# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Jian-Ping Lang' _publ_contact_author_email JPLANG@SUDA.EDU.CN _publ_section_title ; Solvothermal assembly of a mixed-valence Cu(I,II) cyanide coordination polymer [Cu(II)Cu(I)2(?-Br)2(?-CN)2(bdmpp)]n by C-C bond cleavage of acetonitrile ; loop_ _publ_author_name 'Jian-Ping Lang' 'Hong-Xi Li' 'Ling-Ling Li' 'Lei-Lei Liu' 'Zhi-Gang Ren' 'Yong Zhang' # Attachment 'JPLangCIF__revised_.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 714394' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H17 Br2 Cu3 N7' _chemical_formula_sum 'C17 H17 Br2 Cu3 N7' _chemical_formula_weight 669.82 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' 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 triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9718(18) _cell_length_b 11.025(2) _cell_length_c 11.152(2) _cell_angle_alpha 93.22(3) _cell_angle_beta 102.11(3) _cell_angle_gamma 96.21(3) _cell_volume 1068.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3486 _cell_measurement_theta_min 3.1680 _cell_measurement_theta_max 25.3491 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.33 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.082 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 650 _exptl_absorpt_coefficient_mu 6.715 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.1793 _exptl_absorpt_correction_T_max 0.2153 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10373 _diffrn_reflns_av_R_equivalents 0.0565 _diffrn_reflns_av_sigmaI/netI 0.0677 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 25.34 _reflns_number_total 3878 _reflns_number_gt 2733 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0934P)^2^+0.0000P] 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 3878 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0928 _refine_ls_R_factor_gt 0.0629 _refine_ls_wR_factor_ref 0.1749 _refine_ls_wR_factor_gt 0.1524 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 0.20850(10) 0.72589(9) 0.64183(8) 0.0365(3) Uani 1 1 d . . . Cu2 Cu -0.32258(13) 0.52735(12) 0.58062(15) 0.0717(5) Uani 1 1 d . . . Cu3 Cu 0.22322(12) 0.98038(11) 0.90614(10) 0.0548(4) Uani 1 1 d . . . Br1 Br 0.14587(10) 0.95766(8) 0.68173(8) 0.0478(3) Uani 1 1 d . . . Br2 Br -0.53838(10) 0.45369(9) 0.65244(8) 0.0517(3) Uani 1 1 d . . . N1 N 0.4263(7) 0.7707(6) 0.6450(5) 0.0335(14) Uani 1 1 d . . . N2 N 0.4631(8) 0.7224(7) 0.8411(6) 0.0471(18) Uani 1 1 d . . . N3 N 0.3039(8) 0.7024(6) 0.8183(6) 0.0412(16) Uani 1 1 d . . . N4 N 0.3424(8) 0.7979(6) 