# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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_ksk_sd_2017_auto
_database_code_depnum_ccdc_archive 'CCDC 2366843'
loop_
_audit_author_name
_audit_author_address
'Koushik Sarkar'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-07-01 deposited with the CCDC.	2024-10-17 downloaded from the CCDC.
;
_audit_creation_date             2023-04-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
2-benzoyel-3-(2-chlorophenyl)-2,3-dihydro-4H-furo[3,2-c]chromen-4-one
_chemical_formula_moiety         'C24 H15 Cl O4'
_chemical_formula_sum            'C24 H15 Cl O4'
_chemical_formula_weight         402.81
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O'
_chemical_oxdiff_usercomment     '100 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.9410(4)
_cell_length_b                   8.3910(3)
_cell_length_c                   19.4783(7)
_cell_angle_alpha                90
_cell_angle_beta                 107.214(4)
_cell_angle_gamma                90
_cell_volume                     1864.24(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13645
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      27.0170
_cell_measurement_theta_min      2.1810
_shelx_estimated_absorpt_T_max   1.000
_shelx_estimated_absorpt_T_min   1.000
_exptl_absorpt_coefficient_mu    0.235
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73202
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_preparation       
'crystallisation done ethylacetate in diffution of petrolium ethar'
_exptl_crystal_recrystallization_method 'in ethylacetate and petrolium ethar'
_exptl_crystal_size_max          0.002
_exptl_crystal_size_mid          0.001
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0939
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            23819
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.091
_diffrn_reflns_theta_min         2.189
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -6.00  63.00   0.50    1.71    --   12.17  39.00-144.00  138
  2  ω    -16.00  22.00   0.50    1.71    --   12.17 -57.00   0.00   76
  3  ω    -47.00 -22.00   0.50    1.71    --   12.17 -57.00   0.00   50
  4  ω    -56.00 -14.00   0.50    1.71    --   12.17 -57.00  30.00   84
  5  ω      6.00  35.00   0.50    1.71    --   12.17 -57.00  30.00   58
  6  ω     -5.00  22.00   0.50    1.71    --   12.17 -38.00  30.00   54
  7  ω    -20.00   5.00   0.50    1.71    --   12.17 -19.00   0.00   50
  8  ω    -48.00   5.00   0.50    1.71    --   12.17 -19.00 -90.00  106
  9  ω    -57.00 -32.00   0.50    1.71    --   12.17 -19.00   0.00   50
 10  ω    -45.00 -11.00   0.50    1.71    --   12.17 -38.00  30.00   68
 11  ω    -48.00 -23.00   0.50    1.71    --   12.17 -39.00  60.00   50
 12  ω    -66.00  -8.00   0.50    1.71    --  -12.01 -39.00  60.00  116
 13  ω    -21.00  16.00   0.50    1.71    --  -12.01 -99.00 150.00   74
 14  ω    -19.00  17.00   0.50    1.71    --  -12.01 -99.00  60.00   72
 15  ω    -22.00  18.00   0.50    1.71    --  -12.01 -99.00 -30.00   80
 16  ω    -13.00  18.00   0.50    1.71    --  -12.01 -99.00   0.00   62
 17  ω    -20.00   5.00   0.50    1.71    --  -12.01 -99.00 -90.00   50
 18  ω    -10.00  23.00   0.50    1.71    --  -12.01 -99.00-150.00   66
 19  ω     16.00  41.00   0.50    1.71    --   12.17 -99.00-180.00   50
 20  ω    -16.00   9.00   0.50    1.71    --   12.17 -99.00-180.00   50
 21  ω     -8.00  30.00   0.50    1.71    --   12.17 -99.00 -90.00   76
 22  ω    -38.00  12.00   0.50    1.71    --  -12.01  19.00-180.00  100
 23  ω     16.00  55.00   0.50    1.71    --  -12.01  39.00-144.00   78
 24  ω     27.00  59.00   0.50    1.71    --  -12.01  19.00-180.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0568293000
_diffrn_orient_matrix_UB_12      -0.0302589000
_diffrn_orient_matrix_UB_13      -0.0173056000
_diffrn_orient_matrix_UB_21      0.0040860000
_diffrn_orient_matrix_UB_22      0.0281969000
_diffrn_orient_matrix_UB_23      -0.0335141000
_diffrn_orient_matrix_UB_31      0.0249416000
_diffrn_orient_matrix_UB_32      -0.0736703000
_diffrn_orient_matrix_UB_33      -0.0057036000
_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'
_diffrn_special_details          no.
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3328
_reflns_number_total             3939
_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 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3939
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0437
_refine_ls_restrained_S_all      1.061
_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)+(0.0555P)²+0.6718P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1189
_refine_special_details          no.
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C00C(H00C), C00H(H00H)
2.b Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00F(H00F), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S),
 C00T(H00T)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl01 Cl 0.41416(4) 0.15067(5) 0.37332(2) 0.02892(14) Uani 1 1 d . . . . .
O002 O 0.76905(10) 0.34858(13) 0.26607(6) 0.0222(3) Uani 1 1 d . . . . .
O003 O 0.54820(10) 0.09944(14) 0.10040(6) 0.0248(3) Uani 1 1 d . . . . .
O004 O 0.43714(10) 0.03988(15) 0.17070(6) 0.0291(3) Uani 1 1 d . . . . .
O005 O 0.87582(11) 0.13128(15) 0.36073(7) 0.0316(3) Uani 1 1 d . . . . .
C006 C 0.69973(14) 0.26733(18) 0.20929(8) 0.0195(3) Uani 1 1 d . . . . .
C007 C 0.49871(13) 0.36005(19) 0.29300(8) 0.0191(3) Uani 1 1 d . . . . .
C008 C 0.60309(13) 0.20358(18) 0.21994(8) 0.0190(3) Uani 1 1 d . . . . .
C009 C 0.78666(14) 0.1906(2) 0.45148(8) 0.0209(3) Uani 1 1 d . . . . .
C00A C 0.32096(14) 0.4343(2) 0.32183(8) 0.0253(4) Uani 1 1 d . . . . .
H00A H 0.261963 0.409028 0.343781 0.030 Uiso 1 1 calc R U . . .
C00B C 0.80297(14) 0.2076(2) 0.37884(8) 0.0214(3) Uani 1 1 d . . . . .
C00C C 0.72182(14) 0.32113(19) 0.32597(8) 0.0204(3) Uani 1 1 d . . . . .
H00C H 0.715683 0.424304 0.350292 0.024 Uiso 1 1 calc R U . . .
C00D C 0.72864(14) 0.25159(19) 0.14353(9) 0.0211(3) Uani 1 1 d . . . . .
C00E C 0.52242(14) 0.1102(2) 0.16598(9) 0.0219(3) Uani 1 1 d . . . . .
C00F C 0.49272(14) 0.5065(2) 0.25753(8) 0.0219(3) Uani 1 1 d . . . . .
H00F H 0.551217 0.532508 0.235282 0.026 Uiso 1 1 calc R U . . .
C00G C 0.41192(14) 0.3281(2) 0.32576(8) 0.0217(4) Uani 1 1 d . . . . .
C00H C 0.59702(13) 0.24551(19) 0.29423(8) 0.0193(3) Uani 1 1 d . . . . .
H00H H 0.589795 0.146684 0.321296 0.023 Uiso 1 1 calc R U . . .
C00I C 0.64623(15) 0.1674(2) 0.08947(9) 0.0236(4) Uani 1 1 d . . . . .
C00J C 0.40354(15) 0.6139(2) 0.25420(9) 0.0251(4) Uani 1 1 d . . . . .
H00J H 0.401576 0.713065 0.230303 0.030 Uiso 1 1 calc R U . . .
C00K C 0.70543(15) 0.2800(2) 0.47386(9) 0.0251(4) Uani 1 1 d . . . . .
H00K H 0.657113 0.355618 0.442390 0.030 Uiso 1 1 calc R U . . .
C00L C 0.83079(15) 0.3081(2) 0.13042(9) 0.0257(4) Uani 1 1 d . . . . .
H00L H 0.888091 0.363447 0.166967 0.031 Uiso 1 1 calc R U . . .
C00M C 0.31690(15) 0.5768(2) 0.28584(9) 0.0268(4) Uani 1 1 d . . . . .
H00M H 0.254654 0.649566 0.282711 0.032 Uiso 1 1 calc R U . . .
C00N C 0.85560(15) 0.0790(2) 0.49807(9) 0.0272(4) Uani 1 1 d . . . . .
H00N H 0.909822 0.016264 0.482627 0.033 Uiso 1 1 calc R U . . .
C00O C 0.69562(16) 0.2576(2) 0.54246(9) 0.0294(4) Uani 1 1 d . . . . .
H00O H 0.640016 0.317769 0.557793 0.035 Uiso 1 1 calc R U . . .
C00P C 0.66261(18) 0.1434(2) 0.02234(10) 0.0307(4) Uani 1 1 d . . . . .
H00P H 0.605858 0.088118 -0.014537 0.037 Uiso 1 1 calc R U . . .
C00Q C 0.76632(17) 0.1482(2) 0.58868(9) 0.0307(4) Uani 1 1 d . . . . .
H00Q H 0.759865 0.134771 0.635795 0.037 Uiso 1 1 calc R U . . .
C00R C 0.84617(16) 0.0584(2) 0.56653(9) 0.0319(4) Uani 1 1 d . . . . .
H00R H 0.894368 -0.017077 0.598171 0.038 Uiso 1 1 calc R U . . .
C00S C 0.84791(17) 0.2830(2) 0.06421(10) 0.0331(4) Uani 1 1 d . . . . .
H00S H 0.917193 0.320784 0.055156 0.040 Uiso 1 1 calc R U . . .
C00T C 0.76371(18) 0.2024(2) 0.01079(10) 0.0353(5) Uani 1 1 d . . . . .
H00T H 0.775896 0.187405 -0.034815 0.042 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl01 C00G 1.7492(17) . ?
O002 C006 1.3532(19) . ?
O002 C00C 1.4565(18) . ?
O003 C00E 1.4026(19) . ?
O003 C00I 1.374(2) . ?
O004 C00E 1.204(2) . ?
O005 C00B 1.2135(19) . ?
C006 C008 1.343(2) . ?
C006 C00D 1.428(2) . ?
C007 C00F 1.401(2) . ?
C007 C00G 1.395(2) . ?
C007 C00H 1.512(2) . ?
C008 C00E 1.431(2) . ?
C008 C00H 1.512(2) . ?
C009 C00B 1.491(2) . ?
C009 C00K 1.394(2) . ?
C009 C00N 1.391(2) . ?
C00A H00A 0.9500 . ?
C00A C00G 1.390(2) . ?
C00A C00M 1.379(3) . ?
C00B C00C 1.522(2) . ?
C00C H00C 1.0000 . ?
C00C C00H 1.569(2) . ?
C00D C00I 1.401(2) . ?
C00D C00L 1.401(2) . ?
C00F H00F 0.9500 . ?
C00F C00J 1.382(2) . ?
C00H H00H 1.0000 . ?
C00I C00P 1.393(2) . ?
C00J H00J 0.9500 . ?
C00J C00M 1.387(2) . ?
C00K H00K 0.9500 . ?
