#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/21/2212188.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_2212188
loop_
_publ_author_name
'Xing, Zhi-Tao'
'Ding, Wei-Lin'
'Wang, Hai-Bo'
'Wang, Pin-Liang'
_publ_section_title
;
 4-Nitrobenzamidoxime
;
_journal_coeditor_code           HB2250
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o489
_journal_page_last               o490
_journal_paper_doi               10.1107/S1600536806056066
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C7 H7 N3 O3'
_chemical_formula_moiety         'C7 H7 N3 O3'
_chemical_formula_sum            'C7 H7 N3 O3'
_chemical_formula_weight         181.16
_chemical_name_systematic
;
4-Nitrobenzamidoxime
;
_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                   11.320(2)
_cell_length_b                   7.7760(16)
_cell_length_c                   18.802(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12
_cell_measurement_theta_min      9
_cell_volume                     1655.0(6)
_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  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1006
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1609
_diffrn_reflns_theta_full        25.95
_diffrn_reflns_theta_max         25.95
_diffrn_reflns_theta_min         2.17
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  2h
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.293
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1609
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.1701
_refine_ls_R_factor_gt           0.0733
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0689P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1649
_refine_ls_wR_factor_ref         0.2003
_reflns_number_gt                671
_reflns_number_total             1609
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2250.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               2212188
_cod_database_fobs_code          2212188
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
O O1 0.9024(5) 0.6715(7) 0.7919(2) 0.1074(17) Uani d . 1
O O2 0.7158(4) 0.6684(7) 0.7834(2) 0.1000(16) Uani d . 1
O O3 0.9286(3) 0.0706(4) 0.42984(17) 0.0578(10) Uani d . 1
H H3A 0.9804 -0.0031 0.4288 0.087 Uiso calc R 1
N N1 0.8142(5) 0.6312(6) 0.7614(3) 0.0715(14) Uani d . 1
N N2 0.7734(4) 0.3039(6) 0.4462(2) 0.0651(13) Uani d . 1
H H2A 0.7757 0.2425 0.4082 0.078 Uiso calc R 1
H H2B 0.7207 0.3827 0.4508 0.078 Uiso calc R 1
N N3 0.9341(3) 0.1610(5) 0.4959(2) 0.0470(10) Uani d . 1
C C1 0.9424(4) 0.4292(6) 0.6009(3) 0.0552(14) Uani d . 1
H H1A 1.0162 0.4080 0.5810 0.066 Uiso calc R 1
C C2 0.9355(5) 0.5134(7) 0.6647(3) 0.0588(14) Uani d . 1
H H2C 1.0030 0.5503 0.6884 0.071 Uiso calc R 1
C C3 0.8240(5) 0.5413(6) 0.6923(3) 0.0508(13) Uani d . 1
C C4 0.7217(4) 0.4899(7) 0.6584(3) 0.0499(13) Uani d . 1
H H4A 0.6479 0.5118 0.6782 0.060 Uiso calc R 1
C C5 0.7323(4) 0.4057(6) 0.5947(2) 0.0465(12) Uani d . 1
H H5A 0.6647 0.3691 0.5710 0.056 Uiso calc R 1
C C6 0.8417(4) 0.3747(6) 0.5654(2) 0.0403(11) Uani d . 1
C C7 0.8521(4) 0.2766(6) 0.4983(3) 0.0404(11) 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
O1 0.109(4) 0.132(4) 0.081(3) -0.031(3) -0.011(3) -0.037(3)
O2 0.104(4) 0.129(4) 0.068(3) 0.009(3) 0.021(2) -0.030(3)
O3 0.050(2) 0.054(2) 0.070(2) 0.0023(18) 0.0084(18) -0.013(2)
N1 0.089(4) 0.072(3) 0.054(3) -0.007(3) -0.002(3) 0.002(3)
N2 0.068(3) 0.074(3) 0.053(2) 0.029(3) -0.009(2) -0.008(3)
N3 0.044(2) 0.042(2) 0.055(3) 0.003(2) 0.005(2) -0.004(2)
C1 0.046(3) 0.057(3) 0.063(3) 0.004(3) 0.001(3) 0.004(3)
C2 0.055(3) 0.059(3) 0.063(3) -0.008(3) -0.011(3) -0.003(3)
C3 0.069(4) 0.045(3) 0.039(3) 0.002(3) -0.002(3) 0.004(2)
C4 0.043(3) 0.057(3) 0.050(3) 0.005(3) 0.002(2) 0.006(3)
C5 0.040(3) 0.046(3) 0.053(3) 0.005(2) -0.001(2) 0.006(3)
C6 0.041(3) 0.032(3) 0.048(3) 0.002(2) 0.000(2) 0.012(2)
C7 0.037(2) 0.038(3) 0.046(3) 0.004(2) -0.001(2) 0.004(2)
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
N3 O3 H3A 109.5
O1 N1 O2 122.5(6)
O1 N1 C3 118.9(6)
O2 N1 C3 118.5(5)
C7 N2 H2A 120.0
C7 N2 H2B 120.0
H2A N2 H2B 120.0
C7 N3 O3 110.0(4)
C2 C1 C6 121.4(5)
C2 C1 H1A 119.3
C6 C1 H1A 119.3
C1 C2 C3 117.2(5)
C1 C2 H2C 121.4
C3 C2 H2C 121.4
C4 C3 C2 123.1(5)
C4 C3 N1 118.6(5)
C2 C3 N1 118.2(5)
C5 C4 C3 117.9(5)
C5 C4 H4A 121.0
C3 C4 H4A 121.0
C4 C5 C6 120.8(5)
C4 C5 H5A 119.6
C6 C5 H5A 119.6
C5 C6 C1 119.5(4)
C5 C6 C7 120.2(4)
C1 C6 C7 120.2(4)
N3 C7 N2 124.1(5)
N3 C7 C6 116.4(4)
N2 C7 C6 119.3(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 N1 1.193(6)
O2 N1 1.223(5)
O3 N3 1.428(4)
O3 H3A 0.8200
N1 C3 1.479(7)
N2 C7 1.340(5)
N2 H2A 0.8600
N2 H2B 0.8600
N3 C7 1.293(5)
C1 C2 1.368(6)
C1 C6 1.387(6)
C1 H1A 0.9300
C2 C3 1.382(6)
C2 H2C 0.9300
C3 C4 1.380(6)
C4 C5 1.370(6)
C4 H4A 0.9300
C5 C6 1.378(6)
C5 H5A 0.9300
C6 C7 1.479(6)
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 2.23 2.544(5) 102
N2 H2A O2 2_664 0.86 2.45 3.071(5) 130
N2 H2B O3 8_765 0.86 2.27 3.102(6) 163
O3 H3A N3 5_756 0.82 2.11 2.758(5) 136
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 0.3(7)
C1 C2 C3 C4 -0.6(8)
C1 C2 C3 N1 179.7(4)
O1 N1 C3 C4 177.9(5)
O2 N1 C3 C4 -5.4(7)
O1 N1 C3 C2 -2.5(8)
O2 N1 C3 C2 174.3(5)
C2 C3 C4 C5 0.7(7)
N1 C3 C4 C5 -179.6(4)
C3 C4 C5 C6 -0.5(7)
C4 C5 C6 C1 0.1(7)
C4 C5 C6 C7 177.1(4)
C2 C1 C6 C5 0.0(7)
C2 C1 C6 C7 -177.0(4)
O3 N3 C7 N2 0.7(6)
O3 N3 C7 C6 176.5(3)
C5 C6 C7 N3 -136.1(4)
C1 C6 C7 N3 40.9(6)
C5 C6 C7 N2 39.9(6)
C1 C6 C7 N2 -143.1(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 3051692
