#------------------------------------------------------------------------------ #$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/06/2010603.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_2010603 loop_ _publ_author_name 'Halcrow, Malcolm A.' 'Kilner, Colin A.' 'Thornton-Pett, Mark' _publ_section_title ; 2,6-Bis-(3-trifluoromethylpyrazol-1-yl)pyridine ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 213 _journal_page_last 214 _journal_volume 56 _journal_year 2000 _chemical_formula_iupac 'C13 H7 F6 N5' _chemical_formula_moiety 'C13 H7 F6 N5' _chemical_formula_sum 'C13 H7 F6 N5' _chemical_formula_weight 347.24 _chemical_name_systematic ; 2,6-Bis-(3-{trifluoromethyl}pyrazol-1-yl)pyridine ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 113.738(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 15.5849(11) _cell_length_b 11.6404(6) _cell_length_c 8.1150(7) _cell_measurement_reflns_used 8690 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.51 _cell_measurement_theta_min 2.26 _cell_volume 1347.63(17) _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_data_reduction DENZO-SMN _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 150(2) _diffrn_detector_area_resol_mean 9.091 _diffrn_measured_fraction_theta_full .986 _diffrn_measured_fraction_theta_max .986 _diffrn_measurement_device_type 'Nonius KappaCCD area detector diffractometer' _diffrn_measurement_method 'area detector' _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 .056 _diffrn_reflns_av_sigmaI/netI .043 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 8690 _diffrn_reflns_theta_full 27.51 _diffrn_reflns_theta_max 27.51 _diffrn_reflns_theta_min 2.26 _diffrn_standards_decay_% none _diffrn_standards_number none _exptl_absorpt_coefficient_mu .166 _exptl_absorpt_correction_T_max .9611 _exptl_absorpt_correction_T_min .9425 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SORTAV; Blessing, 1995)' _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.711 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 696 _exptl_crystal_size_max .36 _exptl_crystal_size_mid .27 _exptl_crystal_size_min .24 _refine_diff_density_max .30 _refine_diff_density_min -.27 _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 125 _refine_ls_number_reflns 1534 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.061 _refine_ls_R_factor_all .0693 _refine_ls_R_factor_gt .0473 _refine_ls_shift/su_max .01 _refine_ls_shift/su_mean .002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0701P)^2^+0.7815P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1391 _reflns_number_gt 1116 _reflns_number_total 1534 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file bm1377.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'C 2/c' _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 2010603 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -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_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol N1 .0000 .90938(19) -.7500 .0301(5) Uani d S 1 . . N C2 .06745(12) .97009(15) -.6249(2) .0290(4) Uani d . 1 . . C C3 .07162(13) 1.08899(17) -.6184(3) .0333(5) Uani d . 1 . . C H3 .1197(16) 1.1240(18) -.529(3) .038(6) Uiso d . 1 . . H C4 .0000 1.1483(2) -.7500 .0343(6) Uani d S 1 . . C H4 .0000 1.233(3) -.7500 .035(7) Uiso d S 1 . . H N5 .13781(10) .90447(14) -.4909(2) .0307(4) Uani d . 1 . . N N6 .21342(11) .95933(13) -.3675(2) .0334(4) Uani d . 1 . . N C7 .26270(13) .87541(15) -.2613(3) .0325(5) Uani d . 1 . . C C8 .22009(13) .76699(17) -.3129(3) .0344(5) Uani d . 1 . . C H8 .2437(16) .693(2) -.255(3) .049(6) Uiso d . 1 . . H C9 .13995(13) .78912(16) -.4608(3) .0332(5) Uani d . 1 . . C H9 .0889(15) .7429(18) -.537(3) .033(5) Uiso d . 1 . . H C10 .35415(14) .90242(17) -.1116(3) .0377(5) Uani d . 1 . . C F11 .35959(10) .85857(12) .04485(18) .0583(5) Uani d . 1 . . F F12 .42573(9) .85687(15) -.1378(2) .0719(6) Uani d . 1 . . F F13 .36999(9) 1.01383(11) -.0842(2) .0638(5) Uani d . 1 . . F 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 N1 .0245(10) .0333(12) .0300(12) .000 .0082(9) .000 C2 .0247(9) .0329(10) .0274(10) .0007(7) .0085(8) .0017(7) C3 .0288(9) .0334(10) .0314(10) -.0034(8) .0056(8) -.0023(8) C4 .0339(14) .0304(14) .0342(15) .000 .0090(12) .000 N5 .0256(8) .0312(8) .0299(9) -.0007(6) .0057(7) .0007(6) N6 .0265(8) .0345(9) .0319(9) -.0008(6) .0041(7) .0005(6) C7 .0283(9) .0323(10) .0323(10) .0020(7) .0076(8) .0014(8) C8 .0321(9) .0323(10) .0346(11) .0022(8) .0093(8) .0029(8) C9 .0298(9) .0306(10) .0350(11) -.0013(8) .0086(8) .0004(8) C10 .0334(10) .0353(11) .0360(11) .0059(8) .0053(8) .0023(8) F11 .0579(9) .0625(9) .0369(8) -.0007(7) .0006(6) .0085(6) F12 .0290(7) .1090(13) .0636(11) .0092(7) .0039(7) -.0290(9) F13 .0503(8) .0374(8) .0665(10) -.0062(6) -.0153(7) .0038(6) 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 N1 C2 . 1.333(2) yes C2 C3 . 1.386(3) yes C2 N5 . 1.417(2) yes C3 H3 . .90(2) no C3 C4 . 1.380(2) yes C4 H4 . .98(3) no N5 N6 . 1.360(2) yes N5 C9 . 1.363(2) yes N6 C7 . 1.324(2) yes C7 C8 . 1.409(3) yes C7 C10 . 1.487(3) yes C8 H8 . .98(2) no C8 C9 . 1.364(3) yes C9 H9 . .95(2) no C10 F13 . 1.322(2) no C10 F12 . 1.327(2) no C10 F11 . 1.339(2) no 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' F F .0171 .0103 '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 C2 N1 C2 . 2_553 116.0(2) yes N1 C2 C3 . . 124.69(17) yes N1 C2 N5 . . 115.35(17) yes C3 C2 N5 . . 119.96(16) yes H3 C3 C4 . . 123.2(14) no H3 C3 C2 . . 119.5(14) no C4 C3 C2 . . 117.36(18) yes H4 C4 C3 . . 120.03(13) no C3 C4 C3 2_553 . 119.9(3) yes N6 N5 C9 . . 112.27(15) yes N6 N5 C2 . . 119.05(16) yes C9 N5 C2 . . 128.63(15) yes C7 N6 N5 . . 103.68(15) yes N6 C7 C8 . . 112.77(17) yes N6 C7 C10 . . 119.31(16) yes C8 C7 C10 . . 127.88(17) yes H8 C8 C9 . . 128.4(13) no H8 C8 C7 . . 127.3(13) no C9 C8 C7 . . 104.32(17) yes H9 C9 C8 . . 133.8(12) no H9 C9 N5 . . 119.2(12) no C8 C9 N5 . . 106.96(16) yes F13 C10 F12 . . 107.86(18) no F13 C10 F11 . . 106.15(17) no F12 C10 F11 . . 105.23(17) no F13 C10 C7 . . 113.42(16) no F12 C10 C7 . . 112.07(17) no F11 C10 C7 . . 111.60(17) no _cod_database_fobs_code 2010603 _journal_paper_doi 10.1107/S0108270199013852