# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Andrew J.P. White' _publ_contact_author_email a.white@imperial.ac.uk loop_ _publ_author_name Marti-Centelles Kumar White Luis 'Ramon Vilar' data_2 _database_code_depnum_ccdc_archive 'CCDC 826892' #TrackingRef '- CEC 03-11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H26 N4 O2' _chemical_formula_sum 'C24 H26 N4 O2' _chemical_formula_weight 402.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 5.4867(2) _cell_length_b 42.1629(16) _cell_length_c 9.0036(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.131(4) _cell_angle_gamma 90.00 _cell_volume 2082.84(13) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 10265 _cell_measurement_theta_min 2.0940 _cell_measurement_theta_max 68.5776 _exptl_crystal_description 'tabular needles' _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 0.667 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.891 _exptl_absorpt_correction_T_max 0.979 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur PX Ultra' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 8.2556 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21550 _diffrn_reflns_av_R_equivalents 0.0466 _diffrn_reflns_av_sigmaI/netI 0.0465 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -49 _diffrn_reflns_limit_k_max 50 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 68.70 _reflns_number_total 7202 _reflns_number_gt 6896 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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. Results of chirality/polarity tests _refine_ls_R_factor_obs+ 0.0648 _refine_ls_wR_factor_obs+ 0.1597 _refine_ls_abs_structure_Flack+ 0.0(4) _refine_ls_R_factor_obs- 0.0648 _refine_ls_wR_factor_obs- 0.1597 _refine_ls_abs_structure_Flack- 1.0(4) ; _chemical_absolute_configuration syn _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^)+(0.0212P)^2^+3.3032P] 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, 3305 Friedel pairs' _refine_ls_abs_structure_Flack 0.0(4) _refine_ls_number_reflns 7202 _refine_ls_number_parameters 589 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0682 _refine_ls_R_factor_gt 0.0648 _refine_ls_wR_factor_ref 0.1614 _refine_ls_wR_factor_gt 0.1597 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.107 _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 N1A N -0.5921(7) 0.52976(10) 0.4663(5) 0.0417(9) Uani 1 1 d D . . H1A H -0.643(10) 0.5210(13) 0.381(3) 0.055(16) Uiso 1 1 d D . . H1B H -0.658(9) 0.5223(13) 0.551(3) 0.048(15) Uiso 1 1 d D . . C2A C -0.3272(7) 0.52719(11) 0.4853(4) 0.0331(9) Uani 1 1 d . . . H2AA H -0.2474 0.5270 0.3855 0.040 Uiso 1 1 calc R . . C3A C -0.2536(7) 0.49704(11) 0.5714(4) 0.0305(8) Uani 1 1 d . . . O3A O -0.3356(5) 0.49142(8) 0.6927(3) 0.0385(7) Uani 1 1 d . . . N4A N -0.0864(6) 0.47861(9) 0.4996(4) 0.0310(7) Uani 1 1 d D . . H4A H -0.043(7) 0.4829(9) 0.4054(15) 0.015(9) Uiso 1 1 d D . . C5A C 0.0338(7) 0.45143(10) 0.5556(4) 0.0286(8) Uani 1 1 d . . . C6A C 0.2548(7) 0.44320(10) 0.4884(4) 0.0307(8) Uani 1 1 d . . . H6AA H 0.3174 0.4560 0.4107 0.037 Uiso 1 1 calc R . . C7A C 0.3835(7) 0.41663(10) 0.5334(4) 0.0311(8) Uani 1 1 d . . . H7AA H 0.5337 0.4114 0.4871 0.037 Uiso 1 1 calc R . . C8A C 0.2925(7) 0.39756(10) 0.6467(4) 0.0315(8) Uani 1 1 d . . . C9A C 0.0715(8) 0.40565(11) 0.7130(4) 0.0322(8) Uani 1 1 d . . . H9AA H 0.0078 0.3926 0.7895 0.039 Uiso 1 1 calc R . . C10A C -0.0570(7) 0.43234(10) 0.6696(4) 0.0296(8) Uani 1 1 d . . . H10A H -0.2061 0.4377 0.7169 0.035 Uiso 1 1 calc R . . N11A N 0.4225(7) 0.37067(9) 0.7001(4) 0.0335(8) Uani 1 1 d D . . H11A H 0.394(8) 0.3647(10) 0.7945(16) 0.023(10) Uiso 1 1 d D . . C12A C 0.5680(7) 0.35189(11) 0.6180(4) 0.0327(9) Uani 1 1 d . . . O12A O 0.6034(6) 0.35519(9) 0.4836(3) 0.0430(7) Uani 1 1 d . . . C13A C 0.6794(8) 0.32337(11) 0.6972(5) 0.0360(9) Uani 1 1 d . . . H13A H 0.8458 0.3193 0.6564 0.043 Uiso 1 1 calc R . . N14A N 0.6962(7) 0.32817(7) 0.8565(4) 0.0375(8) Uani 1 1 d D . . H14A H 0.819(7) 0.3401(11) 0.893(6) 0.047(15) Uiso 1 1 d D . . H14B H 0.714(8) 0.3079(4) 0.886(5) 0.031(11) Uiso 1 1 d D . . C15A C -0.2320(8) 0.55547(11) 0.5756(5) 0.0398(10) Uani 1 1 d . . . H15A H -0.3213 0.5564 0.6709 0.048 Uiso 1 1 calc R . . H15B H -0.0577 0.5519 0.5988 0.048 Uiso 1 1 calc R . . C16A C -0.2574(8) 0.58703(11) 0.4985(5) 0.0346(9) Uani 1 1 d . . . C17A C -0.4569(9) 0.60636(13) 0.5237(6) 0.0462(11) Uani 1 1 d . . . H17A H -0.5802 0.5997 0.5907 0.055 Uiso 1 1 calc R . . C18A C -0.4788(10) 0.63536(13) 0.4523(7) 0.0549(13) Uani 1 1 d . . . H18A H -0.6172 0.6483 0.4703 0.066 Uiso 1 1 calc R . . C19A C -0.3013(10) 0.64547(12) 0.3555(6) 0.0511(12) Uani 1 1 d . . . H19A H -0.3173 0.6653 0.3062 0.061 Uiso 1 1 calc R . . C20A C -0.0999(10) 0.62658(13) 0.3308(7) 0.0544(13) Uani 1 1 d . . . H20A H 0.0241 0.6334 0.2646 0.065 Uiso 1 1 calc R . . C21A C -0.0790(9) 0.59770(12) 0.4024(5) 0.0437(10) Uani 1 1 d . . . H21A H 0.0608 0.5849 0.3853 0.052 Uiso 1 1 calc R . . C22A C 0.5125(9) 0.29482(12) 0.6618(6) 0.0441(11) Uani 1 1 d . . . H22A H 0.3509 0.2985 0.7075 0.053 Uiso 1 1 calc R . . H22B H 0.4888 0.2935 0.5529 0.053 Uiso 1 1 calc R . . C23A C 0.6131(9) 0.26352(11) 0.7172(5) 0.0429(11) Uani 1 1 d . . . C24A C 0.8223(10) 0.25030(13) 0.6548(6) 0.0506(12) Uani 1 1 d . . . H24A H 0.9047 0.2612 0.5773 0.061 Uiso 1 1 calc R . . C25A C 0.9106(10) 0.22140(14) 0.7051(6) 0.0556(13) Uani 1 1 d . . . H25A H 1.0530 0.2126 0.6616 0.067 Uiso 1 1 calc R . . C26A C 0.7939(11) 0.20548(13) 0.8171(6) 0.0554(13) Uani 1 1 d . . . H26A H 0.8562 0.1858 0.8518 0.066 Uiso 1 1 calc R . . C27A C 0.5844(11) 0.21820(14) 0.8798(6) 0.0566(13) Uani 1 1 d . . . H27A H 0.5016 0.2071 0.9565 0.068 Uiso 1 1 calc R . . C28A C 0.4971(10) 0.24714(12) 0.8297(6) 0.0477(11) Uani 1 1 d . . . H28A H 0.3548 0.2559 0.8735 0.057 Uiso 1 1 calc R . . N1B N -0.0992(7) 0.32269(10) 0.2287(5) 0.0416(8) Uani 1 1 d D . . H1C H -0.151(13) 0.3324(16) 0.312(5) 0.08(2) Uiso 1 1 d D . . H1D H -0.174(11) 0.3324(16) 0.153(5) 0.08(2) Uiso 1 1 d D . . C2B C 0.1657(7) 0.32553(11) 0.2133(4) 0.0334(9) Uani 1 1 d . . . H2BA H 0.2431 0.3257 0.3139 0.040 Uiso 1 1 calc R . . C3B C 0.2408(7) 0.35546(11) 0.1280(4) 0.0301(8) Uani 1 1 d . . . O3B O 0.1590(5) 0.36119(8) 0.0045(3) 0.0380(7) Uani 1 1 d . . . N4B N 0.4056(6) 0.37405(9) 0.2002(4) 0.0304(7) Uani 1 1 d D . . H4B H 0.432(10) 0.3699(13) 0.2970(16) 0.043(14) Uiso 1 1 d D . . C5B C 0.5328(7) 0.40081(10) 0.1431(4) 0.0299(8) Uani 1 1 d . . . C6B C 0.7520(7) 0.40894(10) 0.2131(4) 0.0311(8) Uani 1 1 d . . . H6BA H 0.8114 0.3964 0.2930 0.037 Uiso 1 1 calc R . . C7B C 0.8827(7) 0.43513(11) 0.1667(4) 0.0313(8) Uani 1 1 d . . . H7BA H 1.0340 0.4401 0.2128 0.038 Uiso 1 1 calc R . . C8B C 0.7944(7) 0.45430(10) 0.0534(4) 0.0312(8) Uani 1 1 d . . . C9B C 0.5736(7) 0.44641(11) -0.0142(4) 0.0318(8) Uani 1 1 d . . . H9BA H 0.5125 0.4594 -0.0922 0.038 Uiso 1 1 calc R . . C10B C 0.4415(7) 0.42000(11) 0.0301(5) 0.0329(9) Uani 1 1 d . . . H10B H 0.2904 0.4151 -0.0161 0.039 Uiso 1 1 calc R . . N11B N 0.9300(6) 0.48078(10) -0.0003(4) 0.0344(8) Uani 1 1 d D . . H11B H 0.902(9) 0.4860(12) -0.0958(17) 0.037(13) Uiso 1 1 d D . . C12B C 1.0782(7) 0.49928(11) 0.0825(4) 0.0336(9) Uani 1 1 d . . . O12B O 1.1134(6) 0.49601(9) 0.2168(3) 0.0438(7) Uani 1 1 d . . . C13B C 1.1992(7) 0.52686(11) 0.0013(5) 0.0349(9) Uani 1 1 d . . . H13B H 1.3701 0.5294 0.0383 0.042 Uiso 1 1 calc R . . N14B N 1.2027(7) 0.52250(7) -0.1586(4) 0.0384(8) Uani 1 1 d D . . H14C H 1.320(8) 0.5093(12) -0.191(7) 0.060(17) Uiso 1 1 d D . . H14D H 1.224(8) 0.5424(4) -0.193(5) 0.031(12) Uiso 1 1 d D . . C15B C 0.2663(8) 0.29737(11) 0.1222(5) 0.0398(10) Uani 1 1 d . . . H15C H 0.1829 0.2969 0.0246 0.048 Uiso 1 1 calc R . . H15D H 0.4421 0.3009 0.1038 0.048 Uiso 1 1 calc R . . C16B C 0.2347(8) 0.26557(11) 0.1965(5) 0.0365(9) Uani 1 1 d . . . C17B C 0.0372(9) 0.24613(13) 0.1642(7) 0.0498(12) Uani 1 1 d . . . H17B H -0.0833 0.2532 0.0960 0.060 Uiso 1 1 calc R . . C18B C 0.0133(10) 0.21710(14) 0.2286(7) 0.0590(14) Uani 1 1 d . . . H18B H -0.1232 0.2042 0.2043 0.071 Uiso 1 1 calc R . . C19B C 0.1857(11) 0.20596(13) 0.3295(6) 0.0531(12) Uani 1 1 d . . . H19B H 0.1678 0.1857 0.3748 0.064 Uiso 1 1 calc R . . C20B C 0.3838(10) 0.22505(13) 0.3622(6) 0.0533(13) Uani 1 1 d . . . H20B H 0.5040 0.2179 0.4306 0.064 Uiso 1 1 calc R . . C21B C 0.4073(9) 0.25422(12) 0.2962(6) 0.0465(11) Uani 1 1 d . . . H21B H 0.5451 0.2670 0.3193 0.056 Uiso 1 1 calc R . . C22B C 1.0490(9) 0.55672(13) 0.0429(6) 0.0466(11) Uani 1 1 d . . . H22C H 0.8825 0.5547 0.0014 0.056 Uiso 1 1 calc R . . H22D H 1.0350 0.5580 0.1523 0.056 Uiso 1 1 calc R . . C23B C 1.1644(9) 0.58711(12) -0.0152(5) 0.0421(10) Uani 1 1 d . . . C24B C 1.3765(10) 0.59911(13) 0.0473(6) 0.0488(11) Uani 1 1 d . . . H24B H 1.4507 0.5884 0.1285 0.059 Uiso 1 1 calc R . . C25B C 1.4803(10) 0.62649(13) -0.0075(6) 0.0531(12) Uani 1 1 d . . . H25B H 1.6258 0.6345 0.0361 0.064 Uiso 1 1 calc R . . C26B C 1.3745(11) 0.64246(13) -0.1253(6) 0.0530(12) Uani 1 1 d . . . H26B H 1.4484 0.6610 -0.1643 0.064 Uiso 1 1 calc R . . C27B C 1.1598(11) 0.63103(13) -0.1856(7) 0.0582(13) Uani 1 1 d . . . H27B H 1.0829 0.6422 -0.2644 0.070 Uiso 1 1 calc R . . C28B C 1.0568(9) 0.60353(12) -0.1318(6) 0.0464(11) Uani 1 1 d . . . H28B H 0.9105 0.5957 -0.1750 0.056 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 N1A 0.0362(19) 0.045(2) 0.044(2) 0.0013(17) -0.0112(17) 0.0003(16) C2A 0.033(2) 0.039(2) 0.027(2) 0.0020(16) -0.0016(16) 0.0028(17) C3A 0.0260(18) 0.039(2) 0.027(2) -0.0001(16) -0.0027(15) -0.0006(16) O3A 0.0372(16) 0.0461(18) 0.0324(16) 0.0068(13) 0.0096(12) 0.0055(13) N4A 0.0322(17) 0.0387(19) 0.0219(16) 0.0028(13) 0.0049(13) 0.0033(14) C5A 0.0243(18) 0.036(2) 0.0255(18) -0.0018(15) -0.0006(15) -0.0012(15) C6A 0.030(2) 0.038(2) 0.0240(18) 0.0027(15) -0.0026(15) -0.0017(16) C7A 0.0274(19) 0.041(2) 0.0249(19) -0.0004(15) -0.0060(15) 0.0027(16) C8A 0.032(2) 0.034(2) 0.029(2) 0.0000(15) -0.0075(16) 0.0030(16) C9A 0.035(2) 0.037(2) 0.0237(19) 0.0027(16) -0.0035(16) -0.0026(17) C10A 0.0286(19) 0.041(2) 0.0194(18) 0.0000(15) 0.0039(14) 0.0011(16) N11A 0.0352(18) 0.040(2) 0.0256(17) 0.0039(14) -0.0009(14) 0.0060(14) C12A 0.033(2) 0.045(2) 0.0202(19) 0.0021(16) -0.0037(15) 0.0020(17) O12A 0.0465(18) 0.0493(19) 0.0330(16) 0.0024(13) -0.0012(13) 0.0134(14) C13A 0.033(2) 0.040(2) 0.035(2) 0.0023(17) -0.0087(17) 0.0048(17) N14A 0.0396(19) 0.041(2) 0.0321(18) 0.0038(15) -0.0080(15) -0.0008(16) C15A 0.039(2) 0.042(2) 0.039(2) 0.0015(18) -0.0143(18) -0.0012(18) C16A 0.032(2) 0.039(2) 0.033(2) -0.0026(17) -0.0072(16) -0.0034(16) C17A 0.036(2) 0.046(3) 0.057(3) -0.002(2) -0.002(2) 0.0007(19) C18A 0.046(3) 0.040(3) 0.078(4) -0.003(3) -0.009(3) 0.005(2) C19A 0.059(3) 0.040(3) 0.055(3) 0.005(2) -0.021(2) -0.006(2) C20A 0.055(3) 0.044(3) 0.064(3) 0.005(2) -0.003(2) -0.012(2) C21A 0.037(2) 0.049(3) 0.045(3) -0.002(2) -0.0047(19) -0.0009(19) C22A 0.040(2) 0.044(3) 0.048(3) -0.005(2) -0.018(2) 0.0057(19) C23A 0.050(3) 0.036(2) 0.042(2) -0.0072(19) -0.017(2) 0.0032(19) C24A 0.050(3) 0.048(3) 0.053(3) -0.002(2) -0.007(2) 0.005(2) C25A 0.051(3) 0.054(3) 0.062(3) -0.007(3) -0.006(2) 0.012(2) C26A 0.065(3) 0.042(3) 0.060(3) -0.003(2) -0.016(3) 0.007(2) C27A 0.071(4) 0.045(3) 0.054(3) -0.002(2) -0.004(3) -0.002(3) C28A 0.056(3) 0.043(3) 0.044(3) -0.009(2) -0.006(2) 0.004(2) N1B 0.0332(19) 0.045(2) 0.046(2) -0.0001(18) 0.0068(16) -0.0018(16) C2B 0.031(2) 0.040(2) 0.029(2) 0.0035(16) -0.0036(15) -0.0044(17) C3B 0.0299(19) 0.037(2) 0.0231(19) 0.0001(15) -0.0029(15) -0.0017(16) O3B 0.0388(16) 0.0451(17) 0.0302(15) 0.0037(12) -0.0123(12) -0.0063(13) N4B 0.0288(17) 0.0386(18) 0.0239(16) 0.0044(13) -0.0041(13) -0.0036(14) C5B 0.0300(19) 0.036(2) 0.0242(18) -0.0002(15) 0.0001(15) -0.0024(16) C6B 0.030(2) 0.037(2) 0.0261(19) 0.0013(16) -0.0034(15) -0.0001(16) C7B 0.0267(19) 0.044(2) 0.0235(18) -0.0013(15) -0.0019(15) -0.0039(16) C8B 0.0299(19) 0.040(2) 0.0239(19) -0.0004(15) 0.0039(15) -0.0022(16) C9B 0.031(2) 0.038(2) 0.0261(19) 0.0038(16) 0.0018(15) 0.0001(16) C10B 0.0285(19) 0.040(2) 0.030(2) -0.0008(16) -0.0076(16) 0.0000(16) N11B 0.0337(18) 0.044(2) 0.0254(17) 0.0043(14) -0.0013(14) -0.0055(15) C12B 0.030(2) 0.046(2) 0.024(2) -0.0017(17) 0.0049(15) -0.0026(17) O12B 0.0521(18) 0.0526(19) 0.0269(15) 0.0027(13) -0.0052(13) -0.0143(15) C13B 0.029(2) 0.042(2) 0.034(2) 0.0016(17) 0.0050(16) -0.0042(17) N14B 0.0392(19) 0.040(2) 0.0358(19) 0.0055(15) 0.0025(15) 0.0010(16) C15B 0.039(2) 0.042(2) 0.038(2) 0.0002(18) 0.0079(18) -0.0008(18) C16B 0.035(2) 0.037(2) 0.038(2) -0.0019(17) -0.0032(17) 0.0011(17) C17B 0.036(2) 0.046(3) 0.068(3) 0.004(2) -0.016(2) -0.0018(19) C18B 0.046(3) 0.045(3) 0.085(4) 0.006(3) -0.014(3) -0.010(2) C19B 0.062(3) 0.039(3) 0.058(3) 0.008(2) -0.003(3) -0.001(2) C20B 0.055(3) 0.049(3) 0.056(3) 0.001(2) -0.021(2) 0.005(2) C21B 0.039(2) 0.045(3) 0.056(3) -0.006(2) -0.007(2) -0.0020(19) C22B 0.044(3) 0.049(3) 0.046(3) -0.005(2) 0.019(2) -0.005(2) C23B 0.045(3) 0.038(2) 0.043(2) -0.0055(19) 0.010(2) 0.0002(19) C24B 0.054(3) 0.044(3) 0.048(3) -0.001(2) -0.002(2) -0.001(2) C25B 0.052(3) 0.048(3) 0.059(3) -0.011(2) 0.002(2) -0.007(2) C26B 0.068(3) 0.041(3) 0.050(3) 0.000(2) 0.013(2) -0.006(2) C27B 0.074(4) 0.041(3) 0.059(3) 0.001(2) -0.011(3) 0.006(3) C28B 0.047(3) 0.045(3) 0.048(3) -0.009(2) -0.002(2) 0.004(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 N1A C2A 1.467(6) . ? C2A C15A 1.534(6) . ? C2A C3A 1.543(6) . ? C3A O3A 1.206(5) . ? C3A N4A 1.366(5) . ? N4A C5A 1.415(5) . ? C5A C10A 1.397(6) . ? C5A C6A 1.400(6) . ? C6A C7A 1.385(6) . ? C7A C8A 1.393(6) . ? C8A C9A 1.395(6) . ? C8A N11A 1.422(5) . ? C9A C10A 1.384(6) . ? N11A C12A 1.347(6) . ? C12A O12A 1.234(5) . ? C12A C13A 1.525(6) . ? C13A N14A 1.452(6) . ? C13A C22A 1.545(6) . ? C15A C16A 1.507(6) . ? C16A C21A 1.383(7) . ? C16A C17A 1.384(7) . ? C17A C18A 1.386(8) . ? C18A C19A 1.375(8) . ? C19A C20A 1.381(8) . ? C20A C21A 1.383(8) . ? C22A C23A 1.515(6) . ? C23A C28A 1.383(8) . ? C23A C24A 1.395(8) . ? C24A C25A 1.387(8) . ? C25A C26A 1.372(8) . ? C26A C27A 1.389(8) . ? C27A C28A 1.386(8) . ? N1B C2B 1.465(6) . ? C2B C3B 1.534(6) . ? C2B C15B 1.546(6) . ? C3B O3B 1.223(5) . ? C3B N4B 1.360(5) . ? N4B C5B 1.424(5) . ? C5B C10B 1.392(6) . ? C5B C6B 1.399(6) . ? C6B C7B 1.382(6) . ? C7B C8B 1.388(6) . ? C8B C9B 1.395(6) . ? C8B N11B 1.427(6) . ? C9B C10B 1.388(6) . ? N11B C12B 1.350(6) . ? C12B O12B 1.232(5) . ? C12B C13B 1.527(6) . ? C13B N14B 1.451(6) . ? C13B C22B 1.551(7) . ? C15B C16B 1.509(6) . ? C16B C17B 1.388(7) . ? C16B C21B 1.389(7) . ? C17B C18B 1.361(8) . ? C18B C19B 1.391(8) . ? C19B C20B 1.384(8) . ? C20B C21B 1.372(8) . ? C22B C23B 1.522(7) . ? C23B C24B 1.387(8) . ? C23B C28B 1.388(7) . ? C24B C25B 1.379(8) . ? C25B C26B 1.383(8) . ? C26B C27B 1.383(8) . ? C27B C28B 1.378(8) . ? 