# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2011 data_publication_text _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 #TrackingRef 'Cpd-20a.cif' _publ_contact_author_name 'Rasika Dias' _publ_contact_author_address ;Department of Chemistry and Biochemistry The University of Texas at Arlington 700 Planetarium Place, Room 130 CPB Arlington, Texas 76019-0065, USA ; _publ_contact_author_email dias@uta.edu _publ_contact_author_phone 817-272-3813 _publ_contact_author_fax 817-272-3808 loop_ _publ_author_name _publ_author_address 'Rasika Dias' ;Department of Chemistry and Biochemistry The University of Texas at Arlington 700 Planetarium Place, Room 130 CPB Arlington, Texas 76019-0065, USA ; Y.He '' P.Krishnamoorthy '' H.Lima '' Y.Chen '' H.Wu '' R.Sivappa '' ; H.V.R.Dias ; '' data_Cpd-20a _database_code_depnum_ccdc_archive 'CCDC 791657' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common Compound-24A _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H30 N2 O' _chemical_formula_weight 482.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4283(16) _cell_length_b 10.252(2) _cell_length_c 14.872(4) _cell_angle_alpha 77.695(17) _cell_angle_beta 79.250(17) _cell_angle_gamma 71.711(14) _cell_volume 1322.4(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 38 _cell_measurement_theta_min 4.77 _cell_measurement_theta_max 12.42 _exptl_crystal_description parallelpipeds _exptl_crystal_colour colorless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.212 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 512 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9687 _exptl_absorpt_correction_T_max 0.9920 _exptl_absorpt_process_details PSI _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4124 _diffrn_reflns_av_R_equivalents 0.0301 _diffrn_reflns_av_sigmaI/netI 0.0483 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 22.50 _reflns_number_total 3391 _reflns_number_gt 2383 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens 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^)+(0.0513P)^2^+0.4981P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3391 _refine_ls_number_parameters 352 _refine_ls_number_restraints 29 _refine_ls_R_factor_all 0.0826 _refine_ls_R_factor_gt 0.0517 _refine_ls_wR_factor_ref 0.1313 _refine_ls_wR_factor_gt 0.1156 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.013 _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 N1 N 0.4282(2) 0.1444(2) 0.64641(15) 0.0419(6) Uani 1 1 d . . . N2 N 0.6302(2) 0.0907(2) 0.54126(16) 0.0527(6) Uani 1 1 d . . . O O 0.7077(12) -0.4488(11) 0.8034(6) 0.140(5) Uani 0.50 1 d PDU A 1 O' O 0.6540(11) -0.4687(9) 0.7758(5) 0.096(3) Uani 0.50 1 d PDU A 2 C1 C 0.5119(3) 0.1894(3) 0.56803(19) 0.0460(7) Uani 1 1 d . . . H1A H 0.4878 0.2806 0.5366 0.055 Uiso 1 1 calc R . . C2 C 0.6233(3) -0.0250(3) 0.60639(19) 0.0452(7) Uani 1 1 d . A . C3 C 0.7306(3) -0.1669(3) 0.6100(2) 0.0668(9) Uani 1 1 d D . . H3A H 0.8180 -0.1703 0.6369 0.080 Uiso 1 1 calc R B 1 H3B H 0.7642 -0.1874 0.5475 0.080 Uiso 1 1 calc R B 1 C4' C 0.6589(8) -0.2737(6) 0.6663(5) 0.0594(17) Uani 0.50 1 d PDU A 1 H4'A H 0.6007 -0.2983 0.6277 0.071 Uiso 0.50 1 calc PR A 1 C4 C 0.7214(8) -0.2427(7) 0.7017(5) 0.069(2) Uani 0.50 1 d PDU A 2 H4A H 0.7800 -0.2158 0.7389 0.083 Uiso 0.50 1 calc PR A 2 C5 C 0.7661(5) -0.4072(4) 0.7128(3) 0.1163(17) Uani 1 1 d D . . H5A H 0.7837 -0.4812 0.6773 0.140 Uiso 1 1 calc R A 1 H5B H 0.8621 -0.3910 0.7127 0.140 Uiso 1 1 calc R A 1 C6 C 0.5549(5) -0.3572(3) 0.8188(2) 0.0844(11) Uani 1 1 d D . . H6A H 0.5302 -0.3397 0.8823 0.101 Uiso 1 1 calc R A 1 H6B H 0.4821 -0.3978 0.8061 0.101 Uiso 1 1 calc R A 1 C7 C 0.5567(4) -0.2259(3) 0.7521(2) 0.0635(9) Uani 1 1 d D A . C8 C 0.4654(3) -0.0992(3) 0.7476(2) 0.0531(8) Uani 1 1 d . . . H8A H 0.3810 -0.0768 0.7913 0.064 Uiso 1 1 calc R A . C9 C 0.5016(3) 0.0042(3) 0.67155(19) 0.0425(7) Uani 1 1 d . A . C10 C 0.2930(3) 0.2277(2) 0.69951(17) 0.0404(7) Uani 1 1 d . . . C11 C 0.1550(3) 0.1810(2) 0.69496(17) 0.0398(6) Uani 1 1 d . . . C12 C 0.1619(3) 0.0772(3) 0.64628(18) 0.0462(7) Uani 1 1 d . . . H12A H 0.2543 0.0285 0.6181 0.055 Uiso 1 1 calc R . . C13 C 0.0325(3) 0.0460(3) 0.6395(2) 0.0583(8) Uani 1 1 d . . . H13A H 0.0389 -0.0240 0.6068 0.070 Uiso 1 1 calc R . . C14 C -0.1056(3) 0.1165(3) 0.6802(2) 0.0623(8) Uani 1 1 d . . . H14A H -0.1919 0.0940 0.6759 0.075 Uiso 1 1 calc R . . C15 C -0.1143(3) 0.2208(3) 0.7275(2) 0.0550(8) Uani 1 1 d . . . H15A H -0.2072 0.2697 0.7550 0.066 Uiso 1 1 calc R . . C16 C 0.0138(3) 0.2528(3) 0.73404(19) 0.0466(7) Uani 1 1 d . . . H16A H 0.0059 0.3246 0.7655 0.056 Uiso 1 1 calc R . . C17 C 0.2625(3) 0.3820(3) 0.65225(18) 0.0429(7) Uani 1 1 d . . . C18 C 0.1931(3) 0.4253(3) 0.5721(2) 0.0532(8) Uani 1 1 d . . . H18A H 0.1637 0.3618 0.5490 0.064 Uiso 1 1 calc R . . C19 C 0.1670(3) 0.5610(3) 0.5262(2) 0.0618(9) Uani 1 1 d . . . H19A H 0.1202 0.5879 0.4727 0.074 Uiso 1 1 calc R . . C20 C 0.2096(4) 0.6559(3) 0.5590(2) 0.0659(9) Uani 1 1 d . . . H20A H 0.1927 0.7471 0.5278 0.079 Uiso 1 1 calc R . . C21 C 0.2765(4) 0.6157(3) 0.6372(3) 0.0733(10) Uani 1 1 d . . . H21A H 0.3050 0.6803 0.6599 0.088 Uiso 1 1 calc R . . C22 C 0.3036(3) 0.4795(3) 0.6842(2) 0.0607(8) Uani 1 1 d . . . H22A H 0.3500 0.4540 0.7378 0.073 Uiso 1 1 calc R . . C23 C 0.3322(3) 0.2073(3) 0.79876(18) 0.0432(7) Uani 1 1 d . . . C24 C 0.2347(3) 0.1873(3) 0.87848(19) 0.0525(8) Uani 1 1 d . . . H24A H 0.1390 0.1839 0.8739 0.063 Uiso 1 1 calc R . . C25 C 0.2767(4) 0.1723(3) 0.9648(2) 0.0663(9) Uani 1 1 d . . . H25A H 0.2084 0.1606 1.0176 0.080 Uiso 1 1 calc R . . C26 C 0.4169(5) 0.1745(4) 0.9739(2) 0.0781(10) Uani 1 1 d . . . H26A H 0.4448 0.1640 1.0324 0.094 Uiso 1 1 calc R . . C27 C 0.5162(4) 0.1923(4) 0.8957(3) 0.0808(11) Uani 1 1 d . . . H27A H 0.6125 0.1935 0.9010 0.097 Uiso 1 1 calc R . . C28 C 0.4746(3) 0.2082(3) 0.8099(2) 0.0637(9) Uani 1 1 d . . . H28A H 0.5437 0.2200 0.7576 0.076 Uiso 1 1 calc R . . C29 C 0.1072(6) 0.6151(6) 0.8930(4) 0.1093(15) Uani 1 1 d . . . H29A H 0.0921 0.5461 0.8673 0.131 Uiso 1 1 calc R . . C30 C 0.0714(5) 0.7503(6) 0.8489(3) 0.1007(13) Uani 