#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010203.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_2010203
loop_
_publ_author_name
'Sinur, Amalija'
'Golič, Ljubo'
'Stanovnik, Branko'
_publ_section_title
;
 Three substituted 3-aminopropenoates
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1842
_journal_page_last               1846
_journal_paper_doi               10.1107/S0108270193013423
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C14 H17 N O3'
_chemical_formula_sum            'C14 H17 N O3'
_chemical_formula_weight         247.3
_chemical_name_systematic
;
Ethyl (E)-2-benzoyl-3-dimethylaminopropenoate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           from_xtal_archive_file_using_CIFIO
_cell_angle_alpha                90.00000
_cell_angle_beta                 93.457(6)
_cell_angle_gamma                90.00000
_cell_formula_units_Z            4
_cell_length_a                   12.1732(9)
_cell_length_b                   6.8173(6)
_cell_length_c                   16.7370(10)
_cell_measurement_reflns_used    100
_cell_measurement_temperature    293
_cell_measurement_theta_max      17.903
_cell_measurement_theta_min      10.095
_cell_volume                     1386.45(18)
_computing_cell_refinement       xray_PARAM
_computing_data_collection       'Enraf-Nonius CAD-4'
_computing_data_reduction        xtal_DIFDAT_SORTRF_ADDREF
_computing_publication_material  xtal_CIFIO
_computing_structure_refinement  xtal_CRYLSQ
_computing_structure_solution    MULTAN88
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         xray_tube
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71069
_diffrn_reflns_av_R_equivalents  .037
_diffrn_reflns_av_sigmaI/netI    .022
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            13360
_diffrn_reflns_theta_max         27.94
_diffrn_reflns_theta_min         1.67
_diffrn_standards_decay_%        -1.09
_diffrn_standards_interval_count '600 (orientation)'
_diffrn_standards_interval_time  '333 (intensity)'
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .0778
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_density_meas      1.18
_exptl_crystal_description       irregular
_exptl_crystal_F_000             528
_exptl_crystal_size_max          .92
_exptl_crystal_size_mid          .76
_exptl_crystal_size_min          .72
_refine_diff_density_max         .217
_refine_diff_density_min         -.263
_refine_ls_abs_structure_details none
_refine_ls_abs_structure_Flack   0
_refine_ls_extinction_coef       24E3(4)
_refine_ls_extinction_method     'Zachariasen (Larson, 1970)'
_refine_ls_goodness_of_fit_all   .988
_refine_ls_goodness_of_fit_obs   .957
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     215
_refine_ls_number_reflns         2749
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          .06
