# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1605 data_afc6s.xtl_master_file #------------------------------------------------------------------------------ _audit_creation_date '1999-11-08' _audit_creation_method 'by teXsan v1.8' _audit_update_record ; ? ; #------------------------------------------------------------------------------ _publ_requested_journal ' Chemical Communications ' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_contact_author_name ' Ken D. Shimizu ' _publ_contact_author_address ; Department of Chemistry and Biochemistry University of South Carolina Columbia, SC 29208 ; _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 ' shimizu@psc.sc.edu ' loop_ _publ_author_name _publ_author_footnote _publ_author_address ' FIRST AUTHORS NAME ' ; FIRST AUTHORS FOOTNOTES ; ; FIRST AUTHORS ADDRESS ; _publ_section_title ; Synthesis and structural characterization of adaptable shape persistent building blocks ; _publ_section_title_footnote ' ENTER ANY FOOTNOTES TO TITLE ' _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_exptl_refinement ; ENTER EXPERIMENTAL SECTION ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation. (1992-1997). teXsan. Single Crystal Structure Analysis Software. Version 1.7. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Altomare, A., Cascarano, M., Giacovazzo, C., Guagliardi, A. (1993). J. Appl. Cryst., 26, 343. ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan (MSC, 1992-1997)' _computing_structure_solution ; SIR92 (Altomare, et. al. 1993) ; _computing_structure_refinement 'teXsan (MSC, 1992-1997)' _computing_publication_material 'teXsan (MSC, 1992-1997)' #------------------------------------------------------------------------------ _cell_length_a 8.403(2) _cell_length_b 11.995(3) _cell_length_c 7.787(2) _cell_angle_alpha 98.41(2) _cell_angle_beta 95.26(2) _cell_angle_gamma 109.72(2) _cell_volume 722.5(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293.2 _cell_measurement_reflns_used 15 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 5.5 #------------------------------------------------------------------------------ _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' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description '----------' _exptl_crystal_colour '--------------------' _exptl_crystal_size_max 0.00 _exptl_crystal_size_mid 0.00 _exptl_crystal_size_min 0.00 _exptl_crystal_density_diffrn 1.330 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 578.49 _chemical_formula_analytical ? _chemical_formula_sum 'C30 H24 N2 O12 ' _chemical_formula_moiety '?' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 300.00 _exptl_absorpt_coefficient_mu 0.106 _exptl_absorpt_correction_type none _exptl_special_details ; The scan width was (2.20+0.35tan\q)\% with an \w scan speed of 4\% per minute (up to 2 scans to achieve I/\s(I) > 10). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 293.2 _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_type 'Rigaku AFC6S' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.06 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 1 -1 -2 1 1 -1 -1 1 _diffrn_reflns_number 2033 _reflns_number_total 1876 _reflns_number_gt 1444 _reflns_threshold_expression I>5.00\s(I) _diffrn_reflns_av_R_equivalents 0.02347 _diffrn_reflns_av_sigmaI/netI 0.020 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 22.50 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.11967 _diffrn_orient_matrix_UB_12 -0.01697 _diffrn_orient_matrix_UB_13 -0.05675 _diffrn_orient_matrix_UB_21 0.04558 _diffrn_orient_matrix_UB_22 0.04543 _diffrn_orient_matrix_UB_23 -0.09353 _diffrn_orient_matrix_UB_31 -0.00043 _diffrn_orient_matrix_UB_32 -0.07618 _diffrn_orient_matrix_UB_33 -0.07285 #------------------------------------------------------------------------------ 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 30 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O 0 12 0.008 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N 0 2 0.004 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 24 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #------------------------------------------------------------------------------ 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_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom O(1) 0.2188(6) 0.3310(4) 0.5729(6) 0.061(2) 1.000 . Uani d ? O(2) 0.5497(7) 0.1949(4) 0.9296(6) 0.059(2) 1.000 . Uani d ? O(3) 0.1422(7) 0.1079(4) 0.9057(7) 0.069(2) 1.000 . Uani d ? O(4) 0.0357(8) -0.0870(5) 0.8315(8) 0.089(2) 1.000 . Uani d ? O(5) 1.093(2) 0.616(1) 0.661(2) 0.198(6) 1.000 . Uani d ? O(6) 0.861(1) 0.4617(5) 0.6731(8) 0.105(2) 1.000 . Uani d ? N 0.3717(7) 0.2355(4) 0.7154(6) 0.044(2) 1.000 . Uani d ? C(1) 0.3173(8) 0.1210(5) 0.5953(8) 0.043(2) 1.000 . Uani d ? C(2) 0.2045(8) 0.0153(6) 0.6383(8) 0.045(2) 1.000 . Uani d ? C(3) 0.1590(9) -0.0911(6) 0.5225(9) 0.053(2) 1.000 . Uani d ? C(4) 0.225(1) -0.0951(6) 0.3675(9) 0.062(2) 1.000 . Uani d ? C(5) 0.332(1) 0.0089(7) 0.3247(9) 0.056(2) 1.000 . Uani d ? C(6) 0.3788(8) 0.1162(6) 0.4360(8) 0.049(2) 1.000 . Uani d ? C(7) 0.3171(9) 0.3297(5) 0.6921(8) 0.045(2) 1.000 . Uani d ? C(8) 0.4053(8) 0.4288(5) 0.8465(8) 0.042(2) 1.000 . Uani d ? C(9) 0.5054(8) 0.3870(5) 0.9582(8) 0.040(2) 1.000 . Uani d ? C(10) 0.4827(8) 0.2620(6) 0.8743(8) 0.046(2) 1.000 . Uani d ? C(11) 0.3984(8) 0.5429(5) 0.8857(8) 0.043(2) 1.000 . Uani d ? C(12) 0.1251(8) 0.0153(6) 0.8052(9) 0.048(2) 1.000 . Uani d ? C(13) 0.496(1) 0.2308(7) 0.384(1) 0.077(3) 1.000 . Uani d ? C(14) 0.943(2) 0.595(2) 0.770(3) 0.230(9) 1.000 . Uani d ? C(15) 1.009(1) 0.6449(7) 0.974(1) 0.078(3) 1.000 . Uani d ? H(2) 0.3084 0.5637 0.8081 0.050 1.000 . Uiso c ? H(3) 0.3743 0.0055 0.2156 0.064 1.000 . Uiso c ? H(5) 0.0815 -0.1627 0.5499 0.060 1.000 . Uiso c ? H(6) 0.6007 0.2222 0.3631 0.089 1.000 . Uiso c ? H(7) 0.4414 0.2442 0.2802 0.089 1.000 . Uiso c ? H(8) 0.5169 0.2979 0.4765 0.089 1.000 . Uiso c ? H(9) 0.1961 -0.1702 0.2889 0.070 1.000 . Uiso c ? H(10) -0.0197 -0.0932 0.9338 0.101 1.000 . Uiso c ? 