#------------------------------------------------------------------------------
#$Date: 2021-12-03 22:07:50 +0200 (Fri, 03 Dec 2021) $
#$Revision: 271016 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/91/4519135.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_4519135
loop_
_publ_author_name
'Liu, Ting-Ting'
'Yan, Zhi-Ping'
'Hu, Jia-Jun'
'Yuan, Li'
'Luo, Xu-Feng'
'Tu, Zhen-Long'
'Zheng, You-Xuan'
_publ_section_title
;
 Chiral Thermally Activated Delayed Fluorescence Emitters-Based Efficient
 Circularly Polarized Organic Light-Emitting Diodes Featuring Low
 Efficiency Roll-Off.
;
_journal_issue                   47
_journal_name_full               'ACS applied materials & interfaces'
_journal_page_first              56413
_journal_page_last               56419
_journal_paper_doi               10.1021/acsami.1c16223
_journal_volume                  13
_journal_year                    2021
_chemical_formula_sum            'C72 N2 O6 S2'
_chemical_formula_weight         1052.86
_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_Hall           'C 2c 2'
_space_group_name_H-M_alt        'C 2 2 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.0550(8)
_cell_length_b                   12.6443(5)
_cell_length_c                   52.3185(19)
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      40.57
_cell_measurement_theta_min      3.60
_cell_volume                     13267.0(9)
_computing_cell_refinement       'APEX 3'
_computing_data_collection       'APEX 3'
_computing_data_reduction        'APEX 3'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      190(2)
_diffrn_detector_area_resol_mean 4K
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 with TXS'
_diffrn_measurement_method       CCD
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_av_unetI/netI     0.0768
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       60
_diffrn_reflns_limit_l_min       -63
_diffrn_reflns_number            48536
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         53.916
_diffrn_reflns_theta_min         3.595
_exptl_absorpt_coefficient_mu    0.728
_exptl_absorpt_correction_T_max  0.7506
_exptl_absorpt_correction_T_min  0.6777
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.054
_exptl_crystal_description       block
_exptl_crystal_F_000             4208
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.01(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     740
_refine_ls_number_reflns         12076
_refine_ls_number_restraints     299
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.1280
_refine_ls_R_factor_gt           0.0817
_refine_ls_shift/su_max          0.023
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1564P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2250
_refine_ls_wR_factor_ref         0.2570
_reflns_Friedel_coverage         0.830
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                7220
_reflns_number_total             12076
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            am1c16223_si_002.cif
_cod_data_source_block           1111_a
_cod_database_code               4519135
_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.
;
_shelx_estimated_absorpt_t_min   0.931
_shelx_estimated_absorpt_t_max   0.931
_platon_squeeze_void_probe_radius 1.20
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, 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'
'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
C1 C 1.2196(5) 0.0047(10) 0.0474(3) 0.116(3) Uani 1 1 d . U . . .
C2 C 1.2055(6) -0.1300(11) 0.0808(2) 0.122(3) Uani 1 1 d . U . . .
C3 C 1.1579(6) -0.1665(10) 0.0387(3) 0.113(3) Uani 1 1 d . U . . .
C4 C 1.1723(4) -0.0776(7) 0.05682(18) 0.0767(18) Uani 1 1 d . U . . .
C5 C 1.1066(4) -0.0231(6) 0.06345(16) 0.0662(16) Uani 1 1 d . U . . .
C6 C 1.0834(4) -0.0211(7) 0.08916(16) 0.0690(17) Uani 1 1 d . U . . .
C7 C 1.0252(4) 0.0304(7) 0.09629(15) 0.0652(16) Uani 1 1 d . U . . .
C8 C 0.9884(4) 0.0798(6) 0.07678(13) 0.0553(16) Uani 1 1 d . U . . .
C9 C 0.9120(4) 0.1721(7) 0.05429(12) 0.0566(18) Uani 1 1 d . . . . .
C10 C 0.8577(4) 0.2329(9) 0.04660(15) 0.079(3) Uani 1 1 d . . . . .
C11 C 0.8544(4) 0.2621(10) 0.02095(15) 0.084(3) Uani 1 1 d . . . . .
C12 C 0.9035(4) 0.2260(8) 0.00302(14) 0.0723(18) Uani 1 1 d . U . . .
C13 C 0.9556(3) 0.1644(7) 0.01120(12) 0.0616(16) Uani 1 1 d . U . . .
C14 C 0.9608(3) 0.1380(6) 0.03677(12) 0.0549(16) Uani 1 1 d . U . . .
C15 C 1.0101(3) 0.0781(6) 0.05155(12) 0.0489(16) Uani 1 1 d . . . . .
C16 C 1.0685(4) 0.0282(6) 0.04488(14) 0.0587(18) Uani 1 1 d . . . . .
C17 C 0.8936(5) 0.2638(9) -0.02500(15) 0.088(2) Uani 1 1 d . U . . .
C18 C 0.8919(7) 0.3897(11) -0.0258(2) 0.114(3) Uani 1 1 d . U . . .
C19 C 0.8319(5) 0.2256(13) -0.03581(19) 0.115(3) Uani 1 1 d . U . . .
C20 C 0.9542(5) 0.2279(9) -0.04181(15) 0.087(3) Uani 1 1 d . U . . .
C21 C 1.0947(5) 0.4390(11) 0.1602(2) 0.106(2) Uani 1 1 d . U . . .
C22 C 1.0635(5) 0.4264(11) 0.1845(2) 0.108(2) Uani 1 1 d . U . . .
C23 C 0.9963(5) 0.3832(10) 0.18592(18) 0.097(2) Uani 1 1 d . U . . .
C24 C 0.9645(4) 0.3551(7) 0.16385(15) 0.0756(19) Uani 1 1 d . U . . .
C25 C 0.9958(4) 0.3680(7) 0.13999(15) 0.0723(16) Uani 1 1 d . U . . .
C26 C 1.0580(5) 0.4111(9) 0.13804(17) 0.091(2) Uani 1 1 d . U . . .
C27 C 0.9019(4) 0.2282(6) 0.11866(12) 0.0557(16) Uani 1 1 d . U . . .
C28 C 0.8906(3) 0.1493(6) 0.10089(11) 0.0524(17) Uani 1 1 d . . . . .
C29 C 0.8368(4) 0.0790(6) 0.10437(13) 0.0592(19) Uani 1 1 d . . . . .
C30 C 0.7941(3) 0.0923(6) 0.12528(13) 0.0540(18) Uani 1 1 d . . . . .
C31 C 0.8095(3) 0.1636(6) 0.14440(12) 0.0515(17) Uani 1 1 d . . . . .
C32 C 0.8645(3) 0.2315(6) 0.14188(12) 0.0513(17) Uani 1 1 d . . . . .
C33 C 0.8196(4) -0.1002(7) 0.09714(14) 0.064(2) Uani 1 1 d . . . . .
C34 C 0.8769(5) -0.1537(8) 0.10360(16) 0.079(2) Uani 1 1 d . . . . .
C35 C 0.8701(5) -0.2551(9) 0.11437(19) 0.090(3) Uani 1 1 d . . . . .
C36 C 0.8055(6) -0.2994(8) 0.11771(19) 0.088(3) Uani 1 1 d . . . . .
C37 C 0.7954(7) -0.4024(9) 0.1321(3) 0.126(4) Uani 1 1 d . . . . .
C38 C 0.7434(7) -0.3857(12) 0.1539(3) 0.131(5) Uani 1 1 d . . . . .
C39 C 0.6777(7) -0.3282(12) 0.1443(3) 0.138(5) Uani 1 1 d . . . . .
C40 C 0.6819(5) -0.2921(8) 0.1163(2) 0.095(3) Uani 1 1 d . . . . .
C41 C 0.7506(5) -0.2428(8) 0.11076(17) 0.078(2) Uani 1 1 d . . . . .
C42 C 0.7556(4) -0.1407(7) 0.09956(14) 0.064(2) Uani 1 1 d . . . . .
C43 C 0.6991(4) -0.0723(6) 0.09330(13) 0.0595(19) Uani 1 1 d . . . . .
C44 C 0.6941(4) 0.0220(6) 0.10771(13) 0.060(2) Uani 1 1 d . . . . .
C45 C 0.6473(4) 0.0970(7) 0.10406(15) 0.066(2) Uani 1 1 d . . . . .
C46 C 0.6026(5) 0.0831(8) 0.08383(18) 0.081(2) Uani 1 1 d . . . . .
C47 C 0.6055(5) -0.0057(8) 0.06843(15) 0.074(2) Uani 1 1 d . . . . .
C48 C 0.5559(6) -0.0124(10) 0.0462(2) 0.103(3) Uani 1 1 d . . . . .
C49 C 0.6263(7) -0.1684(11) 0.03002(19) 0.116(4) Uani 1 1 d . . . . .
C50 C 0.5562(6) -0.1236(11) 0.0329(2) 0.118(4) Uani 1 1 d . . . . .
C51 C 0.6594(5) -0.1860(9) 0.05707(16) 0.092(3) Uani 1 1 d . . . . .
C52 C 0.6532(4) -0.0853(7) 0.07343(14) 0.066(2) Uani 1 1 d . . . . .
C53 C 0.7108(3) 0.2331(6) 0.16830(12) 0.0513(17) Uani 1 1 d . . . . .
C54 C 0.6915(4) 0.3195(8) 0.15415(14) 0.0683(19) Uani 1 1 d . U . . .
C55 C 0.6321(4) 0.3693(9) 0.16039(16) 0.083(2) Uani 1 1 d . U . . .
C56 C 0.5930(5) 0.3380(11) 0.18176(18) 0.098(2) Uani 1 1 d . U . . .
C57 C 0.5279(6) 0.3902(14) 0.1888(3) 0.136(3) Uani 1 1 d . U . . .
C58 C 0.5250(9) 0.4992(17) 0.1809(4) 0.187(5) Uani 1 1 d . U . . .
C59 C 0.4937(8) 0.3592(16) 0.2105(3) 0.175(5) Uani 1 1 d . U . . .
C60 C 0.4807(7) 0.3708(18) 0.1624(4) 0.182(5) Uani 1 1 d . U . . .
C61 C 0.6131(4) 0.2482(9) 0.19522(15) 0.084(2) Uani 1 1 d . U . . .
C62 C 0.6720(3) 0.1956(7) 0.18896(12) 0.0574(19) Uani 1 1 d . . . . .
C63 C 0.7057(4) 0.1056(7) 0.19906(12) 0.0644(19) Uani 1 1 d . U . . .
C64 C 0.6927(5) 0.0355(9) 0.21941(15) 0.081(2) Uani 1 1 d . U . . .
C65 C 0.7319(6) -0.0509(10) 0.22360(19) 0.102(2) Uani 1 1 d . U . . .
C66 C 0.7156(7) -0.1303(13) 0.2461(2) 0.135(3) Uani 1 1 d . U . . .
C67 C 0.7527(9) -0.0853(15) 0.2697(2) 0.166(4) Uani 1 1 d . U . . .
C68 C 0.6438(8) -0.1275(15) 0.2525(3) 0.173(5) Uani 1 1 d . U . . .
C69 C 0.7507(12) -0.2335(15) 0.2420(3) 0.184(5) Uani 1 1 d . U . . .
C70 C 0.7885(6) -0.0698(9) 0.2077(2) 0.103(3) Uani 1 1 d . . . . .
C71 C 0.8042(4) 0.0015(8) 0.18765(18) 0.080(2) Uani 1 1 d . . . . .
C72 C 0.7630(4) 0.0876(7) 0.18402(12) 0.0577(19) Uani 1 1 d . . . . .
N1 N 0.7675(3) 0.1685(5) 0.16612(9) 0.0518(14) Uani 1 1 d . . . . .
N2 N 0.9290(3) 0.1356(5) 0.07859(10) 0.0546(15) Uani 1 1 d . . . . .
O1 O 0.8402(3) 0.3979(5) 0.16880(12) 0.0884(19) Uani 1 1 d . . . . .
O2 O 0.8855(3) 0.2440(5) 0.19058(9) 0.0871(19) Uani 1 1 d . . . . .
O3 O 1.0055(3) 0.3048(6) 0.09448(11) 0.097(2) Uani 1 1 d . U . . .
O4 O 0.9112(3) 0.4198(5) 0.10435(12) 0.0921(18) Uani 1 1 d . U . . .
O5 O 0.7389(2) 0.0322(4) 0.12893(8) 0.0617(14) Uani 1 1 d . . . . .
O6 O 0.8273(3) 0.0031(4) 0.08657(8) 0.0635(14) Uani 1 1 d . . . . .
S1 S 0.88301(10) 0.31025(16) 0.16863(3) 0.0610(5) Uani 1 1 d . . . . .
S2 S 0.95548(11) 0.33591(17) 0.11127(3) 0.0668(6) Uani 1 1 d . U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 '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
C1 C4 C3 115.9(9) . . ?
C1 C4 C5 108.0(8) . . ?
C3 C4 C5 108.4(8) . . ?
C1 C4 C2 106.8(9) . . ?
C3 C4 C2 105.7(10) . . ?
C5 C4 C2 112.1(8) . . ?
C16 C5 C6 118.0(7) . . ?
C16 C5 C4 121.6(7) . . ?
C6 C5 C4 120.3(8) . . ?
C7 C6 C5 122.5(8) . . ?
C6 C7 C8 117.0(7) . . ?
N2 C8 C15 109.9(6) . . ?
N2 C8 C7 128.8(6) . . ?
C15 C8 C7 121.2(7) . . ?
C10 C9 N2 129.6(6) . . ?
C10 C9 C14 121.6(6) . . ?
N2 C9 C14 108.8(7) . . ?
C9 C10 C11 117.5(7) . . ?
C10 C11 C12 120.9(8) . . ?
C13 C12 C11 119.9(7) . . ?
C13 C12 C17 124.5(7) . . ?
C11 C12 C17 115.6(8) . . ?
C12 C13 C14 119.8(6) . . ?
C13 C14 C9 120.2(7) . . ?
C13 C14 C15 133.4(6) . . ?
C9 C14 C15 106.5(6) . . ?
C16 C15 C8 121.0(7) . . ?
C16 C15 C14 132.6(6) . . ?
C8 C15 C14 106.4(6) . . ?
C15 C16 C5 120.2(7) . . ?
C19 C17 C12 112.1(9) . . ?
C19 C17 C20 110.4(8) . . ?
C12 C17 C20 110.0(8) . . ?
C19 C17 C18 107.7(11) . . ?
C12 C17 C18 109.5(8) . . ?
C20 C17 C18 107.0(9) . . ?
C26 C21 C22 118.3(9) . . ?
C21 C22 C23 119.5(9) . . ?
C24 C23 C22 119.2(8) . . ?
C23 C24 C25 120.7(8) . . ?
C23 C24 S1 113.6(6) . . ?
C25 C24 S1 125.6(6) . . ?
C26 C25 C24 121.4(8) . . ?
C26 C25 S2 116.7(6) . . ?
C24 C25 S2 121.8(6) . . ?
C25 C26 C21 120.8(8) . . ?
C28 C27 C32 120.5(6) . . ?
C28 C27 S2 120.4(5) . . ?
C32 C27 S2 118.7(5) . . ?
C27 C28 N2 123.8(6) . . ?
C27 C28 C29 119.6(6) . . ?
N2 C28 C29 116.6(6) . . ?
O6 C29 C30 122.6(6) . . ?
O6 C29 C28 117.9(6) . . ?
C30 C29 C28 119.5(6) . . ?
O5 C30 C31 116.5(6) . . ?
O5 C30 C29 122.8(6) . . ?
C31 C30 C29 120.5(6) . . ?
C30 C31 C32 120.4(6) . . ?
C30 C31 N1 118.4(6) . . ?
C32 C31 N1 121.1(6) . . ?
C31 C32 C27 118.3(6) . . ?
C31 C32 S1 115.9(5) . . ?
C27 C32 S1 125.7(5) . . ?
C34 C33 C42 124.7(8) . . ?
C34 C33 O6 117.1(8) . . ?
C42 C33 O6 118.2(8) . . ?
C33 C34 C35 117.7(9) . . ?
C34 C35 C36 119.8(9) . . ?
C41 C36 C35 119.7(9) . . ?
C41 C36 C37 118.4(10) . . ?
C35 C36 C37 121.4(11) . . ?
C36 C37 C38 109.6(10) . . ?
C37 C38 C39 112.7(11) . . ?
C40 C39 C38 113.0(11) . . ?
C39 C40 C41 110.3(10) . . ?
C36 C41 C42 122.1(9) . . ?
C36 C41 C40 117.4(9) . . ?
C42 C41 C40 120.5(9) . . ?
C33 C42 C41 115.9(8) . . ?
C33 C42 C43 118.5(8) . . ?
C41 C42 C43 125.2(8) . . ?
C52 C43 C44 116.7(8) . . ?
C52 C43 C42 127.3(7) . . ?
C44 C43 C42 115.7(7) . . ?
C45 C44 C43 124.5(7) . . ?
C45 C44 O5 118.8(7) . . ?
C43 C44 O5 116.4(7) . . ?
C44 C45 C46 117.7(8) . . ?
C47 C46 C45 121.1(9) . . ?
C46 C47 C52 120.0(8) . . ?
C46 C47 C48 117.3(10) . . ?
C52 C47 C48 122.7(9) . . ?
C47 C48 C50 112.6(10) . . ?
C50 C49 C51 110.7(9) . . ?
C49 C50 C48 112.4(9) . . ?
C52 C51 C49 110.3(9) . . ?
C43 C52 C47 119.9(7) . . ?
C43 C52 C51 117.2(8) . . ?
C47 C52 C51 122.8(8) . . ?
C54 C53 N1 130.3(6) . . ?
C54 C53 C62 121.5(7) . . ?
N1 C53 C62 108.2(6) . . ?
C53 C54 C55 118.4(7) . . ?
C54 C55 C56 122.2(9) . . ?
C61 C56 C55 117.7(8) . . ?
C61 C56 C57 118.8(10) . . ?
C55 C56 C57 123.2(11) . . ?
C59 C57 C58 119.1(15) . . ?
C59 C57 C56 120.4(13) . . ?
C58 C57 C56 112.6(13) . . ?
C59 C57 C60 110.6(14) . . ?
C58 C57 C60 83.2(14) . . ?
C56 C57 C60 102.8(11) . . ?
C62 C61 C56 120.9(8) . . ?
C61 C62 C53 119.1(8) . . ?
C61 C62 C63 134.1(7) . . ?
C53 C62 C63 106.9(6) . . ?
C64 C63 C72 118.1(8) . . ?
C64 C63 C62 134.0(7) . . ?
C72 C63 C62 107.9(6) . . ?
C65 C64 C63 121.3(9) . . ?
C64 C65 C70 119.9(9) . . ?
C64 C65 C66 120.6(11) . . ?
C70 C65 C66 119.4(11) . . ?
C68 C66 C69 120.7(16) . . ?
C68 C66 C67 106.1(14) . . ?
C69 C66 C67 102.0(14) . . ?
C68 C66 C65 110.8(12) . . ?
C69 C66 C65 110.5(12) . . ?
C67 C66 C65 105.1(12) . . ?
C71 C70 C65 120.0(10) . . ?
C72 C71 C70 118.1(8) . . ?
C71 C72 N1 129.5(7) . . ?
C71 C72 C63 122.5(7) . . ?
N1 C72 C63 108.0(7) . . ?
C72 N1 C53 108.8(5) . . ?
C72 N1 C31 123.2(6) . . ?
C53 N1 C31 124.9(6) . . ?
