#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2214487.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2214487 loop_ _publ_author_name 'Sarojini, B. K.' 'Yathirajan, H. S.' 'Narayana, B.' 'Sunil, K.' 'Bolte, Michael' _publ_section_title ; 1,5-Bis[(1E)-3,4-dimethoxybenzylidene]thiocarbonohydrazide tetrahydrate ; _journal_coeditor_code AT2339 _journal_issue 8 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o3521 _journal_volume 63 _journal_year 2007 _chemical_formula_iupac 'C19 H22 N4 O4 S, 4H2 O' _chemical_formula_moiety 'C19 H22 N4 O4 S, 4H2 O' _chemical_formula_sum 'C19 H30 N4 O8 S' _chemical_formula_weight 474.53 _chemical_name_systematic ; 1,5-Bis[(1E)-3,4-dimethoxybenzylidene]thiocarbonohydrazide tetrahydrate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 92.815(5) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 15.9418(11) _cell_length_b 8.7714(7) _cell_length_c 16.6510(11) _cell_measurement_reflns_used 17322 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.7 _cell_measurement_theta_min 3.6 _cell_volume 2325.5(3) _computing_cell_refinement X-AREA _computing_data_collection 'X-AREA (Stoe & Cie, 2001)' _computing_data_reduction X-AREA _computing_molecular_graphics 'XP in SHELXTL-Plus (Sheldrick, 1991)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2003)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'Stoe IPDSII two-circle' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0435 _diffrn_reflns_av_sigmaI/netI 0.0276 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 18188 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.62 _diffrn_reflns_theta_min 3.46 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.191 _exptl_absorpt_correction_T_max 0.9506 _exptl_absorpt_correction_T_min 0.9368 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(MULABS; Spek, 2003; Blessing, 1995)' _exptl_crystal_colour red-brown _exptl_crystal_density_diffrn 1.355 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1008 _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.28 _refine_diff_density_max 0.542 _refine_diff_density_min -0.398 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 325 _refine_ls_number_reflns 4349 _refine_ls_number_restraints 12 _refine_ls_restrained_S_all 2.451 _refine_ls_R_factor_all 0.0500 _refine_ls_R_factor_gt 0.0416 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0583P)^2^+1.0873P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1044 _refine_ls_wR_factor_ref 0.1083 _reflns_number_gt 3712 _reflns_number_total 4349 _reflns_threshold_expression I>2sigma(I) _[local]_cod_data_source_file at2339.