# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

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

data_exp_2574
_audit_block_doi                 10.5517/ccdc.csd.cc2fz2m4
_database_code_depnum_ccdc_archive 'CCDC 2263236'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;
_audit_creation_date             2023-05-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H19 N O5'
_chemical_formula_sum            'C17 H19 N O5'
_chemical_formula_weight         317.33
_chemical_absolute_configuration unk
_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                   9.10160(10)
_cell_length_b                   9.87230(10)
_cell_length_c                   17.9089(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1609.18(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    27766
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      74.0280
_cell_measurement_theta_min      4.5260
_shelx_estimated_absorpt_T_max   0.830
_shelx_estimated_absorpt_T_min   0.729
_exptl_absorpt_coefficient_mu    0.804
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53110
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            37119
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         4.939
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -81.00 -31.00   1.00    1.00    --    0.00 -61.00  22.00   50
  2  ω     79.00 120.00   1.00    1.00    --   95.80 -61.00  22.00   41
  3  ω     72.00 100.00   1.00    1.00    --   95.80  61.00 161.00   28
  4  ω     31.00  59.00   1.00    1.00    --   95.80 -61.00  22.00   28
  5  ω    -10.00  19.00   1.00    1.00    --    0.00 -37.00  60.00   29
  6  ω    -17.00  24.00   1.00    1.00    --    0.00  61.00 161.00   41
  7  ω    -32.00  85.00   1.00    1.00    --    0.00  82.00-180.00  117
  8  ω    -30.00  21.00   1.00    1.00    --    0.00  77.00 -60.00   51
  9  ω    -73.00 -47.00   1.00    1.00    --    0.00 -57.00-180.00   26
 10  ω     61.00  89.00   1.00    1.00    --    0.00  37.00  90.00   28
 11  ω    -13.00  44.00   1.00    1.00    --    0.00  37.00  90.00   57
 12  ω    -23.00  13.00   1.00    1.00    --    0.00  57.00  60.00   36
 13  ω     35.00  87.00   1.00    1.00    --    0.00  37.00 -90.00   52
 14  ω     31.00  73.00   1.00    1.00    --    0.00  77.00 -60.00   42
 15  ω    -63.00 -38.00   1.00    1.00    --    0.00 -37.00  60.00   25
 16  ω    -18.00  23.00   1.00    1.00    --    0.00  37.00 -90.00   41
 17  ω     26.00  82.00   1.00    1.00    --    0.00  57.00  60.00   56
 18  ω    -29.00  21.00   1.00    1.00    --    0.00 -57.00-180.00   50
 19  ω      6.00 126.00   1.00    1.00    --   95.80 -82.00-180.00  120
 20  ω     66.00 180.00   1.00    1.00    --   95.80  77.00-120.00  114
 21  ω    112.00 185.00   1.00    1.00    --   95.80  61.00  76.62   73
 22  ω     65.00 151.00   1.00    1.00    --   95.80  77.00 -60.00   86
 23  ω    113.00 157.00   1.00    1.00    --   95.80  82.00 -13.63   44
 24  ω     71.00 104.00   1.00    1.00    --   95.80  61.00  76.62   33
 25  ω    139.00 185.00   1.00    1.00    --   95.80  82.00  90.00   46
 26  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  30.00   26
 27  ω     71.00  97.00   1.00    1.00    --   95.80  58.00  -6.65   26
 28  ω     67.00  97.00   1.00    1.00    --   95.80  73.00 -67.32   30
 29  ω    102.00 174.00   1.00    1.00    --   95.80  73.00 -67.32   72
 30  ω     73.00 106.00   1.00    1.00    --   95.80  54.00 118.89   33
 31  ω     66.00 126.00   1.00    1.00    --   95.80 -82.00 -60.00   60
 32  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  60.00   26
 33  ω    116.00 185.00   1.00    1.00    --   95.80  82.00  60.00   69
 34  ω     88.00 127.00   1.00    1.00    --   95.80 -82.00  90.00   39
 35  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -30.00   25
 36  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -13.63   25
 37  ω     76.00 185.00   1.00    1.00    --   95.80  45.00  30.00  109
 38  ω     63.00  93.00   1.00    1.00    --   95.80  82.00   0.00   30
 39  ω      6.00 127.00   1.00    1.00    --   95.80 -82.00  30.00  121
 40  ω     96.00 126.00   1.00    1.00    --   95.80 -82.00-120.00   30
 41  ω     65.00  91.00   1.00    1.00    --   95.80  82.00-120.00   26
 42  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 150.00   26
 43  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  90.00   26
 44  ω     75.00 103.00   1.00    1.00    --   95.80  45.00   0.00   28
 45  ω     76.00 106.00   1.00    1.00    --   95.80  61.00  90.00   30
 46  ω     72.00 185.00   1.00    1.00    --   95.80  61.00-180.00  113
 47  ω     67.00  92.00   1.00    1.00    --   95.80  72.00 179.59   25
 48  ω    147.00 180.00   1.00    1.00    --   95.80  77.00 -30.00   33
 49  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  60.00   26
 50  ω     64.00  90.00   1.00    1.00    --   95.80  82.00 -60.00   26
 51  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 120.00   26
 52  ω     70.00  96.00   1.00    1.00    --   95.80  63.00 -74.73   26
 53  ω     72.00 115.00   1.00    1.00    --   95.80  56.00 -72.41   43
 54  ω    112.00 139.00   1.00    1.00    --   95.80  82.00 -90.00   27
 55  ω     74.00 166.00   1.00    1.00    --   95.80  61.00-150.00   92
 56  ω     71.00  96.00   1.00    1.00    --   95.80  61.00   0.00   25
 57  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-180.00   26
 58  ω     65.00 123.00   1.00    1.00    --   95.80  77.00  30.00   58
 59  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  12.57   26
 60  ω    131.00 184.00   1.00    1.00    --   95.80  82.00  12.57   53
 61  ω     63.00  88.00   1.00    1.00    --   95.80  81.00-165.94   25
 62  ω    122.00 168.00   1.00    1.00    --   95.80  77.00-132.70   46
 63  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 120.00   26
 64  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-132.70   25
 65  ω     70.00 110.00   1.00    1.00    --   95.80  62.00 131.95   40
 66  ω     77.00 133.00   1.00    1.00    --   95.80  30.00-180.00   56
 67  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-150.00   26
 68  ω     64.00  90.00   1.00    1.00    --   95.80  82.00-150.00   26
 69  ω    134.00 180.00   1.00    1.00    --   95.80  62.00 131.95   46
 70  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 -90.00   26
 71  ω     50.00  75.00   1.00    1.00    --   95.80 -82.00-120.00   25
 72  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  90.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1567217000
_diffrn_orient_matrix_UB_12      -0.0587038000
_diffrn_orient_matrix_UB_13      -0.0026312000
_diffrn_orient_matrix_UB_21      -0.0478241000
_diffrn_orient_matrix_UB_22      0.0994827000
_diffrn_orient_matrix_UB_23      0.0616291000
_diffrn_orient_matrix_UB_31      -0.0423700000
_diffrn_orient_matrix_UB_32      0.1049657000
_diffrn_orient_matrix_UB_33      -0.0599448000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.727
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2827
_reflns_number_total             2857
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.141
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details 
;
 Flack x determined using 1180 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(5)
_refine_ls_extinction_coef       0.0113(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         2857
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0256
_refine_ls_restrained_S_all      1.061
_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)+(0.0392P)²+0.2348P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0687
_refine_ls_wR_factor_ref         0.0690
_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:
 C8(H8), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C2(H2), C5(H5), C3(H3), C4(H4)
2.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C)
;
_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
O3 O 1.03260(13) 0.28262(12) 0.66788(7) 0.0332(3) Uani 1 1 d . . . . .
O5 O 0.67029(13) 0.11743(12) 0.83218(7) 0.0348(3) Uani 1 1 d . . . . .
O1 O 0.49525(14) 0.38868(15) 0.57489(6) 0.0384(3) Uani 1 1 d . . . . .
O4 O 0.97946(15) 0.50254(13) 0.68355(8) 0.0424(4) Uani 1 1 d . . . . .
O2 O 0.73210(16) 0.37228(19) 0.54461(7) 0.0520(4) Uani 1 1 d . . . . .
N1 N 0.54826(16) 0.41000(15) 0.72206(7) 0.0270(3) Uani 1 1 d . . . . .
C11 C 0.71578(17) 0.19581(16) 0.78657(9) 0.0270(4) Uani 1 1 d . . . . .
C16 C 0.94284(18) 0.38536(18) 0.68384(9) 0.0277(4) Uani 1 1 d . . . . .
C14 C 0.63733(19) 0.39122(19) 0.58994(9) 0.0294(4) Uani 1 1 d . . . . .
C12 C 0.75573(19) 0.18459(16) 0.70479(9) 0.0290(4) Uani 1 1 d . . . . .
H12A H 0.672287 0.159093 0.672228 0.035 Uiso 1 1 calc R . . . .
H12B H 0.842310 0.126520 0.695037 0.035 Uiso 1 1 calc R . . . .
C9 C 0.79056(18) 0.33882(16) 0.70465(9) 0.0256(3) Uani 1 1 d . . . . .
C1 C 0.5101(2) 0.40282(18) 0.85942(9) 0.0310(4) Uani 1 1 d . . . . .
C6 C 0.3895(2) 0.31704(19) 0.85071(10) 0.0341(4) Uani 1 1 d . . . . .
H6 H 0.371201 0.276501 0.803501 0.041 Uiso 1 1 calc R . . . .
C8 C 0.67042(18) 0.42685(17) 0.67021(9) 0.0274(4) Uani 1 1 d . . . . .
H8 H 0.703259 0.523444 0.672147 0.033 Uiso 1 1 calc R . . . .
C7 C 0.61314(19) 0.43415(17) 0.79563(10) 0.0280(4) Uani 1 1 d . . . . .
H7 H 0.642530 0.531568 0.798949 0.034 Uiso 1 1 calc R . . . .
C10 C 0.75420(18) 0.34648(16) 0.79171(9) 0.0261(4) Uani 1 1 d . . . . .
C13 C 0.8747(2) 0.3835(2) 0.84648(11) 0.0372(4) Uani 1 1 d . . . . .
H13A H 0.836612 0.377413 0.897556 0.056 Uiso 1 1 calc GR . . . .
H13B H 0.907981 0.476225 0.836708 0.056 Uiso 1 1 calc GR . . . .
H13C H 0.957354 0.320803 0.840584 0.056 Uiso 1 1 calc GR . . . .
C2 C 0.5354(3) 0.4597(2) 0.92931(11) 0.0443(5) Uani 1 1 d . . . . .
H2 H 0.616152 0.519345 0.936265 0.053 Uiso 1 1 calc R . . . .
C5 C 0.2960(3) 0.2901(2) 0.90991(12) 0.0448(5) Uani 1 1 d . . . . .
H5 H 0.213208 0.232893 0.902974 0.054 Uiso 1 1 calc R . . . .
C15 C 0.4570(2) 0.3656(3) 0.49736(10) 0.0504(6) Uani 1 1 d . . . . .
H15A H 0.510342 0.429912 0.465705 0.076 Uiso 1 1 calc GR . . . .
H15B H 0.351051 0.378326 0.490665 0.076 Uiso 1 1 calc GR . . . .
H15C H 0.483807 0.272877 0.483304 0.076 Uiso 1 1 calc GR . . . .
C3 C 0.4436(3) 0.4301(3) 0.98891(11) 0.0573(7) Uani 1 1 d . . . . .
H3 H 0.463637 0.467380 1.036738 0.069 Uiso 1 1 calc R . . . .
C17 C 1.18327(19) 0.3185(2) 0.64995(13) 0.0429(5) Uani 1 1 d . . . . .
H17A H 1.183754 0.390293 0.612155 0.064 Uiso 1 1 calc GR . . . .
H17B H 1.234682 0.238750 0.630502 0.064 Uiso 1 1 calc GR . . . .
H17C H 1.233048 0.350723 0.695112 0.064 Uiso 1 1 calc GR . . . .
C4 C 0.3235(3) 0.3469(3) 0.97927(12) 0.0542(6) Uani 1 1 d . . . . .
H4 H 0.259716 0.328628 1.020043 0.065 Uiso 1 1 calc R . . . .
H1 H 0.476(3) 0.468(2) 0.7129(12) 0.036(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C16 1.333(2) . ?
O3 C17 1.452(2) . ?
O5 C11 1.199(2) . ?
O1 C14 1.321(2) . ?
O1 C15 1.449(2) . ?
O4 C16 1.204(2) . ?
O2 C14 1.199(2) . ?
N1 C8 1.458(2) . ?
N1 C7 1.463(2) . ?
N1 H1 0.89(2) . ?
C11 C12 1.513(2) . ?
C11 C10 1.531(2) . ?
C16 C9 1.507(2) . ?
C14 C8 1.510(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C9 1.555(2) . ?
C9 C8 1.527(2) . ?
C9 C10 1.596(2) . ?
C1 C6 1.395(3) . ?
C1 C7 1.510(2) . ?
C1 C2 1.391(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.385(3) . ?
C8 H8 1.0000 . ?
C7 H7 1.0000 . ?
C7 C10 1.550(2) . ?
C10 C13 1.516(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C2 H2 0.9500 . ?
C2 C3 1.387(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.386(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C3 H3 0.9500 . ?
C3 C4 1.378(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C4 H4 0.9500 . ?

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
C16 O3 C17 116.12(14) . . ?
C14 O1 C15 115.69(14) . . ?
C8 N1 C7 104.30(14) . . ?
C8 N1 H1 111.9(14) . . ?
C7 N1 H1 111.1(14) . . ?
O5 C11 C12 134.04(16) . . ?
O5 C11 C10 131.69(16) . . ?
C12 C11 C10 94.27(12) . . ?
O3 C16 C9 112.62(14) . . ?
O4 C16 O3 124.08(16) . . ?
O4 C16 C9 123.27(16) . . ?
O1 C14 C8 113.19(14) . . ?
O2 C14 O1 124.26(16) . . ?
O2 C14 C8 122.50(16) . . ?
C11 C12 H12A 113.9 . . ?
C11 C12 H12B 113.9 . . ?
C11 C12 C9 88.78(12) . . ?
H12A C12 H12B 111.1 . . ?
C9 C12 H12A 113.9 . . ?
C9 C12 H12B 113.9 . . ?
C16 C9 C12 119.10(14) . . ?
C16 C9 C8 112.66(13) . . ?
C16 C9 C10 114.71(13) . . ?
C12 C9 C10 90.15(12) . . ?
C8 C9 C12 114.32(14) . . ?
C8 C9 C10 102.67(13) . . ?
C6 C1 C7 121.90(15) . . ?
C2 C1 C6 118.42(18) . . ?
C2 C1 C7 119.68(18) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 C1 120.93(18) . . ?
C5 C6 H6 119.5 . . ?
N1 C8 C14 115.31(14) . . ?
N1 C8 C9 102.94(13) . . ?
N1 C8 H8 108.3 . . ?
C14 C8 C9 113.25(14) . . ?
C14 C8 H8 108.3 . . ?
C9 C8 H8 108.3 . . ?
N1 C7 C1 113.40(15) . . ?
N1 C7 H7 108.6 . . ?
N1 C7 C10 101.68(13) . . ?
C1 C7 H7 108.6 . . ?
C1 C7 C10 115.75(14) . . ?
C10 C7 H7 108.6 . . ?
C11 C10 C9 86.71(12) . . ?
C11 C10 C7 110.86(13) . . ?
C7 C10 C9 104.03(13) . . ?
C13 C10 C11 116.00(14) . . ?
C13 C10 C9 119.58(14) . . ?
C13 C10 C7 115.80(15) . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 H2 119.7 . . ?
C6 C5 H5 120.1 . . ?
C6 C5 C4 119.9(2) . . ?
C4 C5 H5 120.1 . . ?
O1 C15 H15A 109.5 . . ?
O1 C15 H15B 109.5 . . ?
O1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.8 . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
O3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C5 C4 H4 120.1 . . ?
C3 C4 C5 119.8(2) . . ?
C3 C4 H4 120.1 . . ?

_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 1.986
_oxdiff_exptl_absorpt_empirical_full_min 0.513
####################################################################### 
# 
# 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_cu_llc_3_36_0m_a
_audit_block_doi                 10.5517/ccdc.csd.cc2fz2h0
_database_code_depnum_ccdc_archive 'CCDC 2263232'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;
_audit_creation_date             2023-03-15
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H21 N O5'
_chemical_formula_sum            'C22 H21 N O5'
_chemical_formula_weight         379.40
_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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.5662(7)
_cell_length_b                   6.4254(4)
_cell_length_c                   14.2474(9)
_cell_angle_alpha                90
_cell_angle_beta                 91.616(3)
_cell_angle_gamma                90
_cell_volume                     966.90(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9965
_cell_measurement_temperature    249.97
_cell_measurement_theta_max      66.75
_cell_measurement_theta_min      3.10
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.762
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0760
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27515
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        66.954
_diffrn_reflns_theta_max         66.954
_diffrn_reflns_theta_min         3.103
_diffrn_ambient_temperature      249.97
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.814
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                3137
_reflns_number_total             3421
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.138
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details 
;
 Flack x determined using 1340 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.14(6)
_refine_ls_extinction_coef       0.027(2)
_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   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         3421
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0283
_refine_ls_restrained_S_all      1.074
_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)+(0.0381P)²+0.0799P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0742
_refine_ls_wR_factor_ref         0.0768
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C009(H009), C00B(H00B)
2.b Secondary CH2 refined with riding coordinates:
 C00E(H00A,H00C)
2.c Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R)
2.d Idealised Me refined as rotating group:
 C00N(H00D,H00E,H00F), C00S(H00G,H00N,H00S)
;
_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
O001 O 0.47641(17) 0.1807(2) 0.67724(11) 0.0497(4) Uani 1 1 d . . . . .
O002 O 0.58418(15) 0.3157(3) 0.88245(11) 0.0472(4) Uani 1 1 d . . . . .
O003 O 0.22380(17) 0.9072(2) 0.75919(13) 0.0542(5) Uani 1 1 d . . . . .
O004 O 0.44979(16) 0.3226(3) 1.00093(11) 0.0512(4) Uani 1 1 d . . . . .
N005 N 0.24687(17) 0.3916(3) 0.87649(12) 0.0349(4) Uani 1 1 d . . . . .
H005 H 0.214(2) 0.300(4) 0.9148(17) 0.042 Uiso 1 1 d . U . . .
O006 O 0.53636(18) 0.4991(3) 0.63444(11) 0.0554(5) Uani 1 1 d . . . . .
C007 C 0.4699(2) 0.3214(3) 0.91846(14) 0.0354(5) Uani 1 1 d . . . . .
C008 C 0.39132(19) 0.4650(3) 0.75910(13) 0.0301(4) Uani 1 1 d . . . . .
C009 C 0.36821(19) 0.3188(3) 0.84194(13) 0.0315(4) Uani 1 1 d . . . . .
H009 H 0.358039 0.174858 0.818096 0.038 Uiso 1 1 calc R U . . .
C00A C 0.20980(19) 0.5051(3) 0.62171(14) 0.0329(4) Uani 1 1 d . . . . .
C00B C 0.16337(19) 0.4141(3) 0.79310(13) 0.0320(4) Uani 1 1 d . . . . .
H00B H 0.142681 0.274268 0.767885 0.038 Uiso 1 1 calc R U . . .
C00C C 0.0418(2) 0.5282(3) 0.81227(14) 0.0354(5) Uani 1 1 d . . . . .
C00D C 0.4771(2) 0.3863(3) 0.68399(15) 0.0376(5) Uani 1 1 d . . . . .
C00E C 0.4167(2) 0.6944(3) 0.78805(14) 0.0374(5) Uani 1 1 d . . . . .
H00A H 0.434137 0.712906 0.855454 0.045 Uiso 1 1 calc R U . . .
H00C H 0.481521 0.762893 0.751069 0.045 Uiso 1 1 calc R U . . .
C00F C 0.2835(2) 0.7495(3) 0.75766(14) 0.0360(5) Uani 1 1 d . . . . .
C00G C 0.25092(19) 0.5286(3) 0.72340(13) 0.0306(4) Uani 1 1 d . . . . .
C00H C 0.2197(2) 0.3135(4) 0.57701(16) 0.0450(5) Uani 1 1 d . . . . .
H00H H 0.251345 0.198040 0.610693 0.054 Uiso 1 1 calc R U . . .
C00I C 0.1605(2) 0.6702(4) 0.57111(16) 0.0459(5) Uani 1 1 d . . . . .
H00I H 0.153035 0.801005 0.599987 0.055 Uiso 1 1 calc R U . . .
C00J C 0.0331(2) 0.6792(4) 0.88111(16) 0.0470(6) Uani 1 1 d . . . . .
H00J H 0.104107 0.708340 0.920104 0.056 Uiso 1 1 calc R U . . .
C00K C -0.0657(2) 0.4887(4) 0.75703(16) 0.0464(5) Uani 1 1 d . . . . .
H00K H -0.063471 0.385147 0.710497 0.056 Uiso 1 1 calc R U . . .
C00L C 0.1341(3) 0.4580(5) 0.43426(17) 0.0584(7) Uani 1 1 d . . . . .
H00L H 0.109119 0.442895 0.370780 0.070 Uiso 1 1 calc R U . . .
C00M C 0.1835(3) 0.2913(4) 0.48350(17) 0.0564(7) Uani 1 1 d . . . . .
H00M H 0.192579 0.161968 0.453573 0.068 Uiso 1 1 calc R U . . .
C00N C 0.6897(2) 0.3020(5) 0.94887(18) 0.0547(6) Uani 1 1 d . . . . .
H00D H 0.768313 0.300793 0.915308 0.082 Uiso 1 1 calc R U . . .
H00E H 0.682933 0.174963 0.985175 0.082 Uiso 1 1 calc R U . . .
H00F H 0.688740 0.421005 0.990726 0.082 Uiso 1 1 calc R U . . .
C00O C -0.0779(3) 0.7880(4) 0.8936(2) 0.0612(7) Uani 1 1 d . . . . .
H00O H -0.081611 0.889346 0.941022 0.073 Uiso 1 1 calc R U . . .
C00P C 0.1216(3) 0.6456(5) 0.47814(17) 0.0590(7) Uani 1 1 d . . . . .
H00P H 0.086394 0.759028 0.444922 0.071 Uiso 1 1 calc R U . . .
C00Q C -0.1763(3) 0.5998(5) 0.7695(2) 0.0612(7) Uani 1 1 d . . . . .
H00Q H -0.247747 0.572034 0.730770 0.073 Uiso 1 1 calc R U . . .
C00R C -0.1828(3) 0.7493(5) 0.8375(2) 0.0634(7) Uani 1 1 d . . . . .
H00R H -0.258044 0.824417 0.845561 0.076 Uiso 1 1 calc R U . . .
C00S C 0.5451(4) 0.0926(5) 0.5997(2) 0.0894(12) Uani 1 1 d . . . . .
H00G H 0.504515 0.134353 0.540707 0.134 Uiso 1 1 calc R U . . .
H00N H 0.544764 -0.057954 0.604387 0.134 Uiso 1 1 calc R U . . .
H00S H 0.631679 0.142749 0.602184 0.134 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
O001 C00D 1.324(3) . ?
O001 C00S 1.454(3) . ?
O002 C007 1.325(3) . ?
O002 C00N 1.445(3) . ?
O003 C00F 1.194(3) . ?
O004 C007 1.200(3) . ?
N005 H005 0.88(3) . ?
N005 C009 1.463(3) . ?
N005 C00B 1.467(3) . ?
O006 C00D 1.200(3) . ?
C007 C009 1.509(3) . ?
C008 C009 1.533(3) . ?
C008 C00D 1.509(3) . ?
C008 C00E 1.552(3) . ?
C008 C00G 1.607(3) . ?
C009 H009 0.9900 . ?
C00A C00G 1.508(3) . ?
C00A C00H 1.391(3) . ?
C00A C00I 1.377(3) . ?
C00B H00B 0.9900 . ?
C00B C00C 1.511(3) . ?
C00B C00G 1.560(3) . ?
C00C C00J 1.385(3) . ?
C00C C00K 1.387(3) . ?
C00E H00A 0.9800 . ?
C00E H00C 0.9800 . ?
C00E C00F 1.503(3) . ?
C00F C00G 1.537(2) . ?
C00H H00H 0.9400 . ?
C00H C00M 1.383(3) . ?
C00I H00I 0.9400 . ?
C00I C00P 1.385(3) . ?
C00J H00J 0.9400 . ?
C00J C00O 1.381(3) . ?
C00K H00K 0.9400 . ?
C00K C00Q 1.385(4) . ?
C00L H00L 0.9400 . ?
C00L C00M 1.375(4) . ?
C00L C00P 1.366(4) . ?
C00M H00M 0.9400 . ?
C00N H00D 0.9700 . ?
C00N H00E 0.9700 . ?
C00N H00F 0.9700 . ?
C00O H00O 0.9400 . ?
C00O C00R 1.371(4) . ?
C00P H00P 0.9400 . ?
C00Q H00Q 0.9400 . ?
C00Q C00R 1.367(4) . ?
C00R H00R 0.9400 . ?
C00S H00G 0.9700 . ?
C00S H00N 0.9700 . ?
C00S H00S 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
C00D O001 C00S 116.2(2) . . ?
C007 O002 C00N 116.27(18) . . ?
C009 N005 H005 111.4(16) . . ?
C009 N005 C00B 105.78(15) . . ?
C00B N005 H005 109.1(15) . . ?
O002 C007 C009 110.97(17) . . ?
O004 C007 O002 124.61(19) . . ?
O004 C007 C009 124.4(2) . . ?
C009 C008 C00E 114.05(15) . . ?
C009 C008 C00G 103.51(15) . . ?
C00D C008 C009 116.89(16) . . ?
C00D C008 C00E 113.82(17) . . ?
C00D C008 C00G 115.36(16) . . ?
C00E C008 C00G 89.65(14) . . ?
N005 C009 C007 111.49(16) . . ?
N005 C009 C008 102.90(15) . . ?
N005 C009 H009 109.1 . . ?
C007 C009 C008 115.05(16) . . ?
C007 C009 H009 109.1 . . ?
C008 C009 H009 109.1 . . ?
C00H C00A C00G 120.32(18) . . ?
C00I C00A C00G 121.36(18) . . ?
C00I C00A C00H 118.31(19) . . ?
N005 C00B H00B 109.0 . . ?
N005 C00B C00C 113.37(16) . . ?
N005 C00B C00G 102.02(15) . . ?
C00C C00B H00B 109.0 . . ?
C00C C00B C00G 114.14(15) . . ?
C00G C00B H00B 109.0 . . ?
C00J C00C C00B 122.81(19) . . ?
C00J C00C C00K 117.4(2) . . ?
C00K C00C C00B 119.70(19) . . ?
O001 C00D C008 112.56(18) . . ?
O006 C00D O001 124.2(2) . . ?
O006 C00D C008 123.25(19) . . ?
C008 C00E H00A 113.7 . . ?
C008 C00E H00C 113.7 . . ?
H00A C00E H00C 111.0 . . ?
C00F C00E C008 89.64(14) . . ?
C00F C00E H00A 113.7 . . ?
C00F C00E H00C 113.7 . . ?
O003 C00F C00E 133.28(19) . . ?
O003 C00F C00G 132.5(2) . . ?
C00E C00F C00G 94.21(15) . . ?
C00A C00G C008 121.11(17) . . ?
C00A C00G C00B 113.84(16) . . ?
C00A C00G C00F 116.96(16) . . ?
C00B C00G C008 103.73(14) . . ?
C00F C00G C008 86.43(14) . . ?
C00F C00G C00B 111.40(16) . . ?
C00A C00H H00H 119.7 . . ?
C00M C00H C00A 120.7(2) . . ?
C00M C00H H00H 119.7 . . ?
C00A C00I H00I 119.6 . . ?
C00A C00I C00P 120.7(2) . . ?
C00P C00I H00I 119.6 . . ?
C00C C00J H00J 119.4 . . ?
C00O C00J C00C 121.3(2) . . ?
C00O C00J H00J 119.4 . . ?
C00C C00K H00K 119.6 . . ?
C00Q C00K C00C 120.9(2) . . ?
C00Q C00K H00K 119.6 . . ?
C00M C00L H00L 120.2 . . ?
C00P C00L H00L 120.2 . . ?
C00P C00L C00M 119.6(2) . . ?
C00H C00M H00M 119.9 . . ?
C00L C00M C00H 120.1(2) . . ?
C00L C00M H00M 119.9 . . ?
O002 C00N H00D 109.5 . . ?
O002 C00N H00E 109.5 . . ?
O002 C00N H00F 109.5 . . ?
H00D C00N H00E 109.5 . . ?
H00D C00N H00F 109.5 . . ?
H00E C00N H00F 109.5 . . ?
C00J C00O H00O 119.7 . . ?
C00R C00O C00J 120.6(3) . . ?
C00R C00O H00O 119.7 . . ?
C00I C00P H00P 119.7 . . ?
C00L C00P C00I 120.6(2) . . ?
C00L C00P H00P 119.7 . . ?
C00K C00Q H00Q 119.6 . . ?
C00R C00Q C00K 120.9(3) . . ?
C00R C00Q H00Q 119.6 . . ?
C00O C00R H00R 120.5 . . ?
C00Q C00R C00O 119.0(3) . . ?
C00Q C00R H00R 120.5 . . ?
O001 C00S H00G 109.5 . . ?
O001 C00S H00N 109.5 . . ?
O001 C00S H00S 109.5 . . ?
H00G C00S H00N 109.5 . . ?
H00G C00S H00S 109.5 . . ?
H00N C00S H00S 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
O002 C007 C009 N005 -161.59(17) . . . . ?
O002 C007 C009 C008 -44.9(2) . . . . ?
O003 C00F C00G C008 -178.0(3) . . . . ?
O003 C00F C00G C00A 58.7(3) . . . . ?
O003 C00F C00G C00B -74.7(3) . . . . ?
O004 C007 C009 N005 20.4(3) . . . . ?
O004 C007 C009 C008 137.0(2) . . . . ?
N005 C00B C00C C00J 29.9(3) . . . . ?
N005 C00B C00C C00K -152.81(18) . . . . ?
N005 C00B C00G C008 25.24(17) . . . . ?
N005 C00B C00G C00A 158.84(16) . . . . ?
N005 C00B C00G C00F -66.30(19) . . . . ?
C008 C00E C00F O003 178.0(3) . . . . ?
C008 C00E C00F C00G -2.08(15) . . . . ?
C009 N005 C00B C00C -168.59(16) . . . . ?
C009 N005 C00B C00G -45.39(18) . . . . ?
C009 C008 C00D O001 27.7(3) . . . . ?
C009 C008 C00D O006 -154.2(2) . . . . ?
C009 C008 C00E C00F -102.68(18) . . . . ?
C009 C008 C00G C00A -127.73(18) . . . . ?
C009 C008 C00G C00B 1.58(17) . . . . ?
C009 C008 C00G C00F 112.74(16) . . . . ?
C00A C00H C00M C00L -1.6(4) . . . . ?
C00A C00I C00P C00L -1.4(4) . . . . ?
C00B N005 C009 C007 170.88(15) . . . . ?
C00B N005 C009 C008 47.03(18) . . . . ?
C00B C00C C00J C00O 176.7(2) . . . . ?
C00B C00C C00K C00Q -176.2(2) . . . . ?
C00C C00B C00G C008 147.91(15) . . . . ?
C00C C00B C00G C00A -78.5(2) . . . . ?
C00C C00B C00G C00F 56.4(2) . . . . ?
C00C C00J C00O C00R -0.3(4) . . . . ?
C00C C00K C00Q C00R -0.9(4) . . . . ?
C00D C008 C009 N005 -156.03(17) . . . . ?
C00D C008 C009 C007 82.5(2) . . . . ?
C00D C008 C00E C00F 119.72(18) . . . . ?
C00D C008 C00G C00A 1.2(2) . . . . ?
C00D C008 C00G C00B 130.53(16) . . . . ?
C00D C008 C00G C00F -118.31(17) . . . . ?
C00E C008 C009 N005 67.7(2) . . . . ?
C00E C008 C009 C007 -53.7(2) . . . . ?
C00E C008 C00D O001 164.02(17) . . . . ?
C00E C008 C00D O006 -17.9(3) . . . . ?
C00E C008 C00G C00A 117.58(18) . . . . ?
C00E C008 C00G C00B -113.11(15) . . . . ?
C00E C008 C00G C00F -1.94(15) . . . . ?
C00E C00F C00G C008 2.01(15) . . . . ?
C00E C00F C00G C00A -121.29(19) . . . . ?
C00E C00F C00G C00B 105.36(17) . . . . ?
C00G C008 C009 N005 -28.03(17) . . . . ?
C00G C008 C009 C007 -149.49(16) . . . . ?
C00G C008 C00D O001 -94.3(2) . . . . ?
C00G C008 C00D O006 83.7(3) . . . . ?
C00G C008 C00E C00F 1.98(15) . . . . ?
C00G C00A C00H C00M -179.3(2) . . . . ?
C00G C00A C00I C00P -179.2(2) . . . . ?
C00G C00B C00C C00J -86.4(2) . . . . ?
C00G C00B C00C C00K 90.9(2) . . . . ?
C00H C00A C00G C008 55.2(3) . . . . ?
C00H C00A C00G C00B -69.5(3) . . . . ?
C00H C00A C00G C00F 158.2(2) . . . . ?
C00H C00A C00I C00P 0.1(4) . . . . ?
