# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_MoO2Mal2_Compound1
_audit_block_doi                 10.5517/ccdc.csd.cc2gyqv0
_database_code_depnum_ccdc_archive 'CCDC 2292693'
loop_
_audit_author_name
_audit_author_address
'Nabanita Sadhukhan'
;Institute of Chemical Technology Mumbai
India
;
_audit_update_record             
;
2023-09-04 deposited with the CCDC.	2024-01-19 downloaded from the CCDC.
;
_audit_creation_date             2021-11-02
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H10 Mo O8'
_chemical_formula_sum            'C12 H10 Mo O8'
_chemical_formula_weight         378.14
_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'
Mo Mo -1.6832 0.6857 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   10.0766(11)
_cell_length_b                   10.5933(12)
_cell_length_c                   12.4062(12)
_cell_angle_alpha                90
_cell_angle_beta                 93.045(4)
_cell_angle_gamma                90
_cell_volume                     1322.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9752
_cell_measurement_temperature    150
_cell_measurement_theta_max      28.35
_cell_measurement_theta_min      2.79
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.814
_exptl_absorpt_coefficient_mu    1.030
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6374
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1142 before and 0.0667 after correction.
The Ratio of minimum to maximum transmission is 0.8548.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.209
_exptl_crystal_size_mid          0.163
_exptl_crystal_size_min          0.058
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11928
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.792
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1126
_reflns_number_total             1153
_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 V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1153
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0176
_refine_ls_R_factor_gt           0.0171
_refine_ls_restrained_S_all      1.151
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0176P)²+1.6103P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0458
_refine_ls_wR_factor_ref         0.0461
_refine_special_details          ?
_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 Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3)
2.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.500000 0.84768(2) 0.750000 0.02058(10) Uani 1 2 d S T P . .
O1 O 0.37066(14) 0.68518(14) 0.79269(11) 0.0272(3) Uani 1 1 d . . . . .
O2 O 0.42549(14) 0.61368(13) 1.11138(11) 0.0261(3) Uani 1 1 d . . . . .
O3 O 0.55418(13) 0.80815(13) 0.90331(10) 0.0229(3) Uani 1 1 d . . . . .
O4 O 0.36774(15) 0.94593(14) 0.76058(11) 0.0315(3) Uani 1 1 d . . . . .
C1 C 0.38127(19) 0.65815(17) 0.89203(16) 0.0220(4) Uani 1 1 d . . . . .
C2 C 0.30355(19) 0.56910(19) 0.94707(17) 0.0266(4) Uani 1 1 d . . . . .
H2 H 0.235141 0.522708 0.909254 0.032 Uiso 1 1 calc R . . . .
C3 C 0.3287(2) 0.5519(2) 1.05330(17) 0.0285(5) Uani 1 1 d . . . . .
H3 H 0.275569 0.493173 1.089633 0.034 Uiso 1 1 calc R . . . .
C4 C 0.50326(19) 0.69934(18) 1.06272(15) 0.0208(4) Uani 1 1 d . . . . .
C5 C 0.48184(18) 0.72433(17) 0.95617(15) 0.0197(4) Uani 1 1 d . . . . .
C6 C 0.6088(2) 0.7559(2) 1.13577(16) 0.0285(5) Uani 1 1 d . . . . .
H6A H 0.687323 0.773640 1.094951 0.043 Uiso 1 1 calc GR . . . .
H6B H 0.632594 0.696743 1.194363 0.043 Uiso 1 1 calc GR . . . .
H6C H 0.576052 0.834683 1.166162 0.043 Uiso 1 1 calc GR . . . .


_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
Mo1 O1 2.2396(15) . ?
Mo1 O1 2.2396(14) 2_656 ?
Mo1 O3 1.9951(13) . ?
Mo1 O3 1.9952(13) 2_656 ?
Mo1 O4 1.7016(14) 2_656 ?
Mo1 O4 1.7016(14) . ?
O1 C1 1.264(3) . ?
O2 C3 1.351(2) . ?
O2 C4 1.361(2) . ?
O3 C5 1.342(2) . ?
C1 C2 1.423(3) . ?
C1 C5 1.437(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.341(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.354(3) . ?
C4 C6 1.486(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mo1 O1 79.54(8) 2_656 . ?
O3 Mo1 O1 75.31(5) . . ?
O3 Mo1 O1 86.04(5) 2_656 . ?
