Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Hughes, Mhairi P.' 'Kennedy, Alan R.' 'Monaghan, Maureen L.' 'Smith, W. E.' 'Staunton, Edward' 'Teat, Simon J.' _publ_contact_letter ; Dear Sir, This cif contains details of the structures which we have submitted to Dalton Transactions for publication. Your ref B102106K. The authors of the paper are AR Kennedy, MP Hughes, ML Monaghan, E Staunton, SJ Teat & WE Smith. If there are any problems with the cif or its transmission please contact me. Yours Sincerely, Alan Kennedy ; _publ_contact_author_name 'Alan Kennedy' _publ_contact_author_email 'a.r.kennedy@strath.ac.uk' _publ_contact_author_address ; Dept of P & A Chemistry University of Strathclyde 295 Cathedral Street Glasgow G1 1XL ; #------------------------------------------------------------------------ #----------------------------COMPOUND NaL--------------------------------- #------------------------------------------------------------------------ data_sad1 _database_code_CSD 161656 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H13 N2 Na O6 S' _chemical_formula_weight 336.29 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' 'Na' 'Na' 0.0362 0.0249 '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 orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.3831(11) _cell_length_b 5.8131(4) _cell_length_c 32.891(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2750.0(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 14979 _cell_measurement_theta_min 1.8 _cell_measurement_theta_max 29.5 _exptl_crystal_description needle _exptl_crystal_colour 'yellow/orange' _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.020 _exptl_crystal_size_min 0.010 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 0.299 _exptl_absorpt_correction_type 'sadabs' _exptl_absorpt_correction_T_min 0.844 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; A standard Station 9.8 experiment was performed. For further details see Clegg et al. J. Chem. Soc. Dalton Trans. 1998, 3037. Decay of the incident beam was corrected using SADABS (Sheldrick 1997, a program for Scaling and Correction of Area Detector Data). The figures given for Tmin and Tmax above include this beam decay correction. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.68910 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Daresbury SRS Station 9.8' _diffrn_radiation_monochromator Si111 _diffrn_measurement_device_type 'Brucker SMART CCD' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'see exptl_special_details above' _diffrn_reflns_number 16505 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0242 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 27.00 _reflns_number_total 3282 _reflns_number_gt 2900 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'local program' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP II' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0277P)^2^+2.6640P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3282 _refine_ls_number_parameters 219 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0502 _refine_ls_R_factor_gt 0.0417 _refine_ls_wR_factor_ref 0.0902 _refine_ls_wR_factor_gt 0.0881 _refine_ls_goodness_of_fit_ref 1.215 _refine_ls_restrained_S_all 1.215 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.90025(3) 0.03165(7) 0.446553(12) 0.01159(11) Uani 1 d . . . Na1 Na 0.69000(5) 0.03327(12) 0.49844(2) 0.01461(16) Uani 1 d . . . O1 O 0.83229(9) 0.1686(2) 0.46878(4) 0.0161(3) Uani 1 d . . . O2 O 0.88751(9) -0.2148(2) 0.45249(4) 0.0162(3) Uani 1 d . . . O3 O 0.99610(9) 0.1022(2) 0.45441(4) 0.0184(3) Uani 1 d . . . O4 O 0.85353(10) 0.7427(3) 0.10166(4) 0.0204(3) Uani 1 d . . . H4 H 0.8851(19) 0.667(5) 0.0852(9) 0.033(7) Uiso 1 d . . . N1 N 0.87768(11) 0.2596(3) 0.27053(5) 0.0179(3) Uani 1 d . . . N2 N 0.86887(11) 0.4699(3) 0.26318(5) 0.0177(3) Uani 1 d . . . C1 C 0.88194(11) 0.0908(3) 0.39436(5) 0.0124(3) Uani 1 d . . . C2 C 0.84408(12) 0.3011(3) 0.38296(5) 0.0160(4) Uani 1 d . . . H2 H 0.8210 0.4038 0.4030 0.019 Uiso 1 calc R . . C3 C 0.84021(13) 0.3603(3) 0.34218(6) 0.0167(4) Uani 1 d . . . H3 H 0.8146 0.5039 0.3341 0.020 Uiso 1 calc R . . C4 C 0.87422(12) 0.2076(3) 0.31300(5) 0.0157(4) Uani 1 d . . . C5 C 0.90820(13) -0.0065(3) 0.32440(6) 0.0175(4) Uani 1 d . . . H5 H 0.9280 -0.1130 0.3043 0.021 Uiso 1 calc R . . C6 C 0.91326(13) -0.0647(3) 0.36532(6) 0.0162(4) Uani 1 d . . . H6 H 0.9379 -0.2094 0.3734 0.019 Uiso 1 calc R . . C7 C 0.87202(12) 0.5291(3) 0.22138(5) 0.0158(4) Uani 1 d . . . C8 C 0.84007(13) 0.7479(3) 0.21167(6) 0.0172(4) Uani 1 d . . . H8 H 0.8219 0.8504 0.2327 0.021 Uiso 1 calc R . . C9 C 0.83455(12) 0.8171(3) 0.17146(6) 0.0164(4) Uani 1 d . . . H9 H 0.8111 0.9651 0.1648 0.020 Uiso 1 calc R . . C10 C 0.86356(12) 0.6689(3) 0.14088(5) 0.0153(4) Uani 1 d . . . C11 C 0.90045(12) 0.4535(3) 0.15032(6) 0.0174(4) Uani 1 d . . . H11 H 0.9230 0.3558 0.1294 0.021 Uiso 1 calc R . . C12 C 0.90389(12) 0.3835(3) 0.19054(6) 0.0166(4) Uani 1 d . . . H12 H 0.9280 0.2360 0.1972 0.020 Uiso 1 calc R . . O1W O 0.79691(10) -0.1549(2) 0.54528(4) 0.0181(3) Uani 1 d . . . H1W H 0.842(2) -0.090(5) 0.5511(9) 0.045(9) Uiso 1 d . . . H2W H 0.769(2) -0.176(6) 0.5697(10) 0.053(9) Uiso 1 d . . . O2W O 0.55819(9) -0.0431(3) 0.54116(4) 0.0184(3) Uani 1 d . . . H3W H 0.513(2) -0.129(6) 0.5400(9) 0.045(9) Uiso 1 d . . . H4W H 0.534(2) 0.079(6) 0.5441(10) 0.054(10) Uiso 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 S1 0.01113(19) 0.0116(2) 0.01205(19) 0.00070(15) 0.00083(14) 0.00002(15) Na1 0.0152(3) 0.0136(3) 0.0151(3) 0.0007(3) -0.0004(3) -0.0001(3) O1 0.0167(6) 0.0161(6) 0.0154(6) 0.0000(5) 0.0034(5) 0.0034(5) O2 0.0197(6) 0.0124(6) 0.0164(6) 0.0023(5) 0.0024(5) -0.0003(5) O3 0.0125(6) 0.0235(7) 0.0192(7) 0.0023(5) -0.0025(5) -0.0029(5) O4 0.0239(7) 0.0238(7) 0.0135(6) 0.0030(5) 0.0010(5) 0.0058(6) N1 0.0200(8) 0.0195(8) 0.0141(7) 0.0017(6) -0.0016(6) -0.0006(6) N2 0.0192(7) 0.0190(8) 0.0148(7) 0.0018(6) -0.0014(6) -0.0005(6) C1 0.0103(7) 0.0152(8) 0.0118(7) 0.0005(6) -0.0008(6) -0.0006(6) C2 0.0162(8) 0.0166(9) 0.0151(9) -0.0004(7) 0.0008(7) 0.0040(7) C3 0.0177(8) 0.0148(9) 0.0177(9) 0.0021(7) -0.0017(7) 0.0029(7) C4 0.0155(8) 0.0179(9) 0.0138(8) 0.0009(7) -0.0017(7) -0.0016(7) C5 0.0202(9) 0.0163(9) 0.0161(9) -0.0022(7) 0.0008(7) 0.0006(7) C6 0.0173(8) 0.0133(9) 0.0178(9) 0.0003(7) 0.0005(7) 0.0017(7) C7 0.0141(8) 0.0188(9) 0.0145(8) 0.0006(7) -0.0018(6) -0.0014(7) C8 0.0193(9) 0.0170(9) 0.0153(9) -0.0025(7) 0.0002(7) 0.0012(7) C9 0.0152(8) 0.0155(9) 0.0186(9) 0.0022(7) -0.0010(7) 0.0013(7) C10 0.0123(8) 0.0203(9) 0.0133(8) 0.0021(7) -0.0013(6) -0.0012(7) C11 0.0154(8) 0.0202(10) 0.0166(8) -0.0017(7) 0.0013(7) 0.0021(7) C12 0.0147(8) 0.0167(9) 0.0184(9) 0.0016(7) -0.0006(7) 0.0022(7) O1W 0.0160(7) 0.0188(7) 0.0196(7) -0.0034(5) -0.0029(5) 0.0000(5) O2W 0.0147(6) 0.0187(7) 0.0217(7) 0.0015(6) -0.0023(5) -0.0026(6) _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 O2 1.4573(13) . ? S1 O1 1.4572(13) . ? S1 O3 1.4614(13) . ? S1 C1 1.7706(17) . ? Na1 O1 2.3556(15) 8_755 ? Na1 O2 2.3817(14) 8_765 ? Na1 O1W 2.3860(16) 8_765 ? Na1 O1 2.3999(15) . ? Na1 O2W 2.4011(15) . ? Na1 O1W 2.4360(15) . ? Na1 Na1 3.3803(7) 8_755 ? Na1 Na1 3.3803(7) 8_765 ? O1 Na1 2.3556(15) 8_765 ? O2 Na1 2.3817(14) 8_755 ? O4 C10 1.367(2) . ? N1 N2 1.253(2) . ? N1 C4 1.430(2) . ? N2 C7 1.418(2) . ? C1 C6 1.390(2) . ? C1 C2 1.390(2) . ? C2 C3 1.386(3) . ? C3 C4 1.396(3) . ? C4 C5 1.389(3) . ? C5 C6 1.390(3) . ? C7 C8 1.390(3) . ? C7 C12 1.398(3) . ? C8 C9 1.385(3) . ? C9 C10 1.388(3) . ? C10 C11 1.395(3) . ? C11 C12 1.385(3) . ? O1W Na1 2.3860(15) 8_755 ? 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 O2 S1 O1 112.67(8) . . ? O2 S1 O3 111.77(8) . . ? O1 S1 O3 113.00(8) . . ? O2 S1 C1 107.58(8) . . ? O1 S1 C1 106.29(8) . . ? O3 S1 C1 104.91(8) . . ? O1 Na1 O2 103.11(5) 8_755 8_765 ? O1 Na1 O1W 164.11(6) 8_755 8_765 ? O2 Na1 O1W 88.82(5) 8_765 8_765 ? O1 Na1 O1 104.04(5) 8_755 . ? O2 Na1 O1 86.54(5) 8_765 . ? O1W Na1 O1 86.92(5) 8_765 . ? O1 Na1 O2W 88.19(6) 8_755 . ? O2 Na1 O2W 96.63(5) 8_765 . ? O1W Na1 O2W 79.93(5) 8_765 . ? O1 Na1 O2W 166.38(6) . . ? O1 Na1 O1W 86.77(5) 8_755 . ? O2 Na1 O1W 166.64(6) 8_765 . ? O1W Na1 O1W 83.29(5) 8_765 . ? O1 Na1 O1W 82.30(5) . . ? O2W Na1 O1W 92.60(5) . . ? O1 Na1 Na1 45.23(3) 8_755 8_755 ? O2 Na1 Na1 140.16(4) 8_765 8_755 ? O1W Na1 Na1 127.80(4) 8_765 8_755 ? O1 Na1 Na1 81.17(4) . 8_755 ? O2W Na1 Na1 104.13(4) . 8_755 ? O1W Na1 Na1 44.89(4) . 8_755 ? O1 Na1 Na1 147.49(4) 8_755 8_765 ? O2 Na1 Na1 73.15(3) 8_765 8_765 ? O1W Na1 Na1 46.10(4) 8_765 8_765 ? O1 Na1 Na1 44.17(4) . 8_765 ? O2W Na1 Na1 124.21(4) . 8_765 ? O1W Na1 Na1 93.66(5) . 8_765 ? Na1 Na1 Na1 118.60(4) 8_755 8_765 ? S1 O1 Na1 142.26(8) . 8_765 ? S1 O1 Na1 126.65(8) . . ? Na1 O1 Na1 90.60(5) 8_765 . ? S1 O2 Na1 138.46(8) . 8_755 ? N2 N1 C4 113.02(16) . . ? N1 N2 C7 114.85(16) . . ? C6 C1 C2 120.91(16) . . ? C6 C1 S1 119.46(14) . . ? C2 C1 S1 119.38(13) . . ? C3 C2 C1 119.68(17) . . ? C2 C3 C4 119.59(17) . . ? C5 C4 C3 120.49(17) . . ? C5 C4 N1 116.15(16) . . ? C3 C4 N1 123.35(17) . . ? C4 C5 C6 119.88(17) . . ? C5 C6 C1 119.35(17) . . ? C8 C7 C12 119.72(17) . . ? C8 C7 N2 115.72(17) . . ? C12 C7 N2 124.56(17) . . ? C9 C8 C7 120.28(17) . . ? C8 C9 C10 119.64(17) . . ? O4 C10 C9 117.18(17) . . ? O4 C10 C11 122.15(17) . . ? C9 C10 C11 120.67(17) . . ? C12 C11 C10 119.35(17) . . ? C11 C12 C7 120.21(18) . . ? Na1 O1W Na1 89.01(5) 8_755 . ? 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 O2 S1 O1 Na1 153.88(12) . . . 8_765 ? O3 S1 O1 Na1 26.00(16) . . . 8_765 ? C1 S1 O1 Na1 -88.53(14) . . . 8_765 ? O2 S1 O1 Na1 -15.33(12) . . . . ? O3 S1 O1 Na1 -143.20(9) . . . . ? C1 S1 O1 Na1 102.26(10) . . . . ? O1 Na1 O1 S1 -14.68(12) 8_755 . . . ? O2 Na1 O1 S1 -117.33(10) 8_765 . . . ? O1W Na1 O1 S1 153.66(10) 8_765 . . . ? O2W Na1 O1 S1 138.7(2) . . . . ? O1W Na1 O1 S1 70.02(10) . . . . ? Na1 Na1 O1 S1 24.65(9) 8_755 . . . ? Na1 Na1 O1 S1 173.42(12) 8_765 . . . ? O1 Na1 O1 Na1 171.91(4) 8_755 . . 8_765 ? O2 Na1 O1 Na1 69.25(5) 8_765 . . 8_765 ? O1W Na1 O1 Na1 -19.76(6) 8_765 . . 8_765 ? O2W Na1 O1 Na1 -34.7(3) . . . 8_765 ? O1W Na1 O1 Na1 -103.39(5) . . . 8_765 ? Na1 Na1 O1 Na1 -148.77(4) 8_755 . . 8_765 ? O1 S1 O2 Na1 -17.14(15) . . . 8_755 ? O3 S1 O2 Na1 111.38(12) . . . 8_755 ? C1 S1 O2 Na1 -133.97(11) . . . 8_755 ? C4 N1 N2 C7 179.93(15) . . . . ? O2 S1 C1 C6 -37.91(16) . . . . ? O1 S1 C1 C6 -158.83(14) . . . . ? O3 S1 C1 C6 81.23(16) . . . . ? O2 S1 C1 C2 147.86(14) . . . . ? O1 S1 C1 C2 26.94(16) . . . . ? O3 S1 C1 C2 -93.00(15) . . . . ? C6 C1 C2 C3 -2.1(3) . . . . ? S1 C1 C2 C3 172.01(14) . . . . ? C1 C2 C3 C4 0.1(3) . . . . ? C2 C3 C4 C5 2.7(3) . . . . ? C2 C3 C4 N1 -176.47(17) . . . . ? N2 N1 C4 C5 -162.99(17) . . . . ? N2 N1 C4 C3 16.2(3) . . . . ? C3 C4 C5 C6 -3.6(3) . . . . ? N1 C4 C5 C6 175.65(17) . . . . ? C4 C5 C6 C1 1.6(3) . . . . ? C2 C1 C6 C5 1.3(3) . . . . ? S1 C1 C6 C5 -172.87(14) . . . . ? N1 N2 C7 C8 164.75(17) . . . . ? N1 N2 C7 C12 -14.8(3) . . . . ? C12 C7 C8 C9 3.8(3) . . . . ? N2 C7 C8 C9 -175.81(17) . . . . ? C7 C8 C9 C10 -1.8(3) . . . . ? C8 C9 C10 O4 177.75(16) . . . . ? C8 C9 C10 C11 -1.7(3) . . . . ? O4 C10 C11 C12 -176.33(17) . . . . ? C9 C10 C11 C12 3.1(3) . . . . ? C10 C11 C12 C7 -1.0(3) . . . . ? C8 C7 C12 C11 -2.4(3) . . . . ? N2 C7 C12 C11 177.19(17) . . . . ? O1 Na1 O1W Na1 19.46(5) 8_755 . . 8_755 ? O2 Na1 O1W Na1 -118.8(2) 8_765 . . 8_755 ? O1W Na1 O1W Na1 -172.97(6) 8_765 . . 8_755 ? O1 Na1 O1W Na1 -85.19(5) . . . 8_755 ? O2W Na1 O1W Na1 107.49(6) . . . 8_755 ? Na1 Na1 O1W Na1 -127.98(4) 8_765 . . 8_755 ? _refine_diff_density_max 0.413 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.061 #------------------------------------------------------------------------ #----------------------------COMPOUND CaL2-------------------------------- #------------------------------------------------------------------------ data_caroh _database_code_CSD 161657 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H26 Ca N4 O12 S2' _chemical_formula_weight 666.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Ca' 'Ca' 0.2262 0.3064 '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' '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' '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' _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 9.0921(4) _cell_length_b 9.9442(4) _cell_length_c 16.4920(6) _cell_angle_alpha 99.235(2) _cell_angle_beta 97.684(2) _cell_angle_gamma 104.208(2) _cell_volume 1403.21(10) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 'all reflections' _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 692 _exptl_absorpt_coefficient_mu 0.444 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonious Kappa CCD' _diffrn_measurement_method 'Phi + omega scans to fill Ewald sphere' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 11255 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0552 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.51 _reflns_number_total 6330 _reflns_number_gt 4659 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; Denzo & Collect (Otwinowski & Minor, 1997; Hooft & Nonius 1988) ; _computing_cell_refinement 'Denzo & Collect' _computing_data_reduction 'Denzo & Collect' _computing_structure_solution 'SIR-97 ' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0409P)^2^+3.1957P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6330 _refine_ls_number_parameters 446 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0792 _refine_ls_R_factor_gt 0.0545 _refine_ls_wR_factor_ref 0.1492 _refine_ls_wR_factor_gt 0.1354 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ca1 Ca 0.0000 0.5000 0.5000 0.01766(19) Uani 1 d S . . Ca2 Ca 0.0000 0.0000 0.5000 0.01768(19) Uani 1 d S . . S1 S -0.22756(8) 0.66698(7) 0.38585(5) 0.01761(17) Uani 1 d . . . S2 S -0.22424(8) 0.16710(8) 0.38280(5) 0.01811(18) Uani 1 d . . . O1 O -0.2089(3) 0.8109(2) 0.43114(14) 0.0244(5) Uani 1 d . . . O2 O -0.0863(3) 0.6231(2) 0.40527(14) 0.0238(5) Uani 1 d . . . O3 O -0.3656(3) 0.5676(2) 0.39820(14) 0.0238(5) Uani 1 d . . . O4 O -0.2536(3) 0.8221(3) -0.33179(15) 0.0285(5) Uani 1 d . . . O5 O -0.2086(2) 0.3100(2) 0.43001(13) 0.0212(5) Uani 1 d . . . O6 O -0.0824(3) 0.1247(2) 0.40343(14) 0.0260(5) Uani 1 d . . . O7 O -0.3621(3) 0.0644(2) 0.39088(14) 0.0277(5) Uani 1 d . . . O8 O -0.2716(3) 0.3699(3) -0.32255(15) 0.0290(5) Uani 1 d . . . O9 O 0.1484(3) 0.4260(3) 0.40564(16) 0.0285(5) Uani 1 d . . . O10 O 0.1688(3) -0.0495(3) 0.41092(16) 0.0259(5) Uani 1 d . . . O11 O -0.4798(3) -0.3174(3) 0.54315(17) 0.0279(5) Uani 1 d . . . O12 O -0.4307(3) 0.1467(3) 0.56486(16) 0.0243(5) Uani 1 d . . . N1 N -0.3079(3) 0.7030(3) 0.02560(17) 0.0249(6) Uani 1 d . . . N2 N -0.2004(3) 0.7877(3) 0.00422(17) 0.0232(6) Uani 1 d . . . N3 N -0.2846(3) 0.1886(3) 0.02151(17) 0.0239(6) Uani 1 d . . . N4 N -0.2075(3) 0.3008(3) 0.00566(17) 0.0241(6) Uani 1 d . . . C1 C -0.2478(4) 0.6737(3) 0.27850(19) 0.0188(6) Uani 1 d . . . C2 C -0.1189(4) 0.7385(3) 0.2474(2) 0.0231(7) Uani 1 d . . . H2 H -0.021(4) 0.7747(15) 0.2829(15) 0.028 Uiso 1 calc R . . C3 C -0.1349(4) 0.7494(3) 0.1643(2) 0.0234(7) Uani 1 d . . . H3 H -0.048(4) 0.7938(19) 0.1429(9) 0.028 Uiso 1 calc R . . C4 C -0.2784(4) 0.6955(3) 0.11186(19) 0.0203(6) Uani 1 d . . . C5 C -0.4059(4) 0.6268(4) 0.1432(2) 0.0251(7) Uani 1 d . . . H5 H -0.507(4) 0.5851(17) 0.1057(15) 0.030 Uiso 1 calc R . . C6 C -0.3910(4) 0.6173(3) 0.2267(2) 0.0229(6) Uani 1 d . . . H6 H -0.475(4) 0.5738(19) 0.2477(9) 0.027 Uiso 1 calc R . . C7 C -0.2269(4) 0.7958(3) -0.08191(19) 0.0215(6) Uani 1 d . . . C8 C -0.1001(4) 0.8698(3) -0.1113(2) 0.0241(7) Uani 1 d . . . H8 H -0.005(4) 0.9156(19) -0.0734(16) 0.029 Uiso 1 calc R . . C9 C -0.1115(4) 0.8775(3) -0.1946(2) 0.0252(7) Uani 1 d . . . H9 H -0.026(4) 0.926(2) -0.2143(9) 0.030 Uiso 1 calc R . . C10 C -0.2504(4) 0.8137(3) -0.2492(2) 0.0218(6) Uani 1 d . . . C11 C -0.3795(4) 0.7430(3) -0.2203(2) 0.0252(7) Uani 1 d . . . H11 H -0.4750 0.7016 -0.2576 0.030 Uiso 1 calc R . . C12 C -0.3673(4) 0.7337(3) -0.1370(2) 0.0239(7) Uani 1 d . . . H12 H -0.455(4) 0.685(2) -0.1170(8) 0.029 Uiso 1 calc R . . C13 C -0.2429(3) 0.1780(3) 0.27661(18) 0.0177(6) Uani 1 d . . . C14 C -0.1923(4) 0.3082(3) 0.2537(2) 0.0212(6) Uani 1 d . . . H14 H -0.1505(17) 0.390(3) 0.2943(17) 0.025 Uiso 1 calc R . . C15 C -0.2050(4) 0.3145(3) 0.1700(2) 0.0215(6) Uani 1 d . . . H15 H -0.1713(14) 0.401(4) 0.1541(7) 0.026 Uiso 1 calc R . . C16 C -0.2684(4) 0.1910(3) 0.1093(2) 0.0215(6) Uani 1 d . . . C17 C -0.3222(4) 0.0615(3) 0.1322(2) 0.0243(7) Uani 1 d . . . H17 H -0.3693(19) -0.023(3) 0.0895(17) 0.029 Uiso 1 calc R . . C18 C -0.3086(4) 0.0538(3) 0.2163(2) 0.0219(6) Uani 1 d . . . H18 H -0.3444(14) -0.037(3) 0.2330(7) 0.026 Uiso 1 calc R . . C19 C -0.2211(4) 0.3058(3) -0.08030(19) 0.0226(7) Uani 1 d . . . C20 C -0.1610(4) 0.4394(3) -0.0977(2) 0.0239(7) Uani 1 d . . . H20 H -0.108(2) 0.517(3) -0.0532(18) 0.029 Uiso 1 calc R . . C21 C -0.1774(4) 0.4593(3) -0.1791(2) 0.0221(6) Uani 1 d . . . H21 H -0.1388(16) 0.549(4) -0.1906(5) 0.027 Uiso 1 calc R . . C22 C -0.2522(4) 0.3442(3) -0.24369(19) 0.0213(6) Uani 1 d . . . C23 C -0.3070(4) 0.2093(3) -0.2270(2) 0.0243(7) Uani 1 d . . . H23 H -0.354(2) 0.133(3) -0.2707(18) 0.029 Uiso 1 calc R . . C24 C -0.2920(4) 0.1903(4) -0.1458(2) 0.0237(7) Uani 1 d . . . H24 H -0.3289(16) 0.101(4) -0.1345(5) 0.028 Uiso 1 calc R . . H1A H -0.339(5) 0.775(4) -0.361(3) 0.036(12) Uiso 1 d . . . H2A H -0.327(6) 0.293(6) -0.356(3) 0.063(16) Uiso 1 d . . . H1W H 0.182(6) 0.481(5) 0.374(3) 0.056(15) Uiso 1 d . . . H2W H 0.149(5) 0.351(5) 0.391(3) 0.043(14) Uiso 1 d . . . H3W H 0.190(5) 0.011(5) 0.380(3) 0.041(12) Uiso 1 d . . . H4W H 0.242(6) -0.074(5) 0.423(3) 0.048(15) Uiso 1 d . . . H5W H -0.546(6) -0.370(5) 0.553(3) 0.039(13) Uiso 1 d . . . H6W H -0.447(7) -0.365(7) 0.509(4) 0.09(2) Uiso 1 d . . . H7A H -0.505(5) 0.094(5) 0.572(3) 0.038(12) Uiso 1 d . . . H8W H -0.462(5) 0.180(5) 0.528(3) 0.041(13) Uiso 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 Ca1 0.0173(4) 0.0181(4) 0.0177(4) 0.0038(3) 0.0026(3) 0.0052(3) Ca2 0.0185(4) 0.0168(4) 0.0178(4) 0.0040(3) 0.0019(3) 0.0054(3) S1 0.0180(4) 0.0160(4) 0.0180(4) 0.0031(3) 0.0024(3) 0.0037(3) S2 0.0192(4) 0.0173(4) 0.0178(4) 0.0045(3) 0.0034(3) 0.0043(3) O1 0.0280(12) 0.0165(11) 0.0261(12) 0.0002(9) 0.0032(10) 0.0049(9) O2 0.0245(12) 0.0259(11) 0.0239(12) 0.0083(9) 0.0027(9) 0.0111(9) O3 0.0226(11) 0.0230(11) 0.0235(12) 0.0050(9) 0.0058(9) 0.0007(9) O4 0.0256(13) 0.0352(14) 0.0236(12) 0.0090(10) 0.0051(10) 0.0040(11) O5 0.0237(11) 0.0188(11) 0.0199(11) 0.0014(8) 0.0043(9) 0.0048(9) O6 0.0277(12) 0.0303(12) 0.0240(12) 0.0093(9) 0.0029(9) 0.0137(10) O7 0.0299(13) 0.0238(12) 0.0254(12) 0.0049(9) 0.0093(10) -0.0021(10) O8 0.0354(14) 0.0285(13) 0.0185(12) 0.0075(10) 0.0028(10) -0.0003(11) O9 0.0356(14) 0.0246(13) 0.0312(14) 0.0073(11) 0.0171(11) 0.0120(11) O10 0.0280(13) 0.0261(12) 0.0277(13) 0.0083(10) 0.0096(10) 0.0104(11) O11 0.0233(13) 0.0292(13) 0.0299(14) 0.0056(11) 0.0085(11) 0.0031(11) O12 0.0207(12) 0.0255(12) 0.0232(12) 0.0071(10) 0.0031(10) -0.0013(10) N1 0.0243(14) 0.0283(15) 0.0226(14) 0.0067(11) 0.0049(11) 0.0067(12) N2 0.0237(14) 0.0252(14) 0.0209(14) 0.0050(11) 0.0037(11) 0.0070(11) N3 0.0272(15) 0.0252(14) 0.0181(13) 0.0045(10) 0.0036(11) 0.0048(11) N4 0.0242(14) 0.0262(14) 0.0211(14) 0.0049(11) 0.0021(11) 0.0060(11) C1 0.0224(15) 0.0146(14) 0.0199(15) 0.0045(11) 0.0023(12) 0.0062(12) C2 0.0172(15) 0.0248(16) 0.0242(16) 0.0030(12) 0.0012(12) 0.0027(12) C3 0.0184(15) 0.0250(16) 0.0264(17) 0.0053(13) 0.0060(13) 0.0044(13) C4 0.0215(15) 0.0218(15) 0.0187(15) 0.0044(12) 0.0022(12) 0.0085(12) C5 0.0191(16) 0.0302(17) 0.0243(17) 0.0071(13) -0.0001(13) 0.0046(13) C6 0.0188(15) 0.0268(16) 0.0230(16) 0.0069(13) 0.0042(12) 0.0049(13) C7 0.0233(16) 0.0219(15) 0.0203(15) 0.0039(12) 0.0046(12) 0.0077(13) C8 0.0225(16) 0.0252(16) 0.0221(16) 0.0029(12) 0.0019(13) 0.0043(13) C9 0.0199(15) 0.0262(16) 0.0288(17) 0.0064(13) 0.0079(13) 0.0028(13) C10 0.0250(16) 0.0211(15) 0.0209(15) 0.0066(12) 0.0044(12) 0.0078(13) C11 0.0203(16) 0.0286(17) 0.0255(17) 0.0070(13) 0.0008(13) 0.0051(13) C12 0.0208(16) 0.0271(16) 0.0255(17) 0.0094(13) 0.0056(13) 0.0060(13) C13 0.0145(14) 0.0207(15) 0.0183(14) 0.0043(11) 0.0019(11) 0.0062(12) C14 0.0215(15) 0.0187(15) 0.0225(16) 0.0046(12) 0.0028(12) 0.0043(12) C15 0.0216(15) 0.0202(15) 0.0233(16) 0.0065(12) 0.0040(12) 0.0053(12) C16 0.0203(15) 0.0243(16) 0.0199(15) 0.0039(12) 0.0021(12) 0.0073(13) C17 0.0263(17) 0.0233(16) 0.0208(16) -0.0002(12) 0.0028(13) 0.0059(13) C18 0.0237(16) 0.0180(15) 0.0235(16) 0.0040(12) 0.0032(13) 0.0055(12) C19 0.0220(16) 0.0259(16) 0.0193(15) 0.0029(12) 0.0020(12) 0.0077(13) C20 0.0211(16) 0.0243(16) 0.0234(16) 0.0020(13) 0.0017(13) 0.0042(13) C21 0.0206(15) 0.0190(15) 0.0249(16) 0.0048(12) 0.0036(12) 0.0021(12) C22 0.0194(15) 0.0275(16) 0.0190(15) 0.0062(12) 0.0049(12) 0.0085(13) C23 0.0259(17) 0.0237(16) 0.0206(16) 0.0010(13) 0.0052(13) 0.0032(13) C24 0.0227(16) 0.0241(16) 0.0237(16) 0.0048(13) 0.0053(13) 0.0043(13) _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 Ca1 O2 2.305(2) 2_566 ? Ca1 O2 2.305(2) . ? Ca1 O5 2.336(2) 2_566 ? Ca1 O5 2.336(2) . ? Ca1 O9 2.338(2) 2_566 ? Ca1 O9 2.338(2) . ? Ca1 S1 3.4971(7) 2_566 ? Ca1 S1 3.4972(7) . ? Ca2 O6 2.325(2) . ? Ca2 O6 2.325(2) 2_556 ? Ca2 O1 2.328(2) 2_566 ? Ca2 O1 2.328(2) 1_545 ? Ca2 O10 2.345(2) 2_556 ? Ca2 O10 2.345(2) . ? S1 O3 1.455(2) . ? S1 O1 1.462(2) . ? S1 O2 1.467(2) . ? S1 C1 1.769(3) . ? S2 O7 1.446(2) . ? S2 O6 1.467(2) . ? S2 O5 1.470(2) . ? S2 C13 1.760(3) . ? O1 Ca2 2.328(2) 1_565 ? O4 C10 1.375(4) . ? O4 H1A 0.84(4) . ? O8 C22 1.362(4) . ? O8 H2A 0.86(5) . ? O9 H1W 0.85(6) . ? O9 H2W 0.75(5) . ? O10 H3W 0.85(5) . ? O10 H4W 0.78(5) . ? O11 H5W 0.75(5) . ? O11 H6W 0.81(7) . ? O12 H7A 0.78(5) . ? O12 H8W 0.79(5) . ? N1 N2 1.254(4) . ? N1 C4 1.429(4) . ? N2 C7 1.427(4) . ? N3 N4 1.250(4) . ? N3 C16 1.432(4) . ? N4 C19 1.416(4) . ? C1 C6 1.389(4) . ? C1 C2 1.396(4) . ? C2 C3 1.383(5) . ? C2 H2 0.9488 . ? C3 C4 1.394(4) . ? C3 H3 0.9492 . ? C4 C5 1.401(4) . ? C5 C6 1.387(5) . ? C5 H5 0.9874 . ? C6 H6 0.9234 . ? C7 C8 1.398(4) . ? C7 C12 1.400(4) . ? C8 C9 1.379(5) . ? C8 H8 0.9605 . ? C9 C10 1.388(5) . ? C9 H9 0.9361 . ? C10 C11 1.397(4) . ? C11 C12 1.382(5) . ? C11 H11 0.9500 . ? C12 H12 0.9548 . ? C13 C14 1.394(4) . ? C13 C18 1.398(4) . ? C14 C15 1.383(4) . ? C14 H14 0.9270 . ? C15 C16 1.395(4) . ? C15 H15 0.9320 . ? C16 C17 1.391(4) . ? C17 C18 1.393(4) . ? C17 H17 0.9711 . ? C18 H18 0.9794 . ? C19 C24 1.397(4) . ? C19 C20 1.398(4) . ? C20 C21 1.381(5) . ? C20 H20 0.9530 . ? C21 C22 1.393(4) . ? C21 H21 0.9347 . ? C22 C23 1.396(4) . ? C23 C24 1.377(5) . ? C23 H23 0.9286 . ? C24 H24 0.9282 . ? 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 O2 Ca1 O2 180.0 2_566 . ? O2 Ca1 O5 85.52(8) 2_566 2_566 ? O2 Ca1 O5 94.48(8) . 2_566 ? O2 Ca1 O5 94.48(8) 2_566 . ? O2 Ca1 O5 85.52(8) . . ? O5 Ca1 O5 180.0 2_566 . ? O2 Ca1 O9 88.26(9) 2_566 2_566 ? O2 Ca1 O9 91.74(9) . 2_566 ? O5 Ca1 O9 88.78(9) 2_566 2_566 ? O5 Ca1 O9 91.22(9) . 2_566 ? O2 Ca1 O9 91.74(9) 2_566 . ? O2 Ca1 O9 88.26(9) . . ? O5 Ca1 O9 91.22(9) 2_566 . ? O5 Ca1 O9 88.78(9) . . ? O9 Ca1 O9 180.0 2_566 . ? O2 Ca1 S1 17.31(6) 2_566 2_566 ? O2 Ca1 S1 162.69(6) . 2_566 ? O5 Ca1 S1 77.90(5) 2_566 2_566 ? O5 Ca1 S1 102.10(5) . 2_566 ? O9 Ca1 S1 103.49(7) 2_566 2_566 ? O9 Ca1 S1 76.51(7) . 2_566 ? O2 Ca1 S1 162.69(6) 2_566 . ? O2 Ca1 S1 17.31(6) . . ? O5 Ca1 S1 102.10(5) 2_566 . ? O5 Ca1 S1 77.90(5) . . ? O9 Ca1 S1 76.51(7) 2_566 . ? O9 Ca1 S1 103.49(7) . . ? S1 Ca1 S1 180.0 2_566 . ? O6 Ca2 O6 180.0 . 2_556 ? O6 Ca2 O1 93.80(8) . 2_566 ? O6 Ca2 O1 86.20(8) 2_556 2_566 ? O6 Ca2 O1 86.20(8) . 1_545 ? O6 Ca2 O1 93.80(8) 2_556 1_545 ? O1 Ca2 O1 180.0 2_566 1_545 ? O6 Ca2 O10 93.87(9) . 2_556 ? O6 Ca2 O10 86.13(9) 2_556 2_556 ? O1 Ca2 O10 95.42(8) 2_566 2_556 ? O1 Ca2 O10 84.58(8) 1_545 2_556 ? O6 Ca2 O10 86.13(9) . . ? O6 Ca2 O10 93.87(9) 2_556 . ? O1 Ca2 O10 84.58(8) 2_566 . ? O1 Ca2 O10 95.42(8) 1_545 . ? O10 Ca2 O10 180.0 2_556 . ? O3 S1 O1 112.08(13) . . ? O3 S1 O2 113.58(13) . . ? O1 S1 O2 110.68(13) . . ? O3 S1 C1 107.99(14) . . ? O1 S1 C1 106.59(14) . . ? O2 S1 C1 105.40(14) . . ? O3 S1 Ca1 89.67(9) . . ? O1 S1 Ca1 110.13(10) . . ? O2 S1 Ca1 27.87(9) . . ? C1 S1 Ca1 128.96(10) . . ? O7 S2 O6 113.56(14) . . ? O7 S2 O5 112.91(13) . . ? O6 S2 O5 110.37(13) . . ? O7 S2 C13 106.44(14) . . ? O6 S2 C13 106.34(14) . . ? O5 S2 C13 106.67(13) . . ? S1 O1 Ca2 135.17(14) . 1_565 ? S1 O2 Ca1 134.83(14) . . ? C10 O4 H1A 111(3) . . ? S2 O5 Ca1 134.52(13) . . ? S2 O6 Ca2 133.96(14) . . ? C22 O8 H2A 108(4) . . ? Ca1 O9 H1W 118(3) . . ? Ca1 O9 H2W 126(4) . . ? H1W O9 H2W 113(5) . . ? Ca2 O10 H3W 113(3) . . ? Ca2 O10 H4W 126(4) . . ? H3W O10 H4W 108(5) . . ? H5W O11 H6W 103(5) . . ? H7A O12 H8W 104(4) . . ? N2 N1 C4 113.3(3) . . ? N1 N2 C7 114.2(3) . . ? N4 N3 C16 112.4(3) . . ? N3 N4 C19 115.0(3) . . ? C6 C1 C2 120.9(3) . . ? C6 C1 S1 120.0(2) . . ? C2 C1 S1 119.1(2) . . ? C3 C2 C1 119.5(3) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 120.3(3) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C4 C5 119.7(3) . . ? C3 C4 N1 124.8(3) . . ? C5 C4 N1 115.5(3) . . ? C6 C5 C4 120.2(3) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C1 119.4(3) . . ? C5 C6 H6 120.3 . . ? C1 C6 H6 120.3 . . ? C8 C7 C12 119.5(3) . . ? C8 C7 N2 115.8(3) . . ? C12 C7 N2 124.7(3) . . ? C9 C8 C7 120.3(3) . . ? C9 C8 H8 119.8 . . ? C7 C8 H8 119.8 . . ? C8 C9 C10 119.9(3) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? O4 C10 C9 117.2(3) . . ? O4 C10 C11 122.3(3) . . ? C9 C10 C11 120.5(3) . . ? C12 C11 C10 119.5(3) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 C7 120.2(3) . . ? C11 C12 H12 119.9 . . ? C7 C12 H12 119.9 . . ? C14 C13 C18 121.1(3) . . ? C14 C13 S2 120.2(2) . . ? C18 C13 S2 118.7(2) . . ? C15 C14 C13 119.5(3) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C14 C15 C16 119.9(3) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C17 C16 C15 120.6(3) . . ? C17 C16 N3 116.2(3) . . ? C15 C16 N3 123.2(3) . . ? C16 C17 C18 119.9(3) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C17 C18 C13 119.0(3) . . ? C17 C18 H18 120.5 . . ? C13 C18 H18 120.5 . . ? C24 C19 C20 119.8(3) . . ? C24 C19 N4 125.0(3) . . ? C20 C19 N4 115.2(3) . . ? C21 C20 C19 120.4(3) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C20 C21 C22 119.2(3) . . ? C20 C21 H21 120.4 . . ? C22 C21 H21 120.4 . . ? O8 C22 C21 117.2(3) . . ? O8 C22 C23 122.1(3) . . ? C21 C22 C23 120.7(3) . . ? C24 C23 C22 119.9(3) . . ? C24 C23 H23 120.1 . . ? C22 C23 H23 120.1 . . ? C23 C24 C19 119.9(3) . . ? C23 C24 H24 120.0 . . ? C19 C24 H24 120.0 . . ? 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 O2 Ca1 S1 O3 -29.9(2) 2_566 . . . ? O2 Ca1 S1 O3 150.1(2) . . . . ? O5 Ca1 S1 O3 -144.67(11) 2_566 . . . ? O5 Ca1 S1 O3 35.33(11) . . . . ? O9 Ca1 S1 O3 -58.91(11) 2_566 . . . ? O9 Ca1 S1 O3 121.09(11) . . . . ? S1 Ca1 S1 O3 126(88) 2_566 . . . ? O2 Ca1 S1 O1 83.6(2) 2_566 . . . ? O2 Ca1 S1 O1 -96.4(2) . . . . ? O5 Ca1 S1 O1 -31.20(12) 2_566 . . . ? O5 Ca1 S1 O1 148.80(12) . . . . ? O9 Ca1 S1 O1 54.56(12) 2_566 . . . ? O9 Ca1 S1 O1 -125.44(12) . . . . ? S1 Ca1 S1 O1 -120(88) 2_566 . . . ? O2 Ca1 S1 O2 180.003(2) 2_566 . . . ? O5 Ca1 S1 O2 65.2(2) 2_566 . . . ? O5 Ca1 S1 O2 -114.8(2) . . . . ? O9 Ca1 S1 O2 151.0(2) 2_566 . . . ? O9 Ca1 S1 O2 -29.0(2) . . . . ? S1 Ca1 S1 O2 -24(88) 2_566 . . . ? O2 Ca1 S1 C1 -143.0(2) 2_566 . . . ? O2 Ca1 S1 C1 37.0(2) . . . . ? O5 Ca1 S1 C1 102.22(14) 2_566 . . . ? O5 Ca1 S1 C1 -77.78(14) . . . . ? O9 Ca1 S1 C1 -172.01(15) 2_566 . . . ? O9 Ca1 S1 C1 7.99(15) . . . . ? S1 Ca1 S1 C1 13(88) 2_566 . . . ? O3 S1 O1 Ca2 144.90(17) . . . 1_565 ? O2 S1 O1 Ca2 17.0(2) . . . 1_565 ? C1 S1 O1 Ca2 -97.2(2) . . . 1_565 ? Ca1 S1 O1 Ca2 46.7(2) . . . 1_565 ? O3 S1 O2 Ca1 -32.9(2) . . . . ? O1 S1 O2 Ca1 94.2(2) . . . . ? C1 S1 O2 Ca1 -150.95(18) . . . . ? O2 Ca1 O2 S1 115(23) 2_566 . . . ? O5 Ca1 O2 S1 -117.07(19) 2_566 . . . ? O5 Ca1 O2 S1 62.93(19) . . . . ? O9 Ca1 O2 S1 -28.2(2) 2_566 . . . ? O9 Ca1 O2 S1 151.8(2) . . . . ? S1 Ca1 O2 S1 180.000(1) 2_566 . . . ? O7 S2 O5 Ca1 147.25(17) . . . . ? O6 S2 O5 Ca1 18.9(2) . . . . ? C13 S2 O5 Ca1 -96.17(19) . . . . ? O2 Ca1 O5 S2 -61.70(18) 2_566 . . . ? O2 Ca1 O5 S2 118.30(18) . . . . ? O5 Ca1 O5 S2 169(26) 2_566 . . . ? O9 Ca1 O5 S2 -150.06(19) 2_566 . . . ? O9 Ca1 O5 S2 29.94(19) . . . . ? S1 Ca1 O5 S2 -45.98(18) 2_566 . . . ? S1 Ca1 O5 S2 134.02(18) . . . . ? O7 S2 O6 Ca2 -34.9(2) . . . . ? O5 S2 O6 Ca2 93.1(2) . . . . ? C13 S2 O6 Ca2 -151.60(18) . . . . ? O6 Ca2 O6 S2 87(10) 2_556 . . . ? O1 Ca2 O6 S2 -118.75(19) 2_566 . . . ? O1 Ca2 O6 S2 61.25(19) 1_545 . . . ? O10 Ca2 O6 S2 -23.0(2) 2_556 . . . ? O10 Ca2 O6 S2 157.0(2) . . . . ? C4 N1 N2 C7 179.4(3) . . . . ? C16 N3 N4 C19 -178.9(3) . . . . ? O3 S1 C1 C6 14.1(3) . . . . ? O1 S1 C1 C6 -106.5(3) . . . . ? O2 S1 C1 C6 135.9(3) . . . . ? Ca1 S1 C1 C6 118.9(2) . . . . ? O3 S1 C1 C2 -167.0(2) . . . . ? O1 S1 C1 C2 72.4(3) . . . . ? O2 S1 C1 C2 -45.3(3) . . . . ? Ca1 S1 C1 C2 -62.2(3) . . . . ? C6 C1 C2 C3 1.5(5) . . . . ? S1 C1 C2 C3 -177.4(2) . . . . ? C1 C2 C3 C4 -0.4(5) . . . . ? C2 C3 C4 C5 -1.6(5) . . . . ? C2 C3 C4 N1 179.1(3) . . . . ? N2 N1 C4 C3 -13.7(5) . . . . ? N2 N1 C4 C5 166.9(3) . . . . ? C3 C4 C5 C6 2.5(5) . . . . ? N1 C4 C5 C6 -178.1(3) . . . . ? C4 C5 C6 C1 -1.4(5) . . . . ? C2 C1 C6 C5 -0.6(5) . . . . ? S1 C1 C6 C5 178.2(2) . . . . ? N1 N2 C7 C8 -169.5(3) . . . . ? N1 N2 C7 C12 9.4(5) . . . . ? C12 C7 C8 C9 -2.3(5) . . . . ? N2 C7 C8 C9 176.6(3) . . . . ? C7 C8 C9 C10 1.3(5) . . . . ? C8 C9 C10 O4 -178.5(3) . . . . ? C8 C9 C10 C11 0.6(5) . . . . ? O4 C10 C11 C12 177.5(3) . . . . ? C9 C10 C11 C12 -1.6(5) . . . . ? C10 C11 C12 C7 0.5(5) . . . . ? C8 C7 C12 C11 1.4(5) . . . . ? N2 C7 C12 C11 -177.5(3) . . . . ? O7 S2 C13 C14 141.6(2) . . . . ? O6 S2 C13 C14 -97.0(3) . . . . ? O5 S2 C13 C14 20.8(3) . . . . ? O7 S2 C13 C18 -38.6(3) . . . . ? O6 S2 C13 C18 82.8(3) . . . . ? O5 S2 C13 C18 -159.4(2) . . . . ? C18 C13 C14 C15 -1.1(5) . . . . ? S2 C13 C14 C15 178.7(2) . . . . ? C13 C14 C15 C16 0.1(5) . . . . ? C14 C15 C16 C17 1.4(5) . . . . ? C14 C15 C16 N3 -179.6(3) . . . . ? N4 N3 C16 C17 -166.7(3) . . . . ? N4 N3 C16 C15 14.4(4) . . . . ? C15 C16 C17 C18 -2.1(5) . . . . ? N3 C16 C17 C18 178.9(3) . . . . ? C16 C17 C18 C13 1.2(5) . . . . ? C14 C13 C18 C17 0.4(5) . . . . ? S2 C13 C18 C17 -179.4(2) . . . . ? N3 N4 C19 C24 -10.5(5) . . . . ? N3 N4 C19 C20 167.8(3) . . . . ? C24 C19 C20 C21 2.9(5) . . . . ? N4 C19 C20 C21 -175.4(3) . . . . ? C19 C20 C21 C22 -1.1(5) . . . . ? C20 C21 C22 O8 177.2(3) . . . . ? C20 C21 C22 C23 -1.4(5) . . . . ? O8 C22 C23 C24 -176.4(3) . . . . ? C21 C22 C23 C24 2.2(5) . . . . ? C22 C23 C24 C19 -0.4(5) . . . . ? C20 C19 C24 C23 -2.2(5) . . . . ? N4 C19 C24 C23 176.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.374 _refine_diff_density_min -0.571 _refine_diff_density_rms 0.089 #------------------------------------------------------------------------ #----------------------------COMPOUND HL--------------------------------- #------------------------------------------------------------------------ data_sadx _database_code_CSD 161658 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 N2 O4 S' _chemical_formula_weight 278.28 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 monoclinic _symmetry_space_group_name_H-M P21/n 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' _cell_length_a 9.6753(4) _cell_length_b 10.6210(5) _cell_length_c 11.6835(5) _cell_angle_alpha 90.00 _cell_angle_beta 99.346(2) _cell_angle_gamma 90.00 _cell_volume 1184.68(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7124 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 29.4 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.090 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_min 0.040 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.560 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 0.285 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.771 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; A standard Station 9.8 experiment was performed. For further details see Clegg et al. J. Chem. Soc. Dalton Trans. 1998, 3037. Decay of the incident beam was corrected using SADABS (Sheldrick 1997, a program for Scaling and Correction of Area Detector Data). The figures given for Tmin and Tmax above include this beam decay correction. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.68910 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Daresbury SRS Station 9.8' _diffrn_radiation_monochromator Si111 _diffrn_measurement_device_type 'Brucker SMART CCD' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'see exptl_special_details above' _diffrn_reflns_number 7543 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0383 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2906 _reflns_number_gt 2638 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'local program' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP II' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0591P)^2^+0.3920P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2906 _refine_ls_number_parameters 180 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0464 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.1038 _refine_ls_wR_factor_gt 0.1006 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.15965(3) 0.38169(3) 0.33460(3) 0.01720(12) Uani 1 d . . . O1 O 0.02462(10) 0.35251(11) 0.36578(9) 0.0269(2) Uani 1 d . . . O2 O 0.21814(11) 0.28142(9) 0.27200(9) 0.0235(2) Uani 1 d . . . O3 O 0.16000(10) 0.50336(9) 0.27527(8) 0.0217(2) Uani 1 d . . . O4 O 0.93417(11) 0.64364(10) 1.22395(9) 0.0254(2) Uani 1 d . . . N1 N 0.56419(12) 0.44225(11) 0.76937(10) 0.0181(2) Uani 1 d . . . N2 N 0.55061(12) 0.52989(11) 0.84057(10) 0.0191(2) Uani 1 d . . . C1 C 0.27877(13) 0.39860(12) 0.46584(11) 0.0168(3) Uani 1 d . . . C2 C 0.24012(13) 0.46988(13) 0.55549(12) 0.0201(3) Uani 1 d . . . H2 H 0.1500 0.5077 0.5468 0.024 Uiso 1 calc R . . C3 C 0.33372(13) 0.48539(13) 0.65739(11) 0.0200(3) Uani 1 d . . . H3 H 0.3095 0.5349 0.7189 0.024 Uiso 1 calc R . . C4 C 0.46393(13) 0.42713(12) 0.66802(11) 0.0172(3) Uani 1 d . . . C5 C 0.50337(13) 0.35435(12) 0.57968(12) 0.0183(3) Uani 1 d . . . H5 H 0.5922 0.3142 0.5895 0.022 Uiso 1 calc R . . C6 C 0.40988(13) 0.34178(12) 0.47685(11) 0.0180(3) Uani 1 d . . . H6 H 0.4352 0.2947 0.4143 0.022 Uiso 1 calc R . . C7 C 0.65007(14) 0.54523(12) 0.93723(11) 0.0183(3) Uani 1 d . . . C8 C 0.63147(14) 0.65389(13) 1.00186(13) 0.0220(3) Uani 1 d . . . H8 H 0.5526 0.7066 0.9786 0.026 Uiso 1 calc R . . C9 C 0.72639(14) 0.68422(13) 1.09809(12) 0.0225(3) Uani 1 d . . . H9 H 0.7133 0.7577 1.1414 0.027 Uiso 1 calc R . . C10 C 0.84284(14) 0.60665(12) 1.13262(12) 0.0193(3) Uani 1 d . . . C11 C 0.85867(14) 0.49418(13) 1.07147(12) 0.0216(3) Uani 1 d . . . H11 H 0.9347 0.4392 1.0975 0.026 Uiso 1 calc R . . C12 C 0.76450(14) 0.46448(13) 0.97480(12) 0.0214(3) Uani 1 d . . . H12 H 0.7760 0.3896 0.9329 0.026 Uiso 1 calc R . . H1 H 0.637(2) 0.3859(19) 0.7759(19) 0.034(5) Uiso 1 d . . . H4 H 1.004(2) 0.592(2) 1.238(2) 0.044(6) Uiso 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 S1 0.01549(18) 0.01779(18) 0.01731(18) 0.00150(10) -0.00042(12) -0.00320(10) O1 0.0178(5) 0.0357(6) 0.0267(5) 0.0035(4) 0.0020(4) -0.0091(4) O2 0.0259(5) 0.0210(5) 0.0220(5) -0.0040(4) -0.0008(4) -0.0017(4) O3 0.0199(4) 0.0206(5) 0.0232(5) 0.0065(4) -0.0008(4) -0.0015(4) O4 0.0226(5) 0.0245(5) 0.0261(5) -0.0050(4) -0.0048(4) 0.0010(4) N1 0.0169(5) 0.0192(5) 0.0177(5) 0.0002(4) 0.0012(4) 0.0013(4) N2 0.0190(5) 0.0192(5) 0.0185(5) -0.0004(4) 0.0015(4) -0.0012(4) C1 0.0170(6) 0.0163(6) 0.0165(6) 0.0019(4) 0.0003(4) -0.0019(4) C2 0.0159(6) 0.0234(6) 0.0207(6) 0.0011(5) 0.0020(5) 0.0025(5) C3 0.0199(6) 0.0216(6) 0.0186(6) -0.0007(5) 0.0037(5) 0.0016(5) C4 0.0176(6) 0.0174(6) 0.0158(6) 0.0018(4) 0.0005(4) -0.0016(4) C5 0.0159(6) 0.0175(6) 0.0210(6) 0.0010(5) 0.0012(5) 0.0016(4) C6 0.0191(6) 0.0170(6) 0.0180(6) -0.0004(4) 0.0028(5) -0.0004(5) C7 0.0179(6) 0.0193(6) 0.0174(6) 0.0002(4) 0.0019(5) 0.0000(5) C8 0.0198(6) 0.0202(6) 0.0251(7) -0.0020(5) 0.0011(5) 0.0034(5) C9 0.0222(6) 0.0191(6) 0.0254(7) -0.0055(5) 0.0010(5) 0.0018(5) C10 0.0187(6) 0.0202(6) 0.0188(6) 0.0002(5) 0.0022(5) -0.0027(5) C11 0.0215(6) 0.0216(6) 0.0207(6) 0.0002(5) 0.0008(5) 0.0050(5) C12 0.0242(7) 0.0191(6) 0.0203(6) -0.0024(5) 0.0022(5) 0.0034(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 O1 1.4458(10) . ? S1 O2 1.4573(10) . ? S1 O3 1.4666(10) . ? S1 C1 1.7714(13) . ? O4 C10 1.3295(17) . ? O4 H4 0.87(2) . ? N1 N2 1.2694(16) . ? N1 C4 1.4127(16) . ? N1 H1 0.92(2) . ? N2 C7 1.3693(17) . ? C1 C6 1.3917(18) . ? C1 C2 1.3918(19) . ? C2 C3 1.3836(18) . ? C2 H2 0.9500 . ? C3 C4 1.3909(18) . ? C3 H3 0.9500 . ? C4 C5 1.3915(18) . ? C5 C6 1.3880(18) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.4067(18) . ? C7 C12 1.4128(18) . ? C8 C9 1.3697(19) . ? C8 H8 0.9500 . ? C9 C10 1.4012(19) . ? C9 H9 0.9500 . ? C10 C11 1.4129(19) . ? C11 C12 1.3679(19) . ? C11 H11 0.9500 . ? C12 H12 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 O1 S1 O2 114.22(6) . . ? O1 S1 O3 112.30(6) . . ? O2 S1 O3 112.08(6) . . ? O1 S1 C1 106.93(6) . . ? O2 S1 C1 104.92(6) . . ? O3 S1 C1 105.58(6) . . ? C10 O4 H4 111.5(16) . . ? N2 N1 C4 120.17(11) . . ? N2 N1 H1 125.6(14) . . ? C4 N1 H1 114.2(14) . . ? N1 N2 C7 119.61(11) . . ? C6 C1 C2 121.24(12) . . ? C6 C1 S1 119.41(10) . . ? C2 C1 S1 119.34(10) . . ? C3 C2 C1 119.60(12) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C2 C3 C4 118.73(12) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C3 C4 C5 122.30(12) . . ? C3 C4 N1 120.86(12) . . ? C5 C4 N1 116.82(11) . . ? C6 C5 C4 118.47(12) . . ? C6 C5 H5 120.8 . . ? C4 C5 H5 120.8 . . ? C5 C6 C1 119.63(12) . . ? C5 C6 H6 120.2 . . ? C1 C6 H6 120.2 . . ? N2 C7 C8 113.97(12) . . ? N2 C7 C12 126.47(12) . . ? C8 C7 C12 119.56(12) . . ? C9 C8 C7 120.43(12) . . ? C9 C8 H8 119.8 . . ? C7 C8 H8 119.8 . . ? C8 C9 C10 119.91(13) . . ? C8 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? O4 C10 C9 117.12(12) . . ? O4 C10 C11 122.90(12) . . ? C9 C10 C11 119.97(12) . . ? C12 C11 C10 120.01(12) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C7 119.99(12) . . ? C11 C12 H12 120.0 . . ? C7 C12 H12 120.0 . . ? 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 C4 N1 N2 C7 -178.61(11) . . . . ? O1 S1 C1 C6 134.89(11) . . . . ? O2 S1 C1 C6 13.24(12) . . . . ? O3 S1 C1 C6 -105.33(11) . . . . ? O1 S1 C1 C2 -45.94(12) . . . . ? O2 S1 C1 C2 -167.60(10) . . . . ? O3 S1 C1 C2 73.84(11) . . . . ? C6 C1 C2 C3 0.4(2) . . . . ? S1 C1 C2 C3 -178.79(10) . . . . ? C1 C2 C3 C4 -1.0(2) . . . . ? C2 C3 C4 C5 0.3(2) . . . . ? C2 C3 C4 N1 178.68(12) . . . . ? N2 N1 C4 C3 -15.77(19) . . . . ? N2 N1 C4 C5 162.73(12) . . . . ? C3 C4 C5 C6 1.2(2) . . . . ? N1 C4 C5 C6 -177.29(11) . . . . ? C4 C5 C6 C1 -1.84(19) . . . . ? C2 C1 C6 C5 1.1(2) . . . . ? S1 C1 C6 C5 -179.75(10) . . . . ? N1 N2 C7 C8 173.06(12) . . . . ? N1 N2 C7 C12 -6.7(2) . . . . ? N2 C7 C8 C9 -177.23(13) . . . . ? C12 C7 C8 C9 2.5(2) . . . . ? C7 C8 C9 C10 0.0(2) . . . . ? C8 C9 C10 O4 177.38(13) . . . . ? C8 C9 C10 C11 -3.0(2) . . . . ? O4 C10 C11 C12 -176.85(13) . . . . ? C9 C10 C11 C12 3.6(2) . . . . ? C10 C11 C12 C7 -1.1(2) . . . . ? N2 C7 C12 C11 177.77(13) . . . . ? C8 C7 C12 C11 -2.0(2) . . . . ? _refine_diff_density_max 0.459 _refine_diff_density_min -0.413 _refine_diff_density_rms 0.055 #------------------------------------------------------------------------ #----------------------------COMPOUND NaL'--------------------------------- #------------------------------------------------------------------------ data_sad _database_code_CSD 161659 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H14 N2 Na O7.50 S' _chemical_formula_weight 361.30 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' 'Na' 'Na' 0.0362 0.0249 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 35.036(9) _cell_length_b 5.4102(15) _cell_length_c 15.978(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.050(7) _cell_angle_gamma 90.00 _cell_volume 2998.9(14) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7088 _cell_measurement_theta_min ? _cell_measurement_theta_max 29.5 _exptl_crystal_description plate _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.100 _exptl_crystal_size_mid 0.050 _exptl_crystal_size_min 0.005 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.600 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1496 _exptl_absorpt_coefficient_mu 0.287 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.658 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; A standard Station 9.8 experiment was performed. For further details see Clegg et al. J. Chem. Soc. Dalton Trans. 1998, 3037. Decay of the incident beam was corrected using SADABS (Sheldrick 1997, a program for Scaling and Correction of Area Detector Data). The figures given for Tmin and Tmax above include this beam decay correction. Crystal diffracts weakly. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.68910 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Daresbury SRS Station 9.8' _diffrn_radiation_monochromator Si111 _diffrn_measurement_device_type 'Brucker SMART CCD' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'see exptl_special_details above' _diffrn_reflns_number 7726 _diffrn_reflns_av_R_equivalents 0.0665 _diffrn_reflns_av_sigmaI/netI 0.0741 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2901 _reflns_number_gt 2210 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'local program' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP II' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0825P)^2^+3.1185P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2901 _refine_ls_number_parameters 241 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0906 _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.1568 _refine_ls_wR_factor_gt 0.1490 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.04929(2) 0.23126(16) 0.43584(5) 0.0146(2) Uani 1 d . . . Na1 Na -0.01230(4) -0.2452(3) 0.37631(8) 0.0192(3) Uani 1 d . . . O1 O 0.03044(7) 0.1080(5) 0.35931(14) 0.0216(6) Uani 1 d . . . O2 O 0.04320(7) 0.1005(5) 0.51191(14) 0.0195(6) Uani 1 d . . . O3 O 0.03916(7) 0.4928(5) 0.43632(15) 0.0203(6) Uani 1 d . . . O4 O 0.38191(8) 0.1905(6) 0.31283(17) 0.0231(6) Uani 1 d . . . H4 H 0.3947(16) 0.089(11) 0.334(4) 0.044(17) Uiso 1 d . . . O5 O 0.27751(8) -0.1070(5) 0.44313(17) 0.0267(6) Uani 1 d . . . H5' H 0.2546(15) -0.050(10) 0.442(3) 0.038(13) Uiso 1 d . . . N1 N 0.21610(8) 0.1488(6) 0.41156(17) 0.0186(6) Uani 1 d . . . N2 N 0.23135(8) 0.3110(6) 0.36814(17) 0.0194(7) Uani 1 d . . . C1 C 0.09923(9) 0.2181(7) 0.4302(2) 0.0153(7) Uani 1 d . . . C2 C 0.11608(10) 0.3972(7) 0.3846(2) 0.0216(8) Uani 1 d . . . H2 H 0.1010 0.5292 0.3585 0.026 Uiso 1 calc R . . C3 C 0.15482(11) 0.3818(7) 0.3775(2) 0.0229(8) Uani 1 d . . . H3 H 0.1666 0.5041 0.3469 0.027 Uiso 1 calc R . . C4 C 0.17644(10) 0.1867(7) 0.4152(2) 0.0172(7) Uani 1 d . . . C5 C 0.15937(11) 0.0080(8) 0.4603(2) 0.0243(8) Uani 1 d . . . H5 H 0.1743 -0.1254 0.4859 0.029 Uiso 1 calc R . . C6 C 0.12075(10) 0.0245(8) 0.4679(2) 0.0230(8) Uani 1 d . . . H6 H 0.1090 -0.0970 0.4988 0.028 Uiso 1 calc R . . C7 C 0.26982(10) 0.2661(7) 0.3605(2) 0.0191(7) Uani 1 d . . . C8 C 0.28689(11) 0.4395(8) 0.3118(2) 0.0230(8) Uani 1 d . . . H8 H 0.2724 0.5786 0.2894 0.028 Uiso 1 calc R . . C9 C 0.32395(10) 0.4118(7) 0.2959(2) 0.0229(8) Uani 1 d . . . H9 H 0.3350 0.5282 0.2618 0.027 Uiso 1 calc R . . C10 C 0.34539(10) 0.2104(7) 0.3306(2) 0.0194(8) Uani 1 d . . . C11 C 0.32960(10) 0.0369(7) 0.3796(2) 0.0201(8) Uani 1 d . . . H11 H 0.3446 -0.1000 0.4023 0.024 Uiso 1 calc R . . C12 C 0.29206(10) 0.0634(7) 0.3953(2) 0.0188(8) Uani 1 d . . . O1W O 0.0000 -0.4711(8) 0.2500 0.0250(9) Uani 1 d S . . H1W H 0.0168(17) -0.583(12) 0.270(4) 0.07(2) Uiso 1 d . . . O2W O -0.06243(9) -0.5923(6) 0.38770(19) 0.0239(6) Uani 1 d . . . H3W H -0.0615(14) -0.761(10) 0.360(3) 0.042(13) Uiso 1 d . . . H4W H -0.0596(19) -0.637(13) 0.423(5) 0.06(2) Uiso 1 d . . . O3W O -0.05851(8) -0.0035(5) 0.28978(16) 0.0202(6) Uani 1 d . . . H5W H -0.0812(13) -0.090(8) 0.287(3) 0.023(11) Uiso 1 d . . . H6W H -0.0546(17) 0.031(13) 0.239(5) 0.066(18) Uiso 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 S1 0.0174(4) 0.0213(5) 0.0061(4) -0.0008(3) 0.0047(3) 0.0009(3) Na1 0.0249(7) 0.0251(8) 0.0088(6) 0.0013(6) 0.0062(5) 0.0037(6) O1 0.0209(12) 0.0344(16) 0.0095(11) -0.0090(10) 0.0024(9) -0.0027(11) O2 0.0277(13) 0.0262(14) 0.0065(11) 0.0054(10) 0.0097(9) 0.0015(11) O3 0.0214(12) 0.0257(14) 0.0142(12) 0.0008(10) 0.0042(9) 0.0058(10) O4 0.0168(12) 0.0314(17) 0.0225(14) 0.0070(12) 0.0079(10) 0.0020(12) O5 0.0230(14) 0.0304(15) 0.0292(15) 0.0152(12) 0.0123(11) 0.0065(12) N1 0.0231(15) 0.0232(16) 0.0102(13) -0.0008(12) 0.0049(11) -0.0010(12) N2 0.0217(15) 0.0264(18) 0.0107(14) -0.0002(12) 0.0051(11) -0.0015(13) C1 0.0171(15) 0.0217(19) 0.0075(15) -0.0029(13) 0.0030(11) -0.0003(14) C2 0.0231(18) 0.026(2) 0.0166(17) 0.0046(15) 0.0048(14) 0.0025(16) C3 0.0295(19) 0.0230(19) 0.0180(17) 0.0076(15) 0.0093(15) 0.0001(16) C4 0.0192(16) 0.025(2) 0.0086(16) -0.0009(13) 0.0039(12) -0.0033(14) C5 0.0256(18) 0.026(2) 0.0218(18) 0.0080(16) 0.0057(15) 0.0045(16) C6 0.0240(18) 0.026(2) 0.0196(18) 0.0099(15) 0.0060(14) 0.0012(16) C7 0.0172(16) 0.026(2) 0.0144(16) -0.0036(15) 0.0039(12) -0.0033(15) C8 0.0271(19) 0.027(2) 0.0151(17) 0.0054(15) 0.0048(14) 0.0013(16) C9 0.0239(18) 0.031(2) 0.0154(17) 0.0062(15) 0.0067(14) -0.0045(16) C10 0.0222(17) 0.029(2) 0.0084(15) -0.0042(14) 0.0059(12) -0.0029(15) C11 0.0203(17) 0.023(2) 0.0171(17) 0.0008(15) 0.0038(13) 0.0006(15) C12 0.0228(18) 0.0222(19) 0.0126(16) 0.0018(14) 0.0063(13) -0.0045(15) O1W 0.035(2) 0.033(2) 0.0068(16) 0.000 0.0016(15) 0.000 O2W 0.0340(15) 0.0266(16) 0.0117(13) -0.0003(12) 0.0056(11) 0.0061(12) O3W 0.0237(13) 0.0278(15) 0.0101(12) 0.0054(10) 0.0056(10) -0.0027(12) _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 O2 1.448(2) . ? S1 O3 1.459(3) . ? S1 O1 1.466(2) . ? S1 C1 1.766(3) . ? Na1 O2 2.349(3) 5_556 ? Na1 O3W 2.370(3) . ? Na1 O3 2.387(3) 1_545 ? Na1 O1W 2.449(3) . ? Na1 O1 2.466(3) . ? Na1 O2W 2.595(3) . ? O2 Na1 2.349(3) 5_556 ? O3 Na1 2.387(3) 1_565 ? O4 C10 1.353(4) . ? O5 C12 1.343(4) . ? N1 N2 1.281(4) . ? N1 C4 1.414(5) . ? N2 C7 1.392(4) . ? C1 C6 1.378(5) . ? C1 C2 1.393(5) . ? C2 C3 1.380(5) . ? C3 C4 1.387(5) . ? C4 C5 1.391(5) . ? C5 C6 1.378(5) . ? C7 C8 1.405(5) . ? C7 C12 1.413(5) . ? C8 C9 1.365(5) . ? C9 C10 1.394(5) . ? C10 C11 1.385(5) . ? C11 C12 1.381(5) . ? O1W Na1 2.449(3) 2 ? 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 O2 S1 O3 113.89(15) . . ? O2 S1 O1 112.07(16) . . ? O3 S1 O1 111.35(15) . . ? O2 S1 C1 106.64(15) . . ? O3 S1 C1 106.43(16) . . ? O1 S1 C1 105.86(14) . . ? O2 Na1 O3W 84.82(10) 5_556 . ? O2 Na1 O3 107.17(10) 5_556 1_545 ? O3W Na1 O3 168.00(10) . 1_545 ? O2 Na1 O1W 161.11(10) 5_556 . ? O3W Na1 O1W 88.82(10) . . ? O3 Na1 O1W 79.88(9) 1_545 . ? O2 Na1 O1 100.21(10) 5_556 . ? O3W Na1 O1 83.34(10) . . ? O3 Na1 O1 93.91(10) 1_545 . ? O1W Na1 O1 96.68(10) . . ? O2 Na1 O2W 78.42(10) 5_556 . ? O3W Na1 O2W 91.51(11) . . ? O3 Na1 O2W 91.30(10) 1_545 . ? O1W Na1 O2W 84.00(10) . . ? O1 Na1 O2W 174.79(11) . . ? S1 O1 Na1 118.04(14) . . ? S1 O2 Na1 127.83(16) . 5_556 ? S1 O3 Na1 138.12(16) . 1_565 ? N2 N1 C4 114.2(3) . . ? N1 N2 C7 114.2(3) . . ? C6 C1 C2 120.7(3) . . ? C6 C1 S1 119.6(3) . . ? C2 C1 S1 119.6(3) . . ? C3 C2 C1 119.7(3) . . ? C2 C3 C4 119.6(3) . . ? C3 C4 C5 120.4(3) . . ? C3 C4 N1 124.9(3) . . ? C5 C4 N1 114.6(3) . . ? C6 C5 C4 120.0(4) . . ? C5 C6 C1 119.6(3) . . ? N2 C7 C8 115.1(3) . . ? N2 C7 C12 126.0(3) . . ? C8 C7 C12 118.8(3) . . ? C9 C8 C7 121.3(4) . . ? C8 C9 C10 119.0(3) . . ? O4 C10 C11 121.9(3) . . ? O4 C10 C9 116.8(3) . . ? C11 C10 C9 121.2(3) . . ? C12 C11 C10 119.9(3) . . ? O5 C12 C11 118.7(3) . . ? O5 C12 C7 121.6(3) . . ? C11 C12 C7 119.7(3) . . ? Na1 O1W Na1 120.10(19) . 2 ? 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 O2 S1 O1 Na1 7.5(2) . . . . ? O3 S1 O1 Na1 -121.35(16) . . . . ? C1 S1 O1 Na1 123.39(16) . . . . ? O2 Na1 O1 S1 39.80(17) 5_556 . . . ? O3W Na1 O1 S1 123.30(16) . . . . ? O3 Na1 O1 S1 -68.43(16) 1_545 . . . ? O1W Na1 O1 S1 -148.69(15) . . . . ? O2W Na1 O1 S1 114.0(11) . . . . ? O3 S1 O2 Na1 8.6(2) . . . 5_556 ? O1 S1 O2 Na1 -118.88(19) . . . 5_556 ? C1 S1 O2 Na1 125.72(19) . . . 5_556 ? O2 S1 O3 Na1 -102.7(2) . . . 1_565 ? O1 S1 O3 Na1 25.2(3) . . . 1_565 ? C1 S1 O3 Na1 140.1(2) . . . 1_565 ? C4 N1 N2 C7 -176.5(3) . . . . ? O2 S1 C1 C6 26.9(3) . . . . ? O3 S1 C1 C6 148.8(3) . . . . ? O1 S1 C1 C6 -92.6(3) . . . . ? O2 S1 C1 C2 -156.1(3) . . . . ? O3 S1 C1 C2 -34.1(3) . . . . ? O1 S1 C1 C2 84.4(3) . . . . ? C6 C1 C2 C3 -0.5(5) . . . . ? S1 C1 C2 C3 -177.5(3) . . . . ? C1 C2 C3 C4 0.6(6) . . . . ? C2 C3 C4 C5 -0.3(6) . . . . ? C2 C3 C4 N1 179.2(3) . . . . ? N2 N1 C4 C3 -1.1(5) . . . . ? N2 N1 C4 C5 178.4(3) . . . . ? C3 C4 C5 C6 -0.1(6) . . . . ? N1 C4 C5 C6 -179.7(3) . . . . ? C4 C5 C6 C1 0.2(6) . . . . ? C2 C1 C6 C5 0.1(6) . . . . ? S1 C1 C6 C5 177.1(3) . . . . ? N1 N2 C7 C8 178.9(3) . . . . ? N1 N2 C7 C12 0.3(5) . . . . ? N2 C7 C8 C9 -177.0(3) . . . . ? C12 C7 C8 C9 1.7(5) . . . . ? C7 C8 C9 C10 -1.5(6) . . . . ? C8 C9 C10 O4 179.7(3) . . . . ? C8 C9 C10 C11 1.0(5) . . . . ? O4 C10 C11 C12 -179.3(3) . . . . ? C9 C10 C11 C12 -0.6(5) . . . . ? C10 C11 C12 O5 -179.8(3) . . . . ? C10 C11 C12 C7 0.7(5) . . . . ? N2 C7 C12 O5 -2.2(6) . . . . ? C8 C7 C12 O5 179.3(3) . . . . ? N2 C7 C12 C11 177.3(3) . . . . ? C8 C7 C12 C11 -1.2(5) . . . . ? O2 Na1 O1W Na1 119.7(4) 5_556 . . 2 ? O3W Na1 O1W Na1 49.54(7) . . . 2 ? O3 Na1 O1W Na1 -126.41(8) 1_545 . . 2 ? O1 Na1 O1W Na1 -33.61(6) . . . 2 ? O2W Na1 O1W Na1 141.19(8) . . . 2 ? _refine_diff_density_max 0.618 _refine_diff_density_min -0.581 _refine_diff_density_rms 0.098 #------------------------------------------------------------------------ #----------------------------COMPOUND HL'--------------------------------- #------------------------------------------------------------------------ data_ed _database_code_CSD 161660 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 N2 O5 S' _chemical_formula_weight 294.28 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'S' 'S' 0.1246 0.1234 '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' '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' _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 8.3957(2) _cell_length_b 10.0367(2) _cell_length_c 14.0101(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.996(2) _cell_angle_gamma 90.00 _cell_volume 1162.64(4) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 'All Reflections' _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 27.08 _exptl_crystal_description 'cut tablet' _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.681 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 608 _exptl_absorpt_coefficient_mu 0.302 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 'Nonius Kappa CCD' _diffrn_measurement_method 'phi + omega scans to fill Ewald sphere' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 2557 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0363 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 27.08 _reflns_number_total 2557 _reflns_number_gt 2037 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; Denzo & Collect (Otwinowski & Minor, 1997; Hooft & Nonius 1988) ; _computing_cell_refinement 'Denzo & Collect' _computing_data_reduction 'Denzo & Collect' _computing_structure_solution 'SIR-97 ' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0324P)^2^+1.4216P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2557 _refine_ls_number_parameters 193 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0581 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.0949 _refine_ls_wR_factor_gt 0.0874 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.81856(6) -0.12093(5) 1.19866(3) 0.01479(14) Uani 1 d . . . O1 O 0.86063(18) 0.00641(15) 1.24781(10) 0.0199(3) Uani 1 d . . . O2 O 0.65624(18) -0.16461(16) 1.20635(10) 0.0218(4) Uani 1 d . . . O3 O 0.94235(18) -0.22215(15) 1.22604(10) 0.0194(3) Uani 1 d . . . O4 O 0.6530(2) 0.13563(17) 0.33888(10) 0.0231(4) Uani 1 d . . . O5 O 0.4756(2) 0.21565(17) 0.63012(11) 0.0258(4) Uani 1 d . . . N1 N 0.7921(2) -0.03900(18) 0.77700(12) 0.0151(4) Uani 1 d . . . N2 N 0.6959(2) 0.04429(17) 0.72779(12) 0.0155(4) Uani 1 d . . . C1 C 0.8150(2) -0.0918(2) 1.07328(13) 0.0139(4) Uani 1 d . . . C2 C 0.7048(2) -0.0005(2) 1.02464(14) 0.0160(4) Uani 1 d . . . H2 H 0.6364 0.0486 1.0592 0.019 Uiso 1 calc R . . C3 C 0.6951(3) 0.0187(2) 0.92615(14) 0.0160(4) Uani 1 d . . . H3 H 0.6202 0.0806 0.8923 0.019 Uiso 1 calc R . . C4 C 0.7968(2) -0.0541(2) 0.87767(13) 0.0142(4) Uani 1 d . . . C5 C 0.9098(2) -0.1440(2) 0.92569(14) 0.0153(4) Uani 1 d . . . H5 H 0.9797 -0.1915 0.8913 0.018 Uiso 1 calc R . . C6 C 0.9183(2) -0.1627(2) 1.02451(14) 0.0149(4) Uani 1 d . . . H6 H 0.9942 -0.2236 1.0586 0.018 Uiso 