# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. # Attachment 'EuImImH_3_corr.cif' #========================================= # SUBMISSION DETAILS #========================================= _journal_coden_Cambridge 0182 _publ_contact_author ; K. M\"uller-Buschbaum Institut f\"ur Anorganische Chemie der Julius-Maximilians-Universit\"at W\"urzburg Am Hubland D-97074 W\"urzburg ; _publ_contact_author_email k.mueller-buschbaum@uni-wuerzburg.de _publ_section_title ; Homoleptic Imidazolate Frameworks 3D-[Sr1-xEux(Im)2] Hybrid Materials with Efficient and Tuneable Luminescence ; _publ_contact_author_name 'K. Muller-Buschbaum' loop_ _publ_author_name 'Alexander Zurawski' 'Marit Mai' 'Dominik Baumann' 'Claus Feldmann' K.Muller-Buschbaum # Attachment 'EuIm_1_corr.cif' data_EuIm_1_corr _database_code_depnum_ccdc_archive 'CCDC 758602' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Europium-di-imidazolate ; _chemical_name_common Europium-di-imidazolate _chemical_melting_point ? _chemical_formula_moiety '[Eu(C3H3N2)2]' _chemical_formula_sum 'C6 H6 Eu N4' _chemical_formula_weight 286.11 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' Eu Eu -0.1578 3.6682 '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 9.436(3) _cell_length_b 10.408(3) _cell_length_c 7.177(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.05(2) _cell_angle_gamma 90.00 _cell_volume 704.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 2696 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 30.25 _exptl_crystal_description platelet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.696 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 532 _exptl_absorpt_coefficient_mu 8.825 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.2723 _exptl_absorpt_correction_T_max 0.3254 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'STOE IPDS' _diffrn_measurement_method '1.5 deg phi scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3648 _diffrn_reflns_av_R_equivalents 0.0377 _diffrn_reflns_av_sigmaI/netI 0.0448 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 30.25 _reflns_number_total 1030 _reflns_number_gt 905 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE SOFTWARE' _computing_cell_refinement 'STOE SOFTWARE' _computing_data_reduction 'STOE SOFTWARE' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics POVRAY _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^)+(0.0149P)^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 1030 _refine_ls_number_parameters 52 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0267 _refine_ls_R_factor_gt 0.0191 _refine_ls_wR_factor_ref 0.0404 _refine_ls_wR_factor_gt 0.0394 _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_restrained_S_all 0.977 _refine_ls_shift/su_max 0.027 _refine_ls_shift/su_mean 0.002 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 