Discovery strategy leads to the first melt-castable cocrystal based on an energetic oxidizing salt
Bellas, Michael K.; Matzger, Adam J.; Chemical Science 13 (2022) 12100–12106; doi:10.1039/D2SC03015B

data_1567754
_publ_section_title
;
 Discovery strategy leads to the first melt-castable cocrystal based on an
 energetic oxidizing salt
;
_journal_issue                   41
_journal_name_full               'Chemical Science'
_journal_page_first              12100
_journal_page_last               12106
_journal_paper_doi               10.1039/D2SC03015B
_journal_volume                  13
_journal_year                    2022
_chemical_formula_moiety         'F6 P, C H4 N2 O, H4 N'
_chemical_formula_sum            'C H8 F6 N3 O P'
_chemical_formula_weight         223.07
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-09-10
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.03.28 svn.rd84adfe8 for Rigaku Oxford Diffraction, GUI svn.r6032)
;
_audit_update_record
;
2022-05-30 deposited with the CCDC.	2022-09-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.67243(12)
_cell_length_b                   8.07957(12)
_cell_length_c                   24.2351(4)
_cell_measurement_reflns_used    6746
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.2830
_cell_measurement_theta_min      3.6500
_cell_volume                     1502.33(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.5a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.5a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.5a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     63.00 120.00   0.50    0.06    --   47.82 137.00  67.00  114
  2  \w   -130.00 -33.00   0.50    0.24    -- -106.00 143.00 -25.00  194
  3  \w   -121.00 -33.00   0.50    0.24    -- -106.00 132.00-108.00  176
  4  \w   -155.00 -33.00   0.50    0.24    -- -106.00   4.00  55.00  244
  5  \w    -25.00  60.00   0.50    0.06    --   47.82 -37.00-180.00  170
  6  \w    -23.00  63.00   0.50    0.06    --   47.82 -57.00-180.00  172
  7  \w     36.00 121.00   0.50    0.06    --   47.82  37.00 -90.00  170
  8  \w     71.00 120.00   0.50    0.06    --   47.82 125.00  30.00   98
  9  \w    -69.00 -33.00   0.50    0.24    -- -106.00  37.00-150.00   72
 10  \w   -106.00 -33.00   0.50    0.24    -- -106.00  57.00 -60.00  146
 11  \w    -76.00 -30.00   0.50    0.24    -- -106.00  19.00 -60.00   92
 12  \w    -76.00 -30.00   0.50    0.24    -- -106.00  19.00-180.00   92
 13  \w     35.00 117.00   0.50    0.24    --  107.75-125.00 -60.00  164
 14  \w     35.00  69.00   0.50    0.24    --  107.75 -37.00 -60.00   68
 15  \w     35.00 109.00   0.50    0.24    --  107.75 -99.00-180.00  148
 16  \w     32.00  76.00   0.50    0.24    --  107.75 -19.00 -60.00   88
 17  \w     25.00 120.00   0.50    0.06    --   47.82  77.00 150.00  190
 18  \w     33.00 119.00   0.50    0.06    --   47.82  57.00  60.00  172
 19  \w     33.00 119.00   0.50    0.06    --   47.82  57.00 -30.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1188469000
_diffrn_orient_matrix_UB_12      -0.1534015000
_diffrn_orient_matrix_UB_13      -0.0032790000
_diffrn_orient_matrix_UB_21      0.1615143000
_diffrn_orient_matrix_UB_22      -0.1131978000
_diffrn_orient_matrix_UB_23      0.0020486000
_diffrn_orient_matrix_UB_31      -0.0114273000
_diffrn_orient_matrix_UB_32      -0.0041824000
_diffrn_orient_matrix_UB_33      0.0634245000
_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  0.0549
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12300
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.556
_diffrn_reflns_theta_max         66.556
_diffrn_reflns_theta_min         3.648
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.146
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.5a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.973
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.182
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.037
_refine_diff_density_max         0.651
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         1324
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0339
_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/[\s^2^(Fo^2^)+(0.0548P)^2^+1.3927P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0942
_refine_ls_wR_factor_ref         0.0964
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1232
_reflns_number_total             1324
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc03015b2.cif
_cod_data_source_block           AH-Urea_100K
_cod_depositor_comments
'Adding full bibliography for 1567748--1567754.cif.'
_cod_database_code               1567754
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
2.a X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
;
_shelx_res_checksum              72098
_olex2_exptl_crystal_mounting_method 'MiTeGen with Mineral Oil'
_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 1.759
_oxdiff_exptl_absorpt_empirical_full_min 0.592