#------------------------------------------------------------------------------
#$Date: 2020-11-12 00:14:46 +0200 (Thu, 12 Nov 2020) $
#$Revision: 259091 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/82/4518226.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_4518226
loop_
_publ_author_name
'Weng, Yi-Gang'
'Yin, Wen-Yu'
'Jiang, Miao'
'Hou, Jin-Le'
'Shao, Jie'
'Zhu, Qin-Yu'
'Dai, Jie'
_publ_section_title
;
 Tetrathiafulvalene-Based Metal-Organic Framework as a High-Performance
 Anode for Lithium-Ion Batteries.
;
_journal_name_full               'ACS applied materials & interfaces'
_journal_paper_doi               10.1021/acsami.0c14510
_journal_year                    2020
_chemical_formula_sum            'C16 H9 N O4 S2 Zn'
_chemical_formula_weight         408.73
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 99.78(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.951(2)
_cell_length_b                   10.931(2)
_cell_length_c                   21.238(4)
_cell_measurement_reflns_used    3629
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      26.3
_cell_measurement_theta_min      3.1
_cell_volume                     2505.4(8)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12663
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.934
_exptl_absorpt_coefficient_mu    1.160
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83165
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         4391
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.118
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0400P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1047
_refine_ls_wR_factor_ref         0.1119
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3456
_reflns_number_total             4391
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            am0c14510_si_003.cif
_cod_data_source_block           2
_cod_original_cell_volume        2505.4(9)
_cod_original_sg_symbol_H-M      'P 2/n'
_cod_database_code               4518226
_shelx_shelxl_version_number     2016/6
_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_min   0.753
_shelx_estimated_absorpt_t_max   0.873
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, 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
Zn1 Zn 0.22608(3) 0.59872(4) 0.67991(2) 0.02830(15) Uani 1 1 d . . . . .
S1 S 0.29441(8) 0.73752(13) 0.35444(4) 0.0623(4) Uani 1 1 d . . . . .
S2 S 0.05720(8) 0.73759(13) 0.26528(4) 0.0607(4) Uani 1 1 d . . . . .
O1 O 0.2339(2) 0.7814(3) 0.69686(13) 0.0548(7) Uani 1 1 d . . . . .
O2 O 0.2269(2) 0.4151(2) 0.69650(13) 0.0515(7) Uani 1 1 d . . . . .
O3 O 0.04687(18) 0.5998(2) 0.69424(12) 0.0461(7) Uani 1 1 d . . . . .
O4 O 0.41470(18) 0.5941(2) 0.69965(12) 0.0469(7) Uani 1 1 d . . . . .
N1 N 0.2010(2) 0.6125(3) 0.58343(13) 0.0438(8) Uani 1 1 d . . . . .
C1 C 0.1616(3) 0.6962(4) 0.38482(16) 0.0510(11) Uani 1 1 d . . . . .
C2 C 0.0556(3) 0.6963(4) 0.34331(17) 0.0556(12) Uani 1 1 d . . . . .
H2 H -0.018284 0.674295 0.356349 0.067 Uiso 1 1 calc R U . . .
C3 C 0.2204(3) 0.7381(4) 0.27488(15) 0.0452(9) Uani 1 1 d . . . . .
C4 C 0.2869(11) 0.584(2) 0.5507(5) 0.094(7) Uani 0.63(3) 1 d . . P A 1
H4' H 0.357000 0.543299 0.571142 0.113 Uiso 0.63(3) 1 calc R U P A 1
C5 C 0.2782(10) 0.613(2) 0.4858(5) 0.087(6) Uani 0.63(3) 1 d . . P A 1
H5' H 0.344562 0.596837 0.465021 0.104 Uiso 0.63(3) 1 calc R U P A 1
C4' C 0.2901(17) 0.677(3) 0.5589(8) 0.072(8) Uani 0.37(3) 1 d . . P A 2
H4 H 0.359695 0.703941 0.586737 0.086 Uiso 0.37(3) 1 calc R U P A 2
C5' C 0.2806(16) 0.703(3) 0.4950(8) 0.070(7) Uani 0.37(3) 1 d . . P A 2
H5 H 0.343348 0.745503 0.479805 0.084 Uiso 0.37(3) 1 calc R U P A 2
C6 C 0.1738(3) 0.6652(4) 0.45302(16) 0.0505(11) Uani 1 1 d . . . . .
