#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003640.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_2003640 loop_ _publ_author_name 'Akama, Y.' 'Shiro, M.' 'Ueda, T.' 'Kajitani, M.' _publ_section_title ; Keto and Enol Tautomers of 4-Benzoyl-3-methyl-1-phenyl-5(2H)-pyrazolone ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1310 _journal_page_last 1314 _journal_volume 51 _journal_year 1995 _chemical_formula_sum 'C17 H14 N2 O2' _chemical_formula_weight 278.31 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _atom_type_scat_source IntTabIV _cell_angle_alpha 90 _cell_angle_beta 90.8(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.440(4) _cell_length_b 9.110(7) _cell_length_c 13.510(9) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 20 _cell_measurement_theta_min 10 _cell_volume 1407.9(15) _diffrn_measurement_device 'Rigaku RAXIS IIc image plate system' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 2192 _diffrn_reflns_theta_max 26.25 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_type none _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.313 _exptl_crystal_description Prismatic _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.24 _refine_diff_density_min -0.19 _refine_ls_extinction_coef 3.93852E-06 _refine_ls_extinction_method secondary _refine_ls_goodness_of_fit_obs 2.19 _refine_ls_hydrogen_treatment noref _refine_ls_number_parameters 191 _refine_ls_number_reflns 1784 _refine_ls_R_factor_obs 0.063 _refine_ls_shift/esd_max 0.00 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme 'w = 1/[\s^2^(F~o~)]' _refine_ls_wR_factor_obs 0.077 _reflns_number_observed 1784 _reflns_number_total 2192 _reflns_observed_criterion I>3\s(I) _[local]_cod_data_source_file bk0003.cif _[local]_cod_data_source_block keto _[local]_cod_cif_authors_sg_H-M 'P 21/a' _cod_original_cell_volume 1407.0(10) _cod_database_code 2003640 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_B_iso_or_equiv O(1) .3480(1) .1695(2) .6953(1) 4.89(5) O(2) .4333(1) .3549(2) .8726(1) 5.53(5) N(1) .1555(2) .2411(2) .6744(1) 4.14(5) N(2) .0797(2) .3329(2) .7238(2) 4.47(5) C(3) .1280(2) .3719(3) .8103(2) 4.32(6) C(4) .2410(2) .3178(3) .8159(2) 4.11(6) C(5) .2610(2) .2363(3) .7268(2) 4.07(6) C(6) .0606(2) .4689(3) .8764(2) 5.90(8) C(7) .3304(2) .3376(3) .8942(2) 4.23(6) C(1") .2952(2) .3308(3) .9998(2) 4.16(6) C(2") .3648(2) .4016(3) 1.0718(2) 4.64(6) C(3") .3366(2) .3967(3) 1.1700(2) 5.24(7) C(4") .2409(3) .3146(3) 1.2001(2) 5.68(8) C(5") .1735(3) .2401(3) 1.1306(2) 5.62(8) C(6") .1994(2) .2506(3) 1.0308(2) 4.87(7) C(1') .1314(2) .1974(3) .5755(2) 4.47(6) C(2') .1864(3) .0739(4) .5382(2) 6.01(8) C(3') .1596(3) .0289(5) .4428(2) 7.4(1) C(4') .0827(3) .1055(5) .3841(2) 7.16(10) C(5') .0292(3) .2270(5) .4216(2) 7.16(10) C(6') .0529(2) .2747(4) .5172(2) 