# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_C18H27N3O7Scompound1 _database_code_depnum_ccdc_archive 'CCDC 910069' #TrackingRef '16847_web_deposit_cif_file_0_Dr.(Mrs.)VedavatiG.Puranik_1358160244.abc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common foldamers _chemical_melting_point '149-152degree centigrade' _chemical_formula_moiety 'C18 H27 N3 O7 S' _chemical_formula_sum 'C18 H27 N3 O7 S' _chemical_formula_weight 429.49 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 Orthorhombic _symmetry_space_group_name_H-M Pna21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 14.8435(6) _cell_length_b 9.8421(4) _cell_length_c 29.388(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4293.3(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8554 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 28.41 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.329 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 0.194 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9281 _exptl_absorpt_correction_T_max 0.9827 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17432 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0352 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5881 _reflns_number_gt 5335 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL PyMOL and PLATON' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0541P)^2^+1.2857P] 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 riding _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 0.49(8) _refine_ls_number_reflns 5881 _refine_ls_number_parameters 536 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0405 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0927 _refine_ls_wR_factor_gt 0.0887 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 S S 0.17999(4) 0.65495(7) 0.09094(3) 0.01588(16) Uani 1 1 d . . . O1 O 0.41261(14) 0.2991(2) 0.06809(7) 0.0192(5) Uani 1 1 d . . . O2 O 0.42438(14) 0.50646(18) 0.10255(7) 0.0187(4) Uani 1 1 d . . . O3 O 0.35575(14) 0.5533(2) 0.23521(8) 0.0191(5) Uani 1 1 d . . . O4 O 0.18861(15) 0.50975(19) 0.08730(8) 0.0213(5) Uani 1 1 d . . . O5 O 0.11851(18) 0.7273(2) 0.06231(10) 0.0222(6) Uani 1 1 d . . . O6 O 0.24690(16) 0.9685(2) -0.00180(8) 0.0293(5) Uani 1 1 d . . . O7 O 0.3012(2) 0.75625(19) -0.00776(10) 0.0216(7) Uani 1 1 d . . . N1 N 0.37167(16) 0.3201(2) 0.13987(9) 0.0157(5) Uani 1 1 d . . . H1 H 0.3403 0.2472 0.1369 0.019 Uiso 1 1 calc R . . N2 N 0.26005(15) 0.5231(2) 0.17513(9) 0.0132(5) Uani 1 1 d . . . H2 H 0.2514 0.4748 0.1511 0.016 Uiso 1 1 calc R . . N3 N 0.27937(17) 0.7180(3) 0.08391(10) 0.0164(5) Uani 1 1 d . . . H3 H 0.3245 0.6674 0.0910 0.020 Uiso 1 1 calc R . . C1 C 0.40516(19) 0.3857(3) 0.10275(11) 0.0160(6) Uani 1 1 d . . . C2 C 0.3900(2) 0.3758(3) 0.18449(11) 0.0168(6) Uani 1 1 d . . . H2A H 0.4526 0.4042 0.1851 0.020 Uiso 1 1 calc R . . H2B H 0.3835 0.3031 0.2065 0.020 Uiso 1 1 calc R . . C3 C 0.33342(19) 0.4937(2) 0.20037(10) 0.0138(6) Uani 1 1 d . . . C4 C 0.19598(18) 0.6260(3) 0.18444(11) 0.0145(6) Uani 1 1 d . . . C5 C 0.15135(18) 0.6904(3) 0.14855(10) 0.0145(6) Uani 1 1 d . . . C6 C 0.0843(2) 0.7880(3) 0.15717(12) 0.0183(7) Uani 1 1 d . . . H6 H 0.0530 0.8278 0.1332 0.022 Uiso 1 1 calc R . . C7 C 0.06538(19) 0.8242(3) 0.20184(13) 0.0203(7) Uani 1 1 d . . . H7 H 0.0223 0.8903 0.2079 0.024 Uiso 1 1 calc R . . C8 C 0.1106(3) 0.7618(3) 0.23740(16) 0.0203(9) Uani 1 1 d . . . H8 H 0.0974 0.7866 0.2672 0.024 Uiso 1 1 calc R . . C9 C 0.17536(18) 0.6630(3) 0.22925(12) 0.0168(6) Uani 1 1 d . . . H9 H 0.2049 0.6215 0.2535 0.020 Uiso 1 1 calc R . . C10 C 0.29934(18) 0.8547(3) 0.06639(11) 0.0151(6) Uani 1 1 d . . . C11 C 0.40125(19) 0.8734(3) 0.07148(12) 0.0212(7) Uani 1 1 d . . . H11A H 0.4166 0.8769 0.1032 0.032 Uiso 1 1 calc R . . H11B H 0.4192 0.9565 0.0570 0.032 Uiso 1 1 calc R . . H11C H 0.4318 0.7984 0.0574 0.032 Uiso 1 1 calc R . . C12 C 0.2484(2) 0.9659(3) 0.09279(12) 0.0208(6) Uani 1 1 d . . . H12A H 0.1851 0.9585 0.0867 0.031 Uiso 1 1 calc R . . H12B H 0.2695 1.0537 0.0833 0.031 Uiso 1 1 calc R . . H12C H 0.2590 0.9548 0.1248 0.031 Uiso 1 1 calc R . . C13 C 0.27733(19) 0.8673(3) 0.01562(11) 0.0180(6) Uani 1 1 d . . . C14 C 0.2926(3) 0.7659(4) -0.05638(16) 0.0301(10) Uani 1 1 d . . . H14A H 0.2302 0.7749 -0.0643 0.045 Uiso 1 1 calc R . . H14B H 0.3168 0.6854 -0.0702 0.045 Uiso 1 1 calc R . . H14C H 0.3252 0.8439 -0.0671 0.045 Uiso 1 1 calc R . . C15 C 0.4437(2) 0.3457(3) 0.02236(12) 0.0201(7) Uani 1 1 d . . . C16 C 0.5390(2) 0.4003(4) 0.02566(14) 0.0326(8) Uani 1 1 d . . . H16A H 0.5387 0.4844 0.0422 0.049 Uiso 1 1 calc R . . H16B H 0.5624 0.4153 -0.0044 0.049 Uiso 1 1 calc R . . H16C H 0.5763 0.3356 0.0413 0.049 Uiso 1 1 calc R . . C17 C 0.3772(2) 0.4476(3) 0.00368(12) 0.0282(8) Uani 1 1 d . . . H17A H 0.3172 0.4123 0.0066 0.042 Uiso 1 1 calc R . . H17B H 0.3902 0.4643 -0.0278 0.042 Uiso 1 1 calc R . . H17C H 0.3820 0.5310 0.0204 0.042 Uiso 1 1 calc R . . C18 C 0.4413(3) 0.2147(4) -0.00501(13) 0.0303(8) Uani 1 1 d . . . H18A H 0.4803 0.1489 0.0088 0.045 Uiso 1 1 calc R . . H18B H 0.4611 0.2324 -0.0355 0.045 Uiso 1 1 calc R . . H18C H 0.3808 0.1801 -0.0056 0.045 Uiso 1 1 calc R . . S' S 1.07192(5) 0.34556(7) 0.31468(3) 0.01611(16) Uani 1 1 d . . . O1' O 0.84266(14) 0.7070(2) 0.34092(8) 0.0212(5) Uani 1 1 d . . . O2' O 0.82605(14) 0.49728(18) 0.30768(8) 0.0207(5) Uani 1 1 d . . . O3' O 0.89163(13) 0.4478(2) 0.17287(8) 0.0187(5) Uani 1 1 d . . . O4' O 1.06602(14) 0.4908(2) 0.31887(8) 0.0216(5) Uani 1 1 d . . . O5' O 1.13316(18) 0.2699(2) 0.34266(10) 0.0221(6) Uani 1 1 d . . . O6' O 0.99775(16) 0.0420(2) 0.40987(8) 0.0281(5) Uani 1 1 d . . . O7' O 0.9520(2) 0.2583(2) 0.41260(10) 0.0221(6) Uani 1 1 d . . . N1' N 0.88045(16) 0.6795(2) 0.26874(9) 0.0165(5) Uani 1 1 d . . . H1' H 0.9142 0.7502 0.2710 0.020 Uiso 1 1 calc R . . N2' N 0.99003(15) 0.4777(2) 0.23161(8) 0.0129(5) Uani 1 1 d . . . H2' H 0.9997 0.5254 0.2556 0.016 Uiso 1 1 calc R . . N3' N 0.97149(17) 0.2873(3) 0.32145(10) 0.0169(5) Uani 1 1 d . . . H3' H 0.9273 0.3390 0.3138 0.020 Uiso 1 1 calc R . . C1' C 0.84712(18) 0.6175(3) 0.30669(11) 0.0166(6) Uani 1 1 d . . . C2' C 0.8579(2) 0.6241(3) 0.22457(11) 0.0175(6) Uani 1 1 d . . . H2'1 H 0.8609 0.6973 0.2025 0.021 Uiso 1 1 calc R . . H2'2 H 0.7959 0.5931 0.2256 0.021 Uiso 1 1 calc R . . C3' C 0.91591(19) 0.5076(2) 0.20730(10) 0.0143(6) Uani 1 1 d . . . C4' C 1.05383(19) 0.3748(3) 0.22135(11) 0.0133(6) Uani 1 1 d . . . C5' C 1.0998(2) 0.3093(3) 0.25704(11) 0.0164(6) Uani 1 1 d . . . C6' C 1.1644(2) 0.2114(3) 0.24746(12) 0.0204(7) Uani 1 1 d . . . H6' H 1.1953 0.1693 0.2711 0.024 Uiso 1 1 calc R . . C7' C 1.18268(19) 0.1763(3) 0.20309(13) 0.0206(7) Uani 1 1 d . . . H7' H 1.2258 0.1104 0.1968 0.025 Uiso 1 1 calc R . . C8' C 1.1369(3) 0.2393(3) 0.16775(16) 0.0175(8) Uani 1 1 d . . . H8' H 1.1487 0.2142 0.1378 0.021 Uiso 1 1 calc R . . C9' C 1.07308(17) 0.3401(3) 0.17683(11) 0.0149(6) Uani 1 1 d . . . H9' H 1.0437 0.3837 0.1530 0.018 Uiso 1 1 calc R . . C10' C 0.94970(19) 0.1514(3) 0.33978(11) 0.0169(6) Uani 1 1 d . . . C11' C 0.8475(2) 0.1354(3) 0.33459(12) 0.0218(7) Uani 1 1 d . . . H11D H 0.8176 0.2098 0.3494 0.033 Uiso 1 1 calc R . . H11E H 0.8288 0.0514 0.3483 0.033 Uiso 1 1 calc R . . H11F H 0.8321 0.1348 0.3029 0.033 Uiso 1 1 calc R . . C12' C 0.99866(19) 0.0374(3) 0.31501(12) 0.0191(6) Uani 1 1 d . . . H12D H 0.9875 0.0445 0.2829 0.029 Uiso 1 1 calc R . . H12E H 0.9772 -0.0487 0.3259 0.029 Uiso 1 1 calc R . . H12F H 1.0622 0.0445 0.3206 0.029 Uiso 1 1 calc R . . C13' C 0.97133(19) 0.1431(3) 0.39122(11) 0.0169(6) Uani 1 1 d . . . C14' C 0.9612(3) 0.2542(3) 0.46202(16) 0.0282(11) Uani 1 1 d . . . H14D H 0.9203 0.1881 0.4743 0.042 Uiso 1 1 calc R . . H14E H 0.9474 0.3420 0.4744 0.042 Uiso 1 1 calc R . . H14F H 1.0218 0.2298 0.4699 0.042 Uiso 1 1 calc R . . C15' C 0.8010(2) 0.6700(3) 0.38523(12) 0.0231(7) Uani 1 1 d . . . C16' C 0.8046(3) 0.8027(3) 0.41082(13) 0.0355(9) Uani 1 1 d . . . H16D H 0.8654 0.8359 0.4111 0.053 Uiso 1 1 calc R . . H16E H 0.7845 0.7887 0.4415 0.053 Uiso 1 1 calc R . . H16F H 0.7663 0.8679 0.3961 0.053 Uiso 1 1 calc R . . C17' C 0.8567(3) 0.5620(3) 0.40862(13) 0.0355(8) Uani 1 1 d . . . H17D H 0.8518 0.4781 0.3921 0.053 Uiso 1 1 calc R . . H17E H 0.8351 0.5492 0.4391 0.053 Uiso 1 1 calc R . . H17F H 0.9186 0.5900 0.4095 0.053 Uiso 1 1 calc R . . C18' C 0.7042(2) 0.6261(4) 0.37688(14) 0.0335(8) Uani 1 1 d . . . H18D H 0.6745 0.6923 0.3581 0.050 Uiso 1 1 calc R . . H18E H 0.6732 0.6187 0.4054 0.050 Uiso 1 1 calc R . . H18F H 0.7037 0.5396 0.3618 0.050 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 S 0.0143(3) 0.0196(3) 0.0137(4) 0.0013(3) -0.0015(3) -0.0008(3) O1 0.0266(11) 0.0147(10) 0.0163(12) -0.0019(9) 0.0049(9) -0.0030(9) O2 0.0205(10) 0.0148(10) 0.0208(12) 0.0000(8) 0.0017(9) -0.0019(8) O3 0.0226(11) 0.0166(10) 0.0180(13) -0.0042(9) -0.0066(10) 0.0017(8) O4 0.0277(11) 0.0196(10) 0.0167(12) -0.0024(10) -0.0023(10) -0.0033(8) O5 0.0173(12) 0.0303(11) 0.0189(14) 0.0033(11) -0.0033(11) 0.0008(10) O6 0.0368(13) 0.0284(12) 0.0227(13) 0.0074(10) -0.0011(11) 0.0105(10) O7 0.0304(16) 0.0225(13) 0.0119(15) -0.0003(8) 0.0016(14) 0.0035(8) N1 0.0174(12) 0.0145(11) 0.0152(14) 0.0007(10) 0.0004(10) -0.0032(9) N2 0.0123(11) 0.0144(11) 0.0127(13) -0.0018(10) -0.0006(10) 0.0001(8) N3 0.0121(12) 0.0207(12) 0.0164(15) 0.0039(14) -0.0002(11) 0.0033(11) C1 0.0134(13) 0.0172(14) 0.0175(17) 0.0011(12) -0.0027(12) 0.0023(10) C2 0.0196(14) 0.0166(14) 0.0142(17) -0.0001(12) -0.0021(13) 0.0028(12) C3 0.0139(12) 0.0117(12) 0.0156(16) 0.0028(12) 0.0029(12) -0.0022(10) C4 0.0105(12) 0.0125(13) 0.0206(17) 0.0005(12) 