O3 Mo1 O1 86.04(5) . 2_656 ?
O3 Mo1 O1 75.31(5) 2_656 2_656 ?
O3 Mo1 O3 155.77(8) . 2_656 ?
O4 Mo1 O1 163.02(6) . 2_656 ?
O4 Mo1 O1 89.07(7) 2_656 2_656 ?
O4 Mo1 O1 89.08(7) . . ?
O4 Mo1 O1 163.02(6) 2_656 . ?
O4 Mo1 O3 103.34(6) 2_656 2_656 ?
O4 Mo1 O3 91.49(6) . 2_656 ?
O4 Mo1 O3 91.50(6) 2_656 . ?
O4 Mo1 O3 103.34(6) . . ?
O4 Mo1 O4 104.58(11) . 2_656 ?
C1 O1 Mo1 112.61(12) . . ?
C3 O2 C4 120.19(16) . . ?
C5 O3 Mo1 118.46(11) . . ?
O1 C1 C2 126.69(18) . . ?
O1 C1 C5 116.74(17) . . ?
C2 C1 C5 116.57(18) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.77(19) . . ?
C3 C2 H2 120.6 . . ?
O2 C3 H3 118.3 . . ?
C2 C3 O2 123.49(19) . . ?
C2 C3 H3 118.3 . . ?
O2 C4 C6 114.11(16) . . ?
C5 C4 O2 119.85(17) . . ?
C5 C4 C6 126.03(18) . . ?
O3 C5 C1 115.94(16) . . ?
O3 C5 C4 122.95(17) . . ?
C4 C5 C1 121.08(18) . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 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
Mo1 O1 C1 C2 173.18(16) . . . . ?
Mo1 O1 C1 C5 -6.6(2) . . . . ?
Mo1 O3 C5 C1 7.9(2) . . . . ?
Mo1 O3 C5 C4 -174.06(14) . . . . ?
O1 C1 C2 C3 179.82(19) . . . . ?
O1 C1 C5 O3 -0.1(2) . . . . ?
O1 C1 C5 C4 -178.14(17) . . . . ?
O2 C4 C5 O3 179.58(17) . . . . ?
O2 C4 C5 C1 -2.5(3) . . . . ?
C1 C2 C3 O2 -0.9(3) . . . . ?
C2 C1 C5 O3 -179.87(16) . . . . ?
C2 C1 C5 C4 2.0(3) . . . . ?
C3 O2 C4 C5 1.2(3) . . . . ?
C3 O2 C4 C6 -177.71(17) . . . . ?
C4 O2 C3 C2 0.5(3) . . . . ?
C5 C1 C2 C3 -0.4(3) . . . . ?
C6 C4 C5 O3 -1.6(3) . . . . ?
C6 C4 C5 C1 176.30(19) . . . . ?

_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_Maltol
_audit_block_doi                 10.5517/ccdc.csd.cc2gyqtz
_database_code_depnum_ccdc_archive 'CCDC 2292692'
loop_
_audit_author_name
_audit_author_address
'Nabanita Sadhukhan'
;Institute of Chemical Technology Mumbai
India
;
_audit_update_record             
;
2023-09-04 deposited with the CCDC.	2024-01-19 downloaded from the CCDC.
