# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_20200113_pss-89
_database_code_depnum_ccdc_archive 'CCDC 2106603'
loop_
_audit_author_name
_audit_author_address
'Hanli Ruan'
;Huazhong University of Science and Technology
China
;
_audit_update_record             
;
2021-08-31 deposited with the CCDC.	2021-11-08 downloaded from the CCDC.
;
_audit_creation_date             2020-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H34 N2 O4'
_chemical_formula_sum            'C29 H34 N2 O4'
_chemical_formula_weight         474.58
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.69617(11)
_cell_length_b                   17.1438(3)
_cell_length_c                   18.2154(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2403.37(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12601
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      73.3720
_cell_measurement_theta_min      5.4650
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.818
_exptl_absorpt_coefficient_mu    0.698
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73034
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0561
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            32691
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.003
_diffrn_reflns_theta_min         3.540
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -13.00  22.00   0.50    1.00    --    0.00 -57.00-180.00   70
  2  ω    -89.00 -41.00   0.50    1.00    --    0.00 -38.00 150.00   96
  3  ω    -21.00  40.00   0.50    1.00    --    0.00  57.00  60.00  122
  4  ω    -76.00  27.00   0.50    1.00    --    0.00 -10.00 -31.47  206
  5  ω     48.00  74.00   0.50    1.00    --    0.00  57.00  60.00   52
  6  ω    -80.00 -53.00   0.50    1.00    --    0.00 -57.00-180.00   54
  7  ω      9.00  35.00   0.50    1.00    --    0.00  57.00-150.00   52
  8  ω    -41.00 -14.00   0.50    1.00    --    0.00 -77.00  90.00   54
  9  ω     38.00  87.00   0.50    1.00    --    0.00  38.00 -90.00   98
 10  ω    -23.00  17.00   0.50    1.00    --    0.00 -38.00 150.00   80
 11  ω    -16.00  34.00   0.50    1.00    --    0.00  38.00 -90.00  100
 12  ω    -22.00   4.00   0.50    1.00    --    0.00  57.00-150.00   52
 13  ω     -2.00  29.00   0.50    1.00    --    0.00 -77.00  90.00   62
 14  ω    -10.00  85.00   0.50    1.00    --    0.00  38.00 150.00  190
 15  ω     70.00 106.00   0.50    1.50    --   94.60  64.00  42.69   72
 16  ω    126.00 152.00   0.50    1.50    --   94.60  59.00-162.04   52
 17  ω     70.00 161.00   0.50    1.50    --   94.60  64.00 179.51  182
 18  ω     71.00  97.00   0.50    1.50    --   94.60  59.00-162.04   52
 19  ω     69.00 180.00   0.50    1.50    --   94.60  66.00  49.41  222
 20  ω    148.00 173.00   0.50    1.50    --   94.60  59.00 -69.42   50
 21  ω     67.00  93.00   0.50    1.50    --   94.60  73.00-108.47   52
 22  ω     68.00 115.00   0.50    1.50    --   94.60  73.00 118.87   94
 23  ω     71.00 116.00   0.50    1.50    --   94.60  61.00 -43.09   90
 24  ω     66.00  92.00   0.50    1.50    --   94.60  74.00  82.02   52
 25  ω     69.00 106.00   0.50    1.50    --   94.60  68.00 162.81   74
 26  ω    111.00 151.00   0.50    1.50    --   94.60  68.00 162.81   80
 27  ω     70.00 102.00   0.50    1.50    --   94.60  63.00 -16.04   64
 28  ω     67.00  93.00   0.50    1.50    --   94.60  72.00   1.25   52
 29  ω     68.00  93.00   0.50    1.50    --   94.60  71.00 112.68   50
 30  ω     71.00  97.00   0.50    1.50    --   94.60  60.00-155.21   52
 31  ω     68.00  94.00   0.50    1.50    --   94.60  69.00-149.19   52
 32  ω    155.00 182.00   0.50    1.50    --   94.60  58.00 -30.29   54
 33  ω     69.00  94.00   0.50    1.50    --   94.60  68.00 154.77   50
 34  ω    132.00 159.00   0.50    1.50    --   94.60  61.00  81.45   54
 35  ω     72.00 126.00   0.50    1.50    --   94.60  58.00 -30.29  108
 36  ω     72.00  97.00   0.50    1.50    --   94.60  59.00 -69.42   50
 37  ω     71.00 106.00   0.50    1.50    --   94.60  61.00 150.00   70
 38  ω     20.00 125.00   0.50    1.50    --   94.60 -82.00  60.00  210
 39  ω     44.00  73.00   0.50    1.50    --   94.60 -82.00 -90.00   58
 40  ω     80.00 106.00   0.50    1.50    --   94.60 -82.00 -90.00   52
 41  ω     67.00  92.00   0.50    1.50    --   94.60  72.00  56.78   50
 42  ω    132.00 184.00   0.50    1.50    --   94.60  72.00  56.78  104
 43  ω     72.00  97.00   0.50    1.50    --   94.60  61.00  81.45   50
 44  ω      5.00 123.00   0.50    1.50    --   94.60 -77.00-150.00  236
 45  ω     76.00 129.00   0.50    1.50    --   94.60  45.00 -60.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0503653000
_diffrn_orient_matrix_UB_12      0.0861781000
_diffrn_orient_matrix_UB_13      0.0108404000
_diffrn_orient_matrix_UB_21      -0.0676095000
_diffrn_orient_matrix_UB_22      0.0033432000
_diffrn_orient_matrix_UB_23      -0.0795073000
_diffrn_orient_matrix_UB_31      -0.1816335000
_diffrn_orient_matrix_UB_32      -0.0251947000
_diffrn_orient_matrix_UB_33      0.0266609000
_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         0.738
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.971
_reflns_number_gt                4441
_reflns_number_total             4811
_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 1.171.39.28b (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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 1748 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.17(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         4811
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.054
_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)+(0.0476P)²+0.5556P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.0975
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C13(H13), C14(H14), C16(H16), C18(H18),
 C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C15(H15A,H15B), C17(H17A,H17B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C2'(H2'), C5'(H5'), C6'(H6'), C7'(H7'), C8'(H8'), N1'(H1'), N2(H2)
2.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C)
2.e Idealised tetrahedral OH refined as rotating group:
 O2(H2A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3568(3) 0.36039(13) 0.42569(13) 0.0253(5) Uani 1 1 d . . . . .
C2' C 0.2300(4) 0.44836(16) 0.14903(15) 0.0376(6) Uani 1 1 d . . . . .
H2' H 0.2687 0.4946 0.1700 0.045 Uiso 1 1 calc R . . . .
C3 C 0.2702(3) 0.33025(14) 0.30420(13) 0.0265(5) Uani 1 1 d . . . . .
H3 H 0.2630 0.2780 0.2826 0.032 Uiso 1 1 calc R . . . .
C3' C 0.1574(3) 0.38868(15) 0.18680(14) 0.0305(5) Uani 1 1 d . . . . .
C4 C 0.4621(3) 0.35897(14) 0.29991(12) 0.0262(5) Uani 1 1 d . . . . .
H4 H 0.4718 0.3995 0.2622 0.031 Uiso 1 1 calc R . . . .
C4' C 0.1205(3) 0.32876(15) 0.13351(14) 0.0308(5) Uani 1 1 d . . . . .
C5 C 0.5775(3) 0.29092(14) 0.27964(13) 0.0275(5) Uani 1 1 d . . . . .
C5' C 0.0549(4) 0.25335(16) 0.13782(15) 0.0372(6) Uani 1 1 d . . . . .
H5' H 0.0227 0.2324 0.1829 0.045 Uiso 1 1 calc R . . . .
C6 C 0.6872(3) 0.25689(14) 0.32685(13) 0.0263(5) Uani 1 1 d . . . . .
C6' C 0.0384(4) 0.21002(18) 0.07431(17) 0.0445(7) Uani 1 1 d . . . . .
H6' H -0.0027 0.1591 0.0770 0.053 Uiso 1 1 calc R . . . .
C7 C 0.7139(3) 0.28916(14) 0.40373(13) 0.0252(5) Uani 1 1 d . . . . .
H7 H 0.6297 0.2645 0.4367 0.030 Uiso 1 1 calc R . . . .
C7' C 0.0822(4) 0.24147(19) 0.00636(17) 0.0463(7) Uani 1 1 d . . . . .
H7' H 0.0645 0.2119 -0.0358 0.056 Uiso 1 1 calc R . . . .
C8 C 0.6860(3) 0.37710(14) 0.40589(13) 0.0261(5) Uani 1 1 d . . . . .
H8 H 0.7699 0.4008 0.3721 0.031 Uiso 1 1 calc R . . . .
C8' C 0.1506(4) 0.31467(18) 0.00011(15) 0.0426(7) Uani 1 1 d . . . . .
H8' H 0.1817 0.3350 -0.0454 0.051 Uiso 1 1 calc R . . . .
C9 C 0.5013(3) 0.39512(14) 0.37620(13) 0.0255(5) Uani 1 1 d . . . . .
C9' C 0.1720(3) 0.35788(16) 0.06431(14) 0.0343(6) Uani 1 1 d . . . . .
C10 C 0.1325(3) 0.38248(15) 0.26805(14) 0.0322(5) Uani 1 1 d . . . . .
H10A H 0.0180 0.3613 0.2780 0.039 Uiso 1 1 calc R . . . .
H10B H 0.1382 0.4342 0.2895 0.039 Uiso 1 1 calc R . . . .
C11 C 0.5530(4) 0.26156(17) 0.20189(13) 0.0352(6) Uani 1 1 d . . . . .
H11A H 0.4651 0.2920 0.1779 0.053 Uiso 1 1 calc GR . . . .
H11B H 0.5179 0.2078 0.2030 0.053 Uiso 1 1 calc GR . . . .
H11C H 0.6604 0.2662 0.1755 0.053 Uiso 1 1 calc GR . . . .
C12 C 0.7895(4) 0.18485(15) 0.30847(14) 0.0330(6) Uani 1 1 d . . . . .
H12A H 0.7389 0.1597 0.2665 0.050 Uiso 1 1 calc GR . . . .
H12B H 0.7877 0.1498 0.3496 0.050 Uiso 1 1 calc GR . . . .
H12C H 0.9074 0.1990 0.2976 0.050 Uiso 1 1 calc GR . . . .
C13 C 0.7184(3) 0.41214(14) 0.48274(13) 0.0269(5) Uani 1 1 d . . . . .
H13 H 0.6659 0.3777 0.5195 0.032 Uiso 1 1 calc R . . . .
C14 C 0.9118(3) 0.42468(14) 0.50275(14) 0.0301(5) Uani 1 1 d . . . . .
H14 H 0.9868 0.3948 0.4696 0.036 Uiso 1 1 calc R . . . .
C15 C 0.9508(3) 0.40408(15) 0.58229(15) 0.0344(6) Uani 1 1 d . . . . .
H15A H 1.0738 0.4119 0.5912 0.041 Uiso 1 1 calc R . . . .
H15B H 0.9262 0.3492 0.5897 0.041 Uiso 1 1 calc R . . . .
C16 C 0.8466(3) 0.45198(16) 0.63934(15) 0.0348(6) Uani 1 1 d . . . . .
H16 H 0.9218 0.4577 0.6824 0.042 Uiso 1 1 calc R . . . .
C17 C 0.8090(4) 0.53494(16) 0.61128(15) 0.0360(6) Uani 1 1 d . . . . .
H17A H 0.7027 0.5535 0.6340 0.043 Uiso 1 1 calc R . . . .
H17B H 0.9024 0.5690 0.6270 0.043 Uiso 1 1 calc R . . . .
C18 C 0.7902(4) 0.54135(15) 0.52855(14) 0.0333(6) Uani 1 1 d . . . . .
H18 H 0.7810 0.5964 0.5147 0.040 Uiso 1 1 calc R . . . .
C19 C 0.6424(3) 0.49541(14) 0.49265(14) 0.0308(5) Uani 1 1 d . . . . .
H19 H 0.5394 0.4945 0.5243 0.037 Uiso 1 1 calc R . . . .
C20 C 0.6007(4) 0.53221(15) 0.41846(14) 0.0343(6) Uani 1 1 d . . . . .
H20A H 0.5517 0.5836 0.4264 0.041 Uiso 1 1 calc R . . . .
H20B H 0.7077 0.5385 0.3909 0.041 Uiso 1 1 calc R . . . .
C21 C 0.4761(3) 0.48467(14) 0.37403(14) 0.0310(6) Uani 1 1 d . . . . .
C22 C 0.6819(4) 0.41112(19) 0.66567(16) 0.0445(7) Uani 1 1 d . . . . .
H22A H 0.5980 0.4103 0.6267 0.067 Uiso 1 1 calc GR . . . .
H22B H 0.6349 0.4387 0.7070 0.067 Uiso 1 1 calc GR . . . .
H22C H 0.7093 0.3586 0.6799 0.067 Uiso 1 1 calc GR . . . .
N1' N 0.2386(3) 0.43117(14) 0.07508(13) 0.0406(5) Uani 1 1 d . . . . .
H1' H 0.2790 0.4613 0.0414 0.049 Uiso 1 1 calc R . . . .
N2 N 0.2411(3) 0.32420(12) 0.38315(10) 0.0278(4) Uani 1 1 d . . . . .
H2 H 0.1546 0.2989 0.4012 0.033 Uiso 1 1 calc R . . . .
O1 O 0.3500(2) 0.36539(10) 0.49320(9) 0.0285(4) Uani 1 1 d . . . . .
O2 O 0.8867(2) 0.27190(9) 0.42990(9) 0.0276(4) Uani 1 1 d . . . . .
H2A H 0.8858 0.2303 0.4521 0.041 Uiso 1 1 calc GR . . . .
O3 O 0.9422(2) 0.50748(10) 0.49403(10) 0.0343(4) Uani 1 1 d . . . . .
O4 O 0.3641(3) 0.51431(11) 0.33607(12) 0.0486(5) Uani 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 C9 1.550(3) . ?
C1 N2 1.334(3) . ?
C1 O1 1.234(3) . ?
C2' H2' 0.9300 . ?
C2' C3' 1.353(4) . ?
C2' N1' 1.381(4) . ?
C3 H3 0.9800 . ?
C3 C4 1.559(3) . ?
C3 C10 1.536(3) . ?
C3 N2 1.459(3) . ?
C3' C4' 1.442(4) . ?
C3' C10 1.496(3) . ?
C4 H4 0.9800 . ?
C4 C5 1.512(3) . ?
C4 C9 1.551(3) . ?
C4' C5' 1.390(4) . ?
C4' C9' 1.413(3) . ?
C5 C6 1.339(3) . ?
C5 C11 1.515(3) . ?
C5' H5' 0.9300 . ?
C5' C6' 1.381(4) . ?
C6 C7 1.520(3) . ?
C6 C12 1.503(3) . ?
C6' H6' 0.9300 . ?
C6' C7' 1.392(4) . ?
C7 H7 0.9800 . ?
C7 C8 1.523(3) . ?
C7 O2 1.444(3) . ?
C7' H7' 0.9300 . ?
C7' C8' 1.366(4) . ?
C8 H8 0.9800 . ?
C8 C9 1.552(3) . ?
C8 C13 1.544(3) . ?
C8' H8' 0.9300 . ?
C8' C9' 1.394(4) . ?
C9 C21 1.548(3) . ?
C9' N1' 1.371(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13 0.9800 . ?
C13 C14 1.547(3) . ?
C13 C19 1.553(3) . ?
C14 H14 0.9800 . ?
C14 C15 1.521(4) . ?
C14 O3 1.447(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.548(4) . ?
C16 H16 0.9800 . ?
C16 C17 1.539(4) . ?
C16 C22 1.525(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.518(4) . ?
C18 H18 0.9800 . ?
C18 C19 1.530(3) . ?
C18 O3 1.450(3) . ?
C19 H19 0.9800 . ?
C19 C20 1.525(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.497(4) . ?
C21 O4 1.216(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
N1' H1' 0.8600 . ?
N2 H2 0.8600 . ?
O2 H2A 0.8200 . ?

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
N2 C1 C9 108.7(2) . . ?
O1 C1 C9 125.7(2) . . ?
O1 C1 N2 125.6(2) . . ?
C3' C2' H2' 124.6 . . ?
C3' C2' N1' 110.8(2) . . ?
N1' C2' H2' 124.6 . . ?
C4 C3 H3 108.8 . . ?
C10 C3 H3 108.8 . . ?
C10 C3 C4 116.6(2) . . ?
N2 C3 H3 108.8 . . ?
N2 C3 C4 102.55(18) . . ?
N2 C3 C10 111.0(2) . . ?
C2' C3' C4' 106.1(2) . . ?
C2' C3' C10 127.5(3) . . ?
C4' C3' C10 126.2(2) . . ?
C3 C4 H4 109.3 . . ?
C5 C4 C3 108.97(19) . . ?
C5 C4 H4 109.3 . . ?
C5 C4 C9 114.39(19) . . ?
C9 C4 C3 105.39(18) . . ?
C9 C4 H4 109.3 . . ?
C5' C4' C3' 134.1(2) . . ?
C5' C4' C9' 118.8(2) . . ?
C9' C4' C3' 107.1(2) . . ?
C4 C5 C11 114.3(2) . . ?
C6 C5 C4 123.3(2) . . ?
C6 C5 C11 122.3(2) . . ?
C4' C5' H5' 120.4 . . ?
C6' C5' C4' 119.1(3) . . ?
C6' C5' H5' 120.4 . . ?
C5 C6 C7 121.2(2) . . ?
C5 C6 C12 123.1(2) . . ?
C12 C6 C7 115.7(2) . . ?
C5' C6' H6' 119.5 . . ?
C5' C6' C7' 121.0(3) . . ?
C7' C6' H6' 119.5 . . ?
C6 C7 H7 108.6 . . ?
C6 C7 C8 111.41(19) . . ?
C8 C7 H7 108.6 . . ?
O2 C7 C6 110.74(19) . . ?
O2 C7 H7 108.6 . . ?
O2 C7 C8 108.91(19) . . ?
C6' C7' H7' 119.2 . . ?
C8' C7' C6' 121.6(3) . . ?
C8' C7' H7' 119.2 . . ?
C7 C8 H8 107.6 . . ?
C7 C8 C9 108.48(19) . . ?
C7 C8 C13 112.70(19) . . ?
C9 C8 H8 107.6 . . ?
C13 C8 H8 107.6 . . ?
C13 C8 C9 112.74(19) . . ?
C7' C8' H8' 121.2 . . ?
C7' C8' C9' 117.7(3) . . ?
C9' C8' H8' 121.2 . . ?
C1 C9 C4 103.19(19) . . ?
C1 C9 C8 112.20(19) . . ?
C4 C9 C8 114.25(19) . . ?
C21 C9 C1 107.80(19) . . ?
C21 C9 C4 110.4(2) . . ?
C21 C9 C8 108.7(2) . . ?
C8' C9' C4' 121.8(3) . . ?
N1' C9' C4' 107.5(2) . . ?
N1' C9' C8' 130.6(2) . . ?
C3 C10 H10A 109.2 . . ?
C3 C10 H10B 109.2 . . ?
C3' C10 C3 112.1(2) . . ?
C3' C10 H10A 109.2 . . ?
C3' C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C5 C11 H11A 109.5 . . ?
C5 C11 H11B 109.5 . . ?
C5 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6 C12 H12A 109.5 . . ?
C6 C12 H12B 109.5 . . ?
C6 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13 108.6 . . ?
C8 C13 C14 115.0(2) . . ?
C8 C13 C19 113.7(2) . . ?
C14 C13 H13 108.6 . . ?
C14 C13 C19 101.97(19) . . ?
C19 C13 H13 108.6 . . ?
C13 C14 H14 110.4 . . ?
C15 C14 C13 112.5(2) . . ?
C15 C14 H14 110.4 . . ?
O3 C14 C13 105.44(19) . . ?
O3 C14 H14 110.4 . . ?
O3 C14 C15 107.5(2) . . ?
C14 C15 H15A 108.6 . . ?
C14 C15 H15B 108.6 . . ?
C14 C15 C16 114.4(2) . . ?
H15A C15 H15B 107.6 . . ?
C16 C15 H15A 108.6 . . ?
C16 C15 H15B 108.6 . . ?
C15 C16 H16 106.5 . . ?
C17 C16 C15 111.4(2) . . ?
C17 C16 H16 106.5 . . ?
C22 C16 C15 113.4(2) . . ?
C22 C16 H16 106.5 . . ?
C22 C16 C17 111.9(2) . . ?
C16 C17 H17A 108.6 . . ?
C16 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C18 C17 C16 114.5(2) . . ?
C18 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C17 C18 H18 109.4 . . ?
C17 C18 C19 117.2(2) . . ?
C19 C18 H18 109.4 . . ?
O3 C18 C17 108.9(2) . . ?
O3 C18 H18 109.4 . . ?
O3 C18 C19 102.04(18) . . ?
C13 C19 H19 111.0 . . ?
C18 C19 C13 104.0(2) . . ?
C18 C19 H19 111.0 . . ?
C20 C19 C13 110.9(2) . . ?
C20 C19 C18 108.8(2) . . ?
C20 C19 H19 111.0 . . ?
C19 C20 H20A 109.0 . . ?
C19 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C21 C20 C19 112.9(2) . . ?
C21 C20 H20A 109.0 . . ?
C21 C20 H20B 109.0 . . ?
C20 C21 C9 116.5(2) . . ?
O4 C21 C9 121.2(2) . . ?
O4 C21 C20 122.3(2) . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C2' N1' H1' 125.8 . . ?
C9' N1' C2' 108.5(2) . . ?
C9' N1' H1' 125.8 . . ?
C1 N2 C3 115.9(2) . . ?
C1 N2 H2 122.0 . . ?
C3 N2 H2 122.0 . . ?
C7 O2 H2A 109.5 . . ?
C14 O3 C18 102.39(18) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2A O1 0.82 1.94 2.754(2) 172.1 3_556

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 C9 C21 C20 104.8(2) . . . . ?
C1 C9 C21 O4 -77.6(3) . . . . ?
C2' C3' C4' C5' 176.4(3) . . . . ?
C2' C3' C4' C9' -1.1(3) . . . . ?
C2' C3' C10 C3 -101.3(3) . . . . ?
C3 C4 C5 C6 -108.4(3) . . . . ?
C3 C4 C5 C11 68.9(3) . . . . ?
C3 C4 C9 C1 18.4(2) . . . . ?
C3 C4 C9 C8 140.52(19) . . . . ?
C3 C4 C9 C21 -96.5(2) . . . . ?
C3' C2' N1' C9' -0.8(3) . . . . ?
C3' C4' C5' C6' -178.8(3) . . . . ?
C3' C4' C9' C8' -178.7(2) . . . . ?
C3' C4' C9' N1' 0.7(3) . . . . ?
C4 C3 C10 C3' 64.0(3) . . . . ?
C4 C3 N2 C1 15.6(3) . . . . ?
C4 C5 C6 C7 -5.0(4) . . . . ?
C4 C5 C6 C12 174.3(2) . . . . ?
C4 C9 C21 C20 -143.1(2) . . . . ?
C4 C9 C21 O4 34.5(3) . . . . ?
C4' C3' C10 C3 73.4(3) . . . . ?
C4' C5' C6' C7' -1.6(4) . . . . ?
C4' C9' N1' C2' 0.0(3) . . . . ?
C5 C4 C9 C1 -101.2(2) . . . . ?
C5 C4 C9 C8 20.8(3) . . . . ?
C5 C4 C9 C21 143.8(2) . . . . ?
C5 C6 C7 C8 -29.5(3) . . . . ?
C5 C6 C7 O2 -150.9(2) . . . . ?
C5' C4' C9' C8' 3.4(4) . . . . ?
C5' C4' C9' N1' -177.3(2) . . . . ?
C5' C6' C7' C8' 3.1(5) . . . . ?
C6 C7 C8 C9 56.4(2) . . . . ?
C6 C7 C8 C13 -178.00(19) . . . . ?
C6' C7' C8' C9' -1.3(4) . . . . ?
C7 C8 C9 C1 64.1(2) . . . . ?
C7 C8 C9 C4 -52.9(2) . . . . ?
C7 C8 C9 C21 -176.76(19) . . . . ?
C7 C8 C13 C14 79.3(2) . . . . ?
C7 C8 C13 C19 -163.63(19) . . . . ?
C7' C8' C9' C4' -2.0(4) . . . . ?
C7' C8' C9' N1' 178.9(3) . . . . ?
