# Supplementary Information (SI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_0566
_audit_block_doi                 10.5517/ccdc.csd.cc2qqr5d
_database_code_depnum_ccdc_archive 'CCDC 2524304'
loop_
_audit_author_name
_audit_author_address
YingZhang
;Inner Mongolia University
China
;
_audit_update_record             
;
2026-02-04 deposited with the CCDC.	2026-02-13 downloaded from the CCDC.
;
_audit_creation_date             2026-01-20
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H Cl3, C48 H34 N4'
_chemical_formula_sum            'C49 H35 Cl3 N4'
_chemical_formula_weight         786.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N B S Cl'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.2442(2)
_cell_length_b                   10.4061(3)
_cell_length_c                   19.7416(5)
_cell_angle_alpha                85.184(2)
_cell_angle_beta                 80.187(2)
_cell_angle_gamma                68.756(2)
_cell_volume                     1932.23(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10658
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      73.8990
_cell_measurement_theta_min      4.5530
_shelx_estimated_absorpt_T_max   0.808
_shelx_estimated_absorpt_T_min   0.694
_exptl_absorpt_coefficient_mu    2.468
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80716
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.126a (Rigaku Oxford Diffraction, 2025)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18697
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         68.251
_diffrn_reflns_theta_min         4.547
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     52.00  82.00   0.50    0.40    --  107.57 -95.00-180.00   60
  2  ω     68.00  93.00   0.50    0.40    --  107.57-122.00 -76.00   50
  3  ω     57.00  90.00   0.50    0.40    --  107.57 -95.00 -60.00   66
  4  ω     35.00  92.00   0.50    0.40    --  107.57 -95.00-150.00  114
  5  ω     43.00  91.00   0.50    0.40    --  107.57 -95.00   0.00   96
  6  ω     51.00  92.00   0.50    0.40    --  107.57 -95.00  90.00   82
  7  ω    -34.00  20.00   0.50    0.10    --   42.99 -38.00 150.00  108
  8  ω     27.00  53.00   0.50    0.10    --   42.99-122.00 -76.00   52
  9  ω     24.00  54.00   0.50    0.10    --   42.99-126.00-150.00   60
 10  ω     58.00  91.00   0.50    0.10    --   42.99-126.00-150.00   66
 11  ω     46.00  74.00   0.50    0.10    --   42.99 -99.00-120.00   56
 12  ω      9.00  42.00   0.50    0.10    --   42.99 -99.00-120.00   66
 13  ω     98.00 159.00   0.50    0.40    --  107.57 122.00   5.00  122
 14  ω    144.00 173.00   0.50    0.40    --  107.57  77.00 150.00   58
 15  ω    112.00 138.00   0.50    0.40    --  107.57  77.00 150.00   52
 16  ω     95.00 169.00   0.50    0.40    --  107.57  30.00 -60.00  148
 17  ω     95.00 130.00   0.50    0.40    --  107.57  15.00 -60.00   70
 18  ω     93.00 138.00   0.50    0.40    --  107.57  15.00-150.00   90
 19  ω    -13.00  32.00   0.50    0.10    --  -42.99  38.00-180.00   90
 20  ω    -11.00  28.00   0.50    0.10    --  -42.99  38.00 -30.00   78
 21  ω    -15.00  34.00   0.50    0.10    --  -42.99  38.00 -60.00   98
 22  ω      2.00  29.00   0.50    0.10    --  -42.99  38.00-120.00   54
 23  ω    -11.00  31.00   0.50    0.10    --  -42.99  38.00 -90.00   84
 24  ω    -14.00  24.00   0.50    0.10    --  -42.99  38.00  60.00   76
 25  ω    -92.00 -67.00   0.50    0.40    -- -103.00 100.00 -34.12   50
 26  ω    -57.00 -30.00   0.50    0.40    -- -103.00 126.00 -60.00   54
 27  ω    -67.00 -37.00   0.50    0.40    -- -103.00 126.00-180.00   60
 28  ω   -101.00 -75.00   0.50    0.40    -- -103.00 126.00-180.00   52
 29  ω    -89.00 -15.00   0.50    0.10    --  -42.99 122.00   5.00  148
 30  ω    -97.00 -64.00   0.50    0.40    -- -103.00 115.00 -86.16   66
 31  ω    -99.00 -73.00   0.50    0.40    -- -103.00 122.00   5.00   52
 32  ω    -93.00 -68.00   0.50    0.40    -- -103.00 102.00  24.07   50
 33  ω    -98.00 -50.00   0.50    0.40    -- -103.00 119.00  21.62   96
 34  ω    -97.00 -45.00   0.50    0.40    -- -103.00 114.00  86.61  104
 35  ω   -100.00 -29.00   0.50    0.40    -- -103.00 126.00 120.00  142
 36  ω    -97.00 -72.00   0.50    0.40    -- -103.00 115.00 125.52   50
 37  ω    -92.00 -30.00   0.50    0.40    -- -103.00 101.00 -89.64  124
 38  ω    -63.00 -31.00   0.50    0.40    -- -103.00  77.00 -30.00   64
 39  ω    -69.00 -43.00   0.50    0.40    -- -103.00  77.00-150.00   52
 40  ω    -56.00 -30.00   0.50    0.40    -- -103.00  77.00  30.00   52
 41  ω    -67.00 -31.00   0.50    0.40    -- -103.00  77.00  90.00   72
 42  ω    -65.00 -35.00   0.50    0.40    -- -103.00  77.00 150.00   60
 43  ω   -133.00 -97.00   0.50    0.40    -- -103.00 -15.00  60.00   72
 44  ω   -129.00 -97.00   0.50    0.40    -- -103.00 -15.00  90.00   64
 45  ω   -163.00-101.00   0.50    0.40    -- -103.00 -45.00  60.00  124
 46  ω   -131.00 -98.00   0.50    0.40    -- -103.00 -15.00 -30.00   66
 47  ω   -114.00 -89.00   0.50    0.40    -- -103.00 -30.00-150.00   50
 48  ω   -144.00 -92.00   0.50    0.40    -- -103.00-122.00 -76.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, SynergyCustom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0011468000
_diffrn_orient_matrix_UB_12      -0.0751883000
_diffrn_orient_matrix_UB_13      -0.0641981000
_diffrn_orient_matrix_UB_21      -0.0101015000
_diffrn_orient_matrix_UB_22      -0.1246687000
_diffrn_orient_matrix_UB_23      0.0455921000
_diffrn_orient_matrix_UB_31      -0.1628963000
_diffrn_orient_matrix_UB_32      0.0636274000
_diffrn_orient_matrix_UB_33      0.0086857000
_diffrn_oxdiff_digest_od_ed      
;

;
_diffrn_oxdiff_measurement_exp_name 0566.par
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6034
_reflns_number_total             6937
_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>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.44.126a (Rigaku OD, 2025)'
_computing_data_collection       
'CrysAlisPro system (CCD 44.126a 64-bit (release 23-10-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.44.126a (Rigaku OD, 2025)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         6937
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.030
_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)+(0.0658P)²+0.8377P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1167
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C49(H49)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), 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), C20(H20), C22(H22), C23(H23),
  C25(H25), C28(H28), C30(H30), C32(H32), C33(H33), C35(H35), C36(H36),
 C38(H38), C39(H39), C40(H40), C41(H41), C42(H42), C44(H44), C45(H45), C46(H46),
  C47(H47), C48(H48)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_refinement_flags_posn
Cl1 Cl 0.61783(5) 0.19027(6) 0.41183(3) 0.03801(14) Uani 1.000000 .
Cl2 Cl 0.89784(6) 0.08050(5) 0.45097(3) 0.03684(14) Uani 1.000000 .
Cl3 Cl 0.84380(6) 0.26666(5) 0.33333(3) 0.03679(14) Uani 1.000000 .
C49 C 0.7717(2) 0.2251(2) 0.41640(10) 0.0272(4) Uani 1.000000 .
H49 H 0.7464(2) 0.3055(2) 0.44679(10) 0.0327(5) Uiso 1.000000 R
N1 N 0.15209(16) 0.94177(16) 0.18691(8) 0.0237(3) Uani 1.000000 .
N2 N 0.63853(16) 0.52092(16) 0.45352(9) 0.0254(3) Uani 1.000000 .
N3 N 0.81607(17) 0.38659(17) 0.54551(9) 0.0273(4) Uani 1.000000 .
N4 N 1.33984(16) 0.05768(16) 0.81512(8) 0.0245(3) Uani 1.000000 .
C1 C 0.08117(19) 1.08679(19) 0.17931(9) 0.0218(4) Uani 1.000000 .
C2 C -0.05525(19) 1.1367(2) 0.16194(10) 0.0244(4) Uani 1.000000 .
H2 H -0.10093(19) 1.0742(2) 0.15646(10) 0.0292(5) Uiso 1.000000 R
C3 C -0.1243(2) 1.2775(2) 0.15266(10) 0.0282(4) Uani 1.000000 .
H3 H -0.2166(2) 1.3108(2) 0.14022(10) 0.0338(5) Uiso 1.000000 R
C4 C -0.0596(2) 1.3699(2) 0.16141(11) 0.0309(4) Uani 1.000000 .
H4 H -0.1067(2) 1.4662(2) 0.15483(11) 0.0370(5) Uiso 1.000000 R
C5 C 0.0753(2) 1.3197(2) 0.17993(11) 0.0292(4) Uani 1.000000 .
H5 H 0.1194(2) 1.3826(2) 0.18708(11) 0.0350(5) Uiso 1.000000 R
C6 C 0.14627(19) 1.1799(2) 0.18809(10) 0.0244(4) Uani 1.000000 .
H6 H 0.23930(19) 1.1471(2) 0.19968(10) 0.0293(5) Uiso 1.000000 R
C7 C 0.15323(17) 0.85591(19) 0.13408(10) 0.0212(4) Uani 1.000000 .
C8 C 0.14686(18) 0.7242(2) 0.15027(10) 0.0242(4) Uani 1.000000 .
H8 H 0.13557(18) 0.6938(2) 0.19690(10) 0.0291(5) Uiso 1.000000 R
C9 C 0.1571(2) 0.6387(2) 0.09783(11) 0.0288(4) Uani 1.000000 .
H9 H 0.1569(2) 0.5481(2) 0.10884(11) 0.0346(5) Uiso 1.000000 R
C10 C 0.1677(2) 0.6832(2) 0.02980(11) 0.0297(4) Uani 1.000000 .
H10 H 0.1754(2) 0.6236(2) -0.00581(11) 0.0356(5) Uiso 1.000000 R
C11 C 0.16667(19) 0.8165(2) 0.01430(10) 0.0276(4) Uani 1.000000 .
H11 H 0.16947(19) 0.8495(2) -0.03208(10) 0.0331(5) Uiso 1.000000 R
C12 C 0.16168(18) 0.9013(2) 0.06566(10) 0.0246(4) Uani 1.000000 .
H12 H 0.16402(18) 0.9910(2) 0.05422(10) 0.0295(5) Uiso 1.000000 R
C13 C 0.23809(18) 0.88813(19) 0.23886(9) 0.0213(4) Uani 1.000000 .
C14 C 0.20937(18) 0.95633(19) 0.30051(10) 0.0238(4) Uani 1.000000 .
H14 H 0.12810(18) 1.03770(19) 0.30873(10) 0.0285(5) Uiso 1.000000 R
C15 C 0.29811(19) 0.90677(19) 0.35005(10) 0.0236(4) Uani 1.000000 .
H15 H 0.27825(19) 0.95650(19) 0.39105(10) 0.0283(5) Uiso 1.000000 R
C16 C 0.41601(18) 0.78518(19) 0.34071(10) 0.0224(4) Uani 1.000000 .
C17 C 0.35624(19) 0.7656(2) 0.22928(10) 0.0238(4) Uani 1.000000 .
H17 H 0.37809(19) 0.7171(2) 0.18775(10) 0.0286(5) Uiso 1.000000 R
C18 C 0.44097(19) 0.7153(2) 0.28011(10) 0.0241(4) Uani 1.000000 .
H18 H 0.51848(19) 0.6305(2) 0.27341(10) 0.0289(5) Uiso 1.000000 R
C19 C 0.51201(18) 0.72794(19) 0.39254(9) 0.0219(4) Uani 1.000000 .
C20 C 0.57150(18) 0.80247(19) 0.42382(10) 0.0219(4) Uani 1.000000 .
H20 H 0.54863(18) 0.89832(19) 0.41376(10) 0.0263(4) Uiso 1.000000 R
C21 C 0.66598(18) 0.73642(19) 0.47057(9) 0.0205(4) Uani 1.000000 .
C22 C 0.7325(2) 0.8076(2) 0.50477(10) 0.0262(4) Uani 1.000000 .
H22 H 0.7125(2) 0.9035(2) 0.49595(10) 0.0315(5) Uiso 1.000000 R
C23 C 0.8233(2) 0.7396(2) 0.54939(11) 0.0264(4) Uani 1.000000 .
H23 H 0.8667(2) 0.7887(2) 0.57083(11) 0.0317(5) Uiso 1.000000 R
C24 C 0.85523(18) 0.59536(19) 0.56495(9) 0.0200(4) Uani 1.000000 .
C25 C 0.55063(19) 0.5861(2) 0.41005(10) 0.0259(4) Uani 1.000000 .
H25 H 0.51017(19) 0.5339(2) 0.38888(10) 0.0311(5) Uiso 1.000000 R
C26 C 0.69672(17) 0.59454(19) 0.48402(9) 0.0198(4) Uani 1.000000 .
