Synthesis and electropolymerization of N-heterocyclic carbene complexes of Pd(ii) and Pt(ii) from an emissive imidazolium salt with a terthiophene backbone.
Wang, Weiran; Guo, Hongyu; Jones, Richard A.; Dalton transactions (Cambridge, England : 2003) 48 (2019) 14440–14449; doi:10.1039/c9dt03363g

data_7701074
_publ_section_title
;
 Synthesis and electropolymerization of N-heterocyclic carbene complexes
 of Pd(ii) and Pt(ii) from an emissive imidazolium salt with a
 terthiophene backbone.
;
_journal_issue                   38
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14440
_journal_page_last               14449
_journal_paper_doi               10.1039/c9dt03363g
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C20 H17 I2 N3 Pt S3'
_chemical_formula_sum            'C20 H17 I2 N3 Pt S3'
_chemical_formula_weight         844.43
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-02-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-08-14 deposited with the CCDC.    2019-09-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.221(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.932(3)
_cell_length_b                   11.3524(13)
_cell_length_c                   19.528(2)
_cell_measurement_reflns_used    9850
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.60
_cell_measurement_theta_min      2.21
_cell_volume                     4799.3(10)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Nonius Kappa CCD diffractometer using a Bruker AXS Apex II detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            69261
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         0.941
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    8.694
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.562
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1741 before and 0.0743 after correction.
The Ratio of minimum to maximum transmission is 0.5542.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.337
_exptl_crystal_description       prism
_exptl_crystal_F_000             3120
_exptl_crystal_preparation
'Vapor diffusion of diethyl ether in a methylene chloride solution.'
_exptl_crystal_size_max          0.237
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.173
_refine_diff_density_max         1.738
_refine_diff_density_min         -1.258
_refine_diff_density_rms         0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     580
_refine_ls_number_reflns         11000
_refine_ls_number_restraints     407
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0270
_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/[\s^2^(Fo^2^)+(0.0167P)^2^+20.0556P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0590
_refine_ls_wR_factor_ref         0.0612
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9578
_reflns_number_total             11000
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt03363g2.cif
_cod_data_source_block           Pt(TThIMe)(pyridine)I2
_cod_depositor_comments
'Adding full bibliography for 7701073--7701076.cif.'
_cod_original_cell_volume        4799.2(10)
_cod_database_code               7701074
_shelx_shelxl_version_number     2018/1
_shelx_estimated_absorpt_t_max   0.315
_shelx_estimated_absorpt_t_min   0.232
_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
2. Restrained distances
 C3-C4 \\sim C3A-C4
 with sigma of 0.02
 S1-C4 \\sim S1A-C4
 with sigma of 0.02
 S3-C9 \\sim S3A-C9
 with sigma of 0.02
 S3-C12 \\sim S3A-C12A
 with sigma of 0.02
 C10-C11 \\sim C10A-C11A
 with sigma of 0.02
 C10-C9 \\sim C10A-C9
 with sigma of 0.02
 C11-C12 \\sim C11A-C12A
 with sigma of 0.02
 S3-C11 \\sim S3A-C11A
 with sigma of 0.04
 C10-C12 \\sim C10A-C12A
 with sigma of 0.04
 C11-C9 \\sim C11A-C9
 with sigma of 0.04
 C9-C12 \\sim C9-C12A
 with sigma of 0.04
 C2-C1 \\sim C2A-C1A
 with sigma of 0.02
 C4-C2 \\sim C4-C2A
 with sigma of 0.04
 C4-C1 \\sim C4-C1A
 with sigma of 0.04
 C3-C2 \\sim C3A-C2A
 with sigma of 0.02
 C3-C1 \\sim C3A-C1A
 with sigma of 0.04
 S1-C1 \\sim S1A-C1A
 with sigma of 0.02
 S1-C2 \\sim S1A-C2A
 with sigma of 0.04
 S4-C24 \\sim S4A-C24
 with sigma of 0.02
 S4-C21 \\sim S4A-C21A
 with sigma of 0.02
