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#$Date: 2025-07-06 18:54:50 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300817 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/84/7718436.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_7718436
loop_
_publ_author_name
'Jiang, Xiu'e'
'Wang, Ruihui'
'Fan, Mingren'
'Song, Siwei'
'Wang, Yi'
'Zhang, Qinghua'
_publ_section_title
;
 Combination of 5-amino-4-nitro-1,2-dihydro-3H-pyrazol-3-one and
 azine frameworks for insensitive, heat-resistant energetic materials.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7056
_journal_page_last               7061
_journal_paper_doi               10.1039/d5dt00488h
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         '4(Cl H O4), 6(C8 H6 N12 O6), 10(H2 O)'
_chemical_formula_sum            'C48 H60 Cl4 N72 O62'
_chemical_formula_weight         2779.48
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-06-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-10-10 deposited with the CCDC.	2025-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                118.314(2)
_cell_angle_beta                 108.221(2)
_cell_angle_gamma                90.012(2)
_cell_formula_units_Z            1
_cell_length_a                   10.5731(5)
_cell_length_b                   16.0518(8)
_cell_length_c                   16.8857(13)
_cell_measurement_reflns_used    3626
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.46
_cell_measurement_theta_min      2.54
_cell_volume                     2358.3(3)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.0
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_unetI/netI     0.0844
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            24520
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.123
_diffrn_reflns_theta_max         25.123
_diffrn_reflns_theta_min         2.061
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5563
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1288 before and 0.0643 after correction. The Ratio of minimum to maximum transmission is 0.7463. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'clear whiteish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.957
_exptl_crystal_description       block
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.164
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     903
_refine_ls_number_reflns         8358
_refine_ls_number_restraints     341
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1720
_refine_ls_R_factor_gt           0.0872
_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)+(0.1031P)²+7.8452P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2110
_refine_ls_wR_factor_ref         0.2735
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3891
_reflns_number_total             8358
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt00488h2.cif
_cod_data_source_block           a
_cod_depositor_comments
'Adding full bibliography for 7718434--7718437.cif.'
_cod_original_cell_volume        2358.3(2)
_cod_database_code               7718436
_shelx_shelxl_version_number     2014/7
_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   0.972
_shelx_estimated_absorpt_t_min   0.961
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O8-H8
 0.88 with sigma of 0.02
 O22-H22
 0.88 with sigma of 0.02
 Cl00-H22
 2 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
O10 \\sim O10A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
O7A \\sim O7: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
O9 \\sim O9A: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
O8A \\sim O8: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C18) \\sim Ueq, Uanis(C24) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(O29) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(O31) \\sim Ueq, Uanis(O32) \\sim Ueq, Uanis(O33) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.01
Uanis(O10A) \\sim Ueq, Uanis(O10) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(O7A) \\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(O9) \\sim Ueq, Uanis(O9A) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(O8) \\sim Ueq, Uanis(O10) \\sim Ueq, Uanis(O7) \\sim Ueq, Uanis(O9) \\sim
Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(O8) \\sim Ueq, Uanis(O8A) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(O27) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
5. Others
 Fixed Sof: O10(0.8) O7(0.8) O8(0.8) O9(0.8) O30(0.5) H30A(0.5) H30B(0.5)
 O31(0.5) H31A(0.5) H31B(0.5) O32(0.5) H32C(0.5) H32D(0.5) O33(0.5) H33A(0.5)
 H33B(0.5) O10A(0.2) O7A(0.2) O9A(0.2) O8A(0.2)
6.a Riding coordinates:
 O27(H27C,H27D), O28(H28A,H28B), O29(H29A,H29B), O30(H30A,H30B), O31(H31A,
 H31B), O33(H33A,H33B)
6.b Free rotating group:
 O32(H32C,H32D)
6.c Aromatic/amide H refined with riding coordinates:
 N21(H21), N25(H25), N33(H33), N10(H10), N16(H16), N4(H4)
6.d X=CH2 refined with riding coordinates:
 N20(H20A,H20B), N27(H27A,H27B), N13(H13A,H13B), N2(H2A,H2B), N11(H11A,H11B),
 N32(H32A,H32B)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Cl00 Cl 0.08825(19) 0.33520(13) 0.66884(13) 0.0422(5) Uani 1 1 d D U . . .
