Synthesis of [closo-B12(OH)11NH3]-: A New Heterobifunctional Dodecaborane Scaffold for Drug Delivery Applications
Oleg Bondarev; Aslam A. Khan; Xiaoyan Tu; Yulia V. Sevryugina; Satish S. Jalisatgi; M. Frederick Hawthorne; Journal of the American Chemical Society 135 (2013) 13204–13211; doi:10.1021/ja4069613

data_4120745
_publ_section_title
;
 Synthesis of [closo-B12(OH)11NH3]-: A New Heterobifunctional Dodecaborane
 Scaffold for Drug Delivery Applications
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13204
_journal_page_last               13211
_journal_paper_doi               10.1021/ja4069613
_journal_volume                  135
_journal_year                    2013
_chemical_formula_moiety
;
 B12 (O H)11 N O2 (P (C6 H5)4)2 (C H3 O H)5 (H2 O)3
;
_chemical_formula_sum            'C53 H77 B12 N O21 P2'
_chemical_formula_weight         1255.82
_chemical_name_systematic
;
 bis(tetraphenylphosphonium) nitroundecahydroxy-closo-dodecaborate(2-) 
 trihydrate penta(methanol) solvate    
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2013-07-18 # Formatted by publCIF
;
_cell_angle_alpha                90.00
_cell_angle_beta                 95.249(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.1715(2)
_cell_length_b                   27.4949(6)
_cell_length_c                   30.6373(7)
_cell_measurement_reflns_used    9229
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.25
_cell_measurement_theta_min      2.90
_cell_volume                     6015.7(3)
_computing_cell_refinement       'Bruker SAINT 7.68A'
_computing_data_collection       'Bruker APEX 2010.9.1'
_computing_data_reduction        'Bruker SADABS 2008/1'
_computing_molecular_graphics    'Bruker XP 5.1'
_computing_publication_material  'Bruker XCIF 2008/2'
_computing_structure_refinement  'Bruker SHELXTL 2008/4'
_computing_structure_solution    'Bruker SHELXTL 2008/4'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '0.5 deg wide \w exposures'
_diffrn_radiation_monochromator  'Quazar optics'
_diffrn_radiation_source         'ImuS micro-focus source with Quazar optics'
_diffrn_radiation_type           Cu-K\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0688
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            80704
_diffrn_reflns_theta_full        66.48
_diffrn_reflns_theta_max         66.48
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    1.305
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 Bruker SADABS 2008/1
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_method    none
_exptl_crystal_description       needle
_exptl_crystal_F_000             2640
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_platon_squeeze_details
;
 One methanol molecule was refined. However, other solvents were significantly 
 disordered so that SQUEEZE was a good option. SQUEEZE determined the void
 content as 413 e/cell, which corresponds well with 4 additional methanol
 molecules and 3 water molecules. This gives total 5 methanol molecules and 
 3 water molecules per boron cage, which was implemented in a formula.
;
_refine_diff_density_max         0.627
_refine_diff_density_min         -0.715
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       noref
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     719
_refine_ls_number_reflns         10489
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0788
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1026P)^2^+17.3895P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2102
_refine_ls_wR_factor_ref         0.2179
_reflns_number_gt                8612
_reflns_number_total             10489
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja4069613_si_002.cif
_cod_data_source_block           '[B12(OH)11NO2](P(C6H5)4)2(CH3OH)5(H2O)3_(3)'
_cod_original_sg_symbol_Hall     '-P 2ybc     '
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_database_code               4120745