0.0010(12) -0.0033(10) C5 0.0101(13) 0.0174(15) 0.0161(17) 0.0014(12) 0.0029(12) -0.0024(11) C6 0.0092(14) 0.0219(14) 0.024(2) 0.0051(15) 0.0010(13) 0.0015(13) C7 0.0119(14) 0.0179(14) 0.031(2) 0.0017(13) 0.0079(13) 0.0028(11) C8 0.018(2) 0.0191(16) 0.024(2) -0.0036(12) 0.0086(19) -0.0028(11) C9 0.0154(14) 0.0178(14) 0.0171(18) 0.0005(12) 0.0001(12) -0.0043(10) C10 0.0136(14) 0.0165(14) 0.0153(16) 0.0023(12) -0.0013(12) 0.0002(11) C11 0.0151(14) 0.0257(15) 0.0230(18) 0.0025(13) -0.0005(13) -0.0015(12) C12 0.0200(15) 0.0235(15) 0.0190(17) -0.0033(13) 0.0002(14) 0.0014(11) C13 0.0142(14) 0.0208(14) 0.0190(17) 0.0010(13) 0.0015(12) -0.0014(11) C14 0.030(2) 0.047(2) 0.014(2) -0.0013(15) 0.000(2) 0.0007(15) C15 0.0241(16) 0.0196(14) 0.0167(18) -0.0019(12) 0.0065(13) -0.0026(11) C16 0.0274(18) 0.0384(18) 0.032(2) 0.0027(16) 0.0082(16) -0.0022(14) C17 0.0349(18) 0.0317(16) 0.0181(18) 0.0013(14) 0.0024(14) 0.0006(13) C18 0.042(2) 0.0291(17) 0.0202(19) -0.0041(16) 0.0096(16) -0.0028(16) S' 0.0143(3) 0.0205(3) 0.0135(4) 0.0010(3) -0.0014(3) -0.0011(3) O1' 0.0263(12) 0.0177(10) 0.0195(12) -0.0018(10) 0.0067(10) -0.0044(9) O2' 0.0233(11) 0.0121(9) 0.0266(13) 0.0005(8) 0.0017(10) -0.0008(8) O3' 0.0197(11) 0.0173(10) 0.0190(12) -0.0056(9) -0.0051(9) 0.0021(8) O4' 0.0252(11) 0.0228(10) 0.0169(12) -0.0008(10) -0.0010(9) -0.0021(8) O5' 0.0178(13) 0.0306(11) 0.0180(14) 0.0043(10) -0.0055(11) -0.0014(9) O6' 0.0366(13) 0.0267(11) 0.0209(13) 0.0054(10) -0.0058(11) 0.0041(10) O7' 0.0256(15) 0.0272(13) 0.0136(15) 0.0004(9) -0.0026(13) 0.0044(8) N1' 0.0190(12) 0.0133(11) 0.0172(14) -0.0030(10) 0.0012(11) -0.0048(9) N2' 0.0139(11) 0.0123(11) 0.0127(13) -0.0029(9) 0.0006(10) 0.0003(8) N3' 0.0141(12) 0.0201(12) 0.0166(15) 0.0057(14) 0.0004(11) 0.0019(12) C1' 0.0121(13) 0.0156(14) 0.0220(18) -0.0027(12) 0.0019(12) 0.0021(10) C2' 0.0167(14) 0.0184(14) 0.0175(17) -0.0020(13) 0.0003(12) 0.0042(12) C3' 0.0151(13) 0.0101(12) 0.0177(16) 0.0053(12) 0.0023(12) -0.0017(10) C4' 0.0121(13) 0.0122(13) 0.0155(16) -0.0014(12) 0.0033(12) -0.0031(10) C5' 0.0146(14) 0.0165(14) 0.0183(17) 0.0015(12) 0.0007(13) -0.0034(11) C6' 0.0153(16) 0.0220(15) 0.024(2) 0.0041(16) -0.0007(14) 0.0006(14) C7' 0.0164(15) 0.0184(14) 0.027(2) 0.0019(13) 0.0062(14) 0.0025(11) C8' 0.0146(19) 0.0200(16) 0.018(2) -0.0061(12) 0.0054(18) -0.0044(11) C9' 0.0135(14) 0.0129(13) 0.0182(17) 0.0002(12) 0.0012(12) -0.0001(10) C10' 0.0156(15) 0.0191(15) 0.0162(17) 0.0015(12) 0.0014(13) 0.0002(11) C11' 0.0172(15) 0.0281(15) 0.0200(17) 0.0022(13) -0.0027(13) -0.0022(12) C12' 0.0195(15) 0.0197(14) 0.0181(16) -0.0001(13) -0.0039(13) 0.0029(11) C13' 0.0115(13) 0.0226(15) 0.0167(17) 0.0044(12) -0.0002(12) -0.0005(11) C14' 0.033(3) 0.039(2) 0.013(2) -0.0029(13) -0.003(2) 0.0103(13) C15' 0.0307(17) 0.0219(15) 0.0169(18) 0.0023(13) 0.0060(14) -0.0024(12) C16' 0.055(2) 0.0253(17) 0.027(2) -0.0067(17) 0.0116(18) -0.0046(17) C17' 0.047(2) 0.0347(18) 0.024(2) 0.0008(15) -0.0010(17) 0.0066(15) C18' 0.0283(18) 0.0422(19) 0.030(2) -0.0033(16) 0.0106(15) -0.0056(14) _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 S O5 1.431(3) . ? S O4 1.439(2) . ? S N3 1.614(3) . ? S C5 1.780(3) . ? O1 C1 1.332(4) . ? O1 C15 1.493(4) . ? O2 C1 1.222(3) . ? O3 C3 1.226(4) . ? O6 C13 1.208(4) . ? O7 C13 1.339(4) . ? O7 C14 1.438(5) . ? N1 C1 1.361(4) . ? N1 C2 1.447(4) . ? N1 H1 0.8600 . ? N2 C3 1.349(4) . ? N2 C4 1.416(4) . ? N2 H2 0.8600 . ? N3 C10 1.471(4) . ? N3 H3 0.8600 . ? C2 C3 1.507(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C4 C5 1.397(4) . ? C4 C9 1.400(5) . ? C5 C6 1.406(4) . ? C6 C7 1.389(5) . ? C6 H6 0.9300 . ? C7 C8 1.386(6) . ? C7 H7 0.9300 . ? C8 C9 1.388(5) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.531(4) . ? C10 C13 1.532(4) . ? C10 C12 1.539(4) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C17 1.510(5) . ? C15 C16 1.516(4) . ? C15 C18 1.519(4) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? S' O5' 1.434(3) . ? S' O4' 1.438(2) . ? S' N3' 1.610(3) . ? S' C5' 1.780(3) . ? O1' C1' 1.339(4) . ? O1' C15' 1.487(4) . ? O2' C1' 1.224(3) . ? O3' C3' 1.225(4) . ? O6' C13' 1.202(4) . ? O7' C13' 1.327(4) . ? O7' C14' 1.459(5) . ? N1' C1' 1.364(4) . ? N1' C2' 1.447(4) . ? N1' H1' 0.8600 . ? N2' C3' 1.344(4) . ? N2' C4' 1.419(4) . ? N2' H2' 0.8600 . ? N3' C10' 1.477(4) . ? N3' H3' 0.8600 . ? C2' C3' 1.521(4) . ? C2' H2'1 0.9700 . ? C2' H2'2 0.9700 . ? C4' C9' 1.382(4) . ? C4' C5' 1.407(4) . ? C5' C6' 1.388(4) . ? C6' C7' 1.376(5) . ? C6' H6' 0.9300 . ? C7' C8' 1.387(5) . ? C7' H7' 0.9300 . ? C8' C9' 1.397(4) . ? C8' H8' 0.9300 . ? C9' H9' 0.9300 . ? C10' C12' 1.523(4) . ? C10' C11' 1.532(4) . ? C10' C13' 1.548(4) . ? C11' H11D 0.9600 . ? C11' H11E 0.9600 . ? C11' H11F 0.9600 . ? C12' H12D 0.9600 . ? C12' H12E 0.9600 . ? C12' H12F 0.9600 . ? C14' H14D 0.9600 . ? C14' H14E 0.9600 . ? C14' H14F 0.9600 . ? C15' C16' 1.508(5) . ? C15' C17' 1.512(5) . ? C15' C18' 1.520(5) . ? C16' H16D 0.9600 . ? C16' H16E 0.9600 . ? C16' H16F 0.9600 . ? C17' H17D 0.9600 . ? C17' H17E 0.9600 . ? C17' H17F 0.9600 . ? C18' H18D 0.9600 . ? C18' H18E 0.9600 . ? C18' H18F 0.9600 . ? 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 O5 S O4 120.50(15) . . ? O5 S N3 108.44(15) . . ? O4 S N3 106.91(13) . . ? O5 S C5 108.02(15) . . ? O4 S C5 106.65(14) . . ? N3 S C5 105.35(14) . . ? C1 O1 C15 121.2(2) . . ? C13 O7 C14 115.7(3) . . ? C1 N1 C2 118.5(2) . . ? C1 N1 H1 120.7 . . ? C2 N1 H1 120.7 . . ? C3 N2 C4 126.1(2) . . ? C3 N2 H2 117.0 . . ? C4 N2 H2 117.0 . . ? C10 N3 S 125.5(2) . . ? C10 N3 H3 117.3 . . ? S N3 H3 117.3 . . ? O2 C1 O1 126.8(3) . . ? O2 C1 N1 123.4(3) . . ? O1 C1 N1 109.9(2) . . ? N1 C2 C3 117.9(3) . . ? N1 C2 H2A 107.8 . . ? C3 C2 H2A 107.8 . . ? N1 C2 H2B 107.8 . . ? C3 C2 H2B 107.8 . . ? H2A C2 H2B 107.2 . . ? O3 C3 N2 125.1(3) . . ? O3 C3 C2 118.5(3) . . ? N2 C3 C2 116.4(3) . . ? C5 C4 C9 119.2(3) . . ? C5 C4 N2 119.8(3) . . ? C9 C4 N2 121.0(3) . . ? C4 C5 C6 120.6(3) . . ? C4 C5 S 121.0(2) . . ? C6 C5 S 118.3(2) . . ? C7 C6 C5 119.3(3) . . ? C7 C6 H6 120.4 . . ? C5 C6 H6 120.4 . . ? C8 C7 C6 120.0(3) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C7 C8 C9 121.1(4) . . ? C7 C8 H8 119.5 . . ? C9 C8 H8 119.5 . . ? C8 C9 C4 119.7(3) . . ? C8 C9 H9 120.1 . . ? C4 C9 H9 120.1 . . ? N3 C10 C11 105.9(2) . . ? N3 C10 C13 111.8(2) . . ? C11 C10 C13 107.2(2) . . ? N3 C10 C12 112.0(3) . . ? C11 C10 C12 110.5(2) . . ? C13 C10 C12 109.2(2) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O6 C13 O7 123.7(3) . . ? O6 C13 C10 124.0(3) . . ? O7 C13 C10 112.2(3) . . ? O7 C14 H14A 109.5 . . ? O7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O1 C15 C17 109.2(3) . . ? O1 C15 C16 109.8(3) . . ? C17 C15 C16 113.4(3) . . ? O1 C15 C18 102.1(2) . . ? C17 C15 C18 110.8(3) . . ? C16 C15 C18 110.9(3) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O5' S' O4' 120.39(15) . . ? O5' S' N3' 109.32(15) . . ? O4' S' N3' 106.70(13) . . ? O5' S' C5' 107.12(16) . . ? O4' S' C5' 107.16(14) . . ? N3' S' C5' 105.16(14) . . ? C1' O1' C15' 121.1(2) . . ? C13' O7' C14' 115.3(3) . . ? C1' N1' C2' 118.8(2) . . ? C1' N1' H1' 120.6 . . ? C2' N1' H1' 120.6 . . ? C3' N2' C4' 126.1(2) . . ? C3' N2' H2' 116.9 . . ? C4' N2' H2' 116.9 . . ? C10' N3' S' 124.8(2) . . ? C10' N3' H3' 117.6 . . ? S' N3' H3' 117.6 . . ? O2' C1' O1' 127.3(3) . . ? O2' C1' N1' 123.0(3) . . ? O1' C1' N1' 109.7(2) . . ? N1' C2' C3' 116.9(3) . . ? N1' C2' H2'1 108.1 . . ? C3' C2' H2'1 108.1 . . ? N1' C2' H2'2 108.1 . . ? C3' C2' H2'2 108.1 . . ? H2'1 C2' H2'2 107.3 . . ? O3' C3' N2' 125.0(3) . . ? O3' C3' C2' 118.1(3) . . ? N2' C3' C2' 116.8(3) . . ? C9' C4' C5' 119.5(3) . . ? C9' C4' N2' 121.0(3) . . ? C5' C4' N2' 119.5(3) . . ? C6' C5' C4' 120.1(3) . . ? C6' C5' S' 119.5(2) . . ? C4' C5' S' 120.3(2) . . ? C7' C6' C5' 120.2(3) . . ? C7' C6' H6' 119.9 . . ? C5' C6' H6' 119.9 . . ? C6' C7' C8' 120.0(3) . . ? C6' C7' H7' 120.0 . . ? C8' C7' H7' 120.0 . . ? C7' C8' C9' 120.4(4) . . ? C7' C8' H8' 119.8 . . ? C9' C8' H8' 119.8 . . ? C4' C9' C8' 119.7(3) . . ? C4' C9' H9' 120.1 . . ? C8' C9' H9' 120.1 . . ? N3' C10' C12' 112.8(3) . . ? N3' C10' C11' 105.9(2) . . ? C12' C10' C11' 110.4(2) . . ? N3' C10' C13' 111.0(2) . . ? C12' C10' C13' 109.2(2) . . ? C11' C10' C13' 107.3(3) . . ? C10' C11' H11D 109.5 . . ? C10' C11' H11E 109.5 . . ? H11D C11' H11E 109.5 . . ? C10' C11' H11F 109.5 . . ? H11D C11' H11F 109.5 . . ? H11E C11' H11F 109.5 . . ? C10' C12' H12D 109.5 . . ? C10' C12' H12E 109.5 . . ? H12D C12' H12E 109.5 . . ? C10' C12' H12F 109.5 . . ? H12D C12' H12F 109.5 . . ? H12E C12' H12F 109.5 . . ? O6' C13' O7' 124.2(3) . . ? O6' C13' C10' 123.9(3) . . ? O7' C13' C10' 111.9(2) . . ? O7' C14' H14D 109.5 . . ? O7' C14' H14E 109.5 . . ? H14D C14' H14E 109.5 . . ? O7' C14' H14F 109.5 . . ? H14D C14' H14F 109.5 . . ? H14E C14' H14F 109.5 . . ? O1' C15' C16' 102.1(2) . . ? O1' C15' C17' 110.1(3) . . ? C16' C15' C17' 111.3(3) . . ? O1' C15' C18' 108.8(3) . . ? C16' C15' C18' 111.1(3) . . ? C17' C15' C18' 113.0(3) . . ? C15' C16' H16D 109.5 . . ? C15' C16' H16E 109.5 . . ? H16D C16' H16E 109.5 . . ? C15' C16' H16F 109.5 . . ? H16D C16' H16F 109.5 . . ? H16E C16' H16F 109.5 . . ? C15' C17' H17D 109.5 . . ? C15' C17' H17E 109.5 . . ? H17D C17' H17E 109.5 . . ? C15' C17' H17F 109.5 . . ? H17D C17' H17F 109.5 . . ? H17E C17' H17F 109.5 . . ? C15' C18' H18D 109.5 . . ? C15' C18' H18E 109.5 . . ? H18D C18' H18E 109.5 . . ? C15' C18' H18F 109.5 . . ? H18D C18' H18F 109.5 . . ? H18E C18' H18F 109.5 . . ? 