# CIF-file generated for Acetanilide at 113 K in Pbca
 
#==============================================================================
data_global
#==============================================================================
 
# 0. AUDIT DETAILS
 
_audit_creation_date                 'Jan 23 19:10:28 2003'
_audit_creation_method               'PLATON <TABLE ACC> option'
_audit_update_record
; ?
;
 
#===============================================================================
 
# 1. SUBMISSION DETAILS
 
_publ_contact_author_name           # Name  of author for correspondence
;   Prof. Dr. A.L. Spek
;
_publ_contact_author_address        # Address of author for correspondence
;   Bijvoet Center for Biomolecular Research
    Department of Crystal and Structural Chemistry
    Utrecht University
    Padualaan 8
    3584 CH Utrecht
    The Netherlands
;
_publ_contact_author_email           'a.l.spek@chem.uu.nl'
_publ_contact_author_fax             '+31 30 2533940'
_publ_contact_author_phone           '+31 30 2532538'
 
_publ_requested_journal              'Acta Crystallographica C'
# Publication choise FI FM FO CI CM CO
_publ_requested_category             ?
_publ_requested_coeditor_name        ?
 
_publ_contact_letter                # Include date of submission
;
Date of submission ?
 
Please consider this CIF submission for publication as a
Regular Structural Paper in Acta Crystallographica C.
;
 
#===============================================================================
 
# 2. PROCESSING SUMMARY (JOURNAL OFFICE ONLY)
 
_journal_date_recd_electronic        ?
 
_journal_date_to_coeditor            ?
_journal_date_from_coeditor          ?
_journal_date_accepted               ?
 
_journal_date_printers_first         ?
_journal_date_printers_final         ?
_journal_date_proofs_out             ?
_journal_date_proofs_in              ?
 
_journal_coeditor_name               ?
_journal_coeditor_code               ?
_journal_coeditor_notes
; ?
;
 
_journal_techeditor_code             ?
_journal_techeditor_notes
; ?
;
 
_journal_coden_ASTM                  ?
_journal_name_full                   ?
_journal_year                        ?
_journal_volume                      ?
_journal_issue                       ?
_journal_page_first                  ?
_journal_page_last                   ?
 
 
_journal_suppl_publ_number           ?
_journal_suppl_publ_pages            ?
 
 
#===============================================================================
 
# 3. TITLE AND AUTHOR LIST
 
_publ_section_title
; ?
;
_publ_section_title_footnote
; ?
;
 
# The loop structure below should contain the names and adresses of all
# authors, in the required order of publication. Repeat as necessary.
 
 
loop_
_publ_author_name
_publ_author_footnote
_publ_author_address
'?' # author name
; ?  # author related footnote
;
; ?  # Address of this author
;
   'Spek, Anthony L.'
; ? # author related footnote
;
;   Bijvoet Center for Biomolecular Research
    Department of Crystal and Structural Chemistry
    Utrecht University
    Padualaan 8
    3584 CH Utrecht
    The Netherlands
;
 
#===============================================================================
 
# 4. TEXT
 
_publ_section_synopsis
;
 ?
;
_publ_section_abstract
;
 ?
;
 
# Insert blank lines between paragraphs
 
_publ_section_comment
; ?
;
_publ_section_exptl_prep
;
 ?
;
_publ_section_exptl_refinement
;
 ?
;
 
# Insert blank lines between references
 
_publ_section_references
;
 Allen, F.H. (2002).
   Acta Cryst. B58, 380-388.
 
 Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C.
   Guagliardi, A., Moliterni, A.G.G., Polidori, G. & Spagna, R.
   (1999) J. Appl. Cryst. 32, 115-119.
 
 Beurskens, P.T., Admiraal, G., Beurskens, G., Bosman, W.P.,
   García-Granda, S., Gould, R.O., Smits, J.M.M. &
   Smykalla, C. (1999) The DIRDIF99 program system,
   Technical Report of the Crystallography Laboratory,
   University of Nijmegen, The Netherlands.
 
 Boer, J.L. de & Duisenberg, A.J.M. (1984). Acta Cryst. A40, C-410.
 
 Boeyens, J.C.A. (1978). J.Cryst.Mol.Struct. 8, 317-320.
 
 Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
 
 Enraf-Nonius (1989). CAD-4 Software. Version 5. Enraf-Nonius, Delft,
   The Netherlands.
 
 Flack, H.D. (1983). Acta Cryst. A39, 876-881.
 
 LePage, Y. (1987). J. Appl. Cryst. 20, 264-269.
 
 Mackay, A.L. (1984). Acta Cryst. A40, 165-166.
 
 Meulenaer, J. de & Tompa, H. (1965). Acta Cryst. 19, 1014-1018.
 
 Nonius (1998). Collect Software, Nonius B.V., Delft, The Netherlands.
 
 North, A.C.T., Phillips, D.C. & Mathews, F.S. (1968).
  Acta Cryst. A24, 351-359.
 
 Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
   Macromolecular Crystallography, Part A, edited by C.W. Carter &
    R.M. Sweet, pp. 307-326. London: Academic Press.
 
 Sheldrick, G.M. SHELXL93. Program for crystal structure
   refinement. University of Göttingen, Germany, 1993.
 
 Sheldrick, G.M. SHELXL97. Program for crystal structure
   refinement. University of Göttingen, Germany, 1997.
 
 Sheldrick, G.M. SHELXS86. Program for Crystal Structure
   solution. University of Göttingen, Germany, 1986.
 
 Sheldrick, G.M. SHELXS97. Program for Crystal Structure
   solution. University of Göttingen, Germany, 1997.
 
 Spek, A.L. (1987). Acta Cryst. C43, 1233-1235.
 
 Spek, A.L. (1988). J. Appl. Cryst. 21, 578-579.
 
 Spek, A.L. (1990). Acta Cryst. A46, C-34.
 
 Spek, A.L. (1997). HELENA, Program for Datareduction, Utrecht
   University, The Netherlands.
 
 Spek, A.L. (1994). Am. Crystallogr. Assoc.-Abstracts, 22, 66.
 
 Wilson, A.J.C. (1992) Ed. International Tables for Crystallography,
   Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands.
;
_publ_section_acknowledgements
;
This work was supported in part (ALS) by the Council for the Chemical
Sciences of the Netherlands Organization for Scientific Research (CW-NWO).
;
_publ_section_figure_captions
; View of the title compound with the atom numbering scheme.
Displacement ellipsoids for non-H atoms are drawn at the 50% probability level.
;
 
#===============================================================================
 
data_acetanilide
 
#===============================================================================
 
# 5. CHEMICAL DATA
 
_chemical_name_systematic
; ?
;
_chemical_name_common                ?
_chemical_melting_point              ?
_chemical_formula_moiety
'C8 H9 N O'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural         ?
_chemical_formula_sum
'C8 H9 N O'
_chemical_formula_iupac              ?
_chemical_formula_weight                135.16
_chemical_compound_source           'see text'
 
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
 O   O    0.0106    0.0060
 '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'
 H   H    0.0000    0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 C   C    0.0033    0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
#===============================================================================
 
# 6. CRYSTAL DATA
 
_symmetry_cell_setting               Orthorhombic
_symmetry_space_group_name_Hall      '-P 2ac 2ab'
_symmetry_space_group_name_H-M       'P b c a'
_symmetry_Int_Tables_number                 61
 
loop_
_symmetry_equiv_pos_as_xyz
 x,y,z
 1/2-x,-y,1/2+z
 1/2+x,1/2-y,-z
 -x,1/2+y,1/2-z
 -x,-y,-z
 1/2+x,y,1/2-z
 1/2-x,1/2+y,z
 x,1/2-y,1/2+z
 
_cell_length_a                         19.5090(11)
_cell_length_b                            9.364(8)
_cell_length_c                           7.778(10)
_cell_angle_alpha                               90
_cell_angle_beta                                90
_cell_angle_gamma                               90
_cell_volume                               1421(2)
_cell_formula_units_Z                    8
_cell_measurement_temperature          213
_cell_measurement_reflns_used        ?
_cell_measurement_theta_min          ?
_cell_measurement_theta_max          ?
_cell_special_details
;
Least Squares Treatment of 25 SET4 setting angles.
;
 
_exptl_crystal_description          ' ?               '
_exptl_crystal_colour               ' ?               '
 
_exptl_crystal_size_max              ?
_exptl_crystal_size_mid              ?
_exptl_crystal_size_min              ?
_exptl_crystal_size_rad              ?
_exptl_crystal_density_meas          ?
_exptl_crystal_density_diffrn            1.264
_exptl_crystal_density_method       'Not Measured'
_exptl_crystal_F_000                       576
_exptl_absorpt_coefficient_mu            0.084
_exptl_crystal_density_meas_temp     ?
 
