#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/08/2010865.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_2010865
loop_
_publ_author_name
'Hosomi, Hiroyuki'
'Ohba, Shigeru'
'Aoyama, Hiromu'
_publ_section_title
;
 N-Benzyl-N-(2-methoxyphenyl)cyclohex-1-enecarboxamide
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              e151
_journal_page_last               e151
_journal_paper_doi               10.1107/S0108270100004029
_journal_volume                  56
_journal_year                    2000
_chemical_formula_moiety         'C21 H23 N1 O2'
_chemical_formula_sum            'C21 H23 N O2'
_chemical_formula_weight         321.42
_chemical_name_systematic
;
Cyclohex-1-enecarboxylic acid benzyl-(2-methoxy-phenyl)-amide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 100.980(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.485(3)
_cell_length_b                   8.1790(10)
_cell_length_c                   20.9850(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    248.0(10)
_cell_measurement_theta_max      30.0
_cell_measurement_theta_min      28.8
_cell_volume                     1766.7(6)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1993)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1999)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_measurement_device_type  'Rigaku AFC-7R'
_diffrn_measurement_method       θ-2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  .010
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            4069
_diffrn_reflns_theta_max         75.0
_diffrn_reflns_theta_min         2.5
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .609
_exptl_absorpt_correction_T_max  .969
_exptl_absorpt_correction_T_min  .765
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(Coppens et al., 1965)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate-like
_exptl_crystal_size_max          .5
_exptl_crystal_size_mid          .5
_exptl_crystal_size_min          .05
_refine_diff_density_max         .48
_refine_diff_density_min         -.46
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.04
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3388
_refine_ls_R_factor_gt           .055
_refine_ls_shift/su_max          .001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.0708P)²+0.9854P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .159
_reflns_number_gt                2631
_reflns_number_total             3388
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            qa0250.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C21 H23 N1 O2'
_cod_database_code               2010865
_cod_database_fobs_code          2010865
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,1/2+y,1/2-z
-x,-y,-z
1/2+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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 .1455(2) .5217(2) .21606(7) .0542(4) Uani d . 1.00 . . O
O2 -.1286(2) .7791(2) .03870(7) .0548(4) Uani d . 1.00 . . O
N3 .0690(2) .7132(2) .14063(8) .0414(4) Uani d . 1.00 . . N
C4 .0776(2) .6423(2) .20037(9) .0402(4) Uani d . 1.00 . . C
C5 -.0009(2) .7149(2) .24562(9) .0396(4) Uani d . 1.00 . . C
C6 .0715(2) .7562(3) .31160(10) .0538(6) Uani d . 1.00 . . C
C7 -.0139(3) .8068(5) .3572(2) .1020(10) Uani d . 1.00 . . C
C8 -.1367(3) .8629(7) .3338(2) .120(2) Uani d . 1.00 . . C
C9 -.2133(2) .7890(4) .27370(10) .0699(7) Uani d . 1.00 . . C
C10 -.1301(2) .7298(3) .22810(10) .0530(6) Uani d . 1.00 . . C
