# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2019

####################################################################### 
# 
# 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_MX47_18
_database_code_depnum_ccdc_archive 'CCDC 1904352'
loop_
_audit_author_name
_audit_author_address
'Criag Forsyth'
;Monash University Clayton
Australia
;
_audit_update_record             
;
2019-03-20 deposited with the CCDC.	2019-05-20 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT088_MX47_18             
;
PROBLEM: Poor Data / Parameter Ratio ....................       6.92 Note  
RESPONSE: The strucutre is extensively disordered.
;
_vrf_PLAT260_MX47_18             
;
PROBLEM: Large Average Ueq of Residue Including        F1      0.159 Check 
RESPONSE: Disordered, plastic crystal phase.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H18 N3, B F4'
_chemical_formula_sum            'C7 H18 B F4 N3'
_chemical_formula_weight         231.05

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           202
_space_group_name_H-M_alt        'F m -3'
_space_group_name_Hall           '-F 2 2 3'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'z, x, y'
'y, z, x'
'-y, -z, x'
'z, -x, -y'
'-y, z, -x'
'-z, -x, y'
'-z, x, -y'
'y, -z, -x'
'-x, -y, z'
'x, -y, -z'
'-x, y, -z'
'x, y+1/2, z+1/2'
'z, x+1/2, y+1/2'
'y, z+1/2, x+1/2'
'-y, -z+1/2, x+1/2'
'z, -x+1/2, -y+1/2'
'-y, z+1/2, -x+1/2'
'-z, -x+1/2, y+1/2'
'-z, x+1/2, -y+1/2'
'y, -z+1/2, -x+1/2'
'-x, -y+1/2, z+1/2'
'x, -y+1/2, -z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, y, z+1/2'
'z+1/2, x, y+1/2'
'y+1/2, z, x+1/2'
'-y+1/2, -z, x+1/2'
'z+1/2, -x, -y+1/2'
'-y+1/2, z, -x+1/2'
'-z+1/2, -x, y+1/2'
'-z+1/2, x, -y+1/2'
'y+1/2, -z, -x+1/2'
'-x+1/2, -y, z+1/2'
'x+1/2, -y, -z+1/2'
'-x+1/2, y, -z+1/2'
'x+1/2, y+1/2, z'
'z+1/2, x+1/2, y'
'y+1/2, z+1/2, x'
'-y+1/2, -z+1/2, x'
'z+1/2, -x+1/2, -y'
'-y+1/2, z+1/2, -x'
'-z+1/2, -x+1/2, y'
'-z+1/2, x+1/2, -y'
'y+1/2, -z+1/2, -x'
'-x+1/2, -y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'-z, -x, -y'
'-y, -z, -x'
'y, z, -x'
'-z, x, y'
'y, -z, x'
'z, x, -y'
'z, -x, y'
'-y, z, x'
'x, y, -z'
'-x, y, z'
'x, -y, z'
'-x, -y+1/2, -z+1/2'
'-z, -x+1/2, -y+1/2'
'-y, -z+1/2, -x+1/2'
'y, z+1/2, -x+1/2'
'-z, x+1/2, y+1/2'
'y, -z+1/2, x+1/2'
'z, x+1/2, -y+1/2'
'z, -x+1/2, y+1/2'
'-y, z+1/2, x+1/2'
'x, y+1/2, -z+1/2'
'-x, y+1/2, z+1/2'
'x, -y+1/2, z+1/2'
'-x+1/2, -y, -z+1/2'
'-z+1/2, -x, -y+1/2'
'-y+1/2, -z, -x+1/2'
'y+1/2, z, -x+1/2'
'-z+1/2, x, y+1/2'
'y+1/2, -z, x+1/2'
'z+1/2, x, -y+1/2'
'z+1/2, -x, y+1/2'
'-y+1/2, z, x+1/2'
'x+1/2, y, -z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z+1/2'
'-x+1/2, -y+1/2, -z'
'-z+1/2, -x+1/2, -y'
'-y+1/2, -z+1/2, -x'
'y+1/2, z+1/2, -x'
'-z+1/2, x+1/2, y'
'y+1/2, -z+1/2, x'
'z+1/2, x+1/2, -y'
'z+1/2, -x+1/2, y'
'-y+1/2, z+1/2, x'
'x+1/2, y+1/2, -z'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z'

_cell_length_a                   10.877(13)
_cell_length_b                   10.877(13)
_cell_length_c                   10.877(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1287(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    243(2)
_cell_measurement_reflns_used    91
_cell_measurement_theta_min      3.24
_cell_measurement_theta_max      19.85

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    0.113
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4367
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   'SADABS-2014/3 (Bruker AXS, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      243(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            563
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.244
_diffrn_reflns_theta_max         29.488
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             180
_reflns_number_gt                74
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker Apex 2 v2014.7-1 (Bruker AXS, 2014)'
_computing_cell_refinement       'Bruker Apex 2 v2014.7-1 (Bruker AXS, 2014)'
_computing_data_reduction        'Bruker Apex 2 v2014.7-1 (Bruker AXS, 2014)'
_computing_structure_solution    'SHEXLS-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component 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)+(0.1034P)²+0.0224P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         180
_refine_ls_number_parameters     26
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1168
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1922
_refine_ls_wR_factor_gt          0.1502
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.996
_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
C1 C 0.500000 0.000000 0.000000 0.080(2) Uani 1 24 d S T P . .
C2 C 0.3917(18) 0.151(2) 0.128(2) 0.107(7) Uani 0.25 1 d D U P A -1
H2A H 0.321340 0.123448 0.080378 0.160 Uiso 0.25 1 calc R U P A -1
H2B H 0.403075 0.238547 0.116142 0.160 Uiso 0.25 1 calc R U P A -1
H2C H 0.377827 0.133881 0.214198 0.160 Uiso 0.25 1 calc R U P A -1
F1 F 0.000000 0.0678(19) 0.0965(18) 0.219(7) Uani 0.3333 2 d S T P . .
B1 B 0.000000 0.000000 0.000000 0.098(2) Uani 1 24 d S T P . .
N1 N 0.500000 0.0866(17) 0.0871(19) 0.100(2) Uani 0.25 2 d DS T P . .


_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
C1 N1 1.336(6) 75 ?
C1 N1 1.336(6) 27_554 ?
C1 N1 1.336(6) 86 ?
C1 N1 1.336(6) 38_545 ?
C1 N1 1.336(6) 49_655 ?
C1 N1 1.336(6) 58 ?
C1 N1 1.336(6) 10_655 ?
C1 N1 1.336(6) 41 ?
C1 N1 1.336(6) 89_545 ?
C1 N1 1.336(6) 30 ?
C1 N1 1.336(6) 78_554 ?
C1 N1 1.336(6) . ?
C2 N1 1.439(8) . ?
F1 B1 1.282(7) . ?
F1 F1 1.320(14) 53 ?
F1 F1 1.320(14) 2 ?
F1 F1 1.320(14) 6 ?
F1 F1 1.320(14) 3 ?
F1 F1 1.47(4) 10 ?
N1 N1 1.336(6) 30 ?
N1 N1 1.336(6) 89_545 ?
N1 N1 1.336(6) 27_554 ?
N1 N1 1.336(6) 38_545 ?
N1 N1 1.88(4) 10_655 ?
N1 N1 1.89(4) 58 ?

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
N1 C1 N1 180.0(5) 75 27_554 ?
N1 C1 N1 60.000(7) 75 86 ?
N1 C1 N1 120.000(7) 27_554 86 ?
N1 C1 N1 120.000(8) 75 38_545 ?
N1 C1 N1 60.000(8) 27_554 38_545 ?
N1 C1 N1 180.0(5) 86 38_545 ?
N1 C1 N1 60.000(7) 75 49_655 ?
N1 C1 N1 120.000(7) 27_554 49_655 ?
N1 C1 N1 60.000(8) 86 49_655 ?
N1 C1 N1 120.000(7) 38_545 49_655 ?
N1 C1 N1 120.000(7) 75 58 ?
N1 C1 N1 60.000(7) 27_554 58 ?
N1 C1 N1 60.000(7) 86 58 ?
N1 C1 N1 120.000(7) 38_545 58 ?
N1 C1 N1 90(2) 49_655 58 ?
N1 C1 N1 60.000(7) 75 10_655 ?
N1 C1 N1 120.000(7) 27_554 10_655 ?
N1 C1 N1 120.000(7) 86 10_655 ?
N1 C1 N1 60.000(7) 38_545 10_655 ?
N1 C1 N1 90(2) 49_655 10_655 ?
N1 C1 N1 180.0(5) 58 10_655 ?
N1 C1 N1 120.000(7) 75 41 ?
N1 C1 N1 60.000(7) 27_554 41 ?
N1 C1 N1 90(2) 86 41 ?
N1 C1 N1 90(2) 38_545 41 ?
N1 C1 N1 60.000(7) 49_655 41 ?
N1 C1 N1 60.000(8) 58 41 ?
N1 C1 N1 120.000(7) 10_655 41 ?
N1 C1 N1 60.000(7) 75 89_545 ?
N1 C1 N1 120.000(7) 27_554 89_545 ?
N1 C1 N1 90(2) 86 89_545 ?
N1 C1 N1 90(2) 38_545 89_545 ?
N1 C1 N1 120.000(7) 49_655 89_545 ?
N1 C1 N1 120.000(7) 58 89_545 ?
N1 C1 N1 60.000(7) 10_655 89_545 ?
N1 C1 N1 180.0(5) 41 89_545 ?
N1 C1 N1 90(2) 75 30 ?
N1 C1 N1 90(2) 27_554 30 ?
N1 C1 N1 60.000(7) 86 30 ?
N1 C1 N1 120.000(7) 38_545 30 ?
N1 C1 N1 120.000(7) 49_655 30 ?
N1 C1 N1 60.000(7) 58 30 ?
N1 C1 N1 120.000(7) 10_655 30 ?
N1 C1 N1 120.000(7) 41 30 ?
N1 C1 N1 60.000(7) 89_545 30 ?
N1 C1 N1 90(2) 75 78_554 ?
N1 C1 N1 90(2) 27_554 78_554 ?
N1 C1 N1 120.000(7) 86 78_554 ?
N1 C1 N1 60.000(7) 38_545 78_554 ?
N1 C1 N1 60.000(7) 49_655 78_554 ?
N1 C1 N1 120.000(7) 58 78_554 ?
N1 C1 N1 60.000(7) 10_655 78_554 ?
N1 C1 N1 60.000(7) 41 78_554 ?
N1 C1 N1 120.000(7) 89_545 78_554 ?
N1 C1 N1 180.0(5) 30 78_554 ?
N1 C1 N1 120.000(7) 75 . ?
N1 C1 N1 60.000(7) 27_554 . ?
N1 C1 N1 120.000(8) 86 . ?
N1 C1 N1 60.000(7) 38_545 . ?
N1 C1 N1 180.0(5) 49_655 . ?
N1 C1 N1 90(2) 58 . ?
N1 C1 N1 90(2) 10_655 . ?
N1 C1 N1 120.000(7) 41 . ?
N1 C1 N1 60.000(8) 89_545 . ?
N1 C1 N1 60.000(7) 30 . ?
N1 C1 N1 120.000(7) 78_554 . ?
B1 F1 F1 59.0(2) . 53 ?
B1 F1 F1 59.0(2) . 2 ?
F1 F1 F1 105.3(12) 53 2 ?
B1 F1 F1 59.0(2) . 6 ?
F1 F1 F1 60.001(1) 53 6 ?
F1 F1 F1 112.8(16) 2 6 ?
B1 F1 F1 59.0(2) . 3 ?
F1 F1 F1 112.8(16) 53 3 ?
F1 F1 F1 60.001(1) 2 3 ?
F1 F1 F1 68(3) 6 3 ?
B1 F1 F1 54.9(12) . 10 ?
F1 F1 F1 56.1(14) 53 10 ?
F1 F1 F1 56.1(14) 2 10 ?
F1 F1 F1 103.7(16) 6 10 ?
F1 F1 F1 103.7(16) 3 10 ?
F1 B1 F1 118.1(5) . 51 ?
F1 B1 F1 180.0 . 49 ?
F1 B1 F1 61.9(5) 51 49 ?
F1 B1 F1 61.9(5) . 2 ?
F1 B1 F1 118.1(5) 51 2 ?
F1 B1 F1 118.1(5) 49 2 ?
F1 B1 F1 118.1(5) . 50 ?
F1 B1 F1 61.9(5) 51 50 ?
F1 B1 F1 61.9(5) 49 50 ?
F1 B1 F1 180.0(7) 2 50 ?
F1 B1 F1 61.9(5) . 3 ?
F1 B1 F1 180.0(7) 51 3 ?
F1 B1 F1 118.1(5) 49 3 ?
F1 B1 F1 61.9(5) 2 3 ?
F1 B1 F1 118.1(5) 50 3 ?
F1 B1 F1 118.1(5) . 54 ?
F1 B1 F1 70(2) 51 54 ?
F1 B1 F1 61.9(5) 49 54 ?
F1 B1 F1 61.9(5) 2 54 ?
F1 B1 F1 118.1(5) 50 54 ?
F1 B1 F1 110(2) 3 54 ?
F1 B1 F1 118.1(5) . 5 ?
F1 B1 F1 118.1(5) 51 5 ?
F1 B1 F1 61.9(5) 49 5 ?
F1 B1 F1 70(2) 2 5 ?
F1 B1 F1 110(2) 50 5 ?
F1 B1 F1 61.9(5) 3 5 ?
F1 B1 F1 61.9(5) 54 5 ?
F1 B1 F1 61.9(5) . 53 ?
F1 B1 F1 61.9(5) 51 53 ?
F1 B1 F1 118.1(5) 49 53 ?
F1 B1 F1 110(2) 2 53 ?
F1 B1 F1 70(2) 50 53 ?
F1 B1 F1 118.1(5) 3 53 ?
F1 B1 F1 118.1(5) 54 53 ?
F1 B1 F1 180.0(7) 5 53 ?
F1 B1 F1 61.9(5) . 6 ?
F1 B1 F1 110(2) 51 6 ?
F1 B1 F1 118.1(5) 49 6 ?
F1 B1 F1 118.1(5) 2 6 ?
F1 B1 F1 61.9(5) 50 6 ?
F1 B1 F1 70(2) 3 6 ?
F1 B1 F1 180.0(7) 54 6 ?
F1 B1 F1 118.1(5) 5 6 ?
F1 B1 F1 61.9(5) 53 6 ?
F1 B1 F1 110(2) . 58 ?
F1 B1 F1 118.1(5) 51 58 ?
F1 B1 F1 70(2) 49 58 ?
F1 B1 F1 118.1(5) 2 58 ?
F1 B1 F1 61.9(5) 50 58 ?
F1 B1 F1 61.9(5) 3 58 ?
F1 B1 F1 118.1(5) 54 58 ?
F1 B1 F1 61.9(5) 5 58 ?
F1 B1 F1 118.1(5) 53 58 ?
F1 B1 F1 61.9(5) 6 58 ?
F1 B1 F1 70(2) . 10 ?
F1 B1 F1 61.9(5) 51 10 ?
F1 B1 F1 110(2) 49 10 ?
F1 B1 F1 61.9(5) 2 10 ?
F1 B1 F1 118.1(5) 50 10 ?
F1 B1 F1 118.1(5) 3 10 ?
F1 B1 F1 61.9(5) 54 10 ?
F1 B1 F1 118.1(5) 5 10 ?
F1 B1 F1 61.9(5) 53 10 ?
F1 B1 F1 118.1(5) 6 10 ?
F1 B1 F1 180.0(7) 58 10 ?
N1 N1 N1 60.0 30 89_545 ?
N1 N1 N1 90(2) 30 27_554 ?
N1 N1 N1 119.99(3) 89_545 27_554 ?
N1 N1 N1 119.99(3) 30 38_545 ?
N1 N1 N1 90(2) 89_545 38_545 ?
N1 N1 N1 59.999(1) 27_554 38_545 ?
N1 N1 C1 59.998(3) 30 . ?
N1 N1 C1 59.998(4) 89_545 . ?
N1 N1 C1 59.998(4) 27_554 . ?
N1 N1 C1 59.998(4) 38_545 . ?
N1 N1 C2 68.8(11) 30 . ?
N1 N1 C2 76.3(10) 89_545 . ?
N1 N1 C2 143(3) 27_554 . ?
N1 N1 C2 157(3) 38_545 . ?
C1 N1 C2 124.1(10) . . ?
N1 N1 N1 90.2(17) 30 10_655 ?
N1 N1 N1 45.1(12) 89_545 10_655 ?
N1 N1 N1 90.2(17) 27_554 10_655 ?
N1 N1 N1 45.1(12) 38_545 10_655 ?
C1 N1 N1 45.1(12) . 10_655 ?
C2 N1 N1 119.0(15) . 10_655 ?
N1 N1 N1 44.9(12) 30 58 ?
N1 N1 N1 89.8(17) 89_545 58 ?
N1 N1 N1 44.9(12) 27_554 58 ?
N1 N1 N1 89.8(17) 38_545 58 ?
C1 N1 N1 44.9(12) . 58 ?
C2 N1 N1 107.9(14) . 58 ?
N1 N1 N1 90.0 10_655 58 ?

_refine_diff_density_max         0.065
_refine_diff_density_min         -0.047
_refine_diff_density_rms         0.014

####################################################################### 
# 
# 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_MX45_18A
_database_code_depnum_ccdc_archive 'CCDC 1904353'
loop_
_audit_author_name
_audit_author_address
'Criag Forsyth'
;Monash University Clayton
Australia
;
_audit_update_record             
;
2019-03-20 deposited with the CCDC.	2019-05-20 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT088_MX45_18A            
;
PROBLEM: Poor Data / Parameter Ratio ....................       7.98 Note  
RESPONSE: The structure is completely disordered.
;
_vrf_PLAT260_MX45_18A            
;
PROBLEM: Large Average Ueq of Residue Including        S1      0.161 Check 
RESPONSE: Room temperature data of a disordered structure.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H18 N3, C2 F6 N O4 S2'
_chemical_formula_sum            'C9 H18 F6 N4 O4 S2'
_chemical_formula_weight         424.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   7.9127(8)
_cell_length_b                   8.1869(8)
_cell_length_c                   8.5091(8)
_cell_angle_alpha                88.249(8)
_cell_angle_beta                 63.336(10)
_cell_angle_gamma                73.529(8)
_cell_volume                     469.37(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1587
_cell_measurement_theta_min      5.6560
_cell_measurement_theta_max      64.3880

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_F_000             218
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    3.336
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.63268
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'OXFORD Gemini Ultra CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3389
_diffrn_reflns_number            5330
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         5.672
_diffrn_reflns_theta_max         66.529
_diffrn_reflns_theta_full        66.529
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             1636
_reflns_number_gt                1203
_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 1.171.38.43d (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Both the HMG cation and the TFSI anion were each modelled as disordered 
 over a symmetry site with occupancies fixed at 0.5:0.5. For the cations, 
 the C-N bond distances in the NMe2 groups were restrained (DFIX) and 
 pairs of methyl carbons atoms from differing disorder components that 
 were in close proximetry due to symmetry were restained to have the 
 same ADP (EADP). The C-F distances in the TFSI anions were restrained 
 to be similar (SADI)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1576P)²+0.0694P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1636
_refine_ls_number_parameters     205
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0746
_refine_ls_wR_factor_ref         0.2508
_refine_ls_wR_factor_gt          0.2215
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.063
_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 0.6028(5) 0.9187(5) 0.5882(5) 0.112(2) Uani 0.5 1 d D . P A -1
S2 S 0.4008(9) 1.0775(7) 0.4061(7) 0.155(4) Uani 0.5 1 d D . P A -1
F1 F 0.443(2) 1.133(2) 0.8591(11) 0.203(6) Uani 0.5 1 d D . P A -1
F2 F 0.639(3) 1.2168(17) 0.6265(18) 0.180(4) Uani 0.5 1 d D . P A -1
F3 F 0.755(2) 1.029(3) 0.753(2) 0.180(6) Uani 0.5 1 d D . P A -1
F4 F 0.530(3) 0.780(2) 0.241(4) 0.241(8) Uani 0.5 1 d D . P A -1
F5 F 0.333(3) 0.967(3) 0.1711(17) 0.187(7) Uani 0.5 1 d D . P A -1
F6 F 0.223(2) 0.860(2) 0.404(2) 0.199(5) Uani 0.5 1 d D . P A -1
O1 O 0.7902(12) 0.874(3) 0.4378(14) 0.273(9) Uani 0.5 1 d D . P A -1
O2 O 0.5528(18) 0.7973(15) 0.7090(19) 0.203(7) Uani 0.5 1 d D . P A -1
O3 O 0.2123(16) 1.2023(13) 0.4602(18) 0.231(8) Uani 0.5 1 d D . P A -1
O4 O 0.563(2) 1.121(3) 0.2731(17) 0.232(7) Uani 0.5 1 d D . P A -1
N1 N 0.4029(10) 0.9993(11) 0.5785(8) 0.111(2) Uani 0.5 1 d . . P A -1
N2 N -0.0653(9) 0.3862(7) 0.1027(8) 0.0959(16) Uani 0.5 1 d D . P B -1
N3 N -0.0122(10) 0.5214(8) -0.1485(8) 0.1058(18) Uani 0.5 1 d D . P B -1
N4 N 0.0815(8) 0.5990(7) 0.0524(9) 0.0982(16) Uani 0.5 1 d D . P B -1
C1 C 0.6090(16) 1.0877(19) 0.7149(19) 0.1227(15) Uani 0.5 1 d D . P A -1
C2 C 0.3722(16) 0.9106(19) 0.299(2) 0.1227(15) Uani 0.5 1 d D . P A -1
C3 C 0.000000 0.500000 0.000000 0.0735(10) Uani 1 2 d S . P . .
C4 C -0.148(7) 0.405(9) 0.3004(16) 0.155(8) Uani 0.5 1 d D . P B -1
H4A H -0.154349 0.516016 0.340099 0.232 Uiso 0.5 1 calc R U P B -1
H4B H -0.063966 0.317964 0.334033 0.232 Uiso 0.5 1 calc R U P B -1
H4C H -0.278934 0.392810 0.353594 0.232 Uiso 0.5 1 calc R U P B -1
C5 C -0.031(10) 0.214(2) 0.018(5) 0.141(7) Uani 0.5 1 d D . P B -1
H5A H -0.065523 0.229055 -0.077421 0.212 Uiso 0.5 1 calc R U P B -1
H5B H -0.112899 0.154834 0.104531 0.212 Uiso 0.5 1 calc R U P B -1
H5C H 0.105585 0.148506 -0.026551 0.212 Uiso 0.5 1 calc R U P B -1
C6 C -0.185(11) 0.485(11) -0.153(12) 0.163(4) Uani 0.5 1 d D . P B -1
H6A H -0.250391 0.431235 -0.049971 0.244 Uiso 0.5 1 calc R U P B -1
H6B H -0.139343 0.408932 -0.257403 0.244 Uiso 0.5 1 calc R U P B -1
H6C H -0.277086 0.589805 -0.154126 0.244 Uiso 0.5 1 calc R U P B -1
C7 C 0.161(7) 0.561(9) -0.2977(19) 0.155(8) Uani 0.5 1 d D . P B -1
H7A H 0.127860 0.681689 -0.306396 0.232 Uiso 0.5 1 calc R U P B -1
H7B H 0.191404 0.500133 -0.406564 0.232 Uiso 0.5 1 calc R U P B -1
H7C H 0.273904 0.525305 -0.275438 0.232 Uiso 0.5 1 calc R U P B -1
C8 C 0.063(10) 0.779(2) 0.007(4) 0.141(7) Uani 0.5 1 d D . P B -1
H8A H -0.002283 0.803014 -0.066714 0.212 Uiso 0.5 1 calc R U P B -1
H8B H 0.192348 0.793628 -0.055015 0.212 Uiso 0.5 1 calc R U P B -1
H8C H -0.013890 0.857450 0.113770 0.212 Uiso 0.5 1 calc R U P B -1
C9 C 0.189(11) 0.530(11) 0.159(11) 0.163(4) Uani 0.5 1 d D . P B -1
H9A H 0.151018 0.431966 0.211274 0.244 Uiso 0.5 1 calc R U P B -1
H9B H 0.154033 0.616653 0.250650 0.244 Uiso 0.5 1 calc R U P B -1
H9C H 0.329046 0.496377 0.083304 0.244 Uiso 0.5 1 calc R U P B -1


_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 O1 1.410(5) . ?
S1 O2 1.413(5) . ?
S1 N1 1.571(8) . ?
S1 C1 1.80(2) . ?
S2 O4 1.408(5) . ?
S2 O3 1.425(5) . ?
S2 N1 1.587(8) . ?
S2 C2 1.79(2) . ?
F1 C1 1.295(7) . ?
F2 C1 1.292(7) . ?
F3 C1 1.296(7) . ?
F4 C2 1.293(7) . ?
F5 C2 1.296(7) . ?
F6 C2 1.293(7) . ?
N2 C3 1.310(5) . ?
N2 C5 1.499(10) . ?
N2 C4 1.501(11) . ?
N3 C3 1.313(6) . ?
N3 C6 1.500(11) . ?
N3 C7 1.501(11) . ?
N4 C3 1.359(5) . ?
N4 C9 1.499(11) . ?
N4 C8 1.499(10) . ?

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 S1 O2 119.3(10) . . ?
O1 S1 N1 123.2(8) . . ?
O2 S1 N1 101.3(6) . . ?
O1 S1 C1 104.0(7) . . ?
O2 S1 C1 103.9(8) . . ?
N1 S1 C1 102.5(5) . . ?
O4 S2 O3 115.4(10) . . ?
O4 S2 N1 123.1(9) . . ?
O3 S2 N1 107.2(7) . . ?
O4 S2 C2 104.6(8) . . ?
O3 S2 C2 100.2(7) . . ?
N1 S2 C2 102.9(5) . . ?
S1 N1 S2 121.2(5) . . ?
C3 N2 C5 118.5(14) . . ?
C3 N2 C4 125(2) . . ?
C5 N2 C4 116(3) . . ?
C3 N3 C6 116(2) . . ?
C3 N3 C7 115.4(15) . . ?
C6 N3 C7 128(3) . . ?
C3 N4 C9 120(3) . . ?
C3 N4 C8 120.5(18) . . ?
C9 N4 C8 119(3) . . ?
F2 C1 F1 111.2(13) . . ?
F2 C1 F3 107.4(19) . . ?
F1 C1 F3 109.7(14) . . ?
F2 C1 S1 111.9(12) . . ?
F1 C1 S1 107.8(13) . . ?
F3 C1 S1 108.8(13) . . ?
F6 C2 F4 108.1(15) . . ?
F6 C2 F5 105.4(14) . . ?
F4 C2 F5 111(2) . . ?
F6 C2 S2 111.9(13) . . ?
F4 C2 S2 110.4(12) . . ?
F5 C2 S2 109.9(14) . . ?
N2 C3 N3 122.4(4) . . ?
N2 C3 N4 117.7(4) . . ?
N3 C3 N4 119.8(4) . . ?

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
C4 H4C F2 0.96 2.62 3.15(3) 115.2 1_445 yes
C5 H5B O4 0.96 2.41 3.26(6) 148.0 1_445 yes
C5 H5C F1 0.96 2.36 3.23(7) 150.7 1_544 yes
C6 H6C O2 0.96 2.46 3.35(5) 154.5 1_454 yes
C7 H7B O3 0.96 2.65 3.46(5) 141.9 1_544 yes
C7 H7C F4 0.96 2.62 3.33(8) 130.5 2_665 yes
C8 H8B O2 0.96 2.66 3.60(6) 166.6 1_554 yes
C8 H8B O4 0.96 2.27 3.17(5) 155.5 2_675 yes
C8 H8C O1 0.96 2.47 3.29(4) 143.4 1_455 yes

_refine_diff_density_max         0.325
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_MX06_18A
_database_code_depnum_ccdc_archive 'CCDC 1904355'
loop_
_audit_author_name
_audit_author_address
'Criag Forsyth'
;Monash University Clayton
Australia
;
_audit_update_record             
;
2019-03-20 deposited with the CCDC.	2019-05-20 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         'C7 H18 N3, F6 P'
_chemical_formula_sum            'C7 H18 F6 N3 P'
_chemical_formula_weight         289.21

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           205
_space_group_name_H-M_alt        'P a -3'
_space_group_name_Hall           '-P 2ac 2ab 3'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'z, x, y'
'y, z, x'
'-y+1/2, -z, x+1/2'
'z+1/2, -x+1/2, -y'
'-y, z+1/2, -x+1/2'
'-z+1/2, -x, y+1/2'
'-z, x+1/2, -y+1/2'
'y+1/2, -z+1/2, -x'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'-z, -x, -y'
'-y, -z, -x'
'y-1/2, z, -x-1/2'
'-z-1/2, x-1/2, y'
'y, -z-1/2, x-1/2'
'z-1/2, x, -y-1/2'
'z, -x-1/2, y-1/2'
'-y-1/2, z-1/2, x'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.9739(3)
_cell_length_b                   10.9739(3)
_cell_length_c                   10.9739(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1321.55(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6745
_cell_measurement_theta_min      3.21
_cell_measurement_theta_max      27.56

