# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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. 
# 
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data_sjg-jsm-05-47_cu
_database_code_depnum_ccdc_archive 'CCDC 2097413'
loop_
_audit_author_name
_audit_author_address
'Darshan Mhatre'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2021-07-16 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
_audit_creation_date             2021-06-17
_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         'C16 H14 O4, H2 O'
_chemical_formula_sum            'C16 H16 O5'
_chemical_formula_weight         288.29
_chemical_absolute_configuration unk
_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 0.0181 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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.3663(2)
_cell_length_b                   7.4309(3)
_cell_length_c                   32.7640(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1306.52(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2496
_cell_measurement_temperature    150
_cell_measurement_theta_max      72.3130
_cell_measurement_theta_min      2.6520
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.841
_exptl_absorpt_coefficient_mu    0.909
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
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    1.466
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.198
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.036
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0973
_diffrn_reflns_av_unetI/netI     0.0908
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            6690
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        64.994
_diffrn_reflns_theta_max         64.994
_diffrn_reflns_theta_min         2.697
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -169.00 -38.00   1.00   12.00    -- -101.00   0.00 108.00  131
  2  ω   -107.00   0.00   1.00   12.00    --  -32.00 -72.00 -36.00  107
  3  ω    -97.00 -37.00   1.00   12.00    -- -101.00  72.00 108.00   60
  4  ω    -88.00 -34.00   1.00   12.00    -- -101.00  72.00  36.00   54
  5  ω   -153.00 -96.00   1.00   12.00    -- -101.00 -72.00-180.00   57
  6  ω   -122.00 -92.00   1.00   12.00    --  -32.00   0.00-180.00   30
  7  ω   -173.00 -67.00   1.00   12.00    -- -101.00 -72.00  36.00  106
  8  ω   -109.00 -25.00   1.00   12.00    -- -101.00   0.00-180.00   84
  9  ω    -37.00  58.00   1.00   12.00    --  -32.00  72.00 108.00   95
 10  ω   -128.00 -96.00   1.00   12.00    -- -101.00  72.00-180.00   32
 11  ω   -191.00-144.00   1.00   12.00    -- -101.00 -72.00-108.00   47
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.641
_reflns_Friedel_fraction_full    0.986
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                1825
_reflns_number_total             2219
_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       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_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         0.236
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details 
;
 Flack x determined using 576 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.4(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2219
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0534
_refine_ls_restrained_S_all      1.023
_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)+(0.0677P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1239
_refine_ls_wR_factor_ref         0.1347
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O5(H5A,H5B)
2.b Ternary CH refined with riding coordinates:
 C4(H4A)
2.c Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.d Aromatic/amide H refined with riding coordinates:
 C9(H9), C15(H15), C7(H7), C12(H12), C13(H13), C14(H14)
2.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
2.f Idealised tetrahedral OH refined as rotating group:
 O4(H4), O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.1724(6) 0.1493(4) 0.35879(9) 0.0253(7) Uani 1 1 d . . . . .
O1 O 0.2291(6) 0.2220(4) 0.42722(8) 0.0258(7) Uani 1 1 d . . . . .
O5 O 1.0716(6) 0.3997(4) 0.20104(10) 0.0340(8) Uani 1 1 d . . . . .
H5A H 0.969338 0.331136 0.214552 0.051 Uiso 1 1 d G . . . .
H5B H 0.975463 0.467628 0.186184 0.051 Uiso 1 1 d G . . . .
O4 O 0.8016(6) 0.2166(4) 0.25892(9) 0.0302(8) Uani 1 1 d . . . . .
H4 H 0.827326 0.108869 0.265447 0.045 Uiso 1 1 calc GR . . . .
O3 O 0.4887(6) 0.7344(4) 0.32730(9) 0.0308(8) Uani 1 1 d . . . . .
H3 H 0.616925 0.778863 0.316597 0.046 Uiso 1 1 calc GR . . . .
C9 C 0.4730(9) 0.1858(6) 0.30824(13) 0.0236(10) Uani 1 1 d . . . . .
H9 H 0.468291 0.059303 0.304159 0.028 Uiso 1 1 calc R . . . .
C16 C 0.3140(8) 0.5402(6) 0.41590(13) 0.0225(9) Uani 1 1 d . . . . .
C4 C 0.1617(8) 0.5293(6) 0.37723(13) 0.0242(10) Uani 1 1 d . . . . .
H4A H 0.098451 0.651132 0.369417 0.029 Uiso 1 1 calc R . . . .
C15 C 0.4349(9) 0.6944(6) 0.42911(13) 0.0267(10) Uani 1 1 d . . . . .
H15 H 0.419794 0.802797 0.413922 0.032 Uiso 1 1 calc R . . . .
C2 C 0.0490(8) 0.2188(6) 0.39480(12) 0.0231(10) Uani 1 1 d . . . . .
C10 C 0.3184(8) 0.2665(6) 0.33678(12) 0.0224(9) Uani 1 1 d . . . . .
C5 C 0.3160(9) 0.4502(6) 0.34324(12) 0.0219(9) Uani 1 1 d . . . . .
C3 C -0.0558(8) 0.4016(6) 0.38605(14) 0.0254(10) Uani 1 1 d . . . . .
H3A H -0.152201 0.445381 0.409828 0.030 Uiso 1 1 calc R . . . .
H3B H -0.168707 0.396097 0.362179 0.030 Uiso 1 1 calc R . . . .
C7 C 0.6375(8) 0.4758(6) 0.29069(13) 0.0243(10) Uani 1 1 d . . . . .
H7 H 0.745186 0.548119 0.274546 0.029 Uiso 1 1 calc R . . . .
C8 C 0.6344(8) 0.2922(6) 0.28577(13) 0.0242(10) Uani 1 1 d . . . . .
C11 C 0.3360(8) 0.3835(6) 0.43866(13) 0.0233(9) Uani 1 1 d . . . . .
C12 C 0.4777(8) 0.3808(6) 0.47447(13) 0.0253(10) Uani 1 1 d . . . . .
H12 H 0.490242 0.273610 0.490148 0.030 Uiso 1 1 calc R . . . .
C6 C 0.4811(8) 0.5553(6) 0.31961(13) 0.0238(10) Uani 1 1 d . . . . .
C13 C 0.5991(8) 0.5351(7) 0.48685(13) 0.0294(11) Uani 1 1 d . . . . .
H13 H 0.697688 0.533511 0.510928 0.035 Uiso 1 1 calc R . . . .
C1 C -0.1397(8) 0.0766(6) 0.40578(14) 0.0277(11) Uani 1 1 d . . . . .
H1A H -0.258873 0.062630 0.383345 0.041 Uiso 1 1 calc GR . . . .
H1B H -0.228610 0.112630 0.430595 0.041 Uiso 1 1 calc GR . . . .
H1C H -0.054201 -0.038066 0.410555 0.041 Uiso 1 1 calc GR . . . .
C14 C 0.5782(9) 0.6914(6) 0.46450(14) 0.0303(11) Uani 1 1 d . . . . .
H14 H 0.661812 0.797290 0.473259 0.036 Uiso 1 1 calc R . . . .


_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
O2 C2 1.448(5) . ?
O2 C10 1.376(5) . ?
O1 C2 1.436(5) . ?
O1 C11 1.382(5) . ?
O5 H5A 0.8701 . ?
O5 H5B 0.8702 . ?
O4 H4 0.8400 . ?
O4 C8 1.377(5) . ?
O3 H3 0.8400 . ?
O3 C6 1.355(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(6) . ?
C9 C8 1.385(6) . ?
C16 C4 1.510(6) . ?
C16 C15 1.387(6) . ?
C16 C11 1.388(6) . ?
C4 H4A 1.0000 . ?
C4 C5 1.507(6) . ?
C4 C3 1.532(6) . ?
