data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H17 Cd I2 N3 O4' _chemical_formula_weight 669.52 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' 'I' 'I' -0.4742 1.8119 '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 P21/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 8.3494(13) _cell_length_b 14.3589(15) _cell_length_c 17.4204(13) _cell_angle_alpha 90.00 _cell_angle_beta 95.9160(10) _cell_angle_gamma 90.00 _cell_volume 2077.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3063 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 26.1 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.141 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 4.046 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4837 _exptl_absorpt_correction_T_max 0.5296 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'Bruker SMART CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11012 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0389 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3868 _reflns_number_gt 2927 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0189P)^2^+1.8068P] 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 3868 _refine_ls_number_parameters 234 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0491 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0673 _refine_ls_wR_factor_gt 0.0607 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 I1 I 0.76454(5) 0.35865(3) 0.66102(2) 0.06557(13) Uani 1 1 d . . . I2 I 0.52895(4) 0.06137(3) 0.64564(2) 0.06834(13) Uani 1 1 d . . . Cd1 Cd 0.63558(5) 0.21575(3) 0.57321(2) 0.05177(12) Uani 1 1 d . . . O1 O 0.3808(4) 0.2925(2) 0.52996(18) 0.0559(9) Uani 1 1 d . . . O2 O -0.0476(5) 0.4080(3) 0.2483(2) 0.0843(13) Uani 1 1 d D . . O3 O -0.2619(5) 0.4453(3) 0.3460(2) 0.0769(12) Uani 1 1 d . . . N1 N 0.4279(5) 0.2539(3) 0.4089(2) 0.0444(9) Uani 1 1 d D . . N2 N 0.5740(4) 0.2190(2) 0.4394(2) 0.0417(9) Uani 1 1 d . . . N3 N 0.8546(4) 0.1572(2) 0.5100(2) 0.0439(9) Uani 1 1 d . . . C1 C 0.1816(5) 0.3365(3) 0.4288(3) 0.0402(11) Uani 1 1 d . . . C2 C 0.1409(6) 0.3548(3) 0.3504(3) 0.0484(12) Uani 1 1 d . . . H2A H 0.2144 0.3425 0.3151 0.058 Uiso 1 1 calc R . . C3 C -0.0080(6) 0.3912(4) 0.3253(3) 0.0550(13) Uani 1 1 d . . . C4 C -0.1188(6) 0.4113(3) 0.3782(3) 0.0518(12) Uani 1 1 d . . . C5 C -0.0772(6) 0.3967(3) 0.4555(3) 0.0485(12) Uani 1 1 d . . . H5 H -0.1485 0.4120 0.4912 0.058 Uiso 1 1 calc R . . C6 C 0.0716(6) 0.3589(3) 0.4798(3) 0.0465(12) Uani 1 1 d . . . H6 H 0.0985 0.3482 0.5322 0.056 Uiso 1 1 calc R . . C7 C 0.3355(6) 0.2934(3) 0.4602(3) 0.0430(11) Uani 1 1 d . . . C8 C 0.6721(6) 0.1836(3) 0.3963(3) 0.0455(11) Uani 1 1 d . . . H8 H 0.6450 0.1783 0.3433 0.055 Uiso 1 1 calc R . . C9 C 0.8298(5) 0.1510(3) 0.4325(3) 0.0418(11) Uani 1 1 d . . . C10 C 0.9459(6) 0.1182(3) 0.3880(3) 0.0518(13) Uani 1 1 d . . . H10 H 