#------------------------------------------------------------------------------
#$Date: 2019-08-29 11:42:59 +0300 (Thu, 29 Aug 2019) $
#$Revision: 217831 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/35/7233552.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_7233552
loop_
_publ_author_name
'Bin Chen'
'Gang Yu'
'Xin Li'
'Yubin Ding'
'Cheng Wang'
'Zhiwei Liu'
'Yongshu Xie'
_publ_section_title
;
 Full-colour luminescent compounds based on anthracene and
 2,2'-dipyridylamine
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              7409
_journal_page_last               7417
_journal_paper_doi               10.1039/C3TC31751J
_journal_volume                  1
_journal_year                    2012
_chemical_formula_sum            'C24 H17 N3'
_chemical_formula_weight         347.41
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.6890(12)
_cell_length_b                   11.6597(16)
_cell_length_c                   16.959(2)
_cell_measurement_temperature    293(2)
_cell_volume                     1718.1(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_sigmaI/netI    0.0314
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12909
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.12
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9865
_exptl_absorpt_correction_T_min  0.9802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3013
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0501P)²+0.0508P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0937
_refine_ls_wR_factor_ref         0.0954
_reflns_number_gt                2770
_reflns_number_total             3013
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2013-1-7409-1.cif
_cod_data_source_block           xie4
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               7233552
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6696(3) 0.08097(17) 0.59023(12) 0.0351(5) Uani 1 1 d . . .
H1 H 0.5863 0.1137 0.5641 0.042 Uiso 1 1 calc R . .
C2 C 0.7560(3) 0.00141(19) 0.54985(12) 0.0373(5) Uani 1 1 d . . .
H2 H 0.7307 -0.0207 0.4988 0.045 Uiso 1 1 calc R . .
C3 C 0.8814(2) -0.04408(17) 0.58836(12) 0.0348(5) Uani 1 1 d . . .
H3 H 0.9430 -0.0982 0.5634 0.042 Uiso 1 1 calc R . .
C4 C 0.9154(2) -0.00935(16) 0.66369(11) 0.0306(4) Uani 1 1 d . . .
H4 H 1.0010 -0.0383 0.6899 0.037 Uiso 1 1 calc R . .
C5 C 0.8188(2) 0.07035(15) 0.70026(11) 0.0251(4) Uani 1 1 d . . .
C6 C 0.7833(2) 0.19799(15) 0.81788(11) 0.0243(4) Uani 1 1 d . . .
C7 C 0.7283(2) 0.29482(16) 0.77890(12) 0.0300(5) Uani 1 1 d . . .
H7 H 0.7316 0.2996 0.7242 0.036 Uiso 1 1 calc R . .
C8 C 0.6693(2) 0.38284(16) 0.82311(13) 0.0368(5) Uani 1 1 d . . .
H8 H 0.6304 0.4479 0.7985 0.044 Uiso 1 1 calc R . .
C9 C 0.6676(3) 0.37462(18) 0.90430(13) 0.0377(5) Uani 1 1 d . . .
H9 H 0.6266 0.4328 0.9354 0.045 Uiso 1 1 calc R . .
C10 C 0.7284(2) 0.27779(17) 0.93739(12) 0.0356(5) Uani 1 1 d . . .
H10 H 0.7302 0.2728 0.9921 0.043 Uiso 1 1 calc R . .
C11 C 0.9365(2) 0.02374(15) 0.82595(11) 0.0239(4) Uani 1 1 d . . .
C12 C 0.8690(2) -0.08004(16) 0.84867(11) 0.0267(4) Uani 1 1 d . . .
C13 C 0.7142(2) -0.10936(17) 0.83138(11) 0.0315(5) Uani 1 1 d . . .
H13 H 0.6517 -0.0570 0.8052 0.038 Uiso 1 1 calc R . .
C14 C 0.6558(3) -0.21320(18) 0.85269(13) 0.0417(6) Uani 1 1 d . . .
H14 H 0.5540 -0.2309 0.8407 0.050 Uiso 1 1 calc R . .
C15 C 0.7474(3) -0.29404(18) 0.89255(13) 0.0444(6) Uani 1 1 d . . .
H15 H 0.7066 -0.3652 0.9057 0.053 Uiso 1 1 calc R . .
C16 C 0.8941(3) -0.26886(17) 0.91182(12) 0.0398(6) Uani 1 1 d . . .
H16 H 0.9529 -0.3228 0.9387 0.048 Uiso 1 1 calc R . .
C17 C 0.9607(3) -0.16114(16) 0.89177(11) 0.0307(5) Uani 1 1 d . . .
C18 C 1.1113(2) -0.13321(17) 0.91110(11) 0.0329(5) Uani 1 1 d . . .
H18 H 1.1697 -0.1857 0.9395 0.039 Uiso 1 1 calc R . .
C19 C 1.1776(2) -0.02958(18) 0.88939(11) 0.0320(5) Uani 1 1 d . . .
C20 C 1.3327(3) -0.0023(2) 0.90673(13) 0.0413(6) Uani 1 1 d . . .
H20 H 1.3920 -0.0543 0.9352 0.050 Uiso 1 1 calc R . .
C21 C 1.3967(3) 0.0972(2) 0.88301(13) 0.0483(6) Uani 1 1 d . . .
H21 H 1.4986 0.1134 0.8955 0.058 Uiso 1 1 calc R . .
C22 C 1.3095(3) 0.1769(2) 0.83938(13) 0.0444(6) Uani 1 1 d . . .
H22 H 1.3547 0.2452 0.8232 0.053 Uiso 1 1 calc R . .
C23 C 1.1602(2) 0.15522(18) 0.82062(12) 0.0343(5) Uani 1 1 d . . .
H23 H 1.1043 0.2089 0.7919 0.041 Uiso 1 1 calc R . .
C24 C 1.0887(2) 0.05102(17) 0.84453(11) 0.0277(4) Uani 1 1 d . . .
N1 N 0.69665(19) 0.11476(14) 0.66439(9) 0.0308(4) Uani 1 1 d . . .
N2 N 0.84717(18) 0.10218(12) 0.77903(9) 0.0252(4) Uani 1 1 d . . .
N3 N 0.78547(19) 0.18987(13) 0.89620(9) 0.0301(4) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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
N1 C1 C2 124.77(19) . .
C1 C2 C3 117.09(19) . .
C4 C3 C2 119.88(19) . .
C3 C4 C5 118.71(19) . .
N1 C5 C4 122.40(17) . .
N1 C5 N2 118.13(17) . .
C4 C5 N2 119.43(17) . .
N3 C6 C7 122.42(18) . .
N3 C6 N2 113.82(16) . .
C7 C6 N2 123.71(17) . .
C8 C7 C6 118.40(18) . .
C7 C8 C9 119.84(19) . .
C10 C9 C8 117.57(19) . .
N3 C10 C9 124.22(19) . .
C24 C11 C12 122.12(17) . .
C24 C11 N2 119.38(17) . .
C12 C11 N2 118.44(17) . .
C11 C12 C13 123.28(17) . .
C11 C12 C17 118.53(18) . .
C13 C12 C17 118.19(18) . .
C14 C13 C12 120.8(2) . .
C13 C14 C15 120.8(2) . .
C16 C15 C14 120.4(2) . .
C15 C16 C17 121.2(2) . .
C18 C17 C16 122.3(2) . .
C18 C17 C12 119.25(18) . .
C16 C17 C12 118.5(2) . .
C17 C18 C19 122.20(19) . .
C18 C19 C20 122.4(2) . .
C18 C19 C24 119.16(19) . .
C20 C19 C24 118.4(2) . .
C21 C20 C19 121.6(2) . .
C20 C21 C22 120.2(2) . .
C23 C22 C21 120.9(2) . .
C22 C23 C24 120.5(2) . .
C11 C24 C23 122.92(18) . .
C11 C24 C19 118.72(18) . .
C23 C24 C19 118.36(18) . .
C5 N1 C1 117.11(17) . .
C5 N2 C6 125.65(15) . .
C5 N2 C11 116.83(14) . .
C6 N2 C11 117.20(14) . .
C6 N3 C10 117.50(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.339(3) .
C1 C2 1.376(3) .
C2 C3 1.377(3) .
C3 C4 1.372(3) .
C4 C5 1.397(3) .
C5 N1 1.329(2) .
C5 N2 1.408(2) .
C6 N3 1.332(2) .
C6 C7 1.393(3) .
C6 N2 1.411(2) .
C7 C8 1.371(3) .
C8 C9 1.380(3) .
C9 C10 1.367(3) .
C10 N3 1.336(2) .
C11 C24 1.396(3) .
C11 C12 1.399(3) .
C11 N2 1.439(2) .
C12 C13 1.419(3) .
C12 C17 1.436(3) .
C13 C14 1.362(3) .
C14 C15 1.407(3) .
C15 C16 1.348(3) .
C16 C17 1.424(3) .
C17 C18 1.388(3) .
C18 C19 1.388(3) .
C19 C20 1.416(3) .
C19 C24 1.435(3) .
C20 C21 1.348(3) .
C21 C22 1.408(3) .
C22 C23 1.360(3) .
C23 C24 1.424(3) .
