#------------------------------------------------------------------------------
#$Date: 2020-10-06 13:38:14 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257885 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/98/7059837.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7059837
loop_
_publ_author_name
'Madni, Murtaza'
'Ahmed, Muhammad Naeem'
'Hafeez, Muhammad'
'Ashfaq, Muhammad'
'Tahir, Muhammad Nawaz'
'Gil, Diego M.'
'Galmés, Bartomeu'
'Hameed, Shahid'
'Frontera, Antonio'
_publ_section_title
;
 Recurrent π--π stacking motifs in three new
 4,5-dihydropyrazolyl--thiazole--coumarin hybrids: X-ray characterization,
 Hirshfeld surface analysis and DFT calculations
;
_journal_issue                   34
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              14592
_journal_page_last               14603
_journal_paper_doi               10.1039/D0NJ02931A
_journal_volume                  44
_journal_year                    2020
_chemical_formula_iupac          'C28 H20 Cl N3 O2 S'
_chemical_formula_moiety         'C28 H20 Cl N3 O2 S'
_chemical_formula_sum            'C28 H20 Cl N3 O2 S'
_chemical_formula_weight         497.98
_chemical_name_systematic
;
3-[2-(3-(4-Chlorophenyl)-5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-1-yl)-1,3
-thiazol-4-yl]-2H-1-benzopyran-2-one
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-05-19 deposited with the CCDC.	2020-07-29 downloaded from the CCDC.
;
_cell_angle_alpha                97.749(5)
_cell_angle_beta                 100.075(4)
_cell_angle_gamma                101.222(5)
_cell_formula_units_Z            2
_cell_length_a                   10.2870(10)
_cell_length_b                   10.938(2)
_cell_length_c                   11.3049(10)
_cell_measurement_reflns_used    2614
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.000
_cell_measurement_theta_min      1.858
_cell_volume                     1209.5(3)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2009)'
_computing_publication_material
;
WinGX (Farrugia, 1999) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXL-2018/3  (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 7.83
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0618
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            19681
_diffrn_reflns_theta_full        27.000
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_min         1.858
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.276
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         5203
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.1275
_refine_ls_R_factor_gt           0.0527
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0596P)²+0.0729P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1156
_refine_ls_wR_factor_ref         0.1447
_reflns_number_gt                2614
_reflns_number_total             5203
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            d0nj02931a2.cif
_cod_data_source_block           A27_0m
_cod_depositor_comments
;Adding full bibliography for 7059836--7059838.cif.

 Adding full bibliography for 7059836--7059838.cif.
;
_cod_original_cell_volume        1209.6(3)
_cod_database_code               7059837
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.905
_shelx_estimated_absorpt_t_max   0.944
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 1.00802(9) -0.44785(10) -0.21777(8) 0.1157(4) Uani 1 1 d . . . . .
S1 S 0.65898(8) 0.21458(7) 0.02936(6) 0.0678(3) Uani 1 1 d . . . . .
O1 O 0.4945(2) 0.55011(17) 0.15580(17) 0.0807(6) Uani 1 1 d . . . . .
O2 O 0.39057(19) 0.56948(16) 0.30709(16) 0.0673(5) Uani 1 1 d . . . . .
N1 N 0.5572(2) 0.18809(19) 0.22014(17) 0.0553(6) Uani 1 1 d . . . . .
N2 N 0.6672(3) 0.0292(2) 0.15966(19) 0.0756(7) Uani 1 1 d . . . . .
N3 N 0.7257(2) -0.0226(2) 0.06985(18) 0.0644(6) Uani 1 1 d . . . . .
C1 C 0.3325(3) 0.5241(3) 0.3974(2) 0.0582(7) Uani 1 1 d . . . . .
C2 C 0.2735(3) 0.6033(3) 0.4646(3) 0.0735(8) Uani 1 1 d . . . . .
H2 H 0.273850 0.684652 0.448841 0.088 Uiso 1 1 calc R U . . .
C3 C 0.2145(3) 0.5610(3) 0.5548(3) 0.0812(9) Uani 1 1 d . . . . .
H3 H 0.174038 0.613854 0.600709 0.097 Uiso 1 1 calc R U . . .
C4 C 0.2141(3) 0.4406(3) 0.5785(3) 0.0836(9) Uani 1 1 d . . . . .
H4 H 0.172834 0.412096 0.639628 0.100 Uiso 1 1 calc R U . . .
C5 C 0.2748(3) 0.3630(3) 0.5118(3) 0.0742(8) Uani 1 1 d . . . . .
H5 H 0.275237 0.282284 0.528990 0.089 Uiso 1 1 calc R U . . .
C6 C 0.3358(3) 0.4029(2) 0.4187(2) 0.0544(7) Uani 1 1 d . . . . .
