# Electronic Supplementary Material (ESI) for ChemComm.
# 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_t_a
_database_code_depnum_ccdc_archive 'CCDC 2128341'
loop_
_audit_author_name
_audit_author_address
'Chao Chen'
;Shanghai Jiao Tong University
China
;
_audit_update_record             
;
2021-12-14 deposited with the CCDC.	2022-07-18 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         'C12 H12 Br Cl2 N O'
_chemical_formula_sum            'C12 H12 Br Cl2 N O'
_chemical_formula_weight         337.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   8.4386(17)
_cell_length_b                   11.633(2)
_cell_length_c                   15.457(2)
_cell_angle_alpha                107.939(9)
_cell_angle_beta                 94.991(8)
_cell_angle_gamma                110.518(14)
_cell_volume                     1319.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9924
_cell_measurement_theta_min      4.32
_cell_measurement_theta_max      68.30

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   0.6023
_exptl_transmission_factor_max   0.7531
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    7.836
_shelx_estimated_absorpt_T_min   0.367
_shelx_estimated_absorpt_T_max   0.407
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15101
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.327
_diffrn_reflns_theta_max         68.332
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4784
_reflns_number_gt                4321
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0450P)²+1.1126P] 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         4784
_refine_ls_number_parameters     311
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0865
_refine_ls_wR_factor_gt          0.0843
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
Br1 Br 0.42677(4) 0.26751(3) 0.60558(2) 0.04160(11) Uani 1 1 d . . . . .
C1 C 0.7532(3) 0.6533(2) 0.77015(17) 0.0236(5) Uani 1 1 d . . . . .
O1 O 0.7145(3) 0.65239(19) 0.99052(12) 0.0366(4) Uani 1 1 d . . . . .
N1 N 0.7934(3) 0.7129(2) 0.86752(14) 0.0266(4) Uani 1 1 d . . . . .
Cl1 Cl 0.86986(11) 0.30145(9) 0.91459(6) 0.0549(2) Uani 1 1 d . . . . .
Cl3 Cl 0.17483(10) 0.51266(6) 0.62697(5) 0.04174(17) Uani 1 1 d . . . . .
C3 C 0.7580(3) 0.6320(3) 0.61321(19) 0.0320(6) Uani 1 1 d . . . . .
H3 H 0.798276 0.668554 0.568202 0.038 Uiso 1 1 calc R U . . .
Br2 Br 0.16112(4) 0.83041(3) 0.49993(2) 0.03946(10) Uani 1 1 d . . . . .
C2 C 0.8137(3) 0.7116(3) 0.70731(18) 0.0287(5) Uani 1 1 d . . . . .
H2 H 0.889745 0.801841 0.727412 0.034 Uiso 1 1 calc R U . . .
O2 O 0.6361(3) 0.9608(2) 0.85139(15) 0.0415(5) Uani 1 1 d . . . . .
N2 N 0.4324(3) 1.0503(2) 0.85203(15) 0.0284(4) Uani 1 1 d . . . . .
Cl2 Cl 0.89837(11) 0.37799(9) 0.75432(7) 0.0540(2) Uani 1 1 d . . . . .
Cl4 Cl 0.22441(9) 0.71940(7) 0.80462(5) 0.03688(16) Uani 1 1 d . . . . .
C4 C 0.6454(3) 0.5011(3) 0.58368(18) 0.0311(6) Uani 1 1 d . . . . .
H4 H 0.609871 0.448277 0.519192 0.037 Uiso 1 1 calc R U . . .
C6 C 0.6382(3) 0.5217(2) 0.74298(16) 0.0230(5) Uani 1 1 d . . . . .
C5 C 0.5844(3) 0.4471(2) 0.64937(17) 0.0272(5) Uani 1 1 d . . . . .
C9 C 0.9123(3) 0.8477(3) 0.91993(19) 0.0334(6) Uani 1 1 d . . . . .
H9A H 1.024415 0.863359 0.902074 0.050 Uiso 1 1 calc R U . . .
H9B H 0.927897 0.863204 0.986719 0.050 Uiso 1 1 calc R U . . .
H9C H 0.865007 0.907706 0.906490 0.050 Uiso 1 1 calc R U . . .
C8 C 0.7058(3) 0.6272(2) 0.90717(17) 0.0266(5) Uani 1 1 d . . . . .
C7 C 0.5945(3) 0.4941(2) 0.82958(17) 0.0243(5) Uani 1 1 d . . . . .
C10 C 0.4025(3) 0.4650(3) 0.83286(19) 0.0324(6) Uani 1 1 d . . . . .
H10A H 0.373403 0.535664 0.824009 0.049 Uiso 1 1 calc R U . . .
H10B H 0.383610 0.459740 0.893456 0.049 Uiso 1 1 calc R U . . .
H10C H 0.328521 0.380971 0.783215 0.049 Uiso 1 1 calc R U . . .
C11 C 0.6407(3) 0.3865(2) 0.85024(18) 0.0279(5) Uani 1 1 d . . . . .
H11A H 0.604949 0.379553 0.908386 0.034 Uiso 1 1 calc R U . . .
H11B H 0.571615 0.301080 0.799240 0.034 Uiso 1 1 calc R U . . .
C12 C 0.8308(4) 0.4081(3) 0.8607(2) 0.0366(6) Uani 1 1 d . . . . .
H12 H 0.902590 0.501474 0.902243 0.044 Uiso 1 1 calc R U . . .
C13 C 0.2990(3) 1.0413(2) 0.78606(17) 0.0239(5) Uani 1 1 d . . . . .
C14 C 0.1858(3) 1.1041(2) 0.80226(19) 0.0281(5) Uani 1 1 d . . . . .
H14 H 0.190410 1.159508 0.863027 0.034 Uiso 1 1 calc R U . . .
C15 C 0.0653(3) 1.0819(3) 0.7252(2) 0.0312(6) Uani 1 1 d . . . . .
H15 H -0.013919 1.123620 0.733721 0.037 Uiso 1 1 calc R U . . .
C16 C 0.0572(3) 1.0012(3) 0.63668(19) 0.0308(5) Uani 1 1 d . . . . .
H16 H -0.027020 0.987164 0.585353 0.037 Uiso 1 1 calc R U . . .
C17 C 0.1739(3) 0.9402(2) 0.62324(17) 0.0266(5) Uani 1 1 d . . . . .
C18 C 0.2967(3) 0.9599(2) 0.69735(17) 0.0241(5) Uani 1 1 d . . . . .
C19 C 0.4435(3) 0.9148(2) 0.70499(18) 0.0269(5) Uani 1 1 d . . . . .
C20 C 0.5178(3) 0.9744(3) 0.81079(19) 0.0306(5) Uani 1 1 d . . . . .
C21 C 0.4627(4) 1.1170(3) 0.95210(19) 0.0369(6) Uani 1 1 d . . . . .
H21A H 0.461863 1.204754 0.965120 0.055 Uiso 1 1 calc R U . . .
H21B H 0.575554 1.125652 0.982182 0.055 Uiso 1 1 calc R U . . .
H21C H 0.371170 1.065772 0.976466 0.055 Uiso 1 1 calc R U . . .
C22 C 0.5875(4) 0.9776(3) 0.6585(2) 0.0372(6) Uani 1 1 d . . . . .
H22A H 0.541568 0.946741 0.591343 0.056 Uiso 1 1 calc R U . . .
H22B H 0.684507 0.952283 0.669458 0.056 Uiso 1 1 calc R U . . .
H22C H 0.628075 1.073713 0.685267 0.056 Uiso 1 1 calc R U . . .
C23 C 0.3924(3) 0.7647(2) 0.66703(18) 0.0286(5) Uani 1 1 d . . . . .
H23A H 0.386826 0.735488 0.599114 0.034 Uiso 1 1 calc R U . . .
H23B H 0.485355 0.746158 0.696054 0.034 Uiso 1 1 calc R U . . .
C24 C 0.2220(3) 0.6832(2) 0.68334(18) 0.0287(5) Uani 1 1 d . . . . .
H24 H 0.128286 0.703290 0.655226 0.034 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
Br1 C5 1.902(3) . ?
C1 C2 1.383(3) . ?
C1 C6 1.397(3) . ?
C1 N1 1.402(3) . ?
O1 C8 1.220(3) . ?
N1 C8 1.361(3) . ?
N1 C9 1.447(3) . ?
Cl1 C12 1.794(3) . ?
Cl3 C24 1.782(3) . ?
C3 C4 1.383(4) . ?
C3 C2 1.393(4) . ?
Br2 C17 1.909(3) . ?
O2 C20 1.216(3) . ?
N2 C20 1.372(3) . ?
N2 C13 1.404(3) . ?
N2 C21 1.454(3) . ?
Cl2 C12 1.761(3) . ?
Cl4 C24 1.787(3) . ?
C4 C5 1.395(4) . ?
C6 C5 1.374(4) . ?
C6 C7 1.516(3) . ?
C8 C7 1.536(3) . ?
C7 C10 1.544(3) . ?
C7 C11 1.545(3) . ?
C11 C12 1.520(4) . ?
C13 C14 1.388(3) . ?
C13 C18 1.400(3) . ?
C14 C15 1.392(4) . ?
C15 C16 1.380(4) . ?
C16 C17 1.397(4) . ?
C17 C18 1.380(3) . ?
C18 C19 1.513(3) . ?
C19 C20 1.538(4) . ?
C19 C23 1.541(3) . ?
C19 C22 1.543(4) . ?
C23 C24 1.512(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
C2 C1 C6 123.1(2) . . ?
C2 C1 N1 127.1(2) . . ?
C6 C1 N1 109.9(2) . . ?
C8 N1 C1 111.2(2) . . ?
C8 N1 C9 123.9(2) . . ?
C1 N1 C9 124.9(2) . . ?
C4 C3 C2 121.6(2) . . ?
C1 C2 C3 117.0(2) . . ?
