# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_rja230005_fa
_database_code_depnum_ccdc_archive 'CCDC 2355697'
loop_
_audit_author_name
_audit_author_address
'Paul Waddell'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2024-05-15 deposited with the CCDC.	2024-09-16 downloaded from the CCDC.
;
_audit_creation_date             2023-01-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H34 N2 O2'
_chemical_formula_sum            'C29 H34 N2 O2'
_chemical_formula_weight         442.58
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C29 H34 N2 O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.1161(2)
_cell_length_b                   12.9639(2)
_cell_length_c                   14.5367(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.9500(10)
_cell_angle_gamma                90
_cell_volume                     2581.75(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18194
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      77.8860
_cell_measurement_theta_min      3.9050
_shelx_estimated_absorpt_T_max   0.952
_shelx_estimated_absorpt_T_min   0.902
_exptl_absorpt_coefficient_mu    0.555
_exptl_absorpt_correction_T_max  0.958
_exptl_absorpt_correction_T_min  0.935
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
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    1.139
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             952
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 0 0.0467
-1 -1 0 0.0457
-1 0 1 0.0749
1 0 -1 0.0709
1 0 0 0.0535
-1 0 0 0.0535
1 0 1 0.0615
-1 0 -1 0.0635
1 -1 1 0.0555
-1 1 -1 0.0535
0 -1 -1 0.0524
0 -1 0 0.0534
0 1 0 0.0534
0 -1 1 0.0655
1 -1 -1 0.0601
-1 1 1 0.0711
1 -1 0 0.0469
-1 1 0 0.0509
1 1 -1 0.0606
-1 -1 1 0.0626

_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0000 1.0000 -0.0000 0.1380 0.0763 0.0438
-1.0000 -1.0000 0.0000 -0.1380 -0.0763 -0.0438
-1.0000 -0.0000 1.0000 -0.1100 0.0280 0.0760
1.0000 0.0000 -1.0000 0.1100 -0.0280 -0.0760
1.0000 0.0000 -0.0000 0.1015 -0.0362 0.0324
-1.0000 -0.0000 0.0000 -0.1015 0.0362 -0.0324
1.0000 -0.0000 1.0000 0.0930 -0.0445 0.1408
-1.0000 0.0000 -1.0000 -0.0930 0.0445 -0.1408
1.0000 -1.0000 1.0000 0.0565 -0.1570 0.1294
-1.0000 1.0000 -1.0000 -0.0565 0.1570 -0.1294
-0.0000 -1.0000 -1.0000 -0.0280 -0.1043 -0.1198
-0.0000 -1.0000 0.0000 -0.0365 -0.1126 -0.0114
0.0000 1.0000 -0.0000 0.0365 0.1126 0.0114
0.0000 -1.0000 1.0000 -0.0450 -0.1208 0.0970
1.0000 -1.0000 -1.0000 0.0735 -0.1406 -0.0874
-1.0000 1.0000 1.0000 -0.0735 0.1406 0.0874
1.0000 -1.0000 -0.0000 0.0650 -0.1488 0.0210
-1.0000 1.0000 0.0000 -0.0650 0.1488 -0.0210
1.0000 1.0000 -1.0000 0.1465 0.0845 -0.0646
-1.0000 -1.0000 1.0000 -0.1465 -0.0845 0.0646

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            30909
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.327
_diffrn_reflns_theta_min         3.918
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00 -23.00   0.50    0.46    --  -92.01  77.00 -60.00   80
  2  ω    -47.00 -21.00   0.50    0.46    --  -92.01  45.00-120.00   52
  3  ω    -51.00 -26.00   0.50    0.46    --  -92.01  45.00 -60.00   50
  4  ω    -49.00 -15.00   0.50    0.46    --  -92.01  45.00-150.00   68
  5  ω    -47.00 -22.00   0.50    0.46    --  -92.01  45.00  60.00   50
  6  ω    -46.00 -20.00   0.50    0.46    --  -92.01  45.00  90.00   52
  7  ω    -71.00 -43.00   0.50    0.46    --  -92.01  61.00 150.00   56
  8  ω    -51.00 -16.00   0.50    0.46    --  -92.01  45.00 150.00   70
  9  ω    -51.00 -19.00   0.50    0.46    --  -92.01  45.00 120.00   64
 10  ω    -27.00  22.00   0.50    0.46    --  -49.76  19.00 -60.00   98
 11  ω    -12.00  28.00   0.50    0.46    --  -49.76  19.00-120.00   80
 12  ω    -26.00  28.00   0.50    0.46    --  -49.76  19.00 120.00  108
 13  ω     80.00 109.00   0.50    0.46    --   48.76 123.00 -67.00   58
 14  ω    102.00 127.00   0.50    0.46    --  108.00 123.00 -67.00   50
 15  ω     86.00 111.00   0.50    0.46    --  108.00 150.00  94.00   50
 16  ω     58.00 118.00   0.50    0.46    --   48.76 150.00  94.00  120
 17  ω     78.00 121.00   0.50    0.46    --   48.76 125.00  90.00   86
 18  ω     76.00 114.00   0.50    0.46    --   96.11  61.00  90.00   76
 19  ω    126.00 155.00   0.50    0.46    --   96.11  61.00  90.00   58
 20  ω     48.00  73.00   0.50    0.46    --  108.00 -95.00-120.00   50
 21  ω     73.00  98.00   0.50    0.46    --  108.00-123.00-148.00   50
 22  ω     36.00  80.00   0.50    0.46    --   48.76-123.00-148.00   88
 23  ω     60.00  85.00   0.50    0.46    --  108.00-150.00  49.00   50
 24  ω     73.00 101.00   0.50    0.46    --  108.00-125.00 150.00   56
 25  ω     37.00  63.00   0.50    0.46    --  108.00-125.00 150.00   52
 26  ω    -30.00  22.00   0.50    0.46    --   48.76 -19.00  90.00  104
 27  ω     18.00  51.00   0.50    0.46    --   96.11 -45.00   0.00   66
 28  ω     43.00  70.00   0.50    0.46    --  108.00 -77.00  30.00   54
 29  ω     24.00  50.00   0.50    0.46    --   96.11 -45.00  90.00   52
 30  ω     20.00  45.00   0.50    0.46    --   96.11 -45.00  30.00   50
 31  ω     37.00  62.00   0.50    0.46    --  108.00 -61.00 -30.00   50
 32  ω     57.00 102.00   0.50    0.46    --  108.00 -77.00 -60.00   90
 33  ω     44.00  69.00   0.50    0.46    --  108.00 -61.00-180.00   50
 34  ω    -27.00  38.00   0.50    0.46    --   48.76 -38.00-180.00  130
 35  ω   -164.00 -40.00   0.50    0.46    --  -92.01 -15.00 -30.00  248
 36  ω   -112.00 -87.00   0.50    0.46    --  -49.76-150.00  49.00   50
 37  ω   -133.00-108.00   0.50    0.46    --  -92.01-150.00  49.00   50
 38  ω   -137.00-112.00   0.50    0.46    --  -92.01-123.00-148.00   50
 39  ω   -107.00 -33.00   0.50    0.46    --  -99.00 105.00 -43.54  148
 40  ω    -65.00 -40.00   0.50    0.46    --  -92.01 123.00 -67.00   50
 41  ω   -107.00 -33.00   0.50    0.46    --  -99.00 108.00-111.72  148
 42  ω    -59.00 -34.00   0.50    0.46    --  -49.76 123.00 -67.00   50
 43  ω   -108.00 -52.00   0.50    0.46    --  -99.00 109.00  49.44  112
 44  ω   -129.00 -52.00   0.50    0.46    --  -92.01 150.00  94.00  154
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1014876000
_diffrn_orient_matrix_UB_12      0.0365167000
_diffrn_orient_matrix_UB_13      -0.0085071000
_diffrn_orient_matrix_UB_21      -0.0362482000
_diffrn_orient_matrix_UB_22      0.1125520000
_diffrn_orient_matrix_UB_23      -0.0082445000
_diffrn_orient_matrix_UB_31      0.0323905000
_diffrn_orient_matrix_UB_32      0.0114192000
_diffrn_orient_matrix_UB_33      0.1084123000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4592
_reflns_number_total             5208
_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 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.00119(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         5208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0387
_refine_ls_restrained_S_all      1.062
_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)+(0.0486P)²+0.6746P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1004
_refine_ls_wR_factor_ref         0.1042
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C15(H15), C16(H16), C17(H17),
 C18(H18), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C20(H20A,H20B,
 H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
;
_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
O1 O 0.41180(6) 0.72715(7) 0.26614(6) 0.0358(2) Uani 1 1 d . . . . .
O2 O 0.62242(6) 0.53484(8) 0.50468(6) 0.0402(2) Uani 1 1 d . . . . .
N1 N 0.33567(7) 0.63158(8) 0.35781(7) 0.0301(2) Uani 1 1 d . . . . .
H1 H 0.3433(10) 0.5786(11) 0.3971(10) 0.036 Uiso 1 1 d . U . . .
N2 N 0.58998(6) 0.62028(7) 0.36437(6) 0.0243(2) Uani 1 1 d . . . . .
C1 C 0.40936(8) 0.65294(9) 0.31755(8) 0.0267(2) Uani 1 1 d . . . . .
C2 C 0.49098(8) 0.57229(9) 0.33753(8) 0.0264(2) Uani 1 1 d . . . . .
H2 H 0.482824 0.529795 0.392519 0.032 Uiso 1 1 calc R U . . .
C3 C 0.48434(8) 0.49975(9) 0.25387(8) 0.0288(2) Uani 1 1 d . . . . .
C4 C 0.43478(9) 0.52469(10) 0.16191(9) 0.0335(3) Uani 1 1 d . . . . .
H4 H 0.396231 0.585539 0.150323 0.040 Uiso 1 1 calc R U . . .
C5 C 0.44136(9) 0.46104(11) 0.08685(10) 0.0407(3) Uani 1 1 d . . . . .
H5 H 0.407119 0.478543 0.024189 0.049 Uiso 1 1 calc R U . . .
C6 C 0.49731(10) 0.37253(11) 0.10264(11) 0.0469(4) Uani 1 1 d . . . . .
H6 H 0.503402 0.330492 0.050842 0.056 Uiso 1 1 calc R U . . .
C7 C 0.54441(10) 0.34538(11) 0.19417(12) 0.0480(4) Uani 1 1 d . . . . .
H7 H 0.581749 0.283704 0.205503 0.058 Uiso 1 1 calc R U . . .
C8 C 0.53724(9) 0.40807(10) 0.26951(10) 0.0383(3) Uani 1 1 d . . . . .
H8 H 0.568700 0.388283 0.332379 0.046 Uiso 1 1 calc R U . . .
C9 C 0.24411(9) 0.69147(11) 0.34273(9) 0.0385(3) Uani 1 1 d . . . . .
C10 C 0.18361(11) 0.64204(14) 0.40400(12) 0.0597(5) Uani 1 1 d . . . . .
H10A H 0.170445 0.569903 0.385024 0.089 Uiso 1 1 calc R U . . .
H10B H 0.121739 0.679280 0.395937 0.089 Uiso 1 1 calc R U . . .
H10C H 0.219568 0.644980 0.470643 0.089 Uiso 1 1 calc R U . . .
C11 C 0.18883(11) 0.68262(18) 0.23903(12) 0.0692(6) Uani 1 1 d . . . . .
H11A H 0.229949 0.708228 0.198437 0.104 Uiso 1 1 calc R U . . .
H11B H 0.128891 0.723715 0.228243 0.104 Uiso 1 1 calc R U . . .
H11C H 0.172141 0.610215 0.223780 0.104 Uiso 1 1 calc R U . . .
C12 C 0.26529(14) 0.80271(14) 0.37040(19) 0.0826(7) Uani 1 1 d . . . . .
H12A H 0.301563 0.806450 0.436904 0.124 Uiso 1 1 calc R U . . .
H12B H 0.203713 0.840569 0.362133 0.124 Uiso 1 1 calc R U . . .
H12C H 0.304352 0.833431 0.330162 0.124 Uiso 1 1 calc R U . . .
C13 C 0.62182(7) 0.69190(8) 0.30148(7) 0.0239(2) Uani 1 1 d . . . . .
C14 C 0.63576(8) 0.79773(9) 0.32168(8) 0.0279(2) Uani 1 1 d . . . . .
C15 C 0.67394(9) 0.85460(9) 0.25659(9) 0.0344(3) Uani 1 1 d . . . . .
H15 H 0.686157 0.926010 0.268544 0.041 Uiso 1 1 calc R U . . .
C16 C 0.69470(9) 0.81299(10) 0.17654(8) 0.0351(3) Uani 1 1 d . . . . .
H16 H 0.720857 0.855185 0.135255 0.042 Uiso 1 1 calc R U . . .
C17 C 0.67727(8) 0.70947(10) 0.15655(8) 0.0312(3) Uani 1 1 d . . . . .
H17 H 0.689591 0.679956 0.100757 0.037 Uiso 1 1 calc R U . . .
C18 C 0.64157(8) 0.64988(9) 0.21938(7) 0.0265(2) Uani 1 1 d . . . . .
H18 H 0.630109 0.578513 0.206547 0.032 Uiso 1 1 calc R U . . .
C19 C 0.61337(10) 0.86134(9) 0.40396(9) 0.0357(3) Uani 1 1 d . . . . .
C20 C 0.57099(10) 0.80288(10) 0.47676(9) 0.0393(3) Uani 1 1 d . . . . .
H20A H 0.511312 0.766854 0.444089 0.059 Uiso 1 1 calc R U . . .
H20B H 0.555696 0.851874 0.522458 0.059 Uiso 1 1 calc R U . . .
H20C H 0.618906 0.752590 0.510215 0.059 Uiso 1 1 calc R U . . .
C21 C 0.70843(12) 0.91322(12) 0.45914(10) 0.0517(4) Uani 1 1 d . . . . .
H21A H 0.757295 0.860153 0.484161 0.078 Uiso 1 1 calc R U . . .
H21B H 0.695259 0.953493 0.511739 0.078 Uiso 1 1 calc R U . . .
H21C H 0.733149 0.958979 0.416587 0.078 Uiso 1 1 calc R U . . .
C22 C 0.53752(12) 0.94468(11) 0.36008(11) 0.0501(4) Uani 1 1 d . . . . .
H22A H 0.564268 0.988786 0.317741 0.075 Uiso 1 1 calc R U . . .
H22B H 0.522435 0.986763 0.410720 0.075 Uiso 1 1 calc R U . . .
H22C H 0.477775 0.911310 0.323974 0.075 Uiso 1 1 calc R U . . .
C23 C 0.65169(8) 0.58660(9) 0.44590(8) 0.0274(2) Uani 1 1 d . . . . .
C24 C 0.75869(8) 0.60984(8) 0.46383(7) 0.0253(2) Uani 1 1 d . . . . .
C25 C 0.80841(9) 0.64578(10) 0.55250(8) 0.0339(3) Uani 1 1 d . . . . .
H25 H 0.773169 0.662166 0.598612 0.041 Uiso 1 1 calc R U . . .
C26 C 0.90913(9) 0.65793(10) 0.57422(9) 0.0358(3) Uani 1 1 d . . . . .
H26 H 0.942349 0.684850 0.634097 0.043 Uiso 1 1 calc R U . . .
C27 C 0.96073(9) 0.63075(9) 0.50848(8) 0.0323(3) Uani 1 1 d . . . . .
H27 H 1.029714 0.638056 0.523489 0.039 Uiso 1 1 calc R U . . .
C28 C 0.91239(8) 0.59298(9) 0.42095(8) 0.0313(3) Uani 1 1 d . . . . .
H28 H 0.948270 0.573332 0.376242 0.038 Uiso 1 1 calc R U . . .
C29 C 0.81170(8) 0.58366(8) 0.39820(8) 0.0263(2) Uani 1 1 d . . . . .
H29 H 0.778665 0.559215 0.337303 0.032 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2237(13) . ?
O2 C23 1.2334(13) . ?
N1 H1 0.884(15) . ?
N1 C1 1.3396(14) . ?
N1 C9 1.4782(15) . ?
N2 C2 1.4931(13) . ?
N2 C13 1.4485(13) . ?
N2 C23 1.3625(14) . ?
C1 C2 1.5309(15) . ?
C2 H2 1.0000 . ?
C2 C3 1.5222(16) . ?
C3 C4 1.3893(17) . ?
C3 C8 1.3929(17) . ?
C4 H4 0.9500 . ?
C4 C5 1.3889(18) . ?
C5 H5 0.9500 . ?
C5 C6 1.380(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.382(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.387(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.5166(18) . ?
C9 C11 1.526(2) . ?
C9 C12 1.508(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
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 C14 1.4069(16) . ?
C13 C18 1.3996(15) . ?
C14 C15 1.4054(16) . ?
C14 C19 1.5468(16) . ?
C15 H15 0.9500 . ?
C15 C16 1.3767(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.3826(18) . ?
C17 H17 0.9500 . ?
C17 C18 1.3809(15) . ?
C18 H18 0.9500 . ?
C19 C20 1.5355(18) . ?
C19 C21 1.5419(19) . ?
C19 C22 1.5464(19) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.5001(15) . ?
C24 C25 1.3911(16) . ?
C24 C29 1.3891(15) . ?
C25 H25 0.9500 . ?
C25 C26 1.3891(18) . ?
C26 H26 0.9500 . ?
C26 C27 1.3797(17) . ?
C27 H27 0.9500 . ?
C27 C28 1.3805(17) . ?
C28 H28 0.9500 . ?
C28 C29 1.3847(16) . ?
C29 H29 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 H1 117.2(9) . . ?
C1 N1 C9 124.75(10) . . ?
C9 N1 H1 118.0(9) . . ?
C13 N2 C2 121.03(8) . . ?
C23 N2 C2 117.10(9) . . ?
C23 N2 C13 121.59(9) . . ?
O1 C1 N1 124.64(10) . . ?
O1 C1 C2 121.48(9) . . ?
N1 C1 C2 113.83(9) . . ?
N2 C2 C1 112.28(9) . . ?
N2 C2 H2 107.6 . . ?
N2 C2 C3 109.85(8) . . ?
C1 C2 H2 107.6 . . ?
C3 C2 C1 111.82(9) . . ?
C3 C2 H2 107.6 . . ?
C4 C3 C2 123.00(10) . . ?
C4 C3 C8 118.78(11) . . ?
C8 C3 C2 118.00(11) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.27(12) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.48(13) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 H6 120.2 . . ?
C5 C6 C7 119.66(13) . . ?
C7 C6 H6 120.2 . . ?
C6 C7 H7 120.0 . . ?
C6 C7 C8 120.09(13) . . ?
C8 C7 H7 120.0 . . ?
C3 C8 H8 119.7 . . ?
C7 C8 C3 120.62(13) . . ?
C7 C8 H8 119.7 . . ?
N1 C9 C10 106.68(10) . . ?
N1 C9 C11 109.13(11) . . ?
N1 C9 C12 110.66(12) . . ?
C10 C9 C11 108.80(13) . . ?
C12 C9 C10 110.55(14) . . ?
C12 C9 C11 110.91(15) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N2 122.85(9) . . ?
C18 C13 N2 116.40(10) . . ?
C18 C13 C14 120.72(10) . . ?
C13 C14 C19 129.56(10) . . ?
C15 C14 C13 115.34(10) . . ?
C15 C14 C19 115.08(10) . . ?
C14 C15 H15 118.0 . . ?
C16 C15 C14 123.91(11) . . ?
C16 C15 H15 118.0 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.64(11) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 120.7 . . ?
C18 C17 C16 118.61(11) . . ?
C18 C17 H17 120.7 . . ?
C13 C18 H18 119.1 . . ?
C17 C18 C13 121.72(11) . . ?
C17 C18 H18 119.1 . . ?
C20 C19 C14 117.13(10) . . ?
C20 C19 C21 106.95(11) . . ?
C20 C19 C22 106.44(11) . . ?
C21 C19 C14 108.68(11) . . ?
C21 C19 C22 109.82(12) . . ?
C22 C19 C14 107.69(10) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O2 C23 N2 121.76(10) . . ?
O2 C23 C24 118.70(10) . . ?
N2 C23 C24 119.51(9) . . ?
C25 C24 C23 119.35(10) . . ?
C29 C24 C23 121.21(10) . . ?
C29 C24 C25 118.90(10) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.57(11) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.73(11) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 119.9 . . ?
C26 C27 C28 120.19(11) . . ?
C28 C27 H27 119.9 . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.12(11) . . ?
C29 C28 H28 119.9 . . ?
C24 C29 H29 119.8 . . ?
C28 C29 C24 120.44(10) . . ?
C28 C29 H29 119.8 . . ?

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 C2 N2 47.97(14) . . . . ?
O1 C1 C2 C3 -76.05(13) . . . . ?
O2 C23 C24 C25 -47.47(16) . . . . ?
O2 C23 C24 C29 124.04(12) . . . . ?
N1 C1 C2 N2 -134.68(10) . . . . ?
N1 C1 C2 C3 101.30(11) . . . . ?
N2 C2 C3 C4 -104.08(12) . . . . ?
N2 C2 C3 C8 70.47(12) . . . . ?
N2 C13 C14 C15 175.33(9) . . . . ?
N2 C13 C14 C19 -6.03(18) . . . . ?
N2 C13 C18 C17 -176.56(10) . . . . ?
N2 C23 C24 C25 134.45(11) . . . . ?
N2 C23 C24 C29 -54.04(15) . . . . ?
C1 N1 C9 C10 -178.33(13) . . . . ?
C1 N1 C9 C11 64.29(17) . . . . ?
C1 N1 C9 C12 -58.02(18) . . . . ?
C1 C2 C3 C4 21.28(14) . . . . ?
C1 C2 C3 C8 -164.16(10) . . . . ?
C2 N2 C13 C14 110.86(12) . . . . ?
C2 N2 C13 C18 -71.16(13) . . . . ?
C2 N2 C23 O2 -14.09(16) . . . . ?
C2 N2 C23 C24 163.93(9) . . . . ?
C2 C3 C4 C5 171.99(10) . . . . ?
C2 C3 C8 C7 -171.55(11) . . . . ?
C3 C4 C5 C6 -0.16(18) . . . . ?
C4 C3 C8 C7 3.24(18) . . . . ?
C4 C5 C6 C7 2.2(2) . . . . ?
C5 C6 C7 C8 -1.5(2) . . . . ?
C6 C7 C8 C3 -1.3(2) . . . . ?
C8 C3 C4 C5 -2.52(17) . . . . ?
C9 N1 C1 O1 3.05(19) . . . . ?
C9 N1 C1 C2 -174.21(11) . . . . ?
C13 N2 C2 C1 -58.09(12) . . . . ?
C13 N2 C2 C3 67.02(12) . . . . ?
C13 N2 C23 O2 171.88(11) . . . . ?
C13 N2 C23 C24 -10.10(15) . . . . ?
C13 C14 C15 C16 1.69(17) . . . . ?
C13 C14 C19 C20 1.04(18) . . . . ?
C13 C14 C19 C21 122.31(13) . . . . ?
C13 C14 C19 C22 -118.78(13) . . . . ?
C14 C13 C18 C17 1.47(16) . . . . ?
C14 C15 C16 C17 0.41(19) . . . . ?
C15 C14 C19 C20 179.68(11) . . . . ?
C15 C14 C19 C21 -59.05(14) . . . . ?
C15 C14 C19 C22 59.86(14) . . . . ?
C15 C16 C17 C18 -1.64(17) . . . . ?
C16 C17 C18 C13 0.73(17) . . . . ?
C18 C13 C14 C15 -2.57(15) . . . . ?
C18 C13 C14 C19 176.07(11) . . . . ?
C19 C14 C15 C16 -177.15(11) . . . . ?
C23 N2 C2 C1 127.84(10) . . . . ?
C23 N2 C2 C3 -107.05(11) . . . . ?
C23 N2 C13 C14 -75.34(14) . . . . ?
C23 N2 C13 C18 102.65(12) . . . . ?
C23 C24 C25 C26 173.41(11) . . . . ?
C23 C24 C29 C28 -171.36(10) . . . . ?
C24 C25 C26 C27 -2.26(19) . . . . ?
C25 C24 C29 C28 0.19(17) . . . . ?
C25 C26 C27 C28 0.90(19) . . . . ?
C26 C27 C28 C29 0.98(18) . . . . ?
C27 C28 C29 C24 -1.54(17) . . . . ?
C29 C24 C25 C26 1.70(18) . . . . ?