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) 0.075(3) 0.049(3) 0.055(3) 0.021(3) -0.005(3) 0.003(2) O(2) 0.081(4) 0.046(3) 0.060(3) 0.036(3) 0.009(2) 0.009(2) O(3) 0.073(4) 0.050(3) 0.078(4) 0.007(3) 0.039(3) 0.006(3) O(4) 0.122(5) 0.045(3) 0.098(5) 0.014(3) 0.068(4) 0.017(3) O(5) 0.14(1) 0.16(1) 0.29(2) 0.046(8) 0.02(1) 0.08(1) O(6) 0.133(6) 0.058(4) 0.080(4) -0.017(4) 0.030(4) -0.007(3) N 0.052(3) 0.038(3) 0.039(3) 0.012(2) 0.010(2) 0.006(2) C(1) 0.046(4) 0.034(3) 0.041(4) 0.006(3) 0.010(3) 0.002(3) C(2) 0.045(4) 0.041(4) 0.049(4) 0.013(3) 0.013(3) 0.010(3) C(3) 0.060(4) 0.037(4) 0.058(4) 0.014(3) 0.018(3) -0.001(3) C(4) 0.069(5) 0.045(4) 0.059(5) 0.013(4) 0.009(4) -0.005(4) C(5) 0.068(5) 0.058(5) 0.044(4) 0.025(4) 0.013(3) -0.001(3) C(6) 0.055(4) 0.045(4) 0.044(4) 0.015(3) 0.014(3) 0.002(3) C(7) 0.059(4) 0.038(4) 0.042(4) 0.018(3) 0.011(3) 0.011(3) C(8) 0.044(4) 0.037(3) 0.041(4) 0.009(3) 0.005(3) 0.006(3) C(9) 0.047(4) 0.032(3) 0.042(4) 0.013(3) 0.015(3) 0.006(3) C(10) 0.051(4) 0.043(4) 0.042(4) 0.012(3) 0.018(3) 0.006(3) C(11) 0.046(4) 0.037(4) 0.046(4) 0.014(3) 0.008(3) 0.007(3) C(12) 0.059(4) 0.032(4) 0.052(4) 0.015(3) 0.022(3) 0.002(3) C(13) 0.090(6) 0.057(5) 0.076(6) 0.007(4) 0.040(5) 0.020(4) C(14) 0.12(1) 0.20(2) 0.34(3) -0.03(1) -0.04(2) 0.22(2) C(15) 0.084(6) 0.038(4) 0.090(6) 0.018(4) -0.019(5) -0.022(4) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00250|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1444 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.1047 _refine_ls_R_factor_gt 0.1047 _refine_ls_wR_factor_all 0.1764 _refine_ls_wR_factor_ref 0.1764 _refine_ls_goodness_of_fit_all 3.447 _refine_ls_goodness_of_fit_ref 3.447 _refine_ls_shift/esd_max 0.0210 _refine_ls_shift/esd_mean 0.0010 _refine_diff_density_min -0.78 _refine_diff_density_max 0.86 #------------------------------------------------------------------------------ _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(7) 1.189(7) . . yes O(2) C(10) 1.229(8) . . yes O(3) C(12) 1.218(7) . . yes O(4) C(12) 1.262(8) . . yes O(4) H(10) 0.96 . . no O(5) C(14) 1.55(3) . . yes O(6) C(14) 1.55(2) . . yes N C(1) 1.446(8) . . yes N C(7) 1.384(8) . . yes N C(10) 1.405(8) . . yes C(1) C(2) 1.411(9) . . yes C(1) C(6) 1.388(9) . . yes C(2) C(3) 1.363(9) . . yes C(2) C(12) 1.514(9) . . yes C(3) C(4) 1.37(1) . . yes C(3) H(5) 0.95 . . no C(4) C(5) 1.38(1) . . yes C(4) H(9) 0.95 . . no C(5) C(6) 1.35(1) . . yes C(5) H(3) 0.95 . . no C(6) C(13) 1.53(1) . . yes C(7) C(8) 1.494(9) . . yes C(8) C(9) 1.411(8) . . yes C(8) C(11) 1.380(9) . . yes C(9) C(10) 1.487(8) . . yes C(9) C(11) 1.378(9) . 2_667 yes C(11) H(2) 1.04 . . no C(13) H(6) 0.95 . . no C(13) H(7) 0.95 . . no C(13) H(8) 0.95 . . no C(14) C(15) 1.59(3) . . 