# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_211115a_0m
_database_code_depnum_ccdc_archive 'CCDC 2131536'
loop_
_audit_author_name
_audit_author_address
'meng xianggao'
;Central China Normal University
China
;
_audit_update_record             
;
2021-12-29 deposited with the CCDC.	2022-07-11 downloaded from the CCDC.
;
_audit_creation_date             2021-12-03
_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         'C31 H26 N2'
_chemical_formula_sum            'C31 H26 N2'
_chemical_formula_weight         426.54
_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 0.0137 0.0067 '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 0.0241 0.0134 '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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   28.4438(13)
_cell_length_b                   28.4438(13)
_cell_length_c                   15.3740(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     10771.9(12)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    9983
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      47.59
_cell_measurement_theta_min      2.70
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.961
_exptl_absorpt_coefficient_mu    0.335
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.6967
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             4068
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            54868
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.061
_diffrn_reflns_theta_min         2.703
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4024
_reflns_number_total             4926
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         4926
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0551
_refine_ls_restrained_S_all      1.082
_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)+(0.0999P)²+10.7077P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1613
_refine_ls_wR_factor_ref         0.1712
_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.a Ternary CH refined with riding coordinates: 
 C17(H17) 
2.b Aromatic/amide H refined with riding coordinates: 
 C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C12(H12), C14(H14), C15(H15), 
 C19(H19), C20(H20), C22(H22), C23(H23), C27(H27), C28(H28), C30(H30), N1(H1) 
2.c Idealised Me refined as rotating group: 
 C16(H16A,H16B,H16C), C24(H24A,H24B,H24C), C31(H31A,H31B,H31C) 
;
_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
C1 C 0.58096(6) 0.66589(7) 0.72660(11) 0.0299(4) Uani 1 1 d . . . . .
C2 C 0.62964(7) 0.71264(7) 0.70403(12) 0.0364(4) Uani 1 1 d . . . . .
H2 H 0.6342 0.7297 0.6491 0.044 Uiso 1 1 calc R . . . .
C3 C 0.67051(7) 0.73274(8) 0.76497(14) 0.0422(5) Uani 1 1 d . . . . .
H3 H 0.7040 0.7644 0.7518 0.051 Uiso 1 1 calc R . . . .
C4 C 0.66406(8) 0.70761(8) 0.84621(13) 0.0438(5) Uani 1 1 d . . . . .
H4 H 0.6929 0.7230 0.8872 0.053 Uiso 1 1 calc R . . . .
C5 C 0.61662(7) 0.66107(8) 0.86732(12) 0.0375(4) Uani 1 1 d . . . . .
H5 H 0.6128 0.6440 0.9220 0.045 Uiso 1 1 calc R . . . .
C6 C 0.57397(7) 0.63927(7) 0.80672(11) 0.0307(4) Uani 1 1 d . . . . .
C7 C 0.51978(7) 0.59441(7) 0.80763(11) 0.0300(4) Uani 1 1 d . . . . .
C8 C 0.49565(7) 0.59646(7) 0.73082(10) 0.0295(4) Uani 1 1 d . . . . .
C9 C 0.43963(7) 0.56146(7) 0.70418(11) 0.0296(4) Uani 1 1 d . . . . .
C10 C 0.42722(7) 0.55383(7) 0.60954(11) 0.0306(4) Uani 1 1 d . . . . .
C11 C 0.45921(7) 0.54432(7) 0.55152(11) 0.0349(4) Uani 1 1 d . . . . .
H11 H 0.4922 0.5470 0.5708 0.042 Uiso 1 1 calc R . . . .
C12 C 0.44302(7) 0.53096(8) 0.46571(11) 0.0385(4) Uani 1 1 d . . . . .
H12 H 0.4645 0.5234 0.4272 0.046 Uiso 1 1 calc R . . . .
C13 C 0.39574(7) 0.52846(8) 0.43496(11) 0.0379(4) Uani 1 1 d . . . . .
C14 C 0.36577(7) 0.54104(7) 0.49196(12) 0.0366(4) Uani 1 1 d . . . . .
H14 H 0.3344 0.5413 0.4714 0.044 Uiso 1 1 calc R . . . .
C15 C 0.38084(7) 0.55313(7) 0.57821(11) 0.0327(4) Uani 1 1 d . . . . .
H15 H 0.3594 0.5610 0.6164 0.039 Uiso 1 1 calc R . . . .
C16 C 0.37630(9) 0.51078(11) 0.34325(13) 0.0548(6) Uani 1 1 d . . . . .
H16A H 0.3629 0.5337 0.3190 0.082 Uiso 1 1 calc GR . . . .
H16B H 0.3469 0.4729 0.3434 0.082 Uiso 1 1 calc GR . . . .
H16C H 0.4064 0.5142 0.3076 0.082 Uiso 1 1 calc GR . . . .
C17 C 0.49128(7) 0.55221(7) 0.87679(11) 0.0309(4) Uani 1 1 d . . . . .
H17 H 0.5163 0.5630 0.9279 0.037 Uiso 1 1 calc R . . . .
C18 C 0.47678(7) 0.49445(7) 0.85174(11) 0.0314(4) Uani 1 1 d . . . . .
C19 C 0.50301(7) 0.48359(8) 0.78528(12) 0.0369(4) Uani 1 1 d . . . . .
H19 H 0.5308 0.5128 0.7532 0.044 Uiso 1 1 calc R . . . .
C20 C 0.48920(8) 0.43068(8) 0.76502(12) 0.0390(4) Uani 1 1 d . . . . .
H20 H 0.5076 0.4244 0.7190 0.047 Uiso 1 1 calc R . . . .
C21 C 0.44893(8) 0.38662(7) 0.81066(12) 0.0371(4) Uani 1 1 d . . . . .
C22 C 0.42344(8) 0.39758(8) 0.87798(12) 0.0399(4) Uani 1 1 d . . . . .
H22 H 0.3961 0.3684 0.9108 0.048 Uiso 1 1 calc R . . . .
C23 C 0.43704(8) 0.45047(7) 0.89836(12) 0.0375(4) Uani 1 1 d . . . . .
H23 H 0.4189 0.4568 0.9449 0.045 Uiso 1 1 calc R . . . .
C24 C 0.43221(10) 0.32928(9) 0.78559(16) 0.0545(5) Uani 1 1 d . . . . .
H24A H 0.3974 0.3130 0.7547 0.082 Uiso 1 1 calc GR . . . .
H24B H 0.4284 0.3081 0.8381 0.082 Uiso 1 1 calc GR . . . .
H24C H 0.4599 0.3293 0.7476 0.082 Uiso 1 1 calc GR . . . .
C25 C 0.44201(7) 0.55526(7) 0.90534(11) 0.0307(4) Uani 1 1 d . . . . .
C26 C 0.40005(7) 0.54589(7) 0.84667(11) 0.0320(4) Uani 1 1 d . . . . .
C27 C 0.35377(8) 0.54498(8) 0.87993(12) 0.0410(4) Uani 1 1 d . . . . .
H27 H 0.3236 0.5352 0.8426 0.049 Uiso 1 1 calc R . . . .
C28 C 0.35080(8) 0.55785(8) 0.96554(13) 0.0442(5) Uani 1 1 d . . . . .
H28 H 0.3195 0.5584 0.9854 0.053 Uiso 1 1 calc R . . . .
C29 C 0.39300(8) 0.56998(7) 1.02290(12) 0.0392(4) Uani 1 1 d . . . . .
C30 C 0.43725(7) 0.56689(7) 0.99201(11) 0.0335(4) Uani 1 1 d . . . . .
H30 H 0.4654 0.5729 1.0315 0.040 Uiso 1 1 calc R . . . .
C31 C 0.39138(10) 0.58558(10) 1.11594(14) 0.0544(6) Uani 1 1 d . . . . .
H31A H 0.3807 0.6134 1.1178 0.082 Uiso 1 1 calc GR . . . .
