# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

####################################################################### 
# 
# 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_lgz
_database_code_depnum_ccdc_archive 'CCDC 2369042'
loop_
_audit_author_name
_audit_author_address
'Guizhou Yue'
;Sichuan Agricultural University
China
;
_audit_update_record             
;
2024-07-09 deposited with the CCDC.	2024-08-06 downloaded from the CCDC.
;
_audit_creation_date             2024-07-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H25 Br O3'
_chemical_formula_sum            'C28 H25 Br O3'
_chemical_formula_weight         489.39
_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 0.0137 0.0067 '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 -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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                   10.9368(3)
_cell_length_b                   21.6415(6)
_cell_length_c                   10.4253(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.7710(10)
_cell_angle_gamma                90
_cell_volume                     2438.69(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9790
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      57.105
_cell_measurement_theta_min      3.977
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.646
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.5990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1014 before and 0.0548 after correction.
The Ratio of minimum to maximum transmission is 0.7974.
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    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            30152
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.186
_diffrn_reflns_theta_min         3.977
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_source_current           2.86
_diffrn_source_power             0.1997996
_diffrn_source_voltage           69.86
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4529
_reflns_number_total             4984
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.904
_refine_diff_density_min         -0.942
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4984
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0437
_refine_ls_restrained_S_all      1.069
_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)+(0.0621P)²+1.3948P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1212
_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.a Ternary CH refined with riding coordinates:
 C6(H6), C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C12(H12), C16(H16), C17(H17), C18(H18), C19(H19),
 C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28)
2.d X=CH2 refined with riding coordinates:
 C5(H5A,H5B)
2.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_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 -0.24960(2) 0.83184(2) 0.51983(3) 0.05994(13) Uani 1 1 d . . . . .
O1 O 0.38476(17) 0.93626(8) 0.2618(2) 0.0623(5) Uani 1 1 d . . . . .
O2 O 0.21692(15) 0.88668(7) 0.16934(15) 0.0461(4) Uani 1 1 d . . . . .
O3 O 0.44699(14) 0.73147(7) 0.23432(13) 0.0376(3) Uani 1 1 d . . . . .
C1 C 0.4746(3) 1.02187(14) 0.1744(4) 0.0762(9) Uani 1 1 d . . . . .
H1A H 0.465754 1.053228 0.105802 0.114 Uiso 1 1 calc R U . . .
H1B H 0.547449 0.996333 0.168269 0.114 Uiso 1 1 calc R U . . .
H1C H 0.484505 1.042221 0.259346 0.114 Uiso 1 1 calc R U . . .
C2 C 0.3641(3) 0.98280(13) 0.1592(3) 0.0738(9) Uani 1 1 d . . . . .
H2A H 0.289933 1.007794 0.167724 0.089 Uiso 1 1 calc R U . . .
H2B H 0.351573 0.962772 0.072831 0.089 Uiso 1 1 calc R U . . .
C3 C 0.30383(18) 0.89046(9) 0.2539(2) 0.0357(4) Uani 1 1 d . . . . .
C4 C 0.33624(17) 0.84341(8) 0.35915(18) 0.0288(4) Uani 1 1 d . . . . .
C5 C 0.42476(19) 0.85408(9) 0.4585(2) 0.0384(4) Uani 1 1 d . . . . .
H5A H 0.468833 0.892047 0.463894 0.046 Uiso 1 1 calc R U . . .
H5B H 0.444096 0.823752 0.524389 0.046 Uiso 1 1 calc R U . . .
C6 C 0.25678(16) 0.78556(8) 0.33957(16) 0.0260(3) Uani 1 1 d . . . . .
H6 H 0.240037 0.777259 0.244138 0.031 Uiso 1 1 calc R U . . .
C7 C 0.13250(16) 0.79648(7) 0.38419(17) 0.0262(3) Uani 1 1 d . . . . .
C8 C 0.02248(18) 0.78502(9) 0.30180(19) 0.0354(4) Uani 1 1 d . . . . .
H8 H 0.025286 0.770346 0.216415 0.042 Uiso 1 1 calc R U . . .
C9 C -0.09111(19) 0.79458(10) 0.3417(2) 0.0408(5) Uani 1 1 d . . . . .
H9 H -0.165653 0.785793 0.285053 0.049 Uiso 1 1 calc R U . . .