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_database_code 2214487 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy S S1 0.62197(6) 0.59999(11) 0.48744(7) 0.0229(3) Uani d . 1 N N1 0.6007(2) 0.1935(4) 0.5838(2) 0.0194(7) Uani d . 1 N N2 0.5838(2) 0.3291(4) 0.5438(2) 0.0206(7) Uani d . 1 H H2 0.533(4) 0.346(7) 0.524(4) 0.048(17) Uiso d . 1 N N3 0.7878(2) 0.4980(4) 0.5639(2) 0.0212(7) Uani d . 1 N N4 0.7202(2) 0.4006(4) 0.5727(2) 0.0204(7) Uani d . 1 H H4 0.728(3) 0.309(7) 0.590(3) 0.034(14) Uiso d . 1 O O1 1.02971(18) 0.8313(3) 0.46858(19) 0.0284(7) Uani d . 1 O O2 1.15681(17) 0.7740(3) 0.56386(19) 0.0264(7) Uani d . 1 O O3 0.70084(17) -0.3072(3) 0.72897(18) 0.0237(7) Uani d . 1 O O4 0.56812(18) -0.4716(3) 0.73882(19) 0.0267(7) Uani d . 1 C C1 0.5380(2) 0.1016(4) 0.5873(2) 0.0197(8) Uani d . 1 H H1 0.4850 0.1314 0.5637 0.024 Uiso calc R 1 C C2 0.8533(2) 0.4659(5) 0.6089(2) 0.0208(8) Uani d . 1 H H2A 0.8509 0.3859 0.6472 0.025 Uiso calc R 1 C C3 0.6448(2) 0.4356(4) 0.5375(2) 0.0181(8) Uani d . 1 C C11 0.5458(2) -0.0475(4) 0.6265(2) 0.0191(8) Uani d . 1 C C12 0.6238(2) -0.1012(4) 0.6591(2) 0.0184(8) Uani d . 1 H H12 0.6727 -0.0401 0.6561 0.022 Uiso calc R 1 C C13 0.6288(2) -0.2430(4) 0.6954(2) 0.0184(8) Uani d . 1 C C14 0.5556(3) -0.3341(4) 0.7008(2) 0.0208(8) Uani d . 1 C C15 0.4790(3) -0.2810(5) 0.6688(3) 0.0240(9) Uani d . 1 H H15 0.4299 -0.3418 0.6720 0.029 Uiso calc R 1 C C16 0.4742(3) -0.1377(5) 0.6319(3) 0.0236(9) Uani d . 1 H H16 0.4217 -0.1015 0.6103 0.028 Uiso calc R 1 C C17 0.4996(3) -0.5796(5) 0.7329(3) 0.0297(10) Uani d . 1 H H17A 0.4509 -0.5372 0.7588 0.045 Uiso calc R 1 H H17B 0.5168 -0.6749 0.7596 0.045 Uiso calc R 1 H H17C 0.4846 -0.6000 0.6761 0.045 Uiso calc R 1 C C18 0.7780(2) -0.2235(5) 0.7209(3) 0.0258(9) Uani d . 1 H H18A 0.7878 -0.2090 0.6638 0.039 Uiso calc R 1 H H18B 0.8249 -0.2809 0.7464 0.039 Uiso calc R 1 H H18C 0.7737 -0.1239 0.7470 0.039 Uiso calc R 1 C C21 0.9316(2) 0.5514(4) 0.6017(2) 0.0198(8) Uani d . 1 C C22 0.9387(2) 0.6590(5) 0.5394(3) 0.0211(8) Uani d . 1 H H22 0.8913 0.6827 0.5048 0.025 Uiso calc R 1 C C23 1.0145(2) 0.7296(4) 0.5290(3) 0.0211(8) Uani d . 1 C C24 1.0852(2) 0.6970(4) 0.5814(3) 0.0208(8) Uani d . 1 C C25 1.0777(2) 0.5930(5) 0.6435(3) 0.0228(9) Uani d . 1 H H25 1.1246 0.5714 0.6791 0.027 Uiso calc R 1 C C26 1.0006(2) 0.5200(5) 0.6532(2) 0.0215(8) Uani d . 