# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2001 data_General _journal_coden_Cambridge 207 #------------------------------------------------------------------------------ # PROCESSING SUMMARY (IUCr Office Use Only) #------------------------------------------------------------------------------ # SUBMISSION DETAILS _publ_contact_author_name ' Naoki Komatsu' _publ_contact_author_address ; Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan ; _publ_contact_author_email ' komatsu@kuchem.kyoto-u.ac.jp ' _publ_contact_author_fax ' +0081 75 753 4000 ' _publ_contact_author_phone ' +0081 75 753 4045 ' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_journal ' J. Chem. Soc., Perkin Trans. 1' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST _publ_section_title ; Serial synthesis of oxa[3.n]cyclophanes and homooxacalix[n]arenes via reductive coupling of arenedialdehydes, and their X-ray structures ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; loop_ _publ_author_name #_publ_author_footnote #_publ_author_address ' Chishiro, Takefumi' 'Komatsu, Naoki' _publ_section_synopsis ; ENTER SYNOPSIS ; #------------------------------------------------------------------------------ # TEXT _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation, Rigaku Corporation. (2000). teXsan. Single Crystal Structure Analysis Software. Version 1.11. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; #------------------------------------------------------------------------------ data_tetramer-3 _database_code_CSD 163703 _audit_creation_date 'Wed Feb 28 11:51:11 2001' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C40 H48 O8 ' _chemical_formula_moiety 'C40 H48 O8 ' _chemical_formula_weight 656.81 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_Int_Tables_number 14 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 _cell_length_a 10.770(5) _cell_length_b 11.260(4) _cell_length_c 15.146(7) _cell_angle_alpha 90 _cell_angle_beta 105.77(4) _cell_angle_gamma 90 _cell_volume 1767(1) _cell_formula_units_Z 2 _cell_measurement_reflns_used 7 _cell_measurement_theta_min 3.6 _cell_measurement_theta_max 6.1 _cell_measurement_temperature 293.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.210 _exptl_crystal_size_mid 0.130 _exptl_crystal_size_min 0.060 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.234 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.085 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K¥a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC7S' _diffrn_measurement_method ¥w-2¥q _diffrn_reflns_number 2909 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_theta_max ? _diffrn_measured_fraction_theta_max ? _diffrn_reflns_theta_full ? _diffrn_measured_fraction_theta_full ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 0 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 2.03 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 0 _reflns_number_gt 0 _reflns_threshold_expression F^2^>2.0¥s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0000 _refine_ls_wR_factor_ref 0.0597 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 721 _refine_ls_number_parameters 217 _refine_ls_goodness_of_fit_ref 1.220 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[¥s^2^(Fo) + 0.01000|Fo|^2^]' _refine_ls_shift/su_max 0.0210 _refine_diff_density_max 0.52 _refine_diff_density_min -0.45 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'O' 'O' 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 0.4844(6) 0.2014(6) 0.1496(5) 0.069(3) Uani 1.00 d . . . O(2) O 0.3554(6) -0.0271(6) 0.2001(4) 0.062(2) Uani 1.00 d . . . O(3) O 0.1766(6) -0.2445(5) -0.2055(4) 0.055(2) Uani 1.00 d . . . O(4) O 0.0861(6) -0.1125(6) -0.0304(5) 0.060(2) Uani 1.00 d . . . C(1) C 0.4674(9) 0.1313(8) 0.2940(7) 0.050(3) Uani 1.00 d . . . C(2) C 0.516(1) 0.1286(8) 0.3880(7) 0.050(4) Uani 1.00 d . . . C(3) C 0.633(1) 0.1790(8) 0.4310(7) 0.050(3) Uani 1.00 d . . . C(4) C 0.7025(10) 0.2350(8) 0.3785(9) 0.056(4) Uani 1.00 d . . . C(5) C 0.655(1) 0.2430(9) 0.2830(8) 0.056(4) Uani 1.00 d . . . C(6) C 0.537(1) 0.1902(9) 0.2429(6) 0.053(4) Uani 1.00 d . . . C(7) C 0.6798(9) 0.1796(9) 0.5345(6) 0.069(4) Uani 1.00 d . . . C(8) C 0.526(1) 0.117(1) 0.0934(7) 0.081(4) Uani 1.00 d . . . C(9) C 0.3377(9) 0.0768(9) 0.2487(7) 0.063(4) Uani 1.00 d . . . C(10) C 0.2360(10) -0.0771(9) 0.1532(7) 0.065(4) Uani 1.00 d . . . C(11) C 0.2584(9) -0.1792(9) 0.0958(6) 0.048(4) Uani 1.00 d . . . C(12) C 0.3511(10) -0.2640(10) 0.1318(6) 0.053(4) Uani 1.00 d . . . C(13) C 0.3684(10) -0.3630(9) 0.0832(7) 0.051(4) Uani 1.00 d . . . C(14) C 0.287(1) -0.3769(9) -0.0052(6) 0.052(4) Uani 1.00 d . . . C(15) C 0.1971(10) -0.2909(9) -0.0452(7) 0.050(4) Uani 1.00 d . . . C(16) C 0.1831(9) -0.1933(9) 0.0059(7) 0.045(4) Uani 1.00 d . . . C(17) C 0.4687(10) -0.4542(9) 0.1256(7) 0.078(4) Uani 1.00 d . . . C(18) C 0.1207(9) -0.3040(9) -0.1434(7) 0.063(4) Uani 1.00 d . . . C(19) C 0.274(1) -0.3130(8) -0.2286(6) 0.063(4) Uani 1.00 d . . . C(20) C 0.1259(10) -0.0166(10) -0.0752(7) 0.079(4) Uani 1.00 d . . . H(2) H 0.4658 0.0898 0.4265 0.0507 Uiso 1.00 calc . . . H(4) H 0.7895 0.2688 0.4074 0.0570 Uiso 1.00 calc . . . H(7a) H 0.7673 0.2053 0.5573 0.0697 Uiso 1.00 calc . . . H(7b) H 0.6737 0.1013 0.5595 0.0697 Uiso 1.00 calc . . . H(7c) H 0.6273 0.2316 0.5607 0.0697 Uiso 1.00 calc . . . H(8a) H 0.6181 0.1291 0.0944 0.0823 Uiso 1.00 calc . . . H(8b) H 0.5215 0.0361 0.1123 0.0823 Uiso 1.00 calc . . . H(8c) H 0.4799 0.1212 0.0289 0.0823 Uiso 1.00 calc . . . H(9a) H 0.2806 0.1338 0.2072 0.0633 Uiso 1.00 calc . . . H(9b) H 0.2899 0.0588 0.2947 0.0633 Uiso 1.00 calc . . . H(10a) H 0.1886 -0.1043 0.1986 0.0671 Uiso 1.00 calc . . . H(10b) H 0.1781 -0.0164 0.1180 0.0671 Uiso 1.00 calc . . . H(12) H 0.4051 -0.2528 0.1966 0.0532 Uiso 1.00 calc . . . H(14) H 0.2942 -0.4519 -0.0403 0.0519 Uiso 1.00 calc . . . H(17a) H 0.4734 -0.5201 0.0852 0.0798 Uiso 1.00 calc . . . H(17b) H 0.4543 -0.4895 0.1805 0.0798 Uiso 1.00 calc . . . H(17c) H 0.5558 -0.4211 0.1447 0.0798 Uiso 1.00 calc . . . H(18a) H 0.0333 -0.2731 -0.1495 0.0633 Uiso 1.00 calc . . . H(18b) H 0.1068 -0.3889 -0.1589 0.0633 Uiso 1.00 calc . . . H(19a) H 0.3357 -0.3457 -0.1722 0.0646 Uiso 1.00 calc . . . H(19b) H 0.2376 -0.3866 -0.2623 0.0646 Uiso 1.00 calc . . . H(20a) H 0.2043 0.0232 -0.0365 0.0798 Uiso 1.00 calc . . . H(20b) H 0.1476 -0.0373 -0.1309 0.0798 Uiso 1.00 calc . . . H(20c) H 0.0627 0.0478 -0.0915 0.0798 Uiso 1.00 calc . . . 