# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_SSNAP
_database_code_depnum_ccdc_archive 'CCDC 2024130'
loop_
_audit_author_name
_audit_author_address
'Abhineet Verma'
;Student
India
;
_audit_update_record             
;
2020-08-19 deposited with the CCDC.	2022-03-14 downloaded from the CCDC.
;
_audit_creation_date             2020-08-19
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C27 H26 O6,'
_chemical_formula_sum            'C26.955 H25.866 O6'
_chemical_formula_weight         445.83
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
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'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'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'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 0.05239 0.03376 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   7.5373(3)
_cell_length_b                   18.8689(7)
_cell_length_c                   16.7618(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.521(2)
_cell_angle_gamma                90
_cell_volume                     2381.57(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    293.15
_cell_measurement_reflns_used    9961
_cell_measurement_theta_max      69.90
_cell_measurement_theta_min      3.53
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.4859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1376 before and 0.0965 after correction.
The Ratio of minimum to maximum transmission is 0.6450.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.2433
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             945.6163
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_diffrn_reflns_av_R_equivalents  0.0883
_diffrn_reflns_av_unetI/netI     0.0529
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29298
_diffrn_reflns_theta_full        70.4171
_diffrn_reflns_theta_max         70.42
_diffrn_reflns_theta_min         3.53
_diffrn_ambient_temperature      293.15
_diffrn_measured_fraction_theta_full 0.9894
_diffrn_measured_fraction_theta_max 0.9894
_diffrn_measurement_device_type  'Bruker APEX-III'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              23
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                3091
_reflns_number_total             4499
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.2928
_refine_diff_density_min         -0.2454
_refine_diff_density_rms         0.0666
_refine_ls_d_res_high            0.8182
_refine_ls_d_res_low             12.5246
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0279
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    45
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4499
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0999
_refine_ls_R_factor_gt           0.0756
_refine_ls_restrained_S_all      1.0279
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1250P)²+0.5221P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2016
_refine_ls_wR_factor_ref         0.2265
_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, All O(H) groups
2. Others
 Sof(C25)=Sof(H25a)=Sof(H25b)=Sof(H25c)=1-FVAR(1)
 Sof(C6)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C11(H11)
3.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C16(H16), C20(H20), C22(H22), C9(H9), C8(H8), C7(H7), C2(H2),
 C3(H3), C4(H4a), C5(H5)
3.c Idealised Me refined as rotating group:
 C24(H24a,H24b,H24c), C27(H27a,H27b,H27c), C26(H26a,H26b,H26c), C25(H25a,H25b,
 H25c)
3.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O4(H4)
;
_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
_atom_site_disorder_group
O1 O 0.12031(2) 0.65490(2) 0.32769(2) 0.0770(5) Uani 1.000000 . .
O4 O 0.76710(2) 0.64136(2) 0.31254(2) 0.0727(5) Uani 1.000000 . .
O2 O 0.62937(2) 0.72703(2) 0.19951(2) 0.0833(6) Uani 1.000000 . .
O5 O 0.31066(2) 0.69198(2) 0.49193(2) 0.0856(6) Uani 1.000000 . .
O6 O 0.78053(2) 0.52439(2) 0.55676(2) 0.0921(6) Uani 1.000000 . .
O3 O 0.15822(2) 0.59922(2) 0.05542(2) 0.1036(7) Uani 1.000000 . .
C13 C 0.21008(2) 0.65666(2) 0.25879(2) 0.0621(6) Uani 1.000000 . .
C18 C 0.52874(2) 0.66903(2) 0.40032(2) 0.0606(6) Uani 1.000000 . .
C12 C 0.37597(2) 0.69043(2) 0.26446(2) 0.0607(6) Uani 1.000000 . .
C17 C 0.46523(2) 0.69344(2) 0.19350(2) 0.0676(6) Uani 1.000000 . .
C23 C 0.45848(2) 0.65360(2) 0.47472(2) 0.0671(6) Uani 1.000000 . .
C11 C 0.43605(2) 0.72234(2) 0.34480(2) 0.0644(6) Uani 1.000000 . .
C21 C 0.68971(2) 0.57149(2) 0.50780(2) 0.0706(6) Uani 1.000000 . .
