#------------------------------------------------------------------------------
#$Date: 2023-09-27 05:10:08 +0300 (Wed, 27 Sep 2023) $
#$Revision: 286553 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/99/1569994.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1569994
loop_
_publ_author_name
'Mitchell, Travis B.'
'Zhang, Xiaotong'
'Jerozal, Ronald T.'
'Chen, Yu Sheng'
'Wang, SuYin'
'Benedict, Jason B.'
_publ_section_title
;
 Development of a scalar-based geometric parameterization approach for the
 crystal structure landscape of dithienylethene-based crystalline solids.
;
_journal_issue                   6
_journal_name_full               IUCrJ
_journal_paper_doi               10.1107/S2052252523008060
_journal_volume                  10
_journal_year                    2023
_chemical_formula_moiety         'C68 H56 Co N4 O2 S4'
_chemical_formula_sum            'C68 H56 Co N4 O2 S4'
_chemical_formula_weight         1148.33
_space_group_crystal_system      orthorhombic
_space_group_IT_number           70
_space_group_name_Hall           '-F 2uv 2vw'
_space_group_name_H-M_alt        'F d d d :2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-04-17
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.8404(4)
_cell_length_b                   21.4458(8)
_cell_length_c                   67.537(3)
_cell_measurement_reflns_used    9970
_cell_measurement_temperature    90.00
_cell_measurement_theta_max      26.23
_cell_measurement_theta_min      2.30
_cell_volume                     14252.7(10)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS, 2016)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      90.00
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       54
_diffrn_reflns_limit_l_min       -90
_diffrn_reflns_number            29065
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.301
_diffrn_reflns_theta_min         1.993
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.398
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1167 before and 0.0596 after correction.
The Ratio of minimum to maximum transmission is 0.8919.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.070
_exptl_crystal_description       prism
_exptl_crystal_F_000             4792
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.049
_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     182
_refine_ls_number_reflns         4446
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0480
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0341P)²+47.4853P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1143
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3390
_reflns_number_total             4446
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            yc5044.cif
_cod_data_source_block           dte-7
_cod_original_cell_volume        14252.6(10)
_cod_original_sg_symbol_H-M      'F d d d'
_cod_database_code               1569994
_shelx_shelxl_version_number     2019/2
_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   0.992
_shelx_estimated_absorpt_t_min   0.976
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Others
 Fixed Sof: H1a(0.5) H1b(0.5)
3.a Rotating group:
 O1(H1a,H1b)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C14(H14), C15(H15), C16(H16),
 C17(H17)
3.c Idealised Me refined as rotating group:
 C12(H12a,H12b,H12c)
;
_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+3/4, -y+3/4, z'
'-x+3/4, y, -z+3/4'
'x, -y+3/4, -z+3/4'
'x, y+1/2, z+1/2'
'-x+3/4, -y+5/4, z+1/2'
'-x+3/4, y+1/2, -z+5/4'
'x, -y+5/4, -z+5/4'
'x+1/2, y, z+1/2'
'-x+5/4, -y+3/4, z+1/2'
'-x+5/4, y, -z+5/4'
'x+1/2, -y+3/4, -z+5/4'
'x+1/2, y+1/2, z'
'-x+5/4, -y+5/4, z'
'-x+5/4, y+1/2, -z+3/4'
'x+1/2, -y+5/4, -z+3/4'
'-x, -y, -z'
'x-3/4, y-3/4, -z'
'x-3/4, -y, z-3/4'
'-x, y-3/4, z-3/4'
'-x, -y+1/2, -z+1/2'
'x-3/4, y-1/4, -z+1/2'
'x-3/4, -y+1/2, z-1/4'
'-x, y-1/4, z-1/4'
'-x+1/2, -y, -z+1/2'
'x-1/4, y-3/4, -z+1/2'
'x-1/4, -y, z-1/4'
'-x+1/2, y-3/4, z-1/4'
'-x+1/2, -y+1/2, -z'
'x-1/4, y-1/4, -z'
'x-1/4, -y+1/2, z-3/4'
'-x+1/2, y-1/4, z-3/4'
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
Co1 Co 0.625000 0.125000 0.625000 0.0605(3) Uani 1 4 d S T P . .
S1 S 0.55657(5) 0.38490(3) 0.55195(2) 0.03477(14) Uani 1 1 d . . . . .
O1 O 0.8380(3) 0.125000 0.625000 0.0650(8) Uani 1 2 d S T P . .
H1A H 0.902538 0.094114 0.618718 0.098 Uiso 0.5 1 d R U P . .
H1B H 0.902538 0.155936 0.631262 0.098 Uiso 0.5 1 d R U P . .
N1 N 0.6375(3) 0.19489(9) 0.60233(2) 0.0603(7) Uani 1 1 d . . . . .
C1 C 0.80629(19) 0.37441(8) 0.50525(2) 0.0258(4) Uani 1 1 d . . . . .
C2 C 0.7236(2) 0.37812(9) 0.48671(2) 0.0289(4) Uani 1 1 d . . . . .
C3 C 0.6153(2) 0.33763(10) 0.48373(3) 0.0351(5) Uani 1 1 d . . . . .
