#------------------------------------------------------------------------------ #$Date: 2016-02-20 00:53:41 +0000 (Sat, 20 Feb 2016) $ #$Revision: 176768 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/37/2103732.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_2103732 loop_ _publ_author_name 'Olivato, Paulo R.' 'Ribeiro, Douglas S.' 'Zukerman-Schpector, J.' 'Bombieri, Gabriella' _publ_section_title ; Self-association and stereochemistry study of 2-methylthio-, 2-dimethylaminocyclohexanone oximes and the parent cyclohexanone oxime ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 705 _journal_page_last 713 _journal_paper_doi 10.1107/S0108768101009624 _journal_volume 57 _journal_year 2001 _chemical_formula_moiety 'C7 H13 N O S' _chemical_formula_sum 'C7 H13 N O S' _chemical_formula_weight 159.24 _chemical_name_systematic ; 2-methylthio-cyclohexanone oxime ; _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' _cell_angle_alpha 90.00 _cell_angle_beta 107.660(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 5.2634(9) _cell_length_b 23.222(3) _cell_length_c 7.3962(8) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 18.02 _cell_measurement_theta_min 9.14 _cell_volume 861.4(2) _computing_cell_refinement 'CAD4 Software (Enraf-Nonius,1989)' _computing_data_collection 'CAD4 Software (Enraf-Nonius,1989)' _computing_data_reduction 'CAD4 Software (Enraf-Nonius, 1989)' _computing_molecular_graphics 'ZORTEP (Zsolnai, 1995)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1985)' _diffrn_measurement_device_type 'Enraf-Nonius CAD4' _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 .71073 _diffrn_reflns_av_R_equivalents .0244 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 1725 _diffrn_reflns_theta_max 25.49 _diffrn_reflns_theta_min 3.02 _diffrn_standards_decay_% 1.3 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .312 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.228 _exptl_crystal_density_meas ? _exptl_crystal_description irregular _exptl_crystal_F_000 344 _exptl_crystal_size_max .30 _exptl_crystal_size_mid .20 _exptl_crystal_size_min .20 _refine_diff_density_max .132 _refine_diff_density_min -.204 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.003 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 92 _refine_ls_number_reflns 1602 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.003 _refine_ls_restrained_S_obs 1.003 _refine_ls_R_factor_all .0967 _refine_ls_R_factor_gt .0364 _refine_ls_shift/su_max .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0379P)^2^+0.2459P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1017 _reflns_number_gt 979 _reflns_number_total 1602 _reflns_threshold_expression F^2^>2\sF^2^ _cod_data_source_file na0119.cif _cod_data_source_block jzs52 _cod_original_sg_symbol_H-M 'P1 21/c 1' _cod_database_code 2103732 _cod_database_fobs_code 2103732 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_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_type_symbol S .35292(15) .13345(3) .17276(9) .0699(3) Uani d . 1 S O .2915(3) .01114(6) .6521(2) .0586(5) Uani d . 1 O H1O .1547 -.0166 .6397 .070 Uiso d R 1 H N1 .1725(4) .05282(7) .5137(2) .0457(5) Uani d . 1 N C1 .3238(4) .09592(9) .5159(3) .0418(5) Uani d . 1 C C2 .5990(4) .10451(9) .6479(3) .0537(6) Uani d . 1 C H1C2 .7277 .0958 .5817 .064 Uiso calc R 1 H H2C2 .6288 .0780 .7537 .064 Uiso calc R 1 H C3 .6428(5) .16599(11) .7232(4) .0641(7) Uani d . 1 C H1C3 .5403 .1722 .8105 .077 Uiso calc R 1 H H2C3 .8298 .1713 .7927 .077 Uiso calc R 1 H C4 .5611(5) .20973(10) .5652(4) .0607(7) Uani d . 1 C H1C4 .6718 .2054 .4824 .073 Uiso calc R 1 H H2C4 .5876 .2483 .6184 .073 Uiso calc R 1 H C5 .2711(5) .20169(9) .4518(4) .0610(7) Uani d . 1 C H1C5 .2241 .2295 .3492 .073 Uiso calc R 1 H H2C5 .1608 .2092 .5331 .073 Uiso calc R 1 H C6 .2120(4) .14133(9) .3691(3) .0503(6) Uani d . 1 C H1C6 .0183 .1363 .3200 .060 Uiso calc R 1 H C7 .2027(7) .06699(12) .0733(4) .0837(9) Uani d . 1 C H7A .2486 .0588 -.0401 .126 Uiso calc R 1 H H7B .0125 .0700 .0433 .126 Uiso calc R 1 H H7C .2663 .0365 .1634 .126 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 S .0896(5) .0683(5) .0535(4) -.0158(4) .0243(3) .0024(3) O .0702(11) .0474(9) .0540(10) -.0096(8) .0127(8) .0101(8) N1 .0499(11) .0404(10) .0480(10) -.0012(9) .0168(9) .0034(9) C1 .0420(12) .0396(12) .0455(12) -.0005(10) .0159(10) -.0024(10) C2 .0483(14) .0458(13) .0608(14) -.0043(11) .0074(12) -.0004(12) C3 .0646(17) .0590(16) .0642(16) -.0125(13) .0130(13) -.0110(13) C4 .0628(16) .0418(13) .0784(17) -.0090(12) .0227(14) -.0093(13) C5 .0624(16) .0410(13) .0817(17) .0074(12) .0247(14) .0046(12) C6 .0410(12) .0469(13) .0604(14) .0013(10) .0115(10) .0061(11) C7 .109(3) .0753(19) .0525(15) -.0035(18) .0035(16) -.0061(14) 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' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 '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' H H .0000 .0000 '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 C7 S C6 100.24(13) C1 N1 O 113.03(18) N1 C1 C2 126.2(2) N1 C1 C6 115.85(19) C2 C1 C6 117.94(18) C1 C2 C3 111.90(19) C4 C3 C2 111.8(2) C3 C4 C5 110.4(2) C4 C5 C6 112.64(19) C1 C6 C5 111.65(19) C1 C6 S 109.87(15) C5 C6 S 109.16(16) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S C7 1.787(3) S C6 1.829(2) O N1 1.410(2) N1 C1 1.276(3) C1 C2 1.494(3) C1 C6 1.500(3) C2 C3 1.524(3) C3 C4 1.509(3) C4 C5 1.514(3) C5 C6 1.523(3) 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 O N1 C1 C2 -.5(3) O N1 C1 C6 178.60(16) N1 C1 C2 C3 -136.6(2) C6 C1 C2 C3 44.4(3) C1 C2 C3 C4 -50.6(3) C2 C3 C4 C5 57.8(3) C3 C4 C5 C6 -57.3(3) N1 C1 C6 C5 137.5(2) C2 C1 C6 C5 -43.3(3) N1 C1 C6 S -101.24(19) C2 C1 C6 S 77.9(2) C4 C5 C6 C1 48.8(3) C4 C5 C6 S -72.8(2) C7 S C6 C1 68.30(18) C7 S C6 C5 -168.96(17)