C7 C 0.0805(4) 0.6600(7) 0.4845(2) 0.122(3) Uani 1 1 d . . . . .
H7 H 0.000765 0.674812 0.462728 0.146 Uiso 1 1 calc R U . . .
C8 C 0.0970(4) 0.6334(7) 0.5483(2) 0.113(3) Uani 1 1 d . . . . .
H8 H 0.026799 0.630407 0.567524 0.136 Uiso 1 1 calc R U . . .
C9 C 0.250000 0.9711(5) 0.750000 0.0444(14) Uani 1 2 d S T P . .
C10 C 0.2441(3) 1.0341(4) 0.69323(19) 0.0543(11) Uani 1 1 d . . . . .
H10 H 0.239952 0.991878 0.654896 0.065 Uiso 1 1 calc R U . . .
C11 C 0.2444(3) 0.1601(4) 0.6940(2) 0.0514(10) Uani 1 1 d . . . . .
H11 H 0.240740 0.202136 0.655622 0.062 Uiso 1 1 calc R U . . .
C12 C 0.250000 0.2261(5) 0.750000 0.0397(12) Uani 1 2 d S T P . .
C13 C 0.250000 0.8331(5) 0.750000 0.0436(13) Uani 1 2 d S T P . .
C14 C 0.250000 0.3630(5) 0.750000 0.0424(13) Uani 1 2 d S T P . .
C15 C -0.1234(2) 0.5942(3) 0.74880(16) 0.0378(9) Uani 1 1 d . . . . .
C16 C -0.1666(3) 0.5940(4) 0.80609(17) 0.0466(10) Uani 1 1 d . . . . .
H16 H -0.110468 0.593657 0.844239 0.056 Uiso 1 1 calc R U . . .
C17 C -0.2073(3) 0.5943(4) 0.69250(16) 0.0461(10) Uani 1 1 d . . . . .
H17 H -0.179335 0.594661 0.653540 0.055 Uiso 1 1 calc R U . . .
C18 C 0.0147(3) 0.5964(3) 0.74769(18) 0.0379(9) 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
N1 Zn1 O1 95.78(12) . . ?
N1 Zn1 O3 100.49(10) . . ?
O1 Zn1 O3 88.89(10) . . ?
N1 Zn1 O4 99.70(10) . . ?
O1 Zn1 O4 88.68(10) . . ?
O3 Zn1 O4 159.81(10) . . ?
N1 Zn1 O2 104.10(13) . . ?
O1 Zn1 O2 160.11(12) . . ?
O3 Zn1 O2 87.47(10) . . ?
O4 Zn1 O2 88.03(10) . . ?
N1 Zn1 Zn1 175.10(9) . 2_556 ?
O1 Zn1 Zn1 79.93(8) . 2_556 ?
O3 Zn1 Zn1 81.89(8) . 2_556 ?
O4 Zn1 Zn1 77.94(8) . 2_556 ?
O2 Zn1 Zn1 80.20(8) . 2_556 ?
C3 S1 C1 94.55(16) . . ?
C2 S2 C3 93.74(16) . . ?
C13 O1 Zn1 127.0(3) . . ?
C14 O2 Zn1 126.6(3) . . ?
C18 O3 Zn1 124.4(2) . . ?
C18 O4 Zn1 129.5(2) 2_556 . ?
C8 N1 C4 112.8(6) . . ?
C8 N1 C4' 107.9(9) . . ?
C8 N1 Zn1 124.1(3) . . ?
