#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2005062.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2005062
loop_
_publ_author_name
'Banwell, M. G.'
'Hockless, D. C. R.'
'Peters, S. C.'
_publ_section_title
;
 (2\a,5\a)-1,5,6,9,9-Pentabromo-7-methoxy-2,3,3a,4,5,6-hexahydro-3a,6-methanoazulen-2-ol
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1589
_journal_page_last               1591
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C12 H11 Br5 O2'
_chemical_formula_moiety         'C12 H11 Br5 O2'
_chemical_formula_sum            'C12 H11 Br5 O2'
_chemical_formula_weight         586.74
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.
_cell_angle_beta                 97.67(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   9.293(2)
_cell_length_b                   12.992(3)
_cell_length_c                   12.710(2)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    213.0(10)
_cell_measurement_theta_max      49.9
_cell_measurement_theta_min      49.0
_cell_volume                     1520.8(5)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1988)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1993)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution    'PATTY in DIRDIF92 (Beurskens et al., 1992)'
_diffrn_ambient_temperature      213.0(10)
_diffrn_measurement_device       'Rigaku AFC-6R'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_monochromator  'equatorial graphite'
_diffrn_radiation_source         'Rigaku RU200B rotating Cu anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0138
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2553
_diffrn_reflns_theta_max         60.05
_diffrn_reflns_theta_min         1.5
_diffrn_standards_decay_%        2.52
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    15.975
_exptl_absorpt_correction_T_max  0.352
_exptl_absorpt_correction_T_min  0.125
_exptl_absorpt_correction_type
'face-indexed analytical (De Meulenaer & Tompa, 1965)'
_exptl_absorpt_process_details
;
face indexed analytical absorption correction (De Meulenaer & Tompa, 1965)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.562
_exptl_crystal_description       plate
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.08
_refine_diff_density_min         -1.11
_refine_ls_extinction_coef       5E-7(8)
_refine_ls_extinction_method     'Zachariasen type II, Gaussian isotropic'
_refine_ls_goodness_of_fit_obs   2.920
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2134
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_obs          0.0400
_refine_ls_shift/esd_max         0.0150
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
'w = 4F~o~^2^/[\s^2^(F~o~^2^) + (0.010F~o~^2^)^2^]'
_refine_ls_wR_factor_all         0.0486
_refine_ls_wR_factor_obs         0.0485
_reflns_number_observed          2134
_reflns_number_total             2389
_reflns_observed_criterion       I>3\s(I)
_[local]_cod_data_source_file    ta1040.cif
_[local]_cod_data_source_block   MGB1
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_cod_database_code               2005062
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,1/2+y,1/2-z'
'   -x,   -y,   -z'
'   +x,1/2-y,1/2+z'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Br(1) 0.0248(4) 0.0554(7) 0.0286(5) 0.0005(4) 0.0011(4) -0.0071(4)
Br(5) 0.0414(5) 0.0238(5) 0.0431(5) -0.0078(4) 0.0070(4) 0.0018(4)
Br(6) 0.0224(4) 0.0335(5) 0.0257(4) 0.0010(4) -0.0011(3) -0.0024(4)
Br(91) 0.0269(4) 0.0174(4) 0.0261(4) 0.0001(3) 0.0035(3) -0.0005(3)
Br(92) 0.0369(5) 0.0325(5) 0.0204(4) 0.0041(4) 0.0070(4) -0.0017(3)
O(1) 0.018(2) 0.031(3) 0.045(3) 0.006(2) 0.006(2) 0.007(3)
O(2) 0.022(3) 0.033(3) 0.021(3) -0.002(2) 0.008(2) -0.007(2)
C(1) 0.023(4) 0.021(4) 0.029(4) -0.002(3) 0.005(3) 0.000(3)
C(2) 0.019(4) 0.019(4) 0.030(4) 0.001(3) 0.001(3) 0.003(3)
C(3) 0.026(4) 0.028(5) 0.028(4) 0.007(4) 0.011(3) 0.007(4)
