# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

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

data_LTA-4-A1
_database_code_depnum_ccdc_archive 'CCDC 2133476'
loop_
_audit_author_name
_audit_author_address
'Yajun Li'
;Fujian Institute of Research on the Structure of Matter(FJIRSM)
China
;
_audit_update_record             
;
2022-01-10 deposited with the CCDC.	2022-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H15 N3'
_chemical_formula_sum            'C18 H15 N3'
_chemical_formula_weight         273.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   13.5606(15)
_cell_length_b                   14.1429(16)
_cell_length_c                   7.6056(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.620(9)
_cell_angle_gamma                90
_cell_volume                     1455.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5965
_cell_measurement_theta_min      3.9090
_cell_measurement_theta_max      60.4850

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.375
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.65015
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   'micro-focus metaljet'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            10673
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.931
_diffrn_reflns_theta_max         61.207
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3239
_reflns_number_gt                2313
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0647P)²+0.3264P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.014(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3239
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1545
_refine_ls_wR_factor_gt          0.1241
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.128
_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
N1 N 0.51343(11) 0.37028(10) 0.53178(16) 0.0507(4) Uani 1 1 d . . . . .
H1 H 0.539112 0.371627 0.638065 0.061 Uiso 1 1 calc R U . . .
N2 N 0.53889(12) 0.37026(12) -0.08084(17) 0.0601(4) Uani 1 1 d . . . . .
N3 N 0.34769(17) 0.37194(14) 0.6182(2) 0.0670(5) Uani 1 1 d . . . . .
C1 C 0.67456(13) 0.36936(11) 0.3965(2) 0.0477(4) Uani 1 1 d . . . . .
C2 C 0.72665(14) 0.41419(15) 0.5367(2) 0.0624(5) Uani 1 1 d . . . . .
H2 H 0.692158 0.442683 0.624384 0.075 Uiso 1 1 calc R U . . .
C3 C 0.82838(16) 0.41696(17) 0.5475(3) 0.0785(7) Uani 1 1 d . . . . .
H3 H 0.861716 0.447919 0.641371 0.094 Uiso 1 1 calc R U . . .
C4 C 0.88108(18) 0.37432(18) 0.4207(3) 0.0820(7) Uani 1 1 d . . . . .
H4 H 0.949770 0.376323 0.428229 0.098 Uiso 1 1 calc R U . . .
C5 C 0.83088(16) 0.32863(18) 0.2825(3) 0.0747(6) Uani 1 1 d . . . . .
H5 H 0.865960 0.299287 0.196558 0.090 Uiso 1 1 calc R U . . .
C6 C 0.72896(14) 0.32602(14) 0.2704(2) 0.0597(5) Uani 1 1 d . . . . .
H6 H 0.696186 0.294753 0.176318 0.072 Uiso 1 1 calc R U . . .
C7 C 0.56679(13) 0.36926(11) 0.38481(19) 0.0458(4) Uani 1 1 d . . . . .
C8 C 0.49785(12) 0.36912(11) 0.24352(19) 0.0442(4) Uani 1 1 d . . . . .
C9 C 0.39988(12) 0.36878(11) 0.30682(19) 0.0457(4) Uani 1 1 d . . . . .
C10 C 0.41460(14) 0.36891(12) 0.4882(2) 0.0493(4) Uani 1 1 d . . . . .
C11 C 0.52085(12) 0.36951(12) 0.06404(19) 0.0458(4) Uani 1 1 d . . . . .
C12 C 0.30473(12) 0.37301(11) 0.2032(2) 0.0460(4) Uani 1 1 d . . . . .
C13 C 0.22264(14) 0.32223(14) 0.2500(2) 0.0591(5) Uani 1 1 d . . . . .
H13 H 0.227866 0.283578 0.349024 0.071 Uiso 1 1 calc R U . . .
C14 C 0.13328(15) 0.32804(15) 0.1521(3) 0.0667(5) Uani 1 1 d . . . . .
H14 H 0.079401 0.293939 0.187729 0.080 Uiso 1 1 calc R U . . .
C15 C 0.12242(14) 0.38367(14) 0.0020(3) 0.0606(5) Uani 1 1 d . . . . .
C16 C 0.20382(13) 0.43414(14) -0.0440(2) 0.0574(5) Uani 1 1 d . . . . .
H16 H 0.198429 0.472290 -0.143772 0.069 Uiso 1 1 calc R U . . .
C17 C 0.29327(13) 0.42979(12) 0.0536(2) 0.0510(4) Uani 1 1 d . . . . .
H17 H 0.346462 0.465221 0.018878 0.061 Uiso 1 1 calc R U . . .
C18 C 0.02604(17) 0.38873(19) -0.1073(4) 0.0879(8) Uani 1 1 d . . . . .
H18A H 0.036347 0.419398 -0.217258 0.132 Uiso 1 1 calc R U . . .
H18B H -0.021073 0.424078 -0.044918 0.132 Uiso 1 1 calc R U . . .
H18C H 0.001393 0.325937 -0.129470 0.132 Uiso 1 1 calc R U . . .
H7 H 0.375(2) 0.369(2) 0.722(4) 0.122(11) Uiso 1 1 d . . . . .
H8 H 0.286(3) 0.364(3) 0.584(5) 0.150(15) Uiso 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 C10 1.360(2) . ?
N1 C7 1.369(2) . ?
N2 C11 1.144(2) . ?
N3 C10 1.384(2) . ?
C1 C6 1.389(2) . ?
C1 C2 1.394(2) . ?
C1 C7 1.458(2) . ?
C2 C3 1.377(3) . ?
C3 C4 1.375(3) . ?
C4 C5 1.377(3) . ?
C5 C6 1.380(3) . ?
C7 C8 1.379(2) . ?
C8 C11 1.419(2) . ?
C8 C9 1.441(2) . ?
C9 C10 1.381(2) . ?
C9 C12 1.470(2) . ?
C12 C13 1.390(2) . ?
C12 C17 1.393(2) . ?
C13 C14 1.384(3) . ?
C14 C15 1.387(3) . ?
C15 C16 1.378(3) . ?
C15 C18 1.506(3) . ?
C16 C17 1.383(2) . ?

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
C10 N1 C7 111.34(13) . . ?
C6 C1 C2 117.61(17) . . ?
C6 C1 C7 122.12(15) . . ?
C2 C1 C7 120.28(16) . . ?
C3 C2 C1 121.04(19) . . ?
C4 C3 C2 120.6(2) . . ?
C3 C4 C5 119.2(2) . . ?
C4 C5 C6 120.6(2) . . ?
C5 C6 C1 121.05(18) . . ?
N1 C7 C8 105.60(15) . . ?
N1 C7 C1 121.97(14) . . ?
C8 C7 C1 132.43(15) . . ?
C7 C8 C11 124.75(15) . . ?
C7 C8 C9 109.48(14) . . ?
C11 C8 C9 125.77(14) . . ?
C10 C9 C8 104.79(14) . . ?
C10 C9 C12 127.03(16) . . ?
C8 C9 C12 128.09(14) . . ?
N1 C10 C9 108.77(15) . . ?
N1 C10 N3 120.36(16) . . ?
C9 C10 N3 130.80(18) . . ?
N2 C11 C8 179.5(2) . . ?
C13 C12 C17 117.20(16) . . ?
C13 C12 C9 122.11(15) . . ?
C17 C12 C9 120.68(15) . . ?
C14 C13 C12 121.32(18) . . ?
C13 C14 C15 121.36(18) . . ?
C16 C15 C14 117.25(17) . . ?
C16 C15 C18 121.1(2) . . ?
C14 C15 C18 121.7(2) . . ?
C15 C16 C17 122.02(18) . . ?
C16 C17 C12 120.85(17) . . ?

_refine_diff_density_max         0.169
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.038



####################################################################### 
# 
# 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_Compound-1
_database_code_depnum_ccdc_archive 'CCDC 2144280'
loop_
_audit_author_name
_audit_author_address
aw
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-04-13 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         ?
_chemical_formula_sum            'C23 H19 N3'
_chemical_formula_weight         337.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   7.4368(5)
_cell_length_b                   11.5205(6)
_cell_length_c                   11.7843(5)
_cell_angle_alpha                107.748(4)
_cell_angle_beta                 101.471(5)
_cell_angle_gamma                103.216(6)
_cell_volume                     895.98(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6437
_cell_measurement_theta_min      3.5670
_cell_measurement_theta_max      60.2760

