# Supplementary Information (SI) for ChemComm.
# 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. 
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data_xl-01
_database_code_depnum_ccdc_archive 'CCDC 2377169'
loop_
_audit_author_name
_audit_author_address
BMZA
;Guangdong Pharmaceutical University
China
;
_audit_update_record             
;
2024-08-13 deposited with the CCDC.	2024-10-14 downloaded from the CCDC.
;
_audit_creation_date             2023-10-13
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H21 N3 O3'
_chemical_formula_sum            'C22 H21 N3 O3'
_chemical_formula_weight         375.42
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.6241(2)
_cell_length_b                   20.0539(4)
_cell_length_c                   18.4446(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.354(2)
_cell_angle_gamma                90
_cell_volume                     3926.39(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7375
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.4880
_cell_measurement_theta_min      3.1830
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.697
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53419
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15823
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.675
_diffrn_reflns_theta_min         3.257
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00  52.00   1.00    1.00    --   40.73 -38.00 120.00   32
  2  ω     34.00  60.00   1.00    1.00    --   40.73-129.00  75.00   26
  3  ω     29.00  95.00   1.00    1.00    --   40.73-125.00 -30.00   66
  4  ω     44.00 131.00   1.00    1.20    --  107.58 -45.00 -30.00   87
  5  ω     80.00 177.00   1.00    1.20    --  107.58  30.00 150.00   97
  6  ω     94.00 122.00   1.00    1.20    --  107.58 125.00 150.00   28
  7  ω     96.00 122.00   1.00    1.20    --  107.58 125.00 -30.00   26
  8  ω     36.00 107.00   1.00    1.20    --  107.58 -94.00 -30.00   71
  9  ω     34.00 120.00   1.00    1.20    --  107.58-125.00 -90.00   86
 10  ω     35.00  91.00   1.00    1.20    --  107.58 -94.00 -90.00   56
 11  ω    -78.00  36.00   1.00    1.00    --  -40.73   0.00  60.00  114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1137285000
_diffrn_orient_matrix_UB_12      -0.0286566000
_diffrn_orient_matrix_UB_13      0.0388579000
_diffrn_orient_matrix_UB_21      -0.0494402000
_diffrn_orient_matrix_UB_22      0.0711493000
_diffrn_orient_matrix_UB_23      0.0123278000
_diffrn_orient_matrix_UB_31      -0.0755843000
_diffrn_orient_matrix_UB_32      -0.0033149000
_diffrn_orient_matrix_UB_33      -0.0729677000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6331
_reflns_number_total             7720
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     580
_refine_ls_number_reflns         7720
_refine_ls_number_restraints     419
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0746
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0999P)²+3.6189P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1969
_refine_ls_wR_factor_ref         0.2093
_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, All O(H) groups
2. Restrained distances
 N6-N5 \\sim N6-N00F
 with sigma of 0.02
 N6-C29 \\sim N6-C45
 with sigma of 0.02
 O4-C29 \\sim OA-C45
 with sigma of 0.02
 C28-C29 \\sim C00{-C45
 with sigma of 0.02
 C28-C27 \\sim C00{-C01L
 with sigma of 0.02
 C25-C26 \\sim C0-C48
 with sigma of 0.02
 C28-C26 \\sim C00{-C48
 with sigma of 0.04
 C25-C27 \\sim C0-C01L
 with sigma of 0.04
 C26-C27 \\sim C48-C01L
 with sigma of 0.02
 C29-C27 \\sim C45-C01L
 with sigma of 0.04
 N6-O4 \\sim N6-OA
 with sigma of 0.04
 N6-C28 \\sim N6-C00{
 with sigma of 0.04
 O4-C28 \\sim OA-C00{
 with sigma of 0.04
3. Rigid bond restraints
 C6, N1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C6 \\sim N1: within 2A with sigma of 0.0006 and sigma for terminal atoms of
0.0012 within 2A
5. Rigid body (RIGU) restrains
 O4, O5, H5, O6, OA, N00F, N4, N5, N6, N7, C0, H0, C00{, C01L, H01L, C23, C24,
 H24, C25, H25, C26, H26, C27, H27, C28, C29, C30, C31, H31, C32, C33, H33, C34,
  H34, C35, C36, C37, H37A, H37B, H37C, C38, C39, H39A, H39B, C40, C41, H41A,
 H41B, C42, C43, H43A, H43B, H43C, C44, H44A, H44B, H44C, C45, C46, C47, H47,
 C48, H48
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
 N1, N2, N3, C7, C1, C6, C2, C3, C4, C5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.006
6. Others
 Sof(OA)=Sof(N00F)=Sof(N7)=Sof(C0)=Sof(H0)=Sof(C47)=Sof(H47)=Sof(C46)=
 Sof(C00{)=Sof(C01L)=Sof(H01L)=Sof(C48)=Sof(H48)=Sof(C45)=1-FVAR(1)
 Sof(O4)=Sof(N4)=Sof(N5)=Sof(C24)=Sof(H24)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26)=
 Sof(C27)=Sof(H27)=Sof(C28)=Sof(C23)=Sof(C29)=FVAR(1)
7.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C19(H19A,H19B), C39(H39A,H39B), C41(H41A,H41B)
7.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C4(H4), C5(H5A), C9(H9), C11(H11), C12(H12), C0(H0),
 C47(H47), C01L(H01L), C48(H48), C24(H24), C25(H25), C26(H26), C27(H27),
 C31(H31), C33(H33), C34(H34)
7.c Fitted hexagon refined as free rotating group:
 C0(C47,C46,C00{,C01L,C48), C24(C25,C26,C27,C28,C23)
7.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C37(H37A,H37B,
 H37C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C)
7.e Idealised tetrahedral OH refined as rotating group:
 O3(H3), O5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.8522(2) 0.76698(10) 0.87519(11) 0.0390(5) Uani 1 1 d . . . . .
O2 O 0.90238(16) 0.87457(10) 1.07670(10) 0.0308(4) Uani 1 1 d . . . . .
O3 O 1.06331(16) 0.67331(10) 0.99578(11) 0.0326(4) Uani 1 1 d . . . . .
H3 H 1.128875 0.659162 0.977003 0.049 Uiso 1 1 calc R U . . .
N1 N 0.6631(2) 0.92685(13) 0.94258(15) 0.0418(5) Uani 1 1 d . U . . .
N2 N 0.6642(2) 0.87489(13) 0.98038(15) 0.0412(6) Uani 1 1 d . . . . .
N3 N 0.74129(19) 0.81931(12) 0.95634(12) 0.0310(5) Uani 1 1 d . . . . .
C1 C 0.8101(2) 0.88173(14) 0.85477(16) 0.0339(5) Uani 1 1 d . . . . .
C2 C 0.8824(3) 0.89240(18) 0.79569(17) 0.0452(7) Uani 1 1 d . . . . .
H2 H 0.930662 0.857053 0.776755 0.054 Uiso 1 1 calc R U . . .
C3 C 0.8843(3) 0.95327(19) 0.76481(19) 0.0525(7) Uani 1 1 d . . . . .
H3A H 0.937003 0.960771 0.725259 0.063 Uiso 1 1 calc R U . . .
C4 C 0.8123(3) 1.00444(17) 0.7890(2) 0.0501(7) Uani 1 1 d . . . . .
H4 H 0.813988 1.046340 0.764998 0.060 Uiso 1 1 calc R U . . .
C5 C 0.7370(3) 0.99634(17) 0.8476(2) 0.0474(7) Uani 1 1 d . . . . .
H5A H 0.686642 1.031857 0.864274 0.057 Uiso 1 1 calc R U . . .
C6 C 0.7377(3) 0.93204(16) 0.88247(18) 0.0408(5) Uani 1 1 d . U . . .
C7 C 0.8059(3) 0.81730(15) 0.89413(15) 0.0340(6) Uani 1 1 d . . . . .
C8 C 0.7374(2) 0.76435(12) 1.00689(13) 0.0240(5) Uani 1 1 d . . . . .
C9 C 0.6209(2) 0.73832(13) 1.02135(14) 0.0259(5) Uani 1 1 d . . . . .
H9 H 0.547313 0.755961 0.997416 0.031 Uiso 1 1 calc R U . . .
C10 C 0.6104(2) 0.68632(13) 1.07084(14) 0.0261(5) Uani 1 1 d . . . . .
C11 C 0.7203(2) 0.66150(14) 1.10381(15) 0.0302(6) Uani 1 1 d . . . . .
H11 H 0.715864 0.625371 1.136917 0.036 Uiso 1 1 calc R U . . .
C12 C 0.8362(2) 0.68853(14) 1.08924(14) 0.0290(5) Uani 1 1 d . . . . .
H12 H 0.909877 0.670565 1.112786 0.035 Uiso 1 1 calc R U . . .
C13 C 0.8481(2) 0.74128(13) 1.04108(13) 0.0242(5) Uani 1 1 d . . . . .
C14 C 0.9735(2) 0.77313(13) 1.03119(13) 0.0247(5) Uani 1 1 d . . . . .
C15 C 0.9906(2) 0.84171(14) 1.05292(13) 0.0265(5) Uani 1 1 d . . . . .
C16 C 1.1197(2) 0.87265(15) 1.05085(14) 0.0306(6) Uani 1 1 d . . . . .
H16A H 1.163611 0.866229 1.098731 0.037 Uiso 1 1 calc R U . . .
H16B H 1.110061 0.921231 1.042897 0.037 Uiso 1 1 calc R U . . .
C17 C 1.2023(2) 0.84425(14) 0.99211(14) 0.0292(6) Uani 1 1 d . . . . .
C18 C 1.0748(2) 0.73783(14) 1.00868(13) 0.0270(5) Uani 1 1 d . . . . .
C19 C 1.2022(2) 0.76863(15) 0.99980(15) 0.0324(6) Uani 1 1 d . . . . .
H19A H 1.239504 0.749061 0.956315 0.039 Uiso 1 1 calc R U . . .
H19B H 1.257296 0.756414 1.042335 0.039 Uiso 1 1 calc R U . . .
C20 C 1.1504(3) 0.86454(17) 0.91700(15) 0.0381(7) Uani 1 1 d . . . . .
H20A H 1.065100 0.846649 0.909197 0.057 Uiso 1 1 calc R U . . .
H20B H 1.204884 0.846727 0.880005 0.057 Uiso 1 1 calc R U . . .
H20C H 1.147928 0.913292 0.913524 0.057 Uiso 1 1 calc R U . . .
C21 C 1.3366(2) 0.87064(17) 1.00301(16) 0.0382(7) Uani 1 1 d . . . . .
H21A H 1.335856 0.919420 0.999888 0.057 Uiso 1 1 calc R U . . .
H21B H 1.389079 0.852437 0.965288 0.057 Uiso 1 1 calc R U . . .
H21C H 1.370951 0.856993 1.050851 0.057 Uiso 1 1 calc R U . . .
C22 C 0.4825(3) 0.65969(15) 1.08755(18) 0.0373(6) Uani 1 1 d . . . . .
H22A H 0.437247 0.692873 1.115535 0.056 Uiso 1 1 calc R U . . .
H22B H 0.492054 0.618537 1.115898 0.056 Uiso 1 1 calc R U . . .
H22C H 0.434709 0.650294 1.042108 0.056 Uiso 1 1 calc R U . . .
O4 O 0.4372(5) 0.7430(3) 0.8745(3) 0.0293(11) Uani 0.544(4) 1 d D . P A 1
O5 O 0.43726(16) 0.58921(10) 0.71182(10) 0.0306(4) Uani 1 1 d . . . . .
H5 H 0.417510 0.592887 0.667431 0.046 Uiso 1 1 calc R U . . .
O6 O 0.25391(16) 0.61705(10) 0.93460(10) 0.0314(4) Uani 1 1 d . . . . .
OA O 0.6942(9) 0.6722(4) 0.7358(5) 0.0387(15) Uani 0.456(4) 1 d D . P A 2
N00F N 0.4798(7) 0.7366(4) 0.8604(6) 0.0367(15) Uani 0.456(4) 1 d D . P A 2
N4 N 0.6768(4) 0.7380(2) 0.7099(2) 0.0265(9) Uani 0.544(4) 1 d . . P A 1
N5 N 0.6608(7) 0.6874(4) 0.7484(4) 0.0365(14) Uani 0.544(4) 1 d D . P A 1
N6 N 0.5719(2) 0.69256(11) 0.81409(14) 0.0364(5) Uani 1 1 d D . . . .
N7 N 0.4586(5) 0.7953(2) 0.8376(3) 0.0306(11) Uani 0.456(4) 1 d . . P A 2
C0 C 0.5650(6) 0.91293(18) 0.7006(3) 0.037(3) Uani 0.456(4) 1 d DG . P A 2
H0 H 0.551347 0.958105 0.686850 0.044 Uiso 0.456(4) 1 calc R U P A 2
C47 C 0.5019(5) 0.8861(2) 0.7583(3) 0.0375(15) Uani 0.456(4) 1 d G . P A 2
H47 H 0.445159 0.912960 0.784093 0.045 Uiso 0.456(4) 1 calc R U P A 2
C46 C 0.5218(5) 0.8200(2) 0.7784(3) 0.0283(15) Uani 0.456(4) 1 d G . P A 2
C00{ C 0.6048(6) 0.78074(17) 0.7407(3) 0.0288(15) Uani 0.456(4) 1 d DG . P A 2
C01L C 0.6679(4) 0.8076(2) 0.6829(2) 0.0328(13) Uani 0.456(4) 1 d DG . P A 2
H01L H 0.724599 0.780708 0.657135 0.039 Uiso 0.456(4) 1 calc R U P A 2
C48 C 0.6480(5) 0.8737(2) 0.6628(3) 0.0370(16) Uani 0.456(4) 1 d DG . P A 2
H48 H 0.691069 0.891977 0.623370 0.044 Uiso 0.456(4) 1 calc R U P A 2
C24 C 0.6391(4) 0.8521(2) 0.68112(19) 0.0312(12) Uani 0.544(4) 1 d G . P A 1
H24 H 0.698400 0.848467 0.644119 0.037 Uiso 0.544(4) 1 calc R U P A 1
C25 C 0.5790(5) 0.91244(17) 0.6928(3) 0.038(2) Uani 0.544(4) 1 d DG . P A 1
H25 H 0.597193 0.950113 0.663835 0.046 Uiso 0.544(4) 1 calc R U P A 1
C26 C 0.4923(4) 0.91770(14) 0.7470(2) 0.0362(12) Uani 0.544(4) 1 d DG . P A 1
H26 H 0.451230 0.958963 0.754964 0.043 Uiso 0.544(4) 1 calc R U P A 1
C27 C 0.4657(3) 0.86257(19) 0.78938(18) 0.0280(10) Uani 0.544(4) 1 d DG . P A 1
H27 H 0.406473 0.866167 0.826377 0.034 Uiso 0.544(4) 1 calc R U P A 1
C28 C 0.5258(4) 0.80219(16) 0.7777(2) 0.0227(12) Uani 0.544(4) 1 d DG . P A 1
C23 C 0.6126(4) 0.79694(15) 0.7235(2) 0.0214(10) Uani 0.544(4) 1 d G . P A 1
C29 C 0.5071(5) 0.7453(2) 0.8245(3) 0.0257(9) Uani 0.544(4) 1 d D . P A 1
C30 C 0.5833(2) 0.63126(12) 0.85453(14) 0.0253(5) Uani 1 1 d . . . . .
C31 C 0.6994(2) 0.61641(12) 0.88691(14) 0.0265(5) Uani 1 1 d . . . . .
H31 H 0.767704 0.646437 0.881892 0.032 Uiso 1 1 calc R U . . .
C32 C 0.7178(2) 0.55804(13) 0.92679(13) 0.0260(5) Uani 1 1 d . . . . .
C33 C 0.6142(2) 0.51605(13) 0.93365(14) 0.0278(5) Uani 1 1 d . . . . .
H33 H 0.623676 0.475918 0.960699 0.033 Uiso 1 1 calc R U . . .
C34 C 0.4976(2) 0.53195(13) 0.90160(13) 0.0267(5) Uani 1 1 d . . . . .
H34 H 0.428675 0.502582 0.907852 0.032 Uiso 1 1 calc R U . . .
C35 C 0.4784(2) 0.58955(12) 0.86063(13) 0.0230(5) Uani 1 1 d . . . . .
C36 C 0.3536(2) 0.60385(13) 0.82429(14) 0.0257(5) Uani 1 1 d . . . . .
C37 C 0.8436(3) 0.54157(14) 0.96251(16) 0.0350(6) Uani 1 1 d . . . . .
H37A H 0.906663 0.537531 0.925439 0.052 Uiso 1 1 calc R U . . .
H37B H 0.837714 0.499300 0.988813 0.052 Uiso 1 1 calc R U . . .
H37C H 0.868539 0.577146 0.996589 0.052 Uiso 1 1 calc R U . . .
