#------------------------------------------------------------------------------
#$Date: 2024-09-06 03:15:56 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294518 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/90/7249009.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_7249009
loop_
_publ_author_name
'Panda, Subhra Jyoti'
'Agrawalla, Suraj Kumar'
'Purohit, Chandra Shekhar'
_publ_section_title
;
 Crystallographic insight into the binding modes of group 12 metal cations
 with N7-alkylated purines
;
_journal_issue                   33
_journal_name_full               CrystEngComm
_journal_page_first              4418
_journal_page_last               4430
_journal_paper_doi               10.1039/D4CE00341A
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C16 H14 Cl4 N8 Zn'
_chemical_formula_sum            'C16 H14 Cl4 N8 Zn'
_chemical_formula_weight         525.52
_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     dual
_audit_creation_date             2024-02-23
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-06-02 deposited with the CCDC.	2024-07-09 downloaded from the CCDC.
;
_cell_angle_alpha                107.838(2)
_cell_angle_beta                 95.257(2)
_cell_angle_gamma                94.091(2)
_cell_formula_units_Z            2
_cell_length_a                   7.8207(2)
_cell_length_b                   11.4820(2)
_cell_length_c                   12.1835(3)
_cell_measurement_reflns_used    14686
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      30.5230
_cell_measurement_theta_min      3.4350
_cell_volume                     1031.35(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.8117
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -2.00  48.00   0.50    2.00    --    3.51-115.00 131.00  100
  2  ω     -8.00  66.00   0.50    2.00    --    3.51  57.00  90.00  148
  3  ω     -8.00  66.00   0.50    2.00    --    3.51  57.00 -30.00  148
  4  ω      0.00  70.00   0.50    2.00    --    3.51  37.00-120.00  140
  5  ω     -8.00  66.00   0.50    2.00    --    3.51  57.00-150.00  148
  6  ω    -27.00  21.00   0.50    2.00    --   -4.14  77.00-150.00   96
  7  ω    -27.00  21.00   0.50    2.00    --   -4.14  77.00-120.00   96
  8  ω    -15.00  32.00   0.50    2.00    --   -4.14 -99.00 150.00   94
  9  ω    -27.00  21.00   0.50    2.00    --   -4.14  77.00 -60.00   96
 10  ω    -10.00  25.00   0.50    2.00    --   -4.14  19.00-180.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0026582000
_diffrn_orient_matrix_UB_12      0.0291953000
_diffrn_orient_matrix_UB_13      0.0606405000
_diffrn_orient_matrix_UB_21      -0.0909187000
_diffrn_orient_matrix_UB_22      -0.0127366000
_diffrn_orient_matrix_UB_23      -0.0044835000
_diffrn_orient_matrix_UB_31      0.0106918000
_diffrn_orient_matrix_UB_32      -0.0569525000
_diffrn_orient_matrix_UB_33      0.0098567000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.811
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18484
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.811
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.322
_diffrn_reflns_theta_min         3.341
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.730
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic light colourless'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_preparation       'As per the reaction scheme'
_exptl_crystal_recrystallization_method 'Slow evaporation'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.582
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         5027
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0255
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0266P)²+0.5338P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0615
_refine_ls_wR_factor_ref         0.0624
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4655
_reflns_number_total             5027
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00341a2.cif
_cod_data_source_block           ZnACP
_cod_depositor_comments
'Adding full bibliography for 7249004--7249012.cif.'