C10 C 0.0127(2) 0.82977(9) 0.5488(2) 0.0369(4) Uani 1 1 d . . . . .
H10 H 0.009212 0.845707 0.633070 0.044 Uiso 1 1 calc R U . . .
C11 C -0.09439(18) 0.81702(9) 0.4648(2) 0.0363(4) Uani 1 1 d . . . . .
C12 C 0.12575(18) 0.81888(9) 0.50789(19) 0.0333(4) Uani 1 1 d . . . . .
H12 H 0.200002 0.826894 0.565597 0.040 Uiso 1 1 calc R U . . .
C13 C 0.32526(16) 0.72814(8) 0.40494(16) 0.0255(3) Uani 1 1 d . . . . .
H13 H 0.347748 0.736197 0.500065 0.031 Uiso 1 1 calc R U . . .
C14 C 0.44363(16) 0.71716(7) 0.34686(17) 0.0266(3) Uani 1 1 d . . . . .
C15 C 0.55149(17) 0.68593(8) 0.42499(18) 0.0298(4) Uani 1 1 d . . . . .
C16 C 0.6571(2) 0.67707(10) 0.3672(2) 0.0443(5) Uani 1 1 d . . . . .
H16 H 0.659015 0.691940 0.281786 0.053 Uiso 1 1 calc R U . . .
C17 C 0.7589(2) 0.64679(14) 0.4334(3) 0.0606(7) Uani 1 1 d . . . . .
H17 H 0.830597 0.640892 0.393640 0.073 Uiso 1 1 calc R U . . .
C18 C 0.7561(2) 0.62516(13) 0.5574(3) 0.0620(7) Uani 1 1 d . . . . .
H18 H 0.825835 0.604147 0.602771 0.074 Uiso 1 1 calc R U . . .
C19 C 0.6523(2) 0.63389(11) 0.6160(2) 0.0513(6) Uani 1 1 d . . . . .
H19 H 0.651158 0.619069 0.701573 0.062 Uiso 1 1 calc R U . . .
C20 C 0.5499(2) 0.66422(9) 0.5503(2) 0.0367(4) Uani 1 1 d . . . . .
H20 H 0.478659 0.670174 0.590835 0.044 Uiso 1 1 calc R U . . .
C21 C 0.24421(17) 0.67118(8) 0.38555(18) 0.0293(4) Uani 1 1 d . . . . .
H21 H 0.176105 0.669264 0.432116 0.035 Uiso 1 1 calc R U . . .
C22 C 0.25993(17) 0.62374(8) 0.30931(17) 0.0301(4) Uani 1 1 d . . . . .
H22 H 0.331362 0.624659 0.267672 0.036 Uiso 1 1 calc R U . . .
C23 C 0.17796(18) 0.56972(8) 0.28250(18) 0.0322(4) Uani 1 1 d . . . . .
C24 C 0.1904(2) 0.53247(9) 0.1752(2) 0.0411(5) Uani 1 1 d . . . . .
H24 H 0.254222 0.540987 0.125373 0.049 Uiso 1 1 calc R U . . .
C25 C 0.1105(2) 0.48331(10) 0.1408(2) 0.0506(6) Uani 1 1 d . . . . .
H25 H 0.119458 0.458803 0.067232 0.061 Uiso 1 1 calc R U . . .
C26 C 0.0180(2) 0.46989(10) 0.2134(3) 0.0513(6) Uani 1 1 d . . . . .
H26 H -0.037174 0.436511 0.189288 0.062 Uiso 1 1 calc R U . . .
C27 C 0.0062(2) 0.50544(11) 0.3214(2) 0.0476(5) Uani 1 1 d . . . . .
H27 H -0.056342 0.495920 0.372190 0.057 Uiso 1 1 calc R U . . .
C28 C 0.08548(19) 0.55496(9) 0.3558(2) 0.0390(4) Uani 1 1 d . . . . .
H28 H 0.076528 0.578991 0.430081 0.047 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 C11 1.900(2) . ?
O1 C2 1.461(3) . ?
O1 C3 1.323(2) . ?
O2 C3 1.196(3) . ?
O3 C14 1.219(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.464(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.499(3) . ?
C4 C5 1.326(3) . ?
C4 C6 1.520(2) . ?
