#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:33:52 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180085 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/31/7053117.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_7053117
loop_
_publ_author_name
'Nath, Jayanta K.'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Water assisted anion chains and anion dependent fluorescence emission in
 salts of N,N′-bis(3-imidazol-1-ylpropyl)naphthalenediimide
;
_journal_issue                   5
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1509
_journal_paper_doi               10.1039/c3nj00034f
_journal_volume                  37
_journal_year                    2013
_chemical_formula_sum            'C26 H24 N8 O10'
_chemical_formula_weight         608.53
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 94.476(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.9112(9)
_cell_length_b                   9.5788(11)
_cell_length_c                   20.126(2)
_cell_measurement_temperature    298(2)
_cell_volume                     1328.3(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0638
_diffrn_reflns_av_sigmaI/netI    0.0662
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10854
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.0038(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2384
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.166
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0528
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+30.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1699
_refine_ls_wR_factor_ref         0.2139
_reflns_number_gt                1127
_reflns_number_total             2384
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3nj00034f.txt
_cod_data_source_block           jay1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P2(1)/n '
_cod_database_code               7053117
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
C1 C 0.562(3) 0.6645(16) 0.3792(8) 0.064(5) Uani 1 1 d .
H1 H 0.5839 0.5688 0.3791 0.077 Uiso 1 1 calc R
C2 C 0.496(3) 0.8732(19) 0.4123(7) 0.078(6) Uani 1 1 d .
H2 H 0.4604 0.9466 0.4391 0.094 Uiso 1 1 calc R
C3 C 0.549(3) 0.8822(17) 0.3486(9) 0.086(6) Uani 1 1 d .
H3 H 0.5590 0.9637 0.3239 0.103 Uiso 1 1 calc R
C4 C 0.661(3) 0.7068(19) 0.2641(8) 0.074(5) Uani 1 1 d .
H4A H 0.7785 0.6521 0.2733 0.089 Uiso 1 1 calc R
H4B H 0.6953 0.7893 0.2396 0.089 Uiso 1 1 calc R
C5 C 0.516(3) 0.6217(17) 0.2214(8) 0.072(5) Uani 1 1 d .
H5A H 0.4736 0.5444 0.2478 0.086 Uiso 1 1 calc R
H5B H 0.5805 0.5826 0.1846 0.086 Uiso 1 1 calc R
C6 C 0.333(3) 0.7015(17) 0.1922(7) 0.067(5) Uani 1 1 d .
H6A H 0.2339 0.6356 0.1755 0.081 Uiso 1 1 calc R
H6B H 0.2798 0.7573 0.2267 0.081 Uiso 1 1 calc R
C7 C 0.409(2) 0.7233(17) 0.0763(7) 0.054(4) Uani 1 1 d .
C8 C 0.462(2) 0.8127(15) 0.0194(7) 0.055(4) Uani 1 1 d .
C9 C 0.475(2) 0.9565(14) 0.0270(6) 0.042(3) Uani 1 1 d .
C10 C 0.445(2) 1.0226(15) 0.0892(7) 0.056(4) Uani 1 1 d .
C11 C 0.401(2) 0.9318(18) 0.1469(7) 0.058(4) Uani 1 1 d .
C12 C 0.495(2) 0.7518(14) -0.0427(6) 0.053(4) Uani 1 1 d .
H12 H 0.4844 0.6556 -0.0480 0.064 Uiso 1 1 calc R
C13 C 0.458(2) 1.1678(14) 0.0952(7) 0.053(4) Uani 1 1 d .
H13 H 0.4337 1.2101 0.1353 0.064 Uiso 1 1 calc R
N1 N 0.504(2) 0.7341(13) 0.4291(6) 0.064(4) Uani 1 1 d .
H1A H 0.4751 0.6991 0.4664 0.076 Uiso 1 1 calc R
N2 N 0.586(2) 0.7499(13) 0.3277(5) 0.060(4) Uani 1 1 d .
N3 N 0.3882(18) 0.7948(11) 0.1363(5) 0.046(3) Uani 1 1 d .
N4 N 0.409(2) 0.7020(14) 0.5937(7) 0.065(4) Uani 1 1 d .
O1 O 0.3821(18) 0.6023(12) 0.0704(5) 0.072(3) Uani 1 1 d .
O2 O 0.3843(18) 0.9864(11) 0.2017(5) 0.071(3) Uani 1 1 d .
O3 O 0.390(2) 0.8232(13) 0.5754(7) 0.104(5) Uani 1 1 d .
O4 O 0.4678(18) 0.6147(12) 0.5498(5) 0.077(4) Uani 1 1 d .
O5 O 0.376(2) 0.6585(14) 0.6470(5) 0.096(5) 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'
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
_geom_angle_site_symmetry_3
N1 C1 N2 110.5(13) . .
C3 C2 N1 106.4(15) . .
C2 C3 N2 107.5(14) . .
N2 C4 C5 112.3(14) . .
C4 C5 C6 115.9(14) . .
N3 C6 C5 109.0(13) . .
O1 C7 N3 122.7(12) . .
O1 C7 C8 122.1(14) . .
N3 C7 C8 115.1(13) . .
C9 C8 C12 119.6(13) . .
C9 C8 C7 120.0(13) . .
C12 C8 C7 120.3(14) . .
C8 C9 C10 121.6(13) . .
C8 C9 C9 120.7(14) . 3_675
C10 C9 C9 117.7(15) . 3_675
C13 C10 C9 120.2(13) . .
C13 C10 C11 121.7(13) . .
C9 C10 C11 118.1(13) . .
O2 C11 N3 123.4(13) . .
O2 C11 C10 119.0(15) . .
N3 C11 C10 117.6(13) . .
C13 C12 C8 121.0(13) 3_675 .
C12 C13 C10 120.7(13) 3_675 .
C1 N1 C2 108.5(13) . .
C1 N2 C3 106.9(13) . .
C1 N2 C4 125.0(14) . .
C3 N2 C4 127.8(13) . .
C11 N3 C7 127.4(12) . .
C11 N3 C6 118.8(11) . .
C7 N3 C6 113.6(11) . .
O5 N4 O3 125.4(15) . .
O5 N4 O4 118.7(14) . .
O3 N4 O4 115.9(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.294(18) .
C1 N2 1.341(17) .
C2 C3 1.37(2) .
C2 N1 1.37(2) .
C3 N2 1.37(2) .
C4 N2 1.479(18) .
C4 C5 1.51(2) .
C5 C6 1.55(2) .
C6 N3 1.510(17) .
C7 O1 1.178(17) .
C7 N3 1.405(18) .
C7 C8 1.499(18) .
C8 C9 1.387(19) .
C8 C12 1.414(18) .
C9 C10 1.431(18) .
C9 C9 1.43(3) 3_675
C10 C13 1.398(19) .
C10 C11 1.501(19) .
C11 O2 1.236(16) .
C11 N3 1.331(19) .
C12 C13 1.366(19) 3_675
C13 C12 1.366(19) 3_675
N4 O5 1.189(16) .
N4 O3 1.222(16) .
N4 O4 1.304(15) .
