# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_202410332_auto
_database_code_depnum_ccdc_archive 'CCDC 2401362'
loop_
_audit_author_name
_audit_author_address
gao
;Chengdu Organic Institute
China
;
_audit_update_record             
;
2024-11-08 deposited with the CCDC.	2025-03-19 downloaded from the CCDC.
;
_audit_creation_date             2024-10-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H27 N3 O3'
_chemical_formula_sum            'C28 H27 N3 O3'
_chemical_formula_weight         453.52
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C28H31O2N2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.54932(14)
_cell_length_b                   10.64007(18)
_cell_length_c                   21.4433(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2406.91(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13212
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.9520
_cell_measurement_theta_min      4.1190
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.896
_exptl_absorpt_coefficient_mu    0.659
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93379
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
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    1.252
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            29186
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.983
_diffrn_reflns_theta_min         4.123
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     18.00  43.00   1.00    1.00    --    0.00  37.00 -30.00   25
  2  ω     11.00  36.00   1.00    1.60    --  -33.50  77.00 120.00   25
  3  ω    -53.00 -20.00   1.00    1.60    --  -33.50  37.00  90.00   33
  4  ω    -60.00 -15.00   1.00    1.60    --  -33.50  77.00 120.00   45
  5  ω    -91.00 -23.00   1.00    1.60    --  -33.50 -57.00-150.00   68
  6  ω      9.00  35.00   1.00    1.60    --   36.47  74.00 127.70   26
  7  ω      0.00  25.00   1.00    1.60    --   36.47  91.00-178.96   25
  8  ω      8.00  33.00   1.00    1.60    --   36.47 -99.00-180.00   25
  9  ω     19.00 103.00   1.00    1.60    --   36.47  57.00   0.00   84
 10  ω     12.00  38.00   1.00    1.60    --   36.47  76.00 166.42   26
 11  ω      4.00  37.00   1.00    1.60    --   36.47  85.00 -73.14   33
 12  ω     71.00  97.00   1.00    1.60    --   36.47  37.00  60.00   26
 13  ω      3.00  29.00   1.00    1.60    --   36.47  91.00  28.14   26
 14  ω     45.00  72.00   1.00    1.60    --   36.47 -99.00 -90.00   27
 15  ω     21.00  53.00   1.00    1.60    --   36.47  57.00  60.00   32
 16  ω      3.00  34.00   1.00    1.60    --   36.47  89.00-152.43   31
 17  ω     61.00 101.00   1.00    1.60    --   36.47 178.00-120.00   40
 18  ω      0.00  25.00   1.00    1.60    --   36.47  91.00 109.22   25
 19  ω     38.00  77.00   1.00    1.60    --   36.47  57.00 -60.00   39
 20  ω     61.00 110.00   1.00    1.60    --   36.47 178.00  60.00   49
 21  ω     20.00  47.00   1.00    1.60    --   36.47  37.00  60.00   27
 22  ω     15.00  40.00   1.00    1.60    --   36.47  37.00-120.00   25
 23  ω     14.00  40.00   1.00    1.60    --   36.47 -99.00 -90.00   26
 24  ω     64.00  90.00   1.00    1.60    --   36.47  57.00 150.00   26
 25  ω     64.00 107.00   1.00    1.60    --   36.47 178.00 -30.00   43
 26  ω      7.00  36.00   1.00    1.60    --   36.47  80.00-107.20   29
 27  ω     88.00 121.00   1.00    9.50    --  108.00  61.00  30.00   33
 28  ω     44.00  71.00   1.00    9.50    --  108.00 -94.00 120.00   27
 29  ω     41.00  72.00   1.00    9.50    --  108.00 -94.00  30.00   31
 30  ω    139.00 176.00   1.00    9.50    --  108.00  61.00  30.00   37
 31  ω    149.00 174.00   1.00    9.50    --  108.00  61.00 150.00   25
 32  ω     82.00 158.00   1.00    9.50    --  108.00  30.00 120.00   76
 33  ω    143.00 178.00   1.00    9.50    --  108.00  45.00  60.00   35
 34  ω     88.00 115.00   1.00    9.50    --  108.00  61.00 150.00   27
 35  ω     84.00 111.00   1.00    9.50    --  108.00  30.00 150.00   27
 36  ω     88.00 114.00   1.00    9.50    --  108.00  61.00  60.00   26
 37  ω    117.00 170.00   1.00    9.50    --  108.00  30.00  90.00   53
 38  ω     88.00 114.00   1.00    9.50    --  108.00  45.00 120.00   26
 39  ω     89.00 137.00   1.00    9.50    --  108.00  45.00  60.00   48