C14 C 0.14035(2) 0.62725(2) 0.18965(2) 0.0684(6) Uani 1.000000 . .
C19 C 0.68376(2) 0.63207(2) 0.38383(2) 0.0629(6) Uani 1.000000 . .
C10 C 0.52441(2) 0.79488(2) 0.34279(2) 0.0733(7) Uani 1.000000 . .
C20 C 0.76407(2) 0.58460(2) 0.43573(2) 0.0710(7) Uani 1.000000 . .
C1 C 0.42592(2) 0.85328(2) 0.31084(2) 0.0809(7) Uani 1.000000 . .
C16 C 0.39998(2) 0.66509(2) 0.12248(2) 0.0757(7) Uani 1.000000 . .
C9 C 0.69057(2) 0.80646(2) 0.37737(2) 0.0944(9) Uani 1.000000 . .
C22 C 0.53591(2) 0.60510(2) 0.52775(2) 0.0743(7) Uani 1.000000 . .
C24 C 0.73161(2) 0.73467(2) 0.13094(2) 0.1069(12) Uani 1.000000 . .
C2 C 0.24857(2) 0.84774(2) 0.27953(2) 0.0894(8) Uani 1.000000 . .
C15 C 0.23640(2) 0.63080(2) 0.12066(2) 0.0757(7) Uani 1.000000 . .
C27 C 0.71053(2) 0.51080(2) 0.63262(2) 0.1039(10) Uani 1.000000 . .
C3 C 0.15771(2) 0.90581(2) 0.25122(2) 0.1115(9) Uani 1.000000 . .
C6 C 0.50528(2) 0.92245(2) 0.31363(2) 0.1054(8) Uani 1.000000 . .
C4 C 0.23627(2) 0.97229(2) 0.25277(2) 0.1362(11) Uani 1.000000 . .
C5 C 0.40359(2) 0.98042(2) 0.28289(2) 0.1338(11) Uani 1.000000 . .
C7 C 0.67784(2) 0.93095(2) 0.34854(2) 0.1310(12) Uani 1.000000 . .
C26 C 0.19726(2) 0.66498(2) 0.54982(2) 0.1140(11) Uani 1.000000 . .
C8 C 0.76643(2) 0.87520(2) 0.37959(2) 0.1262(12) Uani 1.000000 . .
C25 C 0.26002(2) 0.59569(2) -0.01473(2) 0.1425(16) Uani 0.95534(2) . 2
H14 H 0.03002(2) 0.60512(2) 0.18876(2) 0.0820(8) Uiso 1.000000 R .
H16 H 0.46408(2) 0.66879(2) 0.07650(2) 0.0909(9) Uiso 1.000000 R .
H20 H 0.86766(2) 0.56151(2) 0.42239(2) 0.0852(8) Uiso 1.000000 R .
H22 H 0.48467(2) 0.59544(2) 0.57603(2) 0.0891(8) Uiso 1.000000 R .
H9 H 0.75425(2) 0.76859(2) 0.39968(2) 0.1133(11) Uiso 1.000000 R .
H8 H 0.87947(2) 0.88168(2) 0.40296(2) 0.1514(15) Uiso 1.000000 R .
H7 H 0.73032(2) 0.97557(2) 0.34999(2) 0.1572(14) Uiso 1.000000 R .
H2 H 0.19305(2) 0.80371(2) 0.27824(2) 0.1073(9) Uiso 1.000000 R .
H3 H 0.04179(2) 0.90070(2) 0.23066(2) 0.1338(11) Uiso 1.000000 R .
H4a H 0.17325(2) 1.01133(2) 0.23296(2) 0.1635(13) Uiso 1.000000 R .
H5 H 0.45408(2) 1.02540(2) 0.28358(2) 0.1605(13) Uiso 1.000000 R .
H1 H 0.01514(2) 0.64650(2) 0.31717(2) 0.1154(8) Uiso 1.000000 GR .
H4 H 0.72228(2) 0.67509(2) 0.28828(2) 0.1090(8) Uiso 1.000000 GR .
H11 H 0.32418(2) 0.73177(2) 0.37051(2) 0.0772(7) Uiso 1.000000 R .
