Camphor-based phosphine-carbonyl ligands for Ni catalyzed ethylene oligomerization
Behzadi, Shabnam; Chi, Mingjun; Pang, Wenmin; Liang, Tao; Tan, Chen; New Journal of Chemistry 44 (2020) 1076–1081; doi:10.1039/C9NJ05408A

data_7059167
_publ_section_title
;
 Camphor-based phosphine-carbonyl ligands for Ni catalyzed ethylene
 oligomerization
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1076
_journal_page_last               1081
_journal_paper_doi               10.1039/C9NJ05408A
_journal_volume                  44
_journal_year                    2020
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C33 H38 Ni O3 P, C32 H12 B F24'
_chemical_formula_sum            'C65 H50 B F24 Ni O3 P'
_chemical_formula_weight         1435.54
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-02 deposited with the CCDC.	2019-12-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.351(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.6956(11)
_cell_length_b                   38.111(3)
_cell_length_c                   13.6534(12)
_cell_measurement_reflns_used    5721
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      26.184
_cell_measurement_theta_min      2.198
_cell_volume                     6551.8(10)
_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      298.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_unetI/netI     0.1750
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            31890
_diffrn_reflns_point_group_measured_fraction_full 0.933
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        25.020
_diffrn_reflns_theta_max         25.020
_diffrn_reflns_theta_min         2.198
_exptl_absorpt_coefficient_mu    0.433
_exptl_absorpt_correction_T_max  0.9145
_exptl_absorpt_correction_T_min  0.8355
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Bruker,sadabs;2008
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_description       block
_exptl_crystal_F_000             2912
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.693
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.06(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2148
_refine_ls_number_reflns         21548
_refine_ls_number_restraints     5451
_refine_ls_restrained_S_all      0.903
_refine_ls_R_factor_all          0.1957
_refine_ls_R_factor_gt           0.0775
_refine_ls_shift/su_max          0.066
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0656P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1486
_refine_ls_wR_factor_ref         0.1862
_reflns_Friedel_coverage         0.840
_reflns_Friedel_fraction_full    0.866
_reflns_Friedel_fraction_max     0.866
_reflns_number_gt                9318
_reflns_number_total             21548
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9nj05408a2.cif
_cod_data_source_block           190419e
_cod_depositor_comments
;Adding full bibliography for 7059167.cif.

 Adding full bibliography for 7059167.cif.
;
_cod_original_cell_volume        6551.7(10)
_cod_database_code               7059167
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.914
_shelx_estimated_absorpt_t_min   0.836
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.94(2)
 0.06(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F4) \\sim
Ueq, Uanis(F5) \\sim Ueq, Uanis(F6) \\sim Ueq, Uanis(F7) \\sim Ueq, Uanis(F8)
\\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F10) \\sim Ueq, Uanis(F11) \\sim Ueq,
Uanis(F12) \\sim Ueq, Uanis(F13) \\sim Ueq, Uanis(F14) \\sim Ueq, Uanis(F15)
\\sim Ueq, Uanis(F16) \\sim Ueq, Uanis(F17) \\sim Ueq, Uanis(F18) \\sim Ueq,
Uanis(F19) \\sim Ueq, Uanis(F20) \\sim Ueq, Uanis(F21) \\sim Ueq, Uanis(F22)
\\sim Ueq, Uanis(F23) \\sim Ueq, Uanis(F24) \\sim Ueq, Uanis(F25) \\sim Ueq,
Uanis(F26) \\sim Ueq, Uanis(F27) \\sim Ueq, Uanis(F28) \\sim Ueq, Uanis(F29)
\\sim Ueq, Uanis(F30) \\sim Ueq, Uanis(F31) \\sim Ueq, Uanis(F32) \\sim Ueq,
