# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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. 
# 
#######################################################################

data_zhongweimao_wf452-44_collect
_database_code_depnum_ccdc_archive 'CCDC 2045085'
loop_
_audit_author_name
_audit_author_address
'Xuan Ma'
;South China Sea Institute of Oceanology, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2020-11-18 deposited with the CCDC.	2021-01-25 downloaded from the CCDC.
;
_audit_creation_date             2018-12-25
_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         'C22 H28 O3'
_chemical_formula_sum            'C22 H28 O3'
_chemical_formula_weight         340.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C44 H58 N2 O4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.3835(2)
_cell_length_b                   10.1843(2)
_cell_length_c                   11.4261(3)
_cell_angle_alpha                77.034(2)
_cell_angle_beta                 73.354(2)
_cell_angle_gamma                76.611(2)
_cell_volume                     896.11(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5974
_cell_measurement_temperature    99.9(8)
_cell_measurement_theta_max      73.6530
_cell_measurement_theta_min      4.5370
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.881
_exptl_absorpt_coefficient_mu    0.649
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93214
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8753
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.072
_diffrn_reflns_theta_min         4.529
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(8)
_diffrn_detector                 'Pilatus3R 200K-A'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  19.00   0.40    0.40    --    0.00 -82.00 -60.00   85
  2  ω     36.00  88.00   0.40    0.40    --    0.00  38.00-150.00  130
  3  ω    -12.00  30.00   0.40    0.40    --    0.00 -82.00  90.00  105
  4  ω    -28.00  12.00   0.40    0.40    --    0.00 -82.00 -90.00  100
  5  ω    -12.00  24.00   0.40    0.40    --    0.00 -82.00-180.00   90
  6  ω    -26.00  22.00   0.40    0.40    --    0.00 -82.00  30.00  120
  7  ω      9.00  41.00   0.40    0.97    --   95.20 -82.00  30.00   80
  8  ω     14.00 117.20   0.40    0.97    --   95.20 -15.00 -60.00  258
  9  ω     55.00  87.00   0.40    0.97    --   95.20 -45.00  30.00   80
 10  ω      8.00  54.00   0.40    0.97    --   95.20 -15.00-150.00  115
 11  ω     62.00 108.00   0.40    0.97    --   95.20 -15.00-150.00  115
 12  ω     32.00 103.20   0.40    0.97    --   95.20 -61.00  30.00  178
 13  ω     58.00 107.20   0.40    0.97    --   95.20 -82.00 120.00  123
 14  ω     61.00 125.00   0.40    0.97    --   95.20 -82.00  30.00  160
 15  ω      7.00 109.00   0.40    0.97    --   95.20 -82.00 -90.00  255
 16  ω     37.00 100.20   0.40    0.97    --   95.20 -82.00-180.00  158
 17  ω     12.00 118.40   0.40    0.97    --   95.20 -61.00 -90.00  266
 18  ω      6.00  53.20   0.40    0.97    --   95.20 -82.00 120.00  118
 19  ω     10.00  36.80   0.40    0.97    --   95.20 -45.00  30.00   67
 20  ω     17.00  70.20   0.40    0.97    --   95.20 -82.00-150.00  133
 21  ω     80.00 106.00   0.40    0.97    --   95.20 -82.00-150.00   65
 22  ω     99.00 124.20   0.40    0.97    --   95.20 -82.00 -60.00   63
 23  ω     11.00 116.20   0.40    0.97    --   95.20 -15.00  90.00  263
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0988396000
_diffrn_orient_matrix_UB_12      -0.1186097000
_diffrn_orient_matrix_UB_13      0.0313784000
_diffrn_orient_matrix_UB_21      0.0534418000
_diffrn_orient_matrix_UB_22      -0.0160085000
_diffrn_orient_matrix_UB_23      -0.1374961000
_diffrn_orient_matrix_UB_31      0.1593168000
_diffrn_orient_matrix_UB_32      -0.1028091000
_diffrn_orient_matrix_UB_33      0.0223674000
_diffrn_radiation_monochromator  graphite
_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              'MicroMax 007 (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3205
_reflns_number_total             3489
_reflns_odcompleteness_completeness 99.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_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         0.201
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3489
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0350
_refine_ls_restrained_S_all      1.054
_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)+(0.0434P)²+0.2893P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.0938
_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:
 C7(H7), C3"(H3"), C8(H8), C6"(H6")
2.b Secondary CH2 refined with riding coordinates:
 C1"(H1"a,H1"b), C1'(H1'a,H1'b), C2"(H2"a,H2"b)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5"(H5"), C4"(H4"), C2'(H2')
2.d Idealised Me refined as rotating group:
 C10(H10a,H10b,H10c), C5'(H5'a,H5'b,H5'c), C7"(H7"a,H7"b,H7"c), C4'(H4'a,H4'b,
 H4'c)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_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
O3 O 0.86157(9) 0.69259(8) 0.45766(7) 0.01883(18) Uani 1 1 d . . . . .
H3 H 0.9086 0.6731 0.5147 0.028 Uiso 1 1 calc GR . . . .
O2 O 0.62540(9) 0.82097(8) 0.56981(7) 0.01801(18) Uani 1 1 d . . . . .
O1 O 0.09379(9) 0.56285(8) 0.61143(7) 0.01996(18) Uani 1 1 d . . . . .
C2 C 0.49935(13) 0.75102(10) 0.57545(10) 0.0163(2) Uani 1 1 d . . . . .
C1 C 0.47856(13) 0.71487(11) 0.47075(10) 0.0162(2) Uani 1 1 d . . . . .
C3 C 0.39032(13) 0.72207(11) 0.69244(10) 0.0168(2) Uani 1 1 d . . . . .
C5 C 0.23503(13) 0.62133(11) 0.59668(10) 0.0171(2) Uani 1 1 d . . . . .
