# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_88 _database_code_depnum_ccdc_archive 'CCDC 909601' #===================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; '[Zn(tzeg)]n ' ; _chemical_name_common '[Zn(tzeg)]n ' _chemical_melting_point 'not measured' _chemical_formula_moiety '[Zn(tzeg)]n ' _chemical_formula_sum 'C5 H7 N5 O2 Zn' _chemical_formula_weight 234.53 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 4(1)/a' _symmetry_space_group_name_hall '-I 4ad' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 21.7900(10) _cell_length_b 21.7900(10) _cell_length_c 6.9741(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3311.3(3) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4032 _cell_measurement_theta_min 2.6439 _cell_measurement_theta_max 27.4123 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.256 _exptl_crystal_size_mid 0.230 _exptl_crystal_size_min 0.190 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.882 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888 _exptl_absorpt_coefficient_mu 2.940 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7617 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Rigaku Mercury CCD' _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10428 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0164 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 25.35 _reflns_number_total 1519 _reflns_number_gt 1417 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0400P)^2^+11.3216P] 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 1519 _refine_ls_number_parameters 118 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0324 _refine_ls_R_factor_gt 0.0297 _refine_ls_wR_factor_ref 0.0758 _refine_ls_wR_factor_gt 0.0742 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _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 Zn1 Zn 0.118630(14) 0.139204(14) 0.06422(5) 0.02340(14) Uani 1 1 d . . . O2 O -0.04441(9) 0.15729(11) 0.3649(3) 0.0349(5) Uani 1 1 d . . . C5 C 0.00917(13) 0.15060(13) 0.3042(4) 0.0258(6) Uani 1 1 d . . . N1 N 0.30983(11) 0.13867(12) 0.1576(4) 0.0303(6) Uani 1 1 d . . . N5 N 0.12027(10) 0.14864(11) 0.3680(4) 0.0276(5) Uani 1 1 d . . . H5A H 0.1223 0.1101 0.4182 0.033 Uiso 1 1 calc R . . C1 C 0.25208(13) 0.14457(15) 0.2154(4) 0.0292(7) Uani 1 1 d . . . N4 N 0.21429(12) 0.14388(14) 0.0653(4) 0.0356(6) Uani 1 1 d . . . C4 C 0.06051(13) 0.17538(16) 0.4286(4) 0.0326(7) Uani 1 1 d . . . H4A H 0.0621 0.2197 0.4175 0.039 Uiso 1 1 calc R . . H4B H 0.0527 0.1652 0.5617 0.039 Uiso 1 1 calc R . . N3 N 0.25042(13) 0.13787(17) -0.0915(4) 0.0486(8) Uani 1 1 d . . . N2 N 0.30753(13) 0.13449(16) -0.0375(4) 0.0447(7) Uani 1 1 d . . . O1 O 0.02236(10) 0.12694(12) 0.1470(3) 0.0424(6) Uani 1 1 d . . . C2 C 0.23301(15) 0.1511(2) 0.4214(5) 0.0451(9) Uani 1 1 d . . . H2A H 0.2649 0.1732 0.4898 0.054 Uiso 1 1 calc R . . H2B H 0.2300 0.1105 0.4777 0.054 Uiso 1 