#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/11/2001171.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_2001171
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            'C14 H16 N2 O2'
_chemical_formula_weight         244.29
_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                106.86(2)
_cell_angle_beta                 102.57(2)
_cell_angle_gamma                102.17(2)
_cell_formula_units_Z            2
_cell_length_a                   7.605(2)
_cell_length_b                   8.401(2)
_cell_length_c                   11.555(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      16
_cell_measurement_theta_min      15
_cell_volume                     659.3(3)
_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_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2470
_diffrn_reflns_theta_max         49.9
_diffrn_standards_decay_%        1.0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.9827
_exptl_absorpt_correction_T_min  0.9247
_exptl_absorpt_correction_type   'empirical, based on azimuthal scans'
_exptl_crystal_colour            'Yellow, transparent'
_exptl_crystal_density_diffrn    1.23
_exptl_crystal_density_meas      1.23
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          1.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.15
_refine_diff_density_min         -0.24
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   2.25
_refine_ls_hydrogen_treatment    noref?
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1883
_refine_ls_R_factor_obs          0.052
_refine_ls_shift/esd_max         0.0023
_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         0.073
_reflns_number_observed          1883
_reflns_number_total             2296
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            hl1030.cif
_cod_data_source_block           hl1030_structure_1_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        659.2(6)
_cod_database_code               2001171
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) .8415(2) .5825(2) -.39120(10)
O(2) .7804(2) .7544(2) -.22540(10)
N(1) .7183(2) .0901(2) .19410(10)
N(2) .8636(4) .2009(3) -.3634(2)
C(1) .7514(3) -.0788(3) .1624(2)
C(2) .6492(3) .1453(3) .3027(2)
C(3) .7261(2) .1830(2) .1157(2)
C(4) .7705(3) .1212(2) .0017(2)
C(5) .7819(2) .2167(2) -.0757(2)
C(6) .7526(2) .3818(2) -.0453(2)
C(7) .7071(3) .4415(2) .0684(2)
C(8) .6928(3) .3464(2) .1454(2)
C(9) .7650(2) .4933(2) -.1182(2)
C(10) .8013(2) .4745(2) -.2312(2)
C(11) .8360(3) .3230(3) -.3048(2)
C(12) .8058(2) .6186(3) -.2793(2)
C(13) .8493(3) .7142(3) -.4494(2)
C(14) .6619(3) .6990(3) -.5289(2)
H(1) .7393 -.1245 .2274
H(2) .6618 -.1555 .0844
H(3) .8749 -.0671 .1546
H(4) .7265 .2582 .3580
H(5) .5232 .1481 .2745
H(6) .6527 .0658 .3466
H(7) .7929 .0109 -.0219
H(8) .8105 .1701 -.1523
H(9) .6854 .5521 .0922
H(10) .6598 .3914 .2205
H(11) .7437 .6014 -.0805
H(12) .8973 .8258 -.3845
H(13) .9312 .7018 -.5007
H(14) .5792 .7122 -.4782
H(15) .6727 .7872 -.5653
H(16) .6130 .5880 -.5943
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(12) O(1) C(13) 117.7(2) yes
C(3) N(1) C(1) 121.2(2) yes
C(3) N(1) C(2) 120.6(2) yes
C(1) N(1) C(2) 117.6(2) yes
N(1) C(3) C(8) 121.5(2) yes
N(1) C(3) C(4) 121.6(2) yes
C(8) C(3) C(4) 116.9(2) yes
C(5) C(4) C(3) 121.4(2) yes
C(4) C(5) C(6) 122.0(2) yes
C(5) C(6) C(7) 116.0(2) yes
C(5) C(6) C(9) 126.4(2) yes
C(7) C(6) C(9) 117.6(2) yes
C(8) C(7) C(6) 122.5(2) yes
C(7) C(8) C(3) 121.2(2) yes
C(10) C(9) C(6) 132.5(2) yes
C(9) C(10) C(11) 123.5(2) yes
C(9) C(10) C(12) 118.3(2) yes
C(11) C(10) C(12) 118.2(2) yes
N(2) C(11) C(10) 179.7(4) yes
O(2) C(12) O(1) 123.3(2) yes
O(2) C(12) C(10) 124.6(2) yes
O(1) C(12) C(10) 112.1(2) yes
O(1) C(13) C(14) 111.9(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(12) 1.341(2) yes
O(1) C(13) 1.449(2) yes
O(2) C(12) 1.208(2) yes
N(1) C(3) 1.359(2) yes
N(1) C(1) 1.449(3) yes
N(1) C(2) 1.456(2) yes
N(2) C(11) 1.142(3) yes
C(3) C(8) 1.406(3) yes
C(3) C(4) 1.411(3) yes
C(4) C(5) 1.368(2) yes
C(5) C(6) 1.407(2) yes
C(6) C(7) 1.409(2) yes
C(6) C(9) 1.432(2) yes
C(7) C(8) 1.364(2) yes
C(9) C(10) 1.365(3) yes
C(10) C(11) 1.423(3) yes
C(10) C(12) 1.468(3) yes
C(13) C(14) 1.476(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(8) C(7) C(6) C(9) -179.6(7) yes
C(4) C(5) C(6) C(9) 178.7(2) yes
C(6) C(9) C(10) C(11) 0.4(5) yes
O(2) C(12) C(10) C(11) -179.3(2) yes
C(12) O(1) C(13) C(14) -87.8(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 668189
