A rare isocyanide derived from an unprecedented neutral yttrium(ii) bis(amide) complex.
Jena, Rashmi; Benner, Florian; Delano, 4th, Francis; Holmes, Daniel; McCracken, John; Demir, Selvan; Odom, Aaron L.; Chemical science 14 (2023) 4257–4264; doi:10.1039/d3sc00171g

data_1568684
_publ_section_title
;
 A rare isocyanide derived from an unprecedented neutral yttrium(ii)
 bis(amide) complex.
;
_journal_issue                   16
_journal_name_full               'Chemical science'
_journal_page_first              4257
_journal_page_last               4264
_journal_paper_doi               10.1039/d3sc00171g
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety
'C72 H100 Cl N2 Y, 0.75(C6 H14), 0.25(C6 H12), C6 H11.5'
_chemical_formula_sum            'C84 H125 Cl N2 Y'
_chemical_formula_weight         1287.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2022-07-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-09-15 deposited with the CCDC.	2023-03-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.0170(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   39.6030(5)
_cell_length_b                   16.4949(2)
_cell_length_c                   25.0473(3)
_cell_measurement_reflns_used    24642
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      76.1960
_cell_measurement_theta_min      2.8660
_cell_volume                     16359.5(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.918
_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     95.00 174.00   0.50    0.57    --  106.58  41.00  84.00  158
  2  \w    129.00 173.00   0.50    0.57    --  106.58  61.00 150.00   88
  3  \w     76.00 101.00   0.50    0.14    --   47.61  41.00  84.00   50
  4  \w    -27.00  25.00   0.50    0.14    --   47.61 -19.00  60.00  104
  5  \w     -6.00  25.00   0.50    0.14    --   47.61 -41.00 -68.00   62
  6  \w    -19.00  24.00   0.50    0.14    --   47.61 -19.00-180.00   86
  7  \w     34.00  70.00   0.50    0.57    --  106.58 -61.00-150.00   72
  8  \w     38.00  69.00   0.50    0.57    --  106.58 -61.00-180.00   62
  9  \w     40.00  65.00   0.50    0.57    --  106.58 -61.00 -90.00   50
 10  \w     35.00  69.00   0.50    0.57    --  106.58 -61.00 -60.00   68
 11  \w     34.00  70.00   0.50    0.57    --  106.58 -61.00 150.00   72
 12  \w    -70.00 -19.00   0.50    0.57    --  -91.75  61.00-180.00  102
 13  \w    -48.00 -21.00   0.50    0.57    --  -91.75  45.00-180.00   54
 14  \w    -47.00 -21.00   0.50    0.57    --  -91.75  45.00 -90.00   52
 15  \w    -52.00 -23.00   0.50    0.57    --  -91.75  45.00   0.00   58
 16  \w    -47.00  14.00   0.50    0.14    --  -47.61  41.00  84.00  122
 17  \w    -70.00 -19.00   0.50    0.57    --  -91.75  61.00 120.00  102
 18  \w    -47.00 -22.00   0.50    0.57    --  -91.75  41.00  84.00   50
 19  \w    -49.00 -24.00   0.50    0.57    --  -91.75  45.00  60.00   50
 20  \w   -119.00 -52.00   0.50    0.14    --  -47.61 -41.00 -68.00  134
 21  \w   -159.00-133.00   0.50    0.57    --  -91.75 -61.00-150.00   52
 22  \w   -155.00-130.00   0.50    0.57    --  -91.75 -45.00-120.00   50
 23  \w   -163.00-126.00   0.50    0.57    --  -91.75 -77.00  60.00   74
 24  \w    -82.00 -57.00   0.50    0.57    --  -91.75 125.00-180.00   50
 25  \w    -78.00 -34.00   0.50    0.14    --  -47.61 125.00-150.00   88
 26  \w   -128.00-102.00   0.50    0.57    --  -91.75 -41.00 -68.00   52
 27  \w   -150.00-122.00   0.50    0.57    --  -91.75 -94.00   0.00   56
