# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2017

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1519972'
_audit_update_record             
;
2016-11-30 deposited with the CCDC.
2017-07-05 downloaded from the CCDC.
;
_audit_creation_date             2016-10-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C23 H23 Cl O7'
_chemical_formula_sum            'C23 H23 Cl O7'
_chemical_formula_weight         446.86
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.82668(15)
_cell_length_b                   9.4989(2)
_cell_length_c                   34.5079(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2237.69(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4641
_cell_measurement_temperature    293.49(15)
_cell_measurement_theta_max      72.4700
_cell_measurement_theta_min      3.8540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.868
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            11954
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.074
_diffrn_reflns_theta_max         67.074
_diffrn_reflns_theta_min         5.127
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.49(15)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   10.00  104.00   1.0000    1.3750
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000  150.0000 94

#__ type_ start__ end____ width___ exp.time_
  2 omega   20.00  104.00   1.0000    1.3750
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000  150.0000 84

#__ type_ start__ end____ width___ exp.time_
  3 omega  -31.00   63.00   1.0000    1.3750
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -77.0000  -30.0000 94

#__ type_ start__ end____ width___ exp.time_
  4 omega  -31.00   53.00   1.0000    1.3750
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -57.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega   10.00  104.00   1.0000    1.3750
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000   90.0000 94

#__ type_ start__ end____ width___ exp.time_
  6 omega   39.00  109.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   60.0000 70

#__ type_ start__ end____ width___ exp.time_
  7 omega   38.00   91.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 53

#__ type_ start__ end____ width___ exp.time_
  8 omega   40.00   98.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   30.0000 58

#__ type_ start__ end____ width___ exp.time_
  9 omega   40.00   98.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 58

#__ type_ start__ end____ width___ exp.time_
 10 omega   38.00   91.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 53

#__ type_ start__ end____ width___ exp.time_
 11 omega   38.00  116.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -180.0000 78

#__ type_ start__ end____ width___ exp.time_
 12 omega   39.00  177.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000    0.0000  -60.0000 138

#__ type_ start__ end____ width___ exp.time_
 13 omega  -33.00   55.00   1.0000    1.3750
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -38.0000  150.0000 88

#__ type_ start__ end____ width___ exp.time_
 14 omega    1.00   75.00   1.0000    1.3750
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -99.0000  120.0000 74

#__ type_ start__ end____ width___ exp.time_
 15 omega   20.00   77.00   1.0000    1.3750
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000 -120.0000 57

#__ type_ start__ end____ width___ exp.time_
 16 omega   17.00  105.00   1.0000    1.3750
omega____ theta____ kappa____ phi______ frames
    -       36.2921   38.0000  -30.0000 88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0335980000
_diffrn_orient_matrix_UB_12      -0.0431330000
_diffrn_orient_matrix_UB_13      0.0425111000
_diffrn_orient_matrix_UB_21      -0.0463296000
_diffrn_orient_matrix_UB_22      0.1541115000
_diffrn_orient_matrix_UB_23      0.0104321000
_diffrn_orient_matrix_UB_31      -0.2183538000
_diffrn_orient_matrix_UB_32      -0.0260708000
_diffrn_orient_matrix_UB_33      -0.0087765000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.710
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3621
_reflns_number_total             3976
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
 Flack x determined using 1356 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.000(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         3976
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0535
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1004P)²+0.2458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1492
_refine_ls_wR_factor_ref         0.1553
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13), C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C15(H15A,H15B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.4710(3) 0.7077(3) 0.73202(4) 0.1337(9) Uani 1 1 d . . . . .
O1 O 0.1935(5) 0.3981(3) 0.62227(9) 0.0695(8) Uani 1 1 d . . . . .
O2 O 0.1294(6) 0.5108(4) 0.56726(10) 0.0860(10) Uani 1 1 d . . . . .
O3 O 0.5998(6) 0.4257(3) 0.57617(9) 0.0721(9) Uani 1 1 d . . . . .
O4 O 0.7629(4) 1.0796(3) 0.54802(8) 0.0619(7) Uani 1 1 d . . . . .
O5 O 0.4377(5) 1.0611(3) 0.54300(8) 0.0679(8) Uani 1 1 d . . . . .
O6 O 0.6313(5) 1.1156(3) 0.63512(8) 0.0692(8) Uani 1 1 d . . . . .
O7 O 0.8926(5) 0.9732(4) 0.63400(9) 0.0732(8) Uani 1 1 d . . . . .
C1 C 0.6778(8) 0.6009(6) 0.73795(12) 0.0711(11) Uani 1 1 d . . . . .
C2 C 0.7293(10) 0.5601(8) 0.77469(14) 0.0947(17) Uani 1 1 d . . . . .
H2 H 0.6524 0.5863 0.7957 0.114 Uiso 1 1 calc R . . . .
C3 C 0.8913(12) 0.4819(8) 0.78022(15) 0.106(2) Uani 1 1 d . . . . .
H3 H 0.9276 0.4551 0.8051 0.127 Uiso 1 1 calc R . . . .
C4 C 1.0028(11) 0.4419(7) 0.7491(2) 0.0998(19) Uani 1 1 d . . . . .
H4 H 1.1129 0.3859 0.7528 0.120 Uiso 1 1 calc R . . . .
C5 C 0.9519(8) 0.4848(6) 0.71203(14) 0.0746(12) Uani 1 1 d . . . . .
H5 H 1.0298 0.4590 0.6911 0.090 Uiso 1 1 calc R . . . .
C6 C 0.7870(6) 0.5651(4) 0.70602(10) 0.0534(8) Uani 1 1 d . . . . .
C7 C 0.7289(5) 0.6052(4) 0.66772(10) 0.0484(8) Uani 1 1 d . . . . .
C8 C 0.6762(5) 0.6354(3) 0.63560(10) 0.0449(7) Uani 1 1 d . . . . .
C9 C 0.6083(5) 0.6704(3) 0.59690(9) 0.0426(7) Uani 1 1 d . . . . .
C10 C 0.6310(5) 0.5454(4) 0.56854(10) 0.0477(8) Uani 1 1 d . . . . .
C11 C 0.6999(7) 0.6023(4) 0.53010(11) 0.0594(9) Uani 1 1 d . . . . .
H11A H 0.6129 0.5722 0.5095 0.071 Uiso 1 1 calc R . . . .
H11B H 0.8310 0.5687 0.5244 0.071 Uiso 1 1 calc R . . . .
C12 C 0.6988(6) 0.7616(4) 0.53357(10) 0.0533(8) Uani 1 1 d . . . . .
H12A H 0.5776 0.8001 0.5234 0.064 Uiso 1 1 calc R . . . .
H12B H 0.8076 0.8021 0.5193 0.064 Uiso 1 1 calc R . . . .
C13 C 0.7183(5) 0.7935(3) 0.57749(9) 0.0431(7) Uani 1 1 d . . . . .
H13 H 0.8563 0.7937 0.5853 0.052 Uiso 1 1 calc R . . . .
C14 C 0.6143(5) 0.9280(4) 0.59218(9) 0.0445(7) Uani 1 1 d . . . . .
C15 C 0.4176(5) 0.8789(4) 0.60947(11) 0.0518(8) Uani 1 1 d . . . . .
H15A H 0.4202 0.8856 0.6375 0.062 Uiso 1 1 calc R . . . .
H15B H 0.3109 0.9364 0.5998 0.062 Uiso 1 1 calc R . . . .
C16 C 0.3920(5) 0.7262(4) 0.59677(9) 0.0432(7) Uani 1 1 d . . . . .
H16 H 0.3448 0.7260 0.5700 0.052 Uiso 1 1 calc R . . . .
C17 C 0.2477(5) 0.6431(4) 0.62130(11) 0.0501(8) Uani 1 1 d . . . . .
H17A H 0.3090 0.6170 0.6456 0.060 Uiso 1 1 calc R . . . .
H17B H 0.1346 0.7013 0.6271 0.060 Uiso 1 1 calc R . . . .
C18 C 0.1824(5) 0.5121(4) 0.60014(11) 0.0551(9) Uani 1 1 d . . . . .
C19 C 0.1491(12) 0.2674(5) 0.6026(2) 0.106(2) Uani 1 1 d . . . . .
H19A H 0.2436 0.2516 0.5824 0.159 Uiso 1 1 calc GR . . . .
