#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/32/2003236.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_2003236 loop_ _publ_author_name 'Garneau, I.' 'Raymond, S.' 'Brisse, F.' _publ_section_title ; A Thiourea--1,5-Cyclooctadiene Clathrate at 173 K ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 538 _journal_page_last 541 _journal_paper_doi 10.1107/S0108270194007717 _journal_volume 51 _journal_year 1995 _chemical_formula_moiety '3C H4 N2 S , C8 H12' _chemical_formula_sum 'C11 H24 N6 S3' _chemical_formula_weight 336.53 _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' _atom_type_scat_source ;Cromer & Mann (1968) for non-H atoms and Stewart, Davidson & Simpson (1965) for H atoms ; _cell_angle_alpha 90 _cell_angle_beta 110.73(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.241(5) _cell_length_b 16.05(5) _cell_length_c 9.630(4) _cell_measurement_reflns_used 25 _cell_measurement_temperature 173 _cell_measurement_theta_max 25 _cell_measurement_theta_min 22 _cell_volume 1769(6) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w _diffrn_radiation_type 'Graphite monochromated CuK\=\a' _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 7758 _diffrn_reflns_theta_max 70 _diffrn_standards_decay_% 5.0 _diffrn_standards_interval_time 60 _diffrn_standards_number 7 _exptl_absorpt_coefficient_mu 3.78 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.263 _exptl_crystal_density_meas 1.196 _exptl_crystal_description 'hexagonal prism' _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _refine_diff_density_max '0.31 (inside the eight-membered ring, 1.16 \%A from C(18)' _refine_diff_density_min -0.40 _refine_ls_goodness_of_fit_obs 1.872 _refine_ls_hydrogen_treatment 'H atoms refined isotropically' _refine_ls_number_parameters 277 _refine_ls_number_reflns 2513 _refine_ls_R_factor_obs 0.0432 _refine_ls_shift/esd_max 0.011 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F)+0.0001F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.0539 _reflns_number_observed 2513 _reflns_number_total 3265 _reflns_observed_criterion I>=2.5\s(I) _cod_data_source_file bk1026.cif _cod_data_source_block bk1026a _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value '1/[\s^2^(F)+0.0001F^2^]' 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^(F)+0.0001F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1769.5(12) _cod_database_code 2003236 loop_ _symmetry_equiv_pos_as_xyz x,y,z x,1/2-y,1/2+z -x,-y,-z -x,1/2+y,1/2-z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv S(1) .58105(6) .35430(4) .07068(7) .0324 S(2) .22546(6) .19680(4) .28291(8) .0326 S(3) .12311(6) .86016(4) .01734(8) .0340 N(11) .5899(2) .2973(2) .3326(3) .0374 N(12) .4213(2) .2690(2) .1374(3) .0402 N(21) .1399(2) .0475(2) .1872(3) .0401 N(22) .3359(3) .0523(2) .3222(3) .0432 N(31) -.0290(2) .7575(2) .0660(3) .0401 N(32) .1330(3) .7879(2) .2686(3) .0406 C(1) .5269(2) .3032(2) .1886(3) .0303 C(2) .2345(2) .0912(2) .2630(3) .0329 C(3) .0717(2) .7976(2) .1251(3) .0322 C(11) .4001(3) .0251(2) .8124(4) .0534 C(12) .3363(5) .0693(3) .8935(5) .0761 C(13) .2131(4) .0777(3) .8483(4) .0668 C(14) .1277(4) .0708(2) .7052(4) .0563 