# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Xu Li' _publ_contact_author_email XLI@FJIRSM.AC.CN _publ_section_title ; Helix-based Supramolecular Isomerism of Metal-Organic Framework ; loop_ _publ_author_name 'Xu Li' 'Rui-Li Sang.' # Attachment '4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 703997' #TrackingRef '4.cif' #======================================================================= #========================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H33 Cd2 Cl N8 O16' _chemical_formula_weight 949.83 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' Cl Cl 0.1484 0.1585 '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 Tetragonal _symmetry_space_group_name_H-M P42(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y+1/2, x+1/2, z' 'y+1/2, -x+1/2, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' 'y, x, -z' '-y, -x, -z' _cell_length_a 17.124(3) _cell_length_b 17.124(3) _cell_length_c 5.3921(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1581.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4566 _cell_measurement_theta_min 2.3787 _cell_measurement_theta_max 27.4797 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.2200 _exptl_crystal_size_mid 0.1100 _exptl_crystal_size_min 0.1000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.995 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 948 _exptl_absorpt_coefficient_mu 1.519 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9023 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 8384 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0185 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 27.48 _reflns_number_total 1810 _reflns_number_gt 1683 _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^)+(0.0564P)^2^+0.7941P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 1810 _refine_ls_number_parameters 120 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0891 _refine_ls_wR_factor_gt 0.0871 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.103 _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 0.384703(13) 0.384703(13) 0.0000 0.02975(13) Uani 1 2 d S . . O3 O 0.4152(2) 0.4927(2) 0.2682(6) 0.0496(8) Uani 1 1 d . . . H3C H 0.4598 0.5174 0.2326 0.060 Uiso 1 1 d . . . H3D H 0.4101 0.4837 0.4225 0.060 Uiso 1 1 d . . . N1 N 0.27801(19) 0.36691(17) 0.2552(6) 0.0322(7) Uani 1 1 d . . . N2 N 0.19234(16) 0.33264(18) 0.5386(6) 0.0360(8) Uani 1 1 d . . . C1 C 0.2645(2) 0.32068(19) 0.4484(7) 0.0304(9) Uani 1 1 d . . . C2 C 0.2104(2) 0.4104(3) 0.2271(9) 0.0399(9) Uani 1 1 d . . . H2 H 0.2025 0.4482 0.1058 0.048 Uiso 1 1 calc R . . C3 C 0.1581(2) 0.3901(2) 0.3995(9) 0.0412(9) Uani 1 1 d . . . H3 H 0.1084 0.4110 0.4208 0.049 Uiso 1 1 calc R . . C4 C 0.1541(2) 0.2884(3) 0.7377(8) 0.0415(9) Uani 1 1 d . . . H4A H 0.1385 0.3235 0.8699 0.050 Uiso 1 1 calc R . . H4B H 0.1901 0.2503 0.8057 0.050 Uiso 1 1 calc R . . C5 C 0.0829(3) 0.2475(3) 0.6320(9) 0.0570(14) Uani 1 1 d . . . H5A H 0.0475 0.2865 0.5658 0.068 Uiso 1 1 calc R . . H5B H 0.0993 0.2144 0.4956 0.068 Uiso 1 1 calc R . . C6 C 0.0400(3) 0.1987(3) 0.8174(9) 0.0424(9) Uani 1 1 d . . . O1 O -0.02350(18) 0.1696(2) 0.7491(6) 0.0543(9) Uani 1 1 d . . . O2 O 0.0701(2) 0.1904(2) 1.0287(8) 0.0690(10) Uani 1 1 d . . . H2A H 0.0419 0.1628 1.1145 0.104 Uiso 0.25 1 calc PR . . Cl1 Cl 1.0000 0.5000 0.9375(4) 0.0502(5) Uani 1 4 d S . . O4 O 1.0000 0.5000 1.1992(18) 0.091(3) Uani 1 4 d S . . O5 O 1.0096(10) 0.4240(6) 0.8573(14) 0.161(4) Uani 0.75 1 d P . . 