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 O5 S N3 C10 21.9(3) . . . . ? O4 S N3 C10 153.3(3) . . . . ? C5 S N3 C10 -93.5(3) . . . . ? C15 O1 C1 O2 -2.6(4) . . . . ? C15 O1 C1 N1 177.1(2) . . . . ? C2 N1 C1 O2 -23.9(4) . . . . ? C2 N1 C1 O1 156.4(2) . . . . ? C1 N1 C2 C3 79.9(3) . . . . ? C4 N2 C3 O3 -0.6(4) . . . . ? C4 N2 C3 C2 177.8(3) . . . . ? N1 C2 C3 O3 -170.4(3) . . . . ? N1 C2 C3 N2 11.1(4) . . . . ? C3 N2 C4 C5 149.2(3) . . . . ? C3 N2 C4 C9 -31.9(4) . . . . ? C9 C4 C5 C6 -2.1(4) . . . . ? N2 C4 C5 C6 176.8(3) . . . . ? C9 C4 C5 S 176.0(2) . . . . ? N2 C4 C5 S -5.0(3) . . . . ? O5 S C5 C4 175.5(2) . . . . ? O4 S C5 C4 44.6(3) . . . . ? N3 S C5 C4 -68.8(2) . . . . ? O5 S C5 C6 -6.3(3) . . . . ? O4 S C5 C6 -137.2(2) . . . . ? N3 S C5 C6 109.4(2) . . . . ? C4 C5 C6 C7 2.7(4) . . . . ? S C5 C6 C7 -175.5(2) . . . . ? C5 C6 C7 C8 -1.7(4) . . . . ? C6 C7 C8 C9 0.1(5) . . . . ? C7 C8 C9 C4 0.5(5) . . . . ? C5 C4 C9 C8 0.5(4) . . . . ? N2 C4 C9 C8 -178.4(2) . . . . ? S N3 C10 C11 173.2(2) . . . . ? S N3 C10 C13 -70.3(3) . . . . ? S N3 C10 C12 52.7(4) . . . . ? C14 O7 C13 O6 2.9(5) . . . . ? C14 O7 C13 C10 -173.0(3) . . . . ? N3 C10 C13 O6 143.7(3) . . . . ? C11 C10 C13 O6 -100.7(3) . . . . ? C12 C10 C13 O6 19.1(4) . . . . ? N3 C10 C13 O7 -40.5(3) . . . . ? C11 C10 C13 O7 75.2(3) . . . . ? C12 C10 C13 O7 -165.0(2) . . . . ? C1 O1 C15 C17 -62.6(3) . . . . ? C1 O1 C15 C16 62.3(3) . . . . ? C1 O1 C15 C18 -180.0(3) . . . . ? O5' S' N3' C10' -19.8(3) . . . . ? O4' S' N3' C10' -151.5(3) . . . . ? C5' S' N3' C10' 94.9(3) . . . . ? C15' O1' C1' O2' -6.1(4) . . . . ? C15' O1' C1' N1' 174.4(2) . . . . ? C2' N1' C1' O2' 25.5(4) . . . . ? C2' N1' C1' O1' -155.0(2) . . . . ? C1' N1' C2' C3' -84.4(3) . . . . ? C4' N2' C3' O3' 1.6(4) . . . . ? C4' N2' C3' C2' -179.1(3) . . . . ? N1' C2' C3' O3' 171.0(3) . . . . ? N1' C2' C3' N2' -8.4(4) . . . . ? C3' N2' C4' C9' 32.5(4) . . . . ? C3' N2' C4' C5' -149.0(3) . . . . ? C9' C4' C5' C6' 0.4(4) . . . . ? N2' C4' C5' C6' -178.0(3) . . . . ? C9' C4' C5' S' -176.6(2) . . . . ? N2' C4' C5' S' 4.9(3) . . . . ? O5' S' C5' C6' 6.2(3) . . . . ? O4' S' C5' C6' 136.7(2) . . . . ? N3' S' C5' C6' -110.1(2) . . . . ? O5' S' C5' C4' -176.8(2) . . . . ? O4' S' C5' C4' -46.3(3) . . . . ? N3' S' C5' C4' 67.0(2) . . . . ? C4' C5' C6' C7' -1.0(4) . . . . ? S' C5' C6' C7' 176.0(2) . . . . ? C5' C6' C7' C8' 0.3(5) . . . . ? C6' C7' C8' C9' 1.1(4) . . . . ? C5' C4' C9' C8' 0.9(4) . . . . ? N2' C4' C9' C8' 179.4(2) . . . . ? C7' C8' C9' C4' -1.7(4) . . . . ? S' N3' C10' C12' -52.6(4) . . . . ? S' N3' C10' C11' -173.5(2) . . . . ? S' N3' C10' C13' 70.4(3) . . . . ? C14' O7' C13' O6' -2.6(5) . . . . ? C14' O7' C13' C10' 173.6(3) . . . . ? N3' C10' C13' O6' -146.2(3) . . . . ? C12' C10' C13' O6' -21.1(4) . . . . ? C11' C10' C13' O6' 98.5(3) . . . . ? N3' C10' C13' O7' 37.6(3) . . . . ? C12' C10' C13' O7' 162.6(3) . . . . ? C11' C10' C13' O7' -77.7(3) . . . . ? C1' O1' C15' C16' -175.7(3) . . . . ? C1' O1' C15' C17' 66.1(4) . . . . ? C1' O1' C15' C18' -58.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.530 _refine_diff_density_min -0.502 _refine_diff_density_rms 0.051 data_C18H28N4O6Scompound2 _database_code_depnum_ccdc_archive 'CCDC 910070' #TrackingRef '15290_web_deposit_cif_file_0_Dr.(Mrs.)VedavatiG.Puranik_1352358565.ALLOLfnl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common foldamers _chemical_melting_point '170-172degree centigrade' _chemical_formula_moiety 'C18 H28 N4 O6 S' _chemical_formula_sum 'C18 H28 N4 O6 S' _chemical_formula_weight 428.50 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/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 17.3832(5) _cell_length_b 8.5835(2) _cell_length_c 15.0137(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.816(1) _cell_angle_gamma 90.00 _cell_volume 2165.69(10) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9947 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 33.48 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.314 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 0.190 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9347 _exptl_absorpt_correction_T_max 0.9868 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16473 _diffrn_reflns_av_R_equivalents 0.0202 _diffrn_reflns_av_sigmaI/netI 0.0161 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3807 _reflns_number_gt 3436 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL PyMOL and PLATON' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0429P)^2^+1.1297P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3807 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0358 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0860 _refine_ls_wR_factor_gt 0.0822 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.33372(2) 0.28872(4) 0.30907(2) 0.01874(11) Uani 1 1 d . . . O1 O 0.09288(6) 0.20621(13) 0.08895(7) 0.0246(3) Uani 1 1 d . . . O2 O 0.14094(6) 0.45049(13) 0.13303(7) 0.0270(3) Uani 1 1 d . . . O3 O 0.34137(6) 0.58414(12) 0.03581(8) 0.0275(3) Uani 1 1 d . . . O4 O 0.28557(6) 0.17799(12) 0.24680(7) 0.0221(2) Uani 1 1 d . . . O5 O 0.36014(6) 0.25087(13) 0.40490(7) 0.0260(3) Uani 1 1 d . . . O6 O 0.19299(6) 0.43448(12) 0.41022(7) 0.0220(2) Uani 1 1 d . . . N1 N 0.17782(7) 0.31297(15) 0.02118(9) 0.0216(3) Uani 1 1 d . . . H1 H 0.1786 0.2224 -0.0030 0.026 Uiso 1 1 calc R . . N2 N 0.33534(7) 0.35812(14) 0.11275(8) 0.0180(3) Uani 1 1 d . . . H2 H 0.3065 0.2776 0.1149 0.022 Uiso 1 1 calc R . . N3 N 0.28510(7) 0.45055(14) 0.29265(8) 0.0189(3) Uani 1 1 d . . . H3 H 0.2515 0.4628 0.2401 0.023 Uiso 1 1 calc R . . N4 N 0.25209(7) 0.63302(14) 0.50063(8) 0.0208(3) Uani 1 1 d . . . H4 H 0.2878 0.7047 0.5090 0.025 Uiso 1 1 calc R . . C1 C 0.13688(8) 0.33358(18) 0.08532(10) 0.0221(3) Uani 1 1 d . . . C2 C 0.22046(9) 0.43959(18) -0.00783(10) 0.0228(3) Uani 1 1 d . . . H2A H 0.1903 0.5346 -0.0076 0.027 Uiso 1 1 calc R . . H2B H 0.2221 0.4203 -0.0710 0.027 Uiso 1 1 calc R . . C3 C 0.30511(9) 0.46750(17) 0.04923(10) 0.0197(3) Uani 1 1 d . . . C4 C 0.41105(8) 0.36562(16) 0.17623(10) 0.0187(3) Uani 1 1 d . . . C5 C 0.41928(8) 0.32795(17) 0.26898(10) 0.0196(3) Uani 1 1 d . . . C6 C 0.49365(9) 0.32994(18) 0.33132(11) 0.0252(3) Uani 1 1 d . . . H6 H 0.4991 0.3008 0.3923 0.030 Uiso 1 1 calc R . . C7 C 0.55958(9) 0.37561(19) 0.30219(12) 0.0293(4) Uani 1 1 d . . . H7 H 0.6094 0.3788 0.3438 0.035 Uiso 1 1 calc R . . C8 C 0.55138(9) 0.41647(18) 0.21112(12) 0.0267(4) Uani 1 1 d . . . H8 H 0.5957 0.4489 0.1922 0.032 Uiso 1 1 calc R . . C9 C 0.47776(9) 0.40964(17) 0.14767(11) 0.0237(3) Uani 1 1 d . . . H9 H 0.4731 0.4345 0.0862 0.028 Uiso 1 1 calc R . . C10 C 0.29270(8) 0.57920(17) 0.35901(10) 0.0188(3) Uani 1 1 d . . . C11 C 0.37993(9) 0.61138(18) 0.40824(11) 0.0236(3) Uani 1 1 d . . . H11A H 0.4003 0.5273 0.4497 0.035 Uiso 1 1 calc R . . H11B H 0.3836 0.7069 0.4423 0.035 Uiso 1 1 calc R . . H11C H 0.4105 0.6201 0.3635 0.035 Uiso 1 1 calc R . . C12 C 0.25571(9) 0.72147(18) 0.30225(11) 0.0240(3) Uani 1 1 d . . . H12A H 0.2850 0.7451 0.2578 0.036 Uiso 1 1 calc R . . H12B H 0.2575 0.8091 0.3424 0.036 Uiso 1 1 calc R . . H12C H 0.2014 0.6992 0.2710 0.036 Uiso 1 1 calc R . . C13 C 0.24195(8) 0.54087(16) 0.42698(9) 0.0171(3) Uani 1 1 d . . . C14 C 0.20471(9) 0.61627(19) 0.56732(10) 0.0240(3) Uani 1 1 d . . . H14A H 0.1540 0.5718 0.5376 0.036 Uiso 1 1 calc R . . H14B H 0.1970 0.7167 0.5918 0.036 Uiso 1 1 calc R . . H14C H 0.2320 0.5493 0.6165 0.036 Uiso 1 1 calc R . . C15 C 0.03932(9) 0.1969(2) 0.15111(11) 0.0298(4) Uani 1 1 d . . . C16 C -0.02433(10) 0.3212(3) 0.12364(14) 0.0442(5) Uani 1 1 d . . . H16A H -0.0005 0.4223 0.1370 0.066 Uiso 1 1 calc R . . H16B H -0.0636 0.3067 0.1577 0.066 Uiso 1 1 calc R . . H16C H -0.0491 0.3133 0.0589 0.066 Uiso 1 1 calc R . . C17 C 0.00454(11) 0.0347(2) 0.13183(13) 0.0391(5) Uani 1 1 d . . . H17A H -0.0218 0.0252 0.0675 0.059 Uiso 1 1 calc R . . H17B H -0.0331 0.0170 0.1677 0.059 Uiso 1 1 calc R . . H17C H 0.0465 -0.0410 0.1480 0.059 Uiso 1 1 calc R . . C18 C 0.08673(10) 0.2090(2) 0.25108(11) 0.0364(4) Uani 1 1 d . . . H18A H 0.1296 0.1351 0.2627 0.055 Uiso 1 1 calc R . . H18B H 0.0526 0.1872 0.2907 0.055 Uiso 1 1 calc R . . H18C H 0.1080 0.3124 0.2630 0.055 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 0.01799(19) 0.0192(2) 0.0184(2) 0.00114(14) 0.00342(14) -0.00104(14) O1 0.0197(5) 0.0308(6) 0.0239(6) -0.0078(5) 0.0067(4) -0.0052(4) O2 0.0247(6) 0.0276(6) 0.0259(6) -0.0095(5) 0.0013(4) 0.0029(5) O3 0.0255(6) 0.0182(5) 0.0368(7) 0.0065(5) 0.0041(5) 0.0003(4) O4 0.0216(5) 0.0199(5) 0.0248(6) -0.0015(4) 0.0056(4) -0.0031(4) O5 0.0271(6) 0.0291(6) 0.0202(6) 0.0055(5) 0.0033(4) -0.0010(5) O6 0.0253(6) 0.0217(5) 0.0192(5) -0.0028(4) 0.0062(4) -0.0070(4) N1 0.0227(7) 0.0189(6) 0.0226(7) -0.0042(5) 0.0045(5) -0.0010(5) N2 0.0180(6) 0.0164(6) 0.0197(6) 0.0002(5) 0.0051(5) 0.0001(5) N3 0.0177(6) 0.0231(7) 0.0141(6) -0.0017(5) 0.0006(5) 0.0010(5) N4 0.0232(6) 0.0197(6) 0.0196(6) -0.0034(5) 0.0056(5) -0.0048(5) C1 0.0165(7) 0.0255(8) 0.0202(8) -0.0030(6) -0.0027(6) 0.0025(6) C2 0.0242(8) 0.0212(8) 0.0213(8) 0.0014(6) 0.0026(6) 0.0017(6) C3 0.0222(7) 0.0169(7) 0.0204(8) -0.0015(6) 0.0060(6) 0.0038(6) C4 0.0176(7) 0.0127(7) 0.0255(8) -0.0007(6) 0.0047(6) 0.0025(5) C5 0.0178(7) 0.0149(7) 0.0259(8) -0.0008(6) 0.0053(6) 0.0014(6) C6 0.0213(8) 0.0238(8) 0.0274(9) 0.0006(7) 0.0004(6) 0.0031(6) C7 0.0169(8) 0.0253(8) 0.0418(10) -0.0011(7) 0.0002(7) 0.0017(6) C8 0.0180(8) 0.0185(8) 0.0452(10) 0.0009(7) 0.0110(7) 0.0018(6) C9 0.0235(8) 0.0179(7) 0.0317(9) 0.0028(6) 0.0108(7) 0.0042(6) C10 0.0202(7) 0.0184(7) 0.0172(7) -0.0023(6) 0.0038(6) -0.0023(6) C11 0.0208(8) 0.0253(8) 0.0240(8) -0.0034(6) 0.0046(6) -0.0047(6) C12 0.0289(8) 0.0218(8) 0.0212(8) 0.0034(6) 0.0063(6) -0.0015(6) C13 0.0176(7) 0.0156(7) 0.0160(7) 0.0019(6) 0.0003(5) 0.0014(6) C14 0.0279(8) 0.0254(8) 0.0194(8) -0.0032(6) 0.0072(6) -0.0006(6) C15 0.0182(8) 0.0479(11) 0.0244(9) -0.0086(7) 0.0077(6) -0.0064(7) C16 0.0225(9) 0.0665(14) 0.0437(11) -0.0110(10) 0.0089(8) 0.0042(9) C17 0.0301(9) 0.0574(12) 0.0311(10) -0.0084(9) 0.0099(7) -0.0179(9) C18 0.0291(9) 0.0558(12) 0.0244(9) -0.0087(8) 0.0071(7) -0.0106(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 O5 1.4313(11) . ? S1 O4 1.4415(11) . ? S1 N3 1.6119(12) . ? S1 C5 1.7735(15) . ? O1 C1 1.3434(19) . ? O1 C15 1.4795(18) . ? O2 C1 1.2245(18) . ? O3 C3 1.2269(18) . ? O6 C13 1.2296(17) . ? N1 C1 1.347(2) . ? N1 C2 1.4440(19) . ? N1 H1 0.8600 . ? N2 C3 1.3456(19) . ? N2 C4 1.4154(18) . ? N2 H2 0.8600 . ? N3 C10 1.4704(18) . ? N3 H3 0.8600 . ? N4 C13 1.3341(19) . ? N4 C14 1.4570(19) . ? N4 H4 0.8600 . ? C2 C3 1.520(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C4 C9 1.388(2) . ? C4 C5 1.401(2) . ? C5 C6 1.389(2) . ? C6 C7 1.384(2) . ? C6 H6 0.9300 . ? C7 C8 1.383(2) . ? C7 H7 0.9300 . ? C8 C9 1.388(2) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.532(2) . ? C10 C12 1.533(2) . ? C10 C13 1.5455(19) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.516(3) . ? C15 C17 1.516(3) . ? C15 C18 1.520(2) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? 