Supplementary Material for Organic & Biomolecular Chemistry This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _publ_contact_author_name 'Arindam Banerjee' _publ_contact_author_address ; Department of Biological Chemistry Indian Association for the Cultivation of Science Jadavpur Kolkata West Bengal 700032 INDIA ; _publ_contact_author_email BCAB@MAHENDRA.IACS.RES.IN _publ_section_title ; The role of the disulfide bond in amyloid-like fibrillogenesis in a model peptide system ; _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; loop_ _publ_author_name 'Arindam Banerjee' 'Michael G.B. Drew' 'Debasish Haldar' 'Apurba Kumar Das' data_1 _database_code_depnum_ccdc_archive 'CCDC 276179' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H54 N4 O10 S2' _chemical_formula_weight 694.89 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 C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 25.41(3) _cell_length_b 5.071(7) _cell_length_c 15.318(17) _cell_angle_alpha 90.00 _cell_angle_beta 106.77(1) _cell_angle_gamma 90.00 _cell_volume 1890(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.221 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 748 _exptl_absorpt_coefficient_mu 0.195 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_number ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4191 _diffrn_reflns_av_R_equivalents 0.0393 _diffrn_reflns_av_sigmaI/netI 0.0620 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 25.77 _reflns_number_total 2802 _reflns_number_gt 2488 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _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 ; w=1/[\s^2^(Fo^2^)+(0.0446P)^2^+8.0751P] 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 SHELXL _refine_ls_extinction_coef 0.0102(16) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.2(2) _refine_ls_number_reflns 2802 _refine_ls_number_parameters 215 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0927 _refine_ls_R_factor_gt 0.0807 _refine_ls_wR_factor_ref 0.1785 _refine_ls_wR_factor_gt 0.1717 _refine_ls_goodness_of_fit_ref 1.176 _refine_ls_restrained_S_all 1.176 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.46585(6) 0.5733(4) 0.44509(12) 0.0428(5) Uani 1 1 d . . . C1 C 0.4211(2) 0.3213(13) 0.4718(4) 0.0351(15) Uani 1 1 d . . . H1A H 0.3971 0.2517 0.4154 0.042 Uiso 1 1 calc R . . H1B H 0.4436 0.1772 0.5040 0.042 Uiso 1 1 calc R . . C2 C 0.3859(2) 0.4291(11) 0.5307(4) 0.0271(14) Uani 1 1 d . . . H2 H 0.3667 0.5862 0.5001 0.033 Uiso 1 1 calc R . . C20 C 0.3423(2) 0.2253(13) 0.5340(5) 0.0345(15) Uani 1 1 d . . . O21 O 0.32823(19) 0.0448(12) 0.4825(4) 0.0607(15) Uani 1 1 d . . . O22 O 0.31878(16) 0.2840(10) 0.6001(4) 0.0509(14) Uani 1 1 d . . . C23 C 0.2769(3) 0.104(2) 0.6099(6) 0.068(2) Uani 1 1 d . . . H43A H 0.2930 -0.0658 0.6287 0.082 Uiso 1 1 calc R . . H43B H 0.2490 0.0868 0.5526 0.082 Uiso 1 1 calc R . . H43C H 0.2608 0.1701 0.6550 0.082 Uiso 1 1 calc R . . N3 N 0.41872(16) 0.5085(9) 0.6218(3) 0.0236(11) Uani 1 1 d . . . H3 H 0.4233 0.6735 