# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 loop_ _publ_author_name _publ_author_footnote _publ_author_address T.Murata ; Assistant Professor ; ; Department of Chemistry, Graduate School of Science, Osaka University, Machikaneyama 1-1, Toyonaka, Osaka 560-0043, Japan ; Y.Morita '' '' _publ_contact_author_email morita@chem.sci.osaka-u.ac.jp _publ_contact_author_fax +81-6-6850-5395 _publ_contact_author_phone +81-6-6850-5393 #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Yasushi Morita' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_category 'CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #============================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; ENTER SECTION TITLE ; data_EDO-TTF-U _database_code_depnum_ccdc_archive 'CCDC 886399' #TrackingRef '- CIF.cif' _audit_creation_method SHELXL-97 _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; _publ_section_synopsis ; ENTER SYNOPSIS ; #============================================================================== _chemical_name_systematic ; ? ; _chemical_name_common EDO-TTF-U _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H16 N2 O4 S4' _chemical_formula_weight 428.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.06(3) _cell_length_b 16.45(4) _cell_length_c 10.99(4) _cell_angle_alpha 90.00 _cell_angle_beta 111.4(2) _cell_angle_gamma 90.00 _cell_volume 1863(10) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 9531 _cell_measurement_theta_min 3.17 _cell_measurement_theta_max 27.48 _exptl_crystal_description platelet _exptl_crystal_colour orange _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 0.535 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7396 _exptl_absorpt_correction_T_max 0.9841 _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14973 _diffrn_reflns_av_R_equivalents 0.1850 _diffrn_reflns_av_sigmaI/netI 0.1937 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4107 _reflns_number_gt 1856 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_publication_material 'CrystalStructure 4.0' _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^)+(0.2000P)^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 4107 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1810 _refine_ls_R_factor_gt 0.0994 _refine_ls_wR_factor_ref 0.3410 _refine_ls_wR_factor_gt 0.2333 _refine_ls_goodness_of_fit_ref 0.928 _refine_ls_restrained_S_all 0.928 _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 S1 S 0.6101(2) 0.13292(11) 0.0531(2) 0.0282(5) Uani 1 1 d . . . S2 S 0.7381(2) -0.02763(12) 0.1075(2) 0.0302(5) Uani 1 1 d . . . S3 S 0.6954(3) 0.16157(13) 0.3715(3) 0.0389(6) Uani 1 1 d . . . S4 S 0.8286(2) -0.00017(15) 0.4131(2) 0.0390(6) Uani 1 1 d . . . O1 O 0.3365(7) 0.1997(3) -0.5703(7) 0.0381(16) Uani 1 1 d . . . O2 O 0.5629(6) -0.0103(3) -0.3297(7) 0.0339(15) Uani 1 1 d . . . O3 O 0.7613(8) 0.1725(4) 0.6314(7) 0.0479(18) Uani 1 1 d . . . O4 O 0.8887(7) 0.0165(4) 0.6647(7) 0.0432(17) Uani 1 1 d . . . N1 N 