C8 C9 C21 C20 -17.0(3) . . . . ?
C8 C9 C21 O4 160.6(2) . . . . ?
C8 C13 C14 C15 -140.2(2) . . . . ?
C8 C13 C14 O3 103.0(2) . . . . ?
C8 C13 C19 C18 -133.4(2) . . . . ?
C8 C13 C19 C20 -16.6(3) . . . . ?
C8' C9' N1' C2' 179.3(3) . . . . ?
C9 C1 N2 C3 -3.9(3) . . . . ?
C9 C4 C5 C6 9.3(3) . . . . ?
C9 C4 C5 C11 -173.4(2) . . . . ?
C9 C8 C13 C14 -157.5(2) . . . . ?
C9 C8 C13 C19 -40.4(3) . . . . ?
C9' C4' C5' C6' -1.6(4) . . . . ?
C10 C3 C4 C5 -135.7(2) . . . . ?
C10 C3 C4 C9 101.1(2) . . . . ?
C10 C3 N2 C1 -109.6(2) . . . . ?
C10 C3' C4' C5' 0.7(5) . . . . ?
C10 C3' C4' C9' -176.8(2) . . . . ?
C11 C5 C6 C7 177.9(2) . . . . ?
C11 C5 C6 C12 -2.8(4) . . . . ?
C12 C6 C7 C8 151.2(2) . . . . ?
C12 C6 C7 O2 29.8(3) . . . . ?
C13 C8 C9 C1 -61.5(3) . . . . ?
C13 C8 C9 C4 -178.46(19) . . . . ?
C13 C8 C9 C21 57.7(2) . . . . ?
C13 C14 C15 C16 -59.7(3) . . . . ?
C13 C14 O3 C18 44.1(2) . . . . ?
C13 C19 C20 C21 57.7(3) . . . . ?
C14 C13 C19 C18 -9.0(2) . . . . ?
C14 C13 C19 C20 107.8(2) . . . . ?
C14 C15 C16 C17 -32.0(3) . . . . ?
C14 C15 C16 C22 95.3(3) . . . . ?
C15 C14 O3 C18 -76.0(2) . . . . ?
C15 C16 C17 C18 30.5(3) . . . . ?
C16 C17 C18 C19 61.7(3) . . . . ?
C16 C17 C18 O3 -53.4(3) . . . . ?
C17 C18 C19 C13 -83.5(3) . . . . ?
C17 C18 C19 C20 158.3(2) . . . . ?
C17 C18 O3 C14 75.3(2) . . . . ?
C18 C19 C20 C21 171.5(2) . . . . ?
C19 C13 C14 C15 96.2(2) . . . . ?
C19 C13 C14 O3 -20.6(2) . . . . ?
C19 C18 O3 C14 -49.3(2) . . . . ?
C19 C20 C21 C9 -39.9(3) . . . . ?
C19 C20 C21 O4 142.5(3) . . . . ?
C22 C16 C17 C18 -97.6(3) . . . . ?
N1' C2' C3' C4' 1.2(3) . . . . ?
N1' C2' C3' C10 176.8(2) . . . . ?
N2 C1 C9 C4 -9.8(2) . . . . ?
N2 C1 C9 C8 -133.2(2) . . . . ?
N2 C1 C9 C21 107.1(2) . . . . ?
N2 C3 C4 C5 102.9(2) . . . . ?
N2 C3 C4 C9 -20.3(2) . . . . ?
N2 C3 C10 C3' -179.1(2) . . . . ?
O1 C1 C9 C4 170.2(2) . . . . ?
O1 C1 C9 C8 46.8(3) . . . . ?
O1 C1 C9 C21 -72.9(3) . . . . ?
O1 C1 N2 C3 176.1(2) . . . . ?
O2 C7 C8 C9 178.88(18) . . . . ?
O2 C7 C8 C13 -55.6(2) . . . . ?
O3 C14 C15 C16 55.9(3) . . . . ?
O3 C18 C19 C13 35.4(2) . . . . ?
O3 C18 C19 C20 -82.8(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 1.417
_oxdiff_exptl_absorpt_empirical_full_min 0.763
####################################################################### 
# 
# 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_20201125_pss-149
_database_code_depnum_ccdc_archive 'CCDC 2106606'
loop_
_audit_author_name
_audit_author_address
'Hanli Ruan'
;Huazhong University of Science and Technology
China
;
_audit_update_record             
;
2021-08-31 deposited with the CCDC.	2021-11-08 downloaded from the CCDC.
;
_audit_creation_date             2020-12-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H32 N2 O5'
_chemical_formula_sum            'C29 H32 N2 O5'
_chemical_formula_weight         488.57
_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 0.0180 0.0090 '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 0.0310 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0490 0.0320 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.4476(2)
_cell_length_b                   23.1865(4)
_cell_length_c                   39.8892(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8738.0(3)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    12088
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      72.9190
_cell_measurement_theta_min      3.8220
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.836
_exptl_absorpt_coefficient_mu    0.617
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50692
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.114
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3120
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_unetI/netI     0.0650
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            53113
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         73.981
_diffrn_reflns_theta_min         2.922
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      4.00  43.00   0.50    2.00    --    0.00  22.00 -43.00   78
  2  ω    -60.00 -35.00   0.50    2.00    --    0.00 -22.00 151.00   50
  3  ω     85.00 131.00   0.50    8.00    --   94.60  22.00 -43.00   92
  4  ω     58.00  83.00   0.50    8.00    --   94.60 -22.00 151.00   50
  5  ω    -32.00  31.00   0.50    2.00    --    0.00 -82.00-180.00  126
  6  ω    -24.00   1.00   0.50    2.00    --    0.00 -82.00 150.00   50
  7  ω    -32.00  30.00   0.50    2.00    --    0.00 -82.00-120.00  124
  8  ω      8.00 117.00   0.50    8.00    --   94.60 -15.00 -30.00  218
  9  ω    114.00 148.00   0.50    8.00    --   94.60  82.00 -60.00   68
 10  ω     92.00 126.00   0.50    8.00    --   94.60 -82.00 -30.00   68
 11  ω     69.00 118.00   0.50    8.00    --   94.60 -61.00 -30.00   98
 12  ω      5.00  52.00   0.50    8.00    --   94.60 -61.00 -30.00   94
 13  ω      6.00  78.00   0.50    8.00    --   94.60 -82.00 -30.00  144
 14  ω     76.00 181.00   0.50    8.00    --   94.60  45.00 -30.00  210
 15  ω     64.00 103.00   0.50    8.00    --   94.60 -61.00  30.00   78
 16  ω    153.00 178.00   0.50    8.00    --   94.60  82.00 150.00   50
 17  ω     17.00  44.00   0.50    8.00    --   94.60 -61.00  30.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0278697000
_diffrn_orient_matrix_UB_12      -0.0180519000
_diffrn_orient_matrix_UB_13      0.0365672000
_diffrn_orient_matrix_UB_21      -0.0385015000
_diffrn_orient_matrix_UB_22      0.0627323000
_diffrn_orient_matrix_UB_23      0.0088406000
_diffrn_orient_matrix_UB_31      -0.1560361000
_diffrn_orient_matrix_UB_32      -0.0122339000
_diffrn_orient_matrix_UB_33      -0.0087548000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.788
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.951
_reflns_number_gt                13766
_reflns_number_total             17186
_reflns_odcompleteness_completeness 99.91
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_refine_diff_density_max         0.599
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 4958 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     985
_refine_ls_number_reflns         17186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0601
_refine_ls_restrained_S_all      1.031
_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)+(0.0959P)²+1.8827P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1559
_refine_ls_wR_factor_ref         0.1654
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4A), C7(H7), C8(H8), C13(H13), C14(H14), C16(H16), C19(H19),
 C20(H20), C3A(H3A), C4A(H4AB), C7A(H7A), C8A(H8A), C13A(H13A), C14A(H14A),
 C16A(H16A), C19A(H19A), C20A(H20A), C3C(H3C), C4C(H4CA), C7C(H7C), C8C(H8C),
 C13C(H13C), C14C(H14C), C16C(H16C), C19C(H19C), C20C(H20C)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C15(H15A,H15B), C17(H17A,H17B), C10A(H10C,H10D), C15A(H15C,
 H15D), C17A(H17C,H17D), C10C(H10E,H10F), C15C(H15E,H15F), C17C(H17E,H17F)
2.c Aromatic/amide H refined with riding coordinates:
 N1'(H1'), N2(H2), C2'(H2'), C5'(H5'), C6'(H6'), C7'(H7'), C8'(H8'), N1B(H1B),
 N2A(H2A), C2B(H2B), C5B(H5B), C6B(H6B), C7B(H7B), C8B(H8B), N1C(H1C), N1D(H1D),
  C2D(H2D), C5D(H5D), C6D(H6D), C7D(H7D), C8D(H8D)
2.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C), C11A(H11D,H11E,
 H11F), C12A(H12D,H12E,H12F), C22A(H22D,H22E,H22F), C11C(H11G,H11H,H11I),
 C12C(H12G,H12H,H12I), C22C(H22G,H22H,H22I)
2.e Idealised tetrahedral OH refined as rotating group:
 O4(H4), O4A(H4AA), O4C(H4C)
;
_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 0.6062(4) 0.44214(15) 0.54477(8) 0.0395(8) Uani 1 1 d . . . . .
O2 O 0.3666(4) 0.60509(14) 0.56953(8) 0.0445(9) Uani 1 1 d . . . . .
O3 O 0.5014(4) 0.43559(14) 0.67252(8) 0.0447(9) Uani 1 1 d . . . . .
O4 O 0.3497(4) 0.36884(14) 0.62910(9) 0.0422(8) Uani 1 1 d . . . . .
H4 H 0.3899 0.3725 0.6478 0.063 Uiso 1 1 calc GR . . . .
O5 O 0.2331(4) 0.36648(15) 0.56994(8) 0.0424(8) Uani 1 1 d . . . . .
N1' N 0.4352(4) 0.27984(16) 0.41147(9) 0.0328(8) Uani 1 1 d . . . . .
H1' H 0.4880 0.2520 0.4032 0.039 Uiso 1 1 calc R . . . .
N2 N 0.4690(5) 0.42244(17) 0.49882(9) 0.0358(9) Uani 1 1 d . . . . .
H2 H 0.5384 0.4120 0.4854 0.043 Uiso 1 1 calc R . . . .
C1 C 0.4922(5) 0.4387(2) 0.53082(11) 0.0332(10) Uani 1 1 d . . . . .
C2' C 0.4109(5) 0.2900(2) 0.44537(11) 0.0343(10) Uani 1 1 d . . . . .
H2' H 0.4481 0.2677 0.4633 0.041 Uiso 1 1 calc R . . . .
C3 C 0.3213(5) 0.4233(2) 0.48780(12) 0.0356(10) Uani 1 1 d . . . . .
H3 H 0.3128 0.4473 0.4671 0.043 Uiso 1 1 calc R . . . .
C3' C 0.3230(5) 0.33809(19) 0.44891(11) 0.0329(10) Uani 1 1 d . . . . .
C4 C 0.2422(6) 0.4538(2) 0.51734(11) 0.0376(11) Uani 1 1 d . . . . .
H4A H 0.1560 0.4309 0.5232 0.045 Uiso 1 1 calc R . . . .
C4' C 0.2929(5) 0.35781(17) 0.41544(11) 0.0267(9) Uani 1 1 d . . . . .
C5 C 0.1972(6) 0.5144(2) 0.50676(13) 0.0450(13) Uani 1 1 d . . . . .
C5' C 0.2095(5) 0.40224(19) 0.40247(11) 0.0322(10) Uani 1 1 d . . . . .
H5' H 0.1622 0.4281 0.4171 0.039 Uiso 1 1 calc R . . . .
C6 C 0.2520(7) 0.5635(2) 0.51843(13) 0.0481(14) Uani 1 1 d . . . . .
C6' C 0.1965(5) 0.4082(2) 0.36837(11) 0.0335(10) Uani 1 1 d . . . . .
H6' H 0.1385 0.4380 0.3595 0.040 Uiso 1 1 calc R . . . .
C7 C 0.3655(6) 0.55996(19) 0.54504(11) 0.0365(11) Uani 1 1 d . . . . .
H7 H 0.4605 0.5573 0.5341 0.044 Uiso 1 1 calc R . . . .
C7' C 0.2679(5) 0.3708(2) 0.34661(11) 0.0344(10) Uani 1 1 d . . . . .
H7' H 0.2573 0.3757 0.3231 0.041 Uiso 1 1 calc R . . . .
C8 C 0.3402(5) 0.50742(19) 0.56582(11) 0.0320(10) Uani 1 1 d . . . . .
H8 H 0.2409 0.5106 0.5743 0.038 Uiso 1 1 calc R . . . .
C8' C 0.3537(5) 0.3268(2) 0.35844(11) 0.0344(10) Uani 1 1 d . . . . .
H8' H 0.4040 0.3021 0.3436 0.041 Uiso 1 1 calc R . . . .
C9 C 0.3481(5) 0.45098(19) 0.54697(11) 0.0316(10) Uani 1 1 d . . . . .
C9' C 0.3629(5) 0.32051(18) 0.39305(11) 0.0301(9) Uani 1 1 d . . . . .
C10 C 0.2671(6) 0.3628(2) 0.48063(11) 0.0365(11) Uani 1 1 d . . . . .
H10A H 0.2939 0.3373 0.4995 0.044 Uiso 1 1 calc R . . . .
H10B H 0.1625 0.3638 0.4795 0.044 Uiso 1 1 calc R . . . .
C11 C 0.0798(8) 0.5126(3) 0.48080(15) 0.067(2) Uani 1 1 d . . . . .
H11A H 0.1205 0.5050 0.4586 0.100 Uiso 1 1 calc GR . . . .
H11B H 0.0302 0.5497 0.4805 0.100 Uiso 1 1 calc GR . . . .
H11C H 0.0128 0.4818 0.4865 0.100 Uiso 1 1 calc GR . . . .
C12 C 0.2186(9) 0.6237(2) 0.50600(15) 0.0629(18) Uani 1 1 d . . . . .
H12A H 0.1560 0.6213 0.4865 0.094 Uiso 1 1 calc GR . . . .
H12B H 0.3067 0.6432 0.4996 0.094 Uiso 1 1 calc GR . . . .
H12C H 0.1717 0.6456 0.5238 0.094 Uiso 1 1 calc GR . . . .
C13 C 0.4341(5) 0.51698(18) 0.59553(10) 0.0311(10) Uani 1 1 d . . . . .
H13 H 0.5356 0.5137 0.5887 0.037 Uiso 1 1 calc R . . . .
C14 C 0.3965(6) 0.58072(19) 0.60257(11) 0.0353(10) Uani 1 1 d . . . . .
H14 H 0.3077 0.5819 0.6162 0.042 Uiso 1 1 calc R . . . .
C15 C 0.5083(5) 0.6129(2) 0.62081(12) 0.0358(10) Uani 1 1 d . . . . .
H15A H 0.4801 0.6539 0.6225 0.043 Uiso 1 1 calc R . . . .
H15B H 0.5973 0.6111 0.6077 0.043 Uiso 1 1 calc R . . . .
C16 C 0.5359(5) 0.58935(18) 0.65605(11) 0.0316(10) Uani 1 1 d . . . . .
H16 H 0.4449 0.5901 0.6689 0.038 Uiso 1 1 calc R . . . .
C17 C 0.5962(5) 0.5274(2) 0.65737(12) 0.0357(10) Uani 1 1 d . . . . .
H17A H 0.6718 0.5248 0.6402 0.043 Uiso 1 1 calc R . . . .
H17B H 0.6422 0.5225 0.6795 0.043 Uiso 1 1 calc R . . . .
C18 C 0.4971(5) 0.47595(18) 0.65215(11) 0.0316(10) Uani 1 1 d . . . . .
C19 C 0.4004(5) 0.47264(18) 0.62253(11) 0.0309(9) Uani 1 1 d . . . . .
H19 H 0.3021 0.4803 0.6306 0.037 Uiso 1 1 calc R . . . .
C20 C 0.4021(5) 0.41118(18) 0.60657(11) 0.0321(10) Uani 1 1 d . . . . .
H20 H 0.5030 0.4013 0.6016 0.039 Uiso 1 1 calc R . . . .
C21 C 0.3188(5) 0.40546(19) 0.57367(12) 0.0344(10) Uani 1 1 d . . . . .
C22 C 0.6420(5) 0.6285(2) 0.67385(12) 0.0364(10) Uani 1 1 d . . . . .
H22A H 0.7348 0.6250 0.6630 0.055 Uiso 1 1 calc GR . . . .
H22B H 0.6498 0.6170 0.6974 0.055 Uiso 1 1 calc GR . . . .
H22C H 0.6096 0.6686 0.6725 0.055 Uiso 1 1 calc GR . . . .
O1A O 0.1520(3) 0.75091(13) 0.77410(8) 0.0327(7) Uani 1 1 d . . . . .
O2A O 0.6104(3) 0.67760(11) 0.76280(7) 0.0256(6) Uani 1 1 d . . . . .
O3A O 0.3731(4) 0.89523(13) 0.71856(9) 0.0404(8) Uani 1 1 d . . . . .
O4A O 0.2472(3) 0.81625(12) 0.67224(7) 0.0302(7) Uani 1 1 d . . . . .
H4AA H 0.1786 0.8011 0.6621 0.045 Uiso 1 1 calc GR . . . .
O5A O 0.1567(4) 0.71027(13) 0.67510(8) 0.0375(8) Uani 1 1 d . . . . .
N1B N -0.0884(5) 0.45373(17) 0.69022(11) 0.0445(11) Uani 1 1 d . . . . .
H1B H -0.1038 0.4165 0.6922 0.053 Uiso 1 1 calc R . . . .
N2A N 0.0631(4) 0.65880(14) 0.76725(9) 0.0270(7) Uani 1 1 d . . . . .
H2A H 0.0034 0.6596 0.7842 0.032 Uiso 1 1 calc R . . . .
C1A C 0.1486(5) 0.70323(16) 0.76018(10) 0.0248(8) Uani 1 1 d . . . . .
C2B C -0.0949(6) 0.4939(2) 0.71597(13) 0.0403(11) Uani 1 1 d . . . . .
H2B H -0.1180 0.4852 0.7386 0.048 Uiso 1 1 calc R . . . .
C3A C 0.0751(4) 0.60934(17) 0.74532(10) 0.0249(8) Uani 1 1 d . . . . .
H3A H 0.0890 0.5739 0.7592 0.030 Uiso 1 1 calc R . . . .
C3B C -0.0633(5) 0.54763(19) 0.70405(12) 0.0315(10) Uani 1 1 d . . . . .
C4A C 0.2119(5) 0.62118(17) 0.72474(10) 0.0252(9) Uani 1 1 d . . . . .
H4AB H 0.1910 0.6148 0.7004 0.030 Uiso 1 1 calc R . . . .
C4B C -0.0362(5) 0.54096(18) 0.66916(12) 0.0325(10) Uani 1 1 d . . . . .
C5A C 0.3314(4) 0.57989(17) 0.73544(11) 0.0259(9) Uani 1 1 d . . . . .
C5B C -0.0055(5) 0.5790(2) 0.64261(13) 0.0389(11) Uani 1 1 d . . . . .
H5B H 0.0105 0.6188 0.6470 0.047 Uiso 1 1 calc R . . . .
C6A C 0.4468(5) 0.59378(17) 0.75324(10) 0.0275(9) Uani 1 1 d . . . . .
C6B C 0.0013(6) 0.5583(2) 0.61041(13) 0.0428(12) Uani 1 1 d . . . . .
H6B H 0.0206 0.5842 0.5925 0.051 Uiso 1 1 calc R . . . .
C7A C 0.4648(4) 0.65701(16) 0.76252(10) 0.0234(8) Uani 1 1 d . . . . .
H7A H 0.4192 0.6648 0.7847 0.028 Uiso 1 1 calc R . . . .
C7B C -0.0198(6) 0.4994(2) 0.60339(14) 0.0465(13) Uani 1 1 d . . . . .
H7B H -0.0170 0.4863 0.5808 0.056 Uiso 1 1 calc R . . . .
C8A C 0.3982(4) 0.69377(15) 0.73597(10) 0.0213(8) Uani 1 1 d . . . . .
H8A H 0.4436 0.6812 0.7145 0.026 Uiso 1 1 calc R . . . .
C8B C -0.0443(6) 0.4609(2) 0.62843(14) 0.0438(12) Uani 1 1 d . . . . .
H8B H -0.0544 0.4210 0.6237 0.053 Uiso 1 1 calc R . . . .
C9A C 0.2422(4) 0.68623(16) 0.73038(10) 0.0230(8) Uani 1 1 d . . . . .
C9B C -0.0541(5) 0.48161(19) 0.66133(12) 0.0371(11) Uani 1 1 d . . . . .
C10A C -0.0595(5) 0.60232(19) 0.72405(11) 0.0309(9) Uani 1 1 d . . . . .
H10C H -0.1429 0.6033 0.7391 0.037 Uiso 1 1 calc R . . . .
H10D H -0.0670 0.6355 0.7085 0.037 Uiso 1 1 calc R . . . .
C11A C 0.2999(5) 0.51843(17) 0.72528(12) 0.0317(10) Uani 1 1 d . . . . .
H11D H 0.2383 0.5005 0.7421 0.048 Uiso 1 1 calc GR . . . .
H11E H 0.3886 0.4967 0.7237 0.048 Uiso 1 1 calc GR . . . .
H11F H 0.2522 0.5182 0.7035 0.048 Uiso 1 1 calc GR . . . .
C12A C 0.5541(5) 0.55226(17) 0.76631(12) 0.0317(10) Uani 1 1 d . . . . .
H12D H 0.5347 0.5441 0.7900 0.047 Uiso 1 1 calc GR . . . .
H12E H 0.6489 0.5691 0.7641 0.047 Uiso 1 1 calc GR . . . .
H12F H 0.5494 0.5164 0.7534 0.047 Uiso 1 1 calc GR . . . .
C13A C 0.4599(4) 0.75234(16) 0.74316(10) 0.0240(8) Uani 1 1 d . . . . .
H13A H 0.4223 0.7672 0.7649 0.029 Uiso 1 1 calc R . . . .
C14A C 0.6131(5) 0.73511(16) 0.74723(10) 0.0249(8) Uani 1 1 d . . . . .
H14A H 0.6548 0.7309 0.7243 0.030 Uiso 1 1 calc R . . . .
C15A C 0.7045(5) 0.77616(17) 0.76659(11) 0.0288(9) Uani 1 1 d . . . . .
H15C H 0.7996 0.7591 0.7697 0.035 Uiso 1 1 calc R . . . .
H15D H 0.6627 0.7828 0.7890 0.035 Uiso 1 1 calc R . . . .
C16A C 0.7179(5) 0.83384(17) 0.74803(11) 0.0297(9) Uani 1 1 d . . . . .
H16A H 0.7457 0.8255 0.7243 0.036 Uiso 1 1 calc R . . . .
C17A C 0.5823(5) 0.87061(17) 0.74736(12) 0.0338(10) Uani 1 1 d . . . . .
H17C H 0.5478 0.8726 0.7708 0.041 Uiso 1 1 calc R . . . .
H17D H 0.6119 0.9102 0.7412 0.041 Uiso 1 1 calc R . . . .
C18A C 0.4546(5) 0.85656(16) 0.72576(11) 0.0287(9) Uani 1 1 d . . . . .
C19A C 0.4242(5) 0.79436(17) 0.71520(10) 0.0252(8) Uani 1 1 d . . . . .
H19A H 0.4868 0.7852 0.6957 0.030 Uiso 1 1 calc R . . . .
C20A C 0.2678(5) 0.78810(16) 0.70326(10) 0.0263(9) Uani 1 1 d . . . . .
H20A H 0.2070 0.8082 0.7201 0.032 Uiso 1 1 calc R . . . .
C21A C 0.2140(4) 0.72588(17) 0.70050(10) 0.0241(8) Uani 1 1 d . . . . .
C22A C 0.8358(5) 0.8693(2) 0.76409(13) 0.0389(11) Uani 1 1 d . . . . .
H22D H 0.8108 0.8780 0.7874 0.058 Uiso 1 1 calc GR . . . .
H22E H 0.8480 0.9054 0.7516 0.058 Uiso 1 1 calc GR . . . .
H22F H 0.9243 0.8472 0.7636 0.058 Uiso 1 1 calc GR . . . .
