# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_KGoyal03_Sarpong
_database_code_depnum_ccdc_archive 'CCDC 2245677'
loop_
_audit_author_name
_audit_author_address
'Nick Settineri'
;University of California, Berkeley
United States of America
;
_audit_update_record             
;
2023-03-02 deposited with the CCDC.	2023-09-20 downloaded from the CCDC.
;
_audit_creation_date             2021-09-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H16 O4'
_chemical_formula_sum            'C18 H16 O4'
_chemical_formula_weight         296.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N O H'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.18735(13)
_cell_length_b                   13.9611(2)
_cell_length_c                   21.4180(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.4998(12)
_cell_angle_gamma                90
_cell_volume                     3040.55(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    19242
_cell_measurement_temperature    100
_cell_measurement_theta_max      78.4650
_cell_measurement_theta_min      4.1240
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.865
_exptl_absorpt_coefficient_mu    0.748
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85005
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
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    1.295
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            33501
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.502
_diffrn_reflns_theta_min         3.781
_diffrn_ambient_temperature      100
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     83.00 123.00   0.50    0.50    --   50.71  77.00  60.00   80
  2  ω     95.00 151.00   0.50    0.50    --  107.75  61.00  90.00  112
  3  ω     86.00 124.00   0.50    0.50    --   50.71  77.00   0.00   76
  4  ω     91.00 116.00   0.50    0.50    --   50.71  77.00 -30.00   50
  5  ω     84.00 122.00   0.50    0.50    --   50.71  77.00-150.00   76
  6  ω     95.00 163.00   0.50    0.50    --  107.75  15.00-120.00  136
  7  ω    120.00 146.00   0.50    0.50    --  107.75  13.00-151.00   52
  8  ω     38.00 131.00   0.50    0.50    --   50.71  13.00-151.00  186
  9  ω     31.00 104.00   0.50    0.50    --  107.75 -94.00 -60.00  146
 10  ω     37.00  64.00   0.50    0.50    --  107.75-111.00-180.00   54
 11  ω     84.00 109.00   0.50    0.50    --  107.75-111.00-180.00   50
 12  ω     54.00 106.00   0.50    0.50    --  107.75 -94.00 -90.00  104
 13  ω     52.00 104.00   0.50    0.50    --  107.75 -94.00 -30.00  104
 14  ω     34.00 101.00   0.50    0.50    --  107.75 -77.00 -60.00  134
 15  ω     39.00 102.00   0.50    0.50    --  107.75 -77.00-150.00  126
 16  ω     39.00  67.00   0.50    0.50    --  107.75 -61.00-150.00   56
 17  ω     36.00  61.00   0.50    0.50    --  107.75 -61.00-120.00   50
 18  ω     40.00  66.00   0.50    0.50    --  107.75 -61.00 -30.00   52
 19  ω     37.00  65.00   0.50    0.50    --  107.75 -61.00  60.00   56
 20  ω     51.00 100.00   0.50    0.50    --  107.75 -77.00 150.00   98
 21  ω     38.00  64.00   0.50    0.50    --  107.75 -61.00 150.00   52
 22  ω    -28.00  21.00   0.50    0.50    --   50.71 -13.00  36.00   98
 23  ω    -26.00  40.00   0.50    0.50    --   50.71 -38.00 -60.00  132
 24  ω    -27.00  29.00   0.50    0.50    --  -50.71  13.00-151.00  112
 25  ω    -51.00 -24.00   0.50    0.50    -- -100.00  45.00-180.00   54
 26  ω    -54.00 -29.00   0.50    0.50    -- -100.00  45.00-150.00   50
 27  ω    -71.00 -10.00   0.50    0.50    --  -50.71  77.00  90.00  122
 28  ω     -6.00  20.00   0.50    0.50    --  -50.71  77.00  90.00   52
 29  ω    -54.00 -29.00   0.50    0.50    -- -100.00  45.00 150.00   50
 30  ω    -67.00 -40.00   0.50    0.50    -- -100.00  61.00 -60.00   54
 31  ω   -178.00-107.00   0.50    0.50    -- -100.00 -13.00  36.00  142
 32  ω   -175.00-133.00   0.50    0.50    -- -100.00 -45.00  90.00   84
 33  ω   -125.00-100.00   0.50    0.50    -- -100.00 -45.00  90.00   50
 34  ω   -117.00 -88.00   0.50    0.50    -- -100.00 -15.00 -30.00   58
 35  ω   -178.00-122.00   0.50    0.50    -- -100.00 -15.00 -30.00  112
 36  ω   -130.00 -38.00   0.50    0.50    --  -50.71 -13.00  36.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1372645000
_diffrn_orient_matrix_UB_12      -0.0067224000
_diffrn_orient_matrix_UB_13      0.0340645000
_diffrn_orient_matrix_UB_21      0.0640039000
_diffrn_orient_matrix_UB_22      0.0197521000
_diffrn_orient_matrix_UB_23      -0.0620816000
_diffrn_orient_matrix_UB_31      -0.0033090000
_diffrn_orient_matrix_UB_32      0.1083424000
_diffrn_orient_matrix_UB_33      0.0134312000
_diffrn_oxdiff_digest_frames     
;
01c00ba8899cc97f7dd74dedae370ee4b903204558b
;
_diffrn_oxdiff_digest_hkl        
;
0196b3eb0e70612aaf65e36b516a0da5b84a7b
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5463
_reflns_number_total             6110
_reflns_odcompleteness_completeness 98.23
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_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    ?
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         6110
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.024
_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)+(0.0439P)²+1.1344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0939
_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:
 C11A(H11A), C11B(H11B)
2.b Secondary CH2 refined with riding coordinates:
 C12A(H12A,H12B), C12B(H12C,H12D)
2.c Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C4A(H4A), C9A(H9A), C10A(H10A), C14A(H14A), C15A(H15A), C16A(H16A),
 C17A(H17A), C18A(H18A), C3B(H3B), C4B(H4B), C9B(H9B), C10B(H10B), C14B(H14B),
 C15B(H15B), C16B(H16B), C17B(H17B), C18B(H18B)
2.d Idealised Me refined as rotating group:
 C7A(H7AA,H7AB,H7AC), C7B(H7BA,H7BB,H7BC)
;
_atom_sites_solution_hydrogens   mixed
_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
O1A O 0.39845(8) 0.55045(6) 0.67334(4) 0.02424(18) Uani 1 1 d . . . . .
H1A H 0.4440(18) 0.5007(14) 0.6987(8) 0.054(5) Uiso 1 1 d . . . . .
O2A O 0.48244(7) 0.64688(6) 0.74964(4) 0.02195(18) Uani 1 1 d . . . . .
O3A O 0.23898(8) 1.01782(6) 0.68736(4) 0.02483(19) Uani 1 1 d . . . . .
O4A O 0.18912(9) 1.00014(6) 0.58423(4) 0.0313(2) Uani 1 1 d . . . . .
C1A C 0.41643(10) 0.63497(8) 0.70042(5) 0.0188(2) Uani 1 1 d . . . . .
C2A C 0.34984(10) 0.71457(8) 0.66670(5) 0.0187(2) Uani 1 1 d . . . . .
C3A C 0.28391(11) 0.70930(8) 0.61023(5) 0.0225(2) Uani 1 1 d . . . . .
H3A H 0.2729 0.6531 0.5854 0.027 Uiso 1 1 calc R . . . .
C4A C 0.23248(11) 0.80357(9) 0.59349(5) 0.0231(2) Uani 1 1 d . . . . .
H4A H 0.1828 0.8190 0.5559 0.028 Uiso 1 1 calc R . . . .
C5A C 0.26660(10) 0.86551(8) 0.63986(5) 0.0196(2) Uani 1 1 d . . . . .
C6A C 0.23177(11) 0.96824(8) 0.64118(5) 0.0205(2) Uani 1 1 d . . . . .
C7A C 0.15151(16) 1.09999(10) 0.58181(7) 0.0390(3) Uani 1 1 d . . . . .
H7AA H 0.1183 1.1163 0.5392 0.059 Uiso 1 1 calc GR . . . .
H7AB H 0.2282 1.1399 0.5936 0.059 Uiso 1 1 calc GR . . . .
H7AC H 0.0826 1.1115 0.6109 0.059 Uiso 1 1 calc GR . . . .
C8A C 0.35002(10) 0.81614(8) 0.69150(5) 0.0181(2) Uani 1 1 d . . . . .
C9A C 0.48798(10) 0.85989(8) 0.69653(5) 0.0193(2) Uani 1 1 d . . . . .
H9A H 0.5487 0.8550 0.6647 0.023 Uiso 1 1 calc R . . . .
C10A C 0.51309(11) 0.90526(8) 0.75004(5) 0.0201(2) Uani 1 1 d . . . . .
H10A H 0.5942 0.9364 0.7609 0.024 Uiso 1 1 calc R . . . .
C11A C 0.39990(11) 0.90271(8) 0.79222(5) 0.0195(2) Uani 1 1 d . . . . .
H11A H 0.3558 0.9667 0.7908 0.023 Uiso 1 1 calc R . . . .
C12A C 0.30526(10) 0.82822(8) 0.75960(5) 0.0189(2) Uani 1 1 d . . . . .
H12A H 0.2133 0.8514 0.7588 0.023 Uiso 1 1 calc R . . . .
H12B H 0.3109 0.7663 0.7821 0.023 Uiso 1 1 calc R . . . .
C13A C 0.43856(11) 0.87827(8) 0.85974(5) 0.0206(2) Uani 1 1 d . . . . .
C14A C 0.53873(12) 0.81332(9) 0.87563(6) 0.0253(3) Uani 1 1 d . . . . .
H14A H 0.5840 0.7832 0.8435 0.030 Uiso 1 1 calc R . . . .
C15A C 0.57354(12) 0.79177(9) 0.93780(6) 0.0279(3) Uani 1 1 d . . . . .
H15A H 0.6428 0.7478 0.9479 0.033 Uiso 1 1 calc R . . . .
C16A C 0.50748(13) 0.83418(10) 0.98498(6) 0.0309(3) Uani 1 1 d . . . . .
H16A H 0.5310 0.8195 1.0275 0.037 Uiso 1 1 calc R . . . .
C17A C 0.40680(15) 0.89817(11) 0.96986(6) 0.0393(3) Uani 1 1 d . . . . .