0.3914(7) 0.2073(4) -0.3493(7) 0.0233(14) Uani 1 1 d . . . N2 N 0.4514(8) 0.0970(4) -0.4440(8) 0.0305(17) Uani 1 1 d . . . H2 H 0.4502 0.0722 -0.5154 0.037 Uiso 1 1 calc R . . C1 C 0.6965(8) 0.0614(4) 0.1739(8) 0.0237(17) Uani 1 1 d . . . C2 C 0.7322(8) 0.0729(5) 0.2994(8) 0.0249(17) Uani 1 1 d . . . C3 C 0.5900(8) 0.0691(4) -0.0820(9) 0.0255(18) Uani 1 1 d . . . C4 C 0.6510(9) -0.0027(5) -0.0519(11) 0.038(2) Uani 1 1 d . . . H4 H 0.6459 -0.0401 -0.1195 0.046 Uiso 1 1 calc R . . C5 C 0.7653(9) 0.1231(5) 0.5325(9) 0.0319(19) Uani 1 1 d . . . C6 C 0.8262(10) 0.0520(5) 0.5515(10) 0.037(2) Uani 1 1 d . . . C7 C 0.5192(7) 0.1010(4) -0.2116(7) 0.0190(15) Uani 1 1 d . . . C8 C 0.4535(8) 0.1730(4) -0.2312(8) 0.0239(17) Uani 1 1 d . . . H8 H 0.4513 0.2010 -0.1564 0.029 Uiso 1 1 calc R . . C9 C 0.3891(9) 0.1702(5) -0.4614(9) 0.0261(18) Uani 1 1 d . . . C10 C 0.5147(8) 0.0581(4) -0.3299(9) 0.0260(17) Uani 1 1 d . . . C11 C 0.3181(8) 0.2839(4) -0.3617(8) 0.0252(17) Uani 1 1 d . . . H11A H 0.3177 0.3136 -0.4402 0.030 Uiso 1 1 calc R . . H11B H 0.3624 0.3186 -0.2846 0.030 Uiso 1 1 calc R . . C12 C 0.1782(9) 0.2694(5) -0.3724(11) 0.036(2) Uani 1 1 d . . . H12A H 0.1777 0.2375 -0.2963 0.043 Uiso 1 1 calc R . . H12B H 0.1316 0.2378 -0.4524 0.043 Uiso 1 1 calc R . . C13 C 0.1093(10) 0.3505(5) -0.3774(10) 0.039(2) Uani 1 1 d . . . H13A H 0.1657 0.3859 -0.3067 0.046 Uiso 1 1 calc R . . H13B H 0.0967 0.3774 -0.4617 0.046 Uiso 1 1 calc R . . C14 C -0.0205(11) 0.3423(7) -0.3633(15) 0.061(4) Uani 1 1 d . . . H14A H -0.0089 0.3165 -0.2794 0.073 Uiso 1 1 calc R . . H14B H -0.0781 0.3088 -0.4346 0.073 Uiso 1 1 calc R . . H14C H -0.0590 0.3963 -0.3665 0.073 Uiso 1 1 calc R . . C15 C 0.8667(14) 0.1515(7) 0.7434(14) 0.060(3) Uani 1 1 d . . . H15A H 0.8610 0.1819 0.8188 0.072 Uiso 1 1 calc R . . H15B H 0.9481 0.1680 0.7320 0.072 Uiso 1 1 calc R . . C16 C 0.8726(11) 0.0603(6) 0.7733(10) 0.043(2) Uani 1 1 d . . . H16A H 0.9464 0.0485 0.8553 0.051 Uiso 1 1 calc R . . H16B H 0.7915 0.0427 0.7843 0.051 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0368(12) 0.0213(9) 0.0245(12) -0.0039(7) 0.0087(9) 0.0046(8) S2 0.0320(11) 0.0252(9) 0.0352(13) 0.0036(8) 0.0144(10) 0.0080(9) S3 0.0477(15) 0.0306(11) 0.0357(14) 0.0013(9) 0.0117(11) 0.0083(10) S4 0.0401(13) 0.0421(12) 0.0348(14) 0.0056(10) 0.0138(11) 0.0185(10) O1 0.059(4) 0.029(3) 0.033(4) 0.004(3) 0.024(3) 0.010(3) O2 0.039(4) 0.023(3) 0.044(4) -0.002(2) 0.019(3) 0.013(3) O3 0.063(5) 0.038(3) 0.041(5) -0.003(3) 0.016(4) 0.013(3) O4 0.055(4) 0.047(4) 0.030(4) 0.017(3) 0.019(3) 0.016(3) N1 0.030(4) 0.016(3) 0.026(4) 0.001(2) 0.013(3) 0.004(3) N2 0.043(4) 0.020(3) 0.040(5) -0.006(3) 0.028(4) 0.002(3) C1 0.019(4) 0.022(3) 0.028(5) -0.002(3) 0.006(3) -0.001(3) C2 0.021(4) 0.031(4) 0.016(4) -0.005(3) -0.001(3) -0.001(3) C3 0.029(4) 0.017(3) 0.039(5) 0.000(3) 0.023(4) 0.000(3) C4 0.036(5) 0.019(3) 0.072(8) -0.002(4) 0.035(5) 0.003(4) C5 0.037(5) 0.035(4) 0.024(5) 0.010(3) 0.012(4) 0.008(4) C6 0.044(6) 0.032(4) 0.047(6) 