# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_1A
_database_code_depnum_ccdc_archive 'CCDC 1980363'
loop_
_audit_author_name
_audit_author_address
'Hongsik Kim'
;Seoul National University
South Korea
;
_audit_update_record             
;
2021-03-29 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT084_1A                  
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.41 Report
RESPONSE: 	Author Response: The single crystal structure has severe disorders in the lattice solvent molecules and we have tried several times to get a good crystal data but unable to get it.
;
# Added during the CSD deposition process: Monday 29 March 2021 02:37 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H24 N6, 2(C5 H12)'
_chemical_formula_sum            'C48 H48 N6'
_chemical_formula_weight         708.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.9199(8)
_cell_length_b                   6.4841(4)
_cell_length_c                   24.7395(15)
_cell_angle_alpha                90
_cell_angle_beta                 91.495(4)
_cell_angle_gamma                90
_cell_volume                     1911.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    8198
_cell_measurement_theta_min      3.71
_cell_measurement_theta_max      76.75

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_F_000             756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.563
_shelx_estimated_absorpt_T_min   0.935
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6113
_exptl_absorpt_correction_T_max  0.7541
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Photon 100 CMOS detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36705
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_av_R_equivalents  0.1148
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         5.222
_diffrn_reflns_theta_max         77.362
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             3937
_reflns_number_gt                2764
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEXIII'
_computing_cell_refinement       'Bruker APEXIII'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SHELXS
_computing_structure_refinement  SHELXL
_computing_molecular_graphics    ORTEP
_computing_publication_material  CIFTAB
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3937
_refine_ls_number_parameters     294
_refine_ls_number_restraints     170
_refine_ls_R_factor_all          0.1686
_refine_ls_R_factor_gt           0.1377
_refine_ls_wR_factor_ref         0.4110
_refine_ls_wR_factor_gt          0.3883
_refine_ls_goodness_of_fit_ref   1.571
_refine_ls_restrained_S_all      1.603
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.3840(3) 0.3997(5) 0.40750(17) 0.0482(10) Uani 1 1 d . . . . .
N2 N 0.3893(3) 0.1910(5) 0.41250(16) 0.0466(9) Uani 1 1 d . . . . .
N3 N 0.3362(3) 0.0844(5) 0.37335(16) 0.0436(9) Uani 1 1 d . . . . .
C1 C 0.1244(4) 0.3654(7) 0.30564(19) 0.0476(11) Uani 1 1 d . . . . .
C2 C 0.0130(4) 0.3077(8) 0.3009(2) 0.0561(12) Uani 1 1 d . . . . .
H2 H -0.006317 0.178618 0.286085 0.067 Uiso 1 1 calc R U . . .
C3 C -0.0694(5) 0.4387(10) 0.3179(3) 0.0731(17) Uani 1 1 d . . . . .
H3 H -0.144873 0.397002 0.315654 0.088 Uiso 1 1 calc R U . . .
C4 C -0.0422(5) 0.6319(10) 0.3382(3) 0.0753(17) Uani 1 1 d . . . . .
H4 H -0.099476 0.721446 0.348900 0.090 Uiso 1 1 calc R U . . .
C5 C 0.0678(5) 0.6936(8) 0.3428(2) 0.0623(14) Uani 1 1 d . . . . .
H5 H 0.086062 0.824535 0.356813 0.075 Uiso 1 1 calc R U . . .
C6 C 0.1520(4) 0.5599(7) 0.3266(2) 0.0494(11) Uani 1 1 d . . . . .
C7 C 0.2925(3) 0.3723(6) 0.2516(2) 0.0465(11) Uani 1 1 d . . . . .
C8 C 0.3200(4) 0.5673(6) 0.2731(2) 0.0493(11) Uani 1 1 d . . . . .
C9 C 0.3785(4) 0.7063(8) 0.2425(3) 0.0621(14) Uani 1 1 d . . . . .
H9 H 0.397447 0.836460 0.256762 0.075 Uiso 1 1 calc R U . . .
C10 C 0.4089(5) 0.6540(9) 0.1911(3) 0.0726(16) Uani 1 1 d . . . . .
H10 H 0.448018 0.750179 0.170331 0.087 Uiso 1 1 calc R U . . .
C11 C 0.3835(5) 0.4644(10) 0.1696(3) 0.0735(16) Uani 1 1 d . . . . .
H11 H 0.405487 0.431111 0.134413 0.088 Uiso 1 1 calc R U . . .
C12 C 0.3241(4) 0.3195(8) 0.2004(2) 0.0589(13) Uani 1 1 d . . . . .
H12 H 0.306480 0.188779 0.186085 0.071 Uiso 1 1 calc R U . . .
C13 C 0.2790(4) 0.6025(6) 0.3302(2) 0.0510(12) Uani 1 1 d . . . . .
H13 H 0.298902 0.739292 0.345463 0.061 Uiso 1 1 calc R U . . .
C14 C 0.2256(3) 0.2378(6) 0.28960(19) 0.0436(10) Uani 1 1 d . . . . .
H14 H 0.205952 0.100756 0.274495 0.052 Uiso 1 1 calc R U . . .
C15 C 0.3248(4) 0.4238(6) 0.3625(2) 0.0468(11) Uani 1 1 d . . . . .
C16 C 0.2963(3) 0.2285(6) 0.34124(19) 0.0438(10) Uani 1 1 d . . . . .
C17 C 0.5087(7) 0.2079(7) 0.4925(3) 0.085(2) Uani 1 1 d . . . . .
H17 H 0.514234 0.351428 0.487951 0.102 Uiso 1 1 calc R U . . .
C18 C 0.4461(4) 0.0959(6) 0.45680(19) 0.0441(10) Uani 1 1 d . . . . .
C19 C 0.4358(6) -0.1145(7) 0.4649(3) 0.078(2) Uani 1 1 d . . . . .
H19 H 0.390671 -0.193630 0.441029 0.093 Uiso 1 1 calc R U . . .
C1P2 C 0.1986(19) 0.802(3) 0.5793(12) 0.184(9) Uani 0.625(10) 1 d D U P A 1
H1P1 H 0.214789 0.891501 0.548982 0.275 Uiso 0.625(10) 1 calc R U P A 1
H1P2 H 0.215021 0.875076 0.612867 0.275 Uiso 0.625(10) 1 calc R U P A 1
H1P3 H 0.119945 0.763936 0.577702 0.275 Uiso 0.625(10) 1 calc R U P A 1
C2P2 C 0.2723(16) 0.605(3) 0.5767(7) 0.161(6) Uani 0.625(10) 1 d D U P A 1
H2P1 H 0.343519 0.656988 0.563150 0.193 Uiso 0.625(10) 1 calc R U P A 1
H2P2 H 0.287562 0.572633 0.614843 0.193 Uiso 0.625(10) 1 calc R U P A 1
C3P2 C 0.2612(10) 0.400(2) 0.5511(5) 0.113(4) Uani 0.625(10) 1 d D U P A 1
H3P1 H 0.276252 0.302909 0.580739 0.135 Uiso 0.625(10) 1 calc R U P A 1
H3P2 H 0.326139 0.390565 0.527755 0.135 Uiso 0.625(10) 1 calc R U P A 1
C4P2 C 0.164(2) 0.298(4) 0.5175(8) 0.187(8) Uani 0.625(10) 1 d D U P A 1
H4P1 H 0.173753 0.151841 0.526571 0.224 Uiso 0.625(10) 1 calc R U P A 1
H4P2 H 0.097982 0.341845 0.537038 0.224 Uiso 0.625(10) 1 calc R U P A 1
C5P2 C 0.1197(15) 0.289(4) 0.4587(7) 0.146(7) Uani 0.625(10) 1 d D U P A 1
H5P1 H 0.058225 0.385659 0.453904 0.219 Uiso 0.625(10) 1 calc R U P A 1
H5P2 H 0.093297 0.150442 0.450668 0.219 Uiso 0.625(10) 1 calc R U P A 1
H5P3 H 0.179389 0.324572 0.434514 0.219 Uiso 0.625(10) 1 calc R U P A 1
C1P C 0.166(2) 1.049(4) 0.5395(12) 0.132(8) Uani 0.375(10) 1 d D U P A 2
H1P4 H 0.103472 1.067490 0.563483 0.199 Uiso 0.375(10) 1 calc R U P A 2
H1P5 H 0.213050 1.170170 0.540578 0.199 Uiso 0.375(10) 1 calc R U P A 2
H1P6 H 0.209195 0.929219 0.550915 0.199 Uiso 0.375(10) 1 calc R U P A 2
C2P C 0.124(4) 1.018(5) 0.4860(13) 0.187(11) Uani 0.375(10) 1 d D U P A 2
H2P3 H 0.041801 1.029921 0.487045 0.224 Uiso 0.375(10) 1 calc R U P A 2
H2P4 H 0.150115 1.133567 0.464318 0.224 Uiso 0.375(10) 1 calc R U P A 2
C3P C 0.147(3) 0.836(4) 0.4568(12) 0.165(9) Uani 0.375(10) 1 d D U P A 2
H3P3 H 0.089761 0.829479 0.427658 0.198 Uiso 0.375(10) 1 calc R U P A 2
H3P4 H 0.218433 0.861270 0.439358 0.198 Uiso 0.375(10) 1 calc R U P A 2
C4P C 0.1543(15) 0.638(3) 0.4778(7) 0.097(5) Uani 0.375(10) 1 d D U P A 2
H4P3 H 0.115943 0.651880 0.512193 0.116 Uiso 0.375(10) 1 calc R U P A 2
H4P4 H 0.234129 0.627418 0.487980 0.116 Uiso 0.375(10) 1 calc R U P A 2
C5P C 0.1278(17) 0.433(4) 0.4626(9) 0.097(5) Uani 0.375(10) 1 d D U P A 2
H5P4 H 0.072132 0.434645 0.433331 0.146 Uiso 0.375(10) 1 calc R U P A 2
H5P5 H 0.098103 0.360177 0.493341 0.146 Uiso 0.375(10) 1 calc R U P A 2
H5P6 H 0.195056 0.364128 0.450767 0.146 Uiso 0.375(10) 1 calc R U P A 2


_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 C15 1.312(6) . ?
N1 N2 1.361(4) . ?
N2 N3 1.336(5) . ?
N2 C18 1.415(6) . ?
N3 C16 1.308(5) . ?
C1 C2 1.381(6) . ?
C1 C6 1.399(6) . ?
C1 C14 1.524(6) . ?
C2 C3 1.373(8) . ?
C2 H2 0.9400 . ?
C3 C4 1.385(9) . ?
C3 H3 0.9400 . ?
C4 C5 1.372(9) . ?
C4 H4 0.9400 . ?
C5 C6 1.394(7) . ?
C5 H5 0.9400 . ?
C6 C13 1.539(7) . ?
C7 C12 1.376(7) . ?
C7 C8 1.406(6) . ?
C7 C14 1.522(6) . ?
C8 C9 1.377(7) . ?
C8 C13 1.525(8) . ?
C9 C10 1.373(9) . ?
C9 H9 0.9400 . ?
C10 C11 1.371(9) . ?
C10 H10 0.9400 . ?
C11 C12 1.412(8) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C15 1.502(6) . ?
C13 H13 0.9900 . ?
C14 C16 1.513(6) . ?
C14 H14 0.9900 . ?
C15 C16 1.409(5) . ?
C17 C18 1.352(7) . ?
C17 C19 1.372(8) 3_656 ?
C17 H17 0.9400 . ?
C18 C19 1.385(6) . ?
C19 H19 0.9400 . ?
C1P2 C2P2 1.553(16) . ?
C1P2 H1P1 0.9700 . ?
C1P2 H1P2 0.9700 . ?
C1P2 H1P3 0.9700 . ?
C2P2 C3P2 1.479(14) . ?
C2P2 H2P1 0.9800 . ?
C2P2 H2P2 0.9800 . ?
C3P2 C4P2 1.551(14) . ?
C3P2 H3P1 0.9800 . ?
C3P2 H3P2 0.9800 . ?
C4P2 C5P2 1.538(12) . ?
C4P2 H4P1 0.9800 . ?
C4P2 H4P2 0.9800 . ?
C5P2 H5P1 0.9700 . ?
C5P2 H5P2 0.9700 . ?
C5P2 H5P3 0.9700 . ?
C1P C2P 1.42(2) . ?
C1P H1P4 0.9700 . ?
C1P H1P5 0.9700 . ?
C1P H1P6 0.9700 . ?
C2P C3P 1.411(19) . ?
C2P H2P3 0.9800 . ?
C2P H2P4 0.9800 . ?
C3P C4P 1.389(19) . ?
C3P H3P3 0.9800 . ?
C3P H3P4 0.9800 . ?
C4P C5P 1.413(14) . ?
C4P H4P3 0.9800 . ?
C4P H4P4 0.9800 . ?
C5P H5P4 0.9700 . ?
C5P H5P5 0.9700 . ?
C5P H5P6 0.9700 . ?

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
C15 N1 N2 102.6(3) . . ?
N3 N2 N1 115.4(3) . . ?
N3 N2 C18 123.0(3) . . ?
N1 N2 C18 121.6(3) . . ?
C16 N3 N2 103.2(3) . . ?
C2 C1 C6 119.5(4) . . ?
C2 C1 C14 126.6(4) . . ?
C6 C1 C14 113.9(4) . . ?
C3 C2 C1 120.0(5) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.5(5) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 120.5(5) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.2(5) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C5 C6 C1 120.2(5) . . ?
C5 C6 C13 125.9(4) . . ?
C1 C6 C13 113.9(4) . . ?
C12 C7 C8 120.3(4) . . ?
C12 C7 C14 125.9(4) . . ?
C8 C7 C14 113.8(4) . . ?
C9 C8 C7 119.9(5) . . ?
C9 C8 C13 126.1(4) . . ?
C7 C8 C13 114.0(4) . . ?
C10 C9 C8 119.7(5) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C11 C10 C9 121.4(5) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 119.7(6) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C7 C12 C11 119.0(5) . . ?
C7 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C15 C13 C8 104.9(4) . . ?
C15 C13 C6 103.6(4) . . ?
C8 C13 C6 104.9(4) . . ?
C15 C13 H13 114.1 . . ?
C8 C13 H13 114.1 . . ?
C6 C13 H13 114.1 . . ?
C16 C14 C7 104.7(3) . . ?
C16 C14 C1 103.2(4) . . ?
C7 C14 C1 106.3(3) . . ?
C16 C14 H14 113.8 . . ?
C7 C14 H14 113.8 . . ?
C1 C14 H14 113.8 . . ?
N1 C15 C16 109.2(3) . . ?
N1 C15 C13 136.3(4) . . ?
C16 C15 C13 114.5(4) . . ?
N3 C16 C15 109.6(4) . . ?
N3 C16 C14 136.6(3) . . ?
C15 C16 C14 113.7(4) . . ?
C18 C17 C19 120.8(4) . 3_656 ?
C18 C17 H17 119.6 . . ?
C19 C17 H17 119.6 3_656 . ?
C17 C18 C19 119.0(5) . . ?
C17 C18 N2 121.1(4) . . ?
C19 C18 N2 119.9(4) . . ?
C17 C19 C18 120.2(5) 3_656 . ?
C17 C19 H19 119.9 3_656 . ?
C18 C19 H19 119.9 . . ?
C2P2 C1P2 H1P1 109.5 . . ?
C2P2 C1P2 H1P2 109.5 . . ?
H1P1 C1P2 H1P2 109.5 . . ?
C2P2 C1P2 H1P3 109.5 . . ?
H1P1 C1P2 H1P3 109.5 . . ?
H1P2 C1P2 H1P3 109.5 . . ?
C3P2 C2P2 C1P2 135.6(16) . . ?
C3P2 C2P2 H2P1 103.3 . . ?
C1P2 C2P2 H2P1 103.3 . . ?
C3P2 C2P2 H2P2 103.3 . . ?
C1P2 C2P2 H2P2 103.3 . . ?
H2P1 C2P2 H2P2 105.2 . . ?
C2P2 C3P2 C4P2 132.1(15) . . ?
C2P2 C3P2 H3P1 104.2 . . ?
C4P2 C3P2 H3P1 104.2 . . ?
C2P2 C3P2 H3P2 104.2 . . ?
C4P2 C3P2 H3P2 104.2 . . ?
H3P1 C3P2 H3P2 105.5 . . ?
C5P2 C4P2 C3P2 139.3(19) . . ?
C5P2 C4P2 H4P1 102.3 . . ?
C3P2 C4P2 H4P1 102.3 . . ?
C5P2 C4P2 H4P2 102.3 . . ?
C3P2 C4P2 H4P2 102.3 . . ?
H4P1 C4P2 H4P2 104.8 . . ?
C4P2 C5P2 H5P1 109.5 . . ?
C4P2 C5P2 H5P2 109.5 . . ?
H5P1 C5P2 H5P2 109.5 . . ?
C4P2 C5P2 H5P3 109.5 . . ?
H5P1 C5P2 H5P3 109.5 . . ?
H5P2 C5P2 H5P3 109.5 . . ?
C2P C1P H1P4 109.5 . . ?
C2P C1P H1P5 109.5 . . ?
H1P4 C1P H1P5 109.5 . . ?
C2P C1P H1P6 109.5 . . ?
H1P4 C1P H1P6 109.5 . . ?
H1P5 C1P H1P6 109.5 . . ?
C3P C2P C1P 122(2) . . ?
C3P C2P H2P3 106.9 . . ?
C1P C2P H2P3 106.9 . . ?
C3P C2P H2P4 106.9 . . ?
C1P C2P H2P4 106.9 . . ?
H2P3 C2P H2P4 106.7 . . ?
C4P C3P C2P 126(2) . . ?
C4P C3P H3P3 105.7 . . ?
C2P C3P H3P3 105.7 . . ?
C4P C3P H3P4 105.7 . . ?
C2P C3P H3P4 105.7 . . ?
H3P3 C3P H3P4 106.2 . . ?
C3P C4P C5P 139.3(19) . . ?
C3P C4P H4P3 102.2 . . ?
C5P C4P H4P3 102.2 . . ?
C3P C4P H4P4 102.2 . . ?
C5P C4P H4P4 102.2 . . ?
H4P3 C4P H4P4 104.8 . . ?
C4P C5P H5P4 109.5 . . ?
C4P C5P H5P5 109.5 . . ?
H5P4 C5P H5P5 109.5 . . ?
C4P C5P H5P6 109.5 . . ?
H5P4 C5P H5P6 109.5 . . ?
H5P5 C5P H5P6 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 N1 N2 N3 -0.3(5) . . . . ?
C15 N1 N2 C18 -179.5(4) . . . . ?
N1 N2 N3 C16 0.9(5) . . . . ?
C18 N2 N3 C16 -179.9(4) . . . . ?
C6 C1 C2 C3 -1.5(7) . . . . ?
C14 C1 C2 C3 179.1(5) . . . . ?
C1 C2 C3 C4 2.1(9) . . . . ?
C2 C3 C4 C5 -1.4(9) . . . . ?
C3 C4 C5 C6 0.3(9) . . . . ?
C4 C5 C6 C1 0.2(8) . . . . ?
C4 C5 C6 C13 -178.5(5) . . . . ?
C2 C1 C6 C5 0.4(7) . . . . ?
C14 C1 C6 C5 179.9(4) . . . . ?
C2 C1 C6 C13 179.3(4) . . . . ?
C14 C1 C6 C13 -1.3(6) . . . . ?
C12 C7 C8 C9 0.2(6) . . . . ?
C14 C7 C8 C9 -178.6(4) . . . . ?
C12 C7 C8 C13 179.9(4) . . . . ?
C14 C7 C8 C13 1.0(5) . . . . ?
C7 C8 C9 C10 0.4(7) . . . . ?
C13 C8 C9 C10 -179.2(5) . . . . ?
C8 C9 C10 C11 -0.8(8) . . . . ?
C9 C10 C11 C12 0.4(9) . . . . ?
C8 C7 C12 C11 -0.6(7) . . . . ?
C14 C7 C12 C11 178.2(4) . . . . ?
C10 C11 C12 C7 0.3(8) . . . . ?
C9 C8 C13 C15 -126.5(5) . . . . ?
C7 C8 C13 C15 53.9(5) . . . . ?
C9 C8 C13 C6 124.7(5) . . . . ?
C7 C8 C13 C6 -54.9(4) . . . . ?
C5 C6 C13 C15 124.2(5) . . . . ?
C1 C6 C13 C15 -54.5(5) . . . . ?
C5 C6 C13 C8 -126.1(5) . . . . ?
C1 C6 C13 C8 55.2(5) . . . . ?
C12 C7 C14 C16 125.9(5) . . . . ?
C8 C7 C14 C16 -55.3(4) . . . . ?
C12 C7 C14 C1 -125.2(5) . . . . ?
C8 C7 C14 C1 53.6(5) . . . . ?
C2 C1 C14 C16 -124.0(5) . . . . ?
C6 C1 C14 C16 56.6(5) . . . . ?
C2 C1 C14 C7 126.1(5) . . . . ?
C6 C1 C14 C7 -53.3(5) . . . . ?
N2 N1 C15 C16 -0.4(5) . . . . ?
N2 N1 C15 C13 177.6(6) . . . . ?
C8 C13 C15 N1 127.3(6) . . . . ?
C6 C13 C15 N1 -122.9(6) . . . . ?
C8 C13 C15 C16 -54.8(5) . . . . ?
C6 C13 C15 C16 55.0(5) . . . . ?
N2 N3 C16 C15 -1.1(5) . . . . ?
N2 N3 C16 C14 -178.3(5) . . . . ?
N1 C15 C16 N3 1.0(6) . . . . ?
C13 C15 C16 N3 -177.5(4) . . . . ?
N1 C15 C16 C14 178.9(4) . . . . ?
C13 C15 C16 C14 0.4(6) . . . . ?
C7 C14 C16 N3 -128.2(5) . . . . ?
C1 C14 C16 N3 120.7(5) . . . . ?
C7 C14 C16 C15 54.7(5) . . . . ?
C1 C14 C16 C15 -56.4(5) . . . . ?
C19 C17 C18 C19 2.0(13) 3_656 . . . ?
C19 C17 C18 N2 -179.6(7) 3_656 . . . ?
N3 N2 C18 C17 172.9(6) . . . . ?
N1 N2 C18 C17 -8.0(8) . . . . ?
N3 N2 C18 C19 -8.7(7) . . . . ?
N1 N2 C18 C19 170.4(5) . . . . ?
C17 C18 C19 C17 -2.0(13) . . . 3_656 ?
N2 C18 C19 C17 179.6(7) . . . 3_656 ?
C1P2 C2P2 C3P2 C4P2 -3(3) . . . . ?
C2P2 C3P2 C4P2 C5P2 85(4) . . . . ?
C1P C2P C3P C4P 37(6) . . . . ?
C2P C3P C4P C5P 144(3) . . . . ?

