Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'J. Reedijk' _publ_contact_author_address ; Leiden Institute of Chemistry Gorlaeus Laboratories P. O. Box 9502 Leiden 2300 RA NETHERLANDS ; _publ_contact_author_email REEDIJK@CHEM.LEIDENUNIV.NL _publ_section_title ; Structure and DNA cleavage properties of two copper(II) complexes of the pyridine-pyrazole-containing ligands mbpzbpy and Hmpzbpya. ; _publ_section_experimental ; A crystal was selected for the X--ray measurements and mounted to the glass fiber using the oil drop method (Kottke & Stalke, 1993) and data were collected at 193 K. The intensity data were corrected for Lorentz and polarization effects and for absorption. The nonhydrogen atoms were refined anisotropically. The water H atoms were picked from a difference map. The other H atoms were introduced in calculated positions and refined with fixed geometry with respect to their carrier atoms. ; _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C., Guagliardi, A., Moliterni, A.G.G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst 32, 115-119. Nonius (2002). COLLECT. Nonius BV, Delft, The Netherlands. Kottke, T. and Stalke, D. (1993). J. Appl. Crystallogr. 26, 615--619. Sheldrick, G.M. (1990). SHELXTL. University of G\"ottingen, Germany. Sheldrick, G.M. (1996). SADABS. University of G\"ottingen, Germany. Sheldrick, G.M. (1997). SHELX97. University of G\"ottingen, Germany. ; loop_ _publ_author_name 'J. Reedijk' 'Sharief Barends' 'Patrick Gamez' 'Kristian Lappalainen' 'Palanisamy Uma Maheswari' ; I.Mutikainen ; 'Micheal Sfregola' 'Urho Turpeinen' 'G.van Wezel' # Attachment 'palanisami_Compound_2.cif' data_um281 _database_code_depnum_ccdc_archive 'CCDC 637327' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H19 Cl Cu N4 O3' _chemical_formula_weight 438.36 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9130(16) _cell_length_b 11.833(2) _cell_length_c 11.894(2) _cell_angle_alpha 115.45(3) _cell_angle_beta 102.53(3) _cell_angle_gamma 102.35(3) _cell_volume 920.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 15791 _cell_measurement_theta_min 2.81 _cell_measurement_theta_max 27.50 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.582 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 450 _exptl_absorpt_coefficient_mu 1.359 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7920 _exptl_absorpt_correction_T_max 0.9733 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15782 _diffrn_reflns_av_R_equivalents 0.0888 _diffrn_reflns_av_sigmaI/netI 0.0776 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4221 _reflns_number_gt 3101 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'COLLECT (Nonius, 2002)' _computing_data_reduction 'COLLECT (Nonius, 2002)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXTL (Sheldrick, 1990)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1173P)^2^+1.9180P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4221 _refine_ls_number_parameters 245 