#Supplementary Material for Chemical Communications #This journal is (c) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Jeon, Joonsang' 'Kang, Sang Ook' 'Kitamura, T.' 'Ko, Jaejung' _publ_contact_author_name 'Prof Jaejung Ko' _publ_contact_author_address ; Chemistry Korea University Chochiwon, Chungnam 339-700 Chochiwon 339-700 KOREA ; _publ_contact_author_email 'JKO@TIGER.KOREA.AC.KR' _publ_section_title ; Synthesis and Reactivity of an Efficient 1,2-Dehydrocarborane Precursor, Phenyl[o-(trimethylsilyl)carboranyl]iodonium Acetate ; data_anthra _database_code_CSD 170498 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H20 B10' _chemical_formula_weight 320.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 8.7419(18) _cell_length_b 15.710(3) _cell_length_c 13.3000(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1826.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.165 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 0.058 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1677 _diffrn_reflns_av_R_equivalents 0.0161 _diffrn_reflns_av_sigmaI/netI 0.1086 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 24.99 _reflns_number_total 1673 _reflns_number_gt 880 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1239P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.003(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(10) _refine_ls_number_reflns 1673 _refine_ls_number_parameters 227 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1616 _refine_ls_R_factor_gt 0.0842 _refine_ls_wR_factor_ref 0.2401 _refine_ls_wR_factor_gt 0.1912 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group B1 B 0.4401(15) 0.3624(7) -0.1103(9) 0.063(4) Uani 1 1 d . . . HB1 H 0.4944 0.2999 -0.1212 0.075 Uiso 1 1 calc R . . B2 B 0.4275(13) 0.5387(7) -0.1675(8) 0.049(3) Uani 1 1 d . . . HB2 H 0.4715 0.5903 -0.2153 0.058 Uiso 1 1 calc R . . B3 B 0.4757(12) 0.4222(8) -0.0029(9) 0.056(3) Uani 1 1 d . . . HB3 H 0.5507 0.3997 0.0579 0.068 Uiso 1 1 calc R . . B4 B 0.2967(13) 0.3749(6) -0.0226(8) 0.049(3) Uani 1 1 d . . . HB4 H 0.2533 0.3219 0.0232 0.058 Uiso 1 1 calc R . . B5 B 0.2414(13) 0.4927(6) -0.1829(8) 0.047(3) Uani 1 1 d . . . HB5 H 0.1596 0.5150 -0.2400 0.056 Uiso 1 1 calc R . . B6 B 0.2526(12) 0.3839(6) -0.1515(7) 0.042(3) Uani 1 1 d . . . HB6 H 0.1805 0.3363 -0.1894 0.050 Uiso 1 1 calc R . . B7 B 0.5484(13) 0.4556(8) -0.1213(9) 0.058(3) Uani 1 1 d . . . HB7 H 0.6710 0.4542 -0.1399 0.070 Uiso 1 1 calc R . . B8 B 0.4699(12) 0.5307(7) -0.0340(8) 0.049(3) Uani 1 1 d . . . HB8 H 0.5399 0.5776 