# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_MER-2023-05_Cu
_database_code_depnum_ccdc_archive 'CCDC 2326254'
loop_
_audit_author_name
_audit_author_address
'John Bacsa'
;Director, Emory XRay Crystallography Center
United States of America
;
_audit_update_record             
;
2024-01-17 deposited with the CCDC.	2024-05-08 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT089_MER-2023-05_Cu      
;
PROBLEM: Poor Data / Parameter Ratio (Zmax < 18) ........ 4.66 Note
RESPONSE: 
The limiting factor here is the Cu wavelength, which affects the refinement 
of thermal motion (and the positions) of some of the hydrogen atoms. 
A large number of reflections were collected 
(11,389 reflections using 41 omega scans). The hydrogen atoms were 
refined with anisotropic temperature factors based on 
Hirshfeld-partitioned electron densities. 
Note that the crystal was also twinned, which may have contributed 
to lost reflections.
;
_vrf_PLAT921_MER-2023-05_Cu      
;
PROBLEM: R1 in the CIF and FCF Differ by ............... -0.0093 Check
RESPONSE: The crystal was twinned.  Several reflections with 
excessive differences in Fobs and Fcalc were omitted, because these
were likely to have been contaminated by the twinning. 
This may have caused a small discrepancy between the R1 values.
;
_vrf_PLAT922_MER-2023-05_Cu      
;
PROBLEM: wR2 in the CIF and FCF Differ by ............... -0.0173 Check
RESPONSE: The crystal was twinned.  Several reflections with 
excessive differences in Fobs and Fcalc were omitted, because these
were likely to have been contaminated by the twinning. 
This may have caused small discrepancy between the wR values.
;
# end Validation Reply Form
_audit_creation_date             2024-01-09
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.11.24 svn.r209d9fb2 for OlexSys, GUI svn.r6869)
;
_chemical_formula_moiety         '2(C21 H34 O4)'
_chemical_formula_sum            'C42 H68 O8'
_chemical_formula_weight         701.003
_chemical_absolute_configuration rmad
_chemical_oxdiff_formula         'C42  H68  O8  '
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01788 0.00908 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.04960 0.03234 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z

_symmetry_Int_Tables_number      4
_cell_length_a                   6.1621(4)
_cell_length_b                   11.6465(6)
_cell_length_c                   13.7206(9)
_cell_angle_alpha                90
_cell_angle_beta                 102.517(6)
_cell_angle_gamma                90
_cell_volume                     961.28(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1822
_cell_measurement_temperature    105(8)
_cell_measurement_theta_max      72.0970
_cell_measurement_theta_min      3.2810
_exptl_absorpt_coefficient_mu    0.650
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.649
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.78a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_description       needle
_exptl_crystal_F_000             385.226
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0400
0 0 9 0.0422
0 0 -9 0.0422
0 -7 -3 0.0441
-3 -1 7 0.0931
0 -8 0 0.0340
0 -3 8 0.0464
0 3 -8 0.0464
4 0 -1 0.1515
-4 0 1 0.1249
0 -8 1 0.0315
0 2 8 0.0462
0 -3 -8 0.0486
0 -2 -8 0.0539
-2 5 4 0.0834
0 7 -3 0.0457
0 -5 -6 0.0437
0 5 6 0.0437
-4 -1 6 0.0996
0 -3 8 0.0446
0 -7 -2 0.0315
0 7 2 0.0419
-3 -3 -1 0.1131

_exptl_crystal_recrystallization_method 
'The material was recrystallised from --- by as supplied'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0032 0.9978 -0.0017 -0.0184 0.0911 0.0937
-0.2189 0.1642 8.7840 0.8310 -0.2921 0.4735
0.2189 -0.1642 -8.7840 -0.8310 0.2921 -0.4735
0.1862 -7.1533 -2.8780 -0.1270 -0.5380 -0.8333
-3.1786 -0.5859 6.7756 0.1412 -0.7479 0.6487
0.0097 -7.5602 -0.0910 0.1266 -0.6890 -0.7136
-0.2706 -3.4996 7.8132 0.7908 -0.6057 0.0886
0.2706 3.4996 -7.8132 -0.7908 0.6057 -0.0886
3.9606 0.1176 -0.7069 0.6021 0.6345 -0.4846
-3.9526 -0.2387 0.6073 -0.6085 -0.6413 0.4674
-0.0549 -7.5203 0.9112 0.2142 -0.7264 -0.6530
0.1332 2.3348 8.1989 0.7944 -0.0213 0.6070
0.4563 -3.3070 -7.9765 -0.6548 0.0148 -0.7557
-0.4940 -1.7304 -8.1545 -0.8621 0.0205 -0.5062
-2.3437 5.4248 4.4192 -0.0569 0.0036 0.9984
0.3002 7.2456 -2.5376 -0.3289 0.7892 0.5186
0.0676 -5.2765 -6.2583 -0.5157 -0.2785 -0.8103
-0.0676 5.2765 6.2583 0.5157 0.2785 0.8103
-3.5210 -1.1056 5.6310 -0.0215 -0.8119 0.5835
0.0669 -3.0905 7.8990 0.8495 -0.5195 0.0919
-0.1297 -7.3522 -1.9449 -0.0847 -0.6333 -0.7693
0.2677 7.3707 1.7165 0.0852 0.6631 0.7437
-3.4685 -3.1316 -0.7187 -0.6063 -0.7917 0.0749

_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_Laue_measured_fraction_full 0.9810
_diffrn_reflns_Laue_measured_fraction_max 0.9332
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11114
_diffrn_reflns_point_group_measured_fraction_full 0.9585
_diffrn_reflns_point_group_measured_fraction_max 0.8954
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         72.97
_diffrn_reflns_theta_min         5.03
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      105(8)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9810
_diffrn_measured_fraction_theta_max 0.9332
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     97.00 128.00   1.00    3.00    --   99.19 125.00-180.00   31
  2  ω    121.00 169.00   1.00    3.00    --   99.19  38.00 -90.00   48
  3  ω    126.00 152.00   1.00    3.00    --   99.19  60.00  -9.00   26
  4  ω     13.00  39.00   1.00    1.00    --   48.16 -60.00-148.00   26
  5  ω     34.00  63.00   1.00    3.00    --   99.19 -60.00-148.00   29
  6  ω     36.00  61.00   1.00    3.00    --   99.19 -57.00-120.00   25
  7  ω     40.00  65.00   1.00    3.00    --   99.19 -57.00 -30.00   25
  8  ω     35.00  60.00   1.00    3.00    --   99.19 -57.00   0.00   25
  9  ω     32.00 106.00   1.00    3.00    --   99.19 -99.00 150.00   74
 10  ω    -62.00   0.00   1.00    1.00    --  -48.16  60.00  -9.00   62
 11  ω     48.00  91.00   1.00    3.00    --   99.19 -99.00 -60.00   43
 12  ω    -28.00  20.00   1.00    1.00    --  -48.16  60.00  -9.00   48
 13  ω    -56.00 -14.00   1.00    3.00    --  -86.25  60.00  -9.00   42
 14  ω    -44.00 -17.00   1.00    3.00    --  -86.25  38.00  90.00   27
 15  ω    -44.00 -13.00   1.00    3.00    --  -86.25  38.00 150.00   31
 16  ω    -41.00 -13.00   1.00    3.00    --  -86.25  38.00 120.00   28
 17  ω    -43.00 -15.00   1.00    3.00    --  -86.25  38.00 -30.00   28
 18  ω    -43.00 -17.00   1.00    3.00    --  -86.25  38.00 -60.00   26
 19  ω    -43.00 -16.00   1.00    3.00    --  -86.25  38.00 -90.00   27
 20  ω    -44.00 -17.00   1.00    3.00    --  -86.25  38.00-180.00   27
 21  ω   -113.00 -37.00   1.00    1.00    --  -48.16 -60.00-148.00   76
 22  ω   -119.00 -38.00   1.00    1.00    --  -48.16 -60.00-148.00   81
 23  ω   -155.00 -73.00   1.00    3.00    --  -86.25 -60.00-148.00   82
 24  ω   -113.00 -86.00   1.00    1.00    --  -48.16-125.00   0.00   27
 25  ω   -102.00 -74.00   1.00    1.00    --  -48.16-125.00  60.00   28
 26  ω     62.00  88.00   1.00    3.00    --   48.16  77.00 -90.00   26
 27  ω     32.00  58.00   1.00    3.00    --   99.19 -57.00  30.00   26
 28  ω     38.00  64.00   1.00    3.00    --   99.19 -60.00-148.00   26
 29  ω   -118.00 -92.00   1.00    3.00    --  -48.16 -19.00  30.00   26
 30  ω    -67.00 -41.00   1.00    3.00    --  -48.16 -19.00  30.00   26
 31  ω    -29.00  12.00   1.00    3.00    --  -48.16  19.00-120.00   41
 32  ω     -7.00  20.00   1.00    3.00    --   48.16 -19.00-150.00   27
 33  ω    -26.00  -1.00   1.00    3.00    --   48.16 -19.00-120.00   25
 34  ω   -101.00 -56.00   1.00    3.00    --  -86.25  77.00 -60.00   45
 35  ω   -106.00 -77.00   1.00    3.00    --  -86.25 -38.00  60.00   29
 36  ω   -153.00-110.00   1.00    3.00    --  -86.25 -38.00  60.00   43
 37  ω   -147.00 -74.00   1.00    3.00    --  -86.25 -38.00 120.00   73
 38  ω   -121.00 -75.00   1.00    3.00    --  -86.25 -38.00  30.00   46
 39  ω    -41.00 -15.00   1.00    3.00    --  -86.25  77.00 -60.00   26
 40  ω   -148.00 -63.00   1.00    3.00    --  -86.25 -77.00 120.00   85
 41  ω   -122.00 -97.00   1.00    3.00    --  -86.25 -99.00-180.00   25
 42  ω    118.00 144.00   1.00    3.00    --   99.19  57.00 -30.00   26
 43  ω     86.00 113.00   1.00    3.00    --   99.19  57.00 -30.00   27
 44  ω     27.00  52.00   1.00    3.00    --   99.19 -57.00-180.00   25
 45  ω    107.00 145.00   1.00    3.00    --   99.19  38.00 150.00   38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1702570000
_diffrn_orient_matrix_UB_12      -0.0177147000
_diffrn_orient_matrix_UB_13      0.0991718000
_diffrn_orient_matrix_UB_21      0.1519157000
_diffrn_orient_matrix_UB_22      0.0917054000
_diffrn_orient_matrix_UB_23      -0.0311811000
_diffrn_orient_matrix_UB_31      -0.1163417000
_diffrn_orient_matrix_UB_32      0.0936514000
_diffrn_orient_matrix_UB_33      0.0492555000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.854
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              16
_reflns_limit_l_min              -16
_reflns_number_gt                3410
_reflns_number_total             3443
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.42.78a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.78a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.78a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-alpha (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.3695
_refine_diff_density_min         -0.3879
_refine_diff_density_rms         0.0808
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.26(13)
_refine_ls_d_res_high            0.8063
_refine_ls_d_res_low             8.7888
_refine_ls_goodness_of_fit_ref   1.0552
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    19
_refine_ls_number_parameters     405
_refine_ls_number_reflns         3443
_refine_ls_number_restraints     867
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0649
_refine_ls_restrained_S_all      0.9309
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0000P)²+2.1751P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1264
_refine_ls_wR_factor_ref         0.1268
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8(3)
 0.10(3) 0.2(3) -0.08(3)
2. Fixed Uiso
 At 1.5 times of:
  All C(H) groups, All C(H,H) groups
3. Restrained distances
 H1-O1
 0.955 with sigma of 0.02
 C19-H19C = C20-H20C = C21-H21A = C15-H15B
 1.01 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Uiso(H5B) = Uiso(H5A) = Uiso(H6B) = Uiso(H6A)
Uiso(H7B) = Uiso(H7A)
5. Rigid body (RIGU) restrains
 C8, O1, C1, C2, C10, C3, C15, C7, C14, C9, C11, C4, C6, O2, C13, C12, C16,
 C21, C5, C18, O4, O3, C20, C19, C17
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.002
 C10, O1, C1, C2, C8, C3, C15, C7, C14, C9, C11, C4, C6, O2, C13, C12, C16,
 C21, C5, C18, O4, O3, C20, C19, C17
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.004
 O1, H1
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
 O1, H1, C2, C14, C3, H3, C1, C8, H8, C11, H11A, H11B, C15, H15A, H15C, C18,
 H18, C12, H12, C9, H9A, H9B, C10, H10A, H10B, C13, H13A, H13B, C20, H20A, H20B,
  H20C, C19, H19A, H19B, H19C, H15B, C7, C4, O2
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
 O3, C17, H17A, H17B, H17C
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
 C6, H6A, H6B, H5A, H5B, C7, H7A, H7B, C4, C2, C5
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
 C21, H21A, H21B, H21C, C4, C16, C3, C5
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Uiso: H12(0.031303) H8(0.01831) H9A(0.021919) H9B(0.021919)
7.a Ternary CH refined with riding coordinates:
 C18(H18)
7.b Secondary CH2 refined with riding coordinates and stretchable bonds:
 C6(H6A,H6B), C5(H5A,H5B), C7(H7A,H7B), C13(H13A,H13B), C11(H11A,H11B),
 C10(H10A,H10B), C9(H9A,H9B)
7.c Idealised Me refined with riding coordinates and stretchable bonds:
 C15(H15A,H15B,H15C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C)
7.d Idealised tetrahedral OH refined with riding coordinates and stretchable
bonds:
 O1(H1)
;
_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         PBE
   BASIS SET:      def2-TZVP
   CHARGE:         0
   MULTIPLICITY:   1
   SOLVATION:      Methanol
   DATE:           2024-01-09_17-42-45
;
_atom_sites_solution_primary     dual
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O 0.9421(3) 0.57526(18) 0.45091(15) 0.0134(4) Uani 1.000000 D U
H1 H 0.9945(10) 0.6488(13) 0.4409(2) 0.021(9) Uani 1.000000 DGR U
O4 O 0.9556(4) 0.3442(2) 0.18151(16) 0.0257(6) Uani 1.000000 . U
O2 O 0.8879(4) 0.29529(19) 0.49098(18) 0.0241(5) Uani 1.000000 . U
O3 O 0.7698(4) 0.3739(2) 0.02519(16) 0.0225(5) Uani 1.000000 . U
C2 C 0.6201(5) 0.6041(3) 0.3114(2) 0.0124(5) Uani 1.000000 . U
C14 C 0.7936(5) 0.3804(3) 0.5090(2) 0.0162(6) Uani 1.000000 . U
C3 C 0.7014(5) 0.4952(3) 0.2657(2) 0.0130(5) Uani 1.000000 . U
H3 H 0.888(6) 0.497(3) 0.286(2) 0.015(4) Uani 1.000000 . U
C16 C 0.8128(5) 0.3943(3) 0.1242(2) 0.0167(6) Uani 1.000000 . U
C1 C 0.7044(5) 0.5749(3) 0.4251(2) 0.0118(4) Uani 1.000000 . U
C8 C 0.6348(5) 0.4455(3) 0.4276(2) 0.0122(5) Uani 1.000000 . U
H8 H 0.465(6) 0.440(3) 0.445(2) 0.0183(8) Uiso 1.000000 R U
C11 C 0.7103(6) 0.6324(3) 0.6084(2) 0.0194(6) Uani 1.000000 . U
H11A H 0.6432(17) 0.6887(14) 0.6478(10) 0.026(4) Uani 1.000000 GR U
H11B H 0.873(4) 0.6476(5) 0.6218(4) 0.021(4) Uani 1.000000 GR U
C15 C 0.3667(5) 0.6189(3) 0.2891(2) 0.0177(6) Uani 1.000000 D U
H15A H 0.2964(8) 0.5471(6) 0.3079(3) 0.023(4) Uani 1.000000 GR U
H15B H 0.3274(6) 0.6849(6) 0.3287(4) 0.024(4) Uani 1.000000 DGR U
H15C H 0.3109(7) 0.6343(3) 0.2162(6) 0.020(4) Uani 1.000000 GR U
C6 C 0.6817(6) 0.7121(3) 0.1604(2) 0.0178(6) Uani 1.000000 . U
H6A H 0.760(2) 0.7820(18) 0.1378(6) 0.028(5) Uiso 1.000000 GR U
H6B H 0.514(4) 0.7217(4) 0.1332(7) 0.028(5) Uiso 1.000000 GR U
C18 C 0.6852(6) 0.5052(3) 0.7583(2) 0.0239(6) Uani 1.000000 . U
H18 H 0.6565(6) 0.4225(3) 0.7738(2) 0.025(4) Uani 1.000000 R U
C21 C 0.4230(5) 0.4706(3) 0.0945(2) 0.0185(7) Uani 1.000000 D U
H21A H 0.4212(5) 0.4463(3) 0.0238(6) 0.023(4) Uani 1.000000 DGR U
H21B H 0.3537(8) 0.4086(6) 0.1291(4) 0.023(4) Uani 1.000000 GR U
H21C H 0.3357(9) 0.5440(6) 0.0937(2) 0.023(4) Uani 1.000000 GR U
C12 C 0.6728(6) 0.5117(3) 0.6444(2) 0.0209(6) Uani 1.000000 . U
H12 H 0.504(6) 0.478(3) 0.614(3) 0.0313(9) Uiso 1.000000 R U
C9 C 0.6190(5) 0.3965(3) 0.3211(2) 0.0146(6) Uani 1.000000 . U
H9A H 0.468(4) 0.3764(6) 0.2904(8) 0.0219(9) Uiso 1.000000 GR U
H9B H 0.712(2) 0.3297(17) 0.3228(2) 0.0219(9) Uiso 1.000000 GR U
C4 C 0.6644(5) 0.4905(3) 0.1508(2) 0.0144(5) Uani 1.000000 . U
C5 C 0.7597(5) 0.6040(3) 0.1161(2) 0.0161(6) Uani 1.000000 . U
H5A H 0.7161(11) 0.6088(3) 0.0430(18) 0.028(5) Uiso 1.000000 GR U
H5B H 0.923(4) 0.6009(3) 0.1346(5) 0.028(5) Uiso 1.000000 GR U
C7 C 0.7293(5) 0.7097(3) 0.2755(2) 0.0138(6) Uani 1.000000 . U
H7A H 0.6662(17) 0.785(2) 0.3021(8) 0.033(7) Uiso 1.000000 GR U
H7B H 0.903(5) 0.7072(3) 0.3043(8) 0.033(7) Uiso 1.000000 GR U
C10 C 0.6108(6) 0.6522(3) 0.4958(2) 0.0171(6) Uani 1.000000 . U
H10A H 0.6399(8) 0.743(2) 0.4776(5) 0.021(4) Uani 1.000000 GR U
H10B H 0.429(4) 0.6390(4) 0.4819(4) 0.020(4) Uani 1.000000 GR U
C17 C 0.9056(6) 0.2886(3) -0.0063(3) 0.0244(8) Uani 1.000000 . U
H17A H 1.087(6) 0.302(3) 0.023(3) 0.027(4) Uani 1.000000 . U
H17B H 0.865(6) 0.290(3) -0.088(3) 0.027(4) Uani 1.000000 . U
H17C H 0.866(6) 0.215(3) 0.013(3) 0.026(4) Uani 1.000000 . U
C13 C 0.8306(5) 0.4234(3) 0.6159(2) 0.0184(6) Uani 1.000000 . U
H13A H 0.8297(5) 0.3531(17) 0.6608(11) 0.024(4) Uani 1.000000 GR U
H13B H 0.988(4) 0.4575(8) 0.6340(5) 0.022(4) Uani 1.000000 GR U
C20 C 0.9126(6) 0.5355(3) 0.8209(2) 0.0272(8) Uani 1.000000 D U
H20A H 1.0296(11) 0.4862(5) 0.7997(3) 0.032(4) Uani 1.000000 GR U
H20B H 0.9451(7) 0.6193(7) 0.8109(3) 0.037(4) Uani 1.000000 GR U
H20C H 0.9147(6) 0.5211(3) 0.8939(6) 0.036(4) Uani 1.000000 DGR U
C19 C 0.5039(7) 0.5761(4) 0.7898(3) 0.0367(9) Uani 1.000000 D U
H19A H 0.5466(7) 0.6598(8) 0.7924(3) 0.037(4) Uani 1.000000 GR U
H19B H 0.3592(14) 0.5651(4) 0.7398(5) 0.041(4) Uani 1.000000 GR U
H19C H 0.4862(7) 0.5504(4) 0.8578(6) 0.040(5) Uani 1.000000 DGR U


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 H1 0.935(16) . ?
O1 C1 1.430(3) . ?
O4 C16 1.197(4) . ?
O2 C14 1.201(4) . ?
O3 C16 1.347(4) . ?
O3 C17 1.425(4) . ?
C2 C3 1.546(4) . ?
C2 C1 1.571(4) . ?
C2 C15 1.534(4) . ?
C2 C7 1.533(4) . ?
C14 C8 1.518(4) . ?
C14 C13 1.520(4) . ?
C3 H3 1.13(3) . ?
C3 C9 1.525(4) . ?
C3 C4 1.543(4) . ?
C16 C4 1.540(4) . ?
C1 C8 1.570(4) . ?
C1 C10 1.525(4) . ?
C8 H8 1.12(3) . ?
C8 C9 1.551(4) . ?
C11 H11A 1.00(2) . ?
C11 H11B 1.00(2) . ?
C11 C12 1.525(4) . ?
C11 C10 1.551(4) . ?
C15 H15A 1.001(8) . ?
C15 H15B 1.001(8) . ?
C15 H15C 1.001(8) . ?
C6 H6A 1.03(3) . ?
C6 H6B 1.03(3) . ?
C6 C5 1.520(4) . ?
C6 C7 1.543(4) . ?
C18 H18 1.0100 . ?
C18 C12 1.551(4) . ?
C18 C20 1.518(5) . ?
C18 C19 1.525(5) . ?
C21 H21A 1.008(8) . ?
C21 H21B 1.008(8) . ?
C21 H21C 1.008(8) . ?
C21 C4 1.538(4) . ?
C12 H12 1.10(4) . ?
C12 C13 1.523(5) . ?
C9 H9A 0.96(2) . ?
C9 H9B 0.96(2) . ?
C4 C5 1.562(4) . ?
C5 H5A 0.98(2) . ?
C5 H5B 0.98(2) . ?
C7 H7A 1.06(3) . ?
C7 H7B 1.06(3) . ?
C10 H10A 1.11(2) . ?
C10 H10B 1.11(2) . ?
C17 H17A 1.12(4) . ?
C17 H17B 1.10(4) . ?
C17 H17C 0.95(4) . ?
C13 H13A 1.03(2) . ?
C13 H13B 1.03(2) . ?
C20 H20A 1.012(8) . ?
C20 H20B 1.012(8) . ?
C20 H20C 1.012(8) . ?
C19 H19A 1.008(8) . ?
C19 H19B 1.008(8) . ?
C19 H19C 1.008(8) . ?