C15 H15 0.9500 . ?
C15 C14 1.392(7) . ?
C2 C3 1.498(6) . ?
C2 C1 1.507(6) . ?
C10 C5 1.381(6) . ?
C5 C6 1.412(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C8 1.374(6) . ?
C7 C6 1.397(6) . ?
C11 C12 1.398(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.378(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C14 H14 0.9500 . ?

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
C10 O2 C2 117.5(3) . . ?
C11 O1 C2 119.6(3) . . ?
H5A O5 H5B 104.5 . . ?
C8 O4 H4 109.5 . . ?
C6 O3 H3 109.5 . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C8 C9 C10 119.1(4) . . ?
C15 C16 C4 124.0(4) . . ?
C15 C16 C11 119.1(4) . . ?
C11 C16 C4 116.9(4) . . ?
C16 C4 H4A 110.5 . . ?
C16 C4 C3 106.7(3) . . ?
C5 C4 C16 110.1(4) . . ?
C5 C4 H4A 110.5 . . ?
C5 C4 C3 108.4(4) . . ?
C3 C4 H4A 110.5 . . ?
C16 C15 H15 119.8 . . ?
C16 C15 C14 120.4(4) . . ?
C14 C15 H15 119.8 . . ?
O2 C2 C3 109.8(3) . . ?
O2 C2 C1 104.6(3) . . ?
O1 C2 O2 107.5(3) . . ?
O1 C2 C3 112.3(3) . . ?
O1 C2 C1 106.7(3) . . ?
C3 C2 C1 115.4(4) . . ?
O2 C10 C9 114.9(4) . . ?
O2 C10 C5 122.7(4) . . ?
C5 C10 C9 122.4(4) . . ?
C10 C5 C4 120.3(4) . . ?
C10 C5 C6 117.2(4) . . ?
C6 C5 C4 122.3(4) . . ?
C4 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
C2 C3 C4 108.2(4) . . ?
C2 C3 H3A 110.1 . . ?
C2 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
C8 C7 H7 120.3 . . ?
C8 C7 C6 119.5(4) . . ?
C6 C7 H7 120.3 . . ?
O4 C8 C9 121.0(4) . . ?
C7 C8 O4 118.2(4) . . ?
C7 C8 C9 120.8(4) . . ?
O1 C11 C16 123.2(4) . . ?
O1 C11 C12 116.2(4) . . ?
C16 C11 C12 120.6(4) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.4(4) . . ?
C13 C12 H12 120.3 . . ?
O3 C6 C5 117.4(4) . . ?
O3 C6 C7 121.6(4) . . ?
C7 C6 C5 121.0(4) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.4(4) . . ?
C14 C13 H13 119.8 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 C15 120.1(4) . . ?
C13 C14 H14 120.0 . . ?

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
O2 C2 C3 C4 -64.4(4) . . . . ?
O2 C10 C5 C4 4.0(7) . . . . ?
O2 C10 C5 C6 177.8(4) . . . . ?
O1 C2 C3 C4 55.2(4) . . . . ?
O1 C11 C12 C13 177.2(4) . . . . ?
C9 C10 C5 C4 -174.4(4) . . . . ?
C9 C10 C5 C6 -0.6(7) . . . . ?
C16 C4 C5 C10 90.2(5) . . . . ?
C16 C4 C5 C6 -83.3(5) . . . . ?
C16 C4 C3 C2 -63.6(4) . . . . ?
C16 C15 C14 C13 -0.6(7) . . . . ?
C16 C11 C12 C13 -0.9(6) . . . . ?
C4 C16 C15 C14 -177.9(4) . . . . ?
C4 C16 C11 O1 0.8(6) . . . . ?
C4 C16 C11 C12 178.8(4) . . . . ?
C4 C5 C6 O3 -3.0(6) . . . . ?
C4 C5 C6 C7 174.4(4) . . . . ?
C15 C16 C4 C5 97.7(5) . . . . ?
C15 C16 C4 C3 -144.8(4) . . . . ?
C15 C16 C11 O1 -177.8(4) . . . . ?
C15 C16 C11 C12 0.1(6) . . . . ?
C2 O2 C10 C9 166.7(3) . . . . ?
C2 O2 C10 C5 -11.8(6) . . . . ?
C2 O1 C11 C16 -12.0(6) . . . . ?
C2 O1 C11 C12 170.0(4) . . . . ?
C10 O2 C2 O1 -80.1(4) . . . . ?
C10 O2 C2 C3 42.3(5) . . . . ?
C10 O2 C2 C1 166.7(3) . . . . ?
C10 C9 C8 O4 176.0(4) . . . . ?
C10 C9 C8 C7 -1.8(6) . . . . ?
C10 C5 C6 O3 -176.7(4) . . . . ?
C10 C5 C6 C7 0.7(6) . . . . ?
C5 C4 C3 C2 55.0(4) . . . . ?
C3 C4 C5 C10 -26.2(6) . . . . ?
C3 C4 C5 C6 160.3(4) . . . . ?
C8 C9 C10 O2 -177.4(4) . . . . ?
C8 C9 C10 C5 1.1(7) . . . . ?
C8 C7 C6 O3 175.9(4) . . . . ?
C8 C7 C6 C5 -1.4(6) . . . . ?
C11 O1 C2 O2 103.4(4) . . . . ?
C11 O1 C2 C3 -17.5(5) . . . . ?
C11 O1 C2 C1 -144.9(4) . . . . ?
C11 C16 C4 C5 -80.9(5) . . . . ?
C11 C16 C4 C3 36.6(5) . . . . ?
C11 C16 C15 C14 0.6(6) . . . . ?
C11 C12 C13 C14 1.0(7) . . . . ?
C12 C13 C14 C15 -0.3(7) . . . . ?
C6 C7 C8 O4 -175.9(4) . . . . ?
C6 C7 C8 C9 1.9(7) . . . . ?
C1 C2 C3 C4 177.8(3) . . . . ?

_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
;
####################################################################### 
# 
# 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_sjg-jsm-06-69-c_cu
_database_code_depnum_ccdc_archive 'CCDC 2097423'
loop_
_audit_author_name
_audit_author_address
'Darshan Mhatre'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2021-07-16 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
_audit_creation_date             2021-06-24
_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         'C32 H36 O6'
_chemical_formula_sum            'C32 H36 O6'
_chemical_formula_weight         516.61
_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 0.0181 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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   14.4688(7)
_cell_length_b                   8.0297(5)
_cell_length_c                   46.845(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5442.4(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1708
_cell_measurement_temperature    150
_cell_measurement_theta_max      54.1530
_cell_measurement_theta_min      3.5460
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.874
_exptl_absorpt_coefficient_mu    0.694
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.03116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.021
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1785
_diffrn_reflns_av_unetI/netI     0.1429
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_number            19311
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        64.998
_diffrn_reflns_theta_max         64.998
_diffrn_reflns_theta_min         3.591
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -135.00 -11.00   1.00    8.00    -- -101.00  72.00-180.00  124
  2  ω   -122.00  -8.00   1.00    8.00    --  -32.00 -72.00 -36.00  114
  3  ω   -191.00 -29.00   1.00    8.00    -- -101.00   0.00-180.00  162
  4  ω   -135.00 -11.00   1.00    8.00    -- -101.00  72.00 -36.00  124
  5  ω   -122.00 -43.00   1.00    8.00    --  -32.00   0.00 -36.00   79
;
_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      0.1052559000
_diffrn_orient_matrix_UB_12      -0.0130139000
_diffrn_orient_matrix_UB_13      0.0044294000
_diffrn_orient_matrix_UB_21      0.0131952000
_diffrn_orient_matrix_UB_22      -0.0281626000
_diffrn_orient_matrix_UB_23      -0.0322812000
_diffrn_orient_matrix_UB_31      0.0092513000
_diffrn_orient_matrix_UB_32      0.1892680000
_diffrn_orient_matrix_UB_33      -0.0045095000
_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'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2095
_reflns_number_total             4618
_reflns_odcompleteness_completeness 98.16
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.57
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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         0.332
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         4618
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1782
_refine_ls_R_factor_gt           0.0917
_refine_ls_restrained_S_all      1.000
_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)+(0.1484P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2347
_refine_ls_wR_factor_ref         0.3225
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C19(H19), C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C18(H18A,H18B), C5(H5A,H5B), C8(H8A,H8B), C7(H7A,H7B), C26(H26A,
 H26B), C6(H6A,H6B), C4(H4A,H4B), C2(H2A,H2B), C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C13(H13), C22(H22), C23(H23), C32(H32), C31(H31), C28(H28),
 C30(H30), C29(H29)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
2.e Idealised tetrahedral OH refined as rotating group:
 O2(H2), O3(H3)
;
_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
O4 O 0.7532(2) -0.1457(4) 0.81964(8) 0.0477(10) Uani 1 1 d . . . . .