Cl1 Cl 1.4234(2) 0.66856(12) 0.33608(14) 0.0453(5) Uani 1 1 d . U . . .
O5 O 0.6166(5) 0.9796(3) 0.2632(3) 0.0455(13) Uani 1 1 d . U . . .
O26 O 0.3561(5) 0.1498(3) 0.2366(3) 0.0437(12) Uani 1 1 d . U . . .
O16 O 0.6955(5) 0.7684(3) 0.9127(3) 0.0450(13) Uani 1 1 d . U . . .
O14 O 0.5108(5) 0.7166(4) 0.9795(4) 0.0468(13) Uani 1 1 d . U . . .
O15 O 0.3596(5) 0.5881(4) 0.8747(3) 0.0465(13) Uani 1 1 d . U . . .
N3 N 0.3693(5) 0.6838(3) 0.0967(4) 0.0280(12) Uani 1 1 d . U . . .
O4 O 0.3371(5) 0.9155(3) 0.1460(4) 0.0458(13) Uani 1 1 d . U . . .
O6 O 0.7225(5) 0.8736(3) 0.2885(4) 0.0477(13) Uani 1 1 d . U . . .
O25 O 0.1553(5) 0.2614(3) 0.2846(4) 0.0473(13) Uani 1 1 d . U . . .
O3 O 0.1581(5) 0.0895(3) -0.1461(4) 0.0489(14) Uani 1 1 d . U . . .
N23 N 1.0839(5) 0.9404(4) 0.4642(4) 0.0329(13) Uani 1 1 d . U . . .
O18 O 1.3646(5) 0.7070(4) 0.5798(5) 0.0600(16) Uani 1 1 d . U . . .
O24 O 0.1217(5) 0.2848(3) 0.4136(4) 0.0465(13) Uani 1 1 d . U . . .
O12 O 1.0072(5) 0.2899(4) 0.0258(4) 0.0503(14) Uani 1 1 d . U . . .
O2 O -0.2272(6) 0.1309(4) -0.2896(4) 0.0606(16) Uani 1 1 d . U . . .
O17 O 1.3430(5) 0.7359(4) 0.7136(4) 0.0584(16) Uani 1 1 d . U . . .
N22 N 1.1150(5) 0.9037(4) 0.5855(4) 0.0306(13) Uani 1 1 d . U . . .
O13 O 0.8167(5) 0.2361(4) 0.0865(3) 0.0501(14) Uani 1 1 d . U . . .
N8 N 0.1150(5) 0.4788(4) -0.0581(4) 0.0330(13) Uani 1 1 d . U . . .
O11 O 1.1497(6) 0.4236(4) 0.1320(4) 0.0586(16) Uani 1 1 d . U . . .
N34 N 0.3856(5) 0.0980(4) 0.4157(4) 0.0319(13) Uani 1 1 d . U . . .
O19 O 1.1558(5) 0.8574(4) 0.7708(4) 0.0519(14) Uani 1 1 d . U . . .
N17 N 0.8987(5) 0.4236(4) 0.4313(4) 0.0324(13) Uani 1 1 d . U . . .
N18 N 0.9063(5) 0.4660(4) 0.5221(4) 0.0342(14) Uani 1 1 d . U . . .
N21 N 1.0829(5) 0.9115(4) 0.6625(4) 0.0341(13) Uani 1 1 d . U . . .
H21 H 1.0238 0.9447 0.6848 0.041 Uiso 1 1 calc R . . . .
N24 N 1.0256(5) 0.9883(4) 0.4209(4) 0.0315(13) Uani 1 1 d . U . . .
N15 N 0.9839(5) 0.4165(4) 0.3190(4) 0.0307(12) Uani 1 1 d . U . . .
