#------------------------------------------------------------------------------
#$Date: 2021-06-05 20:17:15 +0200 (Sat 05 de Jun de 2021) $
#$Revision: 265980 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/23/7242364.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_7242364
loop_
_publ_author_name
'Chunikhin, Sergey S.'
'Ershov, Oleg V.'
'Yatsenko, Alexandr V.'
'Tafeenko, Viktor A.'
'Dmitrieva, Natalia E.'
'Ievlev, Mikhail Yu.'
_publ_section_title
;
 Alkali metal salts of a tetracyanopyridine (TCPy) derivative: structure
 characterization and luminescence properties
;
_journal_issue                   15
_journal_name_full               CrystEngComm
_journal_page_first              2816
_journal_page_last               2824
_journal_paper_doi               10.1039/D1CE00028D
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C17 H10 N5 Na1 O1'
_chemical_formula_sum            'C17 H10 N5 Na O'
_chemical_formula_weight         323.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-04-27 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.722(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.6417(5)
_cell_length_b                   6.1755(2)
_cell_length_c                   30.2781(11)
_cell_measurement_reflns_used    7634
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      65.5
_cell_measurement_theta_min      4.5
_cell_volume                     3113.40(18)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      295
_diffrn_detector                 Pilatus100K
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'stadivari pilatus100k'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            15887
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         75.269
_diffrn_reflns_theta_min         4.826
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.988
_exptl_absorpt_correction_T_max  0.857
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_description       needle
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          .26
_exptl_crystal_size_mid          .16
_exptl_crystal_size_min          .15
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       0.00065(13)
_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   0.929
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3178
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.929
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0435
_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)+(0.0880P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1186
_refine_ls_wR_factor_ref         0.1338
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2084
_reflns_number_total             3178
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00028d2.cif
_cod_data_source_block           ss140_na
_cod_depositor_comments
'Adding full bibliography for 7242361--7242365.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C17 H10 N5 Na1 O1'
_cod_database_code               7242364
_shelx_shelxl_version_number     2014/7
_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, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
Na1 Na 0.46627(4) 0.23762(13) 0.51251(3) 0.0561(3) Uani 1 1 d . . . . .
O1 O 0.51217(10) -0.0922(3) 0.55581(7) 0.0642(5) Uani 1 1 d . . . . .
N1 N 0.39323(9) 0.8926(3) 0.61735(6) 0.0458(4) Uani 1 1 d . . . . .
N2 N 0.41121(11) 0.4578(3) 0.55429(8) 0.0642(5) Uani 1 1 d . . . . .
N3 N 0.16101(11) 0.4571(3) 0.51996(8) 0.0647(5) Uani 1 1 d . . . . .
N4 N 0.10355(10) 0.9091(3) 0.55390(8) 0.0616(5) Uani 1 1 d . . . . .
N5 N 0.17563(13) 1.3813(4) 0.63868(8) 0.0810(7) Uani 1 1 d . . . . .
C2 C 0.31390(10) 0.8404(3) 0.59235(7) 0.0429(4) Uani 1 1 d . . . . .
C3 C 0.25650(11) 0.9715(3) 0.59802(7) 0.0438(4) Uani 1 1 d . . . . .
C4 C 0.28348(11) 1.1552(3) 0.62846(7) 0.0448(5) Uani 1 1 d . . . . .
C5 C 0.36391(11) 1.2107(3) 0.65308(7) 0.0458(5) Uani 1 1 d . . . . .
C6 C 0.41700(11) 1.0673(3) 0.64595(7) 0.0447(4) Uani 1 1 d . . . . .
C7 C 0.29677(11) 0.6491(3) 0.56318(7) 0.0440(4) Uani 1 1 d . . . . .
C8 C 0.36002(11) 0.5448(3) 0.55853(7) 0.0478(5) Uani 1 1 d . . . . .
C9 C 0.22120(11) 0.5477(3) 0.53889(8) 0.0483(5) Uani 1 1 d . . . . .
