# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _publ_section_title ; Flexible Coordination Environments of Lanthanide Complexes Grown from Chloride-based Ionic Liquids ; _journal_coden_Cambridge 440 loop_ _publ_author_name _publ_author_address 'R D Rogers' ;Department of Chemistry and Center for Green Manufacturing The University of Alabama Tuscaloosa, AL 35487, USA ; 'Violina Cocalia' ;Department of Chemistry and Center for Green Manufacturing The University of Alabama Tuscaloosa, AL 35487, USA ; 'David B. Cordes' ;Department of Chemistry and Center for Green Manufacturing The University of Alabama Tuscaloosa, AL 35487, USA ; 'Scott T Griffin' ;Department of Chemistry and Center for Green Manufacturing The University of Alabama Tuscaloosa, AL 35487, USA ; 'Christopher Hines' ;Department of Chemistry and Center for Green Manufacturing The University of Alabama Tuscaloosa, AL 35487, USA ; 'Savannah I. Watts' ;Department of Chemistry and Center for Green Manufacturing The University of Alabama Tuscaloosa, AL 35487, USA ; _publ_contact_author_address ;Department of Chemistry and Center for Green Manufacturing The University of Alabama Tuscaloosa, AL 35487, USA ; _publ_contact_author_email RDRogers@bama.ua.edu _publ_contact_author_fax 1-205-348-4323 _publ_contact_author_phone 1-205-348-0823 _publ_contact_author_name 'Robin D. Rogers' _publ_requested_journal 'New J.Chem.(Nouv.J.Chim.)' # Attachment 'Hines-Rogers_et_al_Atwood_NJC_cif_file_revised_2-9-08.cif' data_Pr _database_code_depnum_ccdc_archive 'CCDC 678045' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[C2mim]3[PrCl6]' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H33 Cl6 N6 Pr' _chemical_formula_weight 687.11 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pr Pr -0.2180 2.8214 '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)/c 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 15.4637(11) _cell_length_b 12.5622(9) _cell_length_c 14.7103(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.4690(10) _cell_angle_gamma 90.00 _cell_volume 2857.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5779 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 28.27 _exptl_crystal_description fragment _exptl_crystal_colour green _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.597 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 2.284 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details '(SABABS; Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18819 _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 28.30 _reflns_number_total 6678 _reflns_number_gt 4499 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0139P)^2^+3.5299P] 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 6678 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0780 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0637 _refine_ls_wR_factor_gt 0.0569 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 Pr1 Pr 0.5000 0.5000 0.0000 0.01779(7) Uani 1 2 d S . . Pr2 Pr 0.0000 0.0000 0.0000 0.01940(7) Uani 1 2 d S . . Cl1 Cl 0.67419(6) 0.48159(8) 0.02281(8) 0.0384(3) Uani 1 1 d . . . Cl2 Cl 0.53324(6) 0.68192(7) -0.09934(6) 0.0260(2) Uani 1 1 d . . . Cl3 Cl 0.49252(7) 0.62331(8) 0.15406(6) 0.0315(2) Uani 1 1 d . . . Cl4 Cl -0.06875(6) -0.04430(9) 0.16726(6) 0.0350(2) Uani 1 1 d . . . Cl5 Cl 0.16341(5) -0.03353(8) 0.06960(7) 0.0290(2) Uani 1 1 d . . . Cl6 Cl 0.00841(6) 0.21105(8) 0.04884(7) 0.0314(2) Uani 1 1 d . . . N1 N 0.56224(18) 0.9119(2) 0.14640(19) 0.0216(7) Uani 1 1 d . . . N1A N 0.1904(2) -0.2388(3) -0.2301(3) 0.0422(9) Uani 1 1 d . . . N1B N 0.1828(2) 0.1135(3) 0.2750(2) 0.0327(8) Uani 1 1 d . . . N3 N 0.68090(18) 0.8629(2) 0.0835(2) 0.0232(7) Uani 1 1 d . . . N3A N 0.2828(2) -0.2271(3) -0.1201(2) 0.0326(8) Uani 1 1 d . . . N3B N 0.2149(2) 0.2565(3) 0.2022(2) 0.0323(8) Uani 1 1 d . . . C2 C 0.5967(2) 0.8433(3) 0.0882(2) 0.0230(8) Uani 1 1 d . . . H2A H 0.5664 0.7895 0.0556 0.028 Uiso 1 1 calc R . . C2A C 0.2018(3) -0.2112(3) -0.1444(3) 0.0399(11) Uani 1 1 d . . . H2AA H 0.1580 -0.1840 -0.1059 0.048 Uiso 1 1 calc R . . C2B C 0.1512(3) 0.1931(4) 0.2272(3) 0.0353(10) Uani 1 1 d . . . H2BA H 0.0917 0.2035 0.2129 0.042 Uiso 1 1 calc R . . C4 C 0.7006(2) 0.9465(3) 0.1397(3) 0.0299(9) Uani 1 1 d . . . H4A H 0.7561 0.9769 0.1490 0.036 Uiso 1 1 calc R . . C4A C 0.3247(3) -0.2671(4) -0.1928(3) 0.0477(13) Uani 1 1 d . . . H4AA H 0.3841 -0.2859 -0.1947 0.057 Uiso 1 1 calc R . . C4B C 0.2910(3) 0.2140(3) 0.2358(3) 0.0327(10) Uani 1 1 d . . . H4BA H 0.3474 0.2425 0.2280 0.039 Uiso 1 1 calc R . . C5 C 0.6265(2) 0.9775(3) 0.1793(3) 0.0298(9) Uani 1 1 d . . . H5A H 0.6199 1.0339 0.2218 0.036 Uiso 1 1 calc R . . C5A C 0.2682(3) -0.2754(4) -0.2609(3) 0.0547(15) Uani 1 1 d . . . H5AA H 0.2798 -0.3019 -0.3201 0.066 Uiso 1 1 calc R . . C5B C 0.2708(3) 0.1250(4) 0.2813(3) 0.0348(10) Uani 1 1 d . . . H5BA H 0.3100 0.0788 0.3120 0.042 Uiso 1 1 calc R . . C6 C 0.4696(2) 0.9186(3) 0.1683(3) 0.0266(8) Uani 1 1 d . . . H6A H 0.4632 0.9341 0.2339 0.032 Uiso 1 1 calc R . . H6B H 0.4419 0.8491 0.1557 0.032 Uiso 1 1 calc R . . C6A C 0.1111(3) -0.2292(5) -0.2853(4) 0.0630(16) Uani 1 1 d . . . H6AA H 0.0640 -0.2010 -0.2470 0.076 Uiso 1 1 calc R . . H6AB H 0.0935 -0.3007 -0.3071 0.076 Uiso 1 1 calc R . . C6B C 0.1315(3) 0.0243(4) 0.3122(3) 0.0519(13) Uani 1 1 d . . . H6BA H 0.1664 -0.0416 0.3095 0.062 Uiso 1 1 calc R . . H6BB H 0.0796 0.0137 0.2734 0.062 Uiso 1 1 calc R . . C7 C 0.4244(2) 1.0043(3) 0.1135(3) 0.0335(9) Uani 1 1 d . . . H7A H 0.3624 1.0032 0.1266 0.050 Uiso 1 1 calc R . . H7B H 0.4332 0.9913 0.0485 0.050 Uiso 1 1 calc R . . H7C H 0.4483 1.0741 0.1298 0.050 Uiso 1 1 calc R . . C7A C 0.1233(3) -0.1573(5) -0.3653(4) 0.0732(18) Uani 1 1 d . . . H7AA H 0.0710 -0.1579 -0.4033 0.110 Uiso 1 1 calc R . . H7AB H 0.1726 -0.1821 -0.4010 0.110 Uiso 1 1 calc R . . H7AC H 0.1345 -0.0846 -0.3439 0.110 Uiso 1 1 calc R . . C7B C 0.1037(3) 0.0419(5) 0.4075(3) 0.0562(14) Uani 1 1 d . . . H7BA H 0.0642 -0.0151 0.4256 0.084 Uiso 1 1 calc R . . H7BB H 0.0742 0.1107 0.4120 0.084 Uiso 1 1 calc R . . H7BC H 0.1545 0.0417 0.4478 0.084 Uiso 1 1 calc R . . C8 C 0.7419(3) 0.8013(3) 0.0290(3) 0.0348(10) Uani 1 1 d . . . H8A H 0.7184 0.7300 0.0180 0.052 Uiso 1 1 calc R . . H8B H 0.7971 0.7953 0.0619 0.052 Uiso 1 1 calc R . . H8C H 0.7512 0.8373 -0.0292 0.052 Uiso 1 1 calc R . . C8A C 0.3215(3) -0.2053(4) -0.0300(3) 0.0478(12) Uani 1 1 d . . . H8AA H 0.2868 -0.1517 0.0015 0.072 Uiso 1 1 calc R . . H8AB H 0.3806 -0.1787 -0.0375 0.072 Uiso 1 1 calc R . . H8AC H 0.3228 -0.2711 0.0058 0.072 Uiso 1 1 calc R . . C8B C 0.2053(3) 0.3549(4) 0.1503(3) 0.0466(12) Uani 1 1 d . . . H8BA H 0.1632 0.3442 0.1011 0.070 Uiso 1 1 calc R . . H8BB H 0.2613 0.3749 0.1245 0.070 Uiso 1 1 calc R . . H8BC H 0.1852 0.4118 0.1905 0.070 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 Pr1 0.01778(13) 0.01762(14) 0.01797(14) -0.00004(14) -0.00006(11) -0.00203(12) Pr2 0.01479(13) 0.02503(16) 0.01843(14) 0.00124(14) 0.00196(11) 0.00112(13) Cl1 0.0214(4) 0.0428(7) 0.0509(6) 0.0014(5) -0.0048(4) 0.0001(4) Cl2 0.0299(5) 0.0246(5) 0.0236(5) 0.0044(4) -0.0011(4) -0.0043(4) Cl3 0.0484(6) 0.0248(5) 0.0215(5) -0.0036(4) 0.0087(4) -0.0077(4) Cl4 0.0262(5) 0.0570(7) 0.0219(5) 0.0065(5) 0.0060(4) -0.0021(4) Cl5 0.0183(4) 0.0362(5) 0.0325(5) 0.0024(4) -0.0026(4) 0.0029(4) Cl6 0.0304(5) 0.0271(5) 0.0366(6) -0.0009(4) -0.0046(4) -0.0001(4) N1 0.0204(15) 0.0232(16) 0.0210(16) 0.0007(13) 0.0013(13) -0.0021(12) N1A 0.0246(18) 0.047(2) 0.055(2) -0.018(2) -0.0040(17) 0.0055(16) N1B 0.0313(18) 0.044(2) 0.0226(18) -0.0037(16) -0.0029(15) -0.0058(16) N3 0.0263(17) 0.0210(16) 0.0223(17) 0.0009(13) 0.0045(13) 0.0008(13) N3A 0.0361(19) 0.0296(19) 0.0322(19) -0.0046(16) 0.0062(16) 0.0097(15) N3B 0.0351(19) 0.043(2) 0.0188(17) -0.0021(15) 0.0002(15) 0.0038(16) C2 0.028(2) 0.022(2) 0.0194(19) 0.0015(16) 0.0004(15) -0.0057(15) C2A 0.033(2) 0.041(3) 0.046(3) -0.012(2) 0.011(2) -0.0002(19) C2B 0.023(2) 0.055(3) 0.028(2) -0.005(2) -0.0034(17) 0.0019(19) C4 0.025(2) 0.026(2) 0.039(2) -0.0045(19) -0.0007(18) -0.0047(16) C4A 0.035(2) 0.076(4) 0.033(2) -0.016(2) 0.003(2) 0.017(2) C4B 0.023(2) 0.044(3) 0.031(2) -0.011(2) 0.0030(17) 0.0039(18) C5 0.0267(19) 0.028(2) 0.035(2) -0.0092(17) 0.0011(17) -0.0029(15) C5A 0.044(3) 0.086(4) 0.034(3) -0.022(3) 0.000(2) 0.027(3) C5B 0.030(2) 0.042(3) 0.032(2) -0.006(2) -0.0064(18) 0.0056(18) C6 0.0224(19) 0.032(2) 0.026(2) 0.0023(17) 0.0065(16) -0.0008(16) C6A 0.030(3) 0.074(4) 0.084(4) -0.036(3) -0.014(3) 0.008(2) C6B 0.053(3) 0.059(4) 0.044(3) -0.001(2) -0.005(2) -0.020(2) C7 0.0254(18) 0.036(2) 0.039(2) 0.001(2) 0.0043(16) 0.003(2) C7A 0.064(4) 0.072(4) 0.083(4) -0.016(4) -0.040(3) 0.013(3) C7B 0.032(2) 0.081(4) 0.055(3) 0.014(3) 0.006(2) 0.000(2) C8 0.036(2) 0.031(2) 0.038(2) -0.004(2) 0.0135(19) 0.0045(18) C8A 0.062(3) 0.051(3) 0.031(2) -0.013(2) -0.002(2) 0.019(2) C8B 0.067(3) 0.044(3) 0.029(2) 0.005(2) 0.011(2) 0.015(2) _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 Pr1 Cl1 2.7215(9) 3_665 ? Pr1 Cl1 2.7216(9) . ? Pr1 Cl3 2.7483(9) . ? Pr1 Cl3 2.7483(9) 3_665 ? Pr1 Cl2 2.7631(9) 3_665 ? Pr1 Cl2 2.7631(9) . ? Pr2 Cl4 2.7453(9) . ? Pr2 Cl4 2.7453(9) 3 ? Pr2 Cl6 2.7497(10) 3 ? Pr2 Cl6 2.7497(10) . ? Pr2 Cl5 2.7511(9) . ? Pr2 Cl5 2.7511(9) 3 ? N1 C2 1.330(4) . ? N1 C5 1.376(4) . ? N1 C6 1.472(4) . ? N1A C2A 1.319(5) . ? N1A C5A 1.368(5) . ? N1A C6A 1.471(5) . ? N1B C2B 1.314(5) . ? N1B C5B 1.371(5) . ? N1B C6B 1.481(5) . ? N3 C2 1.327(4) . ? N3 C4 1.369(5) . ? N3 C8 1.464(4) . ? N3A C2A 1.315(5) . ? N3A C4A 1.351(5) . ? N3A C8A 1.475(5) . ? N3B C2B 1.321(5) . ? N3B C4B 1.381(5) . ? N3B C8B 1.460(5) . ? C4 C5 1.348(5) . ? C4A C5A 1.328(6) . ? C4B C5B 1.341(6) . ? C6 C7 1.513(5) . ? C6A C7A 1.497(8) . ? C6B C7B 1.487(6) . ? 