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
C1 O1 H1 109.5 . . ?
C17 O3 C16 115.3(3) . . ?
C1 C2 C3 99.1(2) . . ?
C15 C2 C3 114.6(2) . . ?
C15 C2 C1 109.0(2) . . ?
C7 C2 C3 108.9(2) . . ?
C7 C2 C1 114.7(2) . . ?
C7 C2 C15 110.2(3) . . ?
C8 C14 O2 121.6(3) . . ?
C13 C14 O2 119.5(3) . . ?
C13 C14 C8 118.9(3) . . ?
H3 C3 C2 107.0(18) . . ?
C9 C3 C2 104.1(2) . . ?
C9 C3 H3 108.9(18) . . ?
C4 C3 C2 117.0(3) . . ?
C4 C3 H3 99.7(16) . . ?
C4 C3 C9 119.4(3) . . ?
O3 C16 O4 122.2(3) . . ?
C4 C16 O4 126.0(3) . . ?
C4 C16 O3 111.7(3) . . ?
C2 C1 O1 110.3(2) . . ?
C8 C1 O1 105.5(2) . . ?
C8 C1 C2 101.3(2) . . ?
C10 C1 O1 110.4(2) . . ?
C10 C1 C2 114.5(2) . . ?
C10 C1 C8 114.2(2) . . ?
C1 C8 C14 111.1(2) . . ?
H8 C8 C14 107.4(17) . . ?
H8 C8 C1 109.4(18) . . ?
C9 C8 C14 114.1(3) . . ?
C9 C8 C1 107.1(2) . . ?
C9 C8 H8 107.7(17) . . ?
H11B C11 H11A 107.7 . . ?
C12 C11 H11A 108.78(18) . . ?
C12 C11 H11B 108.78(19) . . ?
C10 C11 H11A 108.78(17) . . ?
C10 C11 H11B 108.78(18) . . ?
C10 C11 C12 113.9(3) . . ?
H15A C15 C2 109.5 . . ?
H15B C15 C2 109.5 . . ?
H15B C15 H15A 109.5 . . ?
H15C C15 C2 109.5 . . ?
H15C C15 H15A 109.5 . . ?
H15C C15 H15B 109.5 . . ?
H6B C6 H6A 107.796562660(16) . . ?
C5 C6 H6A 109.02(17) . . ?
C5 C6 H6B 109.02(17) . . ?
C7 C6 H6A 109.02(17) . . ?
C7 C6 H6B 109.02(17) . . ?
C7 C6 C5 112.8(3) . . ?
C12 C18 H18 106.6(2) . . ?
C20 C18 H18 106.6(2) . . ?
C20 C18 C12 113.4(3) . . ?
C19 C18 H18 106.6(2) . . ?
C19 C18 C12 112.3(3) . . ?
C19 C18 C20 110.9(3) . . ?
H21B C21 H21A 109.5 . . ?
H21C C21 H21A 109.5 . . ?
H21C C21 H21B 109.5 . . ?
C4 C21 H21A 109.5 . . ?
C4 C21 H21B 109.5 . . ?
C4 C21 H21C 109.5 . . ?
C18 C12 C11 113.2(3) . . ?
H12 C12 C11 114(2) . . ?
H12 C12 C18 101.3(19) . . ?
C13 C12 C11 112.9(3) . . ?
C13 C12 C18 109.3(3) . . ?
C13 C12 H12 106(2) . . ?
C8 C9 C3 103.5(2) . . ?
H9A C9 C3 111.06(17) . . ?
H9A C9 C8 111.06(16) . . ?
H9B C9 C3 111.06(17) . . ?
H9B C9 C8 111.06(16) . . ?
H9B C9 H9A 109.0 . . ?
C16 C4 C3 107.7(2) . . ?
C21 C4 C3 115.6(3) . . ?
C21 C4 C16 109.3(2) . . ?
C5 C4 C3 107.4(2) . . ?
C5 C4 C16 105.1(2) . . ?
C5 C4 C21 111.2(3) . . ?
C4 C5 C6 114.0(3) . . ?
H5A C5 C6 108.76(17) . . ?
H5A C5 C4 108.76(16) . . ?
H5B C5 C6 108.76(17) . . ?
H5B C5 C4 108.76(16) . . ?
H5B C5 H5A 107.7 . . ?
C6 C7 C2 110.1(3) . . ?
H7A C7 C2 109.64(17) . . ?
H7A C7 C6 109.64(17) . . ?
H7B C7 C2 109.64(16) . . ?
H7B C7 C6 109.64(17) . . ?
H7B C7 H7A 108.2 . . ?
C11 C10 C1 115.1(3) . . ?
H10A C10 C1 108.51(16) . . ?
H10A C10 C11 108.51(17) . . ?
H10B C10 C1 108.51(17) . . ?
H10B C10 C11 108.51(18) . . ?
H10B C10 H10A 107.5 . . ?
H17A C17 O3 113.7(19) . . ?
H17B C17 O3 106(2) . . ?
H17B C17 H17A 111(3) . . ?
H17C C17 O3 110(2) . . ?
H17C C17 H17A 109(3) . . ?
H17C C17 H17B 107(3) . . ?
C12 C13 C14 120.0(3) . . ?
H13A C13 C14 107.33(17) . . ?
H13A C13 C12 107.33(18) . . ?
H13B C13 C14 107.33(17) . . ?
H13B C13 C12 107.33(18) . . ?
H13B C13 H13A 106.9 . . ?
H20A C20 C18 109.5 . . ?
H20B C20 C18 109.5 . . ?
H20B C20 H20A 109.5 . . ?
H20C C20 C18 109.5 . . ?
H20C C20 H20A 109.5 . . ?
H20C C20 H20B 109.5 . . ?
H19A C19 C18 109.5 . . ?
H19B C19 C18 109.5 . . ?
H19B C19 H19A 109.5 . . ?
H19C C19 C18 109.5 . . ?
H19C C19 H19A 109.5 . . ?
H19C C19 H19B 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O2 0.935(16) 2.005(14) 2.817(3) 144.3(3) 2_756

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
O1 C1 C2 C3 67.3(3) . . . . ?
O1 C1 C2 C15 -172.5(2) . . . . ?
O1 C1 C2 C7 -48.5(3) . . . . ?
O1 C1 C8 C14 34.7(3) . . . . ?
O1 C1 C8 C9 -90.5(2) . . . . ?
O1 C1 C10 C11 -49.0(3) . . . . ?
O4 C16 O3 C17 0.1(4) . . . . ?
O4 C16 C4 C3 -10.4(4) . . . . ?
O4 C16 C4 C21 -136.7(4) . . . . ?
O4 C16 C4 C5 103.9(4) . . . . ?
O2 C14 C8 C1 -124.7(3) . . . . ?
O2 C14 C8 C9 -3.6(4) . . . . ?
O2 C14 C13 C12 -164.8(3) . . . . ?
O3 C16 C4 C3 171.9(3) . . . . ?
O3 C16 C4 C21 45.6(3) . . . . ?
O3 C16 C4 C5 -73.8(3) . . . . ?
C2 C3 C9 C8 -34.1(2) . . . . ?
C2 C3 C4 C16 164.3(3) . . . . ?
C2 C3 C4 C21 -73.2(3) . . . . ?
C2 C3 C4 C5 51.5(3) . . . . ?
C2 C1 C8 C14 149.6(2) . . . . ?
C2 C1 C8 C9 24.5(2) . . . . ?
C2 C1 C10 C11 -174.2(3) . . . . ?
C2 C7 C6 C5 -57.1(3) . . . . ?
C14 C8 C1 C10 -86.7(3) . . . . ?
C14 C8 C9 C3 -118.0(3) . . . . ?
C14 C13 C12 C11 -75.4(3) . . . . ?
C14 C13 C12 C18 157.7(3) . . . . ?
C3 C9 C8 C1 5.3(3) . . . . ?
C3 C4 C5 C6 -49.2(3) . . . . ?
C16 C4 C5 C6 -163.8(2) . . . . ?
C1 C10 C11 C12 -60.7(3) . . . . ?
C11 C12 C18 C20 -63.7(3) . . . . ?
C11 C12 C18 C19 63.0(3) . . . . ?
C6 C5 C4 C21 78.1(3) . . . . ?


_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 'The crystal was mounted on a loop'
_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 1.226
_oxdiff_exptl_absorpt_empirical_full_min 0.807
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
H1 O1 1 0.9550 0.0200 0.0196
C15 H15B 1 1.0100 0.0100 0.0092
C21 H21A 1 1.0100 0.0100 0.0020
C20 H20C 1 1.0100 0.0100 -0.0023
C19 H19C 1 1.0100 0.0100 0.0019

loop_
_restr_RIGU_atom_site_label_1
_restr_RIGU_atom_site_label_2
_restr_RIGU_target_weight_param
_restr_RIGU_U13_diff
_restr_RIGU_U23_diff
_restr_RIGU_U33_diff
O1 H1 0.002000 -0.000041 -0.000027 0.000087
O1 H1 0.002000 -0.000041 -0.000027 0.000087
O1 C2 0.002000 0.000124 -0.000940 0.000376
O1 C2 0.004000 0.000124 -0.000940 0.000376
O1 C2 0.004000 0.000124 -0.000940 0.000376
O1 C1 0.000200 -0.000035 -0.000002 -0.000057
O1 C1 0.000200 -0.000035 -0.000002 -0.000057
O1 C1 0.002000 -0.000035 -0.000002 -0.000057
O1 C8 0.002000 0.001916 0.000971 0.001773
O1 C8 0.004000 0.001916 0.000971 0.001773
O1 C8 0.004000 0.001916 0.000971 0.001773
O1 C10 0.002000 -0.002650 0.006008 -0.003724
O1 C10 0.004000 -0.002650 0.006008 -0.003724
O1 C10 0.004000 -0.002650 0.006008 -0.003724
H1 C1 0.004000 0.002485 0.001158 0.000007
O4 O3 0.002000 0.001416 0.000370 -0.002070
O4 O3 0.004000 0.001416 0.000370 -0.002070
O4 C16 0.000200 0.000028 -0.000012 -0.000007
O4 C16 0.000200 0.000028 -0.000012 -0.000007
O4 C4 0.004000 0.001162 -0.001266 -0.000849
O4 C4 0.002000 0.001162 -0.001266 -0.000849
O2 C14 0.000200 0.000024 -0.000079 -0.000024
O2 C14 0.002000 0.000024 -0.000079 -0.000024
O2 C14 0.000200 0.000024 -0.000079 -0.000024
O2 C8 0.004000 -0.000650 0.000942 0.002024
O2 C8 0.004000 -0.000650 0.000942 0.002024
O2 C8 0.002000 -0.000650 0.000942 0.002024
O2 C13 0.002000 0.005257 -0.000394 -0.000269
O2 C13 0.004000 0.005257 -0.000394 -0.000269
O2 C13 0.004000 0.005257 -0.000394 -0.000269
O3 C16 0.000200 0.000069 -0.000012 -0.000075
O3 C16 0.000200 0.000069 -0.000012 -0.000075
O3 C4 0.002000 -0.003541 -0.000514 0.001800
O3 C4 0.004000 -0.003541 -0.000514 0.001800
O3 C17 0.000200 -0.000049 0.000009 0.000000
O3 C17 0.002000 -0.000049 0.000009 0.000000
O3 C17 0.000200 -0.000049 0.000009 0.000000
O3 H17A 0.004000 -0.001090 -0.000436 0.000758
O3 H17B 0.004000 0.001711 0.004387 -0.004173
O3 H17C 0.004000 -0.003343 -0.001939 -0.002135
C2 C3 0.002000 -0.000157 -0.000027 0.000041
C2 C3 0.000200 -0.000157 -0.000027 0.000041
C2 C3 0.000200 -0.000157 -0.000027 0.000041
C2 H3 0.004000 -0.002316 0.000468 -0.000388
C2 C1 0.000200 0.000130 -0.000109 -0.000005
C2 C1 0.000200 0.000130 -0.000109 -0.000005
C2 C1 0.002000 0.000130 -0.000109 -0.000005
C2 C8 0.002000 0.001638 -0.000231 0.000044
C2 C8 0.004000 0.001638 -0.000231 0.000044
C2 C8 0.004000 0.001638 -0.000231 0.000044
C2 C15 0.000200 -0.000024 -0.000008 -0.000033
C2 C15 0.000200 -0.000024 -0.000008 -0.000033
C2 C15 0.002000 -0.000024 -0.000008 -0.000033
C2 H15A 0.004000 0.000570 0.002182 -0.006780
C2 H15B 0.004000 0.000625 -0.000554 -0.005357
C2 H15C 0.004000 -0.000617 0.001304 -0.002417
C2 C6 0.004000 -0.001294 0.000075 -0.003150
C2 C6 0.004000 -0.001294 0.000075 -0.003150
C2 C6 0.002000 -0.001294 0.000075 -0.003150
C2 C9 0.004000 -0.000062 -0.001074 -0.001131
C2 C9 0.002000 -0.000062 -0.001074 -0.001131
C2 C9 0.004000 -0.000062 -0.001074 -0.001131
C2 C4 0.004000 -0.001645 -0.000567 -0.001143
C2 C4 0.004000 -0.001645 -0.000567 -0.001143
C2 C4 0.002000 -0.001645 -0.000567 -0.001143
C2 C7 0.000200 0.000039 -0.000003 -0.000044
C2 C7 0.002000 0.000039 -0.000003 -0.000044
C2 C7 0.000200 0.000039 -0.000003 -0.000044
C2 C7 0.002000 0.000039 -0.000003 -0.000044
C2 C10 0.002000 -0.003445 -0.002060 -0.000962
C2 C10 0.004000 -0.003445 -0.002060 -0.000962
C2 C10 0.004000 -0.003445 -0.002060 -0.000962
C14 C1 0.004000 0.001727 -0.001932 0.001283
C14 C1 0.002000 0.001727 -0.001932 0.001283
C14 C1 0.004000 0.001727 -0.001932 0.001283
C14 C8 0.002000 0.000025 0.000182 -0.000016
C14 C8 0.000200 0.000025 0.000182 -0.000016
C14 C8 0.000200 0.000025 0.000182 -0.000016
C14 C12 0.002000 0.003581 -0.002448 -0.002249
C14 C12 0.004000 0.003581 -0.002448 -0.002249
C14 C12 0.004000 0.003581 -0.002448 -0.002249
C14 C9 0.002000 0.005000 -0.000733 0.000148
C14 C9 0.004000 0.005000 -0.000733 0.000148
C14 C9 0.004000 0.005000 -0.000733 0.000148
C14 C13 0.000200 -0.000062 -0.000082 -0.000016
C14 C13 0.000200 -0.000062 -0.000082 -0.000016
C14 C13 0.002000 -0.000062 -0.000082 -0.000016
C14 H13A 0.004000 0.000380 -0.002793 -0.003833
C14 H13B 0.004000 -0.001885 0.004769 -0.003935
C3 H3 0.002000 0.000026 0.000251 -0.000113
C3 C16 0.004000 -0.001966 -0.000291 -0.000777
C3 C16 0.002000 -0.001966 -0.000291 -0.000777
C3 C16 0.004000 -0.001966 -0.000291 -0.000777
C3 C1 0.004000 -0.001145 -0.000987 0.000860
C3 C1 0.002000 -0.001145 -0.000987 0.000860
C3 C1 0.004000 -0.001145 -0.000987 0.000860
C3 C8 0.002000 0.000239 -0.001167 0.000346
C3 C8 0.004000 0.000239 -0.001167 0.000346
C3 C8 0.004000 0.000239 -0.001167 0.000346
C3 C15 0.002000 0.002778 -0.003876 -0.002831
C3 C15 0.004000 0.002778 -0.003876 -0.002831
C3 C15 0.004000 0.002778 -0.003876 -0.002831
C3 C21 0.004000 -0.001619 0.001606 -0.000867
C3 C21 0.004000 -0.001619 0.001606 -0.000867
C3 C21 0.002000 -0.001619 0.001606 -0.000867
C3 C9 0.000200 -0.000022 -0.000035 0.000009
C3 C9 0.000200 -0.000022 -0.000035 0.000009
C3 C9 0.002000 -0.000022 -0.000035 0.000009
C3 C4 0.000200 0.000078 0.000118 0.000111
C3 C4 0.002000 0.000078 0.000118 0.000111
C3 C4 0.002000 0.000078 0.000118 0.000111
C3 C4 0.000200 0.000078 0.000118 0.000111
C3 C5 0.002000 -0.001282 -0.000071 -0.002472
C3 C5 0.004000 -0.001282 -0.000071 -0.002472
C3 C5 0.004000 -0.001282 -0.000071 -0.002472
C3 C7 0.002000 0.000562 0.003789 -0.000703
C3 C7 0.004000 0.000562 0.003789 -0.000703
C3 C7 0.004000 0.000562 0.003789 -0.000703
H3 C9 0.004000 0.004811 0.002587 0.002115
H3 C4 0.004000 -0.001588 -0.001425 0.000825
C16 C21 0.002000 0.006108 0.001131 -0.001647
C16 C21 0.004000 0.006108 0.001131 -0.001647
C16 C21 0.004000 0.006108 0.001131 -0.001647
C16 C4 0.000200 -0.000118 -0.000074 -0.000048
C16 C4 0.000200 -0.000118 -0.000074 -0.000048
C16 C4 0.002000 -0.000118 -0.000074 -0.000048
C16 C5 0.002000 0.005157 0.003888 0.000745
C16 C5 0.004000 0.005157 0.003888 0.000745
C16 C5 0.004000 0.005157 0.003888 0.000745
C16 C17 0.004000 0.000782 0.003461 -0.004077
C16 C17 0.002000 0.000782 0.003461 -0.004077
C1 C8 0.002000 0.000058 0.000094 0.000041
C1 C8 0.000200 0.000058 0.000094 0.000041
C1 C8 0.000200 0.000058 0.000094 0.000041
C1 C11 0.004000 -0.000675 -0.003766 -0.003035
C1 C11 0.002000 -0.000675 -0.003766 -0.003035
C1 C11 0.004000 -0.000675 -0.003766 -0.003035
C1 C15 0.002000 -0.000942 0.002194 -0.002232
C1 C15 0.004000 -0.000942 0.002194 -0.002232
C1 C15 0.004000 -0.000942 0.002194 -0.002232
C1 C9 0.004000 -0.000775 0.000020 -0.001168
C1 C9 0.002000 -0.000775 0.000020 -0.001168
C1 C9 0.004000 -0.000775 0.000020 -0.001168
C1 C7 0.002000 -0.001706 -0.001580 -0.000929
C1 C7 0.004000 -0.001706 -0.001580 -0.000929
C1 C7 0.004000 -0.001706 -0.001580 -0.000929
C1 C10 0.000200 -0.000040 0.000019 -0.000014
C1 C10 0.000200 -0.000040 0.000019 -0.000014
C1 C10 0.002000 -0.000040 0.000019 -0.000014
C1 H10A 0.004000 -0.003095 0.000559 -0.003107
C1 H10B 0.004000 -0.001027 0.001616 -0.006111
C8 C9 0.000200 -0.000010 0.000040 -0.000023
C8 C9 0.000200 -0.000010 0.000040 -0.000023
C8 C9 0.002000 -0.000010 0.000040 -0.000023
C8 C10 0.004000 -0.003692 -0.002179 -0.001543
C8 C10 0.004000 -0.003692 -0.002179 -0.001543
C8 C10 0.002000 -0.003692 -0.002179 -0.001543
C8 C13 0.004000 -0.001371 -0.000121 -0.003601
C8 C13 0.004000 -0.001371 -0.000121 -0.003601
C8 C13 0.002000 -0.001371 -0.000121 -0.003601
C11 H11A 0.002000 -0.000114 -0.000214 -0.000375
C11 H11B 0.002000 -0.000262 -0.000100 -0.000105
C11 C18 0.002000 -0.002025 0.000841 -0.002200
C11 C18 0.004000 -0.002025 0.000841 -0.002200
C11 C18 0.004000 -0.002025 0.000841 -0.002200
C11 C12 0.000200 -0.000033 0.000030 0.000001
C11 C12 0.000200 -0.000033 0.000030 0.000001
C11 C12 0.002000 -0.000033 0.000030 0.000001
C11 C10 0.000200 -0.000028 0.000015 0.000004
C11 C10 0.000200 -0.000028 0.000015 0.000004
C11 C10 0.002000 -0.000028 0.000015 0.000004
C11 H10A 0.004000 -0.002228 -0.005479 -0.003086
C11 H10B 0.004000 -0.003575 0.001607 -0.002144
C11 C13 0.002000 -0.005484 0.000290 -0.000742
C11 C13 0.004000 -0.005484 0.000290 -0.000742
C11 C13 0.004000 -0.005484 0.000290 -0.000742
H11A H11B 0.004000 -0.002050 -0.003263 0.000213
H11A C12 0.004000 -0.003496 0.007635 0.004402
H11A C10 0.004000 -0.004614 -0.001393 0.007955
H11B C12 0.004000 0.003204 -0.002046 0.001249
H11B C10 0.004000 -0.000348 0.000192 0.000322
C15 H15A 0.002000 -0.000063 -0.000249 -0.000745
C15 H15B 0.002000 -0.000153 -0.000179 -0.000604
C15 H15C 0.002000 -0.000035 0.000225 -0.000577
C15 C7 0.002000 -0.003124 -0.000451 0.003290
C15 C7 0.004000 -0.003124 -0.000451 0.003290
C15 C7 0.004000 -0.003124 -0.000451 0.003290
H15A H15B 0.004000 -0.004547 -0.006203 -0.001881
H15A H15C 0.004000 -0.000232 0.005471 0.001587
H15B H15C 0.004000 -0.005793 -0.003965 0.001754
C6 C4 0.004000 0.000851 -0.004189 0.002087
C6 C4 0.002000 0.000851 -0.004189 0.002087
C6 C4 0.004000 0.000851 -0.004189 0.002087
C6 C5 0.000200 0.000026 -0.000009 0.000017
C6 C5 0.000200 0.000026 -0.000009 0.000017
C6 C5 0.002000 0.000026 -0.000009 0.000017
C6 C7 0.002000 0.000018 -0.000005 0.000009
C6 C7 0.000200 0.000018 -0.000005 0.000009
C6 C7 0.000200 0.000018 -0.000005 0.000009
C18 H18 0.002000 -0.000209 0.000525 -0.000890
C18 C12 0.000200 -0.000080 0.000055 -0.000051
C18 C12 0.002000 -0.000080 0.000055 -0.000051
C18 C12 0.000200 -0.000080 0.000055 -0.000051
C18 C13 0.004000 0.005636 0.002713 0.002826
C18 C13 0.004000 0.005636 0.002713 0.002826
C18 C13 0.002000 0.005636 0.002713 0.002826
C18 C20 0.000200 -0.000030 -0.000043 -0.000046
C18 C20 0.000200 -0.000030 -0.000043 -0.000046
C18 C20 0.002000 -0.000030 -0.000043 -0.000046
C18 H20A 0.004000 0.001661 0.000011 -0.004519
C18 H20B 0.004000 -0.002742 0.001209 -0.009611
C18 H20C 0.004000 -0.005359 -0.004869 -0.007956
C18 C19 0.002000 0.000097 -0.000041 0.000008
C18 C19 0.000200 0.000097 -0.000041 0.000008
C18 C19 0.000200 0.000097 -0.000041 0.000008
C18 H19A 0.004000 -0.011222 -0.008071 -0.005248
C18 H19B 0.004000 -0.003461 0.001381 -0.007522
C18 H19C 0.004000 -0.000820 0.000965 -0.004422
H18 C12 0.004000 -0.002286 0.000281 0.002808
H18 C20 0.004000 0.002360 -0.002245 -0.001704
H18 C19 0.004000 -0.010597 -0.006258 -0.003997
C21 H21A 0.002000 0.000130 0.000201 -0.000515
C21 H21B 0.002000 0.000100 0.000092 -0.000529
C21 H21C 0.002000 -0.000166 -0.000069 -0.000850
C21 C4 0.002000 0.000018 0.000044 -0.000050
C21 C4 0.000200 0.000018 0.000044 -0.000050
C21 C4 0.000200 0.000018 0.000044 -0.000050
C21 C5 0.002000 -0.001813 0.000292 0.002662
C21 C5 0.004000 -0.001813 0.000292 0.002662
C21 C5 0.004000 -0.001813 0.000292 0.002662
H21A H21B 0.004000 0.001764 -0.004027 0.000230
H21A H21C 0.004000 -0.006146 0.002094 0.000280
H21A C4 0.004000 0.000939 0.000103 0.004265
H21B H21C 0.004000 -0.005942 0.000368 -0.000502
H21B C4 0.004000 0.001326 -0.002236 0.005969
H21C C4 0.004000 0.000881 -0.000050 0.004880
C12 C10 0.002000 -0.000363 -0.002785 0.000937
C12 C10 0.004000 -0.000363 -0.002785 0.000937
C12 C10 0.004000 -0.000363 -0.002785 0.000937
C12 C13 0.002000 0.000058 0.000085 -0.000044
C12 C13 0.000200 0.000058 0.000085 -0.000044
C12 C13 0.000200 0.000058 0.000085 -0.000044
C12 H13A 0.004000 -0.006431 -0.000292 -0.004775
C12 H13B 0.004000 -0.003370 -0.002932 0.000321
C12 C20 0.004000 -0.002504 0.002556 0.000094
C12 C20 0.004000 -0.002504 0.002556 0.000094
C12 C20 0.002000 -0.002504 0.002556 0.000094
C12 C19 0.002000 0.001624 -0.002524 -0.004819
C12 C19 0.004000 0.001624 -0.002524 -0.004819
C12 C19 0.004000 0.001624 -0.002524 -0.004819
C9 C4 0.002000 0.001056 0.001655 -0.000330
C9 C4 0.004000 0.001056 0.001655 -0.000330
C9 C4 0.004000 0.001056 0.001655 -0.000330
C4 C5 0.000200 0.000079 0.000012 -0.000048
C4 C5 0.000200 0.000079 0.000012 -0.000048
C4 C5 0.002000 0.000079 0.000012 -0.000048
C4 C5 0.002000 0.000079 0.000012 -0.000048
C5 C7 0.002000 -0.004439 -0.000751 0.001853
C5 C7 0.004000 -0.004439 -0.000751 0.001853
C5 C7 0.004000 -0.004439 -0.000751 0.001853
C10 H10A 0.002000 0.000371 -0.000313 -0.000381
C10 H10B 0.002000 -0.000393 0.000244 0.000138
H10A H10B 0.004000 -0.002753 -0.001006 0.000590
C17 H17A 0.002000 -0.000023 0.000192 -0.000563
C17 H17B 0.002000 0.000371 -0.000244 0.000283
C17 H17C 0.002000 0.000427 0.000108 0.000042
H17A H17B 0.004000 0.003644 -0.005720 0.001207
H17A H17C 0.004000 0.000733 0.001580 0.000290
H17B H17C 0.004000 0.001502 0.000502 -0.000193
C13 H13A 0.002000 0.000187 -0.000007 -0.000301
C13 H13B 0.002000 -0.000112 -0.000099 -0.000801
H13A H13B 0.004000 0.004323 -0.005160 0.000778
C20 H20A 0.002000 -0.000021 -0.000029 -0.001125
C20 H20B 0.002000 -0.000087 0.000014 -0.001074
C20 H20C 0.002000 0.000014 0.000031 -0.000882
C20 C19 0.002000 -0.014905 -0.001093 -0.005982
C20 C19 0.004000 -0.014905 -0.001093 -0.005982
C20 C19 0.004000 -0.014905 -0.001093 -0.005982
H20A H20B 0.004000 0.009979 0.003587 -0.001244
H20A H20C 0.004000 0.006707 0.001525 -0.003378
H20B H20C 0.004000 -0.003903 0.008185 0.000919
C19 H19A 0.002000 -0.000344 -0.000113 -0.000269
C19 H19B 0.002000 0.000107 0.000247 -0.000257
C19 H19C 0.002000 -0.000217 -0.000108 -0.000001
H19A H19B 0.004000 -0.005137 -0.001944 -0.003218
H19A H19C 0.004000 -0.002778 0.002852 -0.001628
H19B H19C 0.004000 0.000893 -0.001883 0.000198