C00I C00A C00G C008 -125.6(2) . . . . ?
C00I C00A C00G C00B 109.7(2) . . . . ?
C00I C00A C00G C00F -22.5(3) . . . . ?
C00I C00A C00H C00M 1.4(4) . . . . ?
C00J C00C C00K C00Q 1.3(3) . . . . ?
C00J C00O C00R C00Q 0.7(4) . . . . ?
C00K C00C C00J C00O -0.7(3) . . . . ?
C00K C00Q C00R C00O -0.1(4) . . . . ?
C00M C00L C00P C00I 1.2(4) . . . . ?
C00N O002 C007 O004 2.5(3) . . . . ?
C00N O002 C007 C009 -175.60(19) . . . . ?
C00P C00L C00M C00H 0.3(4) . . . . ?
C00S O001 C00D O006 -4.8(4) . . . . ?
C00S O001 C00D C008 173.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2772
_audit_block_doi                 10.5517/ccdc.csd.cc2fz2j1
_database_code_depnum_ccdc_archive 'CCDC 2263233'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;
_audit_creation_date             2022-08-03
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H21 N O5'
_chemical_formula_sum            'C18 H21 N O5'
_chemical_formula_weight         331.36
_chemical_absolute_configuration unk
_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      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                   6.4486(3)
_cell_length_b                   18.6265(8)
_cell_length_c                   7.3386(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.102(4)
_cell_angle_gamma                90
_cell_volume                     867.81(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8014
_cell_measurement_temperature    175(6)
_cell_measurement_theta_max      74.1180
_cell_measurement_theta_min      4.7250
_shelx_estimated_absorpt_T_max   0.837
_shelx_estimated_absorpt_T_min   0.803
_exptl_absorpt_coefficient_mu    0.766
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70769
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            15600
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.060
_diffrn_reflns_theta_max         67.060
_diffrn_reflns_theta_min         6.125
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      175(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00  29.00   1.00    1.00    --    0.00 -77.00 -90.00   57
  2  ω    -75.00 -49.00   1.00    1.00    --    0.00 -77.00 -90.00   26
  3  ω    -88.00  19.00   1.00    1.00    --    0.00 -37.00 120.00  107
  4  ω    -89.00 -61.00   1.00    1.00    --    0.00 -37.00 -60.00   28
  5  ω      0.00  25.00   1.00    1.00    --    0.00  57.00  90.00   25
  6  ω     -8.00  18.00   1.00    1.00    --    0.00 -37.00-150.00   26
  7  ω    -85.00 -18.00   1.00    1.00    --    0.00 -37.00-150.00   67
  8  ω    -73.00  19.00   1.00    1.00    --    0.00 -37.00 -30.00   92
  9  ω     31.00  65.00   1.00    1.00    --    0.00  57.00  90.00   34
 10  ω    -47.00  14.00   1.00    1.00    --    0.00 -57.00  90.00   61
 11  ω    127.00 153.00   1.00    2.00    --   95.80  71.00  56.11   26
 12  ω      7.00 127.00   1.00    2.00    --   95.80 -82.00-150.00  120
 13  ω     71.00  99.00   1.00    2.00    --   95.80  61.00-150.00   28
 14  ω     63.00  89.00   1.00    2.00    --   95.80  82.00-150.00   26
 15  ω     66.00 161.00   1.00    2.00    --   95.80  82.00 -90.00   95
 16  ω     69.00  95.00   1.00    2.00    --   95.80  71.00  56.11   26
 17  ω     71.00  98.00   1.00    2.00    --   95.80  58.00 -38.89   27
 18  ω     79.00 105.00   1.00    2.00    --   95.80  45.00   0.00   26
 19  ω     75.00 114.00   1.00    2.00    --   95.80  45.00 -90.00   39
 20  ω    145.00 181.00   1.00    2.00    --   95.80  61.00-180.00   36
 21  ω     71.00  97.00   1.00    2.00    --   95.80  61.00  60.00   26
 22  ω     63.00  89.00   1.00    2.00    --   95.80  82.00 -60.00   26
 23  ω    110.00 185.00   1.00    2.00    --   95.80  82.00 -60.00   75
 24  ω     71.00 117.00   1.00    2.00    --   95.80  61.00 -90.00   46
 25  ω    119.00 159.00   1.00    2.00    --   95.80  61.00 -90.00   40
 26  ω     26.00  84.00   1.00    2.00    --   95.80 -77.00 120.00   58
 27  ω     76.00 173.00   1.00    2.00    --   95.80  45.00  60.00   97
 28  ω    106.00 184.00   1.00    2.00    --   95.80  61.00-150.00   78
 29  ω     65.00  93.00   1.00    2.00    --   95.80  77.00  90.00   28
 30  ω     63.00  89.00   1.00    2.00    --   95.80  82.00 -30.00   26
 31  ω     50.00 123.00   1.00    2.00    --   95.80 -82.00  90.00   73
 32  ω     69.00  98.00   1.00    2.00    --   95.80  72.00 140.00   29
 33  ω     77.00 122.00   1.00    2.00    --   95.80  61.00-180.00   45
 34  ω    140.00 166.00   1.00    2.00    --   95.80  45.00-120.00   26
 35  ω     76.00 132.00   1.00    2.00    --   95.80  45.00-120.00   56
 36  ω    141.00 167.00   1.00    2.00    --   95.80  61.00 120.00   26
 37  ω     76.00 152.00   1.00    2.00    --   95.80  45.00 120.00   76
 38  ω    157.00 183.00   1.00    2.00    --   95.80  45.00 120.00   26
 39  ω     74.00  99.00   1.00    2.00    --   95.80  61.00  30.00   25
 40  ω     65.00  90.00   1.00    2.00    --   95.80  77.00 120.00   25
 41  ω    136.00 161.00   1.00    2.00    --   95.80  69.00  36.60   25
 42  ω     77.00 103.00   1.00    2.00    --   95.80  45.00 -30.00   26
 43  ω     65.00 113.00   1.00    2.00    --   95.80  77.00  60.00   48
 44  ω     65.00  90.00   1.00    2.00    --   95.80  77.00 -90.00   25
 45  ω     65.00  91.00   1.00    2.00    --   95.80  77.00-180.00   26
 46  ω    111.00 137.00   1.00    2.00    --   95.80  77.00-180.00   26
 47  ω     67.00  93.00   1.00    2.00    --   95.80  82.00 150.00   26
 48  ω    135.00 168.00   1.00    2.00    --   95.80  82.00 150.00   33
 49  ω     71.00  96.00   1.00    2.00    --   95.80  61.00 120.00   25
 50  ω      6.00 123.00   1.00    2.00    --   95.80 -82.00 -30.00  117
 51  ω     76.00 103.00   1.00    2.00    --   95.80  45.00  30.00   27
 52  ω     65.00  91.00   1.00    2.00    --   95.80  77.00  30.00   26
 53  ω     64.00  90.00   1.00    2.00    --   95.80  82.00  60.00   26
 54  ω     80.00 151.00   1.00    2.00    --   95.80  45.00-180.00   71
 55  ω     65.00  91.00   1.00    2.00    --   95.80  77.00   0.00   26
 56  ω     17.00 103.00   1.00    2.00    --   95.80 -61.00-150.00   86
 57  ω     67.00  93.00   1.00    2.00    --   95.80  77.00-120.00   26
 58  ω    125.00 184.00   1.00    2.00    --   95.80  77.00-120.00   59
 59  ω     68.00  94.00   1.00    2.00    --   95.80  69.00  36.60   26
 60  ω    123.00 172.00   1.00    2.00    --   95.80  58.00 -38.89   49
 61  ω     72.00 106.00   1.00    2.00    --   95.80  60.00 138.09   34
 62  ω     74.00 102.00   1.00    2.00    --   95.80  51.00   0.91   28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0660375000
_diffrn_orient_matrix_UB_12      0.0448314000
_diffrn_orient_matrix_UB_13      -0.1770370000
_diffrn_orient_matrix_UB_21      -0.1040646000
_diffrn_orient_matrix_UB_22      -0.0667891000
_diffrn_orient_matrix_UB_23      -0.1008891000
_diffrn_orient_matrix_UB_31      -0.2090122000
_diffrn_orient_matrix_UB_32      0.0192097000
_diffrn_orient_matrix_UB_33      0.0628594000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.919
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                2924
_reflns_number_total             3078
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.121
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 
;
 Flack x determined using 1333 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.16(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3078
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0321
_refine_ls_restrained_S_all      1.082
_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)+(0.0433P)²+0.0722P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0809
_refine_ls_wR_factor_ref         0.0818
_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)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5)
2.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C17(H17A,H17B,H17C), C18(H18A,H18B,
 H18C)
;
_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
C1 C -0.6784(4) 0.25441(14) 0.4285(3) 0.0394(6) Uani 1 1 d . . . . .
H1 H -0.572629 0.220189 0.415791 0.047 Uiso 1 1 calc R U . . .
C2 C -0.6290(5) 0.31341(15) 0.5433(4) 0.0473(7) Uani 1 1 d . . . . .
H2 H -0.489489 0.319142 0.609331 0.057 Uiso 1 1 calc R U . . .
C3 C -0.7796(5) 0.36362(15) 0.5625(4) 0.0494(7) Uani 1 1 d . . . . .
H3 H -0.744152 0.404170 0.640262 0.059 Uiso 1 1 calc R U . . .
C4 C -0.9828(5) 0.35485(16) 0.4683(4) 0.0501(7) Uani 1 1 d . . . . .
H4 H -1.087585 0.389398 0.481466 0.060 Uiso 1 1 calc R U . . .
C5 C -1.0348(5) 0.29563(15) 0.3541(4) 0.0420(6) Uani 1 1 d . . . . .
H5 H -1.175439 0.289623 0.290927 0.050 Uiso 1 1 calc R U . . .
C6 C -0.8827(4) 0.24519(13) 0.3317(3) 0.0327(5) Uani 1 1 d . . . . .
C7 C -0.9422(4) 0.18269(12) 0.2009(3) 0.0283(5) Uani 1 1 d . . . . .
H7 H -1.090270 0.167923 0.205498 0.034 Uiso 1 1 calc R U . . .
C8 C -0.9209(4) 0.19727(12) -0.0025(3) 0.0286(5) Uani 1 1 d . . . . .
C9 C -0.6949(4) 0.21846(14) -0.0178(3) 0.0336(5) Uani 1 1 d . . . . .
C10 C -0.6460(4) 0.14813(13) -0.1016(4) 0.0352(5) Uani 1 1 d . . . . .
H10A H -0.528239 0.121509 -0.026482 0.042 Uiso 1 1 calc R U . . .
H10B H -0.626462 0.151962 -0.232085 0.042 Uiso 1 1 calc R U . . .
C11 C -0.8676(4) 0.12052(12) -0.0787(3) 0.0271(5) Uani 1 1 d . . . . .
C12 C -0.9972(4) 0.09452(13) -0.2587(3) 0.0317(5) Uani 1 1 d . . . . .
C13 C -1.3342(5) 0.06254(18) -0.4183(4) 0.0520(8) Uani 1 1 d . . . . .
H13A H -1.331933 0.095828 -0.521314 0.078 Uiso 1 1 calc R U . . .
H13B H -1.479001 0.057442 -0.396080 0.078 Uiso 1 1 calc R U . . .
H13C H -1.281175 0.015583 -0.449121 0.078 Uiso 1 1 calc R U . . .
C14 C -1.0886(4) 0.24486(14) -0.1123(3) 0.0385(6) Uani 1 1 d . . . . .
H14A H -1.228294 0.225741 -0.104281 0.058 Uiso 1 1 calc R U . . .
H14B H -1.070487 0.245964 -0.242077 0.058 Uiso 1 1 calc R U . . .
H14C H -1.075389 0.293623 -0.061439 0.058 Uiso 1 1 calc R U . . .
C15 C -0.8592(4) 0.06983(12) 0.0911(3) 0.0283(5) Uani 1 1 d . . . . .
C16 C -0.6885(4) 0.01319(13) 0.0990(3) 0.0326(5) Uani 1 1 d . . . . .
C17 C -1.0625(4) 0.02754(14) 0.1015(4) 0.0386(6) Uani 1 1 d . . . . .
H17A H -1.181382 0.060912 0.091860 0.058 Uiso 1 1 calc R U . . .
H17B H -1.046292 0.001919 0.219811 0.058 Uiso 1 1 calc R U . . .
H17C H -1.088874 -0.007088 -0.000469 0.058 Uiso 1 1 calc R U . . .
C18 C -0.5623(5) -0.07938(15) -0.0726(5) 0.0464(7) Uani 1 1 d . . . . .
H18A H -0.565696 -0.093451 -0.201808 0.070 Uiso 1 1 calc R U . . .
H18B H -0.611536 -0.119432 -0.004831 0.070 Uiso 1 1 calc R U . . .
H18C H -0.417788 -0.066879 -0.015815 0.070 Uiso 1 1 calc R U . . .
N1 N -0.8034(3) 0.12072(11) 0.2442(3) 0.0303(4) Uani 1 1 d . . . . .
O1 O -0.5949(3) 0.27219(11) 0.0219(3) 0.0504(5) Uani 1 1 d . . . . .
O2 O -0.9244(3) 0.07998(11) -0.3938(2) 0.0476(5) Uani 1 1 d . . . . .
O3 O -1.2012(3) 0.09045(10) -0.2521(2) 0.0404(4) Uani 1 1 d . . . . .
O4 O -0.5690(3) -0.00426(12) 0.2349(3) 0.0551(6) Uani 1 1 d . . . . .
O5 O -0.6979(3) -0.01799(10) -0.0660(2) 0.0404(4) Uani 1 1 d . . . . .
H1A H -0.824(5) 0.1019(17) 0.351(5) 0.046(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9500 . ?
C1 C2 1.388(4) . ?
C1 C6 1.393(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.373(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(4) . ?
C6 C7 1.515(3) . ?
C7 H7 1.0000 . ?
C7 C8 1.547(3) . ?
C7 N1 1.461(3) . ?
C8 C9 1.533(3) . ?
C8 C11 1.594(3) . ?
C8 C14 1.516(3) . ?
C9 C10 1.504(4) . ?
C9 O1 1.199(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.555(3) . ?
C11 C12 1.513(3) . ?
C11 C15 1.556(3) . ?
C12 O2 1.200(3) . ?
C12 O3 1.327(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 O3 1.458(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.518(3) . ?
C15 C17 1.543(3) . ?
C15 N1 1.466(3) . ?
C16 O4 1.194(3) . ?
C16 O5 1.335(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C18 O5 1.445(3) . ?
N1 H1A 0.89(4) . ?

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
C2 C1 H1 119.9 . . ?
C2 C1 C6 120.2(3) . . ?
C6 C1 H1 119.9 . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.7(3) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.5(3) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C7 122.0(2) . . ?
C5 C6 C1 118.7(2) . . ?
C5 C6 C7 119.3(2) . . ?
C6 C7 H7 109.1 . . ?
C6 C7 C8 114.90(19) . . ?
C8 C7 H7 109.1 . . ?
N1 C7 C6 113.09(18) . . ?
N1 C7 H7 109.1 . . ?
N1 C7 C8 101.18(17) . . ?
C7 C8 C11 104.01(18) . . ?
C9 C8 C7 111.26(18) . . ?
C9 C8 C11 86.51(17) . . ?
C14 C8 C7 116.1(2) . . ?
C14 C8 C9 114.1(2) . . ?
C14 C8 C11 121.02(19) . . ?
C10 C9 C8 94.35(19) . . ?
O1 C9 C8 132.5(2) . . ?
O1 C9 C10 133.2(2) . . ?
C9 C10 H10A 113.8 . . ?
C9 C10 H10B 113.8 . . ?
C9 C10 C11 88.93(18) . . ?
H10A C10 H10B 111.1 . . ?
C11 C10 H10A 113.8 . . ?
C11 C10 H10B 113.8 . . ?
C10 C11 C8 90.00(17) . . ?
C10 C11 C15 112.55(18) . . ?
C12 C11 C8 118.24(18) . . ?
C12 C11 C10 112.9(2) . . ?
C12 C11 C15 116.16(19) . . ?
C15 C11 C8 104.04(17) . . ?
O2 C12 C11 123.9(2) . . ?
O2 C12 O3 123.4(2) . . ?
O3 C12 C11 112.67(19) . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O3 C13 H13A 109.5 . . ?
O3 C13 H13B 109.5 . . ?
O3 C13 H13C 109.5 . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
C8 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C11 112.06(19) . . ?
C16 C15 C17 105.06(19) . . ?
C17 C15 C11 116.04(18) . . ?
N1 C15 C11 101.00(18) . . ?
N1 C15 C16 109.93(17) . . ?
N1 C15 C17 112.9(2) . . ?
O4 C16 C15 125.4(2) . . ?
O4 C16 O5 124.0(2) . . ?
O5 C16 C15 110.50(18) . . ?
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 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 C18 H18A 109.5 . . ?