_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 1.309
_oxdiff_exptl_absorpt_empirical_full_min 0.710
####################################################################### 
# 
# 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_rja240026_fa
_database_code_depnum_ccdc_archive 'CCDC 2382977'
loop_
_audit_author_name
_audit_author_address
'Paul Waddell'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2024-09-10 deposited with the CCDC.	2024-09-16 downloaded from the CCDC.
;
_audit_creation_date             2024-09-10
_audit_creation_method           
;
Olex2 1.5-ac5-023
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H34 N2 O2'
_chemical_formula_sum            'C33 H34 N2 O2'
_chemical_formula_weight         490.62
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C33 H34 N2 O2'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6100(2)
_cell_length_b                   9.7457(2)
_cell_length_c                   15.6810(3)
_cell_angle_alpha                95.4770(10)
_cell_angle_beta                 94.5580(10)
_cell_angle_gamma                109.670(2)
_cell_volume                     1366.82(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12839
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      75.4440
_cell_measurement_theta_min      2.8620
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.939
_exptl_absorpt_coefficient_mu    0.577
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_T_min  0.954
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.126a (Rigaku Oxford Diffraction, 2024)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
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    1.192
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             524
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0397
0 0 -1 0.0397
0 -1 0 0.0433
0 1 0 0.0433
1 0 0 0.0316
-1 0 0 0.0376
1 -1 0 0.0528
-1 1 0 0.0528
-1 0 1 0.0446
1 0 -1 0.0306
-1 -1 1 0.0470
1 0 1 0.0327
-1 0 -1 0.0327

_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0001 0.0003 0.9986 0.0402 0.0773 -0.0477
0.0001 -0.0003 -0.9986 -0.0402 -0.0773 0.0477
-0.0000 -0.9985 0.0002 0.0327 0.0519 0.1576
0.0000 0.9985 -0.0002 -0.0327 -0.0519 -0.1576
0.9988 0.0006 0.0002 0.1350 -0.0836 -0.0643
-0.9988 -0.0006 -0.0002 -0.1350 0.0836 0.0643
0.9987 -0.9980 0.0004 0.1676 -0.0317 0.0933
-0.9987 0.9980 -0.0004 -0.1676 0.0317 -0.0933
-0.9988 -0.0003 0.9983 -0.0948 0.1608 0.0166
0.9988 0.0003 -0.9983 0.0948 -0.1608 -0.0166
-0.9988 -0.9988 0.9985 -0.0622 0.2127 0.1742
0.9987 0.0008 0.9988 0.1751 -0.0063 -0.1120
-0.9987 -0.0008 -0.9988 -0.1751 0.0063 0.1120

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.913
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20367
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.913
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.454
_diffrn_reflns_theta_min         2.851
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     55.00 105.00   0.50    0.61    --  108.12 -77.00 120.00  100
  2  ω     35.00 105.00   0.50    0.61    --  108.12 -95.00  30.00  140
  3  ω     24.00 105.00   0.50    0.61    --   97.16 -95.00 -30.00  162
  4  ω     31.00  71.00   0.50    0.61    --  108.12 -61.00 -90.00   80
  5  ω     16.00  51.00   0.50    0.61    --   97.16 -45.00-180.00   70
  6  ω     77.00 178.00   0.50    0.61    --  108.12  77.00-120.00  202
  7  ω     77.00 178.00   0.50    0.61    --  108.12  77.00-120.00  202
  8  ω     74.00 173.00   0.50    0.61    --   97.16 125.00-120.00  198
  9  ω     17.00  43.00   0.50    0.15    --   54.00  88.00 -89.85   52
 10  ω     16.00  43.00   0.50    0.15    --   54.00  89.00 -45.27   54
 11  ω    -48.00 -15.00   0.50    0.15    --   14.00 129.00 -53.02   66
 12  ω    -43.00  35.00   0.50    0.15    --  -47.30  38.00-180.00  156
 13  ω    -51.00 -11.00   0.50    0.61    --  -92.45  45.00   0.00   80
 14  ω    -51.00 -11.00   0.50    0.61    --  -92.45  45.00  30.00   80
 15  ω    -71.00 -15.00   0.50    0.61    --  -92.45  61.00 120.00  112
 16  ω   -112.00 -16.00   0.50    0.61    --  -92.45 125.00 120.00  192
 17  ω   -112.00 -16.00   0.50    0.61    --  -92.45 125.00 120.00  192
 18  ω   -152.00 -51.00   0.50    0.61    --  -78.00 -68.00  21.35  202
 19  ω   -166.00 -64.00   0.50    0.61    --  -90.00 -65.00  45.33  204
 20  ω   -152.00 -51.00   0.50    0.61    --  -78.00 -68.00  21.35  202
 21  ω   -158.00 -56.00   0.50    0.61    --  -86.00 -74.00 -43.71  204
 22  ω   -130.00  19.00   0.50    0.15    --  -47.30 -19.00   0.00  298
 23  ω   -121.00 -23.00   0.50    0.61    --  -99.00 138.00-151.67  196
 24  ω   -166.00 -64.00   0.50    0.61    --  -90.00 -65.00  45.33  204
 25  ω   -168.00 -73.00   0.50    0.61    --  -92.45-125.00  90.00  190
 26  ω   -166.00 -83.00   0.50    0.61    --  -92.45 -95.00  90.00  166
 27  ω   -166.00 -83.00   0.50    0.61    --  -92.45 -95.00-180.00  166
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1351535000
_diffrn_orient_matrix_UB_12      -0.0326957000
_diffrn_orient_matrix_UB_13      0.0402362000
_diffrn_orient_matrix_UB_21      -0.0836845000
_diffrn_orient_matrix_UB_22      -0.0519672000
_diffrn_orient_matrix_UB_23      0.0773694000
_diffrn_orient_matrix_UB_31      -0.0642614000
_diffrn_orient_matrix_UB_32      -0.1577881000
_diffrn_orient_matrix_UB_33      -0.0477033000
_diffrn_oxdiff_digest_frames     
;
01399655a3b6f0558372be6fada5d7386904170bd0d
;
_diffrn_oxdiff_digest_hkl        
;
011f43bb7b66decf5bb7005394145ed1974032
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4800
_reflns_number_total             5299
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.126a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.126a 64-bit (release 11-06-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.126a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0024(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0361
_refine_ls_restrained_S_all      1.061
_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)+(0.0405P)²+0.4076P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.0944
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C22(H22), C24(H24), C27(H27), C28(H28), C29(H29), C30(H30),
  C31(H31)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C32(H32A,H32B,
 H32C), C33(H33A,H33B,H33C)
;
_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
O1 O 0.50144(8) 0.46637(8) 0.73120(5) 0.02511(18) Uani 1 1 d . . . . .
O2 O 0.94938(9) 0.51476(10) 0.85359(6) 0.0355(2) Uani 1 1 d . . . . .
N1 N 0.72501(10) 0.64208(10) 0.72937(6) 0.0208(2) Uani 1 1 d . . . . .
N2 N 0.69848(11) 0.40311(11) 0.84798(6) 0.0245(2) Uani 1 1 d . . . . .
H2 H 0.6144(16) 0.3868(15) 0.8155(9) 0.029 Uiso 1 1 d . U . . .
C1 C 0.57489(12) 0.59800(12) 0.73319(7) 0.0215(2) Uani 1 1 d . . . . .
C2 C 0.49512(12) 0.70727(12) 0.74132(7) 0.0226(2) Uani 1 1 d . . . . .
C3 C 0.35855(13) 0.65645(13) 0.77473(7) 0.0275(3) Uani 1 1 d . . . . .
H3 H 0.324526 0.560128 0.790740 0.033 Uiso 1 1 calc R U . . .
C4 C 0.27245(13) 0.74430(15) 0.78478(8) 0.0333(3) Uani 1 1 d . . . . .
H4 H 0.180731 0.708721 0.808226 0.040 Uiso 1 1 calc R U . . .
C5 C 0.32014(14) 0.88405(15) 0.76062(9) 0.0344(3) Uani 1 1 d . . . . .
H5 H 0.261249 0.944610 0.767468 0.041 Uiso 1 1 calc R U . . .
C6 C 0.45422(14) 0.93560(14) 0.72634(8) 0.0320(3) Uani 1 1 d . . . . .
H6 H 0.486274 1.031053 0.709037 0.038 Uiso 1 1 calc R U . . .
C7 C 0.54164(13) 0.84842(13) 0.71724(8) 0.0269(2) Uani 1 1 d . . . . .
H7 H 0.633858 0.885097 0.694439 0.032 Uiso 1 1 calc R U . . .
C8 C 0.80039(12) 0.53105(12) 0.72751(7) 0.0217(2) Uani 1 1 d . . . . .
H8 H 0.903394 0.585422 0.714676 0.026 Uiso 1 1 calc R U . . .
C9 C 0.82270(12) 0.48200(12) 0.81702(7) 0.0235(2) Uani 1 1 d . . . . .
C10 C 0.73915(12) 0.40212(12) 0.65537(7) 0.0226(2) Uani 1 1 d . . . . .
C11 C 0.76583(14) 0.27227(13) 0.66524(8) 0.0285(3) Uani 1 1 d . . . . .
H11 H 0.810940 0.260861 0.718967 0.034 Uiso 1 1 calc R U . . .
C12 C 0.72690(15) 0.15943(13) 0.59705(9) 0.0347(3) Uani 1 1 d . . . . .
H12 H 0.745613 0.071362 0.604542 0.042 Uiso 1 1 calc R U . . .
C13 C 0.66123(14) 0.17394(14) 0.51839(8) 0.0346(3) Uani 1 1 d . . . . .
H13 H 0.634172 0.096229 0.472004 0.041 Uiso 1 1 calc R U . . .
C14 C 0.63536(13) 0.30305(14) 0.50803(8) 0.0318(3) Uani 1 1 d . . . . .
H14 H 0.591290 0.314412 0.453973 0.038 Uiso 1 1 calc R U . . .
C15 C 0.67337(12) 0.41629(13) 0.57614(8) 0.0265(2) Uani 1 1 d . . . . .
H15 H 0.654191 0.504047 0.568412 0.032 Uiso 1 1 calc R U . . .
C16 C 0.69175(14) 0.34032(14) 0.93052(7) 0.0286(3) Uani 1 1 d . . . . .
C17 C 0.77670(17) 0.23322(16) 0.93026(10) 0.0413(3) Uani 1 1 d . . . . .
H17A H 0.881854 0.286114 0.925614 0.062 Uiso 1 1 calc R U . . .
H17B H 0.734829 0.155980 0.881022 0.062 Uiso 1 1 calc R U . . .
H17C H 0.767961 0.188789 0.983973 0.062 Uiso 1 1 calc R U . . .
C18 C 0.75565(17) 0.46279(16) 1.00605(8) 0.0388(3) Uani 1 1 d . . . . .
H18A H 0.695721 0.526671 1.007437 0.058 Uiso 1 1 calc R U . . .
H18B H 0.858514 0.520620 0.999112 0.058 Uiso 1 1 calc R U . . .
H18C H 0.753768 0.419794 1.060132 0.058 Uiso 1 1 calc R U . . .
C19 C 0.52752(16) 0.25836(17) 0.93610(9) 0.0420(3) Uani 1 1 d . . . . .
H19A H 0.487200 0.180312 0.887166 0.063 Uiso 1 1 calc R U . . .
H19B H 0.473006 0.327057 0.934575 0.063 Uiso 1 1 calc R U . . .
H19C H 0.516748 0.215008 0.990150 0.063 Uiso 1 1 calc R U . . .
C20 C 0.82642(12) 0.79292(11) 0.74796(7) 0.0209(2) Uani 1 1 d . . . . .
C21 C 0.90097(12) 0.86135(12) 0.68158(7) 0.0212(2) Uani 1 1 d . . . . .
C22 C 1.00245(12) 1.00463(12) 0.70048(7) 0.0237(2) Uani 1 1 d . . . . .
H22 H 1.052298 1.051626 0.655575 0.028 Uiso 1 1 calc R U . . .
C23 C 1.03244(12) 1.08039(12) 0.78354(8) 0.0253(2) Uani 1 1 d . . . . .
C24 C 0.95836(13) 1.00879(12) 0.84793(7) 0.0254(2) Uani 1 1 d . . . . .
H24 H 0.978847 1.059062 0.904983 0.030 Uiso 1 1 calc R U . . .
C25 C 0.85519(13) 0.86620(12) 0.83235(7) 0.0244(2) Uani 1 1 d . . . . .
C26 C 0.87622(12) 0.78639(12) 0.59104(7) 0.0222(2) Uani 1 1 d . . . . .
C27 C 0.75545(13) 0.78070(13) 0.53335(8) 0.0270(2) Uani 1 1 d . . . . .
H27 H 0.686266 0.824087 0.551956 0.032 Uiso 1 1 calc R U . . .
C28 C 0.73508(14) 0.71244(14) 0.44913(8) 0.0319(3) Uani 1 1 d . . . . .
H28 H 0.652671 0.709708 0.410435 0.038 Uiso 1 1 calc R U . . .
C29 C 0.83503(15) 0.64838(14) 0.42164(8) 0.0329(3) Uani 1 1 d . . . . .
H29 H 0.820210 0.599794 0.364429 0.039 Uiso 1 1 calc R U . . .
C30 C 0.95656(14) 0.65532(14) 0.47772(8) 0.0317(3) Uani 1 1 d . . . . .
H30 H 1.025873 0.612486 0.458638 0.038 Uiso 1 1 calc R U . . .
C31 C 0.97777(13) 0.72456(13) 0.56175(8) 0.0269(2) Uani 1 1 d . . . . .
H31 H 1.062204 0.729812 0.599570 0.032 Uiso 1 1 calc R U . . .
C32 C 1.14147(14) 1.23598(13) 0.80348(9) 0.0347(3) Uani 1 1 d . . . . .
H32A H 1.089444 1.305017 0.793654 0.052 Uiso 1 1 calc R U . . .
H32B H 1.220464 1.249957 0.765832 0.052 Uiso 1 1 calc R U . . .
H32C H 1.185216 1.253880 0.863894 0.052 Uiso 1 1 calc R U . . .
C33 C 0.77920(16) 0.79790(14) 0.90610(8) 0.0361(3) Uani 1 1 d . . . . .
H33A H 0.824234 0.728070 0.925562 0.054 Uiso 1 1 calc R U . . .
H33B H 0.673117 0.746197 0.886894 0.054 Uiso 1 1 calc R U . . .
H33C H 0.790810 0.874987 0.953853 0.054 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2346(13) . ?
O2 C9 1.2269(14) . ?
N1 C1 1.3678(14) . ?
N1 C8 1.4905(14) . ?
N1 C20 1.4506(13) . ?
N2 H2 0.877(15) . ?
N2 C9 1.3407(15) . ?
N2 C16 1.4803(15) . ?
C1 C2 1.5090(15) . ?
C2 C3 1.4013(16) . ?
C2 C7 1.3953(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3836(17) . ?
C4 H4 0.9500 . ?
C4 C5 1.3836(19) . ?
C5 H5 0.9500 . ?
C5 C6 1.3883(18) . ?
C6 H6 0.9500 . ?
C6 C7 1.3872(17) . ?
C7 H7 0.9500 . ?
C8 H8 1.0000 . ?
C8 C9 1.5472(15) . ?
C8 C10 1.5264(15) . ?
C10 C11 1.3931(16) . ?
C10 C15 1.3888(16) . ?
C11 H11 0.9500 . ?
C11 C12 1.3885(17) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.3838(19) . ?
C14 H14 0.9500 . ?
C14 C15 1.3906(17) . ?
C15 H15 0.9500 . ?
C16 C17 1.5262(17) . ?
C16 C18 1.5250(18) . ?
C16 C19 1.5242(18) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.4039(15) . ?
C20 C25 1.4022(15) . ?
C21 C22 1.3954(15) . ?
C21 C26 1.4958(15) . ?
C22 H22 0.9500 . ?
C22 C23 1.3922(16) . ?
C23 C24 1.3884(17) . ?
C23 C32 1.5109(16) . ?
C24 H24 0.9500 . ?
C24 C25 1.3939(16) . ?
C25 C33 1.5059(16) . ?
C26 C27 1.3959(16) . ?
C26 C31 1.3930(16) . ?
C27 H27 0.9500 . ?
C27 C28 1.3887(17) . ?
C28 H28 0.9500 . ?
C28 C29 1.3842(19) . ?
C29 H29 0.9500 . ?
C29 C30 1.3836(19) . ?
C30 H30 0.9500 . ?
C30 C31 1.3886(17) . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 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
C1 N1 C8 119.52(9) . . ?
C1 N1 C20 124.82(9) . . ?
C20 N1 C8 113.93(8) . . ?
C9 N2 H2 116.2(9) . . ?
C9 N2 C16 125.84(10) . . ?
C16 N2 H2 117.9(9) . . ?
O1 C1 N1 120.15(10) . . ?
O1 C1 C2 118.29(10) . . ?
N1 C1 C2 121.55(9) . . ?
C3 C2 C1 114.78(10) . . ?
C7 C2 C1 126.85(10) . . ?
C7 C2 C3 118.35(11) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.05(11) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 119.90(11) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.86(12) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.33(12) . . ?
C7 C6 H6 119.8 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.49(11) . . ?
C6 C7 H7 119.8 . . ?
N1 C8 H8 104.6 . . ?
N1 C8 C9 112.69(9) . . ?
N1 C8 C10 116.12(9) . . ?
C9 C8 H8 104.6 . . ?
C10 C8 H8 104.6 . . ?
C10 C8 C9 112.82(9) . . ?
O2 C9 N2 124.95(11) . . ?
O2 C9 C8 119.13(10) . . ?
N2 C9 C8 115.91(9) . . ?
C11 C10 C8 119.09(10) . . ?
C15 C10 C8 121.73(10) . . ?
C15 C10 C11 118.71(10) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.42(12) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.66(12) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.18(11) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.50(12) . . ?
C15 C14 H14 119.8 . . ?
C10 C15 C14 120.53(11) . . ?
C10 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
N2 C16 C17 109.95(10) . . ?
N2 C16 C18 110.21(10) . . ?
N2 C16 C19 106.17(10) . . ?
C18 C16 C17 110.62(11) . . ?
C19 C16 C17 109.79(11) . . ?
C19 C16 C18 110.00(11) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 N1 119.19(9) . . ?
C25 C20 N1 120.08(10) . . ?
C25 C20 C21 120.64(10) . . ?
C20 C21 C26 122.52(10) . . ?
C22 C21 C20 118.99(10) . . ?
C22 C21 C26 118.49(10) . . ?
C21 C22 H22 119.2 . . ?
C23 C22 C21 121.60(10) . . ?
C23 C22 H22 119.2 . . ?
C22 C23 C32 121.38(11) . . ?
C24 C23 C22 117.94(10) . . ?
C24 C23 C32 120.68(11) . . ?
C23 C24 H24 118.6 . . ?
C23 C24 C25 122.73(11) . . ?
C25 C24 H24 118.6 . . ?
C20 C25 C33 122.91(10) . . ?
C24 C25 C20 118.09(10) . . ?
C24 C25 C33 119.00(10) . . ?
C27 C26 C21 121.55(10) . . ?
C31 C26 C21 119.93(10) . . ?
C31 C26 C27 118.49(10) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.88(11) . . ?
C28 C27 H27 119.6 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 119.91(12) . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.1 . . ?
C30 C29 C28 119.81(11) . . ?
C30 C29 H29 120.1 . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.35(11) . . ?
C31 C30 H30 119.8 . . ?
C26 C31 H31 119.7 . . ?
C30 C31 C26 120.53(11) . . ?
C30 C31 H31 119.7 . . ?
C23 C32 H32A 109.5 . . ?
C23 C32 H32B 109.5 . . ?
C23 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C25 C33 H33A 109.5 . . ?
C25 C33 H33B 109.5 . . ?
C25 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
_geom_hbond_publ_flag
N2 H2 O1 0.877(15) 2.016(15) 2.7873(13) 146.1(13) . yes

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 C2 C3 20.74(14) . . . . ?
O1 C1 C2 C7 -157.48(11) . . . . ?
N1 C1 C2 C3 -158.27(10) . . . . ?
N1 C1 C2 C7 23.50(17) . . . . ?
N1 C8 C9 O2 -112.83(11) . . . . ?
N1 C8 C9 N2 68.27(12) . . . . ?
N1 C8 C10 C11 -158.16(10) . . . . ?
N1 C8 C10 C15 29.76(14) . . . . ?
N1 C20 C21 C22 -177.71(9) . . . . ?
N1 C20 C21 C26 2.12(15) . . . . ?
N1 C20 C25 C24 177.22(10) . . . . ?
N1 C20 C25 C33 -3.09(17) . . . . ?
C1 N1 C8 C9 -76.34(12) . . . . ?
C1 N1 C8 C10 55.98(13) . . . . ?
C1 N1 C20 C21 -115.36(12) . . . . ?
C1 N1 C20 C25 68.03(14) . . . . ?
C1 C2 C3 C4 -179.22(11) . . . . ?
C1 C2 C7 C6 178.17(11) . . . . ?
C2 C3 C4 C5 0.83(19) . . . . ?
C3 C2 C7 C6 0.00(17) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
C4 C5 C6 C7 -0.9(2) . . . . ?
C5 C6 C7 C2 0.84(18) . . . . ?
C7 C2 C3 C4 -0.83(17) . . . . ?
C8 N1 C1 O1 -3.23(15) . . . . ?
C8 N1 C1 C2 175.77(9) . . . . ?
C8 N1 C20 C21 79.79(12) . . . . ?
C8 N1 C20 C25 -96.82(12) . . . . ?
C8 C10 C11 C12 -172.46(10) . . . . ?
C8 C10 C15 C14 171.94(10) . . . . ?
C9 N2 C16 C17 -60.21(15) . . . . ?
C9 N2 C16 C18 61.99(15) . . . . ?
C9 N2 C16 C19 -178.91(11) . . . . ?
C9 C8 C10 C11 -25.91(14) . . . . ?
C9 C8 C10 C15 162.02(10) . . . . ?
C10 C8 C9 O2 113.25(12) . . . . ?
C10 C8 C9 N2 -65.65(12) . . . . ?
C10 C11 C12 C13 0.02(19) . . . . ?
C11 C10 C15 C14 -0.17(17) . . . . ?
C11 C12 C13 C14 0.41(19) . . . . ?
C12 C13 C14 C15 -0.72(19) . . . . ?
C13 C14 C15 C10 0.60(18) . . . . ?
C15 C10 C11 C12 -0.14(17) . . . . ?
C16 N2 C9 O2 -0.79(18) . . . . ?
C16 N2 C9 C8 178.04(10) . . . . ?
C20 N1 C1 O1 -167.30(10) . . . . ?
C20 N1 C1 C2 11.70(16) . . . . ?
C20 N1 C8 C9 89.39(11) . . . . ?
C20 N1 C8 C10 -138.29(9) . . . . ?
C20 C21 C22 C23 0.66(16) . . . . ?
C20 C21 C26 C27 81.97(14) . . . . ?
C20 C21 C26 C31 -100.21(13) . . . . ?
C21 C20 C25 C24 0.65(16) . . . . ?
C21 C20 C25 C33 -179.66(11) . . . . ?
C21 C22 C23 C24 0.23(16) . . . . ?
C21 C22 C23 C32 -179.48(11) . . . . ?
C21 C26 C27 C28 179.11(11) . . . . ?
C21 C26 C31 C30 -179.67(10) . . . . ?
C22 C21 C26 C27 -98.20(13) . . . . ?
C22 C21 C26 C31 79.62(13) . . . . ?
C22 C23 C24 C25 -0.72(17) . . . . ?
C23 C24 C25 C20 0.28(17) . . . . ?
C23 C24 C25 C33 -179.42(11) . . . . ?
C25 C20 C21 C22 -1.11(16) . . . . ?
C25 C20 C21 C26 178.71(10) . . . . ?
C26 C21 C22 C23 -179.17(10) . . . . ?
C26 C27 C28 C29 0.29(18) . . . . ?
C27 C26 C31 C30 -1.78(17) . . . . ?
C27 C28 C29 C30 -1.34(18) . . . . ?
C28 C29 C30 C31 0.82(18) . . . . ?
C29 C30 C31 C26 0.76(18) . . . . ?
C31 C26 C27 C28 1.26(17) . . . . ?
C32 C23 C24 C25 178.99(11) . . . . ?

_shelx_SHELXL_version_number     2019/1
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.124
_oxdiff_exptl_absorpt_empirical_full_min 0.821
####################################################################### 
# 
# 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_rja240027_fa
_database_code_depnum_ccdc_archive 'CCDC 2382978'
loop_
_audit_author_name
_audit_author_address
'Paul Waddell'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2024-09-10 deposited with the CCDC.	2024-09-16 downloaded from the CCDC.
;
_audit_creation_date             2024-09-10
_audit_creation_method           
;
Olex2 1.5-ac5-023
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H30 N2 O2'
_chemical_formula_sum            'C30 H30 N2 O2'
_chemical_formula_weight         450.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 H30 N2 O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.91490(10)
_cell_length_b                   20.5392(2)
_cell_length_c                   11.46750(10)
_cell_angle_alpha                90
_cell_angle_beta                 103.4340(10)
_cell_angle_gamma                90
_cell_volume                     2500.48(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11927
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      76.4690
_cell_measurement_theta_min      4.1430
_shelx_estimated_absorpt_T_max   0.966
_shelx_estimated_absorpt_T_min   0.907
_exptl_absorpt_coefficient_mu    0.587
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.928
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.126a (Rigaku Oxford Diffraction, 2024)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
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    1.197
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             960
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 0 0.0123
1 1 0 0.0283
0 -1 0 0.0388
-1 0 2 0.0577
0 1 -2 0.0647
-1 -1 0 0.0338
1 -1 1 0.0830

_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0000 1.0000 -0.0000 0.0772 0.1439 -0.0011
1.0000 1.0000 -0.0000 0.0342 -0.1262 -0.0978
-0.0000 -1.0000 0.0000 -0.0557 -0.0088 0.0495
-1.0000 0.0000 2.0000 0.1873 -0.0176 0.2081
0.0000 1.0000 -2.0000 -0.1101 0.1616 -0.2092
-1.0000 -1.0000 0.0000 -0.0342 0.1262 0.0978
1.0000 -1.0000 1.0000 0.0057 -0.2203 0.0809

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.919
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18656
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.966
_diffrn_reflns_theta_min         4.164
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     21.00  65.00   0.50    0.75    --   97.16 -61.00-120.00   88
  2  ω     40.00  67.00   0.50    0.75    --  108.12 -65.00 -58.00   54
  3  ω     34.00  70.00   0.50    0.75    --   97.16 -65.00 -58.00   72
  4  ω     17.00  42.00   0.50    0.75    --   97.16 -45.00 -30.00   50
  5  ω    -29.00  70.00   0.50    0.75    --   46.55 -65.00 -58.00  198
  6  ω     26.00  51.00   0.50    0.75    --   97.16 -45.00   0.00   50
  7  ω     33.00  70.00   0.50    0.75    --  108.12 -61.00  60.00   74
  8  ω     26.00  69.00   0.50    0.75    --   97.16 -61.00 120.00   86
  9  ω     98.00 123.00   0.50    0.75    --   97.16  65.00  77.00   50
 10  ω    109.00 157.00   0.50    0.75    --  108.12  65.00  77.00   96
 11  ω     76.00 102.00   0.50    0.75    --   46.55 125.00 -30.00   52
 12  ω     25.00 107.00   0.50    0.75    --   46.55  65.00  77.00  164
 13  ω     66.00 147.00   0.50    0.75    --   97.16  77.00   0.00  162
 14  ω     49.00  93.00   0.50    0.75    --  108.12 -95.00-150.00   88
 15  ω    -78.00 -31.00   0.50    0.75    --  -92.45  65.00  77.00   94
 16  ω    -71.00 -18.00   0.50    0.75    --  -92.45  61.00 150.00  106
 17  ω    -49.00 -12.00   0.50    0.75    --  -92.45  45.00  60.00   74
 18  ω    -45.00 -12.00   0.50    0.75    --  -92.45  45.00 -90.00   66
 19  ω    -48.00 -22.00   0.50    0.75    --  -92.45  45.00-150.00   52
 20  ω   -170.00-117.00   0.50    0.75    --  -92.45 -45.00-180.00  106
 21  ω   -168.00 -72.00   0.50    0.75    --  -92.45 -65.00 -58.00  192
 22  ω   -123.00 -73.00   0.50    0.75    --  -47.30-125.00  30.00  100
 23  ω    -96.00 -71.00   0.50    0.75    --  -47.30 -65.00 -58.00   50
 24  ω   -114.00 -73.00   0.50    0.75    --  -92.45 -45.00-180.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0214882000
_diffrn_orient_matrix_UB_12      0.0557318000
_diffrn_orient_matrix_UB_13      0.0829153000
_diffrn_orient_matrix_UB_21      -0.1350614000
_diffrn_orient_matrix_UB_22      0.0088430000
_diffrn_orient_matrix_UB_23      -0.0763543000
_diffrn_orient_matrix_UB_31      -0.0483895000
_diffrn_orient_matrix_UB_32      -0.0494529000
_diffrn_orient_matrix_UB_33      0.0798504000
_diffrn_oxdiff_digest_frames     
;
0193a265159504872411a7417989b875350220607ae
;
_diffrn_oxdiff_digest_hkl        
;
016ed5d07cacaa0a1a188820552758e35221ad
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4280
_reflns_number_total             4856
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.126a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.126a 64-bit (release 11-06-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.126a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.00128(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     315
_refine_ls_number_reflns         4856
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.062
_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)+(0.0441P)²+0.7221P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.0960
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C19(H19)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C15(H15), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,
 H30C)
;
_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
O1 O 0.65955(8) 0.69171(4) 0.59710(7) 0.02477(19) Uani 1 1 d . . . . .
O2 O 0.47881(8) 0.67647(4) 0.36378(8) 0.0313(2) Uani 1 1 d . . . . .
N1 N 0.72576(8) 0.64395(4) 0.44412(8) 0.0178(2) Uani 1 1 d . . . . .
N2 N 0.51884(9) 0.77161(5) 0.27910(9) 0.0260(2) Uani 1 1 d . . . . .
H2 H 0.5757(15) 0.7915(7) 0.2516(13) 0.031 Uiso 1 1 d . U . . .
C1 C 0.69672(10) 0.64292(5) 0.55390(10) 0.0189(2) Uani 1 1 d . . . . .
C2 C 0.70526(10) 0.57933(5) 0.61941(10) 0.0194(2) Uani 1 1 d . . . . .
C3 C 0.66218(10) 0.52112(5) 0.56157(10) 0.0221(2) Uani 1 1 d . . . . .
H3 H 0.636418 0.519757 0.476571 0.027 Uiso 1 1 calc R U . . .
C4 C 0.65696(11) 0.46521(6) 0.62812(11) 0.0267(3) Uani 1 1 d . . . . .
H4 H 0.626516 0.425752 0.588627 0.032 Uiso 1 1 calc R U . . .
C5 C 0.69596(12) 0.46675(6) 0.75190(12) 0.0294(3) Uani 1 1 d . . . . .
H5 H 0.692604 0.428316 0.797134 0.035 Uiso 1 1 calc R U . . .
C6 C 0.73994(12) 0.52433(6) 0.80998(11) 0.0294(3) Uani 1 1 d . . . . .
H6 H 0.767794 0.525197 0.894852 0.035 Uiso 1 1 calc R U . . .
C7 C 0.74321(11) 0.58062(6) 0.74406(10) 0.0241(2) Uani 1 1 d . . . . .
H7 H 0.771460 0.620247 0.784074 0.029 Uiso 1 1 calc R U . . .
C8 C 0.81914(10) 0.60153(5) 0.41428(10) 0.0190(2) Uani 1 1 d . . . . .
C9 C 0.94301(10) 0.60524(5) 0.47685(10) 0.0227(2) Uani 1 1 d . . . . .
C10 C 1.03351(11) 0.56794(6) 0.43466(12) 0.0292(3) Uani 1 1 d . . . . .
H10 H 1.119448 0.570308 0.476381 0.035 Uiso 1 1 calc R U . . .
C11 C 1.00114(12) 0.52907(6) 0.33678(12) 0.0304(3) Uani 1 1 d . . . . .
H11 H 1.064657 0.505605 0.310336 0.036 Uiso 1 1 calc R U . . .
C12 C 0.83584(14) 0.48152(6) 0.17299(12) 0.0331(3) Uani 1 1 d . . . . .
H12 H 0.897306 0.456557 0.146244 0.040 Uiso 1 1 calc R U . . .
C13 C 0.71233(15) 0.47687(6) 0.11406(12) 0.0359(3) Uani 1 1 d . . . . .
H13 H 0.688418 0.448724 0.046873 0.043 Uiso 1 1 calc R U . . .
C14 C 0.62023(14) 0.51359(6) 0.15236(11) 0.0332(3) Uani 1 1 d . . . . .
H14 H 0.534387 0.509917 0.110909 0.040 Uiso 1 1 calc R U . . .
C15 C 0.65296(11) 0.55460(6) 0.24878(10) 0.0256(3) Uani 1 1 d . . . . .
H15 H 0.589868 0.579388 0.273305 0.031 Uiso 1 1 calc R U . . .
C16 C 0.78067(11) 0.56023(5) 0.31225(10) 0.0212(2) Uani 1 1 d . . . . .
C17 C 0.87369(12) 0.52301(5) 0.27343(11) 0.0259(3) Uani 1 1 d . . . . .
C18 C 0.98731(11) 0.64649(6) 0.58680(11) 0.0277(3) Uani 1 1 d . . . . .
H18A H 0.995850 0.619369 0.658553 0.042 Uiso 1 1 calc R U . . .
H18B H 0.925898 0.681151 0.587978 0.042 Uiso 1 1 calc R U . . .
H18C H 1.069057 0.665855 0.585579 0.042 Uiso 1 1 calc R U . . .
C19 C 0.69545(10) 0.70216(5) 0.36679(10) 0.0188(2) Uani 1 1 d . . . . .
H19 H 0.713557 0.689284 0.288383 0.023 Uiso 1 1 calc R U . . .
C20 C 0.55236(10) 0.71586(5) 0.33870(10) 0.0203(2) Uani 1 1 d . . . . .
C21 C 0.78436(10) 0.75850(5) 0.41173(10) 0.0206(2) Uani 1 1 d . . . . .
C22 C 0.76285(12) 0.80335(6) 0.49576(11) 0.0270(3) Uani 1 1 d . . . . .
H22 H 0.685954 0.802129 0.521062 0.032 Uiso 1 1 calc R U . . .
C23 C 0.85305(15) 0.84981(7) 0.54276(12) 0.0375(3) Uani 1 1 d . . . . .
H23 H 0.837408 0.880343 0.599816 0.045 Uiso 1 1 calc R U . . .
C24 C 0.96562(14) 0.85195(7) 0.50709(13) 0.0424(4) Uani 1 1 d . . . . .
H24 H 1.028227 0.882942 0.541484 0.051 Uiso 1 1 calc R U . . .
C25 C 0.98676(12) 0.80893(7) 0.42136(13) 0.0375(3) Uani 1 1 d . . . . .
H25 H 1.063221 0.810951 0.395388 0.045 Uiso 1 1 calc R U . . .
C26 C 0.89625(11) 0.76269(6) 0.37305(11) 0.0277(3) Uani 1 1 d . . . . .
H26 H 0.910669 0.733654 0.313140 0.033 Uiso 1 1 calc R U . . .
C27 C 0.38741(11) 0.79039(6) 0.22249(11) 0.0274(3) Uani 1 1 d . . . . .
C28 C 0.33082(17) 0.74100(10) 0.12847(16) 0.0648(6) Uani 1 1 d . . . . .
H28A H 0.322435 0.699183 0.167028 0.097 Uiso 1 1 calc R U . . .
H28B H 0.385602 0.735687 0.072456 0.097 Uiso 1 1 calc R U . . .
H28C H 0.247564 0.755959 0.084667 0.097 Uiso 1 1 calc R U . . .
C29 C 0.31217(14) 0.79665(8) 0.31758(13) 0.0444(4) Uani 1 1 d . . . . .
H29A H 0.355660 0.826328 0.380649 0.067 Uiso 1 1 calc R U . . .
H29B H 0.303890 0.753756 0.352373 0.067 Uiso 1 1 calc R U . . .
H29C H 0.228302 0.813925 0.281209 0.067 Uiso 1 1 calc R U . . .
C30 C 0.39393(14) 0.85659(9) 0.16469(17) 0.0540(5) Uani 1 1 d . . . . .
H30A H 0.438910 0.852484 0.100369 0.081 Uiso 1 1 calc R U . . .
H30B H 0.438685 0.887316 0.225152 0.081 Uiso 1 1 calc R U . . .
H30C H 0.308385 0.872598 0.131305 0.081 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2279(13) . ?
O2 C20 1.2203(14) . ?
N1 C1 1.3678(14) . ?
N1 C8 1.4412(13) . ?
N1 C19 1.4795(13) . ?
N2 H2 0.861(16) . ?
N2 C20 1.3401(15) . ?
N2 C27 1.4816(14) . ?
C1 C2 1.4988(15) . ?
C2 C3 1.3948(15) . ?
C2 C7 1.3930(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3872(16) . ?
C4 H4 0.9500 . ?
C4 C5 1.3843(18) . ?
C5 H5 0.9500 . ?
C5 C6 1.3872(18) . ?
C6 H6 0.9500 . ?
C6 C7 1.3862(16) . ?
C7 H7 0.9500 . ?
C8 C9 1.3776(16) . ?
C8 C16 1.4270(16) . ?
C9 C10 1.4210(17) . ?
C9 C18 1.5027(17) . ?
C10 H10 0.9500 . ?
C10 C11 1.3556(19) . ?
C11 H11 0.9500 . ?
C11 C17 1.4174(19) . ?
C12 H12 0.9500 . ?
C12 C13 1.364(2) . ?
C12 C17 1.4151(18) . ?
C13 H13 0.9500 . ?
C13 C14 1.406(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.3697(17) . ?
C15 H15 0.9500 . ?
C15 C16 1.4195(17) . ?
C16 C17 1.4226(16) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19 1.0000 . ?
C19 C20 1.5455(15) . ?
C19 C21 1.5213(15) . ?
C21 C22 1.3918(17) . ?
C21 C26 1.3954(16) . ?
C22 H22 0.9500 . ?
C22 C23 1.3870(18) . ?
C23 H23 0.9500 . ?
C23 C24 1.383(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.380(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.3896(18) . ?
C26 H26 0.9500 . ?
C27 C28 1.505(2) . ?
C27 C29 1.5153(17) . ?
C27 C30 1.5215(19) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 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
C1 N1 C8 122.48(9) . . ?
C1 N1 C19 119.79(9) . . ?
C8 N1 C19 114.72(8) . . ?
C20 N2 H2 117.2(10) . . ?
C20 N2 C27 124.59(10) . . ?
C27 N2 H2 115.0(10) . . ?
O1 C1 N1 121.84(10) . . ?
O1 C1 C2 119.79(10) . . ?
N1 C1 C2 118.30(9) . . ?
C3 C2 C1 122.26(10) . . ?
C7 C2 C1 117.83(10) . . ?
C7 C2 C3 119.43(10) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.02(11) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.20(11) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.10(11) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 C5 119.93(11) . . ?
C7 C6 H6 120.0 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.30(11) . . ?
C6 C7 H7 119.8 . . ?
C9 C8 N1 120.37(10) . . ?
C9 C8 C16 121.74(10) . . ?
C16 C8 N1 117.67(9) . . ?
C8 C9 C10 117.95(11) . . ?
C8 C9 C18 123.62(10) . . ?
C10 C9 C18 118.43(10) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 C9 122.10(11) . . ?
C11 C10 H10 119.0 . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C17 120.80(11) . . ?
C17 C11 H11 119.6 . . ?
C13 C12 H12 119.6 . . ?
C13 C12 C17 120.89(12) . . ?
C17 C12 H12 119.6 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.26(12) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.70(13) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.33(11) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C8 122.39(10) . . ?
C15 C16 C17 118.88(11) . . ?
C17 C16 C8 118.73(10) . . ?
C11 C17 C16 118.63(11) . . ?
C12 C17 C11 122.43(11) . . ?
C12 C17 C16 118.94(12) . . ?
C9 C18 H18A 109.5 . . ?
C9 C18 H18B 109.5 . . ?
C9 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 H19 105.2 . . ?
N1 C19 C20 110.27(8) . . ?
N1 C19 C21 112.06(9) . . ?
C20 C19 H19 105.2 . . ?
C21 C19 H19 105.2 . . ?
C21 C19 C20 117.80(9) . . ?
O2 C20 N2 124.76(10) . . ?
O2 C20 C19 121.23(10) . . ?
N2 C20 C19 113.88(9) . . ?
C22 C21 C19 122.75(10) . . ?
C22 C21 C26 118.70(11) . . ?
C26 C21 C19 118.40(10) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.38(12) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.41(13) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.82(12) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 120.03(13) . . ?
C26 C25 H25 120.0 . . ?
C21 C26 H26 119.7 . . ?
C25 C26 C21 120.59(12) . . ?
C25 C26 H26 119.7 . . ?
N2 C27 C28 109.45(11) . . ?
N2 C27 C29 109.77(10) . . ?
N2 C27 C30 106.56(10) . . ?
C28 C27 C29 111.84(14) . . ?
C28 C27 C30 110.07(14) . . ?
C29 C27 C30 109.00(12) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
_geom_hbond_publ_flag
N2 H2 O1 0.861(16) 2.203(16) 2.9618(13) 147.0(13) 4_575 yes

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 C2 C3 135.10(11) . . . . ?
O1 C1 C2 C7 -36.85(15) . . . . ?
N1 C1 C2 C3 -42.06(14) . . . . ?
N1 C1 C2 C7 146.00(10) . . . . ?
N1 C8 C9 C10 -172.61(10) . . . . ?
N1 C8 C9 C18 7.35(17) . . . . ?
N1 C8 C16 C15 -7.05(16) . . . . ?
N1 C8 C16 C17 173.45(9) . . . . ?
N1 C19 C20 O2 -10.39(15) . . . . ?
N1 C19 C20 N2 173.61(9) . . . . ?
N1 C19 C21 C22 -87.56(12) . . . . ?
N1 C19 C21 C26 87.99(12) . . . . ?
C1 N1 C8 C9 -62.09(14) . . . . ?
C1 N1 C8 C16 123.19(11) . . . . ?
C1 N1 C19 C20 -59.23(12) . . . . ?
C1 N1 C19 C21 74.09(12) . . . . ?
C1 C2 C3 C4 -171.58(10) . . . . ?
C1 C2 C7 C6 173.11(10) . . . . ?
C2 C3 C4 C5 -0.85(17) . . . . ?
C3 C2 C7 C6 0.93(17) . . . . ?
C3 C4 C5 C6 0.29(18) . . . . ?
C4 C5 C6 C7 0.88(19) . . . . ?
C5 C6 C7 C2 -1.50(19) . . . . ?
C7 C2 C3 C4 0.24(16) . . . . ?
C8 N1 C1 O1 150.55(10) . . . . ?
C8 N1 C1 C2 -32.36(14) . . . . ?
C8 N1 C19 C20 139.91(9) . . . . ?
C8 N1 C19 C21 -86.77(11) . . . . ?
C8 C9 C10 C11 -0.61(18) . . . . ?
C8 C16 C17 C11 -0.79(16) . . . . ?
C8 C16 C17 C12 179.41(10) . . . . ?
C9 C8 C16 C15 178.31(10) . . . . ?
C9 C8 C16 C17 -1.19(16) . . . . ?
C9 C10 C11 C17 -1.37(19) . . . . ?
C10 C11 C17 C12 -178.15(12) . . . . ?
C10 C11 C17 C16 2.05(17) . . . . ?
C12 C13 C14 C15 0.2(2) . . . . ?
C13 C12 C17 C11 -179.98(12) . . . . ?
C13 C12 C17 C16 -0.18(18) . . . . ?
C13 C14 C15 C16 -0.51(19) . . . . ?
C14 C15 C16 C8 -179.04(11) . . . . ?
C14 C15 C16 C17 0.45(17) . . . . ?
C15 C16 C17 C11 179.70(10) . . . . ?
C15 C16 C17 C12 -0.11(16) . . . . ?
C16 C8 C9 C10 1.89(16) . . . . ?
C16 C8 C9 C18 -178.15(10) . . . . ?
C17 C12 C13 C14 0.13(19) . . . . ?
C18 C9 C10 C11 179.42(11) . . . . ?
C19 N1 C1 O1 -8.78(15) . . . . ?
C19 N1 C1 C2 168.32(9) . . . . ?
C19 N1 C8 C9 98.20(12) . . . . ?
C19 N1 C8 C16 -76.52(12) . . . . ?
C19 C21 C22 C23 173.42(11) . . . . ?
C19 C21 C26 C25 -172.97(11) . . . . ?
C20 N2 C27 C28 -60.55(17) . . . . ?
C20 N2 C27 C29 62.55(16) . . . . ?
C20 N2 C27 C30 -179.55(13) . . . . ?
C20 C19 C21 C22 41.95(15) . . . . ?
C20 C19 C21 C26 -142.50(11) . . . . ?
C21 C19 C20 O2 -140.73(11) . . . . ?
C21 C19 C20 N2 43.27(14) . . . . ?
C21 C22 C23 C24 -0.3(2) . . . . ?
C22 C21 C26 C25 2.76(17) . . . . ?
C22 C23 C24 C25 2.1(2) . . . . ?
C23 C24 C25 C26 -1.4(2) . . . . ?
C24 C25 C26 C21 -1.01(19) . . . . ?
C26 C21 C22 C23 -2.12(17) . . . . ?
C27 N2 C20 O2 -7.36(19) . . . . ?
C27 N2 C20 C19 168.48(10) . . . . ?

_shelx_SHELXL_version_number     2019/1
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.261
_oxdiff_exptl_absorpt_empirical_full_min 0.761
####################################################################### 
# 
# 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_rja240028_2_fa
_database_code_depnum_ccdc_archive 'CCDC 2382979'
loop_
_audit_author_name
_audit_author_address
'Paul Waddell'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2024-09-10 deposited with the CCDC.	2024-09-16 downloaded from the CCDC.
;
_audit_creation_date             2024-09-09
_audit_creation_method           
;
Olex2 1.5-ac5-023
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H27 Br N2 O2'
_chemical_formula_sum            'C29 H27 Br N2 O2'
_chemical_formula_weight         515.43
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C29 H27 Br1 N2 O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   21.3491(3)
_cell_length_b                   9.93950(10)
_cell_length_c                   22.8671(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4852.38(11)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    11395
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      76.8780
_cell_measurement_theta_min      4.3750
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.593
_exptl_absorpt_coefficient_mu    2.535
_exptl_absorpt_correction_T_max  0.949
_exptl_absorpt_correction_T_min  0.703
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.126a (Rigaku Oxford Diffraction, 2024)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
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    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2128
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.0123
1 0 0 0.0083
0 0 -1 0.0442
0 0 1 0.0292
0 1 0 0.1191
0 -1 0 0.1091

_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0002 0.0002 0.0003 0.0009 0.0722 -0.0005
1.0002 -0.0002 -0.0003 -0.0009 -0.0722 0.0005
-0.0003 -0.0005 -1.0003 0.0659 -0.0010 -0.0140
0.0003 0.0005 1.0003 -0.0659 0.0010 0.0140
-0.0009 0.9995 -0.0018 0.0322 0.0008 0.1515
0.0009 -0.9995 0.0018 -0.0322 -0.0008 -0.1515

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            20583
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.192
_diffrn_reflns_theta_min         3.866
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     74.00 101.00   0.50    0.58    --   46.55 125.00 -90.00   54
  2  ω    132.00 178.00   0.50    2.32    --  108.12  45.00-150.00   92
  3  ω     97.00 123.00   0.50    2.32    --  108.12  45.00-150.00   52
  4  ω    -36.00  22.00   0.50    0.58    --   46.55 -19.00   0.00  116
  5  ω     18.00  51.00   0.50    2.32    --   97.16 -45.00 -60.00   66
  6  ω    -25.00   1.00   0.50    0.58    --   46.55 -16.00  97.00   52
  7  ω     31.00  56.00   0.50    2.32    --  108.12 -61.00   0.00   50
  8  ω     24.00  51.00   0.50    2.32    --   97.16 -45.00  30.00   54
  9  ω     22.00  48.00   0.50    2.32    --   97.16 -45.00 150.00   52
 10  ω    -11.00  15.00   0.50    0.58    --  -47.30  19.00 -60.00   52
 11  ω     69.00 107.00   0.50    2.32    --  108.12-111.00 -47.00   76
 12  ω     35.00  67.00   0.50    2.32    --  108.12-111.00 -47.00   64
 13  ω    -83.00 -56.00   0.50    2.32    --  -92.45 133.00 123.00   54
 14  ω   -105.00 -24.00   0.50    2.32    --  -92.45  77.00  60.00  162
 15  ω   -116.00 -79.00   0.50    2.32    --  -92.45 -16.00  97.00   74
 16  ω   -165.00-137.00   0.50    2.32    --  -92.45 -16.00  97.00   56
 17  ω   -125.00 -74.00   0.50    0.58    --  -47.30 -57.00  60.00  102
 18  ω    -58.00 -27.00   0.50    0.58    --  -47.30 -57.00  60.00   62
 19  ω    -56.00 -23.00   0.50    2.32    --  -92.45 -16.00  97.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0009528000
_diffrn_orient_matrix_UB_12      0.0320742000
_diffrn_orient_matrix_UB_13      -0.0659023000
_diffrn_orient_matrix_UB_21      -0.0721670000
_diffrn_orient_matrix_UB_22      0.0007344000
_diffrn_orient_matrix_UB_23      0.0009788000
_diffrn_orient_matrix_UB_31      0.0005613000
_diffrn_orient_matrix_UB_32      0.1516224000
_diffrn_orient_matrix_UB_33      0.0139155000
_diffrn_oxdiff_digest_frames     
;
01ad83d86606334a7d3e95cb1f9d02d34001356a9e2
;
_diffrn_oxdiff_digest_hkl        
;
01c8b555d87d75017b3f9de374ea9f52471317
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4282
_reflns_number_total             4824
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.126a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.126a 64-bit (release 11-06-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.126a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.193
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         4824
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.193
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0106P)²+8.7782P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0912
_refine_ls_wR_factor_ref         0.0930
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C18(H18)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25)
2.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_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
Br1 Br 0.58668(2) -0.02290(3) 0.59390(2) 0.03443(10) Uani 1 1 d . . . . .
O1 O 0.75670(9) 0.1590(2) 0.59224(8) 0.0345(5) Uani 1 1 d . . . . .
O2 O 0.73804(9) 0.37153(17) 0.69918(8) 0.0246(4) Uani 1 1 d . . . . .
N1 N 0.66019(10) 0.2346(2) 0.61696(9) 0.0200(4) Uani 1 1 d . . . . .
N2 N 0.75980(10) 0.1663(2) 0.73992(9) 0.0207(4) Uani 1 1 d . . . . .
H2 H 0.7525(15) 0.091(3) 0.7332(13) 0.025 Uiso 1 1 d . U . . .
C1 C 0.70791(12) 0.2159(3) 0.57818(11) 0.0238(5) Uani 1 1 d . . . . .
C2 C 0.69725(12) 0.2664(3) 0.51683(11) 0.0236(5) Uani 1 1 d . . . . .
C3 C 0.66048(13) 0.1940(3) 0.47796(12) 0.0303(6) Uani 1 1 d . . . . .
H3 H 0.641906 0.111610 0.489926 0.036 Uiso 1 1 calc R U . . .
C4 C 0.65076(14) 0.2416(3) 0.42165(12) 0.0357(7) Uani 1 1 d . . . . .
H4 H 0.626120 0.190867 0.394980 0.043 Uiso 1 1 calc R U . . .
C5 C 0.67672(14) 0.3621(3) 0.40420(13) 0.0360(7) Uani 1 1 d . . . . .
H5 H 0.669378 0.395525 0.365876 0.043 Uiso 1 1 calc R U . . .
C6 C 0.71342(16) 0.4339(3) 0.44285(13) 0.0382(7) Uani 1 1 d . . . . .
H6 H 0.731483 0.516777 0.430853 0.046 Uiso 1 1 calc R U . . .
C7 C 0.72428(15) 0.3866(3) 0.49897(12) 0.0337(7) Uani 1 1 d . . . . .
H7 H 0.750087 0.436148 0.525071 0.040 Uiso 1 1 calc R U . . .
C8 C 0.60762(12) 0.3175(3) 0.60176(10) 0.0211(5) Uani 1 1 d . . . . .
C9 C 0.61805(13) 0.4534(3) 0.60089(11) 0.0245(5) Uani 1 1 d . . . . .
H9 H 0.658308 0.487018 0.610858 0.029 Uiso 1 1 calc R U . . .
C10 C 0.57044(14) 0.5438(3) 0.58555(12) 0.0312(6) Uani 1 1 d . . . . .
H10 H 0.578951 0.637520 0.583766 0.037 Uiso 1 1 calc R U . . .
C11 C 0.51200(14) 0.4971(3) 0.57322(12) 0.0333(7) Uani 1 1 d . . . . .
H11 H 0.479575 0.559205 0.564172 0.040 Uiso 1 1 calc R U . . .
C12 C 0.43758(14) 0.3131(4) 0.55904(13) 0.0401(8) Uani 1 1 d . . . . .
H12 H 0.405765 0.377305 0.550918 0.048 Uiso 1 1 calc R U . . .
C13 C 0.42389(15) 0.1801(4) 0.55652(14) 0.0460(9) Uani 1 1 d . . . . .
H13 H 0.382649 0.151779 0.546939 0.055 Uiso 1 1 calc R U . . .
C14 C 0.47027(15) 0.0845(4) 0.56797(13) 0.0403(8) Uani 1 1 d . . . . .
H14 H 0.460541 -0.008576 0.565489 0.048 Uiso 1 1 calc R U . . .
C15 C 0.52979(13) 0.1241(3) 0.58279(11) 0.0285(6) Uani 1 1 d . . . . .
C16 C 0.54736(12) 0.2621(3) 0.58732(10) 0.0232(5) Uani 1 1 d . . . . .
C17 C 0.49876(13) 0.3580(3) 0.57364(11) 0.0294(6) Uani 1 1 d . . . . .
C18 C 0.67078(12) 0.1820(2) 0.67647(10) 0.0196(5) Uani 1 1 d . . . . .
H18 H 0.679865 0.083566 0.673231 0.024 Uiso 1 1 calc R U . . .
C19 C 0.72794(11) 0.2502(3) 0.70515(10) 0.0193(5) Uani 1 1 d . . . . .
C20 C 0.61575(12) 0.1995(2) 0.71810(10) 0.0204(5) Uani 1 1 d . . . . .
C21 C 0.59005(13) 0.0869(3) 0.74486(11) 0.0252(5) Uani 1 1 d . . . . .
H21 H 0.603201 -0.000304 0.733038 0.030 Uiso 1 1 calc R U . . .
C22 C 0.54538(13) 0.0999(3) 0.78866(12) 0.0303(6) Uani 1 1 d . . . . .
H22 H 0.528603 0.021956 0.806911 0.036 Uiso 1 1 calc R U . . .
C23 C 0.52536(13) 0.2258(3) 0.80565(12) 0.0293(6) Uani 1 1 d . . . . .
H23 H 0.495152 0.234809 0.835903 0.035 Uiso 1 1 calc R U . . .
C24 C 0.54930(13) 0.3387(3) 0.77865(12) 0.0276(6) Uani 1 1 d . . . . .
H24 H 0.534861 0.425383 0.789770 0.033 Uiso 1 1 calc R U . . .
C25 C 0.59461(13) 0.3261(3) 0.73508(11) 0.0247(5) Uani 1 1 d . . . . .
H25 H 0.611138 0.404301 0.716876 0.030 Uiso 1 1 calc R U . . .
C26 C 0.81598(12) 0.1998(3) 0.77473(11) 0.0217(5) Uani 1 1 d . . . . .
C27 C 0.82754(13) 0.0803(3) 0.81511(12) 0.0278(6) Uani 1 1 d . . . . .
H27A H 0.794698 0.076962 0.845015 0.042 Uiso 1 1 calc R U . . .
H27B H 0.868471 0.090239 0.834030 0.042 Uiso 1 1 calc R U . . .
H27C H 0.826889 -0.003073 0.792249 0.042 Uiso 1 1 calc R U . . .
C28 C 0.80455(13) 0.3245(3) 0.81235(12) 0.0273(6) Uani 1 1 d . . . . .
H28A H 0.802104 0.404186 0.787189 0.041 Uiso 1 1 calc R U . . .
H28B H 0.839116 0.335269 0.840165 0.041 Uiso 1 1 calc R U . . .
H28C H 0.765116 0.314140 0.833809 0.041 Uiso 1 1 calc R U . . .
C29 C 0.87132(13) 0.2207(3) 0.73343(13) 0.0306(6) Uani 1 1 d . . . . .
H29A H 0.879836 0.136889 0.712277 0.046 Uiso 1 1 calc R U . . .
H29B H 0.908386 0.246455 0.756086 0.046 Uiso 1 1 calc R U . . .
H29C H 0.861258 0.292069 0.705404 0.046 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C15 1.917(3) . ?
O1 C1 1.228(3) . ?
O2 C19 1.232(3) . ?
N1 C1 1.363(3) . ?
N1 C8 1.436(3) . ?
N1 C18 1.475(3) . ?
N2 H2 0.78(3) . ?
N2 C19 1.338(3) . ?
N2 C26 1.477(3) . ?
C1 C2 1.507(3) . ?
C2 C3 1.387(4) . ?
C2 C7 1.388(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.380(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.386(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.369(4) . ?
C8 C16 1.438(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.401(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.361(4) . ?
C11 H11 0.9500 . ?
C11 C17 1.411(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.355(5) . ?
C12 C17 1.420(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.397(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.373(4) . ?
C15 C16 1.426(4) . ?
C16 C17 1.443(4) . ?
C18 H18 1.0000 . ?
C18 C19 1.543(3) . ?
C18 C20 1.522(3) . ?
C20 C21 1.389(4) . ?
C20 C25 1.392(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.389(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.378(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.379(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.394(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.524(4) . ?
C26 C28 1.529(3) . ?
C26 C29 1.527(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C8 120.3(2) . . ?
C1 N1 C18 115.9(2) . . ?
C8 N1 C18 123.14(19) . . ?
C19 N2 H2 112(2) . . ?
C19 N2 C26 126.3(2) . . ?
C26 N2 H2 119(2) . . ?
O1 C1 N1 121.8(2) . . ?
O1 C1 C2 121.7(2) . . ?
N1 C1 C2 116.6(2) . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 C7 119.6(2) . . ?
C7 C2 C1 119.8(2) . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.3(3) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.5(3) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 119.6 . . ?
C5 C6 C7 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
C2 C7 H7 120.2 . . ?
C6 C7 C2 119.7(3) . . ?
C6 C7 H7 120.2 . . ?
N1 C8 C16 122.3(2) . . ?
C9 C8 N1 116.3(2) . . ?
C9 C8 C16 121.4(2) . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.2(3) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.9(3) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 119.5 . . ?
C10 C11 C17 121.1(3) . . ?
C17 C11 H11 119.5 . . ?
C13 C12 H12 119.5 . . ?
C13 C12 C17 121.0(3) . . ?
C17 C12 H12 119.5 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 Br1 113.6(2) . . ?
C14 C15 C16 122.5(3) . . ?
C16 C15 Br1 123.8(2) . . ?
C8 C16 C17 116.1(2) . . ?
C15 C16 C8 128.4(2) . . ?
C15 C16 C17 115.5(2) . . ?
C11 C17 C12 119.4(3) . . ?
C11 C17 C16 120.3(3) . . ?
C12 C17 C16 120.3(3) . . ?
N1 C18 H18 107.9 . . ?
N1 C18 C19 110.96(19) . . ?
N1 C18 C20 114.7(2) . . ?
C19 C18 H18 107.9 . . ?
C20 C18 H18 107.9 . . ?
C20 C18 C19 107.11(19) . . ?
O2 C19 N2 125.9(2) . . ?
O2 C19 C18 121.4(2) . . ?
N2 C19 C18 112.4(2) . . ?
C21 C20 C18 119.2(2) . . ?
C21 C20 C25 118.5(2) . . ?
C25 C20 C18 121.9(2) . . ?
C20 C21 H21 119.5 . . ?
C20 C21 C22 120.9(3) . . ?
C22 C21 H21 119.5 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(3) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.8(3) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.3(3) . . ?
C25 C24 H24 119.9 . . ?
C20 C25 C24 120.4(2) . . ?
C20 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
N2 C26 C27 106.4(2) . . ?
N2 C26 C28 110.9(2) . . ?
N2 C26 C29 109.0(2) . . ?
C27 C26 C28 108.5(2) . . ?
C27 C26 C29 110.8(2) . . ?
C29 C26 C28 111.2(2) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
_geom_hbond_publ_flag
N2 H2 O2 0.78(3) 2.33(3) 3.075(3) 162(3) 8_755 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C15 C16 C8 -1.6(4) . . . . ?
Br1 C15 C16 C17 176.07(18) . . . . ?
O1 C1 C2 C3 101.1(3) . . . . ?
O1 C1 C2 C7 -79.0(3) . . . . ?
N1 C1 C2 C3 -77.8(3) . . . . ?
N1 C1 C2 C7 102.1(3) . . . . ?
N1 C8 C9 C10 178.8(2) . . . . ?
N1 C8 C16 C15 -3.1(4) . . . . ?
N1 C8 C16 C17 179.3(2) . . . . ?
N1 C18 C19 O2 40.2(3) . . . . ?
N1 C18 C19 N2 -145.4(2) . . . . ?
N1 C18 C20 C21 122.6(2) . . . . ?
N1 C18 C20 C25 -64.4(3) . . . . ?
C1 N1 C8 C9 -73.4(3) . . . . ?
C1 N1 C8 C16 105.7(3) . . . . ?
C1 N1 C18 C19 60.7(3) . . . . ?
C1 N1 C18 C20 -177.8(2) . . . . ?
C1 C2 C3 C4 179.8(3) . . . . ?
C1 C2 C7 C6 -178.8(3) . . . . ?
C2 C3 C4 C5 -1.0(5) . . . . ?
C3 C2 C7 C6 1.0(4) . . . . ?
C3 C4 C5 C6 1.2(5) . . . . ?
C4 C5 C6 C7 -0.3(5) . . . . ?
C5 C6 C7 C2 -0.9(5) . . . . ?
C7 C2 C3 C4 -0.1(4) . . . . ?
C8 N1 C1 O1 171.2(2) . . . . ?
C8 N1 C1 C2 -9.9(3) . . . . ?
C8 N1 C18 C19 -110.5(2) . . . . ?
C8 N1 C18 C20 11.1(3) . . . . ?
C8 C9 C10 C11 2.3(4) . . . . ?
C8 C16 C17 C11 1.8(4) . . . . ?
C8 C16 C17 C12 -179.8(2) . . . . ?
C9 C8 C16 C15 176.0(3) . . . . ?
C9 C8 C16 C17 -1.7(4) . . . . ?
C9 C10 C11 C17 -2.2(4) . . . . ?
C10 C11 C17 C12 -178.4(3) . . . . ?
C10 C11 C17 C16 0.0(4) . . . . ?
C12 C13 C14 C15 1.1(5) . . . . ?
C13 C12 C17 C11 177.1(3) . . . . ?
C13 C12 C17 C16 -1.3(4) . . . . ?
C13 C14 C15 Br1 -177.9(2) . . . . ?
C13 C14 C15 C16 0.1(4) . . . . ?
C14 C15 C16 C8 -179.4(3) . . . . ?
C14 C15 C16 C17 -1.7(4) . . . . ?
C15 C16 C17 C11 -176.1(2) . . . . ?
C15 C16 C17 C12 2.3(4) . . . . ?
C16 C8 C9 C10 -0.3(4) . . . . ?
C17 C12 C13 C14 -0.4(5) . . . . ?
C18 N1 C1 O1 -0.2(4) . . . . ?
C18 N1 C1 C2 178.7(2) . . . . ?
C18 N1 C8 C9 97.3(3) . . . . ?
C18 N1 C8 C16 -83.6(3) . . . . ?
C18 C20 C21 C22 171.6(2) . . . . ?
C18 C20 C25 C24 -172.1(2) . . . . ?
C19 N2 C26 C27 169.8(2) . . . . ?
C19 N2 C26 C28 52.0(3) . . . . ?
C19 N2 C26 C29 -70.7(3) . . . . ?
C19 C18 C20 C21 -113.8(2) . . . . ?
C19 C18 C20 C25 59.2(3) . . . . ?
C20 C18 C19 O2 -85.7(3) . . . . ?
C20 C18 C19 N2 88.7(2) . . . . ?
C20 C21 C22 C23 0.8(4) . . . . ?
C21 C20 C25 C24 1.0(4) . . . . ?
C21 C22 C23 C24 0.7(4) . . . . ?
C22 C23 C24 C25 -1.3(4) . . . . ?
C23 C24 C25 C20 0.5(4) . . . . ?
C25 C20 C21 C22 -1.6(4) . . . . ?
C26 N2 C19 O2 -4.7(4) . . . . ?
C26 N2 C19 C18 -178.8(2) . . . . ?

_shelx_SHELXL_version_number     2019/1
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.305
_oxdiff_exptl_absorpt_empirical_full_min 0.712
####################################################################### 
# 
# 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_rja230009_fa
_database_code_depnum_ccdc_archive 'CCDC 2355698'
loop_
_audit_author_name
_audit_author_address
'Paul Waddell'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2024-05-15 deposited with the CCDC.	2024-09-16 downloaded from the CCDC.
;
_audit_creation_date             2023-07-21
_audit_creation_method           
;
Olex2 1.5-ac5-023
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H34 N2 O2'
_chemical_formula_sum            'C29 H34 N2 O2'
_chemical_formula_weight         442.58
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C29 H34 N2 O2'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.2249(3)
_cell_length_b                   12.0964(3)
_cell_length_c                   22.9051(4)
_cell_angle_alpha                85.525(2)
_cell_angle_beta                 78.490(2)
_cell_angle_gamma                68.897(3)
_cell_volume                     2589.80(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20081
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      77.7740
_cell_measurement_theta_min      1.9640
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.869
_exptl_absorpt_coefficient_mu    0.553
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.907
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
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    1.135
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             952
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0456
0 0 1 0.0496
0 0 0 0.1083
2 1 0 0.0999
-2 0 -1 0.1520
0 1 0 0.0226
0 -1 0 0.0086

_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0000 0.0000 -1.0000 -0.0019 0.0684 -0.0059
-0.0000 -0.0000 1.0000 0.0019 -0.0684 0.0059
-0.5000 -0.5000 0.5000 -0.0466 -0.0450 0.0742
1.5000 0.5000 0.5000 0.0084 -0.0078 -0.2268
-1.5000 -0.5000 -1.5000 -0.0103 0.0761 0.2209
-0.0000 1.0000 0.0000 0.1354 0.0061 0.0162
0.0000 -1.0000 -0.0000 -0.1354 -0.0061 -0.0162

