# Electronic Supplementary Material (ESI) 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_ss02_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2334589'
loop_
_audit_author_name
_audit_author_address
'Pragya Sharma'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2024-02-22 deposited with the CCDC.	2024-06-16 downloaded from the CCDC.
;
_audit_creation_date             2023-10-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_chemical_formula_moiety         'C24 H18 O5'
_chemical_formula_sum            'C24 H18 O5'
_chemical_formula_weight         386.407
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 0.00347 0.00161 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_Int_Tables_number      2
_cell_length_a                   8.3038(18)
_cell_length_b                   11.289(3)
_cell_length_c                   11.546(3)
_cell_angle_alpha                63.736(10)
_cell_angle_beta                 87.201(10)
_cell_angle_gamma                78.910(9)
_cell_volume                     951.6(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4477
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.24
_cell_measurement_theta_min      2.50
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5580
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1289 before and 0.0816 after correction.
The Ratio of minimum to maximum transmission is 0.7483.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_description       block
_exptl_crystal_F_000             404.281
_exptl_crystal_size_max          0.014
_exptl_crystal_size_mid          0.013
_exptl_crystal_size_min          0.012
_diffrn_reflns_av_R_equivalents  0.0887
_diffrn_reflns_av_unetI/netI     0.0686
_diffrn_reflns_Laue_measured_fraction_full 0.9968
_diffrn_reflns_Laue_measured_fraction_max 0.9932
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            27980
_diffrn_reflns_point_group_measured_fraction_full 0.9968
_diffrn_reflns_point_group_measured_fraction_max 0.9932
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         2.12
_diffrn_ambient_temperature      298.00
_diffrn_measured_fraction_theta_full 0.9968
_diffrn_measured_fraction_theta_max 0.9932
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -10
_reflns_limit_k_max              15
_reflns_limit_k_min              -13
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                2600
_reflns_number_total             4688
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_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  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.3995
_refine_diff_density_min         -0.2914
_refine_diff_density_rms         0.0722
_refine_ls_d_res_high            0.7495
_refine_ls_d_res_low             9.5900
_refine_ls_goodness_of_fit_ref   1.0375
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    32
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4688
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1154
_refine_ls_R_factor_gt           0.0625
_refine_ls_restrained_S_all      1.0375
_refine_ls_shift/su_max          -0.0008
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0919P)²+0.0783P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1581
_refine_ls_wR_factor_ref         0.1984
_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:
 C12(H12)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C13(H13), C15(H15), C18(H18), C19(H19),
 C20(H20), C21(H21), C22(H22)
2.c Idealised Me refined as rotating group:
 C23(H23a,H23b,H23c), C24(H24a,H24b,H24c)
;
_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
O1 O 0.21971(18) 0.48922(15) 0.44903(15) 0.0571(4) Uani 1.000000 .
O2 O 0.59724(17) 0.63832(14) 0.22114(14) 0.0513(4) Uani 1.000000 .
O3 O 0.3549(2) 0.28050(17) 0.52157(17) 0.0660(5) Uani 1.000000 .
O4 O 1.14493(19) 0.60607(17) 0.08133(18) 0.0707(5) Uani 1.000000 .
O5 O 0.95145(18) 0.21065(15) 0.36564(16) 0.0597(4) Uani 1.000000 .
C1 C 0.3356(2) 0.6770(2) 0.2981(2) 0.0480(5) Uani 1.000000 .
C2 C 0.2064(3) 0.6250(2) 0.3734(2) 0.0514(5) Uani 1.000000 .
C3 C 0.0615(3) 0.7082(3) 0.3745(3) 0.0643(7) Uani 1.000000 .
H3 H -0.0240(3) 0.6722(3) 0.4244(3) 0.0772(8) Uiso 1.000000 R
C4 C 0.0452(3) 0.8437(3) 0.3018(3) 0.0738(8) Uani 1.000000 .
H4 H -0.0524(3) 0.9002(3) 0.3017(3) 0.0885(9) Uiso 1.000000 R
C5 C 0.1731(3) 0.8983(3) 0.2275(3) 0.0758(8) Uani 1.000000 .
