# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2026

####################################################################### 
# 
# 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_tpy_bid_11
_database_code_depnum_ccdc_archive 'CCDC 2426203'
loop_
_audit_author_name
_audit_author_address
dd
;fbdb
China
;
_audit_update_record             
;
2025-02-23 deposited with the CCDC.	2026-01-12 downloaded from the CCDC.
;
_audit_creation_date             2025-02-23
_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         'C63 H59 N7 O8 S2'
_chemical_formula_sum            'C63 H59 N7 O8 S2'
_chemical_formula_weight         1106.29
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S Cl'
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.9477(3)
_cell_length_b                   8.7279(3)
_cell_length_c                   37.2027(15)
_cell_angle_alpha                90
_cell_angle_beta                 93.102(3)
_cell_angle_gamma                90
_cell_volume                     3225.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9034
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      72.3020
_cell_measurement_theta_min      2.3460
_shelx_estimated_absorpt_T_max   0.910
_shelx_estimated_absorpt_T_min   0.870
_exptl_absorpt_coefficient_mu    1.196
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66493
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.121a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1164
_exptl_crystal_size_max          0.12
_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  0.0476
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            26332
_diffrn_reflns_point_group_measured_fraction_full 0.919
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_theta_full        66.595
_diffrn_reflns_theta_max         66.595
_diffrn_reflns_theta_min         2.379
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -56.00 -17.00   0.50    0.15    --  -36.77 -57.00  60.00   78
  2  ω    -60.00  -9.00   0.50    0.15    --  -36.77 -37.00 125.00  102
  3  ω    -47.00 -11.00   0.50    0.15    --  -36.77 -57.00 -30.00   72
  4  ω    -54.00 -11.00   0.50    0.15    --  -36.77 -57.00 -90.00   86
  5  ω    -56.00 -11.00   0.50    0.15    --  -36.77 -57.00-150.00   90
  6  ω     -8.00  17.00   0.50    0.15    --  -36.77  37.00 -78.00   50
  7  ω    -89.00 -25.00   0.50    0.20    -- -103.00 112.00-180.00  128
  8  ω    -71.00 -41.00   0.50    0.20    -- -103.00  77.00 -60.00   60
  9  ω    -64.00 -30.00   0.50    0.20    -- -103.00  77.00 120.00   68
 10  ω     30.00  91.00   0.50    0.20    --  109.42 -95.00  60.00  122
 11  ω    -44.00  20.00   0.50    0.15    --   36.77 -37.00 125.00  128
 12  ω    -51.00 -21.00   0.50    0.15    --   36.77 -19.00  30.00   60
 13  ω    -50.00 -17.00   0.50    0.15    --   36.77 -19.00   0.00   66
 14  ω     40.00  78.00   0.50    0.20    --  109.42 -77.00  60.00   76
 15  ω     38.00  78.00   0.50    0.20    --  109.42 -77.00   0.00   80
 16  ω     31.00  77.00   0.50    0.20    --  109.42 -77.00-120.00   92
 17  ω     77.00 110.00   0.50    0.15    --   36.77  37.00 -78.00   66
 18  ω     39.00  73.00   0.50    0.15    --   36.77  37.00 -78.00   68
 19  ω    108.00 167.00   0.50    0.20    --  109.42  77.00 -60.00  118
 20  ω    149.00 175.00   0.50    0.20    --  109.42  61.00 -30.00   52
 21  ω     89.00 175.00   0.50    0.20    --  109.42  61.00   0.00  172
 22  ω    113.00 139.00   0.50    0.20    --  109.42  61.00 -30.00   52
 23  ω     89.00 123.00   0.50    0.20    --  109.42  37.00 -78.00   68
 24  ω   -154.00-128.00   0.50    0.20    -- -103.00 -30.00  60.00   52
 25  ω   -168.00 -76.00   0.50    0.20    -- -103.00 -37.00 125.00  184
 26  ω   -119.00 -82.00   0.50    0.20    -- -103.00 -30.00  60.00   74
 27  ω   -173.00-111.00   0.50    0.20    -- -103.00 -77.00-150.00  124
 28  ω   -140.00-102.00   0.50    0.20    -- -103.00-112.00 -90.00   76
 29  ω    104.00 129.00   0.50    0.80    --  109.42  37.00 -78.00   50
 30  ω    -38.00 -13.00   0.50    0.20    --   36.77 -37.00 125.00   50
 31  ω    -38.00 -13.00   0.50    0.20    --   36.77 -37.00 125.00   50
 32  ω   -147.00-122.00   0.50    0.80    -- -103.00 -37.00 125.00   50
 33  ω     13.00  39.00   0.50    0.20    --   36.77  37.00 -78.00   52
 34  ω    -47.00 -18.00   0.50    0.20    --  -36.77 -57.00 -60.00   58
 35  ω     28.00 102.00   0.50    0.20    --   36.77-140.00  60.00  148
 36  ω     51.00  77.00   0.50    0.20    --   36.77  37.00 -78.00   52
 37  ω      8.00  36.00   0.50    0.20    --   36.77  69.00  50.50   56
 38  ω     -7.00  19.00   0.50    0.20    --   36.77 -38.00 -90.00   52
 39  ω     35.00  62.00   0.50    0.20    --   36.77  57.00-120.00   54
 40  ω   -101.00 -75.00   0.50    0.80    -- -103.00 -53.00  58.16   52
 41  ω   -101.00 -74.00   0.50    0.80    -- -103.00 -49.00  -1.83   54
 42  ω   -115.00 -74.00   0.50    0.80    -- -103.00 -52.00  77.48   82
 43  ω   -101.00 -75.00   0.50    0.80    -- -103.00 -53.00  81.52   52
 44  ω    -68.00 -36.00   0.50    0.80    -- -103.00  77.00 -90.00   64
 45  ω   -169.00-143.00   0.50    0.80    -- -103.00 -52.00 -10.55   52
 46  ω   -100.00 -74.00   0.50    0.80    -- -103.00 -52.00 -10.55   52
 47  ω   -101.00 -75.00   0.50    0.80    -- -103.00 -53.00 -30.87   52
 48  ω    -50.00 -24.00   0.50    0.80    -- -103.00  77.00  90.00   52
 49  ω   -172.00-122.00   0.50    0.80    -- -103.00 -53.00 -30.87  100
 50  ω    -99.00 -74.00   0.50    0.80    -- -103.00 -53.00 -20.22   50
 51  ω   -174.00-148.00   0.50    0.80    -- -103.00 -53.00 -20.22   52
 52  ω   -107.00 -81.00   0.50    0.80    -- -103.00 -61.00  22.02   52
 53  ω   -165.00-139.00   0.50    0.80    -- -103.00 -53.00  44.85   52
 54  ω    -99.00 -74.00   0.50    0.80    -- -103.00 -53.00  44.85   50
 55  ω   -106.00 -76.00   0.50    0.80    -- -103.00 -54.00 -40.28   60
 56  ω    -66.00 -24.00   0.50    0.80    -- -103.00  77.00-150.00   84
 57  ω   -101.00 -84.50   0.50    0.80    -- -103.00 -52.00  32.31   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0630044000
_diffrn_orient_matrix_UB_12      -0.0768367000
_diffrn_orient_matrix_UB_13      -0.0323468000
_diffrn_orient_matrix_UB_21      0.1292828000
_diffrn_orient_matrix_UB_22      -0.0323519000
_diffrn_orient_matrix_UB_23      0.0234653000
_diffrn_orient_matrix_UB_31      -0.0580234000
_diffrn_orient_matrix_UB_32      -0.1555974000
_diffrn_orient_matrix_UB_33      0.0110923000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.725
_reflns_Friedel_fraction_full    0.833
_reflns_Friedel_fraction_max     0.833
_reflns_number_gt                9391
_reflns_number_total             10472
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.43.121a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.121a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.121a (Rigaku OD, 2024)'
_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         0.957
_refine_diff_density_min         -0.951
_refine_diff_density_rms         0.140
_refine_ls_abs_structure_details 
;
 Flack x determined using 3084 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.180(17)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     862
_refine_ls_number_reflns         10472
_refine_ls_number_restraints     1258
_refine_ls_R_factor_all          0.1542
_refine_ls_R_factor_gt           0.1484
_refine_ls_restrained_S_all      1.953
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4267
_refine_ls_wR_factor_ref         0.4333
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O5-C37
 1.38 with sigma of 0.01
 C3-C5 \\sim C3A-C5A
 with sigma of 0.04
 C1-C5 \\sim C1A-C5A
 with sigma of 0.04
 C2-C4 \\sim C2A-C4A
 with sigma of 0.04
 C1-C2 \\sim C1A-C2A
 with sigma of 0.02
 C1-C4 \\sim C1A-C4A
 with sigma of 0.02
 C6-C7 \\sim C6A-C7A
 with sigma of 0.04
 O2-C4 \\sim O2A-C4A
 with sigma of 0.04
 C2-C3 \\sim C2A-C3A
 with sigma of 0.02
 N1-C4 \\sim N1-C4A
 with sigma of 0.04
 C2-C7 \\sim C2A-C7A
 with sigma of 0.04
 C3-C6 \\sim C3A-C6A
 with sigma of 0.02
 C3-C7 \\sim C3A-C7A
 with sigma of 0.02
 C4-C5 \\sim C4A-C5A
 with sigma of 0.02
 S1-O1 \\sim S1A-O1A
 with sigma of 0.02
 S1-O2 \\sim S1A-O2A
 with sigma of 0.02
 C5-C6 \\sim C5A-C6A
 with sigma of 0.02
 C1-C3 \\sim C1A-C3A
 with sigma of 0.04
 C2-C6 \\sim C2A-C6A
 with sigma of 0.04
 S1-C1 \\sim S1A-C1A
 with sigma of 0.04
 S1-C5 \\sim S1A-C5A
 with sigma of 0.04
 C4-C6 \\sim C4A-C6A
 with sigma of 0.04
 O1-O2 \\sim O1A-O2A
 with sigma of 0.04
 O1-N1 \\sim O1A-N1
 with sigma of 0.04
 O1-C4 \\sim O1A-C4A
 with sigma of 0.04
 S1-N1 \\sim S1A-N1
 with sigma of 0.02
 S1-C4 \\sim S1A-C4A
 with sigma of 0.02
 O2-N1 \\sim O2A-N1
 with sigma of 0.04
 C28-C30 \\sim C28A-C30A
 with sigma of 0.04
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C28-C29 \\sim C28A-C29A
 with sigma of 0.02
 C27-C28 \\sim C27A-C28A
 with sigma of 0.02
 C27-C29 \\sim C27A-C29A
 with sigma of 0.04
 S2-O3 \\sim S2A-O3A
 with sigma of 0.02
 C28-C31 \\sim C28A-C31A
 with sigma of 0.02
 S2-O4 \\sim S2A-O4A
 with sigma of 0.02
 C29-C30 \\sim C29A-C30A
 with sigma of 0.02
 C26-C28 \\sim C26A-C28A
 with sigma of 0.04
 C26-C30 \\sim C26A-C30A
 with sigma of 0.04
 O3-O4 \\sim O3A-O4A
 with sigma of 0.04
 O3-N5 \\sim O3A-N5
 with sigma of 0.04
 C27-C31 \\sim C27A-C31A
 with sigma of 0.04
 C29-C31 \\sim C29A-C31A
 with sigma of 0.04
 S2-C26 \\sim S2A-C26A
 with sigma of 0.04
 O4-N5 \\sim O4A-N5
 with sigma of 0.04
 S2-C30 \\sim S2A-C30A
 with sigma of 0.04
 S2-N5 \\sim S2A-N5
 with sigma of 0.02
3. Rigid bond restraints
 C20, C21
 with sigma for 1-2 distances of 0.0008 and sigma for 1-3 distances of 0.0008
 S2, O3, O4, N5, C25
 with sigma for 1-2 distances of 0.0007 and sigma for 1-3 distances of 0.0007
 C59, C60
 with sigma for 1-2 distances of 0.0008 and sigma for 1-3 distances of 0.0008
4. Uiso/Uaniso restraints and constraints
C21 \\sim C22: within 2A with sigma of 0.0008 and sigma for terminal atoms of
0.0016 within 2A
S2 \\sim O3 \\sim O4 \\sim N5 \\sim C25: within 2A with sigma of 0.00006 and
sigma for terminal atoms of 0.00012 within 2A
C1A \\sim C2A \\sim C3A \\sim C4A \\sim C5A \\sim C6A: within 2A with sigma of
0.00006 and sigma for terminal atoms of 0.00012 within 2A
C59 \\sim C60: within 2A with sigma of 0.0003 and sigma for terminal atoms of
0.0006 within 2A
Uanis(C24) \\sim Ueq, Uanis(C33) \\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(C35)
\\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(C37) \\sim Ueq, Uanis(C38) \\sim Ueq,
Uanis(C39) \\sim Ueq: with sigma of 0.0007 and sigma for terminal atoms of
0.0014
Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(O3) \\sim Ueq,
Uanis(O4) \\sim Ueq: with sigma of 0.0007 and sigma for terminal atoms of 0.0014
Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(C6) \\sim Ueq: with sigma of 0.0008 and sigma for terminal atoms of
0.0016
Uanis(O2) \\sim Ueq, Uanis(C50) \\sim Ueq, Uanis(C59) \\sim Ueq, Uanis(C64)
\\sim Ueq, Uanis(C63) \\sim Ueq, Uanis(C62) \\sim Ueq, Uanis(C61) \\sim Ueq,
Uanis(C60) \\sim Ueq: with sigma of 0.00008 and sigma for terminal atoms of
0.00016
Uanis(O2) \\sim Ueq, Uanis(C59) \\sim Ueq, Uanis(C60) \\sim Ueq, Uanis(C61)
\\sim Ueq, Uanis(C62) \\sim Ueq, Uanis(C63) \\sim Ueq, Uanis(C64) \\sim Ueq:
with sigma of 0.000008 and sigma for terminal atoms of 0.000016
Uanis(C2A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(C7A) \\sim Ueq, Uanis(C1A)
\\sim Ueq, Uanis(O1A) \\sim Ueq, Uanis(C3A) \\sim Ueq, Uanis(C4A) \\sim Ueq,
Uanis(C5A) \\sim Ueq, Uanis(S1A) \\sim Ueq, Uanis(C6A) \\sim Ueq: with sigma of
0.0008 and sigma for terminal atoms of 0.0016
Uanis(C6A) \\sim Ueq: with sigma of 0.00008 and sigma for terminal atoms of
0.00016
Uanis(C42) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C44) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C7) \\sim Ueq: with sigma of 0.00009 and sigma for terminal atoms of
0.00018
Uanis(S1A) \\sim Ueq, Uanis(S2A) \\sim Ueq, Uanis(C29A) \\sim Ueq, Uanis(O1A)
\\sim Ueq, Uanis(C31A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(C26A) \\sim Ueq,
Uanis(C1A) \\sim Ueq, Uanis(O3A) \\sim Ueq, Uanis(C2A) \\sim Ueq, Uanis(C28A)
\\sim Ueq, Uanis(C3A) \\sim Ueq, Uanis(C30A) \\sim Ueq, Uanis(C4A) \\sim Ueq,
Uanis(C27A) \\sim Ueq, Uanis(C5A) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(C6A)
\\sim Ueq, Uanis(C32) \\sim Ueq, Uanis(C7A) \\sim Ueq: with sigma of 0.0008 and
sigma for terminal atoms of 0.0016
Uanis(C52) \\sim Ueq: with sigma of 0.0007 and sigma for terminal atoms of
0.0014
Uanis(C4A) = Uanis(O2A) = Uanis(O1A) = Uanis(S1A)
Uanis(O1) = Uanis(S1) = Uanis(O2)
Uanis(C32) = Uanis(C26A)
5. Rigid body (RIGU) restrains
 S1, S2, O1, O2, O3, O4, O5, O6, O7, O8, N1, N2, N3, N4, N5, N6, N49, C1, C2,
 C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C19,
 C20, C21, C22, C23, C24, C25, C26, C27, C28, C29, C30, C31, C33, C34, C35, C36,
  C37, C38, C39, C40, C41, C42, C43, C44, C45, C46, C47, C48, C50, C51, C52,
 C53, C54, C55, C56, C57, C58, C59, C60, C61, C62, C63, C64, C65
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.007
 S1, S1A, S2, O1, O1A, O2, O2A, O3, O4, O5, O6, O7, O8, N1, N2, N3, N4, N5, N6,
  N49, C1, C1A, C2, C2A, C3, C3A, C4, C4A, C5, C5A, C6, C6A, C7, C7A, C8, C9,
 C10, C11, C12, C13, C14, C15, C16, C17, C18, C19, C20, C21, C22, C23, C24, C25,
  C26, C27, C28, C29, C30, C31, C33, C34, C35, C36, C37, C38, C39, C40, C41,
 C42, C43, C44, C45, C46, C47, C48, C50, C51, C52, C53, C54, C55, C56, C57, C58,
  C59, C60, C61, C62, C63, C64, C65
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.008
 S1, O1, O2, N1, C4, S1A, C8, C51, C1, C5, O1A, O2A, C4A, N49, C9, C50, C52,
 C2, C6, C1A, C5A, C10, N2, C59, C53, C57, C3, C2A, C6A, C11, C13, C60, C64,
 C54, C56, C7, C3A, C12, C14, C61, C63, C55, C7A, C15, N3, C62, O7, C16, C18,
 O8, C58, C17, C19, C65, C20, N4, C21, C23, C22, C24, N5, N6, S2, C41, S2A, C33,
  O3, O4, C25, C42, O4A, O3A, C32, C34, C26, C30, C43, C47, C30A, C26A, C35,
 C39, C27, C29, C44, C46, C29A, C27A, C36, C38, C28, C45, C28A, C37, C31, O6,
 C31A, O5, C48, C40
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.009
6. Others
 Sof(S1A)=Sof(O1A)=Sof(O2A)=Sof(C1A)=Sof(H1A)=Sof(C2A)=Sof(H2A)=Sof(C3A)=
 Sof(C4A)=Sof(C5A)=Sof(H5A)=Sof(C6A)=Sof(H6AA)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=
 Sof(H7AC)=Sof(C31A)=Sof(H31D)=Sof(H31E)=Sof(H31F)=Sof(C30A)=Sof(H30A)=Sof(C32)=
 Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(C29A)=Sof(H29A)=Sof(S2A)=
 Sof(O4A)=Sof(O3A)=1-FVAR(1)
 Sof(S1)=Sof(S2)=Sof(O1)=Sof(O2)=Sof(O3)=Sof(O4)=Sof(C1)=Sof(H1)=Sof(C2)=
 Sof(H2)=Sof(C3)=Sof(C4)=Sof(C5)=Sof(H5)=Sof(C6)=Sof(H6A)=Sof(C7)=Sof(H7A)=
 Sof(H7B)=Sof(H7C)=Sof(C25)=Sof(C26)=Sof(H26)=Sof(C27)=Sof(H27)=Sof(C28)=
 Sof(C29)=Sof(H29)=Sof(C30)=Sof(H30)=Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(H31C)=
 FVAR(1)
7.a Riding coordinates:
 N49(H49)
7.b Ternary CH refined with riding coordinates:
 C8(H8), C24(H24), C33(H33), C41(H41), C50(H50), C51(H51)
7.c Aromatic/amide H refined with riding coordinates:
 N6(H6), C1(H1), C1A(H1A), C2(H2), C2A(H2A), C5(H5), C5A(H5A), C6(H6A),
 C6A(H6AA), C10(H10), C11(H11), C12(H12), C15(H15), C16(H16), C17(H17),
 C20(H20), C21(H21), C22(H22), C26(H26), C27(H27), C29(H29), C30(H30), C35(H35),
  C36(H36), C38(H38), C39(H39), C43(H43), C44(H44), C46(H46), C47(H47),
 C53(H53), C54(H54), C56(H56), C57(H57), C60(H60), C61(H61), C63(H63), C64(H64),
  C30A(H30A), C26A(H26A), C27A(H27A), C29A(H29A)
7.d Fitted hexagon refined as free rotating group:
 C30A(C32,C26A,C27A,C28A,C29A)
7.e Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C7A(H7AA,H7AB,H7AC), C31(H31A,H31B,H31C), C40(H40A,H40B,
 H40C), C48(H48A,H48B,H48C), C58(H58A,H58B,H58C), C65(H65A,H65B,H65C),
 C31A(H31D,H31E,H31F)
;
_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
S1 S 0.08939(19) 0.8510(3) 0.56620(5) 0.03336(7) Uani 0.6186(17) 1 d D . P A 1
S1A S 0.0819(2) 0.8491(3) 0.57825(6) 0.01816(3) Uani 0.3814(17) 1 d D U P A 2
S2 S 0.9059(2) 0.8290(3) 0.93005(6) 0.04423(3) Uani 0.6186(17) 1 d D U P A 1
O1 O -0.0350(5) 0.7682(7) 0.56824(13) 0.03336(7) Uani 0.6186(17) 1 d D . P A 1
O1A O -0.0397(6) 0.7635(9) 0.58129(17) 0.01816(3) Uani 0.3814(17) 1 d D U P A 2
O2 O 0.0993(6) 0.9957(7) 0.58306(13) 0.03336(7) Uani 0.6186(17) 1 d D U P A 1
O2A O 0.0921(7) 0.9932(8) 0.59606(17) 0.01816(3) Uani 0.3814(17) 1 d D U P A 2
O3 O 0.8988(7) 0.9761(8) 0.91298(16) 0.04423(6) Uani 0.6186(17) 1 d D U P A 1
O4 O 1.0279(6) 0.7331(8) 0.92794(16) 0.04423(6) Uani 0.6186(17) 1 d D U P A 1
O5 O 0.6373(4) 0.5512(5) 1.07773(9) 0.0427(8) Uani 1 1 d D . . . .
