#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/01/2210123.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_2210123
loop_
_publ_author_name
'Peter A. Wood'
'Ross S. Forgan'
'Simon Parsons'
'Elna Pidcock'
'Peter A. Tasker'
_publ_section_title
;
 Salicylaldoxime-III at 150 K
;
_journal_coeditor_code           BT2170
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3944
_journal_page_last               o3946
_journal_paper_doi               10.1107/S1600536806032375
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C7 H7 N1 O2'
_chemical_formula_moiety         'C7 H7 N1 O2'
_chemical_formula_sum            'C7 H7 N O2'
_chemical_formula_weight         137.14
_chemical_melting_point          .332E-305
_chemical_name_common            salicylaldoxime
_chemical_name_systematic        '2-hydroxybenzaldehyde oxime'
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_method           CRYSTALS_ver_12.83
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.6691(2)
_cell_length_b                   12.7162(3)
_cell_length_c                   13.3652(3)
_cell_measurement_reflns_used    7295
_cell_measurement_temperature    150
_cell_measurement_theta_max      28
_cell_measurement_theta_min      2
_cell_volume                     1303.40(5)
_computing_cell_refinement       SAINT
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics
;
DIAMOND (Brandenburg, 2006) and XP (Sheldrick, 1997)
;
_computing_publication_material  'CRYSTALS and PLATON (Spek, 2006)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al.,  2003)'
_computing_structure_solution    'SIR92 (Altomare et al.,  1994)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.061
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15665
_diffrn_reflns_theta_full        27.456
_diffrn_reflns_theta_max         28.901
_diffrn_reflns_theta_min         2.211
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.740
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2006)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.28
_refine_ls_extinction_coef       22E1(2)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_refine_ls_goodness_of_fit_ref   0.9431
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         1886
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0333
_refine_ls_shift/su_max          0.000152
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(F²) + (0.04P)²], where P=[max(Fo²,0) + 2Fc²]/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0794
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0794
_reflns_number_gt                1618
_reflns_number_total             1886
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2170.cif
_cod_data_source_block           1
_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 

The following automatic conversions were performed:

'_atom_sites_solution_hydrogens' value 'geom/difmap' was changed to
'mixed'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_formula_sum        'C7 H7 N1 O2'
_cod_database_code               2210123
_cod_database_fobs_code          2210123
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -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_occupancy
O O11 0.2811(2) 0.27564(10) 0.02463(9) 0.0368 Uani 1.0000
N N21 0.2508(2) 0.22621(10) 0.11662(10) 0.0274 Uani 1.0000
C C31 0.1828(2) 0.13549(13) 0.10589(12) 0.0264 Uani 1.0000
C C41 0.1437(2) 0.07010(13) 0.19232(12) 0.0242 Uani 1.0000
C C51 0.1779(2) 0.10191(12) 0.29136(12) 0.0238 Uani 1.0000
O O51 0.24867(17) 0.19816(9) 0.31221(9) 0.0286 Uani 1.0000
C C61 0.1421(2) 0.03505(14) 0.37079(12) 0.0291 Uani 1.0000
C C71 0.0716(2) -0.06313(14) 0.35366(14) 0.0322 Uani 1.0000
C C81 0.0356(2) -0.09565(14) 0.25657(15) 0.0313 Uani 1.0000
C C91 0.0725(2) -0.02997(13) 0.17736(13) 0.0285 Uani 1.0000
O O12 0.7865(2) 0.25663(11) 0.48433(10) 0.0407 Uani 1.0000
N N22 0.7161(2) 0.16559(10) 0.44076(11) 0.0286 Uani 1.0000
C C32 0.7209(2) 0.17066(12) 0.34528(13) 0.0275 Uani 1.0000
C C42 0.6555(2) 0.08496(13) 0.28352(12) 0.0246 Uani 1.0000
C C52 0.5891(2) -0.00828(12) 0.32393(11) 0.0243 Uani 1.0000
O O52 0.58579(17) -0.02492(9) 0.42557(8) 0.0308 Uani 1.0000
C C62 0.5244(2) -0.08673(13) 0.26243(13) 0.0286 Uani 1.0000
C C72 0.5285(2) -0.07423(14) 0.15954(13) 0.0303 Uani 1.0000
C C82 0.5959(2) 0.01694(14) 0.11784(12) 0.0298 Uani 1.0000
C C92 0.6577(2) 0.09598(13) 0.17902(12) 0.0275 Uani 1.0000
H H11 0.315(3) 0.3334(17) 0.0410(18) 0.0537 Uiso 1.0000
H H31 0.1580 0.1096 0.0427 0.0315 Uiso 1.0000
H H51 0.270(3) 0.2251(17) 0.2545(15) 0.0427 Uiso 1.0000
H H61 0.1667 0.0573 0.4365 0.0331 Uiso 1.0000
H H71 0.0482 -0.1061 0.4091 0.0397 Uiso 1.0000
H H81 -0.0141 -0.1634 0.2458 0.0370 Uiso 1.0000
H H91 0.0544 -0.0523 0.1101 0.0330 Uiso 1.0000
H H12 0.768(3) 0.2501(18) 0.5479(17) 0.0593 Uiso 1.0000
H H32 0.7654 0.2305 0.3130 0.0324 Uiso 1.0000
H H52 0.624(3) 0.0323(16) 0.4501(15) 0.0450 Uiso 1.0000
H H62 0.4761 -0.1487 0.2923 0.0336 Uiso 1.0000
H H72 0.4791 -0.1260 0.1180 0.0364 Uiso 1.0000
H H82 0.5949 0.0260 0.0472 0.0363 Uiso 1.0000
H H92 0.7026 0.1581 0.1508 0.0322 Uiso 1.0000
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0033 0.0016 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 'International Tables Vol C 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
_geom_angle_publ_flag
N21 O11 H11 102.9(17) no
O11 N21 C31 112.06(13) ?