1 H H26 0.9955 0.4483 0.6955 0.026 Uiso calc R 1 C C27 0.9587(3) 0.8724(6) 0.4161(3) 0.0325(10) Uani d . 1 H H27A 0.9398 0.7830 0.3848 0.049 Uiso calc R 1 H H27B 0.9750 0.9533 0.3794 0.049 Uiso calc R 1 H H27C 0.9129 0.9087 0.4483 0.049 Uiso calc R 1 C C28 1.2329(3) 0.7296(6) 0.6074(3) 0.0301(10) Uani d . 1 H H28A 1.2280 0.7515 0.6647 0.045 Uiso calc R 1 H H28B 1.2802 0.7870 0.5873 0.045 Uiso calc R 1 H H28C 1.2424 0.6202 0.6001 0.045 Uiso calc R 1 O O1W 1.18874(19) 0.9053(4) 0.4019(2) 0.0301(7) Uani d D 1 H H1WA 1.147(2) 0.882(6) 0.430(2) 0.036 Uiso d D 1 H H1WB 1.171(3) 0.922(6) 0.3536(15) 0.036 Uiso d D 1 O O2W 0.2300(3) 0.5813(5) 0.9698(2) 0.0592(12) Uani d D 1 H H2WA 0.214(4) 0.666(5) 0.987(4) 0.071 Uiso d D 1 H H2WB 0.252(4) 0.535(7) 1.010(3) 0.071 Uiso d D 1 O O3W 0.2901(3) 0.5995(5) 0.8110(3) 0.0601(12) Uani d D 1 H H3WA 0.274(4) 0.529(6) 0.777(3) 0.072 Uiso d D 1 H H3WB 0.268(4) 0.576(7) 0.856(2) 0.072 Uiso d D 1 O O4W 0.2830(4) 0.3797(5) 0.6932(3) 0.0706(15) Uani d D 1 H H4WA 0.300(5) 0.396(8) 0.646(2) 0.085 Uiso d D 1 H H4WB 0.259(5) 0.293(5) 0.695(4) 0.085 Uiso d D 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S1 0.0204(5) 0.0187(5) 0.0295(6) -0.0011(4) 0.0002(4) 0.0063(4) N1 0.0198(16) 0.0167(16) 0.0216(18) 0.0005(13) -0.0002(13) 0.0034(13) N2 0.0174(17) 0.0184(16) 0.0258(19) -0.0014(13) -0.0022(14) 0.0059(14) N3 0.0178(16) 0.0210(16) 0.0248(19) -0.0034(13) 0.0015(13) 0.0012(14) N4 0.0182(16) 0.0182(17) 0.0246(19) -0.0030(13) -0.0008(13) 0.0037(14) O1 0.0248(15) 0.0308(16) 0.0296(17) -0.0023(13) 0.0008(12) 0.0128(13) O2 0.0184(14) 0.0300(16) 0.0309(17) -0.0056(12) 0.0016(12) 0.0045(13) O3 0.0198(14) 0.0216(14) 0.0295(17) -0.0001(11) -0.0011(12) 0.0069(12) O4 0.0272(15) 0.0186(14) 0.0344(18) -0.0040(12) 0.0023(13) 0.0083(13) C1 0.0183(18) 0.0195(19) 0.021(2) 0.0001(15) -0.0013(15) 0.0007(16) C2 0.022(2) 0.0205(19) 0.020(2) -0.0022(16) 0.0024(15) 0.0010(16) C3 0.0198(19) 0.0183(18) 0.0164(19) -0.0016(15) 0.0019(14) -0.0009(15) C11 0.0208(19) 0.0191(19) 0.017(2) -0.0017(15) 0.0007(15) -0.0001(16) C12 0.0185(18) 0.0185(19) 0.018(2) -0.0033(15) 0.0018(15) -0.0012(15) C13 0.0202(19) 0.0197(19) 0.015(2) -0.0001(15) 0.0005(14) -0.0017(15) C14 0.026(2) 0.0171(18) 0.019(2) -0.0019(16) 0.0033(16) 0.0013(16) C15 0.022(2) 0.023(2) 0.027(2) -0.0072(16) 0.0016(16) 0.0008(17) C16 0.020(2) 0.024(2) 0.026(2) -0.0031(16) -0.0036(16) 0.0008(17) C17 0.036(2) 0.021(2) 0.033(3) -0.0096(18) 0.0076(19) 0.0022(18) C18 0.0183(19) 0.026(2) 0.033(2) -0.0009(16) -0.0003(16) 0.0051(18) C21 0.0193(19) 0.0185(18) 0.022(2) -0.0006(15) 