# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Lars Ohrstrom' _publ_contact_author_email OHRSTROM@CHALMERS.SE _publ_section_title ; Methyl groups control coordination number, stoichiometry, network and magnetism of a Cu(II)-azide-pyrazine (6,3) 2D net ; loop_ _publ_author_name 'Lars Ohrstrom' 'Morsy A.M. Abu-Youssef' 'Vratislav Langer' 'Alshimaa A. Massoud' 'Jana Vejpravova' # Attachment 'CuazShimo.cif' data_m _database_code_depnum_ccdc_archive 'CCDC 649681' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C3 H4 Cu N7' _chemical_formula_sum 'C3 H4 Cu N7' _chemical_formula_weight 201.67 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.8645(4) _cell_length_b 7.5587(5) _cell_length_c 8.1625(6) _cell_angle_alpha 77.744(2) _cell_angle_beta 76.991(1) _cell_angle_gamma 83.633(1) _cell_volume 343.75(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2399 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 26.00 _exptl_crystal_description plate _exptl_crystal_colour 'dark yellow brown' _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.948 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 200 _exptl_absorpt_coefficient_mu 3.115 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7677 _exptl_absorpt_correction_T_max 0.9816 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; Data were collected at 173 K using a Siemens SMART CCD diffractometer equipped with LT-2A cooling device. A full sphere of reciprocal space was scanned by 0.3\% steps in \w with a crystal--to--detector distance of 3.97 cm, 30 seconds per frame. Preliminary orientation matrix was obtained from the first 100 frames using SMART (Bruker, 2003a). The collected frames were integrated using the preliminary orientation matrix which was updated every 100 frames. Final cell parameters were obtained by refinement on the position of 2399 reflections with I>10\s(I) after integration of all the frames data using SAINT (Bruker, 2003b) ; _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 'Siemens CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 3937 _diffrn_reflns_av_R_equivalents 0.0549 _diffrn_reflns_av_sigmaI/netI 0.0658 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 26.00 _reflns_number_total 1350 _reflns_number_gt 1090 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2003)' _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_reduction 'SAINT (Bruker, 2003) & SADABS (Sheldrick, 2003)' _computing_structure_solution 'SHELXTL (Bruker, 2003)' _computing_structure_refinement 'SHELXTL (Bruker, 2003)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2006)' _computing_publication_material 'SHELXTL (Bruker, 2003)' _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^)+(0.0329P)^2^+0.1258P] 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 1350 _refine_ls_number_parameters 105 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0618 _refine_ls_R_factor_gt 0.0417 _refine_ls_wR_factor_ref 0.0804 _refine_ls_wR_factor_gt 0.0733 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 Cu1 Cu 0.23328(9) 0.47625(7) 0.07418(7) 0.01626(18) Uani 1 1 d . . . N1 N 0.0025(6) 0.3196(5) 0.0489(4) 0.0182(8) Uani 1 1 d . . . N2 N -0.0456(6) 0.1752(5) 0.1436(5) 0.0230(9) Uani 1 1 d . . . N3 N -0.0954(8) 0.0397(6) 0.2286(7) 0.0520(14) Uani 1 1 d . . . N4 N 0.4819(6) 0.6386(5) 0.0622(5) 0.0284(10) Uani 1 1 d . . . N5 N 0.4561(6) 0.7715(5) 0.1289(5) 0.0202(8) Uani 1 1 d . . . N6 N 0.4329(7) 0.8946(6) 0.1919(6) 0.0392(11) Uani 1 1 d . . . N7 N 0.0912(6) 0.4858(4) 0.3319(4) 0.0148(7) Uani 1 1 d . . . C1 C 0.3853(8) 0.2473(7) 0.4120(6) 0.0331(13) Uani 1 1 d . . . H1A H 0.3361 0.1604 0.3552 0.059(18) Uiso 1 1 calc R . . H1B H 0.4363 0.1821 0.5163 0.050(16) Uiso 1 1 calc R . . H1C H 0.5155 