H31B H 0.4274 0.5999 1.1421 0.082 Uiso 1 1 calc GR . . . .
H31C H 0.3650 0.5536 1.1485 0.082 Uiso 1 1 calc GR . . . .
N1 N 0.53366(5) 0.63870(5) 0.67988(9) 0.0301(3) Uani 1 1 d . . . . .
H1 H 0.5284 0.6467 0.6268 0.036 Uiso 1 1 calc R . . . .
N2 N 0.39819(6) 0.53706(6) 0.75602(9) 0.0323(3) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.402(2) . ?
C1 C6 1.407(2) . ?
C1 N1 1.372(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.375(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.405(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.376(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.404(2) . ?
C6 C7 1.427(2) . ?
C7 C8 1.382(2) . ?
C7 C17 1.502(2) . ?
C8 C9 1.453(2) . ?
C8 N1 1.388(2) . ?
C9 C10 1.487(2) . ?
C9 N2 1.299(2) . ?
C10 C11 1.394(2) . ?
C10 C15 1.395(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.393(3) . ?
C13 C14 1.388(3) . ?
C13 C16 1.506(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.383(2) . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17 1.0000 . ?
C17 C18 1.530(2) . ?
C17 C25 1.512(2) . ?
C18 C19 1.388(2) . ?
C18 C23 1.394(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.393(3) . ?
C21 C22 1.386(3) . ?
C21 C24 1.503(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.389(3) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.411(2) . ?
C25 C30 1.396(2) . ?
C26 C27 1.400(2) . ?
C26 N2 1.412(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.380(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.387(3) . ?
C29 C30 1.388(3) . ?
C29 C31 1.505(3) . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
N1 H1 0.8800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 122.29(16) . . ?
N1 C1 C2 129.05(16) . . ?
N1 C1 C6 108.66(14) . . ?
C1 C2 H2 121.5 . . ?
C3 C2 C1 117.02(17) . . ?
C3 C2 H2 121.5 . . ?
C2 C3 H3 119.1 . . ?
C2 C3 C4 121.74(17) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 121.00(17) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 118.93(17) . . ?
C6 C5 H5 120.5 . . ?
C1 C6 C7 106.78(14) . . ?
C5 C6 C1 118.99(16) . . ?
C5 C6 C7 134.15(16) . . ?
C6 C7 C17 129.16(15) . . ?
C8 C7 C6 106.92(14) . . ?
C8 C7 C17 123.91(15) . . ?
C7 C8 C9 127.57(15) . . ?
C7 C8 N1 109.28(14) . . ?
N1 C8 C9 123.15(15) . . ?
C8 C9 C10 118.34(14) . . ?
N2 C9 C8 125.75(15) . . ?
N2 C9 C10 115.87(14) . . ?
C11 C10 C9 121.60(15) . . ?
C11 C10 C15 118.73(15) . . ?
C15 C10 C9 119.57(15) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.17(16) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.12(17) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 C16 121.23(18) . . ?
C14 C13 C12 118.29(17) . . ?
C14 C13 C16 120.45(17) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.02(17) . . ?
C15 C14 H14 119.5 . . ?
C10 C15 H15 119.7 . . ?
C14 C15 C10 120.52(16) . . ?
C14 C15 H15 119.7 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C7 C17 H17 107.1 . . ?
C7 C17 C18 115.35(14) . . ?
C7 C17 C25 107.75(14) . . ?
C18 C17 H17 107.1 . . ?
C25 C17 H17 107.1 . . ?
C25 C17 C18 112.02(14) . . ?
C19 C18 C17 122.56(15) . . ?
C19 C18 C23 117.62(16) . . ?
C23 C18 C17 119.79(15) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 120.96(17) . . ?
C20 C19 H19 119.5 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.49(17) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 C24 121.25(18) . . ?
C22 C21 C20 117.48(17) . . ?
C22 C21 C24 121.22(18) . . ?
C21 C22 H22 119.4 . . ?
C21 C22 C23 121.22(17) . . ?
C23 C22 H22 119.4 . . ?
C18 C23 H23 119.4 . . ?
C22 C23 C18 121.20(17) . . ?
C22 C23 H23 119.4 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C17 121.63(15) . . ?
C30 C25 C17 119.57(15) . . ?
C30 C25 C26 118.80(16) . . ?
C25 C26 N2 128.11(15) . . ?
C27 C26 C25 117.94(16) . . ?
C27 C26 N2 113.95(15) . . ?
C26 C27 H27 119.2 . . ?
C28 C27 C26 121.68(18) . . ?
C28 C27 H27 119.2 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.81(18) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 C30 117.77(17) . . ?
C28 C29 C31 121.82(18) . . ?
C30 C29 C31 120.41(18) . . ?
C25 C30 H30 118.7 . . ?
C29 C30 C25 122.69(17) . . ?
C29 C30 H30 118.7 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C1 N1 C8 108.20(13) . . ?
C1 N1 H1 125.9 . . ?
C8 N1 H1 125.9 . . ?
C9 N2 C26 124.54(14) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 N2 0.88 2.54 3.150(2) 127.3 15_556

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 0.2(3) . . . . ?
C1 C6 C7 C8 -2.02(18) . . . . ?
C1 C6 C7 C17 179.13(16) . . . . ?
C2 C1 C6 C5 1.9(3) . . . . ?
C2 C1 C6 C7 179.07(15) . . . . ?
C2 C1 N1 C8 -176.73(17) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C3 C4 C5 C6 -1.1(3) . . . . ?
C4 C5 C6 C1 -0.4(3) . . . . ?
C4 C5 C6 C7 -176.70(18) . . . . ?
C5 C6 C7 C8 174.57(19) . . . . ?
C5 C6 C7 C17 -4.3(3) . . . . ?
C6 C1 C2 C3 -1.7(3) . . . . ?
C6 C1 N1 C8 2.74(18) . . . . ?
C6 C7 C8 C9 -175.83(16) . . . . ?
C6 C7 C8 N1 3.74(18) . . . . ?
C6 C7 C17 C18 -113.38(19) . . . . ?
C6 C7 C17 C25 120.66(18) . . . . ?
C7 C8 C9 C10 -154.03(17) . . . . ?
C7 C8 C9 N2 28.4(3) . . . . ?
C7 C8 N1 C1 -4.07(18) . . . . ?
C7 C17 C18 C19 21.5(2) . . . . ?
C7 C17 C18 C23 -160.70(16) . . . . ?
C7 C17 C25 C26 60.9(2) . . . . ?
C7 C17 C25 C30 -119.95(16) . . . . ?
C8 C7 C17 C18 67.9(2) . . . . ?
C8 C7 C17 C25 -58.0(2) . . . . ?
C8 C9 C10 C11 44.6(2) . . . . ?
C8 C9 C10 C15 -139.02(16) . . . . ?
C8 C9 N2 C26 8.1(3) . . . . ?
C9 C8 N1 C1 175.52(15) . . . . ?
C9 C10 C11 C12 172.28(16) . . . . ?
C9 C10 C15 C14 -173.90(15) . . . . ?
C10 C9 N2 C26 -169.54(15) . . . . ?
C10 C11 C12 C13 2.1(3) . . . . ?
C11 C10 C15 C14 2.6(2) . . . . ?
C11 C12 C13 C14 1.6(3) . . . . ?
C11 C12 C13 C16 -176.36(19) . . . . ?
C12 C13 C14 C15 -3.1(3) . . . . ?
C13 C14 C15 C10 1.1(3) . . . . ?
C15 C10 C11 C12 -4.2(3) . . . . ?
C16 C13 C14 C15 174.80(18) . . . . ?
C17 C7 C8 C9 3.1(3) . . . . ?
C17 C7 C8 N1 -177.33(15) . . . . ?
C17 C18 C19 C20 179.24(16) . . . . ?
C17 C18 C23 C22 -179.16(16) . . . . ?
C17 C25 C26 C27 174.70(16) . . . . ?
C17 C25 C26 N2 -5.4(3) . . . . ?
C17 C25 C30 C29 -179.57(16) . . . . ?
C18 C17 C25 C26 -67.0(2) . . . . ?
C18 C17 C25 C30 112.15(17) . . . . ?
C18 C19 C20 C21 -0.4(3) . . . . ?
C19 C18 C23 C22 -1.2(3) . . . . ?
C19 C20 C21 C22 -0.7(3) . . . . ?
C19 C20 C21 C24 176.93(19) . . . . ?
C20 C21 C22 C23 0.9(3) . . . . ?
C21 C22 C23 C18 0.1(3) . . . . ?
C23 C18 C19 C20 1.4(3) . . . . ?
C24 C21 C22 C23 -176.79(19) . . . . ?
C25 C17 C18 C19 145.20(16) . . . . ?
C25 C17 C18 C23 -37.0(2) . . . . ?
C25 C26 C27 C28 6.1(3) . . . . ?
C25 C26 N2 C9 -37.5(3) . . . . ?
C26 C25 C30 C29 -0.4(3) . . . . ?
C26 C27 C28 C29 -2.8(3) . . . . ?
C27 C26 N2 C9 142.48(18) . . . . ?
C27 C28 C29 C30 -2.1(3) . . . . ?
C27 C28 C29 C31 178.35(19) . . . . ?
C28 C29 C30 C25 3.8(3) . . . . ?
C30 C25 C26 C27 -4.4(2) . . . . ?
C30 C25 C26 N2 175.51(16) . . . . ?
C31 C29 C30 C25 -176.74(17) . . . . ?
N1 C1 C2 C3 177.67(17) . . . . ?
N1 C1 C6 C5 -177.65(15) . . . . ?
N1 C1 C6 C7 -0.44(18) . . . . ?
N1 C8 C9 C10 26.5(2) . . . . ?
N1 C8 C9 N2 -151.12(17) . . . . ?
N2 C9 C10 C11 -137.62(17) . . . . ?
N2 C9 C10 C15 38.8(2) . . . . ?
N2 C26 C27 C28 -173.86(17) . . . . ?

_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 0.000 -0.832 255.0 39.3 ?
2 0.333 0.667 -0.460 255.0 39.3 ?
3 0.667 0.333 -0.794 255.0 39.3 ?


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

data_y
_database_code_depnum_ccdc_archive 'CCDC 2173150'
loop_
_audit_author_name
_audit_author_address
'ma jintian'
;CCNU
China
;
_audit_update_record             
;
2022-05-17 deposited with the CCDC.	2022-07-11 downloaded from the CCDC.
;
_audit_creation_date             2021-04-09
_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         '3(C15 H10 N)'
_chemical_formula_sum            'C45 H30 N3'
_chemical_formula_weight         612.72
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   12.108(2)
_cell_length_b                   12.563(2)
_cell_length_c                   12.924(2)
_cell_angle_alpha                95.671(3)
_cell_angle_beta                 91.801(3)
_cell_angle_gamma                90.084(3)
_cell_volume                     1955.2(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5562
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.63
_cell_measurement_theta_min      2.27
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6319
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.041
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             642
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13669
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.025
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_min         1.584
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4724
_reflns_number_total             6856
_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       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6856
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0705
_refine_ls_restrained_S_all      1.035
_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)+(0.1763P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2273
_refine_ls_wR_factor_ref         0.2472
_refine_special_details          ?
_olex2_refinement_description    
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All N(H) groups 
2.a Aromatic/amide H refined with riding coordinates: 
 C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C12(H12), C13(H13), C14(H14), 
 C15(H15), N1(H1), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26), C27(H27), 
 C28(H28), C29(H29), C30(H30), N2(H2), C35(H35), C36(H36), C37(H37), C38(H38), 
 C41(H41), C42(H42), C43(H43), C44(H44), C45(H45), N3(H3) 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
; 
The structure was solved using Direct Methods (ShelXS). RE = 0.3, Nqual =  -1, Ralpha = 0.047 
;
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9077(2) 0.4750(2) 0.9394(2) 0.0430(6) Uani 1 1 d . . . . .
C2 C 0.9549(2) 0.57995(19) 0.94398(19) 0.0414(6) Uani 1 1 d . . . . .
C3 C 0.8887(2) 0.6383(2) 0.8738(2) 0.0439(6) Uani 1 1 d . . . . .
C4 C 0.8045(2) 0.5684(2) 0.8304(2) 0.0483(6) Uani 1 1 d . . . . .
C5 C 0.7244(3) 0.5990(2) 0.7615(2) 0.0599(8) Uani 1 1 d . . . . .
H5 H 0.6678 0.5524 0.7365 0.072 Uiso 1 1 calc R . . . .
C6 C 0.7307(3) 0.7012(3) 0.7307(2) 0.0611(8) Uani 1 1 d . . . . .
H6 H 0.6782 0.7237 0.6836 0.073 Uiso 1 1 calc R . . . .
C7 C 0.8150(3) 0.7705(3) 0.7697(2) 0.0626(8) Uani 1 1 d . . . . .
H7 H 0.8190 0.8382 0.7468 0.075 Uiso 1 1 calc R . . . .
C8 C 0.8932(3) 0.7410(2) 0.8421(2) 0.0549(7) Uani 1 1 d . . . . .
H8 H 0.9478 0.7890 0.8690 0.066 Uiso 1 1 calc R . . . .
C9 C 1.0489(2) 0.6067(2) 1.00826(19) 0.0423(6) Uani 1 1 d . . . . .
C10 C 1.0997(2) 0.7162(2) 1.0191(2) 0.0476(6) Uani 1 1 d . . . . .
C11 C 1.0406(3) 0.8033(2) 1.0628(3) 0.0615(8) Uani 1 1 d . . . . .
H11 H 0.9705 0.7937 1.0879 0.074 Uiso 1 1 calc R . . . .
C12 C 1.0875(3) 0.9051(3) 1.0684(3) 0.0749(10) Uani 1 1 d . . . . .
H12 H 1.0463 0.9637 1.0942 0.090 Uiso 1 1 calc R . . . .
C13 C 1.1912(4) 0.9211(3) 1.0376(3) 0.0798(11) Uani 1 1 d . . . . .
H13 H 1.2214 0.9896 1.0427 0.096 Uiso 1 1 calc R . . . .
C14 C 1.2516(3) 0.8339(3) 0.9982(3) 0.0806(11) Uani 1 1 d . . . . .
H14 H 1.3239 0.8434 0.9783 0.097 Uiso 1 1 calc R . . . .
C15 C 1.2055(3) 0.7330(3) 0.9882(2) 0.0614(8) Uani 1 1 d . . . . .
H15 H 1.2466 0.6753 0.9600 0.074 Uiso 1 1 calc R . . . .
N1 N 0.81641(19) 0.47112(18) 0.87147(19) 0.0536(6) Uani 1 1 d . . . . .
H1 H 0.7737 0.4166 0.8571 0.064 Uiso 1 1 calc R . . . .
C16 C 0.5182(2) 0.56418(18) 0.42317(17) 0.0376(5) Uani 1 1 d . . . . .
C17 C 0.4117(2) 0.55798(18) 0.46427(17) 0.0363(5) Uani 1 1 d . . . . .
C18 C 0.3412(2) 0.62813(19) 0.40987(18) 0.0390(6) Uani 1 1 d . . . . .
C19 C 0.4085(2) 0.67434(19) 0.33797(19) 0.0417(6) Uani 1 1 d . . . . .
C20 C 0.3669(2) 0.7463(2) 0.2725(2) 0.0520(7) Uani 1 1 d . . . . .
H20 H 0.4121 0.7771 0.2267 0.062 Uiso 1 1 calc R . . . .