 40  ω    138.00 177.00   1.00    9.50    --  108.00  -3.00-151.89   39
 41  ω    106.00 132.00   1.00    9.50    --  108.00 -77.00-180.00   26
 42  ω     84.00 110.00   1.00    9.50    --  108.00  30.00  60.00   26
 43  ω     74.00 100.00   1.00    9.50    --  108.00-111.00 120.00   26
 44  ω     40.00  75.00   1.00    9.50    --  108.00 -77.00-180.00   35
 45  ω    113.00 139.00   1.00    9.50    --  108.00  30.00  60.00   26
 46  ω     83.00 111.00   1.00    9.50    --  108.00  30.00  90.00   28
 47  ω    108.00 147.00   1.00    9.50    --  108.00 111.00   0.00   39
 48  ω     89.00 115.00   1.00    9.50    --  108.00  45.00-180.00   26
 49  ω    115.00 159.00   1.00    9.50    --  108.00  45.00 -60.00   44
 50  ω     39.00  65.00   1.00    9.50    --  108.00 -94.00-120.00   26
 51  ω     41.00  90.00   1.00    9.50    --  108.00 -94.00 150.00   49
 52  ω    153.00 178.00   1.00    9.50    --  108.00  30.00-180.00   25
 53  ω     38.00  80.00   1.00    9.50    --  108.00 -94.00 -60.00   42
 54  ω     83.00 116.00   1.00    9.50    --  108.00  30.00-180.00   33
 55  ω    142.00 173.00   1.00    9.50    --  108.00  77.00 120.00   31
 56  ω    132.00 168.00   1.00    9.50    --  108.00  45.00 150.00   36
 57  ω     41.00  85.00   1.00    9.50    --  108.00-111.00 -60.00   44
 58  ω     76.00 107.00   1.00    9.50    --  108.00 -94.00  30.00   31
 59  ω     88.00 177.00   1.00    9.50    --  108.00  45.00 -30.00   89
 60  ω     48.00  74.00   1.00    9.50    --  108.00-111.00  30.00   26
 61  ω     84.00 109.00   1.00    9.50    --  108.00-111.00  30.00   25
 62  ω    106.00 170.00   1.00    9.50    --  108.00 111.00-150.00   64
 63  ω     49.00  99.00   1.00    9.50    --  108.00 -30.00   0.00   50
 64  ω     89.00 114.00   1.00    9.50    --  108.00  61.00  90.00   25
 65  ω     88.00 114.00   1.00    9.50    --  108.00  45.00 150.00   26
 66  ω     89.00 114.00   1.00    9.50    --  108.00  30.00  30.00   25
 67  ω    100.00 126.00   1.00    9.50    --  108.00 -61.00 -60.00   26
 68  ω     65.00  91.00   1.00    9.50    --  108.00 -61.00 -60.00   26
 69  ω     88.00 113.00   1.00    9.50    --  108.00  45.00  90.00   25
 70  ω     88.00 114.00   1.00    9.50    --  108.00  61.00 120.00   26
 71  ω    125.00 173.00   1.00    9.50    --  108.00  77.00 -90.00   48
 72  ω     42.00  73.00   1.00    9.50    --  108.00 -94.00  90.00   31
 73  ω     83.00 109.00   1.00    9.50    --  108.00-111.00 -30.00   26
 74  ω    101.00 133.00   1.00    9.50    --  108.00  77.00 120.00   32
 75  ω     89.00 115.00   1.00    9.50    --  108.00  45.00  30.00   26
 76  ω     82.00 107.00   1.00    9.50    --  108.00 -94.00-180.00   25
 77  ω     61.00  87.00   1.00    9.50    --  108.00 -61.00 -90.00   26
 78  ω     47.00  73.00   1.00    9.50    --  108.00  -3.00-151.89   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1295130000
_diffrn_orient_matrix_UB_12      0.0098762000
_diffrn_orient_matrix_UB_13      -0.0328420000
_diffrn_orient_matrix_UB_21      0.0656140000
_diffrn_orient_matrix_UB_22      -0.0517844000
_diffrn_orient_matrix_UB_23      0.0587988000
_diffrn_orient_matrix_UB_31      -0.0157303000
_diffrn_orient_matrix_UB_32      -0.1348595000
_diffrn_orient_matrix_UB_33      -0.0249987000
_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         0.755
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                4353
_reflns_number_total             4624
_reflns_odcompleteness_completeness 87.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     80.95
_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 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 1782 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4624
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0432
_refine_ls_restrained_S_all      1.036
_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)+(0.0802P)²+0.2059P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1173
_refine_ls_wR_factor_ref         0.1209
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C13(H13), C14(H14), C15(H15),
 C16(H16), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.46227(19) 0.68714(19) 0.59235(10) 0.0573(5) Uani 1 1 d . . . . .
