# 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_RL660
_database_code_depnum_ccdc_archive 'CCDC 2471067'
loop_
_audit_author_name
_audit_author_address
'Pratikshya Das Pattanayak'
;NIT Rourkela
India
;
_audit_update_record             
;
2025-07-08 deposited with the CCDC.	2026-06-09 downloaded from the CCDC.
;
_audit_creation_date             2025-07-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_name_systematic        RL660
_chemical_formula_moiety         'C20 H16 O5'
_chemical_formula_sum            'C20 H16 O5'
_chemical_formula_weight         336.347
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
_symmetry_cell_setting           ?
_symmetry_space_group_name_h-m   ?

_symmetry_Int_Tables_number      2
_chemical_absolute_configuration ?
_cell_length_a                   7.5280(4)
_cell_length_b                   8.2537(4)
_cell_length_c                   13.7237(6)
_cell_angle_alpha                98.684(4)
_cell_angle_beta                 97.532(4)
_cell_angle_gamma                100.524(4)
_cell_volume                     817.63(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5529
_cell_measurement_temperature    301
_cell_measurement_theta_max      26.5510
_cell_measurement_theta_min      2.5270
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61508
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear greenish orange'
_diffrn_ambient_temperature      298
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             352.254
_exptl_crystal_size_max          1
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.6
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_Laue_measured_fraction_full 0.9986
_diffrn_reflns_Laue_measured_fraction_max 0.9448
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11437
_diffrn_reflns_point_group_measured_fraction_full 0.9986
_diffrn_reflns_point_group_measured_fraction_max 0.9448
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         27.07
_diffrn_reflns_theta_min         1.52
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.9986
_diffrn_measured_fraction_theta_max 0.9448
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -13.00  96.00   0.50   24.73    --   10.00  82.00 -60.00  218
  2  ω    -12.00  13.00   0.50   24.73    --   10.00  82.00 -30.00   50
  3  ω    -73.00   0.00   0.50   24.73    --   10.00 -57.00-150.00  146
  4  ω    -47.00 -21.00   0.50   24.73    --   10.00 -82.00  60.00   52
  5  ω    -70.00 -40.00   0.50   24.73    --   10.00 -77.00 -30.00   60
  6  ω    -13.00  17.00   0.50   24.73    --   10.00  57.00-180.00   60
  7  ω     24.00  99.00   0.50   24.73    --   10.00  57.00-180.00  150
  8  ω    -17.00  99.00   0.50   24.73    --   10.00  57.00  60.00  232
  9  ω    -11.00  85.00   0.50   24.73    --   10.00  82.00-120.00  192
 10  ω    -12.00  13.00   0.50   24.73    --   10.00 -82.00  60.00   50
 11  ω    -15.00  14.00   0.50   24.73    --   10.00  82.00-180.00   58
 12  ω    -37.00   2.00   0.50   24.73    --  -10.20 -82.00  60.00   78
 13  ω    -13.00  12.00   0.50   24.73    --  -10.20 -82.00 -30.00   50
 14  ω    -25.00   0.00   0.50   24.73    --  -10.20 -82.00 -60.00   50
 15  ω    -91.00 -37.00   0.50   24.73    --  -10.20 -82.00 -60.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_probe          ?
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              10
_reflns_limit_k_min              -10
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                2219
_reflns_number_total             3404
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.3034
_refine_diff_density_min         -0.3417
_refine_diff_density_rms         0.0655
_refine_ls_d_res_high            0.7808
_refine_ls_d_res_low             13.3844
_refine_ls_goodness_of_fit_ref   1.0717
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    27
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3404
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0533
_refine_ls_restrained_S_all      1.0717
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1116P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1713
_refine_ls_wR_factor_ref         0.1945
_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 Secondary CH2 refined with riding coordinates:
 C00J(H00b,H00c)
2.b Aromatic/amide H refined with riding coordinates:
 C007(H007), C00A(H00A), C00G(H00G), C00H(H00H), C00K(H00K), C00L(H00L),
 C00M(H00M), C00O(H00O)
2.c Idealised Me refined as rotating group:
 C00N(H00d,H00e,H00f), C00P(H00i,H00j,H00n)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
O001 O 0.5441(2) 0.11966(18) 0.23866(9) 0.0543(4) Uani 1.000000 .