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
_geom_hbond_publ_flag
C17 H17 N1 0.94 2.51 2.830(7) 100.0 . yes
C19 H19 N3 0.94 2.53 2.839(6) 99.1 . yes
C13 H13 N3 0.99 2.38 3.366(5) 173.5 1_565 yes

_refine_diff_density_max         0.670
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.104













####################################################################### 
# 
# 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_1z_a_pl
_database_code_depnum_ccdc_archive 'CCDC 1980368'
loop_
_audit_author_name
_audit_author_address
'Hongsik Kim'
;Seoul National University
South Korea
;
_audit_update_record             
;
2021-03-29 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H24 N6'
_chemical_formula_sum            'C38 H24 N6'
_chemical_formula_weight         564.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 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 0.0059 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   6.4290(13)
_cell_length_b                   14.653(3)
_cell_length_c                   15.517(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.96(3)
_cell_angle_gamma                90
_cell_volume                     1456.3(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    54949
_cell_measurement_theta_min      0.401
_cell_measurement_theta_max      33.750

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_F_000             588
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.013
_exptl_crystal_size_mid          0.008
_exptl_crystal_size_min          0.002
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.999
_shelx_estimated_absorpt_T_max   1.000
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.957
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15059
_diffrn_reflns_av_unetI/netI     0.1703
_diffrn_reflns_av_R_equivalents  0.1417
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.886
_diffrn_reflns_theta_max         33.162
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.805
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.805
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.805
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4677
_reflns_number_gt                1525
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0786P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4677
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2053
_refine_ls_R_factor_gt           0.0659
_refine_ls_wR_factor_ref         0.1850
_refine_ls_wR_factor_gt          0.1452
_refine_ls_goodness_of_fit_ref   0.791
_refine_ls_restrained_S_all      0.791
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.0321(3) 0.31823(14) 0.33673(12) 0.0465(5) Uani 1 1 d . . . . .
N2 N 0.1590(3) 0.37523(13) 0.38628(12) 0.0447(5) Uani 1 1 d . . . . .
N3 N 0.3662(3) 0.36059(13) 0.38325(12) 0.0446(5) Uani 1 1 d . . . . .
C1 C -0.1268(4) 0.46749(17) 0.43001(16) 0.0516(6) Uani 1 1 d . . . . .
H1 H -0.212228 0.444949 0.383418 0.062 Uiso 1 1 calc R U . . .
C2 C 0.0793(3) 0.44033(15) 0.44287(15) 0.0422(5) Uani 1 1 d . . . . .
C3 C 0.2050(4) 0.47139(17) 0.51283(16) 0.0509(6) Uani 1 1 d . . . . .
H3 H 0.342442 0.451395 0.521817 0.061 Uiso 1 1 calc R U . . .
C4 C 0.3695(3) 0.29133(16) 0.32920(14) 0.0414(6) Uani 1 1 d . . . . .
C5 C 0.1671(3) 0.26526(16) 0.30108(14) 0.0412(5) Uani 1 1 d . . . . .
C6 C 0.1531(4) 0.18458(17) 0.23998(15) 0.0494(6) Uani 1 1 d . . . . .
H6 H 0.009890 0.166126 0.221064 0.059 Uiso 1 1 calc R U . . .
C7 C 0.2802(4) 0.21426(16) 0.16669(14) 0.0451(6) Uani 1 1 d . . . . .
C8 C 0.2105(4) 0.21620(18) 0.07993(16) 0.0564(7) Uani 1 1 d . . . . .
H8 H 0.076421 0.196812 0.061264 0.068 Uiso 1 1 calc R U . . .
C9 C 0.3447(5) 0.2476(2) 0.02140(18) 0.0701(8) Uani 1 1 d . . . . .
H9 H 0.299557 0.249263 -0.037158 0.084 Uiso 1 1 calc R U . . .
C10 C 0.5424(5) 0.2763(2) 0.04796(18) 0.0681(8) Uani 1 1 d . . . . .
H10 H 0.629441 0.297402 0.007467 0.082 Uiso 1 1 calc R U . . .
C11 C 0.6141(4) 0.27403(18) 0.13523(17) 0.0574(7) Uani 1 1 d . . . . .
H11 H 0.748374 0.293611 0.153399 0.069 Uiso 1 1 calc R U . . .
C12 C 0.4833(3) 0.24244(16) 0.19401(15) 0.0446(6) Uani 1 1 d . . . . .
C13 C 0.5376(3) 0.23604(17) 0.29192(14) 0.0460(6) Uani 1 1 d . . . . .
H13 H 0.680212 0.254958 0.311293 0.055 Uiso 1 1 calc R U . . .
C14 C 0.4847(4) 0.13717(17) 0.31540(15) 0.0508(6) Uani 1 1 d . . . . .
C15 C 0.6191(5) 0.0778(2) 0.36107(19) 0.0729(9) Uani 1 1 d . . . . .
H15 H 0.755081 0.095274 0.379042 0.087 Uiso 1 1 calc R U . . .
C16 C 0.5455(8) -0.0098(2) 0.3799(2) 0.0999(12) Uani 1 1 d . . . . .
H16 H 0.633630 -0.050757 0.410870 0.120 Uiso 1 1 calc R U . . .
C17 C 0.3479(8) -0.0352(2) 0.3532(3) 0.0999(12) Uani 1 1 d . . . . .
H17 H 0.301966 -0.093231 0.366714 0.120 Uiso 1 1 calc R U . . .
C18 C 0.2130(5) 0.0235(2) 0.3064(2) 0.0758(9) Uani 1 1 d . . . . .
H18 H 0.078608 0.004848 0.287243 0.091 Uiso 1 1 calc R U . . .
C19 C 0.2815(4) 0.11053(17) 0.28864(16) 0.0532(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C5 1.321(3) . ?
N1 N2 1.359(2) . ?
N2 N3 1.354(2) . ?
N2 C2 1.422(3) . ?
N3 C4 1.318(3) . ?
C1 C2 1.381(3) . ?
C1 C3 1.385(3) 3_566 ?
C1 H1 0.9300 . ?
C2 C3 1.374(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.390(3) . ?
C4 C13 1.505(3) . ?
C5 C6 1.513(3) . ?
C6 C7 1.520(3) . ?
C6 C19 1.523(4) . ?
C6 H6 0.9800 . ?
C7 C8 1.382(3) . ?
C7 C12 1.400(3) . ?
C8 C9 1.384(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.367(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.393(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.373(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.532(3) . ?
C13 C14 1.539(4) . ?
C13 H13 0.9800 . ?
C14 C15 1.378(4) . ?
C14 C19 1.392(4) . ?
C15 C16 1.408(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.354(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.382(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.385(4) . ?
C18 H18 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 N2 102.37(18) . . ?
N3 N2 N1 115.30(17) . . ?
N3 N2 C2 122.41(18) . . ?
N1 N2 C2 122.08(18) . . ?
C4 N3 N2 102.36(17) . . ?
C2 C1 C3 119.4(2) . 3_566 ?
C2 C1 H1 120.3 . . ?
C3 C1 H1 120.3 3_566 . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 N2 119.4(2) . . ?
C1 C2 N2 119.8(2) . . ?
C2 C3 C1 119.9(2) . 3_566 ?
C2 C3 H3 120.0 . . ?
C1 C3 H3 120.0 3_566 . ?
N3 C4 C5 110.2(2) . . ?
N3 C4 C13 135.3(2) . . ?
C5 C4 C13 114.5(2) . . ?
N1 C5 C4 109.8(2) . . ?
N1 C5 C6 135.7(2) . . ?
C4 C5 C6 114.5(2) . . ?
C5 C6 C7 103.80(19) . . ?
C5 C6 C19 104.22(18) . . ?
C7 C6 C19 105.76(19) . . ?
C5 C6 H6 114.0 . . ?
C7 C6 H6 114.0 . . ?
C19 C6 H6 114.0 . . ?
C8 C7 C12 120.3(2) . . ?
C8 C7 C6 125.8(2) . . ?
C12 C7 C6 113.9(2) . . ?
C7 C8 C9 118.6(3) . . ?
C7 C8 H8 120.7 . . ?
C9 C8 H8 120.7 . . ?
C10 C9 C8 121.3(3) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 120.4(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 118.9(3) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C11 C12 C7 120.5(2) . . ?
C11 C12 C13 125.4(2) . . ?
C7 C12 C13 114.1(2) . . ?
C4 C13 C12 103.80(18) . . ?
C4 C13 C14 103.60(19) . . ?
C12 C13 C14 104.86(19) . . ?
C4 C13 H13 114.4 . . ?
C12 C13 H13 114.4 . . ?
C14 C13 H13 114.4 . . ?
C15 C14 C19 120.5(3) . . ?
C15 C14 C13 125.0(3) . . ?
C19 C14 C13 114.5(2) . . ?
C14 C15 C16 118.4(3) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 H15 120.8 . . ?
C17 C16 C15 120.7(3) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 121.3(3) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C17 C18 C19 118.8(3) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C18 C19 C14 120.3(3) . . ?
C18 C19 C6 125.9(3) . . ?
C14 C19 C6 113.7(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
C5 N1 N2 N3 0.1(2) . . . . ?
C5 N1 N2 C2 -174.7(2) . . . . ?
N1 N2 N3 C4 0.1(2) . . . . ?
C2 N2 N3 C4 174.9(2) . . . . ?
C3 C1 C2 C3 1.8(4) 3_566 . . . ?
C3 C1 C2 N2 177.8(2) 3_566 . . . ?
N3 N2 C2 C3 -18.6(3) . . . . ?
N1 N2 C2 C3 155.8(2) . . . . ?
N3 N2 C2 C1 165.3(2) . . . . ?
N1 N2 C2 C1 -20.3(3) . . . . ?
C1 C2 C3 C1 -1.8(4) . . . 3_566 ?
N2 C2 C3 C1 -177.9(2) . . . 3_566 ?
N2 N3 C4 C5 -0.3(2) . . . . ?
N2 N3 C4 C13 179.4(3) . . . . ?
N2 N1 C5 C4 -0.3(2) . . . . ?
N2 N1 C5 C6 178.6(3) . . . . ?
N3 C4 C5 N1 0.4(3) . . . . ?
C13 C4 C5 N1 -179.4(2) . . . . ?
N3 C4 C5 C6 -178.7(2) . . . . ?
C13 C4 C5 C6 1.5(3) . . . . ?
N1 C5 C6 C7 125.1(3) . . . . ?
C4 C5 C6 C7 -56.2(3) . . . . ?
N1 C5 C6 C19 -124.4(3) . . . . ?
C4 C5 C6 C19 54.4(3) . . . . ?
C5 C6 C7 C8 -125.0(2) . . . . ?
C19 C6 C7 C8 125.6(3) . . . . ?
C5 C6 C7 C12 54.1(3) . . . . ?
C19 C6 C7 C12 -55.3(2) . . . . ?
C12 C7 C8 C9 -0.9(4) . . . . ?
C6 C7 C8 C9 178.2(2) . . . . ?
C7 C8 C9 C10 0.0(4) . . . . ?
C8 C9 C10 C11 0.3(4) . . . . ?
C9 C10 C11 C12 0.1(4) . . . . ?
C10 C11 C12 C7 -0.9(4) . . . . ?
C10 C11 C12 C13 -179.7(2) . . . . ?
C8 C7 C12 C11 1.3(4) . . . . ?
C6 C7 C12 C11 -177.8(2) . . . . ?
C8 C7 C12 C13 -179.8(2) . . . . ?
C6 C7 C12 C13 1.0(3) . . . . ?
N3 C4 C13 C12 -125.8(3) . . . . ?
C5 C4 C13 C12 53.9(3) . . . . ?
N3 C4 C13 C14 124.9(3) . . . . ?
C5 C4 C13 C14 -55.4(2) . . . . ?
C11 C12 C13 C4 123.5(3) . . . . ?
C7 C12 C13 C4 -55.3(3) . . . . ?
C11 C12 C13 C14 -128.1(2) . . . . ?
C7 C12 C13 C14 53.1(2) . . . . ?
C4 C13 C14 C15 -124.1(3) . . . . ?
C12 C13 C14 C15 127.4(3) . . . . ?
C4 C13 C14 C19 54.1(2) . . . . ?
C12 C13 C14 C19 -54.4(3) . . . . ?
C19 C14 C15 C16 -0.1(4) . . . . ?
C13 C14 C15 C16 178.1(3) . . . . ?
C14 C15 C16 C17 0.3(5) . . . . ?
C15 C16 C17 C18 0.5(6) . . . . ?
C16 C17 C18 C19 -1.6(5) . . . . ?
C17 C18 C19 C14 1.8(4) . . . . ?
C17 C18 C19 C6 -178.5(3) . . . . ?
C15 C14 C19 C18 -1.0(4) . . . . ?
C13 C14 C19 C18 -179.3(2) . . . . ?
C15 C14 C19 C6 179.3(2) . . . . ?
C13 C14 C19 C6 1.0(3) . . . . ?
C5 C6 C19 C18 125.3(3) . . . . ?
C7 C6 C19 C18 -125.6(3) . . . . ?
C5 C6 C19 C14 -55.1(3) . . . . ?
C7 C6 C19 C14 54.0(2) . . . . ?

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
_geom_hbond_publ_flag
C13 H13 N1 0.98 2.45 3.415(3) 170.0 1_655 yes

_refine_diff_density_max         0.236
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.054



# start Validation Reply Form
_vrf_PLAT026_1z_a_pl             
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low .. 33% Check
RESPONSE: The diffraction spots? weak intensities were inevitable 
due to the extremely small crystal size of 1Z (0.013 \~A--- 0.008 \~A--- 0.002 mm3).
;
# end Validation Reply Form



















####################################################################### 
# 
# 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_1B
_database_code_depnum_ccdc_archive 'CCDC 1980365'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Beamline Division, Pohang Accelerator Laboratory, Pohang, Korea
South Korea
;
#Added by publCIF



_audit_update_record             
;
2020-01-28 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;


_symmetry_space_group_name_hall  ?
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
1,4-bis(4,9-Dihydro-o-benzeno-2H-naphtho-[2,3-d][1,2,3]triazolo)benzene
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H24 N6, C5 H12'
_chemical_formula_sum            'C43 H36 N6'
_chemical_formula_weight         636.78

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 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 0.0059 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.3260(13)
_cell_length_b                   15.778(3)
_cell_length_c                   16.684(3)
_cell_angle_alpha                81.36(3)
_cell_angle_beta                 89.31(3)
_cell_angle_gamma                88.89(3)
_cell_volume                     1646.0(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    92557
_cell_measurement_theta_min      0.401
_cell_measurement_theta_max      33.749

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.015
_exptl_crystal_size_mid          0.008
_exptl_crystal_size_min          0.002
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.999
_shelx_estimated_absorpt_T_max   1.000
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.809
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'HKL3000sm Scalepack (Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11925
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.286
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6007
_reflns_number_gt                4028
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'PAL BL2D-SMDC Program (Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    Mercury
_computing_publication_material  encifer
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6007
_refine_ls_number_parameters     492
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.1359
_refine_ls_R_factor_gt           0.1136
_refine_ls_wR_factor_ref         0.3197
_refine_ls_wR_factor_gt          0.2996
_refine_ls_goodness_of_fit_ref   1.218
_refine_ls_restrained_S_all      1.231
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N1A N 0.0403(5) 0.14298(19) 0.30237(16) 0.0564(7) Uani 1 1 d . . . . .
N2A N 0.1644(5) 0.09872(19) 0.35975(17) 0.0569(7) Uani 1 1 d . . . . .
N3A N 0.3730(5) 0.10637(19) 0.34783(17) 0.0572(7) Uani 1 1 d . . . . .
C1A C 0.2125(6) 0.0235(2) 0.4970(2) 0.0605(9) Uani 1 1 d . . . . .
H1A H 0.356085 0.040319 0.494308 0.073 Uiso 1 1 calc R U . . .
C2A C 0.0777(6) 0.0479(2) 0.4310(2) 0.0585(9) Uani 1 1 d . . . . .
C3A C -0.1321(6) 0.0254(2) 0.4339(2) 0.0587(9) Uani 1 1 d . . . . .
H3A H -0.220847 0.043436 0.388737 0.070 Uiso 1 1 calc R U . . .
C4A C 0.1813(6) 0.1822(2) 0.2509(2) 0.0537(8) Uani 1 1 d . . . . .
C5A C 0.3836(6) 0.1590(2) 0.2786(2) 0.0549(8) Uani 1 1 d . . . . .
C6A C 0.5606(6) 0.1991(2) 0.2250(2) 0.0579(9) Uani 1 1 d . . . . .
H6A H 0.705620 0.180685 0.244471 0.069 Uiso 1 1 calc R U . . .
C7A C 0.5182(6) 0.2954(2) 0.2161(2) 0.0575(9) Uani 1 1 d . . . . .
C8A C 0.6586(6) 0.3567(3) 0.2372(2) 0.0631(9) Uani 1 1 d . . . . .
H8A H 0.794697 0.339042 0.257478 0.076 Uiso 1 1 calc R U . . .
C9A C 0.5988(7) 0.4421(3) 0.2286(2) 0.0688(10) Uani 1 1 d . . . . .
H9A H 0.693591 0.483876 0.241540 0.083 Uiso 1 1 calc R U . . .
C10A C 0.3968(7) 0.4658(2) 0.2004(2) 0.0661(10) Uani 1 1 d . . . . .
H10A H 0.353050 0.524356 0.194651 0.079 Uiso 1 1 calc R U . . .
C11A C 0.2550(6) 0.4036(2) 0.1802(2) 0.0605(9) Uani 1 1 d . . . . .
H11A H 0.117640 0.420764 0.161027 0.073 Uiso 1 1 calc R U . . .
C12A C 0.3159(6) 0.3187(2) 0.18845(19) 0.0559(8) Uani 1 1 d . . . . .
C13A C 0.1763(6) 0.2432(2) 0.1715(2) 0.0545(8) Uani 1 1 d . . . . .
H13A H 0.030629 0.261099 0.152476 0.065 Uiso 1 1 calc R U . . .
C14A C 0.3011(6) 0.1968(2) 0.1140(2) 0.0552(8) Uani 1 1 d . . . . .
C15A C 0.2276(6) 0.1752(2) 0.0402(2) 0.0580(9) Uani 1 1 d . . . . .
H15A H 0.089837 0.192476 0.021507 0.070 Uiso 1 1 calc R U . . .
C16A C 0.3575(6) 0.1292(2) -0.0042(2) 0.0624(9) Uani 1 1 d . . . . .
H16A H 0.310631 0.113798 -0.053860 0.075 Uiso 1 1 calc R U . . .
C17A C 0.5578(7) 0.1054(2) 0.0241(2) 0.0641(10) Uani 1 1 d . . . . .
H17A H 0.647860 0.073226 -0.006480 0.077 Uiso 1 1 calc R U . . .
C18A C 0.6309(6) 0.1278(2) 0.0972(2) 0.0607(9) Uani 1 1 d . . . . .
H18A H 0.769592 0.111213 0.115207 0.073 Uiso 1 1 calc R U . . .
C19A C 0.5042(6) 0.1730(2) 0.1419(2) 0.0567(8) Uani 1 1 d . . . . .
N1B N 0.1280(5) 0.60443(18) 0.34644(17) 0.0559(7) Uani 1 1 d . . . . .
N2B N 0.3388(4) 0.59851(18) 0.35927(16) 0.0537(7) Uani 1 1 d . . . . .
N3B N 0.4619(5) 0.64503(18) 0.30336(16) 0.0556(7) Uani 1 1 d . . . . .
C1B C 0.2896(6) 0.5233(2) 0.4965(2) 0.0586(9) Uani 1 1 d . . . . .
H1B H 0.144336 0.539844 0.493829 0.070 Uiso 1 1 calc R U . . .
C2B C 0.4232(6) 0.5485(2) 0.43114(19) 0.0547(8) Uani 1 1 d . . . . .
C3B C 0.6315(6) 0.5260(2) 0.4345(2) 0.0584(9) Uani 1 1 d . . . . .
H3B H 0.722376 0.544034 0.389726 0.070 Uiso 1 1 calc R U . . .
C4B C 0.1181(6) 0.6577(2) 0.2770(2) 0.0553(8) Uani 1 1 d . . . . .
C5B C 0.3209(6) 0.6821(2) 0.2507(2) 0.0541(8) Uani 1 1 d . . . . .
C6B C 0.3265(6) 0.7438(2) 0.17168(19) 0.0547(8) Uani 1 1 d . . . . .
H6B H 0.472234 0.760026 0.152029 0.066 Uiso 1 1 calc R U . . .
C7B C 0.1909(6) 0.8175(2) 0.18759(19) 0.0569(8) Uani 1 1 d . . . . .
C8B C 0.2520(6) 0.9039(2) 0.1796(2) 0.0604(9) Uani 1 1 d . . . . .
H8B H 0.389675 0.920081 0.160479 0.073 Uiso 1 1 calc R U . . .
C9B C 0.1119(7) 0.9637(2) 0.1995(2) 0.0662(10) Uani 1 1 d . . . . .
H9B H 0.150764 1.022113 0.194653 0.079 Uiso 1 1 calc R U . . .
C10B C -0.0881(7) 0.9389(3) 0.2271(2) 0.0668(10) Uani 1 1 d . . . . .
H10B H -0.186118 0.981044 0.240436 0.080 Uiso 1 1 calc R U . . .
C11B C -0.1498(6) 0.8529(3) 0.2357(2) 0.0628(9) Uani 1 1 d . . . . .
H11B H -0.286375 0.836899 0.256196 0.075 Uiso 1 1 calc R U . . .
C12B C -0.0127(6) 0.7934(2) 0.2146(2) 0.0580(9) Uani 1 1 d . . . . .
C13B C -0.0576(6) 0.6959(2) 0.2227(2) 0.0572(8) Uani 1 1 d . . . . .
H13B H -0.202772 0.679463 0.243050 0.069 Uiso 1 1 calc R U . . .
C14B C -0.0024(6) 0.6716(2) 0.1402(2) 0.0557(8) Uani 1 1 d . . . . .
C15B C -0.1349(6) 0.6252(2) 0.0942(2) 0.0607(9) Uani 1 1 d . . . . .
H15B H -0.272219 0.608872 0.113588 0.073 Uiso 1 1 calc R U . . .
C16B C -0.0613(6) 0.6043(2) 0.0209(2) 0.0630(9) Uani 1 1 d . . . . .
H16B H -0.147118 0.573263 -0.010479 0.076 Uiso 1 1 calc R U . . .
C17B C 0.1381(6) 0.6292(2) -0.0056(2) 0.0615(9) Uani 1 1 d . . . . .
H17B H 0.188907 0.614813 -0.055763 0.074 Uiso 1 1 calc R U . . .
C18B C 0.2705(6) 0.6757(2) 0.0399(2) 0.0575(8) Uani 1 1 d . . . . .
H18B H 0.406955 0.692727 0.019991 0.069 Uiso 1 1 calc R U . . .
C19B C 0.1995(5) 0.6959(2) 0.1128(2) 0.0542(8) Uani 1 1 d . . . . .
C1S1 C 0.6266(13) 0.1692(4) 0.5886(4) 0.094(2) Uani 0.728(6) 1 d D U P A 1
H1S1 H 0.547126 0.168009 0.538720 0.140 Uiso 0.728(6) 1 calc R U P A 1
H1S2 H 0.558367 0.209766 0.620218 0.140 Uiso 0.728(6) 1 calc R U P A 1
H1S3 H 0.629202 0.111773 0.620665 0.140 Uiso 0.728(6) 1 calc R U P A 1
C2S1 C 0.8374(18) 0.1952(6) 0.5685(6) 0.132(3) Uani 0.728(6) 1 d D U P A 1
H2SA H 0.926798 0.143005 0.568477 0.158 Uiso 0.728(6) 1 calc R U P A 1
H2SB H 0.889501 0.225435 0.612053 0.158 Uiso 0.728(6) 1 calc R U P A 1
C3S1 C 0.870(2) 0.2541(11) 0.4861(9) 0.164(6) Uani 0.728(6) 1 d D U P A 1
H3SA H 0.839299 0.222621 0.440711 0.197 Uiso 0.728(6) 1 calc R U P A 1
H3SB H 0.774824 0.304929 0.482458 0.197 Uiso 0.728(6) 1 calc R U P A 1
C4S1 C 1.1005(19) 0.2817(6) 0.4818(6) 0.131(3) Uani 0.728(6) 1 d D U P A 1
H4SA H 1.126979 0.314919 0.526456 0.157 Uiso 0.728(6) 1 calc R U P A 1
H4SB H 1.193375 0.229985 0.490022 0.157 Uiso 0.728(6) 1 calc R U P A 1
C5S1 C 1.1556(17) 0.3332(6) 0.4057(5) 0.106(3) Uani 0.728(6) 1 d D U P A 1
H5SA H 1.307237 0.344895 0.404559 0.159 Uiso 0.728(6) 1 calc R U P A 1
H5SB H 1.075191 0.387479 0.399871 0.159 Uiso 0.728(6) 1 calc R U P A 1
H5SC H 1.121599 0.302195 0.360946 0.159 Uiso 0.728(6) 1 calc R U P A 1
C1S2 C 1.406(4) 0.2508(17) 0.4938(15) 0.133(7) Uani 0.272(6) 1 d D U P A -2
H1S4 H 1.382995 0.275589 0.543721 0.199 Uiso 0.272(6) 1 calc R U P A -2
H1S5 H 1.556167 0.252537 0.479298 0.199 Uiso 0.272(6) 1 calc R U P A -2
H1S6 H 1.359113 0.191204 0.502255 0.199 Uiso 0.272(6) 1 calc R U P A -2
C2S2 C 1.273(3) 0.3045(14) 0.4224(12) 0.093(5) Uani 0.272(6) 1 d D U P A -2
H2SC H 1.325071 0.288022 0.370641 0.112 Uiso 0.272(6) 1 calc R U P A -2
H2SD H 1.305343 0.365847 0.421221 0.112 Uiso 0.272(6) 1 calc R U P A -2
C3S2 C 1.021(2) 0.2957(11) 0.4250(9) 0.075(4) Uani 0.272(6) 1 d D U P A -2
H3SC H 0.958374 0.354275 0.417215 0.090 Uiso 0.272(6) 1 calc R U P A -2
H3SD H 0.980162 0.268605 0.377801 0.090 Uiso 0.272(6) 1 calc R U P A -2
C4S2 C 0.918(3) 0.2451(14) 0.5009(11) 0.075(5) Uani 0.272(6) 1 d D U P A -2
H4SC H 0.953356 0.276886 0.545681 0.089 Uiso 0.272(6) 1 calc R U P A -2
H4SD H 0.999524 0.190418 0.511154 0.089 Uiso 0.272(6) 1 calc R U P A -2
C5S2 C 0.683(2) 0.2193(9) 0.5165(8) 0.067(4) Uani 0.272(6) 1 d D U P A -2
H5S1 H 0.590536 0.269620 0.501031 0.101 Uiso 0.272(6) 1 calc R U P A -2
H5S2 H 0.661636 0.197581 0.574194 0.101 Uiso 0.272(6) 1 calc R U P A -2
H5S3 H 0.648021 0.174611 0.484196 0.101 Uiso 0.272(6) 1 calc R U P A -2


