#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:33:52 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180085 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/31/7053120.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_7053120
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 H27 N6 O9 P'
_chemical_formula_weight         598.51
_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                100.062(6)
_cell_angle_beta                 98.722(5)
_cell_angle_gamma                106.368(5)
_cell_formula_units_Z            2
_cell_length_a                   7.5861(4)
_cell_length_b                   10.2212(6)
_cell_length_c                   18.4816(14)
_cell_measurement_temperature    298(2)
_cell_volume                     1322.86(16)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0221
_diffrn_reflns_av_sigmaI/netI    0.0455
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8589
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         4778
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0807
_refine_ls_R_factor_gt           0.0572
_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)+(0.0640P)²+1.1061P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1385
_refine_ls_wR_factor_ref         0.1555
_reflns_number_gt                3450
_reflns_number_total             4778
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3nj00034f.txt
_cod_data_source_block           exp_282
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_cell_volume        1322.86(14)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7053120
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 0.1753(5) 1.0927(4) 0.6922(2) 0.0555(9) Uani 1 1 d .
H1 H 0.2762 1.1234 0.6696 0.067 Uiso 1 1 calc R
C2 C -0.0825(5) 1.0697(4) 0.7288(2) 0.0572(9) Uani 1 1 d .
H2 H -0.1955 1.0824 0.7365 0.069 Uiso 1 1 calc R
C3 C -0.0078(5) 0.9765(4) 0.7543(2) 0.0572(9) Uani 1 1 d .
H3 H -0.0590 0.9139 0.7823 0.069 Uiso 1 1 calc R
C4 C 0.2847(5) 0.9095(4) 0.7385(2) 0.0550(9) Uani 1 1 d .
H4A H 0.4030 0.9590 0.7273 0.066 Uiso 1 1 calc R
H4B H 0.2312 0.8212 0.7015 0.066 Uiso 1 1 calc R
C5 C 0.3231(5) 0.8798(4) 0.8151(2) 0.0515(9) Uani 1 1 d .
H5B H 0.2088 0.8198 0.8246 0.062 Uiso 1 1 calc R
H5A H 0.3657 0.9666 0.8533 0.062 Uiso 1 1 calc R
C6 C 0.4737(5) 0.8077(4) 0.8186(2) 0.0576(10) Uani 1 1 d .
H6B H 0.4576 0.7478 0.7695 0.069 Uiso 1 1 calc R
H6A H 0.5961 0.8785 0.8294 0.069 Uiso 1 1 calc R
C7 C 0.5870(5) 0.7825(3) 0.9461(2) 0.0485(8) Uani 1 1 d .
C8 C 0.5995(4) 0.6886(3) 0.99857(18) 0.0400(7) Uani 1 1 d .
C9 C 0.4909(4) 0.5452(3) 0.97526(17) 0.0362(7) Uani 1 1 d .
C10 C 0.3667(4) 0.4906(3) 0.90502(17) 0.0388(7) Uani 1 1 d .
C11 C 0.3478(5) 0.5846(4) 0.8533(2) 0.0478(8) Uani 1 1 d .
C12 C 0.2645(4) 0.3501(3) 0.88370(19) 0.0455(8) Uani 1 1 d .
H12 H 0.1825 0.3144 0.8370 0.055 Uiso 1 1 calc R
C13 C 0.2826(4) 0.2608(3) 0.93164(19) 0.0463(8) Uani 1 1 d .
H13 H 0.2141 0.1660 0.9161 0.056 Uiso 1 1 calc R
C14 C 0.3781(5) 0.5203(4) 0.59003(19) 0.0533(9) Uani 1 1 d .
H14 H 0.2728 0.4437 0.5858 0.064 Uiso 1 1 calc R
C15 C 0.5548(5) 0.7291(4) 0.5960(2) 0.0620(10) Uani 1 1 d .
H15 H 0.5932 0.8242 0.5966 0.074 Uiso 1 1 calc R
C16 C 0.6671(5) 0.6497(4) 0.6031(2) 0.0664(11) Uani 1 1 d .
H16 H 0.7972 0.6790 0.6094 0.080 Uiso 1 1 calc R
C17 C 0.6130(6) 0.3951(4) 0.6068(2) 0.0671(11) Uani 1 1 d .
H17A H 0.6898 0.3805 0.5706 0.081 Uiso 1 1 calc R
H17B H 0.5028 0.3127 0.5956 0.081 Uiso 1 1 calc R
C18 C 0.7241(6) 0.4134(4) 0.68551(18) 0.0595(10) Uani 1 1 d .
H18B H 0.7575 0.3294 0.6887 0.071 Uiso 1 1 calc R
H18A H 0.8398 0.4909 0.6949 0.071 Uiso 1 1 calc R
C19 C 0.6162(5) 0.4411(4) 0.74480(17) 0.0485(8) Uani 1 1 d .
H19A H 0.5826 0.5251 0.7418 0.058 Uiso 1 1 calc R
H19B H 0.5009 0.3635 0.7358 0.058 Uiso 1 1 calc R
C20 C 0.7102(4) 0.3385(3) 0.84864(17) 0.0405(7) Uani 1 1 d .
C21 C 0.8247(4) 0.3575(3) 0.92488(16) 0.0341(6) Uani 1 1 d .
C22 C 0.9460(4) 0.4915(3) 0.96369(15) 0.0313(6) Uani 1 1 d .
C23 C 0.9611(4) 0.6091(3) 0.93212(16) 0.0334(6) Uani 1 1 d .
C24 C 0.8464(4) 0.5927(3) 0.85687(17) 0.0385(7) Uani 1 1 d .
C25 C 1.0806(4) 0.7394(3) 0.97165(17) 0.0393(7) Uani 1 1 d .
H25 H 1.0900 0.8167 0.9506 0.047 Uiso 1 1 calc R
C26 C 1.1878(4) 0.7557(3) 1.04335(17) 0.0393(7) Uani 1 1 d .
H26 H 1.2679 0.8438 1.0696 0.047 Uiso 1 1 calc R
H4C H 0.271(4) 0.669(4) 0.577(2) 0.090(14) Uiso 1 1 d D
N1 N 0.0339(4) 1.1419(3) 0.68996(17) 0.0586(8) Uani 1 1 d D
H1A H 0.0176 1.2068 0.6683 0.070 Uiso 1 1 calc RD
N2 N 0.1570(4) 0.9925(3) 0.73095(16) 0.0482(7) Uani 1 1 d .
N3 N 0.4705(4) 0.7220(3) 0.87570(16) 0.0480(7) Uani 1 1 d .
N4 N 0.3754(4) 0.6464(3) 0.58783(16) 0.0537(7) Uani 1 1 d D
N5 N 0.5541(4) 0.5179(3) 0.59929(15) 0.0494(7) Uani 1 1 d .
N6 N 0.7275(3) 0.4589(3) 0.82062(13) 0.0398(6) Uani 1 1 d .
O1 O 0.2353(4) 0.5446(3) 0.79400(15) 0.0703(8) Uani 1 1 d .
O2 O 0.6777(4) 0.9059(3) 0.96337(17) 0.0726(8) Uani 1 1 d .
O3 O 0.6058(3) 0.2259(2) 0.81301(13) 0.0570(6) Uani 1 1 d .
O4 O 0.8520(3) 0.6907(2) 0.82754(13) 0.0540(6) Uani 1 1 d .
O5 O 1.1447(3) 0.1723(3) 0.50260(19) 0.0714(8) Uani 1 1 d .
H5 H 1.1350 0.0907 0.5034 0.107 Uiso 1 1 calc R
O6 O 0.8014(3) 0.0604(2) 0.49704(15) 0.0613(7) Uani 1 1 d .
O7 O 0.9189(3) 0.2803(3) 0.44897(15) 0.0680(8) Uani 1 1 d .
O8 O 0.9818(4) 0.2890(3) 0.58544(14) 0.0651(7) Uani 1 1 d .
O9 O 0.4581(4) 0.9414(3) 0.39610(15) 0.0681(7) Uani 1 1 d GD
H9A H 0.3760 0.9335 0.4249 0.102 Uiso 1 1 d GD
H9B H 0.5786 0.9984 0.4287 0.102 Uiso 1 1 d GD
P1 P 0.95199(11) 0.19589(9) 0.50462(5) 0.0465(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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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 111.5(3) . .
C3 C2 N1 109.1(3) . .
C2 C3 N2 106.5(3) . .
N2 C4 C5 113.9(3) . .
C4 C5 C6 108.9(3) . .
N3 C6 C5 114.1(3) . .
O2 C7 N3 121.2(3) . .
O2 C7 C8 121.7(3) . .
N3 C7 C8 117.1(3) . .
