#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/69/2006954.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2006954 loop_ _publ_author_name 'McWhinnie, Sean L.W.' 'Brooks, Adam B.' 'Abrahams, Isaac' _publ_section_title ; \a\a'-Diselenocyanato-ortho-xylene ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 126 _journal_page_last 128 _journal_paper_doi 10.1107/S0108270197012262 _journal_volume 54 _journal_year 1998 _chemical_formula_structural '(CH2SeCN)2 C6H4' _chemical_formula_sum 'C10 H8 N2 Se2' _chemical_formula_weight 314.10 _chemical_name_common 'Ortho bis(selenocyanatato)xylene' _chemical_name_systematic ; \a\a'-diselenocyanatorthoxylene ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 91.99(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.060(2) _cell_length_b 5.9206(9) _cell_length_c 22.638(6) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 15.891 _cell_measurement_theta_min 11.634 _cell_volume 1079.6(4) _computing_cell_refinement CAD4-PC _computing_data_collection 'CAD4-PC (Enraf-Nonius, 1993)' _computing_data_reduction 'CAD4 (Enraf-Nonius, 1989)' _computing_molecular_graphics 'SNOOPI (Davies, 1983)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 298(2) _diffrn_measurement_device 'Enraf-Nonius CAD4 4-circle diffractometer' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.1048 _diffrn_reflns_av_sigmaI/netI 0.0492 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -3 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 1881 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_min 1.80 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time 60 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 6.809 _exptl_absorpt_correction_T_max 0.9967 _exptl_absorpt_correction_T_min 0.3264 _exptl_absorpt_correction_type '\y-scan (North, Phillips & Mathews, 1968)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.932 _exptl_crystal_description needles _exptl_crystal_F_000 600 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.38 _refine_diff_density_max 0.809 _refine_diff_density_min -0.622 _refine_ls_extinction_coef 0.0065(11) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_all 0.986 _refine_ls_goodness_of_fit_obs 1.066 _refine_ls_hydrogen_treatment 'H atoms fixed' _refine_ls_matrix_type full _refine_ls_number_parameters 119 _refine_ls_number_reflns 1711 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.986 _refine_ls_restrained_S_obs 1.066 _refine_ls_R_factor_all 0.0575 _refine_ls_R_factor_obs .0428 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0811P)^2^+4.2404P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1327 _refine_ls_wR_factor_obs .1279 _reflns_number_observed 1381 _reflns_number_total 1711 _reflns_observed_criterion >2sigma(I) _cod_data_source_file sk1107.cif _cod_data_source_block sme06 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0811P)^2^+4.2404P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0811P)^2^+4.2404P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2006954 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' loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Se1 .0572(5) .0277(4) .0420(4) -.0034(3) -.0073(3) -.0051(3) Se2 .0399(4) .0274(4) .0620(5) -.0044(3) -.0092(3) .0019(3) C1 .039(3) .023(3) .047(3) .003(3) -.013(3) .009(3) C2 .039(3) .048(4) .043(3) .013(3) -.008(3) -.003(3) C3 .053(4) .052(5) .052(4) .011(4) -.023(3) -.016(4) C4 .052(4) .039(4) .060(4) -.009(3) -.021(3) -.001(4) C5 .037(3) .059(5) .049(4) -.011(3) -.007(3) .004(4) C6 .039(3) .032(4) .042(3) .008(3) -.013(3) -.004(3) C7 .042(4) .042(5) .087(6) -.005(3) -.021(4) .023(4) C8 .061(4) .046(5) .055(4) .018(4) -.018(3) -.012(4) C9 .067(4) .037(5) .044(4) .009(4) -.019(3) -.002(4) C10 .045(4) .039(5) .073(5) .002(3) -.023(3) .005(4) N1 .122(7) .034(5) .107(7) .000(4) -.047(6) -.008(5) N2 .069(5) .023(5) .190(11) .000(3) -.048(6) .003(5) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol Se1 .22279(9) .17307(13) .00795(3) .0425(3) Uani d . 1 . Se Se2 -.08249(8) .14077(13) .13612(3) .0433(3) Uani d . 1 . Se C1 .2628(4) .2559(6) .1708(2) .0367(14) Uani d G 1 . C C2 .2660(5) .4096(8) .21721(15) .043(2) Uani d G 1 . C H2 .1921(6) .3942(11) .2476(2) .065(12) Uiso calc R 1 . H C3 .3797(6) .5862(7) .2182(2) .053(2) Uani d G 1 . C H3 .3818(8) .6890(10) .2493(2) .065(12) Uiso calc R 1 . H C4 .4902(5) .6091(7) .1728(2) .051(2) Uani d G 1 . C H4 .5662(7) .7273(9) .1735(3) .065(12) Uiso calc R 1 . H C5 .4869(4) .4554(8) .1264(2) .048(2) Uani d G 1 . C H5 .5608(6) .4708(12) .0960(2) .065(12) Uiso calc R 1 . H C6 .3733(5) .2788(7) .1253(2) .0379(14) Uani d G 1 . C C7 .1381(8) .0688(15) .1733(4) .058(2) Uani d . 1 . C H7A .1232(8) .0297(15) .2144(4) .10(3) Uiso calc R 1 . H H7B .1824(8) -.0631(15) .1539(4) .10(3) Uiso calc R 1 . H C8 .3842(9) .1186(14) .0742(3) .055(2) Uani d . 1 . C H8A .3684(9) -.0339(14) .0887(3) .062(17) Uiso calc R 1 . H H8B .4953(9) .1272(14) .0592(3) .062(17) Uiso calc R 1 . H C9 .2377(9) .4754(15) .0098(3) .050(2) Uani d . 1 . C C10 -.0717(8) .4398(15) .1399(4) .053(2) Uani d . 1 . C N1 .2442(12) .6725(15) .0100(5) .089(3) Uani d . 1 . N N2 -.0732(9) .6374(13) .1432(6) .096(4) Uani d . 1 . N 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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C9 Se1 C8 95.9(3) yes C10 Se2 C7 98.7(3) yes C2 C1 C6 120.0 ? C2 C1 C7 116.7(4) yes C6 C1 C7 123.3(4) yes C3 C2 C1 120.0 ? C3 C2 H2 120.0 ? C1 C2 H2 120.0 ? C4 C3 C2 120.0 ? C4 C3 H3 120.0 ? C2 C3 H3 120.0 ? C3 C4 C5 120.0 ? C3 C4 H4 120.0 ? C5 C4 H4 120.0 ? C6 C5 C4 120.0 ? C6 C5 H5 120.0 ? C4 C5 H5 120.0 ? C5 C6 C1 120.0 ? C5 C6 C8 115.6(4) yes C1 C6 C8 124.4(4) yes C1 C7 Se2 114.6(5) yes C1 C7 H7A 108.6(4) ? Se2 C7 H7A 108.6(2) ? C1 C7 H7B 108.6(4) ? Se2 C7 H7B 108.6(3) ? H7A C7 H7B 107.6 ? C6 C8 Se1 115.3(4) yes C6 C8 H8A 108.5(4) ? Se1 C8 H8A 108.5(3) ? C6 C8 H8B 108.5(3) ? Se1 C8 H8B 108.5(2) ? H8A C8 H8B 107.5 ? N1 C9 Se1 178.4(7) yes N2 C10 Se2 176.5(8) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Se1 C9 . 1.794(9) yes Se1 C8 . 1.978(7) yes Se2 C10 . 1.775(9) yes Se2 C7 . 1.987(6) yes C1 C2 . 1.39 ? C1 C6 . 1.39 ? C1 C7 . 1.498(8) yes C2 C3 . 1.39 ? C2 H2 . .93 ? C3 C4 . 1.39 ? C3 H3 . .93 ? C4 C5 . 1.39 ? C4 H4 . .93 ? C5 C6 . 1.39 ? C5 H5 . .93 ? C6 C8 . 1.501(8) yes C7 H7A . .97 ? C7 H7B . .97 ? C8 H8A . .97 ? C8 H8B . .97 ? C9 N1 . 1.168(14) yes C10 N2 . 1.172(12) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 8556334 2 PubChem 10380891