Eu1 Eu 0.5000 0.09744(3) 0.2500 0.00830(7) Uani 1 2 d S . . N1 N 0.3570(4) 0.0896(6) -0.0732(6) 0.0130(8) Uani 1 1 d . . . N2 N 0.1743(5) 0.2218(4) -0.1537(6) 0.0137(9) Uani 1 1 d . . . C1 C 0.3146(5) 0.2000(5) -0.1562(7) 0.0136(10) Uani 1 1 d . . . H1 H 0.3796 0.2580 -0.2122 0.016 Uiso 1 1 calc R . . C2 C 0.1212(5) 0.1166(6) -0.0610(7) 0.0162(11) Uani 1 1 d . . . H2 H 0.0239 0.1019 -0.0351 0.019 Uiso 1 1 calc R . . C3 C 0.2302(5) 0.0362(5) -0.0115(8) 0.0136(11) Uani 1 1 d . . . H3 H 0.2207 -0.0427 0.0539 0.016 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 Eu1 0.00837(10) 0.00751(11) 0.00901(11) 0.000 0.000(4) 0.000 N1 0.0106(16) 0.014(2) 0.0148(18) -0.001(2) -0.001(4) 0.0004(19) N2 0.0149(19) 0.008(2) 0.018(2) 0.0014(19) -0.002(4) 0.0000(16) C1 0.015(2) 0.015(3) 0.011(2) -0.003(2) 0.001(4) -0.0041(19) C2 0.014(2) 0.017(3) 0.017(2) 0.001(2) 0.000(4) 0.0007(19) C3 0.015(2) 0.016(3) 0.009(2) 0.001(3) -0.001(4) -0.0022(17) _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 Eu1 N2 2.593(4) 8_556 ? Eu1 N2 2.593(4) 7 ? Eu1 N1 2.684(4) . ? Eu1 N1 2.684(4) 2_655 ? Eu1 N1 2.688(5) 6_556 ? Eu1 N1 2.688(5) 5_655 ? Eu1 C3 3.225(5) . ? Eu1 C3 3.225(5) 2_655 ? Eu1 Eu1 4.1220(10) 5_655 ? Eu1 Eu1 4.1220(10) 5_656 ? N1 C1 1.355(8) . ? N1 C3 1.392(6) . ? N1 Eu1 2.688(5) 5_655 ? N2 C1 1.343(7) . ? N2 C2 1.376(7) . ? N2 Eu1 2.593(4) 7 ? C1 H1 0.9500 . ? C2 C3 1.373(7) . ? C2 H2 0.9500 . ? C3 H3 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 N2 Eu1 N2 86.9(2) 8_556 7 ? N2 Eu1 N1 124.81(15) 8_556 . ? N2 Eu1 N1 58.22(17) 7 . ? N2 Eu1 N1 58.22(17) 8_556 2_655 ? N2 Eu1 N1 124.81(15) 7 2_655 ? N1 Eu1 N1 176.5(3) . 2_655 ? N2 Eu1 N1 135.93(14) 8_556 6_556 ? N2 Eu1 N1 109.44(14) 7 6_556 ? N1 Eu1 N1 97.68(13) . 6_556 ? N1 Eu1 N1 79.76(15) 2_655 6_556 ? N2 Eu1 N1 109.44(14) 8_556 5_655 ? N2 Eu1 N1 135.93(14) 7 5_655 ? N1 Eu1 N1 79.76(15) . 5_655 ? N1 Eu1 N1 97.68(13) 2_655 5_655 ? N1 Eu1 N1 87.2(2) 6_556 5_655 ? N2 Eu1 C3 143.02(14) 8_556 . ? N2 Eu1 C3 59.21(14) 7 . ? N1 Eu1 C3 25.17(13) . . ? N1 Eu1 C3 153.25(13) 2_655 . ? N1 Eu1 C3 74.64(13) 6_556 . ? N1 Eu1 C3 88.77(13) 5_655 . ? N2 Eu1 C3 59.21(14) 8_556 2_655 ? N2 Eu1 C3 143.02(14) 7 2_655 ? N1 Eu1 C3 153.25(13) . 2_655 ? N1 Eu1 C3 25.17(13) 2_655 2_655 ? N1 Eu1 C3 88.77(13) 6_556 2_655 ? N1 Eu1 C3 74.64(13) 5_655 2_655 ? C3 Eu1 C3 157.20(19) . 2_655 ? N2 Eu1 Eu1 126.07(10) 8_556 5_655 ? N2 Eu1 Eu1 97.21(11) 7 5_655 ? N1 Eu1 Eu1 39.91(11) . 5_655 ? N1 Eu1 Eu1 137.48(12) 2_655 5_655 ? N1 Eu1 Eu1 93.15(10) 6_556 5_655 ? N1 Eu1 Eu1 39.84(8) 5_655 5_655 ? C3 Eu1 Eu1 52.90(10) . 5_655 ? C3 Eu1 Eu1 114.12(10) 2_655 5_655 ? N2 Eu1 Eu1 97.21(11) 8_556 5_656 ? N2 Eu1 Eu1 126.07(10) 7 5_656 ? N1 Eu1 Eu1 137.48(12) . 5_656 ? N1 Eu1 Eu1 39.91(11) 2_655 5_656 ? N1 Eu1 Eu1 39.84(8) 6_556 5_656 ? N1 Eu1 Eu1 93.15(10) 5_655 5_656 ? C3 Eu1 Eu1 114.12(10) . 