O6 O 0.8465(5) 0.1934(8) 0.78736(14) 0.0754(12) Uani 1 1 d . . . . .
O7 O 0.0801(7) 0.2208(7) 0.70919(15) 0.0863(16) Uani 1 1 d . . . . .
O8 O 0.3775(5) 0.5615(7) 0.42236(11) 0.0617(11) Uani 1 1 d . . . . .
N1 N 0.2035(5) 0.7419(6) 0.59117(13) 0.0435(10) Uani 1 1 d D . . . .
N2 N 0.4085(6) 0.8219(6) 0.65598(14) 0.0498(11) Uani 1 1 d . . . . .
N3 N 0.4797(5) 0.8800(8) 0.75234(13) 0.0535(11) Uani 1 1 d . . . . .
N4 N 0.5716(5) 0.8046(6) 0.84425(14) 0.0475(10) Uani 1 1 d . . . . .
N5 N 0.7850(5) 0.7235(7) 0.90707(12) 0.04424(5) Uani 1 1 d D U . . .
N6 N 0.5609(5) 0.6501(7) 0.90799(14) 0.0539(11) Uani 1 1 d . . . . .
H6 H 0.476673 0.643858 0.899554 0.065 Uiso 1 1 calc R U . . .
N49 N 0.4275(4) 0.6667(6) 0.59284(12) 0.0407(9) Uani 1 1 d . . . . .
H49 H 0.508493 0.677407 0.584756 0.049 Uiso 1 1 d R U . . .
C1 C 0.0724(6) 0.7667(8) 0.49617(14) 0.0169(5) Uani 0.6186(17) 1 d D U P A 1
H1 H 0.016647 0.684076 0.502769 0.020 Uiso 0.6186(17) 1 calc R U P A 1
C1A C 0.0638(10) 0.7667(12) 0.5092(2) 0.01816(3) Uani 0.3814(17) 1 d D U P A 2
H1A H 0.007244 0.684937 0.515875 0.022 Uiso 0.3814(17) 1 calc R U P A 2
C2 C 0.1039(6) 0.7839(8) 0.45994(15) 0.0197(5) Uani 0.6186(17) 1 d D U P A 1
H2 H 0.067974 0.711517 0.442933 0.024 Uiso 0.6186(17) 1 calc R U P A 1
C2A C 0.0969(9) 0.7781(11) 0.4739(2) 0.01816(3) Uani 0.3814(17) 1 d D U P A 2
H2A H 0.066647 0.702182 0.457038 0.022 Uiso 0.3814(17) 1 calc R U P A 2
C3 C 0.1861(6) 0.9030(8) 0.44741(14) 0.0202(5) Uani 0.6186(17) 1 d D U P A 1
C3A C 0.1769(9) 0.9039(11) 0.4624(2) 0.01816(3) Uani 0.3814(17) 1 d D U P A 2
C4 C 0.1216(6) 0.8684(8) 0.52245(14) 0.0185(5) Uani 0.6186(17) 1 d D U P A 1
C4A C 0.1099(9) 0.8707(11) 0.53560(19) 0.01816(3) Uani 0.3814(17) 1 d D U P A 2
C5 C 0.2035(7) 0.9953(8) 0.51065(15) 0.0227(10) Uani 0.6186(17) 1 d D . P A 1
H5 H 0.241238 1.067245 0.527507 0.027 Uiso 0.6186(17) 1 calc R U P A 1
C5A C 0.1937(9) 0.9971(11) 0.5244(2) 0.01816(3) Uani 0.3814(17) 1 d D U P A 2
H5A H 0.229477 1.068890 0.541598 0.022 Uiso 0.3814(17) 1 calc R U P A 2
C6 C 0.2243(6) 1.0083(7) 0.47595(14) 0.0165(5) Uani 0.6186(17) 1 d D U P A 1
H6A H 0.269987 1.098262 0.469015 0.020 Uiso 0.6186(17) 1 calc R U P A 1
C6A C 0.2192(10) 1.0103(12) 0.4901(2) 0.01816(3) Uani 0.3814(17) 1 d D U P A 2
H6AA H 0.269370 1.097162 0.483285 0.022 Uiso 0.3814(17) 1 calc R U P A 2
C7 C 0.2079(7) 0.9241(9) 0.40922(15) 0.02205(13) Uani 0.6186(17) 1 d D U P A 1
H7A H 0.262184 0.839175 0.400683 0.033 Uiso 0.6186(17) 1 calc R U P A 1
H7B H 0.255232 1.021019 0.405779 0.033 Uiso 0.6186(17) 1 calc R U P A 1
H7C H 0.120855 0.926220 0.395556 0.033 Uiso 0.6186(17) 1 calc R U P A 1
C7A C 0.2103(9) 0.9177(13) 0.4253(2) 0.0157(9) Uani 0.3814(17) 1 d D U P A 2
H7AA H 0.247626 0.820600 0.417162 0.024 Uiso 0.3814(17) 1 calc R U P A 2
H7AB H 0.276945 0.999374 0.423073 0.024 Uiso 0.3814(17) 1 calc R U P A 2
H7AC H 0.128883 0.942658 0.410416 0.024 Uiso 0.3814(17) 1 calc R U P A 2
C8 C 0.3512(5) 0.8060(7) 0.59169(17) 0.0459(9) Uani 1 1 d . . . . .
H8 H 0.366363 0.864462 0.569148 0.055 Uiso 1 1 calc R U . . .
C9 C 0.3840(5) 0.9075(8) 0.62565(16) 0.0446(9) Uani 1 1 d . . . . .
C10 C 0.3833(8) 1.0614(8) 0.62418(17) 0.0554(14) Uani 1 1 d . . . . .
H10 H 0.363663 1.113271 0.602066 0.067 Uiso 1 1 calc R U . . .
C11 C 0.4114(5) 1.1412(8) 0.65520(15) 0.0450(11) Uani 1 1 d . . . . .
H11 H 0.414260 1.250025 0.655680 0.054 Uiso 1 1 calc R U . . .
C12 C 0.4370(10) 1.0487(9) 0.68778(19) 0.0679(19) Uani 1 1 d . . . . .
H12 H 0.455928 1.098789 0.710150 0.081 Uiso 1 1 calc R U . . .
C13 C 0.4345(6) 0.9003(8) 0.68680(17) 0.0494(10) Uani 1 1 d . . . . .
C14 C 0.4504(6) 0.8091(9) 0.72151(19) 0.0548(10) Uani 1 1 d . . . . .
C15 C 0.4334(9) 0.6400(10) 0.7193(2) 0.0691(18) Uani 1 1 d . . . . .
H15 H 0.406176 0.589529 0.697476 0.083 Uiso 1 1 calc R U . . .
C16 C 0.4599(9) 0.5612(9) 0.75120(18) 0.0713(17) Uani 1 1 d . . . . .
H16 H 0.462213 0.452403 0.750753 0.086 Uiso 1 1 calc R U . . .
C17 C 0.4830(9) 0.6359(9) 0.78359(19) 0.0695(19) Uani 1 1 d . . . . .
H17 H 0.486847 0.582365 0.805863 0.083 Uiso 1 1 calc R U . . .
C18 C 0.5012(6) 0.8012(7) 0.78182(17) 0.0462(10) Uani 1 1 d . . . . .
C19 C 0.5339(6) 0.8926(7) 0.81502(17) 0.0457(10) Uani 1 1 d . . . . .
C20 C 0.5266(6) 1.0522(7) 0.81587(17) 0.0436(9) Uani 1 1 d . U . . .
H20 H 0.499564 1.109175 0.794948 0.052 Uiso 1 1 calc R U . . .
C21 C 0.5593(5) 1.1233(7) 0.84757(16) 0.0403(3) Uani 1 1 d . U . . .
H21 H 0.554940 1.231656 0.849550 0.048 Uiso 1 1 calc R U . . .
C22 C 0.5993(5) 1.0340(7) 0.87690(16) 0.0401(4) Uani 1 1 d . U . . .
H22 H 0.624535 1.082309 0.899141 0.048 Uiso 1 1 calc R U . . .
C23 C 0.6031(5) 0.8871(6) 0.87476(15) 0.0394(9) Uani 1 1 d . . . . .
C24 C 0.6401(6) 0.7784(8) 0.90786(14) 0.0418(4) Uani 1 1 d . U . . .
H24 H 0.629148 0.836641 0.930666 0.050 Uiso 1 1 calc R U . . .
C25 C 0.8754(9) 0.8549(13) 0.9743(2) 0.04424(5) Uani 0.6186(17) 1 d . U P A 1
C26 C 0.8019(10) 0.9702(13) 0.9836(2) 0.0474(4) Uani 0.6186(17) 1 d D U P A 1
H26 H 0.770050 1.042803 0.966151 0.057 Uiso 0.6186(17) 1 calc R U P A 1
C27 C 0.7700(10) 0.9862(12) 1.0197(2) 0.0512(5) Uani 0.6186(17) 1 d D U P A 1
H27 H 0.710898 1.065247 1.026545 0.061 Uiso 0.6186(17) 1 calc R U P A 1
C28 C 0.8265(10) 0.8841(11) 1.0456(2) 0.0504(4) Uani 0.6186(17) 1 d D U P A 1
C29 C 0.9015(9) 0.7641(12) 1.0339(2) 0.0485(4) Uani 0.6186(17) 1 d D U P A 1
H29 H 0.936668 0.692972 1.051303 0.058 Uiso 0.6186(17) 1 calc R U P A 1
C30 C 0.9295(10) 0.7400(12) 0.9976(2) 0.0454(5) Uani 0.6186(17) 1 d D U P A 1
H30 H 0.979686 0.655047 0.989619 0.054 Uiso 0.6186(17) 1 calc R U P A 1
C31 C 0.7975(9) 0.9019(14) 1.0835(2) 0.054(3) Uani 0.6186(17) 1 d D . P A 1
H31A H 0.771051 0.802703 1.093279 0.081 Uiso 0.6186(17) 1 calc R U P A 1
H31B H 0.723982 0.975542 1.085649 0.081 Uiso 0.6186(17) 1 calc R U P A 1
H31C H 0.878103 0.939386 1.097105 0.081 Uiso 0.6186(17) 1 calc R U P A 1
C33 C 0.6434(6) 0.5200(8) 0.92522(14) 0.0448(4) Uani 1 1 d . U . . .
H33 H 0.609549 0.418079 0.916441 0.054 Uiso 1 1 calc R U . . .
C34 C 0.6412(6) 0.5315(8) 0.96593(15) 0.0452(4) Uani 1 1 d . U . . .
C35 C 0.7135(6) 0.4319(8) 0.98717(15) 0.0459(4) Uani 1 1 d . U . . .
H35 H 0.761545 0.354883 0.975185 0.055 Uiso 1 1 calc R U . . .
C36 C 0.7249(6) 0.4300(9) 1.02415(15) 0.0482(4) Uani 1 1 d . U . . .
H36 H 0.787511 0.365984 1.037184 0.058 Uiso 1 1 calc R U . . .
C37 C 0.6383(7) 0.5283(9) 1.04118(13) 0.0526(4) Uani 1 1 d D U . . .
C38 C 0.5592(7) 0.6302(9) 1.02095(15) 0.0514(4) Uani 1 1 d . U . . .
H38 H 0.502806 0.700405 1.032527 0.062 Uiso 1 1 calc R U . . .
C39 C 0.5625(6) 0.6296(8) 0.98288(15) 0.0478(4) Uani 1 1 d . U . . .
H39 H 0.508008 0.700003 0.969156 0.057 Uiso 1 1 calc R U . . .
C40 C 0.7139(7) 0.4600(9) 1.10108(19) 0.0671(15) Uani 1 1 d . . . . .
H40A H 0.768233 0.389837 1.087298 0.101 Uiso 1 1 calc R U . . .
H40B H 0.654524 0.400741 1.116020 0.101 Uiso 1 1 calc R U . . .
H40C H 0.773286 0.524534 1.116526 0.101 Uiso 1 1 calc R U . . .
C41 C 0.7844(6) 0.5509(8) 0.91319(17) 0.0501(9) Uani 1 1 d . . . . .
H41 H 0.853577 0.521354 0.932448 0.060 Uiso 1 1 calc R U . . .
C42 C 0.8105(6) 0.4688(8) 0.87771(17) 0.0488(10) Uani 1 1 d . U . . .
C43 C 0.8625(6) 0.3193(7) 0.87941(18) 0.0492(10) Uani 1 1 d . . . . .
H43 H 0.890039 0.279133 0.902373 0.059 Uiso 1 1 calc R U . . .
C44 C 0.8757(8) 0.2278(11) 0.8498(2) 0.0674(14) Uani 1 1 d . U . . .
H44 H 0.913623 0.128500 0.852879 0.081 Uiso 1 1 calc R U . . .
C45 C 0.8359(7) 0.2759(11) 0.8162(2) 0.0682(12) Uani 1 1 d . . . . .
C46 C 0.8087(7) 0.4434(11) 0.8120(2) 0.0646(12) Uani 1 1 d . . . . .
H46 H 0.803051 0.493931 0.789317 0.077 Uiso 1 1 calc R U . . .
C47 C 0.7932(10) 0.5149(12) 0.8431(2) 0.078(2) Uani 1 1 d . . . . .
H47 H 0.764356 0.618224 0.840466 0.094 Uiso 1 1 calc R U . . .
C48 C 0.7991(10) 0.2391(19) 0.7517(3) 0.112(4) Uani 1 1 d . . . . .
H48A H 0.778389 0.147712 0.737122 0.167 Uiso 1 1 calc R U . . .
H48B H 0.868987 0.299063 0.740556 0.167 Uiso 1 1 calc R U . . .
H48C H 0.717721 0.301505 0.753163 0.167 Uiso 1 1 calc R U . . .
C50 C 0.3508(6) 0.5494(8) 0.57506(14) 0.04511(7) Uani 1 1 d . U . . .
H50 H 0.382717 0.447209 0.584205 0.054 Uiso 1 1 calc R U . . .
C51 C 0.2046(6) 0.5780(6) 0.58664(15) 0.0382(8) Uani 1 1 d . . . . .
H51 H 0.140022 0.550242 0.566149 0.046 Uiso 1 1 calc R U . . .
C52 C 0.1665(6) 0.4926(8) 0.61950(15) 0.0473(4) Uani 1 1 d . U . . .
