#------------------------------------------------------------------------------
#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/00/7050085.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_7050085
loop_
_publ_author_name
'Sergey P. Gromov'
'Artem I. Vedernikov'
'Evgeny N. Ushakov'
'Natalia A. Lobova'
'Asya A. Botsmanova'
'Lyudmila G. Kuz'mina'
'Andrei V. Churakov'
'Yuri A. Strelenko'
'Michael V. Alfimov'
'Judith A. K. Howard'
'Dan Johnels'
'Ulf G. Edlund'
_publ_section_title
;
 Novel supramolecular charge-transfer systems based on
 bis(18-crown-6)stilbene and viologen analogues bearing two
 ammonioalkyl groups
;
_journal_issue                   7
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              881
_journal_paper_doi               10.1039/b500667h
_journal_volume                  29
_journal_year                    2005
_chemical_formula_sum            'C18 H20 O4'
_chemical_formula_weight         300.34
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_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                 92.500(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.9484(5)
_cell_length_b                   6.7152(3)
_cell_length_c                   12.4323(7)
_cell_measurement_temperature    120(2)
_cell_volume                     746.35(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_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  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2775
_diffrn_reflns_theta_full        23.26
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_min         2.28
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.9907
_exptl_absorpt_correction_T_min  0.9671
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.168
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.007(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         1064
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0339
_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/[\s^2^(Fo^2^)+(0.0595P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0892
_reflns_number_gt                872
_reflns_number_total             1064
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b500667h.txt
_cod_data_source_block           a
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7050085
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.15564(11) 0.03871(16) 0.06730(8) 0.0222(3) Uani 1 1 d . . .
O2 O 0.03142(10) 0.08495(16) 0.25000(8) 0.0235(4) Uani 1 1 d . . .
C1 C 0.51799(17) -0.0234(2) 0.44987(13) 0.0197(4) Uani 1 1 d . . .
C2 C 0.42267(16) -0.0118(2) 0.35103(12) 0.0180(4) Uani 1 1 d . . .
C3 C 0.48470(17) -0.0423(2) 0.25215(13) 0.0192(4) Uani 1 1 d . . .
C4 C 0.39955(17) -0.0267(2) 0.15578(13) 0.0198(4) Uani 1 1 d . . .
C5 C 0.24907(17) 0.0198(2) 0.15699(12) 0.0185(4) Uani 1 1 d . . .
C6 C 0.18225(16) 0.0469(2) 0.25691(13) 0.0184(4) Uani 1 1 d . . .
C7 C 0.26804(17) 0.0319(2) 0.35168(13) 0.0191(4) Uani 1 1 d . . .
C8 C 0.2141(2) -0.0228(3) -0.03325(13) 0.0244(4) Uani 1 1 d . . .
C9 C -0.04740(19) 0.0730(3) 0.34763(14) 0.0247(4) Uani 1 1 d . . .
H4A H 0.4453(17) -0.050(2) 0.0894(13) 0.018(4) Uiso 1 1 d . . .
H3A H 0.591(2) -0.076(2) 0.2513(13) 0.027(4) Uiso 1 1 d . . .
H7A H 0.2216(17) 0.051(2) 0.4183(14) 0.024(4) Uiso 1 1 d . . .
H8A H 0.128(2) -0.023(2) -0.0834(15) 0.029(5) Uiso 1 1 d . . .
H8B H 0.2586(16) -0.164(3) -0.0275(12) 0.026(4) Uiso 1 1 d . . .
H8C H 0.2928(19) 0.075(3) -0.0568(14) 0.033(5) Uiso 1 1 d . . .
H9A H -0.1529(19) 0.092(2) 0.3247(12) 0.025(4) Uiso 1 1 d . . .
H9B H -0.0152(16) 0.173(3) 0.4004(13) 0.028(4) Uiso 1 1 d . . .
H9C H -0.0363(18) -0.060(3) 0.3830(15) 0.037(5) Uiso 1 1 d . . .
H1A H 0.6176(19) -0.069(2) 0.4362(12) 0.021(4) Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0185(6) 0.0328(7) 0.0150(6) -0.0013(5) -0.0017(5) 0.0033(4)
O2 0.0158(6) 0.0362(7) 0.0186(7) 0.0007(5) 0.0021(4) 0.0039(4)
C1 0.0162(9) 0.0202(9) 0.0227(10) 0.0012(7) 0.0009(7) 0.0002(6)
C2 0.0181(8) 0.0164(8) 0.0194(10) 0.0007(6) -0.0019(7) -0.0017(6)
C3 0.0163(9) 0.0218(9) 0.0193(9) -0.0010(7) -0.0018(7) 0.0007(6)
C4 0.0199(9) 0.0220(9) 0.0178(10) -0.0013(7) 0.0046(7) -0.0004(6)
C5 0.0190(8) 0.0191(9) 0.0168(10) 0.0011(7) -0.0040(7) -0.0024(6)
C6 0.0142(8) 0.0188(8) 0.0223(10) -0.0011(7) 0.0001(7) 0.0009(6)
C7 0.0210(9) 0.0188(9) 0.0176(10) -0.0014(7) 0.0025(8) -0.0010(6)
C8 0.0222(9) 0.0348(11) 0.0161(10) -0.0037(7) 0.0000(8) 0.0034(8)
C9 0.0190(9) 0.0360(11) 0.0192(10) -0.0008(9) 0.0034(7) 0.0021(7)
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'
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
_geom_angle_publ_flag
C5 O1 C8 116.70(12) . . ?
C6 O2 C9 117.11(12) . . ?
C1 C1 C2 127.80(19) 3_656 . ?
C3 C2 C7 117.73(14) . . ?
C3 C2 C1 119.63(14) . . ?
C7 C2 C1 122.64(15) . . ?
C2 C3 C4 121.72(15) . . ?
C5 C4 C3 120.19(16) . . ?
O1 C5 C4 124.88(14) . . ?
O1 C5 C6 115.90(13) . . ?
C4 C5 C6 119.21(14) . . ?
O2 C6 C7 125.12(14) . . ?
O2 C6 C5 114.92(13) . . ?
C7 C6 C5 119.96(14) . . ?
C6 C7 C2 121.16(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C5 1.3701(18) . ?
O1 C8 1.4365(19) . ?
O2 C6 1.3726(17) . ?
O2 C9 1.4324(19) . ?
C1 C1 1.338(3) 3_656 ?
C1 C2 1.467(2) . ?
C2 C3 1.386(2) . ?
C2 C7 1.415(2) . ?
C3 C4 1.396(2) . ?
C4 C5 1.383(2) . ?
C5 C6 1.414(2) . ?
C6 C7 1.382(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 639763