5_656 ? C3 Eu1 Eu1 52.90(10) 2_655 5_656 ? Eu1 Eu1 Eu1 121.05(2) 5_655 5_656 ? C1 N1 C3 103.0(4) . . ? C1 N1 Eu1 120.1(4) . . ? C3 N1 Eu1 99.7(3) . . ? C1 N1 Eu1 123.7(3) . 5_655 ? C3 N1 Eu1 107.0(4) . 5_655 ? Eu1 N1 Eu1 100.24(15) . 5_655 ? C1 N2 C2 103.4(4) . . ? C1 N2 Eu1 138.1(4) . 7 ? C2 N2 Eu1 118.4(3) . 7 ? N2 C1 N1 115.3(4) . . ? N2 C1 H1 122.3 . . ? N1 C1 H1 122.3 . . ? C3 C2 N2 109.7(4) . . ? C3 C2 H2 125.2 . . ? N2 C2 H2 125.2 . . ? C2 C3 N1 108.6(5) . . ? C2 C3 Eu1 128.4(4) . . ? N1 C3 Eu1 55.1(2) . . ? C2 C3 H3 125.7 . . ? N1 C3 H3 125.7 . . ? Eu1 C3 H3 87.6 . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 30.25 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 1.406 _refine_diff_density_min -0.749 _refine_diff_density_rms 0.202 # Attachment 'SrIm_2.cif' data_Template_SrIm_2.cif _database_code_depnum_ccdc_archive 'CCDC 758603' #TrackingRef 'SrIm_2.cif' ################### # 2. EXPERIMENTAL # ################### _publ_section_exptl_prep ; A powder pattern was recorded on a STOE STADI P Debye-Scherrer X-Ray diffractometer (Mo-Kalpha1 radiation, Ge-111 monochromator, Debye-Scherrer geometry). ; _diffrn_measurement_device_type 'STOE STADI P' _diffrn_radiation_probe x-ray _diffrn_radiation_polarisn_ratio ? _diffrn_ambient_temperature 297 _diffrn_radiation_wavelength 0.70930 _diffrn_radiation_type 'Mo K\a~1~' _diffrn_radiation_monochromator Ge-111 _geom_special_details Debye-Scherrer _cell_measurement_temperature 297(2) _exptl_special_details ; ? ; ########################################## # 3. OVERALL SOLUTION/REFINEMENT DETAILS # ########################################## _refine_special_details ; A Rietveld refinement was performed with the TOPAS package using the fundamental parameters approach as reflection profiles (convolution of appropriate source emission profiles with axial instrument contributions as well as crystallite microstructure effects). Preferred orientation of the crystallites was described with a spherical harmonics function of 4th order. ; _computing_molecular_graphics ? _computing_publication_material 'TOPAS ACADEMIC 4.1' _audit_creation_method 'TOPAS ACADEMIC 4.1 + PLATON' _pd_calc_method 'Rietveld Refinement' _computing_structure_solution none _computing_structure_refinement 'TOPAS ACADEMIC 4.1' _refine_ls_shift/su_mean 0.00 _refine_ls_shift/su_max 0.00 _refine_ls_matrix_type full _refine_ls_number_parameters 76 _refine_ls_number_constraints 4 _refine_ls_number_restraints 6 _refine_ls_hydrogen_treatment noref _refine_ls_goodness_of_fit_all 1.190 _pd_proc_ls_prof_R_factor 0.01935 _pd_proc_ls_prof_wR_factor 0.02449 _pd_proc_ls_prof_R_expected 0.02059 _refine_ls_R_Fsqd_factor 0.01040 # if regions of the data are excluded, the reason(s) are supplied here: _pd_proc_info_excluded_regions ; ? ; ##################### # 4. SAMPLE DETAILS # ##################### _pd_char_colour yellow _pd_char_particle_morphology platelet _chemical_name_systematic ; Strontium-di-imidazolate ; _chemical_name_common Strontium-di-imidazolate _chemical_formula_moiety 'Sr (C3N2H3)2' _chemical_formula_sum 'C6 H6 N4 Sr ' _chemical_formula_weight 221.760 _exptl_crystal_F_000 ? _exptl_crystal_density_diffrn 2.0630 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _cell_special_details ; none ; _exptl_absorpt_coefficient_mu 7.7733 _exptl_absorpt_correction_type cylinder _exptl_absorpt_process_details ; TOPAS: capillary_diameter_mm 0.18 capillary_u_cm_inv !absc 51 '(in 1_on_cm) capillary_parallel_beam ; _pd_meas_number_of_points 4199 _pd_proc_number_of_points 4199 _reflns_number_total 482 _reflns_limit_h_min 0 _reflns_limit_h_max 10 _reflns_limit_k_min 0 _reflns_limit_k_max 11 _reflns_limit_l_min 0 _reflns_limit_l_max 7 _reflns_d_resolution_high 7.0058 _reflns_d_resolution_low 0.9211 ################### # 5. CRYSTAL DATA # ################### # PLATON loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,y,1/2-z 3 -x,-y,-z 4 x,-y,1/2+z 5 1/2+x,1/2+y,z 6 1/2-x,1/2+y,1/2-z 7 1/2-x,1/2-y,-z 8 1/2+x,1/2-y,1/2+z _cell_length_a 9.4371(8) _cell_length_b 10.4565(9) _cell_length_c 7.2353(6) _cell_angle_alpha 90 _cell_angle_beta 89.96(1) _cell_angle_gamma 90 _cell_volume 713.97(10) _cell_formula_units_Z 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 # PLATON loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Sr Sr -1.5307 3.2498 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Sr Sr Uiso 0.50000 0.0945(5) 0.25000 1.000 0.0148(22) . . N1 N Uiso 0.36422 0.08277 -0.08266 1.000 0.028(6) . . N2 N Uiso 0.18780 0.22560 -0.14762 1.000 0.028(6) . . C1 C Uiso 0.32652 0.19741 -0.15708 1.000 0.028(6) . . C2 C Uiso 0.13068 0.12029 -0.05936 1.000 0.028(6) . . C3 C Uiso 0.23587 0.03351 -0.01923 1.000 0.028(6) . . H1 H Uiso 0.39357 0.25396 -0.21206 1.000 0.0127 . . H2 H Uiso 0.03326 0.10935 -0.03049 1.000 0.0127 . . H3 H Uiso 0.22321 -0.04676 0.04163 1.000 0.0127 . . ####################### # 6. BONDS AND ANGLES # ####################### # PLATON loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sr N1 2.7303 . . yes Sr N1 2.7303 . 2_655 yes Sr N1 2.5577 . 3_655 yes Sr N1 2.5577 . 4_555 yes Sr N2 2.6889 . 7_555 yes Sr N2 2.6889 . 8_555 yes N1 C1 1.3615 . . yes N1 C3 1.3936 . . yes N2 C1 1.3436 . . yes N2 C2 1.3822 . . yes C2 C3 1.3761 . . no C1 H1 0.9500 . . no C2 H2 0.9500 . . no C3 H3 0.9600 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Sr N1 174.85 . . 2_655 yes N1 Sr N1 77.61 . . 3_655 yes N1 Sr N1 98.60 . . 4_555 yes N1 Sr N2 58.58 . . 7_555 yes N1 Sr N2 125.74 . . 8_555 yes N1 Sr N1 98.60 2_655 . 3_655 yes N1 Sr N1 77.61 2_655 . 4_555 yes N1 Sr N2 125.74 2_655 . 7_555 yes N1 Sr N2 58.58 2_655 . 8_555 yes N1 Sr N1 87.11 3_655 . 4_555 yes N1 Sr N2 134.97 3_655 . 7_555 yes N1 Sr N2 107.90 3_655 . 