#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/20/02/2200296.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_2200296 loop_ _publ_author_name 'Ward, A. David' 'Ward, Virginia R.' 'Tiekink, Edward R. T.' _publ_section_title ; 3,5,5-Trimethyl-2-[2-(phenylsulfonyl)ethyl]-2-cyclohexen-1-one ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o526 _journal_page_last o527 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C17 H22 O3 S' _chemical_formula_moiety 'C17 H22 O3 S' _chemical_formula_sum 'C17 H22 O3 S' _chemical_formula_weight 306.42 _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 16.560(5) _cell_length_b 20.690(10) _cell_length_c 9.453(2) _cell_measurement_reflns_used 22 _cell_measurement_temperature 173 _cell_measurement_theta_max 9.5 _cell_measurement_theta_min 7.3 _cell_volume 3239(2) _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 .997 _diffrn_measured_fraction_theta_max .997 _diffrn_measurement_device 'Rigaku AFC-7R' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71069 _diffrn_reflns_av_R_equivalents .000 _diffrn_reflns_av_sigmaI/netI .069 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 4193 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 3.2 _diffrn_standards_decay_% -1.4 _diffrn_standards_interval_count 400 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .207 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.256 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 1312 _exptl_crystal_size_max .37 _exptl_crystal_size_mid .37 _exptl_crystal_size_min .11 _refine_diff_density_max .26 _refine_diff_density_min -.29 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.01 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 191 _refine_ls_number_reflns 3725 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.01 _refine_ls_R_factor_all .119 _refine_ls_R_factor_gt .040 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0508P)^2^+0.9004P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .129 _reflns_number_gt 1960 _reflns_number_total 3725 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file ci6031.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_Hall '-P 2ac 2ab ' _cod_original_cell_volume 3240(2) _cod_database_code 2200296 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2+x,1/2-y, -z' ' -x,1/2+y,1/2-z' '1/2-x, -y,1/2+z' ' -x, -y, -z' '1/2-x,1/2+y, +z' ' +x,1/2-y,1/2+z' '1/2+x, +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 S22 .02219(4) .19127(3) .22763(6) .03519(17) Uani d . 1 . . S O1 -.17361(11) .07827(9) .46796(19) .0512(5) Uani d . 1 . . O O22B .02531(12) .13810(10) .12897(18) .0539(5) Uani d . 1 . . O O22A -.01250(10) .25137(10) .1810(2) .0536(5) Uani d . 1 . . O C1 -.13097(15) .06690(11) .5706(3) .0352(6) Uani d . 1 . . C C2 -.04303(14) .07756(11) .5646(2) .0304(5) Uani d . 1 . . C C3 .00270(14) .06999(10) .6813(3) .0334(5) Uani d . 1 . . C C3A .09270(15) .07808(14) .6813(3) .0492(7) Uani d . 1 . . C H3A .1136 .0704 .7769 .068(2) Uiso calc R 1 . . H H3B .1064 .1221 .6516 .068(2) Uiso calc R 1 . . H H3C .1169 .0470 .6156 .068(2) Uiso calc R 1 . . H C4 -.03308(14) .05177(12) .8219(2) .0350(5) Uani d . 1 . . C H4A -.0038 .0755 .8970 .0569(18) Uiso calc R 1 . . H H4B -.0238 .0051 .8377 .0569(18) Uiso calc R 1 . . H C5B -.13756(17) .13810(13) .8524(3) .0464(7) Uani d . 1 . . C H5D -.1955 .1464 .8627 .068(2) Uiso calc R 1 . . H H5E -.1174 .1603 .7678 .068(2) Uiso calc R 1 . . H H5F -.1090 .1543 .9360 .068(2) Uiso calc R 1 . . H C5 -.12315(15) .06536(11) .8378(2) .0352(6) Uani d . 1 . . C C5A -.15537(18) .03051(15) .9694(3) .0516(7) Uani d . 1 . . C H5A -.2132 .0394 .9798 .068(2) Uiso calc R 1 . . H H5B -.1266 .0460 1.0533 .068(2) Uiso calc R 1 . . H H5C -.1469 -.0161 .9592 .068(2) Uiso calc R 1 . . H C6 -.16562(15) .03995(13) .7052(2) .0400(6) Uani d . 1 . . C H6A -.1613 -.0077 .7031 .0569(18) Uiso calc R 1 . . H H6B -.2237 .0512 .7104 .0569(18) Uiso calc R 1 . . H C21 -.00986(16) .09645(11) .4215(3) .0381(6) Uani d . 