# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_mns-344_auto
_database_code_depnum_ccdc_archive 'CCDC 2424439'
_audit_update_record             
;
2025-02-17 deposited with the CCDC.	2025-12-16 downloaded from the CCDC.
;
_audit_creation_date             2024-11-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H10 Br F O2'
_chemical_formula_sum            'C17 H10 Br F O2'
_chemical_formula_weight         345.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O Br F'
_chemical_oxdiff_usercomment     06-11-2024
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'
Br Br -0.2901 2.4595 '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'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.2785(5)
_cell_length_b                   14.3225(6)
_cell_length_c                   9.8230(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.808(5)
_cell_angle_gamma                90
_cell_volume                     1391.39(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4644
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.2720
_cell_measurement_theta_min      2.0570
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.966
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52559
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.106a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             688
_exptl_crystal_recrystallization_method ?
_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  0.0373
_diffrn_reflns_av_unetI/netI     0.0401
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.796
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11648
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.796
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.051
_diffrn_reflns_theta_min         2.059
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.796
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      8.00  41.00   0.50    1.13    --    5.38  85.00 -35.00   66
  2  ω     -8.00  78.00   0.50    1.13    --    5.38  38.00-150.00  172
  3  ω    -26.00  15.00   0.50    1.13    --    5.38 -85.00-154.00   82
  4  ω    -21.00  13.00   0.50    1.13    --   -5.23 -99.00  30.00   68
  5  ω    -20.00  26.00   0.50    1.13    --   -5.23 -99.00  60.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0714776000
_diffrn_orient_matrix_UB_12      0.0039803000
_diffrn_orient_matrix_UB_13      -0.0201702000
_diffrn_orient_matrix_UB_21      0.0051896000
_diffrn_orient_matrix_UB_22      0.0436780000
_diffrn_orient_matrix_UB_23      0.0351067000
_diffrn_orient_matrix_UB_31      0.0024543000
_diffrn_orient_matrix_UB_32      0.0230243000
_diffrn_orient_matrix_UB_33      -0.0631957000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2853
_reflns_number_total             3550
_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       'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.899
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         3550
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0342
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0296P)²+0.9712P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0736
_refine_ls_wR_factor_ref         0.0782
_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.a Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00E(H00E), C00F(H00F), C00H(H00H), C00I(H00I), C00J(H00J),
 C00K(H00K)
2.b Idealised Me refined as rotating group:
 C00L(H00A,H00B,H00D)
;
_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
Br01 Br 0.07149(2) 0.61555(2) 0.54988(3) 0.03004(9) Uani 1 1 d . . . . .
F002 F 0.24808(16) 0.96932(9) 0.46500(16) 0.0363(3) Uani 1 1 d . . . . .
O003 O 0.14438(16) 0.81452(11) 0.54195(17) 0.0277(4) Uani 1 1 d . . . . .
O004 O 0.42470(17) 0.61175(11) 0.26279(18) 0.0279(4) Uani 1 1 d . . . . .
C005 C 0.2576(2) 0.61454(14) 0.3854(2) 0.0195(4) Uani 1 1 d . . . . .
C006 C 0.3013(2) 0.81649(14) 0.4044(2) 0.0192(4) Uani 1 1 d . . . . .
C007 C 0.2390(2) 0.51130(15) 0.3659(2) 0.0202(4) Uani 1 1 d . . . . .
C008 C 0.3775(2) 0.76220(15) 0.3340(2) 0.0196(4) Uani 1 1 d . . . . .
C009 C 0.2073(2) 0.77143(15) 0.4742(2) 0.0194(4) Uani 1 1 d . . . . .
C00A C 0.3580(2) 0.65929(14) 0.3219(2) 0.0193(4) Uani 1 1 d . . . . .
C00B C 0.1931(2) 0.66731(15) 0.4584(2) 0.0207(4) Uani 1 1 d . . . . .
C00C C 0.3031(2) 0.44998(16) 0.4724(2) 0.0248(5) Uani 1 1 d . . . . .
H00C H 0.358888 0.473686 0.559001 0.030 Uiso 1 1 calc R U . . .
C00D C 0.2049(2) 0.31762(16) 0.3284(2) 0.0253(5) Uani 1 1 d . . . . .
C00E C 0.4131(2) 0.95444(16) 0.3454(2) 0.0261(5) Uani 1 1 d . . . . .
H00E H 0.424004 1.020337 0.348307 0.031 Uiso 1 1 calc R U . . .
