#------------------------------------------------------------------------------
#$Date: 2016-02-19 15:29:56 +0100 (vie 19 de feb de 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003632.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_2003632
loop_
_publ_author_name
'Satake, K.'
'Itoh, H.'
'Kimura, M.'
'Morosawa, S.'
'Kashino, S.'
_publ_section_title
;
 Dimethyl
 4-exo,9-endo-Dibromobicyclo[3.3.1]non-2-ene-2,3-dicarboxylate
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1397
_journal_page_last               1399
_journal_paper_doi               10.1107/S0108270195001235
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C13 H16 Br2 O4'
_chemical_formula_weight         396.1
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.945(9)
_cell_length_b                   15.406(8)
_cell_length_c                   13.830(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      11
_cell_measurement_theta_min      10
_cell_volume                     2971(3)
_computing_cell_refinement
;
Rigaku Co. (1990). Rigaku AFC Softwares. Tokyo, Japan.
;
_computing_data_collection
;
Rigaku Co. (1990). Rigaku AFC Softwares. Tokyo. JAPAN.
;
_computing_data_reduction
;
Molecular Structure Co. (1985). TEXSAN. TEXRAY Structure Analysis Package.
MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA.
;
_computing_molecular_graphics
;
Johnson, C.K. (1976). ORTEPII. Report ORNL-5138, Oak Ridge National
Laboratory, Tennessee, USA.
;
_computing_publication_material
;
Molecular Structure Co. (1985), TEXSAN. TEXRAY Structure Analysis Package. MS
C, 3200 Research Forest Drive, The Woodlands, TX 77381, USA.:wq
:
;
_computing_structure_refinement
;
Molecular Structure Co. (1985). TEXSAN, TEXRAY Structure Analysis Package.
MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA.
;
_computing_structure_solution
;
Gilmore, G.J. (1984). MITHRIL. J.Appl. Cryst. 17, 42-46.
;
_diffrn_measurement_device       'Rigaku AFC-5R'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.031
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_number            2942
_diffrn_reflns_theta_max         25.0
_diffrn_standards_decay_%        2.7
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.41
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.771
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.73
_refine_diff_density_min         -0.73
_refine_ls_extinction_coef       2.12E-5
_refine_ls_extinction_method     'Icorr = Iₒ(1 + gIc)'
_refine_ls_goodness_of_fit_obs   1.53
_refine_ls_hydrogen_treatment    'refall isotropically'
_refine_ls_number_parameters     237
_refine_ls_number_reflns         1141
_refine_ls_R_factor_obs          0.047
_refine_ls_shift/esd_max         0.63
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.030
_reflns_number_observed          1141
_reflns_number_total             2641
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            as1147.cif
_cod_data_source_block           as1147a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F)]' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/[\s^2^(F)]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2003632
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,y,1/2-z
x,1/2-y,1/2+z
1/2-x,1/2+y,z
-x,-y,-z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
Br(1) 0.48704(7) 0.01680(8) 0.13032(7) 7.72(7)
Br(2) 0.40333(6) -0.20945(8) 0.13611(8) 8.58(7)
