Supplementary Material (ESI) for Perkin Transactions This journal is © The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 188 loop_ _publ_author_name 'Farren, Christopher' 'FitzGerald, Simon' 'Bryce, Martin R.' 'Beeby, Andrew' 'Batsanov, Andrei S.' _publ_contact_author_name 'Prof M Bryce' _publ_contact_author_address ; Department of Chemistry University of Durham South Road DURHAM DH1 3LE UK ; _publ_contact_author_email M.R.BRYCE@DURHAM.AC.UK _journal_name_full 'Journal of the Chemical Society, Perkin Transactions 2' _publ_section_title ; Synthesis, structure and optical characterisation of silicon phthalocyanine bis-esters ; #=====================================================END data_3 _database_code_CSD 171718 _audit_creation_method SHELXL-97 _chemical_name_systematic ; silicon phthalocyanine di(p-t-butylbenzoic acid) ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H42 N8 O4 Si' _chemical_formula_weight 895.05 _ccdc_compound_id '3' _ccdc_biological_activity '?' _ccdc_polymorph '?' _ccdc_disorder ; ? ; _ccdc_comments '?' 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' 'Si' 'Si' 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Rhombohedral _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 36.327(8) _cell_length_b 36.327(8) _cell_length_c 8.841(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 10104(4) _cell_formula_units_Z 9 _cell_measurement_temperature 108(2) _cell_measurement_reflns_used 680 _cell_measurement_theta_min 12.0 _cell_measurement_theta_max 21.1 _exptl_crystal_description needle _exptl_crystal_colour blue-purple _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas Not_measured _exptl_crystal_density_diffrn 1.324 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4212 _exptl_absorpt_coefficient_mu 0.111 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ;The data collection nominally covered a hemisphere of reciprocal space, by a combination of 3 sets of \w scans; each set at different \f and/or 2\q angles and each scan (26 sec exposure) covering 0.3\% in \w. Crystal to detector distance 4.51 cm. ; _diffrn_ambient_temperature 108(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 'SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 _diffrn_reflns_number 20515 _diffrn_reflns_av_R_equivalents 0.0820 _diffrn_reflns_av_sigmaI/netI 0.0775 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 47 _diffrn_reflns_limit_k_min -47 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5166 _reflns_number_gt 3259 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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. ; _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^)+(0.0463P)^2^+7.2208P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5166 _refine_ls_number_parameters 310 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0976 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1166 _refine_ls_wR_factor_gt 0.0964 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si Si 0.5000 0.0000 1.0000 0.01381(18) Uani 1 2 d S . . O1 O 0.50651(4) 0.04731(4) 0.92219(16) 0.0157(3) Uani 1 1 d . . . O2 O 0.44440(5) 0.04672(5) 0.94182(18) 0.0226(4) Uani 1 1 d . . . N1 N 0.45100(5) -0.03527(5) 0.87964(19) 0.0151(4) Uani 1 1 d . . . N2 N 0.48356(5) -0.04371(5) 0.6516(2) 0.0167(4) Uani 1 1 d . . . N3 N 0.53574(5) 0.00134(5) 0.83931(19) 0.0145(4) Uani 1 1 d . . . N4 N 0.60584(5) 0.04878(5) 0.94371(19) 0.0160(4) Uani 1 1 d . . . C1 C 0.40871(6) -0.05394(6) 0.9255(2) 0.0150(4) Uani 1 1 d . . . C2 C 0.45068(6) -0.05199(6) 0.7385(2) 0.0150(4) Uani 1 1 d . . . C3 C 0.52282(6) -0.01813(6) 0.6990(2) 0.0149(4) Uani 1 1 d . . . C4 C 0.57986(6) 0.02434(6) 0.8364(2) 0.0156(4) Uani 1 1 d . . . C5 C 0.38128(7) -0.08239(6) 0.8097(2) 0.0165(4) Uani 1 1 d . . . C6 C 0.33704(7) -0.10759(7) 0.7999(3) 0.0199(5) Uani 1 1 d . . . H6 H 0.3191 -0.1081 0.8791 0.024 Uiso 1 1 d R . . C7 C 0.32042(7) -0.13181(7) 0.6705(3) 0.0236(5) Uani 1 1 d . . . H7 H 0.2904 -0.1492 0.6608 0.028 Uiso 1 1 d R . . C8 C 0.34684(7) -0.13119(7) 0.5533(3) 0.0235(5) Uani 1 1 d . . . H8 H 0.3344 -0.1484 0.4664 0.028 Uiso 1 1 d R . . C9 C 0.39066(7) -0.10602(7) 0.5620(2) 0.0208(5) Uani 1 1 d . . . H9 H 0.4086 -0.1055 0.4828 0.025 Uiso 1 1 d R . . C10 C 0.40736(7) -0.08144(7) 0.6922(2) 0.0170(5) Uani 1 1 d . . . C11 C 0.55947(6) -0.00711(6) 0.6048(2) 0.0156(4) Uani 