8 C7 114.7(8) . . ? N2 C10 Si1 125.7(8) . . ? C18 C13 C14 118.5(16) . . ? C18 C13 Si1 124.8(13) . . ? C14 C13 Si1 116.7(12) . . ? C13 C14 C15 121.7(14) . . ? C16 C15 C14 115.0(13) . . ? C17 C16 C15 123.7(15) . . ? C16 C17 C18 120.3(15) . . ? C13 C18 C17 120.5(17) . . ? C2 N1 C1 105.9(9) . . ? C2 N1 C3 113.2(9) . . ? C1 N1 C3 110.6(10) . . ? C2 N1 Zn1 113.1(8) . . ? C1 N1 Zn1 109.9(6) . . ? C3 N1 Zn1 104.3(7) . . ? C10 N2 C8 112.7(8) . . ? C10 N2 C9 102.0(8) . . ? C8 N2 C9 109.0(8) . . ? C10 N2 Zn1 114.8(7) . . ? C8 N2 Zn1 106.9(6) . . ? C9 N2 Zn1 111.5(6) . . ? C10 Si1 C13 108.0(6) . . ? C10 Si1 C11 114.3(6) . . ? C13 Si1 C11 109.0(7) . . ? C10 Si1 C12 111.1(5) . . ? C13 Si1 C12 106.6(6) . . ? C11 Si1 C12 107.6(6) . . ? N2 Zn1 N1 87.6(4) . . ? N2 Zn1 Cl1 112.3(2) . . ? N1 Zn1 Cl1 108.4(3) . . ? N2 Zn1 Cl2 112.9(3) . . ? N1 Zn1 Cl2 111.8(2) . . ? Cl1 Zn1 Cl2 119.33(15) . . ? # Attachment 'gessnerstrohmann5.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE data_0240 _database_code_depnum_ccdc_archive 'CCDC 851906' #TrackingRef 'gessnerstrohmann5.cif' _audit_creation_date 2009-10-22T10:02:10-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) ; #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) _chemical_name_systematic ; ? ; _chemical_formula_sum 'C23 H34 Cl2 N2 Si Zn' _chemical_formula_weight 502.88 _chemical_absolute_configuration syn #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.7147(11) _cell_length_b 8.4569(8) _cell_length_c 12.6064(12) _cell_angle_alpha 90 _cell_angle_beta 90.317(8) _cell_angle_gamma 90 _cell_volume 1248.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.257 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9435 _exptl_absorpt_correction_T_max 0.9964 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET) (compiled Oct 24 2008,09:44:38) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0473 _diffrn_reflns_av_unetI/netI 0.1025 _diffrn_reflns_number 11941 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 4202 _reflns_number_gt 3053 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0000P)^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 riding _refine_ls_extinction_method none _refine_ls_number_reflns 4202 _refine_ls_number_parameters 266 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0465 _refine_ls_R_factor_gt 0.0293 _refine_ls_wR_factor_ref 0.0355 _refine_ls_wR_factor_gt 0.0345 _refine_ls_goodness_of_fit_ref 0.829 _refine_ls_restrained_S_all 0.829 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.014(9) _refine_diff_density_max 0.466 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.048 