O5 O 0.6732(2) -0.0532(5) 0.85963(9) 0.0492(10) Uani 1 1 d . . . . .
O6 O 0.5562(3) 0.4930(5) 0.87944(9) 0.0532(11) Uani 1 1 d . . . . .
O1 O 0.5862(2) 0.1321(5) 0.70399(8) 0.0502(11) Uani 1 1 d . . . . .
O2 O 0.5323(2) 0.0361(5) 0.75074(9) 0.0496(10) Uani 1 1 d . . . . .
H2 H 0.530757 0.086585 0.735049 0.074 Uiso 1 1 calc GR . . . .
O3 O 0.8555(2) 0.0302(5) 0.72874(9) 0.0518(11) Uani 1 1 d . . . . .
H3 H 0.905948 0.010667 0.736931 0.078 Uiso 1 1 calc GR . . . .
C9 C 0.7402(3) 0.1603(7) 0.68863(13) 0.0457(14) Uani 1 1 d . . . . .
H9A H 0.779975 0.063058 0.684393 0.055 Uiso 1 1 calc R . . . .
H9B H 0.780197 0.248393 0.696786 0.055 Uiso 1 1 calc R . . . .
C11 C 0.6934(3) 0.0391(6) 0.73840(13) 0.0404(13) Uani 1 1 d . . . . .
C25 C 0.6132(3) 0.2106(7) 0.87046(12) 0.0424(13) Uani 1 1 d . . . . .
H25 H 0.648402 0.207860 0.887573 0.051 Uiso 1 1 calc R . . . .
C18 C 0.5923(4) -0.2278(7) 0.82583(13) 0.0483(15) Uani 1 1 d . . . . .
H18A H 0.544404 -0.252032 0.840340 0.058 Uiso 1 1 calc R . . . .
H18B H 0.599553 -0.326947 0.813464 0.058 Uiso 1 1 calc R . . . .
C24 C 0.5609(4) 0.3489(7) 0.86367(13) 0.0443(14) Uani 1 1 d . . . . .
C21 C 0.5597(3) 0.0717(6) 0.82734(13) 0.0423(14) Uani 1 1 d . . . . .
C12 C 0.7849(3) 0.0036(6) 0.74722(13) 0.0399(13) Uani 1 1 d . . . . .
C13 C 0.8026(3) -0.0612(6) 0.77404(13) 0.0428(13) Uani 1 1 d . . . . .
H13 H 0.864001 -0.088313 0.779476 0.051 Uiso 1 1 calc R . . . .
C22 C 0.5070(3) 0.2137(6) 0.82142(14) 0.0452(14) Uani 1 1 d . . . . .
H22 H 0.469461 0.214644 0.804776 0.054 Uiso 1 1 calc R . . . .
C23 C 0.5074(3) 0.3516(7) 0.83872(14) 0.0474(15) Uani 1 1 d . . . . .
H23 H 0.472029 0.447220 0.833883 0.057 Uiso 1 1 calc R . . . .
C10 C 0.6698(4) 0.1101(6) 0.71084(13) 0.0426(13) Uani 1 1 d . . . . .
C15 C 0.6383(3) -0.0531(6) 0.78571(12) 0.0384(13) Uani 1 1 d . . . . .
C20 C 0.6137(3) 0.0765(6) 0.85204(13) 0.0424(14) Uani 1 1 d . . . . .
C14 C 0.7295(3) -0.0867(6) 0.79311(12) 0.0396(13) Uani 1 1 d . . . . .
C16 C 0.6219(3) 0.0056(7) 0.75809(13) 0.0435(14) Uani 1 1 d . . . . .
C19 C 0.6817(3) -0.1865(7) 0.83995(13) 0.0457(14) Uani 1 1 d . . . . .
H19 H 0.702325 -0.287074 0.850812 0.055 Uiso 1 1 calc R . . . .
C5 C 0.8171(4) 0.3630(7) 0.58916(14) 0.0557(16) Uani 1 1 d . . . . .
H5A H 0.855474 0.262703 0.585838 0.067 Uiso 1 1 calc R . . . .
H5B H 0.857266 0.449294 0.597749 0.067 Uiso 1 1 calc R . . . .
C17 C 0.5646(4) -0.0774(7) 0.80808(13) 0.0462(14) Uani 1 1 d . . . . .
H17 H 0.503306 -0.097122 0.798803 0.055 Uiso 1 1 calc R . . . .
C27 C 0.5940(4) 0.6708(8) 0.91763(14) 0.0567(17) Uani 1 1 d . . . . .
C8 C 0.6989(4) 0.2245(7) 0.66049(13) 0.0466(14) Uani 1 1 d . . . . .
H8A H 0.657952 0.138420 0.652202 0.056 Uiso 1 1 calc R . . . .
H8B H 0.661300 0.325174 0.664252 0.056 Uiso 1 1 calc R . . . .
C7 C 0.7760(4) 0.2668(7) 0.63921(13) 0.0488(15) Uani 1 1 d . . . . .
H7A H 0.814289 0.357450 0.647306 0.059 Uiso 1 1 calc R . . . .
H7B H 0.816249 0.167913 0.636929 0.059 Uiso 1 1 calc R . . . .
C26 C 0.6101(4) 0.5060(7) 0.90451(14) 0.0543(16) Uani 1 1 d . . . . .
H26A H 0.676364 0.493042 0.899776 0.065 Uiso 1 1 calc R . . . .
H26B H 0.592680 0.416900 0.918086 0.065 Uiso 1 1 calc R . . . .
C6 C 0.7417(4) 0.3203(7) 0.60988(13) 0.0512(15) Uani 1 1 d . . . . .
H6A H 0.703908 0.229208 0.601716 0.061 Uiso 1 1 calc R . . . .
H6B H 0.701056 0.418544 0.612181 0.061 Uiso 1 1 calc R . . . .
C32 C 0.5197(4) 0.7698(8) 0.91062(16) 0.0646(18) Uani 1 1 d . . . . .
H32 H 0.478024 0.732497 0.896300 0.078 Uiso 1 1 calc R . . . .
C4 C 0.7811(4) 0.4266(7) 0.56040(14) 0.0609(17) Uani 1 1 d . . . . .
H4A H 0.743941 0.337134 0.551465 0.073 Uiso 1 1 calc R . . . .
H4B H 0.739227 0.521712 0.564022 0.073 Uiso 1 1 calc R . . . .
C2 C 0.8133(5) 0.5421(9) 0.51107(15) 0.0717(19) Uani 1 1 d . . . . .
H2A H 0.785075 0.446255 0.501039 0.086 Uiso 1 1 calc R . . . .
H2B H 0.763502 0.623221 0.515150 0.086 Uiso 1 1 calc R . . . .