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 N1A C2A C15A 109.9(4) . . ? N1A C2A C3A 112.2(4) . . ? C15A C2A C3A 106.6(3) . . ? O3A C3A N4A 124.7(4) . . ? O3A C3A C2A 121.3(4) . . ? N4A C3A C2A 113.9(3) . . ? C3A N4A C5A 127.2(3) . . ? C10A C5A C6A 119.0(4) . . ? C10A C5A N4A 124.2(3) . . ? C6A C5A N4A 116.7(3) . . ? C7A C6A C5A 121.0(4) . . ? C6A C7A C8A 119.9(4) . . ? C7A C8A C9A 119.0(4) . . ? C7A C8A N11A 121.8(4) . . ? C9A C8A N11A 119.1(4) . . ? C10A C9A C8A 121.4(4) . . ? C9A C10A C5A 119.6(4) . . ? C12A N11A C8A 125.5(3) . . ? O12A C12A N11A 124.5(4) . . ? O12A C12A C13A 118.9(4) . . ? N11A C12A C13A 116.4(3) . . ? N14A C13A C12A 112.1(4) . . ? N14A C13A C22A 110.4(4) . . ? C12A C13A C22A 106.3(3) . . ? C16A C15A C2A 114.3(3) . . ? C21A C16A C17A 118.2(4) . . ? C21A C16A C15A 120.7(4) . . ? C17A C16A C15A 121.1(4) . . ? C16A C17A C18A 120.7(5) . . ? C19A C18A C17A 120.4(5) . . ? C18A C19A C20A 119.4(5) . . ? C19A C20A C21A 119.9(5) . . ? C20A C21A C16A 121.3(5) . . ? C23A C22A C13A 113.3(4) . . ? C28A C23A C24A 118.4(5) . . ? C28A C23A C22A 120.6(5) . . ? C24A C23A C22A 121.0(5) . . ? C25A C24A C23A 120.5(5) . . ? C26A C25A C24A 120.4(5) . . ? C25A C26A C27A 119.9(5) . . ? C28A C27A C26A 119.6(5) . . ? C23A C28A C27A 121.3(5) . . ? N1B C2B C3B 112.5(4) . . ? N1B C2B C15B 110.1(4) . . ? C3B C2B C15B 105.6(3) . . ? O3B C3B N4B 124.3(4) . . ? O3B C3B C2B 121.3(4) . . ? N4B C3B C2B 114.5(3) . . ? C3B N4B C5B 127.6(3) . . ? C10B C5B C6B 119.6(4) . . ? C10B C5B N4B 123.3(4) . . ? C6B C5B N4B 116.9(3) . . ? C7B C6B C5B 120.4(4) . . ? C6B C7B C8B 120.5(4) . . ? C7B C8B C9B 118.9(4) . . ? C7B C8B N11B 121.6(4) . . ? C9B C8B N11B 119.4(4) . . ? C10B C9B C8B 121.3(4) . . ? C9B C10B C5B 119.3(4) . . ? C12B N11B C8B 125.4(3) . . ? O12B C12B N11B 124.8(4) . . ? O12B C12B C13B 119.2(4) . . ? N11B C12B C13B 116.0(4) . . ? N14B C13B C12B 112.6(4) . . ? N14B C13B C22B 110.5(4) . . ? C12B C13B C22B 105.7(3) . . ? C16B C15B C2B 113.9(4) . . ? C17B C16B C21B 117.6(4) . . ? C17B C16B C15B 121.5(4) . . ? C21B C16B C15B 120.9(4) . . ? C18B C17B C16B 121.2(5) . . ? C17B C18B C19B 121.1(5) . . ? C20B C19B C18B 118.3(5) . . ? C21B C20B C19B 120.3(5) . . ? C20B C21B C16B 121.6(5) . . ? C23B C22B C13B 112.2(4) . . ? C24B C23B C28B 118.7(5) . . ? C24B C23B C22B 121.1(5) . . ? C28B C23B C22B 120.2(5) . . ? C25B C24B C23B 120.4(5) . . ? C24B C25B C26B 120.6(5) . . ? C27B C26B C25B 119.1(5) . . ? C28B C27B C26B 120.4(5) . . ? C27B C28B C23B 120.7(5) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 68.70 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.326 _refine_diff_density_min -0.259 _refine_diff_density_rms 0.053 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 826893' #TrackingRef '- CEC 03-11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H26 N4 O2' _chemical_formula_sum 'C16 H26 N4 O2' _chemical_formula_weight 306.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 5.22808(5) _cell_length_b 9.49693(9) _cell_length_c 16.70757(16) _cell_angle_alpha 90.00 _cell_angle_beta 95.6549(9) _cell_angle_gamma 90.00 _cell_volume 825.506(14) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 13441 _cell_measurement_theta_min 2.6554 _cell_measurement_theta_max 72.3368 _exptl_crystal_description 'platy needles' _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.233 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 332 _exptl_absorpt_coefficient_mu 0.668 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.857 _exptl_absorpt_correction_T_max 0.948 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur PX Ultra' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 8.2556 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18194 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_sigmaI/netI 0.0171 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 72.49 _reflns_number_total 3245 _reflns_number_gt 3138 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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. Results of chirality/polarity tests _refine_ls_R_factor_obs+ 0.0271 _refine_ls_wR_factor_obs+ 0.0705 _refine_ls_abs_structure_Flack+ 0.02(17) _refine_ls_R_factor_obs- 0.0273 _refine_ls_wR_factor_obs- 0.0709 _refine_ls_abs_structure_Flack- 0.98(17) ; _chemical_absolute_configuration ad _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^)+(0.0399P)^2^+0.0987P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0095(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 1504 Friedel pairs' _refine_ls_abs_structure_Flack 0.02(17) _refine_ls_number_reflns 3245 _refine_ls_number_parameters 224 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0286 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0717 _refine_ls_wR_factor_gt 0.0705 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.045 _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 0.8251(3) 0.96181(14) -0.03561(8) 0.0417(3) Uani 1 1 d D . . H1A H 0.929(3) 0.913(2) -0.0654(11) 0.077(7) Uiso 1 1 d D . . H1B H 0.819(4) 1.0564(2) -0.0379(12) 0.068(6) Uiso 1 1 d D . . C2 C 0.5770(2) 0.89420(15) -0.03417(7) 0.0321(3) Uani 1 1 d . . . H2A H 0.4441 0.9698 -0.0429 0.039 Uiso 1 1 calc R . . C3 C 0.5434(2) 0.82725(13) 0.04750(7) 0.0289(3) Uani 1 1 d . . . O3 O 0.33191(17) 0.78149(12) 0.06177(5) 0.0379(2) Uani 1 1 d . . . N4 N 0.7549(2) 0.82183(12) 0.09993(6) 0.0313(2) Uani 1 1 d D . . H4A H 0.9013(18) 0.8475(19) 0.0797(10) 0.047(5) Uiso 1 1 d D . . C5 C 0.7648(2) 0.76580(13) 0.17926(7) 0.0280(3) Uani 1 1 d . . . C6 C 0.9683(2) 0.68022(14) 0.20814(7) 0.0311(3) Uani 1 1 d . . . H6A H 1.1005 0.6589 0.1749 0.037 Uiso 1 1 calc R . . C7 C 0.9792(2) 0.62574(14) 0.28530(7) 0.0296(3) Uani 1 1 d . . . H7A H 1.1195 0.5673 0.3046 0.036 Uiso 1 1 calc R . . C8 C 0.7873(2) 0.65547(13) 0.33498(7) 0.0259(2) Uani 1 1 d . . . C9 C 0.5871(2) 0.74452(13) 0.30662(7) 0.0286(3) Uani 1 1 d . . . H9A H 0.4575 0.7683 0.3403 0.034 Uiso 1 1 calc R . . C10 C 0.5763(2) 0.79856(14) 0.22943(7) 0.0304(3) Uani 1 1 d . . . H10A H 0.4383 0.8588 0.2105 0.036 Uiso 1 1 calc R . . N11 N 0.81045(19) 0.59618(11) 0.41324(6) 0.0268(2) Uani 1 1 d D . . H11A H 0.9614(16) 0.5568(16) 0.4317(8) 0.037(4) Uiso 1 1 d D . . C12 C 0.6277(2) 0.58618(13) 0.46498(7) 0.0263(2) Uani 1 1 d . . . O12 O 0.40484(16) 0.62713(11) 0.45050(5) 0.0336(2) Uani 1 1 d . . . C13 C 0.7222(2) 0.52144(13) 0.54607(7) 0.0273(3) Uani 1 1 d . . . H13A H 0.5712 0.4812 0.5706 0.033 Uiso 1 1 calc R . . N14 N 0.9039(2) 0.40799(12) 0.53520(7) 0.0343(3) Uani 1 1 d D . . H14A H 0.827(3) 0.3247(10) 0.5236(11) 0.051(5) Uiso 1 1 d D . . H14B H 1.006(3) 0.395(2) 0.5812(6) 0.056(5) Uiso 1 1 d D . . C15 C 0.5157(3) 0.78404(18) -0.10106(7) 0.0383(3) Uani 1 1 d . . . H15A H 0.3493 0.7381 -0.0915 0.046 Uiso 1 1 calc R . . C16 C 0.4798(4) 0.8537(2) -0.18335(10) 0.0665(6) Uani 1 1 d . . . H16A H 0.3511 0.9286 -0.1830 0.100 Uiso 1 1 calc R . . H16B H 0.4217 0.7834 -0.2241 0.100 Uiso 1 1 calc R . . H16C H 0.6436 0.8940 -0.1961 0.100 Uiso 1 1 calc R . . C17 C 0.7197(4) 0.66955(17) -0.09878(9) 0.0474(4) Uani 1 1 d . . . H17A H 0.7348 0.6238 -0.0459 0.071 Uiso 1 1 calc R . . H17B H 0.8852 0.7115 -0.1084 0.071 Uiso 1 1 calc R . . H17C H 0.6706 0.5995 -0.1406 0.071 Uiso 1 1 calc R . . C18 C 0.8481(3) 0.63437(15) 0.60319(7) 0.0331(3) Uani 1 1 d . . . H18A H 1.0169 0.6604 0.5838 0.040 Uiso 1 1 calc R . . C19 C 0.9003(4) 0.57622(19) 0.68844(9) 0.0526(4) Uani 1 1 d . . . H19A H 0.9829 0.6489 0.7237 0.079 Uiso 1 1 calc R . . H19B H 1.0139 0.4942 0.6880 0.079 Uiso 1 1 calc R . . H19C H 0.7376 0.5482 0.7083 0.079 Uiso 1 1 calc R . . C20 C 0.6858(3) 0.76747(16) 0.60421(9) 0.0445(3) Uani 1 1 d . . . H20A H 0.7754 0.8371 0.6401 0.067 Uiso 1 1 calc R . . H20B H 0.5197 0.7447 0.6235 0.067 Uiso 1 1 calc R . . H20C H 0.6578 0.8062 0.5497 0.067 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 0.0449(7) 0.0374(6) 0.0437(7) 0.0082(5) 0.0090(5) -0.0076(6) C2 0.0342(6) 0.0343(7) 0.0282(6) 0.0028(5) 0.0048(5) 0.0041(5) C3 0.0332(6) 0.0280(6) 0.0260(6) -0.0014(5) 0.0057(5) -0.0004(5) O3 0.0314(4) 0.0511(6) 0.0320(5) -0.0009(4) 0.0070(3) -0.0062(4) N4 0.0309(5) 0.0382(6) 0.0249(5) 0.0039(4) 0.0043(4) -0.0054(4) C5 0.0298(6) 0.0299(6) 0.0242(6) 0.0008(5) 0.0022(4) -0.0049(5) C6 0.0297(6) 0.0387(7) 0.0258(6) -0.0012(5) 0.0074(5) 0.0003(5) C7 0.0277(6) 0.0336(6) 0.0277(6) -0.0003(5) 0.0041(5) 0.0037(5) C8 0.0282(6) 0.0264(6) 0.0232(5) -0.0017(4) 0.0027(4) -0.0030(5) C9 0.0305(6) 0.0297(6) 0.0263(6) -0.0008(5) 0.0067(5) 0.0024(5) C10 0.0324(6) 0.0306(7) 0.0282(6) 0.0012(5) 0.0029(5) 0.0030(5) N11 0.0276(5) 0.0297(5) 0.0236(5) 0.0028(4) 0.0047(4) 0.0034(4) C12 0.0294(6) 0.0232(6) 0.0268(6) -0.0012(4) 0.0052(4) -0.0015(5) O12 0.0284(4) 0.0401(5) 0.0328(4) 0.0051(4) 0.0057(3) 0.0025(4) C13 0.0298(6) 0.0263(6) 0.0266(6) 0.0041(5) 0.0073(4) 0.0001(5) N14 0.0392(6) 0.0287(6) 0.0351(6) 0.0038(5) 0.0047(5) 0.0057(5) C15 0.0348(6) 0.0541(9) 0.0260(6) -0.0021(6) 0.0032(5) -0.0062(7) C16 0.0828(13) 0.0851(15) 0.0303(8) 0.0041(8) -0.0015(8) 0.0255(11) C17 0.0681(10) 0.0369(8) 0.0378(8) -0.0013(6) 0.0079(7) 0.0014(7) C18 0.0402(7) 0.0336(7) 0.0258(6) 0.0006(5) 0.0050(5) -0.0042(6) C19 0.0778(11) 0.0499(10) 0.0282(7) 0.0023(6) -0.0041(7) 0.0007(9) C20 0.0634(9) 0.0314(7) 0.0391(7) -0.0055(6) 0.0074(6) -0.0006(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.4495(18) . ? C2 C3 1.5311(16) . ? C2 C15 1.5413(19) . ? C3 O3 1.2329(15) . ? C3 N4 1.3424(17) . ? N4 C5 1.4244(15) . ? C5 C6 1.3870(18) . ? C5 C10 1.3907(17) . ? C6 C7 1.3850(17) . ? C7 C8 1.3926(16) . ? C8 C9 1.3921(17) . ? C8 N11 1.4177(15) . ? C9 C10 1.3840(17) . ? N11 C12 1.3534(15) . ? C12 O12 1.2296(15) . ? C12 C13 1.5250(16) . ? C13 N14 1.4596(17) . ? C13 C18 1.5397(17) . ? C15 C16 1.521(2) . ? C15 C17 1.521(2) . ? C18 C20 1.524(2) . ? C18 C19 1.5269(18) . ? 