0.003(4) 0.030(5) 0.006(4) C7 0.023(4) 0.018(3) 0.015(4) 0.005(3) 0.007(3) 0.004(3) C8 0.037(5) 0.021(3) 0.021(4) -0.003(3) 0.019(4) 0.000(3) C9 0.036(5) 0.023(4) 0.027(5) 0.008(3) 0.020(4) 0.006(3) C10 0.034(5) 0.019(3) 0.030(5) -0.002(3) 0.018(4) 0.000(3) C11 0.040(5) 0.016(3) 0.023(4) 0.003(3) 0.016(4) 0.008(3) C12 0.033(5) 0.022(4) 0.054(7) -0.004(4) 0.018(5) 0.003(3) C13 0.048(6) 0.034(4) 0.036(6) 0.008(4) 0.017(5) 0.009(4) C14 0.038(6) 0.053(6) 0.098(11) 0.006(6) 0.033(7) 0.009(5) C15 0.074(9) 0.045(6) 0.062(9) -0.005(5) 0.027(7) 0.000(6) C16 0.051(6) 0.046(5) 0.031(6) 0.006(4) 0.016(5) 0.005(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C3 1.766(9) . ? S1 C1 1.771(9) . ? S2 C4 1.714(13) . ? S2 C1 1.771(9) . ? S3 C5 1.770(11) . ? S3 C2 1.777(9) . ? S4 C6 1.756(11) . ? S4 C2 1.781(9) . ? O1 C9 1.224(11) . ? O2 C10 1.245(10) . ? O3 C5 1.371(12) . ? O3 C15 1.396(16) . ? O4 C6 1.321(13) . ? O4 C16 1.460(13) . ? N1 C8 1.352(12) . ? N1 C9 1.367(11) . ? N1 C11 1.478(10) . ? N2 C10 1.354(12) . ? N2 C9 1.367(10) . ? N2 H2 0.8800 . ? C1 C2 1.303(12) . ? C3 C4 1.341(12) . ? C3 C7 1.450(12) . ? C4 H4 0.9500 . ? C5 C6 1.327(13) . ? C7 C8 1.365(10) . ? C7 C10 1.465(12) . ? C8 H8 0.9500 . ? C11 C12 1.526(13) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.527(12) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.505(15) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.533(15) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 S1 C1 96.0(5) . . ? C4 S2 C1 95.2(4) . . ? C5 S3 C2 93.7(4) . . ? C6 S4 C2 94.8(5) . . ? C5 O3 C15 107.2(8) . . ? C6 O4 C16 112.0(8) . . ? C8 N1 C9 121.1(7) . . ? C8 N1 C11 120.9(7) . . ? C9 N1 C11 117.9(7) . . ? C10 N2 C9 127.6(7) . . ? C10 N2 H2 116.2 . . ? C9 N2 H2 116.2 . . ? C2 C1 S1 124.8(6) . . ? C2 C1 S2 122.2(6) . . ? S1 C1 S2 113.0(5) . . ? C1 C2 S3 124.1(6) . . ? C1 C2 S4 121.2(6) . . ? S3 C2 S4 114.6(5) . . ? C4 C3 C7 127.1(8) . . ? C4 C3 S1 114.8(8) . . ? C7 C3 S1 118.0(6) . . ? C3 C4 S2 120.5(8) . . ? C3 C4 H4 119.8 . . ? S2 C4 H4 119.8 . . ? C6 C5 O3 123.9(9) . . ? C6 C5 S3 118.9(8) . . ? O3 C5 S3 116.9(6) . . ? O4 C6 C5 126.9(9) . . ? O4 C6 S4 115.6(7) . . ? C5 C6 S4 117.5(8) . . ? C8 C7 C3 122.3(7) . . ? C8 C7 C10 115.7(7) . . ? C3 C7 C10 122.0(7) . . ? N1 C8 C7 124.7(7) . . ? N1 C8 H8 117.7 . . ? C7 C8 H8 117.7 . . ? O1 C9 N2 121.5(8) . . ? O1 C9 N1 123.4(7) . . ? N2 C9 N1 115.1(8) . . ? O2 C10 N2 120.3(8) . . ? O2 C10 C7 123.9(8) . . ? N2 C10 C7 115.8(7) . . ? N1 C11 C12 112.4(6) . . ? N1 C11 H11A 109.1 . . ? C12 C11 H11A 109.1 . . ? N1 C11 H11B 109.1 . . ? C12 C11 H11B 109.1 . . ? H11A C11 H11B 107.9 . . ? C11 C12 C13 110.2(7) . . ? C11 C12 H12A 109.6 . . ? C13 C12 H12A 109.6 . . ? C11 C12 H12B 109.6 . . ? C13 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? C14 C13 C12 113.6(8) . . ? C14 C13 H13A 108.8 . . ? C12 C13 H13A 108.8 . . ? C14 C13 H13B 108.8 . . ? C12 C13 H13B 108.8 . . ? H13A C13 H13B 107.7 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O3 C15 C16 112.8(10) . . ? O3 C15 H15A 109.0 . . ? C16 C15 H15A 109.0 . . ? O3 C15 H15B 109.0 . . ? C16 C15 H15B 109.0 . . ? H15A C15 H15B 107.8 . . ? O4 C16 C15 108.4(9) . . ? O4 C16 H16A 110.0 . . ? C15 C16 H16A 110.0 . . ? O4 C16 H16B 110.0 . . ? C15 C16 H16B 110.0 . . ? H16A C16 H16B 108.4 . . ? 