 28  \w   -159.00-131.00   0.50    0.57    --  -91.75 -94.00-120.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0047761000
_diffrn_orient_matrix_UB_12      -0.0479108000
_diffrn_orient_matrix_UB_13      0.0332825000
_diffrn_orient_matrix_UB_21      0.0608499000
_diffrn_orient_matrix_UB_22      -0.0063442000
_diffrn_orient_matrix_UB_23      -0.0043309000
_diffrn_orient_matrix_UB_31      0.0076908000
_diffrn_orient_matrix_UB_32      0.0799573000
_diffrn_orient_matrix_UB_33      0.0196471000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_av_unetI/netI     0.0692
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.918
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            59902
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.918
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.287
_diffrn_reflns_theta_min         2.902
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.590
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.599
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.98a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.045
_exptl_crystal_description       block
_exptl_crystal_F_000             5592
_exptl_crystal_size_max          0.196
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.101
_refine_diff_density_max         0.802
_refine_diff_density_min         -0.747
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1044
_refine_ls_number_reflns         15940
_refine_ls_number_restraints     287
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0598
_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^)+(0.0862P)^2^+26.7012P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1564
_refine_ls_wR_factor_ref         0.1727
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12491
_reflns_number_total             15940
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc00171g2.cif
_cod_data_source_block           cem
_cod_depositor_comments
'Adding full bibliography for 1568682--1568684.cif.'
_cod_database_code               1568684
_shelxl_version_number           2013-3
_chemical_oxdiff_formula         C36H51N2
_shelx_estimated_absorpt_t_max   0.856
_shelx_estimated_absorpt_t_min   0.746
_reflns_odcompleteness_completeness 91.15
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     77.83
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H15A,H15B} of C15, {H14A,H14B} of C14, {H16A,H16B} of C16,
   {H37A,H37B} of C37, {H38A,H38B} of C38, {H29A,H29B} of C29, {H43A,H43B} of
  C43, {H42A,H42B} of C42, {H20A,H20B} of C20, {H33A,H33B} of C33, {H34A,H34B}
  of C34, {H17A,H17B} of C17, {H35A,H35B} of C35, {H52A,H52B} of C52, {H53A,
  H53B} of C53, {H28A,H28B} of C28, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, {H1BA,H1BB} of C1B
2. Restrained distances
 C13-C14 = C14-C15 = C15-C16 = C16-C17 = C17-C18
 1.52 with sigma of 0.02
 C14-C16 = C15-C17
 2.54 with sigma of 0.04
 C13-C15 = C16-C18
 2.53 with sigma of 0.04
 C27-C29 \\sim C42-C28 \\sim C28-C30
 with sigma of 0.04
 C42-C27 \\sim C27-C28 \\sim C28-C29 \\sim C29-C30
 with sigma of 0.02
 C20-C53 \\sim C53-C44 \\sim C52-C43 \\sim C43-C41
 with sigma of 0.04
 C20-C52 \\sim C52-C53 \\sim C53-C43 \\sim C43-C44 \\sim C44-C41
 with sigma of 0.02
 C13-C14 \\sim C14-C15 \\sim C15-C16 \\sim C16-C17 \\sim C17-C18
 with sigma of 0.02
 C13-C15 \\sim C15-C17 \\sim C14-C16 \\sim C16-C18
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C27 \\sim C28 \\sim C29 \\sim C30 \\sim C42: within 2A with sigma of 0.002 and
