#------------------------------------------------------------------------------ #$Date: 2018-08-10 03:38:16 +0300 (Fri, 10 Aug 2018) $ #$Revision: 209538 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/05/76/7057639.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7057639 loop_ _publ_author_name 'Kersen, \"Ulo' 'Wojtczak, Andrzej' 'Bie\'nko, Alina' 'Jezierska, Julia' _publ_section_title ; The effects of protonated heterocyclic cations on structural and magnetic properties of tetrachlorocuprate(II) anions; X-ray, magnetochemical and EPR studies ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/C8NJ03155J _journal_year 2018 _chemical_formula_moiety 'C6 H16 N2, Cl4 Cu' _chemical_formula_sum 'C6 H16 Cl4 Cu N2' _chemical_formula_weight 321.55 _chemical_name_systematic ; ? ; _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2014 _audit_update_record ; 2017-01-30 deposited with the CCDC. 2018-08-09 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 107.295(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.5594(6) _cell_length_b 14.5888(5) _cell_length_c 5.9318(3) _cell_measurement_reflns_used 2359 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 28.3678 _cell_measurement_theta_min 2.0189 _cell_volume 1202.97(9) _computing_cell_refinement 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_publication_material 'CIFTAB (Sheldrick, 2014)' _computing_structure_refinement 'SHELXL-2014 (Sheldrick, 2014)' _computing_structure_solution 'SHELXS-2014 (Sheldrick, 2014)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 8.2564 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.912 _diffrn_measurement_device_type 'Oxford Sapphire CCD' _diffrn_measurement_method \q/2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0214 _diffrn_reflns_av_unetI/netI 0.0222 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.912 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_number 3912 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.912 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.445 _diffrn_reflns_theta_min 2.792 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 2.663 _exptl_absorpt_correction_T_max 0.730698 _exptl_absorpt_correction_T_min 0.440975 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details 'Oxford Diffraction CrysAlis' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.775 _exptl_crystal_description needle _exptl_crystal_F_000 652 _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent' _exptl_crystal_size_max 0.551 _exptl_crystal_size_mid 0.273 _exptl_crystal_size_min 0.161 _refine_diff_density_max 0.284 _refine_diff_density_min -0.371 _refine_diff_density_rms 0.066 _refine_ls_extinction_coef 0.0075(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 62 _refine_ls_number_reflns 1382 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.064 _refine_ls_R_factor_all 0.0279 _refine_ls_R_factor_gt 0.0224 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0354P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.0633 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1158 _reflns_number_total 1382 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c8nj03155j2.cif _cod_data_source_block e1158a _cod_database_code 7057639 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.321 _shelx_estimated_absorpt_t_max 0.674 _shelxl_version_number 2014-3 _shelx_res_file ; TITL e1158a in C2/c REM C2/c (#15 in standard setting) CELL 0.71073 14.559447 14.588783 5.931759 90.0000 107.2947 90.0000 ZERR 4.00 0.000620 0.000531 0.000269 0.0000 0.0046 0.0000 LATT 7 SYMM -x, y,-z+1/2 SFAC C H N Cl Cu UNIT 24.00 64.00 8.00 16.00 4.00 SIZE 0.5512 0.2733 0.1607 TEMP 20 L.S. 10 BOND $H FMAP 2 PLAN 5 ACTA HTAB CONF OMIT -3 OMIT 1 1 0 OMIT -1 1 1 WGHT 0.035400 EXTI 0.007538 FVAR 3.74005 CU1 5 0.000000 0.088540 0.250000 10.50000 0.01702 0.01660 = 0.02889 0.00000 0.00587 0.00000 CL2 4 0.169914 0.088413 0.380782 11.00000 0.01945 0.03090 = 0.02384 -0.00126 0.00595 -0.00263 CL3 4 0.000000 0.243190 0.250000 10.50000 0.02962 0.01933 = 0.03739 0.00000 0.01360 0.00000 CL4 4 0.000000 -0.067359 0.250000 10.50000 0.01920 0.01615 = 0.03065 0.00000 0.00568 0.00000 N1 3 0.206050 0.164370 -0.091821 11.00000 0.02470 0.03075 = 0.02542 -0.00780 0.00753 -0.01283 AFIX 23 H1N1 2 0.183024 0.126365 -0.212850 11.00000 -1.20000 H2N1 2 0.198388 0.138026 0.036722 11.00000 -1.20000 AFIX 0 C2 1 0.310775 0.180257 -0.057179 11.00000 0.02336 0.03021 = 0.02772 -0.00434 0.01029 -0.01027 AFIX 13 H2A 2 0.318697 0.205523 -0.203348 11.00000 -1.20000 AFIX 0 C3 1 0.348754 0.248456 0.138203 11.00000 0.02224 0.03531 = 0.02799 -0.00298 0.00252 -0.00815 AFIX 23 H3A 2 0.344881 0.222481 0.285636 11.00000 -1.20000 H3B 2 0.415910 0.260806 0.154812 11.00000 -1.20000 AFIX 0 C4 1 0.365752 0.090806 -0.002372 11.00000 0.04093 0.03505 = 0.07295 -0.00445 0.01818 -0.00501 AFIX 33 H4A 2 0.432807 0.102027 0.019417 11.00000 -1.20000 H4B 2 0.357699 0.064856 0.139275 11.00000 -1.20000 H4C 2 0.341592 0.048846 -0.131073 11.00000 -1.20000 AFIX 0 HKLF 4 REM e1158a in C2/c REM R1 = 0.0224 for 1158 Fo > 4sig(Fo) and 0.0279 for all 1382 data REM 62 parameters refined using 0 restraints END WGHT 0.0355 0.0000 REM Instructions for potential hydrogen bonds EQIV $1 x, y, z-1 HTAB N1 Cl2_$1 EQIV $2 -x, -y, -z HTAB N1 Cl4_$2 HTAB N1 Cl2 EQIV $3 -x+1/2, -y+1/2, -z HTAB C2 Cl3_$3 EQIV $4 x+1/2, y+1/2, z HTAB C3 Cl4_$4 REM Highest difference peak 0.284, deepest hole -0.371, 1-sigma level 0.066 Q1 1 0.2650 0.1736 -0.0656 11.00000 0.05 0.28 Q2 1 0.3304 0.1416 -0.0225 11.00000 0.05 0.26 Q3 1 0.3231 0.2186 0.0273 11.00000 0.05 0.25 Q4 1 0.3872 0.0937 0.1576 11.00000 0.05 0.24 Q5 1 -0.0048 0.1719 0.1578 11.00000 