Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_1 _database_code_CSD 167175 _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Banerjee, Arindam' 'Drew, Michael G. B.' 'Maji, Samir Kumar' _publ_contact_author_name 'Dr Arindam Banerjee' _publ_contact_author_address ; Department of Biological Chemistry Indian Association for the Cultivation of Science Jadavpur Calcutta 700 032 INDIA ; _publ_contact_author_email 'BCAB@MAHENDRA.IACS.RES.IN' _publ_section_title ; First Crystallographic Signature of Amyloid-like Fibril Forming B-Sheet Assemblage From a Tripeptide with Non-coded Amino acids ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H58 N6 O12' _chemical_formula_weight 718.84 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pccn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' 'x+1/2, -y, -z+1/2' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' '-x-1/2, y, z-1/2' 'x, -y-1/2, z-1/2' _cell_length_a 37.25(4) _cell_length_b 11.123(19) _cell_length_c 9.610(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3981(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1552 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4684 _diffrn_reflns_av_R_equivalents 0.0506 _diffrn_reflns_av_sigmaI/netI 0.0451 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 39 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 22.36 _reflns_number_total 1777 _reflns_number_gt 1255 _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 w=1/[\s^2^(Fo^2^)+(0.1734P)^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 SHELXL _refine_ls_extinction_coef 0.010(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1777 _refine_ls_number_parameters 233 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1156 _refine_ls_R_factor_gt 0.0747 _refine_ls_wR_factor_ref 0.2472 _refine_ls_wR_factor_gt 0.1984 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.005 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C101 C 0.67859(17) 0.5681(7) 0.0036(7) 0.107(3) Uani 1 d . . . H10A H 0.6636 0.5001 -0.0160 0.128 Uiso 1 calc R . . H10B H 0.7005 0.5412 0.0461 0.128 Uiso 1 calc R . . H10C H 0.6840 0.6095 -0.0815 0.128 Uiso 1 calc R . . C102 C 0.68071(17) 0.7660(7) 0.1271(8) 0.103(3) Uani 1 d . . . H10D H 0.6849 0.8063 0.0403 0.124 Uiso 1 calc R . . H10E H 0.7033 0.7457 0.1691 0.124 Uiso 1 calc R . . H10F H 0.6675 0.8180 0.1883 0.124 Uiso 1 calc R . . C103 C 0.64982(16) 0.5887(8) 0.2362(7) 0.098(3) Uani 1 d . . . H10G H 0.6380 0.6439 0.2977 0.118 Uiso 1 calc R . . H10H H 0.6714 0.5595 0.2795 0.118 Uiso 1 calc R . . H10I H 0.6341 0.5223 0.2166 0.118 Uiso 1 calc R . . C1 C 0.65929(14) 0.6524(6) 0.1015(6) 0.066(2) Uani 1 d . . . O2 O 0.62615(9) 0.6821(4) 0.0226(4) 0.0644(14) Uani 1 d . . . C3 C 0.60180(14) 0.7610(6) 0.0706(6) 0.0594(18) Uani 1 d . . . O4 O 0.60059(10) 0.8023(4) 0.1883(4) 0.0726(15) Uani 1 d . . . N5 N 0.57758(10) 0.7890(4) -0.0291(4) 0.0552(15) Uani 1 d . . . H5 H 0.5770 0.7480 -0.1050 0.066 Uiso 1 calc R . . C6 C 0.55291(12) 0.8860(6) -0.0094(5) 0.0567(19) Uani 1 d . . . H6A H 0.5457 0.9161 -0.0999 0.068 Uiso 1 calc R . . H6B H 0.5652 0.9507 0.0387 0.068 