1 1 d . . . C12 C 0.56287(7) -0.01798(7) 0.4554(2) 0.0183(5) Uani 1 1 d . . . H12 H 0.5383 -0.0355 0.3965 0.022 Uiso 1 1 d R . . C13 C 0.60342(7) -0.00209(7) 0.3972(3) 0.0210(5) Uani 1 1 d . . . H13 H 0.6069 -0.0092 0.2968 0.025 Uiso 1 1 d R . . C14 C 0.63960(7) 0.02426(7) 0.4846(3) 0.0212(5) Uani 1 1 d . . . H14 H 0.6670 0.0347 0.4414 0.025 Uiso 1 1 d R . . C15 C 0.63616(7) 0.03553(7) 0.6318(3) 0.0185(5) Uani 1 1 d . . . H15 H 0.6606 0.0534 0.6904 0.022 Uiso 1 1 d R . . C16 C 0.59520(6) 0.01928(6) 0.6906(2) 0.0154(4) Uani 1 1 d . . . C17 C 0.48158(7) 0.06405(6) 0.9053(2) 0.0150(4) Uani 1 1 d . . . C18 C 0.50418(6) 0.10694(6) 0.8300(2) 0.0160(4) Uani 1 1 d . . . C19 C 0.54402(7) 0.12247(7) 0.7634(3) 0.0215(5) Uani 1 1 d . . . H19 H 0.5581 0.1064 0.7687 0.026 Uiso 1 1 d R . . C20 C 0.56308(7) 0.16132(7) 0.6890(3) 0.0241(5) Uani 1 1 d . . . H20 H 0.5901 0.1713 0.6431 0.029 Uiso 1 1 d R . . C21 C 0.54382(7) 0.18633(7) 0.6798(2) 0.0187(5) Uani 1 1 d . . . C22 C 0.50442(7) 0.17054(7) 0.7499(2) 0.0208(5) Uani 1 1 d . . . H22 H 0.4908 0.1871 0.7483 0.025 Uiso 1 1 d R . . C23 C 0.48438(7) 0.13129(7) 0.8221(2) 0.0184(5) Uani 1 1 d . . . H23 H 0.4571 0.1210 0.8661 0.022 Uiso 1 1 d R . . C24 C 0.56584(7) 0.22865(7) 0.5930(3) 0.0232(5) Uani 1 1 d . . . C25 C 0.57107(8) 0.21974(8) 0.4266(3) 0.0329(6) Uani 1 1 d . . . H25A H 0.5871 0.2046 0.4211 0.038(4) Uiso 1 1 d R . . H25B H 0.5865 0.2467 0.3717 0.038(4) Uiso 1 1 d R . . H25C H 0.5429 0.2022 0.3809 0.038(4) Uiso 1 1 d R . . C26 C 0.54054(8) 0.25197(8) 0.5992(3) 0.0313(6) Uani 1 1 d . . . H26A H 0.5123 0.2338 0.5553 0.033(4) Uiso 1 1 d R . . H26B H 0.5555 0.2785 0.5415 0.033(4) Uiso 1 1 d R . . H26C H 0.5375 0.2584 0.7046 0.033(4) Uiso 1 1 d R . . C27 C 0.61036(8) 0.25778(7) 0.6615(3) 0.0329(6) Uani 1 1 d . . . H27A H 0.6076 0.2621 0.7694 0.038(4) Uiso 1 1 d R . . H27B H 0.6239 0.2853 0.6093 0.038(4) Uiso 1 1 d R . . H27C H 0.6279 0.2444 0.6492 0.038(4) Uiso 1 1 d 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 Si 0.0122(4) 0.0144(4) 0.0154(4) 0.0003(3) 0.0011(3) 0.0071(3) O1 0.0148(7) 0.0143(7) 0.0190(8) 0.0019(6) 0.0016(6) 0.0080(6) O2 0.0152(8) 0.0227(8) 0.0314(9) 0.0060(7) 0.0041(7) 0.0107(7) N1 0.0141(9) 0.0159(9) 0.0164(9) 0.0007(7) 0.0017(7) 0.0083(8) N2 0.0161(9) 0.0164(9) 0.0183(10) 0.0007(7) 0.0023(7) 0.0086(8) N3 0.0126(9) 0.0140(9) 0.0174(9) 0.0004(7) 0.0007(7) 0.0071(7) N4 0.0135(9) 0.0165(9) 0.0179(10) 0.0003(7) 0.0015(7) 0.0074(8) C1 0.0125(10) 0.0148(10) 0.0185(11) 0.0025(8) 0.0016(8) 0.0075(9) C2 0.0173(11) 0.0121(10) 0.0174(11) 0.0007(8) 0.0000(8) 0.0087(9) C3 0.0165(11) 0.0157(11) 0.0147(11) -0.0004(8) 0.0000(8) 0.0098(9) C4 0.0133(10) 0.0137(10) 0.0200(11) 0.0027(8) 0.0025(8) 0.0068(9) C5 0.0159(11) 0.0148(11) 0.0187(11) 0.0013(8) -0.0017(9) 0.0074(9) C6 0.0158(11) 0.0221(12) 0.0211(12) 0.0030(9) 0.0014(9) 0.0089(10) C7 0.0156(11) 0.0233(12) 0.0258(13) 0.0006(10) -0.0036(9) 0.0051(10) C8 0.0250(12) 0.0215(12) 0.0198(12) -0.0030(9) -0.0061(10) 0.0086(10) C9 0.0217(12) 0.0209(12) 0.0197(12) -0.0021(9) 0.0018(9) 0.0106(10) C10 0.0162(11) 0.0165(11) 0.0191(11) 0.0025(9) 0.0003(9) 0.0088(9) C11 0.0163(11) 0.0140(10) 0.0186(11) 0.0025(8) 0.0035(9) 0.0091(9) C12 0.0188(11) 0.0155(11) 0.0203(11) -0.0002(9) 0.0003(9) 0.0084(9) C13 0.0265(12) 0.0229(12) 0.0174(11) 0.0015(9) 0.0062(9) 0.0151(10) C14 0.0191(12) 0.0226(12) 0.0245(12) 0.0050(9) 0.0095(9) 0.0123(10) C15 0.0162(11) 0.0173(11) 0.0224(12) 0.0023(9) 0.0032(9) 0.0085(9) C16 0.0176(11) 0.0141(10) 0.0167(11) 0.0023(8) 0.0009(9) 0.0097(9) C17 0.0177(11) 0.0169(11) 0.0126(10) -0.0028(8) -0.0014(8) 0.0103(9) C18 0.0173(11) 0.0162(11) 0.0149(11) -0.0011(8) -0.0017(8) 0.0088(9) C19 0.0213(12) 0.0201(12) 0.0269(13) 0.0016(9) 0.0037(9) 0.0133(10) C20 0.0226(12) 0.0232(12) 0.0256(13) 0.0035(10) 0.0081(10) 0.0108(10) C21 0.0231(12) 0.0168(11) 0.0159(11) -0.0009(9) -0.0011(9) 0.0096(10) C22 0.0243(12) 0.0216(12) 0.0229(12) 0.0008(9) -0.0008(9) 0.0164(10) C23 0.0182(11) 0.0227(12) 0.0164(11) 0.0013(9) 0.0020(9) 0.0119(10) C24 0.0290(13) 0.0188(12) 0.0196(12) 0.0025(9) 0.0024(10) 0.0104(10) C25 0.0434(16) 0.0283(14) 0.0234(13) 0.0065(11) 0.0072(11) 0.0152(13) C26 0.0419(15) 0.0281(14) 0.0264(14) 0.0108(11) 0.0048(11) 0.0192(12) C27 0.0359(15) 0.0178(12) 0.0373(15) 0.0041(11) -0.0008(12) 0.0078(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 Si O1 