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8(3)
2 0.10(3)
3 0.2(3)
4 -0.08(3)

####################################################################### 
# 
# 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_MER-2022-173-1
_database_code_depnum_ccdc_archive 'CCDC 2326255'
loop_
_audit_author_name
_audit_author_address
'John Bacsa'
;Director, Emory XRay Crystallography Center
United States of America
;
_audit_update_record             
;
2024-01-17 deposited with the CCDC.	2024-05-08 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT089_MER-2022-173-1      
;
PROBLEM: Poor Data / Parameter Ratio (Zmax < 18) ........ 3.19 Note
RESPONSE: 
Note that refinement with Shelx (separate CIF and Checkcif) 
does not give this alert and the lower data-to-parameter ratio can be 
attributed to the refinement 
of thermal motion and the positions of most hydrogen atoms. 
The hydrogen atoms were refined with anisotropic temperature factors 
based on Hirshfeld-partitioned electron densities. 
RIGU restraints were 
employed to maintain physically meaningful ellipsoids while effectively 
reducing the dependence of the harmonic displacement parameters of 
each atom on unique data. The limiting factor here is the Cu wavelength, 
while the restraints have the effect of improving the data-to-parameter 
ratio (by applying these correlated restraints).
;
# end Validation Reply Form
_audit_creation_date             2022-09-09
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.06.10 svn.r3fa896fb for OlexSys, GUI svn.r6535)
;
_chemical_formula_moiety         'C21 H34 O4'
_chemical_formula_sum            'C21 H34 O4'
_chemical_formula_weight         350.502
_chemical_absolute_configuration ad
_chemical_oxdiff_formula         'C84  H136  O16  '
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01920 0.00962 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   6.9015(1)
_cell_length_b                   11.1195(1)
_cell_length_c                   24.8315(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1905.60(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5707
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.3340
_cell_measurement_theta_min      3.5590
_exptl_absorpt_coefficient_mu    0.656
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.386
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_colour_primary    colorless
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_description       prism
_exptl_crystal_F_000             770.451
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4 -2 -1 0.1661
-2 -1 -1 0.1652
-2 3 -5 0.1789
-1 0 0 0.1796
-1 0 -1 0.1799
-1 -1 0 0.1673
-1 5 4 0.1450
0 -1 -1 0.1432
0 -1 1 0.1100
0 1 -1 0.1200
0 0 -1 0.1900
0 1 1 0.1457
0 1 5 0.1738
0 -1 -5 0.1926
0 0 1 0.1838
2 3 5 0.1878
3 2 -5 0.1781
4 -1 -4 0.1722
4 -1 5 0.1670
4 0 0 0.1651
1 5 5 0.1531
-4 -3 0 0.1627

_exptl_crystal_recrystallization_method 
'The material was recrystallised from --- by as supplied'
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.23
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-3.9965 -2.0132 -0.9718 0.5026 0.7857 -0.0881
-1.9986 -1.0066 -0.9861 0.2484 0.4005 -0.0141
-2.0071 2.9898 -4.9870 -0.3050 0.5961 0.1402
-0.9997 -0.0037 0.0072 0.0608 0.2094 -0.0476
-1.0003 -0.0038 -0.9931 0.0550 0.2247 0.0122
-0.9982 -1.0029 0.0071 0.1934 0.1758 -0.0263
-1.0045 4.9922 4.0089 -0.5792 0.3163 -0.3935
0.0008 -0.9992 -1.0004 0.1268 -0.0183 0.0811
0.0021 -0.9991 1.0002 0.1383 -0.0489 -0.0386
-0.0021 0.9991 -1.0002 -0.1383 0.0489 0.0386
-0.0006 -0.0000 -1.0003 -0.0057 0.0153 0.0599
-0.0008 0.9992 1.0004 -0.1268 0.0183 -0.0811
0.0017 0.9994 5.0017 -0.1039 -0.0428 -0.3206
-0.0017 -0.9994 -5.0017 0.1039 0.0428 0.3206
0.0006 0.0000 1.0003 0.0057 -0.0153 -0.0599
1.9982 3.0051 4.9875 -0.4906 -0.3944 -0.2679
2.9929 2.0092 -5.0229 -0.4763 -0.4846 0.3996
3.9977 -0.9845 -4.0300 -0.1336 -0.8101 0.4512
4.0035 -0.9840 4.9728 -0.0818 -0.9477 -0.0875
4.4717 0.4026 -0.2045 -0.3242 -0.9212 0.2152
0.9955 4.9996 4.9948 -0.6950 -0.1177 -0.3581
-3.9944 -3.0123 0.0284 0.6410 0.7368 -0.1267

_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_Laue_measured_fraction_full 0.9910
_diffrn_reflns_Laue_measured_fraction_max 0.9762
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            20285
_diffrn_reflns_point_group_measured_fraction_full 0.9925
_diffrn_reflns_point_group_measured_fraction_max 0.9647
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         73.70
_diffrn_reflns_theta_min         3.56
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9910
_diffrn_measured_fraction_theta_max 0.9762
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -13.00  72.00   0.50    0.36    --    0.00  57.00  60.00  170
  2  ω     43.00  69.00   0.50    0.36    --    0.00  20.00  13.00   52
  3  ω     -4.00  61.00   0.50    0.36    --    0.00  19.00-120.00  130
  4  ω     86.00 163.00   0.50    1.44    --   98.25  57.00   0.00  154
  5  ω    123.00 168.00   0.50    1.44    --   98.25  38.00  30.00   90
  6  ω    100.00 132.00   0.50    1.44    --   98.25  20.00  13.00   64
  7  ω     91.00 168.00   0.50    1.44    --   98.25  19.00 -60.00  154
  8  ω     44.00 104.00   0.50    1.44    --   98.25 -99.00-150.00  120
  9  ω     31.00  59.00   0.50    1.44    --   98.25 -99.00 -30.00   56
 10  ω     73.00 106.00   0.50    1.44    --   98.25 -99.00 -90.00   66
 11  ω     73.00 106.00   0.50    1.44    --   98.25 -99.00 -30.00   66
 12  ω     79.00 109.00   0.50    1.44    --   98.25-125.00 120.00   60
 13  ω     34.00 111.00   0.50    1.44    --   98.25-125.00 150.00  154
 14  ω     30.00  79.00   0.50    1.44    --   98.25 -99.00 150.00   98
 15  ω     72.00  98.00   0.50    1.44    --   98.25 -77.00 -30.00   52
 16  ω     27.00  62.00   0.50    1.44    --   98.25 -57.00  60.00   70
 17  ω     36.00  61.00   0.50    1.44    --   98.25 -57.00  30.00   50
 18  ω     33.00  60.00   0.50    1.44    --   98.25 -77.00 -30.00   54
 19  ω     27.00  57.00   0.50    1.44    --   98.25 -57.00 -30.00   60
 20  ω     51.00  98.00   0.50    1.44    --   98.25 -77.00-150.00   94
 21  ω    -38.00  -5.00   0.50    0.36    --    0.00 -20.00-153.00   66
 22  ω    -19.00   8.00   0.50    0.36    --    0.00 -38.00-180.00   54
 23  ω    -68.00 -39.00   0.50    0.36    --    0.00 -57.00 120.00   58
 24  ω    -31.00  -4.00   0.50    0.36    --    0.00 -57.00 120.00   54
 25  ω    -44.00 -19.00   0.50    1.44    --  -90.00  38.00  90.00   50
 26  ω    -65.00 -27.00   0.50    1.44    --  -90.00  57.00  90.00   76
 27  ω    -44.00 -18.00   0.50    1.44    --  -90.00  38.00  30.00   52
 28  ω    -44.00 -19.00   0.50    1.44    --  -90.00  38.00 -30.00   50
 29  ω    -47.00 -21.00   0.50    1.44    --  -90.00  77.00 -90.00   52
 30  ω    -44.00 -19.00   0.50    1.44    --  -90.00  38.00   0.00   50
 31  ω    -96.00 -68.00   0.50    1.44    --  -90.00  77.00 -90.00   56
 32  ω    -44.00 -19.00   0.50    1.44    --  -90.00  38.00-150.00   50
 33  ω    -63.00 -18.00   0.50    1.44    --  -90.00  57.00-150.00   90
 34  ω   -162.00 -83.00   0.50    1.44    --  -90.00 -20.00-153.00  158
 35  ω   -159.00 -90.00   0.50    1.44    --  -90.00 -99.00 -90.00  138
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0602729000
_diffrn_orient_matrix_UB_12      -0.1328027000
_diffrn_orient_matrix_UB_13      0.0057924000
_diffrn_orient_matrix_UB_21      -0.2096995000
_diffrn_orient_matrix_UB_22      0.0333361000
_diffrn_orient_matrix_UB_23      -0.0151476000
_diffrn_orient_matrix_UB_31      0.0472924000
_diffrn_orient_matrix_UB_32      -0.0212292000
_diffrn_orient_matrix_UB_33      -0.0598674000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.949
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              30
_reflns_limit_l_min              -30
_reflns_number_gt                3688
_reflns_number_total             3712
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-alpha (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.1190
_refine_diff_density_min         -0.0825
_refine_diff_density_rms         0.0194
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.02(4)
_refine_ls_d_res_high            0.8032
_refine_ls_d_res_low             12.4157
_refine_ls_extinction_coef       0.0011
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.1437
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     683
_refine_ls_number_reflns         3712
_refine_ls_number_restraints     600
_refine_ls_R_factor_all          0.0171
_refine_ls_R_factor_gt           0.0170
_refine_ls_restrained_S_all      1.0449
_refine_ls_shift/su_max          -0.0009
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0249P)²+0.0719P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0433
_refine_ls_wR_factor_ref         0.0434
_refine_special_details          
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         PBE
   BASIS SET:      def2-SVP
   CHARGE:         0
   MULTIPLICITY:   1
   SOLVATION:      Ethanol
   DATE:           2022-09-09_11-17-57
;
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(H17b) \\sim Ueq, Uanis(H17a) \\sim Ueq, Uanis(H17c) \\sim Ueq: with sigma
of 0.002 and sigma for terminal atoms of 0.004
2. Rigid body (RIGU) restrains
 H1, O1
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 O3, C16, O4, C4, C17, C15, C5, C3
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.004
 C4, C16, O4, O3, C17
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.004
 O3, O4, C2, C14, C7, C6, C15, C16, C5, C17, C9, C1, C3, C4, C8
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.0004
 O4, C16, O3, C17, C4
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.0004
 C12, C13, C11, C18, C19, C20, H12, H13a, H13b, H11a, H11b, H18, H19a, H19b,
 H19c, H20a, H20b, H20c, C10, H10a, H10b, C8, H8, C1, C21
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C4, C15, C3, C5, C6, C7, C2, C16
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.004
 C8, H8
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 H14a, H14b, H14c, C14
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C7, H14a, H7a, H7b
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C6, H6a, H6b
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C15, H15a, H15b, H15c
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C5, H5a, H5b
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C17, H17a, H17b, H17c
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
;
_atom_sites_solution_primary     dual
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O 0.33681(7) 0.66521(4) 0.645806(18) 0.01339(10) Uani 1.000000 . U
O2 O 0.97512(7) 0.69063(5) 0.585986(19) 0.01893(11) Uani 1.000000 . .
O3 O 0.8686(3) 0.91073(14) 0.79200(7) 0.0305(4) Uani 1.000000 . U
O4 O 0.5621(2) 0.86865(14) 0.81434(6) 0.0322(4) Uani 1.000000 . U
C21 C 0.81905(9) 0.64082(6) 0.59210(2) 0.01249(13) Uani 1.000000 . U
C2 C 0.49769(9) 0.86226(6) 0.63632(2) 0.01217(12) Uani 1.000000 . U
C12 C 0.55381(10) 0.49377(6) 0.55714(3) 0.01349(14) Uani 1.000000 . U
C3 C 0.59475(10) 0.84414(6) 0.69187(3) 0.01269(13) Uani 1.000000 . U
C8 C 0.68237(9) 0.67329(6) 0.63743(2) 0.01106(12) Uani 1.000000 . U
C9 C 0.76699(10) 0.76218(6) 0.67915(3) 0.01363(13) Uani 1.000000 . U
C10 C 0.44834(10) 0.71596(6) 0.55608(2) 0.01343(13) Uani 1.000000 . U
C13 C 0.76243(10) 0.53999(6) 0.55356(3) 0.01435(14) Uani 1.000000 . U
C11 C 0.40997(10) 0.58757(6) 0.53645(3) 0.01597(14) Uani 1.000000 . U
C1 C 0.48431(9) 0.72842(6) 0.61686(2) 0.01065(12) Uani 1.000000 . U
C14 C 0.62267(10) 0.93429(6) 0.59630(3) 0.01533(14) Uani 1.000000 . U
C7 C 0.30237(10) 0.92471(6) 0.64467(3) 0.01754(14) Uani 1.000000 . U
C4 C 0.6238(3) 0.95824(17) 0.72728(9) 0.0184(2) Uani 1.000000 . U
C18 C 0.52581(11) 0.37194(6) 0.52825(3) 0.01664(14) Uani 1.000000 . U
C6 C 0.32905(11) 1.04243(6) 0.67610(3) 0.02082(15) Uani 1.000000 . U
C15 C 0.77869(11) 1.04795(7) 0.70850(3) 0.02090(16) Uani 1.000000 . U
C16 C 0.6798(5) 0.9098(2) 0.78315(13) 0.0228(4) Uani 1.000000 . U
C19 C 0.59944(12) 0.37080(7) 0.46992(3) 0.02105(15) Uani 1.000000 . U
C20 C 0.61602(12) 0.26908(7) 0.56040(3) 0.02275(16) Uani 1.000000 . U
C5 C 0.4230(3) 1.02095(19) 0.73102(9) 0.0210(3) Uani 1.000000 . U
C17 C 0.9290(5) 0.8640(3) 0.84268(12) 0.0444(6) Uani 1.000000 . U
H12 H 0.5202(12) 0.4776(8) 0.5994(3) 0.0212(15) Uani 1.000000 . U
H3 H 0.4915(13) 0.7881(7) 0.7152(3) 0.022(2) Uani 1.000000 . .
H8 H 0.6453(12) 0.5878(7) 0.6576(3) 0.0121(15) Uani 1.000000 . U
H9a H 0.8884(14) 0.8114(8) 0.6611(3) 0.025(2) Uani 1.000000 . .
H9b H 0.8222(14) 0.7133(8) 0.7153(3) 0.024(2) Uani 1.000000 . .
H10a H 0.5669(12) 0.7541(8) 0.5326(3) 0.0183(15) Uani 1.000000 . U
H10b H 0.3193(13) 0.7714(8) 0.5460(3) 0.0191(15) Uani 1.000000 . U
H13a H 0.7950(13) 0.5708(8) 0.5130(3) 0.0215(16) Uani 1.000000 . U
H13b H 0.8685(13) 0.4688(8) 0.5636(3) 0.0212(16) Uani 1.000000 . U
H11a H 0.4136(14) 0.5890(8) 0.4922(3) 0.0218(16) Uani 1.000000 . U
H11b H 0.2612(14) 0.5585(9) 0.5504(4) 0.0263(17) Uani 1.000000 . U
H14a H 0.6564(15) 1.0245(8) 0.6110(3) 0.0269(19) Uani 1.000000 . U
H14b H 0.7579(13) 0.8936(8) 0.5880(3) 0.0230(17) Uani 1.000000 . U
H14c H 0.5496(14) 0.9418(9) 0.5582(3) 0.0282(19) Uani 1.000000 . U
H7a H 0.2316(14) 0.9417(9) 0.6064(4) 0.029(2) Uani 1.000000 . U
H7b H 0.2075(14) 0.8685(8) 0.6672(4) 0.029(2) Uani 1.000000 . U
H18 H 0.3682(13) 0.3556(8) 0.5268(3) 0.0221(15) Uani 1.000000 . U
H6a H 0.4191(15) 1.1055(9) 0.6517(4) 0.033(2) Uani 1.000000 . U
H6b H 0.1870(15) 1.0852(9) 0.6838(5) 0.037(3) Uani 1.000000 . U
H15a H 0.9092(15) 1.0065(10) 0.6928(4) 0.034(2) Uani 1.000000 . U
H15b H 0.7246(14) 1.1049(8) 0.6776(4) 0.0252(18) Uani 1.000000 . U
H15c H 0.8115(15) 1.1060(9) 0.7420(4) 0.031(2) Uani 1.000000 . U
H19a H 0.5299(15) 0.4379(9) 0.4448(4) 0.0304(18) Uani 1.000000 . U
H19b H 0.7610(15) 0.3844(9) 0.4689(4) 0.0277(17) Uani 1.000000 . U
H19c H 0.5731(15) 0.2831(9) 0.4510(4) 0.0321(18) Uani 1.000000 . U
H20a H 0.7776(15) 0.2788(8) 0.5628(4) 0.0294(17) Uani 1.000000 . U
H20b H 0.5576(14) 0.2661(9) 0.6019(4) 0.0296(18) Uani 1.000000 . U
H20c H 0.5958(15) 0.1814(8) 0.5400(4) 0.0286(18) Uani 1.000000 . U
H5a H 0.3312(17) 0.9625(9) 0.7564(4) 0.033(3) Uani 1.000000 . U
H5b H 0.4492(16) 1.1075(10) 0.7534(4) 0.033(3) Uani 1.000000 . U
H17a H 0.877(2) 0.7753(13) 0.8511(6) 0.060(2) Uani 1.000000 . U
H17b H 1.073(2) 0.8727(11) 0.8408(5) 0.046(2) Uani 1.000000 . U
H17c H 0.854(2) 0.9134(13) 0.8737(5) 0.054(2) Uani 1.000000 . U
H1 H 0.2159(17) 0.6824(10) 0.6288(5) 0.032(3) Uani 1.000000 . U