C7 C 0.4041(3) 0.3309(2) 0.3464(2) 0.0568(7) Uani 1 1 d . . . . .
H7 H 0.409541 0.250319 0.361450 0.068 Uiso 1 1 calc R U . . .
C8 C 0.4610(2) 0.3740(2) 0.2573(2) 0.0492(6) Uani 1 1 d . . . . .
C9 C 0.4523(3) 0.5001(2) 0.2334(2) 0.0577(7) Uani 1 1 d . . . . .
C10 C 0.5335(2) 0.3001(2) 0.1851(2) 0.0503(6) Uani 1 1 d . . . . .
C11 C 0.5813(3) 0.3270(2) 0.0858(2) 0.0619(7) Uani 1 1 d . . . . .
H11 H 0.572951 0.398716 0.051985 0.074 Uiso 1 1 calc R U . . .
C12 C 0.6226(3) 0.1362(2) 0.1467(2) 0.0569(7) Uani 1 1 d . . . . .
C13 C 0.6341(3) -0.0542(2) 0.2462(2) 0.0617(7) Uani 1 1 d . . . . .
H13 H 0.535908 -0.075210 0.240318 0.074 Uiso 1 1 calc R U . . .
C14 C 0.7049(3) 0.0021(2) 0.3762(2) 0.0516(6) Uani 1 1 d . . . . .
C15 C 0.6476(3) -0.0334(2) 0.4698(2) 0.0646(7) Uani 1 1 d . . . . .
H15 H 0.563675 -0.089811 0.452379 0.078 Uiso 1 1 calc R U . . .
C16 C 0.7123(4) 0.0133(3) 0.5910(3) 0.0785(9) Uani 1 1 d . . . . .
H16 H 0.670587 -0.012304 0.653016 0.094 Uiso 1 1 calc R U . . .
C17 C 0.8348(4) 0.0953(3) 0.6203(3) 0.0814(9) Uani 1 1 d . . . . .
C18 C 0.8927(3) 0.1289(3) 0.5262(4) 0.0940(10) Uani 1 1 d . . . . .
H18 H 0.977511 0.183814 0.543908 0.113 Uiso 1 1 calc R U . . .
C19 C 0.8292(3) 0.0839(3) 0.4052(3) 0.0798(9) Uani 1 1 d . . . . .
H19 H 0.871357 0.109496 0.343461 0.096 Uiso 1 1 calc R U . . .
C20 C 0.9034(5) 0.1481(4) 0.7526(3) 0.1445(17) Uani 1 1 d . . . . .
H20A H 0.836688 0.142154 0.802444 0.217 Uiso 1 1 calc R U . . .
H20B H 0.948313 0.235163 0.759782 0.217 Uiso 1 1 calc R U . . .
H20C H 0.968672 0.100324 0.779041 0.217 Uiso 1 1 calc R U . . .
C21 C 0.6810(3) -0.1720(2) 0.1946(2) 0.0717(8) Uani 1 1 d . . . . .
H21A H 0.750553 -0.191245 0.254325 0.086 Uiso 1 1 calc R U . . .
H21B H 0.605680 -0.245162 0.169309 0.086 Uiso 1 1 calc R U . . .
C22 C 0.7358(3) -0.1342(3) 0.0874(2) 0.0564(7) Uani 1 1 d . . . . .
C23 C 0.8008(3) -0.2114(3) 0.0106(2) 0.0566(7) Uani 1 1 d . . . . .
C24 C 0.7947(3) -0.3366(3) 0.0203(2) 0.0656(8) Uani 1 1 d . . . . .
H24 H 0.747989 -0.372163 0.075292 0.079 Uiso 1 1 calc R U . . .
C25 C 0.8576(3) -0.4102(3) -0.0510(3) 0.0733(8) Uani 1 1 d . . . . .
H25 H 0.852123 -0.494903 -0.044720 0.088 Uiso 1 1 calc R U . . .
C26 C 0.9270(3) -0.3578(3) -0.1296(3) 0.0748(9) Uani 1 1 d . . . . .
C27 C 0.9349(3) -0.2338(4) -0.1410(3) 0.0871(10) Uani 1 1 d . . . . .
H27 H 0.983026 -0.198687 -0.195292 0.105 Uiso 1 1 calc R U . . .
C28 C 0.8710(3) -0.1616(3) -0.0715(3) 0.0753(8) Uani 1 1 d . . . . .
H28 H 0.875195 -0.077661 -0.080070 0.090 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C11 S1 C12 87.49(13) . . ?
C9 O2 C1 123.3(2) . . ?
C12 N1 C10 109.4(2) . . ?
C12 N2 N3 118.6(2) . . ?
C12 N2 C13 125.9(2) . . ?
N3 N2 C13 114.1(2) . . ?
C22 N3 N2 108.1(2) . . ?
O2 C1 C2 117.5(3) . . ?
