# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_xh042
_database_code_depnum_ccdc_archive 'CCDC 2072532'
loop_
_audit_author_name
_audit_author_address
'Christoph Jessen'
;LMU Munich
Germany
;
_audit_update_record             
;
2021-03-23 deposited with the CCDC.	2025-02-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT111_xh042               
;
PROBLEM: ADDSYM Detects New (Pseudo) Centre of Symmetry .        100 %Fit
RESPONSE: due to disorder, structure can be solved meaningfully only in Pn
;
_vrf_PLAT113_xh042               
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New  Space Group      P21/n Check
RESPONSE: due to disorder, structure can be solved meaningfully only in Pn
;
_audit_block_code                ?
_audit_creation_method           SHELXL-2018/3
_audit_creation_date             2020-09-14
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(F6 Sb), C2 H5 N3 O2, 2(F H)'
_chemical_formula_sum            'C2 H7 F14 N3 O2 Sb2'
_chemical_formula_weight         614.61

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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

_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'

_cell_length_a                   6.5268(4)
_cell_length_b                   8.4200(5)
_cell_length_c                   12.0682(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.487(7)
_cell_angle_gamma                90
_cell_volume                     647.53(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    107(2)
_cell_measurement_reflns_used    4069
_cell_measurement_theta_min      2.9300
_cell_measurement_theta_max      32.5730

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    3.152
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.327
_exptl_crystal_size_mid          0.213
_exptl_crystal_size_min          0.129
_exptl_absorpt_coefficient_mu    4.359
_shelx_estimated_absorpt_T_min   0.330
_shelx_estimated_absorpt_T_max   0.603
_exptl_absorpt_correction_T_min  0.50211
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      107(2) # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            13054
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.419
_diffrn_reflns_theta_max         32.727
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4344
_reflns_number_gt                3585
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.915
_reflns_Friedel_fraction_max     0.872
_reflns_Friedel_fraction_full    0.997

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    
'SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP-3, Version ORTEP-III (1.0.3), L. J. Farrugia, J. Appl. Cryst. (2012),45, 849-854'
_computing_publication_material  
'PLATON (A.L.Spek, Acta Cryst. 2009, D65, 148-155.) '
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.

 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0175P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.36(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4344
_refine_ls_number_parameters     205
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_ref         0.0568
_refine_ls_wR_factor_gt          0.0515
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.043
_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
C2 C 0.1012(18) 0.7009(15) 0.3319(11) 0.013(3) Uani 1 1 d . . . . .
N3 N 0.2294(11) 0.6274(7) 0.4123(6) 0.0151(14) Uani 1 1 d . . . . .
H3 H 0.197979 0.542805 0.448140 0.018 Uiso 1 1 calc R U . . .
C1 C 0.410(2) 0.8160(16) 0.3613(12) 0.014(3) Uani 1 1 d . . . . .
N2 N 0.4218(10) 0.7008(7) 0.4336(5) 0.0147(12) Uani 1 1 d . . . . .
H2 H 0.532237 0.674555 0.486328 0.018 Uiso 1 1 calc R U . . .
N1 N 0.2102(12) 0.8218(8) 0.2948(6) 0.0150(13) Uani 1 1 d . . . . .
H1 H 0.162135 0.889356 0.239665 0.018 Uiso 1 1 calc R U . . .
O1 O 0.5693(8) 0.9042(6) 0.3563(5) 0.0171(10) Uani 1 1 d . . . . .
H4 H 0.531899 0.976552 0.308195 0.026 Uiso 1 1 calc R U . . .
O2 O -0.0897(8) 0.6610(6) 0.2956(5) 0.0192(11) Uani 1 1 d . . . . .
H5 H -0.148783 0.727005 0.246926 0.029 Uiso 1 1 calc R U . . .
Sb1 Sb 0.96183(5) 0.64047(9) 0.70835(3) 0.01033(18) Uani 1 1 d . . . . .
F1 F 0.8087(17) 0.6539(8) 0.5551(10) 0.0162(5) Uani 1 1 d . . . . .
F2 F 0.961(2) 0.8657(7) 0.7164(12) 0.0135(18) Uani 1 1 d . . . . .
F3 F 1.2114(17) 0.6468(8) 0.6549(9) 0.0164(5) Uani 1 1 d . . . . .
F4 F 1.0969(17) 0.6288(8) 0.8595(9) 0.0142(18) Uani 1 1 d . . . . .
F5 F 0.9584(18) 0.4179(8) 0.7019(10) 0.0156(17) Uani 1 1 d . . . . .
F6 F 0.7027(18) 0.6365(8) 0.7485(10) 0.0152(18) Uani 1 1 d . . . . .
Sb2 Sb 0.05053(5) 0.14058(9) 0.49020(3) 0.01025(18) Uani 1 1 d . . . . .
F7 F 0.1997(18) 0.1519(8) 0.6416(10) 0.0162(5) Uani 1 1 d . . . . .
F8 F 0.051(2) 0.3631(7) 0.4780(11) 0.015(2) Uani 1 1 d . . . . .
F9 F -0.2002(17) 0.1520(8) 0.5389(9) 0.0164(5) Uani 1 1 d . . . . .
F10 F -0.1068(17) 0.1267(9) 0.3381(9) 0.0184(19) Uani 1 1 d D . . . .
F11 F 0.0518(19) -0.0798(8) 0.4977(10) 0.0186(18) Uani 1 1 d . . . . .
F12 F 0.3000(19) 0.1321(8) 0.4367(10) 0.0151(18) Uani 1 1 d . . . . .
F13 F 1.0048(14) 0.5970(9) 1.0642(8) 0.0246(18) Uani 1 1 d D . . . .
H6 H 1.014(13) 0.691(6) 1.022(6) 0.029 Uiso 1 1 d D U . . .
F14 F 0.0236(14) 0.0749(9) 0.1481(8) 0.0261(18) Uani 1 1 d D . . . .
H7 H -0.044(12) 0.121(8) 0.204(5) 0.031 Uiso 1 1 d D 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
C2 O2 1.273(13) . ?
C2 N3 1.294(14) . ?
C2 N1 1.372(14) . ?
N3 N2 1.373(8) . ?
C1 O1 1.290(14) . ?
C1 N2 1.296(15) . ?
C1 N1 1.376(14) . ?
Sb1 F4 1.849(11) . ?
Sb1 F6 1.858(11) . ?
Sb1 F5 1.876(7) . ?
Sb1 F3 1.878(11) . ?
Sb1 F2 1.899(6) . ?
Sb1 F1 1.906(11) . ?
Sb2 F9 1.857(11) . ?
Sb2 F11 1.858(7) . ?
Sb2 F7 1.877(12) . ?
Sb2 F12 1.879(12) . ?
Sb2 F8 1.880(6) . ?
Sb2 F10 1.904(11) . ?

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 C2 N3 123.9(11) . . ?
O2 C2 N1 128.4(11) . . ?
N3 C2 N1 107.6(9) . . ?
C2 N3 N2 110.0(8) . . ?
O1 C1 N2 122.1(11) . . ?
O1 C1 N1 128.6(12) . . ?
N2 C1 N1 109.3(10) . . ?
C1 N2 N3 107.0(8) . . ?
C2 N1 C1 106.0(10) . . ?
F4 Sb1 F6 90.5(5) . . ?
F4 Sb1 F5 89.2(4) . . ?
F6 Sb1 F5 89.4(4) . . ?
F4 Sb1 F3 94.4(5) . . ?
F6 Sb1 F3 175.1(6) . . ?
F5 Sb1 F3 91.0(4) . . ?
F4 Sb1 F2 90.5(5) . . ?
F6 Sb1 F2 89.4(5) . . ?
F5 Sb1 F2 178.8(7) . . ?
F3 Sb1 F2 90.2(5) . . ?
F4 Sb1 F1 176.9(6) . . ?
F6 Sb1 F1 86.5(5) . . ?
F5 Sb1 F1 91.1(4) . . ?
F3 Sb1 F1 88.6(5) . . ?
F2 Sb1 F1 89.0(5) . . ?
F9 Sb2 F11 91.8(4) . . ?
F9 Sb2 F7 89.8(5) . . ?
F11 Sb2 F7 90.4(4) . . ?
F9 Sb2 F12 178.2(6) . . ?
F11 Sb2 F12 89.1(4) . . ?
F7 Sb2 F12 91.8(5) . . ?
F9 Sb2 F8 89.4(5) . . ?
F11 Sb2 F8 178.2(6) . . ?
F7 Sb2 F8 90.9(5) . . ?
F12 Sb2 F8 89.7(5) . . ?
F9 Sb2 F10 88.8(5) . . ?
F11 Sb2 F10 88.9(4) . . ?
F7 Sb2 F10 178.5(6) . . ?
F12 Sb2 F10 89.6(5) . . ?
F8 Sb2 F10 89.7(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C2 N3 N2 -178.7(10) . . . . ?
N1 C2 N3 N2 2.5(12) . . . . ?
O1 C1 N2 N3 -177.0(9) . . . . ?
N1 C1 N2 N3 1.6(11) . . . . ?
C2 N3 N2 C1 -2.6(8) . . . . ?
O2 C2 N1 C1 179.8(7) . . . . ?
N3 C2 N1 C1 -1.5(16) . . . . ?
O1 C1 N1 C2 178.4(7) . . . . ?
N2 C1 N1 C2 -0.1(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3 H3 F8 0.88 1.87 2.708(12) 159.1 . yes
N3 H3 F13 0.88 2.48 2.955(11) 114.6 2_464 yes
N2 H2 F1 0.88 1.82 2.661(13) 158.1 . yes
N2 H2 F13 0.88 2.49 2.949(10) 112.9 2_464 yes
N1 H1 F14 0.88 2.01 2.868(11) 164.1 1_565 yes
O1 H4 F2 0.84 1.73 2.567(12) 176.2 2_474 yes
O2 H5 F7 0.84 1.76 2.593(12) 172.5 2_464 yes
F13 H6 F9 0.952(14) 2.26(7) 2.920(13) 126(7) 2_665 yes
F13 H6 F12 0.952(14) 2.15(6) 2.910(13) 136(7) 2_565 yes
F14 H7 F3 0.956(14) 2.52(7) 3.118(13) 121(5) 2_364 yes
F14 H7 F10 0.956(14) 1.76(3) 2.648(16) 153(7) . yes

_refine_diff_density_max         1.121
_refine_diff_density_min         -0.843
_refine_diff_density_rms         0.178



####################################################################### 
# 
# 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_xh045_2
_database_code_depnum_ccdc_archive 'CCDC 2072533'
loop_
_audit_author_name
_audit_author_address
'Christoph Jessen'
;LMU Munich
Germany
;
_audit_update_record             
;
2021-03-23 deposited with the CCDC.	2025-02-06 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           SHELXL-2018/3
_audit_creation_date             2020-09-22
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(As F6), C2 H5 N3 O2'
_chemical_formula_sum            'C2 H5 As2 F12 N3 O2'
_chemical_formula_weight         480.93

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'
As As 0.0499 2.0058 '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                   9.4694(7)
_cell_length_b                   11.6800(7)
_cell_length_c                   21.1896(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2343.6(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    108(2)
_cell_measurement_reflns_used    6498
_cell_measurement_theta_min      1.9980
_cell_measurement_theta_max      31.6740

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.726
_exptl_crystal_F_000             1824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.233
_exptl_crystal_size_min          0.143
_exptl_absorpt_coefficient_mu    5.874
_shelx_estimated_absorpt_T_min   0.144
_shelx_estimated_absorpt_T_max   0.487
_exptl_absorpt_correction_T_min  0.23734
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.676
_oxdiff_exptl_absorpt_empirical_full_max 3.482
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      108(2) # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            26887
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.922
_diffrn_reflns_theta_max         32.324
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4001
_reflns_number_gt                3215
_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 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    
'SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP-3, Version ORTEP-III (1.0.3), L. J. Farrugia, J. Appl. Cryst. (2012),45, 849-854'
_computing_publication_material  
'PLATON (A.L.Spek, Acta Cryst. 2009, D65, 148-155.) '
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0260P)²+3.4141P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4001
_refine_ls_number_parameters     210
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0735
_refine_ls_wR_factor_gt          0.0670
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.097
_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
As1 As -0.16561(3) 0.83559(2) 0.48382(2) 0.01384(7) Uani 1 1 d . . . . .
As2 As 0.70909(3) 0.55442(2) 0.28783(2) 0.01292(7) Uani 1 1 d . . . . .
F9 F 0.6187(2) 0.68095(14) 0.29690(8) 0.0227(4) Uani 1 1 d . . . . .
F2 F -0.02051(19) 0.87825(14) 0.43888(8) 0.0209(4) Uani 1 1 d . . . . .
F5 F -0.2089(2) 0.97899(14) 0.49303(8) 0.0225(4) Uani 1 1 d . . . . .
F8 F 0.7658(2) 0.56055(14) 0.36501(7) 0.0221(4) Uani 1 1 d . . . . .
F1 F -0.2647(2) 0.83302(14) 0.41601(8) 0.0250(4) Uani 1 1 d . . . . .
F7 F 0.8573(2) 0.63340(16) 0.26698(9) 0.0270(4) Uani 1 1 d . . . . .
F11 F 0.8040(2) 0.42948(14) 0.27789(8) 0.0284(4) Uani 1 1 d . . . . .
F10 F 0.6626(2) 0.55022(15) 0.20963(8) 0.0274(4) Uani 1 1 d . . . . .
F6 F -0.1197(2) 0.69549(14) 0.47342(9) 0.0252(4) Uani 1 1 d . . . . .
F3 F -0.0657(2) 0.84253(16) 0.55078(8) 0.0292(4) Uani 1 1 d . . . . .
F4 F -0.3098(2) 0.79760(17) 0.52748(10) 0.0326(5) Uani 1 1 d . . . . .
O1 O 0.1223(2) 0.78532(18) 0.34855(9) 0.0203(4) Uani 1 1 d D . . . .
F12 F 0.5641(2) 0.47778(17) 0.30835(10) 0.0338(5) Uani 1 1 d . . . . .
O2 O 0.4955(3) 0.99585(17) 0.42694(10) 0.0211(4) Uani 1 1 d D . . . .
N1 N 0.2870(3) 0.90508(19) 0.40114(10) 0.0142(4) Uani 1 1 d . . . . .
N3 N 0.3583(3) 0.7912(2) 0.32789(11) 0.0164(5) Uani 1 1 d . . . . .
N2 N 0.4726(3) 0.8510(2) 0.35019(11) 0.0172(5) Uani 1 1 d D . . . .
C1 C 0.2462(3) 0.8245(2) 0.35889(11) 0.0145(5) Uani 1 1 d . . . . .
C2 C 0.4277(3) 0.9215(2) 0.39430(12) 0.0152(5) Uani 1 1 d . . . . .
H2 H 0.576(4) 1.006(4) 0.413(2) 0.052(14) Uiso 1 1 d D . . . .
H1 H 0.059(5) 0.812(4) 0.375(2) 0.062(15) Uiso 1 1 d D . . . .
H4 H 0.363(4) 0.741(3) 0.3025(17) 0.021(9) Uiso 1 1 d . . . . .
H3 H 0.239(4) 0.930(3) 0.4283(18) 0.026(10) Uiso 1 1 d . . . . .
H5 H 0.559(4) 0.842(3) 0.3369(17) 0.031(10) Uiso 1 1 d D . . . .


_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
As1 F6 1.7074(16) . ?
As1 F3 1.7074(18) . ?
As1 F4 1.7084(19) . ?
As1 F1 1.7165(17) . ?
As1 F5 1.7355(16) . ?
As1 F2 1.7444(17) . ?
As2 F12 1.695(2) . ?
As2 F10 1.7151(16) . ?
As2 F9 1.7189(16) . ?
As2 F8 1.7229(16) . ?
As2 F11 1.7270(17) . ?
As2 F7 1.7368(19) . ?
O1 C1 1.279(4) . ?
O2 C2 1.283(3) . ?
N1 C2 1.354(4) . ?
N1 C1 1.355(3) . ?
N3 C1 1.308(4) . ?
N3 N2 1.372(3) . ?
N2 C2 1.316(3) . ?

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
F6 As1 F3 90.67(9) . . ?
F6 As1 F4 91.41(10) . . ?
F3 As1 F4 90.31(10) . . ?
F6 As1 F1 90.83(9) . . ?
F3 As1 F1 178.19(9) . . ?
F4 As1 F1 90.67(10) . . ?
F6 As1 F5 178.53(9) . . ?
F3 As1 F5 89.53(9) . . ?
F4 As1 F5 90.04(9) . . ?
F1 As1 F5 88.95(8) . . ?
F6 As1 F2 90.16(9) . . ?
F3 As1 F2 90.20(9) . . ?
F4 As1 F2 178.35(9) . . ?
F1 As1 F2 88.78(9) . . ?
F5 As1 F2 88.39(8) . . ?
F12 As2 F10 91.43(10) . . ?
F12 As2 F9 91.26(10) . . ?
F10 As2 F9 90.27(8) . . ?
F12 As2 F8 91.76(9) . . ?
F10 As2 F8 176.63(10) . . ?
F9 As2 F8 90.76(8) . . ?
F12 As2 F11 90.38(11) . . ?
F10 As2 F11 89.52(8) . . ?
F9 As2 F11 178.35(10) . . ?
F8 As2 F11 89.35(8) . . ?
F12 As2 F7 179.77(12) . . ?
F10 As2 F7 88.67(10) . . ?
F9 As2 F7 88.53(9) . . ?
F8 As2 F7 88.15(9) . . ?
F11 As2 F7 89.83(10) . . ?
C2 N1 C1 107.9(2) . . ?
C1 N3 N2 108.4(2) . . ?
C2 N2 N3 108.0(2) . . ?
O1 C1 N3 123.5(2) . . ?
O1 C1 N1 128.6(3) . . ?
N3 C1 N1 107.9(3) . . ?
O2 C2 N2 130.2(3) . . ?
O2 C2 N1 122.0(2) . . ?
N2 C2 N1 107.8(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N3 N2 C2 -0.7(3) . . . . ?
N2 N3 C1 O1 179.3(2) . . . . ?
N2 N3 C1 N1 -0.2(3) . . . . ?
C2 N1 C1 O1 -178.4(3) . . . . ?
C2 N1 C1 N3 1.0(3) . . . . ?
N3 N2 C2 O2 -177.9(3) . . . . ?
N3 N2 C2 N1 1.3(3) . . . . ?
C1 N1 C2 O2 177.8(2) . . . . ?
C1 N1 C2 N2 -1.5(3) . . . . ?

_refine_diff_density_max         1.020
_refine_diff_density_min         -0.846
_refine_diff_density_rms         0.144



####################################################################### 
# 
# 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_xh047
_database_code_depnum_ccdc_archive 'CCDC 2072535'
loop_
_audit_author_name
_audit_author_address
'Christoph Jessen'
;LMU Munich
Germany
;
_audit_update_record             
;
2021-03-23 deposited with the CCDC.	2025-02-06 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           SHELXL-2018/3
_audit_creation_date             2020-09-28
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'F10 Ge2, C2 H5 N3 O2'
_chemical_formula_sum            'C2 H5 F10 Ge2 N3 O2'
_chemical_formula_weight         438.27

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 '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'

_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                   7.8994(10)
_cell_length_b                   18.299(3)
_cell_length_c                   8.1991(11)
_cell_angle_alpha                90
_cell_angle_beta                 114.751(16)
_cell_angle_gamma                90
_cell_volume                     1076.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    101(2)
_cell_measurement_reflns_used    1296
_cell_measurement_theta_min      2.9770
_cell_measurement_theta_max      31.5310

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.705
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.395
_exptl_crystal_size_mid          0.268
_exptl_crystal_size_min          0.212
_exptl_absorpt_coefficient_mu    5.733
_shelx_estimated_absorpt_T_min   0.210
_shelx_estimated_absorpt_T_max   0.376
_exptl_absorpt_correction_T_min  0.76473
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.803
_oxdiff_exptl_absorpt_empirical_full_max 1.674
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      101(2) # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            4584
_diffrn_reflns_av_unetI/netI     0.0671
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.226
_diffrn_reflns_theta_max         26.371
_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             2194
_reflns_number_gt                1731
_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 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    
'SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP-3, Version ORTEP-III (1.0.3), L. J. Farrugia, J. Appl. Cryst. (2012),45, 849-854'
_computing_publication_material  
'PLATON (A.L.Spek, Acta Cryst. 2009, D65, 148-155.) '
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0538P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2194
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1183
_refine_ls_wR_factor_gt          0.1060
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
Ge1 Ge 0.62267(7) 0.17151(4) 0.24723(7) 0.0138(2) Uani 1 1 d . . . . .
Ge2 Ge 0.84383(8) 0.16102(4) 0.73361(7) 0.0146(2) Uani 1 1 d . . . . .
F1 F 0.5293(5) 0.1648(2) 0.0098(4) 0.0261(9) Uani 1 1 d . . . . .
F2 F 0.7512(4) 0.09077(19) 0.2907(4) 0.0212(8) Uani 1 1 d . . . . .
F3 F 0.4299(5) 0.1311(2) 0.2539(5) 0.0348(11) Uani 1 1 d . . . . .
F4 F 0.8105(4) 0.2236(2) 0.2495(5) 0.0255(8) Uani 1 1 d . . . . .
F5 F 0.7063(4) 0.1910(2) 0.4925(4) 0.0251(8) Uani 1 1 d . . . . .
F6 F 0.6835(4) 0.0926(2) 0.7075(5) 0.0289(9) Uani 1 1 d . . . . .
F7 F 0.9726(4) 0.1028(2) 0.6583(4) 0.0262(9) Uani 1 1 d . . . . .
F8 F 0.9888(5) 0.1462(2) 0.9624(4) 0.0345(10) Uani 1 1 d . . . . .
F9 F 0.7161(5) 0.2276(2) 0.7834(5) 0.0301(9) Uani 1 1 d . . . . .
F10 F 0.5074(4) 0.2650(2) 0.2251(5) 0.0318(9) Uani 1 1 d . . . . .
O1 O 0.0750(5) 0.0494(3) 0.2044(5) 0.0235(10) Uani 1 1 d . . . . .
H1 H 0.051180 0.081746 0.128846 0.035 Uiso 1 1 d R U . . .
O2 O 0.3849(5) 0.0547(3) 0.8171(5) 0.0235(10) Uani 1 1 d . . . . .
H2 H 0.420541 0.089773 0.885425 0.035 Uiso 1 1 d R U . . .
N1 N 0.1885(6) 0.1448(3) 0.4140(7) 0.0202(11) Uani 1 1 d . . . . .
H4 H 0.152873 0.182331 0.344778 0.024 Uiso 1 1 d R U . . .
N2 N 0.2896(6) 0.1457(3) 0.5966(7) 0.0187(11) Uani 1 1 d . . . . .
H5 H 0.332982 0.183933 0.661872 0.022 Uiso 1 1 d R U . . .
N3 N 0.2272(6) 0.0340(3) 0.5118(5) 0.0164(11) Uani 1 1 d . . . . .
H3 H 0.221978 -0.012919 0.514043 0.020 Uiso 1 1 d R U . . .
C1 C 0.1564(7) 0.0764(4) 0.3620(7) 0.0179(13) Uani 1 1 d . . . . .
C2 C 0.3082(7) 0.0787(4) 0.6545(7) 0.0173(13) Uani 1 1 d . . . . .


_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
Ge1 F3 1.714(3) . ?
Ge1 F2 1.743(3) . ?
Ge1 F4 1.757(3) . ?
Ge1 F1 1.774(3) . ?
Ge1 F5 1.870(3) . ?
Ge1 F10 1.910(4) . ?
Ge2 F6 1.730(4) . ?
Ge2 F9 1.736(4) . ?
Ge2 F7 1.755(3) . ?
Ge2 F8 1.762(3) . ?
Ge2 F10 1.893(3) 4_666 ?
Ge2 F5 1.895(3) . ?
O1 C1 1.277(7) . ?
O1 H1 0.8200 . ?
O2 C2 1.289(7) . ?
O2 H2 0.8201 . ?
N1 C1 1.313(8) . ?
N1 N2 1.370(7) . ?
N1 H4 0.8601 . ?
N2 C2 1.301(8) . ?
N2 H5 0.8599 . ?
N3 C2 1.349(7) . ?
N3 C1 1.360(7) . ?
N3 H3 0.8600 . ?

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
F3 Ge1 F2 94.42(18) . . ?
F3 Ge1 F4 172.38(19) . . ?
F2 Ge1 F4 92.33(16) . . ?
F3 Ge1 F1 92.19(17) . . ?
F2 Ge1 F1 95.98(16) . . ?
F4 Ge1 F1 90.60(16) . . ?
F3 Ge1 F5 88.07(17) . . ?
F2 Ge1 F5 91.63(16) . . ?
F4 Ge1 F5 88.22(16) . . ?
F1 Ge1 F5 172.34(17) . . ?
F3 Ge1 F10 89.71(19) . . ?
F2 Ge1 F10 172.80(15) . . ?
F4 Ge1 F10 83.22(16) . . ?
F1 Ge1 F10 89.74(16) . . ?
F5 Ge1 F10 82.61(16) . . ?
F6 Ge2 F9 94.02(17) . . ?
F6 Ge2 F7 91.07(17) . . ?
F9 Ge2 F7 171.41(18) . . ?
F6 Ge2 F8 97.85(18) . . ?
F9 Ge2 F8 92.31(18) . . ?
F7 Ge2 F8 93.85(17) . . ?
F6 Ge2 F10 171.55(17) . 4_666 ?
F9 Ge2 F10 88.82(18) . 4_666 ?
F7 Ge2 F10 85.20(18) . 4_666 ?
F8 Ge2 F10 89.98(17) . 4_666 ?
F6 Ge2 F5 90.57(17) . . ?
F9 Ge2 F5 84.63(16) . . ?
F7 Ge2 F5 88.41(15) . . ?
F8 Ge2 F5 171.24(18) . . ?
F10 Ge2 F5 81.77(15) 4_666 . ?
Ge1 F5 Ge2 149.0(2) . . ?
Ge2 F10 Ge1 160.5(2) 4_565 . ?
C1 O1 H1 110.2 . . ?
C2 O2 H2 108.6 . . ?
C1 N1 N2 108.2(5) . . ?
C1 N1 H4 125.6 . . ?
N2 N1 H4 126.3 . . ?
C2 N2 N1 108.2(5) . . ?
C2 N2 H5 125.8 . . ?
N1 N2 H5 126.0 . . ?
C2 N3 C1 107.7(6) . . ?
C2 N3 H3 126.6 . . ?
C1 N3 H3 125.7 . . ?
O1 C1 N1 130.1(6) . . ?
O1 C1 N3 122.4(6) . . ?
N1 C1 N3 107.5(5) . . ?
O2 C2 N2 129.1(6) . . ?
O2 C2 N3 122.5(6) . . ?
N2 C2 N3 108.4(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F3 Ge1 F5 Ge2 90.0(4) . . . . ?
F2 Ge1 F5 Ge2 -4.4(4) . . . . ?
F4 Ge1 F5 Ge2 -96.7(4) . . . . ?
F10 Ge1 F5 Ge2 179.9(4) . . . . ?
F6 Ge2 F5 Ge1 -68.3(4) . . . . ?
F9 Ge2 F5 Ge1 -162.3(4) . . . . ?
F7 Ge2 F5 Ge1 22.7(4) . . . . ?
F10 Ge2 F5 Ge1 108.1(4) 4_666 . . . ?
C1 N1 N2 C2 -3.7(6) . . . . ?
N2 N1 C1 O1 -176.7(5) . . . . ?
N2 N1 C1 N3 3.5(6) . . . . ?
C2 N3 C1 O1 178.2(5) . . . . ?
C2 N3 C1 N1 -2.1(6) . . . . ?
N1 N2 C2 O2 -176.3(5) . . . . ?
N1 N2 C2 N3 2.4(6) . . . . ?
C1 N3 C2 O2 178.5(5) . . . . ?
C1 N3 C2 N2 -0.3(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 F8 0.82 1.71 2.532(6) 176.3 1_454 yes
O2 H2 F1 0.82 1.71 2.519(6) 167.8 1_556 yes
N1 H4 F4 0.86 2.59 3.073(6) 116.3 1_455 yes
N1 H4 F9 0.86 1.85 2.615(7) 147.1 4_565 yes
N2 H5 F1 0.86 2.64 3.133(6) 117.7 1_556 yes
N2 H5 F4 0.86 1.87 2.672(6) 153.5 4_566 yes
N3 H3 F2 0.86 2.09 2.763(6) 135.0 3_656 yes
N3 H3 F7 0.86 2.29 2.976(6) 136.8 3_656 yes
O1 H1 F8 0.82 1.71 2.532(6) 176.3 1_454 yes
O2 H2 F1 0.82 1.71 2.519(6) 167.8 1_556 yes
N1 H4 F4 0.86 2.59 3.073(6) 116.3 1_455 yes
N1 H4 F9 0.86 1.85 2.615(7) 147.1 4_565 yes
N2 H5 F1 0.86 2.64 3.133(6) 117.7 1_556 yes
N2 H5 F4 0.86 1.87 2.672(6) 153.5 4_566 yes
N3 H3 F2 0.86 2.09 2.763(6) 135.0 3_656 yes
N3 H3 F7 0.86 2.29 2.976(6) 136.8 3_656 yes