H17A H 0.3605 0.9271 1.0021 0.047 Uiso 1 1 calc R . . . .
C18A C 0.37329(13) 0.92031(10) 0.90782(6) 0.0320(3) Uani 1 1 d . . . . .
H18A H 0.3046 0.9649 0.8980 0.038 Uiso 1 1 calc R . . . .
O1B O 0.58777(8) 0.51012(6) 0.81926(4) 0.02474(19) Uani 1 1 d . . . . .
H1B H 0.5504(17) 0.5552(13) 0.7929(8) 0.045(5) Uiso 1 1 d . . . . .
O2B O 0.51517(7) 0.41375(6) 0.74051(4) 0.02131(18) Uani 1 1 d . . . . .
O3B O 0.75601(8) 0.04461(6) 0.81721(4) 0.0275(2) Uani 1 1 d . . . . .
O4B O 0.81527(9) 0.07232(6) 0.91851(4) 0.0290(2) Uani 1 1 d . . . . .
C1B C 0.57343(10) 0.42590(8) 0.79192(5) 0.0189(2) Uani 1 1 d . . . . .
C2B C 0.63434(10) 0.34692(8) 0.82868(5) 0.0194(2) Uani 1 1 d . . . . .
C3B C 0.68149(11) 0.35309(9) 0.88873(6) 0.0235(2) Uani 1 1 d . . . . .
H3B H 0.6813 0.4092 0.9138 0.028 Uiso 1 1 calc R . . . .
C4B C 0.73254(11) 0.26058(9) 0.90897(6) 0.0238(2) Uani 1 1 d . . . . .
H4B H 0.7702 0.2461 0.9495 0.029 Uiso 1 1 calc R . . . .
C5B C 0.71798(11) 0.19836(8) 0.86084(5) 0.0206(2) Uani 1 1 d . . . . .
C6B C 0.76278(11) 0.09771(8) 0.86164(5) 0.0212(2) Uani 1 1 d . . . . .
C7B C 0.85856(14) -0.02593(10) 0.92385(7) 0.0332(3) Uani 1 1 d . . . . .
H7BA H 0.9329 -0.0359 0.8976 0.050 Uiso 1 1 calc GR . . . .
H7BB H 0.7862 -0.0686 0.9100 0.050 Uiso 1 1 calc GR . . . .
H7BC H 0.8860 -0.0399 0.9675 0.050 Uiso 1 1 calc GR . . . .
C8B C 0.64411(10) 0.24507(8) 0.80519(5) 0.0182(2) Uani 1 1 d . . . . .
C9B C 0.50788(11) 0.19918(8) 0.79645(5) 0.0202(2) Uani 1 1 d . . . . .
H9B H 0.4420 0.2051 0.8257 0.024 Uiso 1 1 calc R . . . .
C10B C 0.49208(11) 0.15054(8) 0.74376(5) 0.0214(2) Uani 1 1 d . . . . .
H10B H 0.4132 0.1179 0.7309 0.026 Uiso 1 1 calc R . . . .
C11B C 0.61248(11) 0.15206(8) 0.70601(5) 0.0206(2) Uani 1 1 d . . . . .
H11B H 0.6587 0.0892 0.7115 0.025 Uiso 1 1 calc R . . . .
C12B C 0.69891(11) 0.23077(8) 0.73958(5) 0.0194(2) Uani 1 1 d . . . . .
H12C H 0.7920 0.2102 0.7438 0.023 Uiso 1 1 calc R . . . .
H12D H 0.6934 0.2913 0.7155 0.023 Uiso 1 1 calc R . . . .
C13B C 0.58171(11) 0.16856(8) 0.63686(5) 0.0219(2) Uani 1 1 d . . . . .
C14B C 0.50656(12) 0.24683(9) 0.61515(6) 0.0252(3) Uani 1 1 d . . . . .
H14B H 0.4755 0.2916 0.6442 0.030 Uiso 1 1 calc R . . . .
C15B C 0.47675(12) 0.25983(9) 0.55167(6) 0.0286(3) Uani 1 1 d . . . . .
H15B H 0.4257 0.3134 0.5375 0.034 Uiso 1 1 calc R . . . .
C16B C 0.52129(13) 0.19470(10) 0.50874(6) 0.0316(3) Uani 1 1 d . . . . .
H16B H 0.5014 0.2039 0.4652 0.038 Uiso 1 1 calc R . . . .
C17B C 0.59483(14) 0.11630(11) 0.52967(6) 0.0355(3) Uani 1 1 d . . . . .
H17B H 0.6248 0.0712 0.5005 0.043 Uiso 1 1 calc R . . . .
C18B C 0.62467(13) 0.10378(10) 0.59326(6) 0.0300(3) Uani 1 1 d . . . . .
H18B H 0.6754 0.0499 0.6072 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
O1A C1A 1.3227(14) . ?
O2A C1A 1.2265(14) . ?
O3A C6A 1.2059(14) . ?
O4A C6A 1.3453(14) . ?
O4A C7A 1.4458(16) . ?
C1A C2A 1.4687(15) . ?
C2A C3A 1.3490(16) . ?
C2A C8A 1.5143(15) . ?
C3A C4A 1.4534(16) . ?
C4A C5A 1.3463(16) . ?
C5A C6A 1.4782(16) . ?
C5A C8A 1.5184(15) . ?
C8A C9A 1.5302(15) . ?
C8A C12A 1.5637(15) . ?
C9A C10A 1.3207(16) . ?
C10A C11A 1.5081(15) . ?
C11A C12A 1.5547(15) . ?
C11A C13A 1.5144(15) . ?
C13A C14A 1.3917(16) . ?
C13A C18A 1.3895(17) . ?
C14A C15A 1.3899(17) . ?
C15A C16A 1.3812(18) . ?
C16A C17A 1.3836(19) . ?
C17A C18A 1.3863(19) . ?
O1B C1B 1.3177(14) . ?
O2B C1B 1.2304(14) . ?
O3B C6B 1.2049(15) . ?
O4B C6B 1.3474(14) . ?
O4B C7B 1.4432(15) . ?
C1B C2B 1.4699(15) . ?
C2B C3B 1.3481(17) . ?
C2B C8B 1.5136(15) . ?
C3B C4B 1.4487(17) . ?
C4B C5B 1.3493(17) . ?
C5B C6B 1.4773(16) . ?
C5B C8B 1.5174(15) . ?
C8B C9B 1.5298(15) . ?
C8B C12B 1.5562(15) . ?
C9B C10B 1.3185(16) . ?
C10B C11B 1.5099(15) . ?
C11B C12B 1.5565(16) . ?
C11B C13B 1.5127(16) . ?
C13B C14B 1.3974(17) . ?
C13B C18B 1.3897(17) . ?
C14B C15B 1.3869(17) . ?
C15B C16B 1.3889(19) . ?
C16B C17B 1.385(2) . ?
C17B C18B 1.3884(19) . ?

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
C6A O4A C7A 114.95(10) . . ?
O1A C1A C2A 114.32(10) . . ?
O2A C1A O1A 123.50(10) . . ?
O2A C1A C2A 122.19(10) . . ?
C1A C2A C8A 123.05(9) . . ?
C3A C2A C1A 126.12(10) . . ?
C3A C2A C8A 110.82(10) . . ?
C2A C3A C4A 108.91(10) . . ?
C5A C4A C3A 109.07(10) . . ?
C4A C5A C6A 125.86(11) . . ?
C4A C5A C8A 110.71(10) . . ?
C6A C5A C8A 123.43(10) . . ?
O3A C6A O4A 123.63(11) . . ?
O3A C6A C5A 124.74(10) . . ?
O4A C6A C5A 111.62(10) . . ?
C2A C8A C5A 100.42(9) . . ?
C2A C8A C9A 112.33(9) . . ?
C2A C8A C12A 115.72(9) . . ?
C5A C8A C9A 109.93(9) . . ?
C5A C8A C12A 116.64(9) . . ?
C9A C8A C12A 102.14(9) . . ?
C10A C9A C8A 112.39(10) . . ?
C9A C10A C11A 113.20(10) . . ?
C10A C11A C12A 102.85(9) . . ?
C10A C11A C13A 114.43(9) . . ?
C13A C11A C12A 113.35(9) . . ?
C11A C12A C8A 106.44(9) . . ?
C14A C13A C11A 121.62(10) . . ?
C18A C13A C11A 120.28(10) . . ?
C18A C13A C14A 118.09(11) . . ?
C15A C14A C13A 121.05(11) . . ?
C16A C15A C14A 120.06(12) . . ?
C15A C16A C17A 119.53(12) . . ?
C16A C17A C18A 120.27(12) . . ?
C17A C18A C13A 121.01(12) . . ?
C6B O4B C7B 115.09(10) . . ?
O1B C1B C2B 113.55(10) . . ?
O2B C1B O1B 123.71(10) . . ?
O2B C1B C2B 122.74(10) . . ?
C1B C2B C8B 124.11(10) . . ?
C3B C2B C1B 125.26(11) . . ?
C3B C2B C8B 110.51(10) . . ?
C2B C3B C4B 109.20(10) . . ?
C5B C4B C3B 108.95(10) . . ?
C4B C5B C6B 125.73(11) . . ?
C4B C5B C8B 110.46(10) . . ?
C6B C5B C8B 123.78(10) . . ?
O3B C6B O4B 123.54(11) . . ?
O3B C6B C5B 124.97(11) . . ?
O4B C6B C5B 111.47(10) . . ?
C2B C8B C5B 100.50(9) . . ?
C2B C8B C9B 110.89(9) . . ?
C2B C8B C12B 117.07(9) . . ?
C5B C8B C9B 108.59(9) . . ?
C5B C8B C12B 117.78(9) . . ?
C9B C8B C12B 102.04(9) . . ?
C10B C9B C8B 112.51(10) . . ?
C9B C10B C11B 112.98(10) . . ?
C10B C11B C12B 102.57(9) . . ?
C10B C11B C13B 113.57(9) . . ?
C13B C11B C12B 114.98(9) . . ?
C8B C12B C11B 106.48(9) . . ?
C14B C13B C11B 121.43(10) . . ?
C18B C13B C11B 120.25(11) . . ?
C18B C13B C14B 118.28(11) . . ?
C15B C14B C13B 120.75(11) . . ?
C14B C15B C16B 120.16(12) . . ?
C17B C16B C15B 119.68(12) . . ?
C16B C17B C18B 119.91(12) . . ?
C17B C18B C13B 121.21(12) . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.135
_oxdiff_exptl_absorpt_empirical_full_min 0.861
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane'
####################################################################### 
# 
# 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_KGoyal001_Sarpong
_database_code_depnum_ccdc_archive 'CCDC 2245692'
loop_
_audit_author_name
_audit_author_address
'Nick Settineri'
;University of California, Berkeley
United States of America
;
_audit_update_record             
;
2023-03-02 deposited with the CCDC.	2023-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H12 O4'
_chemical_formula_sum            'C12 H12 O4'
_chemical_formula_weight         220.22

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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                   17.1400(2)
_cell_length_b                   8.09620(10)
_cell_length_c                   31.5007(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.1660(10)
_cell_angle_gamma                90
_cell_volume                     4219.07(9)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    17270
_cell_measurement_theta_min      5.3660
_cell_measurement_theta_max      78.4400

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_F_000             1856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.873
_shelx_estimated_absorpt_T_min   0.738
_shelx_estimated_absorpt_T_max   0.902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.89090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            26165
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         5.348
_diffrn_reflns_theta_max         74.480
_diffrn_reflns_theta_full        74.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4271
_reflns_number_gt                3926
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0667P)²+2.6239P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4271
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.1168
_refine_ls_wR_factor_gt          0.1139
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.39911(7) 0.54525(15) 0.49032(4) 0.0200(2) Uani 1 1 d . . . . .
C2 C 0.37703(7) 0.41761(15) 0.51814(4) 0.0197(2) Uani 1 1 d . . . . .
C3 C 0.34508(7) 0.45471(15) 0.55751(4) 0.0190(2) Uani 1 1 d . . . . .
C4 C 0.26572(7) 0.56156(15) 0.54588(4) 0.0214(3) Uani 1 1 d . . . . .
H4A H 0.2500 0.5905 0.5142 0.026 Uiso 1 1 calc R U . . .
H4B H 0.2206 0.5014 0.5531 0.026 Uiso 1 1 calc R U . . .
C5 C 0.28729(8) 0.71342(15) 0.57380(4) 0.0231(3) Uani 1 1 d . . . . .
H5 H 0.2509 0.8023 0.5733 0.028 Uiso 1 1 calc R U . . .
C6 C 0.36210(8) 0.71107(15) 0.59918(4) 0.0226(3) Uani 1 1 d . . . . .
H6 H 0.3851 0.7981 0.6187 0.027 Uiso 1 1 calc R U . . .
C7 C 0.40688(8) 0.55588(15) 0.59394(4) 0.0209(3) Uani 1 1 d . . . . .
H7A H 0.4224 0.4934 0.6219 0.025 Uiso 1 1 calc R U . . .
H7B H 0.4562 0.5819 0.5845 0.025 Uiso 1 1 calc R U . . .
C8 C 0.33261(7) 0.28181(15) 0.57236(4) 0.0204(3) Uani 1 1 d . . . . .
C9 C 0.30010(8) 0.25005(16) 0.61062(4) 0.0224(3) Uani 1 1 d . . . . .
C10 C 0.25870(10) 0.04386(18) 0.65301(5) 0.0332(3) Uani 1 1 d . . . . .
H10A H 0.2088 0.1056 0.6512 0.050 Uiso 1 1 calc R U . . .
H10B H 0.2986 0.0708 0.6806 0.050 Uiso 1 1 calc R U . . .
H10C H 0.2472 -0.0749 0.6521 0.050 Uiso 1 1 calc R U . . .
C11 C 0.35537(8) 0.16773(15) 0.54668(4) 0.0221(3) Uani 1 1 d . . . . .
H11 H 0.3539 0.0514 0.5503 0.026 Uiso 1 1 calc R U . . .
C12 C 0.38257(8) 0.25299(15) 0.51250(4) 0.0214(3) Uani 1 1 d . . . . .
H12 H 0.4012 0.2014 0.4899 0.026 Uiso 1 1 calc R U . . .
C13 C 0.42957(7) 0.87964(15) 0.41093(4) 0.0206(2) Uani 1 1 d . . . . .
C14 C 0.42727(7) 1.00859(15) 0.37794(4) 0.0202(3) Uani 1 1 d . . . . .
C15 C 0.41594(7) 0.97378(15) 0.32956(4) 0.0201(3) Uani 1 1 d . . . . .
C16 C 0.33506(8) 0.87891(16) 0.30869(4) 0.0259(3) Uani 1 1 d . . . . .
H16A H 0.3059 0.8536 0.3312 0.031 Uiso 1 1 calc R U . . .
H16B H 0.2993 0.9447 0.2849 0.031 Uiso 1 1 calc R U . . .
C17 C 0.36191(10) 0.72343(17) 0.29078(5) 0.0328(3) Uani 1 1 d . . . . .
H17 H 0.3257 0.6395 0.2766 0.039 Uiso 1 1 calc R U . . .
C18 C 0.44059(10) 0.71523(17) 0.29680(5) 0.0328(3) Uani 1 1 d . . . . .
H18 H 0.4669 0.6246 0.2873 0.039 Uiso 1 1 calc R U . . .
C19 C 0.48473(8) 0.86278(16) 0.32005(4) 0.0255(3) Uani 1 1 d . . . . .
H19A H 0.5137 0.9216 0.3012 0.031 Uiso 1 1 calc R U . . .
H19B H 0.5241 0.8300 0.3478 0.031 Uiso 1 1 calc R U . . .
C20 C 0.41556(7) 1.14743(15) 0.31223(4) 0.0204(3) Uani 1 1 d . . . . .
C21 C 0.40410(7) 1.18299(15) 0.26500(4) 0.0211(3) Uani 1 1 d . . . . .
C22 C 0.38791(9) 1.38988(18) 0.21072(4) 0.0282(3) Uani 1 1 d . . . . .
H22A H 0.3398 1.3339 0.1928 0.042 Uiso 1 1 calc R U . . .
H22B H 0.4354 1.3562 0.2010 0.042 Uiso 1 1 calc R U . . .
H22C H 0.3807 1.5097 0.2074 0.042 Uiso 1 1 calc R U . . .
C23 C 0.42485(8) 1.25959(16) 0.34484(4) 0.0222(3) Uani 1 1 d . . . . .
H23 H 0.4265 1.3760 0.3415 0.027 Uiso 1 1 calc R U . . .
C24 C 0.43189(8) 1.17222(16) 0.38605(4) 0.0233(3) Uani 1 1 d . . . . .
H24 H 0.4386 1.2223 0.4141 0.028 Uiso 1 1 calc R U . . .
O1 O 0.41617(6) 0.49285(12) 0.45459(3) 0.0265(2) Uani 1 1 d . . . . .
O2 O 0.40047(6) 0.69390(11) 0.50082(3) 0.0246(2) Uani 1 1 d . . . . .
O3 O 0.28404(7) 0.35687(12) 0.63378(3) 0.0331(2) Uani 1 1 d . . . . .
O4 O 0.29043(6) 0.08795(12) 0.61644(3) 0.0286(2) Uani 1 1 d . . . . .
O5 O 0.43519(6) 0.93064(12) 0.45096(3) 0.0256(2) Uani 1 1 d . . . . .
O6 O 0.42548(6) 0.73081(12) 0.40022(3) 0.0276(2) Uani 1 1 d . . . . .
O7 O 0.39885(7) 1.07870(12) 0.23709(3) 0.0333(2) Uani 1 1 d . . . . .
O8 O 0.39946(6) 1.34548(12) 0.25640(3) 0.0281(2) Uani 1 1 d . . . . .
H1 H 0.4249(17) 0.582(4) 0.4364(10) 0.077(8) Uiso 1 1 d . . . . .
H5A H 0.4319(16) 0.845(4) 0.4710(9) 0.067(7) Uiso 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
C1 O2 1.2467(16) . ?
C1 O1 1.3057(15) . ?
C1 C2 1.4670(17) . ?
C2 C12 1.3512(17) . ?
C2 C3 1.5112(16) . ?
C3 C8 1.5087(16) . ?
C3 C4 1.5722(17) . ?
C3 C7 1.5730(16) . ?
C4 C5 1.5007(17) . ?
C5 C6 1.3218(19) . ?
C6 C7 1.5038(17) . ?
C8 C11 1.3507(18) . ?
C8 C9 1.4768(17) . ?
C9 O3 1.2087(17) . ?
C9 O4 1.3415(16) . ?
C10 O4 1.4414(16) . ?
C11 C12 1.4545(17) . ?
C13 O6 1.2483(16) . ?
C13 O5 1.3062(16) . ?
C13 C14 1.4663(17) . ?
C14 C24 1.3476(18) . ?
C14 C15 1.5116(16) . ?
C15 C20 1.5076(16) . ?
C15 C16 1.5707(17) . ?
C15 C19 1.5725(17) . ?
C16 C17 1.5000(19) . ?
C17 C18 1.313(2) . ?
C18 C19 1.499(2) . ?
C20 C23 1.3488(18) . ?
C20 C21 1.4774(17) . ?
C21 O7 1.2052(17) . ?
C21 O8 1.3414(16) . ?
C22 O8 1.4457(15) . ?
C23 C24 1.4556(17) . ?

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
O2 C1 O1 123.33(11) . . ?
O2 C1 C2 120.76(11) . . ?
O1 C1 C2 115.91(11) . . ?
C12 C2 C1 125.33(11) . . ?
C12 C2 C3 110.91(11) . . ?
C1 C2 C3 123.75(11) . . ?
C8 C3 C2 100.44(9) . . ?
C8 C3 C4 113.50(10) . . ?
C2 C3 C4 113.29(10) . . ?
C8 C3 C7 112.33(10) . . ?
C2 C3 C7 112.51(10) . . ?
C4 C3 C7 105.07(9) . . ?
C5 C4 C3 104.41(10) . . ?
C6 C5 C4 113.20(11) . . ?
C5 C6 C7 112.82(11) . . ?
C6 C7 C3 104.45(10) . . ?
C11 C8 C9 126.83(11) . . ?
C11 C8 C3 111.24(11) . . ?
C9 C8 C3 121.93(11) . . ?
O3 C9 O4 124.17(12) . . ?
O3 C9 C8 124.21(12) . . ?
O4 C9 C8 111.62(11) . . ?
