Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_12042m _database_code_CSD 177798 _journal_coden_Cambridge 186 loop_ _publ_author_name 'Liangnian Ji' 'Cai-Hong Chen' 'Hong Deng' 'Jie Liu' 'Tongbu Lu' 'Hao Zhang' _publ_contact_author_name 'Liangnian Ji' _publ_contact_author_address ; State Key Lab. of Optoelectronic Materials & Tech. Zhongshan University School of Chemistry & Chemical Engi Guangzhou 510275 CHINA ; _publ_contact_author_phone '86 20 84110115' _publ_contact_author_fax '86 20 84036737' _publ_contact_author_email 'cesjln@zsu.edu.cn' _publ_requested_joiurnal ' ? ' _publ_requested_coeditor_name ? _publ_contact_letter ; Dear Sir or Madam: Please consider this CIF as supplmentary data for a manuscript submitted to J. Chem. Soc.,Dalton Trans. Liang-nian Ji ; _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Interaction of macrocyclic copper(II) complexes with calf thymus DNA: effects of the side chains of the ligands on the DNA-binding behaviors ; #=========================================================================== #============================================ _audit_creation_method SHELXL-97 _chemical_formula_sum 'C24 H34 Cl2 Cu N6 O8' _chemical_formula_weight 669.01 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.274(2) _cell_length_b 8.412(2) _cell_length_c 11.616(2) _cell_angle_alpha 85.51(3) _cell_angle_beta 76.37(3) _cell_angle_gamma 68.25(3) _cell_volume 729.7(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.522 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 347 _exptl_absorpt_coefficient_mu 0.988 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7052 _exptl_absorpt_correction_T_max 0.8906 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method \w scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1794 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_sigmaI/netI 0.0480 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 14.71 _diffrn_reflns_theta_max 21.96 _reflns_number_total 1234 _reflns_number_gt 1062 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL ' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0728P)^2^+1.0144P] 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 0.12(10) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1234 _refine_ls_number_parameters 188 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0673 _refine_ls_R_factor_gt 0.0576 _refine_ls_wR_factor_ref 0.1460 _refine_ls_wR_factor_gt 0.1397 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.006 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.0370(11) -0.1734(11) 0.2311(7) 0.0650(19) Uani 1 d . . . C2 C 0.2442(9) -0.2938(8) 0.0792(7) 0.0576(18) Uani 1 d . . . H2A H 0.2758 -0.4116 0.1053 0.069 Uiso 1 calc R . . H2B H 0.2946 -0.2358 0.1218 0.069 Uiso 1 calc R . . C3 C 0.3160(9) -0.2883(9) -0.0499(8) 0.0619(19) Uani 1 d . . . H3A H 0.4454 -0.3360 -0.0673 0.074 Uiso 1 calc R . . H3B H 0.2747 -0.3556 -0.0919 0.074 Uiso 1 calc R . . C4 C 