;

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '5(C6 H6 O3)'
_chemical_formula_sum            'C30 H30 O15'
_chemical_formula_weight         630.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         C6O3H10
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.9493(4)
_cell_length_b                   7.1414(4)
_cell_length_c                   30.2196(13)
_cell_angle_alpha                85.419(4)
_cell_angle_beta                 86.684(4)
_cell_angle_gamma                70.931(5)
_cell_volume                     1412.09(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4476
_cell_measurement_temperature    150
_cell_measurement_theta_max      72.8690
_cell_measurement_theta_min      5.9560
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.783
_exptl_absorpt_coefficient_mu    1.031
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59571
_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_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.056
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1271
_diffrn_reflns_av_unetI/netI     0.1016
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            18978
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.895
_diffrn_reflns_theta_min         2.936
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -191.00 -11.00   1.00    4.00    -- -101.00   0.00  36.00  180
  2  ω   -122.00  27.00   1.00    4.00    --  -32.00   0.00-108.00  149
  3  ω   -107.00 -11.00   1.00    4.00    -- -101.00  72.00 -36.00   96
  4  ω   -105.00 -27.00   1.00    4.00    -- -101.00  72.00 144.00   78
  5  ω   -106.00 -22.00   1.00    4.00    -- -101.00  72.00-144.00   84
  6  ω   -120.00 -34.00   1.00    4.00    -- -101.00  43.00 108.00   86
  7  ω    -58.00  15.00   1.00    4.00    --  -32.00  72.00-108.00   73
  8  ω    -97.00 -67.00   1.00    4.00    -- -101.00  72.00  72.00   30
  9  ω    -66.00 -16.00   1.00    4.00    --  -32.00  72.00 108.00   50
 10  ω   -106.00 -22.00   1.00    4.00    -- -101.00  72.00 -72.00   84
 11  ω   -106.00 -76.00   1.00    4.00    -- -101.00  72.00  36.00   30
 12  ω    -94.00 -19.00   1.00    4.00    -- -101.00  72.00 108.00   75
 13  ω   -162.00 -77.00   1.00    4.00    -- -101.00 -44.00 144.00   85
 14  ω    -97.00 -31.00   1.00    4.00    -- -101.00  72.00-108.00   66
 15  ω   -155.00-111.00   1.00    4.00    -- -101.00 -72.00 108.00   44
 16  ω    -44.00 -14.00   1.00    4.00    --  -32.00  72.00 -36.00   30
 17  ω   -120.00 -89.00   1.00    4.00    -- -101.00  72.00   0.00   31
 18  ω   -117.00 -86.00   1.00    4.00    -- -101.00  72.00-180.00   31
 19  ω   -191.00 -67.00   1.00    4.00    -- -101.00 -72.00  36.00  124
 20  ω   -191.00 -67.00   1.00    4.00    -- -101.00 -72.00 -36.00  124
 21  ω   -191.00 -67.00   1.00    4.00    -- -101.00 -72.00-108.00  124
 22  ω   -122.00  58.00   1.00    4.00    --  -32.00   0.00  36.00  180
 23  ω   -191.00 -70.00   1.00    4.00    -- -101.00 -72.00 144.00  121
 24  ω   -191.00-184.00   1.00    4.00    -- -101.00 -72.00  72.00    7
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1794852000
_diffrn_orient_matrix_UB_12      -0.0439390000
_diffrn_orient_matrix_UB_13      0.0259712000
_diffrn_orient_matrix_UB_21      0.0227919000
_diffrn_orient_matrix_UB_22      0.1230309000
_diffrn_orient_matrix_UB_23      0.0377900000
_diffrn_orient_matrix_UB_31      -0.1494842000
_diffrn_orient_matrix_UB_32      0.1877467000
_diffrn_orient_matrix_UB_33      -0.0227141000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3551
_reflns_number_total             5419
_reflns_odcompleteness_completeness 94.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     73.73
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.722
_refine_diff_density_min         -0.911
_refine_diff_density_rms         0.205
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         5419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1352
_refine_ls_R_factor_gt           0.0907
_refine_ls_restrained_S_all      1.081
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2389
_refine_ls_wR_factor_ref         0.3199
_refine_special_details          ?
_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 Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C9(H9), C10(H10), C15(H15), C16(H16), C21(H21), C22(H22),
 C27(H27), C28(H28)
2.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C12(H12A,H12B,H12C), C18(H18A,H18B,H18C), C24(H24A,H24B,
 H24C), C30(H30A,H30B,H30C)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2), O5(H5), O8(H8), O11(H11), O14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6045(4) 0.8672(4) 0.86077(8) 0.0311(6) Uani 1 1 d . . . . .
O2 O 0.5452(4) 0.4479(4) 0.92740(8) 0.0291(6) Uani 1 1 d . . . . .
H2 H 0.503471 0.443114 0.953987 0.044 Uiso 1 1 calc GR . . . .
O3 O 0.5061(5) 0.7171(4) 0.98998(9) 0.0373(7) Uani 1 1 d . . . . .
O4 O 0.7131(4) 0.8375(4) 0.74181(9) 0.0327(6) Uani 1 1 d . . . . .
O5 O 0.6567(5) 1.2854(4) 0.67327(9) 0.0349(7) Uani 1 1 d . . . . .
H5 H 0.680041 1.298150 0.645806 0.052 Uiso 1 1 calc GR . . . .
O6 O 0.7074(5) 1.0120(4) 0.61100(9) 0.0371(7) Uani 1 1 d . . . . .