0.0068 0.058 Uiso 1 1 calc R . . B9 B 0.4044(14) 0.4322(7) -0.2126(9) 0.055(3) Uani 1 1 d . . . HB9 H 0.4324 0.4156 -0.2908 0.067 Uiso 1 1 calc R . . B10 B 0.2861(5) 0.5556(3) -0.0785(3) 0.043(2) Uani 1 1 d . . . HB10 H 0.2367 0.6195 -0.0686 0.051 Uiso 1 1 calc R . . C1 C 0.3164(5) 0.4805(3) 0.0169(3) 0.040(2) Uani 1 1 d R . . C2 C 0.1891(5) 0.4599(3) -0.0668(3) 0.038(2) Uani 1 1 d R . . C3 C 0.2366(5) 0.5002(3) 0.1195(3) 0.044(2) Uani 1 1 d R . . H3 H 0.3112 0.5124 0.1726 0.053 Uiso 1 1 calc R . . C4 C 0.0247(10) 0.4673(5) -0.0159(7) 0.043(2) Uani 1 1 d . . . H4 H -0.0586 0.4555 -0.0632 0.051 Uiso 1 1 calc R . . C5 C 0.1344(9) 0.4256(5) 0.1469(6) 0.037(2) Uani 1 1 d . . . C6 C 0.1453(12) 0.3778(6) 0.2335(6) 0.053(3) Uani 1 1 d . . . H6 H 0.2201 0.3899 0.2812 0.063 Uiso 1 1 calc R . . C7 C 0.0424(15) 0.3109(6) 0.2488(8) 0.068(3) Uani 1 1 d . . . H7 H 0.0496 0.2777 0.3065 0.081 Uiso 1 1 calc R . . C8 C -0.0686(14) 0.2940(6) 0.1794(8) 0.071(3) Uani 1 1 d . . . H8 H -0.1373 0.2498 0.1906 0.086 Uiso 1 1 calc R . . C9 C -0.0803(11) 0.3426(5) 0.0915(8) 0.056(3) Uani 1 1 d . . . H9 H -0.1551 0.3307 0.0438 0.067 Uiso 1 1 calc R . . C10 C 0.0207(10) 0.4078(5) 0.0774(6) 0.044(2) Uani 1 1 d . . . C11 C 0.1244(10) 0.5733(5) 0.1055(6) 0.040(2) Uani 1 1 d . . . C12 C 0.1276(14) 0.6520(6) 0.1526(9) 0.063(3) Uani 1 1 d . . . H12 H 0.2035 0.6650 0.1992 0.076 Uiso 1 1 calc R . . C13 C 0.0157(16) 0.7108(6) 0.1291(9) 0.074(4) Uani 1 1 d . . . H13 H 0.0157 0.7633 0.1614 0.088 Uiso 1 1 calc R . . C14 C -0.0925(15) 0.6939(6) 0.0610(9) 0.073(3) Uani 1 1 d . . . H14 H -0.1654 0.7352 0.0467 0.087 Uiso 1 1 calc R . . C15 C -0.0994(11) 0.6159(6) 0.0108(7) 0.059(3) Uani 1 1 d . . . H15 H -0.1751 0.6045 -0.0366 0.070 Uiso 1 1 calc R . . C16 C 0.0102(10) 0.5568(5) 0.0342(6) 0.042(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.082(9) 0.049(6) 0.057(7) 0.003(6) 0.016(7) 0.031(6) B2 0.051(6) 0.048(6) 0.047(6) -0.003(5) 0.021(5) -0.005(5) B3 0.040(6) 0.079(8) 0.051(7) 0.003(6) -0.010(6) 0.007(6) B4 0.074(8) 0.033(5) 0.039(5) -0.011(5) 0.011(6) -0.004(5) B5 0.057(7) 0.056(7) 0.027(5) 0.001(5) -0.012(5) 0.007(6) B6 0.056(7) 0.034(5) 0.036(5) -0.006(4) -0.001(5) -0.008(5) B7 0.031(6) 0.081(8) 0.063(8) -0.005(6) 0.013(6) 0.004(6) B8 0.038(6) 0.064(6) 0.043(6) -0.001(6) 0.000(5) -0.006(5) B9 0.072(8) 0.050(6) 0.045(6) -0.006(5) 0.014(6) 0.005(6) B10 0.053(6) 0.039(5) 0.036(5) 0.003(5) 0.015(5) 0.006(5) C1 0.056(6) 0.036(4) 0.029(4) -0.001(3) -0.007(4) 0.003(4) C2 0.033(5) 0.033(4) 0.049(5) -0.009(4) 0.000(4) -0.001(4) C3 0.047(5) 0.046(5) 