#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/54/2005418.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_2005418
loop_
_publ_author_name
'Raju, K. V. N.'
'Krishnaiah, M.'
'Chen, Y.-S.'
'Rao, S. N.'
'Holt, E. M.'
_publ_section_title
;
 (E)-6-Chloro-3-[2-(4-chlorophenylsulfonyl)ethenyl]-4-chromanone,
 (E)-6-Bromo-3-[2-(4-bromophenylsulfonyl)ethenyl]-4-chromanone
 and
 (E)-3-[2-(4-Chlorophenylsulfonyl)ethenyl]-6-methoxy-4-chromanone
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2212
_journal_page_last               2215
_journal_paper_doi               10.1107/S0108270196003563
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C17 H10 Br2 O4 S'
_chemical_formula_sum            'C17 H10 Br2 O4 S'
_chemical_formula_weight         470.1
_chemical_melting_point          .208E-206
_chemical_name_systematic
;
(E)-3-[2-(4-Bromophenylsulfonyl) ethenyl]-6-bromo-4H-1-benzopyran-4-
one
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                91.20(1)
_cell_angle_beta                 99.10(1)
_cell_angle_gamma                97.71(1)
_cell_formula_units_Z            2
_cell_length_a                   6.761(1)
_cell_length_b                   10.719(1)
_cell_length_c                   11.744(1)
_cell_measurement_reflns_used    60
_cell_measurement_temperature    298
_cell_measurement_theta_max      12.424
_cell_measurement_theta_min      5.952
_cell_volume                     832.02(17)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1991)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'XP (Siemens, 1990)'
_computing_structure_refinement  SHELXS86
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298
_diffrn_measurement_device       'Syntex P4 four-circle'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  'highly oriented graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.016
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2090
_diffrn_reflns_theta_max         25.0
_diffrn_reflns_theta_min         1.75
_diffrn_standards_decay_%        0.0001
_diffrn_standards_interval_time  97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.015
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.876
_exptl_crystal_description       cube
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.49
_refine_diff_density_min         -0.62
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.18
_refine_ls_hydrogen_treatment
;H atoms positioned by idealized geometry. Riding model with fixed
isotropic displacement parameters.
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         1560
_refine_ls_R_factor_obs          .0430
_refine_ls_shift/esd_max         0.002
_refine_ls_shift/esd_mean        0.010
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.0008F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         .0484
_reflns_number_observed          1229
_reflns_number_total             1560
_reflns_observed_criterion       F>4.0\s(F)
_cod_data_source_file            pa1224.cif
_cod_data_source_block           II
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F) + 0.0008F^2^]'
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) +
0.0008F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        832.1(2)
_cod_database_code               2005418
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
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
_atom_site_calc_flag
_atom_site_calc_attached_atom
Br(1) -.9473(2) .6046(1) .1881(1) .064(1) Uani d .
Br(2) .2072(2) .2853(1) .4384(1) .063(1) Uani d .
S(11) -.3065(4) -.0191(2) .7804(2) .037(1) Uani d .
O(1) -.2295(11) .3253(7) 1.2352(6) .046(3) Uani d .
O(2) -.6316(12) .2705(7) .9346(7) .056(3) Uani d .
O(3) -.1740(11) -.0894(6) .8523(6) .047(3) Uani d .
O(4) -.4880(10) -.0839(7) .7120(6) .049(3) Uani d .
C(2) -.2043(17) .2463(10) 1.1523(9) .041(4) Uani d .
H(2A) -.0880 .2028 1.1653 .080 Uiso calc R
C(3) -.3319(15) .2208(10) 1.0499(9) .036(4) Uani d .
C(4) -.5081(18) .2844(10) 1.0252(9) .041(5) Uani d .
C(4') -.5365(16) .3709(9) 1.1203(9) .038(4) Uani d .
C(5) -.7013(18) .4373(10) 1.1107(9) .046(5) Uani d .
H(5A) -.8008 .4268 1.0419 .080 Uiso calc R
C(6) -.7219(18) .5170(10) 1.1989(11) .048(5) Uani d .
C(7) -.5776(20) .5346(11) 1.2985(10) .054(5) Uani d .
H(7') -.5940 .5916 1.3594 .080 Uiso calc R
C(8) -.4141(19) .4706(10) 1.3087(9) .048(5) Uani d .
H(8A) -.3144 .4822 1.3773 .080 Uiso calc R
C(8') -.3917(18) .3877(10) 1.2196(9) .041(4) Uani d .