Uanis(F33) \\sim Ueq, Uanis(F34) \\sim Ueq, Uanis(F35) \\sim Ueq, Uanis(F36)
\\sim Ueq, Uanis(F37) \\sim Ueq, Uanis(F38) \\sim Ueq, Uanis(F39) \\sim Ueq,
Uanis(F40) \\sim Ueq, Uanis(F41) \\sim Ueq, Uanis(F42) \\sim Ueq, Uanis(F43)
\\sim Ueq, Uanis(F44) \\sim Ueq, Uanis(F45) \\sim Ueq, Uanis(F46) \\sim Ueq,
Uanis(F47) \\sim Ueq, Uanis(F48) \\sim Ueq, Uanis(F4') \\sim Ueq, Uanis(F5')
\\sim Ueq, Uanis(F6') \\sim Ueq, Uanis(F7') \\sim Ueq, Uanis(F8') \\sim Ueq,
Uanis(F9') \\sim Ueq, Uanis(F10') \\sim Ueq, Uanis(F11') \\sim Ueq, Uanis(F12')
\\sim Ueq, Uanis(F13') \\sim Ueq, Uanis(F14') \\sim Ueq, Uanis(F15') \\sim Ueq,
Uanis(F16') \\sim Ueq, Uanis(F17') \\sim Ueq, Uanis(F18') \\sim Ueq,
Uanis(F19') \\sim Ueq, Uanis(F20') \\sim Ueq, Uanis(F21') \\sim Ueq,
Uanis(F22') \\sim Ueq, Uanis(F23') \\sim Ueq, Uanis(F24') \\sim Ueq,
Uanis(F25') \\sim Ueq, Uanis(F26') \\sim Ueq, Uanis(F27') \\sim Ueq,
Uanis(F28') \\sim Ueq, Uanis(F29') \\sim Ueq, Uanis(F30') \\sim Ueq,
Uanis(F31') \\sim Ueq, Uanis(F32') \\sim Ueq, Uanis(F33') \\sim Ueq,
Uanis(F34') \\sim Ueq, Uanis(F35') \\sim Ueq, Uanis(F36') \\sim Ueq,
Uanis(F37') \\sim Ueq, Uanis(F38') \\sim Ueq, Uanis(F39') \\sim Ueq,
Uanis(F40') \\sim Ueq, Uanis(F41') \\sim Ueq, Uanis(F42') \\sim Ueq,
Uanis(F43') \\sim Ueq, Uanis(F44') \\sim Ueq, Uanis(F45') \\sim Ueq,
Uanis(F46') \\sim Ueq, Uanis(F47') \\sim Ueq, Uanis(F48') \\sim Ueq: with sigma
of 0.05 and sigma for terminal atoms of 0.1
Uanis(F43) \\sim Ueq, Uanis(F43') \\sim Ueq, Uanis(F40') \\sim Ueq, Uanis(F25')
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(F7')=Sof(F8')=Sof(F9')=Sof(F10')=Sof(F11')=Sof(F12')=Sof(F13')=Sof(F14')=
 Sof(F15')=Sof(F16')=Sof(F17')=Sof(F18')=Sof(C64')=Sof(H64C)=Sof(H64D)=
 Sof(C65')=Sof(H65')=Sof(C66')=Sof(H66C)=Sof(H66D)=1-FVAR(1)
 Sof(F7)=Sof(F8)=Sof(F9)=Sof(F10)=Sof(F11)=Sof(F12)=Sof(F13)=Sof(F14)=Sof(F15)=
 Sof(F16)=Sof(F17)=Sof(F18)=Sof(C64)=Sof(H64A)=Sof(H64B)=Sof(C65)=Sof(H65)=
 Sof(C66)=Sof(H66A)=Sof(H66B)=FVAR(1)
 Sof(F37')=Sof(F38')=Sof(F39')=Sof(F40')=Sof(F41')=Sof(F42')=1-FVAR(2)
 Sof(F37)=Sof(F38)=Sof(F39)=Sof(F40)=Sof(F41)=Sof(F42)=FVAR(2)
 Sof(F31')=Sof(F32')=Sof(F33')=Sof(F34')=Sof(F35')=Sof(F36')=1-FVAR(3)
 Sof(F31)=Sof(F32)=Sof(F33)=Sof(F34)=Sof(F35)=Sof(F36)=FVAR(3)
 Sof(F4')=Sof(F5')=Sof(F6')=Sof(F19')=Sof(F20')=Sof(F21')=Sof(F22')=Sof(F23')=
 Sof(F24')=1-FVAR(4)
 Sof(F4)=Sof(F5)=Sof(F6)=Sof(F19)=Sof(F20)=Sof(F21)=Sof(F22)=Sof(F23)=Sof(F24)=
 FVAR(4)
 Sof(F25')=Sof(F26')=Sof(F27')=Sof(F28')=Sof(F29')=Sof(F30')=1-FVAR(5)
 Sof(F25)=Sof(F26)=Sof(F27)=Sof(F28)=Sof(F29)=Sof(F30)=FVAR(5)
 Sof(F43')=Sof(F44')=Sof(F45')=Sof(F46')=Sof(F47')=Sof(F48')=1-FVAR(6)
 Sof(F43)=Sof(F44)=Sof(F45)=Sof(F46)=Sof(F47)=Sof(F48)=FVAR(6)
7.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C32(H32), C36(H36), C37(H37), C65(H65), C65'(H65')
7.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C31(H31A,H31B), C33(H33A,H33B), C38(H38A,H38B),
 C39(H39A,H39B), C64(H64A,H64B), C66(H66A,H66B), C64'(H64C,H64D), C66'(H66C,
 H66D)
7.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C20(H20), C21(H21),
 C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C46(H46), C47(H47), C48(H48),
  C54(H54), C55(H55), C56(H56), C57(H57), C59(H59), C60(H60), C61(H61),
 C62(H62), C63(H63), C68(H68), C70(H70), C72(H72), C76(H76), C78(H78), C80(H80),
  C84(H84), C86(H86), C88(H88), C92(H92), C94(H94), C96(H96), C100(H100),
 C102(H102), C104(H104), C108(H108), C110(H110), C112(H112), C116(H116),
 C118(H118), C120(H120), C124(H124), C126(H126), C128(H128)
7.d Fitted hexagon refined as free rotating group:
 C25(C26,C27,C28,C29,C30)
7.e Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C23(H23A,H23B,H23C),
 C24(H24A,H24B,H24C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,
 H43C), C50(H50A,H50B,H50C), C51(H51A,H51B,H51C)
;
_olex2_submission_special_instructions 'No special instructions were received'