Fluorenyl-tethered N-heterocyclic carbene (NHC): an exclusive C-donor ligand for heteroleptic calcium and strontium chemistry.
Mondal, Sumana; Sarkar, Subham; Mandal, Chhotan; Mallick, Dibyendu; Mukherjee, Debabrata; Chemical communications (Cambridge, England) 60 (2024) 4553–4556; doi:10.1039/d4cc00397g

data_7132864
_publ_section_title
;
 Fluorenyl-tethered N-heterocyclic carbene (NHC): an exclusive C-donor
 ligand for heteroleptic calcium and strontium chemistry.
;
_journal_issue                   34
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4553
_journal_page_last               4556
_journal_paper_doi               10.1039/d4cc00397g
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C38 H47 Ca I N2 O2, C6 H6'
_chemical_formula_sum            'C44 H53 Ca I N2 O2'
_chemical_formula_weight         808.86
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-02-28
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-03-11 deposited with the CCDC.	2024-03-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.6200(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.14530(10)
_cell_length_b                   21.64110(10)
_cell_length_c                   16.45190(10)
_cell_measurement_reflns_used    32972
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      67.9910
_cell_measurement_theta_min      3.3940
_cell_volume                     3912.34(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_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            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_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     14.00 109.00   0.50    0.20    --   40.58  77.00 120.00  190
  2  \w     14.00 109.00   0.50    0.20    --   40.58  77.00  60.00  190
  3  \w     14.00 109.00   0.50    0.20    --   40.58  77.00   0.00  190
  4  \w     22.00 108.00   0.50    0.20    --   40.58  48.00 -30.00  172
  5  \w    -29.00  31.00   0.50    0.20    --   40.58 -25.00-150.00  120
  6  \w    -26.00  54.00   0.50    0.20    --   40.58 -48.00-178.00  160
  7  \w    -29.00  31.00   0.50    0.20    --   40.58 -25.00 150.00  120
  8  \w    105.00 170.00   0.50    0.50    --   96.35  96.00 -60.00  130
  9  \w     75.00 165.00   0.50    0.50    --   96.35  59.00   0.00  180
 10  \w     78.00 164.00   0.50    0.50    --   96.35  48.00 -30.00  172
 11  \w     83.00 164.00   0.50    0.50    --   96.35  33.00-120.00  162
 12  \w     81.00 167.00   0.50    0.50    --   96.35  25.00 -60.00  172
 13  \w     81.00 167.00   0.50    0.50    --   96.35  25.00  60.00  172
 14  \w     83.00 164.00   0.50    0.50    --   96.35  33.00  90.00  162
 15  \w     29.00  83.00   0.50    0.50    --   96.35 -68.00  60.00  108
 16  \w     29.00  83.00   0.50    0.50    --   96.35 -68.00 150.00  108
 17  \w     29.00  83.00   0.50    0.50    --   96.35 -68.00  30.00  108
 18  \w     28.00  68.00   0.50    0.50    --   96.35 -59.00  90.00   80
 19  \w     28.00  68.00   0.50    0.50    --   96.35 -59.00  30.00   80
 20  \w     28.00  68.00   0.50    0.50    --   96.35 -59.00   0.00   80
 21  \w     28.00  68.00   0.50    0.50    --   96.35 -59.00 -60.00   80
 22  \w     30.00  57.00   0.50    0.50    --   96.35 -50.00   0.00   54
 23  \w     28.00  68.00   0.50    0.50    --   96.35 -59.00 -90.00   80
 24  \w     29.00  83.00   0.50    0.50    --   96.35 -68.00-120.00  108
 25  \w     29.00  83.00   0.50    0.50    --   96.35 -68.00-180.00  108
 26  \w     28.00  68.00   0.50    0.50    --   96.35 -59.00-180.00   80
 27  \w     30.00  57.00   0.50    0.50    --   96.35 -50.00-150.00   54
 28  \w     30.00  57.00   0.50    0.50    --   96.35 -50.00  60.00   54
 29  \w     30.00  57.00   0.50    0.50    --   96.35 -50.00  90.00   54
 30  \w     41.00 100.00   0.50    0.20    --   40.58-138.00  90.00  118
 31  \w     44.00 127.00   0.50    0.50    --   96.35-145.00  60.00  166
 32  \w     41.00 100.00   0.50    0.20    --   40.58-138.00-180.00  118
 33  \w    -31.00  30.00   0.50    0.20    --  -40.58  25.00-180.00  122
 34  \w    -24.00  35.00   0.50    0.20    --  -40.58  12.00-150.00  118
 35  \w    -24.00  35.00   0.50    0.20    --  -40.58  12.00 -30.00  118