H24a H 0.66803(2) 0.76356(2) 0.09217(2) 0.1604(17) Uiso 1.000000 GR .
H24b H 0.84290(2) 0.75679(2) 0.14581(2) 0.1604(17) Uiso 1.000000 GR .
H24c H 0.75307(2) 0.68884(2) 0.10845(2) 0.1604(17) Uiso 1.000000 GR .
H27a H 0.59391(2) 0.49070(2) 0.62545(2) 0.1559(15) Uiso 1.000000 GR .
H27b H 0.78662(2) 0.47815(2) 0.66172(2) 0.1559(15) Uiso 1.000000 GR .
H27c H 0.70378(2) 0.55436(2) 0.66192(2) 0.1559(15) Uiso 1.000000 GR .
H26a H 0.17128(2) 0.61612(2) 0.53844(2) 0.1710(17) Uiso 1.000000 GR .
H26b H 0.25484(2) 0.66883(2) 0.60187(2) 0.1710(17) Uiso 1.000000 GR .
H26c H 0.08877(2) 0.69170(2) 0.54840(2) 0.1710(17) Uiso 1.000000 GR .
H25a H 0.19498(2) 0.56958(2) -0.05554(2) 0.214(2) Uiso 0.95534(2) GR 2
H25b H 0.28234(2) 0.64280(2) -0.03347(2) 0.214(2) Uiso 0.95534(2) GR 2
H25c H 0.37090(2) 0.57235(2) -0.00214(2) 0.214(2) Uiso 0.95534(2) GR 2


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 C13 1.3644(4) . ?
O4 C19 1.3853(4) . ?
O2 C17 1.3898(3) . ?
O2 C24 1.4189(4) . ?
O5 C23 1.3701(4) . ?
O5 C26 1.4159(4) . ?
O6 C21 1.3721(5) . ?
O6 C27 1.4211(5) . ?
O3 C15 1.3569(5) . ?
O3 C25 1.4335(4) . ?
C13 C12 1.4029(3) . ?
C13 C14 1.3688(5) . ?
C18 C23 1.4067(5) . ?
C18 C11 1.5194(5) . ?
C18 C19 1.3987(3) . ?
C12 C17 1.3931(4) . ?
C12 C11 1.5256(5) . ?
C17 C16 1.3761(5) . ?
C23 C22 1.3865(5) . ?
C11 C10 1.5231(5) . ?
C21 C20 1.3763(4) . ?
C21 C22 1.3754(3) . ?
C14 C15 1.3927(4) . ?
C19 C20 1.3709(5) . ?
C10 C1 1.4203(5) . ?
C10 C9 1.3742(3) . ?
C1 C2 1.4183(3) . ?
C1 C6 1.4355(5) . ?
C16 C15 1.3916(3) . ?
C9 C8 1.4174(5) . ?
C2 C3 1.3661(5) . ?
C3 C4 1.3868(5) . ?
C6 C5 1.4195(5) . ?
C6 C7 1.4117(3) . ?
C4 C5 1.3464(3) . ?
C7 C8 1.3390(5) . ?

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
C24 O2 C17 120.07(3) . . ?
C26 O5 C23 118.36(3) . . ?
C27 O6 C21 117.19(2) . . ?
C12 C13 O1 115.30(3) . . ?
C14 C13 O1 121.37(2) . . ?
C14 C13 C12 123.33(3) . . ?
C11 C18 C23 119.94(2) . . ?
C19 C18 C23 114.98(3) . . ?
C19 C18 C11 125.07(3) . . ?
C17 C12 C13 115.03(3) . . ?
C11 C12 C13 117.92(3) . . ?
C11 C12 C17 127.00(2) . . ?
C12 C17 O2 114.74(3) . . ?
C16 C17 O2 121.54(3) . . ?
C16 C17 C12 123.72(2) . . ?
C18 C23 O5 114.74(3) . . ?
C22 C23 O5 122.49(3) . . ?
C22 C23 C18 122.73(2) . . ?
C12 C11 C18 112.95(3) . . ?
C10 C11 C18 114.75(2) . . ?
C10 C11 C12 116.63(3) . . ?
C20 C21 O6 115.45(2) . . ?
C22 C21 O6 123.84(3) . . ?