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 0.03022(15) 0.03022(15) 0.0288(2) 0.00114(14) -0.00114(14) 0.00216(10) O3 0.0596(19) 0.0471(17) 0.0421(16) 0.0093(15) -0.0131(15) -0.0171(15) N1 0.0285(15) 0.0288(15) 0.0393(17) 0.0016(13) 0.0009(14) -0.0009(11) N2 0.0239(12) 0.0377(15) 0.046(2) -0.0073(16) 0.0014(14) -0.0060(10) C1 0.0253(14) 0.0260(15) 0.040(3) -0.0039(14) 0.0010(14) -0.0057(12) C2 0.0328(18) 0.0370(19) 0.050(2) 0.0011(19) -0.0054(18) 0.0059(15) C3 0.0266(16) 0.042(2) 0.055(2) -0.0070(18) -0.0022(17) 0.0033(15) C4 0.0314(18) 0.056(2) 0.037(2) -0.0028(18) 0.0081(18) -0.0099(18) C5 0.051(3) 0.076(4) 0.044(3) 0.004(2) 0.000(2) -0.032(3) C6 0.041(2) 0.049(2) 0.038(2) -0.0066(19) 0.0048(19) -0.0077(18) O1 0.0389(16) 0.082(2) 0.0424(16) 0.0077(17) 0.0009(14) -0.0309(16) O2 0.066(2) 0.085(2) 0.056(2) 0.015(2) -0.015(2) -0.0276(19) Cl1 0.0522(7) 0.0522(7) 0.0462(13) 0.000 0.000 0.000 O4 0.104(4) 0.104(4) 0.065(5) 0.000 0.000 0.000 O5 0.259(11) 0.102(6) 0.121(6) -0.042(5) 0.022(9) 0.029(9) _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 O1 2.273(3) 6_556 ? Cd1 O1 2.273(3) 3_554 ? Cd1 N1 2.307(3) 7 ? Cd1 N1 2.307(3) . ? Cd1 O3 2.404(3) . ? Cd1 O3 2.404(3) 7 ? O3 H3C 0.8937 . ? O3 H3D 0.8501 . ? N1 C1 1.329(5) . ? N1 C2 1.384(5) . ? N2 C1 1.344(4) . ? N2 C3 1.369(6) . ? N2 C4 1.467(5) . ? C1 C1 1.469(7) 7_556 ? C2 C3 1.336(6) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C5 1.517(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.497(6) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 O1 1.251(5) . ? C6 O2 1.259(6) . ? O1 Cd1 2.273(3) 4_456 ? O2 H2A 0.8200 . ? Cl1 O5 1.381(9) 4_565 ? Cl1 O5 1.381(9) . ? Cl1 O5 1.381(9) 3_645 ? Cl1 O5 1.381(9) 2_765 ? Cl1 O4 1.411(10) . ? 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 Cd1 O1 157.0(2) 6_556 3_554 ? O1 Cd1 N1 97.01(12) 6_556 7 ? O1 Cd1 N1 97.97(12) 3_554 7 ? O1 Cd1 N1 97.97(12) 6_556 . ? O1 Cd1 N1 97.01(12) 3_554 . ? N1 Cd1 N1 98.42(16) 7 . ? O1 Cd1 O3 78.85(13) 6_556 . ? O1 Cd1 O3 85.13(12) 3_554 . ? N1 Cd1 O3 174.94(11) 7 . ? N1 Cd1 O3 85.11(13) . . ? O1 Cd1 O3 85.13(12) 6_556 7 ? O1 Cd1 O3 78.85(13) 3_554 7 ? N1 Cd1 O3 85.11(13) 7 7 ? N1 Cd1 O3 174.94(11) . 7 ? O3 Cd1 O3 91.60(16) . 7 ? Cd1 O3 H3C 114.8 . . ? Cd1 O3 H3D 115.3 . . ? H3C O3 H3D 112.4 . . ? C1 N1 C2 105.1(3) . . ? C1 N1 Cd1 133.1(2) . . ? C2 N1 Cd1 121.7(3) . . ? C1 N2 C3 107.7(3) . . ? C1 N2 C4 126.6(3) . . ? C3 N2 C4 125.5(3) . . ? N1 C1 N2 110.7(3) . . ? N1 C1 C1 125.0(3) . 7_556 ? N2 C1 C1 124.3(3) . 7_556 ? C3 C2 N1 110.2(4) . . ? C3 C2 H2 124.9 . . ? N1 C2 H2 124.9 . . ? C2 C3 N2 106.3(4) . . ? C2 C3 H3 126.8 . . ? N2 C3 H3 126.8 . . ? N2 C4 C5 108.8(3) . . ? N2 C4 H4A 109.9 . . ? C5 C4 H4A 109.9 . . ? N2 C4 H4B 109.9 . . ? C5 C4 H4B 109.9 . . ? H4A C4 H4B 108.3 . . ? C6 C5 C4 113.7(4) . . ? C6 C5 H5A 108.8 . . ? C4 C5 H5A 108.8 . . ? C6 C5 H5B 108.8 . . ? C4 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? O1 C6 O2 125.3(4) . . ? O1 C6 C5 116.9(4) . . ? O2 C6 C5 117.8(4) . . ? C6 O1 Cd1 126.0(3) . 4_456 ? C6 O2 H2A 109.5 . . ? O5 Cl1 O5 84.4(2) 4_565 . ? O5 Cl1 O5 143.5(7) 4_565 3_645 ? O5 Cl1 O5 84.4(2) . 3_645 ? O5 Cl1 O5 84.4(2) 4_565 2_765 ? O5 Cl1 O5 143.5(7) . 2_765 ? O5 Cl1 O5 84.4(2) 3_645 2_765 ? O5 Cl1 O4 108.3(4) 4_565 . ? O5 Cl1 O4 108.3(4) . . ? O5 Cl1 O4 108.3(4) 3_645 . ? O5 Cl1 O4 108.3(4) 2_765 . ? 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 Cd1 N1 C1 -18.5(4) 6_556 . . . ? O1 Cd1 N1 C1 179.0(3) 3_554 . . . ? N1 Cd1 N1 C1 79.8(3) 7 . . . ? O3 Cd1 N1 C1 -96.5(4) . . . . ? O3 Cd1 N1 C1 -146.1(11) 7 . . . ? O1 Cd1 N1 C2 159.8(3) 6_556 . . . ? O1 Cd1 N1 C2 -2.7(3) 3_554 . . . ? N1 Cd1 N1 C2 -101.9(3) 7 . . . ? O3 Cd1 N1 C2 81.8(3) . . . . ? O3 Cd1 N1 C2 32.2(14) 7 . . . ? C2 N1 C1 N2 0.7(4) . . . . ? Cd1 N1 C1 N2 179.2(2) . . . . ? C2 N1 C1 C1 -178.9(3) . . . 7_556 ? Cd1 N1 C1 C1 -0.4(6) . . . 7_556 ? C3 N2 C1 N1 -1.0(4) . . . . ? C4 N2 C1 N1 174.7(3) . . . . ? C3 N2 C1 C1 178.6(3) . . . 7_556 ? C4 N2 C1 C1 -5.7(6) . . . 7_556 ? C1 N1 C2 C3 -0.1(5) . . . . ? Cd1 N1 C2 C3 -178.8(3) . . . . ? N1 C2 C3 N2 -0.5(5) . . . . ? C1 N2 C3 C2 0.9(4) . . . . ? C4 N2 C3 C2 -174.9(4) . . . . ? C1 N2 C4 C5 -116.6(4) . . . . ? C3 N2 C4 C5 58.4(6) . . . . ? N2 C4 C5 C6 178.6(4) . . . . ? C4 C5 C6 O1 173.1(4) . . . . ? C4 C5 C6 O2 -6.6(7) . . . . ? O2 C6 O1 Cd1 13.5(8) . . . 4_456 ? C5 C6 O1 Cd1 -166.1(4) . . . 4_456 ? 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 O2 H2A O3 0.82 1.78 2.588(5) 166.8 4_456 O3 H3C O3 0.89 2.16 2.915(7) 142.4 2_665 O3 H3D O1 0.85 2.23 2.985(5) 147.6 3 O3 H3D O3 0.85 2.48 3.126(6) 133.2 7_556 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.612 _refine_diff_density_min -0.581 _refine_diff_density_rms 0.127 # Attachment '3.