# Electronic Supplementary Material (ESI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2022

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 2074878'
loop_
_audit_author_name
_audit_author_address
'Yu-hui Tan'
;Jiangxi University of Science and Technology
China
;
_audit_update_record             
;
2021-04-01 deposited with the CCDC.	2021-12-15 downloaded from the CCDC.
;
_audit_creation_date             2021-03-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl O4, C7 Cl N'
_chemical_formula_sum            'C7 Cl2 N O4'
_chemical_formula_weight         232.98
_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'
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'
O O 0.0106 0.0060 '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      trigonal
_space_group_IT_number           154
_space_group_name_H-M_alt        'P 32 2 1'
_space_group_name_Hall           'P 32 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'y, x, -z'
'x-y, -y, -z+1/3'
'-x, -x+y, -z+2/3'

_cell_length_a                   7.3426(3)
_cell_length_b                   7.3426(3)
_cell_length_c                   19.3196(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     902.05(9)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    9977
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      55.703
_cell_measurement_theta_min      6.063
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.528
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             345
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            9386
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.873
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.613
_diffrn_reflns_theta_min         3.163
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.605
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.822
_reflns_number_gt                1304
_reflns_number_total             1766
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.645
_refine_diff_density_min         -1.014
_refine_diff_density_rms         0.147
_refine_ls_abs_structure_details 
;
 Flack x determined using 415 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.731
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     60
_refine_ls_number_reflns         1766
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1474
_refine_ls_R_factor_gt           0.1301
_refine_ls_restrained_S_all      1.731
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4029
_refine_ls_wR_factor_ref         0.4134
_refine_special_details          ?
_olex2_refinement_description    
;
1. Shared sites
{Cl00, C00}
2. Uiso/Uaniso restraints and constraints
Uiso(Cl00) = Uiso(C00)
3. Others
 Fixed Sof: Cl00(0.5) C00(0.5)
;
_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
Cl01 Cl 0.4895(3) 0.0000 0.6667 0.0588(8) Uani 1 2 d S T P . .
N002 N 0.4912(10) 0.4912(10) 0.5000 0.0502(14) Uani 1 2 d S T P A .
Cl00 Cl 0.6958(8) 0.8376(9) 0.4206(3) 0.1156(17) Uiso 0.5 1 d . . . A 1
C004 C 0.5168(13) 0.7009(13) 0.4772(4) 0.0694(18) Uani 1 1 d . . . . .
C005 C 0.3415(13) 0.4088(16) 0.5613(4) 0.075(2) Uani 1 1 d . . . . .
C006 C 0.1032(14) 0.3469(19) 0.5457(5) 0.093(3) Uani 1 1 d . . . . .
O2 O 0.429(5) 0.129(5) 0.6903(9) 0.387(19) Uani 1 1 d . . . . .
O0AA O 0.539(2) -0.090(3) 0.7214(6) 0.195(6) Uani 1 1 d . . . . .
C00 C 0.6958(8) 0.8376(9) 0.4206(3) 0.1156(17) Uiso 0.5 1 d . . . A 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl01 0.0644(11) 0.0589(12) 0.0513(11) 0.0055(8) 0.0028(4) 0.0295(6)
N002 0.054(3) 0.054(3) 0.048(3) -0.0008(12) 0.0008(12) 0.032(3)
C004 0.086(5) 0.065(4) 0.072(4) 0.000(3) -0.003(4) 0.049(4)
C005 0.070(4) 0.093(5) 0.064(3) 0.009(4) 0.015(3) 0.042(4)
C006 0.064(4) 0.130(10) 0.096(6) 0.015(5) 0.014(4) 0.056(6)
O2 0.72(5) 0.65(5) 0.183(14) 0.020(19) 0.079(19) 0.64(4)
O0AA 0.163(10) 0.228(14) 0.166(8) 0.136(10) 0.024(9) 0.077(10)

_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 O2 1.312(14) . ?
Cl01 O2 1.312(15) 5_556 ?
Cl01 O0AA 1.390(10) 5_556 ?
Cl01 O0AA 1.390(10) . ?
N002 C004 1.520(8) 4_556 ?
N002 C004 1.520(8) . ?
N002 C005 1.520(9) 4_556 ?
N002 C005 1.520(9) . ?
Cl00 C004 1.616(10) . ?
C004 C00 1.616(10) . ?
C005 C006 1.601(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cl01 O2 91(3) . 5_556 ?
O2 Cl01 O0AA 111.1(13) 5_556 . ?
O2 Cl01 O0AA 111.1(13) . 5_556 ?
O2 Cl01 O0AA 110.1(11) . . ?
O2 Cl01 O0AA 110.1(11) 5_556 5_556 ?
O0AA Cl01 O0AA 119.8(13) . 5_556 ?
C004 N002 C004 110.7(8) 4_556 . ?
C004 N002 C005 109.1(5) . . ?
C004 N002 C005 108.0(4) 4_556 . ?
C004 N002 C005 108.0(4) . 4_556 ?
C004 N002 C005 109.1(5) 4_556 4_556 ?
C005 N002 C005 111.8(9) 4_556 . ?
N002 C004 Cl00 118.4(5) . . ?
N002 C004 C00 118.4(5) . . ?
N002 C005 C006 115.8(7) . . ?

_shelx_res_file                  
;
    1.res created by SHELXL-2014/7

TITL 1_a.res in P3(2)21
REM Old TITL 1_a.res in P3(2)21
REM SHELXT solution in P3(2)21
REM R1 0.243, Rweak 0.024, Alpha 0.012, Orientation as input
REM Flack x = 0.317 ( 0.031 ) from Parsons' quotients
REM Formula found by SHELXT: C6 N O2 Cl
CELL 0.71073 7.3426 7.3426 19.3196 90 90 120
ZERR 3 0.0003 0.0003 0.001 0 0 0
LATT -1
SYMM -Y,+X-Y,0.667+Z
SYMM +Y-X,-X,0.333+Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,0.333-Z
SYMM -X,-X+Y,0.667-Z
SFAC C Cl N O
UNIT 21 6 3 12
EADP Cl00 C00
EXYZ Cl00 C00

L.S. 99
PLAN  20
list 4
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\1.hkl">
REM </olex2.extras>

WGHT    0.200000
FVAR       1.23348
CL01  2    0.489485    0.000000    0.666667    10.50000    0.06444    0.05894 =
         0.05126    0.00552    0.00276    0.02947
N002  3    0.491152    0.491152    0.500000    10.50000    0.05448    0.05448 =
         0.04787   -0.00077    0.00077    0.03194
PART 1
CL00  2    0.695797    0.837596    0.420579    10.50000    0.11561
PART 0
C004  1    0.516820    0.700871    0.477220    11.00000    0.08564    0.06542 =
         0.07197    0.00027   -0.00304    0.04883
C005  1    0.341504    0.408772    0.561279    11.00000    0.06996    0.09299 =
         0.06401    0.00864    0.01534    0.04217
C006  1    0.103235    0.346890    0.545651    11.00000    0.06421    0.12956 =
         0.09590    0.01508    0.01377    0.05571

O2    4    0.428720    0.128575    0.690312    11.00000    0.71707    0.65333 =
         0.18251    0.01951    0.07910    0.63659
O0AA  4    0.539494   -0.090008    0.721406    11.00000    0.16253    0.22819 =
         0.16620    0.13646    0.02390    0.07694
PART 2
C00   1    0.695797    0.837596    0.420579    10.50000    0.11561
HKLF 4