0.040(5) -0.007(4) 0.005(5) -0.006(5) C4 0.041(5) 0.043(5) 0.044(5) -0.010(5) -0.013(4) 0.003(4) C5 0.030(4) 0.044(5) 0.036(5) -0.007(4) 0.009(4) -0.002(4) C6 0.060(7) 0.057(6) 0.040(5) -0.001(5) 0.003(5) 0.005(5) C7 0.109(9) 0.037(5) 0.058(7) 0.004(5) 0.028(7) -0.001(6) C8 0.097(9) 0.052(6) 0.065(7) -0.008(6) 0.037(7) -0.035(6) C9 0.065(7) 0.044(5) 0.060(7) -0.017(5) 0.015(6) -0.016(5) C10 0.050(6) 0.036(4) 0.046(5) -0.007(4) 0.006(5) -0.001(4) C11 0.044(5) 0.038(4) 0.038(5) -0.009(4) 0.009(5) -0.010(4) C12 0.080(7) 0.047(5) 0.061(6) -0.001(5) 0.018(6) -0.021(6) C13 0.117(10) 0.034(5) 0.069(8) -0.004(5) 0.030(8) 0.014(7) C14 0.099(10) 0.054(7) 0.065(7) 0.001(6) 0.024(7) 0.035(6) C15 0.058(6) 0.059(6) 0.059(6) 0.002(5) 0.010(5) 0.020(5) C16 0.034(5) 0.045(5) 0.047(5) 0.002(4) 0.016(4) 0.004(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B1 B4 1.724(16) . ? B1 B3 1.738(16) . ? B1 B7 1.750(16) . ? B1 B6 1.761(17) . ? B1 B9 1.776(16) . ? B2 B10 1.733(11) . ? B2 B9 1.788(15) . ? B2 B7 1.788(15) . ? B2 B5 1.792(16) . ? B2 B8 1.819(16) . ? B3 C1 1.688(12) . ? B3 B4 1.751(16) . ? B3 B8 1.755(16) . ? B3 B7 1.777(16) . ? B4 C2 1.736(11) . ? B4 C1 1.748(10) . ? B4 B6 1.764(13) . ? B5 C2 1.691(11) . ? B5 B10 1.749(11) . ? B5 B9 1.758(15) . ? B5 B6 1.763(14) . ? B6 B9 1.731(15) . ? B6 C2 1.734(10) . ? B7 B9 1.788(17) . ? B7 B8 1.792(15) . ? B8 C1 1.698(11) . ? B8 B10 1.757(11) . ? B10 C2 1.7333 . ? B10 C1 1.7534 . ? C1 C3 1.5639 . ? C1 C2 1.6072 . ? C2 C4 1.593(10) . ? C3 C5 1.518(8) . ? C3 C11 1.521(9) . ? C4 C10 1.553(11) . ? C4 C16 1.561(11) . ? C5 C6 1.379(11) . ? C5 C10 1.385(12) . ? C6 C7 1.398(14) . ? C7 C8 1.366(15) . ? C8 C9 1.400(14) . ? C9 C10 1.365(11) . ? C11 C12 1.388(12) . ? C11 C16 1.401(12) . ? C12 C13 1.380(15) . ? C13 C14 1.336(16) . ? C14 C15 1.397(13) . ? C15 C16 1.370(12) . ? 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_3 _geom_angle_publ_flag B4 B1 B3 60.8(6) . . ? B4 B1 B7 110.7(7) . . ? B3 B1 B7 61.3(7) . . ? B4 B1 B6 60.8(6) . . ? B3 B1 B6 108.6(7) . . ? B7 B1 B6 108.5(7) . . ? B4 B1 B9 108.7(8) . . ? B3 B1 B9 109.1(7) . . ? B7 B1 B9 60.9(6) . . ? B6 B1 B9 58.6(6) . . ? B10 B2 B9 107.0(7) . . ? B10 B2 B7 107.4(7) . . ? B9 B2 B7 60.0(6) . . ? B10 B2 B5 59.5(5) . . ? B9 B2 B5 58.8(6) . . ? B7 B2 B5 106.4(7) . . ? B10 B2 B8 59.3(5) . . ? B9 B2 B8 106.6(8) . . ? B7 B2 B8 59.6(6) . . ? B5 B2 B8 105.6(7) . . ? C1 B3 B1 105.9(7) . . ? C1 B3 B4 61.1(5) . . ? B1 B3 B4 59.2(6) . . ? C1 B3 B8 59.1(5) . . ? B1 B3 B8 109.1(8) . . ? B4 B3 B8 110.5(8) . . ? C1 B3 B7 105.9(7) . . ? B1 B3 B7 