0.4437(6) 0.0401(16) Uani 1 1 d . . . N5 N 0.2014(7) 0.7513(6) 0.4625(6) 0.0415(16) Uani 1 1 d . . . N6 N 0.0084(8) 0.6320(7) 0.6286(6) 0.0460(18) Uani 1 1 d . . . C1 C 0.4675(9) 0.8083(7) 0.5447(8) 0.0405(19) Uani 1 1 d . . . C2 C 0.6179(10) 0.8520(8) 0.5470(9) 0.055(3) Uani 1 1 d . . . H2 H 0.6479 0.8775 0.4766 0.066 Uiso 1 1 calc R . . C3 C 0.7212(11) 0.8565(9) 0.6565(11) 0.064(3) Uani 1 1 d . . . H3 H 0.8228 0.8880 0.6607 0.077 Uiso 1 1 calc R . . C4 C 0.6803(10) 0.8159(10) 0.7608(10) 0.064(3) Uani 1 1 d . . . H4 H 0.7513 0.8188 0.8351 0.076 Uiso 1 1 calc R . . C5 C 0.5288(9) 0.7710(8) 0.7491(8) 0.042(2) Uani 1 1 d . . . C6 C 0.5231(13) 0.6874(9) 0.9567(9) 0.063(3) Uani 1 1 d . . . C7 C 0.4012(14) 0.6467(9) 1.0060(9) 0.073(3) Uani 1 1 d . . . H7 H 0.4060 0.6165 1.0827 0.088 Uiso 1 1 calc R . . C8 C 0.2687(11) 0.6594(8) 0.9191(8) 0.051(2) Uani 1 1 d . . . C9 C 0.6900(13) 0.6907(11) 1.0103(11) 0.092(4) Uani 1 1 d . . . H9A H 0.7356 0.6422 0.9568 0.138 Uiso 1 1 calc R . . H9B H 0.7039 0.6582 1.0895 0.138 Uiso 1 1 calc R . . H9C H 0.7384 0.7737 1.0193 0.138 Uiso 1 1 calc R . . C10 C 0.1053(14) 0.6285(11) 0.9274(10) 0.080(3) Uani 1 1 d . . . H10A H 0.0413 0.6745 0.8716 0.120 Uiso 1 1 calc R . . H10B H 0.0951 0.6487 1.0099 0.120 Uiso 1 1 calc R . . H10C H 0.0745 0.5426 0.9059 0.120 Uiso 1 1 calc R . . C11 C 0.3250(12) 0.8277(8) 0.3224(8) 0.048(2) Uani 1 1 d . . . C12 C 0.1756(12) 0.8013(8) 0.2707(8) 0.059(3) Uani 1 1 d . . . H12 H 0.1299 0.8120 0.1897 0.070 Uiso 1 1 calc R . . C13 C 0.1006(10) 0.7553(7) 0.3576(7) 0.043(2) Uani 1 1 d . . . C14 C 0.4587(14) 0.8757(10) 0.2699(9) 0.073(3) Uani 1 1 d . . . H14A H 0.4235 0.8868 0.1843 0.110 Uiso 1 1 calc R . . H14B H 0.5327 0.8183 0.2788 0.110 Uiso 1 1 calc R . . H14C H 0.5054 0.9527 0.3131 0.110 Uiso 1 1 calc R . . C15 C -0.0681(11) 0.7135(10) 0.3457(9) 0.067(3) Uani 1 1 d . . . H15A H -0.0802 0.6344 0.3769 0.100 Uiso 1 1 calc R . . H15B H -0.1199 0.7083 0.2607 0.100 Uiso 1 1 calc R . . H15C H -0.1114 0.7710 0.3920 0.100 Uiso 1 1 calc R . . C16 C -0.1151(10) 0.5865(8) 0.6152(8) 0.049(2) Uani 1 1 d . . . N7' N 0.4353(8) 0.9951(8) 0.9767(7) 0.048(2) Uani 0.50 1 d P . . C7' C 0.4353(8) 0.9951(8) 0.9767(7) 0.048(2) Uani 0.50 1 d P . . N8' N 0.0388(8) 0.9957(13) 0.9877(11) 0.052(3) Uani 0.50 1 d P . . C8' C 0.0388(8) 0.9957(13) 0.9877(11) 0.052(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 Cu1 0.0280(5) 0.0492(6) 0.0306(5) 0.0066(4) 0.0049(4) -0.0016(4) Cu2 0.0350(6) 0.0545(8) 0.1201(12) -0.0052(8) 0.0145(7) -0.0076(5) Cu3 0.0450(7) 