C20 N2 C13 110.9(2) . . ?
C20 N2 C21 124.0(2) . . ?
C13 N2 C21 124.7(2) . . ?
C3 C4 C5 119.5(2) . . ?
C5 C6 C1 118.1(2) . . ?
C5 C6 C7 133.4(2) . . ?
C1 C6 C7 108.4(2) . . ?
C6 C5 C4 120.7(2) . . ?
C6 C5 Br1 121.18(19) . . ?
C4 C5 Br1 118.08(19) . . ?
O1 C8 N1 125.5(2) . . ?
O1 C8 C7 125.8(2) . . ?
N1 C8 C7 108.7(2) . . ?
C6 C7 C8 101.81(19) . . ?
C6 C7 C10 112.2(2) . . ?
C8 C7 C10 107.9(2) . . ?
C6 C7 C11 117.5(2) . . ?
C8 C7 C11 108.3(2) . . ?
C10 C7 C11 108.6(2) . . ?
C12 C11 C7 115.7(2) . . ?
C11 C12 Cl2 113.7(2) . . ?
C11 C12 Cl1 109.19(19) . . ?
Cl2 C12 Cl1 108.28(15) . . ?
C14 C13 C18 123.1(2) . . ?
C14 C13 N2 127.1(2) . . ?
C18 C13 N2 109.8(2) . . ?
C13 C14 C15 116.8(2) . . ?
C16 C15 C14 122.0(2) . . ?
C15 C16 C17 119.5(2) . . ?
C18 C17 C16 120.7(2) . . ?
C18 C17 Br2 120.77(19) . . ?
C16 C17 Br2 118.52(19) . . ?
C17 C18 C13 117.9(2) . . ?
C17 C18 C19 133.3(2) . . ?
C13 C18 C19 108.7(2) . . ?
C18 C19 C20 101.8(2) . . ?
C18 C19 C23 116.1(2) . . ?
C20 C19 C23 111.1(2) . . ?
C18 C19 C22 111.8(2) . . ?
C20 C19 C22 107.4(2) . . ?
C23 C19 C22 108.2(2) . . ?
O2 C20 N2 125.3(3) . . ?
O2 C20 C19 126.1(2) . . ?
N2 C20 C19 108.6(2) . . ?
C24 C23 C19 115.5(2) . . ?
C23 C24 Cl3 109.51(17) . . ?
C23 C24 Cl4 112.00(18) . . ?
Cl3 C24 Cl4 109.79(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 N1 C8 177.9(2) . . . . ?
C6 C1 N1 C8 -1.7(3) . . . . ?
C2 C1 N1 C9 -2.1(4) . . . . ?
C6 C1 N1 C9 178.3(2) . . . . ?
C6 C1 C2 C3 -1.5(4) . . . . ?
N1 C1 C2 C3 178.9(2) . . . . ?
C4 C3 C2 C1 0.9(4) . . . . ?
C2 C3 C4 C5 0.6(4) . . . . ?
C2 C1 C6 C5 0.6(4) . . . . ?
N1 C1 C6 C5 -179.8(2) . . . . ?
C2 C1 C6 C7 -177.5(2) . . . . ?
N1 C1 C6 C7 2.1(3) . . . . ?
C1 C6 C5 C4 1.0(4) . . . . ?
C7 C6 C5 C4 178.5(2) . . . . ?
C1 C6 C5 Br1 -179.53(17) . . . . ?
C7 C6 C5 Br1 -2.1(4) . . . . ?
C3 C4 C5 C6 -1.6(4) . . . . ?
C3 C4 C5 Br1 178.94(19) . . . . ?
C1 N1 C8 O1 -179.4(2) . . . . ?
C9 N1 C8 O1 0.6(4) . . . . ?
C1 N1 C8 C7 0.5(3) . . . . ?
C9 N1 C8 C7 -179.4(2) . . . . ?
C5 C6 C7 C8 -179.4(3) . . . . ?
C1 C6 C7 C8 -1.7(2) . . . . ?
C5 C6 C7 C10 -64.2(3) . . . . ?
C1 C6 C7 C10 113.4(2) . . . . ?
C5 C6 C7 C11 62.6(4) . . . . ?
C1 C6 C7 C11 -119.8(2) . . . . ?
O1 C8 C7 C6 -179.4(2) . . . . ?
N1 C8 C7 C6 0.7(2) . . . . ?
O1 C8 C7 C10 62.4(3) . . . . ?
N1 C8 C7 C10 -117.5(2) . . . . ?
O1 C8 C7 C11 -54.9(3) . . . . ?
N1 C8 C7 C11 125.1(2) . . . . ?
C6 C7 C11 C12 58.1(3) . . . . ?
C8 C7 C11 C12 -56.4(3) . . . . ?
C10 C7 C11 C12 -173.3(2) . . . . ?
C7 C11 C12 Cl2 -74.5(3) . . . . ?
C7 C11 C12 Cl1 164.47(18) . . . . ?
C20 N2 C13 C14 179.9(2) . . . . ?
C21 N2 C13 C14 7.1(4) . . . . ?
C20 N2 C13 C18 -1.5(3) . . . . ?
C21 N2 C13 C18 -174.3(2) . . . . ?
C18 C13 C14 C15 0.5(4) . . . . ?
N2 C13 C14 C15 178.9(2) . . . . ?
C13 C14 C15 C16 0.2(4) . . . . ?
C14 C15 C16 C17 -0.5(4) . . . . ?
C15 C16 C17 C18 0.0(4) . . . . ?
C15 C16 C17 Br2 -179.42(19) . . . . ?
C16 C17 C18 C13 0.7(4) . . . . ?
Br2 C17 C18 C13 -179.87(17) . . . . ?
C16 C17 C18 C19 -176.5(2) . . . . ?
Br2 C17 C18 C19 3.0(4) . . . . ?
C14 C13 C18 C17 -1.0(4) . . . . ?
N2 C13 C18 C17 -179.6(2) . . . . ?
C14 C13 C18 C19 176.8(2) . . . . ?
N2 C13 C18 C19 -1.8(3) . . . . ?
C17 C18 C19 C20 -178.7(3) . . . . ?
C13 C18 C19 C20 3.9(3) . . . . ?
C17 C18 C19 C23 -57.9(4) . . . . ?
C13 C18 C19 C23 124.8(2) . . . . ?
C17 C18 C19 C22 66.9(4) . . . . ?
C13 C18 C19 C22 -110.4(2) . . . . ?
C13 N2 C20 O2 -178.1(3) . . . . ?
C21 N2 C20 O2 -5.2(4) . . . . ?
C13 N2 C20 C19 4.1(3) . . . . ?
C21 N2 C20 C19 177.0(2) . . . . ?
C18 C19 C20 O2 177.4(3) . . . . ?
C23 C19 C20 O2 53.1(4) . . . . ?
C22 C19 C20 O2 -65.1(3) . . . . ?
C18 C19 C20 N2 -4.8(3) . . . . ?
C23 C19 C20 N2 -129.1(2) . . . . ?
C22 C19 C20 N2 112.7(2) . . . . ?
C18 C19 C23 C24 -37.1(3) . . . . ?
C20 C19 C23 C24 78.6(3) . . . . ?
C22 C19 C23 C24 -163.7(2) . . . . ?
C19 C23 C24 Cl3 175.23(18) . . . . ?
C19 C23 C24 Cl4 -62.7(3) . . . . ?

_refine_diff_density_max         0.675
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.070



####################################################################### 
# 
# 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_t_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2128343'
loop_
_audit_author_name
_audit_author_address
'Chao Chen'
;Shanghai Jiao Tong University
China
;
_audit_update_record             
;
2021-12-14 deposited with the CCDC.	2022-07-18 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         'C31 H36 N4 O2'
_chemical_formula_sum            'C31 H36 N4 O2'
_chemical_formula_weight         496.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   30.3413(16)
_cell_length_b                   5.7873(3)
_cell_length_c                   15.6520(8)
_cell_angle_alpha                90
_cell_angle_beta                 97.591(3)
_cell_angle_gamma                90
_cell_volume                     2724.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7165
_cell_measurement_theta_min      2.94
_cell_measurement_theta_max      63.57

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   0.5144
_exptl_transmission_factor_max   0.7524
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.604
_shelx_estimated_absorpt_T_min   0.899
_shelx_estimated_absorpt_T_max   0.915
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25412
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_av_R_equivalents  0.0823
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.938
_diffrn_reflns_theta_max         63.773
_diffrn_reflns_theta_full        63.773
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4464
_reflns_number_gt                3137
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.1214P)²+3.8751P] 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         4464
_refine_ls_number_parameters     340
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1106
_refine_ls_R_factor_gt           0.0829
_refine_ls_wR_factor_ref         0.2543
_refine_ls_wR_factor_gt          0.2286
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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 0.64264(11) 0.3222(5) 0.3637(2) 0.0462(8) Uani 1 1 d . . . . .
C1 C 0.60322(12) 0.4399(6) 0.3380(2) 0.0439(9) Uani 1 1 d . . . . .
O2 O 0.72924(9) 0.0673(4) 0.51607(18) 0.0491(7) Uani 1 1 d . . . . .
N2 N 0.67758(10) 0.3523(5) 0.51149(19) 0.0419(7) Uani 1 1 d . . . . .
C2 C 0.59045(14) 0.5508(7) 0.2598(3) 0.0513(10) Uani 1 1 d . . . . .
H2 H 0.608789 0.546482 0.215069 0.062 Uiso 1 1 calc R U . . .
N3 N 0.72593(10) 0.5892(5) 0.64558(19) 0.0419(7) Uani 1 1 d . . . . .
C3 C 0.55007(15) 0.6682(7) 0.2489(3) 0.0577(11) Uani 1 1 d . . . . .
H3 H 0.540636 0.744072 0.195777 0.069 Uiso 1 1 calc R U . . .
