# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

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

data_1-a
_database_code_depnum_ccdc_archive 'CCDC 2210637'
loop_
_audit_author_name
_audit_author_address
fgg
;ddf
China
;
_audit_update_record             
;
2022-10-01 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2022-07-28
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H32 N2 O3'
_chemical_formula_sum            'C28 H32 N2 O3'
_chemical_formula_weight         444.55
_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'
N N 0.0311 0.0180 '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                   10.4023(2)
_cell_length_b                   12.1374(2)
_cell_length_c                   18.3815(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2320.79(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18997
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      73.9110
_cell_measurement_theta_min      2.3720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.654
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38811
_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            'light colourless'
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            26407
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.198
_diffrn_reflns_theta_min         4.365
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(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 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -113.00 -13.00   1.00    1.00    --  -40.73 -57.00 150.00  100
  2  ω   -113.00 -13.00   1.00    1.00    --  -40.73 -57.00-150.00  100
  3  ω   -116.00 -22.00   1.00    1.00    --  -40.73 161.00  36.00   94
  4  ω     34.00 122.00   1.00    1.00    --  107.58-125.00-120.00   88
  5  ω     82.00 178.00   1.00    1.00    --  107.58  45.00 -60.00   96
  6  ω     82.00 178.00   1.00    1.00    --  107.58  45.00-150.00   96
  7  ω     35.00 137.00   1.00    1.00    --  107.58 -61.00 150.00  102
  8  ω     94.00 178.00   1.00    1.00    --  107.58 125.00 -90.00   84
  9  ω     78.00 178.00   1.00    1.00    --  107.58  61.00-180.00  100
 10  ω   -113.00 -13.00   1.00    1.00    --  -40.73 -57.00  30.00  100
 11  ω     71.00 117.00   1.00    1.00    --   40.73 161.00  36.00   46
 12  ω     82.00 178.00   1.00    1.00    --  107.58  45.00 120.00   96
 13  ω     31.00 140.00   1.00    1.00    --  107.58 -77.00 -30.00  109
 14  ω     75.00 178.00   1.00    1.00    --  107.58  77.00  60.00  103
 15  ω     79.00 178.00   1.00    1.00    --  107.58  30.00  30.00   99
 16  ω   -113.00 -13.00   1.00    1.00    --  -40.73 -57.00 -60.00  100
 17  ω     71.00 117.00   1.00    1.00    --   40.73 161.00 128.00   46
 18  ω     75.00 178.00   1.00    1.00    --  107.58  77.00-120.00  103
 19  ω     78.00 178.00   1.00    1.00    --  107.58  61.00 150.00  100
 20  ω     78.00 117.00   1.00    1.00    --  107.58  61.00  30.00   39
 21  ω     78.00 178.00   1.00    1.00    --  107.58  61.00 -30.00  100
;
_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      -0.0117446000
_diffrn_orient_matrix_UB_12      0.0501206000
_diffrn_orient_matrix_UB_13      0.0767673000
_diffrn_orient_matrix_UB_21      -0.0274083000
_diffrn_orient_matrix_UB_22      -0.1153142000
_diffrn_orient_matrix_UB_23      0.0313777000
_diffrn_orient_matrix_UB_31      0.1449746000
_diffrn_orient_matrix_UB_32      -0.0178570000
_diffrn_orient_matrix_UB_33      0.0121197000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.752
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.975
_reflns_number_gt                4564
_reflns_number_total             4640
_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 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
;
 Flack x determined using 1905 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(9)
_refine_ls_extinction_coef       0.0035(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         4640
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.037
_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)+(0.0611P)²+0.4222P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.0985
_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:
 C4(H4), C5(H5), C6(H6), C7(H7), C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C8(H8A,H8B), C9(H9A,H9B), C14(H14A,H14B), C16(H16A,
 H16B), C17(H17A,H17B), C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C24(H24), C25(H25), C26(H26)
2.d X=CH2 refined with riding coordinates:
 C11(H11A,H11B), C28(H28A,H28B)
2.e Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_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
O1 O 0.71689(16) 0.71335(11) 0.47243(8) 0.0325(4) Uani 1 1 d . . . . .
O2 O 0.63144(18) 0.56095(13) 0.51745(8) 0.0387(4) Uani 1 1 d . . . . .
O3 O 0.80156(15) 0.42369(13) 0.26341(8) 0.0334(3) Uani 1 1 d . . . . .
N1 N 0.62631(18) 0.52661(16) 0.23019(9) 0.0321(4) Uani 1 1 d . . . . .
N2 N 0.63258(16) 0.37982(13) 0.38560(9) 0.0235(3) Uani 1 1 d . . . . .
C1 C 0.7255(2) 0.94723(17) 0.42800(11) 0.0328(5) Uani 1 1 d . . . . .
C2 C 0.8146(3) 1.03742(19) 0.40208(13) 0.0410(5) Uani 1 1 d . . . . .
H2A H 0.864394 1.066805 0.442264 0.049 Uiso 1 1 calc R U . . .
H2B H 0.766261 1.096965 0.379938 0.049 Uiso 1 1 calc R U . . .
C3 C 0.9022(3) 0.98245(19) 0.34631(13) 0.0387(5) Uani 1 1 d . . . . .
H3A H 0.975664 0.948231 0.369688 0.046 Uiso 1 1 calc R U . . .
H3B H 0.932533 1.035244 0.310597 0.046 Uiso 1 1 calc R U . . .
C4 C 0.8147(2) 0.89563(17) 0.31103(11) 0.0298(4) Uani 1 1 d . . . . .
H4 H 0.753869 0.935736 0.280106 0.036 Uiso 1 1 calc R U . . .
C5 C 0.7358(2) 0.84916(16) 0.37646(10) 0.0264(4) Uani 1 1 d . . . . .
H5 H 0.649644 0.828811 0.359618 0.032 Uiso 1 1 calc R U . . .
C6 C 0.7988(2) 0.74903(15) 0.41275(10) 0.0247(4) Uani 1 1 d . . . . .
H6 H 0.883729 0.769354 0.431459 0.030 Uiso 1 1 calc R U . . .
C7 C 0.8110(2) 0.64977(15) 0.36135(10) 0.0239(4) Uani 1 1 d . . . . .
H7 H 0.754495 0.664431 0.319808 0.029 Uiso 1 1 calc R U . . .
C8 C 0.9465(2) 0.63860(17) 0.33106(12) 0.0319(5) Uani 1 1 d . . . . .
H8A H 0.948624 0.579195 0.295783 0.038 Uiso 1 1 calc R U . . .
H8B H 1.005140 0.619968 0.370225 0.038 Uiso 1 1 calc R U . . .
C9 C 0.9916(2) 0.74671(19) 0.29430(14) 0.0368(5) Uani 1 1 d . . . . .
H9A H 1.036894 0.790808 0.330059 0.044 Uiso 1 1 calc R U . . .
H9B H 1.052111 0.728428 0.256035 0.044 Uiso 1 1 calc R U . . .
C10 C 0.8850(2) 0.81532(18) 0.26208(12) 0.0335(5) Uani 1 1 d . . . . .
C11 C 0.8566(3) 0.8097(3) 0.19196(14) 0.0535(7) Uani 1 1 d . . . . .
H11A H 0.902757 0.762861 0.161620 0.064 Uiso 1 1 calc R U . . .
H11B H 0.790558 0.852679 0.173039 0.064 Uiso 1 1 calc R U . . .
C12 C 0.75204(18) 0.55092(15) 0.40285(10) 0.0226(4) Uani 1 1 d . . . . .
C13 C 0.6921(2) 0.60455(16) 0.46977(10) 0.0271(4) Uani 1 1 d . . . . .
C14 C 0.83837(19) 0.45395(16) 0.42713(11) 0.0275(4) Uani 1 1 d . . . . .
H14A H 0.870152 0.466110 0.476087 0.033 Uiso 1 1 calc R U . . .
H14B H 0.911250 0.446202 0.394613 0.033 Uiso 1 1 calc R U . . .
C15 C 0.7527(2) 0.34946(16) 0.42443(11) 0.0267(4) Uani 1 1 d . . . . .
H15 H 0.797413 0.291964 0.396821 0.032 Uiso 1 1 calc R U . . .
C16 C 0.7059(2) 0.30089(18) 0.49707(12) 0.0339(5) Uani 1 1 d . . . . .
H16A H 0.760749 0.240772 0.512767 0.041 Uiso 1 1 calc R U . . .
H16B H 0.703719 0.356724 0.534799 0.041 Uiso 1 1 calc R U . . .
C17 C 0.5708(2) 0.25988(18) 0.47914(12) 0.0323(4) Uani 1 1 d . . . . .
H17A H 0.518775 0.252887 0.522696 0.039 Uiso 1 1 calc R U . . .
H17B H 0.573348 0.189511 0.454160 0.039 Uiso 1 1 calc R U . . .
C18 C 0.5200(2) 0.35093(18) 0.42949(11) 0.0310(4) Uani 1 1 d . . . . .
H18A H 0.450326 0.324313 0.399165 0.037 Uiso 1 1 calc R U . . .
H18B H 0.490182 0.413614 0.457522 0.037 Uiso 1 1 calc R U . . .
C19 C 0.64718(18) 0.49000(15) 0.35593(9) 0.0211(4) Uani 1 1 d . . . . .
C20 C 0.70448(19) 0.47447(16) 0.27827(10) 0.0249(4) Uani 1 1 d . . . . .
C21 C 0.5247(2) 0.57954(18) 0.26525(11) 0.0302(4) Uani 1 1 d . . . . .
C22 C 0.52759(19) 0.55730(16) 0.34026(11) 0.0254(4) Uani 1 1 d . . . . .
C23 C 0.4354(2) 0.60379(19) 0.38445(13) 0.0347(5) Uani 1 1 d . . . . .
H23 H 0.435549 0.589925 0.434211 0.042 Uiso 1 1 calc R U . . .
C24 C 0.3412(2) 0.6721(2) 0.35378(16) 0.0466(6) Uani 1 1 d . . . . .
H24 H 0.277918 0.702770 0.383210 0.056 Uiso 1 1 calc R U . . .
C25 C 0.3420(2) 0.6942(2) 0.28003(17) 0.0514(7) Uani 1 1 d . . . . .
H25 H 0.279663 0.740434 0.260459 0.062 Uiso 1 1 calc R U . . .
C26 C 0.4339(2) 0.6488(2) 0.23499(14) 0.0456(6) Uani 1 1 d . . . . .
H26 H 0.434717 0.664455 0.185465 0.055 Uiso 1 1 calc R U . . .
C27 C 0.6486(3) 0.5290(3) 0.15213(12) 0.0550(7) Uani 1 1 d . . . . .
H27A H 0.662047 0.603736 0.136731 0.082 Uiso 1 1 calc R U . . .
H27B H 0.575283 0.499086 0.127365 0.082 Uiso 1 1 calc R U . . .
H27C H 0.723322 0.485890 0.140745 0.082 Uiso 1 1 calc R U . . .
C28 C 0.6503(3) 0.9523(2) 0.48577(14) 0.0512(7) Uani 1 1 d . . . . .
H28A H 0.649393 1.015429 0.514420 0.061 Uiso 1 1 calc R U . . .
H28B H 0.598299 0.892697 0.497815 0.061 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
O1 C6 1.455(2) . ?
O1 C13 1.346(2) . ?
O2 C13 1.203(3) . ?
O3 C20 1.214(2) . ?
N1 C20 1.357(3) . ?
N1 C21 1.394(3) . ?
N1 C27 1.454(3) . ?
N2 C15 1.486(2) . ?
N2 C18 1.464(3) . ?
N2 C19 1.452(2) . ?
C1 C2 1.512(3) . ?
C1 C5 1.525(3) . ?
C1 C28 1.320(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.525(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.536(3) . ?
C4 H4 0.9800 . ?
C4 C5 1.562(3) . ?
C4 C10 1.515(3) . ?
C5 H5 0.9800 . ?
C5 C6 1.533(3) . ?
C6 H6 0.9800 . ?
C6 C7 1.536(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.522(3) . ?
C7 C12 1.548(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.548(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.508(3) . ?
C10 C11 1.324(3) . ?
C11 H11A 0.9300 . ?
C11 H11B 0.9300 . ?
C12 C13 1.525(3) . ?
C12 C14 1.546(3) . ?
C12 C19 1.575(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.551(3) . ?
C15 H15 0.9800 . ?
C15 C16 1.539(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.527(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.527(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.558(2) . ?
C19 C22 1.516(3) . ?
C21 C22 1.405(3) . ?
C21 C26 1.382(3) . ?
C22 C23 1.378(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.402(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.382(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.379(4) . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9300 . ?
C28 H28B 0.9300 . ?

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
C13 O1 C6 112.12(15) . . ?
C20 N1 C21 111.58(16) . . ?
C20 N1 C27 123.8(2) . . ?
C21 N1 C27 124.6(2) . . ?
C18 N2 C15 110.39(15) . . ?
C19 N2 C15 108.71(15) . . ?
C19 N2 C18 120.73(16) . . ?
C2 C1 C5 109.03(18) . . ?
C28 C1 C2 125.7(2) . . ?
C28 C1 C5 125.3(2) . . ?
C1 C2 H2A 110.7 . . ?
C1 C2 H2B 110.7 . . ?
C1 C2 C3 105.16(18) . . ?
H2A C2 H2B 108.8 . . ?
C3 C2 H2A 110.7 . . ?
C3 C2 H2B 110.7 . . ?
C2 C3 H3A 111.1 . . ?
C2 C3 H3B 111.1 . . ?
C2 C3 C4 103.28(19) . . ?
H3A C3 H3B 109.1 . . ?
C4 C3 H3A 111.1 . . ?
C4 C3 H3B 111.1 . . ?
C3 C4 H4 106.7 . . ?
C3 C4 C5 103.54(16) . . ?
C5 C4 H4 106.7 . . ?
C10 C4 C3 113.96(19) . . ?
C10 C4 H4 106.7 . . ?
C10 C4 C5 118.60(17) . . ?
C1 C5 C4 103.51(16) . . ?
C1 C5 H5 109.2 . . ?
C1 C5 C6 112.24(15) . . ?
C4 C5 H5 109.2 . . ?
C6 C5 C4 113.40(16) . . ?
C6 C5 H5 109.2 . . ?
O1 C6 C5 108.31(16) . . ?
O1 C6 H6 109.8 . . ?
O1 C6 C7 106.20(14) . . ?
C5 C6 H6 109.8 . . ?
C5 C6 C7 112.92(15) . . ?
C7 C6 H6 109.8 . . ?
C6 C7 H7 106.7 . . ?
C6 C7 C12 105.76(14) . . ?
C8 C7 C6 111.82(16) . . ?
C8 C7 H7 106.7 . . ?
C8 C7 C12 118.57(16) . . ?
C12 C7 H7 106.7 . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
C7 C8 C9 111.36(17) . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C8 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 C8 114.66(18) . . ?
C10 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
C9 C10 C4 118.49(19) . . ?
C11 C10 C4 120.2(2) . . ?
C11 C10 C9 121.2(2) . . ?
C10 C11 H11A 120.0 . . ?
C10 C11 H11B 120.0 . . ?
H11A C11 H11B 120.0 . . ?
C7 C12 C19 111.61(15) . . ?
C13 C12 C7 103.22(15) . . ?
C13 C12 C14 109.24(15) . . ?
C13 C12 C19 111.04(15) . . ?
C14 C12 C7 120.12(16) . . ?
C14 C12 C19 101.71(14) . . ?
O1 C13 C12 111.71(17) . . ?
O2 C13 O1 120.37(18) . . ?
O2 C13 C12 127.91(18) . . ?
C12 C14 H14A 110.5 . . ?
C12 C14 H14B 110.5 . . ?
C12 C14 C15 106.25(15) . . ?
H14A C14 H14B 108.7 . . ?
C15 C14 H14A 110.5 . . ?
C15 C14 H14B 110.5 . . ?
N2 C15 C14 107.20(15) . . ?
N2 C15 H15 109.1 . . ?
N2 C15 C16 104.22(17) . . ?
C14 C15 H15 109.1 . . ?
C16 C15 C14 117.87(17) . . ?
C16 C15 H15 109.1 . . ?
C15 C16 H16A 111.1 . . ?
C15 C16 H16B 111.1 . . ?
H16A C16 H16B 109.1 . . ?
C17 C16 C15 103.24(16) . . ?
C17 C16 H16A 111.1 . . ?
C17 C16 H16B 111.1 . . ?
C16 C17 H17A 111.3 . . ?
C16 C17 H17B 111.3 . . ?
C16 C17 C18 102.19(17) . . ?
H17A C17 H17B 109.2 . . ?
C18 C17 H17A 111.3 . . ?
C18 C17 H17B 111.3 . . ?
N2 C18 C17 103.07(17) . . ?
N2 C18 H18A 111.1 . . ?
N2 C18 H18B 111.1 . . ?
C17 C18 H18A 111.1 . . ?
C17 C18 H18B 111.1 . . ?
H18A C18 H18B 109.1 . . ?
N2 C19 C12 107.41(14) . . ?
N2 C19 C20 105.82(15) . . ?
N2 C19 C22 118.80(16) . . ?
C20 C19 C12 107.07(14) . . ?
C22 C19 C12 114.79(15) . . ?
C22 C19 C20 101.83(15) . . ?
O3 C20 N1 126.05(18) . . ?
O3 C20 C19 125.84(17) . . ?
N1 C20 C19 108.11(16) . . ?
N1 C21 C22 110.42(17) . . ?
C26 C21 N1 127.8(2) . . ?
C26 C21 C22 121.8(2) . . ?
C21 C22 C19 107.89(17) . . ?
C23 C22 C19 132.85(18) . . ?
C23 C22 C21 119.01(19) . . ?
C22 C23 H23 120.3 . . ?
C22 C23 C24 119.4(2) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.4(2) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.0(2) . . ?
C26 C25 H25 119.5 . . ?
C21 C26 H26 120.8 . . ?
C25 C26 C21 118.4(2) . . ?
C25 C26 H26 120.8 . . ?
N1 C27 H27A 109.5 . . ?
N1 C27 H27B 109.5 . . ?
N1 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C1 C28 H28A 120.0 . . ?
C1 C28 H28B 120.0 . . ?
H28A C28 H28B 120.0 . . ?

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 C6 C7 C8 -140.51(17) . . . . ?
O1 C6 C7 C12 -10.1(2) . . . . ?
N1 C21 C22 C19 4.1(2) . . . . ?
N1 C21 C22 C23 179.17(19) . . . . ?
N1 C21 C26 C25 -179.0(2) . . . . ?
N2 C15 C16 C17 25.3(2) . . . . ?
N2 C19 C20 O3 -54.3(2) . . . . ?
N2 C19 C20 N1 125.14(17) . . . . ?
N2 C19 C22 C21 -118.28(18) . . . . ?
N2 C19 C22 C23 67.6(3) . . . . ?
C1 C2 C3 C4 33.1(2) . . . . ?
C1 C5 C6 O1 63.2(2) . . . . ?
C1 C5 C6 C7 -179.49(17) . . . . ?
C2 C1 C5 C4 -10.8(2) . . . . ?
C2 C1 C5 C6 111.86(19) . . . . ?
C2 C3 C4 C5 -39.8(2) . . . . ?
C2 C3 C4 C10 -169.99(18) . . . . ?
C3 C4 C5 C1 31.0(2) . . . . ?
C3 C4 C5 C6 -90.9(2) . . . . ?
C3 C4 C10 C9 58.8(2) . . . . ?
C3 C4 C10 C11 -118.3(3) . . . . ?
C4 C5 C6 O1 -179.94(16) . . . . ?
C4 C5 C6 C7 -62.6(2) . . . . ?
C5 C1 C2 C3 -13.7(2) . . . . ?
C5 C4 C10 C9 -63.5(3) . . . . ?
C5 C4 C10 C11 119.5(2) . . . . ?
C5 C6 C7 C8 100.9(2) . . . . ?
C5 C6 C7 C12 -128.64(17) . . . . ?
C6 O1 C13 O2 175.99(19) . . . . ?
C6 O1 C13 C12 -2.6(2) . . . . ?
C6 C7 C8 C9 -54.1(2) . . . . ?
C6 C7 C12 C13 8.4(2) . . . . ?
C6 C7 C12 C14 -113.45(18) . . . . ?
C6 C7 C12 C19 127.72(16) . . . . ?
C7 C8 C9 C10 -29.2(3) . . . . ?
C7 C12 C13 O1 -3.9(2) . . . . ?
C7 C12 C13 O2 177.6(2) . . . . ?
C7 C12 C14 C15 -148.12(16) . . . . ?
C7 C12 C19 N2 159.28(15) . . . . ?
C7 C12 C19 C20 46.0(2) . . . . ?
C7 C12 C19 C22 -66.2(2) . . . . ?
C8 C7 C12 C13 134.80(18) . . . . ?
C8 C7 C12 C14 13.0(2) . . . . ?
C8 C7 C12 C19 -105.87(19) . . . . ?
C8 C9 C10 C4 85.8(2) . . . . ?
C8 C9 C10 C11 -97.2(3) . . . . ?
C10 C4 C5 C1 158.36(19) . . . . ?
C10 C4 C5 C6 36.5(3) . . . . ?
C12 C7 C8 C9 -177.59(18) . . . . ?
C12 C14 C15 N2 11.5(2) . . . . ?
C12 C14 C15 C16 -105.5(2) . . . . ?
C12 C19 C20 O3 60.1(2) . . . . ?
C12 C19 C20 N1 -120.51(16) . . . . ?
C12 C19 C22 C21 112.67(18) . . . . ?
C12 C19 C22 C23 -61.5(3) . . . . ?
C13 O1 C6 C5 129.68(17) . . . . ?
C13 O1 C6 C7 8.1(2) . . . . ?
C13 C12 C14 C15 93.03(18) . . . . ?
C13 C12 C19 N2 -86.14(18) . . . . ?
C13 C12 C19 C20 160.59(15) . . . . ?
C13 C12 C19 C22 48.4(2) . . . . ?
C14 C12 C13 O1 124.99(18) . . . . ?
C14 C12 C13 O2 -53.5(3) . . . . ?
C14 C12 C19 N2 29.99(18) . . . . ?
C14 C12 C19 C20 -83.29(17) . . . . ?
C14 C12 C19 C22 164.49(15) . . . . ?
C14 C15 C16 C17 143.88(17) . . . . ?
C15 N2 C18 C17 -23.7(2) . . . . ?
C15 N2 C19 C12 -24.06(19) . . . . ?
C15 N2 C19 C20 90.05(17) . . . . ?
C15 N2 C19 C22 -156.43(16) . . . . ?
C15 C16 C17 C18 -39.4(2) . . . . ?
C16 C17 C18 N2 38.7(2) . . . . ?
C18 N2 C15 C14 -126.64(17) . . . . ?
C18 N2 C15 C16 -1.0(2) . . . . ?
C18 N2 C19 C12 104.94(19) . . . . ?
C18 N2 C19 C20 -140.94(17) . . . . ?
C18 N2 C19 C22 -27.4(2) . . . . ?
C19 N2 C15 C14 7.9(2) . . . . ?
C19 N2 C15 C16 133.59(16) . . . . ?
C19 N2 C18 C17 -151.95(17) . . . . ?
C19 C12 C13 O1 -123.63(18) . . . . ?
C19 C12 C13 O2 57.9(3) . . . . ?
C19 C12 C14 C15 -24.40(19) . . . . ?
C19 C22 C23 C24 173.5(2) . . . . ?
C20 N1 C21 C22 -4.0(2) . . . . ?
C20 N1 C21 C26 173.3(2) . . . . ?
C20 C19 C22 C21 -2.6(2) . . . . ?
C20 C19 C22 C23 -176.7(2) . . . . ?
C21 N1 C20 O3 -178.45(19) . . . . ?
C21 N1 C20 C19 2.2(2) . . . . ?
C21 C22 C23 C24 -0.1(3) . . . . ?
C22 C19 C20 O3 -179.08(19) . . . . ?
C22 C19 C20 N1 0.3(2) . . . . ?
C22 C21 C26 C25 -1.9(4) . . . . ?
C22 C23 C24 C25 -1.0(4) . . . . ?
C23 C24 C25 C26 0.8(4) . . . . ?
C24 C25 C26 C21 0.7(4) . . . . ?
C26 C21 C22 C19 -173.5(2) . . . . ?
C26 C21 C22 C23 1.6(3) . . . . ?
C27 N1 C20 O3 -0.1(4) . . . . ?
C27 N1 C20 C19 -179.5(2) . . . . ?
C27 N1 C21 C22 177.6(2) . . . . ?
C27 N1 C21 C26 -5.0(4) . . . . ?
C28 C1 C2 C3 166.5(3) . . . . ?
C28 C1 C5 C4 169.0(2) . . . . ?
C28 C1 C5 C6 -68.3(3) . . . . ?

