Supplementary Material (ESI) for Perkin Transactions This journal is © The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 207 _publ_requested_journal 'Perkin Transactions 1' loop_ _publ_author_name 'Honda, Eiji' 'Iwamura, Tatsunori' 'Kataoka, Tadashi' 'Muraoka, Osamu' 'Tanabe, Genzoh' 'Watanabe, Shin-ichi' _publ_contact_author_name 'Prof Tadashi Kataoka' _publ_contact_author_address ; Prof Tadashi Kataoka Gifu Pharmaceutical University 6-1 Mitahora-higashi 5-chome Gifu 502-8585 JAPAN ; _publ_contact_author_email 'kataoka@gifu-pu.ac.jp' data_TK-1600 _database_code_CSD 152309 #------------------------------------------------------------------------------ _audit_creation_date 'Tue Oct 25 23:02:43 2000' _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: PROCESS (MSC)' _computing_structure_solution SAPI91 _computing_structure_refinement 'teXsan: LS (MSC)' _computing_publication_material 'teXsan: FINISH (MSC)' #------------------------------------------------------------------------------ _cell_length_a 8.658(2) _cell_length_b 13.031(3) _cell_length_c 7.875(2) _cell_angle_alpha 103.77(2) _cell_angle_beta 98.21(2) _cell_angle_gamma 105.39(2) _cell_volume 811.6(4) _cell_formula_units_Z 2.00 _cell_measurement_temperature 23.0 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 27.92 _cell_measurement_theta_max 30.03 #------------------------------------------------------------------------------ _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -z' #------------------------------------------------------------------------------ _exptl_crystal_description 'prisms' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid ? _exptl_crystal_size_min 0.120 _exptl_crystal_density_diffrn 1.503 _exptl_crystal_density_measured ? _exptl_crystal_F000 372.00 _exptl_absorpt_coefficient_mu_cm 23.200 #------------------------------------------------------------------------------ _diffrn_special_details none _diffrn_ambient_temperature 23.0 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoKalpha _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector ? _diffrn_measurement_device 'AFC5R' _diffrn_measurement_method 'omega/2-theta scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_\% -2.97 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? ? ? ? ? ? ? _diffrn_reflns_number 3976 _diffrn_reflns_av_R_equivalents 3.81 _diffrn_reflns_av_sigmaI/Inet ? _diffrn_reflns_h_min 0 _diffrn_reflns_h_max 11 _diffrn_reflns_k_min -1 _diffrn_reflns_k_max 15 _diffrn_reflns_l_min -6 _diffrn_reflns_l_max 0 _diffrn_theta_min ? _diffrn_theta_max 27.5056 _diffrn_reflns_reduction_process ? _diffrn_orient_matrix_11 -0.02603 _diffrn_orient_matrix_12 -0.06196 _diffrn_orient_matrix_13 -0.11314 _diffrn_orient_matrix_21 0.00662 _diffrn_orient_matrix_22 0.05453 _diffrn_orient_matrix_23 -0.07122 _diffrn_orient_matrix_31 0.11982 _diffrn_orient_matrix_32 0.01007 _diffrn_orient_matrix_33 0.00957 #------------------------------------------------------------------------------ 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 40 0.003 0.002 'International Tables' H 0 32 0.000 0.000 'International Tables' O 0 4 0.011 0.006 'International Tables' Se 0 2 -0.093 2.226 'International Tables' #------------------------------------------------------------------------------ loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom Se1 0.24696(8) 0.15947(5) 0.60632(8) 0.0388 Uij ? ? O1 0.2845(6) 0.3676(3) 0.5533(6) 0.0530 Uij ? ? O2 0.2952(6) 0.0351(4) 0.8301(6) 0.0565 Uij ? ? C1 0.2264(7) 0.0049(4) 0.5228(7) 0.0370 Uij ? ? C2 0.2129(7) -0.0463(4) 0.3455(8) 0.0421 Uij ? ? C3 0.1973(8) -0.0031(5) 0.2030(7) 0.0463 Uij ? ? C4 0.1971(7) 0.1056(4) 0.2211(7) 0.0409 Uij ? ? C5 0.2130(6) 0.1847(4) 0.3756(7) 0.0365 Uij ? ? C6 0.2359(7) 0.3020(4) 0.4009(8) 0.0395 Uij ? ? C7 0.2035(7) 0.3438(4) 0.2414(8) 0.0392 Uij ? ? C8 0.3232(8) 0.4330(5) 0.2229(9) 0.0513 Uij ? ? C9 0.2943(10) 0.4722(5) 0.077(1) 0.0653 Uij ? ? C10 0.148(1) 0.4264(6) -0.0467(10) 0.0698 Uij ? ? C11 0.0290(9) 0.3416(6) -0.0255(9) 0.0628 Uij ? ? C12 0.0561(8) 0.2984(5) 0.1155(8) 0.0514 Uij ? ? C13 0.2589(7) -0.0327(5) 0.6794(8) 0.0403 Uij ? ? C14 0.2581(7) -0.1505(4) 0.6623(7) 0.0371 Uij ? ? C15 0.3751(7) -0.1651(5) 0.7866(8) 0.0446 Uij ? ? C16 0.3839(8) -0.2706(6) 0.7776(9) 0.0536 Uij ? ? C17 0.2759(9) -0.3620(5) 0.6469(9) 0.0540 Uij ? ? C18 0.1576(8) -0.3481(5) 0.5251(9) 0.0504 Uij ? ? C19 0.1491(7) -0.2425(5) 0.5322(8) 0.0424 Uij ? ? C20 0.4879(8) 0.2216(6) 0.6799(10) 0.0622 Uij ? ? H1 0.2191 -0.1260 0.3218 0.0681 Uij ? ? H2 0.1879 -0.0520 0.0805 0.0681 Uij ? ? H3 0.1844 0.1261 0.0978 0.0681 Uij ? ? H4 0.4239 0.4666 0.3094 0.0749 Uij ? ? H5 0.3770 0.5318 0.0621 0.0779 Uij ? ? H6 0.1305 0.4538 -0.1468 0.0835 Uij ? ? H7 -0.0739 0.3119 -0.1087 0.0745 Uij ? ? H8 -0.0267 0.2374 0.1267 0.0614 Uij ? ? H9 0.4540 -0.0987 0.8834 0.0540 Uij ? ? H10 0.4698 -0.2810 0.8674 0.0638 Uij ? ? H11 0.2837 -0.4388 0.6403 0.0649 Uij ? ? H12 0.0772 -0.4150 0.4304 0.0610 Uij ? ? H13 0.0629 -0.2326 0.4422 0.0512 Uij ? ? H14 0.5215 0.2969 0.7448 0.0507 Uij ? ? H15 0.5309 0.1806 0.7514 0.0750 Uij ? ? H16 0.5353 0.2135 0.5749 0.0750 Uij ? ? 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 Se1 0.0476(3) 0.0351(3) 0.0383(3) 0.0176(2) 0.0136(2) 0.0113(2) O1 0.070(3) 0.034(2) 0.050(3) 0.016(2) 0.005(2) 0.006(2) O2 0.080(3) 0.053(3) 0.044(3) 0.030(2) 0.019(2) 0.016(2) C1 0.037(3) 0.033(3) 0.044(3) 0.013(2) 0.014(2) 0.012(2) C2 0.048(3) 0.033(3) 0.049(3) 0.015(3) 0.016(3) 0.013(2) C3 0.063(4) 0.037(3) 0.038(3) 0.014(3) 0.015(3) 0.009(2) C4 0.046(3) 0.038(3) 0.039(3) 0.010(3) 