1.7540(14) . ? Si O1 1.7540(14) 10_657 ? Si N3 1.9087(17) . ? Si N3 1.9087(17) 10_657 ? Si N1 1.9136(17) . ? Si N1 1.9136(17) 10_657 ? O1 C17 1.328(2) . ? O2 C17 1.214(2) . ? N1 C2 1.385(3) . ? N1 C1 1.393(2) . ? N2 C3 1.322(3) . ? N2 C2 1.322(3) . ? N3 C3 1.388(3) . ? N3 C4 1.389(3) . ? N4 C4 1.320(3) . ? N4 C1 1.323(3) 10_657 ? C1 N4 1.323(3) 10_657 ? C1 C5 1.442(3) . ? C2 C10 1.451(3) . ? C3 C11 1.447(3) . ? C4 C16 1.452(3) . ? C5 C10 1.395(3) . ? C5 C6 1.399(3) . ? C6 C7 1.384(3) . ? C7 C8 1.405(3) . ? C8 C9 1.386(3) . ? C9 C10 1.396(3) . ? C11 C16 1.391(3) . ? C11 C12 1.402(3) . ? C12 C13 1.385(3) . ? C13 C14 1.408(3) . ? C14 C15 1.389(3) . ? C15 C16 1.398(3) . ? C17 C18 1.505(3) . ? C18 C23 1.393(3) . ? C18 C19 1.394(3) . ? C19 C20 1.388(3) . ? C20 C21 1.399(3) . ? C21 C22 1.393(3) . ? C21 C24 1.537(3) . ? C22 C23 1.390(3) . ? C24 C26 1.531(3) . ? C24 C25 1.539(3) . ? C24 C27 1.546(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 O1 Si O1 180.00(4) . 10_657 ? O1 Si N3 85.78(7) . . ? O1 Si N3 94.22(7) 10_657 . ? O1 Si N3 94.22(7) . 10_657 ? O1 Si N3 85.78(7) 10_657 10_657 ? N3 Si N3 180.00(8) . 10_657 ? O1 Si N1 93.58(7) . . ? O1 Si N1 86.42(7) 10_657 . ? N3 Si N1 89.79(7) . . ? N3 Si N1 90.21(7) 10_657 . ? O1 Si N1 86.42(7) . 10_657 ? O1 Si N1 93.58(7) 10_657 10_657 ? N3 Si N1 90.21(7) . 10_657 ? N3 Si N1 89.79(7) 10_657 10_657 ? N1 Si N1 180.00(9) . 10_657 ? C17 O1 Si 134.76(13) . . ? C2 N1 C1 106.44(16) . . ? C2 N1 Si 126.54(13) . . ? C1 N1 Si 126.45(14) . . ? C3 N2 C2 120.66(18) . . ? C3 N3 C4 106.51(17) . . ? C3 N3 Si 126.86(14) . . ? C4 N3 Si 126.51(14) . . ? C4 N4 C1 121.45(18) . 10_657 ? N4 C1 N1 127.33(19) 10_657 . ? N4 C1 C5 122.70(18) 10_657 . ? N1 C1 C5 109.93(17) . . ? N2 C2 N1 127.98(18) . . ? N2 C2 C10 121.78(19) . . ? N1 C2 C10 110.24(17) . . ? N2 C3 N3 127.75(19) . . ? N2 C3 C11 122.15(19) . . ? N3 C3 C11 110.09(17) . . ? N4 C4 N3 127.83(19) . . ? N4 C4 C16 122.19(18) . . ? N3 C4 C16 109.95(18) . . ? C10 C5 C6 120.9(2) . . ? C10 C5 C1 107.08(18) . . ? C6 C5 C1 132.0(2) . . ? C7 C6 C5 117.4(2) . . ? C6 C7 C8 121.5(2) . . ? C9 C8 C7 121.3(2) . . ? C8 C9 C10 117.2(2) . . ? C5 C10 C9 121.7(2) . . ? C5 C10 C2 106.30(18) . . ? C9 C10 C2 132.0(2) . . ? C16 C11 C12 121.64(19) . . ? C16 C11 C3 106.83(18) . . ? C12 C11 C3 131.5(2) . . ? C13 C12 C11 117.3(2) . . ? C12 C13 C14 121.1(2) . . ? C15 C14 C13 121.6(2) . . ? C14 C15 C16 117.2(2) . . ? C11 C16 C15 121.2(2) . . ? C11 C16 C4 106.62(18) . . ? C15 C16 C4 132.2(2) . . ? O2 C17 O1 124.70(19) . . ? O2 C17 C18 122.94(18) . . ? O1 C17 C18 112.33(17) . . ? C23 C18 C19 118.88(19) . . ? C23 C18 C17 119.48(19) . . ? C19 C18 C17 121.61(18) . . ? C20 C19 C18 120.0(2) . . ? C19 C20 C21 122.1(2) . . ? C22 C21 C20 116.8(2) . . ? C22 C21 C24 123.20(19) . . ? C20 C21 C24 120.0(2) . . ? C23 C22 C21 121.99(19) . . ? C22 C23 C18 120.2(2) . . ? C26 C24 C21 112.29(19) . . ? C26 C24 C25 108.8(2) . . ? C21 C24 C25 108.91(18) . . ? C26 C24 C27 108.63(19) . . ? C21 C24 C27 109.40(19) . . ? C25 C24 C27 108.8(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.286 _refine_diff_density_min -0.402 _refine_diff_density_rms 0.060 #==============================================END data_5 _database_code_CSD 171719 _audit_creation_method SHELXL-97 _chemical_name_systematic 'silicon phthalocyanine-di-thiophene acetic acid' _chemical_name_common ? _chemical_melting_point '>300 \% C' _chemical_formula_moiety ? _chemical_formula_sum 'C44 H26 N8 O4 S2 Si' _chemical_formula_weight 822.94 _ccdc_compound_id '5' _ccdc_biological_activity '?' _ccdc_polymorph '?' _ccdc_disorder ; Thiophene S is disordered between 2 positions (refined as single atoms with combined S/C scattering), 75.3(2)% in S/C(1S), 24.7(2)% in S(22)/C(22) ; _ccdc_comments '?' 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' 'Si' 'Si' 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.078(1) _cell_length_b 22.591(2) _cell_length_c 8.243(1) _cell_angle_alpha 90.00 _cell_angle_beta 101.59(1) _cell_angle_gamma 90.00 _cell_volume 1838.