# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1706 #============================================================================== # MS BOO4OO1K data_global _publ_contact_author_name 'Prof. Ren-Gen Xiong' _publ_contact_author_address ; Prof. Ren-Gen Xiong Coordination Chemistry Institue Nanjing University, Nanjing 210093, P. R. China ; _publ_contact_author_email 'xyz@netra.nju.edu.cn' _publ_contact_author_fax '86-25-3317761' _publ_contact_author_phone '86-25-3594724' _publ_requested_journal 'Chem. Commun.' _publ_section_title ; Highly Stable Copper(I)-Olefin Coordination Polymer with Strong Red Fluorescent Emission ; _publ_section_references ; Allen, F.H., Kennard, O., Watson, D.G., Brammer, L., Orpen, A.G. & Taylor, R. (1987). Chem. Soc. Perkin Trans. II, S1-S19. Nardelli, M. (1995). J. Appl. Cryst. 28, 659. Orpen, A.G., Brammer, L., Allen, F.H., Kennard, O., Watson, D.G. & Taylor, R. (1989). J. Chem. Soc. Dalton Trans., S1-S83. Siemens (1996). SMART and SAINT. Area Detector Control and Integration Software. Siemens Analytical X-Ray Systems, Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1996). SADABS. Program for Empirical Absorption Correction of Area Detector Data, University of G\"ottingen, Germany. Sheldrick, G.M. (1997). SHELXTL V5.1 Software Reference Manual, Bruker AXS, Inc., Madison, Wisconsin, USA. Spek, A.L. (1990). Acta Cryst. A46, C-34. ; _publ_section_exptl_refinement ; The data collection covered over a hemisphere of reciprocal space by a combination of three sets of exposures; each set had a different \f angle (0, 88 and 180\%) for the crystal and each exposure of 10s covered 0.3\% in \w. The crystal-to-detector distance was 4 cm and the detector swing angle was -35\%. Coverage of the unique set is over 99% complete. Crystal decay was monitored by repeating fifty initial frames at the end of data collection and analysing the duplicate reflections, and was found to be negligible. ; #============================================================================ data_Cu(2,2'-bpy)(HPYA)BF~4~ #(1) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H15 B Cu F4 N3 O2' _chemical_formula_weight 455.68 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' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 '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' _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 7.425(2) _cell_length_b 10.493(3) _cell_length_c 12.277(3) _cell_angle_alpha 108.12(3) _cell_angle_beta 91.82(3) _cell_angle_gamma 94.31(3) _cell_volume 905.