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(6) 0.078(6) 0.052(5) 0.014(4) 0.014(4) -0.006(4) O(2) 0.046(5) 0.059(5) 0.070(5) -0.001(4) -0.001(4) -0.026(4) O(3) 0.054(4) 0.063(4) 0.047(4) 0.000(4) 0.012(4) 0.007(4) O(4) 0.046(5) 0.051(5) 0.084(5) 0.002(4) 0.021(4) 0.012(4) C(1) 0.042(7) 0.045(6) 0.062(8) 0.014(6) 0.015(6) 0.005(6) C(2) 0.061(8) 0.040(6) 0.050(7) 0.001(6) 0.016(7) -0.004(5) C(3) 0.051(7) 0.041(7) 0.052(7) -0.001(6) 0.002(6) -0.013(6) C(4) 0.044(7) 0.041(6) 0.084(9) -0.004(6) 0.018(7) -0.024(6) C(5) 0.059(8) 0.050(7) 0.064(8) 0.007(7) 0.024(7) 0.006(6) C(6) 0.078(9) 0.049(7) 0.036(7) 0.008(7) 0.020(7) -0.005(5) C(7) 0.067(8) 0.068(8) 0.063(8) 0.002(7) 0.006(6) -0.012(6) C(8) 0.087(9) 0.106(9) 0.049(7) -0.014(8) 0.018(7) -0.028(7) C(9) 0.048(8) 0.066(8) 0.075(8) -0.002(6) 0.018(6) -0.026(6) C(10) 0.049(8) 0.062(8) 0.084(8) 0.004(6) 0.017(7) -0.018(7) C(11) 0.036(6) 0.055(8) 0.053(8) 0.000(6) 0.015(6) -0.001(6) C(12) 0.060(8) 0.057(7) 0.043(6) -0.007(6) 0.015(6) 0.001(6) C(13) 0.060(8) 0.044(7) 0.046(7) 0.009(6) 0.010(6) 0.014(6) C(14) 0.078(8) 0.044(7) 0.035(6) -0.019(6) 0.017(6) -0.006(5) C(15) 0.055(7) 0.046(8) 0.046(7) -0.009(6) 0.008(6) 0.013(6) C(16) 0.035(6) 0.039(8) 0.058(8) -0.001(6) 0.008(6) 0.000(6) C(17) 0.079(9) 0.057(7) 0.091(9) -0.002(7) 0.010(7) 0.006(6) C(18) 0.054(7) 0.069(8) 0.061(7) -0.007(6) 0.010(6) 0.003(6) C(19) 0.079(8) 0.052(7) 0.068(8) 0.016(7) 0.035(7) 0.000(6) C(20) 0.062(8) 0.063(8) 0.105(9) 0.004(6) 0.010(7) 0.014(7) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _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(8) 1.38(3) . . yes O(1) C(6) 1.39(1) . . yes O(2) C(9) 1.40(2) . . yes O(2) C(10) 1.39(2) . . yes O(3) C(18) 1.38(2) . . yes O(3) C(19) 1.40(2) . . yes O(4) C(20) 1.42(3) . . yes O(4) C(16) 1.40(2) . . yes C(7) C(3) 1.52(2) . . yes C(9) C(1) 1.48(2) . . yes C(10) C(11) 1.47(2) . . yes C(17) C(13) 1.53(2) . . yes C(18) C(15) 1.51(2) . . yes C(19*) C(5) 1.52(3) . . yes C(16) C(11) 1.39(2) . . yes C(16) C(15) 1.39(2) . . yes C(11) C(12) 1.39(2) . . yes C(12) C(13) 1.39(2) . . yes C(13) C(14) 1.39(2) . . yes C(14) C(15) 1.39(2) . . yes C(1) C(2) 1.39(2) . . yes C(1) C(6) 1.39(2) . . yes C(2) C(3) 1.39(2) . . yes C(3) C(4) 1.39(2) . . yes C(4) C(5) 1.39(2) . . yes C(5) C(6) 1.39(2) . . 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(8) O(1) C(6) 115(1) 0_555 0_555 0_555 yes C(9) O(2) C(10) 114(1) 0_555 0_555 0_555 yes C(18) O(3) C(19) 110(1) 0_555 0_555 0_555 yes C(20) O(4) C(16) 113(1) 0_555 0_555 0_555 yes O(2) C(9) C(1) 112(1) 0_555 0_555 0_555 yes O(2) C(10) C(11) 111(1) 0_555 0_555 0_555 yes O(3) C(18) C(15) 115(1) 0_555 0_555 0_555 yes O(3) C(19) C(5*) 110(1) 0_555 0_555 0_555 yes O(4) C(16) C(11) 120(1) 0_555 0_555 0_555 yes O(4) C(16) C(15) 119(1) 0_555 0_555 0_555 yes C(11) C(16) C(15) 120.0(9) 0_555 0_555 0_555 yes C(10) C(11) C(16) 120(1) 0_555 0_555 0_555 yes C(10) C(11) C(12) 119(1) 0_555 0_555 0_555 yes C(16) C(11) C(12) 120(1) 0_555 0_555 0_555 yes C(11) C(12) C(13) 120.0(9) 0_555 0_555 0_555 yes C(17) C(13) C(12) 120(1) 0_555 0_555 0_555 yes C(17) C(13) C(14) 119(1) 0_555 0_555 0_555 yes C(12) C(13) C(14) 120.0(10) 0_555 0_555 0_555 yes C(13) C(14) C(15) 119(1) 0_555 0_555 0_555 yes C(18) C(15) C(16) 120(1) 0_555 0_555 0_555 yes C(18) C(15) C(14) 119(1) 0_555 0_555 0_555 yes C(16) C(15) C(14) 120.0(9) 0_555 0_555 0_555 yes C(9) C(1) C(2) 119(1) 0_555 0_555 0_555 yes C(9) C(1) C(6) 120(1) 0_555 0_555 0_555 yes C(2) C(1) C(6) 120.0(9) 0_555 0_555 0_555 yes C(1) C(2) C(3) 120(1) 0_555 0_555 0_555 yes C(7) C(3) C(2) 119(1) 0_555 0_555 0_555 yes C(7) C(3) C(4) 120(1) 0_555 0_555 0_555 yes C(2) C(3) C(4) 120.0(8) 0_555 0_555 0_555 yes C(3) C(4) C(5) 120.0(9) 0_555 0_555 0_555 yes C(19*) C(5) C(4) 120(1) 0_555 0_555 0_555 yes C(19*) C(5) C(6) 119(1) 0_555 0_555 0_555 yes C(4) C(5) C(6) 120(1) 0_555 0_555 0_555 yes O(1) C(6) C(1) 120.3(10) 0_555 0_555 0_555 yes O(1) C(6) C(5) 119(1) 0_555 0_555 0_555 yes C(1) C(6) C(5) 120.0(9) 0_555 0_555 0_555 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) C(7) 3.49(2) . 4_454 ? O(2) C(12) 2.85(2) . . ? O(2) C(6) 3.08(2) . . ? O(2) C(2) 3.38(2) . . ? O(2) C(16) 3.56(2) . . ? O(3) C(4) 3.20(2) . 3_655 ? O(3) C(16) 3.24(2) . . ? O(3) C(14) 3.30(2) . . ? O(3) C(6) 3.33(2) . 3_655 ? O(4) O(4) 3.37(3) . 3_555 ? O(4) C(20) 3.43(3) . 3_555 ? C(7) C(2) 2.52(2) . . ? C(7) C(4) 2.53(2) . . ? C(8) C(5) 3.14(2) . . ? C(8) C(1) 3.27(2) . . ? C(9) C(12) 3.54(2) . 2_555 ? C(17) C(14) 2.52(2) . . ? C(17) C(12) 2.54(2) . . ? C(18) C(14) 2.51(2) . . ? C(18) C(16) 2.52(2) . . ? C(19) C(6) 2.52(2) . 3_655 ? C(19) C(4) 2.53(2) . 3_655 ? C(19) C(15) 3.07(2) . . ? C(19) C(14) 3.36(2) . . ? C(20) C(11) 3.20(2) . . ? C(20) C(15) 3.23(3) . . ? C(20) C(4) 3.37(3) . 4_454 ? C(16) C(2) 3.59(2) . 2_545 ? #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ #===END #------------------------------------------------------------------------------ data_chishiro990224-1 _database_code_CSD 163704 _audit_creation_date 'Thu Nov 30 19:57:10 2000' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C40 H48 O8 S4 ' _chemical_formula_moiety '?' _chemical_formula_weight 785.05 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 13.210(3) _cell_length_b 14.508(3) _cell_length_c 13.117(2) _cell_angle_alpha 100.26(2) _cell_angle_beta 107.11(2) _cell_angle_gamma 116.99(1) _cell_volume 1992.3(8) _cell_formula_units_Z 2 _cell_measurement_reflns_used 24 _cell_measurement_theta_min 10.1 _cell_measurement_theta_max 13.1 _cell_measurement_temperature 295.7 #------------------------------------------------------------------------------ _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.380 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.120 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.309 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.289 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K¥a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC7S' _diffrn_measurement_method ¥w-2¥q _diffrn_reflns_number 9533 _diffrn_reflns_av_R_equivalents 0.025 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 1.0002 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.0002 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 0 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.69 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 2.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 9133 _reflns_number_gt 3603 _reflns_threshold_expression F^2^>2.0¥s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0595 _refine_ls_wR_factor_ref 0.0876 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 3603 _refine_ls_number_parameters 469 _refine_ls_goodness_of_fit_ref 1.342 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[¥s^2^(Fo) + 0.00207|Fo|^2^]' _refine_ls_shift/su_max 0.0003 _refine_diff_density_max 0.55 _refine_diff_density_min -0.48 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'O' 'O' 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'S' 'S' 0.125 0.123 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S(1) S -0.0275(2) 0.0286(2) 0.2006(2) 0.0842(6) Uani 1.00 d . . . S(2) S 0.1949(1) 0.3625(1) 0.8732(1) 0.0675(5) Uani 1.00 d . . . S(3) S 0.3880(2) 0.0411(2) 0.8218(2) 0.0929(7) Uani 1.00 d . . . S(4) S 1.1038(2) 0.2658(1) 0.5166(2) 0.0736(6) Uani 1.00 d . . . O(1) O 0.4509(3) 0.2460(3) 0.1330(3) 0.058(1) Uani 1.00 d . . . O(2) O 0.5150(4) 0.1969(3) 0.3604(3) 0.060(1) Uani 1.00 d . . . O(3) O 0.4169(4) 0.2774(3) 0.5967(3) 0.055(1) Uani 1.00 d . . . O(4) O 0.6578(3) 0.5516(3) 0.7985(3) 0.056(1) Uani 1.00 d . . . O(5) O 0.8689(3) 0.3567(3) 1.1964(3) 0.052(1) Uani 1.00 d . . . O(6) O 0.9396(4) 0.2621(3) 0.9945(3) 0.062(1) Uani 1.00 d . . . O(7) O 0.7271(4) 0.1134(3) 0.6374(3) 0.066(1) Uani 1.00 d . . . O(8) O 0.8267(4) 0.4350(4) 0.6838(3) 0.063(1) Uani 1.00 d . . . C(1) C 0.3854(5) 0.2937(5) 0.0847(5) 0.051(2) Uani 1.00 d . . . C(2) C 0.3699(6) 0.1353(5) 0.1242(5) 0.058(2) Uani 1.00 d . . . C(3) C 0.3154(5) 0.1313(4) 0.2100(4) 0.045(1) Uani 1.00 d . . . C(4) C 0.1889(5) 0.0922(4) 0.1769(5) 0.052(2) Uani 1.00 d . . . C(5) C 0.1359(5) 0.0837(4) 0.2540(5) 0.052(2) Uani 1.00 d . . . C(6) C 0.2135(6) 0.1191(5) 0.3691(5) 0.054(2) Uani 1.00 d . . . C(7) C 