H5 H 0.1614(3) 0.9910(3) 0.1792(3) 0.0909(9) Uiso 1.000000 R
C6 C 0.3165(3) 0.8154(2) 0.2256(3) 0.0621(6) Uani 1.000000 .
H6 H 0.4014(3) 0.8521(2) 0.1754(3) 0.0745(8) Uiso 1.000000 R
C7 C 0.4785(2) 0.5815(2) 0.2994(2) 0.0449(5) Uani 1.000000 .
C8 C 0.4905(2) 0.4475(2) 0.36968(19) 0.0439(5) Uani 1.000000 .
C9 C 0.3564(3) 0.3971(2) 0.4514(2) 0.0503(5) Uani 1.000000 .
C10 C 0.7472(2) 0.5548(2) 0.22533(19) 0.0452(5) Uani 1.000000 .
C11 C 0.7707(2) 0.4176(2) 0.29448(19) 0.0437(5) Uani 1.000000 .
C12 C 0.6322(2) 0.3455(2) 0.3626(2) 0.0443(5) Uani 1.000000 .
H12 H 0.6708(2) 0.2795(2) 0.4506(2) 0.0531(6) Uiso 1.000000 R
C13 C 0.8658(3) 0.6250(2) 0.1525(2) 0.0506(5) Uani 1.000000 .
H13 H 0.8435(3) 0.7183(2) 0.1067(2) 0.0607(6) Uiso 1.000000 R
C14 C 1.0175(2) 0.5508(2) 0.1507(2) 0.0534(6) Uani 1.000000 .
C15 C 1.0516(3) 0.4127(2) 0.2225(2) 0.0553(6) Uani 1.000000 .
H15 H 1.1559(3) 0.3642(2) 0.2233(2) 0.0664(7) Uiso 1.000000 R
C16 C 0.9294(2) 0.3464(2) 0.2937(2) 0.0486(5) Uani 1.000000 .
C17 C 0.5772(2) 0.27212(19) 0.2917(2) 0.0429(5) Uani 1.000000 .
C18 C 0.5971(3) 0.1339(2) 0.3478(3) 0.0622(6) Uani 1.000000 .
H18 H 0.6433(3) 0.0837(2) 0.4312(3) 0.0747(8) Uiso 1.000000 R
C19 C 0.5494(3) 0.0687(3) 0.2817(3) 0.0738(8) Uani 1.000000 .
H19 H 0.5647(3) -0.0247(3) 0.3203(3) 0.0885(9) Uiso 1.000000 R
C20 C 0.4794(3) 0.1422(3) 0.1592(3) 0.0689(7) Uani 1.000000 .
H20 H 0.4475(3) 0.0987(3) 0.1145(3) 0.0827(9) Uiso 1.000000 R
C21 C 0.4567(3) 0.2794(3) 0.1031(2) 0.0618(6) Uani 1.000000 .
H21 H 0.4085(3) 0.3294(3) 0.0203(2) 0.0742(8) Uiso 1.000000 R
C22 C 0.5053(3) 0.3443(2) 0.1693(2) 0.0508(5) Uani 1.000000 .
H22 H 0.4890(3) 0.4378(2) 0.1306(2) 0.0609(6) Uiso 1.000000 R
C23 C 1.1091(3) 0.7435(3) -0.0103(3) 0.0788(8) Uani 1.000000 .
H23a H 1.2046(8) 0.7675(6) -0.0588(14) 0.1181(12) Uiso 1.000000 GR
H23b H 1.0205(17) 0.7573(5) -0.0680(13) 0.1181(12) Uiso 1.000000 GR
H23c H 1.078(2) 0.7986(3) 0.0340(3) 0.1181(12) Uiso 1.000000 GR
C24 C 1.1140(3) 0.1354(3) 0.3813(3) 0.0720(7) Uani 1.000000 .
H24a H 1.1141(5) 0.0421(4) 0.4366(14) 0.1080(11) Uiso 1.000000 GR
H24b H 1.1532(8) 0.1455(14) 0.2985(3) 0.1080(11) Uiso 1.000000 GR
H24c H 1.1844(5) 0.1679(12) 0.4195(16) 0.1080(11) 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
O1 C2 1.373(3) . ?
O1 C9 1.377(3) . ?