C9 C 0.76091(13) 0.82556(11) 0.45882(10) 0.0178(2) Uani 1 1 d . . . . .
C4 C 0.25778(13) 0.65682(11) 0.70048(10) 0.0176(2) Uani 1 1 d . . . . .
H4 H 0.1830 0.6366 0.7770 0.021 Uiso 1 1 calc R . . . .
C1" C 0.31301(14) 0.61482(11) 0.36713(10) 0.0192(2) Uani 1 1 d . . . . .
H1"A H 0.1942 0.6463 0.3683 0.023 Uiso 1 1 calc R . . . .
H1"B H 0.3356 0.5160 0.3735 0.023 Uiso 1 1 calc R . . . .
C7 C 0.59084(13) 0.75571(11) 0.34456(10) 0.0164(2) Uani 1 1 d . . . . .
H7 H 0.6742 0.6749 0.3216 0.020 Uiso 1 1 calc R . . . .
C3' C 0.70081(14) 0.66223(12) 0.86579(10) 0.0203(2) Uani 1 1 d . . . . .
C6 C 0.34421(13) 0.64931(11) 0.48021(10) 0.0170(2) Uani 1 1 d . . . . .
C3" C 0.48233(13) 0.80220(11) 0.25070(10) 0.0177(2) Uani 1 1 d . . . . .
H3" H 0.3839 0.8689 0.2835 0.021 Uiso 1 1 calc R . . . .
C5" C 0.71974(15) 0.91667(11) 0.11611(10) 0.0209(2) Uani 1 1 d . . . . .
H5" H 0.7683 0.9612 0.0379 0.025 Uiso 1 1 calc R . . . .
C8 C 0.68566(13) 0.86614(11) 0.34579(10) 0.0168(2) Uani 1 1 d . . . . .
H8 H 0.6000 0.9487 0.3592 0.020 Uiso 1 1 calc R . . . .
C6" C 0.80779(14) 0.90292(11) 0.21801(10) 0.0191(2) Uani 1 1 d . . . . .
H6" H 0.8340 0.9928 0.2146 0.023 Uiso 1 1 calc R . . . .
C4" C 0.57908(14) 0.87041(11) 0.12907(10) 0.0202(2) Uani 1 1 d . . . . .
H4" H 0.5384 0.8808 0.0593 0.024 Uiso 1 1 calc R . . . .
C1' C 0.41954(13) 0.75633(11) 0.80622(10) 0.0180(2) Uani 1 1 d . . . . .
H1'A H 0.4572 0.8438 0.7845 0.022 Uiso 1 1 calc R . . . .
H1'B H 0.3134 0.7652 0.8691 0.022 Uiso 1 1 calc R . . . .
C2' C 0.54925(14) 0.64875(11) 0.85898(10) 0.0190(2) Uani 1 1 d . . . . .
H2' H 0.5201 0.5627 0.8906 0.023 Uiso 1 1 calc R . . . .
C2" C 0.41952(14) 0.67651(11) 0.24128(10) 0.0192(2) Uani 1 1 d . . . . .
H2"A H 0.5159 0.6078 0.2122 0.023 Uiso 1 1 calc R . . . .
H2"B H 0.3516 0.7022 0.1811 0.023 Uiso 1 1 calc R . . . .
C10 C 0.85861(14) 0.92804(12) 0.46976(11) 0.0215(2) Uani 1 1 d . . . . .
H10A H 0.8952 0.8997 0.5453 0.032 Uiso 1 1 calc GR . . . .
H10B H 0.7871 1.0165 0.4704 0.032 Uiso 1 1 calc GR . . . .
H10C H 0.9555 0.9330 0.4005 0.032 Uiso 1 1 calc GR . . . .
C5' C 0.77562(15) 0.79009(13) 0.81776(11) 0.0242(3) Uani 1 1 d . . . . .
H5'A H 0.8753 0.7736 0.7521 0.036 Uiso 1 1 calc GR . . . .
H5'B H 0.8050 0.8159 0.8837 0.036 Uiso 1 1 calc GR . . . .
H5'C H 0.6945 0.8626 0.7867 0.036 Uiso 1 1 calc GR . . . .
C7" C 0.97662(15) 0.80350(13) 0.18873(11) 0.0263(3) Uani 1 1 d . . . . .
H7"A H 0.9553 0.7121 0.2010 0.039 Uiso 1 1 calc GR . . . .
H7"B H 1.0441 0.8069 0.2428 0.039 Uiso 1 1 calc GR . . . .
H7"C H 1.0360 0.8293 0.1042 0.039 Uiso 1 1 calc GR . . . .
C4' C 0.81298(15) 0.54347(13) 0.92430(12) 0.0281(3) Uani 1 1 d . . . . .
H4'A H 0.8331 0.5669 0.9950 0.042 Uiso 1 1 calc GR . . . .
H4'B H 0.9188 0.5229 0.8652 0.042 Uiso 1 1 calc GR . . . .
H4'C H 0.7586 0.4649 0.9501 0.042 Uiso 1 1 calc GR . . . .
H1 H 0.124(2) 0.4838(19) 0.5836(16) 0.046(5) 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
O3 H3 0.8200 . ?
O3 C9 1.4208(13) . ?
O2 C2 1.3847(13) . ?
O2 C9 1.4400(13) . ?
O1 C5 1.3973(13) . ?
O1 H1 0.887(18) . ?
C2 C1 1.3942(15) . ?
C2 C3 1.3990(15) . ?
C1 C7 1.5076(15) . ?
C1 C6 1.4043(15) . ?
C3 C4 1.3931(15) . ?
C3 C1' 1.5158(15) . ?
C5 C4 1.3883(16) . ?
C5 C6 1.3939(15) . ?
C9 C8 1.5308(15) . ?
C9 C10 1.5129(15) . ?
C4 H4 0.9300 . ?
C1" H1"A 0.9700 . ?
