# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_ishi-i1704b
_database_code_depnum_ccdc_archive 'CCDC 1975638'
loop_
_audit_author_name
_audit_author_address
'Tsutomu ishi-i'
;National Institute of Technology, Kurume College
Japan
;
_audit_update_record             
;
2020-01-06 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C28 H19 N3'
_chemical_formula_moiety         'C28 H19 N3'
_chemical_formula_weight         397.48
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   5.182(2)
_cell_length_b                   16.682(7)
_cell_length_c                   22.341(10)
_cell_angle_alpha                90.0000
_cell_angle_beta                 95.945(11)
_cell_angle_gamma                90.0000
_cell_volume                     1920.8(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6309
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      30.17
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             832.00
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.808
_exptl_absorpt_correction_T_max  0.995

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 14.222
_diffrn_reflns_number            19114
_diffrn_reflns_av_R_equivalents  0.0805
_diffrn_reflns_theta_max         27.462
_diffrn_reflns_theta_min         3.009
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4313
_reflns_number_gt                3661
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1143
_refine_ls_R_factor_gt           0.0988
_refine_ls_wR_factor_ref         0.2269
_refine_ls_wR_factor_gt          0.2147
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4313
_refine_ls_number_parameters     280
_refine_ls_goodness_of_fit_ref   1.190
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0914P)²+1.3717P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.51
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2613(4) 0.23135(13) 0.36446(9) 0.0308(5) Uani 1 1 d . . . . .
N2 N 0.1371(4) 0.21469(13) 0.25895(9) 0.0313(5) Uani 1 1 d . . . . .
N3 N 0.4772(4) 0.14052(13) 0.30799(9) 0.0303(5) Uani 1 1 d . . . . .
C1 C 0.2806(5) 0.19818(15) 0.31054(11) 0.0295(6) Uani 1 1 d . . . . .
C2 C 0.0653(5) 0.28420(15) 0.36728(11) 0.0308(6) Uani 1 1 d . . . . .
C3 C -0.0966(5) 0.30481(16) 0.31616(11) 0.0335(6) Uani 1 1 d . . . . .
H3 H -0.2340 0.3421 0.3183 0.040 Uiso 1 1 calc R U . . .
C4 C -0.0525(5) 0.26947(16) 0.26155(11) 0.0317(6) Uani 1 1 d . . . . .
C5 C 0.5271(5) 0.09572(15) 0.25571(11) 0.0305(6) Uani 1 1 d . . . . .
C6 C 0.3970(6) 0.09175(17) 0.19811(12) 0.0364(6) Uani 1 1 d . . . . .
H6 H 0.2480 0.1237 0.1871 0.044 Uiso 1 1 calc R U . . .
C7 C 0.4926(6) 0.03934(18) 0.15714(12) 0.0406(7) Uani 1 1 d . . . . .
H7 H 0.4054 0.0359 0.1177 0.049 Uiso 1 1 calc R U . . .
C8 C 0.7108(6) -0.00818(17) 0.17177(12) 0.0379(6) Uani 1 1 d . . . . .
H8 H 0.7702 -0.0432 0.1426 0.045 Uiso 1 1 calc R U . . .
C9 C 0.8403(6) -0.00410(17) 0.22883(12) 0.0379(6) Uani 1 1 d . . . . .
H9 H 0.9902 -0.0359 0.2393 0.046 Uiso 1 1 calc R U . . .
C10 C 0.7479(5) 0.04737(16) 0.27079(11) 0.0319(6) Uani 1 1 d . . . . .
C11 C 0.8360(5) 0.06192(15) 0.33328(11) 0.0316(6) Uani 1 1 d . . . . .
C12 C 1.0419(5) 0.02878(17) 0.37049(12) 0.0368(6) Uani 1 1 d . . . . .
H12 H 1.1576 -0.0082 0.3550 0.044 Uiso 1 1 calc R U . . .
C13 C 1.0734(6) 0.05121(17) 0.43079(13) 0.0386(7) Uani 1 1 d . . . . .
H13 H 1.2133 0.0300 0.4569 0.046 Uiso 1 1 calc R U . . .
C14 C 0.9010(6) 0.10457(17) 0.45295(12) 0.0374(6) Uani 1 1 d . . . . .
H14 H 0.9234 0.1181 0.4945 0.045 Uiso 1 1 calc R U . . .
C15 C 0.6962(5) 0.13894(17) 0.41639(12) 0.0360(6) Uani 1 1 d . . . . .
H15 H 0.5815 0.1759 0.4322 0.043 Uiso 1 1 calc R U . . .
C16 C 0.6657(5) 0.11712(16) 0.35575(11) 0.0309(6) Uani 1 1 d . . . . .
C17 C 0.0367(5) 0.32125(16) 0.42703(11) 0.0324(6) Uani 1 1 d . . . . .
C18 C 0.2165(6) 0.3063(2) 0.47619(13) 0.0440(7) Uani 1 1 d . . . . .
H18 H 0.3592 0.2718 0.4718 0.053 Uiso 1 1 calc R U . . .
C19 C 0.1912(7) 0.3411(2) 0.53177(13) 0.0490(8) Uani 1 1 d . . . . .
H19 H 0.3165 0.3300 0.5649 0.059 Uiso 1 1 calc R U . . .
C20 C -0.0134(6) 0.39148(17) 0.53948(12) 0.0401(7) Uani 1 1 d . . . . .
H20 H -0.0290 0.4157 0.5774 0.048 Uiso 1 1 calc R U . . .
C21 C -0.1946(6) 0.40602(19) 0.49126(13) 0.0454(8) Uani 1 1 d . . . . .
H21 H -0.3374 0.4403 0.4962 0.055 Uiso 1 1 calc R U . . .
C22 C -0.1722(6) 0.37150(19) 0.43559(13) 0.0435(7) Uani 1 1 d . . . . .
H22 H -0.3002 0.3821 0.4029 0.052 Uiso 1 1 calc R U . . .
C23 C -0.2052(5) 0.29210(15) 0.20402(11) 0.0320(6) Uani 1 1 d . . . . .
C24 C -0.4214(5) 0.34241(17) 0.20293(12) 0.0372(6) Uani 1 1 d . . . . .
H24 H -0.4766 0.3610 0.2397 0.045 Uiso 1 1 calc R U . . .
C25 C -0.5567(6) 0.36550(18) 0.14874(13) 0.0420(7) Uani 1 1 d . . . . .
H25 H -0.7033 0.3997 0.1487 0.050 Uiso 1 1 calc R U . . .
C26 C -0.4778(6) 0.33862(18) 0.09458(13) 0.0438(7) Uani 1 1 d . . . . .
H26 H -0.5689 0.3548 0.0575 0.053 Uiso 1 1 calc R U . . .
C27 C -0.2656(6) 0.28808(19) 0.09511(13) 0.0456(7) Uani 1 1 d . . . . .
H27 H -0.2121 0.2690 0.0583 0.055 Uiso 1 1 calc R U . . .
C28 C -0.1319(6) 0.26533(19) 0.14900(12) 0.0410(7) Uani 1 1 d . . . . .
H28 H 0.0135 0.2307 0.1487 0.049 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.2 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.2'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.339(3) . ?
N1 C2 1.351(3) . ?
N2 C1 1.334(3) . ?
N2 C4 1.348(3) . ?
N3 C1 1.406(3) . ?
N3 C16 1.424(3) . ?
N3 C5 1.433(3) . ?
C2 C3 1.388(4) . ?
C2 C17 1.492(4) . ?
C3 C4 1.395(4) . ?
C3 H3 0.9500 . ?
C4 C23 1.486(4) . ?
C5 C6 1.391(4) . ?
C5 C10 1.412(4) . ?
C6 C7 1.393(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.392(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.444(4) . ?
C11 C12 1.397(4) . ?
C11 C16 1.404(4) . ?
C12 C13 1.392(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.394(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.396(4) . ?
C15 H15 0.9500 . ?
C17 C18 1.387(4) . ?
C17 C22 1.398(4) . ?
C18 C19 1.389(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.377(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.375(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.386(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C28 1.397(4) . ?
C23 C24 1.398(4) . ?
C24 C25 1.389(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.391(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.384(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.379(4) . ?
C27 H27 0.9500 . ?
C28 H28 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
C1 N1 C2 116.0(2) . . ?
C1 N2 C4 116.5(2) . . ?
C1 N3 C16 126.9(2) . . ?
C1 N3 C5 125.6(2) . . ?
C16 N3 C5 107.5(2) . . ?
N2 C1 N1 127.2(2) . . ?
N2 C1 N3 116.6(2) . . ?
N1 C1 N3 116.2(2) . . ?
N1 C2 C3 121.1(2) . . ?
N1 C2 C17 117.2(2) . . ?
C3 C2 C17 121.7(2) . . ?
C2 C3 C4 118.4(2) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
N2 C4 C3 120.7(2) . . ?
N2 C4 C23 117.4(2) . . ?
C3 C4 C23 121.9(2) . . ?
C6 C5 C10 119.8(2) . . ?
C6 C5 N3 131.9(2) . . ?
C10 C5 N3 108.3(2) . . ?
C5 C6 C7 117.8(3) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 H6 121.1 . . ?
C8 C7 C6 122.6(3) . . ?
C8 C7 H7 118.7 . . ?
C6 C7 H7 118.7 . . ?
C9 C8 C7 119.6(3) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 119.0(3) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C9 C10 C5 121.2(2) . . ?
C9 C10 C11 131.2(3) . . ?
C5 C10 C11 107.6(2) . . ?
C12 C11 C16 121.1(2) . . ?
C12 C11 C10 130.9(3) . . ?
C16 C11 C10 108.0(2) . . ?
C13 C12 C11 118.4(3) . . ?
C13 C12 H12 120.8 . . ?
C11 C12 H12 120.8 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 122.3(3) . . ?
C13 C14 H14 118.9 . . ?
C15 C14 H14 118.9 . . ?
C14 C15 C16 117.7(3) . . ?
C14 C15 H15 121.2 . . ?
C16 C15 H15 121.2 . . ?
C15 C16 C11 120.4(2) . . ?
C15 C16 N3 131.0(3) . . ?
C11 C16 N3 108.6(2) . . ?
C18 C17 C22 117.7(3) . . ?
C18 C17 C2 120.9(3) . . ?
C22 C17 C2 121.4(2) . . ?
C17 C18 C19 121.0(3) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C20 C19 C18 120.8(3) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C21 C20 C19 118.8(3) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C20 C21 C22 121.0(3) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C21 C22 C17 120.6(3) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
C28 C23 C24 117.9(2) . . ?
C28 C23 C4 120.7(2) . . ?
C24 C23 C4 121.4(2) . . ?
C25 C24 C23 120.8(3) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 120.1(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C27 C26 C25 119.6(3) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C28 C27 C26 120.1(3) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C27 C28 C23 121.5(3) . . ?
C27 C28 H28 119.3 . . ?
C23 C28 H28 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N2 C1 N1 -1.7(4) . . . . ?
C4 N2 C1 N3 179.5(2) . . . . ?
C2 N1 C1 N2 3.9(4) . . . . ?
C2 N1 C1 N3 -177.3(2) . . . . ?
C16 N3 C1 N2 175.2(2) . . . . ?
C5 N3 C1 N2 -3.2(4) . . . . ?
C16 N3 C1 N1 -3.7(4) . . . . ?
C5 N3 C1 N1 177.8(2) . . . . ?
C1 N1 C2 C3 -2.9(4) . . . . ?
C1 N1 C2 C17 179.2(2) . . . . ?
N1 C2 C3 C4 0.1(4) . . . . ?
C17 C2 C3 C4 178.0(2) . . . . ?
C1 N2 C4 C3 -1.5(4) . . . . ?
C1 N2 C4 C23 176.7(2) . . . . ?
C2 C3 C4 N2 2.2(4) . . . . ?
C2 C3 C4 C23 -175.9(2) . . . . ?
C1 N3 C5 C6 -4.9(4) . . . . ?
C16 N3 C5 C6 176.4(3) . . . . ?
C1 N3 C5 C10 177.0(2) . . . . ?
C16 N3 C5 C10 -1.7(3) . . . . ?
C10 C5 C6 C7 -0.1(4) . . . . ?
N3 C5 C6 C7 -178.0(3) . . . . ?
C5 C6 C7 C8 -0.2(4) . . . . ?
C6 C7 C8 C9 0.0(4) . . . . ?
C7 C8 C9 C10 0.5(4) . . . . ?
C8 C9 C10 C5 -0.7(4) . . . . ?
C8 C9 C10 C11 177.6(3) . . . . ?
C6 C5 C10 C9 0.5(4) . . . . ?
N3 C5 C10 C9 178.9(2) . . . . ?
C6 C5 C10 C11 -178.1(2) . . . . ?
N3 C5 C10 C11 0.3(3) . . . . ?
C9 C10 C11 C12 0.3(5) . . . . ?
C5 C10 C11 C12 178.7(3) . . . . ?
C9 C10 C11 C16 -177.1(3) . . . . ?
C5 C10 C11 C16 1.3(3) . . . . ?
C16 C11 C12 C13 0.6(4) . . . . ?
C10 C11 C12 C13 -176.5(3) . . . . ?
C11 C12 C13 C14 0.7(4) . . . . ?
C12 C13 C14 C15 -1.5(4) . . . . ?
C13 C14 C15 C16 0.9(4) . . . . ?
C14 C15 C16 C11 0.5(4) . . . . ?
C14 C15 C16 N3 179.1(3) . . . . ?
C12 C11 C16 C15 -1.2(4) . . . . ?
C10 C11 C16 C15 176.5(2) . . . . ?
C12 C11 C16 N3 179.9(2) . . . . ?
C10 C11 C16 N3 -2.4(3) . . . . ?
C1 N3 C16 C15 5.1(4) . . . . ?
C5 N3 C16 C15 -176.2(3) . . . . ?
C1 N3 C16 C11 -176.1(2) . . . . ?
C5 N3 C16 C11 2.6(3) . . . . ?
N1 C2 C17 C18 4.8(4) . . . . ?
C3 C2 C17 C18 -173.2(3) . . . . ?
N1 C2 C17 C22 -174.7(3) . . . . ?
C3 C2 C17 C22 7.4(4) . . . . ?
C22 C17 C18 C19 -0.9(5) . . . . ?
C2 C17 C18 C19 179.6(3) . . . . ?
C17 C18 C19 C20 -0.1(5) . . . . ?
C18 C19 C20 C21 0.8(5) . . . . ?
C19 C20 C21 C22 -0.6(5) . . . . ?
C20 C21 C22 C17 -0.4(5) . . . . ?
C18 C17 C22 C21 1.1(4) . . . . ?
C2 C17 C22 C21 -179.4(3) . . . . ?
N2 C4 C23 C28 -8.1(4) . . . . ?
C3 C4 C23 C28 170.0(3) . . . . ?
N2 C4 C23 C24 173.7(2) . . . . ?
C3 C4 C23 C24 -8.1(4) . . . . ?
C28 C23 C24 C25 -0.6(4) . . . . ?
C4 C23 C24 C25 177.6(3) . . . . ?
C23 C24 C25 C26 0.0(4) . . . . ?
C24 C25 C26 C27 0.7(5) . . . . ?
C25 C26 C27 C28 -0.7(5) . . . . ?
C26 C27 C28 C23 0.1(5) . . . . ?
C24 C23 C28 C27 0.6(4) . . . . ?
C4 C23 C28 C27 -177.6(3) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_ishi-i1712a
_database_code_depnum_ccdc_archive 'CCDC 1975640'
loop_
_audit_author_name
_audit_author_address
'Tsutomu ishi-i'
;National Institute of Technology, Kurume College
Japan
;
_audit_update_record             
;
2020-01-06 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C28 H17 Cl2 N3'
_chemical_formula_moiety         'C28 H17 Cl2 N3'
_chemical_formula_weight         466.37
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   5.421(3)
_cell_length_b                   15.895(10)
_cell_length_c                   24.997(16)
_cell_angle_alpha                90.0000
_cell_angle_beta                 94.464(14)
_cell_angle_gamma                90.0000
_cell_volume                     2147(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8079
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      30.57
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960.00
_exptl_absorpt_coefficient_mu    0.325
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.761
_exptl_absorpt_correction_T_max  0.997

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 14.222
_diffrn_reflns_number            19431
_diffrn_reflns_av_R_equivalents  0.1057
_diffrn_reflns_theta_max         27.337
_diffrn_reflns_theta_min         2.563
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       30
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4808
_reflns_number_gt                3232
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1521
_refine_ls_R_factor_gt           0.1047
_refine_ls_wR_factor_ref         0.2921
_refine_ls_wR_factor_gt          0.2499
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4808
_refine_ls_number_parameters     298
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1295P)²+3.7930P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.46
_refine_diff_density_min         -0.56
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.6302(3) 0.13437(10) 0.04452(5) 0.0430(4) Uani 1 1 d . . . . .
Cl2 Cl 0.7094(3) 0.06871(10) 0.57285(5) 0.0440(4) Uani 1 1 d . . . . .
N1 N -0.1440(7) 0.3655(3) 0.31149(15) 0.0280(9) Uani 1 1 d . . . . .
N2 N 0.1300(7) 0.2875(3) 0.26362(16) 0.0305(9) Uani 1 1 d . . . . .
N3 N 0.1304(7) 0.2718(3) 0.35963(15) 0.0281(9) Uani 1 1 d . . . . .
C1 C 0.3213(8) 0.2329(3) 0.26328(18) 0.0272(10) Uani 1 1 d . . . . .
C2 C 0.4060(8) 0.2098(3) 0.20927(18) 0.0275(10) Uani 1 1 d . . . . .
C3 C 0.6904(10) 0.1413(4) 0.1537(2) 0.0369(12) Uani 1 1 d . . . . .
H3 H 0.8385 0.1104 0.1505 0.044 Uiso 1 1 calc R U . . .
C4 C 0.4197(9) 0.1804(3) 0.41189(18) 0.0294(11) Uani 1 1 d . . . . .
C5 C 0.3231(9) 0.2178(3) 0.35953(18) 0.0278(10) Uani 1 1 d . . . . .
C6 C -0.2851(9) 0.3878(3) 0.35589(18) 0.0280(10) Uani 1 1 d . . . . .
C7 C -0.4812(9) 0.4417(3) 0.33645(19) 0.0292(11) Uani 1 1 d . . . . .
C8 C -0.6171(9) 0.4528(3) 0.4257(2) 0.0341(12) Uani 1 1 d . . . . .
H8 H -0.7296 0.4734 0.4499 0.041 Uiso 1 1 calc R U . . .
C9 C -0.4591(8) 0.4561(3) 0.27973(19) 0.0281(10) Uani 1 1 d . . . . .
C10 C 0.5933(10) 0.1104(4) 0.5108(2) 0.0361(12) Uani 1 1 d . . . . .
C11 C -0.1770(9) 0.4150(3) 0.21228(19) 0.0330(11) Uani 1 1 d . . . . .
H11 H -0.0375 0.3848 0.2018 0.040 Uiso 1 1 calc R U . . .
C12 C -0.5964(9) 0.5065(3) 0.2420(2) 0.0337(11) Uani 1 1 d . . . . .
H12 H -0.7358 0.5372 0.2520 0.040 Uiso 1 1 calc R U . . .
C13 C 0.3776(10) 0.1575(4) 0.5070(2) 0.0412(13) Uani 1 1 d . . . . .
H13 H 0.2895 0.1666 0.5379 0.049 Uiso 1 1 calc R U . . .
C14 C 0.0498(8) 0.3053(3) 0.31190(19) 0.0286(10) Uani 1 1 d . . . . .
C15 C 0.6197(9) 0.1629(4) 0.2040(2) 0.0373(12) Uani 1 1 d . . . . .
H15 H 0.7181 0.1456 0.2352 0.045 Uiso 1 1 calc R U . . .
C16 C 0.5449(10) 0.1647(3) 0.10797(19) 0.0339(12) Uani 1 1 d . . . . .