C00K C00O 1.388(2) . ?
C00L H00L 0.9500 . ?
C00L C00S 1.380(2) . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?
C00N C00R 1.382(2) . ?
C00O H00O 0.9500 . ?
C00O C00Q 1.384(3) . ?
C00P H00P 0.9500 . ?
C00P C00T 1.383(3) . ?
C00Q H00Q 0.9500 . ?
C00Q C00R 1.381(3) . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00S C00T 1.390(3) . ?
C00T H00T 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
C006 O002 C00C 106.66(11) . . ?
C00I O003 C00E 122.75(13) . . ?
O002 C006 C00D 121.87(14) . . ?
C008 C006 O002 114.86(13) . . ?
C008 C006 C00D 123.28(15) . . ?
C00F C007 C00H 119.44(14) . . ?
C00G C007 C00F 117.26(15) . . ?
C00G C007 C00H 123.30(14) . . ?
C006 C008 C00E 121.83(14) . . ?
C006 C008 C00H 110.00(14) . . ?
C00E C008 C00H 128.18(14) . . ?
C00K C009 C00B 122.95(15) . . ?
C00N C009 C00B 117.70(14) . . ?
C00N C009 C00K 119.34(15) . . ?
C00G C00A H00A 120.2 . . ?
C00M C00A H00A 120.2 . . ?
C00M C00A C00G 119.56(15) . . ?
O005 C00B C009 122.12(15) . . ?
O005 C00B C00C 120.08(14) . . ?
C009 C00B C00C 117.77(13) . . ?
O002 C00C C00B 108.73(12) . . ?
O002 C00C H00C 110.0 . . ?
O002 C00C C00H 107.23(12) . . ?
C00B C00C H00C 110.0 . . ?
C00B C00C C00H 110.72(13) . . ?
C00H C00C H00C 110.0 . . ?
C00I C00D C006 114.73(14) . . ?
C00L C00D C006 125.94(15) . . ?
C00L C00D C00I 119.30(15) . . ?
O003 C00E C008 115.02(14) . . ?
O004 C00E O003 117.16(14) . . ?
O004 C00E C008 127.82(15) . . ?
C007 C00F H00F 119.3 . . ?
C00J C00F C007 121.43(15) . . ?
C00J C00F H00F 119.3 . . ?
C007 C00G Cl01 120.61(13) . . ?
C00A C00G Cl01 117.67(12) . . ?
C00A C00G C007 121.72(15) . . ?
C007 C00H C00C 113.06(13) . . ?
C007 C00H H00H 110.4 . . ?
C008 C00H C007 112.94(13) . . ?
C008 C00H C00C 99.34(12) . . ?
C008 C00H H00H 110.4 . . ?
C00C C00H H00H 110.4 . . ?
O003 C00I C00D 122.26(14) . . ?
O003 C00I C00P 116.65(16) . . ?
C00P C00I C00D 121.05(16) . . ?
C00F C00J H00J 120.1 . . ?
C00F C00J C00M 119.87(16) . . ?
C00M C00J H00J 120.1 . . ?
C009 C00K H00K 120.2 . . ?
C00O C00K C009 119.55(16) . . ?
C00O C00K H00K 120.2 . . ?
C00D C00L H00L 120.1 . . ?
C00S C00L C00D 119.77(17) . . ?
C00S C00L H00L 120.1 . . ?
C00A C00M C00J 120.13(16) . . ?
C00A C00M H00M 119.9 . . ?
C00J C00M H00M 119.9 . . ?
C009 C00N H00N 119.6 . . ?
C00R C00N C009 120.81(16) . . ?
C00R C00N H00N 119.6 . . ?
C00K C00O H00O 119.8 . . ?
C00Q C00O C00K 120.45(17) . . ?
C00Q C00O H00O 119.8 . . ?
C00I C00P H00P 120.9 . . ?
C00T C00P C00I 118.23(18) . . ?
C00T C00P H00P 120.9 . . ?
C00O C00Q H00Q 119.9 . . ?
C00R C00Q C00O 120.21(16) . . ?
C00R C00Q H00Q 119.9 . . ?
C00N C00R H00R 120.2 . . ?
C00Q C00R C00N 119.63(17) . . ?
C00Q C00R H00R 120.2 . . ?
C00L C00S H00S 120.0 . . ?
C00L C00S C00T 119.96(17) . . ?
C00T C00S H00S 120.0 . . ?
C00P C00T C00S 121.67(17) . . ?
C00P C00T H00T 119.2 . . ?
C00S C00T H00T 119.2 . . ?

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
O002 C006 C008 C00E -178.19(14) . . . . ?
O002 C006 C008 C00H 1.52(19) . . . . ?
O002 C006 C00D C00I -178.45(14) . . . . ?
O002 C006 C00D C00L 3.4(2) . . . . ?
O002 C00C C00H C007 -106.77(14) . . . . ?
O002 C00C C00H C008 13.19(15) . . . . ?
O003 C00I C00P C00T -176.41(15) . . . . ?
O005 C00B C00C O002 -15.2(2) . . . . ?
O005 C00B C00C C00H 102.41(17) . . . . ?
C006 O002 C00C C00B 106.55(14) . . . . ?
C006 O002 C00C C00H -13.20(16) . . . . ?
C006 C008 C00E O003 -3.8(2) . . . . ?
C006 C008 C00E O004 175.34(16) . . . . ?
C006 C008 C00H C007 110.98(15) . . . . ?
C006 C008 C00H C00C -9.07(16) . . . . ?
C006 C00D C00I O003 -2.8(2) . . . . ?
C006 C00D C00I C00P 179.66(15) . . . . ?
C006 C00D C00L C00S 179.37(16) . . . . ?