0.6348 0.028 Uiso 1 1 calc R . . C4 C 0.44197(19) 0.3270(13) 0.6859(4) 0.0265(13) Uani 1 1 d . . . O4 O 0.43625(15) 0.0881(8) 0.6731(3) 0.0346(10) Uani 1 1 d . . . C5 C 0.4758(2) 0.4454(11) 0.7777(4) 0.0231(13) Uani 1 1 d . . . H5 H 0.4706 0.6371 0.7755 0.028 Uiso 1 1 calc R . . C51 C 0.4581(3) 0.3338(15) 0.8590(5) 0.0398(16) Uani 1 1 d . . . H51A H 0.4674 0.1479 0.8650 0.048 Uiso 1 1 calc R . . H51B H 0.4796 0.4207 0.9141 0.048 Uiso 1 1 calc R . . C52 C 0.3972(3) 0.3624(18) 0.8536(6) 0.061(2) Uani 1 1 d . . . H52 H 0.3772 0.2345 0.8081 0.074 Uiso 1 1 calc R . . C53 C 0.3884(4) 0.278(2) 0.9452(7) 0.085(3) Uani 1 1 d . . . H53A H 0.3998 0.4182 0.9887 0.101 Uiso 1 1 calc R . . H53B H 0.4098 0.1232 0.9674 0.101 Uiso 1 1 calc R . . H53C H 0.3502 0.2405 0.9365 0.101 Uiso 1 1 calc R . . C54 C 0.3720(4) 0.622(2) 0.8241(9) 0.090(4) Uani 1 1 d . . . H54A H 0.3719 0.6552 0.7623 0.108 Uiso 1 1 calc R . . H54B H 0.3928 0.7574 0.8630 0.108 Uiso 1 1 calc R . . H54C H 0.3349 0.6238 0.8277 0.108 Uiso 1 1 calc R . . N6 N 0.53401(17) 0.3883(9) 0.7903(4) 0.0268(12) Uani 1 1 d . . . H6 H 0.5446 0.2273 0.7899 0.032 Uiso 1 1 calc R . . C7 C 0.5713(2) 0.5840(13) 0.8025(4) 0.0285(13) Uani 1 1 d . . . O7 O 0.56121(16) 0.8155(8) 0.8059(4) 0.0458(13) Uani 1 1 d . . . O8 O 0.62203(15) 0.4845(7) 0.8089(4) 0.0383(12) Uani 1 1 d . . . C9 C 0.6694(2) 0.6667(12) 0.8209(5) 0.0408(18) Uani 1 1 d . . . C91 C 0.6604(3) 0.8410(16) 0.7386(6) 0.0510(19) Uani 1 1 d . . . H91A H 0.6944 0.9249 0.7392 0.061 Uiso 1 1 calc R . . H91B H 0.6335 0.9729 0.7396 0.061 Uiso 1 1 calc R . . H91C H 0.6476 0.7364 0.6843 0.061 Uiso 1 1 calc R . . C92 C 0.6791(3) 0.8225(17) 0.9080(5) 0.063(2) Uani 1 1 d . . . H92A H 0.6778 0.7062 0.9567 0.075 Uiso 1 1 calc R . . H92B H 0.6512 0.9552 0.9004 0.075 Uiso 1 1 calc R . . H92C H 0.7146 0.9052 0.9223 0.075 Uiso 1 1 calc R . . C93 C 0.7173(3) 0.4799(17) 0.8271(9) 0.088(4) Uani 1 1 d . . . H93A H 0.7218 0.3645 0.8784 0.106 Uiso 1 1 calc R . . H93B H 0.7504 0.5803 0.8345 0.106 Uiso 1 1 calc R . . H93C H 0.7100 0.3773 0.7722 0.106 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0384(8) 0.0547(12) 0.0390(10) 0.0171(9) 0.0173(7) 0.0100(8) C1 0.038(3) 0.035(4) 0.028(4) -0.007(3) 0.003(3) 0.008(3) C2 0.020(3) 0.020(3) 0.037(4) -0.005(2) 0.003(2) 0.006(2) C20 0.026(3) 0.033(4) 0.037(4) -0.001(3) -0.004(3) 0.002(2) O21 0.049(3) 0.063(4) 0.066(4) -0.031(3) 0.011(2) -0.018(3) O22 0.026(2) 0.065(4) 0.064(4) -0.006(3) 0.018(2) -0.010(2) C23 0.036(3) 0.084(7) 0.086(7) 0.009(5) 0.020(4) -0.011(4) N3 0.025(2) 0.013(3) 0.034(3) -0.0030(19) 0.0096(19) 0.0007(16) C4 0.012(2) 0.041(4) 0.028(4) 0.001(3) 0.009(2) 0.000(2) O4 0.044(2) 0.011(2) 0.041(3) -0.005(2) 0.0005(18) 0.0010(17) C5 0.023(3) 0.009(3) 0.032(4) -0.005(2) 0.000(2) 0.0013(19) C51 0.048(4) 0.047(4) 0.028(4) 0.000(3) 0.016(3) -0.004(3) C52 0.058(5) 0.070(6) 0.066(6) 0.001(5) 0.034(4) -0.002(4) C53 0.086(6) 0.119(9) 0.069(7) -0.011(6) 0.056(6) -0.017(6) C54 0.087(6) 0.081(8) 0.128(10) 0.011(7) 0.069(7) 0.033(6) N6 0.020(2) 0.015(3) 