H3 H 0.594721 0.307101 0.493476 0.042 Uiso 1 1 calc R U . . .
C4 C 0.5364(2) 0.34124(11) 0.46663(3) 0.0437(6) Uani 1 1 d . . . . .
H4 H 0.463848 0.312711 0.464656 0.052 Uiso 1 1 calc R U . . .
C5 C 0.5636(2) 0.38623(11) 0.45252(3) 0.0445(6) Uani 1 1 d . . . . .
H5 H 0.509571 0.388892 0.440902 0.053 Uiso 1 1 calc R U . . .
C6 C 0.6694(2) 0.42713(11) 0.45541(3) 0.0407(6) Uani 1 1 d . . . . .
H6 H 0.687939 0.458175 0.445752 0.049 Uiso 1 1 calc R U . . .
C7 C 0.7497(2) 0.42350(10) 0.47238(3) 0.0338(5) Uani 1 1 d . . . . .
H7 H 0.822556 0.452012 0.474198 0.041 Uiso 1 1 calc R U . . .
C8 C 0.72822(19) 0.36796(8) 0.52400(2) 0.0252(4) Uani 1 1 d . . . . .
C9 C 0.7548(2) 0.32146(9) 0.53852(2) 0.0275(4) Uani 1 1 d . . . . .
H9 H 0.825114 0.291373 0.537238 0.033 Uiso 1 1 calc R U . . .
C10 C 0.6696(2) 0.32414(9) 0.55451(3) 0.0299(4) Uani 1 1 d . . . . .
C11 C 0.6208(2) 0.40515(9) 0.52922(3) 0.0309(4) Uani 1 1 d . . . . .
C12 C 0.5567(2) 0.45714(11) 0.51779(3) 0.0457(6) Uani 1 1 d . . . . .
H12A H 0.513069 0.486269 0.526982 0.069 Uiso 1 1 calc R U . . .
H12B H 0.488473 0.440077 0.508720 0.069 Uiso 1 1 calc R U . . .
H12C H 0.626688 0.479131 0.510181 0.069 Uiso 1 1 calc R U . . .
C13 C 0.6613(2) 0.28161(9) 0.57142(3) 0.0367(5) Uani 1 1 d . . . . .
C14 C 0.7430(3) 0.22917(11) 0.57232(3) 0.0579(8) Uani 1 1 d . . . . .
H14 H 0.809072 0.221786 0.562343 0.070 Uiso 1 1 calc R U . . .
C15 C 0.7281(4) 0.18787(12) 0.58770(3) 0.0705(10) Uani 1 1 d . . . . .
H15 H 0.785344 0.152223 0.587982 0.085 Uiso 1 1 calc R U . . .
C16 C 0.5600(3) 0.24552(11) 0.60151(3) 0.0578(7) Uani 1 1 d . . . . .
H16 H 0.495557 0.251916 0.611783 0.069 Uiso 1 1 calc R U . . .
C17 C 0.5676(3) 0.28933(11) 0.58662(3) 0.0487(6) Uani 1 1 d . . . . .
H17 H 0.509201 0.324594 0.586752 0.058 Uiso 1 1 calc R U . . .
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'
Co Co 0.3494 0.9721 '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'
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 Co1 O1 180.0 . 14_545 ?
O1 Co1 N1 93.27(8) . 11 ?
O1 Co1 N1 93.27(8) 14_545 8_545 ?
O1 Co1 N1 93.27(7) 14_545 . ?
O1 Co1 N1 93.27(7) . 14_545 ?
O1 Co1 N1 86.73(7) 14_545 11 ?
O1 Co1 N1 86.73(8) 14_545 14_545 ?
O1 Co1 N1 86.73(8) . . ?
O1 Co1 N1 86.73(7) . 8_545 ?
N1 Co1 N1 173.45(15) 8_545 . ?
N1 Co1 N1 88.99(10) 11 8_545 ?
N1 Co1 N1 91.39(10) 11 . ?
N1 Co1 N1 173.45(15) 14_545 11 ?
N1 Co1 N1 88.98(10) 14_545 . ?
N1 Co1 N1 91.39(10) 14_545 8_545 ?
C11 S1 C10 92.49(9) . . ?
Co1 O1 H1A 128.9 . . ?
Co1 O1 H1B 128.9 . . ?
H1A O1 H1B 102.2 . . ?
C15 N1 Co1 119.07(16) . . ?
C16 N1 Co1 124.63(16) . . ?
C16 N1 C15 116.3(2) . . ?
C1 C1 C2 122.90(10) 2_655 . ?
C1 C1 C8 121.21(10) 2_655 . ?
C8 C1 C2 115.88(16) . . ?
C3 C2 C1 120.37(17) . . ?
C3 C2 C7 118.45(17) . . ?
C7 C2 C1 121.14(19) . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.8(2) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.61(19) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C7 120.7(2) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 H7 119.9 . . ?
C6 C7 C2 120.3(2) . . ?
C6 C7 H7 119.9 . . ?
C9 C8 C1 123.85(15) . . ?
C11 C8 C1 124.29(16) . . ?
