Efficient hydrogenation of ketones and aldehydes catalysed by a well-defined PNNP-rhenium complex.
Xu, Shuting; Zhang, Yu; Li, Bin; Li, Hao; Huang, Jing; Chen, Yiyu; Hu, Kun; Zhang, Fengjun; Fang, Xiaolong; Dalton transactions (Cambridge, England : 2003) 54 (2025) 10396–10402; doi:10.1039/d5dt01368b

data_7718873
_publ_section_title
;
 Efficient hydrogenation of ketones and aldehydes catalysed by a
 well-defined PNNP-rhenium complex.
;
_journal_issue                   26
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10396
_journal_page_last               10402
_journal_paper_doi               10.1039/d5dt01368b
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C46 H43 N2 O2 P2 Re, C7 H8'
_chemical_formula_sum            'C53 H51 N2 O2 P2 Re'
_chemical_formula_weight         996.10
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-06-03
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7224)
;
_audit_update_record
;
2025-06-09 deposited with the CCDC.	2025-06-11 downloaded from the CCDC.
;
_cell_angle_alpha                82.494(2)
_cell_angle_beta                 88.151(2)
_cell_angle_gamma                67.487(2)
_cell_formula_units_Z            2
_cell_length_a                   12.7975(4)
_cell_length_b                   13.4519(4)
_cell_length_c                   13.8667(4)
_cell_measurement_reflns_used    27372
_cell_measurement_temperature    120
_cell_measurement_theta_max      69.96
_cell_measurement_theta_min      3.21
_cell_volume                     2185.94(12)
_computing_cell_refinement
;
X-Area Recipe 2.0.2 (STOE, 2024)
;
_computing_data_collection
;
X-Area Pilatus3_SV 1.31.194.0 (STOE, 2023)
;
_computing_data_reduction
;
X-Area Integrate 2.5.18.0 (STOE, 2024)
X-Area LANA 2.8.4 (STOE, 2024)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120
_diffrn_detector                 Pilatus300K
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'DECTRIS PILATUS 300K'
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details
;
 1494 frames, detector distance = 40 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_collimation    '1.2 mm, 0.6 diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19586
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         69.484
_diffrn_reflns_theta_min         3.215
_diffrn_source                   'GeniX 3D HF Cu'
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    6.470
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(\m~2~-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.470
_refine_diff_density_min         -0.921
_refine_diff_density_rms         0.123
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     530
_refine_ls_number_reflns         7833
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0307
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0585P)^2^+0.5452P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0792
_refine_ls_wR_factor_ref         0.0812
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7159
_reflns_number_total             7833
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt01368b2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7718872--7718874.cif.'
_cod_database_code               7718873
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.660
_shelx_estimated_absorpt_t_min   0.511
_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.a Ternary CH refined with riding coordinates:
 N2(H2), C00A(H00A), C00J(H00J)
2.b Secondary CH2 refined with riding coordinates:
 C00L(H00B,H00C), C00N(H00D,H00E), C00Q(H00F,H00G), C00V(H00H,H00L), C014(H01A,
 H01B), C017(H01C,H01D)
2.c Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00K(H00K), C00O(H00O), C00P(H00P), C00R(H00R), C00S(H00S),
 C00T(H00T), C00U(H00U), C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z),
 C010(H010), C011(H011), C012(H012), C013(H013), C015(H015), C016(H016),
 C018(H018), C019(H019), C01A(H01E), C01B(H01F), C01C(H01G), C01D(H01H),
 C01E(H01I), C01F(H01J), C01G(H01K), C01H(H01L), C01M(H01M), C01J(H01N),
 C01L(H01O), C01O(H01P), C01K(H01Q)
2.d Fitted hexagon refined as free rotating group:
 C01M(C01J,C01L,C01O,C01K,C01I)
2.e Idealised Me refined as rotating group:
 C01N(H01R,H01S,H01T)
;
_shelx_res_checksum              29031
_shelx_hkl_checksum              46424
_olex2_submission_special_instructions 'No special instructions were received'
_stoe_detector_distance          '40.0 mm'
_stoe_detector_pixelsize_x       '0.172 mm'
_stoe_detector_pixelsize_y       '0.172 mm'
_stoe_detector_size_x            '8.4 cm'
_stoe_detector_size_y            '10.6 cm'
_stoe_evaluation_integration_a   6.5
_stoe_evaluation_integration_b   -0.6
_stoe_evaluation_integration_ems 0.010
_stoe_evaluation_lana_bis_l_even_max -
_stoe_evaluation_lana_bis_l_odd_max -
_stoe_evaluation_lana_bos_l_even_max 4
_stoe_evaluation_lana_bos_l_odd_max 1
_stoe_evaluation_lana_completeness 95.4
_stoe_evaluation_lana_dxs_max_order 3
_stoe_evaluation_lana_dys_max_order 3
_stoe_evaluation_lana_fs_max_order 3
_stoe_evaluation_lana_max_2theta_available 139.0
_stoe_evaluation_lana_max_2theta_desired 139.0
_stoe_evaluation_lana_mean_redundancy 2.5
_stoe_evaluation_lana_number_refls_after_or 19590
_stoe_evaluation_lana_number_refls_outliers 3568
_stoe_evaluation_lana_number_refls_total 23158
_stoe_evaluation_lana_number_refls_unique 7837
_stoe_evaluation_lana_number_refls_written 19590
_stoe_evaluation_lana_or_c1      0.035
_stoe_evaluation_lana_or_c2      0
_stoe_evaluation_lana_or_c3      0
_stoe_evaluation_lana_or_c4      0.7
_stoe_evaluation_lana_point_group -1
_stoe_evaluation_lana_table
;
2Theta          13.5   28.3   43.1   57.9   72.7   87.5  102.3  117.1  131.9
<Resolution>    5.88   3.04   2.04   1.57   1.30   1.12   0.99   0.91   0.85
N(total)         122    363    904   3586   4794   4389   4012   3326   1662
<Redundancy>     1.9    1.6    1.8    3.5    3.6    2.8    2.4    2.1    1.6
Complet. [%%]   100.0   99.1   96.7   99.9  100.0   99.9   99.3   98.0   75.3
<I/sigma>      137.3   64.9   45.3   29.3   20.5   17.5   15.7   15.0   15.5
R(int)         0.017  0.040  0.031  0.018  0.021  0.021  0.024  0.028  0.036
;
_stoe_measurement_identifier     1
_stoe_measurement_max_exposure_per_frame '2.0 s'
_stoe_measurement_mean_exposure_per_frame '1.8 s'
_stoe_measurement_min_exposure_per_frame '1.0 s'
_stoe_measurement_total_exposure_time '44 min'
_stoe_measurement_total_frame_number 1494
_stoe_measurement_total_run_number 28
_stoe_measurement_tube_power     '30.0 W'