0.3400(6) 0.1584(4) 0.4058(4) 0.052(2) Uani 1.00 d . . . C(8) C 0.3904(5) 0.1645(4) 0.3260(5) 0.048(2) Uani 1.00 d . . . C(9) C 0.4185(7) 0.1905(6) 0.5305(5) 0.072(2) Uani 1.00 d . . . C(10) C 0.4899(5) 0.3127(5) 0.7162(4) 0.054(2) Uani 1.00 d . . . C(11) C 0.4679(5) 0.3952(4) 0.7796(4) 0.045(2) Uani 1.00 d . . . C(12) C 0.3613(5) 0.3553(4) 0.7996(4) 0.048(2) Uani 1.00 d . . . C(13) C 0.3342(4) 0.4255(4) 0.8540(4) 0.043(1) Uani 1.00 d . . . C(14) C 0.4169(5) 0.5393(5) 0.8912(4) 0.047(2) Uani 1.00 d . . . C(15) C 0.5257(5) 0.5822(4) 0.8717(4) 0.042(1) Uani 1.00 d . . . C(16) C 0.5490(4) 0.5097(4) 0.8147(4) 0.041(1) Uani 1.00 d . . . C(17) C 0.9445(6) 0.4054(5) 1.3171(5) 0.055(2) Uani 1.00 d . . . C(18) C 0.8274(7) 0.2447(5) 1.1534(5) 0.068(2) Uani 1.00 d . . . C(19) C 0.7534(6) 0.1974(5) 1.0260(5) 0.058(2) Uani 1.00 d . . . C(20) C 0.6246(6) 0.1462(5) 0.9808(6) 0.064(2) Uani 1.00 d . . . C(21) C 0.5510(6) 0.0960(5) 0.8633(6) 0.064(2) Uani 1.00 d . . . C(22) C 0.6094(5) 0.0962(4) 0.7902(5) 0.057(2) Uani 1.00 d . . . C(23) C 0.7391(5) 0.1474(4) 0.8325(5) 0.052(2) Uani 1.00 d . . . C(24) C 0.8096(5) 0.2001(4) 0.9507(5) 0.053(2) Uani 1.00 d . . . C(25) C 0.8026(6) 0.1445(5) 0.7537(5) 0.061(2) Uani 1.00 d . . . C(26) C 0.7263(5) 0.2026(5) 0.6120(5) 0.063(2) Uani 1.00 d . . . C(27) C 0.8498(5) 0.2858(5) 0.6115(4) 0.050(2) Uani 1.00 d . . . C(28) C 0.9183(5) 0.2496(4) 0.5729(4) 0.048(2) Uani 1.00 d . . . C(29) C 1.0284(5) 0.3234(5) 0.5696(4) 0.048(2) Uani 1.00 d . . . C(30) C 1.0721(5) 0.4347(5) 0.6041(4) 0.049(2) Uani 1.00 d . . . C(31) C 1.0055(5) 0.4733(4) 0.6432(4) 0.046(2) Uani 1.00 d . . . C(32) C 0.8952(5) 0.3982(5) 0.6473(4) 0.051(2) Uani 1.00 d . . . C(33) C -0.0721(7) -0.0376(7) 0.2936(8) 0.106(3) Uani 1.00 d . . . C(34) C 0.6016(6) 0.3139(6) 0.3980(7) 0.088(2) Uani 1.00 d . . . C(35) C 0.1900(6) 0.4758(6) 0.9435(6) 0.076(2) Uani 1.00 d . . . C(36) C 0.6441(7) 0.5658(6) 0.6911(6) 0.079(3) Uani 1.00 d . . . C(37) C 0.3305(8) -0.0481(8) 0.6955(9) 0.108(4) Uani 1.00 d . . . C(38) C 1.0025(6) 0.2044(6) 1.0147(6) 0.078(2) Uani 1.00 d . . . C(39) C 1.2421(7) 0.3844(6) 0.5302(6) 0.073(2) Uani 1.00 d . . . C(40) C 0.8663(6) 0.4690(6) 0.8055(5) 0.070(2) Uani 1.00 d . . . H(1a) H 0.3155 0.2757 0.1050 0.0533 Uiso 1.00 calc . . . H(1b) H 0.3491 0.2623 0.0017 0.0533 Uiso 1.00 calc . . . H(2a) H 0.3022 0.0935 0.0476 0.0588 Uiso 1.00 calc . . . H(2b) H 0.4163 0.0993 0.1338 0.0588 Uiso 1.00 calc . . . H(4) H 0.1362 0.0697 0.0959 0.0531 Uiso 1.00 calc . . . H(6) H 0.1774 0.1151 0.4249 0.0567 Uiso 1.00 calc . . . H(9a) H 0.5043 0.2143 0.5434 0.0732 Uiso 1.00 calc . . . H(9b) H 0.3875 0.1275 0.5538 0.0732 Uiso 1.00 calc . . . H(10a) H 0.4655 0.2491 0.7404 0.0537 Uiso 1.00 calc . . . H(10b) H 0.5778 0.3457 0.7337 0.0537 Uiso 1.00 calc . . . H(12) H 0.3047 0.2754 0.7761 0.0460 Uiso 1.00 calc . . . H(14) H 0.4000 0.5903 0.9314 0.0480 Uiso 1.00 calc . . . H(17a) H 0.8942 0.3695 1.3559 0.0565 Uiso 1.00 calc . . . H(17b) H 1.0121 0.3926 1.3358 0.0565 Uiso 1.00 calc . . . H(18a) H 0.9004 0.2359 1.1724 0.0636 Uiso 1.00 calc . . . H(18b) H 0.7792 0.2025 1.1901 0.0636 Uiso 1.00 calc . . . H(20) H 0.5834 0.1450 1.0328 0.0652 Uiso 1.00 calc . . . H(22) H 0.5573 0.0601 0.7079 0.0567 Uiso 1.00 calc . . . H(25a) H 0.8291 0.0920 0.7600 0.0642 Uiso 1.00 calc . . . H(25b) H 0.8789 0.2162 0.7797 0.0642 Uiso 1.00 calc . . . H(26a) H 0.6569 0.1748 0.5385 0.0643 Uiso 1.00 calc . . . H(26b) H 0.7099 0.2410 0.6680 0.0643 Uiso 1.00 calc . . . H(28) H 0.8879 0.1702 0.5484 0.0467 Uiso 1.00 calc . . . H(30) H 1.1495 0.4881 0.6019 0.0462 Uiso 1.00 calc . . . H(33a) H -0.1599 -0.0778 0.2731 0.0849 Uiso 1.00 calc . . . H(33b) H -0.0466 -0.0921 0.2992 0.0849 Uiso 1.00 calc . . . H(33c) H -0.0306 0.0139 0.3732 0.0849 Uiso 1.00 calc . . . H(34a) H 0.6869 0.3339 0.4285 0.1105 Uiso 1.00 calc . . . H(34b) H 0.5892 0.3391 0.3332 0.0922 Uiso 1.00 calc . . . H(34c) H 0.5905 0.3556 0.4538 0.0922 Uiso 1.00 calc . . . H(35a) H 0.1136 0.4518 0.9510 0.0783 Uiso 1.00 calc . . . H(35b) H 0.2587 0.5195 1.0189 0.0783 Uiso 1.00 calc . . . H(35c) H 0.1982 0.5253 0.9013 0.0783 Uiso 1.00 calc . . . H(36a) H 0.5779 0.4953 0.6274 0.0797 Uiso 1.00 calc . . . H(36b) H 0.6180 0.6172 0.6831 0.0797 Uiso 1.00 calc . . . H(36c) H 0.7185 0.5904 0.6805 0.0797 Uiso 1.00 calc . . . H(37a) H 0.3605 -0.0976 0.6931 0.0828 Uiso 1.00 calc . . . H(37b) H 0.2379 -0.0973 0.6624 0.0828 Uiso 1.00 calc . . . H(37c) H 0.3466 -0.0144 0.6398 0.1214 Uiso 1.00 calc . . . H(38a) H 0.9852 0.1687 1.0689 0.0822 Uiso 1.00 calc . . . H(38b) H 0.9778 0.1474 0.9460 0.0988 Uiso 1.00 calc . . . H(38c) H 1.0929 0.2539 1.0469 0.0822 Uiso 1.00 calc . . . H(39a) H 1.2212 0.4220 0.4818 0.0730 Uiso 1.00 calc . . . H(39b) H 1.2950 0.3648 0.5096 0.0732 Uiso 1.00 calc . . . H(39c) H 1.2904 0.4378 0.6079 0.0732 Uiso 1.00 calc . . . H(40a) H 0.8145 0.4891 0.8282 0.0719 Uiso 1.00 calc . . . H(40b) H 0.8606 0.4081 0.8312 0.0719 Uiso 1.00 calc . . . H(40c) H 0.9516 0.5299 0.8468 0.0862 Uiso 1.00 calc . . . 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) 0.056(1) 0.097(1) 0.087(1) 0.034(1) 0.0267(10) 0.033(1) S(2) 0.0522(9) 0.075(1) 0.072(1) 0.0246(8) 0.0351(8) 0.0291(9) S(3) 0.065(1) 0.090(1) 0.099(2) 0.030(1) 0.028(1) 0.022(1) S(4) 0.075(1) 0.067(1) 0.092(1) 0.0443(9) 0.047(1) 0.0169(9) O(1) 0.054(2) 0.052(2) 0.072(3) 0.028(2) 0.027(2) 0.031(2) O(2) 0.053(2) 0.057(2) 0.064(3) 0.031(2) 0.017(2) 0.016(2) O(3) 0.069(3) 0.059(2) 0.039(2) 0.043(2) 0.015(2) 0.010(2) O(4) 0.055(2) 0.074(3) 0.054(2) 0.039(2) 0.030(2) 0.031(2) O(5) 0.062(2) 0.046(2) 0.041(2) 0.030(2) 0.014(2) 0.011(2) O(6) 0.054(2) 0.046(2) 0.065(3) 0.019(2) 0.014(2) 0.017(2) O(7) 0.063(3) 0.060(3) 0.057(3) 0.024(2) 0.023(2) 0.015(2) O(8) 0.064(3) 0.089(3) 0.058(3) 0.057(2) 0.027(2) 0.024(2) C(1) 0.050(3) 0.051(3) 0.053(3) 0.028(3) 0.019(3) 0.023(3) C(2) 0.073(4) 0.049(3) 0.058(4) 0.034(3) 0.030(3) 0.022(3) C(3) 0.053(3) 0.029(3) 0.044(3) 0.020(2) 0.016(3) 0.008(2) C(4) 0.063(4) 0.041(3) 0.041(3) 0.027(3) 0.013(3) 0.011(2) C(5) 0.049(3) 0.042(3) 0.052(4) 0.022(3) 0.015(3) 0.008(3) C(6) 0.068(4) 0.057(4) 0.048(3) 0.040(3) 0.028(3) 0.014(3) C(7) 0.069(4) 0.046(3) 0.040(3) 0.039(3) 0.015(3) 0.006(3) C(8) 0.055(3) 0.033(3) 0.049(3) 0.025(3) 0.016(3) 0.007(2) C(9) 0.099(5) 0.080(5) 0.047(4) 0.067(4) 0.018(3) 0.012(3) C(10) 0.065(4) 0.064(4) 0.038(3) 0.041(3) 0.018(3) 0.016(3) C(11) 0.046(3) 0.053(3) 0.033(3) 0.028(3) 0.014(2) 0.011(2) C(12) 0.054(3) 0.040(3) 0.039(3) 0.019(3) 0.018(3) 0.013(2) C(13) 0.034(3) 0.051(3) 0.035(3) 0.017(2) 0.015(2) 0.015(2) C(14) 0.048(3) 0.057(3) 0.041(3) 0.030(3) 0.021(2) 0.017(3) C(15) 0.040(3) 0.045(3) 0.037(3) 0.022(2) 0.013(2) 0.016(2) C(16) 0.037(3) 0.052(3) 0.033(3) 0.024(3) 0.014(2) 0.018(2) C(17) 0.068(4) 0.061(4) 0.041(3) 0.039(3) 0.022(3) 0.016(3) C(18) 0.093(5) 0.057(4) 0.050(4) 0.036(4) 0.028(3) 0.021(3) C(19) 0.071(4) 0.044(3) 0.050(4) 0.027(3) 0.020(3) 0.017(3) C(20) 0.077(5) 0.059(4) 0.063(4) 0.035(4) 0.038(4) 0.024(3) C(21) 0.062(4) 0.052(4) 0.083(5) 0.030(3) 0.030(4) 0.030(3) C(22) 0.056(4) 0.040(3) 0.051(3) 0.013(3) 0.014(3) 0.015(3) C(23) 0.051(3) 0.041(3) 0.052(3) 0.017(3) 0.021(3) 0.018(3) C(24) 0.054(4) 0.036(3) 0.055(4) 0.018(3) 0.015(3) 0.017(3) C(25) 0.060(4) 0.061(4) 0.053(4) 0.028(3) 0.018(3) 0.022(3) C(26) 0.050(3) 0.064(4) 0.073(4) 0.037(3) 0.013(3) 0.025(3) C(27) 0.047(3) 0.062(4) 0.040(3) 