N25 N 0.6303(5) 0.6610(4) 0.7515(4) 0.0358(13) Uani 1 1 d . U . . .
H25 H 0.6964 0.6813 0.7401 0.043 Uiso 1 1 calc R . . . .
N33 N 0.4240(5) 0.0931(4) 0.3416(4) 0.0347(13) Uani 1 1 d . U . . .
H33 H 0.4862 0.0622 0.3214 0.042 Uiso 1 1 calc R . . . .
N20 N 1.2506(6) 0.8171(4) 0.4967(4) 0.0428(15) Uani 1 1 d . U . . .
H20A H 1.2256 0.8422 0.4590 0.051 Uiso 1 1 calc R . . . .
H20B H 1.3072 0.7762 0.4876 0.051 Uiso 1 1 calc R . . . .
N10 N 0.2030(6) 0.2505(4) -0.0922(4) 0.0376(14) Uani 1 1 d . U . . .
H10 H 0.2905 0.2606 -0.0608 0.045 Uiso 1 1 calc R . . . .
N1 N 0.6194(6) 0.8970(4) 0.2499(4) 0.0353(13) Uani 1 1 d . U . . .
N26 N 0.5222(6) 0.5854(4) 0.6824(4) 0.0319(13) Uani 1 1 d . U . . .
O20 O 0.1828(6) 0.4146(4) 0.7557(4) 0.0592(16) Uani 1 1 d . U . . .
O1 O -0.1195(6) 0.0270(4) -0.2622(4) 0.0571(16) Uani 1 1 d . U . . .
N36 N 0.4671(5) 0.0053(4) 0.5740(4) 0.0342(14) Uani 1 1 d . U . . .
N28 N 0.4071(5) 0.4670(4) 0.5240(4) 0.0345(13) Uani 1 1 d . U . . .
N30 N 0.4563(6) 0.6482(4) 0.8968(4) 0.0393(14) Uani 1 1 d . U . . .
N27 N 0.3368(6) 0.5027(4) 0.6821(4) 0.0399(15) Uani 1 1 d . U . . .
H27A H 0.3096 0.4652 0.6193 0.048 Uiso 1 1 calc R . . . .
H27B H 0.2911 0.4956 0.7147 0.048 Uiso 1 1 calc R . . . .
N13 N 1.1703(6) 0.5033(4) 0.3236(4) 0.0392(14) Uani 1 1 d . U . . .
H13A H 1.1948 0.5403 0.3863 0.047 Uiso 1 1 calc R . . . .
H13B H 1.2175 0.5121 0.2927 0.047 Uiso 1 1 calc R . . . .
N16 N 0.8775(6) 0.3402(4) 0.2481(4) 0.0351(13) Uani 1 1 d . U . . .
H16 H 0.8110 0.3180 0.2578 0.042 Uiso 1 1 calc R . . . .
N7 N 0.1777(5) 0.5702(4) -0.0098(4) 0.0332(13) Uani 1 1 d . U . . .
N4 N 0.2920(6) 0.7529(3) 0.0895(4) 0.0326(13) Uani 1 1 d . U . . .
H4 H 0.2049 0.7414 0.0564 0.039 Uiso 1 1 calc R . . . .
N35 N 0.4079(5) 0.0540(4) 0.5319(4) 0.0343(14) Uani 1 1 d . U . . .
N29 N 0.3982(5) 0.4237(4) 0.4331(4) 0.0358(14) Uani 1 1 d . U . . .
N9 N 0.1287(5) 0.3209(4) -0.0980(4) 0.0326(13) Uani 1 1 d . U . . .
N6 N 0.3209(5) 0.4341(4) 0.0063(4) 0.0336(13) Uani 1 1 d . U . . .
N14 N 1.0564(6) 0.3604(5) 0.1086(4) 0.0404(15) Uani 1 1 d . U . . .
N5 N 0.3819(5) 0.5252(4) 0.0555(4) 0.0347(14) Uani 1 1 d . U . . .
N2 N 0.5942(5) 0.6818(4) 0.1803(4) 0.0395(15) Uani 1 1 d . U . . .
