#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:48:21 +0200 (vie 13 de oct de 2017) $
#$Revision: 201957 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/53/2015376.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_2015376
loop_
_publ_author_name
'Britton, Doyle'
'Cramer, Christopher J.'
_publ_section_title
;
 2-Formylbenzonitrile
;
_journal_coeditor_code           JZ3013
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o307
_journal_page_last               o309
_journal_paper_doi               10.1107/S0108270106013138
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C8 H5 N O'
_chemical_formula_moiety         'C8 H5 N O'
_chemical_formula_sum            'C8 H5 N O'
_chemical_formula_weight         131.13
_chemical_name_systematic
;
2-Formylbenzonitrile
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXTL plus manual additions'
_cell_angle_alpha                90.00
_cell_angle_beta                 93.73(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.7889(9)
_cell_length_b                   15.580(4)
_cell_length_c                   10.759(3)
_cell_measurement_reflns_used    1810
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      24.3
_cell_measurement_theta_min      2.3
_cell_volume                     633.8(3)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXLTL
_computing_publication_material  SHELXLTL
_computing_structure_refinement  SHELXLTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type
;
Siemens SMART area-detector
;
_diffrn_measurement_method       ω
_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  0.041
_diffrn_reflns_av_sigmaI/netI    0.034
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3166
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.30
_diffrn_standards_decay_%        <1
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.15
_refine_diff_density_min         -0.17
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.08
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1115
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.08
_refine_ls_R_factor_all          0.051
_refine_ls_R_factor_gt           0.042
_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)+(0.038P)²+0.26P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.095
_refine_ls_wR_factor_ref         0.101
_reflns_number_gt                974
_reflns_number_total             1115
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jz3013.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2015376
_cod_database_fobs_code          2015376
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
O O1 0.2865(4) 0.69998(8) 0.88147(12) 0.0395(4) Uani d . 1
N N1 0.4433(4) 0.87051(10) 1.05357(14) 0.0372(4) Uani d . 1
C C1 0.1212(4) 0.88277(10) 0.83388(14) 0.0251(4) Uani d . 1
C C2 0.0145(4) 0.81241(10) 0.75790(15) 0.0246(4) Uani d . 1
C C3 -0.1618(4) 0.82789(11) 0.64310(15) 0.0275(4) Uani d . 1
H H3 -0.2372 0.7809 0.5917 0.033 Uiso calc R 1
C C4 -0.2293(4) 0.91114(11) 0.60254(15) 0.0309(4) Uani d . 1
H H4 -0.3470 0.9209 0.5231 0.037 Uiso calc R 1
C C5 -0.1256(4) 0.97997(11) 0.67752(16) 0.0323(4) Uani d . 1
H H5 -0.1739 1.0369 0.6497 0.039 Uiso calc R 1
C C6 0.0491(4) 0.96605(11) 0.79340(15) 0.0295(4) Uani d . 1
H H6 0.1192 1.0134 0.8449 0.035 Uiso calc R 1
C C7 0.3021(4) 0.87205(10) 0.95581(15) 0.0280(4) Uani d . 1
C C8 0.0904(4) 0.72222(11) 0.79371(15) 0.0300(4) Uani d . 1
H H8 -0.0231 0.6785 0.7443 0.036 Uiso calc R 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 0.0500(8) 0.0320(7) 0.0352(7) 0.0035(6) -0.0076(6) 0.0019(5)
N1 0.0423(9) 0.0381(9) 0.0304(8) 0.0009(7) -0.0047(7) -0.0030(7)
C1 0.0221(8) 0.0288(9) 0.0242(8) -0.0002(7) 0.0007(7) 0.0001(7)
C2 0.0232(8) 0.0256(8) 0.0254(8) -0.0008(7) 0.0042(6) -0.0008(6)
C3 0.0269(9) 0.0314(9) 0.0242(9) -0.0025(7) 0.0005(7) -0.0042(7)
C4 0.0296(9) 0.0373(10) 0.0254(9) 0.0012(8) -0.0018(7) 0.0043(7)
C5 0.0336(9) 0.0274(9) 0.0356(10) 0.0018(7) -0.0010(8) 0.0064(8)
C6 0.0291(9) 0.0272(9) 0.0318(9) -0.0015(7) -0.0003(7) -0.0041(7)
C7 0.0288(9) 0.0260(8) 0.0294(9) -0.0003(7) 0.0030(7) -0.0021(7)
C8 0.0333(9) 0.0294(9) 0.0274(9) -0.0018(7) 0.0024(7) -0.0031(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'
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
C6 C1 C2 120.05(14)
C6 C1 C7 117.57(14)
C2 C1 C7 122.38(15)
C3 C2 C1 118.96(15)
C3 C2 C8 118.10(14)
C1 C2 C8 122.92(15)
C2 C3 C4 120.75(15)
C2 C3 H3 119.6
C4 C3 H3 119.6
C5 C4 C3 120.12(15)
C5 C4 H4 119.9
C3 C4 H4 119.9
C4 C5 C6 120.18(16)
C4 C5 H5 119.9
C6 C5 H5 119.9
C5 C6 C1 119.94(15)
C5 C6 H6 120.0
C1 C6 H6 120.0
N1 C7 C1 174.54(17)
O1 C8 C2 124.91(16)
O1 C8 H8 117.5
C2 C8 H8 117.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C8 1.214(2)
N1 C7 1.149(2)
C1 C6 1.390(2)
C1 C2 1.411(2)
C1 C7 1.450(2)
C2 C3 1.387(2)
C2 C8 1.480(2)
C3 C4 1.387(2)
C3 H3 0.9500
C4 C5 1.383(2)
C4 H4 0.9500
C5 C6 1.390(2)
C5 H5 0.9500
C6 H6 0.9500
C8 H8 0.9500
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 0.0(2)
C7 C1 C2 C3 179.10(15)
C6 C1 C2 C8 178.42(15)
C7 C1 C2 C8 -2.5(2)
C1 C2 C3 C4 0.7(2)
C8 C2 C3 C4 -177.73(15)
C2 C3 C4 C5 -1.0(2)
C3 C4 C5 C6 0.5(3)
C4 C5 C6 C1 0.3(2)
C2 C1 C6 C5 -0.5(2)
C7 C1 C6 C5 -179.65(15)
C3 C2 C8 O1 168.30(16)
C1 C2 C8 O1 -10.1(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 91446
