Supplementary Material (ESI) for New Journal of Chemistry This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique, 2011 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Blockhuys, Frank' _publ_contact_author_email Frank.Blockhuys@ua.ac.be _publ_section_title ; Asymmetrically Substituted Distyrylbenzenes and Their Polar Crystal Structures ; loop_ _publ_author_name A.Collas 'R.De Borger' T.Amanova 'C.Vande Velde' J.Baeke ; R.Dommisse ; 'C.Van Alsenoy' F.Blockhuys data_new _database_code_depnum_ccdc_archive 'CCDC 760975' #TrackingRef 'web_deposit_cif_file_0_FrankBlockhuys_1290703111.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; E,E-1-[2-(4-nitrophenyl)ethenyl]-4-[2-(3,4,5-trimethoxyphenyl)ethenyl]benzene ; _chemical_name_common ;E,E-1-(2-(4-nitrophenyl)ethenyl)-4-(2-(3,4,5- trimethoxyphenyl)ethenyl)benzene ; _chemical_melting_point 453 _chemical_formula_moiety 'C25 H23 N O5' _chemical_formula_sum 'C25 H23 N O5' _chemical_formula_weight 417.44 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' N N 0.0061 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 monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.856(2) _cell_length_b 7.767(2) _cell_length_c 17.596(6) _cell_angle_alpha 90.00 _cell_angle_beta 95.93(2) _cell_angle_gamma 90.00 _cell_volume 1067.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 302(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 7.48 _cell_measurement_theta_max 17.49 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.298 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440 _exptl_absorpt_coefficient_mu 0.091 _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 302(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 'Enraf Nonius CAD4' _diffrn_measurement_method '\w/2\t scans' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 5 _diffrn_reflns_number 4025 _diffrn_reflns_av_R_equivalents 0.0427 _diffrn_reflns_av_sigmaI/netI 0.0465 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.33 _reflns_number_total 2105 _reflns_number_gt 1178 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0621P)^2^+0.0771P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 10(10) _refine_ls_number_reflns 2105 _refine_ls_number_parameters 278 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1057 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1356 _refine_ls_wR_factor_gt 0.1091 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.048 _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 C1 C 0.7650(6) 0.8044(6) -0.0187(2) 0.0765(12) Uani 1 1 d . . . C2 C 0.9211(7) 0.8812(7) 0.0054(3) 0.0912(14) Uani 1 1 d . . . H2 H 0.9351 0.9347 0.0530 0.109 Uiso 1 1 calc R . . C3 C 1.0544(6) 0.8803(7) -0.0386(3) 0.0904(14) Uani 1 1 d . . . H3 H 1.1572 0.9340 -0.0216 0.109 Uiso 1 1 calc R . . C4 C 1.0346(6) 0.7987(6) -0.1084(2) 0.0771(12) Uani 1 1 d . . . C5 C 0.8840(6) 0.7237(7) -0.1348(2) 0.0840(13) Uani 1 1 d . . . H5 H 0.8722 0.6704 -0.1823 0.101 Uiso 1 1 calc R . . C6 C 0.7499(6) 0.7268(6) -0.0912(2) 0.0829(13) Uani 1 1 d . . . H6 H 0.6465 0.6765 -0.1099 0.099 Uiso 1 1 calc R . . C7 C 0.6229(6) 0.7939(7) 0.0285(3) 0.0837(13) Uani 1 1 d . . . H7 H 0.5212 0.7490 0.0048 0.100 Uiso 1 1 calc R . . C8 C 0.6204(6) 0.8401(6) 0.1006(3) 0.0821(13) Uani 1 1 d . . . H8 H 0.7198 0.8910 0.1236 0.099 Uiso 1 1 calc R . . C11 C 0.4820(6) 0.8213(6) 0.1480(2) 0.0818(12) Uani 1 1 d . A . C12 C 0.3316(7) 0.7371(8) 0.1237(4) 0.1069(12) Uani 1 1 d . . . H12 H 0.3149 0.6936 0.0742 0.128 Uiso 1 1 calc R . . C13 C 0.2029(7) 0.7167(8) 0.1732(4) 0.1069(12) Uani 1 1 d . A . H13 H 0.1014 0.6611 0.1559 0.128 Uiso 1 1 calc R . . C14 C 0.2266(8) 0.7797(7) 0.2483(3) 0.1081(18) Uani 1 1 d D . . C15 C 0.3732(8) 0.8660(7) 0.2700(3) 0.1005(11) Uani 1 1 d . A . H15 H 0.3897 0.9136 0.3187 0.121 Uiso 1 1 calc R . . C16 C 0.4970(7) 0.8844(7) 0.2218(3) 0.1005(11) Uani 1 1 d . . . H16 H 0.5968 0.9426 0.2395 0.121 Uiso 1 1 calc R A . C17 C 0.1194(9) 0.7558(9) 0.3126(4) 0.0759(19) Uani 0.639(6) 1 d PD A 1 H17 H 0.1605 0.7967 0.3607 0.091 Uiso 0.639(6) 1 calc PR A 1 C18 C -0.0287(8) 0.6804(9) 0.3043(4) 0.0721(18) Uani 0.639(6) 1 d PD A 1 H18 H -0.0748 0.6500 0.2554 0.087 Uiso 0.639(6) 1 calc PR A 1 C18B C 0.0435(19) 0.7249(19) 0.3442(7) 0.0721(18) Uani 0.361(6) 1 d PD A 2 H18B H 0.1292 0.7750 0.3774 0.087 Uiso 0.361(6) 1 calc PR A 2 C17B C 0.045(2) 0.7132(19) 0.2697(7) 0.0759(19) Uani 0.361(6) 1 d PD A 2 H17B H -0.0436 0.6731 0.2354 0.091 Uiso 0.361(6) 1 calc PR A 2 C21 C -0.1274(8) 0.6406(7) 0.3691(4) 0.1028(18) Uani 1 1 d D . . C26 C -0.2768(7) 0.5567(7) 0.3452(3) 0.0978(16) Uani 1 1 d . A . H26 H -0.3070 0.5403 0.2932 0.117 Uiso 1 1 calc R . . C25 C -0.3830(6) 0.4964(6) 0.3966(3) 0.0826(13) Uani 1 1 d . . . C24 C -0.3396(5) 0.5168(5) 0.4746(3) 0.0730(11) Uani 1 1 d . A . C23 C -0.1926(5) 0.6020(6) 0.5000(3) 0.0761(11) Uani 1 1 d . . . C22 C -0.0849(6) 0.6636(6) 0.4474(4) 0.0937(15) Uani 1 1 d . A . H22 H 0.0158 0.7204 0.4648 0.112 Uiso 1 1 calc R . . C50 C -0.5704(9) 0.3581(9) 0.2994(3) 0.130(2) Uani 1 1 d . . . H50A H -0.5661 0.4564 0.2666 0.196 Uiso 1 1 calc R A . H50B H -0.6830 0.3088 0.2928 0.196 Uiso 1 1 calc R . . H50C H -0.4883 0.2741 0.2867 0.196 Uiso 1 1 calc R . . C40 C -0.6017(6) 0.5189(7) 0.5320(3) 0.0962(15) Uani 1 1 d . A . H40A H -0.5878 0.6388 0.5444 0.144 Uiso 1 1 calc R . . H40B H -0.6569 0.4619 0.5712 0.144 Uiso 1 1 calc R . . H40C H -0.6707 0.5072 0.4839 0.144 Uiso 1 1 calc R . . C30 C -0.0110(7) 0.6948(11) 0.6091(4) 0.138(2) Uani 1 1 d . . . H30A H 0.0860 0.6359 0.5926 0.207 Uiso 1 1 calc R A . H30B H -0.0048 0.6919 0.6639 0.207 Uiso 1 1 calc R . . H30C H -0.0111 0.8123 0.5921 0.207 Uiso 1 1 calc R . . N1 N 1.1801(6) 0.7896(7) -0.1535(3) 0.0997(13) Uani 1 1 d . . . O2 O 1.3082(6) 0.8663(9) -0.1322(3) 0.164(2) Uani 1 1 d . . . O1 O 1.1677(5) 0.7023(7) -0.2102(2) 0.1399(16) Uani 1 1 d . . . O25 O -0.5316(4) 0.4099(5) 0.37669(18) 0.1034(11) Uani 1 1 d . A . O24 O -0.4370(4) 0.4425(4) 0.52663(16) 0.0820(8) Uani 1 1 d . . . O23 O -0.1617(4) 0.6137(4) 0.5781(2) 0.0923(9) Uani 1 1 d . A . 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 0.093(3) 0.066(3) 0.070(3) 0.002(2) 0.005(2) 0.002(3) C2 0.109(4) 0.083(3) 0.081(3) -0.021(3) 0.009(3) -0.008(3) C3 0.102(4) 0.085(4) 0.084(3) -0.009(3) 0.009(3) -0.011(3) C4 0.092(3) 0.069(3) 0.070(3) 0.007(2) 0.006(3) 0.003(3) C5 0.105(3) 0.087(3) 0.059(2) -0.001(2) 0.003(3) 0.009(3) C6 0.095(3) 0.083(3) 0.070(3) -0.001(2) 0.002(2) -0.005(3) C7 0.090(3) 0.081(3) 0.079(3) -0.001(3) 0.008(2) -0.005(3) C8 0.107(4) 0.069(3) 0.069(3) 0.003(2) 0.005(2) -0.011(3) C11 0.101(3) 0.068(3) 0.080(3) 0.004(2) 0.028(3) -0.005(3) C12 0.116(3) 0.082(2) 0.125(3) 0.013(2) 0.029(2) -0.016(2) C13 0.116(3) 0.082(2) 0.125(3) 0.013(2) 0.029(2) -0.016(2) C14 0.132(4) 0.074(3) 0.129(4) 0.031(4) 0.063(4) 0.020(3) C15 0.137(3) 0.084(2) 0.086(2) 0.007(2) 0.036(2) 0.004(2) C16 0.137(3) 0.084(2) 0.086(2) 0.007(2) 0.036(2) 0.004(2) C17 0.098(6) 0.063(4) 0.067(5) -0.001(4) 0.010(4) -0.008(4) C18 0.079(5) 0.066(4) 0.070(5) 0.008(4) -0.002(3) -0.008(4) C18B 0.079(5) 0.066(4) 0.070(5) 0.008(4) -0.002(3) -0.008(4) C17B 0.098(6) 0.063(4) 0.067(5) -0.001(4) 0.010(4) -0.008(4) C21 0.120(4) 0.072(4) 0.126(5) 0.041(3) 0.054(4) 0.034(3) C26 0.120(4) 0.079(4) 0.101(4) 0.019(3) 0.039(3) 0.020(3) C25 0.090(3) 0.075(3) 0.084(3) 0.005(3) 0.009(3) 0.013(3) C24 0.076(3) 0.056(2) 0.089(3) 0.009(2) 0.019(2) 0.008(2) C23 0.077(3) 0.050(2) 0.100(3) 0.004(2) 0.008(3) 0.004(2) C22 0.076(3) 0.058(3) 0.152(5) 0.012(3) 0.035(3) 0.001(2) C50 0.178(6) 0.113(5) 0.094(4) -0.018(3) -0.015(4) 0.020(4) C40 0.087(3) 0.082(3) 0.125(4) -0.008(3) 0.034(3) -0.010(3) C30 0.110(4) 0.137(6) 0.161(6) -0.024(5) -0.012(4) -0.039(4) N1 0.097(3) 0.121(4) 0.082(3) 0.006(3) 0.013(3) 0.012(3) O2 0.116(3) 0.242(7) 0.139(4) -0.038(4) 0.039(3) -0.033(4) O1 0.147(3) 0.180(4) 0.097(3) -0.024(3) 0.033(2) 0.017(3) O25 0.111(2) 0.105(3) 0.092(2) -0.010(2) 0.0010(18) -0.004(2) O24 0.0833(18) 0.0731(18) 0.092(2) 0.0102(16) 0.0200(15) -0.0054(17) O23 0.087(2) 0.077(2) 0.110(2) -0.003(2) 0.0005(17) -0.0083(18) _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 1.390(6) . ? C1 C6 1.405(6) . ? C1 C7 1.462(6) . ? C2 C3 1.366(5) . ? C2 H2 0.9300 . ? C3 C4 1.377(6) . ? C3 H3 0.9300 . ? C4 C5 1.357(6) . ? C4 N1 1.459(6) . ? C5 C6 1.366(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.319(6) . ? C7 H7 0.9300 . ? C8 C11 1.445(6) . ? C8 H8 0.9300 . ? C11 C12 1.380(7) . ? C11 C16 1.382(6) . ? C12 C13 1.410(7) . ? C12 H12 0.9300 . ? C13 C14 1.404(8) . ? C13 H13 0.9300 . ? C14 C15 1.353(8) . ? C14 C17 1.489(8) . ? C14 C17B 1.595(16) . ? C15 C16 1.362(7) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.297(8) . ? C17 H17 0.9300 . ? C18 C21 1.477(8) . ? C18 H18 0.9300 . ? C18B C17B 1.315(14) . ? C18B C21 1.596(16) . ? C18B H18B 0.9300 . ? C17B H17B 0.9300 . ? C21 C26 1.370(7) . ? C21 C22 1.394(7) . ? C26 C25 1.376(6) . ? C26 H26 0.9300 . ? C25 O25 1.361(5) . ? C25 C24 1.388(6) . ? C24 C23 1.365(6) . ? C24 O24 1.379(5) . ? C23 O23 1.373(5) . ? C23 C22 1.402(6) . ? C22 H22 0.9300 . ? C50 O25 1.420(6) . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C40 O24 1.436(5) . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C30 O23 1.401(6) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? N1 O2 1.196(6) . ? N1 O1 1.201(6) . ? 