_olex2_date_sample_data_collection 2022-07-27
_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 1.804
_oxdiff_exptl_absorpt_empirical_full_min 0.610
####################################################################### 
# 
# 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_8-a
_database_code_depnum_ccdc_archive 'CCDC 2210638'
loop_
_audit_author_name
_audit_author_address
fgg
;ddf
China
;
_audit_update_record             
;
2022-10-01 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2022-07-27
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H31 F N2 O3'
_chemical_formula_sum            'C28 H31 F N2 O3'
_chemical_formula_weight         462.55
_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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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                   8.1582(2)
_cell_length_b                   12.2142(3)
_cell_length_c                   23.4451(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2336.21(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7282
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      73.6700
_cell_measurement_theta_min      3.5570
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.735
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60336
_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            'light colourless'
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            8947
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.843
_diffrn_reflns_theta_min         3.771
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -113.00 -60.00   1.00    1.00    --  -40.73-146.00 -14.00   53
  2  ω   -115.00 -16.00   1.00    1.00    --  -40.73 -38.00 -60.00   99
  3  ω    -25.00  69.00   1.00    1.00    --   40.73 -57.00 120.00   94
  4  ω     95.00 131.00   1.00    1.00    --  107.58 125.00 -30.00   36
  5  ω     43.00  70.00   1.00    1.00    --  107.58-125.00 120.00   27
  6  ω     72.00 121.00   1.00    1.00    --  107.58-125.00 120.00   49
  7  ω     36.00 133.00   1.00    1.00    --  107.58 -45.00-120.00   97
  8  ω    107.00 178.00   1.00    1.00    --  107.58  45.00-120.00   71
  9  ω    106.00 132.00   1.00    1.00    --  107.58 125.00-180.00   26
 10  ω     35.00 137.00   1.00    1.00    --  107.58 -61.00  90.00  102
;
_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      0.0211753000
_diffrn_orient_matrix_UB_12      0.1235282000
_diffrn_orient_matrix_UB_13      0.0107463000
_diffrn_orient_matrix_UB_21      -0.0380023000
_diffrn_orient_matrix_UB_22      0.0232094000
_diffrn_orient_matrix_UB_23      -0.0632330000
_diffrn_orient_matrix_UB_31      -0.1838041000
_diffrn_orient_matrix_UB_32      0.0095400000
_diffrn_orient_matrix_UB_33      0.0143924000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.731
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.960
_reflns_number_gt                4496
_reflns_number_total             4602
_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 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 1845 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(7)
_refine_ls_extinction_coef       0.0065(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4602
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0318
_refine_ls_restrained_S_all      0.993
_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)+(0.0600P)²+0.2196P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0877
_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:
 C4(H4), C5(H5), C9(H9), C10(H10), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C7(H7A,H7B), C8(H8A,H8B), C13(H13A,H13B), C15(H15A,
 H15B), C16(H16A,H16B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C22(H22), C23(H23)
2.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.08474(17) 0.64850(12) 0.22069(6) 0.0433(3) Uani 1 1 d . . . . .
O1 O 0.30848(15) 0.66732(10) 0.42877(6) 0.0259(3) Uani 1 1 d . . . . .
O2 O 0.15433(16) 0.52074(11) 0.41587(6) 0.0310(3) Uani 1 1 d . . . . .
O3 O 0.72471(16) 0.35127(11) 0.36098(6) 0.0304(3) Uani 1 1 d . . . . .
N1 N 0.37376(19) 0.32737(12) 0.36640(7) 0.0257(3) Uani 1 1 d . . . . .
N2 N 0.65943(19) 0.45192(13) 0.28157(7) 0.0277(3) Uani 1 1 d . . . . .
C1 C 0.6753(3) 0.93564(16) 0.43134(9) 0.0323(4) Uani 1 1 d . . . . .
H1A H 0.711443 0.898350 0.465636 0.039 Uiso 1 1 calc R U . . .
H1B H 0.753436 0.992846 0.422166 0.039 Uiso 1 1 calc R U . . .
C2 C 0.5041(3) 0.98348(16) 0.43955(9) 0.0316(4) Uani 1 1 d . . . . .
H2A H 0.482038 0.995848 0.479688 0.038 Uiso 1 1 calc R U . . .
H2B H 0.493617 1.052458 0.419373 0.038 Uiso 1 1 calc R U . . .
C3 C 0.3873(2) 0.89930(14) 0.41539(8) 0.0253(4) Uani 1 1 d . . . . .
C4 C 0.4845(2) 0.80517(14) 0.38931(7) 0.0218(3) Uani 1 1 d . . . . .
H4 H 0.438747 0.788587 0.351636 0.026 Uiso 1 1 calc R U . . .
C5 C 0.6588(2) 0.85419(14) 0.38135(8) 0.0250(4) Uani 1 1 d . . . . .
H5 H 0.656309 0.897653 0.346229 0.030 Uiso 1 1 calc R U . . .
C6 C 0.8000(2) 0.77497(15) 0.37583(8) 0.0277(4) Uani 1 1 d . . . . .
C7 C 0.8373(2) 0.70140(15) 0.42573(9) 0.0296(4) Uani 1 1 d . . . . .
H7A H 0.809230 0.739432 0.460706 0.035 Uiso 1 1 calc R U . . .
H7B H 0.954190 0.686841 0.426510 0.035 Uiso 1 1 calc R U . . .
C8 C 0.7445(2) 0.59136(15) 0.42402(9) 0.0282(4) Uani 1 1 d . . . . .
H8A H 0.805646 0.539706 0.400887 0.034 Uiso 1 1 calc R U . . .
H8B H 0.737418 0.561870 0.462357 0.034 Uiso 1 1 calc R U . . .
C9 C 0.5724(2) 0.60369(14) 0.39968(7) 0.0206(3) Uani 1 1 d . . . . .
H9 H 0.584931 0.619288 0.358908 0.025 Uiso 1 1 calc R U . . .
C10 C 0.4795(2) 0.70100(14) 0.42566(7) 0.0215(3) Uani 1 1 d . . . . .
H10 H 0.521209 0.716443 0.464018 0.026 Uiso 1 1 calc R U . . .
C11 C 0.4531(2) 0.50547(14) 0.40454(7) 0.0207(3) Uani 1 1 d . . . . .
C12 C 0.2887(2) 0.56066(14) 0.41563(7) 0.0225(3) Uani 1 1 d . . . . .
C13 C 0.4794(2) 0.41833(15) 0.45173(8) 0.0270(4) Uani 1 1 d . . . . .
H13A H 0.595310 0.408808 0.459511 0.032 Uiso 1 1 calc R U . . .
H13B H 0.424889 0.440124 0.486705 0.032 Uiso 1 1 calc R U . . .
C14 C 0.4044(2) 0.31125(15) 0.42829(8) 0.0300(4) Uani 1 1 d . . . . .
H14 H 0.484072 0.251913 0.433117 0.036 Uiso 1 1 calc R U . . .
C15 C 0.2386(3) 0.27400(18) 0.45253(10) 0.0418(5) Uani 1 1 d . . . . .
H15A H 0.253265 0.219712 0.482288 0.050 Uiso 1 1 calc R U . . .
H15B H 0.177519 0.335482 0.467827 0.050 Uiso 1 1 calc R U . . .
C16 C 0.1520(3) 0.22495(18) 0.40084(11) 0.0438(5) Uani 1 1 d . . . . .
H16A H 0.188966 0.150719 0.393690 0.053 Uiso 1 1 calc R U . . .
H16B H 0.034079 0.224705 0.406045 0.053 Uiso 1 1 calc R U . . .
C17 C 0.2019(2) 0.30122(16) 0.35257(9) 0.0334(4) Uani 1 1 d . . . . .
H17A H 0.193468 0.264968 0.315880 0.040 Uiso 1 1 calc R U . . .
H17B H 0.134669 0.366713 0.352159 0.040 Uiso 1 1 calc R U . . .
C18 C 0.4474(2) 0.43102(14) 0.34962(7) 0.0214(3) Uani 1 1 d . . . . .
C19 C 0.3875(2) 0.49116(14) 0.29713(8) 0.0226(4) Uani 1 1 d . . . . .
C20 C 0.2386(2) 0.53976(15) 0.28403(8) 0.0266(4) Uani 1 1 d . . . . .
H20 H 0.147566 0.531155 0.307486 0.032 Uiso 1 1 calc R U . . .
C21 C 0.2308(2) 0.60188(15) 0.23441(9) 0.0307(4) Uani 1 1 d . . . . .
C22 C 0.3624(3) 0.61892(16) 0.19856(8) 0.0325(4) Uani 1 1 d . . . . .
H22 H 0.351386 0.661982 0.166071 0.039 Uiso 1 1 calc R U . . .
C23 C 0.5118(3) 0.57051(16) 0.21192(8) 0.0312(4) Uani 1 1 d . . . . .
H23 H 0.603238 0.581031 0.188878 0.037 Uiso 1 1 calc R U . . .
C24 C 0.5207(2) 0.50624(15) 0.26044(7) 0.0245(4) Uani 1 1 d . . . . .
C25 C 0.6279(2) 0.40522(14) 0.33311(8) 0.0242(4) Uani 1 1 d . . . . .
C26 C 0.8132(3) 0.4404(2) 0.25140(10) 0.0451(6) Uani 1 1 d . . . . .
H26A H 0.860888 0.511435 0.245551 0.068 Uiso 1 1 calc R U . . .
H26B H 0.794054 0.406188 0.215158 0.068 Uiso 1 1 calc R U . . .
H26C H 0.886836 0.396111 0.273477 0.068 Uiso 1 1 calc R U . . .
C27 C 0.8885(3) 0.7716(2) 0.32807(11) 0.0427(5) Uani 1 1 d . . . . .
H27A H 0.860(3) 0.821(2) 0.2945(13) 0.052(8) Uiso 1 1 d . . . . .
H27B H 0.984(4) 0.721(3) 0.3236(12) 0.057(8) Uiso 1 1 d . . . . .
C28 C 0.2253(3) 0.90717(16) 0.41551(10) 0.0333(4) Uani 1 1 d . . . . .
H28A H 0.155(3) 0.852(2) 0.3982(12) 0.044(7) Uiso 1 1 d . . . . .
H28B H 0.176(3) 0.967(2) 0.4332(11) 0.040(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C21 1.359(2) . ?
O1 C10 1.456(2) . ?
O1 C12 1.348(2) . ?
O2 C12 1.200(2) . ?
O3 C25 1.219(2) . ?
N1 C14 1.486(2) . ?
N1 C17 1.474(2) . ?
N1 C18 1.455(2) . ?
N2 C24 1.402(2) . ?
N2 C25 1.361(2) . ?
N2 C26 1.447(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.526(3) . ?
C1 C5 1.543(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.512(3) . ?
C3 C4 1.524(2) . ?
C3 C28 1.326(3) . ?
C4 H4 0.9800 . ?
C4 C5 1.554(2) . ?
C4 C10 1.532(2) . ?
C5 H5 0.9800 . ?
C5 C6 1.510(3) . ?
C6 C7 1.506(3) . ?
C6 C27 1.333(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.543(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.524(2) . ?
C9 H9 0.9800 . ?
C9 C10 1.536(2) . ?
C9 C11 1.549(2) . ?
C10 H10 0.9800 . ?
C11 C12 1.523(2) . ?
C11 C13 1.550(2) . ?
C11 C18 1.577(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.545(3) . ?
C14 H14 0.9800 . ?
C14 C15 1.536(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.525(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.521(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.514(2) . ?
C18 C25 1.555(2) . ?
C19 C20 1.386(3) . ?
C19 C24 1.399(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.390(3) . ?
C21 C22 1.379(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.391(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.384(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 1.02(3) . ?
C27 H27B 1.00(3) . ?
C28 H28A 0.97(3) . ?
C28 H28B 0.93(3) . ?

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
C12 O1 C10 112.09(13) . . ?
C17 N1 C14 110.25(15) . . ?
C18 N1 C14 108.05(14) . . ?
C18 N1 C17 121.44(15) . . ?
C24 N2 C26 124.96(17) . . ?
C25 N2 C24 111.06(15) . . ?
C25 N2 C26 123.88(17) . . ?
H1A C1 H1B 108.8 . . ?
C2 C1 H1A 110.7 . . ?
C2 C1 H1B 110.7 . . ?
C2 C1 C5 105.24(15) . . ?
C5 C1 H1A 110.7 . . ?
C5 C1 H1B 110.7 . . ?
C1 C2 H2A 110.6 . . ?
C1 C2 H2B 110.6 . . ?
H2A C2 H2B 108.8 . . ?
C3 C2 C1 105.60(15) . . ?
C3 C2 H2A 110.6 . . ?
C3 C2 H2B 110.6 . . ?
C2 C3 C4 109.61(16) . . ?
C28 C3 C2 125.34(18) . . ?
C28 C3 C4 125.03(18) . . ?
C3 C4 H4 108.6 . . ?
C3 C4 C5 103.48(14) . . ?
C3 C4 C10 112.92(14) . . ?
C5 C4 H4 108.6 . . ?
C10 C4 H4 108.6 . . ?
C10 C4 C5 114.28(14) . . ?
C1 C5 C4 103.72(15) . . ?
C1 C5 H5 106.9 . . ?
C4 C5 H5 106.9 . . ?
C6 C5 C1 114.31(15) . . ?
C6 C5 C4 117.48(15) . . ?
C6 C5 H5 106.9 . . ?
C7 C6 C5 118.05(16) . . ?
C27 C6 C5 120.3(2) . . ?
C27 C6 C7 121.61(19) . . ?
C6 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
C6 C7 C8 113.59(15) . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C7 C8 H8A 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
C9 C8 C7 112.08(15) . . ?
C9 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
C8 C9 H9 106.7 . . ?
C8 C9 C10 112.51(14) . . ?
C8 C9 C11 118.36(14) . . ?
C10 C9 H9 106.7 . . ?
C10 C9 C11 105.09(13) . . ?
C11 C9 H9 106.7 . . ?
O1 C10 C4 106.75(13) . . ?
O1 C10 C9 105.90(13) . . ?
O1 C10 H10 110.0 . . ?
C4 C10 C9 114.14(14) . . ?
C4 C10 H10 110.0 . . ?
C9 C10 H10 110.0 . . ?
C9 C11 C13 119.82(15) . . ?
C9 C11 C18 113.90(14) . . ?
C12 C11 C9 102.87(13) . . ?
C12 C11 C13 107.69(14) . . ?
C12 C11 C18 111.62(14) . . ?
C13 C11 C18 101.01(13) . . ?
O1 C12 C11 111.19(14) . . ?
O2 C12 O1 120.05(16) . . ?
O2 C12 C11 128.70(15) . . ?
C11 C13 H13A 110.6 . . ?
C11 C13 H13B 110.6 . . ?
H13A C13 H13B 108.7 . . ?
C14 C13 C11 105.81(14) . . ?
C14 C13 H13A 110.6 . . ?
C14 C13 H13B 110.6 . . ?
N1 C14 C13 107.57(14) . . ?
N1 C14 H14 108.8 . . ?
N1 C14 C15 104.62(17) . . ?
C13 C14 H14 108.8 . . ?
C15 C14 C13 117.90(17) . . ?
C15 C14 H14 108.8 . . ?
C14 C15 H15A 111.1 . . ?
C14 C15 H15B 111.1 . . ?
H15A C15 H15B 109.1 . . ?
C16 C15 C14 103.31(18) . . ?
C16 C15 H15A 111.1 . . ?
C16 C15 H15B 111.1 . . ?
C15 C16 H16A 111.1 . . ?
C15 C16 H16B 111.1 . . ?
H16A C16 H16B 109.1 . . ?
C17 C16 C15 103.10(17) . . ?
C17 C16 H16A 111.1 . . ?
C17 C16 H16B 111.1 . . ?
N1 C17 C16 102.92(17) . . ?
N1 C17 H17A 111.2 . . ?
N1 C17 H17B 111.2 . . ?
C16 C17 H17A 111.2 . . ?
C16 C17 H17B 111.2 . . ?
H17A C17 H17B 109.1 . . ?
N1 C18 C11 107.05(13) . . ?
N1 C18 C19 120.56(14) . . ?
N1 C18 C25 106.37(14) . . ?
C19 C18 C11 113.16(14) . . ?
C19 C18 C25 101.63(14) . . ?
C25 C18 C11 106.98(13) . . ?
C20 C19 C18 132.11(16) . . ?
C20 C19 C24 119.23(16) . . ?
C24 C19 C18 108.23(15) . . ?
C19 C20 H20 121.3 . . ?
C19 C20 C21 117.33(17) . . ?
C21 C20 H20 121.3 . . ?
F1 C21 C20 117.81(18) . . ?
F1 C21 C22 118.35(17) . . ?
C22 C21 C20 123.84(18) . . ?
C21 C22 H22 120.6 . . ?
C21 C22 C23 118.74(17) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 120.9 . . ?
C24 C23 C22 118.20(18) . . ?
C24 C23 H23 120.9 . . ?
C19 C24 N2 110.35(16) . . ?
C23 C24 N2 126.96(17) . . ?
C23 C24 C19 122.63(18) . . ?
O3 C25 N2 125.46(17) . . ?
O3 C25 C18 126.16(17) . . ?
N2 C25 C18 108.38(15) . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C6 C27 H27A 120.4(17) . . ?
C6 C27 H27B 121.8(17) . . ?
H27A C27 H27B 118(2) . . ?
C3 C28 H28A 122.8(16) . . ?
C3 C28 H28B 119.2(17) . . ?
H28A C28 H28B 118(2) . . ?

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
F1 C21 C22 C23 -179.28(17) . . . . ?
N1 C14 C15 C16 24.0(2) . . . . ?
N1 C18 C19 C20 65.0(3) . . . . ?
N1 C18 C19 C24 -122.76(17) . . . . ?
N1 C18 C25 O3 -48.4(2) . . . . ?
N1 C18 C25 N2 130.71(15) . . . . ?
C1 C2 C3 C4 -3.7(2) . . . . ?
C1 C2 C3 C28 177.9(2) . . . . ?
C1 C5 C6 C7 58.8(2) . . . . ?
C1 C5 C6 C27 -120.8(2) . . . . ?
C2 C1 C5 C4 -35.07(18) . . . . ?
C2 C1 C5 C6 -164.22(16) . . . . ?
C2 C3 C4 C5 -17.85(19) . . . . ?
C2 C3 C4 C10 106.23(17) . . . . ?
C3 C4 C5 C1 32.05(17) . . . . ?
C3 C4 C5 C6 159.24(15) . . . . ?
C3 C4 C10 O1 61.78(18) . . . . ?
C3 C4 C10 C9 178.42(14) . . . . ?
C4 C5 C6 C7 -63.1(2) . . . . ?
C4 C5 C6 C27 117.3(2) . . . . ?
C5 C1 C2 C3 24.0(2) . . . . ?
C5 C4 C10 O1 179.71(13) . . . . ?
C5 C4 C10 C9 -63.65(19) . . . . ?
C5 C6 C7 C8 89.9(2) . . . . ?
C6 C7 C8 C9 -36.0(2) . . . . ?
C7 C8 C9 C10 -46.8(2) . . . . ?
C7 C8 C9 C11 -169.73(16) . . . . ?
C8 C9 C10 O1 -145.42(15) . . . . ?
C8 C9 C10 C4 97.45(17) . . . . ?
C8 C9 C11 C12 143.05(15) . . . . ?
C8 C9 C11 C13 23.7(2) . . . . ?
C8 C9 C11 C18 -95.97(18) . . . . ?
C9 C11 C12 O1 -12.59(18) . . . . ?
C9 C11 C12 O2 170.25(18) . . . . ?
C9 C11 C13 C14 -152.86(15) . . . . ?
C9 C11 C18 N1 162.61(14) . . . . ?
C9 C11 C18 C19 -62.19(18) . . . . ?
C9 C11 C18 C25 48.91(18) . . . . ?
C10 O1 C12 O2 -179.45(17) . . . . ?
C10 O1 C12 C11 3.11(19) . . . . ?
C10 C4 C5 C1 -91.15(17) . . . . ?
C10 C4 C5 C6 36.0(2) . . . . ?
C10 C9 C11 C12 16.45(17) . . . . ?
C10 C9 C11 C13 -102.91(17) . . . . ?
C10 C9 C11 C18 137.43(14) . . . . ?
C11 C9 C10 O1 -15.31(17) . . . . ?
C11 C9 C10 C4 -132.44(14) . . . . ?
C11 C13 C14 N1 13.0(2) . . . . ?
C11 C13 C14 C15 -104.85(19) . . . . ?
C11 C18 C19 C20 -63.5(2) . . . . ?
C11 C18 C19 C24 108.71(16) . . . . ?
C11 C18 C25 O3 65.7(2) . . . . ?
C11 C18 C25 N2 -115.14(15) . . . . ?
C12 O1 C10 C4 129.98(15) . . . . ?
C12 O1 C10 C9 7.99(18) . . . . ?
C12 C11 C13 C14 90.25(17) . . . . ?
C12 C11 C18 N1 -81.43(16) . . . . ?
C12 C11 C18 C19 53.78(18) . . . . ?
C12 C11 C18 C25 164.88(14) . . . . ?
C13 C11 C12 O1 114.88(16) . . . . ?
C13 C11 C12 O2 -62.3(2) . . . . ?
C13 C11 C18 N1 32.78(17) . . . . ?
C13 C11 C18 C19 167.99(14) . . . . ?
C13 C11 C18 C25 -80.91(16) . . . . ?
C13 C14 C15 C16 143.44(17) . . . . ?
C14 N1 C17 C16 -23.3(2) . . . . ?
C14 N1 C18 C11 -26.01(18) . . . . ?
C14 N1 C18 C19 -157.23(16) . . . . ?
C14 N1 C18 C25 88.09(16) . . . . ?
C14 C15 C16 C17 -38.3(2) . . . . ?
C15 C16 C17 N1 37.7(2) . . . . ?
C17 N1 C14 C13 -126.64(16) . . . . ?
C17 N1 C14 C15 -0.5(2) . . . . ?
C17 N1 C18 C11 102.73(18) . . . . ?
C17 N1 C18 C19 -28.5(2) . . . . ?
C17 N1 C18 C25 -143.16(16) . . . . ?
C18 N1 C14 C13 8.2(2) . . . . ?
C18 N1 C14 C15 134.32(15) . . . . ?
C18 N1 C17 C16 -151.02(17) . . . . ?
C18 C11 C12 O1 -135.11(15) . . . . ?
C18 C11 C12 O2 47.7(2) . . . . ?
C18 C11 C13 C14 -26.89(18) . . . . ?
C18 C19 C20 C21 171.40(17) . . . . ?
C18 C19 C24 N2 5.8(2) . . . . ?
C18 C19 C24 C23 -171.67(16) . . . . ?
C19 C18 C25 O3 -175.41(17) . . . . ?
C19 C18 C25 N2 3.73(17) . . . . ?
C19 C20 C21 F1 179.00(16) . . . . ?
C19 C20 C21 C22 -1.1(3) . . . . ?
C20 C19 C24 N2 179.24(15) . . . . ?
C20 C19 C24 C23 1.8(3) . . . . ?
C20 C21 C22 C23 0.8(3) . . . . ?
C21 C22 C23 C24 0.7(3) . . . . ?
C22 C23 C24 N2 -179.08(18) . . . . ?
C22 C23 C24 C19 -2.0(3) . . . . ?
C24 N2 C25 O3 178.65(17) . . . . ?
C24 N2 C25 C18 -0.49(19) . . . . ?
C24 C19 C20 C21 -0.2(3) . . . . ?
C25 N2 C24 C19 -3.4(2) . . . . ?
C25 N2 C24 C23 173.97(18) . . . . ?
C25 C18 C19 C20 -177.91(18) . . . . ?
C25 C18 C19 C24 -5.65(17) . . . . ?
C26 N2 C24 C19 172.94(19) . . . . ?
C26 N2 C24 C23 -9.7(3) . . . . ?
C26 N2 C25 O3 2.3(3) . . . . ?
C26 N2 C25 C18 -176.86(18) . . . . ?
C27 C6 C7 C8 -90.5(2) . . . . ?
C28 C3 C4 C5 160.59(19) . . . . ?
C28 C3 C4 C10 -75.3(2) . . . . ?

_olex2_date_sample_data_collection 2022-07-26
_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 1.435
_oxdiff_exptl_absorpt_empirical_full_min 0.438
####################################################################### 
# 
# 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_b-4a
_database_code_depnum_ccdc_archive 'CCDC 2210762'
loop_
_audit_author_name
_audit_author_address
rftr
;dedf
China
;
_audit_update_record             
;
2022-10-03 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2022-08-12
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H33 Cl N2 O4'
_chemical_formula_sum            'C28 H33 Cl N2 O4'
_chemical_formula_weight         497.01
_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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.6575(6)
_cell_length_b                   8.6324(4)
_cell_length_c                   13.3107(8)
_cell_angle_alpha                90
_cell_angle_beta                 110.860(6)
_cell_angle_gamma                90
_cell_volume                     1251.69(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4350
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      73.6620
_cell_measurement_theta_min      3.5020
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.652
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30372
_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            'light colourless'
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7809
_diffrn_reflns_point_group_measured_fraction_full 0.894
_diffrn_reflns_point_group_measured_fraction_max 0.852
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.491
_diffrn_reflns_theta_min         3.553
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -73.00 -34.00   1.00    1.00    --  -40.73 -38.00   0.00   39
  2  ω   -113.00 -18.00   1.00    1.00    --  -40.73 -38.00  60.00   95
  3  ω     33.00  94.00   1.00    1.00    --   40.73-125.00 120.00   61
  4  ω      2.00  42.00   1.00    1.00    --   40.73 -99.00-150.00   40
  5  ω     53.00  81.00   1.00    1.00    --   40.73  38.00  60.00   28
  6  ω      2.00  60.00   1.00    1.00    --   40.73 -99.00 -90.00   58
  7  ω     13.00 112.00   1.00    1.00    --   40.73  57.00   0.00   99
  8  ω     26.00 103.00   1.00    1.00    --  107.58 -95.00 -60.00   77
  9  ω    123.00 150.00   1.00    1.00    --  107.58  61.00  60.00   27
 10  ω     37.00 127.00   1.00    1.00    --  107.58 -45.00 -90.00   90
 11  ω     94.00 159.00   1.00    1.00    --  107.58  45.00 120.00   65
 12  ω     79.00 106.00   1.00    1.00    --  107.58  61.00  60.00   27
 13  ω     76.00 101.00   1.00    1.00    --  107.58  77.00  90.00   25
 14  ω    131.00 158.00   1.00    1.00    --  107.58  77.00  90.00   27
 15  ω     80.00 107.00   1.00    1.00    --  107.58  61.00 120.00   27
 16  ω    100.00 129.00   1.00    1.00    --  107.58 125.00 -90.00   29
 17  ω     79.00 106.00   1.00    1.00    --  107.58  61.00  90.00   27
 18  ω     78.00 176.00   1.00    1.00    --  107.58  61.00-120.00   98
 19  ω     76.00 103.00   1.00    1.00    --  107.58  77.00 120.00   27
 20  ω     99.00 131.00   1.00    1.00    --  107.58 125.00 -30.00   32
 21  ω     92.00 119.00   1.00    1.00    --  107.58  45.00  60.00   27
 22  ω     82.00 109.00   1.00    1.00    --  107.58  45.00  90.00   27
 23  ω     76.00 103.00   1.00    1.00    --  107.58  77.00  60.00   27
 24  ω     83.00 103.00   1.00    1.00    --  107.58  45.00 150.00   20
;
_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      0.0899405000
_diffrn_orient_matrix_UB_12      -0.0274272000
_diffrn_orient_matrix_UB_13      0.1156920000
_diffrn_orient_matrix_UB_21      0.0948767000
_diffrn_orient_matrix_UB_22      0.1058447000
_diffrn_orient_matrix_UB_23      -0.0216575000
_diffrn_orient_matrix_UB_31      -0.0536993000
_diffrn_orient_matrix_UB_32      0.1411075000
_diffrn_orient_matrix_UB_33      0.0389091000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.664
_reflns_Friedel_fraction_full    0.790
_reflns_Friedel_fraction_max     0.730
_reflns_number_gt                3886
_reflns_number_total             4348
_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 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Flack x determined using 1326 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.031(15)
_refine_ls_extinction_coef       0.0048(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         4348
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0565
_refine_ls_restrained_S_all      1.019
_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)+(0.0826P)²+0.5594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1520
_refine_ls_wR_factor_ref         0.1587
_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:
 C6(H6), C7(H7), C8(H8), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C9(H9A,H9B), C10(H10A,H10B), C13(H13A,H13B),
 C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C21(H21), C22(H22), C23(H23)
2.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_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 0.27559(11) 0.3665(2) 0.06192(12) 0.0781(5) Uani 1 1 d . . . . .
O1 O 0.7969(5) 0.3072(5) 0.6589(4) 0.0956(16) Uani 1 1 d . . . . .
O2 O 0.8696(5) 0.2996(6) 0.4664(3) 0.0994(18) Uani 1 1 d . . . . .
O3 O 0.9129(6) 0.2145(8) 0.3284(4) 0.155(4) Uani 1 1 d . . . . .
O4 O 0.6782(3) 0.7488(5) 0.1909(3) 0.0629(9) Uani 1 1 d . . . . .
N1 N 0.8069(3) 0.5007(6) 0.1321(3) 0.0582(11) Uani 1 1 d . . . . .
N2 N 0.5310(3) 0.5607(5) 0.1560(3) 0.0533(10) Uani 1 1 d . . . . .
C1 C 0.6470(5) 0.7925(6) 0.5262(4) 0.0580(12) Uani 1 1 d . . . . .
C2 C 0.5828(5) 0.6796(8) 0.5464(4) 0.0657(14) Uani 1 1 d . . . . .
H2 H 0.536241 0.620102 0.487784 0.079 Uiso 1 1 calc R U . . .
C3 C 0.5763(6) 0.6361(10) 0.6520(5) 0.091(2) Uani 1 1 d . . . . .
H3A H 0.491112 0.631174 0.646488 0.109 Uiso 1 1 calc R U . . .
H3B H 0.617354 0.714054 0.705095 0.109 Uiso 1 1 calc R U . . .
C4 C 0.6374(7) 0.4788(10) 0.6874(5) 0.092(2) Uani 1 1 d . . . . .
H4A H 0.651958 0.464195 0.763225 0.110 Uiso 1 1 calc R U . . .
H4B H 0.581967 0.397764 0.647955 0.110 Uiso 1 1 calc R U . . .
C5 C 0.7582(6) 0.4631(7) 0.6692(4) 0.0714(17) Uani 1 1 d . . . . .
C6 C 0.7530(6) 0.4011(6) 0.5631(4) 0.0664(14) Uani 1 1 d . . . . .
H6 H 0.669966 0.374272 0.514865 0.080 Uiso 1 1 calc R U . . .
C7 C 0.8381(5) 0.4419(6) 0.5060(4) 0.0635(14) Uani 1 1 d . . . . .
H7 H 0.911922 0.492485 0.555406 0.076 Uiso 1 1 calc R U . . .
C8 C 0.7777(4) 0.5434(6) 0.4061(3) 0.0468(10) Uani 1 1 d . . . . .
H8 H 0.689944 0.518200 0.378772 0.056 Uiso 1 1 calc R U . . .
C9 C 0.7882(4) 0.7194(5) 0.4276(4) 0.0491(10) Uani 1 1 d . . . . .
H9A H 0.849228 0.737154 0.498440 0.059 Uiso 1 1 calc R U . . .
H9B H 0.817698 0.767888 0.375660 0.059 Uiso 1 1 calc R U . . .
C10 C 0.6679(5) 0.7995(6) 0.4218(4) 0.0557(11) Uani 1 1 d . . . . .
H10A H 0.670384 0.907061 0.401525 0.067 Uiso 1 1 calc R U . . .
H10B H 0.599629 0.750176 0.366355 0.067 Uiso 1 1 calc R U . . .
C11 C 0.8323(4) 0.4789(8) 0.3227(4) 0.0683(16) Uani 1 1 d . . . . .
C12 C 0.8742(7) 0.3185(10) 0.3678(5) 0.106(3) Uani 1 1 d . . . . .
C13 C 0.9433(5) 0.5616(12) 0.3122(5) 0.104(3) Uani 1 1 d . . . . .
H13A H 1.014574 0.494152 0.335674 0.125 Uiso 1 1 calc R U . . .
H13B H 0.962074 0.654339 0.356156 0.125 Uiso 1 1 calc R U . . .
C14 C 0.9102(5) 0.6040(8) 0.1926(4) 0.0708(16) Uani 1 1 d . . . . .
H14 H 0.884918 0.712756 0.180506 0.085 Uiso 1 1 calc R U . . .
C15 C 1.0103(5) 0.5698(8) 0.1467(4) 0.0725(16) Uani 1 1 d . . . . .
H15A H 1.029567 0.661956 0.114173 0.087 Uiso 1 1 calc R U . . .
H15B H 1.084394 0.533884 0.202827 0.087 Uiso 1 1 calc R U . . .
C16 C 0.9589(6) 0.4458(10) 0.0637(6) 0.094(2) Uani 1 1 d . . . . .
H16A H 1.022280 0.372020 0.065374 0.113 Uiso 1 1 calc R U . . .
H16B H 0.925690 0.490822 -0.007610 0.113 Uiso 1 1 calc R U . . .
C17 C 0.8590(5) 0.3674(9) 0.0920(5) 0.0820(19) Uani 1 1 d . . . . .
H17A H 0.798270 0.320222 0.029372 0.098 Uiso 1 1 calc R U . . .
H17B H 0.892073 0.289438 0.147225 0.098 Uiso 1 1 calc R U . . .
C18 C 0.7373(4) 0.4728(7) 0.2022(3) 0.0546(12) Uani 1 1 d . . . . .
C19 C 0.6496(4) 0.6123(7) 0.1840(4) 0.0545(12) Uani 1 1 d . . . . .
C20 C 0.6463(4) 0.3399(6) 0.1698(3) 0.0523(12) Uani 1 1 d . . . . .
C21 C 0.6634(5) 0.1831(7) 0.1606(4) 0.0617(13) Uani 1 1 d . . . . .
H21 H 0.742321 0.142278 0.181362 0.074 Uiso 1 1 calc R U . . .
C22 C 0.5622(6) 0.0869(7) 0.1201(4) 0.0672(15) Uani 1 1 d . . . . .
H22 H 0.573819 -0.018729 0.113918 0.081 Uiso 1 1 calc R U . . .
C23 C 0.4443(6) 0.1454(7) 0.0889(4) 0.0654(14) Uani 1 1 d . . . . .
H23 H 0.377231 0.079795 0.060105 0.078 Uiso 1 1 calc R U . . .
C24 C 0.4264(5) 0.3020(7) 0.1005(4) 0.0581(13) Uani 1 1 d . . . . .
C25 C 0.5261(4) 0.3989(6) 0.1414(3) 0.0526(11) Uani 1 1 d . . . . .
C26 C 0.4303(5) 0.6683(7) 0.1373(4) 0.0644(14) Uani 1 1 d . . . . .
H26A H 0.462233 0.770459 0.158712 0.097 Uiso 1 1 calc R U . . .
H26B H 0.381376 0.637266 0.178561 0.097 Uiso 1 1 calc R U . . .
H26C H 0.380524 0.668571 0.062285 0.097 Uiso 1 1 calc R U . . .
C27 C 0.8620(6) 0.5626(8) 0.7363(4) 0.0775(18) Uani 1 1 d . . . . .
H27A H 0.869318 0.555615 0.810261 0.116 Uiso 1 1 calc R U . . .
H27B H 0.846612 0.668246 0.712680 0.116 Uiso 1 1 calc R U . . .
H27C H 0.936946 0.528077 0.728936 0.116 Uiso 1 1 calc R U . . .
C28 C 0.7113(6) 0.9167(7) 0.6049(5) 0.0789(17) Uani 1 1 d . . . . .
H28A H 0.797663 0.913297 0.617667 0.118 Uiso 1 1 calc R U . . .
H28B H 0.698206 0.900066 0.671339 0.118 Uiso 1 1 calc R U . . .
H28C H 0.679162 1.016101 0.576152 0.118 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 C24 1.738(5) . ?
O1 C5 1.442(8) . ?
O1 C6 1.442(6) . ?
O2 C7 1.435(6) . ?
O2 C12 1.342(9) . ?
O3 C12 1.205(7) . ?
O4 C19 1.219(7) . ?
N1 C14 1.484(7) . ?
N1 C17 1.487(7) . ?
N1 C18 1.458(6) . ?
N2 C19 1.372(7) . ?
N2 C25 1.409(7) . ?
N2 C26 1.447(6) . ?
C1 C2 1.314(8) . ?
C1 C10 1.495(7) . ?
C1 C28 1.500(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.483(8) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.528(12) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.517(9) . ?
C5 C6 1.491(8) . ?
C5 C27 1.494(8) . ?
C6 H6 0.9800 . ?
C6 C7 1.491(8) . ?
C7 H7 0.9800 . ?
C7 C8 1.538(7) . ?
C8 H8 0.9800 . ?
C8 C9 1.543(7) . ?
C8 C11 1.566(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.540(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.519(10) . ?
C11 C13 1.528(9) . ?
C11 C18 1.592(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.542(9) . ?
C14 H14 0.9800 . ?
C14 C15 1.526(7) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.501(9) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.505(9) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.542(7) . ?
C18 C20 1.518(8) . ?
C20 C21 1.380(8) . ?
C20 C25 1.410(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.385(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.382(8) . ?
C23 H23 0.9300 . ?
C23 C24 1.386(8) . ?
C24 C25 1.378(7) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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
C5 O1 C6 62.3(4) . . ?
C12 O2 C7 111.1(5) . . ?
C14 N1 C17 107.7(4) . . ?
C18 N1 C14 106.3(4) . . ?
C18 N1 C17 119.6(5) . . ?
C19 N2 C25 110.3(4) . . ?
C19 N2 C26 121.1(5) . . ?
C25 N2 C26 128.5(4) . . ?
C2 C1 C10 120.9(5) . . ?
C2 C1 C28 124.5(5) . . ?
C10 C1 C28 114.5(5) . . ?
C1 C2 H2 116.3 . . ?
C1 C2 C3 127.4(5) . . ?
C3 C2 H2 116.3 . . ?
C2 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 . . ?
C2 C3 C4 110.0(5) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
C3 C4 H4A 109.0 . . ?
C3 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C5 C4 C3 112.8(5) . . ?
C5 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
O1 C5 C4 116.0(5) . . ?
O1 C5 C6 58.9(4) . . ?
O1 C5 C27 112.3(6) . . ?
C6 C5 C4 117.2(5) . . ?
C6 C5 C27 121.5(5) . . ?
C27 C5 C4 117.0(6) . . ?
O1 C6 C5 58.8(4) . . ?
O1 C6 H6 113.8 . . ?
O1 C6 C7 119.5(5) . . ?
C5 C6 H6 113.8 . . ?
C7 C6 C5 126.0(5) . . ?
C7 C6 H6 113.8 . . ?
O2 C7 C6 106.8(5) . . ?
O2 C7 H7 110.4 . . ?
O2 C7 C8 105.6(4) . . ?
C6 C7 H7 110.4 . . ?
C6 C7 C8 113.1(4) . . ?
C8 C7 H7 110.4 . . ?
C7 C8 H8 106.9 . . ?
C7 C8 C9 114.8(4) . . ?
C7 C8 C11 103.5(4) . . ?
C9 C8 H8 106.9 . . ?
C9 C8 C11 117.1(4) . . ?
C11 C8 H8 106.9 . . ?
C8 C9 H9A 108.5 . . ?
C8 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 C8 114.9(4) . . ?
C10 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
C1 C10 C9 112.4(4) . . ?
C1 C10 H10A 109.1 . . ?
C1 C10 H10B 109.1 . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C8 C11 C18 114.4(3) . . ?
C12 C11 C8 101.4(5) . . ?
C12 C11 C13 107.4(6) . . ?
C12 C11 C18 112.3(5) . . ?
C13 C11 C8 118.1(5) . . ?
C13 C11 C18 103.3(4) . . ?
O2 C12 C11 112.2(4) . . ?
O3 C12 O2 119.2(7) . . ?
O3 C12 C11 128.6(8) . . ?
C11 C13 H13A 110.3 . . ?
C11 C13 H13B 110.3 . . ?
C11 C13 C14 107.2(4) . . ?
H13A C13 H13B 108.5 . . ?
C14 C13 H13A 110.3 . . ?
C14 C13 H13B 110.3 . . ?
N1 C14 C13 105.9(6) . . ?
N1 C14 H14 110.3 . . ?
N1 C14 C15 104.7(4) . . ?
C13 C14 H14 110.3 . . ?
C15 C14 C13 114.9(5) . . ?
C15 C14 H14 110.3 . . ?
C14 C15 H15A 110.6 . . ?
C14 C15 H15B 110.6 . . ?
H15A C15 H15B 108.7 . . ?
C16 C15 C14 105.7(5) . . ?
C16 C15 H15A 110.6 . . ?
C16 C15 H15B 110.6 . . ?
C15 C16 H16A 110.5 . . ?
C15 C16 H16B 110.5 . . ?
C15 C16 C17 106.2(5) . . ?
H16A C16 H16B 108.7 . . ?
C17 C16 H16A 110.5 . . ?
C17 C16 H16B 110.5 . . ?
N1 C17 C16 101.1(6) . . ?
N1 C17 H17A 111.5 . . ?
N1 C17 H17B 111.5 . . ?
C16 C17 H17A 111.5 . . ?
C16 C17 H17B 111.5 . . ?
H17A C17 H17B 109.4 . . ?
N1 C18 C11 107.1(4) . . ?
N1 C18 C19 105.0(4) . . ?
N1 C18 C20 115.8(4) . . ?
C19 C18 C11 108.5(4) . . ?
C20 C18 C11 118.4(5) . . ?
C20 C18 C19 100.9(4) . . ?
O4 C19 N2 123.8(4) . . ?
O4 C19 C18 126.5(5) . . ?
N2 C19 C18 109.7(5) . . ?
C21 C20 C18 131.2(4) . . ?
C21 C20 C25 119.5(5) . . ?
C25 C20 C18 109.3(4) . . ?
C20 C21 H21 120.3 . . ?
C20 C21 C22 119.5(5) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.1(6) . . ?
C23 C22 H22 119.4 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.7(6) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 Cl1 117.2(5) . . ?
C25 C24 Cl1 123.0(4) . . ?
C25 C24 C23 119.8(5) . . ?
N2 C25 C20 109.5(5) . . ?
C24 C25 N2 130.1(4) . . ?
C24 C25 C20 120.3(5) . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C5 C27 H27A 109.5 . . ?
C5 C27 H27B 109.5 . . ?
C5 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C1 C28 H28A 109.5 . . ?
C1 C28 H28B 109.5 . . ?
C1 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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 C24 C25 N2 -3.2(7) . . . . ?
Cl1 C24 C25 C20 -179.0(3) . . . . ?
O1 C5 C6 C7 -105.8(6) . . . . ?
O1 C6 C7 O2 64.7(6) . . . . ?
O1 C6 C7 C8 -179.6(4) . . . . ?
O2 C7 C8 C9 -153.8(5) . . . . ?
O2 C7 C8 C11 -24.9(6) . . . . ?
N1 C14 C15 C16 -1.1(7) . . . . ?
N1 C18 C19 O4 -53.2(6) . . . . ?
N1 C18 C19 N2 125.6(4) . . . . ?
N1 C18 C20 C21 62.5(6) . . . . ?
N1 C18 C20 C25 -114.4(4) . . . . ?
C1 C2 C3 C4 -111.9(7) . . . . ?
C2 C1 C10 C9 -92.5(6) . . . . ?
C2 C3 C4 C5 43.8(7) . . . . ?
C3 C4 C5 O1 -156.2(5) . . . . ?
C3 C4 C5 C6 -89.5(7) . . . . ?
C3 C4 C5 C27 67.6(7) . . . . ?
C4 C5 C6 O1 -105.4(6) . . . . ?
C4 C5 C6 C7 148.8(6) . . . . ?
C5 O1 C6 C7 116.6(6) . . . . ?
C5 C6 C7 O2 135.8(6) . . . . ?
C5 C6 C7 C8 -108.5(6) . . . . ?
C6 O1 C5 C4 107.4(6) . . . . ?
C6 O1 C5 C27 -114.4(5) . . . . ?
C6 C7 C8 C9 89.8(5) . . . . ?
C6 C7 C8 C11 -141.3(5) . . . . ?
C7 O2 C12 O3 171.7(8) . . . . ?
C7 O2 C12 C11 -5.8(9) . . . . ?
C7 C8 C9 C10 -107.8(5) . . . . ?
C7 C8 C11 C12 20.7(6) . . . . ?
C7 C8 C11 C13 -96.2(6) . . . . ?
C7 C8 C11 C18 141.8(5) . . . . ?
C8 C9 C10 C1 86.1(5) . . . . ?
C8 C11 C12 O2 -10.2(8) . . . . ?
C8 C11 C12 O3 172.6(9) . . . . ?
C8 C11 C13 C14 -125.7(5) . . . . ?
C8 C11 C18 N1 147.4(5) . . . . ?
C8 C11 C18 C19 34.5(7) . . . . ?
C8 C11 C18 C20 -79.5(6) . . . . ?
C9 C8 C11 C12 148.1(5) . . . . ?
C9 C8 C11 C13 31.2(7) . . . . ?
C9 C8 C11 C18 -90.8(6) . . . . ?
C10 C1 C2 C3 165.5(6) . . . . ?
C11 C8 C9 C10 130.5(4) . . . . ?
C11 C13 C14 N1 -20.1(7) . . . . ?
C11 C13 C14 C15 -135.2(6) . . . . ?
C11 C18 C19 O4 61.0(6) . . . . ?
C11 C18 C19 N2 -120.2(5) . . . . ?
C11 C18 C20 C21 -66.7(6) . . . . ?
C11 C18 C20 C25 116.4(4) . . . . ?
C12 O2 C7 C6 140.4(6) . . . . ?
C12 O2 C7 C8 19.8(8) . . . . ?
C12 C11 C13 C14 120.6(6) . . . . ?
C12 C11 C18 N1 -97.7(6) . . . . ?
C12 C11 C18 C19 149.4(5) . . . . ?
C12 C11 C18 C20 35.4(6) . . . . ?
C13 C11 C12 O2 114.3(7) . . . . ?
C13 C11 C12 O3 -62.9(10) . . . . ?
C13 C11 C18 N1 17.7(6) . . . . ?
C13 C11 C18 C19 -95.2(6) . . . . ?
C13 C11 C18 C20 150.8(5) . . . . ?
C13 C14 C15 C16 114.6(7) . . . . ?
C14 N1 C17 C16 -37.3(6) . . . . ?
C14 N1 C18 C11 -30.9(6) . . . . ?
C14 N1 C18 C19 84.3(5) . . . . ?
C14 N1 C18 C20 -165.4(4) . . . . ?
C14 C15 C16 C17 -21.9(8) . . . . ?
C15 C16 C17 N1 35.9(7) . . . . ?
C17 N1 C14 C13 -97.5(6) . . . . ?
C17 N1 C14 C15 24.3(6) . . . . ?
C17 N1 C18 C11 91.1(5) . . . . ?
C17 N1 C18 C19 -153.7(4) . . . . ?
C17 N1 C18 C20 -43.4(6) . . . . ?
C18 N1 C14 C13 31.8(6) . . . . ?
C18 N1 C14 C15 153.7(5) . . . . ?
C18 N1 C17 C16 -158.7(5) . . . . ?
C18 C11 C12 O2 -132.8(6) . . . . ?
C18 C11 C12 O3 50.0(11) . . . . ?
C18 C11 C13 C14 1.7(7) . . . . ?
C18 C20 C21 C22 -174.5(4) . . . . ?
C18 C20 C25 N2 -1.9(5) . . . . ?
C18 C20 C25 C24 174.7(4) . . . . ?
C19 N2 C25 C20 5.3(5) . . . . ?
C19 N2 C25 C24 -170.8(4) . . . . ?
C19 C18 C20 C21 175.3(5) . . . . ?
C19 C18 C20 C25 -1.7(4) . . . . ?
C20 C18 C19 O4 -173.9(5) . . . . ?
C20 C18 C19 N2 4.9(4) . . . . ?
C20 C21 C22 C23 0.0(7) . . . . ?
C21 C20 C25 N2 -179.3(4) . . . . ?
C21 C20 C25 C24 -2.7(6) . . . . ?
C21 C22 C23 C24 -1.7(7) . . . . ?
C22 C23 C24 Cl1 -178.8(4) . . . . ?
C22 C23 C24 C25 1.2(7) . . . . ?
C23 C24 C25 N2 176.8(4) . . . . ?
C23 C24 C25 C20 1.0(6) . . . . ?
C25 N2 C19 O4 172.4(4) . . . . ?
C25 N2 C19 C18 -6.5(5) . . . . ?
C25 C20 C21 C22 2.2(6) . . . . ?
C26 N2 C19 O4 -2.9(7) . . . . ?
C26 N2 C19 C18 178.2(4) . . . . ?
C26 N2 C25 C20 -179.8(4) . . . . ?
C26 N2 C25 C24 4.1(8) . . . . ?
C27 C5 C6 O1 98.6(7) . . . . ?
C27 C5 C6 C7 -7.1(9) . . . . ?
C28 C1 C2 C3 -10.4(10) . . . . ?
C28 C1 C10 C9 83.7(6) . . . . ?

_olex2_date_sample_data_collection 2022-08-11
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.256
_oxdiff_exptl_absorpt_empirical_full_min 0.456
####################################################################### 
# 
# 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_b-8-no-1
_database_code_depnum_ccdc_archive 'CCDC 2252410'
loop_
_audit_author_name
_audit_author_address
ffg
;grfrf
China
;
_audit_update_record             
;
2023-03-29 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2023-03-18
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H37 F N2 O6'
_chemical_formula_sum            'C34 H37 F N2 O6'
_chemical_formula_weight         588.65
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N F'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.3543(2)
_cell_length_b                   10.6060(2)
_cell_length_c                   11.9316(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.4800(10)
_cell_angle_gamma                90
_cell_volume                     1427.67(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9533
_cell_measurement_temperature    294.68(10)
_cell_measurement_theta_max      75.3780
_cell_measurement_theta_min      3.7020
_shelx_estimated_absorpt_T_max   0.931
_shelx_estimated_absorpt_T_min   0.896
_exptl_absorpt_coefficient_mu    0.805
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50825
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12592
_diffrn_reflns_point_group_measured_fraction_full 0.826
_diffrn_reflns_point_group_measured_fraction_max 0.776
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.688
_diffrn_reflns_theta_min         3.728
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.68(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -24.00  38.00   0.50    1.50    --  -43.30  13.00  13.00  124
  2  ω   -123.00   8.00   0.50    1.50    --  -43.30 -13.00-157.00  262
  3  ω   -171.00 -39.00   0.50    4.00    --  -90.25 -13.00-157.00  264
  4  ω     56.00 178.00   0.50    4.00    --  109.26  13.00  13.00  244
  5  ω    -10.00 123.00   0.50    1.50    --   43.30  13.00  13.00  266
  6  ω     34.00  97.00   0.50    1.50    --   43.30-125.00  30.00  126
  7  ω    -37.00  24.00   0.50    1.50    --   43.30 -13.00-157.00  122
  8  ω    -51.00 -14.00   0.50    4.00    --  -90.25  45.00 150.00   74
  9  ω     35.00  71.00   0.50    4.00    --  109.26 -61.00 120.00   72
 10  ω     35.00  71.00   0.50    4.00    --  109.26 -61.00-150.00   72
 11  ω     35.00  71.00   0.50    4.00    --  109.26 -61.00  90.00   72
 12  ω     36.00 111.00   0.50    4.00    --  109.26-125.00 150.00  150
 13  ω     36.00 111.00   0.50    4.00    --  109.26-125.00  90.00  150
 14  ω     35.00  71.00   0.50    4.00    --  109.26 -61.00 -30.00   72
 15  ω     35.00  71.00   0.50    4.00    --  109.26 -61.00   0.00   72
 16  ω     35.00 106.00   0.50    4.00    --  109.26 -77.00  90.00  142
 17  ω     87.00 178.00   0.50    4.00    --  109.26  45.00  60.00  182
 18  ω   -116.00 -14.00   0.50    1.50    --  -43.30 -77.00  30.00  204
 19  ω   -116.00 -14.00   0.50    1.50    --  -43.30 -77.00-150.00  204
 20  ω   -116.00 -85.00   0.50    1.50    --  -43.30 -77.00 -60.00   62
 21  ω   -116.00 -14.00   0.50    1.50    --  -43.30 -77.00 120.00  204
;
_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      -0.0352985000
_diffrn_orient_matrix_UB_12      0.0077410000
_diffrn_orient_matrix_UB_13      -0.1283648000
_diffrn_orient_matrix_UB_21      0.1296662000
_diffrn_orient_matrix_UB_22      -0.0245683000
_diffrn_orient_matrix_UB_23      -0.0201533000
_diffrn_orient_matrix_UB_31      -0.0242450000
_diffrn_orient_matrix_UB_32      -0.1429062000
_diffrn_orient_matrix_UB_33      -0.0036265000
_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         0.534
_reflns_Friedel_fraction_full    0.636
_reflns_Friedel_fraction_max     0.572
_reflns_number_gt                4355
_reflns_number_total             4618
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.316
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 
;
 Flack x determined using 1477 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.05(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         4618
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0481
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1023P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1285
_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:
 C11(H11), C16(H16), C17(H17), C21(H21), C34(H34)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C18(H18A,
 H18B), C19(H19A,H19B), C22(H22A,H22B), C23(H23A,H23B), C26(H26A,H26B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32)
2.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
F1 F -0.07637(19) 0.3097(2) 0.77414(18) 0.0659(6) Uani 1 1 d . . . . .