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(12) O(4) H(10) 119.7 . . . no C(1) N C(7) 124.7(5) . . . yes C(1) N C(10) 123.2(5) . . . yes C(7) N C(10) 112.1(5) . . . yes N C(1) C(2) 121.1(6) . . . yes N C(1) C(6) 118.9(5) . . . yes C(2) C(1) C(6) 120.0(6) . . . yes C(1) C(2) C(3) 119.1(6) . . . yes C(1) C(2) C(12) 122.8(6) . . . yes C(3) C(2) C(12) 118.1(6) . . . yes C(2) C(3) C(4) 120.2(6) . . . yes C(2) C(3) H(5) 119.6 . . . no C(4) C(3) H(5) 120.3 . . . no C(3) C(4) C(5) 120.4(6) . . . yes C(3) C(4) H(9) 119.9 . . . no C(5) C(4) H(9) 119.7 . . . no C(4) C(5) C(6) 121.0(6) . . . yes C(4) C(5) H(3) 119.7 . . . no C(6) C(5) H(3) 119.3 . . . no C(1) C(6) C(5) 119.3(6) . . . yes C(1) C(6) C(13) 120.8(6) . . . yes C(5) C(6) C(13) 119.9(6) . . . yes O(1) C(7) N 126.6(6) . . . yes O(1) C(7) C(8) 127.1(6) . . . yes N C(7) C(8) 106.3(5) . . . yes C(7) C(8) C(9) 107.9(5) . . . yes C(7) C(8) C(11) 129.9(5) . . . yes C(9) C(8) C(11) 122.2(5) . . . yes C(8) C(9) C(10) 107.3(5) . . . yes C(8) C(9) C(11) 122.3(5) . . 2_667 yes C(10) C(9) C(11) 130.4(5) . . 2_667 yes O(2) C(10) N 126.2(6) . . . yes O(2) C(10) C(9) 127.4(6) . . . yes N C(10) C(9) 106.4(5) . . . yes C(8) C(11) C(9) 115.6(5) . . 2_667 yes C(8) C(11) H(2) 118.4 . . . no C(9) C(11) H(2) 125.3 2_667 . . no O(3) C(12) O(4) 121.9(6) . . . yes O(3) C(12) C(2) 122.5(6) . . . yes O(4) C(12) C(2) 115.6(6) . . . yes C(6) C(13) H(6) 109.7 . . . no C(6) C(13) H(7) 109.6 . . . no C(6) C(13) H(8) 109.4 . . . no H(6) C(13) H(7) 109.5 . . . no H(6) C(13) H(8) 109.4 . . . no H(7) C(13) H(8) 109.2 . . . no O(5) C(14) O(6) 91(2) . . . yes O(5) C(14) C(15) 112(1) . . . yes O(6) C(14) C(15) 128.2(8) . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O(1) H(5) 2.6288 . 2_556 no O(1) C(14) 3.26(1) . 2_666 no O(1) O(5) 3.34(1) . 2_666 no O(1) C(3) 3.418(8) . 2_556 no O(1) O(6) 3.547(8) . 2_666 no O(2) H(3) 2.7995 . 2_656 no O(2) H(9) 2.9143 . 2_656 no O(2) H(7) 2.9961 . 1_556 no O(2) C(5) 3.388(8) . 2_656 no O(2) C(4) 3.450(9) . 2_656 no O(2) C(15) 3.50(1) . 2_767 no O(2) C(13) 3.59(1) . 1_556 no O(3) H(10) 1.6826 . 2_557 no O(3) O(4) 2.635(7) . 2_557 no O(3) C(12) 3.458(8) . 2_557 no O(3) O(3) 3.486(9) . 2_557 no O(3) C(4) 3.527(9) . 2_556 no O(4) H(10) 2.6678 . 2_557 no O(4) O(4) 3.34(1) . 2_557 no O(4) C(12) 3.368(9) . 2_557 no O(4) C(15) 3.50(1) . 1_445 no O(4) C(14) 3.57(2) . 1_445 no O(5) H(2) 2.3609 . 1_655 no O(5) H(6) 2.6893 . 2_766 no O(5) O(6) 2.74(2) . 2_766 no O(5) H(5) 2.9351 . 1_665 no O(5) O(5) 3.29(3) . 2_766 no O(5) C(13) 3.40(1) . 2_766 no O(5) C(11) 3.40(1) . 1_655 no O(6) H(8) 3.0046 . . no O(6) C(15) 3.44(1) . 2_767 no C(4) C(12) 3.59(1) . 2_556 no C(11) H(7) 2.9945 . 2_666 no C(11) C(13) 3.599(9) . 2_666 no C(12) H(10) 2.4739 . 2_557 no C(15) H(9) 2.9587 . 1_666 no C(15) C(15) 3.52(2) . 2_767 no H(10) H(10) 2.2209 . 2_557 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag ? ? ? ? ? ? ? ? ? ? # -- ENTER TORSION ANGLES HERE, ONE PER LINE -- # e.g. C1 C2 C3 C4 52.8(1) . . . . yes #------------------------------------------------------------------------------