O2 C7 1.357(2) . ?
O2 C10 1.398(2) . ?
O3 C9 1.204(3) . ?
O4 C14 1.371(2) . ?
O4 C23 1.419(3) . ?
O5 C16 1.361(2) . ?
O5 C24 1.422(3) . ?
C1 C2 1.397(3) . ?
C1 C6 1.388(3) . ?
C1 C7 1.438(3) . ?
C2 C3 1.380(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.363(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.392(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.372(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.349(3) . ?
C8 C9 1.456(3) . ?
C8 C12 1.507(3) . ?
C10 C11 1.370(3) . ?
C10 C13 1.391(3) . ?
C11 C12 1.520(3) . ?
C11 C16 1.407(3) . ?
C12 H12 0.9800 . ?
C12 C17 1.532(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.377(3) . ?
C14 C15 1.381(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.390(3) . ?
C17 C18 1.378(3) . ?
C17 C22 1.376(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.386(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.372(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.367(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.387(3) . ?
C22 H22 0.9300 . ?
C23 H23a 0.9600 . ?
C23 H23b 0.9600 . ?
C23 H23c 0.9600 . ?
C24 H24a 0.9600 . ?
C24 H24b 0.9600 . ?
C24 H24c 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
C9 O1 C2 122.50(17) . . ?
C10 O2 C7 118.01(16) . . ?
C23 O4 C14 117.39(18) . . ?
C24 O5 C16 117.46(17) . . ?
C6 C1 C2 118.45(19) . . ?
C7 C1 C2 116.9(2) . . ?
C7 C1 C6 124.66(19) . . ?
C1 C2 O1 120.97(18) . . ?
C3 C2 O1 117.8(2) . . ?
C3 C2 C1 121.2(2) . . ?
H3 C3 C2 120.38(15) . . ?
C4 C3 C2 119.2(2) . . ?
C4 C3 H3 120.38(14) . . ?
H4 C4 C3 119.65(14) . . ?
C5 C4 C3 120.7(2) . . ?
C5 C4 H4 119.65(15) . . ?
H5 C5 C4 120.01(15) . . ?
C6 C5 C4 120.0(2) . . ?
C6 C5 H5 120.01(16) . . ?
C5 C6 C1 120.4(2) . . ?
H6 C6 C1 119.80(12) . . ?
H6 C6 C5 119.80(16) . . ?
C1 C7 O2 113.89(18) . . ?
C8 C7 O2 123.49(18) . . ?
C8 C7 C1 122.60(18) . . ?
C9 C8 C7 119.05(18) . . ?
C12 C8 C7 123.28(17) . . ?
C12 C8 C9 117.58(18) . . ?
O3 C9 O1 116.83(19) . . ?
C8 C9 O1 117.91(19) . . ?
C8 C9 O3 125.3(2) . . ?
C11 C10 O2 122.10(17) . . ?
C13 C10 O2 113.27(18) . . ?
C13 C10 C11 124.63(19) . . ?
C12 C11 C10 122.28(17) . . ?
C16 C11 C10 115.99(18) . . ?
C16 C11 C12 121.66(19) . . ?
C11 C12 C8 108.62(16) . . ?
H12 C12 C8 108.88(11) . . ?
H12 C12 C11 108.88(11) . . ?
C17 C12 C8 110.25(16) . . ?
C17 C12 C11 111.30(16) . . ?
C17 C12 H12 108.88(11) . . ?
H13 C13 C10 121.33(13) . . ?
C14 C13 C10 117.3(2) . . ?
C14 C13 H13 121.33(13) . . ?
C13 C14 O4 123.8(2) . . ?
C15 C14 O4 115.26(19) . . ?
C15 C14 C13 120.98(19) . . ?
H15 C15 C14 120.11(12) . . ?
C16 C15 C14 119.8(2) . . ?
C16 C15 H15 120.11(13) . . ?
C11 C16 O5 115.12(18) . . ?
C15 C16 O5 123.71(18) . . ?
C15 C16 C11 121.2(2) . . ?
C18 C17 C12 121.5(2) . . ?
C22 C17 C12 120.07(18) . . ?
C22 C17 C18 118.4(2) . . ?