O2 C1 C6 120.0(2) . . ?
C2 C1 C6 122.5(3) . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.9(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 121.2(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C5 116.9(2) . . ?
C1 C6 C7 117.6(2) . . ?
C5 C6 C7 125.5(2) . . ?
C8 C7 C6 123.0(2) . . ?
C8 C7 H7 118.5 . . ?
C6 C7 H7 118.5 . . ?
C7 C8 C9 118.6(2) . . ?
C7 C8 C10 122.6(2) . . ?
C9 C8 C10 118.8(2) . . ?
O1 C9 O2 116.1(2) . . ?
O1 C9 C8 126.5(3) . . ?
O2 C9 C8 117.4(2) . . ?
C11 C10 N1 114.3(2) . . ?
C11 C10 C8 127.8(2) . . ?
N1 C10 C8 118.0(2) . . ?
C10 C11 S1 112.3(2) . . ?
C10 C11 H11 123.9 . . ?
S1 C11 H11 123.9 . . ?
N1 C12 N2 124.1(2) . . ?
N1 C12 S1 116.5(2) . . ?
N2 C12 S1 119.3(2) . . ?
N2 C13 C14 113.0(2) . . ?
N2 C13 C21 100.81(19) . . ?
C14 C13 C21 113.4(2) . . ?
N2 C13 H13 109.8 . . ?
C14 C13 H13 109.8 . . ?
C21 C13 H13 109.8 . . ?
C15 C14 C19 117.8(3) . . ?
C15 C14 C13 119.7(2) . . ?
C19 C14 C13 122.5(2) . . ?
C14 C15 C16 121.3(3) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C17 C16 C15 121.2(3) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C18 117.3(3) . . ?
C16 C17 C20 121.0(4) . . ?
C18 C17 C20 121.7(4) . . ?
C17 C18 C19 122.2(3) . . ?
C17 C18 H18 118.9 . . ?
C19 C18 H18 118.9 . . ?
C14 C19 C18 120.3(3) . . ?
C14 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C13 103.3(2) . . ?
C22 C21 H21A 111.1 . . ?
C13 C21 H21A 111.1 . . ?
C22 C21 H21B 111.1 . . ?
C13 C21 H21B 111.1 . . ?
H21A C21 H21B 109.1 . . ?
N3 C22 C23 121.3(2) . . ?
N3 C22 C21 113.6(2) . . ?
C23 C22 C21 125.0(2) . . ?
C28 C23 C24 118.2(2) . . ?
C28 C23 C22 121.5(3) . . ?
C24 C23 C22 120.3(3) . . ?
C23 C24 C25 120.7(3) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C26 C25 C24 119.5(3) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C25 C26 C27 121.1(3) . . ?
C25 C26 Cl1 120.0(3) . . ?
C27 C26 Cl1 118.9(3) . . ?
C26 C27 C28 119.3(3) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
C27 C28 C23 121.2(3) . . ?
C27 C28 H28 119.4 . . ?
C23 C28 H28 119.4 . . ?
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 C26 1.733(3) . ?
S1 C11 1.705(3) . ?
S1 C12 1.729(3) . ?
O1 C9 1.195(3) . ?
O2 C9 1.369(3) . ?
O2 C1 1.371(3) . ?
N1 C12 1.297(3) . ?
N1 C10 1.390(3) . ?
N2 C12 1.354(3) . ?
N2 N3 1.380(3) . ?
N2 C13 1.463(3) . ?
N3 C22 1.284(3) . ?
C1 C2 1.373(3) . ?
C1 C6 1.385(3) . ?
C2 C3 1.362(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.423(3) . ?
C7 C8 1.344(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.457(3) . ?
C8 C10 1.465(3) . ?
C10 C11 1.346(3) . ?
C11 H11 0.9300 . ?
C13 C14 1.509(3) . ?
C13 C21 1.540(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.362(3) . ?
C14 C19 1.369(4) . ?
C15 C16 1.394(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.355(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.365(4) . ?
C17 C20 1.519(4) . ?
C18 C19 1.385(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.497(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.463(3) . ?
C23 C28 1.377(4) . ?
C23 C24 1.379(4) . ?
C24 C25 1.388(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.352(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.368(4) . ?
C27 C28 1.374(4) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C11 H11 O1 0.93 2.26 2.820(3) 118.3 . yes
C11 H11 O1 0.93 2.50 3.245(3) 137.3 2_665 yes
C21 H21B O1 0.97 2.28 3.191(3) 156.3 1_545 yes
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
C12 N2 N3 C22 -167.5(2) . . . . ?
C13 N2 N3 C22 -0.1(3) . . . . ?
C9 O2 C1 C2 -179.8(2) . . . . ?
C9 O2 C1 C6 0.8(4) . . . . ?
O2 C1 C2 C3 179.8(2) . . . . ?