_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
N1A C4A 1.325(4) . ?
N1A N2A 1.348(4) . ?
N2A N3A 1.337(4) . ?
N2A C2A 1.440(4) . ?
N3A C5A 1.319(4) . ?
C1A C3A 1.386(5) 2_556 ?
C1A C2A 1.403(5) . ?
C1A H1A 0.9500 . ?
C2A C3A 1.379(5) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.390(5) . ?
C4A C13A 1.517(4) . ?
C5A C6A 1.511(5) . ?
C6A C7A 1.525(5) . ?
C6A C19A 1.552(5) . ?
C6A H6A 1.0000 . ?
C7A C12A 1.389(5) . ?
C7A C8A 1.410(5) . ?
C8A C9A 1.380(6) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.391(6) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.423(6) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.373(5) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.559(5) . ?
C13A C14A 1.500(5) . ?
C13A H13A 1.0000 . ?
C14A C19A 1.397(5) . ?
C14A C15A 1.413(5) . ?
C15A C16A 1.369(5) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.383(6) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.405(6) . ?
C17A H17A 0.9500 . ?
C18A C19A 1.353(5) . ?
C18A H18A 0.9500 . ?
N1B C4B 1.327(4) . ?
N1B N2B 1.353(4) . ?
N2B N3B 1.347(4) . ?
N2B C2B 1.436(4) . ?
N3B C5B 1.324(4) . ?
C1B C3B 1.382(5) 2_666 ?
C1B C2B 1.386(5) . ?
C1B H1B 0.9500 . ?
C2B C3B 1.358(5) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.393(5) . ?
C4B C13B 1.500(5) . ?
C5B C6B 1.517(4) . ?
C6B C7B 1.485(5) . ?
C6B C19B 1.565(5) . ?
C6B H6B 1.0000 . ?
C7B C12B 1.400(5) . ?
C7B C8B 1.412(5) . ?
C8B C9B 1.356(6) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.384(6) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.405(6) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.349(5) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.555(5) . ?
C13B C14B 1.519(5) . ?
C13B H13B 1.0000 . ?
C14B C19B 1.393(5) . ?
C14B C15B 1.426(5) . ?
C15B C16B 1.387(5) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.377(6) . ?
C16B H16B 0.9500 . ?
C17B C18B 1.423(5) . ?
C17B H17B 0.9500 . ?
C18B C19B 1.370(5) . ?
C18B H18B 0.9500 . ?
C1S1 C2S1 1.424(10) . ?
C1S1 H1S1 0.9800 . ?
C1S1 H1S2 0.9800 . ?
C1S1 H1S3 0.9800 . ?
C2S1 C3S1 1.554(13) . ?
C2S1 H2SA 0.9900 . ?
C2S1 H2SB 0.9900 . ?
C3S1 C4S1 1.525(13) . ?
C3S1 H3SA 0.9900 . ?
C3S1 H3SB 0.9900 . ?
C4S1 C5S1 1.444(11) . ?
C4S1 H4SA 0.9900 . ?
C4S1 H4SB 0.9900 . ?
C5S1 H5SA 0.9800 . ?
C5S1 H5SB 0.9800 . ?
C5S1 H5SC 0.9800 . ?
C1S2 C2S2 1.591(16) . ?
C1S2 H1S4 0.9800 . ?
C1S2 H1S5 0.9800 . ?
C1S2 H1S6 0.9800 . ?
C2S2 C3S2 1.602(16) . ?
C2S2 H2SC 0.9900 . ?
C2S2 H2SD 0.9900 . ?
C3S2 C4S2 1.538(16) . ?
C3S2 H3SC 0.9900 . ?
C3S2 H3SD 0.9900 . ?
C4S2 C5S2 1.559(16) . ?
C4S2 H4SC 0.9900 . ?
C4S2 H4SD 0.9900 . ?
C5S2 H5S1 0.9800 . ?
C5S2 H5S2 0.9800 . ?
C5S2 H5S3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4A N1A N2A 102.1(3) . . ?
N3A N2A N1A 116.2(3) . . ?
N3A N2A C2A 121.7(3) . . ?
N1A N2A C2A 122.0(3) . . ?
C5A N3A N2A 102.3(3) . . ?
C3A C1A C2A 118.8(4) 2_556 . ?
C3A C1A H1A 120.6 2_556 . ?
C2A C1A H1A 120.6 . . ?
C3A C2A C1A 121.7(3) . . ?
C3A C2A N2A 120.4(3) . . ?
C1A C2A N2A 117.9(3) . . ?
C2A C3A C1A 119.5(3) . 2_556 ?
C2A C3A H3A 120.2 . . ?
C1A C3A H3A 120.2 2_556 . ?
N1A C4A C5A 109.3(3) . . ?
N1A C4A C13A 136.6(3) . . ?
C5A C4A C13A 114.1(3) . . ?
N3A C5A C4A 110.0(3) . . ?
N3A C5A C6A 135.2(3) . . ?
C4A C5A C6A 114.8(3) . . ?
C5A C6A C7A 105.3(3) . . ?
C5A C6A C19A 101.7(3) . . ?
C7A C6A C19A 105.5(3) . . ?
C5A C6A H6A 114.3 . . ?
C7A C6A H6A 114.3 . . ?
C19A C6A H6A 114.3 . . ?
C12A C7A C8A 121.4(4) . . ?
C12A C7A C6A 112.8(3) . . ?
C8A C7A C6A 125.8(3) . . ?
C9A C8A C7A 120.2(4) . . ?
C9A C8A H8A 119.9 . . ?
C7A C8A H8A 119.9 . . ?
C8A C9A C10A 118.7(4) . . ?
C8A C9A H9A 120.7 . . ?
C10A C9A H9A 120.7 . . ?
C9A C10A C11A 120.8(4) . . ?
C9A C10A H10A 119.6 . . ?
C11A C10A H10A 119.6 . . ?
C12A C11A C10A 120.2(4) . . ?
C12A C11A H11A 119.9 . . ?
C10A C11A H11A 119.9 . . ?
C11A C12A C7A 118.7(4) . . ?
C11A C12A C13A 126.1(3) . . ?
C7A C12A C13A 115.2(3) . . ?
C14A C13A C4A 104.0(3) . . ?
C14A C13A C12A 106.2(3) . . ?
C4A C13A C12A 103.5(3) . . ?
C14A C13A H13A 114.0 . . ?
C4A C13A H13A 114.0 . . ?
C12A C13A H13A 114.0 . . ?
C19A C14A C15A 121.3(3) . . ?
C19A C14A C13A 112.8(3) . . ?
C15A C14A C13A 125.9(3) . . ?
C16A C15A C14A 119.2(3) . . ?
C16A C15A H15A 120.4 . . ?
C14A C15A H15A 120.4 . . ?
C15A C16A C17A 119.2(4) . . ?
C15A C16A H16A 120.4 . . ?
C17A C16A H16A 120.4 . . ?
C16A C17A C18A 121.4(4) . . ?
C16A C17A H17A 119.3 . . ?
C18A C17A H17A 119.3 . . ?
C19A C18A C17A 120.1(4) . . ?
C19A C18A H18A 119.9 . . ?
C17A C18A H18A 119.9 . . ?
C18A C19A C14A 118.8(3) . . ?
C18A C19A C6A 125.7(3) . . ?
C14A C19A C6A 115.4(3) . . ?
C4B N1B N2B 101.7(3) . . ?
N3B N2B N1B 116.4(2) . . ?
N3B N2B C2B 122.5(3) . . ?
N1B N2B C2B 121.0(3) . . ?
C5B N3B N2B 102.1(3) . . ?
C3B C1B C2B 119.7(3) 2_666 . ?
C3B C1B H1B 120.1 2_666 . ?
C2B C1B H1B 120.1 . . ?
C3B C2B C1B 120.7(3) . . ?
C3B C2B N2B 120.0(3) . . ?
C1B C2B N2B 119.3(3) . . ?
C2B C3B C1B 119.6(3) . 2_666 ?
C2B C3B H3B 120.2 . . ?
C1B C3B H3B 120.2 2_666 . ?
N1B C4B C5B 110.0(3) . . ?
N1B C4B C13B 134.8(3) . . ?
C5B C4B C13B 115.3(3) . . ?
N3B C5B C4B 109.8(3) . . ?
N3B C5B C6B 136.2(3) . . ?
C4B C5B C6B 114.0(3) . . ?
C7B C6B C5B 104.4(3) . . ?
C7B C6B C19B 106.3(3) . . ?
C5B C6B C19B 103.0(3) . . ?
C7B C6B H6B 114.0 . . ?
C5B C6B H6B 114.0 . . ?
C19B C6B H6B 114.0 . . ?
C12B C7B C8B 120.8(3) . . ?
C12B C7B C6B 113.0(3) . . ?
C8B C7B C6B 126.2(3) . . ?
C9B C8B C7B 119.2(4) . . ?
C9B C8B H8B 120.4 . . ?
C7B C8B H8B 120.4 . . ?
C8B C9B C10B 119.5(4) . . ?
C8B C9B H9B 120.3 . . ?
C10B C9B H9B 120.3 . . ?
C9B C10B C11B 121.7(4) . . ?
C9B C10B H10B 119.2 . . ?
C11B C10B H10B 119.2 . . ?
C12B C11B C10B 119.2(4) . . ?
C12B C11B H11B 120.4 . . ?
C10B C11B H11B 120.4 . . ?
C11B C12B C7B 119.6(4) . . ?
C11B C12B C13B 124.7(3) . . ?
C7B C12B C13B 115.5(3) . . ?
C4B C13B C14B 104.8(3) . . ?
C4B C13B C12B 101.9(3) . . ?
C14B C13B C12B 105.0(3) . . ?
C4B C13B H13B 114.6 . . ?
C14B C13B H13B 114.6 . . ?
C12B C13B H13B 114.6 . . ?
C19B C14B C15B 121.1(3) . . ?
C19B C14B C13B 113.6(3) . . ?
C15B C14B C13B 125.3(3) . . ?
C16B C15B C14B 119.3(4) . . ?
C16B C15B H15B 120.3 . . ?
C14B C15B H15B 120.3 . . ?
C17B C16B C15B 118.9(4) . . ?
C17B C16B H16B 120.6 . . ?
C15B C16B H16B 120.6 . . ?
C16B C17B C18B 121.9(4) . . ?
C16B C17B H17B 119.0 . . ?
C18B C17B H17B 119.0 . . ?
C19B C18B C17B 119.4(4) . . ?
C19B C18B H18B 120.3 . . ?
C17B C18B H18B 120.3 . . ?
C18B C19B C14B 119.3(3) . . ?
C18B C19B C6B 126.1(3) . . ?
C14B C19B C6B 114.6(3) . . ?
C2S1 C1S1 H1S1 109.5 . . ?
C2S1 C1S1 H1S2 109.5 . . ?
H1S1 C1S1 H1S2 109.5 . . ?
C2S1 C1S1 H1S3 109.5 . . ?
H1S1 C1S1 H1S3 109.5 . . ?
H1S2 C1S1 H1S3 109.5 . . ?
C1S1 C2S1 C3S1 116.6(11) . . ?
C1S1 C2S1 H2SA 108.1 . . ?
C3S1 C2S1 H2SA 108.1 . . ?
C1S1 C2S1 H2SB 108.1 . . ?
C3S1 C2S1 H2SB 108.1 . . ?
H2SA C2S1 H2SB 107.3 . . ?
C4S1 C3S1 C2S1 107.5(13) . . ?
C4S1 C3S1 H3SA 110.2 . . ?
C2S1 C3S1 H3SA 110.2 . . ?
C4S1 C3S1 H3SB 110.2 . . ?
C2S1 C3S1 H3SB 110.2 . . ?
H3SA C3S1 H3SB 108.5 . . ?
C5S1 C4S1 C3S1 113.1(11) . . ?
C5S1 C4S1 H4SA 109.0 . . ?
C3S1 C4S1 H4SA 109.0 . . ?
C5S1 C4S1 H4SB 109.0 . . ?
C3S1 C4S1 H4SB 109.0 . . ?
H4SA C4S1 H4SB 107.8 . . ?
C4S1 C5S1 H5SA 109.5 . . ?
C4S1 C5S1 H5SB 109.5 . . ?
H5SA C5S1 H5SB 109.5 . . ?
C4S1 C5S1 H5SC 109.5 . . ?
H5SA C5S1 H5SC 109.5 . . ?
H5SB C5S1 H5SC 109.5 . . ?
C2S2 C1S2 H1S4 109.5 . . ?
C2S2 C1S2 H1S5 109.5 . . ?
H1S4 C1S2 H1S5 109.5 . . ?
C2S2 C1S2 H1S6 109.5 . . ?
H1S4 C1S2 H1S6 109.5 . . ?
H1S5 C1S2 H1S6 109.5 . . ?
C1S2 C2S2 C3S2 118.0(14) . . ?
C1S2 C2S2 H2SC 107.8 . . ?
C3S2 C2S2 H2SC 107.8 . . ?
C1S2 C2S2 H2SD 107.8 . . ?
C3S2 C2S2 H2SD 107.8 . . ?
H2SC C2S2 H2SD 107.1 . . ?
C4S2 C3S2 C2S2 118.5(13) . . ?
C4S2 C3S2 H3SC 107.7 . . ?
C2S2 C3S2 H3SC 107.7 . . ?
C4S2 C3S2 H3SD 107.7 . . ?
C2S2 C3S2 H3SD 107.7 . . ?
H3SC C3S2 H3SD 107.1 . . ?
C3S2 C4S2 C5S2 129.4(18) . . ?
C3S2 C4S2 H4SC 104.9 . . ?
C5S2 C4S2 H4SC 104.9 . . ?
C3S2 C4S2 H4SD 104.9 . . ?
C5S2 C4S2 H4SD 104.9 . . ?
H4SC C4S2 H4SD 105.8 . . ?
C4S2 C5S2 H5S1 109.5 . . ?
C4S2 C5S2 H5S2 109.5 . . ?
H5S1 C5S2 H5S2 109.5 . . ?
C4S2 C5S2 H5S3 109.5 . . ?
H5S1 C5S2 H5S3 109.5 . . ?
H5S2 C5S2 H5S3 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4A N1A N2A N3A -0.7(4) . . . . ?
C4A N1A N2A C2A 177.7(3) . . . . ?
N1A N2A N3A C5A 0.2(4) . . . . ?
C2A N2A N3A C5A -178.2(3) . . . . ?
C3A C1A C2A C3A 1.0(6) 2_556 . . . ?
C3A C1A C2A N2A -180.0(4) 2_556 . . . ?
N3A N2A C2A C3A -165.6(3) . . . . ?
N1A N2A C2A C3A 16.1(5) . . . . ?
N3A N2A C2A C1A 15.4(5) . . . . ?
N1A N2A C2A C1A -162.9(3) . . . . ?
C1A C2A C3A C1A -1.0(6) . . . 2_556 ?
N2A C2A C3A C1A -180.0(4) . . . 2_556 ?
N2A N1A C4A C5A 0.9(4) . . . . ?
N2A N1A C4A C13A -179.9(4) . . . . ?
N2A N3A C5A C4A 0.5(4) . . . . ?
N2A N3A C5A C6A 179.6(4) . . . . ?
N1A C4A C5A N3A -0.9(4) . . . . ?
C13A C4A C5A N3A 179.7(3) . . . . ?
N1A C4A C5A C6A 179.7(3) . . . . ?
C13A C4A C5A C6A 0.4(5) . . . . ?
N3A C5A C6A C7A -123.7(4) . . . . ?
C4A C5A C6A C7A 55.4(4) . . . . ?
N3A C5A C6A C19A 126.4(4) . . . . ?
C4A C5A C6A C19A -54.5(4) . . . . ?
C5A C6A C7A C12A -54.1(4) . . . . ?
C19A C6A C7A C12A 53.0(4) . . . . ?
C5A C6A C7A C8A 122.3(4) . . . . ?
C19A C6A C7A C8A -130.5(4) . . . . ?
C12A C7A C8A C9A -1.8(5) . . . . ?
C6A C7A C8A C9A -178.0(3) . . . . ?
C7A C8A C9A C10A 1.4(5) . . . . ?
C8A C9A C10A C11A -0.6(6) . . . . ?
C9A C10A C11A C12A 0.1(6) . . . . ?
C10A C11A C12A C7A -0.5(5) . . . . ?
C10A C11A C12A C13A 177.9(3) . . . . ?
C8A C7A C12A C11A 1.3(5) . . . . ?
C6A C7A C12A C11A 177.9(3) . . . . ?
C8A C7A C12A C13A -177.2(3) . . . . ?
C6A C7A C12A C13A -0.6(4) . . . . ?
N1A C4A C13A C14A -122.3(5) . . . . ?
C5A C4A C13A C14A 56.8(4) . . . . ?
N1A C4A C13A C12A 126.9(4) . . . . ?
C5A C4A C13A C12A -54.0(4) . . . . ?
C11A C12A C13A C14A 127.1(3) . . . . ?
C7A C12A C13A C14A -54.5(4) . . . . ?
C11A C12A C13A C4A -123.7(4) . . . . ?
C7A C12A C13A C4A 54.7(4) . . . . ?
C4A C13A C14A C19A -55.6(4) . . . . ?
C12A C13A C14A C19A 53.2(4) . . . . ?
C4A C13A C14A C15A 122.5(3) . . . . ?
C12A C13A C14A C15A -128.7(3) . . . . ?
C19A C14A C15A C16A 0.9(5) . . . . ?
C13A C14A C15A C16A -177.1(3) . . . . ?
C14A C15A C16A C17A -0.4(5) . . . . ?
C15A C16A C17A C18A -0.3(5) . . . . ?
C16A C17A C18A C19A 0.6(5) . . . . ?
C17A C18A C19A C14A 0.0(5) . . . . ?
C17A C18A C19A C6A 177.5(3) . . . . ?
C15A C14A C19A C18A -0.7(5) . . . . ?
C13A C14A C19A C18A 177.6(3) . . . . ?
C15A C14A C19A C6A -178.4(3) . . . . ?
C13A C14A C19A C6A -0.2(4) . . . . ?
C5A C6A C19A C18A -122.4(4) . . . . ?
C7A C6A C19A C18A 127.9(4) . . . . ?
C5A C6A C19A C14A 55.2(4) . . . . ?
C7A C6A C19A C14A -54.5(4) . . . . ?
C4B N1B N2B N3B 0.8(4) . . . . ?
C4B N1B N2B C2B 177.7(3) . . . . ?
N1B N2B N3B C5B -1.0(4) . . . . ?
C2B N2B N3B C5B -177.8(3) . . . . ?
C3B C1B C2B C3B -0.7(6) 2_666 . . . ?
C3B C1B C2B N2B 179.0(3) 2_666 . . . ?
N3B N2B C2B C3B -19.3(5) . . . . ?
N1B N2B C2B C3B 164.0(3) . . . . ?
N3B N2B C2B C1B 161.0(3) . . . . ?
N1B N2B C2B C1B -15.7(5) . . . . ?
C1B C2B C3B C1B 0.7(6) . . . 2_666 ?
N2B C2B C3B C1B -179.0(3) . . . 2_666 ?
N2B N1B C4B C5B -0.2(4) . . . . ?
N2B N1B C4B C13B 179.8(4) . . . . ?
N2B N3B C5B C4B 0.8(4) . . . . ?
N2B N3B C5B C6B 179.7(4) . . . . ?
N1B C4B C5B N3B -0.4(4) . . . . ?
C13B C4B C5B N3B 179.7(3) . . . . ?
N1B C4B C5B C6B -179.6(3) . . . . ?
C13B C4B C5B C6B 0.4(4) . . . . ?
N3B C5B C6B C7B -122.4(4) . . . . ?
C4B C5B C6B C7B 56.6(4) . . . . ?
N3B C5B C6B C19B 126.8(4) . . . . ?
C4B C5B C6B C19B -54.3(4) . . . . ?
C5B C6B C7B C12B -55.3(4) . . . . ?
C19B C6B C7B C12B 53.2(4) . . . . ?
C5B C6B C7B C8B 123.2(4) . . . . ?
C19B C6B C7B C8B -128.4(3) . . . . ?
C12B C7B C8B C9B 0.9(5) . . . . ?
C6B C7B C8B C9B -177.4(3) . . . . ?
C7B C8B C9B C10B -0.2(5) . . . . ?
C8B C9B C10B C11B 0.6(6) . . . . ?
C9B C10B C11B C12B -1.8(6) . . . . ?
C10B C11B C12B C7B 2.6(5) . . . . ?
C10B C11B C12B C13B 178.5(3) . . . . ?
C8B C7B C12B C11B -2.2(5) . . . . ?
C6B C7B C12B C11B 176.4(3) . . . . ?
C8B C7B C12B C13B -178.5(3) . . . . ?
C6B C7B C12B C13B 0.0(4) . . . . ?
N1B C4B C13B C14B -124.6(4) . . . . ?
C5B C4B C13B C14B 55.4(4) . . . . ?
N1B C4B C13B C12B 126.3(4) . . . . ?
C5B C4B C13B C12B -53.8(4) . . . . ?
C11B C12B C13B C4B -121.6(4) . . . . ?
C7B C12B C13B C4B 54.6(4) . . . . ?
C11B C12B C13B C14B 129.4(4) . . . . ?
C7B C12B C13B C14B -54.4(4) . . . . ?
C4B C13B C14B C19B -54.2(4) . . . . ?
C12B C13B C14B C19B 52.7(4) . . . . ?
C4B C13B C14B C15B 123.3(3) . . . . ?
C12B C13B C14B C15B -129.8(3) . . . . ?
C19B C14B C15B C16B -0.1(5) . . . . ?
C13B C14B C15B C16B -177.4(3) . . . . ?
C14B C15B C16B C17B -0.2(5) . . . . ?
C15B C16B C17B C18B -0.1(5) . . . . ?
C16B C17B C18B C19B 0.7(5) . . . . ?
C17B C18B C19B C14B -1.0(5) . . . . ?
C17B C18B C19B C6B 177.8(3) . . . . ?
C15B C14B C19B C18B 0.8(5) . . . . ?
C13B C14B C19B C18B 178.4(3) . . . . ?
C15B C14B C19B C6B -178.2(3) . . . . ?
C13B C14B C19B C6B -0.6(4) . . . . ?
C7B C6B C19B C18B 126.4(3) . . . . ?
C5B C6B C19B C18B -124.2(4) . . . . ?
C7B C6B C19B C14B -54.7(4) . . . . ?
C5B C6B C19B C14B 54.8(4) . . . . ?
C1S1 C2S1 C3S1 C4S1 173.7(10) . . . . ?
C2S1 C3S1 C4S1 C5S1 176.7(9) . . . . ?
C1S2 C2S2 C3S2 C4S2 7(3) . . . . ?
C2S2 C3S2 C4S2 C5S2 -173.7(17) . . . . ?