0.0028(15) -0.0022(16) C22 0.0188(19) 0.0223(19) 0.022(2) 0.0008(15) -0.0005(15) 0.0000(16) C23 0.023(2) 0.0187(19) 0.021(2) 0.0003(16) 0.0034(16) 0.0020(16) C24 0.0186(19) 0.0198(19) 0.024(2) -0.0016(15) 0.0044(15) -0.0025(16) C25 0.0199(19) 0.026(2) 0.022(2) 0.0003(16) -0.0011(15) -0.0002(17) C26 0.024(2) 0.0207(19) 0.020(2) -0.0006(16) 0.0018(16) 0.0024(16) C27 0.033(2) 0.035(2) 0.029(3) 0.0017(19) -0.0029(19) 0.012(2) C28 0.018(2) 0.039(3) 0.033(3) -0.0034(18) -0.0018(17) 0.001(2) O1W 0.0291(16) 0.0345(17) 0.0270(18) -0.0094(14) 0.0026(13) 0.0030(14) O2W 0.094(3) 0.051(2) 0.033(2) 0.043(2) 0.008(2) 0.0042(18) O3W 0.090(3) 0.050(2) 0.041(2) 0.002(2) 0.006(2) 0.000(2) O4W 0.127(5) 0.047(3) 0.039(2) -0.019(3) 0.026(3) -0.004(2) 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C1 N1 N2 115.2(3) C3 N2 N1 120.4(3) C3 N2 H2 120(4) N1 N2 H2 119(4) C2 N3 N4 114.6(3) C3 N4 N3 119.7(3) C3 N4 H4 118(3) N3 N4 H4 121(3) C23 O1 C27 116.4(3) C24 O2 C28 116.8(3) C13 O3 C18 116.9(3) C14 O4 C17 116.9(3) N1 C1 C11 122.0(3) N1 C1 H1 119.0 C11 C1 H1 119.0 N3 C2 C21 120.8(4) N3 C2 H2A 119.6 C21 C2 H2A 119.6 N4 C3 N2 116.0(3) N4 C3 S1 124.9(3) N2 C3 S1 119.1(3) C16 C11 C12 119.5(4) C16 C11 C1 118.9(3) C12 C11 C1 121.6(3) C13 C12 C11 119.9(3) C13 C12 H12 120.1 C11 C12 H12 120.1 O3 C13 C12 125.1(3) O3 C13 C14 114.6(3) C12 C13 C14 120.3(4) O4 C14 C15 125.2(4) O4 C14 C13 115.0(3) C15 C14 C13 119.8(4) C14 C15 C16 119.8(4) C14 C15 H15 120.1 C16 C15 H15 120.1 C11 C16 C15 120.8(4) C11 C16 H16 119.6 C15 C16 H16 119.6 O4 C17 H17A 109.5 O4 C17 H17B 109.5 H17A C17 H17B 109.5 O4 C17 H17C 109.5 H17A C17 H17C 109.5 H17B C17 H17C 109.5 O3 C18 H18A 109.5 O3 C18 H18B 109.5 H18A C18 H18B 109.5 O3 C18 H18C 109.5 H18A C18 H18C 109.5 H18B C18 H18C 109.5 C26 C21 C22 119.8(4) C26 C21 C2 120.0(4) C22 C21 C2 120.1(4) C23 C22 C21 119.7(4) C23 C22 H22 120.1 C21 C22 H22 120.1 O1 C23 C22 124.8(4) O1 C23 C24 114.7(3) C22 C23 C24 120.5(4) O2 C24 C25 125.8(4) O2 C24 C23 114.4(4) C25 C24 C23 119.7(4) C24 C25 C26 119.6(4) C24 C25 H25 120.2 C26 C25 H25 120.2 C21 C26 C25 120.7(4) C21 C26 H26 119.7 C25 C26 H26 119.7 O1 C27 H27A 109.5 O1 C27 H27B 109.5 H27A C27 H27B 109.5 O1 C27 H27C 109.5 H27A C27 H27C 109.5 H27B C27 H27C 109.5 O2 C28 H28A 109.5 O2 C28 H28B 109.5 H28A C28 H28B 109.5 O2 C28 H28C 109.5 H28A C28 H28C 109.5 H28B C28 H28C 109.5 H1WA O1W H1WB 109(3) H2WA O2W H2WB 106(7) H3WA O3W H3WB 106(3) H4WA O4W H4WB 110(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S1 C3 1.696(4) N1 C1 1.289(5) N1 N2 