1 1 d . . . H30A H 0.0306 0.7737 0.7933 0.121 Uiso 1 1 calc R . . C31 C 0.0950(4) 0.8500(4) 0.8855(3) 0.0877(11) Uani 1 1 d . . . H31A H 0.0713 0.9418 0.8551 0.105 Uiso 1 1 calc R . . C32 C 0.1535(5) 0.8161(4) 0.9669(3) 0.0897(11) Uani 1 1 d . . . H32A H 0.1695 0.8849 0.9923 0.108 Uiso 1 1 calc R . . C33 C 0.1886(4) 0.6822(5) 1.0115(3) 0.0926(12) Uani 1 1 d . . . H33A H 0.2289 0.6590 1.0673 0.111 Uiso 1 1 calc R . . C34 C 0.1649(5) 0.5827(5) 0.9744(4) 0.1003(13) Uani 1 1 d . . . H34A H 0.1883 0.4911 1.0051 0.120 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 N1 0.0365(12) 0.0367(13) 0.0473(14) -0.0050(10) -0.0015(11) -0.0067(10) N2 0.0455(14) 0.0498(15) 0.0578(15) -0.0118(13) 0.0055(12) -0.0119(12) O 0.209(11) 0.066(6) 0.069(6) 0.004(4) -0.021(6) 0.061(6) O' 0.154(7) 0.043(3) 0.058(5) -0.002(3) 0.007(5) 0.002(4) C1 0.0421(16) 0.0419(16) 0.0504(18) -0.0060(14) 0.0023(14) -0.0126(14) C2 0.0377(16) 0.0418(17) 0.0552(18) -0.0112(15) -0.0053(14) -0.0082(13) C3 0.0558(19) 0.055(2) 0.077(2) -0.0153(18) -0.0024(17) 0.0003(16) C4' 0.076(5) 0.041(4) 0.056(4) -0.011(3) -0.007(4) -0.009(3) C4 0.069(5) 0.048(4) 0.076(5) -0.012(4) -0.025(4) 0.014(3) C5 0.137(4) 0.050(2) 0.110(4) 0.001(2) 0.007(3) 0.023(2) C6 0.122(3) 0.045(2) 0.070(2) -0.0035(18) -0.014(2) -0.003(2) C7 0.075(2) 0.0426(19) 0.0563(19) -0.0023(15) -0.0048(16) 0.0006(17) C8 0.0520(18) 0.0471(19) 0.0517(18) -0.0042(14) -0.0002(14) -0.0085(15) C9 0.0341(15) 0.0382(16) 0.0513(17) -0.0064(13) -0.0058(13) -0.0054(12) C10 0.0347(15) 0.0360(15) 0.0459(16) -0.0074(12) 0.0001(12) -0.0064(12) C11 0.0365(15) 0.0328(14) 0.0473(16) -0.0025(13) -0.0065(13) -0.0081(12) C12 0.0444(17) 0.0412(16) 0.0508(17) -0.0105(13) -0.0056(13) -0.0078(13) C13 0.062(2) 0.0540(18) 0.067(2) -0.0171(16) -0.0158(17) -0.0191(16) C14 0.051(2) 0.061(2) 0.082(2) -0.0087(18) -0.0170(17) -0.0239(16) C15 0.0371(17) 0.0517(18) 0.073(2) -0.0081(16) -0.0040(14) -0.0111(14) C16 0.0421(17) 0.0383(15) 0.0578(18) -0.0097(13) -0.0038(13) -0.0097(13) C17 0.0393(15) 0.0377(15) 0.0489(17) -0.0080(13) -0.0014(13) -0.0092(12) C18 0.0555(18) 0.0421(18) 0.061(2) -0.0066(15) -0.0103(16) -0.0114(14) C19 0.066(2) 0.048(2) 0.063(2) 0.0041(16) -0.0121(17) -0.0107(16) C20 0.071(2) 0.0434(18) 0.074(2) 0.0000(17) 0.0049(19) -0.0180(17) C21 0.099(3) 0.050(2) 0.080(3) -0.0143(19) -0.006(2) -0.0358(19) C22 0.076(2) 0.0492(19) 0.064(2) -0.0070(16) -0.0143(17) -0.0250(16) C23 0.0421(17) 0.0372(15) 0.0493(17) -0.0075(13) -0.0058(14) -0.0099(12) C24 0.0507(18) 0.0572(19) 0.0496(19) -0.0107(14) -0.0042(15) -0.0157(15) C25 0.076(2) 0.073(2) 0.048(2) -0.0124(16) -0.0028(17) -0.0206(18) C26 0.099(3) 0.082(3) 0.061(2) -0.0129(19) -0.031(2) -0.025(2) C27 0.071(2) 0.109(3) 0.074(3) -0.007(2) -0.026(2) -0.038(2) C28 0.052(2) 0.084(2) 0.059(2) -0.0054(17) -0.0120(16) -0.0265(17) C29 0.136(4) 0.106(4) 0.105(4) -0.046(3) 0.006(3) -0.055(3) C30 0.109(3) 0.133(4) 0.066(3) -0.013(3) -0.008(2) -0.048(3) C31 0.089(3) 0.080(3) 0.087(3) 0.008(2) -0.007(2) -0.031(2) C32 0.101(3) 0.080(3) 0.097(3) -0.015(2) -0.013(3) -0.037(2) C33 0.100(3) 0.098(3) 0.077(3) 0.000(3) -0.016(2) -0.030(3) C34 0.111(3) 0.075(3) 0.105(4) -0.006(3) 0.003(3) -0.028(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 N1 C1 1.360(3) . ? N1 C9 1.389(3) . ? N1 C10 1.485(3) . ? N2 C1 1.313(3) . ? N2 C2 1.373(3) . ? O C5 1.388(10) . ? O C6 1.459(10) . ? O' C6 1.417(9) . ? O' C5 1.480(10) . ? C1 H1A 0.9300 . ? C2 C9 1.355(3) . ? C2 C3 1.485(4) . ? C3 C4 1.420(7) . ? C3 C4' 1.490(7) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4' C7 1.520(7) . ? C4' C5 1.537(7) . ? C4' H4'A 0.9800 . ? C4 C7 1.567(8) . ? C4 C5 1.585(7) . ? C4 H4A 0.9800 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.495(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.309(4) . ? C8 C9 1.446(4) . ? C8 H8A 0.9300 . ? C10 C11 1.537(4) . ? C10 C23 1.544(4) . ? C10 C17 1.548(4) . ? C11 C12 1.388(3) . ? C11 C16 1.390(3) . ? C12 C13 1.381(4) . ? C12 H12A 0.9300 . ? C13 C14 1.373(4) . ? C13 H13A 0.9300 . ? C14 C15 1.373(4) . ? C14 H14A 0.9300 . ? C15 C16 1.372(4) . ? C15 H15A 0.9300 . ? C16 H16A 0.9300 . ? C17 C22 1.374(4) . ? C17 C18 1.388(4) . ? C18 C19 1.380(4) . ? C18 H18A 0.9300 . ? C19 C20 1.365(4) . ? C19 H19A 0.9300 . ? C20 C21 1.352(5) . ? C20 H20A 0.9300 . ? C21 C22 1.389(4) . ? C21 H21A 0.9300 . ? C22 H22A 0.9300 . ? C23 C24 1.379(4) . ? C23 C28 1.386(4) . ? C24 C25 1.377(4) . ? C24 H24A 0.9300 . ? C25 C26 1.361(5) . ? C25 H25A 0.9300 . ? C26 C27 1.368(5) . ? C26 H26A 0.9300 . ? C27 C28 1.366(4) . ? C27 H27A 0.9300 . ? C28 H28A 0.9300 . ? C29 C34 1.354(6) . ? C29 C30 1.366(6) . ? C29 H29A 0.9300 . ? C30 C31 1.348(5) . ? C30 H30A 0.9300 . ? C31 C32 1.356(5) . ? C31 H31A 0.9300 . ? C32 C33 1.358(5) . ? C32 H32A 0.9300 . ? C33 C34 1.350(5) . ? C33 H33A 0.9300 . ? C34 H34A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C9 105.6(2) . . ? C1 N1 C10 128.1(2) . . ? C9 N1 C10 126.1(2) . . ? C1 N2 C2 104.3(2) . . ? C5 O C6 107.1(6) . . ? C6 O' C5 104.5(6) . . ? N2 C1 N1 113.1(2) . . ? N2 C1 H1A 123.5 . . ? N1 C1 H1A 123.5 . . ? C9 C2 N2 111.3(2) . . ? C9 C2 C3 121.5(3) . . ? N2 C2 C3 127.2(2) . . ? C4 C3 C2 110.4(3) . . ? C4 C3 C4' 40.7(3) . . ? C2 C3 C4' 111.0(3) . . ? C4 C3 H3A 71.9 . . ? C2 C3 H3A 109.4 . . ? C4' C3 H3A 109.4 . . ? C4 C3 H3B 137.4 . . ? C2 C3 H3B 109.4 . . ? C4' C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? C3 C4' C7 113.1(4) . . ? C3 C4' C5 116.0(5) . . ? C7 C4' C5 99.3(4) . . ? C3 C4' H4'A 109.4 . . ? C7 C4' H4'A 109.4 . . ? C5 C4' H4'A 109.4 . . ? C3 C4 C7 114.3(5) . . ? C3 C4 C5 117.2(5) . . ? C7 C4 C5 95.3(5) . . ? C3 C4 H4A 109.7 . . ? C7 C4 H4A 109.7 . . ? C5 C4 H4A 109.7 . . ? O C5 O' 32.3(6) . . ? O C5 C4' 111.7(5) . . ? O' C5 C4' 99.4(5) . . ? O C5 C4 104.1(6) . . ? O' C5 C4 113.4(5) . . ? C4' C5 C4 37.9(3) . . ? O C5 H5A 109.3 . . ? O' C5 H5A 86.8 . . ? C4' C5 H5A 109.3 . . ? C4 C5 H5A 141.4 . . ? O C5 H5B 109.3 . . ? O' C5 H5B 140.3 . . ? C4' C5 H5B 109.3 . . ? C4 C5 H5B 77.9 . . ? H5A C5 H5B 107.9 . . ? O' C6 O 32.4(6) . . ? O' C6 C7 107.0(4) . . ? O C6 C7 104.4(5) . . ? O' C6 H6A 133.9 . . ? O C6 H6A 110.9 . . ? C7 C6 H6A 110.9 . . ? O' C6 H6B 80.3 . . ? O C6 H6B 110.9 . . ? C7 C6 H6B 110.9 . . ? H6A C6 H6B 108.9 . . ? C8 C7 C6 132.0(3) . . ? C8 C7 C4' 120.4(3) . . ? C6 C7 C4' 104.8(3) . . ? C8 C7 C4 117.1(3) . . ? C6 C7 C4 108.0(3) . . ? C4' C7 C4 38.4(3) . . ? C7 C8 C9 117.1(3) . . ? C7 C8 H8A 121.5 . . ? C9 C8 H8A 121.5 . . ? C2 C9 N1 105.6(2) . . ? C2 C9 C8 123.0(2) . . ? N1 C9 C8 131.3(2) . . ? N1 C10 C11 109.7(2) . . ? N1 C10 C23 106.09(19) . . ? C11 C10 C23 113.9(2) . . ? N1 C10 C17 108.11(19) . . ? C11 C10 C17 107.5(2) . . ? C23 C10 C17 111.4(2) . . ? C12 C11 C16 117.5(2) . . ? C12 C11 C10 123.0(2) . . ? C16 C11 C10 119.3(2) . . ? C13 C12 C11 120.4(3) . . ? C13 C12 H12A 119.8 . . ? C11 C12 H12A 119.8 . . ? C14 C13 C12 121.1(3) . . ? C14 C13 H13A 119.5 . . ? C12 C13 H13A 119.5 . . ? C13 C14 C15 119.1(3) . . ? C13 C14 H14A 120.5 . . ? C15 C14 H14A 120.5 . . ? C16 C15 C14 120.1(3) . . ? C16 C15 H15A 119.9 . . ? C14 C15 H15A 119.9 . . ? C15 C16 C11 121.8(3) . . ? C15 C16 H16A 119.1 . . ? C11 C16 H16A 119.1 . . ? C22 C17 C18 117.5(3) . . ? C22 C17 C10 123.5(3) . . ? C18 C17 C10 119.1(2) . . ? C19 C18 C17 121.2(3) . . ? C19 C18 H18A 119.4 . . ? C17 C18 H18A 119.4 . . ? C20 C19 C18 120.3(3) . . ? C20 C19 H19A 119.8 . . ? C18 C19 H19A 119.8 . . ? C21 C20 C19 119.3(3) . . ? C21 C20 H20A 120.4 . . ? C19 C20 H20A 120.4 . . ? C20 C21 C22 121.1(3) . . ? C20 C21 H21A 119.5 . . ? C22 C21 H21A 119.5 . . ? C17 C22 C21 120.7(3) . . ? C17 C22 H22A 119.7 . . ? C21 C22 H22A 119.7 . . ? C24 C23 C28 116.9(3) . . ? C24 C23 C10 124.4(2) . . ? C28 C23 C10 118.8(2) . . ? C25 C24 C23 121.1(3) . . ? C25 C24 H24A 119.4 . . ? C23 C24 H24A 119.4 . . ? C26 C25 C24 120.8(3) . . ? C26 C25 H25A 119.6 . . ? C24 C25 H25A 119.6 . . ? C25 C26 C27 119.0(3) . . ? C25 C26 H26A 120.5 . . ? C27 C26 H26A 120.5 . . ? C28 C27 C26 120.3(3) . . ? C28 C27 H27A 119.8 . . ? C26 C27 H27A 119.8 . . ? C27 C28 C23 121.8(3) . . ? C27 C28 H28A 119.1 . . ? C23 C28 H28A 119.1 . . ? C34 C29 C30 119.3(4) . . ? C34 C29 H29A 120.4 . . ? C30 C29 H29A 120.4 . . ? C31 C30 C29 120.3(4) . . ? C31 C30 H30A 119.9 . . ? C29 C30 H30A 119.9 . . ? C30 C31 C32 119.9(4) . . ? C30 C31 H31A 120.1 . . ? C32 C31 H31A 120.1 . . ? C31 C32 C33 120.2(4) . . ? C31 C32 H32A 119.9 . . ? C33 C32 H32A 119.9 . . ? C34 C33 C32 119.7(4) . . ? C34 C33 H33A 120.2 . . ? C32 C33 H33A 120.2 . . ? C33 C34 C29 120.7(4) . . ? C33 C34 H34A 119.7 . . ? C29 C34 H34A 119.7 . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.253 _refine_diff_density_min -0.179 _refine_diff_density_rms 0.034 # Attachment 'Cpd-62.cif' data_dias26a _database_code_depnum_ccdc_archive 'CCDC 791658' #TrackingRef 'Cpd-62.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Compound-66 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H26 N4 O3 S' _chemical_formula_weight 450.55 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 Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 10.5806(5) _cell_length_b 10.1271(5) _cell_length_c 40.3707(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4325.8(4) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6847 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 28.28 _exptl_crystal_description flat _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.384 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904 _exptl_absorpt_coefficient_mu 0.185 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9518 _exptl_absorpt_correction_T_max 0.9919 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37336 _diffrn_reflns_av_R_equivalents 0.0350 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -53 _diffrn_reflns_limit_l_max 53 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 28.26 _reflns_number_total 10497 _reflns_number_gt 9418 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _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. Crystals show Racemic Twinning. ; _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^)+(0.0437P)^2^+1.4822P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.47(5) _refine_ls_number_reflns 10497 _refine_ls_number_parameters 786 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0500 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.0950 _refine_ls_wR_factor_gt 0.0916 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _refine_ls_shift/su_max 0.017 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S2 S 0.37279(5) 0.48439(5) 0.208845(15) 0.01468(11) Uani 1 1 d . . . O1B O 0.31500(15) 0.38161(16) 0.22770(4) 0.0205(4) Uani 1 1 d . . . O2B O 0.29959(15) 0.56973(15) 0.18829(4) 0.0188(3) Uani 1 1 d . . . N1B N 0.45547(18) 0.57164(19) 0.23387(5) 0.0174(4) Uani 1 1 d . . . S1 S 0.89862(5) -0.01607(5) 0.277924(13) 0.01475(11) Uani 1 1 d . . . O1A O 0.95587(15) -0.11876(17) 0.25864(4) 0.0215(4) Uani 1 1 d . . . O2A O 0.97181(15) 0.06915(16) 0.29849(4) 0.0193(3) Uani 1 1 d . . . N1A N 0.81520(18) 0.07117(19) 0.25297(5) 0.0169(4) Uani 1 1 d . . . C1A C 0.7463(2) 0.0062(3) 0.22603(7) 0.0228(5) Uani 1 1 d . . . H1A H 0.660(3) -0.020(3) 0.2304(8) 0.036(9) Uiso 1 1 d . . . H1B H 0.737(3) 0.062(3) 0.2072(8) 0.032(8) Uiso 1 1 d . . . H1C H 0.793(3) -0.068(3) 0.2165(8) 0.035(8) Uiso 1 1 d . . . C2A C 0.7576(2) 0.1944(2) 0.26550(6) 0.0195(5) Uani 1 1 d . . . H2A H 0.810(2) 0.231(2) 0.2808(6) 0.010(6) Uiso 1 1 d . . . H2B H 0.676(3) 0.185(3) 0.2759(7) 0.020(6) Uiso 1 1 d . . . H2C H 0.750(2) 0.251(3) 0.2469(7) 0.022(7) Uiso 1 1 d . . . N2A N 0.80127(17) -0.09821(18) 0.30419(5) 0.0146(4) Uani 1 1 d . . . C3A C 0.7446(2) -0.2165(2) 0.29532(6) 0.0170(4) Uani 1 1 d . . . H3A H 0.749(2) -0.241(2) 0.2729(6) 0.003(5) Uiso 1 1 d . . . N3A N 0.69715(19) -0.27906(18) 0.32054(5) 0.0185(4) Uani 1 1 d . . . C4A C 0.7239(2) -0.2008(2) 0.34789(6) 0.0150(4) Uani 1 1 d . . . C5A C 0.7872(2) -0.0885(2) 0.33908(6) 0.0149(4) Uani 1 1 d . . . C6A C 0.8313(2) 0.0226(2) 0.36136(6) 0.0152(4) Uani 1 1 d . . . H6A H 0.924(2) 0.032(2) 0.3604(6) 0.004(5) Uiso 1 1 d . . . C7A C 0.7719(2) 0.1554(2) 0.35283(5) 0.0153(4) Uani 1 1 d . . . C8A C 0.8454(2) 0.2705(2) 0.35157(6) 0.0190(5) Uani 1 1 d . . . H8A H 0.936(2) 0.262(2) 0.3569(6) 