#------------------------------------------------------------------------------
#$Date: 2023-06-05 06:25:36 +0300 (Mon, 05 Jun 2023) $
#$Revision: 284165 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/16/7131650.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_7131650
loop_
_publ_author_name
'Leduskrasts, Kaspars'
'Kinens, Artis'
'Suna, Edgars'
_publ_section_title
;
 The emission efficiency of cationic solid state luminophores is directly
 proportional to the intermolecular charge transfer intensity.
;
_journal_issue                   45
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6905
_journal_page_last               6908
_journal_paper_doi               10.1039/d3cc01674a
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C24 H19 N2, Cl '
_chemical_formula_sum            'C24 H19 Cl N2'
_chemical_formula_weight         370.86
_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
_audit_creation_date             2020-03-04
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2022-10-29 deposited with the CCDC.	2023-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.1157(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.90415(9)
_cell_length_b                   28.9401(2)
_cell_length_c                   7.98398(8)
_cell_measurement_reflns_used    3763
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      75.0
_cell_measurement_theta_min      0.9
_cell_volume                     1919.23(3)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      150.0(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            24065
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.553
_diffrn_reflns_theta_min         3.054
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.825
_exptl_absorpt_correction_T_max  0.932
_exptl_absorpt_correction_T_min  0.677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_description       Prism
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.00137(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         4073
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0335
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0408P)²+0.7091P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0880
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3966
_reflns_number_total             4073
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc01674a2.cif
_cod_data_source_block           kl1321
_cod_depositor_comments
'Adding full bibliography for 7131650--7131654.cif.'
_cod_original_cell_volume        1919.22(3)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7131650
_shelx_shelxl_version_number     2016/6
_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_min   0.701
_shelx_estimated_absorpt_t_max   0.898
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
Cl1 Cl 0.22273(4) 0.55982(2) 0.76717(4) 0.03201(10) Uani 1 1 d . . . . .
N17 N 0.66341(12) 0.55533(3) 0.40254(13) 0.0231(2) Uani 1 1 d . . . . .
N9 N 0.76312(11) 0.65088(3) 0.32497(13) 0.0233(2) Uani 1 1 d . . . . .
C10 C 0.82284(13) 0.62355(4) 0.21382(14) 0.0217(2) Uani 1 1 d . . . . .
C8A C 0.85772(15) 0.67332(4) 0.48178(15) 0.0244(2) Uani 1 1 d . . . . .
C11 C 0.85475(13) 0.57658(4) 0.25065(15) 0.0226(2) Uani 1 1 d . . . . .
C16 C 0.83293(14) 0.55329(4) 0.40953(16) 0.0255(2) Uani 1 1 d . . . . .
H16A H 0.865539 0.521205 0.413394 0.031 Uiso 1 1 calc R U . . .
H16B H 0.902611 0.568050 0.519028 0.031 Uiso 1 1 calc R U . . .
C9A C 0.60253(15) 0.66246(4) 0.28689(17) 0.0272(2) Uani 1 1 d . . . . .
C15 C 0.84958(15) 0.64430(4) 0.07012(16) 0.0272(2) Uani 1 1 d . . . . .
H15 H 0.825729 0.675410 0.045143 0.033 Uiso 1 1 calc R U . . .
C22 C 0.62933(16) 0.57615(4) 0.53566(16) 0.0300(3) Uani 1 1 d . . . . .
H22 H 0.711407 0.590082 0.629687 0.036 Uiso 1 1 calc R U . . .
C14 C 0.91198(15) 0.61846(4) -0.03597(16) 0.0294(3) Uani 1 1 d . . . . .
H14 H 0.931681 0.632375 -0.131027 0.035 Uiso 1 1 calc R U . . .
C18 C 0.54686(15) 0.53556(4) 0.26389(17) 0.0303(3) Uani 1 1 d . . . . .
H18 H 0.572444 0.521233 0.173351 0.036 Uiso 1 1 calc R U . . .