C27 C 0.79133(17) 0.52262(18) 0.53256(9) 0.0195(4) Uani 1.000000 .
C28 C 0.94734(18) 0.52164(19) 0.61157(10) 0.0214(4) Uani 1.000000 .
H28 H 0.99226(18) 0.56801(19) 0.63380(10) 0.0256(4) Uiso 1.000000 R
C29 C 0.97361(17) 0.38288(19) 0.62557(9) 0.0198(4) Uani 1.000000 .
C30 C 0.9017(2) 0.3223(2) 0.59010(11) 0.0270(4) Uani 1.000000 .
H30 H 0.9168(2) 0.2274(2) 0.59934(11) 0.0324(5) Uiso 1.000000 R
C31 C 1.06966(17) 0.29913(18) 0.67409(9) 0.0197(4) Uani 1.000000 .
C32 C 1.12681(18) 0.35882(19) 0.71690(10) 0.0220(4) Uani 1.000000 .
H32 H 1.10425(18) 0.45589(19) 0.71474(10) 0.0264(4) Uiso 1.000000 R
C33 C 1.21546(18) 0.27955(19) 0.76233(10) 0.0232(4) Uani 1.000000 .
H33 H 1.25211(18) 0.32343(19) 0.79072(10) 0.0278(5) Uiso 1.000000 R
C34 C 1.25197(17) 0.13674(19) 0.76723(9) 0.0209(4) Uani 1.000000 .
C35 C 1.19691(18) 0.07600(19) 0.72435(10) 0.0220(4) Uani 1.000000 .
H35 H 1.22046(18) -0.02119(19) 0.72630(10) 0.0264(4) Uiso 1.000000 R
C36 C 1.10874(19) 0.15514(19) 0.67915(10) 0.0228(4) Uani 1.000000 .
H36 H 1.07328(19) 0.11066(19) 0.65047(10) 0.0273(5) Uiso 1.000000 R
C37 C 1.42971(18) -0.08150(19) 0.80208(10) 0.0225(4) Uani 1.000000 .
C38 C 1.4462(2) -0.1808(2) 0.85515(11) 0.0285(4) Uani 1.000000 .
H38 H 1.3988(2) -0.1550(2) 0.90035(11) 0.0342(5) Uiso 1.000000 R
C39 C 1.5316(2) -0.3170(2) 0.84235(13) 0.0369(5) Uani 1.000000 .
H39 H 1.5423(2) -0.3838(2) 0.87886(13) 0.0443(6) Uiso 1.000000 R
C40 C 1.6007(2) -0.3559(2) 0.77727(14) 0.0410(6) Uani 1.000000 .
H40 H 1.6574(2) -0.4497(2) 0.76851(14) 0.0492(7) Uiso 1.000000 R
C41 C 1.5872(2) -0.2576(2) 0.72441(13) 0.0398(5) Uani 1.000000 .
H41 H 1.6358(2) -0.2839(2) 0.67944(13) 0.0478(6) Uiso 1.000000 R
C42 C 1.50296(19) -0.1206(2) 0.73690(11) 0.0288(4) Uani 1.000000 .
H42 H 1.49555(19) -0.0535(2) 0.70062(11) 0.0346(5) Uiso 1.000000 R
C43 C 1.33390(19) 0.11535(19) 0.87894(10) 0.0230(4) Uani 1.000000 .
C44 C 1.4575(2) 0.1078(2) 0.90189(10) 0.0282(4) Uani 1.000000 .
H44 H 1.5468(2) 0.0628(2) 0.87514(10) 0.0339(5) Uiso 1.000000 R
C45 C 1.4508(2) 0.1657(3) 0.96352(11) 0.0358(5) Uani 1.000000 .
H45 H 1.5357(2) 0.1602(3) 0.97882(11) 0.0429(6) Uiso 1.000000 R
C46 C 1.3209(2) 0.2318(2) 1.00324(11) 0.0347(5) Uani 1.000000 .
H46 H 1.3166(2) 0.2723(2) 1.04531(11) 0.0416(6) Uiso 1.000000 R
C47 C 1.1984(2) 0.2379(2) 0.98090(11) 0.0326(5) Uani 1.000000 .
H47 H 1.1093(2) 0.2823(2) 1.00800(11) 0.0391(6) Uiso 1.000000 R
C48 C 1.2037(2) 0.1799(2) 0.91943(10) 0.0283(4) Uani 1.000000 .
H48 H 1.1186(2) 0.1841(2) 0.90478(10) 0.0340(5) Uiso 1.000000 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
Cl1 C49 1.759(2) . ?
Cl2 C49 1.766(2) . ?
Cl3 C49 1.766(2) . ?
C49 H49 1.0000 . ?
N1 C1 1.426(2) . ?
N1 C7 1.425(2) . ?
N1 C13 1.413(2) . ?
N2 C25 1.315(2) . ?
N2 C26 1.355(2) . ?
N3 C27 1.354(2) . ?
N3 C30 1.316(2) . ?
N4 C34 1.416(2) . ?
N4 C37 1.424(2) . ?
N4 C43 1.423(2) . ?
C1 C2 1.396(3) . ?
C1 C6 1.396(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.389(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.380(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.403(3) . ?
C7 C12 1.392(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.387(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.383(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.392(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.382(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(3) . ?
C13 C17 1.404(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.396(3) . ?
C16 C18 1.390(3) . ?
C16 C19 1.478(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.380(3) . ?
C19 C25 1.411(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.406(3) . ?
C21 C22 1.441(3) . ?
C21 C26 1.405(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.356(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.434(3) . ?
C24 C27 1.412(3) . ?
C24 C28 1.407(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.445(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.382(3) . ?
C29 C30 1.420(3) . ?
C29 C31 1.485(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.401(3) . ?
C31 C36 1.403(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.386(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.394(3) . ?
C34 C35 1.395(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.379(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.395(3) . ?
C37 C42 1.386(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.387(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.373(4) . ?
C40 H40 0.9500 . ?
C40 C41 1.387(4) . ?
C41 H41 0.9500 . ?
C41 C42 1.390(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.390(3) . ?
C43 C48 1.395(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.383(3) . ?
C45 H45 0.9500 . ?
C45 C46 1.389(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.379(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.384(3) . ?
C48 H48 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl2 C49 Cl1 110.24(11) . . ?
Cl3 C49 Cl1 109.57(11) . . ?
Cl3 C49 Cl2 109.84(11) . . ?
H49 C49 Cl1 109.05(7) . . ?
H49 C49 Cl2 109.05(7) . . ?
H49 C49 Cl3 109.05(7) . . ?
C7 N1 C1 117.91(15) . . ?
C13 N1 C1 120.44(15) . . ?
C13 N1 C7 120.80(15) . . ?
C26 N2 C25 118.04(16) . . ?
C30 N3 C27 118.12(16) . . ?
C37 N4 C34 121.12(15) . . ?
C43 N4 C34 119.78(15) . . ?
C43 N4 C37 119.03(14) . . ?
C2 C1 N1 119.43(17) . . ?
C6 C1 N1 121.25(16) . . ?
C6 C1 C2 119.31(17) . . ?
H2 C2 C1 119.95(11) . . ?
C3 C2 C1 120.10(18) . . ?
C3 C2 H2 119.95(11) . . ?
H3 C3 C2 119.73(11) . . ?
C4 C3 C2 120.54(18) . . ?
C4 C3 H3 119.73(11) . . ?
H4 C4 C3 120.47(11) . . ?
C5 C4 C3 119.06(18) . . ?
C5 C4 H4 120.47(12) . . ?
H5 C5 C4 119.49(12) . . ?
C6 C5 C4 121.02(19) . . ?
C6 C5 H5 119.49(11) . . ?
C5 C6 C1 119.94(17) . . ?
H6 C6 C1 120.03(11) . . ?
H6 C6 C5 120.03(11) . . ?
C8 C7 N1 120.48(17) . . ?
C12 C7 N1 120.41(17) . . ?
C12 C7 C8 119.11(17) . . ?
H8 C8 C7 120.17(11) . . ?
C9 C8 C7 119.67(18) . . ?
C9 C8 H8 120.17(12) . . ?
H9 C9 C8 119.47(12) . . ?
C10 C9 C8 121.06(19) . . ?
C10 C9 H9 119.47(12) . . ?
H10 C10 C9 120.51(12) . . ?
C11 C10 C9 118.98(19) . . ?
C11 C10 H10 120.51(12) . . ?
H11 C11 C10 119.66(12) . . ?
C12 C11 C10 120.68(19) . . ?
C12 C11 H11 119.66(12) . . ?
C11 C12 C7 120.37(19) . . ?
H12 C12 C7 119.82(11) . . ?
H12 C12 C11 119.82(12) . . ?
C14 C13 N1 121.01(16) . . ?
C17 C13 N1 120.77(17) . . ?
C17 C13 C14 118.22(16) . . ?
H14 C14 C13 119.61(10) . . ?
C15 C14 C13 120.78(17) . . ?
C15 C14 H14 119.61(11) . . ?
H15 C15 C14 119.39(11) . . ?
C16 C15 C14 121.22(18) . . ?
C16 C15 H15 119.39(11) . . ?
C18 C16 C15 117.56(17) . . ?
C19 C16 C15 122.91(17) . . ?
C19 C16 C18 119.51(16) . . ?
H17 C17 C13 119.89(11) . . ?
C18 C17 C13 120.22(18) . . ?
C18 C17 H17 119.89(11) . . ?
C17 C18 C16 121.92(17) . . ?
H18 C18 C16 119.04(10) . . ?
H18 C18 C17 119.04(11) . . ?
C20 C19 C16 124.63(17) . . ?
C25 C19 C16 118.43(16) . . ?
C25 C19 C20 116.90(16) . . ?
H20 C20 C19 120.02(11) . . ?
C21 C20 C19 119.95(17) . . ?
C21 C20 H20 120.02(11) . . ?
C22 C21 C20 122.91(17) . . ?
C26 C21 C20 118.14(16) . . ?
C26 C21 C22 118.95(16) . . ?
H22 C22 C21 119.55(11) . . ?
C23 C22 C21 120.89(18) . . ?
C23 C22 H22 119.55(11) . . ?
H23 C23 C22 119.25(11) . . ?
C24 C23 C22 121.50(17) . . ?
C24 C23 H23 119.25(10) . . ?
C27 C24 C23 119.05(16) . . ?
C28 C24 C23 123.18(16) . . ?
C28 C24 C27 117.77(16) . . ?
C19 C25 N2 124.81(17) . . ?
H25 C25 N2 117.59(11) . . ?
H25 C25 C19 117.59(10) . . ?
C21 C26 N2 122.15(16) . . ?
C27 C26 N2 117.68(16) . . ?
C27 C26 C21 120.17(16) . . ?
C24 C27 N3 121.95(16) . . ?
C26 C27 N3 118.63(16) . . ?
C26 C27 C24 119.42(16) . . ?
H28 C28 C24 119.44(10) . . ?
C29 C28 C24 121.12(16) . . ?
C29 C28 H28 119.44(10) . . ?
C30 C29 C28 115.52(16) . . ?
C31 C29 C28 123.82(16) . . ?
C31 C29 C30 120.67(16) . . ?
C29 C30 N3 125.53(18) . . ?
H30 C30 N3 117.24(11) . . ?
H30 C30 C29 117.24(11) . . ?
C32 C31 C29 122.12(16) . . ?
C36 C31 C29 121.51(16) . . ?
C36 C31 C32 116.36(16) . . ?
H32 C32 C31 119.24(10) . . ?
C33 C32 C31 121.53(17) . . ?
C33 C32 H32 119.24(11) . . ?
H33 C33 C32 119.32(11) . . ?
C34 C33 C32 121.36(17) . . ?
C34 C33 H33 119.32(10) . . ?
C33 C34 N4 120.62(16) . . ?
C35 C34 N4 121.74(17) . . ?
C35 C34 C33 117.63(16) . . ?
H35 C35 C34 119.55(11) . . ?
C36 C35 C34 120.90(17) . . ?
C36 C35 H35 119.55(11) . . ?
C35 C36 C31 122.22(17) . . ?
H36 C36 C31 118.89(10) . . ?
H36 C36 C35 118.89(11) . . ?
C38 C37 N4 120.27(18) . . ?
C42 C37 N4 120.85(17) . . ?
C42 C37 C38 118.88(18) . . ?
H38 C38 C37 119.79(12) . . ?
C39 C38 C37 120.4(2) . . ?
C39 C38 H38 119.79(14) . . ?
H39 C39 C38 119.77(14) . . ?
C40 C39 C38 120.5(2) . . ?
C40 C39 H39 119.77(13) . . ?
H40 C40 C39 120.20(13) . . ?
C41 C40 C39 119.6(2) . . ?
C41 C40 H40 120.20(14) . . ?
H41 C41 C40 119.84(14) . . ?
C42 C41 C40 120.3(2) . . ?
C42 C41 H41 119.84(14) . . ?
C41 C42 C37 120.3(2) . . ?
H42 C42 C37 119.86(12) . . ?
H42 C42 C41 119.86(14) . . ?
C44 C43 N4 120.55(17) . . ?
C48 C43 N4 120.35(16) . . ?
C48 C43 C44 119.10(18) . . ?
H44 C44 C43 119.88(12) . . ?
C45 C44 C43 120.24(18) . . ?
C45 C44 H44 119.88(11) . . ?
H45 C45 C44 119.73(11) . . ?
C46 C45 C44 120.55(18) . . ?
C46 C45 H45 119.73(12) . . ?
H46 C46 C45 120.38(12) . . ?
C47 C46 C45 119.24(19) . . ?
C47 C46 H46 120.38(12) . . ?
H47 C47 C46 119.63(12) . . ?
C48 C47 C46 120.75(18) . . ?
C48 C47 H47 119.63(11) . . ?
C47 C48 C43 120.11(17) . . ?
H48 C48 C43 119.95(11) . . ?
H48 C48 C47 119.95(11) . . ?

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
N1 C1 C2 C3 -178.38(18) . . . . ?
N1 C1 C6 C5 179.55(18) . . . . ?
N1 C7 C8 C9 -175.93(16) . . . . ?
N1 C7 C12 C11 178.23(16) . . . . ?
N1 C13 C14 C15 -176.86(17) . . . . ?
N1 C13 C17 C18 178.96(17) . . . . ?
N2 C25 C19 C16 177.69(19) . . . . ?
N2 C25 C19 C20 -0.1(2) . . . . ?
N2 C26 C21 C20 0.0(2) . . . . ?
N2 C26 C21 C22 -179.73(18) . . . . ?
N2 C26 C27 N3 -0.5(2) . . . . ?
N2 C26 C27 C24 179.39(16) . . . . ?
N3 C27 C24 C23 -179.38(18) . . . . ?
N3 C27 C24 C28 0.3(2) . . . . ?
N3 C27 C26 C21 178.48(16) . . . . ?
N3 C30 C29 C28 1.0(2) . . . . ?
N3 C30 C29 C31 -179.1(2) . . . . ?
N4 C34 C33 C32 -178.43(17) . . . . ?
N4 C34 C35 C36 178.45(17) . . . . ?
N4 C37 C38 C39 178.76(17) . . . . ?
N4 C37 C42 C41 -178.18(18) . . . . ?
N4 C43 C44 C45 179.14(19) . . . . ?
N4 C43 C48 C47 -178.92(19) . . . . ?
C1 N1 C7 C8 -145.06(16) . . . . ?
C1 N1 C7 C12 35.38(18) . . . . ?
C1 N1 C13 C14 29.7(2) . . . . ?
C1 N1 C13 C17 -149.28(17) . . . . ?
C1 C2 C3 C4 -0.9(2) . . . . ?
C1 C6 C5 C4 -1.5(2) . . . . ?
C2 C1 N1 C7 48.3(2) . . . . ?
C2 C1 N1 C13 -142.13(17) . . . . ?
C2 C1 C6 C5 0.3(2) . . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
C3 C2 C1 C6 0.9(2) . . . . ?
C3 C4 C5 C6 1.5(2) . . . . ?
C6 C1 N1 C7 -130.87(18) . . . . ?
C6 C1 N1 C13 38.7(2) . . . . ?
C7 N1 C13 C14 -161.05(17) . . . . ?
C7 N1 C13 C17 19.9(2) . . . . ?
C7 C8 C9 C10 -2.7(2) . . . . ?
C7 C12 C11 C10 -1.9(2) . . . . ?
C8 C7 N1 C13 45.45(19) . . . . ?
C8 C7 C12 C11 -1.33(19) . . . . ?
C8 C9 C10 C11 -0.5(2) . . . . ?
C9 C8 C7 C12 3.6(2) . . . . ?
C9 C10 C11 C12 2.9(2) . . . . ?
C12 C7 N1 C13 -134.10(16) . . . . ?
C13 C14 C15 C16 -2.0(2) . . . . ?
C13 C17 C18 C16 -2.2(2) . . . . ?
C14 C13 C17 C18 -0.1(2) . . . . ?
C14 C15 C16 C18 -0.2(2) . . . . ?
C14 C15 C16 C19 -179.17(17) . . . . ?
C15 C14 C13 C17 2.2(2) . . . . ?
C15 C16 C18 C17 2.4(2) . . . . ?
C15 C16 C19 C20 -49.5(2) . . . . ?
C15 C16 C19 C25 132.85(19) . . . . ?
C16 C19 C20 C21 -177.52(18) . . . . ?
C17 C18 C16 C19 -178.66(18) . . . . ?
C18 C16 C19 C20 131.54(18) . . . . ?
C18 C16 C19 C25 -46.1(2) . . . . ?
C19 C20 C21 C22 179.66(17) . . . . ?
C19 C20 C21 C26 -0.1(2) . . . . ?
C19 C25 N2 C26 0.0(2) . . . . ?
C20 C21 C22 C23 -179.84(19) . . . . ?
C20 C21 C26 C27 -178.96(16) . . . . ?
C21 C20 C19 C25 0.1(2) . . . . ?
C21 C22 C23 C24 -0.8(2) . . . . ?
C21 C26 N2 C25 -0.0(2) . . . . ?
C21 C26 C27 C24 -1.6(2) . . . . ?
C22 C21 C26 C27 1.3(2) . . . . ?
C22 C23 C24 C27 0.5(2) . . . . ?
C22 C23 C24 C28 -179.17(18) . . . . ?
C23 C22 C21 C26 -0.1(2) . . . . ?
C23 C24 C27 C26 0.7(2) . . . . ?
C23 C24 C28 C29 179.20(18) . . . . ?
C24 C27 N3 C30 0.5(2) . . . . ?
C24 C28 C29 C30 -0.1(2) . . . . ?
C24 C28 C29 C31 179.93(16) . . . . ?
C25 N2 C26 C27 179.00(17) . . . . ?
C26 C27 N3 C30 -179.60(18) . . . . ?
C26 C27 C24 C28 -179.62(16) . . . . ?
C27 N3 C30 C29 -1.1(2) . . . . ?
C27 C24 C28 C29 -0.5(2) . . . . ?
C28 C29 C31 C32 8.9(2) . . . . ?
C28 C29 C31 C36 -170.67(18) . . . . ?
C29 C31 C32 C33 179.50(17) . . . . ?
C29 C31 C36 C35 -179.46(17) . . . . ?
C30 C29 C31 C32 -171.01(18) . . . . ?
C30 C29 C31 C36 9.4(2) . . . . ?
C31 C32 C33 C34 0.2(2) . . . . ?
C31 C36 C35 C34 -0.3(2) . . . . ?
C32 C31 C36 C35 0.9(2) . . . . ?
C32 C33 C34 C35 0.5(2) . . . . ?
C33 C32 C31 C36 -0.9(2) . . . . ?
C33 C34 N4 C37 -150.81(17) . . . . ?
C33 C34 N4 C43 32.2(2) . . . . ?
C33 C34 C35 C36 -0.4(2) . . . . ?
C34 N4 C37 C38 -140.39(17) . . . . ?
C34 N4 C37 C42 40.1(2) . . . . ?
C34 N4 C43 C44 -131.21(18) . . . . ?
C34 N4 C43 C48 49.0(2) . . . . ?
C35 C34 N4 C37 30.3(2) . . . . ?
C35 C34 N4 C43 -146.62(17) . . . . ?
C37 N4 C43 C44 51.8(2) . . . . ?
C37 N4 C43 C48 -128.02(18) . . . . ?
C37 C38 C39 C40 -0.1(2) . . . . ?
C37 C42 C41 C40 -1.1(2) . . . . ?
C38 C37 N4 C43 36.6(2) . . . . ?
C38 C37 C42 C41 2.3(2) . . . . ?
C38 C39 C40 C41 1.4(2) . . . . ?
C39 C38 C37 C42 -1.7(2) . . . . ?
C39 C40 C41 C42 -0.8(3) . . . . ?
C42 C37 N4 C43 -142.90(18) . . . . ?
C43 C44 C45 C46 0.1(3) . . . . ?
C43 C48 C47 C46 -0.5(3) . . . . ?
C44 C43 C48 C47 1.3(2) . . . . ?
C44 C45 C46 C47 0.7(3) . . . . ?
C45 C44 C43 C48 -1.1(3) . . . . ?
C45 C46 C47 C48 -0.5(3) . . . . ?


_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 1.460
_oxdiff_exptl_absorpt_empirical_full_min 0.422
####################################################################### 
# 
# 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_nn0427
_audit_block_doi                 10.5517/ccdc.csd.cc2l3wqb
_database_code_depnum_ccdc_archive 'CCDC 2387022'
loop_
_audit_author_name
_audit_author_address
'GONG JIANYE'
;Inner Mongolia University
China
;
_audit_update_record             
;
2026-02-04 deposited with the CCDC.	2026-02-13 downloaded from the CCDC.
;
_audit_creation_date             2026-02-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.921(Br), C49 H38 N4, 2[C4H8O2]'
_chemical_formula_sum            'C57 H54 Br0.92 N4 O4'
_chemical_formula_weight         932.520
_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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   20.1429(11)
_cell_length_b                   10.8615(5)
_cell_length_c                   22.1765(14)
_cell_angle_alpha                90
_cell_angle_beta                 109.655(7)
_cell_angle_gamma                90
_cell_volume                     4569.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5255
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      71.7460
_cell_measurement_theta_min      4.0530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.570
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.18727
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1956
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17762
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.598
_diffrn_reflns_theta_max         66.598
_diffrn_reflns_theta_min         2.329
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     57.00 104.00   1.00    2.00    --   40.73  37.00 -90.00   47
  2  ω     78.00 166.00   1.00    4.00    --  106.95  61.00-120.00   88
  3  ω     99.00 142.00   1.00    4.00    --  106.95 125.00-180.00   43
  4  ω     37.00 144.00   1.00    4.00    --  106.95   0.00-120.00  107
  5  ω     46.00 109.00   1.00    4.00    --  106.95-125.00 -90.00   63
  6  ω     34.00 125.00   1.00    4.00    --  106.95 -45.00  90.00   91
  7  ω     32.00 115.00   1.00    4.00    --  106.95 -77.00  90.00   83
  8  ω      5.00  32.00   1.00    2.00    --   40.73 -99.00  30.00   27
  9  ω   -106.00 -14.00   1.00    2.00    --  -40.73 -57.00 120.00   92
 10  ω    -96.00  -2.00   1.00    2.00    --  -40.73 125.00 -90.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0154850000
_diffrn_orient_matrix_UB_12      -0.1337916000
_diffrn_orient_matrix_UB_13      -0.0141877000
_diffrn_orient_matrix_UB_21      0.0779535000
_diffrn_orient_matrix_UB_22      0.0171415000
_diffrn_orient_matrix_UB_23      0.0412643000
_diffrn_orient_matrix_UB_31      -0.0165142000
_diffrn_orient_matrix_UB_32      -0.0436986000
_diffrn_orient_matrix_UB_33      0.0595422000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5457
_reflns_number_total             8062
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.973
_refine_diff_density_min         -0.898
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         8062
_refine_ls_number_restraints     145
_refine_ls_R_factor_all          0.1078
_refine_ls_R_factor_gt           0.0837
_refine_ls_restrained_S_all      1.061
_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)+(0.1371P)²+2.3621P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2380
_refine_ls_wR_factor_ref         0.2662
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{N2, C1A}
{N3, C1B}
{C25, N25}
{C22, N22}
3. Restrained distances
 C23-C22 \\sim N22-C23A \\sim C25-C24 \\sim C49B-C1B \\sim C49A-C1A \\sim N2-C49
 with sigma of 0.01
 C24-C23 \\sim C49B-C49A
 with sigma of 0.01
4. Restrained planarity
 C22, C23, C24, C25, C26, C27
 with sigma of 0.01
 C22, C23, C24, C25, C26, C27, N2, C49
 with sigma of 0.02
 C49B, C49A, C1A, C1B, N25, N22, C23A
 with sigma of 0.01
5. Uiso/Uaniso restraints and constraints
Uanis(C23) = Uanis(C23A)
Uanis(C49A) = Uanis(C49)
Uanis(C22) = Uanis(N22)
Uanis(N2) = Uanis(C1A)
Uanis(N3) = Uanis(C1B)
Uanis(C25) = Uanis(N25)
Uanis(Br2) = Uanis(Br1)
6. Rigid body (RIGU) restrains
 N2, N3, C22, C23, C24, C25, C26, C27, C49, C49B, C49A, C1A, C1B, N25, N22, C23A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(C49B)=Sof(H49d)=Sof(C49A)=Sof(H49e)=Sof(C1A)=Sof(C1B)=Sof(N25)=Sof(H25)=
 Sof(N22)=Sof(C23A)=Sof(H23a)=Sof(H23b)=Sof(H23c)=1-FVAR(1)
 Sof(N2)=Sof(N3)=Sof(H3)=Sof(C22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=Sof(C25)=
 Sof(C49)=Sof(H49a)=Sof(H49b)=Sof(H49c)=FVAR(1)
 Sof(Br2)=0.5*(1-FVAR(3))
 Sof(Br1)=FVAR(2)
8.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C1(H1), C2(H2), C3(H3a), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10),
 C11(H11), C12(H12), C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), C21(H21),
  C23(H23), C24(H24), C28(H28), C30(H29), C32(H32), C33(H33), C35(H35),
 C36(H36), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42), C44(H44), C45(H45),
  C46(H46), C47(H47), C48(H48), C49B(H49d), C49A(H49e), N25(H25)
8.b Idealised Me refined as rotating group:
 C49(H49a,H49b,H49c), C23A(H23a,H23b,H23c)
;
_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
Br1 Br 0.58862(4) -0.08966(7) 0.37352(5) 0.0918(3) Uani 0.8418(16) 1 d . . P A
3
N1 N 0.77185(18) 0.3650(3) 0.19887(18) 0.0539(8) Uani 1 1 d . . . . .
N2 N 0.49907(18) 0.5067(4) 0.37634(18) 0.0596(9) Uani 0.609(10) 1 d D . P B 1
N3 N 0.40585(18) 0.5186(4) 0.44902(18) 0.0580(9) Uani 0.609(10) 1 d . . P B 1
H3 H 0.420497 0.587258 0.436595 0.070 Uiso 0.609(10) 1 calc R U P B 1
N4 N 0.10160(18) 0.4273(3) 0.59489(18) 0.0518(8) Uani 1 1 d . . . . .
C1 C 0.8274(3) 0.0291(5) 0.1347(3) 0.0786(15) Uani 1 1 d . . . . .
H1 H 0.840097 -0.046215 0.119710 0.094 Uiso 1 1 calc R U . . .
C2 C 0.79733(19) 0.2423(4) 0.1178(2) 0.0498(9) Uani 1 1 d . . . . .
H2 H 0.789461 0.312790 0.090947 0.060 Uiso 1 1 calc R U . . .
C3 C 0.8160(2) 0.1325(4) 0.0974(3) 0.0650(12) Uani 1 1 d . . . . .
H3A H 0.821174 0.128213 0.056447 0.078 Uiso 1 1 calc R U . . .
C4 C 0.78988(19) 0.2504(4) 0.1782(2) 0.0498(9) Uani 1 1 d . . . . .
C5 C 0.8200(3) 0.0359(5) 0.1954(3) 0.0822(16) Uani 1 1 d . . . . .
H5 H 0.827663 -0.035081 0.221858 0.099 Uiso 1 1 calc R U . . .
C6 C 0.8018(2) 0.1456(5) 0.2161(3) 0.0665(12) Uani 1 1 d . . . . .
H6 H 0.797147 0.149844 0.257336 0.080 Uiso 1 1 calc R U . . .
C7 C 0.8052(2) 0.4715(4) 0.1859(2) 0.0502(9) Uani 1 1 d . . . . .
C8 C 0.7682(3) 0.5782(4) 0.1618(2) 0.0623(11) Uani 1 1 d . . . . .
H8 H 0.719264 0.582564 0.155795 0.075 Uiso 1 1 calc R U . . .
C9 C 0.8013(3) 0.6779(4) 0.1464(2) 0.0683(12) Uani 1 1 d . . . . .
H9 H 0.774998 0.750526 0.130289 0.082 Uiso 1 1 calc R U . . .
C10 C 0.8715(3) 0.6741(5) 0.1538(3) 0.0715(14) Uani 1 1 d . . . . .
H10 H 0.893658 0.742417 0.141726 0.086 Uiso 1 1 calc R U . . .
C11 C 0.9099(3) 0.5687(4) 0.1793(2) 0.0645(12) Uani 1 1 d . . . . .
H11 H 0.958825 0.565513 0.185280 0.077 Uiso 1 1 calc R U . . .
C12 C 0.8776(2) 0.4693(4) 0.1959(2) 0.0556(10) Uani 1 1 d . . . . .
H12 H 0.904617 0.398546 0.214243 0.067 Uiso 1 1 calc R U . . .
C13 C 0.7215(2) 0.3725(4) 0.2304(2) 0.0531(10) Uani 1 1 d . . . . .
C14 C 0.6705(2) 0.2824(4) 0.2219(2) 0.0572(10) Uani 1 1 d . . . . .
H14 H 0.667873 0.216445 0.193047 0.069 Uiso 1 1 calc R U . . .
C15 C 0.6232(2) 0.2875(5) 0.2552(2) 0.0609(11) Uani 1 1 d . . . . .
H15 H 0.590080 0.222783 0.250348 0.073 Uiso 1 1 calc R U . . .
C16 C 0.6235(2) 0.3854(5) 0.2953(2) 0.0569(11) Uani 1 1 d . . . . .
C17 C 0.6729(2) 0.4783(5) 0.3018(2) 0.0631(12) Uani 1 1 d . . . . .
H17 H 0.673316 0.547463 0.328182 0.076 Uiso 1 1 calc R U . . .
C18 C 0.7217(2) 0.4710(4) 0.2703(2) 0.0584(11) Uani 1 1 d . . . . .
H18 H 0.755734 0.534473 0.276097 0.070 Uiso 1 1 calc R U . . .
C19 C 0.5447(2) 0.4995(5) 0.3420(2) 0.0641(12) Uani 1 1 d . . . . .
H19 H 0.556453 0.572732 0.324370 0.077 Uiso 1 1 calc R U . B 1
C20 C 0.5737(2) 0.3897(5) 0.3323(2) 0.0582(11) Uani 1 1 d . . . . .
C21 C 0.5551(2) 0.2871(5) 0.3583(2) 0.0642(12) Uani 1 1 d . . . . .
H21 H 0.574417 0.209969 0.352565 0.077 Uiso 1 1 calc R U . B 1
C22 C 0.50952(17) 0.2911(4) 0.39256(17) 0.0584(10) Uani 0.609(10) 1 d D . P B 1
C23 C 0.4880(4) 0.1822(8) 0.4211(3) 0.076(2) Uani 0.609(10) 1 d D . P B 1
H23 H 0.508199 0.105833 0.415693 0.091 Uiso 0.609(10) 1 calc R U P B 1
C24 C 0.4430(3) 0.1791(6) 0.4539(3) 0.065(2) Uani 0.609(10) 1 d D . P B 1
H24 H 0.431908 0.105492 0.471663 0.079 Uiso 0.609(10) 1 calc R U P B 1
C25 C 0.41203(19) 0.3001(4) 0.46022(19) 0.0599(10) Uani 0.609(10) 1 d D . P B 1
C26 C 0.47991(19) 0.4023(4) 0.40140(18) 0.0526(9) Uani 1 1 d . . . . .
C27 C 0.43066(19) 0.4062(4) 0.43699(18) 0.0520(9) Uani 1 1 d . . . . .
C28 C 0.3611(2) 0.3051(5) 0.4895(2) 0.0641(12) Uani 1 1 d . . . . .
H28 H 0.345654 0.230689 0.503015 0.077 Uiso 1 1 calc R U . B 1
C29 C 0.3321(2) 0.4158(4) 0.4997(2) 0.0548(10) Uani 1 1 d . . . . .
C30 C 0.3585(2) 0.5215(5) 0.4803(2) 0.0573(10) Uani 1 1 d . . . . .
H30 H 0.342619 0.599296 0.489454 0.069 Uiso 1 1 calc R U . B 1
C31 C 0.2738(2) 0.4206(4) 0.5269(2) 0.0524(10) Uani 1 1 d . . . . .
C32 C 0.2304(2) 0.5228(4) 0.5171(2) 0.0574(10) Uani 1 1 d . . . . .
H32 H 0.239368 0.591476 0.494405 0.069 Uiso 1 1 calc R U . . .
C33 C 0.1738(2) 0.5268(4) 0.5400(2) 0.0546(10) Uani 1 1 d . . . . .
H33 H 0.145130 0.598365 0.533452 0.066 Uiso 1 1 calc R U . . .
C34 C 0.1594(2) 0.4270(4) 0.5722(2) 0.0498(9) Uani 1 1 d . . . . .
C35 C 0.2033(2) 0.3243(4) 0.5823(2) 0.0534(10) Uani 1 1 d . . . . .
H35 H 0.194591 0.255459 0.604986 0.064 Uiso 1 1 calc R U . . .
C36 C 0.2596(2) 0.3215(4) 0.5594(2) 0.0577(11) Uani 1 1 d . . . . .
H36 H 0.288683 0.250452 0.566345 0.069 Uiso 1 1 calc R U . . .
C37 C 0.0656(2) 0.5355(4) 0.60078(19) 0.0469(9) Uani 1 1 d . . . . .
C38 C -0.0071(2) 0.5360(4) 0.5791(2) 0.0505(9) Uani 1 1 d . . . . .
H38 H -0.032246 0.465184 0.558408 0.061 Uiso 1 1 calc R U . . .
C39 C -0.0437(2) 0.6393(4) 0.5873(2) 0.0553(10) Uani 1 1 d . . . . .
H39 H -0.093816 0.638239 0.572142 0.066 Uiso 1 1 calc R U . . .
C40 C -0.0086(2) 0.7432(4) 0.6169(2) 0.0574(11) Uani 1 1 d . . . . .
H40 H -0.033880 0.812867 0.623474 0.069 Uiso 1 1 calc R U . . .
C41 C 0.0646(2) 0.7439(5) 0.6371(3) 0.0685(13) Uani 1 1 d . . . . .
H41 H 0.089578 0.816025 0.656123 0.082 Uiso 1 1 calc R U . . .
C42 C 0.1012(2) 0.6414(4) 0.6297(2) 0.0592(11) Uani 1 1 d . . . . .
H42 H 0.151230 0.642853 0.644407 0.071 Uiso 1 1 calc R U . . .
C43 C 0.0759(2) 0.3142(4) 0.6113(2) 0.0512(10) Uani 1 1 d . . . . .
C44 C 0.0819(2) 0.2916(4) 0.6742(2) 0.0544(10) Uani 1 1 d . . . . .
H44 H 0.104597 0.350362 0.706261 0.065 Uiso 1 1 calc R U . . .
C45 C 0.0552(2) 0.1844(4) 0.6912(2) 0.0620(11) Uani 1 1 d . . . . .
H45 H 0.058927 0.170850 0.734532 0.074 Uiso 1 1 calc R U . . .
C46 C 0.0237(3) 0.0985(4) 0.6458(3) 0.0760(15) Uani 1 1 d . . . . .
H46 H 0.005707 0.024637 0.657376 0.091 Uiso 1 1 calc R U . . .
C47 C 0.0180(4) 0.1198(5) 0.5824(3) 0.0908(19) Uani 1 1 d . . . . .
H47 H -0.003772 0.059997 0.550661 0.109 Uiso 1 1 calc R U . . .
C48 C 0.0436(3) 0.2259(5) 0.5655(3) 0.0775(15) Uani 1 1 d . . . . .
H48 H 0.039191 0.239456 0.521965 0.093 Uiso 1 1 calc R U . . .
C49 C 0.4697(5) 0.6304(8) 0.3783(6) 0.085(2) Uani 0.609(10) 1 d D . P B 1
H49A H 0.501450 0.692721 0.371242 0.128 Uiso 0.609(10) 1 calc R U P B 1
H49B H 0.464558 0.643665 0.420257 0.128 Uiso 0.609(10) 1 calc R U P B 1
H49C H 0.423396 0.637064 0.344773 0.128 Uiso 0.609(10) 1 calc R U P B 1
C49B C 0.4254(4) 0.6319(8) 0.4208(3) 0.058(3) Uani 0.391(10) 1 d D . P B 2
H49D H 0.406559 0.709476 0.426463 0.070 Uiso 0.391(10) 1 calc R U P B 2
C49A C 0.4691(5) 0.6237(11) 0.3879(5) 0.085(2) Uani 0.391(10) 1 d D . P B 2
H49E H 0.481697 0.697026 0.371028 0.102 Uiso 0.391(10) 1 calc R U P B 2
C1A C 0.49907(18) 0.5067(4) 0.37634(18) 0.0596(9) Uani 0.391(10) 1 d D . P B 2
C1B C 0.40585(18) 0.5186(4) 0.44902(18) 0.0580(9) Uani 0.391(10) 1 d D . P B 2
N25 N 0.41203(19) 0.3001(4) 0.46022(19) 0.0599(10) Uani 0.391(10) 1 d . . P B 2
H25 H 0.431987 0.229664 0.456673 0.072 Uiso 0.391(10) 1 calc R U P B 2
N22 N 0.50952(17) 0.2911(4) 0.39256(17) 0.0584(10) Uani 0.391(10) 1 d D . P B 2
C23A C 0.4973(8) 0.1658(10) 0.4120(6) 0.076(2) Uani 0.391(10) 1 d D . P B 2
H23A H 0.448582 0.141256 0.388732 0.114 Uiso 0.391(10) 1 calc R U P B 2
H23B H 0.505456 0.164576 0.458170 0.114 Uiso 0.391(10) 1 calc R U P B 2
H23C H 0.529743 0.108349 0.402206 0.114 Uiso 0.391(10) 1 calc R U P B 2
Br2 Br 0.500000 0.0749(5) 0.250000 0.0918(3) Uani 0.1582(16) 2 d S T P . .


_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 C4 1.415(5) . ?
N1 C7 1.415(5) . ?
N1 C13 1.414(5) . ?
N2 C19 1.379(6) . ?
N2 C26 1.374(6) . ?
N2 C49 1.475(7) . ?
N3 H3 0.8800 . ?
N3 C27 1.379(6) . ?
N3 C30 1.355(5) . ?
N4 C34 1.415(5) . ?
N4 C37 1.410(5) . ?
N4 C43 1.427(5) . ?
C1 H1 0.9500 . ?
C1 C3 1.366(8) . ?
C1 C5 1.405(9) . ?
C2 H2 0.9500 . ?
C2 C3 1.372(6) . ?
C2 C4 1.400(6) . ?
C3 H3A 0.9500 . ?
C4 C6 1.388(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.371(8) . ?
C6 H6 0.9500 . ?
C7 C8 1.384(6) . ?
C7 C12 1.401(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.373(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.369(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(8) . ?
C11 H11 0.9500 . ?
C11 C12 1.373(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.386(6) . ?
C13 C18 1.387(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.389(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.385(6) . ?
C16 C17 1.391(6) . ?
C16 C20 1.495(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(6) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.376(7) . ?
C19 C1A 1.379(6) . ?
C20 C21 1.364(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.375(6) . ?
C21 N22 1.375(6) . ?
C22 C23 1.474(7) . ?
C22 C26 1.390(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.339(12) . ?