0.013(6) Uiso 1 1 d . . . C9A C 0.7895(2) 0.3910(2) 0.34370(6) 0.0202(5) Uani 1 1 d . . . H9A H 0.840(3) 0.465(3) 0.3439(8) 0.035(8) Uiso 1 1 d . . . C10A C 0.6606(2) 0.3990(2) 0.33715(6) 0.0206(5) Uani 1 1 d . . . H10A H 0.626(2) 0.484(2) 0.3321(7) 0.011(6) Uiso 1 1 d . . . C11A C 0.5873(2) 0.2852(2) 0.33815(6) 0.0191(5) Uani 1 1 d . . . H11A H 0.497(3) 0.291(3) 0.3330(6) 0.017(7) Uiso 1 1 d . . . C12A C 0.6431(2) 0.1640(2) 0.34609(6) 0.0169(5) Uani 1 1 d . . . H12A H 0.596(2) 0.093(2) 0.3468(5) 0.003(5) Uiso 1 1 d . . . C13A C 0.7982(2) -0.0217(2) 0.39703(6) 0.0166(4) Uani 1 1 d . . . H13A H 0.715(3) 0.006(3) 0.4045(7) 0.017(7) Uiso 1 1 d . . . C14A C 0.8846(2) 0.0297(3) 0.42450(6) 0.0234(5) Uani 1 1 d . . . O3A O 0.94309(19) 0.13417(19) 0.42486(5) 0.0316(4) Uani 1 1 d . . . N4A N 0.8874(2) -0.0643(2) 0.44832(5) 0.0256(5) Uani 1 1 d . . . C16A C 0.9667(3) -0.0568(3) 0.47793(7) 0.0296(6) Uani 1 1 d . . . H16A H 1.033(3) -0.129(3) 0.4786(7) 0.025(7) Uiso 1 1 d . . . H16B H 1.014(3) 0.031(3) 0.4760(8) 0.031(8) Uiso 1 1 d . . . C17A C 0.8909(2) -0.0533(2) 0.50974(6) 0.0209(5) Uani 1 1 d . . . C18A C 0.8064(3) 0.0472(3) 0.51579(7) 0.0288(6) Uani 1 1 d . . . H18A H 0.794(3) 0.110(3) 0.4989(7) 0.028(7) Uiso 1 1 d . . . C19A C 0.7385(3) 0.0510(3) 0.54554(8) 0.0308(6) Uani 1 1 d . . . H19A H 0.681(3) 0.113(3) 0.5499(7) 0.029(8) Uiso 1 1 d . . . C20A C 0.7560(3) -0.0472(3) 0.56911(7) 0.0285(6) Uani 1 1 d . . . H20A H 0.709(3) -0.046(3) 0.5892(7) 0.028(7) Uiso 1 1 d . . . C21A C 0.8421(2) -0.1478(3) 0.56314(6) 0.0250(5) Uani 1 1 d . . . H21A H 0.861(3) -0.218(3) 0.5806(8) 0.039(8) Uiso 1 1 d . . . C22A C 0.9080(2) -0.1523(2) 0.53342(6) 0.0225(5) Uani 1 1 d . . . H22A H 0.968(2) -0.221(3) 0.5298(6) 0.016(6) Uiso 1 1 d . . . C23A C 0.8093(2) -0.1800(3) 0.44035(6) 0.0220(5) Uani 1 1 d . . . H23A H 0.722(3) -0.170(3) 0.4503(7) 0.023(7) Uiso 1 1 d . . . H23B H 0.846(3) -0.256(3) 0.4499(8) 0.030(8) Uiso 1 1 d . . . C24A C 0.8049(2) -0.1713(2) 0.40268(6) 0.0167(4) Uani 1 1 d . . . H24A H 0.887(3) -0.200(3) 0.3953(7) 0.020(7) Uiso 1 1 d . . . C25A C 0.7029(2) -0.2432(2) 0.38303(6) 0.0193(5) Uani 1 1 d . . . H25A H 0.620(3) -0.219(3) 0.3904(7) 0.024(7) Uiso 1 1 d . . . H25B H 0.713(2) -0.341(3) 0.3844(7) 0.019(7) Uiso 1 1 d . . . C1B C 0.5247(2) 0.5053(3) 0.26094(7) 0.0244(6) Uani 1 1 d . . . H1D H 0.603(3) 0.472(3) 0.2521(9) 0.042(9) Uiso 1 1 d . . . H1E H 0.477(2) 0.427(2) 0.2675(6) 0.006(6) Uiso 1 1 d . . . H1F H 0.535(3) 0.574(3) 0.2808(8) 0.028(7) Uiso 1 1 d . . . C2B C 0.5135(2) 0.6950(2) 0.22191(6) 0.0193(5) Uani 1 1 d . . . H2D H 0.456(3) 0.737(3) 0.2041(7) 0.024(7) Uiso 1 1 d . . . H2E H 0.520(3) 0.759(3) 0.2417(8) 0.027(7) Uiso 1 1 d . . . H2F H 0.592(3) 0.677(3) 0.2132(7) 0.022(7) Uiso 1 1 d . . . N2B N 0.46962(17) 0.40204(17) 0.18230(5) 0.0144(4) Uani 1 1 d . . . C3B C 0.5255(2) 0.2830(2) 0.19142(6) 0.0174(5) Uani 1 1 d . . . H3B H 0.525(2) 0.246(2) 0.2123(7) 0.012(6) Uiso 1 1 d . . . N3B N 0.57326(18) 0.22041(18) 0.16615(5) 0.0178(4) Uani 1 1 d . . . C4B C 0.5464(2) 0.2991(2) 0.13874(6) 0.0149(5) Uani 1 1 d . . . C5B C 0.4836(2) 0.4117(2) 0.14764(6) 0.0148(4) Uani 1 1 d . . . C6B C 0.4396(2) 0.5223(2) 0.12541(6) 0.0142(4) Uani 1 1 d . . . H6B H 0.350(3) 0.529(3) 0.1272(7) 0.024(7) Uiso 1 1 d . . . C7B C 0.4997(2) 0.6552(2) 0.13423(6) 0.0143(4) Uani 1 1 d . . . C8B C 0.4290(2) 0.7708(2) 0.13470(6) 0.0187(5) Uani 1 1 d . . . H8B H 0.343(3) 0.769(3) 0.1308(7) 0.027(7) Uiso 1 1 d . . . C9B C 0.4851(2) 0.8913(2) 0.14268(6) 0.0208(5) Uani 1 1 d . . . H9B H 0.428(3) 0.971(3) 0.1421(7) 0.022(7) Uiso 1 1 d . . . C10B C 0.6135(2) 0.8975(2) 0.15017(6) 0.0188(5) Uani 1 1 d . . . H10B H 0.648(3) 0.979(3) 0.1549(8) 0.031(8) Uiso 1 1 d . . . C11B C 0.6853(2) 0.7825(2) 0.14953(6) 0.0180(4) Uani 1 1 d . . . H11B H 0.776(3) 0.784(3) 0.1536(7) 0.020(7) Uiso 1 1 d . . . C12B C 0.6289(2) 0.6620(2) 0.14187(6) 0.0163(4) Uani 1 1 d . . . H12B H 0.682(2) 0.584(3) 0.1430(6) 0.016(6) Uiso 1 1 d . . . C13B C 0.4740(2) 0.4786(2) 0.08964(6) 0.0148(4) Uani 1 1 d . . . H13B H 0.556(2) 0.509(2) 0.0862(6) 0.004(5) Uiso 1 1 d . . . C14B C 0.3879(2) 0.5308(2) 0.06217(6) 0.0181(5) Uani 1 1 d . . . O3B O 0.32878(17) 0.63462(17) 0.06179(4) 0.0252(4) Uani 1 1 d . . . N4B N 0.38808(19) 0.4385(2) 0.03767(5) 0.0211(4) Uani 1 1 d . . . C16B C 0.3056(2) 0.4468(3) 0.00869(6) 0.0240(5) Uani 1 1 d . . . H16C H 0.240(3) 0.507(2) 0.0132(7) 0.013(6) Uiso 1 1 d . . . H16D H 0.272(3) 0.355(3) 0.0048(7) 0.029(8) Uiso 1 1 d . . . C17B C 0.3707(2) 0.4877(2) -0.02320(6) 0.0205(5) Uani 1 1 d . . . C18B C 0.3349(3) 0.6032(3) -0.03941(7) 0.0287(5) Uani 1 1 d . . . H18B H 0.274(3) 0.658(3) -0.0281(7) 0.031(8) Uiso 1 1 d . . . C19B C 0.3879(3) 0.6365(3) -0.07008(7) 0.0332(6) Uani 1 1 d . . . H19B H 0.349(4) 0.704(4) -0.0813(9) 0.056(11) Uiso 1 1 d . . . C20B C 0.4797(3) 0.5564(3) -0.08391(7) 0.0265(5) Uani 1 1 d . . . H20B H 0.512(3) 0.575(3) -0.1060(7) 0.027(7) Uiso 1 1 d . . . C21B C 0.5179(2) 0.4423(3) -0.06772(6) 0.0247(5) Uani 1 1 d . . . H21B H 0.583(3) 0.386(3) -0.0783(7) 0.029(7) Uiso 1 1 d . . . C22B C 0.4624(2) 0.4081(2) -0.03766(6) 0.0241(5) Uani 1 1 d . . . H22B H 0.489(3) 0.329(3) -0.0256(8) 0.043(9) Uiso 1 1 d . . . C23B C 0.4641(2) 0.3204(2) 0.04587(6) 0.0192(5) Uani 1 1 d . . . H23C H 0.423(2) 0.243(3) 0.0368(6) 0.014(6) Uiso 1 1 d . . . H23D H 0.547(3) 0.323(3) 0.0357(7) 0.022(7) Uiso 1 1 d . . . C24B C 0.4667(2) 0.3288(2) 0.08370(6) 0.0174(4) Uani 1 1 d . . . H24B H 0.376(3) 0.299(3) 0.0904(7) 0.026(7) Uiso 1 1 d . . . C25B C 0.5677(2) 0.2560(2) 0.10338(6) 0.0180(5) Uani 1 1 d . . . H25C H 0.561(3) 0.163(3) 0.1011(7) 0.027(7) Uiso 1 1 d . . . H25D H 0.657(3) 0.281(3) 0.0956(7) 0.032(8) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S2 0.0123(2) 0.0145(2) 0.0172(3) 0.0003(2) 0.00113(19) 0.0030(2) O1B 0.0165(8) 0.0232(8) 0.0219(9) 0.0028(7) 0.0042(6) -0.0029(7) O2B 0.0153(8) 0.0211(8) 0.0200(8) -0.0001(7) -0.0002(6) 0.0021(6) N1B 0.0186(10) 0.0170(9) 0.0166(10) -0.0026(8) -0.0023(7) 0.0001(8) S1 0.0128(2) 0.0164(2) 0.0151(3) -0.0002(2) 0.0008(2) 0.0019(2) O1A 0.0194(8) 0.0247(9) 0.0205(9) -0.0040(7) 0.0024(6) 