Trans and Cis Effects of Axial Fluoroalkyl Ligands in Vitamin B12 Analogues: Relationship between Alkyl- and Fluoroalkyl-Cobalamins
Lucio Randaccio; Giovanna Brancatelli; Nicola Demitri; Renata Dreos; Neal Hickey; Patrizia Siega; Silvano Geremia; Inorganic Chemistry 52 (2013) 13392–13401; doi:10.1021/ic401715e

data_4336806
_publ_section_title
;
 Trans and Cis Effects of Axial Fluoroalkyl Ligands in Vitamin B12
 Analogues: Relationship between Alkyl- and Fluoroalkyl-Cobalamins
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              13392
_journal_page_last               13401
_journal_paper_doi               10.1021/ic401715e
_journal_volume                  52
_journal_year                    2013
_chemical_absolute_configuration rmad
_chemical_formula_moiety
'C63 H89 F2 N13 O14 Co P, 2.5(C3 H6 O), 6(H2 O), 2.2(O)'
_chemical_formula_sum            'C72.5 H121.25 Co F2 N13 O25.5 P'
_chemical_formula_weight         1710.98
_chemical_name_systematic
;
 difluoromethylcobalamin
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.704(2)
_cell_length_b                   22.666(3)
_cell_length_c                   24.826(4)
_cell_measurement_temperature    100(2)
_cell_volume                     8837(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_wavelength     0.6
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            27661
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         25.65
_diffrn_reflns_theta_min         2.21
_exptl_absorpt_coefficient_mu    0.165
_exptl_absorpt_correction_T_max  1.1599
_exptl_absorpt_correction_T_min  0.4259
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details
;
        Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
        cubic fit to sin(theta)/lambda - 24 parameters
;
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_F_000             3645
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.868
_refine_diff_density_min         -0.807
_refine_diff_density_rms         0.103
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.040(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1070
_refine_ls_number_reflns         27661
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.067
_refine_ls_R_factor_gt           0.0615
_refine_ls_shift/su_max          0.077
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1088P)^2^+6.4133P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1735
_refine_ls_wR_factor_ref         0.1784
_reflns_number_gt                25557
_reflns_number_total             27661
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            ic401715e_si_001.cif
_cod_data_source_block           CF2HCbl
_cod_original_formula_sum        'C72.50 H121.25 Co F2 N13 O25.50 P'
_cod_database_code               4336806