#------------------------------------------------------------------------------
#$Date: 2021-09-06 12:35:18 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268589 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/85/7128533.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_7128533
loop_
_publ_author_name
'Liu, Kun'
'Huang, Kaiwei'
'Lv, Anqi'
'Ye, Wenpeng'
'Yang, Yijun'
'Shen, Kang'
'Zhi, Jiahuan'
'Wang, He'
'Zhang, Renxiang'
'Wang, Jiamin'
'Ma, Huili'
'Shi, Huifang'
'Yao, Wei'
'An, Zhongfu'
'Huang, Wei'
_publ_section_title
;
 Tunable microstructures of ultralong organic phosphorescence materials.
;
_journal_issue                   59
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7276
_journal_page_last               7279
_journal_paper_doi               10.1039/d1cc01563j
_journal_volume                  57
_journal_year                    2021
_chemical_formula_sum            'C30 H18 Br2 N2'
_chemical_formula_weight         566.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-05-11 deposited with the CCDC.	2021-06-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.385(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.4373(15)
_cell_length_b                   8.8696(18)
_cell_length_c                   15.702(3)
_cell_measurement_reflns_used    3664
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.56
_cell_measurement_theta_min      2.58
_cell_volume                     1159.3(4)
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10201
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.382
_diffrn_reflns_theta_min         2.582
_exptl_absorpt_coefficient_mu    3.519
_exptl_absorpt_correction_T_max  0.779
_exptl_absorpt_correction_T_min  0.207
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.741
_exptl_crystal_size_mid          0.394
_exptl_crystal_size_min          0.071
_refine_diff_density_max         1.265
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2907
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0398
_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)+(0.0508P)²+1.0310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1120
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2040
_reflns_number_total             2907
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc01563j2.cif
_cod_data_source_block           Hexagonal
_cod_depositor_comments
'Adding full bibliography for 7128533--7128535.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7128533
_shelx_shelxl_version_number     2014/7
_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Br1 Br -0.06944(5) 0.83025(4) 0.41068(3) 0.05400(16) Uani 1 1 d . . . . .
C1 C 0.3167(4) 0.2433(3) 0.4346(2) 0.0344(7) Uani 1 1 d . . . . .
C2 C 0.4301(4) 0.3018(4) 0.4992(2) 0.0435(8) Uani 1 1 d . . . . .
H2 H 0.4041 0.3762 0.5364 0.052 Uiso 1 1 calc R U . . .
C3 C 0.5844(4) 0.2448(5) 0.5063(3) 0.0537(9) Uani 1 1 d . . . . .
H3 H 0.6638 0.2806 0.5497 0.064 Uiso 1 1 calc R U . . .
C4 C 0.6231(5) 0.1352(5) 0.4500(3) 0.0592(11) Uani 1 1 d . . . . .
H4 H 0.7282 0.1000 0.4560 0.071 Uiso 1 1 calc R U . . .
C5 C 0.5103(4) 0.0782(4) 0.3860(3) 0.0520(10) Uani 1 1 d . . . . .
H5 H 0.5382 0.0048 0.3488 0.062 Uiso 1 1 calc R U . . .
C6 C 0.3520(4) 0.1312(3) 0.3768(2) 0.0385(7) Uani 1 1 d . . . . .
C7 C 0.2055(4) 0.0986(4) 0.3200(2) 0.0383(7) Uani 1 1 d . . . . .
C8 C 0.1623(5) -0.0034(4) 0.2527(2) 0.0499(9) Uani 1 1 d . . . . .
H8 H 0.2387 -0.0676 0.2360 0.060 Uiso 1 1 calc R U . . .
C9 C 0.0058(6) -0.0082(5) 0.2114(2) 0.0597(11) Uani 1 1 d . . . . .
H9 H -0.0231 -0.0764 0.1666 0.072 Uiso 1 1 calc R U . . .
C10 C -0.1102(5) 0.0869(5) 0.2353(2) 0.0549(9) Uani 1 1 d . . . . .
H10 H -0.2152 0.0818 0.2061 0.066 Uiso 1 1 calc R U . . .
C11 C -0.0712(4) 0.1897(4) 0.3024(2) 0.0435(8) Uani 1 1 d . . . . .
H11 H -0.1483 0.2536 0.3187 0.052 Uiso 1 1 calc R U . . .
C12 C 0.0849(4) 0.1934(3) 0.34345(19) 0.0340(7) Uani 1 1 d . . . . .
C13 C 0.0744(3) 0.3902(3) 0.45694(19) 0.0310(6) Uani 1 1 d . . . . .
C14 C 0.0407(4) 0.5301(3) 0.42050(19) 0.0335(6) Uani 1 1 d . . . . .
H14 H 0.0681 0.5512 0.3667 0.040 Uiso 1 1 calc R U . . .
C15 C -0.0332(4) 0.6394(3) 0.4628(2) 0.0320(6) Uani 1 1 d . . . . .
N1 N 0.1546(3) 0.2811(3) 0.41319(17) 0.0354(6) 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
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'
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
_geom_angle_publ_flag
C2 C1 N1 128.5(3) . . ?
C2 C1 C6 123.1(3) . . ?
N1 C1 C6 108.4(3) . . ?
C1 C2 C3 116.9(3) . . ?
C1 C2 H2 121.5 . . ?
C3 C2 H2 121.5 . . ?
C2 C3 C4 121.3(4) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 121.4(3) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 119.3(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 117.9(3) . . ?
C5 C6 C7 135.1(3) . . ?
C1 C6 C7 107.0(3) . . ?
C8 C7 C12 118.2(3) . . ?
C8 C7 C6 134.2(3) . . ?
C12 C7 C6 107.6(3) . . ?
C9 C8 C7 119.4(3) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 121.3(4) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C9 C10 C11 120.8(4) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C12 C11 C10 117.6(3) . . ?
C12 C11 H11 121.2 . . ?
C10 C11 H11 121.2 . . ?
C11 C12 N1 129.3(3) . . ?
C11 C12 C7 122.7(3) . . ?
N1 C12 C7 107.9(3) . . ?
C14 C13 C15 118.9(3) . 3_566 ?
C14 C13 N1 119.7(3) . . ?
C15 C13 N1 121.4(3) 3_566 . ?
C13 C14 C15 120.8(3) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C14 C15 C13 120.3(3) . 3_566 ?
C14 C15 Br1 118.5(2) . . ?
C13 C15 Br1 121.2(2) 3_566 . ?
C12 N1 C1 109.1(2) . . ?
C12 N1 C13 126.0(3) . . ?
C1 N1 C13 124.9(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
Br1 C15 1.883(3) . ?
C1 C2 1.377(5) . ?
C1 N1 1.395(4) . ?
C1 C6 1.410(4) . ?
C2 C3 1.385(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.389(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.364(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.402(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.431(5) . ?
C7 C8 1.392(5) . ?
C7 C12 1.415(4) . ?
C8 C9 1.374(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.389(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.392(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.369(5) . ?
C11 H11 0.9300 . ?
C12 N1 1.393(4) . ?
C13 C14 1.377(4) . ?
C13 C15 1.386(4) 3_566 ?
C13 N1 1.420(4) . ?
C14 C15 1.380(4) . ?
C14 H14 0.9300 . ?
C15 C13 1.386(4) 3_566 ?
