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#$Date: 2023-01-06 10:06:46 +0200 (Fri, 06 Jan 2023) $
#$Revision: 280143 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/64/8106414.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8106414
loop_
_publ_author_name
'Karczmarzyk, Zbigniew'
'Branowska, Danuta'
'Wysocki, Waldemar'
'Bancerz, Ilona'
'Urbańczyk-Lipkowska, Zofia'
_publ_section_title
;
 Crystal structure of
 3,3′-di(furan-2-yl)-5,5′-bi-1,2,4-triazine
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              11
_journal_page_last               12
_journal_paper_doi               10.1515/ncrs-2016-0103
_journal_volume                  232
_journal_year                    2017
_chemical_formula_moiety         'C14 H8 N6 O2'
_chemical_formula_sum            'C14 H8 N6 O2'
_chemical_formula_weight         292.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 100.02(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.2129(18)
_cell_length_b                   5.0321(10)
_cell_length_c                   13.760(3)
_cell_measurement_reflns_used    1490
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      62.93
_cell_measurement_theta_min      4.87
_cell_volume                     628.2(2)
_computing_cell_refinement       'Bruker SAINT [6]'
_computing_data_collection       'Bruker APEX2 [6]'
_computing_data_reduction        'Bruker SAINT [6]'
_computing_molecular_graphics    'ORTEP3 for Windows [8]'
_computing_publication_material  'SHELXL-2014/7 and WINGX [8]'
_computing_structure_refinement  'SHELXL-2014/7 [7]'
_computing_structure_solution    'SHELXS-2013 [7]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7875
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        65.449
_diffrn_reflns_theta_max         65.449
_diffrn_reflns_theta_min         4.874
_exptl_absorpt_coefficient_mu    0.926
_exptl_absorpt_correction_T_max  0.9866
_exptl_absorpt_correction_T_min  0.7656
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS [6]'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_description       plate
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.0123(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         1064
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0416
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0638P)²+0.1100P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1045
_refine_ls_wR_factor_ref         0.1115
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                911
_reflns_number_total             1064
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2016-0103_suppl.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8106414
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_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_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O8 O 0.11665(12) 0.1992(2) 0.45906(9) 0.0501(4) Uani 1 1 d . . . . .
N1 N 0.33882(18) 0.7470(3) 0.65107(11) 0.0586(5) Uani 1 1 d . . . . .
N2 N 0.26521(16) 0.5666(3) 0.58855(10) 0.0527(4) Uani 1 1 d . . . . .
N4 N 0.37985(13) 0.7308(3) 0.45753(9) 0.0399(4) Uani 1 1 d . . . . .
C3 C 0.28753(16) 0.5666(3) 0.49564(11) 0.0400(4) Uani 1 1 d . . . . .
C5 C 0.44880(16) 0.9072(3) 0.51916(11) 0.0390(4) Uani 1 1 d . . . . .
C6 C 0.42757(19) 0.9162(4) 0.61733(12) 0.0505(5) Uani 1 1 d . . . . .
H6 H 0.4769 1.0437 0.6596 0.076 Uiso 1 1 calc R U . . .
C7 C 0.21164(16) 0.3753(3) 0.42705(12) 0.0409(4) Uani 1 1 d . . . . .
C9 C 0.06534(19) 0.0412(4) 0.38049(13) 0.0505(5) Uani 1 1 d . . . . .
H9 H -0.0019 -0.0962 0.3814 0.076 Uiso 1 1 calc R U . . .
C10 C 0.12417(18) 0.1091(3) 0.30168(12) 0.0487(5) Uani 1 1 d . . . . .
H10 H 0.1066 0.0291 0.2398 0.073 Uiso 1 1 calc R U . . .
C11 C 0.21847(18) 0.3269(3) 0.33141(12) 0.0460(5) Uani 1 1 d . . . . .
H11 H 0.2745 0.4191 0.2925 0.069 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C9 O8 C7 106.01(13) . .
C6 N1 N2 118.89(14) . .
C3 N2 N1 117.93(14) . .
C5 N4 C3 115.36(13) . .
N2 C3 N4 125.75(15) . .
N2 C3 C7 119.43(14) . .
N4 C3 C7 114.81(13) . .
N4 C5 C6 120.82(15) . .
N4 C5 C5 117.45(17) . 3_676
C6 C5 C5 121.73(18) . 3_676
N1 C6 C5 121.22(16) . .
N1 C6 H6 119.4 . .
C5 C6 H6 119.4 . .
C11 C7 O8 109.68(14) . .
C11 C7 C3 131.25(15) . .
O8 C7 C3 119.05(14) . .
C10 C9 O8 111.19(15) . .
C10 C9 H9 124.4 . .
O8 C9 H9 124.4 . .
C9 C10 C11 106.17(15) . .
C9 C10 H10 126.9 . .
C11 C10 H10 126.9 . .
C7 C11 C10 106.95(15) . .
C7 C11 H11 126.5 . .
C10 C11 H11 126.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O8 C9 1.359(2) .
O8 C7 1.3709(19) .
N1 C6 1.319(2) .
N1 N2 1.350(2) .
N2 C3 1.330(2) .
N4 C5 1.313(2) .
N4 C3 1.355(2) .
C3 C7 1.441(2) .
C5 C6 1.399(2) .
C5 C5 1.488(3) 3_676
C6 H6 0.9300 .
C7 C11 1.351(2) .
C9 C10 1.338(3) .
C9 H9 0.9300 .
C10 C11 1.414(2) .
C10 H10 0.9300 .
C11 H11 0.9300 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C6 N1 N2 C3 0.8(3) . . . .
N1 N2 C3 N4 0.8(3) . . . .
N1 N2 C3 C7 179.52(14) . . . .
C5 N4 C3 N2 -1.8(2) . . . .
C5 N4 C3 C7 179.52(12) . . . .
C3 N4 C5 C6 1.0(2) . . . .
C3 N4 C5 C5 -179.85(15) . . . 3_676
N2 N1 C6 C5 -1.5(3) . . . .
N4 C5 C6 N1 0.5(3) . . . .
C5 C5 C6 N1 -178.58(18) 3_676 . . .
C9 O8 C7 C11 0.01(18) . . . .
C9 O8 C7 C3 -178.37(14) . . . .
N2 C3 C7 C11 -177.26(17) . . . .
N4 C3 C7 C11 1.5(2) . . . .
N2 C3 C7 O8 0.7(2) . . . .
N4 C3 C7 O8 179.51(12) . . . .
C7 O8 C9 C10 0.37(19) . . . .
O8 C9 C10 C11 -0.6(2) . . . .
O8 C7 C11 C10 -0.35(18) . . . .
C3 C7 C11 C10 177.76(16) . . . .
C9 C10 C11 C7 0.57(19) . . . .