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 N1 C2 C3 112.34(11) . . ? N1 C2 C15 114.27(11) . . ? C3 C2 C15 109.29(11) . . ? O3 C3 N4 123.86(11) . . ? O3 C3 C2 120.16(12) . . ? N4 C3 C2 115.98(11) . . ? C3 N4 C5 125.00(11) . . ? C6 C5 C10 119.10(11) . . ? C6 C5 N4 119.92(11) . . ? C10 C5 N4 120.96(11) . . ? C7 C6 C5 120.17(11) . . ? C6 C7 C8 120.86(11) . . ? C9 C8 C7 118.82(11) . . ? C9 C8 N11 123.23(11) . . ? C7 C8 N11 117.92(10) . . ? C10 C9 C8 120.18(11) . . ? C9 C10 C5 120.82(11) . . ? C12 N11 C8 127.99(10) . . ? O12 C12 N11 124.54(11) . . ? O12 C12 C13 121.32(10) . . ? N11 C12 C13 114.12(10) . . ? N14 C13 C12 110.17(10) . . ? N14 C13 C18 110.33(10) . . ? C12 C13 C18 110.55(10) . . ? C16 C15 C17 110.93(12) . . ? C16 C15 C2 111.02(15) . . ? C17 C15 C2 111.83(11) . . ? C20 C18 C19 109.77(12) . . ? C20 C18 C13 112.34(11) . . ? C19 C18 C13 110.63(12) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 72.49 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.140 _refine_diff_density_min -0.096 _refine_diff_density_rms 0.026 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 826894' #TrackingRef '- CEC 03-11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H30 N4 O4 Zn, S O4, 2.25(H2 O), 0.5(C2 H6 O)' _chemical_formula_sum 'C25 H37.50 N4 O10.75 S Zn' _chemical_formula_weight 663.52 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 13.9923(2) _cell_length_b 14.3096(2) _cell_length_c 32.6979(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6546.91(16) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 32493 _cell_measurement_theta_min 3.1088 _cell_measurement_theta_max 32.3815 _exptl_crystal_description blocks _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.64 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.346 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2780 _exptl_absorpt_coefficient_mu 0.871 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.721 _exptl_absorpt_correction_T_max 0.926 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 15.9825 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 65807 _diffrn_reflns_av_R_equivalents 0.0434 _diffrn_reflns_av_sigmaI/netI 0.0603 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 46 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 32.46 _reflns_number_total 21753 _reflns_number_gt 17574 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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. Results of chirality/polarity tests _refine_ls_R_factor_obs+ 0.0636 _refine_ls_wR_factor_obs+ 0.1622 _refine_ls_abs_structure_Flack+ 0.042(9) _refine_ls_R_factor_obs- 0.0819 _refine_ls_wR_factor_obs- 0.1999 _refine_ls_abs_structure_Flack- 0.958(9) ; _chemical_absolute_configuration ad _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^)+(0.0852P)^2^+7.6726P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 9664 Friedel pairs' _refine_ls_abs_structure_Flack 0.043(9) _refine_ls_number_reflns 21753 _refine_ls_number_parameters 756 _refine_ls_number_restraints 99 _refine_ls_R_factor_all 0.0790 _refine_ls_R_factor_gt 0.0636 _refine_ls_wR_factor_ref 0.1680 _refine_ls_wR_factor_gt 0.1622 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.002 _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 Zn1A Zn 0.00716(3) 0.70501(3) 0.619803(11) 0.01909(8) Uani 1 1 d . . . N1A N -0.0780(2) 0.5875(2) 0.60950(8) 0.0188(5) Uani 1 1 d . . . C2A C -0.0640(2) 0.5474(2) 0.56824(10) 0.0155(6) Uani 1 1 d . . . H2AA H -0.0734 0.4782 0.5691 0.019 Uiso 1 1 calc R . . C3A C 0.0380(2) 0.5705(2) 0.55451(11) 0.0168(6) Uani 1 1 d . . . O3A O 0.08393(16) 0.63436(18) 0.57058(7) 0.0186(5) Uani 1 1 d . . . N4A N 0.0707(2) 0.5184(2) 0.52352(10) 0.0230(6) Uani 1 1 d . . . C5A C 0.1629(2) 0.5313(3) 0.50516(11) 0.0213(7) Uani 1 1 d . . . C6A C 0.2255(3) 0.4553(3) 0.50295(13) 0.0243(7) Uani 1 1 d . . . H6AA H 0.2073 0.3964 0.5139 0.029 Uiso 1 1 calc R . . C7A C 0.3141(3) 0.4664(2) 0.48474(12) 0.0230(7) Uani 1 1 d . . . H7AA H 0.3558 0.4143 0.4823 0.028 Uiso 1 1 calc R . . C8A C 0.3428(2) 0.5535(2) 0.46989(10) 0.0169(6) Uani 1 1 d . . . C9A C 0.2795(2) 0.6288(2) 0.47183(11) 0.0201(6) Uani 1 1 d . . . H9AA H 0.2978 0.6881 0.4614 0.024 Uiso 1 1 calc R . . C10A C 0.1895(2) 0.6168(3) 0.48915(12) 0.0223(7) Uani 1 1 d . . . H10A H 0.1460 0.6677 0.4900 0.027 Uiso 1 1 calc R . . N11A N 0.43581(19) 0.5596(2) 0.45248(9) 0.0173(5) Uani 1 1 d . . . C12A C 0.4728(2) 0.6290(2) 0.43028(10) 0.0148(6) Uani 1 1 d . . . O12A O 0.43082(17) 0.70363(18) 0.42204(7) 0.0200(5) Uani 1 1 d . . . C13A C 0.5770(2) 0.6156(2) 0.41687(10) 0.0164(6) Uani 1 1 d . . . H13A H 0.5879 0.5489 0.4090 0.020 Uiso 1 1 calc R . . N14A N 0.5958(2) 0.6768(2) 0.38154(9) 0.0206(6) Uani 1 1 d . . . C15A C -0.1343(2) 0.5920(3) 0.53731(10) 0.0199(6) Uani 1 1 d . . . H15A H -0.1256 0.6607 0.5375 0.024 Uiso 1 1 calc R . . H15B H -0.1191 0.5692 0.5095 0.024 Uiso 1 1 calc R . . C16A C -0.2375(2) 0.5697(3) 0.54692(11) 0.0198(6) Uani 1 1 d . . . C17A C -0.2947(3) 0.6326(3) 0.56820(12) 0.0277(8) Uani 1 1 d . . . H17A H -0.2694 0.6910 0.5768 0.033 Uiso 1 1 calc R . . C18A C -0.3897(3) 0.6095(4) 0.57695(15) 0.0418(12) Uani 1 1 d . . . H18A H -0.4287 0.6524 0.5915 0.050 Uiso 1 1 calc R . . C19A C -0.4264(3) 0.5263(4) 0.56475(15) 0.0421(12) Uani 1 1 d . . . H19A H -0.4915 0.5122 0.5702 0.050 Uiso 1 1 calc R . . C20A C -0.3699(3) 0.4618(4) 0.54441(14) 0.0379(10) Uani 1 1 d . . . H20A H -0.3956 0.4031 0.5365 0.046 Uiso 1 1 calc R . . C21A C -0.2761(3) 0.4836(3) 0.53582(12) 0.0271(8) Uani 1 1 d . . . H21A H -0.2372 0.4392 0.5221 0.033 Uiso 1 1 calc R . . C22A C 0.6416(2) 0.6413(3) 0.45306(10) 0.0202(6) Uani 1 1 d . . . H22A H 0.6233 0.7040 0.4631 0.024 Uiso 1 1 calc R . . H22B H 0.6302 0.5962 0.4755 0.024 Uiso 1 1 calc R . . C23A C 0.7475(2) 0.6417(3) 0.44294(10) 0.0191(6) Uani 1 1 d . . . C24A C 0.7969(3) 0.5591(3) 0.43510(12) 0.0262(7) Uani 1 1 d . . . H24A H 0.7640 0.5011 0.4349 0.031 Uiso 1 1 calc R . . C25A C 0.8957(3) 0.5621(4) 0.42743(12) 0.0327(9) Uani 1 1 d . . . H25A H 0.9291 0.5059 0.4215 0.039 Uiso 1 1 calc R . . C26A C 0.9443(3) 0.6454(4) 0.42842(14) 0.0371(10) Uani 1 1 d . . . H26A H 1.0115 0.6466 0.4242 0.044 Uiso 1 1 calc R . . C27A C 0.8954(3) 0.7267(4) 0.43556(16) 0.0411(11) Uani 1 1 d . . . H27A H 0.9288 0.7845 0.4358 0.049 Uiso 1 1 calc R . . C28A C 0.7971(3) 0.7252(3) 0.44252(13) 0.0312(9) Uani 1 1 d . . . H28A H 0.7639 0.7822 0.4470 0.037 Uiso 1 1 calc R . . O29A O -0.0788(2) 0.7628(2) 0.66690(8) 0.0331(6) Uani 1 1 d . . . O30A O 0.0914(2) 0.6392(2) 0.66603(9) 0.0309(6) Uani 1 1 d . . . Zn1B Zn 0.49084(3) 0.23340(3) 0.629836(11) 0.02178(9) Uani 1 1 d . . . N1B N 0.3654(2) 0.1516(2) 0.63428(9) 0.0216(6) Uani 1 1 d . . . C2B C 0.3133(3) 0.1687(3) 0.67260(11) 0.0207(7) Uani 1 1 d . . . H2BA H 0.2430 0.1610 0.6681 0.025 Uiso 1 1 calc R . . C3B C 0.3353(2) 0.2689(2) 0.68708(11) 0.0200(6) Uani 1 1 d . . . O3B O 0.41165(19) 0.30652(19) 0.67724(8) 0.0238(5) Uani 1 1 d . . . N4B N 0.2711(2) 0.3077(2) 0.71158(10) 0.0253(6) Uani 1 1 d . . . C5B C 0.2797(2) 0.3972(3) 0.73111(11) 0.0222(7) Uani 1 1 d . . . C6B C 0.1966(2) 0.4450(3) 0.74042(13) 0.0254(8) Uani 1 1 d . . . H6BA H 0.1365 0.4184 0.7336 0.030 Uiso 1 1 calc R . . C7B C 0.2002(2) 0.5309(3) 0.75944(12) 0.0243(7) Uani 1 1 d . . . H7BA H 0.1426 0.5632 0.7654 0.029 Uiso 1 1 calc R . . C8B C 0.2867(2) 0.5704(3) 0.76987(11) 0.0211(7) Uani 1 1 d . . . C9B C 0.3705(3) 0.5221(3) 0.76150(15) 0.0368(11) Uani 1 1 d . . . H9BA H 0.4304 0.5485 0.7688 0.044 Uiso 1 1 calc R . . C10B C 0.3671(3) 0.4353(3) 0.74241(15) 0.0357(11) Uani 1 1 d . . . H10B H 0.4246 0.4021 0.7371 0.043 Uiso 1 1 calc R . . N11B N 0.2845(2) 0.6596(2) 0.78895(10) 0.0226(6) Uani 1 1 d . . . C12B C 0.3509(2) 0.6977(3) 0.81359(10) 0.0200(6) Uani 1 1 d . . . O12B O 0.4263(2) 0.65838(18) 0.82336(8) 0.0237(5) Uani 1 1 d . . . C13B C 0.3300(2) 0.7975(3) 0.82746(10) 0.0200(6) Uani 1 1 d . . . H13B H 0.2601 0.8048 0.8330 0.024 Uiso 1 1 calc R . . N14B N 0.3845(2) 0.8175(2) 0.86463(9) 0.0265(7) Uani 1 1 d . . . C15B C 0.3479(3) 0.1015(3) 0.70649(11) 0.0247(7) Uani 1 1 d . . . H15C H 0.4166 0.1132 0.7116 0.030 Uiso 1 1 calc R . . H15D H 0.3129 0.1159 0.7320 0.030 Uiso 1 1 calc R . . C16B C 0.3347(3) 0.0005(3) 0.69667(11) 0.0279(8) Uani 1 1 d . . . C17B C 0.4095(4) -0.0548(4) 0.68292(15) 0.0416(11) Uani 1 1 d . . . H17B H 0.4708 -0.0284 0.6781 0.050 Uiso 1 1 calc R . . C18B C 0.3933(5) -0.1505(4) 0.67623(16) 0.0563(16) Uani 1 1 d . . . H18B H 0.4435 -0.1888 0.6662 0.068 Uiso 1 1 calc R . . C19B C 0.3052(5) -0.1891(4) 0.68413(15) 0.0553(16) Uani 1 1 d . . . H19B H 0.2957 -0.2543 0.6805 0.066 Uiso 1 1 calc R . . C20B C 0.2307(4) -0.1341(4) 0.69734(14) 0.0431(12) Uani 1 1 d . . . H20B H 0.1697 -0.1608 0.7025 0.052 Uiso 1 1 calc R . . C21B C 0.2454(3) -0.0415(3) 0.70292(12) 0.0318(9) Uani 1 1 d . . . H21B H 0.1933 -0.0035 0.7114 0.038 Uiso 1 1 calc R . . C22B C 0.3602(3) 0.8637(3) 0.79303(11) 0.0224(7) Uani 1 1 d . . . H22C H 0.4299 0.8574 0.7885 0.027 Uiso 1 1 calc R . . H22D H 0.3273 0.8452 0.7675 0.027 Uiso 1 1 calc R . . C23B C 0.3371(3) 0.9652(3) 0.80241(11) 0.0236(7) Uani 1 1 d . . . C24B C 0.2410(3) 0.9943(3) 0.80180(12) 0.0295(8) Uani 1 1 d . . . H24B H 0.1916 0.9500 0.7972 0.035 Uiso 1 1 calc R . . C25B C 0.2186(4) 1.0869(4) 0.80782(13) 0.0424(12) Uani 1 1 d . . . H25B H 0.1538 1.1065 0.8069 0.051 Uiso 1 1 calc R . . C26B C 0.2881(5) 1.1500(4) 0.81507(15) 0.0500(14) Uani 1 1 d . . . H26B H 0.2712 1.2135 0.8193 0.060 Uiso 1 1 calc R . . C27B C 0.3811(5) 1.1249(4) 0.81654(17) 0.0559(16) Uani 1 1 d . . . H27B H 0.4287 1.1703 0.8223 0.067 Uiso 1 1 calc R . . C28B C 0.4077(4) 1.0292(4) 0.80931(14) 0.0414(11) Uani 1 1 d . . . H28B H 0.4730 1.0109 0.8093 0.050 Uiso 1 1 calc R . . O29B O 0.5493(2) 0.1462(2) 0.58418(8) 0.0291(6) Uani 1 1 d . . . O30B O 0.4360(2) 0.3256(2) 0.58566(8) 0.0264(6) Uani 1 1 d . . . S40 S -0.07206(6) 0.29462(6) 0.51001(3) 0.01995(15) Uani 1 1 d . . . O41 O -0.0442(2) 0.37975(19) 0.48714(9) 0.0283(6) Uani 1 1 d . . . O42 O -0.0507(2) 0.3088(2) 0.55378(8) 0.0337(7) Uani 1 1 d . . . O43 O -0.0165(2) 0.21389(18) 0.49434(8) 0.0275(5) Uani 1 1 d . . . O44 O -0.1747(2) 0.2759(2) 0.50484(9) 0.0309(6) Uani 1 1 d . . . S50 S -0.01635(18) 0.2589(2) 0.72522(8) 0.0258(4) Uani 0.807(5) 1 d PDU A 1 O51 O 0.0741(3) 0.2439(4) 0.70406(14) 0.0493(13) Uani 0.807(5) 1 d PD A 1 O52 O -0.0173(4) 0.2134(4) 0.76489(12) 0.0645(16) Uani 0.807(5) 1 d PD A 1 O53 O -0.0965(3) 0.2264(4) 0.70055(12) 0.0470(13) Uani 0.807(5) 1 d PD A 1 O54 O -0.0264(3) 0.3628(3) 0.7329(2) 0.0612(15) Uani 0.807(5) 1 d PDU A 1 S50' S -0.0059(9) 0.2454(11) 0.7270(5) 0.066(5) Uani 0.193(5) 1 d PDU A 2 O51' O 0.0824(8) 0.2421(10) 0.7495(4) 0.032(4) Uiso 0.193(5) 1 d PD A 2 O52' O -0.0879(8) 0.2203(9) 0.7538(4) 0.029(3) Uiso 0.193(5) 1 d PD A 2 O53' O -0.0051(12) 0.1782(10) 0.6926(4) 0.051(5) Uiso 0.193(5) 1 d PD A 2 O54' O -0.0231(11) 0.3400(9) 0.7107(5) 0.033(4) Uiso 0.193(5) 1 d PDU A 2 O61 O 0.0346(3) 0.4540(3) 0.65791(13) 0.0627(13) Uani 1 1 d . . . O62 O 0.0529(2) 0.1051(2) 0.55551(10) 0.0343(7) Uani 1 1 d . . . O63 O 0.2322(2) 0.1922(3) 0.56772(10) 0.0405(8) Uani 1 1 d . . . O64 O 0.2705(4) 0.7196(4) 0.92537(16) 0.0877(19) Uani 1 1 d U . . O65 O -0.0314(5) 0.5123(7) 0.7632(3) 0.061(2) Uani 0.50 1 d P . . 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 Zn1A 0.01948(18) 0.01925(17) 0.01853(15) 0.00338(13) -0.00190(14) -0.00227(15) N1A 0.0183(13) 0.0241(15) 0.0140(12) 0.0026(10) 0.0008(10) -0.0006(11) C2A 0.0140(13) 0.0138(15) 0.0187(14) 0.0020(11) 0.0013(11) -0.0041(11) C3A 0.0168(14) 0.0090(14) 0.0247(15) 0.0039(11) -0.0003(11) 0.0008(11) O3A 0.0129(10) 0.0191(12) 0.0239(11) -0.0011(9) 0.0019(9) -0.0032(9) N4A 0.0151(13) 0.0195(15) 0.0344(16) -0.0034(12) 0.0088(12) -0.0037(11) C5A 0.0160(15) 0.0207(17) 0.0272(17) -0.0055(13) 0.0072(13) -0.0061(12) C6A 0.0190(15) 0.0137(16) 0.040(2) 0.0022(14) 0.0104(14) -0.0009(12) C7A 0.0228(16) 0.0084(14) 0.038(2) 0.0034(13) 0.0101(14) 0.0055(12) C8A 0.0149(14) 0.0156(15) 0.0203(14) -0.0016(12) 0.0022(11) 0.0016(11) C9A 0.0178(15) 0.0108(14) 0.0318(17) 0.0018(13) 0.0075(13) -0.0002(11) C10A 0.0166(15) 0.0183(17) 0.0321(18) -0.0001(14) 0.0042(13) 0.0039(12) N11A 0.0136(12) 0.0151(13) 0.0232(13) 0.0020(10) 0.0047(10) 0.0022(9) C12A 0.0129(13) 0.0138(14) 0.0179(13) -0.0010(11) 0.0011(10) -0.0008(10) O12A 0.0169(10) 0.0188(11) 0.0244(11) 0.0061(10) 0.0060(9) 0.0019(9) C13A 0.0142(13) 0.0158(15) 0.0190(14) -0.0006(11) 0.0040(11) 0.0010(11) N14A 0.0167(12) 0.0281(15) 0.0170(12) 0.0047(11) 0.0049(10) 0.0022(11) C15A 0.0157(14) 0.0263(18) 0.0176(14) 0.0026(13) 0.0003(11) -0.0045(12) C16A 0.0153(14) 0.0230(17) 0.0210(15) 0.0043(13) 0.0012(12) -0.0008(12) C17A 0.0238(17) 0.031(2) 0.0284(18) 0.0011(15) 0.0011(14) 0.0057(15) C18A 0.0180(18) 0.064(3) 0.044(2) 0.002(2) 0.0066(17) 0.014(2) C19A 0.0153(17) 0.068(3) 0.043(2) 0.011(2) 0.0029(17) -0.005(2) C20A 0.030(2) 0.047(3) 0.037(2) 0.007(2) -0.0065(18) -0.0169(19) C21A 0.0263(18) 0.027(2) 0.0277(18) -0.0021(15) -0.0019(15) -0.0057(15) C22A 0.0161(14) 0.0282(18) 0.0162(14) 0.0039(13) 0.0023(11) -0.0006(13) C23A 0.0173(14) 0.0230(17) 0.0170(14) 0.0007(12) 0.0010(11) 0.0028(12) C24A 0.0259(18) 0.0255(19) 0.0270(17) 0.0017(15) -0.0022(14) 0.0009(14) C25A 0.0266(19) 0.046(3) 0.0249(18) -0.0032(17) 0.0014(14) 0.0160(18) C26A 0.0151(16) 0.061(3) 0.036(2) -0.005(2) 0.0008(15) 0.0011(18) C27A 0.028(2) 0.042(3) 0.053(3) -0.001(2) 0.0083(19) -0.0123(19) C28A 0.0234(17) 0.031(2) 0.039(2) -0.0035(17) 0.0074(15) -0.0016(15) O29A 0.0384(16) 0.0385(17) 0.0224(12) 0.0031(12) 0.0082(11) 0.0001(13) O30A 0.0351(15) 0.0283(15) 0.0292(14) 0.0061(11) -0.0101(12) -0.0009(12) Zn1B 0.0268(2) 0.02118(18) 0.01735(16) -0.00067(13) 0.00002(15) -0.00346(16) N1B 0.0311(15) 0.0196(14) 0.0140(12) -0.0035(11) 0.0016(11) -0.0034(11) C2B 0.0210(15) 0.0181(16) 0.0229(16) -0.0060(13) 0.0004(12) -0.0040(12) C3B 0.0224(15) 0.0145(15) 0.0230(15) -0.0029(13) -0.0038(12) 0.0002(12) O3B 0.0272(13) 0.0231(13) 0.0211(11) -0.0051(10) 0.0029(10) -0.0049(10) N4B 0.0192(14) 0.0279(17) 0.0288(15) -0.0094(13) 0.0010(11) -0.0009(12) C5B 0.0162(15) 0.0270(19) 0.0235(16) -0.0083(14) -0.0016(12) -0.0006(13) C6B 0.0110(14) 0.030(2) 