O7 O 1.0509(4) 0.5168(4) 0.94114(8) 0.0306(6) Uani 1 1 d . . . . .
O8 O 1.0961(4) 0.1121(4) 0.87362(8) 0.0330(7) Uani 1 1 d . . . . .
H8 H 1.150134 0.092782 0.848080 0.049 Uiso 1 1 calc GR . . . .
O9 O 1.1519(5) 0.3937(4) 0.81207(8) 0.0366(7) Uani 1 1 d . . . . .
O10 O 0.7555(4) 0.6102(4) 0.46068(9) 0.0360(7) Uani 1 1 d . . . . .
O11 O 0.7820(5) 0.1726(4) 0.53073(9) 0.0366(7) Uani 1 1 d . . . . .
H11 H 0.761903 0.161867 0.558353 0.055 Uiso 1 1 calc GR . . . .
O12 O 0.6890(4) 0.4600(4) 0.59114(9) 0.0362(7) Uani 1 1 d . . . . .
O13 O 0.2249(4) 0.8608(4) 0.66152(9) 0.0338(7) Uani 1 1 d . . . . .
O14 O 0.1468(4) 1.2694(4) 0.73016(9) 0.0351(7) Uani 1 1 d . . . . .
H14 H 0.143077 1.268815 0.758006 0.053 Uiso 1 1 calc GR . . . .
O15 O 0.1833(4) 0.9588(4) 0.79219(8) 0.0341(7) Uani 1 1 d . . . . .
C1 C 0.5598(5) 0.6319(5) 0.91593(11) 0.0240(8) Uani 1 1 d . . . . .
C2 C 0.5408(6) 0.7660(5) 0.95057(12) 0.0271(8) Uani 1 1 d . . . . .
C3 C 0.5611(6) 0.9530(5) 0.93555(12) 0.0290(8) Uani 1 1 d . . . . .
H3 H 0.553929 1.048158 0.956376 0.035 Uiso 1 1 calc R . . . .
C4 C 0.5902(6) 0.9953(6) 0.89240(13) 0.0335(9) Uani 1 1 d . . . . .
H4 H 0.601454 1.121991 0.883413 0.040 Uiso 1 1 calc R . . . .
C5 C 0.5877(5) 0.6858(5) 0.87318(12) 0.0253(8) Uani 1 1 d . . . . .
C6 C 0.6063(6) 0.5617(6) 0.83484(12) 0.0326(9) Uani 1 1 d . . . . .
H6A H 0.483718 0.614904 0.817270 0.049 Uiso 1 1 calc GR . . . .
H6B H 0.621427 0.424864 0.845804 0.049 Uiso 1 1 calc GR . . . .
H6C H 0.725940 0.563507 0.816206 0.049 Uiso 1 1 calc GR . . . .
C7 C 0.6835(5) 1.0916(5) 0.68546(12) 0.0254(8) Uani 1 1 d . . . . .
C8 C 0.7109(5) 0.9562(6) 0.65085(13) 0.0277(8) Uani 1 1 d . . . . .
C9 C 0.7371(6) 0.7530(6) 0.66716(13) 0.0310(9) Uani 1 1 d . . . . .
H9 H 0.753616 0.653620 0.646840 0.037 Uiso 1 1 calc R . . . .
C10 C 0.7378(6) 0.7061(6) 0.71101(14) 0.0354(9) Uani 1 1 d . . . . .
H10 H 0.757043 0.571703 0.720808 0.043 Uiso 1 1 calc R . . . .
C11 C 0.6836(5) 1.0318(6) 0.72878(12) 0.0284(8) Uani 1 1 d . . . . .
C12 C 0.6532(7) 1.1597(6) 0.76701(13) 0.0372(9) Uani 1 1 d . . . . .
H12A H 0.522103 1.169966 0.782230 0.056 Uiso 1 1 calc GR . . . .
H12B H 0.654184 1.292396 0.756092 0.056 Uiso 1 1 calc GR . . . .
H12C H 0.763346 1.100845 0.787791 0.056 Uiso 1 1 calc GR . . . .
C13 C 1.0906(6) 0.2931(5) 0.88530(12) 0.0271(8) Uani 1 1 d . . . . .
C14 C 1.0587(5) 0.3350(5) 0.92848(12) 0.0272(8) Uani 1 1 d . . . . .
C15 C 1.0732(5) 0.6549(5) 0.90988(12) 0.0283(8) Uani 1 1 d . . . . .