O1C O 0.9064(3) 0.49034(12) 0.35056(7) 0.0309(7) Uani 1 1 d . . . . .
O2C O 0.7333(4) 0.42392(13) 0.45110(7) 0.0362(7) Uani 1 1 d . . . . .
O3C O 0.9360(4) 0.29263(15) 0.33824(9) 0.0423(8) Uani 1 1 d . . . . .
O4C O 0.6811(3) 0.33587(12) 0.31056(7) 0.0273(6) Uani 1 1 d . . . . .
H4C H 0.7477 0.3276 0.2975 0.041 Uiso 1 1 calc GR . . . .
O5C O 0.5386(3) 0.43303(13) 0.31540(7) 0.0307(7) Uani 1 1 d . . . . .
N1C N 0.7327(4) 0.55951(14) 0.34468(9) 0.0282(8) Uani 1 1 d . . . . .
H1C H 0.7882 0.5868 0.3368 0.034 Uiso 1 1 calc R . . . .
N1D N 0.1240(4) 0.56808(16) 0.33734(11) 0.0359(9) Uani 1 1 d . . . . .
H1D H 0.0429 0.5498 0.3394 0.043 Uiso 1 1 calc R . . . .
C1C C 0.7817(4) 0.50729(17) 0.35273(10) 0.0254(8) Uani 1 1 d . . . . .
C2D C 0.2442(5) 0.54558(18) 0.32298(11) 0.0327(10) Uani 1 1 d . . . . .
H2D H 0.2526 0.5077 0.3141 0.039 Uiso 1 1 calc R . . . .
C3C C 0.5827(5) 0.56829(18) 0.34966(11) 0.0289(9) Uani 1 1 d . . . . .
H3C H 0.5684 0.6039 0.3634 0.035 Uiso 1 1 calc R . . . .
C3D C 0.3504(5) 0.58600(19) 0.32347(11) 0.0306(9) Uani 1 1 d . . . . .
C4C C 0.5392(5) 0.51473(18) 0.37085(10) 0.0283(9) Uani 1 1 d . . . . .
H4CA H 0.4477 0.4992 0.3621 0.034 Uiso 1 1 calc R . . . .
C4D C 0.2924(5) 0.63673(18) 0.33879(12) 0.0311(9) Uani 1 1 d . . . . .
C5C C 0.5202(5) 0.53133(19) 0.40771(11) 0.0336(10) Uani 1 1 d . . . . .
C5D C 0.3454(6) 0.6913(2) 0.34718(13) 0.0399(11) Uani 1 1 d . . . . .
H5D H 0.4396 0.7017 0.3414 0.048 Uiso 1 1 calc R . . . .
C6C C 0.6031(5) 0.51359(19) 0.43321(11) 0.0342(10) Uani 1 1 d . . . . .
C6D C 0.2594(6) 0.7299(2) 0.36394(15) 0.0500(14) Uani 1 1 d . . . . .
H6D H 0.2949 0.7671 0.3693 0.060 Uiso 1 1 calc R . . . .
C7C C 0.7149(5) 0.46938(18) 0.42598(11) 0.0320(10) Uani 1 1 d . . . . .
H7C H 0.8075 0.4893 0.4223 0.038 Uiso 1 1 calc R . . . .
C7D C 0.1207(6) 0.7153(2) 0.37324(15) 0.0507(14) Uani 1 1 d . . . . .
H7D H 0.0643 0.7422 0.3853 0.061 Uiso 1 1 calc R . . . .
C8C C 0.6776(4) 0.43597(17) 0.39553(10) 0.0242(8) Uani 1 1 d . . . . .
H8C H 0.5835 0.4181 0.4005 0.029 Uiso 1 1 calc R . . . .
C8D C 0.0654(6) 0.6614(2) 0.36487(13) 0.0434(12) Uani 1 1 d . . . . .
H8D H -0.0289 0.6514 0.3708 0.052 Uiso 1 1 calc R . . . .
C9C C 0.6561(5) 0.47080(17) 0.36424(10) 0.0254(9) Uani 1 1 d . . . . .
C9D C 0.1494(5) 0.6233(2) 0.34805(12) 0.0349(10) Uani 1 1 d . . . . .
C10C C 0.5031(5) 0.57521(18) 0.31621(11) 0.0303(9) Uani 1 1 d . . . . .
H10E H 0.5432 0.6079 0.3034 0.036 Uiso 1 1 calc R . . . .
H10F H 0.5135 0.5398 0.3026 0.036 Uiso 1 1 calc R . . . .
C11C C 0.4013(6) 0.5731(2) 0.41381(13) 0.0443(12) Uani 1 1 d . . . . .
H11G H 0.4361 0.6126 0.4110 0.066 Uiso 1 1 calc GR . . . .
H11H H 0.3653 0.5681 0.4367 0.066 Uiso 1 1 calc GR . . . .
H11I H 0.3250 0.5658 0.3977 0.066 Uiso 1 1 calc GR . . . .
C12C C 0.6002(7) 0.5397(2) 0.46775(12) 0.0496(14) Uani 1 1 d . . . . .
H12G H 0.6279 0.5803 0.4664 0.074 Uiso 1 1 calc GR . . . .
H12H H 0.6666 0.5189 0.4823 0.074 Uiso 1 1 calc GR . . . .
H12I H 0.5044 0.5367 0.4770 0.074 Uiso 1 1 calc GR . . . .
C13C C 0.7829(5) 0.38677(17) 0.39658(10) 0.0266(9) Uani 1 1 d . . . . .
H13C H 0.8809 0.4026 0.3941 0.032 Uiso 1 1 calc R . . . .
C14C C 0.7587(5) 0.36951(18) 0.43282(11) 0.0318(10) Uani 1 1 d . . . . .
H14C H 0.6699 0.3461 0.4338 0.038 Uiso 1 1 calc R . . . .
C15C C 0.8760(6) 0.3345(2) 0.44859(12) 0.0411(12) Uani 1 1 d . . . . .
H15E H 0.8560 0.3292 0.4728 0.049 Uiso 1 1 calc R . . . .
H15F H 0.9666 0.3556 0.4465 0.049 Uiso 1 1 calc R . . . .
C16C C 0.8898(6) 0.2749(2) 0.43165(13) 0.0443(13) Uani 1 1 d . . . . .
H16C H 0.7940 0.2566 0.4306 0.053 Uiso 1 1 calc R . . . .
C17C C 0.9539(6) 0.27585(19) 0.39615(12) 0.0383(11) Uani 1 1 d . . . . .
H17E H 1.0472 0.2950 0.3983 0.046 Uiso 1 1 calc R . . . .
H17F H 0.9734 0.2351 0.3903 0.046 Uiso 1 1 calc R . . . .
C18C C 0.8838(5) 0.30225(18) 0.36575(12) 0.0305(10) Uani 1 1 d . . . . .
C19C C 0.7562(5) 0.34285(17) 0.36893(10) 0.0275(9) Uani 1 1 d . . . . .
H19C H 0.6705 0.3197 0.3748 0.033 Uiso 1 1 calc R . . . .
C20C C 0.7300(5) 0.37435(16) 0.33523(10) 0.0251(8) Uani 1 1 d . . . . .
H20C H 0.8239 0.3891 0.3274 0.030 Uiso 1 1 calc R . . . .
C21C C 0.6300(4) 0.42606(16) 0.33637(10) 0.0236(8) Uani 1 1 d . . . . .
C22C C 0.9883(7) 0.2363(2) 0.45335(15) 0.0522(15) Uani 1 1 d . . . . .
H22G H 1.0836 0.2529 0.4538 0.078 Uiso 1 1 calc GR . . . .
H22H H 0.9923 0.1975 0.4437 0.078 Uiso 1 1 calc GR . . . .
H22I H 0.9510 0.2341 0.4762 0.078 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 C1 1.215(6) . ?
O2 C7 1.431(5) . ?
O2 C14 1.462(5) . ?
O3 C18 1.240(5) . ?
O4 H4 0.8400 . ?
O4 C20 1.420(5) . ?
O5 C21 1.222(6) . ?
N1' H1' 0.8800 . ?
N1' C2' 1.391(6) . ?
N1' C9' 1.377(6) . ?
N2 H2 0.8800 . ?
N2 C1 1.349(6) . ?
N2 C3 1.464(6) . ?
C1 C9 1.533(7) . ?
C2' H2' 0.9500 . ?
C2' C3' 1.398(7) . ?
C3 H3 1.0000 . ?
C3 C4 1.564(6) . ?
C3 C10 1.519(7) . ?
C3' C4' 1.439(6) . ?
C3' C10 1.487(6) . ?
C4 H4A 1.0000 . ?
C4 C5 1.528(7) . ?
C4 C9 1.549(6) . ?
C4' C5' 1.396(6) . ?
C4' C9' 1.408(6) . ?
C5 C6 1.334(8) . ?
C5 C11 1.519(8) . ?
C5' H5' 0.9500 . ?
C5' C6' 1.373(6) . ?
C6 C7 1.511(7) . ?
C6 C12 1.514(7) . ?
C6' H6' 0.9500 . ?
C6' C7' 1.401(7) . ?
C7 H7 1.0000 . ?
C7 C8 1.493(7) . ?
C7' H7' 0.9500 . ?
C7' C8' 1.385(7) . ?
C8 H8 1.0000 . ?
C8 C9 1.511(6) . ?
C8 C13 1.496(6) . ?
C8' H8' 0.9500 . ?
C8' C9' 1.391(6) . ?
C9 C21 1.525(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.545(6) . ?
C13 C19 1.523(6) . ?
C14 H14 1.0000 . ?
C14 C15 1.484(7) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.531(6) . ?
C16 H16 1.0000 . ?
C16 C17 1.546(6) . ?
C16 C22 1.527(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.531(7) . ?
C18 C19 1.496(7) . ?
C19 H19 1.0000 . ?
C19 C20 1.561(6) . ?
C20 H20 1.0000 . ?
C20 C21 1.536(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
O1A C1A 1.238(5) . ?
O2A C7A 1.456(5) . ?
O2A C14A 1.471(4) . ?
O3A C18A 1.216(5) . ?
O4A H4AA 0.8400 . ?
O4A C20A 1.412(5) . ?
O5A C21A 1.204(5) . ?
N1B H1B 0.8800 . ?
N1B C2B 1.388(6) . ?
N1B C9B 1.360(7) . ?
N2A H2A 0.8800 . ?
N2A C1A 1.340(5) . ?
N2A C3A 1.447(5) . ?
C1A C9A 1.533(6) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.367(7) . ?
C3A H3A 1.0000 . ?
C3A C4A 1.556(6) . ?
C3A C10A 1.537(6) . ?
C3B C4B 1.423(7) . ?
C3B C10A 1.498(6) . ?
C4A H4AB 1.0000 . ?
C4A C5A 1.540(6) . ?
C4A C9A 1.552(5) . ?
C4B C5B 1.409(7) . ?
C4B C9B 1.421(6) . ?
C5A C6A 1.341(6) . ?
C5A C11A 1.511(5) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.372(7) . ?
C6A C7A 1.522(5) . ?
C6A C12A 1.492(6) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.409(8) . ?
C7A H7A 1.0000 . ?
C7A C8A 1.498(5) . ?
C7B H7B 0.9500 . ?
C7B C8B 1.358(8) . ?
C8A H8A 1.0000 . ?
C8A C9A 1.501(6) . ?
C8A C13A 1.505(5) . ?
C8B H8B 0.9500 . ?
C8B C9B 1.400(7) . ?
C9A C21A 1.528(5) . ?
C10A H10C 0.9900 . ?
C10A H10D 0.9900 . ?
C11A H11D 0.9800 . ?
C11A H11E 0.9800 . ?
C11A H11F 0.9800 . ?
C12A H12D 0.9800 . ?
C12A H12E 0.9800 . ?
C12A H12F 0.9800 . ?
C13A H13A 1.0000 . ?
C13A C14A 1.510(6) . ?
C13A C19A 1.519(5) . ?
C14A H14A 1.0000 . ?
C14A C15A 1.499(6) . ?
C15A H15C 0.9900 . ?
C15A H15D 0.9900 . ?
C15A C16A 1.534(6) . ?
C16A H16A 1.0000 . ?
C16A C17A 1.539(6) . ?
C16A C22A 1.525(6) . ?
C17A H17C 0.9900 . ?
C17A H17D 0.9900 . ?
C17A C18A 1.518(6) . ?
C18A C19A 1.529(5) . ?
C19A H19A 1.0000 . ?
C19A C20A 1.559(6) . ?
C20A H20A 1.0000 . ?
C20A C21A 1.533(6) . ?
C22A H22D 0.9800 . ?
C22A H22E 0.9800 . ?
C22A H22F 0.9800 . ?
O1C C1C 1.245(5) . ?
O2C C7C 1.465(5) . ?
O2C C14C 1.477(5) . ?
O3C C18C 1.223(6) . ?
O4C H4C 0.8400 . ?
O4C C20C 1.407(5) . ?
O5C C21C 1.213(5) . ?
N1C H1C 0.8800 . ?
N1C C1C 1.336(5) . ?
N1C C3C 1.445(6) . ?
N1D H1D 0.8800 . ?
N1D C2D 1.375(6) . ?
N1D C9D 1.371(6) . ?
C1C C9C 1.527(6) . ?
C2D H2D 0.9500 . ?
C2D C3D 1.373(6) . ?
C3C H3C 1.0000 . ?
C3C C4C 1.557(5) . ?
C3C C10C 1.540(6) . ?
C3D C4D 1.434(6) . ?
C3D C10C 1.492(6) . ?
C4C H4CA 1.0000 . ?
C4C C5C 1.531(6) . ?
C4C C9C 1.526(6) . ?
C4D C5D 1.402(6) . ?
C4D C9D 1.434(7) . ?
C5C C6C 1.348(7) . ?
C5C C11C 1.502(7) . ?
C5D H5D 0.9500 . ?
C5D C6D 1.381(7) . ?
C6C C7C 1.500(7) . ?
C6C C12C 1.505(6) . ?
C6D H6D 0.9500 . ?
C6D C7D 1.403(9) . ?
C7C H7C 1.0000 . ?
C7C C8C 1.483(6) . ?
C7D H7D 0.9500 . ?
C7D C8D 1.396(8) . ?
C8C H8C 1.0000 . ?
C8C C9C 1.500(5) . ?
C8C C13C 1.515(6) . ?
C8D H8D 0.9500 . ?
C8D C9D 1.364(7) . ?
C9C C21C 1.541(5) . ?
C10C H10E 0.9900 . ?
C10C H10F 0.9900 . ?
C11C H11G 0.9800 . ?
C11C H11H 0.9800 . ?
C11C H11I 0.9800 . ?
C12C H12G 0.9800 . ?
C12C H12H 0.9800 . ?
C12C H12I 0.9800 . ?
C13C H13C 1.0000 . ?
C13C C14C 1.518(6) . ?
C13C C19C 1.522(6) . ?
C14C H14C 1.0000 . ?
C14C C15C 1.511(7) . ?
C15C H15E 0.9900 . ?
C15C H15F 0.9900 . ?
C15C C16C 1.543(7) . ?
C16C H16C 1.0000 . ?
C16C C17C 1.540(8) . ?
C16C C22C 1.554(7) . ?
C17C H17E 0.9900 . ?
C17C H17F 0.9900 . ?
C17C C18C 1.512(6) . ?
C18C C19C 1.534(6) . ?
C19C H19C 1.0000 . ?
C19C C20C 1.550(6) . ?
C20C H20C 1.0000 . ?
C20C C21C 1.527(6) . ?
C22C H22G 0.9800 . ?
C22C H22H 0.9800 . ?
C22C H22I 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 O2 C14 109.5(3) . . ?
C20 O4 H4 109.5 . . ?
C2' N1' H1' 125.6 . . ?
C9' N1' H1' 125.6 . . ?
C9' N1' C2' 108.7(4) . . ?
C1 N2 H2 122.1 . . ?
C1 N2 C3 115.8(4) . . ?
C3 N2 H2 122.1 . . ?
O1 C1 N2 126.6(4) . . ?
O1 C1 C9 125.6(4) . . ?
N2 C1 C9 107.8(4) . . ?
N1' C2' H2' 125.3 . . ?
N1' C2' C3' 109.3(4) . . ?
C3' C2' H2' 125.3 . . ?
N2 C3 H3 109.4 . . ?
N2 C3 C4 103.6(4) . . ?
N2 C3 C10 111.5(4) . . ?
C4 C3 H3 109.4 . . ?
C10 C3 H3 109.4 . . ?
C10 C3 C4 113.5(4) . . ?
C2' C3' C4' 106.1(4) . . ?
C2' C3' C10 127.2(4) . . ?
C4' C3' C10 126.6(4) . . ?
C3 C4 H4A 109.0 . . ?
C5 C4 C3 109.9(4) . . ?
C5 C4 H4A 109.0 . . ?
C5 C4 C9 115.4(4) . . ?
C9 C4 C3 104.3(4) . . ?
C9 C4 H4A 109.0 . . ?
C5' C4' C3' 133.6(4) . . ?
C5' C4' C9' 118.9(4) . . ?
C9' C4' C3' 107.5(4) . . ?
C6 C5 C4 125.5(5) . . ?
C6 C5 C11 123.0(5) . . ?
C11 C5 C4 111.5(5) . . ?
C4' C5' H5' 120.3 . . ?
C6' C5' C4' 119.5(4) . . ?
C6' C5' H5' 120.3 . . ?
C5 C6 C7 118.3(4) . . ?
C5 C6 C12 126.3(5) . . ?
C7 C6 C12 115.3(5) . . ?
C5' C6' H6' 119.7 . . ?
C5' C6' C7' 120.5(4) . . ?
C7' C6' H6' 119.7 . . ?
O2 C7 C6 116.4(4) . . ?
O2 C7 H7 109.6 . . ?
O2 C7 C8 102.6(3) . . ?
C6 C7 H7 109.6 . . ?
C8 C7 C6 108.7(4) . . ?
C8 C7 H7 109.6 . . ?
C6' C7' H7' 119.1 . . ?
C8' C7' C6' 121.8(4) . . ?
C8' C7' H7' 119.1 . . ?
C7 C8 H8 106.1 . . ?
C7 C8 C9 115.0(4) . . ?
C7 C8 C13 103.0(4) . . ?
C9 C8 H8 106.1 . . ?
C13 C8 H8 106.1 . . ?
C13 C8 C9 119.6(4) . . ?
C7' C8' H8' 121.6 . . ?
C7' C8' C9' 116.8(4) . . ?
C9' C8' H8' 121.6 . . ?
C1 C9 C4 105.1(4) . . ?
C8 C9 C1 114.4(4) . . ?
C8 C9 C4 108.2(4) . . ?
C8 C9 C21 104.1(4) . . ?
C21 C9 C1 109.0(4) . . ?
C21 C9 C4 116.4(4) . . ?
N1' C9' C4' 108.4(4) . . ?
N1' C9' C8' 129.2(4) . . ?
C8' C9' C4' 122.4(4) . . ?
C3 C10 H10A 108.9 . . ?
C3 C10 H10B 108.9 . . ?
C3' C10 C3 113.4(4) . . ?
C3' C10 H10A 108.9 . . ?
C3' C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C5 C11 H11A 109.5 . . ?
C5 C11 H11B 109.5 . . ?
C5 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6 C12 H12A 109.5 . . ?
C6 C12 H12B 109.5 . . ?
C6 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13 110.0 . . ?
C8 C13 C14 98.6(4) . . ?
C8 C13 C19 109.7(4) . . ?
C14 C13 H13 110.0 . . ?
C19 C13 H13 110.0 . . ?
C19 C13 C14 118.0(4) . . ?
O2 C14 C13 104.5(3) . . ?
O2 C14 H14 108.5 . . ?
O2 C14 C15 112.7(4) . . ?
C13 C14 H14 108.5 . . ?
C15 C14 C13 114.0(4) . . ?
C15 C14 H14 108.5 . . ?
C14 C15 H15A 109.0 . . ?
C14 C15 H15B 109.0 . . ?
C14 C15 C16 113.1(4) . . ?
H15A C15 H15B 107.8 . . ?
C16 C15 H15A 109.0 . . ?
C16 C15 H15B 109.0 . . ?
C15 C16 H16 108.4 . . ?
C15 C16 C17 115.2(4) . . ?
C17 C16 H16 108.4 . . ?
C22 C16 C15 109.1(4) . . ?
C22 C16 H16 108.4 . . ?
C22 C16 C17 107.1(4) . . ?
C16 C17 H17A 107.4 . . ?
C16 C17 H17B 107.4 . . ?
H17A C17 H17B 106.9 . . ?
C18 C17 C16 119.6(4) . . ?
C18 C17 H17A 107.4 . . ?
C18 C17 H17B 107.4 . . ?
O3 C18 C17 118.7(4) . . ?
O3 C18 C19 119.9(4) . . ?
C19 C18 C17 121.4(4) . . ?
C13 C19 H19 107.6 . . ?
C13 C19 C20 109.0(3) . . ?
C18 C19 C13 113.4(4) . . ?
C18 C19 H19 107.6 . . ?
C18 C19 C20 111.3(4) . . ?
C20 C19 H19 107.6 . . ?
O4 C20 C19 111.7(4) . . ?
O4 C20 H20 107.4 . . ?
O4 C20 C21 107.6(4) . . ?
C19 C20 H20 107.4 . . ?
C21 C20 C19 115.0(4) . . ?
C21 C20 H20 107.4 . . ?
O5 C21 C9 123.2(4) . . ?
O5 C21 C20 120.5(4) . . ?
C9 C21 C20 116.4(4) . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C7A O2A C14A 108.1(3) . . ?
C20A O4A H4AA 109.5 . . ?
C2B N1B H1B 125.7 . . ?
C9B N1B H1B 125.7 . . ?
C9B N1B C2B 108.6(4) . . ?
C1A N2A H2A 122.1 . . ?
C1A N2A C3A 115.8(3) . . ?
C3A N2A H2A 122.1 . . ?
O1A C1A N2A 127.4(4) . . ?
O1A C1A C9A 124.3(4) . . ?
N2A C1A C9A 108.3(3) . . ?
N1B C2B H2B 124.9 . . ?
C3B C2B N1B 110.1(5) . . ?
C3B C2B H2B 124.9 . . ?
N2A C3A H3A 109.1 . . ?
N2A C3A C4A 104.1(3) . . ?
N2A C3A C10A 110.7(3) . . ?
C4A C3A H3A 109.1 . . ?
C10A C3A H3A 109.1 . . ?
C10A C3A C4A 114.5(3) . . ?
C2B C3B C4B 106.3(4) . . ?
C2B C3B C10A 126.3(4) . . ?
C4B C3B C10A 127.5(4) . . ?
C3A C4A H4AB 108.7 . . ?
C5A C4A C3A 110.7(3) . . ?
C5A C4A H4AB 108.7 . . ?
C5A C4A C9A 115.4(3) . . ?
C9A C4A C3A 104.4(3) . . ?
C9A C4A H4AB 108.7 . . ?
C5B C4B C3B 134.8(4) . . ?
C5B C4B C9B 117.7(4) . . ?
C9B C4B C3B 107.4(4) . . ?
C6A C5A C4A 126.4(4) . . ?
C6A C5A C11A 121.9(4) . . ?
C11A C5A C4A 111.6(3) . . ?
C4B C5B H5B 120.2 . . ?
C6B C5B C4B 119.6(5) . . ?
C6B C5B H5B 120.2 . . ?
C5A C6A C7A 116.8(4) . . ?
C5A C6A C12A 125.7(4) . . ?
C12A C6A C7A 117.4(4) . . ?
C5B C6B H6B 119.4 . . ?
C5B C6B C7B 121.2(5) . . ?
C7B C6B H6B 119.4 . . ?
O2A C7A C6A 115.1(3) . . ?
O2A C7A H7A 109.9 . . ?
O2A C7A C8A 102.4(3) . . ?
C6A C7A H7A 109.9 . . ?
C8A C7A C6A 109.2(3) . . ?
C8A C7A H7A 109.9 . . ?
C6B C7B H7B 119.5 . . ?
C8B C7B C6B 120.9(5) . . ?
C8B C7B H7B 119.5 . . ?
C7A C8A H8A 105.0 . . ?
C7A C8A C9A 116.8(3) . . ?
C7A C8A C13A 102.5(3) . . ?
C9A C8A H8A 105.0 . . ?
C9A C8A C13A 120.9(3) . . ?
C13A C8A H8A 105.0 . . ?
C7B C8B H8B 120.8 . . ?