C38 C 0.2457(2) 0.61520(14) 0.86760(15) 0.0316(5) Uani 1 1 d . . . . .
C39 C 0.1171(3) 0.61925(18) 0.82892(17) 0.0426(7) Uani 1 1 d . . . . .
H39A H 0.059614 0.644379 0.859791 0.051 Uiso 1 1 calc R U . . .
H39B H 0.082979 0.573568 0.822901 0.051 Uiso 1 1 calc R U . . .
C40 C 0.1184(2) 0.65262(16) 0.75461(15) 0.0347(6) Uani 1 1 d . . . . .
C41 C 0.2178(2) 0.62000(17) 0.70995(16) 0.0393(7) Uani 1 1 d . . . . .
H41A H 0.182934 0.577946 0.689414 0.047 Uiso 1 1 calc R U . . .
H41B H 0.235846 0.649740 0.668815 0.047 Uiso 1 1 calc R U . . .
C42 C 0.3388(2) 0.60472(13) 0.75056(14) 0.0274(5) Uani 1 1 d . . . . .
C43 C 0.1538(3) 0.72695(18) 0.7663(2) 0.0518(8) Uani 1 1 d . . . . .
H43A H 0.237202 0.729981 0.790795 0.078 Uiso 1 1 calc R U . . .
H43B H 0.091306 0.748352 0.796228 0.078 Uiso 1 1 calc R U . . .
H43C H 0.155271 0.749498 0.719183 0.078 Uiso 1 1 calc R U . . .
C44 C -0.0092(3) 0.6506(3) 0.7161(2) 0.0625(11) Uani 1 1 d . . . . .
H44A H -0.005877 0.674641 0.669936 0.094 Uiso 1 1 calc R U . . .
H44B H -0.071325 0.671775 0.746487 0.094 Uiso 1 1 calc R U . . .
H44C H -0.033434 0.604167 0.706772 0.094 Uiso 1 1 calc R U . . .
C45 C 0.6281(8) 0.7123(4) 0.7617(4) 0.0338(13) Uani 0.456(4) 1 d D . 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
O1 C7 1.181(4) . ?
O2 C15 1.240(3) . ?
O3 H3 0.8400 . ?
O3 C18 1.320(3) . ?
N1 N2 1.253(4) . ?
N1 C6 1.393(4) . ?
N2 N3 1.463(4) . ?
N3 C7 1.362(4) . ?
N3 C8 1.445(3) . ?
C1 C2 1.375(4) . ?
C1 C6 1.379(4) . ?
C1 C7 1.484(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.348(5) . ?
C3 H3A 0.9500 . ?
C3 C4 1.365(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.380(5) . ?
C5 H5A 0.9500 . ?
C5 C6 1.441(5) . ?
C8 C9 1.380(3) . ?
C8 C13 1.391(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.393(4) . ?
C10 C11 1.387(4) . ?
C10 C22 1.504(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.382(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(4) . ?
C13 C14 1.495(3) . ?
C14 C15 1.442(4) . ?
C14 C18 1.367(3) . ?
C15 C16 1.508(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.532(3) . ?
C17 C19 1.523(4) . ?
C17 C20 1.525(4) . ?
C17 C21 1.527(3) . ?
C18 C19 1.503(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
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 . ?
O4 C29 1.209(7) . ?
O5 H5 0.8400 . ?
O5 C42 1.327(3) . ?
O6 C38 1.236(3) . ?
OA C45 1.180(9) . ?
N00F N6 1.592(8) . ?
N00F N7 1.267(10) . ?
N4 N5 1.254(7) . ?
N4 C23 1.393(5) . ?
N5 N6 1.570(7) . ?
N6 C29 1.281(5) . ?
N6 C30 1.440(3) . ?
N6 C45 1.223(7) . ?
N7 C46 1.397(6) . ?
C0 H0 0.9500 . ?
C0 C47 1.3900 . ?
C0 C48 1.3900 . ?
C47 H47 0.9500 . ?
C47 C46 1.3900 . ?
C46 C00{ 1.3900 . ?
C00{ C01L 1.3900 . ?
C00{ C45 1.445(7) . ?
C01L H01L 0.9500 . ?
C01L C48 1.3900 . ?
C48 H48 0.9500 . ?
C24 H24 0.9500 . ?
C24 C25 1.3900 . ?
C24 C23 1.3900 . ?
C25 H25 0.9500 . ?
C25 C26 1.3900 . ?
C26 H26 0.9500 . ?
C26 C27 1.3900 . ?
C27 H27 0.9500 . ?
C27 C28 1.3900 . ?
C28 C23 1.3900 . ?
C28 C29 1.450(6) . ?
C30 C31 1.381(4) . ?
C30 C35 1.401(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.392(4) . ?
C32 C33 1.396(4) . ?
C32 C37 1.502(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.388(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.391(4) . ?
C35 C36 1.489(3) . ?
C36 C38 1.442(3) . ?
C36 C42 1.363(4) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.517(4) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.526(4) . ?
C40 C41 1.514(4) . ?
C40 C43 1.550(5) . ?
C40 C44 1.505(4) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C42 1.493(4) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 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
C18 O3 H3 109.5 . . ?
N2 N1 C6 120.8(3) . . ?
N1 N2 N3 117.2(3) . . ?
C7 N3 N2 125.9(2) . . ?
C7 N3 C8 123.3(2) . . ?
C8 N3 N2 110.8(2) . . ?
C2 C1 C6 121.2(3) . . ?
C2 C1 C7 123.5(3) . . ?
C6 C1 C7 115.3(3) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.6(4) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3A 119.2 . . ?
C2 C3 C4 121.6(3) . . ?
C4 C3 H3A 119.2 . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.2(3) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5A 121.2 . . ?
C4 C5 C6 117.6(3) . . ?
C6 C5 H5A 121.2 . . ?
N1 C6 C5 115.5(3) . . ?
C1 C6 N1 125.8(3) . . ?
C1 C6 C5 118.8(3) . . ?
O1 C7 N3 120.3(3) . . ?
O1 C7 C1 125.3(3) . . ?
N3 C7 C1 114.4(3) . . ?
C9 C8 N3 117.6(2) . . ?
C9 C8 C13 122.4(2) . . ?
C13 C8 N3 120.0(2) . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.4(2) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C22 119.8(2) . . ?
C11 C10 C9 117.9(2) . . ?
C11 C10 C22 122.3(2) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 121.0(2) . . ?
C12 C11 H11 119.5 . . ?
C11 C12 H12 119.1 . . ?
C11 C12 C13 121.8(2) . . ?
C13 C12 H12 119.1 . . ?
C8 C13 C14 122.9(2) . . ?
C12 C13 C8 116.5(2) . . ?
C12 C13 C14 120.5(2) . . ?
C15 C14 C13 118.4(2) . . ?
C18 C14 C13 122.2(2) . . ?
C18 C14 C15 119.1(2) . . ?
O2 C15 C14 121.1(2) . . ?
O2 C15 C16 119.4(2) . . ?
C14 C15 C16 119.3(2) . . ?
C15 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
C15 C16 C17 114.4(2) . . ?
H16A C16 H16B 107.6 . . ?
C17 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C19 C17 C16 107.6(2) . . ?
C19 C17 C20 110.4(2) . . ?
C19 C17 C21 109.7(2) . . ?
C20 C17 C16 110.3(2) . . ?
C20 C17 C21 109.1(2) . . ?
C21 C17 C16 109.7(2) . . ?
O3 C18 C14 119.6(2) . . ?
O3 C18 C19 117.4(2) . . ?
C14 C18 C19 123.0(2) . . ?
C17 C19 H19A 108.5 . . ?
C17 C19 H19B 108.5 . . ?
C18 C19 C17 115.0(2) . . ?
C18 C19 H19A 108.5 . . ?
C18 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C10 C22 H22A 109.5 . . ?
C10 C22 H22B 109.5 . . ?
C10 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C42 O5 H5 109.5 . . ?
N7 N00F N6 116.3(8) . . ?
N5 N4 C23 120.4(5) . . ?
N4 N5 N6 118.9(6) . . ?
C29 N6 N5 121.0(4) . . ?
C29 N6 C30 131.4(3) . . ?
C30 N6 N00F 103.6(4) . . ?
C30 N6 N5 107.6(3) . . ?
C45 N6 N00F 125.1(5) . . ?
C45 N6 C30 130.7(4) . . ?
N00F N7 C46 120.3(6) . . ?
C47 C0 H0 120.0 . . ?
C47 C0 C48 120.0 . . ?