C24 H24 0.9500 . ?
C24 C25 1.482(6) . ?
C25 C27 1.365(6) . ?
C25 C28 1.388(5) . ?
C26 C27 1.461(5) . ?
C26 C1A 1.374(6) . ?
C26 N22 1.390(6) . ?
C27 C1B 1.379(6) . ?
C27 N25 1.365(6) . ?
C28 H28 0.9500 . ?
C28 C29 1.387(6) . ?
C28 N25 1.388(5) . ?
C29 C30 1.392(6) . ?
C29 C31 1.492(5) . ?
C30 H30 0.9500 . ?
C30 C1B 1.355(5) . ?
C31 C32 1.384(6) . ?
C31 C36 1.378(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.397(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.381(6) . ?
C34 C35 1.394(6) . ?
C35 H35 0.9500 . ?
C35 C36 1.389(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.378(5) . ?
C37 C42 1.393(6) . ?
C38 H38 0.9500 . ?
C38 C39 1.388(6) . ?
C39 H39 0.9500 . ?
C39 C40 1.376(6) . ?
C40 H40 0.9500 . ?
C40 C41 1.389(6) . ?
C41 H41 0.9500 . ?
C41 C42 1.376(6) . ?
C42 H42 0.9500 . ?
C43 C44 1.380(6) . ?
C43 C48 1.391(6) . ?
C44 H44 0.9500 . ?
C44 C45 1.387(6) . ?
C45 H45 0.9500 . ?
C45 C46 1.363(7) . ?
C46 H46 0.9500 . ?
C46 C47 1.391(9) . ?
C47 H47 0.9500 . ?
C47 C48 1.365(8) . ?
C48 H48 0.9500 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C49B H49D 0.9500 . ?
C49B C49A 1.321(14) . ?
C49B C1B 1.492(7) . ?
C49A H49E 0.9500 . ?
C49A C1A 1.466(8) . ?
N25 H25 0.8800 . ?
N22 C23A 1.473(8) . ?
C23A H23A 0.9800 . ?
C23A H23B 0.9800 . ?
C23A H23C 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
C4 N1 C7 117.6(3) . . ?
C13 N1 C4 121.1(3) . . ?
C13 N1 C7 121.4(3) . . ?
C19 N2 C49 114.6(7) . . ?
C26 N2 C19 120.4(4) . . ?
C26 N2 C49 124.7(6) . . ?
C27 N3 H3 120.6 . . ?
C30 N3 H3 120.6 . . ?
C30 N3 C27 118.9(4) . . ?
C34 N4 C43 120.1(3) . . ?
C37 N4 C34 123.1(3) . . ?
C37 N4 C43 116.8(3) . . ?
C3 C1 H1 120.5 . . ?
C3 C1 C5 119.1(5) . . ?
C5 C1 H1 120.5 . . ?
C3 C2 H2 120.0 . . ?
C3 C2 C4 120.0(4) . . ?
C4 C2 H2 120.0 . . ?
C1 C3 C2 121.6(5) . . ?
C1 C3 H3A 119.2 . . ?
C2 C3 H3A 119.2 . . ?
C2 C4 N1 119.1(4) . . ?
C6 C4 N1 122.4(4) . . ?
C6 C4 C2 118.4(4) . . ?
C1 C5 H5 120.2 . . ?
C6 C5 C1 119.6(5) . . ?
C6 C5 H5 120.2 . . ?
C4 C6 H6 119.3 . . ?
C5 C6 C4 121.4(5) . . ?
C5 C6 H6 119.3 . . ?
C8 C7 N1 122.2(4) . . ?
C8 C7 C12 118.2(4) . . ?
C12 C7 N1 119.6(4) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.9(4) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 119.5 . . ?
C8 C9 C10 121.0(5) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 120.5 . . ?
C9 C10 C11 119.0(4) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.5(4) . . ?
C12 C11 H11 119.7 . . ?
C7 C12 H12 119.8 . . ?
C11 C12 C7 120.4(4) . . ?
C11 C12 H12 119.8 . . ?
C14 C13 N1 120.9(4) . . ?
C14 C13 C18 118.3(3) . . ?
C18 C13 N1 120.8(4) . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.6(4) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.1(4) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C17 118.2(4) . . ?
C15 C16 C20 121.2(4) . . ?
C17 C16 C20 120.6(4) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.7(4) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 H18 119.5 . . ?
C17 C18 C13 121.0(4) . . ?
C17 C18 H18 119.5 . . ?
N2 C19 H19 119.0 . . ?
C20 C19 N2 122.1(5) . . ?
C20 C19 H19 119.0 . . ?
C20 C19 C1A 122.1(5) . . ?
C19 C20 C16 120.7(4) . . ?
C21 C20 C16 122.4(4) . . ?
C21 C20 C19 116.9(4) . . ?
C20 C21 H21 118.8 . . ?
C20 C21 C22 122.5(4) . . ?
C20 C21 N22 122.5(4) . . ?
C22 C21 H21 118.8 . . ?
C21 C22 C23 124.1(6) . . ?
C21 C22 C26 120.2(4) . . ?
C26 C22 C23 115.7(5) . . ?
C22 C23 H23 116.4 . . ?
C24 C23 C22 127.2(8) . . ?
C24 C23 H23 116.4 . . ?
C23 C24 H24 122.8 . . ?
C23 C24 C25 114.3(6) . . ?
C25 C24 H24 122.8 . . ?
C27 C25 C24 122.4(4) . . ?
C27 C25 C28 118.9(4) . . ?
C28 C25 C24 118.7(5) . . ?
N2 C26 C22 117.9(3) . . ?
N2 C26 C27 121.9(4) . . ?
C22 C26 C27 120.2(4) . . ?
C1A C26 C27 121.9(4) . . ?
C1A C26 N22 117.9(3) . . ?
N22 C26 C27 120.2(4) . . ?
N3 C27 C26 119.1(4) . . ?
C25 C27 N3 120.7(3) . . ?
C25 C27 C26 120.2(4) . . ?
C1B C27 C26 119.1(4) . . ?
N25 C27 C26 120.2(4) . . ?
N25 C27 C1B 120.7(3) . . ?
C25 C28 H28 119.1 . . ?
C29 C28 C25 121.8(5) . . ?
C29 C28 H28 119.1 . . ?
C29 C28 N25 121.8(5) . . ?
C28 C29 C30 116.1(4) . . ?
C28 C29 C31 121.8(4) . . ?
C30 C29 C31 122.1(4) . . ?
N3 C30 C29 123.1(4) . . ?
N3 C30 H30 118.4 . . ?
C29 C30 H30 118.4 . . ?
C1B C30 C29 123.1(4) . . ?
C32 C31 C29 120.4(4) . . ?
C36 C31 C29 121.0(4) . . ?
C36 C31 C32 118.5(4) . . ?
C31 C32 H32 119.4 . . ?
C31 C32 C33 121.1(4) . . ?
C33 C32 H32 119.4 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.2(4) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 N4 121.5(4) . . ?
C33 C34 C35 118.6(3) . . ?
C35 C34 N4 119.8(4) . . ?
C34 C35 H35 119.7 . . ?
C36 C35 C34 120.7(4) . . ?
C36 C35 H35 119.7 . . ?
C31 C36 C35 120.9(4) . . ?
C31 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C38 C37 N4 119.4(4) . . ?
C38 C37 C42 118.6(4) . . ?
C42 C37 N4 122.0(4) . . ?
C37 C38 H38 119.8 . . ?
C37 C38 C39 120.5(4) . . ?
C39 C38 H38 119.8 . . ?
C38 C39 H39 119.5 . . ?
C40 C39 C38 121.0(4) . . ?
C40 C39 H39 119.5 . . ?
C39 C40 H40 120.7 . . ?
C39 C40 C41 118.5(4) . . ?
C41 C40 H40 120.7 . . ?
C40 C41 H41 119.7 . . ?
C42 C41 C40 120.7(4) . . ?
C42 C41 H41 119.7 . . ?
C37 C42 H42 119.7 . . ?
C41 C42 C37 120.7(4) . . ?
C41 C42 H42 119.7 . . ?
C44 C43 N4 119.7(4) . . ?
C44 C43 C48 118.5(4) . . ?
C48 C43 N4 121.8(4) . . ?
C43 C44 H44 119.6 . . ?
C43 C44 C45 120.9(4) . . ?
C45 C44 H44 119.6 . . ?
C44 C45 H45 120.0 . . ?
C46 C45 C44 120.1(5) . . ?
C46 C45 H45 120.0 . . ?
C45 C46 H46 120.3 . . ?
C45 C46 C47 119.5(5) . . ?
C47 C46 H46 120.3 . . ?
C46 C47 H47 119.7 . . ?
C48 C47 C46 120.6(5) . . ?
C48 C47 H47 119.7 . . ?
C43 C48 H48 119.7 . . ?
C47 C48 C43 120.5(5) . . ?
C47 C48 H48 119.7 . . ?
N2 C49 H49A 109.5 . . ?
N2 C49 H49B 109.5 . . ?
N2 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C49A C49B H49D 120.2 . . ?
C49A C49B C1B 119.7(10) . . ?
C1B C49B H49D 120.2 . . ?
C49B C49A H49E 118.5 . . ?
C49B C49A C1A 123.0(13) . . ?
C1A C49A H49E 118.5 . . ?
C19 C1A C49A 122.4(8) . . ?
C26 C1A C19 120.4(4) . . ?
C26 C1A C49A 117.1(8) . . ?
C27 C1B C49B 119.0(5) . . ?
C30 C1B C27 118.9(4) . . ?
C30 C1B C49B 121.7(5) . . ?
C27 N25 C28 118.9(4) . . ?
C27 N25 H25 120.5 . . ?
C28 N25 H25 120.5 . . ?
C21 N22 C26 120.2(4) . . ?
C21 N22 C23A 110.0(9) . . ?
C26 N22 C23A 129.7(9) . . ?
N22 C23A H23A 109.5 . . ?
N22 C23A H23B 109.5 . . ?
N22 C23A H23C 109.5 . . ?
H23A C23A H23B 109.5 . . ?
H23A C23A H23C 109.5 . . ?
H23B C23A H23C 109.5 . . ?

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
N1 C4 C6 C5 -179.2(4) . . . . ?
N1 C7 C8 C9 -176.4(4) . . . . ?
N1 C7 C12 C11 175.3(4) . . . . ?
N1 C13 C14 C15 177.2(4) . . . . ?
N1 C13 C18 C17 -179.4(4) . . . . ?
N2 C19 C20 C16 -179.4(4) . . . . ?
N2 C19 C20 C21 0.1(7) . . . . ?
N2 C26 C27 N3 -3.9(5) . . . . ?
N2 C26 C27 C25 178.9(3) . . . . ?
N4 C34 C35 C36 179.0(4) . . . . ?
N4 C37 C38 C39 176.7(4) . . . . ?
N4 C37 C42 C41 -177.3(4) . . . . ?
N4 C43 C44 C45 177.8(4) . . . . ?
N4 C43 C48 C47 -178.5(5) . . . . ?
C1 C5 C6 C4 0.4(7) . . . . ?
C2 C4 C6 C5 -0.3(6) . . . . ?
C3 C1 C5 C6 -0.1(8) . . . . ?
C3 C2 C4 N1 178.9(4) . . . . ?
C3 C2 C4 C6 0.0(6) . . . . ?
C4 N1 C7 C8 134.7(4) . . . . ?
C4 N1 C7 C12 -43.4(6) . . . . ?
C4 N1 C13 C14 -24.1(6) . . . . ?
C4 N1 C13 C18 156.5(4) . . . . ?
C4 C2 C3 C1 0.3(7) . . . . ?
C5 C1 C3 C2 -0.3(8) . . . . ?
C7 N1 C4 C2 -41.6(5) . . . . ?
C7 N1 C4 C6 137.2(4) . . . . ?
C7 N1 C13 C14 154.9(4) . . . . ?
C7 N1 C13 C18 -24.5(6) . . . . ?
C7 C8 C9 C10 0.7(8) . . . . ?
C8 C7 C12 C11 -2.9(6) . . . . ?
C8 C9 C10 C11 -2.1(8) . . . . ?
C9 C10 C11 C12 0.9(7) . . . . ?
C10 C11 C12 C7 1.5(7) . . . . ?
C12 C7 C8 C9 1.8(7) . . . . ?
C13 N1 C4 C2 137.4(4) . . . . ?
C13 N1 C4 C6 -43.7(6) . . . . ?
C13 N1 C7 C8 -44.4(6) . . . . ?
C13 N1 C7 C12 137.5(4) . . . . ?
C13 C14 C15 C16 3.1(7) . . . . ?
C14 C13 C18 C17 1.2(7) . . . . ?
C14 C15 C16 C17 -0.5(7) . . . . ?
C14 C15 C16 C20 -178.6(4) . . . . ?
C15 C16 C17 C18 -1.7(7) . . . . ?
C15 C16 C20 C19 -143.4(5) . . . . ?
C15 C16 C20 C21 37.0(7) . . . . ?
C16 C17 C18 C13 1.4(8) . . . . ?
C16 C20 C21 C22 179.8(4) . . . . ?
C16 C20 C21 N22 179.8(4) . . . . ?
C17 C16 C20 C19 38.6(7) . . . . ?
C17 C16 C20 C21 -141.0(5) . . . . ?
C18 C13 C14 C15 -3.4(7) . . . . ?
C19 N2 C26 C22 1.9(5) . . . . ?
C19 N2 C26 C27 -178.8(4) . . . . ?
C19 C20 C21 C22 0.2(7) . . . . ?
