Exploiting decarbonylation and dehydrogenation of formamides for the synthesis of ureas, polyureas, and poly(urea-urethanes).
Luk, James; Goodfellow, Alister S.; More, Nachiket Deepak; Bühl, Michael; Kumar, Amit; Chemical science 15 (2024) 16594–16604; doi:10.1039/d4sc03948c

data_1572508
_publ_section_title
;
 Exploiting decarbonylation and dehydrogenation of formamides for the
 synthesis of ureas, polyureas, and poly(urea-urethanes).
;
_journal_issue                   40
_journal_name_full               'Chemical science'
_journal_page_first              16594
_journal_page_last               16604
_journal_paper_doi               10.1039/d4sc03948c
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C36 H36 N2 O2 P2 Ru'
_chemical_formula_sum            'C36 H36 N2 O2 P2 Ru'
_chemical_formula_weight         691.68
_chemical_name_common            'Ruthenium MACHO-(N-phenylformamide)'
_chemical_name_systematic
carbonyl-hydrido-(bis(2-(diphenylphosphino)ethyl)amine)-(N-phenylformamide)-ruthenium
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-02-27
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-05-17 deposited with the CCDC.	2024-09-03 downloaded from the CCDC.
;
_cell_angle_alpha                108.452(2)
_cell_angle_beta                 92.030(2)
_cell_angle_gamma                97.599(2)
_cell_formula_units_Z            2
_cell_length_a                   9.3455(3)
_cell_length_b                   12.3580(3)
_cell_length_c                   14.8848(3)
_cell_measurement_reflns_used    10429
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      24.8950
_cell_measurement_theta_min      1.7520
_cell_volume                     1610.90(8)
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_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      173.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.842
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -85.00  93.00   0.50   95.00    --    4.40  45.00 176.88  356
  2  \w   -100.00  78.00   0.50   95.00    --  -10.90  45.00 179.52  356
  3  \w    -14.00  69.00   0.50   95.00    --  -10.90  45.00 -18.21  166
  4  \w    -76.00 -49.00   0.50   95.00    --  -10.90  45.00  90.00   54
  5  \w    -18.00  77.00   0.50   95.00    --  -10.90  45.00  90.00  190
  6  \w    -52.00  72.00   0.50   95.00    --  -10.90  45.00  30.00  248
  7  \w   -100.00  75.00   0.50   95.00    --  -10.90  45.00 150.00  350
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0631887000
_diffrn_orient_matrix_UB_12      0.0131740000
_diffrn_orient_matrix_UB_13      -0.0195451000
_diffrn_orient_matrix_UB_21      0.0410255000
_diffrn_orient_matrix_UB_22      0.0497874000
_diffrn_orient_matrix_UB_23      -0.0053992000
_diffrn_orient_matrix_UB_31      0.0150658000
_diffrn_orient_matrix_UB_32      -0.0330839000
_diffrn_orient_matrix_UB_33      -0.0461476000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_unetI/netI     0.0781
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.842
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            35066
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.517
_diffrn_reflns_theta_min         1.757
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.621
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'Pale yellow/brown'
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_description       prism
_exptl_crystal_F_000             712
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: toluene/hexane'
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.404
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         7555
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0522
_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^)+(0.0526P)^2^+0.5263P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0942
_refine_ls_wR_factor_ref         0.1017
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5745
_reflns_number_total             7555
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc03948c2.cif
_cod_data_source_block           jlak1
_cod_depositor_comments
'Adding full bibliography for 1572508--1572509.cif.'
_cod_database_code               1572508
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C37 H39 N2 O2 P2 Ru'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00C(H00A,H00B), C00K(H00C,H00I), C00L(H00K,H00L), C00N(H00N,H00O)
2.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H), C00J(H00J),
 C00M(H00M), C00O(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z),
 C010(H010), C011(H011), C012(H012), C013(H013), C014(H014), C015(H015),
 C016(H016), C017(H017)
;
_shelx_res_checksum              40682
_shelx_hkl_checksum              34755
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.163
_oxdiff_exptl_absorpt_empirical_full_min 0.819