59.7(7) . . ? B4 B3 B7 108.2(8) . . ? B8 B3 B7 61.0(7) . . ? B1 B4 C2 104.6(7) . . ? B1 B4 C1 103.9(7) . . ? C2 B4 C1 54.9(3) . . ? B1 B4 B3 60.0(7) . . ? C2 B4 B3 102.1(6) . . ? C1 B4 B3 57.7(5) . . ? B1 B4 B6 60.6(6) . . ? C2 B4 B6 59.4(5) . . ? C1 B4 B6 103.8(7) . . ? B3 B4 B6 107.9(8) . . ? C2 B5 B10 60.5(4) . . ? C2 B5 B9 105.1(7) . . ? B10 B5 B9 107.6(7) . . ? C2 B5 B6 60.2(5) . . ? B10 B5 B6 110.3(6) . . ? B9 B5 B6 58.9(6) . . ? C2 B5 B2 105.3(7) . . ? B10 B5 B2 58.6(5) . . ? B9 B5 B2 60.5(6) . . ? B6 B5 B2 108.2(8) . . ? B9 B6 C2 104.4(6) . . ? B9 B6 B1 61.1(6) . . ? C2 B6 B1 103.2(6) . . ? B9 B6 B5 60.4(6) . . ? C2 B6 B5 57.9(5) . . ? B1 B6 B5 108.2(7) . . ? B9 B6 B4 108.9(8) . . ? C2 B6 B4 59.5(5) . . ? B1 B6 B4 58.6(6) . . ? B5 B6 B4 108.7(7) . . ? B1 B7 B3 59.0(6) . . ? B1 B7 B9 60.3(7) . . ? B3 B7 B9 106.8(8) . . ? B1 B7 B2 108.6(8) . . ? B3 B7 B2 108.0(8) . . ? B9 B7 B2 60.0(6) . . ? B1 B7 B8 106.8(8) . . ? B3 B7 B8 58.9(6) . . ? B9 B7 B8 107.8(8) . . ? B2 B7 B8 61.0(6) . . ? C1 B8 B3 58.5(5) . . ? C1 B8 B10 61.0(4) . . ? B3 B8 B10 108.8(7) . . ? C1 B8 B7 104.8(7) . . ? B3 B8 B7 60.1(6) . . ? B10 B8 B7 106.2(7) . . ? C1 B8 B2 105.1(7) . . ? B3 B8 B2 107.6(9) . . ? B10 B8 B2 57.9(5) . . ? B7 B8 B2 59.4(6) . . ? B6 B9 B5 60.7(6) . . ? B6 B9 B1 60.3(6) . . ? B5 B9 B1 107.7(8) . . ? B6 B9 B7 108.1(7) . . ? B5 B9 B7 107.9(7) . . ? B1 B9 B7 58.8(7) . . ? B6 B9 B2 109.9(8) . . ? B5 B9 B2 60.7(6) . . ? B1 B9 B2 107.5(8) . . ? B7 B9 B2 60.0(6) . . ? B2 B10 C2 106.1(4) . . ? B2 B10 B5 62.0(5) . . ? C2 B10 B5 58.1(4) . . ? B2 B10 C1 106.4(4) . . ? C2 B10 C1 54.9 . . ? B5 B10 C1 103.2(4) . . ? B2 B10 B8 62.8(5) . . ? C2 B10 B8 102.9(4) . . ? B5 B10 B8 110.2(6) . . ? C1 B10 B8 57.8(4) . . ? C3 C1 C2 109.6 . . ? C3 C1 B3 127.8(4) . . ? C2 C1 B3 110.7(4) . . ? C3 C1 B8 127.5(4) . . ? C2 C1 B8 111.4(4) . . ? B3 C1 B8 62.5(6) . . ? C3 C1 B4 114.0(4) . . ? C2 C1 B4 62.2(4) . . ? B3 C1 B4 61.3(6) . . ? B8 C1 B4 113.5(6) . . ? C3 C1 B10 115.5 . . ? C2 C1 B10 61.9 . . ? B3 C1 B10 112.1(4) . . ? B8 C1 B10 61.2(4) . . ? B4 C1 B10 114.0(4) . . ? C4 C2 C1 108.4(3) . . ? C4 C2 B5 127.6(6) . . ? C1 C2 B5 112.6(4) . . ? C4 C2 B10 114.6(3) . . ? C1 C2 B10 63.2 . . ? B5 C2 B10 61.4(4) . . ? C4 C2 B6 128.0(5) . . ? C1 C2 B6 111.5(4) . . ? B5 C2 B6 61.9(5) . . ? B10 C2 B6 112.5(4) . . ? C4 C2 B4 113.6(5) . . ? C1 C2 B4 62.9(4) . . ? B5 C2 B4 113.4(5) . . ? B10 C2 B4 115.6(4) . . ? B6 C2 B4 61.1(5) . . ? C5 C3 C11 103.5(5) . . ? C5 C3 C1 108.6(3) . . ? C11 C3 C1 109.2(4) . . ? C10 C4 C16 101.5(7) . . ? C10 C4 C2 108.4(6) . . ? C16 