# Permitted for _exptl_absorpt_correction_type :
# analytical     'analytical from crystal shape'
# cylinder       'cylindrical'
# empirical      'empirical from intensities'
# gaussian       'Gaussian from crystal shape'
# integration    'integration from crystal shape'
# multi-scan     'symmetry-related measurements'
# none           'no absorption corr. applied'
# numerical      'numerical from crystal shape'
# psi-scan       'psi-scan corrections'
# refdelf        'refined from delta-F'
# sphere         'spherical'
_exptl_absorpt_correction_type      ' ?               '
# Example: '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_process_details       ?
_exptl_absorpt_correction_T_min      ?
_exptl_absorpt_correction_T_max      ?
 
#===============================================================================
 
# 7. EXPERIMENTAL DATA
 
_exptl_special_details
; ?
;
_diffrn_ambient_temperature            213
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_probe              'x-ray'
_diffrn_radiation_type               'MoK\a'
_diffrn_radiation_source             'Rotating Anode'
_diffrn_radiation_monochromator      'graphite'
 
_diffrn_measurement_device_type      ?
_diffrn_measurement_method           ?
_diffrn_detector_area_resol_mean          18.4
 
_diffrn_standards_number             ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time      ?
_diffrn_standards_decay_%            ?
 
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
 ? ? ?
 
# number of measured reflections (redundant set)
_diffrn_reflns_number                ?
_diffrn_reflns_av_R_equivalents      ?
_diffrn_reflns_av_sigmaI/netI        ?
_diffrn_reflns_limit_h_min           ?
_diffrn_reflns_limit_h_max           ?
_diffrn_reflns_limit_k_min           ?
_diffrn_reflns_limit_k_max           ?
_diffrn_reflns_limit_l_min           ?
_diffrn_reflns_limit_l_max           ?
_diffrn_reflns_theta_min             ?
_diffrn_reflns_theta_max             ?
_diffrn_reflns_theta_full            ?
_diffrn_measured_fraction_theta_max  ?
_diffrn_measured_fraction_theta_full ?
_diffrn_reflns_reduction_process
; ?
;
 
# number of unique reflections
_reflns_number_total                 ?
# number of observed reflections (> n sig(I))
_reflns_number_gt                    ?
_reflns_threshold_expression          ?
 
_computing_data_collection
'Locally modified CAD4 Software (Enraf-Nonius, 1989)'
_computing_cell_refinement          'SET4 (de Boer & Duisenberg, 1984)'
_computing_data_reduction           'HELENA (Spek, 1997)'
_computing_structure_solution        ?
_computing_structure_refinement      ?
_computing_molecular_graphics        ?
_computing_publication_material      'PLATON (Spek, 1990)'
 
#===============================================================================
 
# 8. REFINEMENT DATA
 
_refine_special_details              ?
_refine_ls_structure_factor_coef      ?
_refine_ls_matrix_type                ?
_refine_ls_weighting_scheme          ' ?               '
_refine_ls_weighting_details
 ?
_atom_sites_solution_primary        ' ?               '
_atom_sites_solution_secondary      ' ?               '
_atom_sites_solution_hydrogens      ' ?               '
 
 
# Permitted for _refine_ls_hydrogen_treatment :
# refall  - refined all H parameters
# refxyz  - refined H coordinates only
# refU    - refined H U only
# noref   - no refinement of H parameters
# (mixed)   SHELXL
_refine_ls_hydrogen_treatment       'see text         '
 
_refine_ls_extinction_method         ' ?               '
_refine_ls_extinction_coef            ?
_refine_ls_extinction_expression
 ?
_refine_ls_abs_structure_details     ?
_refine_ls_abs_structure_Flack       none
_refine_ls_number_reflns             ?
_refine_ls_number_parameters         ?
_refine_ls_number_restraints                 0
_refine_ls_number_constraints        ?
_refine_ls_R_factor_all              ?
_refine_ls_R_factor_gt               ?
_refine_ls_wR_factor_ref             ?
_refine_ls_wR_factor_gt              ?
_refine_ls_goodness_of_fit_ref       ?
_refine_ls_restrained_S_all          ?
_refine_ls_shift/su_max              ?
_refine_ls_shift/su_mean             ?
_refine_diff_density_max             ?
_refine_diff_density_min             ?
_refine_diff_density_rms             ?
 
