Electronic Supplementary Material for CrystEngComm This journal is (c) The RoyalSociety of Chemistry 2006 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'A. Nangia' _publ_contact_author_address ; School of Chemistry University of Hyderabad P O Central University 500046 Hyderabad INDIA ; _publ_contact_author_email 'ASHWINI NANGIA@REDIFFMAIL.COM' _publ_section_title ; Modulated crystal structure (Z' = 2) of a-D-glucofuranose- 1,2:3,5-bis(p-tolyl)boronate ; loop_ _publ_author_name 'A. Nangia' 'Shreekanth K. Chandran' # Attachment '1Tolyl-100K.cif' data_an410_m _database_code_depnum_ccdc_archive 'CCDC 609998' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 B2 O6' _chemical_formula_sum 'C20 H22 B2 O6' _chemical_formula_weight 380.00 _chemical_absolute_configuration syn 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' O O 0.0106 0.0060 '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) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.221(2) _cell_length_b 5.4718(11) _cell_length_c 30.459(6) _cell_angle_alpha 90.00 _cell_angle_beta 93.79(3) _cell_angle_gamma 90.00 _cell_volume 1866.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5328 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 26.01 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.353 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 0.097 _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 293(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 8744 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0494 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 24.99 _reflns_number_total 5202 _reflns_number_gt 4772 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0366P)^2^+1.8578P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.3(13) _refine_ls_number_reflns 5202 _refine_ls_number_parameters 557 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0620 _refine_ls_R_factor_gt 0.0564 _refine_ls_wR_factor_ref 0.1243 _refine_ls_wR_factor_gt 0.1217 _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_restrained_S_all 1.130 _refine_ls_shift/su_max 2.169 _refine_ls_shift/su_mean 0.012 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 O3 O 0.2411(2) 0.8516(6) 0.33143(8) 0.0232(7) Uani 1 1 d . . . O5 O -0.0652(2) 0.6108(6) 0.44105(8) 0.0236(7) Uani 1 1 d . . . O2 O 0.1890(2) 0.4643(6) 0.30841(8) 0.0269(7) Uani 1 1 d . . . O4 O -0.0344(2) 0.9176(5) 0.38656(8) 0.0212(6) Uani 1 1 d . . . O1 O 0.0558(2) 0.4516(6) 0.36378(8) 0.0261(7) Uani 1 1 d . . . C7 C -0.2349(3) 0.8948(8) 0.41853(11) 0.0187(8) Uani 1 1 d . . . O6 O 0.1316(2) 0.8934(7) 0.47865(9) 0.0350(9) Uani 1 1 d . . . C12 C -0.3893(3) 1.1991(9) 0.40102(13) 0.0256(10) Uani 1 1 d . . . H12A H -0.4123 1.3433 0.3867 0.031 Uiso 1 1 calc R . . C20 C 0.5055(3) 0.7285(9) 0.32016(12) 0.0260(10) Uani 1 1 d . . . H20 H 0.4903 0.8748 0.3343 0.031 Uiso 1 1 calc R . . C8 C -0.3186(3) 0.7697(8) 0.44250(13) 0.0240(10) Uani 1 1 d . . . H8 H -0.2961 0.6244 0.4566 0.029 Uiso 1 1 calc R . . C10 C -0.4707(3) 1.0718(9) 0.42522(13) 0.0252(10) Uani 1 1 d . . . C15 C 0.4380(3) 0.3518(9) 0.28711(12) 0.0256(10) Uani 1 1 d . . . H15 H 0.3772 0.2415 0.2793 0.031 Uiso 1 1 calc R . . C9 C -0.4326(3) 0.8559(10) 0.44575(12) 0.0273(10) Uani 1 1 d . . . H9 H -0.4854 0.7682 0.4620 0.033 Uiso 1 1 calc R . . C13 C -0.2744(3) 1.1104(9) 0.39832(12) 0.0240(10) Uani 1 1 d . . . H13 H -0.2214 1.1990 0.3823 0.029 Uiso 1 1 calc R . . C14 C 0.4107(3) 0.5700(9) 0.30767(12) 0.0210(9) Uani 1 1 d . . . C5 C 0.0581(4) 0.5297(9) 0.44184(14) 0.0261(10) Uani 1 1 d . . . C1 C 0.0828(4) 0.5657(9) 0.32431(14) 0.0265(10) Uani 1 1 d . . . C16 C 0.5545(4) 0.2963(9) 0.27807(13) 0.0270(10) Uani 1 1 d . . . H16 H 0.5701 0.1520 0.2634 0.032 Uiso 1 1 calc R . . C4 C 0.1113(4) 0.5954(8) 0.39913(13) 0.0224(9) Uani 1 1 d . . . C19 C 0.6222(3) 0.6676(9) 0.31154(12) 0.0267(11) Uani 1 1 d . . . H19 H 0.6842 0.7739 0.3200 0.032 Uiso 1 1 calc R . . C17 C 0.6473(3) 0.4509(10) 0.29046(12) 0.0268(10) Uani 1 1 d . . . C11 C -0.5971(4) 1.1637(11) 0.42715(15) 0.0363(12) Uani 1 1 d . . . H11A H -0.6380 1.0669 0.4477 0.055 Uiso 1 1 calc R . . H11B H -0.6378 1.1513 0.3985 0.055 Uiso 1 1 calc R . . H11C H -0.5957 1.3314 0.4365 0.055 Uiso 1 1 calc R . . C3 C 0.0887(3) 0.8550(9) 0.38365(12) 0.0204(9) Uani 1 1 d . . . C2 C 0.1137(3) 0.8335(9) 0.33535(12) 0.0212(9) Uani 1 1 d . . . C6 C 0.1271(4) 0.6370(11) 0.48155(14) 0.0371(13) Uani 1 1 d . . . H6A H 0.0891 0.5905 0.5080 0.044 Uiso 1 1 calc R . . H6B H 0.2076 0.5717 0.4836 0.044 Uiso 1 1 calc R . . B1 B -0.1038(4) 0.8019(9) 0.41518(14) 0.0214(10) Uani 1 1 d . . . C18 C 0.7747(3) 0.3829(11) 0.28239(14) 0.0359(12) Uani 1 1 d . . . H18A H 0.8182 0.5273 0.2754 0.054 Uiso 1 1 calc R . . H18B H 0.7749 0.2700 0.2583 0.054 Uiso 1 1 calc R . . H18C H 0.8117 0.3083 0.3083 0.054 Uiso 1 1 calc R . . B2 B 0.2781(4) 0.6331(9) 0.31602(14) 0.0209(10) Uani 1 1 d . . . O11 O 0.4512(2) 0.7187(6) 0.05936(8) 0.0227(7) Uani 1 1 d . . . O7 O 0.5976(2) 0.8660(6) 0.13873(8) 0.0263(7) Uani 1 1 d . . . O9 O 0.7897(2) 0.4592(6) 0.17055(8) 0.0233(6) Uani 1 1 d . . . O10 O 0.4991(2) 0.4019(5) 0.11235(8) 0.0212(6) Uani 1 1 d . . . O8 O 0.7466(2) 0.8429(6) 0.19532(8) 0.0259(7) Uani 1 1 d . . . C28 C 0.1974(3) 0.5558(9) 0.05532(12) 0.0243(10) Uani 1 1 d . . . H28 H 0.2152 0.7011 0.0413 0.029 Uiso 1 1 calc R . . C32 C 0.1405(3) 0.1261(9) 0.09627(12) 0.0244(10) Uani 1 1 d . . . H32 H 0.1223 -0.0187 0.1103 0.029 Uiso 1 1 calc R . . C40 C 1.0528(3) 0.5654(9) 0.18016(12) 0.0242(10) Uani 1 1 d . . . H40 H 1.0272 0.4192 0.1671 0.029 Uiso 1 1 calc R . . O12 O 0.6375(2) 0.4437(7) 0.02234(9) 0.0341(8) Uani 1 1 d . . . C27 C 0.2888(3) 0.4274(8) 0.07932(11) 0.0194(9) Uani 1 1 d . . . C29 C 0.0812(4) 0.4685(10) 0.05225(12) 0.0284(10) Uani 1 1 