0.0023(7) O2A 0.0163(8) 0.0220(8) 0.0196(8) -0.0003(7) -0.0010(6) -0.0037(7) N1A 0.0184(9) 0.0172(9) 0.0152(9) -0.0004(8) -0.0012(7) 0.0002(7) C1A 0.0261(13) 0.0250(13) 0.0174(13) -0.0051(10) -0.0059(10) -0.0019(11) C2A 0.0194(12) 0.0191(11) 0.0199(12) 0.0020(10) -0.0003(10) -0.0003(10) N2A 0.0148(9) 0.0127(9) 0.0165(9) 0.0003(7) 0.0006(7) -0.0014(7) C3A 0.0168(10) 0.0138(10) 0.0205(12) -0.0042(9) -0.0004(9) 0.0009(9) N3A 0.0201(10) 0.0144(9) 0.0211(10) -0.0029(8) 0.0003(8) 0.0004(7) C4A 0.0169(11) 0.0118(10) 0.0163(11) -0.0014(9) 0.0002(8) -0.0006(8) C5A 0.0146(10) 0.0142(10) 0.0160(11) 0.0018(9) -0.0012(8) 0.0014(8) C6A 0.0169(10) 0.0123(10) 0.0164(11) -0.0008(9) 0.0000(8) -0.0036(9) C7A 0.0177(11) 0.0155(10) 0.0128(10) -0.0013(8) 0.0027(8) 0.0011(8) C8A 0.0196(11) 0.0168(11) 0.0208(12) -0.0008(9) -0.0028(9) -0.0007(9) C9A 0.0263(12) 0.0133(10) 0.0209(12) 0.0005(9) -0.0025(9) -0.0029(9) C10A 0.0286(12) 0.0130(10) 0.0201(12) 0.0003(9) 0.0010(10) 0.0036(9) C11A 0.0190(11) 0.0181(11) 0.0202(12) -0.0018(9) 0.0006(9) 0.0025(9) C12A 0.0194(11) 0.0115(10) 0.0197(12) -0.0017(9) 0.0007(9) -0.0035(9) C13A 0.0161(10) 0.0129(9) 0.0209(12) 0.0012(9) 0.0008(9) 0.0002(9) C14A 0.0261(12) 0.0267(13) 0.0176(13) -0.0019(11) 0.0014(9) -0.0052(10) O3A 0.0444(12) 0.0296(10) 0.0206(9) 0.0032(8) -0.0043(8) -0.0179(9) N4A 0.0337(12) 0.0284(12) 0.0148(10) 0.0040(9) -0.0048(8) -0.0084(9) C16A 0.0278(14) 0.0418(16) 0.0190(13) 0.0044(12) -0.0046(10) -0.0089(12) C17A 0.0195(11) 0.0231(12) 0.0201(12) 0.0010(10) -0.0058(9) -0.0066(9) C18A 0.0349(15) 0.0208(12) 0.0308(14) 0.0059(11) -0.0097(11) -0.0012(11) C19A 0.0248(13) 0.0256(13) 0.0418(16) -0.0102(12) -0.0078(11) 0.0056(11) C20A 0.0239(13) 0.0349(15) 0.0266(14) -0.0083(12) -0.0005(11) -0.0039(11) C21A 0.0267(13) 0.0262(12) 0.0223(12) 0.0035(10) -0.0014(10) -0.0025(10) C22A 0.0229(12) 0.0215(11) 0.0232(12) -0.0006(9) -0.0045(9) 0.0022(10) C23A 0.0239(13) 0.0208(12) 0.0213(13) 0.0057(10) -0.0015(10) -0.0026(10) C24A 0.0183(11) 0.0168(10) 0.0149(11) 0.0014(9) 0.0020(8) -0.0003(9) C25A 0.0225(12) 0.0134(11) 0.0220(12) 0.0021(9) -0.0001(9) -0.0029(9) C1B 0.0246(12) 0.0260(14) 0.0227(14) 0.0013(10) -0.0047(10) -0.0032(11) C2B 0.0177(11) 0.0158(11) 0.0244(13) -0.0012(10) 0.0015(10) 0.0018(9) N2B 0.0143(8) 0.0131(9) 0.0158(9) -0.0005(7) 0.0010(7) 0.0015(7) C3B 0.0197(11) 0.0135(10) 0.0191(12) 0.0045(9) -0.0011(9) -0.0009(9) N3B 0.0187(9) 0.0140(9) 0.0206(10) 0.0012(8) -0.0011(8) -0.0005(8) C4B 0.0147(11) 0.0104(10) 0.0197(11) -0.0004(8) 0.0005(8) -0.0044(8) C5B 0.0143(10) 0.0139(10) 0.0162(11) 0.0010(9) 0.0004(8) -0.0020(8) C6B 0.0130(10) 0.0120(10) 0.0177(11) -0.0009(9) 0.0004(8) -0.0027(8) C7B 0.0172(11) 0.0113(10) 0.0142(10) -0.0011(8) 0.0012(8) -0.0020(9) C8B 0.0183(11) 0.0184(11) 0.0194(11) 0.0002(9) -0.0027(9) 0.0028(9) C9B 0.0259(12) 0.0130(10) 0.0233(13) 0.0001(9) 0.0006(10) 0.0034(9) C10B 0.0272(12) 0.0125(9) 0.0167(11) -0.0002(9) -0.0026(9) -0.0034(9) C11B 0.0162(11) 0.0204(11) 0.0174(11) 0.0000(9) -0.0008(9) -0.0043(9) C12B 0.0192(11) 0.0135(10) 0.0162(11) 0.0016(8) 0.0038(8) 0.0020(9) C13B 0.0179(10) 0.0125(9) 0.0139(11) -0.0003(9) 0.0019(8) -0.0010(8) C14B 0.0192(10) 0.0180(11) 0.0171(12) 0.0010(10) 0.0007(8) -0.0007(9) O3B 0.0310(10) 0.0217(9) 0.0229(9) 0.0015(7) -0.0008(7) 0.0079(8) N4B 0.0231(10) 0.0217(10) 0.0187(10) -0.0033(8) -0.0010(8) 0.0029(8) C16B 0.0220(12) 0.0298(13) 0.0202(12) -0.0009(10) -0.0014(9) -0.0007(10) C17B 0.0217(11) 0.0229(12) 0.0169(11) -0.0034(9) -0.0044(9) -0.0019(10) C18B 0.0252(12) 0.0268(12) 0.0340(14) -0.0019(11) -0.0010(11) 0.0046(11) C19B 0.0379(16) 0.0247(13) 0.0370(16) 0.0113(12) -0.0053(12) -0.0015(11) C20B 0.0312(13) 0.0276(13) 0.0207(13) 0.0049(10) -0.0013(10) -0.0081(11) C21B 0.0233(12) 0.0279(13) 0.0228(13) -0.0024(10) 0.0000(10) -0.0028(10) C22B 0.0314(13) 0.0225(12) 0.0184(11) 0.0023(10) -0.0021(10) 0.0008(10) C23B 0.0258(12) 0.0153(11) 0.0166(11) -0.0002(9) 0.0024(9) -0.0007(9) C24B 0.0197(11) 0.0104(9) 0.0220(12) -0.0031(9) 0.0023(9) -0.0005(8) C25B 0.0200(12) 0.0146(11) 0.0194(12) -0.0022(9) 0.0046(9) 0.0013(9) _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 S2 O2B 1.4267(17) . ? S2 O1B 1.4272(17) . ? S2 N1B 1.602(2) . ? S2 N2B 1.7010(19) . ? N1B C2B 1.474(3) . ? N1B C1B 1.477(3) . ? S1 O2A 1.4262(17) . ? S1 O1A 1.4334(17) . ? S1 N1A 1.604(2) . ? S1 N2A 1.6961(19) . ? N1A C1A 1.465(3) . ? N1A C2A 1.478(3) . ? N2A C3A 1.387(3) . ? N2A C5A 1.420(3) . ? C3A N3A 1.300(3) . ? N3A C4A 1.388(3) . ? C4A C5A 1.367(3) . ? C4A C25A 1.499(3) . ? C5A C6A 1.514(3) . ? C6A C7A 1.524(3) . ? C6A C13A 1.548(3) . ? C7A C12A 1.393(3) . ? C7A C8A 1.402(3) . ? C8A C9A 1.393(3) . ? C9A C10A 1.391(3) . ? C10A C11A 1.390(3) . ? C11A C12A 1.400(3) . ? C13A C14A 1.529(3) . ? C13A C24A 1.534(3) . ? C14A O3A 1.226(3) . ? C14A N4A 1.354(3) . ? N4A C16A 1.463(3) . ? N4A C23A 1.469(3) . ? C16A C17A 1.515(4) . ? C17A C18A 1.377(4) . ? C17A C22A 1.396(3) . ? C18A C19A 1.400(4) . ? C19A C20A 1.389(4) . ? C20A C21A 1.388(4) . ? C21A C22A 1.388(4) . ? C23A C24A 1.524(3) . ? C24A C25A 1.524(3) . ? N2B C3B 1.393(3) . ? N2B C5B 1.410(3) . ? C3B N3B 1.303(3) . ? N3B C4B 1.393(3) . ? C4B C5B 1.367(3) . ? C4B C25B 1.510(3) . ? C5B C6B 1.509(3) . ? C6B C7B 1.530(3) . ? C6B C13B 1.554(3) . ? C7B C8B 1.390(3) . ? C7B C12B 1.403(3) . ? C8B C9B 1.394(3) . ? C9B C10B 1.393(3) . ? C10B C11B 1.392(3) . ? C11B C12B 1.392(3) . ? C13B C14B 1.530(3) . ? C13B C24B 1.538(3) . ? C14B O3B 1.223(3) . ? C14B N4B 1.361(3) . ? N4B C16B 1.462(3) . ? N4B C23B 1.478(3) . ? C16B C17B 1.517(4) . ? C17B C22B 1.390(3) . ? C17B C18B 1.392(4) . ? C18B C19B 1.400(4) . ? C19B C20B 1.383(4) . ? C20B C21B 1.388(4) . ? C21B C22B 1.392(3) . ? C23B C24B 1.530(3) . ? C24B C25B 1.522(3) . ? 