#------------------------------------------------------------------------------ #$Date: 2025-08-19 19:55:00 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301808 $ #$URL: svn://www.crystallography.net/cod/cif/2/30/03/2300320.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_2300320 loop_ _publ_author_name 'Eccles, Kevin S.' 'Stokes, Stephen P.' 'Daly, Carla A.' 'Barry, Nicola M.' 'McSweeney, Sharon P.' 'O'Neill, Damian J.' 'Kelly, Dawn M.' 'Jennings, W. Brian' 'N\'i Dhubhghaill, O. M.' 'Moynihan, Humphrey A.' 'Maguire, Anita R.' 'Lawrence, Simon E.' _publ_section_title ; Evaluation of the Bruker SMART X2S: crystallography for the nonspecialist? ; _journal_coden_ASTM JACGAR _journal_coeditor_code KK5074 _journal_issue 1 _journal_name_full 'Journal of Applied Crystallography' _journal_page_first 213 _journal_page_last 215 _journal_paper_doi 10.1107/S0021889810042561 _journal_volume 44 _journal_year 2011 _chemical_formula_moiety 'C12 H16 O3' _chemical_formula_sum 'C12 H16 O3' _chemical_formula_weight 208.25 _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_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.214(14) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.894(4) _cell_length_b 16.220(8) _cell_length_c 7.742(3) _cell_measurement_reflns_used 1463 _cell_measurement_temperature 300(2) _cell_measurement_theta_max 21.93 _cell_measurement_theta_min 2.51 _cell_volume 1116.9(9) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker GIS' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker APEX2' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 300(2) _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'Bruker SMART X2S' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_radiation_source 'micro-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0427 _diffrn_reflns_av_sigmaI/netI 0.0423 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 7217 _diffrn_reflns_theta_full 25.01 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_min 2.29 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_T_max 0.9767 _exptl_absorpt_correction_T_min 0.8479 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.238 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 448 _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.27 _refine_diff_density_max 0.309 _refine_diff_density_min -0.331 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 140 _refine_ls_number_reflns 1944 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.010 _refine_ls_R_factor_all 0.0852 _refine_ls_R_factor_gt 0.0463 _refine_ls_shift/su_max 6.481 _refine_ls_shift/su_mean 0.450 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1061P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1261 _refine_ls_wR_factor_ref 0.1689 _reflns_number_gt 1285 _reflns_number_total 1944 _reflns_threshold_expression >2sigma(I) _cod_data_source_file kk5074.cif _cod_data_source_block Compound_6_X2S _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius ; _cod_original_sg_symbol_H-M P12(1)/c1 _cod_database_code 2300320 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_type_symbol _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 O O1 0.27547(18) 0.40331(10) 0.09437(18) 0.0415(5) Uani d . 