C21 C 0.2559(3) 0.7707(2) 0.2775(2) 0.0562(7) Uani 1 1 d . . . . .
H21 H 0.2259 0.8183 0.2337 0.067 Uiso 1 1 calc R . . . .
C22 C 0.1887(2) 0.7265(2) 0.3454(2) 0.0564(7) Uani 1 1 d . . . . .
H22 H 0.1143 0.7448 0.3466 0.068 Uiso 1 1 calc R . . . .
C23 C 0.2294(2) 0.6549(2) 0.4127(2) 0.0466(6) Uani 1 1 d . . . . .
H23 H 0.1831 0.6255 0.4585 0.056 Uiso 1 1 calc R . . . .
C24 C 0.6092(2) 0.50772(19) 0.45595(17) 0.0377(5) Uani 1 1 d . . . . .
C25 C 0.7203(2) 0.5141(2) 0.41122(18) 0.0408(6) Uani 1 1 d . . . . .
C26 C 0.7471(3) 0.4480(3) 0.3246(3) 0.0695(9) Uani 1 1 d . . . . .
H26 H 0.6940 0.4027 0.2903 0.083 Uiso 1 1 calc R . . . .
C27 C 0.8543(3) 0.4491(3) 0.2882(3) 0.0899(12) Uani 1 1 d . . . . .
H27 H 0.8724 0.4022 0.2311 0.108 Uiso 1 1 calc R . . . .
C28 C 0.9321(3) 0.5163(3) 0.3338(3) 0.0756(10) Uani 1 1 d . . . . .
H28 H 1.0029 0.5176 0.3080 0.091 Uiso 1 1 calc R . . . .
C29 C 0.9044(3) 0.5816(4) 0.4180(3) 0.0795(10) Uani 1 1 d . . . . .
H29 H 0.9577 0.6274 0.4512 0.095 Uiso 1 1 calc R . . . .
C30 C 0.8008(2) 0.5824(3) 0.4557(2) 0.0612(8) Uani 1 1 d . . . . .
H30 H 0.7842 0.6301 0.5127 0.073 Uiso 1 1 calc R . . . .
N2 N 0.51420(18) 0.63458(17) 0.34687(16) 0.0457(5) Uani 1 1 d . . . . .
H2 H 0.5691 0.6509 0.3107 0.055 Uiso 1 1 calc R . . . .
C31 C 0.5623(2) 0.91140(19) -0.02695(18) 0.0396(6) Uani 1 1 d . . . . .
C32 C 0.5526(2) 0.95054(19) 0.07888(18) 0.0402(6) Uani 1 1 d . . . . .
C33 C 0.6202(2) 0.8807(2) 0.1392(2) 0.0435(6) Uani 1 1 d . . . . .
C34 C 0.6667(2) 0.8042(2) 0.0670(2) 0.0470(6) Uani 1 1 d . . . . .
C35 C 0.7353(3) 0.7249(2) 0.0974(2) 0.0598(8) Uani 1 1 d . . . . .
H35 H 0.7649 0.6742 0.0488 0.072 Uiso 1 1 calc R . . . .
C36 C 0.7587(3) 0.7232(3) 0.2019(3) 0.0654(8) Uani 1 1 d . . . . .
H36 H 0.8051 0.6705 0.2242 0.078 Uiso 1 1 calc R . . . .
C37 C 0.7142(3) 0.7989(3) 0.2752(2) 0.0617(8) Uani 1 1 d . . . . .
H37 H 0.7317 0.7965 0.3455 0.074 Uiso 1 1 calc R . . . .
C38 C 0.6446(2) 0.8771(2) 0.2442(2) 0.0509(7) Uani 1 1 d . . . . .
H38 H 0.6142 0.9269 0.2932 0.061 Uiso 1 1 calc R . . . .
C39 C 0.4888(2) 1.04071(19) 0.10784(19) 0.0403(6) Uani 1 1 d . . . . .
C40 C 0.4782(2) 1.08202(19) 0.22033(19) 0.0429(6) Uani 1 1 d . . . . .
C41 C 0.4022(3) 1.0382(2) 0.2802(2) 0.0601(8) Uani 1 1 d . . . . .
H41 H 0.3516 0.9878 0.2499 0.072 Uiso 1 1 calc R . . . .
C42 C 0.4007(4) 1.0694(3) 0.3866(3) 0.0839(12) Uani 1 1 d . . . . .
H42 H 0.3504 1.0382 0.4275 0.101 Uiso 1 1 calc R . . . .
C43 C 0.4727(4) 1.1455(4) 0.4310(3) 0.0881(12) Uani 1 1 d . . . . .
H43 H 0.4711 1.1666 0.5020 0.106 Uiso 1 1 calc R . . . .
C44 C 0.5467(4) 1.1903(4) 0.3713(3) 0.0948(13) Uani 1 1 d . . . . .
H44 H 0.5959 1.2421 0.4016 0.114 Uiso 1 1 calc R . . . .
C45 C 0.5495(3) 1.1597(3) 0.2664(2) 0.0734(10) Uani 1 1 d . . . . .
H45 H 0.5998 1.1916 0.2261 0.088 Uiso 1 1 calc R . . . .
N3 N 0.6314(2) 0.82364(17) -0.03229(17) 0.0501(6) Uani 1 1 d . . . . .
H3 H 0.6496 0.7867 -0.0887 0.060 Uiso 1 1 calc R . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.431(3) . ?
C1 C9 1.380(4) 2_767 ?
C1 N1 1.387(3) . ?
C2 C3 1.446(4) . ?
C2 C9 1.407(4) . ?
C3 C4 1.411(4) . ?
C3 C8 1.393(4) . ?
C4 C5 1.376(4) . ?
C4 N1 1.386(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.384(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.389(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.386(4) . ?
C8 H8 0.9300 . ?
C9 C1 1.380(4) 2_767 ?
C9 C10 1.499(4) . ?
C10 C11 1.391(4) . ?
C10 C15 1.376(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.393(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.350(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(5) . ?
C15 H15 0.9300 . ?
N1 H1 0.8600 . ?
C16 C17 1.415(3) . ?
C16 C24 1.388(3) . ?
C16 N2 1.388(3) . ?
C17 C18 1.444(3) . ?
C17 C24 1.411(3) 2_666 ?
C18 C19 1.421(3) . ?
C18 C23 1.396(4) . ?
C19 C20 1.383(4) . ?
C19 N2 1.380(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.381(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.372(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.392(4) . ?
C23 H23 0.9300 . ?
C24 C17 1.411(3) 2_666 ?
C24 C25 1.486(3) . ?
C25 C26 1.375(4) . ?
C25 C30 1.371(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.394(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.347(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.347(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.360(4) . ?
C30 H30 0.9300 . ?
N2 H2 0.8600 . ?
C31 C32 1.416(3) . ?
C31 C39 1.386(4) 2_675 ?
C31 N3 1.382(3) . ?
C32 C33 1.464(4) . ?
C32 C39 1.399(3) . ?
C33 C34 1.403(4) . ?
C33 C38 1.385(4) . ?
C34 C35 1.377(4) . ?
C34 N3 1.385(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.373(4) . ?
C36 H36 0.9300 . ?
C36 C37 1.396(5) . ?
C37 H37 0.9300 . ?
C37 C38 1.376(4) . ?
C38 H38 0.9300 . ?
C39 C31 1.386(4) 2_675 ?
C39 C40 1.504(3) . ?
C40 C41 1.370(4) . ?
C40 C45 1.379(4) . ?
C41 H41 0.9300 . ?
C41 C42 1.393(4) . ?
C42 H42 0.9300 . ?
C42 C43 1.364(6) . ?
C43 H43 0.9300 . ?
C43 C44 1.359(6) . ?
C44 H44 0.9300 . ?
C44 C45 1.373(5) . ?
C45 H45 0.9300 . ?
N3 H3 0.8600 . ?

