#------------------------------------------------------------------------------
#$Date: 2021-02-05 00:58:45 +0200 (Fri, 05 Feb 2021) $
#$Revision: 261603 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/19/7241915.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_7241915
loop_
_publ_author_name
'Li, Zhao-Hao'
'Xue, Li-Ping'
'Mu, Yun-Jing'
'Zhao, Bang-Tun'
_publ_section_title
;
 Viologen-derived material showing photochromic, visually oxygen
 responsive, and photomodulated luminescence behaviors
;
_journal_issue                   4
_journal_name_full               CrystEngComm
_journal_page_first              1019
_journal_page_last               1024
_journal_paper_doi               10.1039/D0CE01630F
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C22 H13 N3 O6 S Zn'
_chemical_formula_sum            'C22 H15 N3 O9 S Zn'
_chemical_formula_weight         562.80
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-10-25
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-09-18 deposited with the CCDC.	2020-12-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.027(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.6890(10)
_cell_length_b                   19.055(3)
_cell_length_c                   16.139(2)
_cell_measurement_reflns_used    2950
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      23.18
_cell_measurement_theta_min      2.48
_cell_volume                     2363.1(6)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0608
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15591
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.454
_diffrn_reflns_theta_min         1.654
_exptl_absorpt_coefficient_mu    1.186
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         4369
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0388
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0419P)²+0.6888P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0873
_refine_ls_wR_factor_ref         0.0956
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3338
_reflns_number_total             4369
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01630f2.cif
_cod_data_source_block           11_sq
_cod_depositor_comments          'Adding full bibliography for 7241915.cif.'
_cod_original_cell_volume        2363.0(6)
_cod_database_code               7241915
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.797
_shelx_estimated_absorpt_t_min   0.797
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Sof(C18B)=Sof(C19B)=Sof(H19B)=Sof(C20B)=Sof(H20B)=Sof(N3B)=Sof(C22B)=
 Sof(H22B)=Sof(C21B)=Sof(H21B)=1-FVAR(1)
 Sof(C18A)=Sof(C19A)=Sof(H19A)=Sof(C20A)=Sof(H20A)=Sof(N3A)=Sof(C22A)=
 Sof(H22A)=Sof(C21A)=Sof(H21A)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C9(H9), C10(H10), C12(H12), C13(H13), C14(H14), C16(H16),
 C17(H17), C19A(H19A), C20A(H20A), C22A(H22A), C21A(H21A), C19B(H19B),
 C20B(H20B), C22B(H22B), C21B(H21B)
3.b Fitted hexagon refined as free rotating group:
 C18A(C19A,C20A,N3A,C22A,C21A)
;
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1908(4) 0.31136(16) 0.98334(19) 0.0356(7) Uani 1 1 d . . . . .
C2 C 0.1809(4) 0.25708(15) 1.04949(19) 0.0341(7) Uani 1 1 d . . . . .
C3 C 0.2342(5) 0.18907(17) 1.0462(2) 0.0476(9) Uani 1 1 d . . . . .
H3 H 0.2870 0.1693 1.0008 0.057 Uiso 1 1 calc R . . . .
C4 C 0.2008(5) 0.15220(17) 1.1191(2) 0.0485(9) Uani 1 1 d . . . . .
H4 H 0.2291 0.1052 1.1270 0.058 Uiso 1 1 calc R . . . .
C5 C 0.1232(4) 0.19178(15) 1.17685(19) 0.0356(7) Uani 1 1 d . . . . .
C6 C 0.0660(4) 0.17109(16) 1.2599(2) 0.0398(8) Uani 1 1 d . . . . .
C7 C 0.7410(4) 0.4675(2) 0.8874(2) 0.0488(9) Uani 1 1 d . . . . .
C8 C 0.5659(4) 0.50430(16) 0.89021(18) 0.0320(7) Uani 1 1 d . . . . .
C9 C 0.4183(4) 0.46479(15) 0.89433(17) 0.0305(7) Uani 1 1 d . . . . .
H9 H 0.4290 0.4162 0.8918 0.037 Uiso 1 1 calc R . . . .
