# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dmbtf
_database_code_depnum_ccdc_archive 'CCDC 2159160'
loop_
_audit_author_name
_audit_author_address
'Roman Rumyantcev'
;IOMC RAS
Russia
;
_audit_update_record             
;
2022-03-16 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H12 F2 N2 O2 S4'
_chemical_formula_weight         382.48

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.2628(6)
_cell_length_b                   9.9330(5)
_cell_length_c                   10.3705(6)
_cell_angle_alpha                93.322(5)
_cell_angle_beta                 107.069(6)
_cell_angle_gamma                103.852(5)
_cell_volume                     782.42(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2242
_cell_measurement_theta_min      3.2620
_cell_measurement_theta_max      29.7840

_exptl_crystal_description       stick
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_F_000             392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.634
_shelx_estimated_absorpt_T_min   0.786
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.820
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.878
_oxdiff_exptl_absorpt_empirical_full_max 1.254
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur EOS'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6815
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.174
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3414
_reflns_number_gt                2809
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    SHELXT-2014/5
_computing_structure_refinement  Â
_computing_molecular_graphics    SHELXTL
_computing_publication_material  Â
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0427P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3414
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0891
_refine_ls_wR_factor_gt          0.0844
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.45956(7) 0.17712(5) 0.59371(6) 0.02041(14) Uani 1 1 d . . . . .
S2 S 0.36956(7) 0.43637(5) 0.67875(5) 0.01675(13) Uani 1 1 d . . . . .
S3 S 0.05921(7) 0.84113(5) 0.48905(6) 0.01853(14) Uani 1 1 d . . . . .
S4 S 0.12537(8) 0.93813(6) 0.78436(6) 0.02569(15) Uani 1 1 d . . . . .
F1 F 0.12837(16) 0.43877(12) 0.18493(12) 0.0203(3) Uani 1 1 d . . . . .
F2 F 0.01615(16) 0.67289(13) 0.20596(12) 0.0226(3) Uani 1 1 d . . . . .
O1 O 0.3990(2) 0.67208(15) 0.93746(15) 0.0227(3) Uani 1 1 d . . . . .
O2 O 0.6388(2) 0.79772(14) 0.79222(15) 0.0205(3) Uani 1 1 d . . . . .
N1 N 0.3047(2) 0.34129(17) 0.42900(19) 0.0147(4) Uani 1 1 d . . . . .
H1 H 0.305(3) 0.296(2) 0.359(3) 0.028(7) Uiso 1 1 d . . . . .
N2 N 0.2168(2) 0.72369(18) 0.68195(19) 0.0168(4) Uani 1 1 d . . . . .
H2 H 0.269(3) 0.715(2) 0.758(3) 0.022(7) Uiso 1 1 d . . . . .
C1 C 0.3771(3) 0.3104(2) 0.5550(2) 0.0165(4) Uani 1 1 d . . . . .
C2 C 0.2659(3) 0.5253(2) 0.5536(2) 0.0158(4) Uani 1 1 d . . . . .
C3 C 0.2397(3) 0.4584(2) 0.4249(2) 0.0146(4) Uani 1 1 d . . . . .
C4 C 0.1542(3) 0.5070(2) 0.3084(2) 0.0162(4) Uani 1 1 d . . . . .
C5 C 0.0971(3) 0.6246(2) 0.3200(2) 0.0159(4) Uani 1 1 d . . . . .
C6 C 0.1226(3) 0.6939(2) 0.4467(2) 0.0164(4) Uani 1 1 d . . . . .
C7 C 0.2081(3) 0.6449(2) 0.5646(2) 0.0153(4) Uani 1 1 d . . . . .
C8 C 0.1422(3) 0.8314(2) 0.6637(2) 0.0182(4) Uani 1 1 d . . . . .
C9 C 0.2778(3) 0.6623(3) 1.0139(2) 0.0300(5) Uani 1 1 d . . . . .
H9A H 0.1774 0.5802 0.9736 0.045 Uiso 1 1 calc R U . . .
H9B H 0.2364 0.7469 1.0117 0.045 Uiso 1 1 calc R U . . .
H9C H 0.3370 0.6529 1.1085 0.045 Uiso 1 1 calc R U . . .
C10 C 0.5573(3) 0.7797(2) 1.0017(2) 0.0220(5) Uani 1 1 d . . . . .
H10A H 0.6045 0.7693 1.0989 0.026 Uiso 1 1 calc R U . . .
H10B H 0.5334 0.8726 0.9965 0.026 Uiso 1 1 calc R U . . .
C11 C 0.6887(3) 0.7689(2) 0.9309(2) 0.0228(5) Uani 1 1 d . . . . .
H11A H 0.8031 0.8355 0.9825 0.027 Uiso 1 1 calc R U . . .
H11B H 0.7048 0.6733 0.9314 0.027 Uiso 1 1 calc R U . . .
C12 C 0.6543(3) 0.9438(2) 0.7828(3) 0.0292(5) Uani 1 1 d . . . . .
H12A H 0.6353 0.9596 0.6878 0.044 Uiso 1 1 calc R U . . .
H12B H 0.7720 0.9990 0.8388 0.044 Uiso 1 1 calc R U . . .
H12C H 0.5660 0.9724 0.8156 0.044 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C1 1.646(2) . ?
S2 C2 1.743(2) . ?
S2 C1 1.765(2) . ?
S3 C6 1.742(2) . ?
S3 C8 1.756(2) . ?
S4 C8 1.651(2) . ?
F1 C4 1.347(2) . ?
F2 C5 1.353(2) . ?
O1 C10 1.426(3) . ?
O1 C9 1.439(3) . ?
O2 C11 1.440(3) . ?
O2 C12 1.437(2) . ?
N1 C1 1.354(3) . ?
N1 C3 1.391(2) . ?
N1 H1 0.83(3) . ?
N2 C8 1.354(3) . ?
N2 C7 1.382(3) . ?
N2 H2 0.80(2) . ?
C2 C3 1.389(3) . ?
C2 C7 1.393(3) . ?
C3 C4 1.387(3) . ?
C4 C5 1.372(3) . ?
C5 C6 1.381(3) . ?
C6 C7 1.399(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.498(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?

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 S2 C1 91.68(10) . . ?
C6 S3 C8 91.54(10) . . ?
C10 O1 C9 111.54(16) . . ?
C11 O2 C12 112.77(17) . . ?
C1 N1 C3 115.65(18) . . ?
C1 N1 H1 121.9(17) . . ?
C3 N1 H1 122.3(17) . . ?
C8 N2 C7 115.92(18) . . ?
C8 N2 H2 118.4(17) . . ?
C7 N2 H2 125.5(17) . . ?
N1 C1 S1 127.41(17) . . ?
N1 C1 S2 109.49(14) . . ?
S1 C1 S2 123.10(13) . . ?
C3 C2 C7 118.93(19) . . ?
C3 C2 S2 110.30(15) . . ?
C7 C2 S2 130.76(17) . . ?
C2 C3 N1 112.85(18) . . ?
C2 C3 C4 121.09(18) . . ?
N1 C3 C4 126.05(19) . . ?
F1 C4 C5 120.64(18) . . ?
F1 C4 C3 119.75(17) . . ?
C5 C4 C3 119.62(19) . . ?
F2 C5 C6 120.12(17) . . ?
F2 C5 C4 119.35(18) . . ?
C6 C5 C4 120.52(19) . . ?
C5 C6 C7 120.10(18) . . ?
C5 C6 S3 129.53(16) . . ?
C7 C6 S3 110.36(15) . . ?
N2 C7 C2 127.87(19) . . ?
N2 C7 C6 112.34(17) . . ?
C2 C7 C6 119.73(19) . . ?
N2 C8 S4 126.47(17) . . ?
N2 C8 S3 109.81(15) . . ?
S4 C8 S3 123.71(12) . . ?
O1 C9 H9A 109.5 . . ?
O1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O1 C10 C11 108.85(17) . . ?
O1 C10 H10A 109.9 . . ?
C11 C10 H10A 109.9 . . ?
O1 C10 H10B 109.9 . . ?
C11 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
O2 C11 C10 113.64(18) . . ?
O2 C11 H11A 108.8 . . ?
C10 C11 H11A 108.8 . . ?
O2 C11 H11B 108.8 . . ?
C10 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_refine_diff_density_max         0.694
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.072

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_na2dmbtf2dme
_database_code_depnum_ccdc_archive 'CCDC 2159162'
loop_
_audit_author_name
_audit_author_address
'Roman Rumyantcev'
;IOMC RAS
Russia
;
_audit_update_record             
;
2022-03-16 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H40 F2 N2 Na2 O8 S4'
_chemical_formula_weight         696.80

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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'

_cell_length_a                   17.3479(6)
_cell_length_b                   10.1004(3)
_cell_length_c                   19.6252(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.0100(10)
_cell_angle_gamma                90
_cell_volume                     3405.19(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9981
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      30.01

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_F_000             1464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.360
_shelx_estimated_absorpt_T_min   0.884
_shelx_estimated_absorpt_T_max   0.941
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8332
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus tube'
_diffrn_measurement_device_type  'Bruker D8 Quest (CMOS)'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51628
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.096
_diffrn_reflns_theta_max         29.575
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9531
_reflns_number_gt                7767
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       APEX3
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT 2014/5'
_computing_structure_refinement  'SHELXL 2017/1'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0291P)²+1.6331P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9531
_refine_ls_number_parameters     387
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0745
_refine_ls_wR_factor_gt          0.0684
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Na1 Na 0.47227(3) 0.51918(5) 0.78246(3) 0.01557(11) Uani 1 1 d . . . . .
Na2 Na 0.76308(3) 0.49187(5) 0.54536(3) 0.01551(11) Uani 1 1 d . . . . .
S1 S 0.38512(2) 0.78172(3) 0.79629(2) 0.01895(7) Uani 1 1 d . . . . .
S2 S 0.43931(2) 0.94802(3) 0.68414(2) 0.01618(7) Uani 1 1 d . . . . .
S3 S 0.66823(2) 0.92174(3) 0.50428(2) 0.01765(7) Uani 1 1 d . . . . .
S4 S 0.79216(2) 0.73205(3) 0.47063(2) 0.01770(7) Uani 1 1 d . . . . .
N1 N 0.49604(6) 0.71468(10) 0.71937(5) 0.0138(2) Uani 1 1 d . . . . .
N2 N 0.69438(6) 0.69215(11) 0.56413(5) 0.0147(2) Uani 1 1 d . . . . .
O1 O 0.40081(6) 0.40289(10) 0.68971(5) 0.0195(2) Uani 1 1 d . . . . .
O2 O 0.36821(5) 0.40668(10) 0.82552(5) 0.0192(2) Uani 1 1 d . . . . .
O3 O 0.56945(5) 0.34621(10) 0.80090(5) 0.0197(2) Uani 1 1 d . . . . .
O4 O 0.56108(6) 0.56813(9) 0.88208(5) 0.0194(2) Uani 1 1 d . . . . .
O5 O 0.74365(6) 0.34651(9) 0.63968(5) 0.0199(2) Uani 1 1 d . . . . .
O6 O 0.87322(5) 0.50612(10) 0.62885(5) 0.0215(2) Uani 1 1 d . . . . .
O7 O 0.80324(6) 0.35984(10) 0.45217(5) 0.0205(2) Uani 1 1 d . . . . .
O8 O 0.65421(5) 0.39607(10) 0.48261(5) 0.0210(2) Uani 1 1 d . . . . .
F1 F 0.53089(5) 1.06772(8) 0.56768(4) 0.02298(18) Uani 1 1 d . . . . .
F2 F 0.61790(5) 0.57362(7) 0.66857(4) 0.02013(17) Uani 1 1 d . . . . .
C1 C 0.44392(7) 0.80061(12) 0.73505(6) 0.0144(2) Uani 1 1 d . . . . .
C2 C 0.51372(7) 0.88841(12) 0.64183(6) 0.0143(2) Uani 1 1 d . . . . .
C3 C 0.55163(8) 0.94478(12) 0.59182(7) 0.0161(3) Uani 1 1 d . . . . .
C4 C 0.61107(7) 0.87776(13) 0.56674(6) 0.0149(2) Uani 1 1 d . . . . .
C5 C 0.71950(7) 0.76819(13) 0.51709(6) 0.0151(2) Uani 1 1 d . . . . .
C6 C 0.63419(7) 0.75047(12) 0.59232(6) 0.0138(2) Uani 1 1 d . . . . .
C7 C 0.59608(7) 0.69506(12) 0.64302(6) 0.0140(2) Uani 1 1 d . . . . .
C8 C 0.53612(7) 0.76133(12) 0.66840(6) 0.0134(2) Uani 1 1 d . . . . .
C9 C 0.42314(9) 0.35645(16) 0.62662(7) 0.0256(3) Uani 1 1 d . . . . .
H9A H 0.380002 0.369303 0.589306 0.038 Uiso 1 1 calc R U . . .
H9B H 0.436043 0.262069 0.630812 0.038 Uiso 1 1 calc R U . . .
H9C H 0.468712 0.406069 0.616416 0.038 Uiso 1 1 calc R U . . .
C10 C 0.33942(8) 0.32575(14) 0.71100(7) 0.0222(3) Uani 1 1 d . . . . .
H10A H 0.359338 0.237704 0.727146 0.027 Uiso 1 1 calc R U . . .
H10B H 0.297490 0.312784 0.671880 0.027 Uiso 1 1 calc R U . . .
C11 C 0.30835(8) 0.39768(15) 0.76809(7) 0.0219(3) Uani 1 1 d . . . . .
H11A H 0.291063 0.487512 0.752619 0.026 Uiso 1 1 calc R U . . .
H11B H 0.263059 0.349461 0.781406 0.026 Uiso 1 1 calc R U . . .
C12 C 0.34004(10) 0.46861(16) 0.88268(8) 0.0282(3) Uani 1 1 d . . . . .
H12A H 0.300454 0.412142 0.898980 0.042 Uiso 1 1 calc R U . . .
H12B H 0.317055 0.554579 0.868399 0.042 Uiso 1 1 calc R U . . .
H12C H 0.383291 0.481588 0.919880 0.042 Uiso 1 1 calc R U . . .
C13 C 0.59403(9) 0.27273(15) 0.74588(8) 0.0254(3) Uani 1 1 d . . . . .
H13A H 0.628607 0.200892 0.764652 0.038 Uiso 1 1 calc R U . . .
H13B H 0.621960 0.331357 0.717930 0.038 Uiso 1 1 calc R U . . .
H13C H 0.548454 0.235373 0.717201 0.038 Uiso 1 1 calc R U . . .
C14 C 0.63385(8) 0.38457(15) 0.84994(7) 0.0228(3) Uani 1 1 d . . . . .
H14A H 0.668560 0.444150 0.828120 0.027 Uiso 1 1 calc R U . . .
H14B H 0.664079 0.305401 0.867239 0.027 Uiso 1 1 calc R U . . .
C15 C 0.60409(9) 0.45431(15) 0.90831(7) 0.0230(3) Uani 1 1 d . . . . .
H15A H 0.570173 0.394204 0.930709 0.028 Uiso 1 1 calc R U . . .
H15B H 0.648224 0.481416 0.943036 0.028 Uiso 1 1 calc R U . . .
C16 C 0.54325(9) 0.65292(15) 0.93563(7) 0.0256(3) Uani 1 1 d . . . . .
H16A H 0.591506 0.690463 0.959917 0.038 Uiso 1 1 calc R U . . .
H16B H 0.516766 0.602061 0.968018 0.038 Uiso 1 1 calc R U . . .
H16C H 0.509214 0.724651 0.915851 0.038 Uiso 1 1 calc R U . . .
C17 C 0.75102(10) 0.20744(15) 0.63150(9) 0.0324(4) Uani 1 1 d . . . . .
H17A H 0.733606 0.161832 0.670712 0.049 Uiso 1 1 calc R U . . .
H17B H 0.805613 0.185287 0.629272 0.049 Uiso 1 1 calc R U . . .
H17C H 0.718929 0.179330 0.588882 0.049 Uiso 1 1 calc R U . . .
C18 C 0.79211(8) 0.39751(15) 0.69841(7) 0.0227(3) Uani 1 1 d . . . . .
H18A H 0.791479 0.335510 0.737395 0.027 Uiso 1 1 calc R U . . .
H18B H 0.770776 0.483235 0.711581 0.027 Uiso 1 1 calc R U . . .
C19 C 0.87485(8) 0.41732(15) 0.68549(7) 0.0230(3) Uani 1 1 d . . . . .
H19A H 0.906489 0.454980 0.726832 0.028 Uiso 1 1 calc R U . . .
H19B H 0.898030 0.331657 0.674585 0.028 Uiso 1 1 calc R U . . .
C20 C 0.94915(8) 0.54537(16) 0.61685(8) 0.0258(3) Uani 1 1 d . . . . .
H20A H 0.974299 0.595936 0.656435 0.039 Uiso 1 1 calc R U . . .
H20B H 0.945061 0.600609 0.575446 0.039 Uiso 1 1 calc R U . . .
H20C H 0.980261 0.466526 0.610411 0.039 Uiso 1 1 calc R U . . .
C21 C 0.87388(9) 0.39776(16) 0.42795(8) 0.0298(3) Uani 1 1 d . . . . .
H21A H 0.885844 0.334524 0.393027 0.045 Uiso 1 1 calc R U . . .
H21B H 0.916393 0.398309 0.466481 0.045 Uiso 1 1 calc R U . . .
H21C H 0.867908 0.486500 0.407706 0.045 Uiso 1 1 calc R U . . .
C22 C 0.73855(9) 0.37201(15) 0.39893(7) 0.0255(3) Uani 1 1 d . . . . .
H22A H 0.748682 0.321278 0.357935 0.031 Uiso 1 1 calc R U . . .
H22B H 0.730880 0.466095 0.385545 0.031 Uiso 1 1 calc R U . . .
C23 C 0.66733(9) 0.32006(15) 0.42443(8) 0.0266(3) Uani 1 1 d . . . . .
H23A H 0.622012 0.327158 0.387899 0.032 Uiso 1 1 calc R U . . .
H23B H 0.674606 0.225688 0.437383 0.032 Uiso 1 1 calc R U . . .
C24 C 0.58428(9) 0.36181(18) 0.50820(9) 0.0351(4) Uani 1 1 d . . . . .
H24A H 0.539722 0.380531 0.473051 0.053 Uiso 1 1 calc R U . . .
H24B H 0.579765 0.413911 0.549578 0.053 Uiso 1 1 calc R U . . .
H24C H 0.585056 0.267326 0.519627 0.053 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Na1 O1 2.3667(10) . ?
Na1 O4 2.3665(10) . ?
Na1 O2 2.3852(11) . ?
Na1 N1 2.3968(12) . ?
Na1 O3 2.4198(11) . ?
Na1 C1 3.0100(14) . ?
Na1 C11 3.0737(14) . ?
Na1 S1 3.0830(6) . ?
Na2 O8 2.3176(10) . ?
Na2 O6 2.3417(10) . ?
Na2 N2 2.4022(12) . ?
Na2 O5 2.4228(11) . ?
Na2 O7 2.4422(11) . ?
Na2 S4 2.9149(6) . ?
Na2 C5 2.9243(14) . ?
Na2 C22 3.0927(15) . ?
Na2 C18 3.1243(14) . ?
S1 C1 1.6919(13) . ?
S2 C2 1.7370(13) . ?
S2 C1 1.7886(13) . ?
S3 C4 1.7383(13) . ?
S3 C5 1.7881(13) . ?
S4 C5 1.6952(14) . ?
N1 C1 1.3203(16) . ?
N1 C8 1.3783(16) . ?
N2 C5 1.3206(16) . ?
N2 C6 1.3800(16) . ?
O1 C10 1.4284(16) . ?
O1 C9 1.4271(16) . ?
O2 C11 1.4249(16) . ?
O2 C12 1.4288(17) . ?
O3 C14 1.4231(16) . ?
O3 C13 1.4235(17) . ?
O4 C16 1.4228(17) . ?
O4 C15 1.4271(16) . ?
O5 C17 1.4216(17) . ?
O5 C18 1.4248(16) . ?
O6 C20 1.4263(16) . ?
O6 C19 1.4256(17) . ?
O7 C21 1.4271(17) . ?
O7 C22 1.4280(17) . ?
O8 C23 1.4203(17) . ?
O8 C24 1.4190(17) . ?
F1 C3 1.3594(14) . ?
F2 C7 1.3588(14) . ?
C2 C3 1.3784(18) . ?
C2 C8 1.4191(17) . ?
C3 C4 1.3804(18) . ?
C4 C6 1.4176(17) . ?
C6 C7 1.3869(17) . ?
C7 C8 1.3867(18) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.497(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.497(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.505(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.492(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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
O1 Na1 O4 161.81(4) . . ?
O1 Na1 O2 72.24(3) . . ?
O4 Na1 O2 104.16(4) . . ?
O1 Na1 N1 96.94(4) . . ?
O4 Na1 N1 96.64(4) . . ?
O2 Na1 N1 140.24(4) . . ?
O1 Na1 O3 92.06(4) . . ?
O4 Na1 O3 70.58(3) . . ?
O2 Na1 O3 98.57(4) . . ?
N1 Na1 O3 120.37(4) . . ?
O1 Na1 C1 100.69(4) . . ?
O4 Na1 C1 96.75(4) . . ?
O2 Na1 C1 117.41(4) . . ?
N1 Na1 C1 25.14(4) . . ?
O3 Na1 C1 143.95(4) . . ?
O1 Na1 C11 49.65(4) . . ?
O4 Na1 C11 130.29(4) . . ?
O2 Na1 C11 26.64(3) . . ?
N1 Na1 C11 120.34(4) . . ?
O3 Na1 C11 109.99(4) . . ?
C1 Na1 C11 103.86(4) . . ?
O1 Na1 S1 106.49(3) . . ?
O4 Na1 S1 91.05(3) . . ?
O2 Na1 S1 88.51(3) . . ?
N1 Na1 S1 57.22(3) . . ?
O3 Na1 S1 161.41(3) . . ?
C1 Na1 S1 32.22(3) . . ?
C11 Na1 S1 83.84(3) . . ?
O8 Na2 O6 157.29(4) . . ?
O8 Na2 N2 92.76(4) . . ?
O6 Na2 N2 102.40(4) . . ?
O8 Na2 O5 87.89(4) . . ?
O6 Na2 O5 71.91(4) . . ?
N2 Na2 O5 105.57(4) . . ?
O8 Na2 O7 70.76(4) . . ?
O6 Na2 O7 105.51(4) . . ?
N2 Na2 O7 140.72(4) . . ?
O5 Na2 O7 109.02(4) . . ?
O8 Na2 S4 105.39(3) . . ?
O6 Na2 S4 96.85(3) . . ?
N2 Na2 S4 60.04(3) . . ?
O5 Na2 S4 160.23(3) . . ?
O7 Na2 S4 89.44(3) . . ?
O8 Na2 C5 97.34(4) . . ?
O6 Na2 C5 103.78(4) . . ?
N2 Na2 C5 26.46(4) . . ?
O5 Na2 C5 131.57(4) . . ?
O7 Na2 C5 118.18(4) . . ?
S4 Na2 C5 33.75(3) . . ?
O8 Na2 C22 49.19(4) . . ?
O6 Na2 C22 131.87(4) . . ?
N2 Na2 C22 117.73(4) . . ?
O5 Na2 C22 117.19(4) . . ?
O7 Na2 C22 26.75(4) . . ?
S4 Na2 C22 82.49(3) . . ?
C5 Na2 C22 101.47(4) . . ?
O8 Na2 C18 113.19(4) . . ?
O6 Na2 C18 48.67(4) . . ?
N2 Na2 C18 97.26(4) . . ?
O5 Na2 C18 26.05(4) . . ?
O7 Na2 C18 121.92(4) . . ?
S4 Na2 C18 136.18(3) . . ?
C5 Na2 C18 118.44(4) . . ?
C22 Na2 C18 139.18(4) . . ?
C1 S1 Na1 71.52(5) . . ?
C2 S2 C1 90.01(6) . . ?
C4 S3 C5 90.03(6) . . ?
C5 S4 Na2 73.43(5) . . ?
C1 N1 C8 112.06(11) . . ?
C1 N1 Na1 104.38(8) . . ?
C8 N1 Na1 142.85(9) . . ?
C5 N2 C6 111.95(11) . . ?
C5 N2 Na2 99.41(8) . . ?
C6 N2 Na2 147.16(9) . . ?
C10 O1 C9 112.22(11) . . ?
C10 O1 Na1 112.19(7) . . ?
C9 O1 Na1 130.85(9) . . ?
C11 O2 C12 110.96(11) . . ?
C11 O2 Na1 104.73(7) . . ?
C12 O2 Na1 115.35(8) . . ?
C14 O3 C13 111.41(11) . . ?
C14 O3 Na1 111.68(8) . . ?
C13 O3 Na1 122.62(8) . . ?
C16 O4 C15 112.02(10) . . ?
C16 O4 Na1 123.54(8) . . ?
C15 O4 Na1 112.16(8) . . ?
C17 O5 C18 113.36(12) . . ?
C17 O5 Na2 119.22(9) . . ?
C18 O5 Na2 105.64(8) . . ?
C20 O6 C19 112.65(10) . . ?
C20 O6 Na2 125.72(9) . . ?
C19 O6 Na2 115.63(8) . . ?
C21 O7 C22 110.91(11) . . ?
C21 O7 Na2 116.79(9) . . ?
C22 O7 Na2 102.93(8) . . ?
C23 O8 C24 113.16(12) . . ?
C23 O8 Na2 116.29(8) . . ?
C24 O8 Na2 125.97(9) . . ?
N1 C1 S1 126.28(10) . . ?
N1 C1 S2 113.31(9) . . ?
S1 C1 S2 120.41(7) . . ?
N1 C1 Na1 50.47(6) . . ?
S1 C1 Na1 76.27(5) . . ?
S2 C1 Na1 162.07(7) . . ?
C3 C2 C8 120.13(12) . . ?
C3 C2 S2 131.09(10) . . ?
C8 C2 S2 108.76(9) . . ?
F1 C3 C2 119.74(12) . . ?
F1 C3 C4 119.88(11) . . ?
C2 C3 C4 120.37(12) . . ?
C3 C4 C6 120.46(12) . . ?
C3 C4 S3 130.84(10) . . ?
C6 C4 S3 108.70(9) . . ?
N2 C5 S4 126.39(10) . . ?
N2 C5 S3 113.36(10) . . ?
S4 C5 S3 120.24(7) . . ?
N2 C5 Na2 54.13(7) . . ?
S4 C5 Na2 72.82(5) . . ?
S3 C5 Na2 164.76(7) . . ?
N2 C6 C7 125.33(11) . . ?
N2 C6 C4 115.95(11) . . ?
C7 C6 C4 118.72(12) . . ?
F2 C7 C8 119.18(11) . . ?
F2 C7 C6 119.53(11) . . ?
C8 C7 C6 121.29(11) . . ?
N1 C8 C7 125.11(11) . . ?
N1 C8 C2 115.84(11) . . ?
C7 C8 C2 119.03(11) . . ?
O1 C9 H9A 109.5 . . ?
O1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O1 C10 C11 108.36(11) . . ?
O1 C10 H10A 110.0 . . ?
C11 C10 H10A 110.0 . . ?
O1 C10 H10B 110.0 . . ?
C11 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
O2 C11 C10 108.92(11) . . ?
O2 C11 Na1 48.63(6) . . ?
C10 C11 Na1 80.65(8) . . ?
O2 C11 H11A 109.9 . . ?
C10 C11 H11A 109.9 . . ?
Na1 C11 H11A 84.2 . . ?
O2 C11 H11B 109.9 . . ?
C10 C11 H11B 109.9 . . ?
Na1 C11 H11B 158.5 . . ?
H11A C11 H11B 108.3 . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O3 C13 H13A 109.5 . . ?
O3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O3 C14 C15 108.90(11) . . ?
O3 C14 H14A 109.9 . . ?
C15 C14 H14A 109.9 . . ?
O3 C14 H14B 109.9 . . ?
C15 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
O4 C15 C14 108.77(11) . . ?
O4 C15 H15A 109.9 . . ?
C14 C15 H15A 109.9 . . ?
O4 C15 H15B 109.9 . . ?
C14 C15 H15B 109.9 . . ?
H15A C15 H15B 108.3 . . ?
O4 C16 H16A 109.5 . . ?
O4 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O4 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O5 C17 H17A 109.5 . . ?
O5 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O5 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O5 C18 C19 112.38(11) . . ?
O5 C18 Na2 48.31(6) . . ?
C19 C18 Na2 80.06(7) . . ?
O5 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
Na2 C18 H18A 156.7 . . ?
O5 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
Na2 C18 H18B 88.2 . . ?
H18A C18 H18B 107.9 . . ?
O6 C19 C18 107.40(11) . . ?
O6 C19 H19A 110.2 . . ?
C18 C19 H19A 110.2 . . ?
O6 C19 H19B 110.2 . . ?
C18 C19 H19B 110.2 . . ?
H19A C19 H19B 108.5 . . ?
O6 C20 H20A 109.5 . . ?
O6 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O6 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O7 C21 H21A 109.5 . . ?
O7 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O7 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O7 C22 C23 109.12(11) . . ?
O7 C22 Na2 50.32(6) . . ?
C23 C22 Na2 80.74(8) . . ?
O7 C22 H22A 109.9 . . ?
C23 C22 H22A 109.9 . . ?
Na2 C22 H22A 160.2 . . ?
O7 C22 H22B 109.9 . . ?
C23 C22 H22B 109.9 . . ?
Na2 C22 H22B 82.3 . . ?
H22A C22 H22B 108.3 . . ?
O8 C23 C22 108.21(11) . . ?
O8 C23 H23A 110.1 . . ?
C22 C23 H23A 110.1 . . ?
O8 C23 H23B 110.1 . . ?
C22 C23 H23B 110.1 . . ?
H23A C23 H23B 108.4 . . ?
O8 C24 H24A 109.5 . . ?
O8 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O8 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_refine_diff_density_max         0.404
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.055
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_na2npnssdme2
_database_code_depnum_ccdc_archive 'CCDC 2159163'
loop_
_audit_author_name
_audit_author_address
'Roman Rumyantcev'
;IOMC RAS
Russia
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H44 N2 Na2 O8 S4'
_chemical_formula_weight         710.87

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'
Na Na 0.0362 0.0249 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.7022(4)
_cell_length_b                   8.8311(4)
_cell_length_c                   12.7825(6)
_cell_angle_alpha                79.4431(15)
_cell_angle_beta                 84.4180(15)
_cell_angle_gamma                77.5543(15)
_cell_volume                     941.30(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9952
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      29.15

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_F_000             376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.320
_shelx_estimated_absorpt_T_min   0.913
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7021
_exptl_absorpt_correction_T_max  0.9582
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus tube'
_diffrn_measurement_device_type  Â
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13963
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.401
_diffrn_reflns_theta_max         28.695
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4836
_reflns_number_gt                3787
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       APEX3
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT-2014/5
_computing_structure_refinement  Â
_computing_molecular_graphics    SHELXTL
_computing_publication_material  Â
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0434P)²+0.3900P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4836
_refine_ls_number_parameters     254
_refine_ls_number_restraints     164
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.1069
_refine_ls_wR_factor_gt          0.0957
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Na1 Na 0.37284(8) 0.32347(7) 0.79028(5) 0.03681(17) Uani 1 1 d . . . . .
S1 S 0.69747(6) 0.22914(6) 0.84587(4) 0.04331(13) Uani 1 1 d . . . . .
S2 S 0.85795(5) 0.02658(6) 0.68523(4) 0.04018(12) Uani 1 1 d . . . . .
O1 O 0.4126(12) 0.581(2) 0.7131(7) 0.0562(14) Uani 0.658(9) 1 d D U P A 1
O2 O 0.1673(15) 0.4578(11) 0.6750(18) 0.0485(8) Uani 0.658(9) 1 d D U P A 1
O3 O 0.2050(7) 0.3996(6) 0.9410(5) 0.0501(9) Uani 0.750(12) 1 d D U P A 1
O4 O 0.2614(5) 0.1121(4) 0.8842(4) 0.0491(8) Uani 0.750(12) 1 d D U P A 1
O1' O 0.403(2) 0.598(4) 0.7140(14) 0.0562(14) Uani 0.342(9) 1 d D U P A 2
O2' O 0.152(3) 0.456(2) 0.676(3) 0.0485(8) Uani 0.342(9) 1 d D U P A 2
O3' O 0.240(2) 0.3777(17) 0.9542(15) 0.0501(9) Uani 0.250(12) 1 d D U P A 2
O4' O 0.2458(17) 0.1119(14) 0.8536(9) 0.0491(8) Uani 0.250(12) 1 d D U P A 2
N1 N 0.55913(15) 0.14957(15) 0.68891(10) 0.0308(3) Uani 1 1 d . . . . .
C1 C 0.6870(2) 0.14206(19) 0.73919(12) 0.0333(3) Uani 1 1 d . . . . .
C2 C 0.74739(18) -0.01230(19) 0.59074(12) 0.0321(3) Uani 1 1 d . . . . .
C3 C 0.59121(18) 0.06309(17) 0.60667(12) 0.0282(3) Uani 1 1 d . . . . .
C4 C 0.52516(18) -0.04680(17) 0.45935(11) 0.0274(3) Uani 1 1 d . . . . .
C5 C 0.68601(19) -0.1194(2) 0.44524(13) 0.0335(3) Uani 1 1 d . . . . .
H1 H 0.715(2) -0.182(2) 0.3936(15) 0.039(5) Uiso 1 1 d . . . . .
C6 C 0.7959(2) -0.1025(2) 0.50927(13) 0.0366(4) Uani 1 1 d . . . . .
H2 H 0.908(2) -0.152(2) 0.5002(15) 0.044(5) Uiso 1 1 d . . . . .
C7 C 0.5658(8) 0.6154(8) 0.6844(5) 0.0677(14) Uani 0.658(9) 1 d D U P A 1
H7A H 0.559126 0.729191 0.675562 0.102 Uiso 0.658(9) 1 calc R U P A 1
H7B H 0.606287 0.578619 0.617231 0.102 Uiso 0.658(9) 1 calc R U P A 1
H7C H 0.636970 0.561914 0.740637 0.102 Uiso 0.658(9) 1 calc R U P A 1
C8 C 0.3058(7) 0.6642(6) 0.6350(5) 0.0639(13) Uani 0.658(9) 1 d D U P A 1
H8A H 0.343471 0.634426 0.564575 0.077 Uiso 0.658(9) 1 calc R U P A 1
H8B H 0.297950 0.778904 0.629477 0.077 Uiso 0.658(9) 1 calc R U P A 1
C9 C 0.1489(6) 0.6233(6) 0.6678(5) 0.0658(13) Uani 0.658(9) 1 d D U P A 1
H9A H 0.110168 0.654834 0.737658 0.079 Uiso 0.658(9) 1 calc R U P A 1
H9B H 0.071695 0.678978 0.614578 0.079 Uiso 0.658(9) 1 calc R U P A 1
C10 C 0.0105(11) 0.4304(11) 0.6892(7) 0.0657(14) Uani 0.658(9) 1 d D U P A 1
H10A H -0.039503 0.461968 0.620927 0.099 Uiso 0.658(9) 1 calc R U P A 1
H10B H -0.050028 0.492125 0.741350 0.099 Uiso 0.658(9) 1 calc R U P A 1
H10C H 0.013245 0.318372 0.714944 0.099 Uiso 0.658(9) 1 calc R U P A 1
C11 C 0.2602(9) 0.5062(8) 0.9947(6) 0.0856(16) Uani 0.750(12) 1 d D U P A 1
H11A H 0.180734 0.540233 1.049877 0.128 Uiso 0.750(12) 1 calc R U P A 1
H11B H 0.278639 0.598093 0.942925 0.128 Uiso 0.750(12) 1 calc R U P A 1
H11C H 0.358882 0.452595 1.027611 0.128 Uiso 0.750(12) 1 calc R U P A 1
C12 C 0.1962(8) 0.2666(7) 1.0206(4) 0.0612(11) Uani 0.750(12) 1 d D U P A 1
H12A H 0.116595 0.296026 1.078022 0.073 Uiso 0.750(12) 1 calc R U P A 1
H12B H 0.299546 0.225125 1.052184 0.073 Uiso 0.750(12) 1 calc R U P A 1
C13 C 0.1514(7) 0.1452(9) 0.9699(4) 0.0542(11) Uani 0.750(12) 1 d D U P A 1
H13A H 0.150507 0.048220 1.022874 0.065 Uiso 0.750(12) 1 calc R U P A 1
H13B H 0.044319 0.183786 0.943561 0.065 Uiso 0.750(12) 1 calc R U P A 1
C14 C 0.2524(8) -0.0297(5) 0.8482(4) 0.0614(10) Uani 0.750(12) 1 d D U P A 1
H14A H 0.278485 -0.119157 0.905858 0.092 Uiso 0.750(12) 1 calc R U P A 1
H14B H 0.327351 -0.044373 0.786767 0.092 Uiso 0.750(12) 1 calc R U P A 1
H14C H 0.145344 -0.022624 0.827437 0.092 Uiso 0.750(12) 1 calc R U P A 1
C7' C 0.5519(18) 0.6392(17) 0.7201(10) 0.0677(14) Uani 0.342(9) 1 d D U P A 2
H7'A H 0.539735 0.753915 0.704763 0.102 Uiso 0.342(9) 1 calc R U P A 2
H7'B H 0.628574 0.592213 0.667763 0.102 Uiso 0.342(9) 1 calc R U P A 2
H7'C H 0.589193 0.599859 0.791843 0.102 Uiso 0.342(9) 1 calc R U P A 2
C8' C 0.3478(12) 0.6178(13) 0.6099(9) 0.0639(13) Uani 0.342(9) 1 d D U P A 2
H8'A H 0.410520 0.535698 0.570959 0.077 Uiso 0.342(9) 1 calc R U P A 2
H8'B H 0.359367 0.721937 0.569318 0.077 Uiso 0.342(9) 1 calc R U P A 2
C9' C 0.1769(12) 0.6053(13) 0.6207(10) 0.0658(13) Uani 0.342(9) 1 d D U P A 2
H9'A H 0.115736 0.688611 0.659199 0.079 Uiso 0.342(9) 1 calc R U P A 2
H9'B H 0.136537 0.623746 0.548682 0.079 Uiso 0.342(9) 1 calc R U P A 2
C10' C 0.009(2) 0.403(2) 0.7129(15) 0.0657(14) Uani 0.342(9) 1 d D U P A 2
H10D H -0.076416 0.464710 0.668686 0.099 Uiso 0.342(9) 1 calc R U P A 2
H10E H -0.017287 0.417746 0.787198 0.099 Uiso 0.342(9) 1 calc R U P A 2
H10F H 0.022609 0.291852 0.707935 0.099 Uiso 0.342(9) 1 calc R U P A 2
C11' C 0.223(3) 0.537(2) 0.972(2) 0.0856(16) Uani 0.250(12) 1 d D U P A 2
H11D H 0.134138 0.561408 1.023387 0.128 Uiso 0.250(12) 1 calc R U P A 2
H11E H 0.204662 0.609617 0.904510 0.128 Uiso 0.250(12) 1 calc R U P A 2
H11F H 0.320126 0.548905 1.000242 0.128 Uiso 0.250(12) 1 calc R U P A 2
C12' C 0.216(3) 0.2268(19) 1.0099(15) 0.0612(11) Uani 0.250(12) 1 d D U P A 2
H12C H 0.146949 0.241821 1.075044 0.073 Uiso 0.250(12) 1 calc R U P A 2
H12D H 0.318651 0.161848 1.032292 0.073 Uiso 0.250(12) 1 calc R U P A 2
C13' C 0.142(2) 0.139(3) 0.9432(13) 0.0542(11) Uani 0.250(12) 1 d D U P A 2
H13C H 0.124946 0.037637 0.985651 0.065 Uiso 0.250(12) 1 calc R U P A 2
H13D H 0.038834 0.202075 0.920075 0.065 Uiso 0.250(12) 1 calc R U P A 2
C14' C 0.318(2) -0.0478(14) 0.8523(14) 0.0614(10) Uani 0.250(12) 1 d D U P A 2
H14D H 0.237131 -0.111637 0.862163 0.092 Uiso 0.250(12) 1 calc R U P A 2
H14E H 0.390425 -0.084718 0.910123 0.092 Uiso 0.250(12) 1 calc R U P A 2
H14F H 0.377404 -0.057486 0.783763 0.092 Uiso 0.250(12) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Na1 O4' 2.352(14) . ?
Na1 O2 2.395(18) . ?
Na1 O4 2.366(4) . ?
Na1 O3 2.408(6) . ?
Na1 O1 2.392(15) . ?
Na1 N1 2.4316(15) . ?
Na1 O3' 2.37(2) . ?
Na1 O1' 2.50(3) . ?
Na1 O2' 2.48(4) . ?
Na1 S1 2.8877(8) . ?
S1 C1 1.7024(17) . ?
S2 C2 1.7386(16) . ?
S2 C1 1.7703(17) . ?
O1 C8 1.419(8) . ?
O1 C7 1.429(6) . ?
O2 C9 1.422(9) . ?
O2 C10 1.425(7) . ?
O3 C12 1.417(4) . ?
O3 C11 1.444(5) . ?
O4 C14 1.430(4) . ?
O4 C13 1.413(4) . ?
O1' C8' 1.427(10) . ?
O1' C7' 1.431(9) . ?
O2' C10' 1.428(9) . ?
O2' C9' 1.427(10) . ?
O3' C12' 1.438(10) . ?
O3' C11' 1.442(10) . ?
O4' C14' 1.418(9) . ?
O4' C13' 1.411(10) . ?
N1 C1 1.322(2) . ?
N1 C3 1.3826(19) . ?
C2 C3 1.392(2) . ?
C2 C6 1.404(2) . ?
C3 C4 1.425(2) 2_656 ?
C4 C5 1.418(2) . ?
C4 C4 1.423(3) 2_656 ?
C5 C6 1.366(2) . ?
C5 H1 0.919(19) . ?
C6 H2 0.99(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.488(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.485(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C7' H7'A 0.9800 . ?
C7' H7'B 0.9800 . ?
C7' H7'C 0.9800 . ?
C8' C9' 1.507(9) . ?
C8' H8'A 0.9900 . ?
C8' H8'B 0.9900 . ?
C9' H9'A 0.9900 . ?
C9' H9'B 0.9900 . ?
C10' H10D 0.9800 . ?
C10' H10E 0.9800 . ?
C10' H10F 0.9800 . ?
C11' H11D 0.9800 . ?
C11' H11E 0.9800 . ?
C11' H11F 0.9800 . ?
C12' C13' 1.518(10) . ?
C12' H12C 0.9900 . ?
C12' H12D 0.9900 . ?
C13' H13C 0.9900 . ?
C13' H13D 0.9900 . ?
C14' H14D 0.9800 . ?
C14' H14E 0.9800 . ?
C14' H14F 0.9800 . ?

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
O2 Na1 O4 101.0(2) . . ?
O2 Na1 O3 89.5(5) . . ?
O4 Na1 O3 68.81(14) . . ?
O2 Na1 O1 69.1(3) . . ?
O4 Na1 O1 162.9(3) . . ?
O3 Na1 O1 96.5(4) . . ?
O4' Na1 N1 87.7(3) . . ?
O2 Na1 N1 106.8(5) . . ?
O4 Na1 N1 91.75(9) . . ?
O3 Na1 N1 157.03(12) . . ?
O1 Na1 N1 104.3(4) . . ?
O4' Na1 O3' 74.7(5) . . ?
N1 Na1 O3' 150.3(3) . . ?
O4' Na1 O1' 158.6(6) . . ?
N1 Na1 O1' 106.8(7) . . ?
O3' Na1 O1' 97.3(7) . . ?
O4' Na1 O2' 90.7(5) . . ?
N1 Na1 O2' 107.7(9) . . ?
O3' Na1 O2' 96.5(10) . . ?
O1' Na1 O2' 70.2(5) . . ?
O4' Na1 S1 108.5(3) . . ?
O2 Na1 S1 153.6(3) . . ?
O4 Na1 S1 102.31(12) . . ?
O3 Na1 S1 110.41(13) . . ?
O1 Na1 S1 90.8(2) . . ?
N1 Na1 S1 60.42(3) . . ?
O3' Na1 S1 102.2(4) . . ?
O1' Na1 S1 92.6(4) . . ?
O2' Na1 S1 156.1(6) . . ?
C1 S1 Na1 74.53(6) . . ?
C2 S2 C1 90.22(8) . . ?
C8 O1 C7 110.2(8) . . ?
C8 O1 Na1 115.1(6) . . ?
C7 O1 Na1 122.6(9) . . ?
C9 O2 C10 104.6(9) . . ?
C9 O2 Na1 110.2(11) . . ?
C10 O2 Na1 123.8(8) . . ?
C12 O3 C11 104.5(6) . . ?
C12 O3 Na1 110.5(3) . . ?
C11 O3 Na1 114.4(4) . . ?
C14 O4 C13 112.8(4) . . ?
C14 O4 Na1 127.7(3) . . ?
C13 O4 Na1 116.6(3) . . ?
C8' O1' C7' 116.4(15) . . ?
C8' O1' Na1 102.0(15) . . ?
C7' O1' Na1 118.3(16) . . ?
C10' O2' C9' 130(2) . . ?
C10' O2' Na1 112.5(17) . . ?
C9' O2' Na1 111.0(17) . . ?
C12' O3' C11' 140(2) . . ?
C12' O3' Na1 104.1(11) . . ?
C11' O3' Na1 115.2(14) . . ?
C14' O4' C13' 114.9(16) . . ?
C14' O4' Na1 123.8(11) . . ?
C13' O4' Na1 111.8(12) . . ?
C1 N1 C3 111.67(13) . . ?
C1 N1 Na1 98.54(10) . . ?
C3 N1 Na1 149.76(10) . . ?
N1 C1 S1 126.47(13) . . ?
N1 C1 S2 113.18(12) . . ?
S1 C1 S2 120.35(10) . . ?
C3 C2 C6 121.91(14) . . ?
C3 C2 S2 108.71(12) . . ?
C6 C2 S2 129.38(13) . . ?
N1 C3 C2 116.22(13) . . ?
N1 C3 C4 123.89(14) . 2_656 ?
C2 C3 C4 119.89(14) . 2_656 ?
C5 C4 C4 120.40(17) . 2_656 ?
C5 C4 C3 121.97(14) . 2_656 ?
C4 C4 C3 117.63(17) 2_656 2_656 ?
C6 C5 C4 121.16(15) . . ?
C6 C5 H1 119.8(12) . . ?
C4 C5 H1 119.0(12) . . ?
C5 C6 C2 118.99(15) . . ?
C5 C6 H2 122.2(11) . . ?
C2 C6 H2 118.8(11) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 C9 108.2(5) . . ?
O1 C8 H8A 110.1 . . ?
C9 C8 H8A 110.1 . . ?
O1 C8 H8B 110.1 . . ?
C9 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
O2 C9 C8 107.6(6) . . ?
O2 C9 H9A 110.2 . . ?
C8 C9 H9A 110.2 . . ?
O2 C9 H9B 110.2 . . ?
C8 C9 H9B 110.2 . . ?
H9A C9 H9B 108.5 . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O3 C11 H11A 109.5 . . ?
O3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 C12 C13 108.1(5) . . ?
O3 C12 H12A 110.1 . . ?
C13 C12 H12A 110.1 . . ?
O3 C12 H12B 110.1 . . ?
C13 C12 H12B 110.1 . . ?
H12A C12 H12B 108.4 . . ?
O4 C13 C12 109.0(4) . . ?
O4 C13 H13A 109.9 . . ?
C12 C13 H13A 109.9 . . ?
O4 C13 H13B 109.9 . . ?
C12 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
O4 C14 H14A 109.5 . . ?
O4 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O4 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1' C7' H7'A 109.5 . . ?
O1' C7' H7'B 109.5 . . ?
H7'A C7' H7'B 109.5 . . ?
O1' C7' H7'C 109.5 . . ?
H7'A C7' H7'C 109.5 . . ?
H7'B C7' H7'C 109.5 . . ?
O1' C8' C9' 108.6(11) . . ?
O1' C8' H8'A 110.0 . . ?
C9' C8' H8'A 110.0 . . ?
O1' C8' H8'B 110.0 . . ?
C9' C8' H8'B 110.0 . . ?
H8'A C8' H8'B 108.3 . . ?
O2' C9' C8' 113.0(13) . . ?
O2' C9' H9'A 109.0 . . ?
C8' C9' H9'A 109.0 . . ?
O2' C9' H9'B 109.0 . . ?
C8' C9' H9'B 109.0 . . ?
H9'A C9' H9'B 107.8 . . ?
O2' C10' H10D 109.5 . . ?
O2' C10' H10E 109.5 . . ?
H10D C10' H10E 109.5 . . ?
O2' C10' H10F 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?
O3' C11' H11D 109.5 . . ?
O3' C11' H11E 109.5 . . ?
H11D C11' H11E 109.5 . . ?
O3' C11' H11F 109.5 . . ?
H11D C11' H11F 109.5 . . ?
H11E C11' H11F 109.5 . . ?
O3' C12' C13' 113.2(18) . . ?
O3' C12' H12C 108.9 . . ?
C13' C12' H12C 108.9 . . ?
O3' C12' H12D 108.9 . . ?
C13' C12' H12D 108.9 . . ?
H12C C12' H12D 107.7 . . ?
O4' C13' C12' 108.0(13) . . ?
O4' C13' H13C 110.1 . . ?
C12' C13' H13C 110.1 . . ?
O4' C13' H13D 110.1 . . ?
C12' C13' H13D 110.1 . . ?
H13C C13' H13D 108.4 . . ?
O4' C14' H14D 109.5 . . ?
O4' C14' H14E 109.5 . . ?
H14D C14' H14E 109.5 . . ?
O4' C14' H14F 109.5 . . ?
H14D C14' H14F 109.5 . . ?
H14E C14' H14F 109.5 . . ?

_refine_diff_density_max         0.249
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.048

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_nadmbtdme
_database_code_depnum_ccdc_archive 'CCDC 2159165'
loop_
_audit_author_name
_audit_author_address
'Roman Rumyantcev'
;IOMC RAS
Russia
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H22 N2 Na2 O4 S4'
_chemical_formula_weight         480.57

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'
Na Na 0.0362 0.0249 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.6815(3)
_cell_length_b                   13.6933(5)
_cell_length_c                   10.3983(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.9643(11)
_cell_angle_gamma                90
_cell_volume                     1069.99(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9937
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      29.18

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_F_000             500
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.510
_shelx_estimated_absorpt_T_min   0.870
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7589
_exptl_absorpt_correction_T_max  0.9420
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus tube'
_diffrn_measurement_device_type  Â
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16878
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.494
_diffrn_reflns_theta_max         28.698
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2767
_reflns_number_gt                2392
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       APEX3
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT-2014/5
_computing_structure_refinement  SHELXL-2018/3
_computing_molecular_graphics    SHELXTL
_computing_publication_material  Â
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0289P)²+0.4604P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2767
_refine_ls_number_parameters     132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0271
_refine_ls_wR_factor_ref         0.0640
_refine_ls_wR_factor_gt          0.0609
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Na1 Na 0.000000 0.500000 0.500000 0.01303(16) Uani 1 2 d S . P . .
Na2 Na 0.500000 0.500000 0.500000 0.01248(16) Uani 1 2 d S . P . .
S1 S 0.23259(4) 0.34733(2) 0.45605(3) 0.01111(8) Uani 1 1 d . . . . .
S2 S 0.18019(4) 0.32516(2) 0.16483(3) 0.01042(8) Uani 1 1 d . . . . .
N1 N 0.07841(14) 0.48056(8) 0.27343(10) 0.0098(2) Uani 1 1 d . . . . .
O1 O 0.26586(12) 0.60748(7) 0.55601(9) 0.0132(2) Uani 1 1 d . . . . .
O2 O 0.50804(12) 0.48767(7) 0.72977(9) 0.0133(2) Uani 1 1 d . . . . .
C1 C 0.15653(16) 0.39559(9) 0.30192(12) 0.0096(2) Uani 1 1 d . . . . .
C2 C 0.08096(16) 0.41782(9) 0.05986(13) 0.0095(2) Uani 1 1 d . . . . .
C3 C 0.03587(16) 0.49549(9) 0.13780(12) 0.0093(2) Uani 1 1 d . . . . .
C4 C 0.04632(16) 0.42079(9) -0.07654(13) 0.0104(2) Uani 1 1 d . . . . .
H4A H 0.077362 0.367835 -0.126381 0.012 Uiso 1 1 calc R U . . .
C5 C 0.2353(2) 0.69387(10) 0.47669(15) 0.0199(3) Uani 1 1 d . . . . .
H5A H 0.349254 0.725641 0.475504 0.030 Uiso 1 1 calc R U . . .
H5B H 0.159131 0.738815 0.513522 0.030 Uiso 1 1 calc R U . . .
H5C H 0.176540 0.676226 0.386826 0.030 Uiso 1 1 calc R U . . .
C6 C 0.33066(19) 0.63152(11) 0.69127(14) 0.0183(3) Uani 1 1 d . . . . .
H6A H 0.240870 0.670832 0.724139 0.022 Uiso 1 1 calc R U . . .
H6B H 0.440914 0.670701 0.700800 0.022 Uiso 1 1 calc R U . . .
C7 C 0.36789(19) 0.53943(12) 0.76942(14) 0.0194(3) Uani 1 1 d . . . . .
H7A H 0.401997 0.555223 0.864218 0.023 Uiso 1 1 calc R U . . .
H7B H 0.259521 0.498358 0.755276 0.023 Uiso 1 1 calc R U . . .
C8 C 0.5456(2) 0.39908(11) 0.80105(15) 0.0213(3) Uani 1 1 d . . . . .
H8A H 0.580473 0.413502 0.895204 0.032 Uiso 1 1 calc R U . . .
H8B H 0.643054 0.364979 0.772282 0.032 Uiso 1 1 calc R U . . .
H8C H 0.439340 0.357622 0.784886 0.032 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Na1 O1 2.4865(9) 3_566 ?
Na1 O1 2.4865(9) . ?
Na1 N1 2.5637(11) 3_566 ?
Na1 N1 2.5637(11) . ?
Na1 S1 2.8478(3) 3_566 ?
Na1 S1 2.8478(3) . ?
Na2 O2 2.3832(9) . ?
Na2 O2 2.3832(9) 3_666 ?
Na2 O1 2.4848(9) 3_666 ?
Na2 O1 2.4848(9) . ?
Na2 S1 2.8999(3) 3_666 ?
Na2 S1 2.8999(3) . ?
S1 C1 1.7200(13) . ?
S2 C2 1.7428(13) . ?
S2 C1 1.7614(13) . ?
N1 C1 1.3145(16) . ?
N1 C3 1.3952(16) . ?
O1 C6 1.4297(16) . ?
O1 C5 1.4334(17) . ?
O2 C7 1.4196(16) . ?
O2 C8 1.4197(16) . ?
C2 C4 1.3884(18) . ?
C2 C3 1.4228(17) . ?
C3 C4 1.3971(17) 3_565 ?
C6 C7 1.495(2) . ?

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
O1 Na1 O1 180.0 3_566 . ?
O1 Na1 N1 86.49(3) 3_566 3_566 ?
O1 Na1 N1 93.51(3) . 3_566 ?
O1 Na1 N1 93.51(3) 3_566 . ?
O1 Na1 N1 86.49(3) . . ?
N1 Na1 N1 180.0 3_566 . ?
O1 Na1 S1 87.71(2) 3_566 3_566 ?
O1 Na1 S1 92.29(2) . 3_566 ?
N1 Na1 S1 60.10(2) 3_566 3_566 ?
N1 Na1 S1 119.90(2) . 3_566 ?
O1 Na1 S1 92.29(2) 3_566 . ?
O1 Na1 S1 87.71(2) . . ?
N1 Na1 S1 119.90(2) 3_566 . ?
N1 Na1 S1 60.10(2) . . ?
S1 Na1 S1 180.0 3_566 . ?
O2 Na2 O2 180.0 . 3_666 ?
O2 Na2 O1 108.87(3) . 3_666 ?
O2 Na2 O1 71.13(3) 3_666 3_666 ?
O2 Na2 O1 71.13(3) . . ?
O2 Na2 O1 108.87(3) 3_666 . ?
O1 Na2 O1 180.0 3_666 . ?
O2 Na2 S1 91.31(2) . 3_666 ?
O2 Na2 S1 88.70(2) 3_666 3_666 ?
O1 Na2 S1 86.59(2) 3_666 3_666 ?
O1 Na2 S1 93.41(2) . 3_666 ?
O2 Na2 S1 88.69(2) . . ?
O2 Na2 S1 91.31(2) 3_666 . ?
O1 Na2 S1 93.41(2) 3_666 . ?
O1 Na2 S1 86.59(2) . . ?
S1 Na2 S1 180.0 3_666 . ?
C1 S1 Na1 76.37(4) . . ?
C1 S1 Na2 87.86(4) . . ?
Na1 S1 Na2 83.855(9) . . ?
C2 S2 C1 90.18(6) . . ?
C1 N1 C3 110.97(10) . . ?
C1 N1 Na1 93.90(8) . . ?
C3 N1 Na1 149.69(8) . . ?
C6 O1 C5 110.99(11) . . ?
C6 O1 Na2 104.22(7) . . ?
C5 O1 Na2 113.22(8) . . ?
C6 O1 Na1 117.92(8) . . ?
C5 O1 Na1 108.97(8) . . ?
Na2 O1 Na1 101.17(3) . . ?
C7 O2 C8 111.06(11) . . ?
C7 O2 Na2 113.09(8) . . ?
C8 O2 Na2 122.97(8) . . ?
N1 C1 S1 126.95(10) . . ?
N1 C1 S2 114.90(9) . . ?
S1 C1 S2 118.14(7) . . ?
C4 C2 C3 122.84(11) . . ?
C4 C2 S2 128.86(10) . . ?
C3 C2 S2 108.30(9) . . ?
N1 C3 C4 124.76(11) . 3_565 ?
N1 C3 C2 115.63(11) . . ?
C4 C3 C2 119.60(11) 3_565 . ?
C2 C4 C3 117.55(11) . 3_565 ?
O1 C6 C7 109.20(12) . . ?
O2 C7 C6 109.53(12) . . ?

_refine_diff_density_max         0.435
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.060

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_na2dmbtdme
_database_code_depnum_ccdc_archive 'CCDC 2159161'
loop_
_audit_author_name
_audit_author_address
'Roman Rumyantcev'
;IOMC RAS
Russia
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H42 N2 Na2 O8 S4'
_chemical_formula_sum            'C24 H42 N2 Na2 O8 S4'
_chemical_formula_weight         660.81

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'
Na Na 0.0362 0.0249 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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'

_cell_length_a                   17.2189(7)
_cell_length_b                   9.9368(4)
_cell_length_c                   20.0201(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.5650(10)
_cell_angle_gamma                90
_cell_volume                     3377.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9843
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      26.04

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_F_000             1400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.351
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.659
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus tube'
_diffrn_measurement_device_type  'Bruker D8 Quest (CMOS)'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42795
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.063
_diffrn_reflns_theta_max         27.134
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7473
_reflns_number_gt                5996
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       APEX3
_computing_cell_refinement       'Saint 8.40b'
_computing_data_reduction        'Saint 8.40b'
_computing_structure_solution    'SHELXT 2018/2'
_computing_structure_refinement  'SHELXL 2018/3'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0318P)²+1.3267P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7473
_refine_ls_number_parameters     369
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0749
_refine_ls_wR_factor_gt          0.0694
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Na1 Na 0.47384(3) 0.53027(6) 0.78660(3) 0.01673(14) Uani 1 1 d . . . . .
Na2 Na 0.76120(3) 0.50029(6) 0.54321(3) 0.01687(14) Uani 1 1 d . . . . .
S1 S 0.38898(2) 0.78580(4) 0.79474(2) 0.02036(10) Uani 1 1 d . U . . .
S2 S 0.43587(2) 0.95262(4) 0.68182(2) 0.01784(9) Uani 1 1 d . . . . .
S3 S 0.65563(2) 0.92866(4) 0.50023(2) 0.01967(10) Uani 1 1 d . . . . .
S4 S 0.78216(2) 0.74071(4) 0.46737(2) 0.01914(9) Uani 1 1 d . . . . .
N1 N 0.50007(7) 0.72191(12) 0.71962(6) 0.0148(3) Uani 1 1 d . . . . .
N2 N 0.69005(7) 0.70132(13) 0.56239(6) 0.0155(3) Uani 1 1 d . . . . .
C1 C 0.44596(9) 0.80592(15) 0.73394(7) 0.0156(3) Uani 1 1 d . U . . .
C2 C 0.51066(9) 0.89508(15) 0.63998(8) 0.0157(3) Uani 1 1 d . . . . .
C3 C 0.54262(9) 0.95450(15) 0.58801(8) 0.0178(3) Uani 1 1 d . . . . .
H3A H 0.524190 1.038850 0.569427 0.021 Uiso 1 1 calc R U . . .
C4 C 0.60284(9) 0.88537(15) 0.56422(7) 0.0160(3) Uani 1 1 d . . . . .
C5 C 0.71102(9) 0.77629(15) 0.51424(7) 0.0159(3) Uani 1 1 d . . . . .
C6 C 0.63037(9) 0.75883(15) 0.59132(7) 0.0142(3) Uani 1 1 d . . . . .
C7 C 0.59743(9) 0.70080(15) 0.64339(7) 0.0149(3) Uani 1 1 d . . . . .
H7A H 0.615701 0.616297 0.661895 0.018 Uiso 1 1 calc R U . . .
C8 C 0.53735(9) 0.76857(15) 0.66786(7) 0.0140(3) Uani 1 1 d . . . . .
O1 O 0.57553(6) 0.35961(12) 0.80515(6) 0.0237(3) Uani 1 1 d . . . . .
O2 O 0.56397(7) 0.57855(11) 0.88721(5) 0.0224(3) Uani 1 1 d . . . . .
O3 O 0.37159(6) 0.40637(11) 0.82547(5) 0.0209(2) Uani 1 1 d . . . . .
O4 O 0.40573(7) 0.40671(11) 0.69306(5) 0.0209(2) Uani 1 1 d . . . . .
O5 O 0.64997(6) 0.39186(11) 0.48526(5) 0.0219(3) Uani 1 1 d . . . . .
O6 O 0.79876(6) 0.36416(11) 0.45202(5) 0.0208(2) Uani 1 1 d . . . . .
O7 O 0.87451(6) 0.52013(12) 0.62557(6) 0.0242(3) Uani 1 1 d . . . . .
O8 O 0.74332(7) 0.36302(11) 0.64099(6) 0.0223(3) Uani 1 1 d . . . . .
C9 C 0.60203(12) 0.2898(2) 0.75134(9) 0.0349(5) Uani 1 1 d . . . . .
H9A H 0.637639 0.217055 0.769864 0.052 Uiso 1 1 calc R U . . .
H9B H 0.630054 0.352327 0.725878 0.052 Uiso 1 1 calc R U . . .
H9C H 0.556717 0.251825 0.721128 0.052 Uiso 1 1 calc R U . . .
C10 C 0.63901(10) 0.39395(18) 0.85706(9) 0.0274(4) Uani 1 1 d . . . . .
H10A H 0.675939 0.454659 0.838749 0.033 Uiso 1 1 calc R U . . .
H10B H 0.668063 0.311666 0.874257 0.033 Uiso 1 1 calc R U . . .
C11 C 0.60740(11) 0.46230(18) 0.91337(9) 0.0286(4) Uani 1 1 d . . . . .
H11A H 0.572697 0.399941 0.933343 0.034 Uiso 1 1 calc R U . . .
H11B H 0.651341 0.489022 0.949324 0.034 Uiso 1 1 calc R U . . .
C12 C 0.54504(11) 0.66240(18) 0.93968(9) 0.0301(4) Uani 1 1 d . . . . .
H12A H 0.593607 0.698389 0.966122 0.045 Uiso 1 1 calc R U . . .
H12B H 0.516729 0.609730 0.969349 0.045 Uiso 1 1 calc R U . . .
H12C H 0.511712 0.736919 0.919781 0.045 Uiso 1 1 calc R U . . .
C13 C 0.34029(11) 0.47016(19) 0.87917(9) 0.0316(4) Uani 1 1 d . . . . .
H13A H 0.300707 0.411508 0.894055 0.047 Uiso 1 1 calc R U . . .
H13B H 0.315796 0.555789 0.863080 0.047 Uiso 1 1 calc R U . . .
H13C H 0.382879 0.486953 0.917226 0.047 Uiso 1 1 calc R U . . .
C14 C 0.31219(10) 0.38907(18) 0.76741(8) 0.0246(4) Uani 1 1 d . . . . .
H14A H 0.290748 0.477784 0.751081 0.030 Uiso 1 1 calc R U . . .
H14B H 0.268517 0.334240 0.779411 0.030 Uiso 1 1 calc R U . . .
C15 C 0.34712(11) 0.32036(17) 0.71301(8) 0.0257(4) Uani 1 1 d . . . . .
H15A H 0.371232 0.233888 0.730064 0.031 Uiso 1 1 calc R U . . .
H15B H 0.305587 0.301369 0.673673 0.031 Uiso 1 1 calc R U . . .
C16 C 0.42915(11) 0.36512(19) 0.63119(8) 0.0283(4) Uani 1 1 d . . . . .
H16A H 0.383937 0.370308 0.594415 0.042 Uiso 1 1 calc R U . . .
H16B H 0.448421 0.272222 0.635702 0.042 Uiso 1 1 calc R U . . .
H16C H 0.471184 0.424238 0.620951 0.042 Uiso 1 1 calc R U . . .
C17 C 0.58130(10) 0.3529(2) 0.51078(10) 0.0348(5) Uani 1 1 d . . . . .
H17A H 0.534961 0.366362 0.475755 0.052 Uiso 1 1 calc R U . . .
H17B H 0.576221 0.407662 0.550536 0.052 Uiso 1 1 calc R U . . .
H17C H 0.585252 0.257698 0.523705 0.052 Uiso 1 1 calc R U . . .
C18 C 0.66174(10) 0.31523(17) 0.42775(8) 0.0249(4) Uani 1 1 d . . . . .
H18A H 0.614044 0.319254 0.392555 0.030 Uiso 1 1 calc R U . . .
H18B H 0.671847 0.219923 0.440765 0.030 Uiso 1 1 calc R U . . .
C19 C 0.73053(10) 0.37197(17) 0.40073(8) 0.0246(4) Uani 1 1 d . . . . .
H19A H 0.739354 0.320496 0.360322 0.030 Uiso 1 1 calc R U . . .
H19B H 0.720038 0.466907 0.387162 0.030 Uiso 1 1 calc R U . . .
C20 C 0.86761(11) 0.40622(19) 0.42624(9) 0.0299(4) Uani 1 1 d . . . . .
H20A H 0.878489 0.342447 0.391615 0.045 Uiso 1 1 calc R U . . .
H20B H 0.912617 0.408963 0.463292 0.045 Uiso 1 1 calc R U . . .
H20C H 0.858855 0.496028 0.406179 0.045 Uiso 1 1 calc R U . . .
C21 C 0.95064(10) 0.55948(19) 0.61339(10) 0.0304(4) Uani 1 1 d . . . . .
H21A H 0.976430 0.614871 0.651159 0.046 Uiso 1 1 calc R U . . .
H21B H 0.945265 0.611505 0.571284 0.046 Uiso 1 1 calc R U . . .
H21C H 0.982499 0.479082 0.609355 0.046 Uiso 1 1 calc R U . . .
C22 C 0.87820(10) 0.43403(18) 0.68299(9) 0.0272(4) Uani 1 1 d . . . . .
H22A H 0.912228 0.474306 0.722679 0.033 Uiso 1 1 calc R U . . .
H22B H 0.900385 0.345485 0.673512 0.033 Uiso 1 1 calc R U . . .
C23 C 0.79570(10) 0.41751(19) 0.69705(8) 0.0269(4) Uani 1 1 d . . . . .
H23A H 0.796628 0.357501 0.736647 0.032 Uiso 1 1 calc R U . . .
H23B H 0.775617 0.506263 0.708829 0.032 Uiso 1 1 calc R U . . .
C24 C 0.75114(12) 0.22128(18) 0.63419(11) 0.0345(4) Uani 1 1 d . . . . .
H24A H 0.736704 0.176247 0.673926 0.052 Uiso 1 1 calc R U . . .
H24B H 0.805817 0.199426 0.630685 0.052 Uiso 1 1 calc R U . . .
H24C H 0.716289 0.190576 0.593294 0.052 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Na1 O4 2.3791(12) . ?
Na1 O2 2.3785(12) . ?
Na1 O3 2.3824(12) . ?
Na1 N1 2.4145(14) . ?
Na1 O1 2.4215(12) . ?
Na1 S1 2.9475(7) . ?
Na2 O5 2.3317(12) . ?
Na2 O7 2.3442(13) . ?
Na2 N2 2.4072(14) . ?
Na2 O8 2.4470(12) . ?
Na2 O6 2.4440(12) . ?
Na2 S4 2.8855(7) . ?
S1 C1 1.6975(16) . ?
S2 C2 1.7452(16) . ?
S2 C1 1.7843(15) . ?
S3 C4 1.7435(16) . ?
S3 C5 1.7866(16) . ?
S4 C5 1.6994(16) . ?
N1 C1 1.3175(19) . ?
N1 C8 1.3863(19) . ?
N2 C5 1.3154(19) . ?
N2 C6 1.3842(19) . ?
C2 C3 1.387(2) . ?
C2 C8 1.421(2) . ?
C3 C4 1.392(2) . ?
C3 H3A 0.9500 . ?
C4 C6 1.419(2) . ?
C6 C7 1.392(2) . ?
C7 C8 1.390(2) . ?
C7 H7A 0.9500 . ?
O1 C10 1.419(2) . ?
O1 C9 1.419(2) . ?
O2 C12 1.420(2) . ?
O2 C11 1.4275(19) . ?
O3 C14 1.4255(19) . ?
O3 C13 1.4286(19) . ?
O4 C15 1.431(2) . ?
O4 C16 1.4259(19) . ?
O5 C18 1.4227(19) . ?
O5 C17 1.418(2) . ?
O6 C19 1.428(2) . ?
O6 C20 1.4318(19) . ?
O7 C21 1.427(2) . ?
O7 C22 1.426(2) . ?
O8 C23 1.425(2) . ?
O8 C24 1.424(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.494(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.494(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.492(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.502(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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
O4 Na1 O2 159.66(5) . . ?
O4 Na1 O3 72.31(4) . . ?
O2 Na1 O3 103.96(4) . . ?
O4 Na1 N1 94.77(4) . . ?
O2 Na1 N1 98.93(5) . . ?
O3 Na1 N1 143.66(5) . . ?
O4 Na1 O1 90.49(4) . . ?
O2 Na1 O1 70.00(4) . . ?
O3 Na1 O1 98.21(4) . . ?
N1 Na1 O1 116.12(5) . . ?
O4 Na1 S1 107.70(3) . . ?
O2 Na1 S1 92.24(3) . . ?
O3 Na1 S1 91.55(3) . . ?
N1 Na1 S1 59.44(3) . . ?
O1 Na1 S1 161.31(4) . . ?
C1 Na1 S1 33.48(3) . . ?
O5 Na2 O7 155.19(5) . . ?
O5 Na2 N2 93.73(5) . . ?
O7 Na2 N2 101.78(5) . . ?
O5 Na2 O8 86.47(4) . . ?
O7 Na2 O8 71.63(4) . . ?
N2 Na2 O8 101.54(4) . . ?
O5 Na2 O6 70.73(4) . . ?
O7 Na2 O6 106.22(4) . . ?
N2 Na2 O6 141.56(5) . . ?
O8 Na2 O6 111.91(4) . . ?
O5 Na2 S4 106.56(4) . . ?
O7 Na2 S4 97.94(4) . . ?
N2 Na2 S4 60.55(3) . . ?
O8 Na2 S4 157.80(4) . . ?
O6 Na2 S4 89.62(3) . . ?
C1 S1 Na1 73.19(5) . . ?
C2 S2 C1 90.29(7) . . ?
C4 S3 C5 90.32(7) . . ?
C5 S4 Na2 73.56(5) . . ?
C1 N1 C8 112.50(13) . . ?
C1 N1 Na1 100.05(9) . . ?
C8 N1 Na1 146.25(10) . . ?
C5 N2 C6 112.71(13) . . ?
C5 N2 Na2 98.29(9) . . ?
C6 N2 Na2 147.37(10) . . ?
N1 C1 S1 126.53(12) . . ?
N1 C1 S2 113.21(11) . . ?
S1 C1 S2 120.26(9) . . ?
C3 C2 C8 121.92(14) . . ?
C3 C2 S2 129.57(12) . . ?
C8 C2 S2 108.52(11) . . ?
C2 C3 C4 117.22(14) . . ?
C2 C3 H3A 121.4 . . ?
C4 C3 H3A 121.4 . . ?
C3 C4 C6 121.79(14) . . ?
C3 C4 S3 129.69(12) . . ?
C6 C4 S3 108.52(11) . . ?
N2 C5 S4 126.70(12) . . ?
N2 C5 S3 112.99(11) . . ?
S4 C5 S3 120.31(9) . . ?
N2 C6 C7 124.44(13) . . ?
N2 C6 C4 115.46(13) . . ?
C7 C6 C4 120.10(14) . . ?
C6 C7 C8 118.88(14) . . ?
C6 C7 H7A 120.6 . . ?
C8 C7 H7A 120.6 . . ?
N1 C8 C7 124.44(13) . . ?
N1 C8 C2 115.47(13) . . ?
C7 C8 C2 120.09(14) . . ?
C10 O1 C9 111.57(13) . . ?
C10 O1 Na1 113.16(10) . . ?
C9 O1 Na1 122.79(10) . . ?
C12 O2 C11 111.96(13) . . ?
C12 O2 Na1 123.16(10) . . ?
C11 O2 Na1 112.07(9) . . ?
C14 O3 C13 110.97(13) . . ?
C14 O3 Na1 105.37(9) . . ?
C13 O3 Na1 114.10(10) . . ?
C15 O4 C16 112.52(13) . . ?
C15 O4 Na1 111.59(9) . . ?
C16 O4 Na1 131.28(10) . . ?
C18 O5 C17 112.65(13) . . ?
C18 O5 Na2 115.74(9) . . ?
C17 O5 Na2 127.74(10) . . ?
C19 O6 C20 110.89(13) . . ?
C19 O6 Na2 102.64(9) . . ?
C20 O6 Na2 116.46(10) . . ?
C21 O7 C22 112.52(13) . . ?
C21 O7 Na2 125.71(10) . . ?
C22 O7 Na2 115.91(10) . . ?
C23 O8 C24 113.19(14) . . ?
C23 O8 Na2 105.72(9) . . ?
C24 O8 Na2 116.65(10) . . ?
O1 C9 H9A 109.5 . . ?
O1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O1 C10 C11 109.21(14) . . ?
O1 C10 H10A 109.8 . . ?
C11 C10 H10A 109.8 . . ?
O1 C10 H10B 109.8 . . ?
C11 C10 H10B 109.8 . . ?
H10A C10 H10B 108.3 . . ?
O2 C11 C10 108.98(14) . . ?
O2 C11 H11A 109.9 . . ?
C10 C11 H11A 109.9 . . ?
O2 C11 H11B 109.9 . . ?
C10 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O3 C13 H13A 109.5 . . ?
O3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O3 C14 C15 109.17(14) . . ?
O3 C14 H14A 109.8 . . ?
C15 C14 H14A 109.8 . . ?
O3 C14 H14B 109.8 . . ?
C15 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
O4 C15 C14 108.51(13) . . ?
O4 C15 H15A 110.0 . . ?
C14 C15 H15A 110.0 . . ?
O4 C15 H15B 110.0 . . ?
C14 C15 H15B 110.0 . . ?
H15A C15 H15B 108.4 . . ?
O4 C16 H16A 109.5 . . ?
O4 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O4 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O5 C17 H17A 109.5 . . ?
O5 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O5 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O5 C18 C19 108.63(13) . . ?
O5 C18 H18A 110.0 . . ?
C19 C18 H18A 110.0 . . ?
O5 C18 H18B 110.0 . . ?
C19 C18 H18B 110.0 . . ?
H18A C18 H18B 108.3 . . ?
O6 C19 C18 109.06(13) . . ?
O6 C19 H19A 109.9 . . ?
C18 C19 H19A 109.9 . . ?
O6 C19 H19B 109.9 . . ?
C18 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?
O6 C20 H20A 109.5 . . ?
O6 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O6 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O7 C21 H21A 109.5 . . ?
O7 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O7 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O7 C22 C23 107.44(13) . . ?
O7 C22 H22A 110.2 . . ?
C23 C22 H22A 110.2 . . ?
O7 C22 H22B 110.2 . . ?
C23 C22 H22B 110.2 . . ?
H22A C22 H22B 108.5 . . ?
O8 C23 C22 112.86(14) . . ?
O8 C23 H23A 109.0 . . ?
C22 C23 H23A 109.0 . . ?
O8 C23 H23B 109.0 . . ?
C22 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
O8 C24 H24A 109.5 . . ?
O8 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O8 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_refine_diff_density_max         0.289
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.051

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_nadmbtthf2
_database_code_depnum_ccdc_archive 'CCDC 2159164'
loop_
_audit_author_name
_audit_author_address
'Roman Rumyantcev'
;IOMC RAS
Russia
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H34 N2 Na2 O4 S4'
_chemical_formula_weight         588.75

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'
Na Na 0.0362 0.0249 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   15.2774(6)
_cell_length_b                   11.0794(4)
_cell_length_c                   16.7363(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2832.86(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9853
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      30.07

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_F_000             1240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.399
_shelx_estimated_absorpt_T_min   0.921
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.921
_exptl_absorpt_correction_T_max  0.954
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus tube'
_diffrn_measurement_device_type  'Bruker D8 Quest (CMOS)'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46605
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.576
_diffrn_reflns_theta_max         30.117
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4153
_reflns_number_gt                3427
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       APEX4
_computing_cell_refinement       'Saint 8.40b'
_computing_data_reduction        'Saint 8.40b'
_computing_structure_solution    'SHELXT 2018/2'
_computing_structure_refinement  'SHELXL 2018/3'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0330P)²+1.6776P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00116(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4153
_refine_ls_number_parameters     198
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.0777
_refine_ls_wR_factor_gt          0.0724
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Na1 Na 0.49738(3) 0.43136(4) 0.79464(3) 0.01385(11) Uani 1 1 d . . . . .
N1 N 0.49264(6) 0.40099(9) 0.65257(6) 0.01174(19) Uani 1 1 d . . . . .
S1 S 0.48576(2) 0.18505(3) 0.72564(2) 0.01511(8) Uani 1 1 d . . . . .
S2 S 0.49736(2) 0.22899(2) 0.54677(2) 0.01215(8) Uani 1 1 d . . . . .
C1 C 0.49192(7) 0.28286(10) 0.64656(7) 0.0118(2) Uani 1 1 d . . . . .
C2 C 0.49903(7) 0.37718(10) 0.51174(7) 0.0110(2) Uani 1 1 d . . . . .
C3 C 0.49667(7) 0.45661(10) 0.57816(7) 0.0107(2) Uani 1 1 d . . . . .
C4 C 0.50221(7) 0.41857(10) 0.43343(7) 0.0118(2) Uani 1 1 d . . . . .
H4A H 0.503565 0.364194 0.389562 0.014 Uiso 1 1 calc R U . . .
O1 O 0.3597(8) 0.4307(10) 0.8548(14) 0.0275(8) Uani 0.632(9) 1 d D . P A 1
C5 C 0.3107(5) 0.3224(9) 0.8707(6) 0.0239(10) Uani 0.632(9) 1 d D . P A 1
H5A H 0.335015 0.278853 0.917331 0.029 Uiso 0.632(9) 1 calc R U P A 1
H5B H 0.311441 0.267895 0.823798 0.029 Uiso 0.632(9) 1 calc R U P A 1
C6 C 0.2183(4) 0.3663(5) 0.8878(4) 0.0353(11) Uani 0.632(9) 1 d D . P A 1
H6A H 0.173996 0.307526 0.869051 0.042 Uiso 0.632(9) 1 calc R U P A 1
H6B H 0.209514 0.381389 0.945592 0.042 Uiso 0.632(9) 1 calc R U P A 1
C7 C 0.2141(4) 0.4836(6) 0.8399(3) 0.0329(10) Uani 0.632(9) 1 d D . P A 1
H7A H 0.166907 0.537313 0.859310 0.039 Uiso 0.632(9) 1 calc R U P A 1
H7B H 0.205702 0.467874 0.782125 0.039 Uiso 0.632(9) 1 calc R U P A 1
C8 C 0.3044(4) 0.5358(8) 0.8571(4) 0.0266(10) Uani 0.632(9) 1 d D . P A 1
H8A H 0.321707 0.595145 0.815806 0.032 Uiso 0.632(9) 1 calc R U P A 1
H8B H 0.306209 0.574973 0.910223 0.032 Uiso 0.632(9) 1 calc R U P A 1
O2 O 0.6232(6) 0.3921(6) 0.8680(4) 0.0240(9) Uani 0.755(10) 1 d D . P A 1
C9 C 0.6703(4) 0.4898(7) 0.9059(7) 0.0398(13) Uani 0.755(10) 1 d D . P A 1
H9A H 0.655399 0.494749 0.963381 0.048 Uiso 0.755(10) 1 calc R U P A 1
H9B H 0.655950 0.567856 0.880256 0.048 Uiso 0.755(10) 1 calc R U P A 1
C10 C 0.7657(3) 0.4601(3) 0.8950(3) 0.0382(8) Uani 0.755(10) 1 d D . P A 1
H10A H 0.799214 0.480424 0.943733 0.046 Uiso 0.755(10) 1 calc R U P A 1
H10B H 0.790375 0.505733 0.849410 0.046 Uiso 0.755(10) 1 calc R U P A 1
C11 C 0.76941(18) 0.3267(3) 0.8790(3) 0.0311(7) Uani 0.755(10) 1 d D . P A 1
H11A H 0.798109 0.310371 0.827077 0.037 Uiso 0.755(10) 1 calc R U P A 1
H11B H 0.802343 0.284738 0.921682 0.037 Uiso 0.755(10) 1 calc R U P A 1
C12 C 0.67423(19) 0.2851(3) 0.8776(3) 0.0223(6) Uani 0.755(10) 1 d D . P A 1
H12A H 0.664057 0.228833 0.832629 0.027 Uiso 0.755(10) 1 calc R U P A 1
H12B H 0.658941 0.243809 0.928155 0.027 Uiso 0.755(10) 1 calc R U P A 1
O1' O 0.3669(14) 0.4366(17) 0.855(2) 0.0275(8) Uani 0.368(9) 1 d D . P A 2
C5' C 0.3138(9) 0.3375(17) 0.8822(11) 0.0239(10) Uani 0.368(9) 1 d D . P A 2
H5'A H 0.319922 0.328161 0.940770 0.029 Uiso 0.368(9) 1 calc R U P A 2
H5'B H 0.333207 0.261617 0.856433 0.029 Uiso 0.368(9) 1 calc R U P A 2
C6' C 0.2195(8) 0.3629(10) 0.8610(7) 0.0353(11) Uani 0.368(9) 1 d D . P A 2
H6'A H 0.205010 0.331755 0.807187 0.042 Uiso 0.368(9) 1 calc R U P A 2
H6'B H 0.179126 0.326679 0.900581 0.042 Uiso 0.368(9) 1 calc R U P A 2
C7' C 0.2153(7) 0.5004(9) 0.8633(7) 0.0329(10) Uani 0.368(9) 1 d D . P A 2
H7'A H 0.202820 0.530416 0.917858 0.039 Uiso 0.368(9) 1 calc R U P A 2
H7'B H 0.170577 0.532020 0.825936 0.039 Uiso 0.368(9) 1 calc R U P A 2
C8' C 0.3073(8) 0.5334(15) 0.8367(7) 0.0266(10) Uani 0.368(9) 1 d D . P A 2
H8'A H 0.307665 0.549159 0.778432 0.032 Uiso 0.368(9) 1 calc R U P A 2
H8'B H 0.326399 0.607935 0.864296 0.032 Uiso 0.368(9) 1 calc R U P A 2
O2' O 0.6250(19) 0.3936(19) 0.8555(14) 0.0240(9) Uani 0.245(10) 1 d D . P A 2
C9' C 0.6665(11) 0.473(3) 0.912(2) 0.0398(13) Uani 0.245(10) 1 d D . P A 2
H9'A H 0.637152 0.465990 0.964752 0.048 Uiso 0.245(10) 1 calc R U P A 2
H9'B H 0.660990 0.557713 0.893885 0.048 Uiso 0.245(10) 1 calc R U P A 2
C10' C 0.7621(9) 0.4405(10) 0.9205(9) 0.0382(8) Uani 0.245(10) 1 d D . P A 2
H10C H 0.798897 0.485470 0.881996 0.046 Uiso 0.245(10) 1 calc R U P A 2
H10D H 0.783726 0.455103 0.975422 0.046 Uiso 0.245(10) 1 calc R U P A 2
C11' C 0.7593(7) 0.3108(10) 0.9017(7) 0.0311(7) Uani 0.245(10) 1 d D . P A 2
H11C H 0.758666 0.262847 0.951584 0.037 Uiso 0.245(10) 1 calc R U P A 2
H11D H 0.811684 0.287614 0.870371 0.037 Uiso 0.245(10) 1 calc R U P A 2
C12' C 0.6776(7) 0.2863(12) 0.8540(7) 0.0223(6) Uani 0.245(10) 1 d D . P A 2
H12C H 0.693072 0.265360 0.798206 0.027 Uiso 0.245(10) 1 calc R U P A 2
H12D H 0.644943 0.217873 0.877550 0.027 Uiso 0.245(10) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Na1 O2 2.322(7) . ?
Na1 O1' 2.24(2) . ?
Na1 O1 2.332(14) . ?
Na1 O2' 2.24(2) . ?
Na1 N1 2.4026(11) . ?
Na1 S1 2.8428(6) 3_656 ?
Na1 S1 2.9686(6) . ?
N1 C1 1.3127(15) . ?
N1 C3 1.3908(15) . ?
S1 C1 1.7131(12) . ?
S2 C2 1.7436(12) . ?
S2 C1 1.7755(12) . ?
C2 C4 1.3894(15) . ?
C2 C3 1.4182(16) . ?
C3 C4 1.3966(15) 5_666 ?
C4 H4A 0.9500 . ?
O1 C8 1.439(6) . ?
O1 C5 1.440(5) . ?
C5 C6 1.521(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.529(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.523(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
O2 C9 1.447(4) . ?
O2 C12 1.427(3) . ?
C9 C10 1.505(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.502(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.526(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
O1' C8' 1.439(7) . ?
O1' C5' 1.439(7) . ?
C5' C6' 1.511(7) . ?
C5' H5'A 0.9900 . ?
C5' H5'B 0.9900 . ?
C6' C7' 1.525(7) . ?
C6' H6'A 0.9900 . ?
C6' H6'B 0.9900 . ?
C7' C8' 1.520(7) . ?
C7' H7'A 0.9900 . ?
C7' H7'B 0.9900 . ?
C8' H8'A 0.9900 . ?
C8' H8'B 0.9900 . ?
O2' C9' 1.442(7) . ?
O2' C12' 1.435(7) . ?
C9' C10' 1.511(8) . ?
C9' H9'A 0.9900 . ?
C9' H9'B 0.9900 . ?
C10' C11' 1.472(8) . ?
C10' H10C 0.9900 . ?
C10' H10D 0.9900 . ?
C11' C12' 1.506(8) . ?
C11' H11C 0.9900 . ?
C11' H11D 0.9900 . ?
C12' H12C 0.9900 . ?
C12' H12D 0.9900 . ?

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
O2 Na1 O1 121.2(6) . . ?
O1' Na1 O2' 125.2(12) . . ?
O2 Na1 N1 121.46(17) . . ?
O1' Na1 N1 115.0(10) . . ?
O1 Na1 N1 113.6(6) . . ?
O2' Na1 N1 116.8(6) . . ?
O2 Na1 S1 100.0(2) . 3_656 ?
O1 Na1 S1 97.8(3) . 3_656 ?
N1 Na1 S1 91.32(3) . 3_656 ?
O2 Na1 S1 94.75(16) . . ?
O1' Na1 S1 98.4(7) . . ?
O1 Na1 S1 96.4(4) . . ?
O2' Na1 S1 93.3(5) . . ?
N1 Na1 S1 58.97(3) . . ?
S1 Na1 S1 150.211(18) 3_656 . ?
C1 N1 C3 111.93(10) . . ?
C1 N1 Na1 102.45(7) . . ?
C3 N1 Na1 145.37(8) . . ?
C1 S1 Na1 121.89(4) . 3_646 ?
C1 S1 Na1 73.49(4) . . ?
Na1 S1 Na1 161.793(12) 3_646 . ?
C2 S2 C1 90.03(5) . . ?
N1 C1 S1 124.89(9) . . ?
N1 C1 S2 114.00(9) . . ?
S1 C1 S2 121.11(7) . . ?
C4 C2 C3 122.37(10) . . ?
C4 C2 S2 128.94(9) . . ?
C3 C2 S2 108.68(8) . . ?
N1 C3 C4 124.30(10) . 5_666 ?
N1 C3 C2 115.34(10) . . ?
C4 C3 C2 120.35(10) 5_666 . ?
C2 C4 C3 117.27(10) . 5_666 ?
C2 C4 H4A 121.4 . . ?
C3 C4 H4A 121.4 5_666 . ?
C8 O1 C5 111.3(9) . . ?
C8 O1 Na1 122.6(7) . . ?
C5 O1 Na1 123.5(8) . . ?
O1 C5 C6 104.5(8) . . ?
O1 C5 H5A 110.8 . . ?
C6 C5 H5A 110.8 . . ?
O1 C5 H5B 110.8 . . ?
C6 C5 H5B 110.8 . . ?
H5A C5 H5B 108.9 . . ?
C7 C6 C5 102.2(6) . . ?
C7 C6 H6A 111.3 . . ?
C5 C6 H6A 111.3 . . ?
C7 C6 H6B 111.3 . . ?
C5 C6 H6B 111.3 . . ?
H6A C6 H6B 109.2 . . ?
C6 C7 C8 100.7(6) . . ?
C6 C7 H7A 111.6 . . ?
C8 C7 H7A 111.6 . . ?
C6 C7 H7B 111.6 . . ?
C8 C7 H7B 111.6 . . ?
H7A C7 H7B 109.4 . . ?
O1 C8 C7 102.7(9) . . ?
O1 C8 H8A 111.2 . . ?
C7 C8 H8A 111.2 . . ?
O1 C8 H8B 111.2 . . ?
C7 C8 H8B 111.2 . . ?
H8A C8 H8B 109.1 . . ?
C9 O2 C12 107.5(6) . . ?
C9 O2 Na1 120.2(4) . . ?
C12 O2 Na1 131.9(5) . . ?
O2 C9 C10 105.3(6) . . ?
O2 C9 H9A 110.7 . . ?
C10 C9 H9A 110.7 . . ?
O2 C9 H9B 110.7 . . ?
C10 C9 H9B 110.7 . . ?
H9A C9 H9B 108.8 . . ?
C9 C10 C11 105.9(4) . . ?
C9 C10 H10A 110.6 . . ?
C11 C10 H10A 110.6 . . ?
C9 C10 H10B 110.6 . . ?
C11 C10 H10B 110.6 . . ?
H10A C10 H10B 108.7 . . ?
C12 C11 C10 105.3(3) . . ?
C12 C11 H11A 110.7 . . ?
C10 C11 H11A 110.7 . . ?
C12 C11 H11B 110.7 . . ?
C10 C11 H11B 110.7 . . ?
H11A C11 H11B 108.8 . . ?
O2 C12 C11 105.7(5) . . ?
O2 C12 H12A 110.6 . . ?
C11 C12 H12A 110.6 . . ?
O2 C12 H12B 110.6 . . ?
C11 C12 H12B 110.6 . . ?
H12A C12 H12B 108.7 . . ?
C8' O1' C5' 106.3(17) . . ?
C8' O1' Na1 119.2(15) . . ?
C5' O1' Na1 128.7(14) . . ?
O1' C5' C6' 108.7(17) . . ?
O1' C5' H5'A 110.0 . . ?
C6' C5' H5'A 110.0 . . ?
O1' C5' H5'B 110.0 . . ?
C6' C5' H5'B 110.0 . . ?
H5'A C5' H5'B 108.3 . . ?
C7' C6' C5' 102.8(12) . . ?
C7' C6' H6'A 111.2 . . ?
C5' C6' H6'A 111.2 . . ?
C7' C6' H6'B 111.2 . . ?
C5' C6' H6'B 111.2 . . ?
H6'A C6' H6'B 109.1 . . ?
C6' C7' C8' 101.2(10) . . ?
C6' C7' H7'A 111.5 . . ?
C8' C7' H7'A 111.5 . . ?
C6' C7' H7'B 111.5 . . ?
C8' C7' H7'B 111.5 . . ?
H7'A C7' H7'B 109.4 . . ?
O1' C8' C7' 110.1(14) . . ?
O1' C8' H8'A 109.7 . . ?
C7' C8' H8'A 109.7 . . ?
O1' C8' H8'B 109.6 . . ?
C7' C8' H8'B 109.6 . . ?
H8'A C8' H8'B 108.2 . . ?
C9' O2' C12' 105.8(19) . . ?
C9' O2' Na1 124.6(11) . . ?
C12' O2' Na1 129.4(16) . . ?
O2' C9' C10' 110(2) . . ?
O2' C9' H9'A 109.7 . . ?
C10' C9' H9'A 109.7 . . ?
O2' C9' H9'B 109.7 . . ?
C10' C9' H9'B 109.7 . . ?
H9'A C9' H9'B 108.2 . . ?
C11' C10' C9' 100.7(15) . . ?
C11' C10' H10C 111.6 . . ?
C9' C10' H10C 111.6 . . ?
C11' C10' H10D 111.6 . . ?
C9' C10' H10D 111.6 . . ?
H10C C10' H10D 109.4 . . ?
C10' C11' C12' 108.3(10) . . ?
C10' C11' H11C 110.0 . . ?
C12' C11' H11C 110.0 . . ?
C10' C11' H11D 110.0 . . ?
C12' C11' H11D 110.0 . . ?
H11C C11' H11D 108.4 . . ?
O2' C12' C11' 107.8(14) . . ?
O2' C12' H12C 110.1 . . ?
C11' C12' H12C 110.1 . . ?
O2' C12' H12D 110.1 . . ?
C11' C12' H12D 110.1 . . ?
H12C C12' H12D 108.5 . . ?

_refine_diff_density_max         0.421
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.059

