# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Mark Turnbull' _publ_contact_author_email MTURNBULL@CLARKU.EDU _publ_section_title ; Strong through-space Two-halide Magnetic Exchange of -234 K in (2,5-Dimethylpyrazine)copper(II) Bromide ; loop_ _publ_author_name 'Mark Turnbull' 'Firas F Awwadi' 'Robert T Butcher' 'Christopher Landee' 'Juan Novoa' ; J.Ribas-Arino ; 'Anders W Sandvik' 'Brian M Wells' # Attachment '3.CIF' data_3 _database_code_depnum_ccdc_archive 'CCDC 659298' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Dibromo(2,5-dimethylpyrazino)copper (II) ; _chemical_name_common 'Dibromo(2,5-dimethylpyrazino)copper (ii)' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H8 Br2 Cu N2' _chemical_formula_weight 331.50 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 9.0555(11) _cell_length_b 8.3909(10) _cell_length_c 6.6969(8) _cell_angle_alpha 90.00 _cell_angle_beta 109.428(8) _cell_angle_gamma 90.00 _cell_volume 479.88(10) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour brown _exptl_crystal_size_max .35 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.294 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 314 _exptl_absorpt_coefficient_mu 10.541 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5442 _exptl_absorpt_correction_T_max 0.9055 _exptl_absorpt_process_details 'via psi-scans' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 616 _diffrn_reflns_av_R_equivalents 0.0324 _diffrn_reflns_av_sigmaI/netI 0.0331 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 25.00 _reflns_number_total 451 _reflns_number_gt 391 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^+0.0447P] 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 451 _refine_ls_number_parameters 34 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0325 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0663 _refine_ls_wR_factor_gt 0.0632 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 Cu Cu 0.5000 0.0000 0.5000 0.0273(3) Uani 1 4 d S . . Br Br 0.5000 -0.28355(7) 0.5000 0.0483(3) Uani 1 2 d S . . N N 0.4960(4) 0.0000 0.2024(5) 0.0284(9) Uani 1 2 d S . . C1 C 0.6307(6) 0.0000 0.1648(7) 0.0345(12) Uani 1 2 d S . . H1A H 0.7235 0.0000 0.2792 0.041 Uiso 1 2 calc SR . . C2 C 0.3612(6) 0.0000 0.0393(7) 0.0340(12) Uani 1 2 d S . . C3 C 0.2093(6) 0.0000 0.0795(8) 0.0562(19) Uani 1 2 d S . . H3D H 0.1248 0.0000 -0.0530 0.084 Uiso 1 2 calc SR . . H3A H 0.2025 0.0934 0.1588 0.084 Uiso 0.50 1 calc PR . . H3B H 0.2025 -0.0934 0.1588 0.084 Uiso 0.50 1 calc PR . . 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 Cu 0.0321(5) 0.0367(5) 0.0136(4) 0.000 0.0083(3) 0.000 Br 0.0654(5) 0.0367(4) 0.0412(4) 0.000 0.0155(3) 0.000 N 0.030(2) 0.037(2) 0.0170(16) 0.000 0.0069(16) 0.000 C1 0.029(3) 0.055(4) 0.019(2) 0.000 0.007(2) 0.000 C2 0.033(3) 0.044(3) 0.023(2) 0.000 0.008(2) 0.000 C3 0.033(3) 0.108(6) 0.031(3) 0.000 0.015(2) 0.000 _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 Cu N 1.981(3) . ? Cu N 1.981(3) 5_656 ? Cu Br 2.3792(7) . ? Cu Br 2.3792(7) 5_656 ? N C1 1.326(6) . ? N C2 1.340(6) . ? C1 C2 1.393(7) 5_655 ? C1 H1A 0.9300 . ? C2 C1 1.393(7) 5_655 ? C2 C3 1.488(7) . ? C3 H3D 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? 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 N Cu N 180.0(2) . 5_656 ? N Cu Br 90.0 . . ? N Cu Br 90.0 5_656 . ? N Cu Br 90.0 . 5_656 ? N Cu Br 90.0 5_656 5_656 ? Br Cu Br 180.0 . 5_656 ? C1 N C2 119.4(4) . . ? C1 N Cu 118.8(3) . . ? C2 N Cu 121.8(3) . . ? N C1 C2 122.6(5) . 5_655 ? N C1 H1A 118.7 . . ? C2 C1 H1A 118.7 5_655 . ? N C2 C1 118.0(4) . 5_655 ? N C2 C3 119.9(4) . . ? C1 C2 C3 122.1(4) 5_655 . ? C2 C3 H3D 109.5 . . ? C2 C3 H3A 109.5 . . ? H3D C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3D C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N Cu N C1 180(7) 5_656 . . . ? Br Cu N C1 -90.0 . . . . ? Br Cu N C1 90.0 5_656 . . . ? N Cu N C2 0(7) 5_656 . . . ? Br Cu N C2 90.0 . . . . ? Br Cu N C2 -90.0 5_656 . . . ? C2 N C1 C2 0.0 . . . 5_655 ? Cu N C1 C2 180.0 . . . 5_655 ? C1 N C2 C1 0.0 . . . 5_655 ? Cu N C2 C1 180.0 . . . 5_655 ? C1 N C2 C3 180.0 . . . . ? Cu N C2 C3 0.0 . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.376 _refine_diff_density_min -0.459 _refine_diff_density_rms 0.097