On the nature and limits of alkaline earth-triel bonding.
Boronski, Josef T.; Griffin, Liam P.; Conder, Caroline; Crumpton, Agamemnon E.; Wales, Lewis L.; Aldridge, Simon; Chemical science 15 (2024) 15377–15384; doi:10.1039/d4sc03832k

data_1572472
_publ_section_title
;
 On the nature and limits of alkaline earth-triel bonding.
;
_journal_issue                   37
_journal_name_full               'Chemical science'
_journal_page_first              15377
_journal_page_last               15384
_journal_paper_doi               10.1039/d4sc03832k
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C57 H84 Al N5 O, C6 H14'
_chemical_formula_sum            'C63 H98 Al N5 O'
_chemical_formula_weight         968.44
_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             2024-01-19
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-04-09 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.7343(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.87645(13)
_cell_length_b                   21.59607(19)
_cell_length_c                   20.08526(15)
_cell_measurement_reflns_used    27270
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      76.1430
_cell_measurement_theta_min      3.0190
_cell_volume                     5871.03(9)
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4102
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_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  35.00   1.00    3.50    --  -42.66  19.00-180.00   26
  2  \w    -37.00  16.00   1.00    3.50    --  -42.66  57.00 -30.00   53
  3  \w    -30.00  27.00   1.00    3.50    --  -42.66  57.00-120.00   57
  4  \w     -4.00  34.00   1.00    3.50    --  -42.66  19.00 -60.00   38
  5  \w      0.00  31.00   1.00    3.50    --  -42.66  19.00-150.00   31
  6  \w     87.00 126.00   1.00    3.50    --   42.66 178.00 -30.00   39
  7  \w     38.00  98.00   1.00   14.00    --  111.00 -95.00 -90.00   60
  8  \w    104.00 165.00   1.00   14.00    --  111.00  77.00 -30.00   61
  9  \w    115.00 156.00   1.00   14.00    --  111.00  45.00 -90.00   41
 10  \w    123.00 149.00   1.00   14.00    --  111.00  30.00 120.00   26
 11  \w    152.00 178.00   1.00   14.00    --  111.00  30.00 120.00   26
 12  \w     43.00  95.00   1.00   14.00    --  111.00-125.00-150.00   52
 13  \w     40.00  65.00   1.00   14.00    --  111.00 -45.00-120.00   25
 14  \w     45.00  70.00   1.00   14.00    --  111.00 -45.00   0.00   25
 15  \w     98.00 139.00   1.00   14.00    --  111.00 125.00 150.00   41
 16  \w     33.00  96.00   1.00   14.00    --  111.00 -95.00   0.00   63
 17  \w     41.00  67.00   1.00   14.00    --  111.00 -45.00  60.00   26
 18  \w    147.00 173.00   1.00   14.00    --  111.00 125.00 150.00   26
 19  \w     51.00 105.00   1.00   14.00    --  111.00-125.00-180.00   54
 20  \w    109.00 175.00   1.00   14.00    --  111.00  77.00-150.00   66
 21  \w     78.00 110.00   1.00   14.00    --  111.00-125.00-120.00   32
 22  \w     48.00  73.00   1.00   14.00    --  111.00-125.00   0.00   25
 23  \w     86.00 111.00   1.00   14.00    --  111.00-125.00   0.00   25
 24  \w     40.00 107.00   1.00   14.00    --  111.00-101.00-111.89   67
 25  \w    -19.00  30.00   1.00    3.50    --  -42.66  38.00 150.00   49
 26  \w   -109.00 -71.00   1.00    3.50    --  -42.66 -57.00  30.00   38
 27  \w    -39.00   9.00   1.00    3.50    --  -42.66  57.00  90.00   48
 28  \w     90.00 125.00   1.00    3.50    --   42.66 178.00-180.00   35
 29  \w     85.00 111.00   1.00    3.50    --   42.66 178.00  60.00   26