O5 C18 H18B 109.5 . . ?
O5 C18 H18C 109.5 . . ?
C7 N1 C15 106.59(17) . . ?
C7 N1 H1A 109(2) . . ?
C15 N1 H1A 111(2) . . ?
C12 O3 C13 115.6(2) . . ?
C16 O5 C18 116.33(19) . . ?

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
C1 C2 C3 C4 0.8(5) . . . . ?
C1 C6 C7 C8 -90.8(3) . . . . ?
C1 C6 C7 N1 24.6(3) . . . . ?
C2 C1 C6 C5 -0.6(4) . . . . ?
C2 C1 C6 C7 178.3(2) . . . . ?
C2 C3 C4 C5 -0.2(5) . . . . ?
C3 C4 C5 C6 -0.8(4) . . . . ?
C4 C5 C6 C1 1.2(4) . . . . ?
C4 C5 C6 C7 -177.8(2) . . . . ?
C5 C6 C7 C8 88.1(3) . . . . ?
C5 C6 C7 N1 -156.4(2) . . . . ?
C6 C1 C2 C3 -0.4(4) . . . . ?
C6 C7 C8 C9 58.4(3) . . . . ?
C6 C7 C8 C11 150.1(2) . . . . ?
C6 C7 C8 C14 -74.3(3) . . . . ?
C6 C7 N1 C15 -171.32(19) . . . . ?
C7 C8 C9 C10 107.2(2) . . . . ?
C7 C8 C9 O1 -73.3(3) . . . . ?
C7 C8 C11 C10 -114.43(19) . . . . ?
C7 C8 C11 C12 129.4(2) . . . . ?
C7 C8 C11 C15 -1.1(2) . . . . ?
C8 C7 N1 C15 -47.9(2) . . . . ?
C8 C9 C10 C11 -3.58(18) . . . . ?
C8 C11 C12 O2 120.2(3) . . . . ?
C8 C11 C12 O3 -58.9(3) . . . . ?
C8 C11 C15 C16 -142.96(18) . . . . ?
C8 C11 C15 C17 96.4(2) . . . . ?
C8 C11 C15 N1 -26.0(2) . . . . ?
C9 C8 C11 C10 -3.38(17) . . . . ?
C9 C8 C11 C12 -119.5(2) . . . . ?
C9 C8 C11 C15 109.91(18) . . . . ?
C9 C10 C11 C8 3.43(17) . . . . ?
C9 C10 C11 C12 124.3(2) . . . . ?
C9 C10 C11 C15 -101.8(2) . . . . ?
C10 C11 C12 O2 17.1(3) . . . . ?
C10 C11 C12 O3 -162.0(2) . . . . ?
C10 C11 C15 C16 -47.0(2) . . . . ?
C10 C11 C15 C17 -167.7(2) . . . . ?
C10 C11 C15 N1 70.0(2) . . . . ?
C11 C8 C9 C10 3.50(18) . . . . ?
C11 C8 C9 O1 -177.0(3) . . . . ?
C11 C12 O3 C13 -177.2(2) . . . . ?
C11 C15 C16 O4 136.0(3) . . . . ?
C11 C15 C16 O5 -47.8(2) . . . . ?
C11 C15 N1 C7 47.0(2) . . . . ?
C12 C11 C15 C16 85.3(2) . . . . ?
C12 C11 C15 C17 -35.4(3) . . . . ?
C12 C11 C15 N1 -157.77(19) . . . . ?
C14 C8 C9 C10 -119.1(2) . . . . ?
C14 C8 C9 O1 60.5(4) . . . . ?
C14 C8 C11 C10 112.8(2) . . . . ?
C14 C8 C11 C12 -3.3(3) . . . . ?
C14 C8 C11 C15 -133.9(2) . . . . ?
C15 C11 C12 O2 -115.0(3) . . . . ?
C15 C11 C12 O3 65.9(3) . . . . ?
C15 C16 O5 C18 -172.2(2) . . . . ?
C16 C15 N1 C7 165.50(19) . . . . ?
C17 C15 C16 O4 -97.2(3) . . . . ?
C17 C15 C16 O5 79.1(2) . . . . ?
C17 C15 N1 C7 -77.6(2) . . . . ?
N1 C7 C8 C9 -63.7(2) . . . . ?
N1 C7 C8 C11 28.0(2) . . . . ?
N1 C7 C8 C14 163.5(2) . . . . ?
N1 C15 C16 O4 24.5(3) . . . . ?
N1 C15 C16 O5 -159.2(2) . . . . ?
O1 C9 C10 C11 176.9(3) . . . . ?
O2 C12 O3 C13 3.6(4) . . . . ?
O4 C16 O5 C18 4.1(4) . . . . ?

_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 2.127
_oxdiff_exptl_absorpt_empirical_full_min 0.738
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_3132
_audit_block_doi                 10.5517/ccdc.csd.cc2fz2gz
_database_code_depnum_ccdc_archive 'CCDC 2263231'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;
_audit_creation_date             2023-03-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H17 N O5'
_chemical_formula_sum            'C17 H17 N O5'
_chemical_formula_weight         315.31
_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      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                   7.03880(10)
_cell_length_b                   31.5073(3)
_cell_length_c                   7.15720(10)
_cell_angle_alpha                90
_cell_angle_beta                 103.3610(10)
_cell_angle_gamma                90
_cell_volume                     1544.32(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16802
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      74.3950
_cell_measurement_theta_min      2.8130
_shelx_estimated_absorpt_T_max   0.806
_shelx_estimated_absorpt_T_min   0.736
_exptl_absorpt_coefficient_mu    0.837
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.27
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            32400
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.059
_diffrn_reflns_theta_max         67.059
_diffrn_reflns_theta_min         5.617
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -29.00  19.00   1.00    1.00    --    0.00 -57.00-180.00   48
  2  ω    -23.00  80.00   1.00    1.00    --    0.00  57.00  30.00  103
  3  ω     52.00  88.00   1.00    1.00    --    0.00  37.00-150.00   36
  4  ω    -30.00  49.00   1.00    1.00    --    0.00  77.00 150.00   79
  5  ω     55.00  80.00   1.00    1.00    --    0.00  77.00 150.00   25
  6  ω     22.00  62.00   1.00    1.00    --    0.00  37.00 120.00   40
  7  ω    -15.00  10.00   1.00    1.00    --    0.00  37.00 120.00   25
  8  ω    -18.00  44.00   1.00    1.00    --    0.00  37.00-150.00   62
  9  ω    -24.00  86.00   1.00    1.00    --    0.00  19.00   0.00  110
 10  ω     65.00  91.00   1.00    1.00    --   95.80  78.00 -45.27   26
 11  ω    114.00 172.00   1.00    1.00    --   95.80  77.00 -90.00   58
 12  ω     65.00 105.00   1.00    1.00    --   95.80  77.00 -90.00   40
 13  ω      7.00 128.00   1.00    1.00    --   95.80 -82.00-120.00  121
 14  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  60.00   26
 15  ω     64.00  89.00   1.00    1.00    --   95.80  80.00-172.88   25
 16  ω     96.00 185.00   1.00    1.00    --   95.80  75.00  79.80   89
 17  ω    127.00 153.00   1.00    1.00    --   95.80  82.00-120.00   26
 18  ω      8.00 126.00   1.00    1.00    --   95.80 -77.00 120.00  118
 19  ω     63.00 103.00   1.00    1.00    --   95.80  82.00-120.00   40
 20  ω    135.00 183.00   1.00    1.00    --   95.80  66.00 123.66   48
 21  ω     63.00  98.00   1.00    1.00    --   95.80  82.00 150.00   35
 22  ω     63.00  98.00   1.00    1.00    --   95.80  82.00  30.00   35
 23  ω      7.00 116.00   1.00    1.00    --   95.80 -82.00 -30.00  109
 24  ω     71.00 185.00   1.00    1.00    --   95.80  61.00  30.00  114
 25  ω    114.00 185.00   1.00    1.00    --   95.80  82.00-150.00   71
 26  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-180.00   26
 27  ω     72.00 106.00   1.00    1.00    --   95.80  61.00 150.00   34
 28  ω     41.00 126.00   1.00    1.00    --   95.80 -82.00  60.00   85
 29  ω     75.00 162.00   1.00    1.00    --   95.80  45.00-120.00   87
 30  ω      6.00  74.00   1.00    1.00    --   95.80 -77.00-180.00   68
 31  ω     63.00  88.00   1.00    1.00    --   95.80  82.00-150.00   25
 32  ω     63.00  88.00   1.00    1.00    --   95.80  81.00  23.78   25
 33  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 150.00   25
 34  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  90.00   26
 35  ω     76.00 168.00   1.00    1.00    --   95.80  45.00   0.00   92
 36  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-120.00   26
 37  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 120.00   25
 38  ω     63.00  88.00   1.00    1.00    --   95.80  82.00  60.00   25
 39  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -60.00   25
 40  ω     72.00 104.00   1.00    1.00    --   95.80  61.00-120.00   32
 41  ω     76.00 159.00   1.00    1.00    --   95.80  45.00-150.00   83
 42  ω     75.00 102.00   1.00    1.00    --   95.80  45.00  90.00   27
 43  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 -60.00   26
 44  ω    160.00 185.00   1.00    1.00    --   95.80  82.00 -60.00   25
 45  ω     63.00  88.00   1.00    1.00    --   95.80  82.00   0.00   25
 46  ω     75.00 101.00   1.00    1.00    --   95.80  45.00 -30.00   26
 47  ω    121.00 178.00   1.00    1.00    --   95.80  45.00 -30.00   57
 48  ω     93.00 126.00   1.00    1.00    --   95.80 -77.00-180.00   33
 49  ω     71.00 114.00   1.00    1.00    --   95.80  61.00 120.00   43
 50  ω     71.00  96.00   1.00    1.00    --   95.80  61.00   0.00   25
 51  ω    119.00 149.00   1.00    1.00    --   95.80  77.00  60.00   30
 52  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -13.47   25
 53  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -30.00   26
 54  ω     64.00  90.00   1.00    1.00    --   95.80  82.00 -90.00   26
 55  ω     69.00  95.00   1.00    1.00    --   95.80  66.00 123.66   26
 56  ω    115.00 185.00   1.00    1.00    --   95.80  61.00 150.00   70
 57  ω     66.00  92.00   1.00    1.00    --   95.80  75.00  79.80   26
 58  ω     74.00 182.00   1.00    1.00    --   95.80  48.00 179.51  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0140449000
_diffrn_orient_matrix_UB_12      0.0342552000
_diffrn_orient_matrix_UB_13      -0.1562407000
_diffrn_orient_matrix_UB_21      0.0670122000
_diffrn_orient_matrix_UB_22      0.0338806000
_diffrn_orient_matrix_UB_23      0.1565555000
_diffrn_orient_matrix_UB_31      0.2142595000
_diffrn_orient_matrix_UB_32      -0.0083550000
_diffrn_orient_matrix_UB_33      -0.0054934000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2599
_reflns_number_total             2759
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2759
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0342
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0314P)²+0.6661P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0809
_refine_ls_wR_factor_ref         0.0820
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.69207(13) 0.66071(3) 0.39317(12) 0.0239(2) Uani 1 1 d . . . . .
O2 O 0.49921(13) 0.71855(3) 0.44258(13) 0.0273(2) Uani 1 1 d . . . . .
O3 O 0.26394(14) 0.72717(3) 0.59298(14) 0.0332(2) Uani 1 1 d . . . . .
O4 O 0.78577(15) 0.61194(3) 0.97662(14) 0.0384(3) Uani 1 1 d . . . . .
O5 O 0.96952(13) 0.67077(3) 1.00712(13) 0.0324(2) Uani 1 1 d . . . . .
N1 N 0.38940(15) 0.63502(3) 0.63394(14) 0.0214(2) Uani 1 1 d . . . . .
C1 C 0.42274(18) 0.57739(4) 0.42334(19) 0.0250(3) Uani 1 1 d . . . . .
C2 C 0.2934(2) 0.54938(4) 0.4792(2) 0.0342(3) Uani 1 1 d . . . . .
H2 H 0.258499 0.553219 0.598666 0.041 Uiso 1 1 calc R . . . .
C3 C 0.2157(2) 0.51599(5) 0.3610(3) 0.0503(5) Uani 1 1 d . . . . .
H3 H 0.129087 0.496654 0.400564 0.060 Uiso 1 1 calc R . . . .
C4 C 0.2628(3) 0.51049(5) 0.1857(3) 0.0532(5) Uani 1 1 d . . . . .
H4 H 0.207819 0.487595 0.104701 0.064 Uiso 1 1 calc R . . . .
C5 C 0.3899(3) 0.53832(5) 0.1284(2) 0.0448(4) Uani 1 1 d . . . . .
H5 H 0.420706 0.534814 0.006931 0.054 Uiso 1 1 calc R . . . .
C6 C 0.4728(2) 0.57142(4) 0.2480(2) 0.0326(3) Uani 1 1 d . . . . .
H6 H 0.563551 0.589967 0.210120 0.039 Uiso 1 1 calc R . . . .
C7 C 0.49696(17) 0.61459(4) 0.54338(17) 0.0209(3) Uani 1 1 d . . . . .
C8 C 0.70025(17) 0.63322(4) 0.55945(17) 0.0209(3) Uani 1 1 d . . . . .
C9 C 0.71742(17) 0.66480(4) 0.72788(17) 0.0203(3) Uani 1 1 d . . . . .
C10 C 0.81012(18) 0.70364(4) 0.65840(18) 0.0242(3) Uani 1 1 d . . . . .
H10A H 0.786845 0.729821 0.726250 0.029 Uiso 1 1 calc R . . . .
H10B H 0.951926 0.699865 0.669516 0.029 Uiso 1 1 calc R . . . .
C11 C 0.69616(18) 0.70312(4) 0.45293(18) 0.0236(3) Uani 1 1 d . . . . .
H11 H 0.762247 0.721189 0.372051 0.028 Uiso 1 1 calc R . . . .
C12 C 0.49829(17) 0.67291(4) 0.72695(17) 0.0203(3) Uani 1 1 d . . . . .
C13 C 0.41266(18) 0.70905(4) 0.58662(18) 0.0227(3) Uani 1 1 d . . . . .
C14 C 0.4539(2) 0.68201(4) 0.92065(18) 0.0278(3) Uani 1 1 d . . . . .
H14A H 0.314390 0.688067 0.903363 0.042 Uiso 1 1 calc GR . . . .
H14B H 0.530129 0.706601 0.979349 0.042 Uiso 1 1 calc GR . . . .
H14C H 0.488646 0.657231 1.004360 0.042 Uiso 1 1 calc GR . . . .
C15 C 0.86685(19) 0.60218(4) 0.5712(2) 0.0300(3) Uani 1 1 d . . . . .
H15A H 0.853995 0.588143 0.446703 0.045 Uiso 1 1 calc GR . . . .
H15B H 0.863025 0.580833 0.669856 0.045 Uiso 1 1 calc GR . . . .
H15C H 0.991351 0.617469 0.604634 0.045 Uiso 1 1 calc GR . . . .
C16 C 0.82567(18) 0.64562(4) 0.91716(18) 0.0250(3) Uani 1 1 d . . . . .
C17 C 1.0859(2) 0.65484(6) 1.1882(2) 0.0455(4) Uani 1 1 d . . . . .
H17A H 1.128481 0.625802 1.170434 0.068 Uiso 1 1 calc GR . . . .
H17B H 1.007238 0.654930 1.284641 0.068 Uiso 1 1 calc GR . . . .
H17C H 1.200544 0.673042 1.231477 0.068 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.4623(14) . ?
O1 C11 1.4013(15) . ?
O2 C11 1.4547(15) . ?
O2 C13 1.3467(16) . ?
O3 C13 1.2023(16) . ?
O4 C16 1.2007(16) . ?
O5 C16 1.3290(16) . ?
O5 C17 1.4530(16) . ?
N1 C7 1.2786(16) . ?
N1 C12 1.4899(15) . ?
C1 C2 1.3916(19) . ?
C1 C6 1.3927(19) . ?
C1 C7 1.4756(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.381(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.5262(17) . ?
C8 C9 1.5461(17) . ?
C8 C15 1.5144(17) . ?
C9 C10 1.5232(17) . ?
C9 C12 1.5619(17) . ?
C9 C16 1.5178(16) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.5037(17) . ?
C11 H11 1.0000 . ?
C12 C13 1.5457(16) . ?
C12 C14 1.5171(17) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 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
C11 O1 C8 108.80(9) . . ?
C13 O2 C11 118.76(9) . . ?
C16 O5 C17 115.82(11) . . ?
C7 N1 C12 109.04(10) . . ?
C2 C1 C6 119.49(12) . . ?
C2 C1 C7 120.23(12) . . ?
C6 C1 C7 120.18(12) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 119.97(15) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.54(16) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.89(15) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.17(15) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 119.90(14) . . ?