8_555 yes N1 Sr N2 107.90 4_555 . 7_555 yes N1 Sr N2 134.97 4_555 . 8_555 yes N2 Sr N2 91.21 7_555 . 8_555 yes Sr N1 C1 115.60 . . . yes Sr N1 C3 97.73 . . . yes Sr N1 Sr 102.39 . . 3_655 yes C1 N1 C3 103.21 . . . yes Sr N1 C1 125.58 3_655 . . yes Sr N1 C3 108.84 3_655 . . yes C1 N2 C2 103.20 . . . yes Sr N2 C1 141.43 7_555 . . yes Sr N2 C2 115.32 7_555 . . yes N1 C1 N2 115.33 . . . yes N2 C2 C3 109.98 . . . yes N1 C3 C2 108.28 . . . yes N1 C1 H1 123.00 . . . no N2 C1 H1 122.00 . . . no N2 C2 H2 125.00 . . . no C3 C2 H2 125.00 . . . no N1 C3 H3 126.00 . . . no C2 C3 H3 126.00 . . . no #End of data_Template #TrackingRef 'SrIm_2.cif' data_EuImImH_3_corr _database_code_depnum_ccdc_archive 'CCDC 758604' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Europium-di-imidazole-di-imidazolate ; _chemical_name_common Europium-di-imidazole-di-imidazolate _chemical_melting_point ? _chemical_formula_moiety '[Eu(C3H3N2)2(C3H4N2)2]' _chemical_formula_sum 'C12 H14 Eu N8' _chemical_formula_weight 422.27 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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 10.550(3) _cell_length_b 10.559(3) _cell_length_c 13.782(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.16(2) _cell_angle_gamma 90.00 _cell_volume 1529.2(8) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 2582 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 30.45 _exptl_crystal_description platelet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.834 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 820 _exptl_absorpt_coefficient_mu 4.108 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'STOE IPDS' _diffrn_measurement_method '1.5 deg phi scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9977 _diffrn_reflns_av_R_equivalents 0.2760 _diffrn_reflns_av_sigmaI/netI 0.2450 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 25.50 _reflns_number_total 2786 _reflns_number_gt 1150 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE SOFTWARE' _computing_cell_refinement 'STOE SOFTWARE' _computing_data_reduction 'STOE SOFTWARE' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics POVRAY _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^)+(0.0000P)^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 2786 _refine_ls_number_parameters 170 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1599 _refine_ls_R_factor_gt 0.0555 _refine_ls_wR_factor_ref 0.1263 _refine_ls_wR_factor_gt 0.1020 _refine_ls_goodness_of_fit_ref 0.753 _refine_ls_restrained_S_all 0.753 _refine_ls_shift/su_max 0.041 _refine_ls_shift/su_mean 0.003 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 Eu1 Eu 0.49444(12) 0.70846(6) 0.74825(14) 0.0153(2) Uani 1 1 d . . . N1 N 0.685(2) 0.546(2) 0.7442(16) 0.031(6) Uani 1 1 d . . . N2 N 0.8349(18) 0.3972(18) 0.7461(14) 0.024(4) Uani 1 1 d . . . N3 N 0.327(2) 0.529(2) 