data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 _publ_contact_author_name 'Shen, Yingzhong' _publ_contact_author_email 'yz shen@nuaa.edu.cn' _publ_section_title ; Synthesis and Memory Characteristics of Highly Organo-soluble Polyimides Bearing a Noncoplanar Twisted Biphenyl Unit Containing Aromatic Side-chain Groups ; loop_ _publ_author_name 'Yingzhong Shen' 'Yueqin Li' 'Huihua Xu' 'Xian Tao' 'Kejia Qian' ; Shuang Fu ; 'Shijing Ding' # Attachment '- BTFBPD.cif' #============================================================================== data_shelxl _database_code_depnum_ccdc_archive 'CCDC 715156' #TrackingRef '- BTFBPD.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H22 F6 N2' _chemical_formula_weight 596.56 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 12.097(8) _cell_length_b 13.934(9) _cell_length_c 16.889(10) _cell_angle_alpha 90.00 _cell_angle_beta 94.519(12) _cell_angle_gamma 90.00 _cell_volume 2838(3) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 4661 _cell_measurement_theta_min 2.4193 _cell_measurement_theta_max 27.4797 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.396 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 0.109 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8443 _exptl_absorpt_process_details 'CrystalClear (Rigaku, 2005)' _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 'Rigaku, SCXmini' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 28616 _diffrn_reflns_av_R_equivalents 0.0630 _diffrn_reflns_av_sigmaI/netI 0.0606 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 27.45 _reflns_number_total 6471 _reflns_number_gt 3679 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2005)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick,2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material SHELXL-97 _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^)+(0.0712P)^2^+0.7347P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6471 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1284 _refine_ls_R_factor_gt 0.0695 _refine_ls_wR_factor_ref 0.1791 _refine_ls_wR_factor_gt 0.1494 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 0.6290(3) 0.7129(2) 0.0789(2) 0.0734(9) Uani 1 1 d . . . H1A H 0.6641 0.6704 0.1152 0.088 Uiso 1 1 calc R . . C2 C 0.5420(3) 0.6823(2) 0.0286(2) 0.0838(10) Uani 1 1 d . . . C3 C 0.4888(3) 0.7414(3) -0.0252(2) 0.0796(10) Uani 1 1 d . . . C4 C 0.5229(3) 0.8344(2) -0.0283(2) 0.0729(9) Uani 1 1 d . . . C5 C 0.6100(2) 0.8677(2) 0.02062(17) 0.0622(8) Uani 1 1 d . . . H5A H 0.6324 0.9313 0.0168 0.075 Uiso 1 1 calc R . . C6 C 0.6652(2) 0.80716(19) 0.07600(16) 0.0519(6) Uani 1 1 d . . . C7 C 0.7608(2) 0.84153(18) 0.12865(15) 0.0484(6) Uani 1 1 d . . . C8 C 0.8434(2) 0.77886(18) 0.15900(16) 0.0538(7) Uani 1 1 d . . . H8A H 0.8342 0.7133 0.1508 0.065 Uiso 1 1 calc R . . C9 C 0.9384(2) 0.81161(18) 0.20091(15) 0.0512(6) Uani 1 1 d . . . H9A H 0.9914 0.7679 0.2211 0.061 Uiso 1 1 calc R . . C10 C 0.9557(2) 0.90957(18) 0.21327(14) 0.0471(6) Uani 1 1 d . . . C11 C 0.8702(2) 0.97152(18) 0.18757(15) 0.0507(6) Uani 1 1 d . . . H11A H 0.8776 1.0368 0.1983 0.061 Uiso 1 1 calc R . . C12 C 0.7746(2) 0.93854(18) 0.14660(15) 0.0524(7) Uani 1 1 d . . . H12A H 0.7185 0.9817 0.1307 0.063 Uiso 1 1 calc R . . C13 C 1.0646(2) 0.94771(18) 0.24625(16) 0.0495(6) Uani 1 1 d . . . C14 C 1.1122(2) 1.0198(2) 0.20318(18) 0.0602(7) Uani 1 1 d . . . H14A H 1.0720 1.0448 0.1587 0.072 Uiso 1 1 calc R . . C15 C 1.2172(3) 1.0559(2) 0.2240(2) 0.0691(8) Uani 1 1 d . . . C16 C 1.2760(3) 1.0171(2) 0.2892(2) 0.0742(9) Uani 1 1 d . . . H16A H 1.3481 1.0377 0.3028 0.089 Uiso 1 1 calc R . . C17 C 1.2293(2) 0.9478(2) 0.3348(2) 0.0690(9) Uani 1 1 d . . . H17A H 1.2699 0.9246 0.3798 