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0922 _refine_ls_R_factor_gt 0.0670 _refine_ls_wR_factor_ref 0.1930 _refine_ls_wR_factor_gt 0.1713 _refine_ls_goodness_of_fit_ref 0.965 _refine_ls_restrained_S_all 0.979 _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 Cu1 Cu 0.32490(7) 0.69575(6) 0.33830(5) 0.0280(2) Uani 1 1 d . . . Cl1 Cl 0.38169(15) 0.48849(11) 0.29284(11) 0.0295(3) Uani 1 1 d . . . N11 N 0.0770(5) 0.6618(4) 0.2337(4) 0.0291(8) Uani 1 1 d . . . C12 C -0.0619(6) 0.6483(5) 0.2809(5) 0.0311(10) Uani 1 1 d . . . C13 C -0.2385(7) 0.6309(5) 0.2077(6) 0.0404(12) Uani 1 1 d . . . H13A H -0.3387 0.6185 0.2382 0.048 Uiso 1 1 calc R . . C14 C -0.2639(7) 0.6323(5) 0.0897(6) 0.0428(13) Uani 1 1 d . . . H14A H -0.3825 0.6229 0.0397 0.051 Uiso 1 1 calc R . . C15 C -0.1183(7) 0.6472(5) 0.0427(5) 0.0392(12) Uani 1 1 d . . . H15A H -0.1366 0.6467 -0.0392 0.047 Uiso 1 1 calc R . . C16 C 0.0551(6) 0.6630(5) 0.1194(5) 0.0309(10) Uani 1 1 d . . . O18 O 0.3768(5) 0.7106(4) 0.1854(3) 0.0351(8) Uani 1 1 d . . . O19 O 0.2332(6) 0.6894(4) -0.0114(4) 0.0462(9) Uani 1 1 d . . . C17 C 0.2336(7) 0.6883(5) 0.0929(5) 0.0329(10) Uani 1 1 d . . . N21 N 0.1868(5) 0.6896(4) 0.4633(4) 0.0293(8) Uani 1 1 d . . . C22 C 0.0013(6) 0.6616(4) 0.4145(5) 0.0304(10) Uani 1 1 d . . . C23 C -0.1115(7) 0.6468(5) 0.4864(6) 0.0395(12) Uani 1 1 d . . . H23A H -0.2409 0.6261 0.4510 0.047 Uiso 1 1 calc R . . C24 C -0.0311(8) 0.6629(6) 0.6096(6) 0.0444(13) Uani 1 1 d . . . H24A H -0.1054 0.6529 0.6599 0.053 Uiso 1 1 calc R . . C25 C 0.1581(8) 0.6936(5) 0.6607(5) 0.0388(12) Uani 1 1 d . . . H25A H 0.2144 0.7058 0.7462 0.047 Uiso 1 1 calc R . . C26 C 0.2644(7) 0.7061(5) 0.5838(5) 0.0299(10) Uani 1 1 d . . . C27 C 0.4678(7) 0.7259(5) 0.6253(5) 0.0337(10) Uani 1 1 d . . . H27A H 0.5115 0.7468 0.7189 0.040 Uiso 1 1 calc R . . H27B H 0.4830 0.6405 0.5705 0.040 Uiso 1 1 calc R . . N31 N 0.5584(5) 0.8265(4) 0.4927(4) 0.0281(8) Uani 1 1 d . . . N32 N 0.5869(5) 0.8310(4) 0.6140(4) 0.0310(9) Uani 1 1 d . . . C33 C 0.7446(7) 0.9321(5) 0.7069(5) 0.0376(11) Uani 1 1 d . . . C34 C 0.8187(7) 0.9965(5) 0.6461(5) 0.0376(11) Uani 1 1 d . . . H34A H 0.9288 1.0718 0.6864 0.045 Uiso 1 1 calc R . . C35 C 0.6999(6) 0.9291(4) 0.5136(5) 0.0299(10) Uani 1 1 d . . . C36 C 0.8142(9) 0.9620(6) 0.8474(6) 0.0533(15) Uani 1 1 d . . . H36A H 0.7294 0.8979 0.8593 0.080 Uiso 1 1 calc R . . H36B H 0.8218 1.0527 0.9074 0.080 Uiso 1 1 calc R . . H36C H 0.9371 0.9550 0.8678 0.080 Uiso 1 1 calc R . . C37 C 0.7157(7) 0.9609(5) 0.4066(5) 0.0375(11) Uani 1 1 d . . . H37A H 0.6125 0.8958 0.3237 0.056 Uiso 1 1 calc R . . H37B H 0.8326 0.9568 0.3930 0.056 Uiso 1 1 calc R . . H37C H 0.7124 1.0508 0.4328 0.056 Uiso 1 1 calc R . . O1 O 0.5339(12) 0.8168(12) -0.0418(8) 0.151(3) Uani 1 1 d U . . H1A H 0.4860 0.7557 -0.0280 0.226 Uiso 1 1 calc R . . C2 C 0.6473(15) 0.9607(11) 0.1048(9) 0.096(3) Uani 1 1 d U . . H2A H 0.6121 1.0330 0.0990 0.115 Uiso 1 1 calc R . . H2B H 0.7807 0.9822 0.1248 0.115 Uiso 1 1 calc R . . H2C H 0.6147 0.9501 0.1755 0.115 