#===============================================================================
 
# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS
 
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O Uiso 0.52710 0.25540 0.15670 1.000 0.0500 . .
N1 N Uiso 0.47340 0.04200 0.19750 1.000 0.0500 . .
C1 C Uiso 0.40800 0.07220 0.12710 1.000 0.0500 . .
C2 C Uiso 0.35510 -0.02270 0.16810 1.000 0.0500 . .
C3 C Uiso 0.28910 0.00220 0.10910 1.000 0.0500 . .
C4 C Uiso 0.27520 0.12120 0.00820 1.000 0.0500 . .
C5 C Uiso 0.32800 0.21230 -0.03690 1.000 0.0500 . .
C6 C Uiso 0.39450 0.18890 0.02100 1.000 0.0500 . .
C7 C Uiso 0.52750 0.13190 0.21240 1.000 0.0500 . .
C8 C Uiso 0.58890 0.07210 0.30420 1.000 0.0500 . .
H1 H Uiso 0.47800 -0.04550 0.24270 1.000 0.0500 . .
H2 H Uiso 0.36530 -0.10410 0.23790 1.000 0.0500 . .
H3 H Uiso 0.25230 -0.06570 0.13990 1.000 0.0500 . .
H4 H Uiso 0.22790 0.14090 -0.02900 1.000 0.0500 . .
H5 H Uiso 0.31900 0.29630 -0.10990 1.000 0.0500 . .
H6 H Uiso 0.43110 0.25250 -0.01080 1.000 0.0500 . .
H7 H Uiso 0.59570 0.12910 0.40960 1.000 0.0500 . .
H8 H Uiso 0.63090 0.08710 0.23280 1.000 0.0500 . .
H9 H Uiso 0.58520 -0.02910 0.33330 1.000 0.0500 . .
 
#===============================================================================
 
# 10. MOLECULAR GEOMETRY
 
_geom_special_details
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All esds are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;
 
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
 O1      C7           1.2350                     .       .                   yes
 N1      C1           1.4169                     .       .                   yes
 N1      C7           1.3550                     .       .                   yes
 N1      H1           0.8961                     .       .                   no
 C1      C6           1.3945                     .       .                   no
 C1      C2           1.3987                     .       .                   no
 C2      C3           1.3867                     .       .                   no
 C3      C4           1.3897                     .       .                   no
 C4      C5           1.3827                     .       .                   no
 C5      C6           1.3907                     .       .                   no
 C7      C8           1.5027                     .       .                   no
 C2      H2           0.9567                     .       .                   no
 C3      H3           0.9885                     .       .                   no
 C4      H4           0.9845                     .       .                   no
 C5      H5           0.9859                     .       .                   no
 C6      H6           0.9621                     .       .                   no
 C8      H7           0.9872                     .       .                   no
 C8      H8           0.9998                     .       .                   no
 C8      H9           0.9770                     .       .                   no
 