H2A H 0.5755 0.6191 0.1552 0.047 Uiso 1 1 calc R . . . .
H2B H 0.6763 0.7134 0.2201 0.047 Uiso 1 1 calc R . . . .
N12 N -0.1240(7) 0.1093(4) -0.2496(5) 0.0475(16) Uani 1 1 d . U . . .
N31 N 0.1772(6) 0.2470(4) 0.3537(4) 0.0365(14) Uani 1 1 d . U . . .
N19 N 1.3158(6) 0.7484(4) 0.6435(5) 0.0466(16) Uani 1 1 d . U . . .
O23 O 0.1300(6) 0.2473(4) 0.6607(4) 0.0621(16) Uani 1 1 d . U . . .
O22 O 0.0915(6) 0.3415(4) 0.5878(4) 0.0653(17) Uani 1 1 d D U . . .
C12 C 0.9929(6) 0.4600(5) 0.4139(4) 0.0281(14) Uani 1 1 d . U . . .
N11 N -0.0988(6) 0.3236(4) -0.1791(4) 0.0413(15) Uani 1 1 d . U . . .
H11A H -0.0808 0.3863 -0.1542 0.050 Uiso 1 1 calc R . . . .
H11B H -0.1810 0.2917 -0.2181 0.050 Uiso 1 1 calc R . . . .
N32 N 0.2384(5) 0.1754(4) 0.4967(4) 0.0358(14) Uani 1 1 d . U . . .
H32A H 0.2636 0.1509 0.5349 0.043 Uiso 1 1 calc R . . . .
H32B H 0.1776 0.2132 0.5028 0.043 Uiso 1 1 calc R . . . .
C4 C 0.3075(6) 0.5889(4) 0.0457(5) 0.0295(15) Uani 1 1 d . U . . .
C21 C 0.3477(7) 0.1448(5) 0.3062(5) 0.0357(16) Uani 1 1 d . U . . .
C3 C 0.4996(6) 0.7282(5) 0.1582(4) 0.0297(14) Uani 1 1 d . U . . .
C5 C 0.1901(7) 0.4158(4) -0.0470(4) 0.0296(15) Uani 1 1 d . U . . .
C16 C 1.0560(6) 0.9542(4) 0.5406(5) 0.0271(14) Uani 1 1 d . U . . .
C6 C -0.0039(7) 0.2782(5) -0.1583(5) 0.0318(15) Uani 1 1 d . U . . .
C10 C 1.0066(7) 0.3680(5) 0.1787(5) 0.0331(15) Uani 1 1 d . U . . .
C24 C 0.4440(6) 0.0468(5) 0.4606(5) 0.0325(15) Uani 1 1 d . U . . .
C17 C 0.4455(7) 0.5693(5) 0.7273(5) 0.0316(15) Uani 1 1 d . U . . .
C15 C 1.2037(7) 0.8405(5) 0.5662(5) 0.0364(16) Uani 1 1 d . U . . .
C2 C 0.5043(7) 0.8257(4) 0.1886(4) 0.0305(15) Uani 1 1 d . U . . .
C20 C 0.5048(7) 0.6388(5) 0.8253(5) 0.0325(15) Uani 1 1 d . U . . .
C1 C 0.3757(7) 0.8418(5) 0.1432(5) 0.0348(16) Uani 1 1 d . U . . .
C19 C 0.6173(7) 0.6981(5) 0.8391(5) 0.0345(16) Uani 1 1 d . U . . .
C14 C 1.2297(7) 0.8113(5) 0.6357(5) 0.0384(16) Uani 1 1 d . U . . .
C18 C 0.5089(7) 0.5405(5) 0.5872(5) 0.0310(15) Uani 1 1 d . U . . .
C9 C 0.8938(7) 0.3060(5) 0.1615(5) 0.0354(16) Uani 1 1 d . U . . .
C22 C 0.2701(7) 0.1876(4) 0.3650(5) 0.0331(15) Uani 1 1 d . U . . .
