Degradation of atorvastatin: (1<i>R</i>,2<i>S</i>,4<i>S</i>,5<i>S</i>)-4-(4-fluorophenyl)-2-hydroperoxy-4-hydroxy-2-isopropyl-<i>N</i>,5-diphenyl-3,6-dioxabicyclo[3.1.0]hexane-1-carboxamide
Ashfaq, Muhammad; Tahir, Muhammad Nawaz; Khan, Islam Ullah; Iqbal, Mohammad S.; Arshad, Muhammad Nadeem; Acta Crystallographica Section E 64 (2008) o1548–; doi:10.1107/S1600536808022265

data_2219109
_publ_section_title
;Degradation of atorvastatin:
 (1<i>R</i>,2<i>S</i>,4<i>S</i>,5<i>S</i>)-4-(4-fluorophenyl)-2-hydroperoxy-4-hydroxy-2-isopropyl-<i>N</i>,5-diphenyl-3,6-dioxabicyclo[3.1.0]hexane-1-carboxamide
;
_journal_coeditor_code           NC2108
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1548
_journal_paper_doi               10.1107/S1600536808022265
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C26 H24 F N O6'
_chemical_formula_moiety         'C26 H24 F N  O6'
_chemical_formula_sum            'C26 H24 F N O6'
_chemical_formula_weight         465.46
_chemical_name_systematic
;
(1<i>R</i>,2<i>S</i>,4<i>S</i>,5<i>S</i>)-4-(4-fluorophenyl)-
2-hydroperoxy-4-hydroxy-2-isopropyl-<i>N</i>,5-diphenyl-3,6-
dioxabicyclo[3.1.0]hexane-1-carboxamide
;
_space_group_IT_number           14
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.438(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.7560(6)
_cell_length_b                   11.7489(6)
_cell_length_c                   17.0889(9)
_cell_measurement_reflns_used    5340
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.52
_cell_measurement_theta_min      2.03
_cell_volume                     2353.2(2)
_computing_cell_refinement       'APEX2 (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2003)'
_computing_publication_material
;
WinGX (Farrugia, 1999) and PLATON (Spek, 2003)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 7.50
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'MoK\a radiation'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_sigmaI/netI    0.0459
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14754
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         2.03
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.275
_refine_ls_extinction_coef       32(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     emperical
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         5340
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1031
_refine_ls_R_factor_gt           0.0491
_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^)+(0.0541P)^2^+0.5969P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1126
_refine_ls_wR_factor_ref         0.1359
_reflns_number_gt                3008
_reflns_number_total             5340
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            nc2108.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2219109
_cod_database_fobs_code          2219109