C53 C 0.1368(8) 0.3433(9) 0.61571(17) 0.0573(14) Uani 1 1 d . . . . .
H53 H 0.137950 0.298015 0.592500 0.069 Uiso 1 1 calc R U . . .
C54 C 0.1036(7) 0.2506(9) 0.64553(18) 0.0605(14) Uani 1 1 d . . . . .
H54 H 0.078225 0.146712 0.641637 0.073 Uiso 1 1 calc R U . . .
C55 C 0.1078(8) 0.3078(10) 0.6788(2) 0.0654(13) Uani 1 1 d . . . . .
C56 C 0.1245(8) 0.4595(10) 0.6837(2) 0.0651(13) Uani 1 1 d . . . . .
H56 H 0.115336 0.503084 0.706877 0.078 Uiso 1 1 calc R U . . .
C57 C 0.1564(6) 0.5566(8) 0.65372(16) 0.0457(11) Uani 1 1 d . . . . .
H57 H 0.170384 0.663354 0.657285 0.055 Uiso 1 1 calc R U . . .
C58 C 0.0434(8) 0.0485(12) 0.7075(3) 0.130(4) Uani 1 1 d . . . . .
H58A H 0.004752 0.023652 0.683384 0.195 Uiso 1 1 calc R U . . .
H58B H -0.022407 0.025791 0.725389 0.195 Uiso 1 1 calc R U . . .
H58C H 0.124721 -0.012896 0.712522 0.195 Uiso 1 1 calc R U . . .
C59 C 0.3568(6) 0.5538(8) 0.53348(15) 0.04609(6) Uani 1 1 d . U . . .
C60 C 0.2820(6) 0.4463(8) 0.51260(15) 0.04612(6) Uani 1 1 d . U . . .
H60 H 0.226919 0.374499 0.524150 0.055 Uiso 1 1 calc R U . . .
C61 C 0.2871(6) 0.4432(8) 0.47565(15) 0.04678(7) Uani 1 1 d . U . . .
H61 H 0.237042 0.368427 0.462061 0.056 Uiso 1 1 calc R U . . .
C62 C 0.3641(6) 0.5477(8) 0.45841(15) 0.04766(7) Uani 1 1 d . U . . .
C63 C 0.4383(6) 0.6581(8) 0.48005(14) 0.04689(7) Uani 1 1 d . U . . .
H63 H 0.487396 0.735970 0.468684 0.056 Uiso 1 1 calc R U . . .
C64 C 0.4393(6) 0.6529(8) 0.51677(14) 0.04630(7) Uani 1 1 d . U . . .
H64 H 0.497697 0.718565 0.530727 0.056 Uiso 1 1 calc R U . . .
C65 C 0.2923(6) 0.4644(11) 0.39925(19) 0.0614(15) Uani 1 1 d . . . . .
H65A H 0.311136 0.483268 0.374043 0.092 Uiso 1 1 calc R U . . .
H65B H 0.197604 0.487456 0.402906 0.092 Uiso 1 1 calc R U . . .
H65C H 0.310499 0.356669 0.405151 0.092 Uiso 1 1 calc R U . . .
C31A C 0.797(2) 0.844(3) 1.0679(3) 0.0795(10) Uani 0.3814(17) 1 d D U P A 2
H31D H 0.835769 0.930450 1.081584 0.119 Uiso 0.3814(17) 1 calc R U P A 2
H31E H 0.830099 0.747604 1.078666 0.119 Uiso 0.3814(17) 1 calc R U P A 2
H31F H 0.698621 0.847212 1.068279 0.119 Uiso 0.3814(17) 1 calc R U P A 2
C30A C 0.9322(10) 0.7233(14) 0.9820(2) 0.0783(5) Uani 0.3814(17) 1 d DG U P A 2
H30A H 0.979619 0.638556 0.972818 0.094 Uiso 0.3814(17) 1 calc R U P A 2
C32 C 0.8899(12) 0.8418(15) 0.9591(2) 0.0750(4) Uani 0.3814(17) 1 d G U P A 2
C26A C 0.8204(15) 0.9657(15) 0.9725(3) 0.0750(4) Uani 0.3814(17) 1 d DG U P A 2
H26A H 0.791534 1.046751 0.956831 0.090 Uiso 0.3814(17) 1 calc R U P A 2
C27A C 0.7933(16) 0.9712(17) 1.0087(4) 0.0780(5) Uani 0.3814(17) 1 d DG U P A 2
H27A H 0.745783 1.055859 1.017833 0.094 Uiso 0.3814(17) 1 calc R U P A 2
C28A C 0.8355(16) 0.8526(17) 1.0316(3) 0.0774(5) Uani 0.3814(17) 1 d DG U P A 2
C29A C 0.9050(13) 0.7287(15) 1.0182(2) 0.0741(5) Uani 0.3814(17) 1 d DG U P A 2
H29A H 0.933868 0.647665 1.033821 0.089 Uiso 0.3814(17) 1 calc R U P A 2
S2A S 0.9122(3) 0.8195(4) 0.91947(7) 0.0273(4) Uani 0.3814(17) 1 d D U P A 2
O4A O 1.0305(8) 0.7194(12) 0.9151(2) 0.0383(10) Uani 0.3814(17) 1 d D U P A 2
O3A O 0.9039(12) 0.9652(12) 0.9017(3) 0.0567(11) Uani 0.3814(17) 1 d D U P A 2


_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
S1 O1 1.438(6) . ?
S1 O2 1.411(6) . ?
S1 N1 1.716(5) . ?
S1 C4 1.683(5) . ?
S1A O1A 1.431(7) . ?
S1A O2A 1.423(7) . ?
S1A N1 1.583(5) . ?
S1A C4A 1.637(8) . ?
S2 O3 1.433(7) . ?
S2 O4 1.479(7) . ?
S2 N5 1.707(6) . ?
S2 C25 1.704(9) . ?
O5 C37 1.375(6) . ?
O5 C40 1.377(8) . ?
O6 C45 1.300(10) . ?
O6 C48 1.440(11) . ?
O7 C55 1.401(10) . ?
O7 C58 1.547(12) . ?
O8 C62 1.360(7) . ?
O8 C65 1.449(9) . ?
N1 C8 1.571(7) . ?
N1 C51 1.441(7) . ?
N2 C9 1.365(8) . ?
N2 C13 1.349(8) . ?
N3 C14 1.322(9) . ?
N3 C18 1.303(8) . ?
N4 C19 1.367(8) . ?
N4 C23 1.366(8) . ?
N5 C24 1.520(8) . ?
N5 C41 1.524(9) . ?
N5 S2A 1.566(6) . ?
N6 H6 0.8800 . ?
N6 C24 1.370(9) . ?
N6 C33 1.522(9) . ?
N49 H49 0.8800 . ?
N49 C8 1.432(8) . ?
N49 C50 1.419(8) . ?
C1 H1 0.9500 . ?
C1 C2 1.408(8) . ?
C1 C4 1.390(8) . ?
C1A H1A 0.9500 . ?
C1A C2A 1.374(11) . ?
C1A C4A 1.397(11) . ?
C2 H2 0.9500 . ?
C2 C3 1.417(9) . ?
C2A H2A 0.9500 . ?
C2A C3A 1.435(12) . ?
C3 C6 1.440(8) . ?
C3 C7 1.461(8) . ?
C3A C6A 1.435(12) . ?
C3A C7A 1.442(11) . ?
C4 C5 1.457(9) . ?
C4A C5A 1.457(12) . ?
C5 H5 0.9500 . ?
C5 C6 1.323(8) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.319(11) . ?
C6 H6A 0.9500 . ?
C6A H6AA 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7A H7AA 0.9800 . ?
C7A H7AB 0.9800 . ?
C7A H7AC 0.9800 . ?
C8 H8 1.0000 . ?
C8 C9 1.563(9) . ?
C9 C10 1.344(10) . ?
C10 H10 0.9500 . ?
C10 C11 1.364(9) . ?
C11 H11 0.9500 . ?
C11 C12 1.467(10) . ?
C12 H12 0.9500 . ?
C12 C13 1.295(11) . ?
C13 C14 1.518(10) . ?
C14 C15 1.487(12) . ?
C15 H15 0.9500 . ?
C15 C16 1.385(10) . ?
C16 H16 0.9500 . ?
C16 C17 1.378(10) . ?
C17 H17 0.9500 . ?
C17 C18 1.456(10) . ?
C18 C19 1.491(9) . ?
C19 C20 1.395(9) . ?
C20 H20 0.9500 . ?
C20 C21 1.357(8) . ?
C21 H21 0.9500 . ?
C21 C22 1.381(8) . ?
C22 H22 0.9500 . ?
C22 C23 1.285(8) . ?
C23 C24 1.583(8) . ?
C24 H24 1.0000 . ?
C25 C26 1.303(15) . ?
C25 C30 1.413(14) . ?
C26 H26 0.9500 . ?
C26 C27 1.402(11) . ?
C27 H27 0.9500 . ?
C27 C28 1.408(12) . ?
C28 C29 1.371(12) . ?
C28 C31 1.463(11) . ?
C29 H29 0.9500 . ?
C29 C30 1.410(11) . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C33 H33 1.0000 . ?
C33 C34 1.519(8) . ?
C33 C41 1.519(9) . ?
C34 C35 1.355(9) . ?
C34 C39 1.340(9) . ?
C35 H35 0.9500 . ?
C35 C36 1.374(8) . ?
C36 H36 0.9500 . ?
C36 C37 1.392(10) . ?
C37 C38 1.383(10) . ?
C38 H38 0.9500 . ?
C38 C39 1.418(8) . ?
C39 H39 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41 1.0000 . ?
C41 C42 1.536(9) . ?
C42 C43 1.403(10) . ?
C42 C47 1.351(10) . ?
C43 H43 0.9500 . ?
C43 C44 1.373(10) . ?
C44 H44 0.9500 . ?
C44 C45 1.358(11) . ?
C45 C46 1.493(13) . ?
C46 H46 0.9500 . ?
C46 C47 1.333(11) . ?
C47 H47 0.9500 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C50 H50 1.0000 . ?
C50 C51 1.559(8) . ?
C50 C59 1.552(8) . ?
C51 H51 1.0000 . ?
C51 C52 1.498(8) . ?
C52 C53 1.342(10) . ?
C52 C57 1.399(8) . ?
C53 H53 0.9500 . ?
C53 C54 1.426(10) . ?
C54 H54 0.9500 . ?
C54 C55 1.335(10) . ?
C55 C56 1.346(12) . ?
C56 H56 0.9500 . ?
C56 C57 1.451(10) . ?
C57 H57 0.9500 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 C60 1.406(9) . ?
C59 C64 1.365(9) . ?
C60 H60 0.9500 . ?
C60 C61 1.378(8) . ?
C61 H61 0.9500 . ?
C61 C62 1.372(9) . ?
C62 C63 1.434(9) . ?
C63 H63 0.9500 . ?
C63 C64 1.366(8) . ?
C64 H64 0.9500 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C31A H31D 0.9800 . ?
C31A H31E 0.9800 . ?
C31A H31F 0.9800 . ?
C31A C28A 1.426(14) . ?
C30A H30A 0.9500 . ?
C30A C32 1.3900 . ?
C30A C29A 1.3900 . ?
C32 C26A 1.3900 . ?
C32 S2A 1.515(9) . ?
C26A H26A 0.9500 . ?
C26A C27A 1.3900 . ?
C27A H27A 0.9500 . ?
C27A C28A 1.3900 . ?
C28A C29A 1.3900 . ?
C29A H29A 0.9500 . ?
S2A O4A 1.481(9) . ?
S2A O3A 1.434(11) . ?

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
O1 S1 N1 103.8(3) . . ?
O1 S1 C4 107.8(3) . . ?
O2 S1 O1 117.8(4) . . ?
O2 S1 N1 103.2(3) . . ?
O2 S1 C4 109.7(3) . . ?
C4 S1 N1 114.8(3) . . ?
O1A S1A N1 107.7(4) . . ?
O1A S1A C4A 109.0(4) . . ?
O2A S1A O1A 117.7(4) . . ?
O2A S1A N1 110.3(4) . . ?
O2A S1A C4A 109.7(4) . . ?
N1 S1A C4A 101.2(4) . . ?
O3 S2 O4 120.3(4) . . ?
O3 S2 N5 104.2(3) . . ?
O3 S2 C25 107.6(5) . . ?
O4 S2 N5 103.1(4) . . ?
O4 S2 C25 108.4(4) . . ?
N5 S2 C25 113.4(4) . . ?
C37 O5 C40 120.4(5) . . ?
C45 O6 C48 124.7(9) . . ?
C55 O7 C58 123.3(7) . . ?
C62 O8 C65 116.6(6) . . ?
C8 N1 S1 113.6(4) . . ?
C8 N1 S1A 119.5(4) . . ?
C51 N1 S1 119.8(4) . . ?
C51 N1 S1A 124.2(4) . . ?
C51 N1 C8 110.0(4) . . ?
C13 N2 C9 116.3(6) . . ?
C18 N3 C14 120.1(7) . . ?
C23 N4 C19 113.9(5) . . ?
C24 N5 S2 117.6(4) . . ?
C24 N5 C41 107.3(5) . . ?
C24 N5 S2A 125.3(5) . . ?
C41 N5 S2 117.8(4) . . ?
C41 N5 S2A 119.6(4) . . ?
C24 N6 H6 125.9 . . ?
C24 N6 C33 108.3(5) . . ?
C33 N6 H6 125.9 . . ?
C8 N49 H49 113.2 . . ?
C50 N49 H49 113.3 . . ?
C50 N49 C8 109.2(4) . . ?
C2 C1 H1 119.4 . . ?
C4 C1 H1 119.4 . . ?
C4 C1 C2 121.1(6) . . ?
C2A C1A H1A 118.7 . . ?
C2A C1A C4A 122.6(9) . . ?
C4A C1A H1A 118.7 . . ?
C1 C2 H2 118.2 . . ?
C1 C2 C3 123.7(6) . . ?
C3 C2 H2 118.1 . . ?
C1A C2A H2A 119.8 . . ?
C1A C2A C3A 120.4(8) . . ?
C3A C2A H2A 119.8 . . ?
C2 C3 C6 111.1(5) . . ?
C2 C3 C7 122.1(6) . . ?
C6 C3 C7 126.2(6) . . ?
C2A C3A C7A 120.7(8) . . ?
C6A C3A C2A 115.2(7) . . ?
C6A C3A C7A 124.1(8) . . ?
C1 C4 S1 123.0(5) . . ?
C1 C4 C5 117.1(5) . . ?
C5 C4 S1 119.9(4) . . ?
C1A C4A S1A 122.7(7) . . ?
C1A C4A C5A 117.6(7) . . ?
C5A C4A S1A 119.6(6) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.6(6) . . ?
C6 C5 H5 120.7 . . ?
C4A C5A H5A 120.5 . . ?
C6A C5A C4A 119.0(8) . . ?
C6A C5A H5A 120.5 . . ?
C3 C6 H6A 116.0 . . ?
C5 C6 C3 128.0(6) . . ?
C5 C6 H6A 116.0 . . ?
C3A C6A H6AA 117.4 . . ?
C5A C6A C3A 125.1(9) . . ?
C5A C6A H6AA 117.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.4 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3A C7A H7AA 109.5 . . ?
C3A C7A H7AB 109.5 . . ?
C3A C7A H7AC 109.4 . . ?
H7AA C7A H7AB 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
N1 C8 H8 110.8 . . ?
N49 C8 N1 101.1(5) . . ?
N49 C8 H8 110.8 . . ?
N49 C8 C9 111.7(5) . . ?
C9 C8 N1 111.5(5) . . ?
C9 C8 H8 110.7 . . ?
N2 C9 C8 112.2(5) . . ?
C10 C9 N2 125.5(6) . . ?
C10 C9 C8 122.2(5) . . ?
C9 C10 H10 120.8 . . ?
C9 C10 C11 118.4(6) . . ?
C11 C10 H10 120.8 . . ?
C10 C11 H11 122.1 . . ?
C10 C11 C12 115.8(7) . . ?
C12 C11 H11 122.1 . . ?
C11 C12 H12 119.2 . . ?
C13 C12 C11 121.7(7) . . ?
C13 C12 H12 119.2 . . ?
N2 C13 C14 117.6(6) . . ?
C12 C13 N2 122.3(6) . . ?
C12 C13 C14 120.0(6) . . ?
N3 C14 C13 120.0(7) . . ?
N3 C14 C15 122.1(7) . . ?
C15 C14 C13 117.8(6) . . ?
C14 C15 H15 122.3 . . ?
C16 C15 C14 115.4(7) . . ?
C16 C15 H15 122.3 . . ?
C15 C16 H16 119.0 . . ?
C15 C16 C17 122.0(8) . . ?
C17 C16 H16 119.0 . . ?
C16 C17 H17 121.8 . . ?
C16 C17 C18 116.4(6) . . ?
C18 C17 H17 121.8 . . ?
N3 C18 C17 123.1(6) . . ?
N3 C18 C19 115.7(6) . . ?
C17 C18 C19 121.0(6) . . ?
N4 C19 C18 113.3(5) . . ?
N4 C19 C20 123.7(6) . . ?
C20 C19 C18 122.9(6) . . ?
C19 C20 H20 121.1 . . ?
C21 C20 C19 117.8(6) . . ?
C21 C20 H20 121.1 . . ?
C20 C21 H21 120.8 . . ?
C20 C21 C22 118.3(6) . . ?
C22 C21 H21 120.9 . . ?
C21 C22 H22 119.3 . . ?
C23 C22 C21 121.4(6) . . ?
C23 C22 H22 119.3 . . ?
N4 C23 C24 111.3(5) . . ?
C22 C23 N4 124.8(5) . . ?
C22 C23 C24 123.8(5) . . ?
N5 C24 C23 110.8(4) . . ?
N5 C24 H24 108.9 . . ?
N6 C24 N5 106.8(5) . . ?
N6 C24 C23 112.5(5) . . ?