_refine_diff_density_max         0.606
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.116





_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2048700'
loop_
_audit_author_name
_audit_author_address
'Hongsik Kim'
;Seoul National University
South Korea
;
_audit_update_record             
;
2021-03-29 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C H Cl3), C38 H24 N6'
_chemical_formula_sum            'C40 H26 Cl6 N6'
_chemical_formula_weight         803.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.6072(2)
_cell_length_b                   11.69065(19)
_cell_length_c                   15.3099(2)
_cell_angle_alpha                100.1144(13)
_cell_angle_beta                 104.4568(15)
_cell_angle_gamma                112.6428(16)
_cell_volume                     1768.75(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    14175
_cell_measurement_theta_max      78.8950
_cell_measurement_theta_min      4.4220

_exptl_crystal_description       irregular
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_F_000             820
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.165
_exptl_crystal_size_min          0.081
_exptl_absorpt_coefficient_mu    4.759
_shelx_estimated_absorpt_T_min   0.382
_shelx_estimated_absorpt_T_max   0.699
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.239
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'SCALE3 ABSPACK scaling algorithm'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'four-circle diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22039
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.129
_diffrn_reflns_theta_max         79.311
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7391
_reflns_number_gt                6770
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0618P)²+1.8641P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7391
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0523
_refine_ls_wR_factor_ref         0.1410
_refine_ls_wR_factor_gt          0.1384
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl01 Cl 0.47772(6) 0.26971(6) 0.00437(5) 0.03920(17) Uani 1 1 d . . . . .
Cl04 Cl 0.75879(6) 0.35884(7) 0.03306(5) 0.04321(18) Uani 1 1 d . . . . .
Cl05 Cl 0.61050(8) 0.46982(8) -0.07236(6) 0.0484(2) Uani 1 1 d . . . . .
C01F C 0.6279(3) 0.4034(2) 0.02136(18) 0.0317(5) Uani 1 1 d . . . . .
H01F H 0.651023 0.471476 0.081150 0.038 Uiso 1 1 calc R U . . .
Cl06 Cl 1.16166(12) 0.56104(8) 0.17569(9) 0.0799(4) Uani 1 1 d . . . . .
C01G C 1.0989(3) 0.5018(3) 0.2590(2) 0.0389(6) Uani 1 1 d . . . . .
H01G H 1.176044 0.527427 0.317841 0.047 Uiso 1 1 calc R U . . .
N00A N 0.32817(18) 0.58849(17) 0.49550(13) 0.0198(4) Uani 1 1 d . . . . .
N00B N 0.41994(18) 0.77695(17) 0.45679(13) 0.0217(4) Uani 1 1 d . . . . .
N00C N 0.71168(18) 0.81725(17) 0.27283(13) 0.0210(4) Uani 1 1 d . . . . .
N007 N 0.68265(18) 0.69011(17) 0.25936(13) 0.0210(4) Uani 1 1 d . . . . .
N008 N 0.40126(18) 0.65223(17) 0.44702(13) 0.0203(4) Uani 1 1 d . . . . .
N009 N 0.74892(18) 0.64665(17) 0.21128(13) 0.0211(4) Uani 1 1 d . . . . .
C00D C 0.3003(2) 0.6775(2) 0.53882(15) 0.0195(4) Uani 1 1 d . . . . .
C00E C 1.0247(2) 1.0056(2) 0.26063(15) 0.0205(4) Uani 1 1 d . . . . .
C00F C 0.4523(2) 0.5929(2) 0.38834(15) 0.0194(4) Uani 1 1 d . . . . .
C00G C 0.5448(2) 0.6702(2) 0.35510(15) 0.0195(4) Uani 1 1 d . . . . .
H00G H 0.575724 0.761775 0.372894 0.023 Uiso 1 1 calc R U . . .
C00H C 0.7997(2) 0.8559(2) 0.23036(15) 0.0200(4) Uani 1 1 d . . . . .
C00I C 0.5498(2) 0.4767(2) 0.27036(15) 0.0223(4) Uani 1 1 d . . . . .
H00I H 0.583229 0.437238 0.229944 0.027 Uiso 1 1 calc R U . . .
C00J C 1.1263(2) 1.1157(2) 0.33044(15) 0.0222(4) Uani 1 1 d . . . . .
H00J H 1.110178 1.186378 0.354781 0.027 Uiso 1 1 calc R U . . .
C00K C 0.5914(2) 0.6106(2) 0.29501(15) 0.0200(4) Uani 1 1 d . . . . .
C00L C 0.1743(2) 0.8360(2) 0.52806(15) 0.0214(4) Uani 1 1 d . . . . .
C00M C 0.2243(2) 0.6834(2) 0.60489(15) 0.0209(4) Uani 1 1 d . . . . .
H00M H 0.186151 0.601934 0.622426 0.025 Uiso 1 1 calc R U . . .
C00N C 1.0493(2) 0.9013(2) 0.22412(15) 0.0213(4) Uani 1 1 d . . . . .
C00O C -0.0996(2) 0.6972(2) 0.48000(15) 0.0235(4) Uani 1 1 d . . . . .
H00O H -0.193400 0.649534 0.462407 0.028 Uiso 1 1 calc R U . . .
C00P C 0.1202(2) 0.7214(2) 0.55276(15) 0.0208(4) Uani 1 1 d . . . . .
C00Q C 0.8780(2) 0.8464(2) 0.07247(16) 0.0249(5) Uani 1 1 d . . . . .
C00R C 0.3553(2) 0.7920(2) 0.51450(15) 0.0206(4) Uani 1 1 d . . . . .
C00S C 0.4081(2) 0.4584(2) 0.36531(15) 0.0217(4) Uani 1 1 d . . . . .
H00S H 0.345398 0.406587 0.389242 0.026 Uiso 1 1 calc R U . . .
C00T C -0.0163(2) 0.6525(2) 0.52896(15) 0.0216(4) Uani 1 1 d . . . . .
H00T H -0.052743 0.575445 0.545941 0.026 Uiso 1 1 calc R U . . .
C00U C 0.4586(2) 0.4023(2) 0.30625(16) 0.0228(4) Uani 1 1 d . . . . .
H00U H 0.429981 0.311064 0.290187 0.027 Uiso 1 1 calc R U . . .
C00V C 0.8230(2) 0.7521(2) 0.19317(15) 0.0211(4) Uani 1 1 d . . . . .
C00W C 0.9267(2) 0.7863(2) 0.14629(16) 0.0231(4) Uani 1 1 d . . . . .
H00W H 0.943453 0.712056 0.120018 0.028 Uiso 1 1 calc R U . . .
C00X C 1.2527(2) 1.1227(2) 0.36496(16) 0.0255(5) Uani 1 1 d . . . . .
H00X H 1.322596 1.197929 0.413370 0.031 Uiso 1 1 calc R U . . .
C00Y C 0.3227(2) 0.8042(2) 0.68903(16) 0.0244(4) Uani 1 1 d . . . . .
C00Z C 0.8526(2) 0.9496(2) 0.10970(16) 0.0242(4) Uani 1 1 d . . . . .
C01A C 0.4699(2) 1.0348(2) 0.73360(19) 0.0316(5) Uani 1 1 d . . . . .
H01A H 0.508446 1.111767 0.716878 0.038 Uiso 1 1 calc R U . . .
C01B C 0.8187(2) 0.8743(3) -0.08098(18) 0.0374(6) Uani 1 1 d . . . . .
H01B H 0.807822 0.849625 -0.146135 0.045 Uiso 1 1 calc R U . . .
C01C C 0.7916(2) 0.9743(3) -0.04527(19) 0.0360(6) Uani 1 1 d . . . . .
H01C H 0.761870 1.017541 -0.086103 0.043 Uiso 1 1 calc R U . . .
C01D C 0.5048(3) 1.0369(3) 0.82809(19) 0.0383(6) Uani 1 1 d . . . . .
H01D H 0.567556 1.116117 0.876115 0.046 Uiso 1 1 calc R U . . .
C01E C 0.4496(3) 0.9257(3) 0.85262(19) 0.0386(6) Uani 1 1 d . . . . .
H01E H 0.474484 0.929068 0.917373 0.046 Uiso 1 1 calc R U . . .
C010 C 1.1750(2) 0.9093(2) 0.25753(16) 0.0234(4) Uani 1 1 d . . . . .
H010 H 1.192122 0.839761 0.232114 0.028 Uiso 1 1 calc R U . . .
C011 C 0.3272(2) 0.9000(2) 0.55813(16) 0.0232(4) Uani 1 1 d . . . . .
H011 H 0.365955 0.981161 0.540339 0.028 Uiso 1 1 calc R U . . .
C012 C 0.8807(2) 0.9828(2) 0.21671(15) 0.0217(4) Uani 1 1 d . . . . .
H012 H 0.862831 1.056130 0.243259 0.026 Uiso 1 1 calc R U . . .
C013 C 0.3780(2) 0.9185(2) 0.66455(16) 0.0246(5) Uani 1 1 d . . . . .
C014 C 0.0914(2) 0.8813(2) 0.48059(16) 0.0247(4) Uani 1 1 d . . . . .
H014 H 0.127587 0.959152 0.464425 0.030 Uiso 1 1 calc R U . . .
C015 C -0.0463(2) 0.8112(2) 0.45670(16) 0.0253(5) Uani 1 1 d . . . . .
H015 H -0.103860 0.841803 0.424238 0.030 Uiso 1 1 calc R U . . .
C016 C 1.2768(2) 1.0200(2) 0.32882(17) 0.0259(5) Uani 1 1 d . . . . .
H016 H 1.363068 1.025179 0.352778 0.031 Uiso 1 1 calc R U . . .
C017 C 0.8079(2) 1.0125(3) 0.05063(18) 0.0300(5) Uani 1 1 d . . . . .
H017 H 0.788443 1.080710 0.074987 0.036 Uiso 1 1 calc R U . . .
C018 C 0.3570(3) 0.8074(3) 0.78310(17) 0.0299(5) Uani 1 1 d . . . . .
H018 H 0.318396 0.730925 0.800266 0.036 Uiso 1 1 calc R U . . .
C019 C 0.8615(2) 0.8093(3) -0.02257(17) 0.0319(5) Uani 1 1 d . . . . .
H019 H 0.879292 0.740111 -0.047599 0.038 Uiso 1 1 calc R U . . .
Cl1 Cl 0.99816(8) 0.56999(7) 0.28770(5) 0.04498(19) Uani 1 1 d . . . . .
Cl2 Cl 1.01326(8) 0.33132(6) 0.21781(5) 0.04416(18) 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
Cl01 C01F 1.755(3) . ?
Cl04 C01F 1.766(3) . ?
Cl05 C01F 1.752(3) . ?
C01F H01F 1.0000 . ?
Cl06 C01G 1.738(3) . ?
C01G Cl1 1.745(3) . ?
C01G Cl2 1.755(3) . ?
C01G H01G 1.0000 . ?
N00A C00D 1.323(3) . ?
N00A N008 1.359(2) . ?
N00B C00R 1.324(3) . ?
N00B N008 1.363(2) . ?
N00C C00H 1.323(3) . ?
N00C N007 1.355(2) . ?
N007 N009 1.358(2) . ?
N007 C00K 1.412(3) . ?
N008 C00F 1.415(3) . ?
N009 C00V 1.326(3) . ?
C00D C00R 1.405(3) . ?
C00D C00M 1.508(3) . ?
C00E C00J 1.382(3) . ?
C00E C00N 1.410(3) . ?
C00E C012 1.533(3) . ?
C00F C00G 1.384(3) . ?
C00F C00S 1.398(3) . ?
C00G C00K 1.392(3) . ?
C00G H00G 0.9500 . ?
C00H C00V 1.399(3) . ?
C00H C012 1.504(3) . ?
C00I C00U 1.389(3) . ?
C00I C00K 1.396(3) . ?
C00I H00I 0.9500 . ?
C00J C00X 1.394(3) . ?
C00J H00J 0.9500 . ?
C00L C014 1.383(3) . ?
C00L C00P 1.408(3) . ?
C00L C011 1.540(3) . ?
C00M C00Y 1.530(3) . ?
C00M C00P 1.532(3) . ?
C00M H00M 1.0000 . ?
C00N C010 1.381(3) . ?
C00N C00W 1.539(3) . ?
C00O C015 1.389(3) . ?
C00O C00T 1.391(3) . ?
C00O H00O 0.9500 . ?
C00P C00T 1.385(3) . ?
C00Q C019 1.385(3) . ?
C00Q C00Z 1.409(3) . ?
C00Q C00W 1.535(3) . ?
C00R C011 1.509(3) . ?
C00S C00U 1.394(3) . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?
C00V C00W 1.511(3) . ?
C00W H00W 1.0000 . ?
C00X C016 1.389(3) . ?
C00X H00X 0.9500 . ?
C00Y C018 1.384(3) . ?
C00Y C013 1.405(3) . ?
C00Z C017 1.386(3) . ?
C00Z C012 1.534(3) . ?
C01A C013 1.386(3) . ?
C01A C01D 1.395(4) . ?
C01A H01A 0.9500 . ?
C01B C01C 1.382(4) . ?
C01B C019 1.390(4) . ?
C01B H01B 0.9500 . ?
C01C C017 1.399(4) . ?
C01C H01C 0.9500 . ?
C01D C01E 1.375(5) . ?
C01D H01D 0.9500 . ?
C01E C018 1.403(4) . ?
C01E H01E 0.9500 . ?
C010 C016 1.395(3) . ?
C010 H010 0.9500 . ?
C011 C013 1.532(3) . ?
C011 H011 1.0000 . ?
C012 H012 1.0000 . ?
C014 C015 1.397(3) . ?
C014 H014 0.9500 . ?
C015 H015 0.9500 . ?
C016 H016 0.9500 . ?
C017 H017 0.9500 . ?
C018 H018 0.9500 . ?
C019 H019 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
Cl05 C01F Cl01 110.65(14) . . ?
Cl05 C01F Cl04 110.13(14) . . ?
Cl01 C01F Cl04 111.06(15) . . ?
Cl05 C01F H01F 108.3 . . ?
Cl01 C01F H01F 108.3 . . ?
Cl04 C01F H01F 108.3 . . ?
Cl06 C01G Cl1 111.28(17) . . ?
Cl06 C01G Cl2 110.11(16) . . ?
Cl1 C01G Cl2 111.61(16) . . ?
Cl06 C01G H01G 107.9 . . ?
Cl1 C01G H01G 107.9 . . ?
Cl2 C01G H01G 107.9 . . ?
C00D N00A N008 102.53(17) . . ?
C00R N00B N008 102.21(17) . . ?
C00H N00C N007 102.69(17) . . ?
N00C N007 N009 115.39(17) . . ?
N00C N007 C00K 121.48(18) . . ?
N009 N007 C00K 123.12(18) . . ?
N00A N008 N00B 115.57(17) . . ?
N00A N008 C00F 122.59(17) . . ?
N00B N008 C00F 121.82(17) . . ?
C00V N009 N007 102.48(17) . . ?
N00A C00D C00R 109.69(19) . . ?
N00A C00D C00M 135.59(19) . . ?
C00R C00D C00M 114.71(19) . . ?
C00J C00E C00N 120.0(2) . . ?
C00J C00E C012 125.7(2) . . ?
C00N C00E C012 114.23(19) . . ?
C00G C00F C00S 121.8(2) . . ?
C00G C00F N008 118.79(19) . . ?
C00S C00F N008 119.43(19) . . ?
C00F C00G C00K 118.46(19) . . ?
C00F C00G H00G 120.8 . . ?
C00K C00G H00G 120.8 . . ?
N00C C00H C00V 109.71(19) . . ?
N00C C00H C012 135.2(2) . . ?
C00V C00H C012 115.05(19) . . ?
C00U C00I C00K 118.5(2) . . ?
C00U C00I H00I 120.8 . . ?
C00K C00I H00I 120.8 . . ?
C00E C00J C00X 119.7(2) . . ?
C00E C00J H00J 120.2 . . ?
C00X C00J H00J 120.2 . . ?
C00G C00K C00I 121.5(2) . . ?
C00G C00K N007 117.88(19) . . ?
C00I C00K N007 120.61(19) . . ?
C014 C00L C00P 120.2(2) . . ?
C014 C00L C011 125.8(2) . . ?
C00P C00L C011 114.02(19) . . ?
C00D C00M C00Y 104.32(17) . . ?
C00D C00M C00P 103.31(17) . . ?
C00Y C00M C00P 105.01(17) . . ?
C00D C00M H00M 114.3 . . ?
C00Y C00M H00M 114.3 . . ?
C00P C00M H00M 114.3 . . ?
C010 C00N C00E 120.1(2) . . ?
C010 C00N C00W 126.0(2) . . ?
C00E C00N C00W 113.87(19) . . ?
C015 C00O C00T 120.3(2) . . ?
C015 C00O H00O 119.8 . . ?
C00T C00O H00O 119.8 . . ?
C00T C00P C00L 120.3(2) . . ?
C00T C00P C00M 125.6(2) . . ?
C00L C00P C00M 114.17(19) . . ?
C019 C00Q C00Z 120.3(2) . . ?
C019 C00Q C00W 125.7(2) . . ?
C00Z C00Q C00W 113.98(19) . . ?
N00B C00R C00D 109.99(19) . . ?
N00B C00R C011 135.49(19) . . ?
C00D C00R C011 114.52(19) . . ?
C00U C00S C00F 118.18(19) . . ?
C00U C00S H00S 120.9 . . ?
C00F C00S H00S 120.9 . . ?
C00P C00T C00O 119.5(2) . . ?
C00P C00T H00T 120.3 . . ?
C00O C00T H00T 120.3 . . ?
C00I C00U C00S 121.5(2) . . ?
C00I C00U H00U 119.2 . . ?
C00S C00U H00U 119.2 . . ?
N009 C00V C00H 109.73(19) . . ?
N009 C00V C00W 135.8(2) . . ?
C00H C00V C00W 114.44(19) . . ?
C00V C00W C00Q 104.48(18) . . ?
C00V C00W C00N 103.31(17) . . ?
C00Q C00W C00N 104.98(17) . . ?
C00V C00W H00W 114.3 . . ?
C00Q C00W H00W 114.3 . . ?
C00N C00W H00W 114.3 . . ?
C016 C00X C00J 120.2(2) . . ?
C016 C00X H00X 119.9 . . ?
C00J C00X H00X 119.9 . . ?
C018 C00Y C013 120.1(2) . . ?
C018 C00Y C00M 125.4(2) . . ?
C013 C00Y C00M 114.49(19) . . ?
C017 C00Z C00Q 119.9(2) . . ?
C017 C00Z C012 125.8(2) . . ?
C00Q C00Z C012 114.2(2) . . ?
C013 C01A C01D 118.8(3) . . ?
C013 C01A H01A 120.6 . . ?
C01D C01A H01A 120.6 . . ?
C01C C01B C019 120.7(2) . . ?
C01C C01B H01B 119.6 . . ?
C019 C01B H01B 119.6 . . ?
C01B C01C C017 120.4(2) . . ?
C01B C01C H01C 119.8 . . ?
C017 C01C H01C 119.8 . . ?
C01E C01D C01A 120.8(2) . . ?
C01E C01D H01D 119.6 . . ?
C01A C01D H01D 119.6 . . ?
C01D C01E C018 120.7(2) . . ?
C01D C01E H01E 119.6 . . ?
C018 C01E H01E 119.6 . . ?
C00N C010 C016 119.6(2) . . ?
C00N C010 H010 120.2 . . ?
C016 C010 H010 120.2 . . ?
C00R C011 C013 103.91(18) . . ?
C00R C011 C00L 103.54(17) . . ?
C013 C011 C00L 105.24(17) . . ?
C00R C011 H011 114.3 . . ?
C013 C011 H011 114.3 . . ?
C00L C011 H011 114.3 . . ?
C00H C012 C00E 103.51(17) . . ?
C00H C012 C00Z 104.21(17) . . ?
C00E C012 C00Z 104.96(17) . . ?
C00H C012 H012 114.3 . . ?
C00E C012 H012 114.3 . . ?
C00Z C012 H012 114.3 . . ?
C01A C013 C00Y 120.7(2) . . ?
C01A C013 C011 125.3(2) . . ?
C00Y C013 C011 113.97(19) . . ?
C00L C014 C015 119.2(2) . . ?
C00L C014 H014 120.4 . . ?
C015 C014 H014 120.4 . . ?
C00O C015 C014 120.6(2) . . ?
C00O C015 H015 119.7 . . ?
C014 C015 H015 119.7 . . ?
C00X C016 C010 120.3(2) . . ?
C00X C016 H016 119.8 . . ?
C010 C016 H016 119.8 . . ?
C00Z C017 C01C 119.3(3) . . ?
C00Z C017 H017 120.4 . . ?
C01C C017 H017 120.4 . . ?
C00Y C018 C01E 118.8(3) . . ?
C00Y C018 H018 120.6 . . ?
C01E C018 H018 120.6 . . ?
C00Q C019 C01B 119.3(3) . . ?
C00Q C019 H019 120.3 . . ?
C01B C019 H019 120.3 . . ?

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
C00H N00C N007 N009 0.6(2) . . . . ?
C00H N00C N007 C00K 179.48(19) . . . . ?
C00D N00A N008 N00B -0.6(2) . . . . ?
C00D N00A N008 C00F -179.16(19) . . . . ?
C00R N00B N008 N00A 0.1(2) . . . . ?
C00R N00B N008 C00F 178.64(19) . . . . ?
N00C N007 N009 C00V -0.3(2) . . . . ?
C00K N007 N009 C00V -179.16(19) . . . . ?
N008 N00A C00D C00R 0.9(2) . . . . ?
N008 N00A C00D C00M 179.9(2) . . . . ?
N00A N008 C00F C00G -168.61(19) . . . . ?
N00B N008 C00F C00G 12.9(3) . . . . ?
N00A N008 C00F C00S 11.5(3) . . . . ?
N00B N008 C00F C00S -166.93(19) . . . . ?
C00S C00F C00G C00K 1.9(3) . . . . ?
N008 C00F C00G C00K -178.01(19) . . . . ?
N007 N00C C00H C00V -0.6(2) . . . . ?
N007 N00C C00H C012 -178.1(2) . . . . ?
C00N C00E C00J C00X -0.5(3) . . . . ?
C012 C00E C00J C00X 179.1(2) . . . . ?
C00F C00G C00K C00I -1.9(3) . . . . ?
C00F C00G C00K N007 178.14(19) . . . . ?
C00U C00I C00K C00G 0.8(3) . . . . ?
C00U C00I C00K N007 -179.2(2) . . . . ?
N00C N007 C00K C00G -8.2(3) . . . . ?
N009 N007 C00K C00G 170.52(19) . . . . ?
N00C N007 C00K C00I 171.8(2) . . . . ?
N009 N007 C00K C00I -9.5(3) . . . . ?
N00A C00D C00M C00Y 127.1(3) . . . . ?
C00R C00D C00M C00Y -53.9(2) . . . . ?
N00A C00D C00M C00P -123.3(3) . . . . ?
C00R C00D C00M C00P 55.7(2) . . . . ?
C00J C00E C00N C010 -0.4(3) . . . . ?
C012 C00E C00N C010 179.92(19) . . . . ?
C00J C00E C00N C00W -179.46(19) . . . . ?
C012 C00E C00N C00W 0.9(3) . . . . ?
C014 C00L C00P C00T 0.6(3) . . . . ?
C011 C00L C00P C00T -179.14(19) . . . . ?
C014 C00L C00P C00M 179.92(19) . . . . ?
C011 C00L C00P C00M 0.2(3) . . . . ?
C00D C00M C00P C00T 124.2(2) . . . . ?
C00Y C00M C00P C00T -126.7(2) . . . . ?
C00D C00M C00P C00L -55.1(2) . . . . ?
C00Y C00M C00P C00L 54.0(2) . . . . ?
N008 N00B C00R C00D 0.5(2) . . . . ?
N008 N00B C00R C011 -179.0(2) . . . . ?
N00A C00D C00R N00B -0.9(3) . . . . ?
C00M C00D C00R N00B 179.81(18) . . . . ?
N00A C00D C00R C011 178.67(18) . . . . ?
C00M C00D C00R C011 -0.6(3) . . . . ?
C00G C00F C00S C00U -0.8(3) . . . . ?
N008 C00F C00S C00U 179.08(19) . . . . ?
C00L C00P C00T C00O 0.4(3) . . . . ?
C00M C00P C00T C00O -178.9(2) . . . . ?
C015 C00O C00T C00P -1.2(3) . . . . ?
C00K C00I C00U C00S 0.3(3) . . . . ?
C00F C00S C00U C00I -0.3(3) . . . . ?
N007 N009 C00V C00H -0.1(2) . . . . ?
N007 N009 C00V C00W 177.4(2) . . . . ?
N00C C00H C00V N009 0.5(3) . . . . ?
C012 C00H C00V N009 178.51(18) . . . . ?
N00C C00H C00V C00W -177.59(18) . . . . ?
C012 C00H C00V C00W 0.4(3) . . . . ?
N009 C00V C00W C00Q 128.0(3) . . . . ?
C00H C00V C00W C00Q -54.6(2) . . . . ?
N009 C00V C00W C00N -122.4(3) . . . . ?
C00H C00V C00W C00N 55.0(2) . . . . ?
C019 C00Q C00W C00V -128.1(2) . . . . ?
C00Z C00Q C00W C00V 53.4(2) . . . . ?
C019 C00Q C00W C00N 123.5(2) . . . . ?
C00Z C00Q C00W C00N -54.9(2) . . . . ?
C010 C00N C00W C00V 125.7(2) . . . . ?
C00E C00N C00W C00V -55.3(2) . . . . ?
C010 C00N C00W C00Q -125.0(2) . . . . ?
C00E C00N C00W C00Q 53.9(2) . . . . ?
C00E C00J C00X C016 0.6(3) . . . . ?
C00D C00M C00Y C018 -127.5(2) . . . . ?
C00P C00M C00Y C018 124.1(2) . . . . ?
C00D C00M C00Y C013 53.5(2) . . . . ?
C00P C00M C00Y C013 -54.8(2) . . . . ?
C019 C00Q C00Z C017 1.5(3) . . . . ?
C00W C00Q C00Z C017 -179.94(19) . . . . ?
C019 C00Q C00Z C012 -177.62(19) . . . . ?
C00W C00Q C00Z C012 0.9(3) . . . . ?
C019 C01B C01C C017 0.4(4) . . . . ?
C013 C01A C01D C01E 0.2(4) . . . . ?
C01A C01D C01E C018 0.1(4) . . . . ?
C00E C00N C010 C016 1.2(3) . . . . ?
C00W C00N C010 C016 -179.9(2) . . . . ?
N00B C00R C011 C013 -125.4(3) . . . . ?
C00D C00R C011 C013 55.1(2) . . . . ?
N00B C00R C011 C00L 124.8(3) . . . . ?
C00D C00R C011 C00L -54.6(2) . . . . ?
C014 C00L C011 C00R -125.1(2) . . . . ?
C00P C00L C011 C00R 54.6(2) . . . . ?
C014 C00L C011 C013 126.1(2) . . . . ?
C00P C00L C011 C013 -54.2(2) . . . . ?
N00C C00H C012 C00E 122.0(3) . . . . ?
C00V C00H C012 C00E -55.4(2) . . . . ?
N00C C00H C012 C00Z -128.5(3) . . . . ?
C00V C00H C012 C00Z 54.2(2) . . . . ?
C00J C00E C012 C00H -125.5(2) . . . . ?
C00N C00E C012 C00H 54.1(2) . . . . ?
C00J C00E C012 C00Z 125.5(2) . . . . ?
C00N C00E C012 C00Z -54.9(2) . . . . ?
C017 C00Z C012 C00H 126.3(2) . . . . ?
C00Q C00Z C012 C00H -54.6(2) . . . . ?
C017 C00Z C012 C00E -125.2(2) . . . . ?
C00Q C00Z C012 C00E 53.9(2) . . . . ?
C01D C01A C013 C00Y -1.1(3) . . . . ?
C01D C01A C013 C011 178.8(2) . . . . ?
C018 C00Y C013 C01A 1.8(3) . . . . ?
C00M C00Y C013 C01A -179.2(2) . . . . ?
C018 C00Y C013 C011 -178.2(2) . . . . ?
C00M C00Y C013 C011 0.8(3) . . . . ?
C00R C011 C013 C01A 125.1(2) . . . . ?
C00L C011 C013 C01A -126.4(2) . . . . ?
C00R C011 C013 C00Y -55.0(2) . . . . ?
C00L C011 C013 C00Y 53.5(2) . . . . ?
C00P C00L C014 C015 -0.7(3) . . . . ?
C011 C00L C014 C015 179.0(2) . . . . ?
C00T C00O C015 C014 1.1(3) . . . . ?
C00L C014 C015 C00O -0.2(3) . . . . ?
C00J C00X C016 C010 0.2(3) . . . . ?
C00N C010 C016 C00X -1.1(3) . . . . ?
C00Q C00Z C017 C01C -1.6(3) . . . . ?
C012 C00Z C017 C01C 177.5(2) . . . . ?
C01B C01C C017 C00Z 0.6(3) . . . . ?
C013 C00Y C018 C01E -1.5(3) . . . . ?
C00M C00Y C018 C01E 179.7(2) . . . . ?
C01D C01E C018 C00Y 0.5(4) . . . . ?
C00Z C00Q C019 C01B -0.5(3) . . . . ?
C00W C00Q C019 C01B -178.9(2) . . . . ?
C01C C01B C019 C00Q -0.5(4) . . . . ?