d . . . H29 H 0.0224 0.5556 0.0359 0.034 Uiso 1 1 calc R . . C30 C 0.0506(3) 0.2532(9) 0.07309(13) 0.0252(10) Uani 1 1 d . . . C36 C 1.1326(3) 0.9929(9) 0.22052(12) 0.0247(10) Uani 1 1 d . . . H36 H 1.1585 1.1349 0.2350 0.030 Uiso 1 1 calc R . . C33 C 0.2569(3) 0.2096(8) 0.09898(12) 0.0204(9) Uani 1 1 d . . . H33 H 0.3156 0.1178 0.1144 0.024 Uiso 1 1 calc R . . C37 C 1.2152(3) 0.8364(9) 0.20350(12) 0.0230(9) Uani 1 1 d . . . C25 C 0.5741(4) 0.8015(9) 0.06033(13) 0.0248(10) Uani 1 1 d . . . C22 C 0.6620(3) 0.4792(9) 0.16508(12) 0.0223(9) Uani 1 1 d . . . C34 C 0.9693(3) 0.7269(9) 0.19573(12) 0.0211(9) Uani 1 1 d . . . B3 B 0.4209(4) 0.5227(9) 0.08395(13) 0.0207(10) Uani 1 1 d . . . C35 C 1.0117(3) 0.9389(9) 0.21613(12) 0.0222(9) Uani 1 1 d . . . H35 H 0.9576 1.0480 0.2272 0.027 Uiso 1 1 calc R . . C39 C 1.1737(3) 0.6205(9) 0.18389(13) 0.0290(11) Uani 1 1 d . . . H39 H 1.2280 0.5110 0.1731 0.035 Uiso 1 1 calc R . . C23 C 0.6223(3) 0.4660(8) 0.11684(12) 0.0191(9) Uani 1 1 d . . . C26 C 0.6308(4) 0.7032(11) 0.02041(13) 0.0332(12) Uani 1 1 d . . . H26A H 0.5838 0.7524 -0.0060 0.040 Uiso 1 1 calc R . . H26B H 0.7103 0.7709 0.0191 0.040 Uiso 1 1 calc R . . C38 C 1.3452(3) 0.8967(10) 0.20461(12) 0.0315(11) Uani 1 1 d . . . H38A H 1.3548 1.0684 0.1995 0.047 Uiso 1 1 calc R . . H38B H 1.3819 0.8056 0.1822 0.047 Uiso 1 1 calc R . . H38C H 1.3824 0.8548 0.2329 0.047 Uiso 1 1 calc R . . C31 C -0.0769(4) 0.1617(10) 0.07159(15) 0.0364(12) Uani 1 1 d . . . H31A H -0.0800 -0.0031 0.0608 0.055 Uiso 1 1 calc R . . H31B H -0.1265 0.2641 0.0524 0.055 Uiso 1 1 calc R . . H31C H -0.1052 0.1660 0.1006 0.055 Uiso 1 1 calc R . . B4 B 0.8337(4) 0.6744(10) 0.18726(13) 0.0231(11) Uani 1 1 d . . . H12 H 0.634(4) 0.378(13) -0.0035(17) 0.059(17) Uiso 1 1 d . . . H6 H 0.121(4) 0.948(12) 0.5061(17) 0.056(16) Uiso 1 1 d . . . C24 C 0.6413(3) 0.7271(8) 0.10305(12) 0.0203(9) Uani 1 1 d . . . C21 C 0.6360(3) 0.7438(9) 0.17813(13) 0.0236(10) Uani 1 1 d . . . H21 H 0.582(3) 0.778(7) 0.1984(10) 0.000(8) Uiso 1 1 d . . . H3 H 0.136(3) 0.963(7) 0.3984(10) 0.000(8) Uiso 1 1 d . . . H4 H 0.197(3) 0.570(7) 0.4024(11) 0.010(9) Uiso 1 1 d . . . H23 H 0.665(3) 0.363(7) 0.0988(10) 0.000(8) Uiso 1 1 d . . . H1 H 0.022(3) 0.546(7) 0.3032(11) 0.004(9) Uiso 1 1 d . . . H25 H 0.571(3) 0.986(8) 0.0593(11) 0.004(9) Uiso 1 1 d . . . H24 H 0.734(3) 0.772(7) 0.1003(10) 0.003(8) Uiso 1 1 d . . . H22 H 0.632(3) 0.366(8) 0.1817(11) 0.010(9) Uiso 1 1 d . . . H2 H 0.076(3) 0.956(9) 0.3186(12) 0.016(10) Uiso 1 1 d . . . H5 H 0.056(3) 0.361(8) 0.4425(11) 0.005(9) Uiso 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 O3 0.0218(14) 0.0221(18) 0.0265(14) -0.0001(14) 0.0063(10) -0.0026(13) O5 0.0198(13) 0.0269(19) 0.0242(14) 0.0052(14) 0.0023(10) 0.0030(13) O2 0.0229(14) 0.0290(19) 0.0293(14) -0.0080(15) 0.0053(11) -0.0026(14) O4 0.0188(13) 0.0195(17) 0.0255(13) 0.0020(13) 0.0029(10) 0.0038(12) O1 0.0318(15) 0.0202(17) 0.0270(14) -0.0022(14) 0.0081(11) -0.0023(14) C7 0.0230(19) 0.018(2) 0.0149(17) -0.0034(17) -0.0039(14) -0.0007(17) O6 0.0325(16) 0.054(3) 0.0189(15) -0.0057(17) 0.0007(12) -0.0045(16) C12 0.029(2) 0.026(3) 0.022(2) -0.001(2) -0.0010(16) 0.006(2) C20 0.034(2) 0.027(3) 0.0174(19) -0.004(2) 0.0019(16) -0.007(2) C8 0.021(2) 0.022(3) 0.028(2) -0.0001(19) -0.0034(16) -0.0018(18) C10 0.019(2) 0.034(3) 0.023(2) -0.012(2) -0.0022(15) 0.003(2) C15 0.025(2) 0.027(3) 0.026(2) -0.001(2) 0.0038(15) -0.007(2) C9 0.024(2) 0.036(3) 0.022(2) 0.000(2) 0.0024(15) -0.003(2) C13 0.023(2) 0.032(3) 0.0173(19) -0.002(2) 0.0022(15) -0.0011(19) C14 0.023(2) 0.027(3) 0.0132(18) -0.0016(18) 0.0027(15) -0.0017(19) C5 0.029(2) 0.022(3) 0.028(2) 0.006(2) 0.0024(17) 0.0106(19) C1 0.019(2) 0.035(3) 0.026(2) -0.004(2) 0.0005(17) 0.000(2) C16 0.033(2) 0.023(3) 0.025(2) 0.000(2) 0.0071(17) 0.003(2) C4 0.023(2) 0.017(2) 0.027(2) -0.0021(19) 0.0035(16) 0.0039(19) C19 0.024(2) 0.037(3) 0.019(2) 0.002(2) -0.0030(15) -0.010(2) C17 0.026(2) 0.038(3) 0.0172(18) 0.006(2) 0.0034(15) 0.002(2) C11 0.025(2) 0.048(4) 0.035(2) -0.005(2) 0.0020(18) 0.002(2) C3 0.0159(19) 0.022(2) 0.0233(19) -0.001(2) -0.0025(15) -0.0030(19) C2 0.0200(19) 0.026(3) 0.0176(19) 0.006(2) 0.0011(14) 0.0029(19) C6 0.031(2) 0.057(4) 0.024(2) 0.009(2) 0.0045(17) 0.017(2) B1 0.029(2) 0.019(3) 0.016(2) -0.003(2) -0.0007(17) -0.002(2) C18 0.030(2) 0.047(4) 0.031(2) 0.005(2) 0.0030(17) 0.004(2) B2 0.028(2) 0.020(3) 0.015(2) 0.001(2) -0.0033(17) 0.001(2) O11 0.0194(14) 0.0255(18) 0.0229(14) 0.0016(14) -0.0014(10) -0.0038(13) O7 0.0292(14) 0.0234(18) 0.0249(14) -0.0027(14) -0.0081(11) 0.0038(13) O9 0.0193(13) 0.0244(18) 0.0255(14) 0.0018(14) -0.0027(10) -0.0017(13) O10 0.0179(13) 0.0225(18) 0.0226(13) 0.0011(13) -0.0025(10) -0.0029(12) O8 0.0194(13) 0.031(2) 0.0268(14) -0.0062(14) -0.0041(10) 0.0032(14) C28 0.024(2) 0.028(3) 0.022(2) -0.0036(19) 0.0054(16) 0.0027(19) C32 0.029(2) 0.023(3) 0.021(2) -0.0052(19) 0.0044(16) -0.0074(19) C40 0.026(2) 0.028(3) 0.019(2) 0.0009(19) 0.0015(16) 0.0023(19) O12 0.0334(16) 0.049(3) 0.0198(15) -0.0093(17) -0.0008(12) 0.0058(17) C27 0.0245(19) 0.018(2) 0.0165(17) -0.0066(18) 0.0037(14) 0.0009(17) C29 0.028(2) 0.035(3) 0.022(2) -0.001(2) 0.0017(16) 0.009(2) C30 0.023(2) 0.030(3) 0.023(2) -0.010(2) 0.0036(16) -0.0038(19) C36 0.023(2) 0.030(3) 0.0207(19) -0.007(2) -0.0007(15) -0.0002(19) C33 0.021(2) 0.024(3) 0.0155(18) -0.0054(18) -0.0026(14) 0.0048(19) C37 0.022(2) 0.031(3) 0.0147(18) 0.0028(19) -0.0029(14) 0.0007(19) C25 0.022(2) 0.028(3) 0.024(2) 0.009(2) -0.0019(15) -0.0073(19) C22 0.018(2) 0.029(3) 0.020(2) 0.007(2) 0.0006(15) -0.0036(19) C34 0.024(2) 0.024(2) 0.0156(18) 0.0018(18) -0.0011(15) -0.0009(18) B3 0.031(2) 0.018(3) 0.013(2) -0.0062(19) 0.0021(17) 0.003(2) C35 0.0207(19) 0.024(3) 0.0225(19) 0.002(2) 