Understanding the role of ring strain in β-alkyl migration at Mg and Zn centres.
Parr, Joseph M.; Phanopoulos, Andreas; Vickneswaran, Aaranjah; Crimmin, Mark R.; Chemical science 14 (2023) 1590–1597; doi:10.1039/d2sc06288g

data_1568254
_publ_section_title
;
 Understanding the role of ring strain in &#x3b2;-alkyl migration at Mg
 and Zn centres.
;
_journal_issue                   6
_journal_name_full               'Chemical science'
_journal_page_first              1590
_journal_page_last               1597
_journal_paper_doi               10.1039/d2sc06288g
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C33 H48 N2 Zn'
_chemical_formula_sum            'C33 H48 N2 Zn'
_chemical_formula_weight         538.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-10-07
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-10-07 deposited with the CCDC.	2023-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.143(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.7471(7)
_cell_length_b                   21.2654(8)
_cell_length_c                   13.8275(7)
_cell_measurement_reflns_used    4260
_cell_measurement_temperature    173.05(10)
_cell_measurement_theta_max      26.7440
_cell_measurement_theta_min      2.6860
_cell_volume                     3155.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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_environment      N~2~
_diffrn_ambient_temperature      173.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.847
_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    -40.00  54.00   1.00    6.96    --  -13.18  77.00 150.00   94
  2  \w    -79.00  13.00   1.00    6.96    --  -13.18 -77.00  30.00   92
  3  \w     -2.00  82.00   1.00    6.96    --   14.43  57.00 -60.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0598377000
_diffrn_orient_matrix_UB_12      0.0049890000
_diffrn_orient_matrix_UB_13      0.0178777000
_diffrn_orient_matrix_UB_21      0.0052571000
_diffrn_orient_matrix_UB_22      -0.0286640000
_diffrn_orient_matrix_UB_23      0.0260624000
_diffrn_orient_matrix_UB_31      0.0276317000
_diffrn_orient_matrix_UB_32      0.0163039000
_diffrn_orient_matrix_UB_33      0.0404876000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.847
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18291
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.847
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.170
_diffrn_reflns_theta_min         2.418
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.800
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.133
_exptl_crystal_description       block
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.236
_exptl_crystal_size_mid          0.0846
_exptl_crystal_size_min          0.0656
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.156
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         6567
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0457
_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^)+(0.0678P)^2^+1.0697P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1169
_refine_ls_wR_factor_ref         0.1399
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4907
_reflns_number_total             6567
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc06288g3.cif
_cod_data_source_block           7a
_cod_depositor_comments
'Adding full bibliography for 1568253--1568256.cif.'
_cod_database_code               1568254
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C33 H48 N2 Zn1'
_chemical_oxdiff_usercomment     AV025
_shelx_estimated_absorpt_t_max   0.949
_shelx_estimated_absorpt_t_min   0.834
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C32B-C33B
 1.213 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C31A \\sim C32A \\sim C33A \\sim C31B \\sim C32B \\sim C33B: within 1A with
sigma of 0.02 and sigma for terminal atoms of 0.02 within 1A
C33A \\sim C33B: within 1.2A with sigma of 0.01 and sigma for terminal atoms of
0.01 within 1.2A
C33B \\sim C33A: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.01 within 2A
4. Others
 Fixed Sof: H30A(0.8) H30B(0.8) H30C(0.2) H30D(0.2) C31A(0.8) H31A(0.8)
 H31B(0.8) C32A(0.8) H32A(0.8) C33A(0.8) H33A(0.8) H33B(0.8) C31B(0.2)
 H31C(0.2) H31D(0.2) C32B(0.2) H32B(0.2) C33B(0.2) H33C(0.2) H33D(0.2)
5.a Ternary CH refined with riding coordinates:
 C27(H27), C24(H24), C10(H10), C7(H7)
5.b Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C30(H30C,H30D), C31A(H31A,H31B), C31B(H31C,H31D)
5.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C22(H22), C3(H3), C20(H20), C5(H5), C4(H4), C21(H21), C32A(H32A),
 C32B(H32B)
5.d X=CH2 refined with riding coordinates:
 C33A(H33A,H33B), C33B(H33C,H33D)
5.e Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C16(H16A,H16B,H16C), C26(H26A,H26B,H26C), C25(H25A,H25B,
 H25C), C28(H28A,H28B,H28C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C8(H8A,H8B,
 H8C), C29(H29A,H29B,H29C), C12(H12A,H12B,H12C)
;
_shelx_res_checksum              64617
_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 1.165
_oxdiff_exptl_absorpt_empirical_full_min 0.842