1 calc R . . C3 C 0.17231(14) 0.18436(17) 0.4513(5) 0.0369(8) Uani 1 1 d . . . H3A H 0.1654 0.1903 0.5874 0.044 Uiso 1 1 calc R . . H3B H 0.1742 0.2244 0.3910 0.044 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 Zn1 0.0241(2) 0.0233(2) 0.0228(2) -0.00087(12) -0.00205(12) 0.00033(12) O2 0.0231(11) 0.0464(13) 0.0352(12) -0.0098(10) -0.0016(9) -0.0018(9) C5 0.0271(15) 0.0264(15) 0.0237(14) 0.0029(11) -0.0004(12) -0.0001(12) N1 0.0228(12) 0.0393(15) 0.0286(13) -0.0037(11) -0.0002(10) 0.0000(10) N5 0.0229(12) 0.0310(13) 0.0288(13) 0.0047(11) 0.0002(10) -0.0005(10) C1 0.0229(15) 0.0377(17) 0.0270(16) -0.0001(13) -0.0008(12) -0.0020(12) N4 0.0239(13) 0.0569(18) 0.0259(13) -0.0042(12) -0.0010(10) 0.0019(12) C4 0.0250(15) 0.0436(18) 0.0293(16) -0.0046(13) 0.0015(12) -0.0004(13) N3 0.0305(15) 0.089(2) 0.0260(15) -0.0065(15) 0.0002(12) 0.0032(15) N2 0.0270(15) 0.077(2) 0.0298(15) -0.0070(14) 0.0043(12) 0.0015(14) O1 0.0262(11) 0.0686(17) 0.0325(12) -0.0176(12) 0.0008(9) -0.0030(11) C2 0.0268(17) 0.080(3) 0.0286(17) -0.0010(17) 0.0008(13) 0.0044(17) C3 0.0282(16) 0.057(2) 0.0254(16) -0.0066(14) -0.0016(12) -0.0040(15) _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 Zn1 O2 1.993(2) 12_666 ? Zn1 N1 2.052(2) 7_444 ? Zn1 N4 2.087(3) . ? Zn1 N5 2.129(3) . ? Zn1 O1 2.192(2) . ? O2 C5 1.250(4) . ? O2 Zn1 1.993(2) 15 ? C5 O1 1.245(4) . ? C5 C4 1.515(4) . ? N1 C1 1.328(4) . ? N1 N2 1.365(4) . ? N1 Zn1 2.052(2) 8_444 ? N5 C4 1.488(4) . ? N5 C3 1.493(4) . ? N5 H5A 0.9100 . ? C1 N4 1.332(4) . ? C1 C2 1.502(4) . ? N4 N3 1.354(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? N3 N2 1.302(4) . ? C2 C3 1.522(5) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? 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 Zn1 N1 104.85(10) 12_666 7_444 ? O2 Zn1 N4 104.48(10) 12_666 . ? N1 Zn1 N4 96.92(11) 7_444 . ? O2 Zn1 N5 123.94(9) 12_666 . ? N1 Zn1 N5 127.77(10) 7_444 . ? N4 Zn1 N5 88.56(9) . . ? O2 Zn1 O1 88.99(10) 12_666 . ? N1 Zn1 O1 87.90(10) 7_444 . ? N4 Zn1 O1 163.90(10) . . ? N5 Zn1 O1 76.44(9) . . ? C5 O2 Zn1 115.65(19) . 15 ? O1 C5 O2 124.2(3) . . ? O1 C5 C4 118.8(3) . . ? O2 C5 C4 117.0(3) . . ? C1 N1 N2 105.9(2) . . ? C1 N1 Zn1 130.2(2) . 8_444 ? N2 N1 Zn1 123.8(2) . 8_444 ? C4 N5 C3 110.5(2) . . ? C4 N5 Zn1 107.80(18) . . ? C3 N5 Zn1 116.76(19) . . ? C4 N5 H5A 107.1 . . ? C3 N5 H5A 107.1 . . ? Zn1 N5 H5A 107.1 . . ? N1 C1 N4 110.3(3) . . ? N1 C1 C2 124.2(3) . . ? N4 C1 C2 125.6(3) . . ? C1 N4 N3 106.1(2) . . ? C1 N4 Zn1 128.4(2) . . ? N3 N4 Zn1 125.0(2) . . ? N5 C4 C5 110.1(2) . . ? N5 C4 H4A 109.6 . . ? C5 C4 H4A 109.6 . . ? N5 C4 H4B 109.6 . . ? C5 C4 H4B 109.6 . . ? H4A C4 H4B 108.1 . . ? N2 N3 N4 109.1(3) . . ? N3 N2 N1 108.6(3) . . ? C5 O1 Zn1 113.73(19) . . ? C1 C2 C3 114.6(3) . . ? C1 C2 H2A 108.6 . . ? C3 C2 H2A 108.6 . . ? C1 C2 H2B 108.6 . . ? C3 C2 H2B 108.6 . . ? H2A C2 H2B 107.6 . . ? N5 C3 C2 111.0(3) . . ? N5 C3 H3A 109.4 . . ? C2 C3 H3A 109.4 . . ? N5 C3 H3B 109.4 . . ? C2 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.435 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.067 data_h _database_code_depnum_ccdc_archive 'CCDC 909602' #===================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[Cd(tzeg)(H2O)]n' _chemical_melting_point 'not measured' _chemical_formula_moiety '[Cd(tzeg)(H2O)]n' _chemical_formula_sum 'C5 H9 Cd N5 O3' _chemical_formula_weight 299.57 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_hall '-C 2yc' 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' '-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 18.904(5) _cell_length_b 7.5712(15) _cell_length_c 14.406(4) _cell_angle_alpha 90.00 _cell_angle_beta 120.575(19) _cell_angle_gamma 90.00 _cell_volume 1775.2(7) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2776 _cell_measurement_theta_min 2.5029 _cell_measurement_theta_max 27.4662 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.350 _exptl_crystal_size_mid 0.152 _exptl_crystal_size_min 0.126 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1168 _exptl_absorpt_coefficient_mu 2.451 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6915 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _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 7343 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0289 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 27.45 _reflns_number_total 2027 _reflns_number_gt 1823 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0397P)^2^+0.0000P] 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 2027 _refine_ls_number_parameters 133 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0313 _refine_ls_R_factor_gt 0.0260 _refine_ls_wR_factor_ref 0.0675 _refine_ls_wR_factor_gt 0.0643 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _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 Cd1 Cd 0.278734(13) 0.18545(3) 0.148138(16) 0.03332(10) Uani 1 1 d . . . N5 N 0.37695(14) 0.2567(3) 0.32377(18) 0.0284(5) Uani 1 1 d . . . H5A H 0.3496 0.3144 0.3515 0.034 Uiso 1 1 calc R . . O2 O 0.27775(13) -0.0339(3) 0.25731(16) 0.0426(5) Uani 1 1 d . . . C1 C 0.37211(17) 0.5565(4) 0.1658(2) 0.0298(6) Uani 1 1 d . . . N4 N 0.32287(15) 0.4303(3) 0.10049(19) 0.0326(5) Uani 1 1 d . . . C3 C 0.44415(18) 0.3760(4) 0.3399(2) 0.0368(7) Uani 1 1 d . . . H3A H 0.4749 0.3211 0.3104 0.044 Uiso 1 1 calc R . . H3B H 0.4814 0.3930 0.4165 0.044 Uiso 1 1 calc R . . C2 C 0.41261(18) 0.5555(4) 0.2863(2) 0.0371(7) Uani 1 1 d . . . H2B H 0.3736 0.5990 0.3057 0.045 Uiso 1 1 calc R . . H2C H 0.4585 0.6373 0.3155 0.045 Uiso 1 1 calc R . . C4 C 0.40644(17) 0.0928(4) 0.3847(2) 0.0367(7) Uani 1 1 d . . . H4A H 0.4304 0.1182 0.4609 0.044 Uiso 1 1 calc R . . H4B H 0.4492 0.0434 0.3742 0.044 Uiso 1 1 calc R . . C5 C 0.33837(17) -0.0422(4) 0.3509(2) 0.0318(6) Uani 1 1 d . . . O1 O 0.34652(14) -0.1581(3) 