_cod_database_code               7249009
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         'C32 H28 Cl8 N16 Zn2 '
_chemical_oxdiff_usercomment     'COLOURLESS BLOCKS'
_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_max   0.735
_shelx_estimated_absorpt_t_min   0.682
_diffrn_oxdiff_digest_frames
;
01679abb1f5c6134b664c7463849077e76000268e8b
;
_diffrn_oxdiff_digest_hkl
;
0114970d96d5535d5ec3ff9d231c6e16866595
;
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C10'(H10C,H10D)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C2'(H2'), C8(H8), C8'(H8'), C11(H11), C11'(H11')
2.c X=CH2 refined with riding coordinates:
 C12(H12A,H12B), C12'(H12C,H12D)
;
_olex2_exptl_crystal_mounting_method 'Mounted on the loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.522
_oxdiff_exptl_absorpt_empirical_full_min 0.680
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
Zn1 Zn 0.45424(2) 0.79381(2) 0.35040(2) 0.01194(6) Uani 1 1 d . . . . .
Cl1 Cl 0.66826(6) 0.24450(4) -0.01928(3) 0.02588(10) Uani 1 1 d . . . . .
Cl1' Cl 1.11712(6) 0.73714(4) 0.74845(4) 0.02646(10) Uani 1 1 d . . . . .
Cl2 Cl 0.50105(5) 0.95794(3) 0.29193(3) 0.01672(8) Uani 1 1 d . . . . .
Cl3 Cl 0.20294(5) 0.77147(3) 0.42060(4) 0.01977(9) Uani 1 1 d . . . . .
N1 N 0.8458(2) 0.46039(13) 0.06678(13) 0.0228(3) Uani 1 1 d . . . . .
N1' N 0.88687(18) 0.56784(13) 0.60914(12) 0.0194(3) Uani 1 1 d . . . . .
N3 N 0.75121(18) 0.64899(12) 0.18408(12) 0.0180(3) Uani 1 1 d . . . . .
N3' N 0.66828(18) 0.59129(12) 0.46676(12) 0.0166(3) Uani 1 1 d . . . . .
N7 N 0.39607(17) 0.42598(12) 0.13579(11) 0.0153(3) Uani 1 1 d . . . . .
N7' N 0.89100(16) 0.88691(12) 0.59642(11) 0.0134(2) Uani 1 1 d . . . . .
N9 N 0.45894(17) 0.62644(11) 0.23086(11) 0.0132(2) Uani 1 1 d . . . . .
N9' N 0.66538(17) 0.80086(11) 0.46210(11) 0.0135(3) Uani 1 1 d . . . . .
C2 C 0.8660(2) 0.58204(16) 0.12707(15) 0.0225(3) Uani 1 1 d . . . . .
H2 H 0.973087 0.623732 0.128755 0.027 Uiso 1 1 calc R U . . .
C2' C 0.7523(2) 0.52673(15) 0.52422(14) 0.0191(3) Uani 1 1 d . . . . .
H2' H 0.713935 0.443477 0.503491 0.023 Uiso 1 1 calc R U . . .
C4 C 0.6015(2) 0.58296(14) 0.17916(13) 0.0135(3) Uani 1 1 d . . . . .
C4' C 0.73047(19) 0.71028(14) 0.50122(13) 0.0132(3) Uani 1 1 d . . . . .
C5 C 0.5640(2) 0.45698(14) 0.11963(13) 0.0146(3) Uani 1 1 d . . . . .
C5' C 0.87123(19) 0.76290(14) 0.58617(13) 0.0137(3) Uani 1 1 d . . . . .
C6 C 0.6958(2) 0.39847(14) 0.06248(13) 0.0182(3) Uani 1 1 d . . . . .
C6' C 0.9462(2) 0.68513(15) 0.63886(14) 0.0172(3) Uani 1 1 d . . . . .
C8 C 0.3425(2) 0.53029(14) 0.20447(13) 0.0151(3) Uani 1 1 d . . . . .
H8 H 0.234209 0.533776 0.230462 0.018 Uiso 1 1 calc R U . . .
C8' C 0.7656(2) 0.90343(14) 0.52141(13) 0.0136(3) Uani 1 1 d . . . . .
H8' H 0.750302 0.979461 0.511832 0.016 Uiso 1 1 calc R U . . .
C10 C 0.2984(2) 0.30368(14) 0.09899(15) 0.0215(3) Uani 1 1 d . . . . .
H10A H 0.309829 0.262346 0.018065 0.026 Uiso 1 1 calc R U . . .
H10B H 0.177062 0.312741 0.105585 0.026 Uiso 1 1 calc R U . . .
C10' C 1.0174(2) 0.98676(14) 0.67368(14) 0.0168(3) Uani 1 1 d . . . . .
H10C H 1.026786 1.053982 0.641275 0.020 Uiso 1 1 calc R U . . .
H10D H 1.129803 0.956558 0.677416 0.020 Uiso 1 1 calc R U . . .
C11 C 0.3603(2) 0.22612(15) 0.17075(16) 0.0219(3) Uani 1 1 d . . . . .
H11 H 0.319951 0.142969 0.144415 0.026 Uiso 1 1 calc R U . . .
C11' C 0.9672(2) 1.03386(15) 0.79416(14) 0.0221(3) Uani 1 1 d . . . . .
H11' H 0.852965 1.048551 0.802709 0.027 Uiso 1 1 calc R U . . .
C12 C 0.4668(2) 0.26561(16) 0.26774(15) 0.0221(3) Uani 1 1 d . . . . .
H12A H 0.510289 0.348099 0.297166 0.026 Uiso 1 1 calc R U . . .
H12B H 0.498592 0.211012 0.306823 0.026 Uiso 1 1 calc R U . . .
C12' C 1.0774(3) 1.05542(18) 0.88856(16) 0.0316(4) Uani 1 1 d . . . . .
H12C H 1.192315 1.041421 0.882179 0.038 Uiso 1 1 calc R U . . .
H12D H 1.040260 1.084624 0.961478 0.038 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'
Cl Cl 0.1484 0.1585 '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'
Zn Zn 0.2839 1.4301 '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
Cl2 Zn1 Cl3 116.732(15) . . ?
N9 Zn1 Cl2 116.99(4) . . ?
N9 Zn1 Cl3 102.30(4) . . ?
N9' Zn1 Cl2 104.69(4) . . ?
N9' Zn1 Cl3 114.21(4) . . ?
N9' Zn1 N9 101.21(5) . . ?
C6 N1 C2 117.72(14) . . ?
C6' N1' C2' 117.48(14) . . ?
C2 N3 C4 112.80(14) . . ?
C2' N3' C4' 112.80(14) . . ?
C5 N7 C10 128.32(13) . . ?
C8 N7 C5 106.05(13) . . ?
C8 N7 C10 125.29(14) . . ?
C5' N7' C10' 129.76(13) . . ?
C8' N7' C5' 106.13(13) . . ?
C8' N7' C10' 124.09(13) . . ?
C4 N9 Zn1 125.56(10) . . ?
C8 N9 Zn1 127.59(11) . . ?
C8 N9 C4 105.58(12) . . ?
C4' N9' Zn1 130.49(11) . . ?
C8' N9' Zn1 124.29(10) . . ?
C8' N9' C4' 105.04(13) . . ?
N1 C2 H2 116.1 . . ?
N3 C2 N1 127.84(16) . . ?
N3 C2 H2 116.1 . . ?
N1' C2' H2' 116.1 . . ?
N3' C2' N1' 127.74(15) . . ?
N3' C2' H2' 116.1 . . ?
N3 C4 N9 126.18(14) . . ?
N3 C4 C5 125.00(14) . . ?
N9 C4 C5 108.81(14) . . ?
N3' C4' N9' 126.26(14) . . ?
N3' C4' C5' 124.68(14) . . ?
N9' C4' C5' 109.04(13) . . ?
N7 C5 C4 106.20(13) . . ?
N7 C5 C6 137.70(15) . . ?
C6 C5 C4 116.10(15) . . ?
N7' C5' C4' 106.13(13) . . ?
C6' C5' N7' 137.44(15) . . ?
C6' C5' C4' 116.36(14) . . ?
N1 C6 Cl1 117.44(12) . . ?