C22 C21 C20 120.70(3) . . ?
C15 C14 C13 119.29(2) . . ?
C18 C19 O4 121.45(3) . . ?
C20 C19 O4 115.20(2) . . ?
C20 C19 C18 123.35(3) . . ?
C1 C10 C11 118.932(18) . . ?
C9 C10 C11 121.66(3) . . ?
C9 C10 C1 119.16(3) . . ?
C19 C20 C21 119.27(2) . . ?
C2 C1 C10 123.42(3) . . ?
C6 C1 C10 118.882(19) . . ?
C6 C1 C2 117.62(3) . . ?
C15 C16 C17 118.84(3) . . ?
C8 C9 C10 121.04(3) . . ?
C21 C22 C23 118.95(3) . . ?
C3 C2 C1 121.29(3) . . ?
C14 C15 O3 115.14(2) . . ?
C16 C15 O3 125.09(3) . . ?
C16 C15 C14 119.77(3) . . ?
C4 C3 C2 120.79(2) . . ?
C5 C6 C1 118.115(19) . . ?
C7 C6 C1 119.46(3) . . ?
C7 C6 C5 122.40(3) . . ?
C5 C4 C3 120.15(3) . . ?
C4 C5 C6 122.02(3) . . ?
C8 C7 C6 120.43(3) . . ?
C7 C8 C9 121.00(2) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.258 0.062 0.435 20.7 1.9
;

Sol
;
2 0.258 0.438 0.935 20.7 1.9
;

Sol
;
3 0.742 0.562 0.065 20.7 1.9
;

Sol
;
4 0.742 0.938 0.565 20.7 1.9
;

Sol
;


_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_DMPBN
_database_code_depnum_ccdc_archive 'CCDC 2054119'
loop_
_audit_author_name
_audit_author_address
'Abhineet Verma'
;Scholar
India
;
_audit_update_record             
;
2021-01-05 deposited with the CCDC.	2022-03-14 downloaded from the CCDC.
;
_audit_creation_date             2021-01-05
_audit_creation_method           
;
Olex2 1.3-beta
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_chemical_formula_moiety         'C27 H26 O6'
_chemical_formula_sum            'C27 H26 O6'
_chemical_formula_weight         446.504
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
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'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'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'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 0.250800013542
'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                   9.5900(16)
_cell_length_b                   11.089(2)
_cell_length_c                   11.645(2)
_cell_angle_alpha                70.736(7)
_cell_angle_beta                 79.283(7)
_cell_angle_gamma                81.374(7)
_cell_volume                     1143.4(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8069
_cell_measurement_temperature    297.49
_cell_measurement_theta_max      25.13
_cell_measurement_theta_min      3.07
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6351
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0858 before and 0.0729 after correction.
The Ratio of minimum to maximum transmission is 0.8523.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             472.272
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0720
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 0.9981
_diffrn_reflns_Laue_measured_fraction_max 0.9860
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            23653
_diffrn_reflns_point_group_measured_fraction_full 0.9981
_diffrn_reflns_point_group_measured_fraction_max 0.9860
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         25.41
_diffrn_reflns_theta_min         2.79
_diffrn_ambient_temperature      297.49
_diffrn_measured_fraction_theta_full 0.9981
_diffrn_measured_fraction_theta_max 0.9860
_diffrn_measurement_device_type  
'Bruker D8 VENTURE diffractometer with PHOTON 100 CMOS detector'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              13
_reflns_limit_k_min              -12
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                2561
_reflns_number_total             4165
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3-beta (Bourhis et al., 2015)'
_refine_diff_density_max         0.3164
_refine_diff_density_min         -0.4770
_refine_diff_density_rms         0.1044
_refine_ls_d_res_high            0.8280
_refine_ls_d_res_low             7.3084
_refine_ls_goodness_of_fit_ref   1.0152
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    44
_refine_ls_number_parameters     304
_refine_ls_number_reflns         4165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1188
_refine_ls_R_factor_gt           0.0776
_refine_ls_restrained_S_all      1.0152
_refine_ls_shift/su_max          0.0024
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1828P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2174
_refine_ls_wR_factor_ref         0.2642
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1a), C9(H9), C24(H24), C8(H8), C22(H22), C16(H16), C14(H14), C3(H3),
 C6(H6), C4(H4a), C5(H5)
2.c Idealised Me refined as rotating group:
 C19(H19a,H19b,H19c), C27(H27a,H27b,H27c), C18(H18a,H18b,H18c), C26(H26a,H26b,
 H26c)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O4(H4)
;
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
O6 O 0.5323(2) 0.6654(2) 0.31627(19) 0.0618(7) Uani 1.000000 .
O1 O 0.4644(2) 0.8426(2) 0.0908(2) 0.0621(6) Uani 1.000000 .
H1 H 0.470(2) 0.792(3) 0.1595(17) 0.0931(10) Uiso 1.000000 GR
O3 O 0.0465(2) 0.6369(2) 0.1367(2) 0.0608(6) Uani 1.000000 .
O4 O 0.0322(2) 0.6274(2) 0.3786(2) 0.0627(7) Uani 1.000000 .
H4 H 0.0521(5) 0.615(4) 0.3116(19) 0.0941(10) Uiso 1.000000 GR
O5 O 0.2256(3) 0.6864(3) 0.6921(2) 0.0776(8) Uani 1.000000 .
O2 O 0.1439(3) 1.0345(2) -0.1877(2) 0.0782(8) Uani 1.000000 .
C25 C 0.4022(3) 0.6575(3) 0.3937(3) 0.0499(7) Uani 1.000000 .
C10 C 0.2921(3) 0.4839(3) 0.2192(3) 0.0470(7) Uani 1.000000 .
C2 C 0.2573(3) 0.2585(3) 0.3230(3) 0.0532(8) Uani 1.000000 .
C12 C 0.2570(3) 0.7306(3) 0.1158(3) 0.0492(7) Uani 1.000000 .
C1 C 0.2532(3) 0.3873(3) 0.3236(3) 0.0499(7) Uani 1.000000 .
H1a H 0.2233(3) 0.4059(3) 0.3971(3) 0.0598(9) Uiso 1.000000 R
C23 C 0.2534(3) 0.6718(3) 0.5770(3) 0.0562(8) Uani 1.000000 .
C9 C 0.3337(3) 0.4551(3) 0.1065(3) 0.0551(8) Uani 1.000000 .
H9 H 0.3568(3) 0.5208(3) 0.0340(3) 0.0661(10) Uiso 1.000000 R
C24 C 0.3879(3) 0.6729(3) 0.5088(3) 0.0552(8) Uani 1.000000 .
H24 H 0.4666(3) 0.6837(3) 0.5393(3) 0.0663(10) Uiso 1.000000 R
C7 C 0.3052(3) 0.2302(3) 0.2113(3) 0.0555(8) Uani 1.000000 .
C20 C 0.2876(3) 0.6395(3) 0.3443(3) 0.0484(7) Uani 1.000000 .
C21 C 0.1542(3) 0.6408(3) 0.4164(3) 0.0501(7) Uani 1.000000 .
C11 C 0.3156(3) 0.6179(3) 0.2178(3) 0.0479(7) Uani 1.000000 .
H11 H 0.4191(3) 0.6200(3) 0.1951(3) 0.0575(9) Uiso 1.000000 R
C13 C 0.3375(3) 0.8345(3) 0.0561(3) 0.0526(8) Uani 1.000000 .
C17 C 0.1290(3) 0.7367(3) 0.0720(3) 0.0522(8) Uani 1.000000 .
C8 C 0.3402(3) 0.3327(3) 0.1033(3) 0.0602(9) Uani 1.000000 .
H8 H 0.3683(3) 0.3162(3) 0.0287(3) 0.0722(10) Uiso 1.000000 R
C22 C 0.1367(3) 0.6571(3) 0.5311(3) 0.0599(9) Uani 1.000000 .
H22 H 0.0465(3) 0.6582(3) 0.5772(3) 0.0719(10) Uiso 1.000000 R
C15 C 0.1731(4) 0.9337(3) -0.0865(3) 0.0573(8) Uani 1.000000 .
C16 C 0.0856(3) 0.8352(3) -0.0284(3) 0.0562(8) Uani 1.000000 .