C13 C8 C9 120.0(3) 2_667 .
C13 C8 C7 120.7(3) 2_667 .
C9 C8 C7 119.3(3) . .
C10 C9 C8 121.5(3) . .
C10 C9 C9 119.6(3) . 2_667
C8 C9 C9 118.9(4) . 2_667
C12 C10 C9 120.0(3) . .
C12 C10 C11 120.3(3) . .
C9 C10 C11 119.7(3) . .
O1 C11 N3 121.0(3) . .
O1 C11 C10 122.3(3) . .
N3 C11 C10 116.7(3) . .
C10 C12 C13 120.7(3) . .
C8 C13 C12 120.8(3) 2_667 .
N4 C14 N5 109.6(3) . .
C16 C15 N4 107.9(3) . .
C15 C16 N5 106.9(3) . .
N5 C17 C18 111.5(3) . .
C19 C18 C17 112.4(3) . .
N6 C19 C18 111.3(3) . .
O3 C20 N6 121.3(3) . .
O3 C20 C21 122.1(3) . .
N6 C20 C21 116.6(3) . .
C26 C21 C22 120.5(3) 2_767 .
C26 C21 C20 119.8(3) 2_767 .
C22 C21 C20 119.7(3) . .
C21 C22 C23 121.4(3) . .
C21 C22 C22 119.2(3) . 2_767
C23 C22 C22 119.4(3) . 2_767
C25 C23 C22 120.2(3) . .
C25 C23 C24 120.1(3) . .
C22 C23 C24 119.7(3) . .
O4 C24 N6 120.5(3) . .
O4 C24 C23 122.4(3) . .
N6 C24 C23 117.1(2) . .
C23 C25 C26 120.3(3) . .
C21 C26 C25 120.5(3) 2_767 .
C1 N1 C2 106.1(3) . .
C1 N2 C3 106.8(3) . .
C1 N2 C4 124.5(3) . .
C3 N2 C4 128.4(3) . .
C7 N3 C11 125.2(3) . .
C7 N3 C6 118.5(3) . .
C11 N3 C6 116.3(3) . .
C14 N4 C15 108.1(3) . .
C14 N5 C16 107.6(3) . .
C14 N5 C17 125.3(3) . .
C16 N5 C17 127.1(3) . .
C24 N6 C20 125.5(2) . .
C24 N6 C19 117.4(2) . .
C20 N6 C19 117.0(3) . .
O7 P1 O6 116.56(16) . .
O7 P1 O5 108.15(15) . .
O6 P1 O5 110.92(13) . .
O7 P1 O8 107.94(15) . .
O6 P1 O8 108.45(15) . .
O5 P1 O8 104.06(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.306(4) .
C1 N2 1.337(4) .
C2 C3 1.354(5) .
C2 N1 1.359(5) .
C3 N2 1.360(4) .
C4 N2 1.462(4) .
C4 C5 1.504(5) .
C5 C6 1.524(4) .
C6 N3 1.484(4) .
C7 O2 1.212(4) .
C7 N3 1.385(4) .
C7 C8 1.489(4) .
C8 C13 1.374(4) 2_667
C8 C9 1.416(4) .
C9 C10 1.401(4) .
C9 C9 1.427(6) 2_667
C10 C12 1.379(4) .
C10 C11 1.488(4) .
C11 O1 1.208(4) .
C11 N3 1.398(4) .
C12 C13 1.398(5) .
C13 C8 1.374(4) 2_667
C14 N4 1.302(4) .
C14 N5 1.328(4) .
C15 C16 1.340(5) .
C15 N4 1.354(5) .
C16 N5 1.360(5) .
C17 N5 1.467(4) .
C17 C18 1.519(5) .
C18 C19 1.498(5) .
C19 N6 1.475(4) .
C20 O3 1.203(4) .
C20 N6 1.397(4) .
C20 C21 1.489(4) .
C21 C26 1.373(4) 2_767
C21 C22 1.409(4) .
C22 C23 1.409(4) .
C22 C22 1.417(5) 2_767
C23 C25 1.381(4) .
C23 C24 1.480(4) .
C24 O4 1.213(3) .
C24 N6 1.391(4) .
C25 C26 1.402(4) .
C26 C21 1.373(4) 2_767
O5 P1 1.552(2) .
O6 P1 1.495(2) .
O7 P1 1.490(2) .
O8 P1 1.571(3) .