O(1) 0.2800(4) -0.1960(4) 0.4276(4) 4.9(4)
O(2) 0.3361(4) -0.0718(4) 0.4902(4) 4.6(3)
O(3) 0.4396(4) 0.0938(4) 0.3633(5) 6.2(4)
O(4) 0.3005(4) 0.0296(4) 0.3226(4) 4.0(3)
C(1) 0.4677(7) -0.2132(6) 0.3334(8) 4.2(6)
C(2) 0.4168(5) -0.1290(6) 0.3556(6) 2.6(4)
C(3) 0.4409(5) -0.0538(6) 0.3161(6) 2.5(4)
C(4) 0.5253(6) -0.0478(6) 0.2478(6) 3.7(5)
C(5) 0.5745(6) -0.1327(7) 0.2221(6) 3.7(6)
C(6) 0.6603(7) -0.1502(8) 0.2892(7) 4.0(6)
C(7) 0.6299(8) -0.1608(7) 0.3932(7) 4.2(6)
C(8) 0.5523(8) -0.2298(8) 0.4031(9) 5.2(7)
C(9) 0.5085(7) -0.2100(7) 0.2307(7) 5.2(6)
C(10) 0.3347(6) -0.1374(6) 0.4279(6) 2.9(5)
C(11) 0.254(1) -0.071(1) 0.558(1) 8(1)
C(12) 0.3945(7) 0.0321(6) 0.3372(6) 3.2(5)
C(13) 0.251(1) 0.111(1) 0.348(2) 7(1)
H(1) 0.421(4) -0.255(4) 0.336(4) 2(2)
H(4) 0.577(4) -0.009(4) 0.277(4) 3(2)
H(5) 0.604(5) -0.132(4) 0.151(5) 5(2)
H(9) 0.539(5) -0.261(4) 0.218(5) 4(2)
H(61) 0.689(5) -0.208(5) 0.274(5) 5(2)
H(62) 0.710(4) -0.108(4) 0.281(5) 3(2)
H(71) 0.687(5) -0.180(5) 0.439(5) 5(2)
H(72) 0.611(5) -0.106(5) 0.420(5) 5(2)
H(81) 0.534(5) -0.232(4) .463(4) 2(2)
H(82) 0.585(7) -0.287(7) 0.391(7) 13(3)
H(111) 0.22(1) -0.09(1) 0.53(1) 13(6)
H(112) 0.283(9) -0.105(8) 0.60(1) 12(5)
H(113) 0.261(7) -0.027(7) 0.594(8) 9(3)
H(131) 0.267(9) 0.124(9) 0.404(8) 13(4)
H(132) 0.29(1) 0.13(1) 0.32(1) 17(6)
H(133) 0.198(7) 0.103(7) 0.316(7) 10(3)
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(10) O(2) C(11) 114.0(10) yes
C(12) O(4) C(13) 113.8(8) yes
C(2) C(1) C(8) 111.9(9) yes
C(2) C(1) C(9) 109.6(9) yes
C(8) C(1) C(9) 107.5(8) yes
C(1) C(2) C(3) 123.3(8) yes
C(1) C(2) C(10) 114.8(8) yes
C(3) C(2) C(10) 122.3(8) yes
C(2) C(3) C(4) 120.5(8) yes
C(2) C(3) C(12) 125.6(7) yes
C(4) C(3) C(12) 113.8(8) yes
Br(1) C(4) C(3) 109.5(6) yes
Br(1) C(4) C(5) 111.3(6) yes
C(3) C(4) C(5) 116.5(5) yes
C(4) C(5) C(6) 111.2(8) yes
C(4) C(5) C(9) 112.6(8) yes
C(6) C(5) C(9) 106.8(8) yes
C(5) C(6) C(7) 112.1(8) yes
C(6) C(7) C(8) 111.2(9) yes
C(1) C(8) C(7) 111.8(9) yes
Br(2) C(9) C(1) 109.9(7) yes
Br(2) C(9) C(5) 113.6(7) yes
C(1) C(9) C(5) 109.0(8) yes
O(1) C(10) O(2) 126.3(9) yes
O(1) C(10) C(2) 123.2(9) yes
O(2) C(10) C(2) 110.5(8) yes
O(3) C(12) O(4) 126.1(9) yes
O(3) C(12) C(3) 122.2(9) yes
O(4) C(12) C(3) 111.7(8) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Br(1) C(4) 1.979(8) yes
Br(2) C(9) 1.965(9) yes
O(1) C(10) 1.183(8) yes
O(2) C(10) 1.328(9) yes
O(2) C(11) 1.480(10) yes
O(3) C(12) 1.196(9) yes
O(4) C(12) 1.327(9) yes
O(4) C(13) 1.480(10) yes
C(1) C(2) 1.510(10) yes
C(1) C(8) 1.540(10) yes
C(1) C(9) 1.530(10) yes
C(2) C(3) 1.325(9) yes
C(2) C(10) 1.520(10) yes
C(3) C(4) 1.510(10) yes
C(3) C(12) 1.500(10) yes
C(4) C(5) 1.520(10) yes
C(5) C(6) 1.540(10) yes
C(5) C(9) 1.510(10) yes
C(6) C(7) 1.510(10) yes
C(7) C(8) 1.520(10) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C(1) C(2) C(3) C(4) -2.0(10) yes
C(1) C(9) C(5) C(4) -56.0(10) yes
C(2) C(1) C(9) C(5) 57.0(10) yes
C(2) C(3) C(4) C(5) 5.0(10) yes
C(3) C(2) C(1) C(9) -29.0(10) yes
C(5) C(6) C(7) C(8) 54.0(10) yes
C(5) C(9) C(1) C(8) -65.0(10) yes
C(7) C(6) C(5) C(9) -60.0(10) yes
C(7) C(8) C(1) C(9) 57.0(10) yes
Br(1) C(4) C(3) C(2) 131.8(7) yes
C(3) C(4) C(5) C(9) 26.0(10) yes
C(1) C(8) C(7) C(6) -52.0(10) yes
C(1) C(9) C(5) C(6) 66.0(10) yes
Br(2) C(9) C(5) C(4) 66.4(9) yes
C(4) C(3) C(2) C(10) 177.5(7) yes
C(1) C(2) C(3) C(12) -178.4(8) yes