1 . . C H21A -.0325 .0672 .3487 .0569(18) Uiso calc R 1 . . H H21B .0495 .0908 .4219 .0569(18) Uiso calc R 1 . . H C22 -.02976(14) .16600(11) .3824(2) .0310(5) Uani d . 1 . . C H22A -.0149 .1947 .4620 .0569(18) Uiso calc R 1 . . H H22B -.0887 .1700 .3668 .0569(18) Uiso calc R 1 . . H C23 .12096(13) .20705(11) .2865(2) .0300(5) Uani d . 1 . . C C24 .13626(16) .26362(12) .3608(3) .0393(6) Uani d . 1 . . C H24 .0938 .2930 .3816 .0455(14) Uiso calc R 1 . . H C25 .21442(18) .27655(16) .4038(3) .0535(8) Uani d . 1 . . C H25 .2262 .3152 .4541 .0455(14) Uiso calc R 1 . . H C26 .27501(18) .23340(18) .3737(3) .0607(9) Uani d . 1 . . C H26 .3287 .2428 .4022 .0455(14) Uiso calc R 1 . . H C27 .25936(17) .17729(16) .3036(3) .0584(9) Uani d . 1 . . C H27 .3018 .1474 .2865 .0455(14) Uiso calc R 1 . . H C28 .18207(16) .16343(13) .2570(3) .0421(6) Uani d . 1 . . C H28 .1712 .1249 .2059 .0455(14) 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 S22 .0389(3) .0404(3) .0262(3) -.0044(3) -.0039(3) .0061(3) O1 .0503(11) .0641(13) .0392(11) -.0159(10) -.0146(9) .0091(9) O22B .0734(13) .0627(13) .0255(8) -.0212(11) .0007(9) -.0084(9) O22A .0430(10) .0592(11) .0585(12) .0069(9) -.0031(10) .0301(10) C1 .0418(14) .0301(13) .0338(13) -.0038(11) -.0016(11) -.0022(10) C2 .0385(13) .0239(11) .0289(12) -.0003(10) .0046(9) .0011(9) C3 .0382(12) .0239(11) .0382(13) .0023(10) .0037(10) -.0024(10) C3A .0396(14) .0550(17) .0530(17) -.0017(13) .0004(13) -.0035(14) C4 .0418(14) .0343(12) .0288(11) .0035(10) -.0020(10) .0007(10) C5B .0541(16) .0454(16) .0396(14) .0100(13) .0053(13) -.0033(12) C5 .0403(14) .0348(13) .0304(12) -.0013(11) .0034(10) .0026(10) C5A .0608(19) .0580(18) .0360(15) -.0020(14) .0093(13) .0096(13) C6 .0392(14) .0445(15) .0362(14) -.0102(11) .0013(11) .0014(12) C21 .0519(16) .0304(12) .0322(12) -.0002(11) .0082(11) .0012(10) C22 .0330(12) .0316(12) .0284(11) -.0041(10) .0031(10) .0014(9) C23 .0331(11) .0330(12) .0240(11) .0004(9) .0049(9) .0073(9) C24 .0442(14) .0363(14) .0373(14) -.0036(11) .0064(11) -.0032(11) C25 .0572(18) .0651(19) .0381(16) -.0276(16) -.0013(13) -.0005(14) C26 .0364(15) .090(3) .0552(19) -.0126(16) -.0037(13) .0317(19) C27 .0392(15) .067(2) .068(2) .0134(15) .0155(14) .0306(18) C28 .0472(15) .0392(13) .0399(14) .0083(12) .0124(12) .0093(12) 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 S22 O22A . 1.439(2) no S22 O22B . 1.4433(19) no S22 C23 . 1.758(2) no S22 C22 . 1.776(2) no O1 C1 . 1.223(3) no C1 C2 . 1.474(3) no C1 C6 . 1.503(3) no C2 C3 . 1.347(3) no C2 C21 . 1.511(3) no C3 C4 . 1.504(3) no C3 C3A . 1.500(3) no C4 C5 . 1.525(3) no C5B C5 . 1.530(4) no C5 C5A . 1.534(3) no C5 C6 . 1.530(3) no C21 C22 . 1.522(3) no C23 C28 . 1.385(3) no C23 C24 . 1.388(3) no C24 C25 . 1.383(4) no C25 C26 . 1.373(4) no C26 C27 . 1.362(4) no C27 C28 . 1.384(4) no loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C .002 .002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H .000 .000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O .008 .006 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; S .110 .124 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -3 4 -3 -7 2 -1 -6 5 0 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 O22A S22 O22B 118.37(13) no O22A S22 C23 107.93(11) no O22B S22 C23 108.23(12) no O22A S22 C22 108.26(12) no O22B S22 C22 108.98(11) no C23 S22 C22 104.14(11) no O1 C1 C2 120.8(2) no O1 C1 C6 121.5(2) no C2 C1 C6 117.7(2) no C3 C2 C1 120.4(2) no C3 C2 C21 124.0(2) no C1 C2 C21 115.6(2) no C2 C3 C4 122.1(2) no C2 C3 C3A 123.1(2) no C4 C3 C3A 114.8(2) no C3 C4 C5 115.2(2) no C4 C5 C5B 110.0(2) no C4 C5 C5A 109.5(2) no C5B C5 C5A 109.6(2) no C4 C5 C6 107.8(2) no C5B C5 C6 109.9(2) no C5A C5 C6 110.1(2) no C1 C6 C5 113.0(2) no C2 C21 C22 112.53(19) no C21 C22 S22 111.93(16) no C28 C23 C24 121.2(2) no C28 C23 S22 119.7(2) no C24 C23 S22 119.10(18) no C25 C24 C23 118.9(3) no C26 C25 C24 119.8(3) no C27 C26 C25 121.1(3) no C26 C27 C28 120.5(3) no C27 C28 C23 118.5(3) no