#------------------------------------------------------------------------------
#$Date: 2020-05-05 15:38:14 +0300 (Tue, 05 May 2020) $
#$Revision: 251541 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/61/7126189.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_7126189
loop_
_publ_author_name
'Ishi-I, Tsutomu'
'Tanaka, Honoka'
'Park, In Seob'
'Yasuda, Takuma'
'Kato, Shin-Ichiro'
'Ito, Mitsunori'
'Hiyoshi, Hidetaka'
'Matsumoto, Taisuke'
_publ_section_title
;
 White-light emission from a pyrimidine-carbazole conjugate with tunable
 phosphorescence-fluorescence dual emission and multicolor emission
 switching.
;
_journal_issue                   29
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4051
_journal_page_last               4054
_journal_paper_doi               10.1039/d0cc00251h
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C28 H19 N3'
_chemical_formula_sum            'C28 H19 N3'
_chemical_formula_weight         397.48
_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     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2020-01-06 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 95.945(11)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   5.182(2)
_cell_length_b                   16.682(7)
_cell_length_c                   22.341(10)
_cell_measurement_reflns_used    6309
_cell_measurement_temperature    123
_cell_measurement_theta_max      30.17
_cell_measurement_theta_min      2.20
_cell_volume                     1920.9(14)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'CrystalStructure 4.2.2'
_computing_publication_material  'CrystalStructure 4.2.2 (Rigaku, 2016)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_diffrn_ambient_temperature      123
_diffrn_detector_area_resol_mean 14.222
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0805
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            19114
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.462
_diffrn_reflns_theta_min         3.009
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             832.00
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.51
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.190
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1143
_refine_ls_R_factor_gt           0.0988
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0914P)²+1.3717P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2147
_refine_ls_wR_factor_ref         0.2269
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3661
_reflns_number_total             4313
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d0cc00251h3.cif
_cod_data_source_block           ishi-i1704b
_cod_depositor_comments
'Adding full bibliography for 7126189--7126193.cif.'
_cod_original_cell_volume        1920.8(14)
_cod_database_code               7126189
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+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 0.2613(4) 0.23135(13) 0.36446(9) 0.0308(5) Uani 1 1 d . . . . .
N2 N 0.1371(4) 0.21469(13) 0.25895(9) 0.0313(5) Uani 1 1 d . . . . .
N3 N 0.4772(4) 0.14052(13) 0.30799(9) 0.0303(5) Uani 1 1 d . . . . .
C1 C 0.2806(5) 0.19818(15) 0.31054(11) 0.0295(6) Uani 1 1 d . . . . .
C2 C 0.0653(5) 0.28420(15) 0.36728(11) 0.0308(6) Uani 1 1 d . . . . .
C3 C -0.0966(5) 0.30481(16) 0.31616(11) 0.0335(6) Uani 1 1 d . . . . .
H3 H -0.2340 0.3421 0.3183 0.040 Uiso 1 1 calc R U . . .
C4 C -0.0525(5) 0.26947(16) 0.26155(11) 0.0317(6) Uani 1 1 d . . . . .
C5 C 0.5271(5) 0.09572(15) 0.25571(11) 0.0305(6) Uani 1 1 d . . . . .
C6 C 0.3970(6) 0.09175(17) 0.19811(12) 0.0364(6) Uani 1 1 d . . . . .
H6 H 0.2480 0.1237 0.1871 0.044 Uiso 1 1 calc R U . . .
C7 C 0.4926(6) 0.03934(18) 0.15714(12) 0.0406(7) Uani 1 1 d . . . . .
H7 H 0.4054 0.0359 0.1177 0.049 Uiso 1 1 calc R U . . .
C8 C 0.7108(6) -0.00818(17) 0.17177(12) 0.0379(6) Uani 1 1 d . . . . .
H8 H 0.7702 -0.0432 0.1426 0.045 Uiso 1 1 calc R U . . .
C9 C 0.8403(6) -0.00410(17) 0.22883(12) 0.0379(6) Uani 1 1 d . . . . .
H9 H 0.9902 -0.0359 0.2393 0.046 Uiso 1 1 calc R U . . .