C10 C 0.2437(4) 0.56242(13) 0.90549(17) 0.0283(6) Uani 1 1 d . . . . .
H10 H 0.1348 0.5826 0.9117 0.034 Uiso 1 1 calc R . . . .
C11 C 0.3870(4) 0.60477(14) 0.90023(19) 0.0323(7) Uani 1 1 d . . . . .
C12 C 0.5513(4) 0.57643(16) 0.89252(19) 0.0378(7) Uani 1 1 d . . . . .
H12 H 0.6487 0.6051 0.8890 0.045 Uiso 1 1 calc R . . . .
C13 C 0.3096(4) 0.71221(16) 0.9695(2) 0.0427(8) Uani 1 1 d . . . . .
H13 H 0.2868 0.6860 1.0165 0.051 Uiso 1 1 calc R . . . .
C14 C 0.2868(5) 0.78384(16) 0.9697(2) 0.0475(9) Uani 1 1 d . . . . .
H14 H 0.2483 0.8059 1.0171 0.057 Uiso 1 1 calc R . . . .
C15 C 0.3207(5) 0.82328(17) 0.9001(2) 0.0495(9) Uani 1 1 d . . . . .
C16 C 0.3769(5) 0.78844(18) 0.8305(2) 0.0563(10) Uani 1 1 d . . . . .
H16 H 0.3994 0.8135 0.7826 0.068 Uiso 1 1 calc R . . . .
C17 C 0.3994(5) 0.71690(18) 0.8323(2) 0.0515(9) Uani 1 1 d . . . . .
H17 H 0.4386 0.6937 0.7858 0.062 Uiso 1 1 calc R . . . .
C18A C 0.315(2) 0.9002(4) 0.9031(6) 0.059(8) Uani 0.485(8) 1 d . . P A 1
C19A C 0.3546(14) 0.9375(3) 0.9754(5) 0.072(3) Uani 0.485(8) 1 d G . P A 1
H19A H 0.3784 0.9137 1.0248 0.086 Uiso 0.485(8) 1 calc R . P A 1
C20A C 0.3589(14) 1.0104(3) 0.9737(5) 0.090(4) Uani 0.485(8) 1 d G . P A 1
H20A H 0.3855 1.0354 1.0220 0.109 Uiso 0.485(8) 1 calc R . P A 1
N3A N 0.3234(17) 1.0460(4) 0.8999(6) 0.097(5) Uani 0.485(8) 1 d G . P A 1
C22A C 0.2836(19) 1.0087(7) 0.8277(5) 0.088(6) Uani 0.485(8) 1 d G . P A 1
H22A H 0.2598 1.0326 0.7783 0.106 Uiso 0.485(8) 1 calc R . P A 1
C21A C 0.279(2) 0.9358(7) 0.8293(5) 0.068(4) Uani 0.485(8) 1 d G . P A 1
H21A H 0.2527 0.9109 0.7810 0.082 Uiso 0.485(8) 1 calc R . P A 1
C18B C 0.288(3) 0.9021(6) 0.8966(9) 0.066(7) Uani 0.515(8) 1 d . . P A 2
C19B C 0.1817(17) 0.9329(4) 0.9532(8) 0.094(4) Uani 0.515(8) 1 d . . P A 2
H19B H 0.1262 0.9054 0.9919 0.113 Uiso 0.515(8) 1 calc R . P A 2
C20B C 0.158(2) 1.0052(5) 0.9523(9) 0.132(6) Uani 0.515(8) 1 d . . P A 2
H20B H 0.0939 1.0246 0.9943 0.158 Uiso 0.515(8) 1 calc R . P A 2
N3B N 0.217(4) 1.0468(6) 0.8987(9) 0.152(9) Uani 0.515(8) 1 d . . P A 2
C22B C 0.311(4) 1.0173(9) 0.8477(11) 0.148(12) Uani 0.515(8) 1 d . . P A 2
H22B H 0.3621 1.0467 0.8098 0.178 Uiso 0.515(8) 1 calc R . P A 2
C21B C 0.349(3) 0.9445(7) 0.8396(9) 0.096(7) Uani 0.515(8) 1 d . . P A 2
H21B H 0.4139 0.9276 0.7964 0.115 Uiso 0.515(8) 1 calc R . P A 2
N1 N 0.2583(3) 0.49221(11) 0.90180(14) 0.0282(5) Uani 1 1 d . . . . .