O002 O 0.1398(2) 0.12195(19) -0.05800(10) 0.0670(5) Uani 1.000000 .
O003 O 0.0569(2) 0.2517(2) 0.65927(9) 0.0672(5) Uani 1.000000 .
O004 O 0.4013(3) 0.61554(19) 0.25410(10) 0.0704(5) Uani 1.000000 .
C005 C 0.3450(3) 0.2884(2) 0.29744(12) 0.0394(5) Uani 1.000000 .
C006 C 0.4705(2) 0.1866(2) 0.31741(12) 0.0402(5) Uani 1.000000 .
C007 C 0.2678(3) 0.3595(2) 0.37558(12) 0.0432(5) Uani 1.000000 .
H007 H 0.1844(3) 0.4271(2) 0.36255(12) 0.0519(6) Uiso 1.000000 R
O008 O -0.0622(2) 0.2133(3) 0.50160(12) 0.1088(8) Uani 1.000000 .
C009 C 0.3113(3) 0.3328(2) 0.47223(12) 0.0417(5) Uani 1.000000 .
C00A C 0.5181(3) 0.1635(2) 0.41431(13) 0.0448(5) Uani 1.000000 .
H00A H 0.6037(3) 0.0986(2) 0.42843(13) 0.0537(6) Uiso 1.000000 R
C00B C 0.2305(2) 0.4137(3) -0.00161(13) 0.0423(5) Uani 1.000000 .
C00C C 0.2996(2) 0.3247(2) 0.19464(12) 0.0392(5) Uani 1.000000 .
C00D C 0.3354(3) 0.5032(3) 0.18276(13) 0.0438(5) Uani 1.000000 .
C00E C 0.1961(3) 0.2373(3) 0.01231(13) 0.0464(5) Uani 1.000000 .
C00F C 0.2951(3) 0.5427(2) 0.08098(13) 0.0418(5) Uani 1.000000 .
C00G C 0.4392(3) 0.2362(2) 0.49009(13) 0.0449(5) Uani 1.000000 .
H00G H 0.4731(3) 0.2197(2) 0.55492(13) 0.0538(6) Uiso 1.000000 R
C00H C 0.2330(3) 0.2044(3) 0.11448(13) 0.0469(5) Uani 1.000000 .
H00H H 0.2088(3) 0.0938(3) 0.12400(13) 0.0562(6) Uiso 1.000000 R
C00I C 0.0571(3) 0.2797(3) 0.56797(14) 0.0504(6) Uani 1.000000 .
C00J C 0.2225(3) 0.4030(3) 0.55650(13) 0.0501(5) Uani 1.000000 .
H00b H 0.3096(3) 0.4296(3) 0.61817(13) 0.0602(7) Uiso 1.000000 R
H00c H 0.1867(3) 0.5057(3) 0.54333(13) 0.0602(7) Uiso 1.000000 R
C00K C 0.1997(3) 0.4526(3) -0.09709(14) 0.0550(6) Uani 1.000000 .
H00K H 0.1591(3) 0.3671(3) -0.15236(14) 0.0661(7) Uiso 1.000000 R
C00L C 0.3243(3) 0.7082(3) 0.06677(14) 0.0556(6) Uani 1.000000 .
H00L H 0.3666(3) 0.7948(3) 0.12131(14) 0.0667(7) Uiso 1.000000 R
C00M C 0.2291(3) 0.6161(3) -0.10946(16) 0.0645(7) Uani 1.000000 .
H00M H 0.2075(3) 0.6416(3) -0.17314(16) 0.0774(8) Uiso 1.000000 R
C00N C 0.6885(3) 0.0350(3) 0.26131(16) 0.0673(7) Uani 1.000000 .