C5 C6 H6 120.0 . . ?
N1 C7 C1 121.58(11) . . ?
N1 C7 C8 115.01(11) . . ?
C1 C7 C8 123.30(11) . . ?
O1 C8 C7 107.86(9) . . ?
O1 C8 C9 103.57(9) . . ?
O1 C8 C15 108.18(10) . . ?
C7 C8 C9 102.08(9) . . ?
C15 C8 C7 117.14(10) . . ?
C15 C8 C9 116.89(10) . . ?
C8 C9 C12 101.70(9) . . ?
C10 C9 C8 102.98(10) . . ?
C10 C9 C12 111.36(10) . . ?
C16 C9 C8 111.86(10) . . ?
C16 C9 C10 116.53(10) . . ?
C16 C9 C12 111.13(10) . . ?
C9 C10 H10A 112.2 . . ?
C9 C10 H10B 112.2 . . ?
H10A C10 H10B 109.8 . . ?
C11 C10 C9 97.97(10) . . ?
C11 C10 H10A 112.2 . . ?
C11 C10 H10B 112.2 . . ?
O1 C11 O2 110.55(10) . . ?
O1 C11 C10 106.11(10) . . ?
O1 C11 H11 110.2 . . ?
O2 C11 C10 109.45(10) . . ?
O2 C11 H11 110.2 . . ?
C10 C11 H11 110.2 . . ?
N1 C12 C9 106.04(9) . . ?
N1 C12 C13 102.52(9) . . ?
N1 C12 C14 111.50(10) . . ?
C13 C12 C9 111.08(10) . . ?
C14 C12 C9 116.01(10) . . ?
C14 C12 C13 108.84(10) . . ?
O2 C13 C12 118.92(10) . . ?
O3 C13 O2 118.38(11) . . ?
O3 C13 C12 122.50(12) . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C15 H15A 109.5 . . ?
C8 C15 H15B 109.5 . . ?
C8 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O4 C16 O5 124.73(12) . . ?
O4 C16 C9 123.91(12) . . ?
O5 C16 C9 111.36(11) . . ?
O5 C17 H17A 109.5 . . ?
O5 C17 H17B 109.5 . . ?
O5 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_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 1.895
_oxdiff_exptl_absorpt_empirical_full_min 0.484
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_3145
_audit_block_doi                 10.5517/ccdc.csd.cc2fz2fy
_database_code_depnum_ccdc_archive 'CCDC 2263230'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;
_audit_creation_date             2023-03-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H39 N O6 Si'
_chemical_formula_sum            'C34 H39 N O6 Si'
_chemical_formula_weight         585.75
_chemical_absolute_configuration unk
_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'
Si Si 0.2541 0.3302 '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                   9.65320(10)
_cell_length_b                   12.55440(10)
_cell_length_c                   25.5448(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3095.78(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    46200
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      74.2520
_cell_measurement_theta_min      3.4180
_shelx_estimated_absorpt_T_max   0.774
_shelx_estimated_absorpt_T_min   0.732
_exptl_absorpt_coefficient_mu    1.040
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71501
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.26
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            81298
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         3.460
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  16.00   1.00    1.00    --    0.00  29.00 135.00   26
  2  ω     28.00  54.00   1.00    1.00    --    0.00  29.00 135.00   26
  3  ω     76.00 185.00   1.00    1.00    --   95.80  29.00 135.00  109
  4  ω     60.00 109.00   1.00    1.00    --   95.80 -29.00 -25.00   49
  5  ω    -30.00   2.00   1.00    1.00    --    0.00  77.00  30.00   32
  6  ω     -9.00  17.00   1.00    1.00    --    0.00  57.00-150.00   26
  7  ω    -88.00 -32.00   1.00    1.00    --    0.00 -77.00 150.00   56
  8  ω    -21.00  88.00   1.00    1.00    --    0.00  57.00 150.00  109
  9  ω     11.00  37.00   1.00    1.00    --    0.00  77.00  30.00   26
 10  ω     20.00  75.00   1.00    1.00    --    0.00  57.00-150.00   55
 11  ω    -24.00   2.00   1.00    1.00    --    0.00  19.00 120.00   26
 12  ω    -26.00  29.00   1.00    1.00    --    0.00 -77.00 150.00   55
 13  ω     50.00  89.00   1.00    1.00    --    0.00  77.00-120.00   39
 14  ω    -89.00 -27.00   1.00    1.00    --    0.00 -57.00 -90.00   62
 15  ω    -19.00  16.00   1.00    1.00    --    0.00 -57.00 -90.00   35
 16  ω    -24.00  19.00   1.00    1.00    --    0.00 -37.00-150.00   43
 17  ω     38.00  82.00   1.00    1.00    --    0.00  37.00-120.00   44
 18  ω     20.00  47.00   1.00    1.00    --    0.00  77.00-120.00   27
 19  ω    -89.00 -43.00   1.00    1.00    --    0.00 -37.00-150.00   46
 20  ω     10.00  46.00   1.00    1.00    --    0.00  19.00 120.00   36
 21  ω    -56.00  19.00   1.00    1.00    --    0.00 -29.00 -25.00   75
 22  ω    -13.00  14.00   1.00    1.00    --    0.00  37.00-120.00   27
 23  ω     68.00  94.00   1.00    1.00    --   95.80  76.00 -97.88   26
 24  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 120.00   26
 25  ω     78.00 128.00   1.00    1.00    --   95.80 -82.00 -60.00   50
 26  ω    160.00 185.00   1.00    1.00    --   95.80  82.00-180.00   25
 27  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -90.00   25
 28  ω     92.00 128.00   1.00    1.00    --   95.80 -82.00-120.00   36
 29  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -60.00   25
 30  ω     74.00 123.00   1.00    1.00    --   95.80  50.00-155.11   49
 31  ω    126.00 171.00   1.00    1.00    --   95.80  50.00-155.11   45
 32  ω     64.00  90.00   1.00    1.00    --   95.80  82.00 -30.00   26
 33  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  60.00   26
 34  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-180.00   26
 35  ω     63.00  88.00   1.00    1.00    --   95.80  82.00-180.00   25
 36  ω     44.00  70.00   1.00    1.00    --   95.80 -82.00 -60.00   26
 37  ω    108.00 134.00   1.00    1.00    --   95.80  82.00  30.00   26
 38  ω      6.00  78.00   1.00    1.00    --   95.80 -82.00-120.00   72
 39  ω     63.00 107.00   1.00    1.00    --   95.80  82.00 132.91   44
 40  ω      7.00 127.00   1.00    1.00    --   95.80 -82.00  90.00  120
 41  ω    135.00 184.00   1.00    1.00    --   95.80  81.00-108.77   49
 42  ω     63.00  91.00   1.00    1.00    --   95.80  81.00-108.77   28
 43  ω      6.00 128.00   1.00    1.00    --   95.80 -82.00  30.00  122
 44  ω    125.00 185.00   1.00    1.00    --   95.80  63.00  72.56   60
 45  ω    146.00 172.00   1.00    1.00    --   95.80  82.00-120.00   26
 46  ω     68.00 138.00   1.00    1.00    --   95.80  70.00 112.27   70
 47  ω     63.00  97.00   1.00    1.00    --   95.80  82.00   0.00   34
 48  ω    122.00 182.00   1.00    1.00    --   95.80  82.00 132.91   60
 49  ω     66.00  92.00   1.00    1.00    --   95.80  75.00-134.83   26
 50  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-120.00   25
 51  ω     65.00 147.00   1.00    1.00    --   95.80  76.00 -39.79   82
 52  ω    152.00 183.00   1.00    1.00    --   95.80  76.00 -39.79   31
 53  ω     65.00 185.00   1.00    1.00    --   95.80  77.00 -90.00  120
 54  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 120.00   25
 55  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 -60.00   26
 56  ω     70.00  95.00   1.00    1.00    --   95.80  63.00-179.51   25
 57  ω     67.00 128.00   1.00    1.00    --   95.80 -82.00-150.00   61
 58  ω     65.00  95.00   1.00    1.00    --   95.80  77.00   0.00   30
 59  ω    160.00 185.00   1.00    1.00    --   95.80  77.00  90.00   25
 60  ω     65.00 159.00   1.00    1.00    --   95.80  77.00 -30.00   94
 61  ω     65.00 133.00   1.00    1.00    --   95.80  77.00 150.00   68
 62  ω     71.00 178.00   1.00    1.00    --   95.80  61.00  60.00  107
 63  ω     68.00  96.00   1.00    1.00    --   95.80  68.00  35.48   28
 64  ω    136.00 162.00   1.00    1.00    --   95.80  68.00  35.48   26
 65  ω     65.00  90.00   1.00    1.00    --   95.80  78.00 105.83   25
 66  ω    127.00 153.00   1.00    1.00    --   95.80  77.00  90.00   26
 67  ω     67.00  93.00   1.00    1.00    --   95.80  72.00  82.83   26
 68  ω     70.00  95.00   1.00    1.00    --   95.80  63.00  72.56   25
 69  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  90.00   25
 70  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  30.00   25
 71  ω     34.00 117.00   1.00    1.00    --   95.80 -82.00-180.00   83
 72  ω     67.00 130.00   1.00    1.00    --   95.80  72.00-121.87   63
 73  ω     64.00  90.00   1.00    1.00    --   95.80  81.00-163.44   26
 74  ω     75.00 176.00   1.00    1.00    --   95.80  45.00-120.00  101
 75  ω     65.00 176.00   1.00    1.00    --   95.80  77.00 -11.63  111
 76  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-150.00   25
 77  ω     70.00 130.00   1.00    1.00    --   95.80  64.00 -58.82   60
 78  ω     63.00  89.00   1.00    1.00    --   95.80  82.00-120.00   26
 79  ω     63.00  88.00   1.00    1.00    --   95.80  82.00  30.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0903873000
_diffrn_orient_matrix_UB_12      0.0969805000
_diffrn_orient_matrix_UB_13      -0.0140768000
_diffrn_orient_matrix_UB_21      -0.1301016000
_diffrn_orient_matrix_UB_22      0.0607189000
_diffrn_orient_matrix_UB_23      -0.0181432000
_diffrn_orient_matrix_UB_31      -0.0195456000
_diffrn_orient_matrix_UB_32      0.0442425000
_diffrn_orient_matrix_UB_33      0.0557752000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.764
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                5440
_reflns_number_total             5514
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 2330 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.023(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     386
_refine_ls_number_reflns         5514
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0282
_refine_ls_restrained_S_all      1.067
_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)+(0.0453P)²+0.5364P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0759
_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:
 C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C34(H34), C33(H33), C32(H32), C31(H31), C30(H30)
2.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C24(H24A,H24B,
 H24C), C23(H23A,H23B,H23C), C26(H26A,H26B,H26C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.58284(5) 0.88951(4) 0.59092(2) 0.02216(13) Uani 1 1 d . . . . .
O1 O 0.61353(14) 0.78106(11) 0.62589(5) 0.0260(3) Uani 1 1 d . . . . .
O2 O 0.3019(2) 0.47199(18) 0.68355(7) 0.0550(5) Uani 1 1 d . . . . .
O3 O 0.29463(15) 0.46040(13) 0.59663(6) 0.0351(4) Uani 1 1 d . . . . .
O4 O 0.53963(17) 0.32388(12) 0.56122(6) 0.0346(4) Uani 1 1 d . . . . .
O5 O 0.7250(2) 0.42774(15) 0.54939(7) 0.0502(5) Uani 1 1 d . . . . .
O6 O 0.84363(16) 0.42280(12) 0.65409(7) 0.0398(4) Uani 1 1 d . . . . .
C1 C 0.5728(2) 0.85140(15) 0.52020(8) 0.0245(4) Uani 1 1 d . . . . .
C2 C 0.6736(2) 0.78105(17) 0.50074(8) 0.0299(5) Uani 1 1 d . . . . .
H2 H 0.740411 0.752126 0.524069 0.036 Uiso 1 1 calc R . . . .
C3 C 0.6779(2) 0.75295(18) 0.44839(9) 0.0341(5) Uani 1 1 d . . . . .
H3 H 0.746616 0.704714 0.436279 0.041 Uiso 1 1 calc R . . . .
C4 C 0.5825(2) 0.79484(18) 0.41363(8) 0.0355(5) Uani 1 1 d . . . . .
H4 H 0.586563 0.776871 0.377540 0.043 Uiso 1 1 calc R . . . .
C5 C 0.4811(3) 0.8632(2) 0.43198(9) 0.0372(5) Uani 1 1 d . . . . .
H5 H 0.414429 0.891590 0.408434 0.045 Uiso 1 1 calc R . . . .
C6 C 0.4762(2) 0.89045(18) 0.48454(8) 0.0305(4) Uani 1 1 d . . . . .
H6 H 0.405227 0.936873 0.496529 0.037 Uiso 1 1 calc R . . . .
C7 C 0.4217(2) 0.95424(15) 0.61628(8) 0.0263(4) Uani 1 1 d . . . . .
C8 C 0.3668(2) 0.92407(17) 0.66497(8) 0.0323(5) Uani 1 1 d . . . . .
H8 H 0.408884 0.866888 0.683427 0.039 Uiso 1 1 calc R . . . .
C9 C 0.2535(3) 0.9748(2) 0.68704(10) 0.0419(6) Uani 1 1 d . . . . .
H9 H 0.217999 0.951378 0.719758 0.050 Uiso 1 1 calc R . . . .
C10 C 0.1927(3) 1.0587(2) 0.66163(11) 0.0469(6) Uani 1 1 d . . . . .
H10 H 0.115615 1.094240 0.676742 0.056 Uiso 1 1 calc R . . . .
C11 C 0.2446(3) 1.0913(2) 0.61378(11) 0.0499(7) Uani 1 1 d . . . . .
H11 H 0.203268 1.149866 0.596174 0.060 Uiso 1 1 calc R . . . .
C12 C 0.3562(3) 1.03937(19) 0.59128(10) 0.0382(5) Uani 1 1 d . . . . .
H12 H 0.389030 1.062187 0.558055 0.046 Uiso 1 1 calc R . . . .
C13 C 0.7343(2) 0.98160(17) 0.60310(8) 0.0291(4) Uani 1 1 d . . . . .
C16 C 0.8717(2) 0.9238(2) 0.59447(12) 0.0479(6) Uani 1 1 d . . . . .
H16A H 0.876881 0.861956 0.617764 0.072 Uiso 1 1 calc GR . . . .
H16B H 0.948532 0.972402 0.602101 0.072 Uiso 1 1 calc GR . . . .
H16C H 0.877693 0.900110 0.557988 0.072 Uiso 1 1 calc GR . . . .
C14 C 0.7302(3) 1.0230(2) 0.65961(10) 0.0414(6) Uani 1 1 d . . . . .
H14A H 0.643167 1.061348 0.665521 0.062 Uiso 1 1 calc GR . . . .
H14B H 0.808447 1.071272 0.665478 0.062 Uiso 1 1 calc GR . . . .
H14C H 0.736353 0.962794 0.683925 0.062 Uiso 1 1 calc GR . . . .
C15 C 0.7245(3) 1.0773(2) 0.56625(11) 0.0456(6) Uani 1 1 d . . . . .
H15A H 0.727928 1.052574 0.529881 0.068 Uiso 1 1 calc GR . . . .
H15B H 0.802296 1.125602 0.572857 0.068 Uiso 1 1 calc GR . . . .
H15C H 0.637102 1.114908 0.572405 0.068 Uiso 1 1 calc GR . . . .
C17 C 0.5025(2) 0.52284(15) 0.63310(8) 0.0233(4) Uani 1 1 d . . . . .
C18 C 0.5208(2) 0.60703(15) 0.58877(8) 0.0267(4) Uani 1 1 d . . . . .
H18A H 0.608362 0.599775 0.568929 0.032 Uiso 1 1 calc R . . . .
H18B H 0.440311 0.612594 0.564899 0.032 Uiso 1 1 calc R . . . .
C19 C 0.5247(2) 0.69281(15) 0.63112(8) 0.0238(4) Uani 1 1 d . . . . .
H19 H 0.428360 0.718825 0.637652 0.029 Uiso 1 1 calc R . . . .
C20 C 0.56211(19) 0.60752(15) 0.67308(7) 0.0223(4) Uani 1 1 d . . . . .
C21 C 0.7141(2) 0.57531(15) 0.67529(7) 0.0222(4) Uani 1 1 d . . . . .
N1 N 0.73239(18) 0.48002(13) 0.65488(7) 0.0262(4) Uani 1 1 d . . . . .
C22 C 0.6057(2) 0.42863(16) 0.63318(8) 0.0261(4) Uani 1 1 d . . . . .
C24 C 0.5681(3) 0.33536(17) 0.66867(9) 0.0350(5) Uani 1 1 d . . . . .
H24A H 0.547897 0.361862 0.703947 0.052 Uiso 1 1 calc GR . . . .
H24B H 0.645851 0.285307 0.670198 0.052 Uiso 1 1 calc GR . . . .
