# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Pradyut Ghosh' _publ_contact_author_email gprady@rediffmail.com loop_ _publ_author_name P.Ghosh N.Ahamed data_test _database_code_depnum_ccdc_archive 'CCDC 781671' #TrackingRef 'Complex_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H29 Cl2 Cu N5 O9 S' _chemical_formula_weight 758.07 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' Cu Cu 0.3201 1.2651 '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 9.4372(17) _cell_length_b 10.2806(19) _cell_length_c 16.580(3) _cell_angle_alpha 91.398(4) _cell_angle_beta 97.951(4) _cell_angle_gamma 100.572(4) _cell_volume 1564.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4820 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 24.85 _exptl_crystal_description PLATE _exptl_crystal_colour PURPLE _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 778 _exptl_absorpt_coefficient_mu 0.999 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.8566 _exptl_absorpt_correction_T_max 0.8896 _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 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14188 _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_sigmaI/netI 0.0482 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.24 _diffrn_reflns_theta_max 24.93 _reflns_number_total 5400 _reflns_number_gt 4262 _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 PLATON _computing_publication_material 'MERCURY 2.2' _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^)+(0.0584P)^2^+1.6514P] 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 5400 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0571 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.1176 _refine_ls_wR_factor_gt 0.1088 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 Cu1 Cu 0.32879(4) 0.98269(4) 0.79759(3) 0.02292(14) Uani 1 1 d . . . N2 N 0.2738(3) 0.8267(3) 0.86651(17) 0.0241(6) Uani 1 1 d . . . C3 C 0.3740(4) 0.7529(4) 0.8946(2) 0.0306(9) Uani 1 1 d . . . H3 H 0.4687 0.7770 0.8831 0.037 Uiso 1 1 calc R . . C4 C 0.3401(4) 0.6438(4) 0.9396(2) 0.0344(9) Uani 1 1 d . . . H4 H 0.4106 0.5946 0.9579 0.041 Uiso 1 1 calc R . . C5 C 0.1993(5) 0.6084(4) 0.9572(2) 0.0380(10) Uani 1 1 d . . . H5 H 0.1740 0.5353 0.9877 0.046 Uiso 1 1 calc R . . C6 C 0.0973(4) 0.6828(4) 0.9288(2) 0.0287(8) Uani 1 1 d . . . H6 H 0.0023 0.6602 0.9401 0.034 Uiso 1 1 calc R . . C7 C 0.1369(4) 0.7923(3) 0.8830(2) 0.0246(8) Uani 1 1 d . . . C8 C 0.0291(4) 0.8719(3) 0.8469(2) 0.0233(8) Uani 1 1 d . . . H8A H 0.0613 0.9637 0.8665 0.028 Uiso 1 1 calc R . . H8B H -0.0642 0.8398 0.8646 0.028 Uiso 1 1 calc R . . C9 C 0.0109(4) 0.8638(3) 0.7548(2) 0.0221(7) Uani 1 1 d . . . H9A H -0.0131 0.7714 0.7355 0.027 Uiso 1 1 calc R . . H9B H -0.0693 0.9059 0.7335 0.027 Uiso 1 1 calc R . . N10 N 0.1448(3) 0.9287(3) 0.72385(16) 0.0196(6) Uani 1 1 d . . . C11 C 0.1426(3) 0.9214(3) 0.6460(2) 0.0192(7) Uani 1 1 d . . . O12 O 0.0221(2) 0.8426(2) 0.60320(13) 0.0204(5) Uani 1 1 d . . . C13 C 0.0076(4) 0.8149(3) 0.5202(2) 0.0197(7) Uani 1 1 d . . . C14 C -0.1110(4) 0.7223(3) 0.4876(2) 0.0209(7) Uani 1 1 d . . . H14 H -0.1771 0.6828 0.5206 0.025 Uiso 1 1 calc R . . C15 C -0.1321(4) 0.6871(3) 0.4034(2) 0.0224(7) Uani 1 1 d . . . N16 N -0.2444(3) 0.5901(3) 0.36850(17) 0.0226(6) Uani 1 1 d . . . C17 C -0.3340(4) 0.5049(3) 0.4193(2) 0.0272(8) Uani 1 1 d . . . H17A H -0.4243 0.4631 0.3859 0.033 Uiso 1 1 calc R . . H17B H -0.3583 0.5596 0.4619 0.033 Uiso 1 1 calc R . . C18 C -0.2605(4) 0.3982(4) 0.4583(2) 0.0330(9) Uani 1 1 d . . . H18A H -0.2381 0.3422 0.4165 0.049 Uiso 1 1 calc R . . H18B H -0.3247 0.3461 0.4904 0.049 Uiso 1 1 calc R . . H18C H -0.1723 0.4387 0.4926 0.049 Uiso 1 1 calc R . . C19 C -0.2527(4) 0.5441(4) 