_refine_ls_R_factor_obs          .047
_refine_ls_shift/esd_max         .109
_refine_ls_shift/esd_mean        .006
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
;calc w = 6w~f~w~s~ where
 w~f~ = |F~o~|/2.2  for F~o~ > 2.2
 w~f~ = 4.2/F~o~) for |F~o~| > 4.2)
 w~f~ = 1.0  for 2.2 <= F~o~ <= 4.2
 w~s~ =  (sin\q/0.54)^3^ for sin\q < 0.54
 w~s~ = 1.0 for sin\q >= 0.54
;
_refine_ls_wR_factor_all         .066
_refine_ls_wR_factor_obs         .049
_reflns_number_observed          2401
_reflns_number_total             3309
_reflns_observed_criterion       Inet>4.0\s(Inet)
_cod_data_source_file            ka1064.cif
_cod_data_source_block           ETPRO
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_site_thermal_displace_type' tag value 'Uij' was replaced with
'Uani' value 18 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1386.4(2)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2010203
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,1/2+y,1/2-z
-x,-y,-z
+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_type_symbol
C(1) 0.89113(10) 0.76556(19) 0.58348(7) 0.0465(3) Uani ? ? C
C(2) 0.79152(9) 0.64801(18) 0.57153(7) 0.0432(3) Uani ? ? C
C(3) 0.80064(10) 0.4859(2) 0.52253(7) 0.0464(3) Uani ? ? C
C(4) 0.63476(14) 0.3056(3) 0.55497(12) 0.0648(5) Uani ? ? C
C(5) 0.75014(17) 0.1932(3) 0.44789(13) 0.0694(6) Uani ? ? C
C(6) 0.68566(10) 0.72182(19) 0.59883(7) 0.0447(3) Uani ? ? C
C(8) 0.96434(14) 1.0675(2) 0.63394(11) 0.0605(5) Uani ? ? C
C(9) 0.9332(2) 1.2139(3) 0.69433(16) 0.0793(7) Uani ? ? C
C(71) 0.67533(9) 0.77690(17) 0.68456(7) 0.0412(3) Uani ? ? C
C(72) 0.74794(11) 0.7051(2) 0.74475(8) 0.0505(4) Uani ? ? C
C(73) 0.73108(16) 0.7437(3) 0.82486(9) 0.0660(5) Uani ? ? C
C(74) 0.64187(18) 0.8539(3) 0.84487(11) 0.0723(6) Uani ? ? C
C(75) 0.57029(16) 0.9282(3) 0.78538(13) 0.0721(6) Uani ? ? C
C(76) 0.58637(12) 0.8903(2) 0.70527(10) 0.0549(4) Uani ? ? C
O(1) 0.98205(10) 0.7195(2) 0.56435(10) 0.0757(4) Uani ? ? O
O(2) 0.87123(8) 0.93967(15) 0.61768(7) 0.0542(3) Uani ? ? O
O(3) 0.60430(10) 0.7325(3) 0.55275(8) 0.0750(4) Uani ? ? O
N 0.73117(10) 0.33832(18) 0.50949(7) 0.0521(3) Uani ? ? N
H(72) 0.8115(15) 0.627(3) 0.7315(10) 0.044 Uiso ? ? H
H(73) 0.7823(17) 0.683(3) 0.8676(13) 0.058 Uiso ? ? H
H(74) 0.6288(18) 0.872(3) 0.9008(14) 0.063 Uiso ? ? H
H(75) 0.5120(18) 1.003(3) 0.8006(12) 0.058 Uiso ? ? H
H(76) 0.5395(16) 0.927(3) 0.6654(11) 0.047 Uiso ? ? H
H(3) 0.8659(14) 0.477(3) 0.4962(10) 0.040 Uiso ? ? H
H(81) 1.0260(17) 0.992(3) 0.6536(12) 0.054 Uiso ? ? H
H(82) 0.9768(17) 1.128(3) 0.5891(13) 0.054 Uiso ? ? H
H(41) 0.6517(17) 0.348(3) 0.6110(13) 0.056 Uiso ? ? H
H(42) 0.5748(18) 0.380(3) 0.5329(12) 0.056 Uiso ? ? H
H(43) 0.6170(17) 0.174(3) 0.5535(12) 0.056 Uiso ? ? H
H(51) 0.802(2) 0.230(3) 0.4215(14) 0.061 Uiso ? ? H