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 Cu1 0.0205(3) 0.0417(4) 0.0309(3) 0.0238(3) 0.0127(2) 0.0117(2) Cl1 0.0257(5) 0.0378(6) 0.0328(6) 0.0223(5) 0.0123(4) 0.0131(4) N11 0.0268(19) 0.0293(19) 0.033(2) 0.0155(17) 0.0131(16) 0.0111(16) C12 0.022(2) 0.032(2) 0.041(3) 0.017(2) 0.0151(19) 0.0108(18) C13 0.019(2) 0.039(3) 0.055(3) 0.016(2) 0.014(2) 0.011(2) C14 0.020(2) 0.050(3) 0.049(3) 0.023(3) 0.001(2) 0.012(2) C15 0.030(3) 0.044(3) 0.034(3) 0.015(2) 0.002(2) 0.014(2) C16 0.026(2) 0.032(2) 0.032(2) 0.014(2) 0.0075(18) 0.0105(19) O18 0.0270(17) 0.057(2) 0.0369(18) 0.0330(17) 0.0152(14) 0.0183(15) O19 0.049(2) 0.067(3) 0.0330(19) 0.0309(19) 0.0164(17) 0.025(2) C17 0.030(2) 0.042(3) 0.029(2) 0.018(2) 0.0097(19) 0.015(2) N21 0.0238(18) 0.037(2) 0.035(2) 0.0210(18) 0.0165(16) 0.0109(16) C22 0.024(2) 0.028(2) 0.040(3) 0.016(2) 0.0143(19) 0.0078(18) C23 0.032(3) 0.038(3) 0.052(3) 0.020(2) 0.026(2) 0.010(2) C24 0.047(3) 0.046(3) 0.049(3) 0.024(3) 0.034(3) 0.014(2) C25 0.048(3) 0.039(3) 0.038(3) 0.023(2) 0.026(2) 0.013(2) C26 0.033(2) 0.031(2) 0.036(2) 0.022(2) 0.020(2) 0.0111(19) C27 0.034(3) 0.042(3) 0.032(2) 0.025(2) 0.013(2) 0.013(2) N31 0.0236(18) 0.036(2) 0.0301(19) 0.0204(17) 0.0118(15) 0.0094(16) N32 0.0255(19) 0.040(2) 0.032(2) 0.0231(18) 0.0100(16) 0.0091(17) C33 0.031(3) 0.045(3) 0.033(3) 0.017(2) 0.009(2) 0.012(2) C34 0.026(2) 0.037(3) 0.041(3) 0.015(2) 0.012(2) 0.006(2) C35 0.029(2) 0.027(2) 0.039(3) 0.017(2) 0.019(2) 0.0122(18) C36 0.048(3) 0.060(4) 0.035(3) 0.021(3) 0.006(3) 0.004(3) C37 0.035(3) 0.041(3) 0.048(3) 0.027(2) 0.025(2) 0.014(2) O1 0.118(6) 0.259(9) 0.100(5) 0.131(5) 0.043(4) 0.016(5) C2 0.106(6) 0.139(7) 0.077(5) 0.078(5) 0.042(5) 0.041(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 Cu1 N11 1.932(4) . ? Cu1 N31 2.011(4) . ? Cu1 O18 2.018(3) . ? Cu1 N21 2.043(4) . ? Cu1 Cl1 2.4384(14) . ? N11 C16 1.341(6) . ? N11 C12 1.348(6) . ? C12 C13 1.396(7) . ? C12 C22 1.486(7) . ? C13 C14 1.381(8) . ? C13 H13A 0.9500 . ? C14 C15 1.396(8) . ? C14 H14A 0.9500 . ? C15 C16 1.397(6) . ? C15 H15A 0.9500 . ? C16 C17 1.509(7) . ? O18 C17 1.283(6) . ? O19 C17 1.245(6) . ? N21 C26 1.340(6) . ? N21 C22 1.363(6) . ? C22 C23 1.397(7) . ? C23 C24 1.375(8) . ? C23 H23A 0.9500 . ? C24 C25 1.387(8) . ? C24 H24A 0.9500 . ? C25 C26 1.401(6) . ? C25 H25A 0.9500 . ? C26 C27 1.511(7) . ? C27 N32 1.466(6) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? N31 C35 1.352(6) . ? N31 N32 1.386(5) . ? N32 C33 1.355(7) . ? C33 C34 1.384(7) . ? C33 C36 1.494(7) . ? C34 C35 1.399(7) . ? C34 H34A 0.9500 . ? C35 C37 1.496(7) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? O1 C2 1.691(14) . ? O1 H1A 0.8400 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 Cu1 N31 148.15(17) . . ? N11 Cu1 O18 80.98(15) . . ? N31 Cu1 O18 102.51(15) . . ? N11 Cu1 N21 78.97(16) . . ? N31 Cu1 N21 91.43(16) . . ? O18 Cu1 N21 159.03(15) . . ? N11 Cu1 Cl1 111.50(12) . . ? N31 Cu1 Cl1 99.42(12) . . ? O18 Cu1 Cl1 98.34(11) . . ? N21 Cu1 Cl1 94.66(12) . . ? C16 N11 