# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 2131464'
loop_
_audit_author_name
_audit_author_address
'Tang Zhishun '
;Southwest Minzu University
China
;
_audit_update_record             
;
2021-12-29 deposited with the CCDC.	2022-03-21 downloaded from the CCDC.
;
_audit_creation_date             2021-04-26
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H22 Cl N O6'
_chemical_formula_sum            'C23 H22 Cl N O6'
_chemical_formula_weight         443.86
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   14.9980(6)
_cell_length_b                   12.8933(5)
_cell_length_c                   21.1475(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4089.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4536
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      28.9540
_cell_measurement_theta_min      2.3040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.229
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            11972
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.295
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -38.00  33.00   1.00    3.00    --   11.90 -38.00 -90.00   71
  2  ω     13.00  79.00   1.00    3.00    --   11.90  38.00  60.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0002972000
_diffrn_orient_matrix_UB_12      0.0475981000
_diffrn_orient_matrix_UB_13      0.0167511000
_diffrn_orient_matrix_UB_21      -0.0247523000
_diffrn_orient_matrix_UB_22      -0.0236280000
_diffrn_orient_matrix_UB_23      0.0247651000
_diffrn_orient_matrix_UB_31      0.0402549000
_diffrn_orient_matrix_UB_32      -0.0141483000
_diffrn_orient_matrix_UB_33      0.0152897000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3009
_reflns_number_total             3607
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3607
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0389
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0334P)²+2.0897P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0903
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C11(H11), C13(H13), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B), C22(H22A,H22B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C16(H16), C17(H17), C18(H18), C19(H19)
2.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.34941(4) 0.44443(4) 0.28982(3) 0.04370(18) Uani 1 1 d . . . . .
O1 O 0.19247(8) 0.78608(10) 0.43658(6) 0.0257(3) Uani 1 1 d . . . . .
O2 O 0.27533(9) 0.92193(9) 0.44737(7) 0.0284(3) Uani 1 1 d . . . . .
O3 O 0.52178(8) 0.59956(9) 0.57182(6) 0.0210(3) Uani 1 1 d . . . . .
H3 H 0.567433 0.633192 0.577702 0.031 Uiso 1 1 calc R U . . .
O4 O 0.54779(8) 0.79077(10) 0.65352(6) 0.0254(3) Uani 1 1 d . . . . .
O5 O 0.53342(9) 0.90146(11) 0.57222(7) 0.0319(4) Uani 1 1 d . . . . .
O6 O 0.28755(8) 0.85083(9) 0.58513(6) 0.0193(3) Uani 1 1 d . . . . .
N1 N 0.26051(10) 0.82955(11) 0.45480(7) 0.0182(3) Uani 1 1 d . . . . .
C1 C 0.38677(11) 0.71576(14) 0.37668(9) 0.0175(4) Uani 1 1 d . . . . .
C2 C 0.38121(12) 0.61016(14) 0.36409(9) 0.0212(4) Uani 1 1 d . . . . .
H2 H 0.393158 0.562092 0.395763 0.025 Uiso 1 1 calc R U . . .
C3 C 0.35781(13) 0.57705(15) 0.30415(9) 0.0242(4) Uani 1 1 d . . . . .
C4 C 0.34094(12) 0.64540(16) 0.25546(9) 0.0267(5) Uani 1 1 d . . . . .
H4 H 0.327128 0.621616 0.215118 0.032 Uiso 1 1 calc R U . . .
C5 C 0.34517(12) 0.75034(16) 0.26844(10) 0.0275(5) Uani 1 1 d . . . . .
H5 H 0.333080 0.798107 0.236623 0.033 Uiso 1 1 calc R U . . .
C6 C 0.36717(12) 0.78487(15) 0.32822(9) 0.0235(4) Uani 1 1 d . . . . .
H6 H 0.368914 0.855770 0.336210 0.028 Uiso 1 1 calc R U . . .
C7 C 0.41257(11) 0.75787(13) 0.44136(8) 0.0169(4) Uani 1 1 d . . . . .
H7 H 0.434071 0.828855 0.434857 0.020 Uiso 1 1 calc R U . . .
C8 C 0.48801(12) 0.69797(14) 0.47614(8) 0.0183(4) Uani 1 1 d . . . . .
H8A H 0.505149 0.637930 0.451310 0.022 Uiso 1 1 calc R U . . .
H8B H 0.539821 0.742447 0.480404 0.022 Uiso 1 1 calc R U . . .
C9 C 0.45733(11) 0.66285(13) 0.54142(8) 0.0164(4) Uani 1 1 d . . . . .
C10 C 0.37444(11) 0.59557(13) 0.53389(9) 0.0171(4) Uani 1 1 d . . . . .
H10A H 0.359005 0.565015 0.574350 0.021 Uiso 1 1 calc R U . . .
H10B H 0.386822 0.539689 0.504459 0.021 Uiso 1 1 calc R U . . .
C11 C 0.29448(11) 0.66100(13) 0.50907(8) 0.0160(4) Uani 1 1 d . . . . .
H11 H 0.265861 0.625282 0.473554 0.019 Uiso 1 1 calc R U . . .
C12 C 0.33207(11) 0.76469(13) 0.48712(8) 0.0157(4) Uani 1 1 d . . . . .
C13 C 0.36169(11) 0.82404(13) 0.54586(8) 0.0162(4) Uani 1 1 d . . . . .
H13 H 0.390673 0.888336 0.532137 0.019 Uiso 1 1 calc R U . . .
C14 C 0.43096(11) 0.75836(13) 0.58218(9) 0.0169(4) Uani 1 1 d . . . . .
H14 H 0.402697 0.732900 0.620973 0.020 Uiso 1 1 calc R U . . .
C15 C 0.22705(11) 0.68045(13) 0.56097(8) 0.0166(4) Uani 1 1 d . . . . .
C16 C 0.16249(12) 0.60666(14) 0.57539(9) 0.0223(4) Uani 1 1 d . . . . .
H16 H 0.159761 0.545946 0.551721 0.027 Uiso 1 1 calc R U . . .
C17 C 0.10260(13) 0.62139(15) 0.62381(9) 0.0264(5) Uani 1 1 d . . . . .
H17 H 0.061032 0.570203 0.633351 0.032 Uiso 1 1 calc R U . . .
C18 C 0.10437(12) 0.71266(16) 0.65832(9) 0.0259(5) Uani 1 1 d . . . . .
H18 H 0.063714 0.722945 0.690930 0.031 Uiso 1 1 calc R U . . .
C19 C 0.16629(12) 0.78823(15) 0.64442(9) 0.0227(4) Uani 1 1 d . . . . .
H19 H 0.166959 0.850091 0.667034 0.027 Uiso 1 1 calc R U . . .
C20 C 0.22764(11) 0.77132(13) 0.59642(8) 0.0170(4) Uani 1 1 d . . . . .
C21 C 0.50927(12) 0.82604(14) 0.60095(9) 0.0189(4) Uani 1 1 d . . . . .
C22 C 0.62262(13) 0.85104(17) 0.67765(10) 0.0318(5) Uani 1 1 d . . . . .
H22A H 0.655288 0.881248 0.642612 0.038 Uiso 1 1 calc R U . . .
H22B H 0.662844 0.805934 0.700754 0.038 Uiso 1 1 calc R U . . .
C23 C 0.58977(14) 0.93547(15) 0.72045(10) 0.0316(5) Uani 1 1 d . . . . .
H23A H 0.552966 0.982489 0.696835 0.047 Uiso 1 1 calc R U . . .
H23B H 0.639733 0.972417 0.737712 0.047 Uiso 1 1 calc R U . . .
H23C H 0.555572 0.905591 0.754227 0.047 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C3 1.741(2) . ?
O1 N1 1.2264(19) . ?
O2 N1 1.2218(19) . ?
O3 H3 0.8200 . ?
O3 C9 1.419(2) . ?
O4 C21 1.333(2) . ?
O4 C22 1.457(2) . ?
O5 C21 1.202(2) . ?
O6 C13 1.430(2) . ?
O6 C20 1.384(2) . ?
N1 C12 1.523(2) . ?
C1 C2 1.390(3) . ?
C1 C6 1.390(3) . ?
C1 C7 1.522(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.383(3) . ?
C3 C4 1.379(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.382(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.380(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9800 . ?
C7 C8 1.555(2) . ?
C7 C12 1.550(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.524(2) . ?
C9 C10 1.524(2) . ?
C9 C14 1.554(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.557(2) . ?
C11 H11 0.9800 . ?
C11 C12 1.523(2) . ?
C11 C15 1.513(2) . ?
C12 C13 1.525(2) . ?
C13 H13 0.9800 . ?
C13 C14 1.545(2) . ?
C14 H14 0.9800 . ?
C14 C21 1.516(2) . ?
C15 C16 1.391(3) . ?
C15 C20 1.391(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.375(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.385(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.378(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.387(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.499(3) . ?