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 703998' #TrackingRef '3.cif' #========================================================================== #========================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H16 Cd N4 O6' _chemical_formula_weight 424.69 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' Cd Cd -0.8075 1.2024 '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 2 d' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' '-x+1/2, y, -z+3/4' 'x+1/2, -y, -z+3/4' '-y+1/2, -x, z+3/4' 'y+1/2, x, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' '-x+1, y+1/2, -z+5/4' 'x+1, -y+1/2, -z+5/4' '-y+1, -x+1/2, z+5/4' 'y+1, x+1/2, z+5/4' _cell_length_a 16.0070(4) _cell_length_b 16.0070(4) _cell_length_c 24.1560(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6189.3(3) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7905 _cell_measurement_theta_min 2.4657 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour White _exptl_crystal_size_max 0.3500 _exptl_crystal_size_mid 0.3000 _exptl_crystal_size_min 0.1500 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.823 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3392 _exptl_absorpt_coefficient_mu 1.448 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7872 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 14.6306 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23468 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_sigmaI/netI 0.0229 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3566 _reflns_number_gt 3530 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _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^)+(0.0349P)^2^+11.1568P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(3) _refine_ls_number_reflns 3566 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0316 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0713 _refine_ls_wR_factor_gt 0.0710 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _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 Cd1 Cd 0.175745(17) 0.374124(17) 0.090540(10) 0.03075(8) Uani 1 1 d . . . N1 N 0.1601(2) 0.6333(2) 0.32132(12) 0.0324(7) Uani 1 1 d . . . N2 N 0.1746(2) 0.63387(18) 0.23028(12) 0.0289(6) Uani 1 1 d . . . O1 O 0.2776(2) 0.4743(2) 0.10947(17) 0.0635(11) Uani 1 1 d . . . O2 O 0.1486(2) 0.5162(2) 0.11763(14) 0.0481(8) Uani 1 1 d . . . O3 O -0.0431(2) 0.8488(2) 0.18452(14) 0.0546(9) Uani 1 1 d . . . O4 O -0.1110(2) 0.9088(3) 0.25136(14) 0.0640(11) Uani 1 1 d . . . C1 C 0.1829(2) 0.6783(2) 0.27777(14) 0.0275(7) Uani 1 1 d . . . C2 C 0.1361(3) 0.5566(2) 0.30062(16) 0.0352(8) Uani 1 1 d . . . H2 H 0.1176 0.5118 0.3218 0.042 Uiso 1 1 calc R . . C3 C 0.1435(3) 0.5567(2) 0.24500(16) 0.0346(8) Uani 1 1 d . . . H3 H 0.1303 0.5131 0.2212 0.041 Uiso 1 1 calc R . . C4 C 0.1936(3) 0.6645(2) 0.17420(15) 0.0359(9) Uani 1 1 d . . . H4A H 0.2146 0.7212 0.1768 0.043 Uiso 1 1 calc R . . H4B H 0.1423 0.6661 0.1529 0.043 Uiso 1 1 calc R . . C5 C 0.2568(3) 0.6117(2) 0.14357(16) 0.0362(9) Uani 1 1 d . . . H5A H 0.3037 0.6012 0.1680 0.043 Uiso 1 1 calc R . . H5B H 0.2776 0.6436 0.1123 0.043 Uiso 1 1 calc R . . C6 C 0.2245(3) 0.5284(3) 0.12241(16) 0.0399(9) Uani 1 1 d . . . N3 N 0.2885(2) 0.7772(2) 0.30974(13) 0.0329(7) Uani 1 1 d . . . N4 N 0.1828(2) 0.8334(2) 0.26461(13) 0.0341(7) Uani 1 1 d . . . C7 C 0.2182(2) 0.7619(2) 0.28289(15) 0.0283(7) Uani 1 1 d . . . C8 C 0.2987(3) 0.8621(3) 0.3082(2) 0.0434(10) Uani 1 1 d . . . H8 H 0.3430 0.8913 0.3239 0.052 Uiso 1 1 calc R . . C9 C 0.2340(3) 0.8971(3) 0.2802(2) 0.0460(11) Uani 1 1 d . . . H9 H 0.2262 0.9536 0.2731 0.055 Uiso 1 1 calc R . . C10 C 0.1044(3) 0.8403(3) 0.23355(17) 0.0390(9) Uani 1 1 d . . . H10A H 0.0855 0.7846 0.2239 0.047 Uiso 1 1 calc R . . H10B H 0.1152 0.8701 0.1993 0.047 Uiso 1 1 calc R . . C11 C 0.0359(3) 0.8842(3) 0.26425(18) 0.0439(10) Uani 1 1 d . . . H11A H 0.0516 0.9419 0.2705 0.053 Uiso 1 1 calc R . . H11B H 0.0280 0.8579 0.3000 0.053 Uiso 1 1 calc R . . C12 C -0.0459(3) 