#------------------------------------------------------------------------------
#$Date: 2025-08-21 00:40:30 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301839 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/13/4331370.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4331370
loop_
_publ_author_name
'Merle Arrowsmith'
'Michael S. Hill'
'Gabriele Kociok-Köhn'
'Dugