#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/52/2225245.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_2225245
loop_
_publ_author_name
'Amézquita-Valencia, Manuel'
'Hernández-Ortega, Simón'
'Suárez-Ortiz, G. Alejandra'
'Cabrera, Armando'
_publ_section_title
;
 (Z)-Ethyl 3-(2,6-diisopropylanilino)but-2-enoate
;
_journal_coeditor_code           GW2075
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o500
_journal_paper_doi               10.1107/S1600536810003260
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C18 H27 N O2'
_chemical_formula_moiety         'C18 H27 N O2'
_chemical_formula_sum            'C18 H27 N O2'
_chemical_formula_weight         289.41
_chemical_melting_point          326.3(2)
_chemical_name_systematic
;
(Z)-Ethyl 3-(2,6-diisopropylanilino)but-2-enoate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.901(3)
_cell_angle_beta                 91.801(3)
_cell_angle_gamma                101.255(4)
_cell_formula_units_Z            2
_cell_length_a                   8.4750(17)
_cell_length_b                   8.8995(18)
_cell_length_c                   11.956(2)
_cell_measurement_reflns_used    1942
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.105
_cell_measurement_theta_min      2.453
_cell_volume                     880.1(3)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 0.83
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_sigmaI/netI    0.0727
_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       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7319
_diffrn_reflns_theta_full        25.40
_diffrn_reflns_theta_max         25.40
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.9962
_exptl_absorpt_correction_T_min  0.9802
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             316
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.108
_refine_diff_density_min         -0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.838
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3233
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.838
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0407
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0200P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0754
_refine_ls_wR_factor_ref         0.0849
_reflns_number_gt                1574
_reflns_number_total             3233
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            gw2075.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2225245
_cod_database_fobs_code          2225245
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.40766(16) 0.15127(14) 0.48653(10) 0.0730(4) Uani d . 1 . .
O O2 0.30098(15) 0.36079(13) 0.46776(9) 0.0683(4) Uani d . 1 . .
N N1 0.49463(18) 0.01679(16) 0.28928(11) 0.0554(4) Uani d D 1 . .
H H1 0.4882(18) 0.0192(18) 0.3638(8) 0.066 Uiso d D 1 . .
C C1 0.3661(2) 0.2415(2) 0.42624(15) 0.0556(5) Uani d . 1 . .
C C2 0.3774(2) 0.23743(19) 0.30792(14) 0.0574(5) Uani d . 1 . .
H H2 0.3404 0.3129 0.2713 0.069 Uiso calc R 1 . .
C C3 0.4383(2) 0.1311(2) 0.24509(14) 0.0521(5) Uani d . 1 . .
C C4 0.4449(2) 0.1348(2) 0.12035(14) 0.0821(7) Uani d . 1 . .
H H4A 0.5552 0.1526 0.0999 0.123 Uiso calc R 1 . .
H H4B 0.3952 0.2161 0.0974 0.123 Uiso calc R 1 . .
H H4C 0.3885 0.0382 0.0838 0.123 Uiso calc R 1 . .
C C5 0.5595(2) -0.1002(2) 0.22757(13) 0.0508(5) Uani d . 1 . .
C C6 0.7234(2) -0.0729(2) 0.20876(14) 0.0579(5) Uani d . 1 . .
C C7 0.7848(2) -0.1914(3) 0.15333(15) 0.0697(6) Uani d . 1 . .
H H7 0.8937 -0.1763 0.1392 0.084 Uiso calc R 1 . .
C C8 0.6859(3) -0.3301(3) 0.11939(15) 0.0710(6) Uani d . 1 . .
H H8 0.7291 -0.4091 0.0842 0.085 Uiso calc R 1 . .
C C9 0.5242(3) -0.3537(2) 0.13675(14) 0.0638(5) Uani d . 1 . .
H H9 0.4591 -0.4480 0.1118 0.077 Uiso calc R 1 . .
C C10 0.4557(2) -0.2397(2) 0.19079(13) 0.0529(5) Uani d . 1 . .
C C11 0.8341(2) 0.0779(2) 0.24878(18) 0.0793(6) Uani d . 1 . .
H H11 0.7657 0.1534 0.2650 0.095 Uiso calc R 1 . .
C C12 0.9507(3) 0.1411(3) 0.1612(2) 0.1274(9) Uani d . 1 . .
H H12A 1.0269 0.0753 0.1486 0.191 Uiso calc R 1 . .
H H12B 1.0068 0.2428 0.1879 0.191 Uiso calc R 1 . .
H H12C 0.8915 0.1448 0.0920 0.191 Uiso calc R 1 . .
C C13 0.9264(3) 0.0662(3) 0.35821(18) 0.1140(8) Uani d . 1 . .
H H13A 0.8516 0.0412 0.4157 0.171 Uiso calc R 1 . .
H H13B 0.9972 0.1628 0.3807 0.171 Uiso calc R 1 . .
H H13C 0.9884 -0.0129 0.3471 0.171 Uiso calc R 1 . .
C C14 0.2780(2) -0.2639(2) 0.21149(15) 0.0665(5) Uani d . 1 . .
H H14 0.2455 -0.1650 0.2053 0.080 Uiso calc R 1 . .
C C15 0.2454(2) -0.3071(2) 0.33083(17) 0.0971(7) Uani d . 1 . .
H H15A 0.2766 -0.4035 0.3403 0.146 Uiso calc R 1 . .
H H15B 0.1326 -0.3164 0.3431 0.146 Uiso calc R 1 . .
H H15C 0.3064 -0.2286 0.3840 0.146 Uiso calc R 1 . .
C C16 0.1727(2) -0.3808(2) 0.12593(19) 0.1022(8) Uani d . 1 . .
H H16A 0.1915 -0.3503 0.0516 0.153 Uiso calc R 1 . .
H H16B 0.0614 -0.3855 0.1412 0.153 Uiso calc R 1 . .
H H16C 0.1988 -0.4803 0.1311 0.153 Uiso calc R 1 . .
C C17 0.2874(3) 0.3794(2) 0.58714(14) 0.0862(7) Uani d . 1 . .
H H17A 0.3930 0.3940 0.6249 0.103 Uiso calc R 1 . .
H H17B 0.2202 0.2884 0.6120 0.103 Uiso calc R 1 . .
C C18 0.2146(2) 0.5158(2) 0.61480(15) 0.0817(6) Uani d . 1 . .
H H18A 0.2811 0.6051 0.5891 0.123 Uiso calc R 1 . .
H H18B 0.2064 0.5312 0.6947 0.123 Uiso calc R 1 . .
H H18C 0.1092 0.4994 0.5785 0.123 Uiso calc R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O2 C17 . . 116.95(14) ?
C3 N1 C5 . . 125.68(14) y
C3 N1 H1 . . 113.3(10) ?
C5 N1 H1 . . 121.1(10) ?
O1 C1 O2 . . 121.97(16) ?
O1 C1 C2 . . 126.24(17) y
O2 C1 C2 . . 111.79(16) ?
C3 C2 C1 . . 124.19(16) y
C3 C2 H2 . . 117.9 ?
C1 C2 H2 . . 117.9 ?
N1 C3 C2 . . 122.83(15) y
N1 C3 C4 . . 116.49(15) ?
C2 C3 C4 . . 120.68(15) ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C6 C5 C10 . . 122.50(16) ?
C6 C5 N1 . . 118.98(17) ?
C10 C5 N1 . . 118.49(17) ?
C7 C6 C5 . . 117.78(18) ?
C7 C6 C11 . . 120.22(19) ?
C5 C6 C11 . . 121.99(17) ?
C8 C7 C6 . . 120.58(19) ?
C8 C7 H7 . . 119.7 ?
C6 C7 H7 . . 119.7 ?
C9 C8 C7 . . 120.76(18) ?
C9 C8 H8 . . 119.6 ?
C7 C8 H8 . . 119.6 ?
C8 C9 C10 . . 121.37(19) ?
C8 C9 H9 . . 119.3 ?
C10 C9 H9 . . 119.3 ?
C9 C10 C5 . . 116.97(17) ?
C9 C10 C14 . . 122.14(18) ?
C5 C10 C14 . . 120.88(16) ?
C6 C11 C13 . . 111.31(17) ?
C6 C11 C12 . . 113.78(18) ?
C13 C11 C12 . . 110.29(19) ?
C6 C11 H11 . . 107.0 ?