H24C H 0.486213 0.298973 0.654691 0.052 Uiso 1 1 calc GR . . . .
C23 C 0.4991(2) 0.62030(17) 0.72748(8) 0.0282(4) Uani 1 1 d . . . . .
H23A H 0.401389 0.640442 0.724217 0.042 Uiso 1 1 calc GR . . . .
H23B H 0.549156 0.675890 0.746648 0.042 Uiso 1 1 calc GR . . . .
H23C H 0.506240 0.552763 0.746532 0.042 Uiso 1 1 calc GR . . . .
C25 C 0.3556(2) 0.48446(17) 0.64159(9) 0.0292(5) Uani 1 1 d . . . . .
C26 C 0.1595(2) 0.4109(2) 0.60127(11) 0.0433(6) Uani 1 1 d . . . . .
H26A H 0.122209 0.396784 0.566265 0.065 Uiso 1 1 calc GR . . . .
H26B H 0.096772 0.458767 0.620157 0.065 Uiso 1 1 calc GR . . . .
H26C H 0.168125 0.343709 0.620517 0.065 Uiso 1 1 calc GR . . . .
C27 C 0.6357(2) 0.39357(17) 0.57682(8) 0.0302(4) Uani 1 1 d . . . . .
C28 C 0.5444(3) 0.2973(2) 0.50626(10) 0.0483(7) Uani 1 1 d . . . . .
H28A H 0.532052 0.362140 0.485396 0.072 Uiso 1 1 calc GR . . . .
H28B H 0.470117 0.246757 0.498097 0.072 Uiso 1 1 calc GR . . . .
H28C H 0.634183 0.265053 0.497986 0.072 Uiso 1 1 calc GR . . . .
C29 C 0.8247(2) 0.63538(16) 0.70146(7) 0.0240(4) Uani 1 1 d . . . . .
C34 C 0.7990(2) 0.73867(17) 0.71985(8) 0.0292(4) Uani 1 1 d . . . . .
H34 H 0.710818 0.770090 0.713952 0.035 Uiso 1 1 calc R . . . .
C33 C 0.8994(3) 0.79584(18) 0.74642(9) 0.0363(5) Uani 1 1 d . . . . .
H33 H 0.879065 0.865303 0.759002 0.044 Uiso 1 1 calc R . . . .
C32 C 1.0291(2) 0.7525(2) 0.75477(9) 0.0368(5) Uani 1 1 d . . . . .
H32 H 1.097760 0.791436 0.773348 0.044 Uiso 1 1 calc R . . . .
C31 C 1.0577(2) 0.6519(2) 0.73574(8) 0.0348(5) Uani 1 1 d . . . . .
H31 H 1.147536 0.622565 0.740567 0.042 Uiso 1 1 calc R . . . .
C30 C 0.9579(2) 0.59328(18) 0.70981(8) 0.0295(4) Uani 1 1 d . . . . .
H30 H 0.979504 0.523823 0.697504 0.035 Uiso 1 1 calc R . . . .


_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
Si1 O1 1.6552(14) . ?
Si1 C1 1.871(2) . ?
Si1 C7 1.871(2) . ?
Si1 C13 1.890(2) . ?
O1 C19 1.407(2) . ?
O2 C25 1.201(3) . ?
O3 C25 1.326(3) . ?
O3 C26 1.450(3) . ?
O4 C27 1.336(3) . ?
O4 C28 1.444(3) . ?
O5 C27 1.191(3) . ?
O6 N1 1.292(2) . ?
C1 C2 1.405(3) . ?
C1 C6 1.393(3) . ?
C2 C3 1.384(3) . ?
C3 C4 1.383(3) . ?
C4 C5 1.384(3) . ?
C5 C6 1.387(3) . ?
C7 C8 1.404(3) . ?
C7 C12 1.396(3) . ?
C8 C9 1.386(3) . ?
C9 C10 1.369(4) . ?
C10 C11 1.383(4) . ?
C11 C12 1.384(3) . ?
C13 C16 1.527(3) . ?
C13 C14 1.535(3) . ?
C13 C15 1.529(3) . ?
C17 C18 1.559(3) . ?
C17 C20 1.583(3) . ?
C17 C22 1.547(3) . ?
C17 C25 1.513(3) . ?
C18 C19 1.527(3) . ?
C19 C20 1.557(3) . ?
C20 C21 1.523(3) . ?
C20 C23 1.526(3) . ?
C21 N1 1.317(3) . ?
C21 C29 1.468(3) . ?
N1 C22 1.490(3) . ?
C22 C24 1.525(3) . ?
C22 C27 1.533(3) . ?
C29 C34 1.401(3) . ?
C29 C30 1.406(3) . ?
C34 C33 1.384(3) . ?
C33 C32 1.382(4) . ?
C32 C31 1.381(4) . ?
C31 C30 1.382(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Si1 C1 108.67(8) . . ?
O1 Si1 C7 108.62(8) . . ?
O1 Si1 C13 106.01(8) . . ?
C1 Si1 C13 110.83(9) . . ?
C7 Si1 C1 113.73(9) . . ?
C7 Si1 C13 108.69(9) . . ?
C19 O1 Si1 126.15(12) . . ?
C25 O3 C26 115.25(18) . . ?
C27 O4 C28 114.80(19) . . ?
C2 C1 Si1 117.79(15) . . ?
C6 C1 Si1 125.17(16) . . ?
C6 C1 C2 117.00(19) . . ?
C3 C2 C1 121.5(2) . . ?
C4 C3 C2 120.2(2) . . ?
C3 C4 C5 119.3(2) . . ?
C4 C5 C6 120.3(2) . . ?
C5 C6 C1 121.6(2) . . ?
C8 C7 Si1 120.22(16) . . ?
C12 C7 Si1 123.40(17) . . ?
C12 C7 C8 116.2(2) . . ?
C9 C8 C7 122.3(2) . . ?
C10 C9 C8 119.9(2) . . ?
C9 C10 C11 119.4(2) . . ?
C10 C11 C12 120.6(2) . . ?
C11 C12 C7 121.5(2) . . ?
C16 C13 Si1 110.94(15) . . ?
C16 C13 C14 108.6(2) . . ?
C16 C13 C15 109.7(2) . . ?
C14 C13 Si1 110.01(15) . . ?
C15 C13 Si1 109.36(16) . . ?
C15 C13 C14 108.15(19) . . ?
C18 C17 C20 88.40(14) . . ?
C22 C17 C18 116.51(16) . . ?
C22 C17 C20 106.17(16) . . ?
C25 C17 C18 115.23(17) . . ?
C25 C17 C20 117.53(16) . . ?
C25 C17 C22 111.10(16) . . ?
C19 C18 C17 88.07(14) . . ?
O1 C19 C18 120.22(17) . . ?
O1 C19 C20 117.75(16) . . ?
C18 C19 C20 90.49(14) . . ?
C19 C20 C17 86.19(13) . . ?
C21 C20 C17 101.31(15) . . ?
C21 C20 C19 115.54(15) . . ?
C21 C20 C23 112.23(16) . . ?
C23 C20 C17 120.89(16) . . ?
C23 C20 C19 117.54(16) . . ?
N1 C21 C20 110.81(17) . . ?
N1 C21 C29 123.34(18) . . ?
C29 C21 C20 125.53(17) . . ?
O6 N1 C21 128.49(17) . . ?
O6 N1 C22 115.83(15) . . ?
C21 N1 C22 115.53(16) . . ?
N1 C22 C17 101.44(15) . . ?
N1 C22 C24 107.87(16) . . ?
N1 C22 C27 108.60(16) . . ?
C24 C22 C17 115.75(17) . . ?
C24 C22 C27 112.51(17) . . ?
C27 C22 C17 109.88(16) . . ?
O2 C25 O3 123.5(2) . . ?
O2 C25 C17 125.0(2) . . ?
O3 C25 C17 111.38(18) . . ?
O4 C27 C22 109.71(17) . . ?
O5 C27 O4 124.3(2) . . ?
O5 C27 C22 125.9(2) . . ?
C34 C29 C21 119.92(18) . . ?
C34 C29 C30 117.3(2) . . ?
C30 C29 C21 122.74(19) . . ?
C33 C34 C29 121.3(2) . . ?
C32 C33 C34 120.4(2) . . ?
C31 C32 C33 119.1(2) . . ?
C32 C31 C30 121.1(2) . . ?
C31 C30 C29 120.7(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 1.914
_oxdiff_exptl_absorpt_empirical_full_min 0.560
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_3074
_audit_block_doi                 10.5517/ccdc.csd.cc2fz2k2
_database_code_depnum_ccdc_archive 'CCDC 2263234'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;
_audit_creation_date             2023-03-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H31 N O8 S'
_chemical_formula_sum            'C30 H31 N O8 S'
_chemical_formula_weight         565.62
_chemical_absolute_configuration unk
_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'
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                   12.63180(10)
_cell_length_b                   7.14960(10)
_cell_length_c                   15.68420(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.2370(10)
_cell_angle_gamma                90
_cell_volume                     1389.32(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    24674
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      74.2020
_cell_measurement_theta_min      3.5720
_shelx_estimated_absorpt_T_max   0.682
_shelx_estimated_absorpt_T_min   0.596
_exptl_absorpt_coefficient_mu    1.482
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78366
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             596
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            29729
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.069
_diffrn_reflns_theta_max         67.069
_diffrn_reflns_theta_min         2.872
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      7.00  87.00   1.00    1.00    --    0.00  77.00-120.00   80
  2  ω    -24.00  81.00   1.00    1.00    --    0.00  19.00  30.00  105
  3  ω     -6.00  19.00   1.00    1.00    --    0.00 -37.00 -90.00   25
  4  ω     45.00  72.00   1.00    1.00    --    0.00  37.00 120.00   27
  5  ω     40.00  78.00   1.00    1.00    --    0.00  57.00-150.00   38
  6  ω     59.00  84.00   1.00    1.00    --    0.00  37.00-180.00   25
  7  ω     31.00  57.00   1.00    1.00    --    0.00  37.00-180.00   26
  8  ω     29.00  60.00   1.00    1.00    --    0.00  57.00  30.00   31
  9  ω    -44.00  -9.00   1.00    1.00    --    0.00 -82.00-120.00   35
 10  ω    -19.00  26.00   1.00    1.00    --    0.00  37.00 120.00   45
 11  ω    -88.00 -48.00   1.00    1.00    --    0.00 -82.00-120.00   40
 12  ω    -56.00 -25.00   1.00    1.00    --    0.00 -37.00 -90.00   31
 13  ω    -21.00  13.00   1.00    1.00    --    0.00  57.00  30.00   34
 14  ω    -23.00  33.00   1.00    1.00    --    0.00  57.00-150.00   56
 15  ω     68.00  93.00   1.00    1.00    --   95.80  70.00  98.18   25
 16  ω    136.00 185.00   1.00    1.00    --   95.80  74.00 -87.31   49
 17  ω     71.00 185.00   1.00    1.00    --   95.80  61.00  63.85  114
 18  ω     66.00 123.00   1.00    1.00    --   95.80  74.00 -87.31   57
 19  ω      6.00 128.00   1.00    1.00    --   95.80 -82.00 131.81  122
 20  ω     71.00 180.00   1.00    1.00    --   95.80  63.00 129.34  109
 21  ω    109.00 167.00   1.00    1.00    --   95.80  63.00-137.48   58
 22  ω     72.00 120.00   1.00    1.00    --   95.80  61.00  90.00   48
 23  ω     48.00 117.00   1.00    1.00    --   95.80 -82.00-150.00   69
 24  ω     63.00 124.00   1.00    1.00    --   95.80  82.00 150.00   61
 25  ω     63.00 103.00   1.00    1.00    --   95.80  82.00-120.00   40
 26  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -30.00   25
 27  ω    112.00 138.00   1.00    1.00    --   95.80  77.00 -30.00   26
 28  ω     66.00  91.00   1.00    1.00    --   95.80  77.00 -60.00   25
 29  ω    100.00 126.00   1.00    1.00    --   95.80  77.00 -60.00   26
 30  ω     64.00  90.00   1.00    1.00    --   95.80  82.00   0.00   26
 31  ω     68.00  93.00   1.00    1.00    --   95.80  68.00-119.09   25
 32  ω      6.00 125.00   1.00    1.00    --   95.80 -82.00  30.00  119
 33  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  30.00   26
 34  ω     70.00  96.00   1.00    1.00    --   95.80  63.00   3.64   26
 35  ω    142.00 167.00   1.00    1.00    --   95.80  54.00  23.89   25
 36  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-150.00   25
 37  ω      6.00 120.00   1.00    1.00    --   95.80 -61.00 -90.00  114
 38  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 120.00   25
 39  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  60.00   25
 40  ω    115.00 142.00   1.00    1.00    --   95.80  81.00 137.48   27
 41  ω     66.00  91.00   1.00    1.00    --   95.80  77.00-180.00   25
 42  ω     62.00 121.00   1.00    1.00    --   95.80 -77.00  60.00   59
 43  ω     72.00  98.00   1.00    1.00    --   95.80  61.00 120.00   26
 44  ω     65.00  91.00   1.00    1.00    --   95.80  82.00 -90.00   26
 45  ω     71.00 185.00   1.00    1.00    --   95.80  61.00 -30.00  114
 46  ω     71.00  96.00   1.00    1.00    --   95.80  61.00-150.00   25
 47  ω     71.00 167.00   1.00    1.00    --   95.80  61.00-120.00   96
 48  ω     71.00 139.00   1.00    1.00    --   95.80  61.00   0.00   68
 49  ω     71.00 124.00   1.00    1.00    --   95.80  61.00  30.00   53
 50  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-120.00   26
 51  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 -60.00   26
 52  ω    123.00 180.00   1.00    1.00    --   95.80  82.00   0.00   57
 53  ω     58.00 124.00   1.00    1.00    --   95.80 -82.00 -60.00   66
 54  ω     75.00 100.00   1.00    1.00    --   95.80  45.00 -30.00   25
 55  ω     75.00 124.00   1.00    1.00    --   95.80  45.00 120.00   49
 56  ω    130.00 158.00   1.00    1.00    --   95.80  45.00 120.00   28
 57  ω     64.00  90.00   1.00    1.00    --   95.80  81.00 137.48   26
 58  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 120.00   25
 59  ω     73.00  98.00   1.00    1.00    --   95.80  54.00  23.89   25
 60  ω     70.00 106.00   1.00    1.00    --   95.80  63.00-137.48   36
 61  ω     72.00 183.00   1.00    1.00    --   95.80  55.00-157.61  111
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1068932000
_diffrn_orient_matrix_UB_12      0.1067559000
_diffrn_orient_matrix_UB_13      0.0291519000
_diffrn_orient_matrix_UB_21      0.0089914000
_diffrn_orient_matrix_UB_22      -0.0778725000
_diffrn_orient_matrix_UB_23      0.0927124000
_diffrn_orient_matrix_UB_31      0.0628761000
_diffrn_orient_matrix_UB_32      -0.1702315000
_diffrn_orient_matrix_UB_33      -0.0241500000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.839
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                4926
_reflns_number_total             4977
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.028
_refine_ls_abs_structure_details 
;
 Flack x determined using 2223 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.000(6)
_refine_ls_extinction_coef       0.0060(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         4977
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0242
_refine_ls_R_factor_gt           0.0240
_refine_ls_restrained_S_all      1.025
_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)+(0.0347P)²+0.2619P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0628
_refine_ls_wR_factor_ref         0.0631
_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:
 C19(H19), C21(H21), C22(H22)
2.b Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B)
2.c Aromatic/amide H refined with riding coordinates:
 C0AA(H0AA), C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11),
 C12(H12), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C24(H24A,H24B,H24C), C27(H27A,H27B,H27C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.79042(4) -0.18187(6) -0.22563(3) 0.02382(13) Uani 1 1 d . . . . .
O1 O -0.69679(12) -0.0648(2) -0.20520(10) 0.0324(3) Uani 1 1 d . . . . .
O2 O -0.87758(13) -0.1304(2) -0.29471(10) 0.0339(4) Uani 1 1 d . . . . .
O3 O -0.92060(12) -0.6539(2) -0.27145(10) 0.0378(4) Uani 1 1 d . . . . .
O4 O -0.94486(11) -0.6257(2) -0.41625(9) 0.0319(3) Uani 1 1 d . . . . .
O5 O -0.78152(13) -0.5389(2) -0.53578(10) 0.0325(3) Uani 1 1 d . . . . .
O6 O -0.81479(13) -0.8452(2) -0.55349(9) 0.0318(3) Uani 1 1 d . . . . .
O7 O -0.55914(11) -0.5288(2) -0.43767(9) 0.0264(3) Uani 1 1 d . . . . .
O8 O -0.62720(13) -0.2721(2) -0.38571(10) 0.0318(4) Uani 1 1 d . . . . .
N1 N -0.75488(13) -0.3930(2) -0.24854(10) 0.0213(3) Uani 1 1 d . . . . .