REM  1_a.res in P3(2)21
REM R1 =  0.1301 for    1304 Fo > 4sig(Fo)  and  0.1474 for all    1766 data
REM     60 parameters refined using      0 restraints

END

WGHT      0.2000      0.0000

REM Highest difference peak  0.645,  deepest hole -1.014,  1-sigma level  0.147
Q1    1   0.6173  0.2356  0.6703  11.00000  0.05    0.63
Q2    1   0.3444  0.2891  0.5887  11.00000  0.05    0.51
Q3    1   0.4067  0.5530  0.5959  11.00000  0.05    0.41
Q4    1   0.5624  0.8024  0.5171  11.00000  0.05    0.39
Q5    1   0.7135  0.7739  0.4028  11.00000  0.05    0.37
Q6    1   0.6840  0.0406  0.6972  11.00000  0.05    0.30
Q7    1   0.5254  0.1106  0.7309  11.00000  0.05    0.30
Q8    1   0.4228  0.0625  0.7317  11.00000  0.05    0.27
Q9    1   0.3526  0.6450  0.4580  11.00000  0.05    0.27
Q10   1  -0.1834  0.1001  0.4983  11.00000  0.05    0.26
Q11   1   0.2921  0.4934  0.5185  11.00000  0.05    0.25
Q12   1   0.2983  0.5695  0.4766  11.00000  0.05    0.23
Q13   1   0.5708 -0.0991  0.8442  11.00000  0.05    0.23
Q14   1   0.0763  0.0922  0.5396  11.00000  0.05    0.22
Q15   1   0.6393 -0.1249  0.8145  11.00000  0.05    0.22
Q16   1   0.0941  0.1837  0.5056  11.00000  0.05    0.21
Q17   1   0.2935  0.7081  0.4774  11.00000  0.05    0.20
Q18   1   0.4753  0.7943  0.4335  11.00000  0.05    0.18
Q19   1   0.6185  0.3102  0.7703  11.00000  0.05    0.18
Q20   1  -0.0558  0.4419  0.4848  11.00000  0.05    0.18
;
_shelx_res_checksum              5928
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_f
_database_code_depnum_ccdc_archive 'CCDC 2074881'
loop_
_audit_author_name
_audit_author_address
'Yu-hui Tan'
;Jiangxi University of Science and Technology
China
;
_audit_update_record             
;
2021-04-01 deposited with the CCDC.	2021-12-15 downloaded from the CCDC.
;
_audit_creation_date             2021-03-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 Cl N, B F4'
_chemical_formula_sum            'C7 B Cl F4 N'
_chemical_formula_weight         220.34
_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
B B 0.0013 0.0007 '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      trigonal
_space_group_IT_number           154
_space_group_name_H-M_alt        'P 32 2 1'
_space_group_name_Hall           'P 32 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'x-y, -y, -z+1/3'
'-x, -x+y, -z+2/3'
'y, x, -z'

_cell_length_a                   7.3906(6)
_cell_length_b                   7.3906(6)
_cell_length_c                   19.390(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     917.20(18)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    9977
_cell_measurement_temperature    420
_cell_measurement_theta_max      55.703
_cell_measurement_theta_min      6.063
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.324
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             321
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.895
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            9223
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.676
_diffrn_reflns_theta_min         3.152
_diffrn_ambient_temperature      420
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.895
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.671
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.906
_reflns_number_gt                611
_reflns_number_total             1637
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.758
_refine_diff_density_min         -0.967
_refine_diff_density_rms         0.288
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   3.047
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     106
_refine_ls_number_reflns         1637
_refine_ls_number_restraints     153
_refine_ls_R_factor_all          0.4516
_refine_ls_R_factor_gt           0.3927
_refine_ls_restrained_S_all      3.013
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.7414
_refine_ls_wR_factor_ref         0.7710
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1(2)
 0(2)
2. Shared sites
{Cl04, C04}
3. Restrained distances
 B2-F3 = B2-F4 = B2-F5 = B2-F6
 1.5 with sigma of 0.02
 N01-C00A = N01-C009
 1.45 with sigma of 0.0001
 N01-C008 = N01-C6 = C6-C02 = C02-C008
 1.45 with sigma of 0.0001
 Cl04-C00A
 1.45 with sigma of 0.0001
 Cl04-C009
 1.45 with sigma of 0.0001
 B2-F3 \\sim B2-F4 \\sim B2-F5 \\sim B2-F6
 with sigma of 0.02
 F3-F5 \\sim F4-F6 \\sim F3-F6 \\sim F4-F5 \\sim F3-F4 \\sim F5-F6
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
B2 \\sim F3 \\sim F4 \\sim F5 \\sim F6: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(Cl04) = Uanis(C04)
5. Rigid body (RIGU) restrains
 B2, F3, F4, F5, F6
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C009, N01, C008, C00A, C6, C02, Cl04, C04
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6. Others
 Fixed Sof: Cl04(0.5) C008(0.5) C009(0.5) C00A(0.5) C6(0.5) C04(0.5) B2(0.5)
 F3(0.5) F4(0.5) F5(0.5) F6(0.5)
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     iterative
_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
N01 N -0.5012(4) -1.0000 -0.3333 0.127(5) Uani 1 2 d DS TU P A .
C02 C -0.1350(5) -0.7980(14) -0.3974(3) 0.145(6) Uani 1 1 d D U . . .
Cl04 Cl -0.8739(4) -1.1825(13) -0.4015(3) 0.185(6) Uani 0.5 1 d D U . A 1
C008 C -0.3557(5) -0.9483(19) -0.3901(2) 0.136(6) Uani 0.5 1 d D U . A .
C009 C -0.7058(5) -1.1592(9) -0.3571(3) 0.145(6) Uani 0.5 1 d D U . . .
C00A C -0.6515(4) -1.055(3) -0.3888(2) 0.146(6) Uani 0.5 1 d D U . . .
C6 C -0.2972(5) -0.8242(8) -0.3496(3) 0.125(6) Uani 0.5 1 d D U . . .
C04 C -0.8739(4) -1.1825(13) -0.4015(3) 0.185(6) Uani 0.5 1 d . U . A 2
B2 B -1.479(4) -1.451(7) -0.5196(13) 0.315(19) Uani 0.5 1 d D U . B -1
F3 F -1.375(5) -1.259(7) -0.5631(13) 0.321(18) Uani 0.5 1 d D U . B -1
F4 F -1.332(4) -1.461(9) -0.4701(13) 0.315(19) Uani 0.5 1 d D U . B -1
F5 F -1.570(5) -1.638(8) -0.5659(16) 0.331(19) Uani 0.5 1 d D U . B -1
F6 F -1.663(5) -1.462(9) -0.4839(17) 0.33(2) Uani 0.5 1 d D U . B -1

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N01 0.133(6) 0.103(7) 0.137(7) -0.026(5) -0.013(3) 0.051(4)
C02 0.136(6) 0.129(9) 0.150(10) -0.027(7) -0.008(5) 0.052(5)
Cl04 0.138(6) 0.213(10) 0.152(7) -0.008(5) -0.015(3) 0.050(4)
C008 0.135(6) 0.118(9) 0.140(8) -0.028(6) -0.011(3) 0.051(4)
C009 0.137(6) 0.137(8) 0.131(8) -0.037(6) -0.013(4) 0.045(5)
C00A 0.133(6) 0.148(10) 0.137(8) -0.028(6) -0.010(3) 0.056(4)
C6 0.131(6) 0.107(8) 0.131(9) -0.017(6) -0.017(4) 0.055(5)
C04 0.138(6) 0.213(10) 0.152(7) -0.008(5) -0.015(3) 0.050(4)
B2 0.18(2) 0.72(5) 0.126(19) -0.03(2) -0.010(13) 0.29(3)
F3 0.25(2) 0.72(5) 0.104(14) -0.04(2) 0.031(14) 0.33(3)
F4 0.179(19) 0.69(6) 0.142(18) -0.03(2) -0.041(14) 0.26(3)
F5 0.23(2) 0.74(5) 0.149(18) -0.04(2) -0.059(16) 0.33(3)
F6 0.21(2) 0.71(6) 0.170(19) -0.01(3) 0.026(15) 0.30(3)

_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
N01 C008 1.44996(17) 4_434 ?
N01 C008 1.45000(19) . ?
N01 C009 1.45000(17) 4_434 ?
N01 C009 1.45000(18) . ?
N01 C00A 1.4500(2) . ?
N01 C00A 1.45003(17) 4_434 ?
N01 C6 1.44999(18) 4_434 ?
N01 C6 1.45000(18) . ?
C02 C008 1.4500(2) . ?
C02 C6 1.45000(17) . ?
Cl04 C009 1.45000(17) . ?
Cl04 C00A 1.4500(3) . ?
C008 C00A 1.918(7) . ?
C008 C6 2.031(12) 4_434 ?
C009 C6 1.946(7) 4_434 ?
C009 C04 1.45000(17) . ?
C00A C04 1.4500(2) . ?
C6 C008 2.031(12) 4_434 ?
C6 C009 1.946(7) 4_434 ?
B2 F3 1.492(17) . ?
B2 F4 1.480(17) . ?
B2 F5 1.492(17) . ?
B2 F6 1.488(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
C008 N01 C008 104.8(9) 4_434 . ?
C008 N01 C009 107.9(3) 4_434 4_434 ?
C008 N01 C009 118.0(6) 4_434 . ?
C008 N01 C00A 152.7(9) 4_434 . ?
C008 N01 C6 45.3(4) 4_434 4_434 ?
C008 N01 C6 88.9(7) 4_434 . ?
C009 N01 C008 118.0(6) 4_434 . ?
C009 N01 C008 107.9(3) . . ?
C009 N01 C009 100.9(7) 4_434 . ?
C009 N01 C00A 90.5(9) 4_434 . ?
C009 N01 C00A 36.4(6) . . ?
C009 N01 C6 148.6(4) 4_434 4_434 ?
C009 N01 C6 84.3(4) 4_434 . ?
C009 N01 C6 148.6(4) . . ?
C00A N01 C008 82.8(3) 4_434 4_434 ?
C00A N01 C008 82.8(4) . . ?
C00A N01 C008 152.7(9) 4_434 . ?
C00A N01 C009 36.4(6) 4_434 4_434 ?
C00A N01 C009 90.5(9) 4_434 . ?
C00A N01 C00A 102.6(12) 4_434 . ?
C00A N01 C6 113.4(4) . . ?
C00A N01 C6 110.1(9) 4_434 . ?
C00A N01 C6 113.4(4) 4_434 4_434 ?
C6 N01 C008 45.3(4) . . ?
C6 N01 C008 88.9(7) 4_434 . ?
C6 N01 C009 84.3(4) 4_434 . ?
C6 N01 C00A 110.1(9) 4_434 . ?
C6 N01 C6 107.4(7) 4_434 . ?
C008 C02 C6 45.3(4) . . ?
C00A Cl04 C009 36.4(6) . . ?
N01 C008 C00A 48.60(18) . . ?
N01 C008 C6 45.6(3) . 4_434 ?
C02 C008 N01 132.7(4) . . ?
C02 C008 C00A 158.5(11) . . ?
C02 C008 C6 123.6(7) . 4_434 ?
C00A C008 C6 73.9(5) . 4_434 ?
N01 C009 Cl04 140.3(4) . . ?
N01 C009 C6 47.8(2) . 4_434 ?
N01 C009 C04 140.3(4) . . ?
Cl04 C009 C6 164.1(6) . 4_434 ?
C04 C009 C6 164.1(6) . 4_434 ?
N01 C00A Cl04 140.3(4) . . ?
N01 C00A C008 48.60(17) . . ?
N01 C00A C04 140.3(4) . . ?
Cl04 C00A C008 162.6(13) . . ?
C04 C00A C008 162.6(13) . . ?
N01 C6 C02 132.7(4) . . ?
N01 C6 C008 45.6(3) . 4_434 ?
N01 C6 C009 47.8(2) . 4_434 ?
C02 C6 C008 121.3(6) . 4_434 ?
C02 C6 C009 163.1(6) . 4_434 ?
C009 C6 C008 72.2(3) 4_434 4_434 ?
C00A C04 C009 36.4(6) . . ?
F3 B2 F5 109(2) . . ?
F4 B2 F3 112(2) . . ?
F4 B2 F5 110.3(19) . . ?
F4 B2 F6 111.6(19) . . ?
F6 B2 F3 110(2) . . ?
F6 B2 F5 105(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N01 C009 C04 C00A 24.4(13) . . . . ?
N01 C00A C04 C009 -24.4(13) . . . . ?
C008 N01 C008 C02 -55.7(10) 4_434 . . . ?
C008 N01 C008 C00A 153.3(9) 4_434 . . . ?
C008 N01 C008 C6 42.9(5) 4_434 . . 4_434 ?
C008 N01 C009 Cl04 -73.1(11) . . . . ?
C008 N01 C009 Cl04 168.5(8) 4_434 . . . ?
C008 N01 C009 C6 87.0(7) . . . 4_434 ?
C008 N01 C009 C6 -31.4(4) 4_434 . . 4_434 ?
C008 N01 C009 C04 168.5(8) 4_434 . . . ?
C008 N01 C009 C04 -73.1(11) . . . . ?
C008 N01 C00A Cl04 50(3) 4_434 . . . ?
C008 N01 C00A Cl04 158(2) . . . . ?
C008 N01 C00A C008 -108.4(15) 4_434 . . . ?
C008 N01 C00A C04 158(2) . . . . ?
C008 N01 C00A C04 50(3) 4_434 . . . ?
C008 N01 C6 C02 94.8(8) 4_434 . . . ?
C008 N01 C6 C02 -17.4(9) . . . . ?
C008 N01 C6 C008 -112.2(8) . . . 4_434 ?
C008 N01 C6 C009 139.6(8) . . . 4_434 ?
C008 N01 C6 C009 -108.1(3) 4_434 . . 4_434 ?
C008 C02 C6 N01 17.4(9) . . . . ?
C008 C02 C6 C008 73.8(6) . . . 4_434 ?
C008 C02 C6 C009 -66.7(14) . . . 4_434 ?
C008 C00A C04 C009 88(4) . . . . ?
C009 N01 C008 C02 177.7(12) . . . . ?
C009 N01 C008 C02 64.3(14) 4_434 . . . ?
C009 N01 C008 C00A 26.7(10) . . . . ?
C009 N01 C008 C00A -86.7(9) 4_434 . . . ?
C009 N01 C008 C6 -83.7(4) . . . 4_434 ?
C009 N01 C008 C6 162.9(6) 4_434 . . 4_434 ?
C009 N01 C009 Cl04 51.3(8) 4_434 . . . ?
C009 N01 C009 C6 -148.6(4) 4_434 . . 4_434 ?
C009 N01 C009 C04 51.3(8) 4_434 . . . ?
C009 N01 C00A Cl04 -84(2) 4_434 . . . ?
C009 N01 C00A Cl04 24.4(13) . . . . ?
C009 N01 C00A C008 -133.9(14) . . . . ?
C009 N01 C00A C008 118.2(6) 4_434 . . . ?
C009 N01 C00A C04 -84(2) 4_434 . . . ?
C009 N01 C00A C04 24.4(13) . . . . ?
C009 N01 C6 C02 -55.4(15) . . . . ?
C009 N01 C6 C02 -157.1(9) 4_434 . . . ?
C009 N01 C6 C008 108.1(3) 4_434 . . 4_434 ?
C009 N01 C6 C008 -150.2(11) . . . 4_434 ?
C009 N01 C6 C009 101.6(11) . . . 4_434 ?
C009 Cl04 C00A N01 -24.4(13) . . . . ?
C009 Cl04 C00A C008 88(4) . . . . ?
C00A N01 C008 C02 48(2) 4_434 . . . ?
C00A N01 C008 C02 151.0(16) . . . . ?
C00A N01 C008 C00A -103(2) 4_434 . . . ?
C00A N01 C008 C6 146.1(13) 4_434 . . 4_434 ?
C00A N01 C008 C6 -110.4(9) . . . 4_434 ?
C00A N01 C009 Cl04 86.4(9) 4_434 . . . ?
C00A N01 C009 Cl04 -24.4(13) . . . . ?
C00A N01 C009 C6 135.7(14) . . . 4_434 ?
C00A N01 C009 C6 -113.5(4) 4_434 . . 4_434 ?
C00A N01 C009 C04 -24.4(13) . . . . ?
C00A N01 C009 C04 86.4(9) 4_434 . . . ?
C00A N01 C00A Cl04 -48.9(18) 4_434 . . . ?
C00A N01 C00A C008 152.8(8) 4_434 . . . ?
C00A N01 C00A C04 -48.9(18) 4_434 . . . ?
C00A N01 C6 C02 176.7(8) 4_434 . . . ?
C00A N01 C6 C02 -69.0(12) . . . . ?
C00A N01 C6 C008 -163.8(9) . . . 4_434 ?
C00A N01 C6 C008 81.9(3) 4_434 . . 4_434 ?
C00A N01 C6 C009 -26.2(4) 4_434 . . 4_434 ?
C00A N01 C6 C009 88.0(9) . . . 4_434 ?
C00A Cl04 C009 N01 24.4(13) . . . . ?
C00A Cl04 C009 C6 -88.5(17) . . . 4_434 ?
C6 N01 C008 C02 17.4(9) . . . . ?
C6 N01 C008 C02 -98.6(14) 4_434 . . . ?
C6 N01 C008 C00A 110.4(9) 4_434 . . . ?
C6 N01 C008 C00A -133.6(11) . . . . ?
C6 N01 C008 C6 116.1(9) . . . 4_434 ?
C6 N01 C009 Cl04 -45.7(16) . . . . ?
C6 N01 C009 Cl04 -160.0(10) 4_434 . . . ?
C6 N01 C009 C6 114.4(11) . . . 4_434 ?
C6 N01 C009 C04 -160.0(10) 4_434 . . . ?
C6 N01 C009 C04 -45.7(16) . . . . ?
C6 N01 C00A Cl04 72(2) 4_434 . . . ?
C6 N01 C00A Cl04 -168(2) . . . . ?
C6 N01 C00A C008 34.2(8) . . . . ?
C6 N01 C00A C008 -86.2(7) 4_434 . . . ?
C6 N01 C00A C04 72(2) 4_434 . . . ?
C6 N01 C00A C04 -168(2) . . . . ?
C6 N01 C6 C02 52.8(8) 4_434 . . . ?
C6 N01 C6 C008 -42.0(3) 4_434 . . 4_434 ?
C6 N01 C6 C009 -150.1(3) 4_434 . . 4_434 ?
C6 C02 C008 N01 -17.4(9) . . . . ?
C6 C02 C008 C00A 66.2(14) . . . . ?
C6 C02 C008 C6 -75.4(3) . . . 4_434 ?
C6 C009 C04 C00A -88.5(17) 4_434 . . . ?