0.032(3) 0.012(3) 0.021(3) C(28) 0.054(3) 0.046(3) 0.043(3) 0.028(3) 0.017(3) 0.014(3) C(29) 0.049(3) 0.054(3) 0.041(3) 0.031(3) 0.018(3) 0.010(3) C(30) 0.053(3) 0.053(4) 0.039(3) 0.026(3) 0.021(3) 0.015(3) C(31) 0.054(3) 0.051(3) 0.030(3) 0.030(3) 0.014(2) 0.011(2) C(32) 0.058(4) 0.068(4) 0.037(3) 0.043(3) 0.019(3) 0.021(3) C(33) 0.073(5) 0.083(5) 0.145(8) 0.024(4) 0.052(5) 0.040(6) C(34) 0.052(4) 0.063(4) 0.093(5) 0.013(3) -0.005(4) 0.024(4) C(35) 0.071(4) 0.115(6) 0.076(5) 0.059(4) 0.049(4) 0.048(4) C(36) 0.083(5) 0.112(6) 0.078(5) 0.054(4) 0.061(4) 0.057(4) C(37) 0.114(7) 0.125(7) 0.159(9) 0.075(6) 0.105(7) 0.090(7) C(38) 0.065(4) 0.073(5) 0.088(5) 0.036(4) 0.022(4) 0.030(4) C(39) 0.086(5) 0.097(5) 0.084(5) 0.067(4) 0.056(4) 0.048(4) C(40) 0.071(4) 0.088(5) 0.058(4) 0.047(4) 0.033(3) 0.017(3) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.10' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _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 S(1) C(5) 1.770(6) . . yes S(1) C(33) 1.757(9) . . yes S(2) C(13) 1.765(5) . . yes S(2) C(35) 1.774(7) . . yes S(3) C(21) 1.778(7) . . yes S(3) C(37) 1.61(1) . . yes S(4) C(29) 1.770(5) . . yes S(4) C(39) 1.782(7) . . yes O(1) C(1) 1.417(6) . . yes O(1) C(2) 1.428(7) . . yes O(2) C(8) 1.385(6) . . yes O(2) C(34) 1.429(8) . . yes O(3) C(9) 1.410(7) . . yes O(3) C(10) 1.423(6) . . yes O(4) C(16) 1.383(6) . . yes O(4) C(36) 1.430(7) . . yes O(5) C(17) 1.427(6) . . yes O(5) C(18) 1.392(7) . . yes O(6) C(24) 1.386(7) . . yes O(6) C(38) 1.429(8) . . yes O(7) C(25) 1.406(7) . . yes O(7) C(26) 1.397(7) . . yes O(8) C(32) 1.391(6) . . yes O(8) C(40) 1.435(7) . . yes C(1) C(15*) 1.506(7) . . yes C(2) C(3) 1.501(8) . . yes C(3) C(4) 1.389(8) . . yes C(3) C(8) 1.395(7) . . yes C(4) C(5) 1.382(8) . . yes C(5) C(6) 1.388(8) . . yes C(6) C(7) 1.383(8) . . yes C(7) C(8) 1.391(8) . . yes C(7) C(9) 1.503(8) . . yes C(10) C(11) 1.521(7) . . yes C(11) C(12) 1.385(7) . . yes C(11) C(16) 1.393(7) . . yes C(12) C(13) 1.377(7) . . yes C(13) C(14) 1.386(7) . . yes C(14) C(15) 1.407(7) . . yes C(15) C(16) 1.383(7) . . yes C(17) C(31*) 1.490(8) . . yes C(18) C(19) 1.497(8) . . yes C(19) C(20) 1.378(9) . . yes C(19) C(24) 1.396(8) . . yes C(20) C(21) 1.388(8) . . yes C(21) C(22) 1.397(8) . . yes C(22) C(23) 1.390(8) . . yes C(23) C(24) 1.391(8) . . yes C(23) C(25) 1.517(8) . . yes C(26) C(27) 1.530(8) . . yes C(27) C(28) 1.398(7) . . yes C(27) C(32) 1.384(8) . . yes C(28) C(29) 1.380(8) . . yes C(29) C(30) 1.372(8) . . yes C(30) C(31) 1.401(7) . . yes C(31) C(32) 1.393(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_angle_publ_flag C(5) S(1) C(33) 103.7(3) . 1_555 1_555 yes C(13) S(2) C(35) 104.3(3) . 1_555 1_555 yes C(21) S(3) C(37) 100.0(4) . 1_555 1_555 yes C(29) S(4) C(39) 103.4(3) . 1_555 1_555 yes C(1) O(1) C(2) 113.4(4) . 1_555 1_555 yes C(8) O(2) C(34) 114.6(5) . 1_555 1_555 yes C(9) O(3) C(10) 112.7(4) . 1_555 1_555 yes C(16) O(4) C(36) 114.6(4) . 1_555 1_555 yes C(17) O(5) C(18) 111.5(4) . 1_555 1_555 yes C(24) O(6) C(38) 117.3(4) . 1_555 1_555 yes C(25) O(7) C(26) 112.2(5) . 1_555 1_555 yes C(32) O(8) C(40) 113.2(4) . 1_555 1_555 yes O(1) C(1) C(15*) 109.2(4) . 1_555 1_555 yes O(1) C(2) C(3) 112.9(5) . 1_555 1_555 yes C(2) C(3) C(4) 121.5(5) . 1_555 1_555 yes C(2) C(3) C(8) 120.7(5) . 1_555 1_555 yes C(4) C(3) C(8) 117.8(5) . 1_555 1_555 yes C(3) C(4) C(5) 122.3(5) . 1_555 1_555 yes S(1) C(5) C(4) 118.1(4) . 1_555 1_555 yes S(1) C(5) C(6) 123.5(5) . 1_555 1_555 yes C(4) C(5) C(6) 118.4(5) . 1_555 1_555 yes C(5) C(6) C(7) 121.1(5) . 1_555 1_555 yes C(6) C(7) C(8) 119.2(5) . 1_555 1_555 yes C(6) C(7) C(9) 119.0(5) . 1_555 1_555 yes C(8) C(7) C(9) 121.8(6) . 1_555 1_555 yes O(2) C(8) C(3) 119.0(5) . 1_555 1_555 yes O(2) C(8) C(7) 119.8(5) . 1_555 1_555 yes C(3) C(8) C(7) 121.1(5) . 1_555 1_555 yes O(3) C(9) C(7) 109.4(5) . 1_555 1_555 yes O(3) C(10) C(11) 108.0(4) . 1_555 1_555 yes C(10) C(11) C(12) 119.0(5) . 1_555 1_555 yes C(10) C(11) C(16) 122.2(5) . 1_555 1_555 yes C(12) C(11) C(16) 118.8(5) . 1_555 1_555 yes C(11) C(12) C(13) 121.9(5) . 1_555 1_555 yes S(2) C(13) C(12) 116.8(4) . 1_555 1_555 yes S(2) C(13) C(14) 124.2(4) . 1_555 1_555 yes C(12) C(13) C(14) 119.0(5) . 1_555 1_555 yes C(13) C(14) C(15) 120.3(5) . 1_555 1_555 yes C(1*) C(15) C(14) 118.8(5) . 1_555 1_555 yes C(1*) C(15) C(16) 121.8(5) . 1_555 1_555 yes C(14) C(15) C(16) 119.4(5) . 1_555 1_555 yes O(4) C(16) C(11) 119.9(5) . 1_555 1_555 yes O(4) C(16) C(15) 119.5(5) . 1_555 1_555 yes C(11) C(16) C(15) 120.6(5) . 1_555 1_555 yes O(5) C(17) C(31*) 109.1(4) . 1_555 1_555 yes O(5) C(18) C(19) 110.2(5) . 1_555 1_555 yes C(18) C(19) C(20) 119.1(6) . 1_555 1_555 yes C(18) C(19) C(24) 122.4(6) . 1_555 1_555 yes C(20) C(19) C(24) 118.5(5) . 1_555 1_555 yes C(19) C(20) C(21) 121.4(6) . 1_555 1_555 yes S(3) C(21) C(20) 114.6(5) . 1_555 1_555 yes S(3) C(21) C(22) 126.5(5) . 1_555 1_555 yes C(20) C(21) C(22) 118.8(6) . 1_555 1_555 yes C(21) C(22) C(23) 121.4(5) . 1_555 1_555 yes C(22) C(23) C(24) 117.8(5) . 1_555 1_555 yes C(22) C(23) C(25) 121.6(5) . 1_555 1_555 yes C(24) C(23) C(25) 120.6(5) . 1_555 1_555 yes O(6) C(24) C(19) 118.9(5) . 1_555 1_555 yes O(6) C(24) C(23) 119.0(5) . 1_555 1_555 yes C(19) C(24) C(23) 122.0(5) . 1_555 1_555 yes O(7) C(25) C(23) 114.7(5) . 1_555 1_555 yes O(7) C(26) C(27) 112.8(5) . 1_555 1_555 yes C(26) C(27) C(28) 120.7(5) . 1_555 1_555 yes C(26) C(27) C(32) 120.8(5) . 1_555 1_555 yes C(28) C(27) C(32) 118.6(5) . 1_555 1_555 yes C(27) C(28) C(29) 121.3(5) . 1_555 1_555 yes S(4) C(29) C(28) 116.4(4) . 1_555 1_555 yes S(4) C(29) C(30) 123.7(4) . 1_555 1_555 yes C(28) C(29) C(30) 119.8(5) . 1_555 1_555 yes C(29) C(30) C(31) 120.1(5) . 1_555 1_555 yes C(17*) C(31) C(30) 119.5(5) . 1_555 1_555 yes C(17*) C(31) C(32) 120.9(5) . 1_555 1_555 yes C(30) C(31) C(32) 119.5(5) . 1_555 1_555 yes O(8) C(32) C(27) 119.1(5) . 1_555 1_555 yes O(8) C(32) C(31) 120.2(5) . 1_555 1_555 yes C(27) C(32) C(31) 120.6(5) . 1_555 1_555 yes #------------------------------------------------------------------------------ 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 S(1) C(5) C(4) C(3) -178.1(4) 1_555 1_555 1_555 1_555 yes S(1) C(5) C(6) C(7) 178.0(4) 1_555 1_555 1_555 1_555 yes S(2) C(13) C(12) C(11) 179.9(4) 1_555 1_555 1_555 1_555 yes S(2) C(13) C(14) C(15) -179.8(4) 1_555 1_555 1_555 1_555 yes S(3) C(21) C(20) C(19) -176.8(5) 1_555 1_555 1_555 1_555 yes S(3) C(21) C(22) C(23) 176.2(4) 1_555 1_555 1_555 1_555 yes S(4) C(29) C(28) C(27) -179.0(4) 1_555 1_555 1_555 1_555 yes S(4) C(29) C(30) C(31) 178.9(4) 1_555 1_555 1_555 1_555 yes O(1) C(1) C(15) C(14) 58.1(6) 1_555 1_555 2_666 2_666 yes O(1) C(1) C(15) C(16) -122.8(5) 1_555 1_555 2_666 2_666 yes O(1) C(2) C(3) C(4) 109.6(6) 1_555 1_555 1_555 1_555 yes O(1) C(2) C(3) C(8) -71.9(6) 1_555 1_555 1_555 1_555 yes O(2) C(8) C(3) C(2) -2.8(7) 1_555 1_555 1_555 1_555 yes O(2) C(8) C(3) C(4) 175.8(4) 1_555 1_555 1_555 1_555 yes O(2) C(8) C(7) C(6) -175.9(5) 1_555 1_555 1_555 1_555 yes O(2) C(8) C(7) C(9) 2.6(8) 1_555 1_555 1_555 1_555 yes O(3) C(9) C(7) C(6) -60.9(7) 1_555 1_555 1_555 1_555 yes O(3) C(9) C(7) C(8) 120.7(6) 1_555 1_555 1_555 1_555 yes O(3) C(10) C(11) C(12) 81.4(6) 1_555 1_555 1_555 1_555 yes O(3) C(10) C(11) C(16) -96.2(6) 1_555 1_555 1_555 1_555 yes O(4) C(16) C(11) C(10) -4.2(7) 1_555 1_555 1_555 1_555 yes O(4) C(16) C(11) C(12) 