0.2837(2) 0.0286(8) Uani 1 1 d . . . H19A H -0.2387 0.6204 0.2504 0.034 Uiso 1 1 calc R . . H19B H -0.3494 0.4931 0.2654 0.034 Uiso 1 1 calc R . . C20 C -0.1408(5) 0.4592(4) 0.2704(2) 0.0382(10) Uani 1 1 d . . . H20A H -0.0461 0.5030 0.2963 0.057 Uiso 1 1 calc R . . H20B H -0.1393 0.4463 0.2130 0.057 Uiso 1 1 calc R . . H20C H -0.1663 0.3749 0.2935 0.057 Uiso 1 1 calc R . . C21 C -0.0305(4) 0.7568(3) 0.3553(2) 0.0248(8) Uani 1 1 d . . . H21 H -0.0442 0.7389 0.2992 0.030 Uiso 1 1 calc R . . C22 C 0.0862(4) 0.8493(3) 0.3906(2) 0.0245(8) Uani 1 1 d . . . H22 H 0.1501 0.8931 0.3578 0.029 Uiso 1 1 calc R . . C23 C 0.1124(3) 0.8800(3) 0.4756(2) 0.0196(7) Uani 1 1 d . . . C24 C 0.2323(4) 0.9694(3) 0.5175(2) 0.0205(7) Uani 1 1 d . . . H24 H 0.3006 1.0152 0.4879 0.025 Uiso 1 1 calc R . . C25 C 0.2516(4) 0.9914(3) 0.6008(2) 0.0202(7) Uani 1 1 d . . . C26 C 0.3670(3) 1.0948(3) 0.6420(2) 0.0208(7) Uani 1 1 d . . . S27 S 0.48124(9) 1.19397(8) 0.58508(5) 0.0257(2) Uani 1 1 d . . . C28 C 0.5624(4) 1.2891(3) 0.6726(2) 0.0262(8) Uani 1 1 d . . . C29 C 0.6694(4) 1.4044(4) 0.6805(2) 0.0329(9) Uani 1 1 d . . . H29 H 0.7135 1.4353 0.6361 0.039 Uiso 1 1 calc R . . C30 C 0.7078(4) 1.4707(4) 0.7553(2) 0.0344(9) Uani 1 1 d . . . H30 H 0.7787 1.5476 0.7614 0.041 Uiso 1 1 calc R . . C31 C 0.6423(4) 1.4249(4) 0.8223(2) 0.0310(9) Uani 1 1 d . . . H31 H 0.6687 1.4726 0.8721 0.037 Uiso 1 1 calc R . . C32 C 0.5382(4) 1.3088(3) 0.8155(2) 0.0267(8) Uani 1 1 d . . . H32 H 0.4957 1.2777 0.8604 0.032 Uiso 1 1 calc R . . C33 C 0.4993(4) 1.2408(3) 0.7403(2) 0.0234(8) Uani 1 1 d . . . N34 N 0.3916(3) 1.1249(3) 0.72096(17) 0.0204(6) Uani 1 1 d . . . N35 N 0.5269(4) 1.0224(3) 0.86041(19) 0.0306(7) Uani 1 1 d . . . C36 C 0.6484(4) 1.0533(4) 0.8768(2) 0.0316(9) Uani 1 1 d . . . C37 C 0.8059(4) 1.0978(4) 0.8938(3) 0.0474(12) Uani 1 1 d . . . H37A H 0.8482 1.0833 0.8457 0.071 Uiso 1 1 calc R . . H37B H 0.8455 1.0489 0.9372 0.071 Uiso 1 1 calc R . . H37C H 0.8276 1.1905 0.9097 0.071 Uiso 1 1 calc R . . Cl38 Cl 0.21361(11) 0.22501(9) 0.93971(6) 0.0368(2) Uani 1 1 d . . . O39 O 0.3170(4) 0.3296(3) 0.9814(3) 0.0716(11) Uani 1 1 d . . . O40 O 0.1249(4) 0.1523(4) 0.99055(19) 0.0579(9) Uani 1 1 d . . . O41A O 0.2323(10) 0.1699(9) 0.8629(6) 0.0444(10) Uani 0.33 1 d P . . O41B O 0.3042(5) 0.1280(4) 0.9180(3) 0.0444(10) Uani 0.67 1 d P . . O42A O 0.0929(11) 0.3084(11) 0.9024(6) 0.0606(16) Uani 0.38 1 d P . . O42B O 0.1390(7) 0.2576(6) 0.8688(4) 0.0606(16) Uani 0.62 1 d P . . Cl43 Cl 0.59238(9) 0.83031(8) 0.69758(6) 0.0278(2) Uani 1 1 d . . . O44 O 0.4394(3) 0.8153(2) 0.70670(16) 0.0309(6) Uani 1 1 d . . . O45 O 0.6528(3) 0.9678(3) 0.6921(2) 0.0477(8) Uani 1 1 d . . . O46 O 0.6681(3) 0.7863(3) 0.77056(19) 0.0478(8) Uani 1 1 d . . . O47 O 0.6110(3) 0.7532(3) 0.6283(2) 0.0598(9) Uani 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 Cu1 0.0186(2) 0.0214(2) 0.0263(3) 0.00538(17) 0.00087(17) -0.00139(17) N2 0.0228(16) 0.0219(15) 0.0251(16) 0.0033(12) -0.0005(12) 0.0002(12) C3 0.027(2) 0.032(2) 0.032(2) 0.0041(17) 0.0014(16) 0.0041(16) C4 0.035(2) 0.031(2) 0.039(2) 0.0112(17) 0.0003(18) 0.0131(17) C5 0.046(3) 0.033(2) 0.034(2) 0.0124(18) 0.0048(19) 0.0025(19) C6 0.031(2) 0.0277(19) 0.027(2) 0.0067(16) 0.0087(16) 0.0019(16) C7 0.028(2) 0.0237(18) 0.0206(19) -0.0016(14) 0.0021(15) 0.0011(15) C8 0.0227(18) 0.0217(18) 0.0255(19) 0.0018(14) 0.0077(15) 0.0007(14) C9 0.0153(17) 0.0201(17) 0.031(2) 0.0028(14) 0.0049(14) 0.0015(13) N10 0.0171(14) 0.0197(14) 0.0220(16) 0.0032(12) 0.0045(12) 0.0018(11) C11 0.0140(16) 0.0144(16) 0.028(2) 0.0039(14) 0.0002(14) 0.0018(13) O12 0.0187(12) 0.0204(12) 0.0200(12) 0.0025(9) 0.0025(9) -0.0019(9) C13 0.0214(18) 0.0163(16) 0.0219(18) 0.0051(13) 0.0023(14) 0.0049(13) C14 