C(alkenyl)-H Activation via Six-Membered Palladacycles: Catalytic 1,3-Diene Synthesis.
Liu, Mingyu; Yang, Pusu; Karunananda, Malkanthi K.; Wang, Yanyan; Liu, Peng; Engle, Keary M.; Journal of the American Chemical Society 140 (2018) 5805–5813; doi:10.1021/jacs.8b02124

data_4132171
_publ_section_title
;
 C(alkenyl)-H Activation via Six-Membered Palladacycles: Catalytic
 1,3-Diene Synthesis.
;
_journal_issue                   17
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5805
_journal_page_last               5813
_journal_paper_doi               10.1021/jacs.8b02124
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C25 H26 N2 O3 S'
_chemical_formula_sum            'C25 H26 N2 O3 S'
_chemical_formula_weight         434.54
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2017-09-13
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90
_cell_angle_beta                 93.228(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   8.9529(11)
_cell_length_b                   24.098(3)
_cell_length_c                   20.991(2)
_cell_measurement_reflns_used    4653
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      24.664
_cell_measurement_theta_min      2.430
_cell_volume                     4521.6(9)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2016)'
_computing_data_collection       'APEX3 v2016.1-0 (Bruker, 2016)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 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 8.258
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Ultra'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0657
_diffrn_reflns_av_unetI/netI     0.0737
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            31471
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.408
_diffrn_reflns_theta_min         1.690
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_type              'Bruker TXS'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  0.2590
_exptl_absorpt_correction_T_min  0.2317
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1416 before and 0.0471 after correction. The Ratio of minimum to maximum transmission is 0.8946. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            Colorless
_exptl_crystal_colour_primary    Colorless
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_description       Rod
_exptl_crystal_F_000             1840
_exptl_crystal_size_max          0.217
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.054
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     566
_refine_ls_number_reflns         8315
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0496
_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^)+(0.0423P)^2^+1.6700P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1195
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5157
_reflns_number_total             8315
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b02124_si_002.cif
_cod_data_source_block           Engle51
_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/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/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 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        4521.5(9)
_cod_database_code               4132171
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.991
_shelx_estimated_absorpt_t_min   0.964
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S1'-C4' = S1B-C4'
 1.7 with sigma of 0.02
 C3B-C4' = C4'-C3'
 1.35 with sigma of 0.02
 C3B-C1'
 1.4 with sigma of 0.02
 S1B-C2'
 1.7 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C3B) = Uanis(S1')
Uanis(S1B) = Uanis(C3')
Uanis(S1B) = Uanis(C3') = Uanis(C3B) = Uanis(S1')
4. Others
 Sof(S1B)=Sof(H1'B)=Sof(H2'A)=Sof(C3B)=Sof(H3B)=1-FVAR(1)
 Sof(S1')=Sof(H1'A)=Sof(H2')=Sof(C3')=Sof(H3')=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C10(H10C,H10D), C11(H11C,H11D), C10'(H10A,H10B), C11'(H11A,H11B)
5.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C3(H3), C5(H5), C7(H7), C8(H8), C18(H18), C19(H19),
 C20(H20), C23(H23), C24(H24), C25(H25), N1'(H1'), C1'(H1'A), C1'(H1'B),
 C2'(H2'), C2'(H2'A), C3'(H3'), C3B(H3B), C5'(H5'), C7'(H7'), C8'(H8'),
 C18'(H18'), C19'(H19'), C20'(H20'), C23'(H23'), C24'(H24'), C25'(H25')
5.c Idealised Me refined as rotating group:
 C14(H14D,H14E,H14F), C15(H15D,H15E,H15F), C16(H16D,H16E,H16F), C14'(H14A,H14B,
 H14C), C15'(H15A,H15B,H15C), C16'(H16A,H16B,H16C)
;
_shelx_res_checksum              51115
_shelx_hkl_checksum              56973
_olex2_submission_special_instructions 'No special instructions were received'