178.2(4) 1_555 1_555 1_555 1_555 yes O(4) C(16) C(15) C(1) 1.1(7) 1_555 1_555 1_555 2_666 yes O(4) C(16) C(15) C(14) -178.1(4) 1_555 1_555 1_555 1_555 yes O(5) C(17) C(31) C(30) 92.6(6) 1_555 1_555 2_767 2_767 yes O(5) C(17) C(31) C(32) -85.7(6) 1_555 1_555 2_767 2_767 yes O(5) C(18) C(19) C(20) -93.2(7) 1_555 1_555 1_555 1_555 yes O(5) C(18) C(19) C(24) 88.7(7) 1_555 1_555 1_555 1_555 yes O(6) C(24) C(19) C(18) -9.2(8) 1_555 1_555 1_555 1_555 yes O(6) C(24) C(19) C(20) 172.7(5) 1_555 1_555 1_555 1_555 yes O(6) C(24) C(23) C(22) -173.1(5) 1_555 1_555 1_555 1_555 yes O(6) C(24) C(23) C(25) 8.3(8) 1_555 1_555 1_555 1_555 yes O(7) C(25) C(23) C(22) 16.0(8) 1_555 1_555 1_555 1_555 yes O(7) C(25) C(23) C(24) -165.4(5) 1_555 1_555 1_555 1_555 yes O(7) C(26) C(27) C(28) 35.1(7) 1_555 1_555 1_555 1_555 yes O(7) C(26) C(27) C(32) -146.0(5) 1_555 1_555 1_555 1_555 yes O(8) C(32) C(27) C(26) -0.1(8) 1_555 1_555 1_555 1_555 yes O(8) C(32) C(27) C(28) 178.8(4) 1_555 1_555 1_555 1_555 yes O(8) C(32) C(31) C(17) 3.0(8) 1_555 1_555 1_555 2_767 yes O(8) C(32) C(31) C(30) -178.7(4) 1_555 1_555 1_555 1_555 yes C(1) O(1) C(2) C(3) -76.9(6) 1_555 1_555 1_555 1_555 yes C(1) C(15) C(14) C(13) 178.8(5) 1_555 2_666 2_666 2_666 yes C(1) C(15) C(16) C(11) -177.2(4) 1_555 2_666 2_666 2_666 yes C(2) O(1) C(1) C(15) 163.0(4) 1_555 1_555 1_555 2_666 yes C(2) C(3) C(4) C(5) 177.4(5) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(8) C(7) -178.3(5) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(6) 2.1(8) 1_555 1_555 1_555 1_555 yes C(3) C(8) O(2) C(34) 94.7(6) 1_555 1_555 1_555 1_555 yes C(3) C(8) C(7) C(6) -0.4(8) 1_555 1_555 1_555 1_555 yes C(3) C(8) C(7) C(9) 178.1(5) 1_555 1_555 1_555 1_555 yes C(4) C(3) C(8) C(7) 0.2(7) 1_555 1_555 1_555 1_555 yes C(4) C(5) S(1) C(33) 148.9(5) 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) C(7) -2.2(8) 1_555 1_555 1_555 1_555 yes C(5) C(4) C(3) C(8) -1.1(8) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(7) C(8) 1.4(8) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(7) C(9) -177.1(5) 1_555 1_555 1_555 1_555 yes C(6) C(5) S(1) C(33) -31.3(6) 1_555 1_555 1_555 1_555 yes C(7) C(8) O(2) C(34) -89.7(7) 1_555 1_555 1_555 1_555 yes C(7) C(9) O(3) C(10) -179.8(5) 1_555 1_555 1_555 1_555 yes C(9) O(3) C(10) C(11) -172.8(5) 1_555 1_555 1_555 1_555 yes C(10) C(11) C(12) C(13) -178.3(5) 1_555 1_555 1_555 1_555 yes C(10) C(11) C(16) C(15) 179.7(5) 1_555 1_555 1_555 1_555 yes C(11) C(12) C(13) C(14) -0.9(8) 1_555 1_555 1_555 1_555 yes C(11) C(16) O(4) C(36) 89.7(6) 1_555 1_555 1_555 1_555 yes C(11) C(16) C(15) C(14) -2.0(7) 1_555 1_555 1_555 1_555 yes C(12) C(11) C(16) C(15) 2.1(7) 1_555 1_555 1_555 1_555 yes C(12) C(13) S(2) C(35) -179.5(4) 1_555 1_555 1_555 1_555 yes C(12) C(13) C(14) C(15) 1.0(8) 1_555 1_555 1_555 1_555 yes C(13) C(12) C(11) C(16) -0.6(8) 1_555 1_555 1_555 1_555 yes C(13) C(14) C(15) C(16) 0.4(7) 1_555 1_555 1_555 1_555 yes C(14) C(13) S(2) C(35) 1.3(5) 1_555 1_555 1_555 1_555 yes C(15) C(16) O(4) C(36) -94.1(6) 1_555 1_555 1_555 1_555 yes C(17) O(5) C(18) C(19) -177.5(5) 1_555 1_555 1_555 1_555 yes C(17) C(31) C(30) C(29) -178.7(5) 1_555 2_767 2_767 2_767 yes C(17) C(31) C(32) C(27) 179.3(5) 1_555 2_767 2_767 2_767 yes C(18) O(5) C(17) C(31) 175.5(5) 1_555 1_555 1_555 2_767 yes C(18) C(19) C(20) C(21) -176.7(5) 1_555 1_555 1_555 1_555 yes C(18) C(19) C(24) C(23) 174.3(5) 1_555 1_555 1_555 1_555 yes C(19) C(20) C(21) C(22) 1.1(9) 1_555 1_555 1_555 1_555 yes C(19) C(24) O(6) C(38) 96.7(7) 1_555 1_555 1_555 1_555 yes C(19) C(24) C(23) C(22) 3.5(8) 1_555 1_555 1_555 1_555 yes C(19) C(24) C(23) C(25) -175.2(5) 1_555 1_555 1_555 1_555 yes C(20) C(19) C(24) C(23) -3.8(9) 1_555 1_555 1_555 1_555 yes C(20) C(21) S(3) C(37) -158.3(5) 1_555 1_555 1_555 1_555 yes C(20) C(21) C(22) C(23) -1.5(9) 1_555 1_555 1_555 1_555 yes C(21) C(20) C(19) C(24) 1.4(9) 1_555 1_555 1_555 1_555 yes C(21) C(22) C(23) C(24) -0.8(8) 1_555 1_555 1_555 1_555 yes C(21) C(22) C(23) C(25) 177.9(5) 1_555 1_555 1_555 1_555 yes C(22) C(21) S(3) C(37) 23.9(7) 1_555 1_555 1_555 1_555 yes C(23) C(24) O(6) C(38) -86.7(7) 1_555 1_555 1_555 1_555 yes C(23) C(25) O(7) C(26) 82.5(6) 1_555 1_555 1_555 1_555 yes C(25) O(7) C(26) C(27) 73.0(6) 1_555 1_555 1_555 1_555 yes C(26) C(27) C(28) C(29) 178.5(5) 1_555 1_555 1_555 1_555 yes C(26) C(27) C(32) C(31) -177.9(5) 1_555 1_555 1_555 1_555 yes C(27) C(28) C(29) C(30) -0.3(8) 1_555 1_555 1_555 1_555 yes C(27) C(32) O(8) C(40) 93.9(6) 1_555 1_555 1_555 1_555 yes C(27) C(32) C(31) C(30) -1.0(8) 1_555 1_555 1_555 1_555 yes C(28) C(27) C(32) C(31) 1.0(8) 1_555 1_555 1_555 1_555 yes C(28) C(29) S(4) C(39) -178.0(4) 1_555 1_555 1_555 1_555 yes C(28) C(29) C(30) C(31) 0.3(8) 1_555 1_555 1_555 1_555 yes C(29) C(28) C(27) C(32) -0.4(8) 1_555 1_555 1_555 1_555 yes C(29) C(30) C(31) C(32) 0.4(8) 1_555 1_555 1_555 1_555 yes C(30) C(29) S(4) C(39) 3.4(6) 1_555 1_555 1_555 1_555 yes C(31) C(32) O(8) C(40) -88.4(6) 1_555 1_555 1_555 1_555 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(3) C(39) 3.326(7) . 1_455 ? O(4) C(40) 3.451(7) . . ? O(4) C(35) 3.585(7) . 2_667 ? O(5) C(35) 3.513(8) . 2_667 ? O(7) C(7) 3.519(7) . 2_656 ? O(8) C(34) 3.512(8) . . ? C(13) C(15) 3.576(7) . 2_667 ? C(17) C(30) 3.498(7) . 1_556 ? C(28) C(37) 3.54(1) . 2_656 ? #------------------------------------------------------------------------------ #===END data_calix-m-cyclophane(2:2) _database_code_CSD 163705 #------------------------------------------------------------------------------ _audit_creation_date 'Mon May 19 18:47:35 1997' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'Rigaku/AFC Diffractometer Control' _computing_cell_refinement 'Rigaku/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 568.71 _chemical_formula_analytical ? _chemical_formula_sum 'C36 H40 O6 ' _chemical_formula_moiety 'C36 H40 O6 ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 23.388(2) _cell_length_b 17.227(2) _cell_length_c 7.655(1) _cell_angle_alpha 89 _cell_angle_beta 89 _cell_angle_gamma 90 _cell_volume 3084(1) _cell_formula_units_Z 4 _cell_measurement_temperature 298.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 20.1 _cell_measurement_theta_max 24.3 #------------------------------------------------------------------------------ _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C m c 21 ' _symmetry_Int_Tables_number 36 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' +x, +y, +z' ' -x, +y, +z' ' -x, +y, +z' ' -x, -y,1/2+z' ' -x, -y,1/2+z' ' +x, -y,1/2+z' ' +x, -y,1/2+z' #------------------------------------------------------------------------------ _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.220 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.060 _exptl_crystal_density_diffrn 1.225 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 1216.00 _exptl_absorpt_coefficient_mu 0.661 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 298.