# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_complex4 _database_code_depnum_ccdc_archive 'CCDC 894293' #TrackingRef 'all3.cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 4-(2-imidazolyl)-pyridine, silver(I) ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; (C8 H6 N3) Ag ; _chemical_formula_sum 'C8 H6 Ag N3' _chemical_formula_weight 252.03 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' Ag Ag -0.8971 1.1015 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.4496(5) _cell_length_b 13.5953(11) _cell_length_c 8.6168(6) _cell_angle_alpha 90.00 _cell_angle_beta 94.244(3) _cell_angle_gamma 90.00 _cell_volume 753.49(10) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 2616 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 32.44 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.222 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 2.609 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5976 _exptl_absorpt_correction_T_max 0.9028 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 7600 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0302 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 32.72 _reflns_number_total 2502 _reflns_number_gt 2115 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0150P)^2^+2.5000P] 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 2502 _refine_ls_number_parameters 109 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0401 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0712 _refine_ls_wR_factor_gt 0.0686 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _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 Ag1 Ag 0.82422(3) 0.543624(18) 0.26664(3) 0.01774(7) Uani 1 1 d . . . N11 N 0.4958(4) 0.51632(19) 0.2565(3) 0.0150(5) Uani 1 1 d . . . C12 C 0.3288(4) 0.5525(2) 0.3219(4) 0.0141(5) Uani 1 1 d . . . N13 N 0.1504(4) 0.5090(2) 0.2695(3) 0.0167(5) Uani 1 1 d . . . C14 C 0.2072(5) 0.4400(2) 0.1641(4) 0.0187(6) Uani 1 1 d . . . H14 H 0.1155 0.3964 0.1066 0.022 Uiso 1 1 calc R . . C15 C 0.4193(5) 0.4445(2) 0.1559(4) 0.0170(6) Uani 1 1 d . . . H15 H 0.4989 0.4047 0.0918 0.020 Uiso 1 1 calc R . . N21 N 0.3496(4) 0.7812(2) 0.6682(3) 0.0181(5) Uani 1 1 d . . . C22 C 0.5203(5) 0.7537(2) 0.5991(4) 0.0179(6) Uani 1 1 d . . . H22 H 0.6474 0.7861 0.6292 0.021 Uiso 1 1 calc R . . C23 C 0.5226(5) 0.6810(2) 0.4868(4) 0.0159(6) Uani 1 1 d . . . H23 H 0.6481 0.6655 0.4409 0.019 Uiso 1 1 calc R . . C24 C 0.3388(4) 0.6303(2) 0.4410(3) 0.0137(5) Uani 1 1 d . . . C25 C 0.1627(5) 0.6574(2) 0.5159(4) 0.0181(6) Uani 1 1 d . . . H25 H 0.0346 0.6243 0.4918 0.022 Uiso 1 1 calc R . . C26 C 0.1742(5) 0.7322(3) 0.6251(4) 0.0198(6) Uani 1 1 d . . . H26 H 0.0509 0.7497 0.6723 0.024 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 Ag1 0.00967(10) 0.02309(13) 0.02060(12) -0.00231(10) 0.00210(7) -0.00019(9) N11 0.0132(11) 0.0173(12) 0.0150(11) -0.0004(9) 0.0030(9) -0.0027(9) C12 0.0119(11) 0.0133(13) 0.0173(13) 0.0028(10) 0.0019(10) -0.0006(10) N13 0.0114(11) 0.0186(12) 0.0204(13) -0.0032(10) 0.0028(10) 0.0006(9) C14 0.0152(13) 0.0190(15) 0.0220(15) -0.0057(12) 0.0022(11) -0.0014(11) C15 0.0145(12) 0.0197(15) 0.0171(14) -0.0023(11) 0.0026(11) 0.0007(11) N21 0.0170(12) 0.0175(12) 0.0198(13) -0.0034(10) 0.0015(10) 0.0011(10) C22 0.0150(13) 