0.41756(17) 0.0389(5) Uani 1 1 d . . . N1 N 0.38076(18) 0.6853(3) 0.1093(2) 0.0383(6) Uani 1 1 d . . . N3 N 0.30154(15) 0.4853(3) 0.00063(19) 0.0339(6) Uani 1 1 d . . . N2 N 0.33592(17) 0.6378(3) 0.0057(2) 0.0404(6) Uani 1 1 d . . . O1W O 0.39276(15) 0.0586(3) 0.13454(19) 0.0436(5) Uani 1 1 d D . . H1WA H 0.389(2) 0.092(4) 0.0769(18) 0.065 Uiso 1 1 d D . . H1WB H 0.400(2) -0.0503(15) 0.141(3) 0.065 Uiso 1 1 d 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 Cd1 0.03886(15) 0.03056(15) 0.02379(13) 0.00086(8) 0.01100(10) -0.00874(8) N5 0.0294(12) 0.0279(12) 0.0258(12) -0.0003(11) 0.0125(10) 0.0002(10) O2 0.0410(12) 0.0450(13) 0.0314(11) 0.0052(10) 0.0109(10) -0.0122(10) C1 0.0315(14) 0.0227(13) 0.0330(15) -0.0031(12) 0.0148(12) -0.0015(11) N4 0.0415(14) 0.0260(12) 0.0271(12) -0.0018(10) 0.0153(11) -0.0071(10) C3 0.0318(15) 0.0433(17) 0.0277(14) -0.0002(14) 0.0096(12) -0.0066(13) C2 0.0412(17) 0.0332(16) 0.0320(15) -0.0064(14) 0.0151(13) -0.0110(13) C4 0.0332(16) 0.0379(17) 0.0302(15) 0.0080(13) 0.0097(12) 0.0029(12) C5 0.0353(16) 0.0295(15) 0.0310(15) 0.0000(12) 0.0172(13) 0.0017(12) O1 0.0486(13) 0.0326(12) 0.0350(12) 0.0072(9) 0.0209(10) 0.0012(9) N1 0.0463(16) 0.0291(14) 0.0357(14) -0.0006(11) 0.0181(13) -0.0095(10) N3 0.0432(14) 0.0278(13) 0.0299(12) -0.0010(10) 0.0180(11) -0.0057(10) N2 0.0509(16) 0.0323(13) 0.0349(14) -0.0002(12) 0.0195(13) -0.0092(12) O1W 0.0542(14) 0.0331(12) 0.0463(14) -0.0049(11) 0.0276(12) -0.0046(11) _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 Cd1 N4 2.278(2) . ? Cd1 N3 2.293(2) 7 ? Cd1 O2 2.294(2) . ? Cd1 N5 2.315(2) . ? Cd1 O1 2.372(2) 4 ? Cd1 O1W 2.457(2) . ? N5 C4 1.457(4) . ? N5 C3 1.478(4) . ? O2 C5 1.250(3) . ? C1 N1 1.332(4) . ? C1 N4 1.332(3) . ? C1 C2 1.499(4) . ? N4 N3 1.347(3) . ? C3 C2 1.526(4) . ? C4 C5 1.517(4) . ? C5 O1 1.252(3) . ? O1 Cd1 2.372(2) 4_545 ? N1 N2 1.338(4) . ? N3 N2 1.309(3) . ? N3 Cd1 2.293(2) 7 ? 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 N4 Cd1 N3 110.30(8) . 7 ? N4 Cd1 O2 158.12(8) . . ? N3 Cd1 O2 90.02(8) 7 . ? N4 Cd1 N5 85.79(8) . . ? N3 Cd1 N5 159.11(8) 7 . ? O2 Cd1 N5 72.61(8) . . ? N4 Cd1 O1 85.28(8) . 4 ? N3 Cd1 O1 81.76(8) 7 4 ? O2 Cd1 O1 106.29(8) . 4 ? N5 Cd1 O1 113.74(8) . 4 ? N4 Cd1 O1W 79.82(8) . . ? N3 Cd1 O1W 84.01(9) 7 . ? O2 Cd1 O1W 94.88(8) . . ? N5 Cd1 O1W 85.98(8) . . ? O1 Cd1 O1W 154.38(8) 4 . ? C4 N5 C3 113.0(2) . . ? C4 N5 Cd1 107.96(17) . . ? C3 N5 Cd1 117.48(17) . . ? C5 O2 Cd1 116.92(19) . . ? N1 C1 N4 110.6(3) . . ? N1 C1 C2 124.2(2) . . ? N4 C1 C2 125.2(3) . . ? C1 N4 N3 104.8(2) . . ? C1 N4 Cd1 127.05(19) . . ? N3 N4 Cd1 128.07(17) . . ? N5 C3 C2 112.4(2) . . ? C1 C2 C3 115.4(2) . . ? N5 C4 C5 112.2(2) . . ? O2 C5 O1 123.4(3) . . ? O2 C5 C4 118.4(3) . . ? O1 C5 C4 118.2(3) . . ? C5 O1 Cd1 109.62(19) . 4_545 ? N2 N1 C1 106.3(2) . . ? N2 N3 N4 110.0(2) . . ? N2 N3 Cd1 128.6(2) . 7 ? N4 N3 Cd1 121.35(17) . 