C8 N2 C9 108.4(5) . . ?
C8 N2 C28 126.0(6) . . ?
C9 N2 C28 125.6(6) . . ?
C30 O5 C44 116.9(5) . . ?
C29 O6 C33 113.5(5) . . ?
O1 S1 O2 118.8(4) . . ?
O1 S1 C24 108.5(4) . . ?
O2 S1 C24 105.9(4) . . ?
O1 S1 C32 108.9(4) . . ?
O2 S1 C32 108.5(4) . . ?
C24 S1 C32 105.5(4) . . ?
O3 S2 O4 119.9(5) . . ?
O3 S2 C25 105.9(4) . . ?
O4 S2 C25 109.3(4) . . ?
O3 S2 C27 110.9(4) . . ?
O4 S2 C27 104.4(4) . . ?
C25 S2 C27 105.7(4) . . ?
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
C1 C4 1.493(14) . ?
C2 C4 1.565(15) . ?
C3 C4 1.497(14) . ?
C4 C5 1.526(11) . ?
C5 C16 1.396(11) . ?
C5 C6 1.424(11) . ?
C6 C7 1.387(11) . ?
C7 C8 1.406(11) . ?
C8 N2 1.389(9) . ?
C8 C15 1.390(9) . ?
C9 C10 1.392(11) . ?
C9 N2 1.394(9) . ?
C9 C14 1.409(9) . ?
C10 C11 1.393(12) . ?
C11 C12 1.435(11) . ?
C12 C13 1.372(11) . ?
C12 C17 1.554(12) . ?
C13 C14 1.383(10) . ?
C14 C15 1.465(10) . ?
C15 C16 1.376(10) . ?
C17 C19 1.444(15) . ?
C17 C20 1.566(13) . ?
C17 C18 1.594(17) . ?
C21 C26 1.419(13) . ?
C21 C22 1.426(14) . ?
C22 C23 1.455(13) . ?
C23 C24 1.367(12) . ?
C24 C25 1.407(11) . ?
C24 S1 1.747(8) . ?
C25 C26 1.364(12) . ?
C25 S2 1.754(8) . ?
C27 C28 1.382(9) . ?
C27 C32 1.428(9) . ?
C27 S2 1.778(7) . ?
C28 N2 1.408(8) . ?
C28 C29 1.411(10) . ?
C29 O6 1.350(8) . ?
C29 C30 1.399(9) . ?
C30 O5 1.357(8) . ?
C30 C31 1.382(10) . ?
C31 C32 1.404(9) . ?
C31 N1 1.416(8) . ?
C32 S1 1.757(7) . ?
C33 C34 1.376(12) . ?
C33 C42 1.388(11) . ?
C33 O6 1.427(10) . ?
C34 C35 1.407(14) . ?
C35 C36 1.423(14) . ?
C36 C41 1.362(14) . ?
C36 C37 1.517(16) . ?
C37 C38 1.560(18) . ?
C38 C39 1.587(18) . ?
C39 C40 1.540(16) . ?
C40 C41 1.540(13) . ?
C41 C42 1.421(13) . ?
C42 C43 1.462(11) . ?
C43 C52 1.399(11) . ?
C43 C44 1.414(11) . ?
C44 C45 1.349(11) . ?
C44 O5 1.434(9) . ?
C45 C46 1.398(12) . ?
C46 C47 1.383(13) . ?
C47 C52 1.413(13) . ?
C47 C48 1.532(13) . ?
C48 C50 1.570(17) . ?
C49 C50 1.522(18) . ?
C49 C51 1.580(14) . ?
C51 C52 1.540(12) . ?
C53 C54 1.376(11) . ?
C53 N1 1.404(9) . ?
C53 C62 1.414(9) . ?
C54 C55 1.386(11) . ?
C55 C56 1.421(13) . ?
C56 C61 1.395(15) . ?
C56 C57 1.509(15) . ?
C57 C59 1.384(19) . ?
C57 C58 1.44(2) . ?
C57 C60 1.69(2) . ?
C61 C62 1.394(11) . ?
C62 C63 1.426(11) . ?
C63 C64 1.409(11) . ?
C63 C72 1.412(10) . ?
C64 C65 1.364(15) . ?
C65 C70 1.426(15) . ?
C65 C66 1.580(15) . ?
C66 C68 1.479(19) . ?
C66 C69 1.50(2) . ?
C66 C67 1.55(2) . ?
C70 C71 1.420(13) . ?
C71 C72 1.379(12) . ?
C72 N1 1.389(9) . ?
O1 S1 1.402(7) . ?
O2 S1 1.422(6) . ?
O3 S2 1.390(6) . ?
O4 S2 1.430(7) . ?
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
C1 C4 C5 C16 62.9(11) . . . . ?
C3 C4 C5 C16 -63.4(11) . . . . ?
C2 C4 C5 C16 -179.7(9) . . . . ?
C1 C4 C5 C6 -115.5(10) . . . . ?
C3 C4 C5 C6 118.2(10) . . . . ?
C2 C4 C5 C6 1.9(12) . . . . ?
C16 C5 C6 C7 -0.7(12) . . . . ?
C4 C5 C6 C7 177.8(8) . . . . ?
C5 C6 C7 C8 1.3(12) . . . . ?
C6 C7 C8 N2 179.7(7) . . . . ?
C6 C7 C8 C15 -0.9(11) . . . . ?
N2 C9 C10 C11 177.3(9) . . . . ?
C14 C9 C10 C11 -2.0(13) . . . . ?
C9 C10 C11 C12 3.0(15) . . . . ?
C10 C11 C12 C13 -1.8(15) . . . . ?
C10 C11 C12 C17 179.6(10) . . . . ?
C11 C12 C13 C14 -0.6(13) . . . . ?
C17 C12 C13 C14 177.9(9) . . . . ?
C12 C13 C14 C9 1.6(12) . . . . ?
C12 C13 C14 C15 -177.7(8) . . . . ?
C10 C9 C14 C13 -0.3(12) . . . . ?
N2 C9 C14 C13 -179.8(7) . . . . ?
C10 C9 C14 C15 179.2(7) . . . . ?
N2 C9 C14 C15 -0.3(8) . . . . ?
N2 C8 C15 C16 179.3(6) . . . . ?
C7 C8 C15 C16 -0.2(11) . . . . ?
N2 C8 C15 C14 0.6(8) . . . . ?
C7 C8 C15 C14 -179.0(7) . . . . ?
C13 C14 C15 C16 0.7(14) . . . . ?
C9 C14 C15 C16 -178.7(8) . . . . ?
C13 C14 C15 C8 179.2(8) . . . . ?
C9 C14 C15 C8 -0.2(8) . . . . ?
C8 C15 C16 C5 1.0(11) . . . . ?
C14 C15 C16 C5 179.3(8) . . . . ?
C6 C5 C16 C15 -0.5(11) . . . . ?
C4 C5 C16 C15 -179.0(7) . . . . ?
C13 C12 C17 C19 119.2(11) . . . . ?
C11 C12 C17 C19 -62.3(13) . . . . ?
C13 C12 C17 C20 -4.1(14) . . . . ?
C11 C12 C17 C20 174.5(9) . . . . ?
C13 C12 C17 C18 -121.3(11) . . . . ?
C11 C12 C17 C18 57.2(12) . . . . ?
C26 C21 C22 C23 2(2) . . . . ?
C21 C22 C23 C24 0(2) . . . . ?
C22 C23 C24 C25 -0.3(18) . . . . ?
C22 C23 C24 S1 -177.2(10) . . . . ?
C23 C24 C25 C26 -1.5(16) . . . . ?
S1 C24 C25 C26 175.0(9) . . . . ?
C23 C24 C25 S2 -178.3(9) . . . . ?
S1 C24 C25 S2 -1.8(13) . . . . ?
C24 C25 C26 C21 3.5(17) . . . . ?
S2 C25 C26 C21 -179.5(9) . . . . ?
C22 C21 C26 C25 -3.6(19) . . . . ?
C32 C27 C28 N2 -174.6(7) . . . . ?
S2 C27 C28 N2 13.2(11) . . . . ?
C32 C27 C28 C29 7.3(11) . . . . ?
S2 C27 C28 C29 -164.9(6) . . . . ?
C27 C28 C29 O6 179.8(7) . . . . ?
N2 C28 C29 O6 1.6(11) . . . . ?
C27 C28 C29 C30 2.3(11) . . . . ?
N2 C28 C29 C30 -176.0(7) . . . . ?
O6 C29 C30 O5 -1.8(12) . . . . ?
C28 C29 C30 O5 175.6(7) . . . . ?
O6 C29 C30 C31 173.3(7) . . . . ?
C28 C29 C30 C31 -9.3(12) . . . . ?
O5 C30 C31 C32 -178.0(6) . . . . ?
C29 C30 C31 C32 6.6(12) . . . . ?
O5 C30 C31 N1 0.2(10) . . . . ?
C29 C30 C31 N1 -175.2(7) . . . . ?
C30 C31 C32 C27 3.0(11) . . . . ?
N1 C31 C32 C27 -175.3(7) . . . . ?
C30 C31 C32 S1 -174.7(6) . . . . ?
N1 C31 C32 S1 7.1(9) . . . . ?
C28 C27 C32 C31 -9.9(11) . . . . ?
S2 C27 C32 C31 162.4(6) . . . . ?
C28 C27 C32 S1 167.5(6) . . . . ?
S2 C27 C32 S1 -20.2(9) . . . . ?
C42 C33 C34 C35 -2.6(12) . . . . ?
O6 C33 C34 C35 179.1(7) . . . . ?
C33 C34 C35 C36 1.3(13) . . . . ?
C34 C35 C36 C41 -0.9(14) . . . . ?
C34 C35 C36 C37 -172.6(9) . . . . ?
C41 C36 C37 C38 -46.1(15) . . . . ?
C35 C36 C37 C38 125.8(12) . . . . ?
C36 C37 C38 C39 49.1(16) . . . . ?
C37 C38 C39 C40 -5.3(17) . . . . ?
C38 C39 C40 C41 -42.7(15) . . . . ?
C35 C36 C41 C42 1.6(14) . . . . ?
C37 C36 C41 C42 173.6(9) . . . . ?
C35 C36 C41 C40 -176.5(9) . . . . ?
C37 C36 C41 C40 -4.6(14) . . . . ?
C39 C40 C41 C36 50.9(13) . . . . ?
C39 C40 C41 C42 -127.3(10) . . . . ?
C34 C33 C42 C41 3.3(11) . . . . ?
O6 C33 C42 C41 -178.5(6) . . . . ?
C34 C33 C42 C43 176.5(7) . . . . ?
O6 C33 C42 C43 -5.3(10) . . . . ?
C36 C41 C42 C33 -2.7(12) . . . . ?
C40 C41 C42 C33 175.4(8) . . . . ?
C36 C41 C42 C43 -175.4(8) . . . . ?
C40 C41 C42 C43 2.7(12) . . . . ?
C33 C42 C43 C52 115.0(9) . . . . ?
C41 C42 C43 C52 -72.5(11) . . . . ?
C33 C42 C43 C44 -59.3(9) . . . . ?
C41 C42 C43 C44 113.2(8) . . . . ?
C52 C43 C44 C45 2.2(11) . . . . ?
C42 C43 C44 C45 177.2(7) . . . . ?
C52 C43 C44 O5 176.6(6) . . . . ?
C42 C43 C44 O5 -8.4(9) . . . . ?
C43 C44 C45 C46 -3.3(12) . . . . ?
O5 C44 C45 C46 -177.5(7) . . . . ?
C44 C45 C46 C47 1.3(12) . . . . ?
C45 C46 C47 C52 1.6(13) . . . . ?
C45 C46 C47 C48 -178.2(8) . . . . ?
C46 C47 C48 C50 -170.9(9) . . . . ?
C52 C47 C48 C50 9.3(14) . . . . ?
C51 C49 C50 C48 62.0(14) . . . . ?
C47 C48 C50 C49 -40.3(14) . . . . ?
C50 C49 C51 C52 -50.3(13) . . . . ?
C44 C43 C52 C47 0.8(11) . . . . ?
C42 C43 C52 C47 -173.5(7) . . . . ?
C44 C43 C52 C51 178.2(7) . . . . ?
C42 C43 C52 C51 3.9(12) . . . . ?
C46 C47 C52 C43 -2.6(12) . . . . ?
C48 C47 C52 C43 177.1(8) . . . . ?
C46 C47 C52 C51 -179.8(8) . . . . ?
C48 C47 C52 C51 -0.1(13) . . . . ?
C49 C51 C52 C43 -157.0(9) . . . . ?
C49 C51 C52 C47 20.3(12) . . . . ?
N1 C53 C54 C55 179.7(7) . . . . ?
C62 C53 C54 C55 -0.7(12) . . . . ?
C53 C54 C55 C56 3.9(14) . . . . ?
C54 C55 C56 C61 -5.7(16) . . . . ?
C54 C55 C56 C57 -179.4(12) . . . . ?
C61 C56 C57 C59 9(2) . . . . ?
C55 C56 C57 C59 -177.1(16) . . . . ?
C61 C56 C57 C58 158.0(15) . . . . ?
C55 C56 C57 C58 -28(2) . . . . ?
C61 C56 C57 C60 -114.1(14) . . . . ?
C55 C56 C57 C60 59.5(17) . . . . ?
C55 C56 C61 C62 4.3(16) . . . . ?
C57 C56 C61 C62 178.3(11) . . . . ?
C56 C61 C62 C53 -1.3(13) . . . . ?
C56 C61 C62 C63 178.7(9) . . . . ?
C54 C53 C62 C61 -0.6(11) . . . . ?
N1 C53 C62 C61 179.1(7) . . . . ?
C54 C53 C62 C63 179.4(7) . . . . ?
N1 C53 C62 C63 -0.9(8) . . . . ?
C61 C62 C63 C64 -0.5(16) . . . . ?
C53 C62 C63 C64 179.5(9) . . . . ?
C61 C62 C63 C72 178.2(9) . . . . ?
C53 C62 C63 C72 -1.8(8) . . . . ?
C72 C63 C64 C65 -3.9(13) . . . . ?
C62 C63 C64 C65 174.7(9) . . . . ?
C63 C64 C65 C70 2.1(16) . . . . ?
C63 C64 C65 C66 -178.4(10) . . . . ?
C64 C65 C66 C68 25.7(19) . . . . ?
C70 C65 C66 C68 -154.8(15) . . . . ?
C64 C65 C66 C69 162.2(14) . . . . ?
C70 C65 C66 C69 -18.3(19) . . . . ?
C64 C65 C66 C67 -88.4(15) . . . . ?
C70 C65 C66 C67 91.0(15) . . . . ?
C64 C65 C70 C71 0.2(17) . . . . ?
C66 C65 C70 C71 -179.3(12) . . . . ?
C65 C70 C71 C72 -0.4(16) . . . . ?
C70 C71 C72 N1 179.5(9) . . . . ?
C70 C71 C72 C63 -1.5(14) . . . . ?
C64 C63 C72 C71 3.7(12) . . . . ?
C62 C63 C72 C71 -175.3(7) . . . . ?
C64 C63 C72 N1 -177.1(7) . . . . ?
C62 C63 C72 N1 3.9(8) . . . . ?
C71 C72 N1 C53 174.6(8) . . . . ?
C63 C72 N1 C53 -4.6(8) . . . . ?
C71 C72 N1 C31 13.9(12) . . . . ?
C63 C72 N1 C31 -165.2(6) . . . . ?
C54 C53 N1 C72 -176.9(8) . . . . ?
C62 C53 N1 C72 3.4(7) . . . . ?
C54 C53 N1 C31 -16.6(11) . . . . ?
C62 C53 N1 C31 163.7(6) . . . . ?
C30 C31 N1 C72 68.7(9) . . . . ?
C32 C31 N1 C72 -113.0(8) . . . . ?
C30 C31 N1 C53 -88.9(9) . . . . ?
C32 C31 N1 C53 89.4(8) . . . . ?
C15 C8 N2 C9 -0.7(8) . . . . ?
C7 C8 N2 C9 178.7(8) . . . . ?
C15 C8 N2 C28 176.6(7) . . . . ?
C7 C8 N2 C28 -3.9(12) . . . . ?
C10 C9 N2 C8 -178.8(8) . . . . ?
C14 C9 N2 C8 0.6(8) . . . . ?
C10 C9 N2 C28 3.8(13) . . . . ?
C14 C9 N2 C28 -176.7(7) . . . . ?
C27 C28 N2 C8 85.3(10) . . . . ?
C29 C28 N2 C8 -96.5(8) . . . . ?
C27 C28 N2 C9 -97.8(9) . . . . ?
C29 C28 N2 C9 80.4(10) . . . . ?
C31 C30 O5 C44 134.3(7) . . . . ?
C29 C30 O5 C44 -50.4(10) . . . . ?
C45 C44 O5 C30 -85.2(8) . . . . ?
C43 C44 O5 C30 100.0(7) . . . . ?
C30 C29 O6 C33 -52.3(10) . . . . ?
C28 C29 O6 C33 130.2(8) . . . . ?
C34 C33 O6 C29 -81.6(8) . . . . ?
C42 C33 O6 C29 100.1(8) . . . . ?
C23 C24 S1 O1 86.6(9) . . . . ?
C25 C24 S1 O1 -90.1(9) . . . . ?
C23 C24 S1 O2 -42.0(10) . . . . ?
C25 C24 S1 O2 141.3(9) . . . . ?
C23 C24 S1 C32 -156.9(8) . . . . ?
C25 C24 S1 C32 26.4(10) . . . . ?
C31 C32 S1 O1 -80.5(6) . . . . ?
C27 C32 S1 O1 102.1(7) . . . . ?
C31 C32 S1 O2 50.2(7) . . . . ?
C27 C32 S1 O2 -127.3(7) . . . . ?
C31 C32 S1 C24 163.3(6) . . . . ?
C27 C32 S1 C24 -14.2(8) . . . . ?
C26 C25 S2 O3 33.4(10) . . . . ?
C24 C25 S2 O3 -149.6(8) . . . . ?
C26 C25 S2 O4 -97.0(9) . . . . ?
C24 C25 S2 O4 79.9(9) . . . . ?
C26 C25 S2 C27 151.2(8) . . . . ?
C24 C25 S2 C27 -31.9(9) . . . . ?
C28 C27 S2 O3 -30.9(8) . . . . ?
C32 C27 S2 O3 156.8(6) . . . . ?
C28 C27 S2 O4 99.5(7) . . . . ?
C32 C27 S2 O4 -72.8(7) . . . . ?
C28 C27 S2 C25 -145.2(7) . . . . ?
C32 C27 S2 C25 42.4(7) . . . . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.753 0.000 0.000 115 -2 ' '
2 0.000 -0.139 0.250 517 14 ' '
3 0.500 -0.028 0.250 517 14 ' '
4 0.247 0.000 0.500 115 -2 ' '
5 1.000 0.118 0.750 518 13 ' '
6 0.500 0.015 0.750 518 13 ' '
7 0.453 0.100 0.079 8 0 ' '
8 0.547 0.100 0.420 8 0 ' '
9 0.747 0.500 0.500 115 -2 ' '
10 0.253 0.500 1.000 115 -2 ' '
11 0.047 0.400 0.579 8 0 ' '
12 0.953 0.400 0.920 8 0 ' '
13 0.953 0.600 0.079 8 0 ' '
14 0.047 0.600 0.420 8 0 ' '
15 0.547 0.900 0.579 8 0 ' '
16 0.453 0.900 0.920 8 0 ' '