0.7227(16) 0.014(5) Uani 1 1 d . . . N4 N 0.1746(18) 0.3719(18) 0.7110(13) 0.034(4) Uani 1 1 d . . . N5 N 0.4574(19) 0.735(2) 0.5574(18) 0.025(5) Uani 1 1 d . . . N6 N 0.3489(16) 0.7292(17) 0.4129(11) 0.029(4) Uani 1 1 d . . . H6 H 0.2930 0.7077 0.3645 0.035 Uiso 1 1 calc R . . N7 N 0.531(2) 0.694(2) 0.9404(18) 0.022(6) Uani 1 1 d . . . N8 N 0.6058(16) 0.6432(16) 1.0885(11) 0.040(4) Uani 1 1 d . . . H8 H 0.6484 0.6027 1.1368 0.048 Uiso 1 1 calc R . . C1 C 0.735(2) 0.445(2) 0.7854(16) 0.025(4) Uiso 1 1 d . . . H1 H 0.7022 0.4075 0.8406 0.030 Uiso 1 1 calc R . . C2 C 0.858(2) 0.492(2) 0.6752(14) 0.020(5) Uani 1 1 d . . . H2 H 0.9269 0.4918 0.6353 0.024 Uiso 1 1 calc R . . C3 C 0.770(2) 0.5775(19) 0.6741(14) 0.027(4) Uani 1 1 d . . . H3 H 0.7629 0.6497 0.6328 0.033 Uiso 1 1 calc R . . C4 C 0.212(2) 0.493(2) 0.7383(15) 0.027(5) Uani 1 1 d . . . H4 H 0.1556 0.5482 0.7677 0.033 Uiso 1 1 calc R . . C5 C 0.277(2) 0.3307(18) 0.6672(14) 0.031(5) Uani 1 1 d . . . H5 H 0.2827 0.2513 0.6356 0.038 Uiso 1 1 calc R . . C6 C 0.373(2) 0.4238(19) 0.6757(14) 0.019(5) Uani 1 1 d . . . H6A H 0.4552 0.4162 0.6532 0.023 Uiso 1 1 calc R . . C7 C 0.367(2) 0.667(2) 0.5028(13) 0.027(4) Uani 1 1 d . . . H7 H 0.3251 0.5928 0.5219 0.033 Uiso 1 1 calc R . . C8 C 0.430(2) 0.8264(19) 0.4122(14) 0.029(4) Uani 1 1 d . . . H8A H 0.4409 0.8806 0.3586 0.035 Uiso 1 1 calc R . . C9 C 0.493(3) 0.833(3) 0.502(2) 0.016(7) Uiso 1 1 d . . . H9 H 0.5531 0.8968 0.5225 0.019 Uiso 1 1 calc R . . C10 C 0.606(3) 0.614(3) 0.995(2) 0.042(8) Uiso 1 1 d . . . H10 H 0.6523 0.5459 0.9708 0.050 Uiso 1 1 calc R . . C11 C 0.530(3) 0.745(3) 1.098(2) 0.028(7) Uiso 1 1 d . . . H11 H 0.5140 0.7868 1.1566 0.034 Uiso 1 1 calc R . . C12 C 0.483(2) 0.775(2) 1.0070(14) 0.029(5) Uani 1 1 d . . . H12 H 0.4249 0.8416 0.9908 0.035 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 Eu1 0.0148(3) 0.0115(3) 0.0198(3) 0.0013(8) 0.0021(2) -0.0009(7) N1 0.046(11) 0.025(12) 0.023(13) 0.002(10) 0.005(9) -0.016(10) N2 0.032(10) 0.022(10) 0.020(11) 0.011(8) 0.016(8) 0.002(8) N3 0.006(11) 0.015(12) 0.021(13) 0.000(10) 0.004(9) 0.000(9) N4 0.045(9) 0.029(10) 0.026(10) 0.002(8) -0.005(8) 0.013(8) N5 0.030(10) 0.027(12) 0.018(11) 0.002(9) 0.007(8) 0.012(8) N6 0.036(9) 0.020(10) 0.028(8) -0.003(7) -0.014(7) 0.006(9) N7 0.007(10) 0.021(14) 0.038(11) 0.005(9) 0.001(8) 0.000(9) N8 0.057(9) 0.029(10) 0.031(9) 0.011(7) -0.011(7) 0.016(8) C2 0.018(12) 0.025(10) 0.018(11) 0.007(9) 0.006(9) 0.012(10) C3 0.047(11) 0.013(10) 0.023(10) 0.000(8) 0.009(8) 0.015(9) C4 0.039(12) 0.024(11) 0.021(11) -0.010(9) 0.013(9) -0.017(10) C5 0.039(11) 0.030(11) 0.026(10) -0.004(7) 0.008(8) 0.001(9) C6 0.009(12) 0.030(10) 0.018(11) 0.006(8) 0.001(9) -0.005(10) C7 0.027(10) 0.028(11) 0.025(10) -0.004(8) -0.014(8) 0.002(9) C8 0.010(11) 0.035(11) 0.045(10) 0.000(7) 0.011(8) -0.004(9) C12 0.020(12) 0.023(13) 