#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/07/2210756.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_2210756
loop_
_publ_author_name
'Yong-Hong Wen'
'Xue-Mei Li'
'Li-Li Xu'
'Xiao-Fang Tang'
'Shu-Sheng Zhang'
_publ_section_title
;
 2-Chloro-N-(4-nitrophenyl)acetamide
;
_journal_coeditor_code           OM2040
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4427
_journal_page_last               o4428
_journal_paper_doi               10.1107/S1600536806036221
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C8 H7 Cl N2 O3'
_chemical_formula_moiety         'C8 H7 Cl N2 O3'
_chemical_formula_sum            'C8 H7 Cl N2 O3'
_chemical_formula_weight         214.61
_chemical_name_systematic
;
2-Chloro-N-(4-nitrophenyl)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                   9.498(2)
_cell_length_b                   9.457(2)
_cell_length_c                   20.205(5)
_cell_measurement_reflns_used    2009
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.1
_cell_measurement_theta_min      2.9
_cell_volume                     1814.9(7)
_computing_cell_refinement       SAINT
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material
;
SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2003)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
;
Siemens SMART 1000 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  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0255
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9718
_diffrn_reflns_theta_full        26.06
_diffrn_reflns_theta_max         26.06
_diffrn_reflns_theta_min         2.02
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.402
_exptl_absorpt_correction_T_max  0.9686
_exptl_absorpt_correction_T_min  0.8722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.220
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1787
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0421
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.05P)²+0.5597P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1080
_reflns_number_gt                1416
_reflns_number_total             1787
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om2040.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 'Orthorhombic' changed to
'orthorhombic' 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               2210756
_cod_database_fobs_code          2210756
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
Cl Cl1 1.32657(6) 1.19746(7) 1.33765(3) 0.0596(2) Uani d . 1
O O1 1.2755(2) 0.5198(2) 0.97622(10) 0.0871(7) Uani d . 1
O O2 1.0669(2) 0.58870(19) 0.94907(8) 0.0683(5) Uani d . 1
O O3 1.37564(15) 0.97586(19) 1.23889(8) 0.0599(5) Uani d . 1
N N1 1.1692(2) 0.5896(2) 0.98604(10) 0.0568(5) Uani d . 1
N N2 1.14915(16) 0.95372(18) 1.20522(8) 0.0390(4) Uani d . 1
H H2B 1.0655 0.9836 1.2136 0.047 Uiso calc R 1
C C1 1.2859(2) 0.7935(2) 1.13352(11) 0.0460(5) Uani d . 1
H H1A 1.3680 0.8100 1.1574 0.055 Uiso calc R 1
C C2 1.2870(2) 0.7024(2) 1.08015(11) 0.0500(6) Uani d . 1
H H2A 1.3696 0.6561 1.0683 0.060 Uiso calc R 1
C C3 1.1657(2) 0.6805(2) 1.04462(11) 0.0451(5) Uani d . 1
C C4 1.0413(2) 0.7455(2) 1.06172(11) 0.0490(5) Uani d . 1