C48 C0 H0 120.0 . . ?
C0 C47 H47 120.0 . . ?
C46 C47 C0 120.0 . . ?
C46 C47 H47 120.0 . . ?
C47 C46 N7 118.3(4) . . ?
C47 C46 C00{ 120.0 . . ?
C00{ C46 N7 121.7(4) . . ?
C46 C00{ C01L 120.0 . . ?
C46 C00{ C45 120.6(4) . . ?
C01L C00{ C45 119.4(4) . . ?
C00{ C01L H01L 120.0 . . ?
C48 C01L C00{ 120.0 . . ?
C48 C01L H01L 120.0 . . ?
C0 C48 H48 120.0 . . ?
C01L C48 C0 120.0 . . ?
C01L C48 H48 120.0 . . ?
C25 C24 H24 120.0 . . ?
C25 C24 C23 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C23 120.0 . . ?
C27 C28 C29 121.2(3) . . ?
C23 C28 C29 118.7(3) . . ?
C24 C23 N4 117.4(3) . . ?
C28 C23 N4 122.6(3) . . ?
C28 C23 C24 120.0 . . ?
O4 C29 N6 115.7(5) . . ?
O4 C29 C28 126.1(4) . . ?
N6 C29 C28 118.2(5) . . ?
C31 C30 N6 117.5(2) . . ?
C31 C30 C35 122.4(2) . . ?
C35 C30 N6 120.0(2) . . ?
C30 C31 H31 119.6 . . ?
C30 C31 C32 120.9(2) . . ?
C32 C31 H31 119.6 . . ?
C31 C32 C33 117.5(2) . . ?
C31 C32 C37 121.3(2) . . ?
C33 C32 C37 121.2(2) . . ?
C32 C33 H33 119.5 . . ?
C34 C33 C32 121.1(2) . . ?
C34 C33 H33 119.5 . . ?
C33 C34 H34 119.0 . . ?
C33 C34 C35 122.0(2) . . ?
C35 C34 H34 119.0 . . ?
C30 C35 C36 123.0(2) . . ?
C34 C35 C30 116.1(2) . . ?
C34 C35 C36 120.8(2) . . ?
C38 C36 C35 119.7(2) . . ?
C42 C36 C35 121.0(2) . . ?
C42 C36 C38 119.3(2) . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O6 C38 C36 122.2(2) . . ?
O6 C38 C39 119.6(2) . . ?
C36 C38 C39 118.0(2) . . ?
C38 C39 H39A 108.8 . . ?
C38 C39 H39B 108.8 . . ?
C38 C39 C40 113.9(2) . . ?
H39A C39 H39B 107.7 . . ?
C40 C39 H39A 108.8 . . ?
C40 C39 H39B 108.8 . . ?
C39 C40 C43 107.9(3) . . ?
C41 C40 C39 109.3(2) . . ?
C41 C40 C43 108.7(3) . . ?
C44 C40 C39 111.8(3) . . ?
C44 C40 C41 111.5(3) . . ?
C44 C40 C43 107.4(3) . . ?
C40 C41 H41A 108.5 . . ?
C40 C41 H41B 108.5 . . ?
H41A C41 H41B 107.5 . . ?
C42 C41 C40 114.9(2) . . ?
C42 C41 H41A 108.5 . . ?
C42 C41 H41B 108.5 . . ?
O5 C42 C36 118.3(2) . . ?
O5 C42 C41 117.3(2) . . ?
C36 C42 C41 124.4(2) . . ?
C40 C43 H43A 109.5 . . ?
C40 C43 H43B 109.5 . . ?
C40 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C40 C44 H44A 109.5 . . ?
C40 C44 H44B 109.5 . . ?
C40 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
OA C45 N6 114.7(7) . . ?
OA C45 C00{ 129.5(7) . . ?
N6 C45 C00{ 115.8(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C15 C16 C17 -153.2(2) . . . . ?
O3 C18 C19 C17 161.9(2) . . . . ?
N1 N2 N3 C7 -4.4(4) . . . . ?
N1 N2 N3 C8 177.5(2) . . . . ?
N2 N1 C6 C1 5.5(5) . . . . ?
N2 N1 C6 C5 -174.4(3) . . . . ?
N2 N3 C7 O1 -170.3(2) . . . . ?
N2 N3 C7 C1 9.1(4) . . . . ?
N2 N3 C8 C9 56.9(3) . . . . ?
N2 N3 C8 C13 -120.6(2) . . . . ?
N3 C8 C9 C10 -178.5(2) . . . . ?
N3 C8 C13 C12 179.6(2) . . . . ?
N3 C8 C13 C14 3.3(4) . . . . ?
C1 C2 C3 C4 -2.5(5) . . . . ?
C2 C1 C6 N1 -178.9(3) . . . . ?
C2 C1 C6 C5 1.1(4) . . . . ?
C2 C1 C7 O1 -8.4(4) . . . . ?
C2 C1 C7 N3 172.2(3) . . . . ?
C2 C3 C4 C5 1.9(5) . . . . ?
C3 C4 C5 C6 0.3(5) . . . . ?
C4 C5 C6 N1 178.3(3) . . . . ?
C4 C5 C6 C1 -1.7(4) . . . . ?
C6 N1 N2 N3 -3.3(4) . . . . ?
C6 C1 C2 C3 1.0(4) . . . . ?
C6 C1 C7 O1 173.0(3) . . . . ?
C6 C1 C7 N3 -6.4(3) . . . . ?
C7 N3 C8 C9 -121.3(3) . . . . ?
C7 N3 C8 C13 61.2(3) . . . . ?
C7 C1 C2 C3 -177.5(3) . . . . ?
C7 C1 C6 N1 -0.2(4) . . . . ?
C7 C1 C6 C5 179.7(2) . . . . ?
C8 N3 C7 O1 7.6(4) . . . . ?
C8 N3 C7 C1 -172.9(2) . . . . ?
C8 C9 C10 C11 -0.8(4) . . . . ?
C8 C9 C10 C22 178.4(2) . . . . ?
C8 C13 C14 C15 61.2(3) . . . . ?
C8 C13 C14 C18 -124.9(3) . . . . ?
C9 C8 C13 C12 2.2(4) . . . . ?
C9 C8 C13 C14 -174.1(2) . . . . ?
C9 C10 C11 C12 1.4(4) . . . . ?
C10 C11 C12 C13 -0.2(4) . . . . ?
C11 C12 C13 C8 -1.6(4) . . . . ?
C11 C12 C13 C14 174.8(2) . . . . ?
C12 C13 C14 C15 -115.0(3) . . . . ?
C12 C13 C14 C18 58.9(3) . . . . ?
C13 C8 C9 C10 -1.0(4) . . . . ?
C13 C14 C15 O2 -2.7(4) . . . . ?
C13 C14 C15 C16 173.6(2) . . . . ?
C13 C14 C18 O3 -0.7(4) . . . . ?
C13 C14 C18 C19 -178.8(2) . . . . ?
C14 C15 C16 C17 30.5(3) . . . . ?
C14 C18 C19 C17 -20.0(4) . . . . ?
C15 C14 C18 O3 173.1(2) . . . . ?
C15 C14 C18 C19 -5.0(4) . . . . ?
C15 C16 C17 C19 -51.5(3) . . . . ?
C15 C16 C17 C20 69.0(3) . . . . ?
C15 C16 C17 C21 -170.7(2) . . . . ?
C16 C17 C19 C18 46.3(3) . . . . ?
C18 C14 C15 O2 -176.8(2) . . . . ?
C18 C14 C15 C16 -0.5(4) . . . . ?
C20 C17 C19 C18 -74.1(3) . . . . ?
C21 C17 C19 C18 165.6(2) . . . . ?
C22 C10 C11 C12 -177.7(3) . . . . ?
O6 C38 C39 C40 149.1(3) . . . . ?
N00F N6 C30 C31 -113.0(4) . . . . ?
N00F N6 C30 C35 66.3(4) . . . . ?
N00F N6 C45 OA 178.3(10) . . . . ?
N00F N6 C45 C00{ -1.4(10) . . . . ?
N00F N7 C46 C47 -175.7(6) . . . . ?
N00F N7 C46 C00{ 3.0(8) . . . . ?
N4 N5 N6 C29 6.6(8) . . . . ?
N4 N5 N6 C30 -172.4(5) . . . . ?
N5 N4 C23 C24 177.0(5) . . . . ?
N5 N4 C23 C28 -2.3(7) . . . . ?
N5 N6 C29 O4 176.6(6) . . . . ?