7 ? N3 N2 N1 108.3(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.890 _refine_diff_density_min -0.685 _refine_diff_density_rms 0.081 data_h2 _database_code_depnum_ccdc_archive 'CCDC 909603' #===================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; '[Cu(tzeg)(H2O)]n' ; _chemical_name_common '[Cu(tzeg)(H2O)]n' _chemical_melting_point 'not measured' _chemical_formula_moiety '[Cu(tzeg)(H2O)]n' _chemical_formula_sum 'C5 H9 Cu N5 O3' _chemical_formula_weight 250.71 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' O O 0.0106 0.0060 '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 monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_hall '-C 2yc' 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' '-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 18.672(9) _cell_length_b 7.359(3) _cell_length_c 14.810(7) _cell_angle_alpha 90.00 _cell_angle_beta 125.297(5) _cell_angle_gamma 90.00 _cell_volume 1660.8(12) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2012 _cell_measurement_theta_min 2.8450 _cell_measurement_theta_max 27.4739 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.302 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_min 0.050 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.005 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 2.620 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8296 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Rigaku Mercury CCD' _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 5366 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0279 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.37 _diffrn_reflns_theta_max 25.49 _reflns_number_total 1526 _reflns_number_gt 1329 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0427P)^2^+1.7795P] 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 1526 _refine_ls_number_parameters 133 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0346 _refine_ls_R_factor_gt 0.0279 _refine_ls_wR_factor_ref 0.0728 _refine_ls_wR_factor_gt 0.0686 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.001 _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 0.28942(2) -0.20331(4) 0.15401(2) 0.02693(14) Uani 1 1 d . . . O1 O 0.34297(14) 0.1285(3) 0.39864(16) 0.0356(5) Uani 1 1 d . . . O2 O 0.27811(14) -0.0070(3) 0.23525(15) 0.0372(5) Uani 1 1 d . . . O1W O 0.4116(2) -0.0500(4) 0.1412(3) 0.0797(10) Uani 1 1 d D . . H1WA H 0.439(3) -0.055(6) 0.2106(11) 0.120 Uiso 1 1 d D . . H1WB H 0.404(4) 0.062(2) 0.125(4) 0.120 Uiso 1 1 d D . . N3 N 0.29087(15) -0.4398(3) -0.01342(18) 0.0261(5) Uani 1 1 d . . . N2 N 0.32418(18) -0.5930(3) -0.01808(19) 0.0368(6) Uani 1 1 d . . . N1 N 0.36856(17) -0.6714(3) 0.08163(19) 0.0340(6) Uani 1 1 d . . . N5 N 0.37290(16) -0.2981(3) 0.31088(18) 0.0274(5) Uani 1 1 d . . . H5A H 0.3386 -0.3584 0.3263 0.033 Uiso 1 1 calc R . . N4 N 0.31313(15) -0.4149(3) 0.09002(17) 0.0239(5) Uani 1 1 d . . . C1 C 