# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_p21_n_twin
_database_code_depnum_ccdc_archive 'CCDC 2223421'
loop_
_audit_author_name
_audit_author_address
'Susanne Margot Rupf'
;Freie Universitaet Berlin
Germany
;
_audit_update_record             
;
2022-11-30 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-08-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'As F6, C5 Cl F5 N'
_chemical_formula_sum            'C5 As Cl F11 N'
_chemical_formula_weight         393.43
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   6.2789(8)
_cell_length_b                   21.884(2)
_cell_length_c                   7.7197(9)
_cell_angle_alpha                90
_cell_angle_beta                 111.310(4)
_cell_angle_gamma                90
_cell_volume                     988.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3644
_cell_measurement_temperature    103.0
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      3.39
_shelx_estimated_absorpt_T_max   0.484
_shelx_estimated_absorpt_T_min   0.205
_exptl_absorpt_coefficient_mu    3.862
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.3410
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 18956 reflections, Rint = 0.1324
 (10192 with I > 3sig(I), Rint = 0.1082)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.644
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0945
_diffrn_reflns_av_unetI/netI     0.0922
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3943
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.416
_diffrn_reflns_theta_min         2.981
_diffrn_ambient_temperature      103.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1669
_reflns_number_total             2013
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         1.234
_refine_diff_density_min         -0.755
_refine_diff_density_rms         0.168
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2013
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0330P)²+1.4710P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.0991
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
As01 As 0.24561(7) 0.12962(2) 0.26453(5) 0.01687(16) Uani 1 1 d . . . . .
Cl01 Cl 0.65021(18) 0.25679(4) 0.25106(13) 0.0229(2) Uani 1 1 d . . . . .
F5 F 1.0872(4) 0.30964(10) 0.3745(3) 0.0247(5) Uani 1 1 d . . . . .
F10 F 0.4882(4) 0.14486(10) 0.2120(3) 0.0219(5) Uani 1 1 d . . . . .
F1 F 0.3291(4) 0.35029(11) 0.1309(3) 0.0248(5) Uani 1 1 d . . . . .
F2 F 0.4056(4) 0.47284(10) 0.1360(3) 0.0265(5) Uani 1 1 d . . . . .
F4 F 1.1938(4) 0.43054(11) 0.3939(3) 0.0262(5) Uani 1 1 d . . . . .
F3 F 0.8473(4) 0.51289(10) 0.2754(3) 0.0261(5) Uani 1 1 d . . . . .
F12 F 0.3999(4) 0.07840(10) 0.4318(3) 0.0231(5) Uani 1 1 d . . . . .
F11 F 0.1744(4) 0.07226(11) 0.1025(3) 0.0267(5) Uani 1 1 d . . . . .
F15 F 0.0066(4) 0.11552(12) 0.3164(3) 0.0282(6) Uani 1 1 d . . . . .
F13 F 0.3231(4) 0.18675(11) 0.4286(3) 0.0286(6) Uani 1 1 d . . . . .
F14 F 0.0957(4) 0.18074(13) 0.0958(3) 0.0344(6) Uani 1 1 d . . . . .
N01 N 0.7092(5) 0.33253(15) 0.2563(4) 0.0184(7) Uani 1 1 d . . . . .
C4 C 0.9779(7) 0.41290(17) 0.3288(5) 0.0184(8) Uani 1 1 d . . . . .
C2 C 0.5778(7) 0.43417(17) 0.1988(5) 0.0188(8) Uani 1 1 d . . . . .
C3 C 0.8022(7) 0.45403(17) 0.2690(5) 0.0195(8) Uani 1 1 d . . . . .
C1 C 0.5357(7) 0.37279(17) 0.1948(6) 0.0189(8) Uani 1 1 d . . . . .
C5 C 0.9286(7) 0.35127(19) 0.3222(5) 0.0192(8) 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
As01 F10 1.745(2) . ?
As01 F12 1.718(2) . ?
As01 F11 1.713(2) . ?
As01 F15 1.716(2) . ?
As01 F13 1.719(2) . ?
As01 F14 1.716(2) . ?
Cl01 N01 1.696(3) . ?
F5 C5 1.301(4) . ?
F1 C1 1.305(5) . ?
F2 C2 1.319(4) . ?
F4 C4 1.321(4) . ?
F3 C3 1.316(4) . ?
N01 C1 1.346(5) . ?
N01 C5 1.347(5) . ?
C4 C3 1.367(5) . ?
C4 C5 1.381(5) . ?
C2 C3 1.384(5) . ?
C2 C1 1.367(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
F12 As01 F10 89.88(11) . . ?
F12 As01 F13 89.40(12) . . ?
F11 As01 F10 89.35(11) . . ?
F11 As01 F12 89.83(11) . . ?
F11 As01 F15 91.17(12) . . ?
F11 As01 F13 178.79(12) . . ?
F11 As01 F14 89.87(13) . . ?
F15 As01 F10 179.33(11) . . ?
F15 As01 F12 90.54(11) . . ?
F15 As01 F13 89.78(12) . . ?
F13 As01 F10 89.70(11) . . ?
F14 As01 F10 89.05(11) . . ?
F14 As01 F12 178.88(11) . . ?
F14 As01 F15 90.54(12) . . ?
F14 As01 F13 90.88(13) . . ?
C1 N01 Cl01 119.3(3) . . ?
C1 N01 C5 121.3(3) . . ?
C5 N01 Cl01 119.4(3) . . ?
F4 C4 C3 121.8(3) . . ?
F4 C4 C5 119.0(3) . . ?
C3 C4 C5 119.2(4) . . ?
F2 C2 C3 121.6(3) . . ?
F2 C2 C1 119.8(4) . . ?
C1 C2 C3 118.6(4) . . ?
F3 C3 C4 119.7(4) . . ?
F3 C3 C2 119.8(4) . . ?
C4 C3 C2 120.5(4) . . ?
F1 C1 N01 116.9(3) . . ?
F1 C1 C2 122.4(4) . . ?
N01 C1 C2 120.7(4) . . ?
F5 C5 N01 117.8(3) . . ?
F5 C5 C4 122.4(4) . . ?
N01 C5 C4 119.8(4) . . ?

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
Cl01 N01 C1 F1 -1.1(5) . . . . ?
Cl01 N01 C1 C2 179.4(3) . . . . ?
Cl01 N01 C5 F5 1.9(5) . . . . ?
Cl01 N01 C5 C4 -179.3(3) . . . . ?
F2 C2 C3 F3 0.6(5) . . . . ?
F2 C2 C3 C4 -178.3(3) . . . . ?
F2 C2 C1 F1 -0.2(6) . . . . ?
F2 C2 C1 N01 179.2(3) . . . . ?
F4 C4 C3 F3 0.2(5) . . . . ?
F4 C4 C3 C2 179.1(3) . . . . ?
F4 C4 C5 F5 -1.4(5) . . . . ?
F4 C4 C5 N01 179.9(3) . . . . ?
C3 C4 C5 F5 179.1(3) . . . . ?
C3 C4 C5 N01 0.4(5) . . . . ?
C3 C2 C1 F1 -180.0(3) . . . . ?
C3 C2 C1 N01 -0.5(6) . . . . ?
C1 N01 C5 F5 -178.2(3) . . . . ?
C1 N01 C5 C4 0.6(5) . . . . ?
C1 C2 C3 F3 -179.6(3) . . . . ?
C1 C2 C3 C4 1.5(6) . . . . ?
C5 N01 C1 F1 179.0(3) . . . . ?
C5 N01 C1 C2 -0.5(6) . . . . ?
C5 C4 C3 F3 179.7(3) . . . . ?
