# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 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_sqh
_database_code_depnum_ccdc_archive 'CCDC 2324687'
loop_
_audit_author_name
_audit_author_address
'Weihan Guo'
;Nanchang University
China
;
_audit_update_record             
;
2024-01-10 deposited with the CCDC.	2024-06-21 downloaded from the CCDC.
;
_audit_creation_date             2022-04-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H2 Cl2, 2(C29 H20 N4 O2)'
_chemical_formula_sum            'C59 H42 Cl2 N8 O4'
_chemical_formula_weight         997.90
_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 0.0033 0.0016 '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 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   9.0156(3)
_cell_length_b                   20.3822(6)
_cell_length_c                   14.0318(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.518(3)
_cell_angle_gamma                90
_cell_volume                     2556.29(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9989
_cell_measurement_temperature    300.00
_cell_measurement_theta_max      28.0000
_cell_measurement_theta_min      3.7570
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.973
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88381
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.121a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1036
_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  0.0231
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.900
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            28155
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.900
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.354
_diffrn_reflns_theta_min         3.337
_diffrn_ambient_temperature      300.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0353
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -33.00  51.00   1.00   10.99    --  -15.92  57.00 120.00   84
  2  ω    -10.00  42.00   1.00   10.99    --   16.85  77.00   0.00   52
  3  ω    -10.00  42.00   1.00   10.99    --   16.85  77.00 120.00   52
  4  ω      0.00  84.00   1.00   10.99    --   16.85  57.00 -90.00   84
  5  ω    -35.00  53.00   1.00   10.99    --  -15.92  37.00-120.00   88
  6  ω     39.00  89.00   1.00   10.99    --   16.85 178.00 120.00   50
  7  ω    -50.00  34.00   1.00   10.99    --   16.85 -57.00 -60.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0284724000
_diffrn_orient_matrix_UB_12      -0.0243882000
_diffrn_orient_matrix_UB_13      0.0335868000
_diffrn_orient_matrix_UB_21      -0.0231863000
_diffrn_orient_matrix_UB_22      -0.0247652000
_diffrn_orient_matrix_UB_23      -0.0342520000
_diffrn_orient_matrix_UB_31      0.0703264000
_diffrn_orient_matrix_UB_32      0.0017206000
_diffrn_orient_matrix_UB_33      -0.0173287000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4870
_reflns_number_total             6343
_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 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         6343
_refine_ls_number_restraints     625
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0515
_refine_ls_restrained_S_all      1.055
_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)+(0.0520P)²+0.7484P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1224
_refine_ls_wR_factor_ref         0.1319
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 Cl1-C30
 1.78 with sigma of 0.02
 Cl2-C30
 1.77 with sigma of 0.02
 Cl1-C30 = Cl2-C30
 1.771 with sigma of 0.01
 Cl1-Cl2
 2.916 with sigma of 0.03
 Cl1-Cl2
 2.92 with sigma of 0.04
 C18-C23 \\sim C18A-C23A
 with sigma of 0.02
 C18-C17 \\sim C18A-C17
 with sigma of 0.02
 C17-C18 \\sim C18A-C17
 with sigma of 0.02
 C18-C19 \\sim C18A-C19A
 with sigma of 0.02
 C18-C22 \\sim C18A-C22A
 with sigma of 0.04
 C18-C20 \\sim C18A-C20A
 with sigma of 0.04
 C16-C15 \\sim C16A-C15A
 with sigma of 0.02
 C15-C14 \\sim C15A-C14A
 with sigma of 0.02
 C12-C14 \\sim C12A-C14A
 with sigma of 0.04
 C11-C15 \\sim C11A-C15A
 with sigma of 0.04
 C16-C12 \\sim C16A-C12A
 with sigma of 0.04
 C19-C20 \\sim C19A-C20A
 with sigma of 0.02
 C23-C22 \\sim C23A-C22A
 with sigma of 0.02
 C10-C16 \\sim C10-C16A
 with sigma of 0.04
 C22-C21 \\sim C22A-C21A
 with sigma of 0.02
 C12-C13 \\sim C12A-C13A
 with sigma of 0.02
 C14-C13 \\sim C14A-C13A
 with sigma of 0.02
 C10-C12 \\sim C10-C12A
 with sigma of 0.04
 C17-C19 \\sim C17-C19A
 with sigma of 0.04
 C11-C13 \\sim C11A-C13A
 with sigma of 0.04
 C17-C23 \\sim C17-C23A
 with sigma of 0.04
 C16-C14 \\sim C16A-C14A
 with sigma of 0.04
 C19-C23 \\sim C19A-C23A
 with sigma of 0.04
 C15-C13 \\sim C15A-C13A
 with sigma of 0.04
 C19-C21 \\sim C19A-C21A
 with sigma of 0.04
 C11-C10 \\sim C11A-C10
 with sigma of 0.02
 C23-C21 \\sim C23A-C21A
 with sigma of 0.04
 C20-C21 \\sim C20A-C21A
 with sigma of 0.02
 C20-C22 \\sim C20A-C22A
 with sigma of 0.04
 C10-C11 \\sim C10-C11A
 with sigma of 0.02
 C11-C16 \\sim C11A-C16A
 with sigma of 0.02
 C11-C12 \\sim C11A-C12A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl1 \\sim Cl2 \\sim C30: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
C18 \\sim C18A \\sim C19 \\sim C19A \\sim C20 \\sim C20A \\sim C21 \\sim C21A
\\sim C22 \\sim C22A \\sim C23 \\sim C23A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
C11 \\sim C11A \\sim C12 \\sim C12A \\sim C13 \\sim C13A \\sim C14 \\sim C14A
\\sim C15 \\sim C15A \\sim C16 \\sim C16A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
Uanis(Cl1) \\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(Cl2) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 Cl1, Cl2, C30
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C17, C18A, C19A, C20A, C21A, C22A, C23A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C10, C11, C12, C13, C14, C15, C16
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C17, C18, C19, C20, C21, C22, C23
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C10, C11A, C12A, C13A, C14A, C15A, C16A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5. Others
 Sof(H17C)=Sof(H17D)=Sof(C18A)=Sof(C19A)=Sof(H19A)=Sof(C20A)=Sof(H20A)=
 Sof(C21A)=Sof(H21A)=Sof(C22A)=Sof(H22A)=Sof(C23A)=Sof(H23A)=1-FVAR(1)
 Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(C19)=Sof(H19)=Sof(C20)=Sof(H20)=Sof(C21)=
 Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=FVAR(1)
 Sof(H10C)=Sof(H10D)=Sof(C11A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=Sof(H13A)=
 Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(H15A)=Sof(C16A)=Sof(H16A)=1-FVAR(2)
 Sof(H10A)=Sof(H10B)=Sof(C11)=Sof(C12)=Sof(H12)=Sof(C13)=Sof(H13)=Sof(C14)=
 Sof(H14)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(H16)=FVAR(2)
 Fixed Sof: Cl1(0.5) Cl2(0.5) C30(0.5) H30A(0.5) H30B(0.5)
 Fixed Z: C18A(0.280459)
6.a Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C8(H8A,H8B), C10(H10A,H10B), C10(H10C,H10D), C17(H17A,H17B),
 C17(H17C,H17D)
6.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C12A(H12A), C13(H13), C13A(H13A), C14(H14), C14A(H14A), C15(H15),
 C15A(H15A), C16(H16), C16A(H16A), C19(H19), C19A(H19A), C20(H20), C20A(H20A),
 C21(H21), C21A(H21A), C22(H22), C22A(H22A), C23(H23), C23A(H23A), C26(H26),
 C27(H27), C28(H28), C29(H29)
;
_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
Cl1 Cl 0.1478(3) 0.5098(3) -0.0385(4) 0.1868(19) Uani 0.5 1 d D U P A -1
Cl2 Cl -0.0938(7) 0.4824(3) 0.0522(5) 0.262(3) Uani 0.5 1 d D U P A -1
C30 C -0.0438(7) 0.5168(4) -0.0564(5) 0.143(3) Uani 0.5 1 d D U P A -1
H30A H -0.087030 0.492034 -0.112284 0.171 Uiso 0.5 1 calc R U P A -1
H30B H -0.074860 0.562275 -0.063909 0.171 Uiso 0.5 1 calc R U P A -1
O1 O 0.54660(14) 0.41237(6) 0.47555(10) 0.0660(4) Uani 1 1 d . . . . .
O2 O 0.63779(14) 0.30169(6) 0.64399(10) 0.0676(4) Uani 1 1 d . . . . .
N1 N 0.4801(2) 0.15291(9) 0.71428(13) 0.0762(5) Uani 1 1 d . . . . .
N2 N 0.07300(17) 0.17885(8) 0.50611(12) 0.0619(4) Uani 1 1 d . . . . .
N3 N 0.25664(12) 0.45247(5) 0.34664(8) 0.0315(2) Uani 1 1 d . . . . .
N4 N 0.34318(12) 0.37807(5) 0.25628(8) 0.0337(3) Uani 1 1 d . . . . .
C1 C 0.49183(17) 0.36268(7) 0.50339(12) 0.0440(4) Uani 1 1 d . . . . .
C2 C 0.53620(17) 0.31118(7) 0.58127(12) 0.0440(4) Uani 1 1 d . . . . .
C3 C 0.39264(15) 0.27639(7) 0.54628(10) 0.0351(3) Uani 1 1 d . . . . .
C4 C 0.35689(15) 0.32459(6) 0.47622(10) 0.0343(3) Uani 1 1 d . . . . .
C5 C 0.33253(16) 0.21949(7) 0.57818(10) 0.0388(3) Uani 1 1 d . . . . .
C6 C 0.41396(19) 0.18246(8) 0.65391(13) 0.0493(4) Uani 1 1 d . . . . .
C7 C 0.18965(18) 0.19629(7) 0.53798(11) 0.0418(3) Uani 1 1 d . . . . .
C8 C 0.23020(15) 0.33554(7) 0.39802(10) 0.0344(3) Uani 1 1 d . . . . .
H8A H 0.208397 0.295282 0.362042 0.041 Uiso 1 1 calc R U . . .
H8B H 0.141325 0.348346 0.425597 0.041 Uiso 1 1 calc R U . . .
C9 C 0.27188(14) 0.38813(6) 0.33283(9) 0.0310(3) Uani 1 1 d . . . . .
C10 C 0.19642(16) 0.48483(7) 0.42735(10) 0.0356(3) Uani 1 1 d D . . . .
H10A H 0.275641 0.510103 0.463756 0.043 Uiso 0.421(12) 1 calc R U P B 1
H10B H 0.165104 0.451406 0.469701 0.043 Uiso 0.421(12) 1 calc R U P B 1
H10C H 0.271402 0.513980 0.460202 0.043 Uiso 0.579(12) 1 calc R U P B 2
H10D H 0.172324 0.452014 0.472978 0.043 Uiso 0.579(12) 1 calc R U P B 2
C11 C 0.0664(16) 0.5295(6) 0.3967(16) 0.0401(19) Uani 0.421(12) 1 d D U P B 1
C11A C 0.0570(11) 0.5237(4) 0.3910(11) 0.0365(13) Uani 0.579(12) 1 d D U P B 2
C12 C -0.0556(12) 0.5078(5) 0.3345(9) 0.0535(19) Uani 0.421(12) 1 d D U P B 1
H12 H -0.059792 0.465068 0.311163 0.064 Uiso 0.421(12) 1 calc R U P B 1
C12A C -0.0695(8) 0.4916(4) 0.3476(6) 0.0487(13) Uani 0.579(12) 1 d D U P B 2
H12A H -0.067795 0.446315 0.340045 0.058 Uiso 0.579(12) 1 calc R U P B 2
C13 C -0.1732(10) 0.5522(5) 0.3077(6) 0.0642(16) Uani 0.421(12) 1 d D U P B 1
H13 H -0.259422 0.538487 0.269092 0.077 Uiso 0.421(12) 1 calc R U P B 1
C13A C -0.1978(7) 0.5260(4) 0.3155(4) 0.0634(13) Uani 0.579(12) 1 d D U P B 2
H13A H -0.281221 0.503753 0.285537 0.076 Uiso 0.579(12) 1 calc R U P B 2
C14 C -0.1592(12) 0.6154(5) 0.3388(6) 0.0560(17) Uani 0.421(12) 1 d D U P B 1
H14 H -0.235748 0.645022 0.319593 0.067 Uiso 0.421(12) 1 calc R U P B 1
C14A C -0.2037(8) 0.5932(4) 0.3274(5) 0.0599(14) Uani 0.579(12) 1 d D U P B 2
H14A H -0.290277 0.616072 0.304240 0.072 Uiso 0.579(12) 1 calc R U P B 2
C15 C -0.0356(10) 0.6364(4) 0.3977(7) 0.0482(15) Uani 0.421(12) 1 d D U P B 1
H15 H -0.029266 0.679856 0.417989 0.058 Uiso 0.421(12) 1 calc R U P B 1
C15A C -0.0830(8) 0.6262(3) 0.3729(5) 0.0517(13) Uani 0.579(12) 1 d D U P B 2
H15A H -0.087235 0.671314 0.382334 0.062 Uiso 0.579(12) 1 calc R U P B 2
C16 C 0.0792(11) 0.5939(5) 0.4271(8) 0.0409(14) Uani 0.421(12) 1 d D U P B 1
H16 H 0.163875 0.608160 0.466734 0.049 Uiso 0.421(12) 1 calc R U P B 1
C16A C 0.0471(9) 0.5911(4) 0.4049(6) 0.0464(13) Uani 0.579(12) 1 d D U P B 2
H16A H 0.129251 0.613349 0.436516 0.056 Uiso 0.579(12) 1 calc R U P B 2
C17 C 0.37523(18) 0.31339(7) 0.21604(11) 0.0419(3) Uani 1 1 d D . . . .
H17A H 0.414980 0.319955 0.155770 0.050 Uiso 0.609(19) 1 calc R U P C 1
H17B H 0.282277 0.289182 0.202238 0.050 Uiso 0.609(19) 1 calc R U P C 1
H17C H 0.407336 0.319475 0.153302 0.050 Uiso 0.391(19) 1 calc R U P C 2
H17D H 0.284337 0.287397 0.207672 0.050 Uiso 0.391(19) 1 calc R U P C 2
C18 C 0.4844(9) 0.2730(4) 0.2817(2) 0.0422(13) Uani 0.609(19) 1 d D U P C 1
C18A C 0.4955(16) 0.2766(7) 0.280459 0.046(2) Uani 0.391(19) 1 d D U P C 2
C19 C 0.4394(10) 0.2123(4) 0.3116(8) 0.0500(12) Uani 0.609(19) 1 d D U P C 1
H19 H 0.342766 0.197550 0.291438 0.060 Uiso 0.609(19) 1 calc R U P C 1
C19A C 0.4710(16) 0.2157(8) 0.3187(14) 0.058(2) Uani 0.391(19) 1 d D U P C 2
H19A H 0.378480 0.195466 0.303367 0.070 Uiso 0.391(19) 1 calc R U P C 2
C20 C 0.5368(11) 0.1735(4) 0.3712(5) 0.0618(14) Uani 0.609(19) 1 d D U P C 1
H20 H 0.505304 0.132836 0.391123 0.074 Uiso 0.609(19) 1 calc R U P C 1
C20A C 0.5834(16) 0.1840(6) 0.3803(9) 0.0663(19) Uani 0.391(19) 1 d D U P C 2
H20A H 0.566636 0.143369 0.407139 0.080 Uiso 0.391(19) 1 calc R U P C 2
C21 C 0.6801(11) 0.1946(5) 0.4012(5) 0.0673(16) Uani 0.609(19) 1 d D U P C 1
H21 H 0.744548 0.168245 0.441937 0.081 Uiso 0.609(19) 1 calc R U P C 1
C21A C 0.7174(13) 0.2146(7) 0.3995(8) 0.065(2) Uani 0.391(19) 1 d D U P C 2
H21A H 0.794168 0.194022 0.439240 0.078 Uiso 0.391(19) 1 calc R U P C 2
C22 C 0.7287(8) 0.2537(5) 0.3720(6) 0.0704(16) Uani 0.609(19) 1 d D U P C 1
H22 H 0.825612 0.267862 0.392652 0.084 Uiso 0.609(19) 1 calc R U P C 1
C22A C 0.7429(14) 0.2751(7) 0.3618(10) 0.069(2) Uani 0.391(19) 1 d D U P C 2
H22A H 0.836978 0.294198 0.375576 0.083 Uiso 0.391(19) 1 calc R U P C 2
C23 C 0.6308(11) 0.2926(4) 0.3106(9) 0.0590(14) Uani 0.609(19) 1 d D U P C 1
H23 H 0.664360 0.332255 0.288634 0.071 Uiso 0.609(19) 1 calc R U P C 1
C23A C 0.6325(16) 0.3078(7) 0.3044(14) 0.0576(19) Uani 0.391(19) 1 d D U P C 2
H23A H 0.648657 0.349822 0.282063 0.069 Uiso 0.391(19) 1 calc R U P C 2
C24 C 0.32264(15) 0.48579(7) 0.27650(10) 0.0340(3) Uani 1 1 d . . . . .
