data_sf113 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'bis(seleniumdicyanide) 18-crown-6 adduct' ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H24 N4 O6 Se' _chemical_formula_weight 399.31 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' 'O' 'O' 0.0106 0.0060 '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' 'Se' 'Se' -0.0929 2.2259 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.436(14) _cell_length_b 8.045(14) _cell_length_c 16.10(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.81(4) _cell_angle_gamma 90.00 _cell_volume 1077(3) _cell_formula_units_Z 2 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used 920 _cell_measurement_theta_min 5.131 _cell_measurement_theta_max 50.329 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.8 _exptl_crystal_size_mid 0.7 _exptl_crystal_size_min 0.6 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.231 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 412 _exptl_absorpt_coefficient_mu 1.771 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2343 _exptl_absorpt_correction_T_max 0.4285 _exptl_absorpt_process_details 'SADABS-2008/1 (Bruker-AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(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 AXS Smart CCD' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8144 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0913 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 25.30 _reflns_number_total 8144 _reflns_number_gt 6587 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Smart (Bruker AXS)' _computing_cell_refinement 'Saint (Bruker AXS)' _computing_data_reduction 'Saint (Bruker AXS)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep3v2 for Windows' _computing_publication_material 'publCIF (IUCR)' _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^ > 2\s(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^)+(0.1288P)^2^+2.1165P] 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 8144 _refine_ls_number_parameters 128 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0862 _refine_ls_R_factor_gt 0.0764 _refine_ls_wR_factor_ref 0.2222 _refine_ls_wR_factor_gt 0.2135 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _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 N2 N -0.1017(6) 0.1362(6) 1.1715(2) 0.0670(12) Uani 1 1 d . . . Se1 Se -0.01765(7) 0.27872(5) 1.01461(3) 0.0355(2) Uani 1 1 d . . . O1 O 0.3004(3) 0.3750(4) 0.96490(17) 0.0433(7) Uani 1 1 d . . . O3 O 0.2430(3) 0.4173(4) 1.13171(17) 0.0451(7) Uani 1 1 d . . . C1 C -0.1913(6) 0.1740(5) 0.9509(2) 0.0382(9) Uani 1 1 d . . . O2 O 0.0145(4) 0.3700(4) 0.84411(16) 0.0508(8) Uani 1 1 d . . . C2 C 0.1720(7) 0.3492(7) 0.8256(3) 0.0581(12) Uani 1 1 d . . . H2A H 0.2175 0.4591 0.8152 0.070 Uiso 1 1 calc R . . H2B H 0.1669 0.2816 0.7738 0.070 Uiso 1 1 calc R . . C3 C -0.0722(6) 0.1885(6) 1.1115(3) 0.0439(11) Uani 1 1 d . . . N1 N -0.2998(5) 0.1112(5) 0.9113(2) 0.0529(10) Uani 1 1 d . . . C4 C 0.3958(5) 0.4138(6) 1.1086(3) 0.0488(11) Uani 1 1 d . . . H4A H 0.4760 0.3735 1.1565 0.059 Uiso 1 1 calc R . . H4B H 0.4270 0.5275 1.0942 0.059 Uiso 1 1 calc R . . C5 C 0.2444(6) 0.5199(6) 1.2040(3) 0.0542(13) Uani 1 1 d . . . H5A H 0.2903 0.6298 1.1939 0.065 Uiso 1 1 calc R . . H5B H 0.3137 0.4685 1.2531 0.065 Uiso 1 1 calc R . . C7 C 0.3943(6) 0.3050(5) 1.0366(4) 0.0494(12) Uani 1 1 d . . . H7A H 0.5056 0.2881 1.0263 0.059 Uiso 1 1 calc R . . H7B H 0.3497 0.1953 1.0484 0.059 Uiso 1 1 calc R . . C8 C 0.2759(8) 0.2673(6) 0.8954(4) 0.0565(16) Uani 1 1 d . . . H8A H 0.2250 0.1631 0.9103 0.068 Uiso 1 1 calc R . . H8B H 0.3804 0.2391 0.8787 0.068 Uiso 1 1 calc R . . C9 C -0.0846(6) 0.4587(7) 0.7777(2) 0.0559(13) Uani 1 1 d . . . H9A H -0.0900 0.3968 0.7242 0.067 Uiso 1 1 calc R . . H9B H -0.0364 0.5689 0.7707 0.067 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N2 0.075(3) 0.080(3) 0.046(2) 0.003(2) 0.011(2) -0.028(3) Se1 0.0339(4) 0.0352(3) 0.0379(3) 0.00292(14) 0.0070(2) -0.00672(18) O1 0.0371(17) 0.0440(17) 0.0498(16) -0.0009(12) 0.0104(12) -0.0066(13) O3 0.0312(16) 0.0610(19) 0.0412(15) 0.0025(13) 0.0006(11) -0.0124(15) C1 0.048(3) 0.0308(19) 0.035(2) -0.0001(17) 0.0046(18) 0.002(2) O2 0.050(2) 0.066(2) 0.0348(14) -0.0015(13) 0.0031(12) -0.0013(17) C2 0.052(3) 0.075(3) 0.051(3) -0.018(2) 0.017(2) -0.015(3) C3 0.038(3) 0.049(2) 0.042(2) -0.0011(19) -0.0005(19) -0.010(2) N1 0.053(2) 0.053(2) 0.050(2) -0.0014(18) -0.0004(18) -0.011(2) C4 0.037(3) 0.054(3) 0.051(2) 0.016(2) -0.0060(18) -0.011(2) C5 0.056(3) 0.066(3) 0.034(2) 0.010(2) -0.0100(19) -0.013(3) C7 0.029(3) 0.039(2) 0.083(3) 0.019(2) 0.016(2) -0.003(2) C8 0.052(4) 0.060(3) 0.062(4) -0.023(2) 0.024(3) -0.019(3) C9 0.074(4) 0.060(3) 0.030(2) -0.0018(19) 0.000(2) -0.014(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N2 C3 1.120(6) . ? Se1 C1 1.842(5) . ? Se1 C3 1.848(5) . ? O1 C7 1.402(6) . ? O1 C8 1.403(6) . ? O3 C4 1.402(6) . ? O3 C5 1.425(6) . ? C1 N1 1.141(6) . ? O2 C2 1.420(6) . ? O2 C9 1.431(5) . ? C2 C8 1.460(9) . ? C4 C7 1.451(7) . ? C5 C9 1.439(8) 3_567 ? C9 C5 1.439(8) 3_567 ? 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 C1 Se1 C3 90.1(2) . . ? C7 O1 C8 113.2(4) . . ? C4 O3 C5 110.4(3) . . ? N1 C1 Se1 179.0(4) . . ? C2 O2 C9 110.5(4) . . ? O2 C2 C8 110.6(4) . . ? N2 C3 Se1 178.0(4) . . ? O3 C4 C7 109.9(4) . . ? O3 C5 C9 111.0(4) . 3_567 ? O1 C7 C4 110.0(4) . . ? O1 C8 C2 108.8(4) . . ? O2 C9 C5 110.8(4) . 3_567 ? _diffrn_measured_fraction_theta_max 0.894 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.894 _refine_diff_density_max 1.784 _refine_diff_density_min -1.266 _refine_diff_density_rms 0.187