# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Annie Powell' _publ_contact_author_email POWELL@AOC.UNI-KARLSRUHE.DE _publ_section_title ; [Cu(N3)(p-CPA)]n: a Two Dimensional Network Exhibiting Spin Orientation Behaviour ; loop_ _publ_author_name 'Annie Powell' 'Ghulam Abbas' 'Christopher E. Anson' 'Gernot Buth' 'George E. Kostakis' 'Yanhua Lan.' ; K.C.Mondal ; 'Ghenadie Novitchi' # Attachment 'gek1.cif' data_gek1 _database_code_depnum_ccdc_archive 'CCDC 724444' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H6 Cu N4 O3' _chemical_formula_weight 281.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0043 0.0021 http://skuld.bmsc.washington.edu/scatter/AS_periodic.html H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0082 0.0043 http://skuld.bmsc.washington.edu/scatter/AS_periodic.html O O 0.0142 0.0079 http://skuld.bmsc.washington.edu/scatter/AS_periodic.html Cu Cu 0.2705 1.5628 http://skuld.bmsc.washington.edu/scatter/AS_periodic.html _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.4821(11) _cell_length_b 6.3061(6) _cell_length_c 14.7581(14) _cell_angle_alpha 90.00 _cell_angle_beta 107.368(2) _cell_angle_gamma 90.00 _cell_volume 1019.87(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3347 _cell_measurement_theta_min 3.99 _cell_measurement_theta_max 32.81 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.835 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 564 _exptl_absorpt_coefficient_mu 2.967 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.854 _exptl_absorpt_correction_T_max 0.965 _exptl_absorpt_process_details 'SADABS (Bruker AXS Inc., 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.80000 _diffrn_radiation_type synchrotron _diffrn_radiation_source synchrotron _diffrn_radiation_monochromator silicon _diffrn_measurement_device_type 'Bruker SMART Apex' _diffrn_measurement_method 'CCD area detector' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4233 _diffrn_reflns_av_R_equivalents 0.0208 _diffrn_reflns_av_sigmaI/netI 0.0314 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 3 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.99 _diffrn_reflns_theta_max 33.12 _reflns_number_total 2361 _reflns_number_gt 2181 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex2 (Bruker AXS Inc., 2005)' _computing_cell_refinement 'Apex2 (Bruker AXS Inc., 2005)' _computing_data_reduction 'Apex2 (Bruker AXS Inc., 2003)' _computing_structure_solution 'SHELXTL 6.14 (BrukerAXS Inc., 2003)' _computing_structure_refinement 'SHELXTL 6.14 (BrukerAXS Inc., 2003)' _computing_molecular_graphics 'SHELXTL 6.14 (BrukerAXS Inc., 