N5 N6 C29 C28 -5.0(7) . . . . ?
N5 N6 C30 C31 63.6(4) . . . . ?
N5 N6 C30 C35 -117.1(4) . . . . ?
N6 N00F N7 C46 -4.8(10) . . . . ?
N6 C30 C31 C32 -179.9(2) . . . . ?
N6 C30 C35 C34 -179.0(2) . . . . ?
N6 C30 C35 C36 2.6(4) . . . . ?
N7 N00F N6 C30 177.0(6) . . . . ?
N7 N00F N6 C45 4.4(10) . . . . ?
N7 C46 C00{ C01L -178.7(6) . . . . ?
N7 C46 C00{ C45 0.2(6) . . . . ?
C0 C47 C46 N7 178.8(6) . . . . ?
C0 C47 C46 C00{ 0.0 . . . . ?
C47 C0 C48 C01L 0.0 . . . . ?
C47 C46 C00{ C01L 0.0 . . . . ?
C47 C46 C00{ C45 178.9(7) . . . . ?
C46 C00{ C01L C48 0.0 . . . . ?
C46 C00{ C45 OA 179.5(12) . . . . ?
C46 C00{ C45 N6 -0.8(10) . . . . ?
C00{ C01L C48 C0 0.0 . . . . ?
C01L C00{ C45 OA -1.5(17) . . . . ?
C01L C00{ C45 N6 178.2(5) . . . . ?
C48 C0 C47 C46 0.0 . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C25 C24 C23 N4 -179.3(4) . . . . ?
C25 C24 C23 C28 0.0 . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C26 C27 C28 C23 0.0 . . . . ?
C26 C27 C28 C29 175.3(5) . . . . ?
C27 C28 C23 N4 179.2(4) . . . . ?
C27 C28 C23 C24 0.0 . . . . ?
C27 C28 C29 O4 3.1(8) . . . . ?
C27 C28 C29 N6 -175.1(3) . . . . ?
C23 N4 N5 N6 -2.6(9) . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C23 C28 C29 O4 178.5(6) . . . . ?
C23 C28 C29 N6 0.2(6) . . . . ?
C29 N6 C30 C31 -115.2(4) . . . . ?
C29 N6 C30 C35 64.0(5) . . . . ?
C29 C28 C23 N4 3.8(4) . . . . ?
C29 C28 C23 C24 -175.5(5) . . . . ?
C30 N6 C29 O4 -4.8(8) . . . . ?
C30 N6 C29 C28 173.6(3) . . . . ?
C30 N6 C45 OA 7.9(15) . . . . ?
C30 N6 C45 C00{ -171.8(4) . . . . ?
C30 C31 C32 C33 -1.1(4) . . . . ?
C30 C31 C32 C37 -179.7(2) . . . . ?
C30 C35 C36 C38 -117.2(3) . . . . ?
C30 C35 C36 C42 64.5(3) . . . . ?
C31 C30 C35 C34 0.2(4) . . . . ?
C31 C30 C35 C36 -178.2(2) . . . . ?
C31 C32 C33 C34 0.2(4) . . . . ?
C32 C33 C34 C35 0.8(4) . . . . ?
C33 C34 C35 C30 -1.0(4) . . . . ?
C33 C34 C35 C36 177.4(2) . . . . ?
C34 C35 C36 C38 64.5(3) . . . . ?
C34 C35 C36 C42 -113.8(3) . . . . ?
C35 C30 C31 C32 0.9(4) . . . . ?
C35 C36 C38 O6 4.0(4) . . . . ?
C35 C36 C38 C39 -171.0(3) . . . . ?
C35 C36 C42 O5 3.3(4) . . . . ?
C35 C36 C42 C41 -178.7(3) . . . . ?
C36 C38 C39 C40 -35.8(4) . . . . ?
C37 C32 C33 C34 178.9(2) . . . . ?
C38 C36 C42 O5 -175.0(2) . . . . ?
C38 C36 C42 C41 3.0(4) . . . . ?
C38 C39 C40 C41 51.6(4) . . . . ?
C38 C39 C40 C43 -66.5(3) . . . . ?
C38 C39 C40 C44 175.6(3) . . . . ?
C39 C40 C41 C42 -41.5(4) . . . . ?
C40 C41 C42 O5 -166.4(3) . . . . ?
C40 C41 C42 C36 15.6(4) . . . . ?
C42 C36 C38 O6 -177.7(3) . . . . ?
C42 C36 C38 C39 7.3(4) . . . . ?
C43 C40 C41 C42 76.1(3) . . . . ?
C44 C40 C41 C42 -165.6(3) . . . . ?
C45 N6 C30 C31 58.9(7) . . . . ?
C45 N6 C30 C35 -121.8(6) . . . . ?
C45 C00{ C01L C48 -178.9(7) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.197 0.524 0.315 69.4 6.3 ?
2 0.197 0.476 0.685 69.4 6.3 ?
3 0.303 0.976 0.815 69.4 6.3 ?
4 0.697 0.024 0.185 69.4 6.3 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_date_sample_data_collection 2023-10-13
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.589
_oxdiff_exptl_absorpt_empirical_full_min 0.537
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_5067
_database_code_depnum_ccdc_archive 'CCDC 2377170'
loop_
_audit_author_name
_audit_author_address
BMZB
;Guangdong Pharmaceutical University
China
;
_audit_update_record             
;
2024-08-13 deposited with the CCDC.	2024-10-14 downloaded from the CCDC.
;
_audit_creation_date             2024-02-24
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H Cl3, C19 H17 N3 O3'
_chemical_formula_sum            'C20 H18 Cl3 N3 O3'
_chemical_formula_weight         454.72
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   10.2448(4)
_cell_length_b                   14.5349(5)
_cell_length_c                   14.7931(5)
_cell_angle_alpha                70.151(3)
_cell_angle_beta                 89.702(3)
_cell_angle_gamma                85.415(3)
_cell_volume                     2064.74(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6390
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.8370
_cell_measurement_theta_min      3.1340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.254
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14771
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.763
_diffrn_reflns_theta_min         3.177
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00  31.00   1.00    1.00    --  -40.73  38.00 120.00   93
  2  ω    -65.00  32.00   1.00    1.00    --  -40.73  57.00 -30.00   97
  3  ω     46.00  80.00   1.00    1.00    --   40.73 -99.00  90.00   34
  4  ω     23.00  63.00   1.00    1.00    --   40.73-125.00  30.00   40
  5  ω     35.00  72.00   1.00    1.00    --  107.58 -61.00 150.00   37
  6  ω     33.00 108.00   1.00    1.00    --  107.58 -94.00 150.00   75
  7  ω     35.00 122.00   1.00    1.00    --  107.58-125.00 120.00   87
  8  ω     32.00 135.00   1.00    1.00    --  107.58 -77.00 -60.00  103
  9  ω     76.00 105.00   1.00    1.00    --  107.58 -94.00 -90.00   29
 10  ω     66.00 118.00   1.00    1.00    --  107.58 -30.00-120.00   52
 11  ω     82.00 178.00   1.00    1.00    --  107.58  45.00 -60.00   96
 12  ω    100.00 127.00   1.00    1.00    --  107.58 125.00 -30.00   27
 13  ω    104.00 152.00   1.00    1.00    --  107.58 125.00-120.00   48
 14  ω     78.00 177.00   1.00    1.00    --  107.58  61.00  30.00   99
 15  ω    119.00 166.00   1.00    1.00    --  107.58   0.00  90.00   47
 16  ω     55.00  84.00   1.00    1.00    --  107.58   0.00  90.00   29
 17  ω     46.00  73.00   1.00    1.00    --  107.58 -94.00 -90.00   27
 18  ω     26.00  98.00   1.00    1.00    --  107.58 -94.00-120.00   72
 19  ω   -109.00 -15.00   1.00    1.00    --  -40.73 -57.00-180.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0295529000
_diffrn_orient_matrix_UB_12      -0.0009671000
_diffrn_orient_matrix_UB_13      0.1025203000
_diffrn_orient_matrix_UB_21      -0.1264590000
_diffrn_orient_matrix_UB_22      0.0668557000
_diffrn_orient_matrix_UB_23      -0.0378988000
_diffrn_orient_matrix_UB_31      -0.0768471000
_diffrn_orient_matrix_UB_32      -0.0911900000
_diffrn_orient_matrix_UB_33      0.0178502000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6834
_reflns_number_total             8122
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.088
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         8122
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0590
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0929P)²+0.7245P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1578
_refine_ls_wR_factor_ref         0.1692
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Rigid bond restraints
 C16, C17
 with sigma for 1-2 distances of 0.0008 and sigma for 1-3 distances of 0.0008
3. Uiso/Uaniso restraints and constraints
C17 \\sim C16: within 2A with sigma of 0.0006 and sigma for terminal atoms of
0.0012 within 2A
4.a Ternary CH refined with riding coordinates:
 C40(H40), C39(H39)
4.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C35(H35A,H35B), C36(H36A,
 H36B), C37(H37A,H37B)
4.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2A), C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11),
 C12(H12), N4(H4A), N5(H5A), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25),
 C28(H28), C29(H29), C30(H30), C31(H31)
;
_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
Cl1 Cl 0.10268(8) 0.08400(6) -0.02247(7) 0.0544(2) Uani 1 1 d . . . . .