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 C3 S1 C1 C2 -175.3(7) . . . . ? C3 S1 C1 S2 7.6(5) . . . . ? C4 S2 C1 C2 175.6(7) . . . . ? C4 S2 C1 S1 -7.1(5) . . . . ? S1 C1 C2 S3 2.1(11) . . . . ? S2 C1 C2 S3 179.0(5) . . . . ? S1 C1 C2 S4 -175.6(5) . . . . ? S2 C1 C2 S4 1.2(10) . . . . ? C5 S3 C2 C1 175.8(8) . . . . ? C5 S3 C2 S4 -6.3(6) . . . . ? C6 S4 C2 C1 -176.4(7) . . . . ? C6 S4 C2 S3 5.7(6) . . . . ? C1 S1 C3 C4 -5.2(7) . . . . ? C1 S1 C3 C7 179.1(6) . . . . ? C7 C3 C4 S2 176.2(6) . . . . ? S1 C3 C4 S2 1.0(10) . . . . ? C1 S2 C4 C3 3.9(8) . . . . ? C15 O3 C5 C6 22.1(13) . . . . ? C15 O3 C5 S3 -152.7(8) . . . . ? C2 S3 C5 C6 4.9(9) . . . . ? C2 S3 C5 O3 -180.0(7) . . . . ? C16 O4 C6 C5 6.6(14) . . . . ? C16 O4 C6 S4 -175.1(7) . . . . ? O3 C5 C6 O4 1.8(16) . . . . ? S3 C5 C6 O4 176.5(8) . . . . ? O3 C5 C6 S4 -176.5(7) . . . . ? S3 C5 C6 S4 -1.8(11) . . . . ? C2 S4 C6 O4 179.1(7) . . . . ? C2 S4 C6 C5 -2.4(9) . . . . ? C4 C3 C7 C8 175.8(8) . . . . ? S1 C3 C7 C8 -9.1(10) . . . . ? C4 C3 C7 C10 -4.8(13) . . . . ? S1 C3 C7 C10 170.3(6) . . . . ? C9 N1 C8 C7 0.7(13) . . . . ? C11 N1 C8 C7 177.4(7) . . . . ? C3 C7 C8 N1 176.6(7) . . . . ? C10 C7 C8 N1 -2.8(12) . . . . ? C10 N2 C9 O1 179.0(8) . . . . ? C10 N2 C9 N1 -0.4(13) . . . . ? C8 N1 C9 O1 -178.5(8) . . . . ? C11 N1 C9 O1 4.7(12) . . . . ? C8 N1 C9 N2 1.0(11) . . . . ? C11 N1 C9 N2 -175.8(7) . . . . ? C9 N2 C10 O2 177.2(8) . . . . ? C9 N2 C10 C7 -1.6(13) . . . . ? C8 C7 C10 O2 -175.7(8) . . . . ? C3 C7 C10 O2 4.9(12) . . . . ? C8 C7 C10 N2 3.1(11) . . . . ? C3 C7 C10 N2 -176.3(7) . . . . ? C8 N1 C11 C12 -87.0(10) . . . . ? C9 N1 C11 C12 89.8(9) . . . . ? N1 C11 C12 C13 176.9(7) . . . . ? C11 C12 C13 C14 -169.4(10) . . . . ? C5 O3 C15 C16 -52.6(13) . . . . ? C6 O4 C16 C15 -35.0(12) . . . . ? O3 C15 C16 O4 62.1(13) . . . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 1.263 _refine_diff_density_min -1.199 _refine_diff_density_rms 0.306 #===END data_complex2 _database_code_depnum_ccdc_archive 'CCDC 886400' #TrackingRef '- CIF.cif' _audit_creation_method SHELXL-97 _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; _publ_section_synopsis ; ENTER SYNOPSIS ; #============================================================================== _chemical_name_systematic ; ? ; _chemical_name_common (EDO-TTF-U)2(TCNQ) _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H36 N8 O8 S8' _chemical_formula_weight 1061.29 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.2485(13) _cell_length_b 10.373(2) _cell_length_c 16.028(3) _cell_angle_alpha 89.459(9) _cell_angle_beta 77.009(7) _cell_angle_gamma 79.014(8) _cell_volume 1152.0(4) _cell_formula_units_Z 1 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 