N1 C6 C5 120.53(14) . . ?
C5 C6 Cl1 122.01(13) . . ?
N1' C6' Cl1' 117.14(12) . . ?
N1' C6' C5' 120.91(15) . . ?
C5' C6' Cl1' 121.93(13) . . ?
N7 C8 H8 123.3 . . ?
N9 C8 N7 113.32(14) . . ?
N9 C8 H8 123.3 . . ?
N7' C8' H8' 123.2 . . ?
N9' C8' N7' 113.65(13) . . ?
N9' C8' H8' 123.2 . . ?
N7 C10 H10A 109.2 . . ?
N7 C10 H10B 109.2 . . ?
N7 C10 C11 111.95(14) . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
N7' C10' H10C 109.2 . . ?
N7' C10' H10D 109.2 . . ?
N7' C10' C11' 112.17(13) . . ?
H10C C10' H10D 107.9 . . ?
C11' C10' H10C 109.2 . . ?
C11' C10' H10D 109.2 . . ?
C10 C11 H11 117.2 . . ?
C12 C11 C10 125.65(15) . . ?
C12 C11 H11 117.2 . . ?
C10' C11' H11' 118.5 . . ?
C12' C11' C10' 123.08(17) . . ?
C12' C11' H11' 118.5 . . ?
C11 C12 H12A 120.0 . . ?
C11 C12 H12B 120.0 . . ?
H12A C12 H12B 120.0 . . ?
C11' C12' H12C 120.0 . . ?
C11' C12' H12D 120.0 . . ?
H12C C12' H12D 120.0 . . ?
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
Zn1 Cl2 2.2282(4) . ?
Zn1 Cl3 2.2428(4) . ?
Zn1 N9 2.0300(12) . ?
Zn1 N9' 2.0216(13) . ?
Cl1 C6 1.7297(16) . ?
Cl1' C6' 1.7308(17) . ?
N1 C2 1.354(2) . ?
N1 C6 1.316(2) . ?
N1' C2' 1.353(2) . ?
N1' C6' 1.320(2) . ?
N3 C2 1.328(2) . ?
N3 C4 1.335(2) . ?
N3' C2' 1.332(2) . ?
N3' C4' 1.340(2) . ?
N7 C5 1.384(2) . ?
N7 C8 1.3537(19) . ?
N7 C10 1.468(2) . ?
N7' C5' 1.387(2) . ?
N7' C8' 1.342(2) . ?
N7' C10' 1.478(2) . ?
N9 C4 1.3802(19) . ?
N9 C8 1.318(2) . ?
N9' C4' 1.3793(19) . ?
N9' C8' 1.329(2) . ?
C2 H2 0.9300 . ?
C2' H2' 0.9300 . ?
C4 C5 1.401(2) . ?
C4' C5' 1.400(2) . ?
C5 C6 1.393(2) . ?
C5' C6' 1.382(2) . ?
C8 H8 0.9300 . ?
C8' H8' 0.9300 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.501(2) . ?
C10' H10C 0.9700 . ?
C10' H10D 0.9700 . ?
C10' C11' 1.500(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.317(3) . ?
C11' H11' 0.9300 . ?
C11' C12' 1.319(3) . ?
C12 H12A 0.9300 . ?
C12 H12B 0.9300 . ?
C12' H12C 0.9300 . ?
C12' H12D 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
C2' H2' Cl3 0.93 2.98 3.7196(16) 137.5 2_666 yes
C8' H8' Cl3 0.93 2.71 3.5659(15) 153.4 2_676 yes
C10 H10A Cl1 0.97 2.89 3.3688(19) 111.3 . yes
C10' H10C Cl3 0.97 3.00 3.7774(17) 138.0 2_676 yes
C10' H10D Cl1' 0.97 2.90 3.3824(17) 111.7 . yes
C10' H10D Cl2 0.97 2.93 3.7374(16) 140.9 2_776 yes
C11' H11' Cl2 0.93 2.89 3.7315(18) 151.7 2_676 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
Zn1 N9 C4 N3 -11.5(2) . . . . ?
