# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/476 data_ip572_C21H18O2_23_09_1998 #------------------------------------ _audit_creation_date 'Fri Jan 7 13:04:40 2000' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------- _computing_data_collection 'MAR Data Collection Software &DENZO' _computing_cell_refinement 'MAR Data Collection Software& DENZO' _computing_data_reduction 'teXsan' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' #------------------------------------------------------------------ _cell_length_a 14.408(2) _cell_length_b 7.993(2) _cell_length_c 14.544(2) _cell_angle_alpha 90 _cell_angle_beta 107.88(2) _cell_angle_gamma 90 _cell_volume 1594.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 301.2 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0.0 _cell_measurement_theta_max 0.0 #----------------------------------------------------------------------- _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x,1/2+y,1/2-z' ' -x, -y, -z' '1/2+x,1/2-y,1/2+z' #------------------------------------------------------- _exptl_crystal_description 'prism' _exptl_crystal_colour 'colourlessprism' _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.260 _exptl_crystal_density_meas 0.000 _chemical_formula_weight 302.37 _chemical_formula_analytical ? _chemical_formula_sum 'C21 H18 O2' _chemical_formula_moiety 'C21 H18 O2' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 640.00 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type none #---------------------------------------------------------------------- _diffrn_special_details none _diffrn_ambient_temperature 301.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoKalpha _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'Imaging Plate' _diffrn_measurement_device 'MAR IPDS' _diffrn_measurement_method 'oscillation' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 2946 _reflns_number_total 2946 _reflns_number_observed 1661 _reflns_observed_criterion 3.00 _diffrn_reflns_av_R_equivalents 0.00 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min ? _diffrn_reflns_theta_max 27.73 _diffrn_reflns_reduction_process ? _diffrn_orient_matrix_UB_11 0.00000 _diffrn_orient_matrix_UB_12 0.00000 _diffrn_orient_matrix_UB_13 0.00000 _diffrn_orient_matrix_UB_21 0.00000 _diffrn_orient_matrix_UB_22 0.00000 _diffrn_orient_matrix_UB_23 0.00000 _diffrn_orient_matrix_UB_31 0.00000 _diffrn_orient_matrix_UB_32 0.00000 _diffrn_orient_matrix_UB_33 0.00000 #------------------------------------------------------------------- loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_image _atom_type_scat_source C 0 84 0.003 0.002 'International Tables' H 0 72 0.000 0.000 'International Tables' O 0 8 0.011 0.006 '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 O(1) 0.1272(2) 0.1395(2) 0.5523(2) 0.0553(8) Uij ? ? O(2) 0.1446(2) 0.6113(3) 0.4532(2) 0.0600(8) Uij ? ? C(1) 0.1191(2) 0.5694(4) 0.6479(2) 0.048(1) Uij ? ? C(1') 0.0539(3) 0.3062(4) 0.8427(2) 0.055(1) Uij ? ? C(1a) 0.1013(3) 0.7279(4) 0.6220(3) 0.065(1) Uij ? ? C(2') -0.0334(3) 0.3207(5) 0.8601(3) 0.068(1) Uij ? ? C(2a) 0.1163(3) 0.6500(5) 0.8170(3) 0.075(1) Uij ? ? C(2) 0.1314(3) 0.5118(4) 0.7515(3) 0.057(1) Uij ? ? C(3) 0.0643(3) 0.3607(4) 0.7457(3) 0.055(1) Uij ? ? C(3') -0.0457(3) 0.2713(6) 0.9472(3) 0.080(2) Uij ? ? C(4') 0.0319(4) 0.2090(6) 1.0186(3) 0.081(2) Uij ? ? C(4a) 0.1193(2) 0.2742(4) 0.6055(2) 0.048(1) Uij ? ? C(4) 0.0957(3) 0.2202(4) 0.6940(3) 0.056(1) Uij ? ? C(5') 0.1192(3) 0.1920(6) 1.0024(3) 0.085(2) Uij ? ? C(5) 0.1573(3) 0.0207(4) 0.4158(3) 0.065(1) Uij ? ? C(5a) 0.1477(3) 0.1625(4) 0.4661(2) 0.049(1) Uij ? ? C(6') 0.1319(3) 0.2410(6) 0.9153(3) 0.075(1) Uij ? ? C(6) 0.1746(3) 0.0392(5) 0.3287(3) 0.069(1) Uij ? ? C(7) 0.1839(3) 0.1969(5) 0.2922(3) 0.066(1) Uij ? ? C(8) 0.1753(3) 0.3364(4) 0.3439(3) 0.053(1) Uij ? ? C(8a) 0.1565(2) 0.3217(4) 0.4327(2) 0.0458(10) Uij ? ? C(9) 0.1425(2) 0.4694(4) 0.4871(2) 0.0458(9) Uij ? ? C(9a) 0.1270(2) 0.4366(4) 0.5804(2) 0.0443(9) Uij ? ? H(1) 0.0966 0.8092 0.6678 0.0701 Uij ? ? H(2) 0.0931 0.7603 0.5569 0.0701 Uij ? ? H(3) -0.0881 0.3656 0.8113 0.0741 Uij ? ? H(4) 0.1289 0.6066 0.8814 0.0824 Uij ? ? H(5) 0.1592 0.7395 0.8183 0.0824 Uij ? ? H(6) 0.0506 0.6877 0.7949 0.0824 Uij ? ? H(7) 0.1964 0.4732 0.7783 0.0606 Uij ? ? H(8) 0.0007 0.3938 0.7068 0.0585 Uij ? ? H(9) -0.1078 0.2808 0.9570 0.0864 Uij ? ? H(10) 0.0242 0.1778 1.0790 0.0896 Uij ? ? H(11) 0.1516 0.1694 0.7373 0.0605 Uij ? ? H(12) 0.0441 0.1403 0.6756 0.0605 Uij ? ? H(13) 0.1729 0.1469 1.0523 0.0943 Uij ? ? H(14) 0.1526 -0.0878 0.4404 0.0716 Uij ? ? H(15) 0.1934 0.2298 0.9054 0.0826 Uij ? ? H(16) 0.1803 -0.0577 0.2922 0.0755 Uij ? ? H(17) 0.1965 0.2085 0.2317 0.0719 Uij ? ? H(18) 0.1823 0.4443 0.3190 0.0568 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 O(1) 0.082(2) 0.039(1) 0.054(2) 0.001(1) 0.034(1) 0.001(1) O(2) 0.077(2) 0.045(1) 0.059(2) -0.004(1) 0.022(1) 0.009(1) C(1) 0.046(2) 0.045(2) 0.057(2) -0.004(2) 0.022(2) -0.006(2) C(1') 0.061(2) 0.063(2) 0.044(2) 0.007(2) 0.021(2) 0.003(2) C(1a) 0.078(3) 0.049(2) 0.075(3) 0.004(2) 0.035(2) -0.003(2) C(2') 0.062(3) 0.092(3) 0.050(2) 0.010(2) 0.015(2) 0.010(2) C(2a) 0.096(3) 0.068(2) 0.064(3) -0.009(2) 0.030(2) -0.017(2) C(2) 0.056(2) 0.060(2) 0.055(2) 0.000(2) 0.018(2) -0.002(2) C(3) 0.054(2) 0.065(2) 0.046(2) 0.003(2) 0.015(2) 0.003(2) C(3') 0.060(3) 0.117(4) 0.072(3) 0.006(2) 0.034(2) 0.009(3) C(4') 0.086(3) 0.108(3) 0.059(3) 0.011(3) 0.034(3) 0.016(2) C(4a) 0.054(2) 0.045(2) 0.046(2) 0.002(2) 0.014(2) 0.000(2) C(4) 0.069(2) 0.052(2) 0.053(2) -0.003(2) 0.028(2) 0.002(2) C(5') 0.077(3) 0.123(4) 0.055(3) 0.030(3) 0.021(2) 0.020(2) C(5) 0.087(3) 0.049(2) 0.067(3) 0.001(2) 0.033(2) -0.004(2) C(5a) 0.058(2) 0.043(2) 0.048(2) 0.003(2) 0.017(2) 0.002(1) C(6') 0.065(3) 0.109(3) 0.056(2) 0.020(2) 0.026(2) 0.010(2) C(6) 0.087(3) 0.064(2) 0.065(3) -0.001(2) 0.036(2) -0.015(2) C(7) 0.076(3) 0.077(3) 0.049(2) 0.000(2) 0.025(2) 0.001(2) C(8) 0.058(2) 0.054(2) 0.050(2) 0.003(2) 0.020(2) 0.005(2) C(8a) 0.043(2) 0.048(2) 0.045(2) 0.000(1) 0.012(2) 0.001(1) C(9) 0.043(2) 0.042(2) 0.049(2) -0.002(1) 0.009(2) 0.002(2) C(9a) 0.044(2) 0.040(2) 0.049(2) -0.001(1) 0.014(2) 0.003(1) #-------------------------------------------------------------------------- _refine_special_details ? _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef 0.00000 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1661 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0712 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0968 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.994 _refine_ls_shift/esd_max 0.0400 _refine_ls_shift/esd_mean ? _refine_diff_density_min -0.33 _refine_diff_density_max 0.29 #---------------------------------------------------------------------- _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 O(1) C(4a) 1.350(4) ? ? yes O(1) C(5a) 1.386(5) ? ? yes O(2) C(9) 1.241(4) ? ? yes C(1) C(1a) 1.324(5) ? ? yes C(1) C(2) 1.534(5) ? ? yes C(1) C(9a) 1.473(5) ? ? yes C(1') C(2') 1.361(6) ? ? yes C(1') C(3) 1.527(6) ? ? yes C(1') C(6') 1.385(5) ? ? yes C(2') C(3') 1.389(7) ? ? yes C(2a) C(2) 1.517(6) ? ? yes C(2) C(3) 1.533(5) ? ? yes C(3) C(4) 1.496(5) ? ? yes C(3') C(4') 1.365(6) ? ? yes C(4') C(5') 1.357(8) ? ? yes C(4a) C(4) 1.494(6) ? ? yes C(4a) C(9a) 1.362(4) ? ? yes C(5') C(6') 1.390(7) ? ? yes C(5) C(5a) 1.378(5) ? ? yes C(5) C(6) 1.372(7) ? ? yes C(5a) C(8a) 1.382(4) ? ? yes C(6) C(7) 1.390(6) ? ? yes C(7) C(8) 1.372(5) ? ? yes C(8) C(8a) 1.403(6) ? ? yes C(8a) C(9) 1.470(5) ? ? yes C(9) C(9a) 1.465(5) ? ? 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(4a) O(1) C(5a) 119.4(2) ? ? ? yes C(1a) C(1) C(2) 121.4(3) ? ? ? yes C(1a) C(1) C(9a) 123.2(3) ? ? ? yes C(2) C(1) C(9a) 115.4(3) ? ? ? yes C(2') C(1') C(3) 120.4(3) ? ? ? yes C(2') C(1') C(6') 118.1(4) ? ? ? yes C(3) C(1') C(6') 121.6(4) ? ? ? yes C(1') C(2') C(3') 121.9(3) ? ? ? yes C(1) C(2) C(2a) 113.7(3) ? ? ? yes C(1) C(2) C(3) 107.6(3) ? ? ? yes C(2a) C(2) C(3) 113.5(4) ? ? ? yes C(1') C(3) C(2) 114.4(3) ? ? ? yes C(1') C(3) C(4) 112.4(3) ? ? ? yes C(2) C(3) C(4) 109.6(3) ? ? ? yes C(2') C(3') C(4') 119.6(4) ? ? ? yes C(3') C(4') C(5') 119.4(5) ? ? ? yes O(1) C(4a) C(4) 110.2(3) ? ? ? yes O(1) C(4a) C(9a) 125.4(3) ? ? ? yes C(4) C(4a) C(9a) 124.4(3) ? ? ? yes C(3) C(4) C(4a) 113.6(3) ? ? ? yes C(4') C(5') C(6') 121.2(4) ? ? ? yes C(5a) C(5) C(6) 118.5(3) ? ? ? yes O(1) C(5a) C(5) 117.1(3) ? ? ? yes O(1) C(5a) C(8a) 120.6(3) ? ? ? yes C(5) C(5a) C(8a) 122.3(4) ? ? ? yes C(1') C(6') C(5') 119.8(4) ? ? ? yes C(5) C(6) C(7) 121.1(4) ? ? ? yes C(6) C(7) C(8) 119.5(4) ? ? ? yes C(7) C(8) C(8a) 120.8(3) ? ? ? yes C(5a) C(8a) C(8) 117.8(3) ? ? ? yes C(5a) C(8a) C(9) 120.5(3) ? ? ? yes C(8) C(8a) C(9) 121.7(3) ? ? ? yes O(2) C(9) C(8a) 119.7(3) ? ? ? yes O(2) C(9) C(9a) 124.2(3) ? ? ? yes C(8a) C(9) C(9a) 116.1(3) ? ? ? yes C(1) C(9a) C(4a) 118.6(3) ? ? ? yes C(1) C(9a) C(9) 123.6(3) ? ? ? yes C(4a) C(9a) C(9) 117.8(3) ? ? ? yes #----------------------------------------------------------------------- _publ_requested_journal ' ENTER JOURNAL NAMEHERE' _publ_contact_author ; ENTER NAME ENTER ADDRESS ; _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' ENTER PHONE NUMBER' _publ_contact_author_fax ' ENTER FAX NUMBER' _publ_contact_author_email ' ENTER EMAIL ADDRESS' loop_ _publ_author_name _publ_author_address ' FIRST AUTHORS NAME ' ; FIRST AUTHORS ADDRESS ; _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 Molecular Structure Corporation (1985, 1992). teXsan. Crystal Structure Analysis Package, The Woodlands, TX, USA 77381 ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ;