# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2053
_database_code_depnum_ccdc_archive 'CCDC 2323974'
loop_
_audit_author_name
_audit_author_address
TPAIP
;Anhui Normal University
China
;
_audit_update_record             
;
2024-01-08 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_audit_creation_date             2021-06-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H21 N5'
_chemical_formula_sum            'C31 H21 N5'
_chemical_formula_weight         463.53
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   20.4271(5)
_cell_length_b                   15.4067(6)
_cell_length_c                   17.8809(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.371(2)
_cell_angle_gamma                90
_cell_volume                     5627.3(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    11896
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      73.5700
_cell_measurement_theta_min      3.5710
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.835
_exptl_absorpt_coefficient_mu    0.521
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88676
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.094
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1044
_diffrn_reflns_av_unetI/netI     0.0676
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            56632
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.073
_diffrn_reflns_theta_max         67.073
_diffrn_reflns_theta_min         3.787
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -61.00  19.00   1.00    5.00    --    0.00 -38.00-150.00   80
  2  ω     -1.00  42.00   1.00    5.00    --    0.00  57.00 -90.00   43
  3  ω     33.00  73.00   1.00    5.00    --    0.00  57.00 120.00   40
  4  ω    -19.00  89.00   1.00    5.00    --    0.00  38.00  90.00  108
  5  ω    -76.00  16.00   1.00    5.00    --    0.00 -38.00 120.00   92
  6  ω     58.00 121.00   1.00    5.00    --   95.80 -82.00  60.00   63
  7  ω     96.00 123.00   1.00    5.00    --   95.80 -82.00  30.00   27
  8  ω      7.00  32.00   1.00    5.00    --   95.80 -61.00 -30.00   25
  9  ω     61.00 115.00   1.00    5.00    --   95.80 -30.00-120.00   54
 10  ω     15.00  53.00   1.00    5.00    --   95.80 -30.00-120.00   38
 11  ω     23.00  77.00   1.00    5.00    --   95.80 -82.00 120.00   54
 12  ω     48.00 128.00   1.00    5.00    --   95.80 -82.00 -30.00   80
 13  ω     14.00 107.00   1.00    5.00    --   95.80 -61.00-180.00   93
 14  ω     77.00 106.00   1.00    5.00    --   95.80  30.00-180.00   29
 15  ω     77.00 169.00   1.00    5.00    --   95.80  45.00 -30.00   92
 16  ω     20.00  46.00   1.00    5.00    --   95.80 -82.00-120.00   26
 17  ω     62.00 107.00   1.00    5.00    --   95.80 -82.00  90.00   45
 18  ω    135.00 161.00   1.00    5.00    --   95.80  30.00-180.00   26
 19  ω     81.00 111.00   1.00    5.00    --   95.80 -82.00-120.00   30
 20  ω     69.00 179.00   1.00    5.00    --   95.80  15.00 -90.00  110
 21  ω     32.00  57.00   1.00    5.00    --   95.80 -82.00 -60.00   25
 22  ω     78.00 104.00   1.00    5.00    --   95.80 -82.00 -60.00   26
 23  ω     37.00 114.00   1.00    5.00    --   95.80 -61.00 -30.00   77
 24  ω     12.00 125.00   1.00    5.00    --   95.80 -82.00-180.00  113
 25  ω     80.00 105.00   1.00    5.00    --   95.80 -82.00 120.00   25
 26  ω      6.00 121.00   1.00    5.00    --   95.80 -15.00   0.00  115
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0620587000
_diffrn_orient_matrix_UB_12      0.0564677000
_diffrn_orient_matrix_UB_13      -0.0059804000
_diffrn_orient_matrix_UB_21      0.0033855000
_diffrn_orient_matrix_UB_22      0.0176125000
_diffrn_orient_matrix_UB_23      0.0847653000
_diffrn_orient_matrix_UB_31      0.0427042000
_diffrn_orient_matrix_UB_32      0.0806110000
_diffrn_orient_matrix_UB_33      -0.0143467000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6121
_reflns_number_total             9999
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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 (Sheldrick, 2015)'
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       0.00021(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     650
_refine_ls_number_reflns         9999
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1161
_refine_ls_R_factor_gt           0.0793
_refine_ls_restrained_S_all      1.043
_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)+(0.1241P)²+0.1255P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2063
_refine_ls_wR_factor_ref         0.2262
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Rigid bond restraints
 C26, C31, C30, C29, C28, C27
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
C31 \\sim C30 \\sim C29 \\sim C28 \\sim C27 \\sim C26: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
4.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10),
 C11(H11), C12(H12), C14(H14), C15(H15), C17(H17), C18(H18), C21(H21), C24(H24),
  C27(H27), C28(H28), C29(H29), C30(H30), N7(H7), C33(H33), C34(H34), C35(H35),
 C36(H36), C37(H37), C39(H39), C40(H40), C41(H41), C42(H42), C43(H43), C45(H45),
  C46(H46), C48(H48), C49(H49), C52(H52), C55(H55), C58(H58), C59(H59),
 C60(H60), C61(H61)
;
_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
N1 N 0.17298(11) 0.89713(18) 0.53705(14) 0.0534(7) Uani 1 1 d . . . . .
N2 N 0.48569(12) 0.88054(19) 0.46672(15) 0.0579(7) Uani 1 1 d . . . . .
H2 H 0.470189 0.877688 0.421953 0.069 Uiso 1 1 calc R . . . .
N3 N 0.48752(12) 0.89246(19) 0.59138(15) 0.0605(8) Uani 1 1 d . . . . .
N4 N 0.72441(14) 0.8702(2) 0.60613(19) 0.0784(10) Uani 1 1 d . . . . .
N5 N 0.72325(13) 0.85126(19) 0.44959(18) 0.0681(8) Uani 1 1 d . . . . .
C1 C 0.13913(14) 0.9099(2) 0.60652(17) 0.0509(8) Uani 1 1 d . . . . .
C2 C 0.15370(16) 0.9798(2) 0.65169(17) 0.0572(9) Uani 1 1 d . . . . .
H2A H 0.186637 1.018256 0.638177 0.069 Uiso 1 1 calc R . . . .
C3 C 0.11955(19) 0.9926(3) 0.71679(19) 0.0719(11) Uani 1 1 d . . . . .
H3 H 0.129256 1.039940 0.747152 0.086 Uiso 1 1 calc R . . . .
C4 C 0.0713(2) 0.9357(4) 0.7370(2) 0.0850(14) Uani 1 1 d . . . . .
H4 H 0.048268 0.944770 0.780994 0.102 Uiso 1 1 calc R . . . .
C5 C 0.05659(16) 0.8657(3) 0.6929(2) 0.0759(12) Uani 1 1 d . . . . .
H5 H 0.023922 0.827230 0.707243 0.091 Uiso 1 1 calc R . . . .
C6 C 0.09025(15) 0.8519(3) 0.6268(2) 0.0629(10) Uani 1 1 d . . . . .
H6 H 0.080275 0.804561 0.596566 0.075 Uiso 1 1 calc R . . . .
C7 C 0.13317(14) 0.8829(2) 0.47239(17) 0.0476(8) Uani 1 1 d . . . . .
C8 C 0.08037(15) 0.9384(2) 0.45813(19) 0.0580(9) Uani 1 1 d . . . . .
H8 H 0.072805 0.985543 0.489404 0.070 Uiso 1 1 calc R . . . .
C9 C 0.03965(15) 0.9235(3) 0.39803(19) 0.0616(10) Uani 1 1 d . . . . .
H9 H 0.004203 0.960147 0.389386 0.074 Uiso 1 1 calc R . . . .
C10 C 0.05077(16) 0.8553(3) 0.35077(19) 0.0639(10) Uani 1 1 d . . . . .
H10 H 0.022808 0.845687 0.310353 0.077 Uiso 1 1 calc R . . . .
C11 C 0.10358(14) 0.8003(2) 0.36291(17) 0.0546(8) Uani 1 1 d . . . . .
H11 H 0.111458 0.754436 0.330414 0.066 Uiso 1 1 calc R . . . .
C12 C 0.14480(14) 0.8145(2) 0.42424(17) 0.0527(8) Uani 1 1 d . . . . .
H12 H 0.180198 0.777737 0.432767 0.063 Uiso 1 1 calc R . . . .
C13 C 0.24109(14) 0.8985(2) 0.53459(17) 0.0454(7) Uani 1 1 d . . . . .
C14 C 0.27458(14) 0.9133(2) 0.46785(17) 0.0483(8) Uani 1 1 d . . . . .
H14 H 0.251038 0.924926 0.424299 0.058 Uiso 1 1 calc R . . . .
C15 C 0.34228(14) 0.9109(2) 0.46571(17) 0.0502(8) Uani 1 1 d . . . . .
H15 H 0.363484 0.920429 0.420572 0.060 Uiso 1 1 calc R . . . .
C16 C 0.37943(14) 0.8945(2) 0.53027(18) 0.0497(8) Uani 1 1 d . . . . .
C17 C 0.34589(14) 0.8817(2) 0.59659(18) 0.0548(9) Uani 1 1 d . . . . .
H17 H 0.369434 0.872142 0.640509 0.066 Uiso 1 1 calc R . . . .
C18 C 0.27889(14) 0.8827(2) 0.59882(17) 0.0525(8) Uani 1 1 d . . . . .
H18 H 0.257991 0.872781 0.644071 0.063 Uiso 1 1 calc R . . . .
C19 C 0.45091(15) 0.8900(2) 0.52930(18) 0.0526(8) Uani 1 1 d . . . . .
C20 C 0.55072(14) 0.8762(2) 0.48685(18) 0.0500(8) Uani 1 1 d . . . . .
C21 C 0.60683(16) 0.8654(2) 0.4469(2) 0.0630(9) Uani 1 1 d . . . . .
H21 H 0.605769 0.859962 0.395150 0.076 Uiso 1 1 calc R . . . .
C22 C 0.66702(15) 0.8628(2) 0.4873(2) 0.0568(9) Uani 1 1 d . . . . .
C23 C 0.66809(16) 0.8711(2) 0.5671(2) 0.0603(9) Uani 1 1 d . . . . .
C24 C 0.60878(15) 0.8824(3) 0.6061(2) 0.0679(11) Uani 1 1 d . . . . .
H24 H 0.608760 0.888637 0.657865 0.081 Uiso 1 1 calc R . . . .
C25 C 0.55153(15) 0.8841(2) 0.56644(18) 0.0553(9) Uani 1 1 d . . . . .
C26 C 0.77940(16) 0.8483(2) 0.4899(3) 0.0717(9) Uani 1 1 d . U . . .
C27 C 0.84029(16) 0.8333(2) 0.4518(3) 0.0882(10) Uani 1 1 d . U . . .
H27 H 0.840821 0.826452 0.400176 0.106 Uiso 1 1 calc R . . . .
C28 C 0.89716(18) 0.8291(3) 0.4921(3) 0.0983(12) Uani 1 1 d . U . . .
H28 H 0.936429 0.817876 0.467891 0.118 Uiso 1 1 calc R . . . .
C29 C 0.8967(2) 0.8418(3) 0.5701(4) 0.1137(14) Uani 1 1 d . U . . .
H29 H 0.935987 0.841327 0.596655 0.136 Uiso 1 1 calc R . . . .
C30 C 0.84041(18) 0.8547(3) 0.6067(3) 0.1010(12) Uani 1 1 d . U . . .
H30 H 0.841379 0.861499 0.658417 0.121 Uiso 1 1 calc R . . . .
C31 C 0.77981(18) 0.8580(3) 0.5686(3) 0.0822(10) Uani 1 1 d . U . . .
N6 N 0.33026(10) 0.63097(17) 0.52269(14) 0.0488(7) Uani 1 1 d . . . . .
N7 N 0.64374(11) 0.64100(17) 0.58459(13) 0.0470(6) Uani 1 1 d . . . . .
H7 H 0.628952 0.646614 0.629254 0.056 Uiso 1 1 calc R . . . .
N8 N 0.64416(11) 0.62738(17) 0.45916(14) 0.0462(6) Uani 1 1 d . . . . .
N9 N 0.88029(11) 0.62644(18) 0.60791(14) 0.0506(7) Uani 1 1 d . . . . .
N10 N 0.88287(11) 0.61528(17) 0.44993(14) 0.0473(6) Uani 1 1 d . . . . .
C32 C 0.29554(13) 0.6381(2) 0.45384(16) 0.0428(7) Uani 1 1 d . . . . .
C33 C 0.24097(13) 0.5872(2) 0.44045(16) 0.0438(7) Uani 1 1 d . . . . .
H33 H 0.226194 0.549085 0.477011 0.053 Uiso 1 1 calc R . . . .
C34 C 0.20830(14) 0.5930(2) 0.37237(17) 0.0507(8) Uani 1 1 d . . . . .
H34 H 0.171918 0.558143 0.363324 0.061 Uiso 1 1 calc R . . . .
C35 C 0.22922(15) 0.6500(2) 0.31785(18) 0.0532(8) Uani 1 1 d . . . . .
H35 H 0.207069 0.653542 0.272355 0.064 Uiso 1 1 calc R . . . .
C36 C 0.28296(14) 0.7013(2) 0.33136(18) 0.0548(8) Uani 1 1 d . . . . .
H36 H 0.297421 0.739455 0.294726 0.066 Uiso 1 1 calc R . . . .
C37 C 0.31572(14) 0.6965(2) 0.39924(17) 0.0507(8) Uani 1 1 d . . . . .
H37 H 0.351421 0.732454 0.408432 0.061 Uiso 1 1 calc R . . . .
C38 C 0.29592(13) 0.6214(2) 0.59162(17) 0.0476(8) Uani 1 1 d . . . . .
C39 C 0.24102(14) 0.6716(2) 0.60584(18) 0.0532(8) Uani 1 1 d . . . . .
H39 H 0.225627 0.710479 0.570025 0.064 Uiso 1 1 calc R . . . .
C40 C 0.20904(15) 0.6635(2) 0.67416(19) 0.0613(10) Uani 1 1 d . . . . .
H40 H 0.172469 0.697498 0.683911 0.074 Uiso 1 1 calc R . . . .
C41 C 0.23096(17) 0.6058(3) 0.7271(2) 0.0682(11) Uani 1 1 d . . . . .
H41 H 0.210043 0.601746 0.772979 0.082 Uiso 1 1 calc R . . . .
C42 C 0.28391(16) 0.5543(3) 0.71186(19) 0.0692(11) Uani 1 1 d . . . . .
H42 H 0.298030 0.513539 0.746793 0.083 Uiso 1 1 calc R . . . .
C43 C 0.31662(15) 0.5629(2) 0.64402(18) 0.0552(9) Uani 1 1 d . . . . .
H43 H 0.352947 0.528341 0.634363 0.066 Uiso 1 1 calc R . . . .
C44 C 0.39919(14) 0.6324(2) 0.52214(17) 0.0480(8) Uani 1 1 d . . . . .
C45 C 0.43370(13) 0.5991(2) 0.46221(18) 0.0509(8) Uani 1 1 d . . . . .
H45 H 0.410868 0.575078 0.422114 0.061 Uiso 1 1 calc R . . . .
C46 C 0.50168(13) 0.6010(2) 0.46064(18) 0.0498(8) Uani 1 1 d . . . . .
H46 H 0.523753 0.579078 0.419397 0.060 Uiso 1 1 calc R . . . .
C47 C 0.53690(13) 0.6355(2) 0.52071(17) 0.0446(7) Uani 1 1 d . . . . .
C48 C 0.50203(13) 0.6679(2) 0.58170(17) 0.0485(8) Uani 1 1 d . . . . .
H48 H 0.524814 0.690083 0.622638 0.058 Uiso 1 1 calc R . . . .
C49 C 0.43477(13) 0.6676(2) 0.58232(16) 0.0480(8) Uani 1 1 d . . . . .
H49 H 0.412648 0.690943 0.622919 0.058 Uiso 1 1 calc R . . . .
C50 C 0.60802(13) 0.6349(2) 0.52083(17) 0.0459(7) Uani 1 1 d . . . . .
C51 C 0.70858(13) 0.6275(2) 0.48394(16) 0.0410(7) Uani 1 1 d . . . . .
C52 C 0.76628(13) 0.6203(2) 0.44537(16) 0.0451(7) Uani 1 1 d . . . . .
H52 H 0.766413 0.614944 0.393573 0.054 Uiso 1 1 calc R . . . .
C53 C 0.82498(13) 0.6214(2) 0.48647(17) 0.0437(7) Uani 1 1 d . . . . .
C54 C 0.82459(13) 0.6275(2) 0.56778(16) 0.0427(7) Uani 1 1 d . . . . .
C55 C 0.76435(13) 0.6368(2) 0.60556(16) 0.0458(7) Uani 1 1 d . . . . .
H55 H 0.762983 0.642912 0.657268 0.055 Uiso 1 1 calc R . . . .
C56 C 0.70859(13) 0.6365(2) 0.56379(15) 0.0416(7) Uani 1 1 d . . . . .
C57 C 0.93812(13) 0.6162(2) 0.49118(18) 0.0489(8) Uani 1 1 d . . . . .