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Si Si 0.0817 0.0704 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.9486(3) 0.6950(4) 1.1127(3) 0.0455(12) Uani 1 1 d . . . H1A H 0.9579 0.696 1.19 0.068 Uiso 1 1 calc R . . H1B H 1.0018 0.7707 1.0809 0.068 Uiso 1 1 calc R . . H1C H 0.9647 0.5887 1.0856 0.068 Uiso 1 1 calc R . . C2 C 0.7997(3) 0.8904(4) 1.1399(3) 0.0436(12) Uani 1 1 d . . . H2A H 0.7991 0.8724 1.2167 0.065 Uiso 1 1 calc R . . H2B H 0.7241 0.9262 1.1166 0.065 Uiso 1 1 calc R . . H2C H 0.8566 0.9713 1.1228 0.065 Uiso 1 1 calc R . . C3 C 0.7425(3) 0.6136(4) 1.1116(3) 0.0184(9) Uani 1 1 d . . . H3 H 0.6657 0.665 1.1132 0.022 Uiso 1 1 calc R . . C4 C 0.7635(2) 0.5390(4) 1.2205(2) 0.0217(9) Uani 1 1 d . . . H4A H 0.8399 0.4888 1.2218 0.026 Uiso 1 1 calc R . . H4B H 0.7624 0.6224 1.2756 0.026 Uiso 1 1 calc R . . C5 C 0.6733(3) 0.4157(3) 1.2452(2) 0.0240(9) Uani 1 1 d . . . H5A H 0.688 0.3692 1.316 0.029 Uiso 1 1 calc R . . H5B H 0.5968 0.4656 1.2459 0.029 Uiso 1 1 calc R . . C6 C 0.6770(2) 0.2875(5) 1.1611(2) 0.0242(8) Uani 1 1 d . . . H6A H 0.7531 0.2366 1.1617 0.029 Uiso 1 1 calc R . . H6B H 0.6192 0.2057 1.1771 0.029 Uiso 1 1 calc R . . C7 C 0.6536(2) 0.3572(3) 1.0527(2) 0.0208(8) Uani 1 1 d . . . H7A H 0.5755 0.4023 1.0513 0.025 Uiso 1 1 calc R . . H7B H 0.657 0.2723 0.9988 0.025 Uiso 1 1 calc R . . C8 C 0.7394(2) 0.4864(3) 1.0245(2) 0.0163(8) Uani 1 1 d . . . H8 H 0.8166 0.4358 1.0231 0.02 Uiso 1 1 calc R . . C9 C 0.5969(2) 0.5989(3) 0.8992(2) 0.0226(8) Uani 1 1 d . . . H9A H 0.5894 0.6661 0.8362 0.034 Uiso 1 1 calc R . . H9B H 0.5673 0.6553 0.9612 0.034 Uiso 1 1 calc R . . H9C H 0.5534 0.5012 0.8886 0.034 Uiso 1 1 calc R . . C10 C 0.7591(2) 0.4481(3) 0.8311(2) 0.0174(8) Uani 1 1 d . . . H10A H 0.7252 0.3434 0.8461 0.021 Uiso 1 1 calc R . . H10B H 0.8428 0.4365 0.8391 0.021 Uiso 1 1 calc R . . C11 C 0.5757(3) 0.4613(4) 0.6514(2) 0.0221(9) Uani 1 1 d . . . C12 C 0.5296(3) 0.3088(4) 0.6505(2) 0.0326(11) Uani 1 1 d . . . H12 H 0.5752 0.2217 0.6725 0.039 Uiso 1 1 calc R . . C13 C 0.4182(3) 0.2836(6) 0.6178(2) 0.0371(9) Uani 1 1 d . . . H13 H 0.3885 0.1791 0.6168 0.045 Uiso 1 1 calc R . . C14 C 0.3499(3) 0.4069(5) 0.5870(3) 0.0352(10) Uani 1 1 d . . . H14 H 0.2732 0.3882 0.5657 0.042 Uiso 1 1 calc R . . C15 C 0.3930(3) 0.5570(5) 0.5870(3) 0.0346(10) Uani 1 1 d . . . H15 H 0.346 0.6428 0.5652 0.042 Uiso 1 1 calc R . . C16 C 0.5051(3) 0.5849(4) 0.6186(2) 0.0272(9) Uani 1 1 d . . . H16 H 0.534 0.6899 0.618 0.033 Uiso 1 1 calc R . . C17 C 0.7731(2) 0.6959(3) 0.6479(2) 0.0283(9) Uani 1 1 d . . . H17A H 