_shelx_res_file                  
;
    f.res created by SHELXL-2014/7

TITL f_a.res in P3(1)21
REM Old TITL F in P3(2)21
REM SHELXT solution in P3(1)21
REM R1 0.361, Rweak 0.087, Alpha 0.170, Orientation as input
REM Flack x = 0.400 ( 0.145 ) from Parsons' quotients
REM Formula found by SHELXT: C5 N4 F4 Cl5
CELL 0.71073 7.3906 7.3906 19.3898 90 90 120
ZERR 3 0.0006 0.0006 0.0023 0 0 0
LATT -1
SYMM -Y,+X-Y,0.667+Z
SYMM +Y-X,-X,0.333+Z
SYMM -Y+X,-Y,0.333-Z
SYMM -X,-X+Y,0.667-Z
SYMM +Y,+X,-Z
SFAC B C Cl F N
UNIT 3 21 3 12 3
DFIX 1.5 B2 F3 B2 F4 B2 F5 B2 F6
DFIX 1.45 0.0001 N01 C00A N01 C009
DFIX 1.45 0.0001 N01 C008 N01 C6 C6 C02 C02 C008
DFIX 1.45 0.0001 Cl04 C00A
DFIX 1.45 0.0001 Cl04 C009
SADI B2 F3 B2 F4 B2 F5 B2 F6
SADI 0.04 F3 F5 F4 F6 F3 F6 F4 F5 F3 F4 F5 F6
SIMU B2 F3 F4 F5 F6
RIGU B2 F3 F4 F5 F6
RIGU 0.001 0.001 C009 N01 C008 C00A C6 C02 Cl04 C04
EADP Cl04 C04
EXYZ Cl04 C04

L.S. 95
PLAN  57
FREE C00A C009
FREE C6 C008
CONF
list 4
MORE -1
fmap 2 53
acta
TWIN -1 0 0 0 -1 0 0 0 -1 2
REM <olex2.extras>
REM <HklSrc "%.\\F.hkl">
REM </olex2.extras>

WGHT    0.200000
BASF   0.48910
FVAR       1.07464
N01   5   -0.501238   -1.000000   -0.333333    10.50000    0.13274    0.10263 =
         0.13662   -0.02644   -0.01322    0.05132
C02   2   -0.135001   -0.798020   -0.397440    11.00000    0.13620    0.12892 =
         0.14977   -0.02653   -0.00765    0.05225
PART 1
CL04  3   -0.873928   -1.182470   -0.401514    10.50000    0.13822    0.21291 =
         0.15248   -0.00793   -0.01498    0.05035
PART 0
C008  2   -0.355678   -0.948297   -0.390070    10.50000    0.13507    0.11821 =
         0.13972   -0.02752   -0.01110    0.05124
C009  2   -0.705753   -1.159169   -0.357088    10.50000    0.13707    0.13682 =
         0.13122   -0.03682   -0.01331    0.04496
C00A  2   -0.651475   -1.055045   -0.388780    10.50000    0.13305    0.14788 =
         0.13680   -0.02840   -0.00982    0.05563
C6    2   -0.297163   -0.824219   -0.349592    10.50000    0.13071    0.10675 =
         0.13051   -0.01726   -0.01729    0.05481
PART 2
C04   2   -0.873928   -1.182470   -0.401514    10.50000    0.13822    0.21291 =
         0.15248   -0.00793   -0.01498    0.05035

