#------------------------------------------------------------------------------
#$Date: 2020-04-14 00:17:56 +0300 (Tue, 14 Apr 2020) $
#$Revision: 250685 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/75/4517565.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_4517565
loop_
_publ_author_name
'Xu, Letian'
'Zhou, Kun'
'Ma, Huili'
'Lv, Anqi'
'Pei, Dandan'
'Li, Guoping'
'Zhang, Yanfeng'
'An, Zhongfu'
'Li, Ang'
'He, Gang'
_publ_section_title
;
 Ultralong Organic Phosphorescent Nanocrystals with Long-Lived Triplet
 Excited States for Afterglow Imaging and Photodynamic Therapy.
;
_journal_name_full               'ACS applied materials & interfaces'
_journal_paper_doi               10.1021/acsami.0c04005
_journal_year                    2020
_chemical_formula_moiety         'C36 H24 N2 Te'
_chemical_formula_sum            'C36 H24 N2 Te'
_chemical_formula_weight         612.17
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 99.462(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.621(3)
_cell_length_b                   5.6913(10)
_cell_length_c                   22.676(4)
_cell_measurement_reflns_used    6034
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      27.65
_cell_measurement_theta_min      2.48
_cell_volume                     2625.1(8)
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0149
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            9141
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.719
_diffrn_reflns_theta_min         2.002
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.162
_exptl_absorpt_correction_T_max  0.793
_exptl_absorpt_correction_T_min  0.578
_exptl_absorpt_correction_type   multi-scan
_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    1.549
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         3048
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0224
_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)+(0.0343P)²+2.1911P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0599
_refine_ls_wR_factor_ref         0.0613
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2834
_reflns_number_total             3048
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            am0c04005_si_006.cif
_cod_data_source_block           1_pl
_cod_database_code               4517565
_shelxl_version_number           2013-4
_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   0.801
_shelx_estimated_absorpt_t_min   0.594
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C17(H17), C18(H18)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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
Te1 Te -0.2500 0.26655(3) 0.0000 0.03023(7) Uani 1 2 d S T P . .
N1 N -0.40652(8) 0.9401(3) 0.14848(7) 0.0319(3) Uani 1 1 d . . . . .
C1 C -0.37900(9) 1.0484(3) 0.20227(8) 0.0320(4) Uani 1 1 d . . . . .
C2 C -0.32165(11) 0.9936(4) 0.24101(9) 0.0434(5) Uani 1 1 d . . . . .
H2 H -0.2939 0.8697 0.2322 0.052 Uiso 1 1 calc R . . . .
C3 C -0.30615(12) 1.1245(5) 0.29262(10) 0.0481(5) Uani 1 1 d . . . . .
H3 H -0.2673 1.0890 0.3199 0.058 Uiso 1 1 calc R . . . .
C4 C -0.34643(12) 1.3077(5) 0.30551(11) 0.0477(5) Uani 1 1 d . . . . .
H4 H -0.3342 1.3972 0.3409 0.057 Uiso 1 1 calc R . . . .
C5 C -0.40366(10) 1.3606(4) 0.26763(10) 0.0402(4) Uani 1 1 d . . . . .
H5 H -0.4310 1.4855 0.2766 0.048 Uiso 1 1 calc R . . . .
C6 C -0.42090(10) 1.2275(3) 0.21579(9) 0.0321(4) Uani 1 1 d . . . . .
C7 C -0.47724(10) 1.2277(3) 0.16825(9) 0.0307(4) Uani 1 1 d . . . . .
C8 C -0.53356(9) 1.3674(4) 0.15636(10) 0.0382(4) Uani 1 1 d . . . . .
H8 H -0.5412 1.4877 0.1834 0.046 Uiso 1 1 calc R . . . .
C9 C -0.57784(10) 1.3285(4) 0.10491(11) 0.0434(5) Uani 1 1 d . . . . .
H9 H -0.6159 1.4243 0.0962 0.052 Uiso 1 1 calc R . . . .
C10 C -0.56736(10) 1.1497(4) 0.06533(10) 0.0420(5) Uani 1 1 d . . . . .
H10 H -0.5989 1.1244 0.0304 0.050 Uiso 1 1 calc R . . . .
C11 C -0.51165(9) 1.0076(4) 0.07608(9) 0.0355(4) Uani 1 1 d . . . . .
H11 H -0.5045 0.8866 0.0490 0.043 Uiso 1 1 calc R . . . .
C12 C -0.46702(8) 1.0495(3) 0.12775(8) 0.0291(4) Uani 1 1 d . . . . .
C13 C -0.37178(9) 0.7921(3) 0.11391(8) 0.0283(4) Uani 1 1 d . . . . .
C14 C -0.30801(9) 0.8519(3) 0.10644(8) 0.0289(4) Uani 1 1 d . . . . .
H14 H -0.2884 0.9918 0.1240 0.035 Uiso 1 1 calc R . . . .
C15 C -0.27312(9) 0.7076(3) 0.07347(8) 0.0282(3) Uani 1 1 d . . . . .
H15 H -0.2292 0.7468 0.0696 0.034 Uiso 1 1 calc R . . . .
C16 C -0.30202(8) 0.5062(3) 0.04609(8) 0.0252(3) Uani 1 1 d . . . . .
C17 C -0.36632(9) 0.4512(3) 0.05243(8) 0.0305(4) Uani 1 1 d . . . . .
H17 H -0.3869 0.3162 0.0330 0.037 Uiso 1 1 calc R . . . .
C18 C -0.40080(9) 0.5910(3) 0.08673(9) 0.0312(4) Uani 1 1 d . . . . .
H18 H -0.4442 0.5491 0.0916 0.037 Uiso 1 1 calc R . . . .
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'
Te Te -0.5308 1.6751 '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
C16 Te1 C16 99.69(9) 2_455 . ?
C1 N1 C12 107.88(15) . . ?
C1 N1 C13 124.89(15) . . ?
C12 N1 C13 125.33(15) . . ?
N1 C1 C6 109.52(17) . . ?
C2 C1 N1 129.32(18) . . ?
C2 C1 C6 121.09(19) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 C1 118.1(2) . . ?
C3 C2 H2 121.0 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.3(2) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.9(2) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.8(2) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C7 106.57(17) . . ?
C5 C6 C1 119.89(19) . . ?
C5 C6 C7 133.53(18) . . ?
C8 C7 C6 133.11(18) . . ?
C8 C7 C12 119.57(19) . . ?
C12 C7 C6 107.29(16) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.13(19) . . ?
C9 C8 H8 120.4 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.70(19) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.4(2) . . ?
C11 C10 H10 119.3 . . ?
C10 C11 H11 121.2 . . ?
C12 C11 C10 117.52(19) . . ?
C12 C11 H11 121.2 . . ?
N1 C12 C7 108.73(16) . . ?
C11 C12 N1 129.54(17) . . ?
C11 C12 C7 121.70(17) . . ?
C14 C13 N1 119.51(17) . . ?
C18 C13 N1 120.92(17) . . ?
C18 C13 C14 119.56(16) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.22(17) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.40(16) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 Te1 122.50(13) . . ?
C15 C16 C17 118.99(16) . . ?
C17 C16 Te1 118.38(13) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.89(17) . . ?
C18 C17 H17 119.6 . . ?
C13 C18 H18 120.0 . . ?
C17 C18 C13 119.90(16) . . ?
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
Te1 C16 2.1145(17) 2_455 ?
Te1 C16 2.1146(17) . ?
N1 C1 1.401(2) . ?
N1 C12 1.404(2) . ?
N1 C13 1.422(2) . ?
C1 C2 1.388(3) . ?
C1 C6 1.402(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.380(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.374(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.394(3) . ?
C6 C7 1.449(3) . ?
C7 C8 1.397(3) . ?
C7 C12 1.407(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.376(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.397(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.393(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(3) . ?
C13 C14 1.395(3) . ?
C13 C18 1.388(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.391(2) . ?
C16 C17 1.393(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(2) . ?
C18 H18 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
Te1 C16 C17 C18 174.21(14) . . . . ?
N1 C1 C2 C3 -178.1(2) . . . . ?
N1 C1 C6 C5 179.98(17) . . . . ?
N1 C1 C6 C7 0.6(2) . . . . ?
N1 C13 C14 C15 179.15(16) . . . . ?
N1 C13 C18 C17 179.00(16) . . . . ?
C1 N1 C12 C7 0.5(2) . . . . ?
C1 N1 C12 C11 178.57(19) . . . . ?
C1 N1 C13 C14 -41.0(3) . . . . ?
C1 N1 C13 C18 139.97(19) . . . . ?
C1 C2 C3 C4 -0.5(4) . . . . ?
C1 C6 C7 C8 -178.1(2) . . . . ?
C1 C6 C7 C12 -0.3(2) . . . . ?
C2 C1 C6 C5 2.8(3) . . . . ?
C2 C1 C6 C7 -176.57(18) . . . . ?
C2 C3 C4 C5 1.3(4) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C4 C5 C6 C1 -2.0(3) . . . . ?
C4 C5 C6 C7 177.2(2) . . . . ?
C5 C6 C7 C8 2.6(4) . . . . ?
C5 C6 C7 C12 -179.6(2) . . . . ?
C6 C1 C2 C3 -1.6(3) . . . . ?
C6 C7 C8 C9 177.3(2) . . . . ?
C6 C7 C12 N1 -0.1(2) . . . . ?
C6 C7 C12 C11 -178.40(17) . . . . ?
C7 C8 C9 C10 0.9(3) . . . . ?
C8 C7 C12 N1 178.06(16) . . . . ?
C8 C7 C12 C11 -0.2(3) . . . . ?
C8 C9 C10 C11 -0.9(4) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C10 C11 C12 N1 -177.64(19) . . . . ?
C10 C11 C12 C7 0.2(3) . . . . ?
C12 N1 C1 C2 176.2(2) . . . . ?
C12 N1 C1 C6 -0.7(2) . . . . ?
C12 N1 C13 C14 121.4(2) . . . . ?
C12 N1 C13 C18 -57.6(3) . . . . ?
C12 C7 C8 C9 -0.4(3) . . . . ?
C13 N1 C1 C2 -18.9(3) . . . . ?
C13 N1 C1 C6 164.31(17) . . . . ?
C13 N1 C12 C7 -164.40(17) . . . . ?
C13 N1 C12 C11 13.7(3) . . . . ?
C13 C14 C15 C16 1.9(3) . . . . ?
C14 C13 C18 C17 0.0(3) . . . . ?
C14 C15 C16 Te1 -175.89(13) . . . . ?
C14 C15 C16 C17 -0.2(3) . . . . ?
C15 C16 C17 C18 -1.7(3) . . . . ?
C16 C17 C18 C13 1.8(3) . . . . ?
C18 C13 C14 C15 -1.8(3) . . . . ?