sigma for terminal atoms of 0.004 within 2A
C19 \\sim C20 \\sim C43 \\sim C44 \\sim C52 \\sim C53 \\sim C27 \\sim C28 \\sim
C29 \\sim C30 \\sim C41 \\sim C42: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
C20 \\sim C43 \\sim C44 \\sim C52 \\sim C53 \\sim C41: within 2A with sigma of
0.002 and sigma for terminal atoms of 0.0004 within 2A
C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim C18: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
C31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim
C39 \\sim C40: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
4. Rigid body (RIGU) restrains
 C27, C28, C29, C30, C42
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C20, C43, C44, C52, C53, C41
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C13, C14, C15, C16, C17, C18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C641(0.5) H641(0.5) C642(0.5) H642(0.5) C643(0.5) H64A(0.5)
 H64B(0.5) H64C(0.5) C644(0.5) H64D(0.5) H64E(0.5) H64F(0.5) C645(0.5)
 H64G(0.5) H64H(0.5) H64I(0.5) C646(0.5) H64J(0.5) H64K(0.5) H64L(0.5) C13(0.5)
 H13A(0.5) H13B(0.5) H13C(0.5) C14(0.5) H14A(0.5) H14B(0.5) C15(0.5) H15A(0.5)
 H15B(0.5) C16(0.5) H16A(0.5) H16B(0.5) C17(0.5) H17A(0.5) H17B(0.5) C18(0.5)
 H18A(0.5) H18B(0.5) H18C(0.5) C19(0.25) H19A(0.25) H19B(0.25) H19C(0.25)
 C20(0.25) H20A(0.25) H20B(0.25) C52(0.25) H52A(0.25) H52B(0.25) C43(0.25)
 H43A(0.25) H43B(0.25) C44(0.25) H44A(0.25) H44B(0.25) H44C(0.25) C53(0.25)
 H53A(0.25) H53B(0.25) C27(0.25) C28(0.25) H28A(0.25) H28B(0.25) C29(0.25)
 H29A(0.25) H29B(0.25) C30(0.25) H30A(0.25) H30B(0.25) H30C(0.25) C41(0.25)
 H41A(0.25) H41B(0.25) H41C(0.25) C42(0.25) H42A(0.25) H42B(0.25) H32C(0.5)
 H32D(0.5) H32A(0.5) H32B(0.5) C33(0.5) H33A(0.5) H33B(0.5) C34(0.5) H34A(0.5)
 H34B(0.5) C35(0.5) H35A(0.5) H35B(0.5) C36(0.5) C37(0.5) H37A(0.5) H37B(0.5)
 C38(0.5) H38A(0.5) H38B(0.5) C39(0.5) H39A(0.5) H39B(0.5) H39C(0.5) C40(0.5)
6.a Riding coordinates:
 C13(H13A,H13B,H13C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C52(H52A,H52B),
  C44(H44A,H44B,H44C), C29(H29A,H29B), C41(H41A,H41B,H41C)
6.b Free rotating group:
 C20(C52)
6.c Ternary CH refined with riding coordinates:
 C46(H46), C51(H51), C126(H126), C221(H221), C241(H241), C261(H261),
 C621(H621), C641(H641), C642(H642), C661(H661), C821(H821), C841(H841),
 C861(H861)
6.d Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C20(H20A,
 H20B), C43(H43A,H43B), C53(H53A,H53B), C28(H28A,H28B), C42(H42A,H42B),
 C32(H32C,H32D), C32(H32A,H32B), C33(H33A,H33B), C34(H34A,H34B), C35(H35A,H35B),
  C37(H37A,H37B), C38(H38A,H38B)
6.e Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C11(H11), C63(H63), C65(H65), C123(H123), C125(H125)
6.f Idealised Me refined as rotating group:
 C1A(H1AA,H1AB,H1AC), C45(H45A,H45B,H45C), C47(H47A,H47B,H47C), C122(H12A,H12B,
 H12C), C124(H12D,H12E,H12F), C222(H22A,H22B,H22C), C223(H22D,H22E,H22F),
 C242(H24A,H24B,H24C), C243(H24D,H24E,H24F), C262(H26A,H26B,H26C), C263(H26D,
 H26E,H26F), C622(H62A,H62B,H62C), C623(H62D,H62E,H62F), C643(H64A,H64B,H64C),
 C644(H64D,H64E,H64F), C645(H64G,H64H,H64I), C646(H64J,H64K,H64L), C662(H66A,
 H66B,H66C), C663(H66D,H66E,H66F), C822(H82A,H82B,H82C), C823(H82D,H82E,H82F),
 C842(H84A,H84B,H84C), C843(H84D,H84E,H84F), C863(H86D,H86E,H86F), C30(H30A,
 H30B,H30C), C31(H31A,H31B,H31C), C39(H39A,H39B,H39C)
;
_shelx_res_checksum              7531
_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 1.838
_oxdiff_exptl_absorpt_empirical_full_min 0.573