0.0626(8) 0.0559(7) 0.0019(6) 0.0124(5) 0.0010(6) Br1 0.0424(5) 0.0548(6) 0.0451(5) 0.0011(4) 0.0070(4) 0.0078(4) Br2 0.0472(5) 0.0540(6) 0.0527(6) 0.0060(4) 0.0122(4) -0.0034(4) N1 0.030(3) 0.036(4) 0.032(3) 0.002(3) 0.006(3) -0.006(3) N2 0.041(4) 0.051(4) 0.040(4) 0.003(3) -0.010(3) 0.000(3) N3 0.051(4) 0.044(4) 0.028(3) 0.003(3) 0.006(3) 0.005(3) N4 0.044(4) 0.042(4) 0.037(4) -0.001(3) 0.019(3) -0.004(3) N5 0.040(4) 0.052(4) 0.031(3) 0.008(3) 0.006(3) -0.002(3) N6 0.038(4) 0.059(5) 0.037(4) 0.004(3) 0.003(3) 0.002(4) C1 0.043(5) 0.030(4) 0.053(5) 0.001(4) 0.021(4) 0.004(4) C2 0.048(5) 0.059(6) 0.063(6) -0.005(5) 0.038(5) -0.011(5) C3 0.033(5) 0.062(7) 0.096(8) -0.004(6) 0.016(5) -0.005(5) C4 0.037(5) 0.067(7) 0.080(7) -0.006(6) -0.001(5) 0.006(5) C5 0.029(4) 0.043(5) 0.049(5) -0.012(4) -0.001(4) 0.007(4) C6 0.083(7) 0.042(5) 0.052(6) -0.004(5) -0.012(6) 0.008(5) C7 0.107(9) 0.058(7) 0.040(5) 0.017(5) -0.013(6) -0.004(6) C8 0.069(6) 0.045(5) 0.038(5) 0.014(4) 0.015(4) -0.008(5) C9 0.086(8) 0.070(8) 0.086(8) -0.002(7) -0.055(7) 0.008(6) C10 0.111(9) 0.081(8) 0.061(7) 0.024(6) 0.046(7) 0.006(7) C11 0.079(7) 0.038(5) 0.032(4) 0.004(4) 0.022(5) 0.005(5) C12 0.089(8) 0.053(6) 0.027(4) 0.013(4) 0.002(5) -0.008(5) C13 0.049(5) 0.041(5) 0.033(4) 0.000(4) -0.006(4) 0.008(4) C14 0.103(9) 0.072(7) 0.058(6) 0.009(5) 0.051(6) 0.006(6) C15 0.055(6) 0.082(8) 0.051(6) 0.012(5) -0.014(5) -0.004(5) C16 0.037(5) 0.052(6) 0.056(6) 0.010(5) 0.009(4) 0.003(4) N7' 0.044(4) 0.055(5) 0.046(5) 0.001(4) 0.019(4) -0.004(4) C7' 0.044(4) 0.055(5) 0.046(5) 0.001(4) 0.019(4) -0.004(4) N8' 0.037(7) 0.063(5) 0.036(6) 0.000(4) -0.026(6) -0.009(7) C8' 0.037(7) 0.063(5) 0.036(6) 0.000(4) -0.026(6) -0.009(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 Cu1 N6 1.946(7) . ? Cu1 N1 1.955(6) . ? Cu1 N3 2.018(6) . ? Cu1 N5 2.023(6) . ? Cu1 Br1 2.7076(15) . ? Cu2 C16 1.857(9) . ? Cu2 Br2 2.3310(16) . ? Cu2 Br2 2.667(2) 2_466 ? Cu3 N7 1.886(8) . ? Cu3 N8 2.066(9) . ? Cu3 Br1 2.4434(15) . ? Br2 Cu2 2.667(2) 2_466 ? N1 C5 1.321(10) . ? N1 C1 1.324(10) . ? N2 C6 1.382(12) . ? N2 N3 1.388(9) . ? N2 C5 1.390(11) . ? N3 C8 1.328(10) . ? N4 N5 1.375(9) . ? N4 C11 1.391(10) . ? N4 C1 1.403(10) . ? N5 C13 1.327(10) . ? N6 C16 1.142(10) . ? C1 C2 1.378(11) . ? C2 C3 1.364(14) . ? C2 H2 0.9300 . ? C3 C4 1.375(14) . ? C3 H3 0.9300 . ? C4 C5 1.373(12) . ? C4 H4 0.9300 . ? C6 C7 1.368(16) . ? C6 C9 1.488(14) . ? C7 C8 1.393(13) . ? C7 H7 0.9300 . ? C8 C10 1.491(14) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.336(13) . ? C11 C14 1.501(13) . ? C12 C13 1.379(12) . ? C12 H12 0.9300 . ? C13 C15 1.510(12) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? N7' C7' 1.159(15) 2_677 ? N7' N7' 1.159(15) 2_677 ? N8' C8' 0.813(16) 2_577 ? N8' N8' 0.813(16) 2_577 ? 