C25 C 0.37740(15) 0.43871(7) 0.21919(10) 0.0358(3) Uani 1 1 d . . . . .
C26 C 0.45333(19) 0.45602(8) 0.14285(11) 0.0482(4) Uani 1 1 d . . . . .
H26 H 0.490531 0.424605 0.104146 0.058 Uiso 1 1 calc R U . . .
C27 C 0.4705(2) 0.52212(9) 0.12761(13) 0.0564(4) Uani 1 1 d . . . . .
H27 H 0.521202 0.535652 0.077431 0.068 Uiso 1 1 calc R U . . .
C28 C 0.4142(2) 0.56946(8) 0.18509(12) 0.0529(4) Uani 1 1 d . . . . .
H28 H 0.427728 0.613605 0.171853 0.064 Uiso 1 1 calc R U . . .
C29 C 0.33939(18) 0.55256(7) 0.26080(11) 0.0429(3) Uani 1 1 d . . . . .
H29 H 0.302068 0.584037 0.299341 0.051 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
Cl1 C30 1.718(6) . ?
Cl2 C30 1.789(7) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
O1 C1 1.2134(19) . ?
O2 C2 1.1999(18) . ?
N1 C6 1.142(2) . ?
N2 C7 1.144(2) . ?
N3 C9 1.3353(17) . ?
N3 C10 1.4742(17) . ?
N3 C24 1.3919(17) . ?
N4 C9 1.3378(17) . ?
N4 C17 1.4774(17) . ?
N4 C25 1.3912(18) . ?
C1 C2 1.530(2) . ?
C1 C4 1.4515(19) . ?
C2 C3 1.501(2) . ?
C3 C4 1.3974(19) . ?
C3 C5 1.379(2) . ?
C4 C8 1.4934(19) . ?
C5 C6 1.426(2) . ?
C5 C7 1.418(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.4890(18) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C10 H10D 0.9700 . ?
C10 C11 1.502(9) . ?
C10 C11A 1.517(6) . ?
C11 C12 1.384(11) . ?
C11 C16 1.381(10) . ?
C11A C12A 1.385(8) . ?
C11A C16A 1.392(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.407(9) . ?
C12A H12A 0.9300 . ?
C12A C13A 1.376(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.361(9) . ?
C13A H13A 0.9300 . ?
C13A C14A 1.383(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.366(8) . ?
C14A H14A 0.9300 . ?
C14A C15A 1.365(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.371(9) . ?
C15A H15A 0.9300 . ?
C15A C16A 1.397(7) . ?
C16 H16 0.9300 . ?
C16A H16A 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C17 H17D 0.9700 . ?
C17 C18 1.502(7) . ?
C17 C18A 1.516(10) . ?
C18 C19 1.385(7) . ?
C18 C23 1.388(7) . ?
C18A C19A 1.382(11) . ?
C18A C23A 1.390(11) . ?
C19 H19 0.9300 . ?
C19 C20 1.380(6) . ?
C19A H19A 0.9300 . ?
C19A C20A 1.401(11) . ?
C20 H20 0.9300 . ?
C20 C21 1.375(6) . ?
C20A H20A 0.9300 . ?
C20A C21A 1.355(9) . ?
C21 H21 0.9300 . ?
C21 C22 1.363(6) . ?
C21A H21A 0.9300 . ?
C21A C22A 1.373(9) . ?
C22 H22 0.9300 . ?
C22 C23 1.397(7) . ?
C22A H22A 0.9300 . ?
C22A C23A 1.370(11) . ?
C23 H23 0.9300 . ?
C23A H23A 0.9300 . ?
C24 C25 1.3840(19) . ?
C24 C29 1.3900(19) . ?
C25 C26 1.390(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.376(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.395(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.375(2) . ?
C29 H29 0.9300 . ?

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 C30 Cl2 101.7(4) . . ?
Cl1 C30 H30A 111.4 . . ?
Cl1 C30 H30B 111.4 . . ?
Cl2 C30 H30A 111.4 . . ?
Cl2 C30 H30B 111.4 . . ?
H30A C30 H30B 109.3 . . ?
C9 N3 C10 127.31(11) . . ?
C9 N3 C24 108.36(11) . . ?
C24 N3 C10 124.01(11) . . ?
C9 N4 C17 125.60(12) . . ?
C9 N4 C25 108.51(11) . . ?
C25 N4 C17 125.85(12) . . ?
O1 C1 C2 136.31(14) . . ?
O1 C1 C4 136.40(14) . . ?
C4 C1 C2 87.27(11) . . ?
O2 C2 C1 137.51(15) . . ?
O2 C2 C3 134.96(15) . . ?
C3 C2 C1 87.53(11) . . ?
C4 C3 C2 90.44(11) . . ?
C5 C3 C2 130.51(13) . . ?
C5 C3 C4 139.05(13) . . ?
C1 C4 C8 130.34(12) . . ?
C3 C4 C1 94.76(12) . . ?
C3 C4 C8 134.89(12) . . ?
C3 C5 C6 120.07(13) . . ?
C3 C5 C7 121.75(13) . . ?
C7 C5 C6 118.18(13) . . ?
N1 C6 C5 179.5(2) . . ?
N2 C7 C5 178.47(18) . . ?
C4 C8 H8A 109.8 . . ?
C4 C8 H8B 109.8 . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 C4 109.19(11) . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
N3 C9 N4 109.67(11) . . ?
N3 C9 C8 125.36(12) . . ?
N4 C9 C8 124.70(12) . . ?
N3 C10 H10A 108.8 . . ?
N3 C10 H10B 108.8 . . ?
N3 C10 H10C 109.6 . . ?
N3 C10 H10D 109.6 . . ?
N3 C10 C11 113.8(9) . . ?
N3 C10 C11A 110.3(6) . . ?
H10A C10 H10B 107.7 . . ?
H10C C10 H10D 108.1 . . ?
C11 C10 H10A 108.8 . . ?
C11 C10 H10B 108.8 . . ?
C11A C10 H10C 109.6 . . ?
C11A C10 H10D 109.6 . . ?
C12 C11 C10 120.9(9) . . ?
C16 C11 C10 117.2(8) . . ?
C16 C11 C12 121.7(8) . . ?
C12A C11A C10 120.0(6) . . ?
C12A C11A C16A 117.6(5) . . ?
C16A C11A C10 122.3(6) . . ?
C11 C12 H12 120.9 . . ?
C11 C12 C13 118.2(8) . . ?
C13 C12 H12 120.9 . . ?
C11A C12A H12A 119.6 . . ?
C13A C12A C11A 120.8(5) . . ?
C13A C12A H12A 119.6 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.2(7) . . ?
C14 C13 H13 120.4 . . ?
C12A C13A H13A 119.7 . . ?
C12A C13A C14A 120.6(5) . . ?
C14A C13A H13A 119.7 . . ?
C13 C14 H14 119.2 . . ?
C13 C14 C15 121.6(7) . . ?
C15 C14 H14 119.2 . . ?
C13A C14A H14A 119.9 . . ?
C15A C14A C13A 120.3(5) . . ?
C15A C14A H14A 119.9 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.5(7) . . ?
C16 C15 H15 119.7 . . ?
C14A C15A H15A 120.6 . . ?
C14A C15A C16A 118.8(5) . . ?
C16A C15A H15A 120.6 . . ?
C11 C16 H16 120.7 . . ?
C15 C16 C11 118.6(7) . . ?
C15 C16 H16 120.7 . . ?
C11A C16A C15A 121.8(5) . . ?
C11A C16A H16A 119.1 . . ?
C15A C16A H16A 119.1 . . ?
N4 C17 H17A 108.9 . . ?
N4 C17 H17B 108.9 . . ?
N4 C17 H17C 109.2 . . ?
N4 C17 H17D 109.2 . . ?
N4 C17 C18 113.6(3) . . ?
N4 C17 C18A 111.9(4) . . ?
H17A C17 H17B 107.7 . . ?
H17C C17 H17D 107.9 . . ?
C18 C17 H17A 108.9 . . ?
C18 C17 H17B 108.9 . . ?
C18A C17 H17C 109.2 . . ?
C18A C17 H17D 109.2 . . ?
C19 C18 C17 118.8(6) . . ?
C19 C18 C23 118.2(6) . . ?
C23 C18 C17 122.9(7) . . ?
C19A C18A C17 122.5(11) . . ?
C19A C18A C23A 119.9(9) . . ?
C23A C18A C17 117.5(11) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.5(5) . . ?
C20 C19 H19 119.7 . . ?
C18A C19A H19A 119.5 . . ?
C18A C19A C20A 121.0(9) . . ?
C20A C19A H19A 119.5 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.3(5) . . ?
C21 C20 H20 119.9 . . ?
C19A C20A H20A 121.2 . . ?
C21A C20A C19A 117.7(9) . . ?
C21A C20A H20A 121.2 . . ?
C20 C21 H21 119.6 . . ?
C22 C21 C20 120.7(5) . . ?
C22 C21 H21 119.6 . . ?
C20A C21A H21A 119.1 . . ?
C20A C21A C22A 121.8(9) . . ?
C22A C21A H21A 119.1 . . ?
C21 C22 H22 120.5 . . ?
C21 C22 C23 119.0(5) . . ?
C23 C22 H22 120.5 . . ?
C21A C22A H22A 119.4 . . ?
C23A C22A C21A 121.2(9) . . ?
C23A C22A H22A 119.4 . . ?
C18 C23 C22 121.1(6) . . ?
C18 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C18A C23A H23A 120.9 . . ?
C22A C23A C18A 118.3(9) . . ?
C22A C23A H23A 120.9 . . ?
C25 C24 N3 106.89(12) . . ?
C25 C24 C29 122.17(13) . . ?
C29 C24 N3 130.93(13) . . ?
C24 C25 N4 106.58(12) . . ?
C24 C25 C26 121.39(13) . . ?
C26 C25 N4 132.02(13) . . ?
C25 C26 H26 121.8 . . ?
C27 C26 C25 116.42(15) . . ?
C27 C26 H26 121.8 . . ?
C26 C27 H27 119.0 . . ?
C26 C27 C28 122.04(15) . . ?
C28 C27 H27 119.0 . . ?
C27 C28 H28 119.1 . . ?
C29 C28 C27 121.73(15) . . ?
C29 C28 H28 119.1 . . ?
C24 C29 H29 121.9 . . ?
C28 C29 C24 116.24(14) . . ?
C28 C29 H29 121.9 . . ?

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 O2 2.2(4) . . . . ?
O1 C1 C2 C3 -178.7(2) . . . . ?
O1 C1 C4 C3 178.7(2) . . . . ?
O1 C1 C4 C8 -0.2(3) . . . . ?
O2 C2 C3 C4 179.2(2) . . . . ?
O2 C2 C3 C5 -0.3(3) . . . . ?
N3 C10 C11 C12 51(2) . . . . ?
N3 C10 C11 C16 -123.9(15) . . . . ?
N3 C10 C11A C12A 63.9(15) . . . . ?
N3 C10 C11A C16A -120.4(12) . . . . ?
N3 C24 C25 N4 -0.06(15) . . . . ?
N3 C24 C25 C26 -178.64(13) . . . . ?
N3 C24 C29 C28 178.56(15) . . . . ?
N4 C17 C18 C19 120.6(7) . . . . ?
N4 C17 C18 C23 -62.2(8) . . . . ?
N4 C17 C18A C19A 121.0(12) . . . . ?
N4 C17 C18A C23A -55.9(12) . . . . ?
N4 C25 C26 C27 -178.28(15) . . . . ?
C1 C2 C3 C4 0.03(12) . . . . ?
C1 C2 C3 C5 -179.49(16) . . . . ?
C1 C4 C8 C9 11.0(2) . . . . ?
C2 C1 C4 C3 0.04(12) . . . . ?
C2 C1 C4 C8 -178.80(15) . . . . ?
C2 C3 C4 C1 -0.04(12) . . . . ?
C2 C3 C4 C8 178.72(17) . . . . ?
C2 C3 C5 C6 -3.0(2) . . . . ?
C2 C3 C5 C7 176.63(15) . . . . ?
C3 C4 C8 C9 -167.36(15) . . . . ?
C4 C1 C2 O2 -179.2(2) . . . . ?
C4 C1 C2 C3 -0.03(11) . . . . ?
C4 C3 C5 C6 177.73(17) . . . . ?
C4 C3 C5 C7 -2.6(3) . . . . ?
C4 C8 C9 N3 -85.02(16) . . . . ?
C4 C8 C9 N4 88.39(15) . . . . ?
C5 C3 C4 C1 179.41(19) . . . . ?
C5 C3 C4 C8 -1.8(3) . . . . ?
C9 N3 C10 C11 -123.4(8) . . . . ?
C9 N3 C10 C11A -118.0(6) . . . . ?
C9 N3 C24 C25 0.47(15) . . . . ?
C9 N3 C24 C29 -178.48(15) . . . . ?
C9 N4 C17 C18 -66.6(4) . . . . ?
C9 N4 C17 C18A -71.5(6) . . . . ?
C9 N4 C25 C24 -0.37(15) . . . . ?
C9 N4 C25 C26 178.00(16) . . . . ?
C10 N3 C9 N4 -174.38(11) . . . . ?
C10 N3 C9 C8 -0.1(2) . . . . ?
C10 N3 C24 C25 174.39(12) . . . . ?
C10 N3 C24 C29 -4.6(2) . . . . ?
C10 C11 C12 C13 -179.3(14) . . . . ?
C10 C11 C16 C15 177.9(14) . . . . ?
C10 C11A C12A C13A 179.0(9) . . . . ?
C10 C11A C16A C15A -178.7(10) . . . . ?
C11 C12 C13 C14 3.8(18) . . . . ?
C11A C12A C13A C14A -1.1(13) . . . . ?
C12 C11 C16 C15 3(3) . . . . ?
C12 C13 C14 C15 -1.8(13) . . . . ?
C12A C11A C16A C15A -2.8(18) . . . . ?
C12A C13A C14A C15A -1.3(9) . . . . ?
C13 C14 C15 C16 0.2(12) . . . . ?
C13A C14A C15A C16A 1.5(9) . . . . ?
C14 C15 C16 C11 -0.6(17) . . . . ?
C14A C15A C16A C11A 0.6(12) . . . . ?
C16 C11 C12 C13 -4(3) . . . . ?
C16A C11A C12A C13A 3.1(18) . . . . ?
C17 N4 C9 N3 -177.34(12) . . . . ?
C17 N4 C9 C8 8.4(2) . . . . ?
C17 N4 C25 C24 177.64(12) . . . . ?
C17 N4 C25 C26 -4.0(2) . . . . ?
C17 C18 C19 C20 179.4(7) . . . . ?
C17 C18 C23 C22 179.8(7) . . . . ?
C17 C18A C19A C20A -178.1(11) . . . . ?
C17 C18A C23A C22A -179.4(11) . . . . ?
C18 C19 C20 C21 -0.3(13) . . . . ?