C5 C4 C3 C2 -1.4(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_pnma
_database_code_depnum_ccdc_archive 'CCDC 2223424'
loop_
_audit_author_name
_audit_author_address
'Susanne Margot Rupf'
;Freie Universitaet Berlin
Germany
;
_audit_update_record             
;
2022-11-30 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-01-19
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl, C5 H5 Cl N'
_chemical_formula_sum            'C5 H5 Cl2 N'
_chemical_formula_weight         150.00
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   13.9435(6)
_cell_length_b                   6.5593(3)
_cell_length_c                   7.0669(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     646.34(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4231
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      30.52
_cell_measurement_theta_min      3.23
_shelx_estimated_absorpt_T_max   0.916
_shelx_estimated_absorpt_T_min   0.916
_exptl_absorpt_coefficient_mu    0.889
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6385
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1092 before and 0.0618 after correction.
The Ratio of minimum to maximum transmission is 0.8558.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            9048
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.523
_diffrn_reflns_theta_min         2.922
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                948
_reflns_number_total             1056
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     49
_refine_ls_number_reflns         1056
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0257
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0223P)²+0.4734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0589
_refine_ls_wR_factor_ref         0.0641
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cl1 Cl 0.85403(3) 0.750000 0.17522(6) 0.01504(11) Uani 1 2 d S T P . .
Cl2 Cl 0.73155(3) 0.750000 0.46422(6) 0.01462(11) Uani 1 2 d S T P . .
N01 N 0.64756(10) 0.750000 0.6490(2) 0.0133(3) Uani 1 2 d S T P . .
C1 C 0.55423(13) 0.750000 0.6036(3) 0.0181(4) Uani 1 2 d S T P . .
H1 H 0.534773 0.750000 0.474793 0.022 Uiso 1 2 calc R U P . .
C2 C 0.61344(14) 0.750000 0.9738(3) 0.0199(4) Uani 1 2 d S T P . .
H2 H 0.634852 0.750000 1.101386 0.024 Uiso 1 2 calc R U P . .
C3 C 0.67887(13) 0.750000 0.8280(2) 0.0169(3) Uani 1 2 d S T P . .
H3 H 0.745690 0.750000 0.854239 0.020 Uiso 1 2 calc R U P . .
C4 C 0.51610(14) 0.750000 0.9335(3) 0.0213(4) Uani 1 2 d S T P . .
H4 H 0.470195 0.750000 1.032887 0.026 Uiso 1 2 calc R U P . .
C5 C 0.48685(13) 0.750000 0.7462(3) 0.0221(4) Uani 1 2 d S T P . .
H5 H 0.420448 0.750000 0.716151 0.027 Uiso 1 2 calc R U 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
Cl2 N01 1.7538(15) . ?
N01 C1 1.340(2) . ?
N01 C3 1.339(2) . ?
C1 H1 0.9500 . ?
C1 C5 1.378(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.376(3) . ?
C2 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.385(3) . ?
C5 H5 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N01 Cl2 118.07(12) . . ?
C3 N01 Cl2 119.07(12) . . ?
C3 N01 C1 122.86(15) . . ?
N01 C1 H1 120.4 . . ?
N01 C1 C5 119.16(17) . . ?
C5 C1 H1 120.4 . . ?
C3 C2 H2 120.1 . . ?
C3 C2 C4 119.70(17) . . ?
C4 C2 H2 120.1 . . ?
N01 C3 C2 119.43(17) . . ?
N01 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C2 C4 H4 120.5 . . ?
C5 C4 C2 118.95(18) . . ?
C5 C4 H4 120.5 . . ?
C1 C5 C4 119.89(18) . . ?
C1 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?

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
Cl2 N01 C1 C5 180.000(0) . . . . ?
Cl2 N01 C3 C2 180.000(0) . . . . ?
N01 C1 C5 C4 0.000(0) . . . . ?
C1 N01 C3 C2 0.000(0) . . . . ?
C2 C4 C5 C1 0.000(1) . . . . ?
C3 N01 C1 C5 0.000(0) . . . . ?
C3 C2 C4 C5 0.000(1) . . . . ?
C4 C2 C3 N01 0.000(0) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_c2_m_twin_fast
_database_code_depnum_ccdc_archive 'CCDC 2223431'
loop_
_audit_author_name
_audit_author_address
'Susanne Margot Rupf'
;Freie Universitaet Berlin
Germany
;
_audit_update_record             
;
2022-11-30 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT431_c2_m_twin_fast      
;
PROBLEM: Short Inter HL..A Contact  Cl01     ..N00E     .       2.24 Ang.
RESPONSE: Short halogen contact in pyridin-stabilized chloronium cation
;
_vrf_PLAT431_c2_m_twin_fast_2    
;
PROBLEM: Short Inter HL..A Contact  Cl02     ..N00C     .       2.12 Ang.
RESPONSE: Short halogen contact in pyridin-stabilized chloronium cation
;
_vrf_PLAT431_c2_m_twin_fast_3    
;
PROBLEM: Short Inter HL..A Contact  Cl03     ..N00F     .       2.09 Ang.
RESPONSE: Short halogen contact in pyridin-stabilized chloronium cation
;
# Added during the CSD deposition process: Wednesday 30 November 2022 03:34 PM
# end Validation Reply Form

_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C2.5 H2.5 Cl0.5 N0.5, 3(C5 H5 Cl0.5 N), 2(B F4), C2.5 H2.5 N0.5, 2(C3 H5 N)'
_chemical_formula_sum            'C26 H30 B2 Cl2 F8 N6'
_chemical_formula_weight         671.08
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   15.093(9)
_cell_length_b                   14.455(7)
_cell_length_c                   15.759(8)
_cell_angle_alpha                90
_cell_angle_beta                 108.451(18)
_cell_angle_gamma                90
_cell_volume                     3261(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9873
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.16
_shelx_estimated_absorpt_T_max   0.948
_shelx_estimated_absorpt_T_min   0.899
_exptl_absorpt_coefficient_mu    0.272
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 91797 reflections, Rint = 0.0780
 (59561 with I > 3sig(I), Rint = 0.0510)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0161
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6608
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.355
_diffrn_reflns_theta_min         2.002
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.884
_reflns_Friedel_fraction_full    0.958
_reflns_Friedel_fraction_max     0.956
_reflns_number_gt                6226
_reflns_number_total             6491
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.084
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.50(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         6491
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0524
_refine_ls_restrained_S_all      1.143
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0148P)²+15.4800P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1276
_refine_ls_wR_factor_ref         0.1295
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.50(12)
 0.50(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C015(H01A,H01B), C01C(H01I,H01J)
3.b Aromatic/amide H refined with riding coordinates:
 C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W),
 C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011), C012(H012),
 C013(H013), C016(H016), C017(H017), C019(H019)
3.c Idealised Me refined as rotating group:
 C01B(H01F,H01G,H01H), C01D(H01C,H01D,H01E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cl01 Cl 0.000000 0.26583(13) 0.500000 0.0234(4) Uani 1 2 d S T P . .
Cl02 Cl 0.000000 0.74365(13) 1.000000 0.0232(4) Uani 1 2 d S T P . .
Cl03 Cl 0.31182(9) 0.26109(10) 0.74828(8) 0.0244(3) Uani 1 1 d . . . . .
F004 F 0.5579(3) 0.8386(2) 0.7730(3) 0.0323(9) Uani 1 1 d . . . . .
F005 F 0.0750(3) 0.8256(3) 0.7733(3) 0.0367(9) Uani 1 1 d . . . . .
F006 F 0.4246(2) 0.7585(3) 0.6998(2) 0.0368(8) Uani 1 1 d . . . . .
F007 F 0.0630(3) 0.6672(2) 0.7686(3) 0.0315(9) Uani 1 1 d . . . . .
F008 F 0.4810(2) 0.7584(3) 0.8530(2) 0.0381(8) Uani 1 1 d . . . . .
F009 F 0.5594(3) 0.6800(3) 0.7734(3) 0.0374(10) Uani 1 1 d . . . . .
F00A F 0.0014(3) 0.7515(3) 0.6425(2) 0.0452(9) Uani 1 1 d . . . . .
F00B F 0.1596(3) 0.7404(3) 0.7053(3) 0.0443(10) Uani 1 1 d . . . . .
N00C N 0.000000 0.8905(5) 1.000000 0.0250(17) Uani 1 2 d S T P . .