0.010(3) 0.014(2) C5 0.035(3) 0.038(3) 0.039(3) 0.012(2) 0.007(2) 0.016(2) C6 0.037(3) 0.037(3) 0.045(3) 0.011(3) 0.011(3) 0.012(3) C7 0.045(3) 0.028(3) 0.046(3) 0.012(2) 0.013(3) 0.012(2) C8 0.047(4) 0.037(3) 0.068(4) 0.008(3) 0.012(3) 0.019(3) C9 0.079(5) 0.045(4) 0.079(5) 0.011(4) 0.034(4) 0.031(4) C10 0.110(7) 0.056(4) 0.054(4) 0.030(4) 0.020(4) 0.030(4) C11 0.073(5) 0.062(4) 0.044(4) 0.016(4) -0.001(3) 0.014(3) C12 0.054(4) 0.047(3) 0.052(4) 0.010(3) 0.008(3) 0.019(3) C13 0.041(3) 0.042(3) 0.043(3) 0.014(3) 0.018(3) 0.016(3) C14 0.039(3) 0.039(3) 0.045(3) 0.016(2) 0.020(3) 0.022(2) C15 0.042(3) 0.043(3) 0.050(3) 0.013(3) 0.009(3) 0.016(3) C16 0.052(4) 0.061(4) 0.066(4) 0.030(3) 0.016(3) 0.034(3) C17 0.066(5) 0.042(3) 0.069(4) 0.025(3) 0.025(4) 0.029(3) C18 0.052(4) 0.038(3) 0.055(4) 0.003(3) 0.014(3) 0.013(3) C19 0.038(3) 0.043(3) 0.050(3) 0.011(3) 0.011(3) 0.021(3) C20 0.052(4) 0.055(4) 0.071(5) 0.007(3) -0.001(4) 0.020(3) #------------------------------------------------------------------------------ _refine_special_details ? _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme unit _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 2222 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0430 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0480 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.050 _refine_ls_shift/esd_max 0.0000 _refine_ls_shift/esd_mean ? _refine_diff_density_min 0.63550 _refine_diff_density_max -0.45350 #------------------------------------------------------------------------------ _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 Se(1) C(1) 1.915(5) ? ? yes Se(1) C(5) 1.918(5) ? ? yes Se(1) C(20) 1.970(7) ? ? yes O(1) C(6) 1.235(7) ? ? yes O(2) C(13) 1.239(7) ? ? yes C(1) C(2) 1.370(7) ? ? yes C(1) C(13) 1.451(8) ? ? yes C(2) C(3) 1.375(8) ? ? yes C(3) C(4) 1.390(7) ? ? yes C(4) C(5) 1.357(7) ? ? yes C(5) C(6) 1.449(7) ? ? yes C(6) C(7) 1.503(8) ? ? yes C(7) C(8) 1.390(8) ? ? yes C(7) C(12) 1.386(8) ? ? yes C(8) C(9) 1.381(9) ? ? yes C(9) C(10) 1.37(1) ? ? yes C(10) C(11) 1.358(10) ? ? yes C(11) C(12) 1.377(9) ? ? yes C(13) C(14) 1.507(7) ? ? yes C(14) C(15) 1.388(8) ? ? yes C(14) C(19) 1.384(8) ? ? yes C(15) C(16) 1.383(8) ? ? yes C(16) C(17) 1.380(9) ? ? yes C(17) C(18) 1.380(9) ? ? yes C(18) C(19) 1.385(8) ? ? 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_bond_publ_flag C(1) Se(1) C(5) 97.0(2) ? ? ? yes C(1) Se(1) C(20) 99.4(3) ? ? ? yes C(5) Se(1) C(20) 99.9(3) ? ? ? yes Se(1) C(1) C(2) 121.4(4) ? ? ? yes Se(1) C(1) C(13) 107.3(4) ? ? ? yes C(2) C(1) C(13) 130.2(5) ? ? ? yes C(1) C(2) C(3) 128.2(5) ? ? ? yes C(2) C(3) C(4) 123.3(5) ? ? ? yes C(3) C(4) C(5) 127.0(5) ? ? ? yes Se(1) C(5) C(4) 122.7(4) ? ? ? yes Se(1) C(5) C(6) 108.7(4) ? ? ? yes C(4) C(5) C(6) 127.8(5) ? ? ? yes