PART 0
PART -1
B2    1   -1.479472   -1.451309   -0.519618    10.50000    0.17971    0.72469 =
         0.12612   -0.02955   -0.01029    0.29090
F3    4   -1.374611   -1.259140   -0.563075    10.50000    0.25069    0.72269 =
         0.10404   -0.03997    0.03089    0.32868
F4    4   -1.331887   -1.460717   -0.470121    10.50000    0.17922    0.68690 =
         0.14154   -0.03083   -0.04075    0.26342
F5    4   -1.569863   -1.637617   -0.565882    10.50000    0.22625    0.73529 =
         0.14908   -0.04456   -0.05898    0.32770
F6    4   -1.662533   -1.461543   -0.483910    10.50000    0.21252    0.70590 =
         0.16993   -0.00614    0.02575    0.29588
HKLF 4

REM  f_a.res in P3(1)21
REM R1 =  0.3927 for     611 Fo > 4sig(Fo)  and  0.4516 for all    1637 data
REM    106 parameters refined using    153 restraints

END

WGHT      0.2000      0.0000

REM Highest difference peak  1.758,  deepest hole -0.967,  1-sigma level  0.288
Q1    1  -1.3054 -1.3832 -0.5083  11.00000  0.05    0.85
Q2    1  -1.6498 -1.6498 -0.5000  10.50000  0.05    0.75
Q3    1  -1.5277 -1.6196 -0.5385  11.00000  0.05    0.68
Q4    1  -0.7564 -1.1161 -0.4528  11.00000  0.05    0.50
Q5    1  -0.7341 -1.0000 -0.3333  10.50000  0.05    0.44
Q6    1  -0.2714 -1.0000 -0.3333  10.50000  0.05    0.43
Q7    1  -1.6165 -1.7748 -0.6351  11.00000  0.05    0.17
Q8    1  -1.7455 -1.7519 -0.6110  11.00000  0.05    0.14
Q9    1  -1.5410 -1.5172 -0.6408  11.00000  0.05    0.14
Q10   1  -0.9982 -1.0000 -0.3333  10.50000  0.05    0.12
Q11   1  -1.5113 -1.7614 -0.6187  11.00000  0.05    0.11
Q12   1  -1.7779 -1.2907 -0.4958  11.00000  0.05    0.05
Q13   1  -0.0341 -0.6797 -0.4630  11.00000  0.05    0.04
Q14   1  -1.9309 -1.5346 -0.4437  11.00000  0.05    0.03
;
_shelx_res_checksum              20621
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1(2)
2 0(2)

# start Validation Reply Form
_vrf_PLAT082_f                   
;
PROBLEM: High R1 Value ..................................       0.39 Report
RESPONSE: Bue to the crystal test temperature is too high, the thermal motion of the 
molecules intensifies, resulting in a relatively large degree of 
disorder, so the crystal analysis is incomplete
;
_vrf_PLAT084_f                   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.77 Report
RESPONSE: Bue to the crystal test temperature is too high, the thermal motion of the 
molecules intensifies, resulting in a relatively large degree of 
disorder, so the crystal analysis is incomplete
;
# end Validation Reply Form
####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2074879'
loop_
_audit_author_name
_audit_author_address
'Yu-hui Tan'
;Jiangxi University of Science and Technology
China
;
_audit_update_record             
;
2021-04-01 deposited with the CCDC.	2021-12-15 downloaded from the CCDC.
;
_audit_creation_date             2021-03-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl O4, C7 Cl N'
_chemical_formula_sum            'C7 Cl2 N O4'
_chemical_formula_weight         232.98
_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'
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'
O O 0.0106 0.0060 '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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'y, x, -z'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'

_cell_length_a                   7.4395(4)
_cell_length_b                   7.4395(4)
_cell_length_c                   19.6225(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     940.53(12)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    9977
_cell_measurement_temperature    430
_cell_measurement_theta_max      55.703
_cell_measurement_theta_min      6.063
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.506
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish black'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             345
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.905
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10068
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.869
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.654
_diffrn_reflns_theta_min         3.114
_diffrn_ambient_temperature      430
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.603
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.816
_reflns_number_gt                915
_reflns_number_total             1815
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.652
_refine_diff_density_min         -0.747
_refine_diff_density_rms         0.132
_refine_ls_abs_structure_details 
;
 Flack x determined using 284 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.22(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.514
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     87
_refine_ls_number_reflns         1815
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1947
_refine_ls_R_factor_gt           0.1548
_refine_ls_restrained_S_all      1.514
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3959
_refine_ls_wR_factor_ref         0.4295
_refine_special_details          ?
_olex2_refinement_description    
;
1. Shared sites
{C004, Cl00}
2. Rigid bond restraints
 Cl00
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uiso(C004) = Uiso(Cl00)
4. Others
 Fixed Sof: C004(0.5) C005(0.5) C006(0.5) C007(0.5) C008(0.5) O1(0.5) O4(0.5)
 Cl00(0.5)
;
_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
Cl01 Cl 1.0000 0.5004(4) 0.6667 0.1077(12) Uani 1 2 d S T P . .
N002 N 0.5008(11) 0.5008(11) 0.5000 0.0969(18) Uani 1 2 d S T P A .
C003 C 0.8647(15) 0.6765(18) 0.4365(5) 0.170(4) Uani 1 1 d . . . . .
C004 C 0.1461(15) 0.3291(14) 0.4356(4) 0.247(4) Uiso 0.5 1 d . . . A 1
C005 C 0.358(3) 0.396(3) 0.4380(9) 0.129(5) Uani 0.5 1 d . . . . .
C006 C 0.697(3) 0.514(3) 0.4814(11) 0.128(5) Uani 0.5 1 d . . . . .
C007 C 0.296(3) 0.480(3) 0.4838(10) 0.120(4) Uani 0.5 1 d . . . A .
C008 C 0.640(4) 0.588(4) 0.4384(10) 0.138(6) Uani 0.5 1 d . . . A .
O1 O 0.964(6) 0.528(5) 0.7281(15) 0.31(3) Uani 0.5 1 d . . . . .
O3 O 0.887(3) 0.339(3) 0.6263(10) 0.312(11) Uani 1 1 d . . . . .
O4 O 1.180(4) 0.656(5) 0.6382(18) 0.260(17) Uani 0.5 1 d . . . . .
Cl00 Cl 0.1461(15) 0.3291(14) 0.4356(4) 0.247(4) Uiso 0.5 1 d . U . A 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl01 0.1019(16) 0.1196(16) 0.0957(15) -0.0007(5) -0.0014(10) 0.0509(8)
N002 0.111(4) 0.111(4) 0.085(4) 0.0002(14) -0.0002(14) 0.069(4)
C003 0.119(5) 0.194(10) 0.166(7) -0.023(6) 0.054(5) 0.055(7)
C005 0.125(11) 0.164(15) 0.103(8) -0.001(9) -0.019(8) 0.075(11)
C006 0.113(10) 0.149(12) 0.136(10) -0.009(9) -0.005(8) 0.074(9)
C007 0.114(9) 0.133(11) 0.127(9) 0.005(9) -0.008(8) 0.073(9)
C008 0.152(14) 0.174(16) 0.114(10) 0.003(11) 0.034(10) 0.101(13)
O1 0.23(2) 0.28(3) 0.20(2) -0.12(2) 0.10(2) -0.04(2)
O3 0.272(19) 0.31(2) 0.286(17) -0.132(17) -0.087(15) 0.096(15)
O4 0.132(11) 0.24(2) 0.31(3) -0.05(2) 0.098(16) 0.020(15)

