#------------------------------------------------------------------------------
#$Date: 2022-11-11 02:00:56 +0200 (Fri, 11 Nov 2022) $
#$Revision: 279220 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/17/7711744.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_7711744
loop_
_publ_author_name
'Shreeve, Jean'ne M.'
'Chinnam, Ajay Kumar'
'Tang, Yongxing'
'Staples, Richard J.'
_publ_section_title
;
 Effects of nitric acid concentration for nitration of fused
 [1,2,5]oxadiazolo[3,4-d]pyrimidine-5,7-diamine
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT03255D
_journal_year                    2022
_chemical_formula_moiety         'C4 H2 Cs N7 O3'
_chemical_formula_sum            'C4 H2 Cs N7 O3'
_chemical_formula_weight         329.04
_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   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2022-07-15
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-08-01 deposited with the CCDC.	2022-11-10 downloaded from the CCDC.
;
_cell_angle_alpha                111.928(2)
_cell_angle_beta                 103.0549(18)
_cell_angle_gamma                106.0137(17)
_cell_formula_units_Z            2
_cell_length_a                   7.72210(14)
_cell_length_b                   8.01862(17)
_cell_length_c                   8.13576(19)
_cell_measurement_reflns_used    6703
_cell_measurement_temperature    100.00(18)
_cell_measurement_theta_max      79.7580
_cell_measurement_theta_min      6.3190
_cell_volume                     417.51(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.62a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.62a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.62a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(18)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      5.00  30.00   0.50    0.05    --   14.00  44.00 -48.82   50
  2  ω      5.00  31.00   0.50    0.05    --   18.00  43.00   6.98   52
  3  ω      2.00  30.00   0.50    0.05    --   14.00  42.00 130.51   56
  4  ω     42.00  68.00   0.50    0.05    --   47.62  30.00 170.71   52
  5  ω     35.00  60.00   0.50    0.05    --   47.62  31.00  86.49   50
  6  ω     52.00 101.00   0.50    0.05    --  113.25 -77.00 -60.00   98
  7  ω     42.00  67.00   0.50    0.05    --  113.25 -61.00 -30.00   50
  8  ω     42.00  67.00   0.50    0.05    --  113.25 -61.00  30.00   50
  9  ω     42.00  68.00   0.50    0.05    --  113.25 -61.00  60.00   52
 10  ω     43.00  68.00   0.50    0.05    --  113.25 -61.00 150.00   50
 11  ω     -7.00  19.00   0.50    0.05    --    2.00 -61.00 166.75   52
 12  ω     42.00  67.00   0.50    0.05    --  113.25 -61.00 -60.00   50
 13  ω     43.00  69.00   0.50    0.05    --  113.25 -61.00-120.00   52
 14  ω     79.00 104.00   0.50    0.05    --  113.25 -94.00 -60.00   50
 15  ω     51.00 110.00   0.50    0.05    --  113.25-129.00 -72.00  118
 16  ω     43.00  85.00   0.50    0.05    --   47.62-129.00 -72.00   84
 17  ω     74.00 100.00   0.50    0.05    --  113.25-125.00 -90.00   52
 18  ω     55.00  95.00   0.50    0.05    --  113.25-125.00  60.00   80
 19  ω     73.00  99.00   0.50    0.05    --  113.25-140.00 114.00   52
 20  ω     46.00 105.00   0.50    0.05    --  113.25-125.00 150.00  118
 21  ω     42.00 102.00   0.50    0.05    --  113.25 -94.00 150.00  120
 22  ω     50.00 102.00   0.50    0.05    --   47.62-140.00 114.00  104
 23  ω     69.00  98.00   0.50    0.05    --  113.25 -94.00 120.00   58
 24  ω     46.00  71.00   0.50    0.05    --  113.25-125.00 -30.00   50
 25  ω     77.00 108.00   0.50    0.05    --  113.25-125.00 -30.00   62
 26  ω     67.00 108.00   0.50    0.05    --  113.25-125.00-120.00   82
 27  ω     48.00  74.00   0.50    0.05    --  113.25 -94.00 -60.00   52
 28  ω     76.00 101.00   0.50    0.05    --  113.25 -94.00  30.00   50
 29  ω     42.00  90.00   0.50    0.05    --  113.25 -94.00  60.00   96
 30  ω    105.00 136.00   0.50    0.05    --  113.25  30.00 150.00   62
 31  ω    142.00 169.00   0.50    0.05    --  113.25  61.00 120.00   54
 32  ω    147.00 178.00   0.50    0.05    --  113.25  61.00  90.00   62
 33  ω    142.00 172.00   0.50    0.05    --  113.25  61.00  60.00   60
 34  ω    123.00 165.00   0.50    0.05    --  113.25  45.00  30.00   84
 35  ω    122.00 178.00   0.50    0.05    --  113.25  45.00 150.00  112
 36  ω    152.00 177.00   0.50    0.05    --  113.25  77.00 -30.00   50
 37  ω    103.00 166.00   0.50    0.05    --  113.25  30.00   0.00  126
 38  ω    101.00 136.00   0.50    0.05    --  113.25  30.00 -30.00   70
 39  ω    127.00 169.00   0.50    0.05    --  113.25  61.00-150.00   84
 40  ω    134.00 178.00   0.50    0.05    --  113.25  45.00-180.00   88
 41  ω    122.00 148.00   0.50    0.05    --  113.25  45.00-150.00   52
 42  ω    153.00 178.00   0.50    0.05    --  113.25  30.00 -30.00   50
 43  ω    101.00 155.00   0.50    0.05    --  113.25  30.00 -90.00  108
 44  ω    101.00 155.00   0.50    0.05    --  113.25  30.00 -60.00  108
 45  ω    105.00 142.00   0.50    0.05    --  113.25  30.00-150.00   74
 46  ω    116.00 144.00   0.50    0.05    --  113.25  30.00  30.00   56
 47  ω    101.00 142.00   0.50    0.05    --  113.25  30.00  90.00   82
 48  ω    104.00 129.00   0.50    0.05    --  113.25  30.00 120.00   50
 49  ω    153.00 178.00   0.50    0.05    --  113.25  30.00 150.00   50
 50  ω    104.00 129.00   0.50    0.05    --  113.25 140.00 173.00   50
 51  ω    134.00 160.00   0.50    0.05    --  113.25 129.00   0.00   52
 52  ω    112.00 138.00   0.50    0.05    --  113.25 125.00 -30.00   52
 53  ω    107.00 145.00   0.50    0.05    --  113.25 125.00 -90.00   76
 54  ω    -61.00 -35.00   0.50    0.05    --  -47.62 140.00 173.00   52
 55  ω    -66.00 -17.00   0.50    0.05    --  -47.62 129.00   0.00   98
 56  ω    -63.00 -38.00   0.50    0.05    --  -91.75 129.00   0.00   50
 57  ω    -57.00 -29.00   0.50    0.05    --  -42.00 -32.00 129.76   56
 58  ω    -64.00 -39.00   0.50    0.05    --  -47.62 -31.00  85.25   50
 59  ω    -36.00 -11.00   0.50    0.05    --  -22.00 -39.00 -14.07   50
 60  ω    -60.00 -35.00   0.50    0.05    --  -47.62 -19.00 -90.00   50
 61  ω   -116.00 -90.00   0.50    0.05    --  -47.62 -19.00 -90.00   52
 62  ω    -76.00 -45.00   0.50    0.05    --  -58.00 -30.00  28.29   62
 63  ω    -83.00 -46.00   0.50    0.05    --  -58.00 -30.00  -5.00   74
 64  ω   -123.00 -97.00   0.50    0.05    --  -58.00 -30.00  -5.00   52
 65  ω   -116.00 -90.00   0.50    0.05    --  -91.75 -30.00  90.00   52
 66  ω   -154.00-129.00   0.50    0.05    --  -82.00 -30.00 -34.93   50
 67  ω   -143.00 -88.00   0.50    0.05    --  -91.75 -30.00  67.02  110
 68  ω   -100.00 -70.00   0.50    0.05    --  -82.00 -30.00 -34.93   60
 69  ω   -105.00 -71.00   0.50    0.05    --  -82.00 -30.00 -64.52   68
 70  ω    -92.00 -45.00   0.50    0.05    --  -58.00 -30.00-166.65   94
 71  ω   -117.00 -88.00   0.50    0.05    --  -91.75 -30.00-150.00   58
 72  ω   -127.00 -93.00   0.50    0.05    --  -70.00 -28.00-129.94   68
 73  ω    -87.00 -58.00   0.50    0.05    --  -70.00 -28.00-129.94   58
 74  ω    -86.00 -54.00   0.50    0.05    --  -66.00 -29.00 -82.22   64
 75  ω    -97.00 -66.00   0.50    0.05    --  -78.00 -28.00  -3.94   62
 76  ω    -83.00 -56.00   0.50    0.05    --  -66.00 -29.00  77.55   54
 77  ω    -80.00 -48.00   0.50    0.05    --  -62.00 -28.00 115.56   64