C3 C 0.8537(5) 0.4811(9) 0.53943(15) 0.0666(19) Uani 1 1 d . . . . .
H3A H 0.895878 0.386612 0.535641 0.080 Uiso 1 1 calc R . . . .
H3B H 0.890598 0.571892 0.548065 0.080 Uiso 1 1 calc R . . . .
C31 C 0.5034(5) 0.9220(9) 0.92372(19) 0.079(2) Uani 1 1 d . . . . .
H31 H 0.452584 0.988784 0.917921 0.094 Uiso 1 1 calc R . . . .
C28 C 0.6513(5) 0.7306(9) 0.93935(18) 0.088(2) Uani 1 1 d . . . . .
H28 H 0.702808 0.665699 0.945223 0.106 Uiso 1 1 calc R . . . .
C30 C 0.5606(6) 0.9751(10) 0.9449(2) 0.092(3) Uani 1 1 d . . . . .
H30 H 0.548709 1.077320 0.954439 0.110 Uiso 1 1 calc R . . . .
C29 C 0.6349(7) 0.8807(11) 0.9524(2) 0.115(4) Uani 1 1 d . . . . .
H29 H 0.675884 0.919224 0.966811 0.138 Uiso 1 1 calc R . . . .
C1 C 0.8826(6) 0.6224(13) 0.49158(19) 0.111(3) Uani 1 1 d . . . . .
H1A H 0.851325 0.661799 0.474293 0.166 Uiso 1 1 calc GR . . . .
H1B H 0.930110 0.540963 0.486373 0.166 Uiso 1 1 calc GR . . . .
H1C H 0.911488 0.716894 0.501360 0.166 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
O4 C14 1.374(6) . ?
O4 C19 1.443(6) . ?
O5 C20 1.397(6) . ?
O5 C19 1.418(7) . ?
O6 C24 1.374(7) . ?
O6 C26 1.413(7) . ?
O1 C10 1.263(6) . ?
O2 H2 0.8400 . ?
O2 C16 1.363(6) . ?
O3 H3 0.8400 . ?
O3 C12 1.355(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.512(8) . ?
C9 C8 1.536(8) . ?
C11 C12 1.417(7) . ?
C11 C10 1.452(8) . ?
C11 C16 1.411(8) . ?
C25 H25 0.9500 . ?
C25 C24 1.381(7) . ?
C25 C20 1.380(8) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.490(8) . ?
C18 C17 1.520(8) . ?
C24 C23 1.402(8) . ?
C21 C22 1.399(7) . ?
C21 C20 1.397(8) . ?
C21 C17 1.500(8) . ?
C12 C13 1.383(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.399(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.372(8) . ?
C23 H23 0.9500 . ?
C15 C14 1.390(7) . ?
C15 C16 1.397(8) . ?
C15 C17 1.508(8) . ?
C19 H19 1.0000 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.500(8) . ?
C5 C4 1.532(9) . ?
C17 H17 1.0000 . ?
C27 C26 1.477(8) . ?
C27 C32 1.377(8) . ?
C27 C28 1.397(9) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C7 1.534(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C6 1.523(8) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C32 H32 0.9500 . ?
C32 C31 1.388(9) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.503(9) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.532(10) . ?
C2 C1 1.501(10) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C31 H31 0.9500 . ?
C31 C30 1.361(10) . ?
C28 H28 0.9500 . ?
C28 C29 1.373(10) . ?
C30 H30 0.9500 . ?
C30 C29 1.361(11) . ?
C29 H29 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 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
C14 O4 C19 119.7(4) . . ?
C20 O5 C19 116.8(4) . . ?
C24 O6 C26 118.8(4) . . ?
C16 O2 H2 109.5 . . ?
C12 O3 H3 109.5 . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
C10 C9 C8 114.7(4) . . ?
C8 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
C12 C11 C10 124.0(5) . . ?
C16 C11 C12 117.1(5) . . ?
C16 C11 C10 118.9(4) . . ?
C24 C25 H25 120.5 . . ?
C20 C25 H25 120.5 . . ?
C20 C25 C24 119.1(5) . . ?
H18A C18 H18B 108.5 . . ?
C19 C18 H18A 110.3 . . ?
C19 C18 H18B 110.3 . . ?
C19 C18 C17 107.1(4) . . ?
C17 C18 H18A 110.3 . . ?
C17 C18 H18B 110.3 . . ?
O6 C24 C25 125.4(5) . . ?
O6 C24 C23 114.1(5) . . ?
C25 C24 C23 120.5(5) . . ?
C22 C21 C20 116.5(5) . . ?
C22 C21 C17 123.8(5) . . ?
C20 C21 C17 119.6(5) . . ?
O3 C12 C11 119.1(5) . . ?
O3 C12 C13 120.0(5) . . ?
C13 C12 C11 120.9(5) . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.7(5) . . ?
C14 C13 H13 120.1 . . ?
C21 C22 H22 118.7 . . ?
C23 C22 C21 122.6(6) . . ?
C23 C22 H22 118.7 . . ?
C24 C23 H23 120.6 . . ?
C22 C23 C24 118.8(5) . . ?
C22 C23 H23 120.6 . . ?
O1 C10 C9 115.7(5) . . ?
O1 C10 C11 120.4(5) . . ?
C11 C10 C9 123.9(5) . . ?
C14 C15 C16 117.2(5) . . ?
C14 C15 C17 118.2(5) . . ?
C16 C15 C17 124.5(4) . . ?
C25 C20 O5 115.2(5) . . ?
C25 C20 C21 122.5(5) . . ?
C21 C20 O5 122.3(5) . . ?
O4 C14 C13 116.0(4) . . ?
O4 C14 C15 122.0(5) . . ?
C15 C14 C13 122.0(5) . . ?
O2 C16 C11 119.8(5) . . ?
O2 C16 C15 117.1(5) . . ?
C15 C16 C11 123.0(5) . . ?
O4 C19 C18 112.4(5) . . ?
O4 C19 H19 107.7 . . ?
O5 C19 O4 108.7(4) . . ?
O5 C19 C18 112.4(4) . . ?
O5 C19 H19 107.7 . . ?
C18 C19 H19 107.7 . . ?
H5A C5 H5B 107.7 . . ?
C6 C5 H5A 108.9 . . ?
C6 C5 H5B 108.9 . . ?
C6 C5 C4 113.4(5) . . ?
C4 C5 H5A 108.9 . . ?
C4 C5 H5B 108.9 . . ?
C18 C17 H17 110.2 . . ?
C21 C17 C18 108.5(5) . . ?
C21 C17 C15 110.4(4) . . ?
C21 C17 H17 110.2 . . ?
C15 C17 C18 107.2(4) . . ?
C15 C17 H17 110.2 . . ?
C32 C27 C26 122.7(6) . . ?
C32 C27 C28 116.0(6) . . ?
C28 C27 C26 121.2(6) . . ?
C9 C8 H8A 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C7 C8 C9 110.4(4) . . ?
C7 C8 H8A 109.6 . . ?
C7 C8 H8B 109.6 . . ?
C8 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C6 C7 C8 114.3(4) . . ?
C6 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
O6 C26 C27 109.0(5) . . ?
O6 C26 H26A 109.9 . . ?
O6 C26 H26B 109.9 . . ?
C27 C26 H26A 109.9 . . ?
C27 C26 H26B 109.9 . . ?
H26A C26 H26B 108.3 . . ?
C5 C6 C7 114.3(5) . . ?
C5 C6 H6A 108.7 . . ?
C5 C6 H6B 108.7 . . ?
C7 C6 H6A 108.7 . . ?
C7 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
C27 C32 H32 118.8 . . ?
C27 C32 C31 122.4(7) . . ?
C31 C32 H32 118.8 . . ?
C5 C4 H4A 108.3 . . ?
C5 C4 H4B 108.3 . . ?
H4A C4 H4B 107.4 . . ?
C3 C4 C5 115.7(5) . . ?
C3 C4 H4A 108.3 . . ?
C3 C4 H4B 108.3 . . ?
H2A C2 H2B 107.6 . . ?
C3 C2 H2A 108.7 . . ?
C3 C2 H2B 108.7 . . ?
C1 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
C1 C2 C3 114.2(6) . . ?
C4 C3 C2 113.2(5) . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
C2 C3 H3A 108.9 . . ?
C2 C3 H3B 108.9 . . ?
H3A C3 H3B 107.8 . . ?
C32 C31 H31 120.1 . . ?
C30 C31 C32 119.7(7) . . ?
C30 C31 H31 120.1 . . ?
C27 C28 H28 119.2 . . ?
C29 C28 C27 121.6(7) . . ?
C29 C28 H28 119.2 . . ?
C31 C30 H30 120.2 . . ?
C31 C30 C29 119.6(8) . . ?
C29 C30 H30 120.2 . . ?
C28 C29 H29 119.6 . . ?
C30 C29 C28 120.7(8) . . ?
C30 C29 H29 119.6 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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 16.999
_oxdiff_exptl_absorpt_empirical_full_min 0.412
####################################################################### 
# 
# 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_sjg-jsm-05-69-br-ap_mo
_database_code_depnum_ccdc_archive 'CCDC 2097414'
loop_
_audit_author_name
_audit_author_address
'Darshan Mhatre'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2021-07-16 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
_audit_creation_date             2018-12-07
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H15 Br O4, C3 H3'
_chemical_formula_sum            'C24 H18 Br O4'
_chemical_formula_weight         450.29
_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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.6534(16)
_cell_length_b                   5.5621(6)
_cell_length_c                   17.0891(15)
_cell_angle_alpha                90
_cell_angle_beta                 92.131(7)
_cell_angle_gamma                90
_cell_volume                     1961.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2751
_cell_measurement_temperature    150
_cell_measurement_theta_max      29.4200
_cell_measurement_theta_min      2.3770
_shelx_estimated_absorpt_T_max   0.937
_shelx_estimated_absorpt_T_min   0.800
_exptl_absorpt_coefficient_mu    2.124
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69423
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.525
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             916
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.031
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0743
_diffrn_reflns_av_unetI/netI     0.1131
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8188
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.973
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    8.00    --  -20.00   0.00-108.00  360
  2  ω    -52.00   0.50   0.50    8.00    --  -20.00  72.00-180.00  105
;
_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      -0.0021265000
_diffrn_orient_matrix_UB_12      -0.0964507000
_diffrn_orient_matrix_UB_13      -0.0271077000
_diffrn_orient_matrix_UB_21      0.0328092000
_diffrn_orient_matrix_UB_22      0.0186062000
_diffrn_orient_matrix_UB_23      -0.0093310000
_diffrn_orient_matrix_UB_31      0.0100350000
_diffrn_orient_matrix_UB_32      -0.0812785000
_diffrn_orient_matrix_UB_33      0.0300595000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2036
_reflns_number_total             3460
_reflns_odcompleteness_completeness 89.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.04
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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         0.764
_refine_diff_density_min         -0.574
_refine_diff_density_rms         0.151
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3460
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1247
_refine_ls_R_factor_gt           0.0663
_refine_ls_restrained_S_all      1.061
_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)+(0.1091P)²+0.6716P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1653
_refine_ls_wR_factor_ref         0.2376
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C10(H10), C2(H2), C4(H4A), C5(H5), C3(H3A), C24(H24), C22(H22),
 C17(H17), C23(H23), C18(H18), C21(H21), C20(H20)
2.d Idealised tetrahedral OH refined as rotating group:
 O4(H4), O3(H3)
;
_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
Br1 Br 0.43683(4) 0.84297(19) 0.57762(5) 0.0709(4) Uani 1 1 d . . . . .
O4 O 0.8997(2) 0.1194(7) 0.8239(2) 0.0321(11) Uani 1 1 d . . . . .
H4 H 0.9393 0.1238 0.8366 0.048 Uiso 1 1 calc GR . . . .
O3 O 0.9665(2) 0.6922(7) 0.6383(2) 0.0312(10) Uani 1 1 d . . . . .
H3 H 0.9521 0.7987 0.6074 0.047 Uiso 1 1 calc GR . . . .
O2 O 0.74419(19) 0.6341(7) 0.6962(2) 0.0327(11) Uani 1 1 d . . . . .
O1 O 0.7000(2) 0.6612(7) 0.8186(2) 0.0321(11) Uani 1 1 d . . . . .
C11 C 0.9164(3) 0.5941(11) 0.6776(3) 0.0248(14) Uani 1 1 d . . . . .
C12 C 0.8532(3) 0.6684(11) 0.6675(3) 0.0255(14) Uani 1 1 d . . . . .
H12 H 0.8420 0.7975 0.6332 0.031 Uiso 1 1 calc R . . . .
C13 C 0.8060(3) 0.5508(11) 0.7085(3) 0.0236(13) Uani 1 1 d . . . . .
C9 C 0.8855(3) 0.2981(10) 0.7709(3) 0.0232(13) Uani 1 1 d . . . . .
C10 C 0.9335(3) 0.4098(10) 0.7294(3) 0.0249(13) Uani 1 1 d . . . . .
H10 H 0.9775 0.3612 0.7362 0.030 Uiso 1 1 calc R . . . .
C7 C 0.7677(3) 0.2262(11) 0.8000(3) 0.0248(14) Uani 1 1 d . . . . .
H7 H 0.7781 0.0509 0.8036 0.030 Uiso 1 1 calc R . . . .
C2 C 0.7081(3) 0.6425(11) 0.9562(4) 0.0338(16) Uani 1 1 d . . . . .
H2 H 0.6834 0.7862 0.9580 0.041 Uiso 1 1 calc R . . . .
C14 C 0.7037(3) 0.2660(12) 0.7537(3) 0.0279(14) Uani 1 1 d . . . . .
H14A H 0.6673 0.1957 0.7820 0.033 Uiso 1 1 calc R . . . .
H14B H 0.7052 0.1891 0.7016 0.033 Uiso 1 1 calc R . . . .
C15 C 0.6948(3) 0.5393(12) 0.7450(3) 0.0302(15) Uani 1 1 d . . . . .
C1 C 0.7222(3) 0.5392(11) 0.8851(3) 0.0293(14) Uani 1 1 d . . . . .
C6 C 0.7576(3) 0.3290(11) 0.8803(4) 0.0274(14) Uani 1 1 d . . . . .
C8 C 0.8203(3) 0.3598(10) 0.7589(3) 0.0232(13) Uani 1 1 d . . . . .
C16 C 0.6314(3) 0.6158(12) 0.7045(4) 0.0325(15) Uani 1 1 d . . . . .
C4 C 0.7651(3) 0.3215(13) 1.0225(4) 0.0381(17) Uani 1 1 d . . . . .
H4A H 0.7797 0.2463 1.0698 0.046 Uiso 1 1 calc R . . . .
C5 C 0.7786(3) 0.2177(13) 0.9502(4) 0.0360(16) Uani 1 1 d . . . . .
H5 H 0.8021 0.0710 0.9486 0.043 Uiso 1 1 calc R . . . .
C3 C 0.7305(3) 0.5335(14) 1.0245(3) 0.0386(17) Uani 1 1 d . . . . .
H3A H 0.7220 0.6053 1.0735 0.046 Uiso 1 1 calc R . . . .
C24 C 0.9809(3) 0.8213(11) 0.4493(4) 0.0367(16) Uani 1 1 d . . . . .
H24 H 0.9682 0.6970 0.4138 0.044 Uiso 1 1 calc R . . . .