H16 H 0.0005(3) 0.8352(3) -0.0558(3) 0.0675(10) Uiso 1.000000 R
C14 C 0.2973(4) 0.9347(3) -0.0440(3) 0.0606(9) Uani 1.000000 .
H14 H 0.3540(4) 1.0022(3) -0.0820(3) 0.0727(10) Uiso 1.000000 R
C3 C 0.2212(4) 0.1576(3) 0.4322(3) 0.0681(10) Uani 1.000000 .
H3 H 0.1899(4) 0.1752(3) 0.5060(3) 0.0817(11) Uiso 1.000000 R
C6 C 0.3163(4) 0.1005(3) 0.2120(4) 0.0724(10) Uani 1.000000 .
H6 H 0.3480(4) 0.0804(3) 0.1393(4) 0.0869(12) Uiso 1.000000 R
C4 C 0.2323(5) 0.0341(4) 0.4293(4) 0.0841(12) Uani 1.000000 .
H4a H 0.2077(5) -0.0318(4) 0.5011(4) 0.1009(14) Uiso 1.000000 R
C19 C -0.0750(4) 0.6248(4) 0.0889(4) 0.0845(13) Uani 1.000000 .
H19a H -0.0469(7) 0.622(3) 0.0060(11) 0.1268(19) Uiso 1.000000 GR
H19b H -0.116(2) 0.5470(16) 0.1387(18) 0.1268(19) Uiso 1.000000 GR
H19c H -0.1441(15) 0.6968(16) 0.090(3) 0.1268(19) Uiso 1.000000 GR
C5 C 0.2809(5) 0.0061(4) 0.3181(4) 0.0841(12) Uani 1.000000 .
H5 H 0.2887(5) -0.0783(4) 0.3177(4) 0.1010(14) Uiso 1.000000 R
C27 C 0.6525(4) 0.6900(5) 0.3570(4) 0.0838(13) Uani 1.000000 .
H27a H 0.7320(10) 0.700(3) 0.2920(11) 0.1258(19) Uiso 1.000000 GR
H27b H 0.6308(12) 0.7672(17) 0.380(3) 0.1258(19) Uiso 1.000000 GR
H27c H 0.676(2) 0.6194(14) 0.4270(19) 0.1258(19) Uiso 1.000000 GR
C18 C 0.0191(4) 1.0329(4) -0.2364(4) 0.0810(12) Uani 1.000000 .
H18a H 0.0087(18) 1.1082(15) -0.3060(18) 0.1215(17) Uiso 1.000000 GR
H18b H 0.0271(14) 0.9577(15) -0.262(3) 0.1215(17) Uiso 1.000000 GR
H18c H -0.0627(5) 1.032(3) -0.1745(10) 0.1215(17) Uiso 1.000000 GR
C26 C 0.3414(5) 0.7036(5) 0.7437(4) 0.1000(16) Uani 1.000000 .
H26a H 0.386(3) 0.778(2) 0.6904(18) 0.150(2) Uiso 1.000000 GR
H26b H 0.3068(7) 0.715(4) 0.8228(16) 0.150(2) Uiso 1.000000 GR
H26c H 0.410(2) 0.6296(16) 0.753(3) 0.150(2) 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
O6 C25 1.393(3) . ?
O6 C27 1.418(4) . ?
O1 H1 0.8200 . ?
O1 C13 1.374(3) . ?
O3 C17 1.382(3) . ?
O3 C19 1.423(4) . ?
O4 H4 0.8200 . ?
O4 C21 1.368(3) . ?
O5 C23 1.376(4) . ?
O5 C26 1.421(4) . ?
O2 C15 1.370(4) . ?
O2 C18 1.421(4) . ?
C25 C24 1.386(4) . ?
C25 C20 1.397(4) . ?
C10 C1 1.362(4) . ?
C10 C9 1.424(4) . ?
C10 C11 1.532(4) . ?
C2 C1 1.426(4) . ?
C2 C7 1.416(4) . ?
C2 C3 1.415(5) . ?
C12 C11 1.532(4) . ?
C12 C13 1.395(4) . ?
C12 C17 1.399(4) . ?
C1 H1a 0.9300 . ?
C23 C24 1.383(4) . ?