C18A C19A C20A C21A -1(2) . . . . ?
C19 C18 C23 C22 -3.1(15) . . . . ?
C19 C20 C21 C22 -0.7(11) . . . . ?
C19A C18A C23A C22A 4(2) . . . . ?
C19A C20A C21A C22A 1.2(19) . . . . ?
C20 C21 C22 C23 -0.2(11) . . . . ?
C20A C21A C22A C23A 1.3(19) . . . . ?
C21 C22 C23 C18 2.2(14) . . . . ?
C21A C22A C23A C18A -4(2) . . . . ?
C23 C18 C19 C20 2.1(14) . . . . ?
C23A C18A C19A C20A -1(2) . . . . ?
C24 N3 C9 N4 -0.72(14) . . . . ?
C24 N3 C9 C8 173.53(12) . . . . ?
C24 N3 C10 C11 63.9(8) . . . . ?
C24 N3 C10 C11A 69.3(6) . . . . ?
C24 C25 C26 C27 -0.1(2) . . . . ?
C25 N4 C9 N3 0.68(15) . . . . ?
C25 N4 C9 C8 -173.62(12) . . . . ?
C25 N4 C17 C18 115.7(4) . . . . ?
C25 N4 C17 C18A 110.8(6) . . . . ?
C25 C24 C29 C28 -0.3(2) . . . . ?
C25 C26 C27 C28 -0.4(3) . . . . ?
C26 C27 C28 C29 0.5(3) . . . . ?
C27 C28 C29 C24 -0.2(2) . . . . ?
C29 C24 C25 N4 179.01(13) . . . . ?
C29 C24 C25 C26 0.4(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 1.183
_oxdiff_exptl_absorpt_empirical_full_min 0.873
# start Validation Reply Form
_vrf_PLAT910_sqh                 
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         12 Note
RESPONSE: The missing FCF reflections below theta(min) were caused
 by the high beamstop theta(min) limit set.
;
####################################################################### 
# 
# 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_eryian
_database_code_depnum_ccdc_archive 'CCDC 2324689'
loop_
_audit_author_name
_audit_author_address
'Weihan Guo'
;Nanchang University
China
;
_audit_update_record             
;
2024-01-10 deposited with the CCDC.	2024-06-21 downloaded from the CCDC.
;
_audit_creation_date             2024-01-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C29 H19 N4 O2, C4 H12 N, 2(C H2 Cl2)'
_chemical_formula_sum            'C35 H35 Cl4 N5 O2'
_chemical_formula_weight         699.48
_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 0.0033 0.0016 '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 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   9.914(2)
_cell_length_b                   13.981(3)
_cell_length_c                   15.578(3)
_cell_angle_alpha                63.418(5)
_cell_angle_beta                 72.358(6)
_cell_angle_gamma                78.896(6)
_cell_volume                     1836.0(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3814
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.501
_cell_measurement_theta_min      2.309
_shelx_estimated_absorpt_T_max   0.965
_shelx_estimated_absorpt_T_min   0.955
_exptl_absorpt_coefficient_mu    0.359
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6512
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1180 before and 0.0686 after correction.
The Ratio of minimum to maximum transmission is 0.8734.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_unetI/netI     0.0830
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12118
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.309
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3897
_reflns_number_total             6387
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.659
_refine_diff_density_min         -0.739
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       0.014(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     533
_refine_ls_number_reflns         6387
_refine_ls_number_restraints     383
_refine_ls_R_factor_all          0.1531
_refine_ls_R_factor_gt           0.1013
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1639P)²+1.4586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2743
_refine_ls_wR_factor_ref         0.3111
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl3-C34 = Cl4-C34 = Cl3A-C34A = Cl4A-C34A = Cl3B-C34B = Cl4B-C34B
 1.79 with sigma of 0.01
 Cl2-C41 = Cl2A-C41A = Cl1-C41 = Cl1A-C41A
 1.79 with sigma of 0.01
 Cl4A-Cl3A = Cl3-Cl4 = Cl3B-Cl4B
 2.924 with sigma of 0.02
 Cl1-Cl2 = Cl2A-Cl1A
 2.924 with sigma of 0.02
 C4-C11 \\sim C4A-C11
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl1A \\sim C41A \\sim Cl2A \\sim Cl1 \\sim Cl2 \\sim C41: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02 within 2A
Cl4 \\sim Cl3 \\sim C34 \\sim Cl3A \\sim C34A \\sim Cl4A \\sim Cl4B \\sim Cl3B
\\sim C34B: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C26 \\sim C24 \\sim C23 \\sim C22 \\sim C21 \\sim C11 \\sim C4 \\sim C26A \\sim
C24A \\sim C23A \\sim C22A \\sim C21A \\sim C4A: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
4. Others
 1*[Sof(Cl3)+Sof(Cl4)+Sof(C34)+Sof(H34A)+Sof(H34B)]+1*[Sof(Cl3A)+Sof(C34A)+
 Sof(H34C)+Sof(H34D)+Sof(Cl4A)]+1*[Sof(C34B)+Sof(H34E)+Sof(H34F)+Sof(Cl3B)+
 Sof(Cl4B)]=1 with esd of 0
 Sof(Cl3)=Sof(Cl4)=Sof(C34)=Sof(H34A)=Sof(H34B)=FVAR(1)
 Sof(C41A)=Sof(H41C)=Sof(H41D)=Sof(Cl2A)=Sof(Cl1A)=1-FVAR(2)
 Sof(Cl2)=Sof(C41)=Sof(H41A)=Sof(H41B)=Sof(Cl1)=FVAR(2)
 Sof(H11C)=Sof(H11D)=Sof(C4A)=Sof(C26A)=Sof(H26A)=Sof(C24A)=Sof(H24A)=
 Sof(C22A)=Sof(H22A)=Sof(C21A)=Sof(H21A)=Sof(C23A)=Sof(H23A)=1-FVAR(3)
 Sof(H11A)=Sof(H11B)=Sof(C4)=Sof(C26)=Sof(H26)=Sof(C24)=Sof(H24)=Sof(C22)=
 Sof(H22)=Sof(C21)=Sof(H21)=Sof(C23)=Sof(H23)=FVAR(3)
 Sof(Cl3A)=Sof(C34A)=Sof(H34C)=Sof(H34D)=Sof(Cl4A)=FVAR(4)
 Sof(C34B)=Sof(H34E)=Sof(H34F)=Sof(Cl3B)=Sof(Cl4B)=FVAR(5)
 Fixed Y: C41A(0.391191)
5.a Secondary CH2 refined with riding coordinates:
 N5(H5C,H5D), C11(H11A,H11B), C11(H11C,H11D), C6(H6A,H6B), C5(H5A,H5B), C1(H1A,
 H1B), C41(H41A,H41B), C34(H34A,H34B), C34A(H34C,H34D), C41A(H41C,H41D),
 C34B(H34E,H34F)
5.b Me refined as rotating group:
 C29(H29A,H29B,H29C), C25(H25A,H25B,H25C)
5.c Aromatic/amide H refined with riding coordinates:
 C33(H33), C32(H32), C31(H31), C30(H30), C28(H28), C27(H27), C18(H18), C9(H9),
 C26(H26), C24(H24), C22(H22), C21(H21), C23(H23), C3(H3), C2(H2), C26A(H26A),
 C24A(H24A), C22A(H22A), C21A(H21A), C23A(H23A)
5.d Fitted hexagon refined as free rotating group:
 C4(C26,C24,C22,C21,C23), C4A(C26A,C24A,C22A,C21A,C23A)
;
_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
C33 C 0.2752(5) 0.4946(4) -0.1923(4) 0.0567(13) Uani 1 1 d . . . . .
H33 H 0.193315 0.502153 -0.212681 0.068 Uiso 1 1 calc R U . . .
C32 C 1.0402(5) 0.6500(4) -0.3615(4) 0.0591(14) Uani 1 1 d . . . . .
H32 H 1.110025 0.678835 -0.419807 0.071 Uiso 1 1 calc R U . . .
C31 C 0.8723(6) 0.5177(4) -0.2538(4) 0.0571(14) Uani 1 1 d . . . . .
H31 H 0.829918 0.456971 -0.240200 0.068 Uiso 1 1 calc R U . . .
C30 C 1.0006(5) 0.6971(4) -0.2970(4) 0.0579(14) Uani 1 1 d . . . . .
H30 H 1.043944 0.757477 -0.310697 0.069 Uiso 1 1 calc R U . . .
C29 C 0.7516(6) 1.0944(4) -0.4702(4) 0.0575(14) Uani 1 1 d . . . . .
H29A H 0.810883 1.124400 -0.451129 0.086 Uiso 1 1 calc R U . . .
H29B H 0.653795 1.109824 -0.442641 0.086 Uiso 1 1 calc R U . . .
H29C H 0.770107 1.125116 -0.541109 0.086 Uiso 1 1 calc R U . . .
C28 C 0.9781(6) 0.5608(5) -0.3413(4) 0.0643(15) Uani 1 1 d . . . . .
H28 H 1.006000 0.528624 -0.385423 0.077 Uiso 1 1 calc R U . . .
C27 C 0.3528(6) 0.5830(4) -0.2281(4) 0.0611(15) Uani 1 1 d . . . . .
H27 H 0.321527 0.648288 -0.272587 0.073 Uiso 1 1 calc R U . . .
C25 C 0.6226(7) 0.7682(5) -0.4618(4) 0.0725(17) Uani 1 1 d . . . . .
H25A H 0.648054 0.693823 -0.447916 0.109 Uiso 1 1 calc R U . . .
H25B H 0.625056 0.807796 -0.530906 0.109 Uiso 1 1 calc R U . . .
H25C H 0.528673 0.775628 -0.422963 0.109 Uiso 1 1 calc R U . . .
O2 O 0.5933(3) 0.0407(2) 0.3662(2) 0.0450(8) Uani 1 1 d . . . . .
O1 O 0.4171(3) 0.2005(2) 0.2051(2) 0.0434(8) Uani 1 1 d . . . . .
N5 N 0.6897(4) 0.9267(3) -0.4599(2) 0.0398(9) Uani 1 1 d . . . . .
H5C H 0.600078 0.934968 -0.428146 0.048 Uiso 1 1 calc R U . . .
H5D H 0.695848 0.961987 -0.524547 0.048 Uiso 1 1 calc R U . . .
C20 C 0.6256(4) 0.1025(3) 0.2753(3) 0.0354(10) Uani 1 1 d . . . . .
C19 C 0.7548(4) 0.1375(3) 0.2016(3) 0.0338(9) Uani 1 1 d . . . . .
N4 N 0.5090(4) 0.3056(3) -0.0341(2) 0.0368(9) Uani 1 1 d . . . . .
N3 N 0.6273(4) 0.4481(3) -0.0891(2) 0.0400(9) Uani 1 1 d . . . . .
C18 C 0.7185(4) 0.2831(3) 0.0324(3) 0.0397(10) Uani 1 1 d . . . . .
H18 H 0.814074 0.296157 0.004888 0.048 Uiso 1 1 calc R U . . .
C17 C 0.5438(4) 0.1739(3) 0.2028(3) 0.0353(10) Uani 1 1 d . . . . .
C16 C 0.6796(4) 0.2085(3) 0.1277(3) 0.0348(10) Uani 1 1 d . . . . .
C15 C 0.8984(4) 0.1149(4) 0.2024(3) 0.0410(11) Uani 1 1 d . . . . .
C14 C 0.8313(4) 0.5637(3) -0.1892(3) 0.0391(10) Uani 1 1 d . . . . .
C13 C 0.4401(4) 0.3899(3) -0.0995(3) 0.0363(10) Uani 1 1 d . . . . .
C12 C 0.5154(4) 0.4794(3) -0.1352(3) 0.0392(10) Uani 1 1 d . . . . .
C11 C 0.4776(5) 0.1932(3) 0.0043(3) 0.0398(10) Uani 1 1 d D U . . .
H11A H 0.376485 0.186801 0.033527 0.048 Uiso 0.328(15) 1 calc R U P A 1
H11B H 0.526345 0.149409 0.056145 0.048 Uiso 0.328(15) 1 calc R U P A 1
H11C H 0.378539 0.185238 0.039986 0.048 Uiso 0.672(15) 1 calc R U P A 2
H11D H 0.534551 0.148391 0.050753 0.048 Uiso 0.672(15) 1 calc R U P A 2
C10 C 0.6215(4) 0.3419(3) -0.0270(3) 0.0368(10) Uani 1 1 d . . . . .
C9 C 0.3175(5) 0.3951(4) -0.1266(3) 0.0467(12) Uani 1 1 d . . . . .
H9 H 0.266328 0.335222 -0.102085 0.056 Uiso 1 1 calc R U . . .
C8 C 0.9379(4) 0.0365(4) 0.2877(3) 0.0453(11) Uani 1 1 d . . . . .
N2 N 1.0950(5) 0.2091(4) 0.0513(3) 0.0675(13) Uani 1 1 d . . . . .
C7 C 1.0071(5) 0.1665(4) 0.1190(3) 0.0454(11) Uani 1 1 d . . . . .
C6 C 0.7830(5) 0.9757(4) -0.4323(3) 0.0438(11) Uani 1 1 d . . . . .
H6A H 0.767080 0.944777 -0.360838 0.053 Uiso 1 1 calc R U . . .
H6B H 0.881729 0.959965 -0.460247 0.053 Uiso 1 1 calc R U . . .
C5 C 0.7172(5) 0.5225(4) -0.0938(3) 0.0446(11) Uani 1 1 d . . . . .
H5A H 0.761926 0.486936 -0.038834 0.054 Uiso 1 1 calc R U . . .
H5B H 0.657751 0.583181 -0.085608 0.054 Uiso 1 1 calc R U . . .
C4 C 0.522(2) 0.1519(14) -0.0743(10) 0.047(3) Uani 0.328(15) 1 d DG U P A 1
C26 C 0.4288(16) 0.1218(15) -0.1079(13) 0.057(3) Uani 0.328(15) 1 d G U P A 1
H26 H 0.331370 0.131613 -0.084570 0.069 Uiso 0.328(15) 1 calc R U P A 1
C24 C 0.482(2) 0.0772(12) -0.1763(11) 0.061(3) Uani 0.328(15) 1 d G U P A 1
H24 H 0.419650 0.057069 -0.198788 0.073 Uiso 0.328(15) 1 calc R U P A 1
C22 C 0.627(2) 0.0625(11) -0.2112(9) 0.070(4) Uani 0.328(15) 1 d G U P A 1
H22 H 0.662748 0.032647 -0.256976 0.084 Uiso 0.328(15) 1 calc R U P A 1
C21 C 0.7201(17) 0.0926(13) -0.1776(13) 0.079(4) Uani 0.328(15) 1 d G U P A 1
H21 H 0.817568 0.082768 -0.200947 0.095 Uiso 0.328(15) 1 calc R U P A 1
C23 C 0.6672(19) 0.1372(13) -0.1092(12) 0.064(3) Uani 0.328(15) 1 d G U P A 1
H23 H 0.729291 0.157312 -0.086729 0.077 Uiso 0.328(15) 1 calc R U P A 1
C3 C 0.8957(5) 0.6549(4) -0.2111(3) 0.0465(12) Uani 1 1 d . . . . .
H3 H 0.867816 0.687683 -0.167424 0.056 Uiso 1 1 calc R U . . .
C2 C 0.4731(5) 0.5784(4) -0.2008(3) 0.0508(12) Uani 1 1 d . . . . .
H2 H 0.523713 0.638497 -0.225023 0.061 Uiso 1 1 calc R U . . .
C1 C 0.7265(5) 0.8111(4) -0.4361(4) 0.0508(12) Uani 1 1 d . . . . .
H1A H 0.723391 0.771943 -0.366082 0.061 Uiso 1 1 calc R U . . .
H1B H 0.822048 0.801347 -0.473422 0.061 Uiso 1 1 calc R U . . .
N1 N 0.9693(4) -0.0288(4) 0.3584(3) 0.0666(13) Uani 1 1 d . . . . .