0.0180(17) 0.0193(17) 0.0249(19) 0.0061(14) 0.0043(14) 0.0004(13) C15 0.0206(18) 0.0183(17) 0.029(2) 0.0052(14) 0.0026(15) 0.0047(14) N16 0.0218(15) 0.0183(14) 0.0263(16) 0.0018(12) 0.0018(12) 0.0016(12) C17 0.0219(19) 0.0263(19) 0.029(2) 0.0009(15) 0.0013(15) -0.0051(15) C18 0.041(2) 0.0230(19) 0.033(2) 0.0068(16) 0.0034(18) 0.0010(17) C19 0.0249(19) 0.030(2) 0.027(2) -0.0013(16) -0.0012(15) -0.0019(15) C20 0.049(3) 0.032(2) 0.036(2) -0.0038(17) 0.0124(19) 0.0089(19) C21 0.0271(19) 0.0219(18) 0.0243(19) 0.0013(14) 0.0012(15) 0.0038(15) C22 0.0250(19) 0.0213(18) 0.028(2) 0.0083(15) 0.0079(15) 0.0023(14) C23 0.0172(17) 0.0183(16) 0.0252(19) 0.0061(14) 0.0059(14) 0.0053(13) C24 0.0172(17) 0.0169(16) 0.0285(19) 0.0047(14) 0.0084(14) 0.0015(13) C25 0.0167(17) 0.0179(16) 0.0266(19) 0.0046(14) 0.0047(14) 0.0032(13) C26 0.0145(17) 0.0164(16) 0.032(2) 0.0038(14) 0.0038(14) 0.0047(13) S27 0.0217(5) 0.0229(4) 0.0302(5) 0.0036(4) 0.0070(4) -0.0043(3) C28 0.0185(18) 0.0237(18) 0.035(2) 0.0034(15) 0.0011(15) 0.0009(14) C29 0.027(2) 0.028(2) 0.039(2) 0.0076(17) 0.0078(17) -0.0079(16) C30 0.029(2) 0.0198(18) 0.048(3) 0.0026(17) -0.0015(18) -0.0052(15) C31 0.029(2) 0.028(2) 0.033(2) -0.0013(16) -0.0026(17) 0.0017(16) C32 0.0222(19) 0.0254(19) 0.031(2) 0.0040(16) 0.0022(15) 0.0024(15) C33 0.0172(17) 0.0192(17) 0.033(2) 0.0050(15) 0.0016(15) 0.0020(14) N34 0.0137(14) 0.0182(14) 0.0281(17) 0.0036(12) 0.0027(12) 0.0003(11) N35 0.0281(19) 0.0272(17) 0.0321(18) 0.0072(13) -0.0043(14) -0.0006(14) C36 0.030(2) 0.0251(19) 0.038(2) 0.0010(17) -0.0013(18) 0.0063(16) C37 0.026(2) 0.044(3) 0.067(3) -0.016(2) -0.009(2) 0.0070(19) Cl38 0.0347(5) 0.0315(5) 0.0413(6) -0.0052(4) 0.0111(4) -0.0050(4) O39 0.051(2) 0.0380(18) 0.110(3) -0.0166(19) -0.027(2) 0.0007(15) O40 0.050(2) 0.081(2) 0.0408(18) 0.0111(17) 0.0153(15) 0.0005(17) O41A 0.034(2) 0.037(2) 0.067(3) -0.010(2) 0.025(2) 0.0063(17) O41B 0.034(2) 0.037(2) 0.067(3) -0.010(2) 0.025(2) 0.0063(17) O42A 0.051(4) 0.069(4) 0.058(4) 0.026(3) 0.002(3) 0.003(3) O42B 0.051(4) 0.069(4) 0.058(4) 0.026(3) 0.002(3) 0.003(3) Cl43 0.0190(4) 0.0235(4) 0.0399(5) 0.0040(4) 0.0068(4) -0.0006(3) O44 0.0181(13) 0.0331(14) 0.0398(16) 0.0066(12) 0.0039(11) -0.0002(11) O45 0.0323(16) 0.0248(14) 0.088(2) 0.0138(14) 0.0228(16) -0.0008(12) O46 0.0326(16) 0.0507(18) 0.061(2) 0.0198(15) 0.0003(14) 0.0130(14) O47 0.0448(19) 0.071(2) 0.057(2) -0.0232(17) 0.0206(16) -0.0108(17) _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 Cu1 N10 1.961(3) . ? Cu1 N35 1.977(3) . ? Cu1 N34 2.021(3) . ? Cu1 N2 2.024(3) . ? N2 C7 1.343(5) . ? N2 C3 1.358(5) . ? C3 C4 1.375(5) . ? C3 H3 0.9300 . ? C4 C5 1.385(6) . ? C4 H4 0.9300 . ? C5 C6 1.377(5) . ? C5 H5 0.9300 . ? C6 C7 1.396(5) . ? C6 H6 0.9300 . ? C7 C8 1.491(5) . ? C8 C9 1.511(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N10 1.480(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? N10 C11 1.289(4) . ? C11 O12 1.365(4) . ? C11 C25 1.451(5) . ? O12 C13 1.381(4) . ? C13 C14 1.367(5) . ? C13 C23 1.398(5) . ? C14 C15 1.411(5) . ? C14 H14 0.9300 . ? C15 N16 1.366(4) . ? C15 C21 1.434(5) . ? N16 C19 1.460(4) . ? N16 C17 1.467(4) . ? C17 C18 1.513(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.523(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C22 1.367(5) . ? C21 H21 0.9300 . ? C22 C23 1.415(5) . ? C22 H22 0.9300 . ? C23 C24 1.407(5) . ? C24 C25 1.376(5) . ? C24 H24 0.9300 . ? C25 C26 1.455(5) . ? C26 N34 1.316(4) . ? C26 S27 1.737(3) . ? S27 C28 1.732(4) . ? C28 C29 1.400(5) . ? C28 C33 1.402(5) . ? C29 C30 1.369(6) . ? C29 H29 0.9300 . ? C30 C31 1.395(5) . ? C30 H30 0.9300 . ? C31 C32 1.392(5) . ? C31 H31 0.9300 . ? C32 C33 1.383(5) . ? C32 H32 0.9300 . ? C33 N34 1.415(4) . ? N35 C36 1.125(5) . ? C36 C37 1.458(5) . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? Cl38 O42B 1.366(6) . ? Cl38 O40 1.402(3) . ? Cl38 O39 1.407(3) . ? Cl38 O41A 1.428(9) . ? Cl38 O41B 1.495(4) . ? Cl38 O42A 1.614(11) . ? O41A O41B 1.199(10) . ? O41A O42B 1.382(10) . ? O42A O42B 0.953(11) . ? Cl43 O47 1.428(3) . ? Cl43 O45 1.434(3) . ? Cl43 O46 1.444(3) . ? Cl43 O44 1.453(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 N10 Cu1 N35 171.55(13) . . ? N10 Cu1 N34 89.13(11) . . ? N35 Cu1 N34 89.22(12) . . ? N10 Cu1 N2 90.22(11) . . ? N35 Cu1 N2 90.53(12) . . ? N34 Cu1 N2 173.83(12) . . ? C7 N2 C3 119.1(3) . . ? C7 N2 Cu1 120.5(2) . . ? C3 N2 Cu1 120.3(2) . . ? N2 C3 C4 122.2(3) . . ? N2 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C3 C4 C5 118.9(4) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? C6 C5 C4 119.1(4) . . ? C6 C5 H5 120.4 . . ? C4 C5 H5 120.4 . . ? C5 C6 C7 119.8(4) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? N2 C7 C6 120.8(3) . . ? N2 C7 C8 117.1(3) . . ? C6 C7 C8 122.0(3) . . ? C7 C8 C9 111.6(3) . . ? C7 C8 H8A 109.3 . . ? C9 C8 H8A 109.3 . . ? C7 C8 H8B 109.3 . . ? C9 C8 H8B 109.3 . . ? H8A C8 H8B 108.0 . . ? N10 C9 C8 111.8(3) . . ? N10 C9 H9A 109.3 . . ? C8 C9 H9A 109.3 . . ? N10 C9 H9B 109.3 . . ? C8 C9 H9B 109.3 . . ? H9A C9 H9B 107.9 . . ? C11 N10 C9 116.5(3) . . ? C11 N10 Cu1 120.9(2) . . ? C9 N10 Cu1 120.9(2) . . ? N10 C11 O12 115.2(3) . . ? N10 C11 C25 126.5(3) . . ? O12 C11 C25 118.3(3) . . ? C11 O12 C13 122.8(3) . . ? C14 C13 O12 116.0(3) . . ? C14 C13 C23 124.5(3) . . ? O12 C13 C23 119.5(3) . . ? C13 C14 C15 119.3(3) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? N16 C15 C14 121.7(3) . . ? N16 C15 C21 120.8(3) . . ? C14 C15 C21 117.5(3) . . ? C15 N16 C19 120.4(3) . . ? C15 N16 C17 120.7(3) . . ? C19 N16 C17 116.7(3) . . ? N16 C17 C18 113.7(3) . . ? N16 C17 H17A 108.8 . . ? C18 C17 H17A 108.8 . . ? N16 C17 H17B 108.8 . . ? C18 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? 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 . . ? N16 C19 C20 113.7(3) . . ? N16 C19 H19A 108.8 . . ? C20 C19 H19A 108.8 . . ? N16 C19 H19B 108.8 . . ? C20 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C15 121.0(3) . . ? C22 C21 H21 119.5 . . ? C15 C21 H21 119.5 . . ? C21 C22 C23 121.8(3) . . ? C21 C22 H22 119.1 . . ? C23 C22 H22 119.1 . . ? C13 C23 C24 118.6(3) . . ? C13 C23 C22 115.8(3) . . ? C24 C23 C22 125.6(3) . . ? C25 C24 C23 122.0(3) . . ? C25 C24 H24 119.0 . . ? C23 C24 H24 119.0 . . ? C24 C25 C11 118.4(3) . . ? C24 C25 C26 121.2(3) . . ? C11 C25 C26 119.9(3) . . ? N34 C26 C25 125.5(3) . . ? N34 C26 S27 115.0(2) . . ? C25 C26 S27 119.5(3) . . ? C28 S27 C26 89.72(17) . . ? C29 C28 C33 120.6(3) . . ? C29 C28 S27 128.7(3) . . ? C33 C28 S27 110.6(3) . . ? C30 C29 C28 118.5(4) . . ? C30 C29 H29 120.8 . . ? C28 C29 H29 120.8 . . ? C29 C30 C31 121.1(3) . . ? C29 C30 H30 119.5 . . ? C31 C30 H30 119.5 . . ? C32 C31 C30 120.9(4) . . ? C32 C31 H31 119.5 . . ? C30 C31 H31 119.5 . . ? C33 C32 C31 118.4(3) . . ? C33 C32 H32 120.8 . . ? C31 C32 H32 120.8 . . ? C32 C33 C28 120.5(3) . . ? C32 C33 N34 126.4(3) . . ? C28 C33 N34 113.0(3) . . ? C26 N34 C33 111.5(3) . . ? C26 N34 Cu1 118.6(2) . . ? C33 N34 Cu1 126.8(2) . . ? C36 N35 Cu1 162.1(3) . . ? N35 C36 C37 176.6(4) . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O42B Cl38 O40 114.0(3) . . ? O42B Cl38 O39 114.9(3) . . ? O40 Cl38 O39 113.3(2) . . ? O42B Cl38 O41A 59.2(5) . . ? O40 Cl38 O41A 121.3(4) . . ? O39 Cl38 O41A 121.6(4) . . ? O42B Cl38 O41B 107.6(4) . . ? O40 Cl38 O41B 102.0(2) . . ? O39 Cl38 O41B 103.3(2) . . ? O41A Cl38 O41B 48.4(4) . . ? O42B Cl38 O42A 36.1(4) . . ? O40 Cl38 O42A 95.1(4) . . ? O39 Cl38 O42A 98.9(4) . . ? O41A Cl38 O42A 95.3(6) . . ? O41B Cl38 O42A 143.5(5) . . ? O41B O41A O42B 126.9(8) . . ? O41B O41A Cl38 68.7(5) . . ? O42B O41A Cl38 58.1(4) . . ? O41A O41B Cl38 62.9(4) . . ? O42B O42A Cl38 57.6(7) . . ? O42A O42B Cl38 86.3(9) . . ? O42A O42B O41A 148.8(11) . . ? Cl38 O42B O41A 62.6(5) . . ? O47 Cl43 O45 111.4(2) . . ? O47 Cl43 O46 109.6(2) . . ? O45 Cl43 O46 107.13(19) . . ? O47 Cl43 O44 111.02(17) . . ? O45 Cl43 O44 109.65(16) . . ? O46 Cl43 O44 107.90(17) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 24.93 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.883 _refine_diff_density_min -0.595 _refine_diff_density_rms 0.079 # Attachment 'Compound-L.cif' data_Compound-L _database_code_depnum_ccdc_archive 'CCDC 781672' #TrackingRef 'Compound-L.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 N4 O2 S' _chemical_formula_weight 486.62 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 8.540(2) _cell_length_b 12.871(3) _cell_length_c 23.664(6) _cell_angle_alpha 90.00 _cell_angle_beta 106.426(9) _cell_angle_gamma 90.00 _cell_volume 2494.9(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2514 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 20.14 _exptl_crystal_description Block _exptl_crystal_colour Pink _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.163 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.9650 _exptl_absorpt_correction_T_max 0.9744 _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 'Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18315 _diffrn_reflns_av_R_equivalents 0.1066 _diffrn_reflns_av_sigmaI/netI 0.1067 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 22.89 _reflns_number_total 3415 _reflns_number_gt 2404 _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 Platon _computing_publication_material 'Mercury 2.2' _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^)+(0.1309P)^2^+1.2004P] 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 3415 _refine_ls_number_parameters 320 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1017 _refine_ls_R_factor_gt 0.0754 _refine_ls_wR_factor_ref 0.2355 _refine_ls_wR_factor_gt 0.2087 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 -0.2505(7) 0.0243(5) 0.4257(3) 0.1055(19) Uani 1 1 d . . . C2 C -0.2227(10) -0.0824(6) 0.4421(4) 0.116(3) Uani 1 1 d . . . H2 H -0.2700 -0.1113 0.4694 0.139 Uiso 1 1 calc R . . C3 C -0.1291(10) -0.1400(6) 0.4184(4) 0.108(3) Uani 1 1 d . . . H3 H -0.1156 -0.2098 0.4288 0.130 Uiso 1 1 calc R . . C4 C -0.0518(9) -0.1029(6) 0.3795(4) 0.107(2) Uani 1 1 d . . . H4 H 0.0150 -0.1444 0.3640 0.128 Uiso 1 1 calc R . . C5 C -0.0794(8) 0.0012(5) 0.3647(3) 0.0847(18) Uani 1 1 d . . . H5 H -0.0314 0.0304 0.3378 0.102 Uiso 1 1 calc R . . C6 C -0.1777(7) 0.0632(4) 0.3893(2) 0.0681(16) Uani 1 1 d . . . C7 C -0.1966(6) 0.1772(3) 0.3763(2) 0.0558(13) Uani 1 1 d . . . H7A H -0.3070 0.1980 0.3746 0.067 Uiso 1 1 calc R . . H7B H -0.1809 0.1902 0.3379 0.067 Uiso 1 1 calc R . . C8 C -0.0766(6) 0.2436(3) 0.42203(19) 0.0485(12) Uani 1 1 d . . . H8A H -0.1122 0.2482 0.4574 0.058 Uiso 1 1 calc R . . H8B H 0.0304 0.2113 0.4324 0.058 Uiso 1 1 calc R . . N9 N -0.0659(4) 0.3472(3) 0.39912(15) 0.0444(9) Uani 1 1 d . . . C10 C 0.0381(5) 0.4115(3) 0.42896(18) 0.0407(10) Uani 1 1 d . . . O11 O 0.1332(4) 0.3843(2) 0.48482(12) 0.0466(8) Uani 1 1 d . . . C12 C 0.2491(5) 0.4512(3) 0.51962(19) 0.0407(10) Uani 1 1 d . . . C13 C 0.3342(5) 0.4153(3) 0.57365(19) 0.0448(11) Uani 1 1 d . . . H13 H 0.3130 0.3492 0.5856 0.054 Uiso 1 1 calc R . . C14 C 0.4553(5) 0.4785(3) 0.61187(19) 0.0456(11) Uani 1 1 d . . . N15 N 0.5427(4) 0.4451(3) 0.66612(16) 0.0495(10) Uani 1 1 d . . . C16 C 0.5081(6) 0.3460(4) 0.6912(2) 0.0554(13) Uani 1 1 d . . . H16A H 0.3918 0.3321 0.6775 