 78  ω   -104.00 -78.00   0.50    0.05    --  -91.75 -28.00 104.83   52
 79  ω   -107.00 -82.00   0.50    0.05    --  -91.75 -27.00 135.06   50
 80  ω   -123.00 -98.00   0.50    0.05    --  -91.75 -30.00 171.65   50
 81  ω   -134.00-104.00   0.50    0.05    --  -62.00 -28.00 115.56   60
 82  ω   -165.00-136.00   0.50    0.05    --  -91.75 -28.00 104.83   58
 83  ω   -109.00 -67.00   0.50    0.05    --  -78.00 -24.00 159.18   84
 84  ω   -122.00 -96.00   0.50    0.05    --  -66.00 -27.00 -33.54   52
 85  ω    -82.00 -53.00   0.50    0.05    --  -66.00 -27.00 -33.54   58
 86  ω    -91.00 -66.00   0.50    0.05    --  -78.00 -27.00-113.11   50
 87  ω   -104.00 -79.00   0.50    0.05    --  -91.75 -26.00-108.19   50
 88  ω   -141.00-116.00   0.50    0.05    --  -91.75-129.00 -72.00   50
 89  ω   -106.00 -78.00   0.50    0.05    --  -47.62-140.00 114.00   56
 90  ω   -120.00 -94.00   0.50    0.05    --  -91.75-140.00 114.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0571177000
_diffrn_orient_matrix_UB_12      0.0300811000
_diffrn_orient_matrix_UB_13      -0.1776751000
_diffrn_orient_matrix_UB_21      0.0470146000
_diffrn_orient_matrix_UB_22      0.2169068000
_diffrn_orient_matrix_UB_23      0.1287634000
_diffrn_orient_matrix_UB_31      0.2106906000
_diffrn_orient_matrix_UB_32      0.0551571000
_diffrn_orient_matrix_UB_33      0.0089549000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8527
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.935
_diffrn_reflns_theta_min         6.309
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    34.722
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.086
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.62a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.617
_exptl_crystal_description       irregular
_exptl_crystal_F_000             308
_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.213
_exptl_crystal_size_mid          0.092
_exptl_crystal_size_min          0.019
_refine_diff_density_max         0.757
_refine_diff_density_min         -1.999
_refine_diff_density_rms         0.172
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     144
_refine_ls_number_reflns         1778
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0256
_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)+(0.0414P)²+0.6788P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0677
_refine_ls_wR_factor_ref         0.0678
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1760
_reflns_number_total             1778
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt03255d2.cif
_cod_data_source_block           js722d
_cod_original_cell_volume        417.516(17)
_cod_database_code               7711744
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C4H2CsN7O3
_chemical_oxdiff_usercomment     A33-Cs
_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   0.558
_shelx_estimated_absorpt_t_min   0.051
_olex2_refinement_description
;
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id A33-Cs
_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 1.464
_oxdiff_exptl_absorpt_empirical_full_min 0.789
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
Cs1 Cs -0.23599(3) 0.24510(3) 0.06655(3) 0.01454(10) Uani 1 1 d . . . . .
O1 O 0.1152(4) 0.2439(4) 0.3468(4) 0.0157(5) Uani 1 1 d . . . . .
O2 O 0.8643(4) 0.6550(4) 1.0734(4) 0.0164(5) Uani 1 1 d . . . . .
O3 O 0.7113(4) 0.8444(4) 1.1532(4) 0.0190(6) Uani 1 1 d . . . . .
N1 N 0.2087(5) 0.1344(5) 0.2546(5) 0.0149(6) Uani 1 1 d . . . . .
N2 N 0.2301(5) 0.3743(5) 0.5355(5) 0.0151(6) Uani 1 1 d . . . . .
N3 N 0.5214(5) 0.1335(5) 0.3690(5) 0.0143(6) Uani 1 1 d . . . . .
N4 N 0.7029(5) 0.3694(5) 0.7111(4) 0.0121(6) Uani 1 1 d . . . . .
N5 N 0.8200(5) 0.1644(5) 0.5378(5) 0.0146(6) Uani 1 1 d . . . . .
H5A H 0.813(8) 0.078(8) 0.456(8) 0.019(13) Uiso 1 1 d . . . . .
H5B H 0.932(8) 0.224(8) 0.642(8) 0.020(12) Uiso 1 1 d . . . . .
N6 N 0.5636(5) 0.5873(4) 0.8751(4) 0.0127(6) Uani 1 1 d . . . . .
N7 N 0.7208(5) 0.6965(5) 1.0373(4) 0.0122(6) Uani 1 1 d . . . . .
C1 C 0.3781(5) 0.1970(5) 0.3890(5) 0.0122(7) Uani 1 1 d . . . . .
C2 C 0.6727(5) 0.2207(5) 0.5342(5) 0.0117(7) Uani 1 1 d . . . . .
C3 C 0.5675(5) 0.4369(5) 0.7272(5) 0.0107(7) Uani 1 1 d . . . . .
C4 C 0.3890(5) 0.3449(5) 0.5615(5) 0.0123(7) Uani 1 1 d . . . . .
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'
Cs Cs -0.7457 7.9052 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 0 2 0.0400
5 0 -1 0.0381
1 -3 -3 0.0862
0 1 -1 0.0097
0 -1 1 0.0097
-1 5 -3 0.0324
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
O1 Cs1 O2 110.85(7) . 1_454 ?
O1 Cs1 O2 72.55(7) . 2_666 ?
O1 Cs1 O3 59.91(7) . 1_444 ?
O1 Cs1 O3 157.12(7) . 2_566 ?
O1 Cs1 N1 84.45(8) . 2 ?
O1 Cs1 N2 86.87(7) . 2_566 ?
O1 Cs1 N3 82.74(7) . 1_455 ?
O1 Cs1 N3 123.89(8) . 2 ?
O1 Cs1 N4 135.09(7) . 1_454 ?
O1 Cs1 N6 133.47(7) . 2_566 ?
O1 Cs1 C1 104.51(8) . 2 ?
O2 Cs1 O2 70.05(8) 1_454 2_666 ?
O2 Cs1 O3 110.50(7) 2_666 1_444 ?
O2 Cs1 O3 86.01(7) 1_454 2_566 ?
O2 Cs1 O3 168.73(7) 1_454 1_444 ?
O2 Cs1 O3 129.37(7) 2_666 2_566 ?
O2 Cs1 N1 124.25(8) 1_454 2 ?
O2 Cs1 N2 117.02(7) 2_666 2_566 ?
O2 Cs1 N2 63.24(7) 1_454 2_566 ?
O2 Cs1 N3 155.29(7) 2_666 1_455 ?
O2 Cs1 N3 120.47(7) 1_454 1_455 ?
O2 Cs1 N3 113.23(7) 1_454 2 ?
O2 Cs1 N3 91.70(7) 2_666 2 ?
O2 Cs1 N4 62.99(7) 2_666 1_454 ?
O2 Cs1 N4 48.55(7) 1_454 1_454 ?
O2 Cs1 N6 67.72(7) 1_454 2_566 ?
O2 Cs1 C1 119.22(7) 1_454 2 ?
O2 Cs1 C1 75.90(7) 2_666 2 ?
O3 Cs1 O3 101.25(6) 2_566 1_444 ?
O3 Cs1 N2 108.12(7) 1_444 2_566 ?
O3 Cs1 N2 87.32(7) 2_566 2_566 ?
O3 Cs1 N3 54.50(7) 1_444 1_455 ?
O3 Cs1 N3 75.20(7) 2_566 1_455 ?
O3 Cs1 C1 78.60(7) 2_566 2 ?
O3 Cs1 C1 71.08(7) 1_444 2 ?
N1 Cs1 O2 64.30(7) 2 2_666 ?
N1 Cs1 O3 99.03(7) 2 2_566 ?
N1 Cs1 O3 63.55(7) 2 1_444 ?
N1 Cs1 N2 170.28(8) 2 2_566 ?
N1 Cs1 N3 41.99(8) 2 2 ?
N1 Cs1 N3 114.37(8) 2 1_455 ?
N1 Cs1 N4 82.15(8) 2 1_454 ?
N1 Cs1 C1 20.67(8) 2 2 ?
N2 Cs1 N3 59.98(7) 2_566 1_455 ?
N2 Cs1 C1 165.31(8) 2_566 2 ?
N3 Cs1 O3 78.04(7) 2 1_444 ?
N3 Cs1 O3 57.13(7) 2 2_566 ?
N3 Cs1 N2 144.21(8) 2 2_566 ?
N3 Cs1 N3 102.54(7) 2 1_455 ?
N3 Cs1 N4 65.62(8) 2 1_454 ?
N3 Cs1 C1 111.54(8) 1_455 2 ?
N3 Cs1 C1 21.47(8) 2 2 ?
N4 Cs1 O3 142.31(7) 1_454 1_444 ?
N4 Cs1 O3 67.66(7) 1_454 2_566 ?
N4 Cs1 N2 107.19(8) 1_454 2_566 ?
N4 Cs1 N3 141.45(7) 1_454 1_455 ?
N4 Cs1 C1 71.41(8) 1_454 2 ?
N6 Cs1 O2 136.41(7) 2_566 2_666 ?
N6 Cs1 O3 37.94(7) 2_566 2_566 ?
N6 Cs1 O3 113.04(7) 2_566 1_444 ?
N6 Cs1 N1 136.93(8) 2_566 2 ?
N6 Cs1 N2 49.58(8) 2_566 2_566 ?
N6 Cs1 N3 95.07(8) 2_566 2 ?
N6 Cs1 N3 63.01(7) 2_566 1_455 ?
N6 Cs1 N4 80.98(8) 2_566 1_454 ?
N6 Cs1 C1 116.53(8) 2_566 2 ?
N1 O1 Cs1 113.52(19) . . ?
N2 O1 Cs1 130.9(2) . . ?
N2 O1 N1 112.1(3) . . ?
Cs1 O2 Cs1 109.95(8) 1_656 2_666 ?
N7 O2 Cs1 126.4(2) . 2_666 ?
N7 O2 Cs1 113.7(2) . 1_656 ?
Cs1 O3 Cs1 78.75(6) 2_566 1_666 ?
N7 O3 Cs1 119.5(2) . 1_666 ?
N7 O3 Cs1 99.7(2) . 2_566 ?
O1 N1 Cs1 155.8(2) . 2 ?
C1 N1 Cs1 97.8(2) . 2 ?
C1 N1 O1 103.9(3) . . ?
O1 N2 Cs1 141.0(2) . 2_566 ?
C4 N2 Cs1 114.2(2) . 2_566 ?
C4 N2 O1 104.7(3) . . ?
Cs1 N3 Cs1 77.46(7) 2 1_655 ?
C1 N3 Cs1 93.1(2) . 2 ?
C1 N3 Cs1 117.5(2) . 1_655 ?
C2 N3 Cs1 152.3(2) . 2 ?
C2 N3 Cs1 100.3(2) . 1_655 ?
C2 N3 C1 111.7(3) . . ?
C2 N4 Cs1 114.2(2) . 1_656 ?
C3 N4 Cs1 101.4(2) . 1_656 ?
C3 N4 C2 118.7(3) . . ?
H5A N5 H5B 115(5) . . ?
C2 N5 H5A 121(4) . . ?
C2 N5 H5B 123(3) . . ?
N7 N6 Cs1 107.5(2) . 2_566 ?
N7 N6 C3 119.5(3) . . ?
C3 N6 Cs1 133.1(2) . 2_566 ?
Cs1 N7 Cs1 122.34(9) 1_656 2_566 ?
O2 N7 Cs1 171.1(2) . 2_566 ?
O2 N7 Cs1 48.88(18) . 1_656 ?
O2 N7 N6 124.2(3) . . ?
O3 N7 Cs1 61.75(19) . 2_566 ?
O3 N7 Cs1 132.0(2) . 1_656 ?
O3 N7 O2 121.6(3) . . ?
O3 N7 N6 114.2(3) . . ?
N6 N7 Cs1 53.02(18) . 2_566 ?
N6 N7 Cs1 92.5(2) . 1_656 ?
N1 C1 Cs1 61.5(2) . 2 ?
N1 C1 N3 126.2(3) . . ?