0.083 Uiso 1 1 calc R . . C18 C 1.1221(2) 0.91135(18) 0.31493(17) 0.0522(7) Uani 1 1 d . . . C19 C 1.0763(2) 0.83674(19) 0.36661(16) 0.0537(7) Uani 1 1 d . . . C20 C 1.1392(3) 0.7533(2) 0.38099(17) 0.0634(8) Uani 1 1 d . . . H20A H 1.2062 0.7471 0.3581 0.076 Uiso 1 1 calc R . . C21 C 1.1049(3) 0.6804(2) 0.42782(18) 0.0685(9) Uani 1 1 d . . . H21A H 1.1493 0.6265 0.4369 0.082 Uiso 1 1 calc R . . C22 C 1.0051(3) 0.6865(2) 0.46148(16) 0.0683(9) Uani 1 1 d . . . C23 C 0.9402(3) 0.7689(2) 0.44763(16) 0.0633(8) Uani 1 1 d . . . H23A H 0.8725 0.7735 0.4699 0.076 Uiso 1 1 calc R . . C24 C 0.9747(2) 0.84396(18) 0.40137(15) 0.0530(7) Uani 1 1 d . . . C25 C 0.9025(2) 0.93123(18) 0.39115(15) 0.0501(6) Uani 1 1 d . . . C26 C 0.7890(2) 0.92326(19) 0.36987(17) 0.0593(7) Uani 1 1 d . . . H26A H 0.7572 0.8626 0.3644 0.071 Uiso 1 1 calc R . . C27 C 0.7231(2) 1.00306(19) 0.35679(18) 0.0600(7) Uani 1 1 d . . . H27A H 0.6477 0.9955 0.3427 0.072 Uiso 1 1 calc R . . C28 C 0.7678(2) 1.09486(18) 0.36438(16) 0.0519(7) Uani 1 1 d . . . C29 C 0.8804(2) 1.10325(19) 0.38875(16) 0.0553(7) Uani 1 1 d . . . H29A H 0.9113 1.1639 0.3967 0.066 Uiso 1 1 calc R . . C30 C 0.9466(2) 1.02308(19) 0.40130(15) 0.0531(7) Uani 1 1 d . . . H30A H 1.0216 1.0306 0.4167 0.064 Uiso 1 1 calc R . . C31 C 0.6995(2) 1.18257(18) 0.34751(16) 0.0530(7) Uani 1 1 d . . . C32 C 0.6139(2) 1.1835(2) 0.28738(18) 0.0639(8) Uani 1 1 d . . . H32A H 0.5981 1.1288 0.2570 0.077 Uiso 1 1 calc R . . C33 C 0.5525(2) 1.2660(2) 0.2731(2) 0.0666(8) Uani 1 1 d . . . C34 C 0.5735(3) 1.3475(2) 0.3160(2) 0.0670(8) Uani 1 1 d . . . C35 C 0.6582(3) 1.3463(2) 0.3745(2) 0.0672(8) Uani 1 1 d . . . C36 C 0.7207(3) 1.2659(2) 0.39084(18) 0.0627(8) Uani 1 1 d . . . H36A H 0.7776 1.2672 0.4312 0.075 Uiso 1 1 calc R . . N1 N 1.2606(3) 1.1287(2) 0.1785(2) 0.1047(11) Uani 1 1 d . . . H1B H 1.3281 1.1440 0.1995 0.157 Uiso 1 1 d R . . H1D H 1.2649 1.1074 0.1291 0.157 Uiso 1 1 d R . . N2 N 0.9690(3) 0.60919(19) 0.50582(17) 0.1002(11) Uani 1 1 d . . . H2B H 0.9058 0.5868 0.4823 0.150 Uiso 1 1 d R . . H2C H 0.9576 0.6296 0.5544 0.150 Uiso 1 1 d R . . F1 F 0.5061(2) 0.59103(16) 0.03400(19) 0.1377(10) Uani 1 1 d . . . F2 F 0.40196(17) 0.71061(18) -0.07342(15) 0.1195(9) Uani 1 1 d . . . F3 F 0.46943(19) 0.89294(16) -0.08220(14) 0.1126(8) Uani 1 1 d . . . F4 F 0.46835(16) 1.26701(15) 0.21569(14) 0.1001(7) Uani 1 1 d . . . F5 F 0.51188(16) 1.42708(13) 0.30132(14) 0.0938(6) Uani 1 1 d . . . F6 F 0.67793(19) 1.42652(13) 0.41870(13) 0.1014(7) 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 C1 0.0677(19) 0.0581(18) 0.092(2) 0.0056(16) -0.0097(18) -0.0154(15) C2 0.076(2) 0.060(2) 0.113(3) -0.0134(19) -0.004(2) -0.0292(18) C3 0.0526(18) 0.092(3) 0.091(3) -0.019(2) -0.0145(18) -0.0173(18) C4 0.0601(19) 0.083(2) 0.072(2) -0.0016(17) -0.0175(16) -0.0008(17) C5 0.0582(17) 0.0606(17) 0.0655(19) 0.0008(14) -0.0095(15) -0.0125(14) C6 0.0506(15) 0.0503(15) 0.0545(16) 0.0003(12) 0.0022(13) -0.0094(12) C7 0.0479(14) 0.0491(15) 0.0472(15) 0.0046(11) -0.0021(12) -0.0094(12) C8 0.0616(17) 0.0403(13) 0.0579(16) 0.0027(12) -0.0049(14) -0.0085(13) C9 0.0535(15) 0.0481(15) 0.0503(15) 0.0021(11) -0.0069(13) 0.0008(12) C10 0.0503(14) 0.0488(14) 0.0414(14) 0.0001(11) -0.0017(12) -0.0028(12) C11 0.0566(16) 0.0421(14) 0.0521(15) 0.0001(11) -0.0042(13) -0.0061(12) C12 0.0536(16) 0.0465(15) 0.0551(16) 0.0036(12) -0.0089(13) -0.0022(12) C13 0.0469(14) 0.0489(15) 0.0516(15) -0.0067(12) -0.0033(12) -0.0006(12) C14 0.0619(18) 0.0551(16) 0.0632(18) -0.0033(14) 0.0027(14) -0.0088(14) C15 0.0607(19) 0.0621(19) 0.086(2) -0.0149(17) 0.0165(18) -0.0141(16) C16 0.0474(17) 0.066(2) 0.110(3) -0.0247(19) 0.0082(19) -0.0101(16) C17 0.0495(16) 0.072(2) 0.082(2) -0.0215(17) -0.0158(16) 