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 Cl1 Pr1 Cl1 180.0 3_665 . ? Cl1 Pr1 Cl3 90.31(3) 3_665 . ? Cl1 Pr1 Cl3 89.69(3) . . ? Cl1 Pr1 Cl3 89.69(3) 3_665 3_665 ? Cl1 Pr1 Cl3 90.31(3) . 3_665 ? Cl3 Pr1 Cl3 180.0 . 3_665 ? Cl1 Pr1 Cl2 86.97(3) 3_665 3_665 ? Cl1 Pr1 Cl2 93.02(3) . 3_665 ? Cl3 Pr1 Cl2 91.19(3) . 3_665 ? Cl3 Pr1 Cl2 88.81(3) 3_665 3_665 ? Cl1 Pr1 Cl2 93.03(3) 3_665 . ? Cl1 Pr1 Cl2 86.98(3) . . ? Cl3 Pr1 Cl2 88.81(3) . . ? Cl3 Pr1 Cl2 91.19(3) 3_665 . ? Cl2 Pr1 Cl2 180.00(4) 3_665 . ? Cl4 Pr2 Cl4 180.0 . 3 ? Cl4 Pr2 Cl6 91.20(3) . 3 ? Cl4 Pr2 Cl6 88.80(3) 3 3 ? Cl4 Pr2 Cl6 88.80(3) . . ? Cl4 Pr2 Cl6 91.20(3) 3 . ? Cl6 Pr2 Cl6 180.00(4) 3 . ? Cl4 Pr2 Cl5 89.81(3) . . ? Cl4 Pr2 Cl5 90.19(3) 3 . ? Cl6 Pr2 Cl5 89.48(3) 3 . ? Cl6 Pr2 Cl5 90.52(3) . . ? Cl4 Pr2 Cl5 90.19(3) . 3 ? Cl4 Pr2 Cl5 89.81(3) 3 3 ? Cl6 Pr2 Cl5 90.52(3) 3 3 ? Cl6 Pr2 Cl5 89.48(3) . 3 ? Cl5 Pr2 Cl5 180.0 . 3 ? C2 N1 C5 108.8(3) . . ? C2 N1 C6 125.0(3) . . ? C5 N1 C6 126.1(3) . . ? C2A N1A C5A 107.1(4) . . ? C2A N1A C6A 127.6(4) . . ? C5A N1A C6A 125.2(4) . . ? C2B N1B C5B 108.7(4) . . ? C2B N1B C6B 125.1(4) . . ? C5B N1B C6B 126.1(4) . . ? C2 N3 C4 108.9(3) . . ? C2 N3 C8 124.6(3) . . ? C4 N3 C8 126.5(3) . . ? C2A N3A C4A 107.6(4) . . ? C2A N3A C8A 126.4(4) . . ? C4A N3A C8A 125.9(4) . . ? C2B N3B C4B 107.6(4) . . ? C2B N3B C8B 125.7(4) . . ? C4B N3B C8B 126.7(4) . . ? N3 C2 N1 108.2(3) . . ? N3A C2A N1A 109.8(4) . . ? N1B C2B N3B 109.4(3) . . ? C5 C4 N3 107.4(3) . . ? C5A C4A N3A 108.1(4) . . ? C5B C4B N3B 107.5(4) . . ? C4 C5 N1 106.7(3) . . ? C4A C5A N1A 107.3(4) . . ? C4B C5B N1B 106.8(4) . . ? N1 C6 C7 111.8(3) . . ? N1A C6A C7A 111.9(4) . . ? N1B C6B C7B 113.3(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C8A H8AA Cl5 0.98 2.62 3.583(4) 166.5 . C8A H8AC Cl1 0.98 2.68 3.473(5) 138.4 3_655 C2 H2A Cl2 0.95 2.70 3.555(4) 150.8 . C4A H4AA Cl2 0.95 2.72 3.554(5) 146.9 1_545 C2B H2BA Cl6 0.95 2.73 3.423(4) 130.5 . C5B H5BA Cl1 0.95 2.73 3.497(4) 138.5 2_645 C4 H4A Cl4 0.95 2.73 3.589(4) 150.5 1_665 C2A H2AA Cl6 0.95 2.73 3.552(4) 144.6 3 C5 H5A Cl3 0.95 2.77 3.580(4) 143.8 2_655 C7B H7BC Cl1 0.98 2.78 3.655(5) 148.4 2_645 C2 H2A Cl3 0.95 2.79 3.346(4) 118.2 . C4B H4BA Cl2 0.95 2.82 3.635(4) 144.5 3_665 C8B H8BC Cl4 0.98 2.83 3.655(4) 142.8 2 _diffrn_measured_fraction_theta_max 0.939 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.529 _refine_diff_density_min -0.547 _refine_diff_density_rms 0.091 data_Nd _database_code_depnum_ccdc_archive 'CCDC 678046' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[C2mim]3[NdCl6]' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H33 Cl6 N6 Nd' _chemical_formula_weight 690.44 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nd Nd -0.1943 3.0179 '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)/c 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 15.4590(12) _cell_length_b 12.5543(10) _cell_length_c 14.7119(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.499(2) _cell_angle_gamma 90.00 _cell_volume 2855.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6778 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 28.26 _exptl_crystal_description fragment _exptl_crystal_colour blue _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.606 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1380 _exptl_absorpt_coefficient_mu 2.398 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details '(SADABS; Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17296 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5807 _reflns_number_gt 4001 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0173P)^2^+2.4459P] 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 5807 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0544 _refine_ls_R_factor_gt 0.0272 _refine_ls_wR_factor_ref 0.0539 _refine_ls_wR_factor_gt 0.0483 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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 Nd1 Nd 0.5000 0.5000 0.0000 0.01914(6) Uani 1 2 d S . . Nd2 Nd 0.0000 0.0000 0.0000 0.02077(6) Uani 1 2 d S . . Cl1 Cl 0.67351(5) 0.48261(7) 0.02304(7) 0.0414(2) Uani 1 1 d . . . Cl2 Cl 0.53251(5) 0.68095(6) -0.09899(5) 0.02798(18) Uani 1 1 d . . . Cl3 Cl 0.49170(6) 0.62262(7) 0.15325(5) 0.0344(2) Uani 1 1 d . . . Cl4 Cl -0.06839(5) -0.04343(8) 0.16657(5) 0.0378(2) Uani 1 1 d . . . Cl5 Cl 0.16263(5) -0.03352(7) 0.06905(6) 0.03107(19) Uani 1 1 d . . . Cl6 Cl 0.00900(5) 0.21030(7) 0.04791(6) 0.0340(2) Uani 1 1 d . . . N1 N 0.56217(16) 0.9118(2) 0.14626(16) 0.0238(6) Uani 1 1 d . . . N1A N 0.18996(19) -0.2390(3) -0.2299(2) 0.0446(8) Uani 1 1 d . . . N1B N 0.1832(2) 0.1139(3) 0.27484(18) 0.0376(7) Uani 1 1 d . . . N3 N 0.68080(17) 0.8626(2) 0.08279(16) 0.0245(6) Uani 1 1 d . . . N3A N 0.2817(2) -0.2278(2) -0.11962(19) 0.0373(7) Uani 1 1 d . . . N3B N 0.2156(2) 0.2568(2) 0.20209(18) 0.0351(7) Uani 1 1 d . . . C2 C 0.5965(2) 0.8432(2) 0.0885(2) 0.0253(7) Uani 1 1 d . . . H2A H 0.5659 0.7892 0.0564 0.030 Uiso 1 1 calc R . . C2A C 0.2012(3) -0.2110(3) -0.1444(3) 0.0433(10) Uani 1 1 d . . . H2AA H 0.1575 -0.1829 -0.1063 0.052 Uiso 1 1 calc R . . C2B C 0.1517(2) 0.1937(3) 0.2270(2) 0.0402(9) Uani 1 1 d . . . H2BA H 0.0923 0.2044 0.2127 0.048 Uiso 1 1 calc R . . C4 C 0.7006(2) 0.9467(3) 0.1386(2) 0.0300(8) Uani 1 1 d . . . H4A H 0.7562 0.9775 0.1474 0.036 Uiso 1 1 calc R . . C4A C 0.3245(3) -0.2672(4) -0.1924(2) 0.0503(11) Uani 1 1 d . . . H4AA H 0.3840 -0.2855 -0.1942 0.060 Uiso 1 1 calc R . . C4B C 0.2911(2) 0.2153(3) 0.2353(2) 0.0359(9) Uani 1 1 d . . . H4BA H 0.3473 0.2442 0.2274 0.043 Uiso 1 1 calc R . . C5 C 0.6268(2) 0.9775(3) 0.1787(2) 0.0310(8) Uani 1 1 d . . . H5A H 0.6205 1.0338 0.2212 0.037 Uiso 1 1 calc R . . C5A C 0.2675(3) -0.2756(4) -0.2612(3) 0.0568(13) Uani 1 1 d . . . H5AA H 0.2789 -0.3019 -0.3204 0.068 Uiso 1 1 calc R . . C5B C 0.2713(2) 0.1264(3) 0.2810(2) 0.0358(9) Uani 1 1 d . . . H5BA H 0.3108 0.0807 0.3119 0.043 Uiso 1 1 calc R . . C6 C 0.4693(2) 0.9192(3) 0.1688(2) 0.0283(7) Uani 1 1 d . . . H6A H 0.4633 0.9357 0.2342 0.034 Uiso 1 1 calc R . . H6B H 0.4413 0.8496 0.1571 0.034 Uiso 1 1 calc R . . C6A C 0.1106(3) -0.2289(4) -0.2856(3) 0.0691(15) Uani 1 1 d . . . H6AA H 0.0634 -0.2003 -0.2477 0.083 Uiso 1 1 calc R . . H6AB H 0.0928 -0.3003 -0.3075 0.083 Uiso 1 1 calc R . . C6B C 0.1323(3) 0.0243(4) 0.3120(3) 0.0581(12) Uani 1 1 d . . . H6BA H 0.0805 0.0132 0.2731 0.070 Uiso 1 1 calc R . . H6BB H 0.1676 -0.0414 0.3095 0.070 Uiso 1 1 calc R . . C7 C 0.4244(2) 1.0041(3) 0.1133(2) 0.0364(8) Uani 1 1 d . . . H7A H 0.3623 1.0027 0.1258 0.055 Uiso 1 1 calc R . . H7B H 0.4339 0.9908 0.0486 0.055 Uiso 1 1 calc R . . H7C H 0.4480 1.0741 0.1296 0.055 Uiso 1 1 calc R . . C7A C 0.1241(3) -0.1567(4) -0.3657(3) 0.0786(16) Uani 1 1 d . . . H7AA H 0.0707 -0.1531 -0.4021 0.118 Uiso 1 1 calc R . . H7AB H 0.1710 -0.1847 -0.4032 0.118 Uiso 1 1 calc R . . H7AC H 0.1393 -0.0852 -0.3442 0.118 Uiso 1 1 calc R . . C7B C 0.1044(3) 0.0416(4) 0.4064(3) 0.0605(13) Uani 1 1 d . . . H7BA H 0.0645 -0.0153 0.4241 0.091 Uiso 1 1 calc R . . H7BB H 0.0750 0.1105 0.4109 0.091 Uiso 1 1 calc R . . H7BC H 0.1550 0.0410 0.4470 0.091 Uiso 1 1 calc R . . C8 C 0.7418(2) 0.8010(3) 0.0283(2) 0.0375(9) Uani 1 1 d . . . H8A H 0.7169 0.7311 0.0143 0.056 Uiso 1 1 calc R . . H8B H 0.7960 0.7916 0.0626 0.056 Uiso 1 1 calc R . . H8C H 0.7536 0.8391 -0.0284 0.056 Uiso 1 1 calc R . . C8A C 0.3207(3) -0.2064(3) -0.0296(2) 0.0523(11) Uani 1 1 d . . . H8AA H 0.2861 -0.1530 0.0022 0.078 Uiso 1 1 calc R . . H8AB H 0.3798 -0.1797 -0.0373 0.078 Uiso 1 1 calc R . . H8AC H 0.3222 -0.2724 0.0059 0.078 Uiso 1 1 calc R . . C8B C 0.2056(3) 0.3561(3) 0.1507(2) 0.0516(11) Uani 1 1 d . . . H8BA H 0.1634 0.3455 0.1014 0.077 Uiso 1 1 calc R . . H8BB H 0.2614 0.3767 0.1250 0.077 Uiso 1 1 calc R . . H8BC H 0.1852 0.4125 0.1913 0.077 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 Nd1 0.02012(12) 0.01757(13) 0.01971(11) 0.00020(11) -0.00013(9) -0.00232(12) Nd2 0.01593(12) 0.02524(14) 0.02117(12) 0.00161(11) 0.00177(9) 0.00089(12) Cl1 0.0233(4) 0.0444(6) 0.0564(6) 0.0023(4) -0.0052(4) 0.0005(4) Cl2 0.0332(5) 0.0238(4) 0.0270(4) 0.0046(3) -0.0007(3) -0.0040(4) Cl3 0.0531(6) 0.0252(4) 0.0250(4) -0.0042(3) 0.0092(4) -0.0085(4) Cl4 0.0289(4) 0.0594(6) 0.0251(4) 0.0069(4) 0.0059(3) -0.0017(4) Cl5 0.0195(4) 0.0368(5) 0.0368(4) 0.0026(4) -0.0029(3) 0.0030(4) Cl6 0.0320(5) 0.0273(5) 0.0426(5) -0.0018(4) -0.0052(4) -0.0003(4) N1 0.0242(15) 0.0226(15) 0.0246(14) -0.0008(11) 0.0031(11) -0.0022(12) N1A 0.0258(17) 0.043(2) 0.065(2) -0.0179(17) -0.0044(15) 0.0064(15) N1B 0.0399(19) 0.046(2) 0.0266(15) -0.0042(14) -0.0015(13) -0.0033(16) N3 0.0273(15) 0.0207(14) 0.0255(14) -0.0009(11) 0.0050(11) -0.0004(12) N3A 0.0416(19) 0.0322(18) 0.0381(17) -0.0034(14) 0.0059(14) 0.0108(15) N3B 0.0380(18) 0.0433(19) 0.0241(15) -0.0009(13) 0.0051(13) 0.0063(16) C2 0.0314(19) 0.0210(18) 0.0236(16) 0.0025(13) 0.0021(14) -0.0045(15) C2A 0.040(2) 0.037(2) 0.053(2) -0.0165(19) 0.0116(19) 0.0025(19) C2B 0.029(2) 0.060(3) 0.032(2) -0.0021(19) -0.0010(16) 0.004(2) C4 0.0239(18) 0.029(2) 0.0374(19) -0.0041(16) -0.0001(14) -0.0042(16) C4A 0.036(2) 0.079(3) 0.036(2) -0.016(2) 0.0038(18) 0.018(2) C4B 0.0257(19) 0.048(2) 0.0346(19) -0.0110(18) 0.0034(15) 0.0048(18) C5 0.0315(18) 0.028(2) 0.0339(18) -0.0097(14) 0.0016(14) -0.0039(15) C5A 0.041(3) 0.088(4) 0.042(2) -0.023(2) 0.0018(19) 0.027(2) C5B 0.029(2) 0.042(2) 0.0357(19) -0.0067(17) -0.0060(15) 0.0070(18) C6 0.0240(17) 0.0330(19) 0.0282(17) 0.0017(15) 0.0059(13) -0.0047(15) C6A 0.038(3) 0.072(4) 0.097(4) -0.038(3) -0.015(2) 0.012(2) C6B 0.060(3) 0.066(3) 0.047(2) 0.003(2) -0.007(2) -0.026(2) C7 0.0283(18) 0.036(2) 0.045(2) 0.0050(18) 0.0026(15) 0.0056(19) C7A 0.071(4) 0.072(4) 0.092(4) -0.015(3) -0.049(3) 0.016(3) C7B 0.039(2) 0.085(4) 0.057(3) 0.015(2) 0.008(2) 0.003(2) C8 0.037(2) 0.031(2) 0.045(2) -0.0032(17) 0.0183(17) 0.0051(17) C8A 0.068(3) 0.055(3) 0.034(2) -0.0179(19) -0.0053(19) 0.020(2) C8B 0.074(3) 0.047(3) 0.034(2) 0.0041(18) 0.009(2) 0.018(2) _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 Nd1 Cl1 2.7095(9) . ? Nd1 Cl1 2.7095(9) 3_665 ? Nd1 Cl3 2.7339(8) . ? Nd1 Cl3 2.7339(8) 3_665 ? Nd1 Cl2 2.7471(8) 3_665 ? Nd1 Cl2 2.7471(8) . ? Nd2 Cl4 2.7322(8) 3 ? Nd2 Cl4 2.7322(8) . ? Nd2 Cl5 2.7359(8) 3 ? Nd2 Cl6 2.7359(9) . ? Nd2 Cl6 2.7359(9) 3 ? Nd2 Cl5 2.7359(8) . ? N1 C2 1.324(4) . ? N1 C5 1.377(4) . ? N1 C6 1.478(4) . ? N1A C2A 1.316(4) . ? N1A C5A 1.368(5) . ? N1A C6A 1.475(5) . ? N1B C2B 1.316(5) . ? N1B C5B 1.374(4) . ? N1B C6B 1.480(5) . ? N3 C2 1.329(4) . ? N3 C4 1.371(4) . ? N3 C8 1.464(4) . ? N3A C2A 1.311(5) . ? N3A C4A 1.357(4) . ? N3A C8A 1.475(4) . ? N3B C2B 1.320(4) . ? N3B C4B 1.364(4) . ? N3B C8B 1.466(4) . ? C4 C5 1.345(4) . ? C4A C5A 1.340(5) . ? C4B C5B 1.339(5) . ? C6 C7 1.508(4) . ? C6A C7A 1.504(6) . ? C6B C7B 1.474(5) . ? 