#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/16/2211690.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_2211690
loop_
_publ_author_name
'Yan-Ping Luo'
'Hong-Bin Zhou'
_publ_section_title
;
 2-Benzylmalononitrile
;
_journal_coeditor_code           YA2029
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o5369
_journal_page_last               o5370
_journal_paper_doi               10.1107/S1600536806045235
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C10 H8 N2'
_chemical_formula_moiety         'C10 H8 N2'
_chemical_formula_sum            'C10 H8 N2'
_chemical_formula_weight         156.18
_chemical_name_systematic
;
2-benzylmalononitrile
;
_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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.270(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.8391(13)
_cell_length_b                   15.145(4)
_cell_length_c                   9.807(2)
_cell_measurement_reflns_used    997
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      20.3
_cell_measurement_theta_min      2.7
_cell_volume                     855.9(3)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 2001)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.099
_diffrn_reflns_av_sigmaI/netI    0.085
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6068
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.5
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.07
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.16
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.94
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1942
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.94
_refine_ls_R_factor_all          0.102
_refine_ls_R_factor_gt           0.055
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0839P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.138
_refine_ls_wR_factor_ref         0.174
_reflns_number_gt                1061
_reflns_number_total             1942
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ya2029.cif
_cod_data_source_block           I
_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:

'_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        856.0(3)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2211690
_cod_database_fobs_code          2211690
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
C C1 -0.0426(4) 0.68694(13) 0.0775(2) 0.0559(6) Uani d . 1
H H1 -0.1243 0.7224 0.1305 0.067 Uiso calc R 1
C C2 -0.1401(4) 0.66421(15) -0.0560(2) 0.0640(7) Uani d . 1
H H2 -0.2878 0.6843 -0.0923 0.077 Uiso calc R 1
C C3 -0.0205(4) 0.61221(15) -0.1353(2) 0.0655(7) Uani d . 1
H H3 -0.0858 0.5977 -0.2253 0.079 Uiso calc R 1
C C4 0.1934(4) 0.58240(14) -0.0811(3) 0.0663(7) Uani d . 1
H H4 0.2749 0.5468 -0.1340 0.080 Uiso calc R 1
C C5 0.2907(4) 0.60432(14) 0.0513(2) 0.0575(6) Uani d . 1
H H5 0.4375 0.5829 0.0867 0.069 Uiso calc R 1
C C6 0.1785(3) 0.65647(12) 0.1322(2) 0.0447(5) Uani d . 1
C C7 0.2869(4) 0.67868(12) 0.2781(2) 0.0510(6) Uani d . 1
H H7A 0.2160 0.7320 0.3069 0.061 Uiso calc R 1
H H7B 0.4510 0.6902 0.2808 0.061 Uiso calc R 1
C C8 0.2571(3) 0.60324(13) 0.3802(2) 0.0473(5) Uani d . 1
H H8 0.3269 0.5497 0.3486 0.057 Uiso calc R 1
C C9 0.3780(4) 0.62392(14) 0.5200(2) 0.0577(6) Uani d . 1
C C10 0.0110(4) 0.58525(13) 0.3825(2) 0.0519(6) Uani d . 1
N N1 0.4762(4) 0.64159(15) 0.6253(2) 0.0840(7) Uani d . 1
N N2 -0.1830(4) 0.57203(14) 0.3813(2) 0.0733(6) Uani d . 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
C1 0.0450(13) 0.0617(13) 0.0594(14) 0.0089(10) 0.0029(11) 0.0052(11)
C2 0.0464(14) 0.0728(15) 0.0659(16) 0.0005(11) -0.0119(12) 0.0165(13)
C3 0.0779(18) 0.0607(14) 0.0511(15) -0.0108(12) -0.0098(13) 0.0061(11)
C4 0.0803(18) 0.0600(14) 0.0579(15) 0.0101(12) 0.0089(13) -0.0027(11)
C5 0.0491(13) 0.0627(14) 0.0574(15) 0.0102(10) -0.0017(11) 0.0046(11)
C6 0.0401(11) 0.0422(11) 0.0496(12) -0.0034(8) 0.0005(9) 0.0047(9)
C7 0.0464(12) 0.0498(11) 0.0534(13) -0.0030(9) -0.0026(10) 0.0009(9)
C8 0.0440(12) 0.0491(11) 0.0448(12) 0.0031(9) -0.0047(9) -0.0022(9)
C9 0.0537(14) 0.0632(14) 0.0529(15) 0.0037(10) -0.0016(12) 0.0024(11)
C10 0.0501(14) 0.0544(13) 0.0487(13) 0.0043(10) 0.0007(10) 0.0026(9)
N1 0.0782(16) 0.1093(18) 0.0562(14) -0.0035(12) -0.0140(12) -0.0091(12)
N2 0.0508(13) 0.0865(15) 0.0809(15) -0.0033(10) 0.0056(11) 0.0059(11)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C6 119.7(2)
C2 C1 H1 120.2
C6 C1 H1 120.2
C3 C2 C1 120.6(2)
C3 C2 H2 119.7
C1 C2 H2 119.7
C4 C3 C2 119.3(2)
C4 C3 H3 120.3
C2 C3 H3 120.3
C3 C4 C5 120.4(2)
C3 C4 H4 119.8
C5 C4 H4 119.8
C6 C5 C4 121.9(2)
C6 C5 H5 119.1
C4 C5 H5 119.1
C5 C6 C1 118.10(19)
C5 C6 C7 121.05(18)
C1 C6 C7 120.83(19)
C6 C7 C8 112.10(16)
C6 C7 H7A 109.2
C8 C7 H7A 109.2
C6 C7 H7B 109.2
C8 C7 H7B 109.2
H7A C7 H7B 107.9
C10 C8 C9 110.49(16)
C10 C8 C7 111.07(16)
C9 C8 C7 111.04(16)
C10 C8 H8 108.0
C9 C8 H8 108.0
C7 C8 H8 108.0
N1 C9 C8 177.5(2)
N2 C10 C8 178.4(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.385(3)
C1 C6 1.395(3)
C1 H1 0.9300
C2 C3 1.374(3)
C2 H2 0.9300
C3 C4 1.354(3)
C3 H3 0.9300
C4 C5 1.371(3)
C4 H4 0.9300
C5 C6 1.360(3)
C5 H5 0.9300
C6 C7 1.506(3)
C7 C8 1.548(3)
C7 H7A 0.9700
C7 H7B 0.9700
C8 C10 1.466(3)
C8 C9 1.471(3)
C8 H8 0.9800
C9 N1 1.129(3)
C10 N2 1.149(3)
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 -0.3(3)
C1 C2 C3 C4 0.7(3)
C2 C3 C4 C5 -0.5(3)
C3 C4 C5 C6 -0.3(3)
C4 C5 C6 C1 0.8(3)
C4 C5 C6 C7 179.07(19)
C2 C1 C6 C5 -0.5(3)
C2 C1 C6 C7 -178.79(18)
C5 C6 C7 C8 -80.6(2)
C1 C6 C7 C8 97.7(2)
C6 C7 C8 C10 -60.5(2)
C6 C7 C8 C9 176.09(16)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 15061