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 N6 Cu1 N1 162.6(3) . . ? N6 Cu1 N3 99.3(3) . . ? N1 Cu1 N3 79.0(3) . . ? N6 Cu1 N5 100.3(3) . . ? N1 Cu1 N5 78.9(3) . . ? N3 Cu1 N5 157.2(3) . . ? N6 Cu1 Br1 101.7(2) . . ? N1 Cu1 Br1 95.68(19) . . ? N3 Cu1 Br1 96.7(2) . . ? N5 Cu1 Br1 90.6(2) . . ? C16 Cu2 Br2 148.6(3) . . ? C16 Cu2 Br2 113.0(3) . 2_466 ? Br2 Cu2 Br2 98.10(6) . 2_466 ? N7 Cu3 N8 130.2(4) . . ? N7 Cu3 Br1 117.4(2) . . ? N8 Cu3 Br1 112.1(3) . . ? Cu3 Br1 Cu1 99.14(6) . . ? Cu2 Br2 Cu2 81.90(6) . 2_466 ? C5 N1 C1 121.0(7) . . ? C5 N1 Cu1 119.6(5) . . ? C1 N1 Cu1 119.3(5) . . ? C6 N2 N3 109.2(8) . . ? C6 N2 C5 133.5(8) . . ? N3 N2 C5 117.3(6) . . ? C8 N3 N2 106.3(7) . . ? C8 N3 Cu1 141.5(6) . . ? N2 N3 Cu1 111.5(5) . . ? N5 N4 C11 108.7(7) . . ? N5 N4 C1 117.3(6) . . ? C11 N4 C1 134.0(7) . . ? C13 N5 N4 106.8(6) . . ? C13 N5 Cu1 140.3(6) . . ? N4 N5 Cu1 111.9(5) . . ? C16 N6 Cu1 173.1(7) . . ? N1 C1 C2 120.8(8) . . ? N1 C1 N4 112.0(6) . . ? C2 C1 N4 127.2(8) . . ? C3 C2 C1 117.5(9) . . ? C3 C2 H2 121.3 . . ? C1 C2 H2 121.3 . . ? C2 C3 C4 122.2(8) . . ? C2 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C5 C4 C3 116.3(9) . . ? C5 C4 H4 121.9 . . ? C3 C4 H4 121.9 . . ? N1 C5 C4 122.1(9) . . ? N1 C5 N2 111.8(6) . . ? C4 C5 N2 126.1(8) . . ? C7 C6 N2 107.0(9) . . ? C7 C6 C9 128.6(10) . . ? N2 C6 C9 124.4(11) . . ? C6 C7 C8 106.8(8) . . ? C6 C7 H7 126.6 . . ? C8 C7 H7 126.6 . . ? N3 C8 C7 110.7(9) . . ? N3 C8 C10 120.9(8) . . ? C7 C8 C10 128.4(9) . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 N4 106.4(8) . . ? C12 C11 C14 131.2(8) . . ? N4 C11 C14 122.3(9) . . ? C11 C12 C13 108.6(7) . . ? C11 C12 H12 125.7 . . ? C13 C12 H12 125.7 . . ? N5 C13 C12 109.5(7) . . ? N5 C13 C15 121.2(8) . . ? C12 C13 C15 129.3(8) . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N6 C16 Cu2 173.0(8) . . ? C7' N7' N7' 0.0(11) 2_677 2_677 ? C7' N7' Cu3 178.1(10) 2_677 . ? N7' N7' Cu3 178.1(10) 2_677 . ? C8' N8' N8' 0.0(4) 2_577 2_577 ? C8' N8' Cu3 173(2) 2_577 . ? N8' N8' Cu3 173(2) 2_577 . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.864 _refine_diff_density_min -1.064 _refine_diff_density_rms 0.158 #===END #============================================================================== data_2 _database_code_depnum_ccdc_archive 'CCDC 714395' #============================================================================== _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H17 Cu4 N10' _chemical_formula_sum 'C20 H17 Cu4 N10' _chemical_formula_weight 651.