N21 C31 C41 120.83(15) ?
N21 C31 H31 120.6 no
C41 C31 H31 118.6 no
C31 C41 C51 122.95(14) ?
C31 C41 C91 119.13(15) ?
C51 C41 C91 117.91(15) ?
C41 C51 O51 121.49(14) ?
C41 C51 C61 120.41(15) ?
O51 C51 C61 118.10(14) ?
C51 O51 H51 104.4(14) no
C51 C61 C71 120.34(16) ?
C51 C61 H61 119.3 no
C71 C61 H61 120.4 no
C61 C71 C81 120.15(17) ?
C61 C71 H71 118.1 no
C81 C71 H71 121.7 no
C71 C81 C91 119.74(16) ?
C71 C81 H81 119.3 no
C91 C81 H81 120.9 no
C41 C91 C81 121.45(16) ?
C41 C91 H91 117.5 no
C81 C91 H91 121.0 no
N22 O12 H12 105.4(16) no
O12 N22 C32 111.20(14) ?
N22 C32 C42 121.23(16) ?
N22 C32 H32 120.7 no
C42 C32 H32 118.1 no
C32 C42 C52 122.73(14) ?
C32 C42 C92 119.02(15) ?
C52 C42 C92 118.24(15) ?
C42 C52 O52 121.24(14) ?
C42 C52 C62 120.80(14) ?
O52 C52 C62 117.96(15) ?
C52 O52 H52 104.1(14) no
C52 C62 C72 119.92(16) ?
C52 C62 H62 118.9 no
C72 C62 H62 121.2 no
C62 C72 C82 120.24(16) ?
C62 C72 H72 119.8 no
C82 C72 H72 119.9 no
C72 C82 C92 119.94(15) ?
C72 C82 H82 119.8 no
C92 C82 H82 120.2 no
C42 C92 C82 120.85(16) ?
C42 C92 H92 119.1 no
C82 C92 H92 120.0 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O11 N21 1.4003(17) ?
O11 H11 0.81(2) no
N21 C31 1.274(2) ?
C31 C41 1.454(2) ?
C31 H31 0.927 no
C41 C51 1.409(2) ?
C41 C91 1.399(2) ?
C51 O51 1.3677(19) ?
C51 C61 1.388(2) ?
O51 H51 0.86(2) no
C61 C71 1.379(3) ?
C61 H61 0.942 no
C71 C81 1.390(3) ?
C71 H71 0.938 no
C81 C91 1.378(2) ?
C81 H81 0.953 no
C91 H91 0.953 no
O12 N22 1.4039(19) ?
O12 H12 0.86(2) no
N22 C32 1.278(2) ?
C32 C42 1.456(2) ?
C32 H32 0.939 no
C42 C52 1.399(2) ?
C42 C92 1.404(2) ?
C52 O52 1.3751(19) ?
C52 C62 1.385(2) ?
O52 H52 0.85(2) no
C62 C72 1.385(2) ?
C62 H62 0.958 no
C72 C82 1.386(2) ?
C72 H72 0.941 no
C82 C92 1.380(2) ?
C82 H82 0.951 no
C92 H92 0.940 no
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
O11 H11 O52 4_655 0.81(2) 2.01(2) 2.8137(17) 176(2) yes
O12 H12 O51 3_556 0.87(2) 1.99(2) 2.7945(18) 155(2) yes
O51 H51 N21 . 0.86(2) 1.85(2) 2.6384(18) 152(2) yes
O52 H52 N22 . 0.85(2) 1.84(2) 2.6285(18) 153.4(19) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10229769