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 116.8(4) . . ? C2 C1 C7 123.5(4) . . ? C6 C1 C7 119.6(4) . . ? C3 C2 C1 121.9(4) . . ? C3 C2 H2 119.0 . . ? C1 C2 H2 119.0 . . ? C2 C3 C4 119.1(5) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C5 C4 C3 121.1(4) . . ? C5 C4 N1 119.8(4) . . ? C3 C4 N1 119.1(5) . . ? C4 C5 C6 119.8(4) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C1 121.3(5) . . ? C5 C6 H6 119.4 . . ? C1 C6 H6 119.4 . . ? C8 C7 C1 128.3(4) . . ? C8 C7 H7 115.9 . . ? C1 C7 H7 115.9 . . ? C7 C8 C11 127.9(4) . . ? C7 C8 H8 116.0 . . ? C11 C8 H8 116.0 . . ? C12 C11 C16 116.6(5) . . ? C12 C11 C8 122.7(4) . . ? C16 C11 C8 120.7(5) . . ? C11 C12 C13 120.5(6) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C14 C13 C12 120.6(6) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C15 C14 C13 117.6(5) . . ? C15 C14 C17 112.3(6) . . ? C13 C14 C17 129.9(6) . . ? C15 C14 C17B 148.0(7) . . ? C13 C14 C17B 94.3(7) . . ? C14 C15 C16 121.3(5) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C15 C16 C11 123.4(6) . . ? C15 C16 H16 118.3 . . ? C11 C16 H16 118.3 . . ? C18 C17 C14 122.9(7) . . ? C18 C17 H17 118.6 . . ? C14 C17 H17 118.6 . . ? C17 C18 C21 123.0(8) . . ? C17 C18 H18 118.5 . . ? C21 C18 H18 118.5 . . ? C17B C18B C21 110.0(13) . . ? C17B C18B H18B 125.0 . . ? C21 C18B H18B 125.0 . . ? C18B C17B C14 108.4(12) . . ? C18B C17B H17B 125.8 . . ? C14 C17B H17B 125.8 . . ? C26 C21 C22 118.4(5) . . ? C26 C21 C18 111.3(6) . . ? C22 C21 C18 130.1(6) . . ? C26 C21 C18B 146.0(7) . . ? C22 C21 C18B 95.6(7) . . ? C21 C26 C25 121.2(5) . . ? C21 C26 H26 119.4 . . ? C25 C26 H26 119.4 . . ? O25 C25 C26 124.1(5) . . ? O25 C25 C24 115.4(4) . . ? C26 C25 C24 120.5(5) . . ? C23 C24 O24 119.6(4) . . ? C23 C24 C25 119.5(4) . . ? O24 C24 C25 120.8(4) . . ? C24 C23 O23 114.6(4) . . ? C24 C23 C22 119.8(5) . . ? O23 C23 C22 125.6(4) . . ? C21 C22 C23 120.6(5) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? O25 C50 H50A 109.5 . . ? O25 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? O25 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? O24 C40 H40A 109.5 . . ? O24 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? O24 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O23 C30 H30A 109.5 . . ? O23 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? O23 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O2 N1 O1 122.3(5) . . ? O2 N1 C4 119.0(5) . . ? O1 N1 C4 118.6(5) . . ? C25 O25 C50 118.7(4) . . ? C24 O24 C40 115.9(3) . . ? C23 O23 C30 118.3(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.6(7) . . . . ? C7 C1 C2 C3 176.3(5) . . . . ? C1 C2 C3 C4 -1.0(8) . . . . ? C2 C3 C4 C5 1.7(7) . . . . ? C2 C3 C4 N1 -176.6(5) . . . . ? C3 C4 C5 C6 -0.8(7) . . . . ? N1 C4 C5 C6 177.6(4) . . . . ? C4 C5 C6 C1 -0.9(7) . . . . ? C2 C1 C6 C5 1.6(7) . . . . ? C7 C1 C6 C5 -175.5(5) . . . . ? C2 C1 C7 C8 -5.6(8) . . . . ? C6 C1 C7 C8 171.3(5) . . . . ? C1 C7 C8 C11 -176.5(5) . . . . ? C7 C8 C11 C12 4.8(8) . . . . ? C7 C8 C11 C16 -176.8(5) . . . . ? C16 C11 C12 C13 -0.8(8) . . . . ? C8 C11 C12 C13 177.7(5) . . . . ? C11 C12 C13 C14 -0.8(8) . . . . ? C12 C13 C14 C15 2.7(8) . . . . ? C12 C13 C14 C17 -172.1(6) . . . . ? C12 C13 C14 C17B -179.1(7) . . . . ? C13 C14 C15 C16 -2.9(8) . . . . ? C17 C14 C15 C16 172.7(5) . . . . ? C17B C14 C15 C16 -179.7(11) . . . . ? C14 C15 C16 C11 1.4(8) . . . . ? C12 C11 C16 C15 0.6(8) . . . . ? C8 C11 C16 C15 -177.9(5) . . . . ? C15 C14 C17 C18 178.2(6) . . . . ? C13 C14 C17 C18 -6.8(11) . . . . ? C17B C14 C17 C18 5.0(10) . . . . ? C14 C17 C18 C21 173.6(6) . . . . ? C21 C18B C17B C14 -173.8(8) . . . . ? C15 C14 C17B C18B -15(2) . . . . ? C13 C14 C17B C18B 167.7(11) . . . . ? C17 C14 C17B C18B -3.2(9) . . . . ? C17 C18 C21 C26 -178.3(7) . . . . ? C17 C18 C21 C22 -3.7(11) . . . . ? C17 C18 C21 C18B 1.1(10) . . . . ? C17B C18B C21 C26 1.2(19) . . . . ? C17B C18B C21 C22 176.5(11) . . . . ? C17B C18B C21 C18 0.1(9) . . . . ? C22 C21 C26 C25 0.0(7) . . . . ? C18 C21 C26 C25 175.4(5) . . . . ? C18B C21 C26 C25 174.7(10) . . . . ? C21 C26 C25 O25 -179.0(5) . . . . ? C21 C26 C25 C24 -1.1(7) . . . . ? O25 C25 C24 C23 -180.0(4) . . . . ? C26 C25 C24 C23 2.0(7) . . . . ? O25 C25 C24 O24 4.3(6) . . . . ? C26 C25 C24 O24 -173.8(4) . . . . ? O24 C24 C23 O23 -3.8(6) . . . . ? C25 C24 C23 O23 -179.6(4) . . . . ? O24 C24 C23 C22 174.0(4) . . . . ? C25 C24 C23 C22 -1.8(6) . . . . ? C26 C21 C22 C23 0.1(7) . . . . ? C18 C21 C22 C23 -174.2(5) . . . . ? C18B C21 C22 C23 -176.9(6) . . . . ? C24 C23 C22 C21 0.8(6) . . . . ? O23 C23 C22 C21 178.3(5) . . . . ? C5 C4 N1 O2 174.9(5) . . . . ? C3 C4 N1 O2 -6.7(7) . . . . ? C5 C4 N1 O1 -6.5(7) . . . . ? C3 C4 N1 O1 171.9(5) . . . . ? C26 C25 O25 C50 8.6(7) . . . . ? C24 C25 O25 C50 -169.4(5) . . . . ? C23 C24 O24 C40 112.6(4) . . . . ? C25 C24 O24 C40 -71.7(5) . . . . ? C24 C23 O23 C30 178.2(5) . . . . ? C22 C23 O23 C30 0.5(7) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.127 _refine_diff_density_min -0.115 _refine_diff_density_rms 0.028 data_new _database_code_depnum_ccdc_archive 'CCDC 760976' #TrackingRef 'web_deposit_cif_file_0_FrankBlockhuys_1290781249.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (E,E)-1-[2-(4-nitrophenyl)ethenyl]-4-[2-(3,4,5-trimethoxyphenyl)ethenyl]benzene ; _chemical_name_common ;(E,E)-1-(2-(4-nitrophenyl)ethenyl)-4-(2-(3,4,5- trimethoxyphenyl)ethenyl)benzene ; _chemical_melting_point ? _chemical_formula_moiety 'C25 H23 N O5' _chemical_formula_sum 'C25 H23 N O5' _chemical_formula_weight 417.44 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.221(2) _cell_length_b 15.239(3) _cell_length_c 15.762(4) _cell_angle_alpha 117.42(2) _cell_angle_beta 92.26(2) _cell_angle_gamma 93.52(2) _cell_volume 2168.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 300(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 7.49 _cell_measurement_theta_max 17.67 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.278 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.089 _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 300(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 'Enraf Nonius CAD4' _diffrn_measurement_method '\w/2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 5 _diffrn_reflns_number 8388 _diffrn_reflns_av_R_equivalents 0.2356 _diffrn_reflns_av_sigmaI/netI 0.1082 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 25.32 _reflns_number_total 7906 _reflns_number_gt 3340 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0851P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7906 _refine_ls_number_parameters 565 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1854 _refine_ls_R_factor_gt 0.0610 _refine_ls_wR_factor_ref 0.1858 _refine_ls_wR_factor_gt 0.1414 _refine_ls_goodness_of_fit_ref 0.978 _refine_ls_restrained_S_all 0.978 _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 0.3736(3) -0.0622(2) -0.1214(3) 0.0616(9) Uani 1 1 d . . . C2 C 0.3170(3) -0.1116(3) -0.0749(3) 0.0661(10) Uani 1 1 d . . . H2 H 0.2889 -0.0751 -0.0139 0.079 Uiso 1 1 calc R . . C3 C 0.3018(3) -0.2138(3) -0.1177(3) 0.0668(10) Uani 1 1 d . . . H3 H 0.2628 -0.2464 -0.0864 0.080 Uiso 1 1 calc R . . C4 C 0.3448(3) -0.2666(2) -0.2069(3) 0.0619(9) Uani 1 1 d . . . C5 C 0.4012(4) -0.2201(3) -0.2537(3) 0.0873(12) Uani 1 1 d . . . H5 H 0.4296 -0.2569 -0.3145 0.105 Uiso 1 1 calc R . . C6 C 0.4159(4) -0.1187(3) -0.2109(3) 0.0845(12) Uani 1 1 d . . . H6 H 0.4555 -0.0872 -0.2429 0.101 Uiso 1 1 calc R . . C7 C 0.3915(4) 0.0467(3) -0.0804(3) 0.0727(10) Uani 1 1 d . . . H7 H 0.4364 0.0706 -0.1168 0.087 Uiso 1 1 calc R . . C8 C 0.3535(3) 0.1135(3) -0.0010(3) 0.0699(10) Uani 1 1 d . . . H8 H 0.3061 0.0906 0.0351 0.084 Uiso 1 1 calc R . . C11 C 0.3771(3) 0.2220(2) 0.0388(3) 0.0618(9) Uani 1 1 d . . . C12 C 0.4506(4) 0.2674(3) -0.0045(3) 0.0736(10) Uani 1 1 d . . . H12 H 0.4849 0.2284 -0.0626 0.088 Uiso 1 1 calc R . . C13 C 0.4740(4) 0.3697(3) 0.0371(3) 0.0743(11) Uani 1 1 d . . . H13 H 0.5241 0.3979 0.0064 0.089 Uiso 1 1 calc R . . C14 C 0.4246(3) 0.4308(2) 0.1229(3) 0.0631(9) Uani 1 1 d . . . C15 C 0.3507(3) 0.3854(3) 0.1658(3) 0.0694(10) Uani 1 1 d . . . H15 H 0.3159 0.4241 0.2238 0.083 Uiso 1 1 calc R . . C16 C 0.3279(4) 0.2837(3) 0.1237(3) 0.0710(10) Uani 1 1 d . . . H16 H 0.2769 0.2556 0.1541 0.085 Uiso 1 1 calc R . . C17 C 0.4537(4) 0.5390(3) 0.1638(3) 0.0694(10) Uani 1 1 d . . . H17 H 0.5255 0.5609 0.1418 0.083 Uiso 1 1 calc R . . C18 C 0.3889(4) 0.6079(2) 0.2281(3) 0.0658(10) Uani 1 1 d . . . H18 H 0.3209 0.5862 0.2534 0.079 Uiso 1 1 calc R . . C21 C 0.4132(4) 0.7170(2) 0.2645(2) 0.0602(9) Uani 1 1 d . . . C22 C 0.5312(4) 0.7594(2) 0.2545(2) 0.0645(10) Uani 1 1 d . . . H22 H 0.6001 0.7205 0.2286 0.077 Uiso 1 1 calc R . . C23 C 0.5458(3) 0.8611(2) 0.2836(2) 0.0590(9) Uani 1 1 d . . . C24 C 0.4426(3) 0.9190(2) 0.3223(2) 0.0551(8) Uani 1 1 d . . . C25 C 0.3264(3) 0.8757(2) 0.3335(2) 0.0583(9) Uani 1 1 d . . . C26 C 0.3115(3) 0.7745(2) 0.3064(2) 0.0597(9) Uani 1 1 d . . . H26 H 0.2344 0.7460 0.3164 0.072 Uiso 1 1 calc R . . C30 C 0.7682(4) 0.8582(3) 0.2406(3) 0.0966(14) Uani 1 1 d . . . H30A H 0.7985 0.8330 0.2828 0.145 Uiso 1 1 calc R . . H30B H 0.8369 0.9019 0.2368 