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 O5 S1 O4 119.09(6) . . ? O5 S1 N3 111.73(7) . . ? O4 S1 N3 105.91(6) . . ? O5 S1 C5 107.63(7) . . ? O4 S1 C5 107.66(7) . . ? N3 S1 C5 103.71(7) . . ? C1 O1 C15 121.75(12) . . ? C1 N1 C2 121.49(13) . . ? C1 N1 H1 119.3 . . ? C2 N1 H1 119.3 . . ? C3 N2 C4 124.95(12) . . ? C3 N2 H2 117.5 . . ? C4 N2 H2 117.5 . . ? C10 N3 S1 126.21(10) . . ? C10 N3 H3 116.9 . . ? S1 N3 H3 116.9 . . ? C13 N4 C14 122.21(12) . . ? C13 N4 H4 118.9 . . ? C14 N4 H4 118.9 . . ? O2 C1 O1 126.26(14) . . ? O2 C1 N1 124.32(14) . . ? O1 C1 N1 109.41(13) . . ? N1 C2 C3 116.49(12) . . ? N1 C2 H2A 108.2 . . ? C3 C2 H2A 108.2 . . ? N1 C2 H2B 108.2 . . ? C3 C2 H2B 108.2 . . ? H2A C2 H2B 107.3 . . ? O3 C3 N2 124.18(14) . . ? O3 C3 C2 119.99(13) . . ? N2 C3 C2 115.82(13) . . ? C9 C4 C5 119.28(13) . . ? C9 C4 N2 120.72(13) . . ? C5 C4 N2 119.99(13) . . ? C6 C5 C4 120.53(14) . . ? C6 C5 S1 119.37(12) . . ? C4 C5 S1 120.00(11) . . ? C7 C6 C5 119.60(15) . . ? C7 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? C8 C7 C6 120.00(14) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C7 C8 C9 120.78(14) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C8 C9 C4 119.75(15) . . ? C8 C9 H9 120.1 . . ? C4 C9 H9 120.1 . . ? N3 C10 C11 111.63(12) . . ? N3 C10 C12 105.62(11) . . ? C11 C10 C12 110.31(12) . . ? N3 C10 C13 108.66(11) . . ? C11 C10 C13 112.42(12) . . ? C12 C10 C13 107.90(12) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O6 C13 N4 123.21(13) . . ? O6 C13 C10 120.34(12) . . ? N4 C13 C10 116.39(12) . . ? N4 C14 H14A 109.5 . . ? N4 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N4 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O1 C15 C16 108.88(14) . . ? O1 C15 C17 102.34(13) . . ? C16 C15 C17 111.51(14) . . ? O1 C15 C18 110.45(12) . . ? C16 C15 C18 113.21(15) . . ? C17 C15 C18 109.91(15) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? 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 O5 S1 N3 C10 24.96(14) . . . . ? O4 S1 N3 C10 156.09(11) . . . . ? C5 S1 N3 C10 -90.69(12) . . . . ? C15 O1 C1 O2 3.0(2) . . . . ? C15 O1 C1 N1 -177.91(12) . . . . ? C2 N1 C1 O2 -10.7(2) . . . . ? C2 N1 C1 O1 170.23(12) . . . . ? C1 N1 C2 C3 86.67(17) . . . . ? C4 N2 C3 O3 3.6(2) . . . . ? C4 N2 C3 C2 -176.40(13) . . . . ? N1 C2 C3 O3 -170.99(13) . . . . ? N1 C2 C3 N2 9.02(19) . . . . ? C3 N2 C4 C9 -45.3(2) . . . . ? C3 N2 C4 C5 134.92(15) . . . . ? C9 C4 C5 C6 -1.9(2) . . . . ? N2 C4 C5 C6 177.89(13) . . . . ? C9 C4 C5 S1 174.24(11) . . . . ? N2 C4 C5 S1 -5.93(18) . . . . ? O5 S1 C5 C6 -5.02(14) . . . . ? O4 S1 C5 C6 -134.55(12) . . . . ? N3 S1 C5 C6 113.50(13) . . . . ? O5 S1 C5 C4 178.76(11) . . . . ? O4 S1 C5 C4 49.23(13) . . . . ? N3 S1 C5 C4 -62.72(13) . . . . ? C4 C5 C6 C7 2.6(2) . . . . ? S1 C5 C6 C7 -173.59(12) . . . . ? C5 C6 C7 C8 -1.1(2) . . . . ? C6 C7 C8 C9 -1.2(2) . . . . ? C7 C8 C9 C4 1.9(2) . . . . ? C5 C4 C9 C8 -0.3(2) . . . . ? N2 C4 C9 C8 179.88(13) . . . . ? S1 N3 C10 C11 42.65(16) . . . . ? S1 N3 C10 C12 162.56(10) . . . . ? S1 N3 C10 C13 -81.89(14) . . . . ? C14 N4 C13 O6 -0.8(2) . . . . ? C14 N4 C13 C10 176.16(12) . . . . ? N3 C10 C13 O6 -13.36(18) . . . . ? C11 C10 C13 O6 -137.43(14) . . . . ? C12 C10 C13 O6 100.70(15) . . . . ? N3 C10 C13 N4 169.53(12) . . . . ? C11 C10 C13 N4 45.46(17) . . . . ? C12 C10 C13 N4 -76.40(15) . . . . ? C1 O1 C15 C16 62.58(18) . . . . ? C1 O1 C15 C17 -179.29(13) . . . . ? C1 O1 C15 C18 -62.31(19) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.419 _refine_diff_density_min -0.422 _refine_diff_density_rms 0.041 data_C19H30N4O6Scompound3 _database_code_depnum_ccdc_archive 'CCDC 910071' #TrackingRef '15290_web_deposit_cif_file_0_Dr.(Mrs.)VedavatiG.Puranik_1352358565.ALLOLfnl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Peptide _chemical_melting_point '161-164 degree centigrade' _chemical_formula_moiety 'C19 H30 N4 O6 S' _chemical_formula_sum 'C19 H30 N4 O6 S' _chemical_formula_weight 442.53 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4700(9) _cell_length_b 10.242(2) _cell_length_c 14.857(2) _cell_angle_alpha 109.363(13) _cell_angle_beta 92.148(11) _cell_angle_gamma 111.533(7) _cell_volume 1112.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2189 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 23.03 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 0.187 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9237 _exptl_absorpt_correction_T_max 0.9779 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15904 _diffrn_reflns_av_R_equivalents 0.0747 _diffrn_reflns_av_sigmaI/netI 0.0802 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3913 _reflns_number_gt 2554 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL,PyMOL and PLATON' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0484P)^2^+0.8698P] 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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0096(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3913 _refine_ls_number_parameters 279 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1014 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1338 _refine_ls_wR_factor_gt 0.1144 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 S S 0.35666(10) 0.13893(10) 0.31631(6) 0.0251(3) Uani 1 1 d . . . O1 O 0.4944(3) 0.3306(3) 0.12990(17) 0.0322(6) Uani 1 1 d . . . O2 O 0.8639(3) 0.4276(3) 0.32901(17) 0.0316(6) Uani 1 1 d . . . O3 O 0.2679(3) -0.0087(3) 0.31792(17) 0.0351(6) Uani 1 1 d . . . O4 O 0.2621(3) 0.2236(3) 0.30338(16) 0.0310(6) Uani 1 1 d . . . O5 O 0.6228(3) -0.1273(3) 0.2733(2) 0.0477(7) Uani 1 1 d . . . O6 O 0.3363(3) 0.4741(2) 0.14980(15) 0.0255(6) Uani 1 1 d . . . N1 N 0.5973(3) 0.5730(3) 0.2354(2) 0.0272(7) Uani 1 1 d . . . H1 H 0.5771 0.6520 0.2628 0.033 Uiso 1 1 calc R . . N2 N 0.6290(3) 0.4647(3) 0.37884(19) 0.0248(7) Uani 1 1 d . . . H2 H 0.5526 0.4984 0.3706 0.030 Uiso 1 1 calc R . . N3 N 0.4743(3) 0.1304(3) 0.23402(18) 0.0240(7) Uani 1 1 d . . . H3 H 0.5014 0.2020 0.2120 0.029 Uiso 1 1 calc R . . N4 N 0.7677(3) 0.1245(3) 0.3345(2) 0.0313(7) Uani 1 1 d . . . H4 H 0.7813 0.2088 0.3290 0.038 Uiso 1 1 calc R . . C1 C 0.4767(4) 0.4484(4) 0.1674(2) 0.0251(8) Uani 1 1 d . . . C2 C 0.7646(4) 0.5702(4) 0.2614(3) 0.0328(9) Uani 1 1 d . . . H2A H 0.7993 0.5222 0.2013 0.039 Uiso 1 1 calc R . . C3 C 0.8989(4) 0.7259(4) 0.3105(3) 0.0467(11) Uani 1 1 d . . . H3A H 0.9113 0.7802 0.2677 0.070 Uiso 1 1 calc R . . H3B H 1.0068 0.7213 0.3272 0.070 Uiso 1 1 calc R . . H3C H 0.8654 0.7768 0.3683 0.070 Uiso 1 1 calc R . . C4 C 0.7564(4) 0.4796(4) 0.3251(2) 0.0274(8) Uani 1 1 d . . . C5 C 0.6180(4) 0.3950(4) 0.4485(2) 0.0227(8) Uani 1 1 d . . . C6 C 0.5004(4) 0.2478(4) 0.4294(2) 0.0224(8) Uani 1 1 d . . . C7 C 0.4945(4) 0.1833(4) 0.4981(2) 0.0278(8) Uani 1 1 d . . . H7 H 0.4145 0.0855 0.4853 0.033 Uiso 1 1 calc R . . C8 C 0.6080(4) 0.2644(4) 0.5861(3) 0.0339(9) Uani 1 1 d . . . H8 H 0.6047 0.2208 0.6322 0.041 Uiso 1 1 calc R . . C9 C 0.7254(4) 0.4096(4) 0.6051(3) 0.0319(9) Uani 1 1 d . . . H9 H 0.8009 0.4643 0.6643 0.038 Uiso 1 1 calc R . . C10 C 0.7313(4) 0.4740(4) 0.5366(2) 0.0282(8) Uani 1 1 d . . . H10 H 0.8121 0.5716 0.5496 0.034 Uiso 1 1 calc R . . C11 C 0.5408(4) 0.0131(4) 0.1921(3) 0.0292(8) Uani 1 1 d . . . C12 C 0.6629(5) 0.0686(4) 0.1263(3) 0.0368(9) Uani 1 1 d . . . H12A H 0.5999 0.0806 0.0767 0.055 Uiso 1 1 calc R . . H12B H 0.7102 -0.0040 0.0968 0.055 Uiso 1 1 calc R . . H12C H 0.7548 0.1639 0.1643 0.055 Uiso 1 1 calc R . . C13 C 0.3940(5) -0.1389(4) 0.1317(3) 0.0408(10) Uani 1 1 d . . . H13A H 0.3213 -0.1759 0.1735 0.061 Uiso 1 1 calc R . . H13B H 0.4415 -0.2102 0.0995 0.061 Uiso 1 1 calc R . . H13C H 0.3273 -0.1260 0.0842 0.061 Uiso 1 1 calc R . . C14 C 0.6460(4) -0.0028(4) 0.2709(3) 0.0310(9) Uani 1 1 d . . . C15 C 0.8782(4) 0.1269(4) 0.4126(3) 0.0397(10) Uani 1 1 d . . . H15A H 0.8162 0.0459 0.4334 0.060 Uiso 1 1 calc R . . H15B H 0.9132 0.2217 0.4660 0.060 Uiso 1 1 calc R . . H15C H 0.9785 0.1145 0.3900 0.060 Uiso 1 1 calc R . . C16 C 0.1879(4) 0.3602(4) 0.0716(2) 0.0290(8) Uani 1 1 d . . . C17 C 0.0547(4) 0.4279(4) 0.0916(3) 0.0376(10) Uani 1 1 d . . . H17A H 0.0235 0.4295 0.1533 0.056 Uiso 1 1 calc R . . H17B H -0.0460 0.3677 0.0416 0.056 Uiso 1 1 calc R . . H17C H 0.1023 0.5291 0.0925 0.056 Uiso 1 1 calc R . . C18 C 0.1225(5) 