#------------------------------------------------------------------------------ #$Date: 2018-08-16 02:39:51 +0300 (Thu, 16 Aug 2018) $ #$Revision: 209760 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/11/35/7113592.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7113592 loop_ _publ_author_name 'Fabbiani, Francesca P. A.' 'Allan, David R.' 'Dawson, Alice' 'David, William I. F.' 'McGregor, Pamela A.' 'Oswald, Iain D. H.' 'Parsons, Simon' 'Pulham, Colin R.' _publ_section_title ; Pressure-induced formation of a solvate of paracetamol ; _journal_coden_ASTM CHCOFS _journal_issue 24 _journal_name_full ; Chemical Communications (Cambridge, United Kingdom) ; _journal_page_first 3004 _journal_page_last 3005 _journal_paper_doi 10.1039/b310394c _journal_year 2003 _chemical_formula_moiety ' C9 H13 N1 O3 ' _chemical_formula_sum 'C9 H13 N O3' _chemical_formula_weight 183.21 _chemical_name_common 'paracetamol monomethanolate' _chemical_name_systematic 'paracetamol monomethanolate' _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 _cell_angle_alpha 90 _cell_angle_beta 115.52(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.630(2) _cell_length_b 17.209(3) _cell_length_c 7.3710(11) _cell_measurement_reflns_used 285 _cell_measurement_temperature 293 _cell_measurement_theta_max 18 _cell_measurement_theta_min 4 _cell_volume 873.4(4) _computing_cell_refinement ; SAINT (Siemens ,1995) ; _computing_data_collection ; SMART (Siemens, 1993) ; _computing_data_reduction ; SAINT (Siemens ,1995) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; _computing_publication_material ; CRYSTALS (Watkin et al 2001) ; _computing_structure_refinement ; CRYSTALS (Watkin et al 2001) ; _computing_structure_solution DASH _diffrn_ambient_temperature 293 _diffrn_measured_fraction_theta_full 0.339 _diffrn_measured_fraction_theta_max 0.244 _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method 'omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.05 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_number 801 _diffrn_reflns_theta_full 15.632 _diffrn_reflns_theta_max 20.843 _diffrn_reflns_theta_min 3.283 _diffrn_standards_decay_% 0.00 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.105 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.2895 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_crystal_colour ' block ' _exptl_crystal_density_diffrn 1.393 _exptl_crystal_description ' colourless ' _exptl_crystal_F_000 392.000 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.33 _refine_diff_density_min -0.43 _refine_ls_extinction_method None _refine_ls_goodness_of_fit_ref 0.9312 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 14 _refine_ls_number_reflns 172 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1848 _refine_ls_R_factor_gt 0.1347 _refine_ls_shift/su_max 0.000032 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2]^2 A~i~ are: 9.45 10.7 2.51 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.2161 _refine_ls_wR_factor_gt 0.1845 _refine_ls_wR_factor_ref 0.2161 _reflns_limit_h_max 1 _reflns_limit_h_min -4 _reflns_limit_k_max 17 _reflns_limit_k_min 0 _reflns_limit_l_max 7 _reflns_limit_l_min 0 _reflns_number_gt 118 _reflns_number_total 223 _reflns_threshold_expression I>2.00u(I) _cod_duplicate_entry 7103910 _cod_data_source_file b310394c.txt _cod_data_source_block compound_1 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius ; _cod_original_sg_symbol_H-M 'P 1 21/c 1 ' _cod_original_formula_sum ' C9 H13 N1 O3 ' _cod_database_code 7113592 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags O1 O 1.418(4) 0.2012(8) 0.453(2) 0.062(4) 1.0000 Uiso G H11 H 1.482(4) 0.1617(9) 0.447(3) 0.049(4) 1.0000 Uiso G O2 O 0.619(4) 0.0236(8) -0.131(2) 0.062(4) 1.0000 Uiso GD N3 N 0.626(4) 0.1452(7) -0.007(2) 0.062(4) 1.0000 Uiso GD C4 C 0.829(4) 0.1566(6) 0.106(2) 0.062(4) 1.0000 Uiso GD C5 C 0.971(4) 0.1085(6) 0.094(2) 0.062(4) 1.0000 Uiso GD C6 C 1.167(4) 0.1244(7) 0.212(2) 0.062(4) 1.0000 Uiso G C7 C 1.223(4) 0.1874(6) 0.343(2) 0.062(4) 1.0000 Uiso G C8 C 1.080(4) 0.2343(6) 0.358(3) 0.062(4) 1.0000 Uiso G C9 C 0.886(4) 0.2188(7) 0.241(3) 0.062(4) 1.0000 Uiso G C10 C 0.534(4) 0.0831(8) -0.118(2) 0.062(4) 1.0000 Uiso GD C11 C 0.316(4) 0.091(1) -0.227(3) 0.062(4) 1.0000 Uiso G O13 O 0.351(7) -0.0905(13) -0.448(4) 0.062(4) 1.0000 Uiso G C12 C 0.157(7) -0.078(2) -0.566(6) 0.062(4) 1.0000 Uiso G H51 H 0.9307 0.0630 -0.0005 0.073(4) 1.0000 Uiso . H61 H 1.2667 0.0898 0.1991 0.073(4) 1.0000 Uiso . H81 H 1.1207 0.2785 0.4548 0.073(4) 1.0000 Uiso . H91 H 0.7856 0.2525 0.2543 0.073(4) 1.0000 Uiso . H111 H 0.2747 0.1438 -0.1956 0.073(4) 1.0000 Uiso . H112 H 0.2716 0.0866 -0.3739 0.073(4) 1.0000 Uiso . H113 H 0.2518 0.0500 -0.1792 0.073(4) 1.0000 Uiso . H31 H 0.5405 0.1895 -0.0019 0.074(4) 1.0000 Uiso . H131 H 0.4337 -0.0522 -0.3521 0.039(4) 1.0000 Uiso . H121 H 0.1026 -0.1282 -0.6557 0.075(4) 1.0000 Uiso . H122 H 0.1286 -0.0339 -0.6528 0.075(4) 1.0000 Uiso . H123 H 0.0850 -0.0765 -0.4785 0.075(4) 1.0000 Uiso . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B 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 C7 O1 H11 109.474 no H31 N3 C10 116.277 no H31 N3 C4 115.362 no C10 N3 C4 128.353 yes C9 C4 C5 119.15 yes C9 C4 N3 116.77 yes C5 C4 N3 124.05 yes H51 C5 C6 120.872 no H51 C5 C4 119.304 no C6 C5 C4 119.823 yes H61 C6 C7 120.681 no H61 C6 C5 118.513 no C7 C6 C5 120.80 yes C8 C7 O1 122.37 yes C8 C7 C6 119.35 yes O1 C7 C6 118.276 yes H81 C8 C9 120.811 no H81 C8 C7 119.196 no C9 C8 C7 119.991 yes H91 C9 C8 119.086 no H91 C9 C4 120.062 no C8 C9 C4 120.849 yes C11 C10 O2 121.759 yes C11 C10 N3 115.011 yes O2 C10 N3 123.229 yes H113 C11 H112 110.327 no H113 C11 H111 107.477 no H112 C11 H111 108.709 no H113 C11 C10 110.093 no H112 C11 C10 110.763 no H111 C11 C10 109.396 no H131 O13 C12 122.749 no H123 C12 H122 111.394 no H123 C12 H121 104.433 no H122 C12 H121 108.549 no H123 C12 O13 109.552 no H122 C12 O13 114.646 no H121 C12 O13 107.692 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C7 1.3735 yes O1 H11 0.85000 no O2 C10 1.23881 yes N3 H31 1.015 no N3 C10 1.3458 yes N3 C4 1.4208 yes C4 C9 1.3952 yes C4 C5 1.3995 yes C5 H51 1.006 no C5 C6 1.3918 yes C6 H61 1.003 no C6 C7 1.3913 yes C7 C8 1.3963 yes C8 H81 0.994 no C8 C9 1.3869 yes C9 H91 0.997 no C10 C11 1.5077 yes C11 H113 1.003 no C11 H112 0.987 no C11 H111 1.023 no O13 H131 0.974 no O13 C12 1.3717 yes C12 H123 1.016 no C12 H122 0.960 no C12 H121 1.050 no