Zn1 N9 C4 C5 168.61(10) . . . . ?
Zn1 N9 C8 N7 -169.29(10) . . . . ?
Zn1 N9' C4' N3' 3.8(2) . . . . ?
Zn1 N9' C4' C5' -174.67(10) . . . . ?
Zn1 N9' C8' N7' 175.46(9) . . . . ?
N3 C4 C5 N7 -179.40(14) . . . . ?
N3 C4 C5 C6 0.3(2) . . . . ?
N3' C4' C5' N7' -179.20(14) . . . . ?
N3' C4' C5' C6' -1.7(2) . . . . ?
N7 C5 C6 Cl1 1.9(3) . . . . ?
N7 C5 C6 N1 -179.80(17) . . . . ?
N7 C10 C11 C12 11.3(2) . . . . ?
N7' C5' C6' Cl1' -1.6(3) . . . . ?
N7' C5' C6' N1' 176.73(17) . . . . ?
N7' C10' C11' C12' 135.29(17) . . . . ?
N9 C4 C5 N7 0.47(17) . . . . ?
N9 C4 C5 C6 -179.81(13) . . . . ?
N9' C4' C5' N7' -0.73(16) . . . . ?
N9' C4' C5' C6' 176.80(13) . . . . ?
C2 N1 C6 Cl1 177.58(13) . . . . ?
C2 N1 C6 C5 -0.8(2) . . . . ?
C2 N3 C4 N9 179.20(15) . . . . ?
C2 N3 C4 C5 -1.0(2) . . . . ?
C2' N1' C6' Cl1' 179.44(12) . . . . ?
C2' N1' C6' C5' 1.1(2) . . . . ?
C2' N3' C4' N9' -176.67(14) . . . . ?
C2' N3' C4' C5' 1.5(2) . . . . ?
C4 N3 C2 N1 0.8(3) . . . . ?
C4 N9 C8 N7 -1.73(17) . . . . ?
C4 C5 C6 Cl1 -177.67(12) . . . . ?
C4 C5 C6 N1 0.6(2) . . . . ?
C4' N3' C2' N1' 0.0(2) . . . . ?
C4' N9' C8' N7' -0.11(17) . . . . ?
C4' C5' C6' Cl1' -178.05(11) . . . . ?
C4' C5' C6' N1' 0.2(2) . . . . ?
C5 N7 C8 N9 2.04(18) . . . . ?
C5 N7 C10 C11 72.5(2) . . . . ?
C5' N7' C8' N9' -0.34(17) . . . . ?
C5' N7' C10' C11' -80.17(19) . . . . ?
C6 N1 C2 N3 0.0(3) . . . . ?
C6' N1' C2' N3' -1.3(3) . . . . ?
C8 N7 C5 C4 -1.45(16) . . . . ?
C8 N7 C5 C6 178.93(18) . . . . ?
C8 N7 C10 C11 -99.86(18) . . . . ?
C8 N9 C4 N3 -179.42(15) . . . . ?
C8 N9 C4 C5 0.72(17) . . . . ?
C8' N7' C5' C4' 0.64(16) . . . . ?
C8' N7' C5' C6' -176.09(18) . . . . ?
C8' N7' C10' C11' 98.17(17) . . . . ?
C8' N9' C4' N3' 178.96(15) . . . . ?
C8' N9' C4' C5' 0.52(16) . . . . ?
C10 N7 C5 C4 -174.98(15) . . . . ?
C10 N7 C5 C6 5.4(3) . . . . ?
C10 N7 C8 N9 175.83(14) . . . . ?
C10' N7' C5' C4' 179.21(14) . . . . ?
C10' N7' C5' C6' 2.5(3) . . . . ?
C10' N7' C8' N9' -179.01(13) . . . . ?