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_F_000             600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    0.263
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7130
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS-2014/3 (Bruker AXS, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'Bruker X8 APEX II'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27278
_diffrn_reflns_av_unetI/netI     0.0127
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.856
_diffrn_reflns_theta_max         28.276
_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             595
_reflns_number_gt                476
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker Apex 2 v2014.7-1 (Bruker AXS, 2014)'
_computing_cell_refinement       'Bruker Apex 2 v2014.7-1 (Bruker AXS, 2014)'
_computing_data_reduction        'Bruker Apex 2 v2014.7-1 (Bruker AXS, 2014)'
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component 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)+(0.0198P)²+0.1926P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         595
_refine_ls_number_parameters     45
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0234
_refine_ls_wR_factor_ref         0.0539
_refine_ls_wR_factor_gt          0.0479
_refine_ls_goodness_of_fit_ref   1.192
_refine_ls_restrained_S_all      1.179
_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
P1 P 0.500000 0.000000 0.500000 0.02004(16) Uani 1 6 d S T P . .
F1 F 0.46395(9) 0.13207(6) 0.45110(8) 0.0362(2) Uani 1 1 d . . . . .
N2 N 0.0873(2) 0.0853(2) 0.50406(18) 0.0202(4) Uani 0.5 1 d D . P A -1
C1 C 0.000000 0.000000 0.500000 0.0175(4) Uani 1 6 d S T P . .
C3 C 0.1359(13) 0.1313(6) 0.6184(8) 0.0245(15) Uani 0.5 1 d D U P A -1
H3A H 0.082248 0.107033 0.685545 0.037 Uiso 0.5 1 calc R U P A -1
H3B H 0.140871 0.220397 0.614986 0.037 Uiso 0.5 1 calc R U P A -1
H3C H 0.217488 0.097463 0.631833 0.037 Uiso 0.5 1 calc R U P A -1
C4 C 0.1392(7) 0.1397(12) 0.3945(6) 0.0238(14) Uani 0.5 1 d D U P A -1
H4A H 0.111950 0.094094 0.322733 0.036 Uiso 0.5 1 calc R U P A -1
H4B H 0.228368 0.137079 0.399322 0.036 Uiso 0.5 1 calc R U P A -1
H4C H 0.112308 0.224619 0.387769 0.036 Uiso 0.5 1 calc R U P A -1


_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
P1 F1 1.5953(7) . ?
P1 F1 1.5953(7) 21_655 ?
P1 F1 1.5953(7) 9_556 ?
P1 F1 1.5953(7) 8_645 ?
P1 F1 1.5953(7) 20_566 ?
P1 F1 1.5953(7) 13_656 ?
N2 C1 1.3396(17) . ?
N2 C3 1.455(6) . ?
N2 C4 1.459(5) . ?

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
F1 P1 F1 89.82(5) . 21_655 ?
F1 P1 F1 90.18(5) . 9_556 ?
F1 P1 F1 180.00(7) 21_655 9_556 ?
F1 P1 F1 90.18(5) . 8_645 ?
F1 P1 F1 89.82(5) 21_655 8_645 ?
F1 P1 F1 90.18(5) 9_556 8_645 ?
F1 P1 F1 89.82(5) . 20_566 ?
F1 P1 F1 90.18(5) 21_655 20_566 ?
F1 P1 F1 89.82(5) 9_556 20_566 ?
F1 P1 F1 180.00(2) 8_645 20_566 ?
F1 P1 F1 180.0 . 13_656 ?
F1 P1 F1 90.18(5) 21_655 13_656 ?
F1 P1 F1 89.82(5) 9_556 13_656 ?
F1 P1 F1 89.82(5) 8_645 13_656 ?
F1 P1 F1 90.18(5) 20_566 13_656 ?
C1 N2 C3 122.3(5) . . ?
C1 N2 C4 122.6(4) . . ?
C3 N2 C4 115.2(5) . . ?

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
C3 H3A F1 0.98 2.59 3.564(13) 176.7 5_456 yes
C3 H3B F1 0.98 2.63 3.300(10) 125.7 11_456 yes
C4 H4A F1 0.98 2.63 3.605(10) 176.9 17_655 yes
C4 H4C F1 0.98 2.63 3.502(14) 148.1 3 yes

_refine_diff_density_max         0.126
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.034

####################################################################### 
# 
# 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_MX46_18
_database_code_depnum_ccdc_archive 'CCDC 1904354'
loop_
_audit_author_name
_audit_author_address
'Criag Forsyth'
;Monash University Clayton
Australia
;
_audit_update_record             
;
2019-03-20 deposited with the CCDC.	2019-05-20 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         'C7 H18 N3, C2 F6 N O4 S2'
_chemical_formula_sum            'C9 H18 F6 N4 O4 S2'
_chemical_formula_weight         424.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   13.7150(3)
_cell_length_b                   8.6718(2)
_cell_length_c                   15.6538(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.306(2)
_cell_angle_gamma                90
_cell_volume                     1818.99(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    253(2)
_cell_measurement_reflns_used    4677
_cell_measurement_theta_min      3.8810
_cell_measurement_theta_max      66.6160

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    3.443
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.62655
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      253(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'OXFORD Gemini Ultra CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3389
_diffrn_reflns_number            16525
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.895
_diffrn_reflns_theta_max         66.831
_diffrn_reflns_theta_full        66.831
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3221
_reflns_number_gt                2681
_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 1.171.38.43d (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0607P)²+0.8443P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3221
_refine_ls_number_parameters     325
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.1254
_refine_ls_wR_factor_gt          0.1171
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.077
_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 -0.12220(5) 0.49183(7) 0.15964(4) 0.0598(2) Uani 1 1 d . . . . .
S2 S 0.06062(5) 0.42521(9) 0.26949(4) 0.0682(2) Uani 1 1 d . . . . .
F1 F -0.18547(19) 0.7078(2) 0.24873(19) 0.1220(9) Uani 1 1 d . . . . .
F2 F -0.18036(17) 0.4858(3) 0.30785(13) 0.1017(6) Uani 1 1 d . . . . .
F3 F -0.29538(14) 0.5358(3) 0.19735(16) 0.1075(7) Uani 1 1 d . . . . .
F4 F 0.08796(16) 0.3053(3) 0.12412(13) 0.1014(6) Uani 1 1 d . . . . .
F5 F 0.19006(16) 0.4831(3) 0.17374(19) 0.1149(8) Uani 1 1 d . . . . .
F6 F 0.20346(18) 0.2612(3) 0.23369(18) 0.1293(9) Uani 1 1 d . . . . .
O1 O -0.14425(14) 0.3327(2) 0.14760(14) 0.0738(5) Uani 1 1 d . . . . .
O2 O -0.14862(18) 0.5923(3) 0.08621(15) 0.0922(7) Uani 1 1 d . . . . .
O3 O 0.01972(18) 0.2832(3) 0.29314(14) 0.0901(7) Uani 1 1 d . . . . .
O4 O 0.1253(2) 0.5075(4) 0.33593(17) 0.1151(10) Uani 1 1 d . . . . .
N1 N -0.01452(17) 0.5375(3) 0.21104(16) 0.0666(6) Uani 1 1 d . . . . .
N2 N 0.5835(3) 0.5654(5) 0.5178(3) 0.0537(9) Uani 0.5 1 d D . P A -1
N3 N 0.4622(3) 0.4123(4) 0.4325(3) 0.0518(9) Uani 0.5 1 d D . P A -1
N4 N 0.4347(3) 0.5214(4) 0.5603(3) 0.0511(9) Uani 0.5 1 d D . P A -1
N5 N 0.0589(4) -0.0959(6) 0.4745(3) 0.0802(15) Uani 0.5 1 d D . P B -1
N6 N 0.0158(4) 0.1527(5) 0.4991(3) 0.0690(12) Uani 0.5 1 d D . P B -1
N7 N -0.0779(3) -0.0461(8) 0.5306(4) 0.0848(17) Uani 0.5 1 d D . P B -1
C1 C -0.1998(2) 0.5589(4) 0.2333(2) 0.0765(8) Uani 1 1 d . . . . .
C2 C 0.1401(2) 0.3670(4) 0.1966(2) 0.0729(7) Uani 1 1 d . . . . .
C3 C 0.4975(8) 0.4870(18) 0.5080(7) 0.037(2) Uani 0.5 1 d D . P A -1
C4 C 0.602(2) 0.715(3) 0.5578(18) 0.075(7) Uani 0.5 1 d . . P A -1
H4A H 0.634479 0.779693 0.522183 0.112 Uiso 0.5 1 calc R U P A -1
H4B H 0.644835 0.704633 0.614791 0.112 Uiso 0.5 1 calc R U P A -1
H4C H 0.540310 0.761499 0.563162 0.112 Uiso 0.5 1 calc R U P A -1
C5 C 0.6684(15) 0.494(2) 0.4921(12) 0.070(3) Uani 0.5 1 d . . P A -1
H5A H 0.652057 0.389297 0.474311 0.105 Uiso 0.5 1 calc R U P A -1
H5B H 0.724527 0.494403 0.540670 0.105 Uiso 0.5 1 calc R U P A -1
H5C H 0.684768 0.550126 0.444262 0.105 Uiso 0.5 1 calc R U P A -1
C6 C 0.4869(8) 0.4458(16) 0.3477(9) 0.071(3) Uani 0.5 1 d . . P A -1
H6A H 0.523247 0.541031 0.351391 0.106 Uiso 0.5 1 calc R U P A -1
H6B H 0.426595 0.454283 0.303766 0.106 Uiso 0.5 1 calc R U P A -1
H6C H 0.527208 0.363831 0.332596 0.106 Uiso 0.5 1 calc R U P A -1
C7 C 0.3999(17) 0.277(2) 0.4344(18) 0.064(6) Uani 0.5 1 d . . P A -1
H7A H 0.396575 0.253965 0.493728 0.097 Uiso 0.5 1 calc R U P A -1
H7B H 0.428287 0.190206 0.409956 0.097 Uiso 0.5 1 calc R U P A -1
H7C H 0.333991 0.296137 0.400718 0.097 Uiso 0.5 1 calc R U P A -1
C8 C 0.3259(15) 0.534(2) 0.5321(12) 0.076(3) Uani 0.5 1 d . . P A -1
H8A H 0.308639 0.552974 0.470321 0.114 Uiso 0.5 1 calc R U P A -1
H8B H 0.302593 0.618000 0.562492 0.114 Uiso 0.5 1 calc R U P A -1
H8C H 0.295418 0.439887 0.545160 0.114 Uiso 0.5 1 calc R U P A -1
C9 C 0.4734(7) 0.5340(14) 0.6537(8) 0.062(2) Uani 0.5 1 d . . P A -1
H9A H 0.543509 0.511191 0.666648 0.093 Uiso 0.5 1 calc R U P A -1
H9B H 0.439300 0.462188 0.683726 0.093 Uiso 0.5 1 calc R U P A -1
H9C H 0.463061 0.636924 0.672493 0.093 Uiso 0.5 1 calc R U P A -1
C10 C 0.000000 0.000000 0.500000 0.0479(7) Uani 1 2 d DS . P . .
C11 C 0.0907(9) -0.244(2) 0.5201(13) 0.075(3) Uani 0.5 1 d . . P B -1
H11A H 0.159016 -0.235757 0.550724 0.113 Uiso 0.5 1 calc R U P B -1
H11B H 0.084220 -0.325530 0.477963 0.113 Uiso 0.5 1 calc R U P B -1
H11C H 0.049317 -0.265172 0.560992 0.113 Uiso 0.5 1 calc R U P B -1
C12 C 0.0866(8) -0.0768(11) 0.3850(5) 0.098(3) Uani 0.5 1 d . U P B -1
H12A H 0.040242 -0.133607 0.341707 0.147 Uiso 0.5 1 calc R U P B -1
H12B H 0.152842 -0.115363 0.387966 0.147 Uiso 0.5 1 calc R U P B -1
H12C H 0.083939 0.030364 0.369337 0.147 Uiso 0.5 1 calc R U P B -1
C13 C 0.1119(6) 0.2275(9) 0.5239(6) 0.092(3) Uani 0.5 1 d . . P B -1
H13A H 0.162146 0.151904 0.545774 0.138 Uiso 0.5 1 calc R U P B -1
H13B H 0.109892 0.302653 0.568489 0.138 Uiso 0.5 1 calc R U P B -1
H13C H 0.127492 0.277634 0.473744 0.138 Uiso 0.5 1 calc R U P B -1
C14 C -0.0521(12) 0.272(3) 0.4859(14) 0.111(6) Uani 0.5 1 d . . P B -1
H14A H -0.053205 0.318575 0.430236 0.167 Uiso 0.5 1 calc R U P B -1
H14B H -0.033376 0.346956 0.531376 0.167 Uiso 0.5 1 calc R U P B -1
H14C H -0.117265 0.232082 0.487024 0.167 Uiso 0.5 1 calc R U P B -1
C15 C -0.1312(7) 0.0162(12) 0.5831(6) 0.093(2) Uani 0.5 1 d . U P B -1
H15A H -0.119698 -0.039693 0.637290 0.140 Uiso 0.5 1 calc R U P B -1
H15B H -0.200768 0.011517 0.555754 0.140 Uiso 0.5 1 calc R U P B -1
H15C H -0.111699 0.121829 0.594332 0.140 Uiso 0.5 1 calc R U P B -1
C16 C -0.1392(7) -0.1649(12) 0.5055(6) 0.098(3) Uani 0.5 1 d . U P B -1
H16A H -0.206721 -0.128169 0.489623 0.147 Uiso 0.5 1 calc R U P B -1
H16B H -0.133409 -0.237197 0.552739 0.147 Uiso 0.5 1 calc R U P B -1
H16C H -0.121715 -0.214575 0.456069 0.147 Uiso 0.5 1 calc R U P B -1


_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 O1 1.417(2) . ?
S1 O2 1.426(2) . ?
S1 N1 1.574(2) . ?
S1 C1 1.823(3) . ?
S2 O4 1.409(2) . ?
S2 O3 1.434(2) . ?
S2 N1 1.564(2) . ?
S2 C2 1.810(3) . ?
F1 C1 1.320(4) . ?
F2 C1 1.305(4) . ?
F3 C1 1.327(4) . ?
F4 C2 1.318(4) . ?
F5 C2 1.310(4) . ?
F6 C2 1.311(3) . ?
N2 C3 1.342(6) . ?
N2 C4 1.44(2) . ?
N2 C5 1.450(15) . ?
N3 C3 1.344(7) . ?
N3 C7 1.458(19) . ?
N3 C6 1.467(12) . ?
N4 C3 1.343(7) . ?
N4 C9 1.448(13) . ?
N4 C8 1.47(2) . ?
N5 C10 1.281(4) . ?
N5 C11 1.486(19) . ?
N5 C12 1.537(8) . ?
N6 C10 1.342(4) . ?
N6 C14 1.37(2) . ?
N6 C13 1.446(9) . ?
N7 C10 1.322(4) . ?
N7 C15 1.326(10) . ?
N7 C16 1.335(11) . ?
C15 C16 1.974(14) . ?

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 S1 O2 118.52(15) . . ?
O1 S1 N1 117.61(12) . . ?
O2 S1 N1 107.92(14) . . ?
O1 S1 C1 104.97(13) . . ?
O2 S1 C1 103.44(15) . . ?
N1 S1 C1 101.93(14) . . ?
O4 S2 O3 117.65(17) . . ?
O4 S2 N1 110.42(16) . . ?
O3 S2 N1 116.13(13) . . ?
O4 S2 C2 103.77(16) . . ?
O3 S2 C2 104.15(15) . . ?
N1 S2 C2 102.42(13) . . ?
S2 N1 S1 124.87(14) . . ?
C3 N2 C4 125.3(13) . . ?
C3 N2 C5 119.3(10) . . ?
C4 N2 C5 115.3(14) . . ?
C3 N3 C7 118.3(12) . . ?
C3 N3 C6 126.2(7) . . ?
C7 N3 C6 115.3(12) . . ?
C3 N4 C9 119.2(7) . . ?
C3 N4 C8 125.2(8) . . ?
C9 N4 C8 115.4(8) . . ?
C10 N5 C11 123.4(8) . . ?
C10 N5 C12 120.6(5) . . ?
C11 N5 C12 115.2(9) . . ?
C10 N6 C14 129.5(8) . . ?
C10 N6 C13 125.4(5) . . ?
C14 N6 C13 104.7(9) . . ?
C10 N7 C15 134.1(7) . . ?
C10 N7 C16 129.3(7) . . ?
C15 N7 C16 95.8(7) . . ?
F2 C1 F1 108.5(3) . . ?
F2 C1 F3 107.5(3) . . ?
F1 C1 F3 108.7(3) . . ?
F2 C1 S1 112.0(2) . . ?
F1 C1 S1 110.1(2) . . ?
F3 C1 S1 109.9(2) . . ?
F5 C2 F6 108.9(3) . . ?
F5 C2 F4 107.2(3) . . ?
F6 C2 F4 106.5(3) . . ?
F5 C2 S2 112.2(2) . . ?
F6 C2 S2 110.3(2) . . ?
F4 C2 S2 111.5(2) . . ?
N2 C3 N4 118.7(6) . . ?
N2 C3 N3 119.2(6) . . ?
N4 C3 N3 119.1(6) . . ?
N5 C10 N7 121.9(4) . . ?
N5 C10 N6 121.6(3) . . ?
N7 C10 N6 116.5(4) . . ?
N7 C15 C16 42.3(5) . . ?
N7 C16 C15 42.0(5) . . ?

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
C5 H5B O4 0.96 2.51 3.47(2) 178.0 3_666 yes
C7 H7B F5 0.96 2.58 3.158(18) 118.7 2_545 yes
C8 H8B O2 0.96 2.61 3.347(17) 134.3 4_676 yes
C11 H11C O3 0.96 2.66 3.584(18) 162.6 3_556 yes
C12 H12C O3 0.96 2.56 3.477(9) 159.8 . yes
C14 H14A O3 0.96 2.57 3.37(2) 140.7 . yes
C15 H15A O3 0.96 2.62 3.401(10) 138.2 3_556 yes
C15 H15B F5 0.96 2.61 3.083(8) 110.4 4_566 yes
C16 H16A O1 0.96 2.65 3.395(10) 134.5 2_445 yes
C16 H16B O3 0.96 2.61 3.387(10) 138.4 3_556 yes

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.041