0.8810(3) 0.23157(18) 0.0417(9) Uani 1 1 d . . . O1W O 0.7335(4) 0.8879(4) 0.3170(2) 0.1026(17) Uani 1 1 d . . . H1WA H 0.7670 0.9078 0.2884 0.123 Uiso 1 1 d . . . H1WB H 0.7325 0.9247 0.3455 0.123 Uiso 1 1 d . . . O2W O 0.5584(8) 0.9338(7) 0.3126(5) 0.286(7) Uani 1 1 d . . . H2WA H 0.5211 0.9735 0.3146 0.344 Uiso 1 1 d . . . H2WB H 0.6059 0.9196 0.3152 0.344 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 Cd1 0.03041(14) 0.03267(14) 0.02916(12) -0.00614(11) -0.00193(11) 0.00076(12) N1 0.0384(17) 0.0302(15) 0.0285(14) 0.0003(13) -0.0010(12) 0.0000(14) N2 0.0363(15) 0.0259(14) 0.0244(13) -0.0023(12) -0.0026(12) 0.0005(14) O1 0.054(2) 0.0471(19) 0.089(3) -0.0312(19) 0.0067(19) -0.0015(17) O2 0.052(2) 0.0411(17) 0.0508(17) -0.0094(14) -0.0123(15) -0.0048(14) O3 0.0464(18) 0.059(2) 0.058(2) -0.0107(16) -0.0263(16) 0.0109(16) O4 0.0373(18) 0.106(3) 0.0488(18) 0.0072(19) -0.0003(14) 0.011(2) C1 0.0284(16) 0.0271(16) 0.0269(15) -0.0006(14) -0.0037(14) 0.0022(16) C2 0.040(2) 0.0282(18) 0.037(2) 0.0028(15) 0.0032(17) -0.0084(17) C3 0.042(2) 0.0270(18) 0.0343(19) -0.0045(15) -0.0004(16) -0.0063(16) C4 0.049(2) 0.0285(18) 0.0305(19) 0.0003(15) -0.0003(16) -0.0004(17) C5 0.046(2) 0.032(2) 0.0304(18) -0.0023(15) 0.0007(16) -0.0084(17) C6 0.058(3) 0.034(2) 0.0277(18) -0.0050(16) 0.0019(18) -0.002(2) N3 0.0340(16) 0.0276(16) 0.0372(17) 0.0015(13) -0.0075(14) 0.0005(13) N4 0.0357(17) 0.0289(15) 0.0378(16) -0.0020(13) -0.0102(14) 0.0032(15) C7 0.0293(18) 0.0290(18) 0.0265(17) -0.0007(14) -0.0011(14) 0.0016(15) C8 0.039(2) 0.031(2) 0.060(3) 0.0002(19) -0.0136(19) -0.0076(17) C9 0.048(2) 0.031(2) 0.059(3) 0.0046(19) -0.012(2) -0.0038(19) C10 0.041(2) 0.041(2) 0.0352(19) -0.0019(17) -0.0127(17) 0.0063(17) C11 0.035(2) 0.058(3) 0.039(2) -0.003(2) -0.0067(17) 0.007(2) C12 0.036(2) 0.047(2) 0.043(2) 0.011(2) -0.0075(17) 0.0004(19) O1W 0.111(4) 0.101(4) 0.096(3) 0.011(3) 0.026(3) -0.013(4) O2W 0.284(14) 0.163(9) 0.413(19) 0.061(11) -0.068(14) 0.098(9) _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 O3 2.245(3) 13_444 ? Cd1 N3 2.251(3) 8_454 ? Cd1 N1 2.301(3) 11_455 ? Cd1 O1 2.333(4) . ? Cd1 O2 2.405(3) . ? Cd1 O4 2.512(4) 13_444 ? Cd1 C12 2.714(4) 13_444 ? N1 C1 1.326(5) . ? N1 C2 1.379(5) . ? N1 Cd1 2.301(3) 12 ? N2 C1 1.356(4) . ? N2 C3 1.377(5) . ? N2 C4 1.472(5) . ? O1 C6 1.252(5) . ? O2 C6 1.235(6) . ? O3 C12 1.249(5) . ? O3 Cd1 2.245(3) 13_454 ? O4 C12 1.230(6) . ? O4 Cd1 2.512(4) 13_454 ? C1 C7 1.458(5) . ? C2 C3 1.349(5) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C5 1.512(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.519(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? N3 C7 1.322(5) . ? N3 C8 1.369(5) . ? N3 Cd1 2.251(3) 16_454 ? N4 C7 1.352(5) . ? N4 C9 1.361(5) . ? N4 C10 1.466(5) . ? C8 C9 1.357(6) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.498(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.530(5) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 Cd1 2.714(4) 13_454 ? O1W H1WA 0.9308 . ? O1W H1WB 0.9062 . ? O2W H2WA 0.8730 . ? O2W H2WB 0.7965 . ? 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 O3 Cd1 N3 118.89(13) 13_444 8_454 ? O3 Cd1 N1 85.81(12) 13_444 11_455 ? N3 Cd1 N1 111.98(12) 8_454 11_455 ? O3 Cd1 O1 146.97(13) 13_444 . ? N3 Cd1 O1 88.80(12) 8_454 . ? N1 Cd1 O1 100.88(13) 11_455 . ? O3 Cd1 O2 94.23(12) 13_444 . ? N3 Cd1 O2 142.68(11) 8_454 . ? N1 Cd1 O2 85.40(12) 11_455 . ? O1 Cd1 O2 54.74(11) . . ? O3 Cd1 O4 53.95(12) 13_444 13_444 ? N3 Cd1 O4 98.05(12) 8_454 13_444 ? N1 Cd1 O4 138.44(11) 11_455 13_444 ? O1 Cd1 O4 108.05(14) . 13_444 ? O2 Cd1 O4 87.55(13) . 13_444 ? O3 Cd1 C12 27.12(13) 13_444 13_444 ? N3 Cd1 C12 111.40(12) 8_454 13_444 ? N1 Cd1 C12 112.15(13) 11_455 13_444 ? O1 Cd1 C12 129.30(15) . 13_444 ? O2 Cd1 C12 89.90(12) . 13_444 ? O4 Cd1 C12 26.87(12) 13_444 13_444 ? C1 N1 C2 105.8(3) . . ? C1 N1 Cd1 129.7(3) . 12 ? C2 N1 Cd1 122.1(2) . 12 ? C1 N2 C3 106.7(3) . . ? C1 N2 C4 125.7(3) . . ? C3 N2 C4 127.6(3) . . ? C6 O1 Cd1 92.8(3) . . ? C6 O2 Cd1 89.9(3) . . ? C12 O3 Cd1 97.8(3) . 13_454 ? C12 O4 Cd1 85.8(3) . 