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_F_000             356
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.369
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.86643
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   'micro-focus metaljet'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            11963
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.577
_diffrn_reflns_theta_max         61.476
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4000
_reflns_number_gt                2776
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0715P)²+0.0889P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0076(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4000
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_ref         0.1573
_refine_ls_wR_factor_gt          0.1389
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.115
_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 0.62169(17) 0.47457(11) 0.35237(11) 0.0489(3) Uani 1 1 d . . . . .
N2 N 0.5076(3) 0.05053(16) 0.32912(17) 0.0957(6) Uani 1 1 d . . . . .
N3 N 0.82520(18) 0.62947(12) 0.55302(12) 0.0565(3) Uani 1 1 d . . . . .
C1 C 0.8169(2) 0.38550(16) 0.61858(14) 0.0537(4) Uani 1 1 d . . . . .
C2 C 0.7629(3) 0.27254(18) 0.64109(17) 0.0666(5) Uani 1 1 d . . . . .
H2 H 0.668559 0.201153 0.579537 0.080 Uiso 1 1 calc R U . . .
C3 C 0.8465(3) 0.2641(2) 0.75305(18) 0.0768(5) Uani 1 1 d . . . . .
H3 H 0.808958 0.187326 0.765478 0.092 Uiso 1 1 calc R U . . .
C4 C 0.9849(3) 0.3688(2) 0.84602(17) 0.0764(5) Uani 1 1 d . . . . .
H4 H 1.040038 0.363453 0.921621 0.092 Uiso 1 1 calc R U . . .
C5 C 1.0406(3) 0.4810(2) 0.82593(16) 0.0694(5) Uani 1 1 d . . . . .
H5 H 1.133946 0.552119 0.888509 0.083 Uiso 1 1 calc R U . . .
C6 C 0.9597(2) 0.48967(17) 0.71365(15) 0.0608(4) Uani 1 1 d . . . . .
H6 H 1.001077 0.566209 0.701344 0.073 Uiso 1 1 calc R U . . .
C7 C 0.7249(2) 0.39497(14) 0.50032(13) 0.0500(4) Uani 1 1 d . . . . .
C8 C 0.6100(2) 0.29440(14) 0.38641(14) 0.0525(4) Uani 1 1 d . . . . .
C9 C 0.5477(2) 0.34299(14) 0.29724(14) 0.0514(4) Uani 1 1 d . . . . .
C10 C 0.7314(2) 0.50647(14) 0.47671(13) 0.0486(3) Uani 1 1 d . . . . .
C11 C 0.5553(3) 0.15968(16) 0.35656(16) 0.0656(5) Uani 1 1 d . . . . .
C12 C 0.4266(3) 0.26463(14) 0.16816(14) 0.0602(4) Uani 1 1 d . . . . .
C13 C 0.2283(3) 0.24150(19) 0.13655(18) 0.0774(5) Uani 1 1 d . . . . .
H13 H 0.172082 0.279216 0.195787 0.093 Uiso 1 1 calc R U . . .
C14 C 0.1143(4) 0.1631(2) 0.0181(2) 0.1137(10) Uani 1 1 d . . . . .
H14 H -0.018421 0.148487 -0.002743 0.136 Uiso 1 1 calc R U . . .
C15 C 0.1954(7) 0.1071(2) -0.0682(2) 0.1352(15) Uani 1 1 d . . . . .
H15 H 0.117907 0.055331 -0.148503 0.162 Uiso 1 1 calc R U . . .
C16 C 0.3921(7) 0.1261(3) -0.0385(2) 0.1313(13) Uani 1 1 d . . . . .
H16 H 0.446149 0.086029 -0.097871 0.158 Uiso 1 1 calc R U . . .
C17 C 0.5087(4) 0.2058(2) 0.08115(19) 0.0924(7) Uani 1 1 d . . . . .
H17 H 0.641111 0.219113 0.102099 0.111 Uiso 1 1 calc R U . . .
C18 C 0.6126(2) 0.57166(15) 0.30583(14) 0.0524(4) Uani 1 1 d . . . . .
C19 C 0.7125(2) 0.69468(15) 0.38327(15) 0.0571(4) Uani 1 1 d . . . . .
C20 C 0.8191(2) 0.72010(15) 0.50845(15) 0.0591(4) Uani 1 1 d . . . . .
C21 C 0.4941(3) 0.53491(17) 0.17463(15) 0.0646(4) Uani 1 1 d . . . . .
H21A H 0.529864 0.468904 0.120331 0.097 Uiso 1 1 calc R U . . .
H21B H 0.516596 0.608454 0.150945 0.097 Uiso 1 1 calc R U . . .
H21C H 0.359896 0.503783 0.168355 0.097 Uiso 1 1 calc R U . . .
C22 C 0.7186(3) 0.80575(18) 0.3406(2) 0.0806(6) Uani 1 1 d . . . . .
H22A H 0.622789 0.777703 0.261878 0.121 Uiso 1 1 calc R U . . .
H22B H 0.844042 0.837824 0.331776 0.121 Uiso 1 1 calc R U . . .
H22C H 0.692905 0.872549 0.400882 0.121 Uiso 1 1 calc R U . . .
C23 C 0.9326(3) 0.85401(18) 0.5963(2) 0.0860(6) Uani 1 1 d . . . . .
H23A H 1.027529 0.890780 0.562035 0.129 Uiso 1 1 calc R U . . .
H23B H 0.995720 0.852193 0.674830 0.129 Uiso 1 1 calc R U . . .
H23C H 0.847119 0.904827 0.608168 0.129 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.3780(18) . ?
N1 C18 1.3964(18) . ?
N1 C10 1.4167(18) . ?
N2 C11 1.146(2) . ?
N3 C20 1.309(2) . ?
N3 C10 1.3509(19) . ?
C1 C2 1.392(2) . ?
C1 C6 1.395(2) . ?
C1 C7 1.473(2) . ?
C2 C3 1.384(2) . ?
C3 C4 1.375(3) . ?
C4 C5 1.371(3) . ?
C5 C6 1.384(2) . ?
C7 C10 1.387(2) . ?
C7 C8 1.420(2) . ?
C8 C9 1.384(2) . ?
C8 C11 1.421(2) . ?
C9 C12 1.479(2) . ?
C12 C17 1.378(3) . ?
C12 C13 1.388(3) . ?
C13 C14 1.376(3) . ?
C14 C15 1.355(5) . ?
C15 C16 1.383(5) . ?
C16 C17 1.394(4) . ?
C18 C19 1.362(2) . ?
C18 C21 1.495(2) . ?
C19 C20 1.434(2) . ?
C19 C22 1.506(2) . ?
C20 C23 1.499(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C18 131.92(13) . . ?
C9 N1 C10 108.31(12) . . ?
C18 N1 C10 119.70(12) . . ?
C20 N3 C10 118.55(14) . . ?
C2 C1 C6 117.06(15) . . ?
C2 C1 C7 121.36(15) . . ?
C6 C1 C7 121.58(15) . . ?
C3 C2 C1 121.47(18) . . ?
C4 C3 C2 120.37(18) . . ?
C5 C4 C3 119.21(17) . . ?
C4 C5 C6 120.78(17) . . ?
C5 C6 C1 121.10(17) . . ?
C10 C7 C8 104.69(13) . . ?
C10 C7 C1 126.83(14) . . ?
C8 C7 C1 128.48(14) . . ?
C9 C8 C7 110.86(13) . . ?
C9 C8 C11 119.81(14) . . ?
C7 C8 C11 129.33(14) . . ?
N1 C9 C8 106.78(13) . . ?
N1 C9 C12 128.27(13) . . ?
C8 C9 C12 124.94(14) . . ?
N3 C10 C7 129.08(14) . . ?
N3 C10 N1 121.56(13) . . ?
C7 C10 N1 109.35(13) . . ?
N2 C11 C8 177.9(2) . . ?
C17 C12 C13 119.63(18) . . ?
C17 C12 C9 119.81(18) . . ?
C13 C12 C9 120.36(15) . . ?
C14 C13 C12 120.4(2) . . ?
C15 C14 C13 120.0(3) . . ?
C14 C15 C16 120.8(2) . . ?
C15 C16 C17 119.6(3) . . ?
C12 C17 C16 119.6(3) . . ?
C19 C18 N1 117.76(14) . . ?
C19 C18 C21 123.86(14) . . ?
N1 C18 C21 118.38(13) . . ?
C18 C19 C20 119.56(14) . . ?
C18 C19 C22 121.91(15) . . ?
C20 C19 C22 118.52(15) . . ?
N3 C20 C19 122.82(15) . . ?
N3 C20 C23 115.94(16) . . ?
C19 C20 C23 121.23(15) . . ?

_refine_diff_density_max         0.186
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.034



####################################################################### 
# 
# 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_Compound-1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2144279'
loop_
_audit_author_name
_audit_author_address
aw
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-04-13 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         ?
_chemical_formula_sum            'C22 H17 N3'
_chemical_formula_weight         323.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   7.5636(2)
_cell_length_b                   10.6070(3)
_cell_length_c                   11.4880(3)
_cell_angle_alpha                104.037(2)
_cell_angle_beta                 99.019(2)
_cell_angle_gamma                104.020(3)
_cell_volume                     844.44(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6633
_cell_measurement_theta_min      5.6370
_cell_measurement_theta_max      60.2850

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_F_000             340
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.378
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.74060
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   'micro-focus metaljet'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            10297
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         5.653
_diffrn_reflns_theta_max         60.617
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3772
_reflns_number_gt                3115
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0479P)²+0.1379P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.032(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3772
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1110
_refine_ls_wR_factor_gt          0.1057
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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
N1 N 0.37411(13) 0.51869(9) 0.64809(9) 0.0392(2) Uani 1 1 d . . . . .
N2 N 0.3884(2) 0.96564(12) 0.65707(12) 0.0721(4) Uani 1 1 d . . . . .
N3 N 0.20538(14) 0.35701(10) 0.44974(9) 0.0438(2) Uani 1 1 d . . . . .
C1 C 0.17479(16) 0.61932(12) 0.37983(10) 0.0406(3) Uani 1 1 d . . . . .
C2 C 0.04052(17) 0.51033(13) 0.29100(11) 0.0463(3) Uani 1 1 d . . . . .
H2 H -0.000400 0.428230 0.308164 0.056 Uiso 1 1 calc R U . . .
C3 C -0.0324(2) 0.52283(15) 0.17798(12) 0.0551(3) Uani 1 1 d . . . . .
H3 H -0.119995 0.448408 0.119328 0.066 Uiso 1 1 calc R U . . .
C4 C 0.0225(2) 0.64338(16) 0.15070(13) 0.0613(4) Uani 1 1 d . . . . .
H4 H -0.028079 0.651046 0.074443 0.074 Uiso 1 1 calc R U . . .
C5 C 0.1533(2) 0.75285(15) 0.23767(13) 0.0614(4) Uani 1 1 d . . . . .
H5 H 0.190304 0.835257 0.220386 0.074 Uiso 1 1 calc R U . . .
C6 C 0.2298(2) 0.74103(13) 0.35045(12) 0.0519(3) Uani 1 1 d . . . . .
H6 H 0.319500 0.815404 0.407774 0.062 Uiso 1 1 calc R U . . .
C7 C 0.26028(16) 0.60568(11) 0.49883(10) 0.0390(3) Uani 1 1 d . . . . .
C8 C 0.35235(17) 0.71023(12) 0.61067(11) 0.0414(3) Uani 1 1 d . . . . .
C9 C 0.42297(17) 0.65742(11) 0.70058(11) 0.0413(3) Uani 1 1 d . . . . .
C10 C 0.27348(16) 0.48646(11) 0.52444(10) 0.0387(3) Uani 1 1 d . . . . .
C11 C 0.37242(19) 0.85187(13) 0.63559(11) 0.0492(3) Uani 1 1 d . . . . .
C12 C 0.53492(18) 0.73519(12) 0.82597(11) 0.0448(3) Uani 1 1 d . . . . .
C13 C 0.4511(2) 0.79101(14) 0.91617(12) 0.0582(4) Uani 1 1 d . . . . .
H13 H 0.322636 0.778330 0.897998 0.070 Uiso 1 1 calc R U . . .
C14 C 0.5570(3) 0.86547(16) 1.03305(14) 0.0755(5) Uani 1 1 d . . . . .
H14 H 0.499357 0.901097 1.093633 0.091 Uiso 1 1 calc R U . . .
C15 C 0.7468(3) 0.88689(16) 1.05980(15) 0.0808(6) Uani 1 1 d . . . . .
H15 H 0.817571 0.936304 1.138733 0.097 Uiso 1 1 calc R U . . .
C16 C 0.8329(3) 0.83539(16) 0.97002(16) 0.0737(5) Uani 1 1 d . . . . .
H16 H 0.962148 0.851985 0.987973 0.088 Uiso 1 1 calc R U . . .
C17 C 0.7280(2) 0.75912(14) 0.85333(13) 0.0569(3) Uani 1 1 d . . . . .
H17 H 0.786515 0.723821 0.793140 0.068 Uiso 1 1 calc R U . . .
C18 C 0.39431(17) 0.41404(12) 0.69753(11) 0.0434(3) Uani 1 1 d . . . . .
C19 C 0.22699(18) 0.25940(12) 0.49680(12) 0.0470(3) Uani 1 1 d . . . . .
C20 C 0.31879(18) 0.28625(13) 0.62164(12) 0.0485(3) Uani 1 1 d . . . . .
H20 H 0.327128 0.213679 0.651983 0.058 Uiso 1 1 calc R U . . .
C21 C 0.4956(2) 0.44420(14) 0.82778(12) 0.0550(3) Uani 1 1 d . . . . .
H21A H 0.481219 0.361017 0.849524 0.082 Uiso 1 1 calc R U . . .
H21B H 0.444898 0.503501 0.881067 0.082 Uiso 1 1 calc R U . . .
H21C H 0.626151 0.487520 0.836707 0.082 Uiso 1 1 calc R U . . .
C22 C 0.1506(2) 0.11605(13) 0.41438(14) 0.0638(4) Uani 1 1 d . . . . .
H22A H 0.023138 0.079791 0.418262 0.096 Uiso 1 1 calc R U . . .
H22B H 0.224193 0.061783 0.440965 0.096 Uiso 1 1 calc R U . . .
H22C H 0.155569 0.114767 0.331121 0.096 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.3790(14) . ?
N1 C18 1.3924(14) . ?
N1 C10 1.4190(14) . ?
N2 C11 1.1433(16) . ?
N3 C19 1.3103(15) . ?
N3 C10 1.3543(14) . ?
C1 C2 1.3939(17) . ?
C1 C6 1.3960(17) . ?
C1 C7 1.4738(16) . ?
C2 C3 1.3791(18) . ?
C3 C4 1.372(2) . ?
C4 C5 1.377(2) . ?
C5 C6 1.3814(18) . ?
C7 C10 1.3885(15) . ?
C7 C8 1.4211(16) . ?
C8 C9 1.3852(16) . ?
C8 C11 1.4245(16) . ?
C9 C12 1.4748(16) . ?
C12 C13 1.3845(18) . ?
C12 C17 1.3906(19) . ?
C13 C14 1.382(2) . ?
C14 C15 1.370(3) . ?
C15 C16 1.377(3) . ?
C16 C17 1.382(2) . ?
C18 C20 1.3487(17) . ?
C18 C21 1.4894(17) . ?
C19 C20 1.4191(18) . ?
C19 C22 1.4989(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C18 131.70(10) . . ?
C9 N1 C10 108.71(9) . . ?
C18 N1 C10 119.37(10) . . ?
C19 N3 C10 117.85(10) . . ?
C2 C1 C6 117.50(11) . . ?
C2 C1 C7 121.40(11) . . ?
C6 C1 C7 121.06(11) . . ?
C3 C2 C1 120.78(12) . . ?
C4 C3 C2 121.02(13) . . ?
C3 C4 C5 119.16(12) . . ?
C4 C5 C6 120.40(13) . . ?
C5 C6 C1 121.12(13) . . ?
C10 C7 C8 104.85(10) . . ?
C10 C7 C1 126.93(11) . . ?
C8 C7 C1 128.19(10) . . ?
C9 C8 C7 111.00(10) . . ?
C9 C8 C11 121.28(11) . . ?
C7 C8 C11 127.71(11) . . ?
N1 C9 C8 106.46(10) . . ?
N1 C9 C12 126.91(10) . . ?
C8 C9 C12 126.58(11) . . ?
N3 C10 C7 128.86(11) . . ?
N3 C10 N1 122.17(10) . . ?
C7 C10 N1 108.97(10) . . ?
N2 C11 C8 179.15(14) . . ?
C13 C12 C17 119.07(13) . . ?
C13 C12 C9 120.65(12) . . ?
C17 C12 C9 120.20(12) . . ?
C14 C13 C12 120.43(16) . . ?
C15 C14 C13 120.12(16) . . ?
C14 C15 C16 120.11(15) . . ?
C15 C16 C17 120.25(17) . . ?
C16 C17 C12 119.97(15) . . ?
C20 C18 N1 116.66(11) . . ?
C20 C18 C21 122.58(11) . . ?
N1 C18 C21 120.77(11) . . ?
N3 C19 C20 121.95(11) . . ?
N3 C19 C22 117.87(12) . . ?
C20 C19 C22 120.18(11) . . ?
C18 C20 C19 121.87(11) . . ?