C6 C1 C2 C3 -0.8(4) . . . . ?
C1 C2 C3 C4 0.2(5) . . . . ?
C2 C3 C4 C5 0.7(5) . . . . ?
C3 C4 C5 C6 -0.8(5) . . . . ?
O2 C1 C6 C5 180.0(2) . . . . ?
C2 C1 C6 C5 0.6(4) . . . . ?
O2 C1 C6 C7 1.7(4) . . . . ?
C2 C1 C6 C7 -177.7(2) . . . . ?
C4 C5 C6 C1 0.2(4) . . . . ?
C4 C5 C6 C7 178.4(3) . . . . ?
C1 C6 C7 C8 -2.0(4) . . . . ?
C5 C6 C7 C8 179.8(3) . . . . ?
C6 C7 C8 C9 -0.1(4) . . . . ?
C6 C7 C8 C10 178.7(2) . . . . ?
C1 O2 C9 O1 177.5(2) . . . . ?
C1 O2 C9 C8 -2.9(3) . . . . ?
C7 C8 C9 O1 -178.0(3) . . . . ?
C10 C8 C9 O1 3.2(4) . . . . ?
C7 C8 C9 O2 2.5(3) . . . . ?
C10 C8 C9 O2 -176.4(2) . . . . ?
C12 N1 C10 C11 0.5(3) . . . . ?
C12 N1 C10 C8 -179.7(2) . . . . ?
C7 C8 C10 C11 172.1(3) . . . . ?
C9 C8 C10 C11 -9.1(4) . . . . ?
C7 C8 C10 N1 -7.7(4) . . . . ?
C9 C8 C10 N1 171.2(2) . . . . ?
N1 C10 C11 S1 0.1(3) . . . . ?
C8 C10 C11 S1 -179.73(19) . . . . ?
C12 S1 C11 C10 -0.4(2) . . . . ?
C10 N1 C12 N2 176.5(2) . . . . ?
C10 N1 C12 S1 -0.9(3) . . . . ?
N3 N2 C12 N1 174.7(2) . . . . ?
C13 N2 C12 N1 9.0(4) . . . . ?
N3 N2 C12 S1 -8.0(3) . . . . ?
C13 N2 C12 S1 -173.7(2) . . . . ?
C11 S1 C12 N1 0.8(2) . . . . ?
C11 S1 C12 N2 -176.7(2) . . . . ?
C12 N2 C13 C14 -73.1(3) . . . . ?
N3 N2 C13 C14 120.7(2) . . . . ?
C12 N2 C13 C21 165.6(3) . . . . ?
N3 N2 C13 C21 -0.6(3) . . . . ?
N2 C13 C14 C15 152.8(2) . . . . ?
C21 C13 C14 C15 -93.3(3) . . . . ?
N2 C13 C14 C19 -30.4(3) . . . . ?
C21 C13 C14 C19 83.4(3) . . . . ?
C19 C14 C15 C16 0.9(4) . . . . ?
C13 C14 C15 C16 177.8(2) . . . . ?
C14 C15 C16 C17 -0.2(5) . . . . ?
C15 C16 C17 C18 -0.8(5) . . . . ?
C15 C16 C17 C20 178.7(3) . . . . ?
C16 C17 C18 C19 1.2(5) . . . . ?
C20 C17 C18 C19 -178.2(3) . . . . ?
C15 C14 C19 C18 -0.4(4) . . . . ?
C13 C14 C19 C18 -177.3(3) . . . . ?
C17 C18 C19 C14 -0.6(5) . . . . ?
N2 C13 C21 C22 1.0(3) . . . . ?
C14 C13 C21 C22 -120.0(2) . . . . ?
N2 N3 C22 C23 -176.7(2) . . . . ?
N2 N3 C22 C21 0.9(3) . . . . ?
C13 C21 C22 N3 -1.3(3) . . . . ?
C13 C21 C22 C23 176.2(2) . . . . ?
N3 C22 C23 C28 9.7(4) . . . . ?
C21 C22 C23 C28 -167.7(3) . . . . ?
N3 C22 C23 C24 -171.4(2) . . . . ?
C21 C22 C23 C24 11.3(4) . . . . ?
C28 C23 C24 C25 -0.1(4) . . . . ?
C22 C23 C24 C25 -179.1(2) . . . . ?
C23 C24 C25 C26 0.9(4) . . . . ?
C24 C25 C26 C27 -0.8(5) . . . . ?
C24 C25 C26 Cl1 179.1(2) . . . . ?
C25 C26 C27 C28 -0.1(5) . . . . ?
Cl1 C26 C27 C28 180.0(2) . . . . ?
C26 C27 C28 C23 0.9(5) . . . . ?
C24 C23 C28 C27 -0.8(4) . . . . ?
C22 C23 C28 C27 178.2(3) . . . . ?