0.050(4) 0.001(2) 0.015(2) 0.0034(16) C7 0.032(3) 0.018(3) 0.032(3) -0.002(3) 0.003(2) -0.004(2) O7 0.031(2) 0.014(3) 0.087(4) 0.001(2) 0.010(2) 0.0000(17) O8 0.024(2) 0.012(2) 0.076(4) 0.0010(19) 0.009(2) -0.0036(14) C9 0.026(3) 0.018(4) 0.072(6) 0.002(3) 0.004(3) -0.005(2) C91 0.049(4) 0.056(5) 0.051(5) -0.004(4) 0.019(4) -0.019(3) C92 0.066(5) 0.074(6) 0.038(5) 0.004(4) -0.001(4) -0.034(4) C93 0.028(4) 0.041(5) 0.194(12) 0.009(6) 0.028(5) -0.001(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C1 1.833(7) . ? S1 S1 2.039(4) 2_656 ? C1 C2 1.543(8) . ? C2 N3 1.460(8) . ? C2 C20 1.525(8) . ? C20 O21 1.194(8) . ? C20 O22 1.349(8) . ? O22 C23 1.444(8) . ? N3 C4 1.351(7) . ? C4 O4 1.229(7) . ? C4 C5 1.542(8) . ? C5 N6 1.465(6) . ? C5 C51 1.548(9) . ? C51 C52 1.533(9) . ? C52 C54 1.479(13) . ? C52 C53 1.543(13) . ? N6 C7 1.347(7) . ? C7 O7 1.206(7) . ? C7 O8 1.362(7) . ? O8 C9 1.487(7) . ? C9 C91 1.502(11) . ? C9 C92 1.508(11) . ? C9 C93 1.523(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 S1 S1 104.5(2) . 2_656 ? C2 C1 S1 112.7(4) . . ? N3 C2 C20 112.1(5) . . ? N3 C2 C1 112.8(4) . . ? C20 C2 C1 109.2(5) . . ? O21 C20 O22 123.4(6) . . ? O21 C20 C2 125.5(6) . . ? O22 C20 C2 111.0(5) . . ? C20 O22 C23 116.1(6) . . ? C4 N3 C2 121.1(5) . . ? O4 C4 N3 123.3(5) . . ? O4 C4 C5 122.5(5) . . ? N3 C4 C5 114.2(5) . . ? N6 C5 C4 108.6(4) . . ? N6 C5 C51 109.8(5) . . ? C4 C5 C51 112.1(5) . . ? C52 C51 C5 116.5(6) . . ? C54 C52 C51 116.2(7) . . ? C54 C52 C53 111.2(8) . . ? C51 C52 C53 109.4(8) . . ? C7 N6 C5 121.0(5) . . ? O7 C7 N6 125.1(5) . . ? O7 C7 O8 124.4(5) . . ? N6 C7 O8 110.5(5) . . ? C7 O8 C9 119.7(5) . . ? O8 C9 C91 109.9(5) . . ? O8 C9 C92 110.7(6) . . ? C91 C9 C92 112.4(6) . . ? O8 C9 C93 103.0(5) . . ? C91 C9 C93 110.1(7) . . ? C92 C9 C93 110.3(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S1 S1 C1 C2 84.9(4) 2_656 . . . ? S1 C1 C2 N3 -65.8(6) . . . . ? S1 C1 C2 C20 168.9(4) . . . . ? N3 C2 C20 O21 -143.2(6) . . . . ? C1 C2 C20 O21 -17.5(8) . . . . ? N3 C2 C20 O22 40.6(6) . . . . ? C1 C2 C20 O22 166.3(5) . . . . ? O21 C20 O22 C23 4.0(10) . . . . ? C2 C20 O22 C23 -179.8(5) . . . . ? C20 C2 N3 C4 50.0(6) . . . . ? C1 C2 N3 C4 -73.7(6) . . . . ? C2 N3 C4 O4 -1.6(7) . . . . ? C2 N3 C4 C5 179.3(4) . . . . ? O4 C4 C5 N6 69.7(6) . . . . ? N3 C4 C5 N6 -111.2(5) . . . . ? O4 C4 C5 C51 -51.8(7) . . . . ? N3 C4 C5 C51 127.3(5) . . . . ? N6 C5 C51 C52 -176.5(6) . . . . ? C4 C5 C51 C52 -55.7(8) . . . . ? C5 C51 C52 C54 -44.9(11) . . . . ? C5 C51 C52 C53 -172.0(7) . . . . ? C4 C5 N6 C7 122.2(6) . . . . ? C51 C5 N6 C7 -114.9(6) . . . . ? C5 N6 C7 O7 1.5(9) . . . . ? C5 N6 C7 O8 -177.5(5) . . . . ? O7 C7 O8 C9 -0.1(9) . . . . ? N6 C7 O8 C9 178.9(5) . . . . ? C7 O8 C9 C91 -63.9(8) . . . . ? C7 O8 C9 C92 60.8(8) . . . . ? C7 O8 C9 C93 178.7(7) . . . . ? _diffrn_measured_fraction_theta_max 0.822 _diffrn_reflns_theta_full 25.77 _diffrn_measured_fraction_theta_full 0.822 _refine_diff_density_max 0.432 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.065 #===END