C19 C20 C21 N22 0.2(7) . . . . ?
C20 C16 C17 C18 176.4(5) . . . . ?
C20 C19 C1A C26 -1.2(6) . . . . ?
C20 C19 C1A C49A 178.7(3) . . . . ?
C20 C21 C22 C23 179.7(3) . . . . ?
C20 C21 C22 C26 0.5(6) . . . . ?
C20 C21 N22 C26 0.5(6) . . . . ?
C20 C21 N22 C23A 177.5(5) . . . . ?
C21 C22 C23 C24 -178.7(4) . . . . ?
C21 C22 C26 N2 -1.6(5) . . . . ?
C21 C22 C26 C27 179.1(4) . . . . ?
C22 C23 C24 C25 0.9(2) . . . . ?
C22 C26 C27 N3 175.5(3) . . . . ?
C22 C26 C27 C25 -1.8(5) . . . . ?
C23 C22 C26 N2 179.2(3) . . . . ?
C23 C22 C26 C27 -0.2(4) . . . . ?
C23 C24 C25 C27 -2.9(4) . . . . ?
C23 C24 C25 C28 175.6(4) . . . . ?
C24 C25 C27 N3 -173.8(4) . . . . ?
C24 C25 C27 C26 3.4(5) . . . . ?
C24 C25 C28 C29 177.0(4) . . . . ?
C25 C28 C29 C30 -1.7(7) . . . . ?
C25 C28 C29 C31 175.5(4) . . . . ?
C26 N2 C19 C20 -1.2(6) . . . . ?
C26 C22 C23 C24 0.52(19) . . . . ?
C26 C27 C1B C30 178.0(3) . . . . ?
C26 C27 C1B C49B 4.9(5) . . . . ?
C26 C27 N25 C28 -175.1(4) . . . . ?
C27 N3 C30 C29 -1.7(6) . . . . ?
C27 C25 C28 C29 -4.4(6) . . . . ?
C27 C26 C1A C19 -178.8(4) . . . . ?
C27 C26 C1A C49A 1.3(4) . . . . ?
C27 C26 N22 C21 179.1(4) . . . . ?
C27 C26 N22 C23A 2.7(6) . . . . ?
C28 C25 C27 N3 7.7(6) . . . . ?
C28 C25 C27 C26 -175.1(4) . . . . ?
C28 C29 C30 N3 4.8(6) . . . . ?
C28 C29 C30 C1B 4.8(6) . . . . ?
C28 C29 C31 C32 -158.3(4) . . . . ?
C28 C29 C31 C36 18.5(6) . . . . ?
C29 C28 N25 C27 -4.4(6) . . . . ?
C29 C30 C1B C27 -1.7(6) . . . . ?
C29 C30 C1B C49B 171.2(4) . . . . ?
C29 C31 C32 C33 177.4(4) . . . . ?
C29 C31 C36 C35 -177.2(4) . . . . ?
C30 N3 C27 C25 -4.8(6) . . . . ?
C30 N3 C27 C26 178.0(3) . . . . ?
C30 C29 C31 C32 18.7(6) . . . . ?
C30 C29 C31 C36 -164.4(4) . . . . ?
C31 C29 C30 N3 -172.4(4) . . . . ?
C31 C29 C30 C1B -172.4(4) . . . . ?
C31 C32 C33 C34 -1.1(7) . . . . ?
C32 C31 C36 C35 -0.3(6) . . . . ?
C32 C33 C34 N4 -178.8(4) . . . . ?
C32 C33 C34 C35 1.3(6) . . . . ?
C33 C34 C35 C36 -1.1(6) . . . . ?
C34 N4 C37 C38 134.5(4) . . . . ?
C34 N4 C37 C42 -47.4(6) . . . . ?
C34 N4 C43 C44 114.2(4) . . . . ?
C34 N4 C43 C48 -67.0(6) . . . . ?
C34 C35 C36 C31 0.6(7) . . . . ?
C36 C31 C32 C33 0.5(7) . . . . ?
C37 N4 C34 C33 -15.8(6) . . . . ?
C37 N4 C34 C35 164.1(4) . . . . ?
C37 N4 C43 C44 -67.5(5) . . . . ?
C37 N4 C43 C48 111.3(5) . . . . ?
C37 C38 C39 C40 0.1(6) . . . . ?
C38 C37 C42 C41 0.7(7) . . . . ?
C38 C39 C40 C41 1.8(7) . . . . ?
C39 C40 C41 C42 -2.4(8) . . . . ?
C40 C41 C42 C37 1.2(8) . . . . ?
C42 C37 C38 C39 -1.4(6) . . . . ?
C43 N4 C34 C33 162.3(4) . . . . ?
C43 N4 C34 C35 -17.8(6) . . . . ?
C43 N4 C37 C38 -43.7(5) . . . . ?
C43 N4 C37 C42 134.4(4) . . . . ?
C43 C44 C45 C46 1.2(6) . . . . ?
C44 C43 C48 C47 0.4(8) . . . . ?
C44 C45 C46 C47 -0.5(8) . . . . ?
C45 C46 C47 C48 -0.2(10) . . . . ?
C46 C47 C48 C43 0.3(10) . . . . ?
C48 C43 C44 C45 -1.1(6) . . . . ?
C49 N2 C19 C20 -176.3(5) . . . . ?
C49 N2 C26 C22 176.4(6) . . . . ?
C49 N2 C26 C27 -4.2(7) . . . . ?
C49B C49A C1A C19 -180.0(4) . . . . ?
C49B C49A C1A C26 0.0(2) . . . . ?
C49A C49B C1B C27 -3.7(4) . . . . ?
C49A C49B C1B C30 -176.6(3) . . . . ?
C1A C19 C20 C16 -179.4(4) . . . . ?
C1A C19 C20 C21 0.1(7) . . . . ?
C1A C26 C27 C1B -3.9(5) . . . . ?
C1A C26 C27 N25 178.9(3) . . . . ?
C1A C26 N22 C21 -1.6(5) . . . . ?
C1A C26 N22 C23A -177.9(5) . . . . ?
C1B C27 N25 C28 7.7(6) . . . . ?
C1B C49B C49A C1A 1.2(2) . . . . ?
N25 C27 C1B C30 -4.8(6) . . . . ?
N25 C27 C1B C49B -177.8(4) . . . . ?
N25 C28 C29 C30 -1.7(7) . . . . ?
N25 C28 C29 C31 175.5(4) . . . . ?
N22 C26 C27 C1B 175.5(3) . . . . ?
N22 C26 C27 N25 -1.8(5) . . . . ?
N22 C26 C1A C19 1.9(5) . . . . ?
N22 C26 C1A C49A -178.1(2) . . . . ?

_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 0.000 0.155 0.250 31.9 0.0 ?
2 0.000 -0.155 0.750 31.9 0.0 ?
3 0.500 0.000 -0.639 1115.4 393.1 '8 C4H8O2'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 4.344
_oxdiff_exptl_absorpt_empirical_full_min 0.449

####################################################################### 
# 
# 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_c50br2
_database_code_depnum_ccdc_archive 'CCDC 2387016'
loop_
_audit_author_name
_audit_author_address
YingZhang
;Inner Mongolia University
China
;
_audit_update_record             
;
2025-12-29 deposited with the CCDC.	2026-02-13 downloaded from the CCDC.
;
_audit_creation_date             2025-11-30
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Br), C H4 O, C50 H38 N4, 3[CH4O]'
_chemical_formula_sum            'C54 H54 Br2 N4 O4'
_chemical_formula_weight         982.83
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_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                   11.0375(6)
_cell_length_b                   8.4725(5)
_cell_length_c                   48.750(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.538(7)
_cell_angle_gamma                90
_cell_volume                     4558.6(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4908
_cell_measurement_temperature    219.98(10)
_cell_measurement_theta_max      73.4040
_cell_measurement_theta_min      3.5950
_shelx_estimated_absorpt_T_max   0.795
_shelx_estimated_absorpt_T_min   0.706
_exptl_absorpt_coefficient_mu    2.667
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65334
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2032
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_av_unetI/netI     0.0701
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       60
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            20195
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.654
_diffrn_reflns_theta_min         3.627
_diffrn_ambient_temperature      219.98(10)
_diffrn_detector_area_resol_mean 10.5368
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00  32.00   1.00    1.07    --  -41.11  57.00   0.00   99
  2  ω    -60.00  -9.00   1.00    1.07    --  -41.11 -77.00 150.00   51
  3  ω   -115.00 -85.00   1.00    1.07    --  -41.11 -77.00 150.00   30
  4  ω     29.00  91.00   1.00    2.00    --  106.95 -95.00  30.00   62
  5  ω     59.00 116.00   1.00    2.00    --  106.95-125.00 -60.00   57
  6  ω     56.00 135.00   1.00    2.00    --  106.95 -30.00 150.00   79
  7  ω     95.00 174.00   1.00    2.00    --  106.95  30.00 150.00   79
  8  ω   -115.00 -89.00   1.00    1.07    --  -41.23 -38.00 -60.00   26
  9  ω    -59.00 -33.00   1.00    1.07    --  -41.23 -38.00 -60.00   26
 10  ω     94.00 120.00   1.00    2.00    --  106.95-125.00-180.00   26
 11  ω    150.00 176.00   1.00    2.00    --  106.95  61.00  60.00   26
 12  ω   -104.00 -21.00   1.00    1.07    --  -41.23 -57.00  30.00   83
 13  ω     73.00  99.00   1.00    1.07    --   41.23  38.00 -90.00   26
 14  ω     47.00  98.00   1.00    2.00    --  106.95 -95.00 -60.00   51
 15  ω    131.00 168.00   1.00    2.00    --  106.95  45.00-180.00   37
 16  ω     46.00  87.00   1.00    2.00    --  106.95 -45.00 -90.00   41
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6475
_reflns_number_total             8940
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.740
_refine_diff_density_min         -0.878
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       0.00024(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     526
_refine_ls_number_reflns         8940
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0836
_refine_ls_R_factor_gt           0.0605
_refine_ls_restrained_S_all      1.039
_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)+(0.0506P)²+8.3540P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1427
_refine_ls_wR_factor_ref         0.1580
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C32(H32A,H32B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), 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), C20(H20), C21(H21), C26(H26),
  C27(H27), C28(H28), C30(H30), C34(H34), C35(H35), C37(H37), C38(H38),
 C40(H40), C41(H41), C42(H42), C43(H43), C44(H44), C46(H46), C47(H47), C48(H48),
  C49(H49), C50(H50)
2.c Idealised Me refined as rotating group:
 C51(H51A,H51B,H51C)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.84205(5) -0.03217(7) 0.43917(2) 0.04843(17) Uani 1 1 d . . . . .
Br2 Br 0.81494(5) 0.33877(6) 0.52161(2) 0.04842(17) Uani 1 1 d . . . . .
O1 O 0.6363(4) -0.1003(6) 0.39090(10) 0.0729(13) Uani 1 1 d . . . . .
H1 H 0.685080 -0.078391 0.403403 0.109 Uiso 1 1 calc R U . . .
C51 C 0.6942(7) -0.1899(9) 0.37109(15) 0.081(2) Uani 1 1 d . . . . .
H51A H 0.640398 -0.204373 0.355453 0.122 Uiso 1 1 calc R U . . .
H51B H 0.715594 -0.292044 0.378717 0.122 Uiso 1 1 calc R U . . .
H51C H 0.767097 -0.135910 0.365281 0.122 Uiso 1 1 calc R U . . .
N1 N 0.1604(4) -0.1866(5) 0.30429(7) 0.0400(9) Uani 1 1 d . . . . .
N2 N 0.2002(3) 0.0692(4) 0.45888(7) 0.0246(7) Uani 1 1 d . . . . .
N3 N 0.2436(3) 0.2663(4) 0.50449(7) 0.0253(7) Uani 1 1 d . . . . .
N4 N 0.4143(4) 0.6973(5) 0.63972(8) 0.0401(9) Uani 1 1 d . . . . .
C1 C 0.0429(4) -0.2229(6) 0.29413(9) 0.0378(10) Uani 1 1 d . . . . .
C2 C -0.0322(5) -0.3238(7) 0.30832(11) 0.0490(13) Uani 1 1 d . . . . .
H2 H -0.005810 -0.368134 0.325018 0.059 Uiso 1 1 calc R U . . .
C3 C -0.1471(5) -0.3602(7) 0.29795(12) 0.0579(15) Uani 1 1 d . . . . .
H3 H -0.198549 -0.426943 0.307917 0.069 Uiso 1 1 calc R U . . .
C4 C -0.1856(5) -0.2988(7) 0.27316(12) 0.0571(15) Uani 1 1 d . . . . .
H4 H -0.262518 -0.324919 0.266089 0.068 Uiso 1 1 calc R U . . .
C5 C -0.1117(5) -0.2004(7) 0.25899(11) 0.0503(13) Uani 1 1 d . . . . .
H5 H -0.138015 -0.158463 0.242105 0.060 Uiso 1 1 calc R U . . .
C6 C 0.0024(5) -0.1612(6) 0.26919(9) 0.0431(11) Uani 1 1 d . . . . .
H6 H 0.052454 -0.092673 0.259214 0.052 Uiso 1 1 calc R U . . .
C7 C 0.2587(4) -0.1692(5) 0.28582(9) 0.0351(10) Uani 1 1 d . . . . .
C8 C 0.3460(5) -0.0525(6) 0.28995(10) 0.0438(12) Uani 1 1 d . . . . .
H8 H 0.338832 0.017924 0.304746 0.053 Uiso 1 1 calc R U . . .