O2 O 0.32171(17) 0.9018(2) 0.68767(9) 0.0565(5) Uani 1 1 d . . . . .
O3 O 0.19509(16) 0.9653(2) 0.60775(9) 0.0557(5) Uani 1 1 d . . . . .
N1 N 0.59446(19) 0.73966(19) 0.67222(10) 0.0420(4) Uani 1 1 d . . . . .
N2 N 0.40343(18) 0.9603(2) 0.59485(10) 0.0439(5) Uani 1 1 d . . . . .
H2 H 0.386(3) 0.976(3) 0.5551(16) 0.047(8) Uiso 1 1 d . . . . .
N3 N 0.7496(2) 0.8823(3) 0.47533(11) 0.0560(6) Uani 1 1 d . . . . .
H3 H 0.805(4) 0.843(3) 0.4531(17) 0.066(10) Uiso 1 1 d . . . . .
C1 C 0.5205(2) 0.7651(2) 0.62219(11) 0.0409(5) Uani 1 1 d . . . . .
C2 C 0.5277(2) 0.9073(2) 0.60818(10) 0.0373(5) Uani 1 1 d . . . . .
C3 C 0.5940(2) 0.9552(2) 0.66676(10) 0.0384(5) Uani 1 1 d . . . . .
C4 C 0.6375(2) 0.8513(2) 0.70040(11) 0.0409(5) Uani 1 1 d . . . . .
C5 C 0.7098(3) 0.8652(3) 0.75355(13) 0.0544(6) Uani 1 1 d . . . . .
H5 H 0.7396 0.7957 0.7754 0.065 Uiso 1 1 calc R . . . .
C6 C 0.7368(3) 0.9874(4) 0.77339(13) 0.0615(8) Uani 1 1 d . . . . .
H6 H 0.7862 0.9995 0.8088 0.074 Uiso 1 1 calc R . . . .
C7 C 0.6918(3) 1.0896(3) 0.74164(13) 0.0568(7) Uani 1 1 d . . . . .
H7 H 0.7091 1.1701 0.7563 0.068 Uiso 1 1 calc R . . . .
C8 C 0.6205(2) 1.0745(3) 0.68755(12) 0.0471(5) Uani 1 1 d . . . . .
H8 H 0.5911 1.1442 0.6658 0.057 Uiso 1 1 calc R . . . .
C9 C 0.6752(3) 0.8315(3) 0.52042(12) 0.0486(5) Uani 1 1 d . . . . .
H9 H 0.6678 0.7460 0.5288 0.058 Uiso 1 1 calc R . . . .
C10 C 0.6125(2) 0.9251(2) 0.55181(10) 0.0393(5) Uani 1 1 d . . . . .
C11 C 0.6503(2) 1.0417(2) 0.52377(11) 0.0432(5) Uani 1 1 d . . . . .
C12 C 0.7379(2) 1.0097(3) 0.47644(12) 0.0507(6) Uani 1 1 d . . . . .
C13 C 0.7968(3) 1.1003(4) 0.43963(14) 0.0667(8) Uani 1 1 d . . . . .
H13 H 0.8557 1.0781 0.4093 0.080 Uiso 1 1 calc R . . . .
C14 C 0.7648(4) 1.2230(4) 0.44965(16) 0.0748(10) Uani 1 1 d . . . . .
H14 H 0.8024 1.2852 0.4255 0.090 Uiso 1 1 calc R . . . .
C15 C 0.6775(4) 1.2571(3) 0.49511(17) 0.0698(9) Uani 1 1 d . . . . .
H15 H 0.6576 1.3416 0.5005 0.084 Uiso 1 1 calc R . . . .
C16 C 0.6198(3) 1.1686(3) 0.53221(13) 0.0533(6) Uani 1 1 d . . . . .
H16 H 0.5615 1.1926 0.5624 0.064 Uiso 1 1 calc R . . . .