0.0186(14) 0.0202(14) -0.0014(12) 0.0012(11) -0.0014(11) C23 0.0125(12) 0.0181(15) 0.0172(14) -0.0007(11) 0.0015(11) 0.0000(11) C24 0.0113(11) 0.0162(13) 0.0134(12) 0.0031(11) 0.0003(10) 0.0021(10) C25 0.0127(12) 0.0222(15) 0.0196(14) -0.0041(12) 0.0019(11) -0.0023(11) C26 0.0138(13) 0.0261(16) 0.0203(15) -0.0025(13) 0.0055(11) 0.0016(12) _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 Ag1 N11 2.146(3) . ? Ag1 N13 2.154(3) 1_655 ? Ag1 N21 2.537(3) 4_675 ? N11 C12 1.345(4) . ? N11 C15 1.373(4) . ? C12 N13 1.342(4) . ? C12 C24 1.472(4) . ? N13 C14 1.374(4) . ? N13 Ag1 2.154(3) 1_455 ? C14 C15 1.376(4) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? N21 C26 1.342(4) . ? N21 C22 1.343(4) . ? N21 Ag1 2.537(3) 4_576 ? C22 C23 1.384(4) . ? C22 H22 0.9500 . ? C23 C24 1.402(4) . ? C23 H23 0.9500 . ? C24 C25 1.396(4) . ? C25 C26 1.384(5) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? 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 Ag1 N13 157.35(10) . 1_655 ? N11 Ag1 N21 103.69(9) . 4_675 ? N13 Ag1 N21 97.00(10) 1_655 4_675 ? C12 N11 C15 105.3(2) . . ? C12 N11 Ag1 137.6(2) . . ? C15 N11 Ag1 117.1(2) . . ? N13 C12 N11 113.0(3) . . ? N13 C12 C24 122.9(3) . . ? N11 C12 C24 124.0(3) . . ? C12 N13 C14 105.1(3) . . ? C12 N13 Ag1 136.0(2) . 1_455 ? C14 N13 Ag1 116.7(2) . 1_455 ? N13 C14 C15 108.6(3) . . ? N13 C14 H14 125.7 . . ? C15 C14 H14 125.7 . . ? N11 C15 C14 108.1(3) . . ? N11 C15 H15 125.9 . . ? C14 C15 H15 125.9 . . ? C26 N21 C22 116.1(3) . . ? C26 N21 Ag1 119.0(2) . 4_576 ? C22 N21 Ag1 119.0(2) . 4_576 ? N21 C22 C23 124.1(3) . . ? N21 C22 H22 117.9 . . ? C23 C22 H22 117.9 . . ? C22 C23 C24 119.6(3) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C25 C24 C23 116.1(3) . . ? C25 C24 C12 121.1(3) . . ? C23 C24 C12 122.8(3) . . ? C26 C25 C24 120.2(3) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? N21 C26 C25 123.7(3) . . ? N21 C26 H26 118.1 . . ? C25 C26 H26 118.1 . . ? 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 N13 Ag1 N11 C12 142.3(3) 1_655 . . . ? N21 Ag1 N11 C12 -62.3(3) 4_675 . . . ? N13 Ag1 N11 C15 -39.5(4) 1_655 . . . ? N21 Ag1 N11 C15 115.9(2) 4_675 . . . ? C15 N11 C12 N13 -0.2(4) . . . . ? Ag1 N11 C12 N13 178.1(2) . . . . ? C15 N11 C12 C24 178.5(3) . . . . ? Ag1 N11 C12 C24 -3.1(5) . . . . ? N11 C12 N13 C14 0.3(4) . . . . ? C24 C12 N13 C14 -178.5(3) . . . . ? N11 C12 N13 Ag1 -161.3(2) . . . 1_455 ? C24 C12 N13 Ag1 19.9(5) . . . 1_455 ? C12 N13 C14 C15 -0.2(4) . . . . ? Ag1 N13 C14 C15 165.6(2) 1_455 . . . ? C12 N11 C15 C14 0.1(4) . . . . ? Ag1 N11 C15 C14 -178.7(2) . . . . ? N13 C14 C15 N11 0.1(4) . . . . ? C26 N21 C22 C23 1.5(5) . . . . ? Ag1 N21 C22 C23 -151.5(3) 4_576 . . . ? N21 C22 C23 C24 -1.0(5) . . . . ? C22 C23 C24 C25 -0.7(4) . . . . ? C22 C23 C24 C12 179.7(3) . . . . ? N13 C12 C24 C25 5.5(5) . . . . ? N11 C12 C24 C25 -173.2(3) . . . . ? N13 C12 C24 C23 -174.9(3) . . . . ? N11 C12 C24 C23 6.4(5) . . . . ? C23 C24 C25 C26 1.8(5) . . . . ? C12 C24 C25 C26 -178.6(3) . . . . ? C22 N21 C26 C25 -0.3(5) . . . . ? Ag1 N21 C26 C25 152.7(3) 4_576 . . . ? C24 C25 C26 N21 -1.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.902 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.157 _refine_diff_density_min -0.814 _refine_diff_density_rms 0.145 # END