Cl2 Cl 0.7059(7) 0.4357(5) -0.3830(5) 0.223(3) Uani 0.828(6) 1 d D U P B 1
C41 C 0.5465(13) 0.3798(12) -0.3543(9) 0.180(4) Uani 0.828(6) 1 d D U P B 1
H41A H 0.536341 0.315764 -0.292639 0.216 Uiso 0.828(6) 1 calc R U P B 1
H41B H 0.466892 0.430608 -0.347035 0.216 Uiso 0.828(6) 1 calc R U P B 1
Cl1 Cl 0.5511(5) 0.3483(3) -0.4515(3) 0.1708(19) Uani 0.828(6) 1 d D U P B 1
Cl3 Cl 1.050(6) 0.253(2) -0.178(2) 0.224(5) Uani 0.219(3) 1 d D U P C -1
Cl4 Cl 0.959(3) 0.0406(17) -0.0288(17) 0.221(6) Uani 0.219(3) 1 d D U P C -1
C34 C 1.050(13) 0.116(3) -0.155(3) 0.231(7) Uani 0.219(3) 1 d D U P C -1
H34A H 1.146392 0.085766 -0.168016 0.277 Uiso 0.219(3) 1 calc R U P C -1
H34B H 1.002558 0.111414 -0.199342 0.277 Uiso 0.219(3) 1 calc R U P C -1
Cl3A Cl 1.052(3) 0.2235(15) -0.1737(12) 0.268(6) Uani 0.510(3) 1 d D U P D -2
C34A C 1.154(3) 0.296(3) -0.2972(13) 0.256(8) Uani 0.510(3) 1 d D U P D -2
H34C H 1.244127 0.257264 -0.310624 0.307 Uiso 0.510(3) 1 calc R U P D -2
H34D H 1.171432 0.366200 -0.306134 0.307 Uiso 0.510(3) 1 calc R U P D -2
Cl4A Cl 1.0477(13) 0.3085(8) -0.3784(7) 0.249(4) Uani 0.510(3) 1 d D U P D -2
C41A C 0.586(3) 0.391191 -0.389(2) 0.204(6) Uani 0.172(6) 1 d D U P B 2
H41C H 0.536779 0.429476 -0.348803 0.244 Uiso 0.172(6) 1 calc R U P B 2
H41D H 0.539544 0.325925 -0.365311 0.244 Uiso 0.172(6) 1 calc R U P B 2
Cl2A Cl 0.768(3) 0.360(2) -0.382(2) 0.218(8) Uani 0.172(6) 1 d D U P B 2
Cl1A Cl 0.584(3) 0.473(2) -0.516(2) 0.245(7) Uani 0.172(6) 1 d D U P B 2
C4A C 0.5071(9) 0.1554(7) -0.0771(4) 0.047(2) Uani 0.672(15) 1 d DG U P A 2
C26A C 0.3957(8) 0.1154(7) -0.0851(5) 0.0522(19) Uani 0.672(15) 1 d G U P A 2
H26A H 0.305890 0.116044 -0.043509 0.063 Uiso 0.672(15) 1 calc R U P A 2
C24A C 0.4185(10) 0.0745(6) -0.1552(5) 0.062(2) Uani 0.672(15) 1 d G U P A 2
H24A H 0.343942 0.047731 -0.160562 0.074 Uiso 0.672(15) 1 calc R U P A 2
C22A C 0.5527(12) 0.0735(5) -0.2173(4) 0.068(2) Uani 0.672(15) 1 d G U P A 2
H22A H 0.567997 0.046142 -0.264271 0.081 Uiso 0.672(15) 1 calc R U P A 2
C21A C 0.6642(10) 0.1135(6) -0.2094(5) 0.073(3) Uani 0.672(15) 1 d G U P A 2
H21A H 0.754001 0.112865 -0.250926 0.088 Uiso 0.672(15) 1 calc R U P A 2
C23A C 0.6414(8) 0.1544(6) -0.1392(6) 0.062(2) Uani 0.672(15) 1 d G U P A 2
H23A H 0.715952 0.181179 -0.133874 0.075 Uiso 0.672(15) 1 calc R U P A 2
C34B C 0.979(3) 0.186(4) -0.222(2) 0.231(7) Uani 0.271(3) 1 d D U P E -3
H34E H 0.937656 0.148605 -0.246044 0.277 Uiso 0.271(3) 1 calc R U P E -3
H34F H 0.907416 0.236259 -0.203829 0.277 Uiso 0.271(3) 1 calc R U P E -3
Cl3B Cl 1.046(3) 0.0927(18) -0.1171(15) 0.238(5) Uani 0.271(3) 1 d D U P E -3
Cl4B Cl 1.128(3) 0.2547(19) -0.3140(16) 0.270(6) Uani 0.271(3) 1 d D U P E -3


_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
C33 H33 0.9300 . ?
C33 C27 1.386(7) . ?
C33 C9 1.385(7) . ?
C32 H32 0.9300 . ?
C32 C30 1.361(8) . ?
C32 C28 1.364(8) . ?
C31 H31 0.9300 . ?
C31 C28 1.401(7) . ?
C31 C14 1.351(7) . ?
C30 H30 0.9300 . ?
C30 C3 1.380(6) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C29 C6 1.495(7) . ?
C28 H28 0.9300 . ?
C27 H27 0.9300 . ?
C27 C2 1.363(7) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C25 C1 1.512(7) . ?
O2 C20 1.262(5) . ?
O1 C17 1.234(5) . ?
N5 H5C 0.8900 . ?
N5 H5D 0.8900 . ?
N5 C6 1.502(6) . ?
N5 C1 1.484(6) . ?
C20 C19 1.430(5) . ?
C20 C17 1.471(6) . ?
C19 C16 1.442(6) . ?
C19 C15 1.400(6) . ?
N4 C13 1.389(5) . ?
N4 C11 1.469(5) . ?
N4 C10 1.362(5) . ?
N3 C12 1.398(6) . ?
N3 C10 1.363(5) . ?
N3 C5 1.460(5) . ?
C18 H18 0.9300 . ?
C18 C16 1.364(5) . ?
C18 C10 1.418(6) . ?
C17 C16 1.485(5) . ?
C15 C8 1.403(7) . ?
C15 C7 1.408(6) . ?
C14 C5 1.512(6) . ?
C14 C3 1.394(6) . ?
C13 C12 1.384(6) . ?
C13 C9 1.382(6) . ?
C12 C2 1.381(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C11 H11D 0.9700 . ?
C11 C4 1.497(10) . ?
C11 C4A 1.513(6) . ?
C9 H9 0.9300 . ?
C8 N1 1.158(6) . ?
N2 C7 1.144(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C4 C26 1.3900 . ?
C4 C23 1.3900 . ?
C26 H26 0.9300 . ?
C26 C24 1.3900 . ?
C24 H24 0.9300 . ?
C24 C22 1.3900 . ?
C22 H22 0.9300 . ?
C22 C21 1.3900 . ?
C21 H21 0.9300 . ?
C21 C23 1.3900 . ?
C23 H23 0.9300 . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
Cl2 C41 1.745(9) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 Cl1 1.743(9) . ?
Cl3 C34 1.792(10) . ?
Cl4 C34 1.797(10) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
Cl3A C34A 1.794(10) . ?
C34A H34C 0.9700 . ?
C34A H34D 0.9700 . ?
C34A Cl4A 1.810(10) . ?
C41A H41C 0.9700 . ?
C41A H41D 0.9700 . ?
C41A Cl2A 1.791(10) . ?
C41A Cl1A 1.792(10) . ?
Cl1A Cl1A 1.72(6) 2_664 ?
C4A C26A 1.3900 . ?
C4A C23A 1.3900 . ?
C26A H26A 0.9300 . ?
C26A C24A 1.3900 . ?
C24A H24A 0.9300 . ?
C24A C22A 1.3900 . ?
C22A H22A 0.9300 . ?
C22A C21A 1.3900 . ?
C21A H21A 0.9300 . ?
C21A C23A 1.3900 . ?
C23A H23A 0.9300 . ?
C34B H34E 0.9700 . ?
C34B H34F 0.9700 . ?
C34B Cl3B 1.795(10) . ?
C34B Cl4B 1.782(10) . ?

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
C27 C33 H33 119.4 . . ?
C9 C33 H33 119.4 . . ?
C9 C33 C27 121.1(5) . . ?
C30 C32 H32 119.8 . . ?
C30 C32 C28 120.4(4) . . ?
C28 C32 H32 119.8 . . ?
C28 C31 H31 119.7 . . ?
C14 C31 H31 119.7 . . ?
C14 C31 C28 120.5(5) . . ?
C32 C30 H30 120.2 . . ?
C32 C30 C3 119.7(5) . . ?
C3 C30 H30 120.2 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C6 C29 H29A 109.5 . . ?
C6 C29 H29B 109.5 . . ?
C6 C29 H29C 109.5 . . ?
C32 C28 C31 119.8(5) . . ?
C32 C28 H28 120.1 . . ?
C31 C28 H28 120.1 . . ?
C33 C27 H27 118.6 . . ?
C2 C27 C33 122.8(5) . . ?
C2 C27 H27 118.6 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C1 C25 H25A 109.5 . . ?
C1 C25 H25B 109.5 . . ?
C1 C25 H25C 109.5 . . ?
H5C N5 H5D 107.7 . . ?
C6 N5 H5C 108.8 . . ?
C6 N5 H5D 108.8 . . ?
C1 N5 H5C 108.8 . . ?
C1 N5 H5D 108.8 . . ?
C1 N5 C6 113.7(4) . . ?
O2 C20 C19 135.5(4) . . ?
O2 C20 C17 134.4(4) . . ?
C19 C20 C17 90.0(3) . . ?
C20 C19 C16 92.2(3) . . ?
C15 C19 C20 133.8(4) . . ?
C15 C19 C16 134.0(4) . . ?
C13 N4 C11 122.9(4) . . ?
C10 N4 C13 109.5(3) . . ?
C10 N4 C11 126.7(4) . . ?
C12 N3 C5 124.2(4) . . ?
C10 N3 C12 108.8(3) . . ?
C10 N3 C5 126.1(4) . . ?
C16 C18 H18 118.1 . . ?
C16 C18 C10 123.7(4) . . ?
C10 C18 H18 118.1 . . ?
O1 C17 C20 135.7(4) . . ?
O1 C17 C16 135.2(4) . . ?
C20 C17 C16 88.8(3) . . ?
C19 C16 C17 89.0(3) . . ?
C18 C16 C19 134.7(4) . . ?
C18 C16 C17 136.0(4) . . ?
C19 C15 C8 119.8(4) . . ?
C19 C15 C7 122.3(4) . . ?
C8 C15 C7 117.8(4) . . ?
C31 C14 C5 123.6(4) . . ?
C31 C14 C3 118.9(4) . . ?
C3 C14 C5 117.5(4) . . ?
C12 C13 N4 106.9(4) . . ?
C9 C13 N4 131.3(4) . . ?
C9 C13 C12 121.8(4) . . ?
C13 C12 N3 107.2(4) . . ?
C2 C12 N3 130.9(4) . . ?
C2 C12 C13 121.9(4) . . ?
N4 C11 H11A 109.1 . . ?
N4 C11 H11B 109.1 . . ?
N4 C11 H11C 109.1 . . ?
N4 C11 H11D 109.1 . . ?
N4 C11 C4 112.6(7) . . ?
N4 C11 C4A 112.4(4) . . ?
H11A C11 H11B 107.8 . . ?
H11C C11 H11D 107.9 . . ?
C4 C11 H11A 109.1 . . ?
C4 C11 H11B 109.1 . . ?
C4A C11 H11C 109.1 . . ?
C4A C11 H11D 109.1 . . ?
N4 C10 N3 107.7(4) . . ?
N4 C10 C18 128.0(4) . . ?
N3 C10 C18 124.3(4) . . ?
C33 C9 H9 121.9 . . ?
C13 C9 C33 116.2(4) . . ?
C13 C9 H9 121.9 . . ?
N1 C8 C15 179.3(5) . . ?
N2 C7 C15 179.5(6) . . ?
C29 C6 N5 110.4(4) . . ?
C29 C6 H6A 109.6 . . ?
C29 C6 H6B 109.6 . . ?
N5 C6 H6A 109.6 . . ?
N5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
N3 C5 C14 114.2(4) . . ?
N3 C5 H5A 108.7 . . ?
N3 C5 H5B 108.7 . . ?
C14 C5 H5A 108.7 . . ?
C14 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C26 C4 C11 124.8(12) . . ?
C26 C4 C23 120.0 . . ?
C23 C4 C11 115.0(12) . . ?
C4 C26 H26 120.0 . . ?
C4 C26 C24 120.0 . . ?
C24 C26 H26 120.0 . . ?
C26 C24 H24 120.0 . . ?
C22 C24 C26 120.0 . . ?
C22 C24 H24 120.0 . . ?
C24 C22 H22 120.0 . . ?
C21 C22 C24 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C21 H21 120.0 . . ?
C22 C21 C23 120.0 . . ?
C23 C21 H21 120.0 . . ?
C4 C23 H23 120.0 . . ?
C21 C23 C4 120.0 . . ?
C21 C23 H23 120.0 . . ?
C30 C3 C14 120.7(5) . . ?
C30 C3 H3 119.7 . . ?
C14 C3 H3 119.7 . . ?
C27 C2 C12 116.2(4) . . ?
C27 C2 H2 121.9 . . ?
C12 C2 H2 121.9 . . ?
C25 C1 H1A 109.7 . . ?
C25 C1 H1B 109.7 . . ?
N5 C1 C25 109.6(4) . . ?
N5 C1 H1A 109.7 . . ?
N5 C1 H1B 109.7 . . ?
H1A C1 H1B 108.2 . . ?
Cl2 C41 H41A 110.3 . . ?
Cl2 C41 H41B 110.3 . . ?
H41A C41 H41B 108.5 . . ?
Cl1 C41 Cl2 107.1(6) . . ?
Cl1 C41 H41A 110.3 . . ?
Cl1 C41 H41B 110.3 . . ?
Cl3 C34 Cl4 110.1(13) . . ?
Cl3 C34 H34A 109.7 . . ?
Cl3 C34 H34B 109.6 . . ?
Cl4 C34 H34A 109.7 . . ?
Cl4 C34 H34B 109.6 . . ?
H34A C34 H34B 108.2 . . ?
Cl3A C34A H34C 110.6 . . ?
Cl3A C34A H34D 110.6 . . ?
Cl3A C34A Cl4A 105.8(11) . . ?
H34C C34A H34D 108.7 . . ?
Cl4A C34A H34C 110.6 . . ?
Cl4A C34A H34D 110.6 . . ?
H41C C41A H41D 108.4 . . ?
Cl2A C41A H41C 110.1 . . ?
Cl2A C41A H41D 110.1 . . ?
Cl2A C41A Cl1A 108.0(12) . . ?
Cl1A C41A H41C 110.1 . . ?
Cl1A C41A H41D 110.1 . . ?
Cl1A Cl1A C41A 92(2) 2_664 . ?
C26A C4A C11 117.5(5) . . ?
C26A C4A C23A 120.0 . . ?
C23A C4A C11 122.4(5) . . ?
C4A C26A H26A 120.0 . . ?
C24A C26A C4A 120.0 . . ?
C24A C26A H26A 120.0 . . ?
C26A C24A H24A 120.0 . . ?
C26A C24A C22A 120.0 . . ?
C22A C24A H24A 120.0 . . ?
C24A C22A H22A 120.0 . . ?
C21A C22A C24A 120.0 . . ?
C21A C22A H22A 120.0 . . ?
C22A C21A H21A 120.0 . . ?
C22A C21A C23A 120.0 . . ?
C23A C21A H21A 120.0 . . ?
C4A C23A H23A 120.0 . . ?
C21A C23A C4A 120.0 . . ?
C21A C23A H23A 120.0 . . ?
H34E C34B H34F 108.7 . . ?
Cl3B C34B H34E 110.5 . . ?
Cl3B C34B H34F 110.5 . . ?
Cl4B C34B H34E 110.5 . . ?
