# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Helder Marques' _publ_contact_author_email HELDER.MARQUES@WITS.AC.ZA _publ_section_title ; The structure of N,N'-bis(2-hydroxyethyl)ethane-1,2-diamine and its complexes with Zn(II) and Cd(II) ; loop_ _publ_author_name 'H Marques' 'Alvaro S De Sousa' 'Manuel A Fernandes' 'Christopher B Perry' 'Sandra A. Reisinger' ; P.R.Varadwaj ; # Attachment '8m_alv11_0s-Bheen-NO3-complex.cif' data_Bheen_No3_complex _database_code_depnum_ccdc_archive 'CCDC 732061' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H18 N2 O2, 2(N O3)' _chemical_formula_sum 'C6 H18 N4 O8' _chemical_formula_weight 274.24 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 7.6230(3) _cell_length_b 10.0645(5) _cell_length_c 15.6002(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1196.87(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2387 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 28.17 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.522 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 0.140 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6852 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0270 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 27.98 _reflns_number_total 1437 _reflns_number_gt 1152 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _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^)+(0.0482P)^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 1437 _refine_ls_number_parameters 94 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0423 _refine_ls_R_factor_gt 0.0325 _refine_ls_wR_factor_ref 0.0868 _refine_ls_wR_factor_gt 0.0833 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 C1 C 0.01721(16) 0.26993(11) 0.71467(8) 0.0272(3) Uani 1 1 d . . . H1A H -0.1044 0.3008 0.7045 0.033 Uiso 1 1 calc R . . H1B H 0.0387 0.2699 0.7773 0.033 Uiso 1 1 calc R . . C2 C 0.03942(16) 0.13121(11) 0.67975(8) 0.0238(3) Uani 1 1 d . . . H2A H 0.1600 0.0995 0.6913 0.029 Uiso 1 1 calc R . . H2B H -0.0437 0.0703 0.7086 0.029 Uiso 1 1 calc R . . C3 C 0.01629(14) -0.00414(10) 0.54790(7) 0.0215(3) Uani 1 1 d . . . H3A H -0.0726 -0.0625 0.5748 0.026 Uiso 1 1 calc R . . H3B H 0.1336 -0.0428 0.5588 0.026 Uiso 1 1 calc R . . N1 N 0.00616(13) 0.13069(8) 0.58574(6) 0.0193(2) Uani 1 1 d . . . N2 N 0.06164(13) 0.37908(9) 0.42505(6) 0.0235(2) Uani 1 1 d . . . O1 O 0.13687(12) 0.35678(9) 0.67376(6) 0.0314(2) Uani 1 1 d . . . O2 O -0.09308(11) 0.38026(9) 0.44657(7) 0.0402(3) Uani 1 1 d . . . O3 O 0.16542(10) 0.29494(8) 0.45712(6) 0.0288(2) Uani 1 1 d . . . O4 O 0.12094(11) 0.45892(9) 0.37134(6) 0.0338(2) Uani 1 1 d . . . H1N H -0.1046(19) 0.1633(14) 0.5746(10) 0.030(3) Uiso 1 1 d . . . H1O H 0.078(2) 0.4157(18) 0.6565(11) 0.043(5) Uiso 1 1 d . . . H2N H 0.0835(18) 0.1873(14) 0.5593(9) 0.029(3) Uiso 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 C1 0.0343(7) 0.0248(6) 0.0225(6) -0.0009(5) 0.0007(5) 0.0024(5) C2 0.0290(6) 0.0219(5) 0.0205(6) 0.0014(4) -0.0031(4) 0.0012(4) C3 0.0250(6) 0.0173(5) 0.0223(6) 0.0000(4) -0.0012(5) 0.0004(4) N1 0.0194(5) 0.0180(4) 0.0205(5) 0.0017(3) -0.0006(4) -0.0009(3) N2 0.0244(5) 0.0222(5) 0.0241(5) -0.0027(4) -0.0023(4) -0.0015(4) O1 0.0308(5) 0.0229(4) 0.0405(6) 0.0024(4) -0.0035(4) -0.0011(4) O2 0.0192(5) 0.0458(6) 0.0557(7) 0.0003(5) 0.0029(4) -0.0014(4) O3 0.0245(4) 0.0260(4) 