C00F C 0.4701(2) 0.80344(16) 0.2732(2) 0.0241(5) Uani 1 1 d . . . . .
H00F H 0.520587 0.765840 0.226299 0.029 Uiso 1 1 calc R U . . .
C00G C 0.3212(2) 0.91307(15) 0.4055(2) 0.0233(5) Uani 1 1 d . . . . .
C00H C 0.2864(2) 0.35455(16) 0.4535(3) 0.0274(5) Uani 1 1 d . . . . .
H00H H 0.331435 0.313559 0.527370 0.033 Uiso 1 1 calc R U . . .
C00I C 0.4894(2) 0.89939(16) 0.2807(2) 0.0258(5) Uani 1 1 d . . . . .
H00I H 0.554948 0.927195 0.241382 0.031 Uiso 1 1 calc R U . . .
C00J C 0.1591(2) 0.47531(16) 0.2390(2) 0.0249(5) Uani 1 1 d . . . . .
H00J H 0.115636 0.516385 0.164535 0.030 Uiso 1 1 calc R U . . .
C00K C 0.1429(3) 0.37919(16) 0.2209(2) 0.0287(5) Uani 1 1 d . . . . .
H00K H 0.088442 0.355288 0.133749 0.034 Uiso 1 1 calc R U . . .
C00L C 0.1813(3) 0.21326(17) 0.3115(3) 0.0413(7) Uani 1 1 d . . . . .
H00A H 0.254923 0.180082 0.378552 0.062 Uiso 1 1 calc R U . . .
H00B H 0.178702 0.194812 0.214728 0.062 Uiso 1 1 calc R U . . .
H00D H 0.095089 0.197427 0.330325 0.062 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
Br01 C00B 1.879(2) . ?
F002 C00G 1.340(3) . ?
O003 C009 1.215(3) . ?
O004 C00A 1.219(3) . ?
C005 C007 1.496(3) . ?
C005 C00A 1.489(3) . ?
C005 C00B 1.336(3) . ?
C006 C008 1.411(3) . ?
C006 C009 1.477(3) . ?
C006 C00G 1.398(3) . ?
C007 C00C 1.387(3) . ?
C007 C00J 1.392(3) . ?
C008 C00A 1.488(3) . ?
C008 C00F 1.386(3) . ?
C009 C00B 1.502(3) . ?
C00C H00C 0.9500 . ?
C00C C00H 1.384(3) . ?
C00D C00H 1.389(3) . ?
C00D C00K 1.390(3) . ?
C00D C00L 1.516(3) . ?
C00E H00E 0.9500 . ?
C00E C00G 1.377(3) . ?
C00E C00I 1.383(3) . ?
C00F H00F 0.9500 . ?
C00F C00I 1.387(3) . ?
C00H H00H 0.9500 . ?
C00I H00I 0.9500 . ?
C00J H00J 0.9500 . ?
C00J C00K 1.392(3) . ?
C00K H00K 0.9500 . ?
C00L H00A 0.9800 . ?
C00L H00B 0.9800 . ?
C00L H00D 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
C00A C005 C007 116.76(18) . . ?
C00B C005 C007 124.3(2) . . ?
C00B C005 C00A 118.93(19) . . ?
C008 C006 C009 120.49(19) . . ?
C00G C006 C008 116.68(19) . . ?
C00G C006 C009 122.83(19) . . ?
C00C C007 C005 120.77(19) . . ?
C00C C007 C00J 119.0(2) . . ?
C00J C007 C005 120.26(19) . . ?
C006 C008 C00A 120.31(19) . . ?
C00F C008 C006 120.9(2) . . ?
C00F C008 C00A 118.7(2) . . ?
O003 C009 C006 123.0(2) . . ?
O003 C009 C00B 120.6(2) . . ?
C006 C009 C00B 116.32(18) . . ?
O004 C00A C005 120.19(19) . . ?
O004 C00A C008 120.7(2) . . ?
C008 C00A C005 119.08(18) . . ?
C005 C00B Br01 121.70(17) . . ?
C005 C00B C009 124.7(2) . . ?
C009 C00B Br01 113.64(15) . . ?
C007 C00C H00C 119.7 . . ?
C00H C00C C007 120.6(2) . . ?
C00H C00C H00C 119.7 . . ?
C00H C00D C00K 118.1(2) . . ?
C00H C00D C00L 120.8(2) . . ?
C00K C00D C00L 121.0(2) . . ?
C00G C00E H00E 120.2 . . ?
C00G C00E C00I 119.5(2) . . ?