0.0354(19) -0.0090(16) -0.0034(13) -0.0027(13) C7B 0.0128(15) 0.028(2) 0.0324(18) -0.0068(15) 0.0008(13) 0.0049(13) C8B 0.0180(15) 0.0188(17) 0.0264(16) -0.0062(13) 0.0015(13) 0.0003(12) C9B 0.0158(16) 0.041(3) 0.054(3) -0.030(2) -0.0021(17) -0.0019(16) C10B 0.0125(15) 0.037(2) 0.058(3) -0.028(2) -0.0010(16) 0.0055(15) N11B 0.0183(13) 0.0172(15) 0.0322(16) -0.0074(12) 0.0016(12) 0.0000(11) C12B 0.0207(15) 0.0200(17) 0.0192(14) -0.0038(13) 0.0023(12) -0.0021(13) O12B 0.0293(13) 0.0181(12) 0.0236(12) -0.0054(10) -0.0013(10) 0.0048(10) C13B 0.0231(15) 0.0178(16) 0.0191(14) -0.0011(13) 0.0021(12) 0.0043(13) N14B 0.0358(17) 0.0272(17) 0.0165(13) -0.0045(12) -0.0018(12) 0.0090(13) C15B 0.0316(19) 0.0226(18) 0.0200(16) -0.0012(13) 0.0027(13) -0.0067(15) C16B 0.041(2) 0.029(2) 0.0133(14) 0.0015(13) -0.0007(14) -0.0032(17) C17B 0.052(3) 0.035(3) 0.038(2) 0.0020(19) 0.009(2) 0.004(2) C18B 0.087(5) 0.047(3) 0.034(2) -0.007(2) 0.001(3) 0.026(3) C19B 0.105(5) 0.029(3) 0.032(2) 0.0047(19) -0.020(3) -0.018(3) C20B 0.061(3) 0.039(3) 0.030(2) 0.0061(19) -0.021(2) -0.021(2) C21B 0.038(2) 0.036(2) 0.0214(17) 0.0022(16) -0.0096(15) -0.0063(18) C22B 0.0280(18) 0.0208(17) 0.0185(15) -0.0005(13) -0.0003(13) 0.0068(14) C23B 0.037(2) 0.0172(17) 0.0163(14) 0.0000(12) 0.0027(13) 0.0047(14) C24B 0.036(2) 0.029(2) 0.0238(17) 0.0057(15) 0.0072(15) 0.0103(16) C25B 0.065(3) 0.039(3) 0.0228(19) 0.0050(18) 0.014(2) 0.025(2) C26B 0.086(4) 0.035(3) 0.029(2) -0.0029(19) 0.005(2) 0.017(3) C27B 0.089(5) 0.031(3) 0.048(3) -0.004(2) -0.005(3) -0.025(3) C28B 0.051(3) 0.041(3) 0.033(2) -0.0048(19) -0.009(2) 0.000(2) O29B 0.0380(16) 0.0313(15) 0.0180(11) -0.0038(11) -0.0022(11) 0.0076(12) O30B 0.0312(14) 0.0254(14) 0.0225(12) 0.0010(10) 0.0003(10) 0.0037(11) S40 0.0212(4) 0.0153(4) 0.0234(4) -0.0007(3) 0.0044(3) 0.0001(3) O41 0.0343(15) 0.0194(13) 0.0311(14) 0.0013(11) 0.0040(11) -0.0043(11) O42 0.0431(17) 0.0371(17) 0.0207(12) -0.0042(12) 0.0016(11) 0.0038(13) O43 0.0327(14) 0.0214(13) 0.0283(12) -0.0011(10) 0.0026(11) 0.0110(11) O44 0.0253(13) 0.0302(16) 0.0372(15) -0.0008(12) 0.0054(11) -0.0034(11) S50 0.0181(7) 0.0376(8) 0.0216(8) 0.0074(6) -0.0029(6) -0.0100(7) O51 0.0238(19) 0.074(3) 0.050(3) -0.016(2) 0.0038(17) -0.012(2) O52 0.071(3) 0.093(4) 0.030(2) 0.015(2) -0.014(2) -0.039(3) O53 0.030(2) 0.072(3) 0.039(2) 0.017(2) -0.0113(16) -0.026(2) O54 0.035(2) 0.053(3) 0.096(4) 0.002(3) 0.009(3) -0.005(2) S50' 0.053(7) 0.085(9) 0.058(6) 0.039(6) -0.028(5) -0.043(6) O61 0.088(3) 0.0305(18) 0.069(3) 0.0197(17) -0.045(2) -0.0116(18) O62 0.0393(17) 0.0225(14) 0.0412(17) 0.0049(12) -0.0059(13) -0.0083(12) O63 0.0323(16) 0.049(2) 0.0406(17) -0.0028(15) -0.0027(13) -0.0026(15) O64 0.098(4) 0.087(4) 0.078(3) 0.042(3) 0.058(3) 0.059(3) O65 0.034(4) 0.069(6) 0.081(6) 0.007(5) 0.007(4) -0.002(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1A N1A 2.088(3) . ? Zn1A N14A 2.097(3) 4_466 ? Zn1A O29A 2.122(3) . ? Zn1A O30A 2.136(3) . ? Zn1A O12A 2.173(2) 4_466 ? Zn1A O3A 2.183(2) . ? N1A C2A 1.479(4) . ? C2A C3A 1.533(4) . ? C2A C15A 1.548(5) . ? C3A O3A 1.234(4) . ? C3A N4A 1.339(5) . ? N4A C5A 1.435(4) . ? C5A C10A 1.381(5) . ? C5A C6A 1.398(5) . ? C6A C7A 1.385(5) . ? C7A C8A 1.397(5) . ? C8A C9A 1.396(5) . ? C8A N11A 1.423(4) . ? C9A C10A 1.392(5) . ? N11A C12A 1.335(4) . ? C12A O12A 1.249(4) . ? C12A C13A 1.534(4) . ? O12A Zn1A 2.173(2) 4_566 ? C13A N14A 1.473(4) . ? C13A C22A 1.533(5) . ? N14A Zn1A 2.097(3) 4_566 ? C15A C16A 1.512(5) . ? C16A C17A 1.391(5) . ? C16A C21A 1.394(5) . ? C17A C18A 1.399(6) . ? C18A C19A 1.357(8) . ? C19A C20A 1.386(8) . ? C20A C21A 1.378(6) . ? C22A C23A 1.519(5) . ? C23A C28A 1.383(6) . ? C23A C24A 1.392(5) . ? C24A C25A 1.405(6) . ? C25A C26A 1.372(7) . ? C26A C27A 1.370(7) . ? C27A C28A 1.395(6) . ? Zn1B O30B 2.102(3) . ? Zn1B O29B 2.111(3) . ? Zn1B N1B 2.114(3) . ? Zn1B N14B 2.127(3) 3_646 ? Zn1B O3B 2.174(3) . ? Zn1B O12B 2.200(3) 3_646 ? N1B C2B 1.471(4) . ? C2B C3B 1.541(5) . ? C2B C15B 1.545(5) . ? C3B O3B 1.239(4) . ? C3B N4B 1.325(5) . ? N4B C5B 1.437(5) . ? C5B C6B 1.383(5) . ? C5B C10B 1.390(5) . ? C6B C7B 1.379(5) . ? C7B C8B 1.377(5) . ? C8B C9B 1.389(5) . ? C8B N11B 1.422(5) . ? C9B C10B 1.390(6) . ? N11B C12B 1.345(5) . ? C12B O12B 1.237(4) . ? C12B C13B 1.527(5) . ? O12B Zn1B 2.200(3) 3_656 ? C13B N14B 1.463(5) . ? C13B C22B 1.530(5) . ? N14B Zn1B 2.127(3) 3_656 ? C15B C16B 1.493(6) . ? C16B C17B 1.387(7) . ? C16B C21B 1.401(6) . ? C17B C18B 1.406(8) . ? C18B C19B 1.375(9) . ? C19B C20B 1.376(9) . ? C20B C21B 1.354(7) . ? C22B C23B 1.520(5) . ? C23B C28B 1.366(7) . ? C23B C24B 1.408(6) . ? C24B C25B 1.375(7) . ? C25B C26B 1.347(9) . ? C26B C27B 1.351(9) . ? C27B C28B 1.439(8) . ? S40 O44 1.471(3) . ? S40 O42 1.476(3) . ? S40 O41 1.482(3) . ? S40 O43 1.483(3) . ? S50 O52 1.451(5) . ? S50 O51 1.458(4) . ? S50 O53 1.458(5) . ? S50 O54 1.515(6) . ? S50' O51' 1.441(13) . ? S50' O54' 1.473(13) . ? S50' O53' 1.48(2) . ? S50' O52' 1.488(13) . ? 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 N1A Zn1A N14A 169.47(11) . 4_466 ? N1A Zn1A O29A 96.16(12) . . ? N14A Zn1A O29A 92.08(12) 4_466 . ? N1A Zn1A O30A 94.27(11) . . ? N14A Zn1A O30A 92.51(11) 4_466 . ? O29A Zn1A O30A 88.34(12) . . ? N1A Zn1A O12A 95.87(10) . 4_466 ? N14A Zn1A O12A 78.02(10) 4_466 4_466 ? O29A Zn1A O12A 86.79(11) . 4_466 ? O30A Zn1A O12A 169.17(11) . 4_466 ? N1A Zn1A O3A 77.82(10) . . ? N14A Zn1A O3A 93.84(11) 4_466 . ? O29A Zn1A O3A 173.95(11) . . ? O30A Zn1A O3A 92.63(11) . . ? O12A Zn1A O3A 93.23(10) 4_466 . ? C2A N1A Zn1A 112.6(2) . . ? N1A C2A C3A 107.8(3) . . ? N1A C2A C15A 110.6(3) . . ? C3A C2A C15A 108.2(2) . . ? O3A C3A N4A 123.8(3) . . ? O3A C3A C2A 121.3(3) . . ? N4A C3A C2A 114.8(3) . . ? C3A O3A Zn1A 113.6(2) . . ? C3A N4A C5A 123.5(3) . . ? C10A C5A C6A 120.0(3) . . ? C10A C5A N4A 121.0(3) . . ? C6A C5A N4A 119.0(3) . . ? C7A C6A C5A 119.6(3) . . ? C6A C7A C8A 120.6(3) . . ? C9A C8A C7A 119.4(3) . . ? C9A C8A N11A 123.5(3) . . ? C7A C8A N11A 117.1(3) . . ? C10A C9A C8A 119.8(3) . . ? C5A C10A C9A 120.5(3) . . ? C12A N11A C8A 128.1(3) . . ? O12A C12A N11A 124.9(3) . . ? O12A C12A C13A 119.5(3) . . ? N11A C12A C13A 115.5(3) . . ? C12A O12A Zn1A 114.8(2) . 4_566 ? N14A C13A C22A 111.0(3) . . ? N14A C13A C12A 108.6(3) . . ? C22A C13A C12A 108.0(3) . . ? C13A N14A Zn1A 113.0(2) . 4_566 ? C16A C15A C2A 112.6(3) . . ? C17A C16A C21A 118.6(3) . . ? C17A C16A C15A 121.1(4) . . ? C21A C16A C15A 120.2(3) . . ? C16A C17A C18A 119.8(4) . . ? C19A C18A C17A 120.5(4) . . ? C18A C19A C20A 120.6(4) . . ? C21A C20A C19A 119.4(4) . . ? C20A C21A C16A 121.0(4) . . ? C23A C22A C13A 114.1(3) . . ? C28A C23A C24A 118.9(3) . . ? C28A C23A C22A 119.7(3) . . ? C24A C23A C22A 121.4(3) . . ? C23A C24A C25A 119.7(4) . . ? C26A C25A C24A 120.6(4) . . ? C27A C26A C25A 119.6(4) . . ? C26A C27A C28A 120.5(4) . . ? C23A C28A C27A 120.6(4) . . ? O30B Zn1B O29B 91.55(11) . . ? O30B Zn1B N1B 95.27(12) . . ? O29B Zn1B N1B 92.44(12) . . ? O30B Zn1B N14B 90.17(12) . 3_646 ? O29B Zn1B N14B 94.40(13) . 3_646 ? N1B Zn1B N14B 171.14(12) . 3_646 ? O30B Zn1B O3B 90.09(10) . . ? O29B Zn1B O3B 170.56(11) . . ? N1B Zn1B O3B 78.14(11) . . ? N14B Zn1B O3B 94.89(12) 3_646 . ? O30B Zn1B O12B 167.70(11) . 3_646 ? O29B Zn1B O12B 89.94(10) . 3_646 ? N1B Zn1B O12B 96.87(11) . 3_646 ? N14B Zn1B O12B 77.54(11) 3_646 3_646 ? O3B Zn1B O12B 90.44(10) . 3_646 ? C2B N1B Zn1B 112.2(2) . . ? N1B C2B C3B 108.5(3) . . ? N1B C2B C15B 110.6(3) . . ? C3B C2B C15B 107.2(3) . . ? O3B C3B N4B 124.0(3) . . ? O3B C3B C2B 119.8(3) . . ? N4B C3B C2B 116.1(3) . . ? C3B O3B Zn1B 114.6(2) . . ? C3B N4B C5B 125.8(3) . . ? C6B C5B C10B 119.2(3) . . ? C6B C5B N4B 118.0(3) . . ? C10B C5B N4B 122.8(3) . . ? C7B C6B C5B 120.7(3) . . ? C8B C7B C6B 120.6(3) . . ? C7B C8B C9B 119.3(3) . . ? C7B C8B N11B 117.3(3) . . ? C9B C8B N11B 123.4(3) . . ? C8B C9B C10B 120.3(3) . . ? C5B C10B C9B 120.0(3) . . ? C12B N11B C8B 127.8(3) . . ? O12B C12B N11B 124.0(3) . . ? O12B C12B C13B 120.8(3) . . ? N11B C12B C13B 115.1(3) . . ? C12B O12B Zn1B 114.0(2) . 3_656 ? N14B C13B C12B 109.2(3) . . ? N14B C13B C22B 110.3(3) . . ? C12B C13B C22B 107.9(3) . . ? C13B N14B Zn1B 112.8(2) . 3_656 ? C16B C15B C2B 114.2(3) . . ? C17B C16B C21B 118.5(4) . . ? C17B C16B C15B 121.9(4) . . ? C21B C16B C15B 119.6(4) . . ? C16B C17B C18B 118.9(5) . . ? C19B C18B C17B 120.5(6) . . ? C18B C19B C20B 120.5(5) . . ? C21B C20B C19B 119.2(5) . . ? C20B C21B C16B 122.3(5) . . ? C23B C22B C13B 112.6(3) . . ? C28B C23B C24B 119.7(4) . . ? C28B C23B C22B 121.3(4) . . ? C24B C23B C22B 118.9(4) . . ? C25B C24B C23B 120.0(5) . . ? C26B C25B C24B 120.4(5) . . ? C25B C26B C27B 121.6(5) . . ? C26B C27B C28B 119.8(5) . . ? C23B C28B C27B 118.5(5) . . ? O44 S40 O42 109.55(18) . . ? O44 S40 O41 110.42(17) . . ? O42 S40 O41 108.82(18) . . ? O44 S40 O43 109.26(17) . . ? O42 S40 O43 109.63(17) . . ? O41 S40 O43 109.14(16) . . ? O52 S50 O51 111.5(4) . . ? O52 S50 O53 110.2(3) . . ? O51 S50 O53 111.0(3) . . ? O52 S50 O54 107.0(4) . . ? O51 S50 O54 107.7(3) . . ? O53 S50 O54 109.5(3) . . ? O51' S50' O54' 110.9(11) . . ? O51' S50' O53' 111.2(12) . . ? O54' S50' O53' 108.9(11) . . ? O51' S50' O52' 110.6(11) . . ? O54' S50' O52' 107.9(11) . . ? O53' S50' O52' 107.3(11) . . ? _diffrn_measured_fraction_theta_max 0.946 _diffrn_reflns_theta_full 31.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.221 _refine_diff_density_min -1.152 _refine_diff_density_rms 0.115 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.012 0.278 0.239 14 3 ' ' 2 -0.012 0.778 0.261 14 3 ' ' 3 -0.229 -0.028 0.634 125 28 ' ' 4 0.229 0.472 0.866 126 28 ' ' 5 0.266 0.478 0.620 114 27 ' ' 6 0.234 0.522 0.120 114 27 ' ' 7 0.271 0.528 0.366 125 28 ' ' 8 0.118 0.066 0.645 8 2 ' ' 9 0.172 0.899 0.883 13 1 ' ' 10 0.328 0.101 0.383 13 1 ' ' 11 0.389 0.937 0.146 8 2 ' ' 12 0.488 0.722 0.739 14 3 ' ' 13 0.512 0.222 0.761 14 3 ' ' 14 0.731 0.028 0.133 125 28 ' ' 15 0.766 0.022 0.380 114 27 ' ' 16 0.733 -0.022 0.880 114 27 ' ' 17 0.618 0.434 0.355 8 2 ' ' 18 0.672 0.601 0.117 13 1 ' ' 19 0.828 0.399 0.617 13 1 ' ' 20 0.882 0.566 0.854 7 2 ' ' _platon_squeeze_details ; SQUEEZE suggests 244 e/cell = 30.5 e/asu Solvent used was EtOH/H2O mixture. Before SQUEEZE, some H2O was identified. The rest was highly disordered, but looked most like ethanol. EtOH = C2H6O = 26e 1.17EtOH = 30.4e. This was rounded down to 1EtOH for simplicity. The protons of the N1/N14 NH2 groups, the N4/N11 NH groups, and the O29/O30 and O61-O65 H2O groups were not located. The asu is thus H29 low. The asu is thus (C2 H6 O) + H29 low = C2 H35 O low. So the UNIT is C8 H140 O4 low, i.e. C192 H160 N32 O82 S8 Zn8 ; #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 826895' #TrackingRef '- CEC 03-11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H39 N6 O3 Zn, 2(Br), 2(H2 O), 0.5(C2 H6 O)' _chemical_formula_sum 'C37 H46 Br2 N6 O5.50 Zn' _chemical_formula_weight 887.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M P3(1)21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'y, x, -z' 'x-y, -y, -z+2/3' '-x, -x+y, -z+1/3' _cell_length_a 13.37139(6) _cell_length_b 13.37139(6) _cell_length_c 41.4227(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 6413.89(5) _cell_formula_units_Z 6 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 122126 _cell_measurement_theta_min 2.1314 _cell_measurement_theta_max 68.3986 _exptl_crystal_description blocks _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.379 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2724 _exptl_absorpt_coefficient_mu 3.364 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.217 _exptl_absorpt_correction_T_max 0.723 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur PX Ultra' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 8.2556 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 185053 _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_sigmaI/netI 0.0082 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -49 _diffrn_reflns_limit_l_max 49 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 68.52 _reflns_number_total 7876 _reflns_number_gt 7782 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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. Results of chirality/polarity tests _refine_ls_R_factor_obs+ 0.0249 _refine_ls_wR_factor_obs+ 0.0770 _refine_ls_abs_structure_Flack+ 0.000(12) _refine_ls_R_factor_obs- 0.0368 _refine_ls_wR_factor_obs- 0.1067 _refine_ls_abs_structure_Flack- 1.009(12) ; _chemical_absolute_configuration ad _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^)+(0.0490P)^2^+2.8955P] 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, 3410 Friedel pairs' _refine_ls_abs_structure_Flack -0.009(12) _refine_ls_number_reflns 7876 _refine_ls_number_parameters 512 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0253 _refine_ls_R_factor_gt 0.0249 _refine_ls_wR_factor_ref 0.0772 _refine_ls_wR_factor_gt 0.0770 _refine_ls_goodness_of_fit_ref 