C58 C 0.99999(14) 0.6125(2) 0.4536(2) 0.0618(10) Uani 1 1 d . . . . .
H58 H 1.001920 0.610698 0.401674 0.074 Uiso 1 1 calc R . . . .
C59 C 1.05536(16) 0.6116(2) 0.4954(3) 0.0719(11) Uani 1 1 d . . . . .
H59 H 1.095506 0.610008 0.471232 0.086 Uiso 1 1 calc R . . . .
C60 C 1.05465(15) 0.6129(3) 0.5733(3) 0.0705(11) Uani 1 1 d . . . . .
H60 H 1.093930 0.611122 0.599817 0.085 Uiso 1 1 calc R . . . .
C61 C 0.99657(15) 0.6169(2) 0.6112(2) 0.0654(10) Uani 1 1 d . . . . .
H61 H 0.996326 0.617715 0.663222 0.078 Uiso 1 1 calc R . . . .
C62 C 0.93665(13) 0.6198(2) 0.57014(19) 0.0503(8) 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
N1 C1 1.439(4) . ?
N1 C7 1.426(4) . ?
N1 C13 1.393(3) . ?
N2 H2 0.8600 . ?
N2 C19 1.337(4) . ?
N2 C20 1.376(4) . ?
N3 C19 1.335(4) . ?
N3 C25 1.390(4) . ?
N4 C23 1.341(4) . ?
N4 C31 1.332(5) . ?
N5 C22 1.348(4) . ?
N5 C26 1.351(4) . ?
C1 C2 1.377(4) . ?
C1 C6 1.390(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.375(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.369(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.368(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.387(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.399(4) . ?
C7 C12 1.383(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.374(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.369(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.387(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.395(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.398(4) . ?
C13 C18 1.401(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.384(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.400(4) . ?
C16 C17 1.388(4) . ?
C16 C19 1.462(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.369(4) . ?
C18 H18 0.9300 . ?
C20 C21 1.364(4) . ?
C20 C25 1.428(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.423(4) . ?
C22 C23 1.432(5) . ?
C23 C24 1.413(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.364(4) . ?
C26 C27 1.440(5) . ?
C26 C31 1.416(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.364(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.410(7) . ?
C29 H29 0.9300 . ?
C29 C30 1.341(6) . ?
C30 H30 0.9300 . ?
C30 C31 1.410(5) . ?
N6 C32 1.421(3) . ?
N6 C38 1.430(4) . ?
N6 C44 1.408(3) . ?
N7 H7 0.8600 . ?
N7 C50 1.353(3) . ?
N7 C56 1.380(3) . ?
N8 C50 1.336(4) . ?
N8 C51 1.386(3) . ?
N9 C54 1.341(3) . ?
N9 C62 1.343(4) . ?
N10 C53 1.358(3) . ?
N10 C57 1.344(4) . ?
C32 C33 1.383(4) . ?
C32 C37 1.392(4) . ?
C33 H33 0.9300 . ?
C33 C34 1.387(4) . ?
C34 H34 0.9300 . ?
C34 C35 1.382(4) . ?
C35 H35 0.9300 . ?
C35 C36 1.373(4) . ?
C36 H36 0.9300 . ?
C36 C37 1.384(4) . ?
C37 H37 0.9300 . ?
C38 C39 1.387(4) . ?
C38 C43 1.366(4) . ?
C39 H39 0.9300 . ?
C39 C40 1.395(4) . ?
C40 H40 0.9300 . ?
C40 C41 1.371(5) . ?
C41 H41 0.9300 . ?
C41 C42 1.371(5) . ?
C42 H42 0.9300 . ?
C42 C43 1.395(4) . ?
C43 H43 0.9300 . ?
C44 C45 1.384(4) . ?
C44 C49 1.404(4) . ?
C45 H45 0.9300 . ?
C45 C46 1.389(4) . ?
C46 H46 0.9300 . ?
C46 C47 1.394(4) . ?
C47 C48 1.399(4) . ?
C47 C50 1.453(4) . ?
C48 H48 0.9300 . ?
C48 C49 1.374(4) . ?
C49 H49 0.9300 . ?
C51 C52 1.374(4) . ?
C51 C56 1.434(4) . ?
C52 H52 0.9300 . ?
C52 C53 1.402(4) . ?
C53 C54 1.457(4) . ?
C54 C55 1.415(4) . ?
C55 H55 0.9300 . ?
C55 C56 1.358(4) . ?