C1" H1"B 0.9700 . ?
C1" C6 1.5169(15) . ?
C1" C2" 1.5423(15) . ?
C7 H7 0.9800 . ?
C7 C3" 1.5276(14) . ?
C7 C8 1.5245(14) . ?
C3' C2' 1.3348(16) . ?
C3' C5' 1.5001(17) . ?
C3' C4' 1.5049(16) . ?
C3" H3" 0.9800 . ?
C3" C4" 1.5013(15) . ?
C3" C2" 1.5277(15) . ?
C5" H5" 0.9300 . ?
C5" C6" 1.5137(15) . ?
C5" C4" 1.3268(16) . ?
C8 H8 0.9800 . ?
C8 C6" 1.5479(15) . ?
C6" H6" 0.9800 . ?
C6" C7" 1.5354(15) . ?
C4" H4" 0.9300 . ?
C1' H1'A 0.9700 . ?
C1' H1'B 0.9700 . ?
C1' C2' 1.5079(15) . ?
C2' H2' 0.9300 . ?
C2" H2"A 0.9700 . ?
C2" H2"B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C5' H5'A 0.9600 . ?
C5' H5'B 0.9600 . ?
C5' H5'C 0.9600 . ?
C7" H7"A 0.9600 . ?
C7" H7"B 0.9600 . ?
C7" H7"C 0.9600 . ?
C4' H4'A 0.9600 . ?
C4' H4'B 0.9600 . ?
C4' H4'C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O3 H3 109.5 . . ?
C2 O2 C9 117.03(8) . . ?
C5 O1 H1 110.8(11) . . ?
O2 C2 C1 122.35(9) . . ?
O2 C2 C3 115.88(9) . . ?
C1 C2 C3 121.75(10) . . ?
C2 C1 C7 120.52(9) . . ?
C2 C1 C6 120.26(10) . . ?
C6 C1 C7 119.03(9) . . ?
C2 C3 C1' 121.01(9) . . ?
C4 C3 C2 117.37(10) . . ?
C4 C3 C1' 121.59(10) . . ?
C4 C5 O1 117.79(10) . . ?
C4 C5 C6 121.30(10) . . ?
C6 C5 O1 120.83(10) . . ?
O3 C9 O2 108.21(8) . . ?
O3 C9 C8 109.19(8) . . ?
O3 C9 C10 111.58(9) . . ?
O2 C9 C8 109.07(8) . . ?
O2 C9 C10 104.67(8) . . ?
C10 C9 C8 113.88(9) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.39(10) . . ?
C5 C4 H4 119.3 . . ?
H1"A C1" H1"B 107.5 . . ?
C6 C1" H1"A 108.4 . . ?
C6 C1" H1"B 108.4 . . ?
C6 C1" C2" 115.34(9) . . ?
C2" C1" H1"A 108.4 . . ?
C2" C1" H1"B 108.4 . . ?
C1 C7 H7 108.3 . . ?
C1 C7 C3" 108.63(9) . . ?
C1 C7 C8 111.18(9) . . ?
C3" C7 H7 108.3 . . ?
C8 C7 H7 108.3 . . ?
C8 C7 C3" 112.00(9) . . ?
C2' C3' C5' 125.26(10) . . ?
C2' C3' C4' 120.47(11) . . ?
C5' C3' C4' 114.26(10) . . ?
C1 C6 C1" 121.58(10) . . ?
C5 C6 C1 117.93(10) . . ?
C5 C6 C1" 120.44(10) . . ?
C7 C3" H3" 108.3 . . ?
C7 C3" C2" 107.12(9) . . ?
C4" C3" C7 111.01(9) . . ?
C4" C3" H3" 108.3 . . ?
C4" C3" C2" 113.78(9) . . ?
C2" C3" H3" 108.3 . . ?
C6" C5" H5" 117.3 . . ?
C4" C5" H5" 117.3 . . ?
C4" C5" C6" 125.42(10) . . ?
C9 C8 H8 106.2 . . ?
C9 C8 C6" 117.09(9) . . ?
C7 C8 C9 109.12(9) . . ?
C7 C8 H8 106.2 . . ?
C7 C8 C6" 111.23(9) . . ?
C6" C8 H8 106.2 . . ?
C5" C6" C8 109.69(9) . . ?
C5" C6" H6" 107.4 . . ?
C5" C6" C7" 108.19(9) . . ?
C8 C6" H6" 107.4 . . ?
C7" C6" C8 116.34(9) . . ?
C7" C6" H6" 107.4 . . ?
C3" C4" H4" 118.3 . . ?
C5" C4" C3" 123.31(10) . . ?
C5" C4" H4" 118.3 . . ?
C3 C1' H1'A 109.1 . . ?
C3 C1' H1'B 109.1 . . ?
H1'A C1' H1'B 107.9 . . ?
C2' C1' C3 112.33(9) . . ?
C2' C1' H1'A 109.1 . . ?
C2' C1' H1'B 109.1 . . ?
C3' C2' C1' 127.80(10) . . ?
C3' C2' H2' 116.1 . . ?
C1' C2' H2' 116.1 . . ?
C1" C2" H2"A 109.3 . . ?
C1" C2" H2"B 109.3 . . ?
C3" C2" C1" 111.76(9) . . ?
C3" C2" H2"A 109.3 . . ?
C3" C2" H2"B 109.3 . . ?
H2"A C2" H2"B 107.9 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3' C5' H5'A 109.5 . . ?
C3' C5' H5'B 109.5 . . ?
C3' C5' H5'C 109.5 . . ?
H5'A C5' H5'B 109.5 . . ?
H5'A C5' H5'C 109.5 . . ?
H5'B C5' H5'C 109.5 . . ?
C6" C7" H7"A 109.5 . . ?
C6" C7" H7"B 109.5 . . ?
C6" C7" H7"C 109.5 . . ?