0.0030(14) 0.0046(19) C39 0.024(2) 0.042(3) 0.021(2) -0.002(2) 0.0023(16) 0.016(2) C23 0.0189(19) 0.019(2) 0.0196(19) 0.0005(19) 0.0020(15) 0.0009(18) C26 0.029(2) 0.052(4) 0.018(2) 0.007(2) -0.0014(16) -0.013(2) C38 0.024(2) 0.049(4) 0.0211(19) -0.001(2) 0.0022(15) 0.001(2) C31 0.024(2) 0.048(4) 0.037(2) -0.005(2) 0.0016(18) -0.006(2) B4 0.028(2) 0.030(3) 0.011(2) 0.004(2) 0.0017(17) 0.003(2) C24 0.021(2) 0.020(2) 0.0196(19) -0.0041(18) -0.0023(15) -0.0028(18) C21 0.017(2) 0.031(3) 0.022(2) -0.006(2) 0.0003(16) -0.0036(19) _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 O3 B2 1.360(6) . ? O3 C2 1.446(4) . ? O5 B1 1.363(5) . ? O5 C5 1.452(5) . ? O2 B2 1.369(6) . ? O2 C1 1.428(5) . ? O4 B1 1.363(5) . ? O4 C3 1.432(4) . ? O1 C1 1.406(5) . ? O1 C4 1.441(5) . ? C7 C13 1.390(6) . ? C7 C8 1.405(5) . ? C7 B1 1.566(6) . ? O6 C6 1.407(7) . ? O6 H6 0.90(5) . ? C12 C13 1.385(5) . ? C12 C10 1.397(6) . ? C12 H12A 0.9300 . ? C20 C19 1.393(6) . ? C20 C14 1.406(6) . ? C20 H20 0.9300 . ? C8 C9 1.373(6) . ? C8 H8 0.9300 . ? C10 C9 1.391(7) . ? C10 C11 1.510(6) . ? C15 C16 1.388(5) . ? C15 C14 1.392(6) . ? C15 H15 0.9300 . ? C9 H9 0.9300 . ? C13 H13 0.9300 . ? C14 B2 1.564(6) . ? C5 C4 1.510(6) . ? C5 C6 1.511(6) . ? C5 H5 0.92(4) . ? C1 C2 1.538(7) . ? C1 H1 0.92(3) . ? C16 C17 1.375(6) . ? C16 H16 0.9300 . ? C4 C3 1.513(6) . ? C4 H4 0.97(3) . ? C19 C17 1.386(7) . ? C19 H19 0.9300 . ? C17 C18 1.512(5) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C3 C2 1.520(5) . ? C3 H3 0.89(4) . ? C2 H2 0.93(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? O11 B3 1.364(6) . ? O11 C25 1.450(5) . ? O7 C21 1.416(5) . ? O7 C24 1.439(5) . ? O9 B4 1.363(6) . ? O9 C22 1.437(4) . ? O10 B3 1.361(5) . ? O10 C23 1.424(4) . ? O8 B4 1.378(6) . ? O8 C21 1.422(5) . ? C28 C29 1.386(6) . ? C28 C27 1.407(6) . ? C28 H28 0.9300 . ? C32 C33 1.381(5) . ? C32 C30 1.380(6) . ? C32 H32 0.9300 . ? C40 C39 1.387(6) . ? C40 C34 1.394(6) . ? C40 H40 0.9300 . ? O12 C26 1.423(7) . ? O12 H12 0.86(6) . ? C27 C33 1.391(6) . ? C27 B3 1.570(6) . ? C29 C30 1.392(7) . ? C29 H29 0.9300 . ? C30 C31 1.514(6) . ? C36 C35 1.386(5) . ? C36 C37 1.387(6) . ? C36 H36 0.9300 . ? C33 H33 0.9300 . ? C37 C39 1.390(6) . ? C37 C38 1.493(5) . ? C25 C26 1.508(6) . ? C25 C24 1.516(5) . ? C25 H25 1.01(4) . ? C22 C23 1.509(5) . ? C22 C21 1.534(7) . ? C22 H22 0.88(4) . ? C34 C35 1.385(6) . ? C34 B4 1.553(6) . ? C35 H35 0.9300 . ? C39 H39 0.9300 . ? C23 C24 1.508(6) . ? C23 H23 0.94(4) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C24 H24 1.07(3) . ? C21 H21 0.92(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 B2 O3 C2 107.1(3) . . ? B1 O5 C5 120.7(3) . . ? B2 O2 C1 107.3(4) . . ? B1 O4 C3 121.5(3) . . ? C1 O1 C4 106.8(3) . . ? C13 C7 C8 116.1(4) . . ? C13 C7 B1 121.3(4) . . ? C8 C7 B1 122.6(4) . . ? C6 O6 H6 105(4) . . ? C13 C12 C10 120.0(4) . . ? C13 C12 H12A 120.0 . . ? C10 C12 H12A 120.0 . . ? C19 C20 C14 120.4(4) . . ? C19 C20 H20 119.8 . . ? C14 C20 H20 119.8 . . ? C9 C8 C7 121.9(4) . . ? C9 C8 H8 119.1 . . ? C7 C8 H8 119.1 . . ? C9 C10 C12 117.9(4) . . ? C9 C10 C11 121.8(4) . . ? C12 C10 C11 120.2(4) . . ? C16 C15 C14 121.0(4) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C8 C9 C10 121.3(4) . . ? C8 C9 H9 119.4 . . ? C10 C9 H9 119.4 . . ? C12 C13 C7 122.8(4) . . ? C12 C13 H13 118.6 . . ? C7 C13 H13 118.6 . . ? C15 C14 C20 117.7(4) . . ? C15 C14 B2 120.2(4) . . ? C20 C14 B2 122.1(4) . . ? O5 C5 C4 110.1(3) . . ? O5 C5 C6 109.4(4) . . ? C4 C5 C6 112.7(4) . . ? O5 C5 H5 106(2) . . ? C4 C5 H5 106(2) . . ? C6 C5 H5 113(2) . . ? O1 C1 O2 110.5(4) . . ? O1 C1 C2 107.1(3) . . ? O2 C1 C2 105.3(3) . . ? O1 C1 H1 111(2) . . ? O2 C1 H1 109(2) . . ? C2 C1 H1 114(2) . . ? C17 C16 C15 121.1(4) . . ? C17 C16 H16 119.4 . . ? C15 C16 H16 119.4 . . ? O1 C4 C5 109.7(4) . . ? O1 C4 C3 103.0(3) . . ? C5 C4 C3 115.1(4) . . ? O1 C4 H4 112(2) . . ? C5 C4 H4 109(2) . . ? C3 C4 H4 108(2) . . ? C17 C19 C20 120.9(4) . . ? C17 C19 H19 119.5 . . ? C20 C19 H19 119.5 . . ? C16 C17 C19 118.7(4) . . ? C16 C17 C18 120.7(5) . . ? C19 C17 C18 120.6(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O4 C3 C4 110.4(3) . . ? O4 C3 C2 108.6(3) . . ? C4 C3 C2 101.0(4) . . ? O4 C3 H3 111(2) . . ? C4 C3 H3 113(2) . . ? C2 C3 H3 113(2) . . ? O3 C2 C3 108.7(3) . . ? O3 C2 C1 104.9(3) . . ? C3 C2 C1 103.4(4) . . ? O3 C2 H2 109(2) . . ? C3 C2 H2 112(2) . . ? C1 C2 H2 119(2) . . ? O6 C6 C5 110.9(4) . . ? O6 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? O6 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? O5 B1 O4 123.6(4) . . ? O5 B1 C7 118.4(3) . . ? O4 B1 C7 118.0(4) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O3 B2 O2 114.6(4) . . ? O3 B2 C14 124.4(4) . . ? O2 B2 C14 121.0(4) . . ? B3 O11 C25 120.4(3) . . ? C21 O7 C24 106.9(3) . . ? B4 O9 C22 108.1(3) . . ? B3 O10 C23 121.5(3) . . ? B4 O8 C21 106.9(4) . . ? C29 C28 C27 120.8(4) . . ? C29 C28 H28 119.6 . . ? C27 C28 H28 119.6 . . ? C33 C32 C30 121.3(4) . . ? C33 C32 H32 119.3 . . ? C30 C32 H32 119.3 . . ? C39 C40 C34 120.7(4) . . ? C39 C40 H40 119.7 . . ? C34 C40 H40 119.7 . . ? C26 O12 H12 112(4) . . ? C33 C27 C28 116.9(4) . . ? C33 C27 B3 120.9(3) . . ? C28 C27 B3 122.2(4) . . ? C28 C29 C30 121.3(4) . . ? C28 C29 H29 119.3 . . ? C30 C29 H29 119.3 . . ? C32 C30 C29 117.8(4) . . ? C32 C30 C31 120.4(4) . . ? C29 C30 C31 121.8(4) . . ? C35 C36 C37 120.4(4) . . ? C35 C36 H36 119.8 . . ? C37 C36 H36 119.8 . . ? C32 C33 C27 121.8(4) . . ? C32 C33 H33 119.1 . . ? C27 C33 H33 119.1 . . ? C36 C37 C39 118.2(4) . . ? C36 C37 C38 122.0(4) . . ? C39 C37 C38 119.8(4) . . ? O11 C25 C26 108.9(3) . . ? O11 C25 C24 110.6(3) . . ? C26 C25 C24 112.6(4) . . ? O11 C25 H25 106.3(19) . . ? C26 C25 H25 110.3(19) . . ? C24 C25 H25 108(2) . . ? O9 C22 C23 109.7(3) . . ? O9 