# Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Can-Zhong Lu' _publ_contact_author_email CZLU@FJIRSM.AC.CN _publ_section_title ; Topological Transformation from Centrosymmetry to Noncentrosymmetry in a Three-dimensional Polar Framework Material ; loop_ _publ_author_name 'Can-Zhong Lu' 'Shu-Mei Chen' 'Shan-Ci Chen' 'Fei Wang' 'Xiao-Yuan Wu' ; Yi-Ming Xie ; 'Rong-Min Yu' 'Jian Zhang' 'Wei-Wei Zhou' # Attachment 'check1.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 734924' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety C6H4BrCu2N5 _chemical_formula_sum C6H4BrCu2N5 _chemical_formula_weight 353.13 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' 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M Cc loop_ _symmetry_equiv_pos_as_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' _cell_length_a 19.710(9) _cell_length_b 3.7857(16) _cell_length_c 11.663(5) _cell_angle_alpha 90.00 _cell_angle_beta 103.230(2) _cell_angle_gamma 90.00 _cell_volume 847.2(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1135 _cell_measurement_theta_min 4.2484 _cell_measurement_theta_max 27.4758 _exptl_crystal_description Prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.769 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 9.693 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.2473 _exptl_absorpt_correction_T_max 0.2473 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_device_type Saturn70 _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3228 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0359 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 27.48 _reflns_number_total 1389 _reflns_number_gt 1294 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0415P)^2^+0.0704P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef none _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(4) _refine_ls_number_reflns 1389 _refine_ls_number_parameters 128 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0287 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_ref 0.0692 _refine_ls_wR_factor_gt 0.0683 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.088 _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 Br1 Br -0.14879(3) 0.01449(13) -0.17712(5) 0.02886(17) Uani 1 1 d . . . Cu1 Cu -0.23706(3) -0.49525(18) -0.18115(6) 0.02570(19) Uani 1 1 d . . . Cu2 Cu -0.14125(4) -0.6395(2) 0.13815(8) 0.0321(2) Uani 1 1 d . . . N1 N -0.3352(2) -0.3499(13) -0.0390(4) 0.0203(9) Uani 1 1 d . . . N2 N -0.2698(2) -0.4541(12) -0.0351(4) 0.0201(9) Uani 1 1 d . . . N3 N -0.2373(2) -0.5286(11) 0.0747(4) 0.0173(9) Uani 1 1 d . . . N4 N -0.2839(2) -0.4741(10) 0.1456(4) 0.0145(8) Uani 1 1 d . . . N5 N -0.5438(2) -0.1667(12) 0.1328(4) 0.0189(9) Uani 1 1 d . . . C1 C -0.3410(2) -0.3622(13) 0.0731(4) 0.0148(9) Uani 1 1 d . . . C2 C -0.4086(2) -0.2781(12) 0.1001(4) 0.0143(9) Uani 1 1 d . . . C3 C -0.4591(3) -0.1048(14) 0.0157(5) 0.0189(10) Uani 1 1 d . . . H3A H -0.4478 -0.0232 -0.0528 0.023 Uiso 1 1 calc R . . C4 C -0.4263(2) -0.3779(15) 0.2045(4) 0.0187(10) Uani 1 1 d . . . H4A H -0.3935 -0.4798 0.2656 0.022 Uiso 1 1 calc R . . C5 C -0.5252(3) -0.0525(14) 0.0321(5) 0.0224(11) Uani 1 1 d . . . H5A H -0.5580 0.0622 -0.0259 0.027 Uiso 1 1 calc R . . C6 C -0.4946(2) -0.3212(15) 0.2152(5) 0.0213(10) Uani 1 1 d . . . H6A H -0.5065 -0.3957 0.2840 0.026 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 Br1 0.0252(3) 0.0279(3) 0.0320(4) -0.0027(2) 0.0036(2) 0.0029(2) Cu1 0.0236(3) 0.0444(4) 0.0108(3) -0.0019(3) 0.0075(3) 0.0020(3) Cu2 0.0099(2) 0.0539(5) 0.0325(3) 0.0033(4) 0.0047(2) 0.0077(3) N1 0.0110(17) 0.040(3) 0.0105(19) -0.0021(19) 0.0029(15) 0.0047(18) N2 0.0109(18) 0.037(3) 0.013(2) -0.0015(17) 0.0036(16) 0.0051(16) N3 0.0085(16) 0.036(2) 0.0099(19) 0.0020(18) 0.0063(15) 0.0034(15) N4 0.0126(19) 0.027(2) 0.0052(18) -0.0021(15) 0.0041(15) 0.0023(15) N5 0.0135(18) 0.025(2) 0.019(2) -0.0050(18) 0.0069(16) 0.0042(17) C1 0.0117(19) 0.019(2) 0.015(2) -0.001(2) 0.0060(17) -0.0002(19) C2 0.0071(18) 0.021(2) 0.014(2) -0.0050(19) 0.0008(17) 0.0003(17) C3 0.018(2) 0.023(2) 0.016(2) 0.004(2) 0.0043(19) 0.001(2) C4 0.013(2) 0.030(2) 0.015(2) 0.003(2) 0.0058(18) 0.004(2) C5 0.015(2) 0.026(3) 0.024(3) 0.003(2) 0.000(2) 0.0042(19) C6 0.014(2) 0.033(3) 0.018(2) 0.000(2) 0.0066(18) 0.003(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 Br1 Cu1 2.5370(11) 1_565 ? Br1 Cu1 2.5914(12) . ? Br1 Cu2 2.6127(14) 2_544 ? Cu1 N2 1.960(5) . ? Cu1 N4 2.023(4) 2_544 ? Cu1 Br1 2.5370(11) 1_545 ? Cu2 N3 1.914(4) . ? Cu2 N5 1.939(4) 3_545 ? Cu2 Br1 2.6127(14) 2_545 ? N1 N2 1.340(5) . ? N1 C1 1.340(6) . ? N2 N3 1.324(7) . ? N3 N4 1.385(5) . ? N4 C1 1.315(6) . ? N4 Cu1 2.023(4) 2_545 ? N5 C6 1.334(7) . ? N5 C5 1.378(7) . ? N5 Cu2 1.939(4) 3_455 ? C1 C2 1.472(6) . ? C2 C4 1.394(7) . ? C2 C3 1.392(7) . ? C3 C5 1.374(7) . ? C3 H3A 0.9300 . ? C4 C6 1.395(6) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? 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 Cu1 Br1 Cu1 95.15(4) 1_565 . ? Cu1 Br1 Cu2 123.40(4) 1_565 2_544 ? Cu1 Br1 Cu2 75.23(3) . 2_544 ? N2 Cu1 N4 134.97(17) . 2_544 ? N2 Cu1 Br1 113.72(13) . 1_545 ? N4 Cu1 Br1 97.51(11) 2_544 1_545 ? N2 Cu1 Br1 106.14(14) . . ? N4 Cu1 Br1 102.22(11) 2_544 . ? Br1 Cu1 Br1 95.15(4) 1_545 . ? N3 Cu2 N5 154.0(2) . 3_545 ? N3 Cu2 Br1 101.54(13) . 2_545 ? N5 Cu2 Br1 103.96(14) 3_545 2_545 ? N2 N1 C1 104.7(4) . . ? N1 N2 N3 110.2(4) . . ? N1 N2 Cu1 119.9(4) . . ? N3 N2 Cu1 129.9(3) . . ? N2 N3 N4 107.8(4) . . ? N2 N3 Cu2 129.6(3) . . ? N4 N3 Cu2 122.3(3) . . ? C1 N4 N3 104.6(4) . . ? C1 N4 Cu1 142.1(3) . 2_545 ? N3 N4 Cu1 112.0(3) . 2_545 ? C6 N5 C5 117.4(4) . . ? C6 N5 Cu2 124.2(3) . 3_455 ? C5 N5 Cu2 118.0(3) . 3_455 ? N4 C1 N1 112.8(4) . . ? N4 C1 C2 128.1(4) . . ? N1 C1 C2 119.0(4) . . ? C4 C2 C3 117.7(4) . . ? C4 C2 C1 123.2(4) . . ? C3 C2 C1 119.1(4) . . ? C5 C3 C2 121.1(5) . . ? C5 C3 H3A 119.5 . . ? C2 C3 H3A 119.5 . . ? C2 C4 C6 118.4(4) . . ? C2 C4 H4A 120.8 . . ? C6 C4 H4A 120.8 . . ? N5 C5 C3 121.2(5) . . ? N5 C5 H5A 119.4 . . ? C3 C5 H5A 119.4 . . ? N5 C6 C4 124.0(4) . . ? N5 C6 H6A 118.0 . . ? C4 C6 H6A 118.0 . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.475 _refine_diff_density_min -0.475 _refine_diff_density_rms 0.100