0.05 0.23 ; _shelx_res_checksum 11332 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy Cu1 Cu 0.0000 0.08854(2) 0.2500 0.02105(13) Uani 1 2 d S T P Cl2 Cl 0.16991(3) 0.08841(3) 0.38078(8) 0.02483(14) Uani 1 1 d . . . Cl3 Cl 0.0000 0.24319(4) 0.2500 0.02799(17) Uani 1 2 d S T P Cl4 Cl 0.0000 -0.06736(4) 0.2500 0.02238(16) Uani 1 2 d S T P N1 N 0.20605(11) 0.16437(10) -0.0918(3) 0.0269(4) Uani 1 1 d . . . H1N1 H 0.1830 0.1264 -0.2129 0.032 Uiso 1 1 calc R U . H2N1 H 0.1984 0.1380 0.0367 0.032 Uiso 1 1 calc R U . C2 C 0.31077(13) 0.18026(13) -0.0572(3) 0.0265(4) Uani 1 1 d . . . H2A H 0.3187 0.2055 -0.2033 0.032 Uiso 1 1 calc R U . C3 C 0.34875(13) 0.24846(13) 0.1382(3) 0.0296(4) Uani 1 1 d . . . H3A H 0.3449 0.2225 0.2856 0.036 Uiso 1 1 calc R U . H3B H 0.4159 0.2608 0.1548 0.036 Uiso 1 1 calc R U . C4 C 0.36575(19) 0.09081(13) -0.0024(5) 0.0494(7) Uani 1 1 d . . . H4A H 0.4328 0.1020 0.0194 0.059 Uiso 1 1 calc R U . H4B H 0.3577 0.0649 0.1393 0.059 Uiso 1 1 calc R U . H4C H 0.3416 0.0488 -0.1311 0.059 Uiso 1 1 calc R U . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01702(19) 0.01660(19) 0.0289(2) 0.000 0.00587(13) 0.000 Cl2 0.0194(2) 0.0309(3) 0.0238(2) -0.00126(19) 0.00595(18) -0.00263(16) Cl3 0.0296(4) 0.0193(3) 0.0374(4) 0.000 0.0136(3) 0.000 Cl4 0.0192(3) 0.0161(3) 0.0307(3) 0.000 0.0057(2) 0.000 N1 0.0247(9) 0.0308(9) 0.0254(8) -0.0078(7) 0.0075(7) -0.0128(6) C2 0.0234(10) 0.0302(11) 0.0277(10) -0.0043(8) 0.0103(8) -0.0103(7) C3 0.0222(10) 0.0353(12) 0.0280(10) -0.0030(9) 0.0025(8) -0.0082(8) C4 0.0409(15) 0.0351(13) 0.0729(18) -0.0044(12) 0.0182(13) -0.0050(9) 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Cl3 Cu1 Cl4 180.0 . . Cl3 Cu1 Cl2 90.045(12) . . Cl4 Cu1 Cl2 89.955(12) . . Cl3 Cu1 Cl2 90.046(12) . 2 Cl4 Cu1 Cl2 89.954(12) . 2 Cl2 Cu1 Cl2 179.91(2) . 2 C3 N1 C2 111.29(14) 7 . C3 N1 H1N1 109.4 7 . C2 N1 H1N1 109.4 . . C3 N1 H2N1 109.4 7 . C2 N1 H2N1 109.4 . . H1N1 N1 H2N1 108.0 . . N1 C2 C3 109.58(14) . . N1 C2 C4 110.38(16) . . C3 C2 C4 110.80(18) . . N1 C2 H2A 108.7 . . C3 C2 H2A 108.7 . . C4 C2 H2A 108.7 . . N1 C3 C2 111.74(16) 7 . N1 C3 H3A 109.3 7 . C2 C3 H3A 109.3 . . N1 C3 H3B 109.3 7 . C2 C3 H3B 109.3 . . H3A C3 H3B 107.9 . . C2 C4 H4A 109.5 . . C2 C4 H4B 109.5 . . H4A C4 H4B 109.5 . . C2 C4 H4C 109.5 . . H4A C4 H4C 109.5 . . H4B C4 H4C 109.5 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Cu1 Cl3 2.2562(7) . Cu1 Cl4 2.2744(6) . Cu1 Cl2 2.3623(5) . Cu1 Cl2 2.3623(5) 2 N1 C3 1.483(2) 7 N1 C2 1.495(2) . N1 H1N1 0.8900 . N1 H2N1 0.8900 . C2 C3 1.503(2) . C2 C4 1.515(3) . C2 H2A 0.9800 . C3 N1 1.483(2) 7 C3 H3A 0.9700 . C3 H3B 0.9700 . C4 H4A 0.9600 . C4 H4B 0.9600 . C4 H4C 0.9600 . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_4 C3 N1 C2 C3 55.9(2) 7 . C3 N1 C2 C4 178.19(18) 7 . N1 C2 C3 N1 -56.2(2) . 7 C4 C2 C3 N1 -178.21(17) . 7