C17 C 0.6163(3) 0.6116(2) 0.69384(13) 0.0482(6) Uani 1 1 d . . . . .
H17A H 0.5389 0.5635 0.6883 0.058 Uiso 1 1 calc R . . . .
H17B H 0.6350 0.6138 0.7381 0.058 Uiso 1 1 calc R . . . .
C18 C 0.7230(2) 0.5448(2) 0.66054(11) 0.0423(5) Uani 1 1 d . . . . .
C19 C 0.8159(3) 0.6073(3) 0.62799(14) 0.0546(6) Uani 1 1 d . . . . .
H19 H 0.8129 0.6944 0.6247 0.066 Uiso 1 1 calc R . . . .
C20 C 0.9145(3) 0.5409(3) 0.59993(17) 0.0672(8) Uani 1 1 d . . . . .
H20 H 0.9765 0.5839 0.5777 0.081 Uiso 1 1 calc R . . . .
C21 C 0.9208(3) 0.4127(3) 0.60492(17) 0.0690(8) Uani 1 1 d . . . . .
H21 H 0.9874 0.3686 0.5868 0.083 Uiso 1 1 calc R . . . .
C22 C 0.8274(4) 0.3501(3) 0.63700(17) 0.0685(8) Uani 1 1 d . . . . .
H22 H 0.8303 0.2629 0.6402 0.082 Uiso 1 1 calc R . . . .
C23 C 0.7293(3) 0.4152(3) 0.66454(14) 0.0550(6) Uani 1 1 d . . . . .
H23 H 0.6667 0.3716 0.6861 0.066 Uiso 1 1 calc R . . . .
C24 C 0.3058(2) 0.9387(2) 0.63526(12) 0.0434(5) Uani 1 1 d . . . . .
C25 C 0.0748(2) 0.9615(3) 0.64332(16) 0.0579(7) Uani 1 1 d . . . . .
C26 C -0.0233(3) 0.9821(5) 0.5932(2) 0.0908(13) Uani 1 1 d . . . . .
H26A H -0.0079 1.0611 0.5729 0.136 Uiso 1 1 calc GR . . . .
H26B H -0.1062 0.9829 0.6116 0.136 Uiso 1 1 calc GR . . . .
H26C H -0.0183 0.9155 0.5631 0.136 Uiso 1 1 calc GR . . . .
C27 C 0.0747(3) 1.0678(4) 0.6899(2) 0.0787(10) Uani 1 1 d . . . . .
H27A H 0.1391 1.0531 0.7207 0.118 Uiso 1 1 calc GR . . . .
H27B H -0.0066 1.0722 0.7099 0.118 Uiso 1 1 calc GR . . . .
H27C H 0.0916 1.1456 0.6688 0.118 Uiso 1 1 calc GR . . . .
C28 C 0.0575(3) 0.8356(4) 0.6745(3) 0.0897(13) Uani 1 1 d . . . . .
H28A H 0.0754 0.7698 0.6452 0.135 Uiso 1 1 calc GR . . . .
H28B H -0.0283 0.8278 0.6889 0.135 Uiso 1 1 calc GR . . . .
H28C H 0.1144 0.8291 0.7093 0.135 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.214(3) . ?
O2 C24 1.202(3) . ?
O3 C24 1.339(3) . ?
O3 C25 1.481(3) . ?
N1 C1 1.354(3) . ?
N1 C4 1.408(3) . ?
N1 C17 1.458(3) . ?
N2 H2 0.89(3) . ?
N2 C2 1.455(3) . ?
N2 C24 1.366(3) . ?
N3 H3 0.86(4) . ?
N3 C9 1.358(4) . ?
N3 C12 1.361(4) . ?
C1 C2 1.545(3) . ?
C2 C3 1.525(3) . ?
C2 C10 1.516(3) . ?
C3 C4 1.397(3) . ?
C3 C8 1.374(4) . ?
C4 C5 1.380(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.397(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.368(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.392(4) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C9 C10 1.372(4) . ?
C10 C11 1.435(3) . ?
C11 C12 1.414(4) . ?
C11 C16 1.400(4) . ?
C12 C13 1.393(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.365(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.390(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.375(5) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.511(3) . ?
C18 C19 1.375(4) . ?
C18 C23 1.383(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.394(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.370(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.374(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.378(5) . ?
C23 H23 0.9300 . ?
C25 C26 1.509(4) . ?