C4 N1 Zn1 122.5(5) . . ?
C4' N1 Zn1 116.0(7) . . ?
C2 C1 C6 125.1(3) . . ?
C2 C1 S1 116.2(3) . . ?
C6 C1 S1 118.7(2) . . ?
C1 C2 S2 119.2(3) . . ?
C3 C3 S1 124.0(3) 2 . ?
C3 C3 S2 121.9(3) 2 . ?
S1 C3 S2 114.01(19) . . ?
N1 C4 C5 122.6(8) . . ?
C6 C5 C4 120.7(8) . . ?
C5' C4' N1 122.8(12) . . ?
C4' C5' C6 118.6(13) . . ?
C7 C6 C5 112.4(6) . . ?
C7 C6 C5' 108.9(9) . . ?
C7 C6 C1 124.2(3) . . ?
C5 C6 C1 122.0(5) . . ?
C5' C6 C1 118.8(7) . . ?
C6 C7 C8 122.0(4) . . ?
N1 C8 C7 125.0(4) . . ?
C10 C9 C10 120.2(6) . 2_556 ?
C10 C9 C13 119.9(3) . . ?
C10 C9 C13 119.9(3) 2_556 . ?
C11 C10 C9 119.3(4) 1_565 . ?
C10 C11 C12 122.1(4) 1_545 . ?
C11 C12 C11 117.1(5) . 2_556 ?
C11 C12 C14 121.4(3) . . ?
C11 C12 C14 121.4(3) 2_556 . ?
O1 C13 O1 126.2(5) . 2_556 ?
O1 C13 C9 116.9(3) . . ?
O1 C13 C9 116.9(3) 2_556 . ?
O2 C14 O2 126.2(5) . 2_556 ?
O2 C14 C12 116.9(3) . . ?
O2 C14 C12 116.9(3) 2_556 . ?
C16 C15 C17 119.2(3) . . ?
C16 C15 C18 120.4(3) . . ?
C17 C15 C18 120.4(3) . . ?
C15 C16 C17 120.8(3) . 2_456 ?
C15 C17 C16 120.1(3) . 2_456 ?
O3 C18 O4 126.2(3) . 2_556 ?
O3 C18 C15 116.9(3) . . ?
O4 C18 C15 117.0(3) 2_556 . ?
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
Zn1 N1 2.026(3) . ?
Zn1 O1 2.029(3) . ?
Zn1 O3 2.036(2) . ?
Zn1 O4 2.037(2) . ?
Zn1 O2 2.038(3) . ?
Zn1 Zn1 2.9338(9) 2_556 ?
S1 C3 1.746(3) . ?
S1 C1 1.748(3) . ?
S2 C2 1.721(4) . ?
S2 C3 1.764(3) . ?
O1 C13 1.247(3) . ?
O2 C14 1.257(3) . ?
O3 C18 1.245(4) . ?
O4 C18 1.247(4) 2_556 ?
N1 C8 1.271(5) . ?
N1 C4 1.298(9) . ?
N1 C4' 1.376(15) . ?
C1 C2 1.333(4) . ?
C1 C6 1.471(5) . ?
C3 C3 1.331(7) 2 ?
C4 C5 1.402(14) . ?
C5 C6 1.358(10) . ?
C4' C5' 1.37(2) . ?
C5' C6 1.408(16) . ?
C6 C7 1.314(5) . ?
C7 C8 1.368(6) . ?
C9 C10 1.380(5) . ?
C9 C10 1.380(5) 2_556 ?
C9 C13 1.509(7) . ?
C10 C11 1.378(6) 1_565 ?
C11 C12 1.384(5) . ?
C12 C14 1.496(7) . ?
C15 C16 1.378(5) . ?
C15 C17 1.379(4) . ?
C15 C18 1.517(4) . ?
C16 C17 1.386(4) 2_456 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 S1 C1 C2 -8.6(4) . . . . ?