C17 C -0.3150(9) 0.4657(3) 0.1761(2) 0.0352(12) Uani 1 1 d . . . . .
H17 H -0.2656 0.4704 0.1406 0.042 Uiso 1 1 calc R U . . .
C18 C -0.2493(8) 0.4096(3) 0.26461(19) 0.0285(10) Uani 1 1 d . . . . .
C19 C -0.5248(9) 0.5106(3) 0.1897(2) 0.0352(12) Uani 1 1 d . . . . .
H19 H -0.6171 0.5434 0.1635 0.042 Uiso 1 1 calc R U . . .
C20 C 0.4275(9) 0.1971(3) 0.31118(19) 0.0313(11) Uani 1 1 d . . . . .
H20 H 0.5652 0.1601 0.3110 0.038 Uiso 1 1 calc R U . . .
C21 C -0.6484(9) 0.4740(3) 0.3718(2) 0.0323(11) Uani 1 1 d . . . . .
H21 H -0.7804 0.5097 0.3588 0.039 Uiso 1 1 calc R U . . .
C22 C -0.2496(9) 0.3682(3) 0.41056(19) 0.0301(11) Uani 1 1 d . . . . .
H22 H -0.1155 0.3338 0.4241 0.036 Uiso 1 1 calc R U . . .
C23 C 0.2908(10) 0.1913(4) 0.4580(2) 0.0383(13) Uani 1 1 d . . . . .
H23 H 0.1409 0.2225 0.4556 0.046 Uiso 1 1 calc R U . . .
C24 C 0.7295(11) 0.0990(4) 0.4663(2) 0.0410(13) Uani 1 1 d . . . . .
H24 H 0.8798 0.0681 0.4692 0.049 Uiso 1 1 calc R U . . .
C25 C -0.4184(10) 0.4009(3) 0.44452(19) 0.0343(12) Uani 1 1 d . . . . .
H25 H -0.3985 0.3877 0.4817 0.041 Uiso 1 1 calc R U . . .
C26 C 0.6398(9) 0.1345(4) 0.4167(2) 0.0383(13) Uani 1 1 d . . . . .
H26 H 0.7309 0.1270 0.3861 0.046 Uiso 1 1 calc R U . . .
C27 C 0.2624(10) 0.2337(4) 0.1626(2) 0.0377(13) Uani 1 1 d . . . . .
H27 H 0.1164 0.2657 0.1657 0.045 Uiso 1 1 calc R U . . .
C28 C 0.3285(11) 0.2116(4) 0.1117(2) 0.0431(14) Uani 1 1 d . . . . .
H28 H 0.2294 0.2279 0.0803 0.052 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C16 1.754(5) . ?
Cl2 C10 1.758(5) . ?
N1 C14 1.421(6) . ?
N1 C6 1.440(6) . ?
N1 C18 1.444(6) . ?
N2 C14 1.344(6) . ?
N2 C1 1.353(6) . ?
N3 C14 1.348(6) . ?
N3 C5 1.352(6) . ?
C1 C20 1.408(7) . ?
C1 C2 1.505(6) . ?
C2 C15 1.393(7) . ?
C2 C27 1.404(7) . ?
C3 C15 1.387(7) . ?
C3 C16 1.388(7) . ?
C3 H3 0.9500 . ?
C4 C26 1.395(7) . ?
C4 C23 1.405(7) . ?
C4 C5 1.495(6) . ?
C5 C20 1.413(7) . ?
C6 C22 1.400(7) . ?
C6 C7 1.421(7) . ?
C7 C21 1.411(7) . ?
C7 C9 1.451(7) . ?
C8 C21 1.387(7) . ?
C8 C25 1.409(7) . ?
C8 H8 0.9500 . ?
C9 C12 1.405(7) . ?
C9 C18 1.432(7) . ?
C10 C13 1.386(8) . ?
C10 C24 1.394(7) . ?
C11 C17 1.386(7) . ?
C11 C18 1.397(7) . ?
C11 H11 0.9500 . ?
C12 C19 1.394(7) . ?
C12 H12 0.9500 . ?
C13 C23 1.385(7) . ?
C13 H13 0.9500 . ?
C15 H15 0.9500 . ?
C16 C28 1.398(7) . ?
C17 C19 1.407(7) . ?
C17 H17 0.9500 . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C25 1.396(7) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C26 1.412(7) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.393(7) . ?
C27 H27 0.9500 . ?
C28 H28 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
C14 N1 C6 126.6(4) . . ?
C14 N1 C18 125.3(4) . . ?
C6 N1 C18 107.8(4) . . ?
C14 N2 C1 116.2(4) . . ?
C14 N3 C5 116.5(4) . . ?
N2 C1 C20 121.1(4) . . ?
N2 C1 C2 116.7(4) . . ?
C20 C1 C2 122.1(4) . . ?
C15 C2 C27 118.5(4) . . ?
C15 C2 C1 122.0(4) . . ?
C27 C2 C1 119.5(4) . . ?
C15 C3 C16 120.0(5) . . ?
C15 C3 H3 120.0 . . ?
C16 C3 H3 120.0 . . ?
C26 C4 C23 118.0(4) . . ?
C26 C4 C5 121.5(4) . . ?
C23 C4 C5 120.4(5) . . ?
N3 C5 C20 120.7(4) . . ?
N3 C5 C4 118.0(4) . . ?
C20 C5 C4 121.3(4) . . ?
C22 C6 C7 120.7(4) . . ?
C22 C6 N1 131.0(5) . . ?
C7 C6 N1 108.2(4) . . ?
C21 C7 C6 120.4(4) . . ?
C21 C7 C9 131.3(5) . . ?
C6 C7 C9 108.2(4) . . ?
C21 C8 C25 120.0(4) . . ?
C21 C8 H8 120.0 . . ?
C25 C8 H8 120.0 . . ?
C12 C9 C18 120.5(4) . . ?
C12 C9 C7 131.8(5) . . ?
C18 C9 C7 107.7(4) . . ?
C13 C10 C24 120.8(5) . . ?
C13 C10 Cl2 120.4(4) . . ?
C24 C10 Cl2 118.7(4) . . ?
C17 C11 C18 118.0(5) . . ?
C17 C11 H11 121.0 . . ?
C18 C11 H11 121.0 . . ?
C19 C12 C9 119.0(5) . . ?
C19 C12 H12 120.5 . . ?
C9 C12 H12 120.5 . . ?
C23 C13 C10 119.8(5) . . ?
C23 C13 H13 120.1 . . ?
C10 C13 H13 120.1 . . ?
N2 C14 N3 127.3(5) . . ?
N2 C14 N1 115.2(4) . . ?
N3 C14 N1 117.5(4) . . ?
C3 C15 C2 120.6(5) . . ?
C3 C15 H15 119.7 . . ?
C2 C15 H15 119.7 . . ?
C3 C16 C28 121.0(5) . . ?
C3 C16 Cl1 119.8(4) . . ?
C28 C16 Cl1 119.2(4) . . ?
C11 C17 C19 122.9(5) . . ?
C11 C17 H17 118.6 . . ?
C19 C17 H17 118.6 . . ?
C11 C18 C9 120.1(5) . . ?
C11 C18 N1 131.9(4) . . ?
C9 C18 N1 108.0(4) . . ?
C12 C19 C17 119.5(5) . . ?
C12 C19 H19 120.3 . . ?
C17 C19 H19 120.3 . . ?
C1 C20 C5 117.9(5) . . ?
C1 C20 H20 121.0 . . ?
C5 C20 H20 121.0 . . ?
C8 C21 C7 118.9(5) . . ?
C8 C21 H21 120.5 . . ?
C7 C21 H21 120.5 . . ?
C25 C22 C6 117.6(5) . . ?
C25 C22 H22 121.2 . . ?
C6 C22 H22 121.2 . . ?
C13 C23 C4 121.4(5) . . ?
C13 C23 H23 119.3 . . ?
C4 C23 H23 119.3 . . ?
C10 C24 C26 118.7(5) . . ?
C10 C24 H24 120.7 . . ?
C26 C24 H24 120.7 . . ?
C22 C25 C8 122.4(5) . . ?
C22 C25 H25 118.8 . . ?
C8 C25 H25 118.8 . . ?
C4 C26 C24 121.2(5) . . ?
C4 C26 H26 119.4 . . ?
C24 C26 H26 119.4 . . ?
C28 C27 C2 121.8(5) . . ?
C28 C27 H27 119.1 . . ?
C2 C27 H27 119.1 . . ?
C27 C28 C16 118.1(5) . . ?
C27 C28 H28 121.0 . . ?
C16 C28 H28 121.0 . . ?

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
C14 N2 C1 C20 0.2(7) . . . . ?
C14 N2 C1 C2 177.6(4) . . . . ?
N2 C1 C2 C15 171.7(5) . . . . ?
C20 C1 C2 C15 -10.9(8) . . . . ?
N2 C1 C2 C27 -10.4(7) . . . . ?
C20 C1 C2 C27 167.0(5) . . . . ?
C14 N3 C5 C20 -1.4(7) . . . . ?
C14 N3 C5 C4 179.1(4) . . . . ?
C26 C4 C5 N3 -170.1(5) . . . . ?
C23 C4 C5 N3 9.3(7) . . . . ?
C26 C4 C5 C20 10.4(8) . . . . ?
C23 C4 C5 C20 -170.1(5) . . . . ?
C14 N1 C6 C22 11.0(8) . . . . ?
C18 N1 C6 C22 -174.3(5) . . . . ?
C14 N1 C6 C7 -172.1(4) . . . . ?
C18 N1 C6 C7 2.5(5) . . . . ?
C22 C6 C7 C21 -2.1(7) . . . . ?
N1 C6 C7 C21 -179.4(4) . . . . ?
C22 C6 C7 C9 175.2(4) . . . . ?
N1 C6 C7 C9 -2.0(5) . . . . ?
C21 C7 C9 C12 -0.1(9) . . . . ?
C6 C7 C9 C12 -177.0(5) . . . . ?
C21 C7 C9 C18 177.7(5) . . . . ?
C6 C7 C9 C18 0.8(5) . . . . ?