H7"A C7" H7"B 109.5 . . ?
H7"A C7" H7"C 109.5 . . ?
H7"B C7" H7"C 109.5 . . ?
C3' C4' H4'A 109.5 . . ?
C3' C4' H4'B 109.5 . . ?
C3' C4' H4'C 109.5 . . ?
H4'A C4' H4'B 109.5 . . ?
H4'A C4' H4'C 109.5 . . ?
H4'B C4' H4'C 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
O3 C9 C8 C7 54.51(11) . . . . ?
O3 C9 C8 C6" -72.92(11) . . . . ?
O2 C2 C1 C7 -2.19(15) . . . . ?
O2 C2 C1 C6 -177.17(9) . . . . ?
O2 C2 C3 C4 177.41(9) . . . . ?
O2 C2 C3 C1' -4.60(14) . . . . ?
O2 C9 C8 C7 -63.55(11) . . . . ?
O2 C9 C8 C6" 169.02(8) . . . . ?
O1 C5 C4 C3 -176.63(9) . . . . ?
O1 C5 C6 C1 176.63(9) . . . . ?
O1 C5 C6 C1" -0.87(15) . . . . ?
C2 O2 C9 O3 -70.86(11) . . . . ?
C2 O2 C9 C8 47.81(11) . . . . ?
C2 O2 C9 C10 170.03(8) . . . . ?
C2 C1 C7 C3" -138.74(10) . . . . ?
C2 C1 C7 C8 -15.05(13) . . . . ?
C2 C1 C6 C5 -0.48(15) . . . . ?
C2 C1 C6 C1" 176.99(9) . . . . ?
C2 C3 C4 C5 0.27(15) . . . . ?
C2 C3 C1' C2' -82.08(12) . . . . ?
C1 C2 C3 C4 -0.80(15) . . . . ?
C1 C2 C3 C1' 177.19(9) . . . . ?
C1 C7 C3" C4" 168.58(9) . . . . ?
C1 C7 C3" C2" -66.65(10) . . . . ?
C1 C7 C8 C9 46.45(11) . . . . ?
C1 C7 C8 C6" 177.12(8) . . . . ?
C3 C2 C1 C7 175.90(9) . . . . ?
C3 C2 C1 C6 0.92(16) . . . . ?
C3 C1' C2' C3' 114.97(12) . . . . ?
C9 O2 C2 C1 -15.26(14) . . . . ?
C9 O2 C2 C3 166.55(9) . . . . ?
C9 C8 C6" C5" 170.47(9) . . . . ?
C9 C8 C6" C7" 47.31(13) . . . . ?
C4 C3 C1' C2' 95.82(12) . . . . ?
C4 C5 C6 C1 -0.04(15) . . . . ?
C4 C5 C6 C1" -177.54(10) . . . . ?
C7 C1 C6 C5 -175.53(9) . . . . ?
C7 C1 C6 C1" 1.94(15) . . . . ?
C7 C3" C4" C5" -16.93(15) . . . . ?
C7 C3" C2" C1" 59.97(11) . . . . ?
C7 C8 C6" C5" 44.08(11) . . . . ?
C7 C8 C6" C7" -79.08(12) . . . . ?
C6 C1 C7 C3" 36.30(12) . . . . ?
C6 C1 C7 C8 159.99(9) . . . . ?
C6 C5 C4 C3 0.14(16) . . . . ?
C6 C1" C2" C3" -22.48(13) . . . . ?
C3" C7 C8 C9 168.20(8) . . . . ?
C3" C7 C8 C6" -61.13(11) . . . . ?
C8 C7 C3" C4" 45.39(12) . . . . ?
C8 C7 C3" C2" 170.15(8) . . . . ?
C6" C5" C4" C3" 2.85(17) . . . . ?
C4" C3" C2" C1" -176.96(9) . . . . ?
C4" C5" C6" C8 -16.42(15) . . . . ?
C4" C5" C6" C7" 111.43(12) . . . . ?
C1' C3 C4 C5 -177.71(9) . . . . ?
C2" C1" C6 C1 -9.31(14) . . . . ?
C2" C1" C6 C5 168.09(9) . . . . ?
C2" C3" C4" C5" -137.84(11) . . . . ?
C10 C9 C8 C7 179.96(8) . . . . ?
C10 C9 C8 C6" 52.53(13) . . . . ?
C5' C3' C2' C1' -1.73(18) . . . . ?
C4' C3' C2' C1' 178.77(10) . . . . ?

_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 2.534
_oxdiff_exptl_absorpt_empirical_full_min 0.441
####################################################################### 
# 
# 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_zhongweimao_wf452-86-2_collect
_database_code_depnum_ccdc_archive 'CCDC 2045086'
loop_
_audit_author_name
_audit_author_address
'Xuan Ma'
;South China Sea Institute of Oceanology, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2020-11-18 deposited with the CCDC.	2021-01-25 downloaded from the CCDC.