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            36406
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.649
_diffrn_reflns_theta_min         1.968
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     58.00  84.00   0.50    3.00    --   48.76-149.00-111.00   52
  2  ω     76.00 121.00   0.50    3.00    --   48.76 123.00 131.00   90
  3  ω     33.00  58.00   0.50    3.00    --   48.76-123.00  51.00   50
  4  ω     64.00  89.00   0.50    3.00    --   48.76 149.00 -65.00   50
  5  ω   -122.00 -77.00   0.50    3.00    --  -49.76-123.00  51.00   90
  6  ω   -111.00 -60.00   0.50    3.00    --  -49.76 149.00 -65.00  102
  7  ω    -81.00 -56.00   0.50    3.00    --  -49.76 123.00 131.00   50
  8  ω    -83.00 -57.00   0.50    3.00    --  -49.76-149.00-111.00   52
  9  ω   -134.00-109.00   0.50    3.00    --  -92.01-149.00-111.00   50
 10  ω   -129.00 -25.00   0.50    3.00    --  -92.01 149.00 -65.00  208
 11  ω    -89.00 -64.00   0.50    3.00    --  -92.01 123.00 131.00   50
 12  ω   -135.00-110.00   0.50    3.00    --  -92.01-123.00  51.00   50
 13  ω     86.00 112.00   0.50    3.00    --   96.11 149.00 -65.00   52
 14  ω     43.00  68.00   0.50    3.00    --   96.11-123.00  51.00   50
 15  ω     97.00 122.00   0.50    3.00    --   96.11 123.00 131.00   50
 16  ω     53.00  78.00   0.50    3.00    --   96.11-149.00-111.00   50
 17  ω    102.00 127.00   0.50    3.00    --  108.00 123.00 131.00   50
 18  ω     49.00  74.00   0.50    3.00    --  108.00-123.00  51.00   50
 19  ω     59.00  84.00   0.50    3.00    --  108.00-149.00-111.00   50
 20  ω     88.00 113.00   0.50    3.00    --  108.00 149.00 -65.00   50
 21  ω    -29.00  26.00   0.50    3.00    --   48.76 -19.00 -30.00  110
 22  ω     81.00 120.00   0.50    3.00    --   48.76 125.00  30.00   78
 23  ω    -28.00  15.00   0.50    3.00    --   48.76 -19.00 -60.00   86
 24  ω    -27.00  28.00   0.50    3.00    --  -49.76  19.00-150.00  110
 25  ω    -27.00  29.00   0.50    3.00    --  -49.76  19.00 -30.00  112
 26  ω   -102.00 -28.00   0.50    3.00    --  -92.01  77.00  30.00  148
 27  ω   -167.00 -75.00   0.50    3.00    --  -92.01 -45.00-120.00  184
 28  ω    -78.00 -30.00   0.50    3.00    --  -92.01 125.00 -90.00   96
 29  ω   -162.00 -72.00   0.50    3.00    --  -92.01 -61.00 120.00  180
 30  ω    -43.00 -18.00   0.50    3.00    --  -92.01  45.00 120.00   50
 31  ω    -51.00 -14.00   0.50    3.00    --  -92.01  45.00  90.00   74
 32  ω   -149.00 -85.00   0.50    3.00    --  -92.01 -95.00   0.00  128
 33  ω     18.00  46.00   0.50    3.00    --   96.11 -45.00-180.00   56
 34  ω    108.00 134.00   0.50    3.00    --   96.11  45.00 -60.00   52
 35  ω     20.00  51.00   0.50    3.00    --   96.11 -45.00 -60.00   62
 36  ω     32.00  70.00   0.50    3.00    --   96.11 -61.00-150.00   76
 37  ω     62.00  98.00   0.50    3.00    --   96.11 -77.00  30.00   72
 38  ω   -107.00 -32.00   0.50    3.00    --  -99.00 107.00 -96.17  150
 39  ω   -125.00 -30.00   0.50    3.00    --  -99.00 143.00 102.21  190
 40  ω     39.00  95.00   0.50    3.00    --  108.00 -95.00-150.00  112
 41  ω     60.00  86.00   0.50    3.00    --  108.00 -77.00-120.00   52
 42  ω     41.00 100.00   0.50    3.00    --  108.00 -95.00  30.00  118
 43  ω     37.00  62.00   0.50    3.00    --  108.00 -61.00  90.00   50
 44  ω     93.00 177.00   0.50    3.00    --  108.00  45.00-150.00  168
 45  ω     76.00 102.00   0.50    3.00    --  108.00 -95.00  90.00   52
 46  ω     36.00  64.00   0.50    3.00    --  108.00 -61.00  60.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0402042000
_diffrn_orient_matrix_UB_12      0.1354042000
_diffrn_orient_matrix_UB_13      0.0019286000
_diffrn_orient_matrix_UB_21      0.0155606000
_diffrn_orient_matrix_UB_22      0.0061433000
_diffrn_orient_matrix_UB_23      -0.0683591000
_diffrn_orient_matrix_UB_31      -0.1585595000
_diffrn_orient_matrix_UB_32      0.0161524000
_diffrn_orient_matrix_UB_33      0.0059147000
_diffrn_oxdiff_digest_frames     
;
01db3cf9cf59dd313d49b983892f99f4d203918f667
;
_diffrn_oxdiff_digest_hkl        
;
01ae99b6a3cd089288c7a568db66282aea2ea4
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9166
_reflns_number_total             10308
_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 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       0.00118(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     614
_refine_ls_number_reflns         10308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.043
_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)+(0.0315P)²+0.6579P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0857
_refine_ls_wR_factor_ref         0.0905
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2A), C31(H31)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C12(H12), C13(H13), C14(H14),
 C15(H15), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C34(H34), C35(H35),
  C36(H36), C37(H37), C38(H38), C41(H41), C42(H42), C43(H43), C44(H44),
 C50(H50), C51(H51), C52(H52), C53(H53), C54(H54)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C27(H27A,H27B,
 H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C46(H46A,H46B,H46C), C47(H47A,
 H47B,H47C), C48(H48A,H48B,H48C), C56(H56A,H56B,H56C), C57(H57A,H57B,H57C),
 C58(H58A,H58B,H58C)
;
_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
O1 O 0.89313(8) 0.55128(7) 0.67368(3) 0.03537(18) Uani 1 1 d . . . . .
O2 O 0.61609(9) 0.51240(7) 0.61753(3) 0.03560(18) Uani 1 1 d . . . . .
O3 O 0.57282(8) 0.63784(8) 0.82500(4) 0.03834(19) Uani 1 1 d . . . . .
O4 O 0.87126(9) 0.42647(7) 0.88555(3) 0.03737(19) Uani 1 1 d . . . . .
N1 N 0.74877(9) 0.68336(7) 0.61924(4) 0.02618(18) Uani 1 1 d . . . . .
N2 N 0.58572(10) 0.50696(8) 0.71862(4) 0.02915(19) Uani 1 1 d . . . . .
H2 H 0.5908(13) 0.5418(12) 0.7504(6) 0.035 Uiso 1 1 d . U . . .
N3 N 0.71969(9) 0.67154(7) 0.87712(4) 0.02548(18) Uani 1 1 d . . . . .
N4 N 0.94776(9) 0.41656(7) 0.78478(4) 0.02730(18) Uani 1 1 d . . . . .
H4 H 0.9441(13) 0.4591(11) 0.7518(6) 0.033 Uiso 1 1 d . U . . .
C1 C 0.88102(11) 0.61220(9) 0.62791(5) 0.0282(2) Uani 1 1 d . . . . .
C2 C 0.63037(11) 0.67570(9) 0.66706(4) 0.0265(2) Uani 1 1 d . . . . .
H2A H 0.658298 0.679777 0.706041 0.032 Uiso 1 1 calc R U . . .
C3 C 0.61194(11) 0.55503(9) 0.66507(5) 0.0274(2) Uani 1 1 d . . . . .
C4 C 1.01466(11) 0.61131(9) 0.58511(5) 0.0293(2) Uani 1 1 d . . . . .
C5 C 1.02857(12) 0.63012(11) 0.52371(5) 0.0384(3) Uani 1 1 d . . . . .
H5 H 0.948590 0.645722 0.505065 0.046 Uiso 1 1 calc R U . . .
C6 C 1.15869(13) 0.62617(12) 0.48971(6) 0.0457(3) Uani 1 1 d . . . . .
H6 H 1.166942 0.639461 0.447930 0.055 Uiso 1 1 calc R U . . .
C7 C 1.27616(13) 0.60314(11) 0.51593(6) 0.0439(3) Uani 1 1 d . . . . .
H7 H 1.364432 0.601952 0.492440 0.053 Uiso 1 1 calc R U . . .
C8 C 1.26483(13) 0.58186(11) 0.57639(6) 0.0416(3) Uani 1 1 d . . . . .
H8 H 1.345776 0.564893 0.594570 0.050 Uiso 1 1 calc R U . . .
C9 C 1.13512(12) 0.58519(10) 0.61077(5) 0.0355(2) Uani 1 1 d . . . . .
H9 H 1.128457 0.569443 0.652338 0.043 Uiso 1 1 calc R U . . .
C10 C 0.72050(11) 0.75525(9) 0.56663(4) 0.0279(2) Uani 1 1 d . . . . .
C11 C 0.72861(11) 0.86871(10) 0.55885(5) 0.0313(2) Uani 1 1 d . . . . .
C12 C 0.70391(14) 0.92244(11) 0.50348(5) 0.0416(3) Uani 1 1 d . . . . .
H12 H 0.707711 0.999730 0.496209 0.050 Uiso 1 1 calc R U . . .
C13 C 0.67450(14) 0.86923(12) 0.45916(6) 0.0457(3) Uani 1 1 d . . . . .
H13 H 0.660313 0.909160 0.422283 0.055 Uiso 1 1 calc R U . . .
C14 C 0.66569(13) 0.75772(12) 0.46844(5) 0.0413(3) Uani 1 1 d . . . . .
H14 H 0.644890 0.720238 0.438346 0.050 Uiso 1 1 calc R U . . .
C15 C 0.68773(12) 0.70205(10) 0.52230(5) 0.0336(2) Uani 1 1 d . . . . .
H15 H 0.680479 0.625856 0.529438 0.040 Uiso 1 1 calc R U . . .
C16 C 0.76036(12) 0.94229(10) 0.60277(5) 0.0351(2) Uani 1 1 d . . . . .
C17 C 0.80096(13) 0.88092(10) 0.66074(5) 0.0373(3) Uani 1 1 d . . . . .
H17A H 0.724197 0.854688 0.682277 0.056 Uiso 1 1 calc R U . . .
H17B H 0.815547 0.936494 0.685464 0.056 Uiso 1 1 calc R U . . .
H17C H 0.889181 0.812167 0.651683 0.056 Uiso 1 1 calc R U . . .
C18 C 0.88584(17) 0.98025(15) 0.57188(7) 0.0581(4) Uani 1 1 d . . . . .
H18A H 0.969476 0.909727 0.558891 0.087 Uiso 1 1 calc R U . . .
H18B H 0.908277 1.025065 0.599885 0.087 Uiso 1 1 calc R U . . .
H18C H 0.859660 1.030142 0.537207 0.087 Uiso 1 1 calc R U . . .
C19 C 0.62598(16) 1.05232(11) 0.61975(7) 0.0550(4) Uani 1 1 d . . . . .
H19A H 0.602055 1.098335 0.583749 0.083 Uiso 1 1 calc R U . . .
H19B H 0.643785 1.101293 0.647185 0.083 Uiso 1 1 calc R U . . .
H19C H 0.546396 1.027506 0.639142 0.083 Uiso 1 1 calc R U . . .
C20 C 0.48812(11) 0.77439(9) 0.66640(5) 0.0294(2) Uani 1 1 d . . . . .
C21 C 0.40494(12) 0.78316(10) 0.62364(5) 0.0351(2) Uani 1 1 d . . . . .
H21 H 0.439835 0.728391 0.591706 0.042 Uiso 1 1 calc R U . . .
C22 C 0.27144(13) 0.87142(11) 0.62745(6) 0.0429(3) Uani 1 1 d . . . . .
H22 H 0.215698 0.877000 0.598013 0.051 Uiso 1 1 calc R U . . .
C23 C 0.21945(13) 0.95106(11) 0.67381(7) 0.0482(3) Uani 1 1 d . . . . .
H23 H 0.128500 1.011857 0.676104 0.058 Uiso 1 1 calc R U . . .
C24 C 0.29980(14) 0.94213(11) 0.71672(6) 0.0461(3) Uani 1 1 d . . . . .
H24 H 0.263586 0.996378 0.748895 0.055 Uiso 1 1 calc R U . . .
C25 C 0.43322(12) 0.85446(10) 0.71326(5) 0.0359(2) Uani 1 1 d . . . . .
H25 H 0.487707 0.848982 0.743158 0.043 Uiso 1 1 calc R U . . .
C26 C 0.57029(12) 0.38961(9) 0.72862(5) 0.0326(2) Uani 1 1 d . . . . .
C27 C 0.70527(13) 0.29534(10) 0.69681(6) 0.0426(3) Uani 1 1 d . . . . .
H27A H 0.707903 0.302287 0.653708 0.064 Uiso 1 1 calc R U . . .
H27B H 0.705279 0.216499 0.710425 0.064 Uiso 1 1 calc R U . . .
H27C H 0.789263 0.306732 0.705866 0.064 Uiso 1 1 calc R U . . .
C28 C 0.44025(14) 0.38934(12) 0.70569(6) 0.0462(3) Uani 1 1 d . . . . .
H28A H 0.354886 0.451878 0.725525 0.069 Uiso 1 1 calc R U . . .
H28B H 0.428978 0.312278 0.714241 0.069 Uiso 1 1 calc R U . . .
H28C H 0.453327 0.403682 0.662582 0.069 Uiso 1 1 calc R U . . .
C29 C 0.55201(15) 0.36843(11) 0.79575(6) 0.0445(3) Uani 1 1 d . . . . .
H29A H 0.636002 0.369482 0.809815 0.067 Uiso 1 1 calc R U . . .
H29B H 0.541492 0.291226 0.804918 0.067 Uiso 1 1 calc R U . . .
H29C H 0.466781 0.430946 0.815690 0.067 Uiso 1 1 calc R U . . .
C30 C 0.59013(11) 0.67412(9) 0.87073(5) 0.0291(2) Uani 1 1 d . . . . .
C31 C 0.83974(10) 0.60974(8) 0.82952(4) 0.0246(2) Uani 1 1 d . . . . .
H31 H 0.806475 0.631813 0.790606 0.030 Uiso 1 1 calc R U . . .
C32 C 0.88400(11) 0.47400(9) 0.83671(4) 0.0269(2) Uani 1 1 d . . . . .
C33 C 0.46315(12) 0.72132(10) 0.92005(5) 0.0351(3) Uani 1 1 d . . . . .
C34 C 0.45536(16) 0.66288(14) 0.97439(6) 0.0526(3) Uani 1 1 d . . . . .
H34 H 0.536429 0.599471 0.983306 0.063 Uiso 1 1 calc R U . . .
C35 C 0.3286(2) 0.69716(18) 1.01594(7) 0.0704(5) Uani 1 1 d . . . . .
H35 H 0.323098 0.655988 1.052885 0.084 Uiso 1 1 calc R U . . .
C36 C 0.21220(18) 0.78944(19) 1.00399(8) 0.0721(6) Uani 1 1 d . . . . .
H36 H 0.126326 0.812635 1.032676 0.087 Uiso 1 1 calc R U . . .
C37 C 0.21923(15) 0.84857(15) 0.95066(8) 0.0630(5) Uani 1 1 d . . . . .
H37 H 0.138441 0.913451 0.942695 0.076 Uiso 1 1 calc R U . . .
C38 C 0.34410(13) 0.81422(12) 0.90798(6) 0.0459(3) Uani 1 1 d . . . . .
H38 H 0.347645 0.854380 0.870684 0.055 Uiso 1 1 calc R U . . .
C39 C 0.74317(11) 0.72363(9) 0.92715(4) 0.0274(2) Uani 1 1 d . . . . .
C40 C 0.73510(11) 0.84158(9) 0.92764(5) 0.0284(2) Uani 1 1 d . . . . .
C41 C 0.77002(13) 0.87518(11) 0.97817(5) 0.0380(3) Uani 1 1 d . . . . .
H41 H 0.766243 0.954416 0.980316 0.046 Uiso 1 1 calc R U . . .
C42 C 0.80926(15) 0.79950(12) 1.02454(6) 0.0473(3) Uani 1 1 d . . . . .
H42 H 0.832661 0.826533 1.057538 0.057 Uiso 1 1 calc R U . . .
C43 C 0.81473(16) 0.68393(12) 1.02322(6) 0.0495(3) Uani 1 1 d . . . . .
H43 H 0.840414 0.631057 1.055354 0.059 Uiso 1 1 calc R U . . .
C44 C 0.78215(14) 0.64684(10) 0.97430(5) 0.0389(3) Uani 1 1 d . . . . .
H44 H 0.786404 0.567339 0.972767 0.047 Uiso 1 1 calc R U . . .
C45 C 0.69378(12) 0.94003(9) 0.88052(5) 0.0329(2) Uani 1 1 d . . . . .
C46 C 0.65319(13) 0.90705(10) 0.82535(5) 0.0360(2) Uani 1 1 d . . . . .
H46A H 0.733295 0.841335 0.804783 0.054 Uiso 1 1 calc R U . . .
H46B H 0.630442 0.975681 0.798485 0.054 Uiso 1 1 calc R U . . .
H46C H 0.569789 0.882985 0.837414 0.054 Uiso 1 1 calc R U . . .
C47 C 0.56356(16) 1.04339(11) 0.91028(6) 0.0504(3) Uani 1 1 d . . . . .
H47A H 0.484190 1.015389 0.925366 0.076 Uiso 1 1 calc R U . . .
H47B H 0.535373 1.106889 0.880997 0.076 Uiso 1 1 calc R U . . .
H47C H 0.588259 1.073644 0.943426 0.076 Uiso 1 1 calc R U . . .
C48 C 0.82074(16) 0.98218(13) 0.85850(6) 0.0509(3) Uani 1 1 d . . . . .
H48A H 0.843656 1.012051 0.892262 0.076 Uiso 1 1 calc R U . . .
H48B H 0.795563 1.045614 0.828914 0.076 Uiso 1 1 calc R U . . .
H48C H 0.903745 0.915690 0.840312 0.076 Uiso 1 1 calc R U . . .
C49 C 0.97454(10) 0.63852(8) 0.82519(4) 0.0256(2) Uani 1 1 d . . . . .
C50 C 1.02318(11) 0.68911(10) 0.77281(5) 0.0310(2) Uani 1 1 d . . . . .
H50 H 0.967661 0.711452 0.742292 0.037 Uiso 1 1 calc R U . . .
C51 C 1.15252(13) 0.70743(11) 0.76458(6) 0.0404(3) Uani 1 1 d . . . . .
H51 H 1.185309 0.741275 0.728375 0.048 Uiso 1 1 calc R U . . .
C52 C 1.23297(13) 0.67655(12) 0.80882(6) 0.0429(3) Uani 1 1 d . . . . .
H52 H 1.320595 0.690030 0.803434 0.051 Uiso 1 1 calc R U . . .
C53 C 1.18587(13) 0.62594(11) 0.86103(6) 0.0413(3) Uani 1 1 d . . . . .
H53 H 1.241093 0.604930 0.891654 0.050 Uiso 1 1 calc R U . . .
C54 C 1.05835(12) 0.60559(10) 0.86900(5) 0.0337(2) Uani 1 1 d . . . . .
H54 H 1.027987 0.568872 0.904669 0.040 Uiso 1 1 calc R U . . .
C55 C 1.05100(11) 0.29352(9) 0.77922(5) 0.0293(2) Uani 1 1 d . . . . .
C56 C 1.16960(13) 0.28125(11) 0.81329(6) 0.0411(3) Uani 1 1 d . . . . .
H56A H 1.213379 0.340494 0.798600 0.062 Uiso 1 1 calc R U . . .
H56B H 1.242046 0.201695 0.807265 0.062 Uiso 1 1 calc R U . . .
H56C H 1.129499 0.293679 0.855855 0.062 Uiso 1 1 calc R U . . .
C57 C 1.11259(12) 0.27459(10) 0.71288(5) 0.0349(2) Uani 1 1 d . . . . .
H57A H 1.036169 0.282293 0.691226 0.052 Uiso 1 1 calc R U . . .
H57B H 1.185315 0.195193 0.706675 0.052 Uiso 1 1 calc R U . . .
H57C H 1.155865 0.334123 0.698123 0.052 Uiso 1 1 calc R U . . .
C58 C 0.97658(13) 0.20569(10) 0.80361(6) 0.0397(3) Uani 1 1 d . . . . .
H58A H 0.932208 0.223540 0.845482 0.060 Uiso 1 1 calc R U . . .
H58B H 1.046766 0.124904 0.800499 0.060 Uiso 1 1 calc R U . . .
H58C H 0.903103 0.212339 0.780479 0.060 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2340(12) . ?
O2 C3 1.2276(13) . ?
O3 C30 1.2339(13) . ?
O4 C32 1.2225(12) . ?
N1 C1 1.3606(13) . ?
N1 C2 1.4865(12) . ?
N1 C10 1.4445(13) . ?
N2 H2 0.888(14) . ?
N2 C3 1.3356(13) . ?
N2 C26 1.4793(13) . ?
N3 C30 1.3506(13) . ?
N3 C31 1.4787(12) . ?
N3 C39 1.4490(13) . ?
N4 H4 0.879(13) . ?
N4 C32 1.3475(13) . ?
N4 C55 1.4799(13) . ?
C1 C4 1.5116(14) . ?
C2 H2A 1.0000 . ?
C2 C3 1.5427(14) . ?
C2 C20 1.5155(14) . ?
C4 C5 1.3940(15) . ?
C4 C9 1.3936(15) . ?
C5 H5 0.9500 . ?
C5 C6 1.3876(17) . ?
C6 H6 0.9500 . ?
C6 C7 1.3790(19) . ?
C7 H7 0.9500 . ?
C7 C8 1.3780(18) . ?
C8 H8 0.9500 . ?
C8 C9 1.3895(16) . ?
C9 H9 0.9500 . ?
C10 C11 1.4000(15) . ?
C10 C15 1.3965(15) . ?
C11 C12 1.4056(15) . ?
C11 C16 1.5452(16) . ?
C12 H12 0.9500 . ?
C12 C13 1.3779(18) . ?
C13 H13 0.9500 . ?
C13 C14 1.3813(18) . ?
C14 H14 0.9500 . ?
C14 C15 1.3779(16) . ?
C15 H15 0.9500 . ?
C16 C17 1.5267(16) . ?
C16 C18 1.5391(17) . ?
C16 C19 1.5367(18) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.3947(16) . ?
C20 C25 1.3911(16) . ?
C21 H21 0.9500 . ?
C21 C22 1.3887(17) . ?
C22 H22 0.9500 . ?
C22 C23 1.380(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.376(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.3857(17) . ?
C25 H25 0.9500 . ?
C26 C27 1.5269(16) . ?
C26 C28 1.5251(16) . ?
C26 C29 1.5242(16) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C33 1.5065(15) . ?
C31 H31 1.0000 . ?
C31 C32 1.5429(13) . ?
C31 C49 1.5219(13) . ?
C33 C34 1.3852(19) . ?
C33 C38 1.3863(19) . ?
C34 H34 0.9500 . ?
C34 C35 1.393(2) . ?
C35 H35 0.9500 . ?
C35 C36 1.365(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.369(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.3935(18) . ?
C38 H38 0.9500 . ?
C39 C40 1.4001(14) . ?
C39 C44 1.3916(15) . ?
C40 C41 1.4053(15) . ?
C40 C45 1.5429(15) . ?
C41 H41 0.9500 . ?
C41 C42 1.3716(18) . ?
C42 H42 0.9500 . ?
C42 C43 1.3813(19) . ?
C43 H43 0.9500 . ?
C43 C44 1.3795(17) . ?
C44 H44 0.9500 . ?
C45 C46 1.5282(16) . ?
C45 C47 1.5404(16) . ?
C45 C48 1.5411(16) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 C50 1.3883(14) . ?
C49 C54 1.3911(15) . ?
C50 H50 0.9500 . ?
C50 C51 1.3923(15) . ?
C51 H51 0.9500 . ?
C51 C52 1.3768(18) . ?
C52 H52 0.9500 . ?
C52 C53 1.3802(19) . ?
C53 H53 0.9500 . ?
C53 C54 1.3867(16) . ?
C54 H54 0.9500 . ?
C55 C56 1.5268(16) . ?
C55 C57 1.5253(15) . ?
C55 C58 1.5297(15) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 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
C1 N1 C2 114.44(8) . . ?
C1 N1 C10 124.32(8) . . ?
C10 N1 C2 121.10(8) . . ?
C3 N2 H2 118.4(8) . . ?
C3 N2 C26 124.59(9) . . ?
C26 N2 H2 116.3(8) . . ?
C30 N3 C31 115.55(8) . . ?
C30 N3 C39 123.44(8) . . ?
C39 N3 C31 121.01(8) . . ?
C32 N4 H4 117.6(8) . . ?
C32 N4 C55 124.81(9) . . ?
C55 N4 H4 116.0(8) . . ?
O1 C1 N1 119.19(9) . . ?
O1 C1 C4 118.72(9) . . ?
N1 C1 C4 121.96(9) . . ?
N1 C2 H2A 107.3 . . ?
N1 C2 C3 110.46(8) . . ?
N1 C2 C20 114.94(8) . . ?
C3 C2 H2A 107.3 . . ?
C20 C2 H2A 107.3 . . ?
C20 C2 C3 109.31(8) . . ?
O2 C3 N2 124.87(9) . . ?
O2 C3 C2 120.92(9) . . ?
N2 C3 C2 114.14(9) . . ?
C5 C4 C1 126.54(10) . . ?
C9 C4 C1 115.08(9) . . ?
C9 C4 C5 118.35(10) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.31(11) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.70(12) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.66(11) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.05(12) . . ?
C9 C8 H8 120.0 . . ?
C4 C9 H9 119.6 . . ?
C8 C9 C4 120.89(11) . . ?
C8 C9 H9 119.6 . . ?
C11 C10 N1 123.51(9) . . ?
C15 C10 N1 115.03(9) . . ?
C15 C10 C11 121.43(10) . . ?
C10 C11 C12 115.10(10) . . ?
C10 C11 C16 128.84(9) . . ?
C12 C11 C16 116.06(10) . . ?
C11 C12 H12 118.2 . . ?
C13 C12 C11 123.63(11) . . ?
C13 C12 H12 118.2 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.88(11) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 120.7 . . ?
C15 C14 C13 118.53(11) . . ?
C15 C14 H14 120.7 . . ?
C10 C15 H15 119.3 . . ?
C14 C15 C10 121.40(11) . . ?
C14 C15 H15 119.3 . . ?
C17 C16 C11 116.68(9) . . ?
C17 C16 C18 106.11(10) . . ?
C17 C16 C19 107.16(10) . . ?
C18 C16 C11 109.07(10) . . ?
C19 C16 C11 107.80(9) . . ?
C19 C16 C18 109.90(11) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C2 123.05(10) . . ?
C25 C20 C2 118.23(10) . . ?
C25 C20 C21 118.53(10) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.43(11) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.26(12) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.78(11) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.38(12) . . ?
C25 C24 H24 119.8 . . ?
C20 C25 H25 119.7 . . ?
C24 C25 C20 120.62(12) . . ?
C24 C25 H25 119.7 . . ?
N2 C26 C27 109.12(9) . . ?
N2 C26 C28 110.43(9) . . ?
N2 C26 C29 106.07(9) . . ?
C28 C26 C27 110.32(10) . . ?
C29 C26 C27 110.33(10) . . ?
C29 C26 C28 110.49(10) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O3 C30 N3 121.30(9) . . ?
O3 C30 C33 118.58(9) . . ?
N3 C30 C33 120.12(9) . . ?
N3 C31 H31 107.7 . . ?
N3 C31 C32 111.28(8) . . ?
N3 C31 C49 115.67(8) . . ?
C32 C31 H31 107.7 . . ?
C49 C31 H31 107.7 . . ?
C49 C31 C32 106.55(8) . . ?
O4 C32 N4 125.19(9) . . ?
O4 C32 C31 121.97(9) . . ?
N4 C32 C31 112.60(8) . . ?
C34 C33 C30 120.93(11) . . ?
C34 C33 C38 119.22(12) . . ?
C38 C33 C30 119.18(11) . . ?
C33 C34 H34 120.0 . . ?
C33 C34 C35 119.96(16) . . ?
C35 C34 H34 120.0 . . ?
C34 C35 H35 119.7 . . ?
C36 C35 C34 120.50(17) . . ?
C36 C35 H35 119.7 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 119.99(13) . . ?
C37 C36 H36 120.0 . . ?
C36 C37 H37 119.8 . . ?
C36 C37 C38 120.44(16) . . ?
C38 C37 H37 119.8 . . ?
C33 C38 C37 119.86(15) . . ?
C33 C38 H38 120.1 . . ?
C37 C38 H38 120.1 . . ?
C40 C39 N3 123.05(9) . . ?
C44 C39 N3 115.60(9) . . ?
C44 C39 C40 121.27(10) . . ?
C39 C40 C41 115.46(10) . . ?
C39 C40 C45 129.27(9) . . ?
C41 C40 C45 115.27(9) . . ?
C40 C41 H41 118.3 . . ?
C42 C41 C40 123.39(11) . . ?
C42 C41 H41 118.3 . . ?
C41 C42 H42 120.0 . . ?
C41 C42 C43 119.94(11) . . ?
C43 C42 H42 120.0 . . ?
C42 C43 H43 120.7 . . ?
C44 C43 C42 118.66(12) . . ?
C44 C43 H43 120.7 . . ?
C39 C44 H44 119.4 . . ?
C43 C44 C39 121.28(11) . . ?
C43 C44 H44 119.4 . . ?
C46 C45 C40 116.68(9) . . ?
C46 C45 C47 106.50(10) . . ?
C46 C45 C48 106.98(10) . . ?
C47 C45 C40 108.19(9) . . ?
C47 C45 C48 109.86(10) . . ?
C48 C45 C40 108.52(10) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C50 C49 C31 118.45(9) . . ?
C50 C49 C54 118.59(10) . . ?
C54 C49 C31 122.64(9) . . ?
C49 C50 H50 119.7 . . ?
C49 C50 C51 120.66(11) . . ?
C51 C50 H50 119.7 . . ?
C50 C51 H51 120.0 . . ?
C52 C51 C50 120.09(11) . . ?
C52 C51 H51 120.0 . . ?
C51 C52 H52 120.1 . . ?
C51 C52 C53 119.77(11) . . ?
C53 C52 H52 120.1 . . ?
C52 C53 H53 119.8 . . ?
C52 C53 C54 120.34(11) . . ?
C54 C53 H53 119.8 . . ?
C49 C54 H54 119.7 . . ?
C53 C54 C49 120.52(11) . . ?
C53 C54 H54 119.7 . . ?
N4 C55 C56 109.11(9) . . ?
N4 C55 C57 105.87(8) . . ?
N4 C55 C58 110.52(9) . . ?
C56 C55 C58 110.21(9) . . ?
C57 C55 C56 109.77(9) . . ?
C57 C55 C58 111.26(9) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C55 C57 H57A 109.5 . . ?
C55 C57 H57B 109.5 . . ?
C55 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C55 C58 H58A 109.5 . . ?
C55 C58 H58B 109.5 . . ?
C55 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 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
_geom_hbond_publ_flag
N2 H2 O3 0.888(14) 2.082(14) 2.9639(12) 172.0(12) . yes
N4 H4 O1 0.879(13) 2.088(14) 2.9510(11) 166.8(11) . yes

_shelx_SHELXL_version_number     2019/1
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.402
_oxdiff_exptl_absorpt_empirical_full_min 0.587
####################################################################### 
# 
# 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_rja230022_fa
_database_code_depnum_ccdc_archive 'CCDC 2355699'
loop_
_audit_author_name
_audit_author_address
'Paul Waddell'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2024-05-15 deposited with the CCDC.	2024-09-16 downloaded from the CCDC.
;
_audit_creation_date             2023-08-22
_audit_creation_method           
;
Olex2 1.5-ac5-023
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H29 I N2 O2'
_chemical_formula_sum            'C27 H29 I N2 O2'
_chemical_formula_weight         540.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C27 H29 I1 N2 O2'
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'
I I -0.3257 6.8362 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.4362(2)
_cell_length_b                   20.4573(3)
_cell_length_c                   20.6327(3)
_cell_angle_alpha                108.9080(10)
_cell_angle_beta                 102.9090(10)
_cell_angle_gamma                97.8830(10)
_cell_volume                     5092.84(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    45671
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      77.2310
_cell_measurement_theta_min      2.3190
_shelx_estimated_absorpt_T_max   0.539
_shelx_estimated_absorpt_T_min   0.179
_exptl_absorpt_coefficient_mu    10.069
_exptl_absorpt_correction_T_max  0.583
_exptl_absorpt_correction_T_min  0.282
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
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    1.410
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rhombohedral
_exptl_crystal_F_000             2192
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0591
0 -1 0 0.0491
0 1 -1 0.0516
0 -1 1 0.0466
-1 2 0 0.0914
-2 0 -1 0.0331
2 0 1 0.0381
0 -1 2 0.0401

_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0000 1.0000 0.0000 0.0641 0.0077 0.0501
0.0000 -1.0000 -0.0000 -0.0641 -0.0077 -0.0501
-0.0000 1.0000 -1.0000 0.0474 0.0784 0.0113
0.0000 -1.0000 1.0000 -0.0474 -0.0784 -0.0113
-1.0000 2.0000 -0.0000 0.0387 0.0682 0.1618
-2.0000 0.0000 -1.0000 -0.1957 0.1763 0.0843
2.0000 -0.0000 1.0000 0.1957 -0.1763 -0.0843
0.0000 -1.0000 2.0000 -0.0306 -0.1491 0.0274