H15 H 1.067387 0.780658 0.919195 0.034 Uiso 1 1 calc R . . . .
C16 C 1.1028(5) 0.6250(5) 0.86701(12) 0.0268(8) Uani 1 1 d . . . . .
H16 H 1.114391 0.729058 0.846498 0.032 Uiso 1 1 calc R . . . .
C17 C 1.1174(5) 0.4350(5) 0.85124(12) 0.0268(8) Uani 1 1 d . . . . .
C18 C 1.0294(6) 0.2020(6) 0.96621(12) 0.0356(9) Uani 1 1 d . . . . .
H18A H 1.148855 0.162402 0.984810 0.053 Uiso 1 1 calc GR . . . .
H18B H 1.011838 0.083670 0.955053 0.053 Uiso 1 1 calc GR . . . .
H18C H 0.907905 0.271514 0.983884 0.053 Uiso 1 1 calc GR . . . .
C19 C 0.7583(5) 0.3655(5) 0.51766(12) 0.0270(8) Uani 1 1 d . . . . .
C20 C 0.7097(5) 0.5091(5) 0.55140(12) 0.0275(8) Uani 1 1 d . . . . .
C21 C 0.6888(6) 0.7076(6) 0.53450(12) 0.0296(8) Uani 1 1 d . . . . .
H21 H 0.658598 0.810974 0.554322 0.036 Uiso 1 1 calc R . . . .
C22 C 0.7115(6) 0.7480(6) 0.49099(14) 0.0362(9) Uani 1 1 d . . . . .
H22 H 0.695755 0.881372 0.480824 0.043 Uiso 1 1 calc R . . . .
C23 C 0.7784(5) 0.4176(6) 0.47465(12) 0.0286(8) Uani 1 1 d . . . . .
C24 C 0.8284(6) 0.2845(6) 0.43695(13) 0.0353(9) Uani 1 1 d . . . . .
H24A H 0.706568 0.308708 0.419666 0.053 Uiso 1 1 calc GR . . . .
H24B H 0.875231 0.145621 0.448647 0.053 Uiso 1 1 calc GR . . . .
H24C H 0.936140 0.311771 0.417816 0.053 Uiso 1 1 calc GR . . . .
C25 C 0.1777(5) 1.0826(5) 0.71786(12) 0.0252(8) Uani 1 1 d . . . . .
C26 C 0.1927(5) 1.0472(6) 0.67444(12) 0.0284(8) Uani 1 1 d . . . . .
C27 C 0.2409(6) 0.7116(6) 0.69256(12) 0.0321(9) Uani 1 1 d . . . . .
H27 H 0.263686 0.582612 0.682868 0.039 Uiso 1 1 calc R . . . .
C28 C 0.2270(5) 0.7333(6) 0.73592(13) 0.0298(8) Uani 1 1 d . . . . .
H28 H 0.238780 0.621680 0.756196 0.036 Uiso 1 1 calc R . . . .
C29 C 0.1938(5) 0.9265(5) 0.75247(12) 0.0256(8) Uani 1 1 d . . . . .
C30 C 0.1739(7) 1.1968(6) 0.63668(13) 0.0382(9) Uani 1 1 d . . . . .
H30A H 0.304227 1.167856 0.619916 0.057 Uiso 1 1 calc GR . . . .
H30B H 0.137335 1.329357 0.647945 0.057 Uiso 1 1 calc GR . . . .
H30C H 0.067872 1.192320 0.617179 0.057 Uiso 1 1 calc GR . . . .


_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
O1 C4 1.353(4) . ?
O1 C5 1.360(4) . ?
O2 H2 0.8400 . ?
O2 C1 1.366(4) . ?
O3 C2 1.247(5) . ?
O4 C10 1.339(5) . ?
O4 C11 1.363(5) . ?
O5 H5 0.8400 . ?
O5 C7 1.358(4) . ?
O6 C8 1.237(5) . ?
O7 C14 1.366(4) . ?
O7 C15 1.350(5) . ?
O8 H8 0.8400 . ?
O8 C13 1.354(4) . ?
O9 C17 1.234(4) . ?
O10 C22 1.348(5) . ?
O10 C23 1.367(5) . ?
O11 H11 0.8400 . ?
O11 C19 1.362(5) . ?
O12 C20 1.238(5) . ?
O13 C26 1.362(4) . ?
O13 C27 1.342(5) . ?