N2 N 0.3647(3) 0.68046(13) 0.90118(17) 0.0380(6) Uani 1 1 d . . . . .
O1 O 0.0805(3) 0.36113(10) 0.98782(13) 0.0380(5) Uani 1 1 d . . . . .
O2 O 0.3026(3) 0.30610(12) 0.93115(16) 0.0543(6) Uani 1 1 d . . . . .
O3 O -0.0129(4) 0.21285(13) 1.30266(16) 0.0631(7) Uani 1 1 d . . . . .
O4 O 0.1024(3) 0.10771(10) 1.28001(13) 0.0407(5) Uani 1 1 d . . . . .
O5 O 0.7432(4) 0.40280(16) 0.8878(2) 0.0830(10) Uani 1 1 d . . . . .
O6 O 0.8718(3) 0.50399(15) 0.8857(2) 0.0776(10) Uani 1 1 d . . . . .
S1 S 0.08934(11) 0.27605(4) 1.14186(5) 0.0389(2) Uani 1 1 d . . . . .
Zn1 Zn 0.04897(4) 0.42073(2) 0.89091(2) 0.02779(12) 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
O1 C1 C2 115.1(3) . . ?
O2 C1 C2 119.3(3) . . ?
O2 C1 O1 125.6(3) . . ?
C1 C2 S1 120.7(2) . . ?
C3 C2 C1 127.6(3) . . ?
C3 C2 S1 111.7(2) . . ?
C2 C3 C4 112.3(3) . . ?
C5 C4 C3 113.4(3) . . ?
C4 C5 C6 128.9(3) . . ?
C4 C5 S1 111.1(2) . . ?
C6 C5 S1 120.0(2) . . ?
O3 C6 C5 120.3(3) . . ?
O3 C6 O4 125.3(3) . . ?
O4 C6 C5 114.3(3) . . ?
C8 C7 Zn1 172.6(3) . 1_655 ?
O5 C7 C8 118.2(3) . . ?
O5 C7 Zn1 68.6(2) . 1_655 ?
O6 C7 C8 118.0(4) . . ?
O6 C7 O5 123.8(3) . . ?
O6 C7 Zn1 55.32(19) . 1_655 ?
C9 C8 C7 119.1(3) . . ?
C9 C8 C12 118.7(3) . . ?
C12 C8 C7 122.2(3) . . ?
N1 C9 C8 123.6(3) . . ?
N1 C10 C11 121.0(3) . . ?
C10 C11 C12 121.0(3) . . ?
C10 C11 N2 119.2(3) . . ?
C12 C11 N2 119.8(3) . . ?
C8 C12 C11 117.8(3) . . ?
N2 C13 C14 119.6(3) . . ?
C13 C14 C15 120.6(3) . . ?
C14 C15 C16 118.1(3) . . ?
C14 C15 C18A 120.6(5) . . ?
C14 C15 C18B 122.0(6) . . ?
C16 C15 C18A 121.0(6) . . ?
C16 C15 C18B 119.8(6) . . ?
C17 C16 C15 120.0(4) . . ?
N2 C17 C16 120.0(3) . . ?
C19A C18A C15 122.2(7) . . ?
C19A C18A C21A 120.0 . . ?
C21A C18A C15 117.7(7) . . ?
C20A C19A C18A 120.0 . . ?
N3A C20A C19A 120.0 . . ?
C20A N3A C22A 120.0 . . ?
C21A C22A N3A 120.0 . . ?
C22A C21A C18A 120.0 . . ?
C19B C18B C15 119.8(11) . . ?
C21B C18B C15 124.4(12) . . ?
C21B C18B C19B 115.7(11) . . ?
C18B C19B C20B 119.7(12) . . ?
N3B C20B C19B 125.3(14) . . ?
C22B N3B C20B 113.3(12) . . ?
N3B C22B C21B 128.8(17) . . ?
