# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_8jund_o_0m
_database_code_depnum_ccdc_archive 'CCDC 2331081'
loop_
_audit_author_name
_audit_author_address
'Manoj Kumar'
;IIT KANPUR
India
;
_audit_update_record             
;
2024-02-05 deposited with the CCDC.	2026-03-19 downloaded from the CCDC.
;
_audit_creation_date             2024-02-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
4'',7''-dihydrodispiro[cyclohexane-1,1'-isobenzofuran-3',2''-[1,3]dioxepine]-2,5-dien-4-one
_chemical_formula_moiety         '0.148(C17 H14 O4)'
_chemical_formula_sum            'C2.52 H2.07 O0.59'
_chemical_formula_weight         41.82
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'
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                   10.9280(3)
_cell_length_b                   9.1501(2)
_cell_length_c                   13.8574(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.7820(10)
_cell_angle_gamma                90
_cell_volume                     1345.74(6)
_cell_formula_units_Z            27
_cell_measurement_reflns_used    9974
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      28.38
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6796
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0995 before and 0.0465 after correction.
The Ratio of minimum to maximum transmission is 0.9114.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             592
_exptl_crystal_preparation       acetone
_exptl_crystal_recrystallization_method 'acetone slow evaporation'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29632
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.396
_diffrn_reflns_theta_min         2.692
_diffrn_ambient_temperature      296.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_special_details          ..
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2898
_reflns_number_total             3351
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.396
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3351
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0391
_refine_ls_restrained_S_all      1.052
_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)+(0.0446P)²+0.6295P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.0995
_refine_special_details          ..
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00H(H00C,H00H), C00L(H00J,H00L)
2.b Aromatic/amide H refined with riding coordinates:
 C007(H007), C009(H009), C00A(H00A), C00B(H00B), C00D(H00D), C00E(H00E),
 C00F(H00F), C00G(H00G), C00I(H00I), C00K(H00K)
;
_atom_sites_solution_hydrogens   geom
_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
O001 O 0.57825(8) 0.47646(9) 0.30752(6) 0.01791(19) Uani 1 1 d . . . . .
O002 O 0.56063(7) 0.24302(9) 0.24105(6) 0.01723(18) Uani 1 1 d . . . . .
O003 O 0.39488(7) 0.36243(10) 0.28552(6) 0.0200(2) Uani 1 1 d . . . . .
O004 O -0.02145(8) 0.33457(13) 0.41402(7) 0.0322(2) Uani 1 1 d . . . . .
C005 C 0.44589(10) 0.25650(12) 0.44327(8) 0.0144(2) Uani 1 1 d . . . . .
C006 C 0.52696(10) 0.33626(12) 0.30946(8) 0.0148(2) Uani 1 1 d . . . . .
C007 C 0.66800(10) 0.20812(12) 0.46751(8) 0.0163(2) Uani 1 1 d . . . . .
H007 H 0.741652 0.211172 0.445050 0.020 Uiso 1 1 calc R U . . .
C008 C 0.55506(10) 0.26311(12) 0.40982(8) 0.0139(2) Uani 1 1 d . . . . .
C009 C 0.44418(11) 0.19829(13) 0.53538(8) 0.0172(2) Uani 1 1 d . . . . .
H009 H 0.370324 0.195712 0.557582 0.021 Uiso 1 1 calc R U . . .
C00A C 0.23883(10) 0.20577(13) 0.32595(8) 0.0162(2) Uani 1 1 d . . . . .
H00A H 0.259910 0.128116 0.289728 0.019 Uiso 1 1 calc R U . . .
C00B C 0.55658(11) 0.14398(13) 0.59332(8) 0.0189(2) Uani 1 1 d . . . . .
H00B H 0.558151 0.104058 0.655325 0.023 Uiso 1 1 calc R U . . .
C00C C 0.33705(10) 0.31970(12) 0.36493(8) 0.0143(2) Uani 1 1 d . . . . .
C00D C 0.66704(11) 0.14855(13) 0.55970(9) 0.0184(2) Uani 1 1 d . . . . .
H00D H 0.741210 0.111217 0.599501 0.022 Uiso 1 1 calc R U . . .
C00E C 0.12290(11) 0.21076(13) 0.34083(8) 0.0188(2) Uani 1 1 d . . . . .
H00E H 0.066726 0.135338 0.317124 0.023 Uiso 1 1 calc R U . . .
C00F C 0.28586(11) 0.45244(13) 0.40524(9) 0.0185(2) Uani 1 1 d . . . . .
H00F H 0.336616 0.534984 0.419480 0.022 Uiso 1 1 calc R U . . .
C00G C 0.72474(11) 0.46615(14) 0.19928(10) 0.0230(3) Uani 1 1 d . . . . .