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 O2B S2 O1B 121.30(10) . . ? O2B S2 N1B 109.21(10) . . ? O1B S2 N1B 107.45(11) . . ? O2B S2 N2B 104.92(10) . . ? O1B S2 N2B 103.68(10) . . ? N1B S2 N2B 109.80(10) . . ? C2B N1B C1B 114.90(19) . . ? C2B N1B S2 119.27(17) . . ? C1B N1B S2 119.11(16) . . ? O2A S1 O1A 121.72(10) . . ? O2A S1 N1A 109.33(10) . . ? O1A S1 N1A 106.91(11) . . ? O2A S1 N2A 105.22(10) . . ? O1A S1 N2A 103.91(10) . . ? N1A S1 N2A 109.18(9) . . ? C1A N1A C2A 115.31(19) . . ? C1A N1A S1 119.52(16) . . ? C2A N1A S1 118.48(16) . . ? C3A N2A C5A 105.70(18) . . ? C3A N2A S1 121.67(16) . . ? C5A N2A S1 130.53(15) . . ? N3A C3A N2A 112.7(2) . . ? C3A N3A C4A 105.42(19) . . ? C5A C4A N3A 111.6(2) . . ? C5A C4A C25A 123.9(2) . . ? N3A C4A C25A 123.96(19) . . ? C4A C5A N2A 104.61(19) . . ? C4A C5A C6A 127.9(2) . . ? N2A C5A C6A 127.47(19) . . ? C5A C6A C7A 113.27(18) . . ? C5A C6A C13A 105.51(18) . . ? C7A C6A C13A 111.88(18) . . ? C12A C7A C8A 119.0(2) . . ? C12A C7A C6A 120.15(19) . . ? C8A C7A C6A 120.90(19) . . ? C9A C8A C7A 120.1(2) . . ? C10A C9A C8A 120.7(2) . . ? C11A C10A C9A 119.6(2) . . ? C10A C11A C12A 119.9(2) . . ? C7A C12A C11A 120.8(2) . . ? C14A C13A C24A 101.58(19) . . ? C14A C13A C6A 116.15(19) . . ? C24A C13A C6A 114.46(19) . . ? O3A C14A N4A 126.0(2) . . ? O3A C14A C13A 127.2(2) . . ? N4A C14A C13A 106.8(2) . . ? C14A N4A C16A 123.8(2) . . ? C14A N4A C23A 113.1(2) . . ? C16A N4A C23A 122.9(2) . . ? N4A C16A C17A 113.0(2) . . ? C18A C17A C22A 119.6(2) . . ? C18A C17A C16A 120.8(2) . . ? C22A C17A C16A 119.7(2) . . ? C17A C18A C19A 120.4(2) . . ? C20A C19A C18A 120.0(2) . . ? C21A C20A C19A 119.6(3) . . ? C22A C21A C20A 120.2(2) . . ? C21A C22A C17A 120.2(2) . . ? N4A C23A C24A 100.94(19) . . ? C23A C24A C25A 120.9(2) . . ? C23A C24A C13A 101.92(19) . . ? C25A C24A C13A 111.18(19) . . ? C4A C25A C24A 104.52(19) . . ? C3B N2B C5B 106.11(18) . . ? C3B N2B S2 120.93(16) . . ? C5B N2B S2 130.86(15) . . ? N3B C3B N2B 112.3(2) . . ? C3B N3B C4B 105.36(18) . . ? C5B C4B N3B 111.5(2) . . ? C5B C4B C25B 124.2(2) . . ? N3B C4B C25B 123.72(19) . . ? C4B C5B N2B 104.72(19) . . ? C4B C5B C6B 127.8(2) . . ? N2B C5B C6B 127.51(19) . . ? C5B C6B C7B 112.72(18) . . ? C5B C6B C13B 105.58(18) . . ? C7B C6B C13B 111.68(18) . . ? C8B C7B C12B 118.7(2) . . ? C8B C7B C6B 121.3(2) . . ? C12B C7B C6B 119.97(19) . . ? C7B C8B C9B 120.7(2) . . ? C10B C9B C8B 120.3(2) . . ? C11B C10B C9B 119.4(2) . . ? C10B C11B C12B 120.3(2) . . ? C11B C12B C7B 120.6(2) . . ? C14B C13B C24B 101.41(18) . . ? C14B C13B C6B 115.81(18) . . ? C24B C13B C6B 114.47(19) . . ? O3B C14B N4B 125.6(2) . . ? O3B C14B C13B 127.6(2) . . ? N4B C14B C13B 106.76(19) . . ? C14B N4B C16B 122.8(2) . . ? C14B N4B C23B 113.2(2) . . ? C16B N4B C23B 123.4(2) . . ? N4B C16B C17B 115.1(2) . . ? C22B C17B C18B 118.7(2) . . ? C22B C17B C16B 120.9(2) . . ? C18B C17B C16B 120.3(2) . . ? C17B C18B C19B 120.6(2) . . ? C20B C19B C18B 119.8(2) . . ? C19B C20B C21B 120.2(2) . . ? C20B C21B C22B 119.7(2) . . ? C17B C22B C21B 121.1(2) . . ? N4B C23B C24B 100.88(18) . . ? C25B C24B C23B 120.45(19) . . ? C25B C24B C13B 111.14(19) . . ? C23B C24B C13B 102.19(18) . . ? C4B C25B C24B 104.39(18) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.385 _refine_diff_density_min -0.419 _refine_diff_density_rms 0.056 # Attachment 'Cpd-68.cif' data_dias184s _database_code_depnum_ccdc_archive 'CCDC 791659' #TrackingRef 'Cpd-68.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Compound-72 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H35 Cl2 N7 O5 S2' _chemical_formula_weight 708.67 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.9209(13) _cell_length_b 10.9678(9) _cell_length_c 19.3539(15) _cell_angle_alpha 90.00 _cell_angle_beta 114.3090(10) _cell_angle_gamma 90.00 _cell_volume 3273.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6365 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 28.49 _exptl_crystal_description rods _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.438 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 _exptl_absorpt_coefficient_mu 0.377 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8577 _exptl_absorpt_correction_T_max 0.9737 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24937 _diffrn_reflns_av_R_equivalents 0.0368 _diffrn_reflns_av_sigmaI/netI 0.0335 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6428 _reflns_number_gt 5291 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _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^)+(0.0630P)^2^+3.9305P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6428 _refine_ls_number_parameters 419 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0560 _refine_ls_R_factor_gt 0.0445 _refine_ls_wR_factor_ref 0.1247 _refine_ls_wR_factor_gt 0.1164 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S2 S 0.35854(4) 0.10678(5) 0.15631(3) 0.01442(14) Uani 1 1 d . . . S1 S 0.44897(3) 0.22602(5) 0.44765(3) 0.01297(14) Uani 1 1 d . . . Cl1 Cl 0.89276(6) 0.78048(9) 0.37259(5) 0.0527(2) Uani 1 1 d . . . Cl2 Cl 1.03152(7) 0.66649(10) 0.50230(6) 0.0679(3) Uani 1 1 d . . . O3 O 0.06559(10) 0.25980(15) 0.23020(9) 0.0157(3) Uani 1 1 d . . . O5 O 0.31779(11) 0.20868(16) 0.10985(9) 0.0209(4) Uani 1 1 d . . . O4 O 0.35323(10) -0.01309(16) 0.12622(9) 0.0197(4) Uani 1 1 d . . . O1 O 0.40680(10) 0.33443(15) 0.40941(9) 0.0180(4) Uani 1 1 d . . . N2 N 0.37976(12) 0.16725(17) 0.48291(10) 0.0134(4) Uani 1 1 d . . . O2 O 0.46730(10) 0.13030(15) 0.40666(9) 0.0188(4) Uani 1 1 d . . . N4 N -0.00387(12) 0.17665(17) 0.29942(10) 0.0131(4) Uani 1 1 d . . . N6 N 0.31295(12) 0.09452(17) 0.21861(10) 0.0138(4) Uani 1 1 d . . . N7 N 0.45978(12) 0.13896(18) 0.20406(11) 0.0157(4) Uani 1 1 d . . . N5 N 0.27775(12) 0.00810(17) 0.30582(11) 0.0152(4) Uani 1 1 d . . . N1 N 0.33575(12) 0.06784(18) 0.56154(11) 0.0171(4) Uani 1 1 d . . . C18 C -0.12091(14) 0.1192(2) 0.17380(12) 0.0130(4) Uani 1 1 d . . . C12 C 0.26552(13) 0.1337(2) 0.30593(12) 0.0120(4) Uani 1 1 d . . . C7 C 0.11584(14) 0.1360(2) 0.41192(13) 0.0146(5) Uani 1 1 d . . . H7 H 0.1224 0.2204 0.4330 0.018 Uiso 1 1 calc R . . C5 C 0.06647(14) 0.2005(2) 0.28421(12) 0.0126(4) Uani 1 1 d . . . C1 C 0.40229(15) 0.1166(2) 0.55364(13) 0.0165(5) Uani 1 1 d . . . H1 H 0.4596 0.1169 0.5923 0.020 Uiso 1 1 calc R . . C13 C 0.30757(14) -0.0119(2) 0.25455(13) 0.0156(5) Uani 1 1 d . . . H13 H 0.3236 -0.0900 0.2433 0.019 Uiso 1 1 calc R . . C6 C 0.01860(14) 0.1077(2) 0.37051(12) 0.0157(5) Uani 