#------------------------------------------------------------------------------
#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/52/7225200.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_7225200
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            'C11 H12 O4'
_chemical_formula_weight         208.21
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -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                91.546(2)
_cell_angle_beta                 111.209(2)
_cell_angle_gamma                94.653(2)
_cell_formula_units_Z            2
_cell_length_a                   7.5522(9)
_cell_length_b                   8.1546(10)
_cell_length_c                   8.9900(11)
_cell_measurement_reflns_used    2050
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.02
_cell_measurement_theta_min      2.43
_cell_volume                     513.50(11)
_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(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.991
_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  0.0187
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4661
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_min         2.435
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.5947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS 2014/5 Bruker)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_description       Bar
_exptl_crystal_F_000             220
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2231
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0484
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0820P)²+0.1151P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1301
_refine_ls_wR_factor_ref         0.1484
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1636
_reflns_number_total             2231
_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_database_code               7225200
_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   0.954
_shelx_estimated_absorpt_t_max   0.992
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
O1 O -0.04120(18) 0.12142(18) 0.14610(14) 0.0540(4) Uani 1 1 d . .
H1 H -0.0778 0.0862 0.0525 0.081 Uiso 1 1 calc R U
O2 O 0.19812(19) -0.03022(17) 0.16114(14) 0.0522(4) Uani 1 1 d . .
O3 O -0.08111(18) 0.34673(18) 0.62970(14) 0.0540(4) Uani 1 1 d . .
O4 O 0.40024(19) 0.33948(18) 1.14436(14) 0.0566(4) Uani 1 1 d . .
C1 C 0.2019(2) 0.2269(2) 0.65326(18) 0.0367(4) Uani 1 1 d . .
C2 C 0.0942(2) 0.3084(2) 0.72819(19) 0.0387(4) Uani 1 1 d . .
C3 C 0.1664(3) 0.3437(2) 0.8918(2) 0.0436(4) Uani 1 1 d . .
H3 H 0.0946 0.3969 0.9396 0.052 Uiso 1 1 calc R U
C4 C 0.3451(3) 0.3006(2) 0.98483(19) 0.0419(4) Uani 1 1 d . .
C5 C 0.4551(3) 0.2217(2) 0.9147(2) 0.0470(4) Uani 1 1 d . .
H5 H 0.5754 0.1930 0.9762 0.056 Uiso 1 1 calc R U
C6 C 0.3803(2) 0.1874(2) 0.7510(2) 0.0448(4) Uani 1 1 d . .
H6 H 0.4537 0.1352 0.7040 0.054 Uiso 1 1 calc R U
C7 C 0.1240(2) 0.1871(2) 0.48109(19) 0.0392(4) Uani 1 1 d . .
H7 H 0.0081 0.2268 0.4237 0.047 Uiso 1 1 calc R U
C8 C 0.2017(3) 0.0997(2) 0.3978(2) 0.0448(4) Uani 1 1 d . .
H8 H 0.3185 0.0602 0.4524 0.054 Uiso 1 1 calc R U
C9 C 0.1137(2) 0.0624(2) 0.2255(2) 0.0411(4) Uani 1 1 d . .
C10 C -0.1912(3) 0.4330(3) 0.7005(2) 0.0571(5) Uani 1 1 d . .
H10A H -0.2214 0.3652 0.7754 0.086 Uiso 1 1 calc R U
H10B H -0.3071 0.4581 0.6185 0.086 Uiso 1 1 calc R U
H10C H -0.1189 0.5334 0.7550 0.086 Uiso 1 1 calc R U
C11 C 0.5828(3) 0.2977(3) 1.2476(2) 0.0629(6) Uani 1 1 d . .
H11A H 0.5893 0.1813 1.2354 0.094 Uiso 1 1 calc R U
H11B H 0.6005 0.3273 1.3565 0.094 Uiso 1 1 calc R U
H11C H 0.6810 0.3564 1.2202 0.094 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 O3 C10 117.54(13)
C4 O4 C11 118.31(14)
C6 C1 C2 116.95(14)
C6 C1 C7 122.67(14)
C2 C1 C7 120.37(15)
O3 C2 C3 123.50(14)
O3 C2 C1 116.05(14)
C3 C2 C1 120.46(15)
C2 C3 C4 120.52(15)
O4 C4 C3 115.35(15)
O4 C4 C5 124.24(16)
C3 C4 C5 120.41(15)
C6 C5 C4 118.18(16)
C5 C6 C1 123.47(15)
C8 C7 C1 126.66(16)
C7 C8 C9 123.64(16)
O1 C9 O2 122.81(15)
O1 C9 C8 119.76(14)
O2 C9 C8 117.43(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C9 1.271(2)
O2 C9 1.2780(19)
O3 C2 1.367(2)
O3 C10 1.429(2)
O4 C4 1.3612(19)
O4 C11 1.430(2)
C1 C6 1.386(2)
C1 C2 1.420(2)
C1 C7 1.460(2)
C2 C3 1.383(2)
C3 C4 1.386(2)
C4 C5 1.395(2)
C5 C6 1.383(2)
C7 C8 1.330(2)
C8 C9 1.460(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 734009
