#------------------------------------------------------------------------------
#$Date: 2019-11-28 20:59:41 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244603 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/92/7239220.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_7239220
loop_
_publ_author_name
'Yadav, Promod Kumar'
'Singh, Alok Kumar'
'Kumar, Anup'
'Kumari, Niraj'
'Gulino, Antonino'
'Mishra, Lallan'
'Gupta, Tarkeshwar'
_publ_section_title
;
 Azobenzamide-based proteomorphous objects as a light/pH-induced
 photoswitchable module
;
_journal_issue                   14
_journal_name_full               'RSC Advances'
_journal_page_first              7174
_journal_paper_doi               10.1039/c3ra43576h
_journal_volume                  4
_journal_year                    2014
_chemical_formula_sum            'C28 H24 N4 O4'
_chemical_formula_weight         480.51
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/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                 101.434(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   4.8327(12)
_cell_length_b                   14.850(3)
_cell_length_c                   17.252(3)
_cell_measurement_reflns_used    765
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.8805
_cell_measurement_theta_min      3.1230
_cell_volume                     1213.5(4)
_computing_cell_refinement       'CrysAlisPro,Oxford Diffraction Ltd'
_computing_data_collection       'CrysAlisPro,Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlisPro,Oxford Diffraction Ltd'
_computing_molecular_graphics    'OLEX2 (Dolomanov, 2009)'
_computing_publication_material  'OLEX2 (Dolomanov, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.860
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '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  0.0636
_diffrn_reflns_av_sigmaI/netI    0.1499
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            5625
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.96
_diffrn_reflns_theta_min         3.65
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, Agilent Technologies'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.37
_refine_diff_density_max         0.583
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       0.020(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.331
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2772
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.335
_refine_ls_R_factor_all          0.3002
_refine_ls_R_factor_gt           0.1874
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4552
_refine_ls_wR_factor_ref         0.5090
_reflns_number_gt                1100
_reflns_number_total             2772
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra43576h.txt
_cod_data_source_block           am-4
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7239220
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
O1 O -0.1285(14) -0.1467(4) -0.5072(3) 0.078(2) Uani 1 1 d .
N1 N 0.0413(13) -0.1987(4) -0.3833(3) 0.0487(17) Uani 1 1 d D
H1 H 0.0459 -0.2626 -0.3430 0.058 Uiso 1 1 d RD
N2 N -0.9755(14) -0.4777(4) -0.5276(3) 0.0533(17) Uani 1 1 d .
C1 C -0.7562(16) -0.4108(5) -0.5030(4) 0.0495(19) Uani 1 1 d .
C2 C -0.691(2) -0.3584(6) -0.5610(5) 0.070(3) Uani 1 1 d .
H2 H -0.7840 -0.3686 -0.6128 0.084 Uiso 1 1 calc R
C3 C -0.490(2) -0.2897(6) -0.5466(5) 0.073(3) Uani 1 1 d .
C4 C -0.3439(15) -0.2774(4) -0.4686(4) 0.0441(18) Uani 1 1 d .
C5 C -0.4068(17) -0.3335(5) -0.4097(4) 0.058(2) Uani 1 1 d .
H5 H -0.3101 -0.3258 -0.3579 0.069 Uiso 1 1 calc R
C6 C -0.612(2) -0.4010(5) -0.4265(5) 0.067(3) Uani 1 1 d .
H6 H -0.6490 -0.4385 -0.3867 0.080 Uiso 1 1 calc R
C7 C -0.1339(16) -0.2020(5) -0.4553(4) 0.0491(19) Uani 1 1 d .
C8 C 0.2448(17) -0.1332(5) -0.3570(4) 0.0492(19) Uani 1 1 d .
C9 C 0.311(2) -0.0599(5) -0.4001(5) 0.066(2) Uani 1 1 d .
H9 H 0.2200 -0.0522 -0.4524 0.079 Uiso 1 1 calc R
C10 C 0.510(2) 0.0010(6) -0.3655(6) 0.078(3) Uani 1 1 d .
H10 H 0.5497 0.0485 -0.3967 0.094 Uiso 1 1 calc R
C11 C 0.6522(17) -0.0018(5) -0.2909(4) 0.051(2) Uani 1 1 d .
C12 C 0.5964(19) -0.0713(6) -0.2501(5) 0.068(3) Uani 1 1 d .
H12 H 0.6954 -0.0767 -0.1983 0.081 Uiso 1 1 calc R
C13 C 0.3982(18) -0.1379(5) -0.2789(4) 0.060(2) Uani 1 1 d .
H13 H 0.3679 -0.1853 -0.2464 0.072 Uiso 1 1 calc R
O2 O 0.1112(13) -0.3338(4) -0.2495(4) 0.072(2) Uani 1 1 d .
