#------------------------------------------------------------------------------ #$Date: 2016-02-14 14:26:36 +0000 (Sun, 14 Feb 2016) $ #$Revision: 176435 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/00/2200060.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_2200060 loop_ _publ_author_name 'Duskova, Jarmila' 'Jiri Labsky' 'Jindrich Hasek' 'Ivana Cisarova' _publ_section_title ; 3-Ethoxycarbonyl-2,2,5,5-tetramethyl-1H-2,5-dihydropyrrol-1-yloxyl ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o85 _journal_page_last o86 _journal_paper_doi 10.1107/S1600536800019334 _journal_volume 57 _journal_year 2001 _chemical_formula_sum 'C11 H18 N O3' _chemical_formula_weight 212.26 _chemical_melting_point 379.1(10) _chemical_name_systematic ; 3-ethoxycarbonyl- 2,2,5,5-tetramethyl-1H-2,5-dihydropyrrol-1-yloxyl ; _space_group_IT_number 62 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_space_group_name_H-M 'P n m a' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.4710(4) _cell_length_b 9.3700(3) _cell_length_c 12.3500(4) _cell_measurement_reflns_used 12475 _cell_measurement_temperature 150 _cell_measurement_theta_max 27.5 _cell_measurement_theta_min 1.0 _cell_volume 1211.70(7) _computing_cell_refinement 'COLLECT and DENZO' _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski, 1997)' _computing_data_reduction 'COLLECT and DENZO' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 and ORTEP-3' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_ambient_temperature 110 _diffrn_measured_fraction_theta_full .995 _diffrn_measured_fraction_theta_max .995 _diffrn_measurement_device_type 'Nonius KappaCCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71070 _diffrn_reflns_av_R_equivalents .028 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 15701 _diffrn_reflns_theta_full 27.45 _diffrn_reflns_theta_max 27.45 _diffrn_reflns_theta_min 3.30 _diffrn_standards_number none _exptl_absorpt_coefficient_mu .084 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.164 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 460 _exptl_crystal_size_max .4 _exptl_crystal_size_mid .3 _exptl_crystal_size_min .2 _refine_diff_density_max .266 _refine_diff_density_min -.152 _refine_ls_extinction_coef .000030(10) _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.215 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 123 _refine_ls_number_reflns 1462 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.215 _refine_ls_R_factor_all .056 _refine_ls_R_factor_gt .044 _refine_ls_shift/su_max .009 _refine_ls_shift/su_mean .002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.1000P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .152 _reflns_number_gt 1216 _reflns_number_total 1464 _reflns_threshold_expression I>2\s(I) _cod_data_source_file na6018.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '105-107 C' was changed to '379.1(10)' - it was converted from degrees Celsius(C) to Kelvins(K), the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '105-107 C' was changed to '379.1(10)' - it was converted from degrees Celsius(C) to Kelvins(K), the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_formula_sum 'C11 H18 N1 O3' _cod_database_code 2200060 _cod_database_fobs_code 2200060 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-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 N1 -.18529(12) .2500 .62264(11) .0421(4) Uani d S 1 . . N C2 -.14572(14) .2500 .50795(12) .0331(4) Uani d S 1 . . C C3 -.00289(14) .2500 .52252(11) .0308(4) Uani d S 1 . . C C4 .03176(14) .2500 .62623(11) .0326(4) Uani d S 1 . . C C5 -.07972(13) .2500 .70199(13) .0340(4) Uani d S 1 . . C O6 -.30192(11) .2500 .65080(11) .0662(5) Uani d S 1 . . O C7 -.19680(13) .11609(12) .45207(11) .0462(4) Uani d . 