1 1 d . . . H6A H 0.0081 0.0193 0.3608 0.019 Uiso 1 1 calc R . . H6B H -0.0142 0.1374 0.3994 0.019 Uiso 1 1 calc R . . C3 C 0.23423(14) 0.1865(2) 0.36254(12) 0.0124(4) Uani 1 1 d . . . H3 H 0.2326 0.2775 0.3591 0.015 Uiso 1 1 calc R . . C14 C 0.28642(14) 0.1891(2) 0.25278(12) 0.0137(5) Uani 1 1 d . . . H14 H 0.2836 0.2737 0.2414 0.016 Uiso 1 1 calc R . . C9 C 0.26561(14) 0.0863(2) 0.49220(13) 0.0148(5) Uani 1 1 d . . . C17 C -0.09237(14) 0.2033(2) 0.24288(12) 0.0131(4) Uani 1 1 d . . . H17 H -0.0917 0.2882 0.2243 0.016 Uiso 1 1 calc R . . C21 C -0.17888(15) -0.0259(2) 0.04324(13) 0.0191(5) Uani 1 1 d . . . H21 H -0.1988 -0.0756 -0.0009 0.023 Uiso 1 1 calc R . . C29 C -0.17638(15) 0.3114(2) 0.30631(13) 0.0193(5) Uani 1 1 d . . . H29 H -0.1539 0.3864 0.2975 0.023 Uiso 1 1 calc R . . C25 C -0.19065(15) 0.0935(2) 0.29244(13) 0.0168(5) Uani 1 1 d . . . H25 H -0.1787 0.0190 0.2735 0.020 Uiso 1 1 calc R . . C8 C 0.17340(14) 0.0502(2) 0.47516(13) 0.0174(5) Uani 1 1 d . . . H8A H 0.1614 0.0598 0.5208 0.021 Uiso 1 1 calc R . . H8B H 0.1629 -0.0357 0.4582 0.021 Uiso 1 1 calc R . . C22 C -0.10438(15) -0.0568(2) 0.10585(13) 0.0180(5) Uani 1 1 d . . . H22 H -0.0728 -0.1277 0.1046 0.022 Uiso 1 1 calc R . . C24 C -0.15534(14) 0.2026(2) 0.28044(12) 0.0137(5) Uani 1 1 d . . . C15 C 0.47901(16) 0.2633(2) 0.23564(15) 0.0216(5) Uani 1 1 d . . . H15A H 0.4616 0.2709 0.2779 0.032 Uiso 1 1 calc R . . H15B H 0.4468 0.3226 0.1962 0.032 Uiso 1 1 calc R . . H15C H 0.5413 0.2791 0.2538 0.032 Uiso 1 1 calc R . . C4 C 0.14312(14) 0.1368(2) 0.34570(12) 0.0130(5) Uani 1 1 d . . . H4 H 0.1421 0.0502 0.3292 0.016 Uiso 1 1 calc R . . C20 C -0.22453(16) 0.0788(2) 0.04547(13) 0.0208(5) Uani 1 1 d . . . H20 H -0.2754 0.1011 0.0025 0.025 Uiso 1 1 calc R . . C2 C 0.29027(14) 0.1470(2) 0.44287(12) 0.0131(5) Uani 1 1 d . . . C26 C -0.24318(15) 0.0936(2) 0.33206(13) 0.0200(5) Uani 1 1 d . . . H26 H -0.2660 0.0190 0.3409 0.024 Uiso 1 1 calc R . . C16 C 0.51290(15) 0.0437(2) 0.25689(14) 0.0215(5) Uani 1 1 d . . . H16A H 0.5744 0.0597 0.2703 0.032 Uiso 1 1 calc R . . H16B H 0.4973 -0.0363 0.2325 0.032 Uiso 1 1 calc R . . H16C H 0.5021 0.0446 0.3029 0.032 Uiso 1 1 calc R . . C23 C -0.07527(15) 0.0159(2) 0.17107(13) 0.0158(5) Uani 1 1 d . . . H23 H -0.0239 -0.0057 0.2137 0.019 Uiso 1 1 calc R . . C19 C -0.19604(15) 0.1505(2) 0.11009(13) 0.0178(5) Uani 1 1 d . . . H19 H -0.2277 0.2214 0.1112 0.021 Uiso 1 1 calc R . . C28 C -0.23000(16) 0.3113(3) 0.34489(14) 0.0242(6) Uani 1 1 d . . . H28 H -0.2445 0.3860 0.3617 0.029 Uiso 1 1 calc R . . C27 C -0.26232(15) 0.2020(3) 0.35875(14) 0.0235(6) Uani 1 1 d . . . H27 H -0.2974 0.2015 0.3864 0.028 Uiso 1 1 calc R . . C30 C 0.9379(2) 0.6400(3) 0.41847(18) 0.0452(8) Uani 1 1 d . . . H30A H 0.8944 0.5958 0.4308 0.054 Uiso 1 1 calc R . . H30B H 0.9531 0.5883 0.3837 0.054 Uiso 1 1 calc R . . N3 N 0.53511(12) 0.25817(18) 0.51983(11) 0.0154(4) Uani 1 1 d . . . C11 C 0.53834(17) 0.3652(2) 0.56616(14) 0.0216(5) Uani 1 1 d . . . H11A H 0.5446 0.3388 0.6165 0.032 Uiso 1 1 calc R . . H11B H 0.4846 0.4122 0.5418 0.032 Uiso 1 1 calc R . . H11C H 0.5879 0.4163 0.5711 0.032 Uiso 1 1 calc R . . C10A C 0.60627(15) 0.1691(2) 0.55267(15) 0.0238(6) Uani 1 1 d . . . H10A H 0.6620 0.2105 0.5662 0.036 Uiso 1 1 calc R . . H10B H 0.5997 0.1049 0.5155 0.036 Uiso 1 1 calc R . . H10C H 0.6044 0.1328 0.5982 0.036 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 S2 0.0126(3) 0.0188(3) 0.0126(3) -0.0011(2) 0.0059(2) 0.0006(2) S1 0.0103(3) 0.0147(3) 0.0141(3) 0.0001(2) 0.0053(2) -0.0011(2) Cl1 0.0417(5) 0.0676(6) 0.0565(5) 0.0173(4) 0.0281(4) 0.0076(4) Cl2 0.0623(6) 0.0634(6) 0.0523(5) -0.0157(5) -0.0023(5) 0.0110(5) O3 0.0146(8) 0.0173(8) 0.0155(8) 0.0015(7) 0.0065(7) -0.0006(6) O5 0.0193(9) 0.0277(10) 0.0163(8) 0.0050(7) 0.0078(7) 0.0047(7) O4 0.0185(9) 0.0239(9) 0.0184(8) -0.0071(7) 0.0092(7) -0.0023(7) O1 0.0155(8) 0.0178(9) 0.0189(8) 0.0044(7) 0.0051(7) -0.0003(7) N2 0.0117(9) 0.0144(9) 0.0144(9) 0.0019(8) 0.0056(7) 0.0000(7) O2 0.0150(8) 0.0225(9) 0.0203(8) -0.0054(7) 0.0086(7) -0.0014(7) N4 0.0101(9) 0.0162(10) 0.0122(9) 0.0000(8) 0.0036(7) -0.0012(7) N6 0.0139(9) 0.0147(10) 0.0141(9) -0.0007(8) 0.0070(8) 0.0012(8) N7 0.0121(9) 0.0159(10) 0.0189(10) -0.0001(8) 0.0060(8) -0.0001(8) N5 0.0137(9) 0.0154(10) 0.0174(10) -0.0020(8) 0.0073(8) -0.0011(8) N1 0.0138(10) 0.0205(10) 0.0158(10) 0.0034(8) 0.0049(8) 0.0012(8) C18 0.0132(11) 0.0145(11) 0.0140(11) 0.0008(9) 0.0082(9) -0.0029(9) C12 0.0074(10) 0.0142(11) 0.0128(10) -0.0010(8) 0.0026(8) 0.0001(8) C7 0.0109(11) 0.0186(12) 0.0153(11) 0.0009(9) 0.0063(9) -0.0007(9) C5 0.0113(11) 0.0126(11) 0.0133(10) -0.0034(9) 0.0045(9) -0.0006(8) C1 0.0132(11) 0.0199(12) 0.0159(11) 0.0023(9) 0.0057(9) 0.0018(9) C13 0.0137(11) 0.0136(11) 0.0194(11) -0.0017(9) 0.0067(9) -0.0009(9) C6 0.0134(11) 0.0202(12) 0.0143(11) 0.0017(9) 0.0065(9) -0.0004(9) C3 0.0110(10) 0.0137(11) 0.0125(10) 0.0005(9) 0.0049(9) 0.0010(8) C14 0.0111(11) 0.0141(11) 0.0157(11) -0.0013(9) 0.0053(9) 0.0022(9) C9 0.0124(11) 0.0168(11) 0.0149(11) 0.0012(9) 0.0054(9) 0.0016(9) C17 0.0098(10) 0.0137(11) 0.0151(11) 0.0014(9) 0.0045(9) -0.0007(8) C21 0.0208(12) 0.0224(13) 0.0161(11) -0.0041(10) 0.0096(10) -0.0062(10) C29 0.0167(12) 0.0193(12) 0.0217(12) -0.0028(10) 0.0078(10) 0.0000(9) C25 0.0142(11) 0.0191(12) 0.0160(11) 0.0007(9) 0.0049(9) 0.0005(9) C8 0.0126(11) 0.0244(13) 0.0155(11) 0.0037(10) 0.0062(9) -0.0015(9) C22 0.0182(12) 0.0168(12) 0.0223(12) -0.0011(10) 0.0116(10) -0.0004(9) C24 0.0090(10) 0.0177(11) 0.0126(10) -0.0002(9) 0.0028(8) 0.0002(9) C15 0.0200(12) 0.0182(12) 0.0276(13) -0.0036(10) 0.0108(11) -0.0044(10) C4 0.0117(11) 0.0132(11) 0.0143(11) 0.0000(9) 0.0056(9) -0.0002(9) C20 0.0182(12) 0.0249(13) 0.0150(11) 0.0026(10) 0.0025(10) 0.0002(10) C2 0.0111(11) 0.0127(11) 0.0157(11) 0.0000(9) 0.0058(9) 0.0013(9) C26 0.0121(11) 0.0281(13) 0.0190(12) 0.0058(10) 0.0056(9) -0.0009(10) C16 0.0148(12) 0.0225(13) 0.0241(13) 0.0020(10) 0.0048(10) 0.0029(10) C23 0.0135(11) 0.0170(12) 0.0162(11) 0.0023(9) 0.0055(9) 0.0008(9) C19 0.0165(12) 0.0164(12) 0.0200(12) 0.0013(9) 0.0072(10) 0.0014(9) C28 