C12 122.8(4) . . ? C16 N11 Cu1 116.7(3) . . ? C12 N11 Cu1 120.3(3) . . ? N11 C12 C13 119.8(5) . . ? N11 C12 C22 112.3(4) . . ? C13 C12 C22 127.8(4) . . ? C14 C13 C12 118.3(5) . . ? C14 C13 H13A 120.9 . . ? C12 C13 H13A 120.9 . . ? C13 C14 C15 121.1(4) . . ? C13 C14 H14A 119.4 . . ? C15 C14 H14A 119.4 . . ? C16 C15 C14 118.2(5) . . ? C16 C15 H15A 120.9 . . ? C14 C15 H15A 120.9 . . ? N11 C16 C15 119.8(5) . . ? N11 C16 C17 112.6(4) . . ? C15 C16 C17 127.6(5) . . ? C17 O18 Cu1 114.8(3) . . ? O19 C17 O18 125.5(5) . . ? O19 C17 C16 119.6(4) . . ? O18 C17 C16 114.9(4) . . ? C26 N21 C22 119.8(4) . . ? C26 N21 Cu1 124.8(3) . . ? C22 N21 Cu1 115.4(3) . . ? N21 C22 C23 121.4(5) . . ? N21 C22 C12 112.9(4) . . ? C23 C22 C12 125.7(4) . . ? C24 C23 C22 118.5(5) . . ? C24 C23 H23A 120.7 . . ? C22 C23 H23A 120.7 . . ? C23 C24 C25 120.3(5) . . ? C23 C24 H24A 119.8 . . ? C25 C24 H24A 119.8 . . ? C24 C25 C26 118.8(5) . . ? C24 C25 H25A 120.6 . . ? C26 C25 H25A 120.6 . . ? N21 C26 C25 121.2(5) . . ? N21 C26 C27 116.1(4) . . ? C25 C26 C27 122.4(4) . . ? N32 C27 C26 115.7(4) . . ? N32 C27 H27A 108.3 . . ? C26 C27 H27A 108.3 . . ? N32 C27 H27B 108.3 . . ? C26 C27 H27B 108.3 . . ? H27A C27 H27B 107.4 . . ? C35 N31 N32 106.0(4) . . ? C35 N31 Cu1 133.9(3) . . ? N32 N31 Cu1 119.8(3) . . ? C33 N32 N31 110.4(4) . . ? C33 N32 C27 128.3(4) . . ? N31 N32 C27 120.8(4) . . ? N32 C33 C34 107.3(4) . . ? N32 C33 C36 123.3(5) . . ? C34 C33 C36 129.5(5) . . ? C33 C34 C35 106.6(4) . . ? C33 C34 H34A 126.7 . . ? C35 C34 H34A 126.7 . . ? N31 C35 C34 109.7(4) . . ? N31 C35 C37 122.4(4) . . ? C34 C35 C37 127.9(5) . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C33 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C35 C37 H37A 109.5 . . ? C35 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C35 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C2 O1 H1A 109.5 . . ? O1 C2 H2A 109.5 . . ? O1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? O1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.230 _refine_diff_density_min -1.277 _refine_diff_density_rms 0.137 data_um282 _database_code_depnum_ccdc_archive 'CCDC 637328' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H29 Br2 Cu N6 O2.50' _chemical_formula_weight 640.87 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.391(3) _cell_length_b 15.522(3) _cell_length_c 9.1220(18) _cell_angle_alpha 90.00 _cell_angle_beta 104.03(3) _cell_angle_gamma 90.00 _cell_volume 2526.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 254 _cell_measurement_theta_min 4.56 _cell_measurement_theta_max 23.40 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.685 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 4.061 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3754 _exptl_absorpt_correction_T_max 0.4972 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18757 _diffrn_reflns_av_R_equivalents 0.0350 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 27.53 _reflns_number_total 2893 _reflns_number_gt 2328 