#------------------------------------------------------------------------------
#$Date: 2017-10-13 07:28:26 +0200 (vie 13 de oct de 2017) $
#$Revision: 201972 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/07/2100712.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_2100712
loop_
_publ_author_name
'P. A. Wood'
'R. S. Forgan'
'D. Henderson'
'S. Parsons'
'E. Pidcock'
'P. A. Tasker'
'J. E. Warren'
_publ_contact_author_email       P.A.Wood@sms.ed.ac.uk
_publ_contact_author_name        'Peter A. Wood'
_publ_section_title
;
 Effect of pressure on the crystal structure of salicylaldoxime-I, and
 the structure of salicylaldoxime-II at 5.93GPa
;
_journal_coeditor_code           SO5004
_journal_date_accepted           2006-08-11
_journal_date_recd_electronic    2006-06-03
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              1099
_journal_page_last               1111
_journal_paper_category          FA
_journal_paper_doi               10.1107/S0108768106031752
_journal_volume                  62
_journal_year                    2006
_chemical_formula_moiety         'C7 H7 N1 O2'
_chemical_formula_sum            'C7 H7 N O2'
_chemical_formula_weight         137.14
_chemical_melting_point          60.0(10)
_chemical_name_common            salicylaldoxime
_chemical_name_systematic        '2-hydroxybenzaldehyde oxime'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           CRYSTALS_ver_12.80
_cell_angle_alpha                90
_cell_angle_beta                 109.859(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.513(2)
_cell_length_b                   4.9319(4)
_cell_length_c                   11.630(2)
_cell_measurement_reflns_used    302
_cell_measurement_temperature    293
_cell_measurement_theta_max      24
_cell_measurement_theta_min      3
_cell_volume                     513.20(15)
_computing_cell_refinement       SAINT
_computing_data_collection       'APEX-II (Bruker-Nonius, 2000)'
_computing_data_reduction        'SAINT (Bruker-Nonius, 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.377
_diffrn_measured_fraction_theta_max 0.368
_diffrn_measurement_device_type  'Bruker-Nonius Apex II CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  silicon
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_reflns_av_R_equivalents  0.076
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1925
_diffrn_reflns_theta_full        25.327
_diffrn_reflns_theta_max         26.382
_diffrn_reflns_theta_min         3.396
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.132
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.42
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS version 2004/1'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.775
_exptl_crystal_description       block
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.13
_refine_diff_density_min         -0.11
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9435
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         386
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0406
_refine_ls_shift/su_max          0.000066
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
 Method = Robust Weighting (Prince, 1982)
 W = [weight] * [1-(deltaF/6*sigmaF)²]²
 Ai are:
 415. 577. 330. 94.6 -9.74
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0937
_refine_ls_wR_factor_gt          0.0816
_refine_ls_wR_factor_ref         0.0937
_reflns_number_gt                305
_reflns_number_total             410
_reflns_threshold_expression     I>2.00u(I)
_cod_data_source_file            so5004.cif
_cod_data_source_block           5_28GPa
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 '59-61' was changed to '60.0(10)' -
the average value was taken and precision was estimated.

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 '59-61' was changed to '60.0(10)' -
the average value was taken and precision was
estimated.