H00G H 0.793964 0.511509 0.184068 0.028 Uiso 1 1 calc R U . . .
C00H C 0.70838(11) 0.48204(14) 0.30314(9) 0.0205(2) Uani 1 1 d . . . . .
H00C H 0.754215 0.404477 0.344069 0.025 Uiso 1 1 calc R U . . .
H00H H 0.744301 0.574495 0.330298 0.025 Uiso 1 1 calc R U . . .
C00I C 0.64785(11) 0.39228(15) 0.12772(9) 0.0225(3) Uani 1 1 d . . . . .
H00I H 0.661744 0.397936 0.064172 0.027 Uiso 1 1 calc R U . . .
C00J C 0.08229(11) 0.33365(14) 0.39417(8) 0.0199(2) Uani 1 1 d . . . . .
C00K C 0.17064(11) 0.45676(14) 0.42145(9) 0.0213(3) Uani 1 1 d . . . . .
H00K H 0.145353 0.539375 0.450657 0.026 Uiso 1 1 calc R U . . .
C00L C 0.54010(11) 0.30024(15) 0.14158(8) 0.0211(3) Uani 1 1 d . . . . .
H00J H 0.463765 0.358539 0.127088 0.025 Uiso 1 1 calc R U . . .
H00L H 0.528046 0.219605 0.094815 0.025 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
O001 C006 1.4027(14) . ?
O001 C00H 1.4387(14) . ?
O002 C006 1.3886(13) . ?
O002 C00L 1.4412(14) . ?
O003 C006 1.4222(13) . ?
O003 C00C 1.4473(13) . ?
O004 C00J 1.2287(14) . ?
C005 C008 1.3803(15) . ?
C005 C009 1.3873(16) . ?
C005 C00C 1.5207(15) . ?
C006 C008 1.5077(15) . ?
C007 H007 0.9300 . ?
C007 C008 1.3947(15) . ?
C007 C00D 1.3912(16) . ?
C009 H009 0.9300 . ?
C009 C00B 1.3894(16) . ?
C00A H00A 0.9300 . ?
C00A C00C 1.5015(16) . ?
C00A C00E 1.3319(16) . ?
C00B H00B 0.9300 . ?
C00B C00D 1.3943(17) . ?
C00C C00F 1.4996(16) . ?
C00D H00D 0.9300 . ?
C00E H00E 0.9300 . ?
C00E C00J 1.4710(18) . ?
C00F H00F 0.9300 . ?
C00F C00K 1.3312(17) . ?
C00G H00G 0.9300 . ?
C00G C00H 1.4990(17) . ?
C00G C00I 1.3226(18) . ?
C00H H00C 0.9700 . ?
C00H H00H 0.9700 . ?
C00I H00I 0.9300 . ?
C00I C00L 1.4968(17) . ?
C00J C00K 1.4731(18) . ?
C00K H00K 0.9300 . ?
C00L H00J 0.9700 . ?
C00L H00L 0.9700 . ?

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 O001 C00H 115.89(9) . . ?
C006 O002 C00L 115.06(9) . . ?
C006 O003 C00C 112.32(8) . . ?
C008 C005 C009 121.87(10) . . ?
C008 C005 C00C 109.58(9) . . ?
C009 C005 C00C 128.54(10) . . ?
O001 C006 O003 103.27(9) . . ?
O001 C006 C008 115.42(9) . . ?
O002 C006 O001 112.13(9) . . ?
O002 C006 O003 111.31(9) . . ?
O002 C006 C008 109.16(9) . . ?
O003 C006 C008 105.21(8) . . ?
C008 C007 H007 121.0 . . ?
C00D C007 H007 121.0 . . ?
C00D C007 C008 117.93(10) . . ?
C005 C008 C006 109.08(9) . . ?
C005 C008 C007 120.62(10) . . ?
C007 C008 C006 130.30(10) . . ?
C005 C009 H009 121.1 . . ?
C005 C009 C00B 117.72(11) . . ?
C00B C009 H009 121.1 . . ?
C00C C00A H00A 118.5 . . ?
C00E C00A H00A 118.5 . . ?
C00E C00A C00C 123.04(11) . . ?
C009 C00B H00B 119.6 . . ?
C009 C00B C00D 120.84(11) . . ?
C00D C00B H00B 119.6 . . ?
O003 C00C C005 103.69(8) . . ?
O003 C00C C00A 108.55(9) . . ?
O003 C00C C00F 109.49(9) . . ?
C00A C00C C005 111.31(9) . . ?
C00F C00C C005 109.86(9) . . ?
C00F C00C C00A 113.47(9) . . ?
C007 C00D C00B 121.01(11) . . ?
C007 C00D H00D 119.5 . . ?
C00B C00D H00D 119.5 . . ?
C00A C00E H00E 119.5 . . ?