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            95246
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.387
_diffrn_reflns_theta_min         2.344
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00 -11.00   0.50    0.23    --  -92.45  45.00-120.00   80
  2  ω    -87.00 -19.00   0.50    0.23    --  -92.45  70.00-106.00  136
  3  ω    -75.00  26.00   0.50    0.23    --  -47.35  70.00-106.00  202
  4  ω    -51.00 -11.00   0.50    0.23    --  -92.45  45.00 -30.00   80
  5  ω    -51.00 -11.00   0.50    0.23    --  -92.45  45.00   0.00   80
  6  ω    -71.00 -15.00   0.50    0.23    --  -92.45  61.00  60.00  112
  7  ω    -51.00 -11.00   0.50    0.23    --  -92.45  45.00  90.00   80
  8  ω     17.00  43.00   0.50    0.23    --   50.00  81.00  -9.28   52
  9  ω     17.00  43.00   0.50    0.23    --   54.00  88.00 148.01   52
 10  ω     14.00  41.00   0.50    0.23    --   54.00  92.00  36.66   54
 11  ω     16.00  43.00   0.50    0.23    --   54.00  89.00 -60.48   54
 12  ω     15.00  42.00   0.50    0.23    --   54.00  91.00-149.70   54
 13  ω     74.00 122.00   0.50    0.23    --   46.35 125.00-150.00   96
 14  ω     19.00 120.00   0.50    0.23    --   46.35  70.00-106.00  202
 15  ω     77.00 178.00   0.50    0.23    --   97.10  45.00-180.00  202
 16  ω     70.00 171.00   0.50    0.23    --   97.10  70.00-106.00  202
 17  ω     81.00 178.00   0.50    0.23    --  108.07  70.00-106.00  194
 18  ω     88.00 178.00   0.50    0.23    --  108.07  45.00 -60.00  180
 19  ω     16.00  51.00   0.50    0.23    --   97.10 -45.00-150.00   70
 20  ω     20.00  71.00   0.50    0.23    --   97.10 -61.00-120.00  102
 21  ω     31.00  71.00   0.50    0.23    --  108.07 -61.00 -60.00   80
 22  ω     35.00  87.00   0.50    0.23    --  108.07 -70.00 121.00  104
 23  ω     24.00  87.00   0.50    0.23    --   97.10 -70.00 121.00  126
 24  ω    -27.00  74.00   0.50    0.23    --   46.35 -70.00 121.00  202
 25  ω     21.00 112.00   0.50    0.23    --   97.10-125.00 120.00  182
 26  ω     35.00 105.00   0.50    0.23    --  108.07 -95.00 120.00  140
 27  ω     33.00 112.00   0.50    0.23    --  108.07-125.00  60.00  158
 28  ω     35.00 105.00   0.50    0.23    --  108.07 -95.00 -60.00  140
 29  ω     35.00 105.00   0.50    0.23    --  108.07 -95.00-150.00  140
 30  ω   -133.00 -31.00   0.50    0.23    --  -62.00 -77.00  61.60  204
 31  ω   -166.00 -65.00   0.50    0.23    --  -92.45 -70.00 121.00  202
 32  ω   -121.00 -20.00   0.50    0.23    --  -47.35 -70.00 121.00  202
 33  ω   -164.00 -63.00   0.50    0.23    --  -90.00 -69.00   0.68  202
 34  ω   -166.00 -83.00   0.50    0.23    --  -92.45 -95.00-150.00  166
 35  ω   -123.00 -73.00   0.50    0.23    --  -47.35-125.00-150.00  100
 36  ω   -125.00 -24.00   0.50    0.23    --  -99.00 143.00  75.37  202
 37  ω   -109.00 -24.00   0.50    0.23    --  -99.00 116.00  17.47  170
 38  ω   -127.00 -25.00   0.50    0.23    --  -99.00 146.00-147.73  204
 39  ω   -112.00 -16.00   0.50    0.23    --  -92.45 125.00-180.00  192
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0895073000
_diffrn_orient_matrix_UB_12      0.0640940000
_diffrn_orient_matrix_UB_13      0.0167319000
_diffrn_orient_matrix_UB_21      -0.0528117000
_diffrn_orient_matrix_UB_22      0.0076999000
_diffrn_orient_matrix_UB_23      -0.0707001000
_diffrn_orient_matrix_UB_31      -0.0615603000
_diffrn_orient_matrix_UB_32      0.0501399000
_diffrn_orient_matrix_UB_33      0.0387914000
_diffrn_oxdiff_digest_frames     
;
014285aae852a8b25b88e9ba2c24fcef22054000a12
;
_diffrn_oxdiff_digest_hkl        
;
013ace93c24822779af227cd17943e67c6616b
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                17317
_reflns_number_total             20504
_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 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       0.000073(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1276
_refine_ls_number_reflns         20504
_refine_ls_number_restraints     1342
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0246
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0336P)²+0.9407P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0673
_refine_ls_wR_factor_ref         0.0701
_refine_special_details          
;
Two phenyl groups in the asymmetric unit of this structure 
have been modelled as disordered over two positions. The 
occupancies of the disordered sites were refined 
independently of the atomic displacement parameters. The 
geometry was restrained using the SADI card and the 
displacement parameters of all partially-occupied non