C25 C27 1.510(5) . ?
C25 C28 1.508(5) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C24 O3 C25 121.0(2) . . ?
C1 N1 C4 110.9(2) . . ?
C1 N1 C17 122.0(2) . . ?
C4 N1 C17 127.0(2) . . ?
C2 N2 H2 117(2) . . ?
C24 N2 H2 119(2) . . ?
C24 N2 C2 119.3(2) . . ?
C9 N3 H3 126(3) . . ?
C9 N3 C12 109.4(2) . . ?
C12 N3 H3 124(3) . . ?
O1 C1 N1 124.9(2) . . ?
O1 C1 C2 126.3(2) . . ?
N1 C1 C2 108.7(2) . . ?
N2 C2 C1 111.89(19) . . ?
N2 C2 C3 116.47(19) . . ?
N2 C2 C10 109.08(19) . . ?
C3 C2 C1 100.93(18) . . ?
C10 C2 C1 107.85(19) . . ?
C10 C2 C3 110.14(18) . . ?
C4 C3 C2 108.2(2) . . ?
C8 C3 C2 132.0(2) . . ?
C8 C3 C4 119.8(2) . . ?
C3 C4 N1 109.9(2) . . ?
C5 C4 N1 128.6(2) . . ?
C5 C4 C3 121.5(2) . . ?
C4 C5 H5 121.2 . . ?
C4 C5 C6 117.7(3) . . ?
C6 C5 H5 121.2 . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.2(3) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.7(3) . . ?
C8 C7 H7 119.7 . . ?
C3 C8 C7 119.2(3) . . ?
C3 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
N3 C9 H9 125.1 . . ?
N3 C9 C10 109.8(2) . . ?
C10 C9 H9 125.1 . . ?
C9 C10 C2 125.8(2) . . ?
C9 C10 C11 106.7(2) . . ?
C11 C10 C2 127.3(2) . . ?
C12 C11 C10 105.9(2) . . ?
C16 C11 C10 135.7(2) . . ?
C16 C11 C12 118.4(3) . . ?
N3 C12 C11 108.2(2) . . ?
N3 C12 C13 129.7(3) . . ?
C13 C12 C11 122.1(3) . . ?
C12 C13 H13 121.2 . . ?
C14 C13 C12 117.6(3) . . ?
C14 C13 H13 121.2 . . ?
C13 C14 H14 119.2 . . ?
C13 C14 C15 121.6(3) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.3(3) . . ?
C16 C15 H15 119.3 . . ?
C11 C16 H16 120.5 . . ?
C15 C16 C11 119.0(3) . . ?
C15 C16 H16 120.5 . . ?
N1 C17 H17A 108.7 . . ?
N1 C17 H17B 108.7 . . ?
N1 C17 C18 114.0(2) . . ?
H17A C17 H17B 107.6 . . ?
C18 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
C19 C18 C17 122.9(2) . . ?
C19 C18 C23 118.7(3) . . ?
C23 C18 C17 118.4(2) . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(3) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.5(3) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.2(3) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.6(3) . . ?
C23 C22 H22 119.7 . . ?
C18 C23 H23 119.6 . . ?
C22 C23 C18 120.7(3) . . ?
C22 C23 H23 119.6 . . ?
O2 C24 O3 127.1(2) . . ?
O2 C24 N2 122.9(2) . . ?
O3 C24 N2 110.0(2) . . ?
O3 C25 C26 102.5(3) . . ?
O3 C25 C27 108.7(3) . . ?
O3 C25 C28 110.9(3) . . ?
C26 C25 C27 111.2(3) . . ?
C28 C25 C26 111.2(3) . . ?
C28 C25 C27 111.8(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
N3 H3 O1 0.86(4) 1.95(4) 2.772(3) 159(4) 3_566

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 46.5(3) . . . . ?
O1 C1 C2 C3 171.0(2) . . . . ?
O1 C1 C2 C10 -73.5(3) . . . . ?
N1 C1 C2 N2 -136.0(2) . . . . ?
N1 C1 C2 C3 -11.5(2) . . . . ?
N1 C1 C2 C10 104.0(2) . . . . ?
N1 C4 C5 C6 -177.9(2) . . . . ?
N1 C17 C18 C19 19.5(4) . . . . ?
N1 C17 C18 C23 -162.4(2) . . . . ?
N2 C2 C3 C4 131.6(2) . . . . ?
N2 C2 C3 C8 -52.1(3) . . . . ?