C13 C 0.94492(15) 0.57201(5) -0.00052(17) 0.0306(3) Uani 1 1 d . . . . .
H13 H 0.987207 0.554772 -0.071432 0.037 Uiso 1 1 calc R U . . .
C4A C 0.59267(17) 0.69197(4) 0.42311(18) 0.0324(3) Uani 1 1 d . . . . .
C8 C 1.02359(16) 0.67230(4) 0.56755(16) 0.0288(3) Uani 1 1 d . . . . .
H8 H 1.088694 0.654506 0.524294 0.035 Uiso 1 1 calc R U . . .
C4B C 0.75538(17) 0.69941(4) 0.54619(17) 0.0306(3) Uani 1 1 d . . . . .
C1 C 0.46749(15) 0.64714(5) 0.14534(19) 0.0344(3) Uani 1 1 d . . . . .
H1 H 0.476565 0.628286 0.055134 0.041 Uiso 1 1 calc R U . . .
C12 C 0.91494(14) 0.55110(4) 0.14075(17) 0.0285(3) Uani 1 1 d . . . . .
H12 H 0.935284 0.519710 0.162259 0.034 Uiso 1 1 calc R U . . .
C21 C 0.47451(17) 0.57697(5) 0.53365(19) 0.0368(3) Uani 1 1 d . . . . .
H21 H 0.451650 0.590926 0.626663 0.044 Uiso 1 1 calc R U . . .
C19 C 0.38971(16) 0.53640(5) 0.25516(19) 0.0376(3) Uani 1 1 d . . . . .
H19 H 0.308603 0.523287 0.157841 0.045 Uiso 1 1 calc R U . . .
C20 C 0.35351(17) 0.55690(5) 0.3923(2) 0.0384(3) Uani 1 1 d . . . . .
H20 H 0.248086 0.557134 0.389192 0.046 Uiso 1 1 calc R U . . .
C5 C 0.8242(2) 0.72571(4) 0.70176(18) 0.0406(3) Uani 1 1 d . . . . .
H5 H 0.759690 0.743138 0.747114 0.049 Uiso 1 1 calc R U . . .
C7 C 1.08780(19) 0.69911(5) 0.72103(18) 0.0384(3) Uani 1 1 d . . . . .
H7 H 1.198701 0.699648 0.781478 0.046 Uiso 1 1 calc R U . . .
C4 C 0.4397(2) 0.70633(5) 0.4160(2) 0.0475(4) Uani 1 1 d . . . . .
H4 H 0.429212 0.726174 0.502768 0.057 Uiso 1 1 calc R U . . .
C6 C 0.9886(2) 0.72546(5) 0.78685(18) 0.0451(4) Uani 1 1 d . . . . .
H6 H 1.035054 0.743079 0.890073 0.054 Uiso 1 1 calc R U . . .
C2 C 0.31897(17) 0.66139(6) 0.1455(2) 0.0468(4) Uani 1 1 d . . . . .
H2 H 0.225952 0.651259 0.054740 0.056 Uiso 1 1 calc R U . . .
C3 C 0.3056(2) 0.69049(6) 0.2784(3) 0.0543(5) Uani 1 1 d . . . . .
H3 H 0.203909 0.699428 0.274109 0.065 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'
Cl Cl 0.3639 0.7018 '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'
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
C18 N17 C22 120.93(11) . . ?
C18 N17 C16 119.03(10) . . ?
C22 N17 C16 120.03(10) . . ?
C9A N9 C8A 108.98(10) . . ?
C9A N9 C10 125.56(10) . . ?
C8A N9 C10 125.27(10) . . ?
C15 C10 C11 120.78(10) . . ?
C15 C10 N9 119.14(10) . . ?
C11 C10 N9 120.08(10) . . ?
C8 C8A N9 128.75(11) . . ?
C8 C8A C4B 122.86(11) . . ?
N9 C8A C4B 108.38(11) . . ?
C12 C11 C10 118.52(10) . . ?
C12 C11 C16 119.22(10) . . ?
C10 C11 C16 122.21(10) . . ?
N17 C16 C11 112.69(9) . . ?
N17 C16 H16A 109.1 . . ?
C11 C16 H16A 109.1 . . ?
N17 C16 H16B 109.1 . . ?
C11 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
N9 C9A C1 128.26(12) . . ?
N9 C9A C4A 108.78(11) . . ?
C1 C9A C4A 122.89(12) . . ?
C14 C15 C10 119.77(11) . . ?
C14 C15 H15 120.1 . . ?
C10 C15 H15 120.1 . . ?
N17 C22 C21 120.58(12) . . ?
N17 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C13 C14 C15 120.07(11) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
N17 C18 C19 120.28(12) . . ?
N17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C14 C13 C12 120.10(11) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C4 C4A C9A 118.47(14) . . ?
C4 C4A C4B 134.70(14) . . ?
C9A C4A C4B 106.81(11) . . ?
C8A C8 C7 116.81(12) . . ?
C8A C8 H8 121.6 . . ?
C7 C8 H8 121.6 . . ?
C5 C4B C8A 118.73(13) . . ?
C5 C4B C4A 134.25(13) . . ?
C8A C4B C4A 107.02(11) . . ?
C2 C1 C9A 116.71(14) . . ?
C2 C1 H1 121.6 . . ?
C9A C1 H1 121.6 . . ?
C13 C12 C11 120.75(11) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C22 C21 C20 119.23(13) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C18 C19 C20 119.39(13) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C21 C20 C19 119.57(12) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C6 C5 C4B 119.00(13) . . ?
C6 C5 H5 120.5 . . ?
C4B C5 H5 120.5 . . ?
C8 C7 C6 121.28(14) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C3 C4 C4A 118.87(15) . . ?
C3 C4 H4 120.6 . . ?
C4A C4 H4 120.6 . . ?
C5 C6 C7 121.31(12) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C1 C2 C3 121.63(15) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C4 C3 C2 121.39(13) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
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
N17 C18 1.3424(16) . ?
N17 C22 1.3480(15) . ?
N17 C16 1.4914(14) . ?
N9 C9A 1.3915(15) . ?
N9 C8A 1.3924(15) . ?
N9 C10 1.4269(14) . ?
C10 C15 1.3894(16) . ?
C10 C11 1.3980(16) . ?
C8A C8 1.3865(18) . ?
C8A C4B 1.4151(16) . ?
C11 C12 1.3929(16) . ?
C11 C16 1.5096(16) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C9A C1 1.3931(19) . ?
C9A C4A 1.4101(18) . ?
C15 C14 1.3873(17) . ?
C15 H15 0.9300 . ?
C22 C21 1.3731(19) . ?
C22 H22 0.9300 . ?
C14 C13 1.3831(19) . ?
C14 H14 0.9300 . ?
C18 C19 1.3759(18) . ?
C18 H18 0.9300 . ?
C13 C12 1.3880(18) . ?
C13 H13 0.9300 . ?
C4A C4 1.4055(19) . ?
C4A C4B 1.444(2) . ?
C8 C7 1.3876(18) . ?
C8 H8 0.9300 . ?
C4B C5 1.3961(19) . ?
C1 C2 1.3858(19) . ?
C1 H1 0.9300 . ?
C12 H12 0.9300 . ?
C21 C20 1.377(2) . ?
C21 H21 0.9300 . ?
C19 C20 1.382(2) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C5 C6 1.374(2) . ?
C5 H5 0.9300 . ?
C7 C6 1.405(2) . ?
C7 H7 0.9300 . ?
C4 C3 1.378(3) . ?
C4 H4 0.9300 . ?
C6 H6 0.9300 . ?
C2 C3 1.393(3) . ?
