Highly selective additions of hydride and organolithium nucleophiles to helical carbenium ions
Guin, Joyram; Besnard, Céline; Pattison, Philip; Lacour, Jérôme; Chemical Science 2 (2011) 425–; doi:10.1039/c0sc00525h

data_1515501
_publ_section_title
;
 Highly selective additions of hydride and organolithium nucleophiles to
 helical carbenium ions
;
_journal_issue                   3
_journal_name_full               'Chemical Science'
_journal_page_first              425
_journal_paper_doi               10.1039/c0sc00525h
_journal_volume                  2
_journal_year                    2011
_chemical_formula_moiety         'C33 H33 N2 O2, C3 H8 O, B F4 '
_chemical_formula_sum            'C36 H41 B F4 N2 O3'
_chemical_formula_weight         636.54
_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
_audit_update_record
;
2010-04-23 # Formatted by publCIF
;
_cell_angle_alpha                90
_cell_angle_beta                 96.240(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.639(5)
_cell_length_b                   14.831(5)
_cell_length_c                   20.681(5)
_cell_measurement_reflns_used    36177
_cell_measurement_temperature    100
_cell_measurement_theta_max      23.561
_cell_measurement_theta_min      1.671
_cell_volume                     3244(2)
_computing_cell_refinement       'CRYSALIS (Oxford Diffraction 2004)'
_computing_data_collection       'MAR345 control software (marresearch)'
_computing_data_reduction        'CRYSALIS (Oxford Diffraction 2004)'
_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    'Sir2004 (Burla et al., 2005)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'mar 345 image plate'
_diffrn_measurement_device_type  Serial
_diffrn_measurement_method       '\f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.70150
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            36177
_diffrn_reflns_theta_full        23.542
_diffrn_reflns_theta_max         23.561
_diffrn_reflns_theta_min         1.671
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.39
_refine_diff_density_min         -0.35
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1999
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         4931
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0388
_refine_ls_shift/su_max          0.0004541
_refine_ls_structure_factor_coef Fsqd
_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:
69.0 87.7 21.6
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0624
_refine_ls_wR_factor_gt          0.0580
_refine_ls_wR_factor_ref         0.0624
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              16
_reflns_limit_k_min              0
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                3804
_reflns_number_total             4951
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   1.66
_oxford_diffrn_Wilson_scale      0.41
_oxford_refine_ls_r_factor_ref   0.0479
_oxford_refine_ls_scale          1.672(5)
_oxford_reflns_number_all        4931
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_cod_data_source_file            c0sc00525h.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'P 1 21/n 1 '
_cod_original_formula_sum        'C36 H41 B1 F4 N2 O3'
_cod_database_code               1515501