N6 C24 H24 108.9 . . ?
C23 C24 H24 108.9 . . ?
C26 C25 S2 119.5(7) . . ?
C26 C25 C30 125.8(8) . . ?
C30 C25 S2 114.6(8) . . ?
C25 C26 H26 120.2 . . ?
C25 C26 C27 119.5(9) . . ?
C27 C26 H26 120.3 . . ?
C26 C27 H27 120.3 . . ?
C26 C27 C28 119.3(9) . . ?
C28 C27 H27 120.3 . . ?
C27 C28 C31 120.1(9) . . ?
C29 C28 C27 118.0(7) . . ?
C29 C28 C31 121.8(8) . . ?
C28 C29 H29 118.0 . . ?
C28 C29 C30 124.0(8) . . ?
C30 C29 H29 118.0 . . ?
C25 C30 C29 113.2(9) . . ?
C25 C30 H30 123.4 . . ?
C29 C30 H30 123.4 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.4 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N6 C33 H33 111.2 . . ?
N6 C33 C41 103.3(5) . . ?
C34 C33 N6 109.5(5) . . ?
C34 C33 H33 111.2 . . ?
C34 C33 C41 110.2(5) . . ?
C41 C33 H33 111.2 . . ?
C35 C34 C33 120.2(6) . . ?
C39 C34 C33 123.5(6) . . ?
C39 C34 C35 116.1(5) . . ?
C34 C35 H35 116.4 . . ?
C34 C35 C36 127.2(6) . . ?
C36 C35 H35 116.4 . . ?
C35 C36 H36 122.3 . . ?
C35 C36 C37 115.4(6) . . ?
C37 C36 H36 122.3 . . ?
O5 C37 C36 125.3(6) . . ?
O5 C37 C38 114.2(6) . . ?
C38 C37 C36 119.8(5) . . ?
C37 C38 H38 120.1 . . ?
C37 C38 C39 119.9(6) . . ?
C39 C38 H38 120.1 . . ?
C34 C39 C38 121.2(6) . . ?
C34 C39 H39 119.4 . . ?
C38 C39 H39 119.4 . . ?
O5 C40 H40A 109.8 . . ?
O5 C40 H40B 109.3 . . ?
O5 C40 H40C 109.3 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N5 C41 H41 110.7 . . ?
N5 C41 C42 109.3(5) . . ?
C33 C41 N5 103.3(5) . . ?
C33 C41 H41 110.7 . . ?
C33 C41 C42 111.9(5) . . ?
C42 C41 H41 110.7 . . ?
C43 C42 C41 118.3(6) . . ?
C47 C42 C41 131.4(7) . . ?
C47 C42 C43 110.3(7) . . ?
C42 C43 H43 118.1 . . ?
C44 C43 C42 123.7(7) . . ?
C44 C43 H43 118.2 . . ?
C43 C44 H44 119.1 . . ?
C45 C44 C43 121.6(8) . . ?
C45 C44 H44 119.2 . . ?
O6 C45 C44 123.7(9) . . ?
O6 C45 C46 118.6(7) . . ?
C44 C45 C46 116.2(8) . . ?
C45 C46 H46 123.3 . . ?
C47 C46 C45 113.4(8) . . ?
C47 C46 H46 123.3 . . ?
C42 C47 H47 113.8 . . ?
C46 C47 C42 132.4(10) . . ?
C46 C47 H47 113.8 . . ?
O6 C48 H48A 109.4 . . ?
O6 C48 H48B 109.5 . . ?
O6 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
N49 C50 H50 109.4 . . ?
N49 C50 C51 104.0(5) . . ?
N49 C50 C59 113.4(5) . . ?
C51 C50 H50 109.4 . . ?
C51 C50 C59 111.0(5) . . ?
C59 C50 H50 109.4 . . ?
N1 C51 C50 101.8(5) . . ?
N1 C51 H51 108.7 . . ?
N1 C51 C52 113.3(5) . . ?
C50 C51 H51 108.7 . . ?
C52 C51 C50 115.3(5) . . ?
C52 C51 H51 108.7 . . ?
C53 C52 C51 117.5(6) . . ?
C53 C52 C57 117.2(6) . . ?
C57 C52 C51 125.3(6) . . ?
C52 C53 H53 119.1 . . ?
C52 C53 C54 121.9(6) . . ?
C54 C53 H53 119.1 . . ?
C53 C54 H54 119.6 . . ?
C55 C54 C53 120.9(8) . . ?
C55 C54 H54 119.5 . . ?
C54 C55 O7 123.2(8) . . ?
C54 C55 C56 119.4(8) . . ?
C56 C55 O7 116.9(7) . . ?
C55 C56 H56 119.9 . . ?
C55 C56 C57 120.1(7) . . ?
C57 C56 H56 120.0 . . ?
C52 C57 C56 119.8(7) . . ?
C52 C57 H57 120.1 . . ?
C56 C57 H57 120.1 . . ?
O7 C58 H58A 109.5 . . ?
O7 C58 H58B 109.4 . . ?
O7 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C60 C59 C50 119.1(6) . . ?
C64 C59 C50 121.7(6) . . ?
C64 C59 C60 119.0(5) . . ?
C59 C60 H60 119.4 . . ?
C61 C60 C59 121.1(6) . . ?
C61 C60 H60 119.5 . . ?
C60 C61 H61 119.8 . . ?
C62 C61 C60 120.3(6) . . ?
C62 C61 H61 119.9 . . ?
O8 C62 C61 127.4(6) . . ?
O8 C62 C63 114.8(6) . . ?
C61 C62 C63 117.9(5) . . ?
C62 C63 H63 119.5 . . ?
C64 C63 C62 121.0(6) . . ?
C64 C63 H63 119.5 . . ?
C59 C64 C63 120.2(6) . . ?
C59 C64 H64 119.9 . . ?
C63 C64 H64 119.9 . . ?
O8 C65 H65A 109.4 . . ?
O8 C65 H65B 109.5 . . ?
O8 C65 H65C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
H31D C31A H31E 109.5 . . ?
H31D C31A H31F 109.5 . . ?
H31E C31A H31F 109.5 . . ?
C28A C31A H31D 109.3 . . ?
C28A C31A H31E 109.7 . . ?
C28A C31A H31F 109.5 . . ?
C32 C30A H30A 120.0 . . ?
C32 C30A C29A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C30A C32 C26A 120.0 . . ?
C30A C32 S2A 116.4(6) . . ?
C26A C32 S2A 123.4(6) . . ?
C32 C26A H26A 120.0 . . ?
C27A C26A C32 120.0 . . ?
C27A C26A H26A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C26A C27A C28A 120.0 . . ?
C28A C27A H27A 120.0 . . ?
C27A C28A C31A 122.1(12) . . ?
C27A C28A C29A 120.0 . . ?
C29A C28A C31A 117.5(12) . . ?
C30A C29A H29A 120.0 . . ?
C28A C29A C30A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C32 S2A N5 101.4(6) . . ?
O4A S2A N5 106.6(5) . . ?
O4A S2A C32 110.0(6) . . ?
O3A S2A N5 108.3(5) . . ?
O3A S2A C32 109.0(7) . . ?
O3A S2A O4A 119.9(6) . . ?

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
S1 N1 C8 N49 -145.8(4) . . . . ?
S1 N1 C8 C9 95.4(5) . . . . ?
S1 N1 C51 C50 121.0(4) . . . . ?
S1 N1 C51 C52 -114.6(5) . . . . ?
S1 C4 C5 C6 -178.3(5) . . . . ?
S1A N1 C8 N49 -161.6(4) . . . . ?
S1A N1 C8 C9 79.5(6) . . . . ?
S1A N1 C51 C50 138.3(4) . . . . ?
S1A N1 C51 C52 -97.3(6) . . . . ?
S1A C4A C5A C6A 177.8(8) . . . . ?
S2 N5 C24 N6 -145.1(4) . . . . ?
S2 N5 C24 C23 92.1(5) . . . . ?
S2 N5 C41 C33 123.7(4) . . . . ?
S2 N5 C41 C42 -117.1(5) . . . . ?
S2 C25 C26 C27 176.2(8) . . . . ?
S2 C25 C30 C29 -179.5(7) . . . . ?
O1 S1 N1 C8 177.5(4) . . . . ?
O1 S1 N1 C51 44.7(5) . . . . ?
O1 S1 C4 C1 -25.4(7) . . . . ?
O1 S1 C4 C5 154.1(5) . . . . ?
O1A S1A N1 C8 -178.7(5) . . . . ?
O1A S1A N1 C51 32.2(6) . . . . ?
O1A S1A C4A C1A -27.4(10) . . . . ?
O1A S1A C4A C5A 156.9(7) . . . . ?
O2 S1 N1 C8 -59.1(5) . . . . ?
O2 S1 N1 C51 168.0(5) . . . . ?
O2 S1 C4 C1 -154.8(5) . . . . ?
O2 S1 C4 C5 24.7(6) . . . . ?
O2A S1A N1 C8 -49.1(6) . . . . ?
O2A S1A N1 C51 161.7(5) . . . . ?
O2A S1A C4A C1A -157.6(8) . . . . ?
O2A S1A C4A C5A 26.7(9) . . . . ?
O3 S2 N5 C24 -61.4(5) . . . . ?
O3 S2 N5 C41 167.7(5) . . . . ?
O3 S2 C25 C26 27.2(10) . . . . ?
O3 S2 C25 C30 -155.8(7) . . . . ?
O4 S2 N5 C24 172.2(4) . . . . ?
O4 S2 N5 C41 41.3(5) . . . . ?
O4 S2 C25 C26 158.8(8) . . . . ?
O4 S2 C25 C30 -24.2(9) . . . . ?
O5 C37 C38 C39 173.3(6) . . . . ?
O6 C45 C46 C47 176.8(7) . . . . ?
O7 C55 C56 C57 178.6(6) . . . . ?
O8 C62 C63 C64 -176.7(6) . . . . ?
N1 S1 C4 C1 89.7(6) . . . . ?
N1 S1 C4 C5 -90.8(6) . . . . ?
N1 S1A C4A C1A 85.9(8) . . . . ?
N1 S1A C4A C5A -89.8(8) . . . . ?
N1 C8 C9 N2 76.7(6) . . . . ?
N1 C8 C9 C10 -101.5(7) . . . . ?
N1 C51 C52 C53 166.2(6) . . . . ?
N1 C51 C52 C57 -12.3(8) . . . . ?
N2 C9 C10 C11 1.2(10) . . . . ?
N2 C13 C14 N3 178.1(6) . . . . ?
N2 C13 C14 C15 -1.3(9) . . . . ?
N3 C14 C15 C16 -4.5(11) . . . . ?
N3 C18 C19 N4 -172.5(5) . . . . ?
N3 C18 C19 C20 7.4(9) . . . . ?
N4 C19 C20 C21 0.2(9) . . . . ?
N4 C23 C24 N5 81.0(6) . . . . ?
N4 C23 C24 N6 -38.5(7) . . . . ?
N5 S2 C25 C26 -87.4(10) . . . . ?
N5 S2 C25 C30 89.6(8) . . . . ?
N5 C41 C42 C43 157.0(5) . . . . ?
N5 C41 C42 C47 -22.5(10) . . . . ?
N6 C33 C34 C35 -176.8(6) . . . . ?
N6 C33 C34 C39 8.4(9) . . . . ?
N6 C33 C41 N5 26.6(6) . . . . ?
N6 C33 C41 C42 -90.8(6) . . . . ?
N49 C8 C9 N2 -35.5(7) . . . . ?
N49 C8 C9 C10 146.2(6) . . . . ?
N49 C50 C51 N1 31.1(5) . . . . ?
N49 C50 C51 C52 -91.9(6) . . . . ?
N49 C50 C59 C60 -178.2(6) . . . . ?
N49 C50 C59 C64 6.0(9) . . . . ?
C1 C2 C3 C6 -4.1(9) . . . . ?
C1 C2 C3 C7 -175.1(6) . . . . ?
C1 C4 C5 C6 1.3(9) . . . . ?
C1A C2A C3A C6A 1.0(14) . . . . ?
C1A C2A C3A C7A -179.0(9) . . . . ?
C1A C4A C5A C6A 1.8(14) . . . . ?
C2 C1 C4 S1 -178.8(5) . . . . ?
C2 C1 C4 C5 1.7(9) . . . . ?
C2 C3 C6 C5 7.6(10) . . . . ?
C2A C1A C4A S1A -174.4(8) . . . . ?
C2A C1A C4A C5A 1.5(14) . . . . ?
C2A C3A C6A C5A 2.4(15) . . . . ?
C4 S1 N1 C8 60.1(5) . . . . ?
C4 S1 N1 C51 -72.7(5) . . . . ?
C4 C1 C2 C3 0.0(10) . . . . ?
C4 C5 C6 C3 -6.4(10) . . . . ?
C4A S1A N1 C8 67.0(5) . . . . ?
C4A S1A N1 C51 -82.1(6) . . . . ?
C4A C1A C2A C3A -2.9(15) . . . . ?
C4A C5A C6A C3A -3.8(15) . . . . ?
C7 C3 C6 C5 178.2(7) . . . . ?
C7A C3A C6A C5A -177.6(10) . . . . ?
C8 N1 C51 C50 -13.3(5) . . . . ?
C8 N1 C51 C52 111.0(5) . . . . ?
C8 N49 C50 C51 -39.5(6) . . . . ?
C8 N49 C50 C59 81.2(6) . . . . ?
C8 C9 C10 C11 179.2(5) . . . . ?
C9 N2 C13 C12 -0.3(10) . . . . ?
C9 N2 C13 C14 174.9(5) . . . . ?
C9 C10 C11 C12 -1.4(10) . . . . ?
C10 C11 C12 C13 0.8(12) . . . . ?
C11 C12 C13 N2 0.0(12) . . . . ?
C11 C12 C13 C14 -175.1(6) . . . . ?
C12 C13 C14 N3 -6.5(10) . . . . ?
C12 C13 C14 C15 174.1(8) . . . . ?
C13 N2 C9 C8 -178.5(5) . . . . ?
C13 N2 C9 C10 -0.3(9) . . . . ?
C13 C14 C15 C16 174.9(7) . . . . ?
C14 N3 C18 C17 -5.8(10) . . . . ?
C14 N3 C18 C19 179.8(5) . . . . ?
C14 C15 C16 C17 8.2(13) . . . . ?
C15 C16 C17 C18 -10.3(13) . . . . ?
C16 C17 C18 N3 9.0(12) . . . . ?
C16 C17 C18 C19 -176.8(7) . . . . ?
C17 C18 C19 N4 13.0(9) . . . . ?
C17 C18 C19 C20 -167.2(7) . . . . ?
C18 N3 C14 C13 -175.9(6) . . . . ?
C18 N3 C14 C15 3.5(10) . . . . ?
C18 C19 C20 C21 -179.6(5) . . . . ?
C19 N4 C23 C22 -0.2(8) . . . . ?
C19 N4 C23 C24 177.7(5) . . . . ?
C19 C20 C21 C22 0.7(8) . . . . ?
C20 C21 C22 C23 -1.4(8) . . . . ?
C21 C22 C23 N4 1.2(9) . . . . ?
C21 C22 C23 C24 -176.5(5) . . . . ?
C22 C23 C24 N5 -101.0(6) . . . . ?
C22 C23 C24 N6 139.5(6) . . . . ?
C23 N4 C19 C18 179.4(5) . . . . ?
C23 N4 C19 C20 -0.5(8) . . . . ?
C24 N5 C41 C33 -11.8(5) . . . . ?
C24 N5 C41 C42 107.4(5) . . . . ?
C24 N5 S2A C32 63.1(7) . . . . ?
C24 N5 S2A O4A 178.2(5) . . . . ?
C24 N5 S2A O3A -51.5(7) . . . . ?
C24 N6 C33 C34 82.5(6) . . . . ?
C24 N6 C33 C41 -34.8(6) . . . . ?
C25 S2 N5 C24 55.3(6) . . . . ?
C25 S2 N5 C41 -75.7(6) . . . . ?
C25 C26 C27 C28 4.8(16) . . . . ?
C26 C25 C30 C29 -2.7(15) . . . . ?
C26 C27 C28 C29 -5.7(15) . . . . ?
C26 C27 C28 C31 178.2(10) . . . . ?
C27 C28 C29 C30 2.4(16) . . . . ?
C28 C29 C30 C25 1.6(15) . . . . ?
C30 C25 C26 C27 -0.4(17) . . . . ?
C31 C28 C29 C30 178.5(10) . . . . ?
C33 N6 C24 N5 27.3(6) . . . . ?
C33 N6 C24 C23 149.1(5) . . . . ?
C33 C34 C35 C36 178.0(6) . . . . ?
C33 C34 C39 C38 176.7(6) . . . . ?
C33 C41 C42 C43 -89.2(7) . . . . ?
C33 C41 C42 C47 91.2(10) . . . . ?
C34 C33 C41 N5 -90.3(6) . . . . ?
C34 C33 C41 C42 152.3(6) . . . . ?
C34 C35 C36 C37 9.3(11) . . . . ?
C35 C34 C39 C38 1.7(10) . . . . ?
C35 C36 C37 O5 -176.3(6) . . . . ?
C35 C36 C37 C38 -6.7(10) . . . . ?
C36 C37 C38 C39 2.6(11) . . . . ?
C37 C38 C39 C34 0.1(11) . . . . ?
C39 C34 C35 C36 -6.8(11) . . . . ?
C40 O5 C37 C36 -8.5(10) . . . . ?
C40 O5 C37 C38 -178.6(6) . . . . ?
C41 N5 C24 N6 -9.5(6) . . . . ?
C41 N5 C24 C23 -132.3(5) . . . . ?
C41 N5 S2A C32 -82.1(6) . . . . ?
C41 N5 S2A O4A 33.0(6) . . . . ?
C41 N5 S2A O3A 163.3(6) . . . . ?
C41 C33 C34 C35 -63.9(8) . . . . ?
C41 C33 C34 C39 121.3(7) . . . . ?
C41 C42 C43 C44 172.3(6) . . . . ?