H00d H 0.7341(16) -0.0006(19) 0.2012(3) 0.1010(11) Uiso 1.000000 GR
H00e H 0.7856(10) 0.1095(7) 0.3084(9) 0.1010(11) Uiso 1.000000 GR
H00f H 0.6434(6) -0.0609(11) 0.2896(11) 0.1010(11) Uiso 1.000000 GR
C00O C 0.2908(4) 0.7441(3) -0.02752(17) 0.0665(7) Uani 1.000000 .
H00O H 0.3096(4) 0.8551(3) -0.03651(17) 0.0798(8) Uiso 1.000000 R
C00P C -0.0974(4) 0.1302(4) 0.67397(17) 0.0792(8) Uani 1.000000 .
H00i H -0.2071(5) 0.1733(10) 0.6633(13) 0.1188(12) Uiso 1.000000 GR
H00j H -0.1096(15) 0.0279(8) 0.6274(9) 0.1188(12) Uiso 1.000000 GR
H00n H -0.0778(12) 0.1086(17) 0.7409(5) 0.1188(12) Uiso 1.000000 GR


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 1.367(2) . ?
O001 C00N 1.422(2) . ?
O002 C00E 1.219(2) . ?
O003 C00I 1.308(2) . ?
O003 C00P 1.447(3) . ?
O004 C00D 1.223(2) . ?
C005 C006 1.402(2) . ?
C005 C007 1.390(2) . ?
C005 C00C 1.495(2) . ?
C006 C00A 1.382(2) . ?
C007 H007 0.9300 . ?
C007 C009 1.384(2) . ?
O008 C00I 1.180(2) . ?
C009 C00G 1.379(3) . ?
C009 C00J 1.504(2) . ?
C00A H00A 0.9300 . ?
C00A C00G 1.378(2) . ?
C00B C00E 1.477(3) . ?
C00B C00F 1.399(3) . ?
C00B C00K 1.396(2) . ?
C00C C00D 1.486(3) . ?
C00C C00H 1.339(3) . ?
C00D C00F 1.487(2) . ?
C00E C00H 1.469(2) . ?
C00F C00L 1.391(3) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00I C00J 1.499(3) . ?
C00J H00b 0.9700 . ?
C00J H00c 0.9700 . ?
C00K H00K 0.9300 . ?
C00K C00M 1.367(3) . ?
C00L H00L 0.9300 . ?
C00L C00O 1.372(3) . ?
C00M H00M 0.9300 . ?
C00M C00O 1.386(3) . ?
C00N H00d 0.9600 . ?
C00N H00e 0.9600 . ?
C00N H00f 0.9600 . ?
C00O H00O 0.9300 . ?
C00P H00i 0.9600 . ?
C00P H00j 0.9600 . ?
C00P H00n 0.9600 . ?

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
C00N O001 C006 116.79(14) . . ?
C00P O003 C00I 115.81(17) . . ?
C007 C005 C006 118.84(14) . . ?
C00C C005 C006 120.70(16) . . ?
C00C C005 C007 120.43(15) . . ?
C005 C006 O001 117.05(14) . . ?
C00A C006 O001 123.55(15) . . ?
C00A C006 C005 119.37(16) . . ?
H007 C007 C005 119.03(9) . . ?
C009 C007 C005 121.93(16) . . ?
C009 C007 H007 119.03(11) . . ?
C00G C009 C007 117.88(17) . . ?
C00J C009 C007 122.39(16) . . ?
C00J C009 C00G 119.72(15) . . ?
H00A C00A C006 119.86(11) . . ?
C00G C00A C006 120.28(16) . . ?
C00G C00A H00A 119.86(10) . . ?
C00F C00B C00E 120.07(15) . . ?
C00K C00B C00E 120.29(18) . . ?
C00K C00B C00F 119.64(19) . . ?
C00D C00C C005 117.34(16) . . ?
C00H C00C C005 122.89(17) . . ?
C00H C00C C00D 119.76(15) . . ?
C00C C00D O004 121.22(16) . . ?
C00F C00D O004 120.28(18) . . ?
C00F C00D C00C 118.46(17) . . ?
C00B C00E O002 121.74(16) . . ?
C00H C00E O002 120.53(19) . . ?