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
_geom_hbond_publ_flag
C01F H01F N009 1.00 2.26 3.240(3) 166.7 . yes
C01G H01G N00A 1.00 2.64 3.612(3) 163.8 1_655 yes
C01G H01G N008 1.00 2.52 3.482(3) 161.7 1_655 yes

_refine_diff_density_max         0.856
_refine_diff_density_min         -1.324
_refine_diff_density_rms         0.073



####################################################################### 
# 
# 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_1C
_database_code_depnum_ccdc_archive 'CCDC 1980367'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Beamline Division, Pohang Accelerator Laboratory, Pohang, Korea
South Korea
;
_audit_update_record             
;
2020-01-28 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
1,4-bis(4,9-Dihydro-o-benzeno-2H-naphtho-[2,3-d][1,2,3]triazolo)benzene
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H24 N6'
_chemical_formula_sum            'C38 H24 N6'
_chemical_formula_weight         564.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0027 0.0014 '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 0.0053 0.0028 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.2440(19)
_cell_length_b                   6.6490(13)
_cell_length_c                   24.353(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.58(3)
_cell_angle_gamma                90
_cell_volume                     1480.1(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    25937
_cell_measurement_theta_min      0.374
_cell_measurement_theta_max      32.969

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_F_000             588
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.064
_shelx_estimated_absorpt_T_min   0.994
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.848
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.65303
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13497
_diffrn_reflns_av_unetI/netI     0.0947
_diffrn_reflns_av_R_equivalents  0.1101
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.554
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_full        23.068
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4067
_reflns_number_gt                1888
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1032P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4067
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1480
_refine_ls_R_factor_gt           0.0753
_refine_ls_wR_factor_ref         0.2131
_refine_ls_wR_factor_gt          0.1795
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_restrained_S_all      0.931
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.7957(2) 0.4168(3) 0.42282(9) 0.0504(6) Uani 1 1 d . . . . .
N2 N 0.7896(2) 0.2154(3) 0.42870(9) 0.0497(6) Uani 1 1 d . . . . .
N3 N 0.6737(2) 0.1237(3) 0.39863(8) 0.0512(6) Uani 1 1 d . . . . .
C1 C 1.0235(3) 0.2016(4) 0.48906(10) 0.0495(6) Uani 1 1 d . . . . .
H1 H 1.039136 0.338191 0.481860 0.059 Uiso 1 1 calc R U . . .
C2 C 0.8968(3) 0.1060(4) 0.46435(10) 0.0468(6) Uani 1 1 d . . . . .
C3 C 0.8734(3) -0.0939(4) 0.47557(10) 0.0502(7) Uani 1 1 d . . . . .
H3 H 0.786889 -0.157394 0.459072 0.060 Uiso 1 1 calc R U . . .
C4 C 0.6762(3) 0.4551(4) 0.38675(10) 0.0479(6) Uani 1 1 d . . . . .
C5 C 0.6028(3) 0.2752(4) 0.37254(11) 0.0494(6) Uani 1 1 d . . . . .
C6 C 0.4626(3) 0.2997(4) 0.33138(11) 0.0520(7) Uani 1 1 d . . . . .
H6 H 0.410741 0.171893 0.320930 0.062 Uiso 1 1 calc R U . . .
C7 C 0.3743(3) 0.4502(4) 0.36026(10) 0.0519(7) Uani 1 1 d . . . . .
C8 C 0.2328(3) 0.4232(5) 0.37121(11) 0.0564(7) Uani 1 1 d . . . . .
H8 H 0.182447 0.302919 0.361072 0.068 Uiso 1 1 calc R U . . .
C9 C 0.1663(3) 0.5750(5) 0.39722(11) 0.0586(8) Uani 1 1 d . . . . .
H9 H 0.069747 0.557988 0.404183 0.070 Uiso 1 1 calc R U . . .
C10 C 0.2396(3) 0.7504(5) 0.41301(11) 0.0591(8) Uani 1 1 d . . . . .
H10 H 0.193545 0.851513 0.431120 0.071 Uiso 1 1 calc R U . . .
C11 C 0.3824(3) 0.7788(4) 0.40222(11) 0.0536(7) Uani 1 1 d . . . . .
H11 H 0.432718 0.898793 0.412861 0.064 Uiso 1 1 calc R U . . .
C12 C 0.4483(3) 0.6301(4) 0.37598(10) 0.0504(7) Uani 1 1 d . . . . .
C13 C 0.6031(3) 0.6393(4) 0.36001(10) 0.0494(6) Uani 1 1 d . . . . .
H13 H 0.656000 0.766137 0.370654 0.059 Uiso 1 1 calc R U . . .
C14 C 0.5821(3) 0.5946(4) 0.29750(11) 0.0492(6) Uani 1 1 d . . . . .
C15 C 0.6259(3) 0.7195(4) 0.25786(11) 0.0524(7) Uani 1 1 d . . . . .
H15 H 0.674588 0.840957 0.268143 0.063 Uiso 1 1 calc R U . . .
C16 C 0.5967(3) 0.6622(5) 0.20227(11) 0.0565(7) Uani 1 1 d . . . . .
H16 H 0.624593 0.746684 0.174737 0.068 Uiso 1 1 calc R U . . .
C17 C 0.5272(3) 0.4830(5) 0.18733(12) 0.0576(7) Uani 1 1 d . . . . .
H17 H 0.510386 0.444687 0.149764 0.069 Uiso 1 1 calc R U . . .
C18 C 0.4818(3) 0.3582(4) 0.22724(11) 0.0539(7) Uani 1 1 d . . . . .
H18 H 0.432661 0.237285 0.216734 0.065 Uiso 1 1 calc R U . . .
C19 C 0.5095(3) 0.4136(4) 0.28256(11) 0.0503(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C4 1.329(3) . ?
N1 N2 1.349(3) . ?
N2 N3 1.350(3) . ?
N2 C2 1.417(3) . ?
N3 C5 1.313(3) . ?
C1 C3 1.385(3) 3_756 ?
C1 C2 1.388(3) . ?
C1 H1 0.9400 . ?
C2 C3 1.381(4) . ?
C3 H3 0.9400 . ?
C4 C5 1.393(4) . ?
C4 C13 1.500(4) . ?
C5 C6 1.524(3) . ?
C6 C19 1.526(4) . ?
C6 C7 1.528(4) . ?
C6 H6 0.9900 . ?
C7 C8 1.384(4) . ?
C7 C12 1.403(4) . ?
C8 C9 1.383(4) . ?
C8 H8 0.9400 . ?
C9 C10 1.375(4) . ?
C9 H9 0.9400 . ?
C10 C11 1.397(4) . ?
C10 H10 0.9400 . ?
C11 C12 1.369(4) . ?
C11 H11 0.9400 . ?
C12 C13 1.539(4) . ?
C13 C14 1.535(4) . ?
C13 H13 0.9900 . ?
C14 C15 1.379(4) . ?
C14 C19 1.399(4) . ?
C15 C16 1.393(4) . ?
C15 H15 0.9400 . ?
C16 C17 1.376(4) . ?
C16 H16 0.9400 . ?
C17 C18 1.390(4) . ?
C17 H17 0.9400 . ?
C18 C19 1.383(4) . ?
C18 H18 0.9400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 N1 N2 102.5(2) . . ?
N1 N2 N3 115.7(2) . . ?
N1 N2 C2 122.5(2) . . ?
N3 N2 C2 121.8(2) . . ?
C5 N3 N2 102.4(2) . . ?
C3 C1 C2 119.4(2) 3_756 . ?
C3 C1 H1 120.3 3_756 . ?
C2 C1 H1 120.3 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 N2 120.0(2) . . ?
C1 C2 N2 119.9(2) . . ?
C2 C3 C1 120.5(2) . 3_756 ?
C2 C3 H3 119.8 . . ?
C1 C3 H3 119.8 3_756 . ?
N1 C4 C5 109.0(2) . . ?
N1 C4 C13 136.0(2) . . ?
C5 C4 C13 115.0(2) . . ?
N3 C5 C4 110.4(2) . . ?
N3 C5 C6 135.6(2) . . ?
C4 C5 C6 114.0(2) . . ?
C5 C6 C19 104.6(2) . . ?
C5 C6 C7 103.2(2) . . ?
C19 C6 C7 105.5(2) . . ?
C5 C6 H6 114.1 . . ?
C19 C6 H6 114.1 . . ?
C7 C6 H6 114.1 . . ?
C8 C7 C12 119.6(3) . . ?
C8 C7 C6 126.1(3) . . ?
C12 C7 C6 114.3(2) . . ?
C9 C8 C7 119.4(3) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C10 C9 C8 120.9(3) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 120.2(3) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 119.3(3) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C11 C12 C7 120.7(3) . . ?
C11 C12 C13 125.8(3) . . ?
C7 C12 C13 113.5(2) . . ?
C4 C13 C14 104.8(2) . . ?
C4 C13 C12 103.5(2) . . ?
C14 C13 C12 104.97(19) . . ?
C4 C13 H13 114.1 . . ?
C14 C13 H13 114.1 . . ?
C12 C13 H13 114.1 . . ?
C15 C14 C19 121.0(2) . . ?
C15 C14 C13 124.8(2) . . ?
C19 C14 C13 114.2(2) . . ?
C14 C15 C16 118.7(3) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
C17 C16 C15 120.6(3) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 120.6(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C19 C18 C17 119.4(3) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C18 C19 C14 119.6(3) . . ?
C18 C19 C6 126.4(3) . . ?
C14 C19 C6 113.9(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
C4 N1 N2 N3 0.0(3) . . . . ?
C4 N1 N2 C2 -179.6(2) . . . . ?
N1 N2 N3 C5 -0.2(3) . . . . ?
C2 N2 N3 C5 179.4(2) . . . . ?
C3 C1 C2 C3 0.8(4) 3_756 . . . ?
C3 C1 C2 N2 179.1(2) 3_756 . . . ?
N1 N2 C2 C3 169.7(2) . . . . ?
N3 N2 C2 C3 -9.8(4) . . . . ?
N1 N2 C2 C1 -8.6(4) . . . . ?
N3 N2 C2 C1 171.8(2) . . . . ?
C1 C2 C3 C1 -0.8(4) . . . 3_756 ?
N2 C2 C3 C1 -179.1(2) . . . 3_756 ?
N2 N1 C4 C5 0.2(3) . . . . ?
N2 N1 C4 C13 178.4(3) . . . . ?
N2 N3 C5 C4 0.3(3) . . . . ?
N2 N3 C5 C6 -179.8(3) . . . . ?
N1 C4 C5 N3 -0.3(3) . . . . ?
C13 C4 C5 N3 -178.9(2) . . . . ?
N1 C4 C5 C6 179.7(2) . . . . ?
C13 C4 C5 C6 1.1(3) . . . . ?
N3 C5 C6 C19 -126.0(3) . . . . ?
C4 C5 C6 C19 54.0(3) . . . . ?
N3 C5 C6 C7 123.9(3) . . . . ?
C4 C5 C6 C7 -56.2(3) . . . . ?
C5 C6 C7 C8 -125.8(3) . . . . ?
C19 C6 C7 C8 124.7(3) . . . . ?
C5 C6 C7 C12 54.6(3) . . . . ?
C19 C6 C7 C12 -54.9(3) . . . . ?
C12 C7 C8 C9 0.4(4) . . . . ?
C6 C7 C8 C9 -179.2(2) . . . . ?
C7 C8 C9 C10 -1.0(4) . . . . ?
C8 C9 C10 C11 0.9(4) . . . . ?
C9 C10 C11 C12 -0.2(4) . . . . ?
C10 C11 C12 C7 -0.4(4) . . . . ?
C10 C11 C12 C13 178.7(2) . . . . ?
C8 C7 C12 C11 0.3(4) . . . . ?
C6 C7 C12 C11 179.9(2) . . . . ?
C8 C7 C12 C13 -178.9(2) . . . . ?
C6 C7 C12 C13 0.8(3) . . . . ?
N1 C4 C13 C14 127.0(3) . . . . ?
C5 C4 C13 C14 -54.8(3) . . . . ?
N1 C4 C13 C12 -123.2(3) . . . . ?
C5 C4 C13 C12 54.9(3) . . . . ?
C11 C12 C13 C4 125.1(3) . . . . ?
C7 C12 C13 C4 -55.8(3) . . . . ?
C11 C12 C13 C14 -125.3(3) . . . . ?
C7 C12 C13 C14 53.8(3) . . . . ?
C4 C13 C14 C15 -128.1(3) . . . . ?
C12 C13 C14 C15 123.2(3) . . . . ?
C4 C13 C14 C19 53.4(3) . . . . ?
C12 C13 C14 C19 -55.3(3) . . . . ?
C19 C14 C15 C16 -0.1(4) . . . . ?
C13 C14 C15 C16 -178.4(2) . . . . ?
C14 C15 C16 C17 -0.9(4) . . . . ?
C15 C16 C17 C18 1.6(4) . . . . ?
C16 C17 C18 C19 -1.3(4) . . . . ?
C17 C18 C19 C14 0.3(4) . . . . ?
C17 C18 C19 C6 177.5(2) . . . . ?
C15 C14 C19 C18 0.3(4) . . . . ?
C13 C14 C19 C18 178.9(2) . . . . ?
C15 C14 C19 C6 -177.1(2) . . . . ?
C13 C14 C19 C6 1.4(3) . . . . ?
C5 C6 C19 C18 127.9(3) . . . . ?
C7 C6 C19 C18 -123.7(3) . . . . ?
C5 C6 C19 C14 -54.8(3) . . . . ?
C7 C6 C19 C14 53.6(3) . . . . ?

_refine_diff_density_max         0.304
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.053























####################################################################### 
# 
# 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_1B_sq
_database_code_depnum_ccdc_archive 'CCDC 1980366'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Beamline Division, Pohang Accelerator Laboratory, Pohang, Korea
South Korea
;
_audit_update_record             
;
2020-01-28 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
1,4-bis(4,9-Dihydro-o-benzeno-2H-naphtho-[2,3-d][1,2,3]triazolo)benzene
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H24 N6'
_chemical_formula_sum            'C38 H24 N6'
_chemical_formula_weight         564.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 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 0.0059 0.0032 '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                   6.3260(13)
_cell_length_b                   15.778(3)
_cell_length_c                   16.684(3)
_cell_angle_alpha                81.36(3)
_cell_angle_beta                 89.31(3)
_cell_angle_gamma                88.89(3)
_cell_volume                     1646.0(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    92557
_cell_measurement_theta_min      0.401
_cell_measurement_theta_max      33.749

