#------------------------------------------------------------------------------
#$Date: 2022-06-01 01:37:49 +0300 (Wed, 01 Jun 2022) $
#$Revision: 275708 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/50/7245012.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_7245012
loop_
_publ_author_name
'Karunathilaka, Dilan'
'Rajapakse, R. M. G.'
'Steen, April'
'Sexton, Thomas More'
'Sparks, Nicholas'
'Mosely, Jacquelyn'
'Rheingold, Arnold L.'
'Hammer, Nathan I.'
'Tschumper, Gregory S.'
'Watkins, Davita'
_publ_section_title
;
 Correlation of Solid-State Order to Optoelectronic Behavior in
 Heterocyclic Oligomers
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00560C
_journal_year                    2022
_chemical_formula_moiety         'C32 H36 N2 O2 S2'
_chemical_formula_sum            'C32 H36 N2 O2 S2'
_chemical_formula_weight         544.75
_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             2018-02-01
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2022-04-21 deposited with the CCDC.	2022-05-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.926(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.4937(15)
_cell_length_b                   4.7436(4)
_cell_length_c                   18.9806(18)
_cell_measurement_reflns_used    2047
_cell_measurement_temperature    100
_cell_measurement_theta_max      67.600
_cell_measurement_theta_min      2.800
_cell_volume                     1420.7(2)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'APEX3 v2016.9-0 (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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      100.0
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8176
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.351
_diffrn_reflns_theta_min         2.800
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_type              'Bruker MicroStar FR-592'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.942
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0744 before and 0.0557 after correction. The Ratio of minimum to maximum transmission is 0.7871. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_description       needle
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.423
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2596
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.969
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0516
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0808P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1224
_refine_ls_wR_factor_ref         0.1354
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1873
_reflns_number_total             2596
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00560c2.cif
_cod_data_source_block           dwat45_0m_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7245012
_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_max   0.944
_shelx_estimated_absorpt_t_min   0.675
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C3(H3A,H3B), C5(H5A,H5B), C2(H2A,H2B), C4(H4A,H4B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C9(H9), C8(H8), C13(H13), C16(H16)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_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
S1 S 0.24330(4) 1.10899(15) 0.26745(4) 0.0265(2) Uani 1 1 d . . . . .
O1 O 0.09834(11) 0.5327(4) 0.13703(10) 0.0237(4) Uani 1 1 d . . . . .
N1 N 0.07012(15) 0.0835(5) -0.02201(13) 0.0268(5) Uani 1 1 d . . . . .
C12 C 0.22276(18) 0.6892(6) 0.12822(16) 0.0289(6) Uani 1 1 d . . . . .
H12 H 0.274519 0.790121 0.137201 0.035 Uiso 1 1 calc R . . . .
C9 C 0.09985(17) 0.8957(6) 0.26394(16) 0.0261(6) Uani 1 1 d . . . . .
H9 H 0.049280 0.787117 0.250345 0.031 Uiso 1 1 calc R . . . .
C6 C 0.24109(18) 1.4183(6) 0.39245(16) 0.0291(6) Uani 1 1 d . . . . .
H6A H 0.202344 1.475819 0.421078 0.035 Uiso 1 1 calc R . . . .
H6B H 0.256891 1.589772 0.369772 0.035 Uiso 1 1 calc R . . . .
C8 C 0.12011(17) 1.0883(6) 0.32350(15) 0.0256(6) Uani 1 1 d . . . . .
H8 H 0.084166 1.121521 0.353691 0.031 Uiso 1 1 calc R . . . .
C3 C 0.43673(19) 1.3265(7) 0.56608(17) 0.0342(7) Uani 1 1 d . . . . .
H3A H 0.414809 1.155719 0.584343 0.041 Uiso 1 1 calc R . . . .
H3B H 0.478400 1.264719 0.540812 0.041 Uiso 1 1 calc R . . . .
C7 C 0.19620(17) 1.2223(6) 0.33368(16) 0.0273(6) Uani 1 1 d . . . . .
C5 C 0.32121(18) 1.2882(7) 0.44490(16) 0.0296(6) Uani 1 1 d . . . . .
H5A H 0.306163 1.105766 0.463098 0.035 Uiso 1 1 calc R . . . .
H5B H 0.362242 1.249383 0.417033 0.035 Uiso 1 1 calc R . . . .
C13 C 0.19147(19) 0.4862(7) 0.07297(16) 0.0308(7) Uani 1 1 d . . . . .
H13 H 0.218209 0.423797 0.037695 0.037 Uiso 1 1 calc R . . . .
C2 C 0.4817(2) 1.5090(8) 0.63147(19) 0.0420(8) Uani 1 1 d . . . . .
H2A H 0.440462 1.567787 0.657465 0.050 Uiso 1 1 calc R . . . .
