Establishing Parameters for Resonant Acoustic Mixing (RAM) Chemistry using Buchwald-Hartwig Amination as a Model
Gonnet, Lori; Lennox, Cameron B.; Borchers, Tristan H.; Askari, Mohammad; Wahrhaftig-Lewis, Alexander; Koenig, Stefan G.; Nagapudi, Karthik; Friščić, Tomislav; Green Chemistry  (2026) –; doi:10.1039/D6GC00784H

data_7251671
_publ_section_title
;
 Establishing Parameters for Resonant Acoustic Mixing (RAM) Chemistry
 using Buchwald-Hartwig Amination as a Model
;
_journal_name_full               'Green Chemistry'
_journal_paper_doi               10.1039/D6GC00784H
_journal_year                    2026
_chemical_formula_moiety         'C16 H13 F3 Lu N7 O8, C H4 O'
_chemical_formula_sum            'C17 H17 F3 Lu N7 O9'
_chemical_formula_weight         695.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc2kmmqk
_audit_creation_date             2024-06-21
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2024-07-21 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 94.813(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.5881(3)
_cell_length_b                   19.1012(5)
_cell_length_c                   10.4299(3)
_cell_measurement_reflns_used    11912
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.3660
_cell_measurement_theta_min      1.7480
_cell_volume                     2300.48(11)
_computing_cell_refinement       'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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     -9.00  18.00   0.50    0.48    --   10.36  57.00  90.00   54
  2  \w     58.00  86.00   0.50    0.48    --   10.36  57.00  90.00   56
  3  \w     30.00  56.00   0.50    0.48    --   10.36-101.00 -88.00   52
  4  \w     -2.00  44.00   0.50    0.48    --   10.36 -99.00-180.00   92
  5  \w    -39.00  23.00   0.50    0.48    --   10.36 -19.00-180.00  124
  6  \w    -11.00  55.00   0.50    0.48    --   10.36 -99.00 150.00  132
  7  \w     -5.00  27.00   0.50    0.48    --  -11.46 -99.00 120.00   64
  8  \w    -44.00 -12.00   0.50    0.48    --  -11.46 101.00  15.00   64
  9  \w     -6.00  19.00   0.50    0.48    --  -11.46 -99.00-150.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0388566000
_diffrn_orient_matrix_UB_12      -0.0283366000
_diffrn_orient_matrix_UB_13      -0.0123691000
_diffrn_orient_matrix_UB_21      -0.0463758000
_diffrn_orient_matrix_UB_22      0.0212323000
_diffrn_orient_matrix_UB_23      0.0174623000
_diffrn_orient_matrix_UB_31      -0.0105151000
_diffrn_orient_matrix_UB_32      0.0111353000
_diffrn_orient_matrix_UB_33      -0.0648558000
_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  0.0510
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            17577
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.76
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    4.380
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61159
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.64a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.008
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         4.099
_refine_diff_density_min         -1.189
_refine_diff_density_rms         0.167
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     368
_refine_ls_number_reflns         4638
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0352
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0884
_refine_ls_wR_factor_ref         0.0927
_reflns_number_gt                3963
_reflns_number_total             4638
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d6gc00784h2.cif
_cod_data_source_block           jxh--xh-333-ln-5-100k
_cod_database_code               7251671
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O8-H8
 0.87 with sigma of 0.01
 Lu1-H8
 2.857555 with sigma of 0.02
 C16-H8
 1.920619 with sigma of 0.02
 F1-C15 \\sim F1A-C15
 with sigma of 0.02
 F3-C15 \\sim F3A-C15
 with sigma of 0.02
 F2-C15 \\sim F2A-C15
 with sigma of 0.02
3. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C8(H8A), C7(H7), C5(H5), C4(H4), C3(H3A), C10(H10), C12(H12), C13(H13)
4.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C)
4.c Idealised tetrahedral OH refined as rotating group:
 O9(H9)
;
_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 2.414
_oxdiff_exptl_absorpt_empirical_full_min 0.534