H18 C18 C17 119.55(14) . . ?
C19 C18 C17 120.9(2) . . ?
C19 C18 H18 119.55(16) . . ?
H19 C19 C18 120.05(16) . . ?
C20 C19 C18 119.9(2) . . ?
C20 C19 H19 120.05(14) . . ?
H20 C20 C19 120.11(14) . . ?
C21 C20 C19 119.8(2) . . ?
C21 C20 H20 120.11(15) . . ?
H21 C21 C20 119.93(15) . . ?
C22 C21 C20 120.1(2) . . ?
C22 C21 H21 119.93(15) . . ?
C21 C22 C17 120.8(2) . . ?
H22 C22 C17 119.59(12) . . ?
H22 C22 C21 119.59(15) . . ?
H23a C23 O4 109.5 . . ?
H23b C23 O4 109.5 . . ?
H23b C23 H23a 109.5 . . ?
H23c C23 O4 109.5 . . ?
H23c C23 H23a 109.5 . . ?
H23c C23 H23b 109.5 . . ?
H24a C24 O5 109.5 . . ?
H24b C24 O5 109.5 . . ?
H24b C24 H24a 109.5 . . ?
H24c C24 O5 109.5 . . ?
H24c C24 H24a 109.5 . . ?
H24c C24 H24b 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
O1 C2 C1 C6 -178.7(2) . . . . ?
O1 C2 C1 C7 2.8(2) . . . . ?
O1 C2 C3 C4 179.1(2) . . . . ?
O1 C9 C8 C7 2.5(2) . . . . ?
O1 C9 C8 C12 -174.06(17) . . . . ?
O2 C7 C1 C2 177.99(18) . . . . ?
O2 C7 C1 C6 -0.4(2) . . . . ?
O2 C7 C8 C9 179.53(19) . . . . ?
O2 C7 C8 C12 -4.1(2) . . . . ?
O2 C10 C11 C12 5.1(2) . . . . ?
O2 C10 C11 C16 -177.84(19) . . . . ?
O2 C10 C13 C14 -179.90(18) . . . . ?
O3 C9 C8 C7 -177.4(2) . . . . ?
O3 C9 C8 C12 6.0(3) . . . . ?
O4 C14 C13 C10 178.7(2) . . . . ?
O4 C14 C15 C16 -178.38(19) . . . . ?
O5 C16 C11 C10 178.39(18) . . . . ?
O5 C16 C11 C12 -4.5(2) . . . . ?
O5 C16 C15 C14 179.0(2) . . . . ?
C1 C2 C3 C4 -0.6(3) . . . . ?
C1 C6 C5 C4 -0.5(3) . . . . ?
C1 C7 C8 C9 -2.3(2) . . . . ?
C1 C7 C8 C12 174.08(18) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C3 C4 C5 C6 1.0(3) . . . . ?
C7 C8 C12 C11 14.4(2) . . . . ?
C7 C8 C12 C17 -107.8(2) . . . . ?
C8 C12 C11 C10 -14.7(2) . . . . ?
C8 C12 C11 C16 168.41(16) . . . . ?
C8 C12 C17 C18 -124.32(18) . . . . ?
C8 C12 C17 C22 55.35(19) . . . . ?
C10 C11 C12 C17 106.9(2) . . . . ?
C10 C11 C16 C15 -2.4(2) . . . . ?
C10 C13 C14 C15 -2.4(2) . . . . ?
C11 C12 C17 C18 115.08(19) . . . . ?
C11 C12 C17 C22 -65.24(19) . . . . ?
C11 C16 C15 C14 -0.2(2) . . . . ?
C12 C17 C18 C19 -178.9(2) . . . . ?
C12 C17 C22 C21 179.2(2) . . . . ?
C13 C14 C15 C16 2.6(3) . . . . ?
C17 C18 C19 C20 -0.8(3) . . . . ?
C17 C22 C21 C20 0.2(3) . . . . ?
C18 C19 C20 C21 -0.2(3) . . . . ?
C19 C20 C21 C22 0.5(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_D215_02_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2334599'
loop_
_audit_author_name
_audit_author_address
'Pragya Sharma'
;Indian Institute of technology Delhi
India
;
_audit_update_record             
;
2024-02-22 deposited with the CCDC.	2024-06-16 downloaded from the CCDC.