C57 C58 1.436(4) . ?
C57 C62 1.413(4) . ?
C58 H58 0.9300 . ?
C58 C59 1.352(5) . ?
C59 H59 0.9300 . ?
C59 C60 1.393(5) . ?
C60 H60 0.9300 . ?
C60 C61 1.372(5) . ?
C61 H61 0.9300 . ?
C61 C62 1.424(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 C1 116.5(2) . . ?
C13 N1 C1 120.7(2) . . ?
C13 N1 C7 122.8(2) . . ?
C19 N2 H2 126.2 . . ?
C19 N2 C20 107.7(3) . . ?
C20 N2 H2 126.2 . . ?
C19 N3 C25 104.7(3) . . ?
C31 N4 C23 117.9(4) . . ?
C22 N5 C26 117.4(3) . . ?
C2 C1 N1 120.7(3) . . ?
C2 C1 C6 120.1(3) . . ?
C6 C1 N1 119.2(3) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 C1 120.0(4) . . ?
C3 C2 H2A 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.1(4) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.5(4) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.2(4) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 H6 120.5 . . ?
C5 C6 C1 119.0(4) . . ?
C5 C6 H6 120.5 . . ?
C8 C7 N1 119.3(3) . . ?
C12 C7 N1 121.5(3) . . ?
C12 C7 C8 119.2(3) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.2(3) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.3(3) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.5(3) . . ?
C12 C11 H11 120.2 . . ?
C7 C12 C11 120.2(3) . . ?
C7 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
N1 C13 C14 121.6(3) . . ?
N1 C13 C18 121.1(3) . . ?
C14 C13 C18 117.3(3) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 120.9(3) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 119.4 . . ?
C14 C15 C16 121.2(3) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C19 122.3(3) . . ?
C17 C16 C15 117.5(3) . . ?
C17 C16 C19 120.1(3) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.5(3) . . ?
C18 C17 H17 119.3 . . ?
C13 C18 H18 119.2 . . ?
C17 C18 C13 121.6(3) . . ?
C17 C18 H18 119.2 . . ?
N2 C19 C16 123.4(3) . . ?
N3 C19 N2 113.7(3) . . ?
N3 C19 C16 122.9(3) . . ?
N2 C20 C25 105.2(3) . . ?
C21 C20 N2 133.0(3) . . ?
C21 C20 C25 121.8(3) . . ?
C20 C21 H21 121.2 . . ?
C20 C21 C22 117.7(3) . . ?
C22 C21 H21 121.2 . . ?
N5 C22 C21 119.1(3) . . ?
N5 C22 C23 120.2(3) . . ?
C21 C22 C23 120.7(3) . . ?
N4 C23 C22 121.6(3) . . ?
N4 C23 C24 118.7(3) . . ?
C24 C23 C22 119.7(3) . . ?
C23 C24 H24 120.6 . . ?
C25 C24 C23 118.7(3) . . ?
C25 C24 H24 120.6 . . ?
N3 C25 C20 108.8(3) . . ?
C24 C25 N3 129.8(3) . . ?
C24 C25 C20 121.4(3) . . ?
N5 C26 C27 119.1(4) . . ?
N5 C26 C31 121.8(4) . . ?
C31 C26 C27 119.1(4) . . ?
C26 C27 H27 120.2 . . ?
C28 C27 C26 119.6(5) . . ?
C28 C27 H27 120.2 . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.3(4) . . ?
C29 C28 H28 119.9 . . ?
C28 C29 H29 119.5 . . ?
C30 C29 C28 121.0(4) . . ?
C30 C29 H29 119.5 . . ?
C29 C30 H30 119.3 . . ?
C29 C30 C31 121.5(5) . . ?
C31 C30 H30 119.3 . . ?
N4 C31 C26 121.0(3) . . ?
N4 C31 C30 120.5(5) . . ?
C30 C31 C26 118.4(4) . . ?
C32 N6 C38 120.7(2) . . ?
C44 N6 C32 119.1(2) . . ?
C44 N6 C38 120.2(2) . . ?
C50 N7 H7 126.8 . . ?
C50 N7 C56 106.4(2) . . ?
C56 N7 H7 126.8 . . ?
C50 N8 C51 105.3(2) . . ?
C54 N9 C62 117.3(3) . . ?
C57 N10 C53 117.8(2) . . ?
C33 C32 N6 120.2(3) . . ?
C33 C32 C37 119.2(3) . . ?