C11 .1358(2) .6327(3) .09370(10) .0496(5) Uani d . 1.00 . . C
C12 .2727(2) .6901(3) .09500(10) .0448(5) Uani d . 1.00 . . C
C13 .3302(3) .6611(3) .04130(10) .0562(6) Uani d . 1.00 . . C
C14 .4567(3) .7111(4) .04170(10) .0729(8) Uani d . 1.00 . . C
C15 .5267(3) .7923(4) .0939(2) .0729(8) Uani d . 1.00 . . C
C16 .4710(2) .8226(3) .14730(10) .0651(7) Uani d . 1.00 . . C
C17 .3455(2) .7701(3) .14770(10) .0523(5) Uani d . 1.00 . . C
C18 .0237(2) .8781(2) .12751(9) .0389(4) Uani d . 1.00 . . C
C19 .0782(2) 1.0045(3) .16678(9) .0421(4) Uani d . 1.00 . . C
C20 .0349(2) 1.1635(3) .15570(10) .0517(5) Uani d . 1.00 . . C
C21 -.0625(2) 1.1956(3) .10300(10) .0567(6) Uani d . 1.00 . . C
C22 -.1173(2) 1.0698(3) .06260(10) .0519(5) Uani d . 1.00 . . C
C23 -.0758(2) .9114(3) .07480(9) .0431(5) Uani d . 1.00 . . C
C24 -.2178(2) .8132(4) -.01980(10) .0604(6) Uani d . 1.00 . . C
H6A .1237 .6620 .3289 .0580 Uiso calc . 1.00 . . H
H6B .1299 .8456 .3082 .0580 Uiso calc . 1.00 . . H
H7A -.0244 .7052 .3827 .1193 Uiso calc . 1.00 . . H
H7B .0357 .8813 .3880 .1193 Uiso calc . 1.00 . . H
H8A -.1897 .8651 .3664 .1291 Uiso calc . 1.00 . . H
H8B -.1270 .9832 .3222 .1291 Uiso calc . 1.00 . . H
H9A -.2768 .8647 .2509 .0800 Uiso calc . 1.00 . . H
H9B -.2595 .6960 .2870 .0800 Uiso calc . 1.00 . . H
H10 -.1719 .7022 .1841 .0555 Uiso calc . 1.00 . . H
H11A .1392 .5176 .1026 .0532 Uiso calc . 1.00 . . H
H11B .0869 .6514 .0507 .0532 Uiso calc . 1.00 . . H
H13 .2829 .6015 .0042 .0606 Uiso calc . 1.00 . . H
H14 .4951 .6885 .0046 .0799 Uiso calc . 1.00 . . H
H15 .6143 .8343 .0928 .0777 Uiso calc . 1.00 . . H
H16 .5209 .8782 .1856 .0735 Uiso calc . 1.00 . . H
H17 .3072 .7896 .1854 .0557 Uiso calc . 1.00 . . H
H19 .1475 .9815 .2032 .0454 Uiso calc . 1.00 . . H
H20 .0722 1.2514 .1840 .0557 Uiso calc . 1.00 . . H
H21 -.0909 1.3064 .0945 .0630 Uiso calc . 1.00 . . H
H22 -.1854 1.0938 .0255 .0555 Uiso calc . 1.00 . . H
H24A -.2914 .8733 -.0104 .0672 Uiso calc . 1.00 . . H
H24B -.2493 .7118 -.0409 .0672 Uiso calc . 1.00 . . H
H24C -.1770 .8761 -.0488 .0672 Uiso calc . 1.00 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .018 .009
;International Tables for Crystallography
(1992, Vol. C)
;
H H .000 .000
;International Tables for Crystallography
(1992, Vol. C)
;
N N .031 .018
;International Tables for Crystallography
(1992, Vol. C)
;
O O .049 .032
;International Tables for Crystallography
(1992, Vol. C)
;
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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C23 O2 C24 1_555 1_555 1_555 116.8(2) no
C4 N3 C11 1_555 1_555 1_555 117.8(2) no
C4 N3 C18 1_555 1_555 1_555 122.3(2) no
C11 N3 C18 1_555 1_555 1_555 118.3(2) no
O1 C4 N3 1_555 1_555 1_555 121.4(2) no
O1 C4 C5 1_555 1_555 1_555 120.8(2) no
N3 C4 C5 1_555 1_555 1_555 117.7(2) no
C4 C5 C6 1_555 1_555 1_555 116.0(2) no
C4 C5 C10 1_555 1_555 1_555 120.9(2) no
C6 C5 C10 1_555 1_555 1_555 123.0(2) no
C5 C6 C7 1_555 1_555 1_555 113.5(2) no
C5 C6 H6A 1_555 1_555 1_555 109 no
C5 C6 H6B 1_555 1_555 1_555 109 no
C7 C6 H6A 1_555 1_555 1_555 110 no
C7 C6 H6B 1_555 1_555 1_555 108 no
H6A C6 H6B 1_555 1_555 1_555 108 no
C6 C7 C8 1_555 1_555 1_555 120.3(3) no
C6 C7 H7A 1_555 1_555 1_555 105 no
C6 C7 H7B 1_555 1_555 1_555 107 no
C8 C7 H7A 1_555 1_555 1_555 106 no
C8 C7 H7B 1_555 1_555 1_555 112 no
H7A C7 H7B 1_555 1_555 1_555 105 no
C7 C8 C9 1_555 1_555 1_555 119.1(4) no
C7 C8 H8A 1_555 1_555 1_555 113 no
C7 C8 H8B 1_555 1_555 1_555 106 no