C11 C 1.0644(7) 0.4357(5) 0.2765(5) 0.0301(14) Uani 1 1 d . U . . .
O21 O -0.0429(6) 0.3374(6) 0.6726(5) 0.092(2) Uani 1 1 d . U . . .
C8 C 0.1181(8) 0.1636(5) -0.1432(5) 0.0388(17) Uani 1 1 d . U . . .
C23 C 0.2908(6) 0.1557(4) 0.4313(5) 0.0297(14) Uani 1 1 d . U . . .
C7 C -0.0083(7) 0.1799(5) -0.1875(5) 0.0382(16) Uani 1 1 d . U . . .
C13 C 1.1582(7) 0.8588(5) 0.6979(5) 0.0394(17) Uani 1 1 d . U . . .
O10 O 1.4072(7) 0.6619(4) 0.4162(4) 0.0494(16) Uani 0.8 1 d . U P A 1
O7 O 1.3326(7) 0.5883(4) 0.2489(4) 0.0505(17) Uani 0.8 1 d . U P A 1
O8 O 1.3739(7) 0.7548(5) 0.3419(5) 0.0519(17) Uani 0.8 1 d D U P A 1
O9 O 1.5543(7) 0.6702(6) 0.3413(6) 0.077(2) Uani 0.8 1 d . U P A 1
O27 O 0.3954(8) 0.0661(5) -0.0614(6) 0.113(3) Uani 1 1 d . U . . .
H27C H 0.4737 0.1061 -0.0246 0.170 Uiso 1 1 d R . . . .
H27D H 0.3362 0.0730 -0.1061 0.170 Uiso 1 1 d R . . . .
O28 O 0.9964(10) 0.9348(8) 0.8631(8) 0.168(4) Uani 1 1 d . U . . .
H28A H 0.9625 0.8968 0.8734 0.251 Uiso 1 1 d R . . . .
H28B H 0.9772 0.9667 0.8397 0.251 Uiso 1 1 d R . . . .
O29 O 0.9157(10) 0.8753(6) 0.9450(7) 0.152(4) Uani 1 1 d . U . . .
H29A H 0.8385 0.9051 0.9486 0.228 Uiso 1 1 d R . . . .
H29B H 0.8776 0.8222 0.9364 0.228 Uiso 1 1 d R . . . .
O30 O 0.6052(12) 0.1417(9) 0.0682(8) 0.076(4) Uani 0.5 1 d . U P . .
H30A H 0.6903 0.1392 0.0767 0.114 Uiso 0.5 1 d R . P . .
H30B H 0.5680 0.1431 0.1103 0.114 Uiso 0.5 1 d R . P . .
O31 O 0.4964(13) 0.0688(9) 0.1256(8) 0.082(4) Uani 0.5 1 d . U P . .
H31A H 0.4638 0.0897 0.1717 0.123 Uiso 0.5 1 d R . P . .
H31B H 0.4688 0.0671 0.0749 0.123 Uiso 0.5 1 d R . P . .
O32 O 0.9110(16) 1.0527(11) 0.9191(11) 0.097(5) Uani 0.5 1 d . U P . .
H32C H 0.8741 1.0523 0.9583 0.145 Uiso 0.5 1 d G . P . .
H32D H 0.9042 1.1058 0.9173 0.145 Uiso 0.5 1 d G . P . .
O33 O 0.7466(13) 1.0224(11) 0.9905(12) 0.108(5) Uani 0.5 1 d . U P . .
H33A H 0.6868 1.0284 1.0177 0.162 Uiso 0.5 1 d R . P . .
H33B H 0.7020 0.9842 0.9295 0.162 Uiso 0.5 1 d R . P . .
O10A O 1.528(3) 0.6560(16) 0.4161(17) 0.045(5) Uani 0.2 1 d . U P A 2
O7A O 1.442(3) 0.5861(17) 0.2421(18) 0.047(5) Uani 0.2 1 d . U P A 2
O9A O 1.495(3) 0.7573(17) 0.3456(17) 0.045(5) Uani 0.2 1 d . U P A 2
O8A O 1.307(3) 0.6622(18) 0.3313(19) 0.051(5) Uani 0.2 1 d . U P A 2
H22 H 0.04(3) 0.38(3) 0.57(2) 1.2(6) Uiso 1 1 d D . . . .