Cl2 Cl 0.32163(11) 0.08353(8) -0.14539(7) 0.0700(3) Uani 1 1 d . . . . .
Cl3 Cl 0.36420(9) 0.08911(7) 0.04527(7) 0.0609(2) Uani 1 1 d . . . . .
C40 C 0.2557(3) 0.1259(2) -0.0549(2) 0.0413(6) Uani 1 1 d . . . . .
H40 H 0.245645 0.199315 -0.080903 0.050 Uiso 1 1 calc R U . . .
Cl4 Cl 0.17989(7) 0.33102(5) 0.03002(5) 0.04462(19) Uani 1 1 d . . . . .
Cl5 Cl 0.45765(8) 0.34557(7) 0.04461(6) 0.0538(2) Uani 1 1 d . . . . .
Cl6 Cl 0.27427(9) 0.45620(6) 0.12544(6) 0.0555(2) Uani 1 1 d . . . . .
C39 C 0.3068(3) 0.3463(2) 0.10183(19) 0.0385(6) Uani 1 1 d . . . . .
H39 H 0.311404 0.290418 0.164255 0.046 Uiso 1 1 calc R U . . .
O1 O 0.80108(18) 0.29525(15) 0.62490(14) 0.0381(4) Uani 1 1 d . . . . .
O2 O 0.6008(2) 0.42054(16) 0.45998(16) 0.0480(5) Uani 1 1 d . . . . .
O3 O 0.79024(19) 0.66435(16) 0.20914(14) 0.0414(5) Uani 1 1 d . . . . .
N1 N 0.9550(2) 0.30530(16) 0.73070(16) 0.0331(5) Uani 1 1 d . . . . .
H1 H 1.035007 0.321603 0.735136 0.040 Uiso 1 1 calc R U . . .
N2 N 0.8517(2) 0.43190(16) 0.44683(16) 0.0300(4) Uani 1 1 d . . . . .
H2 H 0.786(4) 0.403(3) 0.485(3) 0.078(14) Uiso 1 1 d . . . . .
N3 N 0.8285(2) 0.50508(16) 0.36731(15) 0.0295(4) Uani 1 1 d . . . . .
C1 C 0.8833(2) 0.27686(18) 0.81617(19) 0.0309(5) Uani 1 1 d . . . . .
C2 C 0.9069(3) 0.3196(2) 0.8846(2) 0.0388(6) Uani 1 1 d . . . . .
H2A H 0.966753 0.368875 0.871992 0.047 Uiso 1 1 calc R U . . .
C3 C 0.8431(3) 0.2904(3) 0.9716(2) 0.0497(8) Uani 1 1 d . . . . .
H3 H 0.860133 0.319402 1.018576 0.060 Uiso 1 1 calc R U . . .
C4 C 0.7550(3) 0.2195(2) 0.9902(2) 0.0495(8) Uani 1 1 d . . . . .
H4 H 0.710812 0.199944 1.049544 0.059 Uiso 1 1 calc R U . . .
C5 C 0.7317(3) 0.1772(2) 0.9219(2) 0.0477(7) Uani 1 1 d . . . . .
H5 H 0.671617 0.128052 0.934677 0.057 Uiso 1 1 calc R U . . .
C6 C 0.7949(3) 0.2055(2) 0.8352(2) 0.0394(6) Uani 1 1 d . . . . .
H6 H 0.777684 0.176162 0.788534 0.047 Uiso 1 1 calc R U . . .
C7 C 0.9128(2) 0.30995(18) 0.6427(2) 0.0308(5) Uani 1 1 d . . . . .
C8 C 1.0144(2) 0.33306(18) 0.5668(2) 0.0314(5) Uani 1 1 d . . . . .
C9 C 1.1431(3) 0.2932(2) 0.5890(2) 0.0383(6) Uani 1 1 d . . . . .
H9 H 1.166831 0.252814 0.652991 0.046 Uiso 1 1 calc R U . . .
C10 C 1.2373(3) 0.3117(2) 0.5185(3) 0.0468(8) Uani 1 1 d . . . . .
H10 H 1.324852 0.283995 0.534303 0.056 Uiso 1 1 calc R U . . .
C11 C 1.2034(3) 0.3702(2) 0.4257(3) 0.0469(7) Uani 1 1 d . . . . .
H11 H 1.267431 0.381303 0.377296 0.056 Uiso 1 1 calc R U . . .
C12 C 1.0773(3) 0.4129(2) 0.4021(2) 0.0387(6) Uani 1 1 d . . . . .
H12 H 1.055521 0.455721 0.338650 0.046 Uiso 1 1 calc R U . . .
C13 C 0.9822(2) 0.39259(19) 0.4723(2) 0.0308(5) Uani 1 1 d . . . . .
C14 C 0.7066(2) 0.53737(19) 0.33775(18) 0.0303(5) Uani 1 1 d . . . . .
C15 C 0.6943(3) 0.6234(2) 0.24843(19) 0.0364(6) Uani 1 1 d . . . . .
C16 C 0.5592(3) 0.6635(3) 0.2079(3) 0.0570(7) Uani 1 1 d . U . . .
H16A H 0.530095 0.717957 0.231209 0.068 Uiso 1 1 calc R U . . .
H16B H 0.564059 0.691451 0.137016 0.068 Uiso 1 1 calc R U . . .
C17 C 0.4605(3) 0.5928(3) 0.2319(3) 0.0590(7) Uani 1 1 d . U . . .
H17A H 0.478298 0.545867 0.197155 0.071 Uiso 1 1 calc R U . . .
H17B H 0.373164 0.627724 0.210291 0.071 Uiso 1 1 calc R U . . .
C18 C 0.4590(3) 0.5365(3) 0.3394(3) 0.0702(12) Uani 1 1 d . . . . .
H18A H 0.421728 0.581570 0.371991 0.084 Uiso 1 1 calc R U . . .
H18B H 0.399936 0.483277 0.350603 0.084 Uiso 1 1 calc R U . . .
C19 C 0.5898(3) 0.4925(2) 0.3849(2) 0.0420(7) Uani 1 1 d . . . . .
O4 O 0.45910(17) 0.25719(13) 0.35033(14) 0.0350(4) Uani 1 1 d . . . . .
O5 O 0.2233(2) 0.18144(15) 0.27742(14) 0.0424(5) Uani 1 1 d . . . . .
O6 O 0.09160(19) -0.11484(14) 0.49121(14) 0.0402(5) Uani 1 1 d . . . . .
N4 N 0.67709(19) 0.22834(14) 0.39238(15) 0.0267(4) Uani 1 1 d . . . . .
H4A H 0.732124 0.191113 0.438076 0.032 Uiso 1 1 calc R U . . .
N5 N 0.32985(19) 0.09751(14) 0.44806(14) 0.0256(4) Uani 1 1 d . . . . .
H5A H 0.332648 0.145904 0.392915 0.031 Uiso 1 1 calc R U . . .
N6 N 0.24565(19) 0.03181(14) 0.46047(14) 0.0240(4) Uani 1 1 d . . . . .
C20 C 0.7343(2) 0.29272(17) 0.30920(17) 0.0263(5) Uani 1 1 d . . . . .
C21 C 0.6628(3) 0.3588(2) 0.23202(19) 0.0343(6) Uani 1 1 d . . . . .
H21 H 0.569836 0.362147 0.231646 0.041 Uiso 1 1 calc R U . . .
C22 C 0.7276(3) 0.4202(2) 0.1550(2) 0.0395(6) Uani 1 1 d . . . . .
H22 H 0.678165 0.465617 0.102245 0.047 Uiso 1 1 calc R U . . .
C23 C 0.8625(3) 0.4163(2) 0.15412(19) 0.0365(6) Uani 1 1 d . . . . .