C9 C 0.4430(5) -0.0401(7) 0.27232(10) 0.0506(13) Uani 1 1 d . . . . .
H9 H 0.502414 0.037415 0.275515 0.061 Uiso 1 1 calc R U . . .
C10 C 0.4538(5) -0.1397(7) 0.25016(10) 0.0512(14) Uani 1 1 d . . . . .
H10 H 0.520073 -0.131108 0.238276 0.061 Uiso 1 1 calc R U . . .
C11 C 0.3654(5) -0.2528(7) 0.24573(10) 0.0476(13) Uani 1 1 d . . . . .
H11 H 0.371168 -0.320285 0.230501 0.057 Uiso 1 1 calc R U . . .
C12 C 0.2684(5) -0.2681(6) 0.26337(9) 0.0410(11) Uani 1 1 d . . . . .
H12 H 0.209165 -0.345756 0.260079 0.049 Uiso 1 1 calc R U . . .
C13 C 0.1808(4) -0.1615(5) 0.33286(9) 0.0345(10) Uani 1 1 d . . . . .
C14 C 0.0940(4) -0.0927(6) 0.34938(9) 0.0393(11) Uani 1 1 d . . . . .
H14 H 0.016874 -0.070052 0.342026 0.047 Uiso 1 1 calc R U . . .
C15 C 0.1192(4) -0.0567(6) 0.37662(9) 0.0387(11) Uani 1 1 d . . . . .
H15 H 0.058631 -0.011512 0.387520 0.046 Uiso 1 1 calc R U . . .
C16 C 0.2334(4) -0.0868(5) 0.38806(8) 0.0301(9) Uani 1 1 d . . . . .
C17 C 0.3179(4) -0.1634(5) 0.37154(8) 0.0329(9) Uani 1 1 d . . . . .
H17 H 0.394126 -0.189574 0.379021 0.040 Uiso 1 1 calc R U . . .
C18 C 0.2929(4) -0.2016(6) 0.34467(9) 0.0375(10) Uani 1 1 d . . . . .
H18 H 0.351145 -0.254791 0.334191 0.045 Uiso 1 1 calc R U . . .
C19 C 0.2656(4) -0.0321(5) 0.41579(8) 0.0281(9) Uani 1 1 d . . . . .
C20 C 0.1754(4) -0.0049(5) 0.43529(8) 0.0267(8) Uani 1 1 d . . . . .
H20 H 0.095900 -0.039436 0.431703 0.032 Uiso 1 1 calc R U . . .
C21 C 0.3845(4) -0.0009(5) 0.42360(8) 0.0300(9) Uani 1 1 d . . . . .
H21 H 0.447802 -0.027358 0.411683 0.036 Uiso 1 1 calc R U . . .
C22 C 0.4117(4) 0.0695(5) 0.44897(8) 0.0270(8) Uani 1 1 d . . . . .
C23 C 0.3154(3) 0.1143(4) 0.46585(8) 0.0225(8) Uani 1 1 d . . . . .
C24 C 0.3376(3) 0.2048(5) 0.48988(8) 0.0252(8) Uani 1 1 d . . . . .
C25 C 0.4570(4) 0.2365(5) 0.49826(8) 0.0260(8) Uani 1 1 d . . . . .
C26 C 0.5539(4) 0.1804(5) 0.48179(9) 0.0309(9) Uani 1 1 d . . . . .
H26 H 0.634270 0.198332 0.487534 0.037 Uiso 1 1 calc R U . . .
C27 C 0.5326(4) 0.1015(5) 0.45796(9) 0.0321(9) Uani 1 1 d . . . . .
H27 H 0.598182 0.067682 0.447290 0.038 Uiso 1 1 calc R U . . .
C28 C 0.4758(4) 0.3288(5) 0.52196(8) 0.0298(9) Uani 1 1 d . . . . .
H28 H 0.555378 0.350048 0.527933 0.036 Uiso 1 1 calc R U . . .
C29 C 0.3793(4) 0.3886(5) 0.53661(8) 0.0281(9) Uani 1 1 d . . . . .
C30 C 0.2621(4) 0.3556(5) 0.52676(8) 0.0274(9) Uani 1 1 d . . . . .
H30 H 0.195026 0.397231 0.536039 0.033 Uiso 1 1 calc R U . . .
C31 C 0.1191(3) 0.2444(5) 0.49375(9) 0.0290(9) Uani 1 1 d . . . . .
H31A H 0.100147 0.327571 0.480408 0.035 Uiso 1 1 calc R U . . .
H31B H 0.061179 0.252314 0.508809 0.035 Uiso 1 1 calc R U . . .
C32 C 0.1077(4) 0.0876(5) 0.48041(9) 0.0316(10) Uani 1 1 d . . . . .
H32A H 0.117965 0.004363 0.494204 0.038 Uiso 1 1 calc R U . . .
H32B H 0.026687 0.076750 0.472236 0.038 Uiso 1 1 calc R U . . .
C33 C 0.3931(4) 0.4783(5) 0.56234(8) 0.0295(9) Uani 1 1 d . . . . .
C34 C 0.3135(4) 0.5972(5) 0.56947(9) 0.0316(9) Uani 1 1 d . . . . .
H34 H 0.251831 0.625917 0.557010 0.038 Uiso 1 1 calc R U . . .
C35 C 0.3217(4) 0.6751(5) 0.59429(9) 0.0333(10) Uani 1 1 d . . . . .
H35 H 0.267906 0.757721 0.598354 0.040 Uiso 1 1 calc R U . . .
C36 C 0.4106(4) 0.6299(5) 0.61335(9) 0.0340(10) Uani 1 1 d . . . . .
C37 C 0.4938(4) 0.5139(6) 0.60583(9) 0.0395(11) Uani 1 1 d . . . . .
H37 H 0.555810 0.485217 0.618207 0.047 Uiso 1 1 calc R U . . .
C38 C 0.4868(4) 0.4407(6) 0.58061(9) 0.0375(10) Uani 1 1 d . . . . .
H38 H 0.545281 0.365273 0.575715 0.045 Uiso 1 1 calc R U . . .
C39 C 0.5225(4) 0.6785(6) 0.65567(9) 0.0383(11) Uani 1 1 d . . . . .
C40 C 0.5208(6) 0.5918(7) 0.67960(11) 0.0601(16) Uani 1 1 d . . . . .
H40 H 0.447971 0.549037 0.686111 0.072 Uiso 1 1 calc R U . . .
C41 C 0.6298(8) 0.5688(9) 0.69401(13) 0.080(2) Uani 1 1 d . U . . .
H41 H 0.630229 0.510839 0.710453 0.096 Uiso 1 1 calc R U . . .
C42 C 0.7354(7) 0.6302(10) 0.68425(16) 0.086(2) Uani 1 1 d . U . . .
H42 H 0.808337 0.613009 0.693901 0.103 Uiso 1 1 calc R U . . .
C43 C 0.7359(6) 0.7152(9) 0.66091(18) 0.085(2) Uani 1 1 d . . . . .
H43 H 0.808969 0.756353 0.654233 0.102 Uiso 1 1 calc R U . . .
C44 C 0.6284(5) 0.7418(7) 0.64675(13) 0.0556(14) Uani 1 1 d . . . . .
H44 H 0.628651 0.804207 0.630811 0.067 Uiso 1 1 calc R U . . .
C45 C 0.3080(5) 0.7407(6) 0.65400(10) 0.0415(11) Uani 1 1 d . . . . .
C46 C 0.3179(6) 0.8567(7) 0.67435(11) 0.0625(17) Uani 1 1 d . . . . .
H46 H 0.392302 0.907627 0.677610 0.075 Uiso 1 1 calc R U . . .
C47 C 0.2165(8) 0.8962(9) 0.68973(13) 0.078(2) Uani 1 1 d . . . . .
H47 H 0.223712 0.971218 0.703866 0.094 Uiso 1 1 calc R U . . .
C48 C 0.1065(7) 0.8272(9) 0.68451(14) 0.079(2) Uani 1 1 d . . . . .
H48 H 0.038620 0.855008 0.694962 0.095 Uiso 1 1 calc R U . . .
C49 C 0.0958(6) 0.7171(8) 0.66395(14) 0.0699(18) Uani 1 1 d . . . . .
H49 H 0.019811 0.671614 0.660147 0.084 Uiso 1 1 calc R U . . .
C50 C 0.1951(5) 0.6723(7) 0.64877(11) 0.0512(13) Uani 1 1 d . . . . .
H50 H 0.186583 0.595743 0.634926 0.061 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C51 1.389(8) . ?
O1 H1 0.8300 . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C51 H51C 0.9700 . ?
N1 C1 1.418(6) . ?
N1 C13 1.425(5) . ?
N1 C7 1.425(6) . ?
N2 C20 1.336(5) . ?
N2 C23 1.367(5) . ?
N2 C32 1.480(5) . ?
N3 C30 1.337(5) . ?
N3 C24 1.367(5) . ?
N3 C31 1.478(5) . ?
N4 C36 1.407(5) . ?
N4 C45 1.418(6) . ?
N4 C39 1.428(6) . ?
C1 C2 1.381(7) . ?
C1 C6 1.394(6) . ?
C2 C3 1.395(7) . ?
C2 H2 0.9400 . ?
C3 C4 1.379(8) . ?
C3 H3 0.9400 . ?
C4 C5 1.360(8) . ?
C4 H4 0.9400 . ?
C5 C6 1.390(7) . ?
C5 H5 0.9400 . ?
C6 H6 0.9400 . ?
C7 C12 1.383(6) . ?
C7 C8 1.393(7) . ?
C8 C9 1.384(7) . ?
C8 H8 0.9400 . ?
C9 C10 1.377(7) . ?
C9 H9 0.9400 . ?
C10 C11 1.383(8) . ?
C10 H10 0.9400 . ?
C11 C12 1.385(7) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C14 1.387(6) . ?
C13 C18 1.401(6) . ?
C14 C15 1.388(6) . ?
C14 H14 0.9400 . ?
C15 C16 1.397(6) . ?
C15 H15 0.9400 . ?
C16 C17 1.398(6) . ?
C16 C19 1.469(5) . ?
C17 C18 1.375(6) . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?
C19 C21 1.389(6) . ?
C19 C20 1.402(6) . ?
C20 H20 0.9400 . ?
C21 C22 1.403(5) . ?
C21 H21 0.9400 . ?
C22 C23 1.402(5) . ?
C22 C27 1.427(6) . ?
C23 C24 1.420(5) . ?
C24 C25 1.402(5) . ?
C25 C28 1.408(6) . ?
C25 C26 1.425(5) . ?
C26 C27 1.359(6) . ?
C26 H26 0.9400 . ?
C27 H27 0.9400 . ?
C28 C29 1.385(6) . ?
C28 H28 0.9400 . ?
C29 C30 1.404(5) . ?
C29 C33 1.473(5) . ?
C30 H30 0.9400 . ?
C31 C32 1.484(6) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 C34 1.384(6) . ?
C33 C38 1.396(6) . ?
C34 C35 1.380(6) . ?
C34 H34 0.9400 . ?
C35 C36 1.399(6) . ?
C35 H35 0.9400 . ?
C36 C37 1.396(6) . ?
C37 C38 1.379(6) . ?
C37 H37 0.9400 . ?
C38 H38 0.9400 . ?
C39 C44 1.361(8) . ?
C39 C40 1.379(7) . ?
C40 C41 1.401(9) . ?
C40 H40 0.9400 . ?
C41 C42 1.366(11) . ?
C41 H41 0.9400 . ?
C42 C43 1.346(11) . ?
C42 H42 0.9400 . ?
C43 C44 1.385(8) . ?
C43 H43 0.9400 . ?
C44 H44 0.9400 . ?
C45 C50 1.396(8) . ?
C45 C46 1.400(7) . ?
C46 C47 1.394(9) . ?
C46 H46 0.9400 . ?
C47 C48 1.369(11) . ?
C47 H47 0.9400 . ?
C48 C49 1.374(10) . ?
C48 H48 0.9400 . ?
C49 C50 1.381(8) . ?
C49 H49 0.9400 . ?
C50 H50 0.9400 . ?

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
C51 O1 H1 109.5 . . ?
O1 C51 H51A 109.5 . . ?
O1 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
O1 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C1 N1 C13 120.6(4) . . ?
C1 N1 C7 120.1(4) . . ?
C13 N1 C7 119.2(4) . . ?
C20 N2 C23 121.9(3) . . ?
C20 N2 C32 121.5(3) . . ?
C23 N2 C32 116.1(3) . . ?
C30 N3 C24 121.8(3) . . ?
C30 N3 C31 119.6(3) . . ?
C24 N3 C31 118.4(3) . . ?
C36 N4 C45 122.5(4) . . ?
C36 N4 C39 118.0(4) . . ?
C45 N4 C39 116.9(4) . . ?
C2 C1 C6 118.7(5) . . ?
C2 C1 N1 120.7(4) . . ?
C6 C1 N1 120.6(5) . . ?
C1 C2 C3 120.2(5) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 120.4(6) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 119.7(5) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 120.7(5) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 120.3(5) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
C12 C7 C8 119.1(5) . . ?
C12 C7 N1 120.2(4) . . ?
C8 C7 N1 120.8(4) . . ?
C9 C8 C7 120.1(5) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C10 C9 C8 120.9(5) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C11 118.7(5) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
C10 C11 C12 121.1(5) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C7 C12 C11 120.0(5) . . ?
C7 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C14 C13 C18 118.4(4) . . ?
C14 C13 N1 121.8(4) . . ?
C18 C13 N1 119.8(4) . . ?