H8 H 1.319(14) 0.797(10) 0.344(13) 0.27(10) Uiso 1 1 d D . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
O O 0.0106 0.0060 '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
O23 Cl00 O20 108.4(3) . . ?
O22 Cl00 O20 109.1(3) . . ?
O22 Cl00 O23 108.8(4) . . ?
O21 Cl00 O20 110.0(4) . . ?
O21 Cl00 O23 110.1(4) . . ?
O21 Cl00 O22 110.5(4) . . ?
O7 Cl1 O10 106.9(4) . . ?
O7 Cl1 O8 107.0(4) . . ?
O8 Cl1 O10 105.9(4) . . ?
O9 Cl1 O10 111.0(5) . . ?
O9 Cl1 O7 112.7(5) . . ?
O9 Cl1 O8 112.9(5) . . ?
O10A Cl1 O7A 101.6(13) . . ?
O9A Cl1 O10A 102.4(13) . . ?
O9A Cl1 O7A 100.8(14) . . ?
O8A Cl1 O10A 116.7(16) . . ?
O8A Cl1 O7A 112.0(16) . . ?
O8A Cl1 O9A 120.7(16) . . ?
C4 N3 N4 118.7(5) . . ?
C3 N3 N4 109.7(5) . . ?
C3 N3 C4 131.6(6) . . ?
N24 N23 C16 117.1(5) . . ?
C16 N22 N21 119.7(5) . . ?
C15 N22 N21 109.5(5) . . ?
C15 N22 C16 130.7(6) . . ?
C5 N8 N7 116.2(5) . . ?
C24 N34 N33 119.1(5) . . ?
C23 N34 N33 110.7(5) . . ?
C23 N34 C24 130.2(6) . . ?
N18 N17 C12 116.1(5) . . ?
N17 N18 C12 116.9(5) . 2_766 ?
C13 N21 N22 109.1(6) . . ?
N23 N24 C16 115.9(5) . 2_776 ?
C12 N15 N16 119.5(5) . . ?
C12 N15 C11 130.9(6) . . ?
C11 N15 N16 109.6(5) . . ?
C19 N25 N26 109.4(5) . . ?
C21 N33 N34 107.8(5) . . ?
C8 N10 N9 109.2(6) . . ?
O5 N1 O6 122.4(6) . . ?
O5 N1 C2 120.0(6) . . ?
O6 N1 C2 117.6(6) . . ?
C17 N26 N25 109.0(5) . . ?
C17 N26 C18 131.0(6) . . ?
C18 N26 N25 120.1(5) . . ?
N35 N36 C24 116.7(5) . 2_656 ?
N29 N28 C18 117.1(5) . . ?
O14 N30 O15 122.4(6) . . ?
O14 N30 C20 118.8(6) . . ?
O15 N30 C20 118.8(6) . . ?
C9 N16 N15 108.8(5) . . ?
C4 N7 N8 116.8(5) . . ?
C1 N4 N3 108.6(5) . . ?
N36 N35 C24 116.3(5) . . ?
N28 N29 C18 116.8(6) . 2_666 ?
C5 N9 N10 120.2(5) . . ?
C5 N9 C6 130.3(6) . . ?
C6 N9 N10 109.5(5) . . ?
N5 N6 C5 116.4(5) . . ?
O12 N14 C10 119.0(6) . . ?
O11 N14 O12 122.7(6) . . ?
O11 N14 C10 118.4(6) . . ?
N6 N5 C4 117.0(5) . . ?
O2 N12 O1 122.3(6) . . ?
O2 N12 C7 119.3(7) . . ?
O1 N12 C7 118.4(7) . . ?
O25 N31 C22 119.0(6) . . ?
O24 N31 O25 122.2(5) . . ?
O24 N31 C22 118.9(6) . . ?