3.22 _cell_measurement_theta_max 27.48 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 548 _exptl_absorpt_coefficient_mu 0.451 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.577 _exptl_absorpt_correction_T_max 0.914 _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.314 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9021 _diffrn_reflns_av_R_equivalents 0.0447 _diffrn_reflns_av_sigmaI/netI 0.0975 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4802 _reflns_number_gt 2954 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_publication_material 'CrystalStructure 4.0' _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^)+(0.0938P)^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 4802 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0765 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1770 _refine_ls_wR_factor_gt 0.1074 _refine_ls_goodness_of_fit_ref 0.984 _refine_ls_restrained_S_all 0.984 _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 S1 S 0.42264(13) 0.18297(10) -0.09403(6) 0.0247(3) Uani 1 1 d . . . S2 S 0.71688(13) 0.13412(10) 0.00871(6) 0.0250(3) Uani 1 1 d . . . S3 S 0.08528(13) 0.24116(10) 0.06670(6) 0.0260(3) Uani 1 1 d . . . S4 S 0.35723(14) 0.20934(10) 0.18392(6) 0.0255(3) Uani 1 1 d . . . O1 O 0.7662(4) 0.0659(3) -0.49983(17) 0.0332(7) Uani 1 1 d . . . O2 O 1.0398(4) 0.0572(3) -0.27103(17) 0.0316(7) Uani 1 1 d . . . O3 O -0.2091(4) 0.2695(3) 0.20263(16) 0.0346(7) Uani 1 1 d . . . O4 O 0.0552(4) 0.2451(3) 0.31698(16) 0.0384(7) Uani 1 1 d . . . N1 N 0.5680(4) 0.1349(3) -0.36999(19) 0.0254(7) Uani 1 1 d . . . N2 N 0.8946(4) 0.0578(3) -0.38231(19) 0.0277(8) Uani 1 1 d . . . H2 H 1.0077 0.0231 -0.4151 0.033 Uiso 1 1 calc R . . N3 N 0.5827(5) 0.4628(4) -0.3005(2) 0.0390(9) Uani 1 1 d . . . N4 N 1.1011(6) 0.3852(4) -0.2005(2) 0.0457(10) Uani 1 1 d . . . C1 C 0.4712(5) 0.1761(4) 0.0082(2) 0.0219(8) Uani 1 1 d . . . C2 C 0.3243(5) 0.2054(4) 0.0785(2) 0.0219(8) Uani 1 1 d . . . C3 C 0.6642(5) 0.1348(3) -0.1500(2) 0.0193(7) Uani 1 1 d . . . C4 C 0.7960(5) 0.1138(4) -0.1018(2) 0.0239(8) Uani 1 1 d . . . H4 H 0.9295 0.0883 -0.1276 0.029 Uiso 1 1 calc R . . C5 C -0.0140(5) 0.2472(4) 0.1775(2) 0.0254(8) Uani 1 1 d . . . C6 C 0.1107(6) 0.2351(4) 0.2292(2) 0.0289(9) Uani 1 1 d . . . C7 C 0.6973(5) 0.1220(3) -0.2432(2) 0.0210(8) Uani 1 1 d . . . C8 C 0.5480(6) 0.1512(4) -0.2834(2) 0.0252(8) Uani 1 1 d . . . H8 H 0.4228 0.1847 -0.2494 0.030 Uiso 1 1 calc R . . C9 C 0.7449(5) 0.0856(4) -0.4225(2) 0.0261(9) Uani 1 1 d . . . C10 C 0.8909(6) 0.0774(4) -0.2961(2) 0.0262(9) Uani 1 1 d . . . C11 C 0.4006(6) 0.1699(4) -0.4085(2) 0.0308(9) Uani 1 1 d . . . H11A H 0.2813 0.1739 -0.3633 0.037 Uiso 1 1 calc R . . H11B H 0.4050 0.1000 -0.4510 0.037 Uiso 1 1 calc R . . C12 C 0.3918(7) 0.3007(5) -0.4525(3) 0.0476(12) Uani 1 1 d . . . H12A H 0.5153 0.3007 -0.4942 0.057 Uiso 1 1 calc R . . H12B H 0.3725 0.3726 -0.4093 0.057 Uiso 1 1 calc R . . C13 C 0.2221(9) 0.3246(6) -0.4998(3) 