C7B C8B C9B 118.4(5) . . ?
C9B C8B H8B 120.8 . . ?
C1A C9A C4A 104.8(3) . . ?
C8A C9A C1A 114.9(3) . . ?
C8A C9A C4A 108.4(3) . . ?
C8A C9A C21A 102.5(3) . . ?
C21A C9A C1A 110.5(3) . . ?
C21A C9A C4A 116.1(3) . . ?
N1B C9B C4B 107.6(4) . . ?
N1B C9B C8B 130.3(4) . . ?
C8B C9B C4B 122.0(5) . . ?
C3A C10A H10C 108.8 . . ?
C3A C10A H10D 108.8 . . ?
C3B C10A C3A 113.8(4) . . ?
C3B C10A H10C 108.8 . . ?
C3B C10A H10D 108.8 . . ?
H10C C10A H10D 107.7 . . ?
C5A C11A H11D 109.5 . . ?
C5A C11A H11E 109.5 . . ?
C5A C11A H11F 109.5 . . ?
H11D C11A H11E 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 109.5 . . ?
C6A C12A H12D 109.5 . . ?
C6A C12A H12E 109.5 . . ?
C6A C12A H12F 109.5 . . ?
H12D C12A H12E 109.5 . . ?
H12D C12A H12F 109.5 . . ?
H12E C12A H12F 109.5 . . ?
C8A C13A H13A 109.8 . . ?
C8A C13A C14A 98.8(3) . . ?
C8A C13A C19A 110.7(3) . . ?
C14A C13A H13A 109.8 . . ?
C14A C13A C19A 117.5(4) . . ?
C19A C13A H13A 109.8 . . ?
O2A C14A C13A 105.6(3) . . ?
O2A C14A H14A 107.8 . . ?
O2A C14A C15A 111.6(3) . . ?
C13A C14A H14A 107.8 . . ?
C15A C14A C13A 116.1(3) . . ?
C15A C14A H14A 107.8 . . ?
C14A C15A H15C 109.5 . . ?
C14A C15A H15D 109.5 . . ?
C14A C15A C16A 110.6(3) . . ?
H15C C15A H15D 108.1 . . ?
C16A C15A H15C 109.5 . . ?
C16A C15A H15D 109.5 . . ?
C15A C16A H16A 108.0 . . ?
C15A C16A C17A 115.0(4) . . ?
C17A C16A H16A 108.0 . . ?
C22A C16A C15A 109.1(4) . . ?
C22A C16A H16A 108.0 . . ?
C22A C16A C17A 108.5(4) . . ?
C16A C17A H17C 106.4 . . ?
C16A C17A H17D 106.4 . . ?
H17C C17A H17D 106.5 . . ?
C18A C17A C16A 123.5(4) . . ?
C18A C17A H17C 106.4 . . ?
C18A C17A H17D 106.4 . . ?
O3A C18A C17A 118.6(4) . . ?
O3A C18A C19A 120.8(4) . . ?
C17A C18A C19A 120.5(3) . . ?
C13A C19A C18A 111.2(3) . . ?
C13A C19A H19A 107.7 . . ?
C13A C19A C20A 112.0(3) . . ?
C18A C19A H19A 107.7 . . ?
C18A C19A C20A 110.5(3) . . ?
C20A C19A H19A 107.7 . . ?
O4A C20A C19A 110.8(3) . . ?
O4A C20A H20A 107.2 . . ?
O4A C20A C21A 109.0(3) . . ?
C19A C20A H20A 107.2 . . ?
C21A C20A C19A 115.1(3) . . ?
C21A C20A H20A 107.2 . . ?
O5A C21A C9A 123.6(4) . . ?
O5A C21A C20A 119.5(4) . . ?
C9A C21A C20A 116.9(3) . . ?
C16A C22A H22D 109.5 . . ?
C16A C22A H22E 109.5 . . ?
C16A C22A H22F 109.5 . . ?
H22D C22A H22E 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C7C O2C C14C 107.2(3) . . ?
C20C O4C H4C 109.5 . . ?
C1C N1C H1C 122.1 . . ?
C1C N1C C3C 115.7(3) . . ?
C3C N1C H1C 122.1 . . ?
C2D N1D H1D 125.1 . . ?
C9D N1D H1D 125.1 . . ?
C9D N1D C2D 109.9(4) . . ?
O1C C1C N1C 126.7(4) . . ?
O1C C1C C9C 125.5(4) . . ?
N1C C1C C9C 107.8(3) . . ?
N1D C2D H2D 125.1 . . ?
C3D C2D N1D 109.8(4) . . ?
C3D C2D H2D 125.1 . . ?
N1C C3C H3C 108.9 . . ?
N1C C3C C4C 102.8(3) . . ?
N1C C3C C10C 112.0(4) . . ?
C4C C3C H3C 108.9 . . ?
C10C C3C H3C 108.9 . . ?
C10C C3C C4C 115.1(3) . . ?
C2D C3D C4D 106.6(4) . . ?
C2D C3D C10C 126.1(4) . . ?
C4D C3D C10C 126.1(4) . . ?
C3C C4C H4CA 109.0 . . ?
C5C C4C C3C 110.6(3) . . ?
C5C C4C H4CA 109.0 . . ?
C9C C4C C3C 104.3(3) . . ?
C9C C4C H4CA 109.0 . . ?
C9C C4C C5C 114.8(4) . . ?
C5D C4D C3D 134.9(5) . . ?
C5D C4D C9D 118.1(4) . . ?
C9D C4D C3D 107.0(4) . . ?
C6C C5C C4C 125.4(4) . . ?
C6C C5C C11C 120.6(4) . . ?
C11C C5C C4C 113.9(4) . . ?
C4D C5D H5D 120.3 . . ?
C6D C5D C4D 119.3(5) . . ?
C6D C5D H5D 120.3 . . ?
C5C C6C C7C 118.2(4) . . ?
C5C C6C C12C 123.9(5) . . ?
C7C C6C C12C 117.6(4) . . ?
C5D C6D H6D 119.3 . . ?
C5D C6D C7D 121.4(5) . . ?
C7D C6D H6D 119.3 . . ?
O2C C7C C6C 116.3(4) . . ?
O2C C7C H7C 109.2 . . ?
O2C C7C C8C 102.3(3) . . ?
C6C C7C H7C 109.2 . . ?
C8C C7C C6C 110.3(4) . . ?
C8C C7C H7C 109.2 . . ?
C6D C7D H7D 119.9 . . ?
C8D C7D C6D 120.2(5) . . ?
C8D C7D H7D 119.9 . . ?
C7C C8C H8C 105.5 . . ?
C7C C8C C9C 115.6(3) . . ?
C7C C8C C13C 102.4(3) . . ?
C9C C8C H8C 105.5 . . ?
C9C C8C C13C 121.1(4) . . ?
C13C C8C H8C 105.5 . . ?
C7D C8D H8D 120.7 . . ?
C9D C8D C7D 118.7(5) . . ?
C9D C8D H8D 120.7 . . ?
C1C C9C C21C 106.3(3) . . ?
C4C C9C C1C 104.2(3) . . ?
C4C C9C C21C 117.3(4) . . ?
C8C C9C C1C 116.3(4) . . ?
C8C C9C C4C 108.3(3) . . ?
C8C C9C C21C 105.0(3) . . ?
N1D C9D C4D 106.7(4) . . ?
C8D C9D N1D 131.0(5) . . ?
C8D C9D C4D 122.3(5) . . ?
C3C C10C H10E 109.9 . . ?
C3C C10C H10F 109.9 . . ?
C3D C10C C3C 108.7(4) . . ?
C3D C10C H10E 109.9 . . ?
C3D C10C H10F 109.9 . . ?
H10E C10C H10F 108.3 . . ?
C5C C11C H11G 109.5 . . ?
C5C C11C H11H 109.5 . . ?
C5C C11C H11I 109.5 . . ?
H11G C11C H11H 109.5 . . ?
H11G C11C H11I 109.5 . . ?
H11H C11C H11I 109.5 . . ?
C6C C12C H12G 109.5 . . ?
C6C C12C H12H 109.5 . . ?
C6C C12C H12I 109.5 . . ?
H12G C12C H12H 109.5 . . ?
H12G C12C H12I 109.5 . . ?
H12H C12C H12I 109.5 . . ?
C8C C13C H13C 109.2 . . ?
C8C C13C C14C 97.2(3) . . ?
C8C C13C C19C 112.0(3) . . ?
C14C C13C H13C 109.2 . . ?
C14C C13C C19C 119.3(3) . . ?
C19C C13C H13C 109.2 . . ?
O2C C14C C13C 105.7(3) . . ?
O2C C14C H14C 107.9 . . ?
O2C C14C C15C 111.9(4) . . ?
C13C C14C H14C 107.9 . . ?
C15C C14C C13C 115.3(4) . . ?
C15C C14C H14C 107.9 . . ?
C14C C15C H15E 109.4 . . ?
C14C C15C H15F 109.4 . . ?
C14C C15C C16C 111.2(4) . . ?
H15E C15C H15F 108.0 . . ?
C16C C15C H15E 109.4 . . ?
C16C C15C H15F 109.4 . . ?
C15C C16C H16C 108.8 . . ?
C15C C16C C22C 108.8(4) . . ?
C17C C16C C15C 115.0(4) . . ?
C17C C16C H16C 108.8 . . ?
C17C C16C C22C 106.6(5) . . ?
C22C C16C H16C 108.8 . . ?
C16C C17C H17E 106.1 . . ?
C16C C17C H17F 106.1 . . ?
H17E C17C H17F 106.3 . . ?
C18C C17C C16C 124.8(4) . . ?
C18C C17C H17E 106.1 . . ?
C18C C17C H17F 106.1 . . ?
O3C C18C C17C 118.0(4) . . ?
O3C C18C C19C 120.2(4) . . ?
C17C C18C C19C 121.7(4) . . ?
C13C C19C C18C 109.9(4) . . ?
C13C C19C H19C 109.0 . . ?
C13C C19C C20C 109.9(3) . . ?
C18C C19C H19C 109.0 . . ?
C18C C19C C20C 110.0(4) . . ?
C20C C19C H19C 109.0 . . ?
O4C C20C C19C 111.1(3) . . ?
O4C C20C H20C 106.8 . . ?
O4C C20C C21C 108.4(3) . . ?
C19C C20C H20C 106.8 . . ?
C21C C20C C19C 116.3(3) . . ?
C21C C20C H20C 106.8 . . ?
O5C C21C C9C 121.5(4) . . ?
O5C C21C C20C 121.6(4) . . ?
C20C C21C C9C 116.8(3) . . ?
C16C C22C H22G 109.5 . . ?
C16C C22C H22H 109.5 . . ?
C16C C22C H22I 109.5 . . ?
H22G C22C H22H 109.5 . . ?
H22G C22C H22I 109.5 . . ?
H22H C22C H22I 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4 O3 0.84 2.06 2.729(5) 136.8 .
N2 H2 O2C 0.88 2.31 3.139(5) 157.0 .
N2A H2A O4C 0.88 2.04 2.885(5) 161.0 2_565
O4C H4C O2A 0.84 1.93 2.758(4) 168.7 2_664
N1C H1C O3A 0.88 2.39 3.037(5) 130.9 3_566
N1C H1C O4A 0.88 2.31 2.962(4) 131.0 3_566
N1D H1D O1C 0.88 1.94 2.785(5) 160.6 1_455

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C9 C4 167.8(5) . . . . ?
O1 C1 C9 C8 49.4(6) . . . . ?
O1 C1 C9 C21 -66.7(6) . . . . ?
O2 C7 C8 C9 -174.2(4) . . . . ?
O2 C7 C8 C13 -42.4(5) . . . . ?
O2 C14 C15 C16 177.5(4) . . . . ?
O3 C18 C19 C13 -165.0(4) . . . . ?
O3 C18 C19 C20 -41.7(6) . . . . ?
O4 C20 C21 O5 -5.1(6) . . . . ?
O4 C20 C21 C9 174.1(4) . . . . ?
N1' C2' C3' C4' 0.1(5) . . . . ?
N1' C2' C3' C10 178.0(4) . . . . ?
N2 C1 C9 C4 -13.4(5) . . . . ?
N2 C1 C9 C8 -131.9(4) . . . . ?
N2 C1 C9 C21 112.1(4) . . . . ?
N2 C3 C4 C5 107.9(5) . . . . ?
N2 C3 C4 C9 -16.4(5) . . . . ?
N2 C3 C10 C3' -74.1(5) . . . . ?
C1 N2 C3 C4 9.1(5) . . . . ?
C1 N2 C3 C10 -113.3(4) . . . . ?
C1 C9 C21 O5 -106.2(5) . . . . ?
C1 C9 C21 C20 74.6(5) . . . . ?
C2' N1' C9' C4' 0.9(5) . . . . ?
C2' N1' C9' C8' -178.7(5) . . . . ?
C2' C3' C4' C5' 177.9(5) . . . . ?
C2' C3' C4' C9' 0.5(5) . . . . ?
C2' C3' C10 C3 115.5(5) . . . . ?
C3 N2 C1 O1 -178.6(5) . . . . ?
C3 N2 C1 C9 2.7(6) . . . . ?
C3 C4 C5 C6 -110.3(6) . . . . ?
C3 C4 C5 C11 69.8(6) . . . . ?
C3 C4 C9 C1 18.1(5) . . . . ?
C3 C4 C9 C8 140.7(4) . . . . ?
C3 C4 C9 C21 -102.6(5) . . . . ?
C3' C4' C5' C6' -176.5(5) . . . . ?
C3' C4' C9' N1' -0.8(5) . . . . ?
C3' C4' C9' C8' 178.8(4) . . . . ?
C4 C3 C10 C3' 169.4(4) . . . . ?
C4 C5 C6 C7 -1.8(9) . . . . ?
C4 C5 C6 C12 173.9(6) . . . . ?
C4 C9 C21 O5 12.4(7) . . . . ?
C4 C9 C21 C20 -166.8(4) . . . . ?
C4' C3' C10 C3 -66.9(6) . . . . ?
C4' C5' C6' C7' -1.1(7) . . . . ?
C5 C4 C9 C1 -102.6(5) . . . . ?
C5 C4 C9 C8 20.0(6) . . . . ?
C5 C4 C9 C21 136.7(5) . . . . ?
C5 C6 C7 O2 -146.0(5) . . . . ?
C5 C6 C7 C8 -30.7(7) . . . . ?
C5' C4' C9' N1' -178.7(4) . . . . ?
C5' C4' C9' C8' 1.0(7) . . . . ?
C5' C6' C7' C8' -0.1(7) . . . . ?
C6 C7 C8 C9 62.0(5) . . . . ?
C6 C7 C8 C13 -166.3(4) . . . . ?
C6' C7' C8' C9' 1.6(7) . . . . ?
C7 O2 C14 C13 7.5(5) . . . . ?
C7 O2 C14 C15 131.7(4) . . . . ?
C7 C8 C9 C1 61.1(5) . . . . ?
C7 C8 C9 C4 -55.6(5) . . . . ?
C7 C8 C9 C21 -180.0(4) . . . . ?
C7 C8 C13 C14 45.4(4) . . . . ?
C7 C8 C13 C19 169.3(4) . . . . ?
C7' C8' C9' N1' 177.5(4) . . . . ?
C7' C8' C9' C4' -2.1(7) . . . . ?
C8 C9 C21 O5 131.3(5) . . . . ?
C8 C9 C21 C20 -47.9(5) . . . . ?
C8 C13 C14 O2 -32.3(5) . . . . ?
C8 C13 C14 C15 -155.7(4) . . . . ?
C8 C13 C19 C18 175.4(4) . . . . ?
C8 C13 C19 C20 50.8(5) . . . . ?
C9 C4 C5 C6 7.3(8) . . . . ?
C9 C4 C5 C11 -172.6(5) . . . . ?
C9 C8 C13 C14 174.4(4) . . . . ?
C9 C8 C13 C19 -61.7(5) . . . . ?
C9' N1' C2' C3' -0.6(5) . . . . ?
C9' C4' C5' C6' 0.7(6) . . . . ?
C10 C3 C4 C5 -131.1(5) . . . . ?
C10 C3 C4 C9 104.6(5) . . . . ?
C10 C3' C4' C5' -0.1(8) . . . . ?
C10 C3' C4' C9' -177.5(4) . . . . ?
C11 C5 C6 C7 178.1(5) . . . . ?
C11 C5 C6 C12 -6.2(10) . . . . ?
C12 C6 C7 O2 37.9(7) . . . . ?
C12 C6 C7 C8 153.1(5) . . . . ?
C13 C8 C9 C1 -62.2(6) . . . . ?
C13 C8 C9 C4 -178.9(4) . . . . ?
C13 C8 C9 C21 56.7(5) . . . . ?
C13 C14 C15 C16 -63.7(5) . . . . ?
C13 C19 C20 O4 -170.7(4) . . . . ?
C13 C19 C20 C21 -47.7(5) . . . . ?
C14 O2 C7 C6 139.6(5) . . . . ?
C14 O2 C7 C8 21.0(5) . . . . ?
C14 C13 C19 C18 -72.9(5) . . . . ?
C14 C13 C19 C20 162.6(4) . . . . ?
C14 C15 C16 C17 64.8(5) . . . . ?
C14 C15 C16 C22 -174.8(4) . . . . ?
C15 C16 C17 C18 -78.2(5) . . . . ?
C16 C17 C18 O3 -130.8(5) . . . . ?
C16 C17 C18 C19 51.5(6) . . . . ?
C17 C18 C19 C13 12.6(6) . . . . ?
C17 C18 C19 C20 136.0(4) . . . . ?
C18 C19 C20 O4 63.6(5) . . . . ?
C18 C19 C20 C21 -173.5(4) . . . . ?
C19 C13 C14 O2 -150.1(4) . . . . ?
C19 C13 C14 C15 86.5(5) . . . . ?
C19 C20 C21 O5 -130.2(5) . . . . ?
C19 C20 C21 C9 49.0(6) . . . . ?
C22 C16 C17 C18 160.3(4) . . . . ?
O1A C1A C9A C4A 173.6(4) . . . . ?
O1A C1A C9A C8A 54.7(5) . . . . ?
O1A C1A C9A C21A -60.6(5) . . . . ?
O2A C7A C8A C9A -176.4(3) . . . . ?
O2A C7A C8A C13A -41.9(4) . . . . ?
O2A C14A C15A C16A 174.2(3) . . . . ?
O3A C18A C19A C13A -138.7(4) . . . . ?
O3A C18A C19A C20A -13.7(6) . . . . ?
O4A C20A C21A O5A -4.4(6) . . . . ?
O4A C20A C21A C9A 173.4(3) . . . . ?
N1B C2B C3B C4B 0.3(6) . . . . ?
N1B C2B C3B C10A 179.8(4) . . . . ?
N2A C1A C9A C4A -8.1(4) . . . . ?
N2A C1A C9A C8A -127.0(4) . . . . ?
N2A C1A C9A C21A 117.6(4) . . . . ?
N2A C3A C4A C5A 109.0(4) . . . . ?
N2A C3A C4A C9A -15.7(4) . . . . ?
N2A C3A C10A C3B -172.3(4) . . . . ?
C1A N2A C3A C4A 11.9(5) . . . . ?
C1A N2A C3A C10A -111.6(4) . . . . ?
C1A C9A C21A O5A -110.8(5) . . . . ?
C1A C9A C21A C20A 71.5(5) . . . . ?
C2B N1B C9B C4B 1.0(6) . . . . ?
C2B N1B C9B C8B -175.2(5) . . . . ?
C2B C3B C4B C5B 176.3(5) . . . . ?
C2B C3B C4B C9B 0.4(5) . . . . ?
C2B C3B C10A C3A 78.0(6) . . . . ?
C3A N2A C1A O1A 175.7(4) . . . . ?
C3A N2A C1A C9A -2.5(5) . . . . ?
C3A C4A C5A C6A -107.7(5) . . . . ?
C3A C4A C5A C11A 68.6(4) . . . . ?
C3A C4A C9A C1A 14.5(4) . . . . ?
C3A C4A C9A C8A 137.7(3) . . . . ?
C3A C4A C9A C21A -107.6(4) . . . . ?
C3B C4B C5B C6B -173.4(5) . . . . ?
C3B C4B C9B N1B -0.8(5) . . . . ?
C3B C4B C9B C8B 175.7(5) . . . . ?
C4A C3A C10A C3B 70.4(5) . . . . ?
C4A C5A C6A C7A -2.8(6) . . . . ?
C4A C5A C6A C12A 173.5(4) . . . . ?
C4A C9A C21A O5A 8.3(6) . . . . ?
C4A C9A C21A C20A -169.3(4) . . . . ?
C4B C3B C10A C3A -102.5(5) . . . . ?
C4B C5B C6B C7B -1.0(8) . . . . ?
C5A C4A C9A C1A -107.2(4) . . . . ?
C5A C4A C9A C8A 16.0(5) . . . . ?
C5A C4A C9A C21A 130.7(4) . . . . ?
C5A C6A C7A O2A -144.7(4) . . . . ?
C5A C6A C7A C8A -30.2(5) . . . . ?
C5B C4B C9B N1B -177.6(4) . . . . ?
C5B C4B C9B C8B -1.0(7) . . . . ?
C5B C6B C7B C8B -1.6(8) . . . . ?
C6A C7A C8A C9A 61.1(4) . . . . ?
C6A C7A C8A C13A -164.3(3) . . . . ?
C6B C7B C8B C9B 2.8(8) . . . . ?
C7A O2A C14A C13A 9.6(4) . . . . ?
C7A O2A C14A C15A 136.6(4) . . . . ?
C7A C8A C9A C1A 64.4(4) . . . . ?
C7A C8A C9A C4A -52.5(4) . . . . ?
C7A C8A C9A C21A -175.7(3) . . . . ?
C7A C8A C13A C14A 46.7(4) . . . . ?
C7A C8A C13A C19A 170.6(3) . . . . ?
C7B C8B C9B N1B 174.2(5) . . . . ?
C7B C8B C9B C4B -1.5(8) . . . . ?
C8A C9A C21A O5A 126.3(4) . . . . ?
C8A C9A C21A C20A -51.4(4) . . . . ?
C8A C13A C14A O2A -34.4(4) . . . . ?
C8A C13A C14A C15A -158.6(3) . . . . ?
C8A C13A C19A C18A 166.4(4) . . . . ?
C8A C13A C19A C20A 42.3(5) . . . . ?
C9A C4A C5A C6A 10.5(6) . . . . ?
C9A C4A C5A C11A -173.2(4) . . . . ?
C9A C8A C13A C14A 178.8(4) . . . . ?
C9A C8A C13A C19A -57.3(5) . . . . ?
C9B N1B C2B C3B -0.8(6) . . . . ?
C9B C4B C5B C6B 2.2(7) . . . . ?
C10A C3A C4A C5A -130.0(4) . . . . ?
C10A C3A C4A C9A 105.3(4) . . . . ?
C10A C3B C4B C5B -3.3(9) . . . . ?
C10A C3B C4B C9B -179.2(4) . . . . ?
C11A C5A C6A C7A -178.7(4) . . . . ?
C11A C5A C6A C12A -2.4(7) . . . . ?
C12A C6A C7A O2A 38.6(5) . . . . ?
C12A C6A C7A C8A 153.1(4) . . . . ?
C13A C8A C9A C1A -61.4(5) . . . . ?
C13A C8A C9A C4A -178.3(3) . . . . ?
C13A C8A C9A C21A 58.5(5) . . . . ?
C13A C14A C15A C16A -64.8(5) . . . . ?
C13A C19A C20A O4A -165.0(3) . . . . ?
C13A C19A C20A C21A -40.8(5) . . . . ?
C14A O2A C7A C6A 138.1(3) . . . . ?
C14A O2A C7A C8A 19.7(4) . . . . ?
C14A C13A C19A C18A -81.2(4) . . . . ?
C14A C13A C19A C20A 154.7(3) . . . . ?
C14A C15A C16A C17A 70.3(5) . . . . ?
C14A C15A C16A C22A -167.6(4) . . . . ?
C15A C16A C17A C18A -73.7(6) . . . . ?
C16A C17A C18A O3A -157.2(4) . . . . ?
C16A C17A C18A C19A 26.6(6) . . . . ?
C17A C18A C19A C13A 37.3(6) . . . . ?
C17A C18A C19A C20A 162.3(4) . . . . ?
C18A C19A C20A O4A 70.5(4) . . . . ?
C18A C19A C20A C21A -165.3(3) . . . . ?
