#------------------------------------------------------------------------------
#$Date: 2022-11-18 01:09:25 +0200 (Fri, 18 Nov 2022) $
#$Revision: 279367 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/79/1567987.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_1567987
loop_
_publ_author_name
'Liu, Hui'
'Ren, Dan-Dan'
'Gao, Peng-Fu'
'Zhang, Kun'
'Wu, Ya-Pan'
'Fu, Hong-Ru'
'Ma, Lu-Fang'
_publ_section_title
;
 Multicolor-tunable room-temperature afterglow and circularly polarized
 luminescence in chirality-induced coordination assemblies
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC05353E
_journal_year                    2022
_chemical_formula_moiety         'C5 H4 N4'
_chemical_formula_sum            'C5 H4 N4'
_chemical_formula_weight         120.12
_chemical_name_systematic        TrzPy
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-08-11
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-08-11 deposited with the CCDC.	2022-11-17 downloaded from the CCDC.
;
_cell_angle_alpha                97.137(10)
_cell_angle_beta                 96.109(9)
_cell_angle_gamma                92.497(9)
_cell_formula_units_Z            4
_cell_length_a                   3.7561(4)
_cell_length_b                   10.2354(13)
_cell_length_c                   14.2732(16)
_cell_measurement_reflns_used    824
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.1910
_cell_measurement_theta_min      4.4320
_cell_volume                     540.49(11)
_computing_cell_refinement       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0584
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.836
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  41.00   1.00   10.00    --   16.93  77.00 120.00   51
  2  ω    -42.00  44.00   1.00   10.00    --   16.93 -77.00 -90.00   86
  3  ω     -9.00  39.00   1.00   10.00    --   16.93  77.00  30.00   48
  4  ω     63.00  89.00   1.00   10.00    --   16.93 178.00 -90.00   26
  5  ω    -10.00  17.00   1.00   10.00    --   16.93 -99.00  60.00   27
  6  ω    -52.00  73.00   1.00   10.00    --   16.93   0.00  90.00  125
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0692221000
_diffrn_orient_matrix_UB_12      -0.0397489000
_diffrn_orient_matrix_UB_13      -0.0374152000
_diffrn_orient_matrix_UB_21      0.0240457000
_diffrn_orient_matrix_UB_22      -0.0508408000
_diffrn_orient_matrix_UB_23      0.0292356000
_diffrn_orient_matrix_UB_31      -0.1755549000
_diffrn_orient_matrix_UB_32      -0.0270006000
_diffrn_orient_matrix_UB_33      -0.0169107000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0882
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.836
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4445
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.836
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.208
_diffrn_reflns_theta_min         3.303
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.121a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_description       plate
_exptl_crystal_F_000             248
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2438
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.1484
_refine_ls_R_factor_gt           0.0746
_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)+(0.0447P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1374
_refine_ls_wR_factor_ref         0.1705
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1255
_reflns_number_total             2438
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc05353e2.cif
_cod_data_source_block           TrzPy_auto
_cod_database_code               1567987
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.990
_shelx_estimated_absorpt_t_min   0.980
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N8(H8), N4(H4), C3(H3), C2(H2), C1(H1), C6(H6), C8(H8A), C7(H7)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.299
_oxdiff_exptl_absorpt_empirical_full_min 0.633
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
N1 N 1.0585(6) 0.1431(2) 0.34527(19) 0.0468(7) Uani 1 1 d . . . . .
N8 N 0.3578(6) 0.8983(3) 0.29521(18) 0.0498(7) Uani 1 1 d . . . . .
H8 H 0.292151 0.977112 0.309443 0.060 Uiso 1 1 calc R U . . .
N4 N 0.8923(6) 0.3942(3) 0.20797(18) 0.0489(7) Uani 1 1 d . . . . .
H4 H 0.826805 0.470270 0.195674 0.059 Uiso 1 1 calc R U . . .
N5 N 0.6496(6) 0.6340(2) 0.15287(19) 0.0509(7) Uani 1 1 d . . . . .
N2 N 1.0902(6) 0.1982(3) 0.18623(19) 0.0497(7) Uani 1 1 d . . . . .
N3 N 1.0124(7) 0.3023(3) 0.14508(19) 0.0554(8) Uani 1 1 d . . . . .
N6 N 0.4910(7) 0.6977(3) 0.31158(19) 0.0581(8) Uani 1 1 d . . . . .
N7 N 0.3792(7) 0.8065(3) 0.35454(19) 0.0579(8) Uani 1 1 d . . . . .
C4 C 1.0149(7) 0.2250(3) 0.2785(2) 0.0390(7) Uani 1 1 d . . . . .
C5 C 0.8891(7) 0.3498(3) 0.2936(2) 0.0377(7) Uani 1 1 d . . . . .
C9 C 0.5388(7) 0.7216(3) 0.2214(2) 0.0421(8) Uani 1 1 d . . . . .
C10 C 0.4548(7) 0.8490(3) 0.2093(2) 0.0387(7) Uani 1 1 d . . . . .
C3 C 0.9673(8) 0.1937(3) 0.4297(2) 0.0518(9) Uani 1 1 d . . . . .
H3 H 0.991815 0.141936 0.478894 0.062 Uiso 1 1 calc R U . . .
C2 C 0.8372(8) 0.3194(3) 0.4494(2) 0.0493(8) Uani 1 1 d . . . . .
H2 H 0.778279 0.347411 0.510058 0.059 Uiso 1 1 calc R U . . .
C1 C 0.7958(7) 0.4010(3) 0.3811(2) 0.0476(8) Uani 1 1 d . . . . .
H1 H 0.711017 0.484814 0.392574 0.057 Uiso 1 1 calc R U . . .