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8.90 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.672 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 1.267 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7438 _exptl_absorpt_correction_T_max 0.9211 _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 CAD4 _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 3444 _diffrn_reflns_av_R_equivalents 0.0220 _diffrn_reflns_av_sigmaI/netI 0.0491 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 24.97 _reflns_number_total 3174 _reflns_number_gt 2351 _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^)+(0.1000P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3174 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0755 _refine_ls_R_factor_gt 0.0441 _refine_ls_wR_factor_ref 0.1353 _refine_ls_wR_factor_gt 0.1179 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.976 _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 0.05990(7) 0.86781(5) 0.19586(4) 0.0298(2) Uani 1 1 d . . . N3 N -0.2133(4) 0.8762(3) 0.1826(3) 0.0294(8) Uani 1 1 d . . . C18 C -1.0459(6) 0.7535(5) -0.0453(4) 0.0355(10) Uani 1 1 d . . . C17 C -0.7644(5) 0.8644(4) 0.0678(4) 0.0298(9) Uani 1 1 d . . . N2 N 0.1691(5) 1.0151(4) 0.3332(3) 0.0308(8) Uani 1 1 d . . . N1 N 0.0981(5) 0.7556(4) 0.3081(3) 0.0336(8) Uani 1 1 d . . . O2 O -1.1483(5) 0.6373(4) -0.0701(3) 0.0486(10) Uani 1 1 d . . . C16 C -0.3267(6) 0.7646(5) 0.1643(4) 0.0339(10) Uani 1 1 d . . . O1 O -1.0775(5) 0.8442(3) -0.0806(3) 0.0481(9) Uani 1 1 d . . . C15 C 0.2096(6) 0.9780(4) 0.4255(4) 0.0331(9) Uani 1 1 d . . . C14 C -0.5778(5) 0.8676(4) 0.1142(3) 0.0288(9) Uani 1 1 d . . . C13 C -0.8867(6) 0.7544(5) 0.0324(3) 0.0312(9) Uani 1 1 d . . . C12 C -0.4639(6) 0.9853(4) 0.1380(4) 0.0313(9) Uani 1 1 d . . . C11 C -0.5051(6) 0.7560(4) 0.1297(4) 0.0340(10) Uani 1 1 d . . . C10 C 0.2078(7) 1.1442(5) 0.3395(4) 0.0437(11) Uani 1 1 d . . . C9 C -0.2849(6) 0.9860(4) 0.1711(4) 0.0322(9) Uani 1 1 d . . . C8 C 0.1701(6) 0.8317(5) 0.4118(4) 0.0348(10) Uani 1 1 d . . . C7 C 0.0612(7) 0.6234(5) 0.2886(5) 0.0434(11) Uani 1 1 d . . . C6 C 0.2876(7) 1.0702(5) 0.5257(4) 0.0466(12) Uani 1 1 d . . . C5 C 0.1737(8) 0.6381(6) 0.4729(6) 0.0604(15) Uani 1 1 d . . . C4 C 0.2874(7) 1.2403(5) 0.4362(4) 0.0479(12) Uani 1 1 d . . . C3 C 0.3248(7) 1.2020(5) 0.5320(4) 0.0511(13) Uani 1 1 d . . . C2 C 0.2102(7) 0.7753(6) 0.4962(5) 0.0487(12) Uani 1 1 d . . . C1 C 0.0993(8) 0.5625(6) 0.3688(5) 0.0554(14) Uani 1 1 d . . . B1 B 0.4017(8) 0.6008(6) 0.7670(6) 0.0492(14) Uani 1 1 d . . . F3 F 0.5598(6) 0.6773(5) 0.8071(5) 0.1161(18) Uani 1 1 d . . . F2 F 0.4102(8) 0.5114(5) 0.6623(4) 0.1285(19) Uani 1 1 d . . . F1 F 0.2782(7) 0.6894(5) 0.7599(5) 0.1200(18) Uani 1 1 d . . . F4 F 0.3451(9) 0.5421(5) 0.8446(5) 0.145(2) Uani 1 1 d . . . H3 H -0.576(6) 0.673(5) 0.118(4) 0.043(13) Uiso 1 1 d . . . H5 H -0.274(6) 0.690(5) 0.170(4) 0.031(11) Uiso 1 1 d . . . H4 H -0.501(7) 1.071(5) 0.129(4) 0.051(14) Uiso 1 1 d . . . H2 H -0.792(6) 0.933(5) 0.051(4) 0.039(13) Uiso 1 1 d . . . H10 H 0.308(8) 1.049(5) 0.586(5) 0.054(16) Uiso 1 1 d . . . H12 H 0.074(6) 0.476(5) 0.353(4) 0.039(13) Uiso 1 1 d . . . H6 H -0.203(7) 1.063(5) 0.180(4) 0.040(13) Uiso 1 1 d . . . H1 H -0.863(6) 