C19A C13A C14A O2A -153.3(3) . . . . ?
C19A C13A C14A C15A 82.5(5) . . . . ?
C19A C20A C21A O5A -129.6(4) . . . . ?
C19A C20A C21A C9A 48.2(5) . . . . ?
C22A C16A C17A C18A 163.9(4) . . . . ?
O1C C1C C9C C4C 166.1(4) . . . . ?
O1C C1C C9C C8C 47.0(6) . . . . ?
O1C C1C C9C C21C -69.5(5) . . . . ?
O2C C7C C8C C9C -178.0(4) . . . . ?
O2C C7C C8C C13C -44.2(4) . . . . ?
O2C C14C C15C C16C 173.6(4) . . . . ?
O3C C18C C19C C13C -131.0(4) . . . . ?
O3C C18C C19C C20C -9.9(5) . . . . ?
O4C C20C C21C O5C -9.2(5) . . . . ?
O4C C20C C21C C9C 174.2(3) . . . . ?
N1C C1C C9C C4C -15.6(4) . . . . ?
N1C C1C C9C C8C -134.6(4) . . . . ?
N1C C1C C9C C21C 108.9(4) . . . . ?
N1C C3C C4C C5C 103.0(4) . . . . ?
N1C C3C C4C C9C -21.0(4) . . . . ?
N1C C3C C10C C3D -178.1(3) . . . . ?
N1D C2D C3D C4D -0.5(5) . . . . ?
N1D C2D C3D C10C 167.9(4) . . . . ?
C1C N1C C3C C4C 12.4(5) . . . . ?
C1C N1C C3C C10C -111.7(4) . . . . ?
C1C C9C C21C O5C -98.8(4) . . . . ?
C1C C9C C21C C20C 77.8(4) . . . . ?
C2D N1D C9D C4D 2.0(5) . . . . ?
C2D N1D C9D C8D -176.7(5) . . . . ?
C2D C3D C4D C5D 178.4(5) . . . . ?
C2D C3D C4D C9D 1.7(5) . . . . ?
C2D C3D C10C C3C -98.2(5) . . . . ?
C3C N1C C1C O1C -179.8(4) . . . . ?
C3C N1C C1C C9C 1.8(5) . . . . ?
C3C C4C C5C C6C -112.8(5) . . . . ?
C3C C4C C5C C11C 64.3(5) . . . . ?
C3C C4C C9C C1C 22.1(4) . . . . ?
C3C C4C C9C C8C 146.5(3) . . . . ?
C3C C4C C9C C21C -94.9(4) . . . . ?
C3D C4D C5D C6D -176.3(5) . . . . ?
C3D C4D C9D N1D -2.3(5) . . . . ?
C3D C4D C9D C8D 176.6(5) . . . . ?
C4C C3C C10C C3D 65.0(5) . . . . ?
C4C C5C C6C C7C -6.5(7) . . . . ?
C4C C5C C6C C12C 167.2(5) . . . . ?
C4C C9C C21C O5C 17.1(5) . . . . ?
C4C C9C C21C C20C -166.3(3) . . . . ?
C4D C3D C10C C3C 68.0(5) . . . . ?
C4D C5D C6D C7D 1.0(8) . . . . ?
C5C C4C C9C C1C -99.0(4) . . . . ?
C5C C4C C9C C8C 25.4(5) . . . . ?
C5C C4C C9C C21C 143.9(4) . . . . ?
C5C C6C C7C O2C -138.9(4) . . . . ?
C5C C6C C7C C8C -23.0(6) . . . . ?
C5D C4D C9D N1D -179.6(4) . . . . ?
C5D C4D C9D C8D -0.8(7) . . . . ?
C5D C6D C7D C8D -1.6(9) . . . . ?
C6C C7C C8C C9C 57.6(5) . . . . ?
C6C C7C C8C C13C -168.6(3) . . . . ?
C6D C7D C8D C9D 1.0(8) . . . . ?
C7C O2C C14C C13C 10.7(5) . . . . ?
C7C O2C C14C C15C 137.0(4) . . . . ?
C7C C8C C9C C1C 58.7(5) . . . . ?
C7C C8C C9C C4C -58.0(5) . . . . ?
C7C C8C C9C C21C 175.9(4) . . . . ?
C7C C8C C13C C14C 49.2(4) . . . . ?
C7C C8C C13C C19C 174.8(3) . . . . ?
C7D C8D C9D N1D 178.8(5) . . . . ?
C7D C8D C9D C4D 0.2(8) . . . . ?
C8C C9C C21C O5C 137.4(4) . . . . ?
C8C C9C C21C C20C -46.1(4) . . . . ?
C8C C13C C14C O2C -36.2(4) . . . . ?
C8C C13C C14C C15C -160.4(4) . . . . ?
C8C C13C C19C C18C 166.7(3) . . . . ?
C8C C13C C19C C20C 45.5(5) . . . . ?
C9C C4C C5C C6C 4.9(6) . . . . ?
C9C C4C C5C C11C -178.0(4) . . . . ?
C9C C8C C13C C14C 179.7(4) . . . . ?
C9C C8C C13C C19C -54.7(5) . . . . ?
C9D N1D C2D C3D -1.0(5) . . . . ?
C9D C4D C5D C6D 0.1(7) . . . . ?
C10C C3C C4C C5C -135.0(4) . . . . ?
C10C C3C C4C C9C 101.1(4) . . . . ?
C10C C3D C4D C5D 10.0(8) . . . . ?
C10C C3D C4D C9D -166.7(4) . . . . ?
C11C C5C C6C C7C 176.7(4) . . . . ?
C11C C5C C6C C12C -9.7(7) . . . . ?
C12C C6C C7C O2C 47.1(6) . . . . ?
C12C C6C C7C C8C 162.9(4) . . . . ?
C13C C8C C9C C1C -65.8(5) . . . . ?
C13C C8C C9C C4C 177.4(4) . . . . ?
C13C C8C C9C C21C 51.4(5) . . . . ?
C13C C14C C15C C16C -65.6(5) . . . . ?
C13C C19C C20C O4C -169.8(3) . . . . ?
C13C C19C C20C C21C -45.1(5) . . . . ?
C14C O2C C7C C6C 140.7(4) . . . . ?
C14C O2C C7C C8C 20.4(5) . . . . ?
C14C C13C C19C C18C -80.8(5) . . . . ?
C14C C13C C19C C20C 157.9(4) . . . . ?
C14C C15C C16C C17C 72.4(6) . . . . ?
C14C C15C C16C C22C -168.1(4) . . . . ?
C15C C16C C17C C18C -67.1(6) . . . . ?
C16C C17C C18C O3C -169.3(4) . . . . ?
C16C C17C C18C C19C 14.2(7) . . . . ?
C17C C18C C19C C13C 45.3(5) . . . . ?
C17C C18C C19C C20C 166.4(4) . . . . ?
C18C C19C C20C O4C 69.1(4) . . . . ?
C18C C19C C20C C21C -166.3(3) . . . . ?
C19C C13C C14C O2C -156.5(4) . . . . ?
C19C C13C C14C C15C 79.3(5) . . . . ?
C19C C20C C21C O5C -135.3(4) . . . . ?
C19C C20C C21C C9C 48.1(5) . . . . ?
C22C C16C C17C C18C 172.3(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.035 -0.367 0.000 1114.2 112.2 ?
2 -0.431 -0.173 0.500 1114.2 112.4 ?
3 0.096 0.237 0.787 10.4 0.0 ?
4 -0.096 0.737 0.713 10.4 0.0 ?
5 0.404 0.763 0.287 10.4 0.0 ?
6 0.596 0.263 0.213 10.4 0.0 ?


_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 2.011
_oxdiff_exptl_absorpt_empirical_full_min 0.596
####################################################################### 
# 
# 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_20200703_pss-90
_database_code_depnum_ccdc_archive 'CCDC 2106604'
loop_
_audit_author_name
_audit_author_address
'Hanli Ruan'
;Huazhong University of Science and Technology
China
;
_audit_update_record             
;
2021-08-31 deposited with the CCDC.	2021-11-08 downloaded from the CCDC.
;
_audit_creation_date             2020-07-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H34 N2 O4, H2 O'
_chemical_formula_sum            'C29 H36 N2 O5'
_chemical_formula_weight         492.60
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.91695(4)
_cell_length_b                   13.87123(6)
_cell_length_c                   15.20036(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2512.660(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    47390
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.7740
_cell_measurement_theta_min      4.3050
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.870
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74187
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0122
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            66071
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.927
_diffrn_reflns_theta_min         4.315
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_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     56.00  82.00   0.50    0.50    --    0.00  65.00  91.00   52
  2  ω    -24.00   3.00   0.50    0.50    --    0.00  65.00  91.00   54
  3  ω     72.00 143.00   0.50    0.50    --   94.60  65.00  91.00  142
  4  ω      5.00  98.00   0.50    0.50    --   94.60 -65.00 -43.00  186
  5  ω    -88.00 -26.00   0.50    0.50    --    0.00 -57.00-180.00  124
  6  ω    -46.00   8.00   0.50    0.50    --    0.00 -77.00 -90.00  108
  7  ω     35.00  60.00   0.50    0.50    --    0.00  38.00 150.00   50
  8  ω     -1.00  24.00   0.50    0.50    --    0.00 -65.00 -43.00   50
  9  ω    -17.00  54.00   0.50    0.50    --    0.00  38.00-150.00  142
 10  ω     41.00  87.00   0.50    0.50    --    0.00  57.00-150.00   92
 11  ω     -7.00  18.00   0.50    0.50    --    0.00  57.00-150.00   50
 12  ω    -43.00  29.00   0.50    0.50    --    0.00 -77.00-180.00  144
 13  ω    -16.00  76.00   0.50    0.50    --    0.00  19.00 -60.00  184
 14  ω    -33.00  -8.00   0.50    0.50    --    0.00 -65.00 -43.00   50
 15  ω    -15.00  22.00   0.50    0.50    --    0.00 -57.00-180.00   74
 16  ω     64.00  89.00   0.50    0.50    --    0.00  38.00   0.00   50
 17  ω    -16.00  29.00   0.50    0.50    --    0.00  38.00 150.00   90
 18  ω    -16.00  52.00   0.50    0.50    --    0.00  38.00   0.00  136
 19  ω     66.00  92.00   0.50    0.50    --   94.60  74.00 -17.73   52
 20  ω    112.00 166.00   0.50    0.50    --   94.60  55.00  78.12  108
 21  ω     67.00  92.00   0.50    0.50    --   94.60  73.00   5.56   50
 22  ω     73.00 102.00   0.50    0.50    --   94.60  55.00  78.12   58
 23  ω     39.00 105.00   0.50    0.50    --   94.60 -82.00 -60.00  132
 24  ω     92.00 126.00   0.50    0.50    --   94.60 -82.00 150.00   68
 25  ω     66.00  91.00   0.50    0.50    --   94.60  75.00  31.19   50
 26  ω     70.00 121.00   0.50    0.50    --   94.60  63.00 -23.94  102
 27  ω     69.00 182.00   0.50    0.50    --   94.60  68.00-168.91  226
 28  ω     73.00 184.00   0.50    0.50    --   94.60  61.00  30.00  222
 29  ω     32.00 126.00   0.50    0.50    --   94.60 -82.00  60.00  188
 30  ω     66.00  91.00   0.50    0.50    --   94.60  75.00 -94.78   50
 31  ω    110.00 184.00   0.50    0.50    --   94.60  75.00 -94.78  148
 32  ω     67.00  92.00   0.50    0.50    --   94.60  71.00  66.54   50
 33  ω     14.00 122.00   0.50    0.50    --   94.60 -82.00-150.00  216
 34  ω     68.00 160.00   0.50    0.50    --   94.60  70.00 162.81  184
 35  ω     68.00 161.00   0.50    0.50    --   94.60  70.00 173.03  186
 36  ω    133.00 168.00   0.50    0.50    --   94.60  67.00 -46.19   70
 37  ω    144.00 170.00   0.50    0.50    --   94.60  71.00 125.36   52
 38  ω     67.00  93.00   0.50    0.50    --   94.60  71.00 125.36   52
 39  ω     69.00  99.00   0.50    0.50    --   94.60  67.00 -46.19   60
 40  ω      5.00  80.00   0.50    0.50    --   94.60 -82.00 150.00  150
 41  ω    122.00 148.00   0.50    0.50    --   94.60  56.00 -97.16   52
 42  ω     73.00 100.00   0.50    0.50    --   94.60  56.00 -97.16   54
 43  ω     72.00 122.00   0.50    0.50    --   94.60  61.00 150.00  100
 44  ω     71.00 153.00   0.50    0.50    --   94.60  61.00 -90.00  164
 45  ω     76.00 151.00   0.50    0.50    --   94.60  45.00  30.00  150
 46  ω     72.00  98.00   0.50    0.50    --   94.60  61.00-150.00   52
 47  ω     66.00  91.00   0.50    0.50    --   94.60  74.00 -62.10   50
 48  ω     71.00 104.00   0.50    0.50    --   94.60  61.00  90.00   66
 49  ω     66.00  92.00   0.50    0.50    --   94.60  75.00 141.30   52
 50  ω     75.00 112.00   0.50    0.50    --   94.60  45.00 150.00   74
 51  ω     72.00 102.00   0.50    0.50    --   94.60  61.00 -30.00   60
 52  ω     66.00  91.00   0.50    0.50    --   94.60  74.00 100.99   50
 53  ω     38.00  63.00   0.50    0.50    --   94.60 -82.00 -30.00   50
 54  ω     87.00 126.00   0.50    0.50    --   94.60 -82.00 -30.00   78
 55  ω     71.00 182.00   0.50    0.50    --   94.60  61.00 -60.00  222
 56  ω     45.00 124.00   0.50    0.50    --   94.60 -82.00 120.00  158
 57  ω    112.00 182.00   0.50    0.50    --   94.60  61.00  60.00  140
 58  ω     71.00  97.00   0.50    0.50    --   94.60  61.00  60.00   52
 59  ω    106.00 139.00   0.50    0.50    --   94.60  71.00-125.50   66
 60  ω     67.00  93.00   0.50    0.50    --   94.60  72.00-153.41   52
 61  ω     66.00 184.00   0.50    0.50    --   94.60  75.00-143.95  236
 62  ω     71.00 171.00   0.50    0.50    --   94.60  60.00 108.55  200
 63  ω     71.00 180.00   0.50    0.50    --   94.60  62.00  -9.84  218
 64  ω     67.00  93.00   0.50    0.50    --   94.60  71.00-125.50   52
 65  ω    122.00 147.00   0.50    0.50    --   94.60  75.00  31.19   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0447639000
_diffrn_orient_matrix_UB_12      -0.0711149000
_diffrn_orient_matrix_UB_13      -0.0695079000
_diffrn_orient_matrix_UB_21      0.1208191000
_diffrn_orient_matrix_UB_22      -0.0192875000
_diffrn_orient_matrix_UB_23      -0.0313385000
_diffrn_orient_matrix_UB_31      0.0102632000
_diffrn_orient_matrix_UB_32      -0.0831353000
_diffrn_orient_matrix_UB_33      0.0667593000
_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         0.769
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                5038
_reflns_number_total             5083
_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 1.171.39.28b (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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 2162 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         5083
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0271
_refine_ls_restrained_S_all      1.058
_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)+(0.0397P)²+0.6143P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0721
_refine_ls_wR_factor_ref         0.0723
_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, All O(H) groups, All O(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C13(H13), C14(H14), C16(H16), C18(H18),
 C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C15(H15A,H15B), C17(H17A,H17B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C2'(H2'), C5'(H5'), C6'(H6'), C7'(H7'), C8'(H8'), N1(H1), N1'(H1')
2.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3A)
;
_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 0.58552(14) 0.26023(12) 0.64025(11) 0.0175(3) Uani 1 1 d . . . . .
C2' C 0.23681(14) 0.39521(13) 0.60436(12) 0.0205(3) Uani 1 1 d . . . . .
H2' H 0.2252 0.3486 0.6474 0.025 Uiso 1 1 calc R . . . .
C3 C 0.53001(13) 0.42218(12) 0.61439(11) 0.0166(3) Uani 1 1 d . . . . .
H3 H 0.5403 0.4565 0.5586 0.020 Uiso 1 1 calc R . . . .
C3' C 0.32557(14) 0.45785(12) 0.60235(11) 0.0189(3) Uani 1 1 d . . . . .
C4 C 0.64107(13) 0.42774(12) 0.66847(11) 0.0167(3) Uani 1 1 d . . . . .
H4 H 0.6272 0.4636 0.7230 0.020 Uiso 1 1 calc R . . . .
C4' C 0.31005(13) 0.51649(12) 0.52513(11) 0.0182(3) Uani 1 1 d . . . . .
C5 C 0.72952(14) 0.48156(12) 0.61378(11) 0.0196(3) Uani 1 1 d . . . . .
C5' C 0.37166(14) 0.59250(13) 0.48795(12) 0.0214(4) Uani 1 1 d . . . . .
H5' H 0.4376 0.6138 0.5142 0.026 Uiso 1 1 calc R . . . .
C6 C 0.81140(14) 0.43893(12) 0.56672(11) 0.0187(3) Uani 1 1 d . . . . .
C6' C 0.33269(15) 0.63524(13) 0.41150(12) 0.0238(4) Uani 1 1 d . . . . .
H6' H 0.3725 0.6860 0.3865 0.029 Uiso 1 1 calc R . . . .
C7 C 0.82351(13) 0.33122(12) 0.57495(10) 0.0166(3) Uani 1 1 d . . . . .
H7 H 0.7749 0.2992 0.5320 0.020 Uiso 1 1 calc R . . . .
C7' C 0.23316(15) 0.60254(13) 0.37124(12) 0.0239(4) Uani 1 1 d . . . . .
H7' H 0.2088 0.6322 0.3198 0.029 Uiso 1 1 calc R . . . .
C8 C 0.79048(13) 0.30183(12) 0.66602(10) 0.0157(3) Uani 1 1 d . . . . .
H8 H 0.8359 0.3420 0.7053 0.019 Uiso 1 1 calc R . . . .
C8' C 0.17066(14) 0.52774(13) 0.40604(12) 0.0213(3) Uani 1 1 d . . . . .
H8' H 0.1050 0.5067 0.3791 0.026 Uiso 1 1 calc R . . . .
C9 C 0.67050(13) 0.32123(12) 0.69169(10) 0.0161(3) Uani 1 1 d . . . . .
C9' C 0.21034(14) 0.48489(12) 0.48376(11) 0.0181(3) Uani 1 1 d . . . . .
C10 C 0.42629(14) 0.46266(13) 0.66145(11) 0.0203(3) Uani 1 1 d . . . . .
H10A H 0.4121 0.4258 0.7145 0.024 Uiso 1 1 calc R . . . .
H10B H 0.4400 0.5291 0.6783 0.024 Uiso 1 1 calc R . . . .
C11 C 0.70914(15) 0.58911(13) 0.61071(14) 0.0282(4) Uani 1 1 d . . . . .
H11A H 0.6568 0.6036 0.5646 0.042 Uiso 1 1 calc GR . . . .
H11B H 0.7787 0.6218 0.5996 0.042 Uiso 1 1 calc GR . . . .
H11C H 0.6790 0.6102 0.6660 0.042 Uiso 1 1 calc GR . . . .
C12 C 0.89022(15) 0.49112(14) 0.50515(12) 0.0230(4) Uani 1 1 d . . . . .
H12A H 0.8554 0.5495 0.4850 0.034 Uiso 1 1 calc GR . . . .
H12B H 0.9068 0.4506 0.4556 0.034 Uiso 1 1 calc GR . . . .
H12C H 0.9585 0.5064 0.5357 0.034 Uiso 1 1 calc GR . . . .
C13 C 0.83760(13) 0.20183(11) 0.67493(10) 0.0154(3) Uani 1 1 d . . . . .
H13 H 0.8021 0.1604 0.6308 0.018 Uiso 1 1 calc R . . . .
C14 C 0.95656(14) 0.22610(12) 0.64391(10) 0.0163(3) Uani 1 1 d . . . . .
H14 H 0.9966 0.2604 0.6907 0.020 Uiso 1 1 calc R . . . .
C15 C 1.02522(14) 0.14081(12) 0.61438(11) 0.0188(3) Uani 1 1 d . . . . .
H15A H 1.0878 0.1634 0.5791 0.023 Uiso 1 1 calc R . . . .
H15B H 0.9792 0.0996 0.5776 0.023 Uiso 1 1 calc R . . . .
C16 C 1.07039(14) 0.08184(13) 0.69195(11) 0.0193(3) Uani 1 1 d . . . . .
H16 H 1.1202 0.1236 0.7263 0.023 Uiso 1 1 calc R . . . .
C17 C 0.97982(14) 0.04197(12) 0.75440(11) 0.0190(3) Uani 1 1 d . . . . .
H17A H 0.9247 0.0079 0.7192 0.023 Uiso 1 1 calc R . . . .
H17B H 1.0150 -0.0051 0.7927 0.023 Uiso 1 1 calc R . . . .
C18 C 0.91714(14) 0.11490(12) 0.81249(10) 0.0172(3) Uani 1 1 d . . . . .
H18 H 0.8906 0.0805 0.8648 0.021 Uiso 1 1 calc R . . . .
C19 C 0.81405(13) 0.15930(12) 0.76703(10) 0.0160(3) Uani 1 1 d . . . . .
H19 H 0.7604 0.1066 0.7585 0.019 Uiso 1 1 calc R . . . .
C20 C 0.75580(14) 0.23356(12) 0.82798(11) 0.0186(3) Uani 1 1 d . . . . .
H20A H 0.7269 0.1992 0.8787 0.022 Uiso 1 1 calc R . . . .
H20B H 0.8126 0.2780 0.8491 0.022 Uiso 1 1 calc R . . . .
C21 C 0.66046(14) 0.29258(12) 0.78922(11) 0.0180(3) Uani 1 1 d . . . . .
C22 C 1.14070(16) -0.00115(14) 0.65516(13) 0.0264(4) Uani 1 1 d . . . . .
H22A H 1.0926 -0.0460 0.6254 0.040 Uiso 1 1 calc GR . . . .
H22B H 1.1786 -0.0333 0.7025 0.040 Uiso 1 1 calc GR . . . .
H22C H 1.1951 0.0238 0.6145 0.040 Uiso 1 1 calc GR . . . .
N1 N 0.51673(12) 0.31988(10) 0.59660(9) 0.0188(3) Uani 1 1 d . . . . .
H1 H 0.4674 0.2988 0.5601 0.023 Uiso 1 1 calc R . . . .
N1' N 0.16717(12) 0.41097(11) 0.53352(10) 0.0203(3) Uani 1 1 d . . . . .
H1' H 0.1066 0.3797 0.5223 0.024 Uiso 1 1 calc R . . . .
O1 O 0.58245(10) 0.17201(9) 0.63957(9) 0.0239(3) Uani 1 1 d . . . . .
O2 O 0.93755(10) 0.29257(9) 0.56841(7) 0.0188(2) Uani 1 1 d . . . . .
O3 O 0.99400(10) 0.18723(9) 0.84116(8) 0.0212(3) Uani 1 1 d . . . . .
H3A H 0.9813 0.2007 0.8927 0.032 Uiso 1 1 calc GR . . . .
O4 O 0.58048(11) 0.31879(10) 0.83277(8) 0.0269(3) Uani 1 1 d . . . . .
O5 O 0.55077(12) 0.77496(10) 0.51577(9) 0.0254(3) Uani 1 1 d . . . . .
H5A H 0.497(2) 0.7904(18) 0.5599(18) 0.038 Uiso 1 1 d R . . . .
H5B H 0.609(2) 0.8070(19) 0.5353(18) 0.038 Uiso 1 1 d 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
C1 C9 1.534(2) . ?
C1 N1 1.340(2) . ?
C1 O1 1.224(2) . ?
C2' H2' 0.9300 . ?
C2' C3' 1.369(2) . ?
C2' N1' 1.377(2) . ?
C3 H3 0.9800 . ?
C3 C4 1.560(2) . ?
C3 C10 1.534(2) . ?
C3 N1 1.453(2) . ?
C3' C4' 1.440(2) . ?
C3' C10 1.501(2) . ?
C4 H4 0.9800 . ?
C4 C5 1.536(2) . ?
C4 C9 1.559(2) . ?
C4' C5' 1.404(2) . ?
C4' C9' 1.414(2) . ?
C5 C6 1.347(2) . ?
C5 C11 1.512(2) . ?