Uiso 1 calc R . . C7 C 0.51915(11) 0.8526(6) 0.0731(5) 0.0511(18) Uani 1 d . . . H7A H 0.5261 0.8039 0.1524 0.061 Uiso 1 calc R . . H7B H 0.5082 0.9256 0.1084 0.061 Uiso 1 calc R . . C8 C 0.49143(12) 0.7841(6) -0.0115(6) 0.0526(17) Uani 1 d . . . O9 O 0.48678(9) 0.8054(4) -0.1365(4) 0.0655(14) Uani 1 d . . . N10 N 0.47213(10) 0.7022(4) 0.0600(4) 0.0490(14) Uani 1 d . . . H10 H 0.4768 0.6926 0.1470 0.059 Uiso 1 calc R . . C11 C 0.44349(11) 0.6280(6) -0.0024(5) 0.0509(17) Uani 1 d . . . C12 C 0.45826(13) 0.5424(6) -0.1131(5) 0.069(2) Uani 1 d . . . H12A H 0.4714 0.5875 -0.1814 0.083 Uiso 1 calc R . . H12B H 0.4387 0.5011 -0.1574 0.083 Uiso 1 calc R . . H12C H 0.4739 0.4848 -0.0700 0.083 Uiso 1 calc R . . C13 C 0.42708(14) 0.5526(5) 0.1170(5) 0.062(2) Uani 1 d . . . H13A H 0.4450 0.4996 0.1541 0.074 Uiso 1 calc R . . H13B H 0.4074 0.5062 0.0818 0.074 Uiso 1 calc R . . H13C H 0.4187 0.6053 0.1891 0.074 Uiso 1 calc R . . C14 C 0.41443(13) 0.7084(6) -0.0666(6) 0.0530(17) Uani 1 d . . . N15 N 0.40203(10) 0.7982(5) 0.0130(5) 0.0615(16) Uani 1 d . . . H15 H 0.4127 0.8141 0.0901 0.074 Uiso 1 calc R . . O16 O 0.40138(9) 0.6868(4) -0.1816(4) 0.0663(15) Uani 1 d . . . C17 C 0.37112(12) 0.8692(6) -0.0272(6) 0.0602(18) Uani 1 d . . . H17A H 0.3713 0.8812 -0.1272 0.072 Uiso 1 calc R . . H17B H 0.3724 0.9474 0.0170 0.072 Uiso 1 calc R . . C18 C 0.33671(13) 0.8069(7) 0.0150(7) 0.079(2) Uani 1 d . . . H18A H 0.3358 0.8003 0.1156 0.095 Uiso 1 calc R . . H18B H 0.3365 0.7262 -0.0233 0.095 Uiso 1 calc R . . C19 C 0.30387(15) 0.8746(8) -0.0356(8) 0.088(2) Uani 1 d . . . O20 O 0.28611(14) 0.9423(7) 0.0306(6) 0.146(3) Uani 1 d . . . C22 C 0.26705(18) 0.9218(10) -0.2269(9) 0.149(4) Uani 1 d . . . H21A H 0.2455 0.8771 -0.2097 0.179 Uiso 1 calc R . . H21B H 0.2706 0.9299 -0.3254 0.179 Uiso 1 calc R . . H21C H 0.2651 1.0000 -0.1855 0.179 Uiso 1 calc R . . O21 O 0.29794(12) 0.8575(7) -0.1654(6) 0.138(3) Uani 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 C101 0.086(4) 0.144(9) 0.091(5) -0.014(5) -0.002(4) 0.046(5) C102 0.075(4) 0.105(8) 0.130(7) 0.008(5) -0.025(4) -0.016(5) C103 0.087(4) 0.116(8) 0.092(6) 0.028(5) -0.014(4) 0.008(5) C1 0.054(3) 0.086(6) 0.059(4) 0.008(4) -0.015(3) 0.002(4) O2 0.060(2) 0.088(4) 0.045(2) -0.005(2) -0.0034(17) 0.012(2) C3 0.061(3) 0.076(6) 0.042(4) 0.000(4) 0.009(3) -0.006(3) O4 0.078(3) 0.100(4) 0.040(3) -0.007(2) -0.0044(16) 0.015(2) N5 0.050(2) 0.075(4) 0.040(3) -0.004(2) -0.0058(19) 0.006(3) C6 0.052(3) 0.071(6) 0.047(3) 0.010(3) -0.001(2) -0.005(3) C7 0.046(3) 0.063(5) 0.045(3) -0.003(3) 0.001(2) -0.003(3) C8 0.044(3) 0.072(6) 0.042(4) -0.003(3) -0.002(2) 0.011(3) O9 0.063(2) 0.100(4) 0.034(3) 0.006(2) -0.0044(15) -0.003(2) N10 0.047(2) 0.065(4) 0.035(2) 0.003(2) -0.0046(18) -0.001(2) C11 0.043(3) 0.064(5) 0.046(3) -0.007(3) 0.000(2) -0.002(3) C12 0.061(3) 0.088(7) 0.057(4) -0.008(3) -0.003(2) 0.008(3) C13 0.067(3) 0.069(6) 0.050(4) -0.001(3) 0.000(2) -0.016(3) C14 0.049(3) 0.069(5) 0.040(4) 0.001(3) 0.005(2) -0.007(3) N15 0.052(2) 0.083(5) 0.049(3) -0.007(3) -0.010(2) 0.016(3) O16 0.060(2) 0.102(4) 0.037(3) -0.001(2) -0.0116(16) 0.003(2) C17 