C007 C00F C00J C00M -0.7(2) . . . . ?
C008 C006 C00D C00I 1.7(2) . . . . ?
C008 C006 C00D C00L -176.49(16) . . . . ?
C009 C00B C00C O002 166.79(13) . . . . ?
C009 C00B C00C C00H -75.65(17) . . . . ?
C009 C00K C00O C00Q 0.4(3) . . . . ?
C009 C00N C00R C00Q 0.8(3) . . . . ?
C00B C009 C00K C00O -179.84(15) . . . . ?
C00B C009 C00N C00R 179.18(16) . . . . ?
C00B C00C C00H C007 134.75(13) . . . . ?
C00B C00C C00H C008 -105.28(14) . . . . ?
C00C O002 C006 C008 7.67(18) . . . . ?
C00C O002 C006 C00D -172.22(14) . . . . ?
C00D C006 C008 C00E 1.7(2) . . . . ?
C00D C006 C008 C00H -178.59(14) . . . . ?
C00D C00I C00P C00T 1.3(3) . . . . ?
C00D C00L C00S C00T 0.2(3) . . . . ?
C00E O003 C00I C00D 0.6(2) . . . . ?
C00E O003 C00I C00P 178.24(15) . . . . ?
C00E C008 C00H C007 -69.3(2) . . . . ?
C00E C008 C00H C00C 170.60(16) . . . . ?
C00F C007 C00G Cl01 -178.32(11) . . . . ?
C00F C007 C00G C00A 1.9(2) . . . . ?
C00F C007 C00H C008 -55.91(19) . . . . ?
C00F C007 C00H C00C 55.92(19) . . . . ?
C00F C00J C00M C00A 1.3(2) . . . . ?
C00G C007 C00F C00J -0.9(2) . . . . ?
C00G C007 C00H C008 124.12(16) . . . . ?
C00G C007 C00H C00C -124.05(16) . . . . ?
C00G C00A C00M C00J -0.4(2) . . . . ?
C00H C007 C00F C00J 179.12(14) . . . . ?
C00H C007 C00G Cl01 1.6(2) . . . . ?
C00H C007 C00G C00A -178.17(14) . . . . ?
C00H C008 C00E O003 176.52(14) . . . . ?
C00H C008 C00E O004 -4.3(3) . . . . ?
C00I O003 C00E O004 -176.55(15) . . . . ?
C00I O003 C00E C008 2.7(2) . . . . ?
C00I C00D C00L C00S 1.3(2) . . . . ?
C00I C00P C00T C00S 0.3(3) . . . . ?
C00K C009 C00B O005 178.41(17) . . . . ?
C00K C009 C00B C00C -3.6(2) . . . . ?
C00K C009 C00N C00R -1.4(3) . . . . ?
C00K C00O C00Q C00R -1.0(3) . . . . ?
C00L C00D C00I O003 175.49(14) . . . . ?
C00L C00D C00I C00P -2.0(2) . . . . ?
C00L C00S C00T C00P -1.0(3) . . . . ?
C00M C00A C00G Cl01 178.95(13) . . . . ?
C00M C00A C00G C007 -1.2(2) . . . . ?
C00N C009 C00B O005 -2.2(2) . . . . ?
C00N C009 C00B C00C 175.82(14) . . . . ?
C00N C009 C00K C00O 0.8(2) . . . . ?
C00O C00Q C00R C00N 0.3(3) . . . . ?

_olex2_exptl_crystal_mounting_method yes
_olex2_submission_original_sample_id SD002017
_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 1.226
_oxdiff_exptl_absorpt_empirical_full_min 0.660
####################################################################### 
# 
# 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_ksk_kc_65_auto
_database_code_depnum_ccdc_archive 'CCDC 2366844'
loop_
_audit_author_name
_audit_author_address
'Koushik Sarkar'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-07-01 deposited with the CCDC.	2024-10-17 downloaded from the CCDC.
;
_audit_creation_date             2023-04-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
2-(4-bromobenzoyel)-3-(4-dimethylamio)phenyl)-2,3-dihydro-4H-furo[3,2-c]chromen-4-one
_chemical_formula_moiety         'C26 H20 Br N O4'
_chemical_formula_sum            'C26 H20 Br N O4'
_chemical_formula_weight         490.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O Br'
_chemical_oxdiff_usercomment     100K
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.03990(8)
_cell_length_b                   14.26675(16)
_cell_length_c                   15.1370(2)
_cell_angle_alpha                82.4456(10)
_cell_angle_beta                 83.3581(12)
_cell_angle_gamma                85.9012(11)
_cell_volume                     1069.96(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13185
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      68.2450
_cell_measurement_theta_min      2.9540
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.994
_exptl_absorpt_coefficient_mu    2.905
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_preparation       'crystallisation done in chloroform'
_exptl_crystal_recrystallization_method 'kept in the chloroform solution'
_exptl_crystal_size_max          0.002
_exptl_crystal_size_mid          0.001
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16451
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.182
_diffrn_reflns_theta_min         2.962
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  43.00   0.50    0.20    --   40.33 -38.00  90.00  138
  2  ω    -26.00  57.00   0.50    0.20    --   40.33 -50.00   0.00  166
  3  ω    -35.00  24.00   0.50    0.20    --   40.33 -12.00 -60.00  118
  4  ω    -30.00  31.00   0.50    0.20    --   40.33 -25.00-180.00  122
  5  ω    -35.00  24.00   0.50    0.20    --   40.33 -12.00-150.00  118
