#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$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_paper_doi               10.1107/S0108270194007389
_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_details     'w = 1/[σ²(Fₒ)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.077
_reflns_number_observed          1784
_reflns_number_total             2192
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            bk0003.cif
_cod_data_source_block           keto
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F~o~)]' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w = 1/[\s^2^(F~o~)]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1407.0(10)
_cod_original_sg_symbol_H-M      'P 21/a'
_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