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 952 _cell_measurement_theta_min 12.0 _cell_measurement_theta_max 25.4 _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.55 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.487 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.237 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1.00 0.00 0.00 0.0750 -1.00 0.00 0.00 0.0750 0.00 -1.00 0.00 0.2300 0.00 -3.00 2.00 0.1000 0.00 -3.00 -1.00 0.2300 -2.00 2.00 -3.00 0.1000 1.00 -4.00 -3.00 0.2100 _exptl_special_details ;The data collection nominally covered full sphere of reciprocal space, by a combination of 5 sets of \w scans; each set at different \f and/or 2\q angles and each scan (10 sec exposure) covering 0.3\% in \w. Crystal to detector distance 4.51 cm. ; _diffrn_ambient_temperature 110(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 'SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 22354 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0252 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 29.00 _reflns_number_total 4869 _reflns_number_gt 4025 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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. ; _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^)+(0.0591P)^2^+0.9128P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4869 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0500 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.1097 _refine_ls_wR_factor_gt 0.1026 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si Si 0.0000 0.5000 0.5000 0.01161(12) Uani 1 2 d S . . S S 0.44451(6) 0.63275(3) 0.28070(7) 0.0354(2) Uani 0.753(2) 1 d P A 1 C1S C 0.44451(6) 0.63275(3) 0.28070(7) 0.0354(2) Uani 0.25 1 d P A 2 H0 H 0.4840 0.6333 0.1853 0.043 Uiso 0.247(2) 1 d PR A 2 O1 O 0.14597(9) 0.53627(4) 0.60832(11) 0.01463(19) Uani 1 1 d . . . O2 O 0.29404(10) 0.46526(5) 0.72015(13) 0.0218(2) Uani 1 1 d . . . N1 N 0.00460(11) 0.55490(5) 0.32569(13) 0.0130(2) Uani 1 1 d . . . N2 N 0.14084(11) 0.50138(5) 0.16128(14) 0.0151(2) Uani 1 1 d . . . N3 N 0.10474(11) 0.44535(5) 0.40069(13) 0.0130(2) Uani 1 1 d . . . N4 N 0.11662(11) 0.36135(5) 0.58777(14) 0.0154(2) Uani 1 1 d . . . C1 C -0.04684(13) 0.61202(6) 0.31375(16) 0.0140(2) Uani 1 1 d . . . C2 C 0.07222(13) 0.54783(6) 0.19584(15) 0.0139(2) Uani 1 1 d . . . C3 C 0.15545(13) 0.45417(6) 0.25783(16) 0.0138(2) Uani 1 1 d . . . C4 C 0.14576(13) 0.38923(6) 0.45845(16) 0.0141(2) Uani 1 1 d . . . C5 C -0.01152(13) 0.64198(6) 0.17230(16) 0.0147(2) Uani 1 1 d . . . C6 C -0.03626(14) 0.69940(6) 0.11112(16) 0.0175(3) Uani 1 1 d . . . H6 H -0.0874 0.7267 0.1612 0.021 Uiso 1 1 d R . . C7 C 0.01763(16) 0.71502(6) -0.02524(17) 0.0212(3) Uani 1 1 d . . . H7 H 0.0045 0.7541 -0.0682 0.025 Uiso 1 1 d R . . C8 C 0.09091(16) 0.67404(7) -0.10138(17) 0.0224(3) Uani 1 1 d . . . H8 H 0.1263 0.6860 -0.1948 0.027 Uiso 1 1 d R . . C9 C 0.11359(15) 0.61641(6) -0.04170(17) 0.0194(3) Uani 1 1 d . . . H9 H 0.1613 0.5884 -0.0942 0.023 Uiso 1 1 d R . . C10 C 0.06213(13) 0.60161(6) 0.09809(16) 0.0148(2) Uani 1 1 d . . . C11 C 0.23253(13) 0.40271(6) 0.22518(16) 0.0143(2) Uani 1 1 d . . . C12 C 0.30277(14) 0.39038(6) 0.09881(17) 0.0164(3) Uani 1 1 d . . . H12 H 0.3046 0.4176 0.0114 0.020 Uiso 1 1 d R . . C13 C 0.37059(14) 0.33627(6) 0.10859(17) 0.0186(3) Uani 1 1 d . . . H13 H 0.4193 0.3263 0.0250 0.022 Uiso 1 1 d R . . C14 C 0.36840(14) 0.29622(6) 0.23877(18) 0.0187(3) Uani 1 1 d . . . H14 H 0.4172 0.2601 0.2419 0.022 Uiso 1 1 d R . . C15 C 0.29689(14) 0.30841(6) 0.36246(17) 0.0170(3) Uani 1 1 d . . . H15 H 0.2945 0.2811 0.4496 0.020 Uiso 1 1 d R . . C16 C 0.22777(13) 0.36237(6) 0.35232(16) 0.0147(2) Uani 1 1 d . . . C17 C 0.26781(13) 0.51624(6) 0.67976(16) 0.0162(3) Uani 1 1 d . . . C18 C 0.37478(14) 0.56496(7) 0.70698(18) 0.0219(3) Uani 1 1 d . . . H181 H 0.3558 0.5922 0.7936 0.028 Uiso 1 1 d R . . H182 H 0.4648 0.5469 0.7483 0.028 Uiso 1 1 d R . . C19 C 0.46081(17) 0.58579(8) 0.4431(2) 0.0290(3) Uani 1 1 d . . . H19 H 0.5201 0.5527 0.4574 0.035 Uiso 1 1 d R A . C20 C 0.37922(15) 0.60011(7) 0.55246(19) 0.0225(3) Uani 1 1 d . A . C21 C 0.30038(18) 0.65105(8) 0.4998(3) 0.0358(4) Uani 1 1 d . . . H21 H 0.2334 0.6655 0.5559 0.043 Uiso 1 1 d R A . C22 C 0.33059(15) 0.67956(9) 0.3487(2) 0.0667(4) Uani 0.753(2) 1 d P A 1 H22 H 0.2950 0.7158 0.2997 0.080 Uiso 0.753(2) 1 d PR A 1 S22 S 0.33059(15) 0.67956(9) 0.3487(2) 0.0667(4) Uani 0.25 1 d P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si 0.0122(2) 0.0105(2) 0.0127(2) -0.00040(17) 0.00400(17) -0.00027(17) S 0.0348(3) 0.0447(4) 0.0283(3) 0.0039(2) 0.0097(2) -0.0166(2) C1S 0.0348(3) 0.0447(4) 0.0283(3) 0.0039(2) 