2003)' _computing_publication_material 'SHELXTL 6.14 (BrukerAXS Inc., 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^)+(0.0416P)^2^+0.2787P] 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 2361 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0263 _refine_ls_R_factor_gt 0.0244 _refine_ls_wR_factor_ref 0.0689 _refine_ls_wR_factor_gt 0.0681 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 Cu1 Cu 0.236046(19) 0.54388(3) 0.254333(12) 0.02150(9) Uani 1 1 d . . . O1 O 0.31232(11) 0.46258(17) 0.38685(8) 0.0237(3) Uani 1 1 d . . . O2 O 0.35504(11) 0.11464(17) 0.37652(7) 0.0248(2) Uani 1 1 d . . . O3 O 0.41845(11) 0.46442(18) 0.57641(8) 0.0252(3) Uani 1 1 d . . . C1 C 0.35750(14) 0.2879(2) 0.41979(10) 0.0209(3) Uani 1 1 d . . . C2 C 0.42538(16) 0.2742(3) 0.52604(11) 0.0250(3) Uani 1 1 d . . . H2A H 0.3908 0.1561 0.5540 0.030 Uiso 1 1 calc R . . H2B H 0.5122 0.2411 0.5343 0.030 Uiso 1 1 calc R . . C3 C 0.31406(16) 0.5071(3) 0.59771(11) 0.0243(3) Uani 1 1 d . . . C4 C 0.31632(17) 0.6930(3) 0.65037(11) 0.0272(3) Uani 1 1 d . . . H4A H 0.3871 0.7800 0.6670 0.033 Uiso 1 1 calc R . . C5 C 0.21587(17) 0.7500(3) 0.67815(11) 0.0281(3) Uani 1 1 d . . . H5A H 0.2170 0.8772 0.7129 0.034 Uiso 1 1 calc R . . C6 C 0.11207(16) 0.6190(3) 0.65476(11) 0.0270(3) Uani 1 1 d . . . C7 C 0.10972(17) 0.4350(3) 0.60110(12) 0.0288(4) Uani 1 1 d . . . H7A H 0.0390 0.3479 0.5845 0.035 Uiso 1 1 calc R . . C8 C 0.20915(16) 0.3792(3) 0.57206(11) 0.0275(3) Uani 1 1 d . . . H8A H 0.2067 0.2552 0.5350 0.033 Uiso 1 1 calc R . . C9 C 0.01135(17) 0.6664(3) 0.69166(12) 0.0291(4) Uani 1 1 d . . . N1 N -0.06679(16) 0.6953(3) 0.72376(12) 0.0362(4) Uani 1 1 d . . . N2 N 0.31816(14) 0.31431(19) 0.20505(9) 0.0233(3) Uani 1 1 d . . . N3 N 0.33275(14) 0.3438(2) 0.12699(10) 0.0278(3) Uani 1 1 d . . . N4 N 0.34966(18) 0.3769(3) 0.05597(11) 0.0389(4) Uani 1 1 d . . . 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 0.02810(14) 0.01681(12) 0.01850(11) -0.00021(6) 0.00530(8) 0.00255(6) O1 0.0266(6) 0.0228(5) 0.0201(5) -0.0007(4) 0.0044(5) 0.0028(4) O2 0.0311(6) 0.0201(5) 0.0203(5) -0.0001(4) 0.0032(4) -0.0012(5) O3 0.0256(6) 0.0286(6) 0.0214(5) -0.0044(4) 0.0069(5) -0.0030(4) C1 0.0196(7) 0.0232(7) 0.0199(6) 0.0002(5) 0.0060(6) -0.0026(5) C2 0.0281(8) 0.0258(7) 0.0196(6) 0.0001(5) 0.0048(6) 0.0018(6) C3 0.0270(8) 0.0269(7) 0.0185(6) 0.0001(5) 0.0060(6) -0.0027(6) C4 0.0289(9) 0.0283(8) 0.0247(7) -0.0038(6) 0.0087(7) -0.0073(6) C5 0.0330(9) 0.0268(7) 0.0251(7) -0.0031(6) 0.0095(7) -0.0032(7) C6 0.0270(8) 0.0317(8) 0.0229(7) 0.0016(6) 0.0081(6) -0.0007(7) C7 0.0275(9) 0.0315(8) 0.0259(7) -0.0011(6) 0.0057(7) -0.0071(6) C8 0.0309(9) 