C41 C42 C47 C46 -176.1(8) . . . . ?
C42 C43 C44 C45 -1.4(11) . . . . ?
C43 C42 C47 C46 4.4(13) . . . . ?
C43 C44 C45 O6 180.0(7) . . . . ?
C43 C44 C45 C46 14.2(11) . . . . ?
C44 C45 C46 C47 -16.6(10) . . . . ?
C45 C46 C47 C42 7.8(14) . . . . ?
C47 C42 C43 C44 -8.1(10) . . . . ?
C48 O6 C45 C44 176.8(8) . . . . ?
C48 O6 C45 C46 -17.7(11) . . . . ?
C50 N49 C8 N1 29.8(6) . . . . ?
C50 N49 C8 C9 148.4(5) . . . . ?
C50 C51 C52 C53 -77.1(7) . . . . ?
C50 C51 C52 C57 104.3(7) . . . . ?
C50 C59 C60 C61 -178.2(6) . . . . ?
C50 C59 C64 C63 -177.4(6) . . . . ?
C51 N1 C8 N49 -8.5(6) . . . . ?
C51 N1 C8 C9 -127.3(5) . . . . ?
C51 C50 C59 C60 -61.5(8) . . . . ?
C51 C50 C59 C64 122.7(7) . . . . ?
C51 C52 C53 C54 177.9(6) . . . . ?
C51 C52 C57 C56 -177.1(6) . . . . ?
C52 C53 C54 C55 -3.5(12) . . . . ?
C53 C52 C57 C56 4.3(9) . . . . ?
C53 C54 C55 O7 -178.0(7) . . . . ?
C53 C54 C55 C56 9.6(12) . . . . ?
C54 C55 C56 C57 -8.6(11) . . . . ?
C55 C56 C57 C52 1.6(10) . . . . ?
C57 C52 C53 C54 -3.5(10) . . . . ?
C58 O7 C55 C54 0.8(12) . . . . ?
C58 O7 C55 C56 173.3(7) . . . . ?
C59 C50 C51 N1 -91.2(6) . . . . ?
C59 C50 C51 C52 145.8(6) . . . . ?
C59 C60 C61 C62 -1.2(10) . . . . ?
C60 C59 C64 C63 6.8(10) . . . . ?
C60 C61 C62 O8 -178.6(6) . . . . ?
C60 C61 C62 C63 0.2(10) . . . . ?
C61 C62 C63 C64 4.3(10) . . . . ?
C62 C63 C64 C59 -7.9(10) . . . . ?
C64 C59 C60 C61 -2.3(10) . . . . ?
C65 O8 C62 C61 5.9(10) . . . . ?
C65 O8 C62 C63 -173.0(6) . . . . ?
C31A C28A C29A C30A 172.9(15) . . . . ?
C30A C32 C26A C27A 0.0 . . . . ?
C30A C32 S2A N5 84.0(7) . . . . ?
C30A C32 S2A O4A -28.6(9) . . . . ?
C30A C32 S2A O3A -162.0(7) . . . . ?
C32 C30A C29A C28A 0.0 . . . . ?
C32 C26A C27A C28A 0.0 . . . . ?
C26A C32 S2A N5 -90.3(6) . . . . ?
C26A C32 S2A O4A 157.2(6) . . . . ?
C26A C32 S2A O3A 23.8(8) . . . . ?
C26A C27A C28A C31A -172.6(16) . . . . ?
C26A C27A C28A C29A 0.0 . . . . ?
C27A C28A C29A C30A 0.0 . . . . ?
C29A C30A C32 C26A 0.0 . . . . ?
C29A C30A C32 S2A -174.4(8) . . . . ?
S2A N5 C24 N6 -158.2(4) . . . . ?
S2A N5 C24 C23 79.0(6) . . . . ?
S2A N5 C41 C33 139.0(4) . . . . ?
S2A N5 C41 C42 -101.8(5) . . . . ?
S2A C32 C26A C27A 174.0(9) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.012 -0.910 0.244 357.4 88.5 ?
2 -0.012 -0.177 0.756 357.4 88.6 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.085
_oxdiff_exptl_absorpt_empirical_full_min 0.285
####################################################################### 
# 
# 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_tb_79
_database_code_depnum_ccdc_archive 'CCDC 2476248'
loop_
_audit_author_name
_audit_author_address
dd
;fbdb
China
;
_audit_update_record             
;
2025-07-27 deposited with the CCDC.	2026-01-12 downloaded from the CCDC.
;
_audit_creation_date             2025-07-24
_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         'C19 H24 F N O5'
_chemical_formula_sum            'C19 H24 F N O5'
_chemical_formula_weight         365.39
_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.5752(3)
_cell_length_b                   8.74162(19)
_cell_length_c                   17.6585(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.105(2)
_cell_angle_gamma                90
_cell_volume                     1904.81(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7195
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      74.8660
_cell_measurement_theta_min      5.6520
_shelx_estimated_absorpt_T_max   0.922
_shelx_estimated_absorpt_T_min   0.887
_exptl_absorpt_coefficient_mu    0.822
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.143a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_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  0.0456
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10669
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.441
_diffrn_reflns_theta_min         4.783
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.990
_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     38.00 112.00   0.50    0.05    --   43.18  26.00  48.00  148
  2  ω    101.00 133.00   0.50    0.05    --  107.57  15.00 120.00   64
  3  ω    100.00 150.00   0.50    0.05    --  107.57  26.00  48.00  100
  4  ω     95.00 130.00   0.50    0.05    --  107.57  15.00  30.00   70
  5  ω     67.00  92.00   0.50    0.05    --  107.57 -95.00 120.00   50
  6  ω     48.00  92.00   0.50    0.05    --  107.57 -95.00  90.00   88
  7  ω     72.00  97.00   0.50    0.05    --  107.57-126.00-180.00   50
  8  ω     35.00  66.00   0.50    0.05    --  107.57-126.00-180.00   62
  9  ω    -36.00 -11.00   0.50    0.05    --   43.18 -26.00-114.00   50
 10  ω     36.00  74.00   0.50    0.05    --  107.57 -77.00 -60.00   76
 11  ω     38.00  77.00   0.50    0.05    --  107.57 -77.00 150.00   78
 12  ω    -29.00  38.00   0.50    0.05    --   43.18 -57.00 120.00  134
 13  ω     10.00  36.00   0.50    0.05    --  -43.18  26.00  48.00   52
 14  ω    -64.00 -32.00   0.50    0.05    -- -103.00  77.00  60.00   64
 15  ω    -66.00 -29.00   0.50    0.05    -- -103.00  77.00 120.00   74
 16  ω    -71.00 -29.00   0.50    0.05    -- -103.00  77.00 -60.00   84
 17  ω    -13.00  33.00   0.50    0.05    --  -43.18  38.00-180.00   92
 18  ω    -62.00 -32.00   0.50    0.05    -- -103.00  77.00-120.00   60
 19  ω    -67.00 -36.00   0.50    0.05    -- -103.00  77.00-150.00   62
 20  ω   -121.00 -92.00   0.50    0.05    -- -103.00 -15.00-150.00   58
 21  ω   -131.00 -89.00   0.50    0.05    -- -103.00 -26.00-114.00   84
 22  ω   -174.00 -94.00   0.50    0.05    -- -103.00 -61.00-180.00  160
 23  ω   -112.00 -33.00   0.50    0.05    --  -43.18 -26.00-114.00  158
 24  ω   -122.00 -96.00   0.50    0.05    -- -103.00 -15.00 -60.00   52
 25  ω   -131.00 -96.00   0.50    0.05    -- -103.00 -15.00 150.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1129125000
_diffrn_orient_matrix_UB_12      -0.0491225000
_diffrn_orient_matrix_UB_13      -0.0127543000
_diffrn_orient_matrix_UB_21      -0.0351099000
_diffrn_orient_matrix_UB_22      0.0318908000
_diffrn_orient_matrix_UB_23      -0.0870132000
_diffrn_orient_matrix_UB_31      0.0400476000
_diffrn_orient_matrix_UB_32      0.1662419000
_diffrn_orient_matrix_UB_33      0.0129373000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3344
_reflns_number_total             3715
_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 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.143a 64-bit (release 25-10-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_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         0.426
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3715
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0480
_refine_ls_restrained_S_all      1.038
_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)+(0.0683P)²+0.8484P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1254
_refine_ls_wR_factor_ref         0.1284
_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:
 C7(H7), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C10(H10)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C)
;
_atom_sites_solution_hydrogens   mixed
_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 1.03267(11) 0.43377(16) 0.74872(8) 0.0696(4) Uani 1 1 d . . . . .
O1 O 0.59248(7) 0.67217(12) 0.49023(5) 0.0238(2) Uani 1 1 d . . . . .
O2 O 0.82093(9) 0.70595(14) 0.40302(6) 0.0330(3) Uani 1 1 d . . . . .
O3 O 0.65829(8) 0.59118(13) 0.36809(5) 0.0284(3) Uani 1 1 d . . . . .
O4 O 0.36437(8) 0.91453(13) 0.51052(7) 0.0328(3) Uani 1 1 d . . . . .
O5 O 0.26797(8) 0.70038(12) 0.52625(6) 0.0273(3) Uani 1 1 d . . . . .
N1 N 0.44583(9) 0.68856(15) 0.55128(7) 0.0244(3) Uani 1 1 d . . . . .
H1 H 0.4360(14) 0.596(2) 0.5620(10) 0.028(5) Uiso 1 1 d . . . . .
C1 C 0.82393(11) 0.71985(17) 0.69773(8) 0.0232(3) Uani 1 1 d . . . . .
C2 C 0.89346(13) 0.59930(19) 0.69127(9) 0.0325(4) Uani 1 1 d . . . . .
H2 H 0.891635 0.550890 0.643504 0.039 Uiso 1 1 calc R U . . .
C3 C 0.96543(14) 0.5517(2) 0.75629(10) 0.0375(4) Uani 1 1 d . . . . .
C4 C 0.97271(13) 0.6180(2) 0.82737(9) 0.0376(4) Uani 1 1 d . . . . .
H4 H 1.022912 0.583237 0.870408 0.045 Uiso 1 1 calc R U . . .
C5 C 0.90327(15) 0.7381(2) 0.83329(9) 0.0414(4) Uani 1 1 d . . . . .
H5 H 0.905880 0.786038 0.881268 0.050 Uiso 1 1 calc R U . . .
C6 C 0.83000(13) 0.7886(2) 0.76949(9) 0.0344(4) Uani 1 1 d . . . . .
H6 H 0.783615 0.870679 0.774687 0.041 Uiso 1 1 calc R U . . .
C7 C 0.74002(11) 0.77560(17) 0.62993(8) 0.0222(3) Uani 1 1 d . . . . .
H7 H 0.731494 0.887261 0.635977 0.027 Uiso 1 1 calc R U . . .
C8 C 0.62928(11) 0.70035(17) 0.62959(8) 0.0236(3) Uani 1 1 d . . . . .
H8A H 0.637536 0.589011 0.633695 0.028 Uiso 1 1 calc R U . . .
H8B H 0.599580 0.736736 0.673732 0.028 Uiso 1 1 calc R U . . .
C9 C 0.55326(11) 0.74170(17) 0.55493(8) 0.0220(3) Uani 1 1 d . . . . .
H9 H 0.552088 0.854282 0.548715 0.026 Uiso 1 1 calc R U . . .
C10 C 0.77058(11) 0.74844(16) 0.55280(8) 0.0219(3) Uani 1 1 d . . . . .
H10 H 0.842513 0.766711 0.547663 0.026 Uiso 1 1 calc R U . . .
C11 C 0.70021(11) 0.69973(16) 0.49167(8) 0.0209(3) Uani 1 1 d . . . . .
C12 C 0.73430(11) 0.66806(16) 0.41674(8) 0.0236(3) Uani 1 1 d . . . . .
C13 C 0.68686(16) 0.5497(2) 0.29444(9) 0.0442(5) Uani 1 1 d . . . . .
H13A H 0.758002 0.499904 0.303183 0.053 Uiso 1 1 calc R U . . .
H13B H 0.690159 0.641503 0.263121 0.053 Uiso 1 1 calc R U . . .
C14 C 0.6032(2) 0.4444(3) 0.25422(11) 0.0593(6) Uani 1 1 d . . . . .
H14A H 0.621632 0.412939 0.205654 0.089 Uiso 1 1 calc R U . . .
H14B H 0.533556 0.495763 0.244340 0.089 Uiso 1 1 calc R U . . .
H14C H 0.599406 0.355039 0.286174 0.089 Uiso 1 1 calc R U . . .
C15 C 0.35887(11) 0.78107(17) 0.52733(8) 0.0232(3) Uani 1 1 d . . . . .
C16 C 0.15301(14) 0.9019(2) 0.56355(11) 0.0395(4) Uani 1 1 d . . . . .
H16A H 0.175566 0.863443 0.615689 0.059 Uiso 1 1 calc R U . . .
H16B H 0.078651 0.937409 0.556362 0.059 Uiso 1 1 calc R U . . .
H16C H 0.199639 0.986120 0.555153 0.059 Uiso 1 1 calc R U . . .
C17 C 0.16108(11) 0.77510(17) 0.50641(9) 0.0262(3) Uani 1 1 d . . . . .
C18 C 0.08429(12) 0.6452(2) 0.51517(11) 0.0355(4) Uani 1 1 d . . . . .
H18A H 0.098135 0.559244 0.483714 0.053 Uiso 1 1 calc R U . . .
H18B H 0.010058 0.679322 0.498555 0.053 Uiso 1 1 calc R U . . .
H18C H 0.095597 0.614048 0.568849 0.053 Uiso 1 1 calc R U . . .
C19 C 0.14127(13) 0.8303(2) 0.42349(10) 0.0371(4) Uani 1 1 d . . . . .
H19A H 0.190764 0.913249 0.418695 0.056 Uiso 1 1 calc R U . . .
H19B H 0.067195 0.866245 0.408729 0.056 Uiso 1 1 calc R U . . .
H19C H 0.153166 0.746653 0.389986 0.056 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 1.356(2) . ?
O1 C9 1.4612(16) . ?
O1 C11 1.3713(16) . ?
O2 C12 1.2070(18) . ?
O3 C12 1.3368(18) . ?
O3 C13 1.4602(17) . ?
O4 C15 1.2091(19) . ?
O5 C15 1.3402(17) . ?
O5 C17 1.4746(16) . ?
N1 H1 0.85(2) . ?
N1 C9 1.4182(17) . ?
N1 C15 1.3603(19) . ?
C1 C2 1.388(2) . ?
C1 C6 1.391(2) . ?
C1 C7 1.5158(19) . ?
C2 H2 0.9400 . ?
C2 C3 1.382(2) . ?
C3 C4 1.370(2) . ?
C4 H4 0.9400 . ?
C4 C5 1.382(3) . ?
C5 H5 0.9400 . ?
C5 C6 1.383(2) . ?
C6 H6 0.9400 . ?
C7 H7 0.9900 . ?
C7 C8 1.5390(19) . ?
C7 C10 1.5036(18) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 C9 1.5157(18) . ?
C9 H9 0.9900 . ?
C10 H10 0.9400 . ?
C10 C11 1.327(2) . ?
C11 C12 1.4932(19) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 C14 1.473(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C16 C17 1.516(2) . ?
C17 C18 1.518(2) . ?
C17 C19 1.516(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?

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
C11 O1 C9 113.17(10) . . ?
C12 O3 C13 115.41(12) . . ?
C15 O5 C17 120.41(11) . . ?
C9 N1 H1 118.8(12) . . ?
C15 N1 H1 119.7(12) . . ?
C15 N1 C9 121.40(13) . . ?
C2 C1 C6 118.56(14) . . ?
C2 C1 C7 122.20(13) . . ?
C6 C1 C7 119.21(14) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.86(14) . . ?
C3 C2 H2 120.6 . . ?
F1 C3 C2 117.92(16) . . ?
F1 C3 C4 118.64(15) . . ?
C4 C3 C2 123.44(16) . . ?
C3 C4 H4 121.3 . . ?
C3 C4 C5 117.34(14) . . ?
C5 C4 H4 121.3 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.81(16) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 H6 119.5 . . ?
C5 C6 C1 120.99(16) . . ?
C5 C6 H6 119.5 . . ?
C1 C7 H7 107.8 . . ?
C1 C7 C8 110.94(11) . . ?
C8 C7 H7 107.8 . . ?
C10 C7 C1 113.84(12) . . ?
C10 C7 H7 107.8 . . ?
C10 C7 C8 108.54(11) . . ?
C7 C8 H8A 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 C7 108.67(11) . . ?
C9 C8 H8A 110.0 . . ?
C9 C8 H8B 110.0 . . ?
O1 C9 C8 109.24(11) . . ?
O1 C9 H9 109.1 . . ?
N1 C9 O1 106.87(11) . . ?
N1 C9 C8 113.40(11) . . ?
N1 C9 H9 109.1 . . ?
C8 C9 H9 109.1 . . ?
C7 C10 H10 118.6 . . ?
C11 C10 C7 122.73(12) . . ?
C11 C10 H10 118.6 . . ?
O1 C11 C12 113.71(11) . . ?
C10 C11 O1 124.96(12) . . ?
C10 C11 C12 121.33(12) . . ?
O2 C12 O3 124.76(13) . . ?
O2 C12 C11 123.46(13) . . ?
O3 C12 C11 111.77(12) . . ?
O3 C13 H13A 110.1 . . ?
O3 C13 H13B 110.1 . . ?
O3 C13 C14 108.02(14) . . ?
H13A C13 H13B 108.4 . . ?
C14 C13 H13A 110.1 . . ?
C14 C13 H13B 110.1 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O4 C15 O5 126.39(13) . . ?
O4 C15 N1 124.70(13) . . ?
O5 C15 N1 108.91(12) . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
C17 C16 H16C 109.5 . . ?
O5 C17 C16 109.92(12) . . ?
O5 C17 C18 102.31(11) . . ?
O5 C17 C19 110.06(12) . . ?
C16 C17 C18 110.73(13) . . ?