;
_audit_creation_date             2024-02-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_chemical_formula_moiety         'C24 H17 Cl O5'
_chemical_formula_sum            'C24 H17 Cl O5'
_chemical_formula_weight         420.852
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 0.00347 0.00161 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_Int_Tables_number      2
_cell_length_a                   7.3859(13)
_cell_length_b                   10.8372(18)
_cell_length_c                   12.379(2)
_cell_angle_alpha                101.327(5)
_cell_angle_beta                 97.246(6)
_cell_angle_gamma                92.314(6)
_cell_volume                     961.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9882
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      27.97
_cell_measurement_theta_min      2.79
_exptl_absorpt_coefficient_mu    0.234
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1378 before and 0.0518 after correction.
The Ratio of minimum to maximum transmission is 0.9195.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_description       block
_exptl_crystal_F_000             436.580
_exptl_crystal_size_max          0.014
_exptl_crystal_size_mid          0.013
_exptl_crystal_size_min          0.012
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.9994
_diffrn_reflns_Laue_measured_fraction_max 0.9983
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            35340
_diffrn_reflns_point_group_measured_fraction_full 0.9994
_diffrn_reflns_point_group_measured_fraction_max 0.9983
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         1.92
_diffrn_ambient_temperature      299.00
_diffrn_measured_fraction_theta_full 0.9994
_diffrn_measured_fraction_theta_max 0.9983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                3776
_reflns_number_total             4772
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_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  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.2472
_refine_diff_density_min         -0.2504
_refine_diff_density_rms         0.0498
_refine_ls_d_res_high            0.7493
_refine_ls_d_res_low             10.6023
_refine_ls_goodness_of_fit_ref   1.0964
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    30
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4772
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0399
_refine_ls_restrained_S_all      1.0964
_refine_ls_shift/su_max          0.0027
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0457P)²+0.2123P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1006
_refine_ls_wR_factor_ref         0.1102
_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:
 C10(H10)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C22(H22), C21(H21), C20(H20), C19(H19), C18(H18), C5(H5), C4(H4),
 C3(H3), C2(H2)
2.c Idealised Me refined as rotating group:
 C23(H23a,H23b,H23c), C24(H24a,H24b,H24c)
;
_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
Cl1 Cl 0.82908(6) 0.86068(4) 0.91881(3) 0.05569(14) Uani 1.000000 .
O2 O 0.91567(17) 0.14115(10) 0.44904(9) 0.0518(3) Uani 1.000000 .
O3 O 0.73237(14) 0.49973(9) 0.49238(8) 0.0426(2) Uani 1.000000 .
O4 O 1.03496(19) 0.17192(11) 0.62476(10) 0.0627(3) Uani 1.000000 .
O5 O 0.90397(15) 0.58728(10) 0.88870(8) 0.0451(2) Uani 1.000000 .
O6 O 0.70024(18) 0.91244(9) 0.70656(9) 0.0548(3) Uani 1.000000 .
C1 C 0.7753(2) 0.30818(13) 0.37218(12) 0.0402(3) Uani 1.000000 .
C2 C 0.6974(2) 0.34812(16) 0.27749(12) 0.0480(4) Uani 1.000000 .
C3 C 0.6736(2) 0.26621(18) 0.17583(14) 0.0567(4) Uani 1.000000 .
C4 C 0.7254(3) 0.14316(17) 0.16711(14) 0.0605(5) Uani 1.000000 .
C5 C 0.8054(3) 0.10214(16) 0.25860(14) 0.0573(4) Uani 1.000000 .
C6 C 0.8313(2) 0.18566(14) 0.36041(12) 0.0444(3) Uani 1.000000 .
C7 C 0.9470(2) 0.21486(14) 0.55440(13) 0.0453(3) Uani 1.000000 .
C8 C 0.87011(19) 0.33708(12) 0.57215(11) 0.0385(3) Uani 1.000000 .
C9 C 0.79640(19) 0.38280(12) 0.48406(11) 0.0373(3) Uani 1.000000 .
C10 C 0.87297(19) 0.40461(12) 0.69116(11) 0.0371(3) Uani 1.000000 .
