Light-Responsive Oligothiophenes Incorporating Phothocromic Torsional Switches
Augustina Jozeliūnaitė; Aiman Rahmanudin; Emilie Baudat; Saulius Gražulis; Kevin Sivula; Daniele Fazzi; Edvinas Orentas; Giuseppe Sforazzini; Chemistry – A European Journal  (2022) –; doi:10.1002/chem.202202698

data_3000408
_publ_section_title
;
 Light-Responsive Oligothiophenes Incorporating Phothocromic Torsional
 Switches
;
_journal_name_full               'Chemistry -- A European Journal'
_journal_paper_doi               10.1002/chem.202202698
_journal_year                    2022
_chemical_formula_moiety         'C47 H44 N2 O3 S4'
_chemical_formula_sum            'C47 H44 N2 O3 S4'
_chemical_formula_weight         813.08
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-08-10
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                94.468(4)
_cell_angle_beta                 93.849(4)
_cell_angle_gamma                109.226(4)
_cell_formula_units_Z            4
_cell_length_a                   11.4921(8)
_cell_length_b                   16.4689(12)
_cell_length_c                   24.1238(17)
_cell_measurement_reflns_used    63680
_cell_measurement_temperature    100
_cell_measurement_theta_max      68.253
_cell_measurement_theta_min      1.846
_cell_volume                     4277.1(5)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type
'Rigaku MicroMax-007HF, Pilatus 3R 200K-A, AFC Kappa goniometer'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            63680
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.253
_diffrn_reflns_theta_min         1.846
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_voltage           40.0
_exptl_absorpt_coefficient_mu    2.375
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_description       prism
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.438
_refine_diff_density_min         -0.921
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       0.0043(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1163
_refine_ls_number_reflns         15368
_refine_ls_number_restraints     109
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0733
_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/[\s^2^(Fo^2^)+(0.1539P)^2^+2.8432P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2283
_refine_ls_wR_factor_ref         0.2313
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                14082
_reflns_number_total             15368
_reflns_threshold_expression     'I > 2\s(I)'
_journal_article_reference       e202202698
_cod_data_source_file            PTS_T4_trans_IV-v0.3.0.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Releasing structure 3000408 into public domain as published material.'
_cod_database_code               3000408
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.648
_shelx_estimated_absorpt_t_min   0.648
_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. Restrained distances
 O00G-C024 \\sim O00G-C2
 with sigma of 0.02
 C00S-C011 \\sim C00S-C0
 with sigma of 0.02
 C011-C01J \\sim C0-C0AA
 with sigma of 0.02
 C011-C01P \\sim C0-C1AA
 with sigma of 0.02
 C01J-C026 \\sim C0AA-C3
 with sigma of 0.02
 C01J-C02O \\sim C0AA-C5AA
 with sigma of 0.02
 C01P-C029 \\sim C1AA-C5
 with sigma of 0.02
 C01P-C02N \\sim C1AA-C4AA
 with sigma of 0.02
 N01S-C02H \\sim N01T-C3AA
 with sigma of 0.02
 N01S-N02K \\sim N01T-N02L
 with sigma of 0.02
 C020-C024 \\sim C1-C2
 with sigma of 0.02
 C020-C027 \\sim C1-C4
 with sigma of 0.02
 C024-C02X \\sim C2-C6AA
 with sigma of 0.02
 C027-C02H \\sim C4-C3AA
 with sigma of 0.02
 C029-C02G \\sim C5-C2AA