C18 C9 C12 C19 -0.2(7) . . . . ?
C7 C9 C12 C19 177.4(5) . . . . ?
C24 C10 C13 C23 2.4(9) . . . . ?
Cl2 C10 C13 C23 178.8(4) . . . . ?
C1 N2 C14 N3 -3.5(7) . . . . ?
C1 N2 C14 N1 177.4(4) . . . . ?
C5 N3 C14 N2 4.1(7) . . . . ?
C5 N3 C14 N1 -176.8(4) . . . . ?
C6 N1 C14 N2 171.3(4) . . . . ?
C18 N1 C14 N2 -2.5(7) . . . . ?
C6 N1 C14 N3 -7.9(7) . . . . ?
C18 N1 C14 N3 178.3(4) . . . . ?
C16 C3 C15 C2 -1.4(9) . . . . ?
C27 C2 C15 C3 0.8(8) . . . . ?
C1 C2 C15 C3 178.7(5) . . . . ?
C15 C3 C16 C28 1.2(9) . . . . ?
C15 C3 C16 Cl1 -178.0(4) . . . . ?
C18 C11 C17 C19 -0.9(8) . . . . ?
C17 C11 C18 C9 -0.5(7) . . . . ?
C17 C11 C18 N1 -177.8(5) . . . . ?
C12 C9 C18 C11 1.0(7) . . . . ?
C7 C9 C18 C11 -177.1(5) . . . . ?
C12 C9 C18 N1 178.9(4) . . . . ?
C7 C9 C18 N1 0.8(5) . . . . ?
C14 N1 C18 C11 -9.8(8) . . . . ?
C6 N1 C18 C11 175.5(5) . . . . ?
C14 N1 C18 C9 172.7(4) . . . . ?
C6 N1 C18 C9 -2.1(5) . . . . ?
C9 C12 C19 C17 -1.2(8) . . . . ?
C11 C17 C19 C12 1.8(8) . . . . ?
N2 C1 C20 C5 2.0(7) . . . . ?
C2 C1 C20 C5 -175.3(4) . . . . ?
N3 C5 C20 C1 -1.3(7) . . . . ?
C4 C5 C20 C1 178.0(4) . . . . ?
C25 C8 C21 C7 1.0(7) . . . . ?
C6 C7 C21 C8 0.5(7) . . . . ?
C9 C7 C21 C8 -176.2(5) . . . . ?
C7 C6 C22 C25 2.2(7) . . . . ?
N1 C6 C22 C25 178.8(5) . . . . ?
C10 C13 C23 C4 -1.3(9) . . . . ?
C26 C4 C23 C13 -0.2(8) . . . . ?
C5 C4 C23 C13 -179.7(5) . . . . ?
C13 C10 C24 C26 -1.8(9) . . . . ?
Cl2 C10 C24 C26 -178.3(4) . . . . ?
C6 C22 C25 C8 -0.8(7) . . . . ?
C21 C8 C25 C22 -0.8(8) . . . . ?
C23 C4 C26 C24 0.8(8) . . . . ?
C5 C4 C26 C24 -179.8(5) . . . . ?
C10 C24 C26 C4 0.2(9) . . . . ?
C15 C2 C27 C28 0.1(9) . . . . ?
C1 C2 C27 C28 -177.9(5) . . . . ?
C2 C27 C28 C16 -0.3(9) . . . . ?
C3 C16 C28 C27 -0.3(9) . . . . ?
Cl1 C16 C28 C27 178.9(4) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_ishii1901a
_database_code_depnum_ccdc_archive 'CCDC 1975644'
loop_
_audit_author_name
_audit_author_address
'Tsutomu Ishi-i'
;National Institute of Technology, Kurume College
Japan
;
_audit_update_record             
;
2020-01-06 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;
_audit_creation_date             2019-02-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H17 Br2 N3'
_chemical_formula_sum            'C28 H17 Br2 N3'
_chemical_formula_weight         555.27
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H Br'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   7.5013(4)
_cell_length_b                   12.4477(7)
_cell_length_c                   23.8886(11)
_cell_angle_alpha                90
_cell_angle_beta                 95.423(4)
_cell_angle_gamma                90
_cell_volume                     2220.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5077
_cell_measurement_temperature    123
_cell_measurement_theta_max      30.1930
_cell_measurement_theta_min      3.1530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.673
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            11179
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         3.047
_diffrn_ambient_temperature      123
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_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    -22.00  74.00   0.50    3.00    --  -10.20  45.00 150.00  192
  2  ω    -73.00 -43.00   0.50    3.00    --  -10.20  45.00  90.00   60
  3  ω    -23.00   3.00   0.50    3.00    --  -10.20  45.00  90.00   52
  4  ω     44.00  71.00   0.50    3.00    --  -10.20  45.00  90.00   54
  5  ω    -98.00  64.00   0.50    3.00    --  -10.20  45.00  30.00  324
;
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC HyPix-6000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0084845000
_diffrn_orient_matrix_UB_12      0.0178732000
_diffrn_orient_matrix_UB_13      0.0283440000
_diffrn_orient_matrix_UB_21      0.0484650000
_diffrn_orient_matrix_UB_22      0.0456613000
_diffrn_orient_matrix_UB_23      -0.0078257000
_diffrn_orient_matrix_UB_31      -0.0811892000
_diffrn_orient_matrix_UB_32      0.0290914000
_diffrn_orient_matrix_UB_33      -0.0049540000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              FR-E+
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2230
_reflns_number_total             2550
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.680
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2550
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0372
_refine_ls_restrained_S_all      1.049
_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)+(0.0304P)²+4.9039P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0848
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C15(H15), C8(H8), C3(H3), C11(H11), C13(H13), C12(H12), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.79023(4) 0.48390(3) 0.23307(2) 0.04268(12) Uani 1 1 d . . . . .
N1 N 0.7500 0.7048(2) 0.5000 0.0213(5) Uani 1 2 d S T P . .
N2 N 0.7842(3) 0.54558(15) 0.45245(8) 0.0237(4) Uani 1 1 d . . . . .
C1 C 0.8227(3) 0.77166(17) 0.45991(9) 0.0197(4) Uani 1 1 d . . . . .
C7 C 0.7500 0.5930(2) 0.5000 0.0210(6) Uani 1 2 d S T P . .
C6 C 0.7954(3) 0.87867(18) 0.47479(10) 0.0257(5) Uani 1 1 d . . . . .
C2 C 0.9109(3) 0.7461(2) 0.41298(9) 0.0255(5) Uani 1 1 d . . . . .
H2 H 0.9293 0.6750 0.4030 0.031 Uiso 1 1 calc R . . . .
C9 C 0.7865(3) 0.43771(18) 0.45286(10) 0.0254(5) Uani 1 1 d . . . . .
C10 C 0.8303(3) 0.38820(19) 0.39935(11) 0.0274(5) Uani 1 1 d . . . . .
C15 C 0.7954(3) 0.4462(2) 0.34984(11) 0.0290(5) Uani 1 1 d . . . . .
H15 H 0.7405 0.5131 0.3503 0.035 Uiso 1 1 calc R . . . .
C8 C 0.7500 0.3799(3) 0.5000 0.0280(7) Uani 1 2 d S T P . .
H8 H 0.7500 0.3052 0.5000 0.034 Uiso 1 2 calc RS T P . .
C3 C 0.9700(3) 0.8297(2) 0.38177(10) 0.0313(5) Uani 1 1 d . . . . .
H3 H 1.0305 0.8145 0.3505 0.038 Uiso 1 1 calc R . . . .
C14 C 0.8427(3) 0.4040(2) 0.30008(11) 0.0340(6) Uani 1 1 d . . . . .
C11 C 0.9114(3) 0.2875(2) 0.39794(12) 0.0337(6) Uani 1 1 d . . . . .
H11 H 0.9326 0.2474 0.4307 0.040 Uiso 1 1 calc R . . . .
C13 C 0.9265(3) 0.3050(2) 0.29813(13) 0.0394(7) Uani 1 1 d . . . . .
H13 H 0.9592 0.2778 0.2643 0.047 Uiso 1 1 calc R . . . .
C12 C 0.9602(4) 0.2477(2) 0.34731(13) 0.0418(7) Uani 1 1 d . . . . .
H12 H 1.0167 0.1813 0.3466 0.050 Uiso 1 1 calc R . . . .
C4 C 0.9417(4) 0.9357(2) 0.39584(14) 0.0450(7) Uani 1 1 d . . . . .
H4 H 0.9812 0.9904 0.3735 0.054 Uiso 1 1 calc R . . . .
C5 C 0.8559(4) 0.9611(2) 0.44247(15) 0.0441(7) Uani 1 1 d . . . . .
H5 H 0.8386 1.0324 0.4522 0.053 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C14 1.894(3) . ?
N1 C1 1.417(3) 2_656 ?
N1 C1 1.417(3) . ?
N1 C7 1.391(4) . ?
N2 C7 1.327(2) . ?
N2 C9 1.343(3) . ?
C1 C6 1.399(3) . ?
C1 C2 1.392(3) . ?
C7 N2 1.327(2) 2_656 ?
C6 C6 1.439(5) 2_656 ?
C6 C5 1.386(3) . ?
C2 C3 1.379(3) . ?
C9 C10 1.484(3) . ?
C9 C8 1.385(3) . ?
C10 C15 1.389(4) . ?
C10 C11 1.395(3) . ?
C15 C14 1.376(3) . ?
C8 C9 1.385(3) 2_656 ?
C3 C4 1.382(4) . ?
C14 C13 1.386(4) . ?
C11 C12 1.388(4) . ?
C13 C12 1.377(4) . ?
C4 C5 1.375(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C1 108.0(2) . 2_656 ?
C7 N1 C1 126.01(12) . . ?
C7 N1 C1 126.01(12) . 2_656 ?
C7 N2 C9 116.3(2) . . ?
C6 C1 N1 108.3(2) . . ?
C2 C1 N1 130.7(2) . . ?
C2 C1 C6 121.0(2) . . ?
N2 C7 N1 116.44(14) 2_656 . ?
N2 C7 N1 116.44(14) . . ?
N2 C7 N2 127.1(3) 2_656 . ?
C1 C6 C6 107.75(13) . 2_656 ?
C5 C6 C1 120.0(2) . . ?
C5 C6 C6 132.24(16) . 2_656 ?
C3 C2 C1 117.7(2) . . ?
N2 C9 C10 114.4(2) . . ?
N2 C9 C8 121.5(2) . . ?
C8 C9 C10 124.2(2) . . ?
C15 C10 C9 118.6(2) . . ?
C15 C10 C11 119.6(2) . . ?
C11 C10 C9 121.8(2) . . ?
C14 C15 C10 119.6(2) . . ?
C9 C8 C9 117.4(3) . 2_656 ?
C2 C3 C4 121.6(2) . . ?
C15 C14 Br1 118.7(2) . . ?
C15 C14 C13 121.5(3) . . ?
C13 C14 Br1 119.8(2) . . ?
C12 C11 C10 119.6(3) . . ?
C12 C13 C14 118.6(2) . . ?
C13 C12 C11 121.1(3) . . ?
C5 C4 C3 120.7(2) . . ?
C4 C5 C6 119.0(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 1.319
_oxdiff_exptl_absorpt_empirical_full_min 0.811
####################################################################### 
# 
# 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_ishii1810c
_database_code_depnum_ccdc_archive 'CCDC 1975643'
loop_
_audit_author_name
_audit_author_address
'Tsutomu ishi-i'
;National Institute of Technology, Kurume College
Japan
;
_audit_update_record             
;
2020-01-06 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;
_audit_creation_date             2019-01-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H17 Br2 N3'
_chemical_formula_sum            'C28 H17 Br2 N3'
_chemical_formula_weight         555.27
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNBr
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   5.3634(3)
_cell_length_b                   15.7657(7)
_cell_length_c                   25.1499(11)
_cell_angle_alpha                90
_cell_angle_beta                 94.964(4)
_cell_angle_gamma                90
_cell_volume                     2118.64(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5160
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.1700
_cell_measurement_theta_min      2.5990
_shelx_estimated_absorpt_T_max   0.927
_shelx_estimated_absorpt_T_min   0.391
_exptl_absorpt_coefficient_mu    3.850
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63141
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0910
_diffrn_reflns_av_unetI/netI     0.0732
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            17268
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         2.584
_diffrn_ambient_temperature      123
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_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    -96.00 -71.00   0.50   90.00    --  -15.80  45.00  30.00   50
  2  ω    -65.00  66.00   0.50   90.00    --  -15.80  45.00  30.00  262
  3  ω     26.00  51.00   0.50   90.00    --  -15.80  45.00   0.00   50
  4  ω   -104.00  72.00   0.50   90.00    --  -15.80  45.00 150.00  352
  5  ω     33.00  58.00   0.50   90.00    --  -15.80  45.00  90.00   50
;
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC HyPix-6000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0015525000
_diffrn_orient_matrix_UB_12      -0.0214261000
_diffrn_orient_matrix_UB_13      0.0248384000
_diffrn_orient_matrix_UB_21      -0.0071842000
_diffrn_orient_matrix_UB_22      0.0394825000
_diffrn_orient_matrix_UB_23      0.0132801000
_diffrn_orient_matrix_UB_31      -0.1325353000
_diffrn_orient_matrix_UB_32      -0.0024383000
_diffrn_orient_matrix_UB_33      -0.0028396000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              FR-E+
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3587
_reflns_number_total             4838
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.301
_refine_diff_density_min         -1.088
_refine_diff_density_rms         0.175
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4838
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0971
_refine_ls_R_factor_gt           0.0750
_refine_ls_restrained_S_all      1.042
_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)+(0.1246P)²+3.7722P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1929
_refine_ls_wR_factor_ref         0.2063
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C27(H27), C15(H15), C25(H25), C6(H6), C9(H9), C3(H3), C14(H14), C24(H24),
 C21(H21), C22(H22), C7(H7), C8(H8), C13(H13), C18(H18), C19(H19), C28(H28),
 C12(H12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br2 Br 1.22584(12) 0.93144(4) 0.57515(2) 0.0358(2) Uani 1 1 d . . . . .
Br1 Br 1.12745(12) 0.86925(4) 0.04471(2) 0.0360(2) Uani 1 1 d . . . . .
N3 N 0.3557(9) 0.6338(3) 0.31156(19) 0.0249(10) Uani 1 1 d . . . . .
N1 N 0.6301(8) 0.7269(3) 0.35918(18) 0.0245(10) Uani 1 1 d . . . . .
N2 N 0.6286(9) 0.7122(3) 0.26505(19) 0.0268(10) Uani 1 1 d . . . . .
C20 C 1.0348(11) 0.8360(3) 0.1126(2) 0.0275(12) Uani 1 1 d . . . . .
C1 C 0.5496(10) 0.6941(3) 0.3123(2) 0.0239(11) Uani 1 1 d . . . . .
C2 C 0.8208(10) 0.7674(3) 0.2650(2) 0.0245(11) Uani 1 1 d . . . . .
C11 C 0.0469(10) 0.5431(3) 0.2797(2) 0.0259(11) Uani 1 1 d . . . . .
C5 C 0.2155(10) 0.6115(3) 0.3545(2) 0.0254(11) Uani 1 1 d . . . . .
C4 C 0.8249(10) 0.7809(3) 0.3589(2) 0.0236(11) Uani 1 1 d . . . . .
C27 C 0.8797(12) 0.8416(4) 0.5047(2) 0.0339(13) Uani 1 1 d . . . . .
H27 H 0.7894 0.8340 0.5352 0.041 Uiso 1 1 calc R . . . .
C26 C 1.0964(11) 0.8860(3) 0.5081(2) 0.0277(12) Uani 1 1 d . . . . .
C23 C 0.9202(11) 0.8184(3) 0.4109(2) 0.0262(12) Uani 1 1 d . . . . .
C17 C 0.9002(10) 0.7899(3) 0.2120(2) 0.0237(11) Uani 1 1 d . . . . .
C15 C 0.3342(11) 0.5824(4) 0.2148(2) 0.0281(12) Uani 1 1 d . . . . .
H15 H 0.4759 0.6129 0.2050 0.034 Uiso 1 1 calc R . . . .
C25 C 1.2330(12) 0.8982(4) 0.4651(2) 0.0327(13) Uani 1 1 d . . . . .
H25 H 1.3849 0.9295 0.4684 0.039 Uiso 1 1 calc R . . . .
C16 C 0.2561(10) 0.5892(3) 0.2658(2) 0.0236(11) Uani 1 1 d . . . . .
C10 C 0.0218(10) 0.5579(3) 0.3353(2) 0.0256(11) Uani 1 1 d . . . . .
C6 C 0.2491(11) 0.6331(3) 0.4081(2) 0.0271(12) Uani 1 1 d . . . . .
H6 H 0.3831 0.6687 0.4215 0.033 Uiso 1 1 calc R . . . .
C9 C -0.1466(11) 0.5256(3) 0.3691(2) 0.0282(12) Uani 1 1 d . . . . .
H9 H -0.2784 0.4890 0.3560 0.034 Uiso 1 1 calc R . . . .
C3 C 0.9237(11) 0.8027(3) 0.3120(2) 0.0278(12) Uani 1 1 d . . . . .
H3 H 1.0599 0.8412 0.3120 0.033 Uiso 1 1 calc R . . . .
C14 C 0.1997(11) 0.5298(4) 0.1785(2) 0.0294(12) Uani 1 1 d . . . . .
H14 H 0.2520 0.5241 0.1435 0.035 Uiso 1 1 calc R . . . .
C24 C 1.1423(11) 0.8634(4) 0.4166(2) 0.0304(13) Uani 1 1 d . . . . .
H24 H 1.2354 0.8706 0.3864 0.037 Uiso 1 1 calc R . . . .
C21 C 1.1856(12) 0.8596(4) 0.1571(3) 0.0333(13) Uani 1 1 d . . . . .
H21 H 1.3344 0.8911 0.1538 0.040 Uiso 1 1 calc R . . . .
C22 C 1.1164(11) 0.8364(4) 0.2069(2) 0.0308(13) Uani 1 1 d . . . . .
H22 H 1.2184 0.8526 0.2380 0.037 Uiso 1 1 calc R . . . .
C7 C 0.0779(12) 0.6005(4) 0.4415(2) 0.0316(13) Uani 1 1 d . . . . .
H7 H 0.0960 0.6145 0.4784 0.038 Uiso 1 1 calc R . . . .
C8 C -0.1175(12) 0.5482(4) 0.4225(2) 0.0323(13) Uani 1 1 d . . . . .
H8 H -0.2321 0.5276 0.4463 0.039 Uiso 1 1 calc R . . . .
C13 C -0.0106(11) 0.4848(4) 0.1920(2) 0.0325(13) Uani 1 1 d . . . . .
H13 H -0.1011 0.4499 0.1663 0.039 Uiso 1 1 calc R . . . .
C18 C 0.7530(12) 0.7664(4) 0.1656(2) 0.0323(13) Uani 1 1 d . . . . .
H18 H 0.6054 0.7341 0.1684 0.039 Uiso 1 1 calc R . . . .
C19 C 0.8196(12) 0.7896(4) 0.1162(2) 0.0342(13) Uani 1 1 d . . . . .
H19 H 0.7183 0.7739 0.0849 0.041 Uiso 1 1 calc R . . . .
C28 C 0.7921(12) 0.8074(4) 0.4561(2) 0.0320(13) Uani 1 1 d . . . . .
H28 H 0.6409 0.7757 0.4535 0.038 Uiso 1 1 calc R . . . .
C12 C -0.0856(11) 0.4915(3) 0.2426(2) 0.0281(12) Uani 1 1 d . . . . .
H12 H -0.2274 0.4609 0.2523 0.034 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br2 C26 1.906(5) . ?
Br1 C20 1.893(6) . ?
N3 C1 1.408(7) . ?
N3 C5 1.413(7) . ?
N3 C16 1.413(7) . ?
N1 C1 1.325(7) . ?
N1 C4 1.348(7) . ?