C23 C22 1.378(4) . ?
C9 H9 0.9300 . ?
C9 C8 1.361(4) . ?
C24 H24 0.9300 . ?
C7 C8 1.414(5) . ?
C7 C6 1.424(5) . ?
C20 C21 1.394(4) . ?
C20 C11 1.538(4) . ?
C21 C22 1.384(4) . ?
C11 H11 0.9800 . ?
C13 C14 1.388(5) . ?
C17 C16 1.391(4) . ?
C8 H8 0.9300 . ?
C22 H22 0.9300 . ?
C15 C16 1.390(4) . ?
C15 C14 1.375(4) . ?
C16 H16 0.9300 . ?
C14 H14 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.369(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.355(5) . ?
C4 H4a 0.9300 . ?
C4 C5 1.409(6) . ?
C19 H19a 0.9600 . ?
C19 H19b 0.9600 . ?
C19 H19c 0.9600 . ?
C5 H5 0.9300 . ?
C27 H27a 0.9600 . ?
C27 H27b 0.9600 . ?
C27 H27c 0.9600 . ?
C18 H18a 0.9600 . ?
C18 H18b 0.9600 . ?
C18 H18c 0.9600 . ?
C26 H26a 0.9600 . ?
C26 H26b 0.9600 . ?
C26 H26c 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
C27 O6 C25 118.8(3) . . ?
C13 O1 H1 109.5 . . ?
C19 O3 C17 118.8(3) . . ?
C21 O4 H4 109.5 . . ?
C26 O5 C23 118.2(3) . . ?
C18 O2 C15 116.7(3) . . ?
C24 C25 O6 121.6(3) . . ?
C20 C25 O6 115.2(3) . . ?
C20 C25 C24 123.1(3) . . ?
C9 C10 C1 118.7(3) . . ?
C11 C10 C1 123.8(3) . . ?
C11 C10 C9 116.8(2) . . ?
C7 C2 C1 119.0(3) . . ?
C3 C2 C1 121.6(3) . . ?
C3 C2 C7 119.4(3) . . ?
C13 C12 C11 119.2(3) . . ?
C17 C12 C11 125.1(3) . . ?
C17 C12 C13 115.7(3) . . ?
C2 C1 C10 121.6(3) . . ?
H1a C1 C10 119.18(17) . . ?
H1a C1 C2 119.18(18) . . ?
C24 C23 O5 123.6(3) . . ?
C22 C23 O5 115.5(3) . . ?
C22 C23 C24 120.9(3) . . ?
H9 C9 C10 119.56(17) . . ?
C8 C9 C10 120.9(3) . . ?
C8 C9 H9 119.56(19) . . ?
C23 C24 C25 118.1(3) . . ?
H24 C24 C25 120.94(17) . . ?
H24 C24 C23 120.94(19) . . ?
C8 C7 C2 118.3(3) . . ?
C6 C7 C2 119.0(3) . . ?
C6 C7 C8 122.7(3) . . ?
C21 C20 C25 116.3(3) . . ?
C11 C20 C25 119.1(3) . . ?
C11 C20 C21 124.6(3) . . ?
C20 C21 O4 122.7(3) . . ?
C22 C21 O4 115.5(3) . . ?
C22 C21 C20 121.8(3) . . ?
C12 C11 C10 116.0(2) . . ?
C20 C11 C10 115.2(2) . . ?
C20 C11 C12 113.9(2) . . ?
H11 C11 C10 103.10(15) . . ?
H11 C11 C12 103.10(15) . . ?
H11 C11 C20 103.10(15) . . ?
C12 C13 O1 122.0(3) . . ?
C14 C13 O1 115.5(3) . . ?
C14 C13 C12 122.5(3) . . ?
C12 C17 O3 114.9(3) . . ?
C16 C17 O3 121.7(3) . . ?
C16 C17 C12 123.4(3) . . ?
C7 C8 C9 121.4(3) . . ?
H8 C8 C9 119.32(19) . . ?
H8 C8 C7 119.32(18) . . ?
C21 C22 C23 119.8(3) . . ?
H22 C22 C23 120.11(18) . . ?
H22 C22 C21 120.11(18) . . ?
C16 C15 O2 123.7(3) . . ?