0.145 Uiso 1 1 calc R . . H30C H 0.7449 0.8039 0.1779 0.145 Uiso 1 1 calc R . . C40 C 0.4968(5) 1.0832(3) 0.4408(3) 0.0996(14) Uani 1 1 d . . . H40A H 0.4263 1.0860 0.4802 0.149 Uiso 1 1 calc R . . H40B H 0.5198 1.1482 0.4475 0.149 Uiso 1 1 calc R . . H40C H 0.5718 1.0602 0.4605 0.149 Uiso 1 1 calc R . . C50 C 0.1055(4) 0.8992(3) 0.3770(3) 0.0971(14) Uani 1 1 d . . . H50A H 0.0710 0.8522 0.3134 0.146 Uiso 1 1 calc R . . H50B H 0.0490 0.9520 0.4035 0.146 Uiso 1 1 calc R . . H50C H 0.1101 0.8667 0.4165 0.146 Uiso 1 1 calc R . . N1 N 0.3271(4) -0.3750(2) -0.2539(3) 0.0829(10) Uani 1 1 d . . . O1 O 0.3736(4) -0.4211(2) -0.3294(3) 0.1223(12) Uani 1 1 d . . . O2 O 0.2656(3) -0.4152(2) -0.2147(2) 0.1096(10) Uani 1 1 d . . . O23 O 0.6564(2) 0.91115(16) 0.27639(18) 0.0766(7) Uani 1 1 d . . . O24 O 0.4563(2) 1.01721(16) 0.34381(18) 0.0680(7) Uani 1 1 d . . . O25 O 0.2327(3) 0.93866(17) 0.37336(19) 0.0779(7) Uani 1 1 d . . . C91 C 0.0967(4) -0.2858(3) 0.0333(3) 0.0691(10) Uani 1 1 d . . . C92 C -0.0010(4) -0.3290(3) -0.0419(3) 0.0854(12) Uani 1 1 d . . . H92 H -0.0614 -0.2897 -0.0499 0.103 Uiso 1 1 calc R . . C93 C -0.0096(4) -0.4295(3) -0.1047(3) 0.0827(12) Uani 1 1 d . . . H93 H -0.0745 -0.4583 -0.1550 0.099 Uiso 1 1 calc R . . C94 C 0.0801(4) -0.4850(3) -0.0904(3) 0.0681(10) Uani 1 1 d . . . C95 C 0.1734(4) -0.4448(3) -0.0160(3) 0.0802(11) Uani 1 1 d . . . H95 H 0.2313 -0.4849 -0.0067 0.096 Uiso 1 1 calc R . . C96 C 0.1822(4) -0.3461(3) 0.0449(3) 0.0787(11) Uani 1 1 d . . . H96 H 0.2472 -0.3188 0.0952 0.094 Uiso 1 1 calc R . . C97 C 0.1173(4) -0.1779(3) 0.0980(3) 0.0808(11) Uani 1 1 d . . . H97 H 0.1829 -0.1574 0.1476 0.097 Uiso 1 1 calc R . . C98 C 0.0552(4) -0.1098(3) 0.0936(3) 0.0783(11) Uani 1 1 d . . . H98 H -0.0139 -0.1307 0.0465 0.094 Uiso 1 1 calc R . . C911 C 0.0808(4) -0.0012(2) 0.1551(3) 0.0651(10) Uani 1 1 d . . . C912 C 0.1833(4) 0.0426(3) 0.2248(3) 0.0801(11) Uani 1 1 d . . . H912 H 0.2406 0.0028 0.2353 0.096 Uiso 1 1 calc R . . C913 C 0.2025(4) 0.1443(3) 0.2794(3) 0.0776(11) Uani 1 1 d . . . H913 H 0.2727 0.1715 0.3258 0.093 Uiso 1 1 calc R . . C914 C 0.1209(4) 0.2066(2) 0.2671(3) 0.0621(9) Uani 1 1 d . . . C915 C 0.0196(4) 0.1621(3) 0.1954(3) 0.0721(10) Uani 1 1 d . . . H915 H -0.0362 0.2019 0.1836 0.087 Uiso 1 1 calc R . . C916 C -0.0006(4) 0.0608(3) 0.1412(3) 0.0765(11) Uani 1 1 d . . . H916 H -0.0703 0.0335 0.0944 0.092 Uiso 1 1 calc R . . C917 C 0.1459(4) 0.3142(3) 0.3250(3) 0.0727(10) Uani 1 1 d . . . H917 H 0.2262 0.3367 0.3612 0.087 Uiso 1 1 calc R . . C918 C 0.0693(4) 0.3824(3) 0.3323(3) 0.0785(11) Uani 1 1 d . . . H918 H -0.0140 0.3602 0.3007 0.094 Uiso 1 1 calc R . . C921 C 0.1004(4) 0.4909(2) 0.3852(2) 0.0679(10) Uani 1 1 d . . . C922 C 0.2269(4) 0.5324(2) 0.4202(2) 0.0693(10) Uani 1 1 d . . . H922 H 0.2940 0.4914 0.4125 0.083 Uiso 1 1 calc R . . C923 C 0.2550(4) 0.6346(3) 0.4669(2) 0.0630(9) Uani 1 1 d . . . C924 C 0.1557(4) 0.6955(3) 0.4787(3) 0.0684(10) Uani 1 1 d . . . C925 C 0.0288(4) 0.6541(3) 0.4426(3) 0.0749(11) Uani 1 1 d . . . C926 C 0.0018(4) 0.5521(3) 0.3960(3) 0.0785(11) Uani 1 1 d . . . H926 H -0.0836 0.5247 0.3717 0.094 Uiso 1 1 calc R . . C930 C 0.4864(4) 0.6251(3) 0.4801(3) 0.0992(14) Uani 1 1 d . . . H31A H 0.4800 0.5806 0.5078 0.149 Uiso 1 1 calc R . . H31B H 0.5661 0.6683 0.5056 0.149 Uiso 1 1 calc R . . H31C H 0.4872 0.5875 0.4118 0.149 Uiso 1 1 calc R . . C940 C 0.1432(4) 0.8531(3) 0.6113(3) 0.1040(15) Uani 1 1 d . . . H41A H 0.0503 0.8574 0.6053 0.156 Uiso 1 1 calc R . . H41B H 0.1880 0.9186 0.6400 0.156 Uiso 1 1 calc R . . H41C H 0.1611 0.8222 0.6510 0.156 Uiso 1 1 calc R . . C950 C -0.1893(4) 0.6837(4) 0.4149(4) 0.1218(18) Uani 1 1 d . . . H51A H -0.1884 0.6425 0.3470 0.183 Uiso 1 1 calc R . . H51B H -0.2411 0.7381 0.4268 0.183 Uiso 1 1 calc R . . H51C H -0.2267 0.6453 0.4435 0.183 Uiso 1 1 calc R . . N91 N 0.0757(5) -0.5917(3) -0.1575(3) 0.0978(12) Uani 1 1 d . . . O91 O 0.1644(5) -0.6366(3) -0.1491(3) 0.1629(18) Uani 1 1 d . . . O92 O -0.0177(4) -0.6283(2) -0.2178(3) 0.1281(13) Uani 1 1 d . . . O923 O 0.3779(3) 0.68214(17) 0.50252(18) 0.0796(8) Uani 1 1 d . . . O924 O 0.1877(3) 0.79634(17) 0.5201(2) 0.0854(8) Uani 1 1 d . . . O925 O -0.0619(3) 0.7201(2) 0.4543(2) 0.1064(10) 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 0.063(2) 0.052(2) 0.071(3) 0.032(2) -0.0075(19) -0.0011(17) C2 0.067(2) 0.060(2) 0.060(2) 0.0175(19) 0.0039(18) 0.0093(18) C3 0.066(2) 0.065(2) 0.073(3) 0.036(2) -0.001(2) 0.0022(18) C4 0.068(2) 0.050(2) 0.063(2) 0.0234(19) -0.0049(19) 0.0045(17) C5 0.124(4) 0.070(3) 0.065(3) 0.027(2) 0.021(2) 0.011(2) C6 0.121(4) 0.061(3) 0.072(3) 0.031(2) 0.018(2) 0.000(2) C7 0.074(3) 0.071(3) 0.071(3) 0.032(2) -0.004(2) 0.005(2) C8 0.064(2) 0.069(3) 0.076(3) 0.033(2) -0.003(2) 0.0048(19) C11 0.063(2) 0.052(2) 0.069(2) 0.0281(19) -0.0059(19) -0.0046(18) C12 0.081(3) 0.061(2) 0.067(2) 0.019(2) 0.012(2) 0.009(2) C13 0.087(3) 0.060(2) 0.078(3) 0.033(2) 0.012(2) -0.003(2) C14 0.067(2) 0.052(2) 0.068(2) 0.0265(19) -0.0005(19) 0.0000(18) C15 0.079(3) 0.055(2) 0.067(2) 0.0225(19) 0.011(2) 0.0059(19) C16 0.077(3) 0.060(2) 0.075(3) 0.031(2) 0.012(2) 0.0015(19) C17 0.075(3) 0.058(2) 0.071(3) 0.027(2) 0.007(2) 0.004(2) C18 0.070(2) 0.058(2) 0.069(2) 0.0306(19) -0.004(2) -0.0063(19) C21 0.067(2) 0.052(2) 0.057(2) 0.0234(17) -0.0073(18) -0.0086(19) C22 0.066(2) 0.052(2) 0.067(2) 0.0215(18) 0.0017(19) 0.0055(18) C23 0.060(2) 0.056(2) 0.061(2) 0.0290(18) -0.0044(18) -0.0071(19) C24 0.063(2) 0.048(2) 0.056(2) 0.0264(17) -0.0046(17) 0.0030(18) C25 0.062(2) 0.056(2) 0.059(2) 0.0288(18) 0.0029(18) 0.0073(19) C26 0.061(2) 0.055(2) 0.062(2) 0.0278(18) 0.0034(18) -0.0012(18) C30 0.059(3) 0.079(3) 0.141(4) 0.042(3) 0.015(3) 0.003(2) C40 0.146(4) 0.048(2) 0.090(3) 0.022(2) -0.002(3) -0.009(2) C50 0.072(3) 0.095(3) 0.128(4) 0.053(3) 0.026(3) 0.016(2) N1 0.095(3) 0.058(2) 0.087(3) 0.028(2) -0.004(2) 0.0052(19) O1 0.181(4) 0.067(2) 0.103(3) 0.0223(18) 0.033(2) 0.023(2) O2 0.125(3) 0.0696(19) 0.134(3) 0.0488(19) 0.009(2) -0.0117(17) O23 0.0631(16) 0.0591(15) 0.107(2) 0.0372(14) 0.0148(14) 0.0032(13) O24 0.0799(17) 0.0535(15) 0.0806(17) 0.0398(13) 0.0031(13) 0.0062(12) O25 0.0672(17) 0.0691(16) 0.102(2) 0.0426(15) 0.0159(14) 0.0106(14) C91 0.081(3) 0.056(2) 0.064(2) 0.023(2) 0.008(2) -0.002(2) C92 0.089(3) 0.061(3) 0.106(3) 0.038(2) 0.004(3) 0.013(2) C93 0.078(3) 0.070(3) 0.091(3) 0.033(2) -0.007(2) -0.005(2) C94 0.076(3) 0.050(2) 0.071(3) 0.022(2) 0.018(2) -0.001(2) C95 0.078(3) 0.071(3) 0.097(3) 0.043(3) 0.009(2) 0.011(2) C96 0.088(3) 0.069(3) 0.075(3) 0.033(2) -0.002(2) -0.002(2) C97 0.089(3) 0.075(3) 0.077(3) 0.035(2) 0.004(2) 0.006(2) C98 0.080(3) 0.072(3) 0.086(3) 0.037(2) 0.013(2) 0.014(2) C911 0.068(3) 0.054(2) 0.069(2) 0.0265(19) 0.004(2) -0.0044(19) C912 0.093(3) 0.058(3) 0.091(3) 0.037(2) -0.009(2) 0.009(2) C913 0.084(3) 0.066(3) 0.078(3) 0.032(2) -0.022(2) -0.006(2) C914 0.064(2) 0.055(2) 0.070(2) 0.0326(19) 0.000(2) -0.0012(19) C915 0.072(3) 0.056(2) 0.083(3) 0.028(2) -0.003(2) 0.0066(19) C916 0.069(3) 0.061(3) 0.084(3) 0.022(2) -0.015(2) 0.000(2) C917 0.077(3) 0.061(2) 0.077(3) 0.032(2) -0.005(2) -0.007(2) C918 0.078(3) 0.056(2) 0.085(3) 0.020(2) 0.002(2) -0.006(2) C921 0.076(3) 0.050(2) 0.064(2) 0.0165(18) 0.004(2) -0.001(2) C922 0.084(3) 0.046(2) 0.070(2) 0.0202(18) 0.007(2) 0.0068(19) C923 0.070(3) 0.054(2) 0.059(2) 0.0225(18) 0.0103(19) 0.001(2) C924 0.083(3) 0.048(2) 0.070(2) 0.0228(18) 0.014(2) 0.002(2) C925 0.079(3) 0.058(3) 0.082(3) 0.026(2) 0.015(2) 0.017(2) C926 0.074(3) 0.064(3) 0.085(3) 0.025(2) 0.002(2) 0.001(2) C930 0.072(3) 0.075(3) 0.121(4) 0.020(3) 0.012(3) 0.003(2) C940 0.117(4) 0.067(3) 0.093(3) 0.005(2) 0.022(3) 0.013(3) C950 0.070(3) 0.117(4) 0.161(5) 0.047(4) 0.021(3) 0.021(3) N91 0.118(4) 0.065(3) 0.093(3) 0.022(2) 0.027(3) -0.001(2) O91 0.180(4) 0.086(3) 0.201(4) 0.041(3) 0.034(3) 0.057(3) O92 0.152(3) 0.077(2) 0.111(3) 0.0099(19) 0.007(2) -0.026(2) O923 0.0735(18) 0.0555(15) 0.0905(19) 0.0185(13) 0.0056(15) -0.0015(14) O924 0.102(2) 0.0484(15) 0.096(2) 0.0240(14) 0.0287(16) 0.0063(14) O925 0.087(2) 0.078(2) 0.135(3) 0.0324(18) 0.0062(19) 0.0188(18) _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 C6 1.376(5) . ? C1 C2 1.388(5) . ? C1 C7 1.473(5) . ? C2 C3 1.379(4) . ? C2 H2 0.9300 . ? C3 C4 1.367(5) . ? C3 H3 0.9300 . ? C4 C5 1.358(5) . ? C4 N1 1.463(4) . ? C5 C6 1.366(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.291(5) . ? C7 H7 0.9300 . ? C8 C11 1.473(5) . ? C8 H8 0.9300 . ? C11 C16 1.370(5) . ? C11 C12 1.386(5) . ? C12 C13 1.385(5) . ? C12 H12 0.9300 . ? C13 C14 1.379(5) . ? C13 H13 0.9300 . ? C14 C15 1.384(5) . ? C14 C17 1.473(5) . ? C15 C16 1.377(4) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.314(4) . ? C17 H17 0.9300 . ? C18 C21 1.489(4) . ? C18 H18 0.9300 . ? C21 C22 1.382(4) . ? C21 C26 1.385(4) . ? C22 C23 1.396(4) . ? C22 H22 0.9300 . ? C23 O23 1.362(4) . ? C23 C24 1.390(4) . ? C24 O24 1.370(4) . ? C24 C25 1.381(4) . ? C25 O25 1.355(4) . ? C25 C26 1.394(4) . ? C26 H26 0.9300 . ? C30 O23 1.422(4) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C40 O24 1.415(4) . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C50 O25 1.413(4) . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? N1 O1 1.205(4) . ? N1 O2 1.217(4) . ? C91 C96 1.371(5) . ? C91 C92 1.394(5) . ? C91 C97 1.477(5) . ? C92 C93 1.382(5) . ? C92 H92 0.9300 . ? C93 C94 1.365(5) . ? C93 H93 0.9300 . ? C94 C95 1.355(5) . ? C94 N91 1.472(5) . ? C95 C96 1.357(5) . ? C95 H95 0.9300 . ? C96 H96 0.9300 . ? C97 C98 1.276(5) . ? C97 H97 0.9300 . ? C98 C911 1.483(5) . ? C98 H98 0.9300 . ? C911 C912 1.377(5) . ? C911 C916 1.380(5) . ? C912 C913 1.379(5) . ? C912 H912 0.9300 . ? C913 C914 1.375(5) . ? C913 H913 0.9300 . ? C914 C915 1.388(5) . ? C914 C917 1.462(5) . ? C915 C916 1.374(4) . ? C915 H915 0.9300 . ? C916 H916 0.9300 . ? C917 C918 1.306(5) . ? C917 H917 0.9300 . ? C918 C921 1.474(5) . ? C918 H918 0.9300 . ? C921 C922 1.378(5) . ? C921 C926 1.378(5) . ? C922 C923 1.388(4) . ? C922 H922 0.9300 . ? C923 O923 1.369(4) . ? C923 C924 1.377(5) . ? C924 O924 1.376(4) . ? C924 C925 1.384(5) . ? C925 O925 1.364(4) . ? C925 C926 1.381(5) . ? C926 H926 0.9300 . ? C930 O923 1.406(4) . ? C930 H31A 0.9600 . ? C930 H31B 0.9600 . ? C930 H31C 0.9600 . ? C940 O924 1.406(4) . ? C940 H41A 0.9600 . ? C940 H41B 0.9600 . ? C940 H41C 0.9600 . ? C950 O925 1.386(5) . ? C950 H51A 0.9600 . ? C950 H51B 0.9600 . ? C950 H51C 0.9600 . ? N91 O91 1.207(5) . ? N91 O92 1.226(5) . ? 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 C6 C1 C2 117.7(3) . . ? C6 C1 C7 118.4(4) . . ? C2 C1 C7 123.9(4) . . ? C3 C2 C1 121.0(3) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C4 C3 C2 119.0(4) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C5 C4 C3 121.2(3) . . ? C5 C4 N1 119.3(4) . . ? C3 C4 N1 119.5(4) . . ? C4 C5 C6 119.6(4) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C5 C6 C1 121.6(4) . . ? C5 C6 H6 119.2 . . ? C1 C6 H6 119.2 . . ? C8 C7 C1 129.0(4) . . ? C8 C7 H7 115.5 . . ? C1 C7 H7 115.5 . . ? C7 C8 C11 127.2(4) . . ? C7 C8 H8 116.4 . . ? C11 C8 H8 116.4 . . ? C16 C11 C12 116.5(3) . . ? C16 C11 C8 120.3(4) . . ? C12 C11 C8 123.2(4) . . ? C13 C12 C11 121.3(4) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C14 C13 C12 121.6(4) . . ? C14 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C13 C14 C15 117.0(3) . . ? C13 C14 C17 119.0(3) . . ? C15 C14 C17 123.9(4) . . ? C16 C15 C14 120.8(4) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C11 C16 C15 122.8(4) . . ? C11 C16 H16 118.6 . . ? C15 C16 H16 118.6 . . ? C18 C17 C14 126.7(4) . . ? C18 C17 H17 116.6 . . ? C14 C17 H17 116.6 . . ? C17 C18 C21 126.5(4) . . ? C17 C18 H18 116.7 . . ? C21 C18 H18 116.7 . . ? C22 C21 C26 121.0(3) . . ? C22 C21 C18 121.5(3) . . ? C26 C21 C18 117.4(3) . . ? C21 C22 C23 119.3(3) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.4 . . ? O23 C23 C24 115.0(3) . . ? O23 C23 C22 124.8(3) . . ? C24 C23 C22 120.2(3) . . ? O24 C24 C25 121.3(3) . . ? O24 C24 C23 118.9(3) . . ? C25 C24 C23 119.7(3) . . ? O25 C25 C24 115.1(3) . . ? O25 C25 C26 124.2(3) . . ? C24 C25 C26 120.6(3) . . ? C21 C26 C25 119.1(3) . . ? C21 C26 H26 120.5 . . ? C25 C26 H26 120.5 . . ? O23 C30 H30A 109.5 . . ? O23 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? O23 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O24 C40 H40A 109.5 . . ? O24 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? O24 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O25 C50 H50A 109.5 . . ? O25 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? O25 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? O1 N1 O2 122.7(4) . . ? O1 N1 C4 119.0(4) . . ? O2 N1 C4 118.3(4) . . ? C23 O23 C30 118.7(3) . . ? C24 O24 C40 114.7(3) . . ? C25 O25 C50 119.0(3) . . ? C96 C91 C92 118.2(3) . . ? C96 C91 C97 118.3(4) . . ? C92 C91 C97 123.5(4) . . ? C93 C92 C91 121.0(4) . . ? C93 C92 H92 119.5 . . ? C91 C92 H92 119.5 . . ? C94 C93 C92 117.9(4) . . ? C94 C93 H93 121.0 . . ? C92 C93 H93 121.0 . . ? C95 C94 C93 121.9(4) . . ? C95 C94 N91 118.9(4) . . ? C93 C94 N91 119.2(4) . . ? C94 C95 C96 119.9(4) . . ? C94 C95 H95 120.0 . . ? C96 C95 H95 120.0 . . ? C95 C96 C91 121.0(4) . . ? C95 C96 H96 119.5 . . ? C91 C96 H96 119.5 . . ? C98 C97 C91 127.3(4) . . ? C98 C97 H97 116.3 . . ? C91 C97 H97 116.3 . . ? C97 C98 C911 127.3(4) . . ? C97 C98 H98 116.3 . . ? C911 C98 H98 116.3 . . ? C912 C911 C916 117.4(3) . . ? C912 C911 C98 123.9(4) . . ? C916 C911 C98 118.7(4) . . ? C911 C912 C913 121.2(4) . . ? C911 C912 H912 119.4 . . ? C913 C912 H912 119.4 . . ? C914 C913 C912 121.9(4) . . ? C914 C913 H913 119.1 . . ? C912 C913 H913 119.1 . . ? C913 C914 C915 116.6(3) . . ? C913 C914 C917 120.3(4) . . ? C915 C914 C917 123.1(3) . . ? C916 C915 C914 121.8(4) . . ? C916 C915 H915 119.1 . . ? C914 C915 H915 119.1 . . ? C915 C916 C911 121.1(4) . . ? C915 C916 H916 119.4 . . ? C911 C916 H916 119.4 . . ? C918 C917 C914 128.0(4) . . ? C918 C917 H917 116.0 . . ? C914 C917 H917 116.0 . . ? C917 C918 C921 127.2(4) . . ? C917 C918 H918 116.4 . . ? C921 C918 H918 116.4 . . ? C922 C921 C926 119.3(3) . . ? C922 C921 C918 121.4(4) . . ? C926 C921 C918 119.2(4) . . ? C921 C922 C923 120.6(4) . . ? C921 C922 H922 119.7 . . ? C923 C922 H922 119.7 . . ? O923 C923 C924 115.6(3) . . ? O923 C923 C922 124.6(3) . . ? C924 C923 C922 119.8(4) . . ? O924 C924 C923 118.6(4) . . ? O924 C924 C925 121.6(4) . . ? C923 C924 C925 119.7(3) . . ? O925 C925 C926 124.5(4) . . ? O925 C925 C924 115.5(3) . . ? C926 C925 C924 120.1(4) . . ? C921 C926 C925 120.5(4) . . ? C921 C926 H926 119.7 . . ? C925 C926 H926 119.7 . . ? O923 C930 H31A 109.5 . . ? O923 C930 H31B 109.5 . . ? H31A C930 H31B 109.5 . . ? O923 C930 H31C 109.5 . . ? H31A C930 H31C 109.5 . . ? H31B C930 H31C 109.5 . . ? O924 C940 H41A 109.5 . . ? O924 C940 H41B 109.5 . . ? H41A C940 H41B 109.5 . . ? O924 C940 H41C 109.5 . . ? H41A C940 H41C 109.5 . . ? H41B C940 H41C 109.5 . . ? O925 C950 H51A 109.5 . . ? O925 C950 H51B 109.5 . . ? H51A C950 H51B 109.5 . . ? O925 C950 H51C 109.5 . . ? H51A C950 H51C 109.5 . . ? H51B C950 H51C 109.5 . . ? O91 N91 O92 124.9(4) . . ? O91 N91 C94 117.6(5) . . ? O92 N91 C94 117.5(5) . . ? C923 O923 C930 118.5(3) . . ? C924 O924 C940 116.4(3) . . ? C925 O925 C950 118.6(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -1.1(5) . . . . ? C7 C1 C2 C3 179.3(3) . . . . ? C1 C2 C3 C4 0.7(5) . . . . ? C2 C3 C4 C5 -0.3(5) . . . . ? C2 C3 C4 N1 -178.9(3) . . . . ? C3 C4 C5 C6 0.3(6) . . . . ? N1 C4 C5 C6 178.9(4) . . . . ? C4 C5 C6 C1 -0.7(7) . . . . ? C2 C1 C6 C5 1.1(6) . . . . ? C7 C1 C6 C5 -179.3(4) . . . . ? C6 C1 C7 C8 176.0(4) . . . . ? C2 C1 C7 C8 -4.4(6) . . . . ? C1 C7 C8 C11 178.0(3) . . . . ? C7 C8 C11 C16 178.7(4) . . . . ? C7 C8 C11 C12 -2.7(6) . . . . ? C16 C11 C12 C13 0.8(5) . . . . ? C8 C11 C12 C13 -177.8(3) . . . . ? C11 C12 C13 C14 -0.4(6) . . . . ? C12 C13 C14 C15 0.0(5) . . . . ? C12 C13 C14 C17 179.5(4) . . . . ? C13 C14 C15 C16 -0.2(5) . . . . ? C17 C14 C15 C16 -179.7(3) . . . . ? C12 C11 C16 C15 -1.0(5) . . . . ? C8 C11 C16 C15 177.7(3) . . . . ? C14 C15 C16 C11 0.7(6) . . . . ? C13 C14 C17 C18 160.1(4) . . . . ? C15 C14 C17 C18 -20.4(6) . . . . ? C14 C17 C18 C21 -175.7(3) . . . . ? C17 C18 C21 C22 -19.0(6) . . . . ? C17 C18 C21 C26 159.1(4) . . . . ? C26 C21 C22 C23 -2.6(5) . . . . ? C18 C21 C22 C23 175.4(3) . . . . ? C21 C22 C23 O23 -179.2(3) . . . . ? C21 C22 C23 C24 0.0(5) . . . . ? O23 C23 C24 O24 3.9(4) . . . . ? C22 C23 C24 O24 -175.4(3) . . . . ? O23 C23 C24 C25 -179.4(3) . . . . ? C22 C23 C24 C25 1.3(5) . . . . ? O24 C24 C25 O25 -4.5(4) . . . . ? C23 C24 C25 O25 178.9(3) . . . . ? O24 C24 C25 C26 176.5(3) . . . . ? C23 C24 C25 C26 -0.1(5) . . . . ? C22 C21 C26 C25 3.9(5) . . . . ? C18 C21 C26 C25 -174.3(3) . . . . ? O25 C25 C26 C21 178.7(3) . . . . ? C24 C25 C26 C21 -2.5(5) . . . . ? C5 C4 N1 O1 6.7(6) . . . . ? C3 C4 N1 O1 -174.7(4) . . . . ? C5 C4 N1 O2 -173.3(4) . . . . ? C3 C4 N1 O2 5.2(5) . . . . ? C24 C23 O23 C30 177.9(3) . . . . ? C22 C23 O23 C30 -2.8(5) . . . . ? C25 C24 O24 C40 86.9(4) . . . . ? C23 C24 O24 C40 -96.5(4) . . . . ? C24 C25 O25 C50 172.4(3) . . . . ? C26 C25 O25 C50 -8.7(5) . . . . ? C96 C91 C92 C93 -1.7(6) . . . . ? C97 C91 C92 C93 175.1(4) . . . . ? C91 C92 C93 C94 0.4(6) . . . . ? C92 C93 C94 C95 1.6(6) . . . . ? C92 C93 C94 N91 -178.4(3) . . . . ? C93 C94 C95 C96 -2.3(6) . . . . ? N91 C94 C95 C96 177.8(3) . . . . ? C94 C95 C96 C91 0.9(6) . . . . ? C92 C91 C96 C95 1.0(6) . . . . ? C97 C91 C96 C95 -175.9(3) . . . . ? C96 C91 C97 C98 174.0(4) . . . . ? C92 C91 C97 C98 -2.7(7) . . . . ? C91 C97 C98 C911 -176.2(4) . . . . ? C97 C98 C911 C912 3.6(6) . . . . ? C97 C98 C911 C916 -177.8(4) . . . . ? C916 C911 C912 C913 0.9(6) . . . . ? C98 C911 C912 C913 179.6(4) . . . . ? C911 C912 C913 C914 0.0(6) . . . . ? C912 C913 C914 C915 -1.3(6) . . . . ? C912 C913 C914 C917 -178.8(4) . . . . ? C913 C914 C915 C916 1.8(6) . . . . ? C917 C914 C915 C916 179.2(3) . . . . ? C914 C915 C916 C911 -0.9(6) . . . . ? C912 C911 C916 C915 -0.4(6) . . . . ? C98 C911 C916 C915 -179.2(3) . . . . ? C913 C914 C917 C918 -169.4(4) . . . . ? C915 C914 C917 C918 13.3(6) . . . . ? C914 C917 C918 C921 -174.8(4) . . . . ? C917 C918 C921 C922 11.7(6) . . . . ? C917 C918 C921 C926 -171.3(4) . . . . ? C926 C921 C922 C923 0.7(5) . . . . ? C918 C921 C922 C923 177.8(3) . . . . ? C921 C922 C923 O923 -178.9(3) . . . . ? C921 C922 C923 C924 0.2(5) . . . . ? O923 C923 C924 O924 3.0(5) . . . . ? C922 C923 C924 O924 -176.2(3) . . . . ? O923 C923 C924 C925 178.2(3) . . . . ? C922 C923 C924 C925 -1.0(5) . . . . ? O924 C924 C925 O925 -2.4(5) . . . . ? C923 C924 C925 O925 -177.5(3) . . . . ? O924 C924 C925 C926 175.8(4) . . . . ? C923 C924 C925 C926 0.8(6) . . . . ? C922 C921 C926 C925 -0.9(6) . . . . ? C918 C921 C926 C925 -178.0(4) . . . . ? O925 C925 C926 C921 178.2(4) . . . . ? C924 C925 C926 C921 0.2(6) . . . . ? C95 C94 N91 O91 -7.8(6) . . . . ? C93 C94 N91 O91 172.3(4) . . . . ? C95 C94 N91 O92 172.4(4) . . . . ? C93 C94 N91 O92 -7.5(6) . . . . ? C924 C923 O923 C930 -170.3(3) . . . . ? C922 C923 O923 C930 8.8(5) . . . . ? C923 C924 O924 C940 -112.0(4) . . . . ? C925 C924 O924 C940 72.9(5) . . . . ? C926 C925 O925 C950 -2.0(6) . . . . ? C924 C925 O925 C950 176.2(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.32 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.246 _refine_diff_density_min -0.206 _refine_diff_density_rms 0.041 data_shelxl _database_code_depnum_ccdc_archive 'CCDC 760977' #TrackingRef 'web_deposit_cif_file_0_FrankBlockhuys_1290781336.