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_7701076
_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 Pd S3'
_chemical_formula_sum            'C20 H17 I2 N3 Pd S3'
_chemical_formula_weight         755.75
_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'
_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             2018-12-13
_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                 98.853(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   22.1504(19)
_cell_length_b                   11.3508(9)
_cell_length_c                   19.5686(17)
_cell_measurement_reflns_used    51480
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      54.89
_cell_measurement_theta_min      4.16
_cell_volume                     4861.4(7)
_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      100.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku AFC-12 with Saturn 724 CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_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            89157
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.453
_diffrn_reflns_theta_min         2.081
_exptl_absorpt_coefficient_mu    3.574
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6303
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;

Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan.

;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.065
_exptl_crystal_description       prism
_exptl_crystal_F_000             2864
_exptl_crystal_preparation
'Recrystallization from dichloromethane and diethyl ether'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.626
_refine_diff_density_min         -1.068
_refine_diff_density_rms         0.144
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     628
_refine_ls_number_reflns         11098
_refine_ls_number_restraints     223
_refine_ls_restrained_S_all      1.158
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0375
_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/[\s^2^(Fo^2^)+(0.0234P)^2^+30.3023P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0876
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10303
_reflns_number_total             11098
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt03363g2.cif
_cod_data_source_block           Pd(TThIMe)(pyridine)I2
_cod_depositor_comments
'Adding full bibliography for 7701073--7701076.cif.'
_cod_database_code               7701076
_shelx_shelxl_version_number     2018/1
_shelx_estimated_absorpt_t_max   0.739
_shelx_estimated_absorpt_t_min   0.494
_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
 Pd1-I1 \\sim Pd1-I1A
 with sigma of 0.02
 Pd1-I2 \\sim Pd1-I2A
 with sigma of 0.02
 Pd2-I3 \\sim Pd2-I3A
 with sigma of 0.02
 Pd2-I4 \\sim Pd2-I4A
 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
 C24-S1 \\sim C24-S1A
 with sigma of 0.02
 C22-C21 \\sim C22A-C21A
 with sigma of 0.02
 C21-S1 \\sim C21A-S1A
 with sigma of 0.02
 C23-C21 \\sim C23A-C21A
 with sigma of 0.04
 C24-C22 \\sim C24-C22A
 with sigma of 0.04
 C24-C21 \\sim C24-C21A
 with sigma of 0.04
 C22-S1 \\sim C22A-S1A
 with sigma of 0.04
 S3-C29 \\sim S3A-C29
 with sigma of 0.02
 S3-C32 \\sim S3A-C32A
 with sigma of 0.02
 C30-C29 \\sim C30A-C29
 with sigma of 0.02
 C30-C31 \\sim C30A-C31A
 with sigma of 0.02
 C31-C32 \\sim C31A-C32A
 with sigma of 0.02
 S3-C31 \\sim S3A-C31A
 with sigma of 0.04
 C30-C32 \\sim C30A-C32A
 with sigma of 0.04
 C29-C31 \\sim C29-C31A
 with sigma of 0.04
 C29-C32 \\sim C29-C32A
 with sigma of 0.04
 S6-C4 \\sim S6A-C4
 with sigma of 0.02
 S6-C1 \\sim S6A-C1A
 with sigma of 0.02
 C3-C4 \\sim C3A-C4
 with sigma of 0.02
 C3-C2 \\sim C3A-C2A
 with sigma of 0.02
 C1-C2 \\sim C1A-C2A
 with sigma of 0.02
 S6-C2 \\sim S6A-C2A
 with sigma of 0.04
 C3-C1 \\sim C3A-C1A
 with sigma of 0.04
 C4-C1 \\sim C4-C1A
 with sigma of 0.04
 C4-C2 \\sim C4-C2A
 with sigma of 0.04
3. Restrained planarity
 S6, C1, C2, C3, C4
 with sigma of 0.01
 S1, C21, C22, C23, C24
 with sigma of 0.01
 S1A, C21A, C22A, C23A, C24
 with sigma of 0.01
 S3, C29, C30, C31, C32
 with sigma of 0.01
 S3A, C29, C30A, C31A, C32A
 with sigma of 0.01
 S6A, C4, C3A, C2A, C1A
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Pd1 \\sim I1 \\sim Pd1 \\sim I2: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
Pd1 \\sim I1A \\sim Pd1 \\sim I2A: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
Pd2 \\sim I3 \\sim Pd2 \\sim I4: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
Pd2 \\sim I3A \\sim Pd2 \\sim I4A: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C1 \\sim C2 \\sim C3 \\sim C4 \\sim S6: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
C21 \\sim C22 \\sim C23 \\sim C24 \\sim S1: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
C21A \\sim C22A \\sim C23A \\sim C24 \\sim S1A: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02
S3 \\sim C29 \\sim C30 \\sim C31 \\sim C32: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
S3A \\sim C29 \\sim C30A \\sim C31A \\sim C32A: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02
C1A \\sim C2A \\sim C3A \\sim C4 \\sim S6A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(I2A) = Uanis(I2)
Uanis(I1A) = Uanis(I1)
Uanis(I3A) = Uanis(I3)
Uanis(I4) = Uanis(I4A)
Uanis(C3A) = Uanis(C3)
Uanis(C2A) = Uanis(C2)
Uanis(S6A) = Uanis(S6)
Uanis(C1A) = Uanis(C1)
5. Others
 Sof(C3A)=Sof(H3A)=Sof(C2A)=Sof(H2A)=Sof(C1A)=Sof(H1A)=Sof(S6A)=1-FVAR(1)
 Sof(C3)=Sof(H3)=Sof(C2)=Sof(H2)=Sof(C1)=Sof(H1)=Sof(S6)=FVAR(1)
 Sof(C23A)=Sof(H23A)=Sof(C22A)=Sof(H22A)=Sof(C21A)=Sof(H21A)=Sof(S1A)=1-FVAR(2)
 Sof(C23)=Sof(H23)=Sof(C22)=Sof(H22)=Sof(C21)=Sof(H21)=Sof(S1)=FVAR(2)
 Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=Sof(C32A)=Sof(H32A)=Sof(S3A)=1-FVAR(3)
 Sof(C30)=Sof(H30)=Sof(C31)=Sof(H31)=Sof(C32)=Sof(H32)=Sof(S3)=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)
6.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C1(H1), C3A(H3A), C2A(H2A), C1A(H1A), C23(H23), C22(H22),
 C21(H21), C23A(H23A), C22A(H22A), C21A(H21A), C30(H30), C31(H31), C32(H32),
 C30A(H30A), C31A(H31A), C32A(H32A), C10(H10), C20(H20), C17(H17), C39(H39),
 C18(H18), C40(H40), C19(H19), C37(H37), C16(H16), C11(H11), C38(H38), C36(H36),
  C12(H12)
6.b Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C33(H33A,H33B,
 H33C)
;
_shelx_res_checksum              65466
_olex2_date_sample_data_collection 2018-10-06
_olex2_submission_special_instructions 'No special instructions were received'