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
C9 C1 C2 124.1(2) 2_767 . ?
C9 C1 N1 127.8(2) 2_767 . ?
N1 C1 C2 108.0(2) . . ?
C1 C2 C3 106.5(2) . . ?
C9 C2 C1 120.2(2) . . ?
C9 C2 C3 133.4(2) . . ?
C4 C3 C2 107.1(2) . . ?
C8 C3 C2 134.5(3) . . ?
C8 C3 C4 118.3(3) . . ?
C5 C4 C3 122.7(3) . . ?
C5 C4 N1 128.7(3) . . ?
N1 C4 C3 108.6(2) . . ?
C4 C5 H5 121.0 . . ?
C4 C5 C6 118.0(3) . . ?
C6 C5 H5 121.0 . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C7 120.4(3) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 119.2 . . ?
C8 C7 C6 121.5(3) . . ?
C8 C7 H7 119.2 . . ?
C3 C8 H8 120.5 . . ?
C7 C8 C3 119.0(3) . . ?
C7 C8 H8 120.5 . . ?
C1 C9 C2 115.7(2) 2_767 . ?
C1 C9 C10 121.7(2) 2_767 . ?
C2 C9 C10 122.6(2) . . ?
C11 C10 C9 120.1(2) . . ?
C15 C10 C9 121.4(3) . . ?
C15 C10 C11 118.5(3) . . ?
C10 C11 H11 120.4 . . ?
C10 C11 C12 119.2(3) . . ?
C12 C11 H11 120.4 . . ?
C11 C12 H12 119.1 . . ?
C13 C12 C11 121.9(4) . . ?
C13 C12 H12 119.1 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.8(3) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C10 C15 H15 119.5 . . ?
C14 C15 C10 121.1(3) . . ?
C14 C15 H15 119.5 . . ?
C1 N1 H1 125.1 . . ?
C4 N1 C1 109.7(2) . . ?
C4 N1 H1 125.1 . . ?
C24 C16 C17 124.1(2) . . ?
N2 C16 C17 108.4(2) . . ?
N2 C16 C24 127.4(2) . . ?
C16 C17 C18 106.9(2) . . ?
C24 C17 C16 121.1(2) 2_666 . ?
C24 C17 C18 131.9(2) 2_666 . ?
C19 C18 C17 106.5(2) . . ?
C23 C18 C17 134.7(2) . . ?
C23 C18 C19 118.7(2) . . ?
C20 C19 C18 121.9(3) . . ?
N2 C19 C18 108.7(2) . . ?
N2 C19 C20 129.4(2) . . ?
C19 C20 H20 121.2 . . ?
C21 C20 C19 117.7(3) . . ?
C21 C20 H20 121.2 . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.7(3) . . ?
C22 C21 H21 119.1 . . ?
C21 C22 H22 119.3 . . ?
C21 C22 C23 121.4(3) . . ?
C23 C22 H22 119.3 . . ?
C18 C23 H23 120.7 . . ?
C22 C23 C18 118.6(3) . . ?
C22 C23 H23 120.7 . . ?
C16 C24 C17 114.7(2) . 2_666 ?
C16 C24 C25 123.5(2) . . ?
C17 C24 C25 121.7(2) 2_666 . ?
C26 C25 C24 120.4(2) . . ?
C30 C25 C24 122.1(2) . . ?
C30 C25 C26 117.4(3) . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.7(3) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 119.2 . . ?
C28 C27 C26 121.6(3) . . ?
C28 C27 H27 119.2 . . ?
C27 C28 H28 121.0 . . ?
C27 C28 C29 118.0(3) . . ?
C29 C28 H28 121.0 . . ?
C28 C29 H29 119.1 . . ?
C28 C29 C30 121.9(3) . . ?
C30 C29 H29 119.1 . . ?
C25 C30 H30 119.4 . . ?
C29 C30 C25 121.2(3) . . ?
C29 C30 H30 119.4 . . ?
C16 N2 H2 125.3 . . ?
C19 N2 C16 109.5(2) . . ?
C19 N2 H2 125.3 . . ?
C39 C31 C32 123.0(2) 2_675 . ?
N3 C31 C32 108.5(2) . . ?
N3 C31 C39 128.5(2) . 2_675 ?
C31 C32 C33 106.4(2) . . ?
C39 C32 C31 121.1(2) . . ?
C39 C32 C33 132.4(2) . . ?
C34 C33 C32 106.5(2) . . ?
C38 C33 C32 134.4(2) . . ?
C38 C33 C34 119.1(3) . . ?
C35 C34 C33 122.0(3) . . ?
C35 C34 N3 129.0(3) . . ?
N3 C34 C33 109.0(2) . . ?
C34 C35 H35 121.1 . . ?
C36 C35 C34 117.8(3) . . ?
C36 C35 H35 121.1 . . ?
C35 C36 H36 119.4 . . ?
C35 C36 C37 121.3(3) . . ?
C37 C36 H36 119.4 . . ?
C36 C37 H37 119.8 . . ?
C38 C37 C36 120.5(3) . . ?
C38 C37 H37 119.8 . . ?
C33 C38 H38 120.4 . . ?
C37 C38 C33 119.3(3) . . ?
C37 C38 H38 120.4 . . ?
C31 C39 C32 115.9(2) 2_675 . ?
C31 C39 C40 123.0(2) 2_675 . ?
C32 C39 C40 121.1(2) . . ?
C41 C40 C39 120.4(2) . . ?
C41 C40 C45 118.9(3) . . ?
C45 C40 C39 120.5(2) . . ?
C40 C41 H41 120.1 . . ?
C40 C41 C42 119.9(3) . . ?
C42 C41 H41 120.1 . . ?
C41 C42 H42 119.8 . . ?
C43 C42 C41 120.3(4) . . ?
C43 C42 H42 119.8 . . ?
C42 C43 H43 120.1 . . ?
C44 C43 C42 119.8(3) . . ?
C44 C43 H43 120.1 . . ?
C43 C44 H44 119.8 . . ?
C43 C44 C45 120.4(4) . . ?
C45 C44 H44 119.8 . . ?
C40 C45 H45 119.7 . . ?
C44 C45 C40 120.6(4) . . ?
C44 C45 H45 119.7 . . ?
C31 N3 C34 109.7(2) . . ?
C31 N3 H3 125.2 . . ?
C34 N3 H3 125.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 0.5(3) . . . . ?
C1 C2 C3 C8 -178.1(3) . . . . ?
C1 C2 C9 C1 2.6(4) . . . 2_767 ?
C1 C2 C9 C10 -177.9(2) . . . . ?
C1 C9 C10 C11 -116.2(3) 2_767 . . . ?
C1 C9 C10 C15 62.7(4) 2_767 . . . ?
C2 C1 N1 C4 1.4(3) . . . . ?
C2 C3 C4 C5 178.4(3) . . . . ?
C2 C3 C4 N1 0.4(3) . . . . ?
C2 C3 C8 C7 178.7(3) . . . . ?
C2 C9 C10 C11 64.3(4) . . . . ?
C2 C9 C10 C15 -116.8(3) . . . . ?
C3 C2 C9 C1 -176.6(2) . . . 2_767 ?
C3 C2 C9 C10 2.9(4) . . . . ?
C3 C4 C5 C6 3.0(4) . . . . ?
C3 C4 N1 C1 -1.1(3) . . . . ?
C4 C3 C8 C7 0.2(4) . . . . ?
C4 C5 C6 C7 -0.8(4) . . . . ?
C5 C4 N1 C1 -179.0(3) . . . . ?
C5 C6 C7 C8 -1.7(5) . . . . ?
C6 C7 C8 C3 1.9(5) . . . . ?
C8 C3 C4 C5 -2.7(4) . . . . ?
C8 C3 C4 N1 179.2(2) . . . . ?
C9 C1 C2 C3 176.6(2) 2_767 . . . ?
