Ni‒O Cooperation versus Nickel(II) Hydride in Catalytic Hydroboration of N-Heteroarenes
Liu, Jianguo; Chen, Jia-Yi; Jia, Mengjing; Ming, Bangrong; Jia, Jiong; Liao, Rong-Zhen; Tung, Chen-Ho; Wang, Wenguang; ACS Catalysis 9 (2019) 3849–; doi:10.1021/acscatal.8b05136

data_4514708
_publ_section_title
;
 Ni--O Cooperation versus Nickel(II) Hydride in Catalytic Hydroboration of
 N-Heteroarenes
;
_journal_issue                   5
_journal_name_full               'ACS Catalysis'
_journal_page_first              3849
_journal_paper_doi               10.1021/acscatal.8b05136
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         '2(C28 H29 Ni O P), C4 H8 O, C3 H7'
_chemical_formula_sum            'C63 H73 Ni2 O3 P2'
_chemical_formula_weight         1057.57
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-05-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_cell_angle_alpha                100.6970(10)
_cell_angle_beta                 90.0040(10)
_cell_angle_gamma                105.8210(10)
_cell_formula_units_Z            2
_cell_length_a                   10.2617(2)
_cell_length_b                   16.0861(2)
_cell_length_c                   17.7316(2)
_cell_measurement_reflns_used    41463
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      77.0660
_cell_measurement_theta_min      3.4340
_cell_volume                     2763.17(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      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0732
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            68803
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         26.691
_diffrn_reflns_theta_min         1.599
_exptl_absorpt_coefficient_mu    0.778
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_description       block
_exptl_crystal_F_000             1122
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.303
_refine_diff_density_min         -1.387
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     642
_refine_ls_number_reflns         11652
_refine_ls_number_restraints     26
_refine_ls_restrained_S_all      1.136
_refine_ls_R_factor_all          0.0910
_refine_ls_R_factor_gt           0.0873
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1511P)^2^+6.1549P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2546
_refine_ls_wR_factor_ref         0.2597
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10699
_reflns_number_total             11652
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs8b05136_si_002.cif
_cod_data_source_block           1
_cod_database_code               4514708
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H6A(0.065) H6B(0.065) H6C(0.065) H7A(0.066) H7B(0.066) H7C(0.066)
 H8A(0.074) H8B(0.074) H8C(0.074) H9A(0.087) H9B(0.087) H9C(0.087) H10A(0.083)
 H10B(0.083) H10C(0.083) H12(0.035) H13(0.039) H14(0.04) H15(0.033) H18(0.031)
 H19(0.039) H20(0.046) H21(0.044) H22(0.036) H24(0.039) H25(0.048) H26(0.048)
 H27(0.046) H28(0.035) H34A(0.071) H34B(0.071) H34C(0.071) H35A(0.057)
 H35B(0.057) H35C(0.057) H36A(0.059) H36B(0.059) H36C(0.059) H37A(0.066)
 H37B(0.066) H37C(0.066) H38A(0.07) H38B(0.07) H38C(0.07) H40(0.041) H41(0.044)
 H42(0.041) H43(0.032) H46(0.028) H47(0.034) H48(0.038) H49(0.042) H50(0.033)