loop_
_atom_site_anharm_GC_C_label
_atom_site_anharm_GC_C_111
_atom_site_anharm_GC_C_112
_atom_site_anharm_GC_C_113
_atom_site_anharm_GC_C_122
_atom_site_anharm_GC_C_123
_atom_site_anharm_GC_C_133
_atom_site_anharm_GC_C_222
_atom_site_anharm_GC_C_223
_atom_site_anharm_GC_C_233
_atom_site_anharm_GC_C_333
O3 0.0000037(19) -0.0000021(6) 0.0000003(3) -0.0000006(3) 0.00000030(11)
0.00000005(8) -0.0000002(3) -0.00000009(8) 0.00000006(4) 0.00000010(4)
O4 -0.0000074(17) -0.0000009(5) 0.0000004(2) -0.0000003(3) -0.00000005(10)
0.00000024(7) 0.0000009(3) -0.00000035(8) 0.00000018(5) -0.00000013(4)
C4 -0.000001(3) 0.0000017(7) -0.0000005(4) 0.0000001(3) -0.00000006(12)
-0.00000004(9) 0.0000002(3) 0.00000005(9) -0.00000005(4) 0.00000011(4)
C16 0.000012(3) 0.0000029(7) -0.0000008(4) 0.0000000(3) 0.00000017(12)
0.00000002(9) 0.0000005(3) 0.00000019(9) -0.00000014(5) 0.00000023(5)
C5 -0.0000049(17) 0.0000001(7) -0.0000001(3) -0.0000006(5) 0.00000005(13)
-0.00000017(9) 0.0000002(6) -0.00000001(13) 0.00000005(6) -0.00000001(5)
C17 -0.0000038(13) -0.0000049(6) -0.0000020(3) 0.0000013(4) 0.00000058(11)
-0.00000014(8) -0.0000016(6) -0.00000008(12) -0.00000025(5) -0.00000000(4)

loop_
_atom_site_anharm_GC_D_label
_atom_site_anharm_GC_D_1111
_atom_site_anharm_GC_D_1112
_atom_site_anharm_GC_D_1113
_atom_site_anharm_GC_D_1122
_atom_site_anharm_GC_D_1123
_atom_site_anharm_GC_D_1133
_atom_site_anharm_GC_D_1222
_atom_site_anharm_GC_D_1223
_atom_site_anharm_GC_D_1233
_atom_site_anharm_GC_D_1333
_atom_site_anharm_GC_D_2222
_atom_site_anharm_GC_D_2223
_atom_site_anharm_GC_D_2233
_atom_site_anharm_GC_D_2333
_atom_site_anharm_GC_D_3333
O3 -0.00000132(14) -0.00000011(5) 0.00000006(3) -0.00000002(3) -0.000000021(9)
0.000000026(6) -0.000000031(19) 0.000000003(6) -0.000000006(2) 0.0000000154(18)
-0.00000004(2) 0.000000020(5) -0.000000001(2) 0.0000000064(10) 0.0000000037(10)
O4 -0.00000201(15) 0.00000000(5) 0.00000003(2) -0.00000007(3) -0.000000003(9)
-0.000000004(6) 0.000000069(18) -0.000000012(5) 0.000000016(3)
-0.0000000131(17) -0.00000003(2) 0.000000006(5) 0.000000005(2)
-0.0000000007(11) 0.0000000052(8)
C4 0.00000003(17) -0.00000001(6) -0.00000001(4) 0.00000000(3) 0.000000010(11)
-0.000000003(8) 0.000000021(17) -0.000000005(6) 0.000000001(3) -0.000000001(2)
-0.000000012(17) -0.000000002(5) 0.0000000054(18) -0.0000000036(11)
0.0000000038(8)
C16 -0.00000083(17) 0.00000006(6) 0.00000014(3) -0.00000005(3) 0.000000029(12)
-0.000000013(9) 0.000000016(17) -0.000000011(6) 0.000000019(3) -0.000000018(3)
-0.00000008(2) 0.000000000(4) 0.000000004(2) -0.0000000051(12) 0.0000000058(10)
C5 -0.00000034(16) -0.00000002(6) -0.00000009(3) -0.00000004(4) 0.000000005(11)
0.000000011(7) -0.00000002(3) -0.000000015(7) -0.000000009(3) -0.000000004(2)
-0.00000006(4) 0.000000018(8) 0.000000002(3) 0.0000000011(14) 0.0000000035(11)
C17 -0.00000283(14) -0.00000006(5) 0.00000018(3) -0.00000027(3)
-0.000000052(10) -0.000000014(6) -0.00000003(2) 0.000000031(6) 0.000000006(3)
0.0000000298(17) 0.00000044(4) 0.000000080(7) 0.000000010(3) 0.0000000133(12)
0.0000000039(10)


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.4307(7) . ?
O1 H1 0.955(11) . y
O2 C21 1.2206(8) . ?
O3 C16 1.321(3) . ?
O3 C17 1.424(3) . ?
O4 C16 1.212(3) . ?
C21 C8 1.5124(9) . ?
C21 C13 1.5250(9) . ?
C2 C3 1.5465(9) . ?
C2 C1 1.5674(8) . ?
C2 C14 1.5405(9) . ?
C2 C7 1.5304(9) . ?
C12 C13 1.5314(9) . ?
C12 C11 1.5288(9) . ?
C12 C18 1.5450(9) . ?
C12 H12 1.091(8) . y
C3 C9 1.5308(9) . ?
C3 C4 1.557(2) . ?
C3 H3 1.109(9) . y
C8 C9 1.5464(9) . ?
C8 C1 1.5828(8) . ?
C8 H8 1.104(8) . y
C9 H9a 1.097(9) . y
C9 H9b 1.116(8) . y
C10 C11 1.5316(9) . ?
C10 C1 1.5359(8) . ?
C10 H10a 1.090(8) . y
C10 H10b 1.111(9) . y
C13 H13a 1.087(9) . y
C13 H13b 1.107(9) . y
C11 H11a 1.099(8) . y
C11 H11b 1.131(9) . y
C14 H14a 1.093(9) . y
C14 H14b 1.057(9) . y
C14 H14c 1.075(9) . y
C7 C6 1.5352(10) . ?
C7 H7a 1.085(9) . y
C7 H7b 1.063(9) . y
C4 C15 1.535(2) . ?
C4 C16 1.538(3) . ?
C4 C5 1.554(3) . ?
C18 C19 1.5350(9) . ?
C18 C20 1.5274(10) . ?
C18 H18 1.104(9) . y
C6 C5 1.529(2) . ?
C6 H6a 1.116(9) . y
C6 H6b 1.106(10) . y
C15 H15a 1.084(10) . y
C15 H15b 1.063(9) . y
C15 H15c 1.076(9) . y
C19 H19a 1.085(10) . y
C19 H19b 1.125(10) . y
C19 H19c 1.098(10) . y
C20 H20a 1.122(10) . y
C20 H20b 1.107(9) . y
C20 H20c 1.108(9) . y
C5 H5a 1.105(10) . y
C5 H5b 1.126(10) . y
C17 H17a 1.070(13) . y
C17 H17b 1.000(14) . y
C17 H17c 1.079(14) . y

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
H1 O1 C1 107.5(7) . . y
C17 O3 C16 115.7(2) . . ?
C8 C21 O2 122.32(6) . . ?
C13 C21 O2 118.80(6) . . ?
C13 C21 C8 118.86(5) . . ?
C1 C2 C3 100.18(5) . . ?
C14 C2 C3 113.61(5) . . ?
C14 C2 C1 109.13(5) . . ?
C7 C2 C3 108.66(5) . . ?
C7 C2 C1 114.87(5) . . ?
C7 C2 C14 110.16(5) . . ?
C11 C12 C13 111.23(5) . . ?
C18 C12 C13 112.64(6) . . ?
C18 C12 C11 111.16(5) . . ?
H12 C12 C13 108.1(5) . . y
H12 C12 C11 107.3(5) . . y
H12 C12 C18 106.0(4) . . y
C9 C3 C2 103.29(5) . . ?
C4 C3 C2 116.96(10) . . ?
C4 C3 C9 120.12(10) . . ?
H3 C3 C2 105.0(4) . . y
H3 C3 C9 105.8(5) . . y
H3 C3 C4 104.2(4) . . y
C9 C8 C21 114.56(5) . . ?
C1 C8 C21 113.01(5) . . ?
C1 C8 C9 107.14(5) . . ?
H8 C8 C21 106.1(4) . . y
H8 C8 C9 109.5(4) . . y
H8 C8 C1 106.2(4) . . y
C8 C9 C3 103.03(5) . . ?
H9a C9 C3 112.4(5) . . y
H9a C9 C8 109.4(4) . . y
H9b C9 C3 112.9(5) . . y
H9b C9 C8 110.8(4) . . y
H9b C9 H9a 108.1(7) . . y
C1 C10 C11 115.13(5) . . ?
H10a C10 C11 108.8(5) . . y
H10a C10 C1 111.6(4) . . y
H10b C10 C11 107.8(5) . . y
H10b C10 C1 107.5(4) . . y
H10b C10 H10a 105.4(6) . . y
C12 C13 C21 116.83(5) . . ?
H13a C13 C21 107.3(5) . . y
H13a C13 C12 110.7(5) . . y
H13b C13 C21 102.4(5) . . y
H13b C13 C12 111.7(5) . . y
H13b C13 H13a 107.3(7) . . y
C10 C11 C12 114.63(5) . . ?
H11a C11 C12 109.3(5) . . y
H11a C11 C10 107.5(5) . . y
H11b C11 C12 107.0(5) . . y
H11b C11 C10 109.0(5) . . y
H11b C11 H11a 109.3(7) . . y
C2 C1 O1 110.70(5) . . ?
C8 C1 O1 105.19(5) . . ?
C8 C1 C2 102.56(5) . . ?
C10 C1 O1 109.53(5) . . ?
C10 C1 C2 113.46(5) . . ?
C10 C1 C8 114.94(5) . . ?
H14a C14 C2 112.4(5) . . y
H14b C14 C2 113.4(5) . . y
H14b C14 H14a 105.7(7) . . y
H14c C14 C2 110.2(5) . . y
H14c C14 H14a 108.8(7) . . y
H14c C14 H14b 106.0(7) . . y
C6 C7 C2 110.49(6) . . ?
H7a C7 C2 110.9(5) . . y
H7a C7 C6 110.5(5) . . y
H7b C7 C2 110.3(5) . . y
H7b C7 C6 107.9(5) . . y
H7b C7 H7a 106.6(7) . . y
C15 C4 C3 116.60(14) . . ?
C16 C4 C3 104.85(15) . . ?
C16 C4 C15 109.08(19) . . ?
C5 C4 C3 106.54(16) . . ?
C5 C4 C15 110.34(15) . . ?
C5 C4 C16 109.1(2) . . ?
C19 C18 C12 113.83(6) . . ?
C20 C18 C12 111.28(6) . . ?
C20 C18 C19 110.61(6) . . ?
H18 C18 C12 106.5(5) . . y
H18 C18 C19 107.1(4) . . y
H18 C18 C20 107.2(5) . . y
C5 C6 C7 111.79(10) . . ?
H6a C6 C7 109.1(5) . . y
H6a C6 C5 110.2(6) . . y
H6b C6 C7 110.4(6) . . y
H6b C6 C5 106.8(6) . . y
H6b C6 H6a 108.5(7) . . y
H15a C15 C4 114.3(6) . . y
H15b C15 C4 111.2(5) . . y
H15b C15 H15a 106.6(7) . . y
H15c C15 C4 107.6(5) . . y
H15c C15 H15a 111.0(8) . . y
H15c C15 H15b 105.9(7) . . y
O4 C16 O3 123.9(3) . . ?
C4 C16 O3 113.3(3) . . ?
C4 C16 O4 122.7(3) . . ?
H19a C19 C18 113.0(5) . . y
H19b C19 C18 110.4(5) . . y
H19b C19 H19a 109.4(7) . . y
H19c C19 C18 110.9(5) . . y
H19c C19 H19a 106.9(7) . . y
H19c C19 H19b 105.9(7) . . y
H20a C20 C18 111.1(5) . . y
H20b C20 C18 111.1(5) . . y
H20b C20 H20a 108.5(7) . . y
H20c C20 C18 111.6(5) . . y
H20c C20 H20a 103.5(7) . . y
H20c C20 H20b 110.7(7) . . y
C6 C5 C4 113.28(17) . . ?
H5a C5 C4 106.3(6) . . y
H5a C5 C6 110.9(6) . . y
H5b C5 C4 105.7(6) . . y
H5b C5 C6 112.0(6) . . y
H5b C5 H5a 108.2(8) . . y
H17a C17 O3 114.3(9) . . y
H17b C17 O3 102.3(8) . . y
H17b C17 H17a 115.6(12) . . y
H17c C17 O3 107.7(8) . . y
H17c C17 H17a 99.7(11) . . y
H17c C17 H17b 117.6(12) . . y

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O2 0.955(11) 1.975(11) 2.9185(7) 169.5(10) 1_455

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
O1 C1 C2 C3 73.18(5) . . . . ?
O1 C1 C2 C14 -167.27(5) . . . . ?
O1 C1 C2 C7 -43.02(6) . . . . ?
O1 C1 C8 C21 132.31(5) . . . . ?
O1 C1 C8 C9 -100.56(5) . . . . ?
O1 C1 C10 C11 -48.70(6) . . . . ?
O2 C21 C8 C9 -7.41(7) . . . . ?
O2 C21 C8 C1 115.70(6) . . . . ?
O2 C21 C13 C12 -170.71(6) . . . . ?
O3 C16 C4 C3 98.2(2) . . . . ?
O3 C16 C4 C15 -27.4(2) . . . . ?
O3 C16 C4 C5 -148.02(19) . . . . ?
O4 C16 C4 C3 -77.8(2) . . . . ?
O4 C16 C4 C15 156.6(2) . . . . ?
O4 C16 C4 C5 36.0(3) . . . . ?
C21 C8 C9 C3 140.76(6) . . . . ?
C21 C8 C1 C2 -111.85(5) . . . . ?
C21 C8 C1 C10 11.75(6) . . . . ?
C21 C13 C12 C11 69.76(6) . . . . ?
C21 C13 C12 C18 -164.68(6) . . . . ?
C2 C3 C9 C8 -39.68(5) . . . . ?
C2 C3 C4 C15 -71.19(8) . . . . ?
C2 C3 C4 C16 168.08(18) . . . . ?
C2 C3 C4 C5 52.46(11) . . . . ?
C2 C1 C8 C9 15.28(5) . . . . ?
C2 C1 C10 C11 -172.96(5) . . . . ?
C2 C7 C6 C5 -58.55(11) . . . . ?
C12 C11 C10 C1 -48.01(6) . . . . ?
C3 C9 C8 C1 14.54(6) . . . . ?
C3 C4 C5 C6 -51.87(14) . . . . ?
C8 C1 C10 C11 69.45(6) . . . . ?
C7 C6 C5 C4 57.94(10) . . . . ?


_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a loop with paratone'
_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 1.520
_oxdiff_exptl_absorpt_empirical_full_min 0.644
loop_
_restr_RIGU_atom_site_label_1
_restr_RIGU_atom_site_label_2
_restr_RIGU_target_weight_param
_restr_RIGU_U13_diff
_restr_RIGU_U23_diff
_restr_RIGU_U33_diff
O1 H1 0.002000 0.000545 -0.001306 -0.001026
O3 O4 0.000400 0.004910 0.003152 -0.001158
O3 O4 0.000400 0.004910 0.003152 -0.001158
O3 O4 0.004000 0.004910 0.003152 -0.001158
O3 O4 0.004000 0.004910 0.003152 -0.001158
O3 C4 0.004000 -0.001351 0.003523 0.004510
O3 C4 0.004000 -0.001351 0.003523 0.004510
O3 C4 0.000400 -0.001351 0.003523 0.004510
O3 C4 0.000400 -0.001351 0.003523 0.004510
O3 C16 0.000200 -0.000011 0.000260 -0.000112
O3 C16 0.000200 -0.000011 0.000260 -0.000112
O3 C16 0.000200 -0.000011 0.000260 -0.000112
O3 C16 0.000200 -0.000011 0.000260 -0.000112
O3 C17 0.000200 0.000177 0.000176 0.000022
O3 C17 0.000200 0.000177 0.000176 0.000022
O3 C17 0.000200 0.000177 0.000176 0.000022
O3 C17 0.000200 0.000177 0.000176 0.000022
O4 C4 0.004000 -0.000028 -0.001915 0.004136
O4 C4 0.004000 -0.000028 -0.001915 0.004136
O4 C4 0.000400 -0.000028 -0.001915 0.004136
O4 C4 0.000400 -0.000028 -0.001915 0.004136
O4 C16 0.000200 0.000050 -0.000096 -0.000038
O4 C16 0.000200 0.000050 -0.000096 -0.000038
O4 C16 0.000200 0.000050 -0.000096 -0.000038
O4 C16 0.000200 0.000050 -0.000096 -0.000038
C21 C12 0.002000 0.001702 0.000200 -0.000312
C21 C8 0.002000 0.001284 0.000907 0.000595
C21 C13 0.002000 0.000824 0.000256 -0.000582
C21 C1 0.002000 -0.000472 0.000525 -0.000098
C21 H8 0.002000 0.003144 -0.000224 -0.000078
C21 H13a 0.002000 -0.002605 -0.004322 -0.005948
C21 H13b 0.002000 0.001531 0.002968 -0.007882
C2 C3 0.000200 -0.000551 0.000084 -0.000169
C2 C3 0.000200 -0.000551 0.000084 -0.000169
C2 C8 0.000400 0.001834 0.001205 0.000124
C2 C9 0.000400 -0.002950 0.001557 -0.000025
C2 C1 0.000200 -0.000515 -0.000217 -0.000302
C2 C14 0.000200 -0.000833 0.000380 -0.000360
C2 C7 0.000200 -0.000435 0.000077 0.000056
C2 C7 0.000200 -0.000435 0.000077 0.000056
C2 C4 0.004000 -0.003908 0.003158 -0.003084
C2 C4 0.000400 -0.003908 0.003158 -0.003084
C2 C6 0.000400 -0.000717 0.000635 -0.002358
C2 C6 0.004000 -0.000717 0.000635 -0.002358
C12 C10 0.002000 -0.002234 0.002074 0.000874
C12 C13 0.002000 0.000735 0.000296 -0.000449
C12 C11 0.002000 0.000099 0.001571 -0.000480
C12 C18 0.002000 0.001082 0.001146 0.000266
C12 C19 0.002000 0.000580 0.000160 -0.001033
C12 C20 0.002000 -0.001355 0.000271 -0.000053
C12 H12 0.002000 -0.000564 -0.000078 -0.001916
C12 H13a 0.002000 0.001421 0.002783 -0.004387
C12 H13b 0.002000 0.001963 -0.001705 -0.002602
C12 H11a 0.002000 0.001673 0.001599 -0.004730
C12 H11b 0.002000 0.002438 0.001378 -0.006719
C12 H18 0.002000 0.001639 0.000899 -0.003932
C3 C8 0.000400 0.000322 -0.001305 0.001121
C3 C9 0.000200 0.000398 -0.000788 -0.000287
C3 C1 0.000400 -0.001418 -0.000794 0.001713
C3 C14 0.000400 -0.000028 -0.001113 -0.000853
C3 C7 0.004000 -0.005821 0.003540 -0.002976
C3 C7 0.000400 -0.005821 0.003540 -0.002976
C3 C4 0.000200 -0.000155 0.000000 0.000141
C3 C4 0.000200 -0.000155 0.000000 0.000141
C3 C4 0.000200 -0.000155 0.000000 0.000141
C3 C15 0.004000 0.001029 -0.001712 -0.002900
C3 C15 0.004000 0.001029 -0.001712 -0.002900
C3 C15 0.000400 0.001029 -0.001712 -0.002900
C3 C16 0.000400 -0.004461 0.003508 -0.003883
C3 C16 0.004000 -0.004461 0.003508 -0.003883
C3 C16 0.004000 -0.004461 0.003508 -0.003883
C3 C5 0.004000 0.000083 0.002959 -0.004053
C3 C5 0.000400 0.000083 0.002959 -0.004053
C3 C5 0.004000 0.000083 0.002959 -0.004053
C8 C9 0.000200 0.000115 -0.000194 0.000159
C8 C10 0.002000 0.000450 -0.001044 0.000416
C8 C13 0.002000 0.000764 -0.000029 -0.002055
C8 C1 0.000200 -0.000446 0.000213 0.000026
C8 C1 0.002000 -0.000446 0.000213 0.000026
C8 H8 0.002000 0.000199 -0.000612 0.000328
C8 H8 0.002000 0.000199 -0.000612 0.000328
C9 C1 0.000400 -0.001861 0.000559 0.000718
C9 C4 0.000400 0.002546 0.001472 -0.001049
C10 C11 0.002000 -0.001666 -0.002067 0.000687
C10 C1 0.002000 -0.001442 -0.000501 -0.000658
C10 H10a 0.002000 0.000368 0.000892 -0.001296
C10 H10b 0.002000 -0.000127 -0.000472 -0.001759
C10 H11a 0.002000 -0.000480 0.000354 -0.002958
C10 H11b 0.002000 -0.004764 0.001110 -0.007733
C13 C11 0.002000 0.000413 -0.004148 -0.000749
C13 C18 0.002000 0.002938 0.000273 -0.000432
C13 H12 0.002000 0.001267 0.003798 -0.004128
C13 H13a 0.002000 0.001093 0.000985 -0.001037
C13 H13b 0.002000 -0.000723 0.001476 -0.001753
C11 C1 0.002000 -0.001583 -0.000319 0.000361
C11 C18 0.002000 -0.003058 0.000435 0.000968
C11 H12 0.002000 -0.006241 -0.002609 -0.004772
C11 H10a 0.002000 0.002615 0.004735 -0.003386
C11 H10b 0.002000 -0.002747 0.005248 -0.001274
C11 H11a 0.002000 -0.000568 -0.000152 -0.001966
C11 H11b 0.002000 -0.000738 -0.000322 -0.001630
C1 C14 0.000400 0.000379 0.001549 -0.001742
C1 C7 0.000400 -0.000900 0.000302 -0.000947
C1 H8 0.002000 -0.000671 0.000270 -0.000929
C1 H10a 0.002000 -0.000375 0.002232 -0.002904
C1 H10b 0.002000 -0.003692 0.001158 -0.004872
C14 C7 0.000400 -0.006031 -0.003120 -0.000231
C14 H14a 0.002000 -0.000245 -0.001857 -0.006382
C14 H14b 0.002000 -0.000683 0.000070 -0.005082
C14 H14c 0.002000 0.000678 -0.000208 -0.002423
C7 C6 0.000200 -0.000530 0.000125 0.000243
C7 C6 0.000200 -0.000530 0.000125 0.000243
C7 C5 0.000400 -0.002752 0.003245 -0.002118
C7 C5 0.004000 -0.002752 0.003245 -0.002118
C7 H7a 0.002000 0.000577 0.000422 -0.001313
C7 H7b 0.002000 0.002288 0.000025 -0.003071
C4 C6 0.000400 -0.006808 0.002343 -0.000761
C4 C6 0.004000 -0.006808 0.002343 -0.000761
C4 C15 0.000200 -0.000106 -0.000148 0.000130
C4 C15 0.000200 -0.000106 -0.000148 0.000130
C4 C15 0.000200 -0.000106 -0.000148 0.000130
C4 C16 0.000200 -0.000139 0.000005 0.000112
C4 C16 0.000200 -0.000139 0.000005 0.000112
C4 C16 0.000200 -0.000139 0.000005 0.000112
C4 C16 0.000200 -0.000139 0.000005 0.000112
C4 C16 0.000200 -0.000139 0.000005 0.000112
C4 C5 0.000200 -0.000112 -0.000192 0.000089
C4 C5 0.000200 -0.000112 -0.000192 0.000089
C4 C5 0.000200 -0.000112 -0.000192 0.000089
C18 C19 0.002000 0.000596 0.002750 0.000568
C18 C20 0.002000 -0.000978 -0.004739 -0.001404
C18 H12 0.002000 0.004444 -0.006454 -0.004785
C18 H18 0.002000 0.000931 0.000407 -0.001832
C18 H19a 0.002000 -0.000559 0.001423 -0.007040
C18 H19b 0.002000 -0.000355 0.004092 -0.005147
C18 H19c 0.002000 -0.003155 0.002579 -0.004092
C18 H20a 0.002000 0.007436 -0.002252 -0.008842
C18 H20b 0.002000 0.000658 -0.000752 -0.006759
C18 H20c 0.002000 -0.001945 -0.002524 -0.004285
C6 C5 0.000200 -0.000643 -0.000227 0.000111
C6 C5 0.000200 -0.000643 -0.000227 0.000111
C6 H6a 0.002000 0.000569 -0.000405 -0.001145
C6 H6b 0.002000 0.000855 -0.001566 0.000280
C15 C16 0.004000 0.005256 0.002995 -0.002127
C15 C16 0.000400 0.005256 0.002995 -0.002127
C15 C16 0.004000 0.005256 0.002995 -0.002127
C15 C5 0.004000 -0.001342 0.000200 0.002241
C15 C5 0.000400 -0.001342 0.000200 0.002241
C15 C5 0.004000 -0.001342 0.000200 0.002241
C15 H15a 0.002000 0.002335 -0.000210 -0.003716
C15 H15b 0.002000 0.000289 0.002165 -0.004263
C15 H15c 0.002000 0.000127 -0.001367 -0.002427
C16 C5 0.004000 -0.007847 0.005131 0.001504
C16 C5 0.000400 -0.007847 0.005131 0.001504
C16 C5 0.004000 -0.007847 0.005131 0.001504
C16 C17 0.000400 -0.001835 -0.003276 -0.004090
C16 C17 0.000400 -0.001835 -0.003276 -0.004090
C16 C17 0.004000 -0.001835 -0.003276 -0.004090
C16 C17 0.004000 -0.001835 -0.003276 -0.004090
C19 C20 0.002000 0.005189 -0.005822 -0.000072
C19 H18 0.002000 -0.002641 -0.006613 -0.001046
C19 H19a 0.002000 0.001636 0.000946 -0.003513
C19 H19b 0.002000 0.000059 0.001830 -0.003424
C19 H19c 0.002000 -0.000749 -0.001754 -0.004454
C20 H18 0.002000 0.003728 0.009866 0.000941
C20 H20a 0.002000 0.001368 -0.001256 -0.000665
C20 H20b 0.002000 0.000106 0.000939 -0.003774
C20 H20c 0.002000 0.000257 0.000623 -0.002041
C5 H5a 0.002000 -0.001345 0.002079 -0.001487
C5 H5b 0.002000 0.000626 0.000554 -0.001528
C17 H17a 0.002000 0.000103 -0.004266 -0.004068
C17 H17b 0.002000 0.002330 0.003022 -0.001803
C17 H17c 0.002000 -0.005144 0.000179 0.000289
H10a H10b 0.002000 -0.005065 -0.004294 0.000115
H13a H13b 0.002000 0.010196 -0.002374 0.000720
H11a H11b 0.002000 -0.005460 -0.010201 -0.002396
H14a H14b 0.002000 0.006104 -0.005092 -0.000320
H14a H14c 0.002000 -0.006786 -0.008297 -0.000903
H14b H14c 0.002000 0.006089 -0.002850 -0.001727
H7a H7b 0.002000 -0.003344 -0.007247 -0.002244
H6a H6b 0.002000 -0.005345 -0.003169 0.003573
H15a H15b 0.002000 0.005794 -0.004999 0.002431
H15a H15c 0.002000 0.003199 0.006607 0.001042
H15b H15c 0.002000 -0.004238 0.002398 -0.000880
H19a H19b 0.002000 -0.001855 0.006135 -0.000128
H19a H19c 0.002000 -0.005059 -0.008534 0.000152
H19b H19c 0.002000 0.009937 -0.004373 -0.003518
H20a H20b 0.002000 0.002961 0.009140 0.001698
H20a H20c 0.002000 0.003868 -0.002036 -0.000844
H20b H20c 0.002000 0.002887 0.006051 0.001435
H5a H5b 0.002000 -0.003461 -0.004672 -0.000451
H17a H17b 0.002000 0.004262 -0.005105 0.006080
H17a H17c 0.002000 -0.003029 -0.006298 0.001810
H17b H17c 0.002000 0.003514 0.001143 -0.004177

loop_
_restr_U_iso_atom_site_label
_restr_U_iso_weight_param
H17a 0.0040
H17b 0.0040
H17c 0.0040

####################################################################### 
# 
# 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_MER-2022-137-3
_database_code_depnum_ccdc_archive 'CCDC 2326256'
loop_
_audit_author_name
_audit_author_address
'John Bacsa'
;Director, Emory XRay Crystallography Center
United States of America
;
_audit_update_record             
;
2024-01-17 deposited with the CCDC.	2024-05-08 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT089_MER-2022-137-3      
;
PROBLEM: Poor Data / Parameter Ratio (Zmax < 18) ........ 3.74 Note
RESPONSE: 
Note that refinement with Shelx (like its partner MER-2022-173-1) 
does not give this alert and the lower data-to-parameter ratio can be 
attributed to the refinement of thermal motion and the positions of most hydrogen atoms. 
The hydrogen atoms were refined with anisotropic temperature factors 
based on Hirshfeld-partitioned electron densities. 
RIGU restraints were 
employed to maintain physically meaningful ellipsoids while effectively 
reducing the dependence of the harmonic displacement parameters of 
each atom on unique data. The limiting factor here is the Cu wavelength, 
while the restraints have the effect of improving the data-to-parameter 
ratio (by applying these correlated restraints).
;
# end Validation Reply Form
_audit_creation_date             2024-01-17
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.11.24 svn.r209d9fb2 for OlexSys, GUI svn.r6869)
;
_chemical_formula_moiety         'C21 H34 O4'
_chemical_formula_sum            'C21 H34 O4'
_chemical_formula_weight         350.502
_chemical_absolute_configuration ad
_chemical_oxdiff_formula         'C168  H272  O32  '
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01788 0.00908 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.04960 0.03234 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           ' I 2y'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z
3 x+1/2,y+1/2,z+1/2
4 -x+1/2,y+1/2,-z+1/2

_symmetry_Int_Tables_number      5
_cell_length_a                   20.0209(2)
_cell_length_b                   6.9482(1)
_cell_length_c                   29.3036(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.026(1)
_cell_angle_gamma                90
_cell_volume                     3897.74(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    18479
_cell_measurement_temperature    100.02(10)
_cell_measurement_theta_max      72.4140
_cell_measurement_theta_min      3.1370
_exptl_absorpt_coefficient_mu    0.642
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.651
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_description       needle
_exptl_crystal_F_000             1540.902
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.1000
0 0 -1 0.1000
1 0 1 0.1078
1 1 0 0.1482
13 0 -1 0.0950
-13 0 1 0.0950
12 0 -12 0.1111
-9 0 -9 0.0947
8 -3 -11 0.1463
-1 4 5 0.1349
-6 0 -14 0.0860
9 -3 -7 0.1322
-3 -1 19 0.1237
1 -1 17 0.1076
9 0 -17 0.1082
7 -4 -8 0.1466
0 1 -18 0.0938
7 -4 -1 0.1473
-13 1 10 0.1329

_exptl_crystal_recrystallization_method 
'The material was recrystallised from --- by as supplied'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.232
_exptl_crystal_size_min          0.19
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0004 0.0000 1.0003 -0.0051 -0.0533 -0.0127
-0.0004 -0.0000 -1.0003 0.0051 0.0533 0.0127
1.0018 -0.0003 0.9992 0.0694 -0.0822 -0.0234
1.0074 1.0009 -0.0057 0.0853 -0.0813 0.2047
12.5350 -0.0030 -0.5990 0.9354 -0.3303 -0.1263
-12.5350 0.0030 0.5990 -0.9354 0.3303 0.1263
12.0650 0.0048 -11.9092 0.9582 0.2852 0.0238
-9.1401 0.0590 -9.0054 -0.6333 0.7407 0.2240
7.9842 -2.9584 -11.3761 0.6214 0.5300 -0.5769
-1.1018 4.3456 5.0997 -0.0633 -0.4674 0.8818
-5.8936 0.3662 -13.6163 -0.3652 0.8764 0.3141
9.0428 -3.1329 -7.1517 0.6768 0.2836 -0.6793
-2.7567 -0.8143 18.6519 -0.3085 -0.8710 -0.3824
1.0216 -1.2211 17.0166 -0.0233 -0.8718 -0.4893
8.7433 0.4152 -17.0947 0.7418 0.6359 0.2131
6.8271 -3.5893 -8.3832 0.5136 0.4372 -0.7383
0.2734 0.6481 -18.1142 0.1194 0.9228 0.3662
6.5192 -3.8852 -1.3507 0.4518 0.0870 -0.8878
-12.5045 0.6188 9.5959 -0.9727 -0.1820 0.1443