 30  \w     62.00 112.00   1.00   14.00    --  111.00-125.00 120.00   50
 31  \w     74.00 105.00   1.00   14.00    --  111.00-125.00  90.00   31
 32  \w     46.00  71.00   1.00   14.00    --  111.00 -45.00 150.00   25
 33  \w    103.00 152.00   1.00   14.00    --  111.00  77.00 120.00   49
 34  \w     66.00 110.00   1.00   14.00    --  111.00-118.00-149.00   44
 35  \w     62.00 111.00   1.00   14.00    --  111.00-125.00  60.00   49
 36  \w    110.00 147.00   1.00   14.00    --  111.00  77.00-120.00   37
 37  \w     59.00 106.00   1.00   14.00    --  111.00 -95.00 120.00   47
 38  \w    102.00 135.00   1.00   14.00    --  111.00 125.00 -30.00   33
 39  \w     76.00 102.00   1.00   14.00    --  111.00 -95.00 -30.00   26
 40  \w    153.00 178.00   1.00   14.00    --  111.00  45.00  30.00   25
 41  \w     30.00  73.00   1.00   14.00    --  111.00 -95.00 -30.00   43
 42  \w    112.00 158.00   1.00   14.00    --  111.00  77.00 -90.00   46
 43  \w    148.00 174.00   1.00   14.00    --  111.00 125.00 -30.00   26
 44  \w     90.00 148.00   1.00   14.00    --  111.00  45.00  30.00   58
 45  \w    104.00 130.00   1.00   14.00    --  111.00 125.00-150.00   26
 46  \w    145.00 173.00   1.00   14.00    --  111.00 125.00-150.00   28
 47  \w     40.00  65.00   1.00   14.00    --  111.00 -45.00-180.00   25
 48  \w     90.00 147.00   1.00   14.00    --  111.00  45.00-180.00   57
 49  \w    106.00 132.00   1.00   14.00    --  111.00  45.00  60.00   26
 50  \w    144.00 169.00   1.00   14.00    --  111.00  45.00  60.00   25
 51  \w     81.00 107.00   1.00   14.00    --  111.00-108.00 -41.23   26
 52  \w     51.00  90.00   1.00   14.00    --  111.00 -61.00  90.00   39
 53  \w     87.00 112.00   1.00   14.00    --  111.00-125.00-180.00   25
 54  \w     53.00  79.00   1.00   14.00    --  111.00-108.00 -41.23   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0969973000
_diffrn_orient_matrix_UB_12      -0.0205006000
_diffrn_orient_matrix_UB_13      0.0187701000
_diffrn_orient_matrix_UB_21      0.0216533000
_diffrn_orient_matrix_UB_22      -0.0676381000
_diffrn_orient_matrix_UB_23      -0.0160831000
_diffrn_orient_matrix_UB_31      0.0553839000
_diffrn_orient_matrix_UB_32      -0.0093478000
_diffrn_orient_matrix_UB_33      0.0746431000
_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  0.0383
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            76946
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.347
_diffrn_reflns_theta_min         3.046
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.621
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86134
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.096
_exptl_crystal_description       block
_exptl_crystal_F_000             2128
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.738
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     813
_refine_ls_number_reflns         12218
_refine_ls_number_restraints     374
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0585
_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^)+(0.1035P)^2^+2.6302P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1658
_refine_ls_wR_factor_ref         0.1800
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10123
_reflns_number_total             12218
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc03832k2.cif
_cod_data_source_block           018cclw23_auto
_cod_depositor_comments
'Adding full bibliography for 1572469--1572472.cif.'
