Drug discovery: phosphinolactone, in vivo bioisostere of the lactol group.
Volle, Jean-Noël; Filippini, Damien; Krawczy, Bartlomiej; Kaloyanov, Nikolay; Van der Lee, Arie; Maurice, Tangui; Pirat, Jean-Luc; Virieux, David; Organic & biomolecular chemistry 8 (2010) 1438–1444; doi:10.1039/b919345f

data_7153267
_publ_section_title
;
 Drug discovery: phosphinolactone, in vivo bioisostere of the lactol
 group.
;
_journal_issue                   6
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1438
_journal_page_last               1444
_journal_paper_doi               10.1039/b919345f
_journal_volume                  8
_journal_year                    2010
_chemical_formula_moiety         'C12 H17 Cl N O2 P'
_chemical_formula_sum            'C12 H17 Cl N O2 P'
_chemical_formula_weight         273.69
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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
_cell_angle_alpha                90
_cell_angle_beta                 92.615(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.4738(6)
_cell_length_b                   8.3372(4)
_cell_length_c                   12.4129(6)
_cell_measurement_reflns_used    3009
_cell_measurement_temperature    173
_cell_measurement_theta_max      28.9217
_cell_measurement_theta_min      4.0877
_cell_volume                     1392.94(11)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET)
(compiled Jan 8 2009,16:24:04)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET)
(compiled Jan 8 2009,16:24:04)
;
_computing_data_reduction
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET)
(compiled Jan 8 2009,16:24:04)
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 16.0143
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.850
_diffrn_measurement_details
;
1 omega 34.00 83.00 1.0000 110.0000
omega____ theta____ kappa____ phi______ frames
- 18.0193 179.0000 330.0000 49

2 omega 5.00 90.00 1.0000 110.0000
omega____ theta____ kappa____ phi______ frames
- 18.0193 38.0000 120.0000 85

3 omega -47.00 36.00 1.0000 110.0000
omega____ theta____ kappa____ phi______ frames
- 18.0193 -38.0000 330.0000 83

4 omega -49.00 -22.00 1.0000 110.0000
omega____ theta____ kappa____ phi______ frames
- -18.7224 77.0000 330.0000 27

;
_diffrn_measurement_device       CCD
_diffrn_measurement_device_type
;
Goniometer Xcalibur, detector: Sapphire3 (Gemini Mo)
;
_diffrn_measurement_method       \w
_diffrn_orient_matrix_UB_11      0.0151870733
_diffrn_orient_matrix_UB_12      0.0795418201
_diffrn_orient_matrix_UB_13      -0.0126856794
_diffrn_orient_matrix_UB_21      0.0418666904
_diffrn_orient_matrix_UB_22      -0.0018021388
_diffrn_orient_matrix_UB_23      0.0378030426
_diffrn_orient_matrix_UB_31      0.0361538230
_diffrn_orient_matrix_UB_32      -0.0312173488
_diffrn_orient_matrix_UB_33      -0.0345943876
_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  0.000
_diffrn_reflns_av_sigmaI/netI    0.0560
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6357
_diffrn_reflns_theta_full        25.228
_diffrn_reflns_theta_max         28.998
_diffrn_reflns_theta_min         4.096
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.379
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58190
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
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CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.31 (release 08-01-2009 CrysAlis171 .NET)
(compiled Jan 8 2009,16:24:04)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'white transparent'
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.56
_refine_diff_density_min         -0.34
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0943
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          0.000356
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
34.2 -45.2 28.7 -7.95
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0508
_refine_ls_wR_factor_gt          0.0465
_refine_ls_wR_factor_ref         0.0465
_reflns_limit_h_max              17
_reflns_limit_h_min              -17
_reflns_limit_k_max              11
_reflns_limit_k_min              0
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2199
_reflns_number_total             3150
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   1.67
_oxford_diffrn_Wilson_scale      0.06
_oxford_refine_ls_r_factor_ref   0.0432
_oxford_refine_ls_scale          5.297(11)
_oxford_reflns_number_all        3150
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_cod_data_source_file            b919345f.txt
_cod_data_source_block           1
_cod_original_cell_volume        1392.93(11)
_cod_original_sg_symbol_Hall     '-P 2ybc '
_cod_original_sg_symbol_H-M      'P 21/c '
_cod_database_code               7153267