0.9248 0.1137 0.3347 0.062 Uiso 1 1 calc R . . C11 C 1.0946(6) 0.0924(3) 0.4250(3) 0.0584(14) Uani 1 1 d . . . H11 H 1.1753 0.0706 0.3966 0.070 Uiso 1 1 calc R . . C12 C 1.1212(6) 0.0992(3) 0.5035(3) 0.0559(14) Uani 1 1 d . . . H12 H 1.2201 0.0825 0.5293 0.067 Uiso 1 1 calc R . . C13 C 0.9990(6) 0.1314(3) 0.5437(3) 0.0532(13) Uani 1 1 d . . . H13 H 1.0178 0.1355 0.5971 0.064 Uiso 1 1 calc R . . C14 C -0.3791(7) 0.4724(4) 0.3953(4) 0.0788(18) Uani 1 1 d . . . H14A H -0.4755 0.4917 0.3647 0.118 Uiso 1 1 calc R . . H14B H -0.3381 0.5231 0.4274 0.118 Uiso 1 1 calc R . . H14C H -0.4029 0.4206 0.4271 0.118 Uiso 1 1 calc R . . H2 H -0.137(4) 0.436(4) 0.240(4) 0.118 Uiso 1 1 d D . . O4 O 0.3800(5) 0.2244(5) 0.2527(2) 0.124(2) Uani 1 1 d . . . H4 H 0.4468 0.2371 0.2229 0.186 Uiso 1 1 calc R . . C15 C 0.2478(10) 0.1833(6) 0.2122(4) 0.117(3) Uani 1 1 d . . . H15A H 0.1870 0.1502 0.2473 0.176 Uiso 1 1 calc R . . H15B H 0.2830 0.1407 0.1749 0.176 Uiso 1 1 calc R . . H15C H 0.1813 0.2305 0.1861 0.176 Uiso 1 1 calc R . . H1 H 0.395(10) 0.253(6) 0.3581(12) 0.176 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 I1 0.0657(3) 0.0733(3) 0.0548(2) -0.01878(19) -0.00776(18) 0.0008(2) I2 0.0536(2) 0.0681(2) 0.0790(3) 0.0168(2) -0.01406(19) -0.00434(19) Cd1 0.0517(2) 0.0583(2) 0.0426(2) -0.00233(18) -0.00805(16) 0.00774(19) O1 0.052(2) 0.069(2) 0.043(2) -0.0068(17) -0.0113(16) 0.0176(18) O2 0.076(3) 0.122(4) 0.050(2) 0.001(2) -0.018(2) 0.045(3) O3 0.053(2) 0.088(3) 0.085(3) -0.004(2) -0.016(2) 0.030(2) N1 0.035(2) 0.049(2) 0.046(2) -0.002(2) -0.0091(19) 0.0063(19) N2 0.036(2) 0.044(2) 0.044(2) 0.0002(18) -0.0054(18) 0.0069(18) N3 0.040(2) 0.040(2) 0.049(2) 0.0012(19) -0.0085(18) 0.0016(18) C1 0.041(3) 0.033(2) 0.044(3) -0.002(2) -0.006(2) 0.004(2) C2 0.046(3) 0.051(3) 0.047(3) -0.004(2) -0.002(2) 0.010(2) C3 0.059(4) 0.055(3) 0.047(3) -0.004(3) -0.011(3) 0.016(3) C4 0.042(3) 0.046(3) 0.065(3) -0.003(3) -0.007(3) 0.005(2) C5 0.039(3) 0.047(3) 0.060(3) -0.001(3) 0.006(2) 0.002(2) C6 0.043(3) 0.049(3) 0.046(3) 0.005(2) -0.004(2) 0.005(2) C7 0.039(3) 0.036(3) 0.052(3) -0.003(2) -0.006(2) 0.001(2) C8 0.042(3) 0.051(3) 0.041(3) 0.000(2) -0.007(2) 0.006(2) C9 0.037(3) 0.040(3) 0.047(3) -0.002(2) -0.003(2) 0.001(2) C10 0.046(3) 0.055(3) 0.054(3) -0.003(3) 0.004(2) 0.007(3) C11 0.041(3) 0.053(3) 0.082(4) 0.007(3) 0.008(3) 0.008(2) C12 0.031(3) 0.049(3) 0.083(4) 0.009(3) -0.014(3) -0.001(2) C13 0.053(3) 0.043(3) 0.059(3) 0.005(2) -0.018(3) -0.002(3) C14 0.046(4) 0.066(4) 0.123(6) -0.003(4) 0.004(4) 0.009(3) O4 0.060(3) 0.262(7) 0.051(3) -0.005(4) 0.005(2) 0.040(4) C15 0.132(8) 0.141(7) 0.074(5) -0.035(5) -0.008(5) 0.004(6) _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 I1 Cd1 2.7147(5) . ? I2 Cd1 2.7441(6) . ? Cd1 N2 2.335(4) . ? Cd1 N3 2.383(4) . ? Cd1 O1 2.445(3) . ? O1 C7 1.236(5) . ? O2 C3 1.370(6) . ? O2 H2 