Cl4B C34B H34F 110.5 . . ?
Cl4B C34B Cl3B 106.1(12) . . ?

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
C33 C27 C2 C12 0.5(8) . . . . ?
C32 C30 C3 C14 0.8(8) . . . . ?
C31 C14 C5 N3 -16.1(7) . . . . ?
C31 C14 C3 C30 -0.6(7) . . . . ?
C30 C32 C28 C31 0.4(9) . . . . ?
C28 C32 C30 C3 -0.8(8) . . . . ?
C28 C31 C14 C5 179.5(5) . . . . ?
C28 C31 C14 C3 0.2(8) . . . . ?
C27 C33 C9 C13 0.0(7) . . . . ?
O2 C20 C19 C16 -176.8(5) . . . . ?
O2 C20 C19 C15 0.8(9) . . . . ?
O2 C20 C17 O1 1.9(9) . . . . ?
O2 C20 C17 C16 176.8(5) . . . . ?
O1 C17 C16 C19 174.7(5) . . . . ?
O1 C17 C16 C18 0.5(9) . . . . ?
C20 C19 C16 C18 174.6(5) . . . . ?
C20 C19 C16 C17 0.2(3) . . . . ?
C20 C19 C15 C8 5.8(8) . . . . ?
C20 C19 C15 C7 -175.9(5) . . . . ?
C20 C17 C16 C19 -0.2(3) . . . . ?
C20 C17 C16 C18 -174.4(5) . . . . ?
C19 C20 C17 O1 -174.7(5) . . . . ?
C19 C20 C17 C16 0.2(3) . . . . ?
N4 C13 C12 N3 -1.2(4) . . . . ?
N4 C13 C12 C2 -178.5(4) . . . . ?
N4 C13 C9 C33 177.7(4) . . . . ?
N4 C11 C4 C26 -113.9(9) . . . . ?
N4 C11 C4 C23 70.5(11) . . . . ?
N4 C11 C4A C26A -122.7(4) . . . . ?
N4 C11 C4A C23A 60.6(7) . . . . ?
N3 C12 C2 C27 -176.4(5) . . . . ?
C17 C20 C19 C16 -0.2(3) . . . . ?
C17 C20 C19 C15 177.3(5) . . . . ?
C16 C19 C15 C8 -177.7(5) . . . . ?
C16 C19 C15 C7 0.6(8) . . . . ?
C16 C18 C10 N4 -41.0(7) . . . . ?
C16 C18 C10 N3 139.4(4) . . . . ?
C15 C19 C16 C18 -2.9(9) . . . . ?
C15 C19 C16 C17 -177.3(5) . . . . ?
C14 C31 C28 C32 -0.2(9) . . . . ?
C13 N4 C11 C4 67.6(10) . . . . ?
C13 N4 C11 C4A 61.3(6) . . . . ?
C13 N4 C10 N3 -1.4(4) . . . . ?
C13 N4 C10 C18 178.9(4) . . . . ?
C13 C12 C2 C27 0.2(7) . . . . ?
C12 N3 C10 N4 0.6(4) . . . . ?
C12 N3 C10 C18 -179.7(4) . . . . ?
C12 N3 C5 C14 -79.2(5) . . . . ?
C12 C13 C9 C33 0.7(7) . . . . ?
C11 N4 C13 C12 -167.8(4) . . . . ?
C11 N4 C13 C9 14.8(7) . . . . ?
C11 N4 C10 N3 167.6(4) . . . . ?
C11 N4 C10 C18 -12.1(7) . . . . ?
C11 C4 C26 C24 -175.4(15) . . . . ?
C11 C4 C23 C21 175.8(13) . . . . ?
C11 C4A C26A C24A -176.7(7) . . . . ?
C11 C4A C23A C21A 176.6(7) . . . . ?
C10 N4 C13 C12 1.6(4) . . . . ?
C10 N4 C13 C9 -175.8(4) . . . . ?
C10 N4 C11 C4 -100.0(9) . . . . ?
C10 N4 C11 C4A -106.3(6) . . . . ?
C10 N3 C12 C13 0.4(5) . . . . ?
C10 N3 C12 C2 177.3(5) . . . . ?
C10 N3 C5 C14 113.1(5) . . . . ?
C10 C18 C16 C19 178.1(4) . . . . ?
C10 C18 C16 C17 -10.0(8) . . . . ?
C9 C33 C27 C2 -0.6(9) . . . . ?
C9 C13 C12 N3 176.5(4) . . . . ?
C9 C13 C12 C2 -0.8(7) . . . . ?
C6 N5 C1 C25 177.2(4) . . . . ?
C5 N3 C12 C13 -169.2(4) . . . . ?
C5 N3 C12 C2 7.8(7) . . . . ?
C5 N3 C10 N4 169.9(4) . . . . ?
C5 N3 C10 C18 -10.4(6) . . . . ?
C5 C14 C3 C30 -179.9(4) . . . . ?
C4 C26 C24 C22 0.0 . . . . ?
C26 C4 C23 C21 0.0 . . . . ?
C26 C24 C22 C21 0.0 . . . . ?
C24 C22 C21 C23 0.0 . . . . ?
C22 C21 C23 C4 0.0 . . . . ?
C23 C4 C26 C24 0.0 . . . . ?
C3 C14 C5 N3 163.1(4) . . . . ?
C1 N5 C6 C29 172.7(4) . . . . ?
Cl2A C41A Cl1A Cl1A -156(2) . . . 2_664 ?
C4A C26A C24A C22A 0.0 . . . . ?
C26A C4A C23A C21A 0.0 . . . . ?
C26A C24A C22A C21A 0.0 . . . . ?
C24A C22A C21A C23A 0.0 . . . . ?
C22A C21A C23A C4A 0.0 . . . . ?
C23A C4A C26A C24A 0.0 . . . . ?

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

data_sanyian
_database_code_depnum_ccdc_archive 'CCDC 2324690'
loop_
_audit_author_name
_audit_author_address
'Weihan Guo'
;Nanchang University
China
;
_audit_update_record             
;
2024-01-10 deposited with the CCDC.	2024-06-21 downloaded from the CCDC.
;
_audit_creation_date             2024-01-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        SQH-NEt3
_chemical_formula_moiety         '0.06(C29 H19 N4 O2), 0.06(C6 H16 N)'
_chemical_formula_sum            'C2.26 H2.26 N0.32 O0.13'
_chemical_formula_weight         35.98
_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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   8.5686(4)
_cell_length_b                   12.3624(9)
_cell_length_c                   15.3048(10)
_cell_angle_alpha                79.445(6)
_cell_angle_beta                 79.655(5)
_cell_angle_gamma                78.006(5)
_cell_volume                     1542.02(17)
_cell_formula_units_Z            31
_cell_measurement_reflns_used    3323
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.9370
_cell_measurement_theta_min      3.8230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30435
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0564
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.833
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13403
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.833
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.333
_diffrn_reflns_theta_min         3.396
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.833
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4059
_reflns_number_total             7053
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'olex2.solve 1.5-beta (Bourhis et al., 2015)'
_refine_diff_density_max         0.704
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         7053
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1445
_refine_ls_R_factor_gt           0.0913
_refine_ls_restrained_S_all      1.032
_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)+(0.1307P)²+0.9669P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2494
_refine_ls_wR_factor_ref         0.2922
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1A)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B), C30(H30A,H30B), C32(H32A,H32B), C34(H34A,H34B)
2.c Me refined with riding coordinates:
 C31(H31A,H31B,H31C), C33(H33A,H33B,H33C), C36(H36A,H36B,H36C)
2.d Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C15(H15), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5772(5) 0.7898(4) 0.5813(3) 0.0784(12) Uani 1 1 d . . . . .
H1 H 0.579052 0.765997 0.642417 0.094 Uiso 1 1 calc R . . . .
C2 C 0.7135(5) 0.7692(4) 0.5227(4) 0.0849(13) Uani 1 1 d . . . . .
H2 H 0.808426 0.730204 0.543137 0.102 Uiso 1 1 calc R . . . .
C3 C 0.7113(5) 0.8060(5) 0.4332(4) 0.0993(17) Uani 1 1 d . . . . .
H3 H 0.805304 0.793173 0.392493 0.119 Uiso 1 1 calc R . . . .
C4 C 0.5681(4) 0.8628(4) 0.4027(3) 0.0780(12) Uani 1 1 d . . . . .
H4 H 0.567026 0.887183 0.341559 0.094 Uiso 1 1 calc R . . . .
C5 C 0.4282(3) 0.8831(3) 0.4624(2) 0.0455(7) Uani 1 1 d . . . . .
C6 C 0.4347(4) 0.8459(3) 0.5515(2) 0.0626(9) Uani 1 1 d . . . . .
H6 H 0.341653 0.858560 0.592908 0.075 Uiso 1 1 calc R . . . .
C7 C 0.2732(3) 0.9472(3) 0.43008(19) 0.0439(7) Uani 1 1 d . . . . .
H7A H 0.187207 0.950816 0.480783 0.053 Uiso 1 1 calc R . . . .
H7B H 0.286639 1.023188 0.404659 0.053 Uiso 1 1 calc R . . . .
C8 C 0.1907(3) 0.7566(3) 0.2976(2) 0.0479(7) Uani 1 1 d . . . . .
C9 C 0.1919(3) 0.7870(2) 0.38039(19) 0.0426(7) Uani 1 1 d . . . . .
C10 C 0.1620(4) 0.7173(3) 0.4601(2) 0.0516(8) Uani 1 1 d . . . . .
H10 H 0.162985 0.738327 0.515325 0.062 Uiso 1 1 calc R . . . .
C11 C 0.1303(4) 0.6142(3) 0.4535(3) 0.0642(9) Uani 1 1 d . . . . .
H11 H 0.110176 0.564244 0.505790 0.077 Uiso 1 1 calc R . . . .
C12 C 0.1275(4) 0.5827(3) 0.3711(3) 0.0688(10) Uani 1 1 d . . . . .
H12 H 0.104679 0.512815 0.369605 0.083 Uiso 1 1 calc R . . . .
C13 C 0.1576(4) 0.6526(3) 0.2924(3) 0.0631(10) Uani 1 1 d . . . . .
H13 H 0.156026 0.631466 0.237363 0.076 Uiso 1 1 calc R . . . .
C14 C 0.2149(4) 0.8515(3) 0.1376(2) 0.0625(10) Uani 1 1 d . . . . .
H14A H 0.268490 0.780770 0.118339 0.075 Uiso 1 1 calc R . . . .
H14B H 0.271496 0.909192 0.102767 0.075 Uiso 1 1 calc R . . . .
C15 C 0.0110(6) 0.8364(4) 0.0473(3) 0.0895(14) Uani 1 1 d . . . . .
H15 H 0.092071 0.791059 0.014430 0.107 Uiso 1 1 calc R . . . .
C16 C 0.0446(4) 0.8762(3) 0.1180(2) 0.0565(8) Uani 1 1 d . . . . .
C17 C -0.0790(5) 0.9440(4) 0.1651(3) 0.0826(13) Uani 1 1 d . . . . .
H17 H -0.059080 0.971773 0.213763 0.099 Uiso 1 1 calc R . . . .
C18 C -0.2301(6) 0.9704(5) 0.1407(4) 0.1007(16) Uani 1 1 d . . . . .
H18 H -0.312086 1.015932 0.172823 0.121 Uiso 1 1 calc R . . . .
C19 C -0.2611(7) 0.9303(5) 0.0693(4) 0.1053(17) Uani 1 1 d . . . . .
H19 H -0.363275 0.949349 0.052109 0.126 Uiso 1 1 calc R . . . .
C20 C -0.1428(8) 0.8629(6) 0.0240(4) 0.1108(18) Uani 1 1 d . . . . .
H20 H -0.164504 0.833795 -0.023442 0.133 Uiso 1 1 calc R . . . .
C21 C 0.2461(3) 0.9299(3) 0.27238(19) 0.0437(7) Uani 1 1 d . . . . .
C22 C 0.2784(3) 1.0355(3) 0.22553(19) 0.0470(7) Uani 1 1 d . . . . .
H22 H 0.356556 1.036918 0.174779 0.056 Uiso 1 1 calc R . . . .
C23 C 0.1997(3) 1.1346(3) 0.25193(18) 0.0445(7) Uani 1 1 d . . . . .
C24 C 0.2015(4) 1.2508(3) 0.2190(2) 0.0478(7) Uani 1 1 d . . . . .
C25 C 0.0572(4) 1.1669(3) 0.3200(2) 0.0499(8) Uani 1 1 d . . . . .
C26 C 0.0674(4) 1.2856(3) 0.2853(2) 0.0534(8) Uani 1 1 d . . . . .
C27 C 0.2932(4) 1.3085(3) 0.1468(2) 0.0562(8) Uani 1 1 d . . . . .
C28 C 0.4132(5) 1.2506(3) 0.0878(2) 0.0656(10) Uani 1 1 d . . . . .
C29 C 0.2660(7) 1.4257(4) 0.1273(3) 0.0901(14) Uani 1 1 d . . . . .
N2 N 0.2280(3) 0.8944(2) 0.36214(15) 0.0410(6) Uani 1 1 d . . . . .
N3 N 0.2264(3) 0.8455(2) 0.23221(16) 0.0480(6) Uani 1 1 d . . . . .
N4 N 0.5100(5) 1.2040(4) 0.0396(3) 0.0985(13) Uani 1 1 d . . . . .
N5 N 0.2447(9) 1.5214(4) 0.1093(3) 0.152(3) Uani 1 1 d . . . . .
O1 O -0.0139(3) 1.3783(2) 0.30309(17) 0.0728(8) Uani 1 1 d . . . . .
O2 O -0.0325(3) 1.1156(2) 0.37569(17) 0.0723(7) Uani 1 1 d . . . . .
C30 C 0.5876(8) 0.4733(7) 0.2888(7) 0.164(3) Uani 1 1 d . . . . .
H30A H 0.494672 0.515616 0.262068 0.197 Uiso 1 1 calc R . . . .
H30B H 0.579169 0.394901 0.297524 0.197 Uiso 1 1 calc R . . . .
C31 C 0.5781(10) 0.5046(10) 0.3742(5) 0.208(5) Uani 1 1 d . . . . .
H31A H 0.478591 0.490626 0.410506 0.312 Uiso 1 1 calc R . . . .
H31B H 0.667079 0.461626 0.402873 0.312 Uiso 1 1 calc R . . . .
H31C H 0.582296 0.582749 0.367297 0.312 Uiso 1 1 calc R . . . .
C32 C 0.7403(15) 0.4692(16) 0.1353(8) 0.311(11) Uani 1 1 d . . . . .
H32A H 0.829258 0.499148 0.096747 0.373 Uiso 1 1 calc R . . . .
H32B H 0.641115 0.503573 0.111419 0.373 Uiso 1 1 calc R . . . .
C33 C 0.7701(14) 0.3326(12) 0.1424(9) 0.291(9) Uani 1 1 d . . . . .
H33A H 0.778120 0.313012 0.083679 0.436 Uiso 1 1 calc R . . . .
H33B H 0.868240 0.300258 0.166548 0.436 Uiso 1 1 calc R . . . .
H33C H 0.681332 0.304655 0.181124 0.436 Uiso 1 1 calc R . . . .
C34 C 0.7531(10) 0.6102(9) 0.2120(10) 0.262(8) Uani 1 1 d . . . . .
H34A H 0.780096 0.625843 0.266766 0.314 Uiso 1 1 calc R . . . .
H34B H 0.842513 0.621122 0.164469 0.314 Uiso 1 1 calc R . . . .
C36 C 0.6045(12) 0.6905(13) 0.1882(12) 0.395(13) Uani 1 1 d . . . . .
H36A H 0.623581 0.765780 0.180298 0.592 Uiso 1 1 calc R . . . .
H36B H 0.578603 0.676260 0.133351 0.592 Uiso 1 1 calc R . . . .
H36C H 0.516222 0.680979 0.235589 0.592 Uiso 1 1 calc R . . . .