_refine_diff_density_max         0.211
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.028



####################################################################### 
# 
# 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_Compound-4-66
_database_code_depnum_ccdc_archive 'CCDC 2144282'
loop_
_audit_author_name
_audit_author_address
aw
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-04-13 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         ?
_chemical_formula_sum            'C24 H21 N3'
_chemical_formula_weight         351.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   10.9544(12)
_cell_length_b                   15.4590(15)
_cell_length_c                   12.2647(13)
_cell_angle_alpha                90
_cell_angle_beta                 113.683(12)
_cell_angle_gamma                90
_cell_volume                     1902.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8311
_cell_measurement_theta_min      4.2070
_cell_measurement_theta_max      60.3190

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.360
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.84312
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   'micro-focus metaljet'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            14592
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.230
_diffrn_reflns_theta_max         60.800
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4270
_reflns_number_gt                2792
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.015(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4270
_refine_ls_number_parameters     247
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1215
_refine_ls_R_factor_gt           0.0802
_refine_ls_wR_factor_ref         0.3583
_refine_ls_wR_factor_gt          0.2643
_refine_ls_goodness_of_fit_ref   1.377
_refine_ls_restrained_S_all      1.377
_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 0.5261(2) 0.40224(13) 0.63276(16) 0.0536(6) Uani 1 1 d . . . . .
N2 N 0.9615(3) 0.3947(2) 0.6551(3) 0.0994(10) Uani 1 1 d . . . . .
N3 N 0.3640(2) 0.37483(15) 0.43183(18) 0.0632(7) Uani 1 1 d . . . . .
C1 C 0.6152(3) 0.36206(16) 0.37472(19) 0.0575(7) Uani 1 1 d . . . . .
C2 C 0.7260(3) 0.3888(2) 0.3549(2) 0.0663(8) Uani 1 1 d . . . . .
H2 H 0.795195 0.417080 0.415351 0.080 Uiso 1 1 calc R U . . .
C3 C 0.7354(4) 0.3741(2) 0.2472(3) 0.0773(9) Uani 1 1 d . . . . .
H3 H 0.811290 0.391181 0.236501 0.093 Uiso 1 1 calc R U . . .
C4 C 0.6319(4) 0.3342(2) 0.1556(2) 0.0819(10) Uani 1 1 d . . . . .
H4 H 0.636989 0.324866 0.082648 0.098 Uiso 1 1 calc R U . . .
C5 C 0.5214(4) 0.30824(19) 0.1735(2) 0.0733(9) Uani 1 1 d . . . . .
H5 H 0.450877 0.281847 0.111895 0.088 Uiso 1 1 calc R U . . .
C6 C 0.5140(3) 0.32105(18) 0.2821(2) 0.0652(8) Uani 1 1 d . . . . .
H6 H 0.439361 0.301671 0.293089 0.078 Uiso 1 1 calc R U . . .
C7 C 0.6063(3) 0.37912(15) 0.4896(2) 0.0541(7) Uani 1 1 d . . . . .
C8 C 0.7115(3) 0.39377(16) 0.6030(2) 0.0546(7) Uani 1 1 d . . . . .
C9 C 0.6613(3) 0.40762(16) 0.68816(19) 0.0528(7) Uani 1 1 d . . . . .
C10 C 0.4916(3) 0.38422(16) 0.51009(19) 0.0535(7) Uani 1 1 d . . . . .
C11 C 0.8489(3) 0.3940(2) 0.6313(2) 0.0659(8) Uani 1 1 d . . . . .
C12 C 0.7393(3) 0.42727(17) 0.81560(19) 0.0551(7) Uani 1 1 d . . . . .
C13 C 0.8022(3) 0.3608(2) 0.8941(2) 0.0686(8) Uani 1 1 d . . . . .
H13 H 0.796310 0.304141 0.867116 0.082 Uiso 1 1 calc R U . . .
C14 C 0.8740(3) 0.3802(3) 1.0135(2) 0.0828(11) Uani 1 1 d . . . . .
H14 H 0.915261 0.335860 1.066839 0.099 Uiso 1 1 calc R U . . .
C15 C 0.8849(3) 0.4633(3) 1.0535(2) 0.0855(11) Uani 1 1 d . . . . .
H15 H 0.933072 0.475294 1.133829 0.103 Uiso 1 1 calc R U . . .
C16 C 0.8253(3) 0.5288(2) 0.9760(3) 0.0812(10) Uani 1 1 d . . . . .
H16 H 0.833646 0.585436 1.003604 0.097 Uiso 1 1 calc R U . . .
C17 C 0.7524(3) 0.5117(2) 0.8566(2) 0.0673(8) Uani 1 1 d . . . . .
H17 H 0.712352 0.556738 0.804007 0.081 Uiso 1 1 calc R U . . .
C18 C 0.4272(3) 0.40399(17) 0.6761(2) 0.0585(7) Uani 1 1 d . . . . .
C19 C 0.2998(3) 0.3924(2) 0.5956(3) 0.0679(8) Uani 1 1 d . . . . .
H19 H 0.230624 0.392964 0.621216 0.081 Uiso 1 1 calc R U . . .
C20 C 0.2707(3) 0.37956(19) 0.4728(2) 0.0654(8) Uani 1 1 d . . . . .
C21 C 0.4633(3) 0.4178(2) 0.8062(2) 0.0708(8) Uani 1 1 d . . . . .
H21A H 0.492985 0.477098 0.825670 0.085 Uiso 1 1 calc R U . . .
H21B H 0.537999 0.380482 0.850627 0.085 Uiso 1 1 calc R U . . .
C22 C 0.3526(4) 0.4007(3) 0.8480(3) 0.0894(11) Uani 1 1 d . . . . .
H22A H 0.277632 0.437076 0.804666 0.134 Uiso 1 1 calc R U . . .
H22B H 0.383967 0.413222 0.931523 0.134 Uiso 1 1 calc R U . . .
H22C H 0.326136 0.341165 0.834282 0.134 Uiso 1 1 calc R U . . .
C23 C 0.1295(3) 0.3665(2) 0.3867(3) 0.0841(10) Uani 1 1 d . . . . .
H23A H 0.072365 0.405073 0.407478 0.101 Uiso 1 1 calc R U . . .
H23B H 0.121696 0.381977 0.307519 0.101 Uiso 1 1 calc R U . . .
C24 C 0.0835(5) 0.2796(4) 0.3844(7) 0.193(3) Uani 1 1 d . . . . .
H24A H 0.098330 0.247476 0.323822 0.289 Uiso 1 1 calc R U . . .
H24B H -0.010052 0.280109 0.367322 0.289 Uiso 1 1 calc R U . . .
H24C H 0.131319 0.252950 0.460406 0.289 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.361(3) . ?
N1 C18 1.386(3) . ?
N1 C10 1.424(3) . ?
N2 C11 1.148(4) . ?
N3 C20 1.310(4) . ?
N3 C10 1.349(3) . ?
C1 C6 1.382(4) . ?
C1 C2 1.393(4) . ?
C1 C7 1.475(3) . ?
C2 C3 1.385(4) . ?
C3 C4 1.380(5) . ?
C4 C5 1.375(5) . ?
C5 C6 1.380(3) . ?
C7 C10 1.378(4) . ?
C7 C8 1.423(3) . ?
C8 C9 1.379(3) . ?
C8 C11 1.402(4) . ?
C9 C12 1.481(3) . ?
C12 C17 1.386(4) . ?
C12 C13 1.387(4) . ?
C13 C14 1.388(4) . ?
C14 C15 1.364(5) . ?
C15 C16 1.363(5) . ?
C16 C17 1.383(4) . ?
C18 C19 1.359(4) . ?
C18 C21 1.497(3) . ?
C19 C20 1.422(4) . ?
C20 C23 1.496(4) . ?
C21 C22 1.517(4) . ?
C23 C24 1.430(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C18 132.0(2) . . ?
C9 N1 C10 108.2(2) . . ?
C18 N1 C10 119.5(2) . . ?
C20 N3 C10 117.8(2) . . ?
C6 C1 C2 117.4(2) . . ?
C6 C1 C7 121.9(3) . . ?
C2 C1 C7 120.7(2) . . ?
C3 C2 C1 121.5(3) . . ?
C4 C3 C2 119.8(3) . . ?
C5 C4 C3 119.3(3) . . ?
C4 C5 C6 120.6(3) . . ?
C5 C6 C1 121.4(3) . . ?
C10 C7 C8 104.6(2) . . ?
C10 C7 C1 126.8(2) . . ?
C8 C7 C1 128.5(2) . . ?
C9 C8 C11 121.8(2) . . ?
C9 C8 C7 110.6(2) . . ?
C11 C8 C7 127.6(2) . . ?
N1 C9 C8 107.3(2) . . ?
N1 C9 C12 126.2(2) . . ?
C8 C9 C12 126.5(2) . . ?
N3 C10 C7 128.6(2) . . ?
N3 C10 N1 122.2(2) . . ?
C7 C10 N1 109.2(2) . . ?
N2 C11 C8 179.4(3) . . ?
C17 C12 C13 119.7(2) . . ?
C17 C12 C9 120.5(2) . . ?
C13 C12 C9 119.7(2) . . ?
C12 C13 C14 119.1(3) . . ?
C15 C14 C13 120.9(3) . . ?
C16 C15 C14 120.0(3) . . ?
C15 C16 C17 120.6(3) . . ?
C16 C17 C12 119.7(3) . . ?
C19 C18 N1 116.8(2) . . ?
C19 C18 C21 123.2(3) . . ?
N1 C18 C21 120.0(3) . . ?
C18 C19 C20 121.1(3) . . ?
N3 C20 C19 122.4(3) . . ?
N3 C20 C23 117.8(3) . . ?
C19 C20 C23 119.7(3) . . ?
C18 C21 C22 115.5(3) . . ?
C24 C23 C20 113.4(3) . . ?