N2 C2 C10 C9 -123.9(3) . . . . ?
N2 C2 C10 C11 61.0(3) . . . . ?
N3 C9 C10 C2 -175.5(2) . . . . ?
N3 C9 C10 C11 0.5(3) . . . . ?
N3 C12 C13 C14 178.2(3) . . . . ?
C1 N1 C4 C3 -2.0(3) . . . . ?
C1 N1 C4 C5 177.0(2) . . . . ?
C1 N1 C17 C18 85.1(3) . . . . ?
C1 C2 C3 C4 10.2(2) . . . . ?
C1 C2 C3 C8 -173.4(2) . . . . ?
C1 C2 C10 C9 -2.2(3) . . . . ?
C1 C2 C10 C11 -177.3(2) . . . . ?
C2 N2 C24 O2 16.6(4) . . . . ?
C2 N2 C24 O3 -163.8(2) . . . . ?
C2 C3 C4 N1 -5.8(2) . . . . ?
C2 C3 C4 C5 175.1(2) . . . . ?
C2 C3 C8 C7 -175.2(2) . . . . ?
C2 C10 C11 C12 174.8(2) . . . . ?
C2 C10 C11 C16 -6.2(4) . . . . ?
C3 C2 C10 C9 107.1(3) . . . . ?
C3 C2 C10 C11 -68.0(3) . . . . ?
C3 C4 C5 C6 1.0(4) . . . . ?
C4 N1 C1 O1 -173.6(2) . . . . ?
C4 N1 C1 C2 8.9(3) . . . . ?
C4 N1 C17 C18 -99.0(3) . . . . ?
C4 C3 C8 C7 0.8(3) . . . . ?
C4 C5 C6 C7 0.8(4) . . . . ?
C5 C6 C7 C8 -1.7(4) . . . . ?
C6 C7 C8 C3 0.9(4) . . . . ?
C8 C3 C4 N1 177.3(2) . . . . ?
C8 C3 C4 C5 -1.8(3) . . . . ?
C9 N3 C12 C11 -1.0(3) . . . . ?
C9 N3 C12 C13 179.2(3) . . . . ?
C9 C10 C11 C12 -1.0(3) . . . . ?
C9 C10 C11 C16 177.9(3) . . . . ?
C10 C2 C3 C4 -103.6(2) . . . . ?
C10 C2 C3 C8 72.8(3) . . . . ?
C10 C11 C12 N3 1.3(3) . . . . ?
C10 C11 C12 C13 -178.9(2) . . . . ?
C10 C11 C16 C15 -180.0(3) . . . . ?
C11 C12 C13 C14 -1.5(4) . . . . ?
C12 N3 C9 C10 0.3(3) . . . . ?
C12 C11 C16 C15 -1.1(4) . . . . ?
C12 C13 C14 C15 0.4(5) . . . . ?
C13 C14 C15 C16 0.3(5) . . . . ?
C14 C15 C16 C11 0.0(5) . . . . ?
C16 C11 C12 N3 -177.9(2) . . . . ?
C16 C11 C12 C13 1.9(4) . . . . ?
C17 N1 C1 O1 2.9(4) . . . . ?
C17 N1 C1 C2 -174.6(2) . . . . ?
C17 N1 C4 C3 -178.3(2) . . . . ?
C17 N1 C4 C5 0.7(4) . . . . ?
C17 C18 C19 C20 177.8(3) . . . . ?
C17 C18 C23 C22 -177.6(3) . . . . ?
C18 C19 C20 C21 -0.6(6) . . . . ?
C19 C18 C23 C22 0.6(5) . . . . ?
C19 C20 C21 C22 1.1(6) . . . . ?
C20 C21 C22 C23 -0.8(6) . . . . ?
C21 C22 C23 C18 -0.1(6) . . . . ?
C23 C18 C19 C20 -0.3(5) . . . . ?
C24 O3 C25 C26 -173.6(3) . . . . ?
C24 O3 C25 C27 68.5(4) . . . . ?
C24 O3 C25 C28 -54.8(4) . . . . ?
C24 N2 C2 C1 51.1(3) . . . . ?
C24 N2 C2 C3 -64.3(3) . . . . ?
C24 N2 C2 C10 170.3(2) . . . . ?
C25 O3 C24 O2 5.4(4) . . . . ?
C25 O3 C24 N2 -174.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.180
_oxdiff_exptl_absorpt_empirical_full_min 0.926