C13 C11 H11 . . 107.0 ?
C12 C11 H11 . . 107.0 ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C11 C13 H13A . . 109.5 ?
C11 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C11 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C10 C14 C16 . . 113.93(16) ?
C10 C14 C15 . . 111.14(15) ?
C16 C14 C15 . . 110.36(17) ?
C10 C14 H14 . . 107.0 ?
C16 C14 H14 . . 107.0 ?
C15 C14 H14 . . 107.0 ?
C14 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C14 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C14 C16 H16A . . 109.5 ?
C14 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C14 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
O2 C17 C18 . . 108.30(15) ?
O2 C17 H17A . . 110.0 ?
C18 C17 H17A . . 110.0 ?
O2 C17 H17B . . 110.0 ?
C18 C17 H17B . . 110.0 ?
H17A C17 H17B . . 108.4 ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.2173(18) y
O2 C1 . 1.3543(18) y
O2 C17 . 1.4337(18) ?
N1 C3 . 1.3439(19) y
N1 C5 . 1.4310(19) y
N1 H1 . 0.894(8) ?
C1 C2 . 1.419(2) y
C2 C3 . 1.350(2) y
C2 H2 . 0.9300 ?
C3 C4 . 1.497(2) ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
C5 C6 . 1.392(2) ?
C5 C10 . 1.402(2) ?
C6 C7 . 1.392(2) ?
C6 C11 . 1.510(2) ?
C7 C8 . 1.371(3) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.370(2) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.388(2) ?
C9 H9 . 0.9300 ?
C10 C14 . 1.510(2) ?
C11 C13 . 1.525(3) ?
C11 C12 . 1.529(2) ?
C11 H11 . 0.9800 ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 0.9600 ?
C14 C16 . 1.525(2) ?
C14 C15 . 1.529(2) ?
C14 H14 . 0.9800 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
C17 C18 . 1.483(2) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 O1 . 0.894(8) 2.020(12) 2.7402(18) 136.8(13)
N1 H1 O1 2_656 0.894(8) 2.677(13) 3.3371(18) 131.5(12)
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C17 O2 C1 O1 . . . . 1.9(2) ?
C17 O2 C1 C2 . . . . -178.36(16) ?
O1 C1 C2 C3 . . . . -0.6(3) ?
O2 C1 C2 C3 . . . . 179.68(17) ?
C5 N1 C3 C2 . . . . 179.47(17) ?
C5 N1 C3 C4 . . . . 0.0(3) ?
C1 C2 C3 N1 . . . . 0.2(3) ?
C1 C2 C3 C4 . . . . 179.67(17) ?
C3 N1 C5 C6 . . . . 88.8(2) ?
C3 N1 C5 C10 . . . . -92.8(2) ?
C10 C5 C6 C7 . . . . -1.4(2) ?
N1 C5 C6 C7 . . . . 176.92(14) ?
C10 C5 C6 C11 . . . . 179.97(15) ?
N1 C5 C6 C11 . . . . -1.7(2) ?
C5 C6 C7 C8 . . . . -0.4(2) ?
C11 C6 C7 C8 . . . . 178.25(17) ?
C6 C7 C8 C9 . . . . 1.7(3) ?
C7 C8 C9 C10 . . . . -1.2(3) ?
C8 C9 C10 C5 . . . . -0.6(2) ?
C8 C9 C10 C14 . . . . -179.51(16) ?
C6 C5 C10 C9 . . . . 1.9(2) ?
N1 C5 C10 C9 . . . . -176.47(13) ?
C6 C5 C10 C14 . . . . -179.16(14) ?
N1 C5 C10 C14 . . . . 2.5(2) ?
C7 C6 C11 C13 . . . . -79.3(2) ?
C5 C6 C11 C13 . . . . 99.3(2) ?
C7 C6 C11 C12 . . . . 46.0(2) ?
C5 C6 C11 C12 . . . . -135.40(19) ?
C9 C10 C14 C16 . . . . -27.7(2) ?
C5 C10 C14 C16 . . . . 153.41(16) ?
C9 C10 C14 C15 . . . . 97.75(19) ?
C5 C10 C14 C15 . . . . -81.16(19) ?
C1 O2 C17 C18 . . . . 179.70(16) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30656016