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K¥a' _diffrn_radiation_source 'Rigaku sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC7S' _diffrn_measurement_method ¥w-2¥q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.10 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 -2 2 -3 -1 1 -2 -4 1 _diffrn_reflns_number 1337 _reflns_number_total 1337 _reflns_number_observed 881 _reflns_observed_criterion >3.0sigma(I) _diffrn_reflns_av_R_equivalents 0.00 _diffrn_reflns_av_sigmaI/netI 0.100 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 60.05 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.03541 _diffrn_orient_matrix_UB_12 -0.03254 _diffrn_orient_matrix_UB_13 0.00079 _diffrn_orient_matrix_UB_21 -0.02397 _diffrn_orient_matrix_UB_22 0.04806 _diffrn_orient_matrix_UB_23 -0.00155 _diffrn_orient_matrix_UB_31 0.00007 _diffrn_orient_matrix_UB_32 -0.00077 _diffrn_orient_matrix_UB_33 -0.13062 #------------------------------------------------------------------------------ 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 0 144 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 160 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 24 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ 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 _atom_site_occupancy _atom_site_refinement_flags O1 0.1317(4) 0.4077(4) 0.7351 0.173(4) Uani d . 1.00 S O2 0.1267(2) 0.1179(3) 0.154(1) 0.081(2) Uani d . 1.00 . O3 0.1303(2) 0.1839(3) 0.534(1) 0.077(2) Uani d . 1.00 . C1 0.1357(4) 0.3294(5) 0.699(2) 0.097(3) Uani d . 1.00 . C2 0.1071(4) 0.4349(7) 0.850(4) 0.194(8) Uani d . 1.00 . C3 0.0514(3) 0.4129(4) 0.927(2) 0.087(3) Uani d . 1.00 . C4 0.0492(6) 0.3790(6) 1.086(2) 0.135(5) Uani d . 1.00 . C5 0.0000 0.3605(9) 1.158(3) 0.18(1) Uani d . 0.50 S C6 0.0000 0.4301(6) 0.842(2) 0.074(3) Uani d . 0.50 S C7 0.0000 0.1507(6) -0.009(2) 0.070(3) Uani d . 0.50 S C8 0.0000 0.0090(6) -0.175(2) 0.083(3) Uani d . 0.50 S C9 0.0515(4) 0.0451(4) -0.132(1) 0.078(2) Uani d . 1.00 . C10 0.0512(3) 0.1156(4) -0.050(1) 0.070(2) Uani d . 1.00 . C11 0.1068(4) 0.1546(5) 0.001(1) 0.085(3) Uani d . 1.00 . C12 0.1815(3) 0.1456(5) 0.208(2) 0.088(3) Uani d . 1.00 . C13 0.1819(3) 0.2276(4) 0.279(2) 0.068(2) Uani d . 1.00 . C14 0.2104(3) 0.2860(4) 0.197(2) 0.071(2) Uani d . 1.00 . C15 0.2142(2) 0.3610(5) 0.267(2) 0.071(2) Uani d . 1.00 . C16 0.1887(3) 0.3747(4) 0.428(1) 0.065(2) Uani d . 1.00 . C17 0.1593(2) 0.3162(4) 0.517(1) 0.065(2) Uani d . 1.00 . C18 0.1561(2) 0.2425(4) 0.443(1) 0.062(2) Uani d . 1.00 . C19 0.2467(3) 0.4246(5) 0.176(2) 0.102(3) Uani d . 1.00 . C20 0.0699(3) 0.1761(5) 0.501(2) 0.090(3) Uani d . 1.00 . H1a 0.0944 0.2988 0.7118 0.0975 Uiso calc . 1.00 . H1b 0.1639 0.2998 0.7956 0.0975 Uiso calc . 1.00 . H2b 0.1380 0.4394 0.9573 0.1900 Uiso calc . 1.00 . H2b 0.1380 0.4394 0.9573 0.1900 Uiso calc . 1.00 . H4 0.0901 0.3671 1.1580 0.1393 Uiso calc . 1.00 . H5 0.0000 0.3289 1.2905 0.1773 Uiso calc . 0.50 . H6 0.0000 0.4556 0.7111 0.0735 Uiso calc . 0.50 . H7 0.0000 0.2115 0.0498 0.0697 Uiso calc . 0.50 . H8 0.0000 -0.0445 -0.2507 0.0823 Uiso calc . 0.50 . H9 0.0918 0.0102 -0.1568 0.0773 Uiso calc . 1.00 . H11a 0.1377 0.1544 -0.1020 0.0861 Uiso calc . 1.00 . H11b 0.0988 0.2182 0.0297 0.0861 Uiso calc . 1.00 . H12a 0.2117 0.1446 0.0963 0.0887 Uiso calc . 1.00 . H12b 0.2001 0.1068 0.3051 0.0887 Uiso calc . 1.00 . H14 0.2313 0.2729 0.0695 0.0709 Uiso calc . 1.00 . H16 0.1932 0.4322 0.4879 0.0646 Uiso calc . 1.00 . H19a 0.2335 0.4319 0.0359 0.1026 Uiso calc . 1.00 . H19b 0.2345 0.4845 0.2384 0.1026 Uiso calc . 1.00 . H19c 0.2925 0.4205 0.1842 0.1026 Uiso calc . 1.00 . H20a 0.0451 0.2176 0.5882 0.0899 Uiso calc . 1.00 . H20b 0.0542 0.1167 0.5361 0.0899 Uiso calc . 1.00 . H20c 0.0587 0.1886 0.3667 0.0899 Uiso calc . 1.00 . 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) 0.234(9) 0.111(5) 0.176(9) -0.085(6) 0.147(8) -0.074(6) O(2) 0.105(4) 0.071(3) 0.067(3) 0.001(3) -0.001(3) -0.002(2) O(3) 0.081(3) 0.073(3) 0.077(3) -0.009(3) -0.004(3) 0.014(3) C(1) 0.114(6) 0.102(6) 0.076(5) -0.014(5) 0.020(5) -0.018(5) C(2) 0.090(7) 0.095(7) 0.40(3) -0.030(6) 0.08(1) -0.06(1) C(3) 0.060(4) 0.060(4) 0.140(8) 0.001(3) 0.000(5) -0.033(5) C(4) 0.18(1) 0.056(5) 0.17(1) 0.002(6) -0.12(1) -0.004(7) C(5) 0.40(5) 0.046(9) 0.09(1) 0.0000 0.0000 -0.006(7) C(6) 0.086(7) 0.062(5) 0.073(6) 0.0000 0.0000 -0.004(5) C(7) 0.103(7) 0.055(5) 0.052(5) 0.0000 0.0000 -0.010(4) C(8) 0.131(9) 0.060(6) 0.056(6) 0.0000 0.0000 0.000(5) C(9) 0.118(6) 0.064(4) 0.052(4) 0.010(4) 0.024(4) 0.001(3) C(10) 0.101(5) 0.062(4) 0.047(4) -0.008(4) 0.001(4) 0.003(3) C(11) 0.114(6) 0.077(5) 0.065(5) -0.010(4) 0.012(5) 0.020(4) C(12) 0.081(4) 0.084(5) 0.099(6) 0.016(4) -0.001(5) -0.015(5) C(13) 0.049(3) 0.081(4) 0.075(5) 0.011(3) 0.005(4) 0.002(4) C(14) 0.055(4) 0.094(5) 0.063(4) 0.014(3) 0.012(3) 0.002(4) C(15) 0.048(3) 0.090(5) 0.076(5) 0.010(3) 0.007(4) 0.021(4) C(16) 0.060(4) 0.071(4) 0.063(4) 0.000(3) -0.003(3) 0.000(3) C(17) 0.056(3) 0.074(4) 0.064(4) 0.003(3) -0.002(3) 0.006(4) C(18) 0.049(3) 0.073(4) 0.063(4) 0.007(3) -0.008(3) 0.013(3) C(19) 0.084(5) 0.098(6) 0.125(8) -0.007(4) 0.022(6) 0.034(6) C(20) 0.077(5) 0.106(6) 0.087(5) -0.029(4) -0.001(5) 0.006(5) #------------------------------------------------------------------------------ _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 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.011(6) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 881 _refine_ls_number_parameters 196 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0573 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0846 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.398 _refine_ls_shift/esd_max 0.0170 _refine_ls_shift/esd_mean 0.0040 _refine_diff_density_min -0.18 _refine_diff_density_max 0.20 #------------------------------------------------------------------------------ _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(1) 1.38(1) 1_555 1_555 yes O(1) C(2) 1.15(2) 1_555 1_555 yes O(2) C(11) 1.406(10) 1_555 1_555 yes O(2) C(12) 1.429(10) 1_555 1_555 yes O(3) C(18) 1.365(8) 1_555 1_555 yes O(3) C(20) 1.442(9) 1_555 1_555 yes C(1) C(17) 1.51(1) 1_555 1_555 yes C(2) C(3) 1.48(1) 1_555 1_555 yes C(3) C(4) 1.36(2) 1_555 1_555 yes C(3) C(6) 1.40(1) 1_555 1_555 yes C(4) C(5) 1.31(2) 1_555 1_555 yes C(7) C(10) 1.376(9) 1_555 1_555 yes C(7) C(10*) 1.376(9) 1_555 2_555 yes C(8) C(9) 1.396(10) 1_555 1_555 yes C(8) C(9*) 1.396(10) 1_555 2_555 yes C(9) C(10) 1.37(1) 1_555 1_555 yes C(10) C(11) 1.52(1) 1_555 1_555 yes C(12) C(13) 1.51(1) 1_555 1_555 yes C(13) C(14) 1.362(10) 1_555 1_555 yes C(13) C(18) 1.420(10) 1_555 1_555 yes C(14) C(15) 1.40(1) 1_555 1_555 yes C(15) C(16) 1.39(1) 1_555 1_555 yes C(15) C(19) 1.51(1) 1_555 1_555 yes C(16) C(17) 1.395(10) 1_555 1_555 yes C(17) C(18) 1.389(10) 1_555 1_555 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(1) O(1) C(2) 125.9(10) 1_555 1_555 1_555 yes C(11) O(2) C(12) 112.7(6) 1_555 1_555 1_555 yes C(18) O(3) C(20) 114.3(5) 1_555 1_555 1_555 yes O(1) C(1) C(17) 111.0(7) 1_555 1_555 1_555 yes O(1) C(1) H(1a) 112.9(8) 1_555 1_555 1_555 no O(1) C(1) H(1b) 110.5(10) 1_555 1_555 1_555 no C(17) C(1) H(1a) 109.4(9) 1_555 1_555 1_555 no C(17) C(1) H(1b) 109.1(8) 1_555 1_555 1_555 no H(1a) C(1) H(1b) 103.8(8) 1_555 1_555 1_555 no O(1) C(2) C(3) 129(1) 1_555 1_555 1_555 yes O(1) C(2) H(2b) 104(2) 1_555 1_555 1_555 no O(1) C(2) H(2b) 105.6(9) 1_555 1_555 1_555 no C(3) C(2) H(2b) 103.6(8) 1_555 1_555 1_555 no C(3) C(2) H(2b) 107(1) 1_555 1_555 1_555 no H(2b) C(2) H(2b) 102(1) 1_555 1_555 1_555 no C(2) C(3) C(4) 120(1) 1_555 1_555 1_555 yes C(2) C(3) C(6) 121(1) 1_555 1_555 1_555 yes C(4) C(3) C(6) 118.5(10) 1_555 1_555 1_555 yes C(3) C(4) C(5) 121(1) 1_555 1_555 1_555 yes C(3) C(4) H(4) 119(1) 1_555 1_555 1_555 