0.0097(2) -0.0166(2) O1 0.0132(4) 0.0143(4) 0.0164(4) -0.0015(3) 0.0031(3) -0.0010(3) O2 0.0188(5) 0.0209(5) 0.0248(5) 0.0016(4) 0.0019(4) 0.0026(4) N1 0.0143(5) 0.0115(5) 0.0140(5) -0.0004(4) 0.0048(4) 0.0005(4) N2 0.0175(5) 0.0136(5) 0.0150(5) -0.0006(4) 0.0055(4) -0.0003(4) N3 0.0146(5) 0.0116(5) 0.0137(5) -0.0003(4) 0.0050(4) -0.0001(4) N4 0.0174(5) 0.0131(5) 0.0165(5) -0.0001(4) 0.0055(4) 0.0011(4) C1 0.0154(6) 0.0125(6) 0.0139(6) -0.0002(4) 0.0025(5) -0.0005(4) C2 0.0151(6) 0.0140(6) 0.0131(5) -0.0005(4) 0.0041(5) -0.0015(4) C3 0.0140(6) 0.0134(6) 0.0146(6) -0.0021(4) 0.0047(5) -0.0006(4) C4 0.0143(5) 0.0120(6) 0.0165(6) -0.0016(4) 0.0043(5) 0.0003(4) C5 0.0166(6) 0.0146(6) 0.0130(6) -0.0004(4) 0.0030(5) -0.0009(5) C6 0.0229(6) 0.0138(6) 0.0156(6) -0.0002(5) 0.0035(5) 0.0015(5) C7 0.0312(7) 0.0154(6) 0.0168(6) 0.0034(5) 0.0045(5) 0.0006(5) C8 0.0332(8) 0.0199(7) 0.0164(6) 0.0034(5) 0.0105(6) -0.0015(6) C9 0.0258(7) 0.0174(7) 0.0168(6) -0.0004(5) 0.0087(5) 0.0004(5) C10 0.0175(6) 0.0132(6) 0.0138(5) -0.0005(4) 0.0033(5) -0.0008(5) C11 0.0141(5) 0.0123(6) 0.0166(6) -0.0024(5) 0.0036(5) -0.0006(4) C12 0.0174(6) 0.0158(6) 0.0171(6) -0.0014(5) 0.0060(5) -0.0013(5) C13 0.0183(6) 0.0184(7) 0.0208(6) -0.0043(5) 0.0081(5) 0.0006(5) C14 0.0187(6) 0.0142(6) 0.0240(7) -0.0034(5) 0.0059(5) 0.0024(5) C15 0.0176(6) 0.0143(6) 0.0196(6) 0.0000(5) 0.0051(5) 0.0005(5) C16 0.0145(6) 0.0144(6) 0.0158(6) -0.0017(5) 0.0045(5) -0.0010(5) C17 0.0149(6) 0.0203(6) 0.0143(6) -0.0023(5) 0.0051(5) -0.0010(5) C18 0.0164(6) 0.0268(7) 0.0221(7) -0.0010(6) 0.0029(5) -0.0061(5) C19 0.0305(8) 0.0278(8) 0.0317(8) -0.0032(6) 0.0138(7) -0.0087(6) C20 0.0178(6) 0.0241(7) 0.0253(7) -0.0001(6) 0.0037(5) -0.0079(5) C21 0.0261(8) 0.0348(9) 0.0479(11) 0.0097(8) 0.0106(8) 0.0033(7) C22 0.0473(8) 0.0912(12) 0.0570(9) 0.0154(8) -0.0002(6) 0.0075(8) S22 0.0473(8) 0.0912(12) 0.0570(9) 0.0154(8) -0.0002(6) 0.0075(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si O1 1.7621(9) . ? Si O1 1.7621(9) 3_566 ? Si N1 1.9056(11) . ? Si N1 1.9056(11) 3_566 ? Si N3 1.9120(11) 3_566 ? Si N3 1.9120(11) . ? S C19 1.6903(18) . ? S C22 1.7346(19) . ? O1 C17 1.3299(16) . ? O2 C17 1.2132(18) . ? N1 C1 1.3868(16) . ? N1 C2 1.3887(16) . ? N2 C2 1.3191(17) . ? N2 C3 1.3212(17) . ? N3 C4 1.3878(16) . ? N3 C3 1.3890(16) . ? N4 C1 1.3209(17) 3_566 ? N4 C4 1.3210(17) . ? C1 N4 1.3209(17) 3_566 ? C1 C5 1.4530(18) . ? C2 C10 1.4500(18) . ? C3 C11 1.4530(18) . ? C4 C16 1.4517(18) . ? C5 C10 1.3927(18) . ? C5 C6 1.3959(18) . ? C6 C7 1.3885(19) . ? C7 C8 1.408(2) . ? C8 C9 1.394(2) . ? C9 C10 1.3960(18) . ? C11 C16 1.3971(18) . ? C11 C12 1.4000(18) . ? C12 C13 1.3950(19) . ? C13 C14 1.407(2) . ? C14 C15 1.3893(19) . ? C15 C16 1.3981(18) . ? C17 C18 1.5254(19) . ? C18 C20 1.509(2) . ? C19 C20 1.375(2) . ? C20 C21 1.416(2) . ? C21 C22 1.487(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Si O1 180.00(5) . 3_566 ? O1 Si N1 86.28(5) . . ? O1 Si N1 93.72(5) 3_566 . ? O1 Si N1 93.72(5) . 3_566 ? O1 Si N1 86.28(5) 3_566 3_566 ? N1 Si N1 180.00(7) . 3_566 ? O1 Si N3 87.67(4) . 3_566 ? O1 Si N3 92.33(5) 3_566 3_566 ? N1 Si N3 90.10(5) . 3_566 ? N1 Si N3 89.90(5) 3_566 3_566 ? O1 Si N3 92.33(5) . . ? O1 Si N3 87.67(4) 3_566 . ? N1 Si N3 89.90(5) . . ? N1 Si N3 90.10(5) 3_566 . ? N3 Si N3 180.0 3_566 . ? C19 S C22 95.27(9) . . ? C17 O1 Si 131.97(9) . . ? C1 N1 C2 106.65(10) . . ? C1 N1 Si 126.42(9) . . ? C2 N1 Si 126.61(9) . . ? C2 N2 C3 120.79(12) . . ? C4 N3 C3 106.67(10) . . ? C4 N3 Si 126.51(9) . . ? C3 N3 Si 126.81(9) . . ? C1 N4 C4 120.72(12) 3_566 . ? N4 C1 N1 128.15(12) 3_566 . ? N4 C1 C5 121.84(12) 3_566 . ? N1 C1 C5 110.00(11) . . ? N2 C2 N1 128.15(12) . . ? N2 C2 C10 121.86(12) . . ? N1 C2 C10 109.97(11) . . ? N2 C3 N3 127.66(12) . . ? N2 C3 C11 122.22(12) . . ? N3 C3 C11 110.11(11) . . ? N4 C4 N3 127.83(12) . . ? N4 C4 C16 122.19(12) . . ? N3 C4 C16 109.97(11) . . ? C10 C5 C6 121.48(12) . . ? C10 C5 C1 106.59(11) . . ? C6 C5 C1 131.91(12) . . ? C7 C6 C5 117.25(13) . . ? C6 C7 C8 121.29(13) . . ? C9 C8 C7 121.34(13) . . ? C8 C9 C10 116.95(13) . . ? C5 C10 C9 121.65(12) . . ? C5 C10 C2 106.78(11) . . ? C9 C10 C2 131.55(12) . . ? C16 C11 C12 121.80(12) . . ? C16 C11 C3 106.42(11) . . ? C12 C11 C3 131.77(12) . . ? C13 C12 C11 116.52(12) . . ? C12 C13 C14 121.66(13) . . ? C15 C14 C13 121.48(13) . . ? C14 C15 C16 117.04(12) . . ? C11 