_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 O1 1.274(18) . ?
Cl01 O1 1.274(18) 6_766 ?
Cl01 O3 1.327(14) . ?
Cl01 O3 1.327(14) 6_766 ?
Cl01 O4 1.38(2) . ?
Cl01 O4 1.38(2) 6_766 ?
N002 C005 1.547(18) 4_556 ?
N002 C005 1.547(18) . ?
N002 C006 1.463(19) . ?
N002 C006 1.463(19) 4_556 ?
N002 C007 1.486(17) 4_556 ?
N002 C007 1.486(17) . ?
N002 C008 1.511(18) 4_556 ?
N002 C008 1.511(18) . ?
C003 C006 1.51(2) . ?
C003 C008 1.46(3) . ?
C004 C005 1.397(19) . ?
C004 C007 1.465(19) . ?
C005 C007 1.30(3) . ?
C005 C008 1.86(3) . ?
C005 Cl00 1.397(19) . ?
C006 C007 1.76(3) 4_556 ?
C006 C008 1.19(3) . ?
C007 C006 1.76(3) 4_556 ?
C007 Cl00 1.465(19) . ?
O1 O3 1.53(5) 6_766 ?
O1 O4 1.14(5) 6_766 ?
O3 O1 1.53(5) 6_766 ?
O4 O1 1.14(5) 6_766 ?

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 Cl01 O1 149(5) . 6_766 ?
O1 Cl01 O3 128.3(13) 6_766 6_766 ?
O1 Cl01 O3 72(3) 6_766 . ?
O1 Cl01 O3 72(3) . 6_766 ?
O1 Cl01 O3 128.3(13) . . ?
O1 Cl01 O4 51(2) . 6_766 ?
O1 Cl01 O4 116.4(14) . . ?
O1 Cl01 O4 116.4(14) 6_766 6_766 ?
O1 Cl01 O4 51(2) 6_766 . ?
O3 Cl01 O3 108.1(19) 6_766 . ?
O3 Cl01 O4 115.3(15) . . ?
O3 Cl01 O4 89.3(18) . 6_766 ?
O3 Cl01 O4 115.3(15) 6_766 6_766 ?
O3 Cl01 O4 89.3(18) 6_766 . ?
O4 Cl01 O4 139(3) 6_766 . ?
C005 N002 C005 106.7(16) . 4_556 ?
C006 N002 C005 104.3(10) 4_556 4_556 ?
C006 N002 C005 104.3(10) . . ?
C006 N002 C005 112.9(12) . 4_556 ?
C006 N002 C005 112.8(12) 4_556 . ?
C006 N002 C006 115.6(17) . 4_556 ?
C006 N002 C007 73.1(11) . 4_556 ?
C006 N002 C007 153.1(9) 4_556 4_556 ?
C006 N002 C007 73.1(11) 4_556 . ?
C006 N002 C007 153.1(9) . . ?
C006 N002 C008 94.9(12) . 4_556 ?
C006 N002 C008 47.2(12) . . ?
C006 N002 C008 47.2(12) 4_556 4_556 ?
C006 N002 C008 94.9(12) 4_556 . ?
C007 N002 C005 50.9(11) 4_556 4_556 ?
C007 N002 C005 87.5(11) . 4_556 ?
C007 N002 C005 50.9(11) . . ?
C007 N002 C005 87.5(11) 4_556 . ?
C007 N002 C007 111.3(16) . 4_556 ?
C007 N002 C008 107.8(12) . 4_556 ?
C007 N002 C008 107.8(12) 4_556 . ?
C007 N002 C008 108.8(12) 4_556 4_556 ?
C007 N002 C008 108.8(12) . . ?
C008 N002 C005 74.8(12) . . ?
C008 N002 C005 157.9(10) 4_556 . ?
C008 N002 C005 157.9(10) . 4_556 ?
C008 N002 C005 74.8(12) 4_556 4_556 ?
C008 N002 C008 112(2) 4_556 . ?
C008 C003 C006 47.4(12) . . ?
C005 C004 C007 54.2(12) . . ?
N002 C005 C008 51.7(8) . . ?
C004 C005 N002 125.0(15) . . ?
C004 C005 C008 156.1(14) . . ?
C007 C005 N002 62.1(11) . . ?
C007 C005 C004 65.6(13) . . ?
C007 C005 C008 99.3(15) . . ?
C007 C005 Cl00 65.6(13) . . ?
Cl00 C005 N002 125.0(15) . . ?
Cl00 C005 C008 156.1(14) . . ?
N002 C006 C003 126.5(16) . . ?
N002 C006 C007 54.0(10) . 4_556 ?
C003 C006 C007 167.2(14) . 4_556 ?
C008 C006 N002 68.5(13) . . ?
C008 C006 C003 63.9(16) . . ?
C008 C006 C007 108.9(17) . 4_556 ?
N002 C007 C006 52.8(10) . 4_556 ?
C004 C007 N002 124.5(15) . . ?
C004 C007 C006 162.8(14) . 4_556 ?
C005 C007 N002 67.0(12) . . ?
C005 C007 C004 60.2(12) . . ?
C005 C007 C006 109.1(17) . 4_556 ?
C005 C007 Cl00 60.2(12) . . ?
Cl00 C007 N002 124.5(15) . . ?
Cl00 C007 C006 162.8(14) . 4_556 ?
N002 C008 C005 53.4(10) . . ?
C003 C008 N002 127.0(18) . . ?
C003 C008 C005 161.4(15) . . ?
C006 C008 N002 64.3(12) . . ?
C006 C008 C003 68.8(17) . . ?
C006 C008 C005 100.1(17) . . ?
Cl01 O1 O3 55.5(14) . 6_766 ?
O4 O1 Cl01 69(2) 6_766 . ?
O4 O1 O3 117(3) 6_766 6_766 ?
Cl01 O3 O1 52.3(17) . 6_766 ?
O1 O4 Cl01 60.0(13) 6_766 . ?
C005 Cl00 C007 54.2(12) . . ?

