#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/26/2202646.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_2202646
loop_
_publ_author_name
'Zeller, Matthias'
'Hunter, Allen D.'
_publ_section_title
;
 1,4-Diisocyano-2,5-dimethylbenzene
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1653
_journal_page_last               o1654
_journal_paper_doi               10.1107/S1600536803020075
_journal_volume                  59
_journal_year                    2003
_chemical_formula_moiety         'C10 H8 N2'
_chemical_formula_sum            'C10 H8 N2'
_chemical_formula_weight         156.18
_chemical_name_common            1,4-diisonitrile-2,5-dimethylbenzene
_chemical_name_systematic        1,4-diisonitrile-2,5-dimethylbenzene
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 91.690(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   3.9754(9)
_cell_length_b                   9.263(2)
_cell_length_c                   11.591(3)
_cell_measurement_reflns_used    2218
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.282
_cell_measurement_theta_min      2.8155
_cell_volume                     426.64(17)
_computing_cell_refinement       'SAINT-Plus (Bruker 1997-1999)'
_computing_data_collection       'SMART(Bruker 1997-2000)'
_computing_data_reduction        SAINT-Plus
_computing_molecular_graphics    SHELXL97
_computing_publication_material  'Please supply'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4084
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         2.82
_diffrn_standards_decay_%        stable
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             164
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.191
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     71
_refine_ls_number_reflns         1069
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0483
_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)+(0.0698P)²+0.6662P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1263
_refine_ls_wR_factor_ref         0.1310
_reflns_number_gt                827
_reflns_number_total             1069
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            fl6058.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2202646
_cod_database_fobs_code          2202646
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_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
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
N1 0.1955(3) 0.57034(12) 0.70445(9) 0.0253(3) Uani d . 1 . . N
C3 0.3709(3) 0.39095(14) 0.56848(11) 0.0223(3) Uani d . 1 . . C
H3 0.271(4) 0.3194(16) 0.6174(13) 0.019(3) Uiso d . 1 . . H
C2 0.3513(3) 0.53568(14) 0.60064(10) 0.0218(3) Uani d . 1 . . C
C5 0.5458(4) 0.19647(15) 0.42952(14) 0.0297(4) Uani d . 1 . . C
H5A 0.416(5) 0.137(2) 0.4807(17) 0.046(5) Uiso d . 1 . . H
H5B 0.776(5) 0.163(2) 0.4300(16) 0.050(6) Uiso d . 1 . . H
H5C 0.440(5) 0.181(2) 0.3488(19) 0.051(5) Uiso d . 1 . . H
C4 0.5215(3) 0.35178(14) 0.46631(11) 0.0223(3) Uani d . 1 . . C
C1 0.0666(4) 0.60272(16) 0.78962(13) 0.0327(4) Uani d . 1 . . C
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
N1 0.0280(6) 0.0240(6) 0.0238(6) 0.0020(5) 0.0006(5) 0.0007(4)
C3 0.0238(7) 0.0196(6) 0.0236(7) -0.0017(5) 0.0004(5) 0.0035(5)
C2 0.0213(6) 0.0233(7) 0.0208(6) 0.0008(5) 0.0008(5) 0.0002(5)
C5 0.0377(9) 0.0191(6) 0.0323(8) 0.0008(6) 0.0019(6) -0.0025(6)
C4 0.0230(6) 0.0192(7) 0.0245(7) 0.0005(5) -0.0021(5) 0.0001(5)
C1 0.0357(8) 0.0329(8) 0.0299(8) 0.0059(6) 0.0048(6) -0.0007(6)
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C2 . . 178.26(14) yes
C4 C3 C2 . . 120.49(12) yes
C4 C3 H3 . . 121.1(9) no
C2 C3 H3 . . 118.4(9) no
C3 C2 C4 . 3_666 122.88(12) yes
C3 C2 N1 . . 118.53(12) yes
C4 C2 N1 3_666 . 118.59(12) yes
C4 C5 H5A . . 109.5(12) no
C4 C5 H5B . . 111.9(12) no
H5A C5 H5B . . 109.5(17) no
C4 C5 H5C . . 111.2(11) no
H5A C5 H5C . . 105.6(16) no
H5B C5 H5C . . 109.0(16) no
C3 C4 C2 . 3_666 116.64(12) yes
C3 C4 C5 . . 121.58(12) yes
C2 C4 C5 3_666 . 121.79(13) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . 1.1648(19) yes
N1 C2 . 1.4066(17) yes
C3 C4 . 1.391(2) yes
C3 C2 . 1.3944(19) yes
C3 H3 . 0.965(16) no
C2 C4 3_666 1.4027(18) yes
C5 C4 . 1.5044(19) yes
C5 H5A . 0.97(2) no
C5 H5B . 0.96(2) no
C5 H5C . 1.02(2) no
