#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/97/2009786.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_2009786
loop_
_publ_author_name
'Zukerman-Schpector, J.'
'Pinto, A.Da.C.'
'Da Silva, J.F.M.'
'Barcellos, M.T.F.C.'
'Pires, S.S.'
'Fraiz, S.V. Jr'
_publ_section_title
;
 Diethyl (2,3-dihydro-2-oxo-3-indolylidene)propanedioate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              945
_journal_page_last               946
_journal_paper_doi               10.1107/S0108270193011369
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C15 H15 N1 O5'
_chemical_formula_sum            'C15 H15 N O5'
_chemical_formula_weight         289.29
_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           'SHELX76 (Sheldrick, 1976)'
_cell_angle_alpha                90.
_cell_angle_beta                 92.55(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   8.6740(10)
_cell_length_b                   13.2930(10)
_cell_length_c                   12.670(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    292
_cell_measurement_theta_max      21
_cell_measurement_theta_min      9
_cell_volume                     1459.4(4)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2147
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        +-1.1
_diffrn_standards_interval_time  30
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  1.44
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.32
_exptl_crystal_description       irregular
_exptl_crystal_size_max          0.38
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.27
_refine_diff_density_min         -0.22
_refine_ls_goodness_of_fit_obs   2.06
_refine_ls_hydrogen_treatment    refU
_refine_ls_number_parameters     192
_refine_ls_number_reflns         1136
_refine_ls_R_factor_obs          0.060
_refine_ls_shift/esd_max         0.004
_refine_ls_weighting_details     'w = [\s^2^(|F~o~|) + 0005|F~o~|^2^]^-1^'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.067
_reflns_number_observed          1136
_reflns_number_total             2052
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            li1067.cif
_cod_data_source_block           li1067_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '[\s^2^(|F~o~|) +
0005|F~o~|^2^]^-1^' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = [\s^2^(|F~o~|) + 0005|F~o~|^2^]^-1^'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1459.3(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C15 H15 N1 O5'
_cod_database_code               2009786
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
N .9897(5) -.1691(3) .3651(4)
O(1) 1.0093(4) -.0953(3) .2030(3)
O(2) .9191(5) .1227(3) .1327(3)
O(3) .7406(4) .0022(3) .1071(3)
O(4) .6906(6) .1612(4) .4119(4)
O(5) .6467(6) .1944(3) .2454(3)
C(2) .9580(6) -.0984(4) .2909(5)
C(3) .8522(6) -.0224(3) .3388(4)
C(4) .7464(7) -.0247(4) .5306(4)
C(5) .7482(8) -.0803(6) .6230(5)
C(6) .8374(8) -.1685(5) .6319(5)
C(7) .9194(7) -.2026(4) .5495(5)
C(8) .9150(6) -.1478(4) .4586(4)
C(9) .8317(6) -.0572(4) .4464(4)
C(10) .7956(6) .0547(4) .2804(4)
C(11) .8291(7) .0637(4) .1665(4)
C(12) .7697(8) .0033(6) -.0048(5)
C(13) .6702(9) -.0786(6) -.0561(5)
C(14) .7046(8) .1390(4) .3210(5)
C(15) .5680(10) .2870(7) .2750(8)
C(16) .5150(10) .3331(8) .1908(9)
H(N) 1.0430 -.2383 .3577
H(4) .6811 .0439 .5225
H(5) .6826 -.0538 .6889
H(6) .8347 -.2109 .7060
H(7) .9853 -.2704 .5567
H(12) .8873 -.0118 -.0222
H'(12) .7555 .0620 -.0531
H(13) .7066 -.1091 -.1190
H'(13) .7005 -.1416 -.0260
H"(13) .5661 -.0358 -.0449
H(15) .6397 .3321 .3116
H'(15) .4856 .2738 .3190
H(16) .4644 .3932 .2057
H'(16) .5983 .3471 .1445
H"(16) .4442 .2889 .1520
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(2) N C(8) 111.1(4) yes
C(14) O(5) C(15) 117.4(6) yes
N C(2) C(3) 107.1(4) yes
C(2) C(3) C(9) 105.4(4) yes
C(9) C(3) C(10) 134.4(5) yes
C(4) C(5) C(6) 119.9(6) yes
C(6) C(7) C(8) 118.2(6) yes
N C(8) C(9) 109.5(4) yes
C(3) C(9) C(4) 135.1(5) yes
C(4) C(9) C(8) 117.9(5) yes
C(3) C(10) C(14) 125.1(5) yes
O(2) C(11) O(3) 124.6(5) yes
O(3) C(11) C(10) 111.5(4) yes
O(4) C(14) O(5) 121.2(6) yes
O(5) C(14) C(10) 111.7(5) yes
C(11) O(3) C(12) 115.2(4) yes
N C(2) O(1) 126.1(5) yes
O(1) C(2) C(3) 126.7(5) yes
C(2) C(3) C(10) 120.2(4) yes
C(5) C(4) C(9) 119.7(5) yes
C(5) C(6) C(7) 121.2(6) yes
N C(8) C(7) 127.5(5) yes
C(7) C(8) C(9) 123.0(5) yes
C(3) C(9) C(8) 106.9(4) yes
C(3) C(10) C(11) 120.8(4) yes
C(11) C(10) C(14) 114.0(4) yes
O(2) C(11) C(10) 123.8(5) yes
O(3) C(12) C(13) 106.9(5) yes
O(4) C(14) C(10) 126.8(6) yes
O(5) C(15) C(16) 109.8(9) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N C(2) 1.349(7) yes
O(1) C(2) 1.218(7) yes
O(3) C(11) 1.331(7) yes
O(4) C(14) 1.200(8) yes
O(5) C(15) 1.460(10) yes
C(3) C(9) 1.458(7) yes
C(4) C(5) 1.384(8) yes
C(5) C(6) 1.410(10) yes
C(7) C(8) 1.362(8) yes
C(10) C(11) 1.489(7) yes
C(12) C(13) 1.520(10) yes
N C(8) 1.404(7) yes
O(2) C(11) 1.199(7) yes
O(3) C(12) 1.451(7) yes
O(5) C(14) 1.292(8) yes
C(2) C(3) 1.510(7) yes
C(3) C(10) 1.344(7) yes
C(4) C(9) 1.394(8) yes
C(6) C(7) 1.366(9) yes
C(8) C(9) 1.409(7) yes
C(10) C(14) 1.476(8) yes
C(15) C(16) 1.300(10) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 336699