C16 C17 C19 112.99(14) . . ?
C19 C17 C18 110.31(13) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
F1 C3 C4 C5 179.88(17) . . . . ?
O1 C11 C12 O2 168.80(14) . . . . ?
O1 C11 C12 O3 -12.25(17) . . . . ?
C1 C2 C3 F1 -179.97(16) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
C1 C7 C8 C9 -171.82(12) . . . . ?
C1 C7 C10 C11 138.28(14) . . . . ?
C2 C1 C6 C5 -0.3(3) . . . . ?
C2 C1 C7 C8 94.98(16) . . . . ?
C2 C1 C7 C10 -27.8(2) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C4 C5 C6 C1 0.2(3) . . . . ?
C6 C1 C2 C3 0.4(2) . . . . ?
C6 C1 C7 C8 -83.29(17) . . . . ?
C6 C1 C7 C10 153.94(14) . . . . ?
C7 C1 C2 C3 -177.88(15) . . . . ?
C7 C1 C6 C5 178.07(15) . . . . ?
C7 C8 C9 O1 65.84(14) . . . . ?
C7 C8 C9 N1 -175.08(12) . . . . ?
C7 C10 C11 O1 1.7(2) . . . . ?
C7 C10 C11 C12 -177.56(13) . . . . ?
C8 C7 C10 C11 14.21(19) . . . . ?
C9 O1 C11 C10 16.57(19) . . . . ?
C9 O1 C11 C12 -164.10(11) . . . . ?
C9 N1 C15 O4 -3.2(2) . . . . ?
C9 N1 C15 O5 177.32(11) . . . . ?
C10 C7 C8 C9 -46.03(15) . . . . ?
C10 C11 C12 O2 -11.8(2) . . . . ?
C10 C11 C12 O3 167.11(13) . . . . ?
C11 O1 C9 N1 -172.94(11) . . . . ?
C11 O1 C9 C8 -49.89(15) . . . . ?
C12 O3 C13 C14 170.41(17) . . . . ?
C13 O3 C12 O2 1.4(2) . . . . ?
C13 O3 C12 C11 -177.53(14) . . . . ?
C15 O5 C17 C16 -60.38(17) . . . . ?
C15 O5 C17 C18 -178.06(12) . . . . ?
C15 O5 C17 C19 64.69(17) . . . . ?
C15 N1 C9 O1 -106.01(14) . . . . ?
C15 N1 C9 C8 133.57(14) . . . . ?
C17 O5 C15 O4 -2.8(2) . . . . ?
C17 O5 C15 N1 176.67(12) . . . . ?


_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 3.530
_oxdiff_exptl_absorpt_empirical_full_min 0.323
####################################################################### 
# 
# 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_tb_78
_database_code_depnum_ccdc_archive 'CCDC 2476247'
loop_
_audit_author_name
_audit_author_address
dd
;fbdb
China
;
_audit_update_record             
;
2025-07-27 deposited with the CCDC.	2026-01-12 downloaded from the CCDC.
;
_audit_creation_date             2025-07-24
_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         'C19 H24 Br N O5'
_chemical_formula_sum            'C19 H24 Br N O5'
_chemical_formula_weight         426.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H ON Br'
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'
Br Br -0.6763 1.2805 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.5541(2)
_cell_length_b                   9.03360(17)
_cell_length_c                   17.7341(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.7037(16)
_cell_angle_gamma                90
_cell_volume                     1997.46(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9410
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      74.6780
_cell_measurement_theta_min      4.0830
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.047
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.143a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_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  0.0164
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12282
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.944
_diffrn_reflns_theta_min         4.098
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     67.00  92.00   0.50    0.05    --  107.57 -95.00-180.00   50
  2  ω     33.00  58.00   0.50    0.05    --  107.57 -95.00-180.00   50
  3  ω     33.00  87.00   0.50    0.05    --  107.57 -95.00-150.00  108
  4  ω    -34.00  -9.00   0.50    0.05    --   43.18 -38.00 -60.00   50
  5  ω    -12.00  46.00   0.50    0.05    --   43.18 -83.00 155.00  116
  6  ω     40.00  75.00   0.50    0.05    --  107.57 -83.00 155.00   70
  7  ω     36.00  89.00   0.50    0.05    --  107.57 -95.00  30.00  106
  8  ω     99.00 129.00   0.50    0.05    --  107.57  15.00-120.00   60
  9  ω    107.00 132.00   0.50    0.05    --  107.57  30.00-120.00   50
 10  ω     92.00 169.00   0.50    0.05    --  107.57  61.00-120.00  154
 11  ω    130.00 155.00   0.50    0.05    --  107.57  83.00 -83.00   50
 12  ω    -14.00  25.00   0.50    0.05    --  -43.18  38.00-150.00   78
 13  ω    -14.00  27.00   0.50    0.05    --  -43.18  38.00-120.00   82
 14  ω    -13.00  18.00   0.50    0.05    --  -43.18  38.00 -90.00   62
 15  ω    -42.00  27.00   0.50    0.05    --  -43.18  57.00   0.00  138
 16  ω    -69.00 -43.00   0.50    0.05    --  -43.18  83.00 -83.00   52
 17  ω    -18.00   8.00   0.50    0.05    --  -43.18  83.00 -83.00   52
 18  ω    -61.00 -33.00   0.50    0.05    -- -103.00  77.00  30.00   56
 19  ω    -70.00 -36.00   0.50    0.05    -- -103.00  77.00  90.00   68
 20  ω    -72.00 -32.00   0.50    0.05    -- -103.00  77.00   0.00   80
 21  ω    -82.00 -29.00   0.50    0.05    -- -103.00  83.00 -83.00  106
 22  ω    -60.00 -29.00   0.50    0.05    -- -103.00  77.00-120.00   62
 23  ω   -133.00 -89.00   0.50    0.05    -- -103.00 -15.00 -60.00   88
 24  ω   -128.00 -88.00   0.50    0.05    -- -103.00 -15.00 -90.00   80
 25  ω   -174.00 -90.00   0.50    0.05    -- -103.00-126.00   0.00  168
 26  ω   -167.00-142.00   0.50    0.05    -- -103.00 -83.00 155.00   50
 27  ω   -128.00 -93.00   0.50    0.05    -- -103.00 -15.00 150.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0847616000
_diffrn_orient_matrix_UB_12      -0.1214978000
_diffrn_orient_matrix_UB_13      -0.0199614000
_diffrn_orient_matrix_UB_21      0.0803589000
_diffrn_orient_matrix_UB_22      -0.0867791000
_diffrn_orient_matrix_UB_23      -0.0422971000
_diffrn_orient_matrix_UB_31      0.0402786000
_diffrn_orient_matrix_UB_32      -0.0824822000
_diffrn_orient_matrix_UB_33      0.0739074000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3698
_reflns_number_total             3931
_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 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.143a 64-bit (release 25-10-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_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         0.367
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3931
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0253
_refine_ls_restrained_S_all      1.044
_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)+(0.0311P)²+1.0085P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0657
_refine_ls_wR_factor_ref         0.0666
_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:
 C7(H7), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C8(H8)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,
 H19C)
;
_atom_sites_solution_hydrogens   mixed
_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
Br1 Br -0.07388(2) 0.53768(2) 0.14982(2) 0.04269(8) Uani 1 1 d . . . . .
O1 O 0.41550(8) 0.65983(12) 0.52476(6) 0.0294(2) Uani 1 1 d . . . . .
O2 O 0.17725(10) 0.67892(17) 0.61138(7) 0.0481(3) Uani 1 1 d . . . . .
O3 O 0.33630(10) 0.56567(14) 0.64146(6) 0.0395(3) Uani 1 1 d . . . . .
O4 O 0.64546(9) 0.89435(13) 0.51977(7) 0.0385(3) Uani 1 1 d . . . . .
O5 O 0.74386(8) 0.69741(13) 0.48818(7) 0.0385(3) Uani 1 1 d . . . . .
N1 N 0.56795(10) 0.68747(16) 0.46459(8) 0.0311(3) Uani 1 1 d . . . . .
H1 H 0.5799(15) 0.607(3) 0.4492(11) 0.035(5) Uiso 1 1 d . . . . .
C1 C 0.19769(12) 0.71704(17) 0.32907(8) 0.0297(3) Uani 1 1 d . . . . .
C2 C 0.16245(14) 0.7996(2) 0.26531(10) 0.0414(4) Uani 1 1 d . . . . .
H2 H 0.193206 0.893987 0.258448 0.050 Uiso 1 1 calc R U . . .
C3 C 0.08239(15) 0.7461(2) 0.21091(10) 0.0445(4) Uani 1 1 d . . . . .
H3 H 0.058967 0.803079 0.167060 0.053 Uiso 1 1 calc R U . . .
C4 C 0.03803(12) 0.61006(19) 0.22173(9) 0.0325(3) Uani 1 1 d . . . . .
C5 C 0.07253(16) 0.5245(2) 0.28365(11) 0.0451(4) Uani 1 1 d . . . . .
H5 H 0.041778 0.429935 0.290160 0.054 Uiso 1 1 calc R U . . .
C6 C 0.15339(16) 0.5788(2) 0.33676(10) 0.0447(4) Uani 1 1 d . . . . .
H6 H 0.178707 0.519320 0.379302 0.054 Uiso 1 1 calc R U . . .
C7 C 0.28131(11) 0.77601(18) 0.39087(9) 0.0302(3) Uani 1 1 d . . . . .
H7 H 0.288452 0.885192 0.383646 0.036 Uiso 1 1 calc R U . . .
C8 C 0.24579(11) 0.74893(17) 0.46768(9) 0.0300(3) Uani 1 1 d . . . . .
H8 H 0.174537 0.774982 0.475372 0.036 Uiso 1 1 calc R U . . .
C9 C 0.30873(11) 0.69055(17) 0.52533(8) 0.0277(3) Uani 1 1 d . . . . .
C10 C 0.26581(13) 0.64729(19) 0.59691(9) 0.0340(3) Uani 1 1 d . . . . .
C11 C 0.39206(11) 0.70440(18) 0.38898(8) 0.0308(3) Uani 1 1 d . . . . .
H11A H 0.384095 0.596127 0.381752 0.037 Uiso 1 1 calc R U . . .
H11B H 0.426754 0.745093 0.346112 0.037 Uiso 1 1 calc R U . . .
C12 C 0.46071(11) 0.73664(17) 0.46344(8) 0.0276(3) Uani 1 1 d . . . . .
H12 H 0.460507 0.845622 0.473317 0.033 Uiso 1 1 calc R U . . .
C13 C 0.65233(11) 0.77144(17) 0.49384(9) 0.0286(3) Uani 1 1 d . . . . .
C14 C 0.92563(14) 0.6533(2) 0.48693(15) 0.0591(6) Uani 1 1 d . . . . .
H14A H 0.915647 0.569267 0.520339 0.089 Uiso 1 1 calc R U . . .
H14B H 0.999200 0.690437 0.497531 0.089 Uiso 1 1 calc R U . . .
H14C H 0.912588 0.621295 0.433852 0.089 Uiso 1 1 calc R U . . .
C15 C 0.84755(12) 0.77519(19) 0.50093(11) 0.0388(4) Uani 1 1 d . . . . .
C16 C 0.86900(15) 0.8302(2) 0.58220(12) 0.0503(5) Uani 1 1 d . . . . .
H16A H 0.825602 0.918585 0.588377 0.075 Uiso 1 1 calc R U . . .
H16B H 0.945182 0.854830 0.593754 0.075 Uiso 1 1 calc R U . . .
H16C H 0.850068 0.752657 0.616922 0.075 Uiso 1 1 calc R U . . .
C17 C 0.84928(16) 0.8996(3) 0.44349(13) 0.0538(5) Uani 1 1 d . . . . .
H17A H 0.828467 0.860718 0.392290 0.081 Uiso 1 1 calc R U . . .
H17B H 0.921742 0.941204 0.446494 0.081 Uiso 1 1 calc R U . . .
H17C H 0.798762 0.977065 0.454601 0.081 Uiso 1 1 calc R U . . .
C18 C 0.2999(2) 0.5119(3) 0.71151(12) 0.0598(6) Uani 1 1 d . . . . .
H18A H 0.232090 0.456050 0.700239 0.072 Uiso 1 1 calc R U . . .
H18B H 0.287226 0.596031 0.745099 0.072 Uiso 1 1 calc R U . . .
C19 C 0.3849(2) 0.4146(3) 0.74883(14) 0.0736(7) Uani 1 1 d . . . . .
H19A H 0.395221 0.330233 0.715689 0.110 Uiso 1 1 calc R U . . .
H19B H 0.363670 0.378503 0.797026 0.110 Uiso 1 1 calc R U . . .
H19C H 0.452000 0.470355 0.758527 0.110 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
Br1 C4 1.8999(15) . ?
O1 C9 1.3701(17) . ?
O1 C12 1.4596(18) . ?
O2 C10 1.204(2) . ?
O3 C10 1.337(2) . ?
O3 C18 1.456(2) . ?
O4 C13 1.2088(19) . ?
O5 C13 1.3434(18) . ?
O5 C15 1.4733(18) . ?
N1 H1 0.79(2) . ?
N1 C12 1.4155(18) . ?
N1 C13 1.356(2) . ?
C1 C2 1.383(2) . ?
C1 C6 1.381(2) . ?
C1 C7 1.523(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.396(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.372(3) . ?
C4 C5 1.371(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(2) . ?
C6 H6 0.9500 . ?
C7 H7 1.0000 . ?
C7 C8 1.502(2) . ?
C7 C11 1.537(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.326(2) . ?
C9 C10 1.488(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.518(2) . ?
C12 H12 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 C15 1.514(3) . ?
C15 C16 1.519(3) . ?
C15 C17 1.519(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.478(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
C9 O1 C12 112.03(11) . . ?
C10 O3 C18 115.86(15) . . ?
C13 O5 C15 119.95(12) . . ?
C12 N1 H1 119.9(14) . . ?
C13 N1 H1 118.1(14) . . ?
C13 N1 C12 121.95(14) . . ?
C2 C1 C7 121.85(14) . . ?
C6 C1 C2 118.32(14) . . ?
C6 C1 C7 119.82(14) . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 120.96(16) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 118.98(15) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 Br1 119.66(12) . . ?
C5 C4 Br1 118.90(13) . . ?
C5 C4 C3 121.44(15) . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.75(16) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C5 121.50(16) . . ?
C1 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C1 C7 H7 108.5 . . ?
C1 C7 C11 112.73(12) . . ?
C8 C7 C1 110.06(12) . . ?
C8 C7 H7 108.5 . . ?
C8 C7 C11 108.44(12) . . ?
C11 C7 H7 108.5 . . ?
C7 C8 H8 118.3 . . ?
C9 C8 C7 123.40(13) . . ?
C9 C8 H8 118.3 . . ?
O1 C9 C10 113.90(13) . . ?
C8 C9 O1 124.76(14) . . ?
C8 C9 C10 121.30(13) . . ?
O2 C10 O3 124.67(15) . . ?
O2 C10 C9 123.69(16) . . ?
O3 C10 C9 111.61(13) . . ?
C7 C11 H11A 109.9 . . ?
C7 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 C7 108.86(12) . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
O1 C12 C11 109.03(11) . . ?
O1 C12 H12 109.2 . . ?
N1 C12 O1 106.97(12) . . ?
N1 C12 C11 113.25(12) . . ?
N1 C12 H12 109.2 . . ?
C11 C12 H12 109.2 . . ?
O4 C13 O5 125.83(14) . . ?
O4 C13 N1 124.90(14) . . ?
O5 C13 N1 109.26(13) . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
O5 C15 C14 101.85(14) . . ?
O5 C15 C16 110.93(15) . . ?
O5 C15 C17 109.36(14) . . ?
C14 C15 C16 110.31(16) . . ?
C14 C15 C17 111.59(17) . . ?
C17 C15 C16 112.32(16) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 C18 H18A 110.2 . . ?
O3 C18 H18B 110.2 . . ?
O3 C18 C19 107.39(18) . . ?
H18A C18 H18B 108.5 . . ?
C19 C18 H18A 110.2 . . ?
C19 C18 H18B 110.2 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
Br1 C4 C5 C6 -179.07(15) . . . . ?
O1 C9 C10 O2 172.01(15) . . . . ?
O1 C9 C10 O3 -9.96(18) . . . . ?
C1 C2 C3 C4 0.5(3) . . . . ?
C1 C7 C8 C9 132.08(15) . . . . ?
C1 C7 C11 C12 -164.69(13) . . . . ?
C2 C1 C6 C5 -2.3(3) . . . . ?
C2 C1 C7 C8 133.34(16) . . . . ?
C2 C1 C7 C11 -105.45(18) . . . . ?
C2 C3 C4 Br1 178.23(15) . . . . ?
C2 C3 C4 C5 -1.6(3) . . . . ?
C3 C4 C5 C6 0.8(3) . . . . ?
C4 C5 C6 C1 1.2(3) . . . . ?
C6 C1 C2 C3 1.5(3) . . . . ?
C6 C1 C7 C8 -45.3(2) . . . . ?
C6 C1 C7 C11 75.9(2) . . . . ?
C7 C1 C2 C3 -177.20(17) . . . . ?
C7 C1 C6 C5 176.35(18) . . . . ?
C7 C8 C9 O1 6.0(2) . . . . ?
C7 C8 C9 C10 -171.70(14) . . . . ?
C7 C11 C12 O1 66.76(15) . . . . ?
C7 C11 C12 N1 -174.27(13) . . . . ?
C8 C7 C11 C12 -42.56(17) . . . . ?
C8 C9 C10 O2 -10.0(2) . . . . ?
C8 C9 C10 O3 168.02(14) . . . . ?
C9 O1 C12 N1 -175.30(12) . . . . ?
C9 O1 C12 C11 -52.49(15) . . . . ?
C10 O3 C18 C19 175.17(19) . . . . ?
C11 C7 C8 C9 8.3(2) . . . . ?
C12 O1 C9 C8 16.9(2) . . . . ?
