#------------------------------------------------------------------------------
#$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $
#$Revision: 91933 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/52/2005234.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_2005234
loop_
_publ_author_name
'Kokila, M. K.'
Puttaraja
'Kulkarni, M. V.'
'Shivaprakash, N. C.'
_publ_section_title
;
 3-Acetyl-6-bromocoumarin
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2078
_journal_page_last               2081
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C11 H7 Br1 O3'
_chemical_formula_sum            'C11 H7 Br O3'
_chemical_formula_weight         267.08
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source
'Cromer & Mann (1968) and Stewart, Davidson & Simpson (1965)'
_cell_angle_alpha                97.339(9)
_cell_angle_beta                 99.948(9)
_cell_angle_gamma                90.04(1)
_cell_formula_units_Z            2
_cell_length_a                   4.029(1)
_cell_length_b                   11.125(2)
_cell_length_c                   11.775(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    300
_cell_measurement_theta_max      50
_cell_measurement_theta_min      40
_cell_volume                     515.45(16)
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       \q-2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7093
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1980
_diffrn_reflns_theta_max         65
_diffrn_standards_decay_%        insignificant
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    3.93
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.721
_exptl_crystal_density_meas      1.7
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.61
_refine_diff_density_min         -1.27
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.298
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     164
_refine_ls_number_reflns         1549
_refine_ls_R_factor_obs          0.067
_refine_ls_shift/esd_max         0.05
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      1/\s^2^(F)
_refine_ls_wR_factor_obs         0.067
_reflns_number_observed          1549
_reflns_number_total             1711
_reflns_observed_criterion       I>=2.5\s(I)
_[local]_cod_data_source_file    cr1164.cif
_[local]_cod_data_source_block   cr1164a
_[local]_cod_chemical_formula_sum_orig 'C11 H7 Br1 O3'
_cod_original_cell_volume        515.5(2)
_cod_database_code               2005234
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_B_iso_or_equiv
Br .4042(3) .1829(1) .0091(1) 3.9(1)
O(1) .288(1) .1402(4) .5298(5) 3.1(3)
O(2) .345(2) .2080(5) .7264(5) 4.3(3)
O(3) .959(2) .4945(5) .6763(5) 4.5(3)
C(2) .410(2) .2249(7) .6296(7) 2.9(4)
C(3) .610(2) .3262(7) .6029(7) 2.5(4)
C(4) .638(2) .3363(6) .4881(7) 2.6(4)
C(5) .518(2) .2595(6) .2647(7) 2.8(4)
C(6) .378(2) .1683(7) .1716(7) 2.9(4)
C(7) .209(2) .0690(7) .2013(7) 3.0(4)
C(8) .181(2) .0597(7) .3194(7) 3.1(4)
C(9) .321(2) .1495(7) .4131(7) 2.6(4)
C(10) .494(2) .2494(6) .3862(7) 2.5(4)
C(11) .784(2) .4187(7) .7041(7) 3.0(4)
C(12) .746(3) .4206(8) .8332(8) 4.8(5)
H(4) .775(3) .415(2) .473(5) 3.4(5)
H(5) .646(3) .340(2) .246(1) 3.4(5)
H(7) .098(5) -.002(4) .134(2) 4.0(5)
H(8) .051(2) -.019(4) .341(4) 3.6(5)
H(12A) .590(3) .357(5) .868(4) 5.3(5)
H(12B) .925(3) .379(5) .825(4) 5.3(5)
H(12C) .891(5) .495(3) .888(2) 5.3(5)
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 .0470(10) .0500(10) .0500(10) -.0090(10) .0110(10) -.0010(10)
O(1) .044(4) .029(3) .047(3) -.011(3) .011(3) .006(3)
O(2) .065(5) .044(4) .055(4) -.015(3) .017(4) .008(3)
O(3) .068(5) .042(4) .060(4) -.031(4) .011(4) -.001(3)
C(2) .032(5) .036(5) .043(5) -.002(4) .004(4) .006(4)
C(3) .023(5) .025(4) .047(5) .004(4) .007(4) .007(4)
C(4) .029(5) .025(4) .044(5) -.003(4) .004(4) .003(4)
C(5) .031(5) .026(4) .049(5) -.005(4) .009(4) .003(4)
C(6) .012(4) .036(5) .057(5) .004(4) -.001(4) .001(4)
C(7) .033(5) .024(4) .056(5) -.007(4) .006(5) -.001(4)
C(8) .032(5) .024(4) .057(6) -.004(4) .002(5) .001(4)
C(9) .024(5) .029(5) .050(5) .004(4) .009(4) .012(4)
C(10) .020(5) .024(4) .051(5) -.002(4) .005(4) .004(4)
C(11) .029(5) .032(5) .051(5) .003(4) .005(4) .008(4)
C(12) .070(8) .054(6) .056(6) -.040(6) .015(6) .000(5)
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(9) O(1) C(2) 127.0(6) yes
O(1) C(2) O(2) 119.9(7) yes
O(1) C(2) C(3) 112.8(7) yes
O(2) C(2) C(3) 127.4(7) yes
C(2) C(3) C(11) 118.6(7) yes
C(2) C(3) C(4) 120.1(7) yes
C(4) C(3) C(11) 121.3(7) yes
C(3) C(4) C(10) 125.2(7) yes
C(10) C(5) C(6) 121.8(7) yes
C(5) C(6) Br 121.8(6) yes
C(7) C(6) C(5) 117.0(7) yes
C(7) C(6) Br 121.1(6) yes
C(6) C(7) C(8) 121.3(7) yes
C(7) C(8) C(9) 122.2(7) yes
C(8) C(9) C(10) 117.7(7) yes
C(8) C(9) O(1) 121.9(7) yes
C(10) C(9) O(1) 120.4(7) yes
C(4) C(10) C(5) 125.9(6) yes
C(4) C(10) C(9) 114.3(7) yes
C(5) C(10) C(9) 119.8(7) yes
C(3) C(11) C(12) 125.1(7) yes
C(3) C(11) O(3) 114.8(7) yes
C(12) C(11) O(3) 120.2(7) yes
C(12) C(11) C(3) 125.1(7) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Br C(6) 1.962(8) yes
O(1) C(2) 1.422(10) yes
O(1) C(9) 1.419(10) yes
O(2) C(2) 1.249(10) yes
O(3) C(11) 1.210(10) yes
C(2) C(3) 1.482(11) yes
C(3) C(4) 1.394(11) yes
C(4) C(10) 1.474(11) yes
C(5) C(6) 1.432(11) yes
C(5) C(10) 1.469(11) yes
C(6) C(7) 1.408(11) yes
C(7) C(8) 1.432(12) yes
C(8) C(9) 1.427(11) yes
C(9) C(10) 1.410(11) yes
C(11) C(12) 1.551(11) yes
C(11) C(3) 1.540(11) yes
_journal_paper_doi 10.1107/S0108270195010493