H H4A 0.9598 0.7289 1.0375 0.059 Uiso calc R 1
C C5 1.0395(2) 0.8348(2) 1.11498(11) 0.0452(5) Uani d . 1
H H5A 0.9559 0.8790 1.1270 0.054 Uiso calc R 1
C C6 1.16101(19) 0.8605(2) 1.15143(9) 0.0364(5) Uani d . 1
C C7 1.2513(2) 1.0026(2) 1.24545(10) 0.0388(5) Uani d . 1
C C8 1.1944(2) 1.0932(2) 1.30082(11) 0.0484(6) Uani d . 1
H H8A 1.1523 1.0328 1.3342 0.058 Uiso calc R 1
H H8B 1.1212 1.1545 1.2835 0.058 Uiso calc R 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
Cl1 0.0563(4) 0.0555(4) 0.0670(4) -0.0106(3) -0.0121(3) -0.0087(3)
O1 0.0915(16) 0.0895(15) 0.0803(14) 0.0122(12) 0.0100(12) -0.0341(12)
O2 0.0818(13) 0.0765(13) 0.0466(10) -0.0198(10) -0.0020(9) -0.0070(9)
O3 0.0251(8) 0.0921(13) 0.0626(11) 0.0054(8) -0.0053(7) -0.0202(9)
N1 0.0703(15) 0.0510(12) 0.0491(12) -0.0111(10) 0.0134(11) -0.0019(9)
N2 0.0222(8) 0.0503(10) 0.0445(10) 0.0012(7) 0.0003(7) -0.0026(8)
C1 0.0345(11) 0.0595(14) 0.0441(12) 0.0048(10) -0.0013(9) -0.0011(10)
C2 0.0451(12) 0.0549(14) 0.0499(13) 0.0088(10) 0.0059(10) 0.0009(11)
C3 0.0553(14) 0.0418(12) 0.0382(11) -0.0066(10) 0.0059(10) 0.0023(9)
C4 0.0421(12) 0.0578(14) 0.0471(13) -0.0069(10) -0.0043(10) -0.0016(10)
C5 0.0313(11) 0.0537(13) 0.0506(13) -0.0003(9) -0.0018(9) -0.0018(10)
C6 0.0309(10) 0.0412(11) 0.0373(11) -0.0017(8) 0.0026(8) 0.0042(9)
C7 0.0282(10) 0.0466(11) 0.0417(11) -0.0018(8) -0.0011(8) 0.0030(9)
C8 0.0342(11) 0.0591(14) 0.0518(14) -0.0045(9) -0.0023(9) -0.0113(11)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cl Cl 0.1484 0.1585 '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
O1 N1 O2 123.5(2)
O1 N1 C3 117.9(2)
O2 N1 C3 118.7(2)
C7 N2 C6 128.65(17)
C7 N2 H2B 115.7
C6 N2 H2B 115.7
C2 C1 C6 119.6(2)
C2 C1 H1A 120.2
C6 C1 H1A 120.2
C3 C2 C1 119.7(2)
C3 C2 H2A 120.1
C1 C2 H2A 120.1
C2 C3 C4 121.5(2)
C2 C3 N1 119.5(2)
C4 C3 N1 119.0(2)
C5 C4 C3 119.0(2)
C5 C4 H4A 120.5
C3 C4 H4A 120.5
C4 C5 C6 120.9(2)
C4 C5 H5A 119.5
C6 C5 H5A 119.5
C5 C6 C1 119.3(2)
C5 C6 N2 116.94(17)
C1 C6 N2 123.72(18)
O3 C7 N2 124.25(19)
O3 C7 C8 123.18(18)
N2 C7 C8 112.56(17)
C7 C8 Cl1 112.04(14)
C7 C8 H8A 109.2
Cl1 C8 H8A 109.2
C7 C8 H8B 109.2
Cl1 C8 H8B 109.2
H8A C8 H8B 107.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C8 1.761(2)
O1 N1 1.223(3)
O2 N1 1.225(3)
O3 C7 1.215(2)
N1 C3 1.463(3)
N2 C7 1.348(3)
N2 C6 1.404(3)
N2 H2B 0.8600
C1 C2 1.380(3)
C1 C6 1.393(3)
C1 H1A 0.9300
C2 C3 1.374(3)
C2 H2A 0.9300
C3 C4 1.375(3)
C4 C5 1.368(3)
C4 H4A 0.9300
C5 C6 1.390(3)
C5 H5A 0.9300
C7 C8 1.510(3)
C8 H8A 0.9700
C8 H8B 0.9700
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
_geom_hbond_publ_flag
N2 H2B O3 6_558 0.86 2.04 2.840(2) 154 yes
C1 H1A O3 1_555 0.93 2.27 2.869(3) 121 yes
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
C6 C1 C2 C3 1.0(3)
C1 C2 C3 C4 -1.2(3)
C1 C2 C3 N1 176.8(2)
O1 N1 C3 C2 10.5(3)
O2 N1 C3 C2 -168.6(2)
O1 N1 C3 C4 -171.4(2)
O2 N1 C3 C4 9.5(3)
C2 C3 C4 C5 0.6(3)
N1 C3 C4 C5 -177.44(19)
C3 C4 C5 C6 0.2(3)
C4 C5 C6 C1 -0.3(3)
C4 C5 C6 N2 179.98(19)
C2 C1 C6 C5 -0.3(3)
C2 C1 C6 N2 179.4(2)
C7 N2 C6 C5 -175.5(2)
C7 N2 C6 C1 4.8(3)
C6 N2 C7 O3 3.2(3)
C6 N2 C7 C8 -175.85(19)
O3 C7 C8 Cl1 18.4(3)
N2 C7 C8 Cl1 -162.45(15)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 123659