N4 N 0.76085(11) 0.6604(5) 0.7923(2) 0.0466(8) Uani 1 1 d . . . . .
C4 C 0.52322(15) 0.6762(7) 0.3145(3) 0.0585(11) Uani 1 1 d . . . . .
H4 H 0.495823 0.757808 0.306206 0.070 Uiso 1 1 calc R U . . .
C5 C 0.53663(13) 0.5646(6) 0.3920(3) 0.0515(10) Uani 1 1 d . . . . .
H5 H 0.518208 0.568058 0.436561 0.062 Uiso 1 1 calc R U . . .
C6 C 0.57677(12) 0.4485(6) 0.4045(2) 0.0428(9) Uani 1 1 d . . . . .
C7 C 0.59828(12) 0.3170(6) 0.4821(2) 0.0436(9) Uani 1 1 d . . . . .
C8 C 0.64316(12) 0.2380(6) 0.4511(2) 0.0434(9) Uani 1 1 d . . . . .
H8 H 0.646452 0.066114 0.453767 0.052 Uiso 1 1 calc R U . . .
C9 C 0.61275(13) 0.4733(6) 0.5603(2) 0.0440(9) Uani 1 1 d . . . . .
H9A H 0.591613 0.602658 0.562870 0.053 Uiso 1 1 calc R U . . .
H9B H 0.614887 0.384569 0.614734 0.053 Uiso 1 1 calc R U . . .
C31 C 0.73960(15) 0.8181(7) 0.8457(3) 0.0587(11) Uani 1 1 d . . . . .
H00A H 0.736375 0.743347 0.900755 0.088 Uiso 1 1 calc R U . . .
H00B H 0.710184 0.860366 0.816273 0.088 Uiso 1 1 calc R U . . .
H00C H 0.757836 0.957493 0.856411 0.088 Uiso 1 1 calc R U . . .
C10 C 0.65822(12) 0.5616(5) 0.5441(2) 0.0407(8) Uani 1 1 d . . . . .
H10 H 0.653192 0.673326 0.495057 0.049 Uiso 1 1 calc R U . . .
C11 C 0.68624(12) 0.6831(6) 0.6172(2) 0.0410(8) Uani 1 1 d . . . . .
C12 C 0.71621(12) 0.2514(6) 0.5431(2) 0.0415(8) Uani 1 1 d . . . . .
C13 C 0.74347(12) 0.3698(6) 0.6176(2) 0.0420(8) Uani 1 1 d . . . . .
H13 H 0.746228 0.261471 0.667817 0.050 Uiso 1 1 calc R U . . .
C14 C 0.79040(13) 0.4390(7) 0.6023(3) 0.0497(9) Uani 1 1 d . . . . .
H14A H 0.790106 0.512666 0.545169 0.060 Uiso 1 1 calc R U . . .
H14B H 0.810301 0.302819 0.605772 0.060 Uiso 1 1 calc R U . . .
C15 C 0.80542(13) 0.6114(6) 0.6752(3) 0.0466(9) Uani 1 1 d . . . . .
C16 C 0.76097(13) 0.7121(6) 0.7018(2) 0.0452(9) Uani 1 1 d . . . . .
H16 H 0.759007 0.882489 0.691288 0.054 Uiso 1 1 calc R U . . .
C17 C 0.79986(13) 0.5420(6) 0.8232(2) 0.0453(9) Uani 1 1 d . . . . .
C18 C 0.82575(13) 0.4983(6) 0.7579(3) 0.0454(9) Uani 1 1 d . . . . .
C19 C 0.86507(14) 0.3755(7) 0.7761(3) 0.0531(10) Uani 1 1 d . . . . .
H19 H 0.882597 0.345901 0.731256 0.064 Uiso 1 1 calc R U . . .
C20 C 0.87930(14) 0.2948(7) 0.8589(3) 0.0556(10) Uani 1 1 d . . . . .
C21 C 0.85233(15) 0.3432(8) 0.9227(3) 0.0609(11) Uani 1 1 d . . . . .
H21 H 0.861437 0.289661 0.979681 0.073 Uiso 1 1 calc R U . . .
C22 C 0.81300(14) 0.4655(8) 0.9062(3) 0.0559(10) Uani 1 1 d . . . . .
H22 H 0.795449 0.496121 0.950860 0.067 Uiso 1 1 calc R U . . .
C23 C 0.83517(15) 0.8014(8) 0.6465(3) 0.0619(11) Uani 1 1 d . . . . .
H23A H 0.842570 0.911798 0.693694 0.093 Uiso 1 1 calc R U . . .
H23B H 0.819477 0.881610 0.596345 0.093 Uiso 1 1 calc R U . . .
H23C H 0.862560 0.732534 0.631098 0.093 Uiso 1 1 calc R U . . .
C24 C 0.57001(15) 0.1115(6) 0.5048(3) 0.0552(10) Uani 1 1 d . . . . .
H24A H 0.587203 0.017728 0.549506 0.083 Uiso 1 1 calc R U . . .