C11 C 0.82004(19) 0.53817(12) 0.69289(11) 0.0360(3) Uani 1.000000 .
C12 C 0.75658(19) 0.57942(12) 0.59732(11) 0.0366(3) Uani 1.000000 .
C13 C 0.83669(19) 0.62664(13) 0.79348(11) 0.0372(3) Uani 1.000000 .
C14 C 0.7963(2) 0.75046(13) 0.79495(11) 0.0406(3) Uani 1.000000 .
C15 C 0.7335(2) 0.78935(12) 0.69619(12) 0.0408(3) Uani 1.000000 .
C16 C 0.7119(2) 0.70231(13) 0.59659(12) 0.0400(3) Uani 1.000000 .
C17 C 0.7463(2) 0.33109(12) 0.74741(11) 0.0394(3) Uani 1.000000 .
C18 C 0.8182(3) 0.26335(15) 0.82519(13) 0.0546(4) Uani 1.000000 .
C19 C 0.7050(4) 0.19647(18) 0.87579(16) 0.0719(6) Uani 1.000000 .
C20 C 0.5205(4) 0.19520(18) 0.85016(17) 0.0765(7) Uani 1.000000 .
C21 C 0.4444(3) 0.26053(19) 0.77182(17) 0.0694(5) Uani 1.000000 .
C22 C 0.5593(2) 0.32842(15) 0.71992(13) 0.0494(4) Uani 1.000000 .
C23 C 0.7721(3) 0.57261(17) 0.96221(13) 0.0550(4) Uani 1.000000 .
C24 C 0.6392(3) 0.95672(15) 0.60790(14) 0.0575(4) Uani 1.000000 .
H16 H 0.6682(2) 0.72588(13) 0.53031(12) 0.0480(4) Uiso 1.000000 R
H22 H 0.5096(2) 0.37190(15) 0.66674(13) 0.0592(4) Uiso 1.000000 R
H21 H 0.3181(3) 0.25911(19) 0.75404(17) 0.0832(6) Uiso 1.000000 R
H20 H 0.4447(4) 0.15019(18) 0.88541(17) 0.0918(8) Uiso 1.000000 R
H19 H 0.7548(4) 0.15171(18) 0.92795(16) 0.0863(7) Uiso 1.000000 R
H18 H 0.9443(3) 0.26337(15) 0.84312(13) 0.0655(5) Uiso 1.000000 R
H5 H 0.8415(3) 0.02011(16) 0.25249(14) 0.0688(5) Uiso 1.000000 R
H4 H 0.7055(3) 0.08796(17) 0.09838(14) 0.0726(5) Uiso 1.000000 R
H3 H 0.6227(2) 0.29338(18) 0.11266(14) 0.0680(5) Uiso 1.000000 R
H2 H 0.6614(2) 0.43012(16) 0.28297(12) 0.0576(4) Uiso 1.000000 R
H10 H 0.99773(19) 0.40754(12) 0.72992(11) 0.0445(4) Uiso 1.000000 R
H23a H 0.6663(8) 0.5227(10) 0.9207(2) 0.0825(6) Uiso 1.000000 GR
H23b H 0.8252(6) 0.5312(11) 1.0192(6) 0.0825(6) Uiso 1.000000 GR
H23c H 0.7367(13) 0.65407(18) 0.9957(8) 0.0825(6) Uiso 1.000000 GR
H24a H 0.7296(9) 0.9434(12) 0.5582(5) 0.0863(7) Uiso 1.000000 GR
H24b H 0.5261(10) 0.9114(9) 0.5723(6) 0.0863(7) Uiso 1.000000 GR
H24c H 0.6207(18) 1.0451(3) 0.62675(19) 0.0863(7) 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
Cl1 C14 1.7320(14) . ?
O2 C6 1.3728(19) . ?
O2 C7 1.3756(18) . ?
O3 C9 1.3599(16) . ?
O3 C12 1.3977(16) . ?
O4 C7 1.1993(19) . ?
O5 C13 1.3730(16) . ?
O5 C23 1.439(2) . ?
O6 C15 1.3504(17) . ?
O6 C24 1.4263(19) . ?