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'COLLECT (Nonius, 2002)' _computing_data_reduction 'COLLECT (Nonius, 2002)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXTL (Sheldrick, 1990)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0213P)^2^+7.8007P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2893 _refine_ls_number_parameters 161 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_ref 0.0676 _refine_ls_wR_factor_gt 0.0615 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 Cu1 Cu 0.5000 -0.25154(3) 0.7500 0.04175(16) Uani 1 2 d S . . Br1 Br 0.601916(15) -0.230292(18) 0.50739(3) 0.03124(9) Uani 1 1 d . . . N11 N 0.54882(11) -0.15303(13) 0.8803(2) 0.0198(4) Uani 1 1 d . . . C12 C 0.52955(12) -0.07354(15) 0.8215(3) 0.0177(5) Uani 1 1 d . . . C13 C 0.56271(13) 0.00107(15) 0.8934(3) 0.0217(5) Uani 1 1 d . . . H13A H 0.5493 0.0563 0.8503 0.026 Uiso 1 1 calc R . . C14 C 0.61598(14) -0.00755(17) 1.0299(3) 0.0244(5) Uani 1 1 d . . . H14A H 0.6406 0.0420 1.0797 0.029 Uiso 1 1 calc R . . C15 C 0.63313(13) -0.08870(17) 1.0932(3) 0.0227(5) Uani 1 1 d . . . H15A H 0.6684 -0.0950 1.1876 0.027 Uiso 1 1 calc R . . C16 C 0.59784(13) -0.16068(16) 1.0163(3) 0.0212(5) Uani 1 1 d . . . C17 C 0.60794(15) -0.25008(16) 1.0848(3) 0.0259(5) Uani 1 1 d . . . H17A H 0.6480 -0.2480 1.1794 0.031 Uiso 1 1 calc R . . H17B H 0.5609 -0.2673 1.1115 0.031 Uiso 1 1 calc R . . N21 N 0.57884(12) -0.33501(13) 0.8497(2) 0.0247(5) Uani 1 1 d . . . N22 N 0.62714(11) -0.31558(13) 0.9861(2) 0.0234(4) Uani 1 1 d . . . C23 C 0.68451(14) -0.37256(17) 1.0194(3) 0.0239(5) Uani 1 1 d . . . C24 C 0.67366(15) -0.42970(17) 0.9002(3) 0.0267(5) Uani 1 1 d . . . H24A H 0.7048 -0.4772 0.8906 0.032 Uiso 1 1 calc R . . C25 C 0.60827(14) -0.40440(16) 0.7963(3) 0.0223(5) Uani 1 1 d . . . C26 C 0.74414(16) -0.3692(2) 1.1639(3) 0.0385(7) Uani 1 1 d . . . H26A H 0.7212 -0.3755 1.2496 0.058 Uiso 1 1 calc R . . H26B H 0.7703 -0.3137 1.1712 0.058 Uiso 1 1 calc R . . H26C H 0.7800 -0.4160 1.1654 0.058 Uiso 1 1 calc R . . C27 C 0.57349(16) -0.44608(18) 0.6476(3) 0.0309(6) Uani 1 1 d . . . H27A H 0.5269 -0.4161 0.5997 0.046 Uiso 1 1 calc R . . H27B H 0.5625 -0.5066 0.6640 0.046 Uiso 1 1 calc R . . H27C H 0.6083 -0.4428 0.5817 0.046 Uiso 1 1 calc R . . O1 O 0.74954(12) -0.12720(14) 0.4303(3) 0.0422(5) Uani 1 1 d G . . H1A H 0.7853 -0.1612 0.4323 0.063 Uiso 1 1 d G . . H1B H 0.7178 -0.1590 0.4558 0.063 Uiso 1 1 d G . . O2 O 0.5000 -0.3712(6) 0.2500 0.077(2) Uani 0.50 2 d SPG . . H2A H 0.5312 -0.3410 0.3114 0.116 Uiso 0.50 1 d PG . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0423(3) 0.0170(2) 0.0438(3) 0.000 -0.0326(2) 0.000 Br1 0.02500(14) 0.03013(15) 0.03939(16) -0.00031(12) 0.00937(11) -0.00057(11) N11 0.0158(9) 0.0208(10) 0.0199(10) -0.0010(8) -0.0014(8) 0.0002(8) C12 0.0136(11) 0.0216(12) 0.0178(12) -0.0005(9) 0.0036(9) 0.0002(9) C13 0.0224(12) 0.0204(12) 0.0234(13) -0.0015(10) 0.0076(10) -0.0011(9) C14 0.0214(12) 0.0273(13) 0.0243(13) -0.0096(10) 0.0054(10) -0.0067(10) C15 0.0173(12) 