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 Cl1 Nd1 Cl1 180.0 . 3_665 ? Cl1 Nd1 Cl3 89.76(3) . . ? Cl1 Nd1 Cl3 90.24(3) 3_665 . ? Cl1 Nd1 Cl3 90.24(3) . 3_665 ? Cl1 Nd1 Cl3 89.76(3) 3_665 3_665 ? Cl3 Nd1 Cl3 180.0 . 3_665 ? Cl1 Nd1 Cl2 93.01(3) . 3_665 ? Cl1 Nd1 Cl2 86.99(3) 3_665 3_665 ? Cl3 Nd1 Cl2 91.05(2) . 3_665 ? Cl3 Nd1 Cl2 88.95(2) 3_665 3_665 ? Cl1 Nd1 Cl2 86.99(3) . . ? Cl1 Nd1 Cl2 93.01(3) 3_665 . ? Cl3 Nd1 Cl2 88.95(2) . . ? Cl3 Nd1 Cl2 91.05(2) 3_665 . ? Cl2 Nd1 Cl2 180.00(3) 3_665 . ? Cl4 Nd2 Cl4 180.0 3 . ? Cl4 Nd2 Cl5 89.88(3) 3 3 ? Cl4 Nd2 Cl5 90.12(3) . 3 ? Cl4 Nd2 Cl6 91.11(3) 3 . ? Cl4 Nd2 Cl6 88.89(3) . . ? Cl5 Nd2 Cl6 89.53(3) 3 . ? Cl4 Nd2 Cl6 88.89(3) 3 3 ? Cl4 Nd2 Cl6 91.11(3) . 3 ? Cl5 Nd2 Cl6 90.47(3) 3 3 ? Cl6 Nd2 Cl6 180.00(4) . 3 ? Cl4 Nd2 Cl5 90.13(3) 3 . ? Cl4 Nd2 Cl5 89.88(3) . . ? Cl5 Nd2 Cl5 180.0 3 . ? Cl6 Nd2 Cl5 90.47(3) . . ? Cl6 Nd2 Cl5 89.53(3) 3 . ? C2 N1 C5 108.5(3) . . ? C2 N1 C6 125.4(3) . . ? C5 N1 C6 126.0(3) . . ? C2A N1A C5A 107.6(3) . . ? C2A N1A C6A 127.6(3) . . ? C5A N1A C6A 124.7(3) . . ? C2B N1B C5B 108.0(3) . . ? C2B N1B C6B 125.5(3) . . ? C5B N1B C6B 126.4(3) . . ? C2 N3 C4 108.5(3) . . ? C2 N3 C8 125.1(3) . . ? C4 N3 C8 126.4(3) . . ? C2A N3A C4A 107.9(3) . . ? C2A N3A C8A 126.9(3) . . ? C4A N3A C8A 125.2(3) . . ? C2B N3B C4B 108.2(3) . . ? C2B N3B C8B 125.2(3) . . ? C4B N3B C8B 126.6(3) . . ? N1 C2 N3 108.7(3) . . ? N3A C2A N1A 109.9(3) . . ? N1B C2B N3B 109.4(3) . . ? C5 C4 N3 107.4(3) . . ? C5A C4A N3A 107.7(3) . . ? C5B C4B N3B 107.4(3) . . ? C4 C5 N1 107.0(3) . . ? C4A C5A N1A 106.9(3) . . ? C4B C5B N1B 107.0(3) . . ? N1 C6 C7 111.5(3) . . ? N1A C6A C7A 111.5(4) . . ? C7B C6B N1B 113.5(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C8A H8AA Cl5 0.98 2.63 3.585(4) 166.4 . C8A H8AC Cl1 0.98 2.67 3.470(4) 138.5 3_655 C2 H2A Cl2 0.95 2.71 3.562(3) 150.3 . C4A H4AA Cl2 0.95 2.71 3.547(4) 147.1 1_545 C2B H2BA Cl6 0.95 2.74 3.429(4) 130.3 . C5B H5BA Cl1 0.95 2.73 3.501(4) 138.5 2_645 C4 H4A Cl4 0.95 2.74 3.593(3) 150.3 1_665 C2A H2AA Cl6 0.95 2.74 3.558(4) 144.3 3 C5 H5A Cl3 0.95 2.78 3.587(3) 143.6 2_655 C7B H7BC Cl1 0.98 2.78 3.654(4) 148.6 2_645 C2 H2A Cl3 0.95 2.78 3.351(3) 119.2 . C4B H4BA Cl2 0.95 2.82 3.640(4) 144.8 3_665 C8B H8BC Cl4 0.98 2.83 3.663(4) 143.4 2 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.686 _refine_diff_density_min -0.393 _refine_diff_density_rms 0.080 data_Sm _database_code_depnum_ccdc_archive 'CCDC 678047' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[C2mim]3[SmCl6]' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H33 Cl6 N6 Sm' _chemical_formula_weight 696.55 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 '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)/c 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 15.4235(10) _cell_length_b 12.5234(8) _cell_length_c 14.6633(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.5070(10) _cell_angle_gamma 90.00 _cell_volume 2832.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6432 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 28.23 _exptl_crystal_description fragment _exptl_crystal_colour yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1388 _exptl_absorpt_coefficient_mu 2.657 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details '(SADABS; Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19762 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0445 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 28.34 _reflns_number_total 6713 _reflns_number_gt 4365 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0212P)^2^+0.7691P] 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 6713 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0695 _refine_ls_R_factor_gt 0.0327 _refine_ls_wR_factor_ref 0.0585 _refine_ls_wR_factor_gt 0.0521 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.005 _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 Sm1 Sm 0.5000 0.5000 0.0000 0.01785(6) Uani 1 2 d S . . Sm2 Sm 0.0000 0.0000 0.0000 0.01911(6) Uani 1 2 d S . . Cl1 Cl 0.67190(6) 0.48267(7) 0.02323(7) 0.0371(2) Uani 1 1 d . . . Cl2 Cl 0.53264(5) 0.67915(6) -0.09858(5) 0.02560(18) Uani 1 1 d . . . Cl3 Cl 0.49122(6) 0.62181(6) 0.15194(5) 0.0318(2) Uani 1 1 d . . . Cl4 Cl -0.06749(6) -0.04274(8) 0.16562(5) 0.0341(2) Uani 1 1 d . . . Cl5 Cl 0.16134(5) -0.03363(7) 0.06834(6) 0.02871(19) Uani 1 1 d . . . Cl6 Cl 0.00946(6) 0.20840(6) 0.04701(6) 0.0309(2) Uani 1 1 d . . . N1 N 0.56253(16) 0.91208(19) 0.14605(16) 0.0207(6) Uani 1 1 d . . . N1A N 0.18963(19) -0.2389(2) -0.2300(2) 0.0380(8) Uani 1 1 d . . . N1B N 0.18353(19) 0.1136(2) 0.27482(18) 0.0329(7) Uani 1 1 d . . . N3 N 0.68126(17) 0.8625(2) 0.08253(17) 0.0231(6) Uani 1 1 d . . . N3A N 0.28177(19) -0.2281(2) -0.11906(19) 0.0324(7) Uani 1 1 d . . . N3B N 0.21522(19) 0.2572(2) 0.20213(18) 0.0312(7) Uani 1 1 d . . . C2 C 0.5973(2) 0.8429(2) 0.0885(2) 0.0220(7) Uani 1 1 d . . . H2A H 0.5669 0.7881 0.0569 0.026 Uiso 1 1 calc R . . C2A C 0.2010(2) -0.2106(3) -0.1440(3) 0.0397(10) Uani 1 1 d . . . H2AA H 0.1573 -0.1820 -0.1059 0.048 Uiso 1 1 calc R . . C2B C 0.1509(2) 0.1934(3) 0.2273(2) 0.0365(9) Uani 1 1 d . . . H2BA H 0.0913 0.2036 0.2133 0.044 Uiso 1 1 calc R . . C4 C 0.7015(2) 0.9473(3) 0.1382(2) 0.0290(8) Uani 1 1 d . . . H4A H 0.7572 0.9783 0.1467 0.035 Uiso 1 1 calc R . . C4A C 0.3246(3) -0.2693(3) -0.1918(3) 0.0467(11) Uani 1 1 d . . . H4AA H 0.3839 -0.2894 -0.1934 0.056 Uiso 1 1 calc R . . C4B C 0.2911(2) 0.2162(3) 0.2351(2) 0.0328(9) Uani 1 1 d . . . H4BA H 0.3473 0.2457 0.2274 0.039 Uiso 1 1 calc R . . C5 C 0.6275(2) 0.9780(2) 0.1787(2) 0.0278(8) Uani 1 1 d . . . H5A H 0.6211 1.0344 0.2215 0.033 Uiso 1 1 calc R . . C5A C 0.2674(3) -0.2763(4) -0.2606(3) 0.0529(13) Uani 1 1 d . . . H5AA H 0.2788 -0.3025 -0.3201 0.063 Uiso 1 1 calc R . . C5B C 0.2717(2) 0.1265(3) 0.2804(2) 0.0353(9) Uani 1 1 d . . . H5BA H 0.3116 0.0805 0.3107 0.042 Uiso 1 1 calc R . . C6 C 0.4697(2) 0.9190(3) 0.1689(2) 0.0268(8) Uani 1 1 d . . . H6A H 0.4637 0.9352 0.2346 0.032 Uiso 1 1 calc R . . H6B H 0.4416 0.8493 0.1569 0.032 Uiso 1 1 calc R . . C6A C 0.1097(3) -0.2286(4) -0.2858(3) 0.0615(14) Uani 1 1 d . . . H6AA H 0.0627 -0.1992 -0.2478 0.074 Uiso 1 1 calc R . . H6AB H 0.0915 -0.3001 -0.3075 0.074 Uiso 1 1 calc R . . C6B C 0.1332(3) 0.0232(3) 0.3117(3) 0.0526(12) Uani 1 1 d . . . H6BA H 0.1692 -0.0422 0.3096 0.063 Uiso 1 1 calc R . . H6BB H 0.0816 0.0112 0.2724 0.063 Uiso 1 1 calc R . . C7 C 0.4247(2) 1.0051(3) 0.1130(2) 0.0340(8) Uani 1 1 d . . . H7A H 0.3634 1.0084 0.1297 0.051 Uiso 1 1 calc R . . H7B H 0.4295 0.9882 0.0480 0.051 Uiso 1 1 calc R . . H7C H 0.4522 1.0742 0.1253 0.051 Uiso 1 1 calc R . . C7A C 0.1239(3) -0.1567(4) -0.3664(3) 0.0710(15) Uani 1 1 d . . . H7AA H 0.0709 -0.1539 -0.4037 0.107 Uiso 1 1 calc R . . H7AB H 0.1716 -0.1846 -0.4031 0.107 Uiso 1 1 calc R . . H7AC H 0.1385 -0.0847 -0.3450 0.107 Uiso 1 1 calc R . . C7B C 0.1045(3) 0.0409(4) 0.4069(3) 0.0554(12) Uani 1 1 d . . . H7BA H 0.0668 -0.0180 0.4256 0.083 Uiso 1 1 calc R . . H7BB H 0.0725 0.1083 0.4104 0.083 Uiso 1 1 calc R . . H7BC H 0.1553 0.0440 0.4474 0.083 Uiso 1 1 calc R . . C8 C 0.7427(2) 0.8008(3) 0.0283(2) 0.0331(9) Uani 1 1 d . . . H8A H 0.7173 0.7312 0.0133 0.050 Uiso 1 1 calc R . . H8B H 0.7964 0.7905 0.0633 0.050 Uiso 1 1 calc R . . H8C H 0.7554 0.8395 -0.0282 0.050 Uiso 1 1 calc R . . C8A C 0.3208(3) -0.2068(3) -0.0290(2) 0.0454(11) Uani 1 1 d . . . H8AA H 0.2875 -0.1512 0.0021 0.068 Uiso 1 1 calc R . . H8AB H 0.3808 -0.1827 -0.0365 0.068 Uiso 1 1 calc R . . H8AC H 0.3202 -0.2723 0.0076 0.068 Uiso 1 1 calc R . . C8B C 0.2041(3) 0.3562(3) 0.1505(2) 0.0493(11) Uani 1 1 d . . . H8BA H 0.1602 0.3457 0.1027 0.074 Uiso 1 1 calc R . . H8BB H 0.2593 0.3761 0.1226 0.074 Uiso 1 1 calc R . . H8BC H 0.1855 0.4132 0.1917 0.074 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 Sm1 0.01863(12) 0.01649(11) 0.01844(12) 0.00003(10) 0.00046(9) -0.00232(10) Sm2 0.01521(12) 0.02295(13) 0.01921(12) 0.00102(10) 0.00220(9) 0.00117(10) Cl1 0.0215(4) 0.0385(6) 0.0511(6) 0.0022(4) -0.0047(4) -0.0003(4) Cl2 0.0306(5) 0.0220(4) 0.0243(4) 0.0043(3) -0.0006(3) -0.0036(3) Cl3 0.0485(6) 0.0239(4) 0.0231(4) -0.0040(3) 0.0088(4) -0.0083(4) Cl4 0.0273(5) 0.0529(5) 0.0224(4) 0.0063(4) 0.0061(4) -0.0011(4) Cl5 0.0193(4) 0.0346(5) 0.0321(5) 0.0022(4) -0.0026(3) 0.0031(3) Cl6 0.0306(5) 0.0241(4) 0.0380(5) -0.0014(4) -0.0031(4) -0.0001(4) N1 0.0200(15) 0.0206(14) 0.0217(14) 0.0012(11) 0.0008(11) -0.0012(11) N1A 0.0232(18) 0.0399(19) 0.051(2) -0.0156(16) -0.0056(15) 0.0044(14) N1B 0.0341(19) 0.0410(19) 0.0234(16) -0.0054(14) -0.0002(13) -0.0058(14) N3 0.0257(16) 0.0194(14) 0.0243(15) 0.0015(11) 0.0068(12) 0.0000(11) N3A 0.0336(19) 0.0292(17) 0.0344(18) -0.0039(13) 0.0047(14) 0.0099(13) N3B 0.0325(18) 0.0390(18) 0.0221(16) -0.0015(13) 0.0029(13) 0.0081(14) C2 0.0283(19) 0.0192(17) 0.0184(16) 0.0014(13) 0.0022(14) -0.0053(14) C2A 0.034(2) 0.034(2) 