Comparative Structural Analysis of Biarylphosphine Ligands in Arylpalladium Bromide and Malonate Complexes
Goutierre, Anne-Sophie; Trinh, Huu Vinh; Larini, Paolo; Jazzar, Rodolphe; Baudoin, Olivier; Organometallics 36 (2017) 129–; doi:10.1021/acs.organomet.6b00535

data_4086995
_publ_section_title
;
 Comparative Structural Analysis of Biarylphosphine Ligands in
 Arylpalladium Bromide and Malonate Complexes
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              129
_journal_paper_doi               10.1021/acs.organomet.6b00535
_journal_volume                  36
_journal_year                    2017
_chemical_formula_moiety         'C39 H46 F6 N O4 P Pd, C6 H6'
_chemical_formula_sum            'C45 H52 F6 N O4 P Pd'
_chemical_formula_weight         922.27
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_cell_angle_alpha                91.076(5)
_cell_angle_beta                 98.051(6)
_cell_angle_gamma                101.012(6)
_cell_formula_units_Z            2
_cell_length_a                   10.7800(8)
_cell_length_b                   13.6203(9)
_cell_length_c                   14.8970(10)
_cell_measurement_reflns_used    11630
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.6566
_cell_measurement_theta_min      3.3727
_cell_volume                     2123.5(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.4685
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.869
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.077
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            32910
_diffrn_reflns_theta_full        26.526
_diffrn_reflns_theta_max         29.721
_diffrn_reflns_theta_min         3.379
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.544
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_correction_T_min  0.904
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.253
_exptl_crystal_size_mid          0.213
_exptl_crystal_size_min          0.089
_refine_diff_density_max         1.69
_refine_diff_density_min         -2.37
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9578
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     631
_refine_ls_number_reflns         10467
_refine_ls_number_restraints     168
_refine_ls_R_factor_all          0.0798
_refine_ls_R_factor_gt           0.0603
_refine_ls_shift/su_max          0.0003968
_refine_ls_shift/su_mean         0.0000102
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] 
 where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ 
 A~i~ are: 
 260. 387. 188. 41.6 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1608
_refine_ls_wR_factor_gt          0.1250
_refine_ls_wR_factor_ref         0.1608
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              18
_reflns_limit_k_min              -18
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                8532
_reflns_number_total             10467
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   1.76
_oxford_diffrn_Wilson_scale      1.85
_oxford_refine_ls_r_factor_ref   0.0798
_oxford_refine_ls_scale          1.157(4)
_oxford_reflns_number_all        10467
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_cod_data_source_file            om6b00535_si_002.cif
_cod_data_source_block           ComplexB1
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C45 H52 F6 N1 O4 P1 Pd1'
_cod_database_code               4086995
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) H   (  42,X'S) 
RIDE C   (   5,X'S) H   (  52,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  62,X'S) H   (  61,X'S) 
