Biasing hydrogen bond donating host systems towards chemical warfare agent recognition.
Hiscock, Jennifer R.; Wells, Neil J.; Ede, Jayne A.; Gale, Philip A.; Sambrook, Mark R.; Organic & biomolecular chemistry 14 (2016) 9560–9567; doi:10.1039/c6ob01210h

data_7155285
_publ_section_title
;
 Biasing hydrogen bond donating host systems towards chemical warfare
 agent recognition.
;
_journal_issue                   40
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9560
_journal_page_last               9567
_journal_paper_doi               10.1039/c6ob01210h
_journal_volume                  14
_journal_year                    2016
_chemical_formula_moiety         'C14 H10 B F6 N2 O, C16 H36 N'
_chemical_formula_sum            'C30 H46 B F6 N3 O'
_chemical_formula_weight         589.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-02-17
_audit_creation_method
;
Olex2 1.2
(compiled 2014.02.28 svn.r2899 for OlexSys, GUI svn.r4781)
;
_audit_update_record
;
2015-10-07 deposited with the CCDC.
2016-01-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.246(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.561(6)
_cell_length_b                   16.385(5)
_cell_length_c                   23.157(8)
_cell_measurement_reflns_used    14411
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.3
_cell_volume                     6486(4)
_computing_cell_refinement       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'four-circle \k diffractometer'
_diffrn_measurement_device_type
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.002314
_diffrn_orient_matrix_UB_12      0.013358
_diffrn_orient_matrix_UB_13      -0.056910
_diffrn_orient_matrix_UB_21      -0.060961
_diffrn_orient_matrix_UB_22      0.001067
_diffrn_orient_matrix_UB_23      0.002729
_diffrn_orient_matrix_UB_31      0.000773
_diffrn_orient_matrix_UB_32      0.044357
_diffrn_orient_matrix_UB_33      -0.000070
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0855
_diffrn_reflns_av_unetI/netI     0.0660
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            63627
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_min         2.486
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.244
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Jacobson, R. (1998). REQAB. Private communication to the 
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_description       Block
_exptl_crystal_F_000             2512
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.173
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.012
_refine_diff_density_max         1.714
_refine_diff_density_min         -1.484
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     735
_refine_ls_number_reflns         14809
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.1031
_refine_ls_R_factor_gt           0.0763
_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^)+(0.1463P)^2^+0.3020P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2254
_refine_ls_wR_factor_ref         0.2461
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10091
_reflns_number_total             14809
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ob01210h2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7155284--7155285.cif.'
_cod_database_code               7155285
_shelxl_version_number           2014-1
_shelx_estimated_absorpt_t_max   0.999
_shelx_estimated_absorpt_t_min   0.984
_diffrn_measurement_device_type2 'Rigaku AFC12 (Right)'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F305) = Uanis(F306) = Uanis(F304)
3.a Secondary CH2 refined with riding coordinates:
 C404(H40A,H40B), C403(H40C,H40D), C409(H40E,H40F), C413(H41A,H41B), C405(H40G,
 H40H), C414(H41C,H41D), C407(H40I,H40J), C105(H10A,H10B), C406(H40K,H40L),
 C113(H11A,H11B), C103(H10C,H10D), C104(H10E,H10F), C410(H41E,H41F), C415(H41G,
 H41H), C112(H11C,H11D), C411(H41I,H41J), C111(H11E,H11F), C107(H10G,H10H),
 C402(H40M,H40N), C114(H11G,H11H), C102(H10I,H10J), C106(H10K,H10L), C110(H11I,
 H11J), C115(H11K,H11L)
3.b Aromatic/amide H refined with riding coordinates:
 N302(H302), N201(H201), N301(H301), N202(H202), C305(H305), C205(H205),
 C202(H20A), C304(H304), C209(H209), C213(H213), C302(H30A), C314(H314),
 C204(H204), C210(H210), C214(H214), C303(H303), C203(H203), C309(H309),
 C313(H313), C310(H310)
3.c Idealised Me refined as rotating group:
 C408(H40O,H40P,H40Q), C401(H40R,H40S,H40T), C416(H41K,H41L,H41M), C412(H41N,
 H41O,H41P), C108(H10M,H10N,H10O), C101(H10P,H10Q,H10R), C116(H11M,H11N,H11O),
 C109(H10S,H10T,H10U)
;
_shelx_res_checksum              49298
_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'