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.5111(15) _cell_length_b 25.426(5) _cell_length_c 12.294(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.74(3) _cell_angle_gamma 90.00 _cell_volume 2248.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8174 _cell_measurement_theta_min 3.2029 _cell_measurement_theta_max 25.3491 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.925 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1292 _exptl_absorpt_coefficient_mu 3.764 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.2882 _exptl_absorpt_correction_T_max 0.3525 _exptl_absorpt_process_details ? _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 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20823 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4096 _reflns_number_gt 3815 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0454P)^2^+2.0367P] 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 0.0055(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4096 _refine_ls_number_parameters 312 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0952 _refine_ls_wR_factor_gt 0.0926 _refine_ls_goodness_of_fit_ref 1.123 _refine_ls_restrained_S_all 1.123 _refine_ls_shift/su_max 0.020 _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 0.36472(6) 0.590523(16) 1.00706(4) 0.03184(15) Uani 1 1 d . . . Cu2 Cu 0.44861(7) 0.445522(19) 1.28417(4) 0.04085(16) Uani 1 1 d . . . Cu3 Cu 0.01408(7) 0.313332(19) 1.04139(4) 0.04020(16) Uani 1 1 d . . . Cu4 Cu -0.21283(7) 0.360049(19) 0.64065(4) 0.04088(16) Uani 1 1 d . . . N1 N 0.3253(4) 0.64216(11) 0.8872(2) 0.0287(6) Uani 1 1 d . . . N2 N 0.1387(4) 0.58040(12) 0.7784(2) 0.0328(7) Uani 1 1 d . . . N3 N 0.1930(4) 0.55070(11) 0.8772(2) 0.0318(6) Uani 1 1 d . . . N4 N 0.5284(4) 0.69154(11) 1.0208(2) 0.0309(6) Uani 1 1 d . . . N5 N 0.5425(4) 0.64661(11) 1.0857(2) 0.0322(7) Uani 1 1 d . . . N6 N 0.4145(5) 0.53799(13) 1.1222(3) 0.0433(8) Uani 1 1 d . . . N7 N 0.2926(5) 0.38738(14) 1.1976(3) 0.0479(8) Uani 1 1 d . . . N8 N -0.1330(5) 0.34584(14) 0.8952(3) 0.0486(8) Uani 1 1 d . . . N9 N -0.1042(5) 0.29871(14) 0.5779(3) 0.0457(8) Uani 1 1 d . . . N10 N -0.3411(5) 0.40565(14) 0.5190(3) 0.0524(9) Uani 1 1 d . . . C1 C 0.4180(5) 0.68782(13) 0.9077(3) 0.0291(7) Uani 1 1 d . . . C2 C 0.4007(5) 0.72473(14) 0.8234(3) 0.0371(8) Uani 