#------------------------------------------------------------------------------
#$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003687.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_2003687
loop_
_publ_author_name
'Janczak, J.'
'Kubiak, R.'
_publ_section_title
;
 1,2-Dicyanobenzene. A Precursor of Phthalocyanines
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1399
_journal_page_last               1401
_journal_paper_doi               10.1107/S0108270195001387
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source        'see text'
_chemical_formula_sum            'C8 H4 N2'
_chemical_formula_weight         128.1
_space_group_IT_number           31
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac -2'
_symmetry_space_group_name_H-M   'P m n 21'
_atom_type_scat_source           'SHELXTL/PC (Sheldrick, 1990)'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.584(3)
_cell_length_b                   3.894(1)
_cell_length_c                   6.955(1)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    295
_cell_measurement_theta_max      10
_cell_measurement_theta_min      6
_cell_volume                     340.81(13)
_diffrn_measurement_device
'Kuma KM-4 computer-controlled four-circle \k-axis'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            636
_diffrn_reflns_theta_max         26
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_meas      1.244
_exptl_crystal_density_method    flotation
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.16
_refine_ls_extinction_coef       '\c = 0.0899(9)'
_refine_ls_extinction_method     'F~corr~ = F~o~/[(1 + 0.002\cF^2^)/sin\q]^1/4^'
_refine_ls_goodness_of_fit_obs   0.61
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     54
_refine_ls_number_reflns         259
_refine_ls_R_factor_obs          0.0501
_refine_ls_shift/esd_max         0.021
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.01F^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0614
_reflns_number_observed          259
_reflns_number_total             355
_reflns_observed_criterion       F>4\s(F)
_cod_data_source_file            ka1110.cif
_cod_data_source_block           ka1110a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(F) +
0.01F^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(F) + 0.01F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        340.8(2)
_cod_database_code               2003687
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
1/2+x,-y,1/2+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
C(1) .0557(3) .1996(9) .1545(8) .0564(10)
C(2) .1096(3) .0633(12) 0 .0733(13)
C(3) .0555(5) -.0663(11) -.1519(8) .0830(16)
C(4) .1120(3) .3421(10) .3142(8) .0690(12)
N(1) .1578(3) .4550(13) .4424(10) .0934(15)
H(2) .1887(77) .0888(135) .0017(77) .093(12)
H(3) .0946(29) -.1637(117) -.2644(39) .078(13)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(1) C(2) C(3) . 120.3(4) yes
C(1) C(4) N(1) . 179.5(4) yes
C(2) C(1) C(4) . 120.7(3) yes
C(2) C(1) C(1) 4_555 119.5(2) yes
C(2) C(3) C(3) 4_555 120.2(3) yes
C(4) C(1) C(1) 4_555 119.7(2) yes
C(1) C(2) H(2) . 116(3) yes
C(2) C(3) H(3) . 120(2) yes
H(3) C(3) C(3) 4_555 120(2) yes
C(3) C(2) H(2) . 123(3) 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
C(1) C(1) 4_555 1.401(6) yes
C(1) C(2) . 1.378(6) yes
C(1) C(4) . 1.430(7) yes
C(2) C(3) . 1.354(6) yes
C(3) C(3) 4_555 1.397(11) yes
C(4) N(1) . 1.149(8) yes
C(2) H(2) . 1.00(10) yes
C(3) H(3) . 1.00(3) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 7042