Unanticipated formation of a novel octaazacyclodecane ring upon oxidation of a 1,1-bis-urazole
Breton, Gary W.; Martin, Kenneth L.; Acta Crystallographica Section C 74 (2018) 558–563; doi:10.1107/S2053229618005211

data_2021146
_publ_section_title
;
 Unanticipated formation of a novel octaazacyclodecane ring upon oxidation
 of a 1,1-bis-urazole
;
_journal_coeditor_code           FN3261
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              558
_journal_page_last               563
_journal_paper_doi               10.1107/S2053229618005211
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C42 H32 N12 O12'
_chemical_formula_moiety         'C42 H32 N12 O12'
_chemical_formula_sum            'C42 H32 N12 O12'
_chemical_formula_weight         896.79
_chemical_melting_point          153
_chemical_name_common            octaazacyclodecane
_chemical_name_systematic
7,7,18,18-Tetraacetyl-4,10,15,21-tetraphenyl-1,2,4,6,8,10,12,13,15,17,19,21-dodecaazapentacyclo[17.3.0.02,6.08,12.013,17]docosan-3,5,9,11,14,16,20,22-octone
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                92.862(2)
_cell_angle_beta                 105.149(2)
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_cell_formula_units_Z            2
_cell_length_a                   11.4603(12)
_cell_length_b                   11.6052(13)
_cell_length_c                   16.3587(18)
_cell_measurement_reflns_used    9916
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      31.11
_cell_measurement_theta_min      2.29
_cell_volume                     2074.1(4)
_computing_cell_refinement
;
SAINT (Bruker, 2013)
;
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_data_reduction
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SAINT (Bruker, 2013)
;
_computing_molecular_graphics
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shelXle (H\"ubschle <i>et al.</i>,  2011)
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shelXle (H\"ubschle <i>et al.</i>,  2011)
;
_computing_structure_refinement
;
SHELXL2017 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXS2013 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            39079
_diffrn_reflns_theta_full        31.06
_diffrn_reflns_theta_max         31.06
_diffrn_reflns_theta_min         1.295
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2014)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.709
_exptl_crystal_size_mid          0.624
_exptl_crystal_size_min          0.489
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.283
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     723
_refine_ls_number_reflns         13178
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0548
_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/[\s^2^(Fo^2^)+(0.0653P)^2^+1.4448P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1435
_reflns_number_gt                10248
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_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            fn3261sup1.cif
_cod_data_source_block           I
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_shelx_hkl_checksum              95741
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