#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/42/2214264.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_2214264
loop_
_publ_author_name
'Kang, Si-Shun'
'Wang, Hai-Bo'
'Zeng, Hai-Su'
'Li, Hai-Lin'
_publ_section_title
;
 3,5-Dimethoxybenzamide oxime
;
_journal_coeditor_code           HK2275
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3279
_journal_page_last               o3279
_journal_paper_doi               10.1107/S1600536807029388
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C9 H12 N2 O3'
_chemical_formula_moiety         'C9 H12 N2 O3'
_chemical_formula_sum            'C9 H12 N2 O3'
_chemical_formula_weight         196.21
_chemical_name_systematic
;
3,5-Dimethoxybenzamide oxime
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                71.29(3)
_cell_angle_beta                 81.60(3)
_cell_angle_gamma                74.21(3)
_cell_formula_units_Z            2
_cell_length_a                   6.4390(13)
_cell_length_b                   8.0840(16)
_cell_length_c                   10.188(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      10
_cell_volume                     482.3(2)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'SHELXTL (Siemens, 1996)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      294(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           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0273
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2059
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         2.11
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.9798
_exptl_absorpt_correction_T_min  0.9698
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             208
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.399
_refine_diff_density_min         -0.360
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1880
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0880
_refine_ls_R_factor_gt           0.0566
_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)+(0.04P)²+0.9P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1238
_refine_ls_wR_factor_ref         0.1802
_reflns_number_gt                1378
_reflns_number_total             1880
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hk2275.cif
_cod_data_source_block           I
_cod_original_cell_volume        482.33(17)
_cod_database_code               2214264
_cod_database_fobs_code          2214264
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
N N1 1.0788(4) 0.1642(4) 0.9438(3) 0.0451(7) Uani d . 1
O O1 1.0049(5) 0.8092(4) 0.4557(3) 0.0641(8) Uani d . 1
C C1 1.2181(7) 0.7582(6) 0.3939(4) 0.0601(11) Uani d . 1
H H1B 1.2331 0.8433 0.3044 0.090 Uiso calc R 1
H H1C 1.2407 0.6406 0.3834 0.090 Uiso calc R 1
H H1D 1.3231 0.7565 0.4524 0.090 Uiso calc R 1
O O2 0.4585(4) 0.7003(3) 0.8199(3) 0.0522(7) Uani d . 1
C C2 0.9512(5) 0.7037(4) 0.5843(3) 0.0435(8) Uani d . 1
N N2 1.3735(4) 0.2953(4) 0.8772(3) 0.0529(8) Uani d . 1
H H2A 1.4608 0.2016 0.9251 0.063 Uiso calc R 1
H H2B 1.4198 0.3887 0.8296 0.063 Uiso calc R 1
O O3 1.2317(4) 0.0190(3) 1.0254(3) 0.0537(7) Uani d . 1
H H3A 1.1736 -0.0635 1.0674 0.081 Uiso calc R 1
C C3 1.0923(5) 0.5541(4) 0.6617(3) 0.0414(8) Uani d . 1
H H3B 1.2341 0.5181 0.6278 0.050 Uiso calc R 1
C C4 1.0177(5) 0.4578(4) 0.7923(3) 0.0359(7) Uani d . 1
C C5 0.8059(5) 0.5116(4) 0.8431(3) 0.0392(7) Uani d . 1
H H5A 0.7575 0.4478 0.9303 0.047 Uiso calc R 1