0.066 Uiso 1 1 calc R . . H16B H 0.5384 0.3516 0.7338 0.066 Uiso 1 1 calc R . . C17 C 0.5994(7) 0.2568(4) 0.6741(3) 0.0779(17) Uani 1 1 d . . . H17A H 0.5690 0.2505 0.6320 0.117 Uiso 1 1 calc R . . H17B H 0.5728 0.1936 0.6910 0.117 Uiso 1 1 calc R . . H17C H 0.7147 0.2693 0.6886 0.117 Uiso 1 1 calc R . . C18 C 0.6742(6) 0.5078(4) 0.7048(2) 0.0540(12) Uani 1 1 d . . . H18A H 0.7314 0.5448 0.6809 0.065 Uiso 1 1 calc R . . H18B H 0.7518 0.4621 0.7311 0.065 Uiso 1 1 calc R . . C19 C 0.6094(6) 0.5858(4) 0.7410(2) 0.0611(14) Uani 1 1 d . . . H19A H 0.5348 0.6324 0.7151 0.092 Uiso 1 1 calc R . . H19B H 0.6987 0.6246 0.7658 0.092 Uiso 1 1 calc R . . H19C H 0.5538 0.5495 0.7651 0.092 Uiso 1 1 calc R . . C20 C 0.4811(5) 0.5776(3) 0.5907(2) 0.0487(11) Uani 1 1 d . . . H20 H 0.5592 0.6212 0.6145 0.058 Uiso 1 1 calc R . . C21 C 0.3933(5) 0.6119(3) 0.5352(2) 0.0481(11) Uani 1 1 d . . . H21 H 0.4140 0.6775 0.5225 0.058 Uiso 1 1 calc R . . C22 C 0.2742(5) 0.5491(3) 0.49814(19) 0.0422(11) Uani 1 1 d . . . C23 C 0.1791(5) 0.5775(3) 0.44051(19) 0.0438(11) Uani 1 1 d . . . H23 H 0.1964 0.6420 0.4256 0.053 Uiso 1 1 calc R . . C24 C 0.0644(5) 0.5136(3) 0.40679(18) 0.0408(10) Uani 1 1 d . . . C25 C -0.0262(5) 0.5443(3) 0.34621(18) 0.0395(10) Uani 1 1 d . . . S26 S -0.16830(14) 0.46251(8) 0.29807(5) 0.0462(4) Uani 1 1 d . . . C27 C -0.1953(5) 0.5569(3) 0.24346(19) 0.0451(11) Uani 1 1 d . . . C28 C -0.2945(6) 0.5565(4) 0.1859(2) 0.0563(13) Uani 1 1 d . . . H28 H -0.3633 0.5007 0.1715 0.068 Uiso 1 1 calc R . . C29 C -0.2892(6) 0.6409(4) 0.1503(2) 0.0590(13) Uani 1 1 d . . . H29 H -0.3551 0.6415 0.1115 0.071 Uiso 1 1 calc R . . C30 C -0.1866(6) 0.7250(4) 0.1715(2) 0.0540(13) Uani 1 1 d . . . H30 H -0.1838 0.7806 0.1467 0.065 Uiso 1 1 calc R . . C31 C -0.0896(6) 0.7266(4) 0.2287(2) 0.0536(12) Uani 1 1 d . . . H31 H -0.0220 0.7831 0.2427 0.064 Uiso 1 1 calc R . . C32 C -0.0934(5) 0.6427(3) 0.26574(19) 0.0443(11) Uani 1 1 d . . . N33 N -0.0019(4) 0.6344(3) 0.32400(16) 0.0444(9) Uani 1 1 d . . . O34 O 0.5682(8) 0.3718(5) -0.0128(3) 0.139(2) Uani 1 1 d . . . H34 H 0.6161 0.3962 -0.0353 0.208 Uiso 1 1 calc R . . C35 C 0.6564(12) 0.3923(9) 0.0449(3) 0.167(4) Uani 1 1 d . . . H35A H 0.6596 0.4660 0.0515 0.250 Uiso 1 1 calc R . . H35B H 0.7657 0.3665 0.0518 0.250 Uiso 1 1 calc R . . H35C H 0.6052 0.3588 0.0712 0.250 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 0.099(4) 0.103(5) 0.113(4) 0.034(4) 0.026(4) -0.030(3) C2 0.117(6) 0.068(5) 0.152(8) 0.035(5) 0.023(6) -0.009(5) C3 0.107(6) 0.065(5) 0.132(7) 0.019(5) 0.000(5) -0.030(5) C4 0.105(6) 0.069(5) 0.122(6) -0.018(4) -0.006(5) 0.003(4) C5 0.102(5) 0.057(4) 0.087(4) -0.004(3) 0.014(4) -0.003(3) C6 0.066(3) 0.057(4) 0.069(3) 0.008(3) 0.000(3) -0.028(3) C7 0.060(3) 0.044(3) 0.061(3) 0.008(2) 0.013(2) -0.009(2) C8 0.064(3) 0.033(3) 0.050(3) 0.005(2) 0.019(2) -0.009(2) N9 0.055(2) 0.033(2) 0.048(2) 0.0007(17) 0.0173(18) -0.0076(17) C10 0.047(3) 0.034(2) 0.046(2) 0.000(2) 0.022(2) 0.005(2) O11 0.0587(19) 0.0334(17) 0.0484(18) 0.0032(14) 0.0162(15) -0.0055(14) C12 0.043(2) 0.036(3) 0.049(3) -0.005(2) 0.023(2) -0.004(2) C13 0.053(3) 0.030(2) 0.056(3) 0.001(2) 0.023(2) -0.002(2) C14 0.052(3) 0.038(3) 0.052(3) 0.000(2) 0.024(2) 0.002(2) N15 0.057(2) 0.038(2) 0.053(2) 0.0040(18) 0.0129(19) -0.0020(18) C16 0.057(3) 0.057(3) 0.055(3) 0.009(2) 0.020(2) 0.000(2) C17 0.080(4) 0.049(3) 0.114(5) 0.018(3) 0.042(4) 0.009(3) C18 0.050(3) 0.058(3) 0.055(3) -0.004(2) 0.017(2) 0.001(2) C19 0.068(3) 0.057(3) 0.062(3) -0.013(3) 0.025(3) -0.007(3) C20 0.048(3) 0.038(3) 0.060(3) -0.010(2) 0.015(2) -0.007(2) C21 0.053(3) 0.035(3) 0.058(3) -0.002(2) 0.019(2) -0.002(2) C22 0.048(3) 0.032(2) 0.053(3) 0.000(2) 0.024(2) 0.001(2) C23 0.054(3) 0.027(2) 