 H52(0.035) H53(0.045) H54(0.044) H55(0.039) H56(0.031) H57A(0.12) H57B(0.12)
 H58A(0.126) H58B(0.126) H59A(0.131) H59B(0.131) H60A(0.125) H60B(0.125)
 H0AA(0.167) H0AB(0.167) H0AC(0.167) H2AA(0.226) H2AB(0.226) H1AA(0.197)
 H1AB(0.197)
 Fixed X: H6A(0.3781) H6B(0.2437) H6C(0.2464) H7A(0.1286) H7B(0.0031)
 H7C(0.1253) H8A(0.0692) H8B(0.0078) H8C(0.1448) H9A(0.2346) H9B(0.1568)
 H9C(0.3157) H10A(0.3722) H10B(0.3319) H10C(0.4603) H12(0.78) H13(0.9442)
 H14(0.9004) H15(0.6893) H18(0.4729) H19(0.3597) H20(0.1804) H21(0.1126)
 H22(0.2215) H24(0.4785) H25(0.5163) H26(0.5162) H27(0.476) H28(0.4369)
 H34A(0.1544) H34B(0.0131) H34C(0.0548) H35A(0.072) H35B(-0.0329) H35C(0.0932)
 H36A(0.2329) H36B(0.1099) H36C(0.2586) H37A(0.3525) H37B(0.2764) H37C(0.4136)
 H38A(0.3679) H38B(0.2265) H38C(0.2491) H40(0.7577) H41(0.9361) H42(0.9104)
 H43(0.7006) H46(0.4745) H47(0.4057) H48(0.2677) H49(0.1985) H50(0.2651)
 H52(0.6106) H53(0.6072) H54(0.439) H55(0.2769) H56(0.2761) H57A(0.8951)
 H57B(0.7662) H58A(0.8347) H58B(0.9099) H59A(1.094) H59B(1.0212) H60A(1.1359)
 H60B(1.083) H0AA(0.1201) H0AB(0.0602) H0AC(-0.0132) H2AA(-0.145) H2AB(-0.092)
 H1AA(0.0635) H1AB(0.1208)
 Fixed Y: H6A(0.0359) H6B(-0.0407) H6C(0.0552) H7A(0.1462) H7B(0.1247)
 H7C(0.2081) H8A(0.1856) H8B(0.0972) H8C(0.1621) H9A(0.0439) H9B(-0.0519) H9C(-
 0.0213) H10A(-0.0906) H10B(-0.1098) H10C(-0.0332) H12(0.1887) H13(0.3206)
 H14(0.4376) H15(0.4209) H18(0.3843) H19(0.4802) H20(0.5069) H21(0.4371)
 H22(0.3393) H24(0.4217) H25(0.4464) H26(0.3312) H27(0.1899) H28(0.1645)
 H34A(0.1521) H34B(0.0853) H34C(0.1772) H35A(0.2187) H35B(0.1345) H35C(0.1838)
 H36A(0.1043) H36B(0.0194) H36C(0.0112) H37A(-0.0605) H37B(-0.1188) H37C(-
 0.0468) H38A(0.0044) H38B(-0.0659) H38C(0.0265) H40(0.1746) H41(0.297)
 H42(0.414) H43(0.4074) H46(0.4448) H47(0.5683) H48(0.5656) H49(0.4385)
 H50(0.3152) H52(0.2274) H53(0.2058) H54(0.2372) H55(0.2921) H56(0.3111)
 H57A(0.2884) H57B(0.2696) H58A(0.4003) H58B(0.4269) H59A(0.4407) H59B(0.4344)
 H60A(0.3155) H60B(0.3171) H0AA(0.7237) H0AB(0.6857) H0AC(0.742) H2AA(0.5675)
 H2AB(0.6086) H1AA(0.5345) H1AB(0.5789)
 Fixed Z: H6A(0.7264) H6B(0.7207) H6C(0.7609) H7A(0.7401) H7B(0.6823)
 H7C(0.6819) H8A(0.5417) H8B(0.4833) H8C(0.4673) H9A(0.4009) H9B(0.41)
 H9C(0.4168) H10A(0.5113) H10B(0.5929) H10C(0.5846) H12(0.6928) H13(0.701)
 H14(0.656) H15(0.5998) H18(0.7185) H19(0.7829) H20(0.7224) H21(0.5966)
 H22(0.5318) H24(0.4969) H25(0.3728) H26(0.2738) H27(0.2974) H28(0.4213)
 H34A(0.2589) H34B(0.2307) H34C(0.2058) H35A(0.0862) H35B(0.0398) H35C(-0.0003)
 H36A(-0.0783) H36B(-0.0894) H36C(-0.0888) H37A(-0.0179) H37B(0.039)
 H37C(0.066) H38A(0.2071) H38B(0.2012) H38C(0.255) H40(0.1982) H41(0.1978)
 H42(0.146) H43(0.0929) H46(0.0419) H47(0.0939) H48(0.1972) H49(0.2485)
 H50(0.196) H52(-0.0405) H53(-0.1735) H54(-0.241) H55(-0.1752) H56(-0.0426)
 H57A(0.4939) H57B(0.4381) H58A(0.4049) H58B(0.487) H59A(0.4415) H59B(0.3621)
 H60A(0.4031) H60B(0.3198) H0AA(0.0805) H0AB(0.1523) H0AC(0.1137) H2AA(0.0636)
 H2AB(-0.0091) H1AA(0.0797) H1AB(0.0097)
;
_shelx_res_checksum              88447
_shelx_hkl_checksum              4464
_olex2_submission_special_instructions 'No special instructions were received'