H(52) 0.6905(19) 0.201(3) 0.4075(14) 0.061 Uiso ? ? H
H(53) 0.7446(18) 0.055(4) 0.4706(13) 0.061 Uiso ? ? H
H(91) 0.928(2) 1.151(4) 0.7434(17) 0.069 Uiso ? ? H
H(92) 0.868(2) 1.277(4) 0.6773(15) 0.069 Uiso ? ? H
H(93) 0.992(2) 1.303(4) 0.7077(15) 0.069 Uiso ? ? H
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C .002 .002 International_Tables_Vol_IV_Table_2.2B
H 0 0 International_Tables_Vol_IV_Table_2.2B
O .008 .006 International_Tables_Vol_IV_Table_2.2B
N .004 .003 International_Tables_Vol_IV_Table_2.2B
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
5 2 6
1 3 7
2 4 7
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) C(1) O(1) 125.90(10) yes
C(2) C(1) O(2) 111.90(10) yes
O(1) C(1) O(2) 122.10(10) yes
C(1) C(2) C(3) 115.10(10) yes
C(1) C(2) C(6) 120.20(10) yes
C(3) C(2) C(6) 123.80(10) yes
C(2) C(3) N 129.1(2) yes
C(2) C(3) H(3) 116.0(10) no
N C(3) H(3) 115.0(10) no
N C(4) H(41) 109.0(10) no
N C(4) H(42) 110.0(10) no
N C(4) H(43) 109.0(10) no
H(41) C(4) H(42) 109(2) no
H(41) C(4) H(43) 110(2) no
H(42) C(4) H(43) 110(2) no
N C(5) H(51) 109(2) no
N C(5) H(52) 108.0(10) no
N C(5) H(53) 110.0(10) no
H(51) C(5) H(52) 100(2) no
H(51) C(5) H(53) 123(2) no
H(52) C(5) H(53) 104(2) no
C(2) C(6) C(71) 120.40(10) yes
C(2) C(6) O(3) 120.90(10) yes
C(71) C(6) O(3) 118.60(10) yes
C(9) C(8) O(2) 107.70(10) yes
C(9) C(8) H(81) 111.0(10) no
C(9) C(8) H(82) 109.0(10) no
O(2) C(8) H(81) 110.0(10) no
O(2) C(8) H(82) 107.0(10) no
H(81) C(8) H(82) 112(2) no
C(8) C(9) H(91) 109(2) no
C(8) C(9) H(92) 110(2) no
C(8) C(9) H(93) 112(2) no
H(91) C(9) H(92) 112(2) no
H(91) C(9) H(93) 100(2) no
H(92) C(9) H(93) 113(2) no
C(6) C(71) C(72) 121.40(10) yes
C(6) C(71) C(76) 119.30(10) yes
C(72) C(71) C(76) 119.10(10) yes
C(71) C(72) C(73) 120.50(10) yes
C(71) C(72) H(72) 120.0(10) no
C(73) C(72) H(72) 119.0(10) no
C(72) C(73) C(74) 120.00(10) yes
C(72) C(73) H(73) 119.0(10) no
C(74) C(73) H(73) 121.0(10) no
C(73) C(74) C(75) 119.8(2) yes
C(73) C(74) H(74) 119.0(10) no
C(75) C(74) H(74) 121.0(10) no
C(74) C(75) C(76) 120.5(2) yes
C(74) C(75) H(75) 118.0(10) no
C(76) C(75) H(75) 122.0(10) no
C(71) C(76) C(75) 120.00(10) yes
C(71) C(76) H(76) 116.0(10) no
C(75) C(76) H(76) 123.0(10) no
C(1) O(2) C(8) 117.00(10) yes
C(3) N C(4) 123.90(10) yes
C(3) N C(5) 120.40(10) yes
C(4) N C(5) 115.70(10) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) . . 1.457(2) yes
C(1) O(1) . . 1.212(2) yes
C(1) O(2) . . 1.346(2) yes
C(2) C(3) . . 1.385(2) yes
C(2) C(6) . . 1.481(2) yes
C(3) N . . 1.324(2) yes
C(3) H(3) . . .93(2) no
C(4) N . . 1.454(2) yes
C(4) H(41) . . .99(2) no
C(4) H(42) . . .95(2) no
C(4) H(43) . . .92(2) no
C(5) N . . 1.457(2) yes
C(5) H(51) . . .83(3) no
C(5) H(52) . . .96(2) no
C(5) H(53) . . 1.02(2) no
C(6) C(71) . . 1.496(2) yes
C(6) O(3) . . 1.220(2) yes
C(8) C(9) . . 1.486(3) yes