_cod_database_code               1572472
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C63 H98 Al1 N5 O1'
_shelx_estimated_absorpt_t_max   0.940
_shelx_estimated_absorpt_t_min   0.886
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C60A-C61A \\sim C60B-C61B
 with sigma of 0.02
 C5-C7A \\sim C5-C6B
 with sigma of 0.02
 C58A-C59A \\sim C58A-C59B
 with sigma of 0.02
 C60A-C58A \\sim C60B-C58A
 with sigma of 0.04
 C60A-C59A \\sim C60B-C59B
 with sigma of 0.02
 C61A-C62A \\sim C61B-C62B
 with sigma of 0.02
 C60A-C62A \\sim C60B-C62B
 with sigma of 0.04
 C61A-C59A \\sim C61B-C59B
 with sigma of 0.04
 C5-C6A \\sim C5-C7B
 with sigma of 0.02
 C15-C17A \\sim C15-C17B
 with sigma of 0.02
 C15-C18A \\sim C15-C18B
 with sigma of 0.02
 C15-C16A \\sim C15-C16B
 with sigma of 0.02
 C27-C29A \\sim C27-C29B
 with sigma of 0.02
 C27-C30A \\sim C27-C30B
 with sigma of 0.02
 C27-C28A \\sim C27-C28B
 with sigma of 0.02
 C63A-C62A \\sim C62B-C63B
 with sigma of 0.02
 C54-C55A \\sim C54-C55B
 with sigma of 0.02
 C55A-C56A \\sim C55B-C56B
 with sigma of 0.02
 C55A-C57A \\sim C55B-C57B
 with sigma of 0.02
 C54-C56A \\sim C54-C56B
 with sigma of 0.04
 C54-C57A \\sim C54-C57B
 with sigma of 0.04
 C56A-C57A \\sim C56B-C57B
 with sigma of 0.04
3. Rigid bond restraints
 C6B, C5, C7B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C30B, C27, C28B, C29B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C28A, C29A, C30A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C6A, C5, C7A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C56A, C55A, C57A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C35, C39, C40, C41, C42, C34
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C55A, C57A, C56A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C56B, C55B, C57B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C28B \\sim C28A \\sim C27 \\sim C29A \\sim C29B \\sim C30B \\sim C30A: within
2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C56B \\sim C56A \\sim C55B \\sim C55A \\sim C57B \\sim C57A: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(C30B) \\sim Ueq, Uanis(C28B) \\sim Ueq, Uanis(C29B) \\sim Ueq: with sigma
of 0.015 and sigma for terminal atoms of 0.03
Uanis(C63A) = Uanis(C63B)
Uanis(C63B) = Uanis(C63A)
Uanis(C6) = Uanis(C58A)
Uanis(C58A) = Uanis(C6)
5. Rigid body (RIGU) restrains
 C60A, C61A, C59A, C62A, C58A, C63A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C6B, C5, C7B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C59B, C63A, C62B, C61B, C60B, C58A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C15, C16B, C17B, C18B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C16A, C17A, C15, C18A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C28B, C27, C30B, C29B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C28A, C29A, C27, C30A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C7A, C5, C6A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C56A, C55A, C57A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C35, C39, C40, C41, C42, C34