1 1 d . . . H2 H 0.4650 0.7564 0.8376 0.045 Uiso 1 1 calc R . . C3 C 0.2852(6) 0.71313(15) 0.7176(3) 0.0415(9) Uani 1 1 d . . . H3 H 0.2698 0.7377 0.6596 0.050 Uiso 1 1 calc R . . C4 C 0.1909(5) 0.66567(15) 0.6950(3) 0.0393(9) Uani 1 1 d . . . H4 H 0.1135 0.6578 0.6230 0.047 Uiso 1 1 calc R . . C5 C 0.2164(5) 0.63076(13) 0.7834(3) 0.0300(7) Uani 1 1 d . . . C6 C 0.0175(5) 0.55231(15) 0.6939(3) 0.0359(8) Uani 1 1 d . . . C7 C -0.0023(5) 0.50495(15) 0.7394(3) 0.0411(9) Uani 1 1 d . . . H7 H -0.0763 0.4774 0.7020 0.049 Uiso 1 1 calc R . . C8 C 0.1078(5) 0.50476(14) 0.8525(3) 0.0367(8) Uani 1 1 d . . . C9 C -0.0742(6) 0.57228(18) 0.5762(3) 0.0496(10) Uani 1 1 d . . . H9A H -0.1461 0.6030 0.5804 0.074 Uiso 1 1 calc R . . H9B H -0.1544 0.5455 0.5331 0.074 Uiso 1 1 calc R . . H9C H 0.0191 0.5810 0.5398 0.074 Uiso 1 1 calc R . . C10 C 0.1331(6) 0.46112(15) 0.9351(4) 0.0472(10) Uani 1 1 d . . . H10A H 0.2498 0.4440 0.9420 0.071 Uiso 1 1 calc R . . H10B H 0.0338 0.4362 0.9092 0.071 Uiso 1 1 calc R . . H10C H 0.1320 0.4748 1.0077 0.071 Uiso 1 1 calc R . . C11 C 0.6288(5) 0.73188(14) 1.0832(3) 0.0357(8) Uani 1 1 d . . . C12 C 0.7069(5) 0.71152(16) 1.1891(3) 0.0419(9) Uani 1 1 d . . . H12 H 0.7835 0.7294 1.2510 0.050 Uiso 1 1 calc R . . C13 C 0.6515(5) 0.65918(15) 1.1881(3) 0.0369(8) Uani 1 1 d . . . C14 C 0.6384(6) 0.78641(16) 1.0422(4) 0.0517(11) Uani 1 1 d . . . H14A H 0.7003 0.7863 0.9839 0.078 Uiso 1 1 calc R . . H14B H 0.7062 0.8081 1.1042 0.078 Uiso 1 1 calc R . . H14C H 0.5148 0.8001 1.0119 0.078 Uiso 1 1 calc R . . C15 C 0.6989(6) 0.62141(17) 1.2852(3) 0.0488(10) Uani 1 1 d . . . H15A H 0.5967 0.6190 1.3172 0.073 Uiso 1 1 calc R . . H15B H 0.8074 0.6336 1.3422 0.073 Uiso 1 1 calc R . . H15C H 0.7231 0.5874 1.2587 0.073 Uiso 1 1 calc R . . C16 C 0.4369(5) 0.50471(15) 1.1887(3) 0.0394(9) Uani 1 1 d . . . C17 C 0.1911(5) 0.35850(15) 1.1388(3) 0.0381(9) Uani 1 1 d . . . C18 C -0.1689(5) 0.35321(14) 0.7988(3) 0.0380(9) Uani 1 1 d . . . C19 C -0.0576(5) 0.25757(15) 0.5593(3) 0.0364(8) Uani 1 1 d . . . C20 C -0.4225(5) 0.42521(14) 0.4351(3) 0.0376(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0349(3) 0.0287(3) 0.0285(3) 0.00699(17) 0.00348(19) -0.00061(17) Cu2 0.0436(3) 0.0391(3) 0.0366(3) 0.0113(2) 0.0063(2) 0.0033(2) Cu3 0.0434(3) 0.0411(3) 0.0343(3) 0.0020(2) 0.0084(2) 0.0007(2) Cu4 0.0436(3) 0.0409(3) 0.0330(3) 0.00515(19) 0.0028(2) -0.0010(2) N1 0.0300(15) 0.0286(15) 0.0263(14) 0.0027(11) 0.0059(12) 0.0013(12) N2 0.0350(16) 0.0333(16) 0.0299(15) 0.0009(12) 0.0093(13) 0.0009(13) N3 