C2 H2 0.9300 . ?
C3 H3 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
C9A N9 C10 C15 81.95(14) . . . . ?
C8A N9 C10 C15 -92.53(14) . . . . ?
C9A N9 C10 C11 -98.47(13) . . . . ?
C8A N9 C10 C11 87.04(14) . . . . ?
C9A N9 C8A C8 -179.00(11) . . . . ?
C10 N9 C8A C8 -3.74(18) . . . . ?
C9A N9 C8A C4B 0.58(12) . . . . ?
C10 N9 C8A C4B 175.84(10) . . . . ?
C15 C10 C11 C12 0.40(16) . . . . ?
N9 C10 C11 C12 -179.17(10) . . . . ?
C15 C10 C11 C16 177.71(10) . . . . ?
N9 C10 C11 C16 -1.86(16) . . . . ?
C18 N17 C16 C11 60.72(13) . . . . ?
C22 N17 C16 C11 -120.34(11) . . . . ?
C12 C11 C16 N17 -121.69(11) . . . . ?
C10 C11 C16 N17 61.02(14) . . . . ?
C8A N9 C9A C1 -178.57(12) . . . . ?
C10 N9 C9A C1 6.19(19) . . . . ?
C8A N9 C9A C4A -1.33(13) . . . . ?
C10 N9 C9A C4A -176.58(10) . . . . ?
C11 C10 C15 C14 -1.42(17) . . . . ?
N9 C10 C15 C14 178.15(11) . . . . ?
C18 N17 C22 C21 1.00(18) . . . . ?
C16 N17 C22 C21 -177.92(11) . . . . ?
C10 C15 C14 C13 1.07(18) . . . . ?
C22 N17 C18 C19 0.24(18) . . . . ?
C16 N17 C18 C19 179.16(11) . . . . ?
C15 C14 C13 C12 0.30(19) . . . . ?
N9 C9A C4A C4 -177.07(11) . . . . ?
C1 C9A C4A C4 0.34(18) . . . . ?
N9 C9A C4A C4B 1.54(13) . . . . ?
C1 C9A C4A C4B 178.95(11) . . . . ?
N9 C8A C8 C7 178.37(11) . . . . ?
C4B C8A C8 C7 -1.16(17) . . . . ?
C8 C8A C4B C5 0.72(17) . . . . ?
N9 C8A C4B C5 -178.89(10) . . . . ?
C8 C8A C4B C4A 179.98(10) . . . . ?
N9 C8A C4B C4A 0.37(12) . . . . ?
C4 C4A C4B C5 -3.8(2) . . . . ?
C9A C4A C4B C5 177.93(13) . . . . ?
C4 C4A C4B C8A 177.11(14) . . . . ?
C9A C4A C4B C8A -1.16(13) . . . . ?
N9 C9A C1 C2 175.30(12) . . . . ?
C4A C9A C1 C2 -1.58(18) . . . . ?
C14 C13 C12 C11 -1.33(19) . . . . ?
C10 C11 C12 C13 0.97(17) . . . . ?
C16 C11 C12 C13 -176.41(11) . . . . ?
N17 C22 C21 C20 -1.0(2) . . . . ?
N17 C18 C19 C20 -1.4(2) . . . . ?
C22 C21 C20 C19 -0.1(2) . . . . ?
C18 C19 C20 C21 1.3(2) . . . . ?
C8A C4B C5 C6 0.10(18) . . . . ?
C4A C4B C5 C6 -178.91(13) . . . . ?
C8A C8 C7 C6 0.81(18) . . . . ?
C9A C4A C4 C3 1.03(19) . . . . ?
C4B C4A C4 C3 -177.10(14) . . . . ?
C4B C5 C6 C7 -0.4(2) . . . . ?
C8 C7 C6 C5 0.0(2) . . . . ?
C9A C1 C2 C3 1.5(2) . . . . ?
C4A C4 C3 C2 -1.1(2) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