C10 C 0.7479(5) 0.04737(16) 0.27079(11) 0.0319(6) Uani 1 1 d . . . . .
C11 C 0.8360(5) 0.06192(15) 0.33328(11) 0.0316(6) Uani 1 1 d . . . . .
C12 C 1.0419(5) 0.02878(17) 0.37049(12) 0.0368(6) Uani 1 1 d . . . . .
H12 H 1.1576 -0.0082 0.3550 0.044 Uiso 1 1 calc R U . . .
C13 C 1.0734(6) 0.05121(17) 0.43079(13) 0.0386(7) Uani 1 1 d . . . . .
H13 H 1.2133 0.0300 0.4569 0.046 Uiso 1 1 calc R U . . .
C14 C 0.9010(6) 0.10457(17) 0.45295(12) 0.0374(6) Uani 1 1 d . . . . .
H14 H 0.9234 0.1181 0.4945 0.045 Uiso 1 1 calc R U . . .
C15 C 0.6962(5) 0.13894(17) 0.41639(12) 0.0360(6) Uani 1 1 d . . . . .
H15 H 0.5815 0.1759 0.4322 0.043 Uiso 1 1 calc R U . . .
C16 C 0.6657(5) 0.11712(16) 0.35575(11) 0.0309(6) Uani 1 1 d . . . . .
C17 C 0.0367(5) 0.32125(16) 0.42703(11) 0.0324(6) Uani 1 1 d . . . . .
C18 C 0.2165(6) 0.3063(2) 0.47619(13) 0.0440(7) Uani 1 1 d . . . . .
H18 H 0.3592 0.2718 0.4718 0.053 Uiso 1 1 calc R U . . .
C19 C 0.1912(7) 0.3411(2) 0.53177(13) 0.0490(8) Uani 1 1 d . . . . .
H19 H 0.3165 0.3300 0.5649 0.059 Uiso 1 1 calc R U . . .
C20 C -0.0134(6) 0.39148(17) 0.53948(12) 0.0401(7) Uani 1 1 d . . . . .
H20 H -0.0290 0.4157 0.5774 0.048 Uiso 1 1 calc R U . . .
C21 C -0.1946(6) 0.40602(19) 0.49126(13) 0.0454(8) Uani 1 1 d . . . . .
H21 H -0.3374 0.4403 0.4962 0.055 Uiso 1 1 calc R U . . .
C22 C -0.1722(6) 0.37150(19) 0.43559(13) 0.0435(7) Uani 1 1 d . . . . .
H22 H -0.3002 0.3821 0.4029 0.052 Uiso 1 1 calc R U . . .
C23 C -0.2052(5) 0.29210(15) 0.20402(11) 0.0320(6) Uani 1 1 d . . . . .
C24 C -0.4214(5) 0.34241(17) 0.20293(12) 0.0372(6) Uani 1 1 d . . . . .
H24 H -0.4766 0.3610 0.2397 0.045 Uiso 1 1 calc R U . . .
C25 C -0.5567(6) 0.36550(18) 0.14874(13) 0.0420(7) Uani 1 1 d . . . . .
H25 H -0.7033 0.3997 0.1487 0.050 Uiso 1 1 calc R U . . .
C26 C -0.4778(6) 0.33862(18) 0.09458(13) 0.0438(7) Uani 1 1 d . . . . .
H26 H -0.5689 0.3548 0.0575 0.053 Uiso 1 1 calc R U . . .
C27 C -0.2656(6) 0.28808(19) 0.09511(13) 0.0456(7) Uani 1 1 d . . . . .
H27 H -0.2121 0.2690 0.0583 0.055 Uiso 1 1 calc R U . . .
C28 C -0.1319(6) 0.26533(19) 0.14900(12) 0.0410(7) Uani 1 1 d . . . . .
H28 H 0.0135 0.2307 0.1487 0.049 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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(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
C1 N1 C2 116.0(2) . . ?
C1 N2 C4 116.5(2) . . ?
C1 N3 C16 126.9(2) . . ?
C1 N3 C5 125.6(2) . . ?
C16 N3 C5 107.5(2) . . ?
N2 C1 N1 127.2(2) . . ?