C12 O1 C9 C10 -165.24(12) . . . . ?
C12 N1 C13 O4 -1.6(2) . . . . ?
C12 N1 C13 O5 179.44(13) . . . . ?
C13 O5 C15 C14 -178.52(16) . . . . ?
C13 O5 C15 C16 64.09(19) . . . . ?
C13 O5 C15 C17 -60.3(2) . . . . ?
C13 N1 C12 O1 -102.88(16) . . . . ?
C13 N1 C12 C11 136.98(15) . . . . ?
C15 O5 C13 O4 -11.8(2) . . . . ?
C15 O5 C13 N1 167.22(14) . . . . ?
C18 O3 C10 O2 0.7(3) . . . . ?
C18 O3 C10 C9 -177.28(16) . . . . ?


_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 1.373
_oxdiff_exptl_absorpt_empirical_full_min 0.816
####################################################################### 
# 
# 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_tb_80
_database_code_depnum_ccdc_archive 'CCDC 2476252'
loop_
_audit_author_name
_audit_author_address
dd
;fbdb
China
;
_audit_update_record             
;
2025-07-27 deposited with the CCDC.	2026-01-12 downloaded from the CCDC.
;
_audit_creation_date             2025-07-24
_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         'C19 H24 Cl N O5'
_chemical_formula_sum            'C19 H24 Cl N O5'
_chemical_formula_weight         381.84
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N Cl'
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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.7931(3)
_cell_length_b                   8.7773(2)
_cell_length_c                   17.7719(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.732(2)
_cell_angle_gamma                90
_cell_volume                     1953.90(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18812
_cell_measurement_temperature    191(30)
_cell_measurement_theta_max      72.8080
_cell_measurement_theta_min      4.7400
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.977
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67049
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.143a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_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  0.0364
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            26706
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.651
_diffrn_reflns_theta_min         4.751
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      191(30)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     64.00 101.00   0.50    0.05    --   66.00  18.00  85.27   74
  2  ω     68.00  93.00   0.50    0.05    --   54.00  22.00  78.71   50
  3  ω     65.00  91.00   0.50    0.05    --   54.00  19.00 -11.59   52
  4  ω     69.00  94.00   0.50    0.05    --   54.00  22.00-125.06   50
  5  ω     80.00 110.00   0.50    0.05    --   68.28  19.00-178.02   60
  6  ω     75.00 117.00   0.50    0.05    --   75.65  18.00-171.08   84
  7  ω     85.00 116.00   0.50    0.05    --   75.65  18.00-120.79   62
  8  ω     75.00 117.00   0.50    0.05    --   75.65  17.00 -87.54   84
  9  ω     74.00 103.00   0.50    0.05    --   75.65  18.00   5.57   58
 10  ω     77.00 114.00   0.50    0.05    --   75.65  16.00  32.36   74
 11  ω     83.00 111.00   0.50    0.05    --   75.65  17.00  61.12   56
 12  ω     67.00  93.00   0.50    0.05    --   74.27  15.00  90.00   52
 13  ω     55.00  80.00   0.50    0.05    --   62.30  15.00 150.00   50
 14  ω     66.00  91.00   0.50    0.05    --   68.28  18.00 172.70   50
 15  ω     69.00 114.00   0.50    0.05    --   74.27  15.00 150.00   90
 16  ω     67.00  99.00   0.50    0.05    --   74.27  15.00 120.00   64
 17  ω     59.00  85.00   0.50    0.05    --   62.30  15.00 -30.00   52
 18  ω     56.00  82.00   0.50    0.05    --   62.30  15.00 -90.00   52
 19  ω     55.00  80.00   0.50    0.05    --   62.30  15.00-120.00   50
 20  ω     67.00  92.00   0.50    0.05    --   74.27  15.00-120.00   50
 21  ω     26.00  52.00   0.50    0.05    --   10.00  22.00   1.31   52
 22  ω     32.00  57.00   0.50    0.05    --   18.00  22.00  32.59   50
 23  ω     38.00  63.00   0.50    0.05    --   26.00  20.00  55.36   50
 24  ω     48.00  75.00   0.50    0.05    --   38.00  19.00  30.83   54
 25  ω     45.00  72.00   0.50    0.05    --   30.00  22.00  74.04   54
 26  ω     56.00  81.00   0.50    0.05    --   46.00  19.00  48.36   50
 27  ω     57.00  87.00   0.50    0.05    --   46.00  19.00  61.69   60
 28  ω     41.00  67.00   0.50    0.05    --   42.00  18.00  -3.26   52
 29  ω     36.00  61.00   0.50    0.05    --   26.00  19.00 129.85   50
 30  ω     48.00  73.00   0.50    0.05    --   34.00  22.00 122.19   50
 31  ω     56.00  81.00   0.50    0.05    --   46.00  19.00 137.05   50
 32  ω     48.00  73.00   0.50    0.05    --   50.00  18.00 110.56   50
 33  ω      7.00  32.00   0.50    0.05    --   22.00-119.00 119.61   50
 34  ω     -3.00  22.00   0.50    0.05    --   22.00-102.00 160.11   50
 35  ω     -3.00  22.00   0.50    0.05    --   22.00-103.00  67.31   50
 36  ω     -5.00  20.00   0.50    0.05    --   22.00-101.00-145.05   50
 37  ω      2.00  27.00   0.50    0.05    --   22.00-111.00-167.65   50
 38  ω     38.00  82.00   0.50    0.05    --   74.27-125.00 -60.00   88
 39  ω     25.00  77.00   0.50    0.05    --   62.30-125.00 -90.00  104
 40  ω     45.00  71.00   0.50    0.05    --   62.30-125.00-180.00   52
 41  ω     28.00  55.00   0.50    0.05    --   62.30-125.00 -30.00   54
 42  ω     25.00  56.00   0.50    0.05    --   62.30-125.00 -60.00   62
 43  ω     43.00  69.00   0.50    0.05    --   71.32-125.00 -90.00   52
 44  ω     44.00  75.00   0.50    0.05    --   62.30-125.00  30.00   62
 45  ω     25.00  74.00   0.50    0.05    --   62.30-125.00  60.00   98
 46  ω     33.00  73.00   0.50    0.05    --   62.30-125.00  90.00   80
 47  ω     25.00  50.00   0.50    0.05    --   62.30-125.00 150.00   50
 48  ω     43.00  89.00   0.50    0.05    --   74.27-125.00 150.00   92
 49  ω     43.00  90.00   0.50    0.05    --   74.27-125.00  60.00   94
 50  ω     41.00  87.00   0.50    0.05    --   71.32-125.00  30.00   92
 51  ω     52.00  89.00   0.50    0.05    --   74.27-125.00  90.00   74
 52  ω     64.00  90.00   0.50    0.05    --   74.27-125.00  30.00   52
 53  ω     37.00  90.00   0.50    0.05    --   74.27-125.00 120.00  106
 54  ω     36.00  65.00   0.50    0.05    --   71.32-125.00 -30.00   58
 55  ω     49.00  75.00   0.50    0.05    --   71.32-125.00-120.00   52
 56  ω     57.00  83.00   0.50    0.05    --   74.27-125.00-150.00   52
 57  ω     46.00  72.00   0.50    0.05    --   74.27-125.00-180.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0720121000
_diffrn_orient_matrix_UB_12      0.0521686000
_diffrn_orient_matrix_UB_13      -0.0548489000
_diffrn_orient_matrix_UB_21      -0.0983332000
_diffrn_orient_matrix_UB_22      0.0102114000
_diffrn_orient_matrix_UB_23      -0.0662385000
_diffrn_orient_matrix_UB_31      -0.0164767000
_diffrn_orient_matrix_UB_32      0.1671914000
_diffrn_orient_matrix_UB_33      0.0211930000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3457
_reflns_number_total             3821
_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 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.143a 64-bit (release 25-10-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_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         0.520
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3821
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0453
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0744P)²+0.6766P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1308
_refine_ls_wR_factor_ref         0.1332
_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:
 C7(H7), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C6(H6), C8(H8)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C)
;
_atom_sites_solution_hydrogens   mixed
_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
Cl1 Cl -0.05487(4) 0.56201(7) 0.25296(4) 0.0716(2) Uani 1 1 d . . . . .
O1 O 0.18969(10) 0.29434(17) 0.59529(7) 0.0489(3) Uani 1 1 d . . . . .
O2 O 0.35254(9) 0.40015(15) 0.63149(6) 0.0419(3) Uani 1 1 d . . . . .
O3 O 0.41357(8) 0.32522(14) 0.50926(6) 0.0364(3) Uani 1 1 d . . . . .
O4 O 0.73208(9) 0.30089(13) 0.47183(7) 0.0409(3) Uani 1 1 d . . . . .
O5 O 0.63975(10) 0.08719(15) 0.49003(8) 0.0486(3) Uani 1 1 d . . . . .
N1 N 0.55704(10) 0.30960(18) 0.44858(8) 0.0365(3) Uani 1 1 d . . . . .
H1 H 0.5664(17) 0.403(3) 0.4397(13) 0.048(6) Uiso 1 1 d . . . . .
C1 C 0.18507(12) 0.26612(19) 0.30251(9) 0.0350(3) Uani 1 1 d . . . . .
C2 C 0.18572(15) 0.2033(2) 0.23070(10) 0.0474(4) Uani 1 1 d . . . . .
H2 H 0.235475 0.126979 0.225843 0.057 Uiso 1 1 calc R U . . .
C3 C 0.11335(17) 0.2526(3) 0.16620(11) 0.0548(5) Uani 1 1 d . . . . .
H3 H 0.115007 0.209604 0.118025 0.066 Uiso 1 1 calc R U . . .
C4 C 0.03935(15) 0.3634(2) 0.17164(10) 0.0492(5) Uani 1 1 d . . . . .
H4 H -0.009516 0.396881 0.127911 0.059 Uiso 1 1 calc R U . . .
C5 C 0.03889(13) 0.4238(2) 0.24297(11) 0.0431(4) Uani 1 1 d . . . . .
C6 C 0.11078(13) 0.3774(2) 0.30848(9) 0.0389(4) Uani 1 1 d . . . . .
H6 H 0.108894 0.421384 0.356419 0.047 Uiso 1 1 calc R U . . .
C7 C 0.26797(12) 0.21419(19) 0.37122(9) 0.0348(3) Uani 1 1 d . . . . .
H7 H 0.277008 0.102787 0.366582 0.042 Uiso 1 1 calc R U . . .
C8 C 0.23856(12) 0.24436(19) 0.44730(9) 0.0344(3) Uani 1 1 d . . . . .
H8 H 0.167915 0.226046 0.452332 0.041 Uiso 1 1 calc R U . . .
C9 C 0.30800(12) 0.29584(18) 0.50792(9) 0.0331(3) Uani 1 1 d . . . . .
C10 C 0.27545(13) 0.32804(19) 0.58217(9) 0.0365(4) Uani 1 1 d . . . . .
C11 C 0.32663(18) 0.4406(3) 0.70518(11) 0.0619(6) Uani 1 1 d . . . . .
H11A H 0.312178 0.348369 0.732427 0.074 Uiso 1 1 calc R U . . .
H11B H 0.262830 0.505173 0.697040 0.074 Uiso 1 1 calc R U . . .
C12 C 0.4175(2) 0.5224(3) 0.75045(13) 0.0762(8) Uani 1 1 d . . . . .
H12A H 0.436838 0.606176 0.720435 0.114 Uiso 1 1 calc R U . . .
H12B H 0.477586 0.453416 0.764177 0.114 Uiso 1 1 calc R U . . .
H12C H 0.398326 0.561812 0.796818 0.114 Uiso 1 1 calc R U . . .
C13 C 0.37622(12) 0.2896(2) 0.37081(9) 0.0361(4) Uani 1 1 d . . . . .
H13A H 0.405265 0.250948 0.327553 0.043 Uiso 1 1 calc R U . . .
H13B H 0.367205 0.400127 0.364922 0.043 Uiso 1 1 calc R U . . .
C14 C 0.45196(12) 0.25387(19) 0.44553(9) 0.0347(3) Uani 1 1 d . . . . .
H14 H 0.454888 0.142116 0.453196 0.042 Uiso 1 1 calc R U . . .
C15 C 0.64400(12) 0.21990(19) 0.47206(9) 0.0355(4) Uani 1 1 d . . . . .
C16 C 0.86040(16) 0.1751(3) 0.57380(12) 0.0567(5) Uani 1 1 d . . . . .
H16A H 0.847798 0.258273 0.606795 0.085 Uiso 1 1 calc R U . . .
H16B H 0.934128 0.142253 0.588472 0.085 Uiso 1 1 calc R U . . .
H16C H 0.813514 0.090715 0.579152 0.085 Uiso 1 1 calc R U . . .
C17 C 0.83822(13) 0.2283(2) 0.49125(11) 0.0414(4) Uani 1 1 d . . . . .
C18 C 0.91253(14) 0.3586(3) 0.48228(15) 0.0579(5) Uani 1 1 d . . . . .
H18A H 0.899155 0.390947 0.428985 0.087 Uiso 1 1 calc R U . . .
H18B H 0.986017 0.325061 0.497709 0.087 Uiso 1 1 calc R U . . .
H18C H 0.899962 0.443252 0.514405 0.087 Uiso 1 1 calc R U . . .
C19 C 0.84493(17) 0.1016(3) 0.43483(14) 0.0589(5) Uani 1 1 d . . . . .
H19A H 0.800154 0.017301 0.444096 0.088 Uiso 1 1 calc R U . . .
H19B H 0.918295 0.067273 0.441348 0.088 Uiso 1 1 calc R U . . .
H19C H 0.820639 0.138888 0.382832 0.088 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 C5 1.7403(19) . ?
O1 C10 1.204(2) . ?
O2 C10 1.338(2) . ?
O2 C11 1.459(2) . ?
O3 C9 1.3705(18) . ?
O3 C14 1.4637(19) . ?
O4 C15 1.333(2) . ?
O4 C17 1.4760(19) . ?
O5 C15 1.212(2) . ?
N1 H1 0.84(2) . ?
N1 C14 1.4211(19) . ?
N1 C15 1.358(2) . ?
C1 C2 1.392(2) . ?
C1 C6 1.382(2) . ?
C1 C7 1.516(2) . ?
C2 H2 0.9400 . ?
C2 C3 1.388(3) . ?
C3 H3 0.9400 . ?
C3 C4 1.374(3) . ?
C4 H4 0.9400 . ?
C4 C5 1.375(3) . ?
C5 C6 1.390(2) . ?
C6 H6 0.9400 . ?
C7 H7 0.9900 . ?
C7 C8 1.499(2) . ?
C7 C13 1.536(2) . ?
C8 H8 0.9400 . ?
C8 C9 1.328(2) . ?
C9 C10 1.489(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 C12 1.460(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 C14 1.509(2) . ?
C14 H14 0.9900 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C16 C17 1.510(3) . ?
C17 C18 1.517(3) . ?
C17 C19 1.511(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?

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
C10 O2 C11 115.57(14) . . ?
C9 O3 C14 112.99(11) . . ?
C15 O4 C17 120.46(13) . . ?
C14 N1 H1 119.6(15) . . ?
C15 N1 H1 118.6(15) . . ?
C15 N1 C14 121.46(15) . . ?
C2 C1 C7 119.07(15) . . ?
C6 C1 C2 118.87(15) . . ?
C6 C1 C7 122.03(14) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.41(18) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.07(18) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 121.0 . . ?
C3 C4 C5 118.02(16) . . ?
C5 C4 H4 121.0 . . ?
C4 C5 Cl1 119.67(14) . . ?
C4 C5 C6 122.23(17) . . ?
C6 C5 Cl1 118.10(14) . . ?
C1 C6 C5 119.40(16) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C1 C7 H7 107.7 . . ?
C1 C7 C13 110.51(13) . . ?
C8 C7 C1 114.25(13) . . ?
C8 C7 H7 107.7 . . ?
C8 C7 C13 108.66(13) . . ?
C13 C7 H7 107.7 . . ?
C7 C8 H8 118.6 . . ?
C9 C8 C7 122.86(14) . . ?
C9 C8 H8 118.6 . . ?
O3 C9 C10 113.64(13) . . ?
C8 C9 O3 124.90(14) . . ?
C8 C9 C10 121.46(14) . . ?
O1 C10 O2 124.66(15) . . ?
O1 C10 C9 123.71(15) . . ?
O2 C10 C9 111.63(13) . . ?
O2 C11 H11A 110.0 . . ?
O2 C11 H11B 110.0 . . ?
O2 C11 C12 108.28(17) . . ?
H11A C11 H11B 108.4 . . ?
C12 C11 H11A 110.0 . . ?
C12 C11 H11B 110.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C7 C13 H13A 109.9 . . ?
C7 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
C14 C13 C7 108.93(13) . . ?
C14 C13 H13A 109.9 . . ?
C14 C13 H13B 109.9 . . ?
O3 C14 C13 109.61(12) . . ?
O3 C14 H14 109.1 . . ?
N1 C14 O3 106.66(12) . . ?
N1 C14 C13 113.28(13) . . ?
N1 C14 H14 109.1 . . ?
C13 C14 H14 109.1 . . ?
O4 C15 N1 109.28(14) . . ?
O5 C15 O4 126.63(15) . . ?
O5 C15 N1 124.09(15) . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
C17 C16 H16C 109.5 . . ?
O4 C17 C16 110.04(15) . . ?
O4 C17 C18 102.48(14) . . ?
O4 C17 C19 109.65(15) . . ?
C16 C17 C18 109.70(17) . . ?
C16 C17 C19 113.11(18) . . ?
C19 C17 C18 111.34(17) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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 C5 C6 C1 178.99(13) . . . . ?
O3 C9 C10 O1 -171.64(16) . . . . ?
O3 C9 C10 O2 9.1(2) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C1 C7 C8 C9 -138.23(16) . . . . ?
C1 C7 C13 C14 171.72(13) . . . . ?
C2 C1 C6 C5 0.0(3) . . . . ?
C2 C1 C7 C8 -159.61(16) . . . . ?