13_454 ? N1 C1 N2 111.1(3) . . ? N1 C1 C7 122.6(3) . . ? N2 C1 C7 126.2(3) . . ? C3 C2 N1 109.6(3) . . ? C3 C2 H2 125.2 . . ? N1 C2 H2 125.2 . . ? C2 C3 N2 106.9(3) . . ? C2 C3 H3 126.6 . . ? N2 C3 H3 126.6 . . ? N2 C4 C5 113.8(3) . . ? N2 C4 H4A 108.8 . . ? C5 C4 H4A 108.8 . . ? N2 C4 H4B 108.8 . . ? C5 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? C4 C5 C6 115.3(4) . . ? C4 C5 H5A 108.5 . . ? C6 C5 H5A 108.5 . . ? C4 C5 H5B 108.5 . . ? C6 C5 H5B 108.5 . . ? H5A C5 H5B 107.5 . . ? O2 C6 O1 122.3(4) . . ? O2 C6 C5 120.3(4) . . ? O1 C6 C5 117.3(4) . . ? C7 N3 C8 105.7(3) . . ? C7 N3 Cd1 123.1(3) . 16_454 ? C8 N3 Cd1 130.8(3) . 16_454 ? C7 N4 C9 106.9(3) . . ? C7 N4 C10 126.1(3) . . ? C9 N4 C10 126.9(3) . . ? N3 C7 N4 111.1(3) . . ? N3 C7 C1 122.8(3) . . ? N4 C7 C1 125.9(3) . . ? C9 C8 N3 109.4(4) . . ? C9 C8 H8 125.3 . . ? N3 C8 H8 125.3 . . ? C8 C9 N4 106.8(4) . . ? C8 C9 H9 126.6 . . ? N4 C9 H9 126.6 . . ? N4 C10 C11 114.1(3) . . ? N4 C10 H10A 108.7 . . ? C11 C10 H10A 108.7 . . ? N4 C10 H10B 108.7 . . ? C11 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C10 C11 C12 110.8(4) . . ? C10 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? O4 C12 O3 122.3(4) . . ? O4 C12 C11 120.8(4) . . ? O3 C12 C11 116.9(4) . . ? O4 C12 Cd1 67.4(2) . 13_454 ? O3 C12 Cd1 55.0(2) . 13_454 ? C11 C12 Cd1 171.1(3) . 13_454 ? H1WA O1W H1WB 110.6 . . ? H2WA O2W H2WB 148.9 . . ? 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 O3 Cd1 O1 C6 25.5(4) 13_444 . . . ? N3 Cd1 O1 C6 174.2(3) 8_454 . . . ? N1 Cd1 O1 C6 -73.6(3) 11_455 . . . ? O2 Cd1 O1 C6 2.7(3) . . . . ? O4 Cd1 O1 C6 76.1(3) 13_444 . . . ? C12 Cd1 O1 C6 57.2(3) 13_444 . . . ? O3 Cd1 O2 C6 -170.5(3) 13_444 . . . ? N3 Cd1 O2 C6 -16.9(4) 8_454 . . . ? N1 Cd1 O2 C6 104.0(3) 11_455 . . . ? O1 Cd1 O2 C6 -2.8(3) . . . . ? O4 Cd1 O2 C6 -117.0(3) 13_444 . . . ? C12 Cd1 O2 C6 -143.7(3) 13_444 . . . ? C2 N1 C1 N2 0.0(4) . . . . ? Cd1 N1 C1 N2 -162.5(2) 12 . . . ? C2 N1 C1 C7 -175.5(3) . . . . ? Cd1 N1 C1 C7 22.0(5) 12 . . . ? C3 N2 C1 N1 0.8(4) . . . . ? C4 N2 C1 N1 179.5(3) . . . . ? C3 N2 C1 C7 176.2(4) . . . . ? C4 N2 C1 C7 -5.1(6) . . . . ? C1 N1 C2 C3 -0.9(5) . . . . ? Cd1 N1 C2 C3 163.3(3) 12 . . . ? N1 C2 C3 N2 1.4(5) . . . . ? C1 N2 C3 C2 -1.4(4) . . . . ? C4 N2 C3 C2 180.0(4) . . . . ? C1 N2 C4 C5 123.1(4) . . . . ? C3 N2 C4 C5 -58.5(5) . . . . ? N2 C4 C5 C6 74.2(4) . . . . ? Cd1 O2 C6 O1 5.0(5) . . . . ? Cd1 O2 C6 C5 -176.2(3) . . . . ? Cd1 O1 C6 O2 -5.1(5) . . . . ? Cd1 O1 C6 C5 176.0(3) . . . . ? C4 C5 C6 O2 18.5(6) . . . . ? C4 C5 C6 O1 -162.6(4) . . . . ? C8 N3 C7 N4 -0.4(5) . . . . ? Cd1 N3 C7 N4 -174.3(2) 16_454 . . . ? C8 N3 C7 C1 -176.7(4) . . . . ? Cd1 N3 C7 C1 9.4(5) 16_454 . . . ? C9 N4 C7 N3 0.8(5) . . . . ? C10 N4 C7 N3 -179.7(3) . . . . ? C9 N4 C7 C1 176.9(4) . . . . ? C10 N4 C7 C1 -3.6(6) . . . . ? N1 C1 C7 N3 60.8(5) . . . . ? N2 C1 C7 N3 -114.0(4) . . . . ? N1 C1 C7 N4 -114.9(4) . . . . ? N2 C1 C7 N4 70.3(5) . . . . ? C7 N3 C8 C9 -0.1(5) . . . . ? Cd1 N3 C8 C9 173.1(3) 16_454 . . . ? N3 C8 C9 N4 0.5(6) . . . . ? C7 N4 C9 C8 -0.8(5) . . . . ? C10 N4 C9 C8 179.7(4) . . . . ? C7 N4 C10 C11 114.2(5) . . . . ? C9 N4 C10 C11 -66.4(6) . . . . ? N4 C10 C11 C12 -174.3(4) . . . . ? Cd1 O4 C12 O3 -4.1(5) 13_454 . . . ? Cd1 O4 C12 C11 176.2(4) 13_454 . . . ? Cd1 O3 C12 O4 4.6(5) 13_454 . . . ? Cd1 O3 C12 C11 -175.6(4) 13_454 . . . ? C10 C11 C12 O4 175.3(5) . . . . ? C10 C11 C12 O3 -4.4(6) . . . . ? C10 C11 C12 Cd1 -28(2) . . . 13_454 ? 