C4 C2 108.7(6) . . ? C6 C5 C10 119.8(8) . . ? C6 C5 C3 125.4(8) . . ? C10 C5 C3 114.7(7) . . ? C5 C6 C7 119.1(9) . . ? C8 C7 C6 120.3(9) . . ? C7 C8 C9 120.7(9) . . ? C10 C9 C8 118.4(10) . . ? C9 C10 C5 121.6(8) . . ? C9 C10 C4 125.1(8) . . ? C5 C10 C4 113.3(7) . . ? C12 C11 C16 119.0(9) . . ? C12 C11 C3 127.2(8) . . ? C16 C11 C3 113.8(6) . . ? C13 C12 C11 118.6(11) . . ? C14 C13 C12 121.5(10) . . ? C13 C14 C15 121.9(10) . . ? C16 C15 C14 117.1(10) . . ? C15 C16 C11 121.8(8) . . ? C15 C16 C4 124.7(9) . . ? C11 C16 C4 113.4(7) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.285 _refine_diff_density_min -0.311 _refine_diff_density_rms 0.057 data_kjj30 _database_code_CSD 170499 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H18 B10' _chemical_formula_weight 234.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.6927(8) _cell_length_b 13.5948(14) _cell_length_c 12.9203(14) _cell_angle_alpha 90.00 _cell_angle_beta 100.354(2) _cell_angle_gamma 90.00 _cell_volume 1329.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 8594 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 28.27 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.50 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.171 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 0.054 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8594 _diffrn_reflns_av_R_equivalents 0.0435 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 28.27 _reflns_number_total 3195 _reflns_number_gt 2248 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0960P)^2^+0.6079P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3195 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0939 _refine_ls_R_factor_gt 0.0665 _refine_ls_wR_factor_ref 0.1991 _refine_ls_wR_factor_gt 0.1804 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3372(2) 0.17233(14) 0.14543(14) 0.0319(4) Uani 1 1 d . . . C2 C 0.1915(2) 0.10609(14) 0.18935(15) 0.0335(4) Uani 1 1 d . . . C3 C 0.0154(3) 0.14678(17) 0.12682(18) 0.0456(5) Uani 1 1 d . . . H3 H -0.0833 0.1030 0.1234 0.055 Uiso 1 1 calc R . . C4 C 0.0581(3) 0.17753(19) 0.01569(17) 0.0531(6) Uani 1 1 d . . . H4 H 0.0805 0.1251 -0.0300 0.064 Uiso 1 1 calc R . . C5 C 0.2215(3) 0.24182(16) 0.06644(16) 0.0416(5) Uani 1 1 d . . . H5 H 0.2826 0.2730 0.0168 0.050 Uiso 1 1 calc R . . C6 C 0.1143(3) 0.31105(17) 0.12227(19) 0.0522(6) Uani 1 1 d . . . H6 H 0.1682 0.3661 0.1623 0.063 Uiso 1 1 calc R . . C7 C -0.0184(3) 0.24895(19) 0.16070(19) 0.0526(6) Uani 1 1 d . . . H7 H -0.0554 0.2619 0.2265 0.063 Uiso 1 1 calc R . . C8 C -0.0739(3) 