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_F_000             588
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.015
_exptl_crystal_size_mid          0.008
_exptl_crystal_size_min          0.002
_exptl_absorpt_coefficient_mu    0.066
_shelx_estimated_absorpt_T_min   0.999
_shelx_estimated_absorpt_T_max   1.000
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.809
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11925
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.286
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6007
_reflns_number_gt                4028
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6007
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1222
_refine_ls_R_factor_gt           0.1022
_refine_ls_wR_factor_ref         0.3045
_refine_ls_wR_factor_gt          0.2881
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_restrained_S_all      1.151
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N1A N 0.0402(4) 0.14318(17) 0.30244(16) 0.0562(7) Uani 1 1 d . . . . .
N2A N 0.1637(4) 0.09866(18) 0.35991(15) 0.0561(7) Uani 1 1 d . . . . .
N3A N 0.3726(4) 0.10630(18) 0.34780(16) 0.0569(7) Uani 1 1 d . . . . .
C1A C 0.2117(6) 0.0237(2) 0.4968(2) 0.0606(8) Uani 1 1 d . . . . .
H1A H 0.355163 0.040637 0.494191 0.073 Uiso 1 1 calc R U . . .
C2A C 0.0778(5) 0.0479(2) 0.43095(19) 0.0575(8) Uani 1 1 d . . . . .
C3A C -0.1316(5) 0.0255(2) 0.43403(19) 0.0585(8) Uani 1 1 d . . . . .
H3A H -0.220789 0.043535 0.389042 0.070 Uiso 1 1 calc R U . . .
C4A C 0.1818(5) 0.1823(2) 0.25108(18) 0.0531(7) Uani 1 1 d . . . . .
C5A C 0.3833(5) 0.1594(2) 0.27851(19) 0.0548(8) Uani 1 1 d . . . . .
C6A C 0.5598(5) 0.1992(2) 0.22502(19) 0.0570(8) Uani 1 1 d . . . . .
H6A H 0.704731 0.180752 0.244558 0.068 Uiso 1 1 calc R U . . .
C7A C 0.5187(6) 0.2954(2) 0.21619(19) 0.0572(8) Uani 1 1 d . . . . .
C8A C 0.6587(6) 0.3567(2) 0.2373(2) 0.0626(9) Uani 1 1 d . . . . .
H8A H 0.794886 0.339130 0.257448 0.075 Uiso 1 1 calc R U . . .
C9A C 0.5990(6) 0.4420(2) 0.2288(2) 0.0671(9) Uani 1 1 d . . . . .
H9A H 0.693921 0.483698 0.241901 0.081 Uiso 1 1 calc R U . . .
C10A C 0.3972(7) 0.4660(2) 0.2007(2) 0.0673(9) Uani 1 1 d . . . . .
H10A H 0.353761 0.524532 0.194954 0.081 Uiso 1 1 calc R U . . .
C11A C 0.2542(6) 0.4036(2) 0.18018(19) 0.0607(8) Uani 1 1 d . . . . .
H11A H 0.117096 0.420817 0.160788 0.073 Uiso 1 1 calc R U . . .
C12A C 0.3151(5) 0.3191(2) 0.18856(18) 0.0554(8) Uani 1 1 d . . . . .
C13A C 0.1755(5) 0.2431(2) 0.17131(18) 0.0543(8) Uani 1 1 d . . . . .
H13A H 0.029610 0.260730 0.152307 0.065 Uiso 1 1 calc R U . . .
C14A C 0.3013(5) 0.1965(2) 0.11393(19) 0.0551(8) Uani 1 1 d . . . . .
C15A C 0.2275(6) 0.1752(2) 0.04005(19) 0.0571(8) Uani 1 1 d . . . . .
H15A H 0.089852 0.192574 0.021329 0.068 Uiso 1 1 calc R U . . .
C16A C 0.3578(6) 0.1292(2) -0.0041(2) 0.0620(8) Uani 1 1 d . . . . .
H16A H 0.311004 0.113609 -0.053660 0.074 Uiso 1 1 calc R U . . .
C17A C 0.5585(6) 0.1056(2) 0.0241(2) 0.0643(9) Uani 1 1 d . . . . .
H17A H 0.648862 0.073717 -0.006574 0.077 Uiso 1 1 calc R U . . .
C18A C 0.6314(6) 0.1279(2) 0.0973(2) 0.0594(8) Uani 1 1 d . . . . .
H18A H 0.769955 0.111325 0.115429 0.071 Uiso 1 1 calc R U . . .
C19A C 0.5040(5) 0.1730(2) 0.14173(19) 0.0566(8) Uani 1 1 d . . . . .
N1B N 0.1282(4) 0.60437(17) 0.34662(16) 0.0552(7) Uani 1 1 d . . . . .
N2B N 0.3387(4) 0.59869(17) 0.35943(15) 0.0535(6) Uani 1 1 d . . . . .
N3B N 0.4623(4) 0.64527(17) 0.30339(15) 0.0552(7) Uani 1 1 d . . . . .
C1B C 0.2899(6) 0.5236(2) 0.4963(2) 0.0582(8) Uani 1 1 d . . . . .
H1B H 0.144917 0.540574 0.493741 0.070 Uiso 1 1 calc R U . . .
C2B C 0.4234(5) 0.5482(2) 0.43118(18) 0.0542(8) Uani 1 1 d . . . . .
C3B C 0.6312(5) 0.5261(2) 0.43452(19) 0.0578(8) Uani 1 1 d . . . . .
H3B H 0.722272 0.544401 0.389837 0.069 Uiso 1 1 calc R U . . .
C4B C 0.1178(5) 0.6578(2) 0.27652(19) 0.0549(8) Uani 1 1 d . . . . .
C5B C 0.3205(5) 0.6819(2) 0.25069(18) 0.0538(7) Uani 1 1 d . . . . .
C6B C 0.3273(5) 0.7435(2) 0.17145(18) 0.0545(8) Uani 1 1 d . . . . .
H6B H 0.473176 0.759532 0.151777 0.065 Uiso 1 1 calc R U . . .
C7B C 0.1904(6) 0.8177(2) 0.18769(18) 0.0567(8) Uani 1 1 d . . . . .
C8B C 0.2526(6) 0.9040(2) 0.17982(19) 0.0601(8) Uani 1 1 d . . . . .
H8B H 0.390555 0.920110 0.161095 0.072 Uiso 1 1 calc R U . . .
C9B C 0.1111(6) 0.9634(2) 0.1996(2) 0.0652(9) Uani 1 1 d . . . . .
H9B H 0.149799 1.021914 0.194352 0.078 Uiso 1 1 calc R U . . .
C10B C -0.0872(7) 0.9395(2) 0.2270(2) 0.0670(9) Uani 1 1 d . . . . .
H10B H -0.184320 0.981939 0.240520 0.080 Uiso 1 1 calc R U . . .
C11B C -0.1511(6) 0.8525(2) 0.2356(2) 0.0623(9) Uani 1 1 d . . . . .
H11B H -0.287882 0.836480 0.255857 0.075 Uiso 1 1 calc R U . . .
C12B C -0.0131(5) 0.7934(2) 0.21440(19) 0.0575(8) Uani 1 1 d . . . . .
C13B C -0.0574(5) 0.6960(2) 0.22288(19) 0.0565(8) Uani 1 1 d . . . . .
H13B H -0.202454 0.679546 0.243252 0.068 Uiso 1 1 calc R U . . .
C14B C -0.0023(5) 0.6719(2) 0.13996(19) 0.0556(8) Uani 1 1 d . . . . .
C15B C -0.1344(6) 0.6251(2) 0.0941(2) 0.0597(8) Uani 1 1 d . . . . .
H15B H -0.271296 0.608350 0.113657 0.072 Uiso 1 1 calc R U . . .
C16B C -0.0605(6) 0.6044(2) 0.0208(2) 0.0635(9) Uani 1 1 d . . . . .
H16B H -0.146450 0.573571 -0.010636 0.076 Uiso 1 1 calc R U . . .
C17B C 0.1384(6) 0.6291(2) -0.0057(2) 0.0606(8) Uani 1 1 d . . . . .
H17B H 0.189017 0.614644 -0.055796 0.073 Uiso 1 1 calc R U . . .
C18B C 0.2711(6) 0.6759(2) 0.03975(19) 0.0573(8) Uani 1 1 d . . . . .
H18B H 0.407243 0.693181 0.019725 0.069 Uiso 1 1 calc R U . . .
C19B C 0.1994(5) 0.6957(2) 0.11294(19) 0.0543(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1A C4A 1.327(4) . ?
N1A N2A 1.348(3) . ?
N2A N3A 1.339(4) . ?
N2A C2A 1.434(4) . ?
N3A C5A 1.324(4) . ?
C1A C3A 1.386(4) 2_556 ?
C1A C2A 1.398(5) . ?
C1A H1A 0.9500 . ?
C2A C3A 1.377(5) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.383(5) . ?
C4A C13A 1.520(4) . ?
C5A C6A 1.508(5) . ?
C6A C7A 1.519(5) . ?
C6A C19A 1.555(5) . ?
C6A H6A 1.0000 . ?
C7A C12A 1.398(5) . ?
C7A C8A 1.410(5) . ?
C8A C9A 1.378(5) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.391(6) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.431(5) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.367(5) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.566(5) . ?
C13A C14A 1.503(5) . ?
C13A H13A 1.0000 . ?
C14A C19A 1.394(5) . ?
C14A C15A 1.412(5) . ?
C15A C16A 1.368(5) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.384(5) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.404(5) . ?
C17A H17A 0.9500 . ?
C18A C19A 1.352(5) . ?
C18A H18A 0.9500 . ?
N1B C4B 1.336(4) . ?
N1B N2B 1.351(4) . ?
N2B N3B 1.350(4) . ?
N2B C2B 1.438(4) . ?
N3B C5B 1.326(4) . ?
C1B C2B 1.382(5) . ?
C1B C3B 1.386(4) 2_666 ?
C1B H1B 0.9500 . ?
C2B C3B 1.353(5) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.389(5) . ?
C4B C13B 1.493(4) . ?
C5B C6B 1.519(4) . ?
C6B C7B 1.499(5) . ?
C6B C19B 1.563(5) . ?
C6B H6B 1.0000 . ?
C7B C12B 1.399(5) . ?
C7B C8B 1.411(5) . ?
C8B C9B 1.357(5) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.371(6) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.425(5) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.348(5) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.552(5) . ?
C13B C14B 1.524(5) . ?
C13B H13B 1.0000 . ?
C14B C19B 1.388(5) . ?
C14B C15B 1.427(5) . ?
C15B C16B 1.386(5) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.373(5) . ?
C16B H16B 0.9500 . ?
C17B C18B 1.425(5) . ?
C17B H17B 0.9500 . ?
C18B C19B 1.375(5) . ?
C18B H18B 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
C4A N1A N2A 102.2(3) . . ?
N3A N2A N1A 115.9(2) . . ?
N3A N2A C2A 121.7(3) . . ?
N1A N2A C2A 122.4(3) . . ?
C5A N3A N2A 102.4(3) . . ?
C3A C1A C2A 118.9(3) 2_556 . ?
C3A C1A H1A 120.5 2_556 . ?
C2A C1A H1A 120.5 . . ?
C3A C2A C1A 121.5(3) . . ?
C3A C2A N2A 120.4(3) . . ?
C1A C2A N2A 118.1(3) . . ?
C2A C3A C1A 119.6(3) . 2_556 ?
C2A C3A H3A 120.2 . . ?
C1A C3A H3A 120.2 2_556 . ?
N1A C4A C5A 109.6(3) . . ?
N1A C4A C13A 136.1(3) . . ?
C5A C4A C13A 114.3(3) . . ?
N3A C5A C4A 109.9(3) . . ?
N3A C5A C6A 135.2(3) . . ?
C4A C5A C6A 114.9(3) . . ?
C5A C6A C7A 105.4(3) . . ?
C5A C6A C19A 101.8(3) . . ?
C7A C6A C19A 105.8(2) . . ?
C5A C6A H6A 114.2 . . ?
C7A C6A H6A 114.2 . . ?
C19A C6A H6A 114.2 . . ?
C12A C7A C8A 121.0(3) . . ?
C12A C7A C6A 112.8(3) . . ?
C8A C7A C6A 126.1(3) . . ?
C9A C8A C7A 120.4(4) . . ?
C9A C8A H8A 119.8 . . ?
C7A C8A H8A 119.8 . . ?
C8A C9A C10A 118.8(4) . . ?
C8A C9A H9A 120.6 . . ?
C10A C9A H9A 120.6 . . ?
C9A C10A C11A 120.9(4) . . ?
C9A C10A H10A 119.6 . . ?
C11A C10A H10A 119.6 . . ?
C12A C11A C10A 120.0(3) . . ?
C12A C11A H11A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C11A C12A C7A 119.0(3) . . ?
C11A C12A C13A 126.1(3) . . ?
C7A C12A C13A 114.9(3) . . ?
C14A C13A C4A 103.9(3) . . ?
C14A C13A C12A 106.3(3) . . ?
C4A C13A C12A 103.0(3) . . ?
C14A C13A H13A 114.2 . . ?
C4A C13A H13A 114.2 . . ?
C12A C13A H13A 114.2 . . ?
C19A C14A C15A 121.5(3) . . ?
C19A C14A C13A 113.0(3) . . ?
C15A C14A C13A 125.6(3) . . ?
C16A C15A C14A 118.8(3) . . ?
C16A C15A H15A 120.6 . . ?
C14A C15A H15A 120.6 . . ?
C15A C16A C17A 119.4(3) . . ?
C15A C16A H16A 120.3 . . ?
C17A C16A H16A 120.3 . . ?
C16A C17A C18A 121.4(3) . . ?
C16A C17A H17A 119.3 . . ?
C18A C17A H17A 119.3 . . ?
C19A C18A C17A 119.9(3) . . ?
C19A C18A H18A 120.1 . . ?
C17A C18A H18A 120.1 . . ?
C18A C19A C14A 119.0(3) . . ?
C18A C19A C6A 125.6(3) . . ?
C14A C19A C6A 115.3(3) . . ?
C4B N1B N2B 101.7(3) . . ?
N3B N2B N1B 116.6(2) . . ?
N3B N2B C2B 122.4(3) . . ?
N1B N2B C2B 120.9(2) . . ?
C5B N3B N2B 101.8(3) . . ?
C2B C1B C3B 119.6(3) . 2_666 ?
C2B C1B H1B 120.2 . . ?
C3B C1B H1B 120.2 2_666 . ?
C3B C2B C1B 120.9(3) . . ?
C3B C2B N2B 120.1(3) . . ?
C1B C2B N2B 119.0(3) . . ?
C2B C3B C1B 119.5(3) . 2_666 ?
C2B C3B H3B 120.3 . . ?
C1B C3B H3B 120.3 2_666 . ?
N1B C4B C5B 109.6(3) . . ?
N1B C4B C13B 134.8(3) . . ?
C5B C4B C13B 115.6(3) . . ?
N3B C5B C4B 110.3(3) . . ?
N3B C5B C6B 135.6(3) . . ?
C4B C5B C6B 114.1(3) . . ?
C7B C6B C5B 103.9(3) . . ?
C7B C6B C19B 106.1(3) . . ?
C5B C6B C19B 102.8(2) . . ?
C7B C6B H6B 114.3 . . ?
C5B C6B H6B 114.3 . . ?
C19B C6B H6B 114.3 . . ?
C12B C7B C8B 121.2(3) . . ?
C12B C7B C6B 112.9(3) . . ?
C8B C7B C6B 125.9(3) . . ?
C9B C8B C7B 118.6(3) . . ?
C9B C8B H8B 120.7 . . ?
C7B C8B H8B 120.7 . . ?
C8B C9B C10B 120.3(3) . . ?
C8B C9B H9B 119.9 . . ?
C10B C9B H9B 119.9 . . ?
C9B C10B C11B 121.5(3) . . ?
C9B C10B H10B 119.2 . . ?
C11B C10B H10B 119.2 . . ?
C12B C11B C10B 118.5(4) . . ?
C12B C11B H11B 120.7 . . ?
C10B C11B H11B 120.7 . . ?
C11B C12B C7B 119.8(3) . . ?
C11B C12B C13B 124.4(3) . . ?
C7B C12B C13B 115.6(3) . . ?
C4B C13B C14B 104.6(3) . . ?
C4B C13B C12B 102.3(3) . . ?
C14B C13B C12B 104.7(2) . . ?
C4B C13B H13B 114.6 . . ?
C14B C13B H13B 114.6 . . ?
C12B C13B H13B 114.6 . . ?
C19B C14B C15B 121.1(3) . . ?
C19B C14B C13B 113.5(3) . . ?
C15B C14B C13B 125.3(3) . . ?
C16B C15B C14B 119.2(3) . . ?
C16B C15B H15B 120.4 . . ?
C14B C15B H15B 120.4 . . ?
C17B C16B C15B 119.1(4) . . ?
C17B C16B H16B 120.4 . . ?
C15B C16B H16B 120.4 . . ?
C16B C17B C18B 122.0(3) . . ?
C16B C17B H17B 119.0 . . ?
C18B C17B H17B 119.0 . . ?
C19B C18B C17B 119.1(3) . . ?
C19B C18B H18B 120.5 . . ?
C17B C18B H18B 120.5 . . ?
C18B C19B C14B 119.5(3) . . ?
C18B C19B C6B 125.6(3) . . ?
C14B C19B C6B 114.9(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
C4A N1A N2A N3A -0.7(4) . . . . ?
C4A N1A N2A C2A 177.6(3) . . . . ?
N1A N2A N3A C5A 0.3(4) . . . . ?
C2A N2A N3A C5A -178.0(3) . . . . ?
C3A C1A C2A C3A 1.3(6) 2_556 . . . ?
C3A C1A C2A N2A -179.9(3) 2_556 . . . ?
N3A N2A C2A C3A -165.5(3) . . . . ?
N1A N2A C2A C3A 16.2(5) . . . . ?
N3A N2A C2A C1A 15.6(5) . . . . ?
N1A N2A C2A C1A -162.6(3) . . . . ?
C1A C2A C3A C1A -1.3(6) . . . 2_556 ?
N2A C2A C3A C1A 179.9(3) . . . 2_556 ?
N2A N1A C4A C5A 0.8(4) . . . . ?
N2A N1A C4A C13A 179.5(4) . . . . ?
N2A N3A C5A C4A 0.2(4) . . . . ?
N2A N3A C5A C6A 179.8(4) . . . . ?
N1A C4A C5A N3A -0.7(4) . . . . ?
C13A C4A C5A N3A -179.7(3) . . . . ?
N1A C4A C5A C6A 179.6(3) . . . . ?
C13A C4A C5A C6A 0.6(4) . . . . ?
N3A C5A C6A C7A -123.9(4) . . . . ?
C4A C5A C6A C7A 55.7(4) . . . . ?
N3A C5A C6A C19A 125.8(4) . . . . ?
C4A C5A C6A C19A -54.6(4) . . . . ?
C5A C6A C7A C12A -54.0(3) . . . . ?
C19A C6A C7A C12A 53.4(3) . . . . ?
C5A C6A C7A C8A 122.2(4) . . . . ?
C19A C6A C7A C8A -130.4(3) . . . . ?
C12A C7A C8A C9A -1.8(5) . . . . ?
C6A C7A C8A C9A -177.8(3) . . . . ?
C7A C8A C9A C10A 1.3(5) . . . . ?
C8A C9A C10A C11A -0.5(5) . . . . ?
C9A C10A C11A C12A 0.3(5) . . . . ?
C10A C11A C12A C7A -0.8(5) . . . . ?
C10A C11A C12A C13A 178.1(3) . . . . ?
C8A C7A C12A C11A 1.6(5) . . . . ?
C6A C7A C12A C11A 178.0(3) . . . . ?
C8A C7A C12A C13A -177.4(3) . . . . ?
C6A C7A C12A C13A -1.0(4) . . . . ?
N1A C4A C13A C14A -122.3(4) . . . . ?
C5A C4A C13A C14A 56.4(4) . . . . ?
N1A C4A C13A C12A 127.0(4) . . . . ?
C5A C4A C13A C12A -54.3(4) . . . . ?
C11A C12A C13A C14A 127.0(3) . . . . ?
C7A C12A C13A C14A -54.1(3) . . . . ?
C11A C12A C13A C4A -124.1(3) . . . . ?
C7A C12A C13A C4A 54.9(3) . . . . ?
C4A C13A C14A C19A -55.2(3) . . . . ?
C12A C13A C14A C19A 53.0(3) . . . . ?
C4A C13A C14A C15A 123.1(3) . . . . ?
C12A C13A C14A C15A -128.6(3) . . . . ?
C19A C14A C15A C16A 1.1(5) . . . . ?
C13A C14A C15A C16A -177.1(3) . . . . ?
C14A C15A C16A C17A -0.7(5) . . . . ?
C15A C16A C17A C18A 0.0(5) . . . . ?
C16A C17A C18A C19A 0.3(5) . . . . ?
C17A C18A C19A C14A 0.1(5) . . . . ?
C17A C18A C19A C6A 177.6(3) . . . . ?
C15A C14A C19A C18A -0.8(5) . . . . ?
C13A C14A C19A C18A 177.6(3) . . . . ?
C15A C14A C19A C6A -178.6(3) . . . . ?
C13A C14A C19A C6A -0.2(4) . . . . ?
C5A C6A C19A C18A -122.5(3) . . . . ?
C7A C6A C19A C18A 127.6(3) . . . . ?
C5A C6A C19A C14A 55.1(3) . . . . ?
C7A C6A C19A C14A -54.8(4) . . . . ?
C4B N1B N2B N3B 0.8(4) . . . . ?
C4B N1B N2B C2B 178.3(3) . . . . ?
N1B N2B N3B C5B -1.1(4) . . . . ?
C2B N2B N3B C5B -178.4(3) . . . . ?
C3B C1B C2B C3B -1.4(6) 2_666 . . . ?
C3B C1B C2B N2B 179.1(3) 2_666 . . . ?
N3B N2B C2B C3B -18.7(5) . . . . ?
N1B N2B C2B C3B 164.0(3) . . . . ?
N3B N2B C2B C1B 160.8(3) . . . . ?
N1B N2B C2B C1B -16.5(5) . . . . ?
C1B C2B C3B C1B 1.4(6) . . . 2_666 ?
N2B C2B C3B C1B -179.1(3) . . . 2_666 ?
N2B N1B C4B C5B -0.2(3) . . . . ?
N2B N1B C4B C13B -179.5(4) . . . . ?
N2B N3B C5B C4B 0.8(4) . . . . ?
N2B N3B C5B C6B 179.7(4) . . . . ?
N1B C4B C5B N3B -0.4(4) . . . . ?
C13B C4B C5B N3B 179.0(3) . . . . ?
N1B C4B C5B C6B -179.5(3) . . . . ?
C13B C4B C5B C6B -0.1(4) . . . . ?
N3B C5B C6B C7B -122.2(4) . . . . ?
C4B C5B C6B C7B 56.6(4) . . . . ?
N3B C5B C6B C19B 127.4(4) . . . . ?
C4B C5B C6B C19B -53.8(4) . . . . ?
C5B C6B C7B C12B -55.3(3) . . . . ?
C19B C6B C7B C12B 52.6(3) . . . . ?
C5B C6B C7B C8B 123.2(3) . . . . ?
C19B C6B C7B C8B -128.8(3) . . . . ?
C12B C7B C8B C9B 0.7(5) . . . . ?
C6B C7B C8B C9B -177.8(3) . . . . ?
C7B C8B C9B C10B 0.4(5) . . . . ?
C8B C9B C10B C11B 0.0(6) . . . . ?
C9B C10B C11B C12B -1.5(5) . . . . ?
C10B C11B C12B C7B 2.5(5) . . . . ?
C10B C11B C12B C13B 178.0(3) . . . . ?
C8B C7B C12B C11B -2.2(5) . . . . ?
C6B C7B C12B C11B 176.5(3) . . . . ?
C8B C7B C12B C13B -178.1(3) . . . . ?
C6B C7B C12B C13B 0.6(4) . . . . ?
N1B C4B C13B C14B -125.2(4) . . . . ?
C5B C4B C13B C14B 55.5(4) . . . . ?
N1B C4B C13B C12B 125.8(4) . . . . ?
C5B C4B C13B C12B -53.4(4) . . . . ?
C11B C12B C13B C4B -121.7(3) . . . . ?
C7B C12B C13B C4B 54.0(3) . . . . ?
C11B C12B C13B C14B 129.4(3) . . . . ?
C7B C12B C13B C14B -54.9(4) . . . . ?
C4B C13B C14B C19B -53.8(3) . . . . ?
C12B C13B C14B C19B 53.4(3) . . . . ?
C4B C13B C14B C15B 122.7(3) . . . . ?
C12B C13B C14B C15B -130.1(3) . . . . ?
C19B C14B C15B C16B -1.1(5) . . . . ?
C13B C14B C15B C16B -177.3(3) . . . . ?
C14B C15B C16B C17B 0.3(5) . . . . ?
C15B C16B C17B C18B -0.3(5) . . . . ?
C16B C17B C18B C19B 1.1(5) . . . . ?
C17B C18B C19B C14B -1.8(5) . . . . ?
C17B C18B C19B C6B 177.7(3) . . . . ?
C15B C14B C19B C18B 1.8(5) . . . . ?
C13B C14B C19B C18B 178.5(3) . . . . ?
C15B C14B C19B C6B -177.8(3) . . . . ?
C13B C14B C19B C6B -1.1(4) . . . . ?
C7B C6B C19B C18B 126.4(3) . . . . ?
C5B C6B C19B C18B -124.8(3) . . . . ?
C7B C6B C19B C14B -54.1(3) . . . . ?
C5B C6B C19B C14B 54.8(3) . . . . ?

_refine_diff_density_max         0.603
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.104
























####################################################################### 
# 
# 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_1A_sq
_database_code_depnum_ccdc_archive 'CCDC 1980364'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Beamline Division, Pohang Accelerator Laboratory, Pohang, Korea
South Korea
;
_audit_update_record             
;
2020-01-28 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
1,4-bis(4,9-Dihydro-o-benzeno-2H-naphtho-[2,3-d][1,2,3]triazolo)benzene
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H24 N6'
_chemical_formula_sum            'C38 H24 N6'
_chemical_formula_weight         564.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.9199(8)
_cell_length_b                   6.4841(4)
_cell_length_c                   24.7395(15)
_cell_angle_alpha                90
_cell_angle_beta                 91.495(4)
_cell_angle_gamma                90
_cell_volume                     1911.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    8198
_cell_measurement_theta_min      3.71
_cell_measurement_theta_max      76.75

