#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/56/7105641.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7105641
loop_
_publ_author_name
'Xu, Hanhui'
'Wolf, Christian'
_publ_section_title
;
 Synthesis of chiral tertiary trifluoromethyl alcohols by asymmetric
 nitroaldol reaction with a Cu(II)-bisoxazolidine catalyst.
;
_journal_issue                   42
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8026
_journal_page_last               8028
_journal_paper_doi               10.1039/c0cc02378g
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C10 H10 F3 N O3'
_chemical_formula_weight         249.19
_chemical_name_systematic
;
?
;
_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                 90.7800(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.8876(15)
_cell_length_b                   5.7106(7)
_cell_length_c                   14.2015(17)
_cell_measurement_reflns_used    1788
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      52.808
_cell_measurement_theta_min      5.706
_cell_volume                     1045.1(2)
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_collection       'APEX, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_molecular_graphics    X-SEED,L.Barbour(1999):http://x-seed.net/
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Siemens SMART,Bruker APEXII CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0113
_diffrn_reflns_av_sigmaI/netI    0.0093
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7268
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6656
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS.G.Sheldrick(1999)
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.97
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         1842
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0299
_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/[σ²(Fo²)+(0.0396P)²+0.6116P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0804
_reflns_number_gt                1788
_reflns_number_total             1842
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CC02378G.TXT
_cod_data_source_block
c:\docume~1\daniwa~1\desktop\10116\work\10116_0m
_cod_depositor_comments          'Adding full bibliography for 7105641.cif.'
_cod_original_sg_symbol_H-M      p21/n
_cod_database_code               7105641
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C8 C 0.61997(10) 0.0523(2) 0.59098(9) 0.0182(3) Uani 1 1 d . . .
H8 H 0.6078 -0.0691 0.5464 0.022 Uiso 1 1 calc R . .
C10 C 0.58693(10) 0.2246(3) 0.74249(9) 0.0214(3) Uani 1 1 d . . .
H10 H 0.5528 0.2211 0.8013 0.026 Uiso 1 1 calc R . .
C11 C 0.57026(10) 0.0479(3) 0.67732(9) 0.0212(3) Uani 1 1 d . . .
H11 H 0.5246 -0.0773 0.6916 0.025 Uiso 1 1 calc R . .
C12 C 0.74557(10) 0.2329(2) 0.47603(9) 0.0158(3) Uani 1 1 d . . .
C14 C 0.65366(11) 0.4066(3) 0.72138(9) 0.0223(3) Uani 1 1 d . . .
H14 H 0.6650 0.5285 0.7658 0.027 Uiso 1 1 calc R . .
C15 C 0.70403(10) 0.4120(2) 0.63558(9) 0.0197(3) Uani 1 1 d . . .
H15 H 0.7499 0.5372 0.6217 0.024 Uiso 1 1 calc R . .
C16 C 0.68763(9) 0.2345(2) 0.56986(8) 0.0153(3) Uani 1 1 d . . .
F1 F 0.91314(6) 0.14184(15) 0.41675(6) 0.0269(2) Uani 1 1 d . . .
F3 F 0.90928(6) 0.34229(16) 0.54505(6) 0.0298(2) Uani 1 1 d . . .
F7 F 0.86906(6) -0.02487(15) 0.54591(6) 0.0279(2) Uani 1 1 d . . .
C1 C 0.86079(10) 0.1744(3) 0.49660(9) 0.0210(3) Uani 1 1 d . . .
C2 C 0.73269(10) 0.4761(2) 0.42877(9) 0.0156(3) Uani 1 1 d . . .
H2 H 0.7528 0.6001 0.4752 0.019 Uiso 1 1 calc R . .
O1 O 0.78004(8) 0.37282(17) 0.27484(6) 0.0245(2) Uani 1 1 d . . .
O2 O 0.87477(7) 0.63147(17) 0.34701(7) 0.0233(2) Uani 1 1 d . . .
O3 O 0.70540(7) 0.05012(16) 0.42019(6) 0.0182(2) Uani 1 1 d . . .
H3 H 0.7251 0.0668 0.3645 0.022 Uiso 1 1 calc R . .
N4 N 0.80216(9) 0.49549(19) 0.34363(7) 0.0173(3) Uani 1 1 d . . .
C3 C 0.62115(10) 0.5179(2) 0.39650(10) 0.0207(3) Uani 1 1 d . . .
H3A H 0.6151 0.6749 0.3691 0.031 Uiso 1 1 calc R . .
H3B H 0.5750 0.5052 0.4505 0.031 Uiso 1 1 calc R . .
H3C H 0.6015 0.4007 0.3491 0.031 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 C8 C16 120.02(12) . . ?
C14 C10 C11 119.59(12) . . ?
C10 C11 C8 120.47(13) . . ?
O3 C12 C16 108.30(10) . . ?
O3 C12 C1 106.95(10) . . ?
C16 C12 C1 108.32(10) . . ?
O3 C12 C2 112.62(10) . . ?
C16 C12 C2 108.65(10) . . ?
C1 C12 C2 111.85(11) . . ?
C10 C14 C15 120.38(13) . . ?
C14 C15 C16 120.24(13) . . ?
C15 C16 C8 119.30(12) . . ?
C15 C16 C12 120.97(11) . . ?
C8 C16 C12 119.70(11) . . ?
F3 C1 F7 107.94(11) . . ?
F3 C1 F1 107.41(11) . . ?
F7 C1 F1 106.67(11) . . ?
F3 C1 C12 112.65(11) . . ?
F7 C1 C12 110.59(11) . . ?
F1 C1 C12 111.31(11) . . ?
N4 C2 C3 108.27(10) . . ?
N4 C2 C12 110.44(10) . . ?
C3 C2 C12 111.48(11) . . ?
O2 N4 O1 124.30(11) . . ?
O2 N4 C2 118.48(10) . . ?
O1 N4 C2 117.22(10) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C8 C11 1.3913(18) . ?
C8 C16 1.3930(19) . ?
C10 C14 1.384(2) . ?
C10 C11 1.384(2) . ?
C12 O3 1.4055(15) . ?
C12 C16 1.5363(16) . ?
C12 C1 1.5460(18) . ?
C12 C2 1.5503(18) . ?
C14 C15 1.3888(19) . ?
C15 C16 1.3920(19) . ?
F1 C1 1.3403(15) . ?
F3 C1 1.3309(17) . ?
F7 C1 1.3399(16) . ?
C2 N4 1.5183(16) . ?
C2 C3 1.5217(18) . ?
O1 N4 1.2324(14) . ?
O2 N4 1.2165(15) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 297996