1 . . O O2 0.1881(2) 0.50078(10) -0.3929(2) 0.0578(6) Uani d . 1 . . H H2 0.1770 0.4651 -0.4668 0.087 Uiso calc R 1 . . O O3 0.18947(18) 0.36545(10) 0.36778(19) 0.0433(5) Uani d . 1 . . C C1 0.3372(3) 0.26728(16) 0.2005(3) 0.0507(7) Uani d . 1 . . H H1A 0.3499 0.2352 0.3037 0.076 Uiso calc R 1 . . H H1B 0.4265 0.2635 0.1316 0.076 Uiso calc R 1 . . H H1C 0.2531 0.2465 0.1358 0.076 Uiso calc R 1 . . C C2 0.3092(3) 0.35675(15) 0.2484(3) 0.0397(6) Uani d . 1 . . C C3 0.1317(3) 0.39191(14) 0.0278(3) 0.0353(6) Uani d . 1 . . C C4 0.1054(3) 0.42110(14) -0.1399(3) 0.0370(6) Uani d . 1 . . C C5 -0.0379(3) 0.41084(16) -0.2091(3) 0.0453(7) Uani d . 1 . . H H5 -0.0572 0.4301 -0.3201 0.054 Uiso calc R 1 . . C C6 -0.1537(3) 0.37284(17) -0.1182(3) 0.0480(7) Uani d . 1 . . C C7 -0.3094(3) 0.3634(2) -0.1979(4) 0.0767(10) Uani d . 1 . . H H7A -0.3482 0.3096 -0.1716 0.115 Uiso calc R 1 . . H H7B -0.3029 0.3700 -0.3208 0.115 Uiso calc R 1 . . H H7C -0.3752 0.4047 -0.1514 0.115 Uiso calc R 1 . . C C8 0.4459(3) 0.39727(19) 0.3285(3) 0.0577(8) Uani d . 1 . . H H8A 0.4230 0.4536 0.3560 0.087 Uiso calc R 1 . . H H8B 0.5279 0.3955 0.2484 0.087 Uiso calc R 1 . . H H8C 0.4735 0.3684 0.4321 0.087 Uiso calc R 1 . . C C9 0.0181(3) 0.35583(15) 0.1236(3) 0.0371(6) Uani d . 1 . . C C10 -0.1232(3) 0.34571(16) 0.0478(3) 0.0449(7) Uani d . 1 . . H H10 -0.1990 0.3200 0.1104 0.054 Uiso calc R 1 . . C C11 0.2320(3) 0.46342(16) -0.2348(3) 0.0445(7) Uani d . 1 . . H H11A 0.2748 0.5054 -0.1601 0.053 Uiso calc R 1 . . H H11B 0.3101 0.4232 -0.2581 0.053 Uiso calc R 1 . . C C12 0.0497(3) 0.33103(17) 0.3084(3) 0.0468(7) Uani d . 1 . . H H12A -0.0314 0.3501 0.3817 0.056 Uiso calc R 1 . . H H12B 0.0540 0.2714 0.3164 0.056 Uiso calc R 1 . . 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 O1 0.0399(10) 0.0479(10) 0.0366(10) -0.0064(8) -0.0045(7) 0.0085(7) O2 0.0929(15) 0.0445(11) 0.0358(10) 0.0019(10) 0.0006(10) 0.0089(8) O3 0.0498(10) 0.0486(10) 0.0317(9) -0.0029(8) -0.0003(8) -0.0042(7) C1 0.0583(17) 0.0507(16) 0.0433(15) 0.0108(13) -0.0039(12) 0.0000(12) C2 0.0427(14) 0.0463(14) 0.0301(13) -0.0008(11) -0.0035(11) 0.0031(10) C3 0.0367(14) 0.0353(13) 0.0339(13) 0.0020(10) -0.0028(10) -0.0018(10) C4 0.0452(14) 0.0328(12) 0.0329(13) 0.0021(10) -0.0016(10) -0.0006(10) C5 0.0544(17) 0.0437(15) 0.0376(14) 0.0108(12) -0.0088(12) -0.0018(11) C6 0.0419(15) 0.0512(16) 0.0508(16) 0.0045(12) -0.0101(13) -0.0103(13) C7 0.0492(18) 0.099(3) 0.082(2) 0.0008(18) -0.0236(16) -0.0046(19) C8 0.0545(17) 0.0678(19) 0.0507(16) -0.0097(14) -0.0125(13) 0.0024(14) C9 0.0411(14) 0.0378(13) 0.0325(13) 0.0020(11) 0.0024(10) -0.0040(10) C10 0.0377(14) 0.0484(15) 0.0486(16) -0.0027(11) 0.0033(12) -0.0042(12) C11 0.0574(17) 0.0403(15) 0.0359(14) -0.0024(12) 0.0011(12) 0.0043(11) C12 0.0473(15) 0.0534(16) 0.0398(15) -0.0071(12) 0.0052(12) 0.0036(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 C3 O1 C2 . . 