0.3124 0.3344 0.059(18) Uiso 1 1 calc R . . C2 C 0.1841(7) 0.3797(6) 0.4579(5) 0.0151(9) Uani 1 1 d . . . C4 C -0.0894(7) 0.6042(6) 0.3731(5) 0.0181(9) Uani 1 1 d . . . H4 H -0.1550 0.6796 0.2840 0.019(12) 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 Cu1 0.0127(3) 0.0192(3) 0.0175(3) -0.0099(2) 0.00294(19) -0.00386(19) N1 0.0196(19) 0.016(2) 0.0189(19) -0.0032(17) -0.0026(15) -0.0051(15) N2 0.0144(19) 0.023(2) 0.032(2) -0.008(2) -0.0032(16) -0.0007(16) N3 0.034(3) 0.031(3) 0.078(4) 0.018(3) -0.008(2) -0.009(2) N4 0.018(2) 0.031(2) 0.040(2) -0.026(2) 0.0068(17) -0.0081(16) N5 0.0142(18) 0.025(2) 0.023(2) -0.0088(18) -0.0022(15) -0.0034(15) N6 0.033(2) 0.038(3) 0.056(3) -0.035(2) -0.007(2) 0.0026(19) N7 0.0173(18) 0.0146(18) 0.0126(18) -0.0053(15) -0.0003(14) -0.0024(14) C1 0.034(3) 0.038(3) 0.020(3) -0.008(2) -0.001(2) 0.021(2) C2 0.018(2) 0.018(2) 0.009(2) -0.0034(18) -0.0016(16) 0.0018(17) C4 0.018(2) 0.019(2) 0.017(2) -0.0061(19) -0.0016(17) 0.0035(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.965(3) . ? Cu1 N4 1.981(4) . ? Cu1 N4 2.009(3) 2_665 ? Cu1 N7 2.095(3) . ? Cu1 N1 2.190(4) 2_565 ? N1 N2 1.216(5) . ? N1 Cu1 2.190(4) 2_565 ? N2 N3 1.136(5) . ? N4 N5 1.220(5) . ? N4 Cu1 2.009(3) 2_665 ? N5 N6 1.136(5) . ? N7 C2 1.343(5) . ? N7 C4 1.339(5) . ? C1 C2 1.494(5) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.392(5) 2_566 ? C4 C2 1.392(5) 2_566 ? C4 H4 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N4 171.46(15) . . ? N1 Cu1 N4 97.46(14) . 2_665 ? N4 Cu1 N4 77.05(16) . 2_665 ? N1 Cu1 N7 95.96(13) . . ? N4 Cu1 N7 92.47(14) . . ? N4 Cu1 N7 137.60(16) 2_665 . ? N1 Cu1 N1 79.87(15) . 2_565 ? N4 Cu1 N1 97.35(15) . 2_565 ? N4 Cu1 N1 121.88(15) 2_665 2_565 ? N7 Cu1 N1 100.00(13) . 2_565 ? N2 N1 Cu1 124.3(3) . . ? N2 N1 Cu1 128.1(3) . 2_565 ? Cu1 N1 Cu1 100.13(15) . 2_565 ? N3 N2 N1 177.7(5) . . ? N5 N4 Cu1 125.5(3) . . ? N5 N4 Cu1 131.5(3) . 2_665 ? Cu1 N4 Cu1 102.95(16) . 2_665 ? N6 N5 N4 179.5(5) . . ? C2 N7 C4 118.8(3) . . ? C2 N7 Cu1 121.1(3) . . ? C4 N7 Cu1 120.0(3) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N7 C2 C4 119.0(4) . 2_566 ? N7 C2 C1 118.8(4) . . ? C4 C2 C1 122.1(4) 2_566 . ? N7 C4 C2 122.1(4) . 2_566 ? N7 C4 H4 118.9 . . ? C2 C4 H4 118.9 2_566 . ? 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 N4 Cu1 N1 N2 136.8(10) . . . . ? N4 Cu1 N1 N2 87.2(3) 2_665 . . . ? N7 Cu1 N1 N2 -52.4(3) . . . . ? N1 Cu1 N1 N2 -151.6(4) 2_565 . . . ? N4 Cu1 N1 Cu1 -71.7(11) . . . 2_565 ? N4 Cu1 N1 Cu1 -121.18(16) 2_665 . . 2_565 ? N7 Cu1 N1 Cu1 99.13(14) . . . 2_565 ? N1 Cu1 N1 Cu1 0.0 2_565 . . 2_565 ? Cu1 N1 N2 N3 -177(11) . . . . ? Cu1 N1 N2 N3 40(11) 2_565 . . . ? N1 Cu1 N4 N5 131.0(9) . . . . ? N4 Cu1 N4 N5 -178.3(5) 2_665 . . . ? N7 Cu1 N4 N5 -39.8(4) . . . . ? N1 Cu1 N4 N5 60.6(4) 2_565 . . . ? N1 Cu1 N4 Cu1 -50.7(11) . . . 2_665 ? N4 Cu1 N4 Cu1 -0.001(2) 2_665 . . 2_665 ? N7 Cu1 N4 Cu1 138.46(18) . . . 2_665 ? N1 Cu1 N4 Cu1 -121.12(17) 2_565 . . 2_665 ? Cu1 N4 N5 N6 107(58) . . . . ? Cu1 N4 N5 N6 -71(59) 2_665 . . . ? N1 Cu1 N7 C2 99.5(3) . . . . ? N4 Cu1 N7 C2 -81.8(3) . . . . ? N4 Cu1 N7 C2 -8.4(4) 2_665 . . . ? N1 Cu1 N7 C2 -179.7(3) 2_565 . . . ? N1 Cu1 N7 C4 -83.2(3) . . . . ? N4 Cu1 N7 C4 95.5(3) . . . . ? N4 Cu1 N7 C4 168.9(3) 2_665 . . . ? N1 Cu1 N7 C4 -2.5(3) 2_565 . . . ? C4 N7 C2 C4 0.2(7) . . . 2_566 ? Cu1 N7 C2 C4 177.5(3) . . . 2_566 ? C4 N7 C2 C1 179.9(4) . . . . ? Cu1 N7 C2 C1 -2.8(5) . . . . ? C2 N7 C4 C2 -0.2(7) . . . 2_566 ? Cu1 N7 C4 C2 -177.5(3) . . . 2_566 ? 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 C1 H1A N6 0.98 2.59 3.473(6) 150.6 1_545 C1 H1B N6 0.98 2.60 3.545(7) 163.2 2_666 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.516 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.116