0.2080(4) 0.0810(3) 0.0404(10) Uani 1 1 d . . . H18A H 0.2033 0.1625 0.0632 0.061 Uiso 1 1 calc R . . H18B H 0.0128 0.1440 0.0389 0.061 Uiso 1 1 calc R . . H18C H 0.1098 0.2205 0.1469 0.061 Uiso 1 1 calc R . . C19 C 0.2427(5) 0.3560(5) -0.0245(3) 0.0506(12) Uani 1 1 d . . . H19A H 0.2817 0.4554 -0.0265 0.076 Uiso 1 1 calc R . . H19B H 0.1465 0.2878 -0.0762 0.076 Uiso 1 1 calc R . . H19C H 0.3348 0.3220 -0.0319 0.076 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 S 0.0187(4) 0.0222(5) 0.0279(5) 0.0072(4) 0.0029(3) 0.0032(3) O1 0.0325(13) 0.0290(15) 0.0447(15) 0.0186(13) 0.0153(11) 0.0177(11) O2 0.0204(12) 0.0337(15) 0.0496(16) 0.0271(13) 0.0056(11) 0.0104(11) O3 0.0340(13) 0.0209(14) 0.0371(14) 0.0090(11) 0.0114(11) -0.0020(11) O4 0.0236(12) 0.0326(15) 0.0328(13) 0.0077(11) 0.0011(10) 0.0114(11) O5 0.0401(15) 0.0283(16) 0.086(2) 0.0332(16) 0.0189(14) 0.0145(12) O6 0.0199(11) 0.0237(13) 0.0295(13) 0.0073(11) -0.0011(9) 0.0080(10) N1 0.0216(14) 0.0261(17) 0.0368(17) 0.0146(14) 0.0029(12) 0.0103(12) N2 0.0217(14) 0.0191(16) 0.0345(16) 0.0121(13) -0.0014(12) 0.0079(12) N3 0.0242(14) 0.0195(16) 0.0288(16) 0.0128(13) 0.0082(12) 0.0055(12) N4 0.0294(15) 0.0282(18) 0.0456(18) 0.0225(15) 0.0100(14) 0.0133(13) C1 0.0235(17) 0.028(2) 0.0298(19) 0.0177(17) 0.0076(14) 0.0100(15) C2 0.0209(17) 0.034(2) 0.051(2) 0.0288(19) 0.0038(16) 0.0086(15) C3 0.0275(19) 0.045(3) 0.074(3) 0.041(2) -0.0021(19) 0.0061(18) C4 0.0171(16) 0.022(2) 0.038(2) 0.0157(17) -0.0006(14) -0.0002(14) C5 0.0215(16) 0.0215(19) 0.0266(18) 0.0091(16) 0.0011(14) 0.0106(14) C6 0.0195(16) 0.0240(19) 0.0247(18) 0.0101(15) 0.0053(13) 0.0089(14) C7 0.0281(18) 0.029(2) 0.030(2) 0.0141(17) 0.0114(15) 0.0120(15) C8 0.036(2) 0.047(3) 0.031(2) 0.0222(19) 0.0150(16) 0.0234(19) C9 0.0248(18) 0.044(2) 0.0259(19) 0.0117(18) -0.0015(15) 0.0144(17) C10 0.0206(17) 0.026(2) 0.035(2) 0.0098(17) 0.0009(15) 0.0075(14) C11 0.0309(18) 0.021(2) 0.037(2) 0.0133(17) 0.0123(16) 0.0092(15) C12 0.042(2) 0.031(2) 0.039(2) 0.0142(18) 0.0193(17) 0.0143(17) C13 0.040(2) 0.024(2) 0.045(2) 0.0046(18) 0.0093(18) 0.0051(17) C14 0.0252(18) 0.026(2) 0.049(2) 0.0207(19) 0.0185(17) 0.0110(16) C15 0.0291(19) 0.046(3) 0.057(3) 0.033(2) 0.0106(18) 0.0162(18) C16 0.0280(18) 0.026(2) 0.0235(19) 0.0037(16) -0.0041(14) 0.0060(15) C17 0.0277(18) 0.039(2) 0.039(2) 0.0129(19) -0.0097(16) 0.0084(17) C18 0.033(2) 0.030(2) 0.048(2) 0.0123(19) -0.0023(17) 0.0057(17) C19 0.056(3) 0.058(3) 0.030(2) 0.015(2) 0.0070(19) 0.017(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 S O4 1.428(2) . ? S O3 1.429(2) . ? S N3 1.606(3) . ? S C6 1.777(3) . ? O1 C1 1.216(4) . ? O2 C4 1.220(4) . ? O5 C14 1.230(4) . ? O6 C1 1.343(4) . ? O6 C16 1.485(3) . ? N1 C1 1.343(4) . ? N1 C2 1.468(4) . ? N1 H1 0.8600 . ? N2 C4 1.360(4) . ? N2 C5 1.427(4) . ? N2 H2 0.8600 . ? N3 C11 1.475(4) . ? N3 H3 0.8600 . ? N4 C14 1.334(4) . ? N4 C15 1.452(4) . ? N4 H4 0.8600 . ? C2 C3 1.485(5) . ? C2 C4 1.516(5) . ? C2 H2A 0.9800 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C5 C10 1.387(4) . ? C5 C6 1.393(4) . ? C6 C7 1.381(5) . ? C7 C8 1.386(5) . ? C7 H7 0.9300 . ? C8 C9 1.377(5) . ? C8 H8 0.9300 . ? C9 C10 1.378(5) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C14 1.531(5) . ? C11 C13 1.531(5) . ? C11 C12 1.537(5) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C18 1.508(5) . ? C16 C19 1.510(5) . ? C16 C17 1.518(5) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? 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 S O3 120.19(14) . . ? O4 S N3 106.86(15) . . ? O3 S N3 109.48(14) . . ? O4 S C6 107.05(14) . . ? O3 S C6 105.95(15) . . ? N3 S C6 106.56(14) . . ? C1 O6 C16 121.4(3) . . ? C1 N1 C2 118.0(3) . . ? C1 N1 H1 121.0 . . ? C2 N1 H1 121.0 . . ? C4 N2 C5 122.2(3) . . ? C4 N2 H2 118.9 . . ? C5 N2 H2 118.9 . . ? C11 N3 S 127.1(2) . . ? C11 N3 H3 116.4 . . ? S N3 H3 116.4 . . ? C14 N4 C15 122.8(3) . . ? C14 N4 H4 118.6 . . ? C15 N4 H4 118.6 . . ? O1 C1 N1 123.9(3) . . ? O1 C1 O6 126.4(3) . . ? N1 C1 O6 109.7(3) . . ? N1 C2 C3 110.9(3) . . ? N1 C2 C4 112.6(3) . . ? C3 C2 C4 109.6(3) . . ? N1 C2 H2A 107.9 . . ? C3 C2 H2A 107.9 . . ? C4 C2 H2A 107.9 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? O2 C4 N2 122.6(3) . . ? O2 C4 C2 120.4(3) . . ? N2 C4 C2 117.0(3) . . ? C10 C5 C6 118.8(3) . . ? C10 C5 N2 119.2(3) . . ? C6 C5 N2 122.0(3) . . ? C7 C6 C5 120.4(3) . . ? C7 C6 S 118.8(2) . . ? C5 C6 S 120.8(3) . . ? C6 C7 C8 120.0(3) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C9 C8 C7 119.9(3) . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? C10 C9 C8 120.2(3) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C5 120.8(3) . . ? C9 C10 H10 119.6 . . ? C5 C10 H10 119.6 . . ? N3 C11 C14 111.4(3) . . ? N3 C11 C13 111.1(3) . . ? C14 C11 C13 110.7(3) . . ? N3 C11 C12 105.9(3) . . ? C14 C11 C12 108.0(3) . . ? C13 C11 C12 109.6(3) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O5 C14 N4 121.8(3) . . ? O5 C14 C11 121.5(3) . . ? N4 C14 C11 116.6(3) . . ? N4 C15 H15A 109.5 . . ? N4 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N4 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O6 C16 C18 111.8(3) . . ? O6 C16 C19 107.9(3) . . ? C18 C16 C19 113.3(3) . . ? O6 C16 C17 101.5(2) . . ? C18 C16 C17 110.1(3) . . ? C19 C16 C17 111.7(3) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? 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 S N3 C11 -154.4(3) . . . . ? O3 S N3 C11 -22.7(3) . . . . ? C6 S N3 C11 91.4(3) . . . . ? C2 N1 C1 O1 4.2(5) . . . . ? C2 N1 C1 O6 -177.0(3) . . . . ? C16 O6 C1 O1 -6.6(5) . . . . ? C16 O6 C1 N1 174.6(3) . . . . ? C1 N1 C2 C3 161.1(3) . . . . ? C1 N1 C2 C4 -75.7(4) . . . . ? C5 N2 C4 O2 3.9(5) . . . . ? C5 N2 C4 C2 -173.8(3) . . . . ? N1 C2 C4 O2 157.7(3) . . . . ? C3 C2 C4 O2 -78.4(4) . . . . ? N1 C2 C4 N2 -24.6(4) . . . . ? C3 C2 C4 N2 99.4(3) . . . . ? C4 N2 C5 C10 75.3(4) . . . . ? C4 N2 C5 C6 -102.5(4) . . . . ? C10 C5 C6 C7 1.5(5) . . . . ? N2 C5 C6 C7 179.3(3) . . . . ? C10 C5 C6 S -178.0(2) . . . . ? N2 C5 C6 S -0.2(4) . . . . ? O4 S C6 C7 124.4(3) . . . . ? O3 S C6 C7 -5.0(3) . . . . ? N3 S C6 C7 -121.5(3) . . . . ? O4 S C6 C5 -56.1(3) . . . . ? O3 S C6 C5 174.5(3) . . . . ? N3 S C6 C5 58.0(3) . . . . ? C5 C6 C7 C8 -1.0(5) . . . . ? S C6 C7 C8 178.5(2) . . . . ? C6 C7 C8 C9 0.5(5) . . . . ? C7 C8 C9 C10 -0.5(5) . . . . ? C8 C9 C10 C5 1.0(5) . . . . ? C6 C5 C10 C9 -1.4(5) . . . . ? N2 C5 C10 C9 -179.3(3) . . . . ? S N3 C11 C14 -56.1(3) . . . . ? S N3 C11 C13 67.8(4) . . . . ? S N3 C11 C12 -173.3(2) . . . . ? C15 N4 C14 O5 -1.8(5) . . . . ? C15 N4 C14 C11 -179.5(3) . . . . ? N3 C11 C14 O5 132.6(3) . . . . ? C13 C11 C14 O5 8.5(4) . . . . ? C12 C11 C14 O5 -111.5(3) . . . . ? N3 C11 C14 N4 -49.6(4) . . . . ? C13 C11 C14 N4 -173.8(3) . . . . ? C12 C11 C14 N4 66.2(4) . . . . ? C1 O6 C16 C18 53.5(4) . . . . ? C1 O6 C16 C19 -71.7(4) . . . . ? C1 O6 C16 C17 170.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.548 _refine_diff_density_min -0.327 _refine_diff_density_rms 0.063 data_C17H27N3O5Scompound4 _database_code_depnum_ccdc_archive 'CCDC 910072' #TrackingRef '16848_web_deposit_cif_file_1_Dr.(Mrs.)VedavatiG.Puranik_1358160244.bocglysant_0m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common foldamers _chemical_melting_point '127-129degree centigrade' _chemical_formula_moiety 'C17 H27 N3 O5 S' _chemical_formula_sum 'C17 H27 N3 O5 S' _chemical_formula_weight 385.48 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 Orthorhombic _symmetry_space_group_name_H-M Fdd2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/4, y+1/4, z+1/4' 'x+3/4, -y+3/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' '-x+1/4, y+3/4, z+3/4' 'x+3/4, -y+5/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' '-x+3/4, y+1/4, z+3/4' 'x+5/4, -y+3/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' '-x+3/4, y+3/4, z+1/4' 'x+5/4, -y+5/4, z+1/4' _cell_length_a 29.2950(3) _cell_length_b 46.5380(5) _cell_length_c 5.7943(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7899.55(18) _cell_formula_units_Z 16 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6352 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 22.30 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3296 _exptl_absorpt_coefficient_mu 0.196 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9222 _exptl_absorpt_correction_T_max 0.9895 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24244 _diffrn_reflns_av_R_equivalents 0.1156 _diffrn_reflns_av_sigmaI/netI 0.0614 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -54 _diffrn_reflns_limit_k_max 54 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3477 _reflns_number_gt 2976 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL PyMOL and PLATON' _computing_publication_material 'Bruker SHELXTL' _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.Restraint such as DFIX were applied to disordered methyl groups so that the C-C distance is similar in the iso butyl group.Restrain for C24 and c24'disordered atoms was applied so that they are not connected to each other. ; _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^)+(0.1070P)^2^+23.5848P] 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 riding _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 -0.12(17) _refine_ls_number_reflns 3477 _refine_ls_number_parameters 256 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0856 _refine_ls_R_factor_gt 0.0748 _refine_ls_wR_factor_ref 0.1972 _refine_ls_wR_factor_gt 0.1906 _refine_ls_goodness_of_fit_ref 1.157 _refine_ls_restrained_S_all 1.194 _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 C24' C 0.5307(6) 0.4541(5) 