RIDE C   (   7,X'S) H   (  72,X'S) H   (  71,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) H   (  82,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  18,X'S) H   ( 182,X'S) H   ( 181,X'S) H   ( 183,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) H   ( 193,X'S) H   ( 192,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  25,X'S) H   ( 252,X'S) H   ( 251,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) H   ( 262,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) H   ( 272,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) H   ( 282,X'S) 
RIDE C   (  29,X'S) H   ( 292,X'S) H   ( 291,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) H   ( 333,X'S) H   ( 332,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) 
RIDE C   (  38,X'S) H   ( 381,X'S) H   ( 383,X'S) H   ( 382,X'S) 
RIDE C   (  40,X'S) H   ( 401,X'S) 
RIDE C   (  49,X'S) H   ( 491,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) 
RIDE C   (  59,X'S) H   ( 591,X'S) 
RIDE C   (  60,X'S) H   ( 601,X'S) 
RIDE C   (  61,X'S) H   ( 611,X'S) 
RIDE C   (  62,X'S) H   ( 621,X'S) 
RIDE C   (  63,X'S) H   ( 631,X'S) 
RIDE C   (  64,X'S) H   ( 641,X'S) 
RIDE C   (  65,X'S) H   ( 651,X'S) 
RIDE C   (  66,X'S) H   ( 661,X'S) 
RIDE C   (  67,X'S) H   ( 671,X'S) 
RIDE C   (  68,X'S) H   ( 681,X'S) 
RIDE C   (  69,X'S) H   ( 691,X'S) 
RIDE C   (  70,X'S) H   ( 701,X'S) 
END                                                                             
;
_iucr_refine_instruction_details_restraints
;
NO 
VIBRATION 0.0, 0.020000 = C(69) TO C(70) 
U(IJ)'S  0.0, 0.010000 = C(69) TO C(70) 
VIBRATION 0.0, 0.020000 = C(68) TO C(69) 
U(IJ)'S  0.0, 0.010000 = C(68) TO C(69) 
VIBRATION 0.0, 0.020000 = C(67) TO C(68) 
U(IJ)'S  0.0, 0.010000 = C(67) TO C(68) 
VIBRATION 0.0, 0.020000 = C(66) TO C(67) 
U(IJ)'S  0.0, 0.010000 = C(66) TO C(67) 
VIBRATION 0.0, 0.020000 = C(65) TO C(66) 
U(IJ)'S  0.0, 0.010000 = C(65) TO C(66) 
VIBRATION 0.0, 0.020000 = C(64) TO C(65) 
U(IJ)'S  0.0, 0.010000 = C(64) TO C(65) 
VIBRATION 0.0, 0.020000 = C(63) TO C(64) 
U(IJ)'S  0.0, 0.010000 = C(63) TO C(64) 
VIBRATION 0.0, 0.020000 = C(62) TO C(63) 
U(IJ)'S  0.0, 0.010000 = C(62) TO C(63) 
VIBRATION 0.0, 0.020000 = C(60) TO C(62) 
U(IJ)'S  0.0, 0.010000 = C(60) TO C(62) 
VIBRATION 0.0, 0.020000 = C(61) TO C(60) 
U(IJ)'S  0.0, 0.010000 = C(61) TO C(60) 
VIBRATION 0.0, 0.020000 = C(59) TO C(61) 
U(IJ)'S  0.0, 0.010000 = C(59) TO C(61) 
VIBRATION 0.0, 0.020000 = C(59) TO C(70) 
U(IJ)'S  0.0, 0.010000 = C(59) TO C(70) 
VIBRATION 0.0, 0.020000 = F(44) TO F(45) 
U(IJ)'S  0.0, 0.010000 = F(44) TO F(45) 
VIBRATION 0.0, 0.020000 = F(45) TO F(46) 
U(IJ)'S  0.0, 0.010000 = F(45) TO F(46) 
VIBRATION 0.0, 0.020000 = F(46) TO F(48) 
U(IJ)'S  0.0, 0.010000 = F(46) TO F(48) 
VIBRATION 0.0, 0.020000 = F(48) TO F(47) 
U(IJ)'S  0.0, 0.010000 = F(48) TO F(47) 
VIBRATION 0.0, 0.020000 = F(47) TO F(43) 
U(IJ)'S  0.0, 0.010000 = F(47) TO F(43) 
VIBRATION 0.0, 0.020000 = F(43) TO F(44) 
U(IJ)'S  0.0, 0.010000 = F(43) TO F(44) 
VIBRATION 0.0, 0.020000 = F(53) TO F(54) 
U(IJ)'S  0.0, 0.010000 = F(53) TO F(54) 
VIBRATION 0.0, 0.020000 = F(54) TO F(55) 
U(IJ)'S  0.0, 0.010000 = F(54) TO F(55) 
VIBRATION 0.0, 0.020000 = F(55) TO F(56) 
U(IJ)'S  0.0, 0.010000 = F(55) TO F(56) 
VIBRATION 0.0, 0.020000 = F(56) TO F(58) 
U(IJ)'S  0.0, 0.010000 = F(56) TO F(58) 
VIBRATION 0.0, 0.020000 = F(58) TO F(57) 
U(IJ)'S  0.0, 0.010000 = F(58) TO F(57) 
VIBRATION 0.0, 0.020000 = F(57) TO F(53) 
U(IJ)'S  0.0, 0.010000 = F(57) TO F(53) 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;