N1 N 0.7303(5) 0.4888(4) 0.2254(3) 0.0990(13) Uani 1 1 d . . . . .
H1A H 0.823482 0.441563 0.250567 0.119 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9300 . ?
C1 C2 1.348(6) . ?
C1 C6 1.383(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.364(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.394(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(4) . ?
C5 C6 1.364(5) . ?
C5 C7 1.514(4) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 N2 1.469(3) . ?
C8 C9 1.389(4) . ?
C8 C13 1.392(5) . ?
C8 N3 1.389(4) . ?
C9 C10 1.376(4) . ?
C9 N2 1.393(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.382(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.392(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.364(5) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C16 1.501(5) . ?
C14 N3 1.456(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.365(5) . ?
C15 C20 1.384(7) . ?
C16 C17 1.386(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.370(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.367(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.345(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.426(4) . ?
C21 N2 1.354(4) . ?
C21 N3 1.356(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.363(4) . ?
C23 C24 1.436(4) . ?
C23 C25 1.493(4) . ?
C24 C26 1.439(4) . ?
C24 C27 1.407(5) . ?
C25 C26 1.482(5) . ?
C25 O2 1.220(4) . ?
C26 O1 1.260(4) . ?
C27 C28 1.408(5) . ?
C27 C29 1.404(6) . ?
C28 N4 1.141(5) . ?
C29 N5 1.148(5) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.414(11) . ?
C30 N1 1.441(8) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.64(2) . ?
C32 N1 1.429(10) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C36 1.500(11) . ?
C34 N1 1.526(11) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
N1 H1A 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
C2 C1 H1 119.6 . . ?
C2 C1 C6 120.7(4) . . ?
C6 C1 H1 119.6 . . ?
C1 C2 H2 120.2 . . ?
C1 C2 C3 119.5(4) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0(4) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.6(4) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C7 120.9(3) . . ?
C6 C5 C4 118.0(3) . . ?
C6 C5 C7 121.1(3) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 C1 121.1(4) . . ?
C5 C6 H6 119.4 . . ?
C5 C7 H7A 109.3 . . ?
C5 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
N2 C7 C5 111.5(2) . . ?
N2 C7 H7A 109.3 . . ?
N2 C7 H7B 109.3 . . ?
C9 C8 C13 120.4(3) . . ?
C9 C8 N3 107.2(3) . . ?
N3 C8 C13 132.3(3) . . ?
C8 C9 N2 106.0(3) . . ?
C10 C9 C8 122.5(3) . . ?
C10 C9 N2 131.5(3) . . ?
C9 C10 H10 121.9 . . ?
C9 C10 C11 116.1(3) . . ?
C11 C10 H10 121.9 . . ?
C10 C11 H11 118.9 . . ?
C10 C11 C12 122.1(4) . . ?
C12 C11 H11 118.9 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.2(3) . . ?
C13 C12 H12 119.4 . . ?
C8 C13 H13 121.2 . . ?
C12 C13 C8 117.6(3) . . ?
C12 C13 H13 121.2 . . ?
H14A C14 H14B 107.7 . . ?
C16 C14 H14A 108.9 . . ?
C16 C14 H14B 108.9 . . ?
N3 C14 H14A 108.9 . . ?
N3 C14 H14B 108.9 . . ?
N3 C14 C16 113.6(3) . . ?
C16 C15 H15 119.7 . . ?
C16 C15 C20 120.5(5) . . ?
C20 C15 H15 119.7 . . ?
C15 C16 C14 119.0(3) . . ?
C15 C16 C17 118.2(4) . . ?
C17 C16 C14 122.7(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.6(4) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.4(5) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.3 . . ?
C20 C19 C18 119.5(5) . . ?
C20 C19 H19 120.3 . . ?
C15 C20 H20 119.6 . . ?
C19 C20 C15 120.9(5) . . ?
C19 C20 H20 119.6 . . ?
N2 C21 C22 128.2(3) . . ?
N2 C21 N3 107.4(3) . . ?
N3 C21 C22 124.4(3) . . ?
C21 C22 H22 118.6 . . ?
C23 C22 C21 122.8(3) . . ?
C23 C22 H22 118.6 . . ?
C22 C23 C24 135.8(3) . . ?
C22 C23 C25 134.1(3) . . ?
C24 C23 C25 89.5(2) . . ?
C23 C24 C26 92.3(3) . . ?
C27 C24 C23 133.9(3) . . ?
C27 C24 C26 133.8(3) . . ?
C26 C25 C23 88.3(2) . . ?
O2 C25 C23 134.7(3) . . ?
O2 C25 C26 136.8(3) . . ?
C24 C26 C25 89.8(2) . . ?
O1 C26 C24 135.1(3) . . ?
O1 C26 C25 134.9(3) . . ?
C24 C27 C28 121.2(3) . . ?
C29 C27 C24 122.2(3) . . ?
C29 C27 C28 116.5(3) . . ?
N4 C28 C27 179.5(5) . . ?
N5 C29 C27 178.5(4) . . ?
C9 N2 C7 122.6(2) . . ?
C21 N2 C7 126.1(2) . . ?
C21 N2 C9 110.0(2) . . ?
C8 N3 C14 123.4(3) . . ?
C21 N3 C8 109.3(2) . . ?
C21 N3 C14 126.4(3) . . ?
H30A C30 H30B 107.3 . . ?
C31 C30 H30A 108.1 . . ?
C31 C30 H30B 108.1 . . ?
C31 C30 N1 116.8(8) . . ?
N1 C30 H30A 108.1 . . ?
N1 C30 H30B 108.1 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
H32A C32 H32B 108.9 . . ?
C33 C32 H32A 110.8 . . ?
C33 C32 H32B 110.8 . . ?
N1 C32 H32A 110.8 . . ?
N1 C32 H32B 110.8 . . ?
N1 C32 C33 104.8(11) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
H34A C34 H34B 107.9 . . ?
C36 C34 H34A 109.2 . . ?
C36 C34 H34B 109.2 . . ?
C36 C34 N1 112.0(10) . . ?
N1 C34 H34A 109.2 . . ?
N1 C34 H34B 109.2 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C30 N1 C34 110.3(6) . . ?
C30 N1 H1A 108.0 . . ?
C32 N1 C30 119.6(9) . . ?
C32 N1 C34 102.4(10) . . ?
C32 N1 H1A 108.0 . . ?
C34 N1 H1A 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -1.1(8) . . . . ?
C2 C1 C6 C5 -0.7(6) . . . . ?
C2 C3 C4 C5 0.5(7) . . . . ?
C3 C4 C5 C6 0.0(6) . . . . ?
C3 C4 C5 C7 178.4(4) . . . . ?
C4 C5 C6 C1 0.1(5) . . . . ?
C4 C5 C7 N2 56.8(4) . . . . ?
C5 C7 N2 C9 62.5(3) . . . . ?
C5 C7 N2 C21 -103.4(3) . . . . ?
C6 C1 C2 C3 1.2(7) . . . . ?
C6 C5 C7 N2 -124.8(3) . . . . ?
C7 C5 C6 C1 -178.3(3) . . . . ?
C8 C9 C10 C11 0.0(4) . . . . ?
C8 C9 N2 C7 -167.1(2) . . . . ?
C8 C9 N2 C21 0.8(3) . . . . ?
C9 C8 C13 C12 -0.3(5) . . . . ?
C9 C8 N3 C14 -171.3(3) . . . . ?
C9 C8 N3 C21 -1.2(3) . . . . ?
C9 C10 C11 C12 -0.5(5) . . . . ?
C10 C9 N2 C7 12.8(4) . . . . ?
C10 C9 N2 C21 -179.3(3) . . . . ?
C10 C11 C12 C13 0.6(6) . . . . ?
C11 C12 C13 C8 -0.2(5) . . . . ?
C13 C8 C9 C10 0.4(4) . . . . ?
C13 C8 C9 N2 -179.8(3) . . . . ?
C13 C8 N3 C14 8.7(5) . . . . ?
C13 C8 N3 C21 178.8(3) . . . . ?
C14 C16 C17 C18 175.4(4) . . . . ?
C15 C16 C17 C18 -0.3(7) . . . . ?
C16 C14 N3 C8 73.5(4) . . . . ?
C16 C14 N3 C21 -94.9(4) . . . . ?
C16 C15 C20 C19 1.5(9) . . . . ?
C16 C17 C18 C19 0.0(8) . . . . ?
C17 C18 C19 C20 1.1(9) . . . . ?
C18 C19 C20 C15 -1.8(9) . . . . ?
C20 C15 C16 C14 -176.3(5) . . . . ?
C20 C15 C16 C17 -0.3(7) . . . . ?
C21 C22 C23 C24 -178.0(3) . . . . ?
C21 C22 C23 C25 -9.3(5) . . . . ?
C22 C21 N2 C7 -14.7(4) . . . . ?
C22 C21 N2 C9 177.9(3) . . . . ?
C22 C21 N3 C8 -177.8(3) . . . . ?
C22 C21 N3 C14 -8.0(4) . . . . ?
C22 C23 C24 C26 173.6(4) . . . . ?
C22 C23 C24 C27 -3.5(6) . . . . ?
C22 C23 C25 C26 -173.8(4) . . . . ?
C22 C23 C25 O2 2.5(6) . . . . ?
C23 C24 C26 C25 -1.7(2) . . . . ?
C23 C24 C26 O1 -177.9(4) . . . . ?
C23 C24 C27 C28 0.5(6) . . . . ?
C23 C24 C27 C29 177.8(4) . . . . ?
C23 C25 C26 C24 1.7(2) . . . . ?
C23 C25 C26 O1 177.8(4) . . . . ?
C24 C23 C25 C26 -1.7(2) . . . . ?
C24 C23 C25 O2 174.6(4) . . . . ?
C25 C23 C24 C26 1.7(2) . . . . ?
C25 C23 C24 C27 -175.4(4) . . . . ?
C26 C24 C27 C28 -175.5(3) . . . . ?
C26 C24 C27 C29 1.8(6) . . . . ?
C27 C24 C26 C25 175.4(4) . . . . ?
C27 C24 C26 O1 -0.8(6) . . . . ?
N2 C9 C10 C11 -179.8(3) . . . . ?
N2 C21 C22 C23 -45.1(5) . . . . ?
N2 C21 N3 C8 1.7(3) . . . . ?
N2 C21 N3 C14 171.5(3) . . . . ?
N3 C8 C9 C10 -179.6(3) . . . . ?
N3 C8 C9 N2 0.2(3) . . . . ?
N3 C8 C13 C12 179.7(3) . . . . ?
N3 C14 C16 C15 -150.7(4) . . . . ?
N3 C14 C16 C17 33.5(5) . . . . ?
N3 C21 C22 C23 134.3(3) . . . . ?
N3 C21 N2 C7 165.8(2) . . . . ?
N3 C21 N2 C9 -1.6(3) . . . . ?
O2 C25 C26 C24 -174.4(4) . . . . ?
O2 C25 C26 O1 1.7(7) . . . . ?
C31 C30 N1 C32 -173.9(10) . . . . ?
C31 C30 N1 C34 -55.7(9) . . . . ?
C33 C32 N1 C30 -73.9(9) . . . . ?
C33 C32 N1 C34 163.9(8) . . . . ?
C36 C34 N1 C30 -52.7(13) . . . . ?
C36 C34 N1 C32 75.6(12) . . . . ?


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

data_siyian
_database_code_depnum_ccdc_archive 'CCDC 2324691'
loop_
_audit_author_name
_audit_author_address
'Weihan Guo'
;Nanchang University
China
;
_audit_update_record             
;
2024-01-10 deposited with the CCDC.	2024-06-21 downloaded from the CCDC.
;
_audit_creation_date             2024-01-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C H2 Cl2, C29 H19 N4 O2, C8 H20 N'
_chemical_formula_sum            'C38 H41 Cl2 N5 O2'
_chemical_formula_weight         670.66
_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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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                   8.7961(4)
_cell_length_b                   12.3714(6)
_cell_length_c                   18.5360(8)
_cell_angle_alpha                99.727(4)
_cell_angle_beta                 103.102(4)
_cell_angle_gamma                109.299(4)
_cell_volume                     1787.74(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6164
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.4850
_cell_measurement_theta_min      3.6710
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.222
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78944
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'yellow green'
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bulk
_exptl_crystal_F_000             708
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.849
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            20322
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.381
_diffrn_reflns_theta_min         3.317
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.849
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5487
_reflns_number_total             9833
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'olex2.solve 1.5-beta (Bourhis et al., 2015)'
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     428
_refine_ls_number_reflns         8349
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0569
_refine_ls_restrained_S_all      1.053
_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)+(0.0403P)²+0.7176P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1171
_refine_ls_wR_factor_ref         0.1368
_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:
 C00E(H00A,H00B), C00L(H00C,H00D), C00V(H00H,H00I), C00X(H00E,H00F), C011(H01A,
 H01B), C013(H01C,H01D), C014(H01E,H01F)
2.b Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00K(H00K), C00M(H00M), C00N(H00N), C00O(H00O), C00Q(H00Q),
 C00R(H00R), C00W(H00W), C00Y(H00Y), C00Z(H00Z), C010(H010), C012(H012),
 C015(H015), C016(H016), C019(H019)
2.c Idealised Me refined as rotating group:
 C017(H01G,H01H,H01I), C018(H01J,H01K,H01L), C01A(H01M,H01N,H01O), C01B(H01P,
 H01Q,H01R)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Cl01 Cl 1.03161(9) 0.28846(7) 0.81301(5) 0.0774(2) Uani 1 1 d . . . . .
Cl02 Cl 1.24646(10) 0.53462(8) 0.84178(6) 0.1007(3) Uani 1 1 d . . . . .
O003 O 0.4986(2) 0.47164(13) 0.60358(8) 0.0498(4) Uani 1 1 d . . . . .
N004 N 0.36810(19) 0.67283(14) 0.56871(9) 0.0314(3) Uani 1 1 d . . . . .
O005 O 0.7740(2) 0.47258(15) 0.75396(9) 0.0563(4) Uani 1 1 d . . . . .
N006 N 0.16070(19) 0.67151(14) 0.61643(9) 0.0346(4) Uani 1 1 d . . . . .
N007 N 0.5536(2) 0.19681(16) 0.87444(10) 0.0459(4) Uani 1 1 d . . . . .
C008 C 0.2317(2) 0.65945(16) 0.50787(11) 0.0319(4) Uani 1 1 d . . . . .
C009 C 0.6084(2) 0.82207(17) 0.54584(11) 0.0334(4) Uani 1 1 d . . . . .
C00A C 0.3232(2) 0.67665(16) 0.63437(11) 0.0313(4) Uani 1 1 d . . . . .
C00B C 0.1002(2) 0.65829(16) 0.53784(11) 0.0349(4) Uani 1 1 d . . . . .
C00C C 0.5297(2) 0.62437(17) 0.71944(10) 0.0326(4) Uani 1 1 d . . . . .
C00D C 0.5588(2) 0.52920(17) 0.67095(11) 0.0353(4) Uani 1 1 d . . . . .
C00E C 0.5401(2) 0.70379(17) 0.56285(11) 0.0340(4) Uani 1 1 d . . . . .
H00A H 0.540300 0.642666 0.522517 0.041 Uiso 1 1 calc R . . . .
H00B H 0.614505 0.705232 0.610783 0.041 Uiso 1 1 calc R . . . .
C00F C 0.6437(2) 0.61813(18) 0.78570(11) 0.0359(4) Uani 1 1 d . . . . .
C00G C 0.4200(2) 0.68285(17) 0.70741(11) 0.0352(4) Uani 1 1 d . . . . .
H00G H 0.410121 0.728578 0.750056 0.042 Uiso 1 1 calc R . . . .
C00H C 0.6968(3) 0.67218(19) 0.86464(11) 0.0412(5) Uani 1 1 d . . . . .
C00I C 0.6823(2) 0.52821(18) 0.74064(12) 0.0384(5) Uani 1 1 d . . . . .
C00J C 0.0513(2) 0.77543(18) 0.70726(12) 0.0389(5) Uani 1 1 d . . . . .