_shelx_res_file                  
;
    1.res created by SHELXL-2014/7

TITL 1_a.res in P3(1)21
REM Old TITL 1 in P3(2)21
REM SHELXT solution in P3(1)21
REM R1 0.308, Rweak 0.036, Alpha 0.037, Orientation as input
REM Flack x = 0.490 ( 0.052 ) from Parsons' quotients
REM Formula found by SHELXT: C8 N5 Cl
CELL 0.71073 7.4395 7.4395 19.6225 90 90 120
ZERR 3 0.0004 0.0004 0.0013 0 0 0
LATT -1
SYMM -Y,+X-Y,0.333+Z
SYMM +Y-X,-X,0.667+Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,0.667-Z
SYMM -X,-X+Y,0.333-Z
SFAC C Cl N O
UNIT 21 6 3 12
DELU 0.001 0.001 Cl00
ISOR 0.001 0.002 Cl00
EADP C004 Cl00
EXYZ C004 Cl00

L.S. 9
PLAN  20
list 4
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\1.hkl">
REM </olex2.extras>

WGHT    0.200000
FVAR       1.27883
CL01  2    1.000000    0.500387    0.666667    10.50000    0.10189    0.11959 =
         0.09569   -0.00072   -0.00144    0.05095
N002  3    0.500841    0.500841    0.500000    10.50000    0.11146    0.11146 =
         0.08478    0.00015   -0.00015    0.06851
C003  1    0.864703    0.676547    0.436461    11.00000    0.11897    0.19415 =
         0.16641   -0.02318    0.05385    0.05529
PART 1
C004  1    0.146124    0.329075    0.435637    10.50000    0.24722
PART 0
C005  1    0.357968    0.395521    0.437964    10.50000    0.12541    0.16359 =
         0.10314   -0.00101   -0.01864    0.07540
C006  1    0.697434    0.513839    0.481355    10.50000    0.11264    0.14902 =
         0.13561   -0.00937   -0.00535    0.07437
C007  1    0.296211    0.480013    0.483761    10.50000    0.11366    0.13303 =
         0.12670    0.00458   -0.00794    0.07278
C008  1    0.640446    0.587554    0.438430    10.50000    0.15151    0.17438 =
         0.11405    0.00319    0.03374    0.10083

O1    4    0.963539    0.527945    0.728067    10.50000    0.22752    0.27723 =
         0.20486   -0.12273    0.10263   -0.04281
O3    4    0.887214    0.339322    0.626329    11.00000    0.27187    0.31241 =
         0.28558   -0.13152   -0.08710    0.09590
O4    4    1.180147    0.655977    0.638215    10.50000    0.13186    0.24009 =
         0.31005   -0.05305    0.09818    0.01985
PART 2
CL00  2    0.146124    0.329075    0.435637    10.50000    0.24722
HKLF 4

REM  1_a.res in P3(1)21
REM R1 =  0.1548 for     915 Fo > 4sig(Fo)  and  0.1947 for all    1815 data
REM     87 parameters refined using      0 restraints

END

WGHT      0.2000      0.0000

REM Highest difference peak  0.652,  deepest hole -0.747,  1-sigma level  0.132
Q1    1   0.8749  0.6359  0.4634  11.00000  0.05    0.57
Q2    1   1.2342  0.6086  0.6712  11.00000  0.05    0.32
Q3    1   1.0000  0.6786  0.6667  10.50000  0.05    0.30
Q4    1   0.3591  0.2565  0.4294  11.00000  0.05    0.30
Q5    1   0.1013  0.3915  0.4778  11.00000  0.05    0.28
Q6    1   1.0000  0.3036  0.6667  10.50000  0.05    0.27
Q7    1   0.4281  0.5088  0.4135  11.00000  0.05    0.24
Q8    1   0.3371  0.6684  0.4836  11.00000  0.05    0.21
Q9    1   1.0864  0.7531  0.4670  11.00000  0.05    0.20
Q10   1   0.2574  0.2552  0.4118  11.00000  0.05    0.19
Q11   1   0.7613  0.7613  0.5000  10.50000  0.05    0.16
Q12   1   0.1924  0.4157  0.5303  11.00000  0.05    0.16
Q13   1   1.0396  0.9035  0.6575  11.00000  0.05    0.13
Q14   1  -0.1012  0.0019  0.4012  11.00000  0.05    0.08
Q15   1   1.3458  0.9168  0.6434  11.00000  0.05    0.07
Q16   1   0.9903  0.5525  0.3471  11.00000  0.05    0.06
Q17   1   0.6930  0.0420  0.6642  11.00000  0.05    0.04
;
_shelx_res_checksum              21258
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT242_1                   
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of       Cl01 Check 
RESPONSE: Bue to the crystal test temperature is too high, the thermal 
motion of the molecules intensifies, resulting in a relatively large degree of 
disorder, so the crystal analysis is incomplete
;
# end Validation Reply Form
####################################################################### 
# 
# 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_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2074880'
loop_
_audit_author_name
_audit_author_address
'Yu-hui Tan'
;Jiangxi University of Science and Technology
China
;
_audit_update_record             
;
2021-04-01 deposited with the CCDC.	2021-12-15 downloaded from the CCDC.
;
_audit_creation_date             2021-03-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 Cl N, B F4'
_chemical_formula_sum            'C7 B Cl F4 N'
_chemical_formula_weight         220.34
_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
B B 0.0013 0.0007 '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      trigonal
_space_group_IT_number           154
_space_group_name_H-M_alt        'P 32 2 1'
_space_group_name_Hall           'P 32 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'y, x, -z'
'x-y, -y, -z+1/3'
'-x, -x+y, -z+2/3'

_cell_length_a                   7.2791(3)
_cell_length_b                   7.2791(3)
_cell_length_c                   19.0645(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     874.80(9)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    9977
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      55.703
_cell_measurement_theta_min      6.063
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.990
_exptl_absorpt_coefficient_mu    0.340
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             321
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            8543
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.668
_diffrn_reflns_theta_min         3.206
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.667
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.909
_reflns_number_gt                1096
_reflns_number_total             1713
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.115
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.1(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.469
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     88
_refine_ls_number_reflns         1713
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1455
_refine_ls_R_factor_gt           0.1222
_refine_ls_restrained_S_all      1.466
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3613
_refine_ls_wR_factor_ref         0.3828
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9(6)
 0.1(6)
2. Shared sites
{Cl1, C4}
3. Restrained distances
 F1-B1 = F4_$1-B1 = F2-B1 = F1_$1-B1
 1.35 with sigma of 0.001
 F4-F1
 2 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(Cl1) = Uanis(C4)
5. Others
 Fixed Sof: Cl1(0.5) C4(0.5) B1(0.5) F1(0.5) F2(0.5) F3(0.5) F4(0.5)
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     ?
_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
C1 C 0.3459(11) 1.2484(9) 0.2110(4) 0.0937(17) Uani 1 1 d . . . . .
C2 C 0.4109(10) 1.0714(8) 0.2281(3) 0.0783(14) Uani 1 1 d . . . . .
C3 C 0.5167(8) 0.8163(7) 0.1907(2) 0.0715(13) Uani 1 1 d . . . . .
N1 N 0.4914(6) 1.0000 0.1667 0.0511(10) Uani 1 2 d S T P A .
Cl1 Cl 0.6995(6) 0.8627(7) 0.24760(15) 0.1222(14) Uani 0.5 1 d . . . A 1
C4 C 0.6995(6) 0.8627(7) 0.24760(15) 0.1222(14) Uani 0.5 1 d . . . A 2
B1 B 0.4875(8) 0.4907(11) -0.0011(3) 0.064(2) Uani 0.5 1 d D . . B -1
F1 F 0.2878(12) 0.342(3) 0.0163(7) 0.198(10) Uani 0.5 1 d D . . B -1
F2 F 0.6078(17) 0.5498(16) 0.0575(4) 0.113(3) Uani 0.5 1 d D . . B -1
F3 F 0.504(6) 0.370(4) -0.0442(13) 0.31(2) Uani 0.5 1 d . . . B -1
F4 F 0.450(3) 0.6418(18) -0.0187(11) 0.235(13) Uani 0.5 1 d D . . B -1