C9 C8 H8A 1_555 1_555 1_555 109 no
C9 C8 H8B 1_555 1_555 1_555 105 no
H8A C8 H8B 1_555 1_555 1_555 104 no
C8 C9 C10 1_555 1_555 1_555 112.8(2) no
C8 C9 H9A 1_555 1_555 1_555 112 no
C8 C9 H9B 1_555 1_555 1_555 107 no
C10 C9 H9A 1_555 1_555 1_555 109 no
C10 C9 H9B 1_555 1_555 1_555 108 no
H9A C9 H9B 1_555 1_555 1_555 108 no
C5 C10 C9 1_555 1_555 1_555 122.5(2) no
C5 C10 H10 1_555 1_555 1_555 119 no
C9 C10 H10 1_555 1_555 1_555 118 no
N3 C11 C12 1_555 1_555 1_555 115.0(2) no
N3 C11 H11A 1_555 1_555 1_555 108 no
N3 C11 H11B 1_555 1_555 1_555 109 no
C12 C11 H11A 1_555 1_555 1_555 108 no
C12 C11 H11B 1_555 1_555 1_555 108 no
H11A C11 H11B 1_555 1_555 1_555 109 no
C11 C12 C13 1_555 1_555 1_555 119.3(2) no
C11 C12 C17 1_555 1_555 1_555 122.7(2) no
C13 C12 C17 1_555 1_555 1_555 117.9(2) no
C12 C13 C14 1_555 1_555 1_555 120.3(2) no
C12 C13 H13 1_555 1_555 1_555 120 no
C14 C13 H13 1_555 1_555 1_555 120 no
C13 C14 C15 1_555 1_555 1_555 121.0(3) no
C13 C14 H14 1_555 1_555 1_555 119 no
C15 C14 H14 1_555 1_555 1_555 120 no
C14 C15 C16 1_555 1_555 1_555 119.4(3) no
C14 C15 H15 1_555 1_555 1_555 121 no
C16 C15 H15 1_555 1_555 1_555 120 no
C15 C16 C17 1_555 1_555 1_555 119.9(2) no
C15 C16 H16 1_555 1_555 1_555 120 no
C17 C16 H16 1_555 1_555 1_555 120 no
C12 C17 C16 1_555 1_555 1_555 121.5(2) no
C12 C17 H17 1_555 1_555 1_555 119 no
C16 C17 H17 1_555 1_555 1_555 120 no
N3 C18 C19 1_555 1_555 1_555 120.3(2) no
N3 C18 C23 1_555 1_555 1_555 120.3(2) no
C19 C18 C23 1_555 1_555 1_555 119.4(2) no
C18 C19 C20 1_555 1_555 1_555 121.3(2) no
C18 C19 H19 1_555 1_555 1_555 119 no
C20 C19 H19 1_555 1_555 1_555 119 no
C19 C20 C21 1_555 1_555 1_555 118.9(2) no
C19 C20 H20 1_555 1_555 1_555 121 no
C21 C20 H20 1_555 1_555 1_555 120 no
C20 C21 C22 1_555 1_555 1_555 120.4(2) no
C20 C21 H21 1_555 1_555 1_555 119 no
C22 C21 H21 1_555 1_555 1_555 121 no
C21 C22 C23 1_555 1_555 1_555 120.4(2) no
C21 C22 H22 1_555 1_555 1_555 120 no
C23 C22 H22 1_555 1_555 1_555 120 no
O2 C23 C18 1_555 1_555 1_555 116.4(2) no
O2 C23 C22 1_555 1_555 1_555 124.0(2) no
C18 C23 C22 1_555 1_555 1_555 119.6(2) no
O2 C24 H24A 1_555 1_555 1_555 110 no
O2 C24 H24B 1_555 1_555 1_555 110 no
O2 C24 H24C 1_555 1_555 1_555 111 no
H24A C24 H24B 1_555 1_555 1_555 108 no
H24A C24 H24C 1_555 1_555 1_555 109 no
H24B C24 H24C 1_555 1_555 1_555 109 no
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
O1 C4 . . 1.224(2) yes
O2 C23 . . 1.375(3) no
O2 C24 . . 1.422(3) no
N3 C4 . . 1.369(3) yes
N3 C11 . . 1.468(3) no
N3 C18 . . 1.439(3) no
C4 C5 . . 1.493(3) yes
C5 C6 . . 1.486(3) yes
C5 C10 . . 1.340(3) yes
C6 C7 . . 1.488(4) yes
C6 H6A . . .97 no
C6 H6B . . .97 no
C7 C8 . . 1.366(5) yes
C7 H7A . . 1.01 no
C7 H7B . . .97 no
C8 C9 . . 1.488(4) yes
C8 H8A . . .96 no
C8 H8B . . 1.02 no
C9 C10 . . 1.493(4) yes
C9 H9A . . .97 no
C9 H9B . . .97 no
C10 H10 . . .97 no
C11 C12 . . 1.506(3) no
C11 H11A . . .96 no
C11 H11B . . .96 no
C12 C13 . . 1.395(3) no
C12 C17 . . 1.384(3) no
C13 C14 . . 1.387(4) no
C13 H13 . . .97 no
C14 C15 . . 1.368(4) no
C14 H14 . . .96 no
C15 C16 . . 1.382(4) no
C15 H15 . . .98 no
C16 C17 . . 1.385(4) no
C16 H16 . . .98 no
C17 H17 . . .97 no
C18 C19 . . 1.377(3) no
C18 C23 . . 1.395(3) no
C19 C20 . . 1.383(3) no
C19 H19 . . .97 no
C20 C21 . . 1.379(3) no
C20 H20 . . .97 no
C21 C22 . . 1.387(3) no
C21 H21 . . .96 no
C22 C23 . . 1.375(3) no
C22 H22 . . .97 no
C24 H24A . . .97 no
C24 H24B . . .97 no
C24 H24C . . .96 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21107208
