#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/04/2200443.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_2200443 loop_ _publ_author_name 'Razzino, Pasquale' 'Ward, A. David' 'Tiekink, E. R. T.' _publ_section_title ; 4-[(4-Methoxybenzyl)sulfanyl]benzaldehyde ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o622 _journal_page_last o623 _journal_paper_doi 10.1107/S160053680101008X _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C15 H14 O2 S' _chemical_formula_moiety 'C15 H14 O2 S' _chemical_formula_sum 'C15 H14 O2 S' _chemical_formula_weight 258.33 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90 _cell_angle_beta 93.10(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.648(3) _cell_length_b 6.872(6) _cell_length_c 24.314(2) _cell_measurement_reflns_used 21 _cell_measurement_temperature 173 _cell_measurement_theta_max 13.4 _cell_measurement_theta_min 8.4 _cell_volume 1276.0(12) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1996) ; _computing_data_reduction 'TEXSAN for Windows (Molecular Structure Corporation, 1997)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1994)' _diffrn_ambient_temperature 173 _diffrn_measured_fraction_theta_full .999 _diffrn_measured_fraction_theta_max .999 _diffrn_measurement_device 'Rigaku AFC-7R' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71069 _diffrn_reflns_av_R_equivalents .064 _diffrn_reflns_av_sigmaI/netI .080 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 6267 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 3.1 _diffrn_standards_decay_% -1.2 _diffrn_standards_interval_count 400 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .244 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.345 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 544 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .32 _exptl_crystal_size_min .03 _refine_diff_density_max .26 _refine_diff_density_min -.26 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .97 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 164 _refine_ls_number_reflns 2921 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all .97 _refine_ls_R_factor_all .104 _refine_ls_R_factor_gt .038 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0401P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .099 _reflns_number_gt 1671 _reflns_number_total 2921 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ci6036.cif _cod_data_source_block I _cod_original_sg_symbol_Hall '-P 2yn ' _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2200443 _cod_database_fobs_code 2200443 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' 1/2-x,1/2+y,1/2-z ' -x, -y, -z' 1/2+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 _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol S4 .07660(7) .66559(9) .451215(19) .03843(16) Uani d . 1 . . S O11 .7886(2) .8163(3) .62435(6) .0542(4) Uani d . 1 . . O O45 -.58167(17) .6666(2) .28187(6) .0444(4) Uani d . 1 . . O C1 .5984(3) .7729(3) .54431(8) .0331(5) Uani d . 1 . . C C2 .5914(3) .7668(3) .48715(8) .0338(5) Uani d . 1 . . C H2 .6957 .7860 .4683 .0412(16) Uiso calc R 1 . . H C3 .4367(3) .7335(3) .45742(8) .0330(5) Uani d . 1 . . C H3 .4347 .7276 .4184 .0412(16) Uiso calc R 1 . . H C4 .2824(3) .7084(3) .48455(7) .0300(4) Uani d . 1 . . C C5 .2877(3) .7141(3) .54238(7) .0336(5) Uani d . 1 . . C H5 .1832 .6965 .5612 .0412(16) Uiso calc R 1 . . H C6 .4439(3) .7450(3) .57159(8) .0341(5) Uani d . 