0.044(10) -0.009(10) 0.003(8) 0.002(11) _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 Eu1 N4 2.58(2) 2_556 ? Eu1 N3 2.60(2) . ? Eu1 N1 2.64(3) . ? Eu1 N7 2.65(2) . ? Eu1 N5 2.64(2) . ? Eu1 N2 2.682(19) 2_656 ? N1 C1 1.30(3) . ? N1 C3 1.41(3) . ? N2 C1 1.33(3) . ? N2 C2 1.43(3) . ? N2 Eu1 2.682(19) 2_646 ? N3 C4 1.31(3) . ? N3 C6 1.39(3) . ? N4 C5 1.35(3) . ? N4 C4 1.38(3) . ? N4 Eu1 2.58(2) 2_546 ? N5 C9 1.36(4) . ? N5 C7 1.36(3) . ? N6 C8 1.34(3) . ? N6 C7 1.40(2) . ? N6 H6 0.8800 . ? N7 C10 1.34(4) . ? N7 C12 1.38(3) . ? N8 C10 1.32(3) . ? N8 C11 1.35(3) . ? N8 H8 0.8800 . ? C1 H1 0.9500 . ? C2 C3 1.30(3) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 C6 1.41(3) . ? C5 H5 0.9500 . ? C6 H6A 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.35(3) . ? C8 H8A 0.9500 . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.34(3) . ? C11 H11 0.9500 . ? C12 H12 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 N4 Eu1 N3 92.4(6) 2_556 . ? N4 Eu1 N1 168.4(6) 2_556 . ? N3 Eu1 N1 91.9(6) . . ? N4 Eu1 N7 82.2(6) 2_556 . ? N3 Eu1 N7 97.4(7) . . ? N1 Eu1 N7 86.6(7) . . ? N4 Eu1 N5 95.9(6) 2_556 . ? N3 Eu1 N5 84.6(7) . . ? N1 Eu1 N5 95.3(7) . . ? N7 Eu1 N5 177.2(7) . . ? N4 Eu1 N2 88.4(6) 2_556 2_656 ? N3 Eu1 N2 173.9(7) . 2_656 ? N1 Eu1 N2 88.5(6) . 2_656 ? N7 Eu1 N2 88.7(6) . 2_656 ? N5 Eu1 N2 89.3(7) . 2_656 ? C1 N1 C3 103(2) . . ? C1 N1 Eu1 143.5(18) . . ? C3 N1 Eu1 113.0(15) . . ? C1 N2 C2 101.7(18) . . ? C1 N2 Eu1 145.7(16) . 2_646 ? C2 N2 Eu1 112.5(13) . 2_646 ? C4 N3 C6 102(2) . . ? C4 N3 Eu1 145.2(17) . . ? C6 N3 Eu1 112.4(15) . . ? C5 N4 C4 101.6(18) . . ? C5 N4 Eu1 118.4(14) . 2_546 ? C4 N4 Eu1 138.2(15) . 2_546 ? C9 N5 C7 108(2) . . ? C9 N5 Eu1 128.3(19) . . ? C7 N5 Eu1 121.8(16) . . ? C8 N6 C7 109.2(16) . . ? C8 N6 H6 125.8 . . ? C7 N6 H6 125.0 . . ? C10 N7 C12 104(2) . . ? C10 N7 Eu1 129(2) . . ? C12 N7 Eu1 126.8(15) . . ? C10 N8 C11 109(2) . . ? C10 N8 H8 124.9 . . ? C11 N8 H8 125.7 . . ? N1 C1 N2 116(2) . . ? N1 C1 H1 121.9 . . ? N2 C1 H1 121.9 . . ? C3 C2 N2 109.1(19) . . ? C3 C2 H2 125.4 . . ? N2 C2 H2 125.5 . . ? C2 C3 N1 109(2) . . ? C2 C3 H3 125.2 . . ? N1 C3 H3 125.8 . . ? N3 C4 N4 118(2) . . ? N3 C4 H4 120.7 . . ? N4 C4 H4 121.2 . . ? N4 C5 C6 109.6(18) . . ? N4 C5 H5 125.4 . . ? C6 C5 H5 125.0 . . ? N3 C6 C5 108(2) . . ? N3 C6 H6A 125.3 . . ? C5 C6 H6A 126.5 . . ? N6 C7 N5 105.9(18) . . ? N6 C7 H7 126.5 . . ? N5 C7 H7 127.5 . . ? N6 C8 C9 107(2) . . ? N6 C8 H8A 126.5 . . ? C9 C8 H8A 126.1 . . ? C8 C9 N5 110(3) . . ? C8 C9 H9 125.8 . . ? N5 C9 H9 124.6 . . ? N7 C10 N8 111(3) . . ? N7 C10 H10 124.1 . . ? N8 C10 H10 125.2 . . ? C12 C11 N8 105(2) . . ? C12 C11 H11 127.4 . . ? N8 C11 H11 127.1 . . ? C11 C12 N7 110(2) . . ? C11 C12 H12 125.1 . . ? N7 C12 H12 124.5 . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.002 _refine_diff_density_min -1.457 _refine_diff_density_rms 0.231