O1 O 0.46654(19) 0.5131(3) 0.5793(2) 0.0541(6) Uani 1 1 d . . . . .
O2 O 0.25092(17) 0.64948(19) 0.67435(15) 0.0402(4) Uani 1 1 d . . . . .
O3 O 0.01978(17) 0.6569(2) 0.53977(15) 0.0442(5) Uani 1 1 d . . . . .
O4 O 0.01993(16) 0.5560(2) 0.37801(15) 0.0415(4) Uani 1 1 d . . . . .
O5 O -0.05648(18) 0.4238(2) 0.16305(17) 0.0508(5) Uani 1 1 d . . . . .
O6 O 0.2704(2) 0.0468(2) 0.2742(2) 0.0550(5) Uani 1 1 d . . . . .
N1 N 0.3842(2) 0.3727(3) 0.6929(2) 0.0466(6) Uani 1 1 d . . . . .
N2 N 0.3409(2) 0.7386(2) 0.6393(2) 0.0446(5) Uani 1 1 d . . . . .
C1 C 0.1892(2) 0.4362(3) 0.67781(19) 0.0368(5) Uani 1 1 d . . . . .
C2 C 0.0713(3) 0.4250(3) 0.6961(2) 0.0425(6) Uani 1 1 d . . . . .
H2 H 0.015287 0.484426 0.668210 0.051 Uiso 1 1 calc R U . . .
C3 C 0.0405(3) 0.3227(3) 0.7572(2) 0.0464(7) Uani 1 1 d . . . . .
C4 C 0.1179(3) 0.2328(3) 0.8010(2) 0.0502(7) Uani 1 1 d . . . . .
H4 H 0.091939 0.164999 0.841093 0.060 Uiso 1 1 calc R U . . .
C5 C 0.2371(3) 0.2443(3) 0.7844(2) 0.0495(7) Uani 1 1 d . . . . .
H5 H 0.292730 0.185487 0.814492 0.059 Uiso 1 1 calc R U . . .
C6 C 0.2702(3) 0.3448(3) 0.7224(2) 0.0413(6) Uani 1 1 d . . . . .
C7 C 0.3822(2) 0.4765(3) 0.6250(2) 0.0405(6) Uani 1 1 d . . . . .
C8 C 0.2534(2) 0.5340(3) 0.6146(2) 0.0355(5) Uani 1 1 d . . . . .
C9 C 0.2052(2) 0.5568(3) 0.4894(2) 0.0335(5) Uani 1 1 d . . . . .
C10 C 0.2770(2) 0.6648(3) 0.4423(2) 0.0392(6) Uani 1 1 d . . . . .
H10A H 0.351375 0.630474 0.423163 0.047 Uiso 1 1 calc R U . . .
H10B H 0.233315 0.695298 0.373048 0.047 Uiso 1 1 calc R U . . .
C11 C 0.3044(3) 0.7768(3) 0.5213(2) 0.0406(6) Uani 1 1 d . . . . .
H11 H 0.374481 0.816938 0.495881 0.049 Uiso 1 1 calc R U . . .
C12 C 0.2139(3) 0.8821(3) 0.5243(3) 0.0498(7) Uani 1 1 d . . . . .
H12A H 0.209323 0.933904 0.456968 0.060 Uiso 1 1 calc R U . . .
H12B H 0.135761 0.849362 0.533515 0.060 Uiso 1 1 calc R U . . .
C13 C 0.2666(4) 0.9541(3) 0.6280(3) 0.0598(8) Uani 1 1 d . . . . .
H13A H 0.325785 1.013889 0.608858 0.072 Uiso 1 1 calc R U . . .
H13B H 0.205544 0.999079 0.662371 0.072 Uiso 1 1 calc R U . . .
C14 C 0.3220(4) 0.8531(3) 0.7058(3) 0.0616(9) Uani 1 1 d . . . . .
H14A H 0.397144 0.882648 0.743385 0.074 Uiso 1 1 calc R U . . .
H14B H 0.270334 0.833795 0.762935 0.074 Uiso 1 1 calc R U . . .
C15 C 0.0734(2) 0.5970(3) 0.4775(2) 0.0341(5) Uani 1 1 d . . . . .
C16 C 0.1011(2) 0.4837(3) 0.3174(2) 0.0372(5) Uani 1 1 d . . . . .
H16 H 0.136835 0.538230 0.264225 0.045 Uiso 1 1 calc R U . . .
C17 C 0.1963(2) 0.4388(3) 0.41063(19) 0.0344(5) Uani 1 1 d . . . . .
H17 H 0.162850 0.369308 0.451012 0.041 Uiso 1 1 calc R U . . .
C18 C 0.3107(2) 0.3908(3) 0.3661(2) 0.0442(6) Uani 1 1 d . . . . .
H18A H 0.377833 0.433082 0.407341 0.053 Uiso 1 1 calc R U . . .
H18B H 0.308594 0.414981 0.287462 0.053 Uiso 1 1 calc R U . . .
C19 C 0.3314(3) 0.2463(3) 0.3752(2) 0.0461(7) Uani 1 1 d . . . . .
H19A H 0.414251 0.230589 0.400907 0.055 Uiso 1 1 calc R U . . .
H19B H 0.284612 0.212203 0.431304 0.055 Uiso 1 1 calc R U . . .
C20 C 0.2991(2) 0.1784(3) 0.2649(2) 0.0424(6) Uani 1 1 d . . . . .
C21 C 0.1765(3) 0.1338(3) 0.2378(2) 0.0437(6) Uani 1 1 d . . . . .
H21 H 0.124792 0.153304 0.295972 0.052 Uiso 1 1 calc R U . . .
C22 C 0.1114(3) 0.1199(3) 0.1213(3) 0.0520(7) Uani 1 1 d . . . . .
H22A H 0.083065 0.034017 0.110480 0.062 Uiso 1 1 calc R U . . .
H22B H 0.165057 0.137209 0.065411 0.062 Uiso 1 1 calc R U . . .
C23 C 0.0063(3) 0.2111(3) 0.1050(3) 0.0500(7) Uani 1 1 d . . . . .
H23A H -0.027119 0.209726 0.026534 0.060 Uiso 1 1 calc R U . . .
H23B H -0.054474 0.182780 0.150182 0.060 Uiso 1 1 calc R U . . .
C24 C 0.0410(3) 0.3450(3) 0.1380(2) 0.0421(6) Uani 1 1 d . . . . .
C25 C 0.3811(3) 0.2036(4) 0.1763(3) 0.0554(8) Uani 1 1 d . . . . .
H25A H 0.458870 0.172486 0.202066 0.083 Uiso 1 1 calc R U . . .
H25B H 0.384976 0.292665 0.162998 0.083 Uiso 1 1 calc R U . . .
H25C H 0.351618 0.161563 0.107574 0.083 Uiso 1 1 calc R U . . .
C26 C 0.4816(3) 0.2815(4) 0.6984(3) 0.0570(8) Uani 1 1 d . . . . .
H26A H 0.542913 0.315777 0.656865 0.068 Uiso 1 1 calc R U . . .
H26B H 0.452228 0.205352 0.659812 0.068 Uiso 1 1 calc R U . . .
C27 C 0.5382(3) 0.2449(3) 0.8148(2) 0.0453(6) Uani 1 1 d . . . . .
C28 C 0.5309(4) 0.1244(4) 0.8552(3) 0.0628(9) Uani 1 1 d . . . . .
H28 H 0.486041 0.064902 0.811915 0.075 Uiso 1 1 calc R U . . .
C29 C 0.5890(4) 0.0893(4) 0.9595(4) 0.0687(10) Uani 1 1 d . . . . .
H29 H 0.583141 0.007054 0.985417 0.082 Uiso 1 1 calc R U . . .
C30 C 0.6544(4) 0.1761(5) 1.0232(3) 0.0715(11) Uani 1 1 d . . . . .
H30 H 0.691485 0.154252 1.094009 0.086 Uiso 1 1 calc R U . . .
C31 C 0.6652(5) 0.2941(6) 0.9832(4) 0.0871(14) Uani 1 1 d . . . . .
H31 H 0.713173 0.351824 1.025661 0.104 Uiso 1 1 calc R U . . .
C32 C 0.6068(4) 0.3309(4) 0.8809(3) 0.0695(10) Uani 1 1 d . . . . .
H32 H 0.613413 0.413495 0.856146 0.083 Uiso 1 1 calc R U . . .
C33 C 0.1260(3) 0.4093(4) 0.0673(2) 0.0517(7) Uani 1 1 d . . . . .
H33A H 0.092786 0.409539 -0.010345 0.078 Uiso 1 1 calc R U . . .
H33B H 0.199982 0.364686 0.074651 0.078 Uiso 1 1 calc R U . . .
H33C H 0.138991 0.494553 0.092818 0.078 Uiso 1 1 calc R U . . .
C34 C 0.0293(2) 0.3826(3) 0.2550(2) 0.0405(6) Uani 1 1 d . . . . .
H34 H 0.001448 0.315984 0.302509 0.049 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
F1 C3 1.371(4) . ?
O1 C7 1.217(4) . ?
O2 N2 1.486(3) . ?
O2 C8 1.419(3) . ?
O3 C15 1.195(3) . ?
O4 C15 1.343(3) . ?
O4 C16 1.453(3) . ?
O5 C24 1.445(4) . ?
O5 C34 1.450(3) . ?
O6 C20 1.441(4) . ?
O6 C21 1.440(4) . ?
N1 C6 1.411(4) . ?
N1 C7 1.366(4) . ?
N1 C26 1.465(4) . ?
N2 C11 1.480(4) . ?
N2 C14 1.480(4) . ?
C1 C2 1.385(4) . ?
C1 C6 1.399(4) . ?
C1 C8 1.517(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.375(4) . ?
C3 C4 1.361(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.395(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.374(4) . ?
C7 C8 1.577(4) . ?
C8 C9 1.551(3) . ?
C9 C10 1.549(4) . ?
C9 C15 1.547(3) . ?
C9 C17 1.561(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.526(4) . ?
C11 H11 0.9800 . ?
C11 C12 1.521(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.518(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.508(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C16 H16 0.9800 . ?
C16 C17 1.536(4) . ?
C16 C34 1.494(4) . ?
C17 H17 0.9800 . ?
C17 C18 1.544(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.553(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.509(4) . ?
C20 C21 1.471(4) . ?
C20 C25 1.509(4) . ?
C21 H21 0.9800 . ?
C21 C22 1.507(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.531(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.513(4) . ?
C24 C33 1.513(4) . ?
C24 C34 1.473(4) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.512(4) . ?
C27 C28 1.372(5) . ?
C27 C32 1.386(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.392(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.360(7) . ?
C30 H30 0.9300 . ?
C30 C31 1.350(7) . ?
C31 H31 0.9300 . ?
C31 C32 1.379(6) . ?
C32 H32 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O2 N2 110.75(18) . . ?
C15 O4 C16 111.21(19) . . ?
C24 O5 C34 61.17(18) . . ?
C21 O6 C20 61.43(19) . . ?
C6 N1 C26 124.0(3) . . ?
C7 N1 C6 111.3(2) . . ?
C7 N1 C26 121.4(3) . . ?
C11 N2 O2 108.3(2) . . ?
C11 N2 C14 104.1(2) . . ?
C14 N2 O2 103.0(2) . . ?
C2 C1 C6 119.1(3) . . ?
C2 C1 C8 131.6(3) . . ?
C6 C1 C8 109.3(2) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 C1 117.4(3) . . ?
C3 C2 H2 121.3 . . ?
F1 C3 C2 117.8(3) . . ?
C4 C3 F1 117.9(3) . . ?
C4 C3 C2 124.4(3) . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.7(3) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 H5 120.9 . . ?
C6 C5 C4 118.2(3) . . ?
C6 C5 H5 120.9 . . ?
C1 C6 N1 110.0(3) . . ?
C5 C6 N1 127.7(3) . . ?
C5 C6 C1 122.3(3) . . ?
O1 C7 N1 124.2(3) . . ?
O1 C7 C8 127.7(3) . . ?
N1 C7 C8 108.1(2) . . ?
O2 C8 C1 107.62(19) . . ?
O2 C8 C7 111.4(2) . . ?
O2 C8 C9 108.9(2) . . ?
C1 C8 C7 101.0(2) . . ?
C1 C8 C9 116.6(2) . . ?
C9 C8 C7 111.05(19) . . ?
C8 C9 C17 116.5(2) . . ?
C10 C9 C8 108.7(2) . . ?
C10 C9 C17 112.07(19) . . ?
C15 C9 C8 111.34(18) . . ?
C15 C9 C10 107.8(2) . . ?
C15 C9 C17 99.80(19) . . ?
C9 C10 H10A 108.4 . . ?
C9 C10 H10B 108.4 . . ?
H10A C10 H10B 107.5 . . ?
C11 C10 C9 115.5(2) . . ?
C11 C10 H10A 108.4 . . ?
C11 C10 H10B 108.4 . . ?
N2 C11 C10 113.0(2) . . ?
N2 C11 H11 105.3 . . ?
N2 C11 C12 107.2(2) . . ?
C10 C11 H11 105.3 . . ?
C12 C11 C10 119.7(2) . . ?
C12 C11 H11 105.3 . . ?
C11 C12 H12A 111.7 . . ?
C11 C12 H12B 111.7 . . ?
H12A C12 H12B 109.4 . . ?
C13 C12 C11 100.6(3) . . ?
C13 C12 H12A 111.7 . . ?
C13 C12 H12B 111.7 . . ?
C12 C13 H13A 110.9 . . ?
C12 C13 H13B 110.9 . . ?
H13A C13 H13B 109.0 . . ?
C14 C13 C12 104.1(3) . . ?
C14 C13 H13A 110.9 . . ?
C14 C13 H13B 110.9 . . ?
N2 C14 C13 109.2(3) . . ?
N2 C14 H14A 109.8 . . ?
N2 C14 H14B 109.8 . . ?
C13 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
O3 C15 O4 120.7(2) . . ?
O3 C15 C9 130.2(2) . . ?
O4 C15 C9 109.1(2) . . ?
O4 C16 H16 110.1 . . ?
O4 C16 C17 103.76(19) . . ?
O4 C16 C34 106.6(2) . . ?
C17 C16 H16 110.1 . . ?
C34 C16 H16 110.1 . . ?
C34 C16 C17 116.0(2) . . ?
C9 C17 H17 108.0 . . ?
C16 C17 C9 100.3(2) . . ?
C16 C17 H17 108.0 . . ?
C16 C17 C18 113.8(2) . . ?
C18 C17 C9 118.2(2) . . ?
C18 C17 H17 108.0 . . ?
C17 C18 H18A 108.4 . . ?
C17 C18 H18B 108.4 . . ?
C17 C18 C19 115.3(2) . . ?
H18A C18 H18B 107.5 . . ?
C19 C18 H18A 108.4 . . ?
C19 C18 H18B 108.4 . . ?
C18 C19 H19A 109.0 . . ?
C18 C19 H19B 109.0 . . ?
H19A C19 H19B 107.8 . . ?
C20 C19 C18 112.9(2) . . ?
C20 C19 H19A 109.0 . . ?
C20 C19 H19B 109.0 . . ?
O6 C20 C19 115.4(3) . . ?
O6 C20 C21 59.25(19) . . ?
O6 C20 C25 112.8(3) . . ?
C19 C20 C25 114.7(3) . . ?
C21 C20 C19 118.5(2) . . ?
C21 C20 C25 123.1(3) . . ?
O6 C21 C20 59.3(2) . . ?
O6 C21 H21 113.8 . . ?
O6 C21 C22 119.0(3) . . ?
C20 C21 H21 113.8 . . ?
C20 C21 C22 126.0(3) . . ?
C22 C21 H21 113.8 . . ?
C21 C22 H22A 109.6 . . ?
C21 C22 H22B 109.6 . . ?
C21 C22 C23 110.4(3) . . ?
H22A C22 H22B 108.1 . . ?
C23 C22 H22A 109.6 . . ?
C23 C22 H22B 109.6 . . ?
C22 C23 H23A 109.1 . . ?
C22 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 C22 112.5(3) . . ?
C24 C23 H23A 109.1 . . ?
C24 C23 H23B 109.1 . . ?
O5 C24 C23 114.4(2) . . ?
O5 C24 C33 113.9(3) . . ?
O5 C24 C34 59.57(17) . . ?
C23 C24 C33 116.2(3) . . ?
C34 C24 C23 116.9(3) . . ?
C34 C24 C33 122.5(3) . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C26 H26A 108.1 . . ?
N1 C26 H26B 108.1 . . ?
N1 C26 C27 116.8(2) . . ?
H26A C26 H26B 107.3 . . ?
C27 C26 H26A 108.1 . . ?
C27 C26 H26B 108.1 . . ?
C28 C27 C26 121.7(3) . . ?
C28 C27 C32 117.7(3) . . ?
C32 C27 C26 120.5(3) . . ?
C27 C28 H28 119.2 . . ?
C27 C28 C29 121.5(4) . . ?
C29 C28 H28 119.2 . . ?
C28 C29 H29 120.3 . . ?
C30 C29 C28 119.5(4) . . ?
C30 C29 H29 120.3 . . ?
C29 C30 H30 120.1 . . ?
C31 C30 C29 119.8(4) . . ?
C31 C30 H30 120.1 . . ?
C30 C31 H31 119.3 . . ?
C30 C31 C32 121.4(4) . . ?
C32 C31 H31 119.3 . . ?
C27 C32 H32 120.0 . . ?
C31 C32 C27 120.1(4) . . ?
C31 C32 H32 120.0 . . ?
C24 C33 H33A 109.5 . . ?
C24 C33 H33B 109.5 . . ?
C24 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O5 C34 C16 116.3(2) . . ?
O5 C34 C24 59.27(17) . . ?
O5 C34 H34 115.0 . . ?
C16 C34 H34 115.0 . . ?
C24 C34 C16 124.4(3) . . ?
C24 C34 H34 115.0 . . ?

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
F1 C3 C4 C5 179.8(3) . . . . ?
O1 C7 C8 O2 -73.2(4) . . . . ?
O1 C7 C8 C1 172.7(3) . . . . ?
O1 C7 C8 C9 48.4(4) . . . . ?
O2 N2 C11 C10 -51.6(3) . . . . ?
O2 N2 C11 C12 82.3(3) . . . . ?
O2 N2 C14 C13 -108.9(3) . . . . ?
O2 C8 C9 C10 54.5(2) . . . . ?
O2 C8 C9 C15 -64.1(3) . . . . ?
O2 C8 C9 C17 -177.7(2) . . . . ?
O4 C16 C17 C9 -36.9(2) . . . . ?
O4 C16 C17 C18 -164.1(2) . . . . ?
O4 C16 C34 O5 68.2(3) . . . . ?
O4 C16 C34 C24 137.6(3) . . . . ?
O5 C24 C34 C16 -102.6(3) . . . . ?
O6 C20 C21 C22 -105.5(3) . . . . ?
O6 C21 C22 C23 173.3(3) . . . . ?
N1 C7 C8 O2 108.7(2) . . . . ?
N1 C7 C8 C1 -5.3(3) . . . . ?
N1 C7 C8 C9 -129.6(2) . . . . ?
N1 C26 C27 C28 114.8(4) . . . . ?
N1 C26 C27 C32 -69.9(5) . . . . ?
N2 O2 C8 C1 162.91(19) . . . . ?
N2 O2 C8 C7 53.1(3) . . . . ?
N2 O2 C8 C9 -69.8(2) . . . . ?
N2 C11 C12 C13 38.5(3) . . . . ?
C1 C2 C3 F1 -178.9(3) . . . . ?
C1 C2 C3 C4 0.3(4) . . . . ?
C1 C8 C9 C10 176.5(2) . . . . ?
C1 C8 C9 C15 57.9(3) . . . . ?
C1 C8 C9 C17 -55.7(3) . . . . ?
C2 C1 C6 N1 179.2(2) . . . . ?
C2 C1 C6 C5 -0.3(4) . . . . ?
C2 C1 C8 O2 66.8(3) . . . . ?
C2 C1 C8 C7 -176.3(3) . . . . ?
C2 C1 C8 C9 -55.9(4) . . . . ?
C2 C3 C4 C5 0.6(5) . . . . ?
C3 C4 C5 C6 -1.4(4) . . . . ?
C4 C5 C6 N1 -178.1(3) . . . . ?
C4 C5 C6 C1 1.3(4) . . . . ?
C6 N1 C7 O1 -172.8(3) . . . . ?
C6 N1 C7 C8 5.3(3) . . . . ?
C6 N1 C26 C27 -72.0(4) . . . . ?
C6 C1 C2 C3 -0.5(4) . . . . ?
C6 C1 C8 O2 -113.4(2) . . . . ?
C6 C1 C8 C7 3.5(3) . . . . ?
C6 C1 C8 C9 124.0(2) . . . . ?
C7 N1 C6 C1 -3.1(3) . . . . ?
C7 N1 C6 C5 176.4(3) . . . . ?
C7 N1 C26 C27 130.3(3) . . . . ?
C7 C8 C9 C10 -68.6(3) . . . . ?
C7 C8 C9 C15 172.8(2) . . . . ?
C7 C8 C9 C17 59.2(3) . . . . ?
C8 O2 N2 C11 67.9(3) . . . . ?
C8 O2 N2 C14 177.8(2) . . . . ?
C8 C1 C2 C3 179.4(3) . . . . ?
C8 C1 C6 N1 -0.7(3) . . . . ?
C8 C1 C6 C5 179.8(2) . . . . ?
C8 C9 C10 C11 -41.8(3) . . . . ?
C8 C9 C15 O3 32.3(4) . . . . ?
C8 C9 C15 O4 -149.3(2) . . . . ?
C8 C9 C17 C16 156.7(2) . . . . ?
C8 C9 C17 C18 -79.1(3) . . . . ?
C9 C10 C11 N2 42.4(3) . . . . ?
C9 C10 C11 C12 -85.3(3) . . . . ?
C9 C17 C18 C19 133.4(3) . . . . ?
C10 C9 C15 O3 -86.9(3) . . . . ?
C10 C9 C15 O4 91.4(3) . . . . ?
C10 C9 C17 C16 -77.1(2) . . . . ?
C10 C9 C17 C18 47.1(3) . . . . ?
C10 C11 C12 C13 168.8(3) . . . . ?
C11 N2 C14 C13 4.0(4) . . . . ?
C11 C12 C13 C14 -34.3(4) . . . . ?
C12 C13 C14 N2 19.8(4) . . . . ?
C14 N2 C11 C10 -160.8(3) . . . . ?
C14 N2 C11 C12 -26.8(3) . . . . ?
C15 O4 C16 C17 22.6(3) . . . . ?
C15 O4 C16 C34 145.5(2) . . . . ?
C15 C9 C10 C11 79.1(3) . . . . ?
C15 C9 C17 C16 36.8(2) . . . . ?
C15 C9 C17 C18 161.0(2) . . . . ?
C16 O4 C15 O3 -179.0(3) . . . . ?
C16 O4 C15 C9 2.5(3) . . . . ?
C16 C17 C18 C19 -109.3(3) . . . . ?
C17 C9 C10 C11 -172.1(2) . . . . ?
C17 C9 C15 O3 155.9(3) . . . . ?
C17 C9 C15 O4 -25.7(3) . . . . ?
C17 C16 C34 O5 -176.9(2) . . . . ?
C17 C16 C34 C24 -107.5(3) . . . . ?
C17 C18 C19 C20 101.1(3) . . . . ?
C18 C19 C20 O6 -156.2(2) . . . . ?
C18 C19 C20 C21 -88.9(3) . . . . ?
C18 C19 C20 C25 70.0(3) . . . . ?
C19 C20 C21 O6 -104.3(3) . . . . ?
C19 C20 C21 C22 150.3(3) . . . . ?
C20 O6 C21 C22 116.9(3) . . . . ?
C20 C21 C22 C23 -115.3(3) . . . . ?
C21 O6 C20 C19 109.3(3) . . . . ?
C21 O6 C20 C25 -116.0(3) . . . . ?
C21 C22 C23 C24 50.4(4) . . . . ?
C22 C23 C24 O5 -158.9(3) . . . . ?
C22 C23 C24 C33 65.0(3) . . . . ?
C22 C23 C24 C34 -92.1(3) . . . . ?
C23 C24 C34 O5 -103.9(3) . . . . ?
C23 C24 C34 C16 153.5(3) . . . . ?
C24 O5 C34 C16 116.0(3) . . . . ?
C25 C20 C21 O6 98.7(3) . . . . ?
C25 C20 C21 C22 -6.8(5) . . . . ?
C26 N1 C6 C1 -162.7(3) . . . . ?
C26 N1 C6 C5 16.8(4) . . . . ?
C26 N1 C7 O1 -12.5(4) . . . . ?
C26 N1 C7 C8 165.6(3) . . . . ?
C26 C27 C28 C29 176.1(3) . . . . ?
C26 C27 C32 C31 -175.2(4) . . . . ?
C27 C28 C29 C30 0.2(6) . . . . ?
C28 C27 C32 C31 0.3(6) . . . . ?
C28 C29 C30 C31 -2.0(7) . . . . ?
C29 C30 C31 C32 3.1(8) . . . . ?
C30 C31 C32 C27 -2.2(8) . . . . ?
C32 C27 C28 C29 0.7(6) . . . . ?
C33 C24 C34 O5 100.6(3) . . . . ?
C33 C24 C34 C16 -2.0(4) . . . . ?
C34 O5 C24 C23 108.0(3) . . . . ?
C34 O5 C24 C33 -114.9(3) . . . . ?
C34 C16 C17 C9 -153.5(2) . . . . ?
C34 C16 C17 C18 79.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.043
_oxdiff_exptl_absorpt_empirical_full_min 0.302
####################################################################### 
# 
# 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_9-n0
_database_code_depnum_ccdc_archive 'CCDC 2252413'
loop_
_audit_author_name
_audit_author_address
ffg
;grfrf
China
;
_audit_update_record             
;
2023-03-29 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2023-02-08
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H33 Cl N2 O4, 1.5(C H4 O)'
_chemical_formula_sum            'C30.50 H39 Cl N2 O5.50'
_chemical_formula_weight         557.08
_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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.0498(3)
_cell_length_b                   23.4112(5)
_cell_length_c                   11.1022(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.820(2)
_cell_angle_gamma                90
_cell_volume                     2811.12(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17739
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      73.4420
_cell_measurement_theta_min      3.7260
_shelx_estimated_absorpt_T_max   0.859
_shelx_estimated_absorpt_T_min   0.810
_exptl_absorpt_coefficient_mu    1.569
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43925
_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            'light colourless'
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1188
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            24029
_diffrn_reflns_point_group_measured_fraction_full 0.907
_diffrn_reflns_point_group_measured_fraction_max 0.878
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.740
_diffrn_reflns_theta_min         3.776
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(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 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -96.00  -2.00   1.00    1.00    --  -40.73 125.00 -30.00   94
  2  ω    -65.00  34.00   1.00    1.00    --  -40.73  37.00  90.00   99
  3  ω     23.00  97.00   1.00    1.00    --   40.73-125.00-150.00   74
  4  ω     23.00  97.00   1.00    1.00    --   40.73-125.00 120.00   74
  5  ω     25.00 109.00   1.00    2.84    --  107.58 -94.00  30.00   84
  6  ω     82.00 178.00   1.00    2.84    --  107.58  45.00-120.00   96
  7  ω     34.00 122.00   1.00    2.84    --  107.58-125.00 -30.00   88
  8  ω     75.00 178.00   1.00    2.84    --  107.58  77.00 120.00  103
  9  ω     94.00 178.00   1.00    2.84    --  107.58 125.00   0.00   84
 10  ω     34.00 122.00   1.00    2.84    --  107.58-125.00-180.00   88
 11  ω   -117.00  -8.00   1.00    1.00    --  -40.73 -77.00   0.00  109
 12  ω     78.00 107.00   1.00    1.00    --   41.23  57.00-180.00   29
 13  ω     18.00 103.00   1.00    1.00    --   41.23  37.00 -60.00   85
 14  ω     28.00  64.00   1.00    1.00    --   41.23  57.00-180.00   36
 15  ω     84.00 109.00   1.00    2.84    --  106.95  45.00  90.00   25
 16  ω    122.00 170.00   1.00    2.84    --  106.95 125.00  90.00   48
 17  ω     93.00 137.00   1.00    2.84    --  106.95 -77.00 -30.00   44
 18  ω    145.00 171.00   1.00    2.84    --  106.95  77.00  30.00   26
 19  ω     81.00 112.00   1.00    2.84    --  106.95  77.00  30.00   31
 20  ω     36.00  62.00   1.00    2.84    --  106.95 -61.00  90.00   26
 21  ω     69.00 127.00   1.00    2.84    --  106.95 -61.00  90.00   58
 22  ω    126.00 170.00   1.00    2.84    --  106.95  45.00  90.00   44
 23  ω     88.00 161.00   1.00    2.84    --  106.95  45.00-180.00   73
;
_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      0.0814713000
_diffrn_orient_matrix_UB_12      -0.0110759000
_diffrn_orient_matrix_UB_13      0.1280045000
_diffrn_orient_matrix_UB_21      0.0938394000
_diffrn_orient_matrix_UB_22      -0.0320958000
_diffrn_orient_matrix_UB_23      -0.0603040000
_diffrn_orient_matrix_UB_31      0.0694295000
_diffrn_orient_matrix_UB_32      0.0564128000
_diffrn_orient_matrix_UB_33      -0.0090471000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.739
_reflns_Friedel_fraction_full    0.810
_reflns_Friedel_fraction_max     0.766
_reflns_number_gt                9719
_reflns_number_total             10004
_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 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.312
_refine_diff_density_min         -1.260
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
 Flack x determined using 3731 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.046(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     709
_refine_ls_number_reflns         10004
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0742
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0750P)²+5.9251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1939
_refine_ls_wR_factor_ref         0.1950
_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:
 C11(H11), C16(H16), C20(H20), C21(H21), C22(H22), C31(H31), C35(H35),
 C39(H39), C40(H40), C55(H55)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C17(H17A,
 H17B), C18(H18A,H18B), C25(H25A,H25B), C26(H26A,H26B), C28(H28A,H28B),
 C32(H32A,H32B), C33(H33A,H33B), C36(H36A,H36B), C37(H37A,H37B), C52(H52A,H52B),
  C54(H54A,H54B), C56(H56A,H56B), C57(H57A,H57B), C58(H58A,H58B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C47(H47), C48(H48), C50(H50)
2.d Tetrahedral OH refined with riding coordinates:
 O1S(H1S), O3S(H3S)
2.e X=CH2 refined with riding coordinates:
 C24(H24A,H24B), C27(H27A,H27B), C41(H41A,H41B), C59(H59A,H59B)
2.f Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C53(H53A,H53B,H53C), C1S(H1SA,H1SB,H1SC), C2S(H2SA,H2SB,
 H2SC), C3S(H3SA,H3SB,H3SC)
2.g Idealised tetrahedral OH refined as rotating group:
 O2S(H2S)
;
_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 1.03689(10) 0.15730(4) 0.85722(10) 0.0476(3) Uani 1 1 d . . . . .
O1 O 0.7088(2) 0.43434(11) 0.7598(2) 0.0328(6) Uani 1 1 d . . . . .
O2 O 0.8305(2) 0.39038(10) 0.5457(2) 0.0257(5) Uani 1 1 d . . . . .
O3 O 1.0992(2) 0.41713(12) 0.5562(2) 0.0349(6) Uani 1 1 d . . . . .
O4 O 1.1919(2) 0.43709(13) 0.7483(2) 0.0384(7) Uani 1 1 d . . . . .
N1 N 0.7790(2) 0.34459(13) 0.8136(3) 0.0283(7) Uani 1 1 d . . . . .
N2 N 0.7495(2) 0.44052(13) 0.5097(2) 0.0269(7) Uani 1 1 d . . . . .
C1 C 0.8738(3) 0.30805(15) 0.7931(3) 0.0251(8) Uani 1 1 d . . . . .
C2 C 0.9011(3) 0.25434(16) 0.8411(3) 0.0311(8) Uani 1 1 d . . . . .
H2 H 0.857259 0.237386 0.897054 0.037 Uiso 1 1 calc R U . . .
C3 C 0.9977(3) 0.22645(16) 0.8018(3) 0.0320(9) Uani 1 1 d . . . . .
C4 C 1.0612(3) 0.24915(16) 0.7187(3) 0.0320(9) Uani 1 1 d . . . . .
H4 H 1.125403 0.228041 0.694040 0.038 Uiso 1 1 calc R U . . .
C5 C 1.0301(3) 0.30360(17) 0.6712(3) 0.0316(8) Uani 1 1 d . . . . .
H5 H 1.073230 0.319985 0.613930 0.038 Uiso 1 1 calc R U . . .
C6 C 0.9361(3) 0.33355(14) 0.7082(3) 0.0244(8) Uani 1 1 d . . . . .
C7 C 0.8816(3) 0.39157(15) 0.6744(3) 0.0242(7) Uani 1 1 d . . . . .
C8 C 0.7775(3) 0.39491(15) 0.7518(3) 0.0248(8) Uani 1 1 d . . . . .
C9 C 0.9723(3) 0.44294(14) 0.7066(3) 0.0237(7) Uani 1 1 d . . . . .
C10 C 0.9104(3) 0.49786(15) 0.6475(3) 0.0284(8) Uani 1 1 d . . . . .
H10A H 0.857638 0.513481 0.701745 0.034 Uiso 1 1 calc R U . . .
H10B H 0.975804 0.526346 0.644126 0.034 Uiso 1 1 calc R U . . .
C11 C 0.8310(3) 0.49124(15) 0.5178(3) 0.0296(8) Uani 1 1 d . . . . .
H11 H 0.774185 0.524931 0.506042 0.035 Uiso 1 1 calc R U . . .
C12 C 0.8900(4) 0.4902(2) 0.4041(3) 0.0409(10) Uani 1 1 d . . . . .
H12A H 0.892592 0.529169 0.369872 0.049 Uiso 1 1 calc R U . . .
H12B H 0.975388 0.475089 0.425542 0.049 Uiso 1 1 calc R U . . .
C13 C 0.8096(5) 0.4519(2) 0.3133(4) 0.0498(12) Uani 1 1 d . . . . .
H13A H 0.857406 0.418873 0.292804 0.060 Uiso 1 1 calc R U . . .
H13B H 0.775125 0.473002 0.236600 0.060 Uiso 1 1 calc R U . . .
C14 C 0.7061(3) 0.43209(17) 0.3759(3) 0.0356(10) Uani 1 1 d . . . . .
H14A H 0.630131 0.454642 0.345790 0.043 Uiso 1 1 calc R U . . .
H14B H 0.687275 0.391274 0.357627 0.043 Uiso 1 1 calc R U . . .
C15 C 1.0896(3) 0.43060(16) 0.6573(3) 0.0289(8) Uani 1 1 d . . . . .
C16 C 1.0231(3) 0.44680(16) 0.8496(3) 0.0278(8) Uani 1 1 d . . . . .
H16 H 1.009047 0.409054 0.886649 0.033 Uiso 1 1 calc R U . . .
C17 C 0.9681(3) 0.49343(19) 0.9193(4) 0.0407(10) Uani 1 1 d . . . . .
H17A H 0.876779 0.492287 0.894739 0.049 Uiso 1 1 calc R U . . .
H17B H 0.996051 0.531283 0.896128 0.049 Uiso 1 1 calc R U . . .
C18 C 1.0065(4) 0.4860(2) 1.0608(4) 0.0452(11) Uani 1 1 d . . . . .
H18A H 0.972834 0.518615 1.100273 0.054 Uiso 1 1 calc R U . . .
H18B H 0.966852 0.450903 1.083979 0.054 Uiso 1 1 calc R U . . .
C19 C 1.1464(4) 0.4821(2) 1.1144(4) 0.0418(11) Uani 1 1 d . . . . .
C20 C 1.2043(5) 0.4258(2) 1.0928(4) 0.0488(12) Uani 1 1 d . . . . .
H20 H 1.145194 0.394401 1.100818 0.059 Uiso 1 1 calc R U . . .
C21 C 1.2417(3) 0.42068(18) 0.9656(4) 0.0372(10) Uani 1 1 d . . . . .
H21 H 1.233570 0.379553 0.940931 0.045 Uiso 1 1 calc R U . . .
C22 C 1.1619(3) 0.45500(16) 0.8628(3) 0.0295(8) Uani 1 1 d . . . . .
H22 H 1.182011 0.496471 0.875857 0.035 Uiso 1 1 calc R U . . .
C23 C 1.3803(4) 0.4361(2) 0.9872(5) 0.0525(13) Uani 1 1 d . . . . .
C24 C 1.4453(4) 0.4427(3) 0.9036(6) 0.0709(17) Uani 1 1 d . . . . .
H24A H 1.531507 0.449991 0.926765 0.085 Uiso 1 1 calc R U . . .
H24B H 1.406732 0.440382 0.818984 0.085 Uiso 1 1 calc R U . . .
C25 C 1.4278(4) 0.4386(4) 1.1264(6) 0.097(2) Uani 1 1 d . . . . .
H25A H 1.505503 0.416540 1.150184 0.116 Uiso 1 1 calc R U . . .
H25B H 1.444039 0.478632 1.153712 0.116 Uiso 1 1 calc R U . . .
C26 C 1.3305(6) 0.4136(3) 1.1823(5) 0.0894(19) Uani 1 1 d . . . . .
H26A H 1.331609 0.431157 1.263653 0.107 Uiso 1 1 calc R U . . .
H26B H 1.343357 0.371961 1.193588 0.107 Uiso 1 1 calc R U . . .
C27 C 1.2025(5) 0.5241(2) 1.1806(5) 0.0568(14) Uani 1 1 d . . . . .
H27A H 1.286930 0.520427 1.220007 0.068 Uiso 1 1 calc R U . . .
H27B H 1.158806 0.558267 1.189395 0.068 Uiso 1 1 calc R U . . .
C28 C 0.6971(3) 0.33290(18) 0.8998(3) 0.0347(9) Uani 1 1 d . . . . .
H28A H 0.681982 0.291269 0.901917 0.042 Uiso 1 1 calc R U . . .
H28B H 0.616546 0.351922 0.869773 0.042 Uiso 1 1 calc R U . . .
C29 C 0.7513(5) 0.3537(3) 1.0302(4) 0.0566(14) Uani 1 1 d . . . . .
H29A H 0.760584 0.395340 1.029718 0.085 Uiso 1 1 calc R U . . .
H29B H 0.832411 0.336002 1.059385 0.085 Uiso 1 1 calc R U . . .
H29C H 0.695853 0.343139 1.084967 0.085 Uiso 1 1 calc R U . . .
Cl2 Cl 0.70369(13) 0.54299(6) 1.02364(13) 0.0783(4) Uani 1 1 d . . . . .
O6 O 0.2776(2) 0.77817(11) 0.7033(2) 0.0337(6) Uani 1 1 d . . . . .
O7 O 0.4764(2) 0.79735(12) 0.7269(3) 0.0400(7) Uani 1 1 d . . . . .
O8 O 0.5996(2) 0.72405(10) 0.5679(2) 0.0292(6) Uani 1 1 d . . . . .
O9 O 0.4442(3) 0.63507(13) 0.3904(3) 0.0446(8) Uani 1 1 d . . . . .
N3 N 0.5787(3) 0.74275(14) 0.4385(3) 0.0339(8) Uani 1 1 d . . . . .
N4 N 0.5096(3) 0.58757(14) 0.5699(3) 0.0380(8) Uani 1 1 d . . . . .
C31 C 0.2653(3) 0.68966(15) 0.5966(3) 0.0282(8) Uani 1 1 d . . . . .
H31 H 0.292521 0.661536 0.664573 0.034 Uiso 1 1 calc R U . . .
C32 C 0.1887(3) 0.65819(18) 0.4845(3) 0.0341(9) Uani 1 1 d . . . . .
H32A H 0.145487 0.686765 0.425248 0.041 Uiso 1 1 calc R U . . .
H32B H 0.245508 0.636467 0.443241 0.041 Uiso 1 1 calc R U . . .
C33 C 0.0928(3) 0.61692(18) 0.5184(4) 0.0392(10) Uani 1 1 d . . . . .
H33A H 0.047351 0.598848 0.441756 0.047 Uiso 1 1 calc R U . . .
H33B H 0.137621 0.586233 0.570650 0.047 Uiso 1 1 calc R U . . .
C34 C -0.0010(3) 0.64280(16) 0.5851(4) 0.0381(10) Uani 1 1 d . . . . .
C35 C 0.0479(3) 0.6588(2) 0.7179(4) 0.0425(10) Uani 1 1 d . . . . .
H35 H 0.111772 0.630154 0.755501 0.051 Uiso 1 1 calc R U . . .
C36 C -0.0501(4) 0.6633(3) 0.7984(5) 0.0600(14) Uani 1 1 d . . . . .
H36A H -0.120464 0.637474 0.767229 0.072 Uiso 1 1 calc R U . . .
H36B H -0.013794 0.652760 0.884611 0.072 Uiso 1 1 calc R U . . .
C37 C -0.0932(4) 0.7253(2) 0.7912(5) 0.0569(14) Uani 1 1 d . . . . .
H37A H -0.177314 0.728590 0.739489 0.068 Uiso 1 1 calc R U . . .
H37B H -0.094876 0.740155 0.874381 0.068 Uiso 1 1 calc R U . . .
C38 C -0.0008(3) 0.7587(2) 0.7343(4) 0.0418(11) Uani 1 1 d . . . . .
C39 C 0.1068(3) 0.71950(19) 0.7330(3) 0.0364(10) Uani 1 1 d . . . . .
H39 H 0.160856 0.721077 0.817056 0.044 Uiso 1 1 calc R U . . .
C40 C 0.1879(3) 0.73611(16) 0.6414(3) 0.0313(9) Uani 1 1 d . . . . .
H40 H 0.134508 0.754604 0.568209 0.038 Uiso 1 1 calc R U . . .
C41 C -0.0151(4) 0.8103(2) 0.6890(5) 0.0505(12) Uani 1 1 d . . . . .
H41A H 0.046144 0.826437 0.650487 0.061 Uiso 1 1 calc R U . . .
H41B H -0.086858 0.831667 0.694480 0.061 Uiso 1 1 calc R U . . .
C42 C 0.3895(3) 0.76899(15) 0.6760(3) 0.0294(8) Uani 1 1 d . . . . .
C43 C 0.3795(3) 0.72411(15) 0.5761(3) 0.0264(8) Uani 1 1 d . . . . .
C44 C 0.5006(3) 0.68799(15) 0.5895(3) 0.0278(8) Uani 1 1 d . . . . .
C45 C 0.4803(3) 0.63506(16) 0.4997(4) 0.0330(9) Uani 1 1 d . . . . .
C46 C 0.5481(3) 0.66030(16) 0.7117(3) 0.0285(8) Uani 1 1 d . . . . .
C47 C 0.5952(3) 0.6838(2) 0.8270(4) 0.0398(10) Uani 1 1 d . . . . .
H47 H 0.594997 0.723981 0.839514 0.048 Uiso 1 1 calc R U . . .
C48 C 0.6423(3) 0.6470(2) 0.9232(4) 0.0455(12) Uani 1 1 d . . . . .
H48 H 0.674880 0.661758 1.002957 0.055 Uiso 1 1 calc R U . . .
C49 C 0.6418(3) 0.5887(2) 0.9024(4) 0.0498(12) Uani 1 1 d . . . . .
C50 C 0.6008(4) 0.56413(19) 0.7892(5) 0.0476(12) Uani 1 1 d . . . . .
H50 H 0.605530 0.524112 0.776676 0.057 Uiso 1 1 calc R U . . .
C51 C 0.5522(3) 0.60115(16) 0.6943(4) 0.0357(9) Uani 1 1 d . . . . .
C52 C 0.4928(4) 0.52984(18) 0.5208(5) 0.0467(11) Uani 1 1 d . . . . .
H52A H 0.562054 0.505508 0.562604 0.056 Uiso 1 1 calc R U . . .
H52B H 0.494006 0.530500 0.431907 0.056 Uiso 1 1 calc R U . . .
C53 C 0.3714(5) 0.5045(2) 0.5390(6) 0.0591(15) Uani 1 1 d . . . . .
H53A H 0.302611 0.527818 0.495361 0.089 Uiso 1 1 calc R U . . .
H53B H 0.370071 0.503841 0.627024 0.089 Uiso 1 1 calc R U . . .
H53C H 0.363193 0.465455 0.506537 0.089 Uiso 1 1 calc R U . . .
C54 C 0.3566(3) 0.75452(17) 0.4489(3) 0.0323(9) Uani 1 1 d . . . . .
H54A H 0.321932 0.726255 0.384746 0.039 Uiso 1 1 calc R U . . .
H54B H 0.293200 0.784475 0.448232 0.039 Uiso 1 1 calc R U . . .
C55 C 0.4702(3) 0.78212(17) 0.4137(4) 0.0356(9) Uani 1 1 d . . . . .
H55 H 0.449033 0.787613 0.322492 0.043 Uiso 1 1 calc R U . . .
C56 C 0.5139(3) 0.84100(18) 0.4693(5) 0.0455(11) Uani 1 1 d . . . . .
H56A H 0.489397 0.871760 0.407979 0.055 Uiso 1 1 calc R U . . .
H56B H 0.478168 0.849185 0.542280 0.055 Uiso 1 1 calc R U . . .
C57 C 0.6526(4) 0.83619(19) 0.5049(6) 0.0545(14) Uani 1 1 d . . . . .
H57A H 0.679804 0.833405 0.595354 0.065 Uiso 1 1 calc R U . . .
H57B H 0.692496 0.869884 0.475691 0.065 Uiso 1 1 calc R U . . .
C58 C 0.6853(3) 0.78251(17) 0.4435(4) 0.0394(10) Uani 1 1 d . . . . .
H58A H 0.697778 0.790980 0.359560 0.047 Uiso 1 1 calc R U . . .
H58B H 0.762090 0.765428 0.491717 0.047 Uiso 1 1 calc R U . . .
C59 C -0.1181(4) 0.64865(18) 0.5278(4) 0.0450(11) Uani 1 1 d . . . . .
H59A H -0.177050 0.663728 0.570667 0.054 Uiso 1 1 calc R U . . .
H59B H -0.142939 0.637761 0.443967 0.054 Uiso 1 1 calc R U . . .
O1S O 0.6494(3) 0.67223(16) 0.2682(4) 0.0660(11) Uani 1 1 d . . . . .
H1S H 0.667782 0.684933 0.340368 0.099 Uiso 1 1 calc R U . . .
C1S C 0.6489(8) 0.6122(3) 0.2711(8) 0.094(2) Uani 1 1 d . . . . .
H1SA H 0.694469 0.597414 0.210759 0.141 Uiso 1 1 calc R U . . .
H1SB H 0.563415 0.598421 0.250928 0.141 Uiso 1 1 calc R U . . .
H1SC H 0.688431 0.599050 0.353512 0.141 Uiso 1 1 calc R U . . .
O2S O 0.3127(4) 0.6891(2) -0.0126(6) 0.110(2) Uani 1 1 d . . . . .
H2S H 0.368873 0.708027 0.032681 0.165 Uiso 1 1 calc R U . . .
C2S C 0.3240(7) 0.6323(3) 0.0204(12) 0.143(4) Uani 1 1 d . . . . .
H2SA H 0.358204 0.611022 -0.041021 0.214 Uiso 1 1 calc R U . . .
H2SB H 0.242530 0.616873 0.024432 0.214 Uiso 1 1 calc R U . . .
H2SC H 0.379455 0.628612 0.101056 0.214 Uiso 1 1 calc R U . . .
O3S O 0.5336(4) 0.74127(19) 0.0888(4) 0.0749(13) Uani 1 1 d . . . . .
H3S H 0.571369 0.721342 0.147589 0.112 Uiso 1 1 calc R U . . .
C3S C 0.6111(6) 0.7853(3) 0.0644(6) 0.0757(19) Uani 1 1 d . . . . .
H3SA H 0.574756 0.803271 -0.014480 0.113 Uiso 1 1 calc R U . . .
H3SB H 0.692407 0.769623 0.060568 0.113 Uiso 1 1 calc R U . . .
H3SC H 0.620255 0.813963 0.130093 0.113 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 1.754(4) . ?
O1 C8 1.210(4) . ?
O2 N2 1.481(4) . ?
O2 C7 1.426(4) . ?
O3 C15 1.192(4) . ?
O4 C15 1.362(4) . ?
O4 C22 1.440(4) . ?
N1 C1 1.406(4) . ?
N1 C8 1.361(5) . ?
N1 C28 1.472(5) . ?
N2 C11 1.482(4) . ?
N2 C14 1.478(4) . ?
C1 C2 1.375(5) . ?
C1 C6 1.409(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.394(5) . ?
C3 C4 1.375(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.395(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.384(5) . ?
C6 C7 1.502(5) . ?
C7 C8 1.572(5) . ?
C7 C9 1.560(4) . ?
C9 C10 1.539(5) . ?
C9 C15 1.534(5) . ?
C9 C16 1.574(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.532(5) . ?
C11 H11 1.0000 . ?
C11 C12 1.535(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.498(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.527(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C16 H16 1.0000 . ?
C16 C17 1.534(6) . ?
C16 C22 1.522(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.550(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.542(6) . ?
C19 C20 1.505(7) . ?
C19 C27 1.305(7) . ?
C20 H20 1.0000 . ?
C20 C21 1.555(6) . ?
C20 C26 1.563(7) . ?
C21 H21 1.0000 . ?
C21 C22 1.521(5) . ?
C21 C23 1.545(6) . ?
C22 H22 1.0000 . ?
C23 C24 1.293(8) . ?
C23 C25 1.528(8) . ?
C24 H24A 0.9500 . ?
C24 H24B 0.9500 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.469(10) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9500 . ?
C27 H27B 0.9500 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.528(6) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
Cl2 C49 1.746(4) . ?
O6 C40 1.464(4) . ?
O6 C42 1.349(4) . ?
O7 C42 1.208(4) . ?
O8 N3 1.474(4) . ?
O8 C44 1.440(4) . ?
O9 C45 1.198(5) . ?
N3 C55 1.492(5) . ?
N3 C58 1.493(5) . ?
N4 C45 1.358(5) . ?
N4 C51 1.402(5) . ?
N4 C52 1.455(5) . ?
C31 H31 1.0000 . ?
C31 C32 1.541(5) . ?
C31 C40 1.528(5) . ?
C31 C43 1.553(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.537(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.518(6) . ?
C34 C35 1.509(6) . ?
C34 C59 1.327(5) . ?
C35 H35 1.0000 . ?
C35 C36 1.544(6) . ?
C35 C39 1.558(6) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C37 1.525(8) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.523(7) . ?
C38 C39 1.505(6) . ?
C38 C41 1.304(7) . ?
C39 H39 1.0000 . ?
C39 C40 1.537(5) . ?
C40 H40 1.0000 . ?
C41 H41A 0.9500 . ?
C41 H41B 0.9500 . ?
C42 C43 1.515(5) . ?
C43 C44 1.564(4) . ?
C43 C54 1.555(5) . ?
C44 C45 1.578(5) . ?
C44 C46 1.497(5) . ?
C46 C47 1.393(5) . ?
C46 C51 1.400(5) . ?
C47 H47 0.9500 . ?
C47 C48 1.388(6) . ?
C48 H48 0.9500 . ?
C48 C49 1.384(7) . ?
C49 C50 1.372(7) . ?
C50 H50 0.9500 . ?
C50 C51 1.385(6) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C52 C53 1.518(7) . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C54 C55 1.532(5) . ?
C55 H55 1.0000 . ?
C55 C56 1.547(6) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C56 C57 1.506(6) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C57 C58 1.508(6) . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
C59 H59A 0.9500 . ?
C59 H59B 0.9500 . ?