0.0659(17) Uani 1 1 d . . . H13A H 0.2394 0.3956 -0.5409 0.079 Uiso 1 1 calc R . . H13B H 0.2243 0.2437 -0.5326 0.079 Uiso 1 1 calc R . . C14 C 0.0344(7) 0.3614(5) -0.4384(4) 0.0587(14) Uani 1 1 d . . . H14A H 0.0254 0.4475 -0.4115 0.070 Uiso 1 1 calc R . . H14B H 0.0231 0.2955 -0.3942 0.070 Uiso 1 1 calc R . . H14C H -0.0699 0.3655 -0.4686 0.070 Uiso 1 1 calc R . . C15 C -0.2671(6) 0.2472(4) 0.2935(2) 0.0346(10) Uani 1 1 d . . . H15A H -0.2505 0.1516 0.3028 0.042 Uiso 1 1 calc R . . H15B H -0.4052 0.2868 0.3149 0.042 Uiso 1 1 calc R . . C16 C -0.1477(6) 0.3068(5) 0.3424(3) 0.0412(11) Uani 1 1 d . . . H16A H -0.1622 0.4020 0.3318 0.049 Uiso 1 1 calc R . . H16B H -0.1954 0.2964 0.4045 0.049 Uiso 1 1 calc R . . C17 C 0.6461(6) 0.4604(4) -0.2410(2) 0.0273(9) Uani 1 1 d . . . C18 C 0.7274(6) 0.4504(4) -0.1670(2) 0.0256(8) Uani 1 1 d . . . C19 C 0.9337(7) 0.4163(4) -0.1845(2) 0.0326(10) Uani 1 1 d . . . C20 C 0.6154(5) 0.4762(3) -0.0843(2) 0.0232(8) Uani 1 1 d . . . C21 C 0.7008(6) 0.4670(4) -0.0114(2) 0.0254(8) Uani 1 1 d . . . H21 H 0.8371 0.4427 -0.0199 0.030 Uiso 1 1 calc R . . C22 C 0.5920(6) 0.4923(4) 0.0689(2) 0.0264(8) Uani 1 1 d . . . H22 H 0.6527 0.4893 0.1158 0.032 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0183(5) 0.0366(6) 0.0171(5) 0.0002(4) 0.0002(4) -0.0054(4) S2 0.0209(5) 0.0313(6) 0.0223(5) 0.0014(4) -0.0024(4) -0.0073(4) S3 0.0201(5) 0.0374(6) 0.0180(5) 0.0028(4) -0.0012(4) -0.0031(4) S4 0.0297(6) 0.0306(6) 0.0177(5) 0.0033(4) -0.0042(4) -0.0109(4) O1 0.0265(15) 0.0441(18) 0.0226(15) -0.0074(13) 0.0022(12) 0.0000(13) O2 0.0221(15) 0.0404(17) 0.0260(15) -0.0010(13) 0.0000(12) 0.0029(12) O3 0.0230(15) 0.0504(19) 0.0243(15) 0.0073(13) 0.0023(11) -0.0016(13) O4 0.0414(18) 0.055(2) 0.0157(14) 0.0034(13) -0.0003(12) -0.0095(15) N1 0.0228(17) 0.0323(19) 0.0171(15) -0.0032(14) 0.0019(13) -0.0034(14) N2 0.0231(18) 0.0329(19) 0.0194(16) -0.0042(14) 0.0050(13) 0.0021(14) N3 0.051(2) 0.033(2) 0.030(2) -0.0011(16) -0.0096(17) 0.0000(17) N4 0.036(2) 0.060(3) 0.035(2) 0.0024(19) -0.0002(17) -0.0035(19) C1 0.0203(19) 0.028(2) 0.0197(18) 0.0003(15) -0.0019(14) -0.0137(16) C2 0.0176(19) 0.027(2) 0.0189(18) 0.0016(15) -0.0029(14) -0.0001(15) C3 0.0194(19) 0.0130(17) 0.0217(18) -0.0007(14) 0.0026(14) -0.0024(14) C4 0.024(2) 0.025(2) 0.0197(19) -0.0009(15) 0.0052(15) -0.0079(16) C5 0.021(2) 0.031(2) 0.0194(19) 0.0002(16) 0.0037(15) -0.0022(16) C6 0.029(2) 0.039(2) 0.0153(18) 0.0026(17) 0.0035(16) -0.0085(18) C7 0.025(2) 0.0137(17) 0.0204(18) 0.0001(14) 0.0007(15) -0.0015(15) C8 0.030(2) 0.022(2) 0.0183(18) -0.0009(15) 0.0033(15) -0.0037(16) C9 0.024(2) 0.026(2) 0.024(2) -0.0047(16) 0.0025(16) 0.0001(16) C10 0.032(2) 0.022(2) 0.021(2) -0.0003(16) 0.0012(17) -0.0056(17) C11 0.031(2) 0.038(2) 0.023(2) -0.0049(18) 0.0006(16) -0.0132(19) C12 0.037(3) 0.055(3) 0.051(3) 0.017(2) -0.012(2) -0.008(2) C13 0.081(4) 0.065(4) 0.047(3) 0.009(3) -0.020(3) 0.004(3) C14 0.054(3) 0.057(3) 0.078(4) 0.017(3) -0.032(3) -0.023(3) C15 0.030(2) 0.041(3) 