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
 C1      N1      C7           127.62             .       .       .           yes
 C1      N1      H1           115.11             .       .       .           no
 C7      N1      H1           117.16             .       .       .           no
 N1      C1      C2           116.71             .       .       .           yes
 N1      C1      C6           123.72             .       .       .           yes
 C2      C1      C6           119.57             .       .       .           no
 C1      C2      C3           120.19             .       .       .           no
 C2      C3      C4           120.19             .       .       .           no
 C3      C4      C5           119.51             .       .       .           no
 C4      C5      C6           121.04             .       .       .           no
 C1      C6      C5           119.43             .       .       .           no
 N1      C7      C8           115.47             .       .       .           yes
 O1      C7      N1           123.15             .       .       .           yes
 O1      C7      C8           121.38             .       .       .           yes
 C1      C2      H2           118.82             .       .       .           no
 C3      C2      H2           120.99             .       .       .           no
 C2      C3      H3           119.08             .       .       .           no
 C4      C3      H3           120.73             .       .       .           no
 C3      C4      H4           119.94             .       .       .           no
 C5      C4      H4           120.54             .       .       .           no
 C4      C5      H5           120.38             .       .       .           no
 C6      C5      H5           118.58             .       .       .           no
 C1      C6      H6           119.80             .       .       .           no
 C5      C6      H6           120.77             .       .       .           no
 C7      C8      H7           107.47             .       .       .           no
 C7      C8      H8           109.69             .       .       .           no
 C7      C8      H9           114.37             .       .       .           no
 H7      C8      H8           105.97             .       .       .           no
 H7      C8      H9           110.00             .       .       .           no
 H8      C8      H9           109.00             .       .       .           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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
 C7      N1      C1      C2          -162.70     .       .       .       .   no
 C7      N1      C1      C6            17.58     .       .       .       .   no
 C1      N1      C7      O1            -3.41     .       .       .       .   no
 C1      N1      C7      C8           175.89     .       .       .       .   no
 C6      C1      C2      C3            -2.50     .       .       .       .   no
 N1      C1      C2      C3           177.76     .       .       .       .   no
 N1      C1      C6      C5          -177.75     .       .       .       .   no
 C2      C1      C6      C5             2.54     .       .       .       .   no
 C1      C2      C3      C4             0.32     .       .       .       .   no
 C2      C3      C4      C5             1.82     .       .       .       .   no
 C3      C4      C5      C6            -1.77     .       .       .       .   no
 C4      C5      C6      C1            -0.41     .       .       .       .   no
 
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
 O1      C6           2.8625                     .       .                   no
 O1      N1           2.9135                     .     4_655                 no
 O1      C2           3.3847                     .     4_655                 no
 O1      C8           3.4029                     .     8_554                 no
 O1      H6           2.2816                     .       .                   no
 O1      H1           2.0244                     .     4_655                 no
 O1      H2           2.6095                     .     4_655                 no
 O1      H7           2.5797                     .     8_554                 no
 N1      O1           2.9135                     .     4_645                 no
 C1      C7           3.4941                     .     5_655                 no
 C2      O1           3.3847                     .     4_645                 no
 C3      C4           3.5419                     .     2_555                 no
 C4      C3           3.5419                     .     2_554                 no
 C6      O1           2.8625                     .       .                   no
 C6      C8           3.5321                     .     5_655                 no
 C7      C1           3.4941                     .     5_655                 no
 C8      C6           3.5321                     .     5_655                 no
 C8      O1           3.4029                     .     8_555                 no
 C1      H5           2.9522                     .     8_555                 no
 C2      H5           2.8235                     .     8_555                 no
 C2      H4           3.0655                     .     2_555                 no
 C3      H5           2.9457                     .     8_555                 no
 C4      H3           2.9604                     .     2_554                 no
 C5      H3           2.9439                     .     7_555                 no
 C6      H9           2.9007                     .     4_655                 no
 C7      H6           2.7975                     .       .                   no
 C7      H6           3.0568                     .     8_555                 no
 C7      H1           3.0428                     .     4_655                 no
 H1      H2           2.2664                     .       .                   no
 H1      H9           2.2122                     .       .                   no
 H1      O1           2.0244                     .     4_645                 no
 H1      C7           3.0428                     .     4_645                 no
 H2      H1           2.2664                     .       .                   no
 H2      H4           2.5907                     .     2_555                 no
 H2      O1           2.6095                     .     4_645                 no
 H3      C4           2.9604                     .     2_555                 no
 H3      C5           2.9439                     .     7_545                 no
 H4      C2           3.0655                     .     2_554                 no
 H4      H2           2.5907                     .     2_554                 no
 H5      C1           2.9522                     .     8_554                 no
 H5      C2           2.8235                     .     8_554                 no
 H5      C3           2.9457                     .     8_554                 no
 H6      O1           2.2816                     .       .                   no
 H6      C7           2.7975                     .       .                   no
 H6      H9           2.4879                     .     4_655                 no
 H6      C7           3.0568                     .     8_554                 no
 H7      O1           2.5797                     .     8_555                 no
 H9      H1           2.2122                     .       .                   no
 H9      C6           2.9007                     .     4_645                 no
 H9      H6           2.4879                     .     4_645                 no
 
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
N1      H1      O1          0.9000     2.0200     2.9135     171.00   4_645 yes
C6      H6      O1          0.9600     2.2800     2.8625     118.00     .   yes
C8      H7      O1          0.9900     2.5800     3.4029     141.00   8_555 yes
 
#===END