C16 C15 121.46(12) . . ? C11 C16 C4 106.79(11) . . ? C15 C16 C4 131.73(12) . . ? O2 C17 O1 125.12(13) . . ? O2 C17 C18 122.42(12) . . ? O1 C17 C18 112.46(12) . . ? C20 C18 C17 113.29(12) . . ? C20 C19 S 113.31(14) . . ? C19 C20 C21 111.28(15) . . ? C19 C20 C18 123.52(15) . . ? C21 C20 C18 125.19(15) . . ? C20 C21 C22 114.33(16) . . ? C21 C22 S 105.47(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Si O1 C17 C18 160.57(9) . . . . ? O1 C17 C18 C20 -52.01(16) . . . . ? C17 C18 C20 C19 -91.01(17) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.399 _refine_diff_density_min -0.494 _refine_diff_density_rms 0.075 #============================================END data_21 _database_code_CSD 171720 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H42 N8 O8 Si' _chemical_formula_weight 959.05 _ccdc_compound_id '21' _ccdc_biological_activity '?' _ccdc_polymorph '?' _ccdc_disorder ; ? ; _ccdc_comments '?' 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' 'Si' 'Si' 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.730(1) _cell_length_b 10.118(1) _cell_length_c 13.580(1) _cell_angle_alpha 69.94(1) _cell_angle_beta 88.48(1) _cell_angle_gamma 61.66(1) _cell_volume 1090.18(17) _cell_formula_units_Z 1 _cell_measurement_temperature 105(2) _cell_measurement_reflns_used 933 _cell_measurement_theta_min 12.0 _cell_measurement_theta_max 23.8 _exptl_crystal_description plate _exptl_crystal_colour violet _exptl_crystal_size_max 0.68 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas Not_measured _exptl_crystal_density_diffrn 1.461 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 0.126 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.9416 _exptl_absorpt_correction_T_max 0.9897 _exptl_absorpt_process_details 'XPREP SHELXTL (1998), R(int)=0.031 before correction' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 0.00 1.00 0.0400 0.00 0.00 -1.00 0.0400 0.00 1.00 0.00 0.1600 0.00 -1.00 0.00 0.1600 1.00 0.00 0.00 0.2000 -1.00 0.00 0.00 0.2000 4.00 1.00 0.00 0.2100 _exptl_special_details ; The data collection nominally covered full sphere of reciprocal space, by a combination of 5 sets of \w scans; each set at different \f and/or 2\q angles and each scan (10 sec exposure) covering 0.3\% in \w. Crystal to detector distance 4.51 cm. ; _diffrn_ambient_temperature 105(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 'SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 _diffrn_reflns_number 14155 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 29.00 _reflns_number_total 5712 _reflns_number_gt 4894 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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. Methyl groups were refined as rotating bodies with refined C---H distance and a common refined U for the three H atoms; other H - riding with independently refined U. ; _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^)+(0.0565P)^2^+0.3786P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refU _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5712 _refine_ls_number_parameters 339 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0451 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.1043 _refine_ls_wR_factor_gt 0.0988 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 Si Si 0.5000 0.5000 0.5000 0.01260(10) Uani 1 2 d S . . O1 O 0.35620(10) 0.68118(10) 0.40180(6) 0.01552(17) Uani 1 1 d . . . O2 O 0.25738(12) 0.62283(11) 0.28355(7) 0.0246(2) Uani 1 1 d . . . O3 O 0.84625(11) 0.77145(12) 0.04372(7) 0.0220(2) Uani 1 1 d . . . O4 O 0.76254(11) 0.64471(11) -0.06233(7) 0.02027(19) Uani 1 1 d . . . N1 N 0.61542(12) 0.42692(12) 0.39645(8) 0.01430(19) Uani 1 1 d . . . N3 N 0.38918(12) 0.38657(12) 0.49948(8) 0.01448(19) Uani 1 1 d . . . N2 N 0.51100(12) 0.26159(12) 0.37300(8) 0.0172(2) Uani 1 1 d . . . N4 N 0.21601(12) 0.45090(12) 0.62845(8) 0.0167(2) Uani 1 1 d . . . C1 C 0.73001(14) 0.46175(14) 0.35126(9) 0.0150(2) Uani 1 1 d . . . C2 C 0.60365(14) 0.32646(14) 0.35259(9) 0.0151(2) Uani 1 1 d . . . C3 C 0.41096(14) 0.29237(14) 0.44047(9) 0.0156(2) Uani 1 1 d . . . C4 C 0.27158(14) 0.38266(14) 0.55843(9) 0.0155(2) Uani 1 1 d . . . C5 C 0.78981(14) 0.38491(14) 0.27535(9) 0.0157(2) Uani 1 1 d . . . C6 C 0.90146(14) 0.38714(15) 0.20873(10) 0.0184(2) Uani 1 1 d . . . H6 H 0.9560 0.4437 0.2095 0.021(4) Uiso 1 1 d R . . C7 C 