H2W H 0.1953 -0.3960 -0.2350 0.108 Uiso 1 1 d R
C14 C -0.070(3) -0.3267(8) -0.1972(6) 0.097(4) Uani 1 1 d .
H14 H -0.2578 -0.3417 -0.2238 0.146 Uiso 1 1 calc R
H15 H -0.0663 -0.2662 -0.1776 0.146 Uiso 1 1 calc R
H16 H -0.0106 -0.3674 -0.1538 0.146 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'
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
_geom_angle_site_symmetry_1
C7 N1 C8 126.4(6) .
C7 N1 H1 116.6 .
C8 N1 H1 116.3 .
N2 N2 C1 112.7(8) 3_344
C2 C1 C6 120.0(7) .
C2 C1 N2 116.2(7) .
C6 C1 N2 123.8(7) .
C1 C2 C3 123.0(8) .
C1 C2 H2 118.5 .
C3 C2 H2 118.5 .
C2 C3 C4 117.7(8) .
C5 C4 C3 118.7(7) .
C5 C4 C7 125.0(7) .
C3 C4 C7 116.2(7) .
C4 C5 C6 121.7(7) .
C4 C5 H5 119.1 .
C6 C5 H5 119.1 .
C1 C6 C5 118.6(8) .
C1 C6 H6 120.7 .
C5 C6 H6 120.7 .
O1 C7 N1 123.2(7) .
O1 C7 C4 120.2(7) .
N1 C7 C4 116.6(7) .
C9 C8 N1 126.5(7) .
C9 C8 C13 114.7(7) .
N1 C8 C13 118.8(7) .
C10 C9 C8 120.0(8) .
C10 C9 H9 120.0 .
C8 C9 H9 120.0 .
C11 C10 C9 125.7(8) .
C11 C10 H10 117.2 .
C9 C10 H10 117.2 .
C12 C11 C10 115.0(7) .
C11 C12 C13 124.5(8) .
C11 C12 H12 117.7 .
C13 C12 H12 117.7 .
C12 C13 C8 120.0(8) .
C12 C13 H13 120.0 .
C8 C13 H13 120.0 .
C14 O2 H2W 100.5 .
O2 C14 H14 109.5 .
O2 C14 H15 109.5 .
H14 C14 H15 109.5 .
O2 C14 H16 109.5 .
H14 C14 H16 109.5 .
H15 C14 H16 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C7 1.218(9) .
N1 C7 1.358(9) .
N1 C8 1.394(9) .
N1 H1 1.1734 .
N2 N2 1.221(11) 3_344
N2 C1 1.453(10) .
C1 C2 1.354(11) .
C1 C6 1.373(11) .
C2 C3 1.395(12) .
C2 H2 0.9300 .
C3 C4 1.403(11) .
C4 C5 1.393(10) .
C4 C7 1.499(10) .
C5 C6 1.398(11) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C8 C9 1.391(11) .
C8 C13 1.405(10) .
C9 C10 1.368(11) .
C9 H9 0.9300 .
C10 C11 1.334(11) .
C10 H10 0.9300 .
C11 C12 1.306(11) .
C12 C13 1.398(11) .
C12 H12 0.9300 .
C13 H13 0.9300 .
O2 C14 1.379(10) .
O2 H2W 1.0209 .
C14 H14 0.9600 .
C14 H15 0.9600 .
C14 H16 0.9600 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
N2 N2 C1 C2 -179.7(9) 3_344
N2 N2 C1 C6 2.5(13) 3_344
C6 C1 C2 C3 -3.7(14) .
N2 C1 C2 C3 178.3(8) .
C1 C2 C3 C4 2.5(15) .
C2 C3 C4 C5 -0.5(12) .
C2 C3 C4 C7 -179.0(8) .
C3 C4 C5 C6 -0.1(12) .
C7 C4 C5 C6 178.1(7) .
C2 C1 C6 C5 2.9(13) .
N2 C1 C6 C5 -179.3(7) .
C4 C5 C6 C1 -1.0(13) .
C8 N1 C7 O1 1.4(12) .
C8 N1 C7 C4 -177.6(6) .
C5 C4 C7 O1 -166.9(8) .
C3 C4 C7 O1 11.4(11) .
C5 C4 C7 N1 12.2(11) .
C3 C4 C7 N1 -169.5(7) .
C7 N1 C8 C9 -1.5(12) .
C7 N1 C8 C13 176.8(7) .
N1 C8 C9 C10 177.7(7) .
C13 C8 C9 C10 -0.6(12) .
C8 C9 C10 C11 -0.9(15) .
C9 C10 C11 C12 2.1(14) .
C10 C11 C12 C13 -1.9(13) .
C11 C12 C13 C8 0.6(13) .
C9 C8 C13 C12 0.8(11) .
N1 C8 C13 C12 -177.7(7) .