1 . . C H6 .4471 .7476 .6107 .0412(16) Uiso calc R 1 . . H C11 .7660(3) .8110(3) .57467(9) .0427(5) Uani d . 1 . . C H11 .8650 .8336 .5536 .0412(16) Uiso calc R 1 . . H C41 .1102(3) .6878(3) .37787(7) .0354(5) Uani d . 1 . . C H41A .1683 .8126 .3699 .0412(16) Uiso calc R 1 . . H H41B .1835 .5796 .3652 .0412(16) Uiso calc R 1 . . H C42 -.0711(2) .6798(3) .34977(7) .0332(5) Uani d . 1 . . C C43 -.1315(3) .5118(3) .32327(8) .0379(5) Uani d . 1 . . C H43 -.0560 .4025 .3213 .0412(16) Uiso calc R 1 . . H C44 -.3018(3) .5014(3) .29952(7) .0374(5) Uani d . 1 . . C H44 -.3415 .3860 .2813 .0412(16) Uiso calc R 1 . . H C45 -.4120(2) .6594(3) .30274(7) .0343(5) Uani d . 1 . . C C46 -.3519(3) .8297(3) .32859(7) .0385(5) Uani d . 1 . . C H46 -.4269 .9394 .3303 .0412(16) Uiso calc R 1 . . H C47 -.1830(3) .8383(3) .35165(7) .0362(5) Uani d . 1 . . C H47 -.1428 .9548 .3691 .0412(16) Uiso calc R 1 . . H C48 -.6549(3) .4943(4) .25854(9) .0478(6) Uani d . 1 . . C H48A -.7763 .5190 .2454 .0412(16) Uiso calc R 1 . . H H48B -.6525 .3914 .2865 .0412(16) Uiso calc R 1 . . H H48C -.5867 .4531 .2276 .0412(16) Uiso calc R 1 . . H 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 S4 .0334(2) .0539(4) .0283(2) -.0054(3) .00475(18) .0024(3) O11 .0606(10) .0511(11) .0489(9) -.0040(9) -.0144(8) -.0030(8) O45 .0394(8) .0484(10) .0446(8) .0017(8) -.0035(6) -.0051(8) C1 .0372(11) .0227(11) .0392(10) .0004(9) .0005(9) -.0020(9) C2 .0340(11) .0274(11) .0408(11) .0042(9) .0078(9) .0015(9) C3 .0396(11) .0302(11) .0297(9) .0043(9) .0075(8) .0014(9) C4 .0352(10) .0250(11) .0297(9) .0015(9) .0026(8) .0007(8) C5 .0369(11) .0328(12) .0319(10) -.0006(9) .0079(8) .0007(9) C6 .0451(12) .0279(11) .0293(10) -.0010(10) .0030(9) -.0022(9) C11 .0427(11) .0315(12) .0534(13) .0002(11) -.0033(10) -.0033(11) C41 .0386(10) .0409(12) .0273(9) -.0038(10) .0067(8) .0006(9) C42 .0388(10) .0388(12) .0225(8) -.0036(11) .0060(7) .0032(9) C43 .0424(11) .0382(13) .0338(10) .0009(10) .0068(9) -.0034(9) C44 .0455(12) .0368(12) .0303(10) -.0040(11) .0056(9) -.0079(10) C45 .0372(10) .0418(12) .0242(8) -.0034(11) .0047(8) .0006(10) C46 .0475(12) .0357(12) .0329(10) .0023(12) .0058(9) -.0007(10) C47 .0469(11) .0333(12) .0285(9) -.0047(11) .0012(8) -.0011(10) C48 .0415(12) .0592(17) .0423(12) -.0025(12) -.0012(10) -.0083(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 0 -10 0 -1 -8 0 0 -12 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C4 S4 C41 105.51(9) C45 O45 C48 117.70(17) C2 C1 C6 118.84(18) C2 C1 C11 119.6(2) C6 C1 C11 121.53(18) C1 C2 C3 121.18(19) C2 C3 C4 119.97(17) C3 C4 C5 119.43(18) C3 C4 S4 124.28(15) C5 C4 S4 116.29(15) C6 C5 C4 119.93(18) C5 C6 C1 120.64(17) O11 C11 C1 125.5(2) C42 C41 S4 105.33(12) C47 C42 C43 118.54(19) C47 C42 C41 120.57(19) C43 C42 C41 120.85(19) C42 C43 C44 120.9(2) C45 C44 C43 119.6(2) O45 C45 C44 125.3(2) O45 C45 C46 114.80(19) C44 C45 C46 119.93(19) C47 C46 C45 119.8(2) C46 C47 C42 121.2(2) 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 S4 C4 . 1.756(2) ? S4 C41 . 1.8218(18) ? O11 C11 . 1.212(2) ? O45 C45 . 1.369(2) ? O45 C48 . 1.416(3) ? C1 C2 . 1.389(3) ? C1 C6 . 1.400(3) ? C1 C11 . 1.467(3) ? C2 C3 . 1.372(3) ? C3 C4 . 1.393(3) ? C4 C5 . 1.405(2) ? C5 C6 . 1.373(3) ? C41 C42 . 1.513(3) ? C42 C47 . 1.387(3) ? C42 C43 . 1.389(3) ? C43 C44 . 1.398(3) ? C44 C45 . 1.379(3) ? C45 C46 . 1.394(3) ? C46 C47 . 1.381(3) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21132830 2 PubChem 104186000