C10 C 0.17183(11) 0.9310(3) 0.57325(8) 0.0480(5) Uani 1 1 d . . . . .
C11 C 0.22435(12) 1.2848(4) 0.63468(8) 0.0550(5) Uani 1 1 d . . . . .
C12 C 0.39210(13) 1.4065(4) 0.68584(8) 0.0570(6) Uani 1 1 d . . . . .
H12A H 0.4145 1.5096 0.6717 0.085 Uiso 1 1 calc R U . . .
H12B H 0.4324 1.3644 0.7180 0.085 Uiso 1 1 calc R U . . .
H12C H 0.3475 1.4708 0.6887 0.085 Uiso 1 1 calc R U . . .
C13 C 0.50593(11) 1.0965(3) 0.67441(8) 0.0475(5) Uani 1 1 d . . . . .
C14 C 0.55052(12) 0.9393(4) 0.70854(8) 0.0552(5) Uani 1 1 d . . . . .
H14 H 0.5252 0.8152 0.7119 0.066 Uiso 1 1 calc R U . . .
C15 C 0.63196(13) 0.9653(4) 0.73747(9) 0.0654(6) Uani 1 1 d . . . . .
H15 H 0.6610 0.8609 0.7609 0.078 Uiso 1 1 calc R U . . .
C16 C 0.67026(13) 1.1453(5) 0.73172(9) 0.0668(7) Uani 1 1 d . . . . .
H16 H 0.7252 1.1624 0.7510 0.080 Uiso 1 1 calc R U . . .
C17 C 0.62747(14) 1.2990(5) 0.69759(10) 0.0687(7) Uani 1 1 d . . . . .
H17 H 0.6537 1.4198 0.6935 0.082 Uiso 1 1 calc R U . . .
C18 C 0.54530(13) 1.2769(4) 0.66890(9) 0.0598(6) Uani 1 1 d . . . . .
H18 H 0.5166 1.3831 0.6460 0.072 Uiso 1 1 calc R U . . .
H11 H 0.5578(19) -0.082(5) 0.5856(11) 0.084(9) Uiso 1 1 d . . . . .
H12 H 0.480(3) -0.170(7) 0.5632(15) 0.150(18) Uiso 1 1 d . . . . .
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'
Na Na 0.1353 0.1239 '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
_geom_angle_publ_flag
O1 Na1 N2 109.41(8) . . ?
O1 Na1 N3 80.94(7) . 7_556 ?
N2 Na1 N3 85.53(7) . 7_556 ?
O1 Na1 O1 89.81(7) . 5_656 ?
N2 Na1 O1 158.74(8) . 5_656 ?
N3 Na1 O1 88.75(7) 7_556 5_656 ?
O1 Na1 N4 93.04(7) . 3_545 ?
N2 Na1 N4 94.57(7) . 3_545 ?
N3 Na1 N4 173.62(8) 7_556 3_545 ?
O1 Na1 N4 93.35(7) 5_656 3_545 ?
O1 Na1 N4 170.38(7) . 7_566 ?
N2 Na1 N4 76.63(7) . 7_566 ?
N3 Na1 N4 92.30(7) 7_556 7_566 ?
O1 Na1 N4 83.17(6) 5_656 7_566 ?
N4 Na1 N4 93.93(6) 3_545 7_566 ?
O1 Na1 Na1 45.90(5) . 5_656 ?
N2 Na1 Na1 154.12(8) . 5_656 ?
N3 Na1 Na1 82.83(6) 7_556 5_656 ?
O1 Na1 Na1 43.91(5) 5_656 5_656 ?
N4 Na1 Na1 94.52(5) 3_545 5_656 ?
N4 Na1 Na1 126.75(6) 7_566 5_656 ?
O1 Na1 Na1 143.29(6) . 5_666 ?
N2 Na1 Na1 82.83(6) . 5_666 ?
N3 Na1 Na1 135.46(7) 7_556 5_666 ?