0.052(3) -0.0129(18) 0.0118(19) 0.0024(17) C2B 0.023(2) 0.058(3) 0.028(2) -0.0042(18) -0.0012(16) 0.0047(19) C4 0.0220(19) 0.029(2) 0.037(2) -0.0050(16) 0.0007(15) -0.0047(15) C4A 0.034(2) 0.073(3) 0.034(2) -0.013(2) 0.0028(18) 0.019(2) C4B 0.026(2) 0.039(2) 0.034(2) -0.0076(17) 0.0072(16) 0.0027(17) C5 0.0281(19) 0.025(2) 0.0299(18) -0.0100(14) 0.0020(15) -0.0063(14) C5A 0.039(3) 0.084(3) 0.035(2) -0.019(2) -0.001(2) 0.027(2) C5B 0.028(2) 0.045(2) 0.033(2) -0.0074(18) -0.0058(16) 0.0062(17) C6 0.0254(19) 0.0286(18) 0.0265(18) -0.0006(14) 0.0077(15) -0.0034(15) C6A 0.028(3) 0.067(3) 0.089(4) -0.038(3) -0.014(2) 0.007(2) C6B 0.060(3) 0.058(3) 0.040(2) 0.002(2) -0.007(2) -0.028(2) C7 0.0263(19) 0.033(2) 0.043(2) 0.0001(18) 0.0044(15) 0.0029(17) C7A 0.065(4) 0.069(4) 0.079(4) -0.012(3) -0.039(3) 0.010(3) C7B 0.031(2) 0.078(3) 0.058(3) 0.014(2) 0.010(2) 0.001(2) C8 0.033(2) 0.031(2) 0.036(2) -0.0052(16) 0.0121(17) 0.0023(16) C8A 0.057(3) 0.045(2) 0.035(2) -0.0133(18) -0.008(2) 0.018(2) C8B 0.075(3) 0.041(2) 0.032(2) 0.0039(18) 0.013(2) 0.014(2) _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 Sm1 Cl1 2.6789(9) . ? Sm1 Cl1 2.6790(9) 3_665 ? Sm1 Cl3 2.7046(8) 3_665 ? Sm1 Cl3 2.7046(8) . ? Sm1 Cl2 2.7184(7) 3_665 ? Sm1 Cl2 2.7184(7) . ? Sm2 Cl6 2.7030(8) 3 ? Sm2 Cl6 2.7030(8) . ? Sm2 Cl4 2.7041(8) . ? Sm2 Cl4 2.7042(8) 3 ? Sm2 Cl5 2.7073(8) 3 ? Sm2 Cl5 2.7073(8) . ? N1 C2 1.326(4) . ? N1 C5 1.380(4) . ? N1 C6 1.476(4) . ? N1A C2A 1.320(4) . ? N1A C5A 1.367(4) . ? N1A C6A 1.479(5) . ? N1B C2B 1.315(4) . ? N1B C5B 1.371(4) . ? N1B C6B 1.478(4) . ? N3 C2 1.322(4) . ? N3 C4 1.374(4) . ? N3 C8 1.463(4) . ? N3A C2A 1.314(4) . ? N3A C4A 1.361(4) . ? N3A C8A 1.472(4) . ? N3B C2B 1.328(4) . ? N3B C4B 1.363(4) . ? N3B C8B 1.462(4) . ? C4 C5 1.348(4) . ? C4A C5A 1.337(5) . ? C4B C5B 1.340(5) . ? C6 C7 1.519(4) . ? C6A C7A 1.503(6) . ? C6B C7B 1.484(5) . ? 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 Cl1 Sm1 Cl1 180.000(1) . 3_665 ? Cl1 Sm1 Cl3 90.13(3) . 3_665 ? Cl1 Sm1 Cl3 89.87(3) 3_665 3_665 ? Cl1 Sm1 Cl3 89.87(3) . . ? Cl1 Sm1 Cl3 90.13(3) 3_665 . ? Cl3 Sm1 Cl3 180.0 3_665 . ? Cl1 Sm1 Cl2 93.05(3) . 3_665 ? Cl1 Sm1 Cl2 86.95(3) 3_665 3_665 ? Cl3 Sm1 Cl2 89.05(2) 3_665 3_665 ? Cl3 Sm1 Cl2 90.95(2) . 3_665 ? Cl1 Sm1 Cl2 86.95(3) . . ? Cl1 Sm1 Cl2 93.05(3) 3_665 . ? Cl3 Sm1 Cl2 90.95(2) 3_665 . ? Cl3 Sm1 Cl2 89.05(2) . . ? Cl2 Sm1 Cl2 180.00(3) 3_665 . ? Cl6 Sm2 Cl6 180.00(5) 3 . ? Cl6 Sm2 Cl4 91.01(3) 3 . ? Cl6 Sm2 Cl4 88.99(3) . . ? Cl6 Sm2 Cl4 88.99(3) 3 3 ? Cl6 Sm2 Cl4 91.01(3) . 3 ? Cl4 Sm2 Cl4 180.0 . 3 ? Cl6 Sm2 Cl5 90.49(3) 3 3 ? Cl6 Sm2 Cl5 89.51(3) . 3 ? Cl4 Sm2 Cl5 90.19(3) . 3 ? Cl4 Sm2 Cl5 89.81(3) 3 3 ? Cl6 Sm2 Cl5 89.51(3) 3 . ? Cl6 Sm2 Cl5 90.49(3) . . ? Cl4 Sm2 Cl5 89.81(3) . . ? Cl4 Sm2 Cl5 90.19(3) 3 . ? Cl5 Sm2 Cl5 180.0 3 . ? C2 N1 C5 108.4(3) . . ? C2 N1 C6 125.5(3) . . ? C5 N1 C6 126.1(3) . . ? C2A N1A C5A 107.2(3) . . ? C2A N1A C6A 127.5(3) . . ? C5A N1A C6A 125.3(3) . . ? C2B N1B C5B 108.5(3) . . ? C2B N1B C6B 125.2(3) . . ? C5B N1B C6B 126.3(3) . . ? C2 N3 C4 108.8(3) . . ? C2 N3 C8 125.2(3) . . ? C4 N3 C8 125.9(3) . . ? C2A N3A C4A 108.0(3) . . ? C2A N3A C8A 126.9(3) . . ? C4A N3A C8A 125.1(3) . . ? C2B N3B C4B 108.4(3) . . ? C2B N3B C8B 124.7(3) . . ? C4B N3B C8B 126.8(3) . . ? N3 C2 N1 108.8(3) . . ? N3A C2A N1A 109.8(3) . . ? N1B C2B N3B 108.7(3) . . ? C5 C4 N3 107.0(3) . . ? C5A C4A N3A 107.1(3) . . ? C5B C4B N3B 107.2(3) . . ? C4 C5 N1 107.0(3) . . ? C4A C5A N1A 107.8(3) . . ? C4B C5B N1B 107.1(3) . . ? N1 C6 C7 111.0(3) . . ? N1A C6A C7A 111.1(4) . . ? N1B C6B C7B 113.1(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C8A H8AA Cl5 0.98 2.63 3.585(4) 164.0 . C8A H8AC Cl1 0.98 2.68 3.458(4) 137.0 3_655 C2 H2A Cl2 0.95 2.70 3.561(3) 150.3 . C4A H4AA Cl2 0.95 2.70 3.537(4) 147.2 1_545 C2B H2BA Cl6 0.95 2.74 3.418(4) 129.3 . C5B H5BA Cl1 0.95 2.74 3.500(4) 138.0 2_645 C4 H4A Cl4 0.95 2.73 3.583(3) 150.2 1_665 C2A H2AA Cl6 0.95 2.74 3.555(4) 144.4 3 C5 H5A Cl3 0.95 2.78 3.584(3) 143.4 2_655 C7B H7BC Cl1 0.98 2.80 3.662(4) 146.7 2_645 C2 H2A Cl3 0.95 2.77 3.351(3) 120.3 . C4B H4BA Cl2 0.95 2.82 3.635(4) 144.6 3_665 C8B H8BC Cl4 0.98 2.84 3.662(4) 142.1 2 _diffrn_measured_fraction_theta_max 0.948 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.733 _refine_diff_density_min -0.343 _refine_diff_density_rms 0.088 data_Eu _database_code_depnum_ccdc_archive 'CCDC 678048' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[C2mim]3[EuCl6]' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H33 Cl6 Eu N6' _chemical_formula_weight 698.16 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' Cl Cl 0.1484 0.1585 '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 P2(1)/c 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 15.4175(10) _cell_length_b 12.5250(8) _cell_length_c 14.6565(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.5080(10) _cell_angle_gamma 90.00 _cell_volume 2830.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6799 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 28.24 _exptl_crystal_description fragment _exptl_crystal_colour colorless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.639 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 2.800 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details '(SADABS; Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19470 _diffrn_reflns_av_R_equivalents 0.0302 _diffrn_reflns_av_sigmaI/netI 0.0384 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 28.35 _reflns_number_total 6681 _reflns_number_gt 4392 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0179P)^2^+0.7540P] 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 6681 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0584 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0508 _refine_ls_wR_factor_gt 0.0447 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _refine_ls_shift/su_max 0.011 _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 Eu1 Eu 0.5000 0.5000 0.0000 0.01749(5) Uani 1 2 d S . . Eu2 Eu 0.0000 0.0000 0.0000 0.01871(5) Uani 1 2 d S . . Cl1 Cl 0.67116(4) 0.48292(6) 0.02361(6) 0.03685(19) Uani 1 1 d . . . Cl2 Cl 0.53230(4) 0.67841(5) -0.09839(5) 0.02525(15) Uani 1 1 d . . . Cl3 Cl 0.49098(5) 0.62150(6) 0.15137(5) 0.03143(17) Uani 1 1 d . . . Cl4 Cl -0.06702(4) -0.04232(7) 0.16514(5) 0.03371(18) Uani 1 1 d . . . Cl5 Cl 0.16075(4) -0.03358(6) 0.06797(5) 0.02814(16) Uani 1 1 d . . . Cl6 Cl 0.00966(5) 0.20763(6) 0.04651(5) 0.03052(17) Uani 1 1 d . . . N1 N 0.56220(14) 0.91203(17) 0.14601(15) 0.0221(5) Uani 1 1 d . . . N1A N 0.18942(16) -0.2390(2) -0.22990(19) 0.0386(7) Uani 1 1 d . . . N1B N 0.18373(16) 0.1137(2) 0.27449(16) 0.0343(6) Uani 1 1 d . . . N3 N 0.68152(14) 0.86273(18) 0.08255(15) 0.0233(5) Uani 1 1 d . . . N3A N 0.28158(16) -0.22820(19) -0.11886(17) 0.0317(6) Uani 1 1 d . . . N3B N 0.21501(16) 0.2578(2) 0.20226(16) 0.0304(6) Uani 1 1 d . . . C2 C 0.59727(17) 0.8432(2) 0.08865(18) 0.0219(6) Uani 1 1 d . . . H2A H 0.5669 0.7884 0.0569 0.026 Uiso 1 1 calc R . . C2A C 0.2006(2) -0.2109(3) -0.1437(2) 0.0381(8) Uani 1 1 d . . . H2AA H 0.1568 -0.1825 -0.1054 0.046 Uiso 1 1 calc R . . C2B C 0.15132(19) 0.1935(3) 0.2271(2) 0.0354(8) Uani 1 1 d . . . H2BA H 0.0916 0.2035 0.2129 0.042 Uiso 1 1 calc R . . C4 C 0.70153(18) 0.9473(2) 0.1380(2) 0.0292(7) Uani 1 1 d . . . H4A H 0.7572 0.9786 0.1462 0.035 Uiso 1 1 calc R . . C4A C 0.3239(2) -0.2695(3) -0.1917(2) 0.0462(9) Uani 1 1 d . . . H4AA H 0.3833 -0.2895 -0.1934 0.055 Uiso 1 1 calc R . . C4B C 0.29155(19) 0.2159(3) 0.2351(2) 0.0324(7) Uani 1 1 d . . . H4BA H 0.3479 0.2450 0.2270 0.039 Uiso 1 1 calc R . . C5 C 0.62714(18) 0.9781(2) 0.1788(2) 0.0287(7) Uani 1 1 d . . . H5A H 0.6208 1.0343 0.2217 0.034 Uiso 1 1 calc R . . C5A C 0.2669(2) -0.2769(3) -0.2608(2) 0.0523(11) Uani 1 1 d . . . H5AA H 0.2782 -0.3036 -0.3202 0.063 Uiso 1 1 calc R . . C5B C 0.27219(19) 0.1273(3) 0.2803(2) 0.0328(7) Uani 1 1 d . . . H5BA H 0.3121 0.0817 0.3111 0.039 Uiso 1 1 calc R . . C6 C 0.46944(16) 0.9190(2) 0.16867(19) 0.0257(6) Uani 1 1 d . . . H6A H 0.4634 0.9351 0.2344 0.031 Uiso 1 1 calc R . . H6B H 0.4413 0.8493 0.1566 0.031 Uiso 1 1 calc R . . C6A C 0.1097(2) -0.2280(3) -0.2861(3) 0.0591(12) Uani 1 1 d . . . H6AA H 0.0627 -0.1982 -0.2483 0.071 Uiso 1 1 calc R . . H6AB H 0.0911 -0.2994 -0.3077 0.071 Uiso 1 1 calc R . . C6B C 0.1330(3) 0.0234(3) 0.3119(2) 0.0545(10) Uani 1 1 d . . . H6BA H 0.0811 0.0119 0.2728 0.065 Uiso 1 1 calc R . . H6BB H 0.1687 -0.0422 0.3094 0.065 Uiso 1 1 calc R . . C7 C 0.42436(19) 1.0048(2) 0.1131(2) 0.0344(7) Uani 1 1 d . . . H7A H 0.3628 1.0070 0.1290 0.052 Uiso 1 1 calc R . . H7B H 0.4301 0.9888 0.0480 0.052 Uiso 1 1 calc R . . H7C H 0.4510 1.0742 0.1264 0.052 Uiso 1 1 calc R . . C7A C 0.1240(3) -0.1567(3) -0.3667(3) 0.0715(13) Uani 1 1 d . . . H7AA H 0.0712 -0.1545 -0.4044 0.107 Uiso 1 1 calc R . . H7AB H 0.1721 -0.1845 -0.4030 0.107 Uiso 1 1 calc R . . H7AC H 0.1381 -0.0845 -0.3455 0.107 Uiso 1 1 calc R . . C7B C 0.1048(2) 0.0405(3) 0.4069(2) 0.0528(10) Uani 1 1 d . . . H7BA H 0.0648 -0.0165 0.4245 0.079 Uiso 1 1 calc R . . H7BB H 0.0754 0.1097 0.4116 0.079 Uiso 1 1 calc R . . H7BC H 0.1555 0.0398 0.4477 0.079 Uiso 1 1 calc R . . C8 C 0.74252(18) 0.8004(2) 0.0281(2) 0.0335(7) Uani 1 1 d . . . H8A H 0.7171 0.7306 0.0139 0.050 Uiso 1 1 calc R . . H8B H 0.7966 0.7904 0.0627 0.050 Uiso 1 1 calc R . . H8C H 0.7547 0.8385 -0.0288 0.050 Uiso 1 1 calc R . . C8A C 0.3206(2) -0.2069(3) -0.0286(2) 0.0442(9) Uani 1 1 d . . . H8AA H 0.2857 -0.1538 0.0035 0.066 Uiso 1 1 calc R . . H8AB H 0.3797 -0.1797 -0.0363 0.066 Uiso 1 1 calc R . . H8AC H 0.3224 -0.2732 0.0069 0.066 Uiso 1 1 calc R . . C8B C 0.2042(2) 0.3571(3) 0.1507(2) 0.0482(10) Uani 1 1 d . . . H8BA H 0.1608 0.3466 0.1022 0.072 Uiso 1 1 calc R . . H8BB H 0.2596 0.3774 0.1235 0.072 Uiso 1 1 calc R . . H8BC H 0.1848 