N2 C1 1.327(7) . ?
N2 C2 1.349(7) . ?
C20 C21 1.375(8) . ?
C20 C19 1.376(9) . ?
C2 C17 1.479(8) . ?
C2 C3 1.377(8) . ?
C11 C16 1.405(8) . ?
C11 C10 1.436(8) . ?
C11 C12 1.386(8) . ?
C5 C10 1.393(8) . ?
C5 C6 1.387(8) . ?
C4 C23 1.484(8) . ?
C4 C3 1.378(8) . ?
C27 C26 1.353(9) . ?
C27 C28 1.380(8) . ?
C26 C25 1.373(9) . ?
C23 C24 1.383(8) . ?
C23 C28 1.389(8) . ?
C17 C22 1.387(8) . ?
C17 C18 1.401(8) . ?
C15 C16 1.387(8) . ?
C15 C14 1.389(8) . ?
C25 C24 1.387(8) . ?
C10 C9 1.390(8) . ?
C6 C7 1.396(8) . ?
C9 C8 1.385(8) . ?
C14 C13 1.399(9) . ?
C21 C22 1.385(8) . ?
C7 C8 1.386(9) . ?
C13 C12 1.371(9) . ?
C18 C19 1.372(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N3 C5 126.8(5) . . ?
C1 N3 C16 125.0(5) . . ?
C5 N3 C16 108.1(4) . . ?
C1 N1 C4 115.8(5) . . ?
C1 N2 C2 116.3(5) . . ?
C21 C20 Br1 118.5(5) . . ?
C21 C20 C19 121.9(5) . . ?
C19 C20 Br1 119.6(4) . . ?
N1 C1 N3 117.3(5) . . ?
N1 C1 N2 127.4(5) . . ?
N2 C1 N3 115.2(5) . . ?
N2 C2 C17 115.8(5) . . ?
N2 C2 C3 120.7(5) . . ?
C3 C2 C17 123.4(5) . . ?
C16 C11 C10 107.6(5) . . ?
C12 C11 C16 120.7(5) . . ?
C12 C11 C10 131.6(5) . . ?
C10 C5 N3 108.4(5) . . ?
C6 C5 N3 130.5(5) . . ?
C6 C5 C10 121.1(5) . . ?
N1 C4 C23 117.0(5) . . ?
N1 C4 C3 121.1(5) . . ?
C3 C4 C23 121.8(5) . . ?
C26 C27 C28 118.9(6) . . ?
C27 C26 Br2 119.8(5) . . ?
C27 C26 C25 122.4(5) . . ?
C25 C26 Br2 117.8(4) . . ?
C24 C23 C4 121.5(5) . . ?
C24 C23 C28 117.5(5) . . ?
C28 C23 C4 120.9(5) . . ?
C22 C17 C2 121.3(5) . . ?
C22 C17 C18 118.5(5) . . ?
C18 C17 C2 120.1(5) . . ?
C16 C15 C14 118.2(5) . . ?
C26 C25 C24 117.9(6) . . ?
C11 C16 N3 108.0(5) . . ?
C15 C16 N3 131.9(5) . . ?
C15 C16 C11 120.0(5) . . ?
C5 C10 C11 107.9(5) . . ?
C9 C10 C11 131.2(5) . . ?
C9 C10 C5 120.9(5) . . ?
C5 C6 C7 117.3(5) . . ?
C8 C9 C10 118.4(5) . . ?
C2 C3 C4 118.6(5) . . ?
C15 C14 C13 121.8(6) . . ?
C23 C24 C25 121.8(6) . . ?
C20 C21 C22 118.7(6) . . ?
C21 C22 C17 121.0(5) . . ?
C8 C7 C6 121.9(6) . . ?
C9 C8 C7 120.4(6) . . ?
C12 C13 C14 119.6(6) . . ?
C19 C18 C17 120.8(6) . . ?
C18 C19 C20 119.1(6) . . ?
C27 C28 C23 121.4(6) . . ?
C13 C12 C11 119.6(6) . . ?

_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 2.072
_oxdiff_exptl_absorpt_empirical_full_min 0.662
####################################################################### 
# 
# 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_ishii2002d
_database_code_depnum_ccdc_archive 'CCDC 1987804'
loop_
_audit_author_name
_audit_author_address
'Tsutomu Ishi-i'
;National Institute of Technology, Kurume College
Japan
;
_audit_update_record             
;
2020-03-03 deposited with the CCDC.	2020-03-10 downloaded from the CCDC.
;
_audit_creation_date             2020-03-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H17 Br2 N3, 0.25(C7 H8)'
_chemical_formula_sum            'C29.75 H19 Br2 N3'
_chemical_formula_weight         578.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
_chemical_oxdiff_usercomment     100K
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   19.6547(6)
_cell_length_b                   5.3445(3)
_cell_length_c                   43.593(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.224(4)
_cell_angle_gamma                90
_cell_volume                     4542.8(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9468
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.2530
_cell_measurement_theta_min      2.3690
_shelx_estimated_absorpt_T_max   0.965
_shelx_estimated_absorpt_T_min   0.412
_exptl_absorpt_coefficient_mu    3.595
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78152
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2308
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_unetI/netI     0.0541
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_limit_l_min       -56
_diffrn_reflns_number            38599
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         2.089
_diffrn_ambient_temperature      100
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_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    -51.00  71.36   0.38    2.00    --  -15.80  45.00  30.00  322
  2  ω    -73.00  40.24   0.38    2.00    --  -15.80  45.00 120.00  298
  3  ω    -96.00 -46.98   0.38    2.00    --  -15.80  45.00  90.00  129
  4  ω    -21.00  10.16   0.38    2.00    --  -15.80  45.00  90.00   82
  5  ω     19.00  57.00   0.38    2.00    --  -15.80  45.00  90.00  100
  6  ω   -100.00 -74.92   0.38    2.00    --  -15.80  45.00  30.00   66
;
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC HyPix-6000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0060262000
_diffrn_orient_matrix_UB_12      0.0008350000
_diffrn_orient_matrix_UB_13      0.0163793000
_diffrn_orient_matrix_UB_21      0.0356016000
_diffrn_orient_matrix_UB_22      -0.0174846000
_diffrn_orient_matrix_UB_23      -0.0006492000
_diffrn_orient_matrix_UB_31      0.0046485000
_diffrn_orient_matrix_UB_32      0.1314706000
_diffrn_orient_matrix_UB_33      -0.0000983000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              FR-E+
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8653
_reflns_number_total             10375
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.711
_refine_diff_density_min         -0.662
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     659
_refine_ls_number_reflns         10375
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0474
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0195P)²+12.3878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0838
_refine_ls_wR_factor_ref         0.0885
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: C62(0.5) H62(0.5) C60(0.5) H60(0.5) C58(0.5) H58(0.5) C59(0.5)
 H59(0.5) C63(0.5) H63a(0.5) H63b(0.5) H63c(0.5) C61(0.5) H61(0.5) C57(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C50(H50), C56(H56), C19(H19), C31(H31), C48(H48), C28(H28),
 C20(H20), C18(H18), C3(H3), C26(H26), C9(H9), C47(H47), C54(H54), C46(H46),
 C12(H12), C24(H24), C8(H8), C40(H40), C15(H15), C25(H25), C43(H43), C6(H6),
 C13(H13), C7(H7), C53(H53), C34(H34), C14(H14), C42(H42), C52(H52), C36(H36),
 C37(H37), C35(H35), C41(H41), C62(H62), C60(H60), C58(H58), C59(H59), C61(H61)
3.b Idealised Me refined as rotating group:
 C63(H63a,H63b,H63c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br3 Br 0.55294(2) -0.19728(7) 0.38288(2) 0.01592(8) Uani 1 1 d . . . . .
Br1 Br 0.59329(2) 0.23260(7) 0.45930(2) 0.01720(8) Uani 1 1 d . . . . .
Br2 Br 0.47561(2) -0.58767(7) 0.30945(2) 0.01806(9) Uani 1 1 d . . . . .
Br04 Br 0.67484(2) 0.69890(7) 0.52600(2) 0.01973(9) Uani 1 1 d . . . . .
N4 N 0.76390(13) 0.6924(5) 0.35492(6) 0.0141(6) Uani 1 1 d . . . . .
N2 N 0.26353(13) 0.3004(5) 0.33727(6) 0.0141(6) Uani 1 1 d . . . . .
N1 N 0.30209(14) 0.5581(6) 0.38095(6) 0.0151(6) Uani 1 1 d . . . . .
N3 N 0.19867(13) 0.6398(6) 0.35078(6) 0.0150(6) Uani 1 1 d . . . . .
N5 N 0.79984(14) 0.9553(6) 0.39817(6) 0.0153(6) Uani 1 1 d . . . . .
N6 N 0.83809(14) 1.0277(6) 0.35095(7) 0.0153(6) Uani 1 1 d . . . . .
C21 C 0.51382(16) 0.4296(7) 0.44732(8) 0.0143(7) Uani 1 1 d . . . . .
C22 C 0.46829(16) 0.3547(7) 0.42222(7) 0.0136(7) Uani 1 1 d . . . . .
H22 H 0.477107 0.207764 0.411103 0.016 Uiso 1 1 calc R . . . .
C49 C 0.60537(16) 0.0104(6) 0.35928(8) 0.0134(7) Uani 1 1 d . . . . .
C17 C 0.40924(16) 0.4959(7) 0.41324(8) 0.0134(7) Uani 1 1 d . . . . .
C45 C 0.68420(16) 0.3504(6) 0.35718(8) 0.0136(7) Uani 1 1 d . . . . .
C50 C 0.64456(16) 0.1978(7) 0.37399(8) 0.0144(7) Uani 1 1 d . . . . .
H50 H 0.644735 0.223791 0.395555 0.017 Uiso 1 1 calc R . . . .
C56 C 0.72456(17) 0.7861(7) 0.46852(8) 0.0155(7) Uani 1 1 d . . . . .
H56 H 0.700129 0.637682 0.462199 0.019 Uiso 1 1 calc R . . . .
C32 C 0.76224(16) 0.8208(6) 0.41561(8) 0.0138(7) Uani 1 1 d . . . . .