1 calc R . . C7 C 0.6965(3) 0.0597(2) 0.63181(14) 0.0151(4) Uani 1 d . . . C8 C 0.8007(3) -0.0059(2) 0.57651(15) 0.0186(5) Uani 1 d . . . H8 H 0.8800 -0.0665 0.6075 0.022 Uiso 1 calc R . . C9 C 0.7874(3) 0.0178(2) 0.47964(15) 0.0196(5) Uani 1 d . . . H9 H 0.8567 -0.0267 0.4432 0.024 Uiso 1 calc R . . C10 C 0.6691(3) 0.1094(2) 0.43329(14) 0.0175(4) Uani 1 d . . . C11 C 0.5653(3) 0.1738(2) 0.48503(14) 0.0175(4) Uani 1 d . . . H11 H 0.4860 0.2337 0.4530 0.021 Uiso 1 calc R . . C12 C 0.5776(3) 0.1505(2) 0.58401(14) 0.0170(4) Uani 1 d . . . H1N H 0.862(3) -0.089(2) 0.7512(17) 0.023(6) Uiso 1 d . . . H4H H 0.727(4) 0.091(3) 0.313(2) 0.049(9) Uiso 1 d . . . H5H H 0.484(4) 0.192(4) 0.691(3) 0.067(11) Uiso 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 S1 0.0166(3) 0.0184(3) 0.0096(2) 0.0015(2) 0.00289(17) -0.0017(2) O1 0.0238(8) 0.0216(8) 0.0149(7) -0.0027(6) 0.0056(6) -0.0014(7) O2 0.0191(8) 0.0322(9) 0.0150(7) 0.0028(6) 0.0058(6) -0.0058(7) O3 0.0222(8) 0.0212(8) 0.0147(7) 0.0051(6) 0.0027(6) 0.0021(6) O4 0.0281(9) 0.0297(9) 0.0127(7) 0.0044(7) 0.0066(6) 0.0082(7) O5 0.0324(10) 0.0295(9) 0.0175(8) 0.0052(7) 0.0100(7) 0.0137(7) N1 0.0152(9) 0.0188(9) 0.0119(8) -0.0009(7) 0.0042(7) 0.0023(7) N2 0.0182(9) 0.0148(9) 0.0133(8) 0.0015(7) 0.0026(7) -0.0013(7) C1 0.0167(11) 0.0161(11) 0.0088(9) 0.0001(8) 0.0016(7) -0.0030(8) C2 0.0145(10) 0.0190(11) 0.0151(10) -0.0013(8) 0.0047(8) 0.0010(8) C3 0.0147(10) 0.0167(11) 0.0160(10) 0.0016(8) 0.0014(8) 0.0012(8) C4 0.0156(10) 0.0162(10) 0.0108(9) 0.0002(8) 0.0020(8) -0.0030(8) C5 0.0172(11) 0.0152(11) 0.0143(9) -0.0018(8) 0.0047(8) -0.0010(8) C6 0.0150(10) 0.0153(10) 0.0139(9) 0.0009(8) 0.0013(8) 0.0005(8) C7 0.0172(11) 0.0167(11) 0.0112(9) 0.0013(8) 0.0018(8) -0.0006(8) C8 0.0184(11) 0.0196(11) 0.0177(10) 0.0001(8) 0.0029(8) 0.0017(9) C9 0.0207(11) 0.0219(11) 0.0168(10) -0.0005(9) 0.0046(9) 0.0026(9) C10 0.0207(11) 0.0188(11) 0.0133(9) -0.0005(8) 0.0039(8) -0.0036(9) C11 0.0190(11) 0.0166(10) 0.0167(10) 0.0037(8) 0.0027(8) 0.0018(9) C12 0.0184(11) 0.0160(11) 0.0173(10) 0.0000(8) 0.0052(8) 0.0001(8) _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 O2 1.4533(16) . ? S1 O3 1.4563(16) . ? S1 O1 1.4656(16) . ? S1 C1 1.7759(19) . ? O4 C10 1.332(2) . ? O4 H4H 0.89(3) . ? O5 C12 1.330(3) . ? O5 H5H 0.87(3) . ? N1 N2 1.278(2) . ? N1 C4 1.412(2) . ? N1 H1N 0.89(3) . ? N2 C7 1.354(2) . ? C1 C6 1.389(3) . ? C1 C2 1.394(3) . ? C2 C3 1.382(3) . ? C2 H2 0.9500 . ? C3 C4 1.388(3) . ? C3 H3 0.9500 . ? C4 C5 1.394(3) . ? C5 C6 1.387(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.426(3) . ? C7 C12 1.430(3) . ? C8 C9 1.363(3) . ? C8 H8 0.9500 . ? C9 C10 1.424(3) . ? C9 H9 0.9500 . ? C10 C11 1.387(3) . ? C11 C12 1.392(3) . ? C11 H11 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 O2 S1 O3 113.93(9) . . ? O2 S1 O1 112.39(9) . . ? O3 S1 O1 112.45(9) . . ? O2 S1 C1 105.54(9) . . ? O3 S1 C1 105.30(9) . . ? O1 S1 C1 106.42(9) . . ? C10 O4 H4H 110.1(19) . . ? C12 O5 H5H 113(2) . . ? N2 N1 C4 120.94(18) . . ? N2 N1 H1N 123.1(15) . . ? C4 N1 H1N 115.9(15) . . ? N1 N2 C7 119.95(18) . . ? C6 C1 C2 120.97(17) . . ? C6 C1 S1 119.84(15) . . ? C2 C1 S1 119.17(15) . . ? C3 C2 C1 119.94(19) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 118.72(19) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C3 C4 C5 121.97(18) . . ? C3 C4 N1 121.29(18) . . ? C5 C4 N1 116.74(18) . . ? C6 C5 C4 118.83(19) . . ? C6 C5 H5 120.6 . . ? C4 C5 H5 120.6 . . ? C5 C6 C1 119.56(19) . . ? C5 C6 H6 120.2 . . ? C1 C6 H6 120.2 . . ? N2 C7 C8 126.51(19) . . ? N2 C7 C12 114.53(18) . . ? C8 C7 C12 118.95(18) . . ? C9 C8 C7 120.6(2) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C8 C9 C10 119.8(2) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? O4 C10 C11 117.51(19) . . ? O4 C10 C9 121.52(19) . . ? C11 C10 C9 120.96(18) . . ? C10 C11 C12 119.8(2) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? O5 C12 C11 117.29(19) . . ? O5 C12 C7 122.80(18) . . ? C11 C12 C7 119.91(19) . . ? 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 C4 N1 N2 C7 178.26(18) . . . . ? O2 S1 C1 C6 -120.32(17) . . . . ? O3 S1 C1 C6 0.51(19) . . . . ? O1 S1 C1 C6 120.07(17) . . . . ? O2 S1 C1 C2 57.86(19) . . . . ? O3 S1 C1 C2 178.69(16) . . . . ? O1 S1 C1 C2 -61.75(18) . . . . ? C6 C1 C2 C3 1.2(3) . . . . ? S1 C1 C2 C3 -176.93(16) . . . . ? C1 C2 C3 C4 -0.1(3) . . . . ? C2 C3 C4 C5 -1.1(3) . . . . ? C2 C3 C4 N1 179.86(19) . . . . ? N2 N1 C4 C3 1.3(3) . . . . ? N2 N1 C4 C5 -177.77(19) . . . . ? C3 C4 C5 C6 1.3(3) . . . . ? N1 C4 C5 C6 -179.67(18) . . . . ? C4 C5 C6 C1 -0.1(3) . . . . ? C2 C1 C6 C5 -1.1(3) . . . . ? S1 C1 C6 C5 177.06(16) . . . . ? N1 N2 C7 C8 -2.4(3) . . . . ? N1 N2 C7 C12 176.87(18) . . . . ? N2 C7 C8 C9 179.3(2) . . . . ? C12 C7 C8 C9 0.1(3) . . . . ? C7 C8 C9 C10 0.4(3) . . . . ? C8 C9 C10 O4 179.6(2) . . . . ? C8 C9 C10 C11 -0.9(3) . . . . ? O4 C10 C11 C12 -179.62(19) . . . . ? C9 C10 C11 C12 0.9(3) . . . . ? C10 C11 C12 O5 179.6(2) . . . . ? C10 C11 C12 C7 -0.4(3) . . . . ? N2 C7 C12 O5 0.6(3) . . . . ? C8 C7 C12 O5 179.9(2) . . . . ? N2 C7 C12 C11 -179.43(19) . . . . ? C8 C7 C12 C11 -0.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 27.08 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 0.423 _refine_diff_density_min -0.416 _refine_diff_density_rms 0.063 #------------------------------------------------------------------------ #----------------------------COMPOUND NaL''--------------------------------- #------------------------------------------------------------------------ data_nanh _database_code_CSD 161661 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H14 N3 Na O5 S' _chemical_formula_weight 335.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Na' 'Na' 0.0362 0.0249 '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' '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' _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 7.829(3) _cell_length_b 5.784(5) _cell_length_c 16.486(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.62(2) _cell_angle_gamma 90.00 _cell_volume 738.1(7) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 19.21 _cell_measurement_theta_max 19.92 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.509 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 348 _exptl_absorpt_coefficient_mu 0.275 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC7S diffractometer' _diffrn_measurement_method '\w/2\q' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2.36 _diffrn_reflns_number 3938 _diffrn_reflns_av_R_equivalents 0.0242 _diffrn_reflns_av_sigmaI/netI 0.0415 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3341 _reflns_number_gt 3147 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku/MSC diff control' _computing_cell_refinement 'Rigaku/MSC diff control' _computing_data_reduction 'texsan' _computing_structure_solution 'SIR' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0623P)^2^+0.2848P] 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 mixed _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 0.05(9) _refine_ls_number_reflns 3341 _refine_ls_number_parameters 222 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0478 _refine_ls_R_factor_gt 0.0436 _refine_ls_wR_factor_ref 0.1113 _refine_ls_wR_factor_gt 0.1082 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S -0.16391(7) -0.0108 -0.86274(3) 0.01559(14) Uani 1 d . . . Na1 Na -0.18920(13) -0.3318(2) -0.04687(6) 0.0193(2) Uani 1 d . . . O1 O -0.2704(2) -0.1810(4) -0.91296(12) 0.0208(4) Uani 1 d . . . O2 O 0.0187(2) -0.0306(4) -0.86985(10) 0.0195(4) Uani 1 d . . . O3 O -0.2292(2) 0.2260(3) -0.87823(12) 0.0212(4) Uani 1 d . . . O4 O -0.3703(3) -0.6579(4) -0.04347(14) 0.0267(5) Uani 1 d . . . O5 O -0.0210(2) 0.0010(4) -0.06160(12) 0.0222(4) Uani 1 d . . . N1 N -0.2637(3) -0.1932(4) -0.51781(15) 0.0259(5) Uani 1 d . . . N2 N -0.2216(3) -0.0352(5) -0.46706(13) 0.0243(5) Uani 1 d . . . N3 N -0.4050(3) -0.1262(5) -0.15163(14) 0.0215(5) Uani 1 d . . . C1 C -0.1836(3) -0.0699(5) -0.75945(14) 0.0168(5) Uani 1 d . . . C2 C -0.1219(4) 0.0958(5) -0.69992(16) 0.0219(5) Uani 1 d . . . H2 H -0.0661 0.2316 -0.7150 0.026 Uiso 1 calc R . . C3 C -0.1430(4) 0.0597(5) -0.61932(17) 0.0252(6) Uani 1 d . . . H3 H -0.1026 0.1713 -0.5787 0.030 Uiso 1 calc R . . C4 C -0.2244(3) -0.1429(5) -0.59750(17) 0.0219(5) Uani 1 d . . . C5 C -0.2795(4) -0.3096(6) -0.65683(17) 0.0255(6) Uani 1 d . . . H5 H -0.3307 -0.4487 -0.6415 0.031 Uiso 1 calc R . . C6 C -0.2596(4) -0.2728(5) -0.73834(17) 0.0221(5) Uani 1 d . . . H6 H -0.2977 -0.3856 -0.7789 0.027 Uiso 1 calc R . . C7 C -0.2682(3) -0.0743(5) -0.38827(15) 0.0211(5) Uani 1 d . . . C8 C -0.2236(4) 0.1000(5) -0.33074(16) 0.0237(6) Uani 1 d . . . H8 H -0.1619 0.2315 -0.3452 0.028 Uiso 1 calc R . . C9 C -0.2681(4) 0.0840(5) -0.25250(16) 0.0215(5) Uani 1 d . . . H9 H -0.2372 0.2042 -0.2138 0.026 Uiso 1 calc R . . C10 C -0.3585(3) -0.1092(5) -0.23081(15) 0.0187(5) Uani 1 d . . . C11 C -0.3995(3) -0.2887(5) -0.28768(16) 0.0219(5) Uani 1 d . . . H11 H -0.4572 -0.4230 -0.2726 0.026 Uiso 1 calc R . . C12 C -0.3561(4) -0.2702(5) -0.36593(17) 0.0234(5) Uani 1 d . . . H12 H -0.3860 -0.3907 -0.4046 0.028 Uiso 1 calc R . . H1N H -0.521(6) -0.189(8) -0.157(3) 0.045(11) Uiso 1 d . . . H2N H -0.403(6) 0.002(10) -0.129(3) 0.053(13) Uiso 1 d . . . H1W H -0.450(8) -0.631(12) -0.051(4) 0.08(2) Uiso 1 d . . . H2W H -0.343(6) -0.707(8) 0.005(3) 0.043(12) Uiso 1 d . . . H3W H 0.033(5) -0.048(8) -0.092(2) 0.035(11) Uiso 1 d . . . H4W H -0.069(5) 0.123(9) -0.095(3) 0.047(12) Uiso 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 S1 0.0131(2) 0.0174(3) 0.0165(3) 0.0005(2) 0.00306(18) 0.0020(2) Na1 0.0160(5) 0.0190(5) 0.0230(5) 0.0017(4) 0.0040(4) 0.0002(4) O1 0.0170(9) 0.0249(9) 0.0202(9) -0.0024(7) 0.0018(7) -0.0005(7) O2 0.0132(7) 0.0238(9) 0.0225(8) -0.0011(8) 0.0059(6) 0.0014(8) O3 0.0195(9) 0.0207(9) 0.0234(9) 0.0032(7) 0.0034(7) 0.0062(8) O4 0.0200(10) 0.0315(11) 0.0275(11) 0.0070(9) 0.0000(8) -0.0025(9) O5 0.0203(8) 0.0197(9) 0.0265(9) -0.0001(9) 0.0034(7) -0.0022(9) N1 0.0295(12) 0.0264(12) 0.0223(11) 0.0001(9) 0.0053(9) -0.0021(10) N2 0.0281(11) 0.0254(12) 0.0202(10) 0.0007(10) 0.0058(8) -0.0019(11) N3 0.0171(10) 0.0256(13) 0.0219(11) 0.0009(10) 0.0037(8) -0.0014(10) C1 0.0137(10) 0.0203(12) 0.0164(10) 0.0012(9) 0.0029(8) 0.0022(9) C2 0.0248(13) 0.0192(12) 0.0218(12) -0.0021(10) 0.0041(10) -0.0025(10) C3 0.0279(13) 0.0262(14) 0.0209(12) -0.0045(10) 0.0022(10) -0.0056(11) C4 0.0226(12) 0.0222(13) 0.0214(12) 0.0003(10) 0.0045(10) -0.0002(11) C5 0.0274(13) 0.0231(13) 0.0267(13) 0.0002(12) 0.0066(10) -0.0074(11) C6 0.0255(13) 0.0171(12) 0.0239(13) -0.0023(10) 0.0045(10) -0.0040(10) C7 0.0216(11) 0.0233(13) 0.0183(11) 0.0027(10) 0.0024(9) -0.0006(10) C8 0.0252(13) 0.0245(13) 0.0218(13) 0.0020(11) 0.0048(10) -0.0060(11) C9 0.0232(12) 0.0205(12) 0.0201(12) -0.0015(10) 0.0005(10) -0.0032(11) C10 0.0150(11) 0.0214(12) 0.0195(11) 0.0038(10) 0.0021(9) 0.0011(10) C11 0.0214(12) 0.0185(12) 0.0260(13) 0.0015(10) 0.0043(10) -0.0039(10) C12 0.0261(13) 0.0202(13) 0.0238(13) -0.0039(10) 0.0035(10) -0.0039(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 O2 1.4565(17) . ? S1 O1 1.464(2) . ? S1 O3 1.471(2) . ? S1 C1 1.766(2) . ? Na1 O2 2.353(2) 2_544 ? Na1 O5 2.365(3) . ? Na1 O4 2.365(3) . ? Na1 O5 2.441(2) 2_545 ? Na1 N3 2.525(3) . ? Na1 O1 2.541(2) 1_556 ? O1 Na1 2.541(2) 1_554 ? O2 Na1 2.353(2) 2_554 ? O5 Na1 2.441(2) 2 ? N1 N2 1.249(3) . ? N1 C4 1.424(4) . ? N2 C7 1.419(3) . ? N3 C10 1.410(3) . ? C1 C6 1.384(4) . ? C1 C2 1.405(4) . ? C2 C3 1.379(4) . ? C3 C4 1.406(4) . ? C4 C5 1.395(4) . ? C5 C6 1.392(4) . ? C7 C8 1.392(4) . ? C7 C12 1.403(4) . ? C8 C9 1.389(4) . ? C9 C10 1.398(4) . ? C10 C11 1.403(4) . ? C11 C12 1.387(4) . ? 