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (E,E)-1-[2-(4-nitrophenyl)ethenyl]-4-[2-(3,5-dimethoxyphenyl)ethenyl]benzene ; _chemical_name_common ;(E,E)-1-(2-(4-nitrophenyl)ethenyl)-4-(2-(3,5- dimethoxyphenyl)ethenyl)benzene ; _chemical_melting_point ? _chemical_formula_moiety 'C24 H21 N O4' _chemical_formula_sum 'C24 H21 N O4' _chemical_formula_weight 387.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0000 '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' N N 0.0061 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 Monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.219(2) _cell_length_b 7.402(2) _cell_length_c 18.163(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.29(3) _cell_angle_gamma 90.00 _cell_volume 966.4(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 5.79 _cell_measurement_theta_max 15.90 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.331 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 408 _exptl_absorpt_coefficient_mu 0.091 _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 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega/2theta scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% ? _diffrn_reflns_number 3989 _diffrn_reflns_av_R_equivalents 0.0737 _diffrn_reflns_av_sigmaI/netI 0.0956 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.13 _diffrn_reflns_theta_max 25.33 _reflns_number_total 1919 _reflns_number_gt 1441 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'DREAR (Blessing 1987)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0931P)^2^+0.0967P] 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 1919 _refine_ls_number_parameters 262 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0875 _refine_ls_R_factor_gt 0.0594 _refine_ls_wR_factor_ref 0.1752 _refine_ls_wR_factor_gt 0.1419 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.133 _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 -0.1188(6) 0.6404(6) -0.1466(2) 0.0430(11) Uani 1 1 d . . . C2 C -0.0708(7) 0.5547(8) -0.2112(2) 0.0499(12) Uani 1 1 d . . . H2 H 0.0499 0.5125 -0.2137 0.060 Uiso 1 1 calc R . . C3 C -0.2007(7) 0.5326(7) -0.2708(2) 0.0482(12) Uani 1 1 d . . . H3 H -0.1694 0.4741 -0.3133 0.058 Uiso 1 1 calc R . . C4 C -0.3781(6) 0.5984(7) -0.2667(2) 0.0445(11) Uani 1 1 d . . . C5 C -0.4271(7) 0.6882(7) -0.2051(2) 0.0490(12) Uani 1 1 d . . . H5 H -0.5468 0.7337 -0.2037 0.059 Uiso 1 1 calc R . . C6 C -0.2986(7) 0.7097(7) -0.1463(2) 0.0480(12) Uani 1 1 d . . . H6 H -0.3310 0.7720 -0.1049 0.058 Uiso 1 1 calc R . . C7 C 0.0074(7) 0.6615(7) -0.0795(2) 0.0469(11) Uani 1 1 d . . . H7 H -0.0338 0.7348 -0.0428 0.056 Uiso 1 1 calc R . . C8 C 0.1745(6) 0.5876(7) -0.0652(2) 0.0454(11) Uani 1 1 d . . . H8 H 0.2187 0.5173 -0.1022 0.054 Uiso 1 1 calc R . . C11 C 0.2950(6) 0.6068(6) 0.0034(2) 0.0405(10) Uani 1 1 d . . . C12 C 0.2398(6) 0.6879(7) 0.0675(2) 0.0446(11) Uani 1 1 d . . . H12 H 0.1198 0.7336 0.0676 0.054 Uiso 1 1 calc R . . C13 C 0.3600(7) 0.7009(7) 0.1302(2) 0.0455(11) Uani 1 1 d . . . H13 H 0.3192 0.7551 0.1720 0.055 Uiso 1 1 calc R . . C14 C 0.5418(6) 0.6354(6) 0.13317(19) 0.0393(10) Uani 1 1 d . . . C15 C 0.5973(6) 0.5552(7) 0.0690(2) 0.0427(11) Uani 1 1 d . . . H15 H 0.7177 0.5108 0.0688 0.051 Uiso 1 1 calc R . . C16 C 0.4756(6) 0.5412(7) 0.0059(2) 0.0420(10) Uani 1 1 d . . . H16 H 0.5156 0.4865 -0.0359 0.050 Uiso 1 1 calc R . . C17 C 0.6605(6) 0.6501(7) 0.2029(2) 0.0437(11) Uani 1 1 d . . . H17 H 0.6059 0.7020 0.2422 0.052 Uiso 1 1 calc R . . C18 C 0.8349(6) 0.5988(7) 0.2167(2) 0.0476(11) Uani 1 1 d . . . H18 H 0.8930 0.5518 0.1772 0.057 Uiso 1 1 calc R . . C21 C 0.9470(6) 0.6087(6) 0.28868(19) 0.0397(9) Uani 1 1 d . . . C22 C 0.8731(6) 0.6754(7) 0.3513(2) 0.0457(11) Uani 1 1 d . . . H22 H 0.7528 0.7215 0.3479 0.055 Uiso 1 1 calc R . . C23 C 0.9791(6) 0.6729(6) 0.41875(19) 0.0386(10) Uani 1 1 d . . . C24 C 1.1629(6) 0.6145(7) 0.4243(2) 0.0395(10) Uani 1 1 d . . . H24 H 1.2355 0.6189 0.4693 0.047 Uiso 1 1 calc R . . C25 C 1.2358(6) 0.5498(6) 0.3618(2) 0.0401(10) Uani 1 1 d . . . C26 C 1.1273(6) 0.5461(7) 0.2939(2) 0.0437(10) Uani 1 1 d . . . H26 H 1.1771 0.5012 0.2522 0.052 Uiso 1 1 calc R . . C30 C 0.9746(7) 0.6829(7) 0.5506(2) 0.0526(12) Uani 1 1 d . . . H30A H 0.9004 0.7307 0.5872 0.079 Uiso 1 1 calc R . . H30B H 1.0979 0.7324 0.5578 0.079 Uiso 1 1 calc R . . H30C H 0.9809 0.5537 0.5550 0.079 Uiso 1 1 calc R . . C50 C 1.5163(6) 0.4622(9) 0.4317(2) 0.0595(14) Uani 1 1 d . . . H50A H 1.6363 0.4126 0.4247 0.089 Uiso 1 1 calc R . . H50B H 1.4526 0.3834 0.4629 0.089 Uiso 1 1 calc R . . H50C H 1.5314 0.5789 0.4545 0.089 Uiso 1 1 calc R . . N1 N -0.5193(7) 0.5724(7) -0.3292(2) 0.0660(13) Uani 1 1 d . . . O1 O -0.6782(6) 0.6147(9) -0.3213(2) 0.0893(15) Uani 1 1 d . . . O2 O -0.4686(7) 0.5095(8) -0.3861(2) 0.0971(17) Uani 1 1 d . . . O23 O 0.8923(4) 0.7303(6) 0.47835(14) 0.0504(9) Uani 1 1 d . . . O25 O 1.4098(4) 0.4796(6) 0.36147(16) 0.0559(9) 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 0.051(2) 0.040(3) 0.0367(18) 0.006(2) -0.0016(17) -0.002(2) C2 0.050(2) 0.054(3) 0.045(2) 0.006(2) 0.0050(19) 0.009(3) C3 0.069(3) 0.043(3) 0.0326(19) -0.001(2) 0.0037(19) -0.002(3) C4 0.055(3) 0.041(2) 0.0355(19) 0.006(2) -0.0082(18) -0.006(2) C5 0.049(2) 0.049(3) 0.048(2) 0.000(2) -0.0007(19) 0.004(2) C6 0.064(3) 0.042(3) 0.038(2) -0.003(2) 0.003(2) 0.002(3) C7 0.059(3) 0.043(3) 0.038(2) -0.002(2) -0.0027(19) -0.003(3) C8 0.055(3) 0.043(3) 0.038(2) -0.001(2) -0.0024(18) 0.000(2) C11 0.053(2) 0.034(2) 0.0337(18) 0.0027(19) -0.0018(17) -0.003(2) C12 0.046(2) 0.044(3) 0.043(2) 0.002(2) -0.0032(18) 0.000(2) C13 0.059(3) 0.047(3) 0.0305(18) -0.003(2) 0.0021(18) 0.002(2) C14 0.047(2) 0.039(2) 0.0313(17) 0.0042(18) -0.0008(16) -0.002(2) C15 0.050(2) 0.039(3) 0.0391(19) 0.001(2) 0.0027(18) 0.007(2) C16 0.052(2) 0.041(3) 0.0326(17) -0.0033(19) 0.0034(17) -0.001(2) C17 0.058(3) 0.041(3) 0.0317(18) -0.0037(19) -0.0014(17) 0.003(2) C18 0.054(3) 0.052(3) 0.0349(19) 0.002(2) -0.0030(18) 0.000(2) C21 0.052(2) 0.035(2) 0.0316(17) 0.0029(18) -0.0023(16) -0.001(2) C22 0.050(2) 0.046(3) 0.0400(19) 0.001(2) -0.0044(17) 0.005(2) C23 0.045(2) 0.038(2) 0.0323(18) 0.0006(18) -0.0003(16) 0.000(2) C24 0.047(2) 0.038(2) 0.0318(16) -0.0020(19) -0.0029(16) -0.007(2) C25 0.041(2) 0.039(2) 0.0385(18) 0.004(2) -0.0021(16) -0.003(2) C26 0.049(2) 0.047(3) 0.0346(18) 0.003(2) 0.0017(17) -0.006(2) C30 0.073(3) 0.049(3) 0.036(2) 0.001(2) 0.003(2) 0.018(3) C50 0.047(3) 0.074(4) 0.055(2) -0.008(3) -0.010(2) 0.005(3) N1 0.079(3) 0.064(3) 0.050(2) 0.012(2) -0.019(2) -0.012(3) O1 0.064(2) 0.110(4) 0.088(3) 0.005(3) -0.025(2) -0.004(3) O2 0.121(4) 0.116(4) 0.048(2) -0.022(2) -0.022(2) 0.005(4) O23 0.0546(18) 0.060(2) 0.0359(13) -0.0046(15) 0.0007(12) 0.0166(19) O25 0.0473(18) 0.073(3) 0.0461(16) -0.0066(17) -0.0010(13) 0.006(2) _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 C6 1.396(6) . ? C1 C2 1.405(6) . ? C1 C7 1.461(5) . ? C2 C3 1.376(6) . ? C2 H2 0.9300 . ? C3 C4 1.379(7) . ? C3 H3 0.9300 . ? C4 C5 1.376(6) . ? C4 N1 1.467(5) . ? C5 C6 1.357(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.328(6) . ? C7 H7 0.9300 . ? C8 C11 1.459(5) . ? C8 H8 0.9300 . ? C11 C16 1.388(7) . ? C11 C12 1.400(6) . ? C12 C13 1.369(5) . ? C12 H12 0.9300 . ? C13 C14 1.396(6) . ? C13 H13 0.9300 . ? C14 C15 1.399(6) . ? C14 C17 1.466(5) . ? C15 C16 1.382(6) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.317(6) . ? C17 H17 0.9300 . ? C18 C21 1.475(5) . ? C18 H18 0.9300 . ? C21 C26 1.377(6) . ? C21 C22 1.391(6) . ? C22 C23 1.383(5) . ? C22 H22 0.9300 . ? C23 O23 1.368(5) . ? C23 C24 1.390(6) . ? C24 C25 1.380(6) . ? C24 H24 0.9300 . ? C25 O25 1.360(5) . ? C25 C26 1.398(5) . ? C26 H26 0.9300 . ? C30 O23 1.433(4) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C50 O25 1.433(5) . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? N1 O1 1.211(6) . ? N1 O2 1.220(6) . ? 