Alternative Routes to Tricyclic Cyclohexenes with Trinuclear Palladium Complexes
Lanzi, Matteo; Cañeque, Tatiana; Marchiò, Luciano; Maggi, Raimondo; Bigi, Franca; Malacria, Max; Maestri, Giovanni; ACS Catalysis 8 (2017) 144–; doi:10.1021/acscatal.7b03366

data_4514299
_publ_section_title
;
 Alternative Routes to Tricyclic Cyclohexenes with Trinuclear Palladium
 Complexes
;
_journal_issue                   1
_journal_name_full               'ACS Catalysis'
_journal_page_first              144
_journal_paper_doi               10.1021/acscatal.7b03366
_journal_volume                  8
_journal_year                    2017
_chemical_formula_moiety         'C18 H18 O2 S2'
_chemical_formula_sum            'C18 H18 O2 S2'
_chemical_formula_weight         330.44
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-03-27
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_cell_angle_alpha                90
_cell_angle_beta                 91.375(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.468(3)
_cell_length_b                   5.7696(8)
_cell_length_c                   29.486(4)
_cell_measurement_reflns_used    4799
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.479
_cell_measurement_theta_min      2.575
_cell_volume                     3140.9(8)
_computing_cell_refinement       'SAINT V8.18C (?, 2016)'
_computing_data_collection       Smart
_computing_data_reduction        'SAINT V8.18C (?, 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      296.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker smart Breeze CCD'
_diffrn_measurement_method       'theta & omega scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            18328
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.478
_diffrn_reflns_theta_min         1.382
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.343
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6391
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1310 before and 0.0530 after correction.
The Ratio of minimum to maximum transmission is 0.8574.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0016(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3242
_refine_ls_number_restraints     270
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0374
_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^)+(0.0410P)^2^+2.1046P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0999
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2606
_reflns_number_total             3242
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs7b03366_si_002.cif
_cod_data_source_block           lm112
_cod_depositor_comments
'Adding full bibliography for 4514299--4514300.cif.'
_cod_original_cell_volume        3141.0(8)
_cod_database_code               4514299
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 S1-C11 = S1-C12 = S1A-C11A = S1A-C12A
 1.71 with sigma of 0.02
 C14-C13 = C14A-C13A
 1.48 with sigma of 0.02
 C14-C11 = C14A-C11A = C13A-C12A = C13-C12
 1.34 with sigma of 0.02
 C6-C11 = C6-C11A
 1.5 with sigma of 0.02
 C17-C16 = C17A-C16A
 1.48 with sigma of 0.02
 C5-C15A = C5-C15
 1.5 with sigma of 0.02
 S2-C15 = S2-C18 = S2A-C15A = S2A-C18A
 1.71 with sigma of 0.02
 C16A-C15A = C18A-C17A = C16-C15 = C18-C17
 1.34 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
S1 \\sim C11 \\sim C14 \\sim C13 \\sim C12 \\sim S1A \\sim C11A \\sim C12A
\\sim C13A \\sim C14A: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C15 \\sim S2 \\sim C16 \\sim C17 \\sim C18 \\sim C15A \\sim C16A \\sim C17A
\\sim C18A \\sim S2A: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
Uanis(C17) = Uanis(C18A)
Uanis(C17A) = Uanis(C18)
Uanis(C13A) = Uanis(C12)
Uanis(C12A) = Uanis(C13)
Uanis(C15A) = Uanis(C15) = Uanis(C11A) = Uanis(C11)
4. Others
 Sof(S1A)=Sof(C11A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=Sof(H13A)=Sof(C14A)=
 Sof(H14A)=1-FVAR(1)
 Sof(S1)=Sof(C11)=Sof(C14)=Sof(H14)=Sof(C13)=Sof(H13)=Sof(C12)=Sof(H12)=FVAR(1)
 Sof(C15A)=Sof(C16A)=Sof(H16A)=Sof(C17A)=Sof(H17A)=Sof(C18A)=Sof(H18A)=
 Sof(S2A)=1-FVAR(2)
 Sof(C15)=Sof(S2)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(H18)=FVAR(2)
 Fixed X: C15A(0.45197)
 Fixed Y: C15A(0.231668)
 Fixed Z: C15A(0.41768)
5.a Ternary CH refined with riding coordinates:
 C1(H1), C6(H6), C5(H5), C2(H2)
5.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C10(H10A,H10B), C9(H9A,H9B), C8(H8A,H8B)
5.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C18(H18), C14(H14), C13(H13), C12(H12), C12A(H12A),
 C13A(H13A), C14A(H14A), C16A(H16A), C17A(H17A), C18A(H18A)
;
_olex2_submission_special_instructions 'No special instructions were received'