#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:52:29 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179676 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/28/4512879.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_4512879
loop_
_publ_author_name
'Ravat, Prince'
'SeethaLekshmi, Sunil'
'Biswas, Sharmita Nandy'
'Nandy, Purnendu'
'Varughese, Sunil'
_publ_section_title
;
 Equivalence of Ethylene and Azo-Bridges in the Modular Design of
 Molecular Complexes: Role of Weak Interactions
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2389
_journal_paper_doi               10.1021/acs.cgd.5b00183
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C10 H8 N4, 2(C7 H4 N2 O6)'
_chemical_formula_sum            'C24 H16 N8 O12'
_chemical_formula_weight         608.45
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.135(4)
_cell_angle_beta                 93.894(4)
_cell_angle_gamma                91.467(4)
_cell_formula_units_Z            1
_cell_length_a                   4.6421(12)
_cell_length_b                   9.923(3)
_cell_length_c                   14.773(4)
_cell_measurement_reflns_used    1474
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      25.000
_cell_volume                     651.5(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6181
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.44
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs;sheldrick,1996
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Rectangular block'
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2294
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.936
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0460
_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)+(0.0824P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1150
_refine_ls_wR_factor_ref         0.1264
_reflns_number_gt                1474
_reflns_number_total             2294
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b00183_si_004.cif
_cod_data_source_block           psr117m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/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 3143 2015-03-26 13:38:13Z robertas 

 Adding full bibliography for 4512879.cif.
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4512879
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C -0.0720(4) 0.0840(2) 0.71804(16) 0.0498(5) Uani 1 1 d .
C2 C -0.2550(4) 0.1648(2) 0.79372(14) 0.0439(5) Uani 1 1 d .
C3 C -0.2591(4) 0.1349(2) 0.87978(14) 0.0462(5) Uani 1 1 d .
H3 H -0.1515 0.0631 0.8918 0.055 Uiso 1 1 calc R
C4 C -0.4265(4) 0.2138(2) 0.94775(14) 0.0471(5) Uani 1 1 d .
C5 C -0.5942(4) 0.3184(2) 0.93132(14) 0.0480(5) Uani 1 1 d .
H5 H -0.7085 0.3693 0.9770 0.058 Uiso 1 1 calc R
C6 C -0.5868(4) 0.3447(2) 0.84554(14) 0.0457(5) Uani 1 1 d .
C7 C -0.4186(4) 0.27113(19) 0.77616(14) 0.0466(5) Uani 1 1 d .
H7 H -0.4153 0.2926 0.7188 0.056 Uiso 1 1 calc R
C8 C 0.4598(4) -0.1707(2) 0.54627(15) 0.0559(6) Uani 1 1 d .
H8 H 0.3744 -0.1076 0.5177 0.067 Uiso 1 1 calc R
C9 C 0.6542(5) -0.2619(2) 0.49824(15) 0.0563(6) Uani 1 1 d .
H9 H 0.7047 -0.2582 0.4391 0.068 Uiso 1 1 calc R
C10 C 0.7709(4) -0.3578(2) 0.53932(14) 0.0472(5) Uani 1 1 d .
C11 C 0.7007(5) -0.3589(2) 0.62810(15) 0.0547(6) Uani 1 1 d .
H11 H 0.7791 -0.4229 0.6573 0.066 Uiso 1 1 calc R
C12 C 0.5108(5) -0.2625(2) 0.67229(15) 0.0576(6) Uani 1 1 d .
H12 H 0.4638 -0.2612 0.7327 0.069 Uiso 1 1 calc R
N1 N 0.3916(3) -0.17068(17) 0.63165(12) 0.0521(5) Uani 1 1 d .
N2 N 0.9712(4) -0.45065(18) 0.48426(12) 0.0583(5) Uani 1 1 d .
N3 N -0.4272(4) 0.1849(2) 1.03981(13) 0.0626(5) Uani 1 1 d .
N4 N -0.7666(4) 0.45525(18) 0.82614(15) 0.0606(5) Uani 1 1 d .
O1 O 0.0607(3) -0.01455(17) 0.74243(11) 0.0681(5) Uani 1 1 d D
O2 O -0.0562(4) 0.11385(18) 0.64498(11) 0.0770(5) Uani 1 1 d .
O3 O -0.2616(4) 0.1015(2) 1.05758(12) 0.0882(6) Uani 1 1 d .
O4 O -0.5945(5) 0.2473(2) 1.09488(13) 0.0984(7) Uani 1 1 d .
O5 O -0.9140(4) 0.51876(17) 0.88854(13) 0.0825(6) Uani 1 1 d .
O6 O -0.7639(4) 0.47556(19) 0.74883(14) 0.0915(6) Uani 1 1 d .
H1O H 0.162(6) -0.062(3) 0.6980(16) 0.124(12) Uiso 1 1 d 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'
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
O2 C1 O1 126.2(2) .
O2 C1 C2 121.40(18) .
O1 C1 C2 112.37(19) .
C3 C2 C7 120.09(18) .
C3 C2 C1 121.00(17) .
C7 C2 C1 118.91(18) .
C2 C3 C4 118.89(17) .
C5 C4 C3 122.02(19) .
C5 C4 N3 118.72(18) .
C3 C4 N3 119.27(18) .
C6 C5 C4 117.63(19) .
C5 C6 C7 122.60(18) .
C5 C6 N4 118.53(18) .
C7 C6 N4 118.87(19) .
C6 C7 C2 118.76(19) .
N1 C8 C9 121.9(2) .
C10 C9 C8 118.7(2) .
C9 C10 C11 119.85(18) .
C9 C10 N2 115.50(18) .
C11 C10 N2 124.63(18) .
C10 C11 C12 117.92(19) .
N1 C12 C11 122.4(2) .
C8 N1 C12 119.17(17) .
N2 N2 C10 112.7(2) 2_746
O3 N3 O4 123.4(2) .
O3 N3 C4 118.93(19) .
O4 N3 C4 117.71(19) .
O6 N4 O5 124.22(18) .
O6 N4 C6 118.06(19) .
O5 N4 C6 117.7(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O2 1.202(2) .
C1 O1 1.289(3) .
C1 C2 1.510(3) .
C2 C3 1.385(3) .
C2 C7 1.387(3) .
C3 C4 1.388(3) .
C4 C5 1.378(3) .
C4 N3 1.466(3) .
C5 C6 1.365(3) .
C6 C7 1.384(3) .
C6 N4 1.474(3) .
C8 N1 1.321(3) .
C8 C9 1.382(3) .
C9 C10 1.367(3) .
C10 C11 1.376(3) .
C10 N2 1.451(3) .
C11 C12 1.376(3) .
C12 N1 1.334(3) .
N2 N2 1.223(3) 2_746
N3 O3 1.213(2) .
N3 O4 1.216(2) .
N4 O6 1.215(2) .
N4 O5 1.225(2) .