C(8) O(2) . . 1.442(2) yes
C(8) H(81) . . .95(2) no
C(8) H(82) . . .88(2) no
C(9) H(91) . . .93(3) no
C(9) H(92) . . .93(3) no
C(9) H(93) . . .95(3) no
C(71) C(72) . . 1.389(2) yes
C(71) C(76) . . 1.391(2) yes
C(72) C(73) . . 1.394(2) yes
C(72) H(72) . . .98(2) no
C(73) C(74) . . 1.379(3) yes
C(73) H(73) . . 1.01(2) no
C(74) C(75) . . 1.379(3) yes
C(74) H(74) . . .97(2) no
C(75) C(76) . . 1.391(3) yes
C(75) H(75) . . .92(2) no
C(76) H(76) . . .89(2) no
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
O(1) C(1) C(2) C(3) -11.1(2) no
O(1) C(1) C(2) C(6) 179.30(10) no
O(2) C(1) C(2) C(3) 167.50(10) no
O(2) C(1) C(2) C(6) -2.2(2) no
C(2) C(1) O(2) C(8) 178.80(10) no
O(1) C(1) O(2) C(8) -2.6(2) no
C(1) C(2) C(3) N 169.50(10) no
C(1) C(2) C(3) H(3) -8.0(10) no
C(6) C(2) C(3) N -21.2(2) no
C(6) C(2) C(3) H(3) 161.0(10) no
C(1) C(2) C(6) C(71) -56.900 no
C(1) C(2) C(6) O(3) 125.70(10) no
C(3) C(2) C(6) C(71) 134.40(10) no
C(3) C(2) C(6) O(3) -43.0(2) no
C(2) C(3) N C(4) -9.1(2) no
C(2) C(3) N C(5) 172.50(10) no
H(3) C(3) N C(4) 169.0(10) no
H(3) C(3) N C(5) -10.0(10) no
H(41) C(4) N C(3) -34.0(10) no
H(41) C(4) N C(5) 144.0(10) no
H(42) C(4) N C(3) 85.0(10) no
H(42) C(4) N C(5) -96.0(10) no
H(43) C(4) N C(3) -154.0(10) no
H(43) C(4) N C(5) 24.0(10) no
H(51) C(5) N C(3) -8(2) no
H(51) C(5) N C(4) 173(2) no
H(52) C(5) N C(3) -116.0(10) no
H(52) C(5) N C(4) 65.0(10) no
H(53) C(5) N C(3) 130.0(10) no
H(53) C(5) N C(4) -48.0(10) no
C(2) C(6) C(71) C(72) -21.0(2) no
C(2) C(6) C(71) C(76) 163.90(10) no
O(3) C(6) C(71) C(72) 156.40(10) no
O(3) C(6) C(71) C(76) -18.6(2) no
O(2) C(8) C(9) H(91) 70(2) no
O(2) C(8) C(9) H(92) -53(2) no
O(2) C(8) C(9) H(93) 180(2) no
H(81) C(8) C(9) H(91) -50(2) no
H(81) C(8) C(9) H(92) -173(2) no
H(81) C(8) C(9) H(93) 60(2) no
H(82) C(8) C(9) H(91) -173(2) no
H(82) C(8) C(9) H(92) 63(2) no
H(82) C(8) C(9) H(93) -64(2) no
C(9) C(8) O(2) C(1) -161.20(10) no
H(81) C(8) O(2) C(1) -41.0(10) no
H(82) C(8) O(2) C(1) 81.0(10) no
C(6) C(71) C(72) C(73) -174.20(10) no
C(6) C(71) C(72) H(72) 6.0(10) no
C(76) C(71) C(72) C(73) .9(2) no
C(76) C(71) C(72) H(72) -179.0(10) no
C(6) C(71) C(76) C(75) 174.30(10) no
C(6) C(71) C(76) H(76) -1.0(10) no
C(72) C(71) C(76) C(75) -.8(2) no
C(72) C(71) C(76) H(76) -176.0(10) no
C(71) C(72) C(73) C(74) .0(3) no
C(71) C(72) C(73) H(73) 176.0(10) no
H(72) C(72) C(73) C(74) -180.0(10) no
H(72) C(72) C(73) H(73) -4(2) no
C(72) C(73) C(74) C(75) -.9(3) no
C(72) C(73) C(74) H(74) 176(2) no
H(73) C(73) C(74) C(75) -177.0(10) no
H(73) C(73) C(74) H(74) 0(2) no
C(73) C(74) C(75) C(76) 1.0(3) no
C(73) C(74) C(75) H(75) -179(2) no
H(74) C(74) C(75) C(76) -176(2) no
H(74) C(74) C(75) H(75) 4(2) no
C(74) C(75) C(76) C(71) -.1(3) no
C(74) C(75) C(76) H(76) 175(2) no
H(75) C(75) C(76) C(71) 180(2) no
H(75) C(75) C(76) H(76) -5(2) no