C0AA C -0.72317(17) -0.6236(3) -0.08618(13) 0.0279(4) Uani 1 1 d . . . . .
H0AA H -0.779657 -0.674206 -0.128883 0.033 Uiso 1 1 calc R . . . .
C1 C -0.84018(16) -0.2086(3) -0.12909(13) 0.0249(4) Uani 1 1 d . . . . .
C2 C -0.77766(17) -0.1538(3) -0.05053(14) 0.0290(5) Uani 1 1 d . . . . .
H2 H -0.709597 -0.095679 -0.048615 0.035 Uiso 1 1 calc R . . . .
C3 C -0.81598(18) -0.1849(4) 0.02539(14) 0.0333(5) Uani 1 1 d . . . . .
H3 H -0.773027 -0.148775 0.079519 0.040 Uiso 1 1 calc R . . . .
C4 C -0.9156(2) -0.2677(3) 0.02396(15) 0.0334(5) Uani 1 1 d . . . . .
C5 C -0.97744(19) -0.3181(3) -0.05624(16) 0.0349(5) Uani 1 1 d . . . . .
H5 H -1.046577 -0.372444 -0.058527 0.042 Uiso 1 1 calc R . . . .
C6 C -0.94046(17) -0.2910(3) -0.13236(14) 0.0305(5) Uani 1 1 d . . . . .
H6 H -0.983081 -0.328115 -0.186469 0.037 Uiso 1 1 calc R . . . .
C7 C -0.9562(2) -0.3041(4) 0.10683(17) 0.0470(6) Uani 1 1 d . . . . .
H7A H -0.913379 -0.403948 0.139742 0.071 Uiso 1 1 calc GR . . . .
H7B H -1.032171 -0.342164 0.092601 0.071 Uiso 1 1 calc GR . . . .
H7C H -0.949534 -0.189756 0.141944 0.071 Uiso 1 1 calc GR . . . .
C8 C -0.64292(16) -0.5161(3) -0.11138(12) 0.0232(4) Uani 1 1 d . . . . .
C9 C -0.55898(18) -0.4485(3) -0.04802(14) 0.0323(5) Uani 1 1 d . . . . .
H9 H -0.502528 -0.378146 -0.064676 0.039 Uiso 1 1 calc R . . . .
C10 C -0.5571(2) -0.4831(4) 0.03948(15) 0.0401(6) Uani 1 1 d . . . . .
H10 H -0.499540 -0.436261 0.082368 0.048 Uiso 1 1 calc R . . . .
C11 C -0.6384(2) -0.5850(4) 0.06393(14) 0.0396(6) Uani 1 1 d . . . . .
H11 H -0.637982 -0.606063 0.123789 0.048 Uiso 1 1 calc R . . . .
C12 C -0.72089(19) -0.6569(3) 0.00128(14) 0.0352(5) Uani 1 1 d . . . . .
H12 H -0.776249 -0.729541 0.018297 0.042 Uiso 1 1 calc R . . . .
C13 C -0.51727(15) -0.6960(3) -0.26197(11) 0.0227(4) Uani 1 1 d . . . . .
C14 C -0.49778(17) -0.8813(3) -0.28163(13) 0.0272(4) Uani 1 1 d . . . . .
H14 H -0.554482 -0.970477 -0.287253 0.033 Uiso 1 1 calc R . . . .
C15 C -0.39581(19) -0.9368(4) -0.29309(15) 0.0368(5) Uani 1 1 d . . . . .
H15 H -0.384007 -1.063007 -0.307798 0.044 Uiso 1 1 calc R . . . .
C16 C -0.31215(19) -0.8110(4) -0.28334(16) 0.0431(6) Uani 1 1 d . . . . .
H16 H -0.243136 -0.848883 -0.292491 0.052 Uiso 1 1 calc R . . . .
C17 C -0.32951(18) -0.6286(4) -0.26005(16) 0.0420(6) Uani 1 1 d . . . . .
H17 H -0.271285 -0.542128 -0.251124 0.050 Uiso 1 1 calc R . . . .
C18 C -0.43108(17) -0.5705(3) -0.24957(14) 0.0327(5) Uani 1 1 d . . . . .
H18 H -0.441931 -0.444577 -0.233876 0.039 Uiso 1 1 calc R . . . .
C19 C -0.79428(15) -0.4712(3) -0.33529(12) 0.0214(4) Uani 1 1 d . . . . .
H19 H -0.814327 -0.367155 -0.378014 0.026 Uiso 1 1 calc R . . . .
C20 C -0.69572(15) -0.5783(3) -0.35622(12) 0.0200(4) Uani 1 1 d . . . . .
C21 C -0.63298(14) -0.6354(3) -0.26337(11) 0.0199(4) Uani 1 1 d . . . . .
H21 H -0.671771 -0.743951 -0.243389 0.024 Uiso 1 1 calc R . . . .
C22 C -0.64765(15) -0.4666(3) -0.20597(12) 0.0213(4) Uani 1 1 d . . . . .
H22 H -0.591058 -0.370998 -0.210033 0.026 Uiso 1 1 calc R . . . .
C23 C -0.89260(15) -0.5946(3) -0.33467(13) 0.0241(4) Uani 1 1 d . . . . .
C24 C -1.03289(19) -0.7601(4) -0.42740(17) 0.0416(6) Uani 1 1 d . . . . .
H24A H -1.057781 -0.785869 -0.489440 0.062 Uiso 1 1 calc GR . . . .
H24B H -1.092592 -0.708639 -0.403167 0.062 Uiso 1 1 calc GR . . . .
H24C H -1.007615 -0.876459 -0.397096 0.062 Uiso 1 1 calc GR . . . .
C25 C -0.72429(16) -0.7490(3) -0.41535(13) 0.0221(4) Uani 1 1 d . . . . .
H25A H -0.657757 -0.821129 -0.416763 0.027 Uiso 1 1 calc R . . . .
H25B H -0.774021 -0.830848 -0.390770 0.027 Uiso 1 1 calc R . . . .
C26 C -0.77648(15) -0.6954(3) -0.50668(12) 0.0240(4) Uani 1 1 d . . . . .
C27 C -0.8660(2) -0.8057(4) -0.64243(14) 0.0405(6) Uani 1 1 d . . . . .
H27A H -0.890004 -0.923072 -0.672347 0.061 Uiso 1 1 calc GR . . . .
H27B H -0.814309 -0.743527 -0.672174 0.061 Uiso 1 1 calc GR . . . .
H27C H -0.928370 -0.723885 -0.643038 0.061 Uiso 1 1 calc GR . . . .
C28 C -0.62630(15) -0.4389(3) -0.39562(12) 0.0223(4) Uani 1 1 d . . . . .
C29 C -0.4860(2) -0.4132(4) -0.47396(16) 0.0380(5) Uani 1 1 d . . . . .
H29A H -0.526879 -0.336970 -0.521053 0.057 Uiso 1 1 calc GR . . . .
H29B H -0.434827 -0.492552 -0.496928 0.057 Uiso 1 1 calc GR . . . .
H29C H -0.446428 -0.331163 -0.428644 0.057 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4331(15) . ?
S1 O2 1.4340(16) . ?
S1 N1 1.6347(17) . ?
S1 C1 1.759(2) . ?
O3 C23 1.194(3) . ?
O4 C23 1.339(2) . ?
O4 C24 1.454(3) . ?
O5 C26 1.205(3) . ?
O6 C26 1.335(3) . ?
O6 C27 1.447(3) . ?
O7 C28 1.337(2) . ?
O7 C29 1.437(3) . ?
O8 C28 1.203(3) . ?
N1 C19 1.465(2) . ?
N1 C22 1.485(2) . ?
C0AA H0AA 0.9500 . ?
C0AA C8 1.389(3) . ?
C0AA C12 1.387(3) . ?
C1 C2 1.384(3) . ?
C1 C6 1.389(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.388(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(3) . ?
C4 C5 1.393(3) . ?
C4 C7 1.510(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.378(3) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.391(3) . ?
C8 C22 1.515(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.390(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.373(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.385(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(3) . ?
C13 C18 1.395(3) . ?
C13 C21 1.520(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.393(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.373(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(3) . ?
C18 H18 0.9500 . ?
C19 H19 1.0000 . ?
C19 C20 1.550(3) . ?
C19 C23 1.525(3) . ?
C20 C21 1.570(2) . ?
C20 C25 1.533(3) . ?
C20 C28 1.535(3) . ?
C21 H21 1.0000 . ?
C21 C22 1.539(3) . ?
C22 H22 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.505(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
O1 S1 O2 119.85(10) . . ?
O1 S1 N1 109.77(9) . . ?
O1 S1 C1 106.79(10) . . ?
O2 S1 N1 105.90(9) . . ?
O2 S1 C1 109.13(9) . . ?
N1 S1 C1 104.37(9) . . ?
C23 O4 C24 116.59(18) . . ?
C26 O6 C27 114.83(18) . . ?
C28 O7 C29 115.93(17) . . ?
C19 N1 S1 119.88(13) . . ?
C19 N1 C22 113.41(15) . . ?
C22 N1 S1 119.59(13) . . ?
C8 C0AA H0AA 120.0 . . ?
C12 C0AA H0AA 120.0 . . ?
C12 C0AA C8 120.0(2) . . ?
C2 C1 S1 119.84(15) . . ?
C2 C1 C6 120.73(18) . . ?
C6 C1 S1 119.38(16) . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 118.96(19) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 118.2(2) . . ?
C3 C4 C7 121.3(2) . . ?
C5 C4 C7 120.5(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.4(2) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 H6 120.4 . . ?
C5 C6 C1 119.2(2) . . ?
C5 C6 H6 120.4 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C0AA C8 C9 119.07(19) . . ?
C0AA C8 C22 121.07(17) . . ?
C9 C8 C22 119.83(19) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.5(2) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.0(2) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0(2) . . ?
C12 C11 H11 120.0 . . ?
C0AA C12 H12 119.8 . . ?
C11 C12 C0AA 120.4(2) . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C18 118.42(19) . . ?
C14 C13 C21 118.58(18) . . ?
C18 C13 C21 122.7(2) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.7(2) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.4 . . ?
C15 C16 C17 119.3(2) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.7(2) . . ?
C18 C17 H17 119.6 . . ?
C13 C18 H18 119.8 . . ?
C17 C18 C13 120.3(2) . . ?
C17 C18 H18 119.8 . . ?
N1 C19 H19 109.5 . . ?
N1 C19 C20 104.10(15) . . ?
N1 C19 C23 110.14(15) . . ?
C20 C19 H19 109.5 . . ?
C23 C19 H19 109.5 . . ?
C23 C19 C20 113.83(16) . . ?
C19 C20 C21 102.31(14) . . ?
C25 C20 C19 114.67(15) . . ?
C25 C20 C21 111.74(15) . . ?
C25 C20 C28 111.05(15) . . ?
C28 C20 C19 108.06(15) . . ?
C28 C20 C21 108.53(14) . . ?
C13 C21 C20 113.42(14) . . ?
C13 C21 H21 107.6 . . ?
C13 C21 C22 116.10(16) . . ?
C20 C21 H21 107.6 . . ?
C22 C21 C20 103.99(14) . . ?
C22 C21 H21 107.6 . . ?
N1 C22 C8 112.43(16) . . ?
N1 C22 C21 102.60(14) . . ?
N1 C22 H22 109.3 . . ?
C8 C22 C21 113.78(16) . . ?
C8 C22 H22 109.3 . . ?
C21 C22 H22 109.3 . . ?
O3 C23 O4 124.35(19) . . ?
O3 C23 C19 125.75(18) . . ?
O4 C23 C19 109.89(16) . . ?
O4 C24 H24A 109.5 . . ?
O4 C24 H24B 109.5 . . ?
O4 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 C25 H25A 109.1 . . ?
C20 C25 H25B 109.1 . . ?
H25A C25 H25B 107.9 . . ?
C26 C25 C20 112.38(17) . . ?
C26 C25 H25A 109.1 . . ?
C26 C25 H25B 109.1 . . ?
O5 C26 O6 123.36(18) . . ?
O5 C26 C25 125.30(18) . . ?
O6 C26 C25 111.32(18) . . ?
O6 C27 H27A 109.5 . . ?
O6 C27 H27B 109.5 . . ?
O6 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O7 C28 C20 110.71(16) . . ?
O8 C28 O7 124.32(19) . . ?
O8 C28 C20 124.82(18) . . ?
O7 C29 H29A 109.5 . . ?
O7 C29 H29B 109.5 . . ?
O7 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

_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 2.016
_oxdiff_exptl_absorpt_empirical_full_min 0.644
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_3027
_audit_block_doi                 10.5517/ccdc.csd.cc2fz2l3
_database_code_depnum_ccdc_archive 'CCDC 2263235'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;
_audit_creation_date             2023-02-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C23 H25 N O6'
_chemical_formula_sum            'C23 H25 N O6'
_chemical_formula_weight         411.46
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   8.9746(3)
_cell_length_b                   9.7722(3)
_cell_length_c                   12.9941(4)
_cell_angle_alpha                89.169(2)
_cell_angle_beta                 76.315(2)
_cell_angle_gamma                69.111(3)
_cell_volume                     1031.41(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13812
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      74.1240
_cell_measurement_theta_min      3.5060
_exptl_absorpt_coefficient_mu    0.791
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66635
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.3248
_exptl_crystal_description       block
_exptl_crystal_F_000             437.5210
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.32
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22027
_diffrn_reflns_theta_full        67.0632
_diffrn_reflns_theta_max         67.06
_diffrn_reflns_theta_min         3.51
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9897
_diffrn_measured_fraction_theta_max 0.9897
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00  20.00   1.00    1.00    --    0.00  57.00 150.00   39
  2  ω     25.00  51.00   1.00    1.00    --    0.00  57.00 150.00   26
  3  ω     39.00  65.00   1.00    1.00    --    0.00  37.00  90.00   26
  4  ω    -31.00  42.00   1.00    1.00    --    0.00  82.00  90.00   73
  5  ω     32.00  86.00   1.00    1.00    --    0.00  57.00-120.00   54
  6  ω    -64.00 -38.00   1.00    1.00    --    0.00 -19.00  30.00   26
  7  ω    -24.00  17.00   1.00    1.00    --    0.00 -37.00 -30.00   41
  8  ω    -19.00  14.00   1.00    1.00    --    0.00  37.00  90.00   33
  9  ω    -19.00  28.00   1.00    1.00    --    0.00  57.00-120.00   47
 10  ω    -89.00 -12.00   1.00    1.00    --    0.00 -57.00 -60.00   77
 11  ω    -13.00  23.00   1.00    1.00    --    0.00 -19.00  30.00   36
 12  ω     37.00  87.00   1.00    1.00    --    0.00  57.00-180.00   50
 13  ω    -21.00  13.00   1.00    1.00    --    0.00  57.00-180.00   34
 14  ω    -88.00 -63.00   1.00    1.00    --    0.00 -37.00 -30.00   25
 15  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-150.00   25
 16  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -30.00   25
 17  ω     76.00 122.00   1.00    1.00    --   95.80  45.00 -90.00   46
 18  ω     73.00  98.00   1.00    1.00    --   95.80  61.00 -90.00   25
 19  ω    117.00 173.00   1.00    1.00    --   95.80  77.00  90.00   56
 20  ω     92.00 127.00   1.00    1.00    --   95.80 -82.00-120.00   35
 21  ω     74.00 148.00   1.00    1.00    --   95.80  50.00-150.99   74
 22  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-120.00   26
 23  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 24  ω    151.00 183.00   1.00    1.00    --   95.80  77.00 -90.00   32
 25  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -60.00   25
 26  ω     71.00 128.00   1.00    1.00    --   95.80  61.00-180.00   57
 27  ω     72.00 127.00   1.00    1.00    --   95.80  61.00   0.00   55
 28  ω    140.00 184.00   1.00    1.00    --   95.80  61.00   0.00   44
 29  ω     63.00  89.00   1.00    1.00    --   95.80  82.00-150.00   26
 30  ω    123.00 148.00   1.00    1.00    --   95.80  82.00-150.00   25
 31  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 150.00   25
 32  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  90.00   25
 33  ω     64.00  90.00   1.00    1.00    --   95.80  82.00  60.00   26
 34  ω     92.00 127.00   1.00    1.00    --   95.80 -82.00  30.00   35
 35  ω      6.00  70.00   1.00    1.00    --   95.80 -82.00-120.00   64
 36  ω    134.00 167.00   1.00    1.00    --   95.80  61.00 -30.00   33
 37  ω     71.00 130.00   1.00    1.00    --   95.80  61.00 -30.00   59
 38  ω     61.00 128.00   1.00    1.00    --   95.80 -82.00 120.00   67
 39  ω     27.00  56.00   1.00    1.00    --   95.80 -82.00 120.00   29
 40  ω    112.00 185.00   1.00    1.00    --   95.80  82.00  60.00   73
 41  ω     74.00 103.00   1.00    1.00    --   95.80  61.00 -60.00   29
 42  ω     76.00 120.00   1.00    1.00    --   95.80  45.00 120.00   44
 43  ω     75.00 109.00   1.00    1.00    --   95.80  45.00  90.00   34
 44  ω    141.00 166.00   1.00    1.00    --   95.80  45.00  90.00   25
 45  ω     65.00  90.00   1.00    1.00    --   95.80  77.00   0.00   25
 46  ω     47.00 125.00   1.00    1.00    --   95.80 -82.00 -30.00   78
 47  ω     63.00  97.00   1.00    1.00    --   95.80  82.00   0.00   34
 48  ω     72.00  98.00   1.00    1.00    --   95.80  61.00-120.00   26
 49  ω    113.00 185.00   1.00    1.00    --   95.80  61.00-120.00   72
 50  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 120.00   26
 51  ω     78.00 117.00   1.00    1.00    --   95.80  30.00  60.00   39
 52  ω    132.00 167.00   1.00    1.00    --   95.80  30.00  60.00   35
 53  ω    135.00 161.00   1.00    1.00    --   95.80  77.00  30.00   26
 54  ω     73.00 106.00   1.00    1.00    --   95.80  61.00 150.00   33
 55  ω     71.00  97.00   1.00    1.00    --   95.80  61.00-150.00   26
 56  ω    118.00 185.00   1.00    1.00    --   95.80  61.00-150.00   67
 57  ω      6.00  73.00   1.00    1.00    --   95.80 -82.00-180.00   67
 58  ω     80.00 124.00   1.00    1.00    --   95.80 -82.00-180.00   44
 59  ω     77.00 184.00   1.00    1.00    --   95.80  30.00-180.00  107
 60  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  30.00   25
 61  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  60.00   25
 62  ω    134.00 178.00   1.00    1.00    --   95.80  45.00 -90.00   44
 63  ω     65.00  99.00   1.00    1.00    --   95.80  82.00  30.00   34
 64  ω      6.00 110.00   1.00    1.00    --   95.80 -61.00 -30.00  104
 65  ω     66.00  92.00   1.00    1.00    --   95.80  77.00-180.00   26
 66  ω    111.00 136.00   1.00    1.00    --   95.80  65.00 120.94   25
 67  ω     70.00  96.00   1.00    1.00    --   95.80  65.00 120.94   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1251834000
_diffrn_orient_matrix_UB_12      0.0237675000
_diffrn_orient_matrix_UB_13      0.0540417000
_diffrn_orient_matrix_UB_21      0.1414890000
_diffrn_orient_matrix_UB_22      -0.0866655000
_diffrn_orient_matrix_UB_23      -0.0949200000
_diffrn_orient_matrix_UB_31      -0.0165886000
_diffrn_orient_matrix_UB_32      0.1434099000
_diffrn_orient_matrix_UB_33      -0.0552063000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              11
_reflns_limit_k_min              -11
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                3414
_reflns_number_total             3656
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.2376
_refine_diff_density_min         -0.1534
_refine_diff_density_rms         0.0323
_refine_ls_d_res_high            0.8371
_refine_ls_d_res_low             12.5878
_refine_ls_goodness_of_fit_ref   1.0394
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    43
_refine_ls_number_parameters     274
_refine_ls_number_reflns         3656
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0317
_refine_ls_restrained_S_all      1.0394
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0340P)²+0.3059P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0792
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 N1(H1)
2.b Ternary CH refined with riding coordinates:
 C1(H1a), C2(H2), C4(H4)
2.c Secondary CH2 refined with riding coordinates:
 C9(H9a,H9b)
2.d Aromatic/amide H refined with riding coordinates:
 C23(H23), C22(H22), C21(H21), C20(H20), C19(H19), C16(H16), C15(H15),
 C14(H14), C13(H13), C12(H12)
2.e Idealised Me refined as rotating group:
 C6(H6a,H6b,H6c), C8(H8a,H8b,H8c), C11(H11a,H11b,H11c)
;
_atom_sites_solution_primary     dual
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
O1 O 0.40504(10) 0.84108(10) 0.10570(7) 0.0343(2) Uani 1.000000 .