C00I C00E H00E 120.2 . . ?
C008 C00F H00F 119.8 . . ?
C008 C00F C00I 120.3(2) . . ?
C00I C00F H00F 119.8 . . ?
F002 C00G C006 120.0(2) . . ?
F002 C00G C00E 117.4(2) . . ?
C00E C00G C006 122.6(2) . . ?
C00C C00H C00D 121.2(2) . . ?
C00C C00H H00H 119.4 . . ?
C00D C00H H00H 119.4 . . ?
C00E C00I C00F 119.8(2) . . ?
C00E C00I H00I 120.1 . . ?
C00F C00I H00I 120.1 . . ?
C007 C00J H00J 120.0 . . ?
C007 C00J C00K 120.1(2) . . ?
C00K C00J H00J 120.0 . . ?
C00D C00K C00J 121.1(2) . . ?
C00D C00K H00K 119.5 . . ?
C00J C00K H00K 119.5 . . ?
C00D C00L H00A 109.5 . . ?
C00D C00L H00B 109.5 . . ?
C00D C00L H00D 109.5 . . ?
H00A C00L H00B 109.5 . . ?
H00A C00L H00D 109.5 . . ?
H00B C00L H00D 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
O003 C009 C00B Br01 0.6(3) . . . . ?
O003 C009 C00B C005 179.6(2) . . . . ?
C005 C007 C00C C00H -179.5(2) . . . . ?
C005 C007 C00J C00K 179.6(2) . . . . ?
C006 C008 C00A O004 -179.0(2) . . . . ?
C006 C008 C00A C005 -0.2(3) . . . . ?
C006 C008 C00F C00I -0.1(3) . . . . ?
C006 C009 C00B Br01 -179.88(15) . . . . ?
C006 C009 C00B C005 -0.8(3) . . . . ?
C007 C005 C00A O004 -3.1(3) . . . . ?
C007 C005 C00A C008 178.07(18) . . . . ?
C007 C005 C00B Br01 1.3(3) . . . . ?
C007 C005 C00B C009 -177.70(19) . . . . ?
C007 C00C C00H C00D -0.3(4) . . . . ?
C007 C00J C00K C00D 0.3(4) . . . . ?
C008 C006 C009 O003 176.3(2) . . . . ?
C008 C006 C009 C00B -3.2(3) . . . . ?
C008 C006 C00G F002 177.10(19) . . . . ?
C008 C006 C00G C00E -2.0(3) . . . . ?
C008 C00F C00I C00E -1.9(3) . . . . ?
C009 C006 C008 C00A 3.6(3) . . . . ?
C009 C006 C008 C00F -177.29(19) . . . . ?
C009 C006 C00G F002 -3.7(3) . . . . ?
C009 C006 C00G C00E 177.2(2) . . . . ?
C00A C005 C007 C00C 98.8(2) . . . . ?
C00A C005 C007 C00J -79.9(3) . . . . ?
C00A C005 C00B Br01 -176.81(15) . . . . ?
C00A C005 C00B C009 4.2(3) . . . . ?
C00A C008 C00F C00I 179.1(2) . . . . ?
C00B C005 C007 C00C -79.3(3) . . . . ?
C00B C005 C007 C00J 102.0(3) . . . . ?
C00B C005 C00A O004 175.1(2) . . . . ?
C00B C005 C00A C008 -3.7(3) . . . . ?
C00C C007 C00J C00K 0.9(3) . . . . ?
C00F C008 C00A O004 1.8(3) . . . . ?
C00F C008 C00A C005 -179.31(19) . . . . ?
C00G C006 C008 C00A -177.17(19) . . . . ?
C00G C006 C008 C00F 1.9(3) . . . . ?
C00G C006 C009 O003 -2.8(3) . . . . ?
C00G C006 C009 C00B 177.61(19) . . . . ?
C00G C00E C00I C00F 1.9(3) . . . . ?
C00H C00D C00K C00J -1.5(4) . . . . ?
C00I C00E C00G F002 -179.0(2) . . . . ?
C00I C00E C00G C006 0.1(4) . . . . ?
C00J C007 C00C C00H -0.9(3) . . . . ?
C00K C00D C00H C00C 1.5(4) . . . . ?
C00L C00D C00H C00C -176.8(2) . . . . ?
C00L C00D C00K C00J 176.8(2) . . . . ?

_olex2_submission_original_sample_id MNS-344
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.587
_oxdiff_exptl_absorpt_empirical_full_min 0.752