;
_audit_creation_date             2019-11-01
_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         '2(C22 H26 O3)'
_chemical_formula_sum            'C44 H52 O6'
_chemical_formula_weight         676.85
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C88 H104 O12 '
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        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.31010(10)
_cell_length_b                   20.9192(2)
_cell_length_c                   9.8728(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.693(2)
_cell_angle_gamma                90
_cell_volume                     1810.36(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7685
_cell_measurement_temperature    100.0(9)
_cell_measurement_theta_max      73.8400
_cell_measurement_theta_min      4.2190
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.939
_exptl_absorpt_coefficient_mu    0.642
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            17808
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.218
_diffrn_reflns_theta_min         4.227
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(9)
_diffrn_detector                 'Pilatus3R 200K-A'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_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    -32.00  27.00   0.50    0.80    --    0.00 -82.00 150.00  118
  2  ω    -27.00  -1.00   0.50    0.80    --    0.00 -82.00  60.00   52
  3  ω      4.00  29.00   0.50    0.80    --    0.00 -82.00  60.00   50
  4  ω     37.00  66.00   0.50    0.80    --    0.00  38.00   0.00   58
  5  ω    -32.00  29.00   0.50    0.80    --    0.00 -82.00   0.00  122
  6  ω    -19.00  30.00   0.50    0.80    --    0.00 -82.00-150.00   98
  7  ω    -14.00  26.00   0.50    0.80    --    0.00  38.00 -90.00   80
  8  ω    -31.00  30.00   0.50    0.80    --    0.00 -82.00 -90.00  122
  9  ω     80.00 180.00   0.50    5.00    --   95.80  30.00  60.00  200
 10  ω     77.00 161.00   0.50    5.00    --   95.80  45.00-150.00  168
 11  ω     57.00 119.00   0.50    5.00    --   95.80 -15.00 120.00  124
 12  ω     73.00 161.00   0.50    5.00    --   95.80  15.00  30.00  176
 13  ω     23.00 118.00   0.50    5.00    --   95.80 -61.00 150.00  190
 14  ω     80.00 107.00   0.50    5.00    --   95.80  30.00 -90.00   54
 15  ω     76.00 150.00   0.50    5.00    --   95.80  45.00 -60.00  148
 16  ω     82.00 125.00   0.50    5.00    --   95.80 -82.00-180.00   86
 17  ω     93.00 185.00   0.50    5.00    --   95.80  82.00-120.00  184
 18  ω     43.00 107.00   0.50    5.00    --   95.80 -82.00 150.00  128
 19  ω     79.00 139.00   0.50    5.00    --   95.80  30.00-150.00  120
 20  ω     14.00  41.00   0.50    5.00    --   95.80 -15.00 -60.00   54
 21  ω     89.00 114.00   0.50    5.00    --   95.80 -15.00 -60.00   50
 22  ω    107.00 172.00   0.50    5.00    --   95.80  80.00 -97.00  130
 23  ω      7.00  52.00   0.50    5.00    --   95.80 -15.00 120.00   90
 24  ω     21.00  83.50   0.50    5.00    --   95.80 -30.00 -60.00  125
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0914133000
_diffrn_orient_matrix_UB_12      -0.0591530000
_diffrn_orient_matrix_UB_13      0.0740567000
_diffrn_orient_matrix_UB_21      -0.1371121000
_diffrn_orient_matrix_UB_22      -0.0228828000
_diffrn_orient_matrix_UB_23      0.0412861000
_diffrn_orient_matrix_UB_31      -0.0610777000
_diffrn_orient_matrix_UB_32      -0.0374383000
_diffrn_orient_matrix_UB_33      -0.1423717000
_diffrn_radiation_monochromator  graphite
_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              'MicroMax 007 (Cu) X-ray Source'
_reflns_Friedel_coverage         0.896
_reflns_Friedel_fraction_full    0.986
_reflns_Friedel_fraction_max     0.932
_reflns_number_gt                6357
_reflns_number_total             7077
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_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         0.137
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 
;
 Flack x determined using 2700 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.15(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         7077
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0357
_refine_ls_restrained_S_all      1.057
_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)+(0.0327P)²+0.3131P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0858
_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:
 C8(H8), C8A(H8A), C3"A(H3"A), C6"(H6"), C3"(H3"), C7(H7), C7A(H7A), C6"A(H6"A)
2.b Secondary CH2 refined with riding coordinates:
 C1"A(H1"A,H1"B), C1"(H1"C,H1"D), C2"(H2"C,H2"D), C2"A(H2"A,H2"B)
2.c Aromatic/amide H refined with riding coordinates:
 C4A(H4A), C1'(H1'), C5"(H5"), C1'A(H1'A), C2'A(H2'A), C2'(H2'), C4(H4),
 C4"A(H4"A), C5"A(H5"A), C4"(H4")
2.d Idealised Me refined as rotating group:
 C7"(H7"D,H7"E,H7"F), C10(H10D,H10E,H10F), C4'A(H4'A,H4'B,H4'C), C5'A(H5'A,
 H5'B,H5'C), C10A(H10A,H10B,H10C), C7"A(H7"A,H7"B,H7"C), C5'(H5'D,H5'E,H5'F),
 C4'(H4'D,H4'E,H4'F)
2.e Idealised tetrahedral OH refined as rotating group:
 O003(H003), O006(H006)
;
_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 0.3082(2) 0.64510(8) 0.88126(19) 0.0270(4) Uani 1 1 d . . . . .
O002 O 0.3267(2) 0.41675(8) 0.36760(19) 0.0282(4) Uani 1 1 d . . . . .
O003 O 0.5180(2) 0.39899(8) 0.8550(2) 0.0304(4) Uani 1 1 d . . . . .
H003 H 0.4680 0.3807 0.7806 0.046 Uiso 1 1 calc GR . . . .
O004 O 0.5909(2) 0.69154(9) 0.83198(19) 0.0306(4) Uani 1 1 d . . . . .
O005 O 0.3640(2) 0.32937(9) 0.6132(2) 0.0301(4) Uani 1 1 d . . . . .
O006 O 0.7242(2) 0.58690(9) 0.7426(2) 0.0347(5) Uani 1 1 d . . . . .
H006 H 0.6759 0.6158 0.7634 0.052 Uiso 1 1 calc GR . . . .
C5A C 0.4643(3) 0.46015(12) 0.8541(3) 0.0259(5) Uani 1 1 d . . . . .
C2 C 0.4295(3) 0.45972(12) 0.4565(3) 0.0251(5) Uani 1 1 d . . . . .
C1A C 0.5097(3) 0.56682(12) 0.9593(3) 0.0235(5) Uani 1 1 d . . . . .
C9 C 0.3875(3) 0.30720(12) 0.5078(3) 0.0259(5) Uani 1 1 d . . . . .