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.981
_exptl_crystal_F_000             588
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.468
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6113
_exptl_absorpt_correction_T_max  0.7541
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Photon 100 CMOS detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36898
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_av_R_equivalents  0.1136
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.574
_diffrn_reflns_theta_max         77.363
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             3968
_reflns_number_gt                2790
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEXIII'
_computing_cell_refinement       'Bruker APEXIII'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  CIFTAB
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0971P)²+2.3909P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3968
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1163
_refine_ls_R_factor_gt           0.0890
_refine_ls_wR_factor_ref         0.2520
_refine_ls_wR_factor_gt          0.2342
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.8846(2) 0.3987(4) 0.40756(12) 0.0484(7) Uani 1 1 d . . . . .
N2 N 0.8900(2) 0.1918(4) 0.41244(12) 0.0453(7) Uani 1 1 d . . . . .
N3 N 0.8364(2) 0.0839(4) 0.37324(11) 0.0426(6) Uani 1 1 d . . . . .
C1 C 1.0077(5) 0.2060(6) 0.4929(2) 0.0862(17) Uani 1 1 d . . . . .
H1 H 1.013636 0.349515 0.488398 0.103 Uiso 1 1 calc R U . . .
C2 C 0.9457(3) 0.0944(5) 0.45706(14) 0.0438(8) Uani 1 1 d . . . . .
C3 C 0.9381(5) -0.1126(6) 0.46411(19) 0.0836(17) Uani 1 1 d . . . . .
H3 H 0.895341 -0.192267 0.439409 0.100 Uiso 1 1 calc R U . . .
C4 C 0.8250(3) 0.4234(5) 0.36233(14) 0.0457(8) Uani 1 1 d . . . . .
C5 C 0.7962(3) 0.2290(5) 0.34137(14) 0.0422(7) Uani 1 1 d . . . . .
C6 C 0.7259(3) 0.2368(5) 0.28958(13) 0.0425(7) Uani 1 1 d . . . . .
H6 H 0.706362 0.099649 0.274458 0.051 Uiso 1 1 calc R U . . .
C7 C 0.6241(3) 0.3660(5) 0.30579(13) 0.0452(8) Uani 1 1 d . . . . .
C8 C 0.5130(3) 0.3055(7) 0.30094(15) 0.0565(9) Uani 1 1 d . . . . .
H8 H 0.494101 0.176010 0.286284 0.068 Uiso 1 1 calc R U . . .
C9 C 0.4300(3) 0.4385(8) 0.31797(18) 0.0711(12) Uani 1 1 d . . . . .
H9 H 0.354416 0.397255 0.315792 0.085 Uiso 1 1 calc R U . . .
C10 C 0.4578(4) 0.6320(9) 0.33822(18) 0.0773(14) Uani 1 1 d . . . . .
H10 H 0.400600 0.722055 0.348848 0.093 Uiso 1 1 calc R U . . .
C11 C 0.5689(3) 0.6939(6) 0.34292(16) 0.0607(10) Uani 1 1 d . . . . .
H11 H 0.587673 0.824218 0.357155 0.073 Uiso 1 1 calc R U . . .
C12 C 0.6517(3) 0.5604(5) 0.32627(14) 0.0489(8) Uani 1 1 d . . . . .
C13 C 0.7794(3) 0.6021(5) 0.32989(15) 0.0485(8) Uani 1 1 d . . . . .
H13 H 0.799553 0.738820 0.345091 0.058 Uiso 1 1 calc R U . . .
C14 C 0.8199(3) 0.5670(5) 0.27350(16) 0.0501(9) Uani 1 1 d . . . . .
C15 C 0.8790(3) 0.7066(6) 0.24271(19) 0.0626(11) Uani 1 1 d . . . . .
H15 H 0.898719 0.836040 0.257201 0.075 Uiso 1 1 calc R U . . .
C16 C 0.9089(3) 0.6559(8) 0.1908(2) 0.0720(12) Uani 1 1 d . . . . .
H16 H 0.947281 0.752361 0.169745 0.086 Uiso 1 1 calc R U . . .
C17 C 0.8827(3) 0.4649(8) 0.16960(19) 0.0713(12) Uani 1 1 d . . . . .
H17 H 0.904405 0.430778 0.134441 0.086 Uiso 1 1 calc R U . . .
C18 C 0.8243(3) 0.3218(6) 0.20014(16) 0.0569(9) Uani 1 1 d . . . . .
H18 H 0.806413 0.191565 0.185631 0.068 Uiso 1 1 calc R U . . .
C19 C 0.7926(3) 0.3725(5) 0.25190(14) 0.0453(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C4 1.319(4) . ?
N1 N2 1.348(4) . ?
N2 N3 1.344(4) . ?
N2 C2 1.421(4) . ?
N3 C5 1.310(4) . ?
C1 C2 1.350(5) . ?
C1 C3 1.371(6) 3_756 ?
C1 H1 0.9400 . ?
C2 C3 1.356(5) . ?
C3 H3 0.9400 . ?
C4 C5 1.402(4) . ?
C4 C13 1.503(4) . ?
C5 C6 1.514(4) . ?
C6 C19 1.521(5) . ?
C6 C7 1.536(5) . ?
C6 H6 0.9900 . ?
C7 C8 1.383(5) . ?
C7 C12 1.395(5) . ?
C8 C9 1.386(6) . ?
C8 H8 0.9400 . ?
C9 C10 1.388(7) . ?
C9 H9 0.9400 . ?
C10 C11 1.386(6) . ?
C10 H10 0.9400 . ?
C11 C12 1.384(5) . ?
C11 H11 0.9400 . ?
C12 C13 1.547(5) . ?
C13 C14 1.505(5) . ?
C13 H13 0.9900 . ?
C14 C15 1.387(5) . ?
C14 C19 1.405(5) . ?
C15 C16 1.382(6) . ?
C15 H15 0.9400 . ?
C16 C17 1.377(7) . ?
C16 H16 0.9400 . ?
C17 C18 1.394(6) . ?
C17 H17 0.9400 . ?
C18 C19 1.384(5) . ?
C18 H18 0.9400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 N1 N2 102.7(3) . . ?
N3 N2 N1 115.6(3) . . ?
N3 N2 C2 122.2(2) . . ?
N1 N2 C2 122.2(3) . . ?
C5 N3 N2 102.7(2) . . ?
C2 C1 C3 120.8(4) . 3_756 ?
C2 C1 H1 119.6 . . ?
C3 C1 H1 119.6 3_756 . ?
C1 C2 C3 118.9(3) . . ?
C1 C2 N2 120.6(3) . . ?
C3 C2 N2 120.5(3) . . ?
C2 C3 C1 120.3(4) . 3_756 ?
C2 C3 H3 119.8 . . ?
C1 C3 H3 119.8 3_756 . ?
N1 C4 C5 109.0(3) . . ?
N1 C4 C13 136.5(3) . . ?
C5 C4 C13 114.4(3) . . ?
N3 C5 C4 109.9(3) . . ?
N3 C5 C6 136.0(3) . . ?
C4 C5 C6 114.1(3) . . ?
C5 C6 C19 104.5(2) . . ?
C5 C6 C7 102.8(3) . . ?
C19 C6 C7 105.9(3) . . ?
C5 C6 H6 114.2 . . ?
C19 C6 H6 114.2 . . ?
C7 C6 H6 114.2 . . ?
C8 C7 C12 120.3(3) . . ?
C8 C7 C6 125.7(3) . . ?
C12 C7 C6 114.0(3) . . ?
C7 C8 C9 119.1(4) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C8 C9 C10 120.4(4) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 120.7(4) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C10 118.8(4) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C11 C12 C7 120.7(4) . . ?
C11 C12 C13 125.6(3) . . ?
C7 C12 C13 113.7(3) . . ?
C4 C13 C14 105.0(3) . . ?
C4 C13 C12 103.8(3) . . ?
C14 C13 C12 105.0(3) . . ?
C4 C13 H13 114.0 . . ?
C14 C13 H13 114.0 . . ?
C12 C13 H13 114.0 . . ?
C15 C14 C19 119.5(4) . . ?
C15 C14 C13 126.2(3) . . ?
C19 C14 C13 114.3(3) . . ?
C16 C15 C14 120.1(4) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 120.4(4) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 120.2(4) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C19 C18 C17 119.7(4) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C18 C19 C14 119.9(3) . . ?
C18 C19 C6 126.1(3) . . ?
C14 C19 C6 113.9(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 N1 N2 N3 -0.7(4) . . . . ?
C4 N1 N2 C2 -178.7(3) . . . . ?
N1 N2 N3 C5 1.0(4) . . . . ?
C2 N2 N3 C5 179.0(3) . . . . ?
C3 C1 C2 C3 -0.1(10) 3_756 . . . ?
C3 C1 C2 N2 -179.7(5) 3_756 . . . ?
N3 N2 C2 C1 173.7(4) . . . . ?
N1 N2 C2 C1 -8.4(6) . . . . ?
N3 N2 C2 C3 -5.9(6) . . . . ?
N1 N2 C2 C3 172.0(4) . . . . ?
C1 C2 C3 C1 0.1(10) . . . 3_756 ?
N2 C2 C3 C1 179.7(5) . . . 3_756 ?
N2 N1 C4 C5 0.1(4) . . . . ?
N2 N1 C4 C13 177.9(4) . . . . ?
N2 N3 C5 C4 -0.9(4) . . . . ?
N2 N3 C5 C6 -179.0(4) . . . . ?
N1 C4 C5 N3 0.5(4) . . . . ?
C13 C4 C5 N3 -177.9(3) . . . . ?
N1 C4 C5 C6 179.1(3) . . . . ?
C13 C4 C5 C6 0.8(4) . . . . ?
N3 C5 C6 C19 -128.1(4) . . . . ?
C4 C5 C6 C19 53.8(4) . . . . ?
N3 C5 C6 C7 121.5(4) . . . . ?
C4 C5 C6 C7 -56.6(4) . . . . ?
C5 C6 C7 C8 -124.0(3) . . . . ?
C19 C6 C7 C8 126.6(3) . . . . ?
C5 C6 C7 C12 56.8(3) . . . . ?
C19 C6 C7 C12 -52.6(4) . . . . ?
C12 C7 C8 C9 -1.7(5) . . . . ?
C6 C7 C8 C9 179.2(3) . . . . ?
C7 C8 C9 C10 1.8(6) . . . . ?
C8 C9 C10 C11 -1.5(7) . . . . ?
C9 C10 C11 C12 1.0(6) . . . . ?
C10 C11 C12 C7 -0.8(6) . . . . ?
C10 C11 C12 C13 -178.4(4) . . . . ?
C8 C7 C12 C11 1.2(5) . . . . ?
C6 C7 C12 C11 -179.6(3) . . . . ?
C8 C7 C12 C13 179.0(3) . . . . ?
C6 C7 C12 C13 -1.7(4) . . . . ?
N1 C4 C13 C14 127.2(5) . . . . ?
C5 C4 C13 C14 -55.0(4) . . . . ?
N1 C4 C13 C12 -122.8(5) . . . . ?
C5 C4 C13 C12 54.9(4) . . . . ?
C11 C12 C13 C4 123.5(4) . . . . ?
C7 C12 C13 C4 -54.2(4) . . . . ?
C11 C12 C13 C14 -126.6(4) . . . . ?
C7 C12 C13 C14 55.7(4) . . . . ?
C4 C13 C14 C15 -126.4(3) . . . . ?
C12 C13 C14 C15 124.6(3) . . . . ?
C4 C13 C14 C19 54.0(3) . . . . ?
C12 C13 C14 C19 -55.1(3) . . . . ?
C19 C14 C15 C16 1.2(5) . . . . ?
C13 C14 C15 C16 -178.5(3) . . . . ?
C14 C15 C16 C17 -1.6(6) . . . . ?
C15 C16 C17 C18 1.0(6) . . . . ?
C16 C17 C18 C19 -0.1(6) . . . . ?
C17 C18 C19 C14 -0.3(5) . . . . ?
C17 C18 C19 C6 178.1(3) . . . . ?
C15 C14 C19 C18 -0.3(5) . . . . ?
C13 C14 C19 C18 179.4(3) . . . . ?
C15 C14 C19 C6 -178.8(3) . . . . ?
C13 C14 C19 C6 0.8(4) . . . . ?
C5 C6 C19 C18 126.9(3) . . . . ?
C7 C6 C19 C18 -125.0(3) . . . . ?
C5 C6 C19 C14 -54.7(3) . . . . ?
C7 C6 C19 C14 53.5(3) . . . . ?

_refine_diff_density_max         0.220
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.055















####################################################################### 
# 
# 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_3_sq
_database_code_depnum_ccdc_archive 'CCDC 2048701'
loop_
_audit_author_name
_audit_author_address
'Hongsik Kim'
;Seoul National University
South Korea
;
_audit_update_record             
;
2021-03-29 deposited with the CCDC.	2021-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '1.6(C H Cl3), C54 H33 N9'
_chemical_formula_sum            'C55.60 H34.60 Cl4.80 N9'
_chemical_formula_weight         998.88

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.7152(3)
_cell_length_b                   12.5774(3)
_cell_length_c                   17.5509(6)
_cell_angle_alpha                99.811(2)
_cell_angle_beta                 93.572(2)
_cell_angle_gamma                101.070(2)
_cell_volume                     2488.73(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    13655
_cell_measurement_theta_min      3.6570
_cell_measurement_theta_max      78.6510

_exptl_crystal_description       block
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_F_000             1026
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.570
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.057
_exptl_absorpt_coefficient_mu    2.936
_shelx_estimated_absorpt_T_min   0.285
_shelx_estimated_absorpt_T_max   0.851
_exptl_absorpt_correction_type   Gaussian
_exptl_absorpt_correction_T_min  0.591
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'SCALE3 ABSPACK Scaling Algorithm'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'four-circle diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30102
_diffrn_reflns_av_unetI/netI     0.0590
_diffrn_reflns_av_R_equivalents  0.0606
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.645
_diffrn_reflns_theta_max         79.432
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             10333
_reflns_number_gt                8981
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1570P)²+3.1079P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10333
_refine_ls_number_parameters     664
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0797
_refine_ls_wR_factor_ref         0.2517
_refine_ls_wR_factor_gt          0.2420
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl01 Cl 0.63994(8) 0.18110(8) 0.42359(6) 0.0489(2) Uani 1 1 d . . . . .
Cl02 Cl 0.55974(8) 0.30315(7) 0.31322(5) 0.0475(2) Uani 1 1 d D . . . .
Cl03 Cl 0.54376(8) 0.37308(7) 0.47718(5) 0.0478(2) Uani 1 1 d . . . . .
Cl00 Cl 0.6912(2) 0.7680(2) -0.02013(16) 0.0513(6) Uani 0.4 1 d D . P A 1
Cl1 Cl 0.7601(3) 0.7050(3) 0.12475(16) 0.0543(7) Uani 0.4 1 d D . P A 1
Cl2 Cl 0.6077(2) 0.8614(2) 0.12014(19) 0.0619(7) Uani 0.4 1 d D . P A 1
N007 N 0.8009(2) 0.49614(19) 0.34046(13) 0.0257(5) Uani 1 1 d . . . . .
N008 N 0.69745(19) 0.82495(18) 0.47616(14) 0.0248(5) Uani 1 1 d . . . . .
N009 N 0.8625(2) 0.48338(18) 0.40525(14) 0.0255(5) Uani 1 1 d . . . . .
N00A N 0.6248(2) 0.89742(19) 0.48892(14) 0.0264(5) Uani 1 1 d . . . . .
N00B N 0.4902(2) 0.64405(19) 0.22662(15) 0.0294(5) Uani 1 1 d . . . . .
N00C N 0.7866(2) 0.83757(19) 0.53197(15) 0.0290(5) Uani 1 1 d . . . . .
N00D N 0.8121(2) 0.43009(19) 0.27350(14) 0.0271(5) Uani 1 1 d . . . . .
N00E N 0.4192(2) 0.7171(2) 0.23363(15) 0.0316(5) Uani 1 1 d . . . . .
N00F N 0.4706(2) 0.5659(2) 0.16208(15) 0.0344(6) Uani 1 1 d . . . . .
C00H C 0.7310(2) 0.5768(2) 0.34333(16) 0.0243(5) Uani 1 1 d . . . . .
C00I C 0.6801(2) 0.7396(2) 0.41070(16) 0.0239(5) Uani 1 1 d . . . . .
C00J C 0.9156(2) 0.4036(2) 0.37727(16) 0.0250(5) Uani 1 1 d . . . . .
C00K C 0.7495(2) 0.6613(2) 0.40785(16) 0.0248(5) Uani 1 1 d . . . . .
H00K H 0.807968 0.665480 0.448869 0.030 Uiso 1 1 calc R U . . .
C00L C 0.6714(2) 0.9594(2) 0.55660(16) 0.0249(5) Uani 1 1 d . . . . .
C00M C 0.5788(2) 0.6495(2) 0.28769(16) 0.0247(5) Uani 1 1 d . . . . .
C00N C 1.0013(2) 0.3438(2) 0.41102(16) 0.0260(5) Uani 1 1 d . . . . .
H00N H 1.022687 0.367527 0.468295 0.031 Uiso 1 1 calc R U . . .
C00O C 0.8853(2) 0.3714(2) 0.29721(17) 0.0268(5) Uani 1 1 d . . . . .
C00P C 0.7704(3) 0.9229(2) 0.58254(17) 0.0286(6) Uani 1 1 d . . . . .
C00Q C 0.7522(2) 1.1422(2) 0.62702(16) 0.0263(5) Uani 1 1 d . . . . .
C00R C 0.6465(2) 0.5691(2) 0.28206(16) 0.0260(5) Uani 1 1 d . . . . .
H00R H 0.635404 0.511245 0.238065 0.031 Uiso 1 1 calc R U . . .
C00S C 1.1044(2) 0.3623(2) 0.36177(17) 0.0278(6) Uani 1 1 d . . . . .
C00T C 0.5938(2) 0.7353(2) 0.35138(16) 0.0258(5) Uani 1 1 d . . . . .
H00T H 0.546688 0.789238 0.354266 0.031 Uiso 1 1 calc R U . . .
C00U C 0.9106(2) 0.1890(2) 0.30509(18) 0.0290(6) Uani 1 1 d . . . . .
C00V C 1.0739(3) 0.3282(2) 0.28151(17) 0.0290(6) Uani 1 1 d . . . . .
C00W C 0.6410(2) 1.0532(2) 0.61190(17) 0.0288(6) Uani 1 1 d . . . . .
H00W H 0.570053 1.078504 0.593355 0.035 Uiso 1 1 calc R U . . .
C00X C 0.8521(3) 1.1063(2) 0.65220(18) 0.0306(6) Uani 1 1 d . . . . .
C00Y C 0.9430(2) 0.2212(2) 0.38506(18) 0.0279(6) Uani 1 1 d . . . . .
C00Z C 1.2186(3) 0.4106(2) 0.3905(2) 0.0330(6) Uani 1 1 d . . . . .
H00Z H 1.238999 0.434828 0.444779 0.040 Uiso 1 1 calc R U . . .
C010 C 0.3802(3) 0.5913(3) 0.12482(18) 0.0325(6) Uani 1 1 d . . . . .
C011 C 0.7596(3) 1.2516(2) 0.62042(18) 0.0321(6) Uani 1 1 d . . . . .
H011 H 0.692211 1.276188 0.603453 0.039 Uiso 1 1 calc R U . . .
C012 C 0.9426(3) 0.2817(2) 0.25862(17) 0.0287(6) Uani 1 1 d . . . . .
H012 H 0.920542 0.258639 0.201372 0.034 Uiso 1 1 calc R U . . .
C013 C 0.3496(3) 0.6833(3) 0.16846(17) 0.0313(6) Uani 1 1 d . . . . .
C014 C 0.9213(3) 0.1459(2) 0.43421(19) 0.0322(6) Uani 1 1 d . . . . .
H014 H 0.943937 0.167710 0.488425 0.039 Uiso 1 1 calc R U . . .
C015 C 0.8535(3) 0.0812(2) 0.2739(2) 0.0361(7) Uani 1 1 d . . . . .
H015 H 0.830663 0.059380 0.219724 0.043 Uiso 1 1 calc R U . . .
C016 C 0.6309(3) 1.0092(2) 0.68781(19) 0.0369(7) Uani 1 1 d . . . . .
C017 C 0.8289(3) 0.9846(2) 0.66061(19) 0.0355(7) Uani 1 1 d . . . . .
H017 H 0.899728 0.958815 0.678667 0.043 Uiso 1 1 calc R U . . .
C018 C 1.1592(3) 0.3410(3) 0.2303(2) 0.0364(7) Uani 1 1 d . . . . .
H018 H 1.139133 0.317705 0.175916 0.044 Uiso 1 1 calc R U . . .
C019 C 0.8666(3) 1.3248(3) 0.6389(2) 0.0385(7) Uani 1 1 d . . . . .
H019 H 0.872168 1.400037 0.635042 0.046 Uiso 1 1 calc R U . . .
C01A C 0.1809(3) 0.5239(3) 0.07279(19) 0.0402(7) Uani 1 1 d . . . . .
C01B C 0.8655(3) 0.0373(3) 0.4026(2) 0.0399(7) Uani 1 1 d . . . . .
H01B H 0.851536 -0.015616 0.435426 0.048 Uiso 1 1 calc R U . . .
C01C C 0.3050(3) 0.5450(3) 0.04895(19) 0.0389(7) Uani 1 1 d . . . . .
H01C H 0.327185 0.479042 0.017805 0.047 Uiso 1 1 calc R U . . .
C01D C 0.9587(3) 1.1799(3) 0.6698(2) 0.0392(7) Uani 1 1 d . . . . .
H01D H 1.026654 1.155903 0.686346 0.047 Uiso 1 1 calc R U . . .
C01E C 0.8304(3) 0.0060(3) 0.3236(2) 0.0409(8) Uani 1 1 d . . . . .
H01E H 0.790261 -0.067500 0.303272 0.049 Uiso 1 1 calc R U . . .
C01F C 0.5370(3) 0.2590(2) 0.40141(19) 0.0342(6) Uani 1 1 d D . . . .
H01F H 0.457227 0.211059 0.396213 0.041 Uiso 1 1 calc R U . . .
C01G C 0.7302(4) 0.9725(3) 0.71350(19) 0.0426(8) Uani 1 1 d . . . . .
C01H C 0.3128(3) 0.6438(3) 0.00763(19) 0.0390(7) Uani 1 1 d . . . . .
C01I C 0.2475(3) 0.7201(3) 0.13197(18) 0.0382(7) Uani 1 1 d . . . . .
H01I H 0.226253 0.786239 0.163543 0.046 Uiso 1 1 calc R U . . .
C01J C 1.2745(3) 0.3884(3) 0.2597(2) 0.0428(8) Uani 1 1 d . . . . .
H01J H 1.333417 0.396640 0.225072 0.051 Uiso 1 1 calc R U . . .
C01K C 0.2824(3) 0.7360(3) 0.05123(19) 0.0392(7) Uani 1 1 d . . . . .
C01L C 0.1507(3) 0.6170(3) 0.11720(19) 0.0412(8) Uani 1 1 d . . . . .
C01M C 1.3035(3) 0.4233(3) 0.3384(2) 0.0400(7) Uani 1 1 d . . . . .
H01M H 1.382137 0.456419 0.357570 0.048 Uiso 1 1 calc R U . . .
C01N C 0.9649(3) 1.2893(3) 0.6629(2) 0.0416(8) Uani 1 1 d . . . . .
H01N H 1.037658 1.340162 0.674794 0.050 Uiso 1 1 calc R U . . .
C01O C 0.5353(4) 1.0044(3) 0.7311(2) 0.0594(12) Uani 1 1 d . . . . .
H01O H 0.467972 1.029479 0.714758 0.071 Uiso 1 1 calc R U . . .
C01P C 0.0403(3) 0.6106(4) 0.1431(2) 0.0557(11) Uani 1 1 d . . . . .
H01P H 0.020275 0.673645 0.172891 0.067 Uiso 1 1 calc R U . . .
C01Q C 0.0976(4) 0.4268(3) 0.0540(2) 0.0523(10) Uani 1 1 d . . . . .
H01Q H 0.115362 0.363548 0.022902 0.063 Uiso 1 1 calc R U . . .
C01R C 0.3454(4) 0.6464(4) -0.0668(2) 0.0549(10) Uani 1 1 d . . . . .
H01R H 0.368863 0.584758 -0.095911 0.066 Uiso 1 1 calc R U . . .
C01S C 0.2831(4) 0.8302(4) 0.0195(3) 0.0551(10) Uani 1 1 d . . . . .
H01S H 0.263642 0.893723 0.049036 0.066 Uiso 1 1 calc R U . . .
C01T C -0.0397(4) 0.5122(5) 0.1254(3) 0.0633(13) Uani 1 1 d . . . . .
H01T H -0.114382 0.507031 0.144396 0.076 Uiso 1 1 calc R U . . .
C01U C -0.0128(4) 0.4222(4) 0.0810(3) 0.0631(13) Uani 1 1 d . . . . .
H01U H -0.069790 0.355516 0.068150 0.076 Uiso 1 1 calc R U . . .
C01V C 0.7326(6) 0.9299(3) 0.7812(2) 0.0694(15) Uani 1 1 d . . . . .
H01V H 0.799050 0.904394 0.798594 0.083 Uiso 1 1 calc R U . . .
C01W C 0.3432(4) 0.7404(5) -0.0982(3) 0.0716(15) Uani 1 1 d . . . . .
H01W H 0.363403 0.742096 -0.149608 0.086 Uiso 1 1 calc R U . . .
C01X C 0.5407(7) 0.9620(4) 0.7986(3) 0.085(2) Uani 1 1 d . . . . .
H01X H 0.476016 0.958533 0.828794 0.102 Uiso 1 1 calc R U . . .
C01Y C 0.3125(5) 0.8303(5) -0.0559(3) 0.0700(14) Uani 1 1 d . . . . .
H01Y H 0.311219 0.893711 -0.078395 0.084 Uiso 1 1 calc R U . . .
C01Z C 0.6354(8) 0.9254(4) 0.8230(3) 0.095(3) Uani 1 1 d . . . . .
H01Z H 0.635530 0.896212 0.869460 0.114 Uiso 1 1 calc R U . . .
C021 C 0.6587(7) 0.7485(6) 0.0825(6) 0.0408(18) Uani 0.4 1 d D U P A 1
H021 H 0.589230 0.686201 0.074922 0.049 Uiso 0.4 1 calc R U P A 1
C0 C 0.6202(16) 0.7677(16) 0.0493(10) 0.048(4) Uani 0.2 1 d D U P B 2
H0 H 0.538177 0.728769 0.052356 0.058 Uiso 0.2 1 calc R U P B 2
Cl2A Cl 0.6238(9) 0.9233(5) 0.0373(5) 0.099(2) Uani 0.2 1 d . . P B 2
Cl Cl 0.6648(11) 0.7294(6) -0.0499(6) 0.099(2) Uani 0.2 1 d . . P B 2
Cl1A Cl 0.7199(12) 0.7259(6) 0.1150(6) 0.099(2) Uani 0.2 1 d D . P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl01 C01F 1.758(3) . ?
Cl02 C01F 1.750(3) . ?
Cl03 C01F 1.768(3) . ?
Cl00 C021 1.910(10) . ?
Cl1 C021 1.594(9) . ?
Cl2 C021 1.692(8) . ?
N007 N00D 1.348(3) . ?
N007 N009 1.358(3) . ?
N007 C00H 1.417(3) . ?
N008 N00C 1.353(3) . ?
N008 N00A 1.363(3) . ?
N008 C00I 1.407(3) . ?
N009 C00J 1.320(4) . ?
N00A C00L 1.326(4) . ?
N00B N00F 1.343(3) . ?
N00B N00E 1.348(3) . ?
N00B C00M 1.429(4) . ?
N00C C00P 1.323(4) . ?
N00D C00O 1.325(4) . ?
N00E C013 1.318(4) . ?
N00F C010 1.329(4) . ?
C00H C00K 1.390(4) . ?
C00H C00R 1.393(4) . ?
C00I C00K 1.389(4) . ?
C00I C00T 1.391(4) . ?
C00J C00O 1.398(4) . ?
C00J C00N 1.514(4) . ?
C00K H00K 0.9500 . ?
C00L C00P 1.405(4) . ?
C00L C00W 1.508(4) . ?
C00M C00T 1.392(4) . ?
C00M C00R 1.394(4) . ?
C00N C00S 1.533(4) . ?
C00N C00Y 1.539(4) . ?
C00N H00N 1.0000 . ?
C00O C012 1.507(4) . ?
C00P C017 1.505(4) . ?
C00Q C011 1.388(4) . ?
C00Q C00X 1.405(4) . ?
C00Q C00W 1.522(4) . ?
C00R H00R 0.9500 . ?
C00S C00Z 1.383(4) . ?
C00S C00V 1.403(4) . ?
C00T H00T 0.9500 . ?
C00U C015 1.392(4) . ?
C00U C00Y 1.400(4) . ?
C00U C012 1.536(4) . ?
C00V C018 1.390(4) . ?
C00V C012 1.538(4) . ?
C00W C016 1.530(4) . ?
C00W H00W 1.0000 . ?
C00X C01D 1.387(4) . ?
C00X C017 1.537(4) . ?
C00Y C014 1.385(4) . ?
C00Z C01M 1.397(5) . ?
C00Z H00Z 0.9500 . ?
C010 C013 1.394(4) . ?
C010 C01C 1.510(4) . ?
C011 C019 1.389(5) . ?
C011 H011 0.9500 . ?
C012 H012 1.0000 . ?
C013 C01I 1.508(4) . ?
C014 C01B 1.399(4) . ?
C014 H014 0.9500 . ?
C015 C01E 1.394(5) . ?
C015 H015 0.9500 . ?
C016 C01O 1.391(5) . ?
C016 C01G 1.407(5) . ?
C017 C01G 1.529(5) . ?
C017 H017 1.0000 . ?
C018 C01J 1.395(5) . ?
C018 H018 0.9500 . ?
C019 C01N 1.380(5) . ?
C019 H019 0.9500 . ?
C01A C01Q 1.384(5) . ?
C01A C01L 1.410(5) . ?
C01A C01C 1.525(5) . ?
C01B C01E 1.387(5) . ?
C01B H01B 0.9500 . ?
C01C C01H 1.533(5) . ?
C01C H01C 1.0000 . ?
C01D C01N 1.390(5) . ?
C01D H01D 0.9500 . ?
C01E H01E 0.9500 . ?
C01F H01F 1.0000 . ?
C01G C01V 1.384(5) . ?
C01H C01R 1.387(5) . ?
C01H C01K 1.396(5) . ?
C01I C01L 1.523(5) . ?
C01I C01K 1.534(5) . ?
C01I H01I 1.0000 . ?
C01J C01M 1.377(5) . ?
C01J H01J 0.9500 . ?
C01K C01S 1.391(5) . ?
C01L C01P 1.390(5) . ?
C01M H01M 0.9500 . ?
C01N H01N 0.9500 . ?
C01O C01X 1.381(8) . ?
C01O H01O 0.9500 . ?
C01P C01T 1.376(7) . ?
C01P H01P 0.9500 . ?
C01Q C01U 1.400(7) . ?
C01Q H01Q 0.9500 . ?
C01R C01W 1.391(7) . ?
C01R H01R 0.9500 . ?
C01S C01Y 1.388(7) . ?
C01S H01S 0.9500 . ?
C01T C01U 1.362(8) . ?
C01T H01T 0.9500 . ?
C01U H01U 0.9500 . ?
C01V C01Z 1.390(10) . ?
C01V H01V 0.9500 . ?
C01W C01Y 1.364(8) . ?
C01W H01W 0.9500 . ?
C01X C01Z 1.353(10) . ?
C01X H01X 0.9500 . ?
C01Y H01Y 0.9500 . ?
C01Z H01Z 0.9500 . ?
C021 H021 1.0000 . ?
C0 Cl1A 1.802(17) . ?
C0 Cl 1.86(2) . ?
C0 Cl2A 2.00(2) . ?
C0 H0 1.0000 . ?