0.36074(17) -0.5614(3) 0.1462(2) 0.0252(6) Uani 1 1 d . . . C2 C 0.4021(2) -0.5965(4) 0.2663(2) 0.0347(7) Uani 1 1 d . . . H2A H 0.4470 -0.6889 0.2923 0.042 Uiso 1 1 calc R . . H2B H 0.3580 -0.6431 0.2752 0.042 Uiso 1 1 calc R . . C3 C 0.4429(2) -0.4275(4) 0.3366(2) 0.0367(7) Uani 1 1 d . . . H3A H 0.4770 -0.4598 0.4143 0.044 Uiso 1 1 calc R . . H3B H 0.4821 -0.3714 0.3216 0.044 Uiso 1 1 calc R . . C4 C 0.40771(19) -0.1401(4) 0.3852(2) 0.0301(6) Uani 1 1 d . . . H4A H 0.4596 -0.0945 0.3926 0.036 Uiso 1 1 calc R . . H4B H 0.4241 -0.1753 0.4579 0.036 Uiso 1 1 calc R . . C5 C 0.33875(19) 0.0057(4) 0.3384(2) 0.0277(6) 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 0.0333(2) 0.0252(2) 0.02039(19) 0.00169(13) 0.01439(16) 0.00835(14) O1 0.0411(12) 0.0339(11) 0.0315(10) -0.0062(9) 0.0208(9) 0.0024(9) O2 0.0407(12) 0.0377(11) 0.0256(9) -0.0015(9) 0.0146(9) 0.0139(10) O1W 0.0476(19) 0.0377(14) 0.134(3) -0.0042(17) 0.041(2) 0.0016(13) N3 0.0310(13) 0.0250(11) 0.0245(11) 0.0015(9) 0.0173(10) 0.0045(10) N2 0.0487(16) 0.0304(13) 0.0292(12) 0.0018(10) 0.0213(12) 0.0133(12) N1 0.0442(16) 0.0249(12) 0.0299(12) 0.0031(10) 0.0195(12) 0.0097(11) N5 0.0314(13) 0.0284(12) 0.0247(11) 0.0010(9) 0.0175(10) 0.0021(10) N4 0.0289(12) 0.0228(11) 0.0212(10) 0.0028(9) 0.0152(9) 0.0022(10) C1 0.0268(15) 0.0239(13) 0.0261(13) 0.0033(10) 0.0161(12) 0.0026(11) C2 0.0477(19) 0.0302(15) 0.0293(14) 0.0114(12) 0.0240(14) 0.0145(14) C3 0.0384(18) 0.0405(17) 0.0243(14) 0.0070(12) 0.0142(13) 0.0161(14) C4 0.0311(16) 0.0333(14) 0.0252(13) -0.0043(12) 0.0160(12) -0.0016(12) C5 0.0303(16) 0.0276(14) 0.0281(13) -0.0005(12) 0.0185(12) -0.0021(12) _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 1.968(2) . ? Cu1 N4 2.001(2) . ? Cu1 N3 2.021(2) 7_545 ? Cu1 N5 2.032(2) . ? O2 C5 1.275(3) . ? O1 C5 1.240(3) . ? N3 N2 1.308(3) . ? N3 N4 1.348(3) . ? N3 Cu1 2.021(2) 7_545 ? N2 N1 1.336(3) . ? N1 C1 1.324(3) . ? N5 C4 1.470(3) . ? N5 C3 1.478(4) . ? N4 C1 1.338(3) . ? C1 C2 1.496(3) . ? C2 C3 1.515(4) . ? C4 C5 1.502(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 _geom_angle_publ_flag O2 Cu1 N4 172.80(8) . . ? O2 Cu1 N3 88.25(9) . 7_545 ? N4 Cu1 N3 98.80(9) . 7_545 ? O2 Cu1 N5 80.53(9) . . ? N4 Cu1 N5 92.34(9) . . ? N3 Cu1 N5 168.28(9) 7_545 . ? C5 O2 Cu1 116.82(18) . . ? N2 N3 N4 109.5(2) . . ? N2 N3 Cu1 119.14(17) . 7_545 ? N4 N3 Cu1 131.13(17) . 7_545 ? N3 N2 N1 108.9(2) . . ? C1 N1 N2 106.1(2) . . ? C4 N5 C3 112.0(2) . . ? C4 N5 Cu1 107.42(16) . . ? C3 N5 Cu1 119.70(17) . . ? C1 N4 N3 104.8(2) . . ? C1 N4 Cu1 125.55(17) . . ? N3 N4 Cu1 129.57(17) . . ? N1 C1 N4 110.7(2) . . ? N1 C1 C2 123.8(2) . . ? N4 C1 C2 125.5(2) . . ? C1 C2 C3 112.6(2) . . ? N5 C3 C2 109.4(2) . . ? N5 C4 C5 109.2(2) . . ? O1 C5 O2 123.9(3) . . ? O1 C5 C4 120.5(2) . . ? O2 C5 C4 115.6(2) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.500 _refine_diff_density_min -0.442 _refine_diff_density_rms 0.068