C14 C15 O2 115.6(3) . . ?
C14 C15 C16 120.8(3) . . ?
C15 C16 C17 118.1(3) . . ?
H16 C16 C17 120.97(18) . . ?
H16 C16 C15 120.97(19) . . ?
C15 C14 C13 119.6(3) . . ?
H14 C14 C13 120.22(18) . . ?
H14 C14 C15 120.22(18) . . ?
H3 C3 C2 120.0(2) . . ?
C4 C3 C2 120.1(4) . . ?
C4 C3 H3 120.0(2) . . ?
H6 C6 C7 119.9(2) . . ?
C5 C6 C7 120.2(4) . . ?
C5 C6 H6 119.9(2) . . ?
H4a C4 C3 119.8(2) . . ?
C5 C4 C3 120.5(4) . . ?
C5 C4 H4a 119.8(2) . . ?
H19a C19 O3 109.5 . . ?
H19b C19 O3 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 O3 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?
C4 C5 C6 120.9(4) . . ?
H5 C5 C6 119.5(2) . . ?
H5 C5 C4 119.5(2) . . ?
H27a C27 O6 109.5 . . ?
H27b C27 O6 109.5 . . ?
H27b C27 H27a 109.5 . . ?
H27c C27 O6 109.5 . . ?
H27c C27 H27a 109.5 . . ?
H27c C27 H27b 109.5 . . ?
H18a C18 O2 109.5 . . ?
H18b C18 O2 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 O2 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 109.5 . . ?
H26a C26 O5 109.5 . . ?
H26b C26 O5 109.5 . . ?
H26b C26 H26a 109.5 . . ?
H26c C26 O5 109.5 . . ?
H26c C26 H26a 109.5 . . ?
H26c C26 H26b 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
O6 C25 C24 C23 175.9(3) . . . . ?
O6 C25 C20 C21 -175.4(2) . . . . ?
O6 C25 C20 C11 5.5(3) . . . . ?
O1 C13 C12 C11 -3.9(3) . . . . ?
O1 C13 C12 C17 178.8(3) . . . . ?
O1 C13 C14 C15 178.9(3) . . . . ?
O3 C17 C12 C11 6.5(3) . . . . ?
O3 C17 C12 C13 -176.3(3) . . . . ?
O3 C17 C16 C15 178.4(3) . . . . ?
O4 C21 C20 C25 178.4(3) . . . . ?
O4 C21 C20 C11 -2.5(3) . . . . ?
O4 C21 C22 C23 -179.8(3) . . . . ?
O5 C23 C24 C25 -179.9(3) . . . . ?
O5 C23 C22 C21 -179.5(3) . . . . ?
O2 C15 C16 C17 178.5(3) . . . . ?
O2 C15 C14 C13 -178.2(3) . . . . ?
C25 C24 C23 C22 -0.7(4) . . . . ?
C25 C20 C21 C22 -0.9(3) . . . . ?
C25 C20 C11 C10 112.4(3) . . . . ?
C25 C20 C11 C12 -110.0(3) . . . . ?
C10 C1 C2 C7 1.1(3) . . . . ?
C10 C1 C2 C3 178.0(3) . . . . ?
C10 C9 C8 C7 0.4(3) . . . . ?
C10 C11 C12 C13 -139.5(3) . . . . ?
C10 C11 C12 C17 37.6(3) . . . . ?
C10 C11 C20 C21 -66.6(3) . . . . ?
C2 C7 C8 C9 2.5(3) . . . . ?
C2 C7 C6 C5 0.3(4) . . . . ?
C2 C3 C4 C5 0.6(4) . . . . ?
C12 C11 C20 C21 70.9(3) . . . . ?
C12 C13 C14 C15 0.6(4) . . . . ?
C12 C17 C16 C15 -1.2(4) . . . . ?
C23 C22 C21 C20 -0.4(4) . . . . ?
C9 C8 C7 C6 -177.4(3) . . . . ?
C7 C6 C5 C4 0.1(4) . . . . ?
C13 C14 C15 C16 1.7(4) . . . . ?
C17 C16 C15 C14 -1.4(4) . . . . ?
C3 C4 C5 C6 -0.6(5) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