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
N00D N007 N009 116.5(2) . . ?
N00D N007 C00H 122.1(2) . . ?
N009 N007 C00H 121.4(2) . . ?
N00C N008 N00A 115.8(2) . . ?
N00C N008 C00I 121.3(2) . . ?
N00A N008 C00I 122.9(2) . . ?
C00J N009 N007 101.9(2) . . ?
C00L N00A N008 102.3(2) . . ?
N00F N00B N00E 117.2(2) . . ?
N00F N00B C00M 122.8(2) . . ?
N00E N00B C00M 120.0(2) . . ?
C00P N00C N008 102.3(2) . . ?
C00O N00D N007 101.7(2) . . ?
C013 N00E N00B 101.6(2) . . ?
C010 N00F N00B 101.4(2) . . ?
C00K C00H C00R 122.2(2) . . ?
C00K C00H N007 118.4(2) . . ?
C00R C00H N007 119.5(2) . . ?
C00K C00I C00T 122.0(2) . . ?
C00K C00I N008 118.5(2) . . ?
C00T C00I N008 119.5(2) . . ?
N009 C00J C00O 109.8(2) . . ?
N009 C00J C00N 135.1(2) . . ?
C00O C00J C00N 115.1(2) . . ?
C00I C00K C00H 118.1(3) . . ?
C00I C00K H00K 120.9 . . ?
C00H C00K H00K 120.9 . . ?
N00A C00L C00P 109.5(2) . . ?
N00A C00L C00W 135.8(3) . . ?
C00P C00L C00W 114.6(2) . . ?
C00T C00M C00R 122.3(2) . . ?
C00T C00M N00B 118.3(2) . . ?
C00R C00M N00B 119.4(2) . . ?
C00J C00N C00S 103.2(2) . . ?
C00J C00N C00Y 103.7(2) . . ?
C00S C00N C00Y 105.1(2) . . ?
C00J C00N H00N 114.5 . . ?
C00S C00N H00N 114.5 . . ?
C00Y C00N H00N 114.5 . . ?
N00D C00O C00J 110.2(2) . . ?
N00D C00O C012 135.4(3) . . ?
C00J C00O C012 114.5(2) . . ?
N00C C00P C00L 110.1(2) . . ?
N00C C00P C017 135.3(3) . . ?
C00L C00P C017 114.6(2) . . ?
C011 C00Q C00X 120.1(3) . . ?
C011 C00Q C00W 125.5(3) . . ?
C00X C00Q C00W 114.3(2) . . ?
C00H C00R C00M 117.5(2) . . ?
C00H C00R H00R 121.2 . . ?
C00M C00R H00R 121.2 . . ?
C00Z C00S C00V 120.5(3) . . ?
C00Z C00S C00N 125.3(3) . . ?
C00V C00S C00N 114.2(2) . . ?
C00I C00T C00M 117.8(2) . . ?
C00I C00T H00T 121.1 . . ?
C00M C00T H00T 121.1 . . ?
C015 C00U C00Y 120.5(3) . . ?
C015 C00U C012 125.4(3) . . ?
C00Y C00U C012 114.1(2) . . ?
C018 C00V C00S 119.9(3) . . ?
C018 C00V C012 125.8(3) . . ?
C00S C00V C012 114.3(3) . . ?
C00L C00W C00Q 104.7(2) . . ?
C00L C00W C016 103.3(2) . . ?
C00Q C00W C016 104.7(2) . . ?
C00L C00W H00W 114.3 . . ?
C00Q C00W H00W 114.3 . . ?
C016 C00W H00W 114.3 . . ?
C01D C00X C00Q 120.2(3) . . ?
C01D C00X C017 125.7(3) . . ?
C00Q C00X C017 114.1(3) . . ?
C014 C00Y C00U 120.6(3) . . ?
C014 C00Y C00N 125.0(3) . . ?
C00U C00Y C00N 114.3(2) . . ?
C00S C00Z C01M 119.0(3) . . ?
C00S C00Z H00Z 120.5 . . ?
C01M C00Z H00Z 120.5 . . ?
N00F C010 C013 109.8(3) . . ?
N00F C010 C01C 135.7(3) . . ?
C013 C010 C01C 114.5(3) . . ?
C00Q C011 C019 119.2(3) . . ?
C00Q C011 H011 120.4 . . ?
C019 C011 H011 120.4 . . ?
C00O C012 C00U 103.8(2) . . ?
C00O C012 C00V 103.8(2) . . ?
C00U C012 C00V 105.1(2) . . ?
C00O C012 H012 114.3 . . ?
C00U C012 H012 114.3 . . ?
C00V C012 H012 114.3 . . ?
N00E C013 C010 110.0(3) . . ?
N00E C013 C01I 135.2(3) . . ?
C010 C013 C01I 114.8(3) . . ?
C00Y C014 C01B 118.8(3) . . ?
C00Y C014 H014 120.6 . . ?
C01B C014 H014 120.6 . . ?
C00U C015 C01E 118.8(3) . . ?
C00U C015 H015 120.6 . . ?
C01E C015 H015 120.6 . . ?
C01O C016 C01G 120.0(4) . . ?
C01O C016 C00W 125.7(4) . . ?
C01G C016 C00W 114.3(3) . . ?
C00P C017 C01G 103.2(3) . . ?
C00P C017 C00X 104.4(2) . . ?
C01G C017 C00X 105.0(2) . . ?
C00P C017 H017 114.3 . . ?
C01G C017 H017 114.3 . . ?
C00X C017 H017 114.3 . . ?
C00V C018 C01J 119.3(3) . . ?
C00V C018 H018 120.4 . . ?
C01J C018 H018 120.4 . . ?
C01N C019 C011 120.6(3) . . ?
C01N C019 H019 119.7 . . ?
C011 C019 H019 119.7 . . ?
C01Q C01A C01L 118.7(4) . . ?
C01Q C01A C01C 127.4(4) . . ?
C01L C01A C01C 113.9(3) . . ?
C01E C01B C014 120.6(3) . . ?
C01E C01B H01B 119.7 . . ?
C014 C01B H01B 119.7 . . ?
C010 C01C C01A 103.9(3) . . ?
C010 C01C C01H 104.0(3) . . ?
C01A C01C C01H 105.0(3) . . ?
C010 C01C H01C 114.3 . . ?
C01A C01C H01C 114.3 . . ?
C01H C01C H01C 114.3 . . ?
C00X C01D C01N 119.1(3) . . ?
C00X C01D H01D 120.4 . . ?
C01N C01D H01D 120.4 . . ?
C01B C01E C015 120.7(3) . . ?
C01B C01E H01E 119.7 . . ?
C015 C01E H01E 119.7 . . ?
Cl02 C01F Cl01 110.74(18) . . ?
Cl02 C01F Cl03 110.51(17) . . ?
Cl01 C01F Cl03 110.43(18) . . ?
Cl02 C01F H01F 108.4 . . ?
Cl01 C01F H01F 108.4 . . ?
Cl03 C01F H01F 108.4 . . ?
C01V C01G C016 120.4(4) . . ?
C01V C01G C017 125.6(4) . . ?
C016 C01G C017 114.0(3) . . ?
C01R C01H C01K 120.2(4) . . ?
C01R C01H C01C 125.5(4) . . ?
C01K C01H C01C 114.3(3) . . ?
C013 C01I C01L 103.6(3) . . ?
C013 C01I C01K 104.2(3) . . ?
C01L C01I C01K 105.1(3) . . ?
C013 C01I H01I 114.3 . . ?
C01L C01I H01I 114.3 . . ?
C01K C01I H01I 114.3 . . ?
C01M C01J C018 120.5(3) . . ?
C01M C01J H01J 119.8 . . ?
C018 C01J H01J 119.8 . . ?
C01S C01K C01H 119.9(3) . . ?
C01S C01K C01I 126.1(4) . . ?
C01H C01K C01I 114.0(3) . . ?
C01P C01L C01A 120.5(4) . . ?
C01P C01L C01I 125.3(4) . . ?
C01A C01L C01I 114.2(3) . . ?
C01J C01M C00Z 120.8(3) . . ?
C01J C01M H01M 119.6 . . ?
C00Z C01M H01M 119.6 . . ?
C019 C01N C01D 120.8(3) . . ?
C019 C01N H01N 119.6 . . ?
C01D C01N H01N 119.6 . . ?
C01X C01O C016 118.2(6) . . ?
C01X C01O H01O 120.9 . . ?
C016 C01O H01O 120.9 . . ?
C01T C01P C01L 119.5(5) . . ?
C01T C01P H01P 120.2 . . ?
C01L C01P H01P 120.2 . . ?
C01A C01Q C01U 119.6(4) . . ?
C01A C01Q H01Q 120.2 . . ?
C01U C01Q H01Q 120.2 . . ?
C01H C01R C01W 119.1(4) . . ?
C01H C01R H01R 120.4 . . ?
C01W C01R H01R 120.4 . . ?
C01Y C01S C01K 119.2(4) . . ?
C01Y C01S H01S 120.4 . . ?
C01K C01S H01S 120.4 . . ?
C01U C01T C01P 120.6(4) . . ?
C01U C01T H01T 119.7 . . ?
C01P C01T H01T 119.7 . . ?
C01T C01U C01Q 120.9(4) . . ?
C01T C01U H01U 119.6 . . ?
C01Q C01U H01U 119.6 . . ?
C01G C01V C01Z 118.4(6) . . ?
C01G C01V H01V 120.8 . . ?
C01Z C01V H01V 120.8 . . ?
C01Y C01W C01R 120.8(4) . . ?
C01Y C01W H01W 119.6 . . ?
C01R C01W H01W 119.6 . . ?
C01Z C01X C01O 122.0(5) . . ?
C01Z C01X H01X 119.0 . . ?
C01O C01X H01X 119.0 . . ?
C01W C01Y C01S 120.8(4) . . ?
C01W C01Y H01Y 119.6 . . ?
C01S C01Y H01Y 119.6 . . ?
C01X C01Z C01V 121.1(5) . . ?
C01X C01Z H01Z 119.5 . . ?
C01V C01Z H01Z 119.5 . . ?
Cl1 C021 Cl2 124.4(6) . . ?
Cl1 C021 Cl00 111.5(4) . . ?
Cl2 C021 Cl00 104.7(5) . . ?
Cl1 C021 H021 104.9 . . ?
Cl2 C021 H021 104.9 . . ?
Cl00 C021 H021 104.9 . . ?
Cl1A C0 Cl 106.6(10) . . ?
Cl1A C0 Cl2A 124.7(10) . . ?
Cl C0 Cl2A 92.6(9) . . ?
Cl1A C0 H0 110.3 . . ?
Cl C0 H0 110.3 . . ?
Cl2A C0 H0 110.3 . . ?

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
N00D N007 N009 C00J -0.4(3) . . . . ?
C00H N007 N009 C00J -178.8(2) . . . . ?
N00C N008 N00A C00L 0.2(3) . . . . ?
C00I N008 N00A C00L 178.2(2) . . . . ?
N00A N008 N00C C00P -0.5(3) . . . . ?
C00I N008 N00C C00P -178.5(2) . . . . ?
N009 N007 N00D C00O 0.1(3) . . . . ?
C00H N007 N00D C00O 178.6(2) . . . . ?
N00F N00B N00E C013 -0.3(3) . . . . ?
C00M N00B N00E C013 -178.1(3) . . . . ?
N00E N00B N00F C010 0.2(4) . . . . ?
C00M N00B N00F C010 178.0(3) . . . . ?
N00D N007 C00H C00K -161.7(2) . . . . ?
N009 N007 C00H C00K 16.7(4) . . . . ?
N00D N007 C00H C00R 18.3(4) . . . . ?
N009 N007 C00H C00R -163.3(2) . . . . ?
N00C N008 C00I C00K 6.2(4) . . . . ?
N00A N008 C00I C00K -171.6(2) . . . . ?
N00C N008 C00I C00T -174.4(3) . . . . ?
N00A N008 C00I C00T 7.7(4) . . . . ?
N007 N009 C00J C00O 0.4(3) . . . . ?
N007 N009 C00J C00N 178.3(3) . . . . ?
C00T C00I C00K C00H 0.0(4) . . . . ?
N008 C00I C00K C00H 179.4(2) . . . . ?
C00R C00H C00K C00I 0.5(4) . . . . ?
N007 C00H C00K C00I -179.5(2) . . . . ?
N008 N00A C00L C00P 0.1(3) . . . . ?
N008 N00A C00L C00W -176.6(3) . . . . ?
N00F N00B C00M C00T 178.5(3) . . . . ?
N00E N00B C00M C00T -3.8(4) . . . . ?
N00F N00B C00M C00R -1.9(4) . . . . ?
N00E N00B C00M C00R 175.7(3) . . . . ?
N009 C00J C00N C00S -123.2(3) . . . . ?
C00O C00J C00N C00S 54.7(3) . . . . ?
N009 C00J C00N C00Y 127.4(3) . . . . ?
C00O C00J C00N C00Y -54.7(3) . . . . ?
N007 N00D C00O C00J 0.1(3) . . . . ?
N007 N00D C00O C012 -179.0(3) . . . . ?
N009 C00J C00O N00D -0.4(3) . . . . ?
C00N C00J C00O N00D -178.7(2) . . . . ?
N009 C00J C00O C012 179.0(2) . . . . ?
C00N C00J C00O C012 0.6(3) . . . . ?
N008 N00C C00P C00L 0.5(3) . . . . ?
N008 N00C C00P C017 177.3(3) . . . . ?
N00A C00L C00P N00C -0.4(3) . . . . ?
C00W C00L C00P N00C 177.1(2) . . . . ?
N00A C00L C00P C017 -177.9(3) . . . . ?
C00W C00L C00P C017 -0.5(4) . . . . ?
C00K C00H C00R C00M -0.7(4) . . . . ?
N007 C00H C00R C00M 179.3(2) . . . . ?
C00T C00M C00R C00H 0.3(4) . . . . ?
N00B C00M C00R C00H -179.2(2) . . . . ?
C00J C00N C00S C00Z 123.0(3) . . . . ?
C00Y C00N C00S C00Z -128.6(3) . . . . ?
C00J C00N C00S C00V -55.2(3) . . . . ?
C00Y C00N C00S C00V 53.1(3) . . . . ?
C00K C00I C00T C00M -0.4(4) . . . . ?
N008 C00I C00T C00M -179.7(2) . . . . ?
C00R C00M C00T C00I 0.2(4) . . . . ?
N00B C00M C00T C00I 179.7(2) . . . . ?
C00Z C00S C00V C018 1.3(4) . . . . ?
C00N C00S C00V C018 179.6(3) . . . . ?
C00Z C00S C00V C012 -176.9(3) . . . . ?
C00N C00S C00V C012 1.4(3) . . . . ?
N00A C00L C00W C00Q -128.8(3) . . . . ?
C00P C00L C00W C00Q 54.6(3) . . . . ?
N00A C00L C00W C016 121.8(4) . . . . ?
C00P C00L C00W C016 -54.7(3) . . . . ?
C011 C00Q C00W C00L 128.9(3) . . . . ?
C00X C00Q C00W C00L -53.5(3) . . . . ?
C011 C00Q C00W C016 -122.8(3) . . . . ?
C00X C00Q C00W C016 54.9(3) . . . . ?
C011 C00Q C00X C01D -0.7(5) . . . . ?
C00W C00Q C00X C01D -178.5(3) . . . . ?
C011 C00Q C00X C017 177.0(3) . . . . ?
C00W C00Q C00X C017 -0.8(4) . . . . ?
C015 C00U C00Y C014 1.5(4) . . . . ?
C012 C00U C00Y C014 -179.0(2) . . . . ?
C015 C00U C00Y C00N -177.9(3) . . . . ?
C012 C00U C00Y C00N 1.5(3) . . . . ?
C00J C00N C00Y C014 -126.4(3) . . . . ?
C00S C00N C00Y C014 125.5(3) . . . . ?
C00J C00N C00Y C00U 53.0(3) . . . . ?
C00S C00N C00Y C00U -55.0(3) . . . . ?
C00V C00S C00Z C01M -1.1(4) . . . . ?
C00N C00S C00Z C01M -179.2(3) . . . . ?
N00B N00F C010 C013 0.0(3) . . . . ?
N00B N00F C010 C01C -179.6(4) . . . . ?
C00X C00Q C011 C019 0.1(4) . . . . ?
C00W C00Q C011 C019 177.6(3) . . . . ?
N00D C00O C012 C00U -126.3(3) . . . . ?
C00J C00O C012 C00U 54.6(3) . . . . ?
N00D C00O C012 C00V 124.1(3) . . . . ?
C00J C00O C012 C00V -55.1(3) . . . . ?
C015 C00U C012 C00O 123.8(3) . . . . ?
C00Y C00U C012 C00O -55.6(3) . . . . ?
C015 C00U C012 C00V -127.5(3) . . . . ?
C00Y C00U C012 C00V 53.1(3) . . . . ?
C018 C00V C012 C00O -124.2(3) . . . . ?
C00S C00V C012 C00O 53.8(3) . . . . ?
C018 C00V C012 C00U 127.1(3) . . . . ?
C00S C00V C012 C00U -54.9(3) . . . . ?
N00B N00E C013 C010 0.3(3) . . . . ?
N00B N00E C013 C01I 180.0(4) . . . . ?
N00F C010 C013 N00E -0.2(4) . . . . ?
C01C C010 C013 N00E 179.5(3) . . . . ?
N00F C010 C013 C01I -179.9(3) . . . . ?
C01C C010 C013 C01I -0.3(4) . . . . ?
C00U C00Y C014 C01B -0.6(4) . . . . ?
C00N C00Y C014 C01B 178.8(3) . . . . ?
C00Y C00U C015 C01E -0.7(4) . . . . ?
C012 C00U C015 C01E 179.9(3) . . . . ?
C00L C00W C016 C01O -126.1(3) . . . . ?
C00Q C00W C016 C01O 124.6(3) . . . . ?
C00L C00W C016 C01G 54.5(3) . . . . ?
C00Q C00W C016 C01G -54.8(3) . . . . ?
N00C C00P C017 C01G -121.0(4) . . . . ?
C00L C00P C017 C01G 55.8(3) . . . . ?
N00C C00P C017 C00X 129.4(4) . . . . ?
C00L C00P C017 C00X -53.8(3) . . . . ?
C01D C00X C017 C00P -128.0(3) . . . . ?
C00Q C00X C017 C00P 54.5(3) . . . . ?
C01D C00X C017 C01G 123.8(3) . . . . ?
C00Q C00X C017 C01G -53.7(3) . . . . ?
C00S C00V C018 C01J -0.4(4) . . . . ?
C012 C00V C018 C01J 177.6(3) . . . . ?
C00Q C011 C019 C01N 0.6(5) . . . . ?
C00Y C014 C01B C01E -1.3(5) . . . . ?
N00F C010 C01C C01A 124.7(4) . . . . ?
C013 C010 C01C C01A -54.8(4) . . . . ?
N00F C010 C01C C01H -125.6(4) . . . . ?
C013 C010 C01C C01H 54.8(4) . . . . ?
C01Q C01A C01C C010 -127.4(3) . . . . ?
C01L C01A C01C C010 54.3(4) . . . . ?
C01Q C01A C01C C01H 123.7(4) . . . . ?
C01L C01A C01C C01H -54.6(3) . . . . ?
C00Q C00X C01D C01N 0.6(5) . . . . ?
C017 C00X C01D C01N -176.8(3) . . . . ?
C014 C01B C01E C015 2.1(5) . . . . ?
C00U C015 C01E C01B -1.1(5) . . . . ?
C01O C016 C01G C01V 1.0(5) . . . . ?
C00W C016 C01G C01V -179.6(3) . . . . ?
C01O C016 C01G C017 -179.1(3) . . . . ?
C00W C016 C01G C017 0.4(4) . . . . ?
C00P C017 C01G C01V 124.6(3) . . . . ?
C00X C017 C01G C01V -126.3(3) . . . . ?
C00P C017 C01G C016 -55.4(3) . . . . ?
C00X C017 C01G C016 53.7(3) . . . . ?
C010 C01C C01H C01R 126.1(4) . . . . ?
C01A C01C C01H C01R -125.0(4) . . . . ?
C010 C01C C01H C01K -54.5(4) . . . . ?
C01A C01C C01H C01K 54.4(3) . . . . ?
N00E C013 C01I C01L -124.4(4) . . . . ?
C010 C013 C01I C01L 55.2(4) . . . . ?
N00E C013 C01I C01K 125.9(4) . . . . ?
C010 C013 C01I C01K -54.4(4) . . . . ?
C00V C018 C01J C01M -0.7(5) . . . . ?
C01R C01H C01K C01S 1.0(5) . . . . ?
C01C C01H C01K C01S -178.4(3) . . . . ?
C01R C01H C01K C01I 179.6(3) . . . . ?
C01C C01H C01K C01I 0.2(4) . . . . ?
C013 C01I C01K C01S -127.4(4) . . . . ?
C01L C01I C01K C01S 124.1(4) . . . . ?
C013 C01I C01K C01H 54.2(4) . . . . ?
C01L C01I C01K C01H -54.4(4) . . . . ?
C01Q C01A C01L C01P 1.5(5) . . . . ?
C01C C01A C01L C01P 179.9(3) . . . . ?
C01Q C01A C01L C01I -178.0(3) . . . . ?
C01C C01A C01L C01I 0.4(4) . . . . ?
C013 C01I C01L C01P 125.6(3) . . . . ?
C01K C01I C01L C01P -125.4(3) . . . . ?
C013 C01I C01L C01A -55.0(3) . . . . ?
C01K C01I C01L C01A 54.0(3) . . . . ?
C018 C01J C01M C00Z 0.9(5) . . . . ?
C00S C00Z C01M C01J 0.0(5) . . . . ?
C011 C019 C01N C01D -0.7(5) . . . . ?
C00X C01D C01N C019 0.0(5) . . . . ?
C01G C016 C01O C01X -0.6(5) . . . . ?
C00W C016 C01O C01X -180.0(3) . . . . ?
C01A C01L C01P C01T 0.2(5) . . . . ?
C01I C01L C01P C01T 179.7(3) . . . . ?
C01L C01A C01Q C01U -1.7(5) . . . . ?
C01C C01A C01Q C01U -179.9(3) . . . . ?
C01K C01H C01R C01W -2.3(6) . . . . ?
C01C C01H C01R C01W 177.0(4) . . . . ?
C01H C01K C01S C01Y 1.0(6) . . . . ?
C01I C01K C01S C01Y -177.4(4) . . . . ?
C01L C01P C01T C01U -1.9(6) . . . . ?
C01P C01T C01U C01Q 1.7(6) . . . . ?
C01A C01Q C01U C01T 0.2(6) . . . . ?
C016 C01G C01V C01Z -0.6(5) . . . . ?
C017 C01G C01V C01Z 179.5(3) . . . . ?
C01H C01R C01W C01Y 1.7(7) . . . . ?
C016 C01O C01X C01Z -0.2(7) . . . . ?
C01R C01W C01Y C01S 0.2(8) . . . . ?
C01K C01S C01Y C01W -1.6(7) . . . . ?
C01O C01X C01Z C01V 0.6(8) . . . . ?
C01G C01V C01Z C01X -0.2(7) . . . . ?

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
_geom_hbond_publ_flag
C021^a H021^a N00F 1.00 2.61 3.408(9) 136.9 . yes

_refine_diff_density_max         1.614
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.107