no C(5) C(4) H(4) 119(1) 1_555 1_555 1_555 no C(4) C(5) C(4) 121(1) 1_555 1_555 2_555 yes C(4) C(5) H(5) 119.0(9) 1_555 1_555 1_555 no C(4) C(5) H(5) 119.0(9) 2_555 1_555 1_555 no C(3) C(6) C(3) 118(1) 1_555 1_555 2_555 yes C(3) C(6) H(6) 120.7(6) 1_555 1_555 1_555 no C(3) C(6) H(6) 120.7(6) 2_555 1_555 1_555 no C(10) C(7) C(10) 120.8(9) 1_555 1_555 2_555 yes C(10) C(7) H(7) 119.5(4) 1_555 1_555 1_555 no C(10) C(7) H(7) 119.5(4) 2_555 1_555 1_555 no C(9) C(8) C(9) 119.1(10) 1_555 1_555 2_555 yes C(9) C(8) H(8) 120.4(5) 1_555 1_555 1_555 no C(9) C(8) H(8) 120.4(5) 2_555 1_555 1_555 no C(8) C(9) C(10) 120.1(8) 1_555 1_555 1_555 yes C(8) C(9) H(9) 116.0(7) 1_555 1_555 1_555 no C(10) C(9) H(9) 123.6(8) 1_555 1_555 1_555 no C(7) C(10) C(9) 119.9(7) 1_555 1_555 1_555 yes C(7) C(10) C(11) 119.6(7) 1_555 1_555 1_555 yes C(9) C(10) C(11) 120.5(7) 1_555 1_555 1_555 yes O(2) C(11) C(10) 107.5(6) 1_555 1_555 1_555 yes O(2) C(11) H(11a) 112.8(8) 1_555 1_555 1_555 no O(2) C(11) H(11b) 109.3(8) 1_555 1_555 1_555 no C(10) C(11) H(11a) 112.8(8) 1_555 1_555 1_555 no C(10) C(11) H(11b) 109.6(7) 1_555 1_555 1_555 no H(11a) C(11) H(11b) 104.8(7) 1_555 1_555 1_555 no O(2) C(12) C(13) 115.0(6) 1_555 1_555 1_555 yes O(2) C(12) H(12a) 110.1(8) 1_555 1_555 1_555 no O(2) C(12) H(12b) 110.5(7) 1_555 1_555 1_555 no C(13) C(12) H(12a) 106.8(7) 1_555 1_555 1_555 no C(13) C(12) H(12b) 108.8(8) 1_555 1_555 1_555 no H(12a) C(12) H(12b) 105.2(6) 1_555 1_555 1_555 no C(12) C(13) C(14) 121.7(7) 1_555 1_555 1_555 yes C(12) C(13) C(18) 119.1(7) 1_555 1_555 1_555 yes C(14) C(13) C(18) 119.0(7) 1_555 1_555 1_555 yes C(13) C(14) C(15) 122.1(6) 1_555 1_555 1_555 yes C(13) C(14) H(14) 118.1(7) 1_555 1_555 1_555 no C(15) C(14) H(14) 119.8(6) 1_555 1_555 1_555 no C(14) C(15) C(16) 118.3(7) 1_555 1_555 1_555 yes C(14) C(15) C(19) 121.3(7) 1_555 1_555 1_555 yes C(16) C(15) C(19) 120.4(8) 1_555 1_555 1_555 yes C(15) C(16) C(17) 121.3(7) 1_555 1_555 1_555 yes C(15) C(16) H(16) 118.9(7) 1_555 1_555 1_555 no C(17) C(16) H(16) 119.8(8) 1_555 1_555 1_555 no C(1) C(17) C(16) 121.2(7) 1_555 1_555 1_555 yes C(1) C(17) C(18) 119.2(7) 1_555 1_555 1_555 yes C(16) C(17) C(18) 119.4(6) 1_555 1_555 1_555 yes O(3) C(18) C(13) 120.2(6) 1_555 1_555 1_555 yes O(3) C(18) C(17) 119.7(6) 1_555 1_555 1_555 yes C(13) C(18) C(17) 120.1(6) 1_555 1_555 1_555 yes C(15) C(19) H(19a) 112.7(7) 1_555 1_555 1_555 no C(15) C(19) H(19b) 109.0(8) 1_555 1_555 1_555 no C(15) C(19) H(19c) 115.3(8) 1_555 1_555 1_555 no H(19a) C(19) H(19b) 103.0(8) 1_555 1_555 1_555 no H(19a) C(19) H(19c) 109.9(10) 1_555 1_555 1_555 no H(19b) C(19) H(19c) 106.0(8) 1_555 1_555 1_555 no O(3) C(20) H(20a) 109.8(7) 1_555 1_555 1_555 no O(3) C(20) H(20b) 111.4(8) 1_555 1_555 1_555 no O(3) C(20) H(20c) 112.7(7) 1_555 1_555 1_555 no H(20a) C(20) H(20b) 105.3(8) 1_555 1_555 1_555 no H(20a) C(20) H(20c) 108.0(8) 1_555 1_555 1_555 no H(20b) C(20) H(20c) 109.3(8) 1_555 1_555 1_555 no #------------------------------------------------------------------------------ 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(3) C(19) 3.597(10) 1_555 7_555 ? #------------------------------------------------------------------------------ #===END data_calixparacyclophane(2:2) _database_code_CSD 163706 #------------------------------------------------------------------------------ _audit_creation_date 'Wed May 14 09:13:11 1997' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'Rigaku/AFC Diffractometer Control' _computing_cell_refinement 'Rigaku/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 568.71 _chemical_formula_analytical ? _chemical_formula_sum 'C36 H40 O6 ' _chemical_formula_moiety 'C36 H40 O6 ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 14.3011(9) _cell_length_b 7.608(1) _cell_length_c 15.421(1) _cell_angle_alpha 90 _cell_angle_beta 113.246(5) _cell_angle_gamma 90 _cell_volume 1541.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 298.2 _cell_measurement_reflns_used 20 _cell_measurement_theta_min 20.6 _cell_measurement_theta_max 25.3 #------------------------------------------------------------------------------ _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 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_min 0.140 _exptl_crystal_density_diffrn 1.225 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 608.00 _exptl_absorpt_coefficient_mu 0.661 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 298.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K¥a' _diffrn_radiation_source 'Rigaku sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC7S' _diffrn_measurement_method ¥w-2¥q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -5.16 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 2 -1 2 1 -2 3 1 -3 _diffrn_reflns_number 2612 _reflns_number_total 2502 _reflns_number_observed 1532 _reflns_observed_criterion >3.0sigma(I) _diffrn_reflns_av_R_equivalents 1.42 _diffrn_reflns_av_sigmaI/netI 0.075 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 60.05 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.00911 _diffrn_orient_matrix_UB_12 0.02013 _diffrn_orient_matrix_UB_13 -0.06694 _diffrn_orient_matrix_UB_21 -0.07439 _diffrn_orient_matrix_UB_22 0.02036 _diffrn_orient_matrix_UB_23 -0.01793 _diffrn_orient_matrix_UB_31 0.01324 _diffrn_orient_matrix_UB_32 0.12828 _diffrn_orient_matrix_UB_33 0.01335 #------------------------------------------------------------------------------ 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 72 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 80 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 12 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ 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 _atom_site_occupancy _atom_site_refinement_flags O1 0.7070(3) -0.4031(6) 0.9623(3) 0.145(2) Uani d . 1.00 . O2 0.5322(2) -0.2560(4) 1.3127(2) 0.0965(10) Uani d . 1.00 . O3 0.3264(2) -0.0244(4) 1.0692(2) 0.0875(9) Uani d . 1.00 . C1 0.7650(3) -0.3085(6) 0.9275(3) 0.087(1) Uani d . 1.00 . C2 0.7632(5) -0.500(1) 1.0453(5) 0.165(3) Uani d . 1.00 . C3 0.7117(3) -0.4836(6) 1.1121(3) 0.091(1) Uani d . 1.00 . C4 0.7614(4) -0.4025(6) 1.1988(5) 0.108(2) Uani d . 1.00 . C5 0.7158(4) -0.3862(5) 1.2619(4) 0.096(1) Uani d . 1.00 . C6 0.6188(3) -0.4515(5) 1.2407(3) 0.075(1) Uani d . 1.00 . C7 0.5697(3) -0.5328(5) 1.1549(3) 0.078(1) Uani d . 1.00 . C8 0.6160(3) -0.5483(6) 1.0916(3) 0.087(1) Uani d . 1.00 . C9 0.5690(4) -0.4312(6) 1.3104(3) 0.101(2) Uani d . 1.00 . C10 0.4531(3) -0.2093(6) 1.2281(3) 0.092(1) Uani d . 1.00 . C11 0.4113(3) -0.0304(5) 1.2374(3) 0.072(1) Uani d . 1.00 . C12 0.4312(3) 0.0474(5) 1.3240(3) 0.074(1) Uani d . 1.00 . C13 0.3881(3) 0.2077(5) 1.3308(3) 0.076(1) Uani d . 1.00 . C14 0.3245(3) 0.2896(5) 1.2484(3) 0.076(1) Uani d . 1.00 . C15 0.3035(2) 0.2153(5) 1.1605(3) 0.070(1) Uani d . 1.00 . C16 0.3488(3) 0.0560(5) 1.1559(3) 0.069(1) Uani d . 1.00 . C17 0.4108(4) 0.2961(7) 1.4249(3) 0.098(2) Uani d . 1.00 . C18 0.3949(4) 0.0231(8) 1.0258(3) 0.108(2) Uani d . 1.00 . H1a 0.8143 -0.4044 0.9150 0.0874 Uiso calc . 1.00 . H1b 0.8102 -0.2238 0.9834 0.0874 Uiso calc . 1.00 . H2b 0.8398 -0.4517 1.0696 0.1646 Uiso calc . 1.00 . H3 0.7645 -0.6358 1.0204 0.1646 Uiso calc . 1.00 . H4 0.8382 -0.3520 1.2179 0.1089 Uiso calc . 1.00 . H5 0.7573 -0.3214 1.3303 0.0963 Uiso calc . 1.00 . H7 0.4924 -0.5813 1.1373 0.0785 Uiso calc . 