H19B H 0.0205 0.2728 0.5914 0.159 Uiso 1 1 calc GR . . . .
H19C H 0.1538 0.1911 0.6208 0.159 Uiso 1 1 calc GR . . . .
C20 C 0.5893(6) 1.0318(3) 0.55843(10) 0.0493(8) Uani 1 1 d . . . . .
C21 C 0.7687(10) 1.1744(5) 0.51522(13) 0.0821(15) Uani 1 1 d . . . . .
H21A H 0.7075 1.1303 0.4933 0.123 Uiso 1 1 calc GR . . . .
H21B H 0.9025 1.1961 0.5091 0.123 Uiso 1 1 calc GR . . . .
H21C H 0.7001 1.2596 0.5215 0.123 Uiso 1 1 calc GR . . . .
C22 C 0.7344(6) 1.0058(4) 0.62289(10) 0.0518(8) Uani 1 1 d . . . . .
C23 C 0.7197(10) 1.2096(6) 0.66281(15) 0.0913(17) Uani 1 1 d . . . . .
H23A H 0.8290 1.2567 0.6510 0.137 Uiso 1 1 calc GR . . . .
H23B H 0.7641 1.1568 0.6848 0.137 Uiso 1 1 calc GR . . . .
H23C H 0.6249 1.2781 0.6710 0.137 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1 1.750(6) . ?
O1 C18 1.327(5) . ?
O1 C19 1.447(6) . ?
O2 C18 1.191(5) . ?
O3 C10 1.186(5) . ?
O4 C20 1.319(5) . ?
O4 C21 1.447(5) . ?
O5 C20 1.196(5) . ?
O6 C22 1.327(5) . ?
O6 C23 1.440(5) . ?
O7 C22 1.187(5) . ?
C1 C2 1.372(6) . ?
C1 C6 1.373(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.346(10) . ?
C3 H3 0.9300 . ?
C3 C4 1.371(10) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.376(7) . ?
C6 C7 1.432(5) . ?
C7 C8 1.200(5) . ?
C8 C9 1.452(5) . ?
C9 C10 1.547(4) . ?
C9 C13 1.543(5) . ?
C9 C16 1.569(5) . ?
C10 C11 1.508(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.518(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.551(4) . ?
C13 H13 0.9800 . ?
C13 C14 1.547(5) . ?
C14 C15 1.542(5) . ?
C14 C20 1.535(5) . ?
C14 C22 1.530(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.525(5) . ?
C16 H16 0.9800 . ?
C16 C17 1.520(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.510(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 O1 C19 114.7(4) . . ?
C20 O4 C21 116.9(4) . . ?
C22 O6 C23 118.4(4) . . ?
C2 C1 Cl1 118.6(4) . . ?
C2 C1 C6 122.2(5) . . ?
C6 C1 Cl1 119.2(3) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.9(6) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.9(5) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(6) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.5(5) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 117.4(4) . . ?
C1 C6 C7 121.6(4) . . ?
C5 C6 C7 120.9(4) . . ?
C8 C7 C6 178.0(4) . . ?
C7 C8 C9 178.8(4) . . ?
C8 C9 C10 112.0(3) . . ?
C8 C9 C13 114.7(3) . . ?
C8 C9 C16 112.3(3) . . ?
C10 C9 C16 110.6(3) . . ?
C13 C9 C10 105.0(3) . . ?
C13 C9 C16 101.6(3) . . ?
O3 C10 C9 125.3(3) . . ?
O3 C10 C11 126.5(3) . . ?
C11 C10 C9 108.2(3) . . ?
C10 C11 H11A 110.4 . . ?
C10 C11 H11B 110.4 . . ?
C10 C11 C12 106.6(3) . . ?
H11A C11 H11B 108.6 . . ?
C12 C11 H11A 110.4 . . ?
C12 C11 H11B 110.4 . . ?
C11 C12 H12A 110.6 . . ?
C11 C12 H12B 110.6 . . ?
C11 C12 C13 105.8(3) . . ?
H12A C12 H12B 108.7 . . ?
C13 C12 H12A 110.6 . . ?
C13 C12 H12B 110.6 . . ?
C9 C13 C12 103.5(3) . . ?
C9 C13 H13 110.5 . . ?
C9 C13 C14 105.1(3) . . ?
C12 C13 H13 110.5 . . ?
C14 C13 C12 116.3(3) . . ?
C14 C13 H13 110.5 . . ?
C15 C14 C13 106.1(3) . . ?
C20 C14 C13 109.4(3) . . ?
C20 C14 C15 113.0(3) . . ?
C22 C14 C13 112.3(3) . . ?
C22 C14 C15 110.2(3) . . ?
C22 C14 C20 105.9(3) . . ?
C14 C15 H15A 110.5 . . ?
C14 C15 H15B 110.5 . . ?
H15A C15 H15B 108.7 . . ?
C16 C15 C14 106.0(3) . . ?
C16 C15 H15A 110.5 . . ?
C16 C15 H15B 110.5 . . ?
C9 C16 H16 108.1 . . ?
C15 C16 C9 102.3(3) . . ?
C15 C16 H16 108.1 . . ?
C17 C16 C9 115.7(3) . . ?
C17 C16 C15 114.1(3) . . ?
C17 C16 H16 108.1 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
C18 C17 C16 110.5(3) . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
O1 C18 C17 112.2(3) . . ?
O2 C18 O1 123.9(4) . . ?
O2 C18 C17 123.9(4) . . ?
O1 C19 H19A 109.5 . . ?
O1 C19 H19B 109.5 . . ?
O1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 C20 C14 109.1(3) . . ?
O5 C20 O4 125.1(3) . . ?
O5 C20 C14 125.7(4) . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O6 C22 C14 108.4(3) . . ?
O7 C22 O6 125.8(4) . . ?
O7 C22 C14 125.8(4) . . ?
O6 C23 H23A 109.5 . . ?
O6 C23 H23B 109.5 . . ?
O6 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