N00D N 0.000000 0.6144(5) 1.000000 0.0194(15) Uani 1 2 d S T P . .
N00E N 0.000000 0.1108(5) 0.500000 0.0270(17) Uani 1 2 d S T P . .
N00F N 0.3067(4) 0.1168(4) 0.7531(4) 0.0249(12) Uani 1 1 d . . . . .
N00G N 0.000000 0.3905(5) 0.500000 0.0214(15) Uani 1 2 d S T P . .
N00H N 0.3138(4) 0.3918(3) 0.7436(3) 0.0223(11) Uani 1 1 d . . . . .
C00I C 0.2445(5) 0.3482(5) 0.5032(4) 0.0299(15) Uani 1 1 d . . . . .
C00J C 0.3122(4) 0.5803(4) 0.7345(4) 0.0252(13) Uani 1 1 d . . . . .
H00J H 0.311934 0.645953 0.731400 0.030 Uiso 1 1 calc R U . . .
C00K C 0.000000 0.4259(6) 1.000000 0.0254(18) Uani 1 2 d S T P . .
H00K H 0.000002 0.360195 1.000001 0.031 Uiso 1 2 calc R U P . .
C00L C 0.3755(4) 0.4340(4) 0.7108(4) 0.0252(13) Uani 1 1 d . . . . .
H00L H 0.417889 0.398513 0.690680 0.030 Uiso 1 1 calc R U . . .
C00M C 0.0232(4) 0.4350(4) 0.5778(4) 0.0235(12) Uani 1 1 d . . . . .
H00M H 0.039263 0.400875 0.632098 0.028 Uiso 1 1 calc R U . . .
N00N N 0.2106(4) 0.4146(4) 0.5171(4) 0.0380(13) Uani 1 1 d . . . . .
C00O C 0.2573(4) 0.0779(4) 0.8008(4) 0.0285(13) Uani 1 1 d . . . . .
H00O H 0.227242 0.115971 0.832576 0.034 Uiso 1 1 calc R U . . .
C00P C 0.0162(4) 0.4742(4) 0.9307(4) 0.0253(12) Uani 1 1 d . . . . .
H00P H 0.027580 0.441704 0.882730 0.030 Uiso 1 1 calc R U . . .
C00Q C -0.0203(5) 0.9370(4) 1.0645(5) 0.0299(14) Uani 1 1 d . . . . .
H00Q H -0.034638 0.903263 1.110188 0.036 Uiso 1 1 calc R U . . .
C00R C 0.3469(5) -0.0305(4) 0.7110(4) 0.0279(13) Uani 1 1 d . . . . .
H00R H 0.378534 -0.066945 0.679491 0.033 Uiso 1 1 calc R U . . .
N00S N 0.2427(4) 0.5793(5) 0.9852(4) 0.0442(14) Uani 1 1 d . . . . .
C00T C 0.0159(4) 0.5701(4) 0.9311(4) 0.0230(12) Uani 1 1 d . . . . .
H00T H 0.026668 0.603918 0.883658 0.028 Uiso 1 1 calc R U . . .
C00U C 0.000000 0.5793(6) 0.500000 0.033(2) Uani 1 2 d S T P . .
H00U H 0.000000 0.645043 0.500000 0.039 Uiso 1 2 calc R U P . .
C00V C 0.2482(4) 0.5342(4) 0.7667(4) 0.0268(12) Uani 1 1 d . . . . .
H00V H 0.203703 0.567959 0.785492 0.032 Uiso 1 1 calc R U . . .
C00W C -0.0473(5) -0.0311(4) 0.4228(4) 0.0313(14) Uani 1 1 d . . . . .
H00W H -0.079673 -0.063257 0.369328 0.038 Uiso 1 1 calc R U . . .
C00X C 0.2495(5) -0.0181(4) 0.8042(4) 0.0310(13) Uani 1 1 d . . . . .
H00X H 0.213517 -0.045655 0.837185 0.037 Uiso 1 1 calc R U . . .
C00Y C 0.0240(5) 0.5302(4) 0.5802(4) 0.0285(13) Uani 1 1 d . . . . .
H00Y H 0.040692 0.561979 0.635763 0.034 Uiso 1 1 calc R U . . .
C00Z C 0.2506(4) 0.4383(4) 0.7710(4) 0.0265(13) Uani 1 1 d . . . . .
H00Z H 0.207889 0.405688 0.793148 0.032 Uiso 1 1 calc R U . . .
C010 C 0.3520(4) 0.0654(4) 0.7098(4) 0.0268(13) Uani 1 1 d . . . . .
H010 H 0.388058 0.094663 0.677835 0.032 Uiso 1 1 calc R U . . .
C011 C 0.3767(4) 0.5293(4) 0.7067(4) 0.0266(13) Uani 1 1 d . . . . .
H011 H 0.420959 0.559987 0.685227 0.032 Uiso 1 1 calc R U . . .
C012 C 0.000000 -0.0796(7) 0.500000 0.030(2) Uani 1 2 d S T P . .
H012 H 0.000000 -0.145359 0.499999 0.036 Uiso 1 2 calc R U P . .
C013 C -0.0212(5) 1.0323(5) 1.0673(5) 0.0340(15) Uani 1 1 d . . . . .
H013 H -0.035958 1.063986 1.113919 0.041 Uiso 1 1 calc R U . . .
C014 C 0.2586(5) 0.6530(5) 0.9703(5) 0.0383(16) Uani 1 1 d . . . . .
C015 C 0.2872(4) 0.2608(6) 0.4858(4) 0.0403(15) Uani 1 1 d . . . . .
H01A H 0.350965 0.255230 0.528833 0.048 Uiso 1 1 calc R U . . .
H01B H 0.292597 0.262941 0.424815 0.048 Uiso 1 1 calc R U . . .
C016 C -0.0467(5) 0.0645(4) 0.4248(4) 0.0302(14) Uani 1 1 d . . . . .
H016 H -0.079634 0.098058 0.372538 0.036 Uiso 1 1 calc R U . . .
C017 C 0.000000 1.0806(6) 1.000000 0.031(2) Uani 1 2 d S T P . .
H017 H 0.000002 1.146354 1.000000 0.037 Uiso 1 2 calc R U P . .
B018 B 0.5051(4) 0.7578(5) 0.7747(4) 0.0242(11) Uani 1 1 d . . . . .
C019 C 0.2950(5) -0.0724(5) 0.7588(4) 0.0324(14) Uani 1 1 d . . . . .
H019 H 0.290717 -0.137937 0.760348 0.039 Uiso 1 1 calc R U . . .
B01A B 0.0759(4) 0.7458(5) 0.7232(4) 0.0253(13) Uani 1 1 d . . . . .
C01B C 0.2635(6) 0.8160(6) 1.0172(6) 0.052(2) Uani 1 1 d . . . . .
H01F H 0.276663 0.878950 1.001393 0.078 Uiso 1 1 calc R U . . .
H01G H 0.306218 0.800273 1.076559 0.078 Uiso 1 1 calc R U . . .
H01H H 0.198884 0.812619 1.018033 0.078 Uiso 1 1 calc R U . . .
C01C C 0.2766(7) 0.7493(7) 0.9497(5) 0.065(2) Uani 1 1 d . . . . .
H01I H 0.233793 0.765939 0.889786 0.079 Uiso 1 1 calc R U . . .
H01J H 0.341411 0.754380 0.947822 0.079 Uiso 1 1 calc R U . . .
C01D C 0.2301(5) 0.1756(5) 0.4939(5) 0.0380(17) Uani 1 1 d . . . . .
H01C H 0.167403 0.179987 0.450261 0.057 Uiso 1 1 calc R U . . .
H01D H 0.225239 0.172741 0.554441 0.057 Uiso 1 1 calc R U . . .
H01E H 0.261066 0.119697 0.482318 0.057 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl01 N00G 1.803(7) . ?
Cl02 N00C 2.123(7) . ?
Cl02 N00D 1.869(7) . ?
Cl03 N00F 2.090(5) . ?