C37 C32 N6 120.6(3) . . ?
C32 C33 H33 120.1 . . ?
C32 C33 C34 119.9(3) . . ?
C34 C33 H33 120.1 . . ?
C33 C34 H34 119.6 . . ?
C35 C34 C33 120.7(3) . . ?
C35 C34 H34 119.6 . . ?
C34 C35 H35 120.3 . . ?
C36 C35 C34 119.5(3) . . ?
C36 C35 H35 120.3 . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.3(3) . . ?
C37 C36 H36 119.8 . . ?
C32 C37 H37 119.8 . . ?
C36 C37 C32 120.4(3) . . ?
C36 C37 H37 119.8 . . ?
C39 C38 N6 120.1(3) . . ?
C43 C38 N6 120.5(3) . . ?
C43 C38 C39 119.3(3) . . ?
C38 C39 H39 120.2 . . ?
C38 C39 C40 119.6(3) . . ?
C40 C39 H39 120.2 . . ?
C39 C40 H40 119.7 . . ?
C41 C40 C39 120.7(3) . . ?
C41 C40 H40 119.7 . . ?
C40 C41 H41 120.2 . . ?
C40 C41 C42 119.6(3) . . ?
C42 C41 H41 120.2 . . ?
C41 C42 H42 120.0 . . ?
C41 C42 C43 120.0(4) . . ?
C43 C42 H42 120.0 . . ?
C38 C43 C42 120.7(3) . . ?
C38 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C45 C44 N6 120.9(3) . . ?
C45 C44 C49 118.2(3) . . ?
C49 C44 N6 120.9(3) . . ?
C44 C45 H45 119.3 . . ?
C44 C45 C46 121.5(3) . . ?
C46 C45 H45 119.3 . . ?
C45 C46 H46 119.9 . . ?
C45 C46 C47 120.2(3) . . ?
C47 C46 H46 119.9 . . ?
C46 C47 C48 118.3(3) . . ?
C46 C47 C50 120.6(3) . . ?
C48 C47 C50 121.0(3) . . ?
C47 C48 H48 119.4 . . ?
C49 C48 C47 121.3(3) . . ?
C49 C48 H48 119.4 . . ?
C44 C49 H49 119.7 . . ?
C48 C49 C44 120.5(3) . . ?
C48 C49 H49 119.7 . . ?
N7 C50 C47 122.3(3) . . ?
N8 C50 N7 113.8(2) . . ?
N8 C50 C47 123.9(3) . . ?
N8 C51 C56 108.2(2) . . ?
C52 C51 N8 130.9(3) . . ?
C52 C51 C56 120.8(2) . . ?
C51 C52 H52 121.0 . . ?
C51 C52 C53 118.0(3) . . ?
C53 C52 H52 121.0 . . ?
N10 C53 C52 119.4(3) . . ?
N10 C53 C54 119.7(2) . . ?
C52 C53 C54 120.9(2) . . ?
N9 C54 C53 121.5(2) . . ?
N9 C54 C55 118.9(3) . . ?
C55 C54 C53 119.6(2) . . ?
C54 C55 H55 121.1 . . ?
C56 C55 C54 117.8(3) . . ?
C56 C55 H55 121.1 . . ?
N7 C56 C51 106.2(2) . . ?
C55 C56 N7 130.9(3) . . ?
C55 C56 C51 122.9(2) . . ?
N10 C57 C58 118.7(3) . . ?
N10 C57 C62 121.7(2) . . ?
C62 C57 C58 119.6(3) . . ?
C57 C58 H58 120.7 . . ?
C59 C58 C57 118.5(3) . . ?
C59 C58 H58 120.8 . . ?
C58 C59 H59 118.7 . . ?
C58 C59 C60 122.6(3) . . ?
C60 C59 H59 118.7 . . ?
C59 C60 H60 119.7 . . ?
C61 C60 C59 120.6(3) . . ?
C61 C60 H60 119.7 . . ?
C60 C61 H61 120.3 . . ?
C60 C61 C62 119.3(4) . . ?
C62 C61 H61 120.3 . . ?
N9 C62 C57 122.0(3) . . ?
N9 C62 C61 118.7(3) . . ?
C57 C62 C61 119.4(3) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 -0.638 0.250 698.0 207.8 ?
2 -0.500 -0.019 0.750 698.0 207.8 ?

_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 3.981
_oxdiff_exptl_absorpt_empirical_full_min 0.321