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.120(5) 0.076(3) 0.112(4) 0.002(3) 0.011(3) 0.069(3)
C2 0.107(4) 0.075(3) 0.066(2) -0.001(2) 0.017(2) 0.056(3)
C3 0.090(3) 0.060(2) 0.071(2) 0.0159(18) 0.015(2) 0.043(2)
N1 0.0598(18) 0.043(2) 0.0453(18) -0.0002(14) -0.0001(7) 0.0213(10)
Cl1 0.125(3) 0.156(3) 0.104(2) 0.030(2) -0.0061(15) 0.084(2)
C4 0.125(3) 0.156(3) 0.104(2) 0.030(2) -0.0061(15) 0.084(2)
B1 0.069(11) 0.071(11) 0.056(3) -0.020(8) -0.028(8) 0.039(4)
F1 0.066(5) 0.31(2) 0.142(13) 0.039(14) 0.029(6) 0.037(8)
F2 0.134(7) 0.122(7) 0.094(5) -0.028(4) -0.071(5) 0.071(6)
F3 0.38(3) 0.22(2) 0.27(3) -0.11(2) 0.16(3) 0.10(2)
F4 0.34(3) 0.163(12) 0.27(2) -0.080(13) -0.21(2) 0.183(17)

_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 C2 1.613(7) . ?
C2 N1 1.513(5) . ?
C3 N1 1.509(5) . ?
C3 Cl1 1.615(6) . ?
C3 C4 1.615(6) . ?
N1 C2 1.513(5) 5_675 ?
N1 C3 1.509(5) 5_675 ?
B1 F1 1.3497(13) . ?
B1 F2 1.3502(13) . ?
B1 F3 1.251(13) . ?
B1 F4 1.302(12) . ?

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 C2 C1 115.9(4) . . ?
N1 C3 Cl1 118.1(3) . . ?
N1 C3 C4 118.1(3) . . ?
C2 N1 C2 112.0(5) . 5_675 ?
C3 N1 C2 108.9(3) 5_675 . ?
C3 N1 C2 108.9(3) . 5_675 ?
C3 N1 C2 108.0(3) . . ?
C3 N1 C2 108.0(3) 5_675 5_675 ?
C3 N1 C3 111.2(5) . 5_675 ?
F1 B1 F2 108.6(9) . . ?
F3 B1 F1 92.4(18) . . ?
F3 B1 F2 119.5(19) . . ?
F3 B1 F4 123.9(16) . . ?
F4 B1 F1 98.3(13) . . ?
F4 B1 F2 108.7(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 N1 C2 -53.0(4) . . . 5_675 ?
C1 C2 N1 C3 66.3(6) . . . 5_675 ?
C1 C2 N1 C3 -172.8(5) . . . . ?
Cl1 C3 N1 C2 170.4(4) . . . 5_675 ?
Cl1 C3 N1 C2 -67.8(5) . . . . ?
Cl1 C3 N1 C3 51.5(3) . . . 5_675 ?
C4 C3 N1 C2 -67.8(5) . . . . ?
C4 C3 N1 C2 170.4(4) . . . 5_675 ?
C4 C3 N1 C3 51.5(3) . . . 5_675 ?

_shelx_res_file                  
;
    1.res created by SHELXL-2014/7

TITL 1_a.res in P3(2)21
REM Old TITL 1_a.res in P3(2)21
REM SHELXT solution in P3(2)21
REM R1 0.281, Rweak 0.071, Alpha 0.020, Orientation as input
REM Flack x = 0.370 ( 0.043 ) from Parsons' quotients
REM Formula found by SHELXT: C N3 F6 Cl5
CELL 0.71073 7.2791 7.2791 19.0645 90 90 120
ZERR 3 0.0003 0.0003 0.0011 0 0 0
LATT -1
SYMM -Y,+X-Y,0.667+Z
SYMM +Y-X,-X,0.333+Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,0.333-Z
SYMM -X,-X+Y,0.667-Z
SFAC B C Cl F N
UNIT 3 21 3 12 3
EQIV $1 +Y,+X,-Z
DFIX 1.35 0.001 F1 B1 F4_$1 B1 F2 B1 F1_$1 B1
DFIX 2 F4 F1
EADP Cl1 C4
EXYZ Cl1 C4

L.S. 22
PLAN  2
SIZE 0.02 0.03 0.02
FREE F4 F1
CONF
list 4
MORE -1
fmap 2
acta
TWIN -1 0 0 0 -1 0 0 0 -1 2
REM <olex2.extras>
REM <HklSrc "%.\\1.hkl">
REM </olex2.extras>

WGHT    0.200000
BASF   0.05106
FVAR       1.65257
C1    2    0.345906    1.248363    0.210966    11.00000    0.11957    0.07635 =
         0.11243    0.00197    0.01117    0.06947
C2    2    0.410901    1.071350    0.228105    11.00000    0.10724    0.07521 =
         0.06591   -0.00063    0.01746    0.05580
C3    2    0.516738    0.816341    0.190738    11.00000    0.09018    0.05987 =
         0.07143    0.01592    0.01500    0.04270
N1    5    0.491446    1.000000    0.166667    10.50000    0.05983    0.04253 =
         0.04531   -0.00024   -0.00012    0.02126
PART 1
CL1   3    0.699487    0.862744    0.247604    10.50000    0.12511    0.15618 =
         0.10390    0.02950   -0.00611    0.08421
PART 0
PART 2
C4    2    0.699487    0.862744    0.247604    10.50000    0.12511    0.15618 =
         0.10390    0.02950   -0.00611    0.08421

PART 0
PART -1
B1    1    0.487532    0.490685   -0.001117    10.50000    0.06921    0.07125 =
         0.05614   -0.01956   -0.02840    0.03854
F1    4    0.287814    0.341962    0.016280    10.50000    0.06620    0.31042 =
         0.14241    0.03904    0.02886    0.03704
F2    4    0.607755    0.549766    0.057493    10.50000    0.13361    0.12209 =
         0.09437   -0.02802   -0.07095    0.07125
F3    4    0.504162    0.370291   -0.044215    10.50000    0.38499    0.21976 =
         0.26957   -0.11000    0.16087    0.10280
F4    4    0.450191    0.641823   -0.018710    10.50000    0.34320    0.16317 =
         0.27346   -0.07956   -0.20645    0.18300
HKLF 4

REM  1_a.res in P3(2)21
REM R1 =  0.1222 for    1096 Fo > 4sig(Fo)  and  0.1455 for all    1713 data
REM     88 parameters refined using      5 restraints

END

WGHT      0.2000      0.0000

REM Highest difference peak  0.636,  deepest hole -0.367,  1-sigma level  0.115
Q1    1   0.5297  1.1242  0.2673  11.00000  0.05    0.43
Q2    1   0.3089  0.9476  0.2534  11.00000  0.05    0.35
;
_shelx_res_checksum              12571
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9(6)
2 0.1(6)