  6  ω    -35.00  24.00   0.50    0.20    --   40.33 -12.00-120.00  118
  7  ω     12.00  43.00   0.50    0.20    --   40.33  81.00 122.65   62
  8  ω      9.00  43.00   0.50    0.20    --   40.33  90.00 170.73   68
  9  ω     14.00 109.00   0.50    0.20    --   40.33  77.00  60.00  190
 10  ω     14.00 109.00   0.50    0.20    --   40.33  77.00 150.00  190
 11  ω     14.00 109.00   0.50    0.20    --   40.33  77.00   0.00  190
 12  ω     14.00 109.00   0.50    0.20    --   40.33  77.00 -90.00  190
 13  ω     11.00  43.00   0.50    0.20    --   40.33  85.00 -48.43   64
 14  ω     83.00 164.00   0.50    0.20    --   96.67  33.00-180.00  162
 15  ω     78.00 163.00   0.50    0.20    --   96.67  50.00-150.00  170
 16  ω     78.00 163.00   0.50    0.20    --   96.67  50.00 -30.00  170
 17  ω     75.00 164.00   0.50    0.20    --   96.67  59.00  30.00  178
 18  ω     78.00 163.00   0.50    0.20    --   96.67  50.00  90.00  170
 19  ω     73.00 165.00   0.50    0.20    --   96.67  68.00 120.00  184
 20  ω     74.00 162.00   0.50    0.20    --   96.67 155.00  19.00  176
 21  ω    105.00 170.00   0.50    0.20    --   96.67  96.00 -90.00  130
 22  ω     97.00 163.00   0.50    0.20    --   96.67 121.00-138.00  132
 23  ω     81.00 164.00   0.50    0.20    --   96.67 145.00-180.00  166
 24  ω     99.00 164.00   0.50    0.20    --   96.67 117.00-150.00  130
 25  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00-120.00   54
 26  ω     29.00  68.00   0.50    0.20    --   96.67 -59.00-180.00   78
 27  ω     29.00  83.00   0.50    0.20    --   96.67 -68.00-150.00  108
 28  ω     28.00 105.00   0.50    0.20    --   96.67 -77.00 -30.00  154
 29  ω     29.00  68.00   0.50    0.20    --   96.67 -59.00  30.00   78
 30  ω     29.00  83.00   0.50    0.20    --   96.67 -68.00 150.00  108
 31  ω     27.00 127.00   0.50    0.20    --   96.67 -87.00 120.00  200
 32  ω     31.00 111.00   0.50    0.20    --   96.67-121.00 138.00  160
 33  ω     44.00 127.00   0.50    0.20    --   96.67-145.00  60.00  166
 34  ω     30.00 109.00   0.50    0.20    --   96.67-117.00  60.00  158
 35  ω     49.00 133.00   0.50    0.20    --   96.67-155.00 -18.00  168
 36  ω     30.00 109.00   0.50    0.20    --   96.67-117.00 -30.00  158
 37  ω     44.00 127.00   0.50    0.20    --   96.67-145.00 -60.00  166
 38  ω     22.00 106.00   0.50    0.20    --   96.67 -96.00 -30.00  168
 39  ω     30.00 109.00   0.50    0.20    --   96.67-117.00-150.00  158
 40  ω     49.00 110.00   0.50    0.20    --   40.33-155.00 -18.00  122
 41  ω     31.00  88.00   0.50    0.20    --   40.33-121.00 138.00  114
 42  ω   -110.00 -26.00   0.50    0.20    --  -40.33 -25.00 -60.00  168
 43  ω   -108.00 -17.00   0.50    0.20    --  -40.33 -64.00-150.00  182
 44  ω   -107.00 -21.00   0.50    0.20    --  -40.33 -50.00 -90.00  172
 45  ω   -106.00 -25.00   0.50    0.20    --  -40.33 -38.00-150.00  162
 46  ω   -107.00 -21.00   0.50    0.20    --  -40.33 -50.00   0.00  172
 47  ω   -108.00 -17.00   0.50    0.20    --  -40.33 -64.00 150.00  182
 48  ω   -108.00 -17.00   0.50    0.20    --  -40.33 -64.00  90.00  182
 49  ω   -109.00 -52.00   0.50    0.20    --  -40.33-155.00 -18.00  114
 50  ω   -146.00 -52.00   0.50    0.20    --  -82.50-155.00 -18.00  188
 51  ω   -149.00 -75.00   0.50    0.20    --  -82.50-121.00 138.00  148
 52  ω   -153.00 -78.00   0.50    0.20    --  -82.50 -87.00  30.00  150
 53  ω   -156.00 -58.00   0.50    0.20    --  -82.50 -17.00-120.00  196
 54  ω    -83.00 -14.00   0.50    0.20    --  -82.50  68.00  60.00  138
 55  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00  90.00   64
 56  ω   -107.00 -27.00   0.50    0.20    --  -40.33 155.00  19.00  160
 57  ω    -85.00  -9.00   0.50    0.20    --  -40.33 121.00-138.00  152
 58  ω    -84.00 -15.00   0.50    0.20    --  -82.50 121.00-138.00  138
 59  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00 -90.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0201922000
_diffrn_orient_matrix_UB_12      -0.0255323000
_diffrn_orient_matrix_UB_13      0.1025627000
_diffrn_orient_matrix_UB_21      0.2833392000
_diffrn_orient_matrix_UB_22      0.0338606000
_diffrn_orient_matrix_UB_23      0.0003083000
_diffrn_orient_matrix_UB_31      -0.1196839000
_diffrn_orient_matrix_UB_32      0.1005275000
_diffrn_orient_matrix_UB_33      0.0120087000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          no.