 C23-C24 \\sim C23A-C24
 with sigma of 0.02
 C23-C22 \\sim C23A-C22A
 with sigma of 0.02
 C21-C22 \\sim C21A-C22A
 with sigma of 0.02
 S4-C22 \\sim S4A-C22A
 with sigma of 0.04
 C23-C21 \\sim C23A-C21A
 with sigma of 0.04
 C24-C21 \\sim C24-C21A
 with sigma of 0.04
 C24-C22 \\sim C24-C22A
 with sigma of 0.04
 Pt2-I3 \\sim Pt2-I3A
 with sigma of 0.02
 Pt2-I4 \\sim Pt2-I4A
 with sigma of 0.02
 Pt1-I2 \\sim Pt1-I2A
 with sigma of 0.02
 Pt1-I1 \\sim Pt1-I1A
 with sigma of 0.02
3. Restrained planarity
 C9, C10, C11, C12, S3
 with sigma of 0.1
 C9, C10A, C11A, C12A, S3A
 with sigma of 0.1
 C24, C23, C22, C21, S4
 with sigma of 0.1
 C4, C3A, C2A, C1A, S1A
 with sigma of 0.1
 C4, C3, C2, C1, S1
 with sigma of 0.1
 C24, C23A, C22A, C21A, S4A
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C9 \\sim C10 \\sim C11 \\sim C12 \\sim S3: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
C9 \\sim C10A \\sim C11A \\sim C12A \\sim S3A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
C24 \\sim C23 \\sim C22 \\sim C21 \\sim S4: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
C4 \\sim C3 \\sim C2 \\sim C1 \\sim S1: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
C4 \\sim C3A \\sim C2A \\sim C1A \\sim S1A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
C24 \\sim C23A \\sim C22A \\sim C21A \\sim S4A: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02
I3A \\sim Pt2: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
I4A \\sim Pt2: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
I3 \\sim Pt2: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
I4 \\sim Pt2: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
I1A \\sim Pt1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
I2A \\sim Pt1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
I1 \\sim Pt1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
I2 \\sim Pt1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(S1A) = Uanis(S1)
Uanis(C3A) = Uanis(C3)
Uanis(S3A) = Uanis(S3)
Uanis(C10) = Uanis(C10A)
Uanis(C12A) = Uanis(C12)
Uanis(C11) = Uanis(C11A)
Uanis(C2A) = Uanis(C2)
Uanis(C1A) = Uanis(C1)
Uanis(S4A) = Uanis(S4)
Uanis(C23) = Uanis(C23A)
Uanis(C22) = Uanis(C22A)
Uanis(C21A) = Uanis(C21)
Uanis(I3) = Uanis(I3A)
Uanis(I4A) = Uanis(I4)
Uanis(I1A) = Uanis(I1)
Uanis(I2) = Uanis(I2A)
5. Rigid body (RIGU) restrains
 C4, C3, C2, C1, S1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C9, S3, C12, C11, C10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C3A, C4, S1A, C1A, C2A, S3A, C9, C10A, C11A, C12A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C24, C23, C22, C21, S4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C24, S4A, C21A, C22A, C23A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Pt2, I3, I4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Pt2, I3A, I4A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 I1A, Pt1, I2A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 I1, Pt1, I2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(S1A)=Sof(C3A)=Sof(H3A)=Sof(C2A)=Sof(H2A)=Sof(C1A)=Sof(H1A)=1-FVAR(1)
 Sof(S1)=Sof(C3)=Sof(H3)=Sof(C2)=Sof(H2)=Sof(C1)=Sof(H1)=FVAR(1)
 Sof(S3A)=Sof(C10A)=Sof(H10A)=Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(H12A)=1-FVAR(2)
 Sof(S3)=Sof(C10)=Sof(H10)=Sof(C11)=Sof(H11)=Sof(C12)=Sof(H12)=FVAR(2)
 Sof(C23A)=Sof(H23A)=Sof(C22A)=Sof(H22A)=Sof(C21A)=Sof(H21A)=Sof(S4A)=1-FVAR(3)
 Sof(S4)=Sof(C23)=Sof(H23)=Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=FVAR(3)
 Sof(I4A)=Sof(I3A)=1-FVAR(4)
 Sof(I3)=Sof(I4)=FVAR(4)
 Sof(I1A)=Sof(I2A)=1-FVAR(5)
 Sof(I2)=Sof(I1)=FVAR(5)
7.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C23(H23), C10(H10), C36(H36), C20(H20), C40(H40), C16(H16), C30(H30),
 C11(H11), C31(H31), C39(H39), C12(H12), C19(H19), C32(H32), C37(H37), C2(H2),
 C17(H17), C1(H1), C21(H21), C38(H38), C18(H18), C22(H22), C3A(H3A), C2A(H2A),
 C1A(H1A), C10A(H10A), C11A(H11A), C12A(H12A), C23A(H23A), C22A(H22A),
 C21A(H21A)
7.b Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C35(H35A,H35B,
 H35C)
;
_shelx_res_checksum              54015
_olex2_submission_special_instructions 'No special instructions were received'