0.31497(19) 0.06503(19) 0.0545(6) Uani 1 1 d . . . H8 H -0.1480 0.3717 0.0658 0.065 Uiso 1 1 calc R . . C9 C -0.0853(3) 0.24879(19) -0.02791(18) 0.0549(6) Uani 1 1 d . . . H9A H -0.0598 0.2829 -0.0885 0.066 Uiso 1 1 calc R . . H9B H -0.1985 0.2173 -0.0451 0.066 Uiso 1 1 calc R . . B1 B 0.2631(3) 0.07255(19) 0.31880(19) 0.0420(5) Uani 1 1 d . . . H1 H 0.1860 0.0638 0.3688 0.050 Uiso 1 1 calc R . . B2 B 0.2641(3) -0.01274(18) 0.2152(2) 0.0456(6) Uani 1 1 d . . . H2 H 0.1873 -0.0689 0.2076 0.055 Uiso 1 1 calc R . . B3 B 0.4525(3) -0.00233(19) 0.3170(2) 0.0467(6) Uani 1 1 d . . . H3A H 0.4850 -0.0539 0.3675 0.056 Uiso 1 1 calc R . . B4 B 0.5233(3) 0.10500(19) 0.13631(19) 0.0429(6) Uani 1 1 d . . . H4A H 0.5944 0.1161 0.0835 0.051 Uiso 1 1 calc R . . B5 B 0.4829(4) -0.01495(19) 0.1848(2) 0.0482(6) Uani 1 1 d . . . H5A H 0.5337 -0.0734 0.1609 0.058 Uiso 1 1 calc R . . B6 B 0.6137(3) 0.0709(2) 0.2681(2) 0.0465(6) Uani 1 1 d . . . H6A H 0.7384 0.0611 0.2909 0.056 Uiso 1 1 calc R . . B7 B 0.4814(3) 0.12320(19) 0.35236(19) 0.0422(5) Uani 1 1 d . . . H7A H 0.5314 0.1424 0.4229 0.051 Uiso 1 1 calc R . . B8 B 0.3161(3) 0.04876(17) 0.10596(19) 0.0410(5) Uani 1 1 d . . . H8A H 0.2708 0.0262 0.0359 0.049 Uiso 1 1 calc R . . B9 B 0.3141(3) 0.19027(17) 0.27643(17) 0.0360(5) Uani 1 1 d . . . H9 H 0.2680 0.2484 0.3039 0.043 Uiso 1 1 calc R . . B10 B 0.5229(3) 0.19023(18) 0.23975(19) 0.0399(5) Uani 1 1 d . . . H10 H 0.5941 0.2486 0.2446 0.048 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0279(8) 0.0333(9) 0.0353(9) 0.0003(7) 0.0078(7) -0.0020(7) C2 0.0282(9) 0.0360(10) 0.0368(9) 0.0028(8) 0.0072(7) -0.0046(7) C3 0.0264(9) 0.0549(13) 0.0553(13) 0.0083(10) 0.0066(8) -0.0017(8) C4 0.0537(13) 0.0596(14) 0.0393(11) -0.0124(10) -0.0102(9) 0.0191(11) C5 0.0351(10) 0.0475(12) 0.0431(11) 0.0128(9) 0.0097(8) 0.0021(8) C6 0.0493(13) 0.0446(12) 0.0578(14) -0.0075(10) -0.0035(10) 0.0100(10) C7 0.0468(12) 0.0637(15) 0.0469(12) -0.0040(11) 0.0080(9) 0.0114(11) C8 0.0464(13) 0.0579(14) 0.0554(13) 0.0020(11) -0.0004(10) 0.0190(11) C9 0.0447(12) 0.0681(16) 0.0483(12) 0.0076(11) -0.0015(10) 0.0116(11) B1 0.0408(12) 0.0485(13) 0.0382(12) 0.0077(10) 0.0107(9) -0.0024(10) B2 0.0484(14) 0.0332(12) 0.0527(14) 0.0038(10) 0.0027(11) -0.0070(10) B3 0.0505(14) 0.0422(13) 0.0454(13) 0.0097(10) 0.0030(11) 0.0046(11) B4 0.0345(11) 0.0514(14) 0.0451(13) 0.0034(11) 0.0133(10) 0.0075(10) B5 0.0538(15) 0.0393(13) 0.0507(14) -0.0017(11) 0.0074(11) 0.0129(11) B6 0.0324(11) 0.0545(15) 0.0507(14) 0.0063(12) 0.0024(10) 0.0064(10) B7 0.0404(12) 0.0485(14) 