1.384(5) N2 C3 1.355(5) N2 H2 0.87(6) N3 C2 1.285(5) N3 N4 1.388(5) N4 C3 1.347(5) N4 H4 0.86(6) O1 C23 1.375(5) O1 C27 1.442(5) O2 C24 1.370(5) O2 C28 1.436(5) O3 C13 1.374(5) O3 C18 1.445(5) O4 C14 1.372(5) O4 C17 1.446(5) C1 C11 1.464(5) C1 H1 0.9500 C2 C21 1.466(5) C2 H2A 0.9500 C11 C16 1.395(5) C11 C12 1.413(5) C12 C13 1.383(5) C12 H12 0.9500 C13 C14 1.420(5) C14 C15 1.389(6) C15 C16 1.399(6) C15 H15 0.9500 C16 H16 0.9500 C17 H17A 0.9800 C17 H17B 0.9800 C17 H17C 0.9800 C18 H18A 0.9800 C18 H18B 0.9800 C18 H18C 0.9800 C21 C26 1.389(6) C21 C22 1.411(6) C22 C23 1.377(6) C22 H22 0.9500 C23 C24 1.420(6) C24 C25 1.387(6) C25 C26 1.403(6) C25 H25 0.9500 C26 H26 0.9500 C27 H27A 0.9800 C27 H27B 0.9800 C27 H27C 0.9800 C28 H28A 0.9800 C28 H28B 0.9800 C28 H28C 0.9800 O1W H1WA 0.85(2) O1W H1WB 0.85(2) O2W H2WA 0.84(2) O2W H2WB 0.84(2) O3W H3WA 0.87(2) O3W H3WB 0.87(2) O4W H4WA 0.85(2) O4W H4WB 0.85(2) loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N2 H2 S1 3_666 0.87(6) 2.52(6) 3.355(4) 161(5) N4 H4 O1W 3_766 0.86(6) 2.31(6) 3.070(5) 148(5) O1W H1WA O1 . 0.85(2) 2.06(3) 2.891(4) 165(4) O1W H1WB O3 4_665 0.85(2) 2.37(4) 3.021(4) 133(4) O2W H2WA S1 4_576 0.84(2) 2.52(4) 3.305(4) 155(7) O2W H2WB O1W 2_646 0.84(2) 2.05(3) 2.890(5) 173(7) O3W H3WB O2W . 0.87(2) 2.02(3) 2.861(6) 163(6) O3W H3WA O4W . 0.87(2) 1.92(3) 2.749(6) 158(6) O4W H4WA S1 3_666 0.85(2) 2.60(3) 3.438(5) 167(7) 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 C1 N1 N2 C3 178.9(4) C2 N3 N4 C3 170.5(4) N2 N1 C1 C11 179.2(3) N4 N3 C2 C21 175.3(3) N3 N4 C3 N2 175.1(3) N3 N4 C3 S1 -5.1(5) N1 N2 C3 N4 -0.6(5) N1 N2 C3 S1 179.5(3) N1 C1 C11 C16 176.6(4) N1 C1 C11 C12 -3.2(6) C16 C11 C12 C13 0.5(6) C1 C11 C12 C13 -179.7(4) C18 O3 C13 C12 -4.1(6) C18 O3 C13 C14 176.4(3) C11 C12 C13 O3 179.9(4) C11 C12 C13 C14 -0.7(6) C17 O4 C14 C15 11.1(6) C17 O4 C14 C13 -168.9(4) O3 C13 C14 O4 0.1(5) C12 C13 C14 O4 -179.3(4) O3 C13 C14 C15 -179.9(4) C12 C13 C14 C15 0.6(6) O4 C14 C15 C16 179.5(4) C13 C14 C15 C16 -0.4(6) C12 C11 C16 C15 -0.3(6) C1 C11 C16 C15 179.9(4) C14 C15 C16 C11 0.3(6) N3 C2 C21 C26 177.1(4) N3 C2 C21 C22 -6.8(6) C26 C21 C22 C23 1.5(6) C2 C21 C22 C23 -174.6(4) C27 O1 C23 C22 4.1(6) C27 O1 C23 C24 -177.5(4) C21 C22 C23 O1 177.2(4) C21 C22 C23 C24 -1.2(6) C28 O2 C24 C25 7.8(6) C28 O2 C24 C23 -171.4(4) O1 C23 C24 O2 0.9(5) C22 C23 C24 O2 179.4(4) O1 C23 C24 C25 -178.4(4) C22 C23 C24 C25 0.1(6) O2 C24 C25 C26 -178.5(4) C23 C24 C25 C26 0.6(6) C22 C21 C26 C25 -0.7(6) C2 C21 C26 C25 175.4(4) C24 C25 C26 C21 -0.4(6)