C6 C 0.4831(8) 0.8968(3) 0.1242(2) 0.0501(8) Uani 1 1 d . . . . .
H6 H 0.431772 0.982554 0.114741 0.060 Uiso 1 1 calc R U . . .
C8 C 0.6715(8) 0.6811(3) 0.0713(2) 0.0537(9) Uani 1 1 d . . . . .
H8A H 0.744968 0.625229 0.021373 0.064 Uiso 1 1 calc R U . . .
C7 C 0.5923(8) 0.8085(3) 0.0549(2) 0.0546(9) Uani 1 1 d . . . . .
H7 H 0.614274 0.834008 -0.004584 0.066 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 0.0033 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C4 113.6(3) . . ?
N7 N8 H8 124.9 . . ?
N7 N8 C10 110.2(3) . . ?
C10 N8 H8 124.9 . . ?
N3 N4 H4 124.8 . . ?
N3 N4 C5 110.4(3) . . ?
C5 N4 H4 124.8 . . ?
C8 N5 C9 113.8(3) . . ?
N3 N2 C4 106.6(3) . . ?
N2 N3 N4 109.6(3) . . ?
N7 N6 C9 106.4(3) . . ?
N6 N7 N8 109.8(3) . . ?
N1 C4 N2 125.6(3) . . ?
N1 C4 C5 124.5(3) . . ?
N2 C4 C5 109.9(3) . . ?
N4 C5 C4 103.6(3) . . ?
N4 C5 C1 135.1(3) . . ?
C1 C5 C4 121.4(3) . . ?
N5 C9 N6 125.6(3) . . ?
N5 C9 C10 124.3(3) . . ?
N6 C9 C10 110.1(3) . . ?
N8 C10 C9 103.5(3) . . ?
N8 C10 C6 135.5(3) . . ?
C6 C10 C9 121.0(3) . . ?
N1 C3 H3 117.7 . . ?
N1 C3 C2 124.6(3) . . ?
C2 C3 H3 117.7 . . ?
C3 C2 H2 119.5 . . ?
C1 C2 C3 121.0(3) . . ?
C1 C2 H2 119.5 . . ?
C5 C1 H1 122.5 . . ?
C2 C1 C5 114.9(3) . . ?
C2 C1 H1 122.5 . . ?
C10 C6 H6 122.6 . . ?
C7 C6 C10 114.8(3) . . ?
C7 C6 H6 122.6 . . ?
N5 C8 H8A 117.7 . . ?
N5 C8 C7 124.5(3) . . ?
C7 C8 H8A 117.7 . . ?
C6 C7 C8 121.5(3) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 H7 119.2 . . ?
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
N1 C4 1.347(4) . ?
N1 C3 1.337(4) . ?
N8 H8 0.8600 . ?
N8 N7 1.341(3) . ?
N8 C10 1.359(3) . ?
N4 H4 0.8600 . ?
N4 N3 1.344(3) . ?
N4 C5 1.357(3) . ?
N5 C9 1.354(4) . ?
N5 C8 1.324(4) . ?
N2 N3 1.309(3) . ?
N2 C4 1.373(3) . ?
N6 N7 1.310(3) . ?
N6 C9 1.369(4) . ?
C4 C5 1.381(4) . ?
C5 C1 1.380(4) . ?
C9 C10 1.382(4) . ?
C10 C6 1.377(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.402(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.361(4) . ?
C1 H1 0.9300 . ?
C6 H6 0.9300 . ?
C6 C7 1.363(4) . ?
C8 H8A 0.9300 . ?
C8 C7 1.392(4) . ?
C7 H7 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
_geom_torsion_publ_flag
N1 C4 C5 N4 179.8(3) . . . . ?
N1 C4 C5 C1 -0.1(4) . . . . ?
N1 C3 C2 C1 -0.3(5) . . . . ?
N8 C10 C6 C7 -179.5(3) . . . . ?
N4 C5 C1 C2 -179.9(3) . . . . ?
N5 C9 C10 N8 179.7(3) . . . . ?
N5 C9 C10 C6 -0.7(4) . . . . ?
N5 C8 C7 C6 0.1(5) . . . . ?
N2 C4 C5 N4 0.2(3) . . . . ?
N2 C4 C5 C1 -179.6(2) . . . . ?
N3 N4 C5 C4 0.0(3) . . . . ?
N3 N4 C5 C1 179.7(3) . . . . ?
N3 N2 C4 N1 -179.8(3) . . . . ?
N3 N2 C4 C5 -0.3(3) . . . . ?
N6 C9 C10 N8 0.1(3) . . . . ?
N6 C9 C10 C6 179.7(3) . . . . ?
N7 N8 C10 C9 -0.5(3) . . . . ?
N7 N8 C10 C6 180.0(3) . . . . ?
N7 N6 C9 N5 -179.3(3) . . . . ?
N7 N6 C9 C10 0.3(3) . . . . ?
C4 N1 C3 C2 0.1(4) . . . . ?
C4 N2 N3 N4 0.3(3) . . . . ?
C4 C5 C1 C2 -0.1(4) . . . . ?
C5 N4 N3 N2 -0.1(3) . . . . ?
C9 N5 C8 C7 0.4(4) . . . . ?
C9 N6 N7 N8 -0.6(3) . . . . ?
C9 C10 C6 C7 1.0(4) . . . . ?
C10 N8 N7 N6 0.7(3) . . . . ?
C10 C6 C7 C8 -0.8(4) . . . . ?
C3 N1 C4 N2 179.5(3) . . . . ?
C3 N1 C4 C5 0.1(4) . . . . ?
C3 C2 C1 C5 0.3(4) . . . . ?
C8 N5 C9 N6 179.5(3) . . . . ?
C8 N5 C9 C10 -0.1(4) . . . . ?