0.024(2) 0.0063(19) 0.0067(17) 0.0013(19) C16 0.045(3) 0.044(3) 0.023(2) -0.0025(19) 0.0112(19) 0.000(2) C17 0.031(2) 0.023(2) 0.024(2) -0.0004(16) -0.0003(17) -0.0041(17) C18 0.031(2) 0.0189(19) 0.027(2) 0.0012(16) -0.0045(16) -0.0068(16) C19 0.039(3) 0.032(2) 0.024(2) 0.0012(18) -0.0026(18) -0.0052(19) C20 0.029(2) 0.0154(18) 0.025(2) 0.0045(15) -0.0066(16) -0.0041(15) C21 0.024(2) 0.023(2) 0.029(2) 0.0040(16) -0.0075(16) -0.0043(16) C22 0.034(2) 0.022(2) 0.025(2) 0.0035(16) -0.0098(17) -0.0047(16) _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 S1 C1 1.749(4) . ? S1 C3 1.758(3) . ? S2 C4 1.737(4) . ? S2 C1 1.753(4) . ? S3 C2 1.754(4) . ? S3 C5 1.756(4) . ? S4 C6 1.740(4) . ? S4 C2 1.761(4) . ? O1 C9 1.228(4) . ? O2 C10 1.216(5) . ? O3 C5 1.355(4) . ? O3 C15 1.452(4) . ? O4 C6 1.374(4) . ? O4 C16 1.455(5) . ? N1 C8 1.371(5) . ? N1 C9 1.374(5) . ? N1 C11 1.466(5) . ? N2 C9 1.367(5) . ? N2 C10 1.392(5) . ? N2 H2 0.8800 . ? N3 C17 1.146(5) . ? N4 C19 1.165(5) . ? C1 C2 1.357(5) . ? C3 C4 1.344(5) . ? C3 C7 1.461(5) . ? C4 H4 0.9500 . ? C5 C6 1.346(5) . ? C7 C8 1.365(5) . ? C7 C10 1.459(5) . ? C8 H8 0.9500 . ? C11 C12 1.519(6) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.566(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.475(8) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.504(6) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.433(5) . ? C18 C20 1.388(5) . ? C18 C19 1.432(6) . ? C20 C21 1.434(5) . ? C20 C22 1.440(5) 2_665 ? C21 C22 1.349(5) . ? C21 H21 0.9500 . ? C22 C20 1.440(5) 2_665 ? C22 H22 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 S1 C3 95.78(17) . . ? C4 S2 C1 95.23(17) . . ? C2 S3 C5 93.86(17) . . ? C6 S4 C2 93.22(18) . . ? C5 O3 C15 110.0(3) . . ? C6 O4 C16 109.3(3) . . ? C8 N1 C9 120.8(3) . . ? C8 N1 C11 120.6(3) . . ? C9 N1 C11 118.6(3) . . ? C9 N2 C10 128.2(3) . . ? C9 N2 H2 115.9 . . ? C10 N2 H2 115.9 . . ? C2 C1 S1 120.0(3) . . ? C2 C1 S2 125.5(3) . . ? S1 C1 S2 114.4(2) . . ? C1 C2 S3 119.7(3) . . ? C1 C2 S4 123.8(3) . . ? S3 C2 S4 116.5(2) . . ? C4 C3 C7 127.9(3) . . ? C4 C3 S1 115.9(3) . . ? C7 C3 S1 116.1(3) . . ? C3 C4 S2 118.6(3) . . ? C3 C4 H4 120.7 . . ? S2 C4 H4 120.7 . . ? C6 C5 O3 126.3(3) . . ? C6 C5 S3 116.8(3) . . ? O3 C5 S3 116.8(3) . . ? C5 C6 O4 123.8(3) . . ? C5 C6 S4 119.2(3) . . ? O4 C6 S4 117.0(3) . . ? C8 C7 C10 117.9(3) . . ? C8 C7 C3 121.1(3) . . ? C10 C7 C3 121.1(3) . . ? C7 C8 N1 123.9(3) . . ? C7 C8 H8 118.1 . . ? N1 C8 H8 118.1 . . ? O1 C9 N2 122.4(3) . . ? O1 C9 N1 122.3(3) . . ? N2 C9 N1 115.3(3) . . ? O2 C10 N2 120.4(3) . . ? O2 C10 C7 125.9(3) . . ? N2 C10 C7 113.7(3) . . ? N1 C11 C12 113.2(3) . . ? N1 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? N1 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.8 . . ? C11 C12 C13 110.2(4) . . ? C11 C12 H12A 109.6 . . ? C13 C12 H12A 109.6 . . ? C11 C12 H12B 109.6 . . ? C13 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? C14 C13 C12 110.9(4) . . ? C14 C13 H13A 109.5 . . ? C12 