 36  \w    -54.00  27.00   0.50    0.20    --  -40.58  48.00 -30.00  162
 37  \w    -43.00  26.00   0.50    0.20    --  -40.58  38.00  90.00  138
 38  \w    -43.00  26.00   0.50    0.20    --  -40.58  38.00 150.00  138
 39  \w    -24.00  35.00   0.50    0.20    --  -40.58  12.00  90.00  118
 40  \w    -24.00  35.00   0.50    0.20    --  -40.58  12.00  60.00  118
 41  \w    -84.00 -18.00   0.50    0.50    --  -82.50 117.00 -30.00  132
 42  \w    -54.00 -15.00   0.50    0.50    --  -82.50  48.00 -30.00   78
 43  \w    -47.00 -15.00   0.50    0.50    --  -82.50  42.00-150.00   64
 44  \w   -150.00 -64.00   0.50    0.50    --  -82.50 -48.00-178.00  172
 45  \w   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00 -90.00  190
 46  \w   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00-120.00  190
 47  \w   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00-150.00  190
 48  \w   -108.00 -22.00   0.50    0.20    --  -40.58 -48.00-178.00  172
 49  \w   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00 -60.00  190
 50  \w   -108.00 -17.00   0.50    0.20    --  -40.58 -64.00  30.00  182
 51  \w   -108.00 -17.00   0.50    0.20    --  -40.58 -64.00  90.00  182
 52  \w   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00 150.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1127237000
_diffrn_orient_matrix_UB_12      -0.0103051000
_diffrn_orient_matrix_UB_13      -0.0412070000
_diffrn_orient_matrix_UB_21      0.0568151000
_diffrn_orient_matrix_UB_22      -0.0408748000
_diffrn_orient_matrix_UB_23      0.0729918000
_diffrn_orient_matrix_UB_31      -0.0609118000
_diffrn_orient_matrix_UB_32      -0.0574062000
_diffrn_orient_matrix_UB_33      -0.0446054000
_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  0.0542
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            46269
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.328
_diffrn_reflns_theta_min         3.405
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.867
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38405
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear greenish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_description       block
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     464
_refine_ls_number_reflns         7115
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0234
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0295P)^2^+1.4592P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0596
_refine_ls_wR_factor_ref         0.0604
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6752
_reflns_number_total             7115
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc00397g2.cif
_cod_data_source_block           sm-484_12012024
_cod_depositor_comments
'Adding full bibliography for 7132864--7132867.cif.'
_cod_database_code               7132864
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C H Ca N I'
_chemical_oxdiff_usercomment     '100 K'
_shelx_estimated_absorpt_t_max   0.428
_shelx_estimated_absorpt_t_min   0.154
_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. Rigid body (RIGU) restrains
 O004, C019
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Fixed Sof: H01M(0.75) H01N(0.75) H01O(0.25) H01P(0.25) C01E(0.75) H01S(0.75)
 H01T(0.75) C1(0.25) H1A(0.25) H1B(0.25)
4.a Ternary CH refined with riding coordinates:
 C00B(H00E), C00P(H00P)
4.b Secondary CH2 refined with riding coordinates:
 C009(H00A,H00B), C00A(H00C,H00D), C00K(H00H,H00I), C00R(H00J,H00K), C011(H01A,
 H01B), C013(H01F,H01G), C014(H01H,H01I), C019(H01M,H01N), C019(H01O,H01P),
 C01C(H01Q,H01R), C01E(H01S,H01T), C1(H1A,H1B)
4.c Aromatic/amide H refined with riding coordinates:
 C00D(H00F), C00G(H00G), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O),
 C00Q(H00Q), C00T(H00T), C00U(H00U), C00V(H00V), C00X(H00X), C00Y(H00Y),
 C010(H010), C015(HB), C017(HC), C018(HD), C01A(HE), C01B(HF), C01D(HG)
4.d Idealised Me refined as rotating group:
 C00W(H00R,H00S,H00W), C00Z(H00Z,H,HA), C012(H01C,H01D,H01E), C016(H01J,H01K,
 H01L)
;
_shelx_res_checksum              93417
_shelx_hkl_checksum              44248
_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 1.922
_oxdiff_exptl_absorpt_empirical_full_min 0.772