0.0144(15) C18 0.0475(15) 0.0487(15) 0.0589(16) -0.0116(12) -0.0057(13) 0.0046(12) C19 0.0559(16) 0.0535(16) 0.0486(15) -0.0049(12) -0.0159(13) 0.0109(13) C20 0.0658(18) 0.0604(17) 0.0605(18) -0.0098(14) -0.0173(15) 0.0176(15) C21 0.093(2) 0.0523(17) 0.0559(18) -0.0073(14) -0.0186(17) 0.0252(17) C22 0.115(3) 0.0442(15) 0.0440(16) -0.0001(12) -0.0065(17) 0.0126(17) C23 0.088(2) 0.0522(16) 0.0494(16) 0.0005(13) 0.0059(15) 0.0124(15) C24 0.0672(18) 0.0471(15) 0.0427(14) -0.0026(11) -0.0092(13) 0.0099(13) C25 0.0595(16) 0.0468(14) 0.0435(14) 0.0017(11) 0.0012(12) 0.0090(12) C26 0.0631(18) 0.0436(15) 0.0709(19) -0.0019(13) 0.0041(15) 0.0010(13) C27 0.0522(16) 0.0528(17) 0.075(2) -0.0041(14) 0.0016(14) 0.0046(13) C28 0.0557(16) 0.0474(15) 0.0522(16) -0.0032(11) 0.0016(13) 0.0088(12) C29 0.0624(17) 0.0449(15) 0.0576(17) -0.0046(12) -0.0018(14) 0.0040(13) C30 0.0569(16) 0.0532(16) 0.0478(15) -0.0022(12) -0.0054(13) 0.0055(13) C31 0.0541(16) 0.0487(15) 0.0560(16) -0.0006(12) 0.0035(13) 0.0061(12) C32 0.0597(17) 0.0630(18) 0.0683(19) -0.0034(14) 0.0000(15) 0.0052(15) C33 0.0488(16) 0.075(2) 0.075(2) 0.0121(17) -0.0011(15) 0.0095(15) C34 0.0629(19) 0.0534(17) 0.086(2) 0.0146(16) 0.0155(18) 0.0160(15) C35 0.075(2) 0.0490(16) 0.079(2) -0.0041(15) 0.0138(18) 0.0098(15) C36 0.0690(19) 0.0541(17) 0.0637(18) -0.0030(14) -0.0038(15) 0.0143(15) N1 0.099(2) 0.094(2) 0.126(3) -0.015(2) 0.036(2) -0.0435(19) N2 0.176(3) 0.0582(17) 0.0686(18) 0.0077(14) 0.025(2) 0.0126(19) F1 0.131(2) 0.0774(15) 0.198(3) -0.0093(15) -0.0306(19) -0.0529(14) F2 0.0764(13) 0.1355(19) 0.140(2) -0.0376(15) -0.0360(13) -0.0328(13) F3 0.1020(16) 0.1175(17) 0.1083(17) 0.0089(13) -0.0556(14) -0.0002(13) F4 0.0715(12) 0.1065(15) 0.1166(17) 0.0104(12) -0.0280(12) 0.0159(11) F5 0.0821(13) 0.0692(12) 0.1316(17) 0.0259(11) 0.0177(12) 0.0283(10) F6 0.1258(17) 0.0540(11) 0.1227(17) -0.0212(10) 0.0000(14) 0.0182(11) _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 C2 1.368(4) . ? C1 C6 1.386(4) . ? C1 H1A 0.9300 . ? C2 F1 1.349(4) . ? C2 C3 1.352(5) . ? C3 F2 1.347(3) . ? C3 C4 1.362(5) . ? C4 F3 1.349(4) . ? C4 C5 1.367(4) . ? C5 C6 1.391(4) . ? C5 H5A 0.9300 . ? C6 C7 1.482(4) . ? C7 C12 1.392(4) . ? C7 C8 1.394(4) . ? C8 C9 1.379(4) . ? C8 H8A 0.9300 . ? C9 C10 1.394(3) . ? C9 H9A 0.9300 . ? C10 C11 1.391(4) . ? C10 C13 1.488(4) . ? C11 C12 1.379(3) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 C14 1.392(4) . ? C13 C18 1.399(4) . ? C14 C15 1.385(4) . ? C14 H14A 0.9300 . ? C15 C16 1.373(5) . ? C15 N1 1.400(4) . ? C16 C17 1.383(5) . ? C16 H16A 0.9300 . ? C17 C18 1.408(4) . ? C17 H17A 0.9300 . ? C18 C19 1.492(4) . ? C19 C20 1.400(4) . ? C19 C24 1.407(4) . ? C20 C21 1.372(4) . ? C20 H20A 0.9300 . ? C21 C22 1.376(5) . ? C21 H21A 0.9300 . ? C22 C23 1.401(4) . ? C22 N2 1.401(4) . ? C23 C24 1.389(4) . ? C23 H23A 0.9300 . ? C24 C25 1.499(4) . ? C25 C30 1.392(4) . ? C25 C26 1.396(4) . ? C26 C27 1.376(4) . ? C26 H26A 0.9300 . ? C27 C28 1.391(4) . ? C27 H27A 0.9300 . ? C28 C29 1.396(4) . ? C28 C31 1.490(4) . ? C29 C30 1.381(4) . ? C29 H29A 0.9300 . ? C30 H30A 0.9300 . ? C31 C36 1.386(4) . ? C31 C32 1.392(4) . ? C32 C33 1.380(4) . ? C32 H32A 0.9300 . ? C33 F4 1.349(3) . ? C33 C34 1.360(4) . ? C34 F5 1.348(3) . ? C34 C35 1.366(4) . ? C35 F6 1.354(3) . ? C35 C36 1.368(4) . ? C36 H36A 0.9300 . ? N1 H1B 0.8901 . ? N1 H1D 0.8900 . ? N2 H2B 0.8900 . ? N2 H2C 0.8900 . ? 