#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/41/2214108.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_2214108
loop_
_publ_author_name
'B. Thimme Gowda'
'Sabine Foro'
'Hartmut Fuess '
_publ_section_title
;
 N-(2,6-Dimethylphenyl)acetamide
;
_journal_coeditor_code           BX2089
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3154
_journal_page_last               o3154
_journal_paper_doi               10.1107/S1600536807027031
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C10 H13 N O'
_chemical_formula_moiety         'C10 H13 N O'
_chemical_formula_sum            'C10 H13 N O'
_chemical_formula_weight         163.21
_chemical_name_systematic
;
N-(2,6-Dimethylphenyl)acetamide
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.1450(10)
_cell_length_b                   13.2150(10)
_cell_length_c                   15.9930(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      22.16
_cell_measurement_theta_min      6.70
_cell_volume                     1932.8(3)
_computing_cell_refinement
;
CAD-4-PC
;
_computing_data_collection
;
CAD-4-PC (Enraf--Nonius, 1996)
;
_computing_data_reduction        'REDU4 (Stoe & Cie, 1987)'
_computing_molecular_graphics
;
PLATON (Spek, 2003) and ORTEP-3 (Farrugia, 1997)
;
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      299(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0380
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       2
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1917
_diffrn_reflns_theta_full        66.89
_diffrn_reflns_theta_max         66.89
_diffrn_reflns_theta_min         5.53
_diffrn_standards_decay_%        2.5
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.573
_exptl_absorpt_correction_T_max  0.9444
_exptl_absorpt_correction_T_min  0.7422
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.122
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.196
_refine_ls_extinction_coef       0.0014(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         1710
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1036
_refine_ls_R_factor_gt           0.0564
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.104P)²+0.094P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1569
_refine_ls_wR_factor_ref         0.1820
_reflns_number_gt                1055
_reflns_number_total             1710
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            bx2089.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Psi-scan' changed to 'psi-scan'
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:

'_exptl_absorpt_correction_type' value 'Psi-scan' changed to
'psi-scan' 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               2214108
_cod_database_fobs_code          2214108
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
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
C C1 0.2449(3) 0.9101(3) 0.13523(16) 0.0651(8) Uani d . 1
H H1A 0.2285 0.9810 0.1265 0.078 Uiso calc R 1
H H1B 0.2245 0.8739 0.0845 0.078 Uiso calc R 1
H H1C 0.3450 0.8992 0.1510 0.078 Uiso calc R 1
C C2 0.1469(2) 0.87292(19) 0.20292(14) 0.0464(6) Uani d . 1
C C5 0.1374(2) 0.8040(2) 0.34433(15) 0.0479(6) Uani d . 1
C C6 0.1394(3) 0.8645(2) 0.41568(16) 0.0599(8) Uani d . 1
C C7 0.0703(3) 0.8280(3) 0.48692(18) 0.0833(11) Uani d . 1
H H7 0.0714 0.8665 0.5356 0.100 Uiso calc R 1
C C8 0.0014(4) 0.7376(4) 0.4867(3) 0.1018(15) Uani d . 1
H H8 -0.0452 0.7150 0.5349 0.122 Uiso calc R 1