H23 H 0.905899 0.458604 0.101210 0.044 Uiso 1 1 calc R U . . .
C24 C 0.9337(3) 0.3500(2) 0.2310(2) 0.0335(6) Uani 1 1 d . . . . .
H24 H 1.026674 0.346287 0.230711 0.040 Uiso 1 1 calc R U . . .
C25 C 0.8705(2) 0.28879(18) 0.30874(18) 0.0290(5) Uani 1 1 d . . . . .
H25 H 0.920239 0.244077 0.361772 0.035 Uiso 1 1 calc R U . . .
C26 C 0.5485(2) 0.21760(16) 0.40950(18) 0.0260(5) Uani 1 1 d . . . . .
C27 C 0.5207(2) 0.15033(17) 0.50865(17) 0.0252(5) Uani 1 1 d . . . . .
C28 C 0.5972(2) 0.14691(19) 0.58753(19) 0.0302(5) Uani 1 1 d . . . . .
H28 H 0.664143 0.190586 0.578824 0.036 Uiso 1 1 calc R U . . .
C29 C 0.5776(3) 0.0810(2) 0.67839(19) 0.0349(6) Uani 1 1 d . . . . .
H29 H 0.629507 0.080223 0.731692 0.042 Uiso 1 1 calc R U . . .
C30 C 0.4813(3) 0.0161(2) 0.69086(18) 0.0325(5) Uani 1 1 d . . . . .
H30 H 0.471940 -0.032494 0.752021 0.039 Uiso 1 1 calc R U . . .
C31 C 0.3989(2) 0.02130(18) 0.61545(17) 0.0277(5) Uani 1 1 d . . . . .
H31 H 0.330741 -0.021519 0.625556 0.033 Uiso 1 1 calc R U . . .
C32 C 0.4158(2) 0.08955(16) 0.52428(17) 0.0241(5) Uani 1 1 d . . . . .
C33 C 0.1615(2) 0.03681(17) 0.39175(17) 0.0254(5) Uani 1 1 d . . . . .
C34 C 0.1516(2) 0.11393(18) 0.29686(18) 0.0303(5) Uani 1 1 d . . . . .
C35 C 0.0534(3) 0.1070(2) 0.2245(2) 0.0400(6) Uani 1 1 d . . . . .
H35A H 0.096382 0.071232 0.184685 0.048 Uiso 1 1 calc R U . . .
H35B H 0.023811 0.174031 0.181348 0.048 Uiso 1 1 calc R U . . .
C36 C -0.0660(3) 0.0546(2) 0.2718(2) 0.0456(7) Uani 1 1 d . . . . .
H36A H -0.115253 0.094015 0.305630 0.055 Uiso 1 1 calc R U . . .
H36B H -0.124726 0.048154 0.221706 0.055 Uiso 1 1 calc R U . . .
C37 C -0.0242(3) -0.0457(2) 0.3422(2) 0.0367(6) Uani 1 1 d . . . . .
H37A H -0.102395 -0.074947 0.376195 0.044 Uiso 1 1 calc R U . . .
H37B H 0.011200 -0.087900 0.306019 0.044 Uiso 1 1 calc R U . . .
C38 C 0.0771(2) -0.04641(18) 0.41571(18) 0.0292(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C40 1.734(3) . ?
Cl2 C40 1.764(3) . ?
Cl3 C40 1.761(3) . ?
C40 H40 1.0000 . ?
Cl4 C39 1.757(3) . ?
Cl5 C39 1.760(3) . ?
Cl6 C39 1.754(3) . ?
C39 H39 1.0000 . ?
O1 C7 1.227(3) . ?
O2 C19 1.238(4) . ?
O3 C15 1.229(3) . ?
N1 H1 0.8800 . ?
N1 C1 1.412(3) . ?
N1 C7 1.352(3) . ?
N2 H2 0.91(4) . ?
N2 N3 1.298(3) . ?
N2 C13 1.411(3) . ?
N3 C14 1.320(3) . ?
C1 C2 1.387(4) . ?
C1 C6 1.387(4) . ?
C2 H2A 0.9500 . ?
C2 C3 1.389(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.382(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.499(4) . ?
C8 C9 1.391(4) . ?
C8 C13 1.396(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.390(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.376(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.380(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.393(4) . ?
C14 C15 1.477(4) . ?
C14 C19 1.467(4) . ?
C15 C16 1.503(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.456(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.522(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.496(5) . ?
O4 C26 1.232(3) . ?
O5 C34 1.227(3) . ?
O6 C38 1.218(3) . ?
N4 H4A 0.8800 . ?
N4 C20 1.425(3) . ?
N4 C26 1.351(3) . ?
N5 H5A 0.8800 . ?
N5 N6 1.304(3) . ?
N5 C32 1.402(3) . ?
N6 C33 1.316(3) . ?
C20 C21 1.383(4) . ?
C20 C25 1.392(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.389(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.379(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.381(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.386(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.502(3) . ?
C27 C28 1.394(3) . ?
C27 C32 1.414(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.385(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.388(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.380(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.396(3) . ?
C33 C34 1.467(3) . ?
C33 C38 1.486(3) . ?
C34 C35 1.506(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.531(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C37 1.506(4) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.504(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 C40 Cl2 110.89(17) . . ?
Cl1 C40 Cl3 111.02(16) . . ?
Cl1 C40 H40 108.3 . . ?
Cl2 C40 H40 108.3 . . ?
Cl3 C40 Cl2 109.88(17) . . ?
Cl3 C40 H40 108.3 . . ?
Cl4 C39 Cl5 110.22(16) . . ?
Cl4 C39 H39 108.6 . . ?
Cl5 C39 H39 108.6 . . ?
Cl6 C39 Cl4 110.04(17) . . ?
Cl6 C39 Cl5 110.61(15) . . ?
Cl6 C39 H39 108.6 . . ?
C1 N1 H1 116.8 . . ?
C7 N1 H1 116.8 . . ?
C7 N1 C1 126.4(2) . . ?
N3 N2 H2 122(3) . . ?
N3 N2 C13 119.0(2) . . ?
C13 N2 H2 119(3) . . ?
N2 N3 C14 120.1(2) . . ?
C2 C1 N1 118.2(2) . . ?
C2 C1 C6 119.4(3) . . ?
C6 C1 N1 122.4(3) . . ?
C1 C2 H2A 120.0 . . ?
C1 C2 C3 120.1(3) . . ?
C3 C2 H2A 120.0 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.7(3) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 120.0(3) . . ?
C5 C6 H6 120.0 . . ?
O1 C7 N1 123.7(3) . . ?
O1 C7 C8 121.5(2) . . ?
N1 C7 C8 114.8(2) . . ?
C9 C8 C7 120.2(3) . . ?
C9 C8 C13 118.6(3) . . ?
C13 C8 C7 121.2(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.7(3) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.9(3) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.7(3) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.4(3) . . ?
C13 C12 H12 120.3 . . ?
C8 C13 N2 120.0(2) . . ?
C12 C13 N2 119.3(3) . . ?
C12 C13 C8 120.7(3) . . ?
N3 C14 C15 114.4(2) . . ?
N3 C14 C19 124.9(3) . . ?
C19 C14 C15 120.6(2) . . ?
O3 C15 C14 121.9(2) . . ?
O3 C15 C16 119.9(3) . . ?
C14 C15 C16 118.1(2) . . ?
C15 C16 H16A 108.5 . . ?
C15 C16 H16B 108.5 . . ?
H16A C16 H16B 107.5 . . ?
C17 C16 C15 115.3(3) . . ?
C17 C16 H16A 108.5 . . ?
C17 C16 H16B 108.4 . . ?
C16 C17 H17A 109.3 . . ?
C16 C17 H17B 109.2 . . ?
C16 C17 C18 111.9(3) . . ?
H17A C17 H17B 107.9 . . ?
C18 C17 H17A 109.3 . . ?
C18 C17 H17B 109.2 . . ?
C17 C18 H18A 108.5 . . ?
C17 C18 H18B 108.5 . . ?
H18A C18 H18B 107.5 . . ?
C19 C18 C17 115.1(3) . . ?
C19 C18 H18A 108.5 . . ?
C19 C18 H18B 108.5 . . ?
O2 C19 C14 120.3(3) . . ?
O2 C19 C18 121.9(3) . . ?
C14 C19 C18 117.8(3) . . ?
C20 N4 H4A 116.1 . . ?
C26 N4 H4A 116.1 . . ?
C26 N4 C20 127.8(2) . . ?
N6 N5 H5A 120.6 . . ?
N6 N5 C32 118.72(19) . . ?