C C6 0.6679(5) 0.6608(4) 0.7627(3) 0.0411(8) Uani d . 1
C C7 0.7402(6) 0.7582(5) 0.6338(4) 0.0454(8) Uani d . 1
H H7A 0.6473 0.8597 0.5809 0.055 Uiso calc R 1
C C8 0.3158(6) 0.8628(5) 0.7501(4) 0.0551(10) Uani d . 1
H H8A 0.1769 0.8740 0.8004 0.083 Uiso calc R 1
H H8B 0.3006 0.8616 0.6581 0.083 Uiso calc R 1
H H8C 0.3731 0.9629 0.7447 0.083 Uiso calc R 1
C C9 1.1641(5) 0.2958(4) 0.8768(3) 0.0369(7) 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
N1 0.0325(14) 0.0394(15) 0.0496(17) -0.0041(12) -0.0096(12) 0.0048(13)
O1 0.0639(17) 0.0624(17) 0.0438(15) -0.0107(14) 0.0047(13) 0.0071(13)
C1 0.068(3) 0.068(3) 0.045(2) -0.035(2) 0.0086(18) -0.0075(19)
O2 0.0359(13) 0.0527(15) 0.0506(15) -0.0005(11) 0.0003(11) -0.0015(12)
C2 0.0449(19) 0.0402(18) 0.0390(18) -0.0099(15) 0.0006(14) -0.0047(14)
N2 0.0359(15) 0.0523(18) 0.060(2) -0.0132(13) -0.0112(14) 0.0030(15)
O3 0.0338(13) 0.0464(14) 0.0616(16) -0.0019(10) -0.0133(11) 0.0084(12)
C3 0.0340(16) 0.0419(18) 0.0446(19) -0.0070(14) 0.0002(14) -0.0109(15)
C4 0.0302(15) 0.0356(16) 0.0384(17) -0.0061(13) -0.0038(13) -0.0071(13)
C5 0.0341(16) 0.0375(17) 0.0411(18) -0.0076(13) -0.0016(13) -0.0059(14)
C6 0.0337(16) 0.0416(18) 0.0445(19) -0.0059(14) -0.0027(14) -0.0105(15)
C7 0.0436(19) 0.0382(18) 0.0428(19) -0.0020(15) -0.0077(15) -0.0005(15)
C8 0.049(2) 0.049(2) 0.055(2) 0.0023(17) -0.0046(17) -0.0100(18)
C9 0.0306(15) 0.0404(17) 0.0371(17) -0.0077(13) -0.0030(13) -0.0085(14)
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
C9 N1 O3 111.2(3)
C2 O1 C1 118.4(3)
O1 C1 H1B 109.5
O1 C1 H1C 109.5
H1B C1 H1C 109.5
O1 C1 H1D 109.5
H1B C1 H1D 109.5
H1C C1 H1D 109.5
C6 O2 C8 117.9(3)
O1 C2 C7 114.7(3)
O1 C2 C3 124.2(3)
C7 C2 C3 121.1(3)
C9 N2 H2A 120.0
C9 N2 H2B 120.0
H2A N2 H2B 120.0
N1 O3 H3A 109.5
C2 C3 C4 118.7(3)
C2 C3 H3B 120.7
C4 C3 H3B 120.7
C5 C4 C3 120.7(3)
C5 C4 C9 119.5(3)
C3 C4 C9 119.9(3)
C6 C5 C4 119.4(3)
C6 C5 H5A 120.3
C4 C5 H5A 120.3
C5 C6 O2 115.2(3)
C5 C6 C7 120.6(3)
O2 C6 C7 124.2(3)
C2 C7 C6 119.6(3)
C2 C7 H7A 120.2
C6 C7 H7A 120.2
O2 C8 H8A 109.5
O2 C8 H8B 109.5
H8A C8 H8B 109.5
O2 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
N1 C9 N2 125.0(3)
N1 C9 C4 116.0(3)
N2 C9 C4 119.0(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C9 1.282(4)
N1 O3 1.422(3)
O1 C2 1.369(4)
O1 C1 1.434(5)
C1 H1B 0.9600
C1 H1C 0.9600
C1 H1D 0.9600
O2 C6 1.384(4)
O2 C8 1.418(4)
C2 C7 1.382(5)
C2 C3 1.382(5)
N2 C9 1.347(4)
N2 H2A 0.8600
N2 H2B 0.8600
O3 H3A 0.8200
C3 C4 1.400(4)
C3 H3B 0.9300
C4 C5 1.390(4)
C4 C9 1.479(4)
C5 C6 1.382(4)
C5 H5A 0.9300
C6 C7 1.385(5)
C7 H7A 0.9300
C8 H8A 0.9600
C8 H8B 0.9600
C8 H8C 0.9600
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
N2 H2A O3 . 0.86 2.28 2.578(4) 101.0
N2 H2A O3 2_857 0.86 2.27 3.083(4) 158.0
N2 H2B O2 1_655 0.86 2.57 3.319(4) 147.0
O3 H3A N1 2_757 0.82 2.04 2.724(4) 141.0
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
C1 O1 C2 C7 -177.5(3)
C1 O1 C2 C3 2.7(6)
O1 C2 C3 C4 179.7(3)
C7 C2 C3 C4 0.0(5)
C2 C3 C4 C5 0.0(5)
C2 C3 C4 C9 179.2(3)
C3 C4 C5 C6 0.6(5)
C9 C4 C5 C6 -178.6(3)
C4 C5 C6 O2 177.9(3)
C4 C5 C6 C7 -1.2(5)
C8 O2 C6 C5 173.0(3)
C8 O2 C6 C7 -7.9(5)
O1 C2 C7 C6 179.7(3)
C3 C2 C7 C6 -0.5(6)
C5 C6 C7 C2 1.1(5)
O2 C6 C7 C2 -177.9(3)
O3 N1 C9 N2 3.0(5)
O3 N1 C9 C4 -177.7(3)
C5 C4 C9 N1 38.3(5)
C3 C4 C9 N1 -141.0(3)
C5 C4 C9 N2 -142.4(3)
C3 C4 C9 N2 38.4(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2013061
