data_d:\determination\solution\c144\khc144 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H34 N4 O4 S2' _chemical_formula_weight 578.75 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 10.1703(10) _cell_length_b 14.5624(19) _cell_length_c 10.7222(10) _cell_angle_alpha 90.00 _cell_angle_beta 105.410(7) _cell_angle_gamma 90.00 _cell_volume 1530.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 12568 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 26.00 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.255 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 0.215 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.930 _exptl_absorpt_correction_T_max 0.950 _exptl_absorpt_process_details 'shape of crystal determined optically' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'STOE IPDS II' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean '0.15 mm' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12568 _diffrn_reflns_av_R_equivalents 0.0578 _diffrn_reflns_av_sigmaI/netI 0.0398 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3010 _reflns_number_gt 2224 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_cell_refinement 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_data_reduction 'X-Area 1.31 (Stoe & Cie GmbH, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0577P)^2^+0.4143P] 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 3010 _refine_ls_number_parameters 196 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0901 _refine_ls_R_factor_gt 0.0624 _refine_ls_wR_factor_ref 0.1400 _refine_ls_wR_factor_gt 0.1298 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.109 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0914(2) -0.00309(16) 1.2314(2) 0.0467(6) Uani 1 1 d . . . H1 H 0.0216 0.0077 1.1570 0.056 Uiso 1 1 calc R . . C2 C 0.0663(3) -0.00286(18) 1.3520(3) 0.0569(7) Uani 1 1 d . . . H2 H -0.0222 0.0094 1.3561 0.068 Uiso 1 1 calc R . . C3 C 0.2853(3) -0.0359(2) 1.4529(2) 0.0602(7) Uani 1 1 d . . . H3 H 0.3525 -0.0483 1.5287 0.072 Uiso 1 1 calc R . . C4 C 0.3220(3) -0.03633(18) 1.3380(2) 0.0485(6) Uani 1 1 d . . . H4 H 0.4117 -0.0476 1.3372 0.058 Uiso 1 1 calc R . . C5 C 0.2231(2) -0.01972(14) 1.2244(2) 0.0374(5) Uani 1 1 d . . . C6 C 0.2548(2) -0.02410(15) 1.0952(2) 0.0375(5) Uani 1 1 d . . . C7 C 0.4236(2) 0.01196(16) 0.9767(2) 0.0391(5) Uani 1 1 d . . . H7 H 0.378(2) -0.0363(14) 0.9259(19) 0.024(5) Uiso 1 1 d . . . C8 C 0.3970(2) 0.09890(16) 0.8960(2) 0.0428(5) Uani 1 1 d . . . C9 C 0.4499(3) 0.18321(19) 0.9463(3) 0.0632(7) Uani 1 1 d . . . H9 H 0.5041 0.1868 1.0309 0.076 Uiso 1 1 calc R . . C10 C 0.4223(4) 0.2619(2) 0.8711(4) 0.0844(10) Uani 1 1 d . . . H10 H 0.4576 0.3180 0.9056 0.101 Uiso 1 1 calc R . . C11 C 0.3429(4) 0.2571(3) 0.7459(4) 0.0938(12) Uani 1 1 d . . . H11 H 0.3247 0.3099 0.6954 0.113 Uiso 1 1 calc R . . C12 C 0.2907(4) 0.1745(3) 0.6959(3) 0.0877(11) Uani 1 1 d . . . H12 H 0.2367 0.1714 0.6111 0.105 Uiso 1 1 calc R . . C13 C 0.3174(3) 0.0949(2) 0.7702(2) 0.0623(7) Uani 1 1 d . . . H13 H 0.2816 0.0390 0.7349 0.075 Uiso 1 1 calc R . . C14 C 0.3076(4) 0.2240(3) 0.3376(5) 0.1075(14) Uani 1 1 d . . . H14A H 0.2449 0.1776 0.3492 0.129 Uiso 1 1 calc R . . H14B H 0.2889 0.2394 0.2475 0.129 Uiso 1 1 calc R . . H14C H 0.2973 0.2778 0.3860 0.129 Uiso 1 1 calc R . . C15 C 0.5638(4) 0.2796(3) 0.4467(4) 0.0977(12) Uani 1 1 d . . . H15A H 0.5628 0.2361 0.5136 0.117 Uiso 1 1 calc R . . H15B H 0.5285 0.3373 0.4667 0.117 Uiso 1 1 calc R . . H15C H 0.6557 0.2878 0.4410 0.117 Uiso 1 1 calc R . . N1 N 0.1596(3) -0.01891(17) 1.4618(2) 0.0633(6) Uani 1 1 d . . . N2 N 0.37030(19) 0.01750(13) 1.08980(17) 0.0396(4) Uani 1 1 d . . . H2B H 0.4148 0.0487 1.1556 0.047 Uiso 1 1 calc R . . O1 O 0.17925(18) -0.06540(13) 1.00455(16) 0.0584(5) Uani 1 1 d . . . O2 O 0.5140(2) 0.14304(13) 0.28217(19) 0.0696(6) Uani 1 1 d . . . S1A S 0.46331(11) 0.23929(6) 0.29999(9) 0.0644(3) Uani 0.80 1 d P . . S1B S 0.4645(5) 0.1853(3) 0.3892(4) 0.0711(10) Uani 0.20 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0401(13) 0.0547(14) 0.0485(13) -0.0018(11) 0.0171(11) -0.0011(11) C2 0.0515(15) 0.0650(17) 0.0658(17) -0.0071(13) 0.0358(15) -0.0025(13) C3 0.0659(18) 0.0782(19) 0.0390(13) 0.0067(12) 0.0179(13) 0.0034(14) C4 0.0445(14) 0.0610(15) 0.0430(13) 0.0048(11) 0.0171(11) 0.0048(11) C5 0.0419(12) 0.0363(11) 0.0383(12) -0.0001(9) 0.0181(10) -0.0025(9) C6 0.0380(12) 0.0416(12) 0.0347(11) 0.0008(9) 0.0127(10) -0.0017(10) C7 0.0438(12) 0.0459(13) 0.0315(11) -0.0069(10) 0.0170(10) -0.0069(10) C8 0.0451(13) 0.0515(13) 0.0365(12) 0.0039(10) 0.0192(11) 0.0052(10) C9 0.075(2) 0.0561(17) 0.0577(16) 0.0067(13) 0.0169(15) -0.0017(14) C10 0.113(3) 0.0503(17) 0.094(3) 0.0178(16) 0.035(2) 0.0003(18) C11 0.114(3) 0.086(3) 0.087(3) 0.046(2) 0.036(2) 0.028(2) C12 0.096(3) 0.109(3) 0.0526(18) 0.0257(19) 0.0111(18) 0.024(2) C13 0.0674(18) 0.0761(19) 0.0436(14) 0.0062(13) 0.0149(14) 0.0052(15) C14 0.087(3) 0.074(2) 0.166(4) -0.025(2) 0.040(3) -0.006(2) C15 0.094(3) 0.085(2) 0.106(3) -0.042(2) 0.012(2) -0.002(2) N1 0.0710(16) 0.0789(16) 0.0497(13) -0.0015(11) 0.0332(13) -0.0024(13) N2 0.0432(10) 0.0471(10) 0.0321(9) -0.0071(8) 0.0166(8) -0.0073(8) O1 0.0484(10) 0.0841(13) 0.0443(9) -0.0117(9) 0.0155(8) -0.0224(9) O2 0.0812(14) 0.0628(12) 0.0621(12) -0.0200(9) 0.0147(11) -0.0064(10) S1A 0.0890(7) 0.0492(5) 0.0521(5) -0.0021(4) 0.0135(5) -0.0067(5) S1B 0.083(3) 0.068(2) 0.061(2) -0.0042(19) 0.016(2) 0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C5 1.382(3) . ? C1 C2 1.383(3) . ? C1 H1 0.9300 . ? C2 N1 1.322(4) . ? C2 H2 0.9300 . ? C3 N1 1.331(4) . ? C3 C4 1.378(3) . ? C3 H3 0.9300 . ? C4 C5 1.380(3) . ? C4 H4 0.9300 . ? C5 C6 1.505(3) . ? C6 O1 1.224(3) . ? C6 N2 1.337(3) . ? C7 N2 1.457(3) . ? C7 C8 1.516(3) . ? C7 C7 1.540(5) 3_657 ? C7 H7 0.93(2) . ? C8 C13 1.378(3) . ? C8 C9 1.390(4) . ? C9 C10 1.385(4) . ? C9 H9 0.9300 . ? C10 C11 1.372(5) . ? C10 H10 0.9300 . ? C11 C12 1.366(5) . ? C11 H11 0.9300 . ? C12 C13 1.392(4) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 S1B 