#------------------------------------------------------------------------------
#$Date: 2016-02-18 16:37:37 +0100 (jue 18 de feb de 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/61/1516158.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_1516158
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 Br2 F8 N4'
_chemical_formula_weight         666.18
_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                 118.696(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   28.893(5)
_cell_length_b                   5.2362(10)
_cell_length_c                   17.648(3)
_cell_measurement_reflns_used    2587
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.66
_cell_measurement_theta_min      2.63
_cell_volume                     2342.0(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      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.979
_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  0.0319
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9467
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.61
_exptl_absorpt_coefficient_mu    3.548
_exptl_absorpt_correction_T_max  0.6634
_exptl_absorpt_correction_T_min  0.3037
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.889
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2627
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0284
_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)+(0.0359P)²+0.0878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0638
_refine_ls_wR_factor_ref         0.0710
_reflns_number_gt                1857
_reflns_number_total             2627
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4sc00987h6.cif
_cod_data_source_block           (cis-1)(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               1516158
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
Br1 Br 0.108232(11) -0.25023(5) 0.113569(16) 0.03241(10) Uani 1 1 d .
C1 C 0.07866(10) -0.0036(4) 0.15530(15) 0.0259(5) Uani 1 1 d .
C2 C 0.11076(10) 0.1627(5) 0.21991(16) 0.0280(6) Uani 1 1 d .
C3 C 0.08978(10) 0.3479(5) 0.24929(15) 0.0261(5) Uani 1 1 d .
C6 C 0.02467(9) 0.0187(4) 0.12280(14) 0.0250(5) Uani 1 1 d .
C4 C 0.03586(10) 0.3730(4) 0.21709(14) 0.0228(5) Uani 1 1 d .
C8 C 0.22272(10) 0.0182(5) 0.04299(16) 0.0291(6) Uani 1 1 d .
N1 N 0.16139(9) 0.3874(4) 0.06928(15) 0.0369(5) Uani 1 1 d .
C7 C 0.25646(11) -0.1718(5) 0.03280(17) 0.0342(6) Uani 1 1 d .
H7 H 0.2916 -0.1837 0.0787 0.041 Uiso 1 1 calc R
C9 C 0.17107(11) 0.0670(5) -0.01893(17) 0.0349(6) Uani 1 1 d .
H9 H 0.1555 -0.0253 -0.0718 0.042 Uiso 1 1 calc R
C5 C 0.00338(10) 0.2028(4) 0.15303(15) 0.0242(6) Uani 1 1 d .
C12 C 0.21095(12) 0.3406(5) 0.12794(18) 0.0390(7) Uani 1 1 d .
H12 H 0.2255 0.4367 0.1800 0.047 Uiso 1 1 calc R
C13 C 0.24246(11) 0.1622(5) 0.11823(18) 0.0362(7) Uani 1 1 d .
H13 H 0.2777 0.1371 0.1628 0.043 Uiso 1 1 calc R
C10 C 0.14243(12) 0.2501(5) -0.00349(19) 0.0374(6) Uani 1 1 d .
H10 H 0.1072 0.2808 -0.0470 0.045 Uiso 1 1 calc R
N2 N 0.01724(8) 0.6014(4) 0.23844(13) 0.0278(5) Uani 1 1 d .
F1 F -0.00829(6) -0.1448(3) 0.06202(9) 0.0350(4) Uani 1 1 d .
F4 F 0.12202(6) 0.5158(3) 0.30972(9) 0.0373(4) Uani 1 1 d .
F3 F 0.16342(6) 0.1479(3) 0.25436(9) 0.0404(4) Uani 1 1 d .
F2 F -0.04926(6) 0.2221(3) 0.11775(9) 0.0328(3) Uani 1 1 d .
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'
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
_geom_angle_site_symmetry_1
C2 C1 C6 117.8(2) .
C2 C1 Br1 120.33(19) .
C6 C1 Br1 121.91(18) .
F3 C2 C3 118.7(2) .
F3 C2 C1 120.2(2) .
C3 C2 C1 121.0(2) .
F4 C3 C2 119.8(2) .
F4 C3 C4 118.4(2) .
C2 C3 C4 121.8(2) .
F1 C6 C5 118.4(2) .
F1 C6 C1 120.1(2) .
C5 C6 C1 121.4(2) .
C3 C4 C5 117.4(2) .
C3 C4 N2 117.5(2) .
C5 C4 N2 123.8(2) .
C9 C8 C13 116.5(2) .
C9 C8 C7 123.9(2) .
C13 C8 C7 119.7(2) .
C12 N1 C10 116.2(2) .
C7 C7 C8 127.3(3) 7_545
C10 C9 C8 119.6(2) .
F2 C5 C6 119.3(2) .
F2 C5 C4 120.1(2) .
C6 C5 C4 120.6(2) .
N1 C12 C13 124.1(3) .
C12 C13 C8 119.8(3) .
N1 C10 C9 123.8(3) .
N2 N2 C4 123.13(12) 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C1 1.883(2) .
C1 C2 1.380(3) .
C1 C6 1.385(3) .
C2 F3 1.343(3) .
C2 C3 1.370(4) .
C3 F4 1.351(3) .
C3 C4 1.384(3) .
C6 F1 1.345(3) .
C6 C5 1.381(3) .
C4 C5 1.391(3) .
C4 N2 1.434(3) .
C8 C9 1.386(4) .
C8 C13 1.389(3) .
C8 C7 1.463(3) .
N1 C12 1.326(4) .
N1 C10 1.338(3) .
C7 C7 1.317(5) 7_545
C9 C10 1.377(3) .
C5 F2 1.342(3) .
C12 C13 1.371(4) .
N2 N2 1.245(4) 2
