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#$Date: 2025-02-01 09:07:15 +0200 (Sat, 01 Feb 2025) $
#$Revision: 297561 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/50/7235018.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_7235018
loop_
_publ_author_name
'Jie Yang'
'Qingxun Guo'
'Xiaodong Wen'
'Xuming Gao'
'Qian Peng'
'Qianqian Li'
'Dongge Ma'
'Zhen Li'
_publ_section_title
;
 Pyrene-based blue AIEgens: tunable intramolecular conjugation, good hole
 mobility and reversible mechanochromism
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              8506
_journal_page_last               8513
_journal_paper_doi               10.1039/C6TC02533A
_journal_volume                  4
_journal_year                    2016
_chemical_formula_sum            'C34 H34 Br2'
_chemical_formula_weight         602.45
_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
_cell_angle_alpha                73.632(13)
_cell_angle_beta                 79.944(12)
_cell_angle_gamma                89.367(13)
_cell_formula_units_Z            2
_cell_length_a                   10.167(11)
_cell_length_b                   10.880(11)
_cell_length_c                   14.496(15)
_cell_measurement_reflns_used    8802
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.17
_cell_measurement_theta_min      2.30
_cell_volume                     1514(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0886
_diffrn_reflns_av_unetI/netI     0.1186
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            33585
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         1.488
_exptl_absorpt_coefficient_mu    2.697
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_preparation       ', Luminescent'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_refine_diff_density_max         0.576
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         5944
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.1025
_refine_ls_R_factor_gt           0.0472
_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)+0.1504P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1352
_refine_ls_wR_factor_ref         0.1494
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3926
_reflns_number_total             5944
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            J-Mater-Chem-C-2016-4-8506.cif
_cod_data_source_block           a00101
_cod_depositor_comments
;

2025-01-30
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C2.19 H2.19 Br0.13'
_cod_original_formula_weight         38.87
_cod_original_formula_units_Z            31
_cod_database_code               7235018
_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.
;
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
Br1 Br 0.99864(4) 0.43702(4) 0.21693(3) 0.07519(19) Uani 1 1 d . . . . .
Br2 Br 0.73798(7) 0.82930(6) -0.44460(3) 0.1114(2) Uani 1 1 d . . . . .
C1 C 0.5653(3) 0.7220(3) 0.0006(2) 0.0432(7) Uani 1 1 d . . . . .
C2 C 0.6058(3) 0.7504(3) -0.1077(2) 0.0448(7) Uani 1 1 d . . . . .
C3 C 0.8032(3) 0.6832(4) 0.0187(2) 0.0517(8) Uani 1 1 d . . . . .
H3 H 0.8281 0.7459 -0.0406 0.062 Uiso 1 1 calc R U . . .
C4 C 0.9017(3) 0.6211(4) 0.0668(3) 0.0557(9) Uani 1 1 d . . . . .
H4 H 0.9915 0.6428 0.0412 0.067 Uiso 1 1 calc R U . . .
C5 C 0.1774(3) 0.9437(3) -0.1502(2) 0.0471(8) Uani 1 1 d . . . . .
C6 C 0.2181(3) 0.9987(4) -0.0834(2) 0.0525(8) Uani 1 1 d . . . . .
H6 H 0.1892 1.0795 -0.0815 0.063 Uiso 1 1 calc R U . . .
C7 C 0.4455(3) 0.7582(3) 0.0414(2) 0.0438(7) Uani 1 1 d . . . . .
C8 C 0.8646(3) 0.5274(3) 0.1528(2) 0.0507(8) Uani 1 1 d . . . . .
C9 C 0.6679(3) 0.6548(3) 0.0562(2) 0.0420(7) Uani 1 1 d . . . . .
C10 C 0.6344(3) 0.5576(3) 0.1438(2) 0.0463(7) Uani 1 1 d . . . . .
H10 H 0.5448 0.5351 0.1698 0.056 Uiso 1 1 calc R U . . .
C11 C 0.2999(3) 0.9366(3) -0.0200(2) 0.0514(8) Uani 1 1 d . . . . .
H11 H 0.3240 0.9758 0.0243 0.062 Uiso 1 1 calc R U . . .
C12 C 0.4021(3) 0.7423(3) 0.1477(2) 0.0435(7) Uani 1 1 d . . . . .
C13 C 0.6093(3) 0.8725(4) -0.1692(2) 0.0531(8) Uani 1 1 d . . . . .
H13 H 0.5851 0.9400 -0.1430 0.064 Uiso 1 1 calc R U . . .
C14 C 0.4794(3) 0.7815(4) 0.2046(2) 0.0506(8) Uani 1 1 d . . . . .
H14 H 0.5621 0.8229 0.1755 0.061 Uiso 1 1 calc R U . . .