C9 C1 C2 C9 -2.8(4) 2_767 . . . ?
C9 C1 N1 C4 -176.2(3) 2_767 . . . ?
C9 C2 C3 C4 179.7(3) . . . . ?
C9 C2 C3 C8 1.1(5) . . . . ?
C9 C10 C11 C12 -177.5(3) . . . . ?
C9 C10 C15 C14 179.9(3) . . . . ?
C10 C11 C12 C13 -3.5(5) . . . . ?
C11 C10 C15 C14 -1.2(4) . . . . ?
C11 C12 C13 C14 0.7(5) . . . . ?
C12 C13 C14 C15 1.7(5) . . . . ?
C13 C14 C15 C10 -1.5(5) . . . . ?
C15 C10 C11 C12 3.6(4) . . . . ?
N1 C1 C2 C3 -1.1(3) . . . . ?
N1 C1 C2 C9 179.5(2) . . . . ?
N1 C4 C5 C6 -179.4(3) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C16 C17 C18 C23 178.3(3) . . . . ?
C16 C24 C25 C26 -87.1(3) . . . . ?
C16 C24 C25 C30 95.1(3) . . . . ?
C17 C16 C24 C17 -0.3(4) . . . 2_666 ?
C17 C16 C24 C25 179.3(2) . . . . ?
C17 C16 N2 C19 0.3(3) . . . . ?
C17 C18 C19 C20 -180.0(2) . . . . ?
C17 C18 C19 N2 0.4(3) . . . . ?
C17 C18 C23 C22 -178.8(3) . . . . ?
C17 C24 C25 C26 92.4(3) 2_666 . . . ?
C17 C24 C25 C30 -85.3(3) 2_666 . . . ?
C18 C19 C20 C21 -1.3(4) . . . . ?
C18 C19 N2 C16 -0.4(3) . . . . ?
C19 C18 C23 C22 -0.5(4) . . . . ?
C19 C20 C21 C22 0.7(4) . . . . ?
C20 C19 N2 C16 180.0(2) . . . . ?
C20 C21 C22 C23 0.0(5) . . . . ?
C21 C22 C23 C18 -0.1(4) . . . . ?
C23 C18 C19 C20 1.3(4) . . . . ?
C23 C18 C19 N2 -178.4(2) . . . . ?
C24 C16 C17 C18 180.0(2) . . . . ?
C24 C16 C17 C24 0.3(4) . . . 2_666 ?
C24 C16 N2 C19 -179.8(2) . . . . ?
C24 C17 C18 C19 179.4(2) 2_666 . . . ?
C24 C17 C18 C23 -2.1(5) 2_666 . . . ?
C24 C25 C26 C27 -175.1(3) . . . . ?
C24 C25 C30 C29 175.2(3) . . . . ?
C25 C26 C27 C28 -2.4(6) . . . . ?
C26 C25 C30 C29 -2.6(5) . . . . ?
C26 C27 C28 C29 1.6(6) . . . . ?
C27 C28 C29 C30 -1.3(6) . . . . ?
C28 C29 C30 C25 1.9(6) . . . . ?
C30 C25 C26 C27 2.8(5) . . . . ?
N2 C16 C17 C18 -0.1(3) . . . . ?
N2 C16 C17 C24 -179.8(2) . . . 2_666 ?
N2 C16 C24 C17 179.8(2) . . . 2_666 ?
N2 C16 C24 C25 -0.6(4) . . . . ?
N2 C19 C20 C21 178.2(3) . . . . ?
C31 C32 C33 C34 0.1(3) . . . . ?
C31 C32 C33 C38 179.9(3) . . . . ?
C31 C32 C39 C31 -0.6(4) . . . 2_675 ?
C31 C32 C39 C40 179.8(2) . . . . ?
C31 C39 C40 C41 96.9(3) 2_675 . . . ?
C31 C39 C40 C45 -87.3(4) 2_675 . . . ?
C32 C31 N3 C34 0.2(3) . . . . ?
C32 C33 C34 C35 -179.7(2) . . . . ?
C32 C33 C34 N3 0.0(3) . . . . ?
C32 C33 C38 C37 -179.4(3) . . . . ?
C32 C39 C40 C41 -83.6(3) . . . . ?
C32 C39 C40 C45 92.3(3) . . . . ?
C33 C32 C39 C31 178.2(3) . . . 2_675 ?
C33 C32 C39 C40 -1.4(4) . . . . ?
C33 C34 C35 C36 -0.8(4) . . . . ?
C33 C34 N3 C31 -0.1(3) . . . . ?
C34 C33 C38 C37 0.4(4) . . . . ?
C34 C35 C36 C37 0.3(5) . . . . ?
C35 C34 N3 C31 179.6(3) . . . . ?
C35 C36 C37 C38 0.5(5) . . . . ?
C36 C37 C38 C33 -0.8(4) . . . . ?
C38 C33 C34 C35 0.5(4) . . . . ?
C38 C33 C34 N3 -179.8(2) . . . . ?
C39 C31 C32 C33 -178.4(2) 2_675 . . . ?
C39 C31 C32 C39 0.6(4) 2_675 . . . ?
C39 C31 N3 C34 178.3(2) 2_675 . . . ?
C39 C32 C33 C34 -178.8(3) . . . . ?
C39 C32 C33 C38 1.0(5) . . . . ?
C39 C40 C41 C42 173.4(3) . . . . ?
C39 C40 C45 C44 -173.8(3) . . . . ?
C40 C41 C42 C43 1.8(5) . . . . ?
C41 C40 C45 C44 2.0(5) . . . . ?
C41 C42 C43 C44 -0.6(6) . . . . ?
C42 C43 C44 C45 0.1(7) . . . . ?
C43 C44 C45 C40 -0.9(6) . . . . ?
C45 C40 C41 C42 -2.5(5) . . . . ?
N3 C31 C32 C33 -0.2(3) . . . . ?
N3 C31 C32 C39 178.9(2) . . . . ?
N3 C34 C35 C36 179.6(3) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 360.3 108.1 ?
2 0.500 0.500 0.000 155.3 51.9 ?


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

data_mo_211201a_0m
_database_code_depnum_ccdc_archive 'CCDC 2143004'
loop_
_audit_author_name
_audit_author_address
'ma jintian'
;CCNU
China
;
_audit_update_record             
;
2022-01-19 deposited with the CCDC.	2022-07-11 downloaded from the CCDC.
;
_audit_creation_date             2021-12-02
_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         'C29 H20 Br2 N2'
_chemical_formula_sum            'C29 H20 Br2 N2'
_chemical_formula_weight         556.29
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   28.250(5)
_cell_length_b                   28.250(5)
_cell_length_c                   15.849(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     10953(5)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    3553
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      24.73
_cell_measurement_theta_min      2.50
_shelx_estimated_absorpt_T_max   0.731
_shelx_estimated_absorpt_T_min   0.554
_exptl_absorpt_coefficient_mu    3.350
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             5004
_exptl_crystal_size_max          0.2
_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  0.0867
_diffrn_reflns_av_unetI/netI     0.0619
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27481
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.434
_diffrn_reflns_theta_min         2.103
_diffrn_ambient_temperature      296(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3046
_reflns_number_total             5018
_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       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.585
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         5018
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0440
_refine_ls_restrained_S_all      1.011
_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)+(0.0369P)²+17.7088P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.1004
_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.a Riding coordinates:
 N1(H1)
2.b Ternary CH refined with riding coordinates:
 C10(H10)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C15(H15), C16(H16), C17(H17), C18(H18),
 C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C27(H27), C28(H28)
2.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     heavy
_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 0.62148(2) 0.49222(2) 0.66854(3) 0.07206(18) Uani 1 1 d . . . . .
Br2 Br 0.56861(2) 0.68343(2) 0.20954(3) 0.06378(16) Uani 1 1 d . . . . .
N1 N 0.46454(11) 0.36170(11) 0.32014(17) 0.0346(7) Uani 1 1 d . . . . .