_refine_diff_density_max         0.344
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.081



####################################################################### 
# 
# 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_Compound-1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2144281'
loop_
_audit_author_name
_audit_author_address
aw
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-04-13 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         ?
_chemical_formula_sum            'C27 H19 N3'
_chemical_formula_weight         385.45

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   7.4603(7)
_cell_length_b                   14.0260(12)
_cell_length_c                   19.2722(15)
_cell_angle_alpha                90
_cell_angle_beta                 98.736(9)
_cell_angle_gamma                90
_cell_volume                     1993.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8411
_cell_measurement_theta_min      4.8500
_cell_measurement_theta_max      60.4220

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_F_000             808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.378
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.64115
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   'micro-focus metaljet'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            15293
_diffrn_reflns_av_unetI/netI     0.0555
_diffrn_reflns_av_R_equivalents  0.0811
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.880
_diffrn_reflns_theta_max         61.269
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4475
_reflns_number_gt                3243
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1151P)²+3.3927P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0103(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4475
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1169
_refine_ls_R_factor_gt           0.0911
_refine_ls_wR_factor_ref         0.2871
_refine_ls_wR_factor_gt          0.2560
_refine_ls_goodness_of_fit_ref   1.059
_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
N1 N 0.3175(4) 0.58696(18) 0.55448(13) 0.0388(6) Uani 1 1 d . . . . .
N2 N 0.5303(6) 0.5212(3) 0.79182(18) 0.0737(12) Uani 1 1 d . . . . .
N3 N 0.2293(4) 0.44245(19) 0.48818(14) 0.0417(7) Uani 1 1 d . . . . .
C1 C 0.3609(5) 0.3455(2) 0.63460(17) 0.0412(7) Uani 1 1 d . . . . .
C2 C 0.2359(5) 0.2805(2) 0.6004(2) 0.0492(9) Uani 1 1 d . . . . .
H2 H 0.147508 0.301449 0.564314 0.059 Uiso 1 1 calc R U . . .
C3 C 0.2420(6) 0.1855(3) 0.6193(2) 0.0597(10) Uani 1 1 d . . . . .
H3 H 0.155541 0.143511 0.596910 0.072 Uiso 1 1 calc R U . . .
C4 C 0.3749(7) 0.1525(3) 0.6711(2) 0.0627(11) Uani 1 1 d . . . . .
H4 H 0.379557 0.088309 0.683314 0.075 Uiso 1 1 calc R U . . .
C5 C 0.5008(6) 0.2153(3) 0.7047(2) 0.0595(10) Uani 1 1 d . . . . .
H5 H 0.591499 0.193260 0.739428 0.071 Uiso 1 1 calc R U . . .
C6 C 0.4938(5) 0.3110(3) 0.68714(18) 0.0491(9) Uani 1 1 d . . . . .
H6 H 0.578763 0.352806 0.710735 0.059 Uiso 1 1 calc R U . . .
C7 C 0.3533(5) 0.4472(2) 0.61534(17) 0.0403(7) Uani 1 1 d . . . . .
C8 C 0.4137(4) 0.5261(2) 0.65941(16) 0.0394(7) Uani 1 1 d . . . . .
C9 C 0.3950(4) 0.6107(2) 0.62203(17) 0.0399(7) Uani 1 1 d . . . . .
C10 C 0.2955(4) 0.4867(2) 0.54962(16) 0.0381(7) Uani 1 1 d . . . . .
C11 C 0.4811(5) 0.5232(2) 0.73309(18) 0.0478(8) Uani 1 1 d . . . . .
C12 C 0.4641(5) 0.7057(2) 0.64557(17) 0.0414(7) Uani 1 1 d . . . . .
C13 C 0.4114(5) 0.7470(3) 0.70482(19) 0.0519(9) Uani 1 1 d . . . . .
H13 H 0.333954 0.714526 0.730126 0.062 Uiso 1 1 calc R U . . .
C14 C 0.4748(6) 0.8369(3) 0.7260(2) 0.0630(11) Uani 1 1 d . . . . .
H14 H 0.438690 0.864680 0.765525 0.076 Uiso 1 1 calc R U . . .
C15 C 0.5892(6) 0.8851(3) 0.6898(2) 0.0635(11) Uani 1 1 d . . . . .
H15 H 0.629208 0.945899 0.703984 0.076 Uiso 1 1 calc R U . . .
C16 C 0.6454(5) 0.8436(3) 0.6322(2) 0.0573(10) Uani 1 1 d . . . . .
H16 H 0.725240 0.876111 0.607975 0.069 Uiso 1 1 calc R U . . .
C17 C 0.5849(5) 0.7542(2) 0.6098(2) 0.0471(8) Uani 1 1 d . . . . .
H17 H 0.624593 0.726441 0.571003 0.057 Uiso 1 1 calc R U . . .
C18 C 0.2506(4) 0.6433(2) 0.49658(17) 0.0405(7) Uani 1 1 d . . . . .
C19 C 0.1826(4) 0.4957(2) 0.43272(17) 0.0417(7) Uani 1 1 d . . . . .
C20 C 0.1927(5) 0.5968(2) 0.43602(17) 0.0445(8) Uani 1 1 d . . . . .
H20 H 0.158408 0.631973 0.395245 0.053 Uiso 1 1 calc R U . . .
C21 C 0.2385(5) 0.7481(2) 0.50305(17) 0.0422(8) Uani 1 1 d . . . . .
C22 C 0.3156(6) 0.8049(3) 0.4566(2) 0.0538(9) Uani 1 1 d . . . . .
H22 H 0.373279 0.776797 0.422249 0.065 Uiso 1 1 calc R U . . .
C23 C 0.3069(7) 0.9033(3) 0.4611(2) 0.0657(12) Uani 1 1 d . . . . .
H23 H 0.359175 0.941119 0.429997 0.079 Uiso 1 1 calc R U . . .
C24 C 0.2214(7) 0.9448(3) 0.5114(2) 0.0648(12) Uani 1 1 d . . . . .
H24 H 0.217226 1.010849 0.514834 0.078 Uiso 1 1 calc R U . . .
C25 C 0.1417(6) 0.8891(3) 0.5567(2) 0.0599(10) Uani 1 1 d . . . . .
H25 H 0.082969 0.917865 0.590519 0.072 Uiso 1 1 calc R U . . .
C26 C 0.1477(5) 0.7910(3) 0.55268(19) 0.0475(8) Uani 1 1 d . . . . .
H26 H 0.091410 0.753780 0.582988 0.057 Uiso 1 1 calc R U . . .
C27 C 0.1081(5) 0.4474(3) 0.36482(18) 0.0500(9) Uani 1 1 d . . . . .
H27A H 0.176020 0.467173 0.328810 0.075 Uiso 1 1 calc R U . . .
H27B H -0.016909 0.464639 0.351591 0.075 Uiso 1 1 calc R U . . .
H27C H 0.117779 0.379535 0.370686 0.075 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.382(4) . ?
N1 C18 1.396(4) . ?
N1 C10 1.417(4) . ?
N2 C11 1.136(5) . ?
N3 C19 1.307(4) . ?
N3 C10 1.361(4) . ?
C1 C6 1.392(5) . ?
C1 C2 1.396(5) . ?
C1 C7 1.473(4) . ?
C2 C3 1.380(5) . ?
C3 C4 1.376(6) . ?
C4 C5 1.376(6) . ?
C5 C6 1.383(5) . ?
C7 C10 1.390(4) . ?
C7 C8 1.426(4) . ?
C8 C9 1.383(4) . ?
C8 C11 1.433(5) . ?
C9 C12 1.475(4) . ?
C12 C13 1.390(5) . ?
C12 C17 1.393(5) . ?
C13 C14 1.387(5) . ?
C14 C15 1.362(7) . ?
C15 C16 1.375(6) . ?
C16 C17 1.379(5) . ?
C18 C20 1.349(4) . ?
C18 C21 1.479(4) . ?
C19 C20 1.421(5) . ?
C19 C27 1.503(4) . ?
C21 C22 1.387(5) . ?
C21 C26 1.390(5) . ?
C22 C23 1.385(5) . ?
C23 C24 1.368(6) . ?
C24 C25 1.373(6) . ?
C25 C26 1.380(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C18 131.6(3) . . ?
C9 N1 C10 109.2(2) . . ?
C18 N1 C10 119.0(3) . . ?
C19 N3 C10 117.8(3) . . ?
C6 C1 C2 117.9(3) . . ?
C6 C1 C7 121.0(3) . . ?
C2 C1 C7 121.1(3) . . ?
C3 C2 C1 120.8(4) . . ?
C4 C3 C2 120.5(4) . . ?
C5 C4 C3 119.4(4) . . ?
C4 C5 C6 120.6(4) . . ?
C5 C6 C1 120.7(4) . . ?
C10 C7 C8 105.0(3) . . ?
C10 C7 C1 127.6(3) . . ?
C8 C7 C1 127.2(3) . . ?
C9 C8 C7 110.9(3) . . ?
C9 C8 C11 122.2(3) . . ?
C7 C8 C11 126.8(3) . . ?
N1 C9 C8 106.2(3) . . ?
N1 C9 C12 125.7(3) . . ?
C8 C9 C12 127.7(3) . . ?
N3 C10 C7 129.2(3) . . ?
N3 C10 N1 122.2(3) . . ?
C7 C10 N1 108.6(3) . . ?
N2 C11 C8 178.3(4) . . ?
C13 C12 C17 119.2(3) . . ?
C13 C12 C9 120.0(3) . . ?
C17 C12 C9 120.8(3) . . ?
C14 C13 C12 119.7(4) . . ?
C15 C14 C13 120.8(4) . . ?
C14 C15 C16 119.7(4) . . ?
C15 C16 C17 120.8(4) . . ?
C16 C17 C12 119.7(4) . . ?
C20 C18 N1 116.5(3) . . ?
C20 C18 C21 122.5(3) . . ?
N1 C18 C21 120.9(3) . . ?
N3 C19 C20 121.9(3) . . ?
N3 C19 C27 118.1(3) . . ?
C20 C19 C27 119.9(3) . . ?
C18 C20 C19 121.9(3) . . ?
C22 C21 C26 119.3(3) . . ?
C22 C21 C18 118.7(3) . . ?
C26 C21 C18 122.0(3) . . ?
C23 C22 C21 120.2(4) . . ?
C24 C23 C22 120.0(4) . . ?
C23 C24 C25 120.2(4) . . ?
C24 C25 C26 120.7(4) . . ?
C25 C26 C21 119.6(4) . . ?

_refine_diff_density_max         0.365
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.075



####################################################################### 
# 
# 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_Compound-5-41
_database_code_depnum_ccdc_archive 'CCDC 2144285'
loop_
_audit_author_name
_audit_author_address
aw
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-04-13 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         ?
_chemical_formula_sum            'C35 H23 N3'
_chemical_formula_weight         485.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 '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'

_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                   9.7978(12)
_cell_length_b                   27.007(2)
_cell_length_c                   10.7502(14)
_cell_angle_alpha                90
_cell_angle_beta                 116.236(16)
_cell_angle_gamma                90
_cell_volume                     2551.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9320
_cell_measurement_theta_min      2.8570
_cell_measurement_theta_max      60.5270