O18 N19 C14 118.2(7) . . ?
O17 N19 O18 122.0(6) . . ?
O17 N19 C14 119.7(7) . . ?
N17 C12 N18 127.0(6) . 2_766 ?
N17 C12 N15 116.1(6) . . ?
N18 C12 N15 116.9(6) 2_766 . ?
N7 C4 N3 115.9(6) . . ?
N5 C4 N3 117.6(6) . . ?
N5 C4 N7 126.5(6) . . ?
O26 C21 N33 122.0(7) . . ?
O26 C21 C22 131.7(6) . . ?
N33 C21 C22 106.3(6) . . ?
N3 C3 C2 106.2(6) . . ?
N2 C3 N3 123.3(6) . . ?
N2 C3 C2 130.5(6) . . ?
N8 C5 N9 117.2(6) . . ?
N8 C5 N6 127.1(6) . . ?
N6 C5 N9 115.6(6) . . ?
N23 C16 N22 117.6(6) . . ?
N23 C16 N24 127.0(6) . 2_776 ?
N24 C16 N22 115.5(6) 2_776 . ?
N9 C6 C7 104.7(6) . . ?
N11 C6 N9 124.9(6) . . ?
N11 C6 C7 130.3(6) . . ?
N14 C10 C9 125.0(7) . . ?
N14 C10 C11 124.6(6) . . ?
C11 C10 C9 110.3(6) . . ?
N36 C24 N34 115.0(6) 2_656 . ?
N35 C24 N34 118.0(6) . . ?
N35 C24 N36 127.0(6) . 2_656 ?
N26 C17 C20 106.1(6) . . ?
N27 C17 N26 123.9(6) . . ?
N27 C17 C20 130.1(6) . . ?
N22 C15 C14 105.7(6) . . ?
N20 C15 N22 123.8(6) . . ?
N20 C15 C14 130.5(7) . . ?
N1 C2 C1 124.5(6) . . ?
C3 C2 N1 125.3(6) . . ?
C3 C2 C1 110.0(6) . . ?
N30 C20 C17 124.6(6) . . ?
N30 C20 C19 125.9(7) . . ?
C17 C20 C19 109.5(6) . . ?
O4 C1 N4 123.0(6) . . ?
O4 C1 C2 131.6(6) . . ?
N4 C1 C2 105.3(6) . . ?
O16 C19 N25 123.3(6) . . ?
O16 C19 C20 130.8(7) . . ?
N25 C19 C20 105.9(6) . . ?
N19 C14 C15 125.1(7) . . ?
N19 C14 C13 125.4(7) . . ?
C13 C14 C15 109.5(6) . . ?
N28 C18 N26 118.3(6) . . ?
N28 C18 N29 126.1(6) . 2_666 ?
N29 C18 N26 115.6(6) 2_666 . ?
O13 C9 N16 122.7(7) . . ?
O13 C9 C10 131.3(7) . . ?
N16 C9 C10 105.9(6) . . ?
N31 C22 C21 125.2(6) . . ?
C23 C22 N31 124.6(6) . . ?
C23 C22 C21 110.0(6) . . ?
N15 C11 C10 105.1(6) . . ?
N13 C11 N15 124.1(6) . . ?
N13 C11 C10 130.8(6) . . ?
O3 C8 N10 122.0(7) . . ?
O3 C8 C7 132.2(7) . . ?
N10 C8 C7 105.8(6) . . ?
N34 C23 C22 105.0(6) . . ?
N32 C23 N34 124.7(6) . . ?
N32 C23 C22 130.3(6) . . ?
N12 C7 C6 124.3(7) . . ?
N12 C7 C8 125.1(7) . . ?
C8 C7 C6 110.6(6) . . ?
O19 C13 N21 122.9(7) . . ?
O19 C13 C14 131.1(7) . . ?
N21 C13 C14 106.0(6) . . ?
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
Cl00 O20 1.444(5) . ?
Cl00 O23 1.436(5) . ?
Cl00 O22 1.429(5) . ?