H24B H 0.561689 0.016946 0.453248 0.083 Uiso 1 1 calc R U . . .
H24C H 0.543084 0.168809 0.526092 0.083 Uiso 1 1 calc R U . . .
C25 C 0.66500(15) 0.1900(7) 0.3035(3) 0.0544(10) Uani 1 1 d . . . . .
H25A H 0.694705 0.146009 0.331078 0.082 Uiso 1 1 calc R U . . .
H25B H 0.667656 0.284108 0.252420 0.082 Uiso 1 1 calc R U . . .
H25C H 0.647743 0.050506 0.286429 0.082 Uiso 1 1 calc R U . . .
C26 C 0.92343(16) 0.1640(8) 0.8821(4) 0.0744(13) Uani 1 1 d . U . . .
C27 C 0.9150(4) -0.039(2) 0.9341(11) 0.208(7) Uani 1 1 d . . . . .
H27 H 0.898297 -0.170436 0.912299 0.249 Uiso 1 1 calc R U . . .
C28 C 0.9583(3) 0.3297(15) 0.9093(13) 0.281(11) Uani 1 1 d . . . . .
H28A H 0.984716 0.248027 0.936895 0.421 Uiso 1 1 calc R U . . .
H28B H 0.947998 0.438292 0.950453 0.421 Uiso 1 1 calc R U . . .
H28C H 0.965771 0.414687 0.859027 0.421 Uiso 1 1 calc R U . . .
C29 C 0.9328(6) -0.018(8) 1.0118(16) 0.48(3) Uani 1 1 d . . . . .
H29A H 0.949050 0.118069 1.029555 0.577 Uiso 1 1 calc R U . . .
H29B H 0.929791 -0.137346 1.052256 0.577 Uiso 1 1 calc R U . . .
C30 C 0.9389(4) 0.045(3) 0.8039(6) 0.224(7) Uani 1 1 d . U . . .
H30A H 0.969629 -0.009064 0.818898 0.336 Uiso 1 1 calc R U . . .
H30B H 0.937511 0.154126 0.755860 0.336 Uiso 1 1 calc R U . . .
H30C H 0.919611 -0.087824 0.786881 0.336 Uiso 1 1 calc R U . . .
O1 O 0.67284(9) 0.8650(4) 0.64518(17) 0.0492(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.389(5) . ?
N1 C25 1.450(5) . ?
N1 C8 1.450(5) . ?
C1 C2 1.392(6) . ?
C1 C6 1.396(5) . ?
O2 C12 1.231(4) . ?
N2 C12 1.344(5) . ?
N2 C10 1.467(4) . ?
N2 C8 1.470(5) . ?
C2 C3 1.392(6) . ?
N3 C11 1.342(5) . ?
N3 C13 1.466(4) . ?
N3 C16 1.470(5) . ?
C3 C4 1.394(7) . ?
N4 C17 1.397(5) . ?
N4 C31 1.446(5) . ?
N4 C16 1.449(5) . ?
C4 C5 1.387(6) . ?
C5 C6 1.382(5) . ?
C6 C7 1.507(5) . ?
C7 C24 1.535(5) . ?
C7 C9 1.538(5) . ?
C7 C8 1.572(5) . ?
C9 C10 1.523(5) . ?
C10 C11 1.507(5) . ?
C11 O1 1.230(4) . ?
C12 C13 1.502(5) . ?
C13 C14 1.528(5) . ?
C14 C15 1.539(5) . ?
C15 C18 1.508(5) . ?
C15 C23 1.527(5) . ?
C15 C16 1.575(5) . ?
C17 C22 1.381(6) . ?
C17 C18 1.391(5) . ?
C18 C19 1.385(6) . ?
C19 C20 1.392(6) . ?
C20 C21 1.400(6) . ?
C20 C26 1.539(6) . ?
C21 C22 1.382(6) . ?
C26 C28 1.449(9) . ?
C26 C27 1.473(12) . ?
C26 C30 1.534(10) . ?
C27 C29 1.27(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
C1 N1 C25 122.0(3) . . ?
C1 N1 C8 109.9(3) . . ?
C25 N1 C8 119.2(3) . . ?
N1 C1 C2 127.6(4) . . ?
N1 C1 C6 111.1(3) . . ?
C2 C1 C6 121.2(4) . . ?
C12 N2 C10 126.9(3) . . ?
C12 N2 C8 123.5(3) . . ?
C10 N2 C8 108.2(3) . . ?
C1 C2 C3 118.1(4) . . ?
C11 N3 C13 126.7(3) . . ?
C11 N3 C16 123.2(3) . . ?
C13 N3 C16 109.6(3) . . ?
C2 C3 C4 121.1(4) . . ?
C17 N4 C31 122.1(3) . . ?
C17 N4 C16 109.2(3) . . ?
C31 N4 C16 119.6(3) . . ?
C5 C4 C3 119.8(4) . . ?
C6 C5 C4 120.1(4) . . ?
C5 C6 C1 119.7(4) . . ?
C5 C6 C7 129.7(4) . . ?