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3682
_reflns_number_total             3872
_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 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.583
_refine_diff_density_min         -0.834
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       0.0026(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         3872
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0394
_refine_ls_restrained_S_all      1.049
_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)+(0.0686P)²+0.5955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1069
_refine_ls_wR_factor_ref         0.1079
_refine_special_details          no
_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 Ternary CH refined with riding coordinates:
 C2(H2), C1(H1)
2.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C27(H27), C18(H18), C6(H6), C28(H28), C31(H31), C16(H16), C15(H15),
 C30(H30), C9(H9), C7(H7), C8(H8)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_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
Br32 Br 0.27893(5) 0.38014(2) 0.15119(2) 0.03802(14) Uani 1 1 d . . . . .
O3 O 1.5846(3) 0.14855(9) -0.15864(9) 0.0166(3) Uani 1 1 d . . . . .
O11 O 1.4280(3) 0.07322(10) -0.39754(10) 0.0194(3) Uani 1 1 d . . . . .
O25 O 1.0952(3) 0.18409(10) -0.40427(10) 0.0213(3) Uani 1 1 d . . . . .
O24 O 1.1745(3) 0.07537(10) -0.05777(11) 0.0259(4) Uani 1 1 d . . . . .
C19 C 1.1822(4) 0.42804(15) -0.25593(15) 0.0211(4) Uani 1 1 d . . . . .
H19 H 1.017420 0.425057 -0.218517 0.025 Uiso 1 1 calc R U . . .
N20 N 1.6115(4) 0.61016(12) -0.38489(14) 0.0269(4) Uani 1 1 d . . . . .
C27 C 0.7521(4) 0.16728(16) 0.03985(14) 0.0211(4) Uani 1 1 d . . . . .
H27 H 0.758589 0.100082 0.045267 0.025 Uiso 1 1 calc R U . . .
C5 C 1.6867(4) 0.03885(13) -0.27007(13) 0.0163(4) Uani 1 1 d . . . . .
C18 C 1.2697(5) 0.51583(15) -0.29341(15) 0.0238(5) Uani 1 1 d . . . . .
H18 H 1.164423 0.571580 -0.281393 0.029 Uiso 1 1 calc R U . . .
C6 C 1.8892(4) -0.01725(14) -0.22855(14) 0.0191(4) Uani 1 1 d . . . . .
H6 H 1.932159 -0.006182 -0.171470 0.023 Uiso 1 1 calc R U . . .
C14 C 1.3282(4) 0.34391(14) -0.27133(13) 0.0166(4) Uani 1 1 d . . . . .
C28 C 0.5524(4) 0.21523(17) 0.08935(14) 0.0254(5) Uani 1 1 d . . . . .
H28 H 0.422502 0.181424 0.129220 0.030 Uiso 1 1 calc R U . . .
C26 C 0.9453(4) 0.21689(14) -0.01828(14) 0.0181(4) Uani 1 1 d . . . . .
C13 C 1.3372(4) 0.16685(13) -0.27666(14) 0.0157(4) Uani 1 1 d . . . . .
C10 C 1.6255(4) 0.02147(14) -0.35410(14) 0.0180(4) Uani 1 1 d . . . . .
C31 C 0.9305(4) 0.31607(15) -0.02727(15) 0.0220(4) Uani 1 1 d . . . . .
H31 H 1.059353 0.350267 -0.067221 0.026 Uiso 1 1 calc R U . . .
C2 C 1.3615(4) 0.21476(13) -0.13666(13) 0.0159(4) Uani 1 1 d . . . . .
H2 H 1.424586 0.269627 -0.111562 0.019 Uiso 1 1 calc R U . . .
C17 C 1.5123(4) 0.52326(14) -0.34897(15) 0.0209(4) Uani 1 1 d . . . . .
C29 C 0.5435(4) 0.31384(17) 0.08011(15) 0.0253(5) Uani 1 1 d . . . . .
C16 C 1.6554(4) 0.43840(15) -0.36596(15) 0.0210(4) Uani 1 1 d . . . . .
H16 H 1.817508 0.440895 -0.404843 0.025 Uiso 1 1 calc R U . . .
C15 C 1.5670(4) 0.35110(14) -0.32763(14) 0.0185(4) Uani 1 1 d . . . . .
H15 H 1.670870 0.295143 -0.339894 0.022 Uiso 1 1 calc R U . . .
C30 C 0.7295(5) 0.36452(16) 0.02161(16) 0.0260(5) Uani 1 1 d . . . . .
H30 H 0.718983 0.431779 0.015174 0.031 Uiso 1 1 calc R U . . .
C9 C 1.7637(5) -0.04972(15) -0.39808(15) 0.0239(5) Uani 1 1 d . . . . .
H9 H 1.721979 -0.061045 -0.455229 0.029 Uiso 1 1 calc R U . . .
C1 C 1.2344(4) 0.24912(13) -0.22626(13) 0.0157(4) Uani 1 1 d . . . . .
H1 H 1.034625 0.251253 -0.215313 0.019 Uiso 1 1 calc R U . . .
C22 C 1.8093(5) 0.61284(16) -0.46278(17) 0.0303(5) Uani 1 1 d . . . . .
H22A H 1.973302 0.576971 -0.446399 0.045 Uiso 1 1 calc R U . . .
H22B H 1.849088 0.678707 -0.484231 0.045 Uiso 1 1 calc R U . . .
H22C H 1.738937 0.584653 -0.510311 0.045 Uiso 1 1 calc R U . . .
C7 C 2.0251(4) -0.08892(15) -0.27198(16) 0.0244(5) Uani 1 1 d . . . . .
H7 H 2.160257 -0.128014 -0.244166 0.029 Uiso 1 1 calc R U . . .
C8 C 1.9642(5) -0.10382(15) -0.35642(16) 0.0267(5) Uani 1 1 d . . . . .
