#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/00/4020094.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_4020094
loop_
_publ_author_name
'Shengming Ma'
'Bin Wu'
'Xuefeng Jiang'
'Shimin Zhao'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2568
_journal_page_last               2575
_journal_paper_doi               10.1021/jo0480038
_journal_volume                  70
_journal_year                    2005
_chemical_absolute_configuration ad
_chemical_formula_sum            'C16 H17 Br O2'
_chemical_formula_weight         321.21
_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                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.101(6)
_cell_length_b                   9.767(7)
_cell_length_c                   18.669(13)
_cell_measurement_reflns_used    2019
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      40.703
_cell_measurement_theta_min      4.363
_cell_volume                     1477.3(18)
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0779
_diffrn_reflns_av_sigmaI/netI    0.0834
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8726
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.18
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    2.778
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58248
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ?
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.516
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.167
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(19)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.772
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         3200
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.772
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0376
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0208P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0663
_refine_ls_wR_factor_ref         0.0717
_reflns_number_gt                1781
_reflns_number_total             3200
_reflns_threshold_expression     >2sigma(I)
_cod_database_code               4020094
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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
Br Br -0.05189(5) 0.67876(4) 0.99927(2) 0.08514(17) Uani 1 1 d . . .
O1 O -0.0107(4) 0.8722(3) 0.84938(17) 0.0984(11) Uani 1 1 d . . .
O2 O 0.1211(3) 0.7325(2) 0.76951(14) 0.0709(7) Uani 1 1 d . . .
C1 C 0.0370(4) 0.5687(3) 0.92491(15) 0.0496(8) Uani 1 1 d . . .
C2 C 0.0667(4) 0.6282(3) 0.86355(16) 0.0492(8) Uani 1 1 d . . .
C3 C 0.0466(6) 0.7659(4) 0.8321(2) 0.0664(10) Uani 1 1 d . . .
C4 C 0.1489(4) 0.5890(3) 0.79271(16) 0.0533(9) Uani 1 1 d . . .
H4 H 0.0790 0.5259 0.7654 0.064 Uiso 1 1 calc R . .
C5 C 0.3255(4) 0.5458(4) 0.78960(16) 0.0585(9) Uani 1 1 d . . .
H5 H 0.3278 0.4472 0.7993 0.070 Uiso 1 1 calc R . .
C6 C 0.3925(5) 0.5654(5) 0.71452(18) 0.0794(12) Uani 1 1 d . . .
H6A H 0.3816 0.6609 0.7010 0.095 Uiso 1 1 calc R . .
H6B H 0.3278 0.5112 0.6812 0.095 Uiso 1 1 calc R . .
C7 C 0.5746(5) 0.5230(5) 0.7092(2) 0.0906(13) Uani 1 1 d . . .
H7A H 0.5841 0.4252 0.7173 0.109 Uiso 1 1 calc R . .
H7B H 0.6151 0.5425 0.6614 0.109 Uiso 1 1 calc R . .
C8 C 0.6758(5) 0.5963(5) 0.7618(2) 0.0905(13) Uani 1 1 d . . .
H8A H 0.6732 0.6937 0.7516 0.109 Uiso 1 1 calc R . .
H8B H 0.7894 0.5656 0.7584 0.109 Uiso 1 1 calc R . .
C9 C 0.6127(5) 0.5714(5) 0.8364(2) 0.0857(13) Uani 1 1 d . . .
H9A H 0.6786 0.6236 0.8701 0.103 Uiso 1 1 calc R . .
H9B H 0.6252 0.4751 0.8480 0.103 Uiso 1 1 calc R . .
C10 C 0.4319(5) 0.6118(4) 0.84427(18) 0.0689(11) Uani 1 1 d . . .
H10A H 0.3936 0.5860 0.8916 0.083 Uiso 1 1 calc R . .
H10B H 0.4221 0.7105 0.8400 0.083 Uiso 1 1 calc R . .
C11 C 0.0634(4) 0.4252(3) 0.94207(16) 0.0519(8) Uani 1 1 d . . .
C12 C 0.0336(4) 0.3284(4) 0.88968(16) 0.0613(9) Uani 1 1 d . . .
H12 H -0.0037 0.3556 0.8448 0.074 Uiso 1 1 calc R . .
C13 C 0.0592(5) 0.1920(4) 0.90390(19) 0.0772(11) Uani 1 1 d . . .
H13 H 0.0411 0.1269 0.8684 0.093 Uiso 1 1 calc R . .
C14 C 0.1113(6) 0.1521(4) 0.9702(3) 0.0938(14) Uani 1 1 d . . .
H14 H 0.1243 0.0596 0.9805 0.113 Uiso 1 1 calc R . .
C15 C 0.1443(6) 0.2476(5) 1.0214(2) 0.1008(16) Uani 1 1 d . . .
H15 H 0.1866 0.2203 1.0655 0.121 Uiso 1 1 calc R . .
C16 C 0.1154(5) 0.3841(4) 1.0086(2) 0.0817(11) Uani 1 1 d . . .
H16 H 0.1311 0.4483 1.0448 0.098 Uiso 1 1 calc R . .
