#------------------------------------------------------------------------------ #$Date: 2016-02-20 03:06:23 +0000 (Sat, 20 Feb 2016) $ #$Revision: 176774 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/43/2204343.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_2204343 loop_ _publ_author_name 'Zhang, Xian-Ming' _publ_section_title catena-Poly[[bis[triaqua[2,5-bis(4-pyridyl)-1,3,4-thiadiazole]cobalt(II)]]-\m~4~-tetravanadato] _journal_issue 10 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m1411 _journal_page_last m1413 _journal_paper_doi 10.1107/S1600536804022111 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac '[Co (C12 H8 N4 S) (V2 O6) 3(H2 O)]' _chemical_formula_moiety 'Co (C12 H8 N4 S) (V2 O6) 3(H2 O)' _chemical_formula_sum 'C12 H14 Co N4 O9 S V2' _chemical_formula_weight 551.14 _chemical_name_systematic ; catena-poly[bis[cobalt(II)-2,5-bis(4-pyridyl) -1,3,4-thiadiazole](tetravanadate)(hexahydrate)] ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens 'difmap (O-H) and geom (C-H)' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 96.313(3) _cell_angle_beta 91.631(3) _cell_angle_gamma 103.402(3) _cell_formula_units_Z 2 _cell_length_a 8.0562(18) _cell_length_b 8.2506(18) _cell_length_c 14.253(3) _cell_measurement_reflns_used 86 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25.2 _cell_measurement_theta_min 2.5 _cell_volume 914.6(3) _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_collection 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT ' _computing_molecular_graphics 'ORTEP-II (Johnson, 1976)' _computing_publication_material 'SHELXL97 ' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.97 _diffrn_measured_fraction_theta_max 0.97 _diffrn_measurement_device_type 'Bruker SMART Apex CCD Diffractometer' _diffrn_measurement_method '\f and \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 0.0196 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 4126 _diffrn_reflns_theta_full 25.99 _diffrn_reflns_theta_max 25.99 _diffrn_reflns_theta_min 1.44 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 2.069 _exptl_absorpt_correction_T_max 0.789 _exptl_absorpt_correction_T_min 0.595 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 2001)' _exptl_crystal_colour red _exptl_crystal_density_diffrn 2.001 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 550 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.12 _refine_diff_density_max 0.549 _refine_diff_density_min -0.398 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 262 _refine_ls_number_reflns 3483 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.030 _refine_ls_R_factor_all 0.0458 _refine_ls_R_factor_gt 0.0389 _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^)+(0.0485P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0903 _refine_ls_wR_factor_ref 0.0942 _reflns_number_gt 3035 _reflns_number_total 3483 _reflns_threshold_expression I>2\s(I) _cod_data_source_file hb6090.cif _cod_data_source_block I _cod_database_code 2204343 _cod_database_fobs_code 2204343 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _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 _atom_site_type_symbol Co1 0.23745(6) 0.15653(5) 0.38131(3) 0.01374(14) Uani d . 1 Co V1 0.09244(7) -0.25405(7) 0.46779(4) 0.01310(15) Uani d . 1 V V2 0.19563(7) -0.43253(7) 0.64109(4) 0.01500(16) Uani d . 1 V S1 0.68596(12) -0.41363(11) 0.12653(6) 0.0197(2) Uani d . 1 S N1 0.4249(4) 0.0801(3) 0.29940(18) 0.0148(6) Uani d . 1 N N2 0.6583(4) -0.1980(4) 0.0162(2) 0.0224(7) Uani d . 1 N N3 0.7116(4) -0.3198(4) -0.0381(2) 0.0217(7) Uani d . 1 N C11 0.8823(5) -0.8395(4) -0.0293(3) 0.0232(8) Uani d . 1 C H11A 0.9049 -0.9247 0.0066 0.080 Uiso d R 1 H O1 0.1785(3) -0.0811(3) 0.42268(15) 0.0190(5) Uani d . 1 O O2 -0.0650(3) -0.2329(3) 0.53529(15) 0.0199(6) Uani d . 1 O O3 0.2475(3) -0.3182(3) 0.53858(16) 0.0186(5) Uani d . 1 O O4 0.3511(3) -0.5304(3) 0.65283(16) 0.0204(6) Uani d . 1 O O5 0.1903(3) -0.3036(3) 0.73515(16) 0.0218(6) Uani d . 1 O O6 -0.0145(3) -0.5768(3) 0.62458(15) 0.0177(5) Uani d . 1 O C1 0.5054(5) -0.0304(4) 0.3291(2) 0.0195(8) Uani d . 1 C H1A 0.5073 -0.0423 0.3953 0.080 Uiso d R 1 H C2 0.5852(5) -0.1293(4) 0.2702(2) 0.0191(8) Uani d . 1 C H2A 0.6435 -0.2061 0.2947 0.080 Uiso d R 1 H C3 0.5805(4) -0.1132(4) 0.1739(2) 0.0167(7) Uani d . 1 C C4 0.5083(5) 0.0112(4) 0.1437(2) 0.0189(8) Uani d . 1 C H4A 0.5122 0.0322 0.0787 0.080 Uiso d R 1 H C5 0.4323(4) 0.1039(4) 0.2075(2) 0.0181(8) Uani d . 1 C H5A 0.3822 0.1889 0.1857 0.080 Uiso d R 1 H C6 0.6413(4) -0.2272(4) 0.1041(2) 0.0178(8) Uani d . 1 C C7 0.7318(4) -0.4413(4) 0.0088(2) 0.0179(8) Uani d . 1 C C8 0.7913(5) -0.5854(4) -0.0348(2) 0.0187(8) Uani d . 1 C C9 0.8209(5) -0.5973(4) -0.1313(2) 0.0213(8) Uani d . 1 C H9A 0.8015 -0.5136 -0.1693 0.080 Uiso d R 1 H C10 0.8787(5) -0.7333(5) -0.1701(3) 0.0241(9) Uani d . 1 C H10A 0.8966 -0.7432 -0.2365 0.080 Uiso d R 1 H N4 0.9109(4) -0.8529(4) -0.1214(2) 0.0228(7) Uani d . 1 N C12 0.8231(5) -0.7097(4) 0.0169(2) 0.0204(8) Uani d . 1 C H12A 0.8037 -0.7052 0.0832 0.080 Uiso d R 1 H O1W 0.4151(3) 0.2473(3) 0.49621(16) 0.0200(5) Uani d . 1 O O2W 0.0464(3) 0.0856(3) 0.27223(17) 0.0247(6) Uani d . 1 O O3W 0.2934(3) 0.3962(3) 0.33170(16) 0.0215(6) Uani d . 1 O H3WA 0.4075 0.4462 0.3431 0.050 Uiso d R 1 H H1WA 0.5275 0.2806 0.4877 0.050 Uiso d R 1 H H3WB 0.2439 0.4717 0.3557 0.050 Uiso d R 1 H H2WA 0.0523 0.0354 0.2207 0.050 Uiso d R 1 H H2WB -0.0256 0.1544 0.2674 0.050 Uiso d R 1 H H1WB 0.3891 0.3240 0.5440 0.050 Uiso d R 1 H 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 Co1 0.0152(3) 0.0119(3) 0.0140(2) 0.00247(19) 0.00297(18) 0.00214(18) V1 0.0139(3) 0.0109(3) 0.0143(3) 0.0020(2) 0.0026(2) 0.0024(2) V2 0.0159(3) 0.0138(3) 0.0151(3) 0.0026(2) 0.0012(2) 0.0023(2) S1 0.0274(5) 0.0179(5) 0.0159(4) 0.0091(4) 0.0038(4) 0.0021(3) N1 0.0167(16) 0.0144(15) 0.0138(14) 0.0034(12) 0.0035(12) 0.0034(11) N2 0.0313(19) 0.0206(17) 0.0188(16) 0.0113(14) 0.0070(13) 0.0047(13) N3 0.0297(19) 0.0223(17) 0.0158(15) 0.0113(14) 0.0039(13) 0.0025(13) C11 0.021(2) 0.0169(19) 0.031(2) 0.0034(15) 0.0032(16) 0.0031(16) O1 0.0231(14) 0.0131(12) 0.0207(13) 0.0021(10) 0.0033(11) 0.0055(10) O2 0.0207(14) 0.0207(13) 0.0181(13) 0.0046(11) 0.0041(10) 0.0012(10) O3 0.0168(13) 0.0189(13) 0.0217(13) 0.0038(10) 0.0020(10) 0.0097(10) O4 0.0210(14) 0.0199(13) 0.0222(13) 0.0070(11) 0.0013(11) 0.0056(10) O5 0.0257(15) 0.0196(14) 0.0183(13) 0.0038(11) 0.0009(11) -0.0027(10) O6 0.0205(14) 0.0145(12) 0.0154(12) -0.0001(10) 0.0007(10) 0.0000(9) C1 0.022(2) 0.0179(19) 0.0195(19) 0.0047(15) 0.0029(15) 0.0052(15) C2 0.023(2) 0.0186(19) 0.0181(18) 0.0074(15) 0.0026(15) 0.0064(15) C3 0.0153(19) 0.0128(17) 0.0206(18) 0.0016(14) 0.0023(14) -0.0006(14) C4 0.020(2) 0.0192(19) 0.0170(18) 0.0038(15) 0.0038(15) 0.0043(14) C5 0.020(2) 0.0159(18) 0.0179(18) 0.0026(15) 0.0029(15) 0.0036(14) C6 0.0140(19) 0.0182(19) 0.0208(19) 0.0024(14) 0.0002(14) 0.0041(14) C7 0.0184(19) 0.0199(19) 0.0145(17) 0.0041(15) 0.0008(14) -0.0012(14) C8 0.019(2) 0.0160(18) 0.0202(18) 0.0029(15) 0.0011(15) -0.0010(14) C9 0.022(2) 0.022(2) 0.0195(19) 0.0062(16) 0.0012(15) 0.0013(15) C10 0.025(2) 0.022(2) 0.023(2) 0.0040(16) 0.0053(16) -0.0031(16) N4 0.0216(18) 0.0184(17) 0.0256(17) 0.0026(13) 0.0020(13) -0.0049(13) C12 0.022(2) 0.0193(19) 0.0187(18) 0.0028(15) 0.0008(15) 0.0021(15) O1W 0.0167(14) 0.0243(14) 0.0175(12) 0.0027(10) 0.0009(10) 0.0004(10) O2W 0.0276(16) 0.0248(14) 0.0222(13) 0.0124(12) -0.0063(11) -0.0062(11) O3W 0.0241(15) 0.0155(13) 0.0254(13) 0.0052(11) 0.0041(11) 0.0035(10) 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' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O2 Co1 O1 2_556 . 92.51(9) n O2 Co1 O2W 2_556 . 88.19(10) n O1 Co1 O2W . . 91.26(10) n O2 Co1 O1W 2_556 . 86.38(10) n O1 Co1 O1W . . 91.95(9) n O2W Co1 O1W . . 173.81(9) n O2 Co1 N1 2_556 . 177.54(10) n O1 Co1 N1 . . 