C5' H5' 0.9300 . ?
C5' C6' 1.385(3) . ?
C6 C7 1.506(2) . ?
C6 C12 1.511(2) . ?
C6' H6' 0.9300 . ?
C6' C7' 1.410(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.496(2) . ?
C7 O2 1.4643(19) . ?
C7' H7' 0.9300 . ?
C7' C8' 1.382(3) . ?
C8 H8 0.9800 . ?
C8 C9 1.506(2) . ?
C8 C13 1.503(2) . ?
C8' H8' 0.9300 . ?
C8' C9' 1.404(2) . ?
C9 C21 1.539(2) . ?
C9' N1' 1.374(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13 0.9800 . ?
C13 C14 1.532(2) . ?
C13 C19 1.545(2) . ?
C14 H14 0.9800 . ?
C14 C15 1.507(2) . ?
C14 O2 1.4894(18) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.533(2) . ?
C16 H16 0.9800 . ?
C16 C17 1.540(2) . ?
C16 C22 1.530(2) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.537(2) . ?
C18 H18 0.9800 . ?
C18 C19 1.538(2) . ?
C18 O3 1.427(2) . ?
C19 H19 0.9800 . ?
C19 C20 1.550(2) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.519(2) . ?
C21 O4 1.216(2) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
N1 H1 0.8600 . ?
N1' H1' 0.8600 . ?
O3 H3A 0.8200 . ?
O5 H5A 0.95(3) . ?
O5 H5B 0.88(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
N1 C1 C9 108.40(14) . . ?
O1 C1 C9 125.13(15) . . ?
O1 C1 N1 126.47(16) . . ?
C3' C2' H2' 124.8 . . ?
C3' C2' N1' 110.33(16) . . ?
N1' C2' H2' 124.8 . . ?
C4 C3 H3 109.0 . . ?
C10 C3 H3 109.0 . . ?
C10 C3 C4 114.81(13) . . ?
N1 C3 H3 109.0 . . ?
N1 C3 C4 103.81(13) . . ?
N1 C3 C10 110.88(14) . . ?
C2' C3' C4' 106.11(15) . . ?
C2' C3' C10 129.25(16) . . ?
C4' C3' C10 124.44(15) . . ?
C3 C4 H4 109.1 . . ?
C5 C4 C3 108.73(13) . . ?
C5 C4 H4 109.1 . . ?
C5 C4 C9 115.39(13) . . ?
C9 C4 C3 105.26(13) . . ?
C9 C4 H4 109.1 . . ?
C5' C4' C3' 133.27(16) . . ?
C5' C4' C9' 119.56(15) . . ?
C9' C4' C3' 107.17(14) . . ?
C6 C5 C4 124.84(15) . . ?
C6 C5 C11 122.22(16) . . ?
C11 C5 C4 112.70(15) . . ?
C4' C5' H5' 120.5 . . ?
C6' C5' C4' 118.96(16) . . ?
C6' C5' H5' 120.5 . . ?
C5 C6 C7 117.45(15) . . ?
C5 C6 C12 124.69(16) . . ?
C7 C6 C12 117.85(15) . . ?
C5' C6' H6' 119.7 . . ?
C5' C6' C7' 120.58(17) . . ?
C7' C6' H6' 119.7 . . ?
C6 C7 H7 109.7 . . ?
C8 C7 C6 108.79(14) . . ?
C8 C7 H7 109.7 . . ?
O2 C7 C6 116.52(13) . . ?
O2 C7 H7 109.7 . . ?
O2 C7 C8 101.96(12) . . ?
C6' C7' H7' 119.0 . . ?
C8' C7' C6' 121.92(17) . . ?
C8' C7' H7' 119.0 . . ?
C7 C8 H8 105.3 . . ?
C7 C8 C9 116.16(13) . . ?
C7 C8 C13 103.69(13) . . ?
C9 C8 H8 105.3 . . ?
C13 C8 H8 105.3 . . ?
C13 C8 C9 119.76(14) . . ?
C7' C8' H8' 121.4 . . ?
C7' C8' C9' 117.26(16) . . ?
C9' C8' H8' 121.4 . . ?
C1 C9 C4 105.00(12) . . ?
C1 C9 C21 107.29(13) . . ?
C8 C9 C1 113.33(13) . . ?
C8 C9 C4 108.91(13) . . ?
C8 C9 C21 106.09(13) . . ?
C21 C9 C4 116.44(14) . . ?
C8' C9' C4' 121.72(16) . . ?
N1' C9' C4' 107.53(14) . . ?
N1' C9' C8' 130.75(16) . . ?
C3 C10 H10A 109.6 . . ?
C3 C10 H10B 109.6 . . ?
C3' C10 C3 110.42(14) . . ?
C3' C10 H10A 109.6 . . ?
C3' C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C5 C11 H11A 109.5 . . ?
C5 C11 H11B 109.5 . . ?
C5 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6 C12 H12A 109.5 . . ?
C6 C12 H12B 109.5 . . ?
C6 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13 108.6 . . ?
C8 C13 C14 96.62(12) . . ?
C8 C13 C19 111.49(13) . . ?
C14 C13 H13 108.6 . . ?
C14 C13 C19 122.08(13) . . ?
C19 C13 H13 108.6 . . ?
C13 C14 H14 109.5 . . ?
C15 C14 C13 114.94(14) . . ?
C15 C14 H14 109.5 . . ?
O2 C14 C13 103.44(12) . . ?
O2 C14 H14 109.5 . . ?
O2 C14 C15 109.82(13) . . ?
C14 C15 H15A 109.1 . . ?
C14 C15 H15B 109.1 . . ?
C14 C15 C16 112.36(14) . . ?
H15A C15 H15B 107.9 . . ?
C16 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
C15 C16 H16 107.9 . . ?
C15 C16 C17 114.82(14) . . ?
C17 C16 H16 107.9 . . ?
C22 C16 C15 108.22(14) . . ?
C22 C16 H16 107.9 . . ?
C22 C16 C17 109.81(15) . . ?
C16 C17 H17A 108.0 . . ?
C16 C17 H17B 108.0 . . ?
H17A C17 H17B 107.2 . . ?
C18 C17 C16 117.29(14) . . ?
C18 C17 H17A 108.0 . . ?
C18 C17 H17B 108.0 . . ?
C17 C18 H18 107.6 . . ?
C17 C18 C19 113.18(13) . . ?
C19 C18 H18 107.6 . . ?
O3 C18 C17 109.05(13) . . ?
O3 C18 H18 107.6 . . ?
O3 C18 C19 111.62(13) . . ?
C13 C19 H19 106.4 . . ?
C13 C19 C20 111.67(13) . . ?
C18 C19 C13 114.52(13) . . ?
C18 C19 H19 106.4 . . ?
C18 C19 C20 110.82(13) . . ?
C20 C19 H19 106.4 . . ?
C19 C20 H20A 107.9 . . ?
C19 C20 H20B 107.9 . . ?
H20A C20 H20B 107.2 . . ?
C21 C20 C19 117.48(14) . . ?
C21 C20 H20A 107.9 . . ?
C21 C20 H20B 107.9 . . ?
C20 C21 C9 117.03(14) . . ?
O4 C21 C9 120.53(15) . . ?
O4 C21 C20 122.42(15) . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C1 N1 C3 116.36(13) . . ?
C1 N1 H1 121.8 . . ?
C3 N1 H1 121.8 . . ?
C2' N1' H1' 125.6 . . ?
C9' N1' C2' 108.86(14) . . ?
C9' N1' H1' 125.6 . . ?
C7 O2 C14 108.39(11) . . ?
C18 O3 H3A 109.5 . . ?
H5A O5 H5B 100(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3A O5 0.82 1.94 2.7574(18) 176.8 2_665
O5 H5A O4 0.95(3) 1.92(3) 2.8489(19) 166(2) 4_656

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 C9 C21 C20 107.73(16) . . . . ?
C1 C9 C21 O4 -74.0(2) . . . . ?
C2' C3' C4' C5' 179.78(18) . . . . ?
C2' C3' C4' C9' -0.14(18) . . . . ?
C2' C3' C10 C3 104.3(2) . . . . ?
C3 C4 C5 C6 -99.60(18) . . . . ?
C3 C4 C5 C11 74.89(17) . . . . ?
C3 C4 C9 C1 7.34(16) . . . . ?
C3 C4 C9 C8 129.03(13) . . . . ?
C3 C4 C9 C21 -111.14(15) . . . . ?
C3' C2' N1' C9' 0.1(2) . . . . ?
C3' C4' C5' C6' -179.57(17) . . . . ?
C3' C4' C9' C8' 179.82(15) . . . . ?
C3' C4' C9' N1' 0.21(18) . . . . ?
C4 C3 C10 C3' 177.48(14) . . . . ?
C4 C3 N1 C1 10.63(19) . . . . ?
C4 C5 C6 C7 -5.9(2) . . . . ?
C4 C5 C6 C12 172.91(16) . . . . ?
C4 C9 C21 C20 -135.04(15) . . . . ?
C4 C9 C21 O4 43.2(2) . . . . ?
C4' C3' C10 C3 -69.8(2) . . . . ?
C4' C5' C6' C7' -0.4(3) . . . . ?
C4' C9' N1' C2' -0.20(18) . . . . ?
C5 C4 C9 C1 -112.53(15) . . . . ?
C5 C4 C9 C8 9.16(18) . . . . ?
C5 C4 C9 C21 128.99(15) . . . . ?
C5 C6 C7 C8 -32.2(2) . . . . ?
C5 C6 C7 O2 -146.67(15) . . . . ?
C5' C4' C9' C8' -0.1(2) . . . . ?
C5' C4' C9' N1' -179.73(15) . . . . ?
C5' C6' C7' C8' 0.3(3) . . . . ?
C6 C7 C8 C9 62.79(18) . . . . ?
C6 C7 C8 C13 -163.68(13) . . . . ?
C6 C7 O2 C14 130.53(14) . . . . ?
C6' C7' C8' C9' -0.1(3) . . . . ?
C7 C8 C9 C1 66.99(18) . . . . ?
C7 C8 C9 C4 -49.49(18) . . . . ?
C7 C8 C9 C21 -175.55(14) . . . . ?
C7 C8 C13 C14 50.36(14) . . . . ?
C7 C8 C13 C19 178.69(13) . . . . ?
C7' C8' C9' C4' 0.0(2) . . . . ?
C7' C8' C9' N1' 179.49(17) . . . . ?
C8 C7 O2 C14 12.26(15) . . . . ?
C8 C9 C21 C20 -13.70(19) . . . . ?
C8 C9 C21 O4 164.52(16) . . . . ?
C8 C13 C14 C15 -161.13(13) . . . . ?
C8 C13 C14 O2 -41.41(14) . . . . ?
C8 C13 C19 C18 -131.10(14) . . . . ?
C8 C13 C19 C20 -4.12(19) . . . . ?
C8' C9' N1' C2' -179.76(17) . . . . ?
C9 C1 N1 C3 -6.0(2) . . . . ?
C9 C4 C5 C6 18.3(2) . . . . ?
C9 C4 C5 C11 -167.16(14) . . . . ?
C9 C8 C13 C14 -178.20(14) . . . . ?
C9 C8 C13 C19 -49.86(19) . . . . ?
C9' C4' C5' C6' 0.3(2) . . . . ?
C10 C3 C4 C5 -124.95(15) . . . . ?
C10 C3 C4 C9 110.86(16) . . . . ?
C10 C3 N1 C1 -113.17(16) . . . . ?
C10 C3' C4' C5' -5.0(3) . . . . ?
C10 C3' C4' C9' 175.12(15) . . . . ?
C11 C5 C6 C7 -179.86(16) . . . . ?
C11 C5 C6 C12 -1.1(3) . . . . ?
C12 C6 C7 C8 148.95(15) . . . . ?
C12 C6 C7 O2 34.5(2) . . . . ?
C13 C8 C9 C1 -58.78(19) . . . . ?
C13 C8 C9 C4 -175.26(13) . . . . ?
C13 C8 C9 C21 58.68(18) . . . . ?
C13 C14 C15 C16 -76.93(18) . . . . ?
C13 C14 O2 C7 18.95(15) . . . . ?
C13 C19 C20 C21 44.1(2) . . . . ?
C14 C13 C19 C18 -18.0(2) . . . . ?
C14 C13 C19 C20 109.01(17) . . . . ?
C14 C15 C16 C17 58.23(19) . . . . ?
C14 C15 C16 C22 -178.71(14) . . . . ?
C15 C14 O2 C7 142.12(13) . . . . ?
C15 C16 C17 C18 -70.26(19) . . . . ?
C16 C17 C18 C19 87.09(18) . . . . ?
C16 C17 C18 O3 -37.80(19) . . . . ?
C17 C18 C19 C13 -51.47(19) . . . . ?
C17 C18 C19 C20 -178.89(13) . . . . ?
C18 C19 C20 C21 173.09(14) . . . . ?
C19 C13 C14 C15 78.34(18) . . . . ?
C19 C13 C14 O2 -161.94(13) . . . . ?
C19 C20 C21 C9 -34.8(2) . . . . ?
C19 C20 C21 O4 146.97(17) . . . . ?
C22 C16 C17 C18 167.54(14) . . . . ?
N1 C1 C9 C4 -1.38(17) . . . . ?
N1 C1 C9 C8 -120.14(15) . . . . ?
N1 C1 C9 C21 123.10(15) . . . . ?
N1 C3 C4 C5 113.86(15) . . . . ?
N1 C3 C4 C9 -10.33(16) . . . . ?
N1 C3 C10 C3' -65.28(18) . . . . ?
N1' C2' C3' C4' 0.02(19) . . . . ?
N1' C2' C3' C10 -174.93(16) . . . . ?
O1 C1 C9 C4 178.33(16) . . . . ?
O1 C1 C9 C8 59.6(2) . . . . ?
O1 C1 C9 C21 -57.2(2) . . . . ?
O1 C1 N1 C3 174.25(16) . . . . ?
O2 C7 C8 C9 -173.56(13) . . . . ?
O2 C7 C8 C13 -40.03(15) . . . . ?
O2 C14 C15 C16 166.95(13) . . . . ?
O3 C18 C19 C13 72.01(17) . . . . ?
O3 C18 C19 C20 -55.40(17) . . . . ?

_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 1.356
_oxdiff_exptl_absorpt_empirical_full_min 0.811
####################################################################### 
# 
# 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_20191231_pss-43
_database_code_depnum_ccdc_archive 'CCDC 2106605'
loop_
_audit_author_name
_audit_author_address
'Hanli Ruan'
;Huazhong University of Science and Technology
China
;
_audit_update_record             
;
2021-08-31 deposited with the CCDC.	2021-11-08 downloaded from the CCDC.
;
_audit_creation_date             2020-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H34 N2 O3, 1.5(C H Cl3)'
_chemical_formula_sum            'C30.50 H35.50 Cl4.50 N2 O3'
_chemical_formula_weight         637.63
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.1280(2)
_cell_length_b                   12.6160(2)
_cell_length_c                   26.8390(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.5200(4)
_cell_angle_gamma                90
_cell_volume                     3048.18(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    46173
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.6840
_cell_measurement_theta_min      3.8680
_shelx_estimated_absorpt_T_max   0.817
_shelx_estimated_absorpt_T_min   0.486
_exptl_absorpt_coefficient_mu    4.213
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61590
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1332
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            74838
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.980
_diffrn_reflns_theta_min         3.339
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_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     50.00  84.00   0.50    0.50    --    0.00  57.00-120.00   68
  2  ω    -30.00   9.00   0.50    0.50    --    0.00 -38.00 -90.00   78
  3  ω    -41.00  29.00   0.50    0.50    --    0.00 -77.00  60.00  140
  4  ω    -79.00   2.00   0.50    0.50    --    0.00 -38.00 120.00  162
  5  ω    -21.00  21.00   0.50    0.50    --    0.00  57.00  90.00   84
  6  ω     33.00  59.00   0.50    0.50    --    0.00  38.00 120.00   52
  7  ω    -17.00  31.00   0.50    0.50    --    0.00  38.00 120.00   96
  8  ω    -43.00 -12.00   0.50    0.50    --    0.00 -77.00 -30.00   62
  9  ω     41.00  86.00   0.50    0.50    --    0.00  38.00 -60.00   90
 10  ω    -87.00  22.00   0.50    0.50    --    0.00 -57.00-120.00  218
 11  ω    -21.00  27.00   0.50    0.50    --    0.00  57.00-120.00   96
 12  ω    -12.00  23.00   0.50    0.50    --    0.00  38.00 -60.00   70
 13  ω     -5.00  29.00   0.50    0.50    --    0.00 -77.00 -30.00   68
 14  ω     32.00  75.00   0.50    0.50    --    0.00  57.00  90.00   86
 15  ω    125.00 171.00   0.50    0.50    --   94.60  66.00 132.50   92
 16  ω     69.00  97.00   0.50    0.50    --   94.60  66.00 132.50   56
 17  ω     72.00 105.00   0.50    0.50    --   94.60  55.00  -5.77   66
 18  ω     71.00 184.00   0.50    0.50    --   94.60  61.00  20.62  226
 19  ω     68.00  93.00   0.50    0.50    --   94.60  70.00  64.07   50
 20  ω     69.00  94.00   0.50    0.50    --   94.60  66.00  28.46   50
 21  ω    140.00 183.00   0.50    0.50    --   94.60  44.00-143.66   86
 22  ω     69.00  99.00   0.50    0.50    --   94.60  66.00-104.63   60
 23  ω     67.00  93.00   0.50    0.50    --   94.60  71.00  80.52   52
 24  ω     67.00  93.00   0.50    0.50    --   94.60  72.00  -4.28   52
 25  ω     66.00  91.00   0.50    0.50    --   94.60  75.00  32.67   50
 26  ω     69.00 183.00   0.50    0.50    --   94.60  66.00  77.02  228
 27  ω     66.00  91.00   0.50    0.50    --   94.60  74.00 -29.24   50
 28  ω     66.00  92.00   0.50    0.50    --   94.60  74.00 149.98   52
 29  ω      5.00 123.00   0.50    0.50    --   94.60 -82.00  30.00  236
 30  ω     75.00 176.00   0.50    0.50    --   94.60  45.00-109.84  202
 31  ω     70.00  96.00   0.50    0.50    --   94.60  64.00  61.08   52
 32  ω     67.00  93.00   0.50    0.50    --   94.60  71.00  99.14   52
 33  ω     70.00 184.00   0.50    0.50    --   94.60  63.00 -81.72  228
 34  ω     69.00 183.00   0.50    0.50    --   94.60  66.00  97.59  228
 35  ω    118.00 144.00   0.50    0.50    --   94.60  70.00-178.40   52
 36  ω    118.00 144.00   0.50    0.50    --   94.60  63.00-114.28   52
 37  ω     71.00  97.00   0.50    0.50    --   94.60  61.00-180.00   52
 38  ω     71.00  96.00   0.50    0.50    --   94.60  61.00 -60.00   50
 39  ω     71.00  96.00   0.50    0.50    --   94.60  61.00-150.00   50
 40  ω     66.00  91.00   0.50    0.50    --   94.60  75.00 -50.92   50
 41  ω     71.00 161.00   0.50    0.50    --   94.60  61.00   0.00  180
 42  ω    130.00 155.00   0.50    0.50    --   94.60  74.00 109.29   50
 43  ω      5.00 104.00   0.50    0.50    --   94.60 -82.00-180.00  198
 44  ω     71.00  97.00   0.50    0.50    --   94.60  61.00-120.00   52
 45  ω     71.00  97.00   0.50    0.50    --   94.60  61.00 -50.79   52
 46  ω    154.00 179.00   0.50    0.50    --   94.60  65.00 -47.44   50
 47  ω     67.00  93.00   0.50    0.50    --   94.60  72.00-152.50   52
 48  ω     66.00  91.00   0.50    0.50    --   94.60  74.00 109.29   50
 49  ω     68.00  93.00   0.50    0.50    --   94.60  70.00-178.40   50
 50  ω     71.00 132.00   0.50    0.50    --   94.60  61.00  60.00  122
 51  ω    135.00 169.00   0.50    0.50    --   94.60  61.00  60.00   68
 52  ω     37.00  75.00   0.50    0.50    --   94.60 -82.00 -30.00   76
 53  ω     79.00 105.00   0.50    0.50    --   94.60 -82.00 -30.00   52
 54  ω     75.00 174.00   0.50    0.50    --   94.60  45.00-180.00  198
 55  ω     71.00  96.00   0.50    0.50    --   94.60  61.00 150.00   50
 56  ω     44.00 107.00   0.50    0.50    --   94.60 -82.00 150.00  126
 57  ω     70.00  96.00   0.50    0.50    --   94.60  65.00 -47.44   52
 58  ω     47.00 124.00   0.50    0.50    --   94.60 -82.00 -90.00  154
 59  ω    104.00 130.00   0.50    0.50    --   94.60  66.00 -30.03   52
 60  ω     22.00 114.00   0.50    0.50    --   94.60 -61.00  30.00  184
 61  ω     19.00 126.00   0.50    0.50    --   94.60 -82.00-120.00  214
 62  ω     71.00  97.00   0.50    0.50    --   94.60  61.00 -90.00   52
 63  ω     69.00  95.00   0.50    0.50    --   94.60  66.00 -30.03   52
 64  ω    145.00 170.00   0.50    0.50    --   94.60  55.00  -5.77   50
 65  ω     70.00  96.00   0.50    0.50    --   94.60  63.00-114.28   52
 66  ω     76.00 107.00   0.50    0.50    --   94.60  44.00-143.66   62
 67  ω     76.00 150.00   0.50    0.50    --   94.60  44.00 -45.81  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0708301000
_diffrn_orient_matrix_UB_12      -0.0032273000
_diffrn_orient_matrix_UB_13      -0.0482484000
_diffrn_orient_matrix_UB_21      -0.1037118000
_diffrn_orient_matrix_UB_22      0.0900929000
_diffrn_orient_matrix_UB_23      -0.0228900000
_diffrn_orient_matrix_UB_31      0.1161981000
_diffrn_orient_matrix_UB_32      0.0824020000
_diffrn_orient_matrix_UB_33      0.0231340000
_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         0.892
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.977
_reflns_number_gt                11950
_reflns_number_total             12235
_reflns_odcompleteness_completeness 99.98
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.708
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details 
;
 Flack x determined using 5354 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.018(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     737
_refine_ls_number_reflns         12235
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0502
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0630P)²+3.6699P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1306
_refine_ls_wR_factor_ref         0.1313
_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. Restrained distances
 C1S-Cl1 \\sim C1T-Cl1
 with sigma of 0.02
 C1S-Cl2 \\sim C1T-Cl2
 with sigma of 0.02
 C1S-Cl3 \\sim C1T-Cl3
 with sigma of 0.02
3. Others
 Sof(C1T)=Sof(H1T)=1-FVAR(1)
 Sof(C1S)=Sof(H1S)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C13(H13), C14(H14), C16(H16), C19(H19),
 C3A(H3A), C4A(H4A), C7A(H7A), C8A(H8A), C13A(H13A), C14A(H14A), C16A(H16A),
 C19A(H19A), C1S(H1S), C2S(H2S), C3S(H3S), C1T(H1T)
4.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C15(H15A,H15B), C17(H17A,H17B), C18(H18A,H18B), C20(H20A,
 H20B), C10A(H10C,H10D), C15A(H15C,H15D), C17A(H17C,H17D), C18A(H18C,H18D),
 C20A(H20C,H20D)
4.c Aromatic/amide H refined with riding coordinates:
 C2'(H2'), C5'(H5'), C6'(H6'), C7'(H7'), C8'(H8'), N0AA(H0AA), N2(H2),
 C2"(H2"), C5"(H5"), C6"(H6"), C7"(H7"), C8"(H8"), N1'(H1'), N2A(H2A)
4.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C), C11A(H11D,H11E,
 H11F), C12A(H12D,H12E,H12F), C22A(H22D,H22E,H22F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1473(4) 0.6426(3) 0.53805(15) 0.0190(8) Uani 1 1 d . . . . .
C2' C 0.2388(5) 0.9497(4) 0.46390(17) 0.0249(8) Uani 1 1 d . . . . .
H2' H 0.2302 0.9573 0.4978 0.030 Uiso 1 1 calc R . . . .
C3 C 0.2788(4) 0.6704(3) 0.47025(15) 0.0208(8) Uani 1 1 d . . . . .
H3 H 0.2514 0.6463 0.4352 0.025 Uiso 1 1 calc R . . . .