Cl00 O21 1.407(6) . ?
Cl1 O10 1.467(7) . ?
Cl1 O7 1.437(6) . ?
Cl1 O8 1.450(7) . ?
Cl1 O9 1.359(7) . ?
Cl1 O10A 1.55(2) . ?
Cl1 O7A 1.59(2) . ?
Cl1 O9A 1.53(2) . ?
Cl1 O8A 1.21(3) . ?
O5 N1 1.237(7) . ?
O26 C21 1.246(8) . ?
O16 C19 1.236(8) . ?
O14 N30 1.238(7) . ?
O15 N30 1.239(7) . ?
N3 N4 1.406(7) . ?
N3 C4 1.376(8) . ?
N3 C3 1.373(8) . ?
O4 C1 1.235(8) . ?
O6 N1 1.242(7) . ?
O25 N31 1.247(7) . ?
O3 C8 1.246(8) . ?
N23 N24 1.325(7) . ?
N23 C16 1.329(8) . ?
O18 N19 1.239(8) . ?
O24 N31 1.235(7) . ?
O12 N14 1.245(7) . ?
O2 N12 1.236(8) . ?
O17 N19 1.238(8) . ?
N22 N21 1.394(7) . ?
N22 C16 1.382(7) . ?
N22 C15 1.376(8) . ?
O13 C9 1.239(8) . ?
N8 N7 1.335(7) . ?
N8 C5 1.333(8) . ?
O11 N14 1.239(8) . ?
N34 N33 1.400(7) . ?
N34 C24 1.389(8) . ?
N34 C23 1.366(8) . ?
O19 C13 1.250(8) . ?
N17 N18 1.324(7) . ?
N17 C12 1.328(8) . ?
N18 C12 1.333(8) 2_766 ?
N21 C13 1.374(8) . ?
N24 C16 1.342(8) 2_776 ?
N15 N16 1.402(7) . ?
N15 C12 1.382(8) . ?
N15 C11 1.387(8) . ?
N25 N26 1.401(7) . ?
N25 C19 1.361(8) . ?
N33 C21 1.366(8) . ?
N20 C15 1.308(9) . ?
N10 N9 1.400(7) . ?
N10 C8 1.368(8) . ?
N1 C2 1.396(8) . ?
N26 C17 1.367(8) . ?
N26 C18 1.371(8) . ?
O1 N12 1.239(8) . ?
N36 N35 1.326(7) . ?
N36 C24 1.342(8) 2_656 ?
N28 N29 1.321(7) . ?
N28 C18 1.332(8) . ?
N30 C20 1.399(8) . ?
N27 C17 1.313(8) . ?
N13 C11 1.300(8) . ?
N16 C9 1.366(8) . ?
N7 C4 1.334(8) . ?
N4 C1 1.384(8) . ?
N35 C24 1.329(8) . ?
N29 C18 1.345(8) 2_666 ?
N9 C5 1.375(8) . ?
N9 C6 1.384(8) . ?
N6 N5 1.325(7) . ?
N6 C5 1.334(8) . ?
N14 C10 1.394(8) . ?
N5 C4 1.332(8) . ?
N2 C3 1.314(8) . ?
N12 C7 1.396(9) . ?
N31 C22 1.402(8) . ?
N19 C14 1.385(8) . ?
C12 N18 1.333(8) 2_766 ?
N11 C6 1.298(8) . ?
N32 C23 1.295(8) . ?
C21 C22 1.411(9) . ?
C3 C2 1.392(9) . ?
C16 N24 1.342(8) 2_776 ?
C6 C7 1.408(9) . ?
C10 C9 1.417(9) . ?
C10 C11 1.396(9) . ?
C24 N36 1.342(8) 2_656 ?
C17 C20 1.406(9) . ?
C15 C14 1.412(9) . ?
C2 C1 1.428(9) . ?
C20 C19 1.411(9) . ?
C14 C13 1.411(10) . ?
C18 N29 1.345(8) 2_666 ?
C22 C23 1.398(9) . ?
C8 C7 1.405(10) . ?