0.8546 0.7103 0.6627 0.042 Uiso 1 1 calc R . . H17B H 0.729 0.7738 0.6881 0.042 Uiso 1 1 calc R . . H17C H 0.7587 0.7104 0.5718 0.042 Uiso 1 1 calc R . . C18 C 0.8122(3) 0.3459(4) 0.6113(3) 0.0182(9) Uani 1 1 d . . . C19 C 0.8474(3) 0.1989(4) 0.6523(3) 0.0259(10) Uani 1 1 d . . . H19 H 0.8322 0.1751 0.7245 0.031 Uiso 1 1 calc R . . C20 C 0.9034(3) 0.0880(4) 0.5910(3) 0.0328(10) Uani 1 1 d . . . H20 H 0.9273 -0.0094 0.6215 0.039 Uiso 1 1 calc R . . C21 C 0.9245(3) 0.1187(4) 0.4861(3) 0.0285(9) Uani 1 1 d . . . H21 H 0.9619 0.0418 0.4438 0.034 Uiso 1 1 calc R . . C22 C 0.8921(2) 0.2585(6) 0.4425(2) 0.0260(7) Uani 1 1 d . . . H22 H 0.9074 0.2795 0.3699 0.031 Uiso 1 1 calc R . . C23 C 0.8364(3) 0.3714(4) 0.5039(3) 0.0254(9) Uani 1 1 d . . . H23 H 0.8141 0.4685 0.4721 0.03 Uiso 1 1 calc R . . Cl1 Cl 0.98584(6) 0.74655(15) 0.84999(6) 0.0384(3) Uani 1 1 d . . . Cl2 Cl 0.70418(9) 0.97721(12) 0.88374(8) 0.0437(3) Uani 1 1 d . . . N1 N 0.8291(2) 0.7402(4) 1.08448(18) 0.0259(8) Uani 1 1 d . . . N2 N 0.7196(2) 0.5596(3) 0.9170(2) 0.0151(7) Uani 1 1 d . . . Si1 Si 0.72944(8) 0.49407(11) 0.68757(7) 0.0209(2) Uani 1 1 d . . . Zn1 Zn 0.81382(3) 0.77014(5) 0.92135(3) 0.02430(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.034(2) 0.065(3) 0.038(3) 0.0136(19) -0.014(2) -0.027(2) C2 0.065(3) 0.026(3) 0.040(3) -0.005(2) 0.011(2) -0.015(2) C3 0.016(2) 0.016(2) 0.023(2) 0.0024(16) 0.0035(17) -0.0036(17) C4 0.025(2) 0.023(2) 0.017(2) 0.0007(16) 0.0022(16) 0.0002(18) C5 0.027(2) 0.023(2) 0.022(2) 0.0040(16) -0.0016(17) -0.0024(18) C6 0.0220(18) 0.025(2) 0.0261(19) 0.004(2) 0.0015(14) 0.000(2) C7 0.024(2) 0.0169(19) 0.021(2) -0.0008(15) 0.0015(16) -0.0042(16) C8 0.0099(18) 0.019(2) 0.020(2) 0.0045(16) 0.0017(14) 0.0044(17) C9 0.016(2) 0.025(2) 0.027(2) 0.0012(16) 0.0010(16) 0.0071(18) C10 0.0121(18) 0.013(2) 0.027(2) -0.0052(16) 0.0049(15) 0.0019(16) C11 0.025(2) 0.028(2) 0.014(2) -0.0004(17) 0.0033(16) -0.001(2) C12 0.022(2) 0.036(3) 0.040(2) 0.0113(18) -0.0035(18) 0.003(2) C13 0.027(2) 0.038(3) 0.046(2) -0.004(3) -0.0009(17) -0.018(3) C14 0.016(2) 0.056(3) 0.033(3) -0.015(2) -0.0077(18) 0.008(2) C15 0.032(3) 0.039(3) 0.033(2) -0.009(2) -0.0126(19) 0.025(2) C16 0.029(2) 0.023(2) 0.029(2) -0.0074(17) -0.0040(18) 0.005(2) C17 0.027(2) 0.026(2) 0.032(2) 0.0019(16) 0.0002(18) 0.0009(17) C18 0.010(2) 0.025(2) 0.019(2) 0.0013(17) 0.0002(17) -0.0080(18) C19 0.030(3) 0.030(2) 0.018(2) 0.0000(18) 0.0039(18) -0.0002(19) C20 0.034(2) 0.028(2) 0.036(3) 0.0007(19) 0.008(2) 0.003(2) C21 0.016(2) 0.033(2) 0.037(3) -0.0079(18) 0.0056(18) 0.0011(19) C22 0.0179(17) 0.036(2) 