_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.9951
_diffrn_reflns_Laue_measured_fraction_max 0.9449
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            27039
_diffrn_reflns_point_group_measured_fraction_full 0.9682
_diffrn_reflns_point_group_measured_fraction_max 0.9065
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         72.49
_diffrn_reflns_theta_min         3.15
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.02(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9951
_diffrn_measured_fraction_theta_max 0.9449
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -58.00 -19.00   0.50    0.50    --  -91.75  57.00   0.00   78
  2  ω    -63.00 -21.00   0.50    0.50    --  -91.75  57.00 -30.00   84
  3  ω    -64.00 -26.00   0.50    0.50    --  -91.75  57.00 -60.00   76
  4  ω    -44.00 -18.00   0.50    0.50    --  -91.75  38.00 -90.00   52
  5  ω    -65.00 -20.00   0.50    0.50    --  -91.75  57.00 -90.00   90
  6  ω    -20.00  27.00   0.50    0.25    --  -47.44  18.00-174.00   94
  7  ω    -30.00  21.00   0.50    0.25    --  -47.44  19.00 -30.00  102
  8  ω   -103.00 -77.00   0.50    0.50    --  -91.75 -18.00  17.00   52
  9  ω    -94.00 -68.00   0.50    0.50    --  -91.75 -77.00 -60.00   52
 10  ω    -93.00 -68.00   0.50    0.50    --  -91.75 -77.00 -30.00   50
 11  ω    -95.00 -69.00   0.50    0.50    --  -91.75 -77.00   0.00   52
 12  ω   -164.00 -99.00   0.50    0.50    --  -91.75 -77.00 -30.00  130
 13  ω   -146.00-120.00   0.50    0.50    --  -91.75 -77.00 -60.00   52
 14  ω   -143.00-118.00   0.50    0.50    --  -91.75 -74.00-104.29   50
 15  ω   -155.00-119.00   0.50    0.50    --  -91.75 -72.00-143.88   72
 16  ω   -164.00 -68.00   0.50    0.50    --  -91.75 -77.00-120.00  192
 17  ω    -96.00 -70.00   0.50    0.50    --  -91.75 -72.00-143.88   52
 18  ω    -94.00 -69.00   0.50    0.50    --  -91.75 -77.00 -90.00   50
 19  ω    -94.00 -69.00   0.50    0.50    --  -91.75 -74.00-104.29   50
 20  ω   -113.00 -75.00   0.50    0.50    --  -91.75 -67.00-123.88   76
 21  ω    -97.00 -72.00   0.50    0.50    --  -91.75 -66.00-121.93   50
 22  ω    -98.00 -73.00   0.50    0.50    --  -91.75 -64.00-146.34   50
 23  ω   -100.00 -75.00   0.50    0.50    --  -91.75 -64.00 -65.34   50
 24  ω    -97.00 -72.00   0.50    0.50    --  -91.75 -67.00 -38.76   50
 25  ω    -98.00 -73.00   0.50    0.50    --  -91.75 -64.00 -35.53   50
 26  ω    -95.00 -70.00   0.50    0.50    --  -91.75 -71.00 -19.59   50
 27  ω   -103.00 -77.00   0.50    0.50    --  -91.75 -59.00 -63.55   52
 28  ω    -98.00 -73.00   0.50    0.50    --  -91.75 -63.00 -96.52   50
 29  ω   -101.00 -76.00   0.50    0.50    --  -91.75 -58.00 -94.61   50
 30  ω   -101.00 -76.00   0.50    0.50    --  -91.75 -59.00 -68.95   50
 31  ω   -100.00 -75.00   0.50    0.50    --  -91.75 -58.00 -79.70   50
 32  ω   -162.00 -77.00   0.50    0.50    --  -91.75 -58.00 -98.91  170
 33  ω   -164.00-139.00   0.50    0.50    --  -91.75 -59.00 -63.55   50
 34  ω   -148.00-122.00   0.50    0.50    --  -91.75 -59.00 -68.95   52
 35  ω   -164.00-129.00   0.50    0.50    --  -91.75 -67.00 -38.76   70
 36  ω   -147.00 -76.00   0.50    0.50    --  -91.75 -52.00 -30.19  142
 37  ω   -102.00 -77.00   0.50    0.50    --  -91.75 -47.00 -76.92   50
 38  ω   -137.00-111.00   0.50    0.50    --  -91.75 -18.00  17.00   52
 39  ω   -121.00 -36.00   0.50    0.25    --  -47.44 -18.00  17.00  170
 40  ω    -66.00 -24.00   0.50    0.25    --  -47.44 -77.00 -60.00   84
 41  ω    -66.00 -25.00   0.50    0.25    --  -47.44 -77.00 -90.00   82
 42  ω    -54.00 -27.00   0.50    0.25    --  -47.44 -77.00-150.00   54
 43  ω    -69.00 -39.00   0.50    0.25    --  -47.44 -38.00 -60.00   60
 44  ω     31.00  57.00   0.50    0.25    --   47.44  57.00-120.00   52
 45  ω     54.00 103.00   0.50    0.25    --   47.44  18.00-174.00   98
 46  ω     92.00 130.00   0.50    0.50    --   99.41  18.00-174.00   76
 47  ω     29.00  93.00   0.50    0.50    --   99.41 -77.00-180.00  128
 48  ω    -19.00  11.00   0.50    0.25    --   47.44 -19.00-120.00   60
 49  ω     78.00 104.00   0.50    0.50    --   99.41 -99.00 -60.00   52
 50  ω     27.00  65.00   0.50    0.50    --   99.41 -57.00  90.00   76
 51  ω     -7.00  18.00   0.50    0.25    --   47.44 -18.00  17.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0743808000
_diffrn_orient_matrix_UB_12      0.0102851000
_diffrn_orient_matrix_UB_13      -0.0050980000
_diffrn_orient_matrix_UB_21      -0.0289094000
_diffrn_orient_matrix_UB_22      -0.0523950000
_diffrn_orient_matrix_UB_23      -0.0532571000
_diffrn_orient_matrix_UB_31      -0.0106284000
_diffrn_orient_matrix_UB_32      0.2150949000
_diffrn_orient_matrix_UB_33      -0.0126807000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.861
_reflns_limit_h_max              23
_reflns_limit_h_min              -24
_reflns_limit_k_max              8
_reflns_limit_k_min              -7
_reflns_limit_l_max              35
_reflns_limit_l_min              -35
_reflns_number_gt                6841
_reflns_number_total             7025
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-alpha (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.1021
_refine_diff_density_min         -0.1197
_refine_diff_density_rms         0.0252
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.09(6)
_refine_ls_d_res_high            0.8084
_refine_ls_d_res_low             14.0107
_refine_ls_goodness_of_fit_ref   1.0913
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     1063
_refine_ls_number_reflns         7025
_refine_ls_number_restraints     1099
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0250
_refine_ls_restrained_S_all      1.0029
_refine_ls_shift/su_max          -0.0010
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0287P)²+0.1256P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0589
_refine_ls_wR_factor_ref         0.0593
_olex2_refinement_description    
;
1. Rigid body (RIGU) restrains
 O2', O1', C1', H1', C10', C2', C8', C11', H10a, H10b, C3', C7', C14', C9',
 H8', C21', C12', H11a, H11b, C4', H3', C6', H7'a, H7'b, H14a, H14b, H14c, H9'a,
  H9'b, C13', C18', H12', C15', C5', C16', H6'a, H6'b, H13a, H13b, C19', C20',
 H18', H15a, H15b, H15c, H5'a, H5'b, O3', O4', H19a, H19b, H19c, H20a, H20b,
 H20c, C17', H17a, H17b, H17c
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
 C16, O1, C1, H1, C2, C10, C8, C3, C7, C14, C11, H10c, H10d, H8, C9, C21, C4,
 H3, C6, H7a, H7b, H14d, H14e, H14f, C12, H11c, H11d, H9a, H9b, O2, C13, C5,
 C15, H6a, H6b, C18, H12, H13c, H13d, H5a, H5b, H15d, H15e, H15f, O4, O3, C19,
 C20, H18, C17, H19d, H19e, H19f, H20d, H20e, H20f, H17d, H17e, H17f
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
;
_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         PBE
   BASIS SET:      def2-SVP
   CHARGE:         0
   MULTIPLICITY:   1
   SOLVATION:      Ethanol
   DATE:           2022-09-09_15-21-08
;
_atom_sites_solution_primary     dual
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1' O 0.67475(4) 0.98270(11) 0.71079(2) 0.01771(15) Uani 1.000000 . U
O1 O 0.31221(4) 0.01467(11) 0.72677(2) 0.01866(16) Uani 1.000000 . U
O2' O 0.61460(4) 0.34591(12) 0.71367(3) 0.02606(17) Uani 1.000000 . U
O3' O 0.73868(4) 0.74450(13) 0.52813(2) 0.02652(18) Uani 1.000000 . U
O4 O 0.15110(4) 0.25647(13) 0.59436(3) 0.02725(19) Uani 1.000000 . U
O2 O 0.37966(4) 0.64947(12) 0.74478(3) 0.02802(18) Uani 1.000000 . U
O4' O 0.78731(4) 0.73036(12) 0.60704(2) 0.02361(17) Uani 1.000000 . U
O3 O 0.16786(4) 0.31405(14) 0.52391(3) 0.0338(2) Uani 1.000000 . U
C1 C 0.35709(5) 0.17081(15) 0.72333(3) 0.0154(2) Uani 1.000000 . U
C16' C 0.73572(5) 0.73647(16) 0.57348(3) 0.0186(2) Uani 1.000000 . U
C1' C 0.62690(5) 0.82520(15) 0.69700(3) 0.0153(2) Uani 1.000000 . U
C21' C 0.64619(5) 0.48581(16) 0.73454(4) 0.0197(2) Uani 1.000000 . U
C10' C 0.57187(5) 0.84475(16) 0.72371(3) 0.0179(2) Uani 1.000000 . U
C2 C 0.36479(5) 0.18074(15) 0.67136(3) 0.0162(2) Uani 1.000000 . U
C13' C 0.65829(6) 0.51048(17) 0.78767(4) 0.0229(2) Uani 1.000000 . U
C21 C 0.35482(5) 0.51017(16) 0.75934(4) 0.0203(2) Uani 1.000000 . U
C5 C 0.29052(6) 0.07571(18) 0.57019(4) 0.0228(2) Uani 1.000000 . U
C3 C 0.29034(5) 0.25271(16) 0.64453(3) 0.0171(2) Uani 1.000000 . U
C3' C 0.66295(5) 0.75075(16) 0.62882(3) 0.0168(2) Uani 1.000000 . U
C2' C 0.59637(5) 0.81722(15) 0.64101(3) 0.0161(2) Uani 1.000000 . U
C10 C 0.42589(5) 0.14832(16) 0.76344(3) 0.0179(2) Uani 1.000000 . U
C11' C 0.60091(5) 0.84221(16) 0.77848(3) 0.0184(2) Uani 1.000000 . U
C12' C 0.60335(5) 0.63998(16) 0.79976(3) 0.0184(2) Uani 1.000000 . U
C11 C 0.41816(6) 0.14971(17) 0.81427(4) 0.0197(2) Uani 1.000000 . U
C5' C 0.62788(6) 0.93261(17) 0.55142(4) 0.0220(2) Uani 1.000000 . U
C8' C 0.67449(5) 0.64077(16) 0.70881(3) 0.0170(2) Uani 1.000000 . U
C18' C 0.61403(6) 0.63891(17) 0.85423(4) 0.0213(2) Uani 1.000000 . U
C13 C 0.36451(6) 0.48433(18) 0.81207(4) 0.0235(2) Uani 1.000000 . U
C7 C 0.37675(6) -0.01246(17) 0.65005(4) 0.0204(2) Uani 1.000000 . U
C9 C 0.28050(6) 0.42562(16) 0.67419(4) 0.0210(2) Uani 1.000000 . U
C7' C 0.57238(6) 1.01079(16) 0.61696(3) 0.0197(2) Uani 1.000000 . U
C6 C 0.36472(6) 0.00640(18) 0.59578(4) 0.0237(2) Uani 1.000000 . U
C14' C 0.53565(6) 0.67181(17) 0.62713(4) 0.0211(2) Uani 1.000000 . U
C18 C 0.43656(5) 0.35167(18) 0.89123(3) 0.0223(2) Uani 1.000000 . U
C16 C 0.19089(5) 0.27970(16) 0.57122(3) 0.0206(2) Uani 1.000000 . U
C12 C 0.42586(5) 0.35118(16) 0.83666(3) 0.0181(2) Uani 1.000000 . U
C6' C 0.56113(6) 0.99498(18) 0.56291(4) 0.0234(2) Uani 1.000000 . U
C15' C 0.62182(6) 0.56514(19) 0.54793(4) 0.0271(3) Uani 1.000000 . U
C4' C 0.65993(5) 0.74088(17) 0.57568(3) 0.0185(2) Uani 1.000000 . U
C9' C 0.68692(6) 0.57583(16) 0.66137(4) 0.0202(2) Uani 1.000000 . U
C19 C 0.50511(6) 0.2545(2) 0.91847(4) 0.0305(3) Uani 1.000000 . U
C8 C 0.31350(5) 0.35650(16) 0.72603(3) 0.0174(2) Uani 1.000000 . U
C4 C 0.27081(5) 0.26903(17) 0.58979(3) 0.0199(2) Uani 1.000000 . U
C19' C 0.55519(7) 0.7473(2) 0.86665(4) 0.0281(3) Uani 1.000000 . U
C17' C 0.80814(6) 0.7506(2) 0.52372(4) 0.0285(3) Uani 1.000000 . U
C20 C 0.37596(6) 0.2639(2) 0.90563(4) 0.0287(3) Uani 1.000000 . U
C20' C 0.68487(6) 0.71777(19) 0.88382(4) 0.0276(3) Uani 1.000000 . U
C14 C 0.42427(6) 0.32052(17) 0.67085(4) 0.0218(2) Uani 1.000000 . U
C15 C 0.30206(7) 0.44200(19) 0.57058(4) 0.0276(3) Uani 1.000000 . U
C17 C 0.09327(7) 0.3168(2) 0.50411(5) 0.0383(3) Uani 1.000000 . U
H11a H 0.5666(6) 0.9346(19) 0.7925(4) 0.029(3) Uani 1.000000 . U
H15a H 0.6401(8) 0.434(2) 0.5655(5) 0.046(3) Uani 1.000000 . U
H12 H 0.4737(6) 0.4187(19) 0.8314(4) 0.026(3) Uani 1.000000 . U
H10a H 0.5315(6) 0.735(2) 0.7124(4) 0.034(3) Uani 1.000000 . U
H10c H 0.4482(7) 0.012(2) 0.7565(4) 0.033(3) Uani 1.000000 . U
H17d H 0.0744(7) 0.182(3) 0.5066(5) 0.050(3) Uani 1.000000 . U
H10d H 0.4644(6) 0.261(2) 0.7608(4) 0.031(3) Uani 1.000000 . U
H19a H 0.5621(7) 0.903(2) 0.8688(4) 0.033(3) Uani 1.000000 . U
H12' H 0.5517(6) 0.5703(19) 0.7845(4) 0.030(3) Uani 1.000000 . U
H9'a H 0.7411(7) 0.534(2) 0.6646(4) 0.033(3) Uani 1.000000 . U
H18 H 0.4402(6) 0.504(2) 0.9014(4) 0.035(2) Uani 1.000000 . U
H1' H 0.6496(8) 1.100(2) 0.7121(5) 0.033(3) Uani 1.000000 . U
H13a H 0.7114(7) 0.576(2) 0.8038(4) 0.035(3) Uani 1.000000 . U
H6'a H 0.5186(7) 0.892(2) 0.5466(4) 0.032(3) Uani 1.000000 . U
H18' H 0.6122(6) 0.489(2) 0.8644(4) 0.034(2) Uani 1.000000 . U
H5a H 0.2532(7) -0.033(2) 0.5754(4) 0.033(3) Uani 1.000000 . U
H8 H 0.2717(6) 0.3020(19) 0.7405(4) 0.026(2) Uani 1.000000 . U
H7'a H 0.5234(6) 1.067(2) 0.6244(4) 0.033(3) Uani 1.000000 . U
H15b H 0.5649(8) 0.576(3) 0.5436(5) 0.052(3) Uani 1.000000 . U
H13b H 0.6553(7) 0.364(2) 0.8018(5) 0.041(3) Uani 1.000000 . U
H8' H 0.7237(6) 0.6866(19) 0.7345(4) 0.029(2) Uani 1.000000 . U
H7a H 0.3397(6) -0.125(2) 0.6571(4) 0.032(3) Uani 1.000000 . U
H10b H 0.5449(7) 0.982(2) 0.7132(4) 0.033(3) Uani 1.000000 . U
H6a H 0.3723(7) -0.136(2) 0.5809(4) 0.036(3) Uani 1.000000 . U
H3 H 0.2556(6) 0.1368(19) 0.6516(4) 0.028(2) Uani 1.000000 . U
H11c H 0.3685(7) 0.079(2) 0.8152(4) 0.034(3) Uani 1.000000 . U
H14a H 0.4911(6) 0.727(2) 0.6368(4) 0.038(3) Uani 1.000000 . U
H19d H 0.5172(7) 0.281(2) 0.9568(4) 0.048(3) Uani 1.000000 . U
H14d H 0.4741(6) 0.264(2) 0.6926(4) 0.038(3) Uani 1.000000 . U
H20d H 0.3745(8) 0.118(2) 0.8977(5) 0.046(3) Uani 1.000000 . U
H1 H 0.3379(8) -0.096(2) 0.7320(6) 0.046(4) Uani 1.000000 . U
H20a H 0.6911(7) 0.710(2) 0.9211(4) 0.048(3) Uani 1.000000 . U
H11d H 0.4592(7) 0.057(2) 0.8374(4) 0.037(3) Uani 1.000000 . U
H19e H 0.5488(7) 0.302(3) 0.9073(5) 0.051(3) Uani 1.000000 . U
H5'a H 0.6181(7) 0.923(2) 0.5133(4) 0.038(3) Uani 1.000000 . U
H15c H 0.6302(7) 0.554(2) 0.5136(5) 0.047(3) Uani 1.000000 . U
H7b H 0.4278(6) -0.069(2) 0.6682(4) 0.032(3) Uani 1.000000 . U
H14b H 0.5170(6) 0.645(2) 0.5897(4) 0.036(3) Uani 1.000000 . U
H17a H 0.8024(7) 0.741(2) 0.4868(4) 0.051(3) Uani 1.000000 . U
H15d H 0.3556(7) 0.432(2) 0.5791(5) 0.046(3) Uani 1.000000 . U
H9a H 0.2243(6) 0.464(2) 0.6676(4) 0.033(3) Uani 1.000000 . U
H19b H 0.5495(8) 0.704(2) 0.9007(5) 0.051(3) Uani 1.000000 . U
H11b H 0.6523(7) 0.916(2) 0.7879(5) 0.040(3) Uani 1.000000 . U
H20e H 0.3864(7) 0.274(2) 0.9446(4) 0.048(3) Uani 1.000000 . U
H17e H 0.0839(8) 0.360(3) 0.4681(5) 0.063(3) Uani 1.000000 . U
H20f H 0.3278(7) 0.341(3) 0.8897(5) 0.050(3) Uani 1.000000 . U
H3' H 0.7012(6) 0.8698(19) 0.6432(4) 0.029(2) Uani 1.000000 . U
H14e H 0.4184(7) 0.458(2) 0.6852(5) 0.042(3) Uani 1.000000 . U
H9b H 0.3084(6) 0.5543(19) 0.6669(4) 0.029(2) Uani 1.000000 . U
H5'b H 0.6680(7) 1.051(2) 0.5637(4) 0.036(3) Uani 1.000000 . U
H17b H 0.8388(7) 0.635(2) 0.5433(5) 0.045(3) Uani 1.000000 . U
H7'b H 0.6135(6) 1.1197(19) 0.6314(4) 0.034(3) Uani 1.000000 . U
H13c H 0.3176(7) 0.423(2) 0.8165(4) 0.033(3) Uani 1.000000 . U
H14c H 0.5505(7) 0.536(2) 0.6448(5) 0.039(3) Uani 1.000000 . U
H15e H 0.2790(8) 0.456(2) 0.5318(5) 0.045(3) Uani 1.000000 . U
H9'b H 0.6552(7) 0.446(2) 0.6478(4) 0.034(3) Uani 1.000000 . U
H20b H 0.7268(7) 0.636(2) 0.8770(5) 0.041(3) Uani 1.000000 . U
H20c H 0.6885(7) 0.863(2) 0.8765(5) 0.043(3) Uani 1.000000 . U
H19f H 0.5014(8) 0.100(3) 0.9143(5) 0.046(3) Uani 1.000000 . U
H19c H 0.5047(7) 0.722(2) 0.8398(5) 0.045(3) Uani 1.000000 . U
H15f H 0.2891(8) 0.580(2) 0.5840(5) 0.041(3) Uani 1.000000 . U
H6b H 0.4031(7) 0.107(2) 0.5891(4) 0.038(3) Uani 1.000000 . U
H17c H 0.8334(8) 0.889(2) 0.5364(6) 0.054(3) Uani 1.000000 . U
H13d H 0.3751(7) 0.627(2) 0.8293(4) 0.038(3) Uani 1.000000 . U
H6'b H 0.5454(8) 1.142(2) 0.5458(5) 0.040(3) Uani 1.000000 . U
H5b H 0.2825(7) 0.082(2) 0.5315(4) 0.042(3) Uani 1.000000 . U
H17f H 0.0659(8) 0.415(3) 0.5230(5) 0.053(3) Uani 1.000000 . U
H14f H 0.4304(7) 0.346(2) 0.6358(4) 0.046(3) Uani 1.000000 . U


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1' C1' 1.4325(12) . ?
O1' H1' 0.965(15) . y
O1 C1 1.4309(12) . ?
O1 H1 0.913(15) . y
O2' C21' 1.2216(14) . ?
O3' C16' 1.3486(11) . ?
O3' C17' 1.4345(13) . ?
O4 C16 1.1986(13) . ?
O2 C21 1.2208(14) . ?
O4' C16' 1.2003(12) . ?
O3 C16 1.3480(12) . ?
O3 C17 1.4353(15) . ?
C1 C2 1.5766(12) . ?
C1 C10 1.5346(13) . ?
C1 C8 1.5725(14) . ?
C16' C4' 1.5378(14) . ?
C1' C10' 1.5331(13) . ?
C1' C2' 1.5751(13) . ?
C1' C8' 1.5737(14) . ?
C21' C13' 1.5138(14) . ?
C21' C8' 1.5162(15) . ?
C10' C11' 1.5389(13) . ?
C10' H10a 1.090(13) . y
C10' H10b 1.096(13) . y
C2 C3 1.5505(13) . ?
C2 C7 1.5286(15) . ?
C2 C14 1.5401(14) . ?
C13' C12' 1.5404(14) . ?
C13' H13a 1.126(14) . y
C13' H13b 1.107(14) . y
C21 C13 1.5105(14) . ?
C21 C8 1.5181(15) . ?
C5 C6 1.5325(16) . ?
C5 C4 1.5565(16) . ?
C5 H5a 1.104(13) . y
C5 H5b 1.098(12) . y
C3 C9 1.5290(15) . ?
C3 C4 1.5399(13) . ?
C3 H3 1.123(12) . y
C3' C2' 1.5481(13) . ?
C3' C4' 1.5421(13) . ?
C3' C9' 1.5327(15) . ?
C3' H3' 1.122(12) . y
C2' C7' 1.5290(14) . ?
C2' C14' 1.5409(14) . ?
C10 C11 1.5420(13) . ?
C10 H10c 1.094(13) . y
C10 H10d 1.117(13) . y
C11' C12' 1.5322(15) . ?
C11' H11a 1.103(11) . y
C11' H11b 1.110(12) . y
C12' C18' 1.5472(13) . ?
C12' H12' 1.110(12) . y
C11 C12 1.5345(16) . ?
C11 H11c 1.117(13) . y
C11 H11d 1.106(12) . y
C5' C6' 1.5333(15) . ?
C5' C4' 1.5571(16) . ?
C5' H5'a 1.077(11) . y
C5' H5'b 1.133(13) . y
C8' C9' 1.5495(14) . ?
C8' H8' 1.096(11) . y
C18' C19' 1.5294(16) . ?
C18' C20' 1.5309(16) . ?
C18' H18' 1.089(13) . y
C13 C12 1.5381(15) . ?
C13 H13c 1.074(13) . y
C13 H13d 1.103(14) . y
C7 C6 1.5426(14) . ?
C7 H7a 1.140(13) . y
C7 H7b 1.081(12) . y
C9 C8 1.5450(14) . ?
C9 H9a 1.116(12) . y
C9 H9b 1.108(12) . y
C7' C6' 1.5371(14) . ?
C7' H7'a 1.134(12) . y
C7' H7'b 1.108(12) . y
C6 H6a 1.108(14) . y
C6 H6b 1.099(14) . y
C14' H14a 1.082(12) . y
C14' H14b 1.067(12) . y
C14' H14c 1.076(14) . y
C18 C12 1.5500(13) . ?
C18 C19 1.5280(16) . ?
C18 C20 1.5236(16) . ?
C18 H18 1.098(14) . y
C16 C4 1.5337(14) . ?
C12 H12 1.117(11) . y
C6' H6'a 1.107(13) . y
C6' H6'b 1.142(14) . y
C15' C4' 1.5397(15) . ?
C15' H15a 1.059(16) . y
C15' H15b 1.111(15) . y
C15' H15c 1.071(13) . y
C9' H9'a 1.101(12) . y
C9' H9'b 1.106(13) . y
C19 H19d 1.093(12) . y
C19 H19e 1.072(14) . y
C19 H19f 1.084(17) . y
C8 H8 1.109(11) . y
C4 C15 1.5359(16) . ?
C19' H19a 1.092(15) . y
C19' H19b 1.078(12) . y
C19' H19c 1.098(14) . y
C17' H17a 1.056(11) . y
C17' H17b 1.069(15) . y
C17' H17c 1.099(17) . y
C20 H20d 1.041(16) . y
C20 H20e 1.103(12) . y
C20 H20f 1.083(14) . y
C20' H20a 1.064(12) . y
C20' H20b 1.080(14) . y
C20' H20c 1.042(16) . y
C14 H14d 1.087(12) . y
C14 H14e 1.064(14) . y
C14 H14f 1.083(12) . y
C15 H15d 1.029(14) . y
C15 H15e 1.098(13) . y
C15 H15f 1.095(15) . y
C17 H17d 1.023(18) . y
C17 H17e 1.058(13) . y
C17 H17f 1.119(16) . y

