#------------------------------------------------------------------------------
#$Date: 2023-10-06 02:51:19 +0300 (Fri, 06 Oct 2023) $
#$Revision: 286710 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/97/1569707.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_1569707
loop_
_publ_author_name
'Zhao, Shuaiqiang'
'Yang, Zhiqiang'
'Zhang, Xiangyu'
'Liu, Haichao'
'Lv, Yingbo'
'Wang, Shiyin'
'Yang, Zhongzhao'
'Zhang, Shi-Tong'
'Yang, Bing'
_publ_section_title
;
 A functional unit combination strategy for enhancing red room-temperature
 phosphorescence.
;
_journal_issue                   36
_journal_name_full               'Chemical science'
_journal_page_first              9733
_journal_page_last               9743
_journal_paper_doi               10.1039/d3sc03668e
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C12 H6 N2 O2 S'
_chemical_formula_sum            'C12 H6 N2 O2 S'
_chemical_formula_weight         242.25
_chemical_name_systematic
benzo[5',6'][1,4]dioxino[2',3':4,5]benzo[1,2-c][1,2,5]thiadiazole
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-11-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-08-15 deposited with the CCDC.	2023-08-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.977(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   22.528(3)
_cell_length_b                   3.9061(4)
_cell_length_c                   22.895(3)
_cell_measurement_reflns_used    8907
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.41
_cell_measurement_theta_min      3.59
_cell_volume                     1999.8(4)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293.0
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1074
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            32302
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.600
_diffrn_reflns_theta_min         2.707
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.311
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_description       strip
_exptl_crystal_F_000             992
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane/n-hexane'
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2279
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.1256
_refine_ls_R_factor_gt           0.0836
_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)+(0.0718P)²+10.7716P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2054
_refine_ls_wR_factor_ref         0.2194
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1525
_reflns_number_total             2279
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc03668e2.cif
_cod_data_source_block           m-oo-bzt
_cod_depositor_comments
'Adding full bibliography for 1569705--1569707.cif.'
_cod_database_code               1569707
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C3(H3), C6(H6), C11(H11), C12(H12), C10(H10)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
S1 S 0.43146(6) 0.2889(4) 0.69828(6) 0.0594(5) Uani 1 1 d . . . . .
O1 O 0.30424(13) 0.5697(9) 0.45773(13) 0.0495(8) Uani 1 1 d . . . . .
O2 O 0.42152(13) 0.8246(10) 0.45198(14) 0.0537(9) Uani 1 1 d . . . . .
N1 N 0.36763(18) 0.2379(11) 0.65671(17) 0.0524(10) Uani 1 1 d . . . . .
N2 N 0.47102(17) 0.4705(12) 0.65264(17) 0.0542(11) Uani 1 1 d . . . . .
C2 C 0.43482(18) 0.5054(11) 0.60170(19) 0.0404(10) Uani 1 1 d . . . . .
C1 C 0.37538(19) 0.3697(11) 0.6046(2) 0.0418(10) Uani 1 1 d . . . . .
C8 C 0.3767(2) 0.8635(12) 0.40548(19) 0.0432(10) Uani 1 1 d . . . . .
C4 C 0.40693(18) 0.6770(11) 0.50294(19) 0.0403(10) Uani 1 1 d . . . . .
C7 C 0.31921(18) 0.7372(11) 0.40840(19) 0.0395(10) Uani 1 1 d . . . . .
C9 C 0.3902(2) 1.0259(12) 0.3559(2) 0.0472(11) Uani 1 1 d . . . . .
H9 H 0.429523 1.108959 0.353942 0.057 Uiso 1 1 calc R . . . .
C3 C 0.44959(18) 0.6591(12) 0.5498(2) 0.0430(10) Uani 1 1 d . . . . .
H3 H 0.488527 0.748113 0.547738 0.052 Uiso 1 1 calc R . . . .
C6 C 0.33190(19) 0.3936(11) 0.55480(19) 0.0420(10) Uani 1 1 d . . . . .
H6 H 0.292574 0.307846 0.555816 0.050 Uiso 1 1 calc R . . . .
C5 C 0.34783(18) 0.5418(11) 0.50566(19) 0.0389(10) Uani 1 1 d . . . . .
C11 C 0.2893(2) 0.9458(12) 0.3118(2) 0.0511(12) Uani 1 1 d . . . . .
H11 H 0.259296 0.975941 0.279275 0.061 Uiso 1 1 calc R . . . .
C12 C 0.2755(2) 0.7803(12) 0.3613(2) 0.0464(11) Uani 1 1 d . . . . .
H12 H 0.236170 0.696249 0.363102 0.056 Uiso 1 1 calc R . . . .
C10 C 0.3464(2) 1.0692(13) 0.3086(2) 0.0543(12) Uani 1 1 d . . . . .
H10 H 0.355448 1.183228 0.274161 0.065 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
N2 S1 N1 101.1(2) . . ?
C7 O1 C5 117.7(3) . . ?
C4 O2 C8 118.1(3) . . ?
C1 N1 S1 105.8(3) . . ?
C2 N2 S1 106.3(3) . . ?
N2 C2 C1 112.9(4) . . ?
N2 C2 C3 126.5(4) . . ?
C3 C2 C1 120.7(4) . . ?
N1 C1 C2 114.0(4) . . ?
N1 C1 C6 126.6(4) . . ?
C6 C1 C2 119.5(4) . . ?
O2 C8 C7 121.3(4) . . ?
C9 C8 O2 118.4(4) . . ?
C9 C8 C7 120.3(4) . . ?
O2 C4 C5 120.5(4) . . ?
C3 C4 O2 118.3(4) . . ?
C3 C4 C5 121.2(4) . . ?
O1 C7 C8 121.8(4) . . ?
C12 C7 O1 118.3(4) . . ?
C12 C7 C8 119.9(4) . . ?
C8 C9 C10 119.8(4) . . ?
C4 C3 C2 118.3(4) . . ?
C5 C6 C1 118.2(4) . . ?
O1 C5 C4 120.5(4) . . ?
C6 C5 O1 117.3(4) . . ?
C6 C5 C4 122.2(4) . . ?
C12 C11 C10 120.8(5) . . ?
C11 C12 C7 119.4(4) . . ?
C11 C10 C9 119.7(5) . . ?
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
S1 N1 1.637(4) . ?
S1 N2 1.617(4) . ?
O1 C7 1.382(5) . ?
O1 C5 1.385(5) . ?
O2 C8 1.383(5) . ?
O2 C4 1.376(5) . ?
N1 C1 1.329(6) . ?
N2 C2 1.347(6) . ?
C2 C1 1.449(6) . ?
C2 C3 1.407(6) . ?
C1 C6 1.414(6) . ?
C8 C7 1.396(6) . ?
C8 C9 1.365(6) . ?
C4 C3 1.353(6) . ?
C4 C5 1.441(6) . ?
C7 C12 1.380(6) . ?
C9 C10 1.384(7) . ?
C6 C5 1.352(6) . ?
C11 C12 1.373(7) . ?
C11 C10 1.383(7) . ?