C22 C21 104.3(3) . . ? C23 C22 C21 104.4(4) . . ? O9 C22 H22 107(2) . . ? C23 C22 H22 115(2) . . ? C21 C22 H22 115(3) . . ? C35 C34 C40 117.7(4) . . ? C35 C34 B4 122.2(4) . . ? C40 C34 B4 120.0(4) . . ? O10 B3 O11 123.9(4) . . ? O10 B3 C27 117.5(4) . . ? O11 B3 C27 118.7(3) . . ? C34 C35 C36 121.8(4) . . ? C34 C35 H35 119.1 . . ? C36 C35 H35 119.1 . . ? C40 C39 C37 121.2(4) . . ? C40 C39 H39 119.4 . . ? C37 C39 H39 119.4 . . ? O10 C23 C24 111.1(3) . . ? O10 C23 C22 109.1(3) . . ? C24 C23 C22 100.8(3) . . ? O10 C23 H23 109(2) . . ? C24 C23 H23 108(2) . . ? C22 C23 H23 117.9(18) . . ? O12 C26 C25 110.3(4) . . ? O12 C26 H26A 109.6 . . ? C25 C26 H26A 109.6 . . ? O12 C26 H26B 109.6 . . ? C25 C26 H26B 109.6 . . ? H26A C26 H26B 108.1 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O9 B4 O8 113.7(4) . . ? O9 B4 C34 123.3(4) . . ? O8 B4 C34 123.1(4) . . ? O7 C24 C23 103.2(3) . . ? O7 C24 C25 109.3(3) . . ? C23 C24 C25 114.9(4) . . ? O7 C24 H24 108.5(18) . . ? C23 C24 H24 113(2) . . ? C25 C24 H24 107.5(17) . . ? O7 C21 O8 110.0(3) . . ? O7 C21 C22 106.2(3) . . ? O8 C21 C22 106.2(3) . . ? O7 C21 H21 107(2) . . ? O8 C21 H21 106(2) . . ? C22 C21 H21 121(2) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.240 _refine_diff_density_min -0.258 _refine_diff_density_rms 0.054 # Attachment '1Tol-298K_an420_m_rev.cif' data_an420_m _database_code_depnum_ccdc_archive 'CCDC 609999' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 B2 O6' _chemical_formula_sum 'C20 H22 B2 O6' _chemical_formula_weight 380.00 _chemical_absolute_configuration syn 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 5.6782(6) _cell_length_b 11.3687(12) _cell_length_c 30.306(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1956.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description hexagonal _exptl_crystal_colour colourless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.290 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 0.092 _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 10823 _diffrn_reflns_av_R_equivalents 0.0477 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 26.02 _reflns_number_total 2238 _reflns_number_gt 1423 _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^)+(0.0692P)^2^+0.0534P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _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 2238 _refine_ls_number_parameters 256 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1055 _refine_ls_R_factor_gt 0.0618 _refine_ls_wR_factor_ref 0.1472 _refine_ls_wR_factor_gt 0.1284 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _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 O4 O 0.2142(5) 0.2629(2) 0.88666(9) 0.0687(8) Uani 1 1 d . . . O5 O -0.0863(6) 0.3065(3) 0.93909(9) 0.0803(9) Uani 1 1 d . . . O3 O 0.1563(5) -0.0144(3) 0.82927(10) 0.0782(9) Uani 1 1 d . . . O2 O -0.2149(6) 0.0289(3) 0.80633(11) 0.0879(10) Uani 1 1 d . . . C7 C 0.2010(8) 0.4656(4) 0.91904(13) 0.0615(11) Uani 1 1 d . . . B2 B 0.1068(9) 0.3386(5) 0.91509(16) 0.0606(13) Uani 1 1 d . . . C14 C -0.0980(8) -0.1888(4) 0.80567(13) 0.0645(11) Uani 1 1 d . . . O1 O -0.2343(6) 0.1725(3) 0.86053(13) 0.0925(11) Uani 1 1 d . . . C8 C 0.0819(9) 0.5534(4) 0.94174(14) 0.0736(13) Uani 1 1 d . . . H8 H -0.0608 0.5359 0.9553 0.088 Uiso 1 1 calc R . . C10 C 0.3802(12) 0.6977(5) 0.92502(16) 0.0841(15) Uani 1 1 d . . . C17 C -0.1904(12) -0.4304(4) 0.79455(15) 0.0788(15) Uani 1 1 d . . . C19 C -0.3061(9) -0.2295(5) 0.78693(15) 0.0836(15) Uani 1 1 d . . . H19 H -0.4198 -0.1754 0.7782 0.100 Uiso 1 1 calc R . . C3 C 0.1483(8) 0.1426(4) 0.88269(15) 0.0647(12) Uani 1 1 d . . . H3 H 0.2561 0.0906 0.8988 0.078 Uiso 1 1 calc R . . C12 C 0.4159(8) 0.4979(4) 0.89989(13) 0.0717(12) Uani 1 1 d . . . H12 H 0.5034 0.4417 0.8848 0.086 Uiso 1 1 calc R . . C15 C 0.0618(9) -0.2741(4) 0.81846(14) 0.0733(13) Uani 1 1 d . . . H15 H 0.2044 -0.2514 0.8309 0.088 Uiso 1 1 calc R . . C18 C -0.3484(9) -0.3472(5) 0.78101(15) 0.0845(15) Uani 1 1 d . . . H18 H -0.4875 -0.3709 0.7675 0.101 Uiso 1 1 calc R . . C2 C 0.1323(9) 0.1107(4) 0.83476(15) 0.0740(13) Uani 1 1 d . . . H2 H 0.2453 0.1546 0.8167 0.089 Uiso 1 1 calc R . . C4 C -0.1033(8) 0.1254(4) 0.89680(15) 0.0729(13) Uani 1 1 d . . . H4 H -0.1365 0.0412 0.8997 0.087 Uiso 1 1 calc R . . C16 C 0.0144(11) -0.3914(5) 0.81312(15) 0.0831(15) Uani 1 1 d . . . H16 H 0.1253 -0.4462 0.8224 0.100 Uiso 1 1 calc R . . C1 C -0.1214(11) 0.1365(4) 0.82176(17) 0.0860(16) Uani 1 1 d . . . H1 H -0.1295 0.1975 0.7990 0.103 Uiso 1 1 calc R . . C5 C -0.1705(11) 0.1874(5) 0.93854(17) 0.1012(19) Uani 1 1 d . . . H5 H -0.3428 0.1895 0.9402 0.121 Uiso 1 1 calc R . . C11 C 0.5004(9) 0.6116(5) 0.90304(16) 0.0804(14) Uani 1 1 d . . . H11 H 0.6434 0.6301 0.8898 0.097 Uiso 1 1 calc R . . B1 B -0.0532(10) -0.0575(5) 0.81344(16) 0.0676(14) Uani 1 1 d . . . C9 C 0.1717(11) 0.6669(5) 0.94465(16) 0.0872(15) Uani 1 1 d . . . H9 H 0.0881 0.7234 0.9603 0.105 Uiso 1 1 calc R . . O6 O 0.1649(17) 0.1149(5) 0.97810(16) 0.174(3) Uani 1 1 d . . . H6 H 0.2181 0.1198 1.0032 0.261 Uiso 1 1 calc R . . C20 C -0.2405(15) -0.5597(5) 0.79025(19) 0.123(2) Uani 1 1 d . . . H20A H -0.0968 -0.6032 0.7938 0.185 Uiso 1 1 calc R . . H20B H -0.3056 -0.5754 0.7616 0.185 Uiso 1 1 calc R . . H20C H -0.3510 -0.5831 0.8126 0.185 Uiso 1 1 calc R . . C6 C -0.078(2) 0.1204(8) 0.9796(3) 0.168(5) Uani 1 1 d . . . H6A H -0.1270 0.1606 1.0063 0.202 Uiso 1 1 calc R . . H6B H -0.1425 0.0415 0.9802 0.202 Uiso 1 1 calc R . . C13 C 0.4734(13) 0.8225(4) 0.92698(19) 0.119(2) Uani 1 1 d . . . H13A H 0.6048 0.8259 0.9469 0.179 Uiso 1 1 calc R . . H13B H 0.3513 0.8741 0.9372 0.179 Uiso 1 1 calc R . . H13C H 0.5230 0.8466 0.8981 0.179 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 O4 0.0598(16) 