0.0359(5) 0.0100(4) 0.0007(4) 0.0005(3) O4 0.0385(5) 0.0315(5) 0.0312(5) 0.0119(4) 0.0022(4) 0.0028(4) _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 C1 O1 1.4154(15) . ? C1 C2 1.5082(15) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N1 1.4884(15) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N1 1.4818(13) . ? C3 C3 1.517(2) 5_556 ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N1 H1N 0.923(14) . ? N1 H2N 0.918(15) . ? N2 O2 1.2263(13) . ? N2 O4 1.2459(13) . ? N2 O3 1.2623(12) . ? O1 H1O 0.791(17) . ? 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 O1 C1 C2 109.66(10) . . ? O1 C1 H1A 109.7 . . ? C2 C1 H1A 109.7 . . ? O1 C1 H1B 109.7 . . ? C2 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? N1 C2 C1 109.88(9) . . ? N1 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? N1 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? N1 C3 C3 109.49(11) . 5_556 ? N1 C3 H3A 109.8 . . ? C3 C3 H3A 109.8 5_556 . ? N1 C3 H3B 109.8 . . ? C3 C3 H3B 109.8 5_556 . ? H3A C3 H3B 108.2 . . ? C3 N1 C2 112.76(8) . . ? C3 N1 H1N 107.4(9) . . ? C2 N1 H1N 109.9(9) . . ? C3 N1 H2N 110.9(9) . . ? C2 N1 H2N 109.4(9) . . ? H1N N1 H2N 106.3(13) . . ? O2 N2 O4 121.79(10) . . ? O2 N2 O3 120.05(10) . . ? O4 N2 O3 118.15(9) . . ? C1 O1 H1O 104.5(12) . . ? 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 O1 C1 C2 N1 -59.71(13) . . . . ? C3 C3 N1 C2 -179.15(11) 5_556 . . . ? C1 C2 N1 C3 -176.88(10) . . . . ? 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 N1 H1N O3 0.923(14) 1.869(15) 2.7846(13) 171.2(13) 3_456 N1 H1N O4 0.923(14) 2.570(14) 3.1441(13) 120.8(11) 3_456 N1 H1N N2 0.923(14) 2.580(14) 3.3942(14) 147.5(11) 3_456 O1 H1O O4 0.791(17) 2.020(17) 2.7925(13) 165.4(16) 5_566 O1 H1O O2 0.791(17) 2.611(18) 3.2618(14) 140.7(14) 5_566 O1 H1O N2 0.791(17) 2.649(18) 3.4254(13) 167.4(15) 5_566 N1 H2N O3 0.918(15) 2.025(15) 2.8693(12) 152.1(12) . N1 H2N O2 0.918(15) 2.559(13) 3.0983(13) 118.0(10) 3_556 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.98 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.318 _refine_diff_density_min -0.211 _refine_diff_density_rms 0.042 # Attachment '8m_alv22_0a-Zn-Bheen-complex.cif' data_Zn_Bheen_complex _database_code_depnum_ccdc_archive 'CCDC 732062' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H32 N4 O4 Zn, 2(Cl)' _chemical_formula_sum 'C12 H32 Cl2 N4 O4 Zn' _chemical_formula_weight 432.69 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.3169(2) _cell_length_b 8.98000(10) _cell_length_c 14.3231(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.2260(10) _cell_angle_gamma 90.00 _cell_volume 1900.93(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8710 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 28.29 _exptl_crystal_description prismic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.512 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 1.596 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.6210 _exptl_absorpt_correction_T_max 0.7204 _exptl_absorpt_process_details ; Face indexed absorption corrections carried out using XPREP ; _exptl_special_details ; ? ; _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39686 _diffrn_reflns_av_R_equivalents 0.0422 _diffrn_reflns_av_sigmaI/netI 0.0206 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 28.00 _reflns_number_total 4588 _reflns_number_gt 4060 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _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^)+(0.0326P)^2^+0.0303P] 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 4588 _refine_ls_number_parameters 240 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0246 _refine_ls_R_factor_gt 0.0209 _refine_ls_wR_factor_ref 0.0542 _refine_ls_wR_factor_gt 0.0532 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.002 _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 C1 C 0.91514(8) 0.66830(15) 0.91086(9) 0.0253(3) Uani 1 1 d . . . H1A H 0.9360 0.7240 0.9723 0.030 Uiso 1 1 calc R . . H1B H 0.9676 0.6534 0.8836 0.030 Uiso 1 1 calc R . . C2 C 0.87753(9) 0.51991(15) 0.92955(9) 0.0241(3) Uani 1 1 d . . . H2A H 0.9222 0.4678 0.9819 0.029 Uiso 1 1 calc R . . H2B H 0.8219 0.5353 0.9511 0.029 Uiso 1 1 calc R . . C3 C 0.84489(9) 0.26815(14) 0.86481(10) 0.0269(3) Uani 1 1 d . . . H3A H 0.8053 0.2617 0.9093 0.032 Uiso 1 1 calc R . . H3B H 0.9045 0.2253 0.8981 0.032 Uiso 1 1 calc R . . C4 C 0.80383(9) 0.17992(14) 0.77446(10) 0.0296(3) Uani 1 1 d . . . H4A H 0.8471 0.1735 0.7340 0.036 Uiso 1 1 calc R . . H4B H 0.7900 0.0775 0.7919 0.036 Uiso 1 1 calc R . . C5 C 0.68069(11) 0.18593(15) 0.62398(10) 0.0332(3) Uani 1 1 d . . . H5A H 0.6731 0.0775 0.6316 0.040 Uiso 1 1 calc R . . H5B H 0.7220 0.2011 0.5820 0.040 Uiso 1 1 calc R . . C6 C 0.59084(10) 0.25593(16) 0.57863(10) 0.0349(3) Uani 1 1 d . . . H6A H 0.5632 0.2069 0.5159 0.042 Uiso 1 1 calc R . . H6B H 0.5501 0.2410 0.6212 0.042 Uiso 1 1 calc R . . C7 C 0.89507(9) 0.49427(14) 0.57516(10) 0.0256(3) Uani 1 1 d . . . H7A H 0.9170 0.4663 0.5184 0.031 Uiso 1 1 calc R . . H7B H 0.9388 0.5651 0.6152 0.031 Uiso 1 1 calc R . . C8 C 0.80356(9) 0.56575(14) 0.54226(9) 0.0230(3) Uani 1 1 d . . . H8A H 0.8058 0.6481 0.4970 0.028 Uiso 1 1 calc R . . H8B H 0.7590 0.4916 0.5074 0.028 Uiso 1 1 calc R . . C9 C 0.69418(8) 0.72238(14) 0.59464(9) 0.0226(3) Uani 1 1 d . . . H9A H 0.6469 0.6712 0.5444 0.027 Uiso 1 1 calc R . . H9B H 0.7111 0.8150 0.5662 0.027 Uiso 1 1 calc R . . C10 C 0.65758(8) 0.76026(13) 0.68029(9) 0.0216(3) Uani 1 1 d . . . H10A H 0.7014 0.8245 0.7259 0.026 Uiso 1 1 calc R . . H10B H 0.6002 0.8162 0.6577 0.026 Uiso 1 1 calc R . . C11 C 0.62346(8) 0.66045(14) 0.82440(9) 0.0219(2) Uani 1 1 d . . . H11A H 0.5759 0.7379 0.8143 0.026 Uiso 1 1 calc R . . H11B H 0.6791 0.7013 0.8688 0.026 Uiso 1 1 calc R . . C12 C 0.59329(9) 0.52497(14) 0.86948(10) 0.0236(3) Uani 1 1 d . . . H12A H 0.5777 0.5532 0.9300 0.028 Uiso 1 1 calc R . . H12B H 0.5388 0.4816 0.8245 0.028 Uiso 1 1 calc R . . N1 N 0.85641(7) 0.42673(11) 0.84104(7) 0.0206(2) Uani 1 1 d . . . N2 N 0.71965(8) 0.25476(11) 0.71973(8) 0.0223(2) Uani 1 1 d . . . N3 N 0.77459(7) 0.62447(11) 0.62630(7) 0.0179(2) Uani 1 1 d . . . N4 N 0.64148(7) 0.62299(11) 0.73056(7) 0.0180(2) Uani 1 1 d . . . O1 O 0.84679(6) 0.75087(11) 0.84460(7) 0.0279(2) Uani 1 1 d . . . O2 O 0.60020(8) 0.41071(12) 0.56343(8) 0.0360(2) Uani 1 1 d . . . O3 O 0.88808(8) 0.36530(11) 0.63025(8) 0.0350(2) Uani 1 1 d . . . O4 O 0.66453(6) 0.41885(11) 0.88990(7) 0.0263(2) Uani 1 1 d . . . Zn1 Zn 0.746539(9) 0.479594(15) 0.727098(10) 0.01808(5) Uani 1 1 d . . . Cl1 Cl 0.93883(2) 0.87917(4) 0.69505(2) 0.02963(8) Uani 1 1 d . . . Cl2 Cl 0.58818(2) 0.10114(4) 0.84546(2) 0.02760(8) Uani 1 1 d . . . H1N H 0.9040(10) 0.4308(15) 0.8180(10) 0.023(4) Uiso 1 1 d . . . H2N H 0.6821(9) 0.2411(15) 0.7510(10) 0.021(4) Uiso 1 1 d . . . H3N H 0.8192(9) 0.6812(15) 0.6572(10) 0.018(3) Uiso 1 1 d . . . H4N H 0.5952(10) 0.5812(14) 0.6953(10) 0.016(3) Uiso 1 1 d . . . H1O H 0.8679(11) 0.7960(18) 0.8106(12) 0.038(5) Uiso 1 1 d . . . H2O H 0.5951(12) 0.4191(19) 0.5110(13) 0.040(5) Uiso 1 1 d . . . H3O H 0.9348(14) 0.356(2) 0.6684(14) 0.057(6) Uiso 1 1 d . . . H4O H 0.6421(11) 0.3410(19) 0.8841(12) 0.037(5) Uiso 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 C1 0.0180(6) 0.0334(7) 0.0226(6) -0.0027(5) 0.0020(5) 0.0000(5) C2 0.0175(6) 0.0365(7) 0.0173(6) 0.0023(5) 0.0029(5) 0.0009(5) C3 0.0239(7) 0.0254(6) 0.0318(7) 0.0124(5) 0.0078(6) 0.0073(5) C4 0.0344(7) 0.0174(6) 0.0414(8) 0.0049(5) 0.0175(6) 0.0053(5) C5 0.0524(9) 0.0228(7) 0.0272(7) -0.0091(5) 0.0154(7) -0.0102(6) C6 0.0367(8) 0.0467(9) 0.0242(7) -0.0098(6) 0.0130(6) -0.0218(7) C7 0.0253(7) 0.0293(7) 0.0260(7) -0.0042(5) 0.0136(6) -0.0040(5) C8 0.0254(6) 0.0299(6) 0.0159(6) 0.0001(5) 0.0092(5) -0.0031(5) C9 0.0232(6) 0.0235(6) 0.0208(6) 0.0074(5) 0.0054(5) 0.0029(5) C10 0.0214(6) 0.0183(6) 0.0261(6) 0.0049(5) 0.0077(5) 0.0044(4) C11 0.0213(6) 0.0238(6) 0.0231(6) -0.0021(5) 0.0103(5) 0.0024(5) C12 0.0201(6) 0.0291(6) 0.0239(6) 0.0028(5) 0.0100(5) 0.0028(5) N1 0.0183(5) 0.0234(5) 0.0220(5) 0.0036(4) 0.0086(4) 0.0020(4) N2 0.0271(6) 0.0210(5) 0.0224(5) -0.0022(4) 0.0129(5) -0.0023(4) N3 0.0172(5) 0.0211(5) 0.0156(5) -0.0004(4) 0.0044(4) -0.0006(4) N4 0.0167(5) 0.0197(5) 0.0175(5) -0.0001(4) 0.0043(4) -0.0015(4) O1 0.0224(5) 0.0368(5) 0.0246(5) 0.0040(4) 0.0064(4) 0.0038(4) O2 0.0452(6) 0.0380(6) 0.0240(5) -0.0085(5) 0.0077(5) -0.0014(5) O3 0.0318(6) 0.0311(5) 0.0419(6) 0.0067(4) 0.0092(5) 0.0018(4) O4 0.0217(5) 0.0250(5) 0.0331(5) 0.0039(4) 0.0087(4) 0.0027(4) Zn1 0.02166(8) 0.01596(7) 0.01711(8) 0.00181(5) 0.00597(6) 0.00300(5) Cl1 0.02483(16) 0.03236(17) 0.03338(18) -0.00188(13) 0.01064(14) -0.00687(12) Cl2 0.02567(16) 0.03215(17) 0.02499(16) 0.00164(12) 0.00669(13) -0.00482(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 C1 O1 1.4229(15) . ? C1 C2 1.5034(18) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N1 1.4821(16) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N1 1.4855(15) . ? C3 C4 1.5069(19) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N2 1.4824(17) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 N2 1.4796(16) . ? C5 C6 1.497(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 O2 1.4200(18) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 O3 1.4212(16) . ? C7 C8 1.5006(18) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N3 1.4847(15) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N3 1.4840(15) . ? C9 C10 1.5153(17) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N4 1.4805(14) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 N4 1.4802(15) . ? C11 C12 1.5058(17) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O4 1.4201(15) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? N1 Zn1 2.0684(11) . ? N1 H1N 0.877(15) . ? N2 Zn1 2.0578(10) . ? N2 H2N 0.826(14) . ? N3 Zn1 2.0706(10) . ? N3 H3N 0.874(14) . ? N4 Zn1 2.0717(10) . ? N4 H4N 0.843(14) . ? O1 H1O 0.768(17) . ? O2 H2O 0.739(17) . ? O3 H3O 0.78(2) . ? O4 H4O 0.774(17) . ? 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 O1 C1 C2 109.36(10) . . ? O1 C1 H1A 109.8 . . ? C2 C1 H1A 109.8 . . ? O1 C1 H1B 109.8 . . ? C2 C1 H1B 109.8 . . ? H1A C1 H1B 108.3 . . ? N1 C2 C1 110.84(10) . . ? N1 C2 H2A 109.5 . . ? C1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? N1 C3 C4 110.80(10) . . ? N1 C3 H3A 109.5 . . ? C4 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 108.1 . . ? N2 C4 C3 108.95(10) . . ? N2 C4 H4A 109.9 . . ? C3 C4 H4A 109.9 . . ? N2 C4 H4B 109.9 . . ? C3 C4 H4B 109.9 . . ? H4A C4 H4B 108.3 . . ? N2 C5 C6 109.13(11) . . ? N2 C5 H5A 109.9 . . ? C6 C5 H5A 109.9 . . ? N2 C5 H5B 109.9 . . ? C6 C5 H5B 109.9 . . ? H5A C5 H5B 108.3 . . ? O2 C6 C5 111.05(11) . . ? O2 C6 H6A 109.4 . . ? C5 C6 H6A 109.4 . . ? O2 C6 H6B 109.4 . . ? C5 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? O3 C7 C8 108.82(11) . . ? O3 C7 H7A 109.9 . . ? C8 C7 H7A 109.9 . . ? O3 C7 H7B 109.9 . . ? C8 C7 H7B 109.9 . . ? H7A C7 H7B 108.3 . . ? N3 C8 C7 110.53(10) . . ? N3 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? N3 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? N3 C9 C10 109.84(10) . . ? N3 C9 H9A 109.7 . . ? C10 C9 H9A 109.7 . . ? N3 C9 H9B 109.7 . . ? C10 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? N4 C10 C9 110.56(9) . . ? N4 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 . . ? N4 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? N4 C11 C12 110.93(10) . . ? N4 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N4 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.0 . . ? O4 C12 C11 108.94(10) . . ? O4 C12 H12A 109.9 . . ? C11 C12 H12A 109.9 . . ? O4 C12 H12B 109.9 . . ? C11 C12 H12B 109.9 . . ? H12A C12 H12B 108.3 . . ? C2 N1 C3 110.94(10) . . ? C2 N1 Zn1 119.66(8) . . ? C3 N1 Zn1 106.25(8) . . ? C2 N1 H1N 106.4(10) . . ? C3 N1 H1N 106.6(9) . . ? Zn1 N1 H1N 106.2(10) . . ? C5 N2 C4 112.57(11) . . ? C5 N2 Zn1 118.95(8) . . ? C4 N2 Zn1 106.45(8) . . ? C5 N2 H2N 105.8(10) . . ? C4 N2 H2N 106.2(10) . . ? Zn1 N2 H2N 106.0(10) . . ? C9 N3 C8 111.31(9) . . ? C9 N3 Zn1 106.13(7) . . ? C8 N3 Zn1 120.21(8) . . ? C9 N3 H3N 106.6(9) . . ? C8 N3 H3N 104.9(9) . . ? Zn1 N3 H3N 106.9(9) . . ? C11 N4 C10 110.31(9) . . ? C11 N4 Zn1 119.62(8) . . ? C10 N4 Zn1 106.04(7) . . ? C11 N4 H4N 108.5(9) . . ? C10 N4 H4N 107.5(9) . . ? Zn1 N4 H4N 104.2(9) . . ? C1 O1 H1O 109.8(13) . . ? C6 O2 H2O 105.5(14) . . ? C7 O3 H3O 106.5(15) . . ? C12 O4 H4O 106.8(12) . . ? N2 Zn1 N1 85.74(4) . . ? N2 Zn1 N3 131.00(4) . . ? N1 Zn1 N3 114.80(4) . . ? N2 Zn1 N4 117.70(4) . . ? N1 Zn1 N4 126.86(4) . . ? N3 Zn1 N4 86.03(4) . . ? 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 O1 C1 C2 N1 66.51(13) . . . . ? N1 C3 C4 N2 -53.01(14) . . . . ? N2 C5 C6 O2 61.78(14) . . . . ? O3 C7 C8 N3 66.32(13) . . . . ? N3 C9 C10 N4 -52.98(13) . . . . ? N4 C11 C12 O4 63.22(13) . . . . ? C1 C2 N1 C3 163.64(10) . . . . ? C1 C2 N1 Zn1 -72.10(12) . . . . ? C4 C3 N1 C2 167.59(10) . . . . ? C4 C3 N1 Zn1 36.01(12) . . . . ? C6 C5 N2 C4 173.43(11) . . . . ? C6 C5 N2 Zn1 -61.10(13) . . . . ? C3 C4 N2 C5 173.00(10) . . . . ? C3 C4 N2 Zn1 41.00(11) . . . . ? C10 C9 N3 C8 171.03(10) . . . . ? C10 C9 N3 Zn1 38.58(11) . . . . ? C7 C8 N3 C9 168.12(10) . . . . ? C7 C8 N3 Zn1 -66.99(12) . . . . ? C12 C11 N4 C10 171.50(10) . . . . ? C12 C11 N4 Zn1 -65.19(12) . . . . ? C9 C10 N4 C11 168.73(10) . . . . ? C9 C10 N4 Zn1 37.83(11) . . . . ? C5 N2 Zn1 N1 -145.36(10) . . . . ? C4 N2 Zn1 N1 -17.00(8) . . . . ? C5 N2 Zn1 N3 -25.85(12) . . . . ? C4 N2 Zn1 N3 102.51(8) . . . . ? C5 N2 Zn1 N4 84.82(10) . . . . ? C4 N2 Zn1 N4 -146.82(7) . . . . ? C2 N1 Zn1 N2 -136.67(9) . . . . ? C3 N1 Zn1 N2 -10.19(8) . . . . ? C2 N1 Zn1 N3 89.67(9) . . . . ? C3 N1 Zn1 N3 -143.85(7) . . . . ? C2 N1 Zn1 N4 -14.88(11) . . . . ? C3 N1 Zn1 N4 111.60(8) . . . . ? C9 N3 Zn1 N2 109.71(8) . . . . ? C8 N3 Zn1 N2 -17.59(11) . . . . ? C9 N3 Zn1 N1 -143.23(7) . . . . ? C8 N3 Zn1 N1 89.47(9) . . . . ? C9 N3 Zn1 N4 -14.15(8) . . . . ? C8 N3 Zn1 N4 -141.45(9) . . . . ? C11 N4 Zn1 N2 86.81(9) . . . . ? C10 N4 Zn1 N2 -147.82(7) . . . . ? C11 N4 Zn1 N1 -19.97(10) . . . . ? C10 N4 Zn1 N1 105.39(8) . . . . ? C11 N4 Zn1 N3 -138.24(9) . . . . ? C10 N4 Zn1 N3 -12.87(8) . . . . ? 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 N4 H4N O2 0.843(14) 2.448(13) 2.9948(14) 123.3(11) . O1 H1O Cl1 0.768(17) 2.328(17) 3.0805(10) 166.9(17) . O2 H2O Cl2 0.739(17) 2.352(18) 3.0807(12) 169.2(18) 4_565 O3 H3O Cl1 0.78(2) 2.37(2) 3.1338(13) 165.0(19) 2_746 O4 H4O Cl2 0.774(17) 2.321(17) 3.0857(10) 169.8(16) . _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.285 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.062 # Attachment '8m_alv4_0a-Cd-Bheen-complex.cif' data_Cd_Bheen_complex _database_code_depnum_ccdc_archive 'CCDC 732063' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H32 Cd2 Cl4 N4 O4' _chemical_formula_sum 'C12 H32 Cd2 Cl4 N4 O4' _chemical_formula_weight 663.02 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 11.0918(3) _cell_length_b 12.4205(3) _cell_length_c 15.9911(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2203.03(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9577 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 28.29 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.999 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 2.440 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.6355 _exptl_absorpt_correction_T_max 0.8684 _exptl_absorpt_process_details ; Face indexed absorption corrections carried out using XPREP ; _exptl_special_details ; ? ; _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25373 _diffrn_reflns_av_R_equivalents 0.0626 _diffrn_reflns_av_sigmaI/netI 0.0286 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 27.99 _reflns_number_total 2659 _reflns_number_gt 2172 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _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^)+(0.0287P)^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 2659 _refine_ls_number_parameters 130 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0301 _refine_ls_R_factor_gt 0.0222 _refine_ls_wR_factor_ref 0.0515 _refine_ls_wR_factor_gt 0.0492 _refine_ls_goodness_of_fit_ref 0.954 _refine_ls_restrained_S_all 0.954 _refine_ls_shift/su_max 0.002 _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 C1 C 0.86335(19) 0.25917(18) -0.12044(14) 0.0221(5) Uani 1 1 d . . . H1A H 0.8792 0.2672 -0.1810 0.026 Uiso 1 1 calc R . . H1B H 0.8498 0.3318 -0.0968 0.026 Uiso 1 1 calc R . . C2 C 0.75142(19) 0.19166(19) -0.10806(13) 0.0200(5) Uani 1 1 d . . . H2A H 0.6813 0.2277 -0.1341 0.024 Uiso 1 1 calc R . . H2B H 0.7621 0.1206 -0.1351 0.024 Uiso 1 1 calc R . . C3 C 0.63918(17) 0.09570(18) 0.00444(13) 