C2A C 0.3633(3) 0.58404(12) 0.8710(3) 0.0234(5) Uani 1 1 d . . . . .
C4A C 0.3242(3) 0.47978(13) 0.7601(3) 0.0260(5) Uani 1 1 d . . . . .
H4A H 0.2646 0.4516 0.6912 0.031 Uiso 1 1 calc R . . . .
C1 C 0.5702(3) 0.43786(12) 0.5502(3) 0.0247(5) Uani 1 1 d . . . . .
C9A C 0.5556(3) 0.71302(12) 0.9319(3) 0.0286(6) Uani 1 1 d . . . . .
C8 C 0.5358(3) 0.31642(12) 0.4797(3) 0.0245(5) Uani 1 1 d . . . . .
H8 H 0.5120 0.3256 0.3771 0.029 Uiso 1 1 calc R . . . .
C6A C 0.5567(3) 0.50307(12) 0.9540(3) 0.0251(5) Uani 1 1 d . . . . .
C1' C 0.2339(3) 0.54232(13) 0.3650(3) 0.0307(6) Uani 1 1 d . . . . .
H1' H 0.1933 0.5814 0.3786 0.037 Uiso 1 1 calc R . . . .
C6 C 0.6698(3) 0.48258(13) 0.6423(3) 0.0273(6) Uani 1 1 d . . . . .
C3A C 0.2722(3) 0.54162(12) 0.7683(3) 0.0247(5) Uani 1 1 d . . . . .
C5" C 0.7803(3) 0.25796(13) 0.5060(3) 0.0323(6) Uani 1 1 d . . . . .
H5" H 0.8299 0.2211 0.4929 0.039 Uiso 1 1 calc R . . . .
C3'A C 0.1435(3) 0.64840(13) 0.8525(3) 0.0288(6) Uani 1 1 d . . . . .
C1'A C 0.1258(3) 0.56554(13) 0.6729(3) 0.0271(5) Uani 1 1 d . . . . .
H1'A H 0.0760 0.5447 0.5865 0.033 Uiso 1 1 calc R . . . .
C5 C 0.6247(3) 0.54610(12) 0.6455(3) 0.0285(6) Uani 1 1 d . . . . .
C8A C 0.5961(3) 0.67916(12) 1.0751(3) 0.0272(5) Uani 1 1 d . . . . .
H8A H 0.5106 0.6842 1.1111 0.033 Uiso 1 1 calc R . . . .
C3 C 0.3860(3) 0.52370(13) 0.4588(3) 0.0273(6) Uani 1 1 d . . . . .
C3"A C 0.6590(3) 0.57613(13) 1.2164(3) 0.0301(6) Uani 1 1 d . . . . .
H3"A H 0.5620 0.5734 1.2346 0.036 Uiso 1 1 calc R . . . .
C6" C 0.6226(3) 0.25126(12) 0.5134(3) 0.0288(6) Uani 1 1 d . . . . .
H6" H 0.5670 0.2210 0.4384 0.035 Uiso 1 1 calc R . . . .
C2'A C 0.0640(3) 0.61686(14) 0.7093(3) 0.0303(6) Uani 1 1 d . . . . .
H2'A H -0.0274 0.6333 0.6473 0.036 Uiso 1 1 calc R . . . .
C2' C 0.1531(3) 0.50366(13) 0.2601(3) 0.0317(6) Uani 1 1 d . . . . .
H2' H 0.0552 0.5155 0.2028 0.038 Uiso 1 1 calc R . . . .
C4 C 0.4844(3) 0.56624(13) 0.5544(3) 0.0286(6) Uani 1 1 d . . . . .
H4 H 0.4553 0.6086 0.5569 0.034 Uiso 1 1 calc R . . . .
C4"A C 0.7663(3) 0.61551(16) 1.3340(3) 0.0376(7) Uani 1 1 d . . . . .
H4"A H 0.8099 0.5967 1.4239 0.045 Uiso 1 1 calc R . . . .
C7" C 0.6301(4) 0.22250(13) 0.6589(3) 0.0348(6) Uani 1 1 d . . . . .
H7"D H 0.6715 0.2535 0.7336 0.052 Uiso 1 1 calc GR . . . .
H7"E H 0.6940 0.1853 0.6782 0.052 Uiso 1 1 calc GR . . . .
H7"F H 0.5293 0.2108 0.6557 0.052 Uiso 1 1 calc GR . . . .
C3" C 0.7870(3) 0.37617(13) 0.5357(3) 0.0302(6) Uani 1 1 d . . . . .
H3" H 0.7665 0.4001 0.4458 0.036 Uiso 1 1 calc R . . . .
C5"A C 0.8027(3) 0.67516(15) 1.3177(3) 0.0384(7) Uani 1 1 d . . . . .
H5"A H 0.8737 0.6950 1.3963 0.046 Uiso 1 1 calc R . . . .
C7 C 0.6350(3) 0.37057(12) 0.5657(3) 0.0249(5) Uani 1 1 d . . . . .
H7 H 0.6614 0.3591 0.6674 0.030 Uiso 1 1 calc R . . . .
C7A C 0.6271(3) 0.60784(13) 1.0677(3) 0.0256(5) Uani 1 1 d . . . . .
H7A H 0.7215 0.6043 1.0450 0.031 Uiso 1 1 calc R . . . .
C1"A C 0.7068(3) 0.48416(14) 1.0629(3) 0.0313(6) Uani 1 1 d . . . . .
H1"A H 0.7893 0.5026 1.0366 0.038 Uiso 1 1 calc R . . . .
H1"B H 0.7173 0.4380 1.0632 0.038 Uiso 1 1 calc R . . . .
C10 C 0.2720(3) 0.26396(13) 0.4066(3) 0.0328(6) Uani 1 1 d . . . . .
H10D H 0.2910 0.2206 0.4400 0.049 Uiso 1 1 calc GR . . . .