C32 N5 H5A 120.6 . . ?
N5 N6 C33 121.1(2) . . ?
C21 C20 N4 124.0(2) . . ?
C21 C20 C25 119.4(2) . . ?
C25 C20 N4 116.5(2) . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.8(3) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 121.0(3) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.2(2) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.5(2) . . ?
C25 C24 H24 119.8 . . ?
C20 C25 H25 119.9 . . ?
C24 C25 C20 120.1(2) . . ?
C24 C25 H25 119.9 . . ?
O4 C26 N4 124.7(2) . . ?
O4 C26 C27 121.1(2) . . ?
N4 C26 C27 114.3(2) . . ?
C28 C27 C26 120.7(2) . . ?
C28 C27 C32 118.5(2) . . ?
C32 C27 C26 120.8(2) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.2(2) . . ?
C29 C28 H28 119.4 . . ?
C28 C29 H29 120.3 . . ?
C28 C29 C30 119.4(2) . . ?
C30 C29 H29 120.3 . . ?
C29 C30 H30 119.6 . . ?
C31 C30 C29 120.8(2) . . ?
C31 C30 H30 119.6 . . ?
C30 C31 H31 120.0 . . ?
C30 C31 C32 119.9(2) . . ?
C32 C31 H31 120.0 . . ?
N5 C32 C27 119.9(2) . . ?
C31 C32 N5 120.3(2) . . ?
C31 C32 C27 119.8(2) . . ?
N6 C33 C34 124.9(2) . . ?
N6 C33 C38 114.3(2) . . ?
C34 C33 C38 120.8(2) . . ?
O5 C34 C33 120.2(2) . . ?
O5 C34 C35 121.4(2) . . ?
C33 C34 C35 118.4(2) . . ?
C34 C35 H35A 109.1 . . ?
C34 C35 H35B 109.1 . . ?
C34 C35 C36 112.6(2) . . ?
H35A C35 H35B 107.8 . . ?
C36 C35 H35A 109.1 . . ?
C36 C35 H35B 109.1 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 108.1 . . ?
C37 C36 C35 110.6(3) . . ?
C37 C36 H36A 109.5 . . ?
C37 C36 H36B 109.5 . . ?
C36 C37 H37A 108.6 . . ?
C36 C37 H37B 108.7 . . ?
H37A C37 H37B 107.6 . . ?
C38 C37 C36 114.5(2) . . ?
C38 C37 H37A 108.6 . . ?
C38 C37 H37B 108.6 . . ?
O6 C38 C33 121.4(2) . . ?
O6 C38 C37 120.6(2) . . ?
C33 C38 C37 118.0(2) . . ?

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 C7 C8 C9 -140.3(3) . . . . ?
O1 C7 C8 C13 38.1(4) . . . . ?
O3 C15 C16 C17 155.9(3) . . . . ?
N1 C1 C2 C3 -177.0(3) . . . . ?
N1 C1 C6 C5 177.0(3) . . . . ?
N1 C7 C8 C9 38.7(3) . . . . ?
N1 C7 C8 C13 -143.0(2) . . . . ?
N2 N3 C14 C15 177.6(2) . . . . ?
N2 N3 C14 C19 -4.4(4) . . . . ?
N3 N2 C13 C8 163.0(2) . . . . ?
N3 N2 C13 C12 -17.8(3) . . . . ?
N3 C14 C15 O3 -4.3(4) . . . . ?
N3 C14 C15 C16 178.3(3) . . . . ?
N3 C14 C19 O2 2.4(5) . . . . ?
N3 C14 C19 C18 -177.7(3) . . . . ?
C1 N1 C7 O1 4.7(4) . . . . ?
C1 N1 C7 C8 -174.3(2) . . . . ?
C1 C2 C3 C4 -0.6(5) . . . . ?
C2 C1 C6 C5 -0.4(4) . . . . ?
C2 C3 C4 C5 0.5(5) . . . . ?
C3 C4 C5 C6 -0.4(5) . . . . ?
C4 C5 C6 C1 0.4(5) . . . . ?
C6 C1 C2 C3 0.5(4) . . . . ?
C7 N1 C1 C2 -148.2(3) . . . . ?
C7 N1 C1 C6 34.3(4) . . . . ?
C7 C8 C9 C10 178.0(2) . . . . ?
C7 C8 C13 N2 -0.2(3) . . . . ?
C7 C8 C13 C12 -179.4(2) . . . . ?
C8 C9 C10 C11 0.1(4) . . . . ?
C9 C8 C13 N2 178.2(2) . . . . ?
C9 C8 C13 C12 -1.0(4) . . . . ?
C9 C10 C11 C12 1.6(4) . . . . ?
C10 C11 C12 C13 -3.0(4) . . . . ?
C11 C12 C13 N2 -176.5(2) . . . . ?
C11 C12 C13 C8 2.7(4) . . . . ?
C13 N2 N3 C14 174.0(2) . . . . ?
C13 C8 C9 C10 -0.4(4) . . . . ?
C14 C15 C16 C17 -26.7(5) . . . . ?
C15 C14 C19 O2 -179.7(3) . . . . ?
C15 C14 C19 C18 0.2(4) . . . . ?
C15 C16 C17 C18 50.7(5) . . . . ?
C16 C17 C18 C19 -50.1(5) . . . . ?
C17 C18 C19 O2 -155.5(4) . . . . ?
C17 C18 C19 C14 24.5(5) . . . . ?
C19 C14 C15 O3 177.6(3) . . . . ?
C19 C14 C15 C16 0.2(4) . . . . ?
O4 C26 C27 C28 -145.5(2) . . . . ?
O4 C26 C27 C32 34.1(3) . . . . ?
O5 C34 C35 C36 -151.4(3) . . . . ?
N4 C20 C21 C22 178.5(2) . . . . ?
N4 C20 C25 C24 -179.1(2) . . . . ?
N4 C26 C27 C28 35.5(3) . . . . ?
N4 C26 C27 C32 -145.0(2) . . . . ?
N5 N6 C33 C34 -0.4(4) . . . . ?
N5 N6 C33 C38 177.0(2) . . . . ?
N6 N5 C32 C27 170.4(2) . . . . ?
N6 N5 C32 C31 -9.1(3) . . . . ?
N6 C33 C34 O5 -1.6(4) . . . . ?
N6 C33 C34 C35 177.6(2) . . . . ?
N6 C33 C38 O6 -3.5(4) . . . . ?
N6 C33 C38 C37 178.6(2) . . . . ?
C20 N4 C26 O4 6.7(4) . . . . ?
C20 N4 C26 C27 -174.3(2) . . . . ?
C20 C21 C22 C23 0.2(4) . . . . ?
C21 C20 C25 C24 -0.6(4) . . . . ?
C21 C22 C23 C24 0.1(4) . . . . ?
C22 C23 C24 C25 -0.6(4) . . . . ?
C23 C24 C25 C20 0.9(4) . . . . ?
C25 C20 C21 C22 0.1(4) . . . . ?
C26 N4 C20 C21 2.4(4) . . . . ?
C26 N4 C20 C25 -179.2(2) . . . . ?
C26 C27 C28 C29 -176.1(2) . . . . ?
C26 C27 C32 N5 -5.2(3) . . . . ?
C26 C27 C32 C31 174.3(2) . . . . ?
C27 C28 C29 C30 1.0(4) . . . . ?
C28 C27 C32 N5 174.3(2) . . . . ?
C28 C27 C32 C31 -6.2(3) . . . . ?
C28 C29 C30 C31 -4.8(4) . . . . ?
C29 C30 C31 C32 2.9(4) . . . . ?
C30 C31 C32 N5 -177.9(2) . . . . ?
C30 C31 C32 C27 2.6(4) . . . . ?
C32 N5 N6 C33 178.9(2) . . . . ?
C32 C27 C28 C29 4.4(4) . . . . ?
C33 C34 C35 C36 29.5(4) . . . . ?
C34 C33 C38 O6 174.0(2) . . . . ?
C34 C33 C38 C37 -3.8(4) . . . . ?
C34 C35 C36 C37 -55.6(4) . . . . ?
C35 C36 C37 C38 52.8(4) . . . . ?
C36 C37 C38 O6 158.7(3) . . . . ?
C36 C37 C38 C33 -23.5(4) . . . . ?
C38 C33 C34 O5 -178.8(3) . . . . ?
C38 C33 C34 C35 0.3(4) . . . . ?

_olex2_date_sample_data_collection 2024-02-23
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.001
_oxdiff_exptl_absorpt_empirical_full_min 0.665