0.055(3) 0.001(2) 0.023(2) -0.002(2) C24 0.045(2) 0.036(3) 0.048(2) 0.001(2) 0.024(2) 0.003(2) C25 0.043(2) 0.030(2) 0.051(3) -0.0008(19) 0.023(2) 0.0014(19) S26 0.0582(8) 0.0353(7) 0.0489(7) 0.0007(5) 0.0212(6) -0.0053(5) C27 0.050(3) 0.041(3) 0.052(3) 0.003(2) 0.026(2) 0.003(2) C28 0.069(3) 0.053(3) 0.050(3) -0.001(2) 0.022(3) -0.005(2) C29 0.067(3) 0.059(3) 0.055(3) 0.009(3) 0.023(2) 0.007(3) C30 0.062(3) 0.047(3) 0.060(3) 0.014(2) 0.029(3) 0.010(2) C31 0.058(3) 0.040(3) 0.069(3) 0.009(2) 0.027(3) 0.006(2) C32 0.049(3) 0.040(3) 0.051(3) 0.003(2) 0.025(2) 0.005(2) N33 0.048(2) 0.036(2) 0.055(2) 0.0004(17) 0.0235(18) -0.0009(17) O34 0.187(6) 0.112(4) 0.122(5) -0.024(4) 0.053(4) -0.022(4) C35 0.185(10) 0.225(12) 0.075(5) 0.009(7) 0.012(6) 0.019(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 N1 C6 1.297(7) . ? N1 C2 1.428(9) . ? C2 C3 1.327(11) . ? C2 H2 0.9300 . ? C3 C4 1.361(11) . ? C3 H3 0.9300 . ? C4 C5 1.387(9) . ? C4 H4 0.9300 . ? C5 C6 1.398(8) . ? C5 H5 0.9300 . ? C6 C7 1.499(7) . ? C7 C8 1.525(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N9 1.452(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? N9 C10 1.272(5) . ? C10 O11 1.386(5) . ? C10 C24 1.455(6) . ? O11 C12 1.392(5) . ? C12 C13 1.360(6) . ? C12 C22 1.398(6) . ? C13 C14 1.421(6) . ? C13 H13 0.9300 . ? C14 N15 1.359(6) . ? C14 C20 1.411(6) . ? N15 C16 1.472(6) . ? N15 C18 1.472(6) . ? C16 C17 1.506(7) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.523(6) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.387(6) . ? C20 H20 0.9300 . ? C21 C22 1.397(6) . ? C21 H21 0.9300 . ? C22 C23 1.423(6) . ? C23 C24 1.354(6) . ? C23 H23 0.9300 . ? C24 C25 1.478(6) . ? C25 N33 1.314(5) . ? C25 S26 1.760(4) . ? S26 C27 1.740(4) . ? C27 C28 1.386(6) . ? C27 C32 1.413(6) . ? C28 C29 1.383(7) . ? C28 H28 0.9300 . ? C29 C30 1.394(7) . ? C29 H29 0.9300 . ? C30 C31 1.374(6) . ? C30 H30 0.9300 . ? C31 C32 1.396(6) . ? C31 H31 0.9300 . ? C32 N33 1.383(5) . ? O34 C35 1.385(9) . ? O34 H34 0.8200 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 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 C6 N1 C2 118.5(7) . . ? C3 C2 N1 119.7(8) . . ? C3 C2 H2 120.1 . . ? N1 C2 H2 120.1 . . ? C2 C3 C4 123.7(8) . . ? C2 C3 H3 118.1 . . ? C4 C3 H3 118.1 . . ? C3 C4 C5 115.4(8) . . ? C3 C4 H4 122.3 . . ? C5 C4 H4 122.3 . . ? C4 C5 C6 121.7(7) . . ? C4 C5 H5 119.1 . . ? C6 C5 H5 119.1 . . ? N1 C6 C5 120.8(6) . . ? N1 C6 C7 118.0(6) . . ? C5 C6 C7 121.1(5) . . ? C6 C7 C8 113.0(4) . . ? C6 C7 H7A 109.0 . . ? C8 C7 H7A 109.0 . . ? C6 C7 H7B 109.0 . . ? C8 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? N9 C8 C7 110.5(3) . . ? N9 C8 H8A 109.6 . . ? C7 C8 H8A 109.6 . . ? N9 C8 H8B 109.6 . . ? C7 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? C10 N9 C8 119.9(4) . . ? N9 C10 O11 119.6(4) . . ? N9 C10 C24 122.8(4) . . ? O11 C10 C24 117.6(4) . . ? C10 O11 C12 122.3(3) . . ? C13 C12 O11 116.6(4) . . ? C13 C12 C22 123.5(4) . . ? O11 C12 C22 119.9(4) . . ? C12 C13 C14 120.2(4) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? N15 C14 C20 121.5(4) . . ? N15 C14 C13 121.8(4) . . ? C20 C14 C13 116.8(4) . . ? C14 N15 C16 122.4(4) . . ? C14 N15 C18 122.1(4) . . ? C16 N15 C18 115.5(4) . . ? N15 C16 C17 112.1(4) . . ? N15 C16 H16A 109.2 . . ? C17 C16 H16A 109.2 . . ? N15 C16 H16B 109.2 . . ? C17 C16 H16B 109.2 . . ? H16A C16 H16B 107.9 . . ? 