O1S H1S 0.8400 . ?
O1S C1S 1.405(8) . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?
O2S H2S 0.8400 . ?
O2S C2S 1.379(10) . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
O3S H3S 0.8400 . ?
O3S C3S 1.402(8) . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 O2 N2 110.4(2) . . ?
C15 O4 C22 112.4(3) . . ?
C1 N1 C28 124.7(3) . . ?
C8 N1 C1 112.2(3) . . ?
C8 N1 C28 122.9(3) . . ?
O2 N2 C11 107.0(2) . . ?
C14 N2 O2 102.7(2) . . ?
C14 N2 C11 103.7(3) . . ?
N1 C1 C6 109.4(3) . . ?
C2 C1 N1 127.3(3) . . ?
C2 C1 C6 123.2(3) . . ?
C1 C2 H2 122.3 . . ?
C1 C2 C3 115.4(3) . . ?
C3 C2 H2 122.3 . . ?
C2 C3 Cl1 118.2(3) . . ?
C4 C3 Cl1 117.9(3) . . ?
C4 C3 C2 123.8(3) . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.1(3) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.5(3) . . ?
C6 C5 H5 120.3 . . ?
C1 C6 C7 108.9(3) . . ?
C5 C6 C1 118.9(3) . . ?
C5 C6 C7 132.2(3) . . ?
O2 C7 C6 106.8(3) . . ?
O2 C7 C8 111.4(2) . . ?
O2 C7 C9 110.4(3) . . ?
C6 C7 C8 102.1(3) . . ?
C6 C7 C9 115.7(2) . . ?
C9 C7 C8 110.1(3) . . ?
O1 C8 N1 124.5(3) . . ?
O1 C8 C7 128.2(3) . . ?
N1 C8 C7 107.3(3) . . ?
C7 C9 C16 110.8(3) . . ?
C10 C9 C7 109.7(2) . . ?
C10 C9 C16 114.7(3) . . ?
C15 C9 C7 108.8(3) . . ?
C15 C9 C10 109.8(3) . . ?
C15 C9 C16 102.6(2) . . ?
C9 C10 H10A 108.3 . . ?
C9 C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
C11 C10 C9 115.8(3) . . ?
C11 C10 H10A 108.3 . . ?
C11 C10 H10B 108.3 . . ?
N2 C11 C10 111.2(3) . . ?
N2 C11 H11 105.4 . . ?
N2 C11 C12 107.1(3) . . ?
C10 C11 H11 105.4 . . ?
C10 C11 C12 121.1(3) . . ?
C12 C11 H11 105.4 . . ?
C11 C12 H12A 110.6 . . ?
C11 C12 H12B 110.6 . . ?
H12A C12 H12B 108.8 . . ?
C13 C12 C11 105.6(3) . . ?
C13 C12 H12A 110.6 . . ?
C13 C12 H12B 110.6 . . ?
C12 C13 H13A 110.6 . . ?
C12 C13 H13B 110.6 . . ?
C12 C13 C14 105.8(3) . . ?
H13A C13 H13B 108.7 . . ?
C14 C13 H13A 110.6 . . ?
C14 C13 H13B 110.6 . . ?
N2 C14 C13 107.3(3) . . ?
N2 C14 H14A 110.2 . . ?
N2 C14 H14B 110.2 . . ?
C13 C14 H14A 110.2 . . ?
C13 C14 H14B 110.2 . . ?
H14A C14 H14B 108.5 . . ?
O3 C15 O4 120.5(3) . . ?
O3 C15 C9 129.1(3) . . ?
O4 C15 C9 110.3(3) . . ?
C9 C16 H16 108.1 . . ?
C17 C16 C9 116.9(3) . . ?
C17 C16 H16 108.1 . . ?
C22 C16 C9 104.4(3) . . ?
C22 C16 H16 108.1 . . ?
C22 C16 C17 110.9(3) . . ?
C16 C17 H17A 109.2 . . ?
C16 C17 H17B 109.2 . . ?
C16 C17 C18 112.1(3) . . ?
H17A C17 H17B 107.9 . . ?
C18 C17 H17A 109.2 . . ?
C18 C17 H17B 109.2 . . ?
C17 C18 H18A 108.2 . . ?
C17 C18 H18B 108.2 . . ?
H18A C18 H18B 107.4 . . ?
C19 C18 C17 116.3(3) . . ?
C19 C18 H18A 108.2 . . ?
C19 C18 H18B 108.2 . . ?
C20 C19 C18 114.6(4) . . ?
C27 C19 C18 119.7(4) . . ?
C27 C19 C20 125.5(4) . . ?
C19 C20 H20 108.9 . . ?
C19 C20 C21 114.4(4) . . ?
C19 C20 C26 114.3(4) . . ?
C21 C20 H20 108.9 . . ?
C21 C20 C26 101.3(4) . . ?
C26 C20 H20 108.9 . . ?
C20 C21 H21 107.3 . . ?
C22 C21 C20 114.8(3) . . ?
C22 C21 H21 107.3 . . ?
C22 C21 C23 113.4(3) . . ?
C23 C21 C20 106.3(3) . . ?
C23 C21 H21 107.3 . . ?
O4 C22 C16 106.7(3) . . ?
O4 C22 C21 107.8(3) . . ?
O4 C22 H22 109.0 . . ?
C16 C22 H22 109.0 . . ?
C21 C22 C16 115.0(3) . . ?
C21 C22 H22 109.0 . . ?
C24 C23 C21 126.5(4) . . ?
C24 C23 C25 126.5(4) . . ?
C25 C23 C21 106.9(4) . . ?
C23 C24 H24A 120.0 . . ?
C23 C24 H24B 120.0 . . ?
H24A C24 H24B 120.0 . . ?
C23 C25 H25A 110.4 . . ?
C23 C25 H25B 110.4 . . ?
H25A C25 H25B 108.6 . . ?
C26 C25 C23 106.4(4) . . ?
C26 C25 H25A 110.4 . . ?
C26 C25 H25B 110.4 . . ?
C20 C26 H26A 110.3 . . ?
C20 C26 H26B 110.3 . . ?
C25 C26 C20 107.1(5) . . ?
C25 C26 H26A 110.3 . . ?
C25 C26 H26B 110.3 . . ?
H26A C26 H26B 108.6 . . ?
C19 C27 H27A 120.0 . . ?
C19 C27 H27B 120.0 . . ?
H27A C27 H27B 120.0 . . ?
N1 C28 H28A 109.1 . . ?
N1 C28 H28B 109.1 . . ?
N1 C28 C29 112.5(3) . . ?
H28A C28 H28B 107.8 . . ?
C29 C28 H28A 109.1 . . ?
C29 C28 H28B 109.1 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C42 O6 C40 110.6(3) . . ?
C44 O8 N3 111.3(2) . . ?
O8 N3 C55 108.8(3) . . ?
O8 N3 C58 100.6(3) . . ?
C55 N3 C58 102.7(3) . . ?
C45 N4 C51 111.8(3) . . ?
C45 N4 C52 123.3(3) . . ?
C51 N4 C52 124.8(3) . . ?
C32 C31 H31 109.0 . . ?
C32 C31 C43 117.2(3) . . ?
C40 C31 H31 109.0 . . ?
C40 C31 C32 110.6(3) . . ?
C40 C31 C43 101.7(3) . . ?
C43 C31 H31 109.0 . . ?
C31 C32 H32A 108.9 . . ?
C31 C32 H32B 108.9 . . ?
H32A C32 H32B 107.7 . . ?
C33 C32 C31 113.3(3) . . ?
C33 C32 H32A 108.9 . . ?
C33 C32 H32B 108.9 . . ?
C32 C33 H33A 108.2 . . ?
C32 C33 H33B 108.2 . . ?
H33A C33 H33B 107.4 . . ?
C34 C33 C32 116.3(3) . . ?
C34 C33 H33A 108.2 . . ?
C34 C33 H33B 108.2 . . ?
C35 C34 C33 115.6(3) . . ?
C59 C34 C33 120.2(4) . . ?
C59 C34 C35 124.2(4) . . ?
C34 C35 H35 108.8 . . ?
C34 C35 C36 115.4(3) . . ?
C34 C35 C39 112.9(3) . . ?
C36 C35 H35 108.8 . . ?
C36 C35 C39 101.6(4) . . ?
C39 C35 H35 108.8 . . ?
C35 C36 H36A 110.4 . . ?
C35 C36 H36B 110.4 . . ?
H36A C36 H36B 108.6 . . ?
C37 C36 C35 106.5(4) . . ?
C37 C36 H36A 110.4 . . ?
C37 C36 H36B 110.4 . . ?
C36 C37 H37A 110.5 . . ?
C36 C37 H37B 110.5 . . ?
H37A C37 H37B 108.6 . . ?
C38 C37 C36 106.4(4) . . ?
C38 C37 H37A 110.5 . . ?
C38 C37 H37B 110.5 . . ?
C39 C38 C37 106.8(4) . . ?
C41 C38 C37 126.6(4) . . ?
C41 C38 C39 126.5(4) . . ?
C35 C39 H39 106.9 . . ?
C38 C39 C35 104.2(3) . . ?
C38 C39 H39 106.9 . . ?
C38 C39 C40 114.9(3) . . ?
C40 C39 C35 116.5(3) . . ?
C40 C39 H39 106.9 . . ?
O6 C40 C31 105.1(2) . . ?
O6 C40 C39 106.9(3) . . ?
O6 C40 H40 108.7 . . ?
C31 C40 C39 118.4(3) . . ?
C31 C40 H40 108.7 . . ?
C39 C40 H40 108.7 . . ?
C38 C41 H41A 120.0 . . ?
C38 C41 H41B 120.0 . . ?
H41A C41 H41B 120.0 . . ?
O6 C42 C43 109.9(3) . . ?
O7 C42 O6 119.0(3) . . ?
O7 C42 C43 131.0(3) . . ?
C31 C43 C44 114.2(3) . . ?
C31 C43 C54 112.6(3) . . ?
C42 C43 C31 101.1(3) . . ?
C42 C43 C44 111.8(3) . . ?
C42 C43 C54 108.7(3) . . ?
C54 C43 C44 108.1(3) . . ?
O8 C44 C43 109.4(3) . . ?
O8 C44 C45 111.7(3) . . ?
O8 C44 C46 105.5(2) . . ?
C43 C44 C45 110.9(3) . . ?
C46 C44 C43 117.0(3) . . ?
C46 C44 C45 102.1(3) . . ?
O9 C45 N4 124.9(4) . . ?
O9 C45 C44 128.0(3) . . ?
N4 C45 C44 107.1(3) . . ?
C47 C46 C44 131.0(4) . . ?
C47 C46 C51 120.1(3) . . ?
C51 C46 C44 108.6(3) . . ?
C46 C47 H47 120.9 . . ?
C48 C47 C46 118.2(4) . . ?
C48 C47 H47 120.9 . . ?
C47 C48 H48 120.1 . . ?
C49 C48 C47 119.8(4) . . ?
C49 C48 H48 120.1 . . ?
C48 C49 Cl2 119.2(3) . . ?
C50 C49 Cl2 116.9(4) . . ?
C50 C49 C48 123.8(4) . . ?
C49 C50 H50 122.0 . . ?
C49 C50 C51 116.0(4) . . ?
C51 C50 H50 122.0 . . ?
C46 C51 N4 110.2(3) . . ?
C50 C51 N4 127.4(4) . . ?
C50 C51 C46 122.2(4) . . ?
N4 C52 H52A 109.4 . . ?
N4 C52 H52B 109.4 . . ?
N4 C52 C53 111.2(4) . . ?
H52A C52 H52B 108.0 . . ?
C53 C52 H52A 109.4 . . ?
C53 C52 H52B 109.4 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C43 C54 H54A 108.3 . . ?
C43 C54 H54B 108.3 . . ?
H54A C54 H54B 107.4 . . ?
C55 C54 C43 115.8(3) . . ?
C55 C54 H54A 108.3 . . ?
C55 C54 H54B 108.3 . . ?
N3 C55 C54 111.2(3) . . ?
N3 C55 H55 106.2 . . ?
N3 C55 C56 107.7(3) . . ?
C54 C55 H55 106.2 . . ?
C54 C55 C56 118.6(3) . . ?
C56 C55 H55 106.2 . . ?
C55 C56 H56A 110.8 . . ?
C55 C56 H56B 110.8 . . ?
H56A C56 H56B 108.9 . . ?
C57 C56 C55 104.8(3) . . ?
C57 C56 H56A 110.8 . . ?
C57 C56 H56B 110.8 . . ?
C56 C57 H57A 110.6 . . ?
C56 C57 H57B 110.6 . . ?
C56 C57 C58 105.6(4) . . ?
H57A C57 H57B 108.8 . . ?
C58 C57 H57A 110.6 . . ?
C58 C57 H57B 110.6 . . ?
N3 C58 C57 106.0(3) . . ?
N3 C58 H58A 110.5 . . ?
N3 C58 H58B 110.5 . . ?
C57 C58 H58A 110.5 . . ?
C57 C58 H58B 110.5 . . ?
H58A C58 H58B 108.7 . . ?
C34 C59 H59A 120.0 . . ?
C34 C59 H59B 120.0 . . ?
H59A C59 H59B 120.0 . . ?
C1S O1S H1S 109.5 . . ?
O1S C1S H1SA 109.5 . . ?
O1S C1S H1SB 109.5 . . ?
O1S C1S H1SC 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
C2S O2S H2S 109.5 . . ?
O2S C2S H2SA 109.5 . . ?
O2S C2S H2SB 109.5 . . ?
O2S C2S H2SC 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
C3S O3S H3S 109.5 . . ?
O3S C3S H3SA 109.5 . . ?
O3S C3S H3SB 109.5 . . ?
O3S C3S H3SC 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 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 178.7(3) . . . . ?
O2 N2 C11 C10 -57.7(3) . . . . ?
O2 N2 C11 C12 76.7(3) . . . . ?
O2 N2 C14 C13 -79.5(3) . . . . ?
O2 C7 C8 O1 -69.0(4) . . . . ?
O2 C7 C8 N1 112.6(3) . . . . ?
O2 C7 C9 C10 48.9(3) . . . . ?
O2 C7 C9 C15 -71.3(3) . . . . ?
O2 C7 C9 C16 176.6(3) . . . . ?
N1 C1 C2 C3 177.7(3) . . . . ?
N1 C1 C6 C5 -177.5(3) . . . . ?
N1 C1 C6 C7 2.3(3) . . . . ?
N2 O2 C7 C6 166.6(2) . . . . ?
N2 O2 C7 C8 55.9(3) . . . . ?
N2 O2 C7 C9 -66.8(3) . . . . ?
N2 C11 C12 C13 19.3(4) . . . . ?
C1 N1 C8 O1 -176.0(3) . . . . ?
C1 N1 C8 C7 2.6(3) . . . . ?
C1 N1 C28 C29 87.6(4) . . . . ?
C1 C2 C3 Cl1 -179.2(2) . . . . ?
C1 C2 C3 C4 -1.6(5) . . . . ?
C1 C6 C7 O2 -117.8(3) . . . . ?
C1 C6 C7 C8 -0.7(3) . . . . ?
C1 C6 C7 C9 118.9(3) . . . . ?
C2 C1 C6 C5 -0.5(5) . . . . ?
C2 C1 C6 C7 179.3(3) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
C3 C4 C5 C6 -0.2(5) . . . . ?
C4 C5 C6 C1 -0.1(5) . . . . ?
C4 C5 C6 C7 -179.8(3) . . . . ?
C5 C6 C7 O2 61.9(4) . . . . ?
C5 C6 C7 C8 179.0(3) . . . . ?
C5 C6 C7 C9 -61.4(5) . . . . ?
C6 C1 C2 C3 1.3(5) . . . . ?
C6 C7 C8 O1 177.4(3) . . . . ?
C6 C7 C8 N1 -1.1(3) . . . . ?
C6 C7 C9 C10 170.3(3) . . . . ?
C6 C7 C9 C15 50.1(4) . . . . ?
C6 C7 C9 C16 -62.0(4) . . . . ?
C7 O2 N2 C11 71.2(3) . . . . ?
C7 O2 N2 C14 180.0(3) . . . . ?
C7 C9 C10 C11 -39.1(4) . . . . ?
C7 C9 C15 O3 52.5(5) . . . . ?
C7 C9 C15 O4 -127.6(3) . . . . ?
C7 C9 C16 C17 -103.9(4) . . . . ?
C7 C9 C16 C22 133.1(3) . . . . ?
C8 N1 C1 C2 -180.0(3) . . . . ?
C8 N1 C1 C6 -3.2(4) . . . . ?
C8 N1 C28 C29 -86.7(4) . . . . ?
C8 C7 C9 C10 -74.5(3) . . . . ?
C8 C7 C9 C15 165.2(2) . . . . ?
C8 C7 C9 C16 53.1(3) . . . . ?
C9 C7 C8 O1 53.9(4) . . . . ?
C9 C7 C8 N1 -124.6(3) . . . . ?
C9 C10 C11 N2 45.4(4) . . . . ?
C9 C10 C11 C12 -81.6(4) . . . . ?
C9 C16 C17 C18 169.3(3) . . . . ?
C9 C16 C22 O4 -18.6(4) . . . . ?
C9 C16 C22 C21 -138.1(3) . . . . ?
C10 C9 C15 O3 -67.6(5) . . . . ?
C10 C9 C15 O4 112.3(3) . . . . ?
C10 C9 C16 C17 21.0(4) . . . . ?
C10 C9 C16 C22 -102.0(3) . . . . ?
C10 C11 C12 C13 148.1(3) . . . . ?
C11 N2 C14 C13 31.7(4) . . . . ?
C11 C12 C13 C14 0.3(4) . . . . ?
C12 C13 C14 N2 -20.0(4) . . . . ?
C14 N2 C11 C10 -165.7(3) . . . . ?
C14 N2 C11 C12 -31.4(3) . . . . ?
C15 O4 C22 C16 13.2(4) . . . . ?
C15 O4 C22 C21 137.3(3) . . . . ?
C15 C9 C10 C11 80.5(3) . . . . ?
C15 C9 C16 C17 140.0(3) . . . . ?
C15 C9 C16 C22 17.0(3) . . . . ?
C16 C9 C10 C11 -164.6(3) . . . . ?
C16 C9 C15 O3 170.0(4) . . . . ?
C16 C9 C15 O4 -10.1(4) . . . . ?
C16 C17 C18 C19 54.4(5) . . . . ?
C17 C16 C22 O4 -145.4(3) . . . . ?
C17 C16 C22 C21 95.1(4) . . . . ?
C17 C18 C19 C20 -75.1(5) . . . . ?
C17 C18 C19 C27 110.0(5) . . . . ?
C18 C19 C20 C21 84.0(5) . . . . ?
C18 C19 C20 C26 -159.9(4) . . . . ?
C19 C20 C21 C22 -29.9(5) . . . . ?
C19 C20 C21 C23 96.3(4) . . . . ?
C19 C20 C26 C25 -88.0(6) . . . . ?
C20 C21 C22 O4 -168.8(3) . . . . ?
C20 C21 C22 C16 -49.9(5) . . . . ?
C20 C21 C23 C24 -172.6(5) . . . . ?
C20 C21 C23 C25 10.6(6) . . . . ?
C21 C20 C26 C25 35.5(6) . . . . ?
C21 C23 C25 C26 11.8(7) . . . . ?
C22 O4 C15 O3 178.4(3) . . . . ?
C22 O4 C15 C9 -1.6(4) . . . . ?
C22 C16 C17 C18 -71.2(4) . . . . ?
C22 C21 C23 C24 -45.5(7) . . . . ?
C22 C21 C23 C25 137.7(5) . . . . ?
C23 C21 C22 O4 68.7(4) . . . . ?
C23 C21 C22 C16 -172.3(3) . . . . ?
C23 C25 C26 C20 -29.8(7) . . . . ?
C24 C23 C25 C26 -165.0(6) . . . . ?
C26 C20 C21 C22 -153.4(4) . . . . ?
C26 C20 C21 C23 -27.2(5) . . . . ?
C27 C19 C20 C21 -101.4(5) . . . . ?
C27 C19 C20 C26 14.6(7) . . . . ?
C28 N1 C1 C2 5.2(5) . . . . ?
C28 N1 C1 C6 -178.0(3) . . . . ?
C28 N1 C8 O1 -1.0(5) . . . . ?
C28 N1 C8 C7 177.5(3) . . . . ?
Cl2 C49 C50 C51 -179.9(3) . . . . ?
O6 C42 C43 C31 -26.5(3) . . . . ?
O6 C42 C43 C44 -148.4(3) . . . . ?
O6 C42 C43 C54 92.3(3) . . . . ?
O7 C42 C43 C31 157.0(4) . . . . ?
O7 C42 C43 C44 35.0(5) . . . . ?
O7 C42 C43 C54 -84.3(4) . . . . ?
O8 N3 C55 C54 -54.1(4) . . . . ?
O8 N3 C55 C56 77.5(4) . . . . ?
O8 N3 C58 C57 -75.3(4) . . . . ?
O8 C44 C45 O9 -66.7(4) . . . . ?
O8 C44 C45 N4 114.4(3) . . . . ?
O8 C44 C46 C47 55.9(5) . . . . ?
O8 C44 C46 C51 -117.6(3) . . . . ?
N3 O8 C44 C43 -67.6(3) . . . . ?
N3 O8 C44 C45 55.5(3) . . . . ?
N3 O8 C44 C46 165.7(3) . . . . ?
N3 C55 C56 C57 9.8(5) . . . . ?
C31 C32 C33 C34 57.5(4) . . . . ?
C31 C43 C44 O8 179.6(3) . . . . ?
C31 C43 C44 C45 56.0(4) . . . . ?
C31 C43 C44 C46 -60.5(4) . . . . ?
C31 C43 C54 C55 -171.4(3) . . . . ?
C32 C31 C40 O6 -154.4(3) . . . . ?
C32 C31 C40 C39 86.4(4) . . . . ?
C32 C31 C43 C42 153.4(3) . . . . ?
C32 C31 C43 C44 -86.3(4) . . . . ?
C32 C31 C43 C54 37.5(4) . . . . ?
C32 C33 C34 C35 -73.1(5) . . . . ?
C32 C33 C34 C59 108.7(4) . . . . ?
C33 C34 C35 C36 -158.0(4) . . . . ?
C33 C34 C35 C39 85.6(4) . . . . ?
C34 C35 C36 C37 -91.1(5) . . . . ?
C34 C35 C39 C38 86.1(4) . . . . ?
C34 C35 C39 C40 -41.5(4) . . . . ?
C35 C36 C37 C38 -13.3(5) . . . . ?
C35 C39 C40 O6 -152.9(3) . . . . ?
C35 C39 C40 C31 -34.5(4) . . . . ?
C36 C35 C39 C38 -38.2(4) . . . . ?
C36 C35 C39 C40 -165.8(3) . . . . ?
C36 C37 C38 C39 -11.2(4) . . . . ?
C36 C37 C38 C41 165.3(4) . . . . ?
C37 C38 C39 C35 31.1(4) . . . . ?
C37 C38 C39 C40 159.7(3) . . . . ?
C38 C39 C40 O6 84.9(4) . . . . ?
C38 C39 C40 C31 -156.7(3) . . . . ?
C39 C35 C36 C37 31.4(4) . . . . ?
C40 O6 C42 O7 -174.5(3) . . . . ?
C40 O6 C42 C43 8.5(4) . . . . ?
C40 C31 C32 C33 -74.4(4) . . . . ?
C40 C31 C43 C42 32.7(3) . . . . ?
C40 C31 C43 C44 152.9(3) . . . . ?
C40 C31 C43 C54 -83.2(3) . . . . ?
C41 C38 C39 C35 -145.4(4) . . . . ?
C41 C38 C39 C40 -16.8(6) . . . . ?
C42 O6 C40 C31 13.8(4) . . . . ?
C42 O6 C40 C39 140.5(3) . . . . ?
C42 C43 C44 O8 -66.3(4) . . . . ?
C42 C43 C44 C45 170.1(3) . . . . ?
C42 C43 C44 C46 53.6(4) . . . . ?
C42 C43 C54 C55 77.4(4) . . . . ?
C43 C31 C32 C33 169.6(3) . . . . ?
C43 C31 C40 O6 -29.1(3) . . . . ?
C43 C31 C40 C39 -148.3(3) . . . . ?
C43 C44 C45 O9 55.5(5) . . . . ?
C43 C44 C45 N4 -123.4(3) . . . . ?
C43 C44 C46 C47 -66.0(5) . . . . ?
C43 C44 C46 C51 120.5(3) . . . . ?
C43 C54 C55 N3 46.0(4) . . . . ?
C43 C54 C55 C56 -79.6(4) . . . . ?
C44 O8 N3 C55 67.8(3) . . . . ?
C44 O8 N3 C58 175.2(3) . . . . ?
C44 C43 C54 C55 -44.3(4) . . . . ?
C44 C46 C47 C48 -174.7(4) . . . . ?
C44 C46 C51 N4 -0.7(4) . . . . ?
C44 C46 C51 C50 175.2(3) . . . . ?
C45 N4 C51 C46 2.2(4) . . . . ?
C45 N4 C51 C50 -173.4(4) . . . . ?
C45 N4 C52 C53 -96.3(5) . . . . ?
C45 C44 C46 C47 172.7(4) . . . . ?
C45 C44 C46 C51 -0.8(3) . . . . ?
C46 C44 C45 O9 -179.1(4) . . . . ?
C46 C44 C45 N4 2.1(3) . . . . ?
C46 C47 C48 C49 0.2(6) . . . . ?
C47 C46 C51 N4 -175.1(3) . . . . ?
C47 C46 C51 C50 0.8(5) . . . . ?
C47 C48 C49 Cl2 179.0(3) . . . . ?
C47 C48 C49 C50 2.5(7) . . . . ?
C48 C49 C50 C51 -3.4(6) . . . . ?
C49 C50 C51 N4 176.8(4) . . . . ?
C49 C50 C51 C46 1.7(6) . . . . ?
C51 N4 C45 O9 178.4(3) . . . . ?
C51 N4 C45 C44 -2.7(4) . . . . ?
C51 N4 C52 C53 80.9(5) . . . . ?
