# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/490 data_kamimura18 #----------------------------------------------------------------------------- _audit_creation_date ' 6-NOV-98 18:18:19' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #----------------------------------------------------------------------------- _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'TEXSAN' _computing_structure_solution ? _computing_structure_refinement 'TEXSAN' _computing_publication_material 'TEXSAN' _computing_molecular_graphics ? #----------------------------------------------------------------------------- _chemical_name_common ? _chemical_formula_weight 371.54 _chemical_formula_analytical ? _chemical_formula_sum 'C22 H29 N1 O2 S1 ' _chemical_formula_moiety 'C22 H29 N1 O2 S1 ' _chemical_formula_structural ? _chemical_melting_point ? #----------------------------------------------------------------------------- _cell_length_a 16.09(1) _cell_length_b 16.19(1) _cell_length_c 8.298(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2163(2) _cell_formula_units_Z 4 _cell_measurement_temperature 294.2 _cell_measurement_reflns_used 21 _cell_measurement_theta_min ? _cell_measurement_theta_max ? #----------------------------------------------------------------------------- _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_Int_Tables_number 19 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x, -y,1/2+z' '1/2+x,1/2-y, -z' ' -x,1/2+y,1/2-z' #----------------------------------------------------------------------------- _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_diffrn 1.141 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 800.00 _exptl_absorpt_coefficient_mu 0.156 _exptl_absorpt_correction_type 'none' _exptl_special_details ? #----------------------------------------------------------------------------- _diffrn_special_details ? _diffrn_ambient_temperature 294.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5S' _diffrn_measurement_method \w _diffrn_standards_number 2 _diffrn_standards_interval_count 2 _diffrn_standards_decay_% -0.50 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? ? ? ? ? ? ? _diffrn_reflns_number 2845 _reflns_number_total 2845 _reflns_number_observed 1179 _reflns_observed_criterion >2.0sigma(I) _diffrn_reflns_av_R_equivalents 0.00 _diffrn_reflns_av_sigmaI/netI 0.000 _diffrn_reflns_limit_h_min ? _diffrn_reflns_limit_h_max ? _diffrn_reflns_limit_k_min ? _diffrn_reflns_limit_k_max ? _diffrn_reflns_limit_l_min ? _diffrn_reflns_limit_l_max ? _diffrn_reflns_theta_min 0.00 _diffrn_reflns_theta_max 0.00 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.00231 _diffrn_orient_matrix_UB_12 -0.06153 _diffrn_orient_matrix_UB_13 0.00910 _diffrn_orient_matrix_UB_21 0.06112 _diffrn_orient_matrix_UB_22 0.00308 _diffrn_orient_matrix_UB_23 0.02089 _diffrn_orient_matrix_UB_31 -0.01097 _diffrn_orient_matrix_UB_32 0.00419 _diffrn_orient_matrix_UB_33 0.11834 #----------------------------------------------------------------------------- loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 88 0.002 0.002 'International Tables Vol IV Table 2.2A' H 0 116 0.000 0.000 'International Tables Vol IV Table 2.2A' N 0 4 0.004 0.003 'International Tables Vol IV Table 2.2A' O 0 8 0.008 0.006 'International Tables Vol IV Table 2.2A' S 0 4 0.110 0.124 'International Tables Vol IV Table 2.2A' #----------------------------------------------------------------------------- loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom S((1)) 0.7062(2) 0.2108(1) 0.3861(3) 0.073(1) 1.000 Uani . . O((1)) 0.7699(3) 0.4333(3) 0.6447(7) 0.066(3) 1.000 Uani . . O((2)) 0.6275(3) 0.4401(3) 0.2217(6) 0.062(3) 1.000 Uani . . N((1)) 0.5277(4) 0.3695(3) 0.3511(7) 0.044(3) 1.000 Uani . . C((1)) 0.7125(5) 0.4568(5) 0.5209(9) 0.048(4) 1.000 Uani . . C((2)) 0.6714(4) 0.3765(4) 0.4638(9) 0.040(4) 1.000 Uani . . C((3)) 0.6063(4) 0.3968(4) 0.3349(9) 0.041(4) 1.000 Uani . . C((4)) 0.6497(5) 0.5185(5) 0.584(1) 0.048(5) 1.000 Uani . . C((5)) 0.6339(7) 0.5906(6) 0.503(1) 0.080(6) 1.000 Uani . . C((6)) 0.5737(9) 0.6445(6) 0.559(1) 0.111(9) 1.000 Uani . . C((7)) 0.5297(7) 0.6284(7) 0.694(1) 0.093(8) 1.000 Uani . . C((8)) 0.5461(6) 0.5576(7) 0.778(1) 0.078(6) 1.000 Uani . . C((9)) 0.6056(5) 0.5033(5) 0.723(1) 0.061(5) 1.000 Uani . . C((10)) 0.7366(4) 0.3177(5) 0.397(1) 0.055(5) 1.000 Uani . . C((11)) 0.7115(5) 0.1765(5) 0.587(1) 0.065(6) 1.000 Uani . . C((12)) 0.7330(5) 0.2257(5) 0.719(1) 0.067(6) 1.000 Uani . . C((13)) 0.7333(6) 0.1908(7) 0.874(1) 0.094(8) 1.000 Uani . . C((14)) 0.7160(7) 0.1097(9) 0.895(1) 0.12(1) 1.000 Uani . . C((15)) 0.6957(9) 0.0604(8) 0.766(2) 0.12(1) 1.000 Uani . . C((16)) 0.6935(7) 0.0938(6) 0.611(1) 0.095(8) 1.000 Uani . . C((17)) 0.4992(5) 0.3089(5) 0.469(1) 0.054(5) 1.000 Uani . . C((18)) 0.4385(5) 0.3454(6) 0.589(1) 0.082(6) 1.000 Uani . . C((19)) 0.4645(5) 0.2329(5) 0.387(1) 0.073(6) 1.000 Uani . . C((20)) 0.4626(5) 0.4034(6) 0.240(1) 0.070(6) 1.000 Uani . . C((21)) 0.4779(6) 0.3777(6) 0.067(1) 0.096(8) 1.000 Uani . . C((22)) 0.4525(6) 0.4963(6) 0.262(1) 0.101(8) 1.000 Uani . . H((1)) 0.80624 0.48178 0.66071 0.08459 1.000 Uiso . . H((2)) 0.74241 0.48326 0.42852 0.05942 1.000 Uiso . . H((3)) 0.64436 0.34952 0.55848 0.05707 1.000 Uiso . . H((4)) 0.66526 0.60347 0.40358 0.09120 1.000 Uiso . . H((5)) 0.56466 0.69638 0.49178 0.13064 1.000 Uiso . . H((6)) 0.48662 0.66926 0.72293 0.12882 1.000 Uiso . . H((7)) 0.51329 0.54448 0.87602 0.09926 1.000 Uiso . . H((8)) 0.61869 0.45151 0.78445 0.07478 1.000 Uiso . . H((9)) 0.78804 0.32266 0.46182 0.06495 1.000 Uiso . . H((10)) 0.75292 0.33735 0.29009 0.06495 1.000 Uiso . . H((11)) 0.74795 0.28549 0.70437 0.08600 1.000 Uiso . . H((12)) 0.74869 0.22361 0.97381 0.12167 1.000 Uiso . . H((13)) 0.71710 0.08365 1.00334 0.14279 1.000 Uiso . . H((14)) 0.68442 0.00045 0.78291 0.15396 1.000 Uiso . . H((15)) 0.67839 0.05600 0.51972 0.11965 1.000 Uiso . . H((16)) 0.54619 0.29208 0.53278 0.06985 1.000 Uiso . . H((17)) 0.46172 0.39097 0.64699 0.09834 1.000 Uiso . . H((18)) 0.38880 0.36423 0.53639 0.09834 1.000 Uiso . . H((19)) 0.42098 0.30490 0.66925 0.09834 1.000 Uiso . . H((20)) 0.44475 0.19004 0.46194 0.08876 1.000 Uiso . . H((21)) 0.41785 0.24444 0.31718 0.08876 1.000 Uiso . . H((22)) 0.50569 0.20503 0.32006 0.08876 1.000 Uiso . . H((23)) 0.40915 0.37870 0.27216 0.09104 1.000 Uiso . . H((24)) 0.47735 0.31917 0.05565 0.10323 1.000 Uiso . . H((25)) 0.43443 0.39963 -0.00234 0.10323 1.000 Uiso . . H((26)) 0.52927 0.39889 0.03105 0.10323 1.000 Uiso . . H((27)) 0.50443 0.52311 0.23497 0.11611 1.000 Uiso . . H((28)) 0.41101 0.51796 0.18999 0.11611 1.000 Uiso . . H((29)) 0.43828 0.51051 0.36873 0.11611 1.000 Uiso . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S((1)) 0.072(1) 0.066(1) 0.081(1) 0.008(1) -0.014(1) -0.024(1) O((1)) 0.061(3) 0.064(3) 0.072(4) -0.024(3) -0.024(3) -0.004(3) O((2)) 0.067(3) 0.070(3) 0.050(3) -0.033(3) 0.000(3) 0.012(3) N((1)) 0.043(3) 0.050(3) 0.040(3) -0.012(3) -0.005(3) 0.011(3) C((1)) 0.040(4) 0.065(5) 0.040(4) -0.018(4) -0.008(4) 0.004(4) C((2)) 0.033(3) 0.043(4) 0.044(4) -0.007(3) -0.001(3) 0.005(4) C((3)) 0.050(5) 0.038(4) 0.036(4) -0.014(4) 0.007(4) 0.008(3) C((4)) 0.055(5) 0.049(4) 0.041(5) -0.021(4) 0.007(4) -0.001(4) C((5)) 0.15(1) 0.053(5) 0.035(5) -0.008(6) 0.018(6) 0.000(4) C((6)) 0.20(1) 0.065(6) 0.064(7) 0.036(8) -0.002(9) 0.001(6) C((7)) 0.113(9) 0.084(8) 0.084(8) 0.012(7) 0.001(7) -0.030(7) C((8)) 0.093(7) 0.075(6) 0.066(6) -0.015(6) 0.015(6) -0.009(6) C((9)) 0.072(6) 0.051(5) 0.058(6) -0.010(5) -0.001(5) 0.003(5) C((10)) 0.036(4) 0.078(5) 0.051(5) -0.007(4) 0.006(4) -0.004(5) C((11)) 0.039(4) 0.068(6) 0.088(7) -0.002(5) -0.001(5) -0.009(5) C((12)) 0.052(5) 0.065(6) 0.085(7) 0.005(4) -0.016(5) 0.000(6) C((13)) 0.093(7) 0.101(9) 0.090(8) -0.002(6) -0.009(7) 0.003(7) C((14)) 0.084(8) 0.12(1) 0.14(1) -0.003(8) 0.014(9) 0.06(1) C((15)) 0.12(1) 0.080(8) 0.17(1) -0.027(7) 0.00(1) 0.04(1) C((16)) 0.084(7) 0.061(6) 0.14(1) -0.014(6) 0.011(8) -0.004(7) C((17)) 0.053(4) 0.059(5) 0.050(5) -0.018(4) -0.005(4) 0.011(4) C((18)) 0.055(5) 0.107(7) 0.083(7) -0.022(5) 0.020(6) 0.007(6) C((19)) 0.069(5) 0.063(5) 0.088(7) -0.018(4) -0.012(6) 0.032(6) C((20)) 0.054(5) 0.075(6) 0.080(7) -0.012(5) -0.024(5) 0.016(6) C((21)) 0.126(9) 0.099(8) 0.063(7) -0.051(7) -0.041(6) 0.026(6) C((22)) 0.097(7) 0.095(7) 0.112(8) 0.015(7) -0.034(7) 0.031(7) #----------------------------------------------------------------------------- _refine_special_details ? _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme ' w = 1/[\s^2^(Fo) + 0.000225|Fo|^2^]' _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method Zachariasen_type_2_Gaussian_isotropic _refine_ls_extinction_coef 0.00000 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1179 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0625 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0551 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.452 _refine_ls_shift/esd_max 0.0595 _refine_ls_shift/esd_mean ? _refine_diff_density_min -0.24 _refine_diff_density_max 0.24 #----------------------------------------------------------------------------- _geom_special_details ? #----------------------------------------------------------------------------- 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(10) S(1) C(11) 104.2(4) . . . yes C(1) O(1) H(1) 105.51 . . . yes C(3) N(1) C(17) 125.6(6) . . . yes C(3) N(1) C(20) 118.4(6) . . . yes C(17) N(1) C(20) 116.0(6) . . . yes O(1) C(1) C(2) 105.9(6) . . . yes O(1) C(1) C(4) 110.8(6) . . . yes O(1) C(1) H(2) 110.63 . . . yes C(2) C(1) C(4) 112.3(6) . . . yes C(2) C(1) H(2) 109.49 . . . yes C(4) C(1) H(2) 107.75 . . . yes C(1) C(2) C(3) 109.1(6) . . . yes C(1) C(2) C(10) 110.3(6) . . . yes C(1) C(2) H(3) 108.44 . . . yes C(3) C(2) C(10) 110.5(6) . . . yes C(3) C(2) H(3) 110.14 . . . yes C(10) C(2) H(3) 108.35 . . . yes O(2) C(3) N(1) 121.8(7) . . . yes O(2) C(3) C(2) 118.0(6) . . . yes N(1) C(3) C(2) 120.2(6) . . . yes C(1) C(4) C(5) 120.9(8) . . . yes C(1) C(4) C(9) 121.2(8) . . . yes C(5) C(4) C(9) 117.9(8) . . . yes C(4) C(5) C(6) 119.9(8) . . . yes C(4) C(5) H(4) 119.66 . . . yes C(6) C(5) H(4) 120.39 . . . yes C(5) C(6) C(7) 122(1) . . . yes C(5) C(6) H(5) 115.59 . . . yes C(7) C(6) H(5) 122.62 . . . yes C(6) C(7) C(8) 119(1) . . . yes C(6) C(7) H(6) 116.33 . . . yes C(8) C(7) H(6) 124.71 . . . yes C(7) C(8) C(9) 119.7(9) . . . yes C(7) C(8) H(7) 119.78 . . . yes C(9) C(8) H(7) 120.44 . . . yes C(4) C(9) C(8) 121.7(8) . . . yes C(4) C(9) H(8) 117.93 . . . yes C(8) C(9) H(8) 120.39 . . . yes S(1) C(10) C(2) 115.6(5) . . . yes S(1) C(10) H(9) 109.29 . . . yes S(1) C(10) H(10) 110.00 . . . yes C(2) C(10) H(9) 109.00 . . . yes C(2) C(10) H(10) 108.29 . . . yes H(9) C(10) H(10) 104.04 . . . yes S(1) C(11) C(12) 125.0(7) . . . yes S(1) C(11) C(16) 115.8(9) . . . yes C(12) C(11) C(16) 119(1) . . . yes C(11) C(12) C(13) 119.2(8) . . . yes C(11) C(12) H(11) 121.03 . . . yes C(13) C(12) H(11) 119.75 . . . yes C(12) C(13) C(14) 121(1) . . . yes C(12) C(13) H(12) 122.61 . . . yes C(14) C(13) H(12) 116.70 . . . yes C(13) C(14) C(15) 121(1) . . . yes C(13) C(14) H(13) 121.83 . . . yes C(15) C(14) H(13) 117.60 . . . yes C(14) C(15) C(16) 120(1) . . . yes C(14) C(15) H(14) 119.74 . . . yes C(16) C(15) H(14) 120.36 . . . yes C(11) C(16) C(15) 120(1) . . . yes C(11) C(16) H(15) 121.86 . . . yes C(15) C(16) H(15) 117.72 . . . yes N(1) C(17) C(18) 112.3(7) . . . yes N(1) C(17) C(19) 111.3(7) . . . yes N(1) C(17) H(16) 108.15 . . . yes C(18) C(17) C(19) 112.0(7) . . . yes C(18) C(17) H(16) 104.83 . . . yes C(19) C(17) H(16) 107.88 . . . yes C(17) C(18) H(17) 112.27 . . . yes C(17) C(18) H(18) 111.16 . . . yes C(17) C(18) H(19) 111.77 . . . yes H(17) C(18) H(18) 108.08 . . . yes H(17) C(18) H(19) 106.79 . . . yes H(18) C(18) H(19) 106.48 . . . yes C(17) C(19) H(20) 114.32 . . . yes C(17) C(19) H(21) 113.57 . . . yes C(17) C(19) H(22) 112.44 . . . yes H(20) C(19) H(21) 105.32 . . . yes H(20) C(19) H(22) 104.57 . . . yes H(21) C(19) H(22) 105.78 . . . yes N(1) C(20) C(21) 111.6(8) . . . yes N(1) C(20) C(22) 111.1(7) . . . yes N(1) C(20) H(23) 107.11 . . . yes C(21) C(20) C(22) 113.9(9) . . . yes C(21) C(20) H(23) 106.69 . . . yes C(22) C(20) H(23) 105.95 . . . yes C(20) C(21) H(24) 111.57 . . . yes C(20) C(21) H(25) 110.04 . . . yes C(20) C(21) H(26) 110.05 . . . yes H(24) C(21) H(25) 107.29 . . . yes H(24) C(21) H(26) 109.83 . . . yes H(25) C(21) H(26) 107.94 . . . yes C(20) C(22) H(27) 108.73 . . . yes C(20) C(22) H(28) 110.80 . . . yes C(20) C(22) H(29) 112.46 . . . yes H(27) C(22) H(28) 106.74 . . . yes H(27) C(22) H(29) 108.81 . . . yes H(28) C(22) H(29) 109.12 . . . yes #----------------------------------------------------------------------------- #----------------------------------------------------------------------------- _publ_requested_journal ' J. Chem Soc., Perkin Trans. 1 ' _publ_contact_author ; Akio Kamimura,* Yoji Omata, Hiromasa Mitsudera and Akikazu Kakehi Department of Applied Chemistry, Faculty of Engineering, Yamaguchi University, Ube 755-8611, Japan and Department of Material Engineering, Faculty of Engineering, Shinshu University, Nagano 380-8553, Japan ; _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' +81-836-85-9231 ' _publ_contact_author_fax ' +81-836-85-9201 ' _publ_contact_author_email ' ak10@po.cc.yamaguchi-u.ac.jp' loop_ _publ_author_name _publ_author_address 'Akio Kamimura ' ; Department of Applied Chemistry, Faculty of Engineering, Yamaguchi University, Ube 755-8611, Japan ; _publ_section_title ; ENTER SECTION TITLE ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_experimental ; ENTER EXPERIMENTAL SECTION ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES EXSAN: Single Crystal Structure Analysis Software, Version .0, (1989). Molecular Structure Corporation, The Woodlands, X. 77381. ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; data_kamimura21 #----------------------------------------------------------------------------- _audit_creation_date '25-NOV-98 09:15:01' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #----------------------------------------------------------------------------- _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'TEXSAN' _computing_structure_solution 'MITHRIL (Gilmore, 1984)' _computing_structure_refinement 'TEXSAN' _computing_publication_material 'TEXSAN' _computing_molecular_graphics 'ORTEP (Johnson, 1965)' #----------------------------------------------------------------------------- _chemical_name_common ? _chemical_formula_weight 343.48 _chemical_formula_analytical ? _chemical_formula_sum 'C20 H25 N1 O2 S1 ' _chemical_formula_moiety 'C20 H25 N1 O2 S1 ' _chemical_formula_structural ? _chemical_melting_point ? #----------------------------------------------------------------------------- _cell_length_a 10.917(4) _cell_length_b 21.278(5) _cell_length_c 9.367(7) _cell_angle_alpha 90 _cell_angle_beta 116.48(3) _cell_angle_gamma 90 _cell_volume 1948(1) _cell_formula_units_Z 4 _cell_measurement_temperature 294.2 _cell_measurement_reflns_used 23 _cell_measurement_theta_min 15.2 _cell_measurement_theta_max 17.6 #----------------------------------------------------------------------------- _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C C ' _symmetry_Int_Tables_number 9 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' +x, -y,1/2+z' #----------------------------------------------------------------------------- _exptl_crystal_description 'prism' _exptl_crystal_colour 'white' _exptl_crystal_size_max 0.180 _exptl_crystal_size_mid 0.320 _exptl_crystal_size_min 0.680 _exptl_crystal_density_diffrn 1.171 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 736.00 _exptl_absorpt_coefficient_mu 0.169 _exptl_absorpt_correction_type 'none' _exptl_special_details ? #----------------------------------------------------------------------------- _diffrn_special_details ? _diffrn_ambient_temperature 294.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5S' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -4.20 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? ? ? ? ? ? ? _diffrn_reflns_number 7543 _reflns_number_total 7543 _reflns_number_observed 932 _reflns_observed_criterion >2.0sigma(I) _diffrn_reflns_av_R_equivalents 0.00 _diffrn_reflns_av_sigmaI/netI 0.000 _diffrn_reflns_limit_h_min ? _diffrn_reflns_limit_h_max ? _diffrn_reflns_limit_k_min ? _diffrn_reflns_limit_k_max ? _diffrn_reflns_limit_l_min ? _diffrn_reflns_limit_l_max ? _diffrn_reflns_theta_min 0.00 _diffrn_reflns_theta_max 0.00 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.03913 _diffrn_orient_matrix_UB_12 -0.01653 _diffrn_orient_matrix_UB_13 0.07088 _diffrn_orient_matrix_UB_21 0.01317 _diffrn_orient_matrix_UB_22 -0.04399 _diffrn_orient_matrix_UB_23 -0.02815 _diffrn_orient_matrix_UB_31 0.09364 _diffrn_orient_matrix_UB_32 -0.00072 _diffrn_orient_matrix_UB_33 0.09171 #----------------------------------------------------------------------------- loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 80 0.002 0.002 'International Tables Vol IV Table 2.2A' H 0 100 0.000 0.000 'International Tables Vol IV Table 2.2A' N 0 4 0.004 0.003 'International Tables Vol IV Table 2.2A' O 0 8 0.008 0.006 'International Tables Vol IV Table 2.2A' S 0 4 0.110 0.124 'International Tables Vol IV Table 2.2A' #----------------------------------------------------------------------------- loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom S(1) 0.00290 0.3545(1) 0.00240 0.071(1) 1.000 Uani . . O(1) -0.2832(5) 0.2186(2) 0.0788(8) 0.059(3) 1.000 Uani . . O(2) -0.2366(6) 0.3449(3) 0.1642(7) 0.068(3) 1.000 Uani . . N(1) -0.0331(6) 0.3543(3) 0.3862(8) 0.044(3) 1.000 Uani . . C(1) -0.1430(8) 0.2120(4) 0.1960(9) 0.049(4) 1.000 Uani . . C(2) -0.0625(7) 0.2717(3) 0.193(1) 0.040(4) 1.000 Uani . . C(3) -0.1160(9) 0.3275(4) 0.249(1) 0.047(4) 1.000 Uani . . C(4) -0.0847(8) 0.1536(4) 0.164(1) 0.047(4) 1.000 Uani . . C(5) 0.0309(9) 0.1259(4) 0.288(1) 0.065(5) 1.000 Uani . . C(6) 0.091(1) 0.0737(5) 0.265(1) 0.085(6) 1.000 Uani . . C(7) 0.041(1) 0.0454(5) 0.121(1) 0.085(7) 1.000 Uani . . C(8) -0.074(1) 0.0698(5) -0.005(1) 0.084(6) 1.000 Uani . . C(9) -0.1360(9) 0.1240(4) 0.015(1) 0.062(5) 1.000 Uani . . C(10) -0.0774(8) 0.2838(4) 0.025(1) 0.058(5) 1.000 Uani . . C(11) 0.1773(9) 0.3334(4) 0.063(1) 0.051(5) 1.000 Uani . . C(12) 0.259(1) 0.3838(4) 0.066(1) 0.079(6) 1.000 Uani . . C(13) 0.397(1) 0.3729(6) 0.115(1) 0.098(8) 1.000 Uani . . C(14) 0.452(1) 0.3158(8) 0.156(1) 0.092(8) 1.000 Uani . . C(15) 0.369(1) 0.2664(6) 0.149(1) 0.088(8) 1.000 Uani . . C(16) 0.231(1) 0.2741(5) 0.104(1) 0.068(6) 1.000 Uani . . C(17) -0.0596(8) 0.4123(4) 0.453(1) 0.049(4) 1.000 Uani . . C(18) 0.064(1) 0.4233(5) 0.612(1) 0.093(6) 1.000 Uani . . C(19) -0.187(1) 0.4067(5) 0.479(1) 0.082(6) 1.000 Uani . . C(20) -0.074(1) 0.4660(4) 0.342(1) 0.097(7) 1.000 Uani . . H(1) -0.13896 0.20826 0.30119 0.06217 1.000 Uiso . . H(2) 0.03424 0.26632 0.26190 0.04676 1.000 Uiso . . H(3) -0.32875 0.25949 0.06760 0.07908 1.000 Uiso . . H(4) 0.07160 0.14735 0.39221 0.08469 1.000 Uiso . . H(5) 0.16995 0.05455 0.35135 0.10903 1.000 Uiso . . H(6) 0.08559 0.00701 0.09909 0.11963 1.000 Uiso . . H(7) -0.11631 0.04766 -0.10815 0.10482 1.000 Uiso . . H(8) -0.21296 0.14266 -0.07887 0.08027 1.000 Uiso . . H(9) -0.17591 0.28403 -0.04693 0.07651 1.000 Uiso . . H(10) -0.04252 0.24685 -0.00805 0.07651 1.000 Uiso . . H(11) 0.21189 0.42583 0.02397 0.09902 1.000 Uiso . . H(12) 0.44545 0.41186 0.11583 0.12368 1.000 Uiso . . H(13) 0.54959 0.31531 0.18651 0.11667 1.000 Uiso . . H(14) 0.41278 0.22551 0.17449 0.12626 1.000 Uiso . . H(15) 0.17011 0.23980 0.09883 0.08739 1.000 Uiso . . H(16) 0.05356 0.32944 0.46645 0.05281 1.000 Uiso . . H(17) 0.07844 0.38809 0.68933 0.10654 1.000 Uiso . . H(18) 0.14760 0.42723 0.60562 0.10654 1.000 Uiso . . H(19) 0.05598 0.46020 0.67064 0.10654 1.000 Uiso . . H(20) -0.20591 0.44438 0.52288 0.10379 1.000 Uiso . . H(21) -0.26737 0.39713 0.38230 0.10379 1.000 Uiso . . H(22) -0.17774 0.37300 0.55410 0.10379 1.000 Uiso . . H(23) 0.00729 0.47304 0.32495 0.11090 1.000 Uiso . . H(24) -0.14848 0.46016 0.23103 0.11090 1.000 Uiso . . H(25) -0.09470 0.50722 0.37235 0.11090 1.000 Uiso . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S(1) 0.071(1) 0.057(1) 0.090(2) 0.006(1) 0.040(1) 0.019(1) O(1) 0.024(3) 0.056(3) 0.076(4) -0.004(2) 0.002(3) -0.005(3) O(2) 0.034(3) 0.079(4) 0.064(4) 0.019(3) -0.002(3) -0.008(3) N(1) 0.041(3) 0.048(4) 0.029(3) 0.009(3) 0.003(3) -0.007(3) C(1) 0.033(4) 0.064(6) 0.040(5) -0.002(4) 0.008(4) -0.002(4) C(2) 0.023(4) 0.049(5) 0.036(5) -0.005(3) 0.001(3) -0.011(4) C(3) 0.036(5) 0.054(5) 0.042(5) 0.001(4) 0.010(4) 0.004(4) C(4) 0.044(5) 0.043(5) 0.058(6) -0.006(4) 0.028(4) 0.002(4) C(5) 0.052(5) 0.065(6) 0.055(6) 0.014(5) 0.003(5) -0.005(5) C(6) 0.069(7) 0.067(7) 0.093(9) 0.025(6) 0.012(6) 0.007(6) C(7) 0.083(8) 0.058(7) 0.12(1) 0.009(6) 0.055(9) -0.009(7) C(8) 0.106(9) 0.070(7) 0.068(7) -0.013(7) 0.033(7) -0.024(6) C(9) 0.075(6) 0.062(6) 0.046(6) -0.002(5) 0.023(5) -0.005(5) C(10) 0.042(5) 0.075(6) 0.054(6) -0.001(4) 0.019(4) -0.004(5) C(11) 0.054(5) 0.063(6) 0.042(5) -0.014(5) 0.026(4) -0.002(4) C(12) 0.078(7) 0.073(7) 0.092(8) -0.016(6) 0.045(6) -0.001(6) C(13) 0.09(1) 0.11(1) 0.11(1) -0.042(8) 0.058(8) -0.029(8) C(14) 0.054(7) 0.16(1) 0.063(8) -0.019(8) 0.029(6) -0.028(8) C(15) 0.084(9) 0.12(1) 0.068(7) 0.023(8) 0.041(6) 0.001(6) C(16) 0.059(6) 0.070(7) 0.080(7) 0.009(5) 0.036(5) -0.001(5) C(17) 0.042(5) 0.053(6) 0.040(5) 0.007(4) 0.007(4) 0.004(4) C(18) 0.073(6) 0.098(8) 0.083(7) 0.006(6) 0.013(6) -0.054(6) C(19) 0.070(6) 0.085(7) 0.099(8) 0.013(5) 0.046(6) -0.012(6) C(20) 0.12(1) 0.047(6) 0.13(1) 0.008(6) 0.065(8) 0.009(6) #----------------------------------------------------------------------------- _refine_special_details ? _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme ' w = 1/[\s^2^(Fo) + 0.000225|Fo|^2^]' _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method Zachariasen_type_2_Gaussian_isotropic _refine_ls_extinction_coef 0.00000 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 932 _refine_ls_number_parameters 215 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0544 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0482 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.448 _refine_ls_shift/esd_max 0.0391 _refine_ls_shift/esd_mean ? _refine_diff_density_min -0.18 _refine_diff_density_max 0.22 #----------------------------------------------------------------------------- _geom_special_details ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C(10) 1.799(9) . . yes S1 C(11) 1.784(9) . . yes O(1) C(1) 1.439(8) . . yes O(1) H(3) 0.985 . . yes O(2) C(3) 1.254(9) . . yes N(1) C(3) 1.324(9) . . yes N(1) C(17) 1.47(1) . . yes N(1) H(16) 1.052 . . yes C(1) C(2) 1.55(1) . . yes C(1) C(4) 1.49(1) . . yes C(1) H(1) 0.969 . . yes C(2) C(3) 1.52(1) . . yes C(2) C(10) 1.53(1) . . yes C(2) H(2) 0.969 . . yes C(4) C(5) 1.41(1) . . yes C(4) C(9) 1.40(1) . . yes C(5) C(6) 1.35(1) . . yes C(5) H(4) 0.989 . . yes C(6) C(7) 1.35(1) . . yes C(6) H(5) 0.974 . . yes C(7) C(8) 1.38(1) . . yes C(7) H(6) 1.016 . . yes C(8) C(9) 1.39(1) . . yes C(8) H(7) 0.989 . . yes C(9) H(8) 0.989 . . yes C(10) H(9) 0.981 . . yes C(10) H(10) 0.980 . . yes C(11) C(12) 1.39(1) . . yes C(11) C(16) 1.37(1) . . yes C(12) C(13) 1.39(1) . . yes C(12) H(11) 1.019 . . yes C(13) C(14) 1.33(1) . . yes C(13) H(12) 0.978 . . yes C(14) C(15) 1.37(1) . . yes C(14) H(13) 0.974 . . yes C(15) C(16) 1.39(1) . . yes C(15) H(14) 0.969 . . yes C(16) H(15) 0.970 . . yes C(17) C(18) 1.51(1) . . yes C(17) C(19) 1.52(1) . . yes C(17) C(20) 1.51(1) . . yes C(18) H(17) 1.004 . . yes C(18) H(18) 0.945 . . yes C(18) H(19) 0.984 . . yes C(19) H(20) 0.964 . . yes C(19) H(21) 0.961 . . yes C(19) H(22) 0.976 . . yes C(20) H(23) 0.979 . . yes C(20) H(24) 0.999 . . yes C(20) H(25) 0.980 . . yes #----------------------------------------------------------------------------- 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(10) S1 C(11) 105.0(4) . . . yes C(1) O(1) H(3) 118.83 . . . yes C(3) N(1) C(17) 126.6(6) . . . yes C(3) N(1) H(16) 118.90 . . . yes C(17) N(1) H(16) 113.71 . . . yes O(1) C(1) C(2) 108.9(6) . . . yes O(1) C(1) C(4) 109.4(6) . . . yes O(1) C(1) H(1) 109.58 . . . yes C(2) C(1) C(4) 112.4(6) . . . yes C(2) C(1) H(1) 108.49 . . . yes C(4) C(1) H(1) 108.01 . . . yes C(1) C(2) C(3) 108.8(6) . . . yes C(1) C(2) C(10) 110.9(6) . . . yes C(1) C(2) H(2) 110.28 . . . yes C(3) C(2) C(10) 110.3(6) . . . yes C(3) C(2) H(2) 109.45 . . . yes C(10) C(2) H(2) 107.05 . . . yes O(2) C(3) N(1) 124.0(8) . . . yes O(2) C(3) C(2) 117.8(7) . . . yes N(1) C(3) C(2) 118.2(7) . . . yes C(1) C(4) C(5) 119.4(8) . . . yes C(1) C(4) C(9) 124.2(8) . . . yes C(5) C(4) C(9) 116.4(8) . . . yes C(4) C(5) C(6) 