1 . . C C8 .08547(15) .2500 .42918(12) .0346(4) Uani d S 1 . . C O9 .05073(12) .2500 .33631(10) .0522(4) Uani d S 1 . . O O10 .20763(11) .2500 .45910(8) .0403(4) Uani d S 1 . . O C11 .30171(17) .2500 .37204(15) .0532(5) Uani d S 1 . . C C12 .4288(2) .2500 .4199(2) .0906(10) Uani d S 1 . . C C13 -.08471(13) .38400(10) .77207(10) .0426(4) Uani d . 1 . . C H1 .1239(17) .2500 .6551(15) .044(5) Uiso d S 1 . . H H2 -.0108(13) .3868(13) .8198(12) .051(3) Uiso d . 1 . . H H3 -.0784(12) .4699(17) .7274(11) .054(4) Uiso d . 1 . . H H4 -.2888(15) .1179(15) .4577(10) .050(4) Uiso d . 1 . . H H5 -.1663(14) .3828(15) .8143(14) .059(4) Uiso d . 1 . . H H6 -.1693(13) .1170(16) .3737(13) .060(4) Uiso d . 1 . . H H7 -.1639(12) .0314(17) .4861(12) .052(3) Uiso d . 1 . . H H8 .492(2) .2500 .358(2) .083(8) Uiso d S 1 . . H H9 .2852(16) .162(2) .3302(15) .081(5) Uiso d . 1 . . H H10 .446(2) .179(3) .475(2) .138(10) Uiso d . 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 N1 .0289(7) .0623(9) .0350(8) .000 .0006(5) .000 C2 .0346(8) .0341(7) .0306(8) .000 -.0039(6) .000 C3 .0378(8) .0259(7) .0287(9) .000 .0010(5) .000 C4 .0319(8) .0368(7) .0291(8) .000 .0016(6) .000 C5 .0313(7) .0412(8) .0295(8) .000 .0004(6) .000 O6 .0269(7) .1213(13) .0503(9) .000 .0041(5) .000 C7 .0480(8) .0370(7) .0536(8) -.0059(5) -.0075(6) -.0039(5) C8 .0441(9) .0310(7) .0287(8) .000 .0033(6) .000 O9 .0583(8) .0714(8) .0268(7) .000 .0008(5) .000 O10 .0392(7) .0527(7) .0288(6) .000 .0099(4) .000 C11 .0478(11) .0773(14) .0343(10) .000 .0155(7) .000 C12 .0468(12) .183(3) .0422(13) .000 .0162(10) .000 C13 .0462(7) .0436(7) .0380(7) .0028(5) .0054(5) -.0039(5) 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' N N .0061 .0033 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O6 N1 C5 . . 122.50(10) yes O6 N1 C2 . . 122.20(10) no C5 N1 C2 . . 115.20(10) yes N1 C2 C3 . . 99.40(10) yes N1 C2 C7 . . 109.58(9) yes C3 C2 C7 . . 113.66(8) yes N1 C2 C7 . 8_565 109.57(9) no C3 C2 C7 . 8_565 113.66(8) no C7 C2 C7 . 8_565 110.30(10) yes C4 C3 C8 . . 125.40(10) yes C4 C3 C2 . . 112.70(10) yes C8 C3 C2 . . 121.90(10) no C3 C4 C5 . . 112.90(10) yes C3 C4 H1 . . 126.0(10) no C5 C4 H1 . . 121.0(10) no N1 C5 C4 . . 99.70(10) yes N1 C5 C13 . 8_565 110.53(8) no C4 C5 C13 . 8_565 112.42(8) no N1 C5 C13 . . 110.53(8) yes C4 C5 C13 . . 112.42(8) yes C13 C5 C13 8_565 . 110.70(10) yes C2 C7 H4 . . 107.6(8) no C2 C7 H6 . . 109.0(9) no H4 C7 H6 . . 111.0(10) no C2 C7 H7 . . 110.8(9) no H4 C7 H7 . . 110.0(10) no H6 C7 H7 . . 109.0(10) no O9 C8 O10 . . 123.70(10) yes O9 C8 C3 . . 123.60(10) yes O10 C8 C3 . . 112.60(10) yes C8 O10 C11 . . 116.40(10) yes O10 C11 C12 . . 108.5(2) yes O10 C11 H9 . . 106.0(10) no C12 C11 H9 . . 112.0(10) no C11 C12 H8 . . 108(2) no C11 C12 H10 . . 118(2) no H8 C12 H10 . . 114(2) no C5 C13 H2 . . 109.8(7) no C5 C13 H3 . . 110.8(8) no H2 C13 H3 . . 105.0(10) no C5 C13 H5 . . 108.4(8) no H2 C13 H5 . . 111.0(10) no H3 C13 H5 . . 111.0(10) no 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 N1 O6 . 1.270(2) yes N1 C5 . 1.477(2) yes N1 C2 . 1.476(2) yes C2 C3 . 1.506(2) yes C2 C7 . 1.5290(10) yes C2 C7 8_565 1.5290(10) no C3 C4 . 1.331(2) yes C3 C8 . 1.478(2) yes C4 C5 . 1.496(2) yes C4 H1 . 1.029(18) no C5 C13 8_565 1.5260(10) no C5 C13 . 1.5260(10) yes C7 H4 . .97(2) no C7 H6 . 1.01(2) no C7 H7 . .96(2) no C8 O9 . 1.203(2) yes C8 O10 . 1.331(2) yes O10 C11 . 1.458(2) yes C11 C12 . 1.456(3) yes C11 H9 . .99(2) no C12 H8 . 1.01(3) no C12 H10 . .97(3) no C13 H2 . .97(2) no C13 H3 . .980(10) no C13 H5 . 1.00(2) no