O14 H14 0.8400 . ?
O14 C25 1.359(4) . ?
O15 C29 1.234(4) . ?
C1 C2 1.446(5) . ?
C1 C5 1.340(5) . ?
C2 C3 1.425(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.334(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.489(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.443(5) . ?
C7 C11 1.344(5) . ?
C8 C9 1.451(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.341(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.493(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.352(5) . ?
C13 C17 1.434(5) . ?
C14 C18 1.473(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.323(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.444(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.451(5) . ?
C19 C23 1.335(6) . ?
C20 C21 1.432(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.335(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.495(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.348(5) . ?
C25 C29 1.447(5) . ?
C26 C30 1.481(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.326(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.448(5) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O1 C5 118.9(3) . . ?
C1 O2 H2 109.5 . . ?
C10 O4 C11 119.4(3) . . ?
C7 O5 H5 109.5 . . ?
C15 O7 C14 119.1(3) . . ?
C13 O8 H8 109.5 . . ?
C22 O10 C23 119.0(3) . . ?
C19 O11 H11 109.5 . . ?
C27 O13 C26 119.3(3) . . ?
C25 O14 H14 109.5 . . ?
O2 C1 C2 118.7(3) . . ?
C5 C1 O2 119.9(3) . . ?
C5 C1 C2 121.4(3) . . ?
O3 C2 C1 120.8(3) . . ?
O3 C2 C3 124.5(3) . . ?
C3 C2 C1 114.7(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(3) . . ?
C4 C3 H3 119.8 . . ?
O1 C4 H4 118.3 . . ?
C3 C4 O1 123.4(4) . . ?
C3 C4 H4 118.3 . . ?
O1 C5 C6 112.7(3) . . ?
C1 C5 O1 121.2(3) . . ?
C1 C5 C6 126.0(3) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O5 C7 C8 118.1(3) . . ?
C11 C7 O5 119.7(3) . . ?
C11 C7 C8 122.2(4) . . ?
O6 C8 C7 122.2(4) . . ?
O6 C8 C9 123.8(3) . . ?
C7 C8 C9 114.0(3) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.8(3) . . ?
C10 C9 H9 120.1 . . ?
O4 C10 C9 123.9(4) . . ?
O4 C10 H10 118.1 . . ?
C9 C10 H10 118.1 . . ?
O4 C11 C12 112.8(3) . . ?
C7 C11 O4 120.7(3) . . ?
C7 C11 C12 126.4(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O8 C13 C17 118.7(3) . . ?
C14 C13 O8 119.2(3) . . ?
C14 C13 C17 122.0(3) . . ?
O7 C14 C18 112.6(3) . . ?
C13 C14 O7 120.4(3) . . ?
C13 C14 C18 126.9(3) . . ?
O7 C15 H15 118.1 . . ?
C16 C15 O7 123.7(3) . . ?
C16 C15 H15 118.1 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.3(4) . . ?
C17 C16 H16 119.8 . . ?
O9 C17 C13 121.6(3) . . ?
O9 C17 C16 124.1(4) . . ?
C13 C17 C16 114.3(3) . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O11 C19 C20 118.3(3) . . ?
C23 C19 O11 119.7(3) . . ?
C23 C19 C20 122.0(4) . . ?
O12 C20 C19 121.6(4) . . ?
O12 C20 C21 124.1(3) . . ?
C21 C20 C19 114.2(3) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
O10 C22 H22 118.2 . . ?
C21 C22 O10 123.7(4) . . ?
C21 C22 H22 118.2 . . ?
O10 C23 C24 112.1(3) . . ?
C19 C23 O10 120.8(3) . . ?
C19 C23 C24 127.1(4) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O14 C25 C29 118.1(3) . . ?
C26 C25 O14 119.9(3) . . ?
C26 C25 C29 122.0(3) . . ?
O13 C26 C30 113.2(3) . . ?
C25 C26 O13 120.7(4) . . ?
C25 C26 C30 126.1(3) . . ?
O13 C27 H27 118.0 . . ?
C28 C27 O13 124.0(4) . . ?
C28 C27 H27 118.0 . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.2(4) . . ?
C29 C28 H28 119.9 . . ?
O15 C29 C25 121.8(3) . . ?
O15 C29 C28 124.4(3) . . ?
C25 C29 C28 113.8(3) . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.469
_oxdiff_exptl_absorpt_empirical_full_min 0.392
