#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/46/2204602.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_2204602
loop_
_publ_author_name
'Britton, Doyle'
_publ_section_title
;
 2,6-Difluorobenzonitrile
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2189
_journal_page_last               o2190
_journal_paper_doi               10.1107/S1600536804027400
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C7 H3 F2 N'
_chemical_formula_moiety         'C7 H3 F2 N'
_chemical_formula_sum            'C7 H3 F2 N'
_chemical_formula_weight         139.10
_chemical_name_systematic
;
2,6-Difluorobenzonitrile
;
_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           SHELXTL
_cell_angle_alpha                111.400(10)
_cell_angle_beta                 104.570(10)
_cell_angle_gamma                101.060(10)
_cell_formula_units_Z            2
_cell_length_a                   6.8164(17)
_cell_length_b                   7.2165(18)
_cell_length_c                   7.2951(18)
_cell_measurement_reflns_used    1641
_cell_measurement_temperature    174(2)
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.2
_cell_volume                     306.93(14)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1997)'
_diffrn_ambient_temperature      174(2)
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type
;
Siemens area detector diffractometer
;
_diffrn_measurement_method       'ω scans'
_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  0.028
_diffrn_reflns_av_sigmaI/netI    0.037
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            1769
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.19
_diffrn_standards_decay_%        'less than 1'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.134
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       'cut needle'
_exptl_crystal_F_000             140
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.45
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.22
_refine_ls_extinction_coef       1.22(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXTL
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     104
_refine_ls_number_reflns         1144
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.11
_refine_ls_R_factor_all          0.042
_refine_ls_R_factor_gt           0.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 calc w=1/[σ²(Fo²)+(0.061P)²+0.071P] where
P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.117
_refine_ls_wR_factor_ref         0.120
_reflns_number_gt                1040
_reflns_number_total             1144
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ac6132.cif
_cod_data_source_block           I
_cod_original_cell_volume        306.93(13)
_cod_database_code               2204602
_cod_database_fobs_code          2204602
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_occupancy
_atom_site_type_symbol
C1 0.2519(2) 0.3933(2) 0.6701(2) 0.0320(4) Uani d 1 C
C2 0.2677(2) 0.5566(2) 0.6105(2) 0.0353(4) Uani d 1 C
F2 0.27881(16) 0.51572(15) 0.41887(14) 0.0485(4) Uani d 1 F
C3 0.2698(3) 0.7522(2) 0.7371(3) 0.0416(4) Uani d 1 C
H3 0.279(3) 0.857(3) 0.687(3) 0.052(5) Uiso d 1 H
C4 0.2566(2) 0.7870(2) 0.9327(2) 0.0409(4) Uani d 1 C
H4 0.257(3) 0.923(3) 1.025(3) 0.057(5) Uiso d 1 H
C5 0.2425(2) 0.6308(2) 1.0011(2) 0.0368(4) Uani d 1 C
H5 0.239(3) 0.657(3) 1.140(3) 0.049(5) Uiso d 1 H
C6 0.2406(2) 0.4375(2) 0.8690(2) 0.0323(4) Uani d 1 C
F6 0.22844(15) 0.28246(13) 0.93013(13) 0.0436(4) Uani d 1 F
C7 0.2474(2) 0.1900(2) 0.5328(2) 0.0384(4) Uani d 1 C
N1 0.2425(3) 0.0278(2) 0.4227(2) 0.0535(5) Uani d 1 N
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
C1 0.0314(7) 0.0354(8) 0.0282(7) 0.0095(6) 0.0101(5) 0.0138(6)
C2 0.0358(8) 0.0440(9) 0.0285(7) 0.0098(6) 0.0114(5) 0.0194(6)
F2 0.0627(7) 0.0590(7) 0.0324(5) 0.0175(5) 0.0209(4) 0.0272(5)
C3 0.0456(9) 0.0380(9) 0.0440(9) 0.0114(7) 0.0134(7) 0.0234(7)
C4 0.0428(8) 0.0351(8) 0.0384(8) 0.0100(7) 0.0129(6) 0.0113(7)
C5 0.0370(8) 0.0419(9) 0.0285(7) 0.0095(6) 0.0128(6) 0.0126(6)
C6 0.0322(7) 0.0361(8) 0.0309(7) 0.0083(6) 0.0108(5) 0.0184(6)
F6 0.0585(6) 0.0429(6) 0.0389(6) 0.0156(4) 0.0207(4) 0.0257(4)
C7 0.0443(8) 0.0432(9) 0.0308(7) 0.0146(7) 0.0149(6) 0.0177(7)
N1 0.0759(11) 0.0443(9) 0.0403(8) 0.0238(8) 0.0244(7) 0.0134(7)
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'
F F 0.0171 0.0103 '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
C2 C1 C6 116.74(13)
C2 C1 C7 121.39(13)
C6 C1 C7 121.87(13)
F2 C2 C3 119.93(13)
F2 C2 C1 117.24(13)
C3 C2 C1 122.83(14)
C2 C3 C4 117.98(14)
C2 C3 H3 118.9(11)
C4 C3 H3 123.1(11)
C3 C4 C5 121.72(15)
C3 C4 H4 119.8(12)
C5 C4 H4 118.5(12)
C6 C5 C4 118.23(14)
C6 C5 H5 120.3(11)
C4 C5 H5 121.4(11)
F6 C6 C5 120.00(13)
F6 C6 C1 117.50(13)
C5 C6 C1 122.49(13)
N1 C7 C1 179.55(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.392(2)
C1 C6 1.393(2)
C1 C7 1.433(2)
C2 F2 1.3449(18)
C2 C3 1.371(2)
C3 C4 1.385(2)
C3 H3 0.95(2)
C4 C5 1.387(2)
C4 H4 0.97(2)
C5 C6 1.371(2)
C5 H5 0.96(2)
C6 F6 1.3437(16)
C7 N1 1.1407(19)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 67268