0.4139 0.1917 0.072 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 0.01790(9) 0.01639(10) 0.01816(10) -0.00002(9) -0.00066(7) -0.00198(9) Eu2 0.01478(9) 0.02278(11) 0.01858(10) 0.00103(9) 0.00127(7) 0.00130(9) Cl1 0.0206(3) 0.0393(5) 0.0506(5) 0.0018(4) -0.0057(3) -0.0006(3) Cl2 0.0290(3) 0.0223(4) 0.0244(4) 0.0047(3) -0.0011(3) -0.0039(3) Cl3 0.0481(4) 0.0237(4) 0.0226(4) -0.0036(3) 0.0077(3) -0.0076(4) Cl4 0.0265(3) 0.0520(5) 0.0227(4) 0.0060(4) 0.0050(3) -0.0007(4) Cl5 0.0183(3) 0.0339(4) 0.0322(4) 0.0016(3) -0.0030(3) 0.0033(3) Cl6 0.0294(4) 0.0248(4) 0.0372(5) -0.0018(3) -0.0043(3) -0.0001(3) N1 0.0216(11) 0.0214(13) 0.0233(13) -0.0004(10) 0.0011(10) -0.0013(10) N1A 0.0230(13) 0.0417(17) 0.0511(19) -0.0148(14) -0.0036(12) 0.0042(13) N1B 0.0333(14) 0.0445(17) 0.0252(14) -0.0048(13) -0.0034(11) -0.0060(13) N3 0.0258(12) 0.0207(12) 0.0235(13) 0.0002(10) 0.0052(10) 0.0002(10) N3A 0.0334(14) 0.0282(14) 0.0334(15) -0.0048(12) 0.0036(11) 0.0081(12) N3B 0.0334(14) 0.0391(16) 0.0189(14) -0.0017(12) 0.0034(11) 0.0056(13) C2 0.0259(14) 0.0192(15) 0.0206(15) 0.0007(12) 0.0009(11) -0.0044(12) C2A 0.0333(17) 0.0336(19) 0.048(2) -0.0122(16) 0.0121(15) 0.0002(15) C2B 0.0262(16) 0.053(2) 0.0267(18) -0.0010(16) -0.0022(13) 0.0044(16) C4 0.0241(14) 0.0266(17) 0.0367(19) -0.0055(14) -0.0015(13) -0.0067(13) C4A 0.0334(18) 0.068(3) 0.037(2) -0.0120(18) 0.0045(15) 0.0188(18) C4B 0.0234(15) 0.042(2) 0.0322(18) -0.0096(16) 0.0021(13) 0.0033(15) C5 0.0304(15) 0.0273(18) 0.0285(16) -0.0090(13) 0.0013(12) -0.0025(13) C5A 0.035(2) 0.087(3) 0.035(2) -0.019(2) 0.0001(16) 0.0293(19) C5B 0.0309(16) 0.0376(19) 0.0297(17) -0.0037(15) -0.0062(13) 0.0081(15) C6 0.0213(14) 0.0309(16) 0.0249(16) -0.0020(13) 0.0059(12) -0.0028(13) C6A 0.0288(18) 0.067(3) 0.081(3) -0.034(2) -0.0135(18) 0.0092(19) C6B 0.066(2) 0.060(3) 0.038(2) 0.0017(18) -0.0049(18) -0.030(2) C7 0.0286(14) 0.0330(17) 0.0415(19) 0.0022(16) 0.0006(13) 0.0064(15) C7A 0.065(3) 0.069(3) 0.080(3) -0.012(3) -0.044(2) 0.013(2) C7B 0.0357(19) 0.071(3) 0.052(2) 0.012(2) 0.0059(17) 0.0017(19) C8 0.0340(17) 0.0274(17) 0.0394(19) -0.0042(15) 0.0153(14) 0.0026(14) C8A 0.059(2) 0.047(2) 0.0269(19) -0.0132(16) -0.0017(16) 0.0155(19) C8B 0.072(3) 0.042(2) 0.031(2) 0.0032(16) 0.0087(18) 0.0169(19) _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 Cl1 2.6669(7) 3_665 ? Eu1 Cl1 2.6670(7) . ? Eu1 Cl3 2.6949(7) . ? Eu1 Cl3 2.6949(7) 3_665 ? Eu1 Cl2 2.7081(7) 3_665 ? Eu1 Cl2 2.7081(7) . ? Eu2 Cl6 2.6922(7) 3 ? Eu2 Cl6 2.6922(7) . ? Eu2 Cl4 2.6928(7) 3 ? Eu2 Cl4 2.6928(7) . ? Eu2 Cl5 2.6959(7) 3 ? Eu2 Cl5 2.6959(7) . ? N1 C2 1.323(3) . ? N1 C5 1.382(3) . ? N1 C6 1.474(3) . ? N1A C2A 1.322(4) . ? N1A C5A 1.366(4) . ? N1A C6A 1.480(4) . ? N1B C2B 1.314(4) . ? N1B C5B 1.376(4) . ? N1B C6B 1.483(4) . ? N3 C2 1.326(3) . ? N3 C4 1.368(3) . ? N3 C8 1.464(3) . ? N3A C2A 1.316(4) . ? N3A C4A 1.359(4) . ? N3A C8A 1.472(4) . ? N3B C2B 1.323(4) . ? N3B C4B 1.374(4) . ? N3B C8B 1.465(4) . ? C4 C5 1.355(4) . ? C4A C5A 1.337(4) . ? C4B C5B 1.328(4) . ? C6 C7 1.514(4) . ? C6A C7A 1.499(5) . ? C6B C7B 1.478(5) . ? 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 Cl1 Eu1 Cl1 180.0 3_665 . ? Cl1 Eu1 Cl3 90.19(2) 3_665 . ? Cl1 Eu1 Cl3 89.81(2) . . ? Cl1 Eu1 Cl3 89.81(2) 3_665 3_665 ? Cl1 Eu1 Cl3 90.19(2) . 3_665 ? Cl3 Eu1 Cl3 180.0 . 3_665 ? Cl1 Eu1 Cl2 87.07(2) 3_665 3_665 ? Cl1 Eu1 Cl2 92.93(2) . 3_665 ? Cl3 Eu1 Cl2 90.95(2) . 3_665 ? Cl3 Eu1 Cl2 89.05(2) 3_665 3_665 ? Cl1 Eu1 Cl2 92.93(2) 3_665 . ? Cl1 Eu1 Cl2 87.07(2) . . ? Cl3 Eu1 Cl2 89.05(2) . . ? Cl3 Eu1 Cl2 90.95(2) 3_665 . ? Cl2 Eu1 Cl2 180.00(3) 3_665 . ? Cl6 Eu2 Cl6 180.00(3) 3 . ? Cl6 Eu2 Cl4 89.05(2) 3 3 ? Cl6 Eu2 Cl4 90.95(2) . 3 ? Cl6 Eu2 Cl4 90.95(2) 3 . ? Cl6 Eu2 Cl4 89.05(2) . . ? Cl4 Eu2 Cl4 180.0 3 . ? Cl6 Eu2 Cl5 90.49(2) 3 3 ? Cl6 Eu2 Cl5 89.51(2) . 3 ? Cl4 Eu2 Cl5 89.77(2) 3 3 ? Cl4 Eu2 Cl5 90.23(2) . 3 ? Cl6 Eu2 Cl5 89.51(2) 3 . ? Cl6 Eu2 Cl5 90.49(2) . . ? Cl4 Eu2 Cl5 90.23(2) 3 . ? Cl4 Eu2 Cl5 89.77(2) . . ? Cl5 Eu2 Cl5 180.0 3 . ? C2 N1 C5 108.2(2) . . ? C2 N1 C6 125.8(2) . . ? C5 N1 C6 126.0(2) . . ? C2A N1A C5A 107.6(3) . . ? C2A N1A C6A 127.4(3) . . ? C5A N1A C6A 124.9(3) . . ? C2B N1B C5B 108.1(3) . . ? C2B N1B C6B 125.2(3) . . ? C5B N1B C6B 126.7(3) . . ? C2 N3 C4 108.6(2) . . ? C2 N3 C8 124.9(2) . . ? C4 N3 C8 126.4(2) . . ? C2A N3A C4A 107.9(3) . . ? C2A N3A C8A 126.7(3) . . ? C4A N3A C8A 125.4(3) . . ? C2B N3B C4B 108.0(3) . . ? C2B N3B C8B 125.2(3) . . ? C4B N3B C8B 126.8(3) . . ? N1 C2 N3 109.2(2) . . ? N3A C2A N1A 109.6(3) . . ? N1B C2B N3B 109.2(3) . . ? C5 C4 N3 107.2(2) . . ? C5A C4A N3A 107.7(3) . . ? C5B C4B N3B 107.3(3) . . ? C4 C5 N1 106.8(2) . . ? C4A C5A N1A 107.2(3) . . ? C4B C5B N1B 107.5(3) . . ? N1 C6 C7 111.3(2) . . ? N1A C6A C7A 111.6(3) . . ? C7B C6B N1B 113.5(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C8A H8AA Cl5 0.98 2.63 3.586(3) 166.0 . C8A H8AC Cl1 0.98 2.67 3.460(3) 138.3 3_655 C2 H2A Cl2 0.95 2.71 3.568(3) 150.6 . C4A H4AA Cl2 0.95 2.71 3.541(3) 147.2 1_545 C2B H2BA Cl6 0.95 2.74 3.421(3) 129.5 . C5B H5BA Cl1 0.95 2.73 3.500(3) 138.5 2_645 C4 H4A Cl4 0.95 2.73 3.589(3) 150.1 1_665 C2A H2AA Cl6 0.95 2.73 3.552(3) 144.8 3 C5 H5A Cl3 0.95 2.77 3.580(3) 143.6 2_655 C7B H7BC Cl1 0.98 2.79 3.664(3) 148.4 2_645 C2 H2A Cl3 0.95 2.77 3.356(3) 120.5 . C4B H4BA Cl2 0.95 2.82 3.639(3) 145.0 3_665 C8B H8BC Cl4 0.98 2.84 3.667(3) 142.6 2 _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.623 _refine_diff_density_min -0.469 _refine_diff_density_rms 0.084 data_Gd _database_code_depnum_ccdc_archive 'CCDC 678049' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[C2mim]3[GdCl6]' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H33 Cl6 Gd N6' _chemical_formula_weight 703.45 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 '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)/c 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 15.4112(11) _cell_length_b 12.5133(9) _cell_length_c 14.6384(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.5010(10) _cell_angle_gamma 90.00 _cell_volume 2822.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4270 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 28.25 _exptl_crystal_description fragment _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.655 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1396 _exptl_absorpt_coefficient_mu 2.935 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details '(SADABS; Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19386 _diffrn_reflns_av_R_equivalents 0.0298 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 28.28 _reflns_number_total 6652 _reflns_number_gt 4800 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0168P)^2^+1.9495P] 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 6652 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0503 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0547 _refine_ls_wR_factor_gt 0.0488 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 Gd1 Gd 0.5000 0.5000 0.0000 0.01725(5) Uani 1 2 d S . . Gd2 Gd 0.0000 0.0000 0.0000 0.01820(5) Uani 1 2 d S . . Cl1 Cl 0.67077(4) 0.48309(7) 0.02395(5) 0.03612(19) Uani 1 1 d . . . Cl2 Cl 0.53204(4) 0.67777(6) -0.09811(4) 0.02500(15) Uani 1 1 d . . . Cl3 Cl 0.49051(5) 0.62104(6) 0.15080(4) 0.03113(17) Uani 1 1 d . . . Cl4 Cl -0.06690(4) -0.04195(7) 0.16462(4) 0.03234(17) Uani 1 1 d . . . Cl5 Cl 0.16013(4) -0.03365(6) 0.06769(4) 0.02735(16) Uani 1 1 d . . . Cl6 Cl 0.00993(5) 0.20715(6) 0.04616(5) 0.03031(16) Uani 1 1 d . . . N1 N 0.56241(14) 0.91191(19) 0.14596(13) 0.0209(5) Uani 1 1 d . . . N1A N 0.18910(16) -0.2386(2) -0.22935(18) 0.0374(7) Uani 1 1 d . . . N1B N 0.18380(16) 0.1134(2) 0.27455(15) 0.0330(6) Uani 1 1 d . . . N3 N 0.68153(14) 0.86250(19) 0.08218(14) 0.0234(5) Uani 1 1 d . . . N3A N 0.28127(16) -0.2283(2) -0.11890(15) 0.0303(6) Uani 1 1 d . . . N3B N 0.21505(16) 0.2582(2) 0.20215(14) 0.0304(6) Uani 1 1 d . . . C2 C 0.59714(17) 0.8425(2) 0.08846(16) 0.0223(6) Uani 1 1 d . . . H2A H 0.5667 0.7875 0.0570 0.027 Uiso 1 1 calc R . . C2A C 0.2003(2) -0.2106(3) -0.1438(2) 0.0369(8) Uani 1 1 d . . . H2AA H 0.1566 -0.1819 -0.1056 0.044 Uiso 1 1 calc R . . C2B C 0.1512(2) 0.1931(3) 0.22674(18) 0.0372(8) Uani 1 1 d . . . H2BA H 0.0916 0.2027 0.2121 0.045 Uiso 1 1 calc R . . C4 C 0.70141(18) 0.9471(3) 0.13757(18) 0.0283(7) Uani 1 1 d . . . H4A H 0.7571 0.9783 0.1459 0.034 Uiso 1 1 calc R . . C4A C 0.3239(2) -0.2697(3) -0.19138(19) 0.0436(10) Uani 1 1 d . . . H4AA H 0.3834 -0.2898 -0.1928 0.052 Uiso 1 1 calc R . . C4B C 0.29154(19) 0.2165(3) 0.23502(19) 0.0330(7) Uani 1 1 d . . . H4BA H 0.3478 0.2457 0.2269 0.040 Uiso 1 1 calc R . . C5 C 0.62732(18) 0.9781(2) 0.17819(19) 0.0283(7) Uani 1 1 d . . . H5A H 0.6211 1.0348 0.2208 0.034 Uiso 1 1 calc R . . C5A C 0.2665(2) -0.2772(4) -0.2609(2) 0.0507(11) Uani 1 1 d . . . H5AA H 0.2775 -0.3041 -0.3204 0.061 Uiso 1 1 calc R . . C5B C 0.27215(19) 0.1275(3) 0.28038(19) 0.0339(7) Uani 1 1 d . . . H5BA H 0.3121 0.0820 0.3112 0.041 Uiso 1 1 calc R . . C6 C 0.46947(17) 0.9189(3) 0.16896(18) 0.0264(6) Uani 1 1 d . . . H6A H 0.4635 0.9351 0.2348 0.032 Uiso 1 1 calc R . . H6B H 0.4413 0.8492 0.1570 0.032 Uiso 1 1 calc R . . C6A C 0.1094(2) -0.2279(4) -0.2856(3) 0.0595(12) Uani 1 1 d . . . H6AA H 0.0624 -0.1980 -0.2476 0.071 Uiso 1 1 calc R . . H6AB H 0.0908 -0.2994 -0.3069 0.071 Uiso 1 1 calc R . . C6B C 0.1332(3) 0.0236(3) 0.3111(2) 0.0542(11) Uani 1 1 d . . . H6BA H 0.1686 -0.0423 0.3081 0.065 Uiso 1 1 calc R . . H6BB H 0.0811 0.0127 0.2722 0.065 Uiso 1 1 calc R . . C7 C 0.42444(19) 1.0047(3) 0.1134(2) 0.0336(7) Uani 1 1 d . . . H7A H 0.3624 1.0051 0.1276 0.050 Uiso 1 1 calc R . . H7B H 0.4321 0.9902 0.0482 0.050 Uiso 1 1 calc R . . H7C H 0.4496 1.0745 0.1284 0.050 Uiso 1 1 calc R . . C7A C 0.1231(3) -0.1570(4) -0.3664(3) 0.0727(14) Uani 1 1 d . . . H7AA H 0.0701 -0.1552 -0.4039 0.109 Uiso 1 1 calc R . . H7AB H 0.1711 -0.1848 -0.4029 0.109 Uiso 1 1 calc R . . H7AC H 0.1371 -0.0846 -0.3455 0.109 Uiso 1 1 calc R . . C7B C 0.1055(2) 0.0406(4) 0.4072(2) 0.0528(10) Uani 1 1 d . . . H7BA H 0.0670 -0.0177 0.4257 0.079 Uiso 1 1 calc R . . H7BB H 0.0745 0.1088 0.4118 0.079 Uiso 1 1 calc R . . H7BC H 0.1567 0.0420 0.4474 0.079 Uiso 1 1 calc R . . C8 C 0.7430(2) 0.8001(3) 0.0281(2) 0.0356(7) Uani 1 1 d . . . H8A H 0.7177 0.7302 0.0138 0.053 Uiso 1 1 calc R . . H8B H 0.7969 0.7903 0.0631 0.053 Uiso 1 1 calc R . . H8C H 0.7555 0.8382 -0.0288 0.053 Uiso 1 1 calc R . . C8A C 0.3205(2) -0.2074(3) -0.02878(19) 0.0439(9) Uani 1 1 d . . . H8AA H 0.2851 -0.1553 0.0042 0.066 Uiso 1 1 calc R . . H8AB H 0.3792 -0.1787 -0.0366 0.066 Uiso 1 1 calc R . . H8AC H 0.3235 -0.2741 0.0062 0.066 Uiso 1 1 calc R . . C8B C 0.2042(3) 0.3578(3) 0.1508(2) 0.0491(10) Uani 1 1 d . . . H8BA H 0.1612 0.3472 0.1019 0.074 Uiso 1 1 calc R . . H8BB H 0.2598 0.3786 0.1242 0.074 Uiso 1 1 calc R . . H8BC H 0.1842 0.4142 0.1920 0.074 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 Gd1 0.01748(9) 0.01710(10) 0.01715(8) 0.00027(8) -0.00088(6) -0.00212(8) Gd2 0.01390(8) 0.02294(11) 0.01778(8) 0.00111(8) 0.00091(6) 0.00108(8) Cl1 0.0199(3) 0.0385(5) 0.0498(4) 0.0021(4) -0.0060(3) -0.0008(3) Cl2 0.0284(3) 0.0232(4) 0.0234(3) 0.0048(3) -0.0013(3) -0.0043(3) Cl3 0.0469(4) 0.0251(4) 0.0215(3) -0.0039(3) 0.0074(3) -0.0076(3) Cl4 0.0253(3) 0.0504(5) 0.0214(3) 0.0061(3) 0.0048(3) -0.0008(3) Cl5 0.0173(3) 0.0341(4) 0.0305(3) 0.0016(3) -0.0029(3) 0.0028(3) Cl6 0.0288(4) 0.0253(4) 0.0367(4) -0.0020(3) -0.0045(3) -0.0005(3) N1 0.0206(11) 0.0200(13) 0.0222(10) 0.0002(10) 0.0016(9) -0.0017(10) N1A 0.0232(13) 0.0380(18) 0.0510(15) -0.0122(14) -0.0036(12) 0.0033(12) N1B 0.0333(14) 0.0426(18) 0.0228(11) -0.0047(12) -0.0042(10) -0.0046(13) N3 0.0265(12) 0.0211(14) 0.0228(10) -0.0001(10) 0.0052(9) 0.0002(10) N3A 0.0326(13) 0.0279(16) 0.0305(12) -0.0044(11) 0.0027(10) 0.0081(12) N3B 0.0333(14) 0.0379(17) 0.0201(11) -0.0007(11) 0.0030(10) 0.0057(13) C2 0.0277(14) 0.0200(16) 0.0192(11) 0.0003(11) 0.0000(11) -0.0020(12) C2A 0.0330(16) 0.033(2) 0.0453(17) -0.0112(15) 0.0092(14) 0.0023(15) C2B 0.0283(16) 0.058(3) 0.0254(14) -0.0030(16) -0.0045(12) 0.0049(17) C4 0.0232(14) 0.0277(19) 0.0341(14) -0.0048(14) -0.0002(12) -0.0044(13) C4A 0.0294(16) 0.073(3) 0.0288(15) -0.0144(17) 0.0022(13) 0.0193(17) C4B 0.0250(15) 0.044(2) 0.0297(14) -0.0101(15) 0.0020(12) 0.0033(15) C5 0.0287(15) 0.0250(19) 0.0313(14) -0.0086(12) 0.0009(12) -0.0047(13) C5A 0.0373(19) 0.079(3) 0.0358(17) -0.0190(19) 0.0003(15) 0.0258(19) C5B 0.0292(15) 0.043(2) 0.0298(14) -0.0064(15) -0.0054(12) 0.0071(15) C6 0.0213(13) 0.0303(18) 0.0278(13) 0.0013(13) 0.0050(11) -0.0023(13) C6A 0.0280(18) 0.067(3) 0.083(3) -0.032(2) -0.0174(18) 0.0076(19) C6B 0.066(3) 0.056(3) 0.0403(18) 0.0016(18) -0.0041(17) -0.024(2) C7 0.0263(14) 0.0351(19) 0.0395(16) 0.0020(15) 0.0030(12) 0.0059(15) C7A 0.062(3) 0.070(3) 0.085(3) -0.016(3) -0.047(2) 0.016(2) C7B 0.0320(18) 0.073(3) 0.053(2) 0.015(2) 0.0077(16) 0.0006(19) C8 0.0368(17) 0.032(2) 0.0388(16) -0.0036(15) 0.0149(14) 0.0036(15) C8A 0.055(2) 0.046(2) 0.0305(15) -0.0102(16) -0.0036(15) 0.0178(18) C8B 0.075(3) 0.045(2) 0.0278(15) 0.0023(16) 0.0101(16) 0.016(2) _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 Gd1 Cl1 2.6604(7) 3_665 ? Gd1 Cl1 2.6604(7) . ? Gd1 Cl3 2.6821(7) . ? Gd1 Cl3 2.6822(7) 3_665 ? Gd1 Cl2 2.6957(7) 3_665 ? Gd1 Cl2 2.6957(7) . ? Gd2 Cl4 2.6811(6) 3 ? Gd2 Cl4 2.6812(6) . ? Gd2 Cl6 2.6827(8) 3 ? Gd2 Cl6 2.6827(8) . ? Gd2 Cl5 2.6845(6) 3 ? Gd2 Cl5 2.6845(6) . ? N1 C2 1.326(3) . ? N1 C5 1.379(3) . ? N1 C6 1.477(3) . ? N1A C2A 1.310(4) . ? N1A C5A 1.371(4) . ? N1A C6A 1.479(4) . ? N1B C2B 1.315(4) . ? N1B C5B 1.375(4) . ? N1B C6B 1.472(4) . ? N3 C2 1.328(3) . ? N3 C4 1.366(4) . ? N3 C8 1.465(3) . ? N3A C2A 1.315(4) . ? N3A C4A 1.356(4) . ? N3A C8A 1.470(4) . ? N3B C2B 1.329(4) . ? N3B C4B 1.372(4) . ? N3B C8B 1.464(4) . ? C4 C5 1.349(4) . ? C4A C5A 1.346(4) . ? C4B C5B 1.332(5) . ? C6 C7 1.512(4) . ? C6A C7A 1.495(6) . ? C6B C7B 1.488(5) . ? 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 Cl1 Gd1 Cl1 180.0 3_665 . ? Cl1 Gd1 Cl3 90.14(2) 3_665 . ? Cl1 Gd1 Cl3 89.86(2) . . ? Cl1 Gd1 Cl3 89.86(2) 3_665 3_665 ? Cl1 Gd1 Cl3 90.15(2) . 3_665 ? Cl3 Gd1 Cl3 179.999(1) . 3_665 ? Cl1 Gd1 Cl2 87.15(2) 3_665 3_665 ? Cl1 Gd1 Cl2 92.85(2) . 3_665 ? Cl3 Gd1 Cl2 90.91(2) . 3_665 ? Cl3 Gd1 Cl2 89.09(2) 3_665 3_665 ? Cl1 Gd1 Cl2 92.85(2) 3_665 . ? Cl1 Gd1 Cl2 87.15(2) . . ? Cl3 Gd1 Cl2 89.09(2) . . ? Cl3 Gd1 Cl2 90.91(2) 3_665 . ? Cl2 Gd1 Cl2 180.000(17) 3_665 . ? Cl4 Gd2 Cl4 180.0 3 . ? Cl4 Gd2 Cl6 89.10(2) 3 3 ? Cl4 Gd2 Cl6 90.90(2) . 3 ? Cl4 Gd2 Cl6 90.90(2) 3 . ? Cl4 Gd2 Cl6 89.10(2) . . ? Cl6 Gd2 Cl6 180.00(3) 3 . ? Cl4 Gd2 Cl5 89.83(2) 3 3 ? Cl4 Gd2 Cl5 90.17(2) . 3 ? Cl6 Gd2 Cl5 90.48(2) 3 3 ? Cl6 Gd2 Cl5 89.52(2) . 3 ? Cl4 Gd2 Cl5 90.17(2) 3 . ? Cl4 Gd2 Cl5 89.83(2) . . ? Cl6 Gd2 Cl5 89.52(2) 3 . ? Cl6 Gd2 Cl5 90.48(2) . . ? Cl5 Gd2 Cl5 180.0 3 . ? C2 N1 C5 108.4(2) . . ? C2 N1 C6 125.5(2) . . ? C5 N1 C6 126.0(2) . . ? C2A N1A C5A 107.9(3) . . ? C2A N1A C6A 127.6(3) . . ? C5A N1A C6A 124.4(3) . . ? C2B N1B C5B 108.0(3) . . ? C2B N1B C6B 124.9(3) . . ? C5B N1B C6B 127.1(3) . . ? C2 N3 C4 108.6(2) . . ? C2 N3 C8 125.1(2) . . ? C4 N3 C8 126.2(2) . . ? C2A N3A C4A 108.2(2) . . ? C2A N3A C8A 126.9(3) . . ? C4A N3A C8A 124.9(3) . . ? C2B N3B C4B 107.9(3) . . ? C2B N3B C8B 125.4(3) . . ? C4B N3B C8B 126.7(3) . . ? N1 C2 N3 108.7(2) . . ? N1A C2A N3A 109.7(3) . . ? N1B C2B N3B 109.2(3) . . ? C5 C4 N3 107.4(2) . . ? C5A C4A N3A 107.3(3) . . ? C5B C4B N3B 107.2(3) . . ? C4 C5 N1 106.9(2) . . ? C4A C5A N1A 106.8(3) . . ? C4B C5B N1B 107.6(3) . . ? N1 C6 C7 111.2(2) . . ? N1A C6A C7A 111.8(3) . . ? N1B C6B C7B 113.0(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C8A H8AA Cl5 0.98 2.63 3.590(3) 166.3 . C8A H8AC Cl1 0.98 2.65 3.454(4) 139.0 3_655 C2 H2A Cl2 0.95 2.70 3.559(3) 150.3 . C4A H4AA Cl2 0.95 2.70 3.536(3) 147.4 1_545 C2B H2BA Cl6 0.95 2.73 3.415(3) 129.9 . C5B H5BA Cl1 0.95 2.72 3.493(3) 138.6 2_645 C4 H4A Cl4 0.95 2.74 3.592(3) 150.4 1_665 C2A H2AA Cl6 0.95 2.74 3.553(3) 144.6 3 C5 H5A Cl3 0.95 2.78 3.584(3) 143.3 2_655 C7B H7BC Cl1 0.98 2.79 3.656(4) 147.9 2_645 C2 H2A Cl3 0.95 2.76 3.352(3) 121.0 . C4B H4BA Cl2 0.95 2.82 3.641(3) 145.0 3_665 C8B H8BC Cl4 0.98 2.84 3.667(3) 143.2 2 _diffrn_measured_fraction_theta_max 0.948 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.582 _refine_diff_density_min -0.563 _refine_diff_density_rms 0.082 data_GdC4mim _database_code_depnum_ccdc_archive 'CCDC 678050' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[C4mim][GdCl6]' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H45 Cl6 Gd N6' _chemical_formula_weight 787.61 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 '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)/c 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 9.7573(8) _cell_length_b 10.5481(8) _cell_length_c 33.524(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.5710(10) _cell_angle_gamma 90.00 _cell_volume 3449.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4667 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 27.90 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.517 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1588 _exptl_absorpt_coefficient_mu 2.411 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details '(SADABS; Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23174 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_sigmaI/netI 0.0439 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -44 _diffrn_reflns_limit_l_max 44 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 28.33 _reflns_number_total 8232 _reflns_number_gt 6557 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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 fullcycle _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0253P)^2^+0.9570P] 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 8232 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0487 _refine_ls_R_factor_gt 0.0313 _refine_ls_wR_factor_ref 0.0605 _refine_ls_wR_factor_gt 0.0572 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.053 _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 Gd1 Gd 0.684922(13) 0.972585(14) 0.862861(4) 0.02072(4) Uani 1 1 d . . . Cl1 Cl 0.59732(8) 0.83471(8) 0.80075(2) 0.03368(18) Uani 1 1 d . . . Cl2 Cl 0.50344(7) 0.85952(8) 0.91043(2) 0.03184(17) Uani 1 1 d . . . Cl3 Cl 0.85281(7) 1.09886(8) 0.81461(2) 0.03137(17) Uani 1 1 d . . . Cl4 Cl 0.86220(7) 0.78415(7) 0.88005(2) 0.02929(16) Uani 1 1 d . . . Cl5 Cl 0.48959(7) 1.14782(8) 0.84911(2) 0.03449(18) Uani 1 1 d . . . Cl6 Cl 0.79677(7) 1.09950(8) 0.92481(2) 0.03242(17) Uani 1 1 d . . . N1 N 0.8589(2) 0.8387(2) 1.00899(7) 0.0259(5) Uani 1 1 d . . . N1A N 0.2571(3) 0.9630(3) 0.67870(8) 0.0382(6) Uani 1 1 d . C . N1B N 0.2486(2) 0.7074(2) 0.79912(7) 0.0276(6) Uani 1 1 d . G . N3 N 0.6450(2) 0.8379(2) 1.02316(7) 0.0291(6) Uani 1 1 d . . . N3A N 0.2557(3) 1.0614(2) 0.73451(8) 0.0327(6) Uani 1 1 d . . . N3B N 0.1733(2) 0.8656(2) 0.83302(7) 0.0237(5) Uani 1 1 d . . . C2 C 0.7325(3) 0.8414(3) 0.99372(9) 0.0291(7) Uani 1 1 d . . . H2A H 0.7084 0.8453 0.9661 0.035 Uiso 1 1 calc R . . C2A C 0.2096(3) 1.0638(3) 0.69722(9) 0.0336(7) Uani 1 1 d . . . H2AA H 0.1520 1.1271 0.6856 0.040 Uiso 1 1 calc R . . C2B C 0.2731(3) 0.7807(3) 0.83081(9) 0.0270(6) Uani 1 1 d . . . H2BA H 0.3495 0.7735 0.8489 0.032 Uiso 1 1 calc R . . C4 C 0.7184(3) 0.8323(3) 1.05867(9) 0.0373(8) Uani 1 1 d . . . H4A H 0.6817 0.8286 1.0846 0.045 Uiso 1 1 calc R . . C4A C 0.3379(3) 0.9580(3) 0.73970(11) 0.0421(9) Uani 1 1 d . . . H4AA H 0.3857 0.9341 0.7636 0.051 Uiso 1 1 calc R . . C4B C 0.0815(3) 0.8460(3) 0.80161(8) 0.0269(6) Uani 