C51 C46 C47 C48 -1.8(5) . . . . ?
C52 N4 C45 O9 -4.1(6) . . . . ?
C52 N4 C45 C44 174.8(3) . . . . ?
C52 N4 C51 C46 -175.2(3) . . . . ?
C52 N4 C51 C50 9.2(6) . . . . ?
C54 C43 C44 O8 53.4(3) . . . . ?
C54 C43 C44 C45 -70.2(3) . . . . ?
C54 C43 C44 C46 173.2(3) . . . . ?
C54 C55 C56 C57 137.1(4) . . . . ?
C55 N3 C58 C57 36.9(4) . . . . ?
C55 C56 C57 C58 12.9(5) . . . . ?
C56 C57 C58 N3 -31.4(5) . . . . ?
C58 N3 C55 C54 -160.1(3) . . . . ?
C58 N3 C55 C56 -28.6(4) . . . . ?
C59 C34 C35 C36 20.0(6) . . . . ?
C59 C34 C35 C39 -96.3(5) . . . . ?

_olex2_date_sample_data_collection 2023-02-08
_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 1.666
_oxdiff_exptl_absorpt_empirical_full_min 0.473
####################################################################### 
# 
# 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_exp_4371
_database_code_depnum_ccdc_archive 'CCDC 2252414'
loop_
_audit_author_name
_audit_author_address
ffg
;grfrf
China
;
_audit_update_record             
;
2023-03-29 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2022-12-23
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H33 Cl N2 O4'
_chemical_formula_sum            'C29 H33 Cl N2 O4'
_chemical_formula_weight         509.02
_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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.4206(3)
_cell_length_b                   14.8796(6)
_cell_length_c                   16.2050(6)
_cell_angle_alpha                90
_cell_angle_beta                 88.739(3)
_cell_angle_gamma                90
_cell_volume                     2512.05(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10562
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      73.4320
_cell_measurement_theta_min      3.9730
_shelx_estimated_absorpt_T_max   0.852
_shelx_estimated_absorpt_T_min   0.789
_exptl_absorpt_coefficient_mu    1.661
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62790
_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            'light colourless'
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20363
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.033
_diffrn_reflns_theta_min         2.727
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(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 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     22.00  88.00   1.00    1.16    --   40.92  37.00 -30.00   66
  2  ω     95.00 168.00   1.00    2.50    --  107.58 125.00 -60.00   73
  3  ω    138.00 164.00   1.00    2.50    --  107.58 125.00  30.00   26
  4  ω    104.00 175.00   1.00    2.50    --  107.58  45.00   0.00   71
  5  ω    114.00 139.00   1.00    2.50    --  107.58 -77.00  90.00   25
  6  ω     76.00 104.00   1.00    2.50    --  107.58 -94.00  30.00   28
  7  ω     44.00 109.00   1.00    2.50    --  107.58-125.00 -90.00   65
  8  ω     55.00  90.00   1.00    1.16    --   40.92-125.00 -30.00   35
  9  ω     43.00  93.00   1.00    2.50    --  107.58 -94.00   0.00   50
 10  ω     49.00  81.00   1.00    2.50    --  107.58 -77.00  90.00   32
 11  ω    -16.00  25.00   1.00    1.16    --   40.92 -37.00  90.00   41
 12  ω     86.00 174.00   1.00    2.50    --  107.58  61.00 120.00   88
 13  ω   -112.00 -21.00   1.00    1.16    --  -40.92 -57.00  60.00   91
 14  ω      0.00  31.00   1.00    1.16    --  -41.23  37.00  60.00   31
 15  ω    -63.00  15.00   1.00    1.16    --  -41.23  37.00 120.00   78
 16  ω    -41.00 -15.00   1.00    1.16    --  -41.23  37.00  60.00   26
 17  ω    -32.00  56.00   1.00    1.16    --   41.23 -37.00-120.00   88
 18  ω     69.00  94.00   1.00    1.16    --   41.23-125.00-180.00   25
 19  ω     71.00 120.00   1.00    2.50    --  107.58-125.00-180.00   49
 20  ω     47.00 132.00   1.00    2.50    --  107.58 -45.00 -30.00   85
 21  ω     95.00 120.00   1.00    2.50    --  107.58 125.00  60.00   25
 22  ω     89.00 116.00   1.00    2.50    --  107.58-125.00   0.00   27
 23  ω     35.00  63.00   1.00    2.50    --  107.58-125.00   0.00   28
 24  ω    145.00 176.00   1.00    2.50    --  107.58  45.00 150.00   31
 25  ω     32.00  89.00   1.00    2.50    --  107.58 -30.00  30.00   57
 26  ω    111.00 136.00   1.00    2.50    --  107.58 -30.00  30.00   25
 27  ω    143.00 169.00   1.00    2.50    --  107.58 125.00  60.00   26
 28  ω     79.00 172.00   1.00    2.50    --  107.58  30.00-150.00   93
;
_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      0.0901064000
_diffrn_orient_matrix_UB_12      -0.0655949000
_diffrn_orient_matrix_UB_13      -0.0466436000
_diffrn_orient_matrix_UB_21      -0.0973663000
_diffrn_orient_matrix_UB_22      -0.0765981000
_diffrn_orient_matrix_UB_23      0.0146433000
_diffrn_orient_matrix_UB_31      -0.0652960000
_diffrn_orient_matrix_UB_32      0.0239914000
_diffrn_orient_matrix_UB_33      -0.0814302000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.888
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.948
_reflns_number_gt                9130
_reflns_number_total             9869
_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 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 3815 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.017(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     651
_refine_ls_number_reflns         9869
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0464
_refine_ls_restrained_S_all      1.045
_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)+(0.0587P)²+0.6925P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1216
_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:
 C5(H5), C9(H9), C10(H10), C11(H11), C15(H15), C34(H34), C35(H35), C36(H36),
 C37(H37), C43(H43)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C7(H7A,H7B), C8(H8A,H8B), C14(H14A,H14B), C16(H16A,
 H16B), C17(H17A,H17B), C18(H18A,H18B), C27(H27A,H27B), C32(H32A,H32B),
 C33(H33A,H33B), C38(H38A,H38B), C39(H39A,H39B), C42(H42A,H42B), C44(H44A,H44B),
  C45(H45A,H45B), C46(H46A,H46B), C55(H55A,H55B)
2.c Aromatic/amide H refined with riding coordinates:
 C24(H24), C25(H25), C26(H26), C49(H49), C50(H50), C51(H51)
2.d X=CH2 refined with riding coordinates:
 C1(H1A,H1B), C29(H29A,H29B), C01L(H01A,H01B), C30(H30A,H30B)
2.e Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C56(H56A,H56B,H56C)
;
_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 0.0376(2) 0.13296(10) 0.79019(8) 0.0795(6) Uani 1 1 d . . . . .
O1 O 0.1017(3) 0.30492(17) 0.48886(17) 0.0301(6) Uani 1 1 d . . . . .
O2 O 0.0069(2) 0.11729(17) 0.42759(15) 0.0247(5) Uani 1 1 d . . . . .
O3 O 0.2158(3) -0.01928(19) 0.37545(18) 0.0346(6) Uani 1 1 d . . . . .
O4 O 0.3989(2) 0.02033(17) 0.43113(18) 0.0304(6) Uani 1 1 d . . . . .
N1 N 0.0794(3) 0.2164(2) 0.6038(2) 0.0278(6) Uani 1 1 d . . . . .
N2 N -0.0124(3) 0.1878(2) 0.3640(2) 0.0284(7) Uani 1 1 d . . . . .
C1 C 0.6946(4) -0.0172(3) 0.4463(3) 0.0422(10) Uani 1 1 d . . . . .
H1A H 0.634651 -0.019691 0.403036 0.051 Uiso 1 1 calc R U . . .
H1B H 0.775556 -0.045989 0.440045 0.051 Uiso 1 1 calc R U . . .
C2 C 0.6654(3) 0.0262(3) 0.5149(3) 0.0342(9) Uani 1 1 d . . . . .
C3 C 0.7551(4) 0.0415(4) 0.5861(3) 0.0515(13) Uani 1 1 d . . . . .
H3A H 0.760468 -0.013308 0.620597 0.062 Uiso 1 1 calc R U . . .
H3B H 0.842375 0.056661 0.565149 0.062 Uiso 1 1 calc R U . . .
C4 C 0.6997(4) 0.1183(4) 0.6359(3) 0.0440(11) Uani 1 1 d . . . . .
H4A H 0.765608 0.165253 0.643900 0.053 Uiso 1 1 calc R U . . .
H4B H 0.669448 0.096866 0.690786 0.053 Uiso 1 1 calc R U . . .
C5 C 0.5862(3) 0.1568(3) 0.5872(2) 0.0305(8) Uani 1 1 d . . . . .
H5 H 0.515654 0.173508 0.627037 0.037 Uiso 1 1 calc R U . . .
C6 C 0.6185(3) 0.2378(3) 0.5337(2) 0.0276(8) Uani 1 1 d . . . . .
C7 C 0.5073(4) 0.2990(3) 0.5173(3) 0.0356(9) Uani 1 1 d . . . . .
H7A H 0.541759 0.356429 0.495369 0.043 Uiso 1 1 calc R U . . .
H7B H 0.463336 0.312372 0.570694 0.043 Uiso 1 1 calc R U . . .
C8 C 0.4069(4) 0.2644(2) 0.4576(2) 0.0283(8) Uani 1 1 d . . . . .
H8A H 0.333587 0.306682 0.458123 0.034 Uiso 1 1 calc R U . . .
H8B H 0.445078 0.264451 0.401091 0.034 Uiso 1 1 calc R U . . .
C9 C 0.3564(3) 0.1702(2) 0.4768(2) 0.0216(7) Uani 1 1 d . . . . .
H9 H 0.330765 0.167893 0.536559 0.026 Uiso 1 1 calc R U . . .
C10 C 0.4629(3) 0.1005(2) 0.4613(2) 0.0230(7) Uani 1 1 d . . . . .
H10 H 0.522052 0.123508 0.416681 0.028 Uiso 1 1 calc R U . . .
C11 C 0.5419(3) 0.0754(3) 0.5351(2) 0.0269(8) Uani 1 1 d . . . . .
H11 H 0.488049 0.035821 0.571770 0.032 Uiso 1 1 calc R U . . .
C12 C 0.2792(3) 0.0385(2) 0.4074(2) 0.0250(7) Uani 1 1 d . . . . .
C13 C 0.2415(3) 0.1363(2) 0.4258(2) 0.0211(6) Uani 1 1 d . . . . .
C14 C 0.2236(3) 0.1886(3) 0.3443(2) 0.0280(8) Uani 1 1 d . . . . .
H14A H 0.237273 0.253251 0.355515 0.034 Uiso 1 1 calc R U . . .
H14B H 0.291591 0.169264 0.304535 0.034 Uiso 1 1 calc R U . . .
C15 C 0.0939(4) 0.1781(3) 0.3030(2) 0.0313(8) Uani 1 1 d . . . . .
H15 H 0.086673 0.231124 0.265446 0.038 Uiso 1 1 calc R U . . .
C16 C 0.0672(4) 0.0954(3) 0.2486(3) 0.0424(11) Uani 1 1 d . . . . .
H16A H 0.076135 0.110681 0.189263 0.051 Uiso 1 1 calc R U . . .
H16B H 0.126804 0.045667 0.261088 0.051 Uiso 1 1 calc R U . . .
C17 C -0.0715(5) 0.0696(4) 0.2711(3) 0.0486(12) Uani 1 1 d . . . . .
H17A H -0.074248 0.014078 0.304734 0.058 Uiso 1 1 calc R U . . .
H17B H -0.122009 0.060036 0.220783 0.058 Uiso 1 1 calc R U . . .
C18 C -0.1232(4) 0.1502(3) 0.3208(3) 0.0375(10) Uani 1 1 d . . . . .
H18A H -0.160225 0.195650 0.283546 0.045 Uiso 1 1 calc R U . . .
H18B H -0.190590 0.130668 0.360889 0.045 Uiso 1 1 calc R U . . .
C19 C 0.0973(3) 0.2308(2) 0.5208(2) 0.0229(7) Uani 1 1 d . . . . .
C20 C 0.1135(3) 0.1381(2) 0.4771(2) 0.0214(7) Uani 1 1 d . . . . .
C21 C 0.1029(3) 0.0745(2) 0.5500(2) 0.0217(7) Uani 1 1 d . . . . .
C22 C 0.0829(3) 0.1244(3) 0.6221(2) 0.0261(7) Uani 1 1 d . . . . .
C23 C 0.0639(4) 0.0789(3) 0.6961(2) 0.0348(9) Uani 1 1 d . . . . .
C24 C 0.0619(4) -0.0145(3) 0.6972(3) 0.0339(8) Uani 1 1 d . . . . .
H24 H 0.051165 -0.045229 0.748275 0.041 Uiso 1 1 calc R U . . .
C25 C 0.0755(4) -0.0632(3) 0.6249(3) 0.0316(8) Uani 1 1 d . . . . .
H25 H 0.070441 -0.126957 0.626131 0.038 Uiso 1 1 calc R U . . .
C26 C 0.0968(3) -0.0184(2) 0.5501(2) 0.0267(7) Uani 1 1 d . . . . .
H26 H 0.106841 -0.051179 0.500027 0.032 Uiso 1 1 calc R U . . .
C27 C 0.0664(4) 0.2924(3) 0.6608(3) 0.0362(9) Uani 1 1 d . . . . .
H27A H -0.001712 0.278838 0.702432 0.043 Uiso 1 1 calc R U . . .
H27B H 0.039537 0.346249 0.629627 0.043 Uiso 1 1 calc R U . . .
C28 C 0.1895(5) 0.3130(3) 0.7042(3) 0.0480(11) Uani 1 1 d . . . . .
H28A H 0.256617 0.328377 0.663362 0.072 Uiso 1 1 calc R U . . .
H28B H 0.216023 0.260196 0.735716 0.072 Uiso 1 1 calc R U . . .
H28C H 0.175713 0.363799 0.741899 0.072 Uiso 1 1 calc R U . . .
C29 C 0.7341(4) 0.2536(3) 0.5025(3) 0.0396(10) Uani 1 1 d . . . . .
H29A H 0.748872 0.304856 0.468686 0.047 Uiso 1 1 calc R U . . .
H29B H 0.802709 0.213738 0.513884 0.047 Uiso 1 1 calc R U . . .
Cl2 Cl 0.56278(11) 0.36919(8) 0.72560(6) 0.0418(2) Uani 1 1 d . . . . .
O5 O 0.1317(2) 0.28066(18) 1.09109(18) 0.0309(6) Uani 1 1 d . . . . .
O6 O 0.3186(3) 0.25075(18) 1.14733(17) 0.0314(6) Uani 1 1 d . . . . .
O7 O 0.5194(2) 0.37619(16) 1.07829(14) 0.0227(5) Uani 1 1 d . . . . .
O8 O 0.4203(3) 0.56096(17) 1.00497(16) 0.0284(5) Uani 1 1 d . . . . .
N3 N 0.4822(3) 0.4648(2) 0.90135(19) 0.0256(6) Uani 1 1 d . . . . .
N4 N 0.5426(3) 0.4544(2) 1.13254(19) 0.0244(6) Uani 1 1 d . . . . .
C01L C -0.2083(4) 0.4951(3) 0.9881(3) 0.0378(9) Uani 1 1 d . . . . .
H01A H -0.224221 0.551582 1.013782 0.045 Uiso 1 1 calc R U . . .
H01B H -0.276117 0.452959 0.982946 0.045 Uiso 1 1 calc R U . . .
C015 C -0.0917(3) 0.4753(3) 0.9595(2) 0.0283(8) Uani 1 1 d . . . . .
C30 C -0.1656(4) 0.2399(3) 1.0832(3) 0.0445(11) Uani 1 1 d . . . . .
H30A H -0.248426 0.215688 1.094950 0.053 Uiso 1 1 calc R U . . .
H30B H -0.103479 0.241975 1.125213 0.053 Uiso 1 1 calc R U . . .
C31 C -0.1370(4) 0.2706(3) 1.0086(3) 0.0353(9) Uani 1 1 d . . . . .
C32 C -0.2257(4) 0.2713(3) 0.9369(4) 0.0526(13) Uani 1 1 d . . . . .
H32A H -0.313103 0.289891 0.955039 0.063 Uiso 1 1 calc R U . . .
H32B H -0.230692 0.210780 0.911786 0.063 Uiso 1 1 calc R U . . .
C33 C -0.1698(4) 0.3380(3) 0.8756(3) 0.0438(11) Uani 1 1 d . . . . .
H33A H -0.236058 0.381897 0.859412 0.053 Uiso 1 1 calc R U . . .
H33B H -0.137920 0.306517 0.825424 0.053 Uiso 1 1 calc R U . . .
C34 C -0.0579(3) 0.3868(3) 0.9181(2) 0.0299(8) Uani 1 1 d . . . . .
H34 H 0.012609 0.397388 0.876400 0.036 Uiso 1 1 calc R U . . .
C35 C -0.0128(3) 0.3155(2) 0.9810(2) 0.0265(7) Uani 1 1 d . . . . .
H35 H 0.040934 0.270156 0.950652 0.032 Uiso 1 1 calc R U . . .
C36 C 0.0660(3) 0.3539(2) 1.0505(2) 0.0235(7) Uani 1 1 d . . . . .
H36 H 0.006447 0.383329 1.091486 0.028 Uiso 1 1 calc R U . . .
C37 C 0.1709(3) 0.4217(2) 1.0247(2) 0.0219(7) Uani 1 1 d . . . . .
H37 H 0.195712 0.409855 0.965725 0.026 Uiso 1 1 calc R U . . .
C38 C 0.0180(4) 0.5405(3) 0.9667(3) 0.0335(9) Uani 1 1 d . . . . .
H38A H -0.017883 0.600459 0.980214 0.040 Uiso 1 1 calc R U . . .
H38B H 0.061899 0.545243 0.912035 0.040 Uiso 1 1 calc R U . . .
C39 C 0.1185(3) 0.5172(2) 1.0309(2) 0.0281(8) Uani 1 1 d . . . . .
H39A H 0.191018 0.559839 1.024810 0.034 Uiso 1 1 calc R U . . .
H39B H 0.079768 0.525847 1.086625 0.034 Uiso 1 1 calc R U . . .
C40 C 0.2868(3) 0.3971(2) 1.0789(2) 0.0211(7) Uani 1 1 d . . . . .
C41 C 0.2526(3) 0.3028(2) 1.1096(2) 0.0237(7) Uani 1 1 d . . . . .
C42 C 0.3048(3) 0.4606(3) 1.1544(2) 0.0261(7) Uani 1 1 d . . . . .
H42A H 0.289003 0.523128 1.136505 0.031 Uiso 1 1 calc R U . . .
H42B H 0.238687 0.445467 1.196970 0.031 Uiso 1 1 calc R U . . .
C43 C 0.4364(4) 0.4567(3) 1.1942(2) 0.0264(7) Uani 1 1 d . . . . .
H43 H 0.445662 0.515414 1.223552 0.032 Uiso 1 1 calc R U . . .
C44 C 0.4639(4) 0.3833(3) 1.2601(2) 0.0370(9) Uani 1 1 d . . . . .
H44A H 0.452673 0.407859 1.316554 0.044 Uiso 1 1 calc R U . . .
H44B H 0.405665 0.331320 1.253791 0.044 Uiso 1 1 calc R U . . .
C45 C 0.6024(5) 0.3558(4) 1.2437(3) 0.0518(12) Uani 1 1 d . . . . .
H45A H 0.607314 0.294180 1.220817 0.062 Uiso 1 1 calc R U . . .
H45B H 0.652143 0.358243 1.294967 0.062 Uiso 1 1 calc R U . . .
C46 C 0.6532(4) 0.4248(3) 1.1805(3) 0.0333(9) Uani 1 1 d . . . . .
H46A H 0.692113 0.476607 1.209055 0.040 Uiso 1 1 calc R U . . .
H46B H 0.719199 0.397154 1.143725 0.040 Uiso 1 1 calc R U . . .
C47 C 0.4131(3) 0.3951(2) 1.0271(2) 0.0209(7) Uani 1 1 d . . . . .
C48 C 0.4229(3) 0.3279(2) 0.9570(2) 0.0211(7) Uani 1 1 d . . . . .
C49 C 0.4055(3) 0.2359(2) 0.9578(2) 0.0248(7) Uani 1 1 d . . . . .
H49 H 0.377464 0.206159 1.006804 0.030 Uiso 1 1 calc R U . . .
C50 C 0.4299(4) 0.1872(3) 0.8854(2) 0.0304(8) Uani 1 1 d . . . . .
H50 H 0.414955 0.124191 0.884416 0.037 Uiso 1 1 calc R U . . .
C51 C 0.4753(4) 0.2302(3) 0.8159(2) 0.0312(8) Uani 1 1 d . . . . .
H51 H 0.492296 0.196297 0.767213 0.037 Uiso 1 1 calc R U . . .
C52 C 0.4970(4) 0.3230(3) 0.8151(2) 0.0287(8) Uani 1 1 d . . . . .
C53 C 0.4695(3) 0.3720(2) 0.8859(2) 0.0224(7) Uani 1 1 d . . . . .
C54 C 0.4366(3) 0.4852(2) 0.9794(2) 0.0231(7) Uani 1 1 d . . . . .
C55 C 0.5251(4) 0.5365(3) 0.8462(2) 0.0342(9) Uani 1 1 d . . . . .
H55A H 0.598235 0.514409 0.811827 0.041 Uiso 1 1 calc R U . . .
H55B H 0.556179 0.587381 0.879654 0.041 Uiso 1 1 calc R U . . .
C56 C 0.4214(5) 0.5696(4) 0.7905(3) 0.0520(12) Uani 1 1 d . . . . .
H56A H 0.394865 0.520771 0.754127 0.078 Uiso 1 1 calc R U . . .
H56B H 0.454401 0.619828 0.757124 0.078 Uiso 1 1 calc R U . . .
H56C H 0.347581 0.589905 0.824070 0.078 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 C23 1.740(4) . ?
O1 C19 1.219(4) . ?
O2 N2 1.487(4) . ?
O2 C20 1.419(4) . ?
O3 C12 1.208(4) . ?
O4 C10 1.455(4) . ?
O4 C12 1.341(4) . ?
N1 C19 1.371(5) . ?
N1 C22 1.401(5) . ?
N1 C27 1.464(5) . ?
N2 C15 1.476(5) . ?
N2 C18 1.474(5) . ?
C1 H1A 0.9500 . ?
C1 H1B 0.9500 . ?
C1 C2 1.314(7) . ?
C2 C3 1.519(6) . ?
C2 C11 1.511(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.507(8) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.546(5) . ?
C5 H5 1.0000 . ?
C5 C6 1.518(6) . ?
C5 C11 1.551(5) . ?
C6 C7 1.503(5) . ?
C6 C29 1.317(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.529(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.527(5) . ?
C9 H9 1.0000 . ?
C9 C10 1.536(5) . ?
C9 C13 1.553(4) . ?
C10 H10 1.0000 . ?
C10 C11 1.514(5) . ?
C11 H11 1.0000 . ?
C12 C13 1.535(5) . ?
C13 C14 1.548(5) . ?
C13 C20 1.555(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.530(5) . ?
C15 H15 1.0000 . ?
C15 C16 1.543(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.531(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.536(7) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.559(5) . ?
C20 C21 1.517(5) . ?
C21 C22 1.396(5) . ?
C21 C26 1.384(5) . ?
C22 C23 1.388(5) . ?
C23 C24 1.390(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.382(6) . ?
C25 H25 0.9500 . ?
C25 C26 1.398(5) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.508(6) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9500 . ?
C29 H29B 0.9500 . ?
Cl2 C52 1.733(4) . ?
O5 C36 1.452(4) . ?
O5 C41 1.343(4) . ?
O6 C41 1.210(4) . ?
O7 N4 1.481(4) . ?
O7 C47 1.427(4) . ?
O8 C54 1.212(4) . ?
N3 C53 1.410(5) . ?
N3 C54 1.375(5) . ?
N3 C55 1.455(5) . ?
N4 C43 1.475(5) . ?
N4 C46 1.471(5) . ?
C01L H01A 0.9500 . ?
C01L H01B 0.9500 . ?
C01L C015 1.324(5) . ?
C015 C34 1.516(6) . ?
C015 C38 1.506(5) . ?
C30 H30A 0.9500 . ?
C30 H30B 0.9500 . ?
C30 C31 1.320(7) . ?
C31 C32 1.502(6) . ?
C31 C35 1.515(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.512(7) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.547(5) . ?
C34 H34 1.0000 . ?
C34 C35 1.551(5) . ?
C35 H35 1.0000 . ?
C35 C36 1.519(5) . ?
C36 H36 1.0000 . ?
C36 C37 1.539(5) . ?
C37 H37 1.0000 . ?
C37 C39 1.525(5) . ?
C37 C40 1.552(4) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 C39 1.532(5) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.529(5) . ?
C40 C42 1.561(5) . ?
C40 C47 1.546(4) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 C43 1.529(5) . ?
C43 H43 1.0000 . ?
C43 C44 1.559(5) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C44 C45 1.518(7) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.535(6) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.514(5) . ?
C47 C54 1.565(5) . ?
C48 C49 1.381(5) . ?
C48 C53 1.403(5) . ?
C49 H49 0.9500 . ?
C49 C50 1.397(5) . ?
C50 H50 0.9500 . ?
C50 C51 1.371(6) . ?
C51 H51 0.9500 . ?
C51 C52 1.399(6) . ?
C52 C53 1.384(5) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 C56 1.506(6) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C20 O2 N2 110.9(2) . . ?
C12 O4 C10 111.5(3) . . ?
C19 N1 C22 110.9(3) . . ?
C19 N1 C27 120.4(3) . . ?
C22 N1 C27 128.6(3) . . ?
C15 N2 O2 106.5(3) . . ?
C18 N2 O2 100.5(3) . . ?
C18 N2 C15 103.2(3) . . ?
H1A C1 H1B 120.0 . . ?
C2 C1 H1A 120.0 . . ?
C2 C1 H1B 120.0 . . ?
C1 C2 C3 125.6(4) . . ?
C1 C2 C11 127.0(4) . . ?