C00K C 0.2138(3) 0.64765(17) 0.43079(11) 0.0382(5) Uani 1 1 d . . . . .
H00K H 0.302072 0.648948 0.410817 0.046 Uiso 1 1 calc R . . . .
C00L C 0.0585(3) 0.66079(18) 0.66860(12) 0.0405(5) Uani 1 1 d . . . . .
H00C H 0.103106 0.627062 0.707942 0.049 Uiso 1 1 calc R . . . .
H00D H -0.055768 0.605429 0.640091 0.049 Uiso 1 1 calc R . . . .
C00M C -0.0575(3) 0.64161(18) 0.49113(13) 0.0441(5) Uani 1 1 d . . . . .
H00M H -0.146887 0.638360 0.510726 0.053 Uiso 1 1 calc R . . . .
C00N C 0.6857(3) 0.8329(2) 0.48934(13) 0.0456(5) Uani 1 1 d . . . . .
H00N H 0.685988 0.765541 0.458321 0.055 Uiso 1 1 calc R . . . .
C00O C 0.0569(3) 0.63374(19) 0.38457(12) 0.0466(5) Uani 1 1 d . . . . .
H00O H 0.040145 0.626702 0.332348 0.056 Uiso 1 1 calc R . . . .
C00P C 0.7945(3) 0.6314(2) 0.91682(12) 0.0509(6) Uani 1 1 d . . . . .
C00Q C -0.0749(3) 0.63005(19) 0.41386(13) 0.0489(6) Uani 1 1 d . . . . .
H00Q H -0.178437 0.619493 0.380718 0.059 Uiso 1 1 calc R . . . .
C00R C 0.6061(3) 0.9231(2) 0.58979(13) 0.0508(6) Uani 1 1 d . . . . .
H00R H 0.552355 0.917074 0.627584 0.061 Uiso 1 1 calc R . . . .
N00S N 0.6250(4) 0.8468(2) 0.91912(13) 0.0793(7) Uani 1 1 d . . . . .
C00T C 0.6567(3) 0.7681(2) 0.89477(13) 0.0519(6) Uani 1 1 d . . . . .
N00U N 0.8702(3) 0.5965(2) 0.95923(13) 0.0793(7) Uani 1 1 d . . . . .
C00V C 1.0732(3) 0.4360(2) 0.85888(14) 0.0578(6) Uani 1 1 d . . . . .
H00H H 0.974604 0.454203 0.840256 0.069 Uiso 1 1 calc R . . . .
H00I H 1.095283 0.445493 0.913750 0.069 Uiso 1 1 calc R . . . .
C00W C 0.7633(3) 0.9434(2) 0.47821(15) 0.0604(7) Uani 1 1 d . . . . .
H00W H 0.816207 0.949834 0.440129 0.072 Uiso 1 1 calc R . . . .
C00X C 0.5829(3) 0.2665(2) 0.81595(13) 0.0558(6) Uani 1 1 d . . . . .
H00E H 0.669889 0.252269 0.796439 0.067 Uiso 1 1 calc R . . . .
H00F H 0.625787 0.350470 0.841770 0.067 Uiso 1 1 calc R . . . .
C00Y C 0.0422(3) 0.8611(2) 0.66895(15) 0.0572(6) Uani 1 1 d . . . . .
H00Y H 0.052348 0.852094 0.619650 0.069 Uiso 1 1 calc R . . . .
C00Z C 0.7624(3) 1.0433(2) 0.52308(17) 0.0640(7) Uani 1 1 d . . . . .
H00Z H 0.815671 1.117553 0.515964 0.077 Uiso 1 1 calc R . . . .
C010 C 0.0399(3) 0.7915(2) 0.78058(15) 0.0631(7) Uani 1 1 d . . . . .
H010 H 0.047588 0.735249 0.807192 0.076 Uiso 1 1 calc R . . . .
C011 C 0.7217(3) 0.2394(2) 0.93645(14) 0.0580(6) Uani 1 1 d . . . . .
H01A H 0.757102 0.323777 0.959036 0.070 Uiso 1 1 calc R . . . .
H01B H 0.805129 0.228963 0.912575 0.070 Uiso 1 1 calc R . . . .
C012 C 0.6826(3) 1.0329(2) 0.57833(16) 0.0641(7) Uani 1 1 d . . . . .
H012 H 0.679929 1.100137 0.608327 0.077 Uiso 1 1 calc R . . . .
C013 C 0.4207(3) 0.2172(2) 0.90803(15) 0.0612(7) Uani 1 1 d . . . . .
H01C H 0.314440 0.187091 0.867111 0.073 Uiso 1 1 calc R . . . .
H01D H 0.405321 0.170900 0.945053 0.073 Uiso 1 1 calc R . . . .
C014 C 0.4905(4) 0.0644(2) 0.83806(15) 0.0638(7) Uani 1 1 d . . . . .
H01E H 0.475785 0.022995 0.877562 0.077 Uiso 1 1 calc R . . . .
H01F H 0.380355 0.039359 0.800552 0.077 Uiso 1 1 calc R . . . .
C015 C 0.0181(3) 0.9598(2) 0.70324(19) 0.0711(8) Uani 1 1 d . . . . .
H015 H 0.011016 1.016634 0.677051 0.085 Uiso 1 1 calc R . . . .
C016 C 0.0046(3) 0.9731(2) 0.7761(2) 0.0815(10) Uani 1 1 d . . . . .
H016 H -0.013103 1.038897 0.799071 0.098 Uiso 1 1 calc R . . . .
C017 C 0.7220(4) 0.1773(3) 1.00035(16) 0.0802(9) Uani 1 1 d . . . . .
H01G H 0.697606 0.094785 0.979555 0.120 Uiso 1 1 calc GR . . . .
H01H H 0.637550 0.184673 1.023539 0.120 Uiso 1 1 calc GR . . . .
H01I H 0.831152 0.213188 1.038422 0.120 Uiso 1 1 calc GR . . . .
C018 C 0.4293(4) 0.2382(3) 0.74855(16) 0.0825(9) Uani 1 1 d . . . . .
H01J H 0.461031 0.283478 0.713295 0.124 Uiso 1 1 calc GR . . . .
H01K H 0.345352 0.258170 0.766561 0.124 Uiso 1 1 calc GR . . . .
H01L H 0.383813 0.154999 0.722960 0.124 Uiso 1 1 calc GR . . . .
C019 C 0.0170(4) 0.8907(3) 0.8154(2) 0.0881(11) Uani 1 1 d . . . . .
H019 H 0.010066 0.901258 0.865256 0.106 Uiso 1 1 calc R . . . .
C01A C 0.4588(4) 0.3441(3) 0.94679(18) 0.0834(9) Uani 1 1 d . . . . .
H01M H 0.475627 0.391330 0.911013 0.125 Uiso 1 1 calc GR . . . .
H01N H 0.559384 0.373436 0.989877 0.125 Uiso 1 1 calc GR . . . .
H01O H 0.365801 0.348597 0.964255 0.125 Uiso 1 1 calc GR . . . .
C01B C 0.6050(5) 0.0273(3) 0.79910(19) 0.0942(11) Uani 1 1 d . . . . .
H01P H 0.617220 0.065405 0.758558 0.141 Uiso 1 1 calc GR . . . .
H01Q H 0.556877 -0.057339 0.778045 0.141 Uiso 1 1 calc GR . . . .
H01R H 0.713865 0.050141 0.835879 0.141 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
Cl01 C00V 1.756(3) . ?
Cl02 C00V 1.741(3) . ?
O003 C00D 1.224(2) . ?
N004 C008 1.389(2) . ?
N004 C00A 1.360(2) . ?
N004 C00E 1.468(2) . ?
O005 C00I 1.233(2) . ?
N006 C00A 1.369(2) . ?
N006 C00B 1.394(2) . ?
N006 C00L 1.456(2) . ?
N007 C00X 1.511(3) . ?
N007 C011 1.515(3) . ?
N007 C013 1.513(3) . ?
N007 C014 1.517(3) . ?
C008 C00B 1.389(3) . ?
C008 C00K 1.378(3) . ?
C009 C00E 1.504(3) . ?
C009 C00N 1.374(3) . ?
C009 C00R 1.381(3) . ?
C00A C00G 1.401(3) . ?
C00B C00M 1.387(3) . ?
C00C C00D 1.485(3) . ?
C00C C00F 1.430(3) . ?
C00C C00G 1.387(3) . ?
C00D C00I 1.492(3) . ?
C00F C00H 1.400(3) . ?
C00F C00I 1.454(3) . ?
C00H C00P 1.416(3) . ?
C00H C00T 1.410(3) . ?
C00J C00L 1.505(3) . ?
C00J C00Y 1.385(3) . ?
C00J C010 1.371(3) . ?
C00K C00O 1.388(3) . ?
C00M C00Q 1.383(3) . ?
C00N C00W 1.385(3) . ?
C00O C00Q 1.378(3) . ?
C00P N00U 1.146(3) . ?
C00R C012 1.378(3) . ?
N00S C00T 1.147(3) . ?
C00W C00Z 1.372(4) . ?
C00X C018 1.511(3) . ?
C00Y C015 1.382(3) . ?
C00Z C012 1.367(4) . ?
C010 C019 1.385(4) . ?
C011 C017 1.516(4) . ?
C013 C01A 1.502(4) . ?
C014 C01B 1.507(4) . ?
C015 C016 1.369(4) . ?
C016 C019 1.368(5) . ?

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
C008 N004 C00E 122.45(15) . . ?
C00A N004 C008 109.68(15) . . ?
C00A N004 C00E 126.61(16) . . ?
C00A N006 C00B 109.25(15) . . ?
C00A N006 C00L 124.83(16) . . ?
C00B N006 C00L 125.13(16) . . ?
C00X N007 C011 106.56(17) . . ?
C00X N007 C013 110.89(19) . . ?
C00X N007 C014 111.13(18) . . ?
C011 N007 C014 110.71(19) . . ?
C013 N007 C011 110.66(18) . . ?
C013 N007 C014 106.95(18) . . ?
C00B C008 N004 106.94(16) . . ?
C00K C008 N004 131.22(17) . . ?
C00K C008 C00B 121.83(18) . . ?
C00N C009 C00E 120.11(17) . . ?
C00N C009 C00R 118.56(19) . . ?
C00R C009 C00E 121.17(18) . . ?
N004 C00A N006 107.22(16) . . ?
N004 C00A C00G 127.94(17) . . ?
N006 C00A C00G 124.84(17) . . ?
C008 C00B N006 106.82(16) . . ?
C00M C00B N006 131.63(19) . . ?
C00M C00B C008 121.50(19) . . ?
C00F C00C C00D 89.86(15) . . ?
C00G C00C C00D 134.87(18) . . ?
C00G C00C C00F 134.72(18) . . ?
O003 C00D C00C 135.14(18) . . ?
O003 C00D C00I 135.85(18) . . ?
C00C C00D C00I 88.87(15) . . ?
N004 C00E C009 113.09(15) . . ?
C00C C00F C00I 92.57(16) . . ?
C00H C00F C00C 135.28(19) . . ?
C00H C00F C00I 132.11(19) . . ?
C00C C00G C00A 123.44(17) . . ?
C00F C00H C00P 120.1(2) . . ?
C00F C00H C00T 121.88(19) . . ?
C00T C00H C00P 117.98(19) . . ?
O005 C00I C00D 135.3(2) . . ?
O005 C00I C00F 136.0(2) . . ?
C00F C00I C00D 88.62(15) . . ?
C00Y C00J C00L 122.0(2) . . ?
C010 C00J C00L 119.0(2) . . ?
C010 C00J C00Y 118.8(2) . . ?
C008 C00K C00O 116.43(19) . . ?
N006 C00L C00J 114.95(17) . . ?
C00Q C00M C00B 116.4(2) . . ?
C009 C00N C00W 120.5(2) . . ?
C00Q C00O C00K 121.9(2) . . ?
N00U C00P C00H 178.4(3) . . ?
C00O C00Q C00M 121.9(2) . . ?
C012 C00R C009 120.8(2) . . ?
N00S C00T C00H 179.5(3) . . ?
Cl02 C00V Cl01 111.14(14) . . ?
C00Z C00W C00N 120.3(2) . . ?
N007 C00X C018 115.4(2) . . ?
C015 C00Y C00J 120.7(3) . . ?
C012 C00Z C00W 119.5(2) . . ?
C00J C010 C019 120.7(3) . . ?
N007 C011 C017 115.3(2) . . ?
C00Z C012 C00R 120.3(2) . . ?
C01A C013 N007 115.5(2) . . ?
C01B C014 N007 114.6(2) . . ?
C016 C015 C00Y 119.4(3) . . ?
C019 C016 C015 120.7(2) . . ?
C016 C019 C010 119.7(3) . . ?

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
O003 C00D C00I O005 4.5(4) . . . . ?
O003 C00D C00I C00F -173.9(2) . . . . ?
N004 C008 C00B N006 0.2(2) . . . . ?
N004 C008 C00B C00M -177.53(17) . . . . ?
N004 C008 C00K C00O 178.93(19) . . . . ?
N004 C00A C00G C00C -37.0(3) . . . . ?
N006 C00A C00G C00C 142.0(2) . . . . ?
N006 C00B C00M C00Q -179.1(2) . . . . ?
C008 N004 C00A N006 -2.9(2) . . . . ?
C008 N004 C00A C00G 176.25(18) . . . . ?
C008 N004 C00E C009 61.1(2) . . . . ?
C008 C00B C00M C00Q -2.0(3) . . . . ?
C008 C00K C00O C00Q -1.0(3) . . . . ?
C009 C00N C00W C00Z -0.6(4) . . . . ?
C009 C00R C012 C00Z -0.1(4) . . . . ?
C00A N004 C008 C00B 1.6(2) . . . . ?
C00A N004 C008 C00K -177.79(19) . . . . ?
C00A N004 C00E C009 -104.7(2) . . . . ?
C00A N006 C00B C008 -2.0(2) . . . . ?
C00A N006 C00B C00M 175.5(2) . . . . ?
C00A N006 C00L C00J 99.3(2) . . . . ?
C00B N006 C00A N004 3.0(2) . . . . ?
C00B N006 C00A C00G -176.15(17) . . . . ?
C00B N006 C00L C00J -91.9(2) . . . . ?
C00B C008 C00K C00O -0.4(3) . . . . ?
C00B C00M C00Q C00O 0.6(3) . . . . ?
C00C C00D C00I O005 -179.4(2) . . . . ?
C00C C00D C00I C00F 2.09(15) . . . . ?
C00C C00F C00H C00P 170.2(2) . . . . ?
C00C C00F C00H C00T -10.2(4) . . . . ?
C00C C00F C00I O005 179.4(3) . . . . ?
C00C C00F C00I C00D -2.18(15) . . . . ?
C00D C00C C00F C00H -175.7(2) . . . . ?
C00D C00C C00F C00I 2.19(15) . . . . ?
C00D C00C C00G C00A -13.2(3) . . . . ?
C00E N004 C008 C00B -166.32(16) . . . . ?
C00E N004 C008 C00K 14.3(3) . . . . ?
C00E N004 C00A N006 164.46(16) . . . . ?
C00E N004 C00A C00G -16.4(3) . . . . ?
C00E C009 C00N C00W -173.8(2) . . . . ?
C00E C009 C00R C012 174.1(2) . . . . ?
C00F C00C C00D O003 174.0(2) . . . . ?
C00F C00C C00D C00I -2.13(15) . . . . ?
C00F C00C C00G C00A 178.0(2) . . . . ?
C00G C00C C00D O003 1.9(4) . . . . ?
C00G C00C C00D C00I -174.2(2) . . . . ?
C00G C00C C00F C00H -3.6(4) . . . . ?
C00G C00C C00F C00I 174.3(2) . . . . ?
C00H C00F C00I O005 -2.6(4) . . . . ?
C00H C00F C00I C00D 175.8(2) . . . . ?
C00I C00F C00H C00P -6.9(4) . . . . ?
C00I C00F C00H C00T 172.7(2) . . . . ?
