#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/11/2001172.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_2001172
loop_
_publ_author_name
'Shi, J.'
'Su, G.'
'He, Y.'
_publ_section_title
;
 Structures of ethyl 2-cyano-3-(4-dimethylaminophenyl)propenoate (I)
 and ethyl 2-cyano-3-(4-hydroxy-3-methoxyphenyl)propenoate (II)
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2137
_journal_page_last               2139
_journal_paper_doi               10.1107/S0108270193004901
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C13 H13 N O4'
_chemical_formula_weight         247.25
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 97.18(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   10.644(2)
_cell_length_b                   9.355(2)
_cell_length_c                   12.643(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      15
_cell_measurement_theta_min      14
_cell_volume                     1249.0(5)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.757862
_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       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2481
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        1.0
_diffrn_standards_interval_time  66
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  1.127
_exptl_absorpt_correction_T_min  0.774
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            'Yellow, transparent'
_exptl_crystal_density_diffrn    1.31
_exptl_crystal_density_meas      1.31
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   2.08
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1857
_refine_ls_R_factor_obs          0.056
_refine_ls_shift/esd_max         0.0004
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/\s^2^(F)
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.066
_reflns_number_observed          1857
_reflns_number_total             2362
_reflns_observed_criterion       I>=3\s(I)
_cod_data_source_file            hl1030.cif
_cod_data_source_block           hl1031_structure_2_of_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w=1/\s^2^(F)' 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)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1249.1(9)
_cod_original_formula_sum        'C13 H13 N1 O4'
_cod_database_code               2001172
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O(1) .25640(10) -.04660(10) .43530(10)
O(2) .08240(10) .08690(10) .29930(10)
O(3) -.17820(10) .54780(10) .72500(10)
O(4) -.31560(10) .59880(10) .58040(10)
N(1) -.2438(2) .4348(2) .36120(10)
C(1) -.0097(2) .1551(2) .22420(10)
C(2) .0872(2) .1242(2) .40360(10)
C(3) .0098(2) .2232(2) .44340(10)
C(4) .0237(2) .2541(2) .55320(10)
C(5) .1173(2) .1828(2) .61970(10)
C(6) .1939(2) .0831(2) .58010(10)
C(7) .1801(2) .0527(2) .47280(10)
C(8) -.0545(2) .3562(2) .60110(10)
C(9) -.1541(2) .4362(2) .55970(10)
C(10) -.2054(2) .4351(2) .4496(2)
C(11) -.2157(2) .5325(2) .63140(10)
C(12) -.3798(2) .7016(2) .6424(2)
C(13) -.4801(2) .7721(3) .5679(2)
H(1) .2409 -.0471 .3640
H(2) .0018 .2557 .2248
H(3) -.0943 .1360 .2424
H(4) -.0066 .1198 .1539
H(5) -.0545 .2715 .3974
H(6) .1295 .1998 .6940
H(7) .2628 .0347 .6209
H(8) -.0405 .3712 .6741
H(9) -.3092 .7716 .6761
H(10) -.4148 .6460 .6998
H(11) -.5250 .8418 .6029
H(12) -.5388 .7024 .5359
H(13) -.4429 .8189 .5112
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) O(2) C(1) 118.00(10) yes
C(11) O(4) C(12) 116.50(10) yes
O(2) C(2) C(3) 125.2(2) yes
O(2) C(2) C(7) 114.8(2) yes
C(3) C(2) C(7) 120.00(10) yes
C(2) C(3) C(4) 120.3(2) yes
C(5) C(4) C(3) 118.5(2) yes
C(5) C(4) C(8) 118.00(10) yes
C(3) C(4) C(8) 123.5(2) yes
C(6) C(5) C(4) 121.2(2) yes
C(5) C(6) C(7) 120.3(2) yes
O(1) C(7) C(6) 119.4(2) yes
O(1) C(7) C(2) 120.9(2) yes
C(6) C(7) C(2) 119.7(2) yes
C(9) C(8) C(4) 132.0(2) yes
C(8) C(9) C(10) 124.0(2) yes
C(8) C(9) C(11) 119.0(2) yes
C(10) C(9) C(11) 117.0(2) yes
N(1) C(10) C(9) 178.6(2) yes
O(3) C(11) O(4) 124.5(2) yes
O(3) C(11) C(9) 123.5(2) yes
O(4) C(11) C(9) 112.00(10) yes
O(4) C(12) C(13) 107.4(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(7) 1.357(2) yes
O(2) C(2) 1.359(2) yes
O(2) C(1) 1.427(2) yes
O(3) C(11) 1.209(2) yes
O(4) C(11) 1.326(2) yes
O(4) C(12) 1.463(2) yes
N(1) C(10) 1.142(2) yes
C(2) C(3) 1.376(2) yes
C(2) C(7) 1.405(2) yes
C(3) C(4) 1.407(2) yes
C(4) C(5) 1.391(2) yes
C(4) C(8) 1.448(2) yes
C(5) C(6) 1.373(3) yes
C(6) C(7) 1.377(2) yes
C(8) C(9) 1.349(3) yes
C(9) C(10) 1.430(2) yes
C(9) C(11) 1.486(2) yes
C(12) C(13) 1.487(3) yes
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
C(6) C(5) C(4) C(8) 179.1(2) yes
C(2) C(3) C(4) C(8) -179.7(2) yes
C(4) C(8) C(9) C(10) -0.4(3) yes
O(3) C(11) C(9) C(10) -176.8(2) yes
C(11) O(4) C(12) C(13) 174.8(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 720064