C3' C 0.3022(4) 0.8644(3) 0.44393(16) 0.0204(8) Uani 1 1 d . . . . .
C4 C 0.3619(4) 0.5798(3) 0.50336(15) 0.0198(8) Uani 1 1 d . . . . .
H4 H 0.4663 0.6002 0.5130 0.024 Uiso 1 1 calc R . . . .
C4' C 0.2882(4) 0.8836(3) 0.39061(16) 0.0199(8) Uani 1 1 d . . . . .
C5 C 0.3550(4) 0.4751(3) 0.47360(15) 0.0204(8) Uani 1 1 d . . . . .
C5' C 0.3270(5) 0.8274(4) 0.34935(17) 0.0272(9) Uani 1 1 d . . . . .
H5' H 0.3755 0.7625 0.3542 0.033 Uiso 1 1 calc R . . . .
C6 C 0.2755(4) 0.3893(3) 0.48202(15) 0.0211(8) Uani 1 1 d . . . . .
C6' C 0.2915(5) 0.8707(5) 0.30165(18) 0.0357(11) Uani 1 1 d . . . . .
H6' H 0.3154 0.8333 0.2742 0.043 Uiso 1 1 calc R . . . .
C7 C 0.1856(4) 0.3959(3) 0.52441(15) 0.0191(8) Uani 1 1 d . . . . .
H7 H 0.0886 0.4275 0.5117 0.023 Uiso 1 1 calc R . . . .
C7' C 0.2217(5) 0.9676(5) 0.29340(18) 0.0366(11) Uani 1 1 d . . . . .
H7' H 0.2000 0.9938 0.2606 0.044 Uiso 1 1 calc R . . . .
C8 C 0.2657(4) 0.4630(3) 0.56541(15) 0.0186(7) Uani 1 1 d . . . . .
H8 H 0.3657 0.4326 0.5733 0.022 Uiso 1 1 calc R . . . .
C8' C 0.1831(5) 1.0268(4) 0.33269(19) 0.0318(10) Uani 1 1 d . . . . .
H8' H 0.1373 1.0926 0.3272 0.038 Uiso 1 1 calc R . . . .
C9 C 0.2886(4) 0.5775(3) 0.55188(15) 0.0180(7) Uani 1 1 d . . . . .
C9' C 0.2164(4) 0.9827(4) 0.38106(17) 0.0238(8) Uani 1 1 d . . . . .
C10 C 0.3743(5) 0.7707(3) 0.47212(16) 0.0223(8) Uani 1 1 d . . . . .
H10A H 0.4042 0.7908 0.5072 0.027 Uiso 1 1 calc R . . . .
H10B H 0.4638 0.7537 0.4587 0.027 Uiso 1 1 calc R . . . .
C11 C 0.4468(5) 0.4810(4) 0.43192(16) 0.0253(9) Uani 1 1 d . . . . .
H11A H 0.3997 0.5277 0.4059 0.038 Uiso 1 1 calc GR . . . .
H11B H 0.4553 0.4115 0.4180 0.038 Uiso 1 1 calc GR . . . .
H11C H 0.5440 0.5074 0.4453 0.038 Uiso 1 1 calc GR . . . .
C12 C 0.2656(5) 0.2877(3) 0.45229(17) 0.0249(9) Uani 1 1 d . . . . .
H12A H 0.1649 0.2766 0.4361 0.037 Uiso 1 1 calc GR . . . .
H12B H 0.2968 0.2296 0.4746 0.037 Uiso 1 1 calc GR . . . .
H12C H 0.3289 0.2921 0.4271 0.037 Uiso 1 1 calc GR . . . .
C13 C 0.1920(4) 0.4367(3) 0.60997(15) 0.0199(7) Uani 1 1 d . . . . .
H13 H 0.0873 0.4574 0.6021 0.024 Uiso 1 1 calc R . . . .
C14 C 0.2023(5) 0.3155(3) 0.60542(16) 0.0224(8) Uani 1 1 d . . . . .
H14 H 0.3055 0.2938 0.6168 0.027 Uiso 1 1 calc R . . . .
C15 C 0.1030(5) 0.2507(3) 0.63295(17) 0.0237(8) Uani 1 1 d . . . . .
H15A H 0.0972 0.1790 0.6197 0.028 Uiso 1 1 calc R . . . .
H15B H 0.0037 0.2806 0.6268 0.028 Uiso 1 1 calc R . . . .
C16 C 0.1584(5) 0.2469(3) 0.69020(17) 0.0266(9) Uani 1 1 d . . . . .
H16 H 0.2573 0.2144 0.6956 0.032 Uiso 1 1 calc R . . . .
C17 C 0.1729(5) 0.3563(4) 0.71524(17) 0.0269(9) Uani 1 1 d . . . . .
H17A H 0.1825 0.3465 0.7515 0.032 Uiso 1 1 calc R . . . .
H17B H 0.0813 0.3949 0.7043 0.032 Uiso 1 1 calc R . . . .
C18 C 0.3039(5) 0.4261(3) 0.70465(16) 0.0242(8) Uani 1 1 d . . . . .
H18A H 0.3366 0.4706 0.7338 0.029 Uiso 1 1 calc R . . . .
H18B H 0.3862 0.3805 0.7001 0.029 Uiso 1 1 calc R . . . .
C19 C 0.2644(5) 0.4965(3) 0.65807(16) 0.0216(8) Uani 1 1 d . . . . .
H19 H 0.1903 0.5474 0.6659 0.026 Uiso 1 1 calc R . . . .
C20 C 0.4006(5) 0.5627(3) 0.64824(16) 0.0226(8) Uani 1 1 d . . . . .
H20A H 0.4298 0.6096 0.6768 0.027 Uiso 1 1 calc R . . . .
H20B H 0.4828 0.5147 0.6468 0.027 Uiso 1 1 calc R . . . .
C21 C 0.3766(4) 0.6292(3) 0.60026(16) 0.0202(8) Uani 1 1 d . . . . .
C22 C 0.0565(6) 0.1760(4) 0.7156(2) 0.0359(11) Uani 1 1 d . . . . .
H22A H -0.0383 0.2098 0.7142 0.054 Uiso 1 1 calc GR . . . .
H22B H 0.1003 0.1647 0.7503 0.054 Uiso 1 1 calc GR . . . .
H22C H 0.0438 0.1091 0.6984 0.054 Uiso 1 1 calc GR . . . .
N0AA N 0.1897(4) 1.0222(3) 0.42664(15) 0.0248(7) Uani 1 1 d . . . . .
H0AA H 0.1491 1.0823 0.4310 0.030 Uiso 1 1 calc R . . . .
N2 N 0.1453(4) 0.6864(3) 0.49271(13) 0.0206(7) Uani 1 1 d . . . . .
H2 H 0.0702 0.7217 0.4777 0.025 Uiso 1 1 calc R . . . .
O1 O 0.0532(3) 0.6542(2) 0.56589(11) 0.0230(6) Uani 1 1 d . . . . .
O2 O 0.1645(3) 0.2968(2) 0.55071(11) 0.0227(6) Uani 1 1 d . . . . .
O3 O 0.4228(4) 0.7198(2) 0.59934(12) 0.0279(7) Uani 1 1 d . . . . .
C1A C 0.6185(4) 0.4095(3) 0.95949(15) 0.0198(8) Uani 1 1 d . . . . .
C2" C 0.7818(5) 0.0923(4) 1.02950(18) 0.0262(9) Uani 1 1 d . . . . .
H2" H 0.7469 0.0832 0.9952 0.031 Uiso 1 1 calc R . . . .
C3" C 0.8609(4) 0.1781(3) 1.05023(16) 0.0231(8) Uani 1 1 d . . . . .
C3A C 0.8112(4) 0.3708(3) 1.02731(15) 0.0197(8) Uani 1 1 d . . . . .
H3A H 0.8130 0.3880 1.0630 0.024 Uiso 1 1 calc R . . . .
C4" C 0.8898(4) 0.1606(3) 1.10387(17) 0.0228(8) Uani 1 1 d . . . . .
C4A C 0.8629(4) 0.4690(3) 0.99960(15) 0.0187(7) Uani 1 1 d . . . . .
H4A H 0.9598 0.4531 0.9902 0.022 Uiso 1 1 calc R . . . .
C5" C 0.9617(5) 0.2178(4) 1.14530(17) 0.0253(9) Uani 1 1 d . . . . .
H5" H 1.0055 0.2828 1.1406 0.030 Uiso 1 1 calc R . . . .
C5A C 0.8798(4) 0.5662(3) 1.03449(15) 0.0202(8) Uani 1 1 d . . . . .
C6" C 0.9673(5) 0.1771(4) 1.19357(17) 0.0302(10) Uani 1 1 d . . . . .
H6" H 1.0151 0.2151 1.2212 0.036 Uiso 1 1 calc R . . . .
C6A C 0.7898(4) 0.6515(3) 1.02971(16) 0.0211(8) Uani 1 1 d . . . . .
C7" C 0.9017(5) 0.0791(4) 1.20107(19) 0.0327(10) Uani 1 1 d . . . . .
H7" H 0.9067 0.0532 1.2337 0.039 Uiso 1 1 calc R . . . .
C7A C 0.6629(4) 0.6525(3) 0.98614(15) 0.0197(8) Uani 1 1 d . . . . .
H7A H 0.5773 0.6164 0.9962 0.024 Uiso 1 1 calc R . . . .
C8" C 0.8297(5) 0.0203(4) 1.16091(19) 0.0321(10) Uani 1 1 d . . . . .
H8" H 0.7865 -0.0446 1.1661 0.038 Uiso 1 1 calc R . . . .
C8A C 0.7080(4) 0.5953(3) 0.94254(14) 0.0169(7) Uani 1 1 d . . . . .
H8A H 0.7993 0.6302 0.9363 0.020 Uiso 1 1 calc R . . . .
C9" C 0.8240(4) 0.0613(4) 1.11265(18) 0.0254(9) Uani 1 1 d . . . . .
C9A C 0.7469(4) 0.4804(3) 0.95057(14) 0.0178(7) Uani 1 1 d . . . . .
C10A C 0.9068(5) 0.2724(3) 1.02318(16) 0.0236(8) Uani 1 1 d . . . . .
H10C H 0.9019 0.2548 0.9878 0.028 Uiso 1 1 calc R . . . .
H10D H 1.0093 0.2892 1.0368 0.028 Uiso 1 1 calc R . . . .
C11A C 1.0076(5) 0.5548(3) 1.07838(17) 0.0260(9) Uani 1 1 d . . . . .
H11D H 0.9700 0.5309 1.1078 0.039 Uiso 1 1 calc GR . . . .
H11E H 1.0556 0.6221 1.0853 0.039 Uiso 1 1 calc GR . . . .
H11F H 1.0778 0.5042 1.0697 0.039 Uiso 1 1 calc GR . . . .
C12A C 0.8047(5) 0.7434(4) 1.06567(18) 0.0317(10) Uani 1 1 d . . . . .
H12D H 0.8696 0.7243 1.0963 0.047 Uiso 1 1 calc GR . . . .
H12E H 0.7088 0.7616 1.0733 0.047 Uiso 1 1 calc GR . . . .
H12F H 0.8454 0.8031 1.0505 0.047 Uiso 1 1 calc GR . . . .
C13A C 0.5886(4) 0.6279(3) 0.89914(15) 0.0190(8) Uani 1 1 d . . . . .
H13A H 0.4928 0.6029 0.9065 0.023 Uiso 1 1 calc R . . . .
C14A C 0.5984(5) 0.7474(3) 0.90916(15) 0.0216(8) Uani 1 1 d . . . . .
H14A H 0.6890 0.7744 0.8984 0.026 Uiso 1 1 calc R . . . .
C15A C 0.4689(5) 0.8128(3) 0.88424(16) 0.0238(8) Uani 1 1 d . . . . .
H15C H 0.4707 0.8808 0.9012 0.029 Uiso 1 1 calc R . . . .
H15D H 0.3773 0.7772 0.8882 0.029 Uiso 1 1 calc R . . . .
C16A C 0.4698(5) 0.8314(3) 0.82803(17) 0.0258(9) Uani 1 1 d . . . . .
H16A H 0.5608 0.8704 0.8250 0.031 Uiso 1 1 calc R . . . .
C17A C 0.4690(5) 0.7298(4) 0.79662(17) 0.0282(9) Uani 1 1 d . . . . .
H17C H 0.3858 0.6867 0.8027 0.034 Uiso 1 1 calc R . . . .
H17D H 0.4507 0.7495 0.7612 0.034 Uiso 1 1 calc R . . . .
C18A C 0.6081(5) 0.6609(4) 0.80573(16) 0.0260(9) Uani 1 1 d . . . . .
H18C H 0.6941 0.7067 0.8136 0.031 Uiso 1 1 calc R . . . .
H18D H 0.6162 0.6237 0.7747 0.031 Uiso 1 1 calc R . . . .
C19A C 0.6124(4) 0.5789(3) 0.84836(15) 0.0219(8) Uani 1 1 d . . . . .
H19A H 0.5297 0.5299 0.8380 0.026 Uiso 1 1 calc R . . . .
C20A C 0.7571(5) 0.5120(3) 0.85488(15) 0.0224(8) Uani 1 1 d . . . . .
H20C H 0.7529 0.4674 0.8252 0.027 Uiso 1 1 calc R . . . .
H20D H 0.8398 0.5604 0.8550 0.027 Uiso 1 1 calc R . . . .
C21A C 0.7929(4) 0.4411(4) 0.90126(15) 0.0227(8) Uani 1 1 d . . . . .
C22A C 0.3370(6) 0.9024(4) 0.8065(2) 0.0346(10) Uani 1 1 d . . . . .
H22D H 0.2460 0.8656 0.8083 0.052 Uiso 1 1 calc GR . . . .
H22E H 0.3417 0.9193 0.7719 0.052 Uiso 1 1 calc GR . . . .
H22F H 0.3405 0.9666 0.8259 0.052 Uiso 1 1 calc GR . . . .
N1' N 0.7611(4) 0.0210(3) 1.06679(15) 0.0277(8) Uani 1 1 d . . . . .
H1' H 0.7161 -0.0389 1.0619 0.033 Uiso 1 1 calc R . . . .
N2A N 0.6585(4) 0.3563(3) 1.00270(13) 0.0199(7) Uani 1 1 d . . . . .
H2A H 0.5976 0.3161 1.0151 0.024 Uiso 1 1 calc R . . . .
O4 O 0.4989(3) 0.4022(2) 0.93059(11) 0.0235(6) Uani 1 1 d . . . . .
O5 O 0.6158(3) 0.7556(2) 0.96465(11) 0.0228(6) Uani 1 1 d . . . . .
O6 O 0.8539(4) 0.3553(3) 0.89959(13) 0.0345(7) Uani 1 1 d . . . . .
C1S C 0.2048(11) 0.4432(7) 0.2864(4) 0.050(3) Uani 0.672(19) 1 d D . P A 1
H1S H 0.1268 0.4492 0.3073 0.060 Uiso 0.672(19) 1 calc R . P A 1
Cl1 Cl 0.1171(2) 0.43929(14) 0.22379(6) 0.0618(4) Uani 1 1 d D . . . .
Cl2 Cl 0.3168(3) 0.55149(14) 0.29897(7) 0.0784(6) Uani 1 1 d D . . . .
Cl3 Cl 0.30151(19) 0.32295(12) 0.30375(6) 0.0529(4) Uani 1 1 d D . . . .
C2S C 0.8199(8) 0.3788(5) 0.3655(2) 0.0493(15) Uani 1 1 d . . . . .
H2S H 0.7776 0.3320 0.3886 0.059 Uiso 1 1 calc R . . . .
Cl4 Cl 0.9684(2) 0.44823(12) 0.40050(7) 0.0700(5) Uani 1 1 d . . . . .
Cl5 Cl 0.68136(15) 0.46785(16) 0.33855(6) 0.0601(5) Uani 1 1 d . . . . .
Cl6 Cl 0.8789(2) 0.30024(13) 0.31846(6) 0.0581(4) Uani 1 1 d . . . . .
C3S C 0.4335(8) 0.7049(5) 0.1447(2) 0.0514(15) Uani 1 1 d . . . . .
H3S H 0.3921 0.7695 0.1275 0.062 Uiso 1 1 calc R . . . .
Cl7 Cl 0.3063(3) 0.6546(4) 0.17903(9) 0.1388(16) Uani 1 1 d . . . . .
Cl8 Cl 0.5924(4) 0.7380(3) 0.18541(8) 0.1146(11) Uani 1 1 d . . . . .
Cl9 Cl 0.4651(2) 0.61431(13) 0.09945(7) 0.0661(5) Uani 1 1 d . . . . .
C1T C 0.2929(19) 0.4375(12) 0.2647(5) 0.040(5) Uani 0.328(19) 1 d D . P A 2
H1T H 0.3715 0.4327 0.2439 0.048 Uiso 0.328(19) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C9 1.522(5) . ?
C1 N2 1.334(5) . ?
C1 O1 1.237(5) . ?
C2' H2' 0.9300 . ?
C2' C3' 1.372(6) . ?
C2' N0AA 1.375(6) . ?
C3 H3 0.9800 . ?
C3 C4 1.565(6) . ?
C3 C10 1.533(6) . ?
C3 N2 1.460(5) . ?
C3' C4' 1.436(6) . ?
C3' C10 1.496(6) . ?
C4 H4 0.9800 . ?
C4 C5 1.540(6) . ?
C4 C9 1.559(5) . ?
C4' C5' 1.408(6) . ?
C4' C9' 1.415(6) . ?
C5 C6 1.343(6) . ?
C5 C11 1.506(6) . ?
C5' H5' 0.9300 . ?
C5' C6' 1.380(7) . ?
C6 C7 1.511(5) . ?
C6 C12 1.505(6) . ?
C6' H6' 0.9300 . ?
C6' C7' 1.379(8) . ?
C7 H7 0.9800 . ?
C7 C8 1.482(5) . ?
C7 O2 1.463(5) . ?
C7' H7' 0.9300 . ?
C7' C8' 1.385(8) . ?
C8 H8 0.9800 . ?
C8 C9 1.513(5) . ?
C8 C13 1.503(5) . ?
C8' H8' 0.9300 . ?
C8' C9' 1.399(6) . ?
C9 C21 1.553(5) . ?
C9' N0AA 1.380(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13 0.9800 . ?
C13 C14 1.538(6) . ?
C13 C19 1.546(6) . ?
C14 H14 0.9800 . ?
C14 C15 1.503(6) . ?
C14 O2 1.471(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.537(6) . ?
C16 H16 0.9800 . ?
C16 C17 1.532(6) . ?
C16 C22 1.530(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.549(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.528(6) . ?
C19 H19 0.9800 . ?
C19 C20 1.557(6) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.522(6) . ?
C21 O3 1.220(5) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
N0AA H0AA 0.8600 . ?
N2 H2 0.8600 . ?
C1A C9A 1.524(5) . ?
C1A N2A 1.337(5) . ?
C1A O4 1.233(5) . ?
C2" H2" 0.9300 . ?
C2" C3" 1.367(6) . ?
C2" N1' 1.382(6) . ?
C3" C4" 1.437(6) . ?
C3" C10A 1.490(6) . ?
C3A H3A 0.9800 . ?
C3A C4A 1.558(5) . ?
C3A C10A 1.532(6) . ?
C3A N2A 1.452(5) . ?
C4" C5" 1.396(6) . ?
C4" C9" 1.425(6) . ?
C4A H4A 0.9800 . ?
C4A C5A 1.535(5) . ?
C4A C9A 1.553(5) . ?
C5" H5" 0.9300 . ?
C5" C6" 1.387(6) . ?
C5A C6A 1.347(6) . ?
C5A C11A 1.521(5) . ?
C6" H6" 0.9300 . ?
C6" C7" 1.402(7) . ?
C6A C7A 1.504(6) . ?
C6A C12A 1.501(6) . ?
C7" H7" 0.9300 . ?
C7" C8" 1.382(8) . ?
C7A H7A 0.9800 . ?
C7A C8A 1.489(5) . ?
C7A O5 1.459(5) . ?
C8" H8" 0.9300 . ?
C8" C9" 1.388(6) . ?
C8A H8A 0.9800 . ?
C8A C9A 1.501(5) . ?
C8A C13A 1.515(5) . ?
C9" N1' 1.367(6) . ?
C9A C21A 1.535(5) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C11A H11D 0.9600 . ?
C11A H11E 0.9600 . ?
C11A H11F 0.9600 . ?
C12A H12D 0.9600 . ?
C12A H12E 0.9600 . ?
C12A H12F 0.9600 . ?
C13A H13A 0.9800 . ?
C13A C14A 1.531(6) . ?
C13A C19A 1.544(5) . ?
C14A H14A 0.9800 . ?
C14A C15A 1.505(6) . ?
C14A O5 1.475(5) . ?
C15A H15C 0.9700 . ?
C15A H15D 0.9700 . ?
C15A C16A 1.528(6) . ?
C16A H16A 0.9800 . ?
C16A C17A 1.534(7) . ?
C16A C22A 1.542(6) . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
C17A C18A 1.524(6) . ?
C18A H18C 0.9700 . ?
C18A H18D 0.9700 . ?
C18A C19A 1.538(6) . ?
C19A H19A 0.9800 . ?
C19A C20A 1.553(6) . ?
C20A H20C 0.9700 . ?
C20A H20D 0.9700 . ?
C20A C21A 1.523(6) . ?
C21A O6 1.222(5) . ?
C22A H22D 0.9600 . ?
C22A H22E 0.9600 . ?
C22A H22F 0.9600 . ?
N1' H1' 0.8600 . ?
N2A H2A 0.8600 . ?
C1S H1S 0.9800 . ?
C1S Cl1 1.740(9) . ?
C1S Cl2 1.706(10) . ?
C1S Cl3 1.778(9) . ?
Cl1 C1T 1.788(15) . ?
Cl2 C1T 1.702(14) . ?
Cl3 C1T 1.780(15) . ?
C2S H2S 0.9800 . ?
C2S Cl4 1.751(6) . ?
C2S Cl5 1.756(7) . ?
C2S Cl6 1.758(7) . ?
C3S H3S 0.9800 . ?
C3S Cl7 1.719(7) . ?
C3S Cl8 1.717(7) . ?
C3S Cl9 1.726(6) . ?
C1T H1T 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
N2 C1 C9 109.2(3) . . ?
O1 C1 C9 124.2(4) . . ?
O1 C1 N2 126.6(4) . . ?
C3' C2' H2' 124.9 . . ?
C3' C2' N0AA 110.2(4) . . ?
N0AA C2' H2' 124.9 . . ?
C4 C3 H3 109.9 . . ?
C10 C3 H3 109.9 . . ?
C10 C3 C4 111.4(3) . . ?
N2 C3 H3 109.9 . . ?
N2 C3 C4 103.1(3) . . ?
N2 C3 C10 112.4(3) . . ?
C2' C3' C4' 106.4(4) . . ?
C2' C3' C10 126.9(4) . . ?
C4' C3' C10 126.6(4) . . ?
C3 C4 H4 108.5 . . ?
C5 C4 C3 111.0(3) . . ?
C5 C4 H4 108.5 . . ?
C5 C4 C9 115.5(3) . . ?
C9 C4 C3 104.7(3) . . ?
C9 C4 H4 108.5 . . ?
C5' C4' C3' 134.9(4) . . ?
C5' C4' C9' 118.1(4) . . ?
C9' C4' C3' 107.0(4) . . ?
C6 C5 C4 125.5(4) . . ?
C6 C5 C11 123.2(4) . . ?
C11 C5 C4 111.3(3) . . ?
C4' C5' H5' 120.7 . . ?
C6' C5' C4' 118.7(4) . . ?
C6' C5' H5' 120.7 . . ?
C5 C6 C7 117.3(4) . . ?
C5 C6 C12 125.7(4) . . ?
C12 C6 C7 117.0(3) . . ?
C5' C6' H6' 119.0 . . ?
C7' C6' C5' 122.0(5) . . ?
C7' C6' H6' 119.0 . . ?
C6 C7 H7 109.4 . . ?
C8 C7 C6 109.1(3) . . ?
C8 C7 H7 109.4 . . ?
O2 C7 C6 116.6(3) . . ?
O2 C7 H7 109.4 . . ?
O2 C7 C8 102.6(3) . . ?
C6' C7' H7' 119.2 . . ?
C6' C7' C8' 121.7(5) . . ?
C8' C7' H7' 119.2 . . ?
