#------------------------------------------------------------------------------
#$Date: 2017-10-13 08:09:21 +0200 (vie 13 de oct de 2017) $
#$Revision: 201973 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/78/2207864.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_2207864
loop_
_publ_author_name
'Liu, Shaojie'
'Ma, Mingliang'
'Zhou, Hongyu'
'Li, Yan'
'Han, Ling'
_publ_section_title
;
 (E)-2-(Hydroxyimino)-N-phenylacetamide
;
_journal_coeditor_code           RZ6147
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o316
_journal_page_last               o317
_journal_paper_doi               10.1107/S1600536805042030
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C8 H8 N2 O2'
_chemical_formula_moiety         'C8 H8 N2 O2'
_chemical_formula_sum            'C8 H8 N2 O2'
_chemical_formula_weight         164.16
_chemical_melting_point          448
_chemical_name_systematic
;
(E)-2-(hydroxyimino)-N-phenylacetamide
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.6551(11)
_cell_length_b                   9.1665(10)
_cell_length_c                   17.673(2)
_cell_measurement_reflns_used    2586
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      49.524
_cell_measurement_theta_min      4.610
_cell_volume                     1564.1(3)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.1152
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8540
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         2.30
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_correction_T_min  0.764
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.47
_exptl_crystal_size_min          0.33
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.208
_refine_ls_extinction_coef       0.014(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         1710
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0479
_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)+(0.087P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1314
_refine_ls_wR_factor_ref         0.1394
_reflns_number_gt                1316
_reflns_number_total             1710
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rz6147.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:

'_chemical_melting_point' value '448K' was changed to '448' - the
value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '448K' was changed to '448' - the
value should be numeric and without a unit
designator.

'_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               2207864
_cod_database_fobs_code          2207864
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_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_occupancy
_atom_site_type_symbol
O1 0.66161(12) 1.18186(11) 0.42893(7) 0.0573(4) Uani d 1 O
O2 0.95936(13) 1.11072(14) 0.58949(7) 0.0622(4) Uani d 1 O
N1 0.62442(14) 0.93660(13) 0.43406(7) 0.0483(4) Uani d 1 N
N2 0.86575(13) 1.14534(13) 0.53268(7) 0.0476(4) Uani d 1 N
C1 0.52623(14) 0.91247(15) 0.37619(8) 0.0444(4) Uani d 1 C
C2 0.48807(19) 1.01550(19) 0.32307(9) 0.0587(5) Uani d 1 C
C3 0.3919(2) 0.9790(2) 0.26803(10) 0.0671(5) Uani d 1 C
C4 0.3332(2) 0.8436(2) 0.26599(11) 0.0689(5) Uani d 1 C
