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_1568255
_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         'C62 H90 N4 Zn2'
_chemical_formula_sum            'C62 H90 N4 Zn2'
_chemical_formula_weight         1022.11
_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             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                83.997(2)
_cell_angle_beta                 83.924(2)
_cell_angle_gamma                68.783(2)
_cell_formula_units_Z            4
_cell_length_a                   12.4022(4)
_cell_length_b                   15.9790(4)
_cell_length_c                   31.6956(7)
_cell_measurement_reflns_used    12800
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      73.6360
_cell_measurement_theta_min      3.9000
_cell_volume                     5807.7(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      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.943
_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    -67.00  32.00   1.00    5.27    --  -42.36  38.00 -90.00   99
  2  \w    -98.00  -2.00   1.00    5.27    --  -42.36 125.00 -30.00   96
  3  \w   -112.00 -18.00   1.00    5.27    --  -42.36 -38.00  90.00   94
  4  \w     31.00 105.00   1.00   19.80    --  105.75 -30.00 120.00   74
  5  \w     89.00 178.00   1.00   19.80    --  105.75  30.00  60.00   89
  6  \w     43.00 122.00   1.00   19.80    --  105.75-125.00 -60.00   79
  7  \w     31.00 131.00   1.00   19.80    --  105.75 -30.00-120.00  100
  8  \w     34.00 133.00   1.00   19.80    --  105.75 -77.00 -30.00   99
  9  \w     34.00 127.00   1.00   19.80    --  105.75 -77.00 120.00   93
 10  \w     29.00 127.00   1.00   19.80    --  105.75 -30.00  30.00   98
;
_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      -0.1181212000
_diffrn_orient_matrix_UB_12      0.0358481000
_diffrn_orient_matrix_UB_13      -0.0196513000
_diffrn_orient_matrix_UB_21      -0.0441369000
_diffrn_orient_matrix_UB_22      -0.0606841000
_diffrn_orient_matrix_UB_23      0.0327951000
_diffrn_orient_matrix_UB_31      -0.0441662000
_diffrn_orient_matrix_UB_32      0.0760492000
_diffrn_orient_matrix_UB_33      0.0306559000
_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  0.0281
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            34431
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.703
_diffrn_reflns_theta_min         3.380
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.302
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92981
_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    1.169
_exptl_crystal_description       needle
_exptl_crystal_F_000             2200
_exptl_crystal_preparation       'From DippZnH + methylenecyclopropane'
_exptl_crystal_recrystallization_method 'Recrystallised from n-pentane'
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.752
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1284
_refine_ls_number_reflns         22157
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0426
_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^)+(0.0594P)^2^+0.9156P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1232
_reflns_Friedel_coverage         0.000
_reflns_number_gt                17283
_reflns_number_total             22157
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc06288g3.cif
_cod_data_source_block           9a
_cod_depositor_comments
'Adding full bibliography for 1568253--1568256.cif.'
_cod_database_code               1568255
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C33 H48 N2 Zn1'
_chemical_oxdiff_usercomment     AV014
_shelx_estimated_absorpt_t_max   0.987
_shelx_estimated_absorpt_t_min   0.938
_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. Others
 Sof(H12C)=Sof(H12D)=Sof(H12J)=Sof(H12K)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(C1B)=
 Sof(H1BA)=Sof(H1BB)=1-FVAR(1)
 Sof(H12A)=Sof(H12B)=Sof(H12H)=Sof(H12I)=Sof(C122)=Sof(H12L)=Sof(H12M)=
 Sof(C123)=Sof(H12N)=Sof(H12O)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C56(H56), C27(H27), C115(H115), C10(H10), C86(H86), C53(H53), C118(H118),
 C89(H89), C36(H36), C72(H72), C24(H24), C39(H39), C98(H98), C7(H7), C69(H69),
 C101(H101)
3.b Secondary CH2 refined with riding coordinates:
 C59(H59A,H59B), C61(H61A,H61B), C60(H60A,H60B), C62(H62A,H62B), C124(H12A,
 H12B), C124(H12C,H12D), C121(H12H,H12I), C121(H12J,H12K), C122(H12L,H12M),
 C123(H12N,H12O), C1A(H1AA,H1AB), C1B(H1BA,H1BB)
3.c Aromatic/amide H refined with riding coordinates:
 C76(H76), C43(H43), C14(H14), C105(H105), C32(H32), C20(H20), C33(H33),
 C111(H111), C22(H22), C34(H34), C51(H51), C21(H21), C113(H113), C112(H112),
 C82(H82), C5(H5), C83(H83), C49(H49), C50(H50), C94(H94), C84(H84), C3(H3),
 C4(H4), C96(H96), C95(H95), C67(H67), C65(H65), C66(H66)
3.d Idealised Me refined as rotating group:
 C108(H10A,H10B,H10C), C79(H79A,H79B,H79C), C46(H46A,H46B,H46C), C107(H10D,
 H10E,H10F), C78(H78A,H78B,H78C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C),
 C58(H58A,H58B,H58C), C45(H45A,H45B,H45C), C116(H11A,H11B,H11C), C37(H37A,H37B,
 H37C), C57(H57A,H57B,H57C), C28(H28A,H28B,H28C), C11(H11J,H11K,H11L), C12(H12P,
 H12Q,H12R), C54(H54A,H54B,H54C), C117(H11D,H11E,H11F), C120(H12E,H12F,H12G),
 C73(H73A,H73B,H73C), C55(H55A,H55B,H55C), C29(H29A,H29B,H29C), C119(H11G,H11H,
 H11I), C87(H87A,H87B,H87C), C88(H88A,H88B,H88C), C91(H91A,H91B,H91C), C38(H38A,
 H38B,H38C), C90(H90A,H90B,H90C), C70(H70A,H70B,H70C), C9(H9A,H9B,H9C),
 C74(H74A,H74B,H74C), C99(H99A,H99B,H99C), C102(H10G,H10H,H10I), C100(H10J,H10K,
 H10L), C103(H10M,H10N,H10O), C8(H8A,H8B,H8C), C26(H26A,H26B,H26C), C25(H25A,
 H25B,H25C), C41(H41A,H41B,H41C), C71(H71A,H71B,H71C), C40(H40A,H40B,H40C)
;
_shelx_res_checksum              9283
_olex2_submission_original_sample_id MRC2210b
_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 1.168
_oxdiff_exptl_absorpt_empirical_full_min 0.830