C15 C 0.0945(3) 1.0191(4) -0.2243(3) 0.0564(9) Uani 1 1 d . . . . .
C16 C 0.2778(3) 0.6853(4) 0.1943(2) 0.0523(8) Uani 1 1 d . . . . .
H16 H 0.2217 0.6608 0.1578 0.063 Uiso 1 1 calc R U . . .
C17 C 0.3467(3) 0.8179(3) -0.0209(2) 0.0428(7) Uani 1 1 d . . . . .
C18 C 0.7313(3) 0.4944(3) 0.1925(2) 0.0487(8) Uani 1 1 d . . . . .
H18 H 0.7076 0.4304 0.2512 0.058 Uiso 1 1 calc R U . . .
C19 C 0.6449(3) 0.6517(3) -0.1486(2) 0.0511(8) Uani 1 1 d . . . . .
H19 H 0.6461 0.5688 -0.1079 0.061 Uiso 1 1 calc R U . . .
C20 C 0.2171(3) 0.8221(4) -0.1454(3) 0.0587(9) Uani 1 1 d . . . . .
H20 H 0.1872 0.7798 -0.1858 0.070 Uiso 1 1 calc R U . . .
C21 C 0.3005(3) 0.7593(4) -0.0823(3) 0.0556(9) Uani 1 1 d . . . . .
H21 H 0.3255 0.6767 -0.0816 0.067 Uiso 1 1 calc R U . . .
C22 C 0.6829(4) 0.7960(4) -0.3072(3) 0.0623(10) Uani 1 1 d . . . . .
C23 C 0.2352(3) 0.6641(4) 0.2932(3) 0.0596(9) Uani 1 1 d . . . . .
H23 H 0.1517 0.6241 0.3218 0.072 Uiso 1 1 calc R U . . .
C24 C 0.6820(3) 0.6742(4) -0.2487(3) 0.0593(9) Uani 1 1 d . . . . .
H24 H 0.7058 0.6069 -0.2753 0.071 Uiso 1 1 calc R U . . .
C25 C 0.3130(4) 0.7005(4) 0.3514(3) 0.0556(9) Uani 1 1 d . . . . .
C26 C 0.4363(3) 0.7604(4) 0.3038(3) 0.0583(9) Uani 1 1 d . . . . .
H26 H 0.4915 0.7871 0.3399 0.070 Uiso 1 1 calc R U . . .
C27 C 0.6483(4) 0.8976(4) -0.2697(3) 0.0655(10) Uani 1 1 d . . . . .
H27 H 0.6510 0.9808 -0.3106 0.079 Uiso 1 1 calc R U . . .
C28 C 0.2639(4) 0.6734(5) 0.4608(3) 0.0743(12) Uani 1 1 d . . . . .
C29 C -0.0390(5) 1.0445(7) -0.1723(4) 0.133(3) Uani 1 1 d . U . . .
H29A H -0.0279 1.1055 -0.1374 0.200 Uiso 1 1 calc R U . . .
H29B H -0.0787 0.9660 -0.1271 0.200 Uiso 1 1 calc R U . . .
H29C H -0.0960 1.0782 -0.2190 0.200 Uiso 1 1 calc R U . . .
C30 C 0.0674(8) 0.9468(7) -0.2950(5) 0.141(3) Uani 1 1 d . U . . .
H30A H 0.0136 0.9971 -0.3388 0.211 Uiso 1 1 calc R U . . .
H30B H 0.0208 0.8667 -0.2591 0.211 Uiso 1 1 calc R U . . .
H30C H 0.1507 0.9308 -0.3317 0.211 Uiso 1 1 calc R U . . .
C31 C 0.1331(7) 0.7435(8) 0.4780(4) 0.152(3) Uani 1 1 d . U . . .
H31A H 0.0612 0.6992 0.4641 0.228 Uiso 1 1 calc R U . . .
H31B H 0.1433 0.8297 0.4357 0.228 Uiso 1 1 calc R U . . .
H31C H 0.1136 0.7452 0.5448 0.228 Uiso 1 1 calc R U . . .
C32 C 0.3589(8) 0.7340(7) 0.5098(4) 0.145(3) Uani 1 1 d . U . . .
H32A H 0.3216 0.7196 0.5777 0.217 Uiso 1 1 calc R U . . .
H32B H 0.3699 0.8245 0.4784 0.217 Uiso 1 1 calc R U . . .
H32C H 0.4443 0.6957 0.5037 0.217 Uiso 1 1 calc R U . . .
C33 C 0.1707(6) 1.1394(7) -0.2860(5) 0.140(3) Uani 1 1 d . U . . .
H33A H 0.2553 1.1182 -0.3178 0.210 Uiso 1 1 calc R U . . .
H33B H 0.1853 1.1923 -0.2455 0.210 Uiso 1 1 calc R U . . .
H33C H 0.1205 1.1849 -0.3344 0.210 Uiso 1 1 calc R U . . .
C34 C 0.2487(9) 0.5357(6) 0.5086(4) 0.171(4) Uani 1 1 d . U . . .
H34A H 0.2063 0.4948 0.4701 0.256 Uiso 1 1 calc R U . . .
H34B H 0.1946 0.5206 0.5723 0.256 Uiso 1 1 calc R U . . .
H34C H 0.3350 0.5012 0.5147 0.256 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'
Br Br -0.2901 2.4595 '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
C7 C1 C9 124.9(3) . .
C7 C1 C2 121.3(3) . .
C9 C1 C2 113.8(3) . .
C13 C2 C19 118.0(3) . .
C13 C2 C1 122.1(3) . .
C19 C2 C1 119.8(3) . .
C4 C3 C9 122.0(3) . .
C8 C4 C3 118.8(3) . .
C20 C5 C6 116.1(3) . .
C20 C5 C15 123.5(3) . .
C6 C5 C15 120.4(3) . .
C11 C6 C5 121.7(3) . .
C1 C7 C12 124.5(3) . .
C1 C7 C17 120.4(3) . .
C12 C7 C17 115.0(3) . .
C4 C8 C18 121.5(3) . .
C4 C8 Br1 119.2(3) . .
C18 C8 Br1 119.4(3) . .
C3 C9 C10 117.4(3) . .
C3 C9 C1 120.1(3) . .
C10 C9 C1 122.4(3) . .
C18 C10 C9 121.4(3) . .
C17 C11 C6 121.3(3) . .
C14 C12 C16 116.8(3) . .
C14 C12 C7 123.7(3) . .
C16 C12 C7 119.6(3) . .
C2 C13 C27 121.5(3) . .
C26 C14 C12 121.3(3) . .
C33 C15 C29 112.6(5) . .
C33 C15 C30 105.7(5) . .
C29 C15 C30 106.6(5) . .
C33 C15 C5 109.4(3) . .
C29 C15 C5 109.9(3) . .
C30 C15 C5 112.7(3) . .
C23 C16 C12 121.8(3) . .
C11 C17 C21 117.3(3) . .
C11 C17 C7 120.3(3) . .
C21 C17 C7 122.3(3) . .
C10 C18 C8 119.1(3) . .
C24 C19 C2 121.5(3) . .
C5 C20 C21 122.3(3) . .
C17 C21 C20 120.9(3) . .
C24 C22 C27 121.8(3) . .
C24 C22 Br2 119.4(3) . .
C27 C22 Br2 118.8(3) . .
C16 C23 C25 122.0(3) . .
C22 C24 C19 118.8(3) . .
C23 C25 C26 116.0(3) . .
C23 C25 C28 120.6(4) . .
C26 C25 C28 123.4(3) . .
C14 C26 C25 122.1(3) . .
C22 C27 C13 118.4(4) . .
C34 C28 C25 111.0(4) . .
C34 C28 C31 112.6(6) . .
C25 C28 C31 109.0(4) . .
C34 C28 C32 109.1(5) . .
C25 C28 C32 112.1(4) . .
C31 C28 C32 102.8(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C8 1.894(3) .
Br2 C22 1.902(4) .
C1 C7 1.364(4) .
C1 C9 1.489(4) .
C1 C2 1.493(5) .
C2 C13 1.373(5) .
C2 C19 1.389(5) .
C3 C4 1.382(4) .
C3 C9 1.392(4) .
C4 C8 1.365(5) .
C5 C20 1.366(5) .
C5 C6 1.393(5) .
C5 C15 1.531(4) .
C6 C11 1.377(4) .
C7 C12 1.487(5) .
C7 C17 1.489(4) .
C8 C18 1.385(5) .
C9 C10 1.395(5) .
C10 C18 1.377(4) .
C11 C17 1.375(5) .
C12 C14 1.383(4) .
C12 C16 1.386(5) .
C13 C27 1.389(5) .
C14 C26 1.381(5) .
C15 C33 1.495(7) .
C15 C29 1.496(6) .
C15 C30 1.516(6) .
C16 C23 1.376(5) .
C17 C21 1.375(4) .
C19 C24 1.385(5) .
C20 C21 1.388(5) .
C22 C24 1.357(6) .
C22 C27 1.381(6) .
C23 C25 1.387(5) .
C25 C26 1.391(5) .
C25 C28 1.522(5) .
C28 C34 1.460(8) .
C28 C31 1.543(7) .
C28 C32 1.546(8) .