C13 C14 C15 120.9(4) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C16 121.0(4) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C15 C16 C17 117.3(4) . . ?
C15 C16 C19 121.3(4) . . ?
C17 C16 C19 121.3(4) . . ?
C18 C17 C16 121.9(4) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
C17 C18 C13 120.2(4) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
C21 C19 C20 117.3(4) . . ?
C21 C19 C16 122.1(4) . . ?
C20 C19 C16 120.6(4) . . ?
N2 C20 C19 121.3(4) . . ?
N2 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C19 C21 C22 121.1(4) . . ?
C19 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C23 C22 C21 118.4(4) . . ?
C23 C22 C27 118.7(4) . . ?
C21 C22 C27 122.9(4) . . ?
N2 C23 C22 119.1(3) . . ?
N2 C23 C24 120.6(3) . . ?
C22 C23 C24 120.3(3) . . ?
N3 C24 C25 119.4(4) . . ?
N3 C24 C23 120.7(3) . . ?
C25 C24 C23 119.9(4) . . ?
C24 C25 C28 118.4(4) . . ?
C24 C25 C26 118.7(4) . . ?
C28 C25 C26 122.8(4) . . ?
C27 C26 C25 121.4(4) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C26 C27 C22 120.7(4) . . ?
C26 C27 H27 119.7 . . ?
C22 C27 H27 119.7 . . ?
C29 C28 C25 121.2(4) . . ?
C29 C28 H28 119.4 . . ?
C25 C28 H28 119.4 . . ?
C28 C29 C30 117.5(4) . . ?
C28 C29 C33 123.7(4) . . ?
C30 C29 C33 118.8(4) . . ?
N3 C30 C29 121.6(4) . . ?
N3 C30 H30 119.2 . . ?
C29 C30 H30 119.2 . . ?
N3 C31 C32 110.0(3) . . ?
N3 C31 H31A 109.7 . . ?
C32 C31 H31A 109.7 . . ?
N3 C31 H31B 109.7 . . ?
C32 C31 H31B 109.7 . . ?
H31A C31 H31B 108.2 . . ?
N2 C32 C31 110.4(3) . . ?
N2 C32 H32A 109.6 . . ?
C31 C32 H32A 109.6 . . ?
N2 C32 H32B 109.6 . . ?
C31 C32 H32B 109.6 . . ?
H32A C32 H32B 108.1 . . ?
C34 C33 C38 118.3(4) . . ?
C34 C33 C29 121.9(4) . . ?
C38 C33 C29 119.7(4) . . ?
C35 C34 C33 122.1(4) . . ?
C35 C34 H34 118.9 . . ?
C33 C34 H34 118.9 . . ?
C34 C35 C36 119.4(4) . . ?
C34 C35 H35 120.3 . . ?
C36 C35 H35 120.3 . . ?
C37 C36 C35 118.5(4) . . ?
C37 C36 N4 120.8(4) . . ?
C35 C36 N4 120.7(4) . . ?
C38 C37 C36 121.3(4) . . ?
C38 C37 H37 119.3 . . ?
C36 C37 H37 119.3 . . ?
C37 C38 C33 120.1(4) . . ?
C37 C38 H38 120.0 . . ?
C33 C38 H38 120.0 . . ?
C44 C39 C40 119.9(5) . . ?
C44 C39 N4 119.9(5) . . ?
C40 C39 N4 120.1(5) . . ?
C39 C40 C41 118.7(7) . . ?
C39 C40 H40 120.7 . . ?
C41 C40 H40 120.7 . . ?
C42 C41 C40 120.2(7) . . ?
C42 C41 H41 119.9 . . ?
C40 C41 H41 119.9 . . ?
C43 C42 C41 120.5(7) . . ?
C43 C42 H42 119.7 . . ?
C41 C42 H42 119.7 . . ?
C42 C43 C44 119.9(8) . . ?
C42 C43 H43 120.1 . . ?
C44 C43 H43 120.1 . . ?
C39 C44 C43 120.7(6) . . ?
C39 C44 H44 119.6 . . ?
C43 C44 H44 119.6 . . ?
C50 C45 C46 118.9(5) . . ?
C50 C45 N4 123.0(4) . . ?
C46 C45 N4 118.1(5) . . ?
C47 C46 C45 119.5(7) . . ?
C47 C46 H46 120.2 . . ?
C45 C46 H46 120.2 . . ?
C48 C47 C46 120.8(6) . . ?
C48 C47 H47 119.6 . . ?
C46 C47 H47 119.6 . . ?
C47 C48 C49 119.7(6) . . ?
C47 C48 H48 120.1 . . ?
C49 C48 H48 120.1 . . ?
C48 C49 C50 121.0(7) . . ?
C48 C49 H49 119.5 . . ?
C50 C49 H49 119.5 . . ?
C49 C50 C45 120.0(6) . . ?
C49 C50 H50 120.0 . . ?
C45 C50 H50 120.0 . . ?

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
C13 N1 C1 C2 -39.9(7) . . . . ?
C7 N1 C1 C2 142.4(5) . . . . ?
C13 N1 C1 C6 142.1(5) . . . . ?
C7 N1 C1 C6 -35.6(7) . . . . ?
C6 C1 C2 C3 -1.2(8) . . . . ?
N1 C1 C2 C3 -179.2(5) . . . . ?
C1 C2 C3 C4 1.5(9) . . . . ?
C2 C3 C4 C5 -1.0(9) . . . . ?
C3 C4 C5 C6 0.1(9) . . . . ?
C4 C5 C6 C1 0.2(8) . . . . ?
C2 C1 C6 C5 0.3(7) . . . . ?
N1 C1 C6 C5 178.3(5) . . . . ?
C1 N1 C7 C12 -38.8(6) . . . . ?
C13 N1 C7 C12 143.4(4) . . . . ?
C1 N1 C7 C8 140.8(5) . . . . ?
C13 N1 C7 C8 -36.9(7) . . . . ?
C12 C7 C8 C9 -2.3(7) . . . . ?
N1 C7 C8 C9 178.0(4) . . . . ?
C7 C8 C9 C10 1.5(8) . . . . ?
C8 C9 C10 C11 0.2(8) . . . . ?
C9 C10 C11 C12 -1.0(8) . . . . ?
C8 C7 C12 C11 1.5(7) . . . . ?
N1 C7 C12 C11 -178.8(4) . . . . ?
C10 C11 C12 C7 0.1(7) . . . . ?
C1 N1 C13 C14 -33.5(7) . . . . ?
C7 N1 C13 C14 144.2(5) . . . . ?
C1 N1 C13 C18 148.8(5) . . . . ?
C7 N1 C13 C18 -33.4(7) . . . . ?
C18 C13 C14 C15 3.3(7) . . . . ?
N1 C13 C14 C15 -174.4(5) . . . . ?
C13 C14 C15 C16 0.9(8) . . . . ?
C14 C15 C16 C17 -4.0(7) . . . . ?
C14 C15 C16 C19 172.6(5) . . . . ?
C15 C16 C17 C18 3.0(7) . . . . ?
C19 C16 C17 C18 -173.6(4) . . . . ?
C16 C17 C18 C13 1.1(7) . . . . ?
C14 C13 C18 C17 -4.3(7) . . . . ?
N1 C13 C18 C17 173.4(4) . . . . ?
C15 C16 C19 C21 -153.1(4) . . . . ?
C17 C16 C19 C21 23.4(7) . . . . ?
C15 C16 C19 C20 25.0(7) . . . . ?
C17 C16 C19 C20 -158.5(4) . . . . ?
C23 N2 C20 C19 -3.6(6) . . . . ?
C32 N2 C20 C19 -175.3(4) . . . . ?
C21 C19 C20 N2 9.5(6) . . . . ?
C16 C19 C20 N2 -168.7(4) . . . . ?
C20 C19 C21 C22 -6.1(6) . . . . ?
C16 C19 C21 C22 172.1(4) . . . . ?
C19 C21 C22 C23 -2.8(6) . . . . ?
C19 C21 C22 C27 179.1(4) . . . . ?
C20 N2 C23 C22 -5.7(6) . . . . ?
C32 N2 C23 C22 166.4(4) . . . . ?
C20 N2 C23 C24 174.5(4) . . . . ?
C32 N2 C23 C24 -13.4(5) . . . . ?
C21 C22 C23 N2 8.8(6) . . . . ?
C27 C22 C23 N2 -173.0(4) . . . . ?
C21 C22 C23 C24 -171.4(4) . . . . ?
C27 C22 C23 C24 6.8(6) . . . . ?
C30 N3 C24 C25 -0.4(6) . . . . ?
C31 N3 C24 C25 174.1(4) . . . . ?
C30 N3 C24 C23 -178.1(4) . . . . ?
C31 N3 C24 C23 -3.6(6) . . . . ?
N2 C23 C24 N3 -8.7(6) . . . . ?
C22 C23 C24 N3 171.4(4) . . . . ?
N2 C23 C24 C25 173.5(4) . . . . ?
C22 C23 C24 C25 -6.3(6) . . . . ?
N3 C24 C25 C28 1.3(6) . . . . ?
C23 C24 C25 C28 179.0(4) . . . . ?
N3 C24 C25 C26 -175.9(4) . . . . ?
C23 C24 C25 C26 1.9(6) . . . . ?
C24 C25 C26 C27 1.9(7) . . . . ?
C28 C25 C26 C27 -175.1(4) . . . . ?
C25 C26 C27 C22 -1.3(7) . . . . ?
C23 C22 C27 C26 -3.0(7) . . . . ?
C21 C22 C27 C26 175.1(4) . . . . ?
C24 C25 C28 C29 -0.7(6) . . . . ?
C26 C25 C28 C29 176.3(4) . . . . ?
C25 C28 C29 C30 -0.8(6) . . . . ?
C25 C28 C29 C33 176.5(4) . . . . ?
C24 N3 C30 C29 -1.2(6) . . . . ?
C31 N3 C30 C29 -175.6(4) . . . . ?
C28 C29 C30 N3 1.7(6) . . . . ?
C33 C29 C30 N3 -175.7(4) . . . . ?
C30 N3 C31 C32 -149.6(4) . . . . ?
C24 N3 C31 C32 35.8(5) . . . . ?
C20 N2 C32 C31 -142.1(4) . . . . ?
C23 N2 C32 C31 45.7(5) . . . . ?
N3 C31 C32 N2 -55.4(5) . . . . ?
C28 C29 C33 C34 147.7(5) . . . . ?
C30 C29 C33 C34 -35.0(6) . . . . ?
C28 C29 C33 C38 -34.1(6) . . . . ?
C30 C29 C33 C38 143.1(4) . . . . ?
C38 C33 C34 C35 -2.2(7) . . . . ?
C29 C33 C34 C35 176.0(4) . . . . ?
C33 C34 C35 C36 -2.0(7) . . . . ?
C34 C35 C36 C37 4.2(7) . . . . ?
C34 C35 C36 N4 -174.3(4) . . . . ?
C45 N4 C36 C37 -143.9(5) . . . . ?
C39 N4 C36 C37 17.2(7) . . . . ?
C45 N4 C36 C35 34.6(7) . . . . ?
C39 N4 C36 C35 -164.3(5) . . . . ?
C35 C36 C37 C38 -2.3(8) . . . . ?
N4 C36 C37 C38 176.3(5) . . . . ?
C36 C37 C38 C33 -2.0(8) . . . . ?
C34 C33 C38 C37 4.2(7) . . . . ?
C29 C33 C38 C37 -174.0(4) . . . . ?
C36 N4 C39 C44 62.9(6) . . . . ?
C45 N4 C39 C44 -134.9(5) . . . . ?
C36 N4 C39 C40 -114.8(5) . . . . ?
C45 N4 C39 C40 47.4(7) . . . . ?
C44 C39 C40 C41 -1.0(8) . . . . ?
N4 C39 C40 C41 176.7(5) . . . . ?
C39 C40 C41 C42 -0.6(9) . . . . ?
C40 C41 C42 C43 0.9(11) . . . . ?
C41 C42 C43 C44 0.5(11) . . . . ?
C40 C39 C44 C43 2.4(8) . . . . ?
N4 C39 C44 C43 -175.3(5) . . . . ?
C42 C43 C44 C39 -2.2(10) . . . . ?
C36 N4 C45 C50 24.2(7) . . . . ?
C39 N4 C45 C50 -137.1(5) . . . . ?
C36 N4 C45 C46 -156.2(5) . . . . ?
C39 N4 C45 C46 42.5(7) . . . . ?
C50 C45 C46 C47 2.9(8) . . . . ?
N4 C45 C46 C47 -176.7(5) . . . . ?
C45 C46 C47 C48 -2.4(10) . . . . ?
C46 C47 C48 C49 0.3(11) . . . . ?
C47 C48 C49 C50 1.4(10) . . . . ?
C48 C49 C50 C45 -0.9(9) . . . . ?
C46 C45 C50 C49 -1.3(8) . . . . ?
N4 C45 C50 C49 178.3(5) . . . . ?

_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 0.066 0.473 0.408 135.6 56.3 '3.1 CH4O'
2 -0.083 0.243 0.191 11.3 0.0 ?
3 -0.066 0.527 0.592 135.6 53.5 '3.0 CH4O'
4 0.083 0.757 0.809 11.3 0.0 ?
5 0.434 0.973 0.092 135.6 53.6 '3.0 CH4O'
6 0.566 0.027 0.908 135.6 56.2 '3.1 CH4O'
7 0.417 0.257 0.691 11.3 0.0 ?
8 0.583 0.743 0.309 11.3 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_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
;