0.912(3) 0.049(5) Uani 0.50 1 d PD A 2 C23' C 0.5056(3) 0.4367(2) 0.5672(18) 0.037(2) Uani 0.55 1 d PD A 2 C23 C 0.5297(5) 0.4780(3) 0.523(2) 0.045(3) Uani 0.45 1 d PD A 1 S1 S 0.61437(5) 0.39814(3) 0.3400(2) 0.0317(3) Uani 1 1 d . . . O1 O 0.67088(13) 0.52749(8) 0.1698(10) 0.0490(13) Uani 1 1 d . . . O2 O 0.64411(12) 0.48147(8) 0.1994(10) 0.0456(11) Uani 1 1 d . . . O3 O 0.74652(14) 0.45738(8) 0.3234(10) 0.0476(11) Uani 1 1 d . . . O4 O 0.58196(15) 0.38009(9) 0.4508(8) 0.0481(11) Uani 1 1 d . . . O5 O 0.61916(13) 0.39678(8) 0.0919(7) 0.0373(9) Uani 1 1 d . . . N1 N 0.70655(15) 0.49274(9) -0.0136(12) 0.0459(14) Uani 1 1 d . . . H1 H 0.7228 0.5060 -0.0756 0.055 Uiso 1 1 d R . . N2 N 0.70667(15) 0.42043(8) 0.1744(8) 0.0278(10) Uani 1 1 d . . . H2 H 0.6934 0.4139 0.0529 0.033 Uiso 1 1 d R . . N3 N 0.60291(14) 0.43067(10) 0.3951(8) 0.0320(11) Uani 1 1 d . . . H3 H 0.6033 0.4433 0.2870 0.038 Uiso 1 1 d R . . C1 C 0.67173(18) 0.49957(11) 0.1300(13) 0.0438(16) Uani 1 1 d . . . C2 C 0.71654(17) 0.46279(10) -0.0609(12) 0.0365(14) Uani 1 1 d . . . H2A H 0.7434 0.4614 -0.1583 0.044 Uiso 1 1 calc R . . H2B H 0.6911 0.4541 -0.1421 0.044 Uiso 1 1 calc R . . C3 C 0.72494(17) 0.44684(10) 0.1670(11) 0.0312(13) Uani 1 1 d . . . C4 C 0.70867(17) 0.40262(9) 0.3757(10) 0.0287(12) Uani 1 1 d . . . C5 C 0.66807(18) 0.39038(11) 0.4595(10) 0.0313(12) Uani 1 1 d . . . C6 C 0.6698(2) 0.37261(11) 0.6570(10) 0.0402(15) Uani 1 1 d . . . H6 H 0.6432 0.3646 0.7166 0.048 Uiso 1 1 calc R . . C7 C 0.7110(2) 0.36724(12) 0.7598(12) 0.0457(16) Uani 1 1 d . . . H7 H 0.7122 0.3551 0.8869 0.055 Uiso 1 1 calc R . . C8 C 0.7511(2) 0.37959(13) 0.6786(13) 0.0509(18) Uani 1 1 d . . . H8 H 0.7787 0.3764 0.7542 0.061 Uiso 1 1 calc R . . C9 C 0.74945(18) 0.39679(11) 0.4821(12) 0.0409(15) Uani 1 1 d . . . H9 H 0.7763 0.4044 0.4223 0.049 Uiso 1 1 calc R . . C10 C 0.59164(17) 0.43904(12) 0.6382(10) 0.0328(12) Uani 1 1 d . A . H10A H 0.6143 0.4526 0.6934 0.039 Uiso 1 1 calc R . . H10B H 0.5930 0.4221 0.7359 0.039 Uiso 1 1 calc R . . C11 C 0.54459(19) 0.45246(14) 0.6568(10) 0.0421(15) Uani 1 1 d D . . C14 C 0.6348(2) 0.54050(14) 0.3151(18) 0.060(2) Uani 1 1 d . . . C15 C 0.6357(3) 0.52786(17) 0.5539(19) 0.073(3) Uani 1 1 d . . . H15A H 0.6281 0.5078 0.5462 0.110 Uiso 1 1 calc R . . H15B H 0.6138 0.5376 0.6493 0.110 Uiso 1 1 calc R . . H15C H 0.6656 0.5301 0.6188 0.110 Uiso 1 1 calc R . . C16 C 0.5887(2) 0.53711(17) 0.1938(18) 0.071(3) Uani 1 1 d . . . H16A H 0.5898 0.5463 0.0457 0.107 Uiso 1 1 calc R . . H16B H 0.5652 0.5458 0.2859 0.107 Uiso 1 1 calc R . . H16C H 0.5821 0.5171 0.1735 0.107 Uiso 1 1 calc R . . C17 C 0.6491(2) 0.57166(14) 0.316(2) 0.086(4) Uani 1 1 d . . . H17A H 0.6329 0.5817 0.4352 0.129 Uiso 1 1 calc R . . H17B H 0.6420 0.5801 0.1689 0.129 Uiso 1 1 calc R . . H17C H 0.6813 0.5730 0.3434 0.129 Uiso 1 1 calc R . . C24 C 0.5423(7) 0.4662(4) 0.894(3) 0.051(5) Uani 0.50 1 d PD A 1 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 C24' 0.025(8) 0.095(16) 0.027(7) -0.025(9) 0.014(6) 0.002(8) C23' 0.024(4) 0.068(7) 0.019(5) -0.009(5) -0.009(4) -0.003(4) C23 0.041(7) 0.046(7) 0.047(9) -0.018(6) 0.005(6) 0.012(6) S1 0.0323(6) 0.0360(7) 0.0269(6) -0.0081(6) 0.0125(6) -0.0166(5) O1 0.0275(18) 0.0256(18) 0.094(4) 0.002(2) -0.001(2) 0.0042(15) O2 0.0239(17) 0.0312(19) 0.082(3) -0.002(2) 0.012(2) -0.0024(15) O3 0.042(2) 0.0235(18) 0.077(3) -0.003(2) -0.016(2) -0.0040(16) O4 0.044(2) 0.053(2) 0.047(3) -0.006(2) 0.019(2) -0.0290(19) O5 0.043(2) 0.043(2) 0.026(2) -0.0110(18) 0.0135(19) -0.0171(16) N1 0.024(2) 0.024(2) 0.090(4) 0.019(3) 0.007(2) 0.0000(17) N2 0.033(2) 0.0149(18) 0.035(2) -0.0022(17) 0.012(2) -0.0024(15) N3 0.024(2) 0.050(3) 0.021(2) -0.0024(19) 0.0007(18) -0.0026(18) C1 0.027(3) 0.028(3) 0.076(5) 0.010(3) 0.000(3) 0.000(2) C2 0.023(2) 0.024(2) 0.062(4) 0.009(3) 0.006(3) -0.0042(19) C3 0.025(2) 0.015(2) 0.053(4) 0.003(2) 0.011(3) 0.0027(18) C4 0.035(3) 0.015(2) 0.037(3) -0.003(2) 0.016(2) 0.0006(18) C5 0.036(3) 0.026(2) 0.032(3) -0.006(2) 0.015(2) 0.002(2) C6 0.063(4) 0.020(2) 0.038(3) -0.001(2) 0.026(3) -0.003(2) C7 0.059(4) 0.032(3) 0.046(4) 0.004(3) 0.014(3) 0.018(3) C8 0.047(4) 0.042(3) 0.063(5) 0.013(3) 0.018(3) 0.024(3) C9 0.026(3) 0.029(3) 0.067(5) 0.004(3) 0.014(3) 0.011(2) C10 0.022(2) 0.049(3) 0.027(3) -0.014(2) 0.001(2) -0.001(2) C11 0.027(3) 0.066(4) 0.033(3) -0.015(3) 0.003(2) 0.008(2) C14 0.036(3) 0.036(3) 0.107(7) -0.008(4) -0.012(4) 0.013(3) C15 0.063(4) 0.054(4) 0.104(8) -0.015(5) -0.017(5) 0.012(4) C16 0.028(3) 0.074(5) 0.112(8) -0.007(5) 0.002(4) 0.014(3) C17 0.045(4) 0.037(4) 0.176(11) -0.019(5) -0.021(5) 0.017(3) C24 0.036(11) 0.063(12) 0.054(11) -0.017(9) -0.009(8) 0.004(7) _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 C24' C11 1.538(14) . ? C23' C11 1.453(10) . ? C23 C11 1.485(13) . ? S1 O4 1.421(4) . ? S1 O5 1.446(4) . ? S1 N3 1.583(5) . ? S1 C5 1.756(6) . ? O1 C1 1.320(7) . ? O1 C14 1.480(9) . ? O2 C1 1.235(7) . ? O3 C3 1.209(8) . ? N1 C1 1.354(9) . ? N1 C2 1.450(6) . ? N1 H1 0.8600 . ? N2 C3 1.341(6) . ? N2 C4 1.432(7) . ? N2 H2 0.8600 . ? N3 C10 1.498(7) . ? N3 H3 0.8600 . ? C2 C3 1.535(9) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C4 C9 1.371(8) . ? C4 C5 1.405(7) . ? C5 C6 1.413(8) . ? C6 C7 1.369(10) . ? C6 H6 0.9300 . ? C7 C8 1.391(9) . ? C7 H7 0.9300 . ? C8 C9 1.393(9) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.517(7) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C24 1.518(15) . ? C14 C15 1.504(14) . ? C14 C17 1.509(9) . ? C14 C16 1.531(10) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? 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 S1 O5 119.2(3) . . ? O4 S1 N3 109.4(3) . . ? O5 S1 N3 105.3(2) . . ? O4 S1 C5 107.4(3) . . ? O5 S1 C5 107.2(3) . . ? N3 S1 C5 107.9(2) . . ? C1 O1 C14 121.0(5) . . ? C1 N1 C2 119.6(4) . . ? C1 N1 H1 120.4 . . ? C2 N1 H1 120.0 . . ? C3 N2 C4 122.7(5) . . ? C3 N2 H2 118.5 . . ? C4 N2 H2 118.8 . . ? C10 N3 S1 119.0(4) . . ? C10 N3 H3 120.7 . . ? S1 N3 H3 120.3 . . ? O2 C1 O1 127.0(6) . . ? O2 C1 N1 122.2(5) . . ? O1 C1 N1 110.7(5) . . ? N1 C2 C3 109.5(5) . . ? N1 C2 H2A 109.8 . . ? C3 C2 H2A 109.8 . . ? N1 C2 H2B 109.8 . . ? C3 C2 H2B 109.8 . . ? H2A C2 H2B 108.2 . . ? O3 C3 N2 123.8(6) . . ? O3 C3 C2 122.2(4) . . ? N2 C3 C2 114.0(5) . . ? C9 C4 C5 120.1(5) . . ? C9 C4 N2 121.1(5) . . ? C5 C4 N2 118.8(5) . . ? C4 C5 C6 119.2(5) . . ? C4 C5 S1 122.6(4) . . ? C6 C5 S1 118.1(4) . . ? C7 C6 C5 119.3(5) . . ? C7 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? C6 C7 C8 121.5(6) . . ? C6 C7 H7 119.2 . . ? C8 C7 H7 119.2 . . ? C7 C8 C9 118.9(6) . . ? C7 C8 H8 120.5 . . ? C9 C8 H8 120.5 . . ? C4 C9 C8 120.8(5) . . ? C4 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? N3 C10 C11 112.0(4) . . ? N3 C10 H10A 109.2 . . ? C11 C10 H10A 109.2 . . ? N3 C10 H10B 109.2 . . ? C11 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C23' C11 C23 89.3(8) . . ? C23' C11 C10 118.6(6) . . ? C23 C11 C10 124.1(7) . . ? C23' C11 C24 120.2(9) . . ? C23 C11 C24 96.9(11) . . ? C10 C11 C24 106.2(9) . . ? C23' C11 C24' 99.3(9) . . ? C23 C11 C24' 112.6(11) . . ? C10 C11 C24' 109.2(9) . . ? C24 C11 C24' 25.2(8) . . ? O1 C14 C15 110.6(5) . . ? O1 C14 C17 101.3(6) . . ? C15 C14 C17 111.7(8) . . ? O1 C14 C16 109.0(7) . . ? C15 C14 C16 113.4(7) . . ? C17 C14 C16 110.1(6) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? 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 S1 N3 C10 45.4(4) . . . . ? O5 S1 N3 C10 174.6(4) . . . . ? C5 S1 N3 C10 -71.2(4) . . . . ? C14 O1 C1 O2 1.3(11) . . . . ? C14 O1 C1 N1 177.7(6) . . . . ? C2 N1 C1 O2 -9.8(10) . . . . ? C2 N1 C1 O1 173.7(6) . . . . ? C1 N1 C2 C3 -55.9(7) . . . . ? C4 N2 C3 O3 3.8(8) . . . . ? C4 N2 C3 C2 -176.8(4) . . . . ? N1 C2 C3 O3 -40.7(7) . . . . ? N1 C2 C3 N2 139.8(4) . . . . ? C3 N2 C4 C9 -53.3(7) . . . . ? C3 N2 C4 C5 128.6(5) . . . . ? C9 C4 C5 C6 1.4(7) . . . . ? N2 C4 C5 C6 179.5(4) . . . . ? C9 C4 C5 S1 177.1(4) . . . . ? N2 C4 C5 S1 -4.8(6) . . . . ? O4 S1 C5 C4 174.4(4) . . . . ? O5 S1 C5 C4 45.2(5) . . . . ? N3 S1 C5 C4 -67.7(5) . . . . ? O4 S1 C5 C6 -9.9(5) . . . . ? O5 S1 C5 C6 -139.1(4) . . . . ? N3 S1 C5 C6 108.0(4) . . . . ? C4 C5 C6 C7 -1.3(8) . . . . ? S1 C5 C6 C7 -177.1(4) . . . . ? C5 C6 C7 C8 2.0(9) . . . . ? C6 C7 C8 C9 -2.8(9) . . . . ? C5 C4 C9 C8 -2.3(8) . . . . ? N2 C4 C9 C8 179.6(5) . . . . ? C7 C8 C9 C4 2.9(9) . . . . ? S1 N3 C10 C11 -121.1(5) . . . . ? N3 C10 C11 C23' 54.4(9) . . . . ? N3 C10 C11 C23 -56.3(9) . . . . ? N3 C10 C11 C24 -166.6(9) . . . . ? N3 C10 C11 C24' 167.1(9) . . . . ? C1 O1 C14 C15 59.6(8) . . . . ? C1 O1 C14 C17 178.1(7) . . . . ? C1 O1 C14 C16 -65.7(9) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.692 _refine_diff_density_min -0.432 _refine_diff_density_rms 0.093 data_C20H31N3O5Scompound5 _database_code_depnum_ccdc_archive 'CCDC 910073' #TrackingRef '15290_web_deposit_cif_file_0_Dr.