1.644(6) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 S1A 1.735(4) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? N2 H2B 0.8600 . ? O2 S1B 1.502(4) . ? O2 S1A 1.523(2) . ? S1A S1B 1.237(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 C5 C1 C2 118.3(2) . . ? C5 C1 H1 120.9 . . ? C2 C1 H1 120.9 . . ? N1 C2 C1 124.4(2) . . ? N1 C2 H2 117.8 . . ? C1 C2 H2 117.8 . . ? N1 C3 C4 123.9(3) . . ? N1 C3 H3 118.0 . . ? C4 C3 H3 118.0 . . ? C3 C4 C5 118.8(2) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? C4 C5 C1 118.2(2) . . ? C4 C5 C6 121.5(2) . . ? C1 C5 C6 120.3(2) . . ? O1 C6 N2 124.18(19) . . ? O1 C6 C5 120.58(19) . . ? N2 C6 C5 115.22(19) . . ? N2 C7 C8 112.28(18) . . ? N2 C7 C7 108.0(2) . 3_657 ? C8 C7 C7 112.7(2) . 3_657 ? N2 C7 H7 106.8(12) . . ? C8 C7 H7 108.1(12) . . ? C7 C7 H7 108.7(12) 3_657 . ? C13 C8 C9 118.9(2) . . ? C13 C8 C7 119.5(2) . . ? C9 C8 C7 121.6(2) . . ? C10 C9 C8 120.4(3) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C11 C10 C9 120.2(3) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 119.7(3) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 C13 120.8(3) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C8 C13 C12 120.0(3) . . ? C8 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? S1B C14 H14A 109.5 . . ? S1B C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? S1B C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? S1A C15 H15A 109.5 . . ? S1A C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? S1A C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C2 N1 C3 116.4(2) . . ? C6 N2 C7 122.47(18) . . ? C6 N2 H2B 118.8 . . ? C7 N2 H2B 118.8 . . ? S1B O2 S1A 48.25(17) . . ? S1B S1A O2 65.0(2) . . ? S1B S1A C15 68.4(2) . . ? O2 S1A C15 106.75(16) . . ? S1A S1B O2 66.7(2) . . ? S1A S1B C14 73.3(3) . . ? O2 S1B C14 112.1(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 C1 C2 N1 -1.1(4) . . . . ? N1 C3 C4 C5 -1.1(4) . . . . ? C3 C4 C5 C1 0.2(4) . . . . ? C3 C4 C5 C6 -176.7(2) . . . . ? C2 C1 C5 C4 0.8(3) . . . . ? C2 C1 C5 C6 177.8(2) . . . . ? C4 C5 C6 O1 133.5(3) . . . . ? C1 C5 C6 O1 -43.4(3) . . . . ? C4 C5 C6 N2 -44.8(3) . . . . ? C1 C5 C6 N2 138.3(2) . . . . ? N2 C7 C8 C13 -118.1(2) . . . . ? C7 C7 C8 C13 119.7(3) 3_657 . . . ? N2 C7 C8 C9 61.2(3) . . . . ? C7 C7 C8 C9 -61.0(3) 3_657 . . . ? C13 C8 C9 C10 0.3(4) . . . . ? C7 C8 C9 C10 -179.0(3) . . . . ? C8 C9 C10 C11 -0.3(5) . . . . ? C9 C10 C11 C12 0.3(6) . . . . ? C10 C11 C12 C13 -0.2(6) . . . . ? C9 C8 C13 C12 -0.3(4) . . . . ? C7 C8 C13 C12 179.1(3) . . . . ? C11 C12 C13 C8 0.2(5) . . . . ? C1 C2 N1 C3 0.2(4) . . . . ? C4 C3 N1 C2 0.9(4) . . . . ? O1 C6 N2 C7 -4.7(4) . . . . ? C5 C6 N2 C7 173.58(19) . . . . ? C8 C7 N2 C6 102.8(2) . . . . ? C7 C7 N2 C6 -132.3(3) 3_657 . . . ? S1B O2 S1A C15 55.6(3) . . . . ? C15 S1A S1B O2 -121.8(2) . . . . ? O2 S1A S1B C14 -123.8(2) . . . . ? C15 S1A S1B C14 114.4(2) . . . . ? S1A O2 S1B C14 59.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.277 _refine_diff_density_min -0.247 _refine_diff_density_rms 0.037