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 C2 C1 C6 120.2(3) . . ? C2 C1 H1A 119.9 . . ? C6 C1 H1A 119.9 . . ? F1 C2 C3 118.7(3) . . ? F1 C2 C1 119.3(4) . . ? C3 C2 C1 122.0(3) . . ? F2 C3 C2 121.3(3) . . ? F2 C3 C4 120.3(3) . . ? C2 C3 C4 118.4(3) . . ? F3 C4 C3 118.0(3) . . ? F3 C4 C5 120.6(3) . . ? C3 C4 C5 121.4(3) . . ? C4 C5 C6 120.5(3) . . ? C4 C5 H5A 119.8 . . ? C6 C5 H5A 119.8 . . ? C1 C6 C5 117.6(3) . . ? C1 C6 C7 121.2(3) . . ? C5 C6 C7 121.2(2) . . ? C12 C7 C8 117.3(2) . . ? C12 C7 C6 121.2(2) . . ? C8 C7 C6 121.4(2) . . ? C9 C8 C7 121.7(2) . . ? C9 C8 H8A 119.1 . . ? C7 C8 H8A 119.1 . . ? C8 C9 C10 120.7(2) . . ? C8 C9 H9A 119.7 . . ? C10 C9 H9A 119.7 . . ? C11 C10 C9 117.5(2) . . ? C11 C10 C13 120.7(2) . . ? C9 C10 C13 121.6(2) . . ? C12 C11 C10 121.6(2) . . ? C12 C11 H11A 119.2 . . ? C10 C11 H11A 119.2 . . ? C11 C12 C7 120.9(2) . . ? C11 C12 H12A 119.5 . . ? C7 C12 H12A 119.5 . . ? C14 C13 C18 119.7(2) . . ? C14 C13 C10 116.9(2) . . ? C18 C13 C10 123.3(2) . . ? C15 C14 C13 122.5(3) . . ? C15 C14 H14A 118.7 . . ? C13 C14 H14A 118.7 . . ? C16 C15 C14 117.9(3) . . ? C16 C15 N1 122.2(3) . . ? C14 C15 N1 119.9(3) . . ? C15 C16 C17 120.8(3) . . ? C15 C16 H16A 119.6 . . ? C17 C16 H16A 119.6 . . ? C16 C17 C18 121.9(3) . . ? C16 C17 H17A 119.1 . . ? C18 C17 H17A 119.1 . . ? C13 C18 C17 117.0(3) . . ? C13 C18 C19 123.6(2) . . ? C17 C18 C19 119.3(3) . . ? C20 C19 C24 117.9(3) . . ? C20 C19 C18 117.3(3) . . ? C24 C19 C18 124.8(2) . . ? C21 C20 C19 122.0(3) . . ? C21 C20 H20A 119.0 . . ? C19 C20 H20A 119.0 . . ? C20 C21 C22 120.5(3) . . ? C20 C21 H21A 119.7 . . ? C22 C21 H21A 119.7 . . ? C21 C22 C23 118.6(3) . . ? C21 C22 N2 119.6(3) . . ? C23 C22 N2 121.7(3) . . ? C24 C23 C22 121.5(3) . . ? C24 C23 H23A 119.3 . . ? C22 C23 H23A 119.3 . . ? C23 C24 C19 119.5(2) . . ? C23 C24 C25 118.5(3) . . ? C19 C24 C25 122.0(2) . . ? C30 C25 C26 117.7(2) . . ? C30 C25 C24 121.2(2) . . ? C26 C25 C24 121.2(2) . . ? C27 C26 C25 121.5(3) . . ? C27 C26 H26A 119.2 . . ? C25 C26 H26A 119.2 . . ? C26 C27 C28 120.8(3) . . ? C26 C27 H27A 119.6 . . ? C28 C27 H27A 119.6 . . ? C27 C28 C29 117.9(2) . . ? C27 C28 C31 122.1(2) . . ? C29 C28 C31 120.1(2) . . ? C30 C29 C28 121.2(3) . . ? C30 C29 H29A 119.4 . . ? C28 C29 H29A 119.4 . . ? C29 C30 C25 120.9(3) . . ? C29 C30 H30A 119.6 . . ? C25 C30 H30A 119.6 . . ? C36 C31 C32 118.2(3) . . ? C36 C31 C28 120.6(3) . . ? C32 C31 C28 121.1(2) . . ? C33 C32 C31 119.6(3) . . ? C33 C32 H32A 120.2 . . ? C31 C32 H32A 120.2 . . ? F4 C33 C34 118.2(3) . . ? F4 C33 C32 119.9(3) . . ? C34 C33 C32 121.8(3) . . ? F5 C34 C33 120.7(3) . . ? F5 C34 C35 121.0(3) . . ? C33 C34 C35 118.3(3) . . ? F6 C35 C34 118.6(3) . . ? F6 C35 C36 119.6(3) . . ? C34 C35 C36 121.8(3) . . ? C35 C36 C31 120.3(3) . . ? C35 C36 H36A 119.9 . . ? C31 C36 H36A 119.9 . . ? C15 N1 H1B 109.0 . . ? C15 N1 H1D 109.0 . . ? H1B N1 H1D 109.5 . . ? C22 N2 H2B 108.9 . . ? C22 N2 H2C 108.9 . . ? H2B N2 H2C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.254 _refine_diff_density_min -0.202 _refine_diff_density_rms 0.038 # Attachment '- tetraethyl 2, 2-bis[4-(3, 4, 5-trifluorophenyl)phenyl]biphenyl-4, 4, 5, 5-tetracarboxylate.cif' #============================================================================== data_1 _database_code_depnum_ccdc_archive 'CCDC 784374' #TrackingRef '- tetraethyl 2, 2-bis[4-(3, 4, 5-trifluorophenyl)phenyl]biphenyl-4, 4, 5, 5-tetracarboxylate.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H36 F6 O8' _chemical_formula_weight 854.77 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 17.257(4) _cell_length_b 17.152(3) _cell_length_c 15.542(3) _cell_angle_alpha 90.00 _cell_angle_beta 116.36(3) _cell_angle_gamma 90.00 _cell_volume 4122.0(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12931 _cell_measurement_theta_min 2.6212 _cell_measurement_theta_max 28.9921 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.2000 _exptl_crystal_size_mid 0.2000 _exptl_crystal_size_min 0.2000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.377 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1768 _exptl_absorpt_coefficient_mu 0.111 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8183 _exptl_absorpt_correction_T_max 1.0000 _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 ? _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 19077 _diffrn_reflns_av_R_equivalents 0.0463 _diffrn_reflns_av_sigmaI/netI 0.0553 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 25.34 _reflns_number_total 7489 _reflns_number_gt 4849 _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^)+(0.0826P)^2^+1.4641P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7489 _refine_ls_number_parameters 563 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1483 _refine_ls_R_factor_gt 0.0969 _refine_ls_wR_factor_ref 0.2426 _refine_ls_wR_factor_gt 0.2126 _refine_ls_goodness_of_fit_ref 1.185 _refine_ls_restrained_S_all 1.185 _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 O1 O 0.43821(17) 0.42091(15) 0.5728(2) 0.0659(8) Uani 1 1 d . . . F3 F 0.23434(18) 1.09390(15) 0.86959(19) 0.0934(8) Uani 1 1 d . . . O6 O 0.06185(19) 0.42010(16) 0.4456(2) 0.0843(9) Uani 1 1 d . . . F2 F 0.07057(19) 1.14193(16) 0.7591(2) 0.0972(9) Uani 1 1 d . . . C4 C 0.4309(2) 0.5529(2) 0.6019(2) 0.0498(9) Uani 1 1 d . . . F4 F 0.28332(19) 1.09771(15) 0.1453(2) 0.0940(9) Uani 1 1 d . . . O2 O 0.56034(18) 0.48881(17) 0.6191(2) 0.0846(9) Uani 1 1 d . . . C36 C 0.1505(2) 0.5551(2) 0.4591(2) 0.0506(9) Uani 1 1 d . . . H36 H 0.1763 0.5153 0.5034 0.061 Uiso 1 1 calc R . . C13 C 0.2814(2) 0.75191(19) 0.6078(2) 0.0452(8) Uani 1 1 d . . . F5 F 0.4504(2) 1.13275(16) 0.2625(2) 0.1031(10) Uani 1 1 d . . . C35 C 0.2004(2) 0.61886(19) 0.4599(2) 0.0435(8) Uani 1 1 d . . . C28 C 0.0640(2) 0.5483(2) 0.3950(3) 0.0497(9) Uani 1 1 d . . . C12 C 0.3440(2) 0.5569(2) 0.5385(2) 0.0455(8) Uani 1 1 d . . . H12 H 0.3189 0.5153 0.4970 0.055 Uiso 1 1 calc R . . C10 C 0.3296(2) 0.6829(2) 0.5983(2) 0.0453(8) Uani 1 1 d . . . C38 C 0.1729(2) 0.8176(2) 0.3550(3) 0.0581(10) Uani 1 1 d . . . H38 H 0.1191 0.8251 0.3540 0.070 Uiso 1 1 calc R . . F6 F 0.54409(18) 1.03760(18) 0.41024(19) 0.1024(9) Uani 1 1 d . . . C17 C 0.2828(2) 0.8888(2) 0.6478(3) 0.0557(10) Uani 1 1 d . . . H17 H 0.3105 0.9369 0.6604 0.067 Uiso 1 1 calc R . . O4 O 0.60327(17) 0.67500(17) 0.7185(2) 0.0797(9) Uani 1 1 d . . . C3 C 0.4852(2) 0.4856(2) 0.6001(3) 0.0553(10) Uani 1 1 d . . . C40 C 0.2940(2) 0.8715(2) 0.3374(3) 0.0525(9) Uani 1 1 d . . . C37 C 0.2110(2) 0.7445(2) 0.3764(2) 0.0470(8) Uani 1 1 d . . . C5 C 0.4688(2) 0.6158(2) 0.6626(2) 0.0506(9) Uani 1 1 d . . . C14 C 0.2023(2) 0.7452(2) 0.6105(2) 0.0499(9) Uani 1 1 d . . . H14 H 0.1746 0.6971 0.5985 0.060 Uiso 1 1 calc R . . C9 C 0.4178(2) 0.6794(2) 0.6604(2) 0.0497(9) Uani 1 1 d . . . H9 H 0.4433 0.7209 0.7018 0.060 Uiso 1 1 calc R . . C41 C 0.3329(2) 0.7980(2) 0.3601(2) 0.0549(10) Uani 1 1 d . . . H41 H 0.3874 0.7909 0.3629 0.066 Uiso 1 1 calc R . . C42 C 0.2918(2) 0.7358(2) 0.3786(2) 0.0524(9) Uani 1 1 d . . . H42 H 0.3186 0.6873 0.3926 0.063 Uiso 1 1 calc R . . C11 C 0.2926(2) 0.62096(19) 0.5343(2) 0.0435(8) Uani 1 1 d . . . F1 F -0.03141(18) 1.05953(18) 0.6023(2) 0.1110(10) Uani 1 1 d . . . C33 C 0.0744(2) 0.6704(2) 0.3274(3) 0.0565(10) Uani 1 1 d . . . H33 H 0.0482 0.7095 0.2823 0.068 Uiso 1 1 calc R . . C43 C 0.3369(3) 0.9381(2) 0.3151(3) 0.0570(10) Uani 1 1 d . . . C18 C 0.3199(2) 0.8250(2) 0.6253(3) 0.0524(9) Uani 1 1 d . . . H18 H 0.3720 0.8315 0.6219 0.063 Uiso 1 1 calc R . . C29 C 0.0247(2) 0.6081(2) 0.3295(3) 0.0544(10) Uani 1 1 d . . . C39 C 0.2131(3) 0.8791(2) 0.3351(3) 0.0606(10) Uani 1 1 d . . . H39 H 0.1854 0.9273 0.3197 0.073 Uiso 1 1 calc R . . C15 C 0.1641(2) 0.8090(2) 0.6306(3) 0.0553(10) Uani 1 1 d . . . H15 H 0.1102 0.8034 0.6301 0.066 Uiso 