#------------------------------------------------------------------------------
#$Date: 2016-05-12 06:04:22 +0300 (Thu, 12 May 2016) $
#$Revision: 182890 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/51/7225194.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_7225194
loop_
_publ_author_name
'Veerakanellore, Giri Babu'
'Captain, Burjor'
'Ramamurthy, Vaidhyanathan'
_publ_section_title
;
 Solid-state photochemistry of cis-cinnamic acids: A competition between
 [2+2] addition and cis-trans isomerization
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C6CE00682E
_journal_year                    2016
_chemical_formula_sum            'C10 H9 Br O3'
_chemical_formula_weight         257.08
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-03-10 deposited with the CCDC.
2016-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 114.5950(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.7172(9)
_cell_length_b                   4.0206(2)
_cell_length_c                   17.5023(10)
_cell_measurement_reflns_used    5184
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.09
_cell_measurement_theta_min      2.28
_cell_volume                     1005.67(10)
_computing_cell_refinement       'SAINT+  V7.46A (Bruker, 2007)'
_computing_data_collection       'APEX2 v2.2-0 (Bruker, 2007)'
_computing_data_reduction        'SAINT+  V7.46A (Bruker, 2007)'
_computing_molecular_graphics    'XSHELL v4.02 (Bruker, 2000)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX2 CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_sigmaI/netI    0.0349
_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       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            14425
_diffrn_reflns_theta_full        29.99
_diffrn_reflns_theta_max         29.99
_diffrn_reflns_theta_min         1.47
_exptl_absorpt_coefficient_mu    4.064
_exptl_absorpt_correction_T_max  0.6867
_exptl_absorpt_correction_T_min  0.2176
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS 2007/4 Bruker)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.575
_refine_diff_density_min         -0.709
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2928
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0362
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0542P)^2^+0.1504P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0912
_refine_ls_wR_factor_ref         0.1001
_reflns_number_gt                2226
_reflns_number_total             2928
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ce00682e2.cif
_cod_data_source_block           collect_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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.

'_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 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7225194
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Br1 Br 0.735341(18) 0.39502(7) 1.153508(14) 0.06014(12) Uani 1 1 d .
O1 O 0.97141(12) 0.7957(5) 0.90283(12) 0.0618(5) Uani 1 1 d .
H1 H 1.0097 0.9100 0.9401 0.093 Uiso 1 1 calc R
O2 O 0.89728(12) 0.8307(4) 0.98638(10) 0.0556(4) Uani 1 1 d .
O3 O 0.57640(11) 0.7642(5) 0.78746(10) 0.0541(4) Uani 1 1 d .
C1 C 0.69836(14) 0.5505(5) 0.90733(13) 0.0375(4) Uani 1 1 d .
C2 C 0.60939(14) 0.6961(5) 0.87126(13) 0.0391(4) Uani 1 1 d .
C3 C 0.56104(15) 0.7649(6) 0.92007(15) 0.0467(5) Uani 1 1 d .
H3 H 0.5025 0.8656 0.8963 0.056 Uiso 1 1 calc R
C4 C 0.60079(16) 0.6823(6) 1.00456(15) 0.0482(5) Uani 1 1 d .
H4 H 0.5691 0.7297 1.0378 0.058 Uiso 1 1 calc R
C5 C 0.68675(15) 0.5309(5) 1.03943(13) 0.0410(4) Uani 1 1 d .
C6 C 0.73632(14) 0.4655(5) 0.99151(13) 0.0402(4) Uani 1 1 d .
H6 H 0.7948 0.3648 1.0159 0.048 Uiso 1 1 calc R
C7 C 0.74353(16) 0.4617(6) 0.85120(13) 0.0426(4) Uani 1 1 d .
H7 H 0.7056 0.3446 0.8032 0.051 Uiso 1 1 calc R
C8 C 0.82962(15) 0.5220(6) 0.85806(13) 0.0422(4) Uani 1 1 d .
H8 H 0.8459 0.4240 0.8179 0.051 Uiso 1 1 calc R
C9 C 0.90185(14) 0.7260(5) 0.92204(13) 0.0398(4) Uani 1 1 d .
C10 C 0.48216(17) 0.8768(7) 0.74521(19) 0.0640(7) Uani 1 1 d .
H10A H 0.4411 0.7235 0.7553 0.096 Uiso 1 1 calc R
H10B H 0.4656 0.8899 0.6859 0.096 Uiso 1 1 calc R
H10C H 0.4763 1.0927 0.7659 0.096 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0708(2) 0.0747(2) 0.03859(14) -0.00282(10) 0.02644(12) -0.01457(12)
O1 0.0495(9) 0.0862(13) 0.0666(12) -0.0123(10) 0.0411(9) -0.0073(9)
O2 0.0496(9) 0.0811(11) 0.0465(9) -0.0076(8) 0.0303(7) -0.0104(8)
O3 0.0429(8) 0.0777(10) 0.0449(8) 0.0109(8) 0.0213(7) 0.0060(8)
C1 0.0390(10) 0.0398(10) 0.0407(10) -0.0046(7) 0.0238(8) -0.0049(7)
C2 0.0375(10) 0.0428(9) 0.0414(10) 0.0001(8) 0.0208(8) -0.0031(8)
C3 0.0414(11) 0.0524(11) 0.0550(12) -0.0021(10) 0.0286(10) 0.0022(9)
C4 0.0511(12) 0.0531(12) 0.0558(13) -0.0105(10) 0.0376(11) -0.0077(9)
C5 0.0473(11) 0.0442(10) 0.0375(10) -0.0073(8) 0.0235(9) -0.0121(8)
C6 0.0378(10) 0.0456(10) 0.0408(10) -0.0024(8) 0.0200(8) -0.0028(8)
C7 0.0447(11) 0.0495(11) 0.0388(10) -0.0037(8) 0.0224(9) 0.0030(9)
C8 0.0458(11) 0.0501(10) 0.0390(10) 0.0047(8) 0.0260(9) 0.0107(9)
C9 0.0378(10) 0.0482(10) 0.0414(10) 0.0106(8) 0.0244(8) 0.0118(8)
C10 0.0454(13) 0.0809(18) 0.0608(16) 0.0216(12) 0.0170(12) 0.0099(12)
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
C2 O3 C10 117.97(19)
C6 C1 C2 119.39(18)
C6 C1 C7 122.39(19)
C2 C1 C7 117.89(19)
O3 C2 C3 124.15(19)
O3 C2 C1 115.45(17)
C3 C2 C1 120.39(19)
C4 C3 C2 119.4(2)
C5 C4 C3 120.30(19)
C4 C5 C6 120.8(2)
C4 C5 Br1 119.12(15)
C6 C5 Br1 120.03(17)
C1 C6 C5 119.7(2)
C8 C7 C1 130.5(2)
C7 C8 C9 127.22(19)
O2 C9 O1 122.5(2)
O2 C9 C8 124.55(18)
O1 C9 C8 112.90(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C5 1.897(2)
O1 C9 1.301(2)
O2 C9 1.232(3)
O3 C2 1.365(2)
O3 C10 1.426(3)
C1 C6 1.383(3)
C1 C2 1.401(3)
C1 C7 1.476(3)
C2 C3 1.387(3)
C3 C4 1.385(3)
C4 C5 1.372(3)
C5 C6 1.387(3)
C7 C8 1.330(3)
C8 C9 1.469(3)