C22 C 0.9545(3) 1.1656(11) 0.5234(4) 0.0359(16) Uani 1 1 d . . . . .
H22 H 0.9240 1.2813 0.5398 0.043 Uiso 1 1 calc R . . . .
C17 C 0.5884(3) 0.7643(12) 0.7395(4) 0.0401(18) Uani 1 1 d . . . . .
H17 H 0.5974 0.8181 0.7915 0.048 Uiso 1 1 calc R . . . .
C23 C 0.9352(3) 0.9838(12) 0.4726(4) 0.0390(17) Uani 1 1 d . . . . .
H23 H 0.8914 0.9714 0.4541 0.047 Uiso 1 1 calc R . . . .
C19 C 0.5170(3) 0.7538(15) 0.6270(4) 0.0463(19) Uani 1 1 d . . . . .
C18 C 0.5317(4) 0.8378(13) 0.7003(5) 0.052(2) Uani 1 1 d . . . . .
H18 H 0.5033 0.9467 0.7246 0.062 Uiso 1 1 calc R . . . .
C21 C 0.6166(4) 0.5408(19) 0.6302(5) 0.081(3) Uani 1 1 d . . . . .
H21 H 0.6463 0.4404 0.6044 0.098 Uiso 1 1 calc R . . . .
C20 C 0.5592(4) 0.607(2) 0.5909(6) 0.095(4) Uani 1 1 d . . . . .
H20 H 0.5496 0.5506 0.5393 0.114 Uiso 1 1 calc R . . . .


_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
Br1 C19 1.896(6) . ?
O4 C9 1.369(7) . ?
O3 C11 1.368(7) . ?
O2 C13 1.366(7) . ?
O2 C15 1.442(7) . ?
O1 C15 1.430(7) . ?
O1 C1 1.386(7) . ?
C11 C12 1.374(8) . ?
C11 C10 1.391(8) . ?
C12 C13 1.386(8) . ?
C13 C8 1.392(8) . ?
C9 C10 1.389(8) . ?
C9 C8 1.396(8) . ?
C7 C14 1.531(8) . ?
C7 C6 1.508(8) . ?
C7 C8 1.511(8) . ?
C2 C1 1.385(9) . ?
C2 C3 1.380(9) . ?
C14 C15 1.537(9) . ?
C15 C16 1.519(8) . ?
C1 C6 1.382(9) . ?
C6 C5 1.400(9) . ?
C16 C17 1.367(9) . ?
C16 C21 1.361(9) . ?
C4 C5 1.400(9) . ?
C4 C3 1.380(10) . ?
C24 C22 1.398(9) 3_776 ?
C24 C23 1.376(9) . ?
C22 C24 1.398(9) 3_776 ?
C22 C23 1.383(9) . ?
C17 C18 1.388(9) . ?
C19 C18 1.361(11) . ?
C19 C20 1.359(11) . ?
C21 C20 1.390(10) . ?

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
C13 O2 C15 117.6(4) . . ?
C1 O1 C15 120.0(5) . . ?
O3 C11 C12 123.5(5) . . ?
O3 C11 C10 115.2(5) . . ?
C12 C11 C10 121.3(6) . . ?
C11 C12 C13 118.5(5) . . ?
O2 C13 C12 115.6(5) . . ?
O2 C13 C8 122.1(5) . . ?
C12 C13 C8 122.4(5) . . ?
O4 C9 C10 121.6(5) . . ?
O4 C9 C8 117.2(5) . . ?
C10 C9 C8 121.2(5) . . ?
C9 C10 C11 119.0(5) . . ?
C6 C7 C14 105.6(5) . . ?
C6 C7 C8 111.3(5) . . ?
C8 C7 C14 108.1(5) . . ?
C3 C2 C1 119.0(6) . . ?
C7 C14 C15 106.9(5) . . ?
O2 C15 C14 109.5(5) . . ?
O2 C15 C16 104.5(5) . . ?
O1 C15 O2 107.7(5) . . ?
O1 C15 C14 112.2(5) . . ?
O1 C15 C16 107.7(5) . . ?
C16 C15 C14 114.8(5) . . ?
C2 C1 O1 116.2(6) . . ?
C6 C1 O1 121.7(6) . . ?
C6 C1 C2 122.1(6) . . ?
C1 C6 C7 117.7(5) . . ?
C1 C6 C5 118.1(6) . . ?
C5 C6 C7 124.0(6) . . ?
C13 C8 C9 117.4(5) . . ?
C13 C8 C7 121.5(5) . . ?
C9 C8 C7 121.1(5) . . ?
C17 C16 C15 122.2(6) . . ?
C21 C16 C15 120.0(6) . . ?
C21 C16 C17 117.8(6) . . ?
C3 C4 C5 119.7(6) . . ?
C6 C5 C4 120.3(7) . . ?
C2 C3 C4 120.8(6) . . ?
C23 C24 C22 121.7(6) . 3_776 ?
C23 C22 C24 119.8(6) . 3_776 ?
C16 C17 C18 121.1(7) . . ?
C24 C23 C22 118.5(6) . . ?
C18 C19 Br1 118.8(6) . . ?
C20 C19 Br1 121.3(6) . . ?
C20 C19 C18 119.9(7) . . ?
C19 C18 C17 119.9(7) . . ?
C16 C21 C20 121.8(8) . . ?
C19 C20 C21 119.4(8) . . ?

_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 1.419
_oxdiff_exptl_absorpt_empirical_full_min 0.751
####################################################################### 
# 
# 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_sjg-jsm-05-95_mo
_database_code_depnum_ccdc_archive 'CCDC 2097415'
loop_
_audit_author_name
_audit_author_address
'Darshan Mhatre'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2021-07-16 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
_audit_creation_date             2017-05-01
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2016.08.26 svn.r3337 for Rigaku Oxford Diffraction, GUI svn.r5221)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C20 H24 O5)'
_chemical_formula_sum            'C10 H12 O2.50'
_chemical_formula_weight         172.20
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.4157(3)
_cell_length_b                   9.0593(5)
_cell_length_c                   26.5028(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1780.49(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4731
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.0730
_cell_measurement_theta_min      2.8370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
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    1.285
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.104
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            7171
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         2.724
_diffrn_ambient_temperature      100
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -109.00  67.00   0.50    8.00    --  -20.00   0.00-180.00  352
  2  ω    -26.50  13.50   0.50    8.00    --  -20.00  72.00 108.00   80
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0098948000
_diffrn_orient_matrix_UB_12      -0.0404584000
_diffrn_orient_matrix_UB_13      0.0227183000
_diffrn_orient_matrix_UB_21      -0.0734800000
_diffrn_orient_matrix_UB_22      0.0456276000
_diffrn_orient_matrix_UB_23      0.0069605000
_diffrn_orient_matrix_UB_31      -0.0601901000
_diffrn_orient_matrix_UB_32      -0.0490201000
_diffrn_orient_matrix_UB_33      -0.0122582000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.713
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2880
_reflns_number_total             3114
_reflns_odcompleteness_completeness 93.13
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.96
_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       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_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         0.195
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 1056 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3114
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0414
_refine_ls_restrained_S_all      1.036
_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)+(0.0448P)²+0.6120P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.1007
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00K(H00O), C00M(H00P)
2.b Secondary CH2 refined with riding coordinates:
 C00D(H00F,H00G), C00J(H00M,H00N)
2.c Aromatic/amide H refined with riding coordinates:
 C006(H006), C009(H009), C00B(H00D), C00C(H00E), C00E(H00H), C00I(H00L)
2.d Idealised Me refined as rotating group:
 C008(H00A,H00B,H00C), C00H(H00I,H00J,H00K), C00N(H00Q,H00R,H00S), C00O(H00T,
 H00U,H00V)
;
_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
O001 O -0.6200(3) -0.3418(2) -0.46142(7) 0.0224(5) Uani 1 1 d . . . . .