5.99(8) H(2N) -.0018 .3232 .7129 3.8000 H(6) .0344 .4041 .9352 5.0000 H(6') .0017 .5093 .8410 5.0000 H(6") .1054 .5220 .9192 5.0000 H(2") .4306 .4640 1.0463 3.8000 H(3") .3913 .4561 1.2235 4.7000 H(4") .2217 .3002 1.2740 5.0000 H(5") .1087 .1751 1.1555 4.8000 H(6)" .1467 .1973 .9770 4.1000 H(2') .2468 .0193 .5852 5.2000 H(5') -.0291 .2902 .3835 6.6000 H(6)' .0168 .3637 .5433 6.5000 H(4') .0652 .0654 .3091 6.5000 H(3') .2071 -.0631 .4174 5.2000 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 N(2) N(1) C(5) 108.6(2) yes N(2) N(1) C(1') 120.7(2) yes C(5) N(1) C(1') 128.8(2) yes N(1) C(5) C(4) 105.3(2) yes N(1) N(2) C(3) 109.2(2) yes O(1) C(5) N(1) 122.2(2) yes C(5) C(4) C(3) 107.4(2) yes C(5) C(4) C(7) 123.3(2) yes N(2) C(3) C(4) 109.1(2) yes N(2) C(3) C(6) 118.3(3) yes O(2) C(7) C(4) 120.3(2) yes C(4) C(7) C(1") 119.3(2) yes N(1) N(2) H(2N) 119.4 yes C(3) N(2) H(2N) 123.8 yes C(4) C(3) C(6) 132.4(2) no O(2) C(7) C(1") 120.4(2) no C(3') C(4') C(5') 119.1(2) no C(2") C(1") C(6") 118.4(2) no C(2") C(3") C(4") 119.8(2) no C(2') C(1') C(6') 120.1(3) no N(1) C(1') C(2') 119.1(2) no C(2') C(3') C(4') 121.5(3) no C(4') C(5') C(6') 121.1(3) no O(1) C(5) C(4) 132.5(2) no C(3) C(4) C(7) 129.3(3) no C(6") C(1") C(7) 122.4(3) no C(3") C(4") C(5") 119.9(3) no C(1") C(6") C(5") 120.6(3) no N(1) C(1') C(6') 120.7(3) no C(1') C(2') C(3') 118.9(3) no C(1") C(2") C(3") 121.1(2) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O(1) O(2) 3.079(3) yes O(1) C(5) 1.246(3) yes O(2) C(7) 1.226(3) yes N(1) C(5) 1.391(3) yes N(1) C(1') 1.418(3) yes N(2) C(3) 1.334(3) yes N(1) N(2) 1.383(3) yes C(5) C(4) 1.435(4) yes C(4) C(3) 1.385(3) yes C(4) C(7) 1.472(3) yes C(3) C(6) 1.480(4) yes C(7) C(1") 1.490(3) yes N(2) H(2N) 0.95 yes C(5") C(6") 1.388(4) no C(3") C(4") 1.391(4) no C(1") C(6") 1.388(4) no C(1') C(6') 1.380(4) no C(3') C(4') 1.367(5) no C(5') C(6') 1.386(4) no C(1") C(2") 1.405(4) no C(2") C(3") 1.370(3) no C(4") C(5") 1.384(4) no C(1') C(2') 1.387(4) no C(2') C(3') 1.383(4) no C(4') C(5') 1.365(5) no C(2') H(2') 1.06 no C(3') H(3') 1.06 no C(4') H(4') 1.09 no C(5') H(5') 1.02 no C(6) H(6") 0.91 no C(6') H(6') 0.98 no C(2") H(2") 1.01 no C(3") H(3") 1.09 no C(4") H(4") 1.04 no C(5") H(5") 1.01 no C(6) H(6)' 0.90 no C(6) H(6) 1.04 no C(6") H(6)" 1.06 no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag O(1) C(5) N(1) N(2) -175.0(2) yes O(2) C(7) C(4) C(5) 37.3(4) yes O(2) C(7) C(1") C(2") 26.1(3) yes N(1) N(2) C(3) C(4) 5.5(3) yes N(1) N(2) C(3) C(6) -179.1(2) yes N(1) C(5) C(4) C(3) -2.6(3) yes N(1) C(5) C(4) C(7) 178.7(2) yes N(2) N(1) C(5) C(4) 5.8(3) yes N(2) C(3) C(4) C(5) -1.8(3) yes C(5) N(1) N(2) C(3) -7.2(3) yes C(5) N(1) C(1') C(2') 37.4(3) yes C(4) C(5) N(1) C(1') 169.7(2) yes _journal_paper_doi 10.1107/S0108270194007389