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C55A, C56A, C57A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C56B, C55B, C57B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C60B)=Sof(H60C)=Sof(H60D)=Sof(C61B)=Sof(H61C)=Sof(H61D)=Sof(C59B)=
 Sof(H59C)=Sof(H59D)=Sof(C62B)=Sof(H62C)=Sof(H62D)=Sof(C63B)=Sof(H63D)=
 Sof(H63E)=Sof(H63F)=Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(H6C)=1-FVAR(1)
 Sof(C60A)=Sof(H60A)=Sof(H60B)=Sof(C61A)=Sof(H61A)=Sof(H61B)=Sof(C62A)=
 Sof(H62A)=Sof(H62B)=Sof(C63A)=Sof(H63A)=Sof(H63B)=Sof(H63C)=Sof(C58A)=
 Sof(H58A)=Sof(H58B)=Sof(H58C)=Sof(C59A)=Sof(H59A)=Sof(H59B)=FVAR(1)
 Sof(H5B)=Sof(C7B)=Sof(H7BA)=Sof(H7BB)=Sof(H7BC)=Sof(C6B)=Sof(H6BA)=Sof(H6BB)=
 Sof(H6BC)=1-FVAR(2)
 Sof(H5A)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(H7AC)=Sof(C6A)=Sof(H6AA)=Sof(H6AB)=
 Sof(H6AC)=FVAR(2)
 Sof(C18B)=Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C17B)=Sof(H17D)=Sof(H17E)=
 Sof(H17F)=Sof(C16B)=Sof(H16D)=Sof(H16E)=Sof(H16F)=1-FVAR(3)
 Sof(C17A)=Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(C18A)=Sof(H18A)=Sof(H18B)=
 Sof(H18C)=Sof(C16A)=Sof(H16A)=Sof(H16B)=Sof(H16C)=FVAR(3)
 Sof(C28B)=Sof(H28D)=Sof(H28E)=Sof(H28F)=Sof(C29B)=Sof(H29D)=Sof(H29E)=
 Sof(H29F)=Sof(C30B)=Sof(H30D)=Sof(H30E)=Sof(H30F)=1-FVAR(4)
 Sof(C29A)=Sof(H29A)=Sof(H29B)=Sof(H29C)=Sof(C30A)=Sof(H30A)=Sof(H30B)=
 Sof(H30C)=Sof(C28A)=Sof(H28A)=Sof(H28B)=Sof(H28C)=FVAR(4)
 Sof(C56B)=Sof(H56D)=Sof(H56E)=Sof(H56F)=Sof(C55B)=Sof(H55B)=Sof(C57B)=
 Sof(H57D)=Sof(H57E)=Sof(H57F)=1-FVAR(5)
 Sof(C55A)=Sof(H55A)=Sof(C56A)=Sof(H56A)=Sof(H56B)=Sof(H56C)=Sof(C57A)=
 Sof(H57A)=Sof(H57B)=Sof(H57C)=FVAR(5)
7.a Ternary CH refined with riding coordinates:
 C48(H48), C2(H2), C5(H5A), C5(H5B), C55A(H55A), C36(H36), C43(H43), C8(H8),
 C55B(H55B)
7.b Secondary CH2 refined with riding coordinates:
 C60A(H60A,H60B), C61A(H61A,H61B), C62A(H62A,H62B), C59A(H59A,H59B), C60B(H60C,
 H60D), C61B(H61C,H61D), C59B(H59C,H59D), C62B(H62C,H62D)
7.c Aromatic/amide H refined with riding coordinates:
 C31(H31), N3(H3), C25(H25), C19(H19), C13(H13), C51(H51), C40(H40), C52(H52),
 C53(H53), C39(H39), C41(H41)
7.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C),
 C29A(H29A,H29B,H29C), C50(H50A,H50B,H50C), C17A(H17A,H17B,H17C), C49(H49A,H49B,
 H49C), C9(H9A,H9B,H9C), C56A(H56A,H56B,H56C), C18A(H18A,H18B,H18C), C30A(H30A,
 H30B,H30C), C16A(H16A,H16B,H16C), C28A(H28A,H28B,H28C), C37(H37A,H37B,H37C),
 C44(H44A,H44B,H44C), C10(H10A,H10B,H10C), C57A(H57A,H57B,H57C), C7A(H7AA,H7AB,
 H7AC), C45(H45A,H45B,H45C), C38(H38A,H38B,H38C), C6A(H6AA,H6AB,H6AC),
 C63A(H63A,H63B,H63C), C58A(H58A,H58B,H58C), C7B(H7BA,H7BB,H7BC), C6B(H6BA,H6BB,
 H6BC), C18B(H18D,H18E,H18F), C17B(H17D,H17E,H17F), C16B(H16D,H16E,H16F),
 C28B(H28D,H28E,H28F), C29B(H29D,H29E,H29F), C30B(H30D,H30E,H30F), C63B(H63D,
 H63E,H63F), C6(H6A,H6B,H6C), C56B(H56D,H56E,H56F), C57B(H57D,H57E,H57F)
;
_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 1.449
_oxdiff_exptl_absorpt_empirical_full_min 0.743