0.0402(16) 0.0275(16) 0.0273(15) 0.0039(12) 0.0092(13) 0.0020(12) N4 0.0315(15) 0.0282(16) 0.0317(16) 0.0021(12) 0.0069(13) 0.0004(12) N5 0.0356(16) 0.0292(16) 0.0303(16) 0.0037(12) 0.0072(13) 0.0020(12) N6 0.0463(19) 0.0388(19) 0.0404(18) 0.0061(15) 0.0055(15) -0.0037(15) N7 0.051(2) 0.042(2) 0.046(2) 0.0039(16) 0.0077(17) 0.0043(17) N8 0.054(2) 0.048(2) 0.037(2) 0.0085(16) 0.0023(16) -0.0071(16) N9 0.050(2) 0.049(2) 0.0322(18) -0.0001(15) 0.0029(15) 0.0030(16) N10 0.058(2) 0.048(2) 0.050(2) 0.0007(17) 0.0127(19) 0.0042(17) C1 0.0304(18) 0.0295(18) 0.0279(17) 0.0030(14) 0.0091(15) 0.0022(14) C2 0.046(2) 0.030(2) 0.035(2) 0.0054(15) 0.0111(17) -0.0001(16) C3 0.055(2) 0.036(2) 0.032(2) 0.0116(16) 0.0090(18) 0.0040(18) C4 0.047(2) 0.040(2) 0.0268(18) 0.0040(15) 0.0039(17) 0.0010(17) C5 0.0326(18) 0.0301(18) 0.0280(18) -0.0009(14) 0.0099(15) 0.0021(14) C6 0.0328(19) 0.043(2) 0.0309(19) -0.0066(16) 0.0080(16) -0.0006(16) C7 0.039(2) 0.040(2) 0.044(2) -0.0095(17) 0.0107(18) -0.0051(17) C8 0.041(2) 0.0294(19) 0.042(2) -0.0036(16) 0.0170(18) -0.0006(15) C9 0.046(2) 0.060(3) 0.035(2) 0.0008(19) -0.0009(18) -0.005(2) C10 0.056(3) 0.033(2) 0.053(3) -0.0004(18) 0.016(2) -0.0047(18) C11 0.0294(18) 0.035(2) 0.040(2) -0.0044(16) 0.0055(16) -0.0005(15) C12 0.036(2) 0.046(2) 0.037(2) -0.0077(17) -0.0004(17) 0.0015(17) C13 0.0340(19) 0.042(2) 0.0303(19) -0.0004(16) 0.0028(16) 0.0039(16) C14 0.056(3) 0.032(2) 0.059(3) -0.0010(19) 0.004(2) -0.0113(19) C15 0.054(3) 0.050(3) 0.032(2) 0.0047(18) -0.0026(19) -0.001(2) C16 0.040(2) 0.037(2) 0.036(2) 0.0057(17) 0.0037(17) -0.0019(16) C17 0.041(2) 0.037(2) 0.034(2) 0.0025(16) 0.0066(17) 0.0033(17) C18 0.042(2) 0.031(2) 0.040(2) 0.0039(16) 0.0091(18) 0.0035(16) C19 0.038(2) 0.040(2) 0.0255(18) -0.0019(15) -0.0003(15) 0.0007(17) C20 0.044(2) 0.0313(19) 0.0321(19) 0.0110(16) 0.0016(17) 0.0027(16) _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 N6 1.903(3) . ? Cu1 N1 1.932(3) . ? Cu1 N5 2.002(3) . ? Cu1 N3 2.013(3) . ? Cu2 C16 1.895(4) . ? Cu2 C20 1.901(4) 1_656 ? Cu2 N7 1.993(4) . ? Cu3 C17 1.899(4) . ? Cu3 C19 1.912(4) 4_566 ? Cu3 N8 1.998(3) . ? Cu4 C18 1.885(4) . ? Cu4 N10 1.919(4) . ? Cu4 N9 2.014(4) . ? N1 C5 1.334(4) . ? N1 C1 1.340(4) . ? N2 C6 1.369(5) . ? N2 N3 1.389(4) . ? N2 C5 1.401(5) . ? N3 C8 1.325(5) . ? N4 C11 1.370(5) . ? N4 N5 1.380(4) . ? N4 C1 1.402(5) . ? N5 C13 1.328(5) . ? N6 C16 1.156(5) . ? N7 C17 1.151(5) . ? N8 C18 1.152(5) . ? N9 C19 1.147(5) . ? N10 C20 1.149(5) . ? C1 C2 1.376(5) . ? C2 C3 1.371(5) . ? C2 H2 0.9300 . ? C3 C4 