H8 H 2.062261 -0.152152 -0.386068 0.032 Uiso 1 1 calc R U . . .
C21 C 1.4401(5) 0.69552(15) -0.3773(2) 0.0359(6) Uani 1 1 d . . . . .
H21A H 1.287267 0.694151 -0.411534 0.054 Uiso 1 1 calc R U . . .
H21B H 1.541790 0.751080 -0.400986 0.054 Uiso 1 1 calc R U . . .
H21C H 1.375590 0.698976 -0.314099 0.054 Uiso 1 1 calc R U . . .
C12 C 1.2694(4) 0.14623(13) -0.36105(14) 0.0168(4) Uani 1 1 d . . . . .
C4 C 1.5352(4) 0.11714(13) -0.23548(13) 0.0151(4) Uani 1 1 d . . . . .
C23 C 1.1612(4) 0.16131(14) -0.06838(14) 0.0185(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br32 C29 1.894(2) . ?
O3 C2 1.453(2) . ?
O3 C4 1.355(2) . ?
O11 C10 1.374(2) . ?
O11 C12 1.400(2) . ?
O25 C12 1.210(2) . ?
O24 C23 1.213(3) . ?
C19 H19 0.9500 . ?
C19 C18 1.385(3) . ?
C19 C14 1.394(3) . ?
N20 C17 1.390(3) . ?
N20 C22 1.451(3) . ?
N20 C21 1.451(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.380(3) . ?
C27 C26 1.400(3) . ?
C5 C6 1.406(3) . ?
C5 C10 1.400(3) . ?
C5 C4 1.430(3) . ?
C18 H18 0.9500 . ?
C18 C17 1.404(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.385(3) . ?
C14 C15 1.394(3) . ?
C14 C1 1.514(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.393(3) . ?
C26 C31 1.401(3) . ?
C26 C23 1.494(3) . ?
C13 C1 1.512(3) . ?
C13 C12 1.432(3) . ?
C13 C4 1.347(3) . ?
C10 C9 1.389(3) . ?
C31 H31 0.9500 . ?
C31 C30 1.383(3) . ?
C2 H2 1.0000 . ?
C2 C1 1.572(3) . ?
C2 C23 1.526(3) . ?
C17 C16 1.402(3) . ?
C29 C30 1.386(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.384(3) . ?
C15 H15 0.9500 . ?
C30 H30 0.9500 . ?
C9 H9 0.9500 . ?
C9 C8 1.386(3) . ?
C1 H1 1.0000 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C8 1.395(3) . ?
C8 H8 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
C4 O3 C2 105.73(14) . . ?
C10 O11 C12 122.94(16) . . ?
C18 C19 H19 118.9 . . ?
C18 C19 C14 122.2(2) . . ?
C14 C19 H19 118.9 . . ?
C17 N20 C22 118.12(19) . . ?
C17 N20 C21 118.9(2) . . ?
C21 N20 C22 116.0(2) . . ?
C28 C27 H27 119.7 . . ?
C28 C27 C26 120.5(2) . . ?
C26 C27 H27 119.7 . . ?
C6 C5 C4 125.80(19) . . ?
C10 C5 C6 119.71(19) . . ?
C10 C5 C4 114.46(18) . . ?
C19 C18 H18 119.7 . . ?
C19 C18 C17 120.67(19) . . ?
C17 C18 H18 119.7 . . ?
C5 C6 H6 120.4 . . ?
C7 C6 C5 119.1(2) . . ?
C7 C6 H6 120.4 . . ?
C19 C14 C1 121.09(18) . . ?
C15 C14 C19 117.24(18) . . ?
C15 C14 C1 121.64(18) . . ?
C27 C28 H28 120.4 . . ?
C27 C28 C29 119.2(2) . . ?
C29 C28 H28 120.4 . . ?
C27 C26 C31 119.3(2) . . ?
C27 C26 C23 118.27(18) . . ?
C31 C26 C23 122.45(19) . . ?
C12 C13 C1 128.28(17) . . ?
C4 C13 C1 109.77(17) . . ?
C4 C13 C12 121.57(18) . . ?
O11 C10 C5 122.38(18) . . ?
O11 C10 C9 116.44(18) . . ?
C9 C10 C5 121.19(19) . . ?
C26 C31 H31 119.8 . . ?
C30 C31 C26 120.4(2) . . ?
C30 C31 H31 119.8 . . ?
O3 C2 H2 110.6 . . ?
O3 C2 C1 106.65(15) . . ?
O3 C2 C23 107.67(15) . . ?
C1 C2 H2 110.6 . . ?
C23 C2 H2 110.6 . . ?
C23 C2 C1 110.61(16) . . ?
N20 C17 C18 122.3(2) . . ?
N20 C17 C16 120.7(2) . . ?
C16 C17 C18 116.99(19) . . ?
C28 C29 Br32 119.52(17) . . ?
C30 C29 Br32 119.15(18) . . ?
C30 C29 C28 121.3(2) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 C17 121.8(2) . . ?
C15 C16 H16 119.1 . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.11(19) . . ?
C16 C15 H15 119.4 . . ?
C31 C30 C29 119.3(2) . . ?
C31 C30 H30 120.4 . . ?
C29 C30 H30 120.4 . . ?
C10 C9 H9 120.9 . . ?
C8 C9 C10 118.3(2) . . ?
C8 C9 H9 120.9 . . ?
C14 C1 C2 113.03(16) . . ?
C14 C1 H1 110.5 . . ?
C13 C1 C14 113.81(16) . . ?
C13 C1 C2 98.08(15) . . ?
C13 C1 H1 110.5 . . ?
C2 C1 H1 110.5 . . ?
N20 C22 H22A 109.5 . . ?