'_symmetry_cell_setting' value 'Monoclinic' changed to
'monoclinic' 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_original_cell_volume        513.19(15)
_cod_original_sg_symbol_H-M      'P 1 21/n 1 '
_cod_original_formula_sum        'C7 H7 N1 O2'
_cod_database_code               2100712
_cod_database_fobs_code          2100712
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2
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 O1 0.7473(6) 1.0528(4) 0.6898(2) 0.0346 Uani 1.0000
N N2 0.6921(7) 0.8817(5) 0.5895(3) 0.0289 Uani 1.0000
C C3 0.7887(8) 0.7084(6) 0.5843(3) 0.0279 Uani 1.0000
C C4 0.7549(8) 0.5041(6) 0.4876(3) 0.0244 Uani 1.0000
C C5 0.6116(8) 0.4911(6) 0.3990(3) 0.0220 Uani 1.0000
O O5 0.5017(6) 0.6740(4) 0.3973(2) 0.0288 Uani 1.0000
C C6 0.5766(9) 0.2837(6) 0.3130(3) 0.0176 Uani 1.0000
C C7 0.6809(9) 0.1029(6) 0.3139(3) 0.0212 Uani 1.0000
C C8 0.8277(8) 0.1164(6) 0.3986(3) 0.0220 Uani 1.0000
C C9 0.8587(8) 0.3161(6) 0.4865(3) 0.0218 Uani 1.0000
H H1 0.678(4) 1.160(9) 0.678(4) 0.0530 Uiso 1.0000
H H3 0.8844 0.7075 0.6444 0.0376 Uiso 1.0000
H H5 0.536(9) 0.793(6) 0.448(3) 0.0486 Uiso 1.0000
H H6 0.4813 0.2703 0.2560 0.0287 Uiso 1.0000
H H7 0.6567 -0.0350 0.2552 0.0325 Uiso 1.0000
H H8 0.9014 -0.0094 0.3972 0.0337 Uiso 1.0000
H H9 0.9537 0.3186 0.5474 0.0317 Uiso 1.0000
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 0.035(7) 0.0249(11) 0.0272(13) 0.0040(15) -0.011(3) -0.0078(9)
N2 0.029(6) 0.0207(13) 0.0244(16) -0.0006(18) -0.007(3) -0.0045(10)
C3 0.032(7) 0.0226(15) 0.0223(18) 0.000(2) 0.001(3) 0.0012(11)
C4 0.026(5) 0.0206(13) 0.0225(18) 0.0005(18) 0.003(3) 0.0022(11)
C5 0.020(5) 0.0203(13) 0.0260(19) 0.0026(19) 0.008(3) 0.0014(11)
O5 0.023(5) 0.0257(11) 0.0298(15) 0.0070(15) -0.001(2) -0.0080(9)
C6 0.011(6) 0.0239(14) 0.0215(18) -0.0049(19) 0.010(3) 0.0013(11)
C7 0.022(6) 0.0208(13) 0.0251(18) -0.0009(19) 0.013(3) 0.0007(12)
C8 0.019(6) 0.0205(13) 0.0299(19) 0.0059(19) 0.013(3) 0.0066(11)
C9 0.016(5) 0.0239(14) 0.0246(19) -0.0030(19) 0.006(3) 0.0067(11)
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
N2 O1 H1 102(3) no
O1 N2 C3 112.0(4) yes
N2 C3 C4 121.7(5) yes
N2 C3 H3 120.1 no
C4 C3 H3 118.2 no
C3 C4 C5 120.1(6) yes
C3 C4 C9 120.4(5) yes
C5 C4 C9 119.4(4) yes
C4 C5 O5 121.6(3) yes
C4 C5 C6 119.9(6) yes
O5 C5 C6 118.5(5) yes
C5 O5 H5 110(6) no
C5 C6 C7 119.4(5) yes
C5 C6 H6 120.4 no
C7 C6 H6 120.2 no
C6 C7 C8 122.1(3) yes
C6 C7 H7 119.0 no
C8 C7 H7 118.9 no
C7 C8 C9 117.6(6) yes
C7 C8 H8 121.6 no
C9 C8 H8 120.8 no
C8 C9 C4 121.5(5) yes
C8 C9 H9 118.5 no
C4 C9 H9 120.0 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 N2 1.391(3) yes
O1 H1 0.8200(9) no
N2 C3 1.271(9) yes
C3 C4 1.463(5) yes
C3 H3 0.940 no
C4 C5 1.403(8) yes
C4 C9 1.358(9) yes
C5 O5 1.376(8) yes
C5 C6 1.389(4) yes
O5 H5 0.8200(9) no
C6 C7 1.332(10) yes
C6 H6 0.926 no
C7 C8 1.411(8) yes
C7 H7 0.935 no
C8 C9 1.377(5) yes
C8 H8 0.940 no
C9 H9 0.939 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10229769