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 108.0 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O3 C15 C16 110.4(3) . . ? O3 C15 H15A 109.6 . . ? C16 C15 H15A 109.6 . . ? O3 C15 H15B 109.6 . . ? C16 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? O4 C16 C15 111.4(3) . . ? O4 C16 H16A 109.3 . . ? C15 C16 H16A 109.3 . . ? O4 C16 H16B 109.3 . . ? C15 C16 H16B 109.3 . . ? H16A C16 H16B 108.0 . . ? N3 C17 C18 177.1(4) . . ? C20 C18 C19 122.1(4) . . ? C20 C18 C17 122.6(4) . . ? C19 C18 C17 115.2(3) . . ? N4 C19 C18 177.7(5) . . ? C18 C20 C21 121.4(4) . . ? C18 C20 C22 120.6(4) . 2_665 ? C21 C20 C22 117.9(3) . 2_665 ? C22 C21 C20 121.4(4) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C21 C22 C20 120.6(4) . 2_665 ? C21 C22 H22 119.7 . . ? C20 C22 H22 119.7 2_665 . ? 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 C3 S1 C1 C2 -179.5(3) . . . . ? C3 S1 C1 S2 2.0(2) . . . . ? C4 S2 C1 C2 179.9(4) . . . . ? C4 S2 C1 S1 -1.8(2) . . . . ? S1 C1 C2 S3 3.5(5) . . . . ? S2 C1 C2 S3 -178.3(2) . . . . ? S1 C1 C2 S4 -176.9(2) . . . . ? S2 C1 C2 S4 1.4(5) . . . . ? C5 S3 C2 C1 173.3(3) . . . . ? C5 S3 C2 S4 -6.3(3) . . . . ? C6 S4 C2 C1 -174.2(4) . . . . ? C6 S4 C2 S3 5.4(3) . . . . ? C1 S1 C3 C4 -1.6(3) . . . . ? C1 S1 C3 C7 178.2(3) . . . . ? C7 C3 C4 S2 -179.1(3) . . . . ? S1 C3 C4 S2 0.6(4) . . . . ? C1 S2 C4 C3 0.7(3) . . . . ? C15 O3 C5 C6 -13.9(6) . . . . ? C15 O3 C5 S3 169.3(3) . . . . ? C2 S3 C5 C6 5.0(4) . . . . ? C2 S3 C5 O3 -177.9(3) . . . . ? O3 C5 C6 O4 -0.5(7) . . . . ? S3 C5 C6 O4 176.3(3) . . . . ? O3 C5 C6 S4 -178.9(3) . . . . ? S3 C5 C6 S4 -2.1(5) . . . . ? C16 O4 C6 C5 -16.5(6) . . . . ? C16 O4 C6 S4 161.9(3) . . . . ? C2 S4 C6 C5 -2.0(4) . . . . ? C2 S4 C6 O4 179.5(3) . . . . ? C4 C3 C7 C8 -177.9(4) . . . . ? S1 C3 C7 C8 2.4(5) . . . . ? C4 C3 C7 C10 2.3(6) . . . . ? S1 C3 C7 C10 -177.4(3) . . . . ? C10 C7 C8 N1 3.3(5) . . . . ? C3 C7 C8 N1 -176.6(3) . . . . ? C9 N1 C8 C7 0.7(6) . . . . ? C11 N1 C8 C7 -179.3(4) . . . . ? C10 N2 C9 O1 178.7(4) . . . . ? C10 N2 C9 N1 -2.4(6) . . . . ? C8 N1 C9 O1 177.6(4) . . . . ? C11 N1 C9 O1 -2.5(6) . . . . ? C8 N1 C9 N2 -1.3(5) . . . . ? C11 N1 C9 N2 178.7(3) . . . . ? C9 N2 C10 O2 -174.1(4) . . . . ? C9 N2 C10 C7 6.1(6) . . . . ? C8 C7 C10 O2 174.1(4) . . . . ? C3 C7 C10 O2 -6.0(6) . . . . ? C8 C7 C10 N2 -6.1(5) . . . . ? C3 C7 C10 N2 173.7(3) . . . . ? C8 N1 C11 C12 102.0(4) . . . . ? C9 N1 C11 C12 -78.0(4) . . . . ? N1 C11 C12 C13 174.3(4) . . . . ? C11 C12 C13 C14 74.9(6) . . . . ? C5 O3 C15 C16 43.4(4) . . . . ? C6 O4 C16 C15 46.5(5) . . . . ? O3 C15 C16 O4 -63.1(4) . . . . ? C19 C18 C20 C21 -1.5(6) . . . . ? C17 C18 C20 C21 -179.2(4) . . . . ? C19 C18 C20 C22 -178.8(4) . . . 2_665 ? C17 C18 C20 C22 3.5(6) . . . 2_665 ? C18 C20 C21 C22 179.9(3) . . . . ? C22 C20 C21 C22 -2.7(6) 2_665 . . . ? C20 C21 C22 C20 2.8(6) . . . 2_665 ? _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 0.598 _refine_diff_density_min -0.552 _refine_diff_density_rms 0.139 #===END