1.135 _refine_ls_restrained_S_all 1.135 _refine_ls_shift/su_max 0.003 _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 Zn1 Zn 0.64164(3) 0.30738(3) 0.749501(7) 0.02333(8) Uani 1 1 d . . . N1 N 0.69894(19) 0.21626(19) 0.77836(5) 0.0254(4) Uani 1 1 d D . . H1A H 0.7756(4) 0.251(2) 0.7750(7) 0.022(7) Uiso 1 1 d D . . H1B H 0.661(2) 0.1413(7) 0.7726(7) 0.028(7) Uiso 1 1 d D . . C2 C 0.6700(2) 0.2146(2) 0.81292(5) 0.0256(5) Uani 1 1 d . . . H2A H 0.6441 0.1360 0.8220 0.031 Uiso 1 1 calc R . . C3 C 0.5718(2) 0.2419(2) 0.81614(6) 0.0265(5) Uani 1 1 d . . . O3 O 0.54416(16) 0.28391(17) 0.79316(4) 0.0276(4) Uani 1 1 d . . . N4 N 0.5235(2) 0.2211(2) 0.84523(5) 0.0325(5) Uani 1 1 d D . . H4A H 0.538(4) 0.184(3) 0.8611(7) 0.060(12) Uiso 1 1 d D . . C5 C 0.4439(2) 0.2512(2) 0.85822(6) 0.0297(5) Uani 1 1 d . . . C6 C 0.3992(4) 0.2079(4) 0.88840(8) 0.0520(9) Uani 1 1 d . . . H6A H 0.4199 0.1578 0.8990 0.062 Uiso 1 1 calc R . . C7 C 0.3243(3) 0.2370(3) 0.90337(8) 0.0488(8) Uani 1 1 d . . . H7A H 0.2936 0.2065 0.9241 0.059 Uiso 1 1 calc R . . C8 C 0.2944(2) 0.3101(2) 0.88818(6) 0.0297(5) Uani 1 1 d . . . C9 C 0.3392(3) 0.3542(3) 0.85827(7) 0.0350(6) Uani 1 1 d . . . H9A H 0.3194 0.4052 0.8479 0.042 Uiso 1 1 calc R . . C10 C 0.4135(3) 0.3244(3) 0.84313(7) 0.0350(6) Uani 1 1 d . . . H10A H 0.4434 0.3545 0.8223 0.042 Uiso 1 1 calc R . . N11 N 0.2150(2) 0.33655(19) 0.90390(5) 0.0298(5) Uani 1 1 d D . . H11A H 0.1558(18) 0.2732(16) 0.9128(7) 0.033(8) Uiso 1 1 d D . . C12 C 0.2332(2) 0.4435(2) 0.90786(6) 0.0254(5) Uani 1 1 d . . . O12 O 0.32302(16) 0.53182(16) 0.89979(4) 0.0286(4) Uani 1 1 d . . . C13 C 0.1319(2) 0.4526(2) 0.92200(6) 0.0247(5) Uani 1 1 d . . . H13A H 0.0871 0.3878 0.9375 0.030 Uiso 1 1 calc R . . N14 N 0.18097(18) 0.5642(2) 0.93880(5) 0.0260(4) Uani 1 1 d D . . H14A H 0.131(2) 0.590(3) 0.9407(8) 0.033(8) Uiso 1 1 d D . . H14B H 0.206(3) 0.563(3) 0.9589(3) 0.035(9) Uiso 1 1 d D . . C15 C 0.7753(2) 0.3041(3) 0.83186(6) 0.0318(6) Uani 1 1 d . . . H15A H 0.8003 0.3821 0.8232 0.038 Uiso 1 1 calc R . . H15B H 0.7536 0.3029 0.8548 0.038 Uiso 1 1 calc R . . C16 C 0.8742(3) 0.2805(3) 0.82981(6) 0.0351(6) Uani 1 1 d . . . C17 C 0.9735(3) 0.3538(4) 0.81274(8) 0.0520(9) Uani 1 1 d . . . H17A H 0.9796 0.4193 0.8020 0.062 Uiso 1 1 calc R . . C18 C 1.0639(4) 0.3312(5) 0.81148(11) 0.0778(16) Uani 1 1 d . . . H18A H 1.1323 0.3822 0.8000 0.093 Uiso 1 1 calc R . . C19 C 1.0559(4) 0.2368(5) 0.82643(12) 0.0756(15) Uani 1 1 d . . . H19A H 1.1182 0.2219 0.8252 0.091 Uiso 1 1 calc R . . C20 C 0.9576(4) 0.1628(4) 0.84341(11) 0.0643(11) Uani 1 1 d . . . H20A H 0.9523 0.0973 0.8540 0.077 Uiso 1 1 calc R . . C21 C 0.8670(3) 0.1845(3) 0.84501(8) 0.0433(7) Uani 1 1 d . . . H21A H 0.7991 0.1332 0.8566 0.052 Uiso 1 1 calc R . . C22 C 0.0543(2) 0.4471(2) 0.89392(6) 0.0295(5) Uani 1 1 d . . . H22A H 0.1006 0.5105 0.8786 0.035 Uiso 1 1 calc R . . H22B H 0.0262 0.3732 0.8823 0.035 Uiso 1 1 calc R . . C23 C -0.0474(2) 0.4569(2) 0.90499(6) 0.0285(5) Uani 1 1 d . . . C24 C -0.1489(3) 0.3593(3) 0.91434(6) 0.0354(6) Uani 1 1 d . . . H24A H -0.1536 0.2860 0.9138 0.042 Uiso 1 1 calc R . . C25 C -0.2437(3) 0.3673(3) 0.92441(7) 0.0421(7) Uani 1 1 d . . . H25A H -0.3133 0.2995 0.9302 0.050 Uiso 1 1 calc R . . C26 C -0.2366(3) 0.4742(3) 0.92596(8) 0.0463(8) Uani 1 1 d . . . H26A H -0.3016 0.4796 0.9327 0.056 Uiso 1 1 calc R . . C27 C -0.1358(3) 0.5723(3) 0.91771(8) 0.0467(8) Uani 1 1 d . . . H27A H -0.1301 0.6458 0.9195 0.056 Uiso 1 1 calc R . . C28 C -0.0412(3) 0.5636(3) 0.90666(7) 0.0366(6) Uani 1 1 d . . . H28A H 0.0276 0.6313 0.9003 0.044 Uiso 1 1 calc R . . N31 N 0.51581(17) 0.15758(19) 0.72351(5) 0.0237(4) Uani 1 1 d D . . H31A H 0.469(2) 0.177(3) 0.7132(7) 0.031(8) Uiso 1 1 d D . . H31B H 0.473(2) 0.1001(19) 0.7374(6) 0.031(8) Uiso 1 1 d D . . C32 C 0.57025(19) 0.1168(2) 0.69971(5) 0.0215(5) Uani 1 1 d . . . H32A H 0.5716 0.0490 0.7094 0.026 Uiso 1 1 calc R . . C33 C 0.6959(2) 0.2119(2) 0.69441(5) 0.0214(5) Uani 1 1 d . . . O33 O 0.73721(15) 0.30568(15) 0.70845(4) 0.0272(4) Uani 1 1 d . . . N34 N 0.75893(18) 0.18397(19) 0.67536(5) 0.0286(4) Uani 1 1 d D . . H34A H 0.725(3) 0.1102(10) 0.6686(9) 0.052(11) Uiso 1 1 d D . . C35 C 0.8811(2) 0.2511(2) 0.67104(6) 0.0288(5) Uani 1 1 d . . . C36 C 0.9406(3) 0.1919(3) 0.66885(15) 0.0763(15) Uani 1 1 d . . . H36A H 0.9001 0.1100 0.6703 0.092 Uiso 1 1 calc R . . C37 C 0.9405(3) 0.3685(3) 0.66890(9) 0.0424(7) Uani 1 1 d . . . H37A H 0.9002 0.4101 0.6705 0.051 Uiso 1 1 calc R . . C38 C 0.4997(2) 0.0754(2) 0.66810(6) 0.0261(5) Uani 1 1 d . . . H38A H 0.4883 0.1381 0.6595 0.031 Uiso 1 1 calc R . . H38B H 0.5439 0.0588 0.6519 0.031 Uiso 1 1 calc R . . C39 C 0.3829(2) -0.0318(2) 0.67301(6) 0.0265(5) Uani 1 1 d . . . C40 C 0.2824(2) -0.0328(3) 0.66384(7) 0.0370(6) Uani 1 1 d . . . H40A H 0.2866 0.0356 0.6557 0.044 Uiso 1 1 calc R . . C41 C 0.1748(3) -0.1341(3) 0.66660(8) 0.0469(8) Uani 1 1 d . . . H41A H 0.1065 -0.1340 0.6603 0.056 Uiso 1 1 calc R . . C42 C 0.1680(3) -0.2329(3) 0.67836(8) 0.0478(8) Uani 1 1 d . . . H42A H 0.0949 -0.3014 0.6801 0.057 Uiso 1 1 calc R . . C43 C 0.2669(3) -0.2339(3) 0.68778(7) 0.0431(7) Uani 1 1 d . . . H43A H 0.2617 -0.3029 0.6958 0.052 Uiso 1 1 calc R . . C44 C 0.3739(3) -0.1337(3) 0.68538(6) 0.0359(6) Uani 1 1 d . . . H44A H 0.4415 -0.1342 0.6922 0.043 Uiso 1 1 calc R . . Br1 Br 0.65339(3) -0.08879(3) 0.647562(8) 0.04057(9) Uani 1 1 d . . . Br2 Br 0.51844(3) -0.06362(2) 0.770465(7) 0.03588(8) Uani 1 1 d . . . O50 O 0.7296(3) -0.0639(3) 0.72608(7) 0.0662(7) Uani 1 1 d . . . O60 O 0.0279(3) 0.1333(2) 0.92965(8) 0.0679(8) Uani 1 1 d . . . O70 O 0.0897(9) -0.0480(9) 0.9319(2) 0.074(3) Uiso 0.348(10) 1 d PD A 1 C71 C 0.136(2) -0.080(2) 0.9058(4) 0.139(8) Uiso 0.348(10) 1 d PDU A 1 H71A H 0.0979 -0.1652 0.9049 0.167 Uiso 0.348(10) 1 calc PR A 1 H71B H 0.2195 -0.0497 0.9097 0.167 Uiso 0.348(10) 1 calc PR A 1 C72 C 0.122(2) -0.036(2) 0.8740(4) 0.118(7) Uiso 0.348(10) 1 d PD A 1 H72A H 0.1579 -0.0585 0.8570 0.178 Uiso 0.348(10) 1 calc PR A 1 H72B H 0.1585 0.0481 0.8748 0.178 Uiso 0.348(10) 1 calc PR A 1 H72C H 0.0393 -0.0695 0.8693 0.178 Uiso 0.348(10) 1 calc PR A 1 O70' O 0.056(2) -0.091(3) 0.9098(7) 0.095(10) Uiso 0.152(10) 1 d PD A 2 C71' C 0.143(2) -0.099(3) 0.8924(7) 0.063(7) Uiso 0.152(10) 1 d PDU A 2 H71C H 0.1371 -0.1742 0.8970 0.075 Uiso 0.152(10) 1 calc PR A 2 H71D H 0.2198 -0.0372 0.8997 0.075 Uiso 0.152(10) 1 calc PR A 2 C72' C 0.131(7) -0.087(10) 0.8569(7) 0.25(5) Uiso 0.152(10) 1 d PD A 2 H72D H 0.1911 -0.0955 0.8455 0.374 Uiso 0.152(10) 1 calc PR A 2 H72E H 0.1407 -0.0113 0.8523 0.374 Uiso 0.152(10) 1 calc PR A 2 H72F H 0.0550 -0.1477 0.8497 0.374 Uiso 0.152(10) 1 calc PR A 2 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 Zn1 0.02508(16) 0.02652(17) 0.01910(14) -0.00162(12) -0.00035(12) 0.01343(14) N1 0.0269(11) 0.0299(11) 0.0212(9) -0.0031(8) -0.0020(8) 0.0157(9) C2 0.0288(13) 0.0310(13) 0.0198(11) 0.0001(9) -0.0003(9) 0.0171(11) C3 0.0270(12) 0.0289(13) 0.0241(12) -0.0010(10) 0.0010(10) 0.0142(11) O3 0.0312(9) 0.0379(10) 0.0209(8) 0.0024(7) 0.0021(7) 0.0227(8) N4 0.0414(13) 0.0447(14) 0.0238(10) 0.0090(9) 0.0074(9) 0.0309(12) C5 0.0337(13) 0.0367(14) 0.0251(12) 0.0029(10) 0.0048(10) 0.0224(12) C6 0.075(2) 0.072(2) 0.0376(16) 0.0242(16) 0.0226(16) 0.058(2) C7 0.066(2) 0.067(2) 0.0351(15) 0.0211(15) 0.0226(15) 0.0492(19) C8 0.0305(13) 0.0293(13) 0.0309(13) -0.0013(10) 0.0052(10) 0.0162(11) C9 0.0402(15) 0.0377(15) 0.0343(13) 0.0086(12) 0.0083(11) 0.0248(13) C10 0.0438(16) 0.0421(16) 0.0280(13) 0.0095(11) 0.0098(11) 0.0282(14) N11 0.0290(11) 0.0261(11) 0.0355(11) 0.0035(9) 0.0103(9) 0.0146(9) C12 0.0262(12) 0.0295(13) 0.0209(11) -0.0016(9) 0.0008(9) 0.0142(11) O12 0.0281(9) 0.0270(9) 0.0299(8) -0.0002(7) 0.0053(7) 0.0132(8) C13 0.0242(12) 0.0256(12) 0.0227(11) -0.0007(9) 0.0027(9) 0.0112(10) N14 0.0263(10) 0.0305(11) 0.0204(9) -0.0042(8) -0.0014(8) 0.0135(9) C15 0.0336(14) 0.0363(15) 0.0263(12) -0.0065(11) -0.0060(11) 0.0182(12) C16 0.0331(14) 0.0467(17) 0.0254(12) -0.0104(12) -0.0067(11) 0.0199(13) C17 0.0395(18) 0.065(2) 0.0390(16) -0.0059(15) 0.0035(13) 0.0166(17) C18 0.037(2) 0.121(4) 0.061(2) -0.021(3) 0.0081(17) 0.029(2) C19 0.053(2) 0.113(4) 0.083(3) -0.042(3) -0.017(2) 0.059(3) C20 0.065(3) 0.079(3) 0.071(2) -0.031(2) -0.028(2) 0.053(2) C21 0.0440(18) 0.0483(18) 0.0435(15) -0.0094(13) -0.0121(14) 0.0276(15) C22 0.0285(13) 0.0362(14) 0.0234(11) -0.0050(10) -0.0015(10) 0.0159(12) C23 0.0281(13) 0.0360(14) 0.0203(11) -0.0036(10) -0.0048(9) 0.0151(12) C24 0.0352(15) 0.0364(15) 0.0303(13) -0.0080(11) -0.0027(11) 0.0147(13) C25 0.0303(14) 0.0524(18) 0.0357(14) -0.0091(13) 0.0023(12) 0.0148(14) C26 0.0366(16) 0.071(2) 0.0415(16) -0.0087(15) -0.0008(13) 0.0347(17) C27 0.057(2) 0.055(2) 0.0443(17) -0.0036(14) -0.0059(15) 0.0394(18) C28 0.0360(15) 0.0408(15) 0.0351(14) 0.0042(12) 0.0002(12) 0.0208(13) N31 0.0187(10) 0.0300(11) 0.0202(9) -0.0022(8) 0.0010(8) 0.0104(9) C32 0.0175(11) 0.0248(12) 0.0204(10) -0.0013(9) 0.0011(8) 0.0093(10) C33 0.0191(11) 0.0243(12) 0.0194(10) 0.0013(9) -0.0003(8) 0.0099(10) O33 0.0231(9) 0.0255(9) 0.0276(8) -0.0050(7) 0.0035(7) 0.0082(7) N34 0.0195(11) 0.0254(11) 0.0363(11) -0.0077(9) 0.0021(9) 0.0078(9) C35 0.0193(12) 0.0285(13) 0.0344(13) -0.0025(10) 0.0042(10) 0.0089(11) C36 0.0309(19) 0.0242(16) 0.168(5) 0.008(2) 0.027(2) 0.0096(15) C37 0.0255(16) 0.0301(15) 0.075(2) 0.0080(14) 0.0146(14) 0.0162(13) C38 0.0229(12) 0.0319(13) 0.0195(11) -0.0005(9) -0.0010(9) 0.0107(10) C39 0.0220(12) 0.0326(14) 0.0202(10) -0.0058(10) -0.0013(9) 0.0101(11) C40 0.0293(14) 0.0395(16) 0.0395(15) -0.0091(12) -0.0049(12) 0.0152(13) C41 0.0229(14) 0.057(2) 0.0533(18) -0.0112(16) -0.0062(13) 0.0146(14) C42 0.0256(14) 0.0462(19) 0.0463(17) -0.0021(14) -0.0047(12) -0.0010(13) C43 0.0378(17) 0.0352(16) 0.0381(15) 0.0025(13) -0.0069(13) 0.0046(13) C44 0.0282(13) 0.0384(15) 0.0277(12) 0.0014(11) -0.0071(10) 0.0066(12) Br1 0.03963(17) 0.02835(14) 0.05247(18) -0.00760(12) -0.01181(13) 0.01605(12) Br2 0.03905(16) 0.03159(15) 0.03010(13) 0.00669(11) 0.00350(11) 0.01249(12) O50 0.0665(18) 0.081(2) 0.0570(15) 0.0113(14) 0.0040(13) 0.0415(16) O60 0.0569(17) 0.0511(15) 0.0815(19) 0.0152(14) 0.0196(14) 0.0163(13) _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 Zn1 N14 2.106(2) 5_666 ? Zn1 N1 2.106(2) . ? Zn1 O33 2.1340(17) . ? Zn1 N31 2.152(2) . ? Zn1 O3 2.1584(17) . ? Zn1 O12 2.2001(19) 5_666 ? N1 C2 1.480(3) . ? C2 C15 1.532(4) . ? C2 C3 1.534(4) . ? C3 O3 1.252(3) . ? C3 N4 1.330(3) . ? N4 C5 1.419(4) . ? C5 C6 1.382(4) . ? C5 C10 1.383(4) . ? C6 C7 1.389(4) . ? C7 C8 1.379(4) . ? C8 C9 1.374(4) . ? C8 N11 1.431(3) . ? C9 C10 1.390(4) . ? N11 C12 1.336(3) . ? C12 O12 1.237(3) . ? C12 C13 1.535(3) . ? O12 Zn1 2.2001(18) 5_566 ? C13 N14 1.471(3) . ? C13 C22 1.536(3) . ? N14 Zn1 2.106(2) 5_566 ? C15 C16 1.508(4) . ? C16 C17 1.387(5) . ? C16 C21 1.389(5) . ? C17 C18 1.386(7) . ? C18 C19 1.361(8) . ? C19 C20 1.378(8) . ? C20 C21 1.381(5) . ? C22 C23 1.502(4) . ? C23 C24 1.387(4) . ? C23 C28 1.390(4) . ? C24 C25 1.388(4) . ? C25 C26 1.386(5) . ? C26 C27 1.374(5) . ? C27 C28 1.403(5) . ? N31 C32 1.482(3) . ? C32 C33 1.533(3) . ? C32 C38 1.546(3) . ? C33 O33 1.234(3) . ? C33 N34 1.337(3) . ? N34 C35 1.428(3) . ? C35 C37 1.362(4) . ? C35 C36 1.377(5) . ? C36 C36 1.388(7) 6_766 ? C37 C37 1.391(6) 6_766 ? C38 C39 1.515(4) . ? C39 C40 1.390(4) . ? C39 C44 1.403(4) . ? C40 C41 1.403(5) . ? C41 C42 1.368(5) . ? C42 C43 1.385(5) . ? C43 C44 1.392(4) . ? O70 C71 1.416(10) . ? C71 C72 1.491(10) . ? O70' C71' 1.414(10) . ? C71' C72' 1.494(10) . ? 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 N14 Zn1 N1 164.81(9) 5_666 . ? N14 Zn1 O33 90.53(8) 5_666 . ? N1 Zn1 O33 93.05(8) . . ? N14 Zn1 N31 100.21(8) 5_666 . ? N1 Zn1 N31 94.98(9) . . ? O33 Zn1 N31 77.60(7) . . ? N14 Zn1 O3 98.33(7) 5_666 . ? N1 Zn1 O3 78.94(7) . . ? O33 Zn1 O3 170.88(7) . . ? N31 Zn1 O3 98.60(8) . . ? N14 Zn1 O12 77.26(8) 5_666 5_666 ? N1 Zn1 O12 87.92(8) . 5_666 ? O33 Zn1 O12 90.84(7) . 5_666 ? N31 Zn1 O12 168.19(7) . 5_666 ? O3 Zn1 O12 93.19(7) . 5_666 ? C2 N1 Zn1 112.93(15) . . ? N1 C2 C15 110.6(2) . . ? N1 C2 C3 109.22(19) . . ? C15 C2 C3 109.3(2) . . ? O3 C3 N4 124.2(2) . . ? O3 C3 C2 121.4(2) . . ? N4 C3 C2 114.4(2) . . ? C3 O3 Zn1 114.20(16) . . ? C3 N4 C5 129.7(2) . . ? C6 C5 C10 119.2(3) . . ? C6 C5 N4 116.9(3) . . ? C10 C5 N4 123.9(2) . . ? C5 C6 C7 120.5(3) . . ? C8 C7 C6 120.0(3) . . ? C9 C8 C7 119.7(3) . . ? C9 C8 N11 121.5(2) . . ? C7 C8 N11 118.8(2) . . ? C8 C9 C10 120.3(3) . . ? C5 C10 C9 120.2(3) . . ? C12 N11 C8 124.1(2) . . ? O12 C12 N11 124.0(2) . . ? O12 C12 C13 120.1(2) . . ? N11 C12 C13 115.9(2) . . ? C12 O12 Zn1 113.81(16) . 5_566 ? N14 C13 C12 107.3(2) . . ? N14 C13 C22 110.8(2) . . ? C12 C13 C22 107.99(19) . . ? C13 N14 Zn1 112.61(15) . 