C8 C11 C12 108.51(11) . . ?
C2 C12 C11 108.89(11) . . ?
O6 C13 O5 123.42(11) . . ?
O6 C13 C14 120.43(11) . . ?
O5 C13 C14 116.14(11) . . ?
C24 C14 C13 125.18(12) . . ?
C24 C14 C15 111.11(11) . . ?
C13 C14 C15 123.67(11) . . ?
C20 C15 C14 100.28(10) . . ?
C20 C15 C16 112.63(10) . . ?
C14 C15 C16 112.32(10) . . ?
C20 C15 C19 113.35(10) . . ?
C14 C15 C19 113.18(10) . . ?
C16 C15 C19 105.34(10) . . ?
C17 C16 C15 104.11(11) . . ?
C18 C17 C16 113.11(13) . . ?
C17 C18 C19 113.47(12) . . ?
C18 C19 C15 103.93(11) . . ?
C23 C20 C21 126.43(11) . . ?
C23 C20 C15 111.33(11) . . ?
C21 C20 C15 122.22(11) . . ?
O7 C21 O8 123.42(12) . . ?
O7 C21 C20 124.27(12) . . ?
O8 C21 C20 112.31(11) . . ?
C20 C23 C24 108.53(11) . . ?
C14 C24 C23 108.76(11) . . ?
C9 O4 C10 115.95(11) . . ?
C21 O8 C22 115.48(10) . . ?

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 C1 C2 C12 -172.00(12) . . . . ?
O1 C1 C2 C12 8.47(19) . . . . ?
O2 C1 C2 C3 7.68(19) . . . . ?
O1 C1 C2 C3 -171.85(11) . . . . ?
C12 C2 C3 C8 -0.83(14) . . . . ?
C1 C2 C3 C8 179.46(11) . . . . ?
C12 C2 C3 C4 -122.20(12) . . . . ?
C1 C2 C3 C4 58.08(15) . . . . ?
C12 C2 C3 C7 118.81(12) . . . . ?
C1 C2 C3 C7 -60.91(15) . . . . ?
C8 C3 C4 C5 125.23(11) . . . . ?
C2 C3 C4 C5 -121.06(11) . . . . ?
C7 C3 C4 C5 2.14(12) . . . . ?
C3 C4 C5 C6 -1.19(14) . . . . ?
C4 C5 C6 C7 -0.38(16) . . . . ?
C5 C6 C7 C3 1.76(14) . . . . ?
C8 C3 C7 C6 -126.17(11) . . . . ?
C2 C3 C7 C6 121.36(11) . . . . ?
C4 C3 C7 C6 -2.33(12) . . . . ?
C2 C3 C8 C11 1.33(14) . . . . ?
C4 C3 C8 C11 122.56(12) . . . . ?
C7 C3 C8 C11 -118.44(12) . . . . ?
C2 C3 C8 C9 -179.17(11) . . . . ?
C4 C3 C8 C9 -57.95(15) . . . . ?
C7 C3 C8 C9 61.06(15) . . . . ?
C11 C8 C9 O3 176.48(14) . . . . ?
C3 C8 C9 O3 -2.9(2) . . . . ?
C11 C8 C9 O4 -3.66(19) . . . . ?
C3 C8 C9 O4 176.93(11) . . . . ?
C9 C8 C11 C12 179.18(12) . . . . ?
C3 C8 C11 C12 -1.36(15) . . . . ?
C1 C2 C12 C11 179.81(12) . . . . ?
C3 C2 C12 C11 0.10(15) . . . . ?
C8 C11 C12 C2 0.79(15) . . . . ?
O6 C13 C14 C24 -179.46(13) . . . . ?
O5 C13 C14 C24 1.21(19) . . . . ?
O6 C13 C14 C15 3.10(19) . . . . ?
O5 C13 C14 C15 -176.24(11) . . . . ?
C24 C14 C15 C20 0.32(13) . . . . ?
C13 C14 C15 C20 178.08(11) . . . . ?
C24 C14 C15 C16 -119.50(12) . . . . ?
C13 C14 C15 C16 58.27(15) . . . . ?
C24 C14 C15 C19 121.37(12) . . . . ?
C13 C14 C15 C19 -60.86(15) . . . . ?
C20 C15 C16 C17 125.94(11) . . . . ?
C14 C15 C16 C17 -121.72(12) . . . . ?
C19 C15 C16 C17 1.91(13) . . . . ?
C15 C16 C17 C18 -1.26(16) . . . . ?
C16 C17 C18 C19 0.00(18) . . . . ?
C17 C18 C19 C15 1.26(16) . . . . ?
C20 C15 C19 C18 -125.48(11) . . . . ?
C14 C15 C19 C18 121.18(12) . . . . ?
C16 C15 C19 C18 -1.90(13) . . . . ?
C14 C15 C20 C23 -0.09(13) . . . . ?
C16 C15 C20 C23 119.51(12) . . . . ?
C19 C15 C20 C23 -121.02(12) . . . . ?
C14 C15 C20 C21 -178.63(10) . . . . ?
C16 C15 C20 C21 -59.03(15) . . . . ?
C19 C15 C20 C21 60.44(15) . . . . ?
C23 C20 C21 O7 177.28(13) . . . . ?
C15 C20 C21 O7 -4.4(2) . . . . ?
C23 C20 C21 O8 -3.24(18) . . . . ?
C15 C20 C21 O8 175.07(11) . . . . ?
C21 C20 C23 C24 178.31(12) . . . . ?
C15 C20 C23 C24 -0.15(15) . . . . ?
C13 C14 C24 C23 -178.15(12) . . . . ?
C15 C14 C24 C23 -0.43(15) . . . . ?
C20 C23 C24 C14 0.36(15) . . . . ?
O3 C9 O4 C10 0.0(2) . . . . ?
C8 C9 O4 C10 -179.85(12) . . . . ?
O7 C21 O8 C22 -0.29(19) . . . . ?
C20 C21 O8 C22 -179.78(11) . . . . ?

_refine_diff_density_max         0.277
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.057


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 30% ethyl acetate in hexanes'
####################################################################### 
# 
# 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_KGoyal06_Sarpong
_database_code_depnum_ccdc_archive 'CCDC 2245684'
loop_
_audit_author_name
_audit_author_address
'Nick Settineri'
;University of California, Berkeley
United States of America
;
_audit_update_record             
;
2023-03-02 deposited with the CCDC.	2023-09-20 downloaded from the CCDC.
;
_audit_creation_date             2022-10-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '1(C23 H20 O2)'
_chemical_formula_sum            'C23 H20 O2'
_chemical_formula_weight         328.39
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C O H'
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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        P21
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.9522(3)
_cell_length_b                   8.0449(2)
_cell_length_c                   16.5583(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.837(2)
_cell_angle_gamma                90
_cell_volume                     1704.88(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21834
_cell_measurement_temperature    100
_cell_measurement_theta_max      78.1650
_cell_measurement_theta_min      3.4220
_shelx_estimated_absorpt_T_max   0.928
_shelx_estimated_absorpt_T_min   0.819
_exptl_absorpt_coefficient_mu    0.631
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89267
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            31264
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.502
_diffrn_reflns_theta_min         3.453
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_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     39.00 106.00   0.50    0.50    --  107.75 -94.00-180.00  134
  2  ω     35.00 109.00   0.50    0.50    --  107.75-111.00 -30.00  148
  3  ω     31.00 106.00   0.50    0.50    --  107.75 -94.00   0.00  150
  4  ω     37.00  69.00   0.50    0.50    --  107.75-111.00  30.00   64
  5  ω     72.00  99.00   0.50    0.50    --  107.75-111.00  30.00   54
  6  ω    -29.00  24.00   0.50    0.50    --   50.46 -19.00  90.00  106
  7  ω    -20.00  68.00   0.50    0.50    --   50.46 -64.00 -99.00  176
  8  ω     38.00  73.00   0.50    0.50    --  107.75 -64.00 -99.00   70
  9  ω     36.00  68.00   0.50    0.50    --  107.75 -61.00-120.00   64
 10  ω     34.00 102.00   0.50    0.50    --  107.75 -77.00 -30.00  136
 11  ω     36.00  68.00   0.50    0.50    --  107.75 -61.00   0.00   64
 12  ω     36.00  68.00   0.50    0.50    --  107.75 -61.00  90.00   64
 13  ω     36.00  67.00   0.50    0.50    --  107.75 -61.00 -90.00   62
 14  ω     36.00  68.00   0.50    0.50    --  107.75 -61.00-150.00   64
 15  ω     83.00 175.00   0.50    0.50    --  107.75 111.00 -30.00  184
 16  ω     95.00 175.00   0.50    0.50    --  107.75  15.00   0.00  160
 17  ω     85.00 175.00   0.50    0.50    --  107.75  77.00 -60.00  180
 18  ω     81.00 124.00   0.50    0.50    --   50.46  77.00-180.00   86
 19  ω     81.00 124.00   0.50    0.50    --   50.46  77.00 -30.00   86
 20  ω     33.00 121.00   0.50    0.50    --   50.46  64.00  36.00  176
 21  ω     85.00 175.00   0.50    0.50    --  107.75  77.00 150.00  180
 22  ω     85.00 175.00   0.50    0.50    --  107.75  77.00  90.00  180
 23  ω     91.00 175.00   0.50    0.50    --  107.75  61.00 120.00  168
 24  ω     91.00 175.00   0.50    0.50    --  107.75  61.00 150.00  168
 25  ω     90.00 175.00   0.50    0.50    --  107.75  64.00  36.00  170
 26  ω     91.00 175.00   0.50    0.50    --  107.75  61.00 -90.00  168
 27  ω     92.00 122.00   0.50    0.50    --  107.75  61.00-180.00   60
