Oxyonium phosphobetaines – unusually stable nucleophilic catalyst-phosphate complexes formed from H-phosphonates and N-oxides
Materna, Magdalena; Stawinski, Jacek; Kiliszek, Agnieszka; Rypniewski, Wojciech; Sobkowski, Michal; RSC Adv.  (2016) –; doi:10.1039/C5RA27465F

data_7224066
_publ_section_title
;
 Oxyonium phosphobetaines -- unusually stable nucleophilic
 catalyst-phosphate complexes formed from H-phosphonates and N-oxides
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA27465F
_journal_year                    2016
_chemical_formula_moiety         'C9 H14 N O4 P'
_chemical_formula_sum            'C9 H14 N O4 P'
_chemical_formula_weight         231.18
_chemical_name_common            'phenyl trimethyloxyammonium phosphate'
_chemical_name_systematic        'phenyl (trimethylammonio) phosphate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-09-18 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.22
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.2080(10)
_cell_length_b                   7.2180(10)
_cell_length_c                   12.4960(10)
_cell_measurement_temperature    100(2)
_cell_volume                     547.25(12)
_computing_data_collection       'HKL2000 (Otwinowski & Minor, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 25.6
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Mar Research MX-225'
_diffrn_measurement_method       'phi scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.88561
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            1164
_diffrn_reflns_point_group_measured_fraction_full 0.539
_diffrn_reflns_point_group_measured_fraction_max 0.536
_diffrn_reflns_theta_full        32.098
_diffrn_reflns_theta_max         33.183
_diffrn_reflns_theta_min         4.158
_diffrn_source                   'BESSY BL14.2'
_exptl_absorpt_coefficient_mu    0.453
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_description       needle
_exptl_crystal_F_000             244
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Dichloromethane'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   0.15(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1164
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0250
_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^)+(0.0364P)^2^+0.2261P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0647
_refine_ls_wR_factor_ref         0.0651
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    0.000
_reflns_Friedel_fraction_max     0.000
_reflns_number_gt                1133
_reflns_number_total             1164
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5ra27465f2.cif
_cod_data_source_block           a2-wght
_cod_original_cell_volume        547.24(12)
_cod_database_code               7224066
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              35596