1 1 d . . . H4BA H 0.0001 0.8929 0.7960 0.032 Uiso 1 1 calc R . . C5 C 0.8524(3) 0.8332(3) 1.04974(9) 0.0359(8) Uani 1 1 d . . . H5A H 0.9280 0.8304 1.0682 0.043 Uiso 1 1 calc R . . C5A C 0.3387(3) 0.8962(3) 0.70478(12) 0.0444(9) Uani 1 1 d . . . H5AA H 0.3870 0.8203 0.6992 0.053 Uiso 1 1 calc R . . C5B C 0.1292(3) 0.7478(3) 0.78046(8) 0.0282(7) Uani 1 1 d . . . H5BA H 0.0879 0.7127 0.7569 0.034 Uiso 1 1 calc R . . C6 C 0.9845(3) 0.8344(3) 0.98584(9) 0.0299(7) Uani 1 1 d . . . H6A H 1.0585 0.8803 1.0006 0.036 Uiso 1 1 calc R . . H6B H 0.9679 0.8780 0.9600 0.036 Uiso 1 1 calc R . . C6A C 0.2364(4) 0.9385(4) 0.63552(11) 0.0549(10) Uani 1 1 d . . . H6AA H 0.1592 0.9897 0.6246 0.066 Uiso 0.50 1 calc PR A 1 H6AB H 0.2160 0.8477 0.6307 0.066 Uiso 0.50 1 calc PR A 1 H6AC H 0.2215 0.8463 0.6318 0.066 Uiso 0.50 1 d PR A 2 H6AD H 0.1512 0.9819 0.6264 0.066 Uiso 0.50 1 d PR A 2 C6B C 0.3300(3) 0.5957(3) 0.78832(10) 0.0360(8) Uani 1 1 d . . . H6BA H 0.4286 0.6178 0.7892 0.043 Uiso 0.45 1 calc PR B 1 H6BB H 0.3046 0.5689 0.7608 0.043 Uiso 0.45 1 calc PR B 1 H6BC H 0.4183 0.5971 0.8036 0.043 Uiso 0.55 1 d PR B 2 H6BD H 0.3503 0.5995 0.7596 0.043 Uiso 0.55 1 d PR B 2 C7 C 1.0297(3) 0.7010(3) 0.97827(10) 0.0413(8) Uani 1 1 d . F . H7A H 0.9554 0.6551 0.9637 0.050 Uiso 1 1 calc R . . H7B H 1.0463 0.6576 1.0041 0.050 Uiso 1 1 calc R . . C7A C 0.3775(3) 0.9779(3) 0.61488(10) 0.061(3) Uani 0.65 1 d PR C 1 H7AA H 0.3863 1.0713 0.6160 0.074 Uiso 0.65 1 d PR D 1 H7AB H 0.4549 0.9417 0.6309 0.074 Uiso 0.65 1 d PR E 1 C8A C 0.3913(13) 0.9376(13) 0.5736(3) 0.069(4) Uani 0.35 1 d P C 1 H8AA H 0.4873 0.9482 0.5654 0.083 Uiso 0.35 1 calc PR C 1 H8AB H 0.3664 0.8469 0.5708 0.083 Uiso 0.35 1 calc PR C 1 C9B C 0.3026(17) 1.0128(16) 0.5489(4) 0.100(6) Uani 0.35 1 d P C 1 H9BA H 0.3142 0.9894 0.5209 0.150 Uiso 0.35 1 calc PR C 1 H8BB H 0.3254 1.1026 0.5526 0.150 Uiso 0.35 1 calc PR C 1 H9BC H 0.2073 0.9982 0.5561 0.150 Uiso 0.35 1 calc PR C 1 C9 C 1.1902(10) 0.5462(10) 0.9463(3) 0.085(3) Uani 0.50 1 d P F 1 H9A H 1.2732 0.5379 0.9307 0.128 Uiso 0.50 1 calc PR F 1 H9B H 1.1124 0.5084 0.9315 0.128 Uiso 0.50 1 calc PR F 1 H9C H 1.2035 0.5024 0.9719 0.128 Uiso 0.50 1 calc PR F 1 C7C C 0.3035(6) 0.4846(6) 0.81789(18) 0.0359(13) Uani 0.55 1 d P G 1 H7CA H 0.3587 0.4107 0.8098 0.043 Uiso 0.55 1 calc PR G 1 H7CB H 0.3370 0.5105 0.8448 0.043 Uiso 0.55 1 calc PR G 1 C8C C 0.1539(6) 0.4424(6) 0.82071(19) 0.0410(15) Uani 0.55 1 d P G 1 H8CA H 0.0977 0.5156 0.8289 0.049 Uiso 0.55 1 calc PR G 1 H8CB H 0.1198 0.4146 0.7940 0.049 Uiso 0.55 1 calc PR G 1 C7B C 0.3358(14) 0.9792(13) 0.6091(4) 0.037(3) Uani 0.35 1 d P C 2 H7BA H 0.4204 0.9302 0.6152 0.045 Uiso 0.35 1 calc PR C 2 H7BB H 0.3565 1.0689 0.6155 0.045 Uiso 0.35 1 calc PR C 2 C8B C 0.3102(7) 0.9715(7) 0.56610(18) 0.0634(18) Uani 0.65 1 d P C 2 H8BA H 0.2293 1.0241 0.5588 0.076 Uiso 0.65 1 calc PR C 2 H8BC H 0.2888 0.8827 0.5587 0.076 Uiso 0.65 1 calc PR C 2 C9C C 0.4360(9) 1.0177(8) 0.5420(2) 0.087(3) Uani 0.65 1 d P C 2 H9CA H 0.4372 0.9735 0.5163 0.130 Uiso 0.65 1 calc PR C 2 H9CB H 0.5209 0.9993 0.5573 0.130 Uiso 0.65 1 calc PR C 2 H9CC H 0.4288 1.1093 0.5375 0.130 Uiso 0.65 1 calc PR C 2 C9A C 1.1891(11) 0.5878(11) 0.9321(3) 0.088(3) Uani 0.50 1 d P F 2 H9AA H 1.1865 0.6090 0.9036 0.132 Uiso 0.50 1 calc PR F 2 H9AB H 1.1210 0.5219 0.9372 0.132 Uiso 0.50 1 calc PR F 2 H9AC H 1.2807 0.5567 0.9398 0.132 Uiso 0.50 1 calc PR F 2 C7D C 0.2579(8) 0.4779(7) 0.7965(2) 0.0379(17) Uani 0.45 1 d P G 2 H7DA H 0.3204 0.4058 0.7918 0.045 Uiso 0.45 1 calc PR G 2 H7DB H 0.1789 0.4699 0.7775 0.045 Uiso 0.45 1 calc PR G 2 C8D C 0.2069(9) 0.4690(8) 0.8382(2) 0.0427(18) Uani 0.45 1 d P G 2 H8DA H 0.1400 0.5381 0.8422 0.051 Uiso 0.45 1 calc PR G 2 H8DB H 0.2852 0.4834 0.8571 0.051 Uiso 0.45 1 calc PR G 2 C8 C 1.1594(4) 0.6956(4) 0.95422(12) 0.0577(11) Uani 1 1 d . . . H8A H 1.2370 0.7351 0.9693 0.069 Uiso 0.50 1 calc PR F 1 H8B H 1.1460 0.7412 0.9286 0.069 Uiso 0.50 1 calc PR F 1 H8C H 1.1579 0.7677 0.9353 0.069 Uiso 0.50 1 d PR F 2 H8D H 1.2386 0.7085 0.9729 0.069 Uiso 0.50 1 d PR F 2 C9D C 0.1373(4) 0.3398(4) 0.84895(12) 0.0542(10) Uani 1 1 d . . . H9DA H 0.0395 0.3255 0.8531 0.081 Uiso 0.50 1 calc PR G 1 H9DB H 0.1828 0.3621 0.8744 0.081 Uiso 0.50 1 calc PR G 1 H9DC H 0.1786 0.2624 0.8384 0.081 Uiso 0.50 1 calc PR G 1 H9DD H 0.1069 0.3425 0.8765 0.081 Uiso 0.50 1 d PR G 2 H9DE H 0.2036 0.2708 0.8461 0.081 Uiso 0.50 1 d PR G 2 H9DF H 0.0582 0.3252 0.8309 0.081 Uiso 0.50 1 d PR G 2 C10 C 0.4950(3) 0.8402(4) 1.01920(10) 0.0418(8) Uani 1 1 d . . . H10A H 0.4677 0.8593 0.9915 0.063 Uiso 1 1 calc R . . H10B H 0.4586 0.9055 1.0368 0.063 Uiso 1 1 calc R . . H10C H 0.4583 0.7572 1.0266 0.063 Uiso 1 1 calc R . . C10A C 0.2225(4) 1.1545(4) 0.76512(10) 0.0440(9) Uani 1 1 d . . . H10D H 0.2129 1.2385 0.7529 0.066 Uiso 1 1 calc R . . H10E H 0.2962 1.1565 0.7856 0.066 Uiso 1 1 calc R . . H10F H 0.1363 1.1308 0.7774 0.066 Uiso 1 1 calc R . . C10B C 0.1634(3) 0.9635(3) 0.86392(8) 0.0304(7) Uani 1 1 d . . . H10G H 0.2470 0.9628 0.8808 0.046 Uiso 1 1 calc R . . H10H H 0.0839 0.9462 0.8803 0.046 Uiso 1 1 calc R . . H10I H 0.1528 1.0468 0.8512 0.046 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 Gd1 0.01830(7) 0.02582(8) 0.01801(6) 0.00173(6) 0.00023(5) -0.00091(6) Cl1 0.0334(4) 0.0405(5) 0.0268(3) -0.0089(3) -0.0063(3) 0.0022(3) Cl2 0.0251(4) 0.0471(5) 0.0234(3) 0.0064(3) 0.0013(3) -0.0088(3) Cl3 0.0280(4) 0.0347(5) 0.0317(4) 0.0109(3) 0.0081(3) 0.0023(3) Cl4 0.0285(4) 0.0287(4) 0.0303(3) 0.0023(3) -0.0050(3) 0.0021(3) Cl5 0.0253(4) 0.0369(5) 0.0414(4) 0.0085(4) 0.0027(3) 0.0062(3) Cl6 0.0286(4) 0.0398(5) 0.0286(3) -0.0070(3) -0.0038(3) -0.0036(3) N1 0.0270(13) 0.0309(15) 0.0199(11) -0.0009(10) 0.0009(10) -0.0016(11) N1A 0.0400(16) 0.0278(16) 0.0471(16) -0.0018(14) 0.0067(13) -0.0001(13) N1B 0.0266(13) 0.0240(14) 0.0324(13) -0.0068(11) 0.0034(11) 0.0002(11) N3 0.0292(13) 0.0322(15) 0.0261(12) -0.0002(11) 0.0028(11) -0.0003(11) N3A 0.0308(14) 0.0313(16) 0.0359(14) 0.0082(12) -0.0020(11) -0.0026(11) N3B 0.0232(12) 0.0227(14) 0.0254(12) -0.0027(10) 0.0028(10) -0.0032(10) C2 0.0282(16) 0.0330(18) 0.0262(14) 0.0005(13) 0.0002(12) -0.0015(13) C2A 0.0382(18) 0.0253(18) 0.0373(17) 0.0017(14) -0.0016(14) 0.0039(14) C2B 0.0246(15) 0.0258(17) 0.0306(15) -0.0022(13) 0.0015(12) -0.0020(12) C4 0.0432(19) 0.047(2) 0.0217(14) -0.0070(14) 0.0043(14) -0.0058(16) C4A 0.0283(17) 0.044(2) 0.054(2) 0.0245(19) 0.0054(15) 0.0055(15) C4B 0.0224(14) 0.0292(17) 0.0291(15) -0.0017(13) 0.0009(12) 0.0006(12) C5 0.0363(18) 0.050(2) 0.0213(14) -0.0028(14) -0.0029(13) -0.0045(15) C5A 0.0370(19) 0.028(2) 0.069(3) 0.0168(18) 0.0147(18) 0.0091(15) C5B 0.0273(16) 0.0319(18) 0.0254(14) -0.0034(13) 0.0005(12) -0.0036(13) C6 0.0246(15) 0.038(2) 0.0267(14) 0.0019(14) 0.0013(12) -0.0023(13) C6A 0.067(3) 0.043(3) 0.054(2) -0.0171(19) 0.006(2) -0.001(2) C6B 0.0325(17) 0.0306(19) 0.0452(18) -0.0098(15) 0.0048(14) 0.0073(14) C7 0.0389(19) 0.047(2) 0.0383(18) -0.0055(16) 0.0030(15) 0.0027(16) C7A 0.079(7) 0.057(5) 0.049(5) 0.002(4) 0.016(5) -0.011(5) C8A 0.074(9) 0.076(10) 0.059(7) -0.025(7) 0.034(7) -0.030(7) C9B 0.120(14) 0.133(15) 0.046(7) -0.008(8) -0.029(8) 0.042(11) C9 0.077(7) 0.106(9) 0.074(6) -0.012(6) 0.030(5) 0.046(6) C7C 0.036(3) 0.023(3) 0.048(3) -0.008(3) -0.004(3) 0.005(3) C8C 0.039(3) 0.031(4) 0.053(4) -0.005(3) -0.002(3) 0.002(3) C7B 0.033(5) 0.032(7) 0.046(6) -0.020(5) -0.023(5) 0.023(5) C8B 0.077(5) 0.062(4) 0.051(3) -0.008(3) -0.017(3) 0.028(4) C9C 0.134(8) 0.078(6) 0.049(4) 0.003(4) 0.008(4) -0.012(5) C9A 0.094(8) 0.096(8) 0.076(7) -0.007(6) 0.041(6) 0.015(6) C7D 0.045(4) 0.027(4) 0.042(4) -0.012(3) 0.002(3) -0.001(4) C8D 0.058(5) 0.033(4) 0.037(4) 0.005(4) -0.004(4) 0.000(4) C8 0.041(2) 0.079(3) 0.053(2) -0.008(2) 0.0108(18) 0.014(2) C9D 0.059(2) 0.041(2) 0.063(2) 0.004(2) 0.008(2) 0.0008(19) C10 0.0263(17) 0.055(2) 0.0439(19) 0.0013(17) 0.0060(15) -0.0022(15) C10A 0.050(2) 0.051(2) 0.0319(17) -0.0014(16) 0.0001(16) -0.0075(18) C10B 0.0322(17) 0.0278(17) 0.0313(14) -0.0097(14) 0.0024(13) -0.0048(14) _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 Gd1 Cl1 2.6614(7) . ? Gd1 Cl6 2.6780(7) . ? Gd1 Cl5 2.6858(8) . ? Gd1 Cl3 2.6870(7) . ? Gd1 Cl4 2.6870(7) . ? Gd1 Cl2 2.6938(7) . ? N1 C2 1.323(4) . ? N1 C5 1.371(3) . ? N1 C6 1.469(4) . ? N1A C2A 1.321(4) . ? N1A C5A 1.363(4) . ? N1A C6A 1.479(4) . ? N1B C2B 1.330(4) . ? N1B C5B 1.375(4) . ? N1B C6B 1.472(4) . ? N3 C2 1.323(4) . ? N3 C4 1.374(4) . ? N3 C10 1.466(4) . ? N3A C2A 1.317(4) . ? N3A C4A 1.363(4) . ? N3A C10A 1.463(4) . ? N3B C2B 1.326(4) . ? N3B C4B 1.379(4) . ? N3B C10B 1.468(3) . ? C4 C5 1.350(4) . ? C4A C5A 1.340(5) . ? C4B C5B 1.346(4) . ? C6 C7 1.498(5) . ? C6A C7B 1.400(15) . ? C6A C7A 1.613(5) . ? C6B C7D 1.457(8) . ? C6B C7C 1.562(7) . ? C7 C8 1.521(5) . ? C7A C8A 1.458(11) . ? C8A C9B 1.423(18) . ? C9 C8 1.628(10) . ? C7C C8C 1.531(8) . ? C8C C9D 1.450(7) . ? C7B C8B 1.458(14) . ? C8B C9C 1.566(10) . ? C9A C8 1.393(10) . ? C7D C8D 1.499(10) . ? C8D C9D 1.569(8) . ? 