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 O1W H1WA O4 0.93 2.15 2.970(6) 146.6 1_655 O1W H1WB O1W 0.91 2.26 2.850(11) 122.4 5_655 O2W H2WA O2W 0.87 1.96 2.826(19) 174.8 2_675 O2W H2WB O1W 0.80 2.11 2.901(13) 175.8 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.395 _refine_diff_density_min -0.318 _refine_diff_density_rms 0.068 # Attachment '2.cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 703999' #TrackingRef '2.cif' #========================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; [1,1'-di(propinate)-2,2'-biimidazole]cadmium(II) (aqua) ; _chemical_name_common "(1,1'-di(propinate)-2,2'-biimidazole)cadmium(ii) (aqua)" _chemical_melting_point ? _chemical_formula_moiety 'C12 H12 Cd N4 O4, (H2 O)' _chemical_formula_sum 'C12 H14 Cd N4 O5' _chemical_formula_weight 406.68 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' Cd Cd -0.8075 1.2024 '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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 8.4400(5) _cell_length_b 9.8301(6) _cell_length_c 18.3307(11) _cell_angle_alpha 90.00 _cell_angle_beta 116.651(4) _cell_angle_gamma 90.00 _cell_volume 1359.25(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3571 _cell_measurement_theta_min 3.1829 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour ? _exptl_crystal_size_max 0.4500 _exptl_crystal_size_mid 0.2000 _exptl_crystal_size_min 0.1000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.987 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 1.638 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8114 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 CCD_Profile_fitting _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10241 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0233 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3093 _reflns_number_gt 2902 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0288P)^2^+1.5728P] 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 3093 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0325 _refine_ls_R_factor_gt 0.0293 _refine_ls_wR_factor_ref 0.0682 _refine_ls_wR_factor_gt 0.0664 _refine_ls_goodness_of_fit_ref 1.121 _refine_ls_restrained_S_all 1.121 _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 Cd1 Cd 0.97369(2) 0.71526(2) 0.830328(11) 0.02214(8) Uani 1 1 d . . . O1 O 0.7024(3) 0.7379(2) 0.71412(13) 0.0362(5) Uani 1 1 d . . . O2 O 0.7794(3) 0.5343(2) 0.76619(12) 0.0340(5) Uani 1 1 d . . . O3 O -0.1260(3) 0.7917(2) 0.44122(12) 0.0329(5) Uani 1 1 d . . . O4 O 0.1407(3) 0.8544(2) 0.46225(12) 0.0351(5) Uani 1 1 d . . . N1 N 0.1902(3) 0.6517(3) 0.79568(13) 0.0252(5) Uani 1 1 d . . . N2 N 0.3502(3) 0.5453(2) 0.74560(14) 0.0244(5) Uani 1 1 d . . . N3 N -0.0791(3) 0.6564(2) 0.60601(13) 0.0219(5) Uani 1 1 d . . . N4 N -0.0482(3) 0.4361(2) 0.63103(13) 0.0218(5) Uani 1 1 d . . . C1 C 0.1854(3) 0.5844(3) 0.73186(15) 0.0199(5) Uani 1 1 d . . . C2 C 0.3653(4) 0.6548(4) 0.85203(17) 0.0336(7) Uani 1 1 d . . . H2 H 0.4091 0.6957 0.9031 0.040 Uiso 1 1 calc R . . C3 C 0.4640(4) 0.5896(4) 0.82214(17) 0.0309(7) Uani 1 1 d . . . H3 H 0.5861 0.5771 0.8485 0.037 Uiso 1 1 calc R . . C4 C 0.4019(4) 0.4685(3) 0.69085(18) 0.0311(7) Uani 1 1 d . . . H4A H 0.2970 0.4284 0.6474 0.037 Uiso 1 1 calc R . . H4B H 0.4806 0.3950 0.7212 0.037 Uiso 1 1 calc R . . C5 C 0.4941(4) 0.5570(4) 0.65368(17) 0.0313(7) Uani 1 1 d . . . H5A H 0.5133 0.5039 0.6138 0.038 Uiso 1 1 calc R . . H5B H 0.4166 0.6322 0.6251 0.038 Uiso 1 1 calc R . . C6 C 0.6702(4) 0.6135(3) 0.71549(16) 0.0253(6) Uani 1 1 d . . . C7 C 0.0229(3) 0.5573(3) 0.65714(15) 0.0196(5) Uani 1 1 d . . . C8 C -0.2018(4) 0.4596(3) 0.56064(16) 0.0273(6) Uani 1 1 d . . . H8 H -0.2800 0.3927 0.5287 0.033 Uiso 1 1 calc R . . C9 C -0.2214(4) 0.5936(3) 0.54514(16) 0.0279(6) Uani 1 1 d . . . H9 H -0.3142 0.6357 0.5013 0.034 Uiso 1 1 calc R . . C10 C -0.0427(4) 0.8031(3) 0.61047(17) 0.0261(6) Uani 1 1 d . . . H10A H 0.0030 0.8324 0.6668 0.031 Uiso 1 1 calc R . . H10B H -0.1529 0.8512 0.5790 0.031 Uiso 1 1 calc R . . C11 C 0.0893(4) 0.8412(3) 0.57884(15) 0.0243(6) Uani 1 1 d . . . H11A H 0.1940 0.7851 0.6068 0.029 Uiso 1 1 calc R . . H11B H 0.1247 0.9349 0.5940 0.029 Uiso 1 1 calc R . . C12 C 0.0280(4) 0.8273(3) 0.48779(17) 0.0258(6) Uani 1 1 d . . . O1W O 0.4875(5) 0.3244(4) 0.9545(2) 0.0853(11) Uani 1 1 d . . . H1WA H 0.4324 0.3513 0.9041 0.102 Uiso 1 1 d R . . H1WB H 0.5903 0.3618 0.9785 0.102 Uiso 1 1 d 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 Cd1 0.01926(12) 0.02528(12) 0.02022(11) -0.00200(7) 0.00738(8) -0.00043(8) O1 0.0318(12) 0.0349(12) 0.0316(11) 0.0005(9) 0.0051(10) -0.0014(10) O2 0.0236(11) 0.0361(12) 0.0327(11) 0.0035(9) 