122.1(9) . . . yes C(4) C(5) H(4) 117.69 . . . yes C(6) C(5) H(4) 120.08 . . . yes C(14) C(13) H(12) 127.06 . . . yes C(13) C(14) C(15) 119(1) . . . yes C(13) C(14) H(13) 112.48 . . . yes C(15) C(14) H(13) 128.30 . . . yes C(14) C(15) C(16) 122(1) . . . yes C(14) C(15) H(14) 115.93 . . . yes C(16) C(15) H(14) 121.95 . . . yes C(11) C(16) C(15) 118(1) . . . yes C(11) C(16) H(15) 118.86 . . . yes C(15) C(16) H(15) 123.58 . . . yes N(1) C(17) C(18) 106.9(6) . . . yes N(1) C(17) C(19) 111.8(7) . . . yes N(1) C(17) C(20) 108.5(8) . . . yes C(18) C(17) C(19) 109.5(8) . . . yes C(18) C(17) C(20) 109.6(9) . . . yes C(19) C(17) C(20) 110.4(7) . . . yes C(17) C(18) H(17) 112.12 . . . yes C(17) C(18) H(18) 114.47 . . . yes C(17) C(18) H(19) 114.17 . . . yes H(17) C(18) H(18) 105.42 . . . yes H(17) C(18) H(19) 102.59 . . . yes H(18) C(18) H(19) 107.03 . . . yes C(17) C(19) H(20) 112.70 . . . yes C(17) C(19) H(21) 112.38 . . . yes C(17) C(19) H(22) 111.22 . . . yes H(20) C(19) H(21) 107.41 . . . yes C(5) C(6) C(7) 121(1) . . . yes C(5) C(6) H(5) 121.49 . . . yes C(7) C(6) H(5) 117.26 . . . yes C(6) C(7) C(8) 119(1) . . . yes C(6) C(7) H(6) 123.05 . . . yes C(8) C(7) H(6) 117.66 . . . yes C(7) C(8) C(9) 120.7(9) . . . yes C(7) C(8) H(7) 120.59 . . . yes C(9) C(8) H(7) 118.59 . . . yes C(4) C(9) C(8) 120.1(9) . . . yes C(4) C(9) H(8) 120.58 . . . yes C(8) C(9) H(8) 119.17 . . . yes S1 C(10) C(2) 115.2(6) . . . yes S1 C(10) H(9) 111.11 . . . yes S1 C(10) H(10) 110.99 . . . yes C(2) C(10) H(9) 106.51 . . . yes C(2) C(10) H(10) 107.89 . . . yes H(9) C(10) H(10) 104.54 . . . yes S1 C(11) C(12) 113.4(7) . . . yes S1 C(11) C(16) 125.5(7) . . . yes C(12) C(11) C(16) 121.1(9) . . . yes C(11) C(12) C(13) 118.3(9) . . . yes C(11) C(12) H(11) 117.44 . . . yes C(13) C(12) H(11) 124.13 . . . yes C(12) C(13) C(14) 122(1) . . . yes C(12) C(13) H(12) 111.18 . . . yes H(20) C(19) H(22) 106.26 . . . yes H(21) C(19) H(22) 106.47 . . . yes C(17) C(20) H(23) 113.82 . . . yes C(17) C(20) H(24) 114.20 . . . yes C(17) C(20) H(25) 116.10 . . . yes H(23) C(20) H(24) 103.32 . . . yes H(23) C(20) H(25) 104.69 . . . yes H(24) C(20) H(25) 103.25 . . . yes #----------------------------------------------------------------------------- #----------------------------------------------------------------------------- _publ_requested_journal ' J. Chem Soc., Perkin Trans. 1 ' _publ_contact_author ; Akio Kamimura,* Yoji Omata, Hiromasa Mitsudera and Akikazu Kakehi Department of Applied Chemistry, Faculty of Engineering, Yamaguchi= University, Ube 755-8611, Japan and Department of Material Engineering,= Faculty of Engineering, Shinshu University, Nagano 380-8553,= Japan ; _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' +81-836-85-9231 ' _publ_contact_author_fax ' +81-836-85-9201 ' _publ_contact_author_email ' ak10@po.cc.yamaguchi-u.ac.jp ' loop_ _publ_author_name _publ_author_address 'Akio Kamimura ' ; Department of Applied Chemistry, Faculty of Engineering, Yamaguchi= University, Ube 755-8611, Japan ; _publ_section_title ; ENTER SECTION TITLE ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_experimental ; ENTER EXPERIMENTAL SECTION ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; Gilmore, C. J., J. Appl. Cryst., 17, 42-46 (1984). Johnson, C. K., ORTEP. Report ORNL-3794. Oak Ridge National Laboratory, Tennessee, USA (1965). TEXSAN: Single Crystal Structure Analysis Software, Version 2.0, (1989). Molecular Structure Corporation, The Woodlands, TX. 77381. ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ;