#------------------------------------------------------------------------------ #$Date: 2013-08-29 17:37:19 +0200 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/01/2100146.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_2100146 loop_ _publ_author_name 'Oswald, Iain D. H.' 'Allan, David R.' 'Motherwell, W. D. Samuel' 'Parsons, Simon' _publ_section_title ; Structures of the monofluoro- and monochlorophenols at low temperature and high pressure ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 69 _journal_page_last 79 _journal_volume 61 _journal_year 2005 _chemical_formula_moiety 'C6 H5 F1 O1' _chemical_formula_sum 'C6 H5 F O' _chemical_formula_weight 112.10 _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_method CRYSTALS_ver_12.39 _cell_angle_alpha 90 _cell_angle_beta 107.518(4) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 5.6510(12) _cell_length_b 5.0642(10) _cell_length_c 9.3185(19) _cell_measurement_reflns_used 711 _cell_measurement_temperature 150 _cell_measurement_theta_max 28 _cell_measurement_theta_min 2 _cell_volume 254.31(9) _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 (Betteridge et al 2003)' _computing_structure_refinement 'CRYSTALS (Betteridge et al 2003)' _computing_structure_solution 'SHELXS 86 (Sheldrick, 1986)' _diffrn_ambient_temperature 150 _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.919 _diffrn_measurement_device_type 'Bruker SMART' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.014 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 1603 _diffrn_reflns_theta_full 25.485 _diffrn_reflns_theta_max 28.635 _diffrn_reflns_theta_min 2.292 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.123 _exptl_absorpt_correction_T_max 0.96 _exptl_absorpt_correction_T_min 0.67 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.464 _exptl_crystal_description cylinder _exptl_crystal_F_000 116 _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.32 _refine_diff_density_max 0.22 _refine_diff_density_min -0.22 _refine_ls_abs_structure_details 'Flack, 0 Friedel-pairs' _refine_ls_abs_structure_Flack 0(3) _refine_ls_extinction_method None _refine_ls_goodness_of_fit_ref 1.0473 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 77 _refine_ls_number_reflns 672 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0427 _refine_ls_R_factor_gt 0.0373 _refine_ls_shift/su_max 0.000153 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; p=P(6)*max(Fo^2^,0) + (1-P(6))Fc^2^ Method = SHELXL 97 (Sheldrick, 1997) W = 1. / [Sigma^2^(F^2^)+(P(1)p)^2^+P(2)p+P(4)+P(5)Sin(theta) ] P(i) are: 0.553E-01 0.625E-03 0.00 0.00 0.00 0.333 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0921 _refine_ls_wR_factor_gt 0.0900 _refine_ls_wR_factor_ref 0.0921 _reflns_number_gt 608 _reflns_number_total 672 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file bs5012.cif _[local]_cod_data_source_block 3F _[local]_cod_cif_authors_sg_H-M 'P 21' _[local]_cod_chemical_formula_sum_orig 'C6 H5 F1 O1' _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: '_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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2100146 loop_ _symmetry_equiv_pos_as_xyz x,y,z -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_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 -0.2972(3) -0.3568(5) -0.1685(2) 0.0213 Uani 1.0000 . . C C2 -0.4652(4) -0.5476(6) -0.1529(2) 0.0246 Uani 1.0000 . . C C3 -0.6955(3) -0.5503(5) -0.2601(2) 0.0247 Uani 1.0000 . . C C4 -0.7650(3) -0.3756(6) -0.3785(2) 0.0275 Uani 1.0000 . . C C5 -0.5942(4) -0.1887(6) -0.3904(2) 0.0281 Uani 1.0000 . . C C6 -0.3595(4) -0.1777(5) -0.2865(2) 0.0247 Uani 1.0000 . . C O7 -0.0640(3) -0.3371(4) -0.06698(18) 0.0289 Uani 1.0000 . . O F8 -0.8607(2) -0.7366(7) -0.24734(16) 0.0374 Uani 1.0000 . . F H7 -0.026(7) -0.469(9) -0.023(4) 0.0500 Uiso 1.0000 . . H H2 -0.4233 -0.6705 -0.0721 0.0299 Uiso 1.0000 . . H H4 -0.9254 -0.3834 -0.4498 0.0314 Uiso 1.0000 . . H H5 -0.6378 -0.0656 -0.4710 0.0326 Uiso 1.0000 . . H H6 -0.2429 -0.0491 -0.2962 0.0298 Uiso 1.0000 . . 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 C1 0.0213(9) 0.0191(11) 0.0226(9) 0.0032(10) 0.0051(8) -0.0047(10) C2 0.0297(10) 0.0202(11) 0.0245(10) 0.0009(9) 0.0093(8) 0.0011(9) C3 0.0234(9) 0.0207(11) 0.0327(12) -0.0048(10) 0.0123(9) -0.0078(11) C4 0.0188(8) 0.0293(13) 0.0301(10) 0.0018(10) 0.0010(8) -0.0045(11) C5 0.0281(10) 0.0255(13) 0.0276(11) 0.0052(11) 0.0039(9) 0.0031(10) C6 0.0249(9) 0.0181(12) 0.0310(11) -0.0025(9) 0.0083(9) -0.0011(9) O7 0.0262(7) 0.0242(9) 0.0287(8) -0.0021(7) -0.0033(6) -0.0002(8) F8 0.0334(7) 0.0313(8) 0.0488(8) -0.0138(6) 0.0146(6) -0.0047(7) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 . . 1.392(3) yes C1 C6 . . 1.387(3) yes C1 O7 . . 1.375(2) yes C2 C3 . . 1.382(3) yes C2 H2 . . 0.950 no C3 C4 . . 1.376(3) yes C3 F8 . . 1.358(4) yes C4 C5 . . 1.380(3) yes C4 H4 . . 0.950 no C5 C6 . . 1.388(3) yes C5 H5 . . 0.950 no C6 H6 . . 0.950 no O7 H7 . . 0.78(4) no loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.0033 0.0016 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 'International Tables Vol C 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 C2 C1 C6 121.21(17) yes C2 C1 O7 121.4(2) yes C6 C1 O7 117.4(2) yes C1 C2 C3 117.1(2) yes C1 C2 H2 121.456 no C3 C2 H2 121.493 no C2 C3 C4 123.56(19) yes C2 C3 F8 117.8(2) yes C4 C3 F8 118.65(19) yes C3 C4 C5 117.87(18) yes C3 C4 H4 121.073 no C5 C4 H4 121.061 no C4 C5 C6 121.1(2) yes C4 C5 H5 119.489 no C6 C5 H5 119.422 no C5 C6 C1 119.22(19) yes C5 C6 H6 120.390 no C1 C6 H6 120.387 no C1 O7 H7 111(3) no _cod_database_fobs_code 2100146