1 1 calc R . . C6 C 0.5619(2) 0.6177(3) 0.7361(3) 0.0600(10) Uani 1 1 d . . . C27 C 0.0138(3) 0.4772(3) 0.3950(3) 0.0636(11) Uani 1 1 d . . . C48 C 0.4241(3) 0.9546(3) 0.3720(3) 0.0690(11) Uani 1 1 d . . . H48 H 0.4575 0.9218 0.4225 0.083 Uiso 1 1 calc R . . O8 O -0.09233(18) 0.5913(2) 0.1795(2) 0.0916(10) Uani 1 1 d . . . C34 C 0.1628(2) 0.6775(2) 0.3904(2) 0.0461(8) Uani 1 1 d . . . C19 C 0.1675(2) 0.9490(2) 0.6812(3) 0.0526(9) Uani 1 1 d . . . C16 C 0.2042(2) 0.8808(2) 0.6514(3) 0.0516(9) Uani 1 1 d . . . C47 C 0.4605(3) 1.0199(3) 0.3530(3) 0.0715(12) Uani 1 1 d . . . C24 C 0.2190(3) 0.9912(2) 0.7624(3) 0.0579(10) Uani 1 1 d . . . H24 H 0.2765 0.9770 0.7990 0.069 Uiso 1 1 calc R . . C20 C 0.0816(3) 0.9703(3) 0.6285(3) 0.0698(12) Uani 1 1 d . . . H20 H 0.0452 0.9413 0.5753 0.084 Uiso 1 1 calc R . . C23 C 0.1853(3) 1.0540(2) 0.7890(3) 0.0630(11) Uani 1 1 d . . . O3 O 0.5944(2) 0.5731(2) 0.8011(2) 0.1071(13) Uani 1 1 d . . . C45 C 0.3278(3) 1.0510(2) 0.2211(3) 0.0685(11) Uani 1 1 d . . . C22 C 0.1020(3) 1.0782(2) 0.7347(3) 0.0691(12) Uani 1 1 d . . . C2 C 0.4827(3) 0.3508(2) 0.5663(4) 0.0803(13) Uani 1 1 d . . . H2A H 0.5332 0.3414 0.6266 0.096 Uiso 1 1 calc R . . H2B H 0.5013 0.3565 0.5161 0.096 Uiso 1 1 calc R . . C44 C 0.2889(3) 0.9879(2) 0.2391(3) 0.0621(10) Uani 1 1 d . . . H44 H 0.2306 0.9781 0.2006 0.075 Uiso 1 1 calc R . . O5 O -0.0632(2) 0.4731(2) 0.3521(3) 0.1265(15) Uani 1 1 d . . . C30 C -0.0710(3) 0.6125(3) 0.2667(3) 0.0746(12) Uani 1 1 d . . . C26 C 0.0211(3) 0.3466(3) 0.4469(4) 0.0888(15) Uani 1 1 d . . . H26A H -0.0245 0.3350 0.3835 0.107 Uiso 1 1 calc R . . H26B H -0.0041 0.3493 0.4915 0.107 Uiso 1 1 calc R . . O7 O -0.1208(2) 0.6390(3) 0.2935(3) 0.1384(18) Uani 1 1 d . . . C21 C 0.0507(3) 1.0350(3) 0.6558(3) 0.0723(12) Uani 1 1 d . . . C46 C 0.4127(3) 1.0685(3) 0.2781(3) 0.0734(13) Uani 1 1 d . . . C31 C -0.1846(3) 0.6005(3) 0.1117(3) 0.0981(17) Uani 1 1 d . . . H31A H -0.2204 0.5740 0.1362 0.118 Uiso 1 1 calc R . . H31B H -0.2002 0.6553 0.1037 0.118 Uiso 1 1 calc R . . C7 C 0.6928(3) 0.6872(3) 0.7878(4) 0.1014(17) Uani 1 1 d . . . H7A H 0.7238 0.6380 0.8037 0.122 Uiso 1 1 calc R . . H7B H 0.6957 0.7101 0.8462 0.122 Uiso 1 1 calc R . . C1 C 0.4210(4) 0.2852(3) 0.5437(5) 0.119(2) Uani 1 1 d . . . H1A H 0.4071 0.2771 0.5964 0.178 Uiso 1 1 calc R . . H1B H 0.4467 0.2387 0.5333 0.178 Uiso 1 1 calc R . . H1C H 0.3692 0.2971 0.4868 0.178 Uiso 1 1 calc R . . C8 C 0.7315(4) 0.7411(4) 0.7418(5) 0.141(3) Uani 1 1 d . . . H8A H 0.7331 0.7158 0.6875 0.211 Uiso 1 1 calc R . . H8B H 0.7893 0.7546 0.7874 0.211 Uiso 1 1 calc R . . H8C H 0.6971 0.7876 0.7210 0.211 Uiso 1 1 calc R . . C25 C 0.0874(4) 0.2864(3) 0.4766(5) 0.124(2) Uani 1 1 d . . . H25A H 0.1120 0.2845 0.4321 0.185 Uiso 1 1 calc R . . H25B H 0.0620 0.2369 0.4777 0.185 Uiso 1 1 calc R . . H25C H 0.1318 0.2983 0.5396 0.185 Uiso 1 1 calc R . . C32 C -0.1987(4) 0.5664(4) 0.0189(4) 0.146(3) Uani 1 1 d . . . H32A H -0.1646 0.5941 -0.0060 0.219 Uiso 1 1 calc R . . H32B H -0.2588 0.5703 -0.0257 0.219 Uiso 1 1 calc R . . H32C H -0.1818 0.5125 0.0277 0.219 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 O1 0.0559(17) 0.0519(16) 0.093(2) 0.0087(14) 0.0362(15) 0.0147(14) F3 0.106(2) 0.0754(16) 0.0807(17) -0.0241(14) 0.0253(15) -0.0004(15) O6 0.0561(19) 0.0589(17) 0.120(3) 0.0013(18) 0.0227(18) -0.0127(15) F2 0.115(2) 0.0881(18) 0.0980(19) -0.0081(15) 0.0561(18) 0.0320(16) C4 0.038(2) 0.057(2) 0.051(2) 0.0129(18) 0.0170(17) 0.0036(17) F4 0.112(2) 0.0782(17) 0.097(2) 0.0231(16) 0.0512(17) -0.0003(16) O2 0.0398(17) 0.083(2) 0.124(3) 0.0073(19) 0.0301(17) 0.0083(15) C36 0.039(2) 0.050(2) 0.053(2) -0.0040(17) 0.0116(17) 0.0028(17) C13 0.0336(19) 0.052(2) 0.0415(18) 0.0002(16) 0.0094(15) -0.0005(16) F5 