0.847(10) . ? O3 C4 1.357(6) . ? O3 C14 1.421(6) . ? N1 C7 1.363(6) . ? N1 N2 1.374(5) . ? N1 H1 0.899(10) . ? N2 C8 1.273(5) . ? N3 C13 1.338(6) . ? N3 C9 1.347(5) . ? C1 C6 1.381(6) . ? C1 C2 1.398(6) . ? C1 C7 1.480(6) . ? C2 C3 1.377(6) . ? C2 H2A 0.9300 . ? C3 C4 1.400(7) . ? C4 C5 1.373(7) . ? C5 C6 1.381(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C8 C9 1.477(6) . ? C8 H8 0.9300 . ? C9 C10 1.384(6) . ? C10 C11 1.390(7) . ? C10 H10 0.9300 . ? C11 C12 1.366(7) . ? C11 H11 0.9300 . ? C12 C13 1.375(7) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? O4 C15 1.380(8) . ? O4 H4 0.8200 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? 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 N2 Cd1 I1 125.52(9) . . ? N2 Cd1 I2 115.26(9) . . ? I1 Cd1 I2 118.695(18) . . ? N2 Cd1 N3 69.28(13) . . ? N2 Cd1 O1 65.69(12) . . ? N3 Cd1 O1 134.54(12) . . ? N3 Cd1 I1 104.39(9) . . ? O1 Cd1 I1 96.59(8) . . ? N3 Cd1 I2 103.18(9) . . ? O1 Cd1 I2 101.12(9) . . ? C7 O1 Cd1 118.4(3) . . ? C3 O2 H2 112(5) . . ? C4 O3 C14 118.7(5) . . ? C7 N1 N2 116.0(4) . . ? C7 N1 H1 121(6) . . ? N2 N1 H1 123(6) . . ? C8 N2 N1 121.1(4) . . ? C8 N2 Cd1 119.5(3) . . ? N1 N2 Cd1 119.3(3) . . ? C13 N3 C9 117.3(4) . . ? C13 N3 Cd1 126.5(3) . . ? C9 N3 Cd1 116.1(3) . . ? C6 C1 C2 118.3(4) . . ? C6 C1 C7 118.0(4) . . ? C2 C1 C7 123.7(4) . . ? C3 C2 C1 120.1(4) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? O2 C3 C2 119.7(5) . . ? O2 C3 C4 119.9(5) . . ? C2 C3 C4 120.4(5) . . ? O3 C4 C5 125.7(5) . . ? O3 C4 C3 114.6(5) . . ? C5 C4 C3 119.8(5) . . ? C4 C5 C6 119.3(4) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? C1 C6 C5 122.1(4) . . ? C1 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? O1 C7 N1 120.3(4) . . ? O1 C7 C1 122.3(4) . . ? N1 C7 C1 117.5(4) . . ? N2 C8 C9 118.3(4) . . ? N2 C8 H8 120.9 . . ? C9 C8 H8 120.9 . . ? N3 C9 C10 122.7(4) . . ? N3 C9 C8 116.4(4) . . ? C10 C9 C8 120.9(4) . . ? C9 C10 C11 118.3(5) . . ? C9 C10 H10 120.8 . . ? C11 C10 H10 120.8 . . ? C12 C11 C10 119.4(5) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C11 C12 C13 118.7(5) . . ? C11 C12 H12 120.6 . . ? C13 C12 H12 120.6 . . ? N3 C13 C12 123.6(5) . . ? N3 C13 H13 118.2 . . ? C12 C13 H13 118.2 . . ? O3 C14 H14A 109.5 . . ? O3 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O3 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C15 O4 H4 109.5 . . ? O4 C15 H15A 109.5 . . ? O4 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O4 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? 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 H1 O4 0.899(10) 1.87(3) 2.743(6) 162(8) . O4 H4 I2 0.82 3.29 3.869(7) 129.7 4_565 O2 H2 I2 0.847(10) 3.09(4) 3.820(4) 146(6) 4_465 O2 H2 O3 0.847(10) 2.22(6) 2.649(6) 111(5) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.709 _refine_diff_density_min -0.839 _refine_diff_density_rms 0.088