C(3a) 0.022(4) 0.019(4) 0.024(4) 0.002(3) 0.007(3) -0.001(3)
C(4) 0.028(4) 0.019(4) 0.031(4) 0.006(3) 0.005(3) -0.002(3)
C(5) 0.026(4) 0.017(4) 0.022(4) 0.002(3) 0.003(3) 0.000(3)
C(6) 0.018(3) 0.020(4) 0.025(4) 0.004(3) 0.003(3) 0.001(3)
C(7) 0.018(3) 0.012(4) 0.027(4) 0.002(3) 0.009(3) -0.001(3)
C(71) 0.023(4) 0.058(6) 0.023(4) -0.011(4) 0.006(3) -0.014(4)
C(8) 0.020(4) 0.026(4) 0.019(4) -0.002(3) 0.007(3) 0.001(3)
C(8a) 0.026(4) 0.017(4) 0.025(4) 0.005(3) 0.006(3) 0.001(3)
C(9) 0.032(4) 0.029(5) 0.013(4) -0.001(4) 0.004(3) -0.001(3)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
Br(1) -0.13896(9) 0.35605(8) -0.00348(7) 0.0365(3) Uani
Br(5) 0.40029(10) 0.62940(7) 0.26253(7) 0.0360(3) Uani
Br(6) 0.52269(8) 0.37279(7) 0.38586(6) 0.0276(3) Uani
Br(91) 0.20033(8) 0.21343(6) 0.32343(6) 0.0235(3) Uani
Br(92) 0.21162(9) 0.37427(7) 0.50870(6) 0.0297(3) Uani
O(1) -0.2511(5) 0.4927(4) 0.2001(4) 0.0310(10) Uani
O(2) 0.4586(5) 0.3959(4) 0.1600(4) 0.0250(10) Uani
C(1) -0.0718(8) 0.3821(6) 0.1399(6) 0.024(3) Uani
C(2) -0.1762(8) 0.3959(6) 0.2199(6) 0.023(3) Uani
C(3) -0.0741(8) 0.3967(6) 0.3236(6) 0.027(3) Uani
C(3a) 0.0777(8) 0.4218(6) 0.2969(6) 0.021(3) Uani
C(4) 0.1324(8) 0.5342(6) 0.3160(6) 0.026(3) Uani
C(5) 0.2991(8) 0.5286(6) 0.3388(5) 0.022(3) Uani
C(6) 0.3340(7) 0.4157(6) 0.3129(6) 0.0210(10) Uani
C(7) 0.3254(7) 0.3989(5) 0.1933(6) 0.0190(10) Uani
C(71) 0.4584(8) 0.3751(7) 0.0493(6) 0.034(3) Uani
C(8) 0.1993(7) 0.3916(6) 0.1322(5) 0.021(3) Uani
C(8a) 0.0655(8) 0.3951(6) 0.1805(6) 0.022(3) Uani
C(9) 0.2061(8) 0.3586(6) 0.3542(5) 0.025(3) Uani
H(01) -0.3455 0.4817 0.2068 0.0552 Uiso
H(2) -0.2427 0.3402 0.2174 0.0279 Uiso
H(3a) -0.0739 0.3311 0.3567 0.0328 Uiso
H(3b) -0.1039 0.4475 0.3699 0.0328 Uiso
H(4a) 0.1038 0.5749 0.2547 0.0314 Uiso
H(4b) 0.0940 0.5632 0.3750 0.0314 Uiso
H(5) 0.3267 0.5391 0.4126 0.0263 Uiso
H(8) 0.1957 0.3840 0.0576 0.0262 Uiso
H(71a) 0.4061 0.4277 0.0085 0.0417 Uiso
H(71b) 0.4132 0.3105 0.0322 0.0417 Uiso
H(71c) 0.5554 0.3733 0.0335 0.0417 Uiso
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.018 0.009
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Br -0.676 1.280
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O 0.049 0.032
;
International Tables for Crystallography
(1992, 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_publ_flag
C(7) O(2) C(71) 115.4(6) ?
Br(1) C(1) C(2) 121.1(5) yes
Br(1) C(1) C(8a) 125.5(6) yes
C(2) C(1) C(8a) 113.3(7) yes
O(1) C(2) C(1) 109.0(6) ?
O(1) C(2) C(3) 112.1(6) ?
C(1) C(2) C(3) 101.7(6) yes
C(2) C(3) C(3a) 107.2(6) ?
C(3) C(3a) C(4) 117.2(6) yes
C(3) C(3a) C(8a) 102.6(6) yes
C(3) C(3a) C(9) 117.3(6) yes
C(4) C(3a) C(8a) 110.4(6) ?
C(4) C(3a) C(9) 102.1(6) yes
C(8a) C(3a) C(9) 107.0(6) ?
C(3a) C(4) C(5) 106.5(6) ?
Br(5) C(5) C(4) 114.5(5) yes
Br(5) C(5) C(6) 113.8(5) yes
C(4) C(5) C(6) 103.9(6) ?
Br(6) C(6) C(5) 111.7(5) yes
Br(6) C(6) C(7) 110.9(4) yes
Br(6) C(6) C(9) 112.5(5) yes
C(5) C(6) C(7) 111.3(6) ?
C(5) C(6) C(9) 100.9(5) yes
C(7) C(6) C(9) 109.2(6) ?
O(2) C(7) C(6) 112.7(6) ?
O(2) C(7) C(8) 126.0(6) yes
C(6) C(7) C(8) 121.3(6) ?
C(7) C(8) C(8a) 119.3(6) ?
C(1) C(8a) C(3a) 110.8(6) yes
C(1) C(8a) C(8) 131.6(7) yes
C(3a) C(8a) C(8) 117.6(6) ?
Br(91) C(9) Br(92) 107.5(4) yes
Br(91) C(9) C(3a) 115.1(5) yes
Br(91) C(9) C(6) 113.7(5) yes
Br(92) C(9) C(3a) 109.3(5) yes
Br(92) C(9) C(6) 111.7(5) yes
C(3a) C(9) C(6) 99.4(6) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Br(1) C(1) 1.877(8) yes
Br(5) C(5) 1.945(7) yes
Br(6) C(6) 1.953(7) yes
Br(91) C(9) 1.926(8) yes
Br(92) C(9) 1.968(7) yes
O(1) C(2) 1.443(9) ?
O(2) C(7) 1.362(8) ?
O(2) C(71) 1.432(9) ?
C(1) C(2) 1.507(10) yes
C(1) C(8a) 1.320(10) yes
C(2) C(3) 1.520(10) ?
C(3) C(3a) 1.530(10) ?
C(3a) C(4) 1.550(10) ?
C(3a) C(8a) 1.509(10) yes
C(3a) C(9) 1.550(10) ?
C(4) C(5) 1.539(10) ?
C(5) C(6) 1.546(10) ?
C(6) C(7) 1.526(9) yes
C(6) C(9) 1.551(10) ?
C(7) C(8) 1.320(10) ?
C(8) C(8a) 1.459(10) yes