C2 C1 C7 C13 77.5(2) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C3 C4 C5 Cl1 -178.90(15) . . . . ?
C3 C4 C5 C6 0.6(3) . . . . ?
C4 C5 C6 C1 -0.5(3) . . . . ?
C6 C1 C2 C3 0.4(3) . . . . ?
C6 C1 C7 C8 22.4(2) . . . . ?
C6 C1 C7 C13 -100.49(18) . . . . ?
C7 C1 C2 C3 -177.59(17) . . . . ?
C7 C1 C6 C5 177.96(15) . . . . ?
C7 C8 C9 O3 -1.1(3) . . . . ?
C7 C8 C9 C10 178.55(15) . . . . ?
C7 C13 C14 O3 -65.28(17) . . . . ?
C7 C13 C14 N1 175.74(14) . . . . ?
C8 C7 C13 C14 45.62(18) . . . . ?
C8 C9 C10 O1 8.7(3) . . . . ?
C8 C9 C10 O2 -170.52(15) . . . . ?
C9 O3 C14 N1 172.65(13) . . . . ?
C9 O3 C14 C13 49.66(17) . . . . ?
C10 O2 C11 C12 -178.1(2) . . . . ?
C11 O2 C10 O1 -1.0(3) . . . . ?
C11 O2 C10 C9 178.25(16) . . . . ?
C13 C7 C8 C9 -14.3(2) . . . . ?
C14 O3 C9 C8 -16.9(2) . . . . ?
C14 O3 C9 C10 163.47(13) . . . . ?
C14 N1 C15 O4 -178.08(13) . . . . ?
C14 N1 C15 O5 2.0(3) . . . . ?
C15 O4 C17 C16 -64.4(2) . . . . ?
C15 O4 C17 C18 178.94(15) . . . . ?
C15 O4 C17 C19 60.6(2) . . . . ?
C15 N1 C14 O3 107.34(17) . . . . ?
C15 N1 C14 C13 -131.99(16) . . . . ?
C17 O4 C15 O5 3.1(3) . . . . ?
C17 O4 C15 N1 -176.85(14) . . . . ?


_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 1.472
_oxdiff_exptl_absorpt_empirical_full_min 0.582
####################################################################### 
# 
# 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_tb_194
_database_code_depnum_ccdc_archive 'CCDC 2480935'
loop_
_audit_author_name
_audit_author_address
dd
;fbdb
China
;
_audit_update_record             
;
2025-08-17 deposited with the CCDC.	2026-01-12 downloaded from the CCDC.
;
_audit_creation_date             2025-08-17
_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         'C18 H20 N2 O2'
_chemical_formula_sum            'C18 H20 N2 O2'
_chemical_formula_weight         296.36
_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                   8.95054(8)
_cell_length_b                   11.17468(10)
_cell_length_c                   15.16816(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1517.11(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13066
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      74.9710
_cell_measurement_theta_min      2.9080
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.682
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.143a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0150
_diffrn_reflns_av_unetI/netI     0.0081
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13805
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.980
_diffrn_reflns_theta_min         5.740
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00  13.00   0.50    0.05    --  -43.18  90.00  37.00  170
  2  ω   -101.00 -30.00   0.50    0.05    -- -103.00 126.00  60.00  142
  3  ω   -101.00 -30.00   0.50    0.05    -- -103.00 126.00  60.00  142
  4  ω    -92.00 -29.00   0.50    0.05    -- -103.00 101.00 -66.00  126
  5  ω    -72.00 -29.00   0.50    0.05    -- -103.00  77.00 -90.00   86
  6  ω    -72.00 -29.00   0.50    0.05    -- -103.00  77.00 -60.00   86
  7  ω    -72.00 -29.00   0.50    0.05    -- -103.00  77.00-120.00   86
  8  ω    -72.00 -29.00   0.50    0.05    -- -103.00  77.00-180.00   86
  9  ω   -174.00 -89.00   0.50    0.05    -- -103.00 -45.00 -60.00  170
 10  ω   -173.00 -90.00   0.50    0.05    -- -103.00 -41.00  43.00  166
 11  ω   -173.00 -90.00   0.50    0.05    -- -103.00 -41.00  43.00  166
 12  ω   -133.00 -88.00   0.50    0.05    -- -103.00 -15.00 150.00   90
 13  ω   -120.00 -29.00   0.50    0.05    --  -43.18 -38.00  60.00  182
 14  ω   -120.00 -85.00   0.50    0.05    --  -43.18 -38.00 -30.00   70
 15  ω    -15.00  34.00   0.50    0.05    --  -43.18  38.00  90.00   98
 16  ω    -42.00  31.00   0.50    0.05    --  -43.18  57.00-180.00  146
 17  ω    -42.00  31.00   0.50    0.05    --  -43.18  57.00-180.00  146
 18  ω    -34.00  22.00   0.50    0.05    --   43.18 -38.00 -60.00  112
 19  ω     34.00  93.00   0.50    0.05    --  107.57-101.00-170.00  118
 20  ω     35.00 100.00   0.50    0.05    --  107.57-126.00 -90.00  130
 21  ω     33.00  92.00   0.50    0.05    --  107.57 -95.00 -60.00  118
 22  ω     93.00 139.00   0.50    0.05    --  107.57  15.00  30.00   92
 23  ω     94.00 169.00   0.50    0.05    --  107.57  30.00  30.00  150
 24  ω    106.00 175.00   0.50    0.05    --  107.57  90.00  37.00  138
 25  ω     30.00 120.00   0.50    0.05    --   43.18  38.00-120.00  180
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1468526000
_diffrn_orient_matrix_UB_12      -0.0626642000
_diffrn_orient_matrix_UB_13      0.0259272000
_diffrn_orient_matrix_UB_21      0.0535748000
_diffrn_orient_matrix_UB_22      -0.1153166000
_diffrn_orient_matrix_UB_23      -0.0457903000
_diffrn_orient_matrix_UB_31      0.0720610000
_diffrn_orient_matrix_UB_32      -0.0420913000
_diffrn_orient_matrix_UB_33      0.0868935000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.712
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.937
_reflns_number_gt                2974
_reflns_number_total             2978
_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 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.143a 64-bit (release 25-10-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_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         0.189
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 
;
 Flack x determined using 1234 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(4)
_refine_ls_extinction_coef       0.024(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         2978
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0286
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0505P)²+0.2459P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0787
_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:
 C7(H7), C8(H8), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C6(H6), C13(H13), C14(H14), C16(H16), C17(H17)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_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
O1 O 0.33727(14) 0.84307(10) 0.49462(7) 0.0262(3) Uani 1 1 d . . . . .
O2 O 0.32217(14) 0.88061(10) 0.64138(8) 0.0270(3) Uani 1 1 d . . . . .
N1 N 0.39211(16) 0.92443(12) 0.32017(9) 0.0236(3) Uani 1 1 d . . . . .
N2 N 0.47015(16) 0.74124(12) 0.28554(9) 0.0244(3) Uani 1 1 d . . . . .
C1 C 0.4605(2) 0.93215(16) 0.23958(11) 0.0273(4) Uani 1 1 d . . . . .
H1 H 0.472779 1.002091 0.204717 0.033 Uiso 1 1 calc R U . . .
C2 C 0.5073(2) 0.81995(16) 0.21955(11) 0.0268(4) Uani 1 1 d . . . . .
H2 H 0.558688 0.798710 0.167041 0.032 Uiso 1 1 calc R U . . .
C4 C 0.40044(17) 0.80707(14) 0.34560(10) 0.0216(3) Uani 1 1 d . . . . .
C5 C 0.34402(17) 0.75841(15) 0.42943(10) 0.0214(3) Uani 1 1 d . . . . .
C6 C 0.31082(18) 0.64275(14) 0.44015(10) 0.0223(3) Uani 1 1 d . . . . .
H6 H 0.317130 0.591086 0.390546 0.027 Uiso 1 1 calc R U . . .
C7 C 0.26397(17) 0.59088(14) 0.52718(10) 0.0217(3) Uani 1 1 d . . . . .
H7 H 0.153507 0.577985 0.524529 0.026 Uiso 1 1 calc R U . . .
C8 C 0.29392(17) 0.68116(14) 0.60158(10) 0.0210(3) Uani 1 1 d . . . . .
H8 H 0.229176 0.659789 0.652953 0.025 Uiso 1 1 calc R U . . .
C9 C 0.26097(18) 0.80996(14) 0.57576(11) 0.0229(3) Uani 1 1 d . . . . .
H9 H 0.150925 0.823799 0.570653 0.027 Uiso 1 1 calc R U . . .
C10 C 0.4495(2) 0.81793(16) 0.67866(12) 0.0304(4) Uani 1 1 d . . . . .
H10A H 0.437689 0.809281 0.743239 0.036 Uiso 1 1 calc R U . . .
H10B H 0.542878 0.862581 0.666785 0.036 Uiso 1 1 calc R U . . .
C11 C 0.45444(19) 0.69486(15) 0.63446(11) 0.0254(4) Uani 1 1 d . . . . .
H11A H 0.526640 0.693468 0.585028 0.030 Uiso 1 1 calc R U . . .
H11B H 0.480688 0.631296 0.677205 0.030 Uiso 1 1 calc R U . . .
C12 C 0.33559(18) 0.47023(14) 0.54748(10) 0.0214(3) Uani 1 1 d . . . . .
C13 C 0.46560(19) 0.43201(14) 0.50546(11) 0.0242(3) Uani 1 1 d . . . . .
H13 H 0.511113 0.481788 0.462373 0.029 Uiso 1 1 calc R U . . .
C14 C 0.5297(2) 0.32189(15) 0.52575(11) 0.0267(4) Uani 1 1 d . . . . .
H14 H 0.617968 0.297498 0.496015 0.032 Uiso 1 1 calc R U . . .
C15 C 0.4667(2) 0.24702(14) 0.58877(11) 0.0246(3) Uani 1 1 d . . . . .
C16 C 0.3371(2) 0.28579(15) 0.63115(11) 0.0267(4) Uani 1 1 d . . . . .
H16 H 0.292012 0.236309 0.674596 0.032 Uiso 1 1 calc R U . . .
C17 C 0.27278(19) 0.39558(15) 0.61087(11) 0.0254(4) Uani 1 1 d . . . . .
H17 H 0.184616 0.420046 0.640729 0.030 Uiso 1 1 calc R U . . .
C18 C 0.5364(2) 0.12777(15) 0.61058(13) 0.0356(4) Uani 1 1 d . . . . .
H18A H 0.512043 0.106049 0.671501 0.053 Uiso 1 1 calc R U . . .
H18B H 0.645145 0.133257 0.603966 0.053 Uiso 1 1 calc R U . . .
H18C H 0.497486 0.066527 0.570456 0.053 Uiso 1 1 calc R U . . .
C19 C 0.3179(2) 1.02559(15) 0.36303(13) 0.0337(4) Uani 1 1 d . . . . .
H19A H 0.218696 1.000840 0.383410 0.051 Uiso 1 1 calc R U . . .
H19B H 0.307640 1.091526 0.320854 0.051 Uiso 1 1 calc R U . . .
H19C H 0.377634 1.052162 0.413507 0.051 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 C5 1.3698(19) . ?
O1 C9 1.4553(19) . ?
O2 C9 1.384(2) . ?
O2 C10 1.452(2) . ?
N1 C1 1.370(2) . ?
N1 C4 1.369(2) . ?
N1 C19 1.464(2) . ?
N2 C2 1.373(2) . ?
N2 C4 1.327(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.356(3) . ?
C2 H2 0.9500 . ?
C4 C5 1.472(2) . ?
C5 C6 1.336(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.501(2) . ?
C7 H7 1.0000 . ?
C7 C8 1.537(2) . ?
C7 C12 1.524(2) . ?
C8 H8 1.0000 . ?
C8 C9 1.521(2) . ?
C8 C11 1.529(2) . ?
C9 H9 1.0000 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.531(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.394(2) . ?
C12 C17 1.392(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.392(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.390(2) . ?
C15 C16 1.395(2) . ?
C15 C18 1.508(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.390(2) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
C5 O1 C9 117.10(12) . . ?
C9 O2 C10 108.39(12) . . ?
C1 N1 C19 123.40(14) . . ?
C4 N1 C1 106.71(14) . . ?
C4 N1 C19 129.76(14) . . ?
C4 N2 C2 105.01(13) . . ?
N1 C1 H1 126.9 . . ?
C2 C1 N1 106.23(15) . . ?
C2 C1 H1 126.9 . . ?
N2 C2 H2 124.6 . . ?
C1 C2 N2 110.74(15) . . ?
C1 C2 H2 124.6 . . ?
N1 C4 C5 125.34(14) . . ?
N2 C4 N1 111.31(14) . . ?
N2 C4 C5 123.33(14) . . ?
O1 C5 C4 112.55(13) . . ?
C6 C5 O1 124.78(14) . . ?
C6 C5 C4 122.59(15) . . ?
C5 C6 H6 118.6 . . ?
C5 C6 C7 122.85(15) . . ?
C7 C6 H6 118.6 . . ?
C6 C7 H7 107.2 . . ?
C6 C7 C8 110.09(13) . . ?
C6 C7 C12 113.68(13) . . ?
C8 C7 H7 107.2 . . ?
C12 C7 H7 107.2 . . ?
C12 C7 C8 111.03(12) . . ?
C7 C8 H8 108.3 . . ?
C9 C8 C7 113.47(13) . . ?
C9 C8 H8 108.3 . . ?
C9 C8 C11 99.88(13) . . ?
C11 C8 C7 117.98(13) . . ?
C11 C8 H8 108.3 . . ?
O1 C9 C8 111.56(13) . . ?
O1 C9 H9 110.9 . . ?
O2 C9 O1 106.11(13) . . ?
O2 C9 C8 106.15(13) . . ?
O2 C9 H9 110.9 . . ?
C8 C9 H9 110.9 . . ?
O2 C10 H10A 110.4 . . ?
O2 C10 H10B 110.4 . . ?
O2 C10 C11 106.59(14) . . ?
H10A C10 H10B 108.6 . . ?
C11 C10 H10A 110.4 . . ?
C11 C10 H10B 110.4 . . ?
C8 C11 C10 101.87(13) . . ?
C8 C11 H11A 111.4 . . ?
C8 C11 H11B 111.4 . . ?
C10 C11 H11A 111.4 . . ?
C10 C11 H11B 111.4 . . ?
H11A C11 H11B 109.3 . . ?
C13 C12 C7 121.99(14) . . ?
C17 C12 C7 120.00(14) . . ?
C17 C12 C13 118.01(15) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 120.91(15) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.14(16) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C16 117.86(15) . . ?
C14 C15 C18 120.98(16) . . ?
C16 C15 C18 121.17(16) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 121.09(15) . . ?
C17 C16 H16 119.5 . . ?
C12 C17 H17 119.5 . . ?
C16 C17 C12 121.00(16) . . ?
C16 C17 H17 119.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
O1 C5 C6 C7 -1.2(3) . . . . ?
O2 C10 C11 C8 -21.09(17) . . . . ?
N1 C1 C2 N2 0.0(2) . . . . ?
N1 C4 C5 O1 -25.1(2) . . . . ?
N1 C4 C5 C6 158.00(17) . . . . ?
N2 C4 C5 O1 153.17(15) . . . . ?
N2 C4 C5 C6 -23.8(2) . . . . ?
C1 N1 C4 N2 0.03(19) . . . . ?
C1 N1 C4 C5 178.44(14) . . . . ?
C2 N2 C4 N1 -0.04(18) . . . . ?
C2 N2 C4 C5 -178.49(14) . . . . ?
C4 N1 C1 C2 -0.01(19) . . . . ?
C4 N2 C2 C1 0.03(18) . . . . ?
C4 C5 C6 C7 175.40(14) . . . . ?
C5 O1 C9 O2 154.14(13) . . . . ?
C5 O1 C9 C8 38.97(18) . . . . ?
C5 C6 C7 C8 -12.4(2) . . . . ?
C5 C6 C7 C12 -137.67(16) . . . . ?
C6 C7 C8 C9 38.47(18) . . . . ?
C6 C7 C8 C11 -77.79(18) . . . . ?
C6 C7 C12 C13 20.1(2) . . . . ?
C6 C7 C12 C17 -161.22(15) . . . . ?
C7 C8 C9 O1 -52.57(18) . . . . ?
C7 C8 C9 O2 -167.72(12) . . . . ?
C7 C8 C11 C10 159.52(14) . . . . ?
C7 C12 C13 C14 179.38(15) . . . . ?
C7 C12 C17 C16 -179.29(14) . . . . ?
C8 C7 C12 C13 -104.72(17) . . . . ?
C8 C7 C12 C17 74.00(19) . . . . ?
C9 O1 C5 C4 170.36(13) . . . . ?
C9 O1 C5 C6 -12.8(2) . . . . ?
C9 O2 C10 C11 -4.57(18) . . . . ?
C9 C8 C11 C10 36.14(15) . . . . ?
C10 O2 C9 O1 -89.75(15) . . . . ?
C10 O2 C9 C8 29.05(17) . . . . ?
C11 C8 C9 O1 73.93(15) . . . . ?
C11 C8 C9 O2 -41.22(15) . . . . ?
C12 C7 C8 C9 165.25(13) . . . . ?
C12 C7 C8 C11 48.99(19) . . . . ?
C12 C13 C14 C15 -0.4(3) . . . . ?
C13 C12 C17 C16 -0.5(2) . . . . ?
C13 C14 C15 C16 0.0(2) . . . . ?
C13 C14 C15 C18 -179.99(16) . . . . ?
C14 C15 C16 C17 0.2(2) . . . . ?
C15 C16 C17 C12 0.1(3) . . . . ?
C17 C12 C13 C14 0.6(2) . . . . ?
C18 C15 C16 C17 -179.89(16) . . . . ?
C19 N1 C1 C2 -176.18(16) . . . . ?
C19 N1 C4 N2 175.87(16) . . . . ?
C19 N1 C4 C5 -5.7(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 1.386
_oxdiff_exptl_absorpt_empirical_full_min 0.622