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 Cl1 Gd1 Cl6 174.35(2) . . ? Cl1 Gd1 Cl5 91.76(3) . . ? Cl6 Gd1 Cl5 93.51(3) . . ? Cl1 Gd1 Cl3 89.31(3) . . ? Cl6 Gd1 Cl3 88.67(2) . . ? Cl5 Gd1 Cl3 89.83(2) . . ? Cl1 Gd1 Cl4 87.40(2) . . ? Cl6 Gd1 Cl4 87.55(2) . . ? Cl5 Gd1 Cl4 174.57(2) . . ? Cl3 Gd1 Cl4 95.53(2) . . ? Cl1 Gd1 Cl2 91.09(2) . . ? Cl6 Gd1 Cl2 91.30(2) . . ? Cl5 Gd1 Cl2 86.07(2) . . ? Cl3 Gd1 Cl2 175.88(2) . . ? Cl4 Gd1 Cl2 88.58(2) . . ? C2 N1 C5 108.6(2) . . ? C2 N1 C6 125.4(2) . . ? C5 N1 C6 125.9(3) . . ? C2A N1A C5A 108.7(3) . . ? C2A N1A C6A 124.1(3) . . ? C5A N1A C6A 126.8(3) . . ? C2B N1B C5B 108.4(2) . . ? C2B N1B C6B 125.1(3) . . ? C5B N1B C6B 126.3(3) . . ? C2 N3 C4 108.4(3) . . ? C2 N3 C10 126.5(3) . . ? C4 N3 C10 125.1(3) . . ? C2A N3A C4A 108.7(3) . . ? C2A N3A C10A 125.2(3) . . ? C4A N3A C10A 126.0(3) . . ? C2B N3B C4B 108.6(2) . . ? C2B N3B C10B 125.2(2) . . ? C4B N3B C10B 126.2(2) . . ? N1 C2 N3 109.0(3) . . ? N3A C2A N1A 108.4(3) . . ? N3B C2B N1B 108.7(3) . . ? C5 C4 N3 107.0(3) . . ? C5A C4A N3A 107.2(3) . . ? C5B C4B N3B 106.9(3) . . ? C4 C5 N1 107.0(3) . . ? C4A C5A N1A 106.9(3) . . ? C4B C5B N1B 107.4(3) . . ? N1 C6 C7 111.8(3) . . ? C7B C6A N1A 119.2(6) . . ? C7B C6A C7A 15.0(6) . . ? N1A C6A C7A 106.2(3) . . ? C7D C6B N1B 111.7(4) . . ? C7D C6B C7C 31.9(3) . . ? N1B C6B C7C 110.2(3) . . ? C6 C7 C8 112.2(3) . . ? C8A C7A C6A 115.7(5) . . ? C9B C8A C7A 108.7(11) . . ? C8C C7C C6B 115.5(5) . . ? C9D C8C C7C 112.3(5) . . ? C6A C7B C8B 120.4(10) . . ? C7B C8B C9C 112.1(8) . . ? C6B C7D C8D 113.8(6) . . ? C7D C8D C9D 115.2(6) . . ? C9A C8 C7 120.1(6) . . ? C9A C8 C9 23.1(4) . . ? C7 C8 C9 106.5(5) . . ? C8C C9D C8D 31.2(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C2 H2A Cl2 0.95 2.70 3.533(3) 146.5 . C10 H10A Cl2 0.98 2.75 3.655(4) 153.9 . C5 H5A Cl6 0.95 2.79 3.576(3) 140.8 3_777 C4 H4A Cl5 0.95 2.83 3.750(3) 163.9 3_677 C6 H6A Cl6 0.99 2.85 3.696(3) 144.3 3_777 C10 H10B Cl6 0.98 2.84 3.511(3) 126.7 3_677 _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.650 _refine_diff_density_min -1.067 _refine_diff_density_rms 0.086 data_GdSolvate _database_code_depnum_ccdc_archive 'CCDC 678051' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (Gd(OH2)4)2([C2mim]Cl) _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H30 Cl5 Gd N4 O4' _chemical_formula_weight 628.90 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' Gd Gd -0.1653 3.9035 '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 8.5556(5) _cell_length_b 8.7213(5) _cell_length_c 18.6748(11) _cell_angle_alpha 76.743(1) _cell_angle_beta 87.775(1) _cell_angle_gamma 61.121(1) _cell_volume 1183.40(12) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5866 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 28.28 _exptl_crystal_description fragment _exptl_crystal_colour colorless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.765 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 622 _exptl_absorpt_coefficient_mu 3.389 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details '(SADABS; Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8283 _diffrn_reflns_av_R_equivalents 0.0166 _diffrn_reflns_av_sigmaI/netI 0.0304 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.12 _diffrn_reflns_theta_max 28.30 _reflns_number_total 5318 _reflns_number_gt 4822 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0347P)^2^+2.4636P] 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 5318 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0333 _refine_ls_R_factor_gt 0.0280 _refine_ls_wR_factor_ref 0.0701 _refine_ls_wR_factor_gt 0.0680 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 Gd1 Gd 0.18347(2) 0.08623(2) 0.249497(9) 0.01835(6) Uani 1 1 d . . . Cl1 Cl 0.16945(14) 0.15844(13) 0.10154(5) 0.0334(2) Uani 1 1 d . . . Cl2 Cl 0.16010(15) 0.09124(16) 0.39100(5) 0.0398(2) Uani 1 1 d . . . Cl3 Cl 0.36149(14) -0.27479(13) 0.27868(7) 0.0406(2) Uani 1 1 d . . . Cl4 Cl -0.10741(12) 0.66826(11) 0.28224(5) 0.02513(18) Uani 1 1 d . . . Cl5 Cl 0.58148(12) 0.30084(12) 0.18271(6) 0.0300(2) Uani 1 1 d . . . O1 O 0.4935(4) 0.0000(4) 0.25453(19) 0.0337(7) Uani 1 1 d . . . H1O1 H 0.562(7) -0.084(8) 0.261(3) 0.034(15) Uiso 1 1 d . . . H2O1 H 0.528(7) 0.068(7) 0.235(3) 0.035(13) Uiso 1 1 d . . . O2 O 0.2183(4) 0.3506(4) 0.23708(19) 0.0329(7) Uani 1 1 d . . . H1O2 H 0.316(8) 0.372(8) 0.220(3) 0.065(18) Uiso 1 1 d . . . H2O2 H 0.157(7) 0.432(7) 0.246(3) 0.036(14) Uiso 1 1 d . . . O3 O -0.1098(4) 0.3526(4) 0.23328(17) 0.0282(6) Uani 1 1 d . . . H1O3 H -0.125(6) 0.433(6) 0.242(2) 0.021(11) Uiso 1 1 d . . . H2O3 H -0.208(8) 0.351(8) 0.231(3) 0.058(17) Uiso 1 1 d . . . O4 O -0.0388(4) 0.0001(4) 0.24501(17) 0.0305(6) Uani 1 1 d . . . H1O4 H -0.017(9) -0.113(9) 0.257(4) 0.071(19) Uiso 1 1 d . . . H2O4 H -0.137(8) 0.063(8) 0.236(3) 0.045(16) Uiso 1 1 d . . . N1A N 0.5772(6) -0.3071(7) 0.5431(3) 0.0662(15) Uani 1 1 d . . . N1 N 0.0262(4) 0.2208(4) -0.08855(16) 0.0251(6) Uani 1 1 d . . . N3A N 0.8051(5) -0.5474(5) 0.52707(19) 0.0340(8) Uani 1 1 d . . . N3 N 0.2774(4) 0.2223(4) -0.09105(17) 0.0265(7) Uani 1 1 d . . . C2A C 0.7209(7) -0.4567(7) 0.5766(3) 0.0537(14) Uani 1 1 d . . . H2AA H 0.7574 -0.4930 0.6278 0.064 Uiso 1 1 calc R . . C2 C 0.1010(5) 0.3232(5) -0.09015(19) 0.0243(7) Uani 1 1 d . . . H2A H 0.0393 0.4478 -0.0906 0.029 Uiso 1 1 calc R . . C4A C 0.7071(8) -0.4532(7) 0.4602(2) 0.0454(12) Uani 1 1 d . . . H4AA H 0.7374 -0.4861 0.4145 0.054 Uiso 1 1 calc R . . C4 C 0.3159(6) 0.0490(5) -0.0901(2) 0.0303(8) Uani 1 1 d . . . H4A H 0.4313 -0.0505 -0.0905 0.036 Uiso 1 1 calc R . . C5A C 0.5629(8) -0.3084(7) 0.4708(3) 0.0537(14) Uani 1 1 d . . . H5AA H 0.4674 -0.2218 0.4349 0.064 Uiso 1 1 calc R . . C5 C 0.1588(6) 0.0475(5) -0.0886(2) 0.0307(8) Uani 1 1 d . . . H5A H 0.1424 -0.0531 -0.0878 0.037 Uiso 1 1 calc R . . C6A C 0.4504(9) -0.1495(10) 0.5796(4) 0.076(2) Uani 1 1 d . . . H6AA H 0.5163 -0.1405 0.6194 0.091 Uiso 1 1 calc R . . H6AB H 0.3921 -0.0324 0.5426 0.091 Uiso 1 1 calc R . . C6 C -0.1659(6) 0.2792(6) -0.0879(3) 0.0384(10) Uani 1 1 d . . . H6A H -0.1839 0.1732 -0.0706 0.046 Uiso 1 1 calc R . . H6B H -0.2256 0.3425 -0.1383 0.046 Uiso 1 1 calc R . . C7A C 0.3272(11) -0.2021(11) 0.6074(4) 0.086(2) Uani 1 1 d . . . H7AA H 0.2469 -0.1192 0.6364 0.129 Uiso 1 1 calc R . . H7AB H 0.3902 -0.3247 0.6389 0.129 Uiso 1 1 calc R . . H7AC H 0.2570 -0.1997 0.5665 0.129 Uiso 1 1 calc R . . C7 C -0.2474(8) 0.4076(9) -0.0354(4) 0.0649(16) Uani 1 1 d . . . H7A H -0.3742 0.4418 -0.0321 0.097 Uiso 1 1 calc R . . H7B H -0.2365 0.5161 -0.0548 0.097 Uiso 1 1 calc R . . H7C H -0.1833 0.3463 0.0137 0.097 Uiso 1 1 calc R . . C8A C 0.9697(7) -0.7204(7) 0.5430(3) 0.0506(12) Uani 1 1 d . . . H8AA H 1.0385 -0.7301 0.5861 0.076 Uiso 1 1 calc R . . H8AB H 1.0412 -0.7291 0.5003 0.076 Uiso 1 1 calc R . . H8AC H 0.9402 -0.8183 0.5532 0.076 Uiso 1 1 calc R . . C8 C 0.4096(6) 0.2840(6) -0.0925(3) 0.0403(10) Uani 1 1 d . . . H8A H 0.3651 0.3844 -0.0684 0.060 Uiso 1 1 calc R . . H8B H 0.4293 0.3242 -0.1438 0.060 Uiso 1 1 calc R . . H8C H 0.5227 0.1845 -0.0663 0.060 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 Gd1 0.01869(9) 0.01551(8) 0.01867(9) -0.00413(6) 0.00034(6) -0.00658(6) Cl1 0.0432(5) 0.0309(5) 0.0203(4) -0.0046(4) 0.0007(4) -0.0142(4) Cl2 0.0418(6) 0.0515(6) 0.0219(4) -0.0108(4) 0.0021(4) -0.0188(5) Cl3 0.0343(5) 0.0171(4) 0.0610(7) -0.0044(4) -0.0036(5) -0.0069(4) Cl4 0.0235(4) 0.0186(4) 0.0325(5) -0.0092(3) 0.0034(3) -0.0085(3) Cl5 0.0210(4) 0.0212(4) 0.0466(5) -0.0067(4) -0.0004(4) -0.0097(3) O1 0.0183(14) 0.0182(14) 0.055(2) -0.0036(14) 0.0052(13) -0.0044(13) O2 0.0224(14) 0.0197(14) 0.058(2) -0.0171(14) 0.0128(13) -0.0085(12) O3 0.0207(14) 0.0194(13) 0.0469(17) -0.0133(12) -0.0008(11) -0.0090(11) O4 0.0251(15) 0.0183(13) 0.0456(17) -0.0028(12) -0.0038(12) -0.0103(12) N1A 0.056(3) 0.061(3) 0.042(2) -0.023(2) -0.005(2) 0.007(2) N1 0.0297(16) 0.0254(15) 0.0193(14) -0.0047(12) 0.0058(12) -0.0133(14) N3A 0.043(2) 0.0324(18) 0.0251(17) -0.0093(14) 0.0091(14) -0.0172(16) N3 0.0317(17) 0.0241(15) 0.0215(15) -0.0053(12) -0.0001(12) -0.0118(14) C2A 0.051(3) 0.055(3) 0.023(2) -0.009(2) 0.0013(19) -0.001(2) C2 0.0290(19) 0.0216(17) 0.0212(17) -0.0057(14) 0.0020(14) -0.0113(15) C4A 0.074(3) 0.048(3) 0.023(2) -0.0116(19) 0.010(2) -0.036(3) C4 0.037(2) 0.0237(18) 0.0238(18) -0.0052(15) 0.0019(15) -0.0097(17) C5A 0.071(4) 0.039(3) 0.037(3) -0.004(2) -0.018(2) -0.016(3) C5 0.045(2) 0.0231(18) 0.0235(18) -0.0058(15) 0.0030(16) -0.0160(17) C6A 0.075(4) 0.080(5) 0.081(5) -0.002(4) -0.021(4) -0.050(4) C6 0.034(2) 0.038(2) 0.045(2) -0.006(2) 0.0037(18) -0.020(2) C7A 0.111(6) 0.099(6) 0.061(4) 0.005(4) -0.013(4) -0.070(5) C7 0.053(3) 0.068(4) 0.070(4) -0.014(3) 0.003(3) -0.028(3) C8A 0.041(3) 0.040(3) 0.064(3) -0.027(2) 0.008(2) -0.008(2) C8 0.031(2) 0.039(2) 0.051(3) -0.004(2) -0.0025(19) -0.0190(19) _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 Gd1 O4 2.368(3) . ? Gd1 O1 2.381(3) . ? Gd1 O2 2.424(3) . ? Gd1 O3 2.427(3) . ? Gd1 Cl2 2.6512(10) . ? Gd1 Cl3 2.6787(10) . ? Gd1 Cl1 2.6834(9) . ? N1A C2A 1.320(6) . ? N1A C5A 1.364(7) . ? N1A C6A 1.568(9) . ? N1 C2 1.322(5) . ? N1 C5 1.384(5) . ? N1 C6 1.467(5) . ? N3A C2A 1.317(6) . ? N3A C4A 1.372(6) . ? N3A C8A 1.457(6) . ? N3 C2 1.332(5) . ? N3 C4 1.379(5) . ? N3 C8 1.465(5) . ? C4A C5A 1.321(7) . ? C4 C5 1.350(6) . ? C6A C7A 1.381(9) . ? C6 C7 1.547(8) . ? 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 O4 Gd1 O1 147.87(11) . . ? O4 Gd1 O2 141.53(10) . . ? O1 Gd1 O2 70.28(11) . . ? O4 Gd1 O3 71.06(10) . . ? O1 Gd1 O3 140.84(11) . . ? O2 Gd1 O3 70.58(10) . . ? O4 Gd1 Cl2 94.50(8) . . ? O1 Gd1 Cl2 93.36(9) . . ? O2 Gd1 Cl2 84.29(9) . . ? O3 Gd1 Cl2 83.97(8) . . ? O4 Gd1 Cl3 74.62(8) . . ? O1 Gd1 Cl3 73.86(8) . . ? O2 Gd1 Cl3 143.84(8) . . ? O3 Gd1 Cl3 145.22(7) . . ? Cl2 Gd1 Cl3 93.36(4) . . ? O4 Gd1 Cl1 88.92(8) . . ? O1 Gd1 Cl1 89.96(9) . . ? O2 Gd1 Cl1 85.69(8) . . ? O3 Gd1 Cl1 85.97(8) . . ? Cl2 Gd1 Cl1 167.69(3) . . ? Cl3 Gd1 Cl1 98.95(4) . . ? C2A N1A C5A 108.6(4) . . ? C2A N1A C6A 125.5(5) . . ? C5A N1A C6A 125.8(5) . . ? C2 N1 C5 108.9(3) . . ? C2 N1 C6 126.2(3) . . ? C5 N1 C6 124.9(3) . . ? C2A N3A C4A 107.9(4) . . ? C2A N3A C8A 124.8(4) . . ? C4A N3A C8A 127.3(4) . . ? C2 N3 C4 108.7(3) . . ? C2 N3 C8 126.0(3) . . ? C4 N3 C8 125.3(3) . . ? N3A C2A N1A 108.5(4) . . ? N1 C2 N3 108.6(3) . . ? C5A C4A N3A 107.8(4) . . ? C5 C4 N3 107.1(3) . . ? C4A C5A N1A 107.0(4) . . ? C4 C5 N1 106.8(3) . . ? C7A C6A N1A 102.0(6) . . ? N1 C6 C7 108.6(4) . . ? _diffrn_measured_fraction_theta_max 0.903 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 2.214 _refine_diff_density_min -1.009 _refine_diff_density_rms 0.113