0.125(3) 0.096(2) 0.105(2) -0.0137(16) 0.0661(19) -0.0470(18) C35 0.0318(19) 0.0462(19) 0.0459(19) -0.0074(16) 0.0113(15) 0.0008(16) C28 0.037(2) 0.052(2) 0.054(2) -0.0122(18) 0.0145(17) -0.0046(17) C12 0.0336(19) 0.049(2) 0.049(2) 0.0002(16) 0.0142(16) -0.0032(16) C10 0.037(2) 0.050(2) 0.0421(18) 0.0041(16) 0.0116(15) -0.0006(16) C38 0.047(2) 0.061(2) 0.069(2) 0.005(2) 0.028(2) 0.0070(19) F6 0.0764(19) 0.139(2) 0.0867(18) -0.0249(17) 0.0321(15) -0.0454(17) C17 0.048(2) 0.046(2) 0.066(2) -0.0035(18) 0.0191(19) -0.0062(18) O4 0.0395(16) 0.080(2) 0.096(2) 0.0064(17) 0.0091(15) -0.0112(15) C3 0.042(2) 0.060(2) 0.063(2) 0.014(2) 0.0224(19) 0.011(2) C40 0.047(2) 0.059(2) 0.051(2) 0.0024(18) 0.0217(18) 0.0029(18) C37 0.040(2) 0.051(2) 0.0453(19) 0.0045(17) 0.0140(16) 0.0044(17) C5 0.034(2) 0.060(2) 0.048(2) 0.0085(18) 0.0099(16) -0.0005(17) C14 0.038(2) 0.050(2) 0.055(2) -0.0035(17) 0.0153(17) -0.0065(16) C9 0.040(2) 0.053(2) 0.047(2) -0.0017(17) 0.0117(16) -0.0047(17) C41 0.042(2) 0.069(3) 0.056(2) 0.0042(19) 0.0240(18) 0.0113(19) C42 0.048(2) 0.056(2) 0.053(2) 0.0024(18) 0.0214(18) 0.0112(18) C11 0.0331(19) 0.0479(19) 0.0428(18) 0.0034(16) 0.0107(15) 0.0016(16) F1 0.0762(19) 0.130(2) 0.108(2) -0.0107(18) 0.0244(16) 0.0458(18) C33 0.041(2) 0.065(2) 0.052(2) 0.0034(19) 0.0105(17) 0.0044(19) C43 0.059(3) 0.061(2) 0.055(2) -0.005(2) 0.029(2) -0.001(2) C18 0.038(2) 0.054(2) 0.065(2) -0.0012(19) 0.0222(18) -0.0042(17) C29 0.034(2) 0.066(2) 0.053(2) -0.0101(19) 0.0105(17) 0.0000(18) C39 0.057(3) 0.056(2) 0.072(3) 0.009(2) 0.030(2) 0.014(2) C15 0.038(2) 0.067(2) 0.058(2) -0.0072(19) 0.0189(18) -0.0025(18) C6 0.035(2) 0.077(3) 0.060(2) 0.002(2) 0.0144(19) 0.000(2) C27 0.044(3) 0.075(3) 0.063(2) -0.014(2) 0.017(2) -0.012(2) C48 0.062(3) 0.085(3) 0.057(2) -0.008(2) 0.025(2) -0.009(2) O8 0.0460(18) 0.142(3) 0.0645(19) -0.014(2) 0.0047(14) -0.0023(18) C34 0.037(2) 0.051(2) 0.0457(19) -0.0036(17) 0.0137(16) 0.0055(16) C19 0.051(2) 0.050(2) 0.057(2) 0.0009(18) 0.0243(19) 0.0008(18) C16 0.042(2) 0.051(2) 0.054(2) -0.0015(18) 0.0151(17) 0.0008(17) C47 0.061(3) 0.090(3) 0.069(3) -0.026(3) 0.034(2) -0.028(3) C24 0.054(2) 0.059(2) 0.059(2) -0.001(2) 0.024(2) 0.0028(19) C20 0.057(3) 0.085(3) 0.063(2) -0.006(2) 0.022(2) 0.011(2) C23 0.076(3) 0.054(2) 0.059(2) -0.006(2) 0.030(2) -0.005(2) O3 0.055(2) 0.144(3) 0.087(2) 0.050(2) 0.0001(17) 0.001(2) C45 0.078(3) 0.063(3) 0.069(3) 0.000(2) 0.037(2) -0.005(2) C22 0.080(3) 0.064(3) 0.071(3) 0.002(2) 0.041(3) 0.017(2) C2 0.084(3) 0.063(3) 0.106(4) 0.012(3) 0.054(3) 0.024(3) C44 0.064(3) 0.056(2) 0.067(3) -0.003(2) 0.030(2) -0.005(2) O5 0.053(2) 0.119(3) 0.163(4) 0.023(3) 0.008(2) -0.028(2) C30 0.046(3) 0.083(3) 0.074(3) -0.005(3) 0.007(2) 0.001(2) C26 0.085(4) 0.066(3) 0.118(4) -0.009(3) 0.048(3) -0.026(3) O7 0.053(2) 0.215(5) 0.124(3) -0.042(3) 0.019(2) 0.032(3) C21 0.061(3) 0.084(3) 0.068(3) 0.005(2) 0.026(2) 0.024(2) C46 0.092(4) 0.069(3) 0.075(3) -0.015(3) 0.050(3) -0.027(3) C31 0.054(3) 0.120(4) 0.079(3) -0.003(3) -0.008(2) -0.006(3) C7 0.043(3) 0.127(4) 0.112(4) -0.025(4) 0.014(3) -0.022(3) C1 0.106(5) 0.067(3) 0.160(6) -0.023(3) 0.037(4) 0.012(3) C8 0.089(5) 0.132(5) 0.214(8) -0.069(5) 0.077(5) -0.046(4) C25 0.118(5) 0.078(4) 0.154(6) 0.024(4) 0.042(4) -0.001(4) C32 0.121(5) 0.183(7) 0.077(4) -0.008(4) -0.008(3) 0.000(5) _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 O1 C3 1.328(4) . ? O1 C2 1.454(5) . ? F3 C23 1.346(5) . ? O6 C27 1.298(5) . ? O6 C26 1.448(5) . ? F2 C22 1.348(4) . ? C4 C12 1.382(5) . ? C4 C5 1.390(5) . ? C4 C3 1.496(5) . ? F4 C45 1.347(5) . ? O2 C3 1.196(4) . ? C36 C28 1.382(5) . ? C36 C35 1.389(5) . ? C13 C18 1.389(5) . ? C13 C14 1.389(5) . ? C13 C10 1.492(5) . ? F5 C46 1.356(5) . ? C35 