#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/32/2203284.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_2203284 loop_ _publ_author_name 'Prugove\O-pivaloyl-\b-D-xylopyranoside ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o378 _journal_page_last o380 _journal_paper_doi 10.1107/S1600536804002995 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C16 H28 O7' _chemical_formula_moiety 'C16 H28 O7' _chemical_formula_sum 'C16 H28 O7' _chemical_formula_weight 332.38 _chemical_name_systematic ; Methyl 3,4-di-O-pivaloyl-\b-D-xylopyranoside ; _space_group_IT_number 5 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'C 2y' _symmetry_space_group_name_H-M 'C 1 2 1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 119.337(12) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 19.111(3) _cell_length_b 5.9619(11) _cell_length_c 18.726(2) _cell_measurement_reflns_used 6732 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 28.2 _cell_measurement_theta_min 8.3 _cell_volume 1860.0(5) _computing_cell_refinement 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED' _computing_molecular_graphics 'PLATON98 (Spek, 1990)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.974 _diffrn_measured_fraction_theta_max 0.956 _diffrn_measurement_device_type 'Xcalibur CCD' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0942 _diffrn_reflns_av_sigmaI/netI 0.0439 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 19022 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 30.00 _diffrn_reflns_theta_min 4.71 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.187 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 720 _exptl_crystal_size_max 0.59 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.16 _refine_diff_density_max 0.369 _refine_diff_density_min -0.222 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 240 _refine_ls_number_reflns 2829 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.031 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0427 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0726P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1039 _refine_ls_wR_factor_ref 0.1080 _reflns_number_gt 2507 _reflns_number_total 2829 _reflns_threshold_expression I>2\s(I) _cod_data_source_file cv6270.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'C 2' _cod_database_code 2203284 _cod_database_fobs_code 2203284 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-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_type_symbol O1 -0.11050(7) 0.5665(2) 0.60072(7) 0.0191(3) Uani d . 1 O O2 -0.11587(7) 0.3135(3) 0.50673(7) 0.0206(3) Uani d . 1 O O3 0.05333(8) 0.2446(3) 0.60208(8) 0.0221(3) Uani d . 1 O H3 0.0681 0.2626 0.5681 0.033 Uiso calc R 1 H O4 0.13200(6) 0.6439(2) 0.69507(7) 0.0175(3) Uani d . 1 O O5 0.21488(7) 0.4831(3) 0.81793(8) 0.0224(3) Uani d . 1 O O6 0.05944(7) 0.7826(2) 0.79202(7) 0.0176(3) Uani d . 1 O O7 -0.00009(7) 1.1205(3) 0.76669(8) 0.0211(3) Uani d . 1 O C1 -0.07108(10) 0.3772(4) 0.58920(10) 0.0165(3) Uani d . 1 C C2 0.01356(9) 0.4420(3) 0.60646(10) 0.0158(4) Uani d . 1 C C3 0.06122(9) 0.5443(3) 0.69143(10) 0.0140(3) Uani d . 1 C C4 0.01398(9) 0.7278(3) 0.70560(10) 0.0150(3) Uani d . 1 C C5 -0.06902(9) 0.6401(4) 0.68469(10) 0.0181(4) Uani d . 1 C C6 -0.18385(11) 0.1762(4) 0.48985(11) 0.0257(5) Uani d . 1 C H6A -0.1660 0.0419 0.5222 0.039 Uiso calc R 1 H H6B -0.2118 0.1373 0.4328 0.039 Uiso calc R 1 H H6C -0.2193 0.2573 0.5033 0.039 Uiso calc R 1 H C7 0.20482(9) 0.5999(3) 0.76104(10) 0.0163(4) Uani d . 1 C C8 0.27062(10) 0.7221(4) 0.75181(11) 0.0189(4) Uani d . 1 C C9 0.26718(11) 0.6452(4) 0.67147(11) 0.0253(4) Uani d . 1 C H9A 0.2158 0.6832 0.6259 0.038 Uiso calc R 1 H H9B 0.2748 0.4858 0.6729 0.038 Uiso calc R 1 H H9C 0.3088 0.7189 0.6656 0.038 Uiso calc R 1 H C10 0.35258(10) 0.6606(5) 0.82513(12) 0.0299(5) Uani d . 1 C H10A 0.3945 0.7285 0.8184 0.045 Uiso calc R 1 H H10B 0.3590 0.5006 0.8279 0.045 Uiso calc R 1 H H10C 0.3553 0.7142 0.8748 0.045 Uiso calc R 1 H C11 0.25620(13) 0.9745(4) 0.74962(14) 0.0289(5) Uani d . 1 C H11A 0.2047 1.0099 0.7038 0.043 Uiso calc R 1 H H11B 0.2974 1.0524 0.7443 0.043 Uiso calc R 1 H H11C 0.2574 1.0198 0.7994 0.043 Uiso calc R 1 H C12 0.04880(9) 0.9885(3) 0.81484(10) 0.0155(3) Uani d . 1 C C13 0.10340(10) 1.0299(3) 0.90630(10) 0.0177(4) Uani d . 1 C C14 0.19084(10) 0.9730(5) 0.93042(12) 0.0287(5) Uani d . 1 C H14A 0.1935 0.8223 0.9138 0.043 Uiso calc R 1 H H14B 0.2240 0.9860 0.9887 0.043 Uiso calc R 1 H H14C 0.2095 1.0752 0.9038 0.043 Uiso calc R 1 H C15 0.07450(14) 0.8781(4) 0.95337(12) 0.0285(4) Uani d . 1 C H15A 0.0200 0.9150 0.9380 0.043 Uiso calc R 1 H H15B 0.1080 0.9010 1.0112 0.043 Uiso calc R 1 H H15C 0.0775 0.7240 0.9403 0.043 Uiso calc R 1 H C16 0.09744(11) 1.2758(4) 0.92512(11) 0.0211(4) Uani d . 1 C H16A 0.1133 1.3691 0.8937 0.032 Uiso calc R 1 H H16B 0.1322 1.3033 0.9825 0.032 Uiso calc R 1 H H16C 0.0431 1.3099 0.9110 0.032 Uiso calc R 1 H H11 -0.0693(12) 0.245(4) 0.6265(13) 0.013(5) Uiso d . 1 H H21 0.0077(12) 0.551(4) 0.5673(14) 0.015(5) Uiso d . 