O2 O 0.19058(9) 0.76528(9) 0.13488(7) 0.02923(19) Uani 1.000000 .
O3 O 0.48638(10) 0.74456(9) 0.36689(7) 0.0299(2) Uani 1.000000 .
O4 O 0.23055(10) 0.80814(9) 0.34671(6) 0.0307(2) Uani 1.000000 .
O5 O 0.27918(11) 0.54007(10) 0.49235(7) 0.0359(2) Uani 1.000000 .
O6 O 0.18833(10) 0.37359(9) 0.43909(6) 0.0303(2) Uani 1.000000 .
N1 N 0.61967(11) 0.54892(11) 0.10441(7) 0.0271(2) Uani 1.000000 .
C1 C 0.70759(13) 0.50770(12) 0.18939(9) 0.0234(2) Uani 1.000000 .
C2 C 0.59127(13) 0.45835(12) 0.27653(8) 0.0222(2) Uani 1.000000 .
C3 C 0.41851(13) 0.57050(12) 0.27190(8) 0.0220(2) Uani 1.000000 .
C4 C 0.44315(13) 0.59256(12) 0.14963(8) 0.0229(2) Uani 1.000000 .
C5 C 0.34726(13) 0.74737(13) 0.12700(8) 0.0246(2) Uani 1.000000 .
C6 C 0.08213(16) 0.91319(15) 0.12613(12) 0.0393(3) Uani 1.000000 .
C7 C 0.38629(13) 0.71413(12) 0.33480(8) 0.0235(2) Uani 1.000000 .
C8 C 0.19602(17) 0.95140(14) 0.39588(11) 0.0410(3) Uani 1.000000 .
C9 C 0.27522(13) 0.51618(13) 0.30919(9) 0.0252(2) Uani 1.000000 .
C10 C 0.25009(13) 0.48035(13) 0.42338(9) 0.0253(2) Uani 1.000000 .
C11 C 0.16887(16) 0.32370(15) 0.54490(10) 0.0362(3) Uani 1.000000 .
C12 C 0.61631(14) 0.23366(13) 0.16543(9) 0.0268(2) Uani 1.000000 .
C13 C 0.61758(14) 0.09200(13) 0.15824(10) 0.0312(3) Uani 1.000000 .
C14 C 0.60989(15) 0.01349(14) 0.24758(11) 0.0362(3) Uani 1.000000 .
C15 C 0.60349(16) 0.07701(14) 0.34383(11) 0.0377(3) Uani 1.000000 .
C16 C 0.60242(15) 0.21864(14) 0.35128(9) 0.0304(3) Uani 1.000000 .
C17 C 0.60639(13) 0.30017(12) 0.26252(9) 0.0234(2) Uani 1.000000 .
C18 C 0.88209(13) 0.39839(12) 0.15097(9) 0.0238(2) Uani 1.000000 .
C19 C 0.95509(14) 0.35573(13) 0.04409(9) 0.0273(3) Uani 1.000000 .
C20 C 1.11988(15) 0.26473(14) 0.01098(10) 0.0315(3) Uani 1.000000 .
C21 C 1.21363(15) 0.21562(13) 0.08361(11) 0.0329(3) Uani 1.000000 .
C22 C 1.14105(15) 0.25634(13) 0.19078(11) 0.0322(3) Uani 1.000000 .
C23 C 0.97688(14) 0.34664(13) 0.22441(10) 0.0287(3) Uani 1.000000 .
H23 H 0.92832(14) 0.37360(13) 0.29803(10) 0.0344(3) Uiso 1.000000 R
H22 H 1.20429(15) 0.22210(13) 0.24144(11) 0.0387(3) Uiso 1.000000 R
H21 H 1.32653(15) 0.15466(13) 0.06050(11) 0.0395(3) Uiso 1.000000 R
H20 H 1.16840(15) 0.23610(14) -0.06244(10) 0.0378(3) Uiso 1.000000 R
H19 H 0.89214(14) 0.38886(13) -0.00685(9) 0.0327(3) Uiso 1.000000 R
H16 H 0.59894(15) 0.26064(14) 0.41769(9) 0.0365(3) Uiso 1.000000 R
H15 H 0.59982(16) 0.02310(14) 0.40520(11) 0.0453(4) Uiso 1.000000 R
H14 H 0.60900(15) -0.08313(14) 0.24289(11) 0.0434(4) Uiso 1.000000 R
H13 H 0.62376(14) 0.04851(13) 0.09170(10) 0.0375(3) Uiso 1.000000 R
H12 H 0.62227(14) 0.28632(13) 0.10351(9) 0.0321(3) Uiso 1.000000 R
H1a H 0.71377(13) 0.59905(12) 0.21868(9) 0.0281(3) Uiso 1.000000 R
H2 H 0.61146(13) 0.47500(12) 0.34693(8) 0.0266(3) Uiso 1.000000 R
H4 H 0.40380(13) 0.52379(12) 0.11734(8) 0.0275(3) Uiso 1.000000 R
H6a H 0.1111(8) 0.9405(4) 0.0533(2) 0.0590(5) Uiso 1.000000 GR
H6b H -0.03203(19) 0.9178(3) 0.1437(8) 0.0590(5) Uiso 1.000000 GR
H6c H 0.0939(9) 0.9814(2) 0.1754(6) 0.0590(5) Uiso 1.000000 GR
H8a H 0.2776(8) 0.9916(5) 0.3581(5) 0.0614(5) Uiso 1.000000 GR
H8b H 0.0857(5) 1.0171(4) 0.3926(7) 0.0614(5) Uiso 1.000000 GR
H8c H 0.2014(13) 0.9427(2) 0.4703(2) 0.0614(5) Uiso 1.000000 GR
H9a H 0.17286(13) 0.59278(13) 0.29968(9) 0.0302(3) Uiso 1.000000 R
H9b H 0.29634(13) 0.42735(13) 0.26393(9) 0.0302(3) Uiso 1.000000 R
H11a H 0.1131(11) 0.2530(8) 0.5504(3) 0.0543(4) Uiso 1.000000 GR
H11b H 0.27737(17) 0.2764(10) 0.5594(3) 0.0543(4) Uiso 1.000000 GR
H11c H 0.1029(10) 0.4078(2) 0.59675(11) 0.0543(4) Uiso 1.000000 GR
H1 H 0.64026(11) 0.62011(11) 0.07172(7) 0.0325(3) Uiso 1.000000 R


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 1.2031(14) . ?
O2 C5 1.3324(14) . ?
O2 C6 1.4470(15) . ?
O3 C7 1.2002(14) . ?
O4 C7 1.3444(13) . ?
O4 C8 1.4447(15) . ?
O5 C10 1.2027(14) . ?
O6 C10 1.3378(14) . ?
O6 C11 1.4444(14) . ?
N1 C1 1.4755(14) . ?
N1 C4 1.4566(14) . ?
N1 H1 0.8629 . ?
C1 C2 1.5454(15) . ?
C1 C18 1.5151(15) . ?
C1 H1a 1.0000 . ?
C2 C3 1.5617(14) . ?
C2 C17 1.5126(15) . ?
C2 H2 1.0000 . ?
C3 C4 1.5740(14) . ?
C3 C7 1.5342(15) . ?
C3 C9 1.5345(15) . ?
C4 C5 1.5146(16) . ?
C4 H4 1.0000 . ?
C6 H6a 0.9800 . ?
C6 H6b 0.9800 . ?
C6 H6c 0.9800 . ?
C8 H8a 0.9800 . ?
C8 H8b 0.9800 . ?
C8 H8c 0.9800 . ?
C9 C10 1.5026(15) . ?
C9 H9a 0.9900 . ?
C9 H9b 0.9900 . ?
C11 H11a 0.9800 . ?
C11 H11b 0.9800 . ?
C11 H11c 0.9800 . ?
C12 C13 1.3846(17) . ?
C12 C17 1.3969(16) . ?
C12 H12 0.9500 . ?
C13 C14 1.3838(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.3852(18) . ?
C15 H15 0.9500 . ?
C16 C17 1.3930(16) . ?
C16 H16 0.9500 . ?
C18 C19 1.3868(16) . ?
C18 C23 1.3976(16) . ?
C19 C20 1.3912(16) . ?
C19 H19 0.9500 . ?
C20 C21 1.3797(18) . ?
C20 H20 0.9500 . ?
C21 C22 1.3870(19) . ?
C21 H21 0.9500 . ?
C22 C23 1.3856(17) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?

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
C6 O2 C5 115.85(10) . . ?
C8 O4 C7 114.58(9) . . ?
C11 O6 C10 115.65(9) . . ?
C4 N1 C1 109.75(8) . . ?
H1 N1 C1 110.8 . . ?
H1 N1 C4 109.63(6) . . ?
C2 C1 N1 104.20(8) . . ?
C18 C1 N1 113.49(9) . . ?
C18 C1 C2 116.04(9) . . ?
H1a C1 N1 107.57(6) . . ?
H1a C1 C2 107.57(6) . . ?
H1a C1 C18 107.57(6) . . ?
C3 C2 C1 101.92(8) . . ?
C17 C2 C1 115.51(9) . . ?
C17 C2 C3 112.99(9) . . ?
H2 C2 C1 108.69(6) . . ?
H2 C2 C3 108.69(5) . . ?
H2 C2 C17 108.69(6) . . ?
C4 C3 C2 101.98(8) . . ?
C7 C3 C2 108.61(8) . . ?
C7 C3 C4 110.60(9) . . ?
C9 C3 C2 115.26(9) . . ?
C9 C3 C4 109.01(8) . . ?
C9 C3 C7 111.02(9) . . ?
C3 C4 N1 106.78(8) . . ?
C5 C4 N1 112.72(9) . . ?
C5 C4 C3 112.92(9) . . ?
H4 C4 N1 108.08(6) . . ?
H4 C4 C3 108.08(6) . . ?
H4 C4 C5 108.08(6) . . ?
O2 C5 O1 124.97(11) . . ?
C4 C5 O1 124.40(10) . . ?
C4 C5 O2 110.63(10) . . ?
H6a C6 O2 109.5 . . ?
H6b C6 O2 109.5 . . ?
H6b C6 H6a 109.5 . . ?
H6c C6 O2 109.5 . . ?
H6c C6 H6a 109.5 . . ?
H6c C6 H6b 109.5 . . ?
O4 C7 O3 122.65(10) . . ?
C3 C7 O3 125.70(10) . . ?
C3 C7 O4 111.60(9) . . ?
H8a C8 O4 109.5 . . ?
H8b C8 O4 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 O4 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
C10 C9 C3 113.16(9) . . ?
H9a C9 C3 108.95(6) . . ?
H9a C9 C10 108.95(6) . . ?
H9b C9 C3 108.95(6) . . ?
H9b C9 C10 108.95(6) . . ?
H9b C9 H9a 107.8 . . ?
O6 C10 O5 124.00(10) . . ?
C9 C10 O5 125.09(11) . . ?
C9 C10 O6 110.91(9) . . ?
H11a C11 O6 109.5 . . ?
H11b C11 O6 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 O6 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
C17 C12 C13 120.89(11) . . ?
H12 C12 C13 119.56(7) . . ?
H12 C12 C17 119.56(7) . . ?
C14 C13 C12 120.28(11) . . ?
H13 C13 C12 119.86(7) . . ?
H13 C13 C14 119.86(7) . . ?
C15 C14 C13 119.40(12) . . ?
H14 C14 C13 120.30(7) . . ?
H14 C14 C15 120.30(8) . . ?
C16 C15 C14 120.47(12) . . ?
H15 C15 C14 119.77(8) . . ?
H15 C15 C16 119.77(8) . . ?
C17 C16 C15 120.76(11) . . ?
H16 C16 C15 119.62(8) . . ?
H16 C16 C17 119.62(7) . . ?
C12 C17 C2 123.03(10) . . ?
C16 C17 C2 118.73(10) . . ?
C16 C17 C12 118.17(11) . . ?
C19 C18 C1 122.05(10) . . ?
C23 C18 C1 119.15(10) . . ?
C23 C18 C19 118.64(10) . . ?
C20 C19 C18 120.44(11) . . ?
H19 C19 C18 119.78(7) . . ?
H19 C19 C20 119.78(7) . . ?
C21 C20 C19 120.72(11) . . ?
H20 C20 C19 119.64(7) . . ?
H20 C20 C21 119.64(7) . . ?
C22 C21 C20 119.20(11) . . ?
H21 C21 C20 120.40(7) . . ?
H21 C21 C22 120.40(7) . . ?
C23 C22 C21 120.42(11) . . ?
H22 C22 C21 119.79(7) . . ?
H22 C22 C23 119.79(7) . . ?
C22 C23 C18 120.57(11) . . ?
H23 C23 C18 119.72(7) . . ?
H23 C23 C22 119.72(7) . . ?

_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 2.140
_oxdiff_exptl_absorpt_empirical_full_min 0.514