O002 O -0.1115(3) -0.6643(2) -0.42891(8) 0.0260(5) Uani 1 1 d . . . . .
O003 O -0.4775(3) -0.4817(2) -0.29613(7) 0.0237(5) Uani 1 1 d . . . . .
O004 O -1.0107(3) -0.2619(2) -0.30024(7) 0.0274(5) Uani 1 1 d . . . . .
O005 O -1.0046(3) -0.1188(2) -0.37332(7) 0.0215(5) Uani 1 1 d . . . . .
C006 C -0.3628(4) -0.5032(3) -0.44945(10) 0.0172(6) Uani 1 1 d . . . . .
H006 H -0.3373 -0.5059 -0.4846 0.021 Uiso 1 1 calc R . . . .
C007 C -0.5078(4) -0.4206(3) -0.43062(10) 0.0173(6) Uani 1 1 d . . . . .
C008 C -0.5922(4) -0.3529(3) -0.51474(11) 0.0256(7) Uani 1 1 d . . . . .
H00A H -0.4715 -0.3162 -0.5232 0.038 Uiso 1 1 calc GR . . . .
H00B H -0.6830 -0.2936 -0.5324 0.038 Uiso 1 1 calc GR . . . .
H00C H -0.6029 -0.4563 -0.5252 0.038 Uiso 1 1 calc GR . . . .
C009 C -0.4962(4) 0.0671(3) -0.38870(11) 0.0239(7) Uani 1 1 d . . . . .
H009 H -0.3809 0.1114 -0.3926 0.029 Uiso 1 1 calc R . . . .
C00A C -0.4357(3) -0.4939(3) -0.34644(10) 0.0177(6) Uani 1 1 d . . . . .
C00B C -0.5108(4) -0.0827(3) -0.37912(10) 0.0193(6) Uani 1 1 d . . . . .
H00D H -0.4041 -0.1404 -0.3769 0.023 Uiso 1 1 calc R . . . .
C00C C -0.8175(4) 0.0867(3) -0.38732(11) 0.0234(7) Uani 1 1 d . . . . .
H00E H -0.9238 0.1444 -0.3907 0.028 Uiso 1 1 calc R . . . .
C00D C -1.1551(4) -0.1830(4) -0.27643(12) 0.0354(8) Uani 1 1 d . . . . .
H00F H -1.2726 -0.2189 -0.2892 0.043 Uiso 1 1 calc R . . . .
H00G H -1.1453 -0.0763 -0.2840 0.043 Uiso 1 1 calc R . . . .
C00E C -0.6510(4) 0.1519(3) -0.39248(11) 0.0260(7) Uani 1 1 d . . . . .
H00H H -0.6422 0.2550 -0.3986 0.031 Uiso 1 1 calc R . . . .
C00F C -0.6776(4) -0.1516(3) -0.37264(10) 0.0166(6) Uani 1 1 d . . . . .
C00G C -0.5455(3) -0.4101(3) -0.37898(10) 0.0159(6) Uani 1 1 d . . . . .
C00H C -0.0474(4) -0.6497(4) -0.47914(12) 0.0315(8) Uani 1 1 d . . . . .
H00I H 0.0649 -0.7056 -0.4830 0.047 Uiso 1 1 calc GR . . . .
H00J H -0.0249 -0.5453 -0.4865 0.047 Uiso 1 1 calc GR . . . .
H00K H -0.1380 -0.6881 -0.5026 0.047 Uiso 1 1 calc GR . . . .
C00I C -0.2944(4) -0.5784(3) -0.36390(11) 0.0187(6) Uani 1 1 d . . . . .
H00L H -0.2229 -0.6342 -0.3411 0.022 Uiso 1 1 calc R . . . .
C00J C -0.8832(4) -0.3683(3) -0.37297(11) 0.0206(6) Uani 1 1 d . . . . .
H00M H -0.8937 -0.3749 -0.4101 0.025 Uiso 1 1 calc R . . . .
H00N H -0.9028 -0.4681 -0.3588 0.025 Uiso 1 1 calc R . . . .
C00K C -1.0237(4) -0.2644(3) -0.35288(10) 0.0218(6) Uani 1 1 d . . . . .
H00O H -1.1453 -0.3031 -0.3623 0.026 Uiso 1 1 calc R . . . .
C00L C -0.8307(4) -0.0644(3) -0.37709(10) 0.0186(6) Uani 1 1 d . . . . .
C00M C -0.6945(4) -0.3137(3) -0.35877(10) 0.0173(6) Uani 1 1 d . . . . .
H00P H -0.6866 -0.3190 -0.3211 0.021 Uiso 1 1 calc R . . . .
C00N C -0.3708(5) -0.5643(5) -0.26082(12) 0.0373(9) Uani 1 1 d . . . . .
H00Q H -0.4122 -0.5435 -0.2264 0.056 Uiso 1 1 calc GR . . . .
H00R H -0.2439 -0.5358 -0.2641 0.056 Uiso 1 1 calc GR . . . .
H00S H -0.3836 -0.6700 -0.2678 0.056 Uiso 1 1 calc GR . . . .
C00O C -1.1431(5) -0.2071(6) -0.22246(14) 0.0582(13) Uani 1 1 d . . . . .
H00T H -1.2488 -0.1641 -0.2059 0.087 Uiso 1 1 calc GR . . . .
H00U H -1.0334 -0.1603 -0.2094 0.087 Uiso 1 1 calc GR . . . .
H00V H -1.1388 -0.3134 -0.2156 0.087 Uiso 1 1 calc GR . . . .
C1 C -0.2578(4) -0.5810(3) -0.41530(11) 0.0189(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C007 1.367(3) . ?
O001 C008 1.432(3) . ?
O002 C00H 1.419(4) . ?
O002 C1 1.370(3) . ?
O003 C00A 1.374(3) . ?
O003 C00N 1.436(4) . ?
O004 C00D 1.434(4) . ?
O004 C00K 1.399(3) . ?
O005 C00K 1.433(3) . ?
O005 C00L 1.384(3) . ?
C006 H006 0.9500 . ?
C006 C007 1.401(4) . ?
C006 C1 1.386(4) . ?
C007 C00G 1.400(4) . ?
C008 H00A 0.9800 . ?
C008 H00B 0.9800 . ?
C008 H00C 0.9800 . ?
C009 H009 0.9500 . ?
C009 C00B 1.386(4) . ?
C009 C00E 1.384(4) . ?
C00A C00G 1.408(4) . ?
C00A C00I 1.378(4) . ?
C00B H00D 0.9500 . ?
C00B C00F 1.396(4) . ?
C00C H00E 0.9500 . ?
C00C C00E 1.376(4) . ?
C00C C00L 1.399(4) . ?
C00D H00F 0.9900 . ?
C00D H00G 0.9900 . ?
C00D C00O 1.450(5) . ?
C00E H00H 0.9500 . ?
C00F C00L 1.388(4) . ?
C00F C00M 1.518(4) . ?
C00G C00M 1.507(4) . ?
C00H H00I 0.9800 . ?
C00H H00J 0.9800 . ?
C00H H00K 0.9800 . ?
C00I H00L 0.9500 . ?
C00I C1 1.389(4) . ?
C00J H00M 0.9900 . ?
C00J H00N 0.9900 . ?
C00J C00K 1.501(4) . ?
C00J C00M 1.531(4) . ?
C00K H00O 1.0000 . ?
C00M H00P 1.0000 . ?
C00N H00Q 0.9800 . ?
C00N H00R 0.9800 . ?
C00N H00S 0.9800 . ?
C00O H00T 0.9800 . ?
C00O H00U 0.9800 . ?
C00O H00V 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
C007 O001 C008 117.7(2) . . ?
C1 O002 C00H 117.4(2) . . ?
C00A O003 C00N 117.8(2) . . ?
C00K O004 C00D 113.3(2) . . ?
C00L O005 C00K 116.5(2) . . ?
C007 C006 H006 121.0 . . ?
C1 C006 H006 121.0 . . ?
C1 C006 C007 118.0(3) . . ?
O001 C007 C006 122.2(2) . . ?
O001 C007 C00G 115.2(2) . . ?
C00G C007 C006 122.5(2) . . ?
O001 C008 H00A 109.5 . . ?
O001 C008 H00B 109.5 . . ?
O001 C008 H00C 109.5 . . ?
H00A C008 H00B 109.5 . . ?
H00A C008 H00C 109.5 . . ?
H00B C008 H00C 109.5 . . ?
C00B C009 H009 120.3 . . ?
C00E C009 H009 120.3 . . ?
C00E C009 C00B 119.5(3) . . ?
O003 C00A C00G 114.9(2) . . ?
O003 C00A C00I 122.8(2) . . ?
C00I C00A C00G 122.3(3) . . ?
C009 C00B H00D 119.0 . . ?
C009 C00B C00F 122.0(3) . . ?
C00F C00B H00D 119.0 . . ?
C00E C00C H00E 119.9 . . ?
C00E C00C C00L 120.1(3) . . ?
C00L C00C H00E 119.9 . . ?
O004 C00D H00F 110.0 . . ?
O004 C00D H00G 110.0 . . ?
O004 C00D C00O 108.3(3) . . ?
H00F C00D H00G 108.4 . . ?
C00O C00D H00F 110.0 . . ?
C00O C00D H00G 110.0 . . ?
C009 C00E H00H 120.0 . . ?
C00C C00E C009 119.9(3) . . ?
C00C C00E H00H 120.0 . . ?
C00B C00F C00M 122.4(2) . . ?
C00L C00F C00B 117.4(3) . . ?
C00L C00F C00M 120.2(2) . . ?
C007 C00G C00A 116.5(2) . . ?
C007 C00G C00M 122.2(2) . . ?
C00A C00G C00M 121.3(2) . . ?
O002 C00H H00I 109.5 . . ?
O002 C00H H00J 109.5 . . ?
O002 C00H H00K 109.5 . . ?
H00I C00H H00J 109.5 . . ?
H00I C00H H00K 109.5 . . ?
H00J C00H H00K 109.5 . . ?
C00A C00I H00L 120.4 . . ?
C00A C00I C1 119.1(3) . . ?
C1 C00I H00L 120.4 . . ?
H00M C00J H00N 108.1 . . ?
C00K C00J H00M 109.6 . . ?
C00K C00J H00N 109.6 . . ?
C00K C00J C00M 110.1(2) . . ?
C00M C00J H00M 109.6 . . ?
C00M C00J H00N 109.6 . . ?
O004 C00K O005 110.8(2) . . ?
O004 C00K C00J 108.4(2) . . ?
O004 C00K H00O 108.5 . . ?
O005 C00K C00J 112.0(2) . . ?
O005 C00K H00O 108.5 . . ?
C00J C00K H00O 108.5 . . ?
O005 C00L C00C 115.3(3) . . ?
O005 C00L C00F 123.6(3) . . ?
C00F C00L C00C 121.1(3) . . ?
C00F C00M C00J 109.2(2) . . ?
C00F C00M H00P 106.5 . . ?
C00G C00M C00F 114.4(2) . . ?
C00G C00M C00J 113.3(2) . . ?
C00G C00M H00P 106.5 . . ?
C00J C00M H00P 106.5 . . ?
O003 C00N H00Q 109.5 . . ?
O003 C00N H00R 109.5 . . ?
O003 C00N H00S 109.5 . . ?
H00Q C00N H00R 109.5 . . ?
H00Q C00N H00S 109.5 . . ?
H00R C00N H00S 109.5 . . ?
C00D C00O H00T 109.5 . . ?
C00D C00O H00U 109.5 . . ?
C00D C00O H00V 109.5 . . ?
H00T C00O H00U 109.5 . . ?
H00T C00O H00V 109.5 . . ?
H00U C00O H00V 109.5 . . ?
O002 C1 C006 123.6(3) . . ?
O002 C1 C00I 115.0(2) . . ?
C006 C1 C00I 121.5(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C007 C00G C00A 178.1(2) . . . . ?
O001 C007 C00G C00M -2.4(4) . . . . ?
O003 C00A C00G C007 -179.5(2) . . . . ?
O003 C00A C00G C00M 0.9(4) . . . . ?
O003 C00A C00I C1 -178.0(3) . . . . ?
C006 C007 C00G C00A -3.4(4) . . . . ?
C006 C007 C00G C00M 176.2(2) . . . . ?
C007 C006 C1 O002 -179.2(2) . . . . ?
C007 C006 C1 C00I 0.3(4) . . . . ?
C007 C00G C00M C00F -58.0(3) . . . . ?
C007 C00G C00M C00J 68.0(3) . . . . ?
C008 O001 C007 C006 3.8(4) . . . . ?
C008 O001 C007 C00G -177.7(2) . . . . ?
C009 C00B C00F C00L 1.2(4) . . . . ?
C009 C00B C00F C00M -175.9(3) . . . . ?
C00A C00G C00M C00F 121.5(3) . . . . ?
C00A C00G C00M C00J -112.4(3) . . . . ?
C00A C00I C1 O002 178.0(2) . . . . ?
C00A C00I C1 C006 -1.5(4) . . . . ?
C00B C009 C00E C00C -0.8(4) . . . . ?
C00B C00F C00L O005 177.7(3) . . . . ?
C00B C00F C00L C00C -0.4(4) . . . . ?
C00B C00F C00M C00G -31.5(4) . . . . ?
C00B C00F C00M C00J -159.7(3) . . . . ?
C00D O004 C00K O005 65.2(3) . . . . ?
C00D O004 C00K C00J -171.5(2) . . . . ?
C00E C009 C00B C00F -0.6(4) . . . . ?
C00E C00C C00L O005 -179.2(3) . . . . ?
C00E C00C C00L C00F -0.9(4) . . . . ?
C00G C00A C00I C1 0.3(4) . . . . ?
C00H O002 C1 C006 10.9(4) . . . . ?
C00H O002 C1 C00I -168.6(3) . . . . ?
C00I C00A C00G C007 2.1(4) . . . . ?
C00I C00A C00G C00M -177.5(3) . . . . ?
C00K O004 C00D C00O 171.3(3) . . . . ?
C00K O005 C00L C00C -167.6(2) . . . . ?
C00K O005 C00L C00F 14.1(4) . . . . ?
C00K C00J C00M C00F -49.5(3) . . . . ?
C00K C00J C00M C00G -178.3(2) . . . . ?
C00L O005 C00K O004 79.2(3) . . . . ?
C00L O005 C00K C00J -42.0(3) . . . . ?
C00L C00C C00E C009 1.5(4) . . . . ?
C00L C00F C00M C00G 151.5(2) . . . . ?
C00L C00F C00M C00J 23.3(3) . . . . ?
C00M C00F C00L O005 -5.1(4) . . . . ?
C00M C00F C00L C00C 176.7(2) . . . . ?
C00M C00J C00K O004 -61.7(3) . . . . ?
C00M C00J C00K O005 60.9(3) . . . . ?
C00N O003 C00A C00G 180.0(3) . . . . ?
C00N O003 C00A C00I -1.6(4) . . . . ?
C1 C006 C007 O001 -179.3(3) . . . . ?
C1 C006 C007 C00G 2.3(4) . . . . ?

_shelx_SHELXL_version_number     2014/7

_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 1.293
_oxdiff_exptl_absorpt_empirical_full_min 0.802