C30 C 0.72645(16) 0.5570(6) 0.37262(8) 0.0135(7) Uani 1 1 d . . . . .
C19 C 0.44469(17) 0.7832(7) 0.45485(8) 0.0167(7) Uani 1 1 d . . . . .
H19 H 0.436259 0.930308 0.466019 0.020 Uiso 1 1 calc R . . . .
C2 C 0.35889(16) 0.4166(7) 0.38644(8) 0.0137(7) Uani 1 1 d . . . . .
C4 C 0.32092(16) 0.1629(6) 0.34308(8) 0.0137(7) Uani 1 1 d . . . . .
C23 C 0.32981(16) -0.0441(6) 0.32101(8) 0.0134(7) Uani 1 1 d . . . . .
C55 C 0.72386(17) 0.8769(7) 0.49817(8) 0.0151(7) Uani 1 1 d . . . . .
C31 C 0.72575(17) 0.6135(7) 0.40380(8) 0.0163(7) Uani 1 1 d . . . . .
H31 H 0.701000 0.512844 0.416541 0.020 Uiso 1 1 calc R . . . .
C27 C 0.39572(16) -0.3829(7) 0.30367(8) 0.0150(7) Uani 1 1 d . . . . .
C48 C 0.60318(17) -0.0334(7) 0.32768(8) 0.0177(8) Uani 1 1 d . . . . .
H48 H 0.575690 -0.163568 0.317820 0.021 Uiso 1 1 calc R . . . .
C1 C 0.25728(16) 0.4900(7) 0.35676(8) 0.0140(7) Uani 1 1 d . . . . .
C28 C 0.38873(16) -0.1946(7) 0.32455(8) 0.0146(7) Uani 1 1 d . . . . .
H28 H 0.423704 -0.166485 0.341308 0.017 Uiso 1 1 calc R . . . .
C20 C 0.50322(17) 0.6411(7) 0.46405(8) 0.0162(7) Uani 1 1 d . . . . .
H20 H 0.534811 0.688889 0.481365 0.019 Uiso 1 1 calc R . . . .
C18 C 0.39895(17) 0.7129(7) 0.42976(8) 0.0164(7) Uani 1 1 d . . . . .
H18 H 0.359810 0.813806 0.423642 0.020 Uiso 1 1 calc R . . . .
C29 C 0.79926(16) 0.8823(7) 0.36890(8) 0.0140(7) Uani 1 1 d . . . . .
C3 C 0.37006(16) 0.2144(7) 0.36816(8) 0.0150(7) Uani 1 1 d . . . . .
H3 H 0.409912 0.113564 0.372504 0.018 Uiso 1 1 calc R . . . .
C51 C 0.76104(16) 0.9121(7) 0.44794(8) 0.0150(7) Uani 1 1 d . . . . .
C11 C 0.12496(16) 0.9688(7) 0.35389(8) 0.0151(7) Uani 1 1 d . . . . .
C26 C 0.34614(17) -0.4293(7) 0.27877(8) 0.0166(7) Uani 1 1 d . . . . .
H26 H 0.351935 -0.559235 0.264446 0.020 Uiso 1 1 calc R . . . .
C16 C 0.18094(16) 0.8397(7) 0.36982(8) 0.0156(7) Uani 1 1 d . . . . .
C9 C 0.05601(17) 0.8978(7) 0.30026(8) 0.0186(8) Uani 1 1 d . . . . .
H9 H 0.026818 1.038779 0.301022 0.022 Uiso 1 1 calc R . . . .
C47 C 0.64230(18) 0.1188(7) 0.31108(8) 0.0206(8) Uani 1 1 d . . . . .
H47 H 0.641356 0.093823 0.289458 0.025 Uiso 1 1 calc R . . . .
C10 C 0.10705(16) 0.8462(6) 0.32461(8) 0.0143(7) Uani 1 1 d . . . . .
C54 C 0.75827(17) 1.0934(7) 0.50804(8) 0.0183(8) Uani 1 1 d . . . . .
H54 H 0.757127 1.154671 0.528423 0.022 Uiso 1 1 calc R . . . .
C38 C 0.90495(16) 1.3496(7) 0.33706(8) 0.0164(7) Uani 1 1 d . . . . .
C46 C 0.68276(17) 0.3067(7) 0.32555(8) 0.0185(8) Uani 1 1 d . . . . .
H46 H 0.709873 0.407194 0.313821 0.022 Uiso 1 1 calc R . . . .
C12 C 0.09632(17) 1.1727(7) 0.36717(8) 0.0188(8) Uani 1 1 d . . . . .
H12 H 0.058616 1.259293 0.356225 0.023 Uiso 1 1 calc R . . . .
C5 C 0.15103(16) 0.6404(7) 0.32321(8) 0.0164(7) Uani 1 1 d . . . . .
C33 C 0.88210(16) 1.2267(7) 0.36228(8) 0.0156(7) Uani 1 1 d . . . . .
C24 C 0.27965(17) -0.0916(7) 0.29613(8) 0.0156(7) Uani 1 1 d . . . . .
H24 H 0.239224 0.007565 0.293386 0.019 Uiso 1 1 calc R . . . .
C39 C 0.87751(16) 1.2173(7) 0.30948(8) 0.0172(7) Uani 1 1 d . . . . .
C8 C 0.04876(17) 0.7403(7) 0.27510(8) 0.0201(8) Uani 1 1 d . . . . .
H8 H 0.014191 0.772656 0.258304 0.024 Uiso 1 1 calc R . . . .
C40 C 0.88649(17) 1.2505(7) 0.27845(8) 0.0209(8) Uani 1 1 d . . . . .
H40 H 0.914097 1.383324 0.272441 0.025 Uiso 1 1 calc R . . . .
C15 C 0.20687(18) 0.9107(7) 0.39961(8) 0.0194(8) Uani 1 1 d . . . . .
H15 H 0.243468 0.821322 0.411003 0.023 Uiso 1 1 calc R . . . .
C25 C 0.28815(17) -0.2813(7) 0.27540(8) 0.0191(8) Uani 1 1 d . . . . .
H25 H 0.253463 -0.310328 0.258552 0.023 Uiso 1 1 calc R . . . .
C44 C 0.83685(17) 1.0203(7) 0.31830(8) 0.0168(7) Uani 1 1 d . . . . .
C43 C 0.80428(18) 0.8570(7) 0.29635(8) 0.0188(8) Uani 1 1 d . . . . .
H43 H 0.776449 0.724201 0.302164 0.023 Uiso 1 1 calc R . . . .
C6 C 0.14375(17) 0.4822(7) 0.29786(8) 0.0199(8) Uani 1 1 d . . . . .
H6 H 0.173376 0.342900 0.296784 0.024 Uiso 1 1 calc R . . . .
C13 C 0.12301(17) 1.2479(7) 0.39628(9) 0.0215(8) Uani 1 1 d . . . . .
H13 H 0.104350 1.389036 0.405520 0.026 Uiso 1 1 calc R . . . .
C7 C 0.09174(18) 0.5335(8) 0.27401(8) 0.0213(8) Uani 1 1 d . . . . .
H7 H 0.085310 0.425291 0.256597 0.026 Uiso 1 1 calc R . . . .
C53 C 0.79442(19) 1.2188(7) 0.48753(8) 0.0221(8) Uani 1 1 d . . . . .
H53 H 0.818880 1.366758 0.494012 0.026 Uiso 1 1 calc R . . . .
C34 C 0.90489(17) 1.3046(7) 0.39229(8) 0.0191(8) Uani 1 1 d . . . . .
H34 H 0.891673 1.218347 0.409656 0.023 Uiso 1 1 calc R . . . .
C14 C 0.17750(18) 1.1169(8) 0.41223(9) 0.0227(8) Uani 1 1 d . . . . .
H14 H 0.195263 1.170265 0.432448 0.027 Uiso 1 1 calc R . . . .
C42 C 0.81375(18) 0.8944(8) 0.26567(9) 0.0228(8) Uani 1 1 d . . . . .
H42 H 0.791778 0.785277 0.250296 0.027 Uiso 1 1 calc R . . . .
C52 C 0.79542(18) 1.1320(7) 0.45789(8) 0.0204(8) Uani 1 1 d . . . . .
H52 H 0.819781 1.222688 0.444017 0.024 Uiso 1 1 calc R . . . .
C36 C 0.96763(18) 1.6406(7) 0.37095(9) 0.0232(9) Uani 1 1 d . . . . .
H36 H 0.995583 1.785455 0.374297 0.028 Uiso 1 1 calc R . . . .
C37 C 0.94722(17) 1.5588(7) 0.34139(9) 0.0216(8) Uani 1 1 d . . . . .
H37 H 0.961708 1.643432 0.324182 0.026 Uiso 1 1 calc R . . . .
C35 C 0.94747(17) 1.5118(7) 0.39601(9) 0.0230(8) Uani 1 1 d . . . . .
H35 H 0.963405 1.567716 0.416336 0.028 Uiso 1 1 calc R . . . .
C41 C 0.85479(18) 1.0884(8) 0.25682(8) 0.0223(8) Uani 1 1 d . . . . .
H41 H 0.860779 1.108098 0.235663 0.027 Uiso 1 1 calc R . . . .