0.0347(11) 0.0003(10) -0.0012(9) -0.0016(10) B8 0.0462(13) 0.0385(12) 0.0374(12) -0.0055(9) 0.0049(10) 0.0016(10) B9 0.0374(11) 0.0361(11) 0.0347(10) -0.0047(9) 0.0075(8) -0.0008(9) B10 0.0298(10) 0.0422(12) 0.0463(12) 0.0018(10) 0.0029(9) -0.0056(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C5 1.550(3) . ? C1 C2 1.618(2) . ? C1 B10 1.720(3) . ? C1 B4 1.720(3) . ? C1 B9 1.750(3) . ? C1 B8 1.755(3) . ? C2 C3 1.549(3) . ? C2 B2 1.722(3) . ? C2 B1 1.726(3) . ? C2 B8 1.749(3) . ? C2 B9 1.756(3) . ? C3 C7 1.493(3) . ? C3 C4 1.585(3) . ? C4 C9 1.500(3) . ? C4 C5 1.574(3) . ? C5 C6 1.516(3) . ? C6 C7 1.478(4) . ? C6 C8 1.504(3) . ? C7 C8 1.525(3) . ? C8 C9 1.490(3) . ? B1 B9 1.758(3) . ? B1 B2 1.772(4) . ? B1 B3 1.781(4) . ? B1 B7 1.794(3) . ? B2 B8 1.748(3) . ? B2 B3 1.779(4) . ? B2 B5 1.796(4) . ? B3 B7 1.770(4) . ? B3 B5 1.773(4) . ? B3 B6 1.791(4) . ? B4 B8 1.747(3) . ? B4 B10 1.769(3) . ? B4 B6 1.782(4) . ? B4 B5 1.794(4) . ? B5 B8 1.722(3) . ? B5 B6 1.773(4) . ? B6 B7 1.768(4) . ? B6 B10 1.779(4) . ? B7 B9 1.731(3) . ? B7 B10 1.794(3) . ? B9 B10 1.755(3) . ? 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_3 _geom_angle_publ_flag C5 C1 C2 102.57(14) . . ? C5 C1 B10 133.33(16) . . ? C2 C1 B10 111.70(15) . . ? C5 C1 B4 131.76(16) . . ? C2 C1 B4 111.42(15) . . ? B10 C1 B4 61.89(13) . . ? C5 C1 B9 113.93(15) . . ? C2 C1 B9 62.69(11) . . ? B10 C1 B9 60.73(12) . . ? B4 C1 B9 111.76(15) . . ? C5 C1 B8 112.34(16) . . ? C2 C1 B8 62.31(12) . . ? B10 C1 B8 111.30(15) . . ? B4 C1 B8 60.37(13) . . ? B9 C1 B8 113.22(15) . . ? C3 C2 C1 102.38(15) . . ? C3 C2 B2 131.21(17) . . ? C1 C2 B2 111.65(15) . . ? C3 C2 B1 134.18(16) . . ? C1 C2 B1 111.48(14) . . ? B2 C2 B1 61.84(14) . . ? C3 C2 B8 111.25(16) . . ? C1 C2 B8 62.67(12) . . ? B2 C2 B8 60.46(14) . . ? B1 C2 B8 111.37(16) . . ? C3 C2 B9 114.84(16) . . ? C1 C2 B9 62.34(11) . . ? B2 C2 B9 111.64(15) . . ? B1 C2 B9 60.66(13) . . ? B8 C2 B9 113.22(14) . . ? C7 C3 C2 111.18(18) . . ? C7 C3 C4 95.49(18) . . ? C2 C3 C4 105.23(15) . . ? C9 C4 C5 106.0(2) . . ? C9 C4 C3 104.63(18) . . ? C5 C4 C3 92.80(15) . . ? C6 C5 C1 111.25(17) . . ? C6 C5 C4 94.67(16) . . ? C1 C5 C4 104.91(17) . . ? C7 C6 C8 61.52(16) . . ? C7 C6 C5 105.82(19) . . ? C8 C6 C5 110.22(19) . . ? C6 C7 C3 105.40(18) . . ? C6 C7 C8 60.08(16) . . ? C3 C7 C8 110.4(2) . . ? C9 C8 C6 106.67(19) . . ? C9 C8 C7 105.4(2) . . ? C6 C8 C7 58.40(16) . . ? C8 C9 C4 98.89(17) . . ? C2 B1 B9 60.53(12) . . ? C2 B1 B2 58.99(13) . . ? B9 B1 B2 109.21(16) . . ? C2 B1 B3 104.95(16) . . ? B9 B1 B3 106.71(17) . . ? B2 B1 B3 