C5 H5A 0.9500 . ?
C5 H5B 0.9500 . ?
C6 H6 1.0000 . ?
C6 C7 1.521(2) . ?
C6 C13 1.554(2) . ?
C7 C8 1.390(3) . ?
C7 C12 1.390(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.384(3) . ?
C9 H9 0.9500 . ?
C9 C11 1.378(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(3) . ?
C10 C12 1.388(3) . ?
C12 H12 0.9500 . ?
C13 H13 1.0000 . ?
C13 C14 1.529(2) . ?
C13 C21 1.514(2) . ?
C14 C15 1.490(2) . ?
C15 C16 1.395(3) . ?
C15 C20 1.391(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.380(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.381(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.386(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.325(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.474(3) . ?
C23 C24 1.402(3) . ?
C23 C28 1.395(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.383(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.386(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.391(3) . ?
C28 H28 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
C3 O1 C2 116.32(19) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 106.6(2) . . ?
O1 C2 H2A 110.4 . . ?
O1 C2 H2B 110.4 . . ?
C1 C2 H2A 110.4 . . ?
C1 C2 H2B 110.4 . . ?
H2A C2 H2B 108.6 . . ?
O1 C3 C4 112.45(17) . . ?
O2 C3 O1 123.08(18) . . ?
O2 C3 C4 124.43(18) . . ?
C3 C4 C6 113.24(16) . . ?
C5 C4 C3 121.11(17) . . ?
C5 C4 C6 125.64(17) . . ?
C4 C5 H5A 120.0 . . ?
C4 C5 H5B 120.0 . . ?
H5A C5 H5B 120.0 . . ?
C4 C6 H6 107.2 . . ?
C4 C6 C7 110.50(14) . . ?
C4 C6 C13 111.86(14) . . ?
C7 C6 H6 107.2 . . ?
C7 C6 C13 112.57(14) . . ?
C13 C6 H6 107.2 . . ?
C8 C7 C6 120.87(16) . . ?
C8 C7 C12 118.16(17) . . ?
C12 C7 C6 120.96(16) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.31(18) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 120.5 . . ?
C11 C9 C8 118.97(18) . . ?
C11 C9 H9 120.5 . . ?
C11 C10 H10 120.6 . . ?
C11 C10 C12 118.74(18) . . ?
C12 C10 H10 120.6 . . ?
C9 C11 Br01 119.48(15) . . ?
C9 C11 C10 121.45(19) . . ?
C10 C11 Br01 119.07(16) . . ?
C7 C12 H12 119.3 . . ?
C10 C12 C7 121.34(18) . . ?
C10 C12 H12 119.3 . . ?
C6 C13 H13 109.0 . . ?
C14 C13 C6 109.34(13) . . ?
C14 C13 H13 109.0 . . ?
C21 C13 C6 111.06(14) . . ?
C21 C13 H13 109.0 . . ?
C21 C13 C14 109.54(14) . . ?
O3 C14 C13 119.55(16) . . ?
O3 C14 C15 120.25(16) . . ?
C15 C14 C13 120.11(15) . . ?
C16 C15 C14 117.70(18) . . ?
C20 C15 C14 122.99(17) . . ?
C20 C15 C16 119.28(19) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.1 . . ?
C18 C17 C16 119.8(3) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.3(2) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.2(2) . . ?
C20 C19 H19 119.9 . . ?
C15 C20 H20 120.0 . . ?
C19 C20 C15 119.9(2) . . ?
C19 C20 H20 120.0 . . ?
C13 C21 H21 117.1 . . ?
C22 C21 C13 125.73(17) . . ?
C22 C21 H21 117.1 . . ?
C21 C22 H22 116.7 . . ?
C21 C22 C23 126.67(18) . . ?
C23 C22 H22 116.7 . . ?
C24 C23 C22 118.51(18) . . ?
C28 C23 C22 123.28(18) . . ?
C28 C23 C24 118.17(18) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.9(2) . . ?
C25 C24 H24 119.6 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.2(2) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.2 . . ?
C25 C26 C27 119.6(2) . . ?
C27 C26 H26 120.2 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.4(2) . . ?
C28 C27 H27 119.8 . . ?
C23 C28 H28 119.7 . . ?
C27 C28 C23 120.7(2) . . ?
C27 C28 H28 119.7 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