0.0330(14) 0.0162(12) -0.0063(10) 0.0009(9) -0.0016(10) C16 0.0171(11) 0.0262(12) 0.0182(12) -0.0018(10) 0.0005(9) 0.0022(10) C17 0.0264(13) 0.0302(14) 0.0161(12) -0.0006(10) -0.0048(10) 0.0030(10) N21 0.0240(11) 0.0228(10) 0.0204(11) -0.0005(8) -0.0081(9) -0.0004(9) N22 0.0212(10) 0.0245(11) 0.0185(10) 0.0013(8) -0.0067(8) 0.0026(8) C23 0.0199(12) 0.0304(13) 0.0193(12) 0.0076(10) 0.0007(10) 0.0029(10) C24 0.0237(13) 0.0301(13) 0.0263(14) 0.0037(11) 0.0063(11) 0.0044(11) C25 0.0229(12) 0.0213(12) 0.0221(13) 0.0035(10) 0.0041(10) -0.0031(10) C26 0.0287(15) 0.057(2) 0.0246(14) 0.0033(13) -0.0040(12) 0.0149(14) C27 0.0323(15) 0.0322(15) 0.0256(14) -0.0047(11) 0.0020(12) -0.0029(11) O1 0.0296(11) 0.0464(13) 0.0514(13) 0.0144(11) 0.0115(10) 0.0027(9) O2 0.096(8) 0.058(5) 0.072(6) 0.000 0.010(5) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N21 1.992(2) 2_656 ? Cu1 N21 1.992(2) . ? Cu1 N11 2.010(2) . ? Cu1 N11 2.010(2) 2_656 ? N11 C16 1.350(3) . ? N11 C12 1.358(3) . ? C12 C13 1.396(3) . ? C12 C12 1.482(5) 2_656 ? C13 C14 1.392(3) . ? C13 H13A 0.9500 . ? C14 C15 1.390(4) . ? C14 H14A 0.9500 . ? C15 C16 1.393(3) . ? C15 H15A 0.9500 . ? C16 C17 1.515(3) . ? C17 N22 1.457(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? N21 C25 1.348(3) . ? N21 N22 1.376(3) . ? N22 C23 1.354(3) . ? C23 C24 1.380(4) . ? C23 C26 1.497(4) . ? C24 C25 1.395(4) . ? C24 H24A 0.9500 . ? C25 C27 1.499(3) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? O1 H1A 0.8400 . ? O1 H1B 0.8401 . ? O2 H2A 0.8399 . ? 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 N21 Cu1 N21 98.87(12) 2_656 . ? N21 Cu1 N11 159.40(9) 2_656 . ? N21 Cu1 N11 93.06(8) . . ? N21 Cu1 N11 93.06(8) 2_656 2_656 ? N21 Cu1 N11 159.40(9) . 2_656 ? N11 Cu1 N11 80.95(11) . 2_656 ? C16 N11 C12 119.7(2) . . ? C16 N11 Cu1 125.42(16) . . ? C12 N11 Cu1 114.91(15) . . ? N11 C12 C13 121.7(2) . . ? N11 C12 C12 114.41(13) . 2_656 ? C13 C12 C12 123.85(14) . 2_656 ? C14 C13 C12 118.2(2) . . ? C14 C13 H13A 120.9 . . ? C12 C13 H13A 120.9 . . ? C15 C14 C13 119.9(2) . . ? C15 C14 H14A 120.0 . . ? C13 C14 H14A 120.0 . . ? C14 C15 C16 119.1(2) . . ? C14 C15 H15A 120.4 . . ? C16 C15 H15A 120.4 . . ? N11 C16 C15 121.2(2) . . ? N11 C16 C17 116.6(2) . . ? C15 C16 C17 122.1(2) . . ? N22 C17 C16 114.1(2) . . ? N22 C17 H17A 108.7 . . ? C16 C17 H17A 108.7 . . ? N22 C17 H17B 108.7 . . ? C16 C17 H17B 108.7 . . ? H17A C17 H17B 107.6 . . ? C25 N21 N22 105.91(19) . . ? C25 N21 Cu1 131.76(17) . . ? N22 N21 Cu1 120.62(16) . . ? C23 N22 N21 110.9(2) . . ? C23 N22 C17 127.6(2) . . ? N21 N22 C17 120.78(19) . . ? N22 C23 C24 106.7(2) . . ? N22 C23 C26 122.6(2) . . ? C24 C23 C26 130.7(2) . . ? C23 C24 C25 106.9(2) . . ? C23 C24 H24A 126.6 . . ? C25 C24 H24A 126.6 . . ? N21 C25 C24 109.6(2) . . ? N21 C25 C27 123.4(2) . . ? C24 C25 C27 127.0(2) . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? H1A O1 H1B 102.6 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.457 _refine_diff_density_min -1.202 _refine_diff_density_rms 0.080