 28  ω    125.00 163.00   0.50    0.50    --  107.75  61.00-180.00   76
 29  ω     94.00 175.00   0.50    0.50    --  107.75  45.00-180.00  162
 30  ω    120.00 171.00   0.50    0.50    --  107.75  45.00 -30.00  102
 31  ω     95.00 175.00   0.50    0.50    --  107.75  15.00  90.00  160
 32  ω    -30.00  30.00   0.50    0.50    --  -50.46  19.00  30.00  120
 33  ω    -68.00  20.00   0.50    0.50    --  -50.46  64.00  36.00  176
 34  ω   -108.00 -26.00   0.50    0.50    -- -100.00  77.00 120.00  164
 35  ω    -54.00 -24.00   0.50    0.50    -- -100.00  45.00  90.00   60
 36  ω    -79.00 -30.00   0.50    0.50    -- -100.00  64.00  36.00   98
 37  ω    -54.00 -24.00   0.50    0.50    -- -100.00  45.00  30.00   60
 38  ω    -54.00 -24.00   0.50    0.50    -- -100.00  45.00 -30.00   60
 39  ω    -54.00 -24.00   0.50    0.50    -- -100.00  45.00-120.00   60
 40  ω    -54.00 -24.00   0.50    0.50    -- -100.00  45.00-150.00   60
 41  ω   -174.00 -81.00   0.50    0.50    -- -100.00 -77.00-180.00  186
 42  ω   -170.00 -83.00   0.50    0.50    -- -100.00 -64.00 -99.00  174
 43  ω   -178.00 -86.00   0.50    0.50    -- -100.00 -30.00  60.00  184
 44  ω   -178.00 -86.00   0.50    0.50    -- -100.00 -30.00  90.00  184
 45  ω   -127.50 -88.00   0.50    0.50    -- -100.00 -15.00 150.00   79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0278002000
_diffrn_orient_matrix_UB_12      0.1214867000
_diffrn_orient_matrix_UB_13      -0.0720949000
_diffrn_orient_matrix_UB_21      0.0885676000
_diffrn_orient_matrix_UB_22      -0.0737339000
_diffrn_orient_matrix_UB_23      -0.0413560000
_diffrn_orient_matrix_UB_31      -0.0764920000
_diffrn_orient_matrix_UB_32      -0.1283098000
_diffrn_orient_matrix_UB_33      -0.0444134000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.842
_reflns_Friedel_fraction_full    0.979
_reflns_Friedel_fraction_max     0.978
_reflns_number_gt                6497
_reflns_number_total             6878
_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 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 
;
 Flack x determined using 2807 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.12(17)
_refine_ls_extinction_coef       0.0036(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         6878
_refine_ls_number_restraints     79
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.045
_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)+(0.0725P)²+0.7590P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1356
_refine_ls_wR_factor_ref         0.1372
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained planarity
 C5BA, C6BA, C7BA, C8BA, C9BA, C10B
 with sigma of 0.01
 C1, C5BB, C6BB, C7BB, C8BB, C9BB
 with sigma of 0.01
3. Rigid body (RIGU) restrains
 C1, C5BA, C5BB, C6BA, C6BB, C7BA, C7BB, C8BA, C8BB, C9BA, C9BB, C10B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Sof(C1)=Sof(H1)=Sof(C3BB)=Sof(H3BC)=Sof(H3BD)=Sof(C4BB)=Sof(H4BB)=Sof(C5BB)=
 Sof(C6BB)=Sof(H6BB)=Sof(C7BB)=Sof(H7BB)=Sof(C8BB)=Sof(H8BB)=Sof(C9BB)=
 Sof(H9BB)=Sof(H11C)=Sof(H11D)=1-FVAR(1)
 Sof(C3BA)=Sof(H3BA)=Sof(H3BB)=Sof(C4BA)=Sof(H4BA)=Sof(C5BA)=Sof(C6BA)=
 Sof(H6BA)=Sof(C7BA)=Sof(H7BA)=Sof(C8BA)=Sof(H8BA)=Sof(C9BA)=Sof(H9BA)=
 Sof(C10B)=Sof(H10B)=Sof(H11A)=Sof(H11B)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C4A(H4A), C4BA(H4BA), C4BB(H4BB)
5.b Secondary CH2 refined with riding coordinates:
 C3A(H3AA,H3AB), C11A(H11E,H11F), C3BA(H3BA,H3BB), C3BB(H3BC,H3BD), C11B(H11A,
 H11B), C11B(H11C,H11D)
5.c Aromatic/amide H refined with riding coordinates:
 C6A(H6A), C7A(H7A), C8A(H8A), C9A(H9A), C10A(H10A), C12A(H12A), C14A(H14A),
 C17A(H17A), C18A(H18A), C19A(H19A), C20A(H20A), C21A(H21A), C1(H1), C6BA(H6BA),
  C6BB(H6BB), C7BA(H7BA), C7BB(H7BB), C8BA(H8BA), C8BB(H8BB), C9BA(H9BA),
 C9BB(H9BB), C10B(H10B), C12B(H12B), C14B(H14B), C17B(H17B), C18B(H18B),
 C19B(H19B), C20B(H20B), C21B(H21B)
5.d Idealised Me refined as rotating group:
 C23A(H23D,H23E,H23F), C23B(H23A,H23B,H23C)
;
_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
O1A O 0.58298(19) 0.3389(4) 0.75327(15) 0.0367(6) Uani 1 1 d . . . . .
O2A O 0.56919(19) 0.5565(3) 0.66706(14) 0.0329(6) Uani 1 1 d . . . . .
C1A C 0.4153(3) 0.4524(4) 0.70197(19) 0.0290(7) Uani 1 1 d . . . . .
C2A C 0.3643(3) 0.4409(4) 0.7678(2) 0.0285(7) Uani 1 1 d . . . . .
C3A C 0.3998(3) 0.3867(4) 0.85377(19) 0.0274(7) Uani 1 1 d . . . . .
H3AA H 0.4755 0.4091 0.8688 0.033 Uiso 1 1 calc R U . . .
H3AB H 0.3885 0.2656 0.8585 0.033 Uiso 1 1 calc R U . . .
C4A C 0.3392(3) 0.4798(5) 0.91203(19) 0.0284(7) Uani 1 1 d . . . . .
H4A H 0.3566 0.6005 0.9087 0.034 Uiso 1 1 calc R U . . .
C5A C 0.3716(2) 0.4260(4) 0.99974(19) 0.0258(6) Uani 1 1 d . . . . .
C6A C 0.3589(3) 0.2616(5) 1.0238(2) 0.0316(7) Uani 1 1 d . . . . .
H6A H 0.3290 0.1826 0.9844 0.038 Uiso 1 1 calc R U . . .
C7A C 0.3893(3) 0.2118(5) 1.1039(2) 0.0319(7) Uani 1 1 d . . . . .
H7A H 0.3796 0.0995 1.1188 0.038 Uiso 1 1 calc R U . . .
C8A C 0.4336(3) 0.3239(5) 1.1627(2) 0.0317(7) Uani 1 1 d . . . . .
H8A H 0.4553 0.2887 1.2175 0.038 Uiso 1 1 calc R U . . .
C9A C 0.4459(3) 0.4890(5) 1.1406(2) 0.0322(7) Uani 1 1 d . . . . .
H9A H 0.4744 0.5678 1.1806 0.039 Uiso 1 1 calc R U . . .
C10A C 0.4162(3) 0.5385(5) 1.0594(2) 0.0303(7) Uani 1 1 d . . . . .
H10A H 0.4266 0.6506 1.0445 0.036 Uiso 1 1 calc R U . . .
C11A C 0.2203(3) 0.4614(5) 0.8841(2) 0.0343(8) Uani 1 1 d . . . . .
H11E H 0.1995 0.3450 0.8925 0.041 Uiso 1 1 calc R U . . .
H11F H 0.1826 0.5338 0.9182 0.041 Uiso 1 1 calc R U . . .
C12A C 0.1893(3) 0.5069(6) 0.7959(2) 0.0369(8) Uani 1 1 d . . . . .
H12A H 0.1200 0.5442 0.7775 0.044 Uiso 1 1 calc R U . . .
C13A C 0.2567(3) 0.4962(5) 0.74238(19) 0.0319(7) Uani 1 1 d . . . . .
C14A C 0.2466(3) 0.5379(5) 0.6558(2) 0.0318(7) Uani 1 1 d . . . . .
H14A H 0.1851 0.5777 0.6227 0.038 Uiso 1 1 calc R U . . .
C15A C 0.3402(3) 0.5102(5) 0.6303(2) 0.0334(8) Uani 1 1 d . . . . .
C16A C 0.3612(3) 0.5182(4) 0.5450(2) 0.0308(7) Uani 1 1 d . . . . .
C17A C 0.3012(3) 0.6210(5) 0.4872(2) 0.0368(8) Uani 1 1 d . . . . .
H17A H 0.2511 0.6941 0.5042 0.044 Uiso 1 1 calc R U . . .
C18A C 0.3143(3) 0.6171(6) 0.4058(2) 0.0405(9) Uani 1 1 d . . . . .
H18A H 0.2710 0.6839 0.3672 0.049 Uiso 1 1 calc R U . . .
C19A C 0.3897(3) 0.5170(5) 0.3803(2) 0.0391(9) Uani 1 1 d . . . . .
H19A H 0.4004 0.5181 0.3248 0.047 Uiso 1 1 calc R U . . .
C20A C 0.4498(3) 0.4146(5) 0.4367(2) 0.0372(9) Uani 1 1 d . . . . .
H20A H 0.5013 0.3448 0.4193 0.045 Uiso 1 1 calc R U . . .
C21A C 0.4355(3) 0.4131(5) 0.5178(2) 0.0321(7) Uani 1 1 d . . . . .
H21A H 0.4761 0.3407 0.5554 0.038 Uiso 1 1 calc R U . . .
C22A C 0.5297(3) 0.4378(4) 0.7102(2) 0.0290(7) Uani 1 1 d . . . . .
C23A C 0.6812(3) 0.5635(5) 0.6731(2) 0.0384(9) Uani 1 1 d . . . . .
H23D H 0.7042 0.4836 0.6349 0.058 Uiso 1 1 calc R U . . .
H23E H 0.7132 0.5358 0.7290 0.058 Uiso 1 1 calc R U . . .
H23F H 0.7022 0.6758 0.6595 0.058 Uiso 1 1 calc R U . . .
O1B O 1.0827(2) 0.6465(4) 0.24974(15) 0.0395(6) Uani 1 1 d . . . . .
O2B O 1.06743(18) 0.4229(3) 0.16656(14) 0.0331(6) Uani 1 1 d . . . . .
C1 C 0.8571(10) 0.723(2) 0.5267(8) 0.026(2) Uani 0.370(12) 1 d . U P A 2
H1 H 0.8263 0.8005 0.4867 0.031 Uiso 0.370(12) 1 calc R U P A 2
C1B C 0.9145(3) 0.5292(5) 0.20470(18) 0.0286(7) Uani 1 1 d . . . . .