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
C9 O3 H3 109.5 . . ?
C21 O4 C22 116.35(15) . . ?
C20 O6 C13 115.22(13) . . ?
O1 N1 C12 118.46(14) . . ?
O2 N1 O1 123.81(15) . . ?
O2 N1 C12 117.71(14) . . ?
C2 C1 C7 122.48(16) . . ?
C6 C1 C2 118.31(18) . . ?
C6 C1 C7 119.21(16) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.56(18) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 Cl1 118.76(15) . . ?
C4 C3 Cl1 118.98(15) . . ?
C4 C3 C2 122.26(18) . . ?
C3 C4 H4 121.0 . . ?
C3 C4 C5 117.97(19) . . ?
C5 C4 H4 121.0 . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.57(18) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 H6 119.4 . . ?
C5 C6 C1 121.28(18) . . ?
C5 C6 H6 119.4 . . ?
C1 C7 H7 106.9 . . ?
C1 C7 C8 115.66(14) . . ?
C1 C7 C12 112.54(14) . . ?
C8 C7 H7 106.9 . . ?
C12 C7 H7 106.9 . . ?
C12 C7 C8 107.43(14) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C9 C8 C7 110.88(14) . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
O3 C9 C8 112.06(14) . . ?
O3 C9 C10 106.00(13) . . ?
O3 C9 C14 112.19(14) . . ?
C8 C9 C10 108.70(14) . . ?
C8 C9 C14 110.11(14) . . ?
C10 C9 C14 107.54(14) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 C11 110.79(14) . . ?
H10A C10 H10B 108.1 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C10 C11 H11 109.9 . . ?
C12 C11 C10 107.05(14) . . ?
C12 C11 H11 109.9 . . ?
C15 C11 C10 111.09(14) . . ?
C15 C11 H11 109.9 . . ?
C15 C11 C12 108.84(14) . . ?
N1 C12 C7 107.46(14) . . ?
N1 C12 C11 110.97(14) . . ?
N1 C12 C13 107.18(13) . . ?
C11 C12 C7 115.39(14) . . ?
C11 C12 C13 107.46(14) . . ?
C13 C12 C7 108.07(14) . . ?
O6 C13 C12 111.57(14) . . ?
O6 C13 H13 108.2 . . ?
O6 C13 C14 111.50(14) . . ?
C12 C13 H13 108.2 . . ?
C12 C13 C14 109.02(14) . . ?
C14 C13 H13 108.2 . . ?
C9 C14 H14 108.0 . . ?
C13 C14 C9 109.24(14) . . ?
C13 C14 H14 108.0 . . ?
C21 C14 C9 113.84(14) . . ?
C21 C14 C13 109.61(14) . . ?
C21 C14 H14 108.0 . . ?
C16 C15 C11 120.71(16) . . ?
C20 C15 C11 121.75(15) . . ?
C20 C15 C16 117.54(17) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 C15 121.55(18) . . ?
C17 C16 H16 119.2 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.81(18) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.09(18) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.47(18) . . ?
C20 C19 H19 120.3 . . ?
O6 C20 C15 122.35(15) . . ?
O6 C20 C19 116.13(16) . . ?
C19 C20 C15 121.50(17) . . ?
O4 C21 C14 110.96(15) . . ?
O5 C21 O4 124.53(17) . . ?
O5 C21 C14 124.51(17) . . ?
O4 C22 H22A 109.6 . . ?
O4 C22 H22B 109.6 . . ?
O4 C22 C23 110.21(16) . . ?
H22A C22 H22B 108.1 . . ?
C23 C22 H22A 109.6 . . ?
C23 C22 H22B 109.6 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C3 C4 C5 177.94(15) . . . . ?
O1 N1 C12 C7 109.73(16) . . . . ?
O1 N1 C12 C11 -17.3(2) . . . . ?
O1 N1 C12 C13 -134.32(15) . . . . ?
O2 N1 C12 C7 -68.74(19) . . . . ?
O2 N1 C12 C11 164.26(15) . . . . ?
O2 N1 C12 C13 47.2(2) . . . . ?
O3 C9 C10 C11 172.47(14) . . . . ?
O3 C9 C14 C13 179.35(13) . . . . ?
O3 C9 C14 C21 56.47(19) . . . . ?
O6 C13 C14 C9 132.23(14) . . . . ?
O6 C13 C14 C21 -102.41(16) . . . . ?
N1 C12 C13 O6 53.49(17) . . . . ?
