Crystal structure of (<i>E</i>)-1-{2-[(5,5-dimethyl-1,3,2-dioxaphosphinan-2-yl)oxy]naphthalen-1-yl}-<i>N</i>-(4-fluorophenyl)methanimine
Said, Musa A.; Al Belewi, Bayan L.; Hughes, David L.; Acta Crystallographica Section E 71 (2015) 85–87; doi:10.1107/S2056989014026838

data_2240330
_publ_section_title
;
 Crystal structure of
 (<i>E</i>)-1-{2-[(5,5-dimethyl-1,3,2-dioxaphosphinan-2-yl)oxy]naphthalen-1-yl}-<i>N</i>-(4-fluorophenyl)methanimine
;
_journal_coeditor_code           SU5030
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              85
_journal_page_last               87
_journal_paper_doi               10.1107/S2056989014026838
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C22 H21 F N O3 P'
_chemical_formula_moiety         'C22 H21 F N O3 P'
_chemical_formula_structural
(<i>E</i>)-1-{2-[(5,5-Dimethyl-1,3,2-dioxaphosphinan-2-yl)oxy]naphthalen-1-yl}-<i>N</i>-(4-fluorophenyl)methanimine
_chemical_formula_sum            'C22 H21 F N O3 P'
_chemical_formula_weight         397.37
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90.00
_cell_angle_beta                 110.870(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.3667(8)
_cell_length_b                   5.7898(2)
_cell_length_c                   19.7710(7)
_cell_measurement_reflns_used    5215
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      32.5290
_cell_measurement_theta_min      3.0848
_cell_volume                     1964.50(14)
_computing_cell_refinement
;
CrysAlis PRO  (Oxford Diffraction, 2010)
;
_computing_data_collection
;
CrysAlis PRO (Oxford Diffraction, 2010)
;
_computing_data_reduction
;
CrysAlis PRO (Oxford Diffraction, 2010)
;
_computing_molecular_graphics
;
ORTEPII (Johnson, 1976) and Mercury (Macrae <i>et al.</i>,
2008)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008) and WinGX (Farrugia, 2012)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      140.0(10)
_diffrn_detector_area_resol_mean 16.0050
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur 3/Sapphire3 CCD'
_diffrn_measurement_method       'Thin-slice \f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_sigmaI/netI    0.0353
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            32284
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         3.091
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.790
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Oxford Diffraction, 2010)
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.338
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0441
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0347P)^2^+0.8268P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0909
_refine_ls_wR_factor_ref         0.0968
_reflns_number_gt                3624
_reflns_number_total             4518
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            su5030sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1964.50(13)
_cod_database_code               2240330
_cod_database_fobs_code          2240330
_shelx_hkl_checksum              98837
_shelx_res_checksum              52831
_shelxl_version_number           .2013