N1 C1 C4 109.2(3) . . ?
N3 C1 Cs1 65.4(2) . 2 ?
N3 C1 C4 124.6(3) . . ?
C4 C1 Cs1 166.8(3) . 2 ?
N3 C2 N4 129.2(4) . . ?
N5 C2 N3 118.2(3) . . ?
N5 C2 N4 112.6(3) . . ?
N4 C3 Cs1 59.07(19) . 1_656 ?
N4 C3 N6 131.2(3) . . ?
N4 C3 C4 117.7(3) . . ?
N6 C3 Cs1 90.5(2) . 1_656 ?
N6 C3 C4 111.1(3) . . ?
C4 C3 Cs1 130.6(2) . 1_656 ?
N2 C4 C1 110.2(3) . . ?
N2 C4 C3 132.0(4) . . ?
C1 C4 C3 117.8(3) . . ?
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
Cs1 O1 3.129(3) . ?
Cs1 O2 3.138(3) 1_454 ?
Cs1 O2 3.327(3) 2_666 ?
Cs1 O3 3.436(3) 2_566 ?
Cs1 O3 3.477(3) 1_444 ?
Cs1 N1 3.286(3) 2 ?
Cs1 N2 3.504(3) 2_566 ?
Cs1 N3 3.629(3) 1_455 ?
Cs1 N3 3.373(3) 2 ?
Cs1 N4 3.373(3) 1_454 ?
Cs1 N6 3.221(3) 2_566 ?
Cs1 C1 3.703(4) 2 ?
O1 N1 1.399(4) . ?
O1 N2 1.382(4) . ?
O2 N7 1.246(4) . ?
O3 N7 1.243(4) . ?
N1 C1 1.319(5) . ?
N2 C4 1.298(5) . ?
N3 C1 1.357(5) . ?
N3 C2 1.341(5) . ?
N4 C2 1.400(5) . ?
N4 C3 1.313(5) . ?
N5 H5A 0.74(6) . ?
N5 H5B 0.91(6) . ?
N5 C2 1.333(5) . ?
N6 N7 1.345(5) . ?
N6 C3 1.362(5) . ?
C1 C4 1.425(5) . ?
C3 C4 1.456(5) . ?
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
N5 H5A O3 0.74(6) 2.25(6) 2.951(4) 159(6) 1_544 yes
N5 H5B O2 0.91(6) 2.15(6) 3.032(4) 163(5) 2_767 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
Cs1 O1 N1 Cs1 -44.6(6) . . . 2 ?
Cs1 O1 N1 C1 162.3(2) . . . . ?
Cs1 O1 N2 Cs1 17.2(5) . . . 2_566 ?
Cs1 O1 N2 C4 -158.2(2) . . . . ?
Cs1 O2 N7 Cs1 141.9(3) 2_666 . . 1_656 ?
Cs1 O2 N7 O3 -97.7(3) 2_666 . . . ?
Cs1 O2 N7 O3 120.4(3) 1_656 . . . ?
Cs1 O2 N7 N6 83.5(4) 2_666 . . . ?
Cs1 O2 N7 N6 -58.4(4) 1_656 . . . ?
Cs1 O3 N7 Cs1 -109.5(2) 2_566 . . 1_656 ?
Cs1 O3 N7 Cs1 -82.47(17) 1_666 . . 2_566 ?
Cs1 O3 N7 Cs1 168.05(13) 1_666 . . 1_656 ?
Cs1 O3 N7 O2 -170.5(3) 2_566 . . . ?
Cs1 O3 N7 O2 107.0(3) 1_666 . . . ?
Cs1 O3 N7 N6 -74.0(3) 1_666 . . . ?
Cs1 O3 N7 N6 8.4(3) 2_566 . . . ?
Cs1 N1 C1 N3 10.5(4) 2 . . . ?
Cs1 N1 C1 C4 -169.8(2) 2 . . . ?
Cs1 N2 C4 C1 -176.1(2) 2_566 . . . ?
Cs1 N2 C4 C3 2.2(5) 2_566 . . . ?
Cs1 N3 C1 Cs1 77.46(15) 1_655 . . 2 ?
Cs1 N3 C1 N1 -10.2(4) 2 . . . ?
Cs1 N3 C1 N1 67.3(4) 1_655 . . . ?