0.0190(5) Uani 1 1 d . . . H3A H 0.6549 0.0282 -0.0267 0.023 Uiso 1 1 calc R . . H3B H 0.5577 0.1217 -0.0108 0.023 Uiso 1 1 calc R . . C4 C 0.64487(17) 0.07431(19) 0.09737(14) 0.0207(5) Uani 1 1 d . . . H4A H 0.6302 0.1423 0.1280 0.025 Uiso 1 1 calc R . . H4B H 0.5805 0.0228 0.1129 0.025 Uiso 1 1 calc R . . C5 C 0.77486(17) 0.02716(19) 0.21452(13) 0.0203(5) Uani 1 1 d . . . H5A H 0.7149 -0.0238 0.2377 0.024 Uiso 1 1 calc R . . H5B H 0.7568 0.0995 0.2372 0.024 Uiso 1 1 calc R . . C6 C 0.89888(17) -0.0063(2) 0.24218(14) 0.0228(5) Uani 1 1 d . . . H6A H 0.9594 0.0439 0.2188 0.027 Uiso 1 1 calc R . . H6B H 0.9041 -0.0030 0.3039 0.027 Uiso 1 1 calc R . . N1 N 0.73004(15) 0.17749(16) -0.01825(11) 0.0168(4) Uani 1 1 d . . . N2 N 0.76331(14) 0.02976(15) 0.12264(11) 0.0158(4) Uani 1 1 d . . . O1 O 0.96645(13) 0.21140(13) -0.08098(10) 0.0205(3) Uani 1 1 d . . . O2 O 0.92435(14) -0.11335(15) 0.21458(11) 0.0281(4) Uani 1 1 d . . . Cd1 Cd 0.907047(12) 0.127207(13) 0.047900(9) 0.01611(6) Uani 1 1 d . . . Cl1 Cl 1.11724(4) 0.06173(5) 0.06107(3) 0.02085(12) Uani 1 1 d . . . Cl2 Cl 0.90580(4) 0.29116(5) 0.14372(4) 0.02318(12) Uani 1 1 d . . . H1N H 0.709(2) 0.234(2) -0.0016(17) 0.035 Uiso 1 1 d . . . H2N H 0.768(2) -0.031(2) 0.1059(16) 0.035 Uiso 1 1 d . . . H1O H 0.999(2) 0.175(2) -0.1128(17) 0.035 Uiso 1 1 d . . . H2O H 0.962(2) -0.144(2) 0.2464(17) 0.035 Uiso 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 C1 0.0277(11) 0.0160(12) 0.0225(12) 0.0039(9) 0.0014(9) 0.0049(10) C2 0.0226(10) 0.0189(13) 0.0183(11) -0.0009(9) -0.0045(8) 0.0046(9) C3 0.0147(9) 0.0190(12) 0.0234(12) -0.0014(9) -0.0049(8) 0.0018(9) C4 0.0134(9) 0.0229(13) 0.0259(12) 0.0020(10) -0.0001(8) 0.0020(9) C5 0.0200(10) 0.0229(13) 0.0179(11) 0.0003(9) 0.0009(8) 0.0006(9) C6 0.0218(11) 0.0275(14) 0.0190(12) 0.0018(10) -0.0015(8) -0.0001(10) N1 0.0185(8) 0.0145(10) 0.0174(9) -0.0015(8) -0.0016(7) 0.0011(8) N2 0.0140(8) 0.0151(10) 0.0183(9) -0.0009(8) 0.0008(6) 0.0022(7) O1 0.0220(8) 0.0189(9) 0.0205(8) 0.0001(7) 0.0009(6) 0.0026(6) O2 0.0295(9) 0.0325(11) 0.0224(9) 0.0023(8) -0.0033(7) 0.0109(8) Cd1 0.01303(9) 0.01819(10) 0.01712(10) 0.00058(6) -0.00053(5) -0.00033(6) Cl1 0.0146(2) 0.0193(3) 0.0286(3) -0.0042(2) -0.00219(19) 0.0017(2) Cl2 0.0251(3) 0.0213(3) 0.0232(3) -0.0057(2) -0.0001(2) -0.0019(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 C1 O1 1.434(3) . ? C1 C2 1.511(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N1 1.466(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N1 1.476(3) . ? C3 C4 1.511(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N2 1.482(2) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 N2 1.475(3) . ? C5 C6 1.504(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 O2 1.429(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? N1 Cd1 2.3159(17) . ? N1 H1N 0.79(3) . ? N2 Cd1 2.3313(17) . ? N2 H2N 0.80(3) . ? O1 Cd1 2.4031(15) . ? O1 H1O 0.77(3) . ? O2 H2O 0.76(3) . ? Cd1 Cl1 2.4781(5) . ? Cd1 Cl2 2.5485(6) . ? Cd1 Cl1 2.9353(6) 5_755 ? Cl1 Cd1 2.9353(6) 5_755 ? 