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
H1' O1' C1' 110.1(9) . . ?
H1 O1 C1 108.4(9) . . ?
C17' O3' C16' 114.43(8) . . ?
C17 O3 C16 114.85(9) . . ?
C2 C1 O1 110.02(8) . . ?
C10 C1 O1 108.07(8) . . ?
C10 C1 C2 115.12(8) . . ?
C8 C1 O1 104.44(7) . . ?
C8 C1 C2 103.03(8) . . ?
C8 C1 C10 115.59(8) . . ?
O4' C16' O3' 122.21(9) . . ?
C4' C16' O3' 111.66(8) . . ?
C4' C16' O4' 126.12(9) . . ?
C10' C1' O1' 108.03(8) . . ?
C2' C1' O1' 110.14(8) . . ?
C2' C1' C10' 114.66(8) . . ?
C8' C1' O1' 104.37(7) . . ?
C8' C1' C10' 116.05(8) . . ?
C8' C1' C2' 103.05(8) . . ?
C13' C21' O2' 120.56(10) . . ?
C8' C21' O2' 122.02(9) . . ?
C8' C21' C13' 117.42(9) . . ?
C11' C10' C1' 115.02(8) . . ?
H10a C10' C1' 111.2(7) . . ?
H10a C10' C11' 109.2(7) . . ?
H10b C10' C1' 107.6(7) . . ?
H10b C10' C11' 108.0(6) . . ?
H10b C10' H10a 105.3(10) . . ?
C3 C2 C1 98.76(7) . . ?
C7 C2 C1 115.31(8) . . ?
C7 C2 C3 108.57(8) . . ?
C14 C2 C1 109.36(8) . . ?
C14 C2 C3 115.03(9) . . ?
C14 C2 C7 109.62(8) . . ?
C12' C13' C21' 113.12(8) . . ?
H13a C13' C21' 108.9(6) . . ?
H13a C13' C12' 108.4(7) . . ?
H13b C13' C21' 105.7(7) . . ?
H13b C13' C12' 109.3(7) . . ?
H13b C13' H13a 111.4(10) . . ?
C13 C21 O2 120.56(10) . . ?
C8 C21 O2 122.27(9) . . ?
C8 C21 C13 117.17(9) . . ?
C4 C5 C6 113.87(9) . . ?
H5a C5 C6 108.5(7) . . ?
H5a C5 C4 106.5(7) . . ?
H5b C5 C6 110.1(8) . . ?
H5b C5 C4 111.9(8) . . ?
H5b C5 H5a 105.5(10) . . ?
C9 C3 C2 103.30(8) . . ?
C4 C3 C2 117.70(8) . . ?
C4 C3 C9 119.91(9) . . ?
H3 C3 C2 103.3(6) . . ?
H3 C3 C9 105.5(6) . . ?
H3 C3 C4 105.3(6) . . ?
C4' C3' C2' 117.68(8) . . ?
C9' C3' C2' 103.11(8) . . ?
C9' C3' C4' 120.38(9) . . ?
H3' C3' C2' 103.4(6) . . ?
H3' C3' C4' 103.4(6) . . ?
H3' C3' C9' 107.2(6) . . ?
C3' C2' C1' 98.81(7) . . ?
C7' C2' C1' 115.01(8) . . ?
C7' C2' C3' 109.36(8) . . ?
C14' C2' C1' 109.49(8) . . ?
C14' C2' C3' 114.17(9) . . ?
C14' C2' C7' 109.76(9) . . ?
C11 C10 C1 114.69(8) . . ?
H10c C10 C1 105.7(7) . . ?
H10c C10 C11 110.3(7) . . ?
H10d C10 C1 111.1(6) . . ?
H10d C10 C11 109.2(6) . . ?
H10d C10 H10c 105.5(10) . . ?
C12' C11' C10' 113.09(9) . . ?
H11a C11' C10' 107.2(6) . . ?
H11a C11' C12' 109.4(6) . . ?
H11b C11' C10' 107.1(7) . . ?
H11b C11' C12' 114.0(8) . . ?
H11b C11' H11a 105.7(10) . . ?
C11' C12' C13' 112.46(8) . . ?
C18' C12' C13' 110.01(8) . . ?
C18' C12' C11' 113.73(9) . . ?
H12' C12' C13' 107.2(7) . . ?
H12' C12' C11' 108.7(7) . . ?
H12' C12' C18' 104.1(6) . . ?
C12 C11 C10 113.13(9) . . ?
H11c C11 C10 111.2(6) . . ?
H11c C11 C12 111.8(7) . . ?
H11d C11 C10 108.7(7) . . ?
H11d C11 C12 107.9(7) . . ?
H11d C11 H11c 103.6(10) . . ?
C4' C5' C6' 114.24(9) . . ?
H5'a C5' C6' 109.9(7) . . ?
H5'a C5' C4' 110.1(8) . . ?
H5'b C5' C6' 107.9(7) . . ?
H5'b C5' C4' 108.5(7) . . ?
H5'b C5' H5'a 105.9(10) . . ?
C21' C8' C1' 113.42(8) . . ?
C9' C8' C1' 106.60(8) . . ?
C9' C8' C21' 114.89(9) . . ?
H8' C8' C1' 106.2(7) . . ?
H8' C8' C21' 104.9(6) . . ?
H8' C8' C9' 110.6(6) . . ?
C19' C18' C12' 111.09(9) . . ?
C20' C18' C12' 114.07(8) . . ?
C20' C18' C19' 109.84(9) . . ?
H18' C18' C12' 106.3(6) . . ?
H18' C18' C19' 108.5(6) . . ?
H18' C18' C20' 106.8(6) . . ?
C12 C13 C21 113.36(9) . . ?
H13c C13 C21 108.5(6) . . ?
H13c C13 C12 108.0(7) . . ?
H13d C13 C21 108.2(7) . . ?
H13d C13 C12 107.7(7) . . ?
H13d C13 H13c 111.1(10) . . ?
C6 C7 C2 110.52(9) . . ?
H7a C7 C2 110.0(6) . . ?
H7a C7 C6 109.4(6) . . ?
H7b C7 C2 111.1(7) . . ?
H7b C7 C6 112.2(7) . . ?
H7b C7 H7a 103.4(10) . . ?
C8 C9 C3 103.03(8) . . ?
H9a C9 C3 112.3(7) . . ?
H9a C9 C8 111.2(6) . . ?
H9b C9 C3 111.6(6) . . ?
H9b C9 C8 110.2(6) . . ?
H9b C9 H9a 108.5(10) . . ?
C6' C7' C2' 110.09(9) . . ?
H7'a C7' C2' 112.7(7) . . ?
H7'a C7' C6' 110.4(6) . . ?
H7'b C7' C2' 109.1(7) . . ?
H7'b C7' C6' 108.0(6) . . ?
H7'b C7' H7'a 106.4(10) . . ?
C7 C6 C5 111.57(8) . . ?
H6a C6 C5 108.2(7) . . ?
H6a C6 C7 109.4(7) . . ?
H6b C6 C5 109.9(7) . . ?
H6b C6 C7 109.4(7) . . ?
H6b C6 H6a 108.3(10) . . ?
H14a C14' C2' 110.1(8) . . ?
H14b C14' C2' 113.4(7) . . ?
H14b C14' H14a 105.4(9) . . ?
H14c C14' C2' 111.3(7) . . ?
H14c C14' H14a 108.7(10) . . ?
H14c C14' H14b 107.7(11) . . ?
C19 C18 C12 111.69(9) . . ?
C20 C18 C12 113.83(9) . . ?
C20 C18 C19 110.17(10) . . ?
H18 C18 C12 105.1(6) . . ?
H18 C18 C19 107.9(7) . . ?
H18 C18 C20 107.9(7) . . ?
O3 C16 O4 121.46(9) . . ?
C4 C16 O4 126.15(9) . . ?
C4 C16 O3 112.37(8) . . ?
C13 C12 C11 112.45(8) . . ?
C18 C12 C11 114.17(9) . . ?
C18 C12 C13 109.41(8) . . ?
H12 C12 C11 107.9(6) . . ?
H12 C12 C13 106.4(6) . . ?
H12 C12 C18 106.0(6) . . ?
C7' C6' C5' 111.86(9) . . ?
H6'a C6' C5' 109.4(7) . . ?
H6'a C6' C7' 110.7(6) . . ?
H6'b C6' C5' 107.6(7) . . ?
H6'b C6' C7' 109.2(7) . . ?
H6'b C6' H6'a 107.9(10) . . ?
H15a C15' C4' 112.3(8) . . ?
H15b C15' C4' 110.0(9) . . ?
H15b C15' H15a 107.9(12) . . ?
H15c C15' C4' 111.5(8) . . ?
H15c C15' H15a 105.5(12) . . ?
H15c C15' H15b 109.5(11) . . ?
C3' C4' C16' 107.20(8) . . ?
C5' C4' C16' 106.12(9) . . ?
C5' C4' C3' 108.18(8) . . ?
C15' C4' C16' 107.73(9) . . ?
C15' C4' C3' 115.81(9) . . ?
C15' C4' C5' 111.30(8) . . ?
C8' C9' C3' 102.96(8) . . ?
H9'a C9' C3' 112.7(7) . . ?
H9'a C9' C8' 114.5(6) . . ?
H9'b C9' C3' 112.3(7) . . ?
H9'b C9' C8' 109.4(6) . . ?
H9'b C9' H9'a 105.2(10) . . ?
H19d C19 C18 110.9(8) . . ?
H19e C19 C18 113.2(8) . . ?
H19e C19 H19d 107.8(11) . . ?
H19f C19 C18 111.0(8) . . ?
H19f C19 H19d 105.8(11) . . ?
H19f C19 H19e 107.9(13) . . ?
C21 C8 C1 113.80(8) . . ?
C9 C8 C1 106.82(8) . . ?
C9 C8 C21 114.16(9) . . ?
H8 C8 C1 103.3(7) . . ?
H8 C8 C21 109.0(6) . . ?
H8 C8 C9 109.2(6) . . ?
C3 C4 C5 107.84(9) . . ?
C16 C4 C5 105.17(9) . . ?
C16 C4 C3 107.06(8) . . ?
C15 C4 C5 111.44(8) . . ?
C15 C4 C3 115.66(9) . . ?
C15 C4 C16 109.07(9) . . ?
H19a C19' C18' 114.1(7) . . ?
H19b C19' C18' 112.4(8) . . ?
H19b C19' H19a 105.6(11) . . ?
H19c C19' C18' 111.3(7) . . ?
H19c C19' H19a 105.8(11) . . ?
H19c C19' H19b 107.2(11) . . ?
H17a C17' O3' 105.9(7) . . ?
H17b C17' O3' 110.4(8) . . ?
H17b C17' H17a 112.1(12) . . ?
H17c C17' O3' 110.9(8) . . ?
H17c C17' H17a 107.6(12) . . ?
H17c C17' H17b 109.8(11) . . ?
H20d C20 C18 107.6(8) . . ?
H20e C20 C18 109.6(8) . . ?
H20e C20 H20d 106.3(11) . . ?
H20f C20 C18 111.3(8) . . ?
H20f C20 H20d 115.2(13) . . ?
H20f C20 H20e 106.7(11) . . ?
H20a C20' C18' 112.0(8) . . ?
H20b C20' C18' 110.5(8) . . ?
H20b C20' H20a 107.4(11) . . ?
H20c C20' C18' 109.9(8) . . ?
H20c C20' H20a 105.6(11) . . ?
H20c C20' H20b 111.4(12) . . ?
H14d C14 C2 110.3(7) . . ?
H14e C14 C2 112.7(7) . . ?
H14e C14 H14d 106.2(11) . . ?
H14f C14 C2 114.4(8) . . ?
H14f C14 H14d 106.0(10) . . ?
H14f C14 H14e 106.8(12) . . ?
H15d C15 C4 111.3(8) . . ?
H15e C15 C4 110.9(8) . . ?
H15e C15 H15d 110.4(11) . . ?
H15f C15 C4 112.9(8) . . ?
H15f C15 H15d 108.3(12) . . ?
H15f C15 H15e 102.8(11) . . ?
H17d C17 O3 108.7(8) . . ?
H17e C17 O3 105.5(8) . . ?
H17e C17 H17d 111.8(13) . . ?
H17f C17 O3 114.3(8) . . ?
H17f C17 H17d 106.3(12) . . ?
H17f C17 H17e 110.4(13) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1' H1' O2' 0.965(15) 1.852(16) 2.8082(11) 170.5(14) 1_565
O1 H1 O2 0.913(15) 1.945(16) 2.8501(12) 171.0(13) 1_545

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
O1' C1' C10' C11' -59.78(9) . . . . ?
O1' C1' C2' C3' 70.51(8) . . . . ?
O1' C1' C2' C7' -45.76(9) . . . . ?
O1' C1' C2' C14' -169.87(8) . . . . ?
O1' C1' C8' C21' 134.22(7) . . . . ?
O1' C1' C8' C9' -98.35(8) . . . . ?
O1 C1 C2 C3 71.01(9) . . . . ?
O1 C1 C2 C7 -44.42(9) . . . . ?
O1 C1 C2 C14 -168.47(8) . . . . ?
O1 C1 C10 C11 -59.72(9) . . . . ?
O1 C1 C8 C21 134.64(7) . . . . ?
O1 C1 C8 C9 -98.45(8) . . . . ?
O2' C21' C13' C12' -95.82(11) . . . . ?
O2' C21' C8' C1' 100.05(11) . . . . ?
O2' C21' C8' C9' -22.92(12) . . . . ?
O3' C16' C4' C3' -174.68(9) . . . . ?
O3' C16' C4' C5' -59.24(10) . . . . ?
O3' C16' C4' C15' 60.05(10) . . . . ?
O4 C16 O3 C17 -1.04(14) . . . . ?
O4 C16 C4 C5 106.43(12) . . . . ?
O4 C16 C4 C3 -8.11(13) . . . . ?
O4 C16 C4 C15 -133.94(13) . . . . ?
O2 C21 C13 C12 -96.39(11) . . . . ?
O2 C21 C8 C1 99.57(10) . . . . ?
O2 C21 C8 C9 -23.42(11) . . . . ?
O4' C16' C4' C3' 4.00(13) . . . . ?
O4' C16' C4' C5' 119.43(12) . . . . ?
O4' C16' C4' C15' -121.27(13) . . . . ?
O3 C16 C4 C5 -71.78(10) . . . . ?
O3 C16 C4 C3 173.68(10) . . . . ?
O3 C16 C4 C15 47.85(10) . . . . ?
C1 C2 C3 C9 50.24(8) . . . . ?
C1 C2 C3 C4 -175.10(7) . . . . ?
C1 C2 C7 C6 165.51(9) . . . . ?
C1 C10 C11 C12 -91.76(10) . . . . ?
C1 C8 C21 C13 -80.29(9) . . . . ?
C1 C8 C9 C3 14.14(8) . . . . ?
C16' C4' C3' C2' 162.11(8) . . . . ?
C16' C4' C3' C9' -70.71(10) . . . . ?
C16' C4' C5' C6' -162.42(8) . . . . ?
C1' C10' C11' C12' -91.28(10) . . . . ?
C1' C2' C3' C4' -174.25(7) . . . . ?
C1' C2' C3' C9' 50.64(8) . . . . ?
C1' C2' C7' C6' 165.96(9) . . . . ?
C1' C8' C21' C13' -79.77(9) . . . . ?
C1' C8' C9' C3' 14.12(8) . . . . ?
C21' C13' C12' C11' -58.74(10) . . . . ?
C21' C13' C12' C18' 173.39(10) . . . . ?
C21' C8' C9' C3' 140.67(9) . . . . ?
C10' C11' C12' C13' 68.92(9) . . . . ?
C10' C11' C12' C18' -165.19(8) . . . . ?
C2 C3 C9 C8 -40.45(8) . . . . ?
C2 C3 C4 C5 49.82(10) . . . . ?
C2 C3 C4 C16 162.55(10) . . . . ?
C2 C3 C4 C15 -75.68(11) . . . . ?
C2 C7 C6 C5 -58.87(10) . . . . ?
C13' C12' C18' C19' -173.42(10) . . . . ?
C13' C12' C18' C20' 61.78(10) . . . . ?
C21 C13 C12 C11 -58.20(11) . . . . ?
C21 C13 C12 C18 173.83(10) . . . . ?
C21 C8 C9 C3 140.84(9) . . . . ?
C5 C4 C3 C9 176.82(8) . . . . ?
C3' C2' C7' C6' 55.90(9) . . . . ?
C3' C4' C5' C6' -47.65(9) . . . . ?
C2' C7' C6' C5' -58.79(10) . . . . ?
C10 C11 C12 C13 68.85(9) . . . . ?
C10 C11 C12 C18 -165.73(8) . . . . ?
C11' C12' C18' C19' 59.40(10) . . . . ?
C11' C12' C18' C20' -65.39(10) . . . . ?
C11 C12 C18 C19 64.21(10) . . . . ?
C11 C12 C18 C20 -61.33(10) . . . . ?
C13 C12 C18 C19 -168.78(10) . . . . ?
C13 C12 C18 C20 65.68(10) . . . . ?