Cs1 N3 C1 C4 170.2(3) 2 . . . ?
Cs1 N3 C1 C4 -112.4(3) 1_655 . . . ?
Cs1 N3 C2 N4 -156.3(4) 2 . . . ?
Cs1 N3 C2 N4 121.1(4) 1_655 . . . ?
Cs1 N3 C2 N5 24.3(7) 2 . . . ?
Cs1 N3 C2 N5 -58.2(3) 1_655 . . . ?
Cs1 N4 C2 N3 120.8(4) 1_656 . . . ?
Cs1 N4 C2 N5 -59.8(3) 1_656 . . . ?
Cs1 N4 C3 N6 59.2(4) 1_656 . . . ?
Cs1 N4 C3 C4 -122.8(3) 1_656 . . . ?
Cs1 N6 N7 Cs1 129.61(10) 2_566 . . 1_656 ?
Cs1 N6 N7 O2 169.6(3) 2_566 . . . ?
Cs1 N6 N7 O3 -9.3(3) 2_566 . . . ?
Cs1 N6 C3 Cs1 -130.2(2) 2_566 . . 1_656 ?
Cs1 N6 C3 N4 -177.7(3) 2_566 . . . ?
Cs1 N6 C3 C4 4.2(4) 2_566 . . . ?
Cs1 C1 C4 N2 -43.2(12) 2 . . . ?
Cs1 C1 C4 C3 138.2(9) 2 . . . ?
Cs1 C3 C4 N2 105.9(4) 1_656 . . . ?
Cs1 C3 C4 C1 -75.9(4) 1_656 . . . ?
O1 N1 C1 Cs1 169.2(3) . . . 2 ?
O1 N1 C1 N3 179.7(3) . . . . ?
O1 N1 C1 C4 -0.6(4) . . . . ?
O1 N2 C4 C1 0.7(4) . . . . ?
O1 N2 C4 C3 178.9(4) . . . . ?
N1 O1 N2 Cs1 174.3(2) . . . 2_566 ?
N1 O1 N2 C4 -1.1(4) . . . . ?
N1 C1 C4 N2 0.0(4) . . . . ?
N1 C1 C4 C3 -178.6(3) . . . . ?
N2 O1 N1 Cs1 154.1(4) . . . 2 ?
N2 O1 N1 C1 1.0(4) . . . . ?
N3 C1 C4 N2 179.7(3) . . . . ?
N3 C1 C4 C3 1.1(5) . . . . ?
N4 C3 C4 N2 177.6(4) . . . . ?
N4 C3 C4 C1 -4.2(5) . . . . ?
N6 C3 C4 N2 -4.0(5) . . . . ?
N6 C3 C4 C1 174.2(3) . . . . ?
N7 N6 C3 Cs1 49.1(3) . . . 1_656 ?
N7 N6 C3 N4 1.6(6) . . . . ?
N7 N6 C3 C4 -176.4(3) . . . . ?
C1 N3 C2 N4 -4.2(5) . . . . ?
C1 N3 C2 N5 176.5(3) . . . . ?
C2 N3 C1 Cs1 -167.4(3) . . . 2 ?
C2 N3 C1 N1 -177.6(3) . . . . ?
C2 N3 C1 C4 2.8(5) . . . . ?
C2 N4 C3 Cs1 125.9(3) . . . 1_656 ?
C2 N4 C3 N6 -174.8(3) . . . . ?
C2 N4 C3 C4 3.2(5) . . . . ?
C3 N4 C2 N3 1.3(6) . . . . ?
C3 N4 C2 N5 -179.4(3) . . . . ?
C3 N6 N7 Cs1 -179.5(4) . . . 2_566 ?
C3 N6 N7 Cs1 -49.9(3) . . . 1_656 ?
C3 N6 N7 O2 -9.9(5) . . . . ?
C3 N6 N7 O3 171.2(3) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4.8703 0.2125 1.6928 -0.0162 0.0351 -0.9993
4.7839 0.0537 -1.4100 -0.0211 0.0550 0.9983
1.4088 -2.7222 -3.0523 0.3800 -0.9173 0.1193
0.0001 0.9995 -0.9997 0.2077 0.0881 0.0462
-0.0001 -0.9995 0.9997 -0.2077 -0.0881 -0.0462
-1.1964 5.1565 -2.6171 0.6884 0.7252 0.0089