O(1) C(6) C(5) 119.8(5) ? ? ? yes O(1) C(6) C(7) 120.2(5) ? ? ? yes C(5) C(6) C(7) 119.9(5) ? ? ? yes C(6) C(7) C(8) 118.9(5) ? ? ? yes C(6) C(7) C(12) 122.0(5) ? ? ? yes C(8) C(7) C(12) 119.0(5) ? ? ? yes C(7) C(8) C(9) 119.3(6) ? ? ? yes C(8) C(9) C(10) 121.0(6) ? ? ? yes C(9) C(10) C(11) 119.7(6) ? ? ? yes C(10) C(11) C(12) 120.6(7) ? ? ? yes C(7) C(12) C(11) 120.3(6) ? ? ? yes O(2) C(13) C(1) 118.9(5) ? ? ? yes O(2) C(13) C(14) 119.6(5) ? ? ? yes C(1) C(13) C(14) 121.4(5) ? ? ? yes C(13) C(14) C(15) 116.6(5) ? ? ? yes C(13) C(14) C(19) 124.0(5) ? ? ? yes C(15) C(14) C(19) 119.4(5) ? ? ? yes C(14) C(15) C(16) 120.0(6) ? ? ? yes C(15) C(16) C(17) 120.5(6) ? ? ? yes C(16) C(17) C(18) 119.7(5) ? ? ? yes C(17) C(18) C(19) 120.1(6) ? ? ? yes C(14) C(19) C(18) 120.3(5) ? ? ? yes C(1) Se(1) C(5) 97.0(2) ? ? ? yes C(1) Se(1) C(20) 99.4(3) ? ? ? yes C(1) Se(1) C(13) 30.5(2) ? ? ? yes C(1) Se(1) C(6) 126.9(2) ? ? ? yes C(1) Se(1) C(2) 24.0(2) ? ? ? yes C(1) Se(1) C(4) 73.8(2) ? ? ? yes C(1) Se(1) C(3) 48.7(2) ? ? ? yes C(1) Se(1) C(1) 73.1(2) ? ? ? yes C(1) Se(1) C(19) 116.2(2) ? ? ? yes C(1) Se(1) C(2) 83.8(2) ? ? ? yes C(5) Se(1) C(20) 99.9(3) ? ? ? yes C(5) Se(1) C(13) 127.5(2) ? ? ? yes C(5) Se(1) C(6) 29.9(2) ? ? ? yes C(5) Se(1) C(2) 73.2(2) ? ? ? yes C(5) Se(1) C(4) 23.3(2) ? ? ? yes C(5) Se(1) C(3) 48.4(2) ? ? ? yes C(5) Se(1) C(1) 85.6(2) ? ? ? yes C(5) Se(1) C(19) 63.8(2) ? ? ? yes C(5) Se(1) C(2) 101.0(2) ? ? ? yes C(20) Se(1) C(13) 90.6(2) ? ? ? yes C(20) Se(1) C(6) 91.0(2) ? ? ? yes C(20) Se(1) C(2) 100.4(2) ? ? ? yes C(20) Se(1) C(4) 101.4(2) ? ? ? yes C(20) Se(1) C(3) 101.7(2) ? ? ? yes C(20) Se(1) C(1) 171.4(2) ? ? ? yes C(20) Se(1) C(19) 141.7(2) ? ? ? yes C(20) Se(1) C(2) 158.3(2) ? ? ? yes C(13) Se(1) C(6) 157.0(2) ? ? ? yes C(13) Se(1) C(2) 54.3(2) ? ? ? yes C(13) Se(1) C(4) 104.2(2) ? ? ? yes C(13) Se(1) C(3) 79.1(2) ? ? ? yes C(13) Se(1) C(1) 80.7(1) ? ? ? yes C(13) Se(1) C(19) 127.2(1) ? ? ? yes C(13) Se(1) C(2) 81.3(1) ? ? ? yes C(6) Se(1) C(2) 103.0(2) ? ? ? yes C(6) Se(1) C(4) 53.1(2) ? ? ? yes C(6) Se(1) C(3) 78.1(2) ? ? ? yes C(6) Se(1) C(1) 97.0(1) ? ? ? yes C(6) Se(1) C(19) 57.0(1) ? ? ? yes C(6) Se(1) C(2) 104.3(1) ? ? ? yes C(2) Se(1) C(4) 50.0(2) ? ? ? yes C(2) Se(1) C(3) 24.8(1) ? ? ? yes C(2) Se(1) C(1) 74.6(1) ? ? ? yes C(2) Se(1) C(19) 106.5(1) ? ? ? yes C(2) Se(1) C(2) 91.2(1) ? ? ? yes C(4) Se(1) C(3) 25.1(1) ? ? ? yes C(4) Se(1) C(1) 80.9(1) ? ? ? yes C(4) Se(1) C(19) 77.0(1) ? ? ? yes C(4) Se(1) C(2) 100.1(1) ? ? ? yes C(3) Se(1) C(1) 76.9(1) ? ? ? yes C(3) Se(1) C(19) 92.3(1) ? ? ? yes C(3) Se(1) C(2) 96.6(1) ? ? ? yes C(1) Se(1) C(19) 46.8(1) ? ? ? yes C(1) Se(1) C(2) 19.9(1) ? ? ? yes C(19) Se(1) C(2) 47.8(1) ? ? ? yes #------------------------------------------------------------------------------