0.92938(14) 0.30334(15) 0.14141(10) 0.0195(2) Uani 1 1 d . . . H7 H 1.0035 0.3033 0.0944 0.022(4) Uiso 1 1 d R . . C8 C 0.84890(15) 0.21827(15) 0.14200(10) 0.0203(2) Uani 1 1 d . . . H8 H 0.8693 0.1631 0.0945 0.025(4) Uiso 1 1 d R . . C9 C 0.74050(15) 0.21254(15) 0.21006(10) 0.0189(2) Uani 1 1 d . . . H9 H 0.6888 0.1526 0.2114 0.023(4) Uiso 1 1 d R . . C10 C 0.71138(14) 0.29937(14) 0.27638(9) 0.0159(2) Uani 1 1 d . . . C11 C 0.30356(15) 0.22744(15) 0.46170(9) 0.0175(2) Uani 1 1 d . . . C12 C 0.28016(17) 0.12734(16) 0.42287(10) 0.0227(3) Uani 1 1 d . . . H12 H 0.3402 0.0879 0.3730 0.033(5) Uiso 1 1 d R . . C13 C 0.16490(18) 0.08793(18) 0.46061(12) 0.0278(3) Uani 1 1 d . . . H13 H 0.1468 0.0189 0.4366 0.033(5) Uiso 1 1 d R . . C14 C 0.07426(17) 0.14771(18) 0.53352(11) 0.0268(3) Uani 1 1 d . . . H14 H -0.0044 0.1193 0.5568 0.034(5) Uiso 1 1 d R . . C15 C 0.09768(16) 0.24759(16) 0.57209(10) 0.0217(3) Uani 1 1 d . . . H15 H 0.0367 0.2883 0.6212 0.029(4) Uiso 1 1 d R . . C16 C 0.21512(14) 0.28527(15) 0.53513(9) 0.0172(2) Uani 1 1 d . . . C17 C 0.27962(13) 0.71617(14) 0.30826(9) 0.0157(2) Uani 1 1 d . . . C18 C 0.22261(14) 0.89043(14) 0.23565(9) 0.0184(2) Uani 1 1 d . . . H18A H 0.1532 0.9631 0.2709 0.024 Uiso 1 1 calc R . . H18B H 0.1590 0.9155 0.1694 0.024 Uiso 1 1 calc R . . C19 C 0.36013(16) 0.92362(15) 0.20742(10) 0.0196(2) Uani 1 1 d . . . H19A H 0.3157 1.0419 0.1702 0.025 Uiso 1 1 calc R . . H19B H 0.4276 0.8901 0.2743 0.025 Uiso 1 1 calc R . . C20 C 0.46439(15) 0.83902(14) 0.13835(9) 0.0178(2) Uani 1 1 d . . . C21 C 0.60733(15) 0.84194(14) 0.12564(9) 0.0183(2) Uani 1 1 d . . . H21 H 0.6378 0.8901 0.1633 0.014(3) Uiso 1 1 d R . . C22 C 0.70411(14) 0.77586(14) 0.05928(9) 0.0175(2) Uani 1 1 d . . . C23 C 0.65990(14) 0.70449(14) 0.00233(9) 0.0174(2) Uani 1 1 d . . . C24 C 0.52145(15) 0.69739(15) 0.01644(10) 0.0195(2) Uani 1 1 d . . . H24 H 0.4919 0.6473 -0.0200 0.022(4) Uiso 1 1 d R . . C25 C 0.42452(15) 0.76434(15) 0.08475(10) 0.0196(2) Uani 1 1 d . . . H25 H 0.3303 0.7582 0.0942 0.023(4) Uiso 1 1 d R . . C26 C 0.90238(18) 0.8270(2) 0.10786(13) 0.0306(3) Uani 1 1 d . . . H261 H 0.8295(11) 0.9410(13) 0.0915(7) 0.040(3) Uiso 1 1 d R . . H262 H 1.0059(13) 0.8117(13) 0.0936(7) 0.040(3) Uiso 1 1 d R . . H263 H 0.9099(13) 0.7661(11) 0.1822(8) 0.040(3) Uiso 1 1 d R . . C27 C 0.72004(17) 0.57412(18) -0.12257(11) 0.0247(3) Uani 1 1 d . . . H271 H 0.7092(12) 0.4851(12) -0.0749(5) 0.033(3) Uiso 1 1 d R . . H272 H 0.8013(10) 0.5353(12) -0.1639(8) 0.033(3) Uiso 1 1 d R . . H273 H 0.6210(12) 0.6545(9) -0.1694(8) 0.033(3) Uiso 1 1 d 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 Si 0.0144(2) 0.0147(2) 0.0112(2) -0.00479(16) 0.00214(15) -0.00909(17) O1 0.0172(4) 0.0164(4) 0.0128(4) -0.0044(3) 0.0008(3) -0.0088(3) O2 0.0309(5) 0.0253(5) 0.0200(4) -0.0062(4) -0.0026(4) -0.0170(4) O3 0.0207(4) 0.0296(5) 0.0248(5) -0.0158(4) 0.0064(4) -0.0156(4) O4 0.0219(4) 0.0252(4) 0.0208(4) -0.0134(4) 0.0067(3) -0.0139(4) N1 0.0158(5) 0.0160(4) 0.0132(4) -0.0053(4) 0.0023(4) -0.0097(4) N3 0.0164(5) 0.0158(4) 0.0134(4) -0.0049(4) 0.0024(4) -0.0101(4) N2 0.0188(5) 0.0184(5) 0.0180(5) -0.0081(4) 0.0036(4) -0.0112(4) N4 0.0177(5) 0.0204(5) 0.0157(5) -0.0069(4) 0.0037(4) -0.0121(4) C1 0.0153(5) 0.0167(5) 0.0123(5) -0.0036(4) 0.0022(4) -0.0086(4) C2 0.0164(5) 0.0152(5) 0.0136(5) -0.0055(4) 0.0013(4) -0.0078(4) C3 0.0180(5) 0.0161(5) 0.0146(5) -0.0050(4) 0.0009(4) -0.0104(4) C4 0.0162(5) 0.0176(5) 0.0140(5) -0.0039(4) 0.0016(4) -0.0106(4) C5 0.0156(5) 0.0160(5) 0.0139(5) -0.0047(4) 0.0009(4) -0.0071(4) C6 0.0166(5) 0.0188(5) 0.0187(5) -0.0064(4) 0.0040(4) -0.0085(5) C7 0.0160(5) 0.0193(6) 0.0193(6) -0.0071(5) 0.0050(4) -0.0060(5) C8 0.0192(6) 0.0199(6) 0.0204(6) -0.0109(5) 0.0039(5) -0.0065(5) C9 0.0186(6) 0.0180(5) 0.0204(6) -0.0088(5) 0.0026(5) -0.0082(5) C10 0.0150(5) 0.0161(5) 0.0151(5) -0.0051(4) 0.0021(4) -0.0072(4) C11 0.0196(6) 0.0190(5) 0.0170(5) -0.0056(4) 0.0018(4) -0.0126(5) C12 0.0294(7) 0.0261(6) 0.0228(6) -0.0124(5) 0.0064(5) -0.0191(6) C13 0.0368(8) 0.0337(7) 0.0297(7) -0.0151(6) 0.0071(6) -0.0280(7) C14 0.0316(7) 0.0361(7) 0.0259(7) -0.0110(6) 0.0066(5) -0.0273(6) C15 0.0247(6) 0.0290(6) 0.0196(6) -0.0093(5) 0.0060(5) -0.0194(5) C16 0.0192(6) 0.0200(5) 0.0161(5) -0.0058(4) 0.0013(4) -0.0130(5) C17 0.0133(5) 0.0195(5) 0.0134(5) -0.0054(4) 0.0026(4) -0.0081(4) C18 0.0172(5) 