C7 C8 H8 105.4 . . ?
C7 C8 C9 116.0(3) . . ?
C7 C8 C13 103.5(3) . . ?
C9 C8 H8 105.4 . . ?
C13 C8 H8 105.4 . . ?
C13 C8 C9 120.0(3) . . ?
C7' C8' H8' 121.7 . . ?
C7' C8' C9' 116.6(5) . . ?
C9' C8' H8' 121.7 . . ?
C1 C9 C4 104.5(3) . . ?
C1 C9 C21 106.1(3) . . ?
C8 C9 C1 115.4(3) . . ?
C8 C9 C4 108.3(3) . . ?
C8 C9 C21 105.8(3) . . ?
C21 C9 C4 117.1(3) . . ?
C8' C9' C4' 122.9(4) . . ?
N0AA C9' C4' 107.7(4) . . ?
N0AA C9' C8' 129.5(4) . . ?
C3 C10 H10A 108.3 . . ?
C3 C10 H10B 108.3 . . ?
C3' C10 C3 115.8(3) . . ?
C3' C10 H10A 108.3 . . ?
C3' C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
C5 C11 H11A 109.5 . . ?
C5 C11 H11B 109.5 . . ?
C5 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6 C12 H12A 109.5 . . ?
C6 C12 H12B 109.5 . . ?
C6 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13 108.5 . . ?
C8 C13 C14 96.6(3) . . ?
C8 C13 C19 111.8(3) . . ?
C14 C13 H13 108.5 . . ?
C14 C13 C19 121.9(3) . . ?
C19 C13 H13 108.5 . . ?
C13 C14 H14 108.8 . . ?
C15 C14 C13 116.9(4) . . ?
C15 C14 H14 108.8 . . ?
O2 C14 C13 103.4(3) . . ?
O2 C14 H14 108.8 . . ?
O2 C14 C15 110.0(3) . . ?
C14 C15 H15A 109.1 . . ?
C14 C15 H15B 109.1 . . ?
C14 C15 C16 112.5(4) . . ?
H15A C15 H15B 107.8 . . ?
C16 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
C15 C16 H16 107.6 . . ?
C17 C16 C15 113.6(3) . . ?
C17 C16 H16 107.6 . . ?
C22 C16 C15 109.9(4) . . ?
C22 C16 H16 107.6 . . ?
C22 C16 C17 110.2(4) . . ?
C16 C17 H17A 108.2 . . ?
C16 C17 H17B 108.2 . . ?
C16 C17 C18 116.4(4) . . ?
H17A C17 H17B 107.3 . . ?
C18 C17 H17A 108.2 . . ?
C18 C17 H17B 108.2 . . ?
C17 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 C17 113.3(4) . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C13 C19 H19 106.5 . . ?
C13 C19 C20 111.3(3) . . ?
C18 C19 C13 114.2(3) . . ?
C18 C19 H19 106.5 . . ?
C18 C19 C20 111.3(3) . . ?
C20 C19 H19 106.5 . . ?
C19 C20 H20A 108.4 . . ?
C19 C20 H20B 108.4 . . ?
H20A C20 H20B 107.4 . . ?
C21 C20 C19 115.6(3) . . ?
C21 C20 H20A 108.4 . . ?
C21 C20 H20B 108.4 . . ?
C20 C21 C9 117.3(3) . . ?
O3 C21 C9 120.6(4) . . ?
O3 C21 C20 122.1(4) . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C2' N0AA C9' 108.7(4) . . ?
C2' N0AA H0AA 125.7 . . ?
C9' N0AA H0AA 125.7 . . ?
C1 N2 C3 115.7(3) . . ?
C1 N2 H2 122.2 . . ?
C3 N2 H2 122.2 . . ?
C7 O2 C14 108.5(3) . . ?
N2A C1A C9A 108.9(3) . . ?
O4 C1A C9A 124.6(4) . . ?
O4 C1A N2A 126.5(4) . . ?
C3" C2" H2" 124.9 . . ?
C3" C2" N1' 110.3(4) . . ?
N1' C2" H2" 124.9 . . ?
C2" C3" C4" 106.4(4) . . ?
C2" C3" C10A 127.3(4) . . ?
C4" C3" C10A 126.2(4) . . ?
C4A C3A H3A 109.4 . . ?
C10A C3A H3A 109.4 . . ?
C10A C3A C4A 112.8(3) . . ?
N2A C3A H3A 109.4 . . ?
N2A C3A C4A 103.1(3) . . ?
N2A C3A C10A 112.4(3) . . ?
C5" C4" C3" 134.6(4) . . ?
C5" C4" C9" 118.6(4) . . ?
C9" C4" C3" 106.8(4) . . ?
C3A C4A H4A 108.5 . . ?
C5A C4A C3A 110.6(3) . . ?
C5A C4A H4A 108.5 . . ?
C5A C4A C9A 115.4(3) . . ?
C9A C4A C3A 105.0(3) . . ?
C9A C4A H4A 108.5 . . ?
C4" C5" H5" 120.3 . . ?
C6" C5" C4" 119.5(4) . . ?
C6" C5" H5" 120.3 . . ?
C6A C5A C4A 125.6(4) . . ?
C6A C5A C11A 121.8(4) . . ?
C11A C5A C4A 112.5(3) . . ?
C5" C6" H6" 119.7 . . ?
C5" C6" C7" 120.7(5) . . ?
C7" C6" H6" 119.7 . . ?
C5A C6A C7A 117.4(4) . . ?
C5A C6A C12A 124.5(4) . . ?
C12A C6A C7A 118.0(4) . . ?
C6" C7" H7" 119.3 . . ?
C8" C7" C6" 121.4(4) . . ?
C8" C7" H7" 119.3 . . ?
C6A C7A H7A 109.2 . . ?
C8A C7A C6A 109.2(3) . . ?
C8A C7A H7A 109.2 . . ?
O5 C7A C6A 117.0(3) . . ?
O5 C7A H7A 109.2 . . ?
O5 C7A C8A 102.9(3) . . ?
C7" C8" H8" 121.1 . . ?
C7" C8" C9" 117.9(4) . . ?
C9" C8" H8" 121.1 . . ?
C7A C8A H8A 105.7 . . ?
C7A C8A C9A 116.4(3) . . ?
C7A C8A C13A 102.4(3) . . ?
C9A C8A H8A 105.7 . . ?
C9A C8A C13A 119.7(3) . . ?
C13A C8A H8A 105.7 . . ?
C8" C9" C4" 122.0(4) . . ?
N1' C9" C4" 107.7(4) . . ?
N1' C9" C8" 130.3(4) . . ?
C1A C9A C4A 104.3(3) . . ?
C1A C9A C21A 105.9(3) . . ?
C8A C9A C1A 114.8(3) . . ?
C8A C9A C4A 108.8(3) . . ?
C8A C9A C21A 106.2(3) . . ?
C21A C9A C4A 117.1(3) . . ?
C3" C10A C3A 113.7(3) . . ?
C3" C10A H10C 108.8 . . ?
C3" C10A H10D 108.8 . . ?
C3A C10A H10C 108.8 . . ?
C3A C10A H10D 108.8 . . ?
H10C C10A H10D 107.7 . . ?
C5A C11A H11D 109.5 . . ?
C5A C11A H11E 109.5 . . ?
C5A C11A H11F 109.5 . . ?
H11D C11A H11E 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 109.5 . . ?
C6A C12A H12D 109.5 . . ?
C6A C12A H12E 109.5 . . ?
C6A C12A H12F 109.5 . . ?
H12D C12A H12E 109.5 . . ?
H12D C12A H12F 109.5 . . ?
H12E C12A H12F 109.5 . . ?
C8A C13A H13A 108.1 . . ?
C8A C13A C14A 96.8(3) . . ?
C8A C13A C19A 112.4(3) . . ?
C14A C13A H13A 108.1 . . ?
C14A C13A C19A 122.4(3) . . ?
C19A C13A H13A 108.1 . . ?
C13A C14A H14A 108.5 . . ?
C15A C14A C13A 116.3(4) . . ?
C15A C14A H14A 108.5 . . ?
O5 C14A C13A 103.9(3) . . ?
O5 C14A H14A 108.5 . . ?
O5 C14A C15A 110.8(3) . . ?
C14A C15A H15C 109.0 . . ?
C14A C15A H15D 109.0 . . ?
C14A C15A C16A 113.0(4) . . ?
H15C C15A H15D 107.8 . . ?
C16A C15A H15C 109.0 . . ?
C16A C15A H15D 109.0 . . ?
C15A C16A H16A 107.6 . . ?
C15A C16A C17A 114.5(4) . . ?
C15A C16A C22A 109.1(4) . . ?
C17A C16A H16A 107.6 . . ?
C17A C16A C22A 110.4(4) . . ?
C22A C16A H16A 107.6 . . ?
C16A C17A H17C 107.9 . . ?
C16A C17A H17D 107.9 . . ?
H17C C17A H17D 107.2 . . ?
C18A C17A C16A 117.4(4) . . ?
C18A C17A H17C 107.9 . . ?
C18A C17A H17D 107.9 . . ?
C17A C18A H18C 108.5 . . ?
C17A C18A H18D 108.5 . . ?
C17A C18A C19A 114.9(3) . . ?
H18C C18A H18D 107.5 . . ?
C19A C18A H18C 108.5 . . ?
C19A C18A H18D 108.5 . . ?
C13A C19A H19A 106.8 . . ?
C13A C19A C20A 111.1(3) . . ?
C18A C19A C13A 113.4(4) . . ?
C18A C19A H19A 106.8 . . ?
C18A C19A C20A 111.5(3) . . ?
C20A C19A H19A 106.8 . . ?
C19A C20A H20C 107.7 . . ?
C19A C20A H20D 107.7 . . ?
H20C C20A H20D 107.1 . . ?
C21A C20A C19A 118.3(3) . . ?
C21A C20A H20C 107.7 . . ?
C21A C20A H20D 107.7 . . ?
C20A C21A C9A 117.6(4) . . ?
O6 C21A C9A 120.6(4) . . ?
O6 C21A C20A 121.8(4) . . ?
C16A C22A H22D 109.5 . . ?
C16A C22A H22E 109.5 . . ?
C16A C22A H22F 109.5 . . ?
H22D C22A H22E 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C2" N1' H1' 125.6 . . ?
C9" N1' C2" 108.8(4) . . ?
C9" N1' H1' 125.6 . . ?
C1A N2A C3A 115.8(3) . . ?
C1A N2A H2A 122.1 . . ?
C3A N2A H2A 122.1 . . ?
C7A O5 C14A 108.2(3) . . ?
Cl1 C1S H1S 107.1 . . ?
Cl1 C1S Cl3 111.0(5) . . ?
Cl2 C1S H1S 107.1 . . ?
Cl2 C1S Cl1 112.2(6) . . ?
Cl2 C1S Cl3 112.1(5) . . ?
Cl3 C1S H1S 107.1 . . ?
Cl4 C2S H2S 108.3 . . ?
Cl4 C2S Cl5 110.0(3) . . ?
Cl4 C2S Cl6 111.5(4) . . ?
Cl5 C2S H2S 108.3 . . ?
Cl5 C2S Cl6 110.5(3) . . ?
Cl6 C2S H2S 108.3 . . ?
Cl7 C3S H3S 108.4 . . ?
Cl7 C3S Cl9 109.8(4) . . ?
Cl8 C3S H3S 108.4 . . ?
Cl8 C3S Cl7 108.8(4) . . ?
Cl8 C3S Cl9 112.8(4) . . ?
Cl9 C3S H3S 108.4 . . ?
Cl1 C1T H1T 108.6 . . ?
Cl2 C1T Cl1 110.1(8) . . ?
Cl2 C1T Cl3 112.2(8) . . ?
Cl2 C1T H1T 108.6 . . ?
Cl3 C1T Cl1 108.6(9) . . ?
Cl3 C1T H1T 108.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C9 C21 C20 116.0(4) . . . . ?
C1 C9 C21 O3 -63.4(5) . . . . ?
C2' C3' C4' C5' -178.5(4) . . . . ?
C2' C3' C4' C9' 0.5(4) . . . . ?
C2' C3' C10 C3 99.9(5) . . . . ?
C3 C4 C5 C6 -109.3(4) . . . . ?
C3 C4 C5 C11 69.1(4) . . . . ?
C3 C4 C9 C1 14.4(4) . . . . ?
C3 C4 C9 C8 137.9(3) . . . . ?
C3 C4 C9 C21 -102.6(4) . . . . ?
C3' C2' N0AA C9' 2.1(5) . . . . ?
C3' C4' C5' C6' 178.2(4) . . . . ?
C3' C4' C9' C8' -179.5(4) . . . . ?
C3' C4' C9' N0AA 0.7(4) . . . . ?
C4 C3 C10 C3' -176.8(3) . . . . ?
C4 C3 N2 C1 14.4(4) . . . . ?
C4 C5 C6 C7 -0.3(6) . . . . ?
C4 C5 C6 C12 178.5(4) . . . . ?
C4 C9 C21 C20 -127.9(4) . . . . ?
C4 C9 C21 O3 52.7(5) . . . . ?
C4' C3' C10 C3 -81.3(5) . . . . ?
C4' C5' C6' C7' 1.0(7) . . . . ?
C4' C9' N0AA C2' -1.7(4) . . . . ?
C5 C4 C9 C1 -107.9(4) . . . . ?
C5 C4 C9 C8 15.6(4) . . . . ?
C5 C4 C9 C21 135.0(4) . . . . ?
C5 C6 C7 C8 -33.5(5) . . . . ?
C5 C6 C7 O2 -149.1(4) . . . . ?
C5' C4' C9' C8' -0.3(6) . . . . ?
C5' C4' C9' N0AA 180.0(3) . . . . ?
C5' C6' C7' C8' -0.1(7) . . . . ?
C6 C7 C8 C9 63.0(4) . . . . ?
C6 C7 C8 C13 -163.5(3) . . . . ?
C6 C7 O2 C14 130.6(4) . . . . ?
C6' C7' C8' C9' -0.9(7) . . . . ?
C7 C8 C9 C1 64.1(4) . . . . ?
C7 C8 C9 C4 -52.5(4) . . . . ?
C7 C8 C9 C21 -178.9(3) . . . . ?
C7 C8 C13 C14 49.7(4) . . . . ?
C7 C8 C13 C19 177.9(3) . . . . ?
C7' C8' C9' C4' 1.1(6) . . . . ?
C7' C8' C9' N0AA -179.1(4) . . . . ?
C8 C7 O2 C14 11.4(4) . . . . ?
C8 C9 C21 C20 -7.2(4) . . . . ?
C8 C9 C21 O3 173.5(4) . . . . ?
C8 C13 C14 C15 -162.5(4) . . . . ?
C8 C13 C14 O2 -41.5(3) . . . . ?
C8 C13 C19 C18 -130.6(4) . . . . ?
C8 C13 C19 C20 -3.5(5) . . . . ?
C8' C9' N0AA C2' 178.5(4) . . . . ?
C9 C1 N2 C3 -5.2(5) . . . . ?
C9 C4 C5 C6 9.6(6) . . . . ?
C9 C4 C5 C11 -172.0(3) . . . . ?
C9 C8 C13 C14 -179.1(3) . . . . ?
C9 C8 C13 C19 -50.8(5) . . . . ?
C9' C4' C5' C6' -0.8(6) . . . . ?
C10 C3 C4 C5 -130.9(4) . . . . ?
C10 C3 C4 C9 103.9(4) . . . . ?
C10 C3 N2 C1 -105.7(4) . . . . ?
C10 C3' C4' C5' 2.5(7) . . . . ?
C10 C3' C4' C9' -178.4(4) . . . . ?
C11 C5 C6 C7 -178.5(4) . . . . ?
C11 C5 C6 C12 0.3(7) . . . . ?
C12 C6 C7 C8 147.6(4) . . . . ?
C12 C6 C7 O2 32.0(5) . . . . ?
C13 C8 C9 C1 -61.5(5) . . . . ?
C13 C8 C9 C4 -178.1(3) . . . . ?
C13 C8 C9 C21 55.6(4) . . . . ?
C13 C14 C15 C16 -75.4(5) . . . . ?
C13 C14 O2 C7 19.6(4) . . . . ?
C13 C19 C20 C21 46.7(5) . . . . ?
C14 C13 C19 C18 -17.4(5) . . . . ?
C14 C13 C19 C20 109.7(4) . . . . ?
C14 C15 C16 C17 58.4(5) . . . . ?
C14 C15 C16 C22 -177.6(4) . . . . ?
C15 C14 O2 C7 145.2(3) . . . . ?
C15 C16 C17 C18 -72.8(5) . . . . ?
C16 C17 C18 C19 89.8(5) . . . . ?
C17 C18 C19 C13 -51.4(5) . . . . ?
C17 C18 C19 C20 -178.5(3) . . . . ?
C18 C19 C20 C21 175.3(3) . . . . ?
C19 C13 C14 C15 76.7(5) . . . . ?
C19 C13 C14 O2 -162.3(3) . . . . ?
C19 C20 C21 C9 -41.6(5) . . . . ?
C19 C20 C21 O3 137.7(4) . . . . ?
C22 C16 C17 C18 163.4(4) . . . . ?
N0AA C2' C3' C4' -1.6(5) . . . . ?
N0AA C2' C3' C10 177.4(4) . . . . ?
N2 C1 C9 C4 -6.5(4) . . . . ?
N2 C1 C9 C8 -125.2(4) . . . . ?
N2 C1 C9 C21 117.9(3) . . . . ?
N2 C3 C4 C5 108.4(3) . . . . ?
N2 C3 C4 C9 -16.9(4) . . . . ?
N2 C3 C10 C3' -61.7(5) . . . . ?
O1 C1 C9 C4 175.5(4) . . . . ?
O1 C1 C9 C8 56.8(5) . . . . ?
O1 C1 C9 C21 -60.1(5) . . . . ?
O1 C1 N2 C3 172.8(4) . . . . ?
O2 C7 C8 C9 -172.7(3) . . . . ?
O2 C7 C8 C13 -39.2(4) . . . . ?
O2 C14 C15 C16 167.1(3) . . . . ?
C1A C9A C21A C20A 109.1(4) . . . . ?
C1A C9A C21A O6 -69.8(5) . . . . ?
C2" C3" C4" C5" -178.9(5) . . . . ?
C2" C3" C4" C9" 0.1(4) . . . . ?
C2" C3" C10A C3A 102.6(5) . . . . ?
C3" C2" N1' C9" 1.5(5) . . . . ?
C3" C4" C5" C6" 178.9(4) . . . . ?
C3" C4" C9" C8" -179.3(4) . . . . ?
C3" C4" C9" N1' 0.8(4) . . . . ?
C3A C4A C5A C6A -109.0(4) . . . . ?
C3A C4A C5A C11A 67.9(4) . . . . ?
C3A C4A C9A C1A 14.2(4) . . . . ?
C3A C4A C9A C8A 137.2(3) . . . . ?
C3A C4A C9A C21A -102.4(4) . . . . ?
C4" C3" C10A C3A -76.4(5) . . . . ?
C4" C5" C6" C7" 0.1(6) . . . . ?
C4" C9" N1' C2" -1.4(5) . . . . ?
C4A C3A C10A C3" 178.9(3) . . . . ?
C4A C3A N2A C1A 14.0(4) . . . . ?
C4A C5A C6A C7A -0.8(6) . . . . ?
C4A C5A C6A C12A 177.2(4) . . . . ?
C4A C9A C21A C20A -135.1(4) . . . . ?
C4A C9A C21A O6 45.9(6) . . . . ?
C5" C4" C9" C8" -0.1(6) . . . . ?
C5" C4" C9" N1' 180.0(4) . . . . ?
C5" C6" C7" C8" 0.0(7) . . . . ?
C5A C4A C9A C1A -107.8(4) . . . . ?
C5A C4A C9A C8A 15.2(4) . . . . ?
C5A C4A C9A C21A 135.6(4) . . . . ?
C5A C6A C7A C8A -32.5(5) . . . . ?
C5A C6A C7A O5 -148.8(4) . . . . ?
C6" C7" C8" C9" -0.1(7) . . . . ?
C6A C7A C8A C9A 61.8(4) . . . . ?
C6A C7A C8A C13A -165.7(3) . . . . ?
C6A C7A O5 C14A 133.6(4) . . . . ?
C7" C8" C9" C4" 0.2(6) . . . . ?
C7" C8" C9" N1' -180.0(4) . . . . ?
C7A C8A C9A C1A 64.8(5) . . . . ?
C7A C8A C9A C4A -51.7(4) . . . . ?
C7A C8A C9A C21A -178.6(3) . . . . ?
C7A C8A C13A C14A 49.9(4) . . . . ?
C7A C8A C13A C19A 179.2(3) . . . . ?
C8" C9" N1' C2" 178.7(4) . . . . ?
C8A C7A O5 C14A 13.9(4) . . . . ?
C8A C9A C21A C20A -13.4(5) . . . . ?
C8A C9A C21A O6 167.7(4) . . . . ?
C8A C13A C14A C15A -162.9(3) . . . . ?
C8A C13A C14A O5 -40.8(4) . . . . ?
C8A C13A C19A C18A -128.6(4) . . . . ?
C8A C13A C19A C20A -2.2(5) . . . . ?
C9" C4" C5" C6" 0.0(6) . . . . ?
C9A C1A N2A C3A -5.0(5) . . . . ?
C9A C4A C5A C6A 10.0(6) . . . . ?
C9A C4A C5A C11A -173.1(3) . . . . ?
C9A C8A C13A C14A -179.5(3) . . . . ?
C9A C8A C13A C19A -50.2(5) . . . . ?
C10A C3" C4" C5" 0.2(7) . . . . ?
C10A C3" C4" C9" 179.2(4) . . . . ?
C10A C3A C4A C5A -130.0(4) . . . . ?
C10A C3A C4A C9A 105.0(4) . . . . ?
C10A C3A N2A C1A -107.8(4) . . . . ?
C11A C5A C6A C7A -177.4(4) . . . . ?
C11A C5A C6A C12A 0.6(7) . . . . ?
C12A C6A C7A C8A 149.4(4) . . . . ?
C12A C6A C7A O5 33.1(5) . . . . ?
C13A C8A C9A C1A -59.3(5) . . . . ?
C13A C8A C9A C4A -175.7(3) . . . . ?
C13A C8A C9A C21A 57.4(4) . . . . ?
C13A C14A C15A C16A -77.0(5) . . . . ?
C13A C14A O5 C7A 17.7(4) . . . . ?
C13A C19A C20A C21A 41.6(5) . . . . ?
C14A C13A C19A C18A -14.2(5) . . . . ?
C14A C13A C19A C20A 112.3(4) . . . . ?
C14A C15A C16A C17A 58.0(5) . . . . ?
C14A C15A C16A C22A -177.8(4) . . . . ?
C15A C14A O5 C7A 143.3(3) . . . . ?
C15A C16A C17A C18A -68.5(5) . . . . ?
C16A C17A C18A C19A 87.3(5) . . . . ?
C17A C18A C19A C13A -54.0(5) . . . . ?
C17A C18A C19A C20A 179.7(4) . . . . ?
C18A C19A C20A C21A 169.1(4) . . . . ?
C19A C13A C14A C15A 75.0(5) . . . . ?
C19A C13A C14A O5 -162.9(3) . . . . ?
C19A C20A C21A C9A -34.0(5) . . . . ?
C19A C20A C21A O6 144.9(4) . . . . ?
C22A C16A C17A C18A 168.0(4) . . . . ?
N1' C2" C3" C4" -0.9(5) . . . . ?
N1' C2" C3" C10A 179.9(4) . . . . ?
N2A C1A C9A C4A -6.4(4) . . . . ?
N2A C1A C9A C8A -125.4(4) . . . . ?
N2A C1A C9A C21A 117.7(4) . . . . ?
N2A C3A C4A C5A 108.5(3) . . . . ?
N2A C3A C4A C9A -16.6(4) . . . . ?
N2A C3A C10A C3" -65.0(5) . . . . ?
O4 C1A C9A C4A 174.7(4) . . . . ?
O4 C1A C9A C8A 55.7(5) . . . . ?
O4 C1A C9A C21A -61.1(5) . . . . ?
O4 C1A N2A C3A 173.8(4) . . . . ?
O5 C7A C8A C9A -173.3(3) . . . . ?
O5 C7A C8A C13A -40.8(4) . . . . ?
O5 C14A C15A C16A 164.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.397
_oxdiff_exptl_absorpt_empirical_full_min 0.770
