#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/00/4020077.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_4020077
loop_
_publ_author_name
'Alice E. Lurain'
'Patrick J. Carroll'
'Patrick J. Walsh'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1262
_journal_page_last               1268
_journal_paper_doi               10.1021/jo048345d
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C14 H17 F3 O2'
_chemical_formula_weight         274.28
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.8916(4)
_cell_length_b                   8.8285(5)
_cell_length_c                   26.7310(18)
_cell_measurement_temperature    143(1)
_cell_volume                     1390.39(15)
_diffrn_ambient_temperature      143(1)
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       'phi and omega rotations'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            7957
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.76
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7825
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.3(11)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         2482
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0475
_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)+(0.0694P)²+0.5171P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1255
_refine_ls_wR_factor_ref         0.1293
_reflns_number_gt                2333
_reflns_number_total             2482
_reflns_threshold_expression     >2sigma(I)
_cod_database_code               4020077
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, 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
C1 C 0.7861(4) 0.4751(2) 0.11901(8) 0.0262(5) Uani 1 1 d . . .
C2 C 0.9318(4) 0.4617(3) 0.15959(8) 0.0309(5) Uani 1 1 d . . .
H2 H 1.0733 0.4166 0.1556 0.041 Uiso 1 1 calc R . .
C3 C 0.8662(4) 0.5156(3) 0.20619(8) 0.0362(5) Uani 1 1 d . . .
H3 H 0.9639 0.5071 0.2334 0.048 Uiso 1 1 calc R . .
C4 C 0.6540(4) 0.5823(3) 0.21217(8) 0.0340(5) Uani 1 1 d . . .
C5 C 0.5077(4) 0.5932(3) 0.17197(9) 0.0342(5) Uani 1 1 d . . .
H5 H 0.3651 0.6367 0.1761 0.045 Uiso 1 1 calc R . .
C6 C 0.5738(4) 0.5393(3) 0.12560(8) 0.0304(5) Uani 1 1 d . . .
H6 H 0.4747 0.5462 0.0986 0.040 Uiso 1 1 calc R . .
C7 C 0.8566(4) 0.4171(2) 0.06814(8) 0.0274(5) Uani 1 1 d . . .
H7 H 0.7879 0.4819 0.0425 0.036 Uiso 1 1 calc R . .
C8 C 0.7709(4) 0.2566(2) 0.06083(8) 0.0251(4) Uani 1 1 d . . .
H8 H 0.6106 0.2403 0.0690 0.033 Uiso 1 1 calc R . .
C9 C 0.9164(4) 0.1230(2) 0.06485(7) 0.0262(5) Uani 1 1 d . . .
H9 H 1.0736 0.1448 0.0744 0.035 Uiso 1 1 calc R . .
C10 C 0.8362(4) -0.0357(2) 0.07799(8) 0.0292(5) Uani 1 1 d . . .
C11 C 0.5782(4) -0.0514(3) 0.07448(9) 0.0376(6) Uani 1 1 d . . .
H11A H 0.5080 0.0101 0.0997 0.056 Uiso 1 1 calc R . .
H11B H 0.5364 -0.1555 0.0794 0.056 Uiso 1 1 calc R . .
H11C H 0.5281 -0.0188 0.0420 0.056 Uiso 1 1 calc R . .
C12 C 0.9475(5) -0.1462(3) 0.04146(10) 0.0423(6) Uani 1 1 d . . .
H12A H 0.8941 -0.1261 0.0082 0.063 Uiso 1 1 calc R . .
H12B H 0.9091 -0.2481 0.0507 0.063 Uiso 1 1 calc R . .
H12C H 1.1093 -0.1338 0.0426 0.063 Uiso 1 1 calc R . .
C13 C 0.9162(5) -0.0680(3) 0.13139(9) 0.0421(6) Uani 1 1 d . . .
H13A H 1.0786 -0.0602 0.1329 0.063 Uiso 1 1 calc R . .
H13B H 0.8707 -0.1684 0.1409 0.063 Uiso 1 1 calc R . .
H13C H 0.8495 0.0043 0.1538 0.063 Uiso 1 1 calc R . .
C14 C 0.5863(5) 0.6419(4) 0.26223(10) 0.0545(8) Uani 1 1 d . . .
O1 O 1.0962(3) 0.42726(18) 0.06384(6) 0.0338(4) Uani 1 1 d . . .
H1 H 1.1362 0.3924 0.0368 0.051 Uiso 1 1 calc R . .
O2 O 0.8502(3) 0.18250(17) 0.01589(5) 0.0296(4) Uani 1 1 d . . .
F1 F 0.6211(6) 0.5427(4) 0.29798(7) 0.1424(15) Uani 1 1 d . . .
F2 F 0.6986(5) 0.7653(5) 0.27403(13) 0.1608(19) Uani 1 1 d . . .
F3 F 0.3721(3) 0.6783(3) 0.26605(7) 0.0736(6) Uani 1 1 d . . .