H1 H 0.4734 0.3431 0.3529 0.042 Uiso 1 1 d R . . . .
N2 N 0.60134(11) 0.46260(12) 0.24636(18) 0.0383(7) Uani 1 1 d . . . . .
C1 C 0.59988(15) 0.47106(16) 0.5553(2) 0.0448(10) Uani 1 1 d . . . . .
C2 C 0.55271(15) 0.46825(16) 0.5262(2) 0.0469(10) Uani 1 1 d . . . . .
H2 H 0.5309 0.4749 0.5625 0.056 Uiso 1 1 calc R . . . .
C3 C 0.53794(14) 0.45556(15) 0.4432(2) 0.0417(9) Uani 1 1 d . . . . .
H3 H 0.5055 0.4526 0.4238 0.050 Uiso 1 1 calc R . . . .
C4 C 0.57126(14) 0.44715(13) 0.3881(2) 0.0352(8) Uani 1 1 d . . . . .
C5 C 0.61783(14) 0.44859(14) 0.4199(2) 0.0376(8) Uani 1 1 d . . . . .
H5 H 0.6396 0.4415 0.3841 0.045 Uiso 1 1 calc R . . . .
C6 C 0.63224(14) 0.46027(14) 0.5033(2) 0.0422(9) Uani 1 1 d . . . . .
H6 H 0.6633 0.4609 0.5241 0.051 Uiso 1 1 calc R . . . .
C7 C 0.55949(14) 0.43870(13) 0.2960(2) 0.0333(8) Uani 1 1 d . . . . .
C8 C 0.50352(13) 0.40329(13) 0.2694(2) 0.0332(8) Uani 1 1 d . . . . .
C9 C 0.47926(14) 0.40392(13) 0.1939(2) 0.0340(8) Uani 1 1 d . . . . .
C10 C 0.50842(14) 0.44504(14) 0.1256(2) 0.0370(8) Uani 1 1 d . . . . .
H10 H 0.4841 0.4335 0.0765 0.044 Uiso 1 1 calc R . . . .
C11 C 0.55870(14) 0.44207(14) 0.1009(2) 0.0376(8) Uani 1 1 d . . . . .
C12 C 0.60029(14) 0.45252(14) 0.1588(2) 0.0389(9) Uani 1 1 d . . . . .
C13 C 0.42445(13) 0.35928(14) 0.1957(2) 0.0355(8) Uani 1 1 d . . . . .
C14 C 0.41669(14) 0.33337(14) 0.2749(2) 0.0358(8) Uani 1 1 d . . . . .
C15 C 0.36784(15) 0.28798(14) 0.2978(3) 0.0449(9) Uani 1 1 d . . . . .
H15 H 0.3632 0.2719 0.3506 0.054 Uiso 1 1 calc R . . . .
C16 C 0.32645(16) 0.26758(16) 0.2391(3) 0.0544(11) Uani 1 1 d . . . . .
H16 H 0.2930 0.2371 0.2525 0.065 Uiso 1 1 calc R . . . .
C17 C 0.33368(17) 0.29175(17) 0.1595(3) 0.0583(12) Uani 1 1 d . . . . .
H17 H 0.3052 0.2766 0.1206 0.070 Uiso 1 1 calc R . . . .
C18 C 0.38139(15) 0.33680(16) 0.1381(3) 0.0471(10) Uani 1 1 d . . . . .
H18 H 0.3854 0.3526 0.0852 0.056 Uiso 1 1 calc R . . . .
C19 C 0.52276(14) 0.50383(14) 0.1465(2) 0.0365(8) Uani 1 1 d . . . . .
C20 C 0.49588(15) 0.51515(15) 0.2098(2) 0.0449(9) Uani 1 1 d . . . . .
H20 H 0.4686 0.4866 0.2408 0.054 Uiso 1 1 calc R . . . .
C21 C 0.50910(16) 0.56827(16) 0.2273(3) 0.0478(10) Uani 1 1 d . . . . .
H21 H 0.4909 0.5753 0.2701 0.057 Uiso 1 1 calc R . . . .
C22 C 0.54887(15) 0.61030(15) 0.1818(2) 0.0419(9) Uani 1 1 d . . . . .
C23 C 0.57579(16) 0.60061(16) 0.1179(2) 0.0489(10) Uani 1 1 d . . . . .
H23 H 0.6024 0.6294 0.0864 0.059 Uiso 1 1 calc R . . . .
C24 C 0.56254(16) 0.54733(16) 0.1014(2) 0.0478(10) Uani 1 1 d . . . . .
H24 H 0.5809 0.5406 0.0586 0.057 Uiso 1 1 calc R . . . .
C25 C 0.56393(16) 0.42842(14) 0.0181(2) 0.0452(9) Uani 1 1 d . . . . .
H25 H 0.5363 0.4213 -0.0204 0.054 Uiso 1 1 calc R . . . .
C26 C 0.60877(18) 0.42506(16) -0.0084(2) 0.0537(11) Uani 1 1 d . . . . .
C27 C 0.65076(18) 0.43895(19) 0.0478(3) 0.0631(12) Uani 1 1 d . . . . .
H27 H 0.6820 0.4386 0.0304 0.076 Uiso 1 1 calc R . . . .
C28 C 0.64714(16) 0.45329(18) 0.1293(3) 0.0550(11) Uani 1 1 d . . . . .
H28 H 0.6766 0.4637 0.1656 0.066 Uiso 1 1 calc R . . . .
C29 C 0.6109(2) 0.4060(2) -0.0967(3) 0.0798(15) Uani 1 1 d . . . . .
H29A H 0.5995 0.3678 -0.0956 0.120 Uiso 1 1 calc GR . . . .
H29B H 0.6476 0.4263 -0.1179 0.120 Uiso 1 1 calc GR . . . .
H29C H 0.5869 0.4117 -0.1328 0.120 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 1.893(4) . ?
Br2 C22 1.903(4) . ?
N1 H1 0.8599 . ?
N1 C8 1.395(4) . ?
N1 C14 1.378(4) . ?
N2 C7 1.294(4) . ?
N2 C12 1.414(4) . ?
C1 C2 1.375(5) . ?
C1 C6 1.374(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.371(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.388(5) . ?
C4 C5 1.390(5) . ?
C4 C7 1.490(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.373(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.448(5) . ?
C8 C9 1.383(5) . ?
C9 C10 1.497(5) . ?
C9 C13 1.427(5) . ?
C10 H10 0.9800 . ?
C10 C11 1.516(5) . ?
C10 C19 1.536(5) . ?
C11 C12 1.401(5) . ?
C11 C25 1.395(5) . ?
C12 C28 1.393(5) . ?
C13 C14 1.414(5) . ?
C13 C18 1.395(5) . ?
C14 C15 1.382(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.375(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.400(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.355(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.388(5) . ?
C19 C24 1.380(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.381(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.363(5) . ?
C22 C23 1.374(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.382(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.383(6) . ?
C26 C27 1.375(6) . ?
C26 C29 1.512(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.373(6) . ?
C28 H28 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

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
C8 N1 H1 120.9 . . ?
C14 N1 H1 117.4 . . ?
C14 N1 C8 108.7(3) . . ?
C7 N2 C12 124.8(3) . . ?
C2 C1 Br1 119.2(3) . . ?
C6 C1 Br1 119.6(3) . . ?
C6 C1 C2 121.2(3) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 118.7(3) . . ?
C3 C4 C7 121.8(3) . . ?
C5 C4 C7 119.5(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.2(3) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 H6 120.6 . . ?
C5 C6 C1 118.7(3) . . ?
C5 C6 H6 120.6 . . ?
N2 C7 C4 116.1(3) . . ?
N2 C7 C8 125.4(3) . . ?
C8 C7 C4 118.4(3) . . ?
N1 C8 C7 122.9(3) . . ?