(Mrs.)VedavatiG.Puranik_1352358565.ALLOLfnl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Peptide _chemical_melting_point '104-105degree centigrade' _chemical_formula_moiety 'C20 H31 N3 O5 S' _chemical_formula_sum 'C20 H31 N3 O5 S' _chemical_formula_weight 425.54 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.1664(7) _cell_length_b 10.5548(7) _cell_length_c 10.8876(7) _cell_angle_alpha 90.00 _cell_angle_beta 94.129(4) _cell_angle_gamma 90.00 _cell_volume 1165.25(13) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9939 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 26.11 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.213 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 0.172 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9266 _exptl_absorpt_correction_T_max 0.9508 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17083 _diffrn_reflns_av_R_equivalents 0.0212 _diffrn_reflns_av_sigmaI/netI 0.0167 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4098 _reflns_number_gt 3857 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL,PyMOL and PLATON' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0770P)^2^+0.0866P] 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 riding _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 0.03(7) _refine_ls_number_reflns 4098 _refine_ls_number_parameters 267 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0392 _refine_ls_R_factor_gt 0.0366 _refine_ls_wR_factor_ref 0.1066 _refine_ls_wR_factor_gt 0.1028 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 S S 0.66112(6) 0.57746(5) 0.27779(5) 0.06150(17) Uani 1 1 d . . . O1 O 0.61910(15) 0.87768(16) 0.06705(13) 0.0601(4) Uani 1 1 d . . . O2 O 0.2848(2) 0.89670(19) 0.26233(16) 0.0812(5) Uani 1 1 d . . . O3 O 0.60238(17) 0.55771(16) 0.15568(14) 0.0690(4) Uani 1 1 d . . . O4 O 0.7503(2) 0.4853(2) 0.33037(19) 0.0896(6) Uani 1 1 d . . . O5 O 0.61016(14) 0.77060(17) -0.11523(14) 0.0626(4) Uani 1 1 d . . . N1 N 0.43031(15) 0.78986(16) -0.01435(14) 0.0484(4) Uani 1 1 d . . . N2 N 0.40693(17) 0.72236(17) 0.22616(14) 0.0533(4) Uani 1 1 d . . . H2 H 0.4424 0.6815 0.1687 0.064 Uiso 1 1 calc R . . N3 N 0.7345(2) 0.7120(2) 0.27343(18) 0.0677(5) Uani 1 1 d . . . H3 H 0.7326 0.7535 0.2054 0.081 Uiso 1 1 calc R . . C1 C 0.5599(2) 0.8191(2) -0.01476(18) 0.0517(4) Uani 1 1 d . . . C2 C 0.34523(19) 0.8672(2) 0.05822(18) 0.0506(4) Uani 1 1 d . . . H2A H 0.3739 0.9557 0.0541 0.061 Uiso 1 1 calc R . . C3 C 0.2087(2) 0.8552(3) -0.0109(2) 0.0650(6) Uani 1 1 d . . . H3A H 0.1400 0.8502 0.0463 0.078 Uiso 1 1 calc R . . H3B H 0.1910 0.9269 -0.0653 0.078 Uiso 1 1 calc R . . C4 C 0.2160(2) 0.7342(3) -0.0834(3) 0.0731(6) Uani 1 1 d . . . H4A H 0.1942 0.6620 -0.0337 0.088 Uiso 1 1 calc R . . H4B H 0.1555 0.7368 -0.1564 0.088 Uiso 1 1 calc R . . C5 C 0.3563(2) 0.7259(2) -0.11808(19) 0.0576(5) Uani 1 1 d . . . H5A H 0.3840 0.6384 -0.1252 0.069 Uiso 1 1 calc R . . H5B H 0.3674 0.7692 -0.1952 0.069 Uiso 1 1 calc R . . C6 C 0.3423(2) 0.8299(2) 0.19274(19) 0.0526(4) Uani 1 1 d . . . C7 C 0.4225(2) 0.6700(2) 0.34504(18) 0.0530(5) Uani 1 1 d . . . C8 C 0.5339(2) 0.5953(2) 0.37843(19) 0.0560(5) Uani 1 1 d . . . C9 C 0.5477(3) 0.5382(3) 0.4942(2) 0.0719(6) Uani 1 1 d . . . H9 H 0.6199 0.4863 0.5150 0.086 Uiso 1 1 calc R . . C10 C 0.4547(3) 0.5586(3) 0.5774(2) 0.0847(8) Uani 1 1 d . . . H10 H 0.4646 0.5215 0.6549 0.102 Uiso 1 1 calc R . . C11 C 0.3471(3) 0.6337(3) 0.5464(2) 0.0853(8) Uani 1 1 d . . . H11 H 0.2852 0.6476 0.6038 0.102 Uiso 1 1 calc R . . C12 C 0.3296(3) 0.6888(3) 0.4316(2) 0.0708(6) Uani 1 1 d . . . H12 H 0.2557 0.7387 0.4117 0.085 Uiso 1 1 calc R . . C13 C 0.8047(2) 0.7647(3) 0.3841(2) 0.0761(7) Uani 1 1 d . . . H13A H 0.8218 0.6974 0.4438 0.091 Uiso 1 1 calc R . . H13B H 0.7488 0.8269 0.4202 0.091 Uiso 1 1 calc R . . C14 C 0.9335(3) 0.8264(4) 0.3580(3) 0.0883(8) Uani 1 1 d . . . H14 H 0.9895 0.7626 0.3221 0.106 Uiso 1 1 calc R . . C15 C 1.0028(4) 0.8721(6) 0.4785(4) 0.1367(19) Uani 1 1 d . . . H15A H 0.9472 0.9312 0.5172 0.205 Uiso 1 1 calc R . . H15B H 1.0842 0.9128 0.4622 0.205 Uiso 1 1 calc R . . H15C H 1.0209 0.8010 0.5322 0.205 Uiso 1 1 calc R . . C16 C 0.9201(5) 0.9372(5) 0.2718(4) 0.1265(14) Uani 1 1 d . . . H16A H 0.8704 0.9123 0.1974 0.190 Uiso 1 1 calc R . . H16B H 1.0060 0.9653 0.2526 0.190 Uiso 1 1 calc R . . H16C H 0.8751 1.0049 0.3102 0.190 Uiso 1 1 calc R . . C17 C 0.7498(2) 0.7898(2) -0.1417(2) 0.0605(5) Uani 1 1 d . . . C18 C 0.8359(3) 0.7147(3) -0.0498(3) 0.0881(9) Uani 1 1 d . . . H18A H 0.8343 0.7530 0.0300 0.132 Uiso 1 1 calc R . . H18B H 0.9247 0.7139 -0.0744 0.132 Uiso 1 1 calc R . . H18C H 0.8036 0.6294 -0.0466 0.132 Uiso 1 1 calc R . . C19 C 0.7818(4) 0.9281(3) -0.1441(4) 0.1116(13) Uani 1 1 d . . . H19A H 0.7211 0.9703 -0.2020 0.167 Uiso 1 1 calc R . . H19B H 0.8701 0.9392 -0.1682 0.167 Uiso 1 1 calc R . . H19C H 0.7749 0.9634 -0.0636 0.167 Uiso 1 1 calc R . . C20 C 0.7535(3) 0.7301(4) -0.2672(3) 0.0982(10) Uani 1 1 d . . . H20A H 0.7284 0.6426 -0.2629 0.147 Uiso 1 1 calc R . . H20B H 0.8412 0.7360 -0.2941 0.147 Uiso 1 1 calc R . . H20C H 0.6933 0.7736 -0.3246 0.147 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 S 0.0683(3) 0.0642(3) 0.0506(3) -0.0055(2) -0.0057(2) 0.0171(3) O1 0.0553(8) 0.0713(9) 0.0530(8) -0.0074(7) -0.0014(6) -0.0019(7) O2 0.1084(14) 0.0758(11) 0.0606(9) -0.0066(8) 0.0153(9) 0.0302(10) O3 0.0817(10) 0.0715(11) 0.0526(8) -0.0150(7) -0.0042(7) 0.0179(8) O4 0.0976(14) 0.0918(13) 0.0771(12) 0.0011(10) -0.0097(10) 0.0386(11) O5 0.0489(7) 0.0817(10) 0.0578(8) -0.0119(8) 0.0088(6) -0.0013(7) N1 0.0467(8) 0.0558(9) 0.0424(8) -0.0009(7) 0.0009(6) 0.0024(7) N2 0.0642(10) 0.0561(9) 0.0398(8) 0.0008(7) 0.0041(7) 0.0083(8) N3 0.0645(10) 0.0876(14) 0.0501(9) -0.0011(9) -0.0012(8) -0.0033(10) C1 0.0523(10) 0.0555(11) 0.0468(10) 0.0021(9) 0.0013(8) 0.0022(9) C2 0.0486(10) 0.0506(10) 0.0525(10) 0.0033(8) 0.0033(8) 0.0060(8) C3 0.0493(11) 0.0816(16) 0.0635(13) 0.0028(11) 0.0005(9) 0.0061(10) C4 0.0548(12) 0.0804(16) 0.0828(16) -0.0080(13) -0.0044(11) -0.0098(11) C5 0.0569(11) 0.0607(12) 0.0540(11) -0.0047(9) -0.0035(9) -0.0019(10) C6 0.0584(11) 0.0509(11) 0.0484(10) -0.0046(9) 0.0023(8) 0.0040(9) C7 0.0636(11) 0.0527(11) 0.0421(10) 0.0008(8) 0.0000(8) -0.0041(9) C8 0.0690(12) 0.0488(11) 0.0483(10) -0.0009(9) -0.0086(8) -0.0024(9) C9 0.0874(17) 0.0719(15) 0.0537(12) 0.0093(10) -0.0122(11) -0.0023(12) C10 0.1019(19) 0.102(2) 0.0498(12) 0.0207(13) -0.0002(12) -0.0147(17) C11 0.0908(19) 0.112(2) 0.0546(13) 0.0089(14) 0.0125(13) -0.0115(17) C12 0.0717(14) 0.0875(17) 0.0537(12) 0.0064(12) 0.0087(10) 0.0017(13) C13 0.0662(14) 0.105(2) 0.0555(12) -0.0119(13) -0.0032(10) -0.0040(14) C14 0.0702(16) 0.109(2) 0.0857(19) -0.0188(18) 0.0031(14) -0.0060(16) C15 0.094(2) 0.192(5) 0.122(3) -0.054(3) -0.009(2) -0.035(3) C16 0.127(3) 0.121(3) 0.132(3) -0.017(3) 0.015(3) -0.023(3) C17 0.0530(11) 0.0632(13) 0.0672(13) -0.0005(10) 0.0160(9) -0.0056(10) C18 0.0559(13) 0.110(2) 0.100(2) 0.0163(18) 0.0164(13) 0.0094(14) C19 0.126(3) 0.0676(18) 0.149(3) 0.008(2) 0.063(3) -0.0120(18) C20 0.0854(18) 0.131(3) 0.0820(18) -0.0200(19) 0.0330(15) -0.0071(19) _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 S O4 1.4222(19) . ? S O3 1.4330(16) . ? S N3 1.606(2) . ? S C8 1.764(2) . ? O1 C1 1.209(3) . ? O2 C6 1.215(3) . ? O5 C1 1.342(2) . ? O5 C17 1.483(3) . ? N1 C1 1.353(3) . ? N1 C2 1.462(2) . ? N1 C5 1.475(3) . ? N2 C6 1.349(3) . ? N2 C7 1.406(2) . ? N2 H2 0.8600 . ? N3 C13 1.465(3) . ? N3 H3 0.8600 . ? C2 C6 1.519(3) . ? C2 C3 1.536(3) . ? C2 H2A 0.9800 . ? C3 C4 1.505(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.504(3) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C7 C12 1.395(3) . ? C7 C8 1.407(3) . ? C8 C9 1.395(3) . ? C9 C10 1.373(4) . ? C9 H9 0.9300 . ? C10 C11 1.372(5) . ? C10 H10 0.9300 . ? C11 C12 1.379(4) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.508(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C16 1.499(6) . ? C14 C15 1.523(5) . ? C14 H14 0.9800 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C19 1.496(4) . ? C17 C18 1.507(4) . ? C17 C20 1.507(4) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? 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 S O3 119.01(11) . . ? O4 S N3 109.43(13) . . ? O3 S N3 105.34(11) . . ? O4 S C8 107.31(12) . . ? O3 S C8 108.46(10) . . ? N3 S C8 106.68(10) . . ? C1 O5 C17 122.21(17) . . ? C1 N1 C2 119.23(17) . . ? C1 N1 C5 123.02(16) . . ? C2 N1 C5 112.36(15) . . ? C6 N2 C7 126.82(18) . . ? C6 N2 H2 116.6 . . ? C7 N2 H2 116.6 . . ? C13 N3 S 120.75(19) . . ? C13 N3 H3 119.6 . . ? S N3 H3 119.6 . . ? O1 C1 O5 126.67(19) . . ? O1 C1 N1 123.19(18) . . ? O5 C1 N1 110.11(17) . . ? N1 C2 C6 115.45(16) . . ? N1 C2 C3 103.75(17) . . ? C6 C2 C3 111.78(18) . . ? N1 C2 H2A 108.5 . . ? C6 C2 H2A 108.5 . . ? C3 C2 H2A 108.5 . . ? C4 C3 C2 104.47(19) . . ? C4 C3 H3A 110.9 . . ? C2 C3 H3A 110.9 . . ? C4 C3 H3B 110.9 . . ? C2 C3 H3B 110.9 . . ? H3A C3 H3B 108.9 . . ? C5 C4 C3 105.39(19) . . ? C5 C4 H4A 110.7 . . ? C3 C4 H4A 110.7 . . ? C5 C4 H4B 110.7 . . ? C3 C4 H4B 110.7 . . ? H4A C4 H4B 108.8 . . ? N1 C5 C4 102.79(17) . . ? N1 C5 H5A 111.2 . . ? C4 C5 H5A 111.2 . . ? N1 C5 H5B 111.2 . . ? C4 C5 H5B 111.2 . . ? H5A C5 H5B 109.1 . . ? O2 C6 N2 124.5(2) . . ? O2 C6 C2 119.6(2) . . ? N2 C6 C2 115.80(17) . . ? C12 C7 N2 122.0(2) . . ? C12 C7 C8 118.5(2) . . ? N2 C7 C8 119.54(19) . . ? C9 C8 C7 120.2(2) . . ? C9 C8 S 119.00(19) . . ? C7 C8 S 120.80(16) . . ? C10 C9 C8 119.9(3) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C11 C10 C9 120.2(2) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C10 C11 C12 121.0(3) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C11 C12 C7 120.2(3) . . ? C11 C12 H12 119.9 . . ? C7 C12 H12 119.9 . . ? N3 C13 C14 112.8(2) . . ? N3 C13 H13A 109.0 . . ? C14 C13 H13A 109.0 . . ? N3 C13 H13B 109.0 . . ? C14 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? C16 C14 C13 114.4(3) . . ? C16 C14 C15 107.9(4) . . ? C13 C14 C15 109.2(3) . . ? C16 C14 H14 108.4 . . ? C13 C14 H14 108.4 . . ? C15 C14 H14 108.4 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O5 C17 C19 110.4(2) . . ? O5 C17 C18 108.53(18) . . ? C19 C17 C18 114.0(3) . . ? O5 C17 C20 101.9(2) . . ? C19 C17 C20 111.9(3) . . ? C18 C17 C20 109.3(3) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? 