C1 C2 1.393(2) . ?
C1 C6 1.393(2) . ?
C1 C9 1.4463(19) . ?
C2 C3 1.377(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.390(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(2) . ?
C5 H5 0.9300 . ?
C7 C8 1.450(2) . ?
C8 C9 1.3473(19) . ?
C8 C10 1.5079(19) . ?
C10 C11 1.5113(18) . ?
C10 C17 1.522(2) . ?
C10 H10 0.9800 . ?
C11 C12 1.3798(18) . ?
C11 C13 1.4027(18) . ?
C12 C16 1.3863(19) . ?
C13 C14 1.3834(19) . ?
C14 C15 1.401(2) . ?
C15 C16 1.3845(19) . ?
C16 H16 0.9300 . ?
C17 C18 1.388(2) . ?
C17 C22 1.378(2) . ?
C18 C19 1.370(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.358(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.386(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.395(2) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 H23a 0.9600 . ?
C23 H23b 0.9600 . ?
C23 H23c 0.9600 . ?
C24 H24a 0.9600 . ?
C24 H24b 0.9600 . ?
C24 H24c 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
C7 O2 C6 121.65(11) . . ?
C12 O3 C9 117.75(10) . . ?
C23 O5 C13 115.28(12) . . ?
C24 O6 C15 117.88(12) . . ?
C6 C1 C2 118.40(13) . . ?
C9 C1 C2 124.97(13) . . ?
C9 C1 C6 116.58(13) . . ?
C3 C2 C1 120.02(15) . . ?
H2 C2 C1 119.99(9) . . ?
H2 C2 C3 119.99(10) . . ?
C4 C3 C2 120.35(16) . . ?
H3 C3 C2 119.83(10) . . ?
H3 C3 C4 119.83(10) . . ?
C5 C4 C3 120.81(15) . . ?
H4 C4 C3 119.59(10) . . ?
H4 C4 C5 119.59(10) . . ?
C6 C5 C4 118.52(16) . . ?
H5 C5 C4 120.74(10) . . ?
H5 C5 C6 120.74(10) . . ?
C1 C6 O2 121.77(13) . . ?
C5 C6 O2 116.37(14) . . ?
C5 C6 C1 121.86(15) . . ?
O4 C7 O2 116.96(13) . . ?
C8 C7 O2 117.87(13) . . ?
C8 C7 O4 125.16(14) . . ?
C9 C8 C7 119.62(13) . . ?
C10 C8 C7 116.83(12) . . ?
C10 C8 C9 123.53(12) . . ?
C1 C9 O3 114.65(12) . . ?
C8 C9 O3 123.60(12) . . ?
C8 C9 C1 121.73(13) . . ?
C11 C10 C8 109.04(11) . . ?
C17 C10 C8 109.17(11) . . ?
C17 C10 C11 112.72(11) . . ?
H10 C10 C8 108.61(8) . . ?
H10 C10 C11 108.61(7) . . ?
H10 C10 C17 108.61(7) . . ?
C12 C11 C10 122.38(12) . . ?
C13 C11 C10 120.54(12) . . ?
C13 C11 C12 117.07(12) . . ?
C11 C12 O3 122.33(12) . . ?
C16 C12 O3 114.29(11) . . ?
C16 C12 C11 123.37(12) . . ?
C11 C13 O5 117.48(12) . . ?
C14 C13 O5 121.66(12) . . ?
C14 C13 C11 120.76(12) . . ?
C13 C14 Cl1 120.30(11) . . ?
C15 C14 Cl1 119.04(10) . . ?
C15 C14 C13 120.63(12) . . ?
C14 C15 O6 115.95(12) . . ?
C16 C15 O6 124.80(13) . . ?
C16 C15 C14 119.25(12) . . ?
C15 C16 C12 118.88(13) . . ?
H16 C16 C12 120.56(8) . . ?
H16 C16 C15 120.56(8) . . ?
C18 C17 C10 120.31(14) . . ?
C22 C17 C10 120.50(13) . . ?
C22 C17 C18 119.18(15) . . ?
C19 C18 C17 120.63(19) . . ?
H18 C18 C17 119.68(10) . . ?
H18 C18 C19 119.68(13) . . ?