0.0042(9) -0.0003(9) O3 0.0287(11) 0.0441(13) 0.0220(10) -0.0005(9) 0.0078(9) -0.0019(10) O4 0.0372(12) 0.0443(13) 0.0286(10) -0.0054(9) 0.0190(10) -0.0090(10) N1 0.0206(12) 0.0344(13) 0.0212(10) -0.0052(10) 0.0100(9) -0.0017(10) N2 0.0173(11) 0.0307(12) 0.0258(11) -0.0047(9) 0.0101(9) -0.0006(9) N3 0.0238(12) 0.0214(11) 0.0187(10) 0.0003(9) 0.0080(9) -0.0012(9) N4 0.0200(11) 0.0216(11) 0.0206(10) 0.0011(9) 0.0063(9) -0.0004(9) C1 0.0182(13) 0.0230(12) 0.0175(11) -0.0017(9) 0.0071(10) -0.0023(10) C2 0.0216(15) 0.0516(19) 0.0231(13) -0.0103(13) 0.0060(11) -0.0035(14) C3 0.0165(14) 0.0463(18) 0.0252(14) -0.0049(12) 0.0052(11) -0.0021(12) C4 0.0248(15) 0.0362(16) 0.0373(16) -0.0147(13) 0.0185(13) -0.0052(12) C5 0.0196(14) 0.0502(19) 0.0231(13) -0.0074(13) 0.0086(11) -0.0023(13) C6 0.0209(14) 0.0359(16) 0.0214(12) -0.0029(11) 0.0114(11) -0.0022(12) C7 0.0182(13) 0.0224(12) 0.0187(11) -0.0023(10) 0.0088(10) -0.0002(10) C8 0.0235(14) 0.0282(14) 0.0218(13) -0.0027(11) 0.0026(11) -0.0045(12) C9 0.0228(14) 0.0311(15) 0.0206(12) 0.0009(11) 0.0015(11) 0.0002(12) C10 0.0326(16) 0.0214(13) 0.0242(13) 0.0004(10) 0.0127(12) 0.0022(11) C11 0.0273(14) 0.0211(13) 0.0208(12) -0.0001(10) 0.0076(11) -0.0014(11) C12 0.0334(16) 0.0192(12) 0.0235(13) 0.0008(10) 0.0115(12) 0.0035(11) O1W 0.075(2) 0.119(3) 0.0539(19) -0.004(2) 0.0228(17) -0.025(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 Cd1 N1 2.275(2) 1_655 ? Cd1 N4 2.283(2) 2_656 ? Cd1 O4 2.290(2) 4_676 ? Cd1 O1 2.336(2) . ? Cd1 O2 2.347(2) . ? Cd1 O3 2.526(2) 4_676 ? Cd1 C6 2.675(3) . ? Cd1 C12 2.744(3) 4_676 ? O1 C6 1.256(4) . ? O2 C6 1.245(3) . ? O3 C12 1.243(4) . ? O3 Cd1 2.526(2) 4_475 ? O4 C12 1.263(4) . ? O4 Cd1 2.290(2) 4_475 ? N1 C1 1.328(3) . ? N1 C2 1.372(4) . ? N1 Cd1 2.275(2) 1_455 ? N2 C1 1.354(3) . ? N2 C3 1.368(3) . ? N2 C4 1.470(3) . ? N3 C7 1.358(3) . ? N3 C9 1.366(3) . ? N3 C10 1.468(3) . ? N4 C7 1.323(3) . ? N4 C8 1.377(3) . ? N4 Cd1 2.283(2) 2_646 ? C1 C7 1.464(3) . ? C2 C3 1.347(4) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C5 1.518(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.513(4) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C8 C9 1.342(4) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.515(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.516(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 Cd1 2.744(3) 4_475 ? O1W H1WA 0.8686 . ? O1W H1WB 0.8593 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cd1 N4 101.76(9) 1_655 2_656 ? N1 Cd1 O4 91.23(8) 1_655 4_676 ? N4 Cd1 O4 90.18(8) 2_656 4_676 ? N1 Cd1 O1 110.69(8) 1_655 . ? N4 Cd1 O1 102.32(8) 2_656 . ? O4 Cd1 O1 151.50(8) 4_676 . ? N1 Cd1 O2 96.90(8) 1_655 . ? N4 Cd1 O2 155.48(8) 2_656 . ? O4 Cd1 O2 105.27(8) 4_676 . ? O1 Cd1 O2 55.69(8) . . ? N1 Cd1 O3 144.74(8) 1_655 4_676 ? N4 Cd1 O3 85.47(7) 2_656 4_676 ? O4 Cd1 O3 53.96(7) 4_676 4_676 ? O1 Cd1 O3 101.09(8) . 4_676 ? O2 Cd1 O3 88.42(7) . 4_676 ? N1 Cd1 C6 106.45(8) 1_655 . ? N4 Cd1 C6 129.28(8) 2_656 . ? O4 Cd1 C6 129.63(9) 4_676 . ? O1 Cd1 C6 27.99(8) . . ? O2 Cd1 C6 27.74(8) . . ? O3 Cd1 C6 94.36(8) 4_676 . ? N1 Cd1 C12 118.41(9) 1_655 4_676 ? N4 Cd1 C12 85.75(8) 2_656 4_676 ? O4 Cd1 C12 27.20(8) 4_676 4_676 ? O1 Cd1 C12 127.35(9) . 4_676 ? O2 Cd1 C12 99.26(8) . 4_676 ? O3 Cd1 C12 26.87(8) 4_676 4_676 ? C6 Cd1 C12 114.82(9) . 4_676 ? C6 O1 Cd1 91.22(17) . . ? C6 O2 Cd1 90.98(18) . . ? C12 O3 Cd1 86.40(17) . 4_475 ? C12 O4 Cd1 96.84(17) . 4_475 ? C1 N1 C2 105.8(2) . . ? C1 N1 Cd1 132.18(18) . 1_455 ? C2 N1 Cd1 120.82(18) . 1_455 ? C1 N2 C3 106.9(2) . . ? C1 N2 C4 127.9(2) . . ? C3 N2 C4 125.3(2) . . ? C7 N3 C9 107.0(2) . . ? C7 N3 C10 127.8(2) . . ? C9 N3 C10 125.1(2) . . ? C7 N4 C8 105.7(2) . . ? C7 N4 Cd1 136.62(18) . 2_646 ? C8 N4 Cd1 117.56(18) . 