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 . . ? N15 C18 C19 112.1(4) . . ? N15 C18 H18A 109.2 . . ? C19 C18 H18A 109.2 . . ? N15 C18 H18B 109.2 . . ? C19 C18 H18B 109.2 . . ? H18A C18 H18B 107.9 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C14 121.8(4) . . ? C21 C20 H20 119.1 . . ? C14 C20 H20 119.1 . . ? C20 C21 C22 120.9(4) . . ? C20 C21 H21 119.6 . . ? C22 C21 H21 119.6 . . ? C21 C22 C12 116.9(4) . . ? C21 C22 C23 124.7(4) . . ? C12 C22 C23 118.4(4) . . ? C24 C23 C22 122.0(4) . . ? C24 C23 H23 119.0 . . ? C22 C23 H23 119.0 . . ? C23 C24 C10 119.7(4) . . ? C23 C24 C25 120.1(4) . . ? C10 C24 C25 120.0(4) . . ? N33 C25 C24 121.7(4) . . ? N33 C25 S26 115.3(3) . . ? C24 C25 S26 123.0(3) . . ? C27 S26 C25 89.2(2) . . ? C28 C27 C32 120.7(4) . . ? C28 C27 S26 130.1(4) . . ? C32 C27 S26 109.3(3) . . ? C29 C28 C27 118.7(5) . . ? C29 C28 H28 120.6 . . ? C27 C28 H28 120.6 . . ? C28 C29 C30 121.1(5) . . ? C28 C29 H29 119.5 . . ? C30 C29 H29 119.5 . . ? C31 C30 C29 120.6(4) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C30 C31 C32 119.5(5) . . ? C30 C31 H31 120.2 . . ? C32 C31 H31 120.2 . . ? N33 C32 C31 125.3(4) . . ? N33 C32 C27 115.2(4) . . ? C31 C32 C27 119.4(4) . . ? C25 N33 C32 111.0(4) . . ? C35 O34 H34 109.5 . . ? O34 C35 H35A 109.5 . . ? O34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? O34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 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 C6 N1 C2 C3 -2.7(11) . . . . ? N1 C2 C3 C4 2.0(13) . . . . ? C2 C3 C4 C5 -1.3(11) . . . . ? C3 C4 C5 C6 1.2(9) . . . . ? C2 N1 C6 C5 2.7(9) . . . . ? C2 N1 C6 C7 -174.9(5) . . . . ? C4 C5 C6 N1 -2.1(9) . . . . ? C4 C5 C6 C7 175.5(5) . . . . ? N1 C6 C7 C8 83.9(6) . . . . ? C5 C6 C7 C8 -93.7(6) . . . . ? C6 C7 C8 N9 163.0(4) . . . . ? C7 C8 N9 C10 -174.2(4) . . . . ? C8 N9 C10 O11 -4.2(6) . . . . ? C8 N9 C10 C24 175.0(4) . . . . ? N9 C10 O11 C12 180.0(4) . . . . ? C24 C10 O11 C12 0.7(5) . . . . ? C10 O11 C12 C13 179.9(3) . . . . ? C10 O11 C12 C22 -0.8(6) . . . . ? O11 C12 C13 C14 179.8(4) . . . . ? C22 C12 C13 C14 0.5(6) . . . . ? C12 C13 C14 N15 -179.9(4) . . . . ? C12 C13 C14 C20 -0.2(6) . . . . ? C20 C14 N15 C16 174.6(4) . . . . ? C13 C14 N15 C16 -5.8(6) . . . . ? C20 C14 N15 C18 -2.9(6) . . . . ? C13 C14 N15 C18 176.7(4) . . . . ? C14 N15 C16 C17 88.2(5) . . . . ? C18 N15 C16 C17 -94.2(5) . . . . ? C14 N15 C18 C19 85.2(5) . . . . ? C16 N15 C18 C19 -92.5(5) . . . . ? N15 C14 C20 C21 179.5(4) . . . . ? C13 C14 C20 C21 -0.2(6) . . . . ? C14 C20 C21 C22 0.5(7) . . . . ? C20 C21 C22 C12 -0.3(6) . . . . ? C20 C21 C22 C23 -179.6(4) . . . . ? C13 C12 C22 C21 -0.2(6) . . . . ? O11 C12 C22 C21 -179.5(3) . . . . ? C13 C12 C22 C23 179.2(4) . . . . ? O11 C12 C22 C23 -0.1(6) . . . . ? C21 C22 C23 C24 -179.5(4) . . . . ? C12 C22 C23 C24 1.2(6) . . . . ? C22 C23 C24 C10 -1.3(6) . . . . ? C22 C23 C24 C25 -177.2(4) . . . . ? N9 C10 C24 C23 -178.9(4) . . . . ? O11 C10 C24 C23 0.3(6) . . . . ? N9 C10 C24 C25 -2.9(6) . . . . ? O11 C10 C24 C25 176.3(3) . . . . ? C23 C24 C25 N33 -1.8(6) . . . . ? C10 C24 C25 N33 -177.7(4) . . . . ? C23 C24 C25 S26 176.1(3) . . . . ? C10 C24 C25 S26 0.2(5) . . . . ? N33 C25 S26 C27 0.6(3) . . . . ? C24 C25 S26 C27 -177.4(3) . . . . ? C25 S26 C27 C28 179.6(4) . . . . ? C25 S26 C27 C32 0.6(3) . . . . ? C32 C27 C28 C29 1.4(7) . . . . ? S26 C27 C28 C29 -177.6(4) . . . . ? C27 C28 C29 C30 -0.1(7) . . . . ? C28 C29 C30 C31 -0.8(7) . . . . ? C29 C30 C31 C32 0.4(7) . . . . ? C30 C31 C32 N33 179.8(4) . . . . ? C30 C31 C32 C27 0.8(6) . . . . ? C28 C27 C32 N33 179.2(4) . . . . ? S26 C27 C32 N33 -1.6(4) . . . . ? C28 C27 C32 C31 -1.7(6) . . . . ? S26 C27 C32 C31 177.4(3) . . . . ? C24 C25 N33 C32 176.4(3) . . . . ? S26 C25 N33 C32 -1.6(4) . . . . ? C31 C32 N33 C25 -176.9(4) . . . . ? C27 C32 N33 C25 2.1(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O34 H34 N1 0.82 1.95 2.754(9) 167.2 4_665 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 22.89 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.671 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.070