0.0197(13) 0.0292(14) 0.0255(13) -0.0054(11) 0.0110(11) 0.0036(11) C27 0.0129(12) 0.0394(16) 0.0200(12) 0.0007(11) 0.0087(10) 0.0018(11) C30 0.0406(18) 0.064(2) 0.0336(17) -0.0018(16) 0.0176(15) 0.0060(16) N3 0.0122(9) 0.0149(10) 0.0168(10) -0.0011(8) 0.0038(8) -0.0005(8) C11 0.0257(13) 0.0194(12) 0.0184(12) -0.0029(10) 0.0078(10) 0.0010(10) C10A 0.0130(12) 0.0217(13) 0.0293(13) 0.0012(11) 0.0013(10) 0.0032(10) _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 S2 O5 1.4222(17) . ? S2 O4 1.4257(17) . ? S2 N7 1.6156(19) . ? S2 N6 1.6830(19) . ? S1 O2 1.4249(17) . ? S1 O1 1.4268(17) . ? S1 N3 1.5887(19) . ? S1 N2 1.7060(19) . ? Cl1 C30 1.786(4) . ? Cl2 C30 1.763(3) . ? O3 C5 1.226(3) . ? N2 C1 1.378(3) . ? N2 C2 1.406(3) . ? N4 C5 1.364(3) . ? N4 C17 1.475(3) . ? N4 C6 1.476(3) . ? N6 C13 1.381(3) . ? N6 C14 1.400(3) . ? N7 C15 1.475(3) . ? N7 C16 1.479(3) . ? N5 C13 1.304(3) . ? N5 C12 1.393(3) . ? N1 C1 1.311(3) . ? N1 C9 1.393(3) . ? C18 C23 1.384(3) . ? C18 C19 1.401(3) . ? C18 C17 1.530(3) . ? C12 C14 1.361(3) . ? C12 C3 1.515(3) . ? C7 C4 1.531(3) . ? C7 C8 1.533(3) . ? C7 C6 1.536(3) . ? C7 H7 1.0000 . ? C5 C4 1.521(3) . ? C1 H1 0.9500 . ? C13 H13 0.9500 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C3 C2 1.513(3) . ? C3 C4 1.538(3) . ? C3 H3 1.0000 . ? C14 H14 0.9500 . ? C9 C2 1.362(3) . ? C9 C8 1.509(3) . ? C17 C24 1.517(3) . ? C17 H17 1.0000 . ? C21 C22 1.384(3) . ? C21 C20 1.395(4) . ? C21 H21 0.9500 . ? C29 C28 1.392(3) . ? C29 C24 1.396(3) . ? C29 H29 0.9500 . ? C25 C26 1.393(3) . ? C25 C24 1.399(3) . ? C25 H25 0.9500 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C22 C23 1.400(3) . ? C22 H22 0.9500 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C4 H4 1.0000 . ? C20 C19 1.385(3) . ? C20 H20 0.9500 . ? C26 C27 1.386(4) . ? C26 H26 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C23 H23 0.9500 . ? C19 H19 0.9500 . ? C28 C27 1.389(4) . ? C28 H28 0.9500 . ? C27 H27 0.9500 . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? N3 C11 1.465(3) . ? N3 C10A 1.476(3) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C10A H10A 0.9800 . ? C10A H10B 0.9800 . ? C10A H10C 0.9800 . ? 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 S2 O4 122.26(10) . . ? O5 S2 N7 108.30(10) . . ? O4 S2 N7 107.98(10) . . ? O5 S2 N6 105.66(10) . . ? O4 S2 N6 104.40(10) . . ? N7 S2 N6 107.36(10) . . ? O2 S1 O1 120.14(10) . . ? O2 S1 N3 108.78(10) . . ? O1 S1 N3 110.67(10) . . ? O2 S1 N2 106.67(10) . . ? O1 S1 N2 104.09(9) . . ? N3 S1 N2 105.34(10) . . ? C1 N2 C2 106.18(18) . . ? C1 N2 S1 126.52(16) . . ? C2 N2 S1 126.87(15) . . ? C5 N4 C17 120.76(18) . . ? C5 N4 C6 112.74(18) . . ? C17 N4 C6 125.90(18) . . ? C13 N6 C14 106.74(18) . . ? C13 N6 S2 124.96(16) . . ? C14 N6 S2 127.59(16) . . ? C15 N7 C16 113.53(19) . . ? C15 N7 S2 116.10(16) . . ? C16 N7 S2 116.14(16) . . ? C13 N5 C12 105.78(19) . . ? C1 N1 C9 105.10(19) . . ? C23 C18 C19 119.0(2) . . ? C23 C18 C17 123.1(2) . . ? C19 C18 C17 117.8(2) . . ? C14 C12 N5 110.82(19) . . ? C14 C12 C3 130.8(2) . . ? N5 C12 C3 118.41(19) . . ? C4 C7 C8 111.15(18) . . ? C4 C7 C6 101.06(17) . . ? C8 C7 C6 118.99(19) . . ? C4 C7 H7 108.4 . . ? C8 C7 H7 108.4 . . ? C6 C7 H7 108.4 . . ? O3 C5 N4 125.5(2) . . ? O3 C5 C4 128.1(2) . . ? N4 C5 C4 106.37(18) . . ? N1 C1 N2 112.4(2) . . ? N1 C1 H1 123.8 . . ? N2 C1 H1 123.8 . . ? N5 C13 N6 111.6(2) . . ? N5 C13 H13 124.2 . . ? N6 C13 H13 124.2 . . ? N4 C6 C7 101.09(17) . . ? N4 C6 H6A 111.6 . . ? C7 C6 H6A 111.6 . . ? N4 C6 H6B 111.6 . . ? C7 C6 H6B 111.6 . . ? H6A C6 H6B 109.4 . . ? C2 C3 C12 112.07(18) . . ? C2 C3 C4 105.41(17) . . ? C12 C3 C4 109.24(18) . . ? C2 C3 H3 110.0 . . ? C12 C3 H3 110.0 . . ? C4 C3 H3 110.0 . . ? C12 C14 N6 105.05(19) . . ? C12 C14 H14 127.5 . . ? N6 C14 H14 127.5 . . ? C2 C9 N1 111.2(2) . . ? C2 C9 C8 124.2(2) . . ? N1 C9 C8 124.5(2) . . ? N4 C17 C24 110.01(17) . . ? N4 C17 C18 112.78(18) . . ? C24 C17 C18 112.59(18) . . ? N4 C17 H17 107.0 . . ? C24 C17 H17 107.0 . . ? C18 C17 H17 107.0 . . ? C22 C21 C20 119.4(2) . . ? C22 C21 H21 120.3 . . ? C20 C21 H21 120.3 . . ? C28 C29 C24 120.7(2) . . ? C28 C29 H29 119.7 . . ? C24 C29 H29 119.7 . . ? C26 C25 C24 120.2(2) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C9 C8 C7 105.88(18) . . ? C9 C8 H8A 110.6 . . ? C7 C8 H8A 110.6 . . ? C9 C8 H8B 110.6 . . ? C7 C8 H8B 110.6 . . ? H8A C8 H8B 108.7 . . ? C21 C22 C23 120.4(2) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C29 C24 C25 118.9(2) . . ? C29 C24 C17 120.0(2) . . ? C25 C24 C17 121.1(2) . . ? N7 C15 H15A 109.5 . . ? N7 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N7 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C5 C4 C7 101.77(17) . . ? C5 C4 C3 117.42(18) . . ? C7 C4 C3 116.50(18) . . ? C5 C4 H4 106.8 . . ? C7 C4 H4 106.8 . . ? C3 C4 H4 106.8 . . ? C19 C20 C21 120.3(2) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? C9 C2 N2 105.19(19) . . ? C9 C2 C3 128.1(2) . . ? N2 C2 C3 126.74(19) . . ? C27 C26 C25 120.4(2) . . ? C27 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? N7 C16 H16A 109.5 . . ? N7 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N7 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C23 C22 120.4(2) . . ? C18 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C20 C19 C18 120.5(2) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C27 C28 C29 120.0(2) . . ? C27 C28 H28 120.0 . . ? C29 C28 H28 120.0 . . ? C26 C27 C28 119.8(2) . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? Cl2 C30 Cl1 110.7(2) . . ? Cl2 C30 H30A 109.5 . . ? Cl1 C30 H30A 109.5 . . ? Cl2 C30 H30B 109.5 . . ? Cl1 C30 H30B 109.5 . . ? H30A C30 H30B 108.1 . . ? C11 N3 C10A 116.66(19) . . ? C11 N3 S1 120.38(16) . . ? C10A N3 S1 121.49(16) . . ? N3 C11 H11A 109.5 . . ? N3 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N3 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C10A H10A 109.5 . . ? N3 C10A H10B 109.5 . . ? H10A C10A H10B 109.5 . . ? N3 C10A H10C 109.5 . . ? H10A C10A H10C 109.5 . . ? H10B C10A H10C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.081 _refine_diff_density_min -0.912 _refine_diff_density_rms 0.071