C2B C 0.8663(3) 0.5371(5) 0.2714(2) 0.0330(8) Uani 1 1 d . . . . .
C3BA C 0.9111(6) 0.5373(11) 0.3625(5) 0.0320(17) Uani 0.630(12) 1 d . . P A 1
H3BA H 0.9266 0.4224 0.3820 0.038 Uiso 0.630(12) 1 calc R U P A 1
H3BB H 0.9766 0.6028 0.3722 0.038 Uiso 0.630(12) 1 calc R U P A 1
C3BB C 0.8990(9) 0.6068(19) 0.3565(6) 0.022(3) Uani 0.370(12) 1 d . . P A 2
H3BC H 0.8811 0.7263 0.3577 0.026 Uiso 0.370(12) 1 calc R U P A 2
H3BD H 0.9753 0.5944 0.3731 0.026 Uiso 0.370(12) 1 calc R U P A 2
C4BA C 0.8284(4) 0.6156(9) 0.4072(3) 0.0348(16) Uani 0.630(12) 1 d . . P A 1
H4BA H 0.8172 0.7319 0.3864 0.042 Uiso 0.630(12) 1 calc R U P A 1
C4BB C 0.8393(7) 0.5075(16) 0.4149(5) 0.024(3) Uani 0.370(12) 1 d . . P A 2
H4BB H 0.8576 0.3874 0.4110 0.029 Uiso 0.370(12) 1 calc R U P A 2
C5BA C 0.8671(6) 0.6275(12) 0.4988(5) 0.0327(16) Uani 0.630(12) 1 d . U P A 1
C5BB C 0.8723(9) 0.563(2) 0.5041(7) 0.024(2) Uani 0.370(12) 1 d . U P A 2
C6BA C 0.9093(7) 0.4905(11) 0.5441(6) 0.0376(19) Uani 0.630(12) 1 d . U P A 1
H6BA H 0.9163 0.3890 0.5162 0.045 Uiso 0.630(12) 1 calc R U P A 1
C6BB C 0.9169(10) 0.4488(18) 0.5611(7) 0.023(2) Uani 0.370(12) 1 d . U P A 2
H6BB H 0.9278 0.3372 0.5456 0.027 Uiso 0.370(12) 1 calc R U P A 2
C7BA C 0.9413(10) 0.4955(18) 0.6276(6) 0.039(2) Uani 0.630(12) 1 d . U P A 1
H7BA H 0.9699 0.4005 0.6569 0.047 Uiso 0.630(12) 1 calc R U P A 1
C7BB C 0.9459(14) 0.501(3) 0.6432(9) 0.025(3) Uani 0.370(12) 1 d . U P A 2
H7BB H 0.9762 0.4221 0.6824 0.031 Uiso 0.370(12) 1 calc R U P A 2
C8BA C 0.9300(13) 0.644(2) 0.6663(13) 0.040(4) Uani 0.630(12) 1 d . U P A 1
H8BA H 0.9508 0.6511 0.7238 0.047 Uiso 0.630(12) 1 calc R U P A 1
C8BB C 0.9324(17) 0.661(3) 0.6689(18) 0.025(4) Uani 0.370(12) 1 d . U P A 2
H8BB H 0.9528 0.6931 0.7242 0.030 Uiso 0.370(12) 1 calc R U P A 2
C9BA C 0.8891(9) 0.7842(17) 0.6238(6) 0.037(2) Uani 0.630(12) 1 d . U P A 1
H9BA H 0.8828 0.8861 0.6516 0.044 Uiso 0.630(12) 1 calc R U P A 1
C9BB C 0.8862(15) 0.776(3) 0.6086(9) 0.031(4) Uani 0.370(12) 1 d . U P A 2
H9BB H 0.8750 0.8882 0.6233 0.037 Uiso 0.370(12) 1 calc R U P A 2
C10B C 0.8579(7) 0.7723(11) 0.5411(5) 0.0332(18) Uani 0.630(12) 1 d . U P A 1
H10B H 0.8290 0.8674 0.5120 0.040 Uiso 0.630(12) 1 calc R U P A 1
C11B C 0.7228(3) 0.5258(5) 0.3886(2) 0.0339(8) Uani 1 1 d . . . . .
H11A H 0.7270 0.4208 0.4202 0.041 Uiso 0.630(12) 1 calc R U P A 1
H11B H 0.6686 0.5961 0.4077 0.041 Uiso 0.630(12) 1 calc R U P A 1
H11C H 0.6859 0.4508 0.4220 0.041 Uiso 0.370(12) 1 calc R U P A 2
H11D H 0.7021 0.6413 0.3992 0.041 Uiso 0.370(12) 1 calc R U P A 2
C12B C 0.6893(3) 0.4865(5) 0.30014(19) 0.0326(7) Uani 1 1 d . . . . .
H12B H 0.6185 0.4570 0.2817 0.039 Uiso 1 1 calc R U . . .
C13B C 0.7567(2) 0.4919(5) 0.24606(17) 0.0293(7) Uani 1 1 d . . . . .
C14B C 0.7440(3) 0.4616(5) 0.1583(2) 0.0317(8) Uani 1 1 d . . . . .
H14B H 0.6804 0.4327 0.1246 0.038 Uiso 1 1 calc R U . . .
C15B C 0.8377(3) 0.4815(4) 0.13237(19) 0.0261(7) Uani 1 1 d . . . . .
C16B C 0.8571(3) 0.4745(4) 0.04721(19) 0.0287(7) Uani 1 1 d . . . . .
C17B C 0.7958(3) 0.3714(5) -0.0092(2) 0.0324(8) Uani 1 1 d . . . . .
H17B H 0.7437 0.3034 0.0086 0.039 Uiso 1 1 calc R U . . .
C18B C 0.8098(3) 0.3667(5) -0.0905(2) 0.0380(8) Uani 1 1 d . . . . .
H18B H 0.7678 0.2954 -0.1278 0.046 Uiso 1 1 calc R U . . .
C19B C 0.8850(3) 0.4659(6) -0.1173(2) 0.0395(9) Uani 1 1 d . . . . .
H19B H 0.8952 0.4622 -0.1728 0.047 Uiso 1 1 calc R U . . .
C20B C 0.9460(3) 0.5715(5) -0.0623(2) 0.0381(9) Uani 1 1 d . . . . .
H20B H 0.9971 0.6409 -0.0805 0.046 Uiso 1 1 calc R U . . .
C21B C 0.9316(3) 0.5745(5) 0.0192(2) 0.0322(7) Uani 1 1 d . . . . .
H21B H 0.9734 0.6462 0.0564 0.039 Uiso 1 1 calc R U . . .
C22B C 1.0289(3) 0.5439(5) 0.20934(19) 0.0300(7) Uani 1 1 d . . . . .
C23B C 1.1790(3) 0.4228(6) 0.1677(2) 0.0399(9) Uani 1 1 d . . . . .
H23A H 1.1963 0.3517 0.1237 0.060 Uiso 1 1 calc R U . . .
H23B H 1.2137 0.3802 0.2204 0.060 Uiso 1 1 calc R U . . .
H23C H 1.2029 0.5364 0.1599 0.060 Uiso 1 1 calc R U . . .


_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
O1A C22A 1.211(4) . ?
O2A C22A 1.341(4) . ?
O2A C23A 1.439(4) . ?
C1A C2A 1.361(5) . ?
C1A C15A 1.488(5) . ?
C1A C22A 1.471(5) . ?
C2A C3A 1.493(4) . ?
C2A C13A 1.461(5) . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C3A C4A 1.529(5) . ?
C4A H4A 1.0000 . ?
C4A C5A 1.511(4) . ?
C4A C11A 1.546(5) . ?
C5A C6A 1.398(5) . ?
C5A C10A 1.398(5) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.384(5) . ?
C7A H7A 0.9500 . ?
C7A C8A 1.385(5) . ?
C8A H8A 0.9500 . ?
C8A C9A 1.393(6) . ?
C9A H9A 0.9500 . ?
C9A C10A 1.398(5) . ?
C10A H10A 0.9500 . ?
C11A H11E 0.9900 . ?
C11A H11F 0.9900 . ?
C11A C12A 1.500(5) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.339(5) . ?
C13A C14A 1.459(5) . ?
C14A H14A 0.9500 . ?
C14A C15A 1.361(5) . ?
C15A C16A 1.482(5) . ?
C16A C17A 1.405(5) . ?
C16A C21A 1.406(5) . ?
C17A H17A 0.9500 . ?
C17A C18A 1.384(5) . ?
C18A H18A 0.9500 . ?
C18A C19A 1.381(6) . ?
C19A H19A 0.9500 . ?
C19A C20A 1.390(6) . ?
C20A H20A 0.9500 . ?
C20A C21A 1.385(5) . ?
C21A H21A 0.9500 . ?
C23A H23D 0.9800 . ?
C23A H23E 0.9800 . ?
C23A H23F 0.9800 . ?
O1B C22B 1.213(4) . ?
O2B C22B 1.344(4) . ?
O2B C23B 1.443(4) . ?
C1 H1 0.9500 . ?
C1 C5BB 1.361(18) . ?
C1 C9BB 1.417(16) . ?
C1B C2B 1.352(5) . ?
C1B C15B 1.486(4) . ?
C1B C22B 1.476(5) . ?
C2B C3BA 1.530(8) . ?
C2B C3BB 1.514(12) . ?
C2B C13B 1.463(5) . ?
C3BA H3BA 0.9900 . ?
C3BA H3BB 0.9900 . ?
C3BA C4BA 1.529(11) . ?
C3BB H3BC 0.9900 . ?
C3BB H3BD 0.9900 . ?
C3BB C4BB 1.550(15) . ?
C4BA H4BA 1.0000 . ?
C4BA C5BA 1.526(9) . ?
C4BA C11B 1.536(6) . ?
C4BB H4BB 1.0000 . ?
C4BB C5BB 1.540(14) . ?
C4BB C11B 1.512(9) . ?
C5BA C6BA 1.396(10) . ?
C5BA C10B 1.374(9) . ?
C5BB C6BB 1.381(15) . ?
C6BA H6BA 0.9500 . ?
C6BA C7BA 1.381(11) . ?
C6BB H6BB 0.9500 . ?