0.0242(19) -0.007(3) 0.0039(15) -0.006(3) C23 0.018(2) 0.026(2) 0.032(3) -0.0005(19) -0.0074(19) -0.0027(18) Cl1 0.0258(5) 0.0506(7) 0.0390(6) -0.0031(6) 0.0078(4) -0.0088(6) Cl2 0.0617(8) 0.0214(6) 0.0482(7) 0.0041(5) 0.0068(6) 0.0104(6) N1 0.0311(16) 0.018(2) 0.0285(17) 0.0017(15) -0.0016(13) -0.0143(17) N2 0.0117(17) 0.0143(17) 0.0192(18) -0.0017(14) 0.0012(13) 0.0030(14) Si1 0.0200(6) 0.0211(6) 0.0218(6) -0.0005(5) 0.0004(4) 0.0023(5) Zn1 0.0282(2) 0.0190(2) 0.0258(2) 0.0005(3) 0.00469(17) -0.0035(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.492(3) . ? C2 N1 1.491(4) . ? C3 N1 1.515(4) . ? C3 C8 1.537(4) . ? C3 C4 1.529(4) . ? C4 C5 1.518(4) . ? C5 C6 1.517(4) . ? C6 C7 1.512(4) . ? C7 C8 1.528(4) . ? C8 N2 1.507(3) . ? C9 N2 1.491(3) . ? C10 N2 1.511(3) . ? C10 Si1 1.881(3) . ? C11 C16 1.394(4) . ? C11 C12 1.398(4) . ? C11 Si1 1.876(3) . ? C12 C13 1.383(4) . ? C13 C14 1.369(5) . ? C14 C15 1.365(4) . ? C15 C16 1.391(4) . ? C17 Si1 1.852(3) . ? C18 C19 1.407(4) . ? C18 C23 1.401(4) . ? C18 Si1 1.856(3) . ? C19 C20 1.384(4) . ? C20 C21 1.371(4) . ? C21 C22 1.358(5) . ? C22 C23 1.394(4) . ? Cl1 Zn1 2.2203(8) . ? Cl2 Zn1 2.2213(11) . ? N1 Zn1 2.079(2) . ? N2 Zn1 2.095(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C3 C8 110.3(3) . . ? N1 C3 C4 112.9(2) . . ? C8 C3 C4 110.8(3) . . ? C5 C4 C3 111.0(2) . . ? C6 C5 C4 108.9(3) . . ? C7 C6 C5 110.3(3) . . ? C6 C7 C8 111.9(2) . . ? N2 C8 C3 111.0(2) . . ? N2 C8 C7 113.9(2) . . ? C3 C8 C7 110.3(2) . . ? N2 C10 Si1 120.3(2) . . ? C16 C11 C12 117.4(3) . . ? C16 C11 Si1 121.9(3) . . ? C12 C11 Si1 120.6(3) . . ? C13 C12 C11 120.6(4) . . ? C14 C13 C12 121.1(4) . . ? C15 C14 C13 119.5(3) . . ? C14 C15 C16 120.4(3) . . ? C11 C16 C15 121.0(3) . . ? C19 C18 C23 115.5(3) . . ? C19 C18 Si1 124.0(3) . . ? C23 C18 Si1 120.3(3) . . ? C20 C19 C18 122.2(4) . . ? C21 C20 C19 119.9(3) . . ? C22 C21 C20 120.3(3) . . ? C21 C22 C23 120.1(3) . . ? C22 C23 C18 121.9(3) . . ? C2 N1 C1 109.0(3) . . ? C2 N1 C3 109.9(2) . . ? C1 N1 C3 113.2(3) . . ? C2 N1 Zn1 109.9(2) . . ? C1 N1 Zn1 110.02(19) . . ? C3 N1 Zn1 104.79(17) . . ? C9 N2 C10 109.3(2) . . ? C9 N2 C8 111.7(2) . . ? C10 N2 C8 110.0(2) . . ? C9 N2 Zn1 108.76(19) . . ? C10 N2 Zn1 112.68(18) . . ? C8 N2 Zn1 104.31(18) . . ? C17 Si1 C18 109.67(15) . . ? C17 Si1 C11 109.67(15) . . ? C18 Si1 C11 106.14(15) . . ? C17 Si1 C10 113.61(13) . . ? C18 Si1 C10 105.33(13) . . ? C11 Si1 C10 112.06(13) . . ? N1 Zn1 N2 87.97(11) . . ? N1 Zn1 Cl1 108.45(7) . . ? N2 Zn1 Cl1 113.09(8) . . ? N1 Zn1 Cl2 110.72(9) . . ? N2 Zn1 Cl2 111.13(7) . . ? Cl1 Zn1 Cl2 120.62(4) . . ?