5_566 ? C16 C15 C2 111.5(2) . . ? C17 C16 C21 118.9(3) . . ? C17 C16 C15 120.7(3) . . ? C21 C16 C15 120.4(3) . . ? C18 C17 C16 119.8(4) . . ? C19 C18 C17 120.8(4) . . ? C18 C19 C20 120.2(4) . . ? C19 C20 C21 119.7(5) . . ? C20 C21 C16 120.6(4) . . ? C23 C22 C13 112.6(2) . . ? C24 C23 C28 118.7(3) . . ? C24 C23 C22 120.4(3) . . ? C28 C23 C22 120.9(3) . . ? C23 C24 C25 120.8(3) . . ? C26 C25 C24 120.0(3) . . ? C27 C26 C25 120.1(3) . . ? C26 C27 C28 119.8(3) . . ? C23 C28 C27 120.6(3) . . ? C32 N31 Zn1 112.08(14) . . ? N31 C32 C33 109.05(19) . . ? N31 C32 C38 111.79(19) . . ? C33 C32 C38 113.30(19) . . ? O33 C33 N34 122.5(2) . . ? O33 C33 C32 121.6(2) . . ? N34 C33 C32 115.8(2) . . ? C33 O33 Zn1 114.83(15) . . ? C33 N34 C35 125.5(2) . . ? C37 C35 C36 119.1(3) . . ? C37 C35 N34 123.8(2) . . ? C36 C35 N34 117.0(2) . . ? C35 C36 C36 120.27(17) . 6_766 ? C35 C37 C37 120.59(17) . 6_766 ? C39 C38 C32 112.4(2) . . ? C40 C39 C44 118.5(3) . . ? C40 C39 C38 120.4(3) . . ? C44 C39 C38 121.0(2) . . ? C39 C40 C41 120.4(3) . . ? C42 C41 C40 120.2(3) . . ? C41 C42 C43 120.5(3) . . ? C42 C43 C44 119.8(3) . . ? C43 C44 C39 120.6(3) . . ? O70 C71 C72 113.2(13) . . ? O70' C71' C72' 111.2(16) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 68.52 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.700 _refine_diff_density_min -0.381 _refine_diff_density_rms 0.071 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 826896' #TrackingRef '- CEC 03-11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H39 N6 O3 Zn, O4 S, 19/12(H2 O)' _chemical_formula_sum 'C24 H42.17 N6 O8.58 S Zn' _chemical_formula_weight 649.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Rhombohedral _symmetry_space_group_name_H-M R32 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z' 'x-y, -y, -z' '-x, -x+y, -z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+1/3' 'x-y+2/3, -y+1/3, -z+1/3' '-x+2/3, -x+y+1/3, -z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+2/3' 'x-y+1/3, -y+2/3, -z+2/3' '-x+1/3, -x+y+2/3, -z+2/3' _cell_length_a 11.63262(9) _cell_length_b 11.63262(9) _cell_length_c 39.8175(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4666.16(6) _cell_formula_units_Z 6 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 11167 _cell_measurement_theta_min 3.3271 _cell_measurement_theta_max 72.3207 _exptl_crystal_description blocks _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.387 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2057 _exptl_absorpt_coefficient_mu 2.198 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.628 _exptl_absorpt_correction_T_max 0.794 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur PX Ultra' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 8.2556 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12699 _diffrn_reflns_av_R_equivalents 0.0138 _diffrn_reflns_av_sigmaI/netI 0.0076 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -49 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 3.33 _diffrn_reflns_theta_max 72.47 _reflns_number_total 2067 _reflns_number_gt 2064 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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. Results of chirality/polarity tests _refine_ls_R_factor_obs+ 0.0324 _refine_ls_wR_factor_obs+ 0.0928 _refine_ls_abs_structure_Flack+ 0.02(3) _refine_ls_R_factor_obs- 0.0406 _refine_ls_wR_factor_obs- 0.1143 _refine_ls_abs_structure_Flack- 0.98(3) ; _chemical_absolute_configuration ad _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^)+(0.0576P)^2^+6.6785P] 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, 869 Friedel pairs' _refine_ls_abs_structure_Flack 0.02(3) _refine_ls_number_reflns 2067 _refine_ls_number_parameters 156 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0324 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0928 _refine_ls_wR_factor_gt 0.0928 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.094 _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 Zn1 Zn 0.6667 0.3333 0.595090(12) 0.03569(17) Uani 1 3 d S . . N1 N 0.6423(2) 0.1617(2) 0.62180(5) 0.0330(4) Uani 1 1 d D . . H1A H 0.5540(5) 0.106(3) 0.6206(7) 0.045(7) Uiso 1 1 d D . . H1B H 0.673(3) 0.185(3) 0.6429(3) 0.031(7) Uiso 1 1 d D . . C2 C 0.7159(3) 0.1026(3) 0.60658(6) 0.0359(5) Uani 1 1 d . . . H2A H 0.7801 0.1044 0.6236 0.043 Uiso 1 1 calc R . . C3 C 0.7942(3) 0.1871(3) 0.57668(5) 0.0349(5) Uani 1 1 d . A . O3 O 0.76980(19) 0.26874(19) 0.56368(4) 0.0400(4) Uani 1 1 d . . . N4 N 0.8866(2) 0.1629(2) 0.56444(5) 0.0395(5) Uani 1 1 d D . . H4A H 0.906(4) 0.110(3) 0.5769(7) 0.055(8) Uiso 1 1 d D . . C5 C 0.9407(4) 0.2067(4) 0.53159(7) 0.038(2) Uani 0.50 1 d PGDU A -1 C6 C 1.0505(4) 0.1919(4) 0.52600(8) 0.0423(12) Uani 0.50 1 d PGD A -1 H6A H 1.0872 0.1668 0.5439 0.051 Uiso 0.50 1 calc PR A -1 C7 C 1.1066(4) 0.2138(4) 0.49416(9) 0.0479(11) Uani 0.50 1 d PGD A -1 H7A H 1.1817 0.2037 0.4903 0.057 Uiso 0.50 1 calc PR A -1 C8 C 1.0529(4) 0.2506(5) 0.46791(7) 0.0309(19) Uani 0.50 1 d PGDU . -1 C9 C 0.9431(4) 0.2654(4) 0.47350(8) 0.0435(12) Uani 0.50 1 d PGD A -1 H9A H 0.9064 0.2905 0.4556 0.052 Uiso 0.50 1 calc PR A -1 C10 C 0.8869(4) 0.2434(4) 0.50534(9) 0.0417(12) Uani 0.50 1 d PGD A -1 H10A H 0.8119 0.2536 0.5092 0.050 Uiso 0.50 1 calc PR A -1 C11 C 0.6280(4) -0.0411(3) 0.59470(9) 0.0585(8) Uani 1 1 d . . . H11A H 0.6883 -0.0688 0.5841 0.070 Uiso 1 1 calc R . . C12 C 0.5290(5) -0.0549(4) 0.56799(11) 0.0859(14) Uani 1 1 d . . . H12A H 0.4757 -0.1482 0.5613 0.129 Uiso 1 1 calc R . . H12B H 0.5767 -0.0012 0.5484 0.129 Uiso 1 1 calc R . . H12C H 0.4706 -0.0241 0.5770 0.129 Uiso 1 1 calc R . . C13 C 0.5600(5) -0.1351(4) 0.62409(14) 0.0935(16) Uani 1 1 d . . . H13A H 0.5044 -0.2256 0.6156 0.140 Uiso 1 1 calc R . . H13B H 0.5045 -0.1074 0.6362 0.140 Uiso 1 1 calc R . . H13C H 0.6274 -0.1326 0.6393 0.140 Uiso 1 1 calc R . . S20 S 0.6667 0.3333 0.70221(2) 0.0296(2) Uani 1 3 d S . . O21 O 0.6667 0.3333 0.73881(7) 0.0598(9) Uani 1 3 d S . . O22 O 0.7554(2) 0.2882(2) 0.68890(5) 0.0481(5) Uani 1 1 d . . . O30 O 0.9815(5) 0.3418(4) 0.65383(14) 0.0655(14) Uani 0.50 1 d P . . O40 O 0.6667 0.3333 0.4967(12) 0.062(11) Uiso 0.08 3 d SP . . 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 Zn1 0.0397(2) 0.0397(2) 0.0277(2) 0.000 0.000 0.01984(10) N1 0.0332(11) 0.0361(11) 0.0276(9) 0.0008(8) 0.0017(8) 0.0157(9) C2 0.0375(12) 0.0408(13) 0.0320(11) 0.0037(10) 0.0029(10) 0.0213(11) C3 0.0349(13) 0.0352(13) 0.0281(9) -0.0054(10) -0.0022(10) 0.0126(10) O3 0.0526(12) 0.0415(10) 0.0300(7) 0.0032(7) 0.0069(7) 0.0266(10) N4 0.0416(12) 0.0483(13) 0.0305(9) 0.0056(8) 0.0073(8) 0.0238(12) C5 0.043(5) 0.039(5) 0.037(5) -0.008(4) -0.001(4) 0.024(4) C6 0.041(3) 0.057(3) 0.038(2) 0.005(2) 0.003(2) 0.032(3) C7 0.050(4) 0.067(3) 0.043(2) 0.005(2) 0.009(3) 0.041(3) C8 0.030(4) 0.030(3) 0.030(4) 0.000(3) 0.010(3) 0.013(3) C9 0.050(3) 0.047(3) 0.042(3) 0.009(2) 0.004(2) 0.030(3) C10 0.048(3) 0.055(3) 0.036(2) 0.007(2) 0.007(2) 0.036(3) C11 0.0637(19) 0.0361(15) 0.071(2) 0.0029(14) 0.0210(16) 0.0213(15) C12 0.072(2) 0.062(2) 0.082(3) -0.030(2) -0.010(2) 0.0023(19) C13 0.087(3) 0.057(2) 0.139(4) 0.041(3) 0.055(3) 0.038(2) S20 0.0301(3) 0.0301(3) 0.0286(4) 0.000 0.000 0.01507(13) O21 0.0763(14) 0.0763(14) 0.0268(14) 0.000 0.000 0.0381(7) O22 0.0446(12) 0.0570(13) 0.0531(10) -0.0003(9) 0.0012(8) 0.0333(11) O30 0.058(3) 0.043(2) 0.100(4) 0.005(2) 0.018(2) 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 Zn1 O3 2.1142(17) . ? Zn1 O3 2.1142(17) 3_665 ? Zn1 O3 2.1142(17) 2_655 ? Zn1 N1 2.152(2) . ? Zn1 N1 2.152(2) 2_655 ? Zn1 N1 2.152(2) 3_665 ? N1 C2 1.470(3) . ? C2 C3 1.522(3) . ? C2 C11 1.535(4) . ? C3 O3 1.234(3) . ? C3 N4 1.332(3) . ? N4 C8 1.426(3) 6_766 ? N4 C5 1.430(3) . ? C5 C6 1.3900 . ? C5 C10 1.3900 . ? C6 C7 1.3900 . ? C7 C8 1.3900 . ? C8 C9 1.3900 . ? C8 N4 1.426(3) 6_766 ? C9 C10 1.3900 . ? C11 C12 1.516(6) . ? C11 C13 1.525(5) . ? S20 O21 1.457(3) . ? S20 O22 1.4714(19) . ? S20 O22 1.4714(19) 3_665 ? S20 O22 1.4714(19) 2_655 ? O30 O30 1.158(11) 10_546 ? 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 O3 Zn1 O3 88.57(7) . 3_665 ? O3 Zn1 O3 88.57(7) . 2_655 ? O3 Zn1 O3 88.57(7) 3_665 2_655 ? O3 Zn1 N1 78.32(7) . . ? O3 Zn1 N1 96.29(8) 3_665 . ? O3 Zn1 N1 165.86(7) 2_655 . ? O3 Zn1 N1 96.29(8) . 2_655 ? O3 Zn1 N1 165.86(7) 3_665 2_655 ? O3 Zn1 N1 78.32(7) 2_655 2_655 ? N1 Zn1 N1 97.69(7) . 2_655 ? O3 Zn1 N1 165.86(8) . 3_665 ? O3 Zn1 N1 78.32(7) 3_665 3_665 ? O3 Zn1 N1 96.29(8) 2_655 3_665 ? N1 Zn1 N1 97.69(7) . 3_665 ? N1 Zn1 N1 97.69(7) 2_655 3_665 ? C2 N1 Zn1 113.11(15) . . ? N1 C2 C3 108.8(2) . . ? N1 C2 C11 114.2(2) . . ? C3 C2 C11 108.6(2) . . ? O3 C3 N4 122.0(2) . . ? O3 C3 C2 122.1(2) . . ? N4 C3 C2 115.8(2) . . ? C3 O3 Zn1 114.56(14) . . ? C3 N4 C8 127.3(3) . 6_766 ? C3 N4 C5 121.1(2) . . ? C6 C5 C10 120.0 . . ? C6 C5 N4 111.7(2) . . ? C10 C5 N4 127.8(2) . . ? C5 C6 C7 120.0 . . ? C6 C7 C8 120.0 . . ? C9 C8 C7 120.0 . . ? C9 C8 N4 120.4(2) . 6_766 ? C7 C8 N4 119.6(2) . 6_766 ? C8 C9 C10 120.0 . . ? C9 C10 C5 120.0 . . ? C12 C11 C13 111.6(4) . . ? C12 C11 C2 112.9(3) . . ? C13 C11 C2 111.6(3) . . ? O21 S20 O22 111.11(8) . . ? O21 S20 O22 111.11(8) . 3_665 ? O22 S20 O22 107.78(9) . 3_665 ? O21 S20 O22 111.11(8) . 2_655 ? O22 S20 O22 107.78(9) . 2_655 ? O22 S20 O22 107.78(9) 3_665 2_655 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 72.47 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.461 _refine_diff_density_min -0.308 _refine_diff_density_rms 0.056 #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 828392' #TrackingRef '- CEC 03-11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C64 H104 Br N16 O8 Zn3, Br5, 6(C2 H6 O), 7(H2 O)' _chemical_formula_sum 'C76 H154 Br6 N16 O21 Zn3' _chemical_formula_weight 2303.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 39.030(2) _cell_length_b 11.8817(2) _cell_length_c 27.6330(13) _cell_angle_alpha 90.00 _cell_angle_beta 123.780(7) _cell_angle_gamma 90.00 _cell_volume 10651.2(12) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 21281 _cell_measurement_theta_min 1.9219 _cell_measurement_theta_max 73.6456 _exptl_crystal_description 'platy needles' _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.437 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4760 _exptl_absorpt_coefficient_mu 3.972 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.491 _exptl_absorpt_correction_T_max 0.914 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur PX Ultra' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 8.2556 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42529 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_sigmaI/netI 0.0330 _diffrn_reflns_limit_h_min -48 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 73.81 _reflns_number_total 18211 _reflns_number_gt 16436 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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. Results of chirality/polarity tests _refine_ls_R_factor_obs+ 0.0388 _refine_ls_wR_factor_obs+ 0.1085 _refine_ls_abs_structure_Flack+ 0.004(15) _refine_ls_R_factor_obs- 0.0457 _refine_ls_wR_factor_obs- 0.1247 _refine_ls_abs_structure_Flack- 0.996(15) ; _chemical_absolute_configuration ad _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^)+(0.0668P)^2^+16.2469P] 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 SHELXL _refine_ls_extinction_coef 0.000029(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 7224 Friedel pairs' _refine_ls_abs_structure_Flack 0.004(15) _refine_ls_number_reflns 18211 _refine_ls_number_parameters 915 _refine_ls_number_restraints 60 _refine_ls_R_factor_all 0.0441 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.1254 _refine_ls_wR_factor_gt 0.1085 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.107 _refine_ls_shift/su_max 0.002 _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 Zn1 Zn 0.257857(17) 0.67563(5) -0.14009(2) 0.03103(12) Uani 1 1 d . . . Zn2 Zn 0.48711(2) 0.78284(9) 0.29769(3) 0.05581(19) Uani 1 1 d D . . Zn3 Zn 0.775178(18) 0.67062(5) 0.66509(2) 0.03241(12) Uani 1 1 d . . . Br1 Br 0.4490(2) 0.6278(7) 0.2925(3) 0.0835(12) Uani 0.78(3) 1 d PU A 1 Br1' Br 0.4609(8) 0.5961(19) 0.3034(9) 0.083(3) Uani 0.22(3) 1 d PU A 2 N1 N 0.29714(11) 0.0788(3) 0.19882(15) 0.0317(7) Uani 1 1 d . . . C2 C 0.31875(14) 0.0480(4) 0.17059(17) 0.0328(9) Uani 1 1 d . . . H2A H 0.3491 0.0477 0.2007 0.039 Uiso 1 1 calc R . . C3 C 0.30922(13) 0.1373(4) 0.12482(18) 0.0297(8) Uani 1 1 d . . . O3 O 0.27650(10) 0.1907(3) 0.10129(13) 0.0353(6) Uani 1 1 d . . . N4 N 0.33688(12) 0.1486(3) 0.11237(16) 0.0366(8) Uani 1 1 d . . . C5 C 0.33501(15) 0.2163(4) 0.0677(2) 0.0356(9) Uani 1 1 d . . . C6 C 0.36590(17) 0.1989(5) 0.0581(2) 0.0485(12) Uani 1 1 d . . . H6A H 0.3864 0.1433 0.0796 0.058 Uiso 1 1 calc R . . C7 C 0.36645(17) 0.2634(5) 0.0170(2) 0.0484(12) Uani 1 1 d . . . H7A H 0.3875 0.2511 0.0102 0.058 Uiso 1 1 calc R . . C8 C 0.33739(13) 0.3445(4) -0.01413(18) 0.0327(8) Uani 1 1 d . . . C9 C 0.30556(14) 0.3599(5) -0.0059(2) 0.0416(10) Uani 1 1 d . . . H9A H 0.2848 0.4148 -0.0279 0.050 Uiso 1 1 calc R . . C10 C 0.30439(15) 0.2940(5) 