C62 C 0.9821(15) 0.917(6) 0.4747(6) 0.055(10) Uani 0.5 1 d . . P A -1
H62 H 0.955504 0.803058 0.461473 0.066 Uiso 0.5 1 calc R . P A -1
C60 C 1.067(2) 1.248(7) 0.4835(10) 0.053(9) Uani 0.5 1 d . . P A -1
H60 H 1.096626 1.363445 0.475461 0.064 Uiso 0.5 1 calc R . P A -1
C58 C 1.0225(11) 1.063(4) 0.5248(7) 0.028(6) Uani 0.5 1 d . . P A -1
H58 H 1.024223 1.050734 0.546607 0.034 Uiso 0.5 1 calc R . P A -1
C59 C 1.0644(5) 1.233(2) 0.5130(2) 0.045(2) Uani 0.5 1 d . . P A -1
H59 H 1.092141 1.341488 0.526603 0.054 Uiso 0.5 1 calc R . P A -1
C63 C 0.9336(19) 0.736(5) 0.5222(9) 0.034(5) Uani 0.5 1 d . . P A -1
H63A H 0.885738 0.761691 0.513414 0.052 Uiso 0.5 1 calc GR . P A -1
H63B H 0.938661 0.768089 0.544462 0.052 Uiso 0.5 1 calc GR . P A -1
H63C H 0.946894 0.562432 0.518502 0.052 Uiso 0.5 1 calc GR . P A -1
C61 C 1.0228(5) 1.085(2) 0.4625(2) 0.048(3) Uani 0.5 1 d . . P A -1
H61 H 1.022747 1.097238 0.440791 0.058 Uiso 0.5 1 calc R . P A -1
C57 C 0.9790(4) 0.9113(17) 0.5070(2) 0.032(2) Uani 0.5 1 d . . P A -1


_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
Br3 C49 1.902(3) . ?
Br1 C21 1.902(3) . ?
Br2 C27 1.904(3) . ?
Br04 C55 1.897(3) . ?
N4 C30 1.343(4) . ?
N4 C29 1.334(4) . ?
N2 C4 1.344(4) . ?
N2 C1 1.338(4) . ?
N1 C2 1.345(4) . ?
N1 C1 1.337(4) . ?
N3 C1 1.400(4) . ?
N3 C16 1.422(4) . ?
N3 C5 1.428(4) . ?
N5 C32 1.335(4) . ?
N5 C29 1.333(4) . ?
N6 C29 1.396(4) . ?
N6 C33 1.420(4) . ?
N6 C44 1.421(4) . ?
C21 C22 1.383(5) . ?
C21 C20 1.375(5) . ?
C22 C17 1.398(5) . ?
C49 C50 1.372(5) . ?
C49 C48 1.393(5) . ?
C17 C2 1.495(5) . ?
C17 C18 1.393(5) . ?
C45 C50 1.397(5) . ?
C45 C30 1.490(5) . ?
C45 C46 1.395(5) . ?
C56 C55 1.383(5) . ?
C56 C51 1.391(5) . ?
C32 C31 1.383(5) . ?
C32 C51 1.494(5) . ?
C30 C31 1.394(5) . ?
C19 C20 1.395(5) . ?
C19 C18 1.378(5) . ?
C2 C3 1.376(5) . ?
C4 C23 1.491(5) . ?
C4 C3 1.392(5) . ?
C23 C28 1.402(5) . ?
C23 C24 1.394(5) . ?
C55 C54 1.381(5) . ?
C27 C28 1.376(5) . ?
C27 C26 1.387(5) . ?
C48 C47 1.384(5) . ?
C51 C52 1.397(5) . ?
C11 C16 1.406(5) . ?
C11 C10 1.438(5) . ?
C11 C12 1.386(5) . ?
C26 C25 1.380(5) . ?
C16 C15 1.387(5) . ?
C9 C10 1.393(5) . ?
C9 C8 1.376(5) . ?
C47 C46 1.383(5) . ?
C10 C5 1.405(5) . ?
C54 C53 1.383(5) . ?
C38 C33 1.402(5) . ?
C38 C39 1.440(5) . ?
C38 C37 1.391(5) . ?
C12 C13 1.371(5) . ?
C5 C6 1.385(5) . ?
C33 C34 1.392(5) . ?
C24 C25 1.382(5) . ?
C39 C40 1.397(5) . ?
C39 C44 1.404(5) . ?
C8 C7 1.396(5) . ?
C40 C41 1.371(5) . ?
C15 C14 1.389(5) . ?
C44 C43 1.390(5) . ?
C43 C42 1.388(5) . ?
C6 C7 1.390(5) . ?
C13 C14 1.390(5) . ?
C53 C52 1.375(5) . ?
C34 C35 1.385(5) . ?
C42 C41 1.398(5) . ?
C36 C37 1.372(5) . ?
C36 C35 1.390(5) . ?
C62 C61 1.35(3) . ?
C62 C57 1.42(3) . ?
C60 C59 1.30(4) . ?
C60 C61 1.46(4) . ?
C58 C59 1.37(2) . ?
C58 C57 1.35(2) . ?
C63 C57 1.50(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C29 N4 C30 116.1(3) . . ?
C1 N2 C4 115.9(3) . . ?
C1 N1 C2 115.9(3) . . ?
C1 N3 C16 125.2(3) . . ?
C1 N3 C5 126.5(3) . . ?
C16 N3 C5 107.9(3) . . ?
C29 N5 C32 116.7(3) . . ?
C29 N6 C33 125.1(3) . . ?
C29 N6 C44 127.2(3) . . ?
C33 N6 C44 107.6(3) . . ?
C22 C21 Br1 119.0(3) . . ?
C20 C21 Br1 118.9(3) . . ?
C20 C21 C22 122.1(3) . . ?
C21 C22 C17 119.8(3) . . ?
C50 C49 Br3 118.9(2) . . ?
C50 C49 C48 122.0(3) . . ?
C48 C49 Br3 119.0(3) . . ?
C22 C17 C2 120.7(3) . . ?
C18 C17 C22 118.3(3) . . ?
C18 C17 C2 121.0(3) . . ?
C50 C45 C30 120.7(3) . . ?
C46 C45 C50 118.5(3) . . ?
C46 C45 C30 120.8(3) . . ?
C49 C50 C45 119.9(3) . . ?
C55 C56 C51 120.0(3) . . ?
N5 C32 C31 121.2(3) . . ?
N5 C32 C51 115.9(3) . . ?
C31 C32 C51 122.9(3) . . ?
N4 C30 C45 117.0(3) . . ?
N4 C30 C31 121.1(3) . . ?
C31 C30 C45 121.9(3) . . ?
C18 C19 C20 120.8(3) . . ?
N1 C2 C17 115.6(3) . . ?
N1 C2 C3 121.9(3) . . ?
C3 C2 C17 122.5(3) . . ?
N2 C4 C23 116.6(3) . . ?
N2 C4 C3 121.5(3) . . ?
C3 C4 C23 121.8(3) . . ?
C28 C23 C4 121.1(3) . . ?
C24 C23 C4 120.6(3) . . ?
C24 C23 C28 118.3(3) . . ?
C56 C55 Br04 119.2(3) . . ?
C54 C55 Br04 119.3(3) . . ?
C54 C55 C56 121.6(3) . . ?
C32 C31 C30 117.9(3) . . ?
C28 C27 Br2 118.8(3) . . ?
C28 C27 C26 122.0(3) . . ?
C26 C27 Br2 119.2(3) . . ?
C47 C48 C49 117.9(3) . . ?
N2 C1 N3 117.0(3) . . ?
N1 C1 N2 127.1(3) . . ?
N1 C1 N3 115.9(3) . . ?
C27 C28 C23 119.8(3) . . ?
C21 C20 C19 118.0(3) . . ?
C19 C18 C17 121.0(3) . . ?
N4 C29 N6 117.3(3) . . ?
N5 C29 N4 127.0(3) . . ?
N5 C29 N6 115.7(3) . . ?
C2 C3 C4 117.7(3) . . ?
C56 C51 C32 121.4(3) . . ?
C56 C51 C52 118.4(3) . . ?
C52 C51 C32 120.2(3) . . ?
C16 C11 C10 107.7(3) . . ?
C12 C11 C16 120.9(3) . . ?
C12 C11 C10 131.4(3) . . ?
C25 C26 C27 118.0(3) . . ?
C11 C16 N3 108.3(3) . . ?
C15 C16 N3 131.6(3) . . ?
C15 C16 C11 120.0(3) . . ?
C8 C9 C10 118.6(3) . . ?
C46 C47 C48 120.9(3) . . ?
C9 C10 C11 131.2(3) . . ?
C9 C10 C5 120.7(3) . . ?
C5 C10 C11 108.2(3) . . ?
C55 C54 C53 118.4(3) . . ?
C33 C38 C39 107.5(3) . . ?
C37 C38 C33 121.0(3) . . ?
C37 C38 C39 131.5(3) . . ?
C47 C46 C45 120.8(3) . . ?
C13 C12 C11 119.3(3) . . ?
C10 C5 N3 107.9(3) . . ?
C6 C5 N3 131.4(3) . . ?
C6 C5 C10 120.7(3) . . ?
C38 C33 N6 108.6(3) . . ?
C34 C33 N6 131.4(3) . . ?
C34 C33 C38 120.0(3) . . ?
C25 C24 C23 120.7(3) . . ?
C40 C39 C38 131.8(3) . . ?
C40 C39 C44 120.4(3) . . ?
C44 C39 C38 107.8(3) . . ?
C9 C8 C7 120.6(3) . . ?
C41 C40 C39 118.9(3) . . ?
C16 C15 C14 117.8(3) . . ?
C26 C25 C24 121.1(3) . . ?
C39 C44 N6 108.3(3) . . ?
C43 C44 N6 130.9(3) . . ?
C43 C44 C39 120.7(3) . . ?
C42 C43 C44 117.9(3) . . ?
C5 C6 C7 118.0(3) . . ?
C12 C13 C14 119.7(3) . . ?
C6 C7 C8 121.5(4) . . ?
C52 C53 C54 120.9(3) . . ?
C35 C34 C33 117.9(3) . . ?
C15 C14 C13 122.3(3) . . ?
C43 C42 C41 121.6(4) . . ?
C53 C52 C51 120.8(3) . . ?
C37 C36 C35 120.1(3) . . ?
C36 C37 C38 118.9(3) . . ?
C34 C35 C36 122.1(4) . . ?
C40 C41 C42 120.5(3) . . ?
C61 C62 C57 120(2) . . ?
C59 C60 C61 120(3) . . ?
C57 C58 C59 123(2) . . ?
C60 C59 C58 121(2) . . ?
C62 C61 C60 119(2) . . ?
C62 C57 C63 124(2) . . ?
C58 C57 C62 117(2) . . ?
C58 C57 C63 119.4(19) . . ?

_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 1.315
_oxdiff_exptl_absorpt_empirical_full_min 0.796