1.386(5) . ? C3 H3 0.9300 . ? C4 C5 1.373(5) . ? C4 H4 0.9300 . ? C6 C7 1.354(6) . ? C6 C9 1.500(5) . ? C7 C8 1.398(5) . ? C7 H7 0.9300 . ? C8 C10 1.479(5) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.366(5) . ? C11 C14 1.484(5) . ? C12 C13 1.393(6) . ? C12 H12 0.9300 . ? C13 C15 1.493(5) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C19 Cu3 1.912(4) 4_565 ? C20 Cu2 1.901(4) 1_454 ? 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 N6 Cu1 N1 176.75(14) . . ? N6 Cu1 N5 100.36(13) . . ? N1 Cu1 N5 79.56(12) . . ? N6 Cu1 N3 100.40(13) . . ? N1 Cu1 N3 79.30(12) . . ? N5 Cu1 N3 158.02(12) . . ? C16 Cu2 C20 137.74(16) . 1_656 ? C16 Cu2 N7 110.07(15) . . ? C20 Cu2 N7 112.07(15) 1_656 . ? C17 Cu3 C19 131.82(15) . 4_566 ? C17 Cu3 N8 115.01(15) . . ? C19 Cu3 N8 113.12(15) 4_566 . ? C18 Cu4 N10 139.46(16) . . ? C18 Cu4 N9 110.73(15) . . ? N10 Cu4 N9 109.71(15) . . ? C5 N1 C1 120.7(3) . . ? C5 N1 Cu1 119.9(2) . . ? C1 N1 Cu1 119.2(2) . . ? C6 N2 N3 110.1(3) . . ? C6 N2 C5 133.5(3) . . ? N3 N2 C5 116.4(3) . . ? C8 N3 N2 106.1(3) . . ? C8 N3 Cu1 141.5(2) . . ? N2 N3 Cu1 112.3(2) . . ? C11 N4 N5 110.9(3) . . ? C11 N4 C1 132.8(3) . . ? N5 N4 C1 116.3(3) . . ? C13 N5 N4 105.8(3) . . ? C13 N5 Cu1 140.6(3) . . ? N4 N5 Cu1 112.4(2) . . ? C16 N6 Cu1 176.5(3) . . ? C17 N7 Cu2 171.7(3) . . ? C18 N8 Cu3 153.8(3) . . ? C19 N9 Cu4 164.5(3) . . ? C20 N10 Cu4 168.2(4) . . ? N1 C1 C2 121.2(3) . . ? N1 C1 N4 111.8(3) . . ? C2 C1 N4 127.0(3) . . ? C1 C2 C3 117.7(3) . . ? C1 C2 H2 121.2 . . ? C3 C2 H2 121.2 . . ? C2 C3 C4 121.6(3) . . ? C2 C3 H3 119.2 . . ? C4 C3 H3 119.2 . . ? C5 C4 C3 117.2(3) . . ? C5 C4 H4 121.4 . . ? C3 C4 H4 121.4 . . ? N1 C5 C4 121.6(3) . . ? N1 C5 N2 111.9(3) . . ? C4 C5 N2 126.5(3) . . ? C7 C6 N2 106.2(3) . . ? C7 C6 C9 128.7(4) . . ? N2 C6 C9 125.1(3) . . ? C6 C7 C8 108.1(3) . . ? C6 C7 H7 126.0 . . ? C8 C7 H7 126.0 . . ? N3 C8 C7 109.5(3) . . ? N3 C8 C10 123.1(3) . . ? C7 C8 C10 127.4(4) . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N4 C11 C12 105.4(3) . . ? N4 C11 C14 125.6(3) . . ? C12 C11 C14 128.9(4) . . ? C11 C12 C13 107.9(3) . . ? C11 C12 H12 126.0 . . ? C13 C12 H12 126.0 . . ? N5 C13 C12 109.9(3) . . ? N5 C13 C15 122.9(4) . . ? C12 C13 C15 127.2(3) . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N6 C16 Cu2 172.6(3) . . ? N7 C17 Cu3 177.2(4) . . ? N8 C18 Cu4 174.7(4) . . ? N9 C19 Cu3 174.3(4) . 4_565 ? N10 C20 Cu2 169.4(4) . 1_454 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.446 _refine_diff_density_min -0.547 _refine_diff_density_rms 0.082 #===END