C6BB C7BB 1.419(15) . ?
C7BA H7BA 0.9500 . ?
C7BA C8BA 1.374(18) . ?
C7BB H7BB 0.9500 . ?
C7BB C8BB 1.37(3) . ?
C8BA H8BA 0.9500 . ?
C8BA C9BA 1.39(2) . ?
C8BB H8BB 0.9500 . ?
C8BB C9BB 1.42(3) . ?
C9BA H9BA 0.9500 . ?
C9BA C10B 1.371(10) . ?
C9BB H9BB 0.9500 . ?
C10B H10B 0.9500 . ?
C11B H11A 0.9900 . ?
C11B H11B 0.9900 . ?
C11B H11C 0.9900 . ?
C11B H11D 0.9900 . ?
C11B C12B 1.497(4) . ?
C12B H12B 0.9500 . ?
C12B C13B 1.344(4) . ?
C13B C14B 1.458(4) . ?
C14B H14B 0.9500 . ?
C14B C15B 1.357(5) . ?
C15B C16B 1.471(4) . ?
C16B C17B 1.401(5) . ?
C16B C21B 1.389(5) . ?
C17B H17B 0.9500 . ?
C17B C18B 1.386(5) . ?
C18B H18B 0.9500 . ?
C18B C19B 1.384(6) . ?
C19B H19B 0.9500 . ?
C19B C20B 1.397(6) . ?
C20B H20B 0.9500 . ?
C20B C21B 1.391(5) . ?
C21B H21B 0.9500 . ?
C23B H23A 0.9800 . ?
C23B H23B 0.9800 . ?
C23B H23C 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
C22A O2A C23A 117.0(3) . . ?
C2A C1A C15A 108.7(3) . . ?
C2A C1A C22A 121.7(3) . . ?
C22A C1A C15A 128.7(3) . . ?
C1A C2A C3A 131.8(3) . . ?
C1A C2A C13A 107.9(3) . . ?
C13A C2A C3A 120.2(3) . . ?
C2A C3A H3AA 109.6 . . ?
C2A C3A H3AB 109.6 . . ?
C2A C3A C4A 110.3(3) . . ?
H3AA C3A H3AB 108.1 . . ?
C4A C3A H3AA 109.6 . . ?
C4A C3A H3AB 109.6 . . ?
C3A C4A H4A 107.4 . . ?
C3A C4A C11A 110.4(3) . . ?
C5A C4A C3A 111.9(3) . . ?
C5A C4A H4A 107.4 . . ?
C5A C4A C11A 112.1(3) . . ?
C11A C4A H4A 107.4 . . ?
C6A C5A C4A 121.1(3) . . ?
C6A C5A C10A 117.7(3) . . ?
C10A C5A C4A 121.2(3) . . ?
C5A C6A H6A 119.4 . . ?
C7A C6A C5A 121.2(3) . . ?
C7A C6A H6A 119.4 . . ?
C6A C7A H7A 119.6 . . ?
C6A C7A C8A 120.8(4) . . ?
C8A C7A H7A 119.6 . . ?
C7A C8A H8A 120.4 . . ?
C7A C8A C9A 119.2(3) . . ?
C9A C8A H8A 120.4 . . ?
C8A C9A H9A 120.0 . . ?
C8A C9A C10A 119.9(3) . . ?
C10A C9A H9A 120.0 . . ?
C5A C10A H10A 119.4 . . ?
C9A C10A C5A 121.2(3) . . ?
C9A C10A H10A 119.4 . . ?
C4A C11A H11E 109.2 . . ?
C4A C11A H11F 109.2 . . ?
H11E C11A H11F 107.9 . . ?
C12A C11A C4A 111.9(3) . . ?
C12A C11A H11E 109.2 . . ?
C12A C11A H11F 109.2 . . ?
C11A C12A H12A 119.2 . . ?
C13A C12A C11A 121.6(3) . . ?
C13A C12A H12A 119.2 . . ?
C12A C13A C2A 121.3(3) . . ?
C12A C13A C14A 131.8(3) . . ?
C14A C13A C2A 106.9(3) . . ?
C13A C14A H14A 125.7 . . ?
C15A C14A C13A 108.5(3) . . ?
C15A C14A H14A 125.7 . . ?
C14A C15A C1A 108.0(3) . . ?
C14A C15A C16A 126.3(3) . . ?
C16A C15A C1A 125.5(3) . . ?
C17A C16A C15A 120.8(3) . . ?
C17A C16A C21A 118.0(3) . . ?
C21A C16A C15A 121.0(3) . . ?
C16A C17A H17A 119.6 . . ?
C18A C17A C16A 120.8(4) . . ?
C18A C17A H17A 119.6 . . ?
C17A C18A H18A 119.7 . . ?
C19A C18A C17A 120.6(4) . . ?
C19A C18A H18A 119.7 . . ?
C18A C19A H19A 120.3 . . ?
C18A C19A C20A 119.3(3) . . ?
C20A C19A H19A 120.3 . . ?
C19A C20A H20A 119.6 . . ?
C21A C20A C19A 120.8(4) . . ?
C21A C20A H20A 119.6 . . ?
C16A C21A H21A 119.8 . . ?
C20A C21A C16A 120.4(3) . . ?
C20A C21A H21A 119.8 . . ?
O1A C22A O2A 123.5(3) . . ?
O1A C22A C1A 125.6(3) . . ?
O2A C22A C1A 110.8(3) . . ?
O2A C23A H23D 109.5 . . ?
O2A C23A H23E 109.5 . . ?
O2A C23A H23F 109.5 . . ?
H23D C23A H23E 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
C22B O2B C23B 116.5(3) . . ?
C5BB C1 H1 119.4 . . ?
C5BB C1 C9BB 121.3(13) . . ?
C9BB C1 H1 119.4 . . ?
C2B C1B C15B 109.5(3) . . ?
C2B C1B C22B 122.7(3) . . ?
C22B C1B C15B 127.3(3) . . ?
C1B C2B C3BA 130.7(4) . . ?
C1B C2B C3BB 132.8(5) . . ?
C1B C2B C13B 107.7(3) . . ?
C13B C2B C3BA 119.2(4) . . ?
C13B C2B C3BB 118.6(5) . . ?
C2B C3BA H3BA 110.4 . . ?
C2B C3BA H3BB 110.4 . . ?
H3BA C3BA H3BB 108.6 . . ?
C4BA C3BA C2B 106.8(6) . . ?
C4BA C3BA H3BA 110.4 . . ?
C4BA C3BA H3BB 110.4 . . ?
C2B C3BB H3BC 110.3 . . ?
C2B C3BB H3BD 110.3 . . ?
C2B C3BB C4BB 107.2(10) . . ?
H3BC C3BB H3BD 108.5 . . ?
C4BB C3BB H3BC 110.3 . . ?
C4BB C3BB H3BD 110.3 . . ?
C3BA C4BA H4BA 107.0 . . ?
C3BA C4BA C11B 112.2(5) . . ?
C5BA C4BA C3BA 111.1(6) . . ?
C5BA C4BA H4BA 107.0 . . ?
C5BA C4BA C11B 112.0(5) . . ?
C11B C4BA H4BA 107.0 . . ?
C3BB C4BB H4BB 108.1 . . ?
C5BB C4BB C3BB 110.9(9) . . ?
C5BB C4BB H4BB 108.1 . . ?
C11B C4BB C3BB 110.0(8) . . ?
C11B C4BB H4BB 108.1 . . ?
C11B C4BB C5BB 111.4(7) . . ?
C6BA C5BA C4BA 121.8(7) . . ?
C10B C5BA C4BA 121.2(7) . . ?
C10B C5BA C6BA 117.0(6) . . ?
C1 C5BB C4BB 120.6(12) . . ?
C1 C5BB C6BB 120.4(10) . . ?
C6BB C5BB C4BB 119.1(11) . . ?
C5BA C6BA H6BA 118.4 . . ?
C7BA C6BA C5BA 123.2(9) . . ?
C7BA C6BA H6BA 118.4 . . ?
C5BB C6BB H6BB 120.7 . . ?
C5BB C6BB C7BB 118.5(13) . . ?
C7BB C6BB H6BB 120.7 . . ?
C6BA C7BA H7BA 121.5 . . ?
C8BA C7BA C6BA 117.1(15) . . ?
C8BA C7BA H7BA 121.5 . . ?
C6BB C7BB H7BB 118.4 . . ?
C8BB C7BB C6BB 123(2) . . ?
C8BB C7BB H7BB 118.4 . . ?
C7BA C8BA H8BA 119.1 . . ?
C7BA C8BA C9BA 121.9(19) . . ?
C9BA C8BA H8BA 119.1 . . ?
C7BB C8BB H8BB 121.6 . . ?
C7BB C8BB C9BB 117(2) . . ?
C9BB C8BB H8BB 121.6 . . ?
C8BA C9BA H9BA 120.6 . . ?
C10B C9BA C8BA 118.7(14) . . ?
C10B C9BA H9BA 120.6 . . ?
C1 C9BB C8BB 120(2) . . ?
C1 C9BB H9BB 120.1 . . ?
C8BB C9BB H9BB 120.1 . . ?
C5BA C10B H10B 118.9 . . ?
C9BA C10B C5BA 122.2(8) . . ?
C9BA C10B H10B 118.9 . . ?
C4BA C11B H11A 108.7 . . ?
C4BA C11B H11B 108.7 . . ?
C4BB C11B H11C 109.0 . . ?
C4BB C11B H11D 109.0 . . ?
H11A C11B H11B 107.6 . . ?
H11C C11B H11D 107.8 . . ?
C12B C11B C4BA 114.3(3) . . ?
C12B C11B C4BB 112.8(4) . . ?
C12B C11B H11A 108.7 . . ?
C12B C11B H11B 108.7 . . ?
C12B C11B H11C 109.0 . . ?
C12B C11B H11D 109.0 . . ?
C11B C12B H12B 119.2 . . ?
C13B C12B C11B 121.7(3) . . ?
C13B C12B H12B 119.2 . . ?
C12B C13B C2B 121.2(3) . . ?
C12B C13B C14B 132.4(3) . . ?
C14B C13B C2B 106.4(3) . . ?
C13B C14B H14B 125.5 . . ?
C15B C14B C13B 109.1(3) . . ?
C15B C14B H14B 125.5 . . ?