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.367
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.42123
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   'micro-focus metaljet'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            22817
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.845
_diffrn_reflns_theta_max         61.289
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5767
_reflns_number_gt                4035
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1228P)²+1.8504P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0011(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5767
_refine_ls_number_parameters     345
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1109
_refine_ls_R_factor_gt           0.0883
_refine_ls_wR_factor_ref         0.2749
_refine_ls_wR_factor_gt          0.2547
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_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 0.7403(3) 0.23086(8) 0.4975(3) 0.0518(6) Uani 1 1 d . . . . .
N2 N 0.9105(3) 0.28287(9) 0.4450(3) 0.0590(6) Uani 1 1 d . . . . .
N3 N 0.4179(4) 0.33276(12) 0.6063(4) 0.0825(9) Uani 1 1 d . . . . .
C1 C 0.6770(4) 0.45215(11) 0.4672(3) 0.0572(7) Uani 1 1 d . . . . .
C2 C 0.8255(4) 0.46951(11) 0.5497(4) 0.0622(8) Uani 1 1 d . . . . .
C3 C 0.8550(5) 0.52039(13) 0.5503(5) 0.0809(11) Uani 1 1 d . . . . .
H3 H 0.952319 0.532140 0.606308 0.097 Uiso 1 1 calc R U . . .
C4 C 0.7452(5) 0.55288(13) 0.4714(5) 0.0809(11) Uani 1 1 d . . . . .
H4 H 0.767324 0.586405 0.472212 0.097 Uiso 1 1 calc R U . . .
C5 C 0.5999(5) 0.53549(14) 0.3896(5) 0.0829(11) Uani 1 1 d . . . . .
H5 H 0.524333 0.557642 0.335257 0.099 Uiso 1 1 calc R U . . .
C6 C 0.5655(4) 0.48662(13) 0.3872(4) 0.0783(10) Uani 1 1 d . . . . .
H6 H 0.466740 0.475898 0.331755 0.094 Uiso 1 1 calc R U . . .
C7 C 0.6473(4) 0.40086(11) 0.4645(4) 0.0583(7) Uani 1 1 d . . . . .
H7 H 0.548185 0.389631 0.413332 0.070 Uiso 1 1 calc R U . . .
C8 C 0.7588(3) 0.36739(11) 0.5341(3) 0.0553(7) Uani 1 1 d . . . . .
C9 C 0.9082(4) 0.38503(13) 0.6149(4) 0.0707(9) Uani 1 1 d . . . . .
H9 H 0.986176 0.362673 0.662791 0.085 Uiso 1 1 calc R U . . .
C10 C 0.9390(4) 0.43416(13) 0.6233(4) 0.0776(11) Uani 1 1 d . . . . .
H10 H 1.037596 0.444922 0.679023 0.093 Uiso 1 1 calc R U . . .
C11 C 0.7289(3) 0.31367(10) 0.5275(3) 0.0538(7) Uani 1 1 d . . . . .
C12 C 0.8027(3) 0.27746(11) 0.4904(3) 0.0533(7) Uani 1 1 d . . . . .
C13 C 0.6219(3) 0.23804(11) 0.5336(3) 0.0526(7) Uani 1 1 d . . . . .
C14 C 0.6169(3) 0.28884(11) 0.5526(3) 0.0544(7) Uani 1 1 d . . . . .
C15 C 0.9621(3) 0.24310(11) 0.4107(4) 0.0581(7) Uani 1 1 d . . . . .
C16 C 0.9150(4) 0.19527(11) 0.4300(3) 0.0588(7) Uani 1 1 d . . . . .
H16 H 0.958258 0.167719 0.409344 0.071 Uiso 1 1 calc R U . . .
C17 C 0.8092(3) 0.18827(10) 0.4773(3) 0.0527(7) Uani 1 1 d . . . . .
C18 C 0.5139(3) 0.20035(11) 0.5341(4) 0.0582(8) Uani 1 1 d . . . . .
C19 C 0.4506(4) 0.16488(13) 0.4244(4) 0.0673(9) Uani 1 1 d . . . . .
H19 H 0.478766 0.166186 0.352443 0.081 Uiso 1 1 calc R U . . .
C20 C 0.3509(4) 0.12936(15) 0.4213(4) 0.0740(9) Uani 1 1 d . . . . .
H20 H 0.313988 0.106156 0.350103 0.089 Uiso 1 1 calc R U . . .
C21 C 0.3061(4) 0.12840(13) 0.5250(4) 0.0636(8) Uani 1 1 d . . . . .
C22 C 0.3532(3) 0.16364(13) 0.6303(3) 0.0603(8) Uani 1 1 d . . . . .
C23 C 0.4663(4) 0.20027(12) 0.6334(4) 0.0637(8) Uani 1 1 d . . . . .
H23 H 0.504761 0.223450 0.704646 0.076 Uiso 1 1 calc R U . . .
C24 C 0.5066(4) 0.31271(12) 0.5845(3) 0.0602(8) Uani 1 1 d . . . . .
C25 C 1.0774(4) 0.24932(14) 0.3559(4) 0.0713(9) Uani 1 1 d . . . . .
H25A H 1.070989 0.221846 0.296952 0.107 Uiso 1 1 calc R U . . .
H25B H 1.177410 0.250590 0.431927 0.107 Uiso 1 1 calc R U . . .
H25C H 1.057591 0.279526 0.303736 0.107 Uiso 1 1 calc R U . . .
C26 C 0.7779(3) 0.13891(10) 0.5178(3) 0.0540(7) Uani 1 1 d . . . . .
C27 C 0.7474(4) 0.09954(12) 0.4275(4) 0.0701(9) Uani 1 1 d . . . . .
H27 H 0.742763 0.104462 0.340105 0.084 Uiso 1 1 calc R U . . .
C28 C 0.7237(5) 0.05267(14) 0.4669(5) 0.0881(13) Uani 1 1 d . . . . .
H28 H 0.703427 0.026099 0.406260 0.106 Uiso 1 1 calc R U . . .
C29 C 0.7304(5) 0.04573(14) 0.5955(6) 0.0907(13) Uani 1 1 d . . . . .
H29 H 0.710920 0.014563 0.620767 0.109 Uiso 1 1 calc R U . . .
C30 C 0.7653(5) 0.08410(14) 0.6869(5) 0.0764(10) Uani 1 1 d . . . . .
H30 H 0.773532 0.078641 0.775352 0.092 Uiso 1 1 calc R U . . .
C31 C 0.7885(4) 0.13109(12) 0.6487(4) 0.0602(8) Uani 1 1 d . . . . .
H31 H 0.811122 0.157270 0.710906 0.072 Uiso 1 1 calc R U . . .
C32 C 0.2009(4) 0.09020(15) 0.5303(5) 0.0820(11) Uani 1 1 d . . . . .
H32 H 0.167571 0.065224 0.463856 0.098 Uiso 1 1 calc R U . . .
C33 C 0.1539(4) 0.09089(16) 0.6267(5) 0.0835(12) Uani 1 1 d . . . . .
H33 H 0.088080 0.066396 0.628602 0.100 Uiso 1 1 calc R U . . .
C34 C 0.2034(5) 0.12934(17) 0.7299(5) 0.0849(12) Uani 1 1 d . . . . .
H34 H 0.168997 0.129638 0.797837 0.102 Uiso 1 1 calc R U . . .
C35 C 0.3002(4) 0.16527(15) 0.7289(4) 0.0722(9) Uani 1 1 d . . . . .
H35 H 0.330092 0.190605 0.794208 0.087 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C13 1.390(4) . ?
N1 C17 1.398(4) . ?
N1 C12 1.416(4) . ?
N2 C15 1.307(4) . ?
N2 C12 1.353(4) . ?
N3 C24 1.133(4) . ?
C1 C6 1.404(5) . ?
C1 C2 1.408(5) . ?
C1 C7 1.413(4) . ?
C2 C3 1.404(5) . ?
C2 C10 1.412(5) . ?
C3 C4 1.357(6) . ?
C4 C5 1.383(6) . ?
C5 C6 1.360(5) . ?
C7 C8 1.360(4) . ?
C8 C9 1.414(5) . ?
C8 C11 1.476(4) . ?
C9 C10 1.355(5) . ?
C11 C12 1.376(4) . ?
C11 C14 1.410(4) . ?
C13 C14 1.391(4) . ?
C13 C18 1.470(4) . ?
C14 C24 1.425(4) . ?
C15 C16 1.417(4) . ?
C15 C25 1.496(4) . ?
C16 C17 1.355(4) . ?
C17 C26 1.476(4) . ?
C18 C23 1.341(5) . ?
C18 C19 1.430(5) . ?
C19 C20 1.359(5) . ?
C20 C21 1.367(5) . ?
C21 C22 1.393(5) . ?
C21 C32 1.477(5) . ?
C22 C35 1.372(5) . ?
C22 C23 1.474(5) . ?
C26 C27 1.380(5) . ?
C26 C31 1.381(4) . ?
C27 C28 1.387(5) . ?
C28 C29 1.367(6) . ?
C29 C30 1.364(6) . ?
C30 C31 1.383(5) . ?
C32 C33 1.308(6) . ?
C33 C34 1.438(7) . ?
C34 C35 1.360(5) . ?

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
C13 N1 C17 132.7(2) . . ?
C13 N1 C12 109.0(2) . . ?
C17 N1 C12 118.2(2) . . ?
C15 N2 C12 118.3(3) . . ?
C6 C1 C2 118.2(3) . . ?
C6 C1 C7 122.7(3) . . ?
C2 C1 C7 119.1(3) . . ?
C3 C2 C1 118.8(3) . . ?
C3 C2 C10 123.3(3) . . ?
C1 C2 C10 117.8(3) . . ?
C4 C3 C2 121.7(4) . . ?
C3 C4 C5 119.1(4) . . ?
C6 C5 C4 121.2(4) . . ?
C5 C6 C1 120.8(4) . . ?
C8 C7 C1 122.1(3) . . ?
C7 C8 C9 118.4(3) . . ?
C7 C8 C11 122.2(3) . . ?
C9 C8 C11 119.4(3) . . ?
C10 C9 C8 120.7(3) . . ?
C9 C10 C2 121.9(3) . . ?
C12 C11 C14 105.7(3) . . ?
C12 C11 C8 126.4(3) . . ?
C14 C11 C8 127.8(3) . . ?
N2 C12 C11 128.5(3) . . ?
N2 C12 N1 122.7(3) . . ?
C11 C12 N1 108.7(2) . . ?
N1 C13 C14 105.5(2) . . ?
N1 C13 C18 126.6(3) . . ?
C14 C13 C18 127.6(3) . . ?
C13 C14 C11 111.1(3) . . ?
C13 C14 C24 124.1(3) . . ?
C11 C14 C24 124.6(3) . . ?
N2 C15 C16 121.1(3) . . ?
N2 C15 C25 118.2(3) . . ?
C16 C15 C25 120.7(3) . . ?
C17 C16 C15 122.3(3) . . ?
C16 C17 N1 116.5(3) . . ?
C16 C17 C26 122.0(3) . . ?
N1 C17 C26 121.3(3) . . ?
C23 C18 C19 118.6(3) . . ?
C23 C18 C13 120.6(3) . . ?
C19 C18 C13 120.7(3) . . ?
C20 C19 C18 122.5(4) . . ?
C19 C20 C21 118.7(4) . . ?
C20 C21 C22 122.6(3) . . ?
C20 C21 C32 121.7(4) . . ?
C22 C21 C32 115.6(3) . . ?
C35 C22 C21 123.2(3) . . ?
C35 C22 C23 119.9(3) . . ?
C21 C22 C23 116.9(3) . . ?
C18 C23 C22 120.4(3) . . ?
N3 C24 C14 177.7(4) . . ?
C27 C26 C31 119.6(3) . . ?
C27 C26 C17 119.8(3) . . ?
C31 C26 C17 120.5(3) . . ?
C26 C27 C28 120.1(4) . . ?
C29 C28 C27 119.6(4) . . ?
C30 C29 C28 120.6(4) . . ?
C29 C30 C31 120.3(4) . . ?
C26 C31 C30 119.6(3) . . ?
C33 C32 C21 121.1(4) . . ?
C32 C33 C34 120.3(4) . . ?
C35 C34 C33 120.5(4) . . ?
C34 C35 C22 119.1(4) . . ?

