#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/61/1516160.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_1516160
loop_
_publ_author_name
'Bushuyev, Oleksandr S.'
'Corkery, T. Christopher'
'Barrett, Christopher J.'
'Friščić, Tomislav'
_publ_section_title
;
 Photo-mechanical azobenzene cocrystals and in situ X-ray diffraction
 monitoring of their optically-induced crystal-to-crystal isomerisation
;
_journal_issue                   8
_journal_name_full               'Chemical Science'
_journal_page_first              3158
_journal_paper_doi               10.1039/c4sc00987h
_journal_volume                  5
_journal_year                    2014
_chemical_formula_sum            'C24 H10 F8 I2 N4'
_chemical_formula_weight         760.16
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 120.726(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   29.154(5)
_cell_length_b                   5.2244(9)
_cell_length_c                   18.283(3)
_cell_measurement_reflns_used    3240
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.28
_cell_measurement_theta_min      2.95
_cell_volume                     2393.8(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9638
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    2.712
_exptl_absorpt_correction_T_max  0.8542
_exptl_absorpt_correction_T_min  0.5390
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.109
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.280
_refine_diff_density_min         -0.554
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2729
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0263
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0259P)²+3.3965P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0551
_refine_ls_wR_factor_ref         0.0602
_reflns_number_gt                2198
_reflns_number_total             2729
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4sc00987h6.cif
_cod_data_source_block           (cis-2)(trans-bpe)
_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.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 1516158--1516167.cif.
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1516160
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
I1 I 0.111380(8) 1.26529(4) 0.110433(13) 0.01907(7) Uani 1 1 d .
F1 F -0.01060(7) 1.1422(4) 0.06353(12) 0.0234(4) Uani 1 1 d .
F2 F 0.12300(7) 0.4853(4) 0.31181(12) 0.0255(4) Uani 1 1 d .
F3 F 0.16399(7) 0.8462(4) 0.25720(12) 0.0255(4) Uani 1 1 d .
F4 F -0.05098(7) 0.7834(3) 0.11990(12) 0.0224(4) Uani 1 1 d .
N1 N 0.01733(11) 0.4010(5) 0.23925(17) 0.0197(6) Uani 1 1 d .
N2 N 0.83615(11) 0.6057(5) 0.43382(18) 0.0210(6) Uani 1 1 d .
C10 C 0.82757(13) 0.9201(6) 0.5215(2) 0.0201(7) Uani 1 1 d .
H10 H 0.8432 1.0040 0.5751 0.024 Uiso 1 1 calc R
C1 C 0.07788(13) 1.0023(6) 0.15743(19) 0.0164(7) Uani 1 1 d .
C2 C 0.02338(12) 0.9810(6) 0.12525(19) 0.0171(7) Uani 1 1 d .
C3 C 0.00223(12) 0.8002(6) 0.1549(2) 0.0165(6) Uani 1 1 d .
C4 C 0.03560(12) 0.6305(6) 0.2193(2) 0.0157(6) Uani 1 1 d .
C5 C 0.08990(13) 0.6520(6) 0.2513(2) 0.0183(7) Uani 1 1 d .
C6 C 0.11051(12) 0.8360(6) 0.2224(2) 0.0180(7) Uani 1 1 d .
C7 C 0.78695(14) 0.6661(6) 0.3723(2) 0.0247(8) Uani 1 1 d .
H7 H 0.7723 0.5771 0.3198 0.030 Uiso 1 1 calc R
C8 C 0.75591(13) 0.8509(6) 0.3805(2) 0.0229(7) Uani 1 1 d .
H8 H 0.7211 0.8868 0.3344 0.028 Uiso 1 1 calc R
C9 C 0.77619(13) 0.9843(6) 0.4570(2) 0.0177(7) Uani 1 1 d .
C12 C 0.74316(13) 1.1817(6) 0.4655(2) 0.0213(7) Uani 1 1 d .
H12 H 0.7090 1.2138 0.4171 0.026 Uiso 1 1 calc R
C11 C 0.85562(13) 0.7337(6) 0.5072(2) 0.0229(7) Uani 1 1 d .
H11 H 0.8907 0.6941 0.5518 0.027 Uiso 1 1 calc R
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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_site_symmetry_1
N1 N1 C4 122.84(16) 2
C7 N2 C11 116.8(3) .
C11 C10 C9 119.6(3) .
C6 C1 C2 116.7(3) .
C6 C1 I1 120.1(2) .
C2 C1 I1 123.2(2) .
F1 C2 C3 118.1(3) .
F1 C2 C1 119.8(3) .
C3 C2 C1 122.1(3) .
F4 C3 C2 119.7(3) .
F4 C3 C4 119.8(3) .
C2 C3 C4 120.5(3) .
C5 C4 C3 117.3(3) .
C5 C4 N1 117.0(3) .
C3 C4 N1 123.8(3) .
F2 C5 C6 119.8(3) .
F2 C5 C4 118.6(3) .
C6 C5 C4 121.6(3) .
F3 C6 C5 118.2(3) .
F3 C6 C1 120.1(3) .
C5 C6 C1 121.7(3) .
N2 C7 C8 123.8(3) .
C7 C8 C9 119.4(3) .
C10 C9 C8 116.8(3) .
C10 C9 C12 123.8(3) .
C8 C9 C12 119.4(3) .
C12 C12 C9 125.8(4) 7_676
N2 C11 C10 123.6(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C1 2.106(3) .
F1 C2 1.350(3) .
F2 C5 1.350(3) .
F3 C6 1.351(3) .
F4 C3 1.345(3) .
N1 N1 1.257(5) 2
N1 C4 1.433(4) .
N2 C7 1.332(4) .
N2 C11 1.338(4) .
C10 C11 1.380(4) .
C10 C9 1.394(4) .
C1 C6 1.384(4) .
C1 C2 1.389(4) .
C2 C3 1.381(4) .
C3 C4 1.396(4) .
C4 C5 1.384(4) .
C5 C6 1.375(5) .
C7 C8 1.383(5) .
C8 C9 1.395(4) .
C9 C12 1.473(4) .
C12 C12 1.322(6) 7_676