1 H H31 0.0761(14) 0.427(5) 0.7335(15) 0.022(6) Uiso d . 1 H H41 0.0108(12) 0.855(5) 0.6770(13) 0.013(5) Uiso d . 1 H H51 -0.1027(14) 0.758(5) 0.6878(15) 0.026(6) Uiso d . 1 H H52 -0.0664(12) 0.517(4) 0.7230(14) 0.016(5) 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 O1 0.0154(5) 0.0238(8) 0.0152(5) 0.0025(5) 0.0051(4) -0.0018(5) O2 0.0192(5) 0.0287(9) 0.0127(5) -0.0067(5) 0.0068(4) -0.0030(5) O3 0.0259(6) 0.0241(9) 0.0208(6) 0.0052(6) 0.0149(5) -0.0012(6) O4 0.0138(5) 0.0230(8) 0.0158(5) -0.0013(5) 0.0072(4) 0.0034(5) O5 0.0191(5) 0.0280(9) 0.0189(6) 0.0022(5) 0.0083(5) 0.0073(6) O6 0.0202(5) 0.0163(8) 0.0128(5) 0.0021(5) 0.0053(4) -0.0014(5) O7 0.0241(6) 0.0198(8) 0.0173(6) 0.0054(5) 0.0086(5) 0.0027(6) C1 0.0168(6) 0.0200(10) 0.0128(7) -0.0010(6) 0.0074(6) -0.0008(7) C2 0.0159(6) 0.0189(10) 0.0128(7) 0.0009(6) 0.0071(6) -0.0008(7) C3 0.0118(6) 0.0177(10) 0.0130(6) -0.0004(6) 0.0066(5) 0.0012(7) C4 0.0167(7) 0.0156(10) 0.0119(7) 0.0007(6) 0.0063(6) 0.0004(7) C5 0.0155(6) 0.0229(11) 0.0156(7) 0.0006(7) 0.0076(6) -0.0031(7) C6 0.0226(8) 0.0329(14) 0.0196(8) -0.0092(8) 0.0088(7) -0.0061(8) C7 0.0161(7) 0.0180(10) 0.0154(7) 0.0013(6) 0.0081(6) -0.0014(7) C8 0.0146(7) 0.0258(11) 0.0168(7) -0.0005(7) 0.0082(6) 0.0016(7) C9 0.0235(8) 0.0350(13) 0.0223(8) -0.0037(8) 0.0151(7) -0.0045(9) C10 0.0145(7) 0.0484(16) 0.0225(9) -0.0019(8) 0.0057(6) 0.0068(10) C11 0.0307(9) 0.0255(13) 0.0378(11) -0.0078(8) 0.0223(9) -0.0043(10) C12 0.0175(7) 0.0155(10) 0.0149(7) -0.0009(6) 0.0091(6) 0.0002(7) C13 0.0196(7) 0.0177(11) 0.0143(7) 0.0018(6) 0.0072(6) -0.0003(7) C14 0.0182(7) 0.0348(13) 0.0242(9) 0.0064(8) 0.0034(7) -0.0083(9) C15 0.0492(11) 0.0208(12) 0.0200(9) -0.0053(9) 0.0205(9) -0.0012(8) C16 0.0231(7) 0.0165(11) 0.0210(8) -0.0003(7) 0.0086(7) -0.0024(7) 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 _geom_angle_publ_flag C1 O1 C5 110.89(13) y C1 O2 C6 113.31(13) ? C2 O3 H3 109.5 ? C7 O4 C3 118.72(13) ? C12 O6 C4 117.26(14) ? O2 C1 O1 107.30(14) y O2 C1 C2 108.16(12) y O1 C1 C2 110.36(16) y O2 C1 H11 109.5(13) ? O1 C1 H11 110.0(12) ? C2 C1 H11 111.4(11) ? O3 C2 C3 109.17(13) ? O3 C2 C1 108.45(16) ? C3 C2 C1 110.50(12) y O3 C2 H21 112.8(14) ? C3 C2 H21 108.6(15) ? C1 C2 H21 107.3(12) ? O4 C3 C2 106.29(12) y O4 C3 C4 108.50(15) y C2 C3 C4 111.60(13) y O4 C3 H31 110.9(13) ? C2 C3 H31 110.1(15) ? C4 C3 H31 109.5(13) ? O6 C4 C3 105.91(13) y O6 C4 C5 110.01(12) y C3 C4 C5 109.85(16) y O6 C4 H41 107.3(15) ? C3 C4 H41 111.7(13) ? C5 C4 H41 111.8(13) ? O1 C5 C4 109.34(12) y O1 C5 H51 105.0(15) ? C4 C5 H51 111.8(16) ? O1 C5 H52 111.2(14) ? C4 C5 H52 112.5(12) ? H51 C5 H52 106.7(19) ? O2 C6 H6A 109.5 ? O2 C6 H6B 109.5 ? H6A C6 H6B 109.5 ? O2 C6 H6C 109.5 ? H6A C6 H6C 109.5 ? H6B C6 H6C 109.5 ? O5 C7 O4 124.28(15) ? O5 C7 C8 126.04(15) ? O4 C7 C8 109.68(14) ? C11 C8 C7 108.88(15) ? C11 C8 C10 110.51(19) ? C7 C8 C10 108.58(15) ? C11 C8 C9 110.22(17) ? C7 C8 C9 108.86(16) ? C10 C8 C9 109.75(16) ? C8 C9 H9A 109.5 ? C8 C9 H9B 109.5 ? H9A C9 H9B 109.5 ? C8 C9 H9C 109.5 ? H9A C9 H9C 109.5 ? H9B C9 H9C 109.5 ? C8 C10 H10A 109.5 ? C8 C10 H10B 109.5 ? H10A C10 H10B 109.5 ? C8 C10 H10C 109.5 ? H10A C10 H10C 109.5 ? H10B C10 H10C 109.5 ? C8 C11 H11A 109.5 ? C8 C11 H11B 109.5 ? H11A C11 H11B 109.5 ? C8 C11 H11C 109.5 ? H11A C11 H11C 109.5 ? H11B C11 H11C 109.5 ? O7 C12 O6 122.33(16) ? O7 C12 C13 125.55(18) ? O6 C12 C13 112.11(15) ? C16 C13 C12 109.10(16) ? C16 C13 C14 109.69(17) ? C12 C13 C14 109.90(14) ? C16 C13 C15 110.10(15) ? C12 C13 C15 107.89(15) ? C14 C13 C15 110.13(18) ? C13 C14 H14A 109.5 ? C13 C14 H14B 109.5 ? H14A C14 H14B 109.5 ? C13 C14 H14C 109.5 ? H14A C14 H14C 109.5 ? H14B C14 H14C 109.5 ? C13 C15 H15A 109.5 ? C13 C15 H15B 109.5 ? H15A C15 H15B 109.5 ? C13 C15 H15C 109.5 ? H15A C15 H15C 109.5 ? H15B C15 H15C 109.5 ? C13 C16 H16A 109.5 ? C13 C16 H16B 109.5 ? H16A C16 H16B 109.5 ? C13 C16 H16C 109.5 ? H16A C16 H16C 109.5 ? H16B C16 H16C 109.5 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 1.431(2) y O1 C5 1.440(2) y O2 C1 1.402(2) y O2 C6 1.434(2) y O3 C2 1.425(2) y O3 H3 0.8200 ? O4 C7 1.3591(19) y O4 C3 1.4479(18) y O5 C7 1.207(2) y O6 C12 1.348(2) y O6 C4 1.4500(19) y O7 C12 1.217(2) y C1 C2 1.536(2) y C1 H11 1.04(2) ? C2 C3 1.521(2) y C2 H21 0.95(2) ? C3 C4 1.522(3) y C3 H31 0.99(3) ? C4 C5 1.528(2) y C4 H41 0.91(3) ? C5 H51 0.97(3) ? C5 H52 1.01(2) ? C6 H6A 0.9600 ? C6 H6B 0.9600 ? C6 H6C 0.9600 ? C7 C8 1.534(2) ? C8 C11 1.527(4) ? C8 C10 1.538(3) ? C8 C9 1.543(2) ? C9 H9A 0.9600 ? C9 H9B 0.9600 ? C9 H9C 0.9600 ? C10 H10A 0.9600 ? C10 H10B 0.9600 ? C10 H10C 0.9600 ? C11 H11A 0.9600 ? C11 H11B 0.9600 ? C11 H11C 0.9600 ? C12 C13 1.527(2) ? C13 C16 1.525(3) ? C13 C14 1.540(2) ? C13 C15 1.542(3) ? C14 H14A 0.9600 ? C14 H14B 0.9600 ? C14 H14C 0.9600 ? C15 H15A 0.9600 ? C15 H15B 0.9600 ? C15 H15C 0.9600 ? C16 H16A 0.9600 ? C16 H16B 0.9600 ? C16 H16C 0.9600 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O3 H3 O2 2_556 0.82 2.04 2.852(2) 174 yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21174452 2 PubChem 139066472