C00A C00E C00J 121.06(11) . . ?
C00J C00E H00E 119.5 . . ?
C00C C00F H00F 118.7 . . ?
C00K C00F C00C 122.59(11) . . ?
C00K C00F H00F 118.7 . . ?
C00H C00G H00G 117.6 . . ?
C00I C00G H00G 117.6 . . ?
C00I C00G C00H 124.73(11) . . ?
O001 C00H C00G 112.47(9) . . ?
O001 C00H H00C 109.1 . . ?
O001 C00H H00H 109.1 . . ?
C00G C00H H00C 109.1 . . ?
C00G C00H H00H 109.1 . . ?
H00C C00H H00H 107.8 . . ?
C00G C00I H00I 117.6 . . ?
C00G C00I C00L 124.75(11) . . ?
C00L C00I H00I 117.6 . . ?
O004 C00J C00E 121.51(12) . . ?
O004 C00J C00K 121.37(12) . . ?
C00E C00J C00K 117.12(10) . . ?
C00F C00K C00J 121.49(11) . . ?
C00F C00K H00K 119.3 . . ?
C00J C00K H00K 119.3 . . ?
O002 C00L C00I 112.28(9) . . ?
O002 C00L H00J 109.1 . . ?
O002 C00L H00L 109.1 . . ?
C00I C00L H00J 109.1 . . ?
C00I C00L H00L 109.1 . . ?
H00J C00L H00L 107.9 . . ?

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
O001 C006 C008 C005 109.68(11) . . . . ?
O001 C006 C008 C007 -69.63(15) . . . . ?
O002 C006 C008 C005 -122.97(10) . . . . ?
O002 C006 C008 C007 57.72(15) . . . . ?
O003 C006 C008 C005 -3.43(12) . . . . ?
O003 C006 C008 C007 177.26(11) . . . . ?
O003 C00C C00F C00K 133.07(12) . . . . ?
O004 C00J C00K C00F 176.03(12) . . . . ?
C005 C009 C00B C00D 0.18(17) . . . . ?
C005 C00C C00F C00K -113.68(12) . . . . ?
C006 O001 C00H C00G 83.26(12) . . . . ?
C006 O002 C00L C00I 84.92(12) . . . . ?
C006 O003 C00C C005 -2.05(12) . . . . ?
C006 O003 C00C C00A -120.49(10) . . . . ?
C006 O003 C00C C00F 115.15(10) . . . . ?
C008 C005 C009 C00B -0.97(17) . . . . ?
C008 C005 C00C O003 -0.23(12) . . . . ?
C008 C005 C00C C00A 116.29(10) . . . . ?
C008 C005 C00C C00F -117.17(10) . . . . ?
C008 C007 C00D C00B 0.01(17) . . . . ?
C009 C005 C008 C006 -178.10(10) . . . . ?
C009 C005 C008 C007 1.29(17) . . . . ?
C009 C005 C00C O003 -179.84(11) . . . . ?
C009 C005 C00C C00A -63.32(15) . . . . ?
C009 C005 C00C C00F 63.21(15) . . . . ?
C009 C00B C00D C007 0.29(18) . . . . ?
C00A C00C C00F C00K 11.63(16) . . . . ?
C00A C00E C00J O004 -175.10(11) . . . . ?
C00A C00E C00J C00K 5.81(16) . . . . ?
C00C O003 C006 O001 -118.05(9) . . . . ?
C00C O003 C006 O002 121.46(10) . . . . ?
C00C O003 C006 C008 3.36(12) . . . . ?
C00C C005 C008 C006 2.26(12) . . . . ?
C00C C005 C008 C007 -178.35(10) . . . . ?
C00C C005 C009 C00B 178.61(11) . . . . ?
C00C C00A C00E C00J 2.39(17) . . . . ?
C00C C00F C00K C00J -4.24(18) . . . . ?
C00D C007 C008 C005 -0.78(16) . . . . ?
C00D C007 C008 C006 178.46(11) . . . . ?
C00E C00A C00C O003 -132.68(11) . . . . ?
C00E C00A C00C C005 113.82(12) . . . . ?
C00E C00A C00C C00F -10.72(16) . . . . ?
C00E C00J C00K C00F -4.88(17) . . . . ?
C00G C00I C00L O002 -27.58(18) . . . . ?
C00H O001 C006 O002 -44.26(12) . . . . ?
C00H O001 C006 O003 -164.19(8) . . . . ?
C00H O001 C006 C008 81.58(12) . . . . ?
C00H C00G C00I C00L -6.6(2) . . . . ?
C00I C00G C00H O001 -29.34(18) . . . . ?
C00L O002 C006 O001 -50.10(12) . . . . ?
C00L O002 C006 O003 65.02(12) . . . . ?
C00L O002 C006 C008 -179.28(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