O1 Na1 Na1 87.01(6) 5_656 5_666 ?
N4 Na1 Na1 50.75(5) 3_545 5_666 ?
N4 Na1 Na1 43.18(4) 7_566 5_666 ?
Na1 Na1 Na1 121.23(5) 5_656 5_666 ?
Na1 O1 Na1 90.19(7) . 5_656 ?
Na1 O1 H11 115.4(19) . . ?
Na1 O1 H11 114.8(18) 5_656 . ?
Na1 O1 H12 120(3) . . ?
Na1 O1 H12 114(3) 5_656 . ?
H11 O1 H12 103(3) . . ?
C6 N1 C2 120.99(16) . . ?
C8 N2 Na1 154.47(17) . . ?
C9 N3 Na1 174.6(2) . 7_556 ?
C10 N4 Na1 161.83(18) . 3_455 ?
C10 N4 Na1 108.69(17) . 7_566 ?
Na1 N4 Na1 86.07(6) 3_455 7_566 ?
N1 C2 C3 119.26(17) . . ?
N1 C2 C7 115.22(17) . . ?
C3 C2 C7 125.49(17) . . ?
C4 C3 C2 118.40(16) . . ?
C4 C3 C10 118.02(17) . . ?
C2 C3 C10 123.56(18) . . ?
C5 C4 C3 122.33(18) . . ?
C5 C4 C11 119.93(19) . . ?
C3 C4 C11 117.72(17) . . ?
C4 C5 C6 115.19(18) . . ?
C4 C5 C12 121.85(18) . . ?
C6 C5 C12 122.95(17) . . ?
N1 C6 C5 123.80(16) . . ?
N1 C6 C13 115.57(17) . . ?
C5 C6 C13 120.44(17) . . ?
C8 C7 C9 115.54(18) . . ?
C8 C7 C2 118.59(16) . . ?
C9 C7 C2 125.85(18) . . ?
N2 C8 C7 179.2(2) . . ?
N3 C9 C7 177.2(2) . . ?
N4 C10 C3 176.6(2) . . ?
N5 C11 C4 177.4(3) . . ?
C5 C12 H12A 109.5 . . ?
C5 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C5 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 118.65(19) . . ?
C18 C13 C6 122.51(19) . . ?
C14 C13 C6 118.82(19) . . ?
C15 C14 C13 120.7(2) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C16 C15 C14 120.0(2) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 119.9(2) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.7(2) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C17 120.0(2) . . ?
C13 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Na1 O1 2.365(2) . ?
Na1 N2 2.381(2) . ?
Na1 N3 2.4380(19) 7_556 ?
Na1 O1 2.449(2) 5_656 ?
Na1 N4 2.5214(19) 3_545 ?
Na1 N4 2.853(2) 7_566 ?
Na1 Na1 3.4097(16) 5_656 ?
Na1 Na1 3.6761(17) 5_666 ?
O1 Na1 2.449(2) 5_656 ?
O1 H11 0.92(3) . ?
O1 H12 0.87(4) . ?
N1 C6 1.329(2) . ?
N1 C2 1.363(2) . ?
N2 C8 1.151(3) . ?
N3 C9 1.150(3) . ?
N3 Na1 2.4381(19) 7_556 ?
N4 C10 1.145(2) . ?
N4 Na1 2.5214(19) 3_455 ?
N4 Na1 2.853(2) 7_566 ?
N5 C11 1.137(3) . ?
C2 C3 1.413(3) . ?
C2 C7 1.422(3) . ?
C3 C4 1.404(3) . ?
C3 C10 1.432(2) . ?
C4 C5 1.384(3) . ?
C4 C11 1.441(3) . ?
C5 C6 1.415(3) . ?
C5 C12 1.501(3) . ?
C6 C13 1.496(3) . ?
C7 C8 1.405(3) . ?
C7 C9 1.409(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C18 1.385(3) . ?
C13 C14 1.389(3) . ?
C14 C15 1.379(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.374(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.365(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.387(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