C5 0.3729(2) 0.7405(2) 0.31822(10) 0.0693(5) Uani d 1 C
C6 0.46916(17) 0.77368(19) 0.37263(9) 0.0562(4) Uani d 1 C
C7 0.68479(14) 1.06102(14) 0.45590(8) 0.0437(4) Uani d 1 C
C8 0.78712(16) 1.03994(16) 0.51731(8) 0.0477(4) Uani d 1 C
H1 0.6532(18) 0.854(2) 0.4560(11) 0.063(5) Uiso d 1 H
H2 0.5335(16) 1.105(2) 0.3234(10) 0.059(5) Uiso d 1 H
H3 0.3719(18) 1.049(2) 0.2317(11) 0.072(5) Uiso d 1 H
H4 0.266(2) 0.816(2) 0.2313(12) 0.083(6) Uiso d 1 H
H5 0.327(2) 0.647(2) 0.3169(13) 0.088(7) Uiso d 1 H
H6 0.505(2) 0.700(2) 0.4115(12) 0.072(5) Uiso d 1 H
H8 0.7932(17) 0.9489(18) 0.5438(10) 0.056(4) Uiso d 1 H
H2A 1.016(2) 1.190(3) 0.5903(13) 0.087(7) Uiso d 1 H
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
O1 0.0656(7) 0.0376(6) 0.0687(8) 0.0014(5) -0.0066(5) 0.0095(5)
O2 0.0683(8) 0.0565(7) 0.0617(8) -0.0098(6) -0.0144(6) 0.0052(5)
N1 0.0613(8) 0.0350(7) 0.0485(7) 0.0011(5) -0.0050(6) 0.0040(5)
N2 0.0559(8) 0.0427(7) 0.0441(7) -0.0005(5) 0.0022(5) 0.0002(5)
C1 0.0502(8) 0.0434(8) 0.0397(8) 0.0029(6) 0.0047(6) -0.0027(6)
C2 0.0804(12) 0.0465(9) 0.0490(9) 0.0068(8) -0.0045(8) 0.0020(7)
C3 0.0882(13) 0.0664(11) 0.0466(10) 0.0204(10) -0.0083(9) 0.0006(8)
C4 0.0700(11) 0.0840(14) 0.0525(10) 0.0047(10) -0.0115(9) -0.0101(9)
C5 0.0800(12) 0.0710(12) 0.0569(10) -0.0177(10) -0.0103(9) -0.0011(9)
C6 0.0654(11) 0.0546(9) 0.0487(9) -0.0082(7) -0.0045(7) 0.0042(7)
C7 0.0490(8) 0.0362(7) 0.0459(8) 0.0010(6) 0.0073(6) 0.0016(6)
C8 0.0573(9) 0.0363(8) 0.0496(9) -0.0010(6) 0.0021(7) 0.0035(6)
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
N2 O2 H2A 102.7(15)
C7 N1 C1 129.43(13)
C7 N1 H1 117.4(12)
C1 N1 H1 113.0(12)
C8 N2 O2 111.93(12)
C2 C1 C6 119.34(15)
C2 C1 N1 124.34(14)
C6 C1 N1 116.30(13)
C1 C2 C3 119.36(17)
C1 C2 H2 118.3(11)
C3 C2 H2 122.2(11)
C4 C3 C2 121.10(18)
C4 C3 H3 121.8(12)
C2 C3 H3 117.1(12)
C3 C4 C5 119.44(18)
C3 C4 H4 123.6(13)
C5 C4 H4 116.9(13)
C6 C5 C4 120.46(19)
C6 C5 H5 121.6(14)
C4 C5 H5 117.9(14)
C5 C6 C1 120.27(16)
C5 C6 H6 123.6(12)
C1 C6 H6 116.1(12)
O1 C7 N1 125.34(14)
O1 C7 C8 121.64(13)
N1 C7 C8 113.02(12)
N2 C8 C7 117.43(13)
N2 C8 H8 121.8(10)
C7 C8 H8 120.8(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.2265(17)
O2 N2 1.3876(17)
O2 H2A 0.91(2)
N1 C7 1.3377(18)
N1 C1 1.4120(19)
N1 H1 0.89(2)
N2 C8 1.2584(19)
C1 C2 1.382(2)
C1 C6 1.388(2)
C2 C3 1.386(2)
C2 H2 0.930(18)
C3 C4 1.364(3)
C3 H3 0.93(2)
C4 C5 1.375(3)
C4 H4 0.93(2)
C5 C6 1.372(2)
C5 H5 0.96(2)
C6 H6 1.02(2)
C7 C8 1.480(2)
C8 H8 0.958(17)
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
O2 H2A O1 4_576 0.91(2) 1.86(3) 2.7448(17) 163(2)
N1 H1 O1 8_755 0.89(2) 2.434(18) 3.1191(17) 133.9(15)
N1 H1 N2 8_755 0.89(2) 2.35(2) 3.1898(17) 156.0(15)
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
C7 N1 C1 C2 9.6(3)
C7 N1 C1 C6 -172.32(15)
C6 C1 C2 C3 1.0(2)
N1 C1 C2 C3 179.05(15)
C1 C2 C3 C4 0.7(3)
C2 C3 C4 C5 -1.7(3)
C3 C4 C5 C6 0.9(3)
C4 C5 C6 C1 0.9(3)
C2 C1 C6 C5 -1.9(2)
N1 C1 C6 C5 179.98(15)
C1 N1 C7 O1 1.7(3)
C1 N1 C7 C8 -177.72(14)
O2 N2 C8 C7 -178.22(12)
O1 C7 C8 N2 -11.3(2)
N1 C7 C8 N2 168.19(13)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 5259039