N1 C12 C13 C14 177.07(13) . . . . ?
C1 C2 C3 Cl1 -178.92(14) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C1 C7 C8 C9 -124.51(16) . . . . ?
C1 C7 C12 N1 -55.28(18) . . . . ?
C1 C7 C12 C11 69.09(19) . . . . ?
C1 C7 C12 C13 -170.64(14) . . . . ?
C2 C1 C6 C5 -1.8(3) . . . . ?
C2 C1 C7 C8 39.7(2) . . . . ?
C2 C1 C7 C12 -84.3(2) . . . . ?
C2 C3 C4 C5 -2.1(3) . . . . ?
C3 C4 C5 C6 1.1(3) . . . . ?
C4 C5 C6 C1 0.8(3) . . . . ?
C6 C1 C2 C3 0.9(3) . . . . ?
C6 C1 C7 C8 -140.84(16) . . . . ?
C6 C1 C7 C12 95.15(19) . . . . ?
C7 C1 C2 C3 -179.67(16) . . . . ?
C7 C1 C6 C5 178.70(16) . . . . ?
C7 C8 C9 O3 174.40(13) . . . . ?
C7 C8 C9 C10 57.58(18) . . . . ?
C7 C8 C9 C14 -59.99(18) . . . . ?
C7 C12 C13 O6 169.03(13) . . . . ?
C7 C12 C13 C14 -67.39(17) . . . . ?
C8 C7 C12 N1 176.27(13) . . . . ?
C8 C7 C12 C11 -59.36(19) . . . . ?
C8 C7 C12 C13 60.92(17) . . . . ?
C8 C9 C10 C11 -66.89(18) . . . . ?
C8 C9 C14 C13 53.80(18) . . . . ?
C8 C9 C14 C21 -69.07(19) . . . . ?
C9 C10 C11 C12 12.24(19) . . . . ?
C9 C10 C11 C15 -106.46(16) . . . . ?
C9 C14 C21 O4 -85.81(18) . . . . ?
C9 C14 C21 O5 94.2(2) . . . . ?
C10 C9 C14 C13 -64.48(17) . . . . ?
C10 C9 C14 C21 172.64(15) . . . . ?
C10 C11 C12 N1 173.32(14) . . . . ?
C10 C11 C12 C7 50.81(19) . . . . ?
C10 C11 C12 C13 -69.80(17) . . . . ?
C10 C11 C15 C16 -83.4(2) . . . . ?
C10 C11 C15 C20 95.82(19) . . . . ?
C11 C12 C13 O6 -65.84(17) . . . . ?
C11 C12 C13 C14 57.74(17) . . . . ?
C11 C15 C16 C17 177.73(17) . . . . ?
C11 C15 C20 O6 2.3(3) . . . . ?
C11 C15 C20 C19 -179.26(16) . . . . ?
C12 C7 C8 C9 2.12(19) . . . . ?
C12 C11 C15 C16 158.98(16) . . . . ?
C12 C11 C15 C20 -21.8(2) . . . . ?
C12 C13 C14 C9 8.60(19) . . . . ?
C12 C13 C14 C21 133.97(15) . . . . ?
C13 O6 C20 C15 -14.6(2) . . . . ?
C13 O6 C20 C19 166.83(15) . . . . ?
C13 C14 C21 O4 151.51(15) . . . . ?
C13 C14 C21 O5 -28.5(2) . . . . ?
C14 C9 C10 C11 52.30(18) . . . . ?
C15 C11 C12 N1 -66.52(18) . . . . ?
C15 C11 C12 C7 170.96(14) . . . . ?
C15 C11 C12 C13 50.35(18) . . . . ?
C15 C16 C17 C18 1.7(3) . . . . ?
C16 C15 C20 O6 -178.46(15) . . . . ?
C16 C15 C20 C19 0.0(3) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C17 C18 C19 C20 -1.1(3) . . . . ?
C18 C19 C20 O6 179.86(16) . . . . ?
C18 C19 C20 C15 1.3(3) . . . . ?
C20 O6 C13 C12 46.70(19) . . . . ?
C20 O6 C13 C14 -75.46(17) . . . . ?
C20 C15 C16 C17 -1.5(3) . . . . ?
C21 O4 C22 C23 87.3(2) . . . . ?
C22 O4 C21 O5 1.8(3) . . . . ?
C22 O4 C21 C14 -178.26(15) . . . . ?

_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 1.383
_oxdiff_exptl_absorpt_empirical_full_min 0.725
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM and Petroleum ether'
