Fosmidomycin analogues with N-hydroxyimidazole and N-hydroxyimidazolone as a chelating unit
Midrier, Camille; Montel, Sonia; Braun, Ralf; Haaf, Klaus; Willms, Lothar; van der Lee, Arie; Volle, Jean-Noël; Pirat, Jean-Luc; Virieux, David; RSC Adv. 4 (2014) 23770–; doi:10.1039/C4RA00757C

data_7235510
_publ_section_title
;
 Fosmidomycin analogues with N-hydroxyimidazole and N-hydroxyimidazolone
 as a chelating unit
;
_journal_issue                   45
_journal_name_full               'RSC Adv.'
_journal_page_first              23770
_journal_paper_doi               10.1039/C4RA00757C
_journal_volume                  4
_journal_year                    2014
_chemical_formula_moiety         'C9 H15 N2 O6 P, H2 O'
_chemical_formula_sum            'C9 H17 N2 O7 P'
_chemical_formula_weight         296.22
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_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     iterative
_cell_angle_alpha                90
_cell_angle_beta                 101.181(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.6374(3)
_cell_length_b                   24.5838(15)
_cell_length_c                   7.9643(4)
_cell_measurement_reflns_used    3761
_cell_measurement_temperature    173
_cell_measurement_theta_max      29.0134
_cell_measurement_theta_min      2.6062
_cell_volume                     1274.89(12)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.38 (release 17-11-2008 CrysAlis171 .NET)
(compiled Nov 17 2008,13:58:09)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.38 (release 17-11-2008 CrysAlis171 .NET)
(compiled Nov 17 2008,13:58:09)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.38 (release 17-11-2008 CrysAlis171 .NET)
(compiled Nov 17 2008,13:58:09)
;
_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 8.4205
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_details
;
  1 omega  -19.00  116.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       19.0864   77.0000  120.0000    0.0000    0.0000 135

  2 omega  -71.00   -7.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       19.0864  -45.0000  300.0000    0.0000    0.0000 64

  3 omega  -15.00   43.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       19.0864   45.0000  180.0000    0.0000    0.0000 58

  4 omega  -79.00   20.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       19.0864    0.0000  180.0000    0.0000    0.0000 99

  5 omega  -79.00  -11.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       19.0864    0.0000   60.0000    0.0000    0.0000 68

  6 omega  -15.00   49.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       19.0864   45.0000   30.0000    0.0000    0.0000 64

  7 omega  -11.00   52.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       19.0864  -45.0000  330.0000    0.0000    0.0000 63

  8 omega  -14.00   48.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       19.0864   45.0000  270.0000    0.0000    0.0000 62

  9 omega  -12.00   56.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       19.0864  -77.0000  210.0000    0.0000    0.0000 68

 10 omega  -11.00   50.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       19.0864  -45.0000   90.0000    0.0000    0.0000 61

 11 omega   -4.00   54.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       19.0864  -77.0000   90.0000    0.0000    0.0000 58

 12 omega  -52.00   16.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -22.6020  -77.0000  270.0000    0.0000    0.0000 68

 13 omega  -53.00    8.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -22.6020   77.0000  330.0000    0.0000    0.0000 61

 14 omega  -45.00  -15.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -22.6020  -45.0000  330.0000    0.0000    0.0000 30

 15 omega -114.00  -87.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -22.6020    0.0000  150.0000    0.0000    0.0000 27

;
_diffrn_measurement_device       'Oxford Diffraction XCALIBUR'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       \w
_diffrn_orient_matrix_UB_11      -0.0104976784
_diffrn_orient_matrix_UB_12      0.0247887792
_diffrn_orient_matrix_UB_13      -0.0461953169
_diffrn_orient_matrix_UB_21      0.0155247125
_diffrn_orient_matrix_UB_22      0.0147003876
_diffrn_orient_matrix_UB_23      0.0779698265
_diffrn_orient_matrix_UB_31      0.1071285841
_diffrn_orient_matrix_UB_32      0.0003446272
_diffrn_orient_matrix_UB_33      0.0020858556
_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    0.051
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            23995
_diffrn_reflns_theta_full        26.748
_diffrn_reflns_theta_max         29.074
_diffrn_reflns_theta_min         2.735
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.248
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85274
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.38 (release 17-11-2008 CrysAlis171 .NET)
(compiled Nov 17 2008,13:58:09)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'white transparent'
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       batonnet
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.34
_refine_diff_density_min         -0.41
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0790
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1528
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1130
_refine_ls_R_factor_gt           0.0382
_refine_ls_shift/su_max          0.000308
_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: 
 1.93 -1.10 1.30 -0.169
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0616
_refine_ls_wR_factor_gt          0.0377
_refine_ls_wR_factor_ref         0.0377
_reflns_limit_h_max              8
_reflns_limit_h_min              -9
_reflns_limit_k_max              33
_reflns_limit_k_min              0
_reflns_limit_l_max              10
_reflns_limit_l_min              0
_reflns_number_gt                1528
_reflns_number_total             3110
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   1.33
_oxford_diffrn_Wilson_scale      1.53
_oxford_refine_ls_r_factor_ref   0.0382
_oxford_refine_ls_scale          0.8027(16)
_oxford_reflns_number_all        3110
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_cod_data_source_file            c4ra00757c2.cif
_cod_data_source_block           1
_cod_original_sg_symbol_Hall     ' -P 2yn'
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_database_code               7235510
_montpellier_reflns_maxres       0.77
_montpellier_reflns_completeness_maxres 99.9