H2B H 0.502977 1.681316 0.613324 0.050 Uiso 1 1 calc R . . . .
C1 C 0.5556(2) 1.3597(9) 0.68576(19) 0.0480(9) Uani 1 1 d . . . . .
H1A H 0.597423 1.304608 0.660710 0.072 Uiso 1 1 calc GR . . . .
H1B H 0.534882 1.191168 0.704903 0.072 Uiso 1 1 calc GR . . . .
H1C H 0.582131 1.487130 0.726601 0.072 Uiso 1 1 calc GR . . . .
C15 C 0.05504(17) 0.1910(6) 0.03834(15) 0.0231(6) Uani 1 1 d . . . . .
C14 C 0.11592(17) 0.3964(6) 0.07953(15) 0.0237(6) Uani 1 1 d . . . . .
C10 C 0.16084(16) 0.8821(5) 0.22779(15) 0.0233(6) Uani 1 1 d . . . . .
C11 C 0.16455(16) 0.7138(6) 0.16664(15) 0.0244(6) Uani 1 1 d . . . . .
C16 C 0.01535(17) -0.1059(6) -0.05960(15) 0.0269(6) Uani 1 1 d . . . . .
H16 H 0.024333 -0.186515 -0.102533 0.032 Uiso 1 1 calc R . . . .
C4 C 0.36372(18) 1.4734(6) 0.51056(17) 0.0314(7) Uani 1 1 d . . . . .
H4A H 0.385160 1.646397 0.492877 0.038 Uiso 1 1 calc R . . . .
H4B H 0.321112 1.530812 0.535285 0.038 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
C10 S1 C7 92.68(14) . . ?
C14 O1 C11 107.1(2) . . ?
C16 N1 C15 116.8(2) . . ?
C13 C12 H12 126.5 . . ?
C11 C12 H12 126.5 . . ?
C11 C12 C13 107.1(3) . . ?
C8 C9 H9 123.5 . . ?
C10 C9 H9 123.5 . . ?
C10 C9 C8 113.1(2) . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
C7 C6 C5 112.7(2) . . ?
C5 C6 H6A 109.1 . . ?
C5 C6 H6B 109.1 . . ?
C9 C8 H8 123.0 . . ?
C7 C8 C9 113.9(3) . . ?
C7 C8 H8 123.0 . . ?
H3A C3 H3B 107.7 . . ?
C2 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C2 C3 C4 113.9(3) . . ?
C4 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
C6 C7 S1 120.6(2) . . ?
C8 C7 S1 109.7(2) . . ?
C8 C7 C6 129.6(3) . . ?
C6 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C4 C5 C6 113.9(2) . . ?
C4 C5 H5A 108.8 . . ?
C4 C5 H5B 108.8 . . ?
C12 C13 H13 126.5 . . ?
C14 C13 C12 107.1(3) . . ?
C14 C13 H13 126.5 . . ?
C3 C2 H2A 109.0 . . ?
C3 C2 H2B 109.0 . . ?
C3 C2 C1 113.1(3) . . ?
H2A C2 H2B 107.8 . . ?
C1 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C15 C14 116.3(2) . . ?
N1 C15 C16 120.9(3) . 3 ?
C16 C15 C14 122.8(3) 3 . ?
O1 C14 C15 118.1(2) . . ?
C13 C14 O1 109.8(2) . . ?
C13 C14 C15 132.1(3) . . ?
C9 C10 S1 110.6(2) . . ?
C9 C10 C11 130.1(3) . . ?
C11 C10 S1 119.3(2) . . ?
O1 C11 C10 117.8(2) . . ?
C12 C11 O1 109.0(2) . . ?
C12 C11 C10 133.2(3) . . ?
N1 C16 C15 122.3(3) . 3 ?
N1 C16 H16 118.8 . . ?
C15 C16 H16 118.8 3 . ?
C3 C4 C5 112.8(2) . . ?
C3 C4 H4A 109.0 . . ?
C3 C4 H4B 109.0 . . ?
C5 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
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
S1 C7 1.744(3) . ?
S1 C10 1.726(3) . ?
O1 C14 1.370(3) . ?
O1 C11 1.374(3) . ?
N1 C15 1.342(4) . ?
N1 C16 1.326(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.406(4) . ?
C12 C11 1.369(4) . ?
C9 H9 0.9500 . ?
C9 C8 1.416(4) . ?
C9 C10 1.374(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.475(4) . ?
C6 C5 1.534(4) . ?
C8 H8 0.9500 . ?
C8 C7 1.369(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.518(5) . ?
C3 C4 1.519(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C4 1.519(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.357(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.522(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C15 C14 1.453(4) . ?
C15 C16 1.395(4) 3 ?
C10 C11 1.425(4) . ?
C16 H16 0.9500 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