C C9 -0.0005(4) 0.6788(3) 0.4160(3) 0.0957(13) Uani d . 1
H H9 -0.0481 0.6166 0.4170 0.115 Uiso calc R 1
C C10 0.0680(3) 0.7109(2) 0.3426(2) 0.0686(9) Uani d . 1
C C11 0.0652(5) 0.6467(2) 0.2660(3) 0.0986(13) Uani d . 1
H H11A 0.0245 0.5817 0.2794 0.118 Uiso calc R 1
H H11B 0.1630 0.6383 0.2454 0.118 Uiso calc R 1
H H11C 0.0063 0.6788 0.2240 0.118 Uiso calc R 1
C C12 0.2110(4) 0.9663(3) 0.41539(19) 0.0813(10) Uani d . 1
H H12A 0.1599 1.0103 0.3775 0.098 Uiso calc R 1
H H12B 0.3108 0.9596 0.3978 0.098 Uiso calc R 1
H H12C 0.2080 0.9945 0.4707 0.098 Uiso calc R 1
N N4 0.21296(19) 0.83891(16) 0.27191(12) 0.0473(5) Uani d D 1
H H4N 0.3045(12) 0.8486(18) 0.2789(15) 0.057 Uiso d D 1
O O3 0.01362(17) 0.87350(17) 0.19453(10) 0.0639(6) Uani d . 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.0379(12) 0.097(2) 0.0600(15) -0.0013(14) 0.0082(11) 0.0107(16)
C2 0.0257(11) 0.0619(15) 0.0515(14) 0.0041(11) 0.0023(9) -0.0031(12)
C5 0.0282(10) 0.0649(16) 0.0504(13) 0.0041(11) -0.0019(10) 0.0103(13)
C6 0.0312(12) 0.096(2) 0.0526(15) 0.0082(14) -0.0042(10) 0.0043(15)
C7 0.0518(17) 0.147(4) 0.0515(16) 0.007(2) 0.0011(13) 0.012(2)
C8 0.064(2) 0.163(4) 0.079(2) 0.000(3) 0.0123(19) 0.055(3)
C9 0.069(2) 0.103(3) 0.114(3) -0.018(2) -0.002(2) 0.054(3)
C10 0.0502(16) 0.0663(18) 0.089(2) -0.0030(15) -0.0024(15) 0.0177(18)
C11 0.101(3) 0.0607(18) 0.134(3) -0.012(2) -0.009(2) -0.008(2)
C12 0.068(2) 0.101(3) 0.0740(19) -0.003(2) -0.0031(16) -0.0269(19)
N4 0.0229(8) 0.0694(13) 0.0497(11) -0.0020(10) -0.0016(8) 0.0018(10)
O3 0.0241(9) 0.1064(17) 0.0612(11) 0.0028(9) -0.0014(7) 0.0110(11)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C2 C1 H1A 109.5
C2 C1 H1B 109.5
H1A C1 H1B 109.5
C2 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
O3 C2 N4 122.8(2)
O3 C2 C1 121.1(2)
N4 C2 C1 116.1(2)
C10 C5 C6 122.2(2)
C10 C5 N4 119.6(3)
C6 C5 N4 118.2(2)
C7 C6 C5 117.8(3)
C7 C6 C12 120.9(3)
C5 C6 C12 121.3(2)
C8 C7 C6 121.2(4)
C8 C7 H7 119.4
C6 C7 H7 119.4
C7 C8 C9 120.5(3)
C7 C8 H8 119.7
C9 C8 H8 119.7
C8 C9 C10 121.1(4)
C8 C9 H9 119.5
C10 C9 H9 119.5
C5 C10 C9 117.2(3)
C5 C10 C11 122.0(3)
C9 C10 C11 120.7(3)
C10 C11 H11A 109.5
C10 C11 H11B 109.5
H11A C11 H11B 109.5
C10 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C6 C12 H12A 109.5
C6 C12 H12B 109.5
H12A C12 H12B 109.5
C6 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C2 N4 C5 124.13(18)
C2 N4 H4N 120.0(17)
C5 N4 H4N 114.7(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.489(3)
C1 H1A 0.9600
C1 H1B 0.9600
C1 H1C 0.9600
C2 O3 1.226(3)
C2 N4 1.336(3)
C5 C10 1.385(4)
C5 C6 1.394(4)
C5 N4 1.425(3)
C6 C7 1.390(4)
C6 C12 1.496(4)
C7 C8 1.350(6)
C7 H7 0.9300
C8 C9 1.372(6)
C8 H8 0.9300
C9 C10 1.397(5)
C9 H9 0.9300
C10 C11 1.489(5)
C11 H11A 0.9600
C11 H11B 0.9600
C11 H11C 0.9600
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
N4 H4N 0.854(10)
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
N4 H4N O3 6_656 0.854(10) 1.986(10) 2.838(2) 175(2)
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
C10 C5 C6 C7 0.8(4)
N4 C5 C6 C7 -177.6(2)
C10 C5 C6 C12 -178.0(3)
N4 C5 C6 C12 3.6(3)
C5 C6 C7 C8 -1.0(4)
C12 C6 C7 C8 177.8(3)
C6 C7 C8 C9 0.7(5)
C7 C8 C9 C10 -0.2(6)
C6 C5 C10 C9 -0.4(4)
N4 C5 C10 C9 178.0(2)
C6 C5 C10 C11 179.6(3)
N4 C5 C10 C11 -2.0(4)
C8 C9 C10 C5 0.1(5)
C8 C9 C10 C11 -179.9(3)
O3 C2 N4 C5 -2.9(4)
C1 C2 N4 C5 177.6(3)
C10 C5 N4 C2 73.7(3)
C6 C5 N4 C2 -107.9(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 15753