C20 C19 C18 120.35(18) . . ?
H19 C19 C18 119.83(13) . . ?
H19 C19 C20 119.83(11) . . ?
C21 C20 C19 120.46(18) . . ?
H20 C20 C19 119.77(11) . . ?
H20 C20 C21 119.77(13) . . ?
C22 C21 C20 119.3(2) . . ?
H21 C21 C20 120.34(13) . . ?
H21 C21 C22 120.34(12) . . ?
C21 C22 C17 120.04(17) . . ?
H22 C22 C17 119.98(9) . . ?
H22 C22 C21 119.98(12) . . ?
H23a C23 O5 109.5 . . ?
H23b C23 O5 109.5 . . ?
H23b C23 H23a 109.5 . . ?
H23c C23 O5 109.5 . . ?
H23c C23 H23a 109.5 . . ?
H23c C23 H23b 109.5 . . ?
H24a C24 O6 109.5 . . ?
H24b C24 O6 109.5 . . ?
H24b C24 H24a 109.5 . . ?
H24c C24 O6 109.5 . . ?
H24c C24 H24a 109.5 . . ?
H24c C24 H24b 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
Cl1 C14 C13 O5 -0.30(14) . . . . ?
Cl1 C14 C13 C11 -176.55(11) . . . . ?
Cl1 C14 C15 O6 -1.03(14) . . . . ?
Cl1 C14 C15 C16 178.25(12) . . . . ?
O2 C6 C1 C2 177.40(14) . . . . ?
O2 C6 C1 C9 -5.06(16) . . . . ?
O2 C6 C5 C4 -178.57(15) . . . . ?
O2 C7 C8 C9 -10.17(17) . . . . ?
O2 C7 C8 C10 168.02(13) . . . . ?
O3 C9 C1 C2 0.23(16) . . . . ?
O3 C9 C1 C6 -177.13(12) . . . . ?
O3 C9 C8 C7 -175.48(14) . . . . ?
O3 C9 C8 C10 6.46(17) . . . . ?
O3 C12 C11 C10 1.64(16) . . . . ?
O3 C12 C11 C13 -179.30(13) . . . . ?
O3 C12 C16 C15 -179.09(12) . . . . ?
O4 C7 C8 C9 170.52(17) . . . . ?
O4 C7 C8 C10 -11.3(2) . . . . ?
O5 C13 C11 C10 0.63(15) . . . . ?
O5 C13 C11 C12 -178.44(13) . . . . ?
O5 C13 C14 C15 177.88(13) . . . . ?
O6 C15 C14 C13 -179.23(13) . . . . ?
O6 C15 C16 C12 177.99(15) . . . . ?
C1 C2 C3 C4 0.63(19) . . . . ?
C1 C6 C5 C4 1.26(18) . . . . ?
C1 C9 C8 C7 6.15(16) . . . . ?
C1 C9 C8 C10 -171.91(13) . . . . ?
C2 C3 C4 C5 -1.8(2) . . . . ?
C3 C4 C5 C6 0.9(2) . . . . ?
C7 C8 C10 C11 169.81(13) . . . . ?
C7 C8 C10 C17 -66.64(14) . . . . ?
C8 C10 C11 C12 8.00(14) . . . . ?
C8 C10 C11 C13 -171.02(11) . . . . ?
C8 C10 C17 C18 107.15(12) . . . . ?
C8 C10 C17 C22 -71.30(13) . . . . ?
C10 C11 C12 C16 -178.20(13) . . . . ?
C10 C11 C13 C14 177.03(13) . . . . ?
C10 C17 C18 C19 -179.70(14) . . . . ?
C10 C17 C22 C21 179.87(14) . . . . ?
C11 C12 C16 C15 0.76(17) . . . . ?
C11 C13 C14 C15 1.63(17) . . . . ?
C12 C16 C15 C14 -1.21(17) . . . . ?
C13 C14 C15 C16 0.05(17) . . . . ?
C17 C18 C19 C20 0.23(19) . . . . ?
C17 C22 C21 C20 -0.61(18) . . . . ?
C18 C19 C20 C21 0.6(2) . . . . ?
C19 C20 C21 C22 -0.4(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