_refine_diff_density_max         0.841
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.061



####################################################################### 
# 
# 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_Compound-1_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2144296'
loop_
_audit_author_name
_audit_author_address
qw
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-04-13 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         ?
_chemical_formula_sum            'C38 H25 Cl2 N3'
_chemical_formula_weight         594.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3281 0.5435 '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                   11.6662(4)
_cell_length_b                   23.9537(7)
_cell_length_c                   12.5820(4)
_cell_angle_alpha                90
_cell_angle_beta                 115.611(4)
_cell_angle_gamma                90
_cell_volume                     3170.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12581
_cell_measurement_theta_min      3.7420
_cell_measurement_theta_max      60.0480

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.367
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.86075
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.30a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   'micro-focus metaljet'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            28166
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.748
_diffrn_reflns_theta_max         60.706
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7132
_reflns_number_gt                5505
_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       'CrysAlisPro 1.171.42.30a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.30a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.42.30a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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         7132
_refine_ls_number_parameters     408
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1305
_refine_ls_R_factor_gt           0.1166
_refine_ls_wR_factor_ref         0.4111
_refine_ls_wR_factor_gt          0.3977
_refine_ls_goodness_of_fit_ref   1.755
_refine_ls_restrained_S_all      1.755
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.2967(5) 0.7656(5) 0.7709(5) 0.231(5) Uani 0.386(5) 1 d . . P A 1
Cl2 Cl 0.1921(9) 0.8330(3) 0.5016(14) 0.339(11) Uani 0.386(5) 1 d . . P A 1
Cl3 Cl 0.2300(5) 0.8367(2) 0.6852(6) 0.222(3) Uani 0.614(5) 1 d . . P A 2
Cl4 Cl 0.1464(2) 0.72767(12) 0.5523(2) 0.1274(11) Uani 0.614(5) 1 d . . P A 2
N1 N 0.8221(2) 0.70881(10) 0.3328(2) 0.0560(6) Uani 1 1 d . . . . .
N2 N 0.7279(2) 0.78559(10) 0.39517(19) 0.0532(6) Uani 1 1 d . . . . .
N3 N 0.4966(4) 0.7130(2) 0.5921(4) 0.1079(13) Uani 1 1 d . . . . .
C1 C 0.5086(4) 0.87103(19) 0.3554(3) 0.0859(12) Uani 1 1 d . . . . .
H1A H 0.505228 0.859854 0.283332 0.103 Uiso 1 1 calc R U . . .
C2 C 0.4405(5) 0.9173(2) 0.3621(5) 0.1133(18) Uani 1 1 d . . . . .
H2 H 0.394828 0.938121 0.294396 0.136 Uiso 1 1 calc R U . . .
C3 C 0.4391(7) 0.9327(3) 0.4638(5) 0.126(2) Uani 1 1 d . . . . .
H3 H 0.389367 0.962740 0.465634 0.151 Uiso 1 1 calc R U . . .
C4 C 0.5116(6) 0.9039(2) 0.5658(4) 0.1050(16) Uani 1 1 d . . . . .
H4 H 0.512509 0.915129 0.636889 0.126 Uiso 1 1 calc R U . . .
C5 C 0.5834(4) 0.85815(17) 0.5627(3) 0.0791(10) Uani 1 1 d . . . . .
H5 H 0.632466 0.838737 0.631503 0.095 Uiso 1 1 calc R U . . .
C6 C 0.5812(3) 0.84177(14) 0.4568(3) 0.0666(8) Uani 1 1 d . . . . .
C7 C 0.6482(3) 0.79079(13) 0.4494(2) 0.0587(7) Uani 1 1 d . . . . .
C8 C 0.6302(3) 0.73738(14) 0.4825(3) 0.0616(8) Uani 1 1 d . . . . .
C9 C 0.6949(3) 0.69774(13) 0.4448(3) 0.0577(7) Uani 1 1 d . . . . .
C10 C 0.7542(3) 0.72853(12) 0.3894(2) 0.0545(7) Uani 1 1 d . . . . .
C11 C 0.9406(3) 0.72576(14) 0.2187(3) 0.0676(8) Uani 1 1 d . . . . .
H11A H 0.959804 0.686818 0.234698 0.101 Uiso 1 1 calc R U . . .
H11B H 1.018363 0.746544 0.244096 0.101 Uiso 1 1 calc R U . . .
H11C H 0.890924 0.731052 0.135567 0.101 Uiso 1 1 calc R U . . .
C12 C 0.8669(3) 0.74585(12) 0.2838(3) 0.0572(7) Uani 1 1 d . . . . .
C13 C 0.8524(3) 0.80400(12) 0.2951(3) 0.0590(7) Uani 1 1 d . . . . .
H13 H 0.890244 0.828795 0.263016 0.071 Uiso 1 1 calc R U . . .
C14 C 0.7852(3) 0.82459(12) 0.3511(2) 0.0539(7) Uani 1 1 d . . . . .
C15 C 0.7836(3) 0.88540(12) 0.3733(3) 0.0595(7) Uani 1 1 d . . . . .
C16 C 0.7517(4) 0.92174(14) 0.2786(3) 0.0667(8) Uani 1 1 d . . . . .
H16 H 0.722140 0.907600 0.202543 0.080 Uiso 1 1 calc R U . . .
C17 C 0.7637(4) 0.97869(15) 0.2969(3) 0.0820(11) Uani 1 1 d . . . . .
H17 H 0.743246 1.002714 0.233200 0.098 Uiso 1 1 calc R U . . .
C18 C 0.8050(5) 0.99964(16) 0.4071(4) 0.0951(14) Uani 1 1 d . . . . .
H18 H 0.810526 1.038067 0.418818 0.114 Uiso 1 1 calc R U . . .
C19 C 0.8387(6) 0.96420(17) 0.5016(4) 0.0954(13) Uani 1 1 d . . . . .
H19 H 0.870616 0.978545 0.577685 0.115 Uiso 1 1 calc R U . . .
C20 C 0.8250(4) 0.90696(14) 0.4835(3) 0.0774(10) Uani 1 1 d . . . . .
H20 H 0.844353 0.883165 0.547401 0.093 Uiso 1 1 calc R U . . .
C21 C 0.5544(3) 0.72496(17) 0.5430(3) 0.0746(9) Uani 1 1 d . . . . .
C22 C 0.6882(3) 0.63635(13) 0.4518(3) 0.0571(7) Uani 1 1 d . . . . .
C23 C 0.5682(3) 0.61132(19) 0.3967(3) 0.0784(10) Uani 1 1 d . . . . .
H23 H 0.496637 0.633587 0.358841 0.094 Uiso 1 1 calc R U . . .
C24 C 0.5545(4) 0.55392(19) 0.3976(3) 0.0834(11) Uani 1 1 d . . . . .
H24 H 0.473992 0.538293 0.358732 0.100 Uiso 1 1 calc R U . . .
C25 C 0.6560(4) 0.52000(15) 0.4540(3) 0.0720(9) Uani 1 1 d . . . . .
C26 C 0.6442(5) 0.45981(18) 0.4560(4) 0.0879(12) Uani 1 1 d . . . . .
H26 H 0.564663 0.443438 0.415504 0.105 Uiso 1 1 calc R U . . .
C27 C 0.7429(6) 0.42809(18) 0.5134(4) 0.0951(14) Uani 1 1 d . . . . .
H27 H 0.730667 0.389755 0.514074 0.114 Uiso 1 1 calc R U . . .
C28 C 0.8690(5) 0.44962(14) 0.5753(3) 0.0770(11) Uani 1 1 d . . . . .
C29 C 0.9732(6) 0.41632(18) 0.6320(4) 0.0912(13) Uani 1 1 d . . . . .
H29 H 0.963303 0.377811 0.632291 0.109 Uiso 1 1 calc R U . . .
C30 C 1.0926(6) 0.4394(2) 0.6884(4) 0.1023(18) Uani 1 1 d . . . . .
H30 H 1.162699 0.416009 0.723932 0.123 Uiso 1 1 calc R U . . .
C31 C 1.1107(4) 0.49702(18) 0.6935(3) 0.0843(11) Uani 1 1 d . . . . .
H31 H 1.191827 0.511645 0.735259 0.101 Uiso 1 1 calc R U . . .
C32 C 1.0068(4) 0.53342(14) 0.6359(3) 0.0671(8) Uani 1 1 d . . . . .
C33 C 1.0217(3) 0.59249(14) 0.6349(3) 0.0627(7) Uani 1 1 d . . . . .
H33 H 1.101679 0.608342 0.675757 0.075 Uiso 1 1 calc R U . . .
C34 C 0.9200(3) 0.62567(12) 0.5746(2) 0.0561(7) Uani 1 1 d . . . . .
H34 H 0.931506 0.664051 0.573797 0.067 Uiso 1 1 calc R U . . .
C35 C 0.7945(3) 0.60269(11) 0.5120(2) 0.0506(6) Uani 1 1 d . . . . .
C36 C 0.7794(3) 0.54402(12) 0.5144(2) 0.0589(7) Uani 1 1 d . . . . .
C37 C 0.8856(3) 0.50918(13) 0.5759(3) 0.0637(8) Uani 1 1 d . . . . .
C38 C 0.2611(6) 0.7779(4) 0.6226(8) 0.165(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C38 1.752(12) . ?
Cl2 C38 1.910(15) . ?
Cl3 C38 1.725(10) . ?
Cl4 C38 1.732(8) . ?
N1 C12 1.312(4) . ?
N1 C10 1.358(4) . ?
N2 C7 1.376(3) . ?
N2 C14 1.395(4) . ?
N2 C10 1.410(4) . ?
N3 C21 1.130(5) . ?
C1 C6 1.379(5) . ?
C1 C2 1.388(6) . ?
C2 C3 1.339(7) . ?
C3 C4 1.378(7) . ?
C4 C5 1.390(6) . ?
C5 C6 1.379(5) . ?
C6 C7 1.474(4) . ?
C7 C8 1.389(4) . ?
C8 C9 1.417(4) . ?
C8 C21 1.426(4) . ?
C9 C10 1.387(4) . ?
C9 C22 1.477(4) . ?
C11 C12 1.500(4) . ?
C12 C13 1.418(4) . ?
C13 C14 1.354(4) . ?
C14 C15 1.485(4) . ?
C15 C20 1.358(5) . ?
C15 C16 1.390(4) . ?
C16 C17 1.380(5) . ?
C17 C18 1.352(6) . ?
C18 C19 1.373(6) . ?
C19 C20 1.388(5) . ?
C22 C35 1.396(4) . ?
C22 C23 1.400(5) . ?
C23 C24 1.385(6) . ?
C24 C25 1.356(6) . ?
C25 C36 1.427(5) . ?
C25 C26 1.450(5) . ?
C26 C27 1.306(7) . ?
C27 C28 1.430(7) . ?
C28 C29 1.369(7) . ?
C28 C37 1.439(4) . ?
C29 C30 1.376(8) . ?
C30 C31 1.394(6) . ?
C31 C32 1.412(5) . ?
C32 C37 1.409(5) . ?
C32 C33 1.426(5) . ?
C33 C34 1.355(4) . ?
C34 C35 1.439(4) . ?
C35 C36 1.418(4) . ?
C36 C37 1.414(5) . ?

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
C12 N1 C10 116.9(2) . . ?
C7 N2 C14 132.7(2) . . ?
C7 N2 C10 108.8(2) . . ?
C14 N2 C10 118.4(2) . . ?
C6 C1 C2 119.3(4) . . ?
C3 C2 C1 121.5(4) . . ?
C2 C3 C4 119.7(4) . . ?
C3 C4 C5 120.3(4) . . ?
C6 C5 C4 119.4(4) . . ?
C5 C6 C1 119.8(3) . . ?
C5 C6 C7 120.5(3) . . ?
C1 C6 C7 119.6(3) . . ?
N2 C7 C8 106.7(2) . . ?
N2 C7 C6 126.6(3) . . ?
C8 C7 C6 126.2(3) . . ?
C7 C8 C9 110.2(3) . . ?
C7 C8 C21 124.2(3) . . ?
C9 C8 C21 125.6(3) . . ?
C10 C9 C8 105.4(3) . . ?
C10 C9 C22 127.6(2) . . ?
C8 C9 C22 126.7(3) . . ?
N1 C10 C9 127.5(3) . . ?
N1 C10 N2 123.6(2) . . ?
C9 C10 N2 108.8(2) . . ?
N1 C12 C13 121.9(2) . . ?
N1 C12 C11 118.6(3) . . ?
C13 C12 C11 119.5(3) . . ?
C14 C13 C12 122.1(3) . . ?
C13 C14 N2 116.6(3) . . ?
C13 C14 C15 120.8(3) . . ?
N2 C14 C15 122.4(2) . . ?
C20 C15 C16 118.8(3) . . ?
C20 C15 C14 122.5(3) . . ?
C16 C15 C14 118.3(3) . . ?
C17 C16 C15 120.4(3) . . ?
C18 C17 C16 120.2(3) . . ?
C17 C18 C19 120.0(4) . . ?
C18 C19 C20 119.9(4) . . ?
C15 C20 C19 120.5(3) . . ?
N3 C21 C8 177.2(4) . . ?
C35 C22 C23 119.0(3) . . ?
C35 C22 C9 123.3(2) . . ?
C23 C22 C9 117.7(3) . . ?
C24 C23 C22 121.0(4) . . ?
C25 C24 C23 121.4(3) . . ?
C24 C25 C36 119.3(3) . . ?
C24 C25 C26 122.4(4) . . ?
C36 C25 C26 118.3(4) . . ?
C27 C26 C25 121.3(4) . . ?
C26 C27 C28 123.0(4) . . ?
C29 C28 C27 123.1(4) . . ?
C29 C28 C37 119.2(4) . . ?
C27 C28 C37 117.7(4) . . ?
C28 C29 C30 120.6(4) . . ?
C29 C30 C31 121.3(4) . . ?
C30 C31 C32 120.6(5) . . ?
C37 C32 C31 117.4(3) . . ?
C37 C32 C33 120.1(3) . . ?
C31 C32 C33 122.4(4) . . ?
C34 C33 C32 120.4(3) . . ?
C33 C34 C35 121.3(3) . . ?
C22 C35 C36 119.7(3) . . ?
C22 C35 C34 122.1(2) . . ?
C36 C35 C34 118.2(3) . . ?
C37 C36 C35 120.6(3) . . ?
C37 C36 C25 119.8(3) . . ?
C35 C36 C25 119.6(3) . . ?
C32 C37 C36 119.3(3) . . ?
C32 C37 C28 120.9(3) . . ?
C36 C37 C28 119.9(3) . . ?
Cl3 C38 Cl4 122.1(4) . . ?
Cl1 C38 Cl2 142.2(8) . . ?

