#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/43/2214371.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_2214371
loop_
_publ_author_name
'Peter A. Wood'
'Ross S. Forgan'
'Simon Parsons'
'Elna Pidcock'
'Peter A. Tasker'
_publ_section_title
;
 3-Fluorosalicylaldoxime
;
_journal_coeditor_code           PK2020
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3132
_journal_page_last               o3132
_journal_paper_doi               10.1107/S1600536807020776
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C7 H6 F1 N1 O2'
_chemical_formula_moiety         'C7 H6 F1 N1 O2'
_chemical_formula_sum            'C7 H6 F N O2'
_chemical_formula_weight         155.13
_chemical_name_systematic        3-fluorosalicylaldoxime
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   difmap
_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            4
_cell_length_a                   7.0497(3)
_cell_length_b                   10.5161(4)
_cell_length_c                   9.1022(4)
_cell_measurement_reflns_used    2462
_cell_measurement_temperature    150
_cell_measurement_theta_max      30
_cell_measurement_theta_min      3
_cell_volume                     674.79(5)
_computing_cell_refinement       SAINT
_computing_data_collection       'SMART (Siemens, 1993)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2004)'
_computing_publication_material  CRYSTALS
_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 1.000
_diffrn_measured_fraction_theta_max 0.924
_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  0.034
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5425
_diffrn_reflns_theta_full        28.212
_diffrn_reflns_theta_max         30.335
_diffrn_reflns_theta_min         2.960
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.50
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2006)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_description       block
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.22
_refine_ls_goodness_of_fit_ref   0.9955
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     106
_refine_ls_number_reflns         981
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0369
_refine_ls_shift/su_max          0.000100
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(F²) + (0.05P)²], where P=[max(Fo²,0) + 2Fc²]/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0952
_refine_ls_wR_factor_gt          0.0944
_refine_ls_wR_factor_ref         0.0952
_reflns_number_gt                840
_reflns_number_total             981
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            pk2020.cif
_cod_data_source_block           I
_cod_original_formula_sum        'C7 H6 F1 N1 O2'
_cod_database_code               2214371
_cod_database_fobs_code          2214371
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x+1/2,y+1/2,z+1/2
x+1/2,-y+1/2,z
-x,-y,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 0.4921(3) 0.18525(14) 0.8860(2) 0.0413 Uani 1.0000
N N2 0.4610(3) 0.17539(15) 0.7354(2) 0.0308 Uani 1.0000
C C3 0.4249(3) 0.28150(17) 0.6744(3) 0.0291 Uani 1.0000
C C4 0.3910(3) 0.28594(19) 0.5162(2) 0.0269 Uani 1.0000
C C5 0.3791(3) 0.17354(18) 0.4329(3) 0.0257 Uani 1.0000
O O5 0.3996(2) 0.05548(13) 0.4920(2) 0.0309 Uani 1.0000
C C6 0.3441(3) 0.18391(19) 0.2834(3) 0.0300 Uani 1.0000
F F6 0.3325(2) 0.07390(12) 0.2058(2) 0.0401 Uani 1.0000
C C7 0.3223(3) 0.2981(2) 0.2124(3) 0.0328 Uani 1.0000
C C8 0.3356(3) 0.4092(2) 0.2956(3) 0.0327 Uani 1.0000
C C9 0.3695(3) 0.4030(2) 0.4445(3) 0.0295 Uani 1.0000
H H1 0.520(5) 0.111(3) 0.909(4) 0.0609 Uiso 1.0000
H H3 0.4159 0.3549 0.7269 0.0344 Uiso 1.0000
H H5 0.426(4) 0.063(3) 0.579(3) 0.0455 Uiso 1.0000
H H7 0.3001 0.2989 0.1116 0.0381 Uiso 1.0000
H H8 0.3191 0.4887 0.2494 0.0387 Uiso 1.0000
H H9 0.3797 0.4761 0.4983 0.0346 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 0.0687(12) 0.0326(8) 0.0228(7) 0.0036(8) -0.0049(7) 0.0006(6)
N2 0.0405(10) 0.0290(8) 0.0228(9) -0.0002(7) -0.0001(7) -0.0011(6)
C3 0.0360(10) 0.0231(8) 0.0280(10) -0.0005(8) 0.0018(8) -0.0042(7)
C4 0.0282(10) 0.0256(9) 0.0268(10) -0.0002(7) 0.0019(8) 0.0000(7)
C5 0.0300(9) 0.0229(9) 0.0242(9) 0.0009(7) 0.0024(8) 0.0000(7)
O5 0.0462(9) 0.0225(6) 0.0241(6) 0.0008(6) 0.0000(6) -0.0008(5)
C6 0.0328(11) 0.0306(10) 0.0268(11) 0.0021(7) 0.0003(8) -0.0045(8)
F6 0.0606(9) 0.0332(6) 0.0266(6) 0.0058(5) -0.0048(6) -0.0086(5)
C7 0.0370(11) 0.0379(11) 0.0235(8) 0.0050(8) 0.0004(9) 0.0033(8)
C8 0.0345(11) 0.0299(9) 0.0336(10) 0.0036(7) 0.0005(9) 0.0075(8)
C9 0.0331(9) 0.0237(9) 0.0316(9) 0.0018(7) 0.0001(8) -0.0012(7)
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'
F 0.0171 0.0103 '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 113.33(16) no
N2 C3 C4 119.43(17) no
N2 C3 H3 121.9 no
C4 C3 H3 118.6 no
C3 C4 C5 120.97(18) no
C3 C4 C9 120.34(19) no
C5 C4 C9 118.70(18) no
C4 C5 O5 123.17(17) no
C4 C5 C6 118.26(19) no
O5 C5 C6 118.57(19) no
C5 O5 H5 108.9(19) no
C5 C6 F6 116.98(19) no
C5 C6 C7 123.4(2) no
F6 C6 C7 119.62(18) no
C6 C7 C8 118.0(2) no
C6 C7 H7 119.4 no
C8 C7 H7 122.6 no
C7 C8 C9 120.4(2) no
C7 C8 H8 119.4 no
C9 C8 H8 120.1 no
C4 C9 C8 121.2(2) no
C4 C9 H9 118.8 no
C8 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 1.392(2) no
O1 H1 0.83(3) no
N2 C3 1.272(2) no
C3 C4 1.460(3) no
C3 H3 0.911 no
C4 C5 1.407(3) no
C4 C9 1.401(3) no
C5 O5 1.361(2) no
C5 C6 1.387(3) no
O5 H5 0.82(3) no
C6 F6 1.358(2) no
C6 C7 1.372(3) no
C7 C8 1.395(3) no
C7 H7 0.931 no
C8 C9 1.378(3) no
C8 H8 0.943 no
C9 H9 0.915 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21184724
