#------------------------------------------------------------------------------
#$Date: 2016-08-07 10:19:22 +0200 (dom 07 de ago de 2016) $
#$Revision: 185212 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/51/7225197.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_7225197
loop_
_publ_author_name
'Veerakanellore, Giri Babu'
'Captain, Burjor'
'Ramamurthy, V.'
_publ_section_title
;
 Solid-state photochemistry of cis-cinnamic acids: a competition between
 [2 + 2] addition and cis--trans isomerization
;
_journal_issue                   25
_journal_name_full               CrystEngComm
_journal_page_first              4708
_journal_paper_doi               10.1039/C6CE00682E
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C10 H9 Br O3'
_chemical_formula_weight         257.08
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-03-10 deposited with the CCDC.
2016-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.8600(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.770(2)
_cell_length_b                   4.7420(5)
_cell_length_c                   23.122(3)
_cell_measurement_reflns_used    2682
_cell_measurement_temperature    296
_cell_measurement_theta_max      25.07
_cell_measurement_theta_min      2.78
_cell_volume                     2057.8(4)
_computing_cell_refinement       'SAINT+  V8.34A (Bruker, 2015)'
_computing_data_collection       'APEX2 v2.2-0 (Bruker, 2007)'
_computing_data_reduction        'SAINT+  V8.34A (Bruker, 2015)'
_computing_molecular_graphics    'XSHELL v6.3.1 (Bruker, 2004)'
_computing_publication_material  'XCIF v2014/2 (Bruker, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS/SHELXTL V6.14 (Bruker, 2015)'
_diffrn_ambient_temperature      296
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX2 CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            7936
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_min         1.762
_exptl_absorpt_coefficient_mu    3.973
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS 2014/5 Bruker)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_description       Bar
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_refine_diff_density_max         1.025
_refine_diff_density_min         -0.784
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1922
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0443
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0430P)²+8.0294P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1109
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1593
_reflns_number_total             1922
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce00682e2.cif
_cod_data_source_block           collect_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7225194--7225202.cif.
;
_cod_original_cell_volume        2057.7(4)
_cod_database_code               7225197
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.382
_shelx_estimated_absorpt_t_max   0.890
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Br1 Br 0.58966(3) 1.12775(14) 0.30242(2) 0.0776(2) Uani 1 1 d . .
O1 O 0.56545(15) 0.2256(7) 0.01441(11) 0.0538(7) Uani 1 1 d . .
O2 O 0.46675(15) 0.1543(7) 0.06462(12) 0.0551(7) Uani 1 1 d . .
H3A H 0.4575 0.0496 0.0373 0.083 Uiso 1 1 calc R U
O3 O 0.73047(15) 0.9132(8) 0.07453(13) 0.0642(9) Uani 1 1 d . .
C1 C 0.63725(19) 0.8288(8) 0.13857(15) 0.0386(8) Uani 1 1 d . .
C2 C 0.60451(19) 0.8809(8) 0.19111(16) 0.0422(8) Uani 1 1 d . .
H2A H 0.5635 0.7820 0.2007 0.051 Uiso 1 1 calc R U
C3 C 0.6321(2) 1.0764(9) 0.22887(17) 0.0477(10) Uani 1 1 d . .
C4 C 0.6919(2) 1.2276(9) 0.21537(19) 0.0525(10) Uani 1 1 d . .
H4 H 0.7094 1.3631 0.2410 0.063 Uiso 1 1 calc R U
C5 C 0.7260(2) 1.1796(9) 0.16419(19) 0.0508(10) Uani 1 1 d . .
H5 H 0.7667 1.2818 0.1553 0.061 Uiso 1 1 calc R U
C6 C 0.69977(19) 0.9781(9) 0.12572(16) 0.0433(9) Uani 1 1 d . .
C7 C 0.60926(19) 0.6222(8) 0.09743(15) 0.0405(8) Uani 1 1 d . .
H7 H 0.6383 0.5787 0.0664 0.049 Uiso 1 1 calc R U
C8 C 0.5475(2) 0.4900(8) 0.09920(15) 0.0431(9) Uani 1 1 d . .
H8 H 0.5162 0.5319 0.1288 0.052 Uiso 1 1 calc R U
C9 C 0.52696(19) 0.2796(8) 0.05593(15) 0.0395(8) Uani 1 1 d . .
C10 C 0.7971(3) 1.0427(16) 0.0614(2) 0.092(2) Uani 1 1 d . .
H10A H 0.7904 1.2424 0.0571 0.138 Uiso 1 1 calc R U
H10B H 0.8148 0.9658 0.0260 0.138 Uiso 1 1 calc R U
H10C H 0.8307 1.0068 0.0922 0.138 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
C6 O3 C10 118.1(4)
C2 C1 C6 118.4(3)
C2 C1 C7 121.9(3)
C6 C1 C7 119.6(3)
C3 C2 C1 120.6(4)
C2 C3 C4 120.8(4)
C2 C3 Br1 119.8(3)
C4 C3 Br1 119.4(3)
C3 C4 C5 120.2(4)
C4 C5 C6 120.0(4)
O3 C6 C5 124.2(4)
O3 C6 C1 115.8(3)
C5 C6 C1 120.0(4)
C8 C7 C1 127.4(3)
C7 C8 C9 121.8(3)
O1 C9 O2 123.1(3)
O1 C9 C8 121.5(3)
O2 C9 C8 115.4(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C3 1.904(4)
O1 C9 1.237(4)
O2 C9 1.295(4)
O3 C6 1.360(5)
O3 C10 1.429(5)
C1 C2 1.392(5)
C1 C6 1.406(5)
C1 C7 1.458(5)
C2 C3 1.370(5)
C3 C4 1.372(6)
C4 C5 1.373(6)
C5 C6 1.390(6)
C7 C8 1.319(5)
C8 C9 1.460(5)