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 O2 S1 O1 112.61(11) . . ? O2 S1 O3 112.27(11) . . ? O1 S1 O3 111.98(12) . . ? O2 S1 C1 106.93(11) . . ? O1 S1 C1 106.89(12) . . ? O3 S1 C1 105.61(11) . . ? O2 Na1 O5 87.96(9) 2_544 . ? O2 Na1 O4 91.06(10) 2_544 . ? O5 Na1 O4 175.10(9) . . ? O2 Na1 O5 81.65(8) 2_544 2_545 ? O5 Na1 O5 94.19(6) . 2_545 ? O4 Na1 O5 90.41(9) . 2_545 ? O2 Na1 N3 102.17(8) 2_544 . ? O5 Na1 N3 82.67(9) . . ? O4 Na1 N3 92.85(10) . . ? O5 Na1 N3 174.92(9) 2_545 . ? O2 Na1 O1 155.79(8) 2_544 1_556 ? O5 Na1 O1 91.47(8) . 1_556 ? O4 Na1 O1 91.39(8) . 1_556 ? O5 Na1 O1 74.25(7) 2_545 1_556 ? N3 Na1 O1 101.76(8) . 1_556 ? S1 O1 Na1 121.77(11) . 1_554 ? S1 O2 Na1 131.16(12) . 2_554 ? Na1 O5 Na1 124.88(9) . 2 ? N2 N1 C4 113.4(2) . . ? N1 N2 C7 114.7(2) . . ? C10 N3 Na1 115.26(16) . . ? C6 C1 C2 121.3(2) . . ? C6 C1 S1 120.6(2) . . ? C2 C1 S1 118.1(2) . . ? C3 C2 C1 119.4(3) . . ? C2 C3 C4 119.8(3) . . ? C5 C4 C3 120.1(3) . . ? C5 C4 N1 114.8(2) . . ? C3 C4 N1 125.1(2) . . ? C6 C5 C4 120.3(3) . . ? C1 C6 C5 119.1(2) . . ? C8 C7 C12 119.3(2) . . ? C8 C7 N2 115.8(2) . . ? C12 C7 N2 124.9(2) . . ? C9 C8 C7 120.8(3) . . ? C8 C9 C10 119.9(3) . . ? C9 C10 C11 119.7(2) . . ? C9 C10 N3 120.2(2) . . ? C11 C10 N3 120.1(2) . . ? C12 C11 C10 120.1(2) . . ? C11 C12 C7 120.3(2) . . ? 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 O2 S1 O1 Na1 -30.56(16) . . . 1_554 ? O3 S1 O1 Na1 97.09(13) . . . 1_554 ? C1 S1 O1 Na1 -147.71(12) . . . 1_554 ? O1 S1 O2 Na1 95.81(17) . . . 2_554 ? O3 S1 O2 Na1 -31.69(18) . . . 2_554 ? C1 S1 O2 Na1 -147.07(14) . . . 2_554 ? O2 Na1 O5 Na1 -108.66(11) 2_544 . . 2 ? O4 Na1 O5 Na1 172.8(10) . . . 2 ? O5 Na1 O5 Na1 -27.19(11) 2_545 . . 2 ? N3 Na1 O5 Na1 148.78(12) . . . 2 ? O1 Na1 O5 Na1 47.12(12) 1_556 . . 2 ? C4 N1 N2 C7 176.5(2) . . . . ? O2 Na1 N3 C10 -17.4(2) 2_544 . . . ? O5 Na1 N3 C10 68.9(2) . . . . ? O4 Na1 N3 C10 -109.1(2) . . . . ? O5 Na1 N3 C10 121.1(9) 2_545 . . . ? O1 Na1 N3 C10 158.92(18) 1_556 . . . ? O2 S1 C1 C6 -109.1(2) . . . . ? O1 S1 C1 C6 11.7(2) . . . . ? O3 S1 C1 C6 131.1(2) . . . . ? O2 S1 C1 C2 71.6(2) . . . . ? O1 S1 C1 C2 -167.6(2) . . . . ? O3 S1 C1 C2 -48.2(2) . . . . ? C6 C1 C2 C3 -2.4(4) . . . . ? S1 C1 C2 C3 176.9(2) . . . . ? C1 C2 C3 C4 0.6(4) . . . . ? C2 C3 C4 C5 1.7(4) . . . . ? C2 C3 C4 N1 -175.7(3) . . . . ? N2 N1 C4 C5 -176.2(2) . . . . ? N2 N1 C4 C3 1.4(4) . . . . ? C3 C4 C5 C6 -2.3(4) . . . . ? N1 C4 C5 C6 175.5(3) . . . . ? C2 C1 C6 C5 1.9(4) . . . . ? S1 C1 C6 C5 -177.4(2) . . . . ? C4 C5 C6 C1 0.4(4) . . . . ? N1 N2 C7 C8 -179.6(3) . . . . ? N1 N2 C7 C12 -0.7(4) . . . . ? C12 C7 C8 C9 -1.3(4) . . . . ? N2 C7 C8 C9 177.7(3) . . . . ? C7 C8 C9 C10 0.2(4) . . . . ? C8 C9 C10 C11 1.7(4) . . . . ? C8 C9 C10 N3 -179.7(2) . . . . ? Na1 N3 C10 C9 -91.8(3) . . . . ? Na1 N3 C10 C11 86.9(3) . . . . ? C9 C10 C11 C12 -2.3(4) . . . . ? N3 C10 C11 C12 179.0(2) . . . . ? C10 C11 C12 C7 1.2(4) . . . . ? C8 C7 C12 C11 0.7(4) . . . . ? N2 C7 C12 C11 -178.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.538 _refine_diff_density_min -0.727 _refine_diff_density_rms 0.070 #------------------------------------------------------------------------ #----------------------------COMPOUND CaL''2--------------------------------- #------------------------------------------------------------------------ data_canh _database_code_CSD 161662 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H28 Ca N6 O4W S2' _chemical_formula_weight 664.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Ca' 'Ca' 0.2262 0.3064 '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' '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' '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n 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' _cell_length_a 8.147(5) _cell_length_b 32.892(12) _cell_length_c 10.553(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.78(4) _cell_angle_gamma 90.00 _cell_volume 2827(2) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 24 _cell_measurement_theta_min 5.33 _cell_measurement_theta_max 19.90 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.75 _exptl_crystal_size_mid 0.55 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1384 _exptl_absorpt_coefficient_mu 0.437 _exptl_absorpt_correction_type 'psi-scans' _exptl_absorpt_correction_T_min 0.723 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; Min dimension for crystal size too small to measure accurately. Poor diffraction. ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC7S diffractometer' _diffrn_measurement_method '\w/2\q' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 1.92 _diffrn_reflns_number 5333 _diffrn_reflns_av_R_equivalents 0.1074 _diffrn_reflns_av_sigmaI/netI 0.0658 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4967 _reflns_number_gt 3985 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'MSC/Rigaku diff control' _computing_cell_refinement 'MSC/Rigaku diff control' _computing_data_reduction 'texsan' _computing_structure_solution 'SIR97' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-II' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.1598P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4967 _refine_ls_number_parameters 436 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0902 _refine_ls_R_factor_gt 0.0735 _refine_ls_wR_factor_ref 0.2190 _refine_ls_wR_factor_gt 0.2048 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ca1 Ca 0.11767(10) -0.24779(2) 0.69459(7) 0.0222(3) Uani 1 d . . . S1 S 0.38990(12) -0.18426(3) 0.67237(9) 0.0215(3) Uani 1 d . . . S2 S -0.22432(12) -0.31241(3) 0.68966(9) 0.0229(3) Uani 1 d . . . O1 O 0.2464(3) -0.18861(8) 0.5856(3) 0.0254(6) Uani 1 d . . . O2 O 0.3639(3) -0.21054(8) 0.7823(3) 0.0267(6) Uani 1 d . . . O3 O 0.5432(4) -0.19119(9) 0.6122(3) 0.0293(7) Uani 1 d . . . O4 O -0.0517(4) -0.30394(9) 0.7192(3) 0.0306(7) Uani 1 d . . . O5 O -0.3345(4) -0.28772(9) 0.7640(3) 0.0295(7) Uani 1 d . . . O6 O -0.2640(4) -0.31008(9) 0.5554(3) 0.0357(8) Uani 1 d . . . O1W O 0.3374(4) -0.29429(10) 0.6689(3) 0.0299(7) Uani 1 d . . . O2W O 0.0755(4) -0.25975(10) 0.4732(3) 0.0297(7) Uani 1 d . . . O3W O 0.0960(5) -0.25090(11) 0.9143(3) 0.0417(9) Uani 1 d . . . O4W O -0.1139(4) -0.20357(10) 0.6709(3) 0.0317(7) Uani 1 d . . . N1 N 0.3814(4) -0.01197(10) 0.8421(3) 0.0263(8) Uani 1 d . . . N2 N 0.2903(4) -0.00363(10) 0.9317(3) 0.0265(7) Uani 1 d . . . N3 N 0.2305(5) 0.16005(11) 1.0649(4) 0.0304(8) Uani 1 d . . . N4 N -0.3548(5) -0.48336(10) 0.8357(3) 0.0283(8) Uani 1 d . . . N5 N -0.2842(4) -0.49700(10) 0.9352(3) 0.0273(8) Uani 1 d . . . N6 N -0.4301(5) -0.65841(11) 1.0561(4) 0.0283(8) Uani 1 d . . . C1 C 0.3921(5) -0.13356(12) 0.7292(4) 0.0217(8) Uani 1 d . . . C2 C 0.2869(5) -0.12267(12) 0.8249(4) 0.0255(9) Uani 1 d . . . H2 H 0.2198 -0.1427 0.8626 0.031 Uiso 1 calc R . . C3 C 0.2804(5) -0.08316(12) 0.8646(4) 0.0257(9) Uani 1 d . . . H3 H 0.2087 -0.0756 0.9299 0.031 Uiso 1 calc R . . C4 C 0.3800(5) -0.05390(12) 0.8084(4) 0.0243(8) Uani 1 d . . . C5 C 0.4857(5) -0.06503(12) 0.7151(4) 0.0276(9) Uani 1 d . . . H5 H 0.5539 -0.0451 0.6782 0.033 Uiso 1 calc R . . C6 C 0.4931(5) -0.10523(12) 0.6747(4) 0.0263(9) Uani 1 d . . . H6 H 0.5663 -0.1130 0.6107 0.032 Uiso 1 calc R . . C7 C 0.2883(5) 0.03794(13) 0.9660(4) 0.0259(9) Uani 1 d . . . C8 C 0.1790(5) 0.04873(13) 1.0583(4) 0.0274(9) Uani 1 d . . . H8 H 0.1159 0.0283 1.0979 0.033 Uiso 1 calc R . . C9 C 0.1614(5) 0.08905(12) 1.0930(4) 0.0252(9) Uani 1 d . . . H9 H 0.0851 0.0963 1.1554 0.030 Uiso 1 calc R . . C10 C 0.2554(5) 0.11912(12) 1.0367(4) 0.0246(8) Uani 1 d . . . C11 C 0.3692(5) 0.10797(13) 0.9472(4) 0.0270(9) Uani 1 d . . . H11 H 0.4358 0.1283 0.9106 0.032 Uiso 1 calc R . . C12 C 0.3871(5) 0.06789(12) 0.9106(4) 0.0265(9) Uani 1 d . . . H12 H 0.4647 0.0606 0.8491 0.032 Uiso 1 calc R . . C13 C -0.2545(5) -0.36346(12) 0.7338(4) 0.0239(8) Uani 1 d . . . C14 C -0.1674(5) -0.37973(12) 0.8370(4) 0.0260(9) Uani 1 d . . . H14 H -0.0888 -0.3636 0.8823 0.031 Uiso 1 calc R . . C15 C -0.1947(5) -0.41932(13) 0.8738(4) 0.0288(9) Uani 1 d . . . H15 H -0.1350 -0.4307 0.9440 0.035 Uiso 1 calc R . . C16 C -0.3118(5) -0.44252(12) 0.8062(4) 0.0252(8) Uani 1 d . . . C17 C -0.3970(5) -0.42615(13) 0.7027(4) 0.0288(9) Uani 1 d . . . H17 H -0.4744 -0.4423 0.6561 0.035 Uiso 1 calc R . . C18 C -0.3696(5) -0.38640(13) 0.6672(4) 0.0280(9) Uani 1 d . . . H18 H -0.4297 -0.3749 0.5973 0.034 Uiso 1 calc R . . C19 C -0.3308(5) -0.53723(12) 0.9650(4) 0.0250(8) Uani 1 d . . . C20 C -0.2432(5) -0.55576(13) 1.0655(4) 0.0280(9) Uani 1 d . . . H20 H -0.1614 -0.5410 1.1123 0.034 Uiso 1 calc R . . C21 C -0.2768(5) -0.59597(13) 1.0961(4) 0.0280(9) Uani 1 d . . . H21 H -0.2148 -0.6089 1.1623 0.034 Uiso 1 calc R . . C22 C -0.3988(5) -0.61732(12) 1.0319(4) 0.0259(9) Uani 1 d . . . C23 C -0.4903(5) -0.59803(13) 0.9342(4) 0.0271(9) Uani 1 d . . . H23 H -0.5765 -0.6123 0.8910 0.033 Uiso 1 calc R . . C24 C -0.4564(5) -0.55879(12) 0.9006(4) 0.0256(8) Uani 1 d . . . H24 H -0.5179 -0.5461 0.8336 0.031 Uiso 1 calc R . . H1N H 0.186(7) 0.1655(17) 1.123(5) 0.039(16) Uiso 1 d . . . H2N H 0.321(9) 0.176(2) 1.062(6) 0.063(19) Uiso 1 d . . . H3N H -0.392(5) -0.6644(11) 1.118(4) 0.003(10) Uiso 1 d . . . H4N H -0.537(8) -0.6665(18) 1.040(6) 0.057(18) Uiso 1 d . . . H1W H 0.434(8) -0.2924(18) 0.680(5) 0.045(17) Uiso 1 d . . . H2W H 0.327(8) -0.308(2) 0.609(7) 0.06(2) Uiso 1 d . . . H3W H 0.148(12) -0.248(3) 0.407(9) 0.11(3) Uiso 1 d . . . H4W H 0.012(7) -0.2662(16) 0.438(5) 0.025(15) Uiso 1 d . . . H5W H 0.146(7) -0.2312(19) 0.953(6) 