C34 1.406(5) . ? C35 C11 1.496(5) . ? C28 C29 1.391(5) . ? C28 C27 1.496(5) . ? C12 C11 1.396(5) . ? C10 C9 1.395(4) . ? C10 C11 1.400(5) . ? C38 C39 1.371(5) . ? C38 C37 1.387(5) . ? F6 C47 1.351(5) . ? C17 C18 1.388(5) . ? C17 C16 1.389(5) . ? O4 C6 1.313(5) . ? O4 C7 1.454(5) . ? C40 C39 1.388(5) . ? C40 C41 1.397(5) . ? C40 C43 1.484(5) . ? C37 C42 1.387(5) . ? C37 C34 1.488(5) . ? C5 C9 1.392(5) . ? C5 C6 1.504(5) . ? C14 C15 1.384(5) . ? C41 C42 1.381(5) . ? F1 C21 1.354(5) . ? C33 C29 1.380(5) . ? C33 C34 1.405(5) . ? C43 C44 1.393(5) . ? C43 C48 1.395(5) . ? C29 C30 1.501(5) . ? C15 C16 1.379(5) . ? C6 O3 1.190(5) . ? C27 O5 1.196(5) . ? C48 C47 1.379(6) . ? O8 C30 1.289(5) . ? O8 C31 1.477(5) . ? C19 C24 1.382(5) . ? C19 C20 1.388(5) . ? C19 C16 1.497(5) . ? C47 C46 1.370(6) . ? C24 C23 1.373(5) . ? C20 C21 1.375(6) . ? C23 C22 1.369(6) . ? C45 C44 1.367(5) . ? C45 C46 1.367(6) . ? C22 C21 1.368(6) . ? C2 C1 1.481(7) . ? C30 O7 1.198(5) . ? C26 C25 1.456(7) . ? C31 C32 1.474(7) . ? C7 C8 1.496(7) . ? 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 C3 O1 C2 116.5(3) . . ? C27 O6 C26 118.8(4) . . ? C12 C4 C5 118.7(3) . . ? C12 C4 C3 121.0(3) . . ? C5 C4 C3 120.1(3) . . ? C28 C36 C35 122.6(3) . . ? C18 C13 C14 117.4(3) . . ? C18 C13 C10 119.8(3) . . ? C14 C13 C10 122.4(3) . . ? C36 C35 C34 119.0(3) . . ? C36 C35 C11 117.9(3) . . ? C34 C35 C11 123.1(3) . . ? C36 C28 C29 119.0(3) . . ? C36 C28 C27 120.6(3) . . ? C29 C28 C27 120.4(3) . . ? C4 C12 C11 122.5(3) . . ? C9 C10 C11 118.2(3) . . ? C9 C10 C13 116.8(3) . . ? C11 C10 C13 125.0(3) . . ? C39 C38 C37 121.1(4) . . ? C18 C17 C16 120.1(3) . . ? C6 O4 C7 116.7(4) . . ? O2 C3 O1 124.0(4) . . ? O2 C3 C4 125.4(4) . . ? O1 C3 C4 110.6(3) . . ? C39 C40 C41 117.2(3) . . ? C39 C40 C43 121.5(3) . . ? C41 C40 C43 121.4(3) . . ? C38 C37 C42 117.8(3) . . ? C38 C37 C34 119.8(3) . . ? C42 C37 C34 122.3(3) . . ? C4 C5 C9 119.3(3) . . ? C4 C5 C6 123.7(3) . . ? C9 C5 C6 116.9(3) . . ? C15 C14 C13 121.0(3) . . ? C5 C9 C10 122.3(3) . . ? C42 C41 C40 121.1(3) . . ? C41 C42 C37 121.1(3) . . ? C12 C11 C10 119.0(3) . . ? C12 C11 C35 116.9(3) . . ? C10 C11 C35 124.1(3) . . ? C29 C33 C34 123.1(4) . . ? C44 C43 C48 118.7(4) . . ? C44 C43 C40 120.0(4) . . ? C48 C43 C40 121.2(4) . . ? C17 C18 C13 121.7(3) . . ? C33 C29 C28 118.7(3) . . ? C33 C29 C30 117.5(4) . . ? C28 C29 C30 123.5(4) . . ? C38 C39 C40 121.7(4) . . ? C16 C15 C14 121.3(3) . . ? O3 C6 O4 124.3(4) . . ? O3 C6 C5 125.0(4) . . ? O4 C6 C5 110.7(4) . . ? O5 C27 O6 123.2(4) . . ? O5 C27 C28 123.2(4) . . ? O6 C27 C28 113.6(3) . . ? C47 C48 C43 119.7(4) . . ? C30 O8 C31 115.7(4) . . ? C33 C34 C35 117.4(3) . . ? C33 C34 C37 118.0(3) . . ? C35 C34 C37 124.5(3) . . ? C24 C19 C20 119.1(4) . . ? C24 C19 C16 120.2(3) . . ? C20 C19 C16 120.8(3) . . ? C15 C16 C17 118.4(3) . . ? C15 C16 C19 122.2(3) . . ? C17 C16 C19 119.4(3) . . ? F6 C47 C46 119.2(4) . . ? F6 C47 C48 119.7(5) . . ? C46 C47 C48 121.1(4) . . ? C23 C24 C19 120.0(4) . . ? C21 C20 C19 119.3(4) . . ? F3 C23 C22 118.3(4) . . ? F3 C23 C24 120.2(4) . . ? C22 C23 C24 121.5(4) . . ? F4 C45 C44 120.6(4) . . ? F4 C45 C46 117.8(4) . . ? C44 C45 C46 121.5(4) . . ? F2 C22 C21 120.8(4) . . ? F2 C22 C23 121.0(4) . . ? C21 C22 C23 118.2(4) . . ? O1 C2 C1 107.4(4) . . ? C45 C44 C43 119.9(4) . . ? O7 C30 O8 123.9(4) . . ? O7 C30 C29 123.0(4) . . ? O8 C30 C29 112.8(4) . . ? O6 C26 C25 107.7(4) . . ? F1 C21 C22 117.8(4) . . ? F1 C21 C20 120.3(4) . . ? C22 C21 C20 121.9(4) . . ? F5 C46 C45 121.6(5) . . ? F5 C46 C47 119.4(4) . . ? C45 C46 C47 119.0(4) . . ? C32 C31 O8 108.2(5) . . ? O4 C7 C8 106.7(5) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.310 _refine_diff_density_min -0.230 _refine_diff_density_rms 0.041