0.678(4) 0.045(4) 0.028(11) Uiso 1 1 d . . . H9 H 0.380(8) 1.274(6) 0.610(5) 0.072(18) Uiso 1 1 d . . . H8 H 0.320(7) 1.336(6) 0.420(5) 0.056(15) Uiso 1 1 d . . . H7 H 0.185(6) 1.160(5) 0.271(4) 0.038(13) Uiso 1 1 d . . . H15 H 0.244(6) 0.835(5) 0.574(5) 0.043(13) Uiso 1 1 d . . . H H -1.221(7) 0.643(6) -0.098(5) 0.038(18) Uiso 1 1 d . . . H16 H 0.197(9) 0.602(6) 0.531(6) 0.08(2) Uiso 1 1 d . . . H14 H 0.024(8) 0.577(6) 0.217(6) 0.067(19) Uiso 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 0.0248(3) 0.0353(3) 0.0264(3) 0.0066(2) -0.00309(18) 0.0003(2) N3 0.0248(17) 0.0344(19) 0.0284(18) 0.0088(15) 0.0015(14) 0.0036(15) C18 0.028(2) 0.041(3) 0.028(2) -0.0004(19) -0.0022(18) 0.0038(19) C17 0.027(2) 0.033(2) 0.031(2) 0.0106(18) 0.0033(17) 0.0066(18) N2 0.0280(18) 0.0351(19) 0.0277(18) 0.0082(15) -0.0020(14) 0.0028(15) N1 0.0329(19) 0.036(2) 0.0315(19) 0.0104(16) -0.0027(15) 0.0042(16) O2 0.040(2) 0.048(2) 0.048(2) 0.0051(17) -0.0156(18) -0.0028(17) C16 0.030(2) 0.035(2) 0.039(2) 0.013(2) 0.0008(18) 0.0070(19) O1 0.049(2) 0.051(2) 0.048(2) 0.0225(17) -0.0170(16) 0.0039(16) C15 0.028(2) 0.044(3) 0.025(2) 0.0079(18) 0.0018(17) 0.0009(19) C14 0.024(2) 0.036(2) 0.027(2) 0.0095(17) 0.0044(16) 0.0045(17) C13 0.029(2) 0.035(2) 0.027(2) 0.0057(18) -0.0007(17) 0.0052(18) C12 0.028(2) 0.035(2) 0.034(2) 0.0132(19) 0.0042(18) 0.0063(18) C11 0.027(2) 0.032(2) 0.043(2) 0.0123(19) -0.0009(19) -0.0012(18) C10 0.049(3) 0.039(3) 0.040(3) 0.009(2) -0.004(2) -0.003(2) C9 0.030(2) 0.035(2) 0.031(2) 0.0102(19) 0.0004(17) -0.0017(19) C8 0.025(2) 0.049(3) 0.032(2) 0.014(2) 0.0008(17) 0.0036(19) C7 0.047(3) 0.041(3) 0.043(3) 0.015(2) -0.002(2) 0.004(2) C6 0.055(3) 0.050(3) 0.028(2) 0.006(2) -0.006(2) 0.000(2) C5 0.066(4) 0.067(4) 0.062(4) 0.042(3) -0.009(3) -0.001(3) C4 0.051(3) 0.035(3) 0.048(3) 0.001(2) -0.001(2) -0.002(2) C3 0.053(3) 0.050(3) 0.040(3) 0.001(2) -0.004(2) -0.001(3) C2 0.047(3) 0.063(3) 0.039(3) 0.024(3) -0.005(2) -0.003(2) C1 0.058(3) 0.044(3) 0.071(4) 0.029(3) -0.001(3) 0.005(3) B1 0.051(3) 0.032(3) 0.059(4) 0.011(3) -0.016(3) -0.006(3) F3 0.079(3) 0.107(3) 0.161(5) 0.057(3) -0.062(3) -0.036(2) F2 0.165(5) 0.091(3) 0.092(3) -0.028(3) -0.018(3) 0.037(3) F1 0.123(4) 0.090(3) 0.131(4) 0.009(3) -0.033(3) 0.038(3) F4 0.211(7) 0.101(4) 0.136(5) 0.063(4) 0.023(4) -0.028(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 Cu1 N2 1.998(4) . ? Cu1 N3 2.041(3) . ? Cu1 C13 2.058(4) 1_655 ? Cu1 C17 2.068(4) 1_655 ? Cu1 N1 2.097(4) . ? N3 C16 1.344(6) . ? N3 C9 1.348(5) . ? C18 O1 1.197(6) . ? C18 O2 1.331(6) . ? C18 C13 1.493(6) . ? C17 C13 1.361(6) . ? C17 C14 1.475(6) . ? C17 Cu1 2.068(4) 1_455 ? C17 H2 0.84(5) . ? N2 C10 1.341(6) . ? N2 C15 1.341(6) . ? N1 C7 1.338(6) . ? N1 C8 1.343(6) . ? O2 H 0.65(5) . ? C16 C11 1.366(6) . ? C16 H5 0.92(5) . ? C15 C6 1.383(6) . ? C15 C8 1.496(6) . ? C14 C11 1.388(6) . ? C14 C12 1.389(6) . ? C13 Cu1 2.058(4) 