C00J C00Y C015 C016 0.6(4) . . . . ?
C00J C010 C019 C016 0.4(4) . . . . ?
C00K C008 C00B N006 179.72(17) . . . . ?
C00K C008 C00B C00M 2.0(3) . . . . ?
C00K C00O C00Q C00M 0.9(3) . . . . ?
C00L N006 C00A N004 173.24(16) . . . . ?
C00L N006 C00A C00G -5.9(3) . . . . ?
C00L N006 C00B C008 -172.20(17) . . . . ?
C00L N006 C00B C00M 5.2(3) . . . . ?
C00L C00J C00Y C015 173.2(2) . . . . ?
C00L C00J C010 C019 -173.9(2) . . . . ?
C00N C009 C00E N004 -132.82(19) . . . . ?
C00N C009 C00R C012 -1.3(3) . . . . ?
C00N C00W C00Z C012 -0.8(4) . . . . ?
C00R C009 C00E N004 51.9(2) . . . . ?
C00R C009 C00N C00W 1.6(3) . . . . ?
C00W C00Z C012 C00R 1.1(4) . . . . ?
C00X N007 C011 C017 -178.1(2) . . . . ?
C00X N007 C013 C01A -58.4(3) . . . . ?
C00X N007 C014 C01B 57.0(3) . . . . ?
C00Y C00J C00L N006 38.7(3) . . . . ?
C00Y C00J C010 C019 1.0(4) . . . . ?
C00Y C015 C016 C019 0.8(4) . . . . ?
C010 C00J C00L N006 -146.6(2) . . . . ?
C010 C00J C00Y C015 -1.5(4) . . . . ?
C011 N007 C00X C018 -179.6(2) . . . . ?
C011 N007 C013 C01A 59.7(3) . . . . ?
C011 N007 C014 C01B -61.2(3) . . . . ?
C013 N007 C00X C018 -59.1(3) . . . . ?
C013 N007 C011 C017 61.3(3) . . . . ?
C013 N007 C014 C01B 178.2(2) . . . . ?
C014 N007 C00X C018 59.7(3) . . . . ?
C014 N007 C011 C017 -57.1(3) . . . . ?
C014 N007 C013 C01A -179.7(2) . . . . ?
C015 C016 C019 C010 -1.3(5) . . . . ?


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

data_yian
_database_code_depnum_ccdc_archive 'CCDC 2324688'
loop_
_audit_author_name
_audit_author_address
'Weihan Guo'
;Nanchang University
China
;
_audit_update_record             
;
2024-01-10 deposited with the CCDC.	2024-06-21 downloaded from the CCDC.
;
_audit_creation_date             2022-08-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'0.1(C29 H19 N4 O2), 0.1(C2 H8 N), 0.1(C H2 Cl2)'
_chemical_formula_sum            'C32 H29 Cl2 N5 O2'
_chemical_formula_weight         586.50
_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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 21/c'
_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                   9.8929(4)
_cell_length_b                   15.7006(7)
_cell_length_c                   19.2737(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.434(2)
_cell_angle_gamma                90
_cell_volume                     2993.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9911
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      52.56
_cell_measurement_theta_min      2.45
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.255
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            41888
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.414
_diffrn_reflns_theta_min         1.673
_diffrn_ambient_temperature      193.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3989
_reflns_number_total             5519
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.237
_refine_diff_density_min         -1.374
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         5500
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1288
_refine_ls_R_factor_gt           0.1000
_refine_ls_restrained_S_all      1.050
_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)+(0.1524P)²+6.5963P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2767
_refine_ls_wR_factor_ref         0.2995
_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,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B), C30(H30A,H30B), C32(H32A,H32B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12),
 C13(H13), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), N5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2778(8) 0.7793(4) 0.4052(4) 0.081(2) Uani 1 1 d . . . . .
H1 H 0.278231 0.832629 0.428396 0.098 Uiso 1 1 calc R . . . .
C2 C 0.3888(7) 0.7536(4) 0.3683(4) 0.087(2) Uani 1 1 d . . . . .
H2 H 0.464834 0.790199 0.364374 0.104 Uiso 1 1 calc R . . . .
C3 C 0.3897(5) 0.6741(3) 0.3369(3) 0.0636(15) Uani 1 1 d . . . . .
H3 H 0.467591 0.656303 0.312252 0.076 Uiso 1 1 calc R . . . .
C4 C 0.1661(7) 0.7276(3) 0.4083(3) 0.0699(17) Uani 1 1 d . . . . .
H4 H 0.087623 0.745771 0.432242 0.084 Uiso 1 1 calc R . . . .
C5 C 0.1686(5) 0.6499(3) 0.3767(2) 0.0508(12) Uani 1 1 d . . . . .
H5 H 0.091024 0.614427 0.379474 0.061 Uiso 1 1 calc R . . . .
C6 C 0.2799(4) 0.6207(3) 0.3408(2) 0.0384(10) Uani 1 1 d . . . . .
C7 C 0.2830(4) 0.5337(3) 0.30869(19) 0.0372(9) Uani 1 1 d . . . . .
H7A H 0.189332 0.514948 0.298729 0.045 Uiso 1 1 calc R . . . .
H7B H 0.331885 0.536552 0.264120 0.045 Uiso 1 1 calc R . . . .
C8 C 0.2925(4) 0.4440(2) 0.41772(19) 0.0329(9) Uani 1 1 d . . . . .
C9 C 0.3963(4) 0.4136(3) 0.45939(19) 0.0352(9) Uani 1 1 d . . . . .
C10 C 0.3728(5) 0.3829(3) 0.5262(2) 0.0442(11) Uani 1 1 d . . . . .
H10 H 0.443702 0.362577 0.555247 0.053 Uiso 1 1 calc R . . . .
C11 C 0.2390(6) 0.3842(3) 0.5474(2) 0.0535(13) Uani 1 1 d . . . . .
H11 H 0.217891 0.364250 0.592579 0.064 Uiso 1 1 calc R . . . .
C12 C 0.1358(5) 0.4133(3) 0.5053(2) 0.0492(12) Uani 1 1 d . . . . .
H12 H 0.045881 0.412573 0.522326 0.059 Uiso 1 1 calc R . . . .
C13 C 0.1589(4) 0.4435(3) 0.4393(2) 0.0416(10) Uani 1 1 d . . . . .
H13 H 0.087380 0.462956 0.410191 0.050 Uiso 1 1 calc R . . . .
C14 C 0.6483(4) 0.3915(3) 0.4443(2) 0.0353(9) Uani 1 1 d . . . . .
H14A H 0.649075 0.387158 0.495571 0.042 Uiso 1 1 calc R . . . .
H14B H 0.716876 0.434359 0.431093 0.042 Uiso 1 1 calc R . . . .
C15 C 0.6875(4) 0.3065(3) 0.41413(19) 0.0332(9) Uani 1 1 d . . . . .
C16 C 0.8098(5) 0.2956(3) 0.3833(3) 0.0620(15) Uani 1 1 d . . . . .
H16 H 0.869150 0.342770 0.378730 0.074 Uiso 1 1 calc R . . . .
C17 C 0.8485(6) 0.2163(4) 0.3586(3) 0.0733(17) Uani 1 1 d . . . . .
H17 H 0.934610 0.209454 0.337881 0.088 Uiso 1 1 calc R . . . .
C18 C 0.7634(6) 0.1477(3) 0.3639(3) 0.0579(13) Uani 1 1 d . . . . .
H18 H 0.787592 0.094002 0.345013 0.069 Uiso 1 1 calc R . . . .
C19 C 0.6435(6) 0.1584(4) 0.3970(4) 0.0725(17) Uani 1 1 d . . . . .
H19 H 0.585692 0.110837 0.403711 0.087 Uiso 1 1 calc R . . . .
C20 C 0.6055(5) 0.2369(3) 0.4205(3) 0.0657(16) Uani 1 1 d . . . . .
H20 H 0.519801 0.243325 0.441857 0.079 Uiso 1 1 calc R . . . .
C21 C 0.4855(4) 0.4544(2) 0.35751(18) 0.0290(8) Uani 1 1 d . . . . .
C22 C 0.5856(4) 0.4674(3) 0.30742(19) 0.0336(9) Uani 1 1 d . . . . .
H22 H 0.674426 0.473633 0.325748 0.040 Uiso 1 1 calc R . . . .
C23 C 0.5770(4) 0.4726(2) 0.23648(18) 0.0290(8) Uani 1 1 d . . . . .
C24 C 0.6833(4) 0.4806(3) 0.18615(19) 0.0320(9) Uani 1 1 d . . . . .
C25 C 0.5902(4) 0.4753(3) 0.12867(19) 0.0317(9) Uani 1 1 d . . . . .
C26 C 0.4795(4) 0.4626(2) 0.17836(18) 0.0296(8) Uani 1 1 d . . . . .
C27 C 0.8236(4) 0.4855(3) 0.1915(2) 0.0395(10) Uani 1 1 d . . . . .
C28 C 0.9063(4) 0.4798(3) 0.1318(2) 0.0460(11) Uani 1 1 d . . . . .
C29 C 0.8899(4) 0.4904(4) 0.2561(2) 0.0518(13) Uani 1 1 d . . . . .
C30 C 0.7394(6) 0.6492(3) -0.0228(2) 0.0571(13) Uani 1 1 d . . . . .
H30A H 0.643080 0.666006 -0.021093 0.069 Uiso 1 1 calc R . . . .
H30B H 0.782063 0.680395 -0.061488 0.069 Uiso 1 1 calc R . . . .
C31 C 0.8073(8) 0.6735(4) 0.0439(3) 0.083(2) Uani 1 1 d . . . . .
H31A H 0.903373 0.658553 0.041815 0.125 Uiso 1 1 calc GR . . . .
H31B H 0.764998 0.642904 0.082355 0.125 Uiso 1 1 calc GR . . . .
H31C H 0.798051 0.734984 0.051178 0.125 Uiso 1 1 calc GR . . . .
N1 N 0.5155(3) 0.4212(2) 0.42154(15) 0.0304(7) Uani 1 1 d . . . . .
N2 N 0.3503(3) 0.4702(2) 0.35489(15) 0.0321(7) Uani 1 1 d . . . . .
N3 N 0.9406(4) 0.4957(4) 0.3097(2) 0.0764(16) Uani 1 1 d . . . . .
N4 N 0.9746(4) 0.4750(3) 0.0847(2) 0.0653(13) Uani 1 1 d . . . . .
N5 N 0.7489(3) 0.5560(2) -0.03603(17) 0.0381(8) Uani 1 1 d . . . . .
H5A H 0.711259 0.543890 -0.078111 0.046 Uiso 1 1 calc GR . . . .
H5B H 0.703849 0.527287 -0.002330 0.046 Uiso 1 1 calc GR . . . .
H5C H 0.837229 0.539945 -0.035744 0.046 Uiso 1 1 calc GR . . . .
O1 O 0.3574(3) 0.44605(19) 0.17199(13) 0.0375(7) Uani 1 1 d . . . . .
O2 O 0.5954(3) 0.4762(2) 0.06457(13) 0.0438(8) Uani 1 1 d . . . . .
C32 C 0.1995(11) 0.3082(5) 0.2655(4) 0.124(4) Uani 1 1 d . . . . .
H32A H 0.149256 0.323138 0.308072 0.148 Uiso 1 1 calc R . . . .
H32B H 0.232012 0.361859 0.244476 0.148 Uiso 1 1 calc R . . . .
Cl1 Cl 0.3360(5) 0.2469(4) 0.2880(3) 0.254(3) Uani 1 1 d . . . . .
Cl2 Cl 0.0938(4) 0.2600(4) 0.20970(16) 0.237(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.373(11) . ?
C1 C4 1.373(10) . ?
C2 C3 1.387(9) . ?
C3 C6 1.376(7) . ?
C4 C5 1.364(7) . ?
C5 C6 1.383(6) . ?
C6 C7 1.499(6) . ?
C7 N2 1.491(5) . ?
C8 C9 1.384(6) . ?
C8 C13 1.389(6) . ?
C8 N2 1.404(5) . ?
C9 C10 1.395(6) . ?
C9 N1 1.397(5) . ?
C10 C11 1.388(7) . ?
C11 C12 1.377(7) . ?
C12 C13 1.379(6) . ?
C14 C15 1.509(6) . ?
C14 N1 1.458(5) . ?
C15 C16 1.362(6) . ?
C15 C20 1.366(6) . ?
C16 C17 1.388(8) . ?
C17 C18 1.371(8) . ?
C18 C19 1.361(7) . ?
C19 C20 1.368(7) . ?
C21 C22 1.403(5) . ?
C21 N1 1.370(5) . ?
C21 N2 1.361(5) . ?
C22 C23 1.372(5) . ?
C23 C24 1.442(5) . ?
C23 C26 1.481(5) . ?
C24 C25 1.438(5) . ?
C24 C27 1.393(6) . ?
C25 C26 1.474(5) . ?
C25 O2 1.237(4) . ?
C26 O1 1.241(4) . ?
C27 C28 1.421(5) . ?
C27 C29 1.404(6) . ?
C28 N4 1.138(5) . ?
C29 N3 1.149(6) . ?
C30 C31 1.495(8) . ?
C30 N5 1.487(6) . ?
C32 Cl1 1.711(12) . ?
C32 Cl2 1.676(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C4 119.8(6) . . ?
C1 C2 C3 119.9(6) . . ?
C6 C3 C2 121.1(6) . . ?
C5 C4 C1 119.4(6) . . ?
C4 C5 C6 122.5(5) . . ?
C3 C6 C5 117.2(5) . . ?
C3 C6 C7 120.9(4) . . ?
C5 C6 C7 121.8(4) . . ?
N2 C7 C6 111.9(3) . . ?
C9 C8 C13 121.9(4) . . ?
C9 C8 N2 107.2(3) . . ?
C13 C8 N2 130.9(4) . . ?
C8 C9 C10 121.8(4) . . ?
C8 C9 N1 107.0(3) . . ?
C10 C9 N1 131.2(4) . . ?
C11 C10 C9 115.6(4) . . ?
C12 C11 C10 122.4(4) . . ?
C11 C12 C13 122.0(4) . . ?
C12 C13 C8 116.3(4) . . ?
N1 C14 C15 113.6(3) . . ?
C16 C15 C14 120.7(4) . . ?
C16 C15 C20 118.0(4) . . ?
C20 C15 C14 121.2(4) . . ?
C15 C16 C17 120.7(5) . . ?
C18 C17 C16 120.5(5) . . ?
C19 C18 C17 118.4(5) . . ?
C18 C19 C20 120.6(5) . . ?
C15 C20 C19 121.7(5) . . ?
N1 C21 C22 121.7(3) . . ?
N2 C21 C22 130.3(3) . . ?
N2 C21 N1 108.0(3) . . ?
C23 C22 C21 131.0(4) . . ?
C22 C23 C24 129.5(4) . . ?
C22 C23 C26 141.5(3) . . ?
C24 C23 C26 88.6(3) . . ?
C25 C24 C23 92.7(3) . . ?
C27 C24 C23 133.4(4) . . ?
C27 C24 C25 133.8(3) . . ?
C24 C25 C26 89.0(3) . . ?
O2 C25 C24 137.5(4) . . ?
O2 C25 C26 133.4(4) . . ?
C25 C26 C23 89.7(3) . . ?
O1 C26 C23 136.5(3) . . ?
O1 C26 C25 133.8(3) . . ?
C24 C27 C28 121.1(4) . . ?
C24 C27 C29 121.8(3) . . ?
C29 C27 C28 117.0(4) . . ?
N4 C28 C27 178.7(5) . . ?
N3 C29 C27 177.9(6) . . ?
N5 C30 C31 111.8(4) . . ?
C9 N1 C14 125.3(3) . . ?
C21 N1 C9 109.0(3) . . ?
C21 N1 C14 125.5(3) . . ?
C8 N2 C7 121.9(3) . . ?
C21 N2 C7 125.3(3) . . ?
C21 N2 C8 108.7(3) . . ?
Cl2 C32 Cl1 113.3(6) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
