#------------------------------------------------------------------------------
#$Date: 2025-08-22 16:55:42 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301864 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/31/7213143.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7213143
loop_
_publ_author_name
'Bethel, Paul A.'
'Hill, Michael S.'
'Mahon, Mary F.'
'Molloy, Kieran C.'
_publ_section_title
;
 Reactions of organotin tetrazoles: synthesis of functionalised
 poly-tetrazoles
;
_journal_issue                   23
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              3507
_journal_paper_doi               10.1039/a905336k
_journal_year                    1999
_chemical_formula_sum            'C10 H8 N8'
_chemical_formula_weight         240.24
_space_group_IT_number           110
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'I 4bw -2c'
_symmetry_space_group_name_H-M   'I 41 c d'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   24.513(2)
_cell_length_b                   24.513(2)
_cell_length_c                   7.0350(10)
_cell_measurement_temperature    293(2)
_cell_volume                     4227.2(8)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_sigmaI/netI    0.0444
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1771
_diffrn_reflns_theta_max         23.97
_diffrn_reflns_theta_min         2.35
_exptl_absorpt_coefficient_mu    0.105
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_F_000             1984
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.50(551)
_refine_ls_extinction_coef       0.0038(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.092
_refine_ls_goodness_of_fit_obs   1.142
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         904
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.092
_refine_ls_restrained_S_obs      1.141
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_obs          0.0427
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0585P)²+0.5602P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1024
_refine_ls_wR_factor_obs         0.0907
_reflns_number_observed          692
_reflns_number_total             904
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            905336ksup1.cif
_cod_data_source_block           93kcm2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0585P)^2^+0.5602P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.0585P)^2^+0.5602P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 

2018-02-22
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_sg_symbol_H-M      I41cd
_cod_original_formula_sum        'C20 H16 N16'
_cod_original_formula_units_Z    8
_cod_original_formula_weight     480.49
_cod_database_code               7213143
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-y, x+1/2, z+1/4'
'y+1/2, -x, z+3/4'
'x, -y, z+1/2'
'-x+1/2, y+1/2, z'
'-y, -x+1/2, z+3/4'
'y+1/2, x, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1, z+1'
'-y+1/2, x+1, z+3/4'
'y+1, -x+1/2, z+5/4'
'x+1/2, -y+1/2, z+1'
'-x+1, y+1, z+1/2'
'-y+1/2, -x+1, z+5/4'
'y+1, x+1/2, z+3/4'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.1888(2) 0.44766(14) 0.1223(6) 0.0372(10) Uani 1 d .
N2 N 0.2198(2) 0.4928(2) 0.1006(6) 0.0488(13) Uani 1 d .
N3 N 0.1903(2) 0.5330(2) 0.1634(7) 0.0509(13) Uani 1 d .
N4 N 0.1404(2) 0.51488(14) 0.2252(7) 0.0453(12) Uani 1 d .
N5 N 0.20361(13) 0.3527(2) 0.3715(6) 0.0353(10) Uani 1 d .
N6 N 0.2314(2) 0.3320(2) 0.5218(7) 0.0458(11) Uani 1 d .
N7 N 0.1959(2) 0.3215(2) 0.6503(8) 0.0492(12) Uani 1 d .
N8 N 0.1449(2) 0.33444(15) 0.5909(6) 0.0417(11) Uani 1 d .
C1 C 0.1411(2) 0.4620(2) 0.1973(7) 0.0343(12) Uani 1 d .
C2 C 0.0957(2) 0.4238(2) 0.2266(7) 0.0343(12) Uani 1 d .
C3 C 0.0447(2) 0.4399(2) 0.1609(9) 0.0510(15) Uani 1 d .
H3A H 0.0404(2) 0.4745(2) 0.1085(9) 0.061 Uiso 1 calc R
C4 C 0.0006(2) 0.4055(2) 0.1722(10) 0.0567(15) Uani 1 d .
H4A H -0.0335(2) 0.4173(2) 0.1320(10) 0.068 Uiso 1 calc R
C5 C 0.0067(2) 0.3537(2) 0.2426(10) 0.055(2) Uani 1 d .
H5A H -0.0229(2) 0.3300(2) 0.2450(10) 0.065 Uiso 1 calc R
C6 C 0.0573(2) 0.3367(2) 0.3105(8) 0.0435(13) Uani 1 d .
H6A H 0.0612(2) 0.3016(2) 0.3590(8) 0.052 Uiso 1 calc R
C7 C 0.1020(2) 0.3715(2) 0.3066(8) 0.0357(12) Uani 1 d .
C8 C 0.1505(2) 0.3538(2) 0.4165(8) 0.0337(11) Uani 1 d .
C9 C 0.2351(2) 0.3613(2) 0.1969(8) 0.0491(14) Uani 1 d .
H9A H 0.2439(2) 0.3260(2) 0.1422(8) 0.059 Uiso 1 calc R
H9B H 0.2692(2) 0.3791(2) 0.2294(8) 0.059 Uiso 1 calc R
C10 C 0.2063(2) 0.3950(2) 0.0499(8) 0.0433(13) Uani 1 d .
H10A H 0.2305(2) 0.4007(2) -0.0573(8) 0.052 Uiso 1 calc R
H10B H 0.1747(2) 0.3751(2) 0.0045(8) 0.052 Uiso 1 calc R
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
N2 N1 C1 108.9(4)
N2 N1 C10 121.4(4)
C1 N1 C10 129.3(4)
N3 N2 N1 105.7(3)
N2 N3 N4 110.9(3)
C1 N4 N3 105.2(4)
C8 N5 N6 108.1(4)
C8 N5 C9 135.0(4)
N6 N5 C9 116.3(4)
N7 N6 N5 106.6(4)
N6 N7 N8 111.2(4)
C8 N8 N7 106.0(4)
N4 C1 N1 109.4(4)
N4 C1 C2 126.8(4)
N1 C1 C2 123.6(4)
C3 C2 C7 119.4(4)
C3 C2 C1 117.0(4)
C7 C2 C1 123.6(4)
C4 C3 C2 120.9(5)
C5 C4 C3 120.3(5)
C4 C5 C6 119.9(5)
C5 C6 C7 120.8(5)
C6 C7 C2 118.7(4)
C6 C7 C8 116.3(4)
C2 C7 C8 124.2(4)
N8 C8 N5 108.2(4)
N8 C8 C7 120.4(4)
N5 C8 C7 131.4(5)
N5 C9 C10 114.1(4)
N1 C10 C9 112.7(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 N2 1.351(5)
N1 C1 1.328(6)
N1 C10 1.453(6)
N2 N3 1.300(6)
N3 N4 1.372(6)
N4 C1 1.312(5)
N5 C8 1.340(5)
N5 N6 1.356(6)
N5 C9 1.466(7)
N6 N7 1.281(6)
N7 N8 1.354(5)
N8 C8 1.323(6)
C1 C2 1.469(6)
C2 C3 1.390(6)
C2 C7 1.407(6)
C3 C4 1.374(7)
C4 C5 1.370(7)
C5 C6 1.392(7)
C6 C7 1.390(6)
C7 C8 1.483(7)
C9 C10 1.501(7)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 10800060