C14B C15B C1B 107.2(3) . . ?
C14B C15B C16B 126.3(3) . . ?
C16B C15B C1B 126.2(3) . . ?
C17B C16B C15B 120.0(3) . . ?
C21B C16B C15B 121.9(3) . . ?
C21B C16B C17B 118.1(3) . . ?
C16B C17B H17B 119.4 . . ?
C18B C17B C16B 121.3(4) . . ?
C18B C17B H17B 119.4 . . ?
C17B C18B H18B 120.1 . . ?
C19B C18B C17B 119.9(4) . . ?
C19B C18B H18B 120.1 . . ?
C18B C19B H19B 120.1 . . ?
C18B C19B C20B 119.8(3) . . ?
C20B C19B H19B 120.1 . . ?
C19B C20B H20B 120.1 . . ?
C21B C20B C19B 119.7(4) . . ?
C21B C20B H20B 120.1 . . ?
C16B C21B C20B 121.2(3) . . ?
C16B C21B H21B 119.4 . . ?
C20B C21B H21B 119.4 . . ?
O1B C22B O2B 123.7(3) . . ?
O1B C22B C1B 124.7(3) . . ?
O2B C22B C1B 111.4(3) . . ?
O2B C23B H23A 109.5 . . ?
O2B C23B H23B 109.5 . . ?
O2B C23B H23C 109.5 . . ?
H23A C23B H23B 109.5 . . ?
H23A C23B H23C 109.5 . . ?
H23B C23B H23C 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
C1A C2A C3A C4A 149.1(4) . . . . ?
C1A C2A C13A C12A -176.4(4) . . . . ?
C1A C2A C13A C14A 1.4(4) . . . . ?
C1A C15A C16A C17A -159.4(4) . . . . ?
C1A C15A C16A C21A 26.0(5) . . . . ?
C2A C1A C15A C14A 2.2(4) . . . . ?
C2A C1A C15A C16A -171.8(3) . . . . ?
C2A C1A C22A O1A 41.5(5) . . . . ?
C2A C1A C22A O2A -134.8(3) . . . . ?
C2A C3A C4A C5A 178.9(3) . . . . ?
C2A C3A C4A C11A 53.4(4) . . . . ?
C2A C13A C14A C15A 0.1(4) . . . . ?
C3A C2A C13A C12A 3.1(6) . . . . ?
C3A C2A C13A C14A -179.2(3) . . . . ?
C3A C4A C5A C6A -61.2(4) . . . . ?
C3A C4A C5A C10A 118.0(3) . . . . ?
C3A C4A C11A C12A -51.7(4) . . . . ?
C4A C5A C6A C7A 179.5(3) . . . . ?
C4A C5A C10A C9A 179.8(3) . . . . ?
C4A C11A C12A C13A 25.5(6) . . . . ?
C5A C4A C11A C12A -177.2(3) . . . . ?
C5A C6A C7A C8A -0.3(5) . . . . ?
C6A C5A C10A C9A -0.9(5) . . . . ?
C6A C7A C8A C9A 1.0(5) . . . . ?
C7A C8A C9A C10A -1.7(5) . . . . ?
C8A C9A C10A C5A 1.7(5) . . . . ?
C10A C5A C6A C7A 0.2(5) . . . . ?
C11A C4A C5A C6A 63.4(4) . . . . ?
C11A C4A C5A C10A -117.3(4) . . . . ?
C11A C12A C13A C2A -0.5(6) . . . . ?
C11A C12A C13A C14A -177.6(4) . . . . ?
C12A C13A C14A C15A 177.4(4) . . . . ?
C13A C2A C3A C4A -30.2(4) . . . . ?
C13A C14A C15A C1A -1.3(4) . . . . ?
C13A C14A C15A C16A 172.6(4) . . . . ?
C14A C15A C16A C17A 27.7(6) . . . . ?
C14A C15A C16A C21A -146.9(4) . . . . ?
C15A C1A C2A C3A 178.5(4) . . . . ?
C15A C1A C2A C13A -2.2(4) . . . . ?
C15A C1A C22A O1A -150.8(4) . . . . ?
C15A C1A C22A O2A 32.9(5) . . . . ?
C15A C16A C17A C18A -174.0(4) . . . . ?
C15A C16A C21A C20A 176.0(3) . . . . ?
C16A C17A C18A C19A -2.7(6) . . . . ?
C17A C16A C21A C20A 1.3(5) . . . . ?
C17A C18A C19A C20A 2.6(6) . . . . ?
C18A C19A C20A C21A -0.5(6) . . . . ?
C19A C20A C21A C16A -1.4(6) . . . . ?
C21A C16A C17A C18A 0.8(6) . . . . ?
C22A C1A C2A C3A -11.5(6) . . . . ?
C22A C1A C2A C13A 167.8(3) . . . . ?
C22A C1A C15A C14A -166.8(4) . . . . ?
C22A C1A C15A C16A 19.2(6) . . . . ?
C23A O2A C22A O1A 0.2(5) . . . . ?
C23A O2A C22A C1A 176.6(3) . . . . ?
C1 C5BB C6BB C7BB 0.2(4) . . . . ?
C1B C2B C3BA C4BA 158.0(5) . . . . ?
C1B C2B C3BB C4BB -152.8(7) . . . . ?
C1B C2B C13B C12B 179.1(4) . . . . ?
C1B C2B C13B C14B -1.6(4) . . . . ?
C1B C15B C16B C17B 155.6(3) . . . . ?
C1B C15B C16B C21B -27.8(5) . . . . ?
C2B C1B C15B C14B 0.0(4) . . . . ?
C2B C1B C15B C16B 174.0(3) . . . . ?
C2B C1B C22B O1B -44.7(6) . . . . ?
C2B C1B C22B O2B 131.9(4) . . . . ?
C2B C3BA C4BA C5BA -178.0(5) . . . . ?
C2B C3BA C4BA C11B 55.7(8) . . . . ?
C2B C3BB C4BB C5BB 176.8(9) . . . . ?
C2B C3BB C4BB C11B -59.5(12) . . . . ?
C2B C13B C14B C15B 1.6(4) . . . . ?
C3BA C2B C13B C12B 14.8(7) . . . . ?
C3BA C2B C13B C14B -165.9(5) . . . . ?
C3BA C4BA C5BA C6BA -51.0(7) . . . . ?
C3BA C4BA C5BA C10B 131.8(7) . . . . ?
C3BA C4BA C11B C12B -44.9(7) . . . . ?
C3BB C2B C13B C12B -10.5(8) . . . . ?
C3BB C2B C13B C14B 168.8(7) . . . . ?
C3BB C4BB C5BB C1 61.1(11) . . . . ?
C3BB C4BB C5BB C6BB -119.4(10) . . . . ?
C3BB C4BB C11B C12B 51.6(11) . . . . ?
C4BA C5BA C6BA C7BA -177.4(6) . . . . ?
C4BA C5BA C10B C9BA 177.8(7) . . . . ?
C4BA C11B C12B C13B 15.6(6) . . . . ?
C4BB C5BB C6BB C7BB -179.3(9) . . . . ?
C4BB C11B C12B C13B -21.4(7) . . . . ?
C5BA C4BA C11B C12B -170.7(5) . . . . ?
C5BA C6BA C7BA C8BA 0.1(4) . . . . ?
C5BB C1 C9BB C8BB 0.0(8) . . . . ?
C5BB C4BB C11B C12B 175.0(7) . . . . ?
C5BB C6BB C7BB C8BB -0.4(8) . . . . ?
C6BA C5BA C10B C9BA 0.5(6) . . . . ?
C6BA C7BA C8BA C9BA -0.5(8) . . . . ?
C6BB C7BB C8BB C9BB 0.3(11) . . . . ?
C7BA C8BA C9BA C10B 0.9(9) . . . . ?
C7BB C8BB C9BB C1 -0.2(10) . . . . ?
C8BA C9BA C10B C5BA -0.9(8) . . . . ?
C9BB C1 C5BB C4BB 179.5(9) . . . . ?
C9BB C1 C5BB C6BB 0.0(4) . . . . ?
C10B C5BA C6BA C7BA -0.1(3) . . . . ?
C11B C4BA C5BA C6BA 75.4(6) . . . . ?
C11B C4BA C5BA C10B -101.8(6) . . . . ?
C11B C4BB C5BB C1 -61.8(10) . . . . ?
C11B C4BB C5BB C6BB 117.7(8) . . . . ?
C11B C12B C13B C2B -0.1(6) . . . . ?
C11B C12B C13B C14B -179.2(4) . . . . ?
C12B C13B C14B C15B -179.2(4) . . . . ?
C13B C2B C3BA C4BA -41.9(8) . . . . ?
C13B C2B C3BB C4BB 39.7(11) . . . . ?
C13B C14B C15B C1B -1.0(4) . . . . ?
C13B C14B C15B C16B -175.1(3) . . . . ?
C14B C15B C16B C17B -31.4(5) . . . . ?
C14B C15B C16B C21B 145.1(4) . . . . ?
C15B C1B C2B C3BA 162.8(6) . . . . ?
C15B C1B C2B C3BB -167.5(8) . . . . ?
C15B C1B C2B C13B 1.0(4) . . . . ?
C15B C1B C22B O1B 144.5(4) . . . . ?
C15B C1B C22B O2B -38.9(5) . . . . ?
C15B C16B C17B C18B 177.7(3) . . . . ?
C15B C16B C21B C20B -177.3(3) . . . . ?
C16B C17B C18B C19B -0.4(6) . . . . ?
C17B C16B C21B C20B -0.7(5) . . . . ?
C17B C18B C19B C20B -0.5(6) . . . . ?
C18B C19B C20B C21B 0.8(6) . . . . ?
C19B C20B C21B C16B -0.2(6) . . . . ?
C21B C16B C17B C18B 1.0(5) . . . . ?
C22B C1B C2B C3BA -9.4(8) . . . . ?
C22B C1B C2B C3BB 20.3(10) . . . . ?
C22B C1B C2B C13B -171.2(4) . . . . ?
C22B C1B C15B C14B 171.7(4) . . . . ?
C22B C1B C15B C16B -14.2(6) . . . . ?
C23B O2B C22B O1B -2.4(5) . . . . ?
C23B O2B C22B C1B -179.0(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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.182
_oxdiff_exptl_absorpt_empirical_full_min 0.569
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: THF'