0.0170(5) 0.0150(5) -0.0049(4) 0.0018(4) -0.0047(5) C19 0.0264(6) 0.0167(5) 0.0168(5) -0.0069(4) 0.0061(5) -0.0111(5) C20 0.0216(6) 0.0156(5) 0.0143(5) -0.0043(4) 0.0038(4) -0.0086(5) C21 0.0235(6) 0.0171(5) 0.0154(5) -0.0063(4) 0.0024(4) -0.0109(5) C22 0.0174(5) 0.0179(5) 0.0163(5) -0.0051(4) 0.0019(4) -0.0091(5) C23 0.0198(6) 0.0163(5) 0.0148(5) -0.0049(4) 0.0029(4) -0.0086(5) C24 0.0225(6) 0.0213(6) 0.0188(6) -0.0091(5) 0.0031(5) -0.0128(5) C25 0.0205(6) 0.0221(6) 0.0183(6) -0.0076(5) 0.0052(5) -0.0124(5) C26 0.0262(7) 0.0430(8) 0.0385(8) -0.0265(7) 0.0077(6) -0.0217(6) C27 0.0261(6) 0.0328(7) 0.0254(6) -0.0191(6) 0.0082(5) -0.0170(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 Si O1 1.7560(9) . ? Si O1 1.7560(9) 2_666 ? Si N1 1.9044(10) . ? Si N1 1.9044(10) 2_666 ? Si N3 1.9134(10) . ? Si N3 1.9134(10) 2_666 ? O1 C17 1.3362(14) . ? O2 C17 1.2109(15) . ? O3 C22 1.3754(15) . ? O3 C26 1.4232(16) . ? O4 C23 1.3706(15) . ? O4 C27 1.4316(15) . ? N1 C2 1.3895(14) . ? N1 C1 1.3900(15) . ? N3 C3 1.3851(15) . ? N3 C4 1.3872(15) . ? N2 C2 1.3207(15) . ? N2 C3 1.3208(16) . ? N4 C4 1.3199(16) . ? N4 C1 1.3222(15) 2_666 ? C1 N4 1.3222(15) 2_666 ? C1 C5 1.4471(16) . ? C2 C10 1.4523(16) . ? C3 C11 1.4535(16) . ? C4 C16 1.4525(16) . ? C5 C10 1.3965(16) . ? C5 C6 1.3987(17) . ? C6 C7 1.3886(18) . ? C7 C8 1.4103(18) . ? C8 C9 1.3927(18) . ? C9 C10 1.3986(17) . ? C11 C12 1.3955(17) . ? C11 C16 1.3978(17) . ? C12 C13 1.3903(19) . ? C13 C14 1.408(2) . ? C14 C15 1.3912(18) . ? C15 C16 1.3982(17) . ? C17 C18 1.5154(16) . ? C18 C19 1.5366(18) . ? C19 C20 1.5223(17) . ? C20 C25 1.3864(17) . ? C20 C21 1.4099(18) . ? C21 C22 1.3844(17) . ? C22 C23 1.4144(17) . ? C23 C24 1.3876(17) . ? C24 C25 1.4096(17) . ? 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 O1 Si O1 180.00(5) . 2_666 ? O1 Si N1 92.00(4) . . ? O1 Si N1 88.00(4) 2_666 . ? O1 Si N1 88.00(4) . 2_666 ? O1 Si N1 92.00(4) 2_666 2_666 ? N1 Si N1 180.0 . 2_666 ? O1 Si N3 93.46(4) . . ? O1 Si N3 86.54(4) 2_666 . ? N1 Si N3 89.85(4) . . ? N1 Si N3 90.15(4) 2_666 . ? O1 Si N3 86.54(4) . 2_666 ? O1 Si N3 93.46(4) 2_666 2_666 ? N1 Si N3 90.15(4) . 2_666 ? N1 Si N3 89.85(4) 2_666 2_666 ? N3 Si N3 180.00(6) . 2_666 ? C17 O1 Si 133.49(8) . . ? C22 O3 C26 116.66(10) . . ? C23 O4 C27 116.98(10) . . ? C2 N1 C1 106.58(9) . . ? C2 N1 Si 126.84(8) . . ? C1 N1 Si 126.56(8) . . ? C3 N3 C4 106.78(9) . . ? C3 N3 Si 126.70(8) . . ? C4 N3 Si 126.52(8) . . ? C2 N2 C3 120.73(10) . . ? C4 N4 C1 120.90(10) . 2_666 ? N4 C1 N1 127.96(11) 2_666 . ? N4 C1 C5 121.91(11) 2_666 . ? N1 C1 C5 110.13(10) . . ? N2 C2 N1 127.89(11) . . ? N2 C2 C10 122.19(11) . . ? N1 C2 C10 109.92(10) . . ? N2 C3 N3 127.95(11) . . ? N2 C3 C11 122.00(11) . . ? N3 C3 C11 110.05(10) . . ? N4 C4 N3 127.87(11) . . ? N4 C4 C16 122.04(11) . . ? N3 C4 C16 110.07(10) . . ? C10 C5 C6 121.77(11) . . ? C10 C5 C1 106.70(10) . . ? C6 C5 C1 131.54(11) . . ? C7 C6 C5 117.33(11) . . ? C6 C7 C8 120.73(12) . . ? C9 C8 C7 122.08(12) . . ? C8 C9 C10 116.75(12) . . ? C5 C10 C9 121.31(11) . . ? C5 C10 C2 106.65(10) . . ? C9 C10 C2 132.02(11) . . ? C12 C11 C16 121.47(11) . . ? C12 C11 C3 131.96(12) . . ? C16 C11 C3 106.57(10) . . ? C13 C12 C11 116.90(12) . . ? C12 C13 C14 121.73(12) . . ? C15 C14 C13 121.28(12) . . ? C14 C15 C16 116.88(12) . . ? C11 C16 C15 121.73(11) . . ? C11 C16 C4 106.51(10) . . ? C15 C16 C4 131.76(12) . . ? O2 C17 O1 125.31(11) . . ? O2 C17 C18 123.76(11) . . ? O1 C17 C18 110.93(10) . . ? C17 C18 C19 112.33(10) . . ? C20 C19 C18 115.54(10) . . ? C25 C20 C21 118.35(11) . . ? C25 C20 C19 123.89(11) . . ? C21 C20 C19 117.73(11) . . ? C22 C21 C20 121.17(11) . . ? O3 C22 C21 124.84(11) . . ? O3 C22 C23 115.12(11) . . ? C21 C22 C23 120.04(11) . . ? O4 C23 C24 125.31(11) . . ? O4 C23 C22 115.51(11) . . ? C24 C23 C22 119.17(11) . . ? C23 C24 C25 120.14(11) . . ? C20 C25 C24 121.08(12) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Si O1 C17 C18 -155.82(8) . . . . ? O1 C17 C18 C19 63.41(13) . . . . ? C17 C18 C19 C20 67.37(13) . . . . ? C18 C19 C20 C21 -169.07(10) . . . . ? C19 C20 C21 C22 -176.27(11) . . . . ? C20 C21 C22 O3 -178.94(11) . . . . ? C21 C22 O3 C26 5.54(18) . . . . ? C22 C23 O4 C27 -178.95(10) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.416 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.054 #============================================END