1_455 ? C13 H1 0.89(4) . ? C12 C9 1.376(6) . ? C12 H4 1.00(5) . ? C11 H3 0.95(5) . ? C10 C4 1.378(7) . ? C10 H7 0.92(5) . ? C9 H6 0.95(5) . ? C8 C2 1.378(7) . ? C7 C1 1.364(7) . ? C7 H14 0.88(6) . ? C6 C3 1.368(8) . ? C6 H10 0.85(6) . ? C5 C1 1.351(9) . ? C5 C2 1.382(8) . ? C5 H16 0.92(7) . ? C4 C3 1.383(8) . ? C4 H8 1.10(5) . ? C3 H9 1.07(6) . ? C2 H15 0.98(5) . ? C1 H12 0.87(5) . ? B1 F4 1.348(8) . ? B1 F2 1.342(8) . ? B1 F3 1.357(7) . ? B1 F1 1.373(7) . ? 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 N2 Cu1 N3 110.22(14) . . ? N2 Cu1 C13 142.34(16) . 1_655 ? N3 Cu1 C13 102.36(15) . 1_655 ? N2 Cu1 C17 104.76(16) . 1_655 ? N3 Cu1 C17 125.66(15) . 1_655 ? C13 Cu1 C17 38.52(17) 1_655 1_655 ? N2 Cu1 N1 80.71(14) . . ? N3 Cu1 N1 104.79(14) . . ? C13 Cu1 N1 109.10(17) 1_655 . ? C17 Cu1 N1 121.11(16) 1_655 . ? C16 N3 C9 117.0(4) . . ? C16 N3 Cu1 120.6(3) . . ? C9 N3 Cu1 121.4(3) . . ? O1 C18 O2 124.6(4) . . ? O1 C18 C13 125.0(4) . . ? O2 C18 C13 110.5(4) . . ? C13 C17 C14 125.9(4) . . ? C13 C17 Cu1 70.3(2) . 1_455 ? C14 C17 Cu1 108.7(3) . 1_455 ? C13 C17 H2 116(3) . . ? C14 C17 H2 117(3) . . ? Cu1 C17 H2 100(3) 1_455 . ? C10 N2 C15 118.4(4) . . ? C10 N2 Cu1 126.0(3) . . ? C15 N2 Cu1 115.6(3) . . ? C7 N1 C8 118.7(4) . . ? C7 N1 Cu1 128.7(3) . . ? C8 N1 Cu1 112.7(3) . . ? C18 O2 H 107(5) . . ? N3 C16 C11 123.5(4) . . ? N3 C16 H5 116(3) . . ? C11 C16 H5 121(3) . . ? N2 C15 C6 121.2(4) . . ? N2 C15 C8 115.9(4) . . ? C6 C15 C8 122.8(4) . . ? C11 C14 C12 117.4(4) . . ? C11 C14 C17 123.3(4) . . ? C12 C14 C17 119.2(4) . . ? C17 C13 C18 119.7(4) . . ? C17 C13 Cu1 71.1(2) . 1_455 ? C18 C13 Cu1 107.6(3) . 1_455 ? C17 C13 H1 120(3) . . ? C18 C13 H1 119(3) . . ? Cu1 C13 H1 100(3) 1_455 . ? C9 C12 C14 119.7(4) . . ? C9 C12 H4 116(3) . . ? C14 C12 H4 124(3) . . ? C16 C11 C14 119.6(4) . . ? C16 C11 H3 118(3) . . ? C14 C11 H3 122(3) . . ? N2 C10 C4 123.1(5) . . ? N2 C10 H7 113(3) . . ? C4 C10 H7 123(3) . . ? N3 C9 C12 122.7(4) . . ? N3 C9 H6 116(3) . . ? C12 C9 H6 121(3) . . ? N1 C8 C2 121.2(5) . . ? N1 C8 C15 115.1(4) . . ? C2 C8 C15 123.6(4) . . ? N1 C7 C1 122.4(5) . . ? N1 C7 H14 115(4) . . ? C1 C7 H14 122(4) . . ? C3 C6 C15 120.1(5) . . ? C3 C6 H10 118(4) . . ? C15 C6 H10 122(4) . . ? C1 C5 C2 119.6(5) . . ? C1 C5 H16 122(4) . . ? C2 C5 H16 118(4) . . ? C10 C4 C3 118.2(5) . . ? C10 C4 H8 111(3) . . ? C3 C4 H8 131(3) . . ? C6 C3 C4 119.0(5) . . ? C6 C3 H9 120(3) . . ? C4 C3 H9 121(3) . . ? C5 C2 C8 118.8(5) . . ? C5 C2 H15 122(3) . . ? C8 C2 H15 119(3) . . ? C5 C1 C7 119.2(5) . . ? C5 C1 H12 121(3) . . ? C7 C1 H12 120(3) . . ? F4 B1 F2 112.3(5) . . ? F4 B1 F3 109.5(6) . . ? F2 B1 F3 113.3(6) . . ? F4 B1 F1 107.3(6) . . ? F2 B1 F1 108.4(5) . . ? F3 B1 F1 105.7(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.588 _refine_diff_density_min -0.393 _refine_diff_density_rms 0.085 #==========================================================END