#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/78/7217850.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_7217850
loop_
_publ_author_name
'Chen, Hengjun'
'Li, Min'
'Zheng, Guiming'
'Wang, Yifang'
'Song, Yang'
'Han, Conghui'
'Fu, Zhiyong'
'Liao, Shijun'
'Dai, Jing-Cao'
_publ_section_title
;
 Molecular packing, crystal to crystal transformation, electron transfer
 behaviour, photochromic and fluorescent property of three hydrogen-bonded
 supramolecular complexes containing benzenecarboxylate donors and
 viologen acceptors
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C4RA07471H
_journal_year                    2014
_chemical_formula_sum            'C44 H40 N4 O17'
_chemical_formula_weight         896.80
_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                90.26(3)
_cell_angle_beta                 102.68(3)
_cell_angle_gamma                106.00(3)
_cell_formula_units_Z            1
_cell_length_a                   7.3700(15)
_cell_length_b                   9.5200(19)
_cell_length_c                   15.776(3)
_cell_measurement_reflns_used    3531
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      3.16
_cell_volume                     1035.6(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_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  0.0341
_diffrn_reflns_av_sigmaI/netI    0.0651
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7450
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         3531
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0445
_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)+(0.0666P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1262
_reflns_number_gt                2241
_reflns_number_total             3531
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra07471h2.cif
_cod_data_source_block           2
_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/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' 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 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7217850
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
O1 O 0.6508(3) 0.2665(2) -0.00523(10) 0.0589(5) Uani 1 1 d D
H1 H 0.5780 0.2424 -0.0559 0.088 Uiso 1 1 d RD
O2 O 0.5984(3) 0.06797(18) 0.06909(11) 0.0568(5) Uani 1 1 d .
O3 O 0.2345(3) 0.61236(18) 0.50380(13) 0.0518(5) Uani 1 1 d D
H2 H 0.221(5) 0.5291(15) 0.4890(17) 0.078 Uiso 1 1 d D
O4 O 0.5449(3) 0.63357(17) 0.51140(13) 0.0516(5) Uani 1 1 d .
O5 O 0.5923(3) 1.29309(18) 0.66767(11) 0.0523(5) Uani 1 1 d .
O6 O 0.3849(3) 1.09791(18) 0.70114(11) 0.0503(5) Uani 1 1 d .
O8 O -0.0449(7) 0.9457(5) 0.5629(3) 0.0791(13) Uani 0.50 1 d P
H6 H 0.0021 1.0307 0.5472 0.119 Uiso 0.50 1 d PR
H5 H -0.0188 0.8951 0.5251 0.119 Uiso 0.50 1 d PR
O9 O 0.4045(3) 1.2630(2) 0.83649(11) 0.0492(4) Uani 1 1 d D
H7 H 0.4093 1.2090 0.7945 0.074 Uiso 1 1 d RD
H8 H 0.461(5) 1.354(2) 0.834(2) 0.091(12) Uiso 1 1 d D
N1 N 1.3816(4) 1.4440(2) 0.17397(18) 0.0606(6) Uani 1 1 d .
N2 N 1.0206(3) 0.68819(19) 0.21277(11) 0.0338(4) Uani 1 1 d .
C1 C 1.3133(4) 1.3485(3) 0.1043(2) 0.0591(7) Uani 1 1 d .
H1A H 1.3162 1.3845 0.0498 0.071 Uiso 1 1 calc R
C2 C 1.2387(4) 1.1997(3) 0.10841(18) 0.0531(7) Uani 1 1 d .
H2A H 1.1942 1.1377 0.0579 0.064 Uiso 1 1 calc R
C3 C 1.3725(4) 1.3899(3) 0.2506(2) 0.0544(7) Uani 1 1 d .
H3A H 1.4188 1.4547 0.2999 0.065 Uiso 1 1 calc R
C4 C 1.2983(4) 1.2427(3) 0.26167(18) 0.0464(6) Uani 1 1 d .
H4A H 1.2935 1.2103 0.3169 0.056 Uiso 1 1 calc R
C5 C 1.2311(3) 1.1442(3) 0.18887(16) 0.0408(6) Uani 1 1 d .
C6 C 1.1574(3) 0.9851(2) 0.19846(15) 0.0377(5) Uani 1 1 d .
C7 C 1.1790(4) 0.8833(2) 0.14043(16) 0.0423(6) Uani 1 1 d .
H7A H 1.2398 0.9154 0.0954 0.051 Uiso 1 1 calc R
C8 C 1.1119(4) 0.7374(3) 0.14927(15) 0.0410(6) Uani 1 1 d .
H8A H 1.1294 0.6707 0.1108 0.049 Uiso 1 1 calc R
C9 C 1.0673(3) 0.9309(3) 0.26422(16) 0.0402(5) Uani 1 1 d .
H9A H 1.0530 0.9956 0.3049 0.048 Uiso 1 1 calc R
C10 C 0.9985(3) 0.7831(2) 0.27035(15) 0.0389(5) Uani 1 1 d .
H10A H 0.9363 0.7483 0.3145 0.047 Uiso 1 1 calc R
C11 C 0.9441(3) 0.5314(2) 0.21829(14) 0.0333(5) Uani 1 1 d .
C12 C 0.9695(3) 0.4717(3) 0.29802(14) 0.0401(6) Uani 1 1 d .
H12A H 1.0361 0.5308 0.3486 0.048 Uiso 1 1 calc R
C13 C 0.8940(4) 0.3224(3) 0.30123(15) 0.0433(6) Uani 1 1 d .
H13A H 0.9089 0.2804 0.3545 0.052 Uiso 1 1 calc R
C14 C 0.7966(4) 0.2349(3) 0.22580(15) 0.0406(6) Uani 1 1 d .
H14A H 0.7464 0.1345 0.2286 0.049 Uiso 1 1 calc R
C15 C 0.7734(3) 0.2958(2) 0.14646(14) 0.0346(5) Uani 1 1 d .
C16 C 0.8461(3) 0.4455(2) 0.14250(14) 0.0347(5) Uani 1 1 d .
H16A H 0.8290 0.4878 0.0894 0.042 Uiso 1 1 calc R
C17 C 0.6668(4) 0.2056(3) 0.06287(15) 0.0409(6) Uani 1 1 d .
C19 C 0.4937(3) 1.1694(2) 0.65026(14) 0.0322(5) Uani 1 1 d .
C18 C 0.3989(3) 0.6839(2) 0.50345(14) 0.0343(5) Uani 1 1 d .
C20 C 0.4466(3) 0.8477(2) 0.49891(13) 0.0300(5) Uani 1 1 d .
C22 C 0.4893(3) 1.0821(2) 0.57094(13) 0.0280(5) Uani 1 1 d .
C21 C 0.4358(3) 0.9300(2) 0.56856(14) 0.0301(5) Uani 1 1 d .
H21A H 0.3920 0.8831 0.6149 0.036 Uiso 1 1 calc R
O7 O 0.0848(4) 0.2755(3) 0.54143(16) 0.0932(8) Uani 1 1 d D
H3 H 0.2000 0.3153 0.5365 0.140 Uiso 1 1 d RD
H4 H -0.0076 0.3126 0.5222 0.140 Uiso 1 1 d 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
_geom_angle_site_symmetry_3
C3 N1 C1 116.7(2) . .
C8 N2 C10 120.3(2) . .
C8 N2 C11 119.50(18) . .
C10 N2 C11 120.21(18) . .
N1 C1 C2 123.9(3) . .
C1 C2 C5 118.9(3) . .
N1 C3 C4 123.9(3) . .
C3 C4 C5 118.8(3) . .
C2 C5 C4 117.8(2) . .
C2 C5 C6 121.9(2) . .
C4 C5 C6 120.4(2) . .
C9 C6 C7 117.2(2) . .
C9 C6 C5 122.5(2) . .
C7 C6 C5 120.3(2) . .
C8 C7 C6 120.4(2) . .
N2 C8 C7 121.0(2) . .
C10 C9 C6 120.9(2) . .
N2 C10 C9 120.3(2) . .
C12 C11 C16 121.5(2) . .
C12 C11 N2 120.0(2) . .
C16 C11 N2 118.5(2) . .
C11 C12 C13 118.6(2) . .
C12 C13 C14 120.5(2) . .
C15 C14 C13 120.3(2) . .
C14 C15 C16 119.8(2) . .
C14 C15 C17 122.3(2) . .
C16 C15 C17 117.9(2) . .
C11 C16 C15 119.3(2) . .
O1 C17 O2 124.7(2) . .
O1 C17 C15 119.0(2) . .
O2 C17 C15 116.3(2) . .
O5 C19 O6 122.7(2) . .
O5 C19 C22 122.7(2) . .
O6 C19 C22 114.63(18) . .
O3 C18 O4 125.6(2) . .
O3 C18 C20 120.2(2) . .
O4 C18 C20 114.2(2) . .
C21 C20 C22 119.48(18) . 2_676
C21 C20 C18 118.21(18) . .
C22 C20 C18 122.21(18) 2_676 .
C21 C22 C20 119.35(19) . 2_676
C21 C22 C19 120.29(19) . .
C20 C22 C19 120.17(18) 2_676 .
C20 C21 C22 121.2(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C17 1.221(3) .
O2 C17 1.281(3) .
O3 C18 1.217(3) .
O4 C18 1.276(3) .
O5 C19 1.195(3) .
O6 C19 1.318(3) .
N1 C3 1.324(4) .
N1 C1 1.335(4) .
N2 C8 1.342(3) .
N2 C10 1.344(3) .
N2 C11 1.453(3) .
C1 C2 1.378(4) .
C2 C5 1.384(4) .
C3 C4 1.384(4) .
C4 C5 1.388(3) .
C5 C6 1.483(3) .
C6 C9 1.379(3) .
C6 C7 1.394(3) .
C7 C8 1.358(3) .
C9 C10 1.369(3) .
C11 C12 1.379(3) .
C11 C16 1.381(3) .
C12 C13 1.382(3) .
C13 C14 1.383(3) .
C14 C15 1.378(3) .
C15 C16 1.385(3) .
C15 C17 1.502(3) .
C19 C22 1.489(3) .
C18 C20 1.507(3) .
C20 C21 1.376(3) .
C20 C22 1.395(3) 2_676
C22 C21 1.389(3) .
C22 C20 1.395(3) 2_676
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139199135