N2 C1 N3 116.6(2) . . ?
N1 C1 N3 116.2(2) . . ?
N1 C2 C3 121.1(2) . . ?
N1 C2 C17 117.2(2) . . ?
C3 C2 C17 121.7(2) . . ?
C2 C3 C4 118.4(2) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
N2 C4 C3 120.7(2) . . ?
N2 C4 C23 117.4(2) . . ?
C3 C4 C23 121.9(2) . . ?
C6 C5 C10 119.8(2) . . ?
C6 C5 N3 131.9(2) . . ?
C10 C5 N3 108.3(2) . . ?
C5 C6 C7 117.8(3) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 H6 121.1 . . ?
C8 C7 C6 122.6(3) . . ?
C8 C7 H7 118.7 . . ?
C6 C7 H7 118.7 . . ?
C9 C8 C7 119.6(3) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 119.0(3) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C9 C10 C5 121.2(2) . . ?
C9 C10 C11 131.2(3) . . ?
C5 C10 C11 107.6(2) . . ?
C12 C11 C16 121.1(2) . . ?
C12 C11 C10 130.9(3) . . ?
C16 C11 C10 108.0(2) . . ?
C13 C12 C11 118.4(3) . . ?
C13 C12 H12 120.8 . . ?
C11 C12 H12 120.8 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 122.3(3) . . ?
C13 C14 H14 118.9 . . ?
C15 C14 H14 118.9 . . ?
C14 C15 C16 117.7(3) . . ?
C14 C15 H15 121.2 . . ?
C16 C15 H15 121.2 . . ?
C15 C16 C11 120.4(2) . . ?
C15 C16 N3 131.0(3) . . ?
C11 C16 N3 108.6(2) . . ?
C18 C17 C22 117.7(3) . . ?
C18 C17 C2 120.9(3) . . ?
C22 C17 C2 121.4(2) . . ?
C17 C18 C19 121.0(3) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C20 C19 C18 120.8(3) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C21 C20 C19 118.8(3) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C20 C21 C22 121.0(3) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C21 C22 C17 120.6(3) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
C28 C23 C24 117.9(2) . . ?
C28 C23 C4 120.7(2) . . ?
C24 C23 C4 121.4(2) . . ?
C25 C24 C23 120.8(3) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 120.1(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C27 C26 C25 119.6(3) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C28 C27 C26 120.1(3) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C27 C28 C23 121.5(3) . . ?
C27 C28 H28 119.3 . . ?
C23 C28 H28 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
N1 C1 1.339(3) . ?
N1 C2 1.351(3) . ?
N2 C1 1.334(3) . ?
N2 C4 1.348(3) . ?
N3 C1 1.406(3) . ?
N3 C16 1.424(3) . ?
N3 C5 1.433(3) . ?
C2 C3 1.388(4) . ?
C2 C17 1.492(4) . ?
C3 C4 1.395(4) . ?
C3 H3 0.9500 . ?
C4 C23 1.486(4) . ?
C5 C6 1.391(4) . ?
C5 C10 1.412(4) . ?
C6 C7 1.393(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.392(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.444(4) . ?
C11 C12 1.397(4) . ?
C11 C16 1.404(4) . ?
C12 C13 1.392(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.394(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.396(4) . ?
C15 H15 0.9500 . ?
C17 C18 1.387(4) . ?
C17 C22 1.398(4) . ?
C18 C19 1.389(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.377(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.375(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.386(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C28 1.397(4) . ?
C23 C24 1.398(4) . ?
C24 C25 1.389(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.391(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.384(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.379(4) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
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
C4 N2 C1 N1 -1.7(4) . . . . ?
C4 N2 C1 N3 179.5(2) . . . . ?
C2 N1 C1 N2 3.9(4) . . . . ?
C2 N1 C1 N3 -177.3(2) . . . . ?
C16 N3 C1 N2 175.2(2) . . . . ?
C5 N3 C1 N2 -3.2(4) . . . . ?
C16 N3 C1 N1 -3.7(4) . . . . ?
C5 N3 C1 N1 177.8(2) . . . . ?
C1 N1 C2 C3 -2.9(4) . . . . ?
C1 N1 C2 C17 179.2(2) . . . . ?
N1 C2 C3 C4 0.1(4) . . . . ?
C17 C2 C3 C4 178.0(2) . . . . ?
C1 N2 C4 C3 -1.5(4) . . . . ?
C1 N2 C4 C23 176.7(2) . . . . ?
C2 C3 C4 N2 2.2(4) . . . . ?
C2 C3 C4 C23 -175.9(2) . . . . ?
C1 N3 C5 C6 -4.9(4) . . . . ?
C16 N3 C5 C6 176.4(3) . . . . ?
C1 N3 C5 C10 177.0(2) . . . . ?
C16 N3 C5 C10 -1.7(3) . . . . ?
C10 C5 C6 C7 -0.1(4) . . . . ?
N3 C5 C6 C7 -178.0(3) . . . . ?
C5 C6 C7 C8 -0.2(4) . . . . ?
C6 C7 C8 C9 0.0(4) . . . . ?
C7 C8 C9 C10 0.5(4) . . . . ?
C8 C9 C10 C5 -0.7(4) . . . . ?
C8 C9 C10 C11 177.6(3) . . . . ?
C6 C5 C10 C9 0.5(4) . . . . ?
N3 C5 C10 C9 178.9(2) . . . . ?
C6 C5 C10 C11 -178.1(2) . . . . ?
N3 C5 C10 C11 0.3(3) . . . . ?
C9 C10 C11 C12 0.3(5) . . . . ?
C5 C10 C11 C12 178.7(3) . . . . ?
C9 C10 C11 C16 -177.1(3) . . . . ?
C5 C10 C11 C16 1.3(3) . . . . ?
C16 C11 C12 C13 0.6(4) . . . . ?
C10 C11 C12 C13 -176.5(3) . . . . ?
C11 C12 C13 C14 0.7(4) . . . . ?
C12 C13 C14 C15 -1.5(4) . . . . ?
C13 C14 C15 C16 0.9(4) . . . . ?
C14 C15 C16 C11 0.5(4) . . . . ?
C14 C15 C16 N3 179.1(3) . . . . ?
C12 C11 C16 C15 -1.2(4) . . . . ?
C10 C11 C16 C15 176.5(2) . . . . ?
C12 C11 C16 N3 179.9(2) . . . . ?
C10 C11 C16 N3 -2.4(3) . . . . ?
C1 N3 C16 C15 5.1(4) . . . . ?
C5 N3 C16 C15 -176.2(3) . . . . ?
C1 N3 C16 C11 -176.1(2) . . . . ?
C5 N3 C16 C11 2.6(3) . . . . ?
N1 C2 C17 C18 4.8(4) . . . . ?
C3 C2 C17 C18 -173.2(3) . . . . ?
N1 C2 C17 C22 -174.7(3) . . . . ?
C3 C2 C17 C22 7.4(4) . . . . ?
C22 C17 C18 C19 -0.9(5) . . . . ?
C2 C17 C18 C19 179.6(3) . . . . ?
C17 C18 C19 C20 -0.1(5) . . . . ?
C18 C19 C20 C21 0.8(5) . . . . ?
C19 C20 C21 C22 -0.6(5) . . . . ?
C20 C21 C22 C17 -0.4(5) . . . . ?
C18 C17 C22 C21 1.1(4) . . . . ?
C2 C17 C22 C21 -179.4(3) . . . . ?
N2 C4 C23 C28 -8.1(4) . . . . ?
C3 C4 C23 C28 170.0(3) . . . . ?
N2 C4 C23 C24 173.7(2) . . . . ?
C3 C4 C23 C24 -8.1(4) . . . . ?
C28 C23 C24 C25 -0.6(4) . . . . ?
C4 C23 C24 C25 177.6(3) . . . . ?
C23 C24 C25 C26 0.0(4) . . . . ?
C24 C25 C26 C27 0.7(5) . . . . ?
C25 C26 C27 C28 -0.7(5) . . . . ?
C26 C27 C28 C23 0.1(5) . . . . ?
C24 C23 C28 C27 0.6(4) . . . . ?
C4 C23 C28 C27 -177.6(3) . . . . ?