_refine_diff_density_max         1.047
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.088



####################################################################### 
# 
# 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_Complex-1
_database_code_depnum_ccdc_archive 'CCDC 2144284'
loop_
_audit_author_name
_audit_author_address
aw
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-04-13 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         ?
_chemical_formula_sum            'C26 H25 N3'
_chemical_formula_weight         379.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'

_cell_length_a                   19.753(2)
_cell_length_b                   10.6344(12)
_cell_length_c                   20.535(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4313.7(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6188
_cell_measurement_theta_min      4.2310
_cell_measurement_theta_max      59.0810

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_F_000             1616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.339
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.56368
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   'micro-focus metaljet'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            18140
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.743
_diffrn_reflns_theta_max         61.322
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4878
_reflns_number_gt                3402
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0839P)²+1.8043P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0017(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4878
_refine_ls_number_parameters     267
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.2038
_refine_ls_wR_factor_gt          0.1549
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_restrained_S_all      1.135
_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 0.21506(8) 0.70588(16) 0.34304(8) 0.0416(4) Uani 1 1 d . . . . .
N2 N 0.37289(12) 0.9537(2) 0.22932(11) 0.0698(6) Uani 1 1 d . . . . .
N3 N 0.26723(9) 0.58290(17) 0.42935(8) 0.0460(4) Uani 1 1 d . . . . .
C1 C 0.39794(11) 0.7232(2) 0.38491(10) 0.0466(5) Uani 1 1 d . . . . .
C2 C 0.41005(12) 0.6731(3) 0.44631(12) 0.0589(6) Uani 1 1 d . . . . .
H2 H 0.374005 0.640898 0.470201 0.071 Uiso 1 1 calc R U . . .
C3 C 0.47408(13) 0.6700(3) 0.47261(14) 0.0701(8) Uani 1 1 d . . . . .
H3 H 0.480630 0.634665 0.513542 0.084 Uiso 1 1 calc R U . . .
C4 C 0.52796(14) 0.7180(3) 0.43964(16) 0.0726(8) Uani 1 1 d . . . . .
H4 H 0.570952 0.717737 0.458107 0.087 Uiso 1 1 calc R U . . .
C5 C 0.51762(14) 0.7664(3) 0.37892(17) 0.0848(10) Uani 1 1 d . . . . .
H5 H 0.554060 0.798919 0.355708 0.102 Uiso 1 1 calc R U . . .
C6 C 0.45370(13) 0.7678(3) 0.35138(14) 0.0714(8) Uani 1 1 d . . . . .
H6 H 0.448121 0.799325 0.309479 0.086 Uiso 1 1 calc R U . . .
C7 C 0.32918(10) 0.7310(2) 0.35802(9) 0.0426(5) Uani 1 1 d . . . . .
C8 C 0.30545(11) 0.8059(2) 0.30509(9) 0.0437(5) Uani 1 1 d . . . . .
C9 C 0.23709(11) 0.7898(2) 0.29554(9) 0.0430(5) Uani 1 1 d . . . . .
C10 C 0.27196(10) 0.6684(2) 0.38048(9) 0.0420(5) Uani 1 1 d . . . . .
C11 C 0.34342(12) 0.8878(2) 0.26346(10) 0.0500(5) Uani 1 1 d . . . . .
C12 C 0.19708(11) 0.8437(2) 0.24124(10) 0.0444(5) Uani 1 1 d . . . . .
C13 C 0.18526(14) 0.9726(2) 0.23820(12) 0.0626(7) Uani 1 1 d . . . . .
H13 H 0.201552 1.024666 0.271060 0.075 Uiso 1 1 calc R U . . .
C14 C 0.14960(17) 1.0240(3) 0.18687(14) 0.0777(9) Uani 1 1 d . . . . .
H14 H 0.141378 1.110063 0.185441 0.093 Uiso 1 1 calc R U . . .
C15 C 0.12627(14) 0.9472(3) 0.13783(13) 0.0680(7) Uani 1 1 d . . . . .
H15 H 0.101369 0.981240 0.103674 0.082 Uiso 1 1 calc R U . . .
C16 C 0.13966(13) 0.8202(3) 0.13915(11) 0.0612(7) Uani 1 1 d . . . . .
H16 H 0.124710 0.769254 0.105273 0.073 Uiso 1 1 calc R U . . .
C17 C 0.17520(12) 0.7678(2) 0.19046(10) 0.0525(6) Uani 1 1 d . . . . .
H17 H 0.184384 0.682051 0.190926 0.063 Uiso 1 1 calc R U . . .
C18 C 0.15070(11) 0.6648(2) 0.36171(10) 0.0464(5) Uani 1 1 d . . . . .
C19 C 0.14867(12) 0.5790(2) 0.41053(10) 0.0516(5) Uani 1 1 d . . . . .
H19 H 0.106962 0.545879 0.422691 0.062 Uiso 1 1 calc R U . . .
C20 C 0.20764(11) 0.5374(2) 0.44388(10) 0.0473(5) Uani 1 1 d . . . . .
C21 C 0.08888(11) 0.7247(2) 0.33222(11) 0.0550(6) Uani 1 1 d . . . . .
H21 H 0.096572 0.732921 0.285269 0.066 Uiso 1 1 calc R U . . .
C22 C 0.02523(13) 0.6466(3) 0.34209(16) 0.0777(8) Uani 1 1 d . . . . .
H22A H -0.011500 0.683546 0.318189 0.117 Uiso 1 1 calc R U . . .
H22B H 0.014038 0.644422 0.387571 0.117 Uiso 1 1 calc R U . . .
H22C H 0.032952 0.562548 0.326751 0.117 Uiso 1 1 calc R U . . .
C23 C 0.20168(13) 0.4470(2) 0.50034(11) 0.0561(6) Uani 1 1 d . . . . .
H23 H 0.167638 0.383708 0.488878 0.067 Uiso 1 1 calc R U . . .
C24 C 0.26673(15) 0.3790(3) 0.51568(14) 0.0715(8) Uani 1 1 d . . . . .
H24A H 0.258717 0.318087 0.549284 0.107 Uiso 1 1 calc R U . . .
H24B H 0.300012 0.438498 0.530264 0.107 Uiso 1 1 calc R U . . .
H24C H 0.282889 0.337297 0.477255 0.107 Uiso 1 1 calc R U . . .
C25 C 0.08058(16) 0.8583(3) 0.36084(16) 0.0791(8) Uani 1 1 d . . . . .
H25A H 0.043959 0.900515 0.339213 0.119 Uiso 1 1 calc R U . . .
H25B H 0.121677 0.904961 0.354510 0.119 Uiso 1 1 calc R U . . .
H25C H 0.070949 0.852525 0.406563 0.119 Uiso 1 1 calc R U . . .
C26 C 0.1759(2) 0.5187(3) 0.55941(15) 0.0957(11) Uani 1 1 d . . . . .
H26A H 0.169520 0.461476 0.595026 0.144 Uiso 1 1 calc R U . . .
H26B H 0.133543 0.558208 0.548973 0.144 Uiso 1 1 calc R U . . .
H26C H 0.208302 0.581802 0.571500 0.144 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.392(3) . ?
N1 C18 1.398(3) . ?
N1 C10 1.419(3) . ?
N2 C11 1.149(3) . ?
N3 C20 1.307(3) . ?
N3 C10 1.358(3) . ?
C1 C6 1.383(3) . ?
C1 C2 1.389(3) . ?
C1 C7 1.469(3) . ?
C2 C3 1.376(3) . ?
C3 C4 1.361(4) . ?
C4 C5 1.364(4) . ?
C5 C6 1.384(4) . ?
C7 C10 1.390(3) . ?
C7 C8 1.427(3) . ?
C8 C9 1.375(3) . ?
C8 C11 1.433(3) . ?
C9 C12 1.482(3) . ?
C12 C17 1.388(3) . ?
C12 C13 1.392(3) . ?
C13 C14 1.380(3) . ?
C14 C15 1.376(4) . ?
C15 C16 1.376(4) . ?
C16 C17 1.383(3) . ?
C18 C19 1.357(3) . ?
C18 C21 1.504(3) . ?
C19 C20 1.421(3) . ?
C20 C23 1.511(3) . ?
C21 C22 1.520(4) . ?
C21 C25 1.547(4) . ?
C23 C24 1.507(4) . ?
C23 C26 1.521(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C18 132.61(18) . . ?
C9 N1 C10 108.18(16) . . ?
C18 N1 C10 118.95(17) . . ?
C20 N3 C10 118.59(18) . . ?
C6 C1 C2 116.5(2) . . ?
C6 C1 C7 122.0(2) . . ?
C2 C1 C7 121.5(2) . . ?
C3 C2 C1 121.6(2) . . ?
C4 C3 C2 121.0(3) . . ?
C3 C4 C5 118.6(3) . . ?
C4 C5 C6 120.9(3) . . ?
C1 C6 C5 121.3(3) . . ?
C10 C7 C8 104.65(18) . . ?
C10 C7 C1 126.90(19) . . ?
C8 C7 C1 128.43(19) . . ?
C9 C8 C7 111.18(18) . . ?
C9 C8 C11 120.32(19) . . ?
C7 C8 C11 128.5(2) . . ?
C8 C9 N1 106.69(17) . . ?
C8 C9 C12 125.63(19) . . ?
N1 C9 C12 127.48(19) . . ?
N3 C10 C7 128.43(19) . . ?
N3 C10 N1 122.29(18) . . ?
C7 C10 N1 109.26(17) . . ?
N2 C11 C8 178.8(3) . . ?
C17 C12 C13 119.1(2) . . ?
C17 C12 C9 120.4(2) . . ?
C13 C12 C9 120.3(2) . . ?
C14 C13 C12 120.6(2) . . ?
C15 C14 C13 119.7(3) . . ?
C14 C15 C16 120.2(2) . . ?
C15 C16 C17 120.5(2) . . ?
C16 C17 C12 119.8(2) . . ?
C19 C18 N1 116.09(19) . . ?
C19 C18 C21 123.9(2) . . ?
N1 C18 C21 119.71(19) . . ?
C18 C19 C20 122.8(2) . . ?
N3 C20 C19 120.9(2) . . ?
N3 C20 C23 118.7(2) . . ?
C19 C20 C23 120.2(2) . . ?
C18 C21 C22 112.7(2) . . ?
C18 C21 C25 108.8(2) . . ?
C22 C21 C25 111.3(2) . . ?
C24 C23 C20 113.5(2) . . ?
C24 C23 C26 111.1(2) . . ?
C20 C23 C26 108.6(2) . . ?