C11 C8 C9 111.85(16) . . ?
C8 C9 H9 123.2 . . ?
C10 C9 C8 113.70(16) . . ?
C10 C9 H9 123.2 . . ?
C9 C10 S1 110.39(14) . . ?
C9 C10 C13 128.60(18) . . ?
C13 C10 S1 120.91(15) . . ?
C8 C11 S1 111.53(13) . . ?
C8 C11 C12 128.79(17) . . ?
C12 C11 S1 119.67(14) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C10 120.53(18) . . ?
C14 C13 C17 116.74(19) . . ?
C17 C13 C10 122.64(19) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.7(2) . . ?
C15 C14 H14 120.2 . . ?
N1 C15 C14 123.8(2) . . ?
N1 C15 H15 118.1 . . ?
C14 C15 H15 118.1 . . ?
N1 C16 H16 118.1 . . ?
N1 C16 C17 123.8(2) . . ?
C17 C16 H16 118.1 . . ?
C13 C17 H17 120.2 . . ?
C16 C17 C13 119.6(2) . . ?
C16 C17 H17 120.2 . . ?
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
Co1 O1 2.096(3) . ?
Co1 O1 2.096(3) 14_545 ?
Co1 N1 2.1458(18) 14_545 ?
Co1 N1 2.1458(18) 11 ?
Co1 N1 2.1459(18) . ?
Co1 N1 2.1458(18) 8_545 ?
S1 C10 1.7218(19) . ?
S1 C11 1.7163(19) . ?
O1 H1A 1.0111 . ?
O1 H1B 1.0112 . ?
N1 C15 1.339(3) . ?
N1 C16 1.328(3) . ?
C1 C1 1.353(4) 2_655 ?
C1 C2 1.495(2) . ?
C1 C8 1.487(2) . ?
C2 C3 1.389(3) . ?
C2 C7 1.397(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.375(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.394(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.423(2) . ?
C8 C11 1.370(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.368(2) . ?
C10 C13 1.464(3) . ?
C11 C12 1.495(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.384(3) . ?
C13 C17 1.389(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.373(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.378(3) . ?
C17 H17 0.9500 . ?
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
Co1 N1 C15 C14 178.9(3) . . . . ?
Co1 N1 C16 C17 -178.7(2) . . . . ?
S1 C10 C13 C14 173.2(2) . . . . ?
S1 C10 C13 C17 -3.1(3) . . . . ?
N1 C16 C17 C13 -0.4(4) . . . . ?
C1 C1 C2 C3 134.1(2) 2_655 . . . ?
C1 C1 C2 C7 -48.3(3) 2_655 . . . ?
C1 C1 C8 C9 -49.7(3) 2_655 . . . ?
C1 C1 C8 C11 131.5(2) 2_655 . . . ?
C1 C2 C3 C4 179.15(17) . . . . ?
C1 C2 C7 C6 -178.47(16) . . . . ?
C1 C8 C9 C10 -179.59(18) . . . . ?
C1 C8 C11 S1 -179.31(15) . . . . ?
C1 C8 C11 C12 1.9(4) . . . . ?
C2 C1 C8 C9 129.11(19) . . . . ?
C2 C1 C8 C11 -49.7(3) . . . . ?
C2 C3 C4 C5 -1.3(3) . . . . ?
C3 C2 C7 C6 -0.8(3) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C5 C6 C7 0.2(3) . . . . ?
C5 C6 C7 C2 0.0(3) . . . . ?
C7 C2 C3 C4 1.5(3) . . . . ?
C8 C1 C2 C3 -44.7(2) . . . . ?
C8 C1 C2 C7 132.92(18) . . . . ?
C8 C9 C10 S1 -0.7(2) . . . . ?
C8 C9 C10 C13 175.4(2) . . . . ?
C9 C8 C11 S1 1.8(2) . . . . ?
C9 C8 C11 C12 -177.0(2) . . . . ?
C9 C10 C13 C14 -2.6(4) . . . . ?
C9 C10 C13 C17 -178.9(2) . . . . ?
C10 S1 C11 C8 -1.90(17) . . . . ?
C10 S1 C11 C12 177.06(19) . . . . ?
C10 C13 C14 C15 -176.1(3) . . . . ?
C10 C13 C17 C16 176.2(2) . . . . ?
C11 S1 C10 C9 1.48(17) . . . . ?
C11 S1 C10 C13 -175.00(18) . . . . ?
C11 C8 C9 C10 -0.7(3) . . . . ?
C13 C14 C15 N1 0.0(5) . . . . ?
C14 C13 C17 C16 -0.2(4) . . . . ?
C15 N1 C16 C17 0.7(5) . . . . ?
C16 N1 C15 C14 -0.5(5) . . . . ?
C17 C13 C14 C15 0.4(4) . . . . ?
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 0.016 0.537 0.125 943 277 '4 NO3-,8 CH3OH'
2 -0.072 0.801 0.375 943 277 '4 NO3-,8 CH3OH'
3 0.016 0.037 0.625 943 277 '4 NO3-,8 CH3OH'
4 -0.072 0.301 0.875 943 277 '4 NO3-,8 CH3OH'