_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a loop with paratone'
_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 1.226
_oxdiff_exptl_absorpt_empirical_full_min 0.838
loop_
_restr_RIGU_atom_site_label_1
_restr_RIGU_atom_site_label_2
_restr_RIGU_target_weight_param
_restr_RIGU_U13_diff
_restr_RIGU_U23_diff
_restr_RIGU_U33_diff
O1' C1' 0.002000 -0.000196 0.000262 -0.000409
O1' C10' 0.004000 -0.003402 0.002755 -0.000962
O1' C2' 0.004000 0.000787 -0.002431 0.000836
O1' C8' 0.004000 0.004597 0.001086 -0.000518
O1' H1' 0.002000 0.001093 0.000173 -0.000211
O1 C1 0.002000 -0.000165 -0.000355 0.000196
O1 C2 0.004000 0.001831 0.002128 0.001010
O1 C10 0.004000 0.001644 -0.003840 -0.000081
O1 C8 0.004000 -0.004282 -0.001973 0.001597
O1 H1 0.002000 -0.000008 -0.000100 -0.000742
O2' C21' 0.002000 0.002281 -0.002983 0.000067
O2' C13' 0.004000 0.005459 -0.009341 0.001197
O2' C8' 0.004000 0.004185 -0.000759 -0.000424
O3' O4' 0.004000 0.002797 0.000321 -0.000529
O3' C16' 0.002000 -0.000914 -0.000356 -0.000024
O3' C4' 0.004000 -0.001410 -0.001434 0.000967
O3' C17' 0.002000 -0.000418 0.002290 -0.000450
O3' H17a 0.004000 -0.007693 0.011361 -0.018217
O3' H17b 0.004000 0.006640 -0.002079 -0.010771
O3' H17c 0.004000 -0.012368 -0.003548 -0.014193
O4 O3 0.004000 -0.001260 0.006853 0.000906
O4 C16 0.002000 -0.000694 0.002303 -0.000759
O4 C4 0.004000 0.001921 0.003014 0.000731
O2 C21 0.002000 -0.004409 0.001929 -0.000487
O2 C13 0.004000 -0.007990 0.007574 0.001565
O2 C8 0.004000 -0.006144 0.000047 0.001453
O4' C16' 0.002000 0.000539 0.000446 -0.000562
O4' C4' 0.004000 0.000855 0.001206 0.001090
O3 C16 0.002000 0.002369 -0.001969 -0.000300
O3 C4 0.004000 0.005225 0.001458 0.001258
O3 C17 0.002000 0.002730 -0.003734 -0.000521
O3 H17d 0.004000 0.003623 0.002045 -0.007086
O3 H17e 0.004000 0.002928 -0.010196 -0.016486
O3 H17f 0.004000 -0.008794 0.005725 -0.017268
C1 C2 0.002000 0.000624 -0.000196 -0.000655
C1 C21 0.004000 -0.001616 0.000460 0.000975
C1 C3 0.004000 -0.000089 -0.000406 -0.000461
C1 C10 0.002000 0.000164 0.000332 -0.000803
C1 C11 0.004000 -0.000381 -0.000451 -0.001713
C1 C7 0.004000 0.001501 0.000835 -0.002378
C1 C9 0.004000 -0.000328 0.000558 -0.000846
C1 C8 0.002000 0.000826 -0.000478 0.000560
C1 C14 0.004000 -0.000001 -0.002489 -0.003149
C1 H10c 0.004000 0.008142 -0.003400 -0.011967
C1 H10d 0.004000 -0.005455 0.003584 -0.009760
C1 H8 0.004000 0.006488 -0.001084 -0.011539
C1 H1 0.004000 0.008905 0.002835 -0.012772
C16' C3' 0.004000 -0.000548 -0.000394 -0.000305
C16' C5' 0.004000 0.002350 -0.003587 -0.002447
C16' C15' 0.004000 0.005325 -0.001237 -0.001890
C16' C4' 0.002000 0.001410 -0.001105 -0.000093
C16' C17' 0.004000 -0.000413 -0.000914 -0.001996
C1' C21' 0.004000 0.001830 -0.000915 0.000228
C1' C10' 0.002000 -0.000852 0.000025 -0.001319
C1' C3' 0.004000 0.000354 0.000594 -0.000131
C1' C2' 0.002000 0.000199 0.000918 -0.000398
C1' C11' 0.004000 -0.000268 0.000350 -0.001597
C1' C8' 0.002000 0.000675 -0.000000 0.000730
C1' C7' 0.004000 -0.000671 0.000599 0.000110
C1' C14' 0.004000 -0.000025 0.001544 -0.001541
C1' C9' 0.004000 0.001179 -0.000788 0.001062
C1' H10a 0.004000 0.005283 -0.006948 -0.013719
C1' H1' 0.004000 -0.009220 -0.008046 -0.009281
C1' H8' 0.004000 -0.004807 0.003684 -0.009329
C1' H10b 0.004000 -0.008991 0.003986 -0.011358
C21' C13' 0.002000 0.002994 -0.002563 0.000811
C21' C12' 0.004000 0.003751 0.000023 -0.000318
C21' C8' 0.002000 0.001478 0.000626 -0.000218
C21' C9' 0.004000 0.001156 0.003002 0.000451
C21' H13a 0.004000 0.003661 -0.002033 -0.007209
C21' H13b 0.004000 0.005464 -0.006222 -0.009149
C21' H8' 0.004000 0.005961 -0.010497 -0.007469
C10' C2' 0.004000 -0.000101 0.002221 0.000968
C10' C11' 0.002000 -0.001022 -0.000771 0.000242
C10' C12' 0.004000 -0.000788 -0.001175 0.000228
C10' C8' 0.004000 0.001027 0.001372 0.001544
C10' H11a 0.004000 -0.004688 -0.003272 -0.004936
C10' H10a 0.002000 0.000952 0.000290 -0.001965
C10' H10b 0.002000 0.000161 -0.000704 -0.001715
C10' H11b 0.004000 0.000052 0.010006 -0.014930
C2 C3 0.002000 0.000112 -0.002319 -0.001136
C2 C10 0.004000 0.000425 0.001449 -0.000840
C2 C7 0.002000 0.001383 -0.001425 -0.001128
C2 C9 0.004000 -0.002328 0.003566 -0.001566
C2 C6 0.004000 0.000539 -0.001128 -0.001611
C2 C8 0.004000 -0.001236 0.002701 -0.000031
C2 C4 0.004000 0.001088 -0.000748 -0.000449
C2 C14 0.002000 -0.000035 0.000390 -0.001214
C2 H7a 0.004000 -0.000523 -0.001401 -0.008157
C2 H3 0.004000 0.008143 0.003274 -0.012829
C2 H14d 0.004000 0.006721 -0.000345 -0.012724
C2 H7b 0.004000 0.006123 0.004910 -0.009115
C2 H14e 0.004000 -0.004716 -0.003798 -0.013984
C2 H14f 0.004000 0.002012 0.015761 -0.019454
C13' C11' 0.004000 0.001322 -0.003715 0.000642
C13' C12' 0.002000 0.001930 -0.000868 0.000227
C13' C8' 0.004000 0.001679 0.000016 0.001242
C13' C18' 0.004000 0.003722 0.002220 -0.000670
C13' H12' 0.004000 0.009064 -0.008789 -0.003311
C13' H13a 0.002000 -0.000972 -0.000460 -0.002515
C13' H13b 0.002000 0.000113 0.000012 -0.001918
C21 C13 0.002000 -0.002428 0.001867 0.001319
C21 C9 0.004000 -0.001403 -0.002930 0.000022
C21 C12 0.004000 -0.003440 0.000848 -0.000485
C21 C8 0.002000 -0.001691 0.000883 0.000975
C21 H8 0.004000 -0.008325 0.004834 -0.001027
C21 H13c 0.004000 -0.004314 -0.003979 -0.008967
C21 H13d 0.004000 -0.002437 0.005321 -0.007701
C5 C3 0.004000 -0.000861 0.002301 0.001264
C5 C7 0.004000 0.003598 0.000561 0.000921
C5 C6 0.002000 0.001544 0.001188 -0.001112
C5 C16 0.004000 -0.000656 -0.005545 -0.000463
C5 C4 0.002000 -0.001065 0.002563 -0.000247
C5 C15 0.004000 0.007566 0.007719 -0.001531
C5 H5a 0.002000 0.000450 -0.000499 -0.001463
C5 H6a 0.004000 0.008305 -0.006461 -0.009142
C5 H6b 0.004000 -0.006261 0.006521 -0.011406
C5 H5b 0.002000 -0.000169 0.000164 -0.003353
C3 C7 0.004000 0.002567 0.000134 -0.000109
C3 C9 0.002000 -0.001219 -0.000087 -0.001226
C3 C16 0.004000 0.000261 0.000778 0.000930
C3 C8 0.004000 -0.002049 0.001101 -0.000126
C3 C4 0.002000 0.000096 -0.000240 -0.000413
C3 C14 0.004000 -0.002528 0.002852 -0.000570
C3 C15 0.004000 -0.000927 -0.001806 -0.003925
C3 H3 0.002000 -0.000194 0.000080 -0.000928
C3 H9a 0.004000 -0.000816 -0.008183 -0.009311
C3 H9b 0.004000 0.000352 0.002586 -0.008903
C3' C2' 0.002000 -0.000991 -0.000569 -0.000293
C3' C5' 0.004000 0.001179 0.002709 -0.000345
C3' C8' 0.004000 0.000721 -0.000849 0.000055
C3' C7' 0.004000 0.003132 0.000066 -0.001465
C3' C14' 0.004000 0.003013 -0.001748 -0.000372
C3' C15' 0.004000 0.000331 0.002796 -0.000966
C3' C4' 0.002000 0.000224 0.000790 -0.000081
C3' C9' 0.002000 0.001534 -0.001118 -0.000484
C3' H9'a 0.004000 0.005748 0.004188 -0.007287
C3' H3' 0.002000 -0.000322 -0.000906 -0.001224
C3' H9'b 0.004000 0.001675 -0.007752 -0.010525
C2' C8' 0.004000 0.000585 -0.001452 -0.000212
C2' C7' 0.002000 0.000993 0.003562 -0.001260
C2' C14' 0.002000 -0.002496 -0.000541 -0.000241
C2' C6' 0.004000 0.000538 0.003313 -0.001870
C2' C4' 0.004000 -0.002131 -0.000690 -0.000006
C2' C9' 0.004000 0.002670 -0.001817 -0.000696
C2' H7'a 0.004000 -0.004528 0.006506 -0.010217
C2' H14a 0.004000 -0.009378 0.002338 -0.011714
C2' H14b 0.004000 -0.001455 -0.005913 -0.009071
C2' H3' 0.004000 -0.010131 0.000592 -0.011801
C2' H7'b 0.004000 0.003119 -0.003794 -0.013122
C2' H14c 0.004000 0.001448 0.008503 -0.015980
C10 C11 0.002000 0.001878 0.000320 0.000150
C10 C12 0.004000 0.000692 0.000826 0.000151
C10 C8 0.004000 -0.001466 -0.001935 -0.000094
C10 H10c 0.002000 -0.000450 -0.000246 -0.001601
C10 H10d 0.002000 -0.000533 0.000260 -0.001253
C10 H11c 0.004000 0.002688 -0.006492 -0.009092
C10 H11d 0.004000 0.011527 -0.001721 -0.012189
C11' C12' 0.002000 -0.001567 -0.000173 -0.000167
C11' C18' 0.004000 -0.000902 -0.001225 0.001403
C11' H11a 0.002000 0.000185 0.001606 -0.001716
C11' H10a 0.004000 -0.000547 0.011604 -0.011256
C11' H12' 0.004000 -0.001993 -0.004640 -0.003548
C11' H10b 0.004000 -0.006826 -0.004450 -0.009339
C11' H11b 0.002000 0.000099 -0.000094 -0.002981
C12' C18' 0.002000 0.001076 -0.001545 0.000155
C12' C19' 0.004000 -0.000050 -0.000774 -0.001717
C12' C20' 0.004000 0.001197 -0.001604 -0.002334
C12' H11a 0.004000 -0.005453 -0.000608 -0.003364
C12' H12' 0.002000 0.000285 0.000493 -0.002052
C12' H13a 0.004000 -0.002737 0.000733 -0.015258
C12' H18' 0.004000 0.008779 -0.005797 -0.009138
C12' H13b 0.004000 -0.010558 0.004585 -0.011894
C12' H11b 0.004000 0.011816 -0.006825 -0.016333
C11 C13 0.004000 -0.002776 -0.002368 -0.000772
C11 C18 0.004000 0.000821 -0.000627 0.000568
C11 C12 0.002000 0.001899 0.000045 0.001884
C11 H12 0.004000 0.007434 0.001581 -0.002608
C11 H10c 0.004000 0.009163 0.004990 -0.007944
C11 H10d 0.004000 -0.001425 -0.007939 -0.006462
C11 H11c 0.002000 0.000014 0.000509 -0.000606
C11 H11d 0.002000 0.000782 -0.000471 -0.002106
C5' C7' 0.004000 -0.002215 -0.000835 0.000720
C5' C6' 0.002000 -0.001151 -0.001669 0.000033
C5' C15' 0.004000 -0.008043 -0.010707 -0.003338
C5' C4' 0.002000 0.001261 -0.003650 -0.000450
C5' H6'a 0.004000 0.001992 -0.003184 -0.005829
C5' H5'a 0.002000 -0.000461 -0.000253 -0.001967
C5' H5'b 0.002000 -0.001146 0.000813 -0.001895
C5' H6'b 0.004000 -0.003163 -0.013063 -0.012920
C8' C9' 0.002000 0.002033 -0.001289 -0.001074
C8' H9'a 0.004000 0.004307 -0.005641 -0.006631
C8' H8' 0.002000 0.000877 0.000399 -0.001279
C8' H9'b 0.004000 0.004230 0.008037 -0.012387
C18' C19' 0.002000 0.003751 0.003680 -0.000475
C18' C20' 0.002000 -0.000132 -0.003188 -0.000385
C18' H19a 0.004000 -0.000409 0.000101 -0.006317
C18' H12' 0.004000 -0.006541 0.012301 -0.010910
C18' H18' 0.002000 0.000346 -0.000353 -0.000516
C18' H20a 0.004000 -0.004252 -0.011641 -0.013683
C18' H19b 0.004000 0.009176 0.010442 -0.012757
C18' H20b 0.004000 0.002703 -0.003522 -0.010609
C18' H20c 0.004000 -0.004846 0.003860 -0.014029
C18' H19c 0.004000 0.007474 0.004854 -0.015263
C13 C18 0.004000 -0.003192 -0.000651 -0.001414
C13 C12 0.002000 -0.000424 0.002328 0.001634
C13 C8 0.004000 -0.000420 0.001466 0.000555
C13 H12 0.004000 -0.009336 0.009951 -0.001311
C13 H13c 0.002000 -0.000883 0.000182 -0.000199
C13 H13d 0.002000 -0.001071 0.000521 -0.001409
C7 C6 0.002000 0.002908 0.000145 -0.000165
C7 C14 0.004000 0.006350 0.004181 0.001316
C7 H7a 0.002000 0.000825 0.000505 -0.000892
C7 H6a 0.004000 0.004815 0.003552 -0.006509
C7 H7b 0.002000 0.000407 0.000811 -0.001520
C7 H6b 0.004000 0.002200 -0.006943 -0.009778
C9 C8 0.002000 -0.001445 -0.000851 -0.000376
C9 C4 0.004000 -0.002097 -0.003389 0.000042
C9 H8 0.004000 -0.007152 -0.004650 -0.001710
C9 H3 0.004000 -0.010761 0.005745 -0.004626
C9 H9a 0.002000 0.000358 -0.000098 -0.001146
C9 H9b 0.002000 -0.000964 0.000728 -0.000940
C7' C14' 0.004000 -0.006168 -0.006206 -0.000345
C7' C6' 0.002000 -0.001113 0.000709 -0.001514
C7' H6'a 0.004000 -0.000961 0.004727 -0.007795
C7' H7'a 0.002000 -0.000621 0.000359 -0.001895
C7' H7'b 0.002000 -0.001120 0.001049 -0.001759
C7' H6'b 0.004000 -0.005471 -0.002203 -0.010654
C6 C4 0.004000 0.004973 0.000194 0.001352
C6 H5a 0.004000 0.007400 0.005197 -0.008679
C6 H7a 0.004000 -0.001843 -0.010198 -0.006567
C6 H6a 0.002000 -0.000614 -0.000032 -0.000840
C6 H7b 0.004000 0.012272 0.002804 -0.006919
C6 H6b 0.002000 -0.000470 0.000747 -0.001662
C6 H5b 0.004000 0.011151 -0.008740 -0.012190
C14' H14a 0.002000 0.000455 -0.000365 -0.001885
C14' H14b 0.002000 0.000264 0.000338 -0.002281
C14' H14c 0.002000 -0.000621 -0.001214 -0.002369
C18 C12 0.002000 -0.001091 -0.000499 -0.000167
C18 C19 0.002000 -0.004164 -0.000144 0.000310
C18 C20 0.002000 -0.000396 0.002230 0.000722
C18 H12 0.004000 0.001859 -0.007663 -0.002166
C18 H18 0.002000 0.000371 -0.001083 -0.002407
C18 H19d 0.004000 -0.010221 -0.005682 -0.012355
C18 H20d 0.004000 0.007073 0.005324 -0.014324
C18 H19e 0.004000 -0.003585 0.004368 -0.013971
C18 H20e 0.004000 0.002560 0.011043 -0.015120
C18 H20f 0.004000 -0.006881 0.000675 -0.012594
C18 H19f 0.004000 -0.001485 -0.000337 -0.016532
C16 C4 0.002000 0.002008 0.002496 0.000171
C16 C15 0.004000 -0.002701 0.003683 -0.003134
C16 C17 0.004000 0.003431 0.001534 -0.002355
C12 C19 0.004000 -0.001806 0.000825 -0.001205
C12 C20 0.004000 -0.001105 -0.000617 -0.002437
C12 H12 0.002000 -0.000062 0.001562 -0.000673
C12 H18 0.004000 -0.006272 0.005268 -0.011814
C12 H11c 0.004000 -0.007824 0.004322 -0.013800
C12 H11d 0.004000 0.006217 0.012775 -0.013112
C12 H13c 0.004000 -0.003138 0.001014 -0.011091
C12 H13d 0.004000 0.005259 -0.006863 -0.009495
C6' C4' 0.004000 0.004426 0.000963 0.000855
C6' H6'a 0.002000 0.000684 -0.000086 -0.001306
C6' H7'a 0.004000 -0.007375 -0.004786 -0.005593
C6' H5'a 0.004000 -0.010452 0.008776 -0.011056
C6' H5'b 0.004000 -0.010047 -0.000419 -0.009546
C6' H7'b 0.004000 -0.002808 0.012448 -0.010911
C6' H6'b 0.002000 0.000443 -0.000365 -0.001214
C15' C4' 0.002000 -0.001085 0.002061 0.000713
C15' H15a 0.002000 0.000591 -0.002564 -0.002337
C15' H15b 0.002000 0.000792 0.001019 -0.003774
C15' H15c 0.002000 -0.000015 0.000173 -0.002948
C4' C9' 0.004000 0.002731 -0.003625 -0.000452
C4' H15a 0.004000 0.003466 0.002571 -0.016810
C4' H15b 0.004000 -0.008584 0.006580 -0.019059
C4' H5'a 0.004000 0.009246 0.004658 -0.008080
C4' H15c 0.004000 -0.002149 -0.010220 -0.013907
C4' H3' 0.004000 -0.000807 0.004261 -0.005464
C4' H5'b 0.004000 0.004119 -0.003698 -0.014171
C9' H9'a 0.002000 0.000819 0.000058 -0.000807
C9' H8' 0.004000 0.008753 0.008241 -0.005149
C9' H3' 0.004000 0.011225 -0.008508 -0.007992
C9' H9'b 0.002000 0.001636 -0.000114 -0.001453
C19 C20 0.004000 0.006054 0.009710 0.000908
C19 H18 0.004000 -0.003970 -0.016756 -0.002996
C19 H19d 0.002000 0.000049 -0.000297 -0.003462
C19 H19e 0.002000 0.000393 -0.000398 -0.002490
C19 H19f 0.002000 0.001242 0.000546 -0.002874
C8 H8 0.002000 0.000082 0.000020 -0.000932
C8 H9a 0.004000 0.000717 0.003954 -0.004149
C8 H9b 0.004000 -0.001894 -0.000568 -0.005556
C4 C15 0.002000 -0.000451 0.000368 -0.000129
C4 H5a 0.004000 -0.004429 -0.002671 -0.008682
C4 H3 0.004000 0.000938 -0.007215 -0.005431
C4 H15d 0.004000 0.000046 -0.006187 -0.012659
C4 H15e 0.004000 -0.000857 0.006204 -0.012454
C4 H15f 0.004000 -0.004342 0.001518 -0.011840
C4 H5b 0.004000 -0.009542 -0.004687 -0.011074
C19' C20' 0.004000 -0.006781 -0.011523 0.001572
C19' H19a 0.002000 -0.001243 0.000163 -0.002167
C19' H18' 0.004000 -0.008506 0.013732 -0.005396
C19' H19b 0.002000 0.000881 -0.000517 -0.003142
C19' H19c 0.002000 -0.001070 0.001056 -0.001791
C17' H17a 0.002000 0.000650 -0.000728 -0.004076
C17' H17b 0.002000 0.000634 -0.000602 -0.003244
C17' H17c 0.002000 -0.000058 0.000923 -0.003386
C20 H18 0.004000 -0.007753 -0.009269 -0.004595
C20 H20d 0.002000 -0.000209 0.000496 -0.002290
C20 H20e 0.002000 -0.000902 -0.000722 -0.003101
C20 H20f 0.002000 -0.000021 0.001235 -0.003221
C20' H18' 0.004000 0.008039 0.007392 -0.002438
C20' H20a 0.002000 0.000012 0.000436 -0.002979
C20' H20b 0.002000 0.000084 -0.001063 -0.001969
C20' H20c 0.002000 0.000675 -0.001451 -0.001824
C14 H14d 0.002000 0.000196 0.000045 -0.002710
C14 H14e 0.002000 -0.000557 0.001019 -0.003497
C14 H14f 0.002000 -0.000042 -0.000835 -0.003764
C15 H15d 0.002000 0.000076 0.000322 -0.003546
C15 H15e 0.002000 -0.000115 -0.000980 -0.003697
C15 H15f 0.002000 0.000307 0.001214 -0.002103
C17 H17d 0.002000 0.000170 -0.000040 -0.001700
C17 H17e 0.002000 0.000209 -0.000434 -0.002956
C17 H17f 0.002000 -0.001159 0.000372 -0.001523
H11a H11b 0.004000 -0.020911 -0.012703 -0.003619
H15a H15b 0.004000 0.002160 0.026897 -0.001560
H15a H15c 0.004000 0.024123 0.010182 -0.001629
H10a H10b 0.004000 -0.019556 0.009099 -0.002093
H10c H10d 0.004000 0.020758 0.005228 0.001309
H17d H17e 0.004000 0.007752 0.028889 -0.004599
H17d H17f 0.004000 -0.005825 -0.007143 0.000295
H19a H19b 0.004000 -0.006866 0.012040 -0.004068
H19a H19c 0.004000 -0.012027 -0.005571 -0.011484
H9'a H9'b 0.004000 0.019123 -0.001635 0.000603
H13a H13b 0.004000 0.018620 0.012077 -0.003724
H6'a H6'b 0.004000 -0.014263 0.011899 -0.004705
H5a H5b 0.004000 -0.003172 0.017674 -0.005896
H7'a H7'b 0.004000 -0.016646 -0.007005 0.001598
H15b H15c 0.004000 -0.013345 0.023167 0.003591
H7a H7b 0.004000 0.011555 -0.013428 0.004315
H6a H6b 0.004000 0.016606 0.009920 -0.001343
H11c H11d 0.004000 0.014290 -0.015045 -0.001498
H14a H14b 0.004000 -0.017595 0.008494 -0.000075
H14a H14c 0.004000 -0.020018 -0.007646 0.001773
H19d H19e 0.004000 0.006304 -0.024061 -0.002298
H19d H19f 0.004000 0.010377 0.013641 -0.001339
H14d H14e 0.004000 -0.006197 -0.023934 0.000519
H14d H14f 0.004000 0.017518 -0.009930 -0.006012
H20d H20e 0.004000 0.010991 -0.013422 0.000386
H20d H20f 0.004000 -0.014291 0.026715 -0.001852
H20a H20b 0.004000 0.020086 -0.005403 0.004521
H20a H20c 0.004000 -0.011356 -0.019088 0.000281
H19e H19f 0.004000 0.021937 -0.008830 0.002809
H5'a H5'b 0.004000 -0.000856 0.018871 0.001067
H14b H14c 0.004000 0.017561 -0.016867 -0.002723
H17a H17b 0.004000 0.024555 -0.005914 0.002454
H17a H17c 0.004000 -0.005386 0.030833 -0.004984
H15d H15e 0.004000 0.017212 -0.016784 0.004011
H15d H15f 0.004000 -0.008409 0.018189 0.000689
H9a H9b 0.004000 -0.018368 0.002565 0.003099
H19b H19c 0.004000 -0.008689 0.029006 0.009977
H20e H20f 0.004000 -0.023635 0.005331 -0.001897
H17e H17f 0.004000 -0.022639 0.001637 0.005360
H14e H14f 0.004000 -0.019254 -0.022682 -0.000232
H17b H17c 0.004000 0.008903 -0.024973 -0.002427
H13c H13d 0.004000 -0.016420 -0.010372 -0.004229
H15e H15f 0.004000 -0.015479 0.007067 0.005267
H20b H20c 0.004000 0.017678 0.004702 0.000120

