A molecular recognition platform for the simultaneous sensing of diverse chemical weapons
Zeng, Lintao; Chen, Tianhong; Zhu, Beitong; Koo, Seyoung; Tang, Yonghe; Lin, Weiying; James, Tony D.; Kim, Jong Seung; Chemical Science  (2022) –; doi:10.1039/D2SC00299J

data_1566693
_publ_section_title
;
 A molecular recognition platform for the simultaneous sensing of diverse
 chemical weapons
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC00299J
_journal_year                    2022
_chemical_formula_moiety         'C16 H17 B F2 N4 O'
_chemical_formula_sum            'C16 H17 B F2 N4 O'
_chemical_formula_weight         330.14
_chemical_name_common            BODIPY-ICO
_chemical_name_systematic
1-(5,5-difluoro-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-10-yl)octahydro-2H-benzo[d]imidazol-2-one
_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
_audit_creation_date             2021-06-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-07-06 deposited with the CCDC.	2022-03-04 downloaded from the CCDC.
;
_cell_angle_alpha                93.651(2)
_cell_angle_beta                 101.649(2)
_cell_angle_gamma                97.353(2)
_cell_formula_units_Z            2
_cell_length_a                   6.9141(2)
_cell_length_b                   9.2485(2)
_cell_length_c                   12.7582(2)
_cell_measurement_reflns_used    6188
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      78.3450
_cell_measurement_theta_min      4.8630
_cell_volume                     789.08(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.957
_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    -29.00  13.00   0.50    0.50    --    0.00  37.00-120.00   84
  2  \w     33.00  89.00   0.50    0.50    --    0.00  77.00 -60.00  112
  3  \w     -6.00  20.00   0.50    0.50    --    0.00 -57.00-120.00   52
  4  \w     52.00  88.00   0.50    0.50    --    0.00  37.00-120.00   72
  5  \w    -34.00  19.00   0.50    0.50    --    0.00  77.00 -60.00  106
  6  \w    -86.00 -51.00   0.50    0.50    --    0.00 -57.00-120.00   70
  7  \w    155.00 196.00   0.50    1.00    --  106.20  82.00-120.00   82
  8  \w     21.00 131.00   0.50    1.00    --  106.20 -82.00-180.00  220
  9  \w     83.00 127.00   0.50    1.00    --  106.20 -82.00  60.00   88
 10  \w     89.00 126.00   0.50    1.00    --  106.20 -61.00  60.00   74
 11  \w     77.00 188.00   0.50    1.00    --  106.20  30.00   0.00  222
 12  \w    106.00 131.00   0.50    1.00    --  106.20 -82.00  90.00   50
 13  \w     79.00 138.00   0.50    1.00    --  106.20 -82.00 -60.00  118
 14  \w     88.00 142.00   0.50    1.00    --  106.20 -82.00-120.00  108
 15  \w     17.00  72.00   0.50    1.00    --  106.20 -61.00  60.00  110
 16  \w    154.00 193.00   0.50    1.00    --  106.20  82.00  90.00   78
 17  \w    122.00 148.00   0.50    1.00    --  106.20  45.00 150.00   52
 18  \w     79.00 109.00   0.50    1.00    --  106.20  45.00 150.00   60
 19  \w    163.00 196.00   0.50    1.00    --  106.20  45.00 150.00   66
 20  \w     31.00 134.00   0.50    1.00    --  106.20 -61.00-180.00  206
 21  \w     75.00 196.00   0.50    1.00    --  106.20  30.00 -90.00  242
 22  \w     84.00 118.00   0.50    1.00    --  106.20 -82.00   0.00   68
 23  \w    115.00 149.00   0.50    1.00    --  106.20  30.00  90.00   68
 24  \w    159.00 191.00   0.50    1.00    --  106.20  30.00  90.00   64
 25  \w     45.00  80.00   0.50    1.00    --  106.20 -82.00   0.00   70
 26  \w     85.00 122.00   0.50    1.00    --  106.20  82.00-120.00   74
 27  \w     71.00 124.00   0.50    1.00    --  106.20  82.00  90.00  106
 28  \w     20.00  61.00   0.50    1.00    --  106.20 -82.00  60.00   82
 29  \w     87.00 142.00   0.50    1.00    --  106.20  30.00  30.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1714511000
_diffrn_orient_matrix_UB_12      -0.0014564000
_diffrn_orient_matrix_UB_13      0.0978811000
_diffrn_orient_matrix_UB_21      -0.0492154000
_diffrn_orient_matrix_UB_22      -0.1678370000
_diffrn_orient_matrix_UB_23      -0.0047836000
_diffrn_orient_matrix_UB_31      0.1450367000
_diffrn_orient_matrix_UB_32      -0.0167073000
_diffrn_orient_matrix_UB_33      -0.0756775000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8608
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.348
_diffrn_reflns_theta_min         3.552
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.883
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_recrystallization_method Sublimation
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3273
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.199
_refine_ls_R_factor_all          0.1335
_refine_ls_R_factor_gt           0.1281
_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^)+6.0486P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2721
_refine_ls_wR_factor_ref         0.2738
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3111
_reflns_number_total             3273
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc00299j7.cif
_cod_data_source_block           210626-cth
_cod_database_code               1566693
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C H O N B F'
_reflns_odcompleteness_completeness 99.32
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
2. Others
 Fixed Sof: H00A(0.5) H00I(0.5) H00K(0.5) H00L(0.5) H00E(0.5) H00J(0.5)
 H00M(0.5) H00N(0.5) H00O(0.5) H00P(0.5) H00Q(0.5) H00R(0.5) C00O(0.5)
 H00S(0.5) H00T(0.5) C00P(0.5) H00U(0.5) H00V(0.5) C3(0.5) H3A(0.5) H3B(0.5)
 C7(0.5) H7A(0.5) H7B(0.5)
3.a Ternary CH refined with riding coordinates:
 C00I(H00A), C00I(H00I), C00K(H00M), C00K(H00N)
3.b Secondary CH2 refined with riding coordinates:
 C00J(H00K,H00L), C00J(H00E,H00J), C00M(H00O,H00P), C00M(H00Q,H00R), C00O(H00S,
 H00T), C00P(H00U,H00V), C3(H3A,H3B), C7(H7A,H7B)
3.c Aromatic/amide H refined with riding coordinates:
 N007(H007), C00B(H00B), C00C(H00C), C00D(H00D), C00F(H00F), C00G(H00G),
 C00H(H00H)
;
_shelx_res_checksum              15990
_shelx_hkl_checksum              79608
_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 1.703
_oxdiff_exptl_absorpt_empirical_full_min 0.565