0.0350(2) 0.0442(11) Uani 1 1 d . . . H10A H 0.2824 0.3028 0.0402 0.053 Uiso 1 1 calc R . . N11 N 0.34063(12) 0.4084(3) -0.05469(16) 0.0349(8) Uani 1 1 d . . . C12 C 0.31978(14) 0.5011(4) -0.08366(18) 0.0338(9) Uani 1 1 d . . . O12 O 0.29223(10) 0.5439(3) -0.07981(13) 0.0324(6) Uani 1 1 d . . . C13 C 0.33298(14) 0.5560(4) -0.1208(2) 0.0355(9) Uani 1 1 d . . . H13A H 0.3413 0.4958 -0.1377 0.043 Uiso 1 1 calc R . . N14 N 0.29669(13) 0.6157(3) -0.16856(16) 0.0369(8) Uani 1 1 d . . . C15 C 0.30523(16) -0.0728(4) 0.1440(2) 0.0379(10) Uani 1 1 d . . . H15A H 0.2760 -0.0832 0.1316 0.046 Uiso 1 1 calc R . . C16 C 0.33104(19) -0.1610(5) 0.1904(3) 0.0516(12) Uani 1 1 d . . . H16A H 0.3222 -0.2364 0.1735 0.077 Uiso 1 1 calc R . . H16B H 0.3274 -0.1528 0.2226 0.077 Uiso 1 1 calc R . . H16C H 0.3602 -0.1506 0.2051 0.077 Uiso 1 1 calc R . . C17 C 0.30660(19) -0.0934(5) 0.0904(2) 0.0507(12) Uani 1 1 d . . . H17A H 0.2976 -0.1704 0.0764 0.076 Uiso 1 1 calc R . . H17B H 0.3348 -0.0828 0.1008 0.076 Uiso 1 1 calc R . . H17C H 0.2882 -0.0400 0.0596 0.076 Uiso 1 1 calc R . . C18 C 0.36963(17) 0.6392(5) -0.0853(3) 0.0523(13) Uani 1 1 d . . . H18A H 0.3582 0.7129 -0.0830 0.063 Uiso 1 1 calc R . . C19 C 0.4017(2) 0.6010(8) -0.0240(3) 0.0710(19) Uani 1 1 d . . . H19A H 0.4239 0.6568 -0.0049 0.106 Uiso 1 1 calc R . . H19B H 0.4131 0.5284 -0.0253 0.106 Uiso 1 1 calc R . . H19C H 0.3889 0.5929 -0.0021 0.106 Uiso 1 1 calc R . . C20 C 0.38865(18) 0.6569(7) -0.1204(3) 0.073(2) Uani 1 1 d . . . H20A H 0.4118 0.7094 -0.0996 0.109 Uiso 1 1 calc R . . H20B H 0.3678 0.6879 -0.1587 0.109 Uiso 1 1 calc R . . H20C H 0.3985 0.5846 -0.1253 0.109 Uiso 1 1 calc R . . N21 N 0.24164(12) 0.8348(3) -0.18514(15) 0.0352(8) Uani 1 1 d . . . C22 C 0.26031(15) 0.9300(4) -0.1441(2) 0.0364(9) Uani 1 1 d . . . H22A H 0.2663 0.9930 -0.1622 0.044 Uiso 1 1 calc R . . C23 C 0.29972(16) 0.8875(4) -0.09121(19) 0.0373(10) Uani 1 1 d . . . O23 O 0.30164(10) 0.7890(3) -0.07429(12) 0.0376(7) Uani 1 1 d . . . N24 N 0.33138(13) 0.9580(3) -0.06311(17) 0.0397(9) Uani 1 1 d . . . C25 C 0.36894(16) 0.9349(4) -0.0095(2) 0.0424(10) Uani 1 1 d . . . C26 C 0.40411(17) 0.9969(5) 0.0053(2) 0.0504(12) Uani 1 1 d . . . H26A H 0.4025 1.0515 -0.0211 0.060 Uiso 1 1 calc R . . C27 C 0.44084(17) 0.9793(6) 0.0575(2) 0.0560(14) Uani 1 1 d . . . H27A H 0.4644 1.0223 0.0672 0.067 Uiso 1 1 calc R . . C28 C 0.44396(18) 0.8992(5) 0.0964(2) 0.0503(12) Uani 1 1 d . . . C29 C 0.40950(18) 0.8395(6) 0.0829(2) 0.0564(14) Uani 1 1 d . . . H29A H 0.4113 0.7859 0.1097 0.068 Uiso 1 1 calc R . . C30 C 0.37265(18) 0.8572(6) 0.0309(2) 0.0542(13) Uani 1 1 d . . . H30A H 0.3491 0.8155 0.0223 0.065 Uiso 1 1 calc R . . N31 N 0.48348(15) 0.8776(5) 0.1485(2) 0.0575(13) Uani 1 1 d . A . C32 C 0.49047(17) 0.8333(5) 0.1975(2) 0.0515(13) Uani 1 1 d . . . O32 O 0.46278(11) 0.8195(4) 0.20657(15) 0.0565(11) Uani 1 1 d . A . C33 C 0.53470(17) 0.7952(8) 0.2415(3) 0.0660(18) Uani 1 1 d . A . H33A H 0.5543 0.8510 0.2426 0.079 Uiso 1 1 calc R . . N34 N 0.54118(14) 0.7886(7) 0.3000(2) 0.0683(16) Uani 1 1 d . A . C35 C 0.23125(18) 0.9712(5) -0.1265(2) 0.0489(12) Uani 1 1 d . . . H35A H 0.2246 0.9063 -0.1101 0.059 Uiso 1 1 calc R . . C36 C 0.1913(3) 1.0154(9) -0.1797(4) 0.105(4) Uani 1 1 d . . . H36A H 0.1784 0.9560 -0.2093 0.158 Uiso 1 1 calc R . . H36B H 0.1974 1.0802 -0.1957 0.158 Uiso 1 1 calc R . . H36C H 0.1726 1.0383 -0.1685 0.158 Uiso 1 1 calc R . . C37 C 0.2507(2) 1.0650(7) -0.0809(3) 0.0738(19) Uani 1 1 d . . . H37A H 0.2772 1.0391 -0.0471 0.111 Uiso 1 1 calc R . . H37B H 0.2322 1.0843 -0.0686 0.111 Uiso 1 1 calc R . . H37C H 0.2552 1.1315 -0.0977 0.111 Uiso 1 1 calc R . . C38 C 0.5433(3) 0.6763(9) 0.2266(4) 0.087(3) Uani 1 1 d . . . H38A H 0.5696 0.6494 0.2621 0.104 Uiso 1 1 calc R A . C39 C 0.5513(3) 0.6888(10) 0.1780(4) 0.103(3) Uani 1 1 d . A . H39A H 0.5575 0.6149 0.1690 0.154 Uiso 1 1 calc R . . H39B H 0.5747 0.7395 0.1911 0.154 Uiso 1 1 calc R . . H39C H 0.5267 0.7199 0.1430 0.154 Uiso 1 1 calc R . . C40 C 0.5105(4) 0.5868(10) 0.2123(6) 0.125(4) Uani 1 1 d . A . H40A H 0.5069 0.5813 0.2446 0.187 Uiso 1 1 calc R . . H40B H 0.5194 0.5139 0.2066 0.187 Uiso 1 1 calc R . . H40C H 0.4843 0.6082 0.1767 0.187 Uiso 1 1 calc R . . N41 N 0.4618(3) 0.9385(10) 0.2994(3) 0.058(3) Uani 0.615(16) 1 d PDU A 1 C42 C 0.4714(2) 0.9611(9) 0.3580(3) 0.050(3) Uani 0.615(16) 1 d PDU A 1 H42A H 0.4709 1.0443 0.3630 0.060 Uiso 0.615(16) 1 calc PR A 1 N41' N 0.4518(4) 0.9010(16) 0.3015(6) 0.071(5) Uiso 0.385(16) 1 d PDU A 2 C42' C 0.4732(3) 0.9708(13) 0.3545(5) 0.061(7) Uiso 0.385(16) 1 d PDU A 2 H42B H 0.4763 1.0494 0.3445 0.073 Uiso 0.385(16) 1 calc PR A 2 C43 C 0.51609(17) 0.9193(5) 0.3984(2) 0.0493(12) Uani 1 1 d D . . O43 O 0.52650(11) 0.8314(3) 0.38878(15) 0.0487(9) Uani 1 1 d D A . N44 N 0.54022(14) 0.9870(4) 0.4448(2) 0.0545(11) Uani 1 1 d D A . C45 C 0.58263(15) 0.9732(5) 0.4879(2) 0.0454(11) Uani 1 1 d . . . C46 C 0.59982(17) 1.0479(5) 0.5330(3) 0.0519(13) Uani 1 1 d . A . H46A H 0.5830 1.1035 0.5345 0.062 Uiso 1 1 calc R . . C47 C 0.64107(16) 1.0439(5) 0.5763(2) 0.0488(12) Uani 1 1 d . . . H47A H 0.6525 1.0980 0.6067 0.059 Uiso 1 1 calc R A . C48 C 0.66602(14) 0.9630(4) 0.5761(2) 0.0363(9) Uani 1 1 d . A . C49 C 0.64865(18) 0.8863(5) 0.5305(2) 0.0566(15) Uani 1 1 d . . . H49A H 0.6655 0.8302 0.5292 0.068 Uiso 1 1 calc R A . C50 C 0.60777(19) 0.8908(6) 0.4878(3) 0.0589(15) Uani 1 1 d . A . H50A H 0.5962 0.8366 0.4574 0.071 Uiso 1 1 calc R . . N51 N 0.70866(12) 0.9671(4) 0.62069(17) 0.0401(9) Uani 1 1 d . . . C52 C 0.73785(15) 0.8893(4) 0.63548(19) 0.0376(10) Uani 1 1 d . A . O52 O 0.72971(9) 0.7939(3) 0.61164(12) 0.0356(6) Uani 1 1 d . . . C53 C 0.78113(15) 0.9224(4) 0.6810(2) 0.0388(10) Uani 1 1 d . . . H53A H 0.7807 0.9809 0.7067 0.047 Uiso 1 1 calc R A . N54 N 0.80282(12) 0.8215(3) 0.71640(16) 0.0355(8) Uani 1 1 d . A . C55 C 0.4415(3) 0.9079(10) 0.3676(4) 0.054(3) Uani 0.615(16) 1 d PDU A 1 H55A H 0.4341 0.8343 0.3466 0.064 Uiso 0.615(16) 1 calc PR A 1 C56 C 0.4011(3) 0.9719(14) 0.3407(5) 0.060(3) Uani 0.615(16) 1 d PDU A 1 H56A H 0.3913 0.9938 0.3008 0.090 Uiso 0.615(16) 1 calc PR A 1 H56B H 0.4055 1.0395 0.3638 0.090 Uiso 0.615(16) 1 calc PR A 1 H56C H 0.3805 0.9237 0.3401 0.090 Uiso 0.615(16) 1 calc PR A 1 C57 C 0.4572(4) 0.8792(15) 0.4298(6) 0.088(4) Uani 0.615(16) 1 d PDU A 1 H57A H 0.4829 0.8366 0.4472 0.132 Uiso 0.615(16) 1 calc PR A 1 H57B H 0.4366 0.8336 0.4306 0.132 Uiso 0.615(16) 1 calc PR A 1 H57C H 0.4622 0.9487 0.4519 0.132 Uiso 0.615(16) 1 calc PR A 1 C55' C 0.4467(4) 0.9706(13) 0.3788(6) 0.049(4) Uiso 0.385(16) 1 d PDU A 2 H55B H 0.4600 1.0198 0.4141 0.059 Uiso 0.385(16) 1 calc PR A 2 C56' C 0.4035(4) 1.013(2) 0.3360(9) 0.061(6) Uiso 0.385(16) 1 d PDU A 2 H56D H 0.4045 1.0903 0.3251 0.091 Uiso 0.385(16) 1 calc PR A 2 H56E H 0.3878 1.0098 0.3540 0.091 Uiso 0.385(16) 1 calc PR A 2 H56F H 0.3900 0.9649 0.3012 0.091 Uiso 0.385(16) 1 calc PR A 2 C57' C 0.4435(6) 0.8505(15) 0.3967(10) 0.074(5) Uiso 0.385(16) 1 d PDU A 2 H57D H 0.4712 0.8201 0.4237 0.111 Uiso 0.385(16) 1 calc PR A 2 H57E H 0.4286 0.8026 0.3620 0.111 Uiso 0.385(16) 1 calc PR A 2 H57F H 0.4285 0.8524 0.4158 0.111 Uiso 0.385(16) 1 calc PR A 2 C58 C 0.80402(17) 0.9708(5) 0.6541(2) 0.0475(12) Uani 1 1 d . A . H58A H 0.8107 0.9075 0.6369 0.057 Uiso 1 1 calc R . . C59 C 0.7782(2) 1.0575(6) 0.6067(3) 0.0637(16) Uani 1 1 d . . . H59A H 0.7937 1.0854 0.5910 0.095 Uiso 1 1 calc R A . H59B H 0.7717 1.1205 0.6233 0.095 Uiso 1 1 calc R . . H59C H 0.7525 1.0225 0.5755 0.095 Uiso 1 1 calc R . . C60 C 0.8440(2) 1.0258(6) 0.7018(4) 0.078(2) Uani 1 1 d . . . H60A H 0.8586 1.0561 0.6850 0.117 Uiso 1 1 calc R A . H60B H 0.8614 0.9696 0.7315 0.117 Uiso 1 1 calc R . . H60C H 0.8379 1.0870 0.7196 0.117 Uiso 1 1 calc R . . N61 N 0.83122(13) 0.5748(3) 0.70785(16) 0.0378(8) Uani 1 1 d . . . C62 C 0.84442(12) 0.5500(4) 0.66733(18) 0.0313(8) Uani 1 1 d . A . H62A H 0.8752 0.5473 0.6894 0.038 Uiso 1 1 calc R . . C63 C 0.82770(14) 0.6432(4) 0.62232(18) 0.0321(9) Uani 1 1 d . . . O63 O 0.79428(10) 0.6898(3) 0.60607(13) 0.0362(7) Uani 1 1 d . A . N64 N 0.84933(12) 0.6644(4) 0.59995(16) 0.0396(8) Uani 1 1 d . A . C65 C 0.83720(15) 0.7295(4) 0.54925(18) 0.0354(9) Uani 1 1 d . . . C66 C 0.86462(19) 0.7325(6) 0.5330(3) 0.0575(16) Uani 1 1 d . A . H66A H 0.8902 0.6942 0.5558 0.069 Uiso 1 1 calc R . . C67 C 0.85527(19) 0.7910(6) 0.4834(2) 0.0560(14) Uani 1 1 d . . . H67A H 0.8744 0.7922 0.4723 0.067 Uiso 1 1 calc R A . C68 C 0.81842(14) 0.8469(4) 0.45057(18) 0.0364(9) Uani 1 1 d . A . C69 C 0.79096(16) 0.8429(6) 0.4666(2) 0.0552(15) Uani 1 1 d . . . H69A H 0.7650 0.8796 0.4434 0.066 Uiso 1 1 calc R A . C70 C 0.80090(17) 0.7850(6) 0.5168(2) 0.0556(14) Uani 1 1 d . A . H70A H 0.7820 0.7846 0.5283 0.067 Uiso 1 1 calc R . . N71 N 0.81046(13) 0.9049(3) 0.39989(17) 0.0378(8) Uani 1 1 d . . . C72 C 0.78845(15) 0.9979(4) 0.37653(18) 0.0343(9) Uani 1 1 d . A . O72 O 0.76670(10) 1.0405(3) 0.39262(13) 0.0357(7) Uani 1 1 d . . . C73 C 0.79285(15) 1.0542(4) 0.33134(19) 0.0364(9) Uani 1 1 d . . . H73A H 0.7975 0.9956 0.3096 0.044 Uiso 1 1 calc R A . N74 N 0.75303(13) 1.1131(3) 0.29049(15) 0.0373(8) Uani 1 1 d . . . C75 C 0.82557(16) 0.4338(4) 0.6375(2) 0.0408(10) Uani 1 1 d . . . H75A H 0.7980 0.4266 0.6317 0.049 Uiso 1 1 calc R A . C76 C 0.85314(19) 0.3409(5) 0.6786(3) 0.0532(13) Uani 1 1 d . A . H76A H 0.8570 0.3512 0.7165 0.080 Uiso 1 1 calc R . . H76B H 0.8800 0.3440 0.6834 0.080 Uiso 1 1 calc R . . H76C H 0.8403 0.2677 0.6624 0.080 Uiso 1 1 calc R . . C77 C 0.8195(2) 0.4210(6) 0.5786(3) 0.0600(15) Uani 1 1 d . A . H77A H 0.8021 0.4822 0.5529 0.090 Uiso 1 1 calc R . . H77B H 0.8063 0.3485 0.5614 0.090 Uiso 1 1 calc R . . H77C H 0.8464 0.4239 0.5835 0.090 Uiso 1 1 calc R . . C78 C 0.82936(16) 1.1411(5) 0.3591(3) 0.0471(12) Uani 1 1 d . A . H78A H 0.8200 1.2117 0.3681 0.057 Uiso 1 1 calc R . . C79 C 0.8670(2) 1.0968(7) 0.4155(3) 0.0695(18) Uani 1 1 d . . . H79A H 0.8888 1.1538 0.4321 0.104 Uiso 1 1 calc R A . H79B H 0.8769 1.0280 0.4075 0.104 Uiso 1 1 calc R . . H79C H 0.8596 1.0801 0.4433 0.104 Uiso 1 1 calc R . . C80 C 0.83956(19) 1.1678(7) 0.3165(3) 0.0678(18) Uani 1 1 d . . . H80A H 0.8149 1.1964 0.2807 0.102 Uiso 1 1 calc R A . H80B H 0.8493 1.0997 0.3078 0.102 Uiso 1 1 calc R . . H80C H 0.8612 1.2252 0.3327 0.102 Uiso 1 1 calc R . . Br2 Br 0.755356(18) 0.85194(5) 0.78792(2) 0.04889(13) Uani 1 1 d . . . Br3 Br 0.800695(18) 0.36004(5) 0.76053(3) 0.05118(14) Uani 1 1 d . . . Br4 Br 0.848533(16) 0.78910(5) 0.32141(2) 0.04723(12) Uani 1 1 d . . . Br5 Br 0.94887(2) 0.57203(9) 0.67986(3) 0.0813(2) Uani 1 1 d . . . Br6 Br 0.59256(4) 0.28112(14) 0.08249(6) 0.0663(3) Uani 0.50 1 d P . . Br7 Br 0.90688(4) 0.76721(13) 0.80360(5) 0.0605(3) Uani 0.50 1 d P . . 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 Zn1 0.0438(3) 0.0242(3) 0.0297(2) -0.0006(2) 0.0233(2) -0.0005(2) Zn2 0.0469(3) 0.0772(5) 0.0378(3) -0.0054(4) 0.0201(3) -0.0020(4) Zn3 0.0449(3) 0.0264(3) 0.0308(3) -0.0004(2) 0.0240(2) -0.0009(2) Br1 0.092(2) 0.081(2) 0.0852(15) -0.0249(14) 0.0544(15) -0.0240(17) Br1' 0.093(6) 0.070(5) 0.098(5) -0.018(4) 0.061(4) -0.018(4) N1 0.0373(17) 0.0288(18) 0.0329(17) 0.0082(14) 0.0220(15) 0.0091(15) C2 0.040(2) 0.033(2) 0.0248(19) 0.0068(17) 0.0177(17) 0.0003(18) C3 0.0332(19) 0.028(2) 0.036(2) 0.0103(16) 0.0244(17) 0.0074(16) O3 0.0491(17) 0.0311(16) 0.0369(15) 0.0065(13) 0.0309(14) 0.0020(13) N4 0.0411(18) 0.038(2) 0.0368(18) 0.0166(16) 0.0252(16) 0.0052(16) C5 0.045(2) 0.034(2) 0.036(2) 0.0092(18) 0.028(2) 0.0012(18) C6 0.050(3) 0.052(3) 0.055(3) 0.021(2) 0.036(2) 0.018(2) C7 0.056(3) 0.057(3) 0.052(3) 0.019(3) 0.043(2) 0.018(3) C8 0.042(2) 0.028(2) 0.035(2) 0.0048(18) 0.0252(18) 0.0033(18) C9 0.042(2) 0.049(3) 0.044(2) 0.015(2) 0.030(2) 0.006(2) C10 0.049(2) 0.049(3) 0.048(2) 0.018(2) 0.035(2) 0.010(2) N11 0.048(2) 0.0285(18) 0.0354(19) 0.0068(15) 0.0277(17) 0.0077(16) C12 0.043(2) 0.034(2) 0.030(2) 0.0081(18) 0.0241(18) 0.0090(19) O12 0.0453(16) 0.0257(14) 0.0378(15) 0.0062(12) 0.0303(14) 0.0043(12) C13 0.050(2) 0.029(2) 0.042(2) 0.0134(18) 0.034(2) 0.0059(19) N14 0.051(2) 0.036(2) 0.0357(18) 0.0043(16) 0.0316(17) 0.0082(17) C15 0.052(3) 0.028(2) 0.036(2) 0.0018(18) 0.026(2) 0.0057(19) C16 0.068(3) 0.031(3) 0.063(3) 0.011(2) 0.041(3) 0.009(2) C17 0.072(3) 0.041(3) 0.050(3) -0.009(2) 0.041(3) -0.002(3) C18 0.049(3) 0.050(3) 0.063(3) 0.008(3) 0.035(3) -0.005(2) C19 0.057(3) 0.092(5) 0.055(3) 0.006(4) 0.026(3) -0.016(3) C20 0.045(3) 0.092(5) 0.089(4) 0.038(4) 0.043(3) 0.001(3) N21 0.050(2) 0.0234(18) 0.0312(17) -0.0012(14) 0.0218(16) -0.0009(15) C22 0.048(2) 0.025(2) 0.032(2) -0.0009(17) 0.020(2) -0.0035(18) C23 0.053(3) 0.031(2) 0.031(2) -0.0005(17) 0.025(2) -0.0040(19) O23 0.0472(16) 0.0269(15) 0.0299(14) -0.0057(13) 0.0159(13) -0.0086(14) N24 0.050(2) 0.0252(18) 0.0359(19) -0.0014(15) 0.0192(18) -0.0085(17) C25 0.052(3) 0.041(3) 0.033(2) -0.0068(19) 0.022(2) -0.007(2) C26 0.052(3) 0.052(3) 0.046(3) 0.008(2) 