H10E H 0.2796 0.2672 0.3123 0.049 Uiso 1 1 calc GR . . . .
H10F H 0.1715 0.2764 0.4029 0.049 Uiso 1 1 calc GR . . . .
C6"A C 0.7386(3) 0.71370(13) 1.1823(3) 0.0339(6) Uani 1 1 d . . . . .
H6"A H 0.7034 0.7544 1.2088 0.041 Uiso 1 1 calc R . . . .
C4" C 0.8527(3) 0.31279(14) 0.5167(3) 0.0322(6) Uani 1 1 d . . . . .
H4" H 0.9509 0.3121 0.5122 0.039 Uiso 1 1 calc R . . . .
C3' C 0.2179(3) 0.44111(13) 0.2331(3) 0.0318(6) Uani 1 1 d . . . . .
C4'A C 0.1055(3) 0.61350(15) 0.9716(3) 0.0339(6) Uani 1 1 d . . . . .
H4'A H 0.1423 0.5703 0.9783 0.051 Uiso 1 1 calc GR . . . .
H4'B H -0.0030 0.6132 0.9501 0.051 Uiso 1 1 calc GR . . . .
H4'C H 0.1533 0.6350 1.0615 0.051 Uiso 1 1 calc GR . . . .
C1" C 0.8223(3) 0.45859(14) 0.7376(3) 0.0331(6) Uani 1 1 d . . . . .
H1"C H 0.8090 0.4346 0.8166 0.040 Uiso 1 1 calc R . . . .
H1"D H 0.8877 0.4948 0.7781 0.040 Uiso 1 1 calc R . . . .
C5'A C 0.1066(3) 0.71871(13) 0.8519(3) 0.0351(6) Uani 1 1 d . . . . .
H5'A H 0.1647 0.7372 0.9429 0.053 Uiso 1 1 calc GR . . . .
H5'B H -0.0003 0.7239 0.8361 0.053 Uiso 1 1 calc GR . . . .
H5'C H 0.1319 0.7397 0.7764 0.053 Uiso 1 1 calc GR . . . .
C2" C 0.9007(3) 0.41572(15) 0.6567(4) 0.0412(7) Uani 1 1 d . . . . .
H2"C H 0.9701 0.3868 0.7248 0.049 Uiso 1 1 calc R . . . .
H2"D H 0.9608 0.4423 0.6155 0.049 Uiso 1 1 calc R . . . .
C10A C 0.4831(4) 0.77762(13) 0.9206(3) 0.0396(7) Uani 1 1 d . . . . .
H10A H 0.5608 0.8100 0.9431 0.059 Uiso 1 1 calc GR . . . .
H10B H 0.4282 0.7804 0.9870 0.059 Uiso 1 1 calc GR . . . .
H10C H 0.4140 0.7839 0.8244 0.059 Uiso 1 1 calc GR . . . .
C2"A C 0.7189(3) 0.50698(14) 1.2144(3) 0.0337(6) Uani 1 1 d . . . . .
H2"A H 0.8248 0.5050 1.2762 0.040 Uiso 1 1 calc R . . . .
H2"B H 0.6612 0.4781 1.2535 0.040 Uiso 1 1 calc R . . . .
C7"A C 0.8640(4) 0.72899(16) 1.1192(4) 0.0429(7) Uani 1 1 d . . . . .
H7"A H 0.8948 0.6904 1.0840 0.064 Uiso 1 1 calc GR . . . .
H7"B H 0.9500 0.7473 1.1925 0.064 Uiso 1 1 calc GR . . . .
H7"C H 0.8257 0.7589 1.0414 0.064 Uiso 1 1 calc GR . . . .
C5' C 0.3023(4) 0.44931(15) 0.1266(3) 0.0410(7) Uani 1 1 d . . . . .
H5'D H 0.3786 0.4819 0.1605 0.061 Uiso 1 1 calc GR . . . .
H5'E H 0.2314 0.4615 0.0346 0.061 Uiso 1 1 calc GR . . . .
H5'F H 0.3502 0.4097 0.1173 0.061 Uiso 1 1 calc GR . . . .
C4' C 0.0956(4) 0.39058(16) 0.1832(4) 0.0443(8) Uani 1 1 d . . . . .
H4'D H 0.1401 0.3514 0.1658 0.067 Uiso 1 1 calc GR . . . .
H4'E H 0.0187 0.4044 0.0961 0.067 Uiso 1 1 calc GR . . . .
H4'F H 0.0503 0.3838 0.2562 0.067 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
O001 C2A 1.393(3) . ?
O001 C3'A 1.464(3) . ?
O002 C2 1.389(3) . ?
O002 C3' 1.464(3) . ?
O003 C5A 1.373(3) . ?
O004 C9A 1.226(3) . ?
O005 C9 1.225(3) . ?
O006 C5 1.381(3) . ?
C5A C4A 1.384(4) . ?
C5A C6A 1.395(4) . ?
C2 C1 1.401(4) . ?
C2 C3 1.401(4) . ?
C1A C2A 1.395(4) . ?
C1A C6A 1.410(4) . ?
C1A C7A 1.513(4) . ?
C9 C8 1.509(4) . ?
C9 C10 1.499(4) . ?
C2A C3A 1.399(3) . ?
C4A C3A 1.393(4) . ?
C1 C6 1.412(4) . ?
C1 C7 1.519(3) . ?
C9A C8A 1.511(4) . ?
C9A C10A 1.498(4) . ?
C8 C6" 1.562(3) . ?
C8 C7 1.526(4) . ?
C6A C1"A 1.501(4) . ?
C1' C3 1.460(4) . ?
C1' C2' 1.329(4) . ?
C6 C5 1.397(4) . ?
C6 C1" 1.500(4) . ?
C3A C1'A 1.459(4) . ?
C5" C6" 1.501(4) . ?