1.00 . H8 0.5741 -0.6166 1.0234 0.0861 Uiso calc . 1.00 . H9a 0.6203 -0.4701 1.3807 0.1001 Uiso calc . 1.00 . H9b 0.5039 -0.5242 1.2903 0.1001 Uiso calc . 1.00 . H10a 0.3921 -0.3085 1.2112 0.0925 Uiso calc . 1.00 . H10b 0.4776 -0.2111 1.1703 0.0925 Uiso calc . 1.00 . H12 0.4834 -0.0254 1.3876 0.0735 Uiso calc . 1.00 . H14 0.2847 0.4175 1.2479 0.0760 Uiso calc . 1.00 . H17a 0.4670 0.4079 1.4403 0.0975 Uiso calc . 1.00 . H17b 0.4467 0.2011 1.4864 0.0975 Uiso calc . 1.00 . H17c 0.3423 0.3503 1.4330 0.0975 Uiso calc . 1.00 . H18a 0.4730 -0.0316 1.0652 0.1077 Uiso calc . 1.00 . H18b 0.4032 0.1682 1.0219 0.1077 Uiso calc . 1.00 . H18c 0.3693 -0.0279 0.9514 0.1077 Uiso calc . 1.00 . 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) 0.212(4) 0.137(3) 0.028(2) 0.039(2) 0.103(3) O(2) 0.102(2) 0.089(2) 0.083(2) 0.027(2) 0.019(2) -0.004(2) O(3) 0.083(2) 0.091(2) 0.078(2) -0.008(1) 0.020(1) -0.012(1) C(1) 0.070(2) 0.097(3) 0.087(3) 0.012(2) 0.024(2) 0.011(2) C(2) 0.130(5) 0.245(8) 0.144(5) 0.099(5) 0.079(4) 0.119(6) C(3) 0.082(3) 0.088(3) 0.100(3) 0.032(2) 0.032(2) 0.038(3) C(4) 0.081(3) 0.071(3) 0.156(5) -0.008(2) 0.029(3) 0.021(3) C(5) 0.087(3) 0.065(2) 0.112(4) -0.006(2) 0.013(3) -0.019(2) C(6) 0.078(2) 0.057(2) 0.073(2) 0.014(2) 0.011(2) 0.006(2) C(7) 0.063(2) 0.074(2) 0.082(2) 0.007(2) 0.012(2) 0.001(2) C(8) 0.074(3) 0.096(3) 0.071(2) 0.027(2) 0.008(2) 0.003(2) C(9) 0.126(4) 0.085(3) 0.086(3) 0.035(3) 0.036(3) 0.014(2) C(10) 0.091(3) 0.076(3) 0.089(3) 0.012(2) 0.014(2) 0.002(2) C(11) 0.060(2) 0.072(2) 0.083(2) -0.002(2) 0.027(2) 0.001(2) C(12) 0.064(2) 0.081(2) 0.079(2) -0.001(2) 0.031(2) 0.009(2) C(13) 0.069(2) 0.086(2) 0.082(2) -0.003(2) 0.039(2) 0.000(2) C(14) 0.069(2) 0.080(2) 0.089(3) 0.011(2) 0.042(2) 0.009(2) C(15) 0.060(2) 0.076(2) 0.079(2) 0.004(2) 0.031(2) 0.008(2) C(16) 0.054(2) 0.078(2) 0.073(2) -0.006(2) 0.022(2) 0.000(2) C(17) 0.108(3) 0.113(3) 0.083(3) 0.006(3) 0.047(3) -0.005(3) C(18) 0.117(4) 0.129(4) 0.091(3) 0.006(3) 0.054(3) -0.025(3) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[¥s^2^(Fo) + 0.00314|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.02(2) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1532 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0610 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.1100 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.758 _refine_ls_shift/esd_max 0.0040 _refine_ls_shift/esd_mean 0.0010 _refine_diff_density_min -0.21 _refine_diff_density_max 0.25 #------------------------------------------------------------------------------ _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(1) 1.358(5) 1_555 1_555 yes O(1) C(2) 1.415(6) 1_555 1_555 yes O(2) C(9) 1.437(5) 1_555 1_555 yes O(2) C(10) 1.393(5) 1_555 1_555 yes O(3) C(16) 1.390(5) 1_555 1_555 yes O(3) C(18) 1.432(6) 1_555 1_555 yes C(1) C(15*) 1.503(5) 1_555 1_555 yes C(2) C(3) 1.492(7) 1_555 1_555 yes C(3) C(4) 1.386(8) 1_555 1_555 yes C(3) C(8) 1.369(7) 1_555 1_555 yes C(4) C(5) 1.374(8) 1_555 1_555 yes C(5) C(6) 1.384(7) 1_555 1_555 yes C(6) C(7) 1.376(5) 1_555 1_555 yes C(6) C(9) 1.515(6) 1_555 1_555 yes C(7) C(8) 1.382(6) 1_555 1_555 yes C(10) C(11) 1.517(6) 1_555 1_555 yes C(11) C(12) 1.385(6) 1_555 1_555 yes C(11) C(16) 1.386(5) 1_555 1_555 yes C(12) C(13) 1.386(6) 1_555 1_555 yes C(13) C(14) 1.386(5) 1_555 1_555 yes C(13) C(17) 1.512(6) 1_555 1_555 yes C(14) C(15) 1.388(5) 1_555 1_555 yes C(15) C(16) 1.389(5) 1_555 1_555 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(1) O(1) C(2) 114.4(4) 1_555 1_555 1_555 yes C(9) O(2) C(10) 112.5(3) 1_555 1_555 1_555 yes C(16) O(3) C(18) 113.5(3) 1_555 1_555 1_555 yes O(1) C(1) C(15) 109.0(3) 1_555 1_555 3_657 yes O(1) C(1) H(1a) 104.9(4) 1_555 1_555 1_555 no O(1) C(1) H(1b) 105.6(4) 1_555 1_555 1_555 no C(15) C(1) H(1a) 113.4(4) 3_657 1_555 1_555 no C(15) C(1) H(1b) 114.5(4) 3_657 1_555 1_555 no H(1a) C(1) H(1b) 108.7(3) 1_555 1_555 1_555 no O(1) C(2) C(3) 109.0(4) 1_555 1_555 1_555 yes O(1) C(2) H(2b) 106.2(5) 1_555 1_555 1_555 no O(1) C(2) H(3) 104.7(7) 1_555 1_555 1_555 no C(3) C(2) H(2b) 116.4(7) 1_555 1_555 1_555 no C(3) C(2) H(3) 113.2(6) 1_555 1_555 1_555 no H(2b) C(2) H(3) 106.4(5) 1_555 1_555 1_555 no C(2) C(3) C(4) 120.0(6) 1_555 1_555 1_555 yes C(2) C(3) C(8) 122.2(6) 1_555 1_555 1_555 yes C(4) C(3) C(8) 117.8(5) 1_555 1_555 1_555 yes C(3) C(4) C(5) 121.1(4) 1_555 1_555 1_555 yes C(3) C(4) H(4) 119.6(6) 1_555 1_555 1_555 no C(5) C(4) H(4) 119.2(6) 1_555 1_555 1_555 no C(4) C(5) C(6) 120.7(5) 1_555 1_555 1_555 yes C(4) C(5) H(5) 119.4(5) 1_555 1_555 1_555 no C(6) C(5) H(5) 120.0(6) 1_555 1_555 1_555 no C(5) C(6) C(7) 118.3(4) 1_555 1_555 1_555 yes C(5) C(6) C(9) 120.1(4) 1_555 1_555 1_555 yes C(7) C(6) C(9) 121.6(4) 1_555 1_555 1_555 yes C(6) C(7) C(8) 120.7(4) 1_555 1_555 1_555 yes C(6) C(7) H(7) 118.2(4) 1_555 1_555 1_555 no C(8) C(7) H(7) 121.1(4) 1_555 1_555 1_555 no C(3) C(8) C(7) 121.4(4) 1_555 1_555 1_555 yes C(3) C(8) H(8) 120.1(5) 1_555 1_555 1_555 no C(7) C(8) H(8) 118.6(4) 1_555 1_555 1_555 no O(2) C(9) C(6) 113.1(4) 1_555 1_555 1_555 yes O(2) C(9) H(9a) 109.8(4) 1_555 1_555 1_555 no O(2) C(9) H(9b) 108.8(4) 1_555 1_555 1_555 no C(6) C(9) H(9a) 111.1(4) 1_555 1_555 1_555 no C(6) C(9) H(9b) 108.2(4) 1_555 1_555 1_555 no H(9a) C(9) H(9b) 105.4(4) 1_555 1_555 1_555 no O(2) C(10) C(11) 110.2(3) 1_555 1_555 1_555 yes O(2) C(10) H(10a) 108.7(4) 1_555 1_555 1_555 no O(2) C(10) H(10b) 111.3(4) 1_555 1_555 1_555 no C(11) C(10) H(10a) 109.3(4) 1_555 1_555 1_555 no C(11) C(10) H(10b) 110.9(4) 1_555 1_555 1_555 no H(10a) C(10) H(10b) 106.2(4) 1_555 1_555 1_555 no C(10) C(11) C(12) 122.5(4) 1_555 1_555 1_555 yes C(10) C(11) C(16) 118.6(3) 1_555 1_555 1_555 yes C(12) C(11) C(16) 118.9(4) 1_555 1_555 1_555 yes C(11) C(12) C(13) 121.4(4) 1_555 1_555 1_555 yes C(11) C(12) H(12) 116.4(4) 1_555 1_555 1_555 no C(13) C(12) H(12) 122.2(4) 1_555 1_555 1_555 no C(12) C(13) C(14) 118.5(4) 1_555 1_555 1_555 yes C(12) C(13) C(17) 122.0(4) 1_555 1_555 1_555 yes C(14) C(13) C(17) 119.4(4) 1_555 1_555 1_555 yes C(13) C(14) C(15) 121.4(4) 1_555 1_555 1_555 yes C(13) C(14) H(14) 123.0(4) 1_555 1_555 1_555 no C(15) C(14) H(14) 115.6(3) 1_555 1_555 1_555 no C(1) C(15) C(14) 120.1(3) 3_657 1_555 1_555 yes C(1) C(15) C(16) 121.2(4) 3_657 1_555 1_555 yes C(14) C(15) C(16) 118.7(3) 1_555 1_555 1_555 yes O(3) C(16) C(11) 119.0(3) 1_555 1_555 1_555 yes O(3) C(16) C(15) 119.9(3) 1_555 1_555 1_555 yes C(11) C(16) C(15) 121.0(4) 1_555 1_555 1_555 yes C(13) C(17) H(17a) 113.8(4) 1_555 1_555 1_555 no C(13) C(17) H(17b) 111.7(4) 1_555 1_555 1_555 no C(13) C(17) H(17c) 114.2(4) 1_555 1_555 1_555 no H(17a) C(17) H(17b) 104.4(4) 1_555 1_555 1_555 no H(17a) C(17) H(17c) 106.4(4) 1_555 1_555 1_555 no H(17b) C(17) H(17c) 105.5(4) 1_555 1_555 1_555 no O(3) C(18) H(18a) 111.8(4) 1_555 1_555 1_555 no O(3) C(18) H(18b) 112.6(4) 1_555 1_555 1_555 no O(3) C(18) H(18c) 112.4(5) 1_555 1_555 1_555 no H(18a) C(18) H(18b) 107.0(5) 1_555 1_555 1_555 no H(18a) C(18) H(18c) 106.1(4) 1_555 1_555 1_555 no H(18b) C(18) H(18c) 106.5(5) 1_555 1_555 1_555 no #------------------------------------------------------------------------------ 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(2) C(2) 3.481(6) 1_555 2_657 ? C(3) C(5) 3.555(6) 1_555 2_647 ? C(8) C(8) 3.486(7) 1_555 3_647 ? #------------------------------------------------------------------------------