N20 C22 H22B 109.5 . . ?
N20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.2(2) . . ?
C8 C7 H7 119.9 . . ?
C9 C8 C7 121.5(2) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
N20 C21 H21A 109.5 . . ?
N20 C21 H21B 109.5 . . ?
N20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O11 C12 C13 115.04(17) . . ?
O25 C12 O11 116.70(18) . . ?
O25 C12 C13 128.27(19) . . ?
O3 C4 C5 122.08(18) . . ?
C13 C4 O3 114.45(17) . . ?
C13 C4 C5 123.45(18) . . ?
O24 C23 C26 121.37(19) . . ?
O24 C23 C2 119.95(19) . . ?
C26 C23 C2 118.64(17) . . ?

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
Br32 C29 C30 C31 176.99(16) . . . . ?
O3 C2 C1 C14 -98.20(18) . . . . ?
O3 C2 C1 C13 22.03(18) . . . . ?
O3 C2 C23 O24 -16.5(3) . . . . ?
O3 C2 C23 C26 165.84(16) . . . . ?
O11 C10 C9 C8 -179.80(19) . . . . ?
C19 C18 C17 N20 -177.4(2) . . . . ?
C19 C18 C17 C16 1.5(3) . . . . ?
C19 C14 C15 C16 0.4(3) . . . . ?
C19 C14 C1 C13 155.27(19) . . . . ?
C19 C14 C1 C2 -94.0(2) . . . . ?
N20 C17 C16 C15 176.9(2) . . . . ?
C27 C28 C29 Br32 -177.50(16) . . . . ?
C27 C28 C29 C30 0.7(3) . . . . ?
C27 C26 C31 C30 0.9(3) . . . . ?
C27 C26 C23 O24 -1.8(3) . . . . ?
C27 C26 C23 C2 175.87(18) . . . . ?
C5 C6 C7 C8 1.1(3) . . . . ?
C5 C10 C9 C8 0.3(3) . . . . ?
C18 C19 C14 C15 -0.9(3) . . . . ?
C18 C19 C14 C1 177.2(2) . . . . ?
C18 C17 C16 C15 -2.0(3) . . . . ?
C6 C5 C10 O11 179.28(17) . . . . ?
C6 C5 C10 C9 -0.8(3) . . . . ?
C6 C5 C4 O3 3.6(3) . . . . ?
C6 C5 C4 C13 -177.84(18) . . . . ?
C6 C7 C8 C9 -1.6(3) . . . . ?
C14 C19 C18 C17 -0.1(3) . . . . ?
C28 C27 C26 C31 -1.4(3) . . . . ?
C28 C27 C26 C23 178.38(19) . . . . ?
C28 C29 C30 C31 -1.2(3) . . . . ?
C26 C27 C28 C29 0.6(3) . . . . ?
C26 C31 C30 C29 0.4(3) . . . . ?
C10 O11 C12 O25 -177.22(17) . . . . ?
C10 O11 C12 C13 3.2(2) . . . . ?
C10 C5 C6 C7 0.1(3) . . . . ?
C10 C5 C4 O3 -174.39(16) . . . . ?
C10 C5 C4 C13 4.2(3) . . . . ?
C10 C9 C8 C7 0.9(3) . . . . ?
C31 C26 C23 O24 178.0(2) . . . . ?
C31 C26 C23 C2 -4.3(3) . . . . ?
C2 O3 C4 C5 -169.12(17) . . . . ?
C2 O3 C4 C13 12.2(2) . . . . ?
C17 C16 C15 C14 1.1(3) . . . . ?
C15 C14 C1 C13 -26.7(3) . . . . ?
C15 C14 C1 C2 84.1(2) . . . . ?
C1 C14 C15 C16 -177.71(19) . . . . ?
C1 C13 C12 O11 170.46(17) . . . . ?
C1 C13 C12 O25 -9.1(3) . . . . ?
C1 C13 C4 O3 3.1(2) . . . . ?
C1 C13 C4 C5 -175.52(17) . . . . ?
C1 C2 C23 O24 99.7(2) . . . . ?
C1 C2 C23 C26 -78.0(2) . . . . ?
C22 N20 C17 C18 -160.0(2) . . . . ?
C22 N20 C17 C16 21.1(3) . . . . ?
C21 N20 C17 C18 -10.4(3) . . . . ?
C21 N20 C17 C16 170.7(2) . . . . ?
C12 O11 C10 C5 -1.0(3) . . . . ?
C12 O11 C10 C9 179.06(18) . . . . ?
C12 C13 C1 C14 -68.6(3) . . . . ?
C12 C13 C1 C2 171.75(18) . . . . ?
C12 C13 C4 O3 176.56(16) . . . . ?
C12 C13 C4 C5 -2.1(3) . . . . ?
C4 O3 C2 C1 -21.74(18) . . . . ?
C4 O3 C2 C23 97.01(17) . . . . ?
C4 C5 C6 C7 -177.76(19) . . . . ?
C4 C5 C10 O11 -2.6(3) . . . . ?
C4 C5 C10 C9 177.30(19) . . . . ?
C4 C13 C1 C14 104.24(19) . . . . ?
C4 C13 C1 C2 -15.4(2) . . . . ?
C4 C13 C12 O11 -1.6(3) . . . . ?
C4 C13 C12 O25 178.8(2) . . . . ?
C23 C26 C31 C30 -178.9(2) . . . . ?
C23 C2 C1 C14 144.99(17) . . . . ?
C23 C2 C1 C13 -94.78(18) . . . . ?

_olex2_exptl_crystal_mounting_method yes
_olex2_submission_original_sample_id SD100165
_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 2.130
_oxdiff_exptl_absorpt_empirical_full_min 0.533