0.048(16) Uiso 1 d . . . H6W H 0.060(6) -0.2688(15) 0.964(5) 0.025(12) Uiso 1 d . . . H7W H -0.209(12) -0.207(3) 0.692(9) 0.10(3) Uiso 1 d . . . H8W H -0.117(15) -0.190(4) 0.607(11) 0.16(5) Uiso 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 Ca1 0.0207(4) 0.0230(5) 0.0234(5) 0.0007(3) 0.0071(3) -0.0011(3) S1 0.0182(5) 0.0223(5) 0.0245(5) -0.0006(4) 0.0070(4) 0.0001(3) S2 0.0218(5) 0.0227(5) 0.0246(5) 0.0004(4) 0.0076(4) 0.0003(4) O1 0.0224(15) 0.0262(15) 0.0280(15) 0.0015(11) 0.0059(12) -0.0014(11) O2 0.0277(15) 0.0232(14) 0.0294(15) 0.0027(11) 0.0015(12) -0.0006(11) O3 0.0219(15) 0.0322(16) 0.0346(16) -0.0077(12) 0.0148(13) -0.0004(11) O4 0.0210(15) 0.0270(15) 0.0444(18) 0.0050(13) 0.0085(13) -0.0020(12) O5 0.0246(15) 0.0300(15) 0.0343(16) -0.0021(12) 0.0076(12) 0.0032(12) O6 0.054(2) 0.0297(16) 0.0233(15) -0.0003(12) 0.0034(14) 0.0003(14) O1W 0.0216(17) 0.0358(18) 0.0326(17) -0.0062(14) 0.0033(13) 0.0014(13) O2W 0.0300(18) 0.0341(17) 0.0250(16) -0.0009(13) 0.0004(15) -0.0087(14) O3W 0.060(2) 0.041(2) 0.0235(16) 0.0034(14) 0.0075(16) -0.0226(17) O4W 0.0249(17) 0.0376(18) 0.0331(17) 0.0019(14) 0.0100(13) 0.0022(13) N1 0.0265(18) 0.0250(18) 0.0278(18) -0.0027(14) 0.0100(15) 0.0016(14) N2 0.0243(18) 0.0248(18) 0.0306(18) -0.0021(14) 0.0059(15) 0.0010(14) N3 0.031(2) 0.028(2) 0.033(2) -0.0028(15) 0.0133(17) 0.0028(16) N4 0.0295(19) 0.0244(18) 0.0316(19) -0.0005(14) 0.0100(16) -0.0041(14) N5 0.0270(18) 0.0212(17) 0.0340(19) -0.0015(14) 0.0078(15) -0.0013(14) N6 0.030(2) 0.029(2) 0.026(2) -0.0001(16) 0.0050(17) -0.0042(16) C1 0.0199(19) 0.024(2) 0.0216(18) -0.0033(15) 0.0032(15) 0.0017(15) C2 0.026(2) 0.024(2) 0.027(2) 0.0022(16) 0.0097(17) -0.0027(16) C3 0.026(2) 0.028(2) 0.0238(19) 0.0010(16) 0.0094(17) 0.0023(16) C4 0.0181(19) 0.025(2) 0.030(2) -0.0003(16) 0.0046(16) 0.0013(15) C5 0.026(2) 0.024(2) 0.033(2) 0.0022(16) 0.0125(18) -0.0047(16) C6 0.022(2) 0.026(2) 0.032(2) -0.0043(16) 0.0148(17) -0.0032(15) C7 0.023(2) 0.027(2) 0.028(2) -0.0004(16) 0.0023(17) -0.0010(16) C8 0.028(2) 0.026(2) 0.028(2) 0.0048(16) 0.0080(17) -0.0020(16) C9 0.024(2) 0.027(2) 0.0253(19) -0.0017(16) 0.0093(17) 0.0045(15) C10 0.024(2) 0.026(2) 0.0243(19) 0.0012(16) -0.0001(16) 0.0000(16) C11 0.023(2) 0.026(2) 0.032(2) 0.0059(16) 0.0018(17) -0.0011(16) C12 0.023(2) 0.027(2) 0.030(2) -0.0020(16) 0.0096(17) 0.0015(16) C13 0.022(2) 0.024(2) 0.0259(19) 0.0012(15) 0.0103(16) 0.0011(15) C14 0.025(2) 0.023(2) 0.030(2) -0.0019(16) 0.0094(17) -0.0032(16) C15 0.024(2) 0.032(2) 0.030(2) 0.0019(17) 0.0088(18) 0.0011(17) C16 0.022(2) 0.024(2) 0.031(2) 0.0014(16) 0.0161(16) -0.0015(15) C17 0.022(2) 0.032(2) 0.032(2) -0.0009(17) 0.0069(18) -0.0053(16) C18 0.025(2) 0.028(2) 0.032(2) 0.0023(17) 0.0067(17) 0.0001(16) C19 0.021(2) 0.027(2) 0.028(2) -0.0014(16) 0.0140(16) 0.0029(16) C20 0.023(2) 0.029(2) 0.032(2) -0.0023(17) 0.0109(17) -0.0019(16) C21 0.024(2) 0.031(2) 0.030(2) 0.0027(17) 0.0106(17) 0.0024(17) C22 0.026(2) 0.027(2) 0.026(2) -0.0025(16) 0.0115(17) -0.0013(16) C23 0.023(2) 0.032(2) 0.027(2) -0.0019(17) 0.0062(17) -0.0044(16) C24 0.021(2) 0.030(2) 0.0264(19) 0.0014(16) 0.0069(16) 0.0015(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 Ca1 O4 2.325(3) . ? Ca1 O3W 2.333(3) . ? Ca1 O1W 2.376(3) . ? Ca1 O2W 2.383(3) . ? Ca1 O4W 2.389(3) . ? Ca1 O2 2.504(3) . ? Ca1 O1 2.508(3) . ? Ca1 S1 3.0614(17) . ? S1 O3 1.437(3) . ? S1 O2 1.467(3) . ? S1 O1 1.469(3) . ? S1 C1 1.772(4) . ? S2 O6 1.445(3) . ? S2 O5 1.457(3) . ? S2 O4 1.458(3) . ? S2 C13 1.762(4) . ? N1 N2 1.250(5) . ? N1 C4 1.424(5) . ? N2 C7 1.415(5) . ? N3 C10 1.395(6) . ? N4 N5 1.264(5) . ? N4 C16 1.425(5) . ? N5 C19 1.415(5) . ? N6 C22 1.401(6) . ? C1 C6 1.381(6) . ? C1 C2 1.392(6) . ? C2 C3 1.367(6) . ? C3 C4 1.402(6) . ? C4 C5 1.377(6) . ? C5 C6 1.391(6) . ? C7 C8 1.385(6) . ? C7 C12 1.411(6) . ? C8 C9 1.385(6) . ? C9 C10 1.395(6) . ? C10 C11 1.393(6) . ? C11 C12 1.382(6) . ? C13 C18 1.379(6) . ? C13 C14 1.388(6) . ? C14 C15 1.379(6) . ? C15 C16 1.400(6) . ? C16 C17 1.385(6) . ? C17 C18 1.381(6) . ? C19 C20 1.400(6) . ? C19 C24 1.403(6) . ? C20 C21 1.391(6) . ? C21 C22 1.378(6) . ? C22 C23 1.404(6) . ? C23 C24 1.369(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 O4 Ca1 O2W 77.91(12) . . ? O4 Ca1 O1W 87.32(12) . . ? O3W Ca1 O1W 99.55(14) . . ? O4 Ca1 O2W 84.86(12) . . ? O3W Ca1 O2W 162.52(13) . . ? O1W Ca1 O2W 82.41(12) . . ? O4 Ca1 O4W 91.49(12) . . ? O3W Ca1 O4W 92.67(14) . . ? O1W Ca1 O4W 167.17(12) . . ? O2W Ca1 O4W 84.76(12) . . ? O4 Ca1 O2 144.99(10) . . ? O3W Ca1 O2 74.84(12) . . ? O1W Ca1 O2 76.08(12) . . ? O2W Ca1 O2 122.19(11) . . ? O4W Ca1 O2 111.21(11) . . ? O4 Ca1 O1 157.85(11) . . ? O3W Ca1 O1 122.38(12) . . ? O1W Ca1 O1 96.88(11) . . ? O2W Ca1 O1 74.22(11) . . ? O4W Ca1 O1 79.61(12) . . ? O2 Ca1 O1 56.49(9) . . ? O4 Ca1 S1 169.96(8) . . ? O3W Ca1 S1 100.57(10) . . ? O1W Ca1 S1 83.13(10) . . ? O2W Ca1 S1 96.91(9) . . ? O4W Ca1 S1 98.51(10) . . ? O2 Ca1 S1 28.38(7) . . ? O1 Ca1 S1 28.43(7) . . ? O3 S1 O2 113.89(18) . . ? O3 S1 O1 113.24(18) . . ? O2 S1 O1 107.71(16) . . ? O3 S1 C1 107.39(18) . . ? O2 S1 C1 106.67(17) . . ? O1 S1 C1 107.57(17) . . ? O3 S1 Ca1 124.57(13) . . ? O2 S1 Ca1 54.19(12) . . ? O1 S1 Ca1 54.35(11) . . ? C1 S1 Ca1 128.04(13) . . ? O6 S2 O5 112.02(19) . . ? O6 S2 O4 112.6(2) . . ? O5 S2 O4 112.63(18) . . ? O6 S2 C13 106.30(19) . . ? O5 S2 C13 107.19(18) . . ? O4 S2 C13 105.50(18) . . ? S1 O1 Ca1 97.21(14) . . ? S1 O2 Ca1 97.43(14) . . ? S2 O4 Ca1 134.40(18) . . ? N2 N1 C4 113.6(3) . . ? N1 N2 C7 114.7(3) . . ? N5 N4 C16 114.1(4) . . ? N4 N5 C19 113.4(3) . . ? C6 C1 C2 121.1(4) . . ? C6 C1 S1 119.6(3) . . ? C2 C1 S1 119.2(3) . . ? C3 C2 C1 119.9(4) . . ? C2 C3 C4 119.6(4) . . ? C5 C4 C3 120.2(4) . . ? C5 C4 N1 115.8(3) . . ? C3 C4 N1 124.0(4) . . ? C4 C5 C6 120.4(4) . . ? C1 C6 C5 118.8(4) . . ? C8 C7 C12 120.0(4) . . ? C8 C7 N2 116.1(4) . . ? C12 C7 N2 123.9(4) . . ? C9 C8 C7 120.4(4) . . ? C8 C9 C10 120.2(4) . . ? C11 C10 N3 120.2(4) . . ? C11 C10 C9 119.2(4) . . ? N3 C10 C9 120.5(4) . . ? C12 C11 C10 121.2(4) . . ? C11 C12 C7 118.9(4) . . ? C18 C13 C14 120.8(4) . . ? C18 C13 S2 119.0(3) . . ? C14 C13 S2 120.2(3) . . ? C15 C14 C13 120.2(4) . . ? C14 C15 C16 118.9(4) . . ? C17 C16 C15 120.5(4) . . ? C17 C16 N4 114.7(4) . . ? C15 C16 N4 124.8(4) . . ? C18 C17 C16 120.1(4) . . ? C13 C18 C17 119.5(4) . . ? C20 C19 C24 119.6(4) . . ? C20 C19 N5 116.2(4) . . ? C24 C19 N5 124.2(4) . . ? C21 C20 C19 119.4(4) . . ? C22 C21 C20 121.0(4) . . ? C21 C22 N6 122.3(4) . . ? C21 C22 C23 119.3(4) . . ? N6 C22 C23 118.3(4) . . ? C24 C23 C22 120.6(4) . . ? C23 C24 C19 120.1(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 O4 Ca1 S1 O3 41.1(5) . . . . ? O3W Ca1 S1 O3 121.43(19) . . . . ? O1W Ca1 S1 O3 22.94(18) . . . . ? O2W Ca1 S1 O3 -58.51(19) . . . . ? O4W Ca1 S1 O3 -144.22(18) . . . . ? O2 Ca1 S1 O3 96.3(2) . . . . ? O1 Ca1 S1 O3 -95.5(2) . . . . ? O4 Ca1 S1 O2 -55.2(5) . . . . ? O3W Ca1 S1 O2 25.15(18) . . . . ? O1W Ca1 S1 O2 -73.33(17) . . . . ? O2W Ca1 S1 O2 -154.78(17) . . . . ? O4W Ca1 S1 O2 119.51(17) . . . . ? O1 Ca1 S1 O2 168.2(2) . . . . ? O4 Ca1 S1 O1 136.6(5) . . . . ? O3W Ca1 S1 O1 -143.10(17) . . . . ? O1W Ca1 S1 O1 118.42(16) . . . . ? O2W Ca1 S1 O1 36.97(16) . . . . ? O4W Ca1 S1 O1 -48.74(16) . . . . ? O2 Ca1 S1 O1 -168.2(2) . . . . ? O4 Ca1 S1 C1 -138.6(5) . . . . ? O3W Ca1 S1 C1 -58.2(2) . . . . ? O1W Ca1 S1 C1 -156.71(18) . . . . ? O2W Ca1 S1 C1 121.84(18) . . . . ? O4W Ca1 S1 C1 36.13(19) . . . . ? O2 Ca1 S1 C1 -83.4(2) . . . . ? O1 Ca1 S1 C1 84.9(2) . . . . ? O3 S1 O1 Ca1 116.87(16) . . . . ? O2 S1 O1 Ca1 -9.98(17) . . . . ? C1 S1 O1 Ca1 -124.63(15) . . . . ? O4 Ca1 O1 S1 -161.5(2) . . . . ? O3W Ca1 O1 S1 44.3(2) . . . . ? O1W Ca1 O1 S1 -61.58(16) . . . . ? O2W Ca1 O1 S1 -141.66(16) . . . . ? O4W Ca1 O1 S1 130.90(15) . . . . ? O2 Ca1 O1 S1 6.67(11) . . . . ? O3 S1 O2 Ca1 -116.47(16) . . . . ? O1 S1 O2 Ca1 10.01(17) . . . . ? C1 S1 O2 Ca1 125.25(15) . . . . ? O4 Ca1 O2 S1 165.55(15) . . . . ? O3W Ca1 O2 S1 -154.35(18) . . . . ? O1W Ca1 O2 S1 101.51(16) . . . . ? O2W Ca1 O2 S1 29.98(19) . . . . ? O4W Ca1 O2 S1 -67.40(17) . . . . ? O1 Ca1 O2 S1 -6.68(11) . . . . ? O6 S2 O4 Ca1 62.4(3) . . . . ? O5 S2 O4 Ca1 -65.4(3) . . . . ? C13 S2 O4 Ca1 178.0(2) . . . . ? O3W Ca1 O4 S2 110.8(3) . . . . ? O1W Ca1 O4 S2 -148.8(3) . . . . ? O2W Ca1 O4 S2 -66.2(3) . . . . ? O4W Ca1 O4 S2 18.4(3) . . . . ? O2 Ca1 O4 S2 150.3(2) . . . . ? O1 Ca1 O4 S2 -47.1(4) . . . . ? S1 Ca1 O4 S2 -166.8(3) . . . . ? C4 N1 N2 C7 -179.3(3) . . . . ? C16 N4 N5 C19 178.6(3) . . . . ? O3 S1 C1 C6 23.2(4) . . . . ? O2 S1 C1 C6 145.7(3) . . . . ? O1 S1 C1 C6 -99.0(3) . . . . ? Ca1 S1 C1 C6 -157.1(3) . . . . ? O3 S1 C1 C2 -159.3(3) . . . . ? O2 S1 C1 C2 -36.8(4) . . . . ? O1 S1 C1 C2 78.5(3) . . . . ? Ca1 S1 C1 C2 20.4(4) . . . . ? C6 C1 C2 C3 1.3(6) . . . . ? S1 C1 C2 C3 -176.2(3) . . . . ? C1 C2 C3 C4 0.0(6) . . . . ? C2 C3 C4 C5 -1.0(6) . . . . ? C2 C3 C4 N1 179.5(4) . . . . ? N2 N1 C4 C5 -176.4(4) . . . . ? N2 N1 C4 C3 3.1(6) . . . . ? C3 C4 C5 C6 0.8(6) . . . . ? N1 C4 C5 C6 -179.6(4) . . . . ? C2 C1 C6 C5 -1.4(6) . . . . ? S1 C1 C6 C5 176.0(3) . . . . ? C4 C5 C6 C1 0.4(6) . . . . ? N1 N2 C7 C8 175.2(4) . . . . ? N1 N2 C7 C12 -3.6(6) . . . . ? C12 C7 C8 C9 2.5(6) . . . . ? N2 C7 C8 C9 -176.3(4) . . . . ? C7 C8 C9 C10 -0.9(6) . . . . ? C8 C9 C10 C11 -1.3(6) . . . . ? C8 C9 C10 N3 175.7(4) . . . . ? N3 C10 C11 C12 -175.0(4) . . . . ? C9 C10 C11 C12 1.9(6) . . . . ? C10 C11 C12 C7 -0.4(6) . . . . ? C8 C7 C12 C11 -1.9(6) . . . . ? N2 C7 C12 C11 176.9(4) . . . . ? O6 S2 C13 C18 -28.9(4) . . . . ? O5 S2 C13 C18 91.1(3) . . . . ? O4 S2 C13 C18 -148.7(3) . . . . ? O6 S2 C13 C14 153.3(3) . . . . ? O5 S2 C13 C14 -86.7(4) . . . . ? O4 S2 C13 C14 33.5(4) . . . . ? C18 C13 C14 C15 0.3(6) . . . . ? S2 C13 C14 C15 178.0(3) . . . . ? C13 C14 C15 C16 -0.4(6) . . . . ? C14 C15 C16 C17 1.0(6) . . . . ? C14 C15 C16 N4 -178.5(4) . . . . ? N5 N4 C16 C17 -175.5(4) . . . . ? N5 N4 C16 C15 4.0(6) . . . . ? C15 C16 C17 C18 -1.5(6) . . . . ? N4 C16 C17 C18 178.1(4) . . . . ? C14 C13 C18 C17 -0.8(6) . . . . ? S2 C13 C18 C17 -178.5(3) . . . . ? C16 C17 C18 C13 1.4(6) . . . . ? N4 N5 C19 C20 172.8(3) . . . . ? N4 N5 C19 C24 -7.0(5) . . . . ? C24 C19 C20 C21 3.0(6) . . . . ? N5 C19 C20 C21 -176.9(4) . . . . ? C19 C20 C21 C22 -2.2(6) . . . . ? C20 C21 C22 N6 176.7(4) . . . . ? C20 C21 C22 C23 -0.1(6) . . . . ? C21 C22 C23 C24 1.7(6) . . . . ? N6 C22 C23 C24 -175.2(4) . . . . ? C22 C23 C24 C19 -0.9(6) . . . . ? C20 C19 C24 C23 -1.4(6) . . . . ? N5 C19 C24 C23 178.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.881 _refine_diff_density_min -0.716 _refine_diff_density_rms 0.128 #===END