0.074(2) 0.0725(19) -0.0136(16) 0.0078(16) -0.0073(16) O5 0.083(2) 0.086(2) 0.0722(19) -0.0139(17) 0.0249(19) -0.0087(19) O3 0.073(2) 0.074(2) 0.088(2) -0.0212(17) 0.0095(19) -0.0035(17) O2 0.105(2) 0.071(2) 0.088(2) -0.0078(18) -0.040(2) 0.010(2) C7 0.066(3) 0.073(3) 0.046(2) 0.004(2) -0.011(2) 0.006(2) B2 0.054(3) 0.077(3) 0.050(3) 0.002(2) -0.006(3) 0.005(3) C14 0.067(3) 0.073(3) 0.054(2) 0.000(2) -0.001(2) -0.001(3) O1 0.067(2) 0.102(3) 0.108(3) -0.027(2) -0.017(2) 0.0105(19) C8 0.075(3) 0.070(3) 0.076(3) 0.003(3) -0.001(3) 0.010(3) C10 0.108(4) 0.078(3) 0.066(3) 0.001(3) -0.024(3) -0.012(3) C17 0.105(4) 0.080(4) 0.052(3) -0.015(2) 0.008(3) -0.008(3) C19 0.082(3) 0.089(4) 0.079(3) 0.003(3) -0.012(3) 0.004(3) C3 0.061(3) 0.063(3) 0.070(3) -0.001(2) 0.002(2) -0.003(2) C12 0.070(3) 0.088(4) 0.057(3) -0.005(2) -0.005(2) -0.004(3) C15 0.069(3) 0.082(3) 0.069(3) -0.008(2) -0.014(3) 0.008(3) C18 0.076(3) 0.104(4) 0.073(3) -0.017(3) -0.012(3) -0.017(3) C2 0.087(4) 0.070(3) 0.065(3) -0.009(2) 0.015(3) -0.011(3) C4 0.078(3) 0.073(3) 0.068(3) -0.005(2) 0.013(3) -0.016(3) C16 0.107(4) 0.076(4) 0.067(3) -0.003(3) -0.007(3) 0.018(3) C1 0.120(5) 0.068(3) 0.070(3) -0.003(3) -0.017(3) 0.004(3) C5 0.116(4) 0.094(4) 0.094(4) -0.030(3) 0.050(4) -0.044(4) C11 0.073(3) 0.095(4) 0.073(3) 0.008(3) -0.009(3) -0.021(3) B1 0.073(3) 0.083(4) 0.046(3) 0.000(3) -0.006(3) -0.006(3) C9 0.103(4) 0.079(4) 0.080(3) -0.004(3) -0.002(3) 0.016(3) O6 0.341(9) 0.108(4) 0.073(3) 0.012(3) -0.036(5) 0.004(6) C20 0.192(7) 0.079(4) 0.099(4) -0.022(3) 0.036(5) -0.027(4) C6 0.288(12) 0.145(7) 0.072(5) -0.015(5) 0.074(8) -0.096(10) C13 0.163(6) 0.080(4) 0.115(4) 0.000(3) -0.024(5) -0.035(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 O4 B2 1.362(5) . ? O4 C3 1.423(5) . ? O5 B2 1.365(6) . ? O5 C5 1.436(6) . ? O3 B1 1.373(6) . ? O3 C2 1.438(5) . ? O2 B1 1.361(6) . ? O2 C1 1.413(6) . ? C7 C8 1.388(6) . ? C7 C12 1.400(6) . ? C7 B2 1.545(7) . ? C14 C15 1.384(6) . ? C14 C19 1.390(7) . ? C14 B1 1.532(7) . ? O1 C1 1.400(6) . ? O1 C4 1.431(5) . ? C8 C9 1.390(7) . ? C8 H8 0.9300 . ? C10 C11 1.366(7) . ? C10 C9 1.371(8) . ? C10 C13 1.516(7) . ? C17 C16 1.366(7) . ? C17 C18 1.367(7) . ? C17 C20 1.502(7) . ? C19 C18 1.372(6) . ? C19 H19 0.9300 . ? C3 C2 1.500(6) . ? C3 C4 1.504(6) . ? C3 H3 0.9800 . ? C12 C11 1.383(6) . ? C12 H12 0.9300 . ? C15 C16 1.370(7) . ? C15 H15 0.9300 . ? C18 H18 0.9300 . ? C2 C1 1.522(8) . ? C2 H2 0.9800 . ? C4 C5 1.498(6) . ? C4 H4 0.9800 . ? C16 H16 0.9300 . ? C1 H1 0.9800 . ? C5 C6 1.553(12) . ? C5 H5 0.9800 . ? C11 H11 0.9300 . ? C9 H9 0.9300 . ? O6 C6 1.379(11) . ? O6 H6 0.8200 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? 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 B2 O4 C3 122.9(4) . . ? B2 O5 C5 120.9(4) . . ? B1 O3 C2 108.1(4) . . ? B1 O2 C1 108.6(4) . . ? C8 C7 C12 116.2(4) . . ? C8 C7 B2 122.8(4) . . ? C12 C7 B2 121.0(4) . . ? O4 B2 O5 121.9(4) . . ? O4 B2 C7 119.0(4) . . ? O5 B2 C7 119.1(4) . . ? C15 C14 C19 116.0(4) . . ? C15 C14 B1 122.1(4) . . ? C19 C14 B1 121.9(4) . . ? C1 O1 C4 107.3(3) . . ? C7 C8 C9 121.3(5) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? C11 C10 C9 117.4(5) . . ? C11 C10 C13 121.0(6) . . ? C9 C10 C13 121.6(6) . . ? C16 C17 C18 117.2(5) . . ? C16 C17 C20 121.0(6) . . ? C18 C17 C20 121.8(6) . . ? C18 C19 C14 121.8(5) . . ? C18 C19 H19 119.1 . . ? C14 C19 H19 119.1 . . ? O4 C3 C2 109.3(4) . . ? O4 C3 C4 110.5(4) . . ? C2 C3 C4 100.7(4) . . ? O4 C3 H3 111.9 . . ? C2 C3 H3 111.9 . . ? C4 C3 H3 111.9 . . ? C11 C12 C7 121.3(5) . . ? C11 C12 H12 119.4 . . ? C7 C12 H12 119.4 . . ? C16 C15 C14 121.3(5) . . ? C16 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C17 C18 C19 121.4(5) . . ? C17 C18 H18 119.3 . . ? C19 C18 H18 119.3 . . ? O3 C2 C3 110.2(4) . . ? O3 C2 C1 104.5(4) . . ? C3 C2 C1 105.2(4) . . ? O3 C2 H2 112.2 . . ? C3 C2 H2 112.2 . . ? C1 C2 H2 112.2 . . ? O1 C4 C5 109.9(4) . . ? O1 C4 C3 103.1(4) . . ? C5 C4 C3 114.9(4) . . ? O1 C4 H4 109.6 . . ? C5 C4 H4 109.6 . . ? C3 C4 H4 109.6 . . ? C17 C16 C15 122.2(5) . . ? C17 C16 H16 118.9 . . ? C15 C16 H16 118.9 . . ? O1 C1 O2 111.0(4) . . ? O1 C1 C2 105.8(4) . . ? O2 C1 C2 105.9(4) . . ? O1 C1 H1 111.3 . . ? O2 C1 H1 111.3 . . ? C2 C1 H1 111.3 . . ? O5 C5 C4 111.7(4) . . ? O5 C5 C6 109.9(5) . . ? C4 C5 C6 111.1(5) . . ? O5 C5 H5 108.0 . . ? C4 C5 H5 108.0 . . ? C6 C5 H5 108.0 . . ? C10 C11 C12 122.0(5) . . ? C10 C11 H11 119.0 . . ? C12 C11 H11 119.0 . . ? O2 B1 O3 112.5(4) . . ? O2 B1 C14 124.5(5) . . ? O3 B1 C14 123.0(5) . . ? C10 C9 C8 121.8(5) . . ? C10 C9 H9 119.1 . . ? C8 C9 H9 119.1 . . ? C6 O6 H6 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O6 C6 C5 109.5(6) . . ? O6 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? O6 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.2 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.142 _refine_diff_density_min -0.157 _refine_diff_density_rms 0.033 # Attachment '2Ph-100K_an277_m_rev.cif' data_an277_m _database_code_depnum_ccdc_archive 'CCDC 610000' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 B2 O6' _chemical_formula_weight 351.94 _chemical_absolute_configuration syn 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.2487(10) _cell_length_b 12.5428(12) _cell_length_c 13.3410(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1715.