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 S N3 C13 -51.9(2) . . . . ? O3 S N3 C13 179.02(18) . . . . ? C8 S N3 C13 63.9(2) . . . . ? C17 O5 C1 O1 -3.2(3) . . . . ? C17 O5 C1 N1 178.70(18) . . . . ? C2 N1 C1 O1 23.7(3) . . . . ? C5 N1 C1 O1 175.8(2) . . . . ? C2 N1 C1 O5 -158.15(17) . . . . ? C5 N1 C1 O5 -6.1(3) . . . . ? C1 N1 C2 C6 -85.6(2) . . . . ? C5 N1 C2 C6 119.5(2) . . . . ? C1 N1 C2 C3 151.76(18) . . . . ? C5 N1 C2 C3 -3.1(2) . . . . ? N1 C2 C3 C4 22.3(2) . . . . ? C6 C2 C3 C4 -102.7(2) . . . . ? C2 C3 C4 C5 -33.6(3) . . . . ? C1 N1 C5 C4 -171.0(2) . . . . ? C2 N1 C5 C4 -17.2(2) . . . . ? C3 C4 C5 N1 30.9(2) . . . . ? C7 N2 C6 O2 -1.6(4) . . . . ? C7 N2 C6 C2 177.76(19) . . . . ? N1 C2 C6 O2 172.6(2) . . . . ? C3 C2 C6 O2 -69.1(3) . . . . ? N1 C2 C6 N2 -6.8(3) . . . . ? C3 C2 C6 N2 111.5(2) . . . . ? C6 N2 C7 C12 28.8(3) . . . . ? C6 N2 C7 C8 -151.9(2) . . . . ? C12 C7 C8 C9 2.2(3) . . . . ? N2 C7 C8 C9 -177.2(2) . . . . ? C12 C7 C8 S -175.20(19) . . . . ? N2 C7 C8 S 5.4(3) . . . . ? O4 S C8 C9 9.6(2) . . . . ? O3 S C8 C9 139.40(19) . . . . ? N3 S C8 C9 -107.6(2) . . . . ? O4 S C8 C7 -172.92(18) . . . . ? O3 S C8 C7 -43.2(2) . . . . ? N3 S C8 C7 69.88(18) . . . . ? C7 C8 C9 C10 -2.3(4) . . . . ? S C8 C9 C10 175.1(2) . . . . ? C8 C9 C10 C11 0.9(5) . . . . ? C9 C10 C11 C12 0.7(5) . . . . ? C10 C11 C12 C7 -0.7(5) . . . . ? N2 C7 C12 C11 178.7(2) . . . . ? C8 C7 C12 C11 -0.7(4) . . . . ? S N3 C13 C14 139.3(2) . . . . ? N3 C13 C14 C16 61.9(4) . . . . ? N3 C13 C14 C15 -177.0(3) . . . . ? C1 O5 C17 C19 -55.6(3) . . . . ? C1 O5 C17 C18 70.1(3) . . . . ? C1 O5 C17 C20 -174.6(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.443 _refine_diff_density_min -0.176 _refine_diff_density_rms 0.040 data_C11H17N3O3SCompound6 _database_code_depnum_ccdc_archive 'CCDC 910074' #TrackingRef '15290_web_deposit_cif_file_0_Dr.(Mrs.)VedavatiG.Puranik_1352358565.ALLOLfnl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H17 N3 O3 S' _chemical_formula_sum 'C11 H17 N3 O3 S' _chemical_formula_weight 271.34 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/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 12.6119(3) _cell_length_b 7.67880(10) _cell_length_c 15.0308(3) _cell_angle_alpha 90.00 _cell_angle_beta 113.2590(8) _cell_angle_gamma 90.00 _cell_volume 1337.34(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5390 _cell_measurement_theta_min 2.77 _cell_measurement_theta_max 28.24 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.348 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 0.247 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8981 _exptl_absorpt_correction_T_max 0.9887 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9599 _diffrn_reflns_av_R_equivalents 0.0196 _diffrn_reflns_av_sigmaI/netI 0.0172 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2351 _reflns_number_gt 2032 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL PyMOL and PLATON' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0526P)^2^+0.6204P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2351 _refine_ls_number_parameters 166 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0372 _refine_ls_wR_factor_ref 0.1035 _refine_ls_wR_factor_gt 0.0969 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S S 0.73466(4) 0.77591(6) 0.18753(3) 0.03952(17) Uani 1 1 d . . . O1 O 0.57850(13) 1.29534(19) 0.30176(11) 0.0534(4) Uani 1 1 d . . . O2 O 0.76636(13) 0.8432(2) 0.11277(10) 0.0553(4) Uani 1 1 d . . . O3 O 0.68266(13) 0.60623(19) 0.17467(11) 0.0546(4) Uani 1 1 d . . . N1 N 0.64193(13) 1.0361(2) 0.37100(10) 0.0385(4) Uani 1 1 d . . . H1N H 0.6689 0.9354 0.3660 0.046 Uiso 1 1 calc R . . N3 N 0.75376(17) 0.6481(3) 0.38527(14) 0.0593(5) Uani 1 1 d . . . H3A H 0.7525 0.6169 0.4398 0.071 Uiso 1 1 calc R . . H3B H 0.6926 0.6387 0.3330 0.071 Uiso 1 1 calc R . . N2 N 0.64439(13) 0.9005(2) 0.20791(11) 0.0361(4) Uani 1 1 d . . . H2N H 0.5906 0.8479 0.2189 0.043 Uiso 1 1 calc R . . C1 C 0.61583(14) 1.1480(2) 0.29876(13) 0.0350(4) Uani 1 1 d . . . C2 C 0.64081(15) 1.0928(2) 0.21048(13) 0.0350(4) Uani 1 1 d . . . C3 C 0.85898(16) 0.7760(3) 0.29566(14) 0.0423(5) Uani 1 1 d . . . C4 C 0.96027(18) 0.8473(3) 0.29508(18) 0.0565(6) Uani 1 1 d . . . H4A H 0.9626 0.8853 0.2371 0.068 Uiso 1 1 calc R . . C5 C 1.0567(2) 0.8617(4) 0.3796(2) 0.0730(8) Uani 1 1 d . . . H5 H 1.1239 0.9111 0.3795 0.088 Uiso 1 1 calc R . . C6 C 1.0526(2) 0.8020(4) 0.4647(2) 0.0789(8) Uani 1 1 d . . . H6 H 1.1178 0.8114 0.5220 0.095 Uiso 1 1 calc R . . C7 C 0.9538(2) 0.7289(4) 0.46636(18) 0.0666(7) Uani 1 1 d . . . H7 H 0.9534 0.6893 0.5247 0.080 Uiso 1 1 calc R . . C8 C 0.85400(18) 0.7132(3) 0.38172(15) 0.0476(5) Uani 1 1 d . . . C9 C 0.62575(19) 1.0802(3) 0.45863(14) 0.0526(5) Uani 1 1 d . . . H9A H 0.6657 1.1867 0.4849 0.079 Uiso 1 1 calc R . . H9B H 0.6559 0.9884 0.5052 0.079 Uiso 1 1 calc R . . H9C H 0.5449 1.0948 0.4438 0.079 Uiso 1 1 calc R . . C10 C 0.75613(19) 1.1769(3) 0.22456(18) 0.0519(5) Uani 1 1 d . . . H10A H 0.8154 1.1329 0.2828 0.078 Uiso 1 1 calc R . . H10B H 0.7504 1.3009 0.2295 0.078 Uiso 1 1 calc R . . H10C H 0.7751 1.1497 0.1702 0.078 Uiso 1 1 calc R . . C11 C 0.5450(2) 1.1581(3) 0.11814(15) 0.0561(6) Uani 1 1 d . . . H11A H 0.5621 1.1269 0.0634 0.084 Uiso 1 1 calc R . . H11B H 0.5393 1.2825 0.1210 0.084 Uiso 1 1 calc R . . H11C H 0.4731 1.1062 0.1117 0.084 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 S 0.0484(3) 0.0366(3) 0.0374(3) -0.00661(19) 0.0209(2) 0.0033(2) O1 0.0669(9) 0.0391(8) 0.0688(10) 0.0036(7) 0.0425(8) 0.0137(7) O2 0.0694(9) 0.0649(10) 0.0446(8) -0.0040(7) 0.0363(7) 0.0057(8) O3 0.0696(10) 0.0353(8) 0.0559(9) -0.0133(7) 0.0214(7) -0.0015(7) N1 0.0449(8) 0.0392(9) 0.0351(8) 0.0008(7) 0.0198(7) 0.0034(7) N3 0.0642(11) 0.0662(13) 0.0494(10) 0.0155(9) 0.0245(9) 0.0026(10) N2 0.0389(8) 0.0305(8) 0.0452(8) -0.0003(7) 0.0234(7) -0.0019(6) C1 0.0325(8) 0.0339(10) 0.0423(10) 0.0003(8) 0.0188(7) 0.0014(8) C2 0.0403(9) 0.0304(9) 0.0412(9) 0.0050(8) 0.0234(8) 0.0040(8) C3 0.0414(10) 0.0415(11) 0.0459(11) -0.0055(9) 0.0191(9) 0.0097(8) C4 0.0456(11) 0.0651(15) 0.0669(14) -0.0087(12) 0.0311(10) 0.0074(11) C5 0.0417(12) 0.088(2) 0.0880(19) -0.0186(16) 0.0246(12) 0.0037(13) C6 0.0474(14) 0.100(2) 0.0716(17) -0.0152(16) 0.0043(12) 0.0135(14) C7 0.0650(15) 0.0749(17) 0.0499(13) 0.0029(12) 0.0119(11) 0.0192(13) C8 0.0499(11) 0.0422(12) 0.0500(12) 0.0029(9) 0.0191(9) 0.0124(9) C9 0.0552(12) 0.0702(15) 0.0355(10) -0.0053(10) 0.0212(9) -0.0026(11) C10 0.0594(12) 0.0344(11) 0.0804(15) -0.0019(10) 0.0474(12) -0.0052(10) C11 0.0672(14) 0.0587(14) 0.0445(11) 0.0164(10) 0.0244(10) 0.0148(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 S O2 1.4301(14) . ? S O3 1.4369(15) . ? S N2 1.6063(15) . ? S C3 1.757(2) . ? O1 C1 1.233(2) . ? N1 C1 1.321(2) . ? N1 C9 1.450(2) . ? N1 H1N 0.8600 . ? N3 C8 1.380(3) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N2 C2 1.479(2) . ? N2 H2N 0.8600 . ? C1 C2 1.539(2) . ? C2 C11 1.521(3) . ? C2 C10 1.528(3) . ? C3 C4 1.393(3) . ? C3 C8 1.405(3) . ? C4 C5 1.373(3) . ? C4 H4A 0.9300 . ? C5 C6 1.378(4) . ? C5 H5 0.9300 . ? C6 C7 1.376(4) . ? C6 H6 0.9300 . ? C7 C8 1.397(3) . ? C7 H7 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? 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 S O3 118.45(9) . . ? O2 S N2 111.95(9) . . ? O3 S N2 104.21(8) . . ? O2 S C3 107.60(10) . . ? O3 S C3 108.54(9) . . ? N2 S C3 105.32(8) . . ? C1 N1 C9 121.03(17) . . ? C1 N1 H1N 119.5 . . ? C9 N1 H1N 119.5 . . ? C8 N3 H3A 120.0 . . ? C8 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C2 N2 S 129.12(12) . . ? C2 N2 H2N 115.4 . . ? S N2 H2N 115.4 . . ? O1 C1 N1 122.82(17) . . ? O1 C1 C2 119.69(16) . . ? N1 C1 C2 117.38(15) . . ? N2 C2 C11 109.09(16) . . ? N2 C2 C10 112.87(15) . . ? C11 C2 C10 110.92(17) . . ? N2 C2 C1 108.44(14) . . ? C11 C2 C1 109.65(15) . . ? C10 C2 C1 105.77(15) . . ? C4 C3 C8 121.01(19) . . ? C4 C3 S 118.68(17) . . ? C8 C3 S 120.23(15) . . ? C5 C4 C3 120.3(2) . . ? C5 C4 H4A 119.8 . . ? C3 C4 H4A 119.8 . . ? C4 C5 C6 119.2(2) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? C7 C6 C5 121.3(2) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C6 C7 C8 121.0(2) . . ? C6 C7 H7 119.5 . . ? C8 C7 H7 119.5 . . ? N3 C8 C7 120.4(2) . . ? N3 C8 C3 122.32(19) . . ? C7 C8 C3 117.2(2) . . ? N1 C9 H9A 109.5 . . ? N1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C2 C10 H10A 109.5 . . ? C2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C2 C11 H11A 109.5 . . ? C2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? 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 S N2 C2 -39.46(18) . . . . ? O3 S N2 C2 -168.65(15) . . . . ? C3 S N2 C2 77.19(17) . . . . ? C9 N1 C1 O1 1.1(3) . . . . ? C9 N1 C1 C2 177.41(16) . . . . ? S N2 C2 C11 104.50(17) . . . . ? S N2 C2 C10 -19.3(2) . . . . ? S N2 C2 C1 -136.12(14) . . . . ? O1 C1 C2 N2 -160.48(16) . . . . ? N1 C1 C2 N2 23.1(2) . . . . ? O1 C1 C2 C11 -41.5(2) . . . . ? N1 C1 C2 C11 142.16(18) . . . . ? O1 C1 C2 C10 78.2(2) . . . . ? N1 C1 C2 C10 -98.19(19) . . . . ? O2 S C3 C4 4.29(19) . . . . ? O3 S C3 C4 133.61(17) . . . . ? N2 S C3 C4 -115.27(17) . . . . ? O2 S C3 C8 -178.89(16) . . . . ? O3 S C3 C8 -49.57(18) . . . . ? N2 S C3 C8 61.54(18) . . . . ? C8 C3 C4 C5 -1.8(3) . . . . ? S C3 C4 C5 175.04(19) . . . . ? C3 C4 C5 C6 1.1(4) . . . . ? C4 C5 C6 C7 -0.2(4) . . . . ? C5 C6 C7 C8 -0.2(4) . . . . ? C6 C7 C8 N3 -176.6(2) . . . . ? C6 C7 C8 C3 -0.4(3) . . . . ? C4 C3 C8 N3 177.4(2) . . . . ? S C3 C8 N3 0.7(3) . . . . ? C4 C3 C8 C7 1.3(3) . . . . ? S C3 C8 C7 -175.41(17) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.296 _refine_diff_density_min -0.404 _refine_diff_density_rms 0.051 #===END