C00H C00E C00B 117.73(18) . . ?
C00D C00F C00B 120.32(17) . . ?
C00L C00F C00B 119.37(16) . . ?
C00L C00F C00D 120.30(18) . . ?
C00A C00G C009 121.65(15) . . ?
H00G C00G C009 119.18(10) . . ?
H00G C00G C00A 119.18(10) . . ?
C00E C00H C00C 123.61(19) . . ?
H00H C00H C00C 118.20(11) . . ?
H00H C00H C00E 118.20(12) . . ?
O008 C00I O003 122.7(2) . . ?
C00J C00I O003 113.55(17) . . ?
C00J C00I O008 123.79(18) . . ?
C00I C00J C009 110.74(17) . . ?
H00b C00J C009 109.50(10) . . ?
H00b C00J C00I 109.50(10) . . ?
H00c C00J C009 109.50(10) . . ?
H00c C00J C00I 109.50(11) . . ?
H00c C00J H00b 108.1 . . ?
H00K C00K C00B 119.96(13) . . ?
C00M C00K C00B 120.1(2) . . ?
C00M C00K H00K 119.96(12) . . ?
H00L C00L C00F 119.92(11) . . ?
C00O C00L C00F 120.2(2) . . ?
C00O C00L H00L 119.92(14) . . ?
H00M C00M C00K 119.85(12) . . ?
C00O C00M C00K 120.31(18) . . ?
C00O C00M H00M 119.85(12) . . ?
H00d C00N O001 109.5 . . ?
H00e C00N O001 109.5 . . ?
H00e C00N H00d 109.5 . . ?
H00f C00N O001 109.5 . . ?
H00f C00N H00d 109.5 . . ?
H00f C00N H00e 109.5 . . ?
C00M C00O C00L 120.4(2) . . ?
H00O C00O C00L 119.78(14) . . ?
H00O C00O C00M 119.78(12) . . ?
H00i C00P O003 109.5 . . ?
H00j C00P O003 109.5 . . ?
H00j C00P H00i 109.5 . . ?
H00n C00P O003 109.5 . . ?
H00n C00P H00i 109.5 . . ?
H00n C00P H00j 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
O001 C006 C005 C007 -179.70(18) . . . . ?
O001 C006 C005 C00C -1.7(2) . . . . ?
O001 C006 C00A C00G 179.44(19) . . . . ?
O002 C00E C00B C00F -180.0(2) . . . . ?
O002 C00E C00B C00K -0.3(2) . . . . ?
O002 C00E C00H C00C 178.1(2) . . . . ?
O003 C00I C00J C009 128.55(17) . . . . ?
O004 C00D C00C C005 0.8(2) . . . . ?
O004 C00D C00C C00H -177.8(2) . . . . ?
O004 C00D C00F C00B 175.99(19) . . . . ?
O004 C00D C00F C00L -2.9(2) . . . . ?
C005 C006 C00A C00G 1.7(2) . . . . ?
C005 C007 C009 C00G 1.8(2) . . . . ?
C005 C007 C009 C00J -177.29(19) . . . . ?
C005 C00C C00D C00F 178.76(15) . . . . ?
C005 C00C C00H C00E -176.92(18) . . . . ?
C006 C00A C00G C009 0.2(2) . . . . ?
C007 C009 C00G C00A -2.0(2) . . . . ?
C007 C009 C00J C00I 92.2(2) . . . . ?
O008 C00I C00J C009 -51.4(2) . . . . ?
C00B C00E C00H C00C -1.5(2) . . . . ?
C00B C00F C00D C00C -2.0(2) . . . . ?
C00B C00F C00L C00O -0.3(2) . . . . ?
C00B C00K C00M C00O 0.5(2) . . . . ?
C00C C00D C00F C00L 179.11(17) . . . . ?
C00D C00F C00L C00O 178.56(19) . . . . ?
C00F C00L C00O C00M -0.5(2) . . . . ?
C00K C00M C00O C00L 0.5(3) . . . . ?


_olex2_submission_original_sample_id RL660
_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
;

