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_1568256
_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         'C35 H52 N2 Zn'
_chemical_formula_sum            'C35 H52 N2 Zn'
_chemical_formula_weight         566.15
_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                 96.264(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.2164(3)
_cell_length_b                   20.8079(5)
_cell_length_c                   14.1171(4)
_cell_measurement_reflns_used    3626
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      72.9910
_cell_measurement_theta_min      3.7630
_cell_volume                     3275.12(15)
_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      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.949
_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    -71.00  29.00   1.00    1.64    --  -42.23  77.00  30.00  100
  2  \w     23.00 109.00   1.00    1.64    --   42.23  38.00-180.00   86
  3  \w     76.00 128.00   1.00    5.71    --  105.75 -61.00-150.00   52
  4  \w     34.00  60.00   1.00    5.71    --  105.75 -61.00-150.00   26
  5  \w     59.00 135.00   1.00    5.71    --  105.75 -61.00  60.00   76
  6  \w     73.00 178.00   1.00    5.71    --  105.75 125.00 150.00  105
  7  \w     82.00 175.00   1.00    5.71    --  105.75 125.00  30.00   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0901727000
_diffrn_orient_matrix_UB_12      -0.0347753000
_diffrn_orient_matrix_UB_13      -0.0571817000
_diffrn_orient_matrix_UB_21      0.0792874000
_diffrn_orient_matrix_UB_22      0.0606838000
_diffrn_orient_matrix_UB_23      0.0053612000
_diffrn_orient_matrix_UB_31      0.0682801000
_diffrn_orient_matrix_UB_32      -0.0245951000
_diffrn_orient_matrix_UB_33      0.0934190000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10970
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.736
_diffrn_reflns_theta_min         3.799
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.199
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94248
_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    1.148
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.1474
_exptl_crystal_size_mid          0.1033
_exptl_crystal_size_min          0.0661
_refine_diff_density_max         3.400
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         6283
_refine_ls_number_restraints     38
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0964
_refine_ls_R_factor_gt           0.0791
_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^)+(0.1635P)^2^+1.6655P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2064
_refine_ls_wR_factor_ref         0.2418
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4761
_reflns_number_total             6283
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc06288g3.cif
_cod_data_source_block           5c
_cod_depositor_comments
'Adding full bibliography for 1568253--1568256.cif.'
_cod_original_cell_volume        3275.11(15)
_cod_database_code               1568256
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C35 H52 N2 Zn'
_chemical_oxdiff_usercomment     AP197
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C7-C9B \\sim C7-C9A
 with sigma of 0.02
 C7-C8B \\sim C7-C8A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C9B \\sim C9A \\sim C7 \\sim C8A \\sim C8B: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
4. Others
 Sof(H7B)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(H8AC)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=
 Sof(H9AC)=1-FVAR(1)
 Sof(H7A)=Sof(C9B)=Sof(H9BA)=Sof(H9BB)=Sof(H9BC)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=
 Sof(H8BC)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C10(H10), C27(H27), C31(H31), C24(H24), C7(H7A), C7(H7B)
5.b Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B), C33(H33A,H33B), C34(H34A,H34B), C30(H30A,H30B), C32(H32A,H32B)
5.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C22(H22), C4(H4), C5(H5), C3(H3), C21(H21), C20(H20)
5.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C29(H29A,H29B,H29C), C12(H12A,H12B,
 H12C), C11(H11A,H11B,H11C), C28(H28A,H28B,H28C), C25(H25A,H25B,H25C), C26(H26A,
 H26B,H26C), C9B(H9BA,H9BB,H9BC), C8B(H8BA,H8BB,H8BC), C8A(H8AA,H8AB,H8AC),
 C9A(H9AA,H9AB,H9AC)
;
_shelx_res_checksum              56421
_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 1.123
_oxdiff_exptl_absorpt_empirical_full_min 0.927