0.2827(9) -0.0865(11) -0.2184(7) 0.0648(19) Uani 1 d . . . H4A H 0.4092 -0.1390 -0.2533 0.078 Uiso 1 calc R . . H4B H 0.2214 -0.1463 -0.2493 0.078 Uiso 1 calc R . . C5 C 0.3382(18) 0.1733(16) -0.2795(18) 0.115(5) Uani 1 d . . . H5A H 0.2831 0.2570 -0.3345 0.138 Uiso 1 calc R . . H5B H 0.3054 0.2373 -0.2063 0.138 Uiso 1 calc R . . C6 C 0.485(4) 0.163(9) -0.312(10) 0.41(8) Uani 1 d . . . H6A H 0.5404 0.0480 -0.3450 0.486 Uiso 1 calc R . . H6B H 0.5211 0.1536 -0.2373 0.486 Uiso 1 calc R . . C7 C 0.5984(19) 0.245(2) -0.3838(15) 0.115(4) Uani 1 d . . . C8 C 0.7440(19) 0.1636(19) -0.4699(16) 0.110(4) Uani 1 d . . . H8A H 0.7654 0.0519 -0.4909 0.132 Uiso 1 calc R . . C9 C 0.8560(19) 0.238(3) -0.5249(11) 0.111(5) Uani 1 d . . . H9A H 0.9540 0.1761 -0.5830 0.133 Uiso 1 calc R . . C10 C 0.835(2) 0.387(4) -0.5015(18) 0.121(7) Uani 1 d . . . H10A H 0.9155 0.4347 -0.5441 0.146 Uiso 1 calc R . . C11 C 0.696(4) 0.4823(19) -0.415(2) 0.139(10) Uani 1 d . . . H11A H 0.6863 0.5910 -0.3952 0.166 Uiso 1 calc R . . C12 C 0.569(2) 0.4144(16) -0.3559(10) 0.099(3) Uani 1 d . . . H12A H 0.4692 0.4787 -0.3003 0.119 Uiso 1 calc R . . N1 N 0.2538(6) -0.1082(6) -0.0884(5) 0.0471(14) Uani 1 d . . . H1D H 0.3179 -0.0566 -0.0625 0.057 Uiso 1 calc R . . N2 N 0.0501(7) -0.2090(6) 0.1033(5) 0.0470(13) Uani 1 d . . . H2C H 0.0062 -0.2806 0.0773 0.056 Uiso 1 calc R . . N3 N 0.2219(10) 0.0856(10) -0.2529(6) 0.0750(19) Uani 1 d . . . O1 O 0.0963(13) 0.1352(12) 0.1478(8) 0.103(2) Uani 1 d . . . O2 O 0.241(2) 0.2866(18) 0.2205(11) 0.132(4) Uani 1 d . . . O3 O 0.141(5) 0.368(3) 0.043(3) 0.223(15) Uani 1 d . . . O4 O 0.368(2) 0.123(4) 0.0561(16) 0.175(8) Uani 1 d . . . Cl1 Cl 0.1877(3) 0.2512(3) 0.1288(2) 0.0685(10) Uani 1 d . . . Cu1 Cu 0.0000 0.0000 0.0000 0.0382(9) Uani 1 d S . . 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 C1 0.060(4) 0.075(4) 0.060(4) 0.011(3) -0.016(3) -0.025(4) C2 0.046(3) 0.039(3) 0.089(5) 0.009(3) -0.025(3) -0.013(3) C3 0.040(3) 0.040(3) 0.094(5) -0.001(3) -0.006(3) -0.005(3) C4 0.049(3) 0.067(4) 0.068(4) -0.012(3) -0.002(3) -0.014(3) C5 0.069(7) 0.083(6) 0.190(14) -0.003(7) 0.004(7) -0.044(5) C6 0.108(17) 0.35(7) 0.74(18) 0.37(11) -0.11(4) -0.12(3) C7 0.094(8) 0.117(10) 0.133(10) 0.024(8) 0.002(7) -0.059(8) C8 0.099(9) 0.103(7) 0.142(10) -0.033(7) -0.034(9) -0.042(7) C9 0.092(8) 0.160(16) 0.084(7) -0.008(7) -0.012(5) -0.053(9) C10 0.103(9) 0.17(2) 0.126(11) 0.054(14) -0.043(10) -0.090(13) C11 0.21(2) 0.088(8) 0.19(2) 0.029(10) -0.14(2) -0.087(12) C12 0.125(8) 0.087(7) 0.078(6) -0.019(5) -0.015(5) -0.031(6) N1 0.034(2) 0.040(3) 0.068(3) -0.002(2) -0.011(2) -0.0147(19) N2 0.045(3) 0.039(2) 0.064(3) 0.005(2) -0.020(2) -0.019(2) N3 0.065(4) 0.080(4) 0.073(4) 0.020(3) -0.004(3) -0.028(3) O1 0.121(6) 0.116(5) 0.114(5) -0.006(4) -0.030(4) -0.088(5) O2 0.171(9) 0.160(9) 0.124(7) -0.008(6) -0.066(7) -0.104(8) O3 0.38(4) 0.144(11) 0.27(3) 0.087(15) -0.23(3) -0.159(19) O4 0.135(9) 0.27(2) 0.159(10) -0.068(13) -0.010(8) -0.115(12) Cl1 0.0814(14) 