0.026(2) -0.001(2) C27 0.043(3) 0.073(4) 0.050(3) -0.003(3) 0.024(2) -0.006(3) C28 0.060(3) 0.049(3) 0.042(3) -0.005(2) 0.029(2) 0.007(3) C29 0.059(3) 0.060(4) 0.036(2) -0.009(2) 0.018(2) -0.016(3) C30 0.062(3) 0.057(3) 0.037(2) -0.002(3) 0.023(2) -0.016(3) N31 0.052(2) 0.080(4) 0.047(2) 0.003(2) 0.031(2) 0.011(2) C32 0.050(3) 0.059(4) 0.044(3) -0.001(2) 0.026(2) 0.010(2) O32 0.0430(17) 0.092(3) 0.0338(16) 0.0021(18) 0.0212(14) 0.0137(19) C33 0.043(3) 0.105(5) 0.058(3) 0.016(4) 0.034(3) 0.020(3) N34 0.039(2) 0.122(5) 0.055(3) 0.017(3) 0.033(2) 0.019(3) C35 0.060(3) 0.035(3) 0.055(3) -0.006(2) 0.033(3) 0.003(2) C36 0.077(5) 0.110(7) 0.086(5) -0.034(5) 0.019(4) 0.046(5) C37 0.086(4) 0.067(4) 0.075(4) -0.023(4) 0.048(4) 0.014(4) C38 0.104(6) 0.098(6) 0.089(5) 0.034(5) 0.072(5) 0.054(5) C39 0.120(7) 0.128(8) 0.093(5) 0.024(6) 0.080(6) 0.057(7) C40 0.161(11) 0.090(8) 0.151(10) 0.025(7) 0.104(9) 0.045(8) N41 0.054(5) 0.089(7) 0.039(4) 0.016(4) 0.030(3) 0.031(5) C42 0.044(5) 0.056(6) 0.049(5) 0.011(4) 0.024(4) 0.010(4) C43 0.049(3) 0.047(3) 0.047(3) 0.002(2) 0.024(2) 0.007(2) O43 0.0433(17) 0.055(2) 0.0363(16) -0.0014(15) 0.0152(14) 0.0071(16) N44 0.043(2) 0.049(3) 0.052(3) -0.012(2) 0.014(2) 0.005(2) C45 0.042(2) 0.044(3) 0.045(3) -0.004(2) 0.021(2) 0.004(2) C46 0.050(3) 0.042(3) 0.061(3) -0.011(2) 0.029(3) 0.006(2) C47 0.048(3) 0.046(3) 0.043(3) -0.014(2) 0.019(2) -0.005(2) C48 0.044(2) 0.028(2) 0.037(2) 0.0018(18) 0.022(2) 0.0044(19) C49 0.051(3) 0.054(3) 0.045(3) -0.010(2) 0.014(2) 0.018(3) C50 0.059(3) 0.055(3) 0.049(3) -0.016(3) 0.022(3) 0.013(3) N51 0.044(2) 0.034(2) 0.035(2) 0.0004(16) 0.0173(17) 0.0025(17) C52 0.052(3) 0.030(2) 0.033(2) 0.0021(17) 0.024(2) 0.0013(19) O52 0.0430(15) 0.0257(15) 0.0323(14) 0.0031(13) 0.0173(12) 0.0099(14) C53 0.045(2) 0.034(2) 0.038(2) -0.0046(19) 0.024(2) -0.0049(19) N54 0.0450(19) 0.0247(18) 0.0347(18) 0.0016(14) 0.0209(16) 0.0009(14) C55 0.058(5) 0.050(6) 0.060(5) 0.007(5) 0.036(4) 0.007(4) C56 0.050(5) 0.065(8) 0.062(6) -0.003(6) 0.030(4) 0.005(5) C57 0.084(8) 0.099(10) 0.096(10) 0.016(8) 0.059(7) 0.013(7) C58 0.056(3) 0.034(2) 0.061(3) 0.006(2) 0.038(3) -0.007(2) C59 0.071(4) 0.057(4) 0.066(4) 0.015(3) 0.040(3) -0.008(3) C60 0.060(4) 0.054(4) 0.096(5) 0.023(4) 0.028(4) -0.016(3) N61 0.050(2) 0.0326(19) 0.0304(17) 0.0033(16) 0.0224(16) 0.0061(17) C62 0.0303(18) 0.031(2) 0.033(2) 0.0032(17) 0.0183(17) 0.0026(16) C63 0.043(2) 0.028(2) 0.033(2) 0.0020(16) 0.0261(18) 0.0023(17) O63 0.0467(16) 0.0347(17) 0.0327(14) 0.0059(13) 0.0255(13) 0.0067(14) N64 0.051(2) 0.041(2) 0.0363(18) 0.0132(18) 0.0301(17) 0.0045(19) C65 0.049(2) 0.031(2) 0.030(2) 0.0119(17) 0.0242(19) 0.0126(19) C66 0.059(3) 0.077(4) 0.054(3) 0.035(3) 0.042(3) 0.034(3) C67 0.071(3) 0.066(4) 0.053(3) 0.029(3) 0.048(3) 0.030(3) C68 0.050(2) 0.031(2) 0.0294(19) 0.0097(18) 0.0227(19) 0.007(2) C69 0.044(2) 0.075(4) 0.048(3) 0.038(3) 0.027(2) 0.019(3) C70 0.055(3) 0.072(4) 0.054(3) 0.032(3) 0.040(3) 0.020(3) N71 0.052(2) 0.036(2) 0.0367(19) 0.0118(16) 0.0319(18) 0.0058(17) C72 0.048(2) 0.029(2) 0.031(2) 0.0028(17) 0.0249(19) 0.0027(18) O72 0.0495(17) 0.0319(16) 0.0325(15) 0.0052(12) 0.0269(14) 0.0075(14) C73 0.055(2) 0.027(2) 0.034(2) 0.0014(18) 0.028(2) -0.0013(19) N74 0.054(2) 0.0304(19) 0.0304(17) 0.0007(15) 0.0256(17) -0.0003(17) C75 0.045(2) 0.029(2) 0.046(3) -0.004(2) 0.023(2) 0.0005(19) C76 0.067(3) 0.035(3) 0.068(3) 0.011(3) 0.044(3) 0.009(2) C77 0.086(4) 0.050(3) 0.051(3) -0.012(3) 0.042(3) 0.002(3) C78 0.044(2) 0.041(3) 0.071(3) 0.006(2) 0.042(3) 0.000(2) C79 0.062(3) 0.077(5) 0.050(3) 0.004(3) 0.020(3) -0.019(3) C80 0.053(3) 0.085(5) 0.070(4) 0.031(4) 0.037(3) 0.000(3) Br2 0.0655(3) 0.0371(3) 0.0576(3) -0.0143(2) 0.0426(3) -0.0045(2) Br3 0.0645(3) 0.0392(3) 0.0651(3) 0.0157(3) 0.0455(3) 0.0035(2) Br4 0.0525(3) 0.0447(3) 0.0481(3) 0.0066(2) 0.0302(2) 0.0072(2) Br5 0.0554(3) 0.1130(7) 0.0684(4) 0.0087(4) 0.0300(3) 0.0254(4) Br6 0.0792(8) 0.0682(8) 0.0731(8) -0.0028(7) 0.0557(7) -0.0050(7) Br7 0.0581(6) 0.0687(8) 0.0537(6) 0.0049(6) 0.0304(5) 0.0011(6) _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 Zn1 O12 2.131(3) . ? Zn1 O3 2.140(3) 4 ? Zn1 O23 2.142(3) . ? Zn1 N21 2.157(4) . ? Zn1 N1 2.166(3) 4 ? Zn1 N14 2.179(4) . ? Zn2 N41' 2.012(13) . ? Zn2 N34 2.076(4) . ? Zn2 N41 2.111(9) . ? Zn2 O43 2.175(3) . ? Zn2 O32 2.184(4) . ? Zn2 Br1 2.321(5) . ? Zn2 Br1' 2.485(16) . ? Zn3 O52 2.136(3) . ? Zn3 N61 2.145(4) . ? Zn3 O63 2.149(3) . ? Zn3 N54 2.165(4) . ? Zn3 N74 2.165(4) 4_646 ? Zn3 O72 2.169(3) 4_646 ? N1 C2 1.478(5) . ? N1 Zn1 2.166(3) 4_545 ? C2 C3 1.530(5) . ? C2 C15 1.564(6) . ? C3 O3 1.238(5) . ? C3 N4 1.310(5) . ? O3 Zn1 2.140(3) 4_545 ? N4 C5 1.440(5) . ? C5 C10 1.378(7) . ? C5 C6 1.386(7) . ? C6 C7 1.381(7) . ? C7 C8 1.368(7) . ? C8 C9 1.394(6) . ? C8 N11 1.417(5) . ? C9 C10 1.395(6) . ? N11 C12 1.338(6) . ? C12 O12 1.246(5) . ? C12 C13 1.528(6) . ? C13 N14 1.474(6) . ? C13 C18 1.558(7) . ? C15 C16 1.525(7) . ? C15 C17 1.531(7) . ? C18 C19 1.512(9) . ? C18 C20 1.526(8) . ? N21 C22 1.477(6) . ? C22 C23 1.502(7) . ? C22 C35 1.540(7) . ? C23 O23 1.246(6) . ? C23 N24 1.329(6) . ? N24 C25 1.416(7) . ? C25 C30 1.392(8) . ? C25 C26 1.405(8) . ? C26 C27 1.372(8) . ? C27 C28 1.387(9) . ? C28 C29 1.376(9) . ? C28 N31 1.432(7) . ? C29 C30 1.370(8) . ? N31 C32 1.331(8) . ? C32 O32 1.249(7) . ? C32 C33 1.526(8) . ? C33 N34 1.494(7) . ? C33 C38 1.558(12) . ? C35 C36 1.522(10) . ? C35 C37 1.531(8) . ? C38 C40 1.537(17) . ? C38 C39 1.546(10) . ? N41 C42 1.469(10) . ? C42 C55 1.477(13) . ? C42 C43 1.539(8) . ? N41' C42' 1.472(14) . ? C42' C55' 1.512(15) . ? C42' C43 1.547(11) . ? C43 O43 1.203(7) . ? C43 N44 1.354(7) . ? N44 C45 1.412(7) . ? C45 C46 1.366(8) . ? C45 C50 1.387(8) . ? C46 C47 1.372(8) . ? C47 C48 1.369(7) . ? C48 C49 1.389(7) . ? C48 N51 1.418(6) . ? C49 C50 1.359(8) . ? N51 C52 1.342(6) . ? C52 O52 1.260(6) . ? C52 C53 1.493(7) . ? C53 N54 1.480(6) . ? C53 C58 1.555(7) . ? C55 C57 1.507(12) . ? C55 C56 1.520(11) . ? C55' C56' 1.508(14) . ? C55' C57' 1.539(14) . ? C58 C60 1.521(9) . ? C58 C59 1.525(8) . ? N61 C62 1.499(6) . ? C62 C63 1.516(6) . ? C62 C75 1.565(6) . ? C63 O63 1.248(5) . ? C63 N64 1.319(6) . ? N64 C65 1.431(5) . ? C65 C70 1.354(7) . ? C65 C66 1.373(7) . ? C66 C67 1.392(7) . ? C67 C68 1.372(7) . ? C68 C69 1.369(7) . ? C68 N71 1.432(5) . ? C69 C70 1.398(7) . ? N71 C72 1.325(6) . ? C72 O72 1.263(5) . ? C72 C73 1.508(6) . ? O72 Zn3 2.169(3) 4_656 ? C73 N74 1.493(6) . ? C73 C78 1.572(7) . ? N74 Zn3 2.165(4) 4_656 ? C75 C77 1.517(7) . ? C75 C76 1.519(7) . ? C78 C80 1.472(8) . ? C78 C79 1.523(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O12 Zn1 O3 88.12(12) . 4 ? O12 Zn1 O23 86.58(12) . . ? O3 Zn1 O23 87.05(12) 4 . ? O12 Zn1 N21 161.94(14) . . ? O3 Zn1 N21 98.71(14) 4 . ? O23 Zn1 N21 77.16(13) . . ? O12 Zn1 N1 97.27(13) . 4 ? O3 Zn1 N1 77.50(12) 4 4 ? O23 Zn1 N1 163.91(13) . 4 ? N21 Zn1 N1 100.52(14) . 4 ? O12 Zn1 N14 77.29(13) . . ? O3 Zn1 N14 164.48(14) 4 . ? O23 Zn1 N14 97.21(14) . . ? N21 Zn1 N14 96.79(15) . . ? N1 Zn1 N14 98.88(15) 4 . ? N41' Zn2 N34 133.6(6) . . ? N34 Zn2 N41 116.8(4) . . ? N41' Zn2 O43 79.5(4) . . ? N34 Zn2 O43 84.43(18) . . ? N41 Zn2 O43 77.3(2) . . ? N41' Zn2 O32 92.9(5) . . ? N34 Zn2 O32 79.19(17) . . ? N41 Zn2 O32 86.7(2) . . ? O43 Zn2 O32 148.83(17) . . ? N41' Zn2 Br1 97.1(7) . . ? N34 Zn2 Br1 129.3(3) . . ? N41 Zn2 Br1 113.9(5) . . ? O43 Zn2 Br1 107.35(17) . . ? O32 Zn2 Br1 103.55(19) . . ? N41' Zn2 Br1' 107.6(9) . . ? N34 Zn2 Br1' 118.3(7) . . ? N41 Zn2 Br1' 124.5(7) . . ? O43 Zn2 Br1' 102.4(4) . . ? O32 Zn2 Br1' 108.7(4) . . ? O52 Zn3 N61 160.98(14) . . ? O52 Zn3 O63 84.72(12) . . ? N61 Zn3 O63 78.25(13) . . ? O52 Zn3 N54 78.75(13) . . ? N61 Zn3 N54 95.41(15) . . ? O63 Zn3 N54 98.77(14) . . ? O52 Zn3 N74 96.87(14) . 4_646 ? N61 Zn3 N74 101.80(15) . 4_646 ? O63 Zn3 N74 164.53(14) . 4_646 ? N54 Zn3 N74 96.63(15) . 4_646 ? O52 Zn3 O72 89.06(12) . 4_646 ? N61 Zn3 O72 98.49(14) . 4_646 ? O63 Zn3 O72 87.43(12) . 4_646 ? N54 Zn3 O72 165.68(14) . 4_646 ? N74 Zn3 O72 77.23(13) 4_646 4_646 ? C2 N1 Zn1 110.8(2) . 4_545 ? N1 C2 C3 108.5(3) . . ? N1 C2 C15 109.5(3) . . ? C3 C2 C15 112.6(3) . . ? O3 C3 N4 124.7(4) . . ? O3 C3 C2 119.7(3) . . ? N4 C3 C2 115.5(3) . . ? C3 O3 Zn1 116.4(2) . 4_545 ? C3 N4 C5 128.7(4) . . ? C10 C5 C6 120.2(4) . . ? C10 C5 N4 123.4(4) . . ? C6 C5 N4 116.5(4) . . ? C7 C6 C5 119.2(5) . . ? C8 C7 C6 121.4(4) . . ? C7 C8 C9 119.5(4) . . ? C7 C8 N11 117.9(4) . . ? C9 C8 N11 122.6(4) . . ? C8 C9 C10 119.4(5) . . ? C5 C10 C9 120.1(4) . . ? C12 N11 C8 128.5(4) . . ? O12 C12 N11 123.4(4) . . ? O12 C12 C13 120.8(4) . . ? N11 C12 C13 115.7(4) . . ? C12 O12 Zn1 115.5(3) . . ? N14 C13 C12 106.9(3) . . ? N14 C13 C18 110.3(4) . . ? C12 C13 C18 112.5(4) . . ? C13 N14 Zn1 110.5(2) . . ? C16 C15 C17 110.1(4) . . ? C16 C15 C2 110.0(4) . . ? C17 C15 C2 114.7(4) . . ? C19 C18 C20 111.2(5) . . ? C19 C18 C13 114.3(5) . . ? C20 C18 C13 106.7(5) . . ? C22 N21 Zn1 111.5(3) . . ? N21 C22 C23 106.9(4) . . ? N21 C22 C35 110.5(4) . . ? C23 C22 C35 109.7(4) . . ? O23 C23 N24 122.0(4) . . ? O23 C23 C22 119.7(4) . . ? N24 C23 C22 118.2(4) . . ? C23 O23 Zn1 114.8(3) . . ? C23 N24 C25 125.0(4) . . ? C30 C25 C26 117.8(5) . . ? C30 C25 N24 123.6(5) . . ? C26 C25 N24 118.5(5) . . ? C27 C26 C25 120.4(5) . . ? C26 C27 C28 120.7(6) . . ? C29 C28 C27 119.4(5) . . ? C29 C28 N31 121.6(6) . . ? C27 C28 N31 118.9(5) . . ? C30 C29 C28 120.2(6) . . ? C29 C30 C25 121.5(5) . . ? C32 N31 C28 126.3(5) . . ? O32 C32 N31 123.0(5) . . ? O32 C32 C33 121.5(5) . . ? N31 C32 C33 115.4(5) . . ? C32 O32 Zn2 112.8(3) . . ? N34 C33 C32 108.3(4) . . ? N34 C33 C38 107.8(6) . . ? C32 C33 C38 111.8(6) . . ? C33 N34 Zn2 114.2(3) . . ? C36 C35 C37 108.5(6) . . ? C36 C35 C22 110.1(5) . . ? C37 C35 C22 112.1(5) . . ? C40 C38 C39 112.6(9) . . ? C40 C38 C33 115.2(7) . . ? C39 C38 C33 108.6(7) . . ? C42 N41 Zn2 110.4(6) . . ? N41 C42 C55 112.2(9) . . ? N41 C42 C43 103.5(6) . . ? C55 C42 C43 114.9(7) . . ? C42' N41' Zn2 114.8(8) . . ? N41' C42' C55' 106.9(12) . . ? N41' C42' C43 109.0(9) . . ? C55' C42' C43 111.1(10) . . ? O43 C43 N44 125.6(5) . . ? O43 C43 C42 120.4(6) . . ? N44 C43 C42 114.0(5) . . ? O43 C43 C42' 121.5(6) . . ? N44 C43 C42' 112.8(6) . . ? C43 O43 Zn2 112.2(3) . . ? C43 N44 C45 127.0(5) . . ? C46 C45 C50 118.1(5) . . ? C46 C45 N44 116.5(5) . . ? C50 C45 N44 125.4(5) . . ? C45 C46 C47 121.0(5) . . ? C48 C47 C46 120.9(5) . . ? C47 C48 C49 118.3(5) . . ? C47 C48 N51 117.8(4) . . ? C49 C48 N51 123.7(4) . . ? C50 C49 C48 120.5(5) . . ? C49 C50 C45 121.1(5) . . ? C52 N51 C48 129.0(4) . . ? O52 C52 N51 122.4(4) . . ? O52 C52 C53 121.1(4) . . ? N51 C52 C53 116.5(4) . . ? C52 O52 Zn3 112.6(3) . . ? N54 C53 C52 107.9(4) . . ? N54 C53 C58 110.2(4) . . ? C52 C53 C58 112.1(4) . . ? C53 N54 Zn3 110.2(3) . . ? C42 C55 C57 116.2(8) . . ? C42 C55 C56 114.0(8) . . ? C57 C55 C56 109.0(9) . . ? C56' C55' C42' 113.2(10) . . ? C56' C55' C57' 107.6(13) . . ? C42' C55' C57' 110.1(10) . . ? C60 C58 C59 108.9(5) . . ? C60 C58 C53 109.3(5) . . ? C59 C58 C53 112.3(5) . . ? C62 N61 Zn3 111.2(3) . . ? N61 C62 C63 107.4(3) . . ? N61 C62 C75 108.1(3) . . ? C63 C62 C75 110.5(4) . . ? O63 C63 N64 124.1(4) . . ? O63 C63 C62 120.4(4) . . ? N64 C63 C62 115.4(4) . . ? C63 O63 Zn3 114.5(3) . . ? C63 N64 C65 127.8(4) . . ? C70 C65 C66 119.4(4) . . ? C70 C65 N64 124.5(4) . . ? C66 C65 N64 116.1(4) . . ? C65 C66 C67 120.6(5) . . ? C68 C67 C66 119.8(5) . . ? C69 C68 C67 119.4(4) . . ? C69 C68 N71 123.3(4) . . ? C67 C68 N71 117.2(4) . . ? C68 C69 C70 120.2(5) . . ? C65 C70 C69 120.5(5) . . ? C72 N71 C68 127.4(4) . . ? O72 C72 N71 122.9(4) . . ? O72 C72 C73 121.4(4) . . ? N71 C72 C73 115.6(4) . . ? C72 O72 Zn3 114.0(3) . 4_656 ? N74 C73 C72 106.5(4) . . ? N74 C73 C78 109.9(4) . . ? C72 C73 C78 112.1(4) . . ? C73 N74 Zn3 111.3(2) . 4_656 ? C77 C75 C76 110.6(5) . . ? C77 C75 C62 113.6(4) . . ? C76 C75 C62 108.5(4) . . ? C80 C78 C79 110.9(5) . . ? C80 C78 C73 109.0(5) . . ? C79 C78 C73 111.7(5) . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 72.50 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.872 _refine_diff_density_min -0.652 _refine_diff_density_rms 0.086 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 -0.025 -0.006 1567 424 ' ' 2 0.500 0.954 -0.004 1567 424 ' ' 3 0.272 0.155 0.309 25 11 ' ' 4 0.772 0.655 0.309 25 11 ' ' 5 0.228 0.655 0.691 25 11 ' ' 6 0.728 0.155 0.691 25 11 ' ' _platon_squeeze_details ; SQUEEZE suggests 891 e/cell = 223 e/asu Solvent mixture was EtOH/H2O, and before SQUEEZE the ratio looked to be roughly 1:1 EtOH = C2H6O = 26e. H2O = 10e 6EtOH . 7H2O = 226e so this was used as the solvent present The protons of the N1/N14/N21/N34/N41/N54/N61/N74 NH2 groups and the N4/N11/N24/N31/N44/N51/N64/N71 NH groups were not located, so the asu is low by H24. Thus asu is low by 6(C2H6O) + 7(H2O) + H24 = (C12H36O6) + (H14O7) + H24 = C12 H74 O13, and the UNIT low by C48 H296 O52, i.e. C256 H320 N64 O32 Zn12 Br24 ; #===END