C1 C6 C7 110.6(3) . . ?
C6 C7 C24 112.4(3) . . ?
C6 C7 C9 113.1(3) . . ?
C24 C7 C9 112.4(3) . . ?
C6 C7 C8 101.5(3) . . ?
C24 C7 C8 112.3(3) . . ?
C9 C7 C8 104.4(3) . . ?
N1 C8 N2 111.9(3) . . ?
N1 C8 C7 106.9(3) . . ?
N2 C8 C7 104.0(3) . . ?
C10 C9 C7 103.6(3) . . ?
N2 C10 C11 116.0(3) . . ?
N2 C10 C9 101.2(3) . . ?
C11 C10 C9 117.6(3) . . ?
O1 C11 N3 123.6(3) . . ?
O1 C11 C10 119.4(3) . . ?
N3 C11 C10 117.0(3) . . ?
O2 C12 N2 123.6(3) . . ?
O2 C12 C13 119.5(3) . . ?
N2 C12 C13 116.9(3) . . ?
N3 C13 C12 116.3(3) . . ?
N3 C13 C14 101.7(3) . . ?
C12 C13 C14 115.3(3) . . ?
C13 C14 C15 104.2(3) . . ?
C18 C15 C23 112.0(3) . . ?
C18 C15 C14 113.7(3) . . ?
C23 C15 C14 112.2(3) . . ?
C18 C15 C16 101.6(3) . . ?
C23 C15 C16 111.8(3) . . ?
C14 C15 C16 104.8(3) . . ?
N4 C16 N3 112.9(3) . . ?
N4 C16 C15 107.1(3) . . ?
N3 C16 C15 103.9(3) . . ?
C22 C17 C18 120.8(4) . . ?
C22 C17 N4 127.5(4) . . ?
C18 C17 N4 111.7(3) . . ?
C19 C18 C17 119.8(4) . . ?
C19 C18 C15 129.9(4) . . ?
C17 C18 C15 110.2(3) . . ?
C18 C19 C20 121.0(4) . . ?
C19 C20 C21 117.3(4) . . ?
C19 C20 C26 122.5(4) . . ?
C21 C20 C26 120.1(4) . . ?
C22 C21 C20 122.7(4) . . ?
C17 C22 C21 118.4(4) . . ?
C28 C26 C27 122.7(10) . . ?
C28 C26 C30 104.1(10) . . ?
C27 C26 C30 100.1(10) . . ?
C28 C26 C20 108.8(5) . . ?
C27 C26 C20 108.3(6) . . ?
C30 C26 C20 112.5(5) . . ?
C29 C27 C26 112(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C25 N1 C1 C2 -34.8(6) . . . . ?
C8 N1 C1 C2 178.4(4) . . . . ?
C25 N1 C1 C6 148.8(3) . . . . ?
C8 N1 C1 C6 2.0(4) . . . . ?
N1 C1 C2 C3 -177.1(4) . . . . ?
C6 C1 C2 C3 -1.0(6) . . . . ?
C1 C2 C3 C4 0.4(6) . . . . ?
C2 C3 C4 C5 -0.4(6) . . . . ?
C3 C4 C5 C6 0.9(6) . . . . ?
C4 C5 C6 C1 -1.4(5) . . . . ?
C4 C5 C6 C7 179.7(4) . . . . ?
N1 C1 C6 C5 178.2(3) . . . . ?
C2 C1 C6 C5 1.5(5) . . . . ?
N1 C1 C6 C7 -2.8(4) . . . . ?
C2 C1 C6 C7 -179.5(3) . . . . ?
C5 C6 C7 C24 61.1(5) . . . . ?
C1 C6 C7 C24 -117.9(3) . . . . ?
C5 C6 C7 C9 -67.5(5) . . . . ?
C1 C6 C7 C9 113.5(3) . . . . ?
C5 C6 C7 C8 -178.7(4) . . . . ?
C1 C6 C7 C8 2.3(4) . . . . ?
C1 N1 C8 N2 -113.7(3) . . . . ?
C25 N1 C8 N2 98.5(4) . . . . ?
C1 N1 C8 C7 -0.4(4) . . . . ?
C25 N1 C8 C7 -148.3(3) . . . . ?
C12 N2 C8 N1 -104.0(4) . . . . ?
C10 N2 C8 N1 88.6(3) . . . . ?
C12 N2 C8 C7 140.9(3) . . . . ?
C10 N2 C8 C7 -26.4(3) . . . . ?
C6 C7 C8 N1 -1.1(3) . . . . ?
C24 C7 C8 N1 119.2(3) . . . . ?
C9 C7 C8 N1 -118.8(3) . . . . ?
C6 C7 C8 N2 117.5(3) . . . . ?
C24 C7 C8 N2 -122.3(3) . . . . ?
C9 C7 C8 N2 -0.2(3) . . . . ?
C6 C7 C9 C10 -84.2(4) . . . . ?
C24 C7 C9 C10 147.1(3) . . . . ?