hydrogen atoms were restrained using the SIMU card.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C71-C76B \\sim C71-C76A
 with sigma of 0.02
 C71-C72B \\sim C71-C72A
 with sigma of 0.02
 C73B-C74B \\sim C73A-C74A
 with sigma of 0.02
 C73B-C72B \\sim C73A-C72A
 with sigma of 0.02
 C73B-C75B \\sim C73A-C75A
 with sigma of 0.04
 C76B-C75B \\sim C76A-C75A
 with sigma of 0.02
 C74B-C72B \\sim C74A-C72A
 with sigma of 0.04
 C74B-C75B \\sim C74A-C75A
 with sigma of 0.02
 C76B-C74B \\sim C76A-C74A
 with sigma of 0.04
 C71-C73B \\sim C71-C73A
 with sigma of 0.04
 C71-C75B \\sim C71-C75A
 with sigma of 0.04
 C98-C12A \\sim C98-C12B
 with sigma of 0.04
 C99A-C11A \\sim C99B-C11B
 with sigma of 0.04
 C98-C13A \\sim C98-C13B
 with sigma of 0.02
 C98-C99A \\sim C98-C99B
 with sigma of 0.02
 C99A-C10A \\sim C99B-C10B
 with sigma of 0.02
 C98-C10A \\sim C98-C10B
 with sigma of 0.04
 C12A-C10A \\sim C12B-C10B
 with sigma of 0.04
 C11A-C12A \\sim C11B-C12B
 with sigma of 0.02
 C11A-C10A \\sim C11B-C10B
 with sigma of 0.02
 C12A-C13A \\sim C12B-C13B
 with sigma of 0.02
 C11A-C13A \\sim C11B-C13B
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C72B \\sim C73B \\sim C74B \\sim C75B \\sim C76B \\sim C72A \\sim C73A \\sim
C74A \\sim C75A \\sim C76A: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
C10A \\sim C11A \\sim C12A \\sim C13A \\sim C99A \\sim C10B \\sim C11B \\sim
C12B \\sim C13B \\sim C99B: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C10A(0.69693) H10J(0.69693) C11A(0.69693) H11A(0.69693)
 C12A(0.69693) H12A(0.69693) C13A(0.69693) H13A(0.69693) C72B(0.4422)
 H72B(0.4422) C73B(0.4422) H73B(0.4422) C74B(0.4422) H74B(0.4422) C75B(0.4422)
 H75B(0.4422) C76B(0.4422) H76B(0.4422) C99A(0.69693) H99A(0.69693)
 C10B(0.30307) H10K(0.30307) C11B(0.30307) H11B(0.30307) C12B(0.30307)
 H12B(0.30307) C13B(0.30307) H13B(0.30307) C72A(0.5578) H72A(0.5578)
 C73A(0.5578) H73A(0.5578) C74A(0.5578) H74A(0.5578) C75A(0.5578) H75A(0.5578)
 C76A(0.5578) H76A(0.5578) C99B(0.30307) H99B(0.30307)
6.a Ternary CH refined with riding coordinates:
 C16(H16), C43(H43), C70(H70), C97(H97)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6A), C7(H7), C10(H10), C12(H12), C18(H18),
 C19(H19), C20(H20), C21(H21), C22(H22), C30(H30), C31(H31), C32(H32), C33(H33),
  C34(H34), C37(H37), C39(H39), C45(H45), C46(H46), C47(H47), C48(H48),
 C49(H49), C57(H57), C58(H58), C59(H59), C60(H60), C61(H61), C64(H64), C66(H66),
  C84(H84), C85(H85), C86(H86), C87(H87), C88(H88), C91(H91), C93(H93),
 C10A(H10J), C11A(H11A), C12A(H12A), C13A(H13A), C72B(H72B), C73B(H73B),
 C74B(H74B), C75B(H75B), C76B(H76B), C99A(H99A), C10B(H10K), C11B(H11B),
 C12B(H12B), C13B(H13B), C72A(H72A), C73A(H73A), C74A(H74A), C75A(H75A),
 C76A(H76A), C99B(H99B)
6.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C52(H52A,
 H52B,H52C), C53(H53A,H53B,H53C), C54(H54A,H54B,H54C), C68(H68A,H68B,H68C),
 C69(H69A,H69B,H69C), C79(H79A,H79B,H79C), C80(H80A,H80B,H80C), C81(H81A,H81B,
 H81C), C95(H95A,H95B,H95C), C96(H96A,H96B,H96C), C106(H10A,H10B,H10C),
 C107(H10D,H10E,H10F), C108(H10G,H10H,H10I)
;
_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
I1 I 0.03298(2) 0.06129(2) 0.24131(2) 0.02518(4) Uani 1 1 d . . . . .
I2 I 0.46722(2) -0.05719(2) 0.26111(2) 0.02508(4) Uani 1 1 d . . . . .
I3 I 0.69655(2) 0.59860(2) 0.39203(2) 0.03065(4) Uani 1 1 d . . . . .
I4 I 0.78804(2) 0.40061(2) 0.10427(2) 0.03020(4) Uani 1 1 d . . . . .
O1 O 0.16913(10) -0.09819(7) 0.21121(7) 0.0255(3) Uani 1 1 d . . . . .
O2 O 0.22082(11) 0.03219(7) 0.47167(7) 0.0294(3) Uani 1 1 d . . . . .
O3 O 0.32927(9) 0.10032(7) 0.28888(7) 0.0255(3) Uani 1 1 d . . . . .
O4 O 0.27763(11) -0.03219(7) 0.02843(7) 0.0295(3) Uani 1 1 d . . . . .
O5 O 0.69696(11) 0.55718(7) 0.19070(8) 0.0346(3) Uani 1 1 d . . . . .
O6 O 0.40019(11) 0.41012(8) 0.22712(9) 0.0381(3) Uani 1 1 d . . . . .
O7 O 0.78024(11) 0.43974(8) 0.30217(8) 0.0350(3) Uani 1 1 d . . . . .
O8 O 1.07905(11) 0.58753(8) 0.26769(8) 0.0368(3) Uani 1 1 d . . . . .
N1 N 0.10740(11) -0.05637(8) 0.30593(7) 0.0196(3) Uani 1 1 d . . . . .
N2 N 0.24508(12) 0.10072(8) 0.40642(8) 0.0221(3) Uani 1 1 d . . . . .
H2 H 0.2591(17) 0.1013(12) 0.3706(12) 0.027 Uiso 1 1 d . U . . .
N3 N 0.39040(11) 0.05827(8) 0.19391(7) 0.0196(3) Uani 1 1 d . . . . .
N4 N 0.25618(12) -0.09977(8) 0.09498(8) 0.0221(3) Uani 1 1 d . . . . .
H4A H 0.2447(17) -0.0998(12) 0.1311(12) 0.026 Uiso 1 1 d . U . . .
N5 N 0.55116(12) 0.53831(8) 0.22559(8) 0.0247(3) Uani 1 1 d . . . . .
N6 N 0.55844(14) 0.41572(9) 0.29949(10) 0.0322(4) Uani 1 1 d . . . . .
H6 H 0.622(2) 0.4263(13) 0.3069(13) 0.039 Uiso 1 1 d . U . . .
N7 N 0.92964(12) 0.46124(8) 0.27179(8) 0.0248(3) Uani 1 1 d . . . . .
N8 N 0.92065(14) 0.58529(9) 0.19798(9) 0.0297(4) Uani 1 1 d . . . . .
H8 H 0.8585(19) 0.5741(13) 0.1912(12) 0.036 Uiso 1 1 d . U . . .
C1 C 0.09292(13) -0.09215(9) 0.23437(9) 0.0206(3) Uani 1 1 d . . . . .
C2 C -0.01518(14) -0.12746(9) 0.18402(9) 0.0228(4) Uani 1 1 d . . . . .
C3 C -0.02758(15) -0.13360(10) 0.11312(10) 0.0264(4) Uani 1 1 d . . . . .
H3 H 0.028754 -0.112407 0.100387 0.032 Uiso 1 1 calc R U . . .
C4 C -0.12110(16) -0.17022(11) 0.06147(10) 0.0318(4) Uani 1 1 d . . . . .
H4 H -0.129391 -0.173398 0.013518 0.038 Uiso 1 1 calc R U . . .
C5 C -0.20295(16) -0.20237(11) 0.07931(11) 0.0352(5) Uani 1 1 d . . . . .
H5 H -0.266784 -0.228441 0.043468 0.042 Uiso 1 1 calc R U . . .
C6 C -0.19167(16) -0.19650(12) 0.14923(11) 0.0348(5) Uani 1 1 d . . . . .
H6A H -0.247836 -0.218565 0.161470 0.042 Uiso 1 1 calc R U . . .
C7 C -0.09839(15) -0.15842(11) 0.20183(10) 0.0283(4) Uani 1 1 d . . . . .
H7 H -0.091586 -0.153558 0.250091 0.034 Uiso 1 1 calc R U . . .
C8 C 0.02436(13) -0.03023(9) 0.33265(9) 0.0201(3) Uani 1 1 d . . . . .
C9 C -0.02230(14) 0.01827(10) 0.30960(9) 0.0222(4) Uani 1 1 d . . . . .
C10 C -0.10748(14) 0.03967(10) 0.33096(10) 0.0259(4) Uani 1 1 d . . . . .
H10 H -0.139922 0.071347 0.313299 0.031 Uiso 1 1 calc R U . . .
C11 C -0.14533(14) 0.01480(11) 0.37813(10) 0.0270(4) Uani 1 1 d . . . . .
C12 C -0.09557(14) -0.03134(10) 0.40341(10) 0.0257(4) Uani 1 1 d . . . . .
H12 H -0.119431 -0.047081 0.437000 0.031 Uiso 1 1 calc R U . . .
C13 C -0.01213(14) -0.05512(9) 0.38113(9) 0.0221(4) Uani 1 1 d . . . . .
C14 C -0.23753(16) 0.03780(13) 0.40193(12) 0.0387(5) Uani 1 1 d . . . . .
H14A H -0.212836 0.083136 0.442558 0.058 Uiso 1 1 calc R U . . .
H14B H -0.272549 0.001804 0.416313 0.058 Uiso 1 1 calc R U . . .
H14C H -0.287071 0.043373 0.362385 0.058 Uiso 1 1 calc R U . . .
C15 C 0.03519(15) -0.10818(10) 0.40711(10) 0.0270(4) Uani 1 1 d . . . . .
H15A H 0.002454 -0.117057 0.442314 0.041 Uiso 1 1 calc R U . . .
H15B H 0.110763 -0.089199 0.429296 0.041 Uiso 1 1 calc R U . . .
H15C H 0.023033 -0.152702 0.366558 0.041 Uiso 1 1 calc R U . . .
C16 C 0.21959(13) -0.02542(9) 0.34845(9) 0.0201(3) Uani 1 1 d . . . . .
H16 H 0.254444 -0.006485 0.318101 0.024 Uiso 1 1 calc R U . . .
C17 C 0.27814(13) -0.07965(10) 0.36427(9) 0.0213(4) Uani 1 1 d . . . . .
C18 C 0.38210(14) -0.05563(10) 0.40648(10) 0.0258(4) Uani 1 1 d . . . . .
H18 H 0.410792 -0.006071 0.430063 0.031 Uiso 1 1 calc R U . . .
C19 C 0.44460(15) -0.10287(11) 0.41471(10) 0.0320(4) Uani 1 1 d . . . . .
H19 H 0.515473 -0.085427 0.443387 0.038 Uiso 1 1 calc R U . . .
C20 C 0.40377(16) -0.17528(11) 0.38120(11) 0.0334(5) Uani 1 1 d . . . . .
H20 H 0.446661 -0.207695 0.385869 0.040 Uiso 1 1 calc R U . . .
C21 C 0.29933(17) -0.20001(11) 0.34066(11) 0.0334(5) Uani 1 1 d . . . . .
H21 H 0.269975 -0.249602 0.318743 0.040 Uiso 1 1 calc R U . . .
C22 C 0.23767(14) -0.15247(10) 0.33205(10) 0.0268(4) Uani 1 1 d . . . . .
H22 H 0.166652 -0.170042 0.303674 0.032 Uiso 1 1 calc R U . . .
C23 C 0.22843(13) 0.03899(9) 0.41588(9) 0.0210(4) Uani 1 1 d . . . . .
C24 C 0.25042(14) 0.17139(9) 0.45892(10) 0.0240(4) Uani 1 1 d . . . . .
C25 C 0.14817(16) 0.17202(11) 0.47933(12) 0.0371(5) Uani 1 1 d . . . . .
H25A H 0.089927 0.161726 0.436598 0.056 Uiso 1 1 calc R U . . .
H25B H 0.152597 0.218849 0.514381 0.056 Uiso 1 1 calc R U . . .
H25C H 0.136265 0.135884 0.500147 0.056 Uiso 1 1 calc R U . . .
C26 C 0.34334(16) 0.18980(11) 0.52494(11) 0.0333(5) Uani 1 1 d . . . . .
H26A H 0.335640 0.153373 0.545896 0.050 Uiso 1 1 calc R U . . .
H26B H 0.345394 0.236002 0.560127 0.050 Uiso 1 1 calc R U . . .
H26C H 0.408590 0.191816 0.511151 0.050 Uiso 1 1 calc R U . . .
C27 C 0.2670(2) 0.22387(11) 0.42201(12) 0.0409(5) Uani 1 1 d . . . . .
H27A H 0.272089 0.271928 0.454903 0.061 Uiso 1 1 calc R U . . .
H27B H 0.207763 0.211503 0.379352 0.061 Uiso 1 1 calc R U . . .
H27C H 0.331992 0.221933 0.408048 0.061 Uiso 1 1 calc R U . . .
C28 C 0.40520(13) 0.09477(9) 0.26534(9) 0.0209(4) Uani 1 1 d . . . . .
C29 C 0.51324(14) 0.13094(10) 0.31501(9) 0.0228(4) Uani 1 1 d . . . . .
C30 C 0.59433(15) 0.16374(10) 0.29650(10) 0.0280(4) Uani 1 1 d . . . . .
H30 H 0.585689 0.159667 0.248269 0.034 Uiso 1 1 calc R U . . .
C31 C 0.68804(16) 0.20250(11) 0.34842(11) 0.0349(5) Uani 1 1 d . . . . .
H31 H 0.742684 0.225786 0.335855 0.042 Uiso 1 1 calc R U . . .
C32 C 0.70162(16) 0.20711(11) 0.41818(11) 0.0358(5) Uani 1 1 d . . . . .
H32 H 0.765696 0.233595 0.453551 0.043 Uiso 1 1 calc R U . . .
C33 C 0.62249(16) 0.17340(11) 0.43680(10) 0.0326(4) Uani 1 1 d . . . . .
H33 H 0.632865 0.175848 0.484683 0.039 Uiso 1 1 calc R U . . .
C34 C 0.52818(15) 0.13609(10) 0.38588(10) 0.0267(4) Uani 1 1 d . . . . .
H34 H 0.473350 0.113880 0.399124 0.032 Uiso 1 1 calc R U . . .
C35 C 0.47394(13) 0.03247(9) 0.16767(9) 0.0201(3) Uani 1 1 d . . . . .
C36 C 0.52198(14) -0.01496(9) 0.19201(9) 0.0218(4) Uani 1 1 d . . . . .
C37 C 0.60786(14) -0.03587(10) 0.17120(10) 0.0258(4) Uani 1 1 d . . . . .
H37 H 0.641250 -0.066674 0.189778 0.031 Uiso 1 1 calc R U . . .
C38 C 0.64494(14) -0.01188(10) 0.12341(10) 0.0263(4) Uani 1 1 d . . . . .
C39 C 0.59349(14) 0.03266(10) 0.09653(10) 0.0254(4) Uani 1 1 d . . . . .
H39 H 0.616463 0.047486 0.062133 0.030 Uiso 1 1 calc R U . . .
C40 C 0.50946(13) 0.05621(9) 0.11840(9) 0.0217(4) Uani 1 1 d . . . . .
C41 C 0.73818(16) -0.03402(13) 0.10066(12) 0.0380(5) Uani 1 1 d . . . . .
H41A H 0.788186 -0.038121 0.140939 0.057 Uiso 1 1 calc R U . . .
H41B H 0.772162 0.001635 0.085431 0.057 Uiso 1 1 calc R U . . .
H41C H 0.714770 -0.079954 0.060820 0.057 Uiso 1 1 calc R U . . .
C42 C 0.46081(15) 0.10792(10) 0.09088(10) 0.0272(4) Uani 1 1 d . . . . .
H42A H 0.474217 0.153389 0.130450 0.041 Uiso 1 1 calc R U . . .
H42B H 0.385010 0.088903 0.070153 0.041 Uiso 1 1 calc R U . . .
H42C H 0.491641 0.115006 0.054196 0.041 Uiso 1 1 calc R U . . .
C43 C 0.27842(13) 0.02641(9) 0.15153(9) 0.0199(3) Uani 1 1 d . . . . .
H43 H 0.244180 0.007467 0.182141 0.024 Uiso 1 1 calc R U . . .
C44 C 0.21837(14) 0.07970(10) 0.13514(9) 0.0216(4) Uani 1 1 d . . . . .
C45 C 0.25753(15) 0.15250(10) 0.16644(10) 0.0275(4) Uani 1 1 d . . . . .
H45 H 0.328780 0.170766 0.194230 0.033 Uiso 1 1 calc R U . . .
C46 C 0.19442(17) 0.19913(11) 0.15787(11) 0.0337(5) Uani 1 1 d . . . . .
H46 H 0.223050 0.248829 0.179241 0.040 Uiso 1 1 calc R U . . .
C47 C 0.08974(16) 0.17368(12) 0.11830(11) 0.0331(5) Uani 1 1 d . . . . .
H47 H 0.045903 0.205633 0.113904 0.040 Uiso 1 1 calc R U . . .
C48 C 0.05004(15) 0.10114(11) 0.08532(10) 0.0316(4) Uani 1 1 d . . . . .
H48 H -0.021044 0.083162 0.057128 0.038 Uiso 1 1 calc R U . . .
C49 C 0.11387(14) 0.05433(10) 0.09328(10) 0.0263(4) Uani 1 1 d . . . . .
H49 H 0.086043 0.004654 0.070013 0.032 Uiso 1 1 calc R U . . .
C50 C 0.27082(13) -0.03823(9) 0.08461(9) 0.0211(4) Uani 1 1 d . . . . .
C51 C 0.25229(14) -0.17058(10) 0.04323(10) 0.0245(4) Uani 1 1 d . . . . .
C52 C 0.35532(16) -0.17011(11) 0.02361(12) 0.0366(5) Uani 1 1 d . . . . .
H52A H 0.352657 -0.217082 -0.010464 0.055 Uiso 1 1 calc R U . . .
H52B H 0.413407 -0.158329 0.066827 0.055 Uiso 1 1 calc R U . . .
H52C H 0.366057 -0.134618 0.001874 0.055 Uiso 1 1 calc R U . . .
C53 C 0.2366(2) -0.22244(11) 0.08083(12) 0.0403(5) Uani 1 1 d . . . . .
H53A H 0.232656 -0.270535 0.048492 0.060 Uiso 1 1 calc R U . . .
H53B H 0.171346 -0.220941 0.094427 0.060 Uiso 1 1 calc R U . . .
H53C H 0.295731 -0.209229 0.123762 0.060 Uiso 1 1 calc R U . . .
C54 C 0.16003(16) -0.19034(11) -0.02325(11) 0.0330(5) Uani 1 1 d . . . . .
H54A H 0.167813 -0.154750 -0.045209 0.050 Uiso 1 1 calc R U . . .
H54B H 0.094507 -0.191985 -0.009789 0.050 Uiso 1 1 calc R U . . .
H54C H 0.158469 -0.236970 -0.057464 0.050 Uiso 1 1 calc R U . . .
C55 C 0.63119(15) 0.58167(10) 0.21770(10) 0.0274(4) Uani 1 1 d . . . . .
C56 C 0.63610(15) 0.65991(10) 0.24133(10) 0.0274(4) Uani 1 1 d . . . . .
C57 C 0.73305(16) 0.70592(11) 0.28177(12) 0.0324(4) Uani 1 1 d . . . . .
H57 H 0.792526 0.687206 0.293656 0.039 Uiso 1 1 calc R U . . .
C58 C 0.74305(17) 0.77864(11) 0.30466(12) 0.0359(5) Uani 1 1 d . . . . .
H58 H 0.808850 0.809612 0.333308 0.043 Uiso 1 1 calc R U . . .
C59 C 0.65779(18) 0.80629(11) 0.28598(12) 0.0386(5) Uani 1 1 d . . . . .
H59 H 0.664836 0.856215 0.301711 0.046 Uiso 1 1 calc R U . . .
C60 C 0.56197(18) 0.76115(12) 0.24431(13) 0.0417(5) Uani 1 1 d . . . . .
H60 H 0.503629 0.780170 0.230515 0.050 Uiso 1 1 calc R U . . .
C61 C 0.55080(17) 0.68828(11) 0.22261(12) 0.0360(5) Uani 1 1 d . . . . .
H61 H 0.484459 0.657583 0.194800 0.043 Uiso 1 1 calc R U . . .
C62 C 0.49199(14) 0.56756(10) 0.27387(10) 0.0244(4) Uani 1 1 d . . . . .
C63 C 0.53876(14) 0.59692(10) 0.34752(10) 0.0258(4) Uani 1 1 d . . . . .
C64 C 0.48218(15) 0.62542(10) 0.39431(11) 0.0298(4) Uani 1 1 d . . . . .
H64 H 0.515495 0.645724 0.444323 0.036 Uiso 1 1 calc R U . . .
C65 C 0.37654(16) 0.62423(10) 0.36793(11) 0.0312(4) Uani 1 1 d . . . . .
C66 C 0.33032(15) 0.59394(10) 0.29475(11) 0.0310(4) Uani 1 1 d . . . . .
H66 H 0.258313 0.592701 0.276553 0.037 Uiso 1 1 calc R U . . .
C67 C 0.38540(15) 0.56523(10) 0.24684(11) 0.0279(4) Uani 1 1 d . . . . .
C68 C 0.31407(18) 0.65382(12) 0.41826(13) 0.0420(5) Uani 1 1 d . . . . .
H68A H 0.295323 0.619865 0.440294 0.063 Uiso 1 1 calc R U . . .
H68B H 0.250076 0.662161 0.391630 0.063 Uiso 1 1 calc R U . . .
H68C H 0.356197 0.698676 0.455597 0.063 Uiso 1 1 calc R U . . .
C69 C 0.32981(15) 0.53268(12) 0.16826(11) 0.0355(5) Uani 1 1 d . . . . .
H69A H 0.360884 0.559807 0.143449 0.053 Uiso 1 1 calc R U . . .
H69B H 0.255380 0.533451 0.160528 0.053 Uiso 1 1 calc R U . . .
H69C H 0.336855 0.483519 0.149486 0.053 Uiso 1 1 calc R U . . .
C70 C 0.55598(15) 0.46206(10) 0.20536(11) 0.0278(4) Uani 1 1 d . . . . .
H70 H 0.631314 0.460679 0.221578 0.033 Uiso 1 1 calc R U . . .
C71 C 0.51626(15) 0.41842(11) 0.12566(11) 0.0332(4) Uani 1 1 d D . . . .
C77 C 0.49649(15) 0.42704(10) 0.24591(11) 0.0294(4) Uani 1 1 d . . . . .
C78 C 0.52228(19) 0.38410(13) 0.34769(13) 0.0427(5) Uani 1 1 d . . . . .
C79 C 0.4585(2) 0.42964(16) 0.38744(16) 0.0630(8) Uani 1 1 d . . . . .
H79A H 0.398107 0.433058 0.352907 0.094 Uiso 1 1 calc R U . . .
H79B H 0.502414 0.477213 0.416375 0.094 Uiso 1 1 calc R U . . .
H79C H 0.433852 0.407984 0.418648 0.094 Uiso 1 1 calc R U . . .
C80 C 0.4579(2) 0.30829(13) 0.30386(16) 0.0560(7) Uani 1 1 d . . . . .
H80A H 0.435416 0.286761 0.335814 0.084 Uiso 1 1 calc R U . . .
H80B H 0.500897 0.280241 0.278937 0.084 Uiso 1 1 calc R U . . .
H80C H 0.396081 0.309352 0.268771 0.084 Uiso 1 1 calc R U . . .
C81 C 0.6212(2) 0.38240(17) 0.39938(16) 0.0665(8) Uani 1 1 d . . . . .
H81A H 0.602194 0.358641 0.430631 0.100 Uiso 1 1 calc R U . . .
H81B H 0.661183 0.431033 0.428433 0.100 Uiso 1 1 calc R U . . .
H81C H 0.664162 0.356436 0.372398 0.100 Uiso 1 1 calc R U . . .
C82 C 0.84913(14) 0.41691(10) 0.27766(10) 0.0272(4) Uani 1 1 d . . . . .
C83 C 0.84817(15) 0.33898(10) 0.25534(10) 0.0272(4) Uani 1 1 d . . . . .
C84 C 0.93489(16) 0.31329(11) 0.27769(12) 0.0347(5) Uani 1 1 d . . . . .
H84 H 0.999164 0.345532 0.307488 0.042 Uiso 1 1 calc R U . . .
C85 C 0.92799(18) 0.24076(12) 0.25669(13) 0.0394(5) Uani 1 1 d . . . . .
H85 H 0.987101 0.223512 0.272961 0.047 Uiso 1 1 calc R U . . .
C86 C 0.83537(18) 0.19356(11) 0.21217(12) 0.0379(5) Uani 1 1 d . . . . .
H86 H 0.831293 0.143929 0.196618 0.045 Uiso 1 1 calc R U . . .
C87 C 0.74862(17) 0.21892(11) 0.19035(12) 0.0368(5) Uani 1 1 d . . . . .
H87 H 0.684772 0.186570 0.159928 0.044 Uiso 1 1 calc R U . . .
C88 C 0.75434(16) 0.29101(11) 0.21255(11) 0.0323(4) Uani 1 1 d . . . . .
H88 H 0.693804 0.307941 0.198518 0.039 Uiso 1 1 calc R U . . .
C89 C 0.99060(14) 0.43267(10) 0.22441(10) 0.0242(4) Uani 1 1 d . . . . .
C90 C 0.94563(14) 0.40328(10) 0.15037(10) 0.0252(4) Uani 1 1 d . . . . .
C91 C 1.00348(15) 0.37514(10) 0.10463(11) 0.0290(4) Uani 1 1 d . . . . .
H91 H 0.971418 0.355066 0.054460 0.035 Uiso 1 1 calc R U . . .
C92 C 1.10881(15) 0.37632(10) 0.13228(11) 0.0296(4) Uani 1 1 d . . . . .
C93 C 1.15337(15) 0.40636(10) 0.20568(11) 0.0298(4) Uani 1 1 d . . . . .
H93 H 1.225074 0.407450 0.224746 0.036 Uiso 1 1 calc R U . . .
C94 C 1.09655(14) 0.43506(10) 0.25260(10) 0.0269(4) Uani 1 1 d . . . . .
C95 C 1.17237(18) 0.34644(12) 0.08281(13) 0.0401(5) Uani 1 1 d . . . . .
H95A H 1.131127 0.301010 0.046029 0.060 Uiso 1 1 calc R U . . .
H95B H 1.236633 0.339117 0.110246 0.060 Uiso 1 1 calc R U . . .
H95C H 1.190670 0.379761 0.059997 0.060 Uiso 1 1 calc R U . . .
C96 C 1.15021(16) 0.46848(12) 0.33138(11) 0.0347(5) Uani 1 1 d . . . . .
H96A H 1.141554 0.517319 0.349419 0.052 Uiso 1 1 calc R U . . .
H96B H 1.225045 0.468745 0.340120 0.052 Uiso 1 1 calc R U . . .
H96C H 1.119092 0.441222 0.356057 0.052 Uiso 1 1 calc R U . . .
C97 C 0.92361(15) 0.53732(10) 0.29101(10) 0.0265(4) Uani 1 1 d . . . . .
H97 H 0.848111 0.538185 0.274469 0.032 Uiso 1 1 calc R U . . .
C98 C 0.96300(15) 0.58172(11) 0.37065(11) 0.0308(4) Uani 1 1 d D . . . .
C104 C 0.98286(15) 0.57198(10) 0.25026(11) 0.0284(4) Uani 1 1 d . . . . .
C105 C 0.95687(18) 0.61795(12) 0.15067(13) 0.0400(5) Uani 1 1 d . . . . .
C106 C 0.8572(2) 0.62245(16) 0.10101(15) 0.0573(7) Uani 1 1 d . . . . .
H10A H 0.816564 0.649065 0.129588 0.086 Uiso 1 1 calc R U . . .
H10B H 0.815124 0.574482 0.071503 0.086 Uiso 1 1 calc R U . . .
H10C H 0.876113 0.646686 0.070078 0.086 Uiso 1 1 calc R U . . .
C107 C 1.0247(2) 0.69265(13) 0.19541(16) 0.0527(6) Uani 1 1 d . . . . .
H10D H 1.087899 0.689526 0.227792 0.079 Uiso 1 1 calc R U . . .
H10E H 0.984825 0.720827 0.223406 0.079 Uiso 1 1 calc R U . . .
H10F H 1.044807 0.715378 0.163660 0.079 Uiso 1 1 calc R U . . .
C108 C 1.0169(2) 0.57147(16) 0.10815(16) 0.0587(7) Uani 1 1 d . . . . .
H10G H 1.039141 0.592801 0.075993 0.088 Uiso 1 1 calc R U . . .
H10H H 0.971554 0.524187 0.080007 0.088 Uiso 1 1 calc R U . . .
H10I H 1.078736 0.567457 0.141047 0.088 Uiso 1 1 calc R U . . .
C10A C 1.0164(13) 0.6985(4) 0.4625(5) 0.044(2) Uani 0.6969 1 d D U P A 1
H10J H 1.036524 0.748549 0.476220 0.052 Uiso 0.6969 1 calc R U P A 1
C11A C 1.0128(6) 0.6696(5) 0.5138(5) 0.0512(18) Uani 0.6969 1 d D U P A 1
H11A H 1.029125 0.699584 0.562598 0.061 Uiso 0.6969 1 calc R U P A 1
C12A C 0.9852(4) 0.5965(4) 0.4940(3) 0.0518(14) Uani 0.6969 1 d D U P A 1
H12A H 0.984741 0.576430 0.529484 0.062 Uiso 0.6969 1 calc R U P A 1
C13A C 0.9582(5) 0.5526(4) 0.4224(3) 0.0386(13) Uani 0.6969 1 d D U P A 1
H13A H 0.936521 0.502671 0.408819 0.046 Uiso 0.6969 1 calc R U P A 1
C72B C 0.502(2) 0.3447(5) 0.1105(7) 0.030(2) Uani 0.4422 1 d D U P B 1
H72B H 0.508891 0.326784 0.147974 0.036 Uiso 0.4422 1 calc R U P B 1
C73B C 0.4775(16) 0.2990(7) 0.0398(6) 0.035(2) Uani 0.4422 1 d D U P B 1
H73B H 0.464650 0.249101 0.028132 0.041 Uiso 0.4422 1 calc R U P B 1
C74B C 0.4720(8) 0.3266(5) -0.0133(6) 0.045(2) Uani 0.4422 1 d D U P B 1
H74B H 0.457034 0.295676 -0.061656 0.054 Uiso 0.4422 1 calc R U P B 1
C75B C 0.4879(8) 0.3986(5) 0.0033(5) 0.059(2) Uani 0.4422 1 d D U P B 1
H75B H 0.480216 0.416882 -0.033922 0.071 Uiso 0.4422 1 calc R U P B 1
C76B C 0.5152(7) 0.4450(5) 0.0739(5) 0.042(2) Uani 0.4422 1 d D U P B 1
H76B H 0.532919 0.494842 0.085506 0.050 Uiso 0.4422 1 calc R U P B 1
C99A C 0.9909(16) 0.6552(3) 0.3909(5) 0.034(2) Uani 0.6969 1 d D U P A 1
H99A H 0.992482 0.675583 0.355690 0.040 Uiso 0.6969 1 calc R U P A 1
C10B C 1.017(3) 0.6976(10) 0.4691(11) 0.045(5) Uani 0.3031 1 d D U P A 2
H10K H 1.026389 0.747620 0.483959 0.054 Uiso 0.3031 1 calc R U P A 2
C11B C 1.0397(14) 0.6664(9) 0.5188(10) 0.045(4) Uani 0.3031 1 d D U P A 2
H11B H 1.065188 0.694494 0.568380 0.054 Uiso 0.3031 1 calc R U P A 2
C12B C 1.0248(11) 0.5937(8) 0.4954(7) 0.059(4) Uani 0.3031 1 d D U P A 2
H12B H 1.036962 0.571332 0.529378 0.070 Uiso 0.3031 1 calc R U P A 2
C13B C 0.9922(11) 0.5525(8) 0.4229(7) 0.042(3) Uani 0.3031 1 d D U P A 2
H13B H 0.989580 0.503057 0.408250 0.051 Uiso 0.3031 1 calc R U P A 2
C72A C 0.5085(16) 0.3460(5) 0.0978(6) 0.037(2) Uani 0.5578 1 d D U P B 2
H72A H 0.525852 0.322292 0.129994 0.045 Uiso 0.5578 1 calc R U P B 2
C73A C 0.4765(12) 0.3065(5) 0.0250(5) 0.042(2) Uani 0.5578 1 d D U P B 2
H73A H 0.475907 0.257318 0.008637 0.050 Uiso 0.5578 1 calc R U P B 2
C74A C 0.4456(6) 0.3376(4) -0.0238(5) 0.0458(18) Uani 0.5578 1 d D U P B 2
H74A H 0.422478 0.310138 -0.073565 0.055 Uiso 0.5578 1 calc R U P B 2
C75A C 0.4487(5) 0.4096(4) 0.0009(3) 0.0457(15) Uani 0.5578 1 d D U P B 2
H75A H 0.428766 0.431902 -0.032346 0.055 Uiso 0.5578 1 calc R U P B 2
C76A C 0.4808(5) 0.4498(4) 0.0742(3) 0.0355(14) Uani 0.5578 1 d D U P B 2
H76A H 0.479275 0.498671 0.090219 0.043 Uiso 0.5578 1 calc R U P B 2
C99B C 0.981(4) 0.6552(7) 0.3972(13) 0.033(4) Uani 0.3031 1 d D U P A 2
H99B H 0.967210 0.678008 0.363747 0.039 Uiso 0.3031 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C9 2.0985(18) . ?
I2 C36 2.1009(18) . ?
I3 C63 2.1045(18) . ?
I4 C90 2.1037(18) . ?
O1 C1 1.228(2) . ?
O2 C23 1.228(2) . ?
O3 C28 1.228(2) . ?
O4 C50 1.227(2) . ?
O5 C55 1.226(2) . ?
O6 C77 1.229(2) . ?
O7 C82 1.227(2) . ?
O8 C104 1.227(2) . ?
N1 C1 1.373(2) . ?
N1 C8 1.443(2) . ?
N1 C16 1.493(2) . ?
N2 H2 0.81(2) . ?
N2 C23 1.336(2) . ?
N2 C24 1.480(2) . ?
N3 C28 1.373(2) . ?
N3 C35 1.442(2) . ?
N3 C43 1.492(2) . ?
N4 H4A 0.80(2) . ?
N4 C50 1.340(2) . ?
N4 C51 1.481(2) . ?
N5 C55 1.371(3) . ?
N5 C62 1.442(2) . ?
N5 C70 1.493(2) . ?
N6 H6 0.82(2) . ?
N6 C77 1.333(3) . ?
N6 C78 1.480(3) . ?
N7 C82 1.367(3) . ?
N7 C89 1.445(2) . ?
N7 C97 1.495(2) . ?
N8 H8 0.80(2) . ?
N8 C104 1.337(3) . ?
N8 C105 1.477(3) . ?
C1 C2 1.504(2) . ?
C2 C3 1.396(3) . ?
C2 C7 1.388(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.380(3) . ?
C6 H6A 0.9500 . ?
C6 C7 1.390(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.395(2) . ?
C8 C13 1.407(3) . ?
C9 C10 1.390(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(3) . ?
C11 C12 1.395(3) . ?
C11 C14 1.510(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.393(2) . ?
C13 C15 1.511(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16 1.0000 . ?
C16 C17 1.522(2) . ?
C16 C23 1.543(2) . ?
C17 C18 1.393(2) . ?
C17 C22 1.390(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.390(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.385(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.390(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.390(3) . ?
C22 H22 0.9500 . ?
C24 C25 1.525(3) . ?
C24 C26 1.528(3) . ?
C24 C27 1.524(3) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.501(2) . ?
C29 C30 1.391(3) . ?
C29 C34 1.397(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.391(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.380(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.381(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.383(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.398(2) . ?
C35 C40 1.404(3) . ?
C36 C37 1.391(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.388(3) . ?
C38 C39 1.395(3) . ?
C38 C41 1.508(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.395(2) . ?
C40 C42 1.510(3) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43 1.0000 . ?
C43 C44 1.521(2) . ?
C43 C50 1.543(2) . ?
C44 C45 1.386(3) . ?
C44 C49 1.398(2) . ?
C45 H45 0.9500 . ?
C45 C46 1.387(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.388(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.384(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.394(3) . ?
C49 H49 0.9500 . ?
C51 C52 1.526(3) . ?
C51 C53 1.522(3) . ?
C51 C54 1.525(3) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 C56 1.502(3) . ?
C56 C57 1.396(3) . ?
C56 C61 1.389(3) . ?
C57 H57 0.9500 . ?
C57 C58 1.384(3) . ?
C58 H58 0.9500 . ?
C58 C59 1.379(3) . ?
C59 H59 0.9500 . ?
C59 C60 1.384(3) . ?
C60 H60 0.9500 . ?
C60 C61 1.386(3) . ?
C61 H61 0.9500 . ?
C62 C63 1.394(3) . ?
C62 C67 1.404(3) . ?
C63 C64 1.391(3) . ?
C64 H64 0.9500 . ?
C64 C65 1.396(3) . ?
C65 C66 1.385(3) . ?
C65 C68 1.507(3) . ?
C66 H66 0.9500 . ?
C66 C67 1.393(3) . ?
C67 C69 1.501(3) . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C70 H70 1.0000 . ?
C70 C71 1.521(3) . ?
C70 C77 1.544(3) . ?
C71 C72B 1.413(10) . ?
C71 C76B 1.345(9) . ?
C71 C72A 1.383(9) . ?
C71 C76A 1.438(7) . ?
C78 C79 1.521(4) . ?
C78 C80 1.531(3) . ?
C78 C81 1.520(4) . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
C80 H80A 0.9800 . ?
C80 H80B 0.9800 . ?
C80 H80C 0.9800 . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C81 H81C 0.9800 . ?
C82 C83 1.507(3) . ?
C83 C84 1.390(3) . ?
C83 C88 1.391(3) . ?
C84 H84 0.9500 . ?
C84 C85 1.388(3) . ?
C85 H85 0.9500 . ?
C85 C86 1.382(3) . ?
C86 H86 0.9500 . ?
C86 C87 1.383(3) . ?
C87 H87 0.9500 . ?
C87 C88 1.380(3) . ?
C88 H88 0.9500 . ?
C89 C90 1.397(3) . ?
C89 C94 1.400(2) . ?
C90 C91 1.387(3) . ?
C91 H91 0.9500 . ?
C91 C92 1.396(3) . ?
C92 C93 1.386(3) . ?
C92 C95 1.508(3) . ?
C93 H93 0.9500 . ?
C93 C94 1.396(3) . ?
C94 C96 1.500(3) . ?
C95 H95A 0.9800 . ?
C95 H95B 0.9800 . ?
C95 H95C 0.9800 . ?
C96 H96A 0.9800 . ?
C96 H96B 0.9800 . ?
C96 H96C 0.9800 . ?
C97 H97 1.0000 . ?
C97 C98 1.522(3) . ?
C97 C104 1.541(3) . ?
C98 C13A 1.390(6) . ?
C98 C99A 1.394(7) . ?
C98 C13B 1.402(11) . ?
C98 C99B 1.388(14) . ?
C105 C106 1.527(3) . ?
C105 C107 1.532(3) . ?
C105 C108 1.520(3) . ?
C106 H10A 0.9800 . ?
C106 H10B 0.9800 . ?
C106 H10C 0.9800 . ?
C107 H10D 0.9800 . ?
C107 H10E 0.9800 . ?
C107 H10F 0.9800 . ?
C108 H10G 0.9800 . ?
C108 H10H 0.9800 . ?
C108 H10I 0.9800 . ?
C10A H10J 0.9500 . ?
C10A C11A 1.376(9) . ?
C10A C99A 1.389(7) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.387(7) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.390(6) . ?
C13A H13A 0.9500 . ?
C72B H72B 0.9500 . ?
C72B C73B 1.388(10) . ?
C73B H73B 0.9500 . ?
C73B C74B 1.380(11) . ?
C74B H74B 0.9500 . ?
C74B C75B 1.373(10) . ?
C75B H75B 0.9500 . ?
C75B C76B 1.388(9) . ?
C76B H76B 0.9500 . ?
C99A H99A 0.9500 . ?
C10B H10K 0.9500 . ?
C10B C11B 1.374(15) . ?
C10B C99B 1.386(14) . ?
C11B H11B 0.9500 . ?
C11B C12B 1.377(13) . ?
C12B H12B 0.9500 . ?
C12B C13B 1.389(12) . ?
C13B H13B 0.9500 . ?
C72A H72A 0.9500 . ?
C72A C73A 1.387(9) . ?
C73A H73A 0.9500 . ?
C73A C74A 1.375(9) . ?
C74A H74A 0.9500 . ?
C74A C75A 1.386(8) . ?
C75A H75A 0.9500 . ?
C75A C76A 1.398(7) . ?
C76A H76A 0.9500 . ?
C99B H99B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C8 121.78(14) . . ?
C1 N1 C16 114.11(13) . . ?
C8 N1 C16 120.86(13) . . ?
C23 N2 H2 118.7(16) . . ?
C23 N2 C24 126.30(16) . . ?
C24 N2 H2 114.8(16) . . ?
C28 N3 C35 121.41(14) . . ?
C28 N3 C43 114.38(13) . . ?
C35 N3 C43 120.94(13) . . ?
C50 N4 H4A 118.6(16) . . ?
C50 N4 C51 126.43(16) . . ?
C51 N4 H4A 114.9(17) . . ?
C55 N5 C62 120.40(15) . . ?
C55 N5 C70 115.57(15) . . ?
C62 N5 C70 120.10(15) . . ?
C77 N6 H6 118.9(18) . . ?
C77 N6 C78 125.47(19) . . ?
C78 N6 H6 115.7(18) . . ?
C82 N7 C89 119.82(15) . . ?
C82 N7 C97 116.18(15) . . ?
C89 N7 C97 119.61(15) . . ?
C104 N8 H8 117.6(18) . . ?
C104 N8 C105 125.31(18) . . ?
C105 N8 H8 117.1(17) . . ?
O1 C1 N1 119.92(16) . . ?
O1 C1 C2 119.01(15) . . ?
N1 C1 C2 121.00(15) . . ?
C3 C2 C1 115.76(16) . . ?
C7 C2 C1 124.94(17) . . ?
C7 C2 C3 119.09(17) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.41(18) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.17(19) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 119.91(19) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6A 119.9 . . ?
C5 C6 C7 120.2(2) . . ?
C7 C6 H6A 119.9 . . ?
C2 C7 C6 120.17(19) . . ?
C2 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C9 C8 N1 120.74(16) . . ?
C9 C8 C13 119.36(16) . . ?
C13 C8 N1 119.88(15) . . ?
C8 C9 I1 121.33(13) . . ?
C10 C9 I1 117.59(13) . . ?
C10 C9 C8 121.07(17) . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.18(17) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 C12 118.50(16) . . ?
C10 C11 C14 120.72(18) . . ?
C12 C11 C14 120.78(18) . . ?
C11 C12 H12 118.8 . . ?
C13 C12 C11 122.31(18) . . ?
C13 C12 H12 118.8 . . ?
C8 C13 C15 121.32(15) . . ?
C12 C13 C8 118.49(17) . . ?
C12 C13 C15 120.17(17) . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 H16 106.3 . . ?
N1 C16 C17 113.75(14) . . ?
N1 C16 C23 110.30(13) . . ?
C17 C16 H16 106.3 . . ?
C17 C16 C23 113.36(14) . . ?
C23 C16 H16 106.3 . . ?
C18 C17 C16 118.25(16) . . ?
C22 C17 C16 123.30(15) . . ?
C22 C17 C18 117.99(16) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.20(18) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.15(18) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 120.4 . . ?
C19 C20 C21 119.25(18) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.25(19) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 H22 119.4 . . ?
C21 C22 C17 121.11(18) . . ?
C21 C22 H22 119.4 . . ?
O2 C23 N2 125.11(17) . . ?
O2 C23 C16 121.83(16) . . ?
N2 C23 C16 113.07(15) . . ?
N2 C24 C25 110.02(15) . . ?
N2 C24 C26 109.74(15) . . ?
N2 C24 C27 106.12(15) . . ?
C25 C24 C26 110.72(17) . . ?
C27 C24 C25 110.41(17) . . ?
C27 C24 C26 109.73(17) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O3 C28 N3 119.96(16) . . ?
O3 C28 C29 119.09(15) . . ?
N3 C28 C29 120.89(15) . . ?
C30 C29 C28 124.59(17) . . ?
C30 C29 C34 119.16(17) . . ?
C34 C29 C28 116.04(16) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 C29 120.16(19) . . ?
C31 C30 H30 119.9 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 120.0(2) . . ?
C32 C31 H31 120.0 . . ?
C31 C32 H32 119.9 . . ?
C31 C32 C33 120.29(19) . . ?
C33 C32 H32 119.9 . . ?
C32 C33 H33 119.9 . . ?
C32 C33 C34 120.12(19) . . ?
C34 C33 H33 119.9 . . ?
C29 C34 H34 119.9 . . ?
C33 C34 C29 120.24(19) . . ?
C33 C34 H34 119.9 . . ?
C36 C35 N3 120.69(16) . . ?
C36 C35 C40 119.25(16) . . ?
C40 C35 N3 120.04(15) . . ?
C35 C36 I2 121.26(13) . . ?
C37 C36 I2 117.69(13) . . ?
C37 C36 C35 121.05(17) . . ?
C36 C37 H37 119.9 . . ?
C38 C37 C36 120.25(17) . . ?
C38 C37 H37 119.9 . . ?
C37 C38 C39 118.46(16) . . ?
C37 C38 C41 120.71(18) . . ?
C39 C38 C41 120.83(18) . . ?
C38 C39 H39 118.9 . . ?
C38 C39 C40 122.28(18) . . ?
C40 C39 H39 118.9 . . ?
C35 C40 C42 121.35(15) . . ?
C39 C40 C35 118.58(17) . . ?
C39 C40 C42 120.04(17) . . ?
C38 C41 H41A 109.5 . . ?
C38 C41 H41B 109.5 . . ?
C38 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N3 C43 H43 106.2 . . ?
N3 C43 C44 113.86(14) . . ?
N3 C43 C50 110.07(13) . . ?
C44 C43 H43 106.2 . . ?
C44 C43 C50 113.52(14) . . ?
C50 C43 H43 106.2 . . ?
C45 C44 C43 123.32(16) . . ?
C45 C44 C49 118.19(16) . . ?
C49 C44 C43 118.01(16) . . ?
C44 C45 H45 119.4 . . ?
C44 C45 C46 121.10(18) . . ?
C46 C45 H45 119.4 . . ?
C45 C46 H46 119.8 . . ?
C45 C46 C47 120.5(2) . . ?
C47 C46 H46 119.8 . . ?
C46 C47 H47 120.4 . . ?
C48 C47 C46 119.14(18) . . ?
C48 C47 H47 120.4 . . ?
C47 C48 H48 119.8 . . ?
C47 C48 C49 120.31(18) . . ?
C49 C48 H48 119.8 . . ?
C44 C49 H49 119.6 . . ?
C48 C49 C44 120.73(18) . . ?
C48 C49 H49 119.6 . . ?
O4 C50 N4 124.85(16) . . ?
O4 C50 C43 122.12(16) . . ?
N4 C50 C43 113.02(15) . . ?
N4 C51 C52 109.64(15) . . ?
N4 C51 C53 106.13(15) . . ?
N4 C51 C54 109.94(15) . . ?
C53 C51 C52 110.53(17) . . ?
C53 C51 C54 109.79(17) . . ?
C54 C51 C52 110.71(17) . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C51 C53 H53A 109.5 . . ?
C51 C53 H53B 109.5 . . ?
C51 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C51 C54 H54A 109.5 . . ?
C51 C54 H54B 109.5 . . ?
C51 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
O5 C55 N5 120.88(18) . . ?
O5 C55 C56 120.15(18) . . ?
N5 C55 C56 118.95(16) . . ?
C57 C56 C55 117.55(17) . . ?
C61 C56 C55 123.48(18) . . ?
C61 C56 C57 118.92(18) . . ?
C56 C57 H57 119.8 . . ?
C58 C57 C56 120.40(19) . . ?
C58 C57 H57 119.8 . . ?
C57 C58 H58 119.9 . . ?
C59 C58 C57 120.2(2) . . ?
C59 C58 H58 119.9 . . ?
C58 C59 H59 120.1 . . ?
C58 C59 C60 119.9(2) . . ?
C60 C59 H59 120.1 . . ?
C59 C60 H60 119.9 . . ?
C59 C60 C61 120.2(2) . . ?
C61 C60 H60 119.9 . . ?
C56 C61 H61 119.8 . . ?
C60 C61 C56 120.3(2) . . ?
C60 C61 H61 119.8 . . ?
C63 C62 N5 120.77(16) . . ?
C63 C62 C67 119.29(17) . . ?
C67 C62 N5 119.92(16) . . ?
C62 C63 I3 121.36(13) . . ?
C64 C63 I3 117.61(14) . . ?
C64 C63 C62 121.02(17) . . ?
C63 C64 H64 119.9 . . ?
C63 C64 C65 120.13(18) . . ?
C65 C64 H64 119.9 . . ?
C64 C65 C68 120.54(19) . . ?
C66 C65 C64 118.42(18) . . ?
C66 C65 C68 121.03(19) . . ?
C65 C66 H66 118.8 . . ?
C65 C66 C67 122.50(18) . . ?
C67 C66 H66 118.8 . . ?
C62 C67 C69 121.87(17) . . ?
C66 C67 C62 118.62(18) . . ?
C66 C67 C69 119.51(17) . . ?
C65 C68 H68A 109.5 . . ?
C65 C68 H68B 109.5 . . ?
C65 C68 H68C 109.5 . . ?
H68A C68 H68B 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C67 C69 H69A 109.5 . . ?
C67 C69 H69B 109.5 . . ?
C67 C69 H69C 109.5 . . ?
H69A C69 H69B 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
N5 C70 H70 107.2 . . ?
N5 C70 C71 115.02(17) . . ?
N5 C70 C77 110.08(15) . . ?
C71 C70 H70 107.2 . . ?
C71 C70 C77 109.77(16) . . ?
C77 C70 H70 107.2 . . ?
C72B C71 C70 112.7(6) . . ?
C76B C71 C70 124.7(5) . . ?
C76B C71 C72B 121.3(7) . . ?
C72A C71 C70 122.8(5) . . ?
C72A C71 C76A 115.4(6) . . ?
C76A C71 C70 121.7(3) . . ?
O6 C77 N6 125.1(2) . . ?
O6 C77 C70 120.72(19) . . ?
N6 C77 C70 114.20(17) . . ?
N6 C78 C79 109.9(2) . . ?
N6 C78 C80 109.3(2) . . ?
N6 C78 C81 105.7(2) . . ?
C79 C78 C80 111.3(2) . . ?
C81 C78 C79 110.9(2) . . ?
C81 C78 C80 109.6(2) . . ?
C78 C79 H79A 109.5 . . ?
C78 C79 H79B 109.5 . . ?
C78 C79 H79C 109.5 . . ?
H79A C79 H79B 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
C78 C80 H80A 109.5 . . ?
C78 C80 H80B 109.5 . . ?
C78 C80 H80C 109.5 . . ?
H80A C80 H80B 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
C78 C81 H81A 109.5 . . ?
C78 C81 H81B 109.5 . . ?
C78 C81 H81C 109.5 . . ?
H81A C81 H81B 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
O7 C82 N7 121.28(17) . . ?
O7 C82 C83 120.21(18) . . ?
N7 C82 C83 118.48(16) . . ?
C84 C83 C82 123.16(18) . . ?
C84 C83 C88 119.05(18) . . ?
C88 C83 C82 117.74(17) . . ?
C83 C84 H84 119.9 . . ?
C85 C84 C83 120.3(2) . . ?
C85 C84 H84 119.9 . . ?
C84 C85 H85 119.9 . . ?
C86 C85 C84 120.2(2) . . ?
C86 C85 H85 119.9 . . ?
C85 C86 H86 120.2 . . ?
C85 C86 C87 119.7(2) . . ?
C87 C86 H86 120.2 . . ?
C86 C87 H87 119.8 . . ?
C88 C87 C86 120.4(2) . . ?
C88 C87 H87 119.8 . . ?
C83 C88 H88 119.8 . . ?
C87 C88 C83 120.40(19) . . ?
C87 C88 H88 119.8 . . ?
C90 C89 N7 120.91(16) . . ?
C90 C89 C94 119.21(17) . . ?
C94 C89 N7 119.88(16) . . ?
C89 C90 I4 121.20(13) . . ?
C91 C90 I4 117.63(14) . . ?
C91 C90 C89 121.18(17) . . ?
C90 C91 H91 120.0 . . ?
C90 C91 C92 120.05(18) . . ?
C92 C91 H91 120.0 . . ?
C91 C92 C95 120.30(19) . . ?
C93 C92 C91 118.53(17) . . ?
C93 C92 C95 121.16(18) . . ?
C92 C93 H93 118.9 . . ?
C92 C93 C94 122.30(18) . . ?
C94 C93 H93 118.9 . . ?
C89 C94 C96 121.64(17) . . ?
C93 C94 C89 118.72(18) . . ?
C93 C94 C96 119.63(17) . . ?
C92 C95 H95A 109.5 . . ?
C92 C95 H95B 109.5 . . ?
C92 C95 H95C 109.5 . . ?
H95A C95 H95B 109.5 . . ?
H95A C95 H95C 109.5 . . ?
H95B C95 H95C 109.5 . . ?
C94 C96 H96A 109.5 . . ?
C94 C96 H96B 109.5 . . ?
C94 C96 H96C 109.5 . . ?
H96A C96 H96B 109.5 . . ?
H96A C96 H96C 109.5 . . ?
H96B C96 H96C 109.5 . . ?
N7 C97 H97 107.3 . . ?
N7 C97 C98 114.86(16) . . ?
N7 C97 C104 110.08(15) . . ?
C98 C97 H97 107.3 . . ?
C98 C97 C104 109.68(16) . . ?
C104 C97 H97 107.3 . . ?
C13A C98 C97 122.3(3) . . ?
C13A C98 C99A 119.5(6) . . ?
C99A C98 C97 117.6(5) . . ?
C13B C98 C97 122.9(6) . . ?
C99B C98 C97 122.6(11) . . ?
C99B C98 C13B 114.3(14) . . ?
O8 C104 N8 124.8(2) . . ?
O8 C104 C97 121.02(18) . . ?
N8 C104 C97 114.16(17) . . ?
N8 C105 C106 105.35(19) . . ?
N8 C105 C107 109.6(2) . . ?
N8 C105 C108 109.88(19) . . ?
C106 C105 C107 109.8(2) . . ?
C108 C105 C106 110.7(2) . . ?
C108 C105 C107 111.3(2) . . ?
C105 C106 H10A 109.5 . . ?
C105 C106 H10B 109.5 . . ?
C105 C106 H10C 109.5 . . ?
H10A C106 H10B 109.5 . . ?
H10A C106 H10C 109.5 . . ?
H10B C106 H10C 109.5 . . ?
C105 C107 H10D 109.5 . . ?
C105 C107 H10E 109.5 . . ?
C105 C107 H10F 109.5 . . ?
H10D C107 H10E 109.5 . . ?
H10D C107 H10F 109.5 . . ?
H10E C107 H10F 109.5 . . ?
C105 C108 H10G 109.5 . . ?
C105 C108 H10H 109.5 . . ?
C105 C108 H10I 109.5 . . ?
H10G C108 H10H 109.5 . . ?
H10G C108 H10I 109.5 . . ?
H10H C108 H10I 109.5 . . ?
C11A C10A H10J 119.7 . . ?
C11A C10A C99A 120.5(7) . . ?
C99A C10A H10J 119.7 . . ?
C10A C11A H11A 120.1 . . ?
C10A C11A C12A 119.8(6) . . ?
C12A C11A H11A 120.1 . . ?
C11A C12A H12A 119.9 . . ?
C11A C12A C13A 120.3(6) . . ?
C13A C12A H12A 119.9 . . ?
C98 C13A C12A 119.9(6) . . ?
C98 C13A H13A 120.0 . . ?
C12A C13A H13A 120.0 . . ?
C71 C72B H72B 120.6 . . ?
C73B C72B C71 118.8(10) . . ?
C73B C72B H72B 120.6 . . ?
C72B C73B H73B 120.3 . . ?
C74B C73B C72B 119.4(11) . . ?
C74B C73B H73B 120.3 . . ?
C73B C74B H74B 119.8 . . ?
C75B C74B C73B 120.4(9) . . ?
C75B C74B H74B 119.8 . . ?
C74B C75B H75B 119.6 . . ?
C74B C75B C76B 120.8(9) . . ?
C76B C75B H75B 119.6 . . ?
C71 C76B C75B 119.0(8) . . ?
C71 C76B H76B 120.5 . . ?
C75B C76B H76B 120.5 . . ?
C98 C99A H99A 120.0 . . ?
C10A C99A C98 119.9(8) . . ?
C10A C99A H99A 120.0 . . ?
C11B C10B H10K 120.4 . . ?
C11B C10B C99B 119.3(17) . . ?
C99B C10B H10K 120.4 . . ?
C10B C11B H11B 120.6 . . ?
C10B C11B C12B 118.8(14) . . ?
C12B C11B H11B 120.6 . . ?
C11B C12B H12B 119.5 . . ?
C11B C12B C13B 120.9(13) . . ?
C13B C12B H12B 119.5 . . ?
C98 C13B H13B 119.0 . . ?
C12B C13B C98 122.0(12) . . ?
C12B C13B H13B 119.0 . . ?
C71 C72A H72A 118.5 . . ?
C71 C72A C73A 123.0(9) . . ?
C73A C72A H72A 118.5 . . ?
C72A C73A H73A 119.6 . . ?
C74A C73A C72A 120.8(8) . . ?
C74A C73A H73A 119.6 . . ?
C73A C74A H74A 120.5 . . ?
C73A C74A C75A 118.9(7) . . ?
C75A C74A H74A 120.5 . . ?
C74A C75A H75A 119.7 . . ?
C74A C75A C76A 120.6(7) . . ?
C76A C75A H75A 119.7 . . ?
C71 C76A H76A 119.5 . . ?
C75A C76A C71 121.0(6) . . ?
C75A C76A H76A 119.5 . . ?
C98 C99B H99B 117.8 . . ?
C10B C99B C98 124.4(19) . . ?
C10B C99B H99B 117.8 . . ?