 with sigma of 0.02
 C02G-N02K \\sim C2AA-N02L
 with sigma of 0.02
 C02G-C02O \\sim C2AA-C5AA
 with sigma of 0.02
 C02H-C02Y \\sim C3AA-C7AA
 with sigma of 0.02
 C02X-C02Y \\sim C6AA-C7AA
 with sigma of 0.02
 O00G-C020 \\sim O00G-C1
 with sigma of 0.04
 O00G-C02X \\sim O00G-C6AA
 with sigma of 0.04
 C00S-C01J \\sim C00S-C0AA
 with sigma of 0.04
 C00S-C01P \\sim C00S-C1AA
 with sigma of 0.04
 C011-C026 \\sim C0-C3
 with sigma of 0.04
 C011-C029 \\sim C0-C5
 with sigma of 0.04
 C011-C02N \\sim C0-C4AA
 with sigma of 0.04
 C011-C02O \\sim C0-C5AA
 with sigma of 0.04
 C01J-C01P \\sim C0AA-C1AA
 with sigma of 0.04
 C01J-C02G \\sim C0AA-C2AA
 with sigma of 0.04
 C01P-C02G \\sim C1AA-C2AA
 with sigma of 0.04
 N01S-C027 \\sim N01T-C4
 with sigma of 0.04
 N01S-C02G \\sim N01T-C2AA
 with sigma of 0.04
 N01S-C02Y \\sim N01T-C7AA
 with sigma of 0.04
 C020-C02H \\sim C1-C3AA
 with sigma of 0.04
 C020-C02X \\sim C1-C6AA
 with sigma of 0.04
 C024-C027 \\sim C2-C4
 with sigma of 0.04
 C024-C02Y \\sim C2-C7AA
 with sigma of 0.04
 C026-C02O \\sim C3-C5AA
 with sigma of 0.04
 C027-C02Y \\sim C4-C7AA
 with sigma of 0.04
 C029-N02K \\sim C5-N02L
 with sigma of 0.04
 C029-C02N \\sim C5-C4AA
 with sigma of 0.04
 C029-C02O \\sim C5-C5AA
 with sigma of 0.04
 C02H-N02K \\sim C3AA-N02L
 with sigma of 0.04
 C02H-C02X \\sim C3AA-C6AA
 with sigma of 0.04
 N02K-C02O \\sim N02L-C5AA
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C00A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C00E) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 S007, C00E, H00E, C010, C01W, H01W, C028, H028
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 S008, C00A, C014, C02J, H8, C02M, H00A, H10
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(C0)=Sof(C0AA)=Sof(C1AA)=Sof(N01T)=Sof(C1)=Sof(H1)=Sof(C2)=Sof(C3)=
 Sof(H3A)=Sof(H3B)=Sof(H3C)=Sof(C4)=Sof(H4)=Sof(C5)=Sof(H5)=Sof(C2AA)=Sof(C3AA)=
 Sof(N02L)=Sof(C4AA)=Sof(H4AA)=Sof(H4AB)=Sof(H4AC)=Sof(C5AA)=Sof(H5AA)=
 Sof(C6AA)=Sof(H6AA)=Sof(C7AA)=Sof(H7AA)=1-FVAR(1)
 Sof(C011)=Sof(C01J)=Sof(C01P)=Sof(N01S)=Sof(C020)=Sof(H020)=Sof(C024)=
 Sof(C026)=Sof(H02C)=Sof(H02D)=Sof(H02E)=Sof(C027)=Sof(H027)=Sof(C029)=
 Sof(H029)=Sof(C02G)=Sof(C02H)=Sof(N02K)=Sof(C02N)=Sof(H02J)=Sof(H02K)=
 Sof(H02L)=Sof(C02O)=Sof(H02O)=Sof(C02X)=Sof(H02X)=Sof(C02Y)=Sof(H02Y)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C01R(H01A,H01B), C01U(H01M,H01O), C01V(H01C,H01D), C021(H02A,H02B), C02A(H02F,
 H02G), C02B(H02,H), C02C(H2,HA), C02F(H7,HD), C02I(H02H,H02I), C02Q(H02M,H02N),
  C02T(H12,HE), C02V(H02T,H02V), C02Z(H02W,H02Z), C031(H03A,H03B), C032(H03C,
 H03D), C034(H03H,H03I)
6.b Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00E(H00E), C00L(H00L), C00N(H00N), C00R(H00R), C00Z(H00Z),
 C015(H015), C01B(H01E), C01F(H01F), C01H(H01H), C01I(H01I), C01L(H01L),
 C01N(H01N), C01Q(H01Q), C01T(H01T), C01W(H01W), C01X(H01X), C01Y(H01Y),
 C01Z(H01Z), C020(H020), C022(H022), C023(H023), C025(H025), C027(H027),
 C028(H028), C029(H029), C02E(H6), C02J(H8), C02L(H9), C02M(H10), C02O(H02O),
 C02P(H11), C02R(H02R), C02U(H02U), C02W(H13), C02X(H02X), C02Y(H02Y),
 C030(H030), C1(H1), C4(H4), C5(H5), C5AA(H5AA), C6AA(H6AA), C7AA(H7AA)
6.c Idealised Me refined as rotating group:
 C01K(H01G,H01J,H01K), C026(H02C,H02D,H02E), C02D(H3,HB,HC), C02N(H02J,H02K,
 H02L), C02S(H02P,H02Q,H02S), C033(H03E,H03F,H03G), C3(H3A,H3B,H3C), C4AA(H4AA,
 H4AB,H4AC)
;
_shelx_res_checksum              48701
_shelx_hkl_checksum              9182
_olex2_submission_original_sample_id PTS_T4_trans_IV
_olex2_submission_special_instructions 'No special instructions were received'