C18B C21B C22B 116.8(14) . . ?
C9 N1 Zn1 116.02(18) . . ?
C10 N1 C9 117.9(2) . . ?
C10 N1 Zn1 125.54(19) . . ?
C13 N2 C11 119.9(3) . . ?
C13 N2 C17 121.7(3) . . ?
C17 N2 C11 118.5(3) . . ?
C1 O1 Zn1 116.97(19) . . ?
C6 O4 Zn1 116.7(2) . 4_566 ?
C7 O5 Zn1 82.5(2) . 1_655 ?
C7 O6 Zn1 95.9(2) . 1_655 ?
C2 S1 C5 91.53(15) . . ?
N1 Zn1 C7 119.00(11) . 1_455 ?
N1 Zn1 O5 147.78(9) . 1_455 ?
O1 Zn1 C7 108.33(11) . 1_455 ?
O1 Zn1 N1 103.72(9) . . ?
O1 Zn1 O5 91.64(9) . 1_455 ?
O1 Zn1 O6 122.63(11) . 1_455 ?
O4 Zn1 C7 107.98(10) 4_565 1_455 ?
O4 Zn1 N1 94.11(9) 4_565 . ?
O4 Zn1 O1 123.97(9) 4_565 . ?
O4 Zn1 O5 100.55(11) 4_565 1_455 ?
O4 Zn1 O6 109.61(11) 4_565 1_455 ?
O5 Zn1 C7 28.92(11) 1_455 1_455 ?
O6 Zn1 C7 28.76(12) 1_455 1_455 ?
O6 Zn1 N1 90.43(10) 1_455 . ?
O6 Zn1 O5 57.67(10) 1_455 1_455 ?
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
C1 C2 1.490(4) . ?
C1 O1 1.276(4) . ?
C1 O2 1.229(4) . ?
C2 C3 1.361(4) . ?
C2 S1 1.709(3) . ?
C3 C4 1.401(5) . ?
C4 C5 1.354(5) . ?
C5 C6 1.479(4) . ?
C5 S1 1.719(3) . ?
C6 O3 1.228(4) . ?
C6 O4 1.279(4) . ?
C7 C8 1.520(4) . ?
C7 O5 1.234(5) . ?
C7 O6 1.223(4) . ?
C7 Zn1 2.529(3) 1_655 ?
C8 C9 1.365(4) . ?
C8 C12 1.380(4) . ?
C9 N1 1.346(3) . ?
C10 C11 1.371(4) . ?
C10 N1 1.344(3) . ?
C11 C12 1.383(4) . ?
C11 N2 1.453(4) . ?
C13 C14 1.376(4) . ?
C13 N2 1.340(4) . ?
C14 C15 1.384(5) . ?
C15 C16 1.387(5) . ?
C15 C18A 1.468(8) . ?
C15 C18B 1.523(12) . ?
C16 C17 1.374(4) . ?
C17 N2 1.346(4) . ?
C18A C19A 1.3900 . ?
C18A C21A 1.3900 . ?
C19A C20A 1.3900 . ?
C20A N3A 1.3900 . ?
N3A C22A 1.3900 . ?
C22A C21A 1.3900 . ?
C18B C19B 1.378(19) . ?
C18B C21B 1.322(15) . ?
C19B C20B 1.389(12) . ?
C20B N3B 1.269(18) . ?
N3B C22B 1.24(3) . ?
C22B C21B 1.426(17) . ?
N1 Zn1 2.111(2) . ?
O1 Zn1 1.941(2) . ?
O4 Zn1 1.928(2) 4_566 ?
O5 Zn1 2.375(3) 1_655 ?
O6 Zn1 2.091(3) 1_655 ?
Zn1 C7 2.529(3) 1_455 ?
Zn1 O4 1.928(2) 4_565 ?
Zn1 O5 2.375(3) 1_455 ?
Zn1 O6 2.091(3) 1_455 ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.002 0.879 0.178 100 28 ' '
2 -0.002 0.379 0.322 99 28 ' '
3 0.002 0.621 0.678 100 29 ' '
4 -0.002 0.121 0.822 100 29 ' '