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
_geom_hbond_publ_flag
N2 H2 O3 0.81(2) 2.10(2) 2.894(2) 167(2) . yes
N4 H4A O1 0.80(2) 2.12(2) 2.887(2) 163(2) . yes
N6 H6 O7 0.82(2) 2.13(3) 2.938(2) 168(2) . yes
N8 H8 O5 0.80(2) 2.15(2) 2.942(2) 170(2) . yes

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
I1 C9 C10 C11 -177.82(14) . . . . ?
I2 C36 C37 C38 177.47(14) . . . . ?
I3 C63 C64 C65 -178.48(15) . . . . ?
I4 C90 C91 C92 179.20(14) . . . . ?
O1 C1 C2 C3 -30.9(2) . . . . ?
O1 C1 C2 C7 143.81(19) . . . . ?
O3 C28 C29 C30 -142.11(19) . . . . ?
O3 C28 C29 C34 32.5(2) . . . . ?
O5 C55 C56 C57 -47.2(3) . . . . ?
O5 C55 C56 C61 130.0(2) . . . . ?
O7 C82 C83 C84 -129.4(2) . . . . ?
O7 C82 C83 C88 48.1(3) . . . . ?
N1 C1 C2 C3 152.19(17) . . . . ?
N1 C1 C2 C7 -33.1(3) . . . . ?
N1 C8 C9 I1 -4.6(2) . . . . ?
N1 C8 C9 C10 175.16(16) . . . . ?
N1 C8 C13 C12 -177.11(16) . . . . ?
N1 C8 C13 C15 1.0(3) . . . . ?
N1 C16 C17 C18 -177.08(15) . . . . ?
N1 C16 C17 C22 10.8(2) . . . . ?
N1 C16 C23 O2 86.3(2) . . . . ?
N1 C16 C23 N2 -93.89(17) . . . . ?
N3 C28 C29 C30 35.3(3) . . . . ?
N3 C28 C29 C34 -150.14(17) . . . . ?
N3 C35 C36 I2 5.0(2) . . . . ?
N3 C35 C36 C37 -175.01(16) . . . . ?
N3 C35 C40 C39 177.17(16) . . . . ?
N3 C35 C40 C42 -0.9(3) . . . . ?
N3 C43 C44 C45 -10.5(2) . . . . ?
N3 C43 C44 C49 177.58(15) . . . . ?
N3 C43 C50 O4 -86.6(2) . . . . ?
N3 C43 C50 N4 93.51(17) . . . . ?
N5 C55 C56 C57 134.0(2) . . . . ?
N5 C55 C56 C61 -48.7(3) . . . . ?
N5 C62 C63 I3 -1.0(3) . . . . ?
N5 C62 C63 C64 179.79(17) . . . . ?
N5 C62 C67 C66 -179.96(17) . . . . ?
N5 C62 C67 C69 0.2(3) . . . . ?
N5 C70 C71 C72B -167.6(11) . . . . ?
N5 C70 C71 C76B 25.7(5) . . . . ?
N5 C70 C71 C72A -175.6(10) . . . . ?
N5 C70 C71 C76A 2.3(4) . . . . ?
N5 C70 C77 O6 76.9(2) . . . . ?
N5 C70 C77 N6 -105.06(18) . . . . ?
N7 C82 C83 C84 48.8(3) . . . . ?
N7 C82 C83 C88 -133.8(2) . . . . ?
N7 C89 C90 I4 1.0(2) . . . . ?
N7 C89 C90 C91 -179.38(17) . . . . ?
N7 C89 C94 C93 179.29(17) . . . . ?
N7 C89 C94 C96 -1.6(3) . . . . ?
N7 C97 C98 C13A -28.9(4) . . . . ?
N7 C97 C98 C99A 160.1(10) . . . . ?
N7 C97 C98 C13B -6.6(7) . . . . ?
N7 C97 C98 C99B 168(2) . . . . ?
N7 C97 C104 O8 -74.5(2) . . . . ?
N7 C97 C104 N8 107.96(18) . . . . ?
C1 N1 C8 C9 -59.4(2) . . . . ?
C1 N1 C8 C13 118.93(19) . . . . ?
C1 N1 C16 C17 -77.07(19) . . . . ?
C1 N1 C16 C23 154.27(15) . . . . ?
C1 C2 C3 C4 174.69(17) . . . . ?
C1 C2 C7 C6 -172.85(18) . . . . ?
C2 C3 C4 C5 -1.2(3) . . . . ?
C3 C2 C7 C6 1.7(3) . . . . ?
C3 C4 C5 C6 1.4(3) . . . . ?
C4 C5 C6 C7 0.0(3) . . . . ?
C5 C6 C7 C2 -1.5(3) . . . . ?
C7 C2 C3 C4 -0.3(3) . . . . ?
C8 N1 C1 O1 161.95(17) . . . . ?
C8 N1 C1 C2 -21.1(2) . . . . ?
C8 N1 C16 C17 122.97(17) . . . . ?
C8 N1 C16 C23 -5.7(2) . . . . ?
C8 C9 C10 C11 2.4(3) . . . . ?
C9 C8 C13 C12 1.3(3) . . . . ?
C9 C8 C13 C15 179.42(16) . . . . ?
C9 C10 C11 C12 0.4(3) . . . . ?
C9 C10 C11 C14 179.80(19) . . . . ?
C10 C11 C12 C13 -2.3(3) . . . . ?
C11 C12 C13 C8 1.5(3) . . . . ?
C11 C12 C13 C15 -176.68(17) . . . . ?
C13 C8 C9 I1 177.00(13) . . . . ?
C13 C8 C9 C10 -3.2(3) . . . . ?
C14 C11 C12 C13 178.25(19) . . . . ?
C16 N1 C1 O1 2.2(2) . . . . ?
C16 N1 C1 C2 179.12(15) . . . . ?
C16 N1 C8 C9 99.0(2) . . . . ?
C16 N1 C8 C13 -82.7(2) . . . . ?
C16 C17 C18 C19 -170.80(17) . . . . ?
C16 C17 C22 C21 171.10(18) . . . . ?
C17 C16 C23 O2 -42.6(2) . . . . ?
C17 C16 C23 N2 137.25(16) . . . . ?
C17 C18 C19 C20 -0.5(3) . . . . ?
C18 C17 C22 C21 -1.0(3) . . . . ?
C18 C19 C20 C21 -1.4(3) . . . . ?
C19 C20 C21 C22 2.0(3) . . . . ?
C20 C21 C22 C17 -0.9(3) . . . . ?
C22 C17 C18 C19 1.7(3) . . . . ?
C23 N2 C24 C25 -58.7(2) . . . . ?
C23 N2 C24 C26 63.4(2) . . . . ?
C23 N2 C24 C27 -178.15(18) . . . . ?
C23 C16 C17 C18 -50.0(2) . . . . ?
C23 C16 C17 C22 137.90(18) . . . . ?
C24 N2 C23 O2 -4.3(3) . . . . ?
C24 N2 C23 C16 175.85(15) . . . . ?
C28 N3 C35 C36 59.2(2) . . . . ?
C28 N3 C35 C40 -119.37(19) . . . . ?
C28 N3 C43 C44 76.76(19) . . . . ?
C28 N3 C43 C50 -154.47(15) . . . . ?
C28 C29 C30 C31 172.94(18) . . . . ?
C28 C29 C34 C33 -174.87(17) . . . . ?
C29 C30 C31 C32 1.5(3) . . . . ?
C30 C29 C34 C33 0.0(3) . . . . ?
C30 C31 C32 C33 0.0(3) . . . . ?
C31 C32 C33 C34 -1.4(3) . . . . ?
C32 C33 C34 C29 1.4(3) . . . . ?
C34 C29 C30 C31 -1.5(3) . . . . ?
C35 N3 C28 O3 -161.37(17) . . . . ?
C35 N3 C28 C29 21.3(2) . . . . ?
C35 N3 C43 C44 -123.41(17) . . . . ?
C35 N3 C43 C50 5.4(2) . . . . ?
C35 C36 C37 C38 -2.5(3) . . . . ?
C36 C35 C40 C39 -1.4(3) . . . . ?
C36 C35 C40 C42 -179.50(16) . . . . ?
C36 C37 C38 C39 -0.7(3) . . . . ?
C36 C37 C38 C41 179.81(18) . . . . ?
C37 C38 C39 C40 2.9(3) . . . . ?
C38 C39 C40 C35 -1.8(3) . . . . ?
C38 C39 C40 C42 176.31(17) . . . . ?
C40 C35 C36 I2 -176.43(13) . . . . ?
C40 C35 C36 C37 3.5(3) . . . . ?
C41 C38 C39 C40 -177.63(18) . . . . ?
C43 N3 C28 O3 -1.6(2) . . . . ?
C43 N3 C28 C29 -179.00(15) . . . . ?
C43 N3 C35 C36 -99.2(2) . . . . ?
C43 N3 C35 C40 82.2(2) . . . . ?
C43 C44 C45 C46 -170.53(18) . . . . ?
C43 C44 C49 C48 170.22(17) . . . . ?
C44 C43 C50 O4 42.4(2) . . . . ?
C44 C43 C50 N4 -137.53(16) . . . . ?
C44 C45 C46 C47 0.9(3) . . . . ?
C45 C44 C49 C48 -2.1(3) . . . . ?
C45 C46 C47 C48 -2.3(3) . . . . ?
C46 C47 C48 C49 1.6(3) . . . . ?
C47 C48 C49 C44 0.7(3) . . . . ?
C49 C44 C45 C46 1.3(3) . . . . ?
C50 N4 C51 C52 59.4(2) . . . . ?
C50 N4 C51 C53 178.77(17) . . . . ?
C50 N4 C51 C54 -62.6(2) . . . . ?
C50 C43 C44 C45 -137.53(18) . . . . ?
C50 C43 C44 C49 50.6(2) . . . . ?
C51 N4 C50 O4 4.2(3) . . . . ?
C51 N4 C50 C43 -175.94(15) . . . . ?
C55 N5 C62 C63 -67.4(2) . . . . ?
C55 N5 C62 C67 114.0(2) . . . . ?
C55 N5 C70 C71 -80.5(2) . . . . ?
C55 N5 C70 C77 154.86(16) . . . . ?
C55 C56 C57 C58 179.40(19) . . . . ?
C55 C56 C61 C60 -177.7(2) . . . . ?
C56 C57 C58 C59 -1.8(3) . . . . ?
C57 C56 C61 C60 -0.5(3) . . . . ?
C57 C58 C59 C60 0.1(3) . . . . ?
C58 C59 C60 C61 1.5(4) . . . . ?
C59 C60 C61 C56 -1.2(4) . . . . ?
C61 C56 C57 C58 2.0(3) . . . . ?
C62 N5 C55 O5 162.91(18) . . . . ?
C62 N5 C55 C56 -18.3(3) . . . . ?
C62 N5 C70 C71 121.67(18) . . . . ?
C62 N5 C70 C77 -2.9(2) . . . . ?
C62 C63 C64 C65 0.7(3) . . . . ?
C63 C62 C67 C66 1.4(3) . . . . ?
C63 C62 C67 C69 -178.43(19) . . . . ?
C63 C64 C65 C66 0.3(3) . . . . ?
C63 C64 C65 C68 178.94(19) . . . . ?
C64 C65 C66 C67 -0.4(3) . . . . ?
C65 C66 C67 C62 -0.4(3) . . . . ?
C65 C66 C67 C69 179.44(19) . . . . ?
C67 C62 C63 I3 177.60(14) . . . . ?
C67 C62 C63 C64 -1.6(3) . . . . ?
C68 C65 C66 C67 -179.1(2) . . . . ?
C70 N5 C55 O5 5.2(3) . . . . ?
C70 N5 C55 C56 -176.06(16) . . . . ?
C70 N5 C62 C63 89.3(2) . . . . ?
C70 N5 C62 C67 -89.3(2) . . . . ?
C70 C71 C72B C73B -172.7(15) . . . . ?
C70 C71 C76B C75B 172.9(6) . . . . ?
C70 C71 C72A C73A -177.2(11) . . . . ?
C70 C71 C76A C75A 177.3(4) . . . . ?
C71 C70 C77 O6 -50.7(2) . . . . ?
C71 C70 C77 N6 127.36(18) . . . . ?
C71 C72B C73B C74B 3(3) . . . . ?
C71 C72A C73A C74A -3(2) . . . . ?
C77 N6 C78 C79 -60.3(3) . . . . ?
C77 N6 C78 C80 62.2(3) . . . . ?
C77 N6 C78 C81 -180.0(2) . . . . ?
C77 C70 C71 C72B -42.8(12) . . . . ?
C77 C70 C71 C76B 150.5(4) . . . . ?
C77 C70 C71 C72A -50.8(10) . . . . ?
C77 C70 C71 C76A 127.1(3) . . . . ?
C78 N6 C77 O6 -3.1(3) . . . . ?
C78 N6 C77 C70 178.95(18) . . . . ?
C82 N7 C89 C90 66.8(2) . . . . ?
C82 N7 C89 C94 -114.0(2) . . . . ?
C82 N7 C97 C98 82.6(2) . . . . ?
C82 N7 C97 C104 -153.07(16) . . . . ?
C82 C83 C84 C85 178.3(2) . . . . ?
C82 C83 C88 C87 179.96(19) . . . . ?
C83 C84 C85 C86 1.3(3) . . . . ?
C84 C83 C88 C87 -2.5(3) . . . . ?
C84 C85 C86 C87 -1.9(3) . . . . ?
C85 C86 C87 C88 0.3(3) . . . . ?
C86 C87 C88 C83 1.9(3) . . . . ?
C88 C83 C84 C85 0.9(3) . . . . ?
C89 N7 C82 O7 -161.39(18) . . . . ?
C89 N7 C82 C83 20.4(3) . . . . ?
C89 N7 C97 C98 -120.97(18) . . . . ?
C89 N7 C97 C104 3.4(2) . . . . ?
C89 C90 C91 C92 -0.5(3) . . . . ?
C90 C89 C94 C93 -1.5(3) . . . . ?
C90 C89 C94 C96 177.60(19) . . . . ?
C90 C91 C92 C93 -0.4(3) . . . . ?
C90 C91 C92 C95 -179.44(19) . . . . ?
C91 C92 C93 C94 0.2(3) . . . . ?
C92 C93 C94 C89 0.7(3) . . . . ?
C92 C93 C94 C96 -178.42(19) . . . . ?
C94 C89 C90 I4 -178.25(14) . . . . ?
C94 C89 C90 C91 1.4(3) . . . . ?
C95 C92 C93 C94 179.31(19) . . . . ?
C97 N7 C82 O7 -5.0(3) . . . . ?
C97 N7 C82 C83 176.86(16) . . . . ?
C97 N7 C89 C90 -88.8(2) . . . . ?
C97 N7 C89 C94 90.4(2) . . . . ?
C97 C98 C13A C12A -173.4(4) . . . . ?
C97 C98 C99A C10A 173.0(13) . . . . ?
C97 C98 C13B C12B -177.9(10) . . . . ?
C97 C98 C99B C10B -180(3) . . . . ?
C98 C97 C104 O8 52.8(2) . . . . ?
C98 C97 C104 N8 -124.74(18) . . . . ?
C104 N8 C105 C106 -179.5(2) . . . . ?
C104 N8 C105 C107 -61.4(3) . . . . ?
C104 N8 C105 C108 61.3(3) . . . . ?
C104 C97 C98 C13A -153.4(3) . . . . ?
C104 C97 C98 C99A 35.6(10) . . . . ?
C104 C97 C98 C13B -131.2(7) . . . . ?
C104 C97 C98 C99B 44(2) . . . . ?
C105 N8 C104 O8 2.7(3) . . . . ?
C105 N8 C104 C97 -179.83(18) . . . . ?
C10A C11A C12A C13A -1.9(12) . . . . ?
C11A C10A C99A C98 -1(2) . . . . ?
C11A C12A C13A C98 2.6(8) . . . . ?
C13A C98 C99A C10A 2(2) . . . . ?
C72B C71 C76B C75B 7.3(16) . . . . ?
C72B C73B C74B C75B -2(2) . . . . ?
C73B C74B C75B C76B 3.4(17) . . . . ?
C74B C75B C76B C71 -6.2(13) . . . . ?
C76B C71 C72B C73B -6(2) . . . . ?
C99A C98 C13A C12A -2.5(12) . . . . ?
C99A C10A C11A C12A 1.1(19) . . . . ?
C10B C11B C12B C13B 3(3) . . . . ?
C11B C10B C99B C98 1(6) . . . . ?
C11B C12B C13B C98 -7(2) . . . . ?
C13B C98 C99B C10B -4(5) . . . . ?
C72A C71 C76A C75A -4.6(11) . . . . ?
C72A C73A C74A C75A 1.2(17) . . . . ?
C73A C74A C75A C76A -1.2(12) . . . . ?
C74A C75A C76A C71 3.0(9) . . . . ?
C76A C71 C72A C73A 4.8(19) . . . . ?
C99B C98 C13B C12B 7(3) . . . . ?
C99B C10B C11B C12B 0(5) . . . . ?

_shelx_SHELXL_version_number     2019/1
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.308
_oxdiff_exptl_absorpt_empirical_full_min 0.747