0.053(3) 0.066(5) 0.061(4) -0.008(3) 0.004(2) -0.002(3) C18 0.056(3) 0.088(6) 0.092(5) 0.022(4) 0.007(3) -0.002(4) C19 0.050(4) 0.133(8) 0.082(6) 0.001(5) 0.011(3) -0.008(4) O20 0.095(4) 0.225(9) 0.119(5) -0.024(5) 0.013(3) 0.040(4) C22 0.082(5) 0.238(13) 0.127(7) 0.017(7) -0.035(5) 0.009(7) O21 0.082(3) 0.228(8) 0.104(5) -0.018(4) -0.008(3) 0.041(4) _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 C101 C1 1.510(9) . ? C102 C1 1.515(9) . ? C103 C1 1.517(9) . ? C1 O2 1.486(6) . ? O2 C3 1.344(7) . ? C3 O4 1.221(7) . ? C3 N5 1.352(7) . ? N5 C6 1.430(7) . ? C6 C7 1.533(7) . ? C7 C8 1.518(7) . ? C8 O9 1.237(6) . ? C8 N10 1.349(7) . ? N10 C11 1.475(6) . ? C11 C12 1.531(7) . ? C11 C14 1.534(8) . ? C11 C13 1.547(7) . ? C14 O16 1.231(6) . ? C14 N15 1.340(7) . ? N15 C17 1.449(7) . ? C17 C18 1.513(7) . ? C18 C19 1.517(9) . ? C19 O20 1.187(8) . ? C19 O21 1.281(8) . ? C22 O21 1.478(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 O2 C1 C101 102.5(5) . . ? O2 C1 C103 110.2(5) . . ? C101 C1 C103 110.6(6) . . ? O2 C1 C102 109.5(5) . . ? C101 C1 C102 111.6(5) . . ? C103 C1 C102 111.9(6) . . ? C3 O2 C1 122.1(5) . . ? O4 C3 O2 126.0(5) . . ? O4 C3 N5 123.0(6) . . ? O2 C3 N5 110.9(5) . . ? C3 N5 C6 120.6(5) . . ? N5 C6 C7 114.4(5) . . ? C8 C7 C6 113.8(5) . . ? O9 C8 N10 123.3(5) . . ? O9 C8 C7 121.3(6) . . ? N10 C8 C7 115.4(5) . . ? C8 N10 C11 123.8(4) . . ? N10 C11 C12 111.8(4) . . ? N10 C11 C14 110.4(5) . . ? C12 C11 C14 109.7(4) . . ? N10 C11 C13 106.7(4) . . ? C12 C11 C13 108.7(5) . . ? C14 C11 C13 109.6(4) . . ? O16 C14 N15 121.4(5) . . ? O16 C14 C11 121.8(5) . . ? N15 C14 C11 116.6(5) . . ? C14 N15 C17 121.9(4) . . ? N15 C17 C18 110.6(5) . . ? C17 C18 C19 111.7(6) . . ? O20 C19 O21 121.3(7) . . ? O20 C19 C18 126.3(8) . . ? O21 C19 C18 112.2(7) . . ? C19 O21 C22 116.9(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 C101 C1 O2 C3 -176.6(5) . . . . ? C103 C1 O2 C3 65.6(8) . . . . ? C102 C1 O2 C3 -58.0(7) . . . . ? C1 O2 C3 O4 -12.0(9) . . . . ? C1 O2 C3 N5 169.1(5) . . . . ? O4 C3 N5 C6 11.7(8) . . . . ? O2 C3 N5 C6 -169.3(4) . . . . ? C3 N5 C6 C7 -83.8(6) . . . . ? N5 C6 C7 C8 -77.6(6) . . . . ? C6 C7 C8 O9 -34.7(7) . . . . ? C6 C7 C8 N10 146.8(5) . . . . ? O9 C8 N10 C11 0.4(8) . . . . ? C7 C8 N10 C11 178.8(4) . . . . ? C8 N10 C11 C12 64.6(7) . . . . ? C8 N10 C11 C14 -57.7(6) . . . . ? C8 N10 C11 C13 -176.7(4) . . . . ? N10 C11 C14 O16 136.3(5) . . . . ? C12 C11 C14 O16 12.7(7) . . . . ? C13 C11 C14 O16 -106.5(6) . . . . ? N10 C11 C14 N15 -48.5(6) . . . . ? C12 C11 C14 N15 -172.1(5) . . . . ? C13 C11 C14 N15 68.7(6) . . . . ? O16 C14 N15 C17 4.4(8) . . . . ? C11 C14 N15 C17 -170.8(4) . . . . ? C14 N15 C17 C18 84.1(6) . . . . ? N15 C17 C18 C19 -175.6(6) . . . . ? C17 C18 C19 O20 -98.2(9) . . . . ? C17 C18 C19 O21 77.5(8) . . . . ? O20 C19 O21 C22 -2.6(12) . . . . ? C18 C19 O21 C22 -178.5(6) . . . . ? _refine_diff_density_max 0.358 _refine_diff_density_min -0.317 _refine_diff_density_rms 0.094 #_hbonds #O4 - N5_$1 3.02 #O9 - N10_$2 2.96 #N15 - O16_$1 2.94 #$1 x, -y+3/2, z+1/2 #$2 x, -y+3/2, z-1/2 _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 ;