87.41(10) n O2W Co1 N1 . . 94.27(10) n O1W Co1 N1 . . 91.16(10) n O2 Co1 O3W 2_556 . 88.71(9) n O1 Co1 O3W . . 177.14(9) n O2W Co1 O3W . . 86.19(10) n O1W Co1 O3W . . 90.71(9) n N1 Co1 O3W . . 91.48(10) n O1 V1 O2 . . 112.63(12) no O1 V1 O3 . . 111.07(12) no O2 V1 O3 . . 107.25(11) no O1 V1 O6 . 2_546 110.37(11) no O2 V1 O6 . 2_546 108.94(12) no O3 V1 O6 . 2_546 106.32(11) no O5 V2 O4 . . 110.76(13) no O5 V2 O6 . . 106.41(12) no O4 V2 O6 . . 112.50(12) no O5 V2 O3 . . 110.72(12) no O4 V2 O3 . . 104.82(11) no O6 V2 O3 . . 111.72(11) no C6 S1 C7 . . 86.83(17) no C1 N1 C5 . . 117.5(3) no C1 N1 Co1 . . 119.8(2) no C5 N1 Co1 . . 120.3(2) no C6 N2 N3 . . 113.1(3) no C7 N3 N2 . . 112.7(3) no N4 C11 C12 . . 123.6(3) no N4 C11 H11A . . 117.9 no C12 C11 H11A . . 118.5 no V1 O1 Co1 . . 165.77(15) y V1 O2 Co1 . 2_556 168.36(15) y V1 O3 V2 . . 123.74(13) y V1 O6 V2 2_546 . 128.55(13) y N1 C1 C2 . . 123.9(3) no N1 C1 H1A . . 117.9 no C2 C1 H1A . . 118.2 no C1 C2 C3 . . 118.1(3) no C1 C2 H2A . . 121.2 no C3 C2 H2A . . 120.7 no C4 C3 C2 . . 118.1(3) no C4 C3 C6 . . 119.6(3) no C2 C3 C6 . . 122.2(3) no C5 C4 C3 . . 119.5(3) no C5 C4 H4A . . 120.3 no C3 C4 H4A . . 120.2 no N1 C5 C4 . . 122.5(3) no N1 C5 H5A . . 118.7 no C4 C5 H5A . . 118.7 no N2 C6 C3 . . 121.7(3) no N2 C6 S1 . . 113.7(3) no C3 C6 S1 . . 124.5(3) no N3 C7 C8 . . 122.4(3) no N3 C7 S1 . . 113.7(3) no C8 C7 S1 . . 123.9(3) no C12 C8 C9 . . 118.5(3) no C12 C8 C7 . . 122.3(3) no C9 C8 C7 . . 119.1(3) no C10 C9 C8 . . 117.8(3) no C10 C9 H9A . . 121.1 no C8 C9 H9A . . 121.1 no N4 C10 C9 . . 124.4(3) no N4 C10 H10A . . 117.6 no C9 C10 H10A . . 118.0 no C10 N4 C11 . . 117.0(3) no C11 C12 C8 . . 118.6(3) no C11 C12 H12A . . 120.9 no C8 C12 H12A . . 120.5 no Co1 O1W H1WA . . 121.3 no Co1 O1W H1WB . . 118.1 no H1WA O1W H1WB . . 107.1 no Co1 O2W H2WA . . 127.0 no Co1 O2W H2WB . . 116.8 no H2WA O2W H2WB . . 109.3 no Co1 O3W H3WA . . 109.9 no Co1 O3W H3WB . . 119.0 no H3WA O3W H3WB . . 103.3 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 O2 2_556 2.019(2) yes Co1 O1 . 2.063(2) yes Co1 O2W . 2.092(2) yes Co1 O1W . 2.096(2) yes Co1 N1 . 2.102(3) yes Co1 O3W . 2.127(2) yes V1 O1 . 1.643(2) no V1 O2 . 1.643(2) no V1 O3 . 1.792(2) no V1 O6 2_546 1.794(2) no V2 O5 . 1.625(2) no V2 O4 . 1.654(2) no V2 O6 . 1.822(2) no V2 O3 . 1.831(2) no S1 C6 . 1.719(4) no S1 C7 . 1.730(3) no N1 C1 . 1.332(4) no N1 C5 . 1.347(4) no N2 C6 . 1.306(4) no N2 N3 . 1.357(4) no N3 C7 . 1.303(4) no C11 N4 . 1.337(5) no C11 C12 . 1.381(5) no C11 H11A . 0.9600 no O2 Co1 2_556 2.019(2) no O6 V1 2_546 1.794(2) no C1 C2 . 1.380(5) no C1 H1A . 0.9600 no C2 C3 . 