C8 C7 C9 C10 25.2(3) . . . . ?
C12 N2 C10 C11 4.1(5) . . . . ?
C8 N2 C10 C11 170.9(3) . . . . ?
C12 N2 C10 C9 -124.3(4) . . . . ?
C8 N2 C10 C9 42.5(3) . . . . ?
C7 C9 C10 N2 -40.7(3) . . . . ?
C7 C9 C10 C11 -168.1(3) . . . . ?
C13 N3 C11 O1 177.7(3) . . . . ?
C16 N3 C11 O1 -11.2(6) . . . . ?
C13 N3 C11 C10 -5.4(5) . . . . ?
C16 N3 C11 C10 165.7(3) . . . . ?
N2 C10 C11 O1 176.9(3) . . . . ?
C9 C10 C11 O1 -63.2(4) . . . . ?
N2 C10 C11 N3 -0.1(5) . . . . ?
C9 C10 C11 N3 119.8(4) . . . . ?
C10 N2 C12 O2 175.2(3) . . . . ?
C8 N2 C12 O2 10.3(6) . . . . ?
C10 N2 C12 C13 -2.6(5) . . . . ?
C8 N2 C12 C13 -167.5(3) . . . . ?
C11 N3 C13 C12 7.0(5) . . . . ?
C16 N3 C13 C12 -165.1(3) . . . . ?
C11 N3 C13 C14 133.0(4) . . . . ?
C16 N3 C13 C14 -39.1(4) . . . . ?
O2 C12 C13 N3 179.5(3) . . . . ?
N2 C12 C13 N3 -2.6(5) . . . . ?
O2 C12 C13 C14 60.7(4) . . . . ?
N2 C12 C13 C14 -121.5(4) . . . . ?
N3 C13 C14 C15 37.9(4) . . . . ?
C12 C13 C14 C15 164.6(3) . . . . ?
C13 C14 C15 C18 85.9(4) . . . . ?
C13 C14 C15 C23 -145.7(3) . . . . ?
C13 C14 C15 C16 -24.2(4) . . . . ?
C17 N4 C16 N3 114.0(3) . . . . ?
C31 N4 C16 N3 -98.3(4) . . . . ?
C17 N4 C16 C15 0.2(4) . . . . ?
C31 N4 C16 C15 147.9(3) . . . . ?
C11 N3 C16 N4 95.6(4) . . . . ?
C13 N3 C16 N4 -92.0(3) . . . . ?
C11 N3 C16 C15 -148.7(3) . . . . ?
C13 N3 C16 C15 23.7(4) . . . . ?
C18 C15 C16 N4 2.5(3) . . . . ?
C23 C15 C16 N4 -117.2(4) . . . . ?
C14 C15 C16 N4 121.1(3) . . . . ?
C18 C15 C16 N3 -117.3(3) . . . . ?
C23 C15 C16 N3 123.1(3) . . . . ?
C14 C15 C16 N3 1.3(4) . . . . ?
C31 N4 C17 C22 32.0(6) . . . . ?
C16 N4 C17 C22 178.7(4) . . . . ?
C31 N4 C17 C18 -149.9(4) . . . . ?
C16 N4 C17 C18 -3.2(4) . . . . ?
C22 C17 C18 C19 0.4(6) . . . . ?
N4 C17 C18 C19 -177.9(3) . . . . ?
C22 C17 C18 C15 -176.8(3) . . . . ?
N4 C17 C18 C15 5.0(4) . . . . ?
C23 C15 C18 C19 -61.7(5) . . . . ?
C14 C15 C18 C19 66.8(5) . . . . ?
C16 C15 C18 C19 178.9(4) . . . . ?
C23 C15 C18 C17 115.1(4) . . . . ?
C14 C15 C18 C17 -116.4(4) . . . . ?
C16 C15 C18 C17 -4.4(4) . . . . ?
C17 C18 C19 C20 -0.1(6) . . . . ?
C15 C18 C19 C20 176.4(4) . . . . ?
C18 C19 C20 C21 -0.1(6) . . . . ?
C18 C19 C20 C26 -178.2(4) . . . . ?
C19 C20 C21 C22 0.0(7) . . . . ?
C26 C20 C21 C22 178.2(4) . . . . ?
C18 C17 C22 C21 -0.4(6) . . . . ?
N4 C17 C22 C21 177.5(4) . . . . ?
C20 C21 C22 C17 0.2(7) . . . . ?
C19 C20 C26 C28 90.2(10) . . . . ?
C21 C20 C26 C28 -87.8(10) . . . . ?
C19 C20 C26 C27 -134.3(9) . . . . ?
C21 C20 C26 C27 47.7(10) . . . . ?
C19 C20 C26 C30 -24.6(9) . . . . ?
C21 C20 C26 C30 157.3(8) . . . . ?
C28 C26 C27 C29 17.6(17) . . . . ?
C30 C26 C27 C29 131.6(14) . . . . ?
C20 C26 C27 C29 -110.4(13) . . . . ?

_refine_diff_density_max         1.053
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.061