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4173 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 22.78 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.363 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 0.099 _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 100(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 15215 _diffrn_reflns_av_R_equivalents 0.0437 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 24.99 _reflns_number_total 1727 _reflns_number_gt 1603 _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^)+(0.0428P)^2^+0.4604P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(10) _refine_ls_number_reflns 1727 _refine_ls_number_parameters 259 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0397 _refine_ls_R_factor_gt 0.0355 _refine_ls_wR_factor_ref 0.0851 _refine_ls_wR_factor_gt 0.0830 _refine_ls_goodness_of_fit_ref 1.156 _refine_ls_restrained_S_all 1.156 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.001 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 O5 O 0.97093(17) 0.24418(14) 1.07870(14) 0.0202(4) Uani 1 1 d . . . O1 O 0.79188(17) 0.32933(14) 0.91917(14) 0.0205(4) Uani 1 1 d . . . O4 O 1.06553(16) 0.37043(14) 0.96657(13) 0.0188(4) Uani 1 1 d . . . O3 O 0.93353(17) 0.39170(15) 0.70008(14) 0.0207(4) Uani 1 1 d . . . O2 O 0.72485(18) 0.40920(14) 0.76218(14) 0.0229(4) Uani 1 1 d . . . O6 O 1.11870(18) 0.12519(16) 0.91211(15) 0.0235(5) Uani 1 1 d . . . C7 C 1.1064(2) 0.3807(2) 1.1629(2) 0.0186(6) Uani 1 1 d . . . C10 C 1.2226(3) 0.4758(2) 1.3382(2) 0.0246(6) Uani 1 1 d . . . H10 H 1.2623 0.5116 1.3931 0.029 Uiso 1 1 calc R . . C8 C 1.1130(3) 0.3342(2) 1.2624(2) 0.0204(6) Uani 1 1 d . . . H8A H 1.0752 0.2656 1.2704 0.024 Uiso 1 1 calc R . . C6 C 0.9984(3) 0.1003(2) 0.9632(2) 0.0233(6) Uani 1 1 d . . . H6A H 1.0199 0.0609 1.0253 0.028 Uiso 1 1 calc R . . H6B H 0.9470 0.0518 0.9201 0.028 Uiso 1 1 calc R . . C11 C 1.2175(3) 0.5236(2) 1.2404(2) 0.0257(7) Uani 1 1 d . . . H11 H 1.2551 0.5924 1.2332 0.031 Uiso 1 1 calc R . . C2 C 0.9458(3) 0.4150(2) 0.8111(2) 0.0202(6) Uani 1 1 d . . . C12 C 1.1611(2) 0.4770(2) 1.1540(2) 0.0219(6) Uani 1 1 d . . . H12 H 1.1621 0.5132 1.0914 0.026 Uiso 1 1 calc R . . C13 C 0.7482(3) 0.3708(2) 0.5627(2) 0.0219(6) Uani 1 1 d . . . B1 B 1.0441(3) 0.3280(2) 1.0642(2) 0.0178(6) Uani 1 1 d . . . C9 C 1.1703(3) 0.3804(2) 1.3491(2) 0.0242(6) Uani 1 1 d . . . H9 H 1.1708 0.3445 1.4118 0.029 Uiso 1 1 calc R . . C3 C 1.0110(3) 0.3298(2) 0.8713(2) 0.0186(6) Uani 1 1 d . . . C17 C 0.7762(3) 0.3270(2) 0.3778(2) 0.0326(7) Uani 1 1 d . . . H17 H 0.8333 0.3127 0.3233 0.039 Uiso 1 1 calc R . . C5 C 0.9156(2) 0.1911(2) 0.9901(2) 0.0190(6) Uani 1 1 d . . . C14 C 0.6130(3) 0.3715(2) 0.5462(2) 0.0261(6) Uani 1 1 d . . . H14 H 0.5553 0.3864 0.6001 0.031 Uiso 1 1 calc R . . C1 C 0.8048(3) 0.4154(2) 0.8540(2) 0.0210(6) Uani 1 1 d . . . B2 B 0.8028(3) 0.3925(2) 0.6759(3) 0.0227(7) Uani 1 1 d . . . C4 C 0.8969(2) 0.2599(2) 0.8950(2) 0.0179(6) Uani 1 1 d . . . C15 C 0.5608(3) 0.3497(2) 0.4475(3) 0.0308(7) Uani 1 1 d . . . H15 H 0.4688 0.3496 0.4385 0.037 Uiso 1 1 calc R . . C18 C 0.8286(3) 0.3477(2) 0.4767(2) 0.0247(7) Uani 1 1 d . . . H18 H 0.9206 0.3460 0.4853 0.030 Uiso 1 1 calc R . . C16 C 0.6425(3) 0.3282(2) 0.3630(3) 0.0350(8) Uani 1 1 d . . . H16 H 0.6062 0.3152 0.2986 0.042 Uiso 1 1 calc R . . H4 H 0.875(2) 0.221(2) 0.8285(18) 0.005(6) Uiso 1 1 d . . . H5 H 0.831(2) 0.1674(19) 1.0146(18) 0.007(6) Uiso 1 1 d . . . H6 H 1.171(3) 0.147(3) 0.964(2) 0.031(9) Uiso 1 1 d . . . H1 H 0.777(2) 0.471(2) 0.902(2) 0.014(7) Uiso 1 1 d . . . H2 H 0.991(3) 0.477(2) 0.825(2) 0.021(7) Uiso 1 1 d . . . H3 H 1.083(3) 0.297(3) 0.831(2) 0.025(8) Uiso 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 O5 0.0210(9) 0.0164(10) 0.0233(10) 0.0001(8) -0.0009(8) -0.0015(8) O1 0.0177(9) 0.0173(9) 0.0265(10) 0.0012(8) 0.0020(8) 0.0016(8) O4 0.0185(9) 0.0162(9) 0.0218(10) -0.0028(8) -0.0019(8) -0.0037(8) O3 0.0212(9) 0.0197(10) 0.0212(10) 0.0011(8) -0.0014(8) 0.0006(8) O2 0.0200(9) 0.0206(10) 0.0282(11) 0.0011(9) -0.0010(8) 0.0032(8) O6 0.0213(10) 0.0222(10) 0.0271(11) -0.0017(9) -0.0030(9) 0.0014(9) C7 0.0147(12) 0.0166(13) 0.0244(14) -0.0022(11) 0.0025(11) 0.0018(11) C10 0.0218(14) 0.0232(15) 0.0287(16) -0.0109(13) -0.0055(13) 0.0007(12) C8 0.0206(13) 0.0165(13) 0.0241(15) -0.0018(12) -0.0003(12) 0.0015(11) C6 0.0237(14) 0.0168(13) 0.0295(16) 0.0018(13) -0.0043(12) -0.0012(12) C11 0.0258(14) 0.0154(13) 0.0358(17) -0.0027(13) -0.0023(13) -0.0026(11) C2 0.0199(14) 0.0179(14) 0.0227(15) -0.0013(12) 0.0006(12) -0.0030(12) C12 0.0198(13) 0.0202(14) 0.0257(15) 0.0026(12) -0.0024(12) 0.0012(11) C13 0.0261(14) 0.0103(13) 0.0294(16) 0.0056(12) -0.0021(12) -0.0008(11) B1 0.0127(13) 0.0175(15) 0.0232(17) 0.0003(14) 0.0022(12) 0.0021(12) C9 0.0247(13) 0.0240(15) 0.0240(15) 0.0006(13) -0.0004(12) 0.0038(13) C3 0.0197(13) 0.0179(13) 0.0181(14) -0.0013(12) 0.0015(11) -0.0018(12) C17 0.0441(18) 0.0192(15) 0.0343(18) -0.0035(13) 0.0011(15) 0.0055(14) C5 0.0171(12) 0.0168(13) 0.0229(15) -0.0013(12) -0.0002(11) -0.0051(11) C14 0.0272(14) 0.0174(13) 0.0339(17) 0.0085(13) -0.0011(13) -0.0002(12) C1 0.0210(13) 0.0156(13) 0.0263(15) 0.0004(12) 0.0030(13) 0.0021(11) B2 0.0212(15) 0.0122(14) 0.0347(19) 0.0054(14) 0.0014(14) 0.0004(12) C4 0.0147(13) 0.0178(14) 0.0212(15) -0.0034(12) 0.0009(11) -0.0004(11) C15 0.0284(15) 0.0185(15) 0.046(2) 0.0057(14) -0.0133(15) -0.0040(12) C18 0.0269(14) 0.0143(13) 0.0330(17) 0.0012(12) -0.0035(13) 0.0031(12) C16 0.0510(19) 0.0175(14) 0.0366(19) -0.0043(14) -0.0182(16) -0.0009(14) _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 O5 B1 1.306(4) . ? O5 C5 1.470(3) . ? O1 C1 1.392(3) . ? O1 C4 1.422(3) . ? O4 B1 1.424(4) . ? O4 C3 1.479(3) . ? O3 B2 1.378(4) . ? O3 C2 1.514(3) . ? O2 B2 1.417(4) . ? O2 C1 1.476(3) . ? O6 C6 1.443(3) . ? O6 H6 0.91(3) . ? C7 C12 1.337(4) . ? C7 C8 1.452(4) . ? C7 B1 1.606(4) . ? C10 C9 1.319(4) . ? C10 C11 1.437(4) . ? C10 H10 0.9500 . ? C8 C9 1.421(4) . ? C8 H8A 0.9500 . ? C6 C5 1.464(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C11 C12 1.416(4) . ? C11 H11 0.9500 . ? C2 C3 1.495(4) . ? C2 C1 1.554(4) . ? C2 H2 0.92(3) . ? C12 H12 0.9500 . ? C13 C14 1.403(4) . ? C13 C18 1.442(4) . ? C13 B2 1.633(4) . ? C9 H9 0.9500 . ? C3 C4 1.494(4) . ? C3 H3 1.01(3) . ? C17 C16 1.384(5) . ? C17 C18 1.448(4) . ? C17 H17 0.9500 . ? C5 C4 1.547(4) . ? C5 H5 0.97(3) . ? C14 C15 1.448(4) . ? C14 H14 0.9500 . ? C1 H1 0.99(3) . ? C4 H4 1.04(2) . ? C15 C16 1.430(5) . ? C15 H15 0.9500 . ? C18 H18 0.9500 . ? C16 H16 0.9500 . ? 