Cl03 N00H 1.892(5) . ?
F004 B018 1.419(8) . ?
F005 B01A 1.401(7) . ?
F006 B018 1.400(6) . ?
F007 B01A 1.390(7) . ?
F008 B018 1.393(6) . ?
F009 B018 1.395(8) . ?
F00A B01A 1.408(7) . ?
F00B B01A 1.380(7) . ?
N00C C00Q 1.332(7) . ?
N00C C00Q 1.332(8) 2_557 ?
N00D C00T 1.345(7) 2_557 ?
N00D C00T 1.345(7) . ?
N00E C016 1.349(8) . ?
N00E C016 1.349(8) 2_556 ?
N00F C00O 1.339(8) . ?
N00F C010 1.334(8) . ?
N00G C00M 1.329(7) 2_556 ?
N00G C00M 1.329(7) . ?
N00H C00L 1.346(8) . ?
N00H C00Z 1.344(8) . ?
C00I N00N 1.142(9) . ?
C00I C015 1.483(11) . ?
C00J H00J 0.9500 . ?
C00J C00V 1.395(9) . ?
C00J C011 1.397(8) . ?
C00K H00K 0.9500 . ?
C00K C00P 1.382(8) 2_557 ?
C00K C00P 1.382(8) . ?
C00L H00L 0.9500 . ?
C00L C011 1.379(8) . ?
C00M H00M 0.9500 . ?
C00M C00Y 1.376(8) . ?
C00O H00O 0.9500 . ?
C00O C00X 1.395(9) . ?
C00P H00P 0.9500 . ?
C00P C00T 1.386(9) . ?
C00Q H00Q 0.9500 . ?
C00Q C013 1.378(9) . ?
C00R H00R 0.9500 . ?
C00R C010 1.389(8) . ?
C00R C019 1.386(9) . ?
N00S C014 1.134(10) . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?
C00U C00Y 1.394(8) 2_556 ?
C00U C00Y 1.394(8) . ?
C00V H00V 0.9500 . ?
C00V C00Z 1.388(8) . ?
C00W H00W 0.9500 . ?
C00W C012 1.390(8) . ?
C00W C016 1.383(9) . ?
C00X H00X 0.9500 . ?
C00X C019 1.383(9) . ?
C00Y H00Y 0.9500 . ?
C00Z H00Z 0.9500 . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?
C012 H012 0.9500 . ?
C013 H013 0.9500 . ?
C013 C017 1.390(9) . ?
C014 C01C 1.475(13) . ?
C015 H01A 0.9900 . ?
C015 H01B 0.9900 . ?
C015 C01D 1.532(11) . ?
C016 H016 0.9500 . ?
C017 H017 0.9500 . ?
C019 H019 0.9500 . ?
C01B H01F 0.9800 . ?
C01B H01G 0.9800 . ?
C01B H01H 0.9800 . ?
C01B C01C 1.496(12) . ?
C01C H01I 0.9900 . ?
C01C H01J 0.9900 . ?
C01D H01C 0.9800 . ?
C01D H01D 0.9800 . ?
C01D H01E 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N00D Cl02 N00C 180.0 . . ?
N00H Cl03 N00F 178.8(2) . . ?
C00Q N00C Cl02 120.3(4) . . ?
C00Q N00C Cl02 120.3(4) 2_557 . ?
C00Q N00C C00Q 119.4(8) . 2_557 ?
C00T N00D Cl02 118.4(4) . . ?
C00T N00D Cl02 118.4(4) 2_557 . ?
C00T N00D C00T 123.2(7) 2_557 . ?
C016 N00E C016 120.5(8) 2_556 . ?
C00O N00F Cl03 118.2(4) . . ?
C010 N00F Cl03 120.4(4) . . ?
C010 N00F C00O 121.4(6) . . ?
C00M N00G Cl01 118.9(4) . . ?
C00M N00G Cl01 118.9(4) 2_556 . ?
C00M N00G C00M 122.2(7) 2_556 . ?
C00L N00H Cl03 119.3(4) . . ?
C00Z N00H Cl03 117.7(4) . . ?
C00Z N00H C00L 123.0(5) . . ?
N00N C00I C015 178.8(8) . . ?
C00V C00J H00J 120.2 . . ?
C00V C00J C011 119.5(6) . . ?
C011 C00J H00J 120.2 . . ?
C00P C00K H00K 120.3 . . ?
C00P C00K H00K 120.3 2_557 . ?
C00P C00K C00P 119.3(8) 2_557 . ?
N00H C00L H00L 120.3 . . ?
N00H C00L C011 119.4(6) . . ?
C011 C00L H00L 120.3 . . ?
N00G C00M H00M 119.8 . . ?
N00G C00M C00Y 120.4(6) . . ?
C00Y C00M H00M 119.8 . . ?
N00F C00O H00O 119.7 . . ?
N00F C00O C00X 120.5(6) . . ?
C00X C00O H00O 119.7 . . ?
C00K C00P H00P 120.0 . . ?
C00K C00P C00T 119.9(6) . . ?
C00T C00P H00P 120.0 . . ?
N00C C00Q H00Q 118.8 . . ?
N00C C00Q C013 122.4(7) . . ?
C013 C00Q H00Q 118.8 . . ?
C010 C00R H00R 120.4 . . ?
C019 C00R H00R 120.4 . . ?
C019 C00R C010 119.2(6) . . ?
N00D C00T C00P 118.8(6) . . ?
N00D C00T H00T 120.6 . . ?
C00P C00T H00T 120.6 . . ?
C00Y C00U H00U 120.6 . . ?
C00Y C00U H00U 120.6 2_556 . ?
C00Y C00U C00Y 118.7(8) 2_556 . ?
C00J C00V H00V 120.5 . . ?
C00Z C00V C00J 119.0(6) . . ?
C00Z C00V H00V 120.5 . . ?
C012 C00W H00W 120.5 . . ?
C016 C00W H00W 120.5 . . ?
C016 C00W C012 119.1(7) . . ?
C00O C00X H00X 120.5 . . ?
C019 C00X C00O 118.9(6) . . ?
C019 C00X H00X 120.5 . . ?
C00M C00Y C00U 119.2(6) . . ?
C00M C00Y H00Y 120.4 . . ?
C00U C00Y H00Y 120.4 . . ?
N00H C00Z C00V 119.6(6) . . ?
N00H C00Z H00Z 120.2 . . ?
C00V C00Z H00Z 120.2 . . ?
N00F C010 C00R 120.6(6) . . ?
N00F C010 H010 119.7 . . ?
C00R C010 H010 119.7 . . ?
C00J C011 H011 120.3 . . ?
C00L C011 C00J 119.5(6) . . ?
C00L C011 H011 120.3 . . ?
C00W C012 C00W 119.4(9) . 2_556 ?
C00W C012 H012 120.3 2_556 . ?
C00W C012 H012 120.3 . . ?
C00Q C013 H013 121.0 . . ?
C00Q C013 C017 118.1(7) . . ?
C017 C013 H013 121.0 . . ?
N00S C014 C01C 178.5(9) . . ?
C00I C015 H01A 109.1 . . ?
C00I C015 H01B 109.1 . . ?
C00I C015 C01D 112.4(5) . . ?
H01A C015 H01B 107.9 . . ?
C01D C015 H01A 109.1 . . ?
C01D C015 H01B 109.1 . . ?
N00E C016 C00W 121.0(6) . . ?
N00E C016 H016 119.5 . . ?
C00W C016 H016 119.5 . . ?
C013 C017 C013 119.6(9) 2_557 . ?
C013 C017 H017 120.2 2_557 . ?
C013 C017 H017 120.2 . . ?
F006 B018 F004 108.7(5) . . ?
F008 B018 F004 108.4(5) . . ?
F008 B018 F006 110.2(4) . . ?
F008 B018 F009 109.7(5) . . ?
F009 B018 F004 109.2(4) . . ?
F009 B018 F006 110.5(5) . . ?
C00R C019 H019 120.3 . . ?
C00X C019 C00R 119.4(6) . . ?
C00X C019 H019 120.3 . . ?
F005 B01A F00A 108.2(5) . . ?
F007 B01A F005 110.7(4) . . ?
F007 B01A F00A 108.1(5) . . ?
F00B B01A F005 109.6(5) . . ?
F00B B01A F007 110.3(5) . . ?
F00B B01A F00A 109.8(5) . . ?
H01F C01B H01G 109.5 . . ?
H01F C01B H01H 109.5 . . ?
H01G C01B H01H 109.5 . . ?
C01C C01B H01F 109.5 . . ?
C01C C01B H01G 109.5 . . ?
C01C C01B H01H 109.5 . . ?
C014 C01C C01B 112.1(7) . . ?
C014 C01C H01I 109.2 . . ?
C014 C01C H01J 109.2 . . ?
C01B C01C H01I 109.2 . . ?
C01B C01C H01J 109.2 . . ?
H01I C01C H01J 107.9 . . ?
C015 C01D H01C 109.5 . . ?
C015 C01D H01D 109.5 . . ?
C015 C01D H01E 109.5 . . ?
H01C C01D H01D 109.5 . . ?
H01C C01D H01E 109.5 . . ?
H01D C01D H01E 109.5 . . ?

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
Cl01 N00G C00M C00Y 179.9(5) . . . . ?
Cl02 N00C C00Q C013 -180.0(5) . . . . ?
Cl02 N00D C00T C00P 179.9(4) . . . . ?
Cl03 N00F C00O C00X 178.2(5) . . . . ?
Cl03 N00F C010 C00R -178.4(5) . . . . ?
Cl03 N00H C00L C011 179.5(5) . . . . ?
Cl03 N00H C00Z C00V -178.5(5) . . . . ?
N00C C00Q C013 C017 -0.1(11) . . . . ?
N00F C00O C00X C019 1.1(10) . . . . ?
N00G C00M C00Y C00U 0.2(9) . . . . ?
N00H C00L C011 C00J -1.7(10) . . . . ?
C00J C00V C00Z N00H -0.4(10) . . . . ?
C00K C00P C00T N00D 0.3(9) . . . . ?
C00L N00H C00Z C00V -0.7(10) . . . . ?
C00M N00G C00M C00Y -0.1(5) 2_556 . . . ?
C00O N00F C010 C00R 1.8(10) . . . . ?
C00O C00X C019 C00R -0.1(10) . . . . ?
C00P C00K C00P C00T -0.1(4) 2_557 . . . ?
C00Q N00C C00Q C013 0.0(5) 2_557 . . . ?
C00Q C013 C017 C013 0.0(5) . . . 2_557 ?
C00T N00D C00T C00P -0.1(4) 2_557 . . . ?
C00V C00J C011 C00L 0.6(10) . . . . ?
C00Y C00U C00Y C00M -0.1(4) 2_556 . . . ?
C00Z N00H C00L C011 1.7(10) . . . . ?
C010 N00F C00O C00X -2.0(10) . . . . ?
C010 C00R C019 C00X 0.0(10) . . . . ?
C011 C00J C00V C00Z 0.4(9) . . . . ?
C012 C00W C016 N00E 0.9(9) . . . . ?
C016 N00E C016 C00W -0.4(5) 2_556 . . . ?
C016 C00W C012 C00W -0.4(4) . . . 2_556 ?
C019 C00R C010 N00F -0.8(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.50(12)
2 0.50(12)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_p21_m_final
_database_code_depnum_ccdc_archive 'CCDC 2223423'
loop_
_audit_author_name
_audit_author_address
'Susanne Margot Rupf'
;Freie Universitaet Berlin
Germany
;
_audit_update_record             
;
2022-11-30 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT431_p21_m_final         
;
PROBLEM: Short Inter HL..A Contact  Cl1      ..N2       .       2.40 Ang.
RESPONSE: Short halogen contact in pyridin-stabilized chloronium cation
;
# Added during the CSD deposition process: Wednesday 30 November 2022 03:19 PM
# end Validation Reply Form

_audit_creation_date             2022-02-03
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C14 H18 Cl2 N2), Cl3, 0.5(C14 H18 N2)'
_chemical_formula_sum            'C14 H18 Cl4 N2'
_chemical_formula_weight         356.10
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   8.3507(10)
_cell_length_b                   6.7026(6)
_cell_length_c                   15.1667(17)
_cell_angle_alpha                90
_cell_angle_beta                 104.077(5)
_cell_angle_gamma                90
_cell_volume                     823.41(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4471
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.56
_shelx_estimated_absorpt_T_max   0.952
_shelx_estimated_absorpt_T_min   0.789
_exptl_absorpt_coefficient_mu    0.710
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6612
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0628 before and 0.0443 after correction.
The Ratio of minimum to maximum transmission is 0.8867.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            7667
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.354
_diffrn_reflns_theta_min         2.559
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1997
_reflns_number_total             2197
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         2197
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0250
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0312P)²+0.2456P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0662
_refine_ls_wR_factor_ref         0.0680
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H15A(0.5) H15B(0.5) H15C(0.5) H16A(0.5) H16B(0.5) H16C(0.5)
 H25A(0.5) H25B(0.5) H25C(0.5) H26A(0.5) H26B(0.5) H26C(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C21(H21), C22(H22), C23(H23)
3.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cl1 Cl 0.45975(5) 0.750000 0.28838(2) 0.01426(10) Uani 1 2 d S T P . .
Cl2 Cl 0.51385(5) 0.250000 0.18771(2) 0.01764(11) Uani 1 2 d S T P . .
Cl3 Cl 0.79788(6) 0.250000 0.24099(3) 0.02566(12) Uani 1 2 d S T P . .
Cl4 Cl 0.23700(6) 0.250000 0.13511(3) 0.02489(12) Uani 1 2 d S T P . .
N1 N 0.34722(17) 0.750000 0.17261(9) 0.0140(3) Uani 1 2 d S T P . .
N2 N 0.61134(17) 0.750000 0.44461(9) 0.0137(3) Uani 1 2 d S T P . .
C10 C 0.1797(2) 0.750000 0.15488(11) 0.0171(3) Uani 1 2 d S T P . .
C11 C 0.0914(2) 0.750000 0.06506(11) 0.0213(4) Uani 1 2 d S T P . .
H11 H -0.025837 0.750000 0.050644 0.026 Uiso 1 2 calc R U P . .
C12 C 0.1739(2) 0.750000 -0.00406(12) 0.0243(4) Uani 1 2 d S T P . .
H12 H 0.113530 0.750000 -0.065849 0.029 Uiso 1 2 calc R U P . .
C13 C 0.3443(2) 0.750000 0.01759(11) 0.0221(4) Uani 1 2 d S T P . .
H13 H 0.400828 0.750000 -0.029704 0.027 Uiso 1 2 calc R U P . .
C14 C 0.4336(2) 0.750000 0.10712(11) 0.0171(3) Uani 1 2 d S T P . .
C15 C 0.6176(2) 0.750000 0.13330(11) 0.0187(3) Uani 1 2 d S T P . .
H15A H 0.656868 0.863905 0.173208 0.028 Uiso 0.5 1 calc R U P A -1
H15B H 0.659661 0.760287 0.078532 0.028 Uiso 0.5 1 calc R U P A -1
H15C H 0.657099 0.625808 0.165366 0.028 Uiso 0.5 1 calc R U P A -1
C16 C 0.0973(2) 0.750000 0.23185(12) 0.0221(4) Uani 1 2 d S T P . .
H16A H 0.114002 0.620385 0.262631 0.033 Uiso 0.5 1 calc R U P B -1
H16B H -0.021187 0.774163 0.208435 0.033 Uiso 0.5 1 calc R U P B -1
H16C H 0.144979 0.855452 0.275049 0.033 Uiso 0.5 1 calc R U P B -1
C20 C 0.7775(2) 0.750000 0.46410(11) 0.0155(3) Uani 1 2 d S T P . .
C21 C 0.8719(2) 0.750000 0.55332(11) 0.0179(3) Uani 1 2 d S T P . .
H21 H 0.989023 0.750000 0.565855 0.021 Uiso 1 2 calc R U P . .
C22 C 0.7925(2) 0.750000 0.62385(11) 0.0187(3) Uani 1 2 d S T P . .
H22 H 0.854601 0.750000 0.685301 0.022 Uiso 1 2 calc R U P . .
C23 C 0.6217(2) 0.750000 0.60343(11) 0.0179(3) Uani 1 2 d S T P . .
H23 H 0.565092 0.750000 0.650724 0.021 Uiso 1 2 calc R U P . .
C24 C 0.5336(2) 0.750000 0.51263(11) 0.0150(3) Uani 1 2 d S T P . .
C25 C 0.3484(2) 0.750000 0.48794(11) 0.0181(3) Uani 1 2 d S T P . .
H25A H 0.308027 0.620501 0.461676 0.027 Uiso 0.5 1 calc R U P C -1
H25B H 0.307988 0.855670 0.443431 0.027 Uiso 0.5 1 calc R U P C -1
H25C H 0.308201 0.773829 0.542584 0.027 Uiso 0.5 1 calc R U P C -1
C26 C 0.8577(2) 0.750000 0.38520(12) 0.0201(3) Uani 1 2 d S T P . .
H26A H 0.977116 0.731996 0.407784 0.030 Uiso 0.5 1 calc R U P D -1
H26B H 0.835684 0.877361 0.352768 0.030 Uiso 0.5 1 calc R U P D -1
H26C H 0.812398 0.640643 0.343710 0.030 Uiso 0.5 1 calc R U P D -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
Cl1 N1 1.7786(13) . ?
Cl2 Cl3 2.3123(7) . ?
Cl2 Cl4 2.2547(7) . ?
N1 C10 1.359(2) . ?
N1 C14 1.362(2) . ?
N2 C20 1.347(2) . ?
N2 C24 1.346(2) . ?
C10 C11 1.382(2) . ?
C10 C16 1.492(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.387(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.381(2) . ?
C14 C15 1.490(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C20 C21 1.390(2) . ?
C20 C26 1.507(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.389(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.384(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.395(2) . ?
C24 C25 1.500(2) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl4 Cl2 Cl3 179.74(2) . . ?
C10 N1 Cl1 117.81(11) . . ?
C10 N1 C14 123.93(14) . . ?
C14 N1 Cl1 118.26(12) . . ?
C24 N2 C20 119.69(14) . . ?
N1 C10 C11 118.12(15) . . ?
N1 C10 C16 119.57(14) . . ?
C11 C10 C16 122.30(16) . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.08(17) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.2 . . ?
C13 C12 C11 119.52(16) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.87(16) . . ?
C14 C13 H13 119.6 . . ?
N1 C14 C13 117.49(16) . . ?
N1 C14 C15 120.01(14) . . ?
C13 C14 C15 122.50(15) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 C16 H16A 109.5 . . ?
C10 C16 H16B 109.5 . . ?
C10 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C20 C21 121.56(15) . . ?
N2 C20 C26 117.32(14) . . ?
C21 C20 C26 121.12(15) . . ?
C20 C21 H21 120.5 . . ?
C22 C21 C20 119.07(16) . . ?
C22 C21 H21 120.5 . . ?
C21 C22 H22 120.4 . . ?
C23 C22 C21 119.13(15) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.23(15) . . ?
C24 C23 H23 120.4 . . ?
N2 C24 C23 121.33(15) . . ?
N2 C24 C25 117.97(14) . . ?
C23 C24 C25 120.70(15) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C20 C26 H26A 109.5 . . ?
C20 C26 H26B 109.5 . . ?
C20 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

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
Cl1 N1 C10 C11 180.000(0) . . . . ?
Cl1 N1 C10 C16 0.000(0) . . . . ?
Cl1 N1 C14 C13 180.000(0) . . . . ?
Cl1 N1 C14 C15 0.000(0) . . . . ?
N1 C10 C11 C12 0.000(0) . . . . ?
N2 C20 C21 C22 0.000(1) . . . . ?
C10 N1 C14 C13 0.000(0) . . . . ?
C10 N1 C14 C15 180.000(0) . . . . ?
C10 C11 C12 C13 0.000(0) . . . . ?
C11 C12 C13 C14 0.000(0) . . . . ?
C12 C13 C14 N1 0.000(0) . . . . ?
C12 C13 C14 C15 180.000(0) . . . . ?
C14 N1 C10 C11 0.000(0) . . . . ?
C14 N1 C10 C16 180.000(0) . . . . ?
C16 C10 C11 C12 180.000(0) . . . . ?
C20 N2 C24 C23 0.000(1) . . . . ?
C20 N2 C24 C25 180.000(0) . . . . ?
C20 C21 C22 C23 0.000(1) . . . . ?
C21 C22 C23 C24 0.000(1) . . . . ?
C22 C23 C24 N2 0.000(1) . . . . ?
C22 C23 C24 C25 180.000(1) . . . . ?
C24 N2 C20 C21 0.000(1) . . . . ?
C24 N2 C20 C26 180.000(0) . . . . ?
C26 C20 C21 C22 180.000(1) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_pbcn_notwin
_database_code_depnum_ccdc_archive 'CCDC 2223425'
loop_
_audit_author_name
_audit_author_address
'Susanne Margot Rupf'
;Freie Universitaet Berlin
Germany
;
_audit_update_record             
;
2022-11-30 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-04-06
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
susanne.rupf@fu-berlin.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 Ag N4, 2(B F4), 2(C3 H5 N)'
_chemical_formula_sum            'C26 H30 Ag B2 F8 N6'
_chemical_formula_weight         708.05
_chemical_melting_point          ?
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'
Ag Ag -0.8971 1.1015 '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'
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.6718(18)
_cell_length_b                   15.798(2)
_cell_length_c                   15.142(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3270.6(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9821
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.826
_shelx_estimated_absorpt_T_min   0.805
_exptl_absorpt_coefficient_mu    0.687
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0910 before and 0.0557 after correction.
The Ratio of minimum to maximum transmission is 0.7923.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1428
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.29
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            23765
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.423
_diffrn_reflns_theta_min         1.970
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3021
_reflns_number_total             3359
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         1.595
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.247
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         3359
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0539
_refine_ls_restrained_S_all      1.247
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0321P)²+14.3894P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1249
_refine_ls_wR_factor_ref         0.1274
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C401) = Uanis(C402) = Uanis(C405) = Uanis(C404)
3. Others
 Fixed Sof: C400(0.33333) C401(0.33333) H40F(0.33333) H40G(0.33333)
 C402(0.33333) H40H(0.33333) H40I(0.33333) H40J(0.33333) C403(0.66667)
 C404(0.66667) H40D(0.66667) H40E(0.66667) C405(0.66667) H40A(0.66667)
 H40B(0.66667) H40C(0.66667)
4.a Secondary CH2 refined with riding coordinates:
 C401(H40F,H40G), C404(H40D,H40E)
4.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C20(H20), C21(H21), C22(H22), C23(H23),
 C24(H24), C30(H30), C31(H31), C32(H32)
4.c Idealised Me refined with everything fixed:
 C402(H40H,H40I,H40J)
4.d Idealised Me refined as rotating group:
 C405(H40A,H40B,H40C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Ag01 Ag 0.500000 0.26354(2) 0.750000 0.01734(14) Uani 1 2 d S T P . .
F1 F 0.2298(2) 0.35896(18) 0.81107(17) 0.0359(7) Uani 1 1 d . . . . .
F2 F 0.3047(2) 0.24527(18) 0.75169(19) 0.0371(6) Uani 1 1 d . . . . .
F3 F 0.1386(2) 0.25213(19) 0.75418(19) 0.0403(7) Uani 1 1 d . . . . .
F4 F 0.22543(19) 0.33755(17) 0.66206(15) 0.0282(6) Uani 1 1 d . . . . .
N1 N 0.500000 0.4008(3) 0.750000 0.0235(10) Uani 1 2 d S T P . .
N2 N 0.4988(3) 0.2633(2) 0.6068(2) 0.0222(7) Uani 1 1 d . . . . .
N3 N 0.500000 0.1249(3) 0.750000 0.0226(10) Uani 1 2 d S T P . .
N04 N 0.2626(3) 0.0712(3) 0.5570(3) 0.0429(11) Uani 1 1 d . . . . .
C10 C 0.5682(3) 0.4443(3) 0.7948(3) 0.0277(10) Uani 1 1 d . . . . .
H10 H 0.616463 0.413807 0.826796 0.033 Uiso 1 1 calc R U . . .
C11 C 0.5707(5) 0.5315(3) 0.7963(4) 0.0476(15) Uani 1 1 d . . . . .
H11 H 0.620007 0.560695 0.828371 0.057 Uiso 1 1 calc R U . . .
C12 C 0.500000 0.5757(5) 0.750000 0.057(2) Uani 1 2 d S T P . .
H12 H 0.500000 0.635785 0.750001 0.068 Uiso 1 2 calc R U P . .
C20 C 0.5788(3) 0.2865(3) 0.5626(3) 0.0259(9) Uani 1 1 d . . . . .
H20 H 0.632849 0.308787 0.594481 0.031 Uiso 1 1 calc R U . . .
C21 C 0.5856(4) 0.2791(3) 0.4713(3) 0.0325(11) Uani 1 1 d . . . . .
H21 H 0.643238 0.296493 0.441253 0.039 Uiso 1 1 calc R U . . .
C22 C 0.5079(4) 0.2464(3) 0.4251(3) 0.0371(12) Uani 1 1 d . . . . .
H22 H 0.511383 0.239917 0.362833 0.045 Uiso 1 1 calc R U . . .
C23 C 0.4250(4) 0.2232(4) 0.4704(3) 0.0368(12) Uani 1 1 d . . . . .
H23 H 0.370066 0.200989 0.439740 0.044 Uiso 1 1 calc R U . . .
C24 C 0.4225(3) 0.2325(3) 0.5616(3) 0.0284(10) Uani 1 1 d . . . . .
H24 H 0.365026 0.216665 0.592735 0.034 Uiso 1 1 calc R U . . .
C30 C 0.4208(4) 0.0816(3) 0.7244(3) 0.0292(10) Uani 1 1 d . . . . .
H30 H 0.363994 0.111929 0.706814 0.035 Uiso 1 1 calc R U . . .
C31 C 0.4190(4) -0.0059(3) 0.7228(4) 0.0426(13) Uani 1 1 d . . . . .
H31 H 0.362378 -0.035173 0.703159 0.051 Uiso 1 1 calc R U . . .
C32 C 0.500000 -0.0498(4) 0.750000 0.050(2) Uani 1 2 d S T P . .
H32 H 0.500000 -0.109946 0.749999 0.060 Uiso 1 2 calc R U P . .
C400 C 0.235(2) 0.0286(15) 0.4986(17) 0.059(7) Uani 0.3333 1 d . . P A 2
C401 C 0.208(3) -0.0321(19) 0.430(2) 0.107(4) Uani 0.3333 1 d . . P A 2
H40F H 0.136467 -0.039667 0.431649 0.129 Uiso 0.3333 1 calc R U P A 2
H40G H 0.225120 -0.007418 0.371949 0.129 Uiso 0.3333 1 calc R U P A 2
C402 C 0.252(3) -0.113(2) 0.436(2) 0.107(4) Uani 0.3333 1 d . . P A 2
H40H H 0.232047 -0.140010 0.491064 0.161 Uiso 0.3333 1 calc . U P B 2
H40I H 0.323574 -0.106316 0.435345 0.161 Uiso 0.3333 1 calc . U P C 2
H40J H 0.231731 -0.147246 0.385649 0.161 Uiso 0.3333 1 calc . U P D 2
C403 C 0.2826(8) 0.0164(8) 0.5138(8) 0.045(3) Uani 0.6667 1 d . . P A 1
C404 C 0.3056(14) -0.0529(9) 0.4518(10) 0.107(4) Uani 0.6667 1 d . . P A 1
H40D H 0.329988 -0.102414 0.485367 0.129 Uiso 0.6667 1 calc R U P A 1
H40E H 0.358011 -0.034452 0.411036 0.129 Uiso 0.6667 1 calc R U P A 1
C405 C 0.2145(14) -0.0789(10) 0.3980(10) 0.107(4) Uani 0.6667 1 d . . P A 1
H40A H 0.202720 -0.037107 0.351334 0.161 Uiso 0.6667 1 calc R U P A 1
H40B H 0.157433 -0.081481 0.437090 0.161 Uiso 0.6667 1 calc R U P A 1
H40C H 0.225383 -0.134631 0.371284 0.161 Uiso 0.6667 1 calc R U P A 1
B01 B 0.2228(3) 0.2981(3) 0.7434(3) 0.0238(10) 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
Ag01 N1 2.169(5) . ?
Ag01 N2 2.168(4) . ?
Ag01 N2 2.168(4) 3_656 ?
Ag01 N3 2.191(5) . ?
F1 B01 1.409(6) . ?
F2 B01 1.402(5) . ?
F3 B01 1.372(6) . ?
F4 B01 1.380(5) . ?
N1 C10 1.342(5) . ?
N1 C10 1.342(5) 3_656 ?
N2 C20 1.334(6) . ?
N2 C24 1.340(6) . ?
N3 C30 1.338(5) 3_656 ?
N3 C30 1.338(5) . ?
N04 C400 1.17(3) . ?
N04 C403 1.119(12) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.383(7) . ?
C12 H12 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.391(6) . ?
C21 H21 0.9500 . ?
C21 C22 1.373(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.375(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(6) . ?
C24 H24 0.9500 . ?
C30 H30 0.9500 . ?
C30 C31 1.383(7) . ?
C31 H31 0.9500 . ?
C31 C32 1.370(7) . ?
C32 H32 0.9500 . ?
C400 C401 1.46(4) . ?
C401 H40F 0.9900 . ?
C401 H40G 0.9900 . ?
C401 C402 1.41(5) . ?
C402 H40H 0.9800 . ?
C402 H40I 0.9800 . ?
C402 H40J 0.9800 . ?
C403 C404 1.475(16) . ?
C404 H40D 0.9900 . ?
C404 H40E 0.9900 . ?
C404 C405 1.55(2) . ?
C405 H40A 0.9800 . ?
C405 H40B 0.9800 . ?
C405 H40C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ag01 N3 180.0 . . ?
N2 Ag01 N1 90.09(9) 3_656 . ?
N2 Ag01 N1 90.09(9) . . ?
N2 Ag01 N2 179.82(18) 3_656 . ?
N2 Ag01 N3 89.91(9) . . ?
N2 Ag01 N3 89.91(9) 3_656 . ?
C10 N1 Ag01 120.8(3) 3_656 . ?
C10 N1 Ag01 120.8(3) . . ?
C10 N1 C10 118.4(5) 3_656 . ?
C20 N2 Ag01 119.7(3) . . ?
C20 N2 C24 118.8(4) . . ?
C24 N2 Ag01 121.2(3) . . ?
C30 N3 Ag01 120.7(3) 3_656 . ?
C30 N3 Ag01 120.7(3) . . ?
C30 N3 C30 118.6(5) 3_656 . ?
N1 C10 H10 118.8 . . ?
N1 C10 C11 122.5(5) . . ?
C11 C10 H10 118.8 . . ?
C10 C11 H11 120.7 . . ?
C10 C11 C12 118.6(5) . . ?
C12 C11 H11 120.7 . . ?
C11 C12 C11 119.5(7) 3_656 . ?
C11 C12 H12 120.3 3_656 . ?
C11 C12 H12 120.3 . . ?
N2 C20 H20 119.0 . . ?
N2 C20 C21 122.1(4) . . ?
C21 C20 H20 119.0 . . ?
C20 C21 H21 120.5 . . ?
C22 C21 C20 119.1(4) . . ?
C22 C21 H21 120.5 . . ?
C21 C22 H22 120.5 . . ?
C21 C22 C23 119.0(4) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.2(4) . . ?
C24 C23 H23 120.4 . . ?
N2 C24 C23 121.9(4) . . ?
N2 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
N3 C30 H30 119.0 . . ?
N3 C30 C31 122.0(5) . . ?
C31 C30 H30 119.0 . . ?
C30 C31 H31 120.4 . . ?
C32 C31 C30 119.2(5) . . ?
C32 C31 H31 120.4 . . ?
C31 C32 C31 119.1(7) 3_656 . ?
C31 C32 H32 120.4 . . ?
C31 C32 H32 120.4 3_656 . ?
N04 C400 C401 173(3) . . ?
C400 C401 H40F 108.3 . . ?
C400 C401 H40G 108.3 . . ?
H40F C401 H40G 107.4 . . ?
C402 C401 C400 116(3) . . ?
C402 C401 H40F 108.3 . . ?
C402 C401 H40G 108.3 . . ?
C401 C402 H40H 109.5 . . ?
C401 C402 H40I 109.5 . . ?
C401 C402 H40J 109.5 . . ?
H40H C402 H40I 109.5 . . ?
H40H C402 H40J 109.5 . . ?
H40I C402 H40J 109.5 . . ?
N04 C403 C404 176.2(13) . . ?
C403 C404 H40D 109.4 . . ?
C403 C404 H40E 109.4 . . ?
C403 C404 C405 111.1(14) . . ?
H40D C404 H40E 108.0 . . ?
C405 C404 H40D 109.4 . . ?
C405 C404 H40E 109.4 . . ?
C404 C405 H40A 109.5 . . ?
C404 C405 H40B 109.5 . . ?
C404 C405 H40C 109.5 . . ?
H40A C405 H40B 109.5 . . ?
H40A C405 H40C 109.5 . . ?
H40B C405 H40C 109.5 . . ?
F2 B01 F1 106.6(4) . . ?
F3 B01 F1 109.4(4) . . ?
F3 B01 F2 110.1(4) . . ?
F3 B01 F4 111.5(4) . . ?
F4 B01 F1 109.8(4) . . ?
F4 B01 F2 109.2(4) . . ?

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
Ag01 N1 C10 C11 179.9(4) . . . . ?
Ag01 N2 C20 C21 173.1(4) . . . . ?
Ag01 N2 C24 C23 -172.7(4) . . . . ?
Ag01 N3 C30 C31 179.3(4) . . . . ?
N1 C10 C11 C12 0.3(8) . . . . ?
N2 C20 C21 C22 -0.5(8) . . . . ?
N3 C30 C31 C32 1.4(8) . . . . ?
C10 N1 C10 C11 -0.2(4) 3_656 . . . ?
C10 C11 C12 C11 -0.1(4) . . . 3_656 ?
C20 N2 C24 C23 0.9(7) . . . . ?
C20 C21 C22 C23 1.1(8) . . . . ?
C21 C22 C23 C24 -0.7(8) . . . . ?
C22 C23 C24 N2 -0.3(8) . . . . ?
C24 N2 C20 C21 -0.5(7) . . . . ?
C30 N3 C30 C31 -0.7(4) 3_656 . . . ?
C30 C31 C32 C31 -0.7(4) . . . 3_656 ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_p21_n
_database_code_depnum_ccdc_archive 'CCDC 2223439'
loop_
_audit_author_name
_audit_author_address
'Susanne Margot Rupf'
;Freie Universitaet Berlin
Germany
;
_audit_update_record             
;
2022-11-30 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT434_p21_n               
;
PROBLEM: Short Inter HL..HL Contact Cl02     ..F007     .       2.49 Ang.
RESPONSE: halogen bond contact from cationic (Cl2F)+ to (AsF6)-
;
_vrf_PLAT434_p21_n_2             
;
PROBLEM: Short Inter HL..HL Contact Cl03     ..F00A     .       2.50 Ang.
RESPONSE: halogen bond contact from cationic (Cl2F)+ to (AsF6)-
;
_vrf_PLAT434_p21_n_3             
;
PROBLEM: Short Inter HL..HL Contact Cl02     ..F006     .       2.59 Ang.
RESPONSE: halogenbonded Cl2 to F- forming (Cl2F)-
;
# Added during the CSD deposition process: Wednesday 30 November 2022 04:12 PM
# end Validation Reply Form

_audit_creation_date             2020-10-24
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'As F6, Cl2 F'
_chemical_formula_sum            'As Cl2 F7'
_chemical_formula_weight         278.82
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   5.3882(7)
_cell_length_b                   15.2962(17)
_cell_length_c                   7.9427(10)
_cell_angle_alpha                90
_cell_angle_beta                 105.459(4)
_cell_angle_gamma                90
_cell_volume                     630.95(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9899
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      26.427
_cell_measurement_theta_min      2.975
_shelx_estimated_absorpt_T_max   0.381
_shelx_estimated_absorpt_T_min   0.302
_exptl_absorpt_coefficient_mu    6.299
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.3655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1358 before and 0.0709 after correction.
The Ratio of minimum to maximum transmission is 0.4903.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.935
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_unetI/netI     0.0142
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            31194
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.428
_diffrn_reflns_theta_min         2.663
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1295
_reflns_number_total             1297
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.873
_refine_diff_density_rms         0.142
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.221
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1297
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0243
_refine_ls_restrained_S_all      1.221
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0316P)²+0.9729P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0628
_refine_ls_wR_factor_ref         0.0629
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
As01 As 0.83713(5) 0.35943(2) 0.30070(3) 0.01061(11) Uani 1 1 d . . . . .
Cl02 Cl 0.14591(11) 0.66901(4) 0.18468(8) 0.01307(15) Uani 1 1 d . . . . .
Cl03 Cl 0.38374(11) 0.57249(4) 0.25678(8) 0.01453(15) Uani 1 1 d . . . . .
F04 F -0.1249(3) 0.62004(12) 0.1345(2) 0.0217(4) Uani 1 1 d . . . . .
F005 F 1.0855(4) 0.36571(12) 0.4848(2) 0.0258(4) Uani 1 1 d . . . . .
F006 F 0.6646(3) 0.29967(11) 0.4160(2) 0.0223(4) Uani 1 1 d . . . . .
F007 F 0.9633(3) 0.26285(11) 0.2429(2) 0.0233(4) Uani 1 1 d . . . . .
F008 F 0.5850(3) 0.34924(13) 0.1186(2) 0.0269(4) Uani 1 1 d . . . . .
F009 F 1.0047(4) 0.41710(12) 0.1835(2) 0.0297(4) Uani 1 1 d . . . . .
F00A F 0.7101(4) 0.45441(11) 0.3591(2) 0.0277(4) 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
As01 F005 1.7017(17) . ?
As01 F006 1.7297(16) . ?
As01 F007 1.7383(16) . ?
As01 F008 1.7073(17) . ?
As01 F009 1.7055(17) . ?
As01 F00A 1.7216(17) . ?
Cl02 Cl03 1.9387(9) . ?
Cl02 F04 1.5935(17) . ?

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
F005 As01 F006 89.17(9) . . ?
F005 As01 F007 90.09(9) . . ?
F005 As01 F008 177.78(9) . . ?
F005 As01 F009 91.73(10) . . ?
F005 As01 F00A 89.95(9) . . ?
F006 As01 F007 89.65(8) . . ?
F008 As01 F006 88.96(9) . . ?
F008 As01 F007 88.71(9) . . ?
F008 As01 F00A 91.24(9) . . ?
F009 As01 F006 178.87(8) . . ?
F009 As01 F007 89.66(9) . . ?
F009 As01 F008 90.13(10) . . ?
F009 As01 F00A 90.97(9) . . ?
F00A As01 F006 89.71(9) . . ?
F00A As01 F007 179.36(9) . . ?
F04 Cl02 Cl03 101.84(7) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_chemical_properties_physical    Moisture-sensitive