115.18(17) ? C11 O2 H2 . . 109.1 ? C2 O3 C12 . . 113.76(17) ? C2 C1 H1A . . 109.5 ? C2 C1 H1B . . 109.4 ? H1A C1 H1B . . 109.5 ? C2 C1 H1C . . 109.6 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? O3 C2 O1 . . 109.42(18) ? O3 C2 C8 . . 107.05(19) ? O1 C2 C8 . . 106.0(2) ? O3 C2 C1 . . 112.2(2) ? O1 C2 C1 . . 109.41(18) ? C8 C2 C1 . . 112.5(2) ? C9 C3 O1 . . 122.0(2) ? C9 C3 C4 . . 121.3(2) ? O1 C3 C4 . . 116.7(2) ? C5 C4 C3 . . 117.8(2) ? C5 C4 C11 . . 123.4(2) ? C3 C4 C11 . . 118.8(2) ? C4 C5 C6 . . 122.4(2) ? C4 C5 H5 . . 118.8 ? C6 C5 H5 . . 118.8 ? C10 C6 C5 . . 117.8(2) ? C10 C6 C7 . . 121.3(3) ? C5 C6 C7 . . 120.9(2) ? C6 C7 H7A . . 109.5 ? C6 C7 H7B . . 109.5 ? H7A C7 H7B . . 109.5 ? C6 C7 H7C . . 109.4 ? H7A C7 H7C . . 109.5 ? H7B C7 H7C . . 109.5 ? C2 C8 H8A . . 109.5 ? C2 C8 H8B . . 109.5 ? H8A C8 H8B . . 109.5 ? C2 C8 H8C . . 109.4 ? H8A C8 H8C . . 109.5 ? H8B C8 H8C . . 109.5 ? C3 C9 C10 . . 118.8(2) ? C3 C9 C12 . . 119.1(2) ? C10 C9 C12 . . 122.1(2) ? C6 C10 C9 . . 121.8(2) ? C6 C10 H10 . . 119.1 ? C9 C10 H10 . . 119.1 ? O2 C11 C4 . . 114.2(2) ? O2 C11 H11A . . 108.4 ? C4 C11 H11A . . 108.8 ? O2 C11 H11B . . 109.0 ? C4 C11 H11B . . 108.6 ? H11A C11 H11B . . 107.6 ? O3 C12 C9 . . 110.93(19) ? O3 C12 H12A . . 109.5 ? C9 C12 H12A . . 109.6 ? O3 C12 H12B . . 109.4 ? C9 C12 H12B . . 109.4 ? H12A C12 H12B . . 108.0 ? 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 O1 C3 . 1.389(3) ? O1 C2 . 1.442(3) ? O2 C11 . 1.419(3) ? O2 H2 . 0.8201 ? O3 C2 . 1.420(3) ? O3 C12 . 1.437(3) ? C1 C2 . 1.519(4) ? C1 H1A . 0.9600 ? C1 H1B . 0.9600 ? C1 H1C . 0.9600 ? C2 C8 . 1.513(3) ? C3 C9 . 1.386(3) ? C3 C4 . 1.400(3) ? C4 C5 . 1.391(3) ? C4 C11 . 1.511(3) ? C5 C6 . 1.393(4) ? C5 H5 . 0.9300 ? C6 C10 . 1.384(4) ? C6 C7 . 1.522(3) ? C7 H7A . 0.9600 ? C7 H7B . 0.9600 ? C7 H7C . 0.9600 ? C8 H8A . 0.9600 ? C8 H8B . 0.9600 ? C8 H8C . 0.9600 ? C9 C10 . 1.395(3) ? C9 C12 . 1.511(3) ? C10 H10 . 0.9300 ? C11 H11A . 0.9700 ? C11 H11B . 0.9700 ? C12 H12A . 0.9700 ? C12 H12B . 0.9700 ? loop_ _cod_entry_issue_id _cod_entry_issue_origin _cod_entry_issue_severity _cod_entry_issue_description _cod_entry_issue_author _cod_entry_issue_date 1 original note ; This entry describes a structure that was purposely solved automatically with minimal human intervention to investigate the capabilities of the Bruker SMART X2S benchtop crystallography instrument. ; 'Vaitkus, Antanas' 2025-01-27T16:15:51+02:00 loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 8878912 2 PubChem 10703571