#------------------------------------------------------------------------------ #$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/10/20/2102016.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_2102016 loop_ _publ_author_name 'Boldyreva, Elena V.' 'Shakhtshneider, Tatiana P.' 'Vasilchenko, Marina A.' 'Ahsbahs, Hans' 'Uchtmann, H.' _publ_section_title ; The Monoclinic Polymorph of Acetaminophen at Pressures 1GPa, 2GPa, 3GPa, and 4GPa. ; _journal_issue 2 _journal_name_full 'Acta Crystallographica, Section B' _journal_page_first 299 _journal_page_last 309 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C8 H9 N O2' _chemical_formula_sum 'C8 H9 N O2' _chemical_formula_weight 151.16 _chemical_melting_point 171.5(5) _chemical_name_common Acetaminophen _chemical_name_systematic ; 4-acetaminophenol ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 99.41(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.6250(10) _cell_length_b 7.985(2) _cell_length_c 11.916(2) _cell_measurement_reflns_used 15 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 9.38 _cell_measurement_theta_min 3.06 _cell_volume 621.9(2) _computing_cell_refinement 'CRYMIS (Kutoglu, 1995)' _computing_data_collection 'MDIF4 (Kutoglu, 1997)' _computing_data_reduction 'PROFILE (Naumov and Boldyreva, 1997)' _computing_molecular_graphics 'CAVITY (Naumov and Boldyreva, 1999)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997b)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .405 _diffrn_measured_fraction_theta_max .405 _diffrn_measurement_device_type 'STOE 4-circle diffractometer' _diffrn_measurement_method \w _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 .0472 _diffrn_reflns_av_sigmaI/netI .0844 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 2008 _diffrn_reflns_theta_full 27.50 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 3.08 _diffrn_standards_decay_% none _diffrn_standards_interval_time 300 _diffrn_standards_number 1 _exptl_absorpt_coefficient_mu .117 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.615 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 320 _exptl_crystal_size_max .25 _exptl_crystal_size_mid .15 _exptl_crystal_size_min .07 _refine_diff_density_max .117 _refine_diff_density_min -.109 _refine_ls_extinction_coef .012(2) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref .893 _refine_ls_hydrogen_treatment combination _refine_ls_matrix_type full _refine_ls_number_parameters 113 _refine_ls_number_reflns 581 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all .892 _refine_ls_R_factor_all .0810 _refine_ls_R_factor_gt .0312 _refine_ls_shift/su_max .000 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0185P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .0632 _reflns_number_gt 351 _reflns_number_total 581 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file av0025.cif _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 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_chemical_melting_point' value '171-172' was changed to '171.5(5)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana ; _cod_database_code 2102016 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -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 O1 .1447(5) .9750(2) .2205(2) .033(3) Uani d D 1 O H1' .042(5) 1.013(4) .243(3) .040 Uiso d D 1 H C1 .1148(8) .8669(3) .1292(3) .020(3) Uani d . 1 C C2 -.0785(7) .8444(3) .0648(2) .018(3) Uani d . 1 C H2 -.190(4) .898(2) .0833(7) .021 Uiso calc R 1 H C3 -.0967(8) .7377(3) -.0281(3) .027(3) Uani d . 1 C H3 -.228(4) .7217(5) -.0740(12) .032 Uiso calc R 1 H C4 .0684(8) .6554(3) -.0552(3) .016(3) Uani d . 1 C C5 .2612(6) .6722(2) .0124(2) .019(3) Uani d . 1 C H5 .375(4) .614(2) -.0047(7) .023 Uiso calc R 1 H C6 .2776(7) .7783(3) .1057(3) .021(3) Uani d . 1 C H6 .405(4) .7891(4) .1541(13) .026 Uiso calc R 1 H N1 .0344(7) .5533(3) -.1546(2) .024(3) Uani d . 1 N H2' -.125(6) .543(3) -.179(3) .029 Uiso d . 1 H C7 .1673(9) .4686(3) -.2041(3) .027(4) Uani d . 1 C O2 .3534(6) .4672(2) -.1692(2) .031(2) Uani d . 1 O C8 .0812(8) .3730(3) -.3091(3) .035(3) Uani d . 1 C H8A .134(3) .417(2) -.3720(12) .053 Uiso calc R 1 H H8B -.063(2) .383(2) -.3223(10) .053 Uiso calc R 1 H H8C .118(4) .259(2) -.2993(9) .053 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 O1 .034(6) .0294(13) .0327(18) .0023(16) -.004(3) -.0113(10) C1 .023(7) .0187(14) .019(2) -.0009(19) .006(4) .0026(13) C2 .010(7) .0219(13) .025(2) .0068(16) .012(4) .0021(13) C3 .032(7) .0216(14) .023(2) .000(2) -.007(4) .0050(14) C4 .016(7) .0180(13) .016(2) .0010(19) .006(4) .0016(13) C5 .018(7) .0222(13) .018(2) .0012(17) .008(4) .0030(12) C6 .021(7) .0213(14) .021(2) .0012(18) .000(4) .0030(13) N1 .023(6) .0242(13) .022(2) .0002(17) -.005(4) .0015(11) C7 .035(8) .0175(15) .027(3) .002(2) -.002(5) .0072(14) O2 .024(6) .0369(12) .0311(18) .0037(14) .003(3) .0018(10) C8 .054(8) .0231(14) .027(2) .0017(18) -.001(4) -.0027(12) 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' N N .0061 .0033 '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' 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 O1 C1 C2 121.1(4) yes C1 C2 C3 118.1(4) yes C2 C3 C4 121.2(4) yes C3 C4 C5 120.7(3) yes C3 C4 N1 116.7(3) yes C5 C4 N1 122.6(4) yes C4 C5 C6 117.7(4) yes C5 C6 C1 121.5(3) yes C6 C1 O1 118.2(3) yes C6 C1 C2 120.6(3) yes C4 N1 C7 129.6(4) yes N1 C7 O2 123.7(3) yes N1 C7 C8 116.3(4) yes O2 C7 C8 120.0(5) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 1.378(4) yes C1 C2 1.392(5) yes C2 C3 1.387(4) yes C3 C4 1.359(7) yes C4 C5 1.401(5) yes C5 C6 1.387(4) yes C6 C1 1.357(7) yes C4 N1 1.425(4) yes N1 C7 1.323(7) yes C7 O2 1.236(6) yes C7 C8 1.496(4) yes