_refine_diff_density_max         1.334
_refine_diff_density_min         -0.954
_refine_diff_density_rms         0.190



####################################################################### 
# 
# 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_xh046
_database_code_depnum_ccdc_archive 'CCDC 2072534'
loop_
_audit_author_name
_audit_author_address
'Christoph Jessen'
;LMU Munich
Germany
;
_audit_update_record             
;
2021-03-23 deposited with the CCDC.	2025-02-06 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           SHELXL-2018/3
_audit_creation_date             2020-09-23
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'F6 Sb, C2 H4 N3 O2'
_chemical_formula_sum            'C2 H4 F6 N3 O2 Sb'
_chemical_formula_weight         337.83

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'
Sb Sb -0.5866 1.5461 '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                   10.5271(9)
_cell_length_b                   8.3036(4)
_cell_length_c                   10.5808(9)
_cell_angle_alpha                90
_cell_angle_beta                 118.384(11)
_cell_angle_gamma                90
_cell_volume                     813.71(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    3689
_cell_measurement_theta_min      3.2480
_cell_measurement_theta_max      32.1240

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.758
_exptl_crystal_F_000             632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.195
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.106
_exptl_absorpt_coefficient_mu    3.480
_shelx_estimated_absorpt_T_min   0.550
_shelx_estimated_absorpt_T_max   0.709
_exptl_absorpt_correction_T_min  0.79677
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      110(2) # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            8838
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.199
_diffrn_reflns_theta_max         32.247
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2706
_reflns_number_gt                2378
_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 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    
'SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP-3, Version ORTEP-III (1.0.3), L. J. Farrugia, J. Appl. Cryst. (2012),45, 849-854'
_computing_publication_material  
'PLATON (A.L.Spek, Acta Cryst. 2009, D65, 148-155.) '
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0204P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2706
_refine_ls_number_parameters     143
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0233
_refine_ls_wR_factor_ref         0.0515
_refine_ls_wR_factor_gt          0.0487
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.002
_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
Sb1 Sb 0.69512(2) 0.63452(2) 0.86362(2) 0.01067(5) Uani 1 1 d . . . . .
F4 F 0.82516(17) 0.64044(16) 1.06125(16) 0.0226(3) Uani 1 1 d . . . . .
F5 F 0.74703(17) 0.41975(17) 0.85937(17) 0.0227(3) Uani 1 1 d . . . . .
F1 F 0.56642(17) 0.62610(17) 0.66548(15) 0.0221(3) Uani 1 1 d . . . . .
F6 F 0.54925(15) 0.56482(17) 0.90605(17) 0.0204(3) Uani 1 1 d . . . . .
F2 F 0.63445(18) 0.84510(16) 0.86992(17) 0.0237(3) Uani 1 1 d . . . . .
F3 F 0.84106(16) 0.70527(19) 0.82382(17) 0.0252(3) Uani 1 1 d . . . . .
O2 O 0.06311(18) 0.50213(18) 0.40324(19) 0.0167(3) Uani 1 1 d . . . . .
O1 O 0.2062(2) 0.9400(2) 0.2285(2) 0.0173(4) Uani 1 1 d . . . . .
N1 N 0.0903(2) 0.7329(2) 0.2887(2) 0.0131(4) Uani 1 1 d D . . . .
N3 N 0.2805(2) 0.6264(2) 0.4624(2) 0.0149(4) Uani 1 1 d . . . . .
N2 N 0.3219(2) 0.7576(2) 0.4106(2) 0.0131(4) Uani 1 1 d D . . . .
C2 C 0.1368(3) 0.6075(3) 0.3875(2) 0.0128(4) Uani 1 1 d . . . . .
C1 C 0.2051(2) 0.8193(3) 0.3038(2) 0.0127(4) Uani 1 1 d . . . . .
H4 H 0.119(4) 0.969(4) 0.179(4) 0.055(12) Uiso 1 1 d . . . . .
H1 H 0.0035(16) 0.745(3) 0.220(2) 0.028(8) Uiso 1 1 d D . . . .
H3 H 0.348(4) 0.570(4) 0.532(4) 0.042(10) Uiso 1 1 d . . . . .
H2 H 0.4085(15) 0.794(3) 0.443(3) 0.020(7) Uiso 1 1 d D . . . .


_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
Sb1 F3 1.8702(15) . ?
Sb1 F5 1.8721(14) . ?
Sb1 F2 1.8736(14) . ?
Sb1 F4 1.8782(15) . ?
Sb1 F1 1.8801(15) . ?
Sb1 F6 1.8841(14) . ?
O2 C2 1.233(3) . ?
O1 C1 1.284(3) . ?
N1 C1 1.347(3) . ?
N1 C2 1.389(3) . ?
N3 C2 1.342(3) . ?
N3 N2 1.380(3) . ?
N2 C1 1.315(3) . ?

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
F3 Sb1 F5 90.77(7) . . ?
F3 Sb1 F2 92.59(7) . . ?
F5 Sb1 F2 176.64(7) . . ?
F3 Sb1 F4 90.03(7) . . ?
F5 Sb1 F4 89.14(6) . . ?
F2 Sb1 F4 90.94(7) . . ?
F3 Sb1 F1 89.67(7) . . ?
F5 Sb1 F1 90.09(6) . . ?
F2 Sb1 F1 89.84(7) . . ?
F4 Sb1 F1 179.18(7) . . ?
F3 Sb1 F6 179.23(7) . . ?
F5 Sb1 F6 89.62(7) . . ?
F2 Sb1 F6 87.02(7) . . ?
F4 Sb1 F6 89.31(7) . . ?
F1 Sb1 F6 91.00(7) . . ?
C1 N1 C2 109.50(19) . . ?
C2 N3 N2 109.71(19) . . ?
C1 N2 N3 107.82(19) . . ?
O2 C2 N3 127.5(2) . . ?
O2 C2 N1 127.9(2) . . ?
N3 C2 N1 104.61(19) . . ?
O1 C1 N2 123.8(2) . . ?
O1 C1 N1 127.8(2) . . ?
N2 C1 N1 108.32(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N3 N2 C1 -0.3(3) . . . . ?
N2 N3 C2 O2 179.2(2) . . . . ?
N2 N3 C2 N1 -0.8(2) . . . . ?
C1 N1 C2 O2 -178.3(2) . . . . ?
C1 N1 C2 N3 1.7(3) . . . . ?
N3 N2 C1 O1 -177.6(2) . . . . ?
N3 N2 C1 N1 1.4(3) . . . . ?
C2 N1 C1 O1 177.0(2) . . . . ?
C2 N1 C1 N2 -1.9(3) . . . . ?

_refine_diff_density_max         1.162
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.137