_refine_diff_density_max         0.249
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.052



####################################################################### 
# 
# 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_Compound-5-42
_database_code_depnum_ccdc_archive 'CCDC 2144283'
loop_
_audit_author_name
_audit_author_address
aw
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-04-13 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         ?
_chemical_formula_sum            'C29 H23 N3 S2'
_chemical_formula_weight         477.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 '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                   17.7692(18)
_cell_length_b                   7.5870(6)
_cell_length_c                   17.8377(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.248(8)
_cell_angle_gamma                90
_cell_volume                     2404.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8112
_cell_measurement_theta_min      3.0250
_cell_measurement_theta_max      60.3750

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_F_000             2010
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    1.429
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.63518
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.3405
_diffrn_radiation_type           GaK\a
_diffrn_source                   'micro-focus metaljet'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            18194
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.019
_diffrn_reflns_theta_max         61.341
_diffrn_reflns_theta_full        53.543
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5419
_reflns_number_gt                3729
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1740P)²+0.7055P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0075(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5419
_refine_ls_number_parameters     311
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0787
_refine_ls_wR_factor_ref         0.2975
_refine_ls_wR_factor_gt          0.2282
_refine_ls_goodness_of_fit_ref   1.155
_refine_ls_restrained_S_all      1.155
_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
S1 S 0.29972(7) 0.61545(15) 0.13655(6) 0.0834(4) Uani 1 1 d . . . . .
S2 S 0.32250(6) 0.46221(15) 0.91898(6) 0.0737(4) Uani 1 1 d . . . . .
N1 N 0.45028(14) 0.7058(3) 0.57624(14) 0.0505(6) Uani 1 1 d . . . . .
N2 N 0.2039(2) 0.5006(5) 0.5358(2) 0.0896(12) Uani 1 1 d . . . . .
N3 N 0.51526(15) 0.7651(3) 0.46091(15) 0.0524(6) Uani 1 1 d . . . . .
C1 C 0.36084(19) 0.6616(4) 0.38740(19) 0.0543(7) Uani 1 1 d . . . . .
C2 C 0.2998(2) 0.5629(5) 0.3601(2) 0.0702(10) Uani 1 1 d . . . . .
H2 H 0.270315 0.501264 0.393657 0.084 Uiso 1 1 calc R U . . .
C3 C 0.2822(2) 0.5550(5) 0.2845(2) 0.0756(11) Uani 1 1 d . . . . .
H3 H 0.240828 0.488948 0.268324 0.091 Uiso 1 1 calc R U . . .
C4 C 0.3245(2) 0.6431(4) 0.2321(2) 0.0624(9) Uani 1 1 d . . . . .
C5 C 0.3849(2) 0.7437(4) 0.2584(2) 0.0606(8) Uani 1 1 d . . . . .
H5 H 0.413884 0.805821 0.224619 0.073 Uiso 1 1 calc R U . . .
C6 C 0.4021(2) 0.7523(4) 0.33406(19) 0.0574(8) Uani 1 1 d . . . . .
H6 H 0.442722 0.821050 0.350106 0.069 Uiso 1 1 calc R U . . .
C7 C 0.38232(18) 0.6672(4) 0.46776(18) 0.0514(7) Uani 1 1 d . . . . .
C8 C 0.33956(18) 0.6188(4) 0.53051(19) 0.0537(7) Uani 1 1 d . . . . .
C9 C 0.38158(18) 0.6385(4) 0.59702(19) 0.0521(7) Uani 1 1 d . . . . .
C10 C 0.45237(17) 0.7176(4) 0.49680(17) 0.0479(7) Uani 1 1 d . . . . .
C11 C 0.3707(3) 0.7328(8) 0.0899(3) 0.0985(15) Uani 1 1 d . . . . .
H11A H 0.418690 0.678820 0.100449 0.148 Uiso 1 1 calc R U . . .
H11B H 0.371610 0.852635 0.107161 0.148 Uiso 1 1 calc R U . . .
H11C H 0.360509 0.730559 0.036880 0.148 Uiso 1 1 calc R U . . .
C12 C 0.2644(2) 0.5533(5) 0.5325(2) 0.0637(9) Uani 1 1 d . . . . .
C13 C 0.36364(18) 0.5811(4) 0.67313(19) 0.0531(7) Uani 1 1 d . . . . .
C14 C 0.2997(2) 0.6365(5) 0.7088(2) 0.0617(8) Uani 1 1 d . . . . .
H14 H 0.264014 0.702401 0.682226 0.074 Uiso 1 1 calc R U . . .
C15 C 0.2875(2) 0.5964(5) 0.7827(2) 0.0651(9) Uani 1 1 d . . . . .
H15 H 0.244061 0.636090 0.805433 0.078 Uiso 1 1 calc R U . . .
C16 C 0.3402(2) 0.4962(4) 0.8243(2) 0.0590(8) Uani 1 1 d . . . . .
C17 C 0.4022(2) 0.4313(4) 0.7865(2) 0.0608(8) Uani 1 1 d . . . . .
H17 H 0.436436 0.358803 0.811917 0.073 Uiso 1 1 calc R U . . .
C18 C 0.4140(2) 0.4721(4) 0.7123(2) 0.0597(8) Uani 1 1 d . . . . .
H18 H 0.455703 0.426748 0.688329 0.072 Uiso 1 1 calc R U . . .
C19 C 0.51109(18) 0.7737(4) 0.61897(17) 0.0506(7) Uani 1 1 d . . . . .
C20 C 0.57542(18) 0.8090(4) 0.50146(19) 0.0535(7) Uani 1 1 d . . . . .
C21 C 0.57319(18) 0.8176(4) 0.58083(18) 0.0549(7) Uani 1 1 d . . . . .
H21 H 0.615902 0.854576 0.607468 0.066 Uiso 1 1 calc R U . . .
C22 C 0.5055(2) 0.8067(4) 0.70026(18) 0.0552(7) Uani 1 1 d . . . . .
C23 C 0.5634(2) 0.7549(5) 0.7484(2) 0.0707(10) Uani 1 1 d . . . . .
H23 H 0.605033 0.697334 0.729297 0.085 Uiso 1 1 calc R U . . .
C24 C 0.5602(3) 0.7874(6) 0.8244(2) 0.0876(13) Uani 1 1 d . . . . .
H24 H 0.599618 0.752027 0.856141 0.105 Uiso 1 1 calc R U . . .
C25 C 0.4988(3) 0.8722(6) 0.8533(2) 0.0900(14) Uani 1 1 d . . . . .
H25 H 0.496282 0.891623 0.904632 0.108 Uiso 1 1 calc R U . . .
C26 C 0.4413(3) 0.9283(5) 0.8065(2) 0.0786(12) Uani 1 1 d . . . . .
H26 H 0.400181 0.986748 0.826110 0.094 Uiso 1 1 calc R U . . .
C27 C 0.4447(2) 0.8976(4) 0.7301(2) 0.0641(9) Uani 1 1 d . . . . .
H27 H 0.406182 0.937936 0.698373 0.077 Uiso 1 1 calc R U . . .
C28 C 0.4061(3) 0.3565(7) 0.9538(3) 0.0935(14) Uani 1 1 d . . . . .
H28A H 0.411056 0.243283 0.930383 0.140 Uiso 1 1 calc R U . . .
H28B H 0.403072 0.341497 1.007122 0.140 Uiso 1 1 calc R U . . .
H28C H 0.449053 0.427804 0.942704 0.140 Uiso 1 1 calc R U . . .
C29 C 0.6450(2) 0.8593(5) 0.4609(2) 0.0641(9) Uani 1 1 d . . . . .
H29A H 0.639632 0.826594 0.409094 0.096 Uiso 1 1 calc R U . . .
H29B H 0.687604 0.799315 0.482982 0.096 Uiso 1 1 calc R U . . .
H29C H 0.652504 0.984347 0.464668 0.096 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.764(4) . ?
S1 C11 1.767(6) . ?
S2 C16 1.744(4) . ?
S2 C28 1.788(5) . ?
N1 C9 1.381(4) . ?
N1 C19 1.406(4) . ?
N1 C10 1.421(4) . ?
N2 C12 1.150(5) . ?
N3 C20 1.320(4) . ?
N3 C10 1.349(4) . ?
C1 C6 1.396(5) . ?
C1 C2 1.397(5) . ?
C1 C7 1.476(4) . ?
C2 C3 1.379(6) . ?
C3 C4 1.384(6) . ?
C4 C5 1.389(5) . ?
C5 C6 1.379(5) . ?
C7 C10 1.391(4) . ?
C7 C8 1.415(4) . ?
C8 C9 1.396(5) . ?
C8 C12 1.426(5) . ?
C9 C13 1.467(5) . ?
C13 C14 1.379(5) . ?
C13 C18 1.395(5) . ?
C14 C15 1.375(5) . ?
C15 C16 1.404(5) . ?
C16 C17 1.394(5) . ?
C17 C18 1.380(5) . ?
C19 C21 1.351(5) . ?
C19 C22 1.477(4) . ?
C20 C21 1.419(4) . ?
C20 C29 1.496(5) . ?
C22 C23 1.383(5) . ?
C22 C27 1.396(5) . ?
C23 C24 1.381(6) . ?
C24 C25 1.376(7) . ?
C25 C26 1.372(7) . ?
C26 C27 1.386(5) . ?

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 S1 C11 103.2(2) . . ?
C16 S2 C28 103.7(2) . . ?
C9 N1 C19 131.5(3) . . ?
C9 N1 C10 109.5(2) . . ?
C19 N1 C10 118.7(3) . . ?
C20 N3 C10 118.5(3) . . ?
C6 C1 C2 116.3(3) . . ?
C6 C1 C7 121.3(3) . . ?
C2 C1 C7 122.5(3) . . ?
C3 C2 C1 121.5(4) . . ?
C2 C3 C4 121.6(4) . . ?
C3 C4 C5 117.7(3) . . ?
C3 C4 S1 117.8(3) . . ?
C5 C4 S1 124.4(3) . . ?
C6 C5 C4 120.6(3) . . ?
C5 C6 C1 122.3(3) . . ?
C10 C7 C8 105.6(3) . . ?
C10 C7 C1 125.4(3) . . ?
C8 C7 C1 129.0(3) . . ?
C9 C8 C7 111.0(3) . . ?
C9 C8 C12 120.0(3) . . ?
C7 C8 C12 129.0(3) . . ?
N1 C9 C8 105.7(3) . . ?
N1 C9 C13 124.7(3) . . ?
C8 C9 C13 129.2(3) . . ?
N3 C10 C7 129.8(3) . . ?
N3 C10 N1 122.0(3) . . ?
C7 C10 N1 108.1(3) . . ?
N2 C12 C8 178.5(5) . . ?
C14 C13 C18 118.3(3) . . ?
C14 C13 C9 122.3(3) . . ?
C18 C13 C9 119.3(3) . . ?
C15 C14 C13 121.6(3) . . ?
C14 C15 C16 120.6(3) . . ?
C17 C16 C15 117.5(3) . . ?
C17 C16 S2 125.2(3) . . ?
C15 C16 S2 117.3(3) . . ?
C18 C17 C16 121.5(3) . . ?
C17 C18 C13 120.3(3) . . ?
C21 C19 N1 116.3(3) . . ?
C21 C19 C22 121.8(3) . . ?
N1 C19 C22 121.8(3) . . ?
N3 C20 C21 121.2(3) . . ?
N3 C20 C29 117.9(3) . . ?
C21 C20 C29 120.8(3) . . ?
C19 C21 C20 122.2(3) . . ?
C23 C22 C27 118.4(3) . . ?
C23 C22 C19 119.7(3) . . ?
C27 C22 C19 121.8(3) . . ?
C24 C23 C22 120.9(4) . . ?
C25 C24 C23 120.0(4) . . ?
C26 C25 C24 120.2(4) . . ?
C25 C26 C27 119.9(4) . . ?
C26 C27 C22 120.5(4) . . ?

_refine_diff_density_max         0.542
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.094