C3 S1 C1 C6 171.8(4) . . . . ?
C6 C1 C2 S2 178.9(4) . . . . ?
S1 C1 C2 S2 -0.7(5) . . . . ?
C3 S2 C2 C1 9.5(4) . . . . ?
C1 S1 C3 C3 -164.87(17) . . . 2 ?
C1 S1 C3 S2 14.7(3) . . . . ?
C2 S2 C3 C3 164.66(17) . . . 2 ?
C2 S2 C3 S1 -14.9(3) . . . . ?
C8 N1 C4 C5 19.9(19) . . . . ?
Zn1 N1 C4 C5 -168.7(9) . . . . ?
N1 C4 C5 C6 -4.8(19) . . . . ?
C8 N1 C4' C5' -30(2) . . . . ?
Zn1 N1 C4' C5' -174.2(15) . . . . ?
N1 C4' C5' C6 2(3) . . . . ?
C4 C5 C6 C7 -13.0(17) . . . . ?
C4 C5 C6 C1 -179.7(9) . . . . ?
C4' C5' C6 C7 28(2) . . . . ?
C4' C5' C6 C1 178.3(13) . . . . ?
C2 C1 C6 C7 -15.7(8) . . . . ?
S1 C1 C6 C7 163.9(5) . . . . ?
C2 C1 C6 C5 149.5(13) . . . . ?
S1 C1 C6 C5 -31.0(14) . . . . ?
C2 C1 C6 C5' -161.0(17) . . . . ?
S1 C1 C6 C5' 18.6(17) . . . . ?
C5 C6 C7 C8 15.1(15) . . . . ?
C5' C6 C7 C8 -30.3(18) . . . . ?
C1 C6 C7 C8 -178.5(6) . . . . ?
C4 N1 C8 C7 -18.4(16) . . . . ?
C4' N1 C8 C7 29.6(17) . . . . ?
Zn1 N1 C8 C7 170.3(6) . . . . ?
C6 C7 C8 N1 0.6(12) . . . . ?
C10 C9 C10 C11 0.1(2) 2_556 . . 1_565 ?
C13 C9 C10 C11 -179.9(2) . . . 1_565 ?
C10 C11 C12 C11 0.1(2) 1_545 . . 2_556 ?
C10 C11 C12 C14 -179.9(2) 1_545 . . . ?
Zn1 O1 C13 O1 1.03(11) . . . 2_556 ?
Zn1 O1 C13 C9 -178.97(11) . . . . ?
C10 C9 C13 O1 -5.9(2) . . . . ?
C10 C9 C13 O1 174.1(2) 2_556 . . . ?
C10 C9 C13 O1 174.1(2) . . . 2_556 ?
C10 C9 C13 O1 -5.9(2) 2_556 . . 2_556 ?
Zn1 O2 C14 O2 2.42(10) . . . 2_556 ?
Zn1 O2 C14 C12 -177.58(10) . . . . ?
C11 C12 C14 O2 9.9(2) . . . . ?
C11 C12 C14 O2 -170.1(2) 2_556 . . . ?
C11 C12 C14 O2 -170.1(2) . . . 2_556 ?
C11 C12 C14 O2 9.9(2) 2_556 . . 2_556 ?
C17 C15 C16 C17 -0.2(6) . . . 2_456 ?
C18 C15 C16 C17 178.8(3) . . . 2_456 ?
C16 C15 C17 C16 -0.1(5) . . . 2_456 ?
C18 C15 C17 C16 -179.1(4) . . . 2_456 ?
Zn1 O3 C18 O4 1.4(6) . . . 2_556 ?
Zn1 O3 C18 C15 -178.3(2) . . . . ?
C16 C15 C18 O3 -178.1(4) . . . . ?
C17 C15 C18 O3 0.8(5) . . . . ?
C16 C15 C18 O4 2.2(5) . . . 2_556 ?
C17 C15 C18 O4 -178.9(4) . . . 2_556 ?