2_646 ? N1 C1 N2 110.8(2) . . ? N1 C1 C7 124.1(2) . . ? N2 C1 C7 125.1(2) . . ? C3 C2 N1 109.7(3) . . ? C3 C2 H2 125.2 . . ? N1 C2 H2 125.2 . . ? C2 C3 N2 106.9(2) . . ? C2 C3 H3 126.5 . . ? N2 C3 H3 126.5 . . ? N2 C4 C5 112.4(2) . . ? N2 C4 H4A 109.1 . . ? C5 C4 H4A 109.1 . . ? N2 C4 H4B 109.1 . . ? C5 C4 H4B 109.1 . . ? H4A C4 H4B 107.9 . . ? C6 C5 C4 113.8(2) . . ? C6 C5 H5A 108.8 . . ? C4 C5 H5A 108.8 . . ? C6 C5 H5B 108.8 . . ? C4 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? O2 C6 O1 122.0(3) . . ? O2 C6 C5 118.6(3) . . ? O1 C6 C5 119.4(3) . . ? O2 C6 Cd1 61.28(15) . . ? O1 C6 Cd1 60.79(15) . . ? C5 C6 Cd1 176.90(19) . . ? N4 C7 N3 110.6(2) . . ? N4 C7 C1 125.8(2) . . ? N3 C7 C1 123.6(2) . . ? C9 C8 N4 109.7(2) . . ? C9 C8 H8 125.1 . . ? N4 C8 H8 125.1 . . ? C8 C9 N3 106.9(2) . . ? C8 C9 H9 126.5 . . ? N3 C9 H9 126.5 . . ? N3 C10 C11 113.1(2) . . ? N3 C10 H10A 109.0 . . ? C11 C10 H10A 109.0 . . ? N3 C10 H10B 109.0 . . ? C11 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C10 C11 C12 116.9(2) . . ? C10 C11 H11A 108.1 . . ? C12 C11 H11A 108.1 . . ? C10 C11 H11B 108.1 . . ? C12 C11 H11B 108.1 . . ? H11A C11 H11B 107.3 . . ? O3 C12 O4 122.3(3) . . ? O3 C12 C11 121.1(3) . . ? O4 C12 C11 116.6(3) . . ? O3 C12 Cd1 66.73(15) . 4_475 ? O4 C12 Cd1 55.96(14) . 4_475 ? C11 C12 Cd1 170.2(2) . 4_475 ? H1WA O1W H1WB 110.5 . . ? 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 N1 Cd1 O1 C6 86.23(18) 1_655 . . . ? N4 Cd1 O1 C6 -165.98(17) 2_656 . . . ? O4 Cd1 O1 C6 -51.9(3) 4_676 . . . ? O2 Cd1 O1 C6 2.10(16) . . . . ? O3 Cd1 O1 C6 -78.25(18) 4_676 . . . ? C12 Cd1 O1 C6 -71.9(2) 4_676 . . . ? N1 Cd1 O2 C6 -112.50(17) 1_655 . . . ? N4 Cd1 O2 C6 27.0(3) 2_656 . . . ? O4 Cd1 O2 C6 154.32(16) 4_676 . . . ? O1 Cd1 O2 C6 -2.11(16) . . . . ? O3 Cd1 O2 C6 102.46(17) 4_676 . . . ? C12 Cd1 O2 C6 127.15(17) 4_676 . . . ? C2 N1 C1 N2 -0.1(3) . . . . ? Cd1 N1 C1 N2 -167.07(19) 1_455 . . . ? C2 N1 C1 C7 180.0(3) . . . . ? Cd1 N1 C1 C7 13.1(4) 1_455 . . . ? C3 N2 C1 N1 0.4(3) . . . . ? C4 N2 C1 N1 179.6(3) . . . . ? C3 N2 C1 C7 -179.7(3) . . . . ? C4 N2 C1 C7 -0.5(5) . . . . ? C1 N1 C2 C3 -0.2(4) . . . . ? Cd1 N1 C2 C3 168.6(2) 1_455 . . . ? N1 C2 C3 N2 0.4(4) . . . . ? C1 N2 C3 C2 -0.5(4) . . . . ? C4 N2 C3 C2 -179.8(3) . . . . ? C1 N2 C4 C5 106.8(3) . . . . ? C3 N2 C4 C5 -74.1(4) . . . . ? N2 C4 C5 C6 64.8(3) . . . . ? Cd1 O2 C6 O1 3.8(3) . . . . ? Cd1 O2 C6 C5 -176.5(2) . . . . ? Cd1 O1 C6 O2 -3.8(3) . . . . ? Cd1 O1 C6 C5 176.4(2) . . . . ? C4 C5 C6 O2 48.7(4) . . . . ? C4 C5 C6 O1 -131.6(3) . . . . ? C4 C5 C6 Cd1 -39(4) . . . . ? N1 Cd1 C6 O2 73.01(18) 1_655 . . . ? N4 Cd1 C6 O2 -165.92(16) 2_656 . . . ? O4 Cd1 C6 O2 -32.9(2) 4_676 . . . ? O1 Cd1 C6 O2 176.3(3) . . . . ? O3 Cd1 C6 O2 -78.21(17) 4_676 . . . ? C12 Cd1 C6 O2 -60.09(19) 4_676 . . . ? N1 Cd1 C6 O1 -103.27(18) 1_655 . . . ? N4 Cd1 C6 O1 17.8(2) 2_656 . . . ? O4 Cd1 C6 O1 150.85(16) 4_676 . . . ? O2 Cd1 C6 O1 -176.3(3) . . . . ? O3 Cd1 C6 O1 105.51(18) 4_676 . . . ? C12 Cd1 C6 O1 123.64(18) 4_676 . . . ? N1 Cd1 C6 C5 162(4) 1_655 . . . ? N4 Cd1 C6 C5 -77(4) 2_656 . . . ? O4 Cd1 C6 C5 56(4) 4_676 . . . ? O1 Cd1 C6 C5 -95(4) . . . . ? O2 Cd1 C6 C5 89(4) . . . . ? O3 Cd1 C6 C5 11(4) 4_676 . . . ? C12 Cd1 C6 C5 29(4) 4_676 . . . ? C8 N4 C7 N3 -0.2(3) . . . . ? Cd1 N4 C7 N3 176.45(18) 2_646 . . . ? C8 N4 C7 C1 177.9(2) . . . . ? Cd1 N4 C7 C1 -5.5(4) 2_646 . . . ? C9 N3 C7 N4 0.3(3) . . . . ? C10 N3 C7 N4 -176.4(2) . . . . ? C9 N3 C7 C1 -177.9(2) . . . . ? C10 N3 C7 C1 5.5(4) . . . . ? N1 C1 C7 N4 -113.6(3) . . . . ? N2 C1 C7 N4 66.6(4) . . . . ? N1 C1 C7 N3 64.3(4) . . . . ? N2 C1 C7 N3 -115.6(3) . . . . ? C7 N4 C8 C9 0.0(3) . . . . ? Cd1 N4 C8 C9 -177.4(2) 2_646 . . . ? N4 C8 C9 N3 0.1(3) . . . . ? C7 N3 C9 C8 -0.2(3) . . . . ? C10 N3 C9 C8 176.5(2) . . . . ? C7 N3 C10 C11 78.3(3) . . . . ? C9 N3 C10 C11 -97.7(3) . . . . ? N3 C10 C11 C12 69.5(3) . . . . ? Cd1 O3 C12 O4 6.9(3) 4_475 . . . ? Cd1 O3 C12 C11 -173.4(2) 4_475 . . . ? Cd1 O4 C12 O3 -7.7(3) 4_475 . . . ? Cd1 O4 C12 C11 172.7(2) 4_475 . . . ? C10 C11 C12 O3 2.9(4) . . . . ? C10 C11 C12 O4 -177.4(3) . . . . ? C10 C11 C12 Cd1 -138.9(11) . . . 4_475 ? 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 O1W H1WB O4 0.86 2.03 2.822(4) 152.5 2_646 O1W H1WA O1 0.87 2.24 2.899(4) 132.4 2_646 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.051 _refine_diff_density_min -0.660 _refine_diff_density_rms 0.093