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 C6 C1 C2 118.1(4) . . ? C6 C1 C7 117.8(4) . . ? C2 C1 C7 124.2(4) . . ? C3 C2 C1 120.5(4) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 119.0(4) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C5 C4 C3 121.7(4) . . ? C5 C4 N1 118.8(4) . . ? C3 C4 N1 119.6(4) . . ? C6 C5 C4 119.2(4) . . ? C6 C5 H5 120.4 . . ? C4 C5 H5 120.4 . . ? C5 C6 C1 121.5(4) . . ? C5 C6 H6 119.3 . . ? C1 C6 H6 119.3 . . ? C8 C7 C1 127.2(4) . . ? C8 C7 H7 116.4 . . ? C1 C7 H7 116.4 . . ? C7 C8 C11 125.9(4) . . ? C7 C8 H8 117.0 . . ? C11 C8 H8 117.0 . . ? C16 C11 C12 117.5(4) . . ? C16 C11 C8 118.5(4) . . ? C12 C11 C8 124.0(4) . . ? C13 C12 C11 120.9(4) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C14 122.0(4) . . ? C12 C13 H13 119.0 . . ? C14 C13 H13 119.0 . . ? C13 C14 C15 117.1(4) . . ? C13 C14 C17 118.7(4) . . ? C15 C14 C17 124.2(4) . . ? C16 C15 C14 120.9(4) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C15 C16 C11 121.6(4) . . ? C15 C16 H16 119.2 . . ? C11 C16 H16 119.2 . . ? C18 C17 C14 128.0(4) . . ? C18 C17 H17 116.0 . . ? C14 C17 H17 116.0 . . ? C17 C18 C21 126.2(4) . . ? C17 C18 H18 116.9 . . ? C21 C18 H18 116.9 . . ? C26 C21 C22 119.6(4) . . ? C26 C21 C18 118.8(4) . . ? C22 C21 C18 121.5(4) . . ? C23 C22 C21 119.8(4) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? O23 C23 C22 116.1(4) . . ? O23 C23 C24 122.9(3) . . ? C22 C23 C24 121.0(4) . . ? C25 C24 C23 118.8(3) . . ? C25 C24 H24 120.6 . . ? C23 C24 H24 120.6 . . ? O25 C25 C24 123.9(3) . . ? O25 C25 C26 115.6(4) . . ? C24 C25 C26 120.5(4) . . ? C21 C26 C25 120.2(4) . . ? C21 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? O23 C30 H30A 109.5 . . ? O23 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? O23 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O25 C50 H50A 109.5 . . ? O25 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? O25 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? O1 N1 O2 124.2(4) . . ? O1 N1 C4 118.1(5) . . ? O2 N1 C4 117.7(5) . . ? C23 O23 C30 117.8(3) . . ? C25 O25 C50 116.8(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -3.1(8) . . . . ? C7 C1 C2 C3 176.8(5) . . . . ? C1 C2 C3 C4 1.0(7) . . . . ? C2 C3 C4 C5 1.2(7) . . . . ? C2 C3 C4 N1 -178.7(4) . . . . ? C3 C4 C5 C6 -1.2(8) . . . . ? N1 C4 C5 C6 178.6(4) . . . . ? C4 C5 C6 C1 -1.0(7) . . . . ? C2 C1 C6 C5 3.1(7) . . . . ? C7 C1 C6 C5 -176.8(5) . . . . ? C6 C1 C7 C8 171.3(5) . . . . ? C2 C1 C7 C8 -8.6(8) . . . . ? C1 C7 C8 C11 -177.9(5) . . . . ? C7 C8 C11 C16 -171.4(5) . . . . ? C7 C8 C11 C12 8.5(8) . . . . ? C16 C11 C12 C13 -0.3(7) . . . . ? C8 C11 C12 C13 179.8(5) . . . . ? C11 C12 C13 C14 0.3(7) . . . . ? C12 C13 C14 C15 0.1(7) . . . . ? C12 C13 C14 C17 -178.4(4) . . . . ? C13 C14 C15 C16 -0.5(7) . . . . ? C17 C14 C15 C16 177.9(5) . . . . ? C14 C15 C16 C11 0.5(7) . . . . ? C12 C11 C16 C15 -0.1(7) . . . . ? C8 C11 C16 C15 179.8(4) . . . . ? C13 C14 C17 C18 -179.2(5) . . . . ? C15 C14 C17 C18 2.5(8) . . . . ? C14 C17 C18 C21 -177.1(5) . . . . ? C17 C18 C21 C26 178.9(5) . . . . ? C17 C18 C21 C22 0.5(8) . . . . ? C26 C21 C22 C23 -2.1(7) . . . . ? C18 C21 C22 C23 176.3(4) . . . . ? C21 C22 C23 O23 -176.0(4) . . . . ? C21 C22 C23 C24 3.8(7) . . . . ? O23 C23 C24 C25 176.6(4) . . . . ? C22 C23 C24 C25 -3.3(7) . . . . ? C23 C24 C25 O25 -176.0(4) . . . . ? C23 C24 C25 C26 1.0(7) . . . . ? C22 C21 C26 C25 -0.1(7) . . . . ? C18 C21 C26 C25 -178.6(4) . . . . ? O25 C25 C26 C21 178.0(5) . . . . ? C24 C25 C26 C21 0.7(7) . . . . ? C5 C4 N1 O1 -7.4(8) . . . . ? C3 C4 N1 O1 172.5(5) . . . . ? C5 C4 N1 O2 172.5(5) . . . . ? C3 C4 N1 O2 -7.6(7) . . . . ? C22 C23 O23 C30 162.5(4) . . . . ? C24 C23 O23 C30 -17.4(7) . . . . ? C24 C25 O25 C50 4.3(7) . . . . ? C26 C25 O25 C50 -172.9(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.295 _refine_diff_density_min -0.249 _refine_diff_density_rms 0.058 # Attachment '5i.cif' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 760979' #TrackingRef '5i.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (E,E)-1-[2-(4-cyanophenyl)ethenyl]-4-[2-(2,4,6-trimethoxyphenyl)ethenyl]benzene ; _chemical_name_common ;(E,E)-1-(2-(4-cyanophenyl)ethenyl)-4-(2-(2,4,6- trimethoxyphenyl)ethenyl)benzene ; _chemical_melting_point ? _chemical_formula_moiety 'C26 H23 N O3' _chemical_formula_sum 'C26 H23 N O3' _chemical_formula_weight 397.45 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.203(3) _cell_length_b 12.411(2) _cell_length_c 18.442(2) _cell_angle_alpha 74.350(10) _cell_angle_beta 82.49(3) _cell_angle_gamma 70.76(3) _cell_volume 2120.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 5.55 _cell_measurement_theta_max 14.65 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.245 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.081 _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 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega/2theta scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 12 _diffrn_reflns_number 8212 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0718 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.15 _diffrn_reflns_theta_max 25.32 _reflns_number_total 7741 _reflns_number_gt 3791 _reflns_threshold_expression >2/s(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1062P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7741 _refine_ls_number_parameters 548 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1643 _refine_ls_R_factor_gt 0.0661 _refine_ls_wR_factor_ref 0.2033 _refine_ls_wR_factor_gt 0.1632 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.013 _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 C91 C 0.6984(4) 0.1123(3) -0.13066(19) 0.0592(9) Uani 1 1 d . . . C92 C 0.8213(4) 0.1233(3) -0.1692(2) 0.0635(10) Uani 1 1 d . . . H92 H 0.8603 0.1757 -0.1596 0.076 Uiso 1 1 calc R . . C93 C 0.8870(4) 0.0599(3) -0.2206(2) 0.0665(10) Uani 1 1 d . . . H93 H 0.9687 0.0702 -0.2458 0.080 Uiso 1 1 calc R . . C94 C 0.8318(4) -0.0202(3) -0.2353(2) 0.0660(10) Uani 1 1 d . . . C95 C 0.7118(4) -0.0363(4) -0.1961(2) 0.0732(11) Uani 1 1 d . . . H95 H 0.6755 -0.0912 -0.2045 0.088 Uiso 1 1 calc R . . C96 C 0.6461(4) 0.0287(4) -0.1447(2) 0.0721(11) Uani 1 1 d . . . H96 H 0.5654 0.0172 -0.1187 0.086 Uiso 1 1 calc R . . C97 C 0.6300(4) 0.1850(3) -0.0788(2) 0.0681(10) Uani 1 1 d . . . H97 H 0.6803 0.2282 -0.0673 0.082 Uiso 1 1 calc R . . C98 C 0.5056(4) 0.1974(3) -0.0460(2) 0.0676(10) Uani 1 1 d . . . H98 H 0.4550 0.1551 -0.0581 0.081 Uiso 1 1 calc R . . C99 C 0.8971(4) -0.0851(4) -0.2906(3) 0.0801(12) Uani 1 1 d . . . C911 C 0.4372(4) 0.2691(3) 0.00702(19) 0.0588(9) Uani 1 1 d . . . C912 C 0.3032(4) 0.2750(3) 0.0349(2) 0.0690(11) Uani 1 1 d . . . H912 H 0.2560 0.2350 0.0175 0.083 Uiso 1 1 calc R . . C913 C 0.2375(4) 0.3372(3) 0.0870(2) 0.0647(10) Uani 1 1 d . . . H913 H 0.1470 0.3387 0.1036 0.078 Uiso 1 1 calc R . . C914 C 0.3016(4) 0.3984(3) 0.11610(18) 0.0520(8) Uani 1 1 d . . . C915 C 0.4357(4) 0.3945(4) 0.0870(2) 0.0725(11) Uani 1 1 d . . . H915 H 0.4821 0.4357 0.1037 0.087 Uiso 1 1 calc R . . C916 C 0.5012(4) 0.3325(4) 0.0349(2) 0.0751(12) Uani 1 1 d . . . H916 H 0.5910 0.3322 0.0174 0.090 Uiso 1 1 calc R . . C917 C 0.2316(4) 0.4568(3) 0.17518(18) 0.0535(8) Uani 1 1 d . . . H917 H 0.1420 0.4537 0.1901 0.064 Uiso 1 1 calc R . . C918 C 0.2817(3) 0.5143(3) 0.21035(18) 0.0503(8) Uani 1 1 d . . . H918 H 0.3679 0.5222 0.1912 0.060 Uiso 1 1 calc R . . C920 C -0.0668(5) 0.4538(5) 0.3445(3) 0.1033(17) Uani 1 1 d . . . H21G H -0.1048 0.4102 0.3218 0.155 Uiso 1 1 calc R . . H21H H -0.1397 0.5205 0.3552 0.155 Uiso 1 1 calc R . . H21I H -0.0251 0.4042 0.3906 0.155 Uiso 1 1 calc R . . C921 C 0.2245(3) 0.5667(3) 0.27343(17) 0.0478(8) Uani 1 1 d . . . C922 C 0.1026(3) 0.5567(3) 0.31657(19) 0.0533(9) Uani 1 1 d . . . C923 C 0.0539(4) 0.6066(3) 0.37653(19) 0.0592(9) Uani 1 1 d . . . H923 H -0.0286 0.5999 0.4026 0.071 Uiso 1 1 calc R . . C924 C 0.1289(4) 0.6672(3) 0.39800(18) 0.0523(8) Uani 1 1 d . . . C925 C 0.2511(3) 0.6785(3) 0.35865(18) 0.0507(8) Uani 1 1 d . . . H925 H 0.3022 0.7178 0.3736 0.061 Uiso 1 1 calc R . . C926 C 0.2953(3) 0.6308(3) 0.29745(17) 0.0463(8) Uani 1 1 d . . . C940 C 0.1515(4) 0.7684(4) 0.4867(2) 0.0744(11) Uani 1 1 d . . . H41D H 0.1018 0.7951 0.5297 0.112 Uiso 1 1 calc R . . H41E H 0.1629 0.8345 0.4480 0.112 Uiso 1 1 calc R . . H41F H 0.2411 0.7142 0.5011 0.112 Uiso 1 1 calc R . . C960 C 0.4920(4) 0.7018(3) 0.2765(2) 0.0646(10) Uani 1 1 d . . . H61A H 0.5707 0.7034 0.2419 0.097 Uiso 1 1 calc R . . H61B H 0.5236 0.6615 0.3263 0.097 Uiso 1 1 calc R . . H61C H 0.4354 0.7809 0.2763 0.097 Uiso 1 1 calc R . . N91 N 0.9480(4) -0.1346(4) -0.3356(2) 0.1119(15) Uani 1 1 d . . . O922 O 0.0353(3) 0.4927(2) 0.29441(14) 0.0756(8) Uani 1 1 d . . . O924 O 0.0751(3) 0.7112(2) 0.45891(14) 0.0684(7) Uani 1 1 d . . . O926 O 0.4119(2) 0.6417(2) 0.25406(12) 0.0549(6) Uani 1 1 d . . . C1 C 1.1667(4) 0.6802(4) -0.1043(2) 0.0677(10) Uani 1 1 d . . . C2 C 1.1846(4) 0.7695(4) -0.1652(3) 0.0777(12) Uani 1 1 d . A . H2 H 1.1513 0.8468 -0.1606 0.093 Uiso 1 1 calc R . . C3 C 1.2510(4) 0.7469(4) -0.2329(2) 0.0760(11) Uani 1 1 d . . . H3 H 1.2625 0.8081 -0.2728 0.091 Uiso 1 1 calc R A . C4 C 1.2991(4) 0.6327(3) -0.2399(2) 0.0592(9) Uani 1 1 d D A . C5 C 1.2843(4) 0.5443(4) -0.1787(2) 0.0777(12) Uani 1 1 d . . . H5 H 1.3191 0.4665 -0.1822 0.093 Uiso 1 1 calc R A . C6 C 1.2194(5) 0.5691(4) -0.1132(2) 0.0832(13) Uani 1 1 d . A . H6 H 1.2110 0.5074 -0.0730 0.100 Uiso 1 1 calc R . . C7 C 1.0952(5) 0.7011(4) -0.0326(2) 0.0612(13) Uani 0.851(6) 1 d PD A 1 H7 H 1.1067 0.6359 0.0082 0.073 