#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/00/2010002.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_2010002
loop_
_publ_author_name
'Lokaj, J.'
'Vrábel, V.'
'Sivý, J.'
'Ilavský, D.'
'Koreňová, A.'
_publ_section_title
;
 3-[5-(3-Nitrophenyl)furfurylidene]-2,4-pentanedione, C₁₆H₁₃NO₅
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1312
_journal_page_last               1314
_journal_paper_doi               10.1107/S0108270194000594
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C16 H13 N O5'
_chemical_formula_weight         299.282
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 117.74(8)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   8.023(6)
_cell_length_b                   10.393(4)
_cell_length_c                   19.092(8)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    293
_cell_measurement_theta_max      15
_cell_measurement_theta_min      4
_cell_volume                     1409.0(17)
_diffrn_measurement_device       XP2₁
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            3325
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        <5
_diffrn_standards_interval_time  100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.0992
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.675
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.41
_exptl_crystal_density_meas      1.39(3)
_exptl_crystal_density_method    'flotation in ZnSO~4~ solution'
_exptl_crystal_description       prisms
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.23
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.89
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     199
_refine_ls_number_reflns         701
_refine_ls_R_factor_obs          0.053
_refine_ls_shift/esd_max         0.1
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.055
_reflns_number_observed          701
_reflns_number_total             3172
_reflns_observed_criterion       I>1.96\s(I)
_cod_data_source_file            vs1007.cif
_cod_data_source_block           vs1007_structure_1_of_1
_cod_original_cell_volume        1409(2)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C16 H13 N1 O5'
_cod_database_code               2010002
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O(1) -.5123(4) .9937(3) .1466(2)
O(2) -.0815(4) .8790(3) .2028(2)
O(3) .0725(3) .7912(3) .37320(10)
O(4) .4914(4) 1.0823(3) .3432(2)
O(5) .7827(4) 1.0874(3) .4244(2)
N(1) .6270(5) 1.0408(3) .4004(2)
C(1) -.4910(6) .9116(4) .1959(2)
C(2) -.6560(5) .8585(5) .2011(3)
C(3) -.1459(5) .9355(4) .2395(2)
C(4) -.0878(7) 1.0662(4) .2701(3)
C(5) -.2992(5) .8727(4) .2518(2)
C(6) -.2668(5) .7821(4) .3058(2)
C(7) -.0911(5) .7322(4) .3638(2)
C(8) -.0446(6) .6351(4) .4157(2)
C(9) .1510(5) .6319(4) .4590(2)
C(10) .2222(5) .7276(4) .4325(2)
C(11) .4037(5) .7772(4) .4518(2)
C(12) .4235(5) .8839(4) .4147(2)
C(13) .6059(5) .9247(4) .4410(2)
C(14) .7644(5) .8708(5) .4984(2)
C(15) .7332(6) .7655(5) .5349(3)
C(16) .5602(5) .7161(5) .5133(2)
H(21) -.6828 .8029 .1659
H(22) -.6437 .8388 .2623
H(23) -.7713 .9408 .1755
H(41) -.03338 1.0647 .3347
H(42) .0191 1.1124 .2642
H(43) -.1833 1.1413 .2605
H(6) -.3722 .7422 .3075
H(8) -.1424 .5822 .4148
H(9) .2295 .5685 .4988
H(12) .3086 .9228 .3580
H(14) .8930 .9055 .5141
H(15) .8277 .7218 .5650
H(16) .5108 .6365 .5355
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
C(7) O(3) C(10) 107.8(4) yes
O(4) N(1) O(5) 122.4(4) yes
O(5) N(1) C(13) 118.3(4) yes
O(4) N(1) C(13) 119.3(4) yes
O(1) C(1) C(5) 118.5(5) no
O(3) C(7) C(8) 108.5(4) no
O(3) C(10) C(11) 115.9(4) no
C(1) C(5) C(6) 121.4(5) no
C(4) C(3) C(5) 118.1(4) no
C(6) C(7) C(8) 133.1(5) no
C(8) C(9) C(10) 108.4(4) no
C(10) C(11) C(12) 120.8(4) no
C(11) C(12) C(13) 115.0(4) no
C(12) C(13) C(14) 127.4(5) no
C(14) C(15) C(16) 123.3(5) no
N(1) C(13) C(12) 114.9(4) no
O(1) C(1) C(2) 120.2(4) yes
C(2) C(1) C(5) 121.2(4) yes
O(2) C(3) C(5) 119.0(4) yes
O(2) C(3) C(4) 122.9(5) yes
O(3) C(7) C(6) 118.4(4) no
O(3) C(10) C(9) 107.5(4) no
C(1) C(5) C(3) 115.2(4) no
C(3) C(5) C(6) 123.3(5) no
C(5) C(6) C(7) 128.8(5) no
C(7) C(8) C(9) 107.8(4) no
C(9) C(10) C(11) 136.6(4) no
C(10) C(11) C(16) 117.5(4) no
C(12) C(11) C(16) 121.6(5) no
C(13) C(14) C(15) 114.5(5) no
C(15) C(16) C(11) 118.3(4) no
N(1) C(13) C(14) 117.8(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(1) 1.222(5) yes
O(2) C(3) 1.199(6) yes
O(3) C(7) 1.383(5) yes
O(3) C(10) 1.376(4) yes
O(4) N(1) 1.207(4) yes
O(5) N(1) 1.213(5) yes
C(5) C(6) 1.330(6) no
C(6) C(7) 1.425(5) no
C(7) C(8) 1.341(6) no
C(8) C(9) 1.393(6) no
C(9) C(10) 1.357(7) no
N(1) C(13) 1.486(6) yes
C(1) C(2) 1.480(7) yes
C(1) C(5) 1.463(5) yes
C(3) C(4) 1.468(5) yes
C(3) C(5) 1.504(7) yes
C(10) C(11) 1.421(6) yes
C(11) C(12) 1.365(6) no
C(11) C(16) 1.409(5) no
C(12) C(13) 1.374(6) no
C(13) C(14) 1.355(5) no
C(14) C(15) 1.381(7) no
C(15) C(16) 1.352(6) no