60.09(14) . . ? C2 B1 B7 104.77(15) . . ? B9 B1 B7 58.31(13) . . ? B2 B1 B7 107.63(17) . . ? B3 B1 B7 59.36(14) . . ? C2 B2 B8 60.52(13) . . ? C2 B2 B1 59.17(13) . . ? B8 B2 B1 109.25(17) . . ? C2 B2 B3 105.16(17) . . ? B8 B2 B3 106.54(17) . . ? B1 B2 B3 60.21(14) . . ? C2 B2 B5 104.91(16) . . ? B8 B2 B5 58.12(14) . . ? B1 B2 B5 107.92(17) . . ? B3 B2 B5 59.48(14) . . ? B7 B3 B5 108.04(18) . . ? B7 B3 B2 108.38(17) . . ? B5 B3 B2 60.75(15) . . ? B7 B3 B1 60.70(14) . . ? B5 B3 B1 108.53(17) . . ? B2 B3 B1 59.70(14) . . ? B7 B3 B6 59.51(15) . . ? B5 B3 B6 59.66(15) . . ? B2 B3 B6 107.91(18) . . ? B1 B3 B6 107.87(17) . . ? C1 B4 B8 60.78(12) . . ? C1 B4 B10 59.05(12) . . ? B8 B4 B10 109.33(16) . . ? C1 B4 B6 105.06(16) . . ? B8 B4 B6 106.52(18) . . ? B10 B4 B6 60.12(14) . . ? C1 B4 B5 105.16(16) . . ? B8 B4 B5 58.17(14) . . ? B10 B4 B5 107.93(17) . . ? B6 B4 B5 59.46(15) . . ? B8 B5 B6 108.03(18) . . ? B8 B5 B3 107.92(18) . . ? B6 B5 B3 60.67(15) . . ? B8 B5 B4 59.57(14) . . ? B6 B5 B4 59.93(14) . . ? B3 B5 B4 108.02(18) . . ? B8 B5 B2 59.53(14) . . ? B6 B5 B2 107.93(18) . . ? B3 B5 B2 59.77(15) . . ? B4 B5 B2 106.80(17) . . ? B7 B6 B5 108.17(17) . . ? B7 B6 B10 60.76(14) . . ? B5 B6 B10 108.42(17) . . ? B7 B6 B4 108.33(17) . . ? B5 B6 B4 60.61(15) . . ? B10 B6 B4 59.59(14) . . ? B7 B6 B3 59.66(14) . . ? B5 B6 B3 59.67(15) . . ? B10 B6 B3 107.97(17) . . ? B4 B6 B3 107.77(17) . . ? B9 B7 B6 108.35(16) . . ? B9 B7 B3 108.39(17) . . ? B6 B7 B3 60.83(15) . . ? B9 B7 B10 59.68(13) . . ? B6 B7 B10 59.92(14) . . ? B3 B7 B10 108.23(17) . . ? B9 B7 B1 59.81(13) . . ? B6 B7 B1 108.32(17) . . ? B3 B7 B1 59.94(14) . . ? B10 B7 B1 107.11(16) . . ? B5 B8 B4 62.26(15) . . ? B5 B8 B2 62.35(15) . . ? B4 B8 B2 111.09(18) . . ? B5 B8 C2 107.01(17) . . ? B4 B8 C2 104.21(16) . . ? B2 B8 C2 59.02(13) . . ? B5 B8 C1 106.82(17) . . ? B4 B8 C1 58.85(13) . . ? B2 B8 C1 104.24(16) . . ? C2 B8 C1 55.02(11) . . ? B7 B9 C1 106.27(15) . . ? B7 B9 B10 61.93(13) . . ? C1 B9 B10 58.78(12) . . ? B7 B9 C2 106.19(16) . . ? C1 B9 C2 54.97(10) . . ? B10 B9 C2 103.84(15) . . ? B7 B9 B1 61.88(14) . . ? C1 B9 B1 103.96(15) . . ? B10 B9 B1 110.49(17) . . ? C2 B9 B1 58.81(12) . . ? C1 B10 B9 60.49(11) . . ? C1 B10 B4 59.07(12) . . ? B9 B10 B4 109.27(16) . . ? C1 B10 B6 105.21(16) . . ? B9 B10 B6 106.81(17) . . ? B4 B10 B6 60.29(14) . . ? C1 B10 B7 104.86(15) . . ? B9 B10 B7 58.39(13) . . ? B4 B10 B7 107.74(17) . . ? B6 B10 B7 59.31(14) . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.571 _refine_diff_density_min -0.287 _refine_diff_density_rms 0.047