Uiso 0.851(6) 1 calc PR A 1 C8 C 1.0163(4) 0.8031(4) -0.0202(2) 0.0565(13) Uani 0.851(6) 1 d PD A 1 H8 H 1.0103 0.8681 -0.0606 0.068 Uiso 0.851(6) 1 calc PR A 1 C7B C 1.053(2) 0.791(2) -0.0645(10) 0.0612(13) Uani 0.149(6) 1 d PD A 2 H7B H 1.0110 0.8710 -0.0841 0.073 Uiso 0.149(6) 1 calc PR A 2 C8B C 1.048(3) 0.724(2) 0.0009(9) 0.0565(13) Uani 0.149(6) 1 d PD A 2 H8B H 1.0894 0.6432 0.0185 0.068 Uiso 0.149(6) 1 calc PR A 2 C9 C 1.3610(4) 0.6080(3) -0.3103(2) 0.0617(10) Uani 1 1 d . . . C11 C 0.9385(4) 0.8268(4) 0.04760(19) 0.0598(10) Uani 1 1 d . . . C12 C 0.9382(4) 0.7447(4) 0.1163(2) 0.0659(10) Uani 1 1 d . A . H12 H 0.9930 0.6670 0.1206 0.079 Uiso 1 1 calc R . . C13 C 0.8583(4) 0.7767(3) 0.17765(19) 0.0625(10) Uani 1 1 d . . . H13 H 0.8613 0.7204 0.2230 0.075 Uiso 1 1 calc R A . C14 C 0.7737(3) 0.8909(3) 0.17327(18) 0.0511(8) Uani 1 1 d . A . C15 C 0.7738(4) 0.9714(3) 0.10446(19) 0.0635(10) Uani 1 1 d . . . H15 H 0.7178 1.0489 0.0995 0.076 Uiso 1 1 calc R A . C16 C 0.8541(4) 0.9394(4) 0.0440(2) 0.0672(10) Uani 1 1 d . A . H16 H 0.8514 0.9959 -0.0011 0.081 Uiso 1 1 calc R . . C17 C 0.6836(4) 0.9299(3) 0.23509(19) 0.0574(9) Uani 1 1 d . . . H17 H 0.6286 1.0082 0.2255 0.069 Uiso 1 1 calc R A . C18 C 0.6725(3) 0.8635(3) 0.30439(18) 0.0513(8) Uani 1 1 d . A . H18 H 0.7372 0.7888 0.3139 0.062 Uiso 1 1 calc R . . C20 C 0.6710(5) 0.5912(3) 0.4904(2) 0.0903(14) Uani 1 1 d . A . H20A H 0.7432 0.5229 0.4815 0.135 Uiso 1 1 calc R . . H20B H 0.5829 0.5768 0.4962 0.135 Uiso 1 1 calc R . . H20C H 0.6880 0.6081 0.5355 0.135 Uiso 1 1 calc R . . C21 C 0.5759(3) 0.8884(3) 0.36759(17) 0.0467(8) Uani 1 1 d D . . C22 C 0.5726(3) 0.7948(3) 0.43083(17) 0.0467(8) Uani 1 1 d . A . C23 C 0.4784(3) 0.8090(3) 0.49041(18) 0.0507(8) Uani 1 1 d . . . H23 H 0.4789 0.7456 0.5313 0.061 Uiso 1 1 calc R A . C24 C 0.3832(4) 0.9177(3) 0.48918(18) 0.0538(9) Uani 1 1 d . A . C25 C 0.3828(3) 1.0133(3) 0.43005(19) 0.0539(9) Uani 1 1 d . . . H25 H 0.3190 1.0868 0.4300 0.065 Uiso 1 1 calc R A . C26 C 0.4794(4) 0.9975(3) 0.37084(18) 0.0510(8) Uani 1 1 d . A . C40 C 0.1841(4) 1.0287(4) 0.5501(2) 0.0817(12) Uani 1 1 d . A . H40A H 0.1290 1.0200 0.5964 0.123 Uiso 1 1 calc R . . H40B H 0.1269 1.0466 0.5084 0.123 Uiso 1 1 calc R . . H40C H 0.2225 1.0914 0.5452 0.123 Uiso 1 1 calc R . . C60 C 0.4046(4) 1.2055(3) 0.3135(2) 0.0753(11) Uani 1 1 d . A . H60A H 0.4210 1.2597 0.2679 0.113 Uiso 1 1 calc R . . H60B H 0.4292 1.2250 0.3558 0.113 Uiso 1 1 calc R . . H60C H 0.3082 1.2103 0.3189 0.113 Uiso 1 1 calc R . . N1 N 1.4074(4) 0.5876(3) -0.3662(2) 0.0822(10) Uani 1 1 d . A . O22 O 0.6691(2) 0.6892(2) 0.42807(12) 0.0605(6) Uani 1 1 d . . . O24 O 0.2934(3) 0.9224(2) 0.55050(14) 0.0694(7) Uani 1 1 d . . . O26 O 0.4871(3) 1.0890(2) 0.31069(13) 0.0659(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 C91 0.073(3) 0.055(2) 0.050(2) -0.0124(17) -0.0149(19) -0.016(2) C92 0.066(3) 0.065(2) 0.066(2) -0.016(2) -0.013(2) -0.024(2) C93 0.062(2) 0.074(3) 0.065(2) -0.014(2) -0.008(2) -0.023(2) C94 0.063(3) 0.075(3) 0.061(2) -0.023(2) -0.008(2) -0.016(2) C95 0.080(3) 0.076(3) 0.080(3) -0.036(2) 0.000(2) -0.032(2) C96 0.074(3) 0.082(3) 0.073(3) -0.027(2) 0.000(2) -0.036(2) C97 0.073(3) 0.072(3) 0.066(2) -0.020(2) -0.015(2) -0.024(2) C98 0.078(3) 0.075(3) 0.062(2) -0.024(2) -0.011(2) -0.031(2) C99 0.068(3) 0.098(3) 0.083(3) -0.041(3) -0.003(2) -0.021(2) C911 0.067(2) 0.063(2) 0.053(2) -0.0186(18) -0.0103(18) -0.022(2) C912 0.073(3) 0.081(3) 0.077(3) -0.036(2) -0.004(2) -0.041(2) C913 0.065(2) 0.074(3) 0.072(2) -0.027(2) -0.001(2) -0.036(2) C914 0.055(2) 0.053(2) 0.053(2) -0.0127(17) -0.0066(17) -0.0206(17) C915 0.069(3) 0.093(3) 0.081(3) -0.046(2) 0.001(2) -0.040(2) C916 0.062(2) 0.105(3) 0.081(3) -0.048(3) 0.008(2) -0.038(2) C917 0.052(2) 0.058(2) 0.055(2) -0.0146(17) -0.0067(17) -0.0220(17) C918 0.050(2) 0.051(2) 0.055(2) -0.0135(16) -0.0042(16) -0.0211(16) C920 0.107(4) 0.146(5) 0.103(3) -0.050(3) 0.035(3) -0.098(4) C921 0.0488(19) 0.0454(19) 0.0507(19) -0.0105(16) -0.0072(16) -0.0154(16) C922 0.054(2) 0.060(2) 0.056(2) -0.0138(17) -0.0054(17) -0.0304(18) C923 0.053(2) 0.072(2) 0.061(2) -0.020(2) 0.0000(17) -0.0278(19) C924 0.051(2) 0.054(2) 0.052(2) -0.0161(17) -0.0038(17) -0.0136(17) C925 0.054(2) 0.050(2) 0.055(2) -0.0143(17) -0.0070(17) -0.0217(17) C926 0.0453(19) 0.0435(18) 0.0516(19) -0.0099(15) -0.0041(16) -0.0165(15) C940 0.076(3) 0.085(3) 0.081(3) -0.041(2) -0.002(2) -0.033(2) C960 0.062(2) 0.074(2) 0.078(3) -0.027(2) 0.0000(19) -0.041(2) N91 0.092(3) 0.150(4) 0.117(3) -0.078(3) 0.009(3) -0.036(3) O922 0.0770(18) 0.106(2) 0.0749(17) -0.0380(16) 0.0128(14) -0.0626(16) O924 0.0633(16) 0.0890(19) 0.0688(16) -0.0389(15) 0.0065(13) -0.0319(14) O926 0.0537(14) 0.0638(15) 0.0619(14) -0.0222(12) 0.0026(11) -0.0335(12) C1 0.053(2) 0.090(3) 0.064(2) -0.019(2) 0.0011(19) -0.027(2) C2 0.068(3) 0.079(3) 0.096(3) -0.044(3) -0.009(2) -0.014(2) C3 0.069(3) 0.081(3) 0.076(3) -0.017(2) -0.003(2) -0.023(2) C4 0.049(2) 0.069(2) 0.061(2) -0.018(2) 0.0016(18) -0.0194(19) C5 0.087(3) 0.076(3) 0.071(3) -0.025(2) 0.020(2) -0.029(2) C6 0.088(3) 0.088(3) 0.074(3) -0.025(2) 0.020(2) -0.032(3) C7 0.058(3) 0.070(3) 0.054(3) -0.012(2) -0.001(2) -0.021(2) C8 0.056(3) 0.071(3) 0.047(3) -0.011(2) -0.003(2) -0.029(3) C7B 0.058(3) 0.070(3) 0.054(3) -0.012(2) -0.001(2) -0.021(2) C8B 0.056(3) 0.071(3) 0.047(3) -0.011(2) -0.003(2) -0.029(3) C9 0.060(2) 0.064(2) 0.059(2) -0.010(2) 0.006(2) -0.0238(19) C11 0.054(2) 0.091(3) 0.047(2) -0.020(2) 0.0005(17) -0.037(2) C12 0.057(2) 0.070(3) 0.070(3) -0.020(2) -0.002(2) -0.017(2) C13 0.059(2) 0.074(3) 0.049(2) -0.0040(19) 0.0008(18) -0.025(2) C14 0.051(2) 0.063(2) 0.048(2) -0.0124(17) -0.0017(16) -0.0283(19) C15 0.075(3) 0.064(2) 0.052(2) -0.0069(19) -0.0012(19) -0.029(2) C16 0.075(3) 0.081(3) 0.047(2) -0.008(2) -0.001(2) -0.033(2) C17 0.063(2) 0.054(2) 0.056(2) -0.0086(18) -0.0023(18) -0.0231(18) C18 0.053(2) 0.052(2) 0.053(2) -0.0112(17) -0.0025(16) -0.0232(17) C20 0.104(3) 0.063(3) 0.071(3) 0.005(2) 0.015(2) -0.006(2) C21 0.0462(19) 0.054(2) 0.0449(18) -0.0125(16) -0.0019(15) -0.0222(17) C22 0.0452(19) 0.052(2) 0.0475(19) -0.0122(16) -0.0028(16) -0.0208(17) C23 0.054(2) 0.052(2) 0.0482(19) -0.0061(16) -0.0017(17) -0.0241(18) C24 0.054(2) 0.070(2) 0.048(2) -0.0179(18) 0.0019(17) -0.032(2) C25 0.050(2) 0.058(2) 0.060(2) -0.0211(19) -0.0040(17) -0.0184(17) C26 0.055(2) 0.055(2) 0.049(2) -0.0117(17) -0.0080(17) -0.0250(18) C40 0.062(3) 0.095(3) 0.092(3) -0.040(3) 0.019(2) -0.023(2) C60 0.088(3) 0.051(2) 0.084(3) -0.009(2) -0.012(2) -0.020(2) N1 0.091(3) 0.082(2) 0.066(2) -0.0120(19) 0.017(2) -0.028(2) O22 0.0669(16) 0.0524(15) 0.0508(13) -0.0015(11) 0.0058(12) -0.0154(13) O24 0.0621(16) 0.0783(18) 0.0700(16) -0.0252(14) 0.0158(13) -0.0259(14) O26 0.0828(18) 0.0524(15) 0.0590(15) -0.0056(12) -0.0037(13) -0.0226(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 C91 C92 1.387(5) . ? C91 C96 1.405(5) . ? C91 C97 1.447(5) . ? C92 C93 1.362(5) . ? C92 H92 0.9300 . ? C93 C94 1.390(5) . ? C93 H93 0.9300 . ? C94 C95 1.384(5) . ? C94 C99 1.430(6) . ? C95 C96 1.374(5) . ? C95 H95 0.9300 . ? C96 H96 0.9300 . ? C97 C98 1.312(5) . ? C97 H97 0.9300 . ? C98 C911 1.455(5) . ? C98 H98 0.9300 . ? C99 N91 1.133(5) . ? C911 C912 1.382(5) . ? C911 C916 1.399(5) . ? C912 C913 1.363(5) . ? C912 H912 0.9300 . ? C913 C914 1.390(4) . ? C913 H913 0.9300 . ? C914 C915 1.393(5) . ? C914 C917 1.450(4) . ? C915 C916 1.362(5) . ? C915 H915 0.9300 . ? C916 H916 0.9300 . ? C917 C918 1.329(4) . ? C917 H917 0.9300 . ? C918 C921 1.448(4) . ? C918 H918 0.9300 . ? C920 O922 1.419(4) . ? C920 H21G 0.9600 . ? C920 H21H 0.9600 . ? C920 H21I 0.9600 . ? C921 C922 1.408(4) . ? C921 C926 1.417(4) . ? C922 C923 1.370(4) . ? C922 O922 1.370(4) . ? C923 C924 1.388(5) . ? C923 H923 0.9300 . ? C924 O924 1.354(4) . ? C924 C925 1.387(4) . ? C925 C926 1.371(4) . ? C925 H925 0.9300 . ? C926 O926 1.368(4) . ? C940 O924 1.429(4) . ? C940 H41D 0.9600 . ? C940 H41E 0.9600 . ? C940 H41F 0.9600 . ? C960 O926 1.434(4) . ? C960 H61A 0.9600 . ? C960 H61B 0.9600 . ? C960 H61C 0.9600 . ? C1 C6 1.351(6) . ? C1 C2 1.389(6) . ? C1 C7 1.469(6) . ? C1 C7B 1.746(18) . ? C2 C3 1.393(5) . ? C2 H2 0.9300 . ? C3 C4 1.374(5) . ? C3 H3 0.9300 . ? C4 C5 1.378(5) . ? C4 C9 1.431(5) . ? C5 C6 1.361(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.318(6) . ? C7 H7 0.9300 . ? C8 C11 1.437(5) . ? C8 H8 0.9300 . ? C7B C8B 1.276(18) . ? C7B H7B 0.9300 . ? C8B C11 1.74(2) . ? C8B H8B 0.9300 . ? C9 N1 1.135(4) . ? C11 C16 1.367(5) . ? C11 C12 1.396(5) . ? C12 C13 1.375(5) . ? C12 H12 0.9300 . ? C13 C14 1.382(5) . ? C13 H13 0.9300 . ? C14 C15 1.387(5) . ? C14 C17 1.453(5) . ? C15 C16 1.363(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.334(4) . ? C17 H17 0.9300 . ? C18 C21 1.455(4) . ? C18 H18 0.9300 . ? C20 O22 1.428(4) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C26 1.399(5) . ? C21 C22 1.413(4) . ? C22 O22 1.365(4) . ? C22 C23 1.370(4) . ? C23 C24 1.375(5) . ? C23 H23 0.9300 . ? C24 O24 1.360(4) . ? C24 C25 1.377(5) . ? C25 C26 1.381(4) . ? C25 H25 0.9300 . ? C26 O26 1.372(4) . ? C40 O24 1.418(5) . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C60 O26 1.424(4) . ? C60 H60A 0.9600 . ? C60 H60B 0.9600 . ? C60 H60C 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 C92 C91 C96 116.9(3) . . ? C92 C91 C97 120.1(4) . . ? C96 C91 C97 123.0(4) . . ? C93 C92 C91 122.3(4) . . ? C93 C92 H92 118.8 . . ? C91 C92 H92 118.8 . . ? C92 C93 C94 120.0(4) . . ? C92 C93 H93 120.0 . . ? C94 C93 H93 120.0 . . ? C95 C94 C93 119.3(4) . . ? C95 C94 C99 119.9(4) . . ? C93 C94 C99 120.8(4) . . ? C96 C95 C94 120.2(4) . . ? C96 C95 H95 119.9 . . ? C94 C95 H95 119.9 . . ? C95 C96 C91 121.3(4) . . ? C95 C96 H96 119.4 . . ? C91 C96 H96 119.4 . . ? C98 C97 C91 127.8(4) . . ? C98 C97 H97 116.1 . . ? C91 C97 H97 116.1 . . ? C97 C98 C911 128.0(4) . . ? C97 C98 H98 116.0 . . ? C911 C98 H98 116.0 . . ? N91 C99 C94 178.7(5) . . ? C912 C911 C916 115.7(3) . . ? C912 C911 C98 120.7(3) . . ? C916 C911 C98 123.5(4) . . ? C913 C912 C911 122.5(3) . . ? C913 C912 H912 118.8 . . ? C911 C912 H912 118.8 . . ? C912 C913 C914 122.1(4) . . ? C912 C913 H913 118.9 . . ? C914 C913 H913 118.9 . . ? C913 C914 C915 115.5(3) . . ? C913 C914 C917 120.3(3) . . ? C915 C914 C917 124.1(3) . . ? C916 C915 C914 122.4(3) . . ? C916 C915 H915 118.8 . . ? C914 C915 H915 118.8 . . ? C915 C916 C911 121.8(4) . . ? C915 C916 H916 119.1 . . ? C911 C916 H916 119.1 . . ? C918 C917 C914 127.1(3) . . ? C918 C917 H917 116.5 . . ? C914 C917 H917 116.5 . . ? C917 C918 C921 130.8(3) . . ? C917 C918 H918 114.6 . . ? C921 C918 H918 114.6 . . ? O922 C920 H21G 109.5 . . ? O922 C920 H21H 109.5 . . ? H21G C920 H21H 109.5 . . ? O922 C920 H21I 109.5 . . ? H21G C920 H21I 109.5 . . ? H21H C920 H21I 109.5 . . ? C922 C921 C926 114.9(3) . . ? C922 C921 C918 125.3(3) . . ? C926 C921 C918 119.7(3) . . ? C923 C922 O922 121.8(3) . . ? C923 C922 C921 123.1(3) . . ? O922 C922 C921 115.1(3) . . ? C922 C923 C924 119.3(3) . . ? C922 C923 H923 120.3 . . ? C924 C923 H923 120.3 . . ? O924 C924 C925 124.1(3) . . ? O924 C924 C923 115.4(3) . . ? C925 C924 C923 120.5(3) . . ? C926 C925 C924 119.0(3) . . ? C926 C925 H925 120.5 . . ? C924 C925 H925 120.5 . . ? O926 C926 C925 122.7(3) . . ? O926 C926 C921 114.2(3) . . ? C925 C926 C921 123.1(3) . . ? O924 C940 H41D 109.5 . . ? O924 C940 H41E 109.5 . . ? H41D C940 H41E 109.5 . . ? O924 C940 H41F 109.5 . . ? H41D C940 H41F 109.5 . . ? H41E C940 H41F 109.5 . . ? O926 C960 H61A 109.5 . . ? O926 C960 H61B 109.5 . . ? H61A C960 H61B 109.5 . . ? O926 C960 H61C 109.5 . . ? H61A C960 H61C 109.5 . . ? H61B C960 H61C 109.5 . . ? C922 O922 C920 118.6(3) . . ? C924 O924 C940 118.3(3) . . ? C926 O926 C960 117.4(2) . . ? C6 C1 C2 116.8(4) . . ? C6 C1 C7 119.7(4) . . ? C2 C1 C7 123.5(4) . . ? C6 C1 C7B 154.3(8) . . ? C2 C1 C7B 86.8(7) . . ? C1 C2 C3 122.1(4) . . ? C1 C2 H2 118.9 . . ? C3 C2 H2 118.9 . . ? C4 C3 C2 118.9(4) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C3 C4 C5 118.7(4) . . ? C3 C4 C9 119.9(4) . . ? C5 C4 C9 121.4(4) . . ? C6 C5 C4 121.0(4) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C1 C6 C5 122.5(4) . . ? C1 C6 H6 118.8 . . ? C5 C6 H6 118.8 . . ? C8 C7 C1 126.5(4) . . ? C8 C7 H7 116.8 . . ? C1 C7 H7 116.8 . . ? C7 C8 C11 128.4(4) . . ? C7 C8 H8 115.8 . . ? C11 C8 H8 115.8 . . ? C8B C7B C1 94.9(14) . . ? C8B C7B H7B 132.6 . . ? C1 C7B H7B 132.6 . . ? C7B C8B C11 99.2(17) . . ? C7B C8B H8B 130.4 . . ? C11 C8B H8B 130.4 . . ? N1 C9 C4 178.4(4) . . ? C16 C11 C12 116.9(3) . . ? C16 C11 C8 117.1(4) . . ? C12 C11 C8 125.9(4) . . ? C16 C11 C8B 148.6(8) . . ? C12 C11 C8B 94.2(8) . . ? C13 C12 C11 121.2(4) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C14 121.2(3) . . ? C12 C13 H13 119.4 . . ? C14 C13 H13 119.4 . . ? C13 C14 C15 117.0(3) . . ? C13 C14 C17 124.1(3) . . ? C15 C14 C17 118.9(3) . . ? C16 C15 C14 121.5(4) . . ? C16 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C15 C16 C11 122.2(4) . . ? C15 C16 H16 118.9 . . ? C11 C16 H16 118.9 . . ? C18 C17 C14 125.9(3) . . ? C18 C17 H17 117.0 . . ? C14 C17 H17 117.0 . . ? C17 C18 C21 130.8(3) . . ? C17 C18 H18 114.6 . . ? C21 C18 H18 114.6 . . ? O22 C20 H20A 109.5 . . ? O22 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? O22 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C26 C21 C22 115.5(3) . . ? C26 C21 C18 125.8(3) . . ? C22 C21 C18 118.6(3) . . ? O22 C22 C23 122.5(3) . . ? O22 C22 C21 115.2(3) . . ? C23 C22 C21 122.3(3) . . ? C22 C23 C24 119.4(3) . . ? C22 C23 H23 120.3 . . ? C24 C23 H23 120.3 . . ? O24 C24 C23 114.9(3) . . ? O24 C24 C25 123.9(3) . . ? C23 C24 C25 121.2(3) . . ? C24 C25 C26 118.5(3) . . ? C24 C25 H25 120.7 . . ? C26 C25 H25 120.7 . . ? O26 C26 C25 121.9(3) . . ? O26 C26 C21 115.2(3) . . ? C25 C26 C21 122.9(3) . . ? O24 C40 H40A 109.5 . . ? O24 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? O24 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O26 C60 H60A 109.5 . . ? O26 C60 H60B 109.5 . . ? H60A C60 H60B 109.5 . . ? O26 C60 H60C 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? C22 O22 C20 117.8(3) . . ? C24 O24 C40 118.1(3) . . ? C26 O26 C60 118.9(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C96 C91 C92 C93 2.5(5) . . . . ? C97 C91 C92 C93 -177.6(3) . . . . ? C91 C92 C93 C94 -0.8(6) . . . . ? C92 C93 C94 C95 -1.4(6) . . . . ? C92 C93 C94 C99 178.2(4) . . . . ? C93 C94 C95 C96 1.8(6) . . . . ? C99 C94 C95 C96 -177.8(4) . . . . ? C94 C95 C96 C91 -0.1(6) . . . . ? C92 C91 C96 C95 -2.0(6) . . . . ? C97 C91 C96 C95 178.0(4) . . . . ? C92 C91 C97 C98 170.0(4) . . . . ? C96 C91 C97 C98 -10.1(6) . . . . ? C91 C97 C98 C911 179.1(4) . . . . ? C97 C98 C911 C912 178.1(4) . . . . ? C97 C98 C911 C916 -4.0(6) . . . . ? C916 C911 C912 C913 -0.8(6) . . . . ? C98 C911 C912 C913 177.2(4) . . . . ? C911 C912 C913 C914 -0.5(6) . . . . ? C912 C913 C914 C915 1.7(5) . . . . ? C912 C913 C914 C917 -175.8(4) . . . . ? C913 C914 C915 C916 -1.6(6) . . . . ? C917 C914 C915 C916 175.7(4) . . . . ? C914 C915 C916 C911 0.4(7) . . . . ? C912 C911 C916 C915 0.9(6) . . . . ? C98 C911 C916 C915 -177.1(4) . . . . ? C913 C914 C917 C918 177.1(3) . . . . ? C915 C914 C917 C918 -0.1(6) . . . . ? C914 C917 C918 C921 -174.4(3) . . . . ? C917 C918 C921 C922 6.5(6) . . . . ? C917 C918 C921 C926 -175.7(3) . . . . ? C926 C921 C922 C923 1.1(5) . . . . ? C918 C921 C922 C923 179.0(3) . . . . ? C926 C921 C922 O922 -178.8(3) . . . . ? C918 C921 C922 O922 -0.9(5) . . . . ? O922 C922 C923 C924 177.9(3) . . . . ? C921 C922 C923 C924 -2.0(5) . . . . ? C922 C923 C924 O924 -178.4(3) . . . . ? C922 C923 C924 C925 0.8(5) . . . . ? O924 C924 C925 C926 -179.6(3) . . . . ? C923 C924 C925 C926 1.2(5) . . . . ? C924 C925 C926 O926 177.6(3) . . . . ? C924 C925 C926 C921 -2.1(5) . . . . ? C922 C921 C926 O926 -178.8(3) . . . . ? C918 C921 C926 O926 3.2(4) . . . . ? C922 C921 C926 C925 1.0(5) . . . . ? C918 C921 C926 C925 -177.0(3) . . . . ? C923 C922 O922 C920 -15.1(5) . . . . ? C921 C922 O922 C920 164.7(4) . . . . ? C925 C924 O924 C940 -2.9(5) . . . . ? C923 C924 O924 C940 176.3(3) . . . . ? C925 C926 O926 C960 2.5(4) . . . . ? C921 C926 O926 C960 -177.8(3) . . . . ? C6 C1 C2 C3 1.3(6) . . . . ? C7 C1 C2 C3 -178.9(4) . . . . ? C7B C1 C2 C3 -168.0(9) . . . . ? C1 C2 C3 C4 0.6(6) . . . . ? C2 C3 C4 C5 -2.2(6) . . . . ? C2 C3 C4 C9 176.7(4) . . . . ? C3 C4 C5 C6 2.1(6) . . . . ? C9 C4 C5 C6 -176.8(4) . . . . ? C2 C1 C6 C5 -1.5(7) . . . . ? C7 C1 C6 C5 178.7(4) . . . . ? C7B C1 C6 C5 153(2) . . . . ? C4 C5 C6 C1 -0.1(7) . . . . ? C6 C1 C7 C8 -166.0(4) . . . . ? C2 C1 C7 C8 14.2(7) . . . . ? C7B C1 C7 C8 -3.6(14) . . . . ? C1 C7 C8 C11 176.3(4) . . . . ? C6 C1 C7B C8B 35(3) . . . . ? C2 C1 C7B C8B -167.2(18) . . . . ? C7 C1 C7B C8B -2.0(14) . . . . ? C1 C7B C8B C11 178.4(12) . . . . ? C7 C8 C11 C16 -174.1(4) . . . . ? C7 C8 C11 C12 3.9(7) . . . . ? C7 C8 C11 C8B -1.2(18) . . . . ? C7B C8B C11 C16 7(3) . . . . ? C7B C8B C11 C12 179.0(18) . . . . ? C7B C8B C11 C8 -5.2(12) . . . . ? C16 C11 C12 C13 -1.2(5) . . . . ? C8 C11 C12 C13 -179.2(3) . . . . ? C8B C11 C12 C13 -176.5(10) . . . . ? C11 C12 C13 C14 1.0(6) . . . . ? C12 C13 C14 C15 -0.3(5) . . . . ? C12 C13 C14 C17 178.0(3) . . . . ? C13 C14 C15 C16 -0.3(5) . . . . ? C17 C14 C15 C16 -178.7(3) . . . . ? C14 C15 C16 C11 0.1(6) . . . . ? C12 C11 C16 C15 0.6(6) . . . . ? C8 C11 C16 C15 178.8(3) . . . . ? C8B C11 C16 C15 171.6(18) . . . . ? C13 C14 C17 C18 2.1(5) . . . . ? C15 C14 C17 C18 -179.6(3) . . . . ? C14 C17 C18 C21 -172.0(3) . . . . ? C17 C18 C21 C26 -7.6(6) . . . . ? C17 C18 C21 C22 169.5(3) . . . . ? C26 C21 C22 O22 -178.5(3) . . . . ? C18 C21 C22 O22 4.1(4) . . . . ? C26 C21 C22 C23 1.9(4) . . . . ? C18 C21 C22 C23 -175.4(3) . . . . ? O22 C22 C23 C24 -179.5(3) . . . . ? C21 C22 C23 C24 0.1(5) . . . . ? C22 C23 C24 O24 179.4(3) . . . . ? C22 C23 C24 C25 -1.6(5) . . . . ? O24 C24 C25 C26 179.9(3) . . . . ? C23 C24 C25 C26 1.0(5) . . . . ? C24 C25 C26 O26 -178.7(3) . . . . ? C24 C25 C26 C21 1.2(5) . . . . ? C22 C21 C26 O26 177.4(3) . . . . ? C18 C21 C26 O26 -5.5(5) . . . . ? C22 C21 C26 C25 -2.5(4) . . . . ? C18 C21 C26 C25 174.6(3) . . . . ? C23 C22 O22 C20 -0.5(5) . . . . ? C21 C22 O22 C20 180.0(3) . . . . ? C23 C24 O24 C40 -174.2(3) . . . . ? C25 C24 O24 C40 6.8(5) . . . . ? C25 C26 O26 C60 7.5(5) . . . . ? C21 C26 O26 C60 -172.4(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.32 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.285 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.051