1.395(5) no C2 H2A . 0.9600 no C3 C4 . 1.391(5) no C3 C6 . 1.466(5) no C4 C5 . 1.372(5) no C4 H4A . 0.9599 no C5 H5A . 0.9601 no C7 C8 . 1.465(5) no C8 C12 . 1.392(5) no C8 C9 . 1.400(5) no C9 C10 . 1.379(5) no C9 H9A . 0.9599 no C10 N4 . 1.335(5) no C10 H10A . 0.9600 no C12 H12A . 0.9599 no O1W H1WA . 0.8991 no O1W H1WB . 0.9391 no O2W H2WA . 0.8111 no O2W H2WB . 0.9063 no O3W H3WA . 0.9176 no O3W H3WB . 0.8606 no 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 _geom_hbond_publ_flag O3W H3WA O4 2_656 0.92 1.90 2.813(3) 171 yes O1W H1WA O3 2_656 0.90 1.82 2.716(3) 172 yes O3W H3WB O6 2_556 0.86 2.23 3.014(3) 152 yes O2W H2WA N4 2_645 0.81 2.03 2.804(4) 160 yes O2W H2WB O5 2_556 0.91 2.01 2.916(3) 176 yes O1W H1WB O4 1_565 0.94 1.93 2.867(3) 173 yes 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 Co1 N1 C1 . . -32.6(3) no O2W Co1 N1 C1 . . -123.7(3) no O1W Co1 N1 C1 . . 59.3(3) no O3W Co1 N1 C1 . . 150.0(3) no O1 Co1 N1 C5 . . 129.2(3) no O2W Co1 N1 C5 . . 38.1(3) no O1W Co1 N1 C5 . . -138.9(3) no O3W Co1 N1 C5 . . -48.2(3) no C6 N2 N3 C7 . . 1.0(4) no O2 V1 O1 Co1 . . -6.3(6) no O3 V1 O1 Co1 . . -126.6(6) no O6 V1 O1 Co1 2_546 . 115.7(6) no O2 Co1 O1 V1 2_556 . 9.7(6) no O2W Co1 O1 V1 . . -78.5(6) no O1W Co1 O1 V1 . . 96.2(6) no N1 Co1 O1 V1 . . -172.7(6) no O1 V1 O2 Co1 . 2_556 -18.0(8) no O3 V1 O2 Co1 . 2_556 104.5(7) no O6 V1 O2 Co1 2_546 2_556 -140.8(7) no O1 V1 O3 V2 . . 149.75(14) no O2 V1 O3 V2 . . 26.29(19) no O6 V1 O3 V2 2_546 . -90.15(16) no O5 V2 O3 V1 . . -84.03(18) no O4 V2 O3 V1 . . 156.50(15) no O6 V2 O3 V1 . . 34.39(19) no O5 V2 O6 V1 . 2_546 178.61(16) no O4 V2 O6 V1 . 2_546 -59.93(19) no O3 V2 O6 V1 . 2_546 57.65(19) no C5 N1 C1 C2 . . -4.6(5) no Co1 N1 C1 C2 . . 157.7(3) no N1 C1 C2 C3 . . -0.4(5) no C1 C2 C3 C4 . . 5.3(5) no C1 C2 C3 C6 . . -171.8(3) no C2 C3 C4 C5 . . -5.3(5) no C6 C3 C4 C5 . . 171.9(3) no C1 N1 C5 C4 . . 4.6(5) no Co1 N1 C5 C4 . . -157.6(3) no C3 C4 C5 N1 . . 0.3(5) no N3 N2 C6 C3 . . -178.3(3) no N3 N2 C6 S1 . . -1.4(4) no C4 C3 C6 N2 . . 12.4(5) no C2 C3 C6 N2 . . -170.5(3) no C4 C3 C6 S1 . . -164.1(3) no C2 C3 C6 S1 . . 13.0(5) no C7 S1 C6 N2 . . 1.1(3) no C7 S1 C6 C3 . . 177.9(3) no N2 N3 C7 C8 . . -179.0(3) no N2 N3 C7 S1 . . -0.1(4) no C6 S1 C7 N3 . . -0.5(3) no C6 S1 C7 C8 . . 178.3(3) no N3 C7 C8 C12 . . 175.9(3) no S1 C7 C8 C12 . . -2.9(5) no N3 C7 C8 C9 . . -2.7(5) no S1 C7 C8 C9 . . 178.5(3) no C12 C8 C9 C10 . . 0.6(5) no C7 C8 C9 C10 . . 179.2(3) no C8 C9 C10 N4 . . -1.1(6) no C9 C10 N4 C11 . . 1.0(6) no C12 C11 N4 C10 . . -0.4(5) no N4 C11 C12 C8 . . -0.1(6) no C9 C8 C12 C11 . . -0.1(5) no C7 C8 C12 C11 . . -178.7(3) no