C(9) -.2829(16) .1276(9) .9696(9) .037(4) Uani d .
H(9A) -.1680 .0854 .9943 .080 Uiso calc R
C(10) -.3825(16) .0950(9) .8651(9) .036(4) Uani d .
H(10A) -.4973 .1359 .8365 .080 Uiso calc R
C(12) -.1655(15) .0652(8) .6863(8) .030(4) Uani d .
C(13) .0407(17) .0950(10) .7162(9) .048(5) Uani d .
H(13A) .1060 .0675 .7881 .080 Uiso calc R
C(14) .1528(18) .1620(11) .6434(10) .053(5) Uani d .
H(14A) .2965 .1850 .6641 .080 Uiso calc R
C(15) .0538(19) .1962(10) .5389(9) .043(5) Uani d .
C(16) -.1540(19) .1657(11) .5086(10) .053(5) Uani d .
H(16A) -.2207 .1912 .4362 .080 Uiso calc R
C(17) -.2616(18) .1023(10) .5831(10) .051(5) Uani d .
H(17A) -.4059 .0817 .5639 .080 Uiso calc R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0 0.0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H 0.0 0.0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O 0.0 0.0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S 0.110 0.124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br -0.374 2.456 '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_publ_flag
O(3) S(11) O(4) 119.6(4) no
O(3) S(11) C(10) 109.2(5) no
O(4) S(11) C(10) 106.3(5) no
O(3) S(11) C(12) 108.0(5) no
O(4) S(11) C(12) 107.7(4) no
C(10) S(11) C(12) 105.3(5) no
C(8') O(1) C(2) 119.1(8) no
O(2) C(4) C(4') 120.3(11) no
O(2) C(4) C(3) 125.2(10) no
C(4') C(4) C(3) 114.6(9) no
C(4) C(4') C(5) 121.5(9) no
C(4) C(4') C(8') 118.9(10) no
C(5) C(4') C(8') 119.6(10) no
C(4') C(5) C(6) 120.1(10) no
Br(1) C(6) C(5) 120.5(9) no
Br(1) C(6) C(7) 118.8(10) no
C(5) C(6) C(7) 120.7(11) no
C(6) C(7) C(8) 119.7(11) no
C(7) C(8) C(8') 120.3(10) no
O(1) C(8') C(4') 122.7(10) no
O(1) C(8') C(8) 117.7(9) no
C(4') C(8') C(8) 119.6(11) no
O(1) C(2) C(3) 125.0(10) no
C(4) C(3) C(2) 119.7(10) no
C(4) C(3) C(9) 122.8(9) no
C(2) C(3) C(9) 117.5(10) no
C(3) C(9) C(10) 126.2(10) no
S(11) C(10) C(9) 120.7(9) no
S(11) C(12) C(13) 120.1(8) no
S(11) C(12) C(17) 120.0(8) no
C(13) C(12) C(17) 119.9(10) no
C(12) C(13) C(14) 120.6(10) no
C(13) C(14) C(15) 118.6(11) no
Br(2) C(15) C(14) 118.6(9) no
Br(2) C(15) C(16) 120.5(8) no
C(14) C(15) C(16) 120.8(11) no
C(15) C(16) C(17) 119.4(10) no
C(12) C(17) C(16) 120.6(11) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Br(2) C(15) 1.884(12) yes
Br(1) C(6) 1.884(12) yes
S(11) O(3) 1.433(8) yes
S(11) O(4) 1.439(7) yes
S(11) C(10) 1.741(11) yes
S(11) C(12) 1.758(10) yes
O(2) C(4) 1.238(13) yes
O(1) C(8') 1.350(14) yes
O(1) C(2) 1.323(13) yes
C(4) C(4') 1.488(15) yes
C(4) C(3) 1.444(16) yes
C(4') C(5) 1.393(17) yes
C(4') C(8') 1.390(14) yes
C(5) C(6) 1.365(17) yes
C(6) C(7) 1.392(16) yes
C(7) C(8) 1.368(19) yes
C(8) C(8') 1.398(16) yes
C(2) C(3) 1.363(14) yes
C(3) C(9) 1.465(15) yes
C(9) C(10) 1.319(13) yes
C(12) C(13) 1.375(15) yes
C(12) C(17) 1.374(14) yes
C(13) C(14) 1.381(17) yes
C(14) C(15) 1.383(15) yes
C(15) C(16) 1.386(17) yes
C(16) C(17) 1.361(17) yes