C11 C2 C3 107.3(4) . . ?
C2 C3 H3A 110.4 . . ?
C2 C3 H3B 110.4 . . ?
H3A C3 H3B 108.6 . . ?
C4 C3 C2 106.6(3) . . ?
C4 C3 H3A 110.4 . . ?
C4 C3 H3B 110.4 . . ?
C3 C4 H4A 110.3 . . ?
C3 C4 H4B 110.3 . . ?
C3 C4 C5 107.2(4) . . ?
H4A C4 H4B 108.5 . . ?
C5 C4 H4A 110.3 . . ?
C5 C4 H4B 110.3 . . ?
C4 C5 H5 108.8 . . ?
C4 C5 C11 103.3(3) . . ?
C6 C5 C4 115.0(3) . . ?
C6 C5 H5 108.8 . . ?
C6 C5 C11 112.0(3) . . ?
C11 C5 H5 108.8 . . ?
C7 C6 C5 114.8(3) . . ?
C29 C6 C5 123.4(4) . . ?
C29 C6 C7 121.8(4) . . ?
C6 C7 H7A 108.1 . . ?
C6 C7 H7B 108.1 . . ?
C6 C7 C8 116.6(3) . . ?
H7A C7 H7B 107.3 . . ?
C8 C7 H7A 108.1 . . ?
C8 C7 H7B 108.1 . . ?
C7 C8 H8A 108.6 . . ?
C7 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
C9 C8 C7 114.7(3) . . ?
C9 C8 H8A 108.6 . . ?
C9 C8 H8B 108.6 . . ?
C8 C9 H9 108.2 . . ?
C8 C9 C10 110.0(3) . . ?
C8 C9 C13 117.2(3) . . ?
C10 C9 H9 108.2 . . ?
C10 C9 C13 104.9(3) . . ?
C13 C9 H9 108.2 . . ?
O4 C10 C9 105.9(3) . . ?
O4 C10 H10 108.6 . . ?
O4 C10 C11 108.9(3) . . ?
C9 C10 H10 108.6 . . ?
C11 C10 C9 116.1(3) . . ?
C11 C10 H10 108.6 . . ?
C2 C11 C5 103.5(3) . . ?
C2 C11 C10 115.0(3) . . ?
C2 C11 H11 107.9 . . ?
C5 C11 H11 107.9 . . ?
C10 C11 C5 114.3(3) . . ?
C10 C11 H11 107.9 . . ?
O3 C12 O4 120.1(3) . . ?
O3 C12 C13 128.2(3) . . ?
O4 C12 C13 111.8(3) . . ?
C9 C13 C20 111.9(3) . . ?
C12 C13 C9 102.4(3) . . ?
C12 C13 C14 110.2(3) . . ?
C12 C13 C20 109.5(3) . . ?
C14 C13 C9 113.5(3) . . ?
C14 C13 C20 109.2(3) . . ?
C13 C14 H14A 108.2 . . ?
C13 C14 H14B 108.2 . . ?
H14A C14 H14B 107.3 . . ?
C15 C14 C13 116.5(3) . . ?
C15 C14 H14A 108.2 . . ?
C15 C14 H14B 108.2 . . ?
N2 C15 C14 110.7(3) . . ?
N2 C15 H15 105.4 . . ?
N2 C15 C16 108.6(3) . . ?
C14 C15 H15 105.4 . . ?
C14 C15 C16 120.3(4) . . ?
C16 C15 H15 105.4 . . ?
C15 C16 H16A 110.9 . . ?
C15 C16 H16B 110.9 . . ?
H16A C16 H16B 108.9 . . ?
C17 C16 C15 104.2(4) . . ?
C17 C16 H16A 110.9 . . ?
C17 C16 H16B 110.9 . . ?
C16 C17 H17A 110.9 . . ?
C16 C17 H17B 110.9 . . ?
C16 C17 C18 104.3(4) . . ?
H17A C17 H17B 108.9 . . ?
C18 C17 H17A 110.9 . . ?
C18 C17 H17B 110.9 . . ?
N2 C18 C17 106.0(3) . . ?
N2 C18 H18A 110.5 . . ?
N2 C18 H18B 110.5 . . ?
C17 C18 H18A 110.5 . . ?
C17 C18 H18B 110.5 . . ?
H18A C18 H18B 108.7 . . ?
O1 C19 N1 124.2(3) . . ?
O1 C19 C20 127.2(3) . . ?
N1 C19 C20 108.6(3) . . ?
O2 C20 C13 111.6(3) . . ?
O2 C20 C19 111.8(3) . . ?
O2 C20 C21 105.0(3) . . ?
C13 C20 C19 110.0(3) . . ?
C21 C20 C13 116.9(3) . . ?
C21 C20 C19 101.1(3) . . ?
C22 C21 C20 109.1(3) . . ?
C26 C21 C20 128.7(3) . . ?
C26 C21 C22 121.7(3) . . ?
C21 C22 N1 110.3(3) . . ?
C23 C22 N1 131.0(4) . . ?
C23 C22 C21 118.6(4) . . ?
C22 C23 Cl1 123.2(3) . . ?
C22 C23 C24 120.1(4) . . ?
C24 C23 Cl1 116.7(3) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.8(4) . . ?
C25 C24 H24 119.6 . . ?
C24 C25 H25 120.1 . . ?
C24 C25 C26 119.8(4) . . ?
C26 C25 H25 120.1 . . ?
C21 C26 C25 118.9(4) . . ?
C21 C26 H26 120.6 . . ?
C25 C26 H26 120.6 . . ?
N1 C27 H27A 109.1 . . ?
N1 C27 H27B 109.1 . . ?
N1 C27 C28 112.6(4) . . ?
H27A C27 H27B 107.8 . . ?
C28 C27 H27A 109.1 . . ?
C28 C27 H27B 109.1 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C6 C29 H29A 120.0 . . ?
C6 C29 H29B 120.0 . . ?
H29A C29 H29B 120.0 . . ?
C41 O5 C36 111.8(3) . . ?
C47 O7 N4 109.3(2) . . ?
C53 N3 C55 129.6(3) . . ?
C54 N3 C53 110.4(3) . . ?
C54 N3 C55 119.8(3) . . ?
C43 N4 O7 106.9(3) . . ?
C46 N4 O7 102.6(3) . . ?
C46 N4 C43 103.5(3) . . ?
H01A C01L H01B 120.0 . . ?
C015 C01L H01A 120.0 . . ?
C015 C01L H01B 120.0 . . ?
C01L C015 C34 123.4(4) . . ?
C01L C015 C38 121.5(4) . . ?
C38 C015 C34 115.1(3) . . ?
H30A C30 H30B 120.0 . . ?
C31 C30 H30A 120.0 . . ?
C31 C30 H30B 120.0 . . ?
C30 C31 C32 125.5(4) . . ?
C30 C31 C35 126.7(4) . . ?
C32 C31 C35 107.7(4) . . ?
C31 C32 H32A 110.5 . . ?
C31 C32 H32B 110.5 . . ?
C31 C32 C33 106.1(4) . . ?
H32A C32 H32B 108.7 . . ?
C33 C32 H32A 110.5 . . ?
C33 C32 H32B 110.5 . . ?
C32 C33 H33A 110.2 . . ?
C32 C33 H33B 110.2 . . ?
C32 C33 C34 107.4(4) . . ?
H33A C33 H33B 108.5 . . ?
C34 C33 H33A 110.2 . . ?
C34 C33 H33B 110.2 . . ?
C015 C34 C33 115.8(3) . . ?
C015 C34 H34 108.8 . . ?
C015 C34 C35 111.9(3) . . ?
C33 C34 H34 108.8 . . ?
C33 C34 C35 102.4(3) . . ?
C35 C34 H34 108.8 . . ?
C31 C35 C34 103.1(3) . . ?
C31 C35 H35 108.2 . . ?
C31 C35 C36 114.8(3) . . ?
C34 C35 H35 108.2 . . ?
C36 C35 C34 114.0(3) . . ?
C36 C35 H35 108.2 . . ?
O5 C36 C35 108.8(3) . . ?
O5 C36 H36 108.6 . . ?
O5 C36 C37 106.0(3) . . ?
C35 C36 H36 108.6 . . ?
C35 C36 C37 115.9(3) . . ?
C37 C36 H36 108.6 . . ?
C36 C37 H37 108.1 . . ?
C36 C37 C40 104.4(3) . . ?
C39 C37 C36 110.0(3) . . ?
C39 C37 H37 108.1 . . ?
C39 C37 C40 117.7(3) . . ?
C40 C37 H37 108.1 . . ?
C015 C38 H38A 108.3 . . ?
C015 C38 H38B 108.3 . . ?
C015 C38 C39 115.9(3) . . ?
H38A C38 H38B 107.4 . . ?
C39 C38 H38A 108.3 . . ?
C39 C38 H38B 108.3 . . ?
C37 C39 C38 114.6(3) . . ?
C37 C39 H39A 108.6 . . ?
C37 C39 H39B 108.6 . . ?
C38 C39 H39A 108.6 . . ?
C38 C39 H39B 108.6 . . ?
H39A C39 H39B 107.6 . . ?
C37 C40 C42 114.2(3) . . ?
C41 C40 C37 102.8(3) . . ?
C41 C40 C42 109.3(3) . . ?
C41 C40 C47 110.4(3) . . ?
C47 C40 C37 111.2(3) . . ?
C47 C40 C42 108.8(3) . . ?
O5 C41 C40 111.4(3) . . ?
O6 C41 O5 120.2(3) . . ?
O6 C41 C40 128.4(3) . . ?
C40 C42 H42A 108.4 . . ?
C40 C42 H42B 108.4 . . ?
H42A C42 H42B 107.4 . . ?
C43 C42 C40 115.6(3) . . ?
C43 C42 H42A 108.4 . . ?
C43 C42 H42B 108.4 . . ?
N4 C43 C42 112.5(3) . . ?
N4 C43 H43 105.3 . . ?
N4 C43 C44 107.5(3) . . ?
C42 C43 H43 105.3 . . ?
C42 C43 C44 119.7(3) . . ?
C44 C43 H43 105.3 . . ?
C43 C44 H44A 110.8 . . ?
C43 C44 H44B 110.8 . . ?
H44A C44 H44B 108.8 . . ?
C45 C44 C43 104.9(3) . . ?
C45 C44 H44A 110.8 . . ?
C45 C44 H44B 110.8 . . ?
C44 C45 H45A 110.9 . . ?
C44 C45 H45B 110.9 . . ?
C44 C45 C46 104.4(3) . . ?
H45A C45 H45B 108.9 . . ?
C46 C45 H45A 110.9 . . ?
C46 C45 H45B 110.9 . . ?
N4 C46 C45 106.8(3) . . ?
N4 C46 H46A 110.4 . . ?
N4 C46 H46B 110.4 . . ?
C45 C46 H46A 110.4 . . ?
C45 C46 H46B 110.4 . . ?
H46A C46 H46B 108.6 . . ?
O7 C47 C40 110.5(3) . . ?
O7 C47 C48 105.4(3) . . ?
O7 C47 C54 109.9(3) . . ?
C40 C47 C54 111.9(3) . . ?
C48 C47 C40 117.6(3) . . ?
C48 C47 C54 100.8(3) . . ?
C49 C48 C47 129.8(3) . . ?
C49 C48 C53 120.9(3) . . ?
C53 C48 C47 108.9(3) . . ?
C48 C49 H49 120.5 . . ?
C48 C49 C50 119.1(3) . . ?
C50 C49 H49 120.5 . . ?
C49 C50 H50 120.0 . . ?
C51 C50 C49 120.0(4) . . ?
C51 C50 H50 120.0 . . ?
C50 C51 H51 119.3 . . ?
C50 C51 C52 121.4(4) . . ?
C52 C51 H51 119.3 . . ?
C51 C52 Cl2 117.4(3) . . ?
C53 C52 Cl2 123.7(3) . . ?
C53 C52 C51 118.8(3) . . ?
C48 C53 N3 110.1(3) . . ?
C52 C53 N3 130.1(3) . . ?
C52 C53 C48 119.7(3) . . ?
O8 C54 N3 124.3(3) . . ?
O8 C54 C47 127.5(3) . . ?
N3 C54 C47 108.1(3) . . ?
N3 C55 H55A 108.9 . . ?
N3 C55 H55B 108.9 . . ?
N3 C55 C56 113.2(4) . . ?
H55A C55 H55B 107.8 . . ?
C56 C55 H55A 108.9 . . ?
C56 C55 H55B 108.9 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 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 C23 C24 C25 176.8(3) . . . . ?
O1 C19 C20 O2 -70.6(4) . . . . ?
O1 C19 C20 C13 53.9(4) . . . . ?
O1 C19 C20 C21 178.1(3) . . . . ?
O2 N2 C15 C14 -58.6(4) . . . . ?
O2 N2 C15 C16 75.4(3) . . . . ?
O2 N2 C18 C17 -72.2(4) . . . . ?
O2 C20 C21 C22 -115.9(3) . . . . ?
O2 C20 C21 C26 56.4(4) . . . . ?
O3 C12 C13 C9 172.8(4) . . . . ?
O3 C12 C13 C14 -66.1(5) . . . . ?
O3 C12 C13 C20 54.0(5) . . . . ?
O4 C10 C11 C2 75.6(4) . . . . ?
O4 C10 C11 C5 -164.8(3) . . . . ?
O4 C12 C13 C9 -7.5(4) . . . . ?
O4 C12 C13 C14 113.6(3) . . . . ?
O4 C12 C13 C20 -126.3(3) . . . . ?
N1 C19 C20 O2 110.6(3) . . . . ?
N1 C19 C20 C13 -124.8(3) . . . . ?
N1 C19 C20 C21 -0.7(3) . . . . ?
N1 C22 C23 Cl1 -3.7(6) . . . . ?
N1 C22 C23 C24 174.6(4) . . . . ?
N2 O2 C20 C13 -65.4(3) . . . . ?
N2 O2 C20 C19 58.2(3) . . . . ?
N2 O2 C20 C21 167.0(3) . . . . ?
N2 C15 C16 C17 10.5(5) . . . . ?
C1 C2 C3 C4 161.0(4) . . . . ?
C1 C2 C11 C5 -144.9(4) . . . . ?
C1 C2 C11 C10 -19.5(6) . . . . ?
C2 C3 C4 C5 -7.4(5) . . . . ?
C3 C2 C11 C5 31.0(4) . . . . ?
C3 C2 C11 C10 156.4(3) . . . . ?
C3 C4 C5 C6 -96.3(4) . . . . ?
C3 C4 C5 C11 26.0(4) . . . . ?
C4 C5 C6 C7 -153.9(4) . . . . ?
C4 C5 C6 C29 27.0(6) . . . . ?
C4 C5 C11 C2 -34.5(4) . . . . ?
C4 C5 C11 C10 -160.4(3) . . . . ?
C5 C6 C7 C8 -72.8(5) . . . . ?
C6 C5 C11 C2 89.8(4) . . . . ?
C6 C5 C11 C10 -36.1(4) . . . . ?
C6 C7 C8 C9 50.6(5) . . . . ?
C7 C8 C9 C10 -68.5(4) . . . . ?
C7 C8 C9 C13 172.0(3) . . . . ?
C8 C9 C10 O4 -145.9(3) . . . . ?
C8 C9 C10 C11 93.0(4) . . . . ?
C8 C9 C13 C12 138.1(3) . . . . ?
C8 C9 C13 C14 19.3(4) . . . . ?
C8 C9 C13 C20 -104.8(3) . . . . ?
C9 C10 C11 C2 -165.0(3) . . . . ?
C9 C10 C11 C5 -45.5(4) . . . . ?
C9 C13 C14 C15 -163.5(3) . . . . ?
C9 C13 C20 O2 173.1(3) . . . . ?
C9 C13 C20 C19 48.4(4) . . . . ?
C9 C13 C20 C21 -66.0(4) . . . . ?
C10 O4 C12 O3 174.9(3) . . . . ?
C10 O4 C12 C13 -4.8(4) . . . . ?
C10 C9 C13 C12 15.9(3) . . . . ?
C10 C9 C13 C14 -102.9(3) . . . . ?
C10 C9 C13 C20 133.0(3) . . . . ?
C11 C2 C3 C4 -15.0(5) . . . . ?
C11 C5 C6 C7 88.6(4) . . . . ?
C11 C5 C6 C29 -90.5(4) . . . . ?
C12 O4 C10 C9 15.3(4) . . . . ?
C12 O4 C10 C11 140.9(3) . . . . ?
C12 C13 C14 C15 82.4(4) . . . . ?
C12 C13 C20 O2 -74.2(3) . . . . ?
C12 C13 C20 C19 161.2(3) . . . . ?
C12 C13 C20 C21 46.8(4) . . . . ?
C13 C9 C10 O4 -19.1(4) . . . . ?
C13 C9 C10 C11 -140.1(3) . . . . ?
C13 C14 C15 N2 46.3(5) . . . . ?
C13 C14 C15 C16 -81.7(5) . . . . ?
C13 C20 C21 C22 119.8(3) . . . . ?
C13 C20 C21 C26 -67.9(5) . . . . ?
C14 C13 C20 O2 46.6(4) . . . . ?
C14 C13 C20 C19 -78.1(3) . . . . ?
C14 C13 C20 C21 167.5(3) . . . . ?
C14 C15 C16 C17 139.4(4) . . . . ?
C15 N2 C18 C17 37.7(4) . . . . ?
C15 C16 C17 C18 12.3(5) . . . . ?
C16 C17 C18 N2 -31.4(5) . . . . ?
C18 N2 C15 C14 -164.0(3) . . . . ?
C18 N2 C15 C16 -29.9(4) . . . . ?
C19 N1 C22 C21 -0.3(4) . . . . ?
C19 N1 C22 C23 -176.8(4) . . . . ?
C19 N1 C27 C28 -99.7(4) . . . . ?
C19 C20 C21 C22 0.5(3) . . . . ?
C19 C20 C21 C26 172.8(3) . . . . ?
C20 O2 N2 C15 71.3(3) . . . . ?
C20 O2 N2 C18 178.6(3) . . . . ?
C20 C13 C14 C15 -37.9(4) . . . . ?
C20 C21 C22 N1 -0.1(4) . . . . ?
C20 C21 C22 C23 176.8(3) . . . . ?
C20 C21 C26 C25 -174.3(3) . . . . ?
C21 C22 C23 Cl1 -179.9(3) . . . . ?
C21 C22 C23 C24 -1.5(6) . . . . ?
C22 N1 C19 O1 -178.1(3) . . . . ?
C22 N1 C19 C20 0.7(4) . . . . ?
C22 N1 C27 C28 76.7(5) . . . . ?
C22 C21 C26 C25 -2.8(5) . . . . ?
C22 C23 C24 C25 -1.7(6) . . . . ?
C23 C24 C25 C26 2.7(6) . . . . ?
C24 C25 C26 C21 -0.4(5) . . . . ?
C26 C21 C22 N1 -173.1(3) . . . . ?
C26 C21 C22 C23 3.8(5) . . . . ?
C27 N1 C19 O1 -1.2(5) . . . . ?
C27 N1 C19 C20 177.6(3) . . . . ?
C27 N1 C22 C21 -177.0(4) . . . . ?
C27 N1 C22 C23 6.6(7) . . . . ?
C29 C6 C7 C8 106.3(5) . . . . ?
Cl2 C52 C53 N3 2.5(5) . . . . ?
Cl2 C52 C53 C48 -176.5(3) . . . . ?
O5 C36 C37 C39 -145.8(3) . . . . ?
O5 C36 C37 C40 -18.6(3) . . . . ?
O7 N4 C43 C42 -56.2(4) . . . . ?
O7 N4 C43 C44 77.6(3) . . . . ?
O7 N4 C46 C45 -74.4(4) . . . . ?
O7 C47 C48 C49 68.8(4) . . . . ?
O7 C47 C48 C53 -104.3(3) . . . . ?
O7 C47 C54 O8 -80.9(4) . . . . ?
O7 C47 C54 N3 98.3(3) . . . . ?
N4 O7 C47 C40 -69.8(3) . . . . ?
N4 O7 C47 C48 162.2(2) . . . . ?
N4 O7 C47 C54 54.2(3) . . . . ?
N4 C43 C44 C45 12.7(4) . . . . ?
C01L C015 C34 C33 26.3(6) . . . . ?
C01L C015 C34 C35 -90.4(4) . . . . ?
C01L C015 C38 C39 106.7(4) . . . . ?
C015 C34 C35 C31 88.7(4) . . . . ?
C015 C34 C35 C36 -36.4(4) . . . . ?
C015 C38 C39 C37 50.9(5) . . . . ?
C30 C31 C32 C33 161.8(4) . . . . ?
C30 C31 C35 C34 -144.7(4) . . . . ?
C30 C31 C35 C36 -20.1(6) . . . . ?
C31 C32 C33 C34 -8.3(5) . . . . ?
C31 C35 C36 O5 77.1(4) . . . . ?
C31 C35 C36 C37 -163.6(3) . . . . ?
C32 C31 C35 C34 32.3(4) . . . . ?
C32 C31 C35 C36 156.9(3) . . . . ?
C32 C33 C34 C015 -94.5(4) . . . . ?
C32 C33 C34 C35 27.5(4) . . . . ?
C33 C34 C35 C31 -35.9(4) . . . . ?
C33 C34 C35 C36 -161.0(3) . . . . ?
C34 C015 C38 C39 -73.1(5) . . . . ?
C34 C35 C36 O5 -164.3(3) . . . . ?
C34 C35 C36 C37 -45.0(4) . . . . ?
C35 C31 C32 C33 -15.2(5) . . . . ?
C35 C36 C37 C39 93.4(4) . . . . ?
C35 C36 C37 C40 -139.4(3) . . . . ?
C36 O5 C41 O6 176.3(3) . . . . ?
C36 O5 C41 C40 -2.5(4) . . . . ?
C36 C37 C39 C38 -69.3(4) . . . . ?
C36 C37 C40 C41 16.7(3) . . . . ?
C36 C37 C40 C42 -101.7(3) . . . . ?
C36 C37 C40 C47 134.8(3) . . . . ?
C37 C40 C41 O5 -9.5(4) . . . . ?
C37 C40 C41 O6 171.8(4) . . . . ?
C37 C40 C42 C43 -162.9(3) . . . . ?
C37 C40 C47 O7 177.5(3) . . . . ?
C37 C40 C47 C48 -61.4(4) . . . . ?
C37 C40 C47 C54 54.6(4) . . . . ?
C38 C015 C34 C33 -153.9(4) . . . . ?
C38 C015 C34 C35 89.3(4) . . . . ?
C39 C37 C40 C41 138.9(3) . . . . ?
C39 C37 C40 C42 20.6(4) . . . . ?
C39 C37 C40 C47 -103.0(4) . . . . ?
C40 C37 C39 C38 171.3(3) . . . . ?
C40 C42 C43 N4 43.0(4) . . . . ?
C40 C42 C43 C44 -84.6(4) . . . . ?
C40 C47 C48 C49 -54.9(5) . . . . ?
C40 C47 C48 C53 132.1(3) . . . . ?
C40 C47 C54 O8 42.4(5) . . . . ?
C40 C47 C54 N3 -138.5(3) . . . . ?
C41 O5 C36 C35 139.0(3) . . . . ?
C41 O5 C36 C37 13.7(4) . . . . ?
C41 C40 C42 C43 82.6(4) . . . . ?
C41 C40 C47 O7 -69.0(3) . . . . ?
C41 C40 C47 C48 52.0(4) . . . . ?
C41 C40 C47 C54 168.1(3) . . . . ?
C42 C40 C41 O5 112.2(3) . . . . ?
C42 C40 C41 O6 -66.5(5) . . . . ?
C42 C40 C47 O7 50.9(3) . . . . ?
C42 C40 C47 C48 172.0(3) . . . . ?
C42 C40 C47 C54 -72.0(3) . . . . ?
C42 C43 C44 C45 142.6(4) . . . . ?
C43 N4 C46 C45 36.8(4) . . . . ?
C43 C44 C45 C46 9.3(5) . . . . ?
C44 C45 C46 N4 -28.8(5) . . . . ?
C46 N4 C43 C42 -164.2(3) . . . . ?
C46 N4 C43 C44 -30.4(4) . . . . ?
C47 O7 N4 C43 71.5(3) . . . . ?
C47 O7 N4 C46 -179.9(3) . . . . ?
C47 C40 C41 O5 -128.1(3) . . . . ?
C47 C40 C41 O6 53.1(5) . . . . ?
C47 C40 C42 C43 -38.0(4) . . . . ?
C47 C48 C49 C50 -175.0(3) . . . . ?
C47 C48 C53 N3 -4.5(4) . . . . ?
C47 C48 C53 C52 174.6(3) . . . . ?
C48 C47 C54 O8 168.2(3) . . . . ?
C48 C47 C54 N3 -12.7(3) . . . . ?
C48 C49 C50 C51 2.6(5) . . . . ?
C49 C48 C53 N3 -178.3(3) . . . . ?
C49 C48 C53 C52 0.9(5) . . . . ?
C49 C50 C51 C52 -0.6(6) . . . . ?
C50 C51 C52 Cl2 176.5(3) . . . . ?
C50 C51 C52 C53 -1.2(6) . . . . ?
C51 C52 C53 N3 -179.9(4) . . . . ?
C51 C52 C53 C48 1.1(5) . . . . ?
C53 N3 C54 O8 -169.9(3) . . . . ?
C53 N3 C54 C47 10.9(4) . . . . ?
C53 N3 C55 C56 81.2(5) . . . . ?
C53 C48 C49 C50 -2.7(5) . . . . ?
C54 N3 C53 C48 -4.3(4) . . . . ?
C54 N3 C53 C52 176.7(3) . . . . ?
C54 N3 C55 C56 -93.2(4) . . . . ?
C54 C47 C48 C49 -176.8(3) . . . . ?
C54 C47 C48 C53 10.1(3) . . . . ?
C55 N3 C53 C48 -179.2(3) . . . . ?
C55 N3 C53 C52 1.8(6) . . . . ?
C55 N3 C54 O8 5.5(5) . . . . ?
C55 N3 C54 C47 -173.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.702
_oxdiff_exptl_absorpt_empirical_full_min 0.590