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 O1 C1 C2 111.58(18) . . ? O1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? O1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 108.0 . . ? N1 C2 C1 109.14(17) . . ? N1 C2 H2A 109.9 . . ? C1 C2 H2A 109.9 . . ? N1 C2 H2B 109.9 . . ? C1 C2 H2B 109.9 . . ? H2A C2 H2B 108.3 . . ? N1 C3 C4 109.52(16) . . ? N1 C3 H3A 109.8 . . ? C4 C3 H3A 109.8 . . ? N1 C3 H3B 109.8 . . ? C4 C3 H3B 109.8 . . ? H3A C3 H3B 108.2 . . ? N2 C4 C3 111.77(16) . . ? N2 C4 H4A 109.3 . . ? C3 C4 H4A 109.3 . . ? N2 C4 H4B 109.3 . . ? C3 C4 H4B 109.3 . . ? H4A C4 H4B 107.9 . . ? N2 C5 C6 112.24(16) . . ? N2 C5 H5A 109.2 . . ? C6 C5 H5A 109.2 . . ? N2 C5 H5B 109.2 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? O2 C6 C5 110.31(18) . . ? O2 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? O2 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? C2 N1 C3 115.70(17) . . ? C2 N1 Cd1 110.04(12) . . ? C3 N1 Cd1 106.32(12) . . ? C2 N1 H1N 106(2) . . ? C3 N1 H1N 109(2) . . ? Cd1 N1 H1N 110(2) . . ? C5 N2 C4 110.90(15) . . ? C5 N2 Cd1 117.55(13) . . ? C4 N2 Cd1 105.82(13) . . ? C5 N2 H2N 108.0(19) . . ? C4 N2 H2N 108.2(18) . . ? Cd1 N2 H2N 105.9(18) . . ? C1 O1 Cd1 109.80(12) . . ? C1 O1 H1O 109(2) . . ? Cd1 O1 H1O 116(2) . . ? C6 O2 H2O 111(2) . . ? N1 Cd1 N2 78.14(6) . . ? N1 Cd1 O1 73.94(6) . . ? N2 Cd1 O1 148.54(5) . . ? N1 Cd1 Cl1 157.65(5) . . ? N2 Cd1 Cl1 115.43(5) . . ? O1 Cd1 Cl1 87.58(4) . . ? N1 Cd1 Cl2 93.12(5) . . ? N2 Cd1 Cl2 95.91(5) . . ? O1 Cd1 Cl2 99.75(4) . . ? Cl1 Cd1 Cl2 102.490(17) . . ? N1 Cd1 Cl1 82.34(5) . 5_755 ? N2 Cd1 Cl1 80.01(5) . 5_755 ? O1 Cd1 Cl1 82.18(4) . 5_755 ? Cl1 Cd1 Cl1 82.785(17) . 5_755 ? Cl2 Cd1 Cl1 174.411(15) . 5_755 ? Cd1 Cl1 Cd1 97.215(17) . 5_755 ? 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 O1 C1 C2 N1 57.5(2) . . . . ? N1 C3 C4 N2 -62.4(2) . . . . ? N2 C5 C6 O2 -62.5(2) . . . . ? C1 C2 N1 C3 -168.02(18) . . . . ? C1 C2 N1 Cd1 -47.5(2) . . . . ? C4 C3 N1 C2 168.70(17) . . . . ? C4 C3 N1 Cd1 46.22(18) . . . . ? C6 C5 N2 C4 -173.79(18) . . . . ? C6 C5 N2 Cd1 -51.9(2) . . . . ? C3 C4 N2 C5 170.14(18) . . . . ? C3 C4 N2 Cd1 41.6(2) . . . . ? C2 C1 O1 Cd1 -36.5(2) . . . . ? C2 N1 Cd1 N2 -144.18(15) . . . . ? C3 N1 Cd1 N2 -18.18(13) . . . . ? C2 N1 Cd1 O1 21.18(14) . . . . ? C3 N1 Cd1 O1 147.18(14) . . . . ? C2 N1 Cd1 Cl1 -14.2(2) . . . . ? C3 N1 Cd1 Cl1 111.83(15) . . . . ? C2 N1 Cd1 Cl2 120.44(14) . . . . ? C3 N1 Cd1 Cl2 -113.56(13) . . . . ? C2 N1 Cd1 Cl1 -62.84(14) . . . 5_755 ? C3 N1 Cd1 Cl1 63.16(13) . . . 5_755 ? C5 N2 Cd1 N1 -136.52(16) . . . . ? C4 N2 Cd1 N1 -12.04(13) . . . . ? C5 N2 Cd1 O1 -164.25(13) . . . . ? C4 N2 Cd1 O1 -39.78(19) . . . . ? C5 N2 Cd1 Cl1 62.30(15) . . . . ? C4 N2 Cd1 Cl1 -173.22(12) . . . . ? C5 N2 Cd1 Cl2 -44.55(14) . . . . ? C4 N2 Cd1 Cl2 79.93(13) . . . . ? C5 N2 Cd1 Cl1 139.30(15) . . . 5_755 ? C4 N2 Cd1 Cl1 -96.22(13) . . . 5_755 ? C1 O1 Cd1 N1 8.38(13) . . . . ? C1 O1 Cd1 N2 36.67(19) . . . . ? C1 O1 Cd1 Cl1 175.66(13) . . . . ? C1 O1 Cd1 Cl2 -82.08(13) . . . . ? C1 O1 Cd1 Cl1 92.61(13) . . . 5_755 ? N1 Cd1 Cl1 Cd1 -48.61(13) . . . 5_755 ? N2 Cd1 Cl1 Cd1 75.30(5) . . . 5_755 ? O1 Cd1 Cl1 Cd1 -82.42(4) . . . 5_755 ? Cl2 Cd1 Cl1 Cd1 178.125(17) . . . 5_755 ? Cl1 Cd1 Cl1 Cd1 0.0 5_755 . . 5_755 ? 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 N1 H1N Cl1 0.79(3) 2.89(3) 3.539(2) 141(2) 4_455 N2 H2N Cl1 0.80(3) 2.98(2) 3.4171(18) 117(2) 5_755 O1 H1O O2 0.77(3) 1.99(3) 2.741(2) 165(3) 5_755 O2 H2O Cl2 0.76(3) 2.43(3) 3.1766(17) 169(3) 3_745 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.205 _refine_diff_density_min -0.412 _refine_diff_density_rms 0.100