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 B1 O5 C5 117.9(2) . . ? C1 O1 C4 105.13(19) . . ? B1 O4 C3 126.8(2) . . ? B2 O3 C2 108.0(2) . . ? B2 O2 C1 111.7(2) . . ? C6 O6 H6 102.0(19) . . ? C12 C7 C8 115.2(3) . . ? C12 C7 B1 117.8(3) . . ? C8 C7 B1 127.1(2) . . ? C9 C10 C11 117.7(3) . . ? C9 C10 H10 121.2 . . ? C11 C10 H10 121.2 . . ? C9 C8 C7 126.8(3) . . ? C9 C8 H8A 116.6 . . ? C7 C8 H8A 116.6 . . ? O6 C6 C5 116.3(2) . . ? O6 C6 H6A 108.2 . . ? C5 C6 H6A 108.2 . . ? O6 C6 H6B 108.2 . . ? C5 C6 H6B 108.2 . . ? H6A C6 H6B 107.4 . . ? C12 C11 C10 125.6(2) . . ? C12 C11 H11 117.2 . . ? C10 C11 H11 117.2 . . ? C3 C2 O3 115.1(2) . . ? C3 C2 C1 102.7(2) . . ? O3 C2 C1 106.5(2) . . ? C3 C2 H2 105.5(18) . . ? O3 C2 H2 113.4(18) . . ? C1 C2 H2 113.3(17) . . ? C7 C12 C11 118.1(3) . . ? C7 C12 H12 120.9 . . ? C11 C12 H12 120.9 . . ? C14 C13 C18 116.1(3) . . ? C14 C13 B2 118.8(3) . . ? C18 C13 B2 125.0(2) . . ? O5 B1 O4 121.6(3) . . ? O5 B1 C7 116.0(2) . . ? O4 B1 C7 122.3(2) . . ? C10 C9 C8 116.6(3) . . ? C10 C9 H9 121.7 . . ? C8 C9 H9 121.7 . . ? O4 C3 C2 112.6(2) . . ? O4 C3 C4 108.5(2) . . ? C2 C3 C4 100.6(2) . . ? O4 C3 H3 108.9(17) . . ? C2 C3 H3 109.3(17) . . ? C4 C3 H3 116.8(18) . . ? C16 C17 C18 119.7(3) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C6 C5 O5 109.0(2) . . ? C6 C5 C4 107.7(2) . . ? O5 C5 C4 117.0(2) . . ? C6 C5 H5 111.1(15) . . ? O5 C5 H5 102.2(15) . . ? C4 C5 H5 109.7(15) . . ? C13 C14 C15 120.4(3) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? O1 C1 O2 115.1(2) . . ? O1 C1 C2 108.4(2) . . ? O2 C1 C2 102.1(2) . . ? O1 C1 H1 97.0(16) . . ? O2 C1 H1 114.4(15) . . ? C2 C1 H1 120.3(16) . . ? O3 B2 O2 111.0(3) . . ? O3 B2 C13 123.3(3) . . ? O2 B2 C13 125.6(2) . . ? O1 C4 C3 106.3(2) . . ? O1 C4 C5 104.4(2) . . ? C3 C4 C5 113.8(2) . . ? O1 C4 H4 108.5(13) . . ? C3 C4 H4 105.6(13) . . ? C5 C4 H4 117.6(13) . . ? C16 C15 C14 122.4(3) . . ? C16 C15 H15 118.8 . . ? C14 C15 H15 118.8 . . ? C13 C18 C17 123.3(3) . . ? C13 C18 H18 118.3 . . ? C17 C18 H18 118.3 . . ? C17 C16 C15 118.0(3) . . ? C17 C16 H16 121.0 . . ? C15 C16 H16 121.0 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.207 _refine_diff_density_min -0.179 _refine_diff_density_rms 0.042 # Attachment '2Phenyl-298K.cif' data_elu9an_m _database_code_depnum_ccdc_archive 'CCDC 610001' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H18 B2 O6' _chemical_formula_sum 'C18 H18 B2 O6' _chemical_formula_weight 351.94 _chemical_absolute_configuration syn 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P2(1)2(1)2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.475(3) _cell_length_b 12.572(4) _cell_length_c 13.554(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1785.0(9) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1031 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 25.93 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.310 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 0.096 _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 11176 _diffrn_reflns_av_R_equivalents 0.2487 _diffrn_reflns_av_sigmaI/netI 0.3271 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3146 _reflns_number_gt 1223 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0654P)^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 0.010(2) _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 -1(4) _refine_ls_number_reflns 3146 _refine_ls_number_parameters 251 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2943 _refine_ls_R_factor_gt 0.1023 _refine_ls_wR_factor_ref 0.2196 _refine_ls_wR_factor_gt 0.1824 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 3.381 _refine_ls_shift/su_mean 0.048 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 O2 O 1.0234(5) 0.0099(5) 0.6557(4) 0.0447(17) Uani 1 1 d . . . O4 O 0.6885(5) 0.2131(4) 0.6251(4) 0.0355(17) Uani 1 1 d . . . O5 O 0.7785(5) 0.3289(4) 0.5010(4) 0.0377(16) Uani 1 1 d . . . O3 O 0.8198(5) -0.0515(4) 0.6416(4) 0.0394(16) Uani 1 1 d . . . O1 O 0.9599(5) 0.1680(4) 0.5811(5) 0.0404(16) Uani 1 1 d . . . B2 B 0.9473(10) -0.0785(9) 0.6396(9) 0.039(3) Uani 1 1 d . . . C3 C 0.7447(8) 0.1187(7) 0.5815(7) 0.033(2) Uani 1 1 d . . . H3 H 0.681(7) 0.074(6) 0.549(5) 0.040 Uiso 1 1 calc . . . C7 C 0.6427(7) 0.4070(7) 0.6365(7) 0.034(2) Uani 1 1 d . . . B1 B 0.7099(9) 0.3135(8) 0.5824(8) 0.030(3) Uani 1 1 d . . . C2 C 0.8104(9) 0.0598(8) 0.6666(7) 0.037(3) Uani 1 1 d . . . H2 H 0.768(7) 0.072(6) 0.730(6) 0.045 Uiso 1 1 calc . . . C4 C 0.8555(8) 0.1466(7) 0.5133(7) 0.034(3) Uani 1 1 d . . . H4 H 0.877(7) 0.084(6) 0.473(5) 0.041 Uiso 1 1 calc . . . C12 C 0.5909(8) 0.3991(8) 0.7302(7) 0.044(3) Uani 1 1 d . . . H12 H 0.5952 0.3341 0.7628 0.053 Uiso 1 1 calc R . . O6 O 0.6375(6) 0.1660(5) 0.3805(4) 0.054(2) Uani 1 1 d . . . H6 H 0.5953 0.2037 0.4176 0.082 Uiso 1 1 calc R . . C6 C 0.7539(8) 0.2166(7) 0.3589(7) 0.047(3) Uani 1 1 d . . . H6A H 0.7358 0.2831 0.3253 0.057 Uiso 1 1 calc R . . H6B H 0.8016 0.1721 0.3135 0.057 Uiso 1 1 calc R . . C11 C 0.5334(9) 0.4830(8) 0.7769(8) 0.060(3) Uani 1 1 d . . . H11 H 0.4997 0.4749 0.8399 0.072 Uiso 1 1 calc R . . C14 C 1.1321(10) -0.2057(8) 0.6150(7) 0.058(3) Uani 1 1 d . . . H14 H 1.1888 -0.1502 0.6266 0.069 Uiso 1 1 calc R . . C9 C 0.5760(9) 0.5916(8) 0.6378(9) 0.058(3) Uani 1 1 d . . . H9 H 0.5705 0.6571 0.6062 0.070 Uiso 1 1 calc R . . C10 C 0.5262(8) 0.5790(9) 0.7297(9) 0.055(3) Uani 1 1 d . . . H10 H 0.4869 0.6362 0.7607 0.066 Uiso 1 1 calc R . . C13 C 1.0005(9) -0.1877(7) 0.6192(6) 0.041(3) Uani 1 1 d . . . C15 C 1.1785(12) -0.3076(11) 0.5932(8) 0.079(4) Uani 1 1 d . . . H15 H 1.2659 -0.3203 0.5901 0.094 Uiso 1 1 calc R . . C5 C 0.8363(9) 0.2396(7) 0.4463(7) 0.035(3) Uani 1 1 d . . . H5 H 0.920(8) 0.263(6) 0.422(5) 0.042 Uiso 1 1 calc . . . C1 C 0.9438(9) 0.1016(8) 0.6650(8) 0.045(3) Uani 1 1 d . . . H1 H 0.963(7) 0.141(6) 0.726(6) 0.054 Uiso 1 1 calc . . . C16 C 1.0931(15) -0.3881(10) 0.5764(9) 0.083(4) Uani 1 1 d . . . H16 H 1.1254 -0.4557 0.5642 0.099 Uiso 1 1 calc R . . C8 C 0.6355(8) 0.5058(8) 0.5910(7) 0.047(3) Uani 1 1 d . . . H8 H 0.6707 0.5150 0.5285 0.056 Uiso 1 1 calc R . . C17 C 0.9667(15) -0.3757(9) 0.5766(8) 0.085(4) Uani 1 1 d . . . H17 H 0.9117 -0.4316 0.5621 0.102 Uiso 1 1 calc R . . C18 C 0.9205(11) -0.2718(8) 0.6002(6) 0.057(3) Uani 1 1 d . . . H18 H 0.8328 -0.2607 0.6029 0.068 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 O2 0.027(3) 0.045(4) 0.063(4) -0.002(4) -0.013(3) 0.005(4) O4 0.042(4) 0.017(3) 0.047(4) -0.009(3) 0.017(3) 0.004(3) O5 0.038(4) 0.026(4) 0.049(4) -0.002(4) 0.012(3) 0.011(3) O3 0.043(4) 0.012(3) 0.064(4) 0.004(3) 0.002(3) -0.001(3) O1 0.036(4) 0.032(4) 0.053(4) -0.003(4) 0.000(3) -0.006(3) B2 0.028(7) 0.036(7) 0.052(7) 0.009(6) -0.003(6) -0.002(6) C3 0.027(5) 0.020(6) 0.053(7) -0.007(5) 0.009(5) 0.000(5) C7 0.023(5) 0.027(6) 0.052(7) 0.003(6) -0.003(5) -0.005(5) B1 0.031(6) 0.021(7) 0.039(7) -0.005(6) -0.001(6) -0.005(5) C2 0.044(7) 0.036(6) 0.032(6) -0.007(6) 0.000(5) 0.000(6) C4 0.021(5) 0.039(7) 0.041(6) 0.001(5) 0.003(5) -0.007(5) C12 0.042(6) 0.038(7) 0.052(7) -0.004(6) 0.003(6) 0.004(5) O6 0.049(4) 0.048(4) 0.066(5) -0.001(4) -0.007(4) 0.009(4) C6 0.044(7) 0.054(7) 0.044(6) -0.001(6) 0.004(6) 0.014(6) C11 0.074(8) 0.043(8) 0.062(8) -0.016(7) 0.023(6) 0.008(7) C14 0.053(7) 0.046(8) 0.074(8) 0.017(6) 0.011(6) 0.014(6) C9 0.065(7) 0.040(7) 0.069(8) -0.008(7) -0.012(7) 0.022(6) C10 0.039(6) 0.040(8) 0.085(10) -0.023(7) 0.008(6) 0.006(6) C13 0.054(7) 0.023(6) 0.044(6) 0.007(5) -0.014(5) 0.009(5) C15 0.081(9) 0.084(10) 0.071(9) -0.004(8) 0.007(7) 0.037(9) C5 0.034(7) 0.025(6) 0.047(7) -0.004(5) 0.018(5) 0.013(5) C1 0.032(6) 0.045(7) 0.058(8) -0.002(6) -0.004(6) -0.002(6) C16 0.125(13) 0.047(9) 0.075(9) -0.023(7) -0.003(9) 0.042(10) C8 0.051(6) 0.045(7) 0.044(6) -0.008(6) 0.003(5) 0.006(6) C17 0.133(12) 0.049(9) 0.074(9) -0.023(7) -0.028(9) 0.029(9) C18 0.075(8) 0.048(7) 0.047(7) -0.001(6) -0.015(6) 0.028(7) _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 O2 B2 1.385(11) . ? O2 C1 1.429(10) . ? O4 B1 1.405(11) . ? O4 C3 1.451(8) . ? O5 B1 1.331(11) . ? O5 C5 1.475(9) . ? O3 B2 1.378(11) . ? O3 C2 1.444(9) . ? O1 C1 1.420(10) . ? O1 C4 1.453(9) . ? B2 C13 1.508(13) . ? C3 C4 1.526(11) . ? C3 C2 1.533(11) . ? C3 H3 0.98(7) . ? C7 C12 1.384(11) . ? C7 C8 1.389(10) . ? C7 B1 1.554(12) . ? C2 C1 1.493(12) . ? C2 H2 0.99(7) . ? C4 C5 1.494(11) . ? C4 H4 0.95(7) . ? C12 C11 1.370(11) . ? C12 H12 0.9300 . ? O6 C6 1.406(8) . ? O6 H6 0.8200 . ? C6 C5 1.495(12) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C11 C10 1.368(12) . ? C11 H11 0.9300 . ? C14 C13 1.398(11) . ? C14 C15 1.401(13) . ? C14 H14 0.9300 . ? C9 C10 1.359(13) . ? C9 C8 1.398(11) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C13 C18 1.373(12) . ? C15 C16 1.369(14) . ? C15 H15 0.9300 . ? C5 H5 0.91(7) . ? C1 H1 1.02(8) . ? C16 C17 1.333(14) . ? C16 H16 0.9300 . ? C8 H8 0.9300 . ? C17 C18 1.429(12) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? 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 B2 O2 C1 109.0(6) . . ? B1 O4 C3 120.2(7) . . ? B1 O5 C5 121.9(7) . . ? B2 O3 C2 108.0(7) . . ? C1 O1 C4 108.0(6) . . ? O3 B2 O2 110.9(8) . . ? O3 B2 C13 125.9(9) . . ? O2 B2 C13 123.1(9) . . ? O4 C3 C4 111.5(7) . . ? O4 C3 C2 105.7(7) . . ? C4 C3 C2 103.0(7) . . ? O4 C3 H3 105(4) . . ? C4 C3 H3 127(4) . . ? C2 C3 H3 103(4) . . ? C12 C7 C8 116.8(9) . . ? C12 C7 B1 123.7(9) . . ? C8 C7 B1 119.5(9) . . ? O5 B1 O4 123.9(9) . . ? O5 B1 C7 121.7(9) . . ? O4 B1 C7 114.4(9) . . ? O3 C2 C1 105.9(7) . . ? O3 C2 C3 108.8(7) . . ? C1 C2 C3 103.8(8) . . ? O3 C2 H2 113(5) . . ? C1 C2 H2 113(4) . . ? C3 C2 H2 112(4) . . ? O1 C4 C5 109.9(7) . . ? O1 C4 C3 103.4(7) . . ? C5 C4 C3 116.5(8) . . ? O1 C4 H4 107(5) . . ? C5 C4 H4 112(4) . . ? C3 C4 H4 107(5) . . ? C11 C12 C7 122.7(9) . . ? C11 C12 H12 118.6 . . ? C7 C12 H12 118.6 . . ? C6 O6 H6 109.5 . . ? O6 C6 C5 115.0(8) . . ? O6 C6 H6A 108.5 . . ? C5 C6 H6A 108.5 . . ? O6 C6 H6B 108.5 . . ? C5 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? C10 C11 C12 119.2(9) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? C13 C14 C15 119.9(10) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C10 C9 C8 119.8(10) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C9 C10 C11 120.7(10) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C18 C13 C14 118.0(9) . . ? C18 C13 B2 120.6(9) . . ? C14 C13 B2 121.3(9) . . ? C16 C15 C14 119.0(11) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? O5 C5 C4 110.2(7) . . ? O5 C5 C6 108.0(7) . . ? C4 C5 C6 114.1(8) . . ? O5 C5 H5 110(5) . . ? C4 C5 H5 109(5) . . ? C6 C5 H5 106(5) . . ? O1 C1 O2 109.5(8) . . ? O1 C1 C2 109.2(8) . . ? O2 C1 C2 105.2(7) . . ? O1 C1 H1 109(5) . . ? O2 C1 H1 100(4) . . ? C2 C1 H1 123(4) . . ? C17 C16 C15 124.2(12) . . ? C17 C16 H16 117.9 . . ? C15 C16 H16 117.9 . . ? C7 C8 C9 120.8(9) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C16 C17 C18 116.3(12) . . ? C16 C17 H17 121.8 . . ? C18 C17 H17 121.8 . . ? C13 C18 C17 122.6(11) . . ? C13 C18 H18 118.7 . . ? C17 C18 H18 118.7 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.282 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.068