C(15) .1527(3) .0358(2) .5760(4) .0526 C(16) .1764(4) -.0545(3) .5816(6) .0777 C(17) .2680(4) -.0968(2) .6906(5) .0610 C(18) .3749(4) -.0660(2) .7877(5) .0593 H(111) .572(3) .264(2) .394(4) .046(9) H(112) .671(3) .321(2) .372(4) .070(12) H(121) .389(3) .249(2) .192(4) .050(10) H(122) .376(3) .281(2) .039(4) .059(11) H(211) .066(3) .076(2) .142(4) .059(11) H(212) .143(3) -.003(3) .159(4) .078(13) H(221) .401(3) .086(2) .376(4) .049(10) H(222) .340(3) .003(2) .318(4) .045(9) H(311) -.053(3) .734(2) .120(4) .047(10) H(312) -.071(3) .771(2) -.038(5) .070(12) H(321) .114(3) .757(2) .316(4) .044(10) H(322) .205(3) .811(2) .305(4) .059(11) H(11A) .383(3) .053(2) .714(4) .067(11) H(11B) .480(3) .035(2) .864(4) .066(12) H(12A) .361(7) .117(6) .932(9) .141(13) H(12B) .359(4) .051(3) 1.005(6) .119(19) H(13) .188(3) .099(3) .918(4) .080(13) H(14) .055(4) .063(3) .703(5) .087(15) H(15A) .221(4) .069(3) .574(4) .086(14) H(15B) .089(4) .054(3) .484(5) .083(13) H(16A) .187(6) -.068(5) .472(8) .125(15) H(16B) .097(4) -.092(3) .563(6) .126(19) H(17) .265(4) -.154(3) .693(5) .101(16) H(18) .412(4) -.100(3) .874(5) .087(14) 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 N(11) C(1) N(12) 119.1(3) yes N(21) C(2) N(22) 119.3(3) yes N(31) C(3) N(32) 119.1(3) yes S(1) C(1) N(11) 120.5(2) yes S(2) C(2) N(21) 120.3(2) yes S(3) C(3) N(31) 120.6(2) yes S(1) C(1) N(12) 120.4(2) yes S(2) C(2) N(22) 120.4(2) yes S(3) C(3) N(32) 120.3(2) yes C(18) C(11) C(12) 116.0(4) yes C(11) C(12) C(13) 126.2(4) yes C(12) C(13) C(14) 129.2(4) yes C(13) C(14) C(15) 123.0(4) yes C(14) C(15) C(16) 115.8(4) yes C(15) C(16) C(17) 126.5(4) yes C(16) C(17) C(18) 129.5(4) yes C(17) C(18) C(11) 122.8(4) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag S(1) C(1) 1.713(3) yes S(2) C(2) 1.714(3) yes S(3) C(3) 1.716(3) yes C(1) N(11) 1.330(4) yes C(2) N(21) 1.329(4) yes C(3) N(31) 1.327(4) yes C(1) N(12) 1.328(4) yes C(2) N(22) 1.325(4) yes C(3) N(32) 1.328(4) yes C(11) C(12) 1.468(7) yes C(12) C(13) 1.420(8) yes C(13) C(14) 1.409(6) yes C(14) C(15) 1.492(6) yes C(15) C(16) 1.475(6) yes C(16) C(17) 1.410(7) yes C(17) C(18) 1.402(6) yes C(11) C(18) 1.496(5) yes N(11) H(111) 0.88(3) no N(11) H(112) 1.00(4) no N(12) H(121) 0.83(4) no N(12) H(122) 0.93(4) no N(21) H(211) 0.97(4) no N(21) H(212) 0.86(5) no N(22) H(221) 0.95(4) no N(22) H(222) 0.79(3) no N(31) H(311) 0.78(4) no N(31) H(312) 0.97(4) no N(32) H(321) 0.76(3) no N(32) H(322) 0.90(4) no C(11) H(11A) 1.00(4) no C(11) H(11B) 0.94(4) no C(12) H(12A) 0.85(9) no C(12) H(12B) 1.05(6) no C(13) H(13) 0.90(4) no C(14) H(14) 0.89(5) no C(15) H(15A) 1.00(5) no C(15) H(15B) 0.99(4) no C(16) H(16A) 1.13(8) no C(16) H(16B) 1.10(6) no C(17) H(17) 0.92(5) no C(18) H(18) 0.96(4) no 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_publ_flag C(18) C(11) C(12) C(13) -61.0(6) yes C(11) C(12) C(13) C(14) -21.8(8) yes C(12) C(13) C(14) C(15) 12.7(7) yes C(13) C(14) C(15) C(16) 69.5(6) yes C(14) C(15) C(16) C(17) -60.7(6) yes C(15) C(16) C(17) C(18) -22.1(8) yes C(16) C(17) C(18) C(11) 13.0(7) yes C(17) C(18) C(11) C(12) 69.9(6) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139054179