A greener procedure for the synthesis of α-ureidophosphonates under ultrasound irradiation. X-ray crystallographic study
BERREDJEM, MALIKA; BOUZINA, ABDESLEM; Aouf, Nour-Eddine; Bouacida, Sofiane; Merazig, Hocine; RSC Adv.  (2015) –; doi:10.1039/C5RA19886K

data_7223256
_publ_section_title
;
 A greener procedure for the synthesis of \a-ureidophosphonates under
 ultrasound irradiation. X-ray crystallographic study
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA19886K
_journal_year                    2015
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C15 H24 N2 O4 P1'
_chemical_formula_sum            'C15 H24 N2 O4 P'
_chemical_formula_weight         327.33
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2015-09-16 deposited with the CCDC.
2015-11-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.303(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.6789(5)
_cell_length_b                   9.1089(4)
_cell_length_c                   20.6717(9)
_cell_measurement_reflns_used    4330
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      22.63
_cell_measurement_theta_min      2.38
_cell_measurement_wavelength     0.71073
_cell_volume                     1819.47(15)
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2011)'
_computing_data_collection       'Bruker APEX2 (Bruker, 2011)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_type       'by SAINT Bruker-AXS'
_diffrn_orient_matrix_UB_11      0.999777E-1
_diffrn_orient_matrix_UB_12      0.119869E-1
_diffrn_orient_matrix_UB_13      0.140206E-1
_diffrn_orient_matrix_UB_21      0.51735E-2
_diffrn_orient_matrix_UB_22      0.889331E-1
_diffrn_orient_matrix_UB_23      -0.281202E-1
_diffrn_orient_matrix_UB_31      -0.262255E-1
_diffrn_orient_matrix_UB_32      0.632408E-1
_diffrn_orient_matrix_UB_33      0.368869E-1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.053
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13849
_diffrn_reflns_theta_full        26.07
_diffrn_reflns_theta_max         26.07
_diffrn_reflns_theta_min         2.28
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  0.911
_exptl_absorpt_correction_T_min  0.891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             700
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         3602
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0977
_refine_ls_R_factor_gt           0.0675
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1377P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1907
_refine_ls_wR_factor_ref         0.216
_reflns_number_gt                2291
_reflns_number_total             3602
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra19886k2.cif
_cod_data_source_block           ABS
_cod_original_cell_volume        1819.48(15)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7223256