C9 C8 N1 108.8(3) . . ?
C9 C8 C7 128.3(3) . . ?
C8 C9 C10 123.4(3) . . ?
C8 C9 C13 107.3(3) . . ?
C13 C9 C10 129.3(3) . . ?
C9 C10 H10 107.1 . . ?
C9 C10 C11 108.2(3) . . ?
C9 C10 C19 115.3(3) . . ?
C11 C10 H10 107.1 . . ?
C11 C10 C19 111.6(3) . . ?
C19 C10 H10 107.1 . . ?
C12 C11 C10 121.9(3) . . ?
C25 C11 C10 119.4(3) . . ?
C25 C11 C12 118.7(3) . . ?
C11 C12 N2 128.1(3) . . ?
C28 C12 N2 113.7(3) . . ?
C28 C12 C11 118.2(3) . . ?
C14 C13 C9 107.1(3) . . ?
C18 C13 C9 134.7(3) . . ?
C18 C13 C14 118.1(3) . . ?
N1 C14 C13 107.9(3) . . ?
N1 C14 C15 129.6(3) . . ?
C15 C14 C13 122.5(3) . . ?
C14 C15 H15 121.4 . . ?
C16 C15 C14 117.2(4) . . ?
C16 C15 H15 121.4 . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.3(4) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.2(4) . . ?
C18 C17 H17 119.4 . . ?
C13 C18 H18 120.2 . . ?
C17 C18 C13 119.7(4) . . ?
C17 C18 H18 120.2 . . ?
C20 C19 C10 121.7(3) . . ?
C24 C19 C10 120.5(3) . . ?
C24 C19 C20 117.7(3) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 120.9(3) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.8(4) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 Br2 119.4(3) . . ?
C21 C22 C23 120.9(4) . . ?
C23 C22 Br2 119.7(3) . . ?
C22 C23 H23 120.6 . . ?
C22 C23 C24 118.8(4) . . ?
C24 C23 H23 120.6 . . ?
C19 C24 C23 121.8(4) . . ?
C19 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C11 C25 H25 118.9 . . ?
C26 C25 C11 122.2(4) . . ?
C26 C25 H25 118.9 . . ?
C25 C26 C29 120.5(4) . . ?
C27 C26 C25 118.2(4) . . ?
C27 C26 C29 121.3(4) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.9(4) . . ?
C28 C27 H27 119.6 . . ?
C12 C28 H28 119.3 . . ?
C27 C28 C12 121.4(4) . . ?
C27 C28 H28 119.3 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 N2 0.86 2.36 3.184(4) 160.7 18_545

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
Br1 C1 C2 C3 176.9(3) . . . . ?
Br1 C1 C6 C5 -175.7(3) . . . . ?
Br2 C22 C23 C24 177.1(3) . . . . ?
N1 C8 C9 C10 177.1(3) . . . . ?
N1 C8 C9 C13 -3.6(4) . . . . ?
N1 C14 C15 C16 -179.3(4) . . . . ?
N2 C7 C8 N1 152.3(3) . . . . ?
N2 C7 C8 C9 -28.2(6) . . . . ?
N2 C12 C28 C27 173.4(4) . . . . ?
C1 C2 C3 C4 -1.9(6) . . . . ?
C2 C1 C6 C5 2.5(6) . . . . ?
C2 C3 C4 C5 3.9(5) . . . . ?
C2 C3 C4 C7 -173.9(3) . . . . ?
C3 C4 C5 C6 -2.7(5) . . . . ?
C3 C4 C7 N2 139.7(4) . . . . ?
C3 C4 C7 C8 -42.8(5) . . . . ?
C4 C5 C6 C1 -0.5(5) . . . . ?
C4 C7 C8 N1 -25.0(5) . . . . ?
C4 C7 C8 C9 154.5(3) . . . . ?
C5 C4 C7 N2 -38.1(4) . . . . ?
C5 C4 C7 C8 139.5(3) . . . . ?
C6 C1 C2 C3 -1.3(6) . . . . ?
C7 N2 C12 C11 37.4(6) . . . . ?
C7 N2 C12 C28 -142.4(4) . . . . ?
C7 C4 C5 C6 175.2(3) . . . . ?
C7 C8 C9 C10 -2.4(6) . . . . ?
C7 C8 C9 C13 176.9(3) . . . . ?
C8 N1 C14 C13 -3.3(4) . . . . ?
C8 N1 C14 C15 177.4(4) . . . . ?
C8 C9 C10 C11 56.9(4) . . . . ?
C8 C9 C10 C19 -68.8(4) . . . . ?
C8 C9 C13 C14 1.6(4) . . . . ?
C8 C9 C13 C18 -175.5(4) . . . . ?
C9 C10 C11 C12 -60.5(4) . . . . ?
C9 C10 C11 C25 119.3(3) . . . . ?
C9 C10 C19 C20 -20.3(5) . . . . ?
C9 C10 C19 C24 160.9(3) . . . . ?
C9 C13 C14 N1 1.0(4) . . . . ?
C9 C13 C14 C15 -179.6(3) . . . . ?
C9 C13 C18 C17 177.6(4) . . . . ?
C10 C9 C13 C14 -179.2(3) . . . . ?
C10 C9 C13 C18 3.7(6) . . . . ?
C10 C11 C12 N2 5.4(6) . . . . ?
C10 C11 C12 C28 -174.9(3) . . . . ?
C10 C11 C25 C26 180.0(3) . . . . ?
C10 C19 C20 C21 -179.6(3) . . . . ?
C10 C19 C24 C23 179.1(3) . . . . ?
C11 C10 C19 C20 -144.3(3) . . . . ?
C11 C10 C19 C24 36.9(4) . . . . ?
C11 C12 C28 C27 -6.4(6) . . . . ?
C11 C25 C26 C27 -4.0(6) . . . . ?
C11 C25 C26 C29 175.3(4) . . . . ?
C12 N2 C7 C4 168.8(3) . . . . ?
C12 N2 C7 C8 -8.6(5) . . . . ?
C12 C11 C25 C26 -0.2(5) . . . . ?
C13 C9 C10 C11 -122.2(4) . . . . ?
C13 C9 C10 C19 112.1(4) . . . . ?
C13 C14 C15 C16 1.4(5) . . . . ?
C14 N1 C8 C7 -176.1(3) . . . . ?
C14 N1 C8 C9 4.3(4) . . . . ?
C14 C13 C18 C17 0.8(5) . . . . ?
C14 C15 C16 C17 0.2(6) . . . . ?
C15 C16 C17 C18 -1.3(7) . . . . ?
C16 C17 C18 C13 0.8(6) . . . . ?
C18 C13 C14 N1 178.7(3) . . . . ?
C18 C13 C14 C15 -2.0(5) . . . . ?
C19 C10 C11 C12 67.4(4) . . . . ?
C19 C10 C11 C25 -112.8(4) . . . . ?
C19 C20 C21 C22 0.3(6) . . . . ?
C20 C19 C24 C23 0.2(6) . . . . ?
C20 C21 C22 Br2 -177.6(3) . . . . ?
C20 C21 C22 C23 0.7(6) . . . . ?
C21 C22 C23 C24 -1.2(6) . . . . ?
C22 C23 C24 C19 0.7(6) . . . . ?
C24 C19 C20 C21 -0.7(5) . . . . ?
C25 C11 C12 N2 -174.5(3) . . . . ?
C25 C11 C12 C28 5.3(5) . . . . ?
C25 C26 C27 C28 3.0(6) . . . . ?
C26 C27 C28 C12 2.2(7) . . . . ?
C29 C26 C27 C28 -176.3(4) . . . . ?

_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 0.000 -0.532 247.9 45.3 ?
2 0.333 0.667 -0.831 247.9 45.3 ?
3 0.667 0.333 -0.165 247.9 45.3 ?


_olex2_submission_special_instructions 'No special instructions were received'