C5" C4" 1.316(4) . ?
C3'A C2'A 1.509(4) . ?
C3'A C4'A 1.523(4) . ?
C3'A C5'A 1.510(4) . ?
C1'A C2'A 1.324(4) . ?
C5 C4 1.378(4) . ?
C8A C7A 1.526(4) . ?
C8A C6"A 1.567(4) . ?
C3 C4 1.393(4) . ?
C3"A C4"A 1.498(4) . ?
C3"A C7A 1.546(4) . ?
C3"A C2"A 1.553(4) . ?
C6" C7" 1.537(4) . ?
C2' C3' 1.502(4) . ?
C4"A C5"A 1.317(4) . ?
C3" C7 1.545(4) . ?
C3" C4" 1.498(4) . ?
C3" C2" 1.543(4) . ?
C5"A C6"A 1.502(4) . ?
C1"A C2"A 1.537(4) . ?
C6"A C7"A 1.530(4) . ?
C3' C5' 1.520(4) . ?
C3' C4' 1.509(4) . ?
C1" C2" 1.539(4) . ?

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
C2A O001 C3'A 114.60(19) . . ?
C2 O002 C3' 117.84(19) . . ?
O003 C5A C4A 122.7(2) . . ?
O003 C5A C6A 117.3(2) . . ?
C4A C5A C6A 120.0(2) . . ?
O002 C2 C1 119.9(2) . . ?
O002 C2 C3 119.1(2) . . ?
C3 C2 C1 120.8(2) . . ?
C2A C1A C6A 118.1(2) . . ?
C2A C1A C7A 128.0(2) . . ?
C6A C1A C7A 113.8(2) . . ?
O005 C9 C8 123.0(2) . . ?
O005 C9 C10 120.0(2) . . ?
C10 C9 C8 116.7(2) . . ?
O001 C2A C1A 119.8(2) . . ?
O001 C2A C3A 119.1(2) . . ?
C1A C2A C3A 121.0(2) . . ?
C5A C4A C3A 120.3(2) . . ?
C2 C1 C6 118.3(2) . . ?
C2 C1 C7 128.3(2) . . ?
C6 C1 C7 113.4(2) . . ?
O004 C9A C8A 122.1(2) . . ?
O004 C9A C10A 120.5(2) . . ?
C10A C9A C8A 117.2(2) . . ?
C9 C8 C6" 106.8(2) . . ?
C9 C8 C7 114.3(2) . . ?
C7 C8 C6" 110.9(2) . . ?
C5A C6A C1A 120.6(2) . . ?
C5A C6A C1"A 122.7(2) . . ?
C1A C6A C1"A 116.6(2) . . ?
C2' C1' C3 120.4(3) . . ?
C1 C6 C1" 117.4(2) . . ?
C5 C6 C1 120.5(2) . . ?
C5 C6 C1" 122.2(2) . . ?
C2A C3A C1'A 117.2(2) . . ?
C4A C3A C2A 119.6(2) . . ?
C4A C3A C1'A 123.3(2) . . ?
C4" C5" C6" 124.1(2) . . ?
O001 C3'A C2'A 108.2(2) . . ?
O001 C3'A C4'A 109.2(2) . . ?
O001 C3'A C5'A 105.6(2) . . ?
C2'A C3'A C4'A 110.2(2) . . ?
C2'A C3'A C5'A 112.5(2) . . ?
C5'A C3'A C4'A 111.0(2) . . ?
C2'A C1'A C3A 120.0(2) . . ?
O006 C5 C6 117.8(2) . . ?
C4 C5 O006 122.0(2) . . ?
C4 C5 C6 120.1(3) . . ?
C9A C8A C7A 113.9(2) . . ?
C9A C8A C6"A 107.6(2) . . ?
C7A C8A C6"A 110.6(2) . . ?
C2 C3 C1' 117.9(2) . . ?
C4 C3 C2 119.6(2) . . ?
C4 C3 C1' 122.4(2) . . ?
C4"A C3"A C7A 111.4(2) . . ?
C4"A C3"A C2"A 111.9(2) . . ?
C7A C3"A C2"A 110.0(2) . . ?
C5" C6" C8 110.6(2) . . ?
C5" C6" C7" 110.2(2) . . ?
C7" C6" C8 113.5(2) . . ?
C1'A C2'A C3'A 119.2(2) . . ?
C1' C2' C3' 120.8(3) . . ?
C5 C4 C3 120.6(2) . . ?
C5"A C4"A C3"A 123.9(3) . . ?
C4" C3" C7 113.3(2) . . ?
C4" C3" C2" 111.6(2) . . ?
C2" C3" C7 109.1(2) . . ?
C4"A C5"A C6"A 125.2(3) . . ?
C1 C7 C8 119.1(2) . . ?
C1 C7 C3" 105.6(2) . . ?
C8 C7 C3" 111.8(2) . . ?
C1A C7A C8A 119.0(2) . . ?
C1A C7A C3"A 106.9(2) . . ?
C8A C7A C3"A 110.7(2) . . ?
C6A C1"A C2"A 111.1(2) . . ?
C5"A C6"A C8A 110.2(2) . . ?
C5"A C6"A C7"A 110.3(3) . . ?
C7"A C6"A C8A 114.2(2) . . ?
C5" C4" C3" 124.2(3) . . ?
O002 C3' C2' 109.8(2) . . ?
O002 C3' C5' 107.8(2) . . ?
O002 C3' C4' 105.5(2) . . ?
C2' C3' C5' 110.9(2) . . ?
C2' C3' C4' 111.4(2) . . ?
C4' C3' C5' 111.2(3) . . ?
C6 C1" C2" 112.6(2) . . ?
C1" C2" C3" 113.1(2) . . ?
C1"A C2"A C3"A 113.1(2) . . ?

_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 1.283
_oxdiff_exptl_absorpt_empirical_full_min 0.809
