#------------------------------------------------------------------------------
#$Date: 2025-08-19 08:12:48 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301798 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/01/2010199.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_2010199
loop_
_publ_author_name
'Vr\'abel, V.'
'Lokaj, J.'
'Siv\'y, J.'
'Ilavsk\'y, D'
'Bartovic, A.'
_publ_section_title
;
 3-[5-(2-Nitrophenyl)furfurylidene]-2,4-pentanedione
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1777
_journal_page_last               1779
_journal_paper_doi               10.1107/S0108270193013277
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C16 H13 N1 O5'
_chemical_formula_sum            'C16 H13 N O5'
_chemical_formula_weight         299.282
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                67.91(7)
_cell_angle_beta                 81.73(9)
_cell_angle_gamma                74.09(9)
_cell_formula_units_Z            2
_cell_length_a                   8.243(10)
_cell_length_b                   8.717(9)
_cell_length_c                   10.652(9)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    293
_cell_measurement_theta_max      17
_cell_measurement_theta_min      4
_cell_volume                     681.3(13)
_diffrn_measurement_device       XP21
_diffrn_measurement_method       \q/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3285
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        5
_diffrn_standards_interval_count 98
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.46
_exptl_crystal_density_meas      1.43(2)
_exptl_crystal_density_method    'flotation in ZnSO~4~ solution'
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.27
_refine_ls_goodness_of_fit_obs   0.84
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     199
_refine_ls_number_reflns         1641
_refine_ls_R_factor_obs          0.054
_refine_ls_shift/esd_max         0.1
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.051
_reflns_number_observed          1641
_reflns_number_total             3153
_reflns_observed_criterion       I>1.96\s(I)
_cod_data_source_file            ka1054.cif
_cod_data_source_block           ka1054_structure_1_of_1
_cod_original_cell_volume        681.0(10)
_cod_original_formula_sum        'C16 H13 N1 O5'
_cod_database_code               2010199
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O(1) .6350(2) -.3605(2) .8980(2)
O(2) .4832(2) .0647(2) .7128(2)
O(3) .1272(2) .1550(2) .83650(10)
O(4) .0337(2) .6269(2) .7431(2)
O(5) -.1667(3) .8214(2) .6337(2)
N(1) -.0891(2) .6736(2) .6770(2)
C(1) .5480(2) -.2948(2) .9744(2)
C(2) .5679(3) -.3749(3) 1.1233(2)
C(3) .4229(3) -.0553(2) .7683(2)
C(4) .3476(4) -.1297(3) .6925(2)
C(5) .4205(2) -.1344(2) .9191(2)
C(6) .3175(2) -.0639(2) 1.0004(2)
C(7) .1810(2) .0842(2) .9662(2)
C(8) .0908(3) .1765(3) 1.0404(2)
C(9) -.0244(3) .3122(3) .9549(2)
C(10) .0011(2) .2954(2) .8332(2)
C(11) -.0902(2) .3763(3) .7085(2)
C(12) -.1458(3) .5509(3) .6423(2)
C(13) -.2463(3) .6169(3) .5327(2)
C(14) -.2909(3) .5085(4) .4860(2)
C(15) -.2373(3) .3361(4) .5476(2)
C(16) -.1374(3) .2711(3) .6574(2)
H(21) .5651 -.2991 1.1652
H(22) .6757 -.4472 1.1432
H(23) .4588 -.4069 1.1808
H(41) .3679 -.0635 .5912
H(42) .4034 -.2278 .7042
H(43) .2055 -.0881 .7072
H(61) .3460 -.1183 1.0902
H(81) .1044 .1481 1.1368
H(91) -.1131 .4059 .9764
H(131) -.2842 .7453 .4797
H(141) -.3709 .5635 .4031
H(151) -.2874 .2435 .5330
H(161) -.1003 .1534 .6977
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) 105.70(10) yes
O(4) N(1) O(5) 122.6(2) yes
O(5) N(1) C(12) 117.5(2) yes
O(4) N(1) C(12) 119.8(2) yes
O(1) C(1) C(2) 120.8(2) yes
C(2) C(1) C(5) 119.7(2) yes
O(2) C(3) C(5) 119.6(2) yes
O(2) C(3) C(4) 122.4(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(1) 1.209(3) yes
O(2) C(3) 1.195(3) yes
O(3) C(7) 1.369(2) yes
O(3) C(10) 1.364(3) yes
O(4) N(1) 1.204(3) yes
O(5) N(1) 1.212(3) yes
C(5) C(6) 1.323(3) no
C(6) C(7) 1.426(3) no
C(7) C(8) 1.344(3) no
C(8) C(9) 1.398(6) no
C(9) C(10) 1.340(7) no
N(1) C(12) 1.456(3) yes
C(1) C(2) 1.487(3) yes
C(1) C(5) 1.469(3) yes
C(3) C(4) 1.489(4) yes
C(3) C(5) 1.490(3) yes
C(10) C(11) 1.455(3) yes
C(11) C(12) 1.388(3) no
C(11) C(16) 1.386(3) no
C(12) C(13) 1.374(3) no
C(13) C(14) 1.369(4) no
C(14) C(15) 1.364(4) no
C(15) C(16) 1.375(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 833193