0.0716(14) 0.0824(15) 0.0047(9) -0.0352(10) -0.0521(10) Cu1 0.0304(10) 0.0320(10) 0.0524(11) -0.0004(3) -0.0115(4) -0.0098(5) _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 C1 N3 1.400(13) 2 ? C1 N2 1.488(11) . ? C2 N2 1.462(10) . ? C2 C3 1.481(13) . ? C3 N1 1.478(10) . ? C4 N3 1.405(13) . ? C4 N1 1.479(11) . ? C5 C6 1.16(4) . ? C5 N3 1.384(17) . ? C6 C7 1.44(4) . ? C7 C8 1.36(3) . ? C7 C12 1.41(2) . ? C8 C9 1.32(3) . ? C9 C10 1.24(3) . ? C10 C11 1.37(3) . ? C11 C12 1.39(3) . ? N1 Cu1 2.001(5) . ? N2 Cu1 2.017(5) . ? N3 C1 1.400(13) 2 ? O1 Cl1 1.417(8) . ? O2 Cl1 1.337(11) . ? O3 Cl1 1.360(18) . ? O4 Cl1 1.57(2) . ? Cu1 N1 2.001(5) 2 ? Cu1 N2 2.017(5) 2 ? 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 N3 C1 N2 113.9(6) 2 . ? N2 C2 C3 108.5(6) . . ? N1 C3 C2 108.6(6) . . ? N3 C4 N1 113.3(6) . . ? C6 C5 N3 146(4) . . ? C5 C6 C7 144(3) . . ? C8 C7 C12 117.0(12) . . ? C8 C7 C6 124(5) . . ? C12 C7 C6 118(5) . . ? C9 C8 C7 122.4(14) . . ? C10 C9 C8 122.1(14) . . ? C9 C10 C11 121.7(13) . . ? C10 C11 C12 119.2(12) . . ? C11 C12 C7 117.4(14) . . ? C3 N1 C4 114.3(6) . . ? C3 N1 Cu1 106.4(4) . . ? C4 N1 Cu1 114.7(4) . . ? C2 N2 C1 114.4(6) . . ? C2 N2 Cu1 106.2(4) . . ? C1 N2 Cu1 114.3(4) . . ? C5 N3 C1 120.9(9) . 2 ? C5 N3 C4 120.1(9) . . ? C1 N3 C4 117.2(7) 2 . ? O2 Cl1 O3 121.9(8) . . ? O2 Cl1 O1 117.5(7) . . ? O3 Cl1 O1 113.7(9) . . ? O2 Cl1 O4 101.0(9) . . ? O3 Cl1 O4 99(2) . . ? O1 Cl1 O4 95.6(9) . . ? N1 Cu1 N1 180.0 2 . ? N1 Cu1 N2 86.0(2) 2 2 ? N1 Cu1 N2 94.0(2) . 2 ? N1 Cu1 N2 94.0(2) 2 . ? N1 Cu1 N2 86.0(2) . . ? N2 Cu1 N2 180.0 2 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 C2 C3 N1 55.3(7) . . . . ? N3 C5 C6 C7 142(10) . . . . ? C5 C6 C7 C8 -128(16) . . . . ? C5 C6 C7 C12 59(20) . . . . ? C12 C7 C8 C9 1(2) . . . . ? C6 C7 C8 C9 -172(5) . . . . ? C7 C8 C9 C10 0(3) . . . . ? C8 C9 C10 C11 2(2) . . . . ? C9 C10 C11 C12 -4(2) . . . . ? C10 C11 C12 C7 4(2) . . . . ? C8 C7 C12 C11 -3(2) . . . . ? C6 C7 C12 C11 171(4) . . . . ? C2 C3 N1 C4 -167.6(6) . . . . ? C2 C3 N1 Cu1 -40.0(6) . . . . ? N3 C4 N1 C3 179.8(6) . . . . ? N3 C4 N1 Cu1 56.5(8) . . . . ? C3 C2 N2 C1 -168.2(6) . . . . ? C3 C2 N2 Cu1 -41.1(6) . . . . ? N3 C1 N2 C2 177.3(6) 2 . . . ? N3 C1 N2 Cu1 54.6(8) 2 . . . ? C6 C5 N3 C1 -170(10) . . . 2 ? C6 C5 N3 C4 26(11) . . . . ? N1 C4 N3 C5 93.7(12) . . . . ? N1 C4 N3 C1 -71.0(10) . . . 2 ? C3 N1 Cu1 N1 -124(100) . . . 2 ? C4 N1 Cu1 N1 4(100) . . . 2 ? C3 N1 Cu1 N2 -166.4(5) . . . 2 ? C4 N1 Cu1 N2 -39.0(5) . . . 2 ? C3 N1 Cu1 N2 13.6(5) . . . . ? C4 N1 Cu1 N2 141.0(5) . . . . ? C2 N2 Cu1 N1 -164.9(4) . . . 2 ? C1 N2 Cu1 N1 -37.8(5) . . . 2 ? C2 N2 Cu1 N1 15.1(4) . . . . ? C1 N2 Cu1 N1 142.2(5) . . . . ? C2 N2 Cu1 N2 -35.7(6) . . . 2 ? C1 N2 Cu1 N2 91.4(6) . . . 2 ? _diffrn_measured_fraction_theta_max 0.690 _diffrn_reflns_theta_full 21.96 _diffrn_measured_fraction_theta_full 0.690 _refine_diff_density_max 0.418 _refine_diff_density_min -0.458 _refine_diff_density_rms 0.044 #====End