0.0266(8) 0.0240(7) -0.0041(6) 0.0069(6) -0.0062(7) C9 0.0271(9) 0.0332(8) 0.0259(7) 0.0017(6) 0.0063(7) -0.0006(7) N1 0.0305(8) 0.0427(9) 0.0348(8) -0.0008(6) 0.0088(7) -0.0050(7) N2 0.0321(8) 0.0178(5) 0.0224(6) 0.0011(4) 0.0119(6) 0.0000(5) N3 0.0341(8) 0.0211(6) 0.0288(7) 0.0009(5) 0.0104(6) 0.0040(6) N4 0.0550(11) 0.0348(8) 0.0335(8) 0.0055(6) 0.0231(8) 0.0097(8) _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 O2 1.9535(11) 2 ? Cu1 O1 1.9575(11) . ? Cu1 N2 1.9692(13) 2 ? Cu1 N2 1.9806(13) . ? Cu1 N1 2.5557(17) 3_566 ? Cu1 N1 2.9400(18) 4_675 ? O1 C1 1.2525(18) . ? O2 C1 1.2615(19) . ? O2 Cu1 1.9535(11) 2_545 ? O3 C3 1.354(2) . ? O3 C2 1.4258(19) . ? C1 C2 1.531(2) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.403(2) . ? C3 C8 1.404(2) . ? C4 C5 1.382(3) . ? C4 H4A 0.9500 . ? C5 C6 1.406(2) . ? C5 H5A 0.9500 . ? C6 C7 1.400(2) . ? C6 C9 1.449(3) . ? C7 C8 1.380(3) . ? C7 H7A 0.9500 . ? C8 H8A 0.9500 . ? C9 N1 1.147(3) . ? N1 Cu1 2.5557(17) 3_566 ? N2 N3 1.2269(19) . ? N2 Cu1 1.9692(13) 2_545 ? N3 N4 1.141(2) . ? 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 O2 Cu1 O1 174.41(5) 2 . ? O2 Cu1 N2 88.77(5) 2 2 ? O1 Cu1 N2 90.60(5) . 2 ? O2 Cu1 N2 88.68(5) 2 . ? O1 Cu1 N2 93.17(5) . . ? N2 Cu1 N2 166.68(4) 2 . ? O2 Cu1 N1 93.26(5) 2 3_566 ? O1 Cu1 N1 81.34(5) . 3_566 ? N2 Cu1 N1 98.70(6) 2 3_566 ? N2 Cu1 N1 94.50(6) . 3_566 ? O2 Cu1 N1 85.99(5) 2 4_675 ? O1 Cu1 N1 99.47(5) . 4_675 ? N2 Cu1 N1 83.69(5) 2 4_675 ? N2 Cu1 N1 83.10(5) . 4_675 ? N1 Cu1 N1 177.49(5) 3_566 4_675 ? C1 O1 Cu1 128.91(10) . . ? C1 O2 Cu1 128.52(10) . 2_545 ? C3 O3 C2 118.64(13) . . ? O1 C1 O2 128.40(14) . . ? O1 C1 C2 118.19(13) . . ? O2 C1 C2 113.41(13) . . ? O3 C2 C1 113.33(13) . . ? O3 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? O3 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? O3 C3 C4 115.06(15) . . ? O3 C3 C8 124.82(15) . . ? C4 C3 C8 120.12(17) . . ? C5 C4 C3 120.19(16) . . ? C5 C4 H4A 119.9 . . ? C3 C4 H4A 119.9 . . ? C4 C5 C6 119.71(16) . . ? C4 C5 H5A 120.1 . . ? C6 C5 H5A 120.1 . . ? C7 C6 C5 119.83(17) . . ? C7 C6 C9 120.05(17) . . ? C5 C6 C9 119.98(16) . . ? C8 C7 C6 120.61(16) . . ? C8 C7 H7A 119.7 . . ? C6 C7 H7A 119.7 . . ? C7 C8 C3 119.50(16) . . ? C7 C8 H8A 120.2 . . ? C3 C8 H8A 120.2 . . ? N1 C9 C6 176.57(19) . . ? C9 N1 Cu1 132.57(14) . 3_566 ? N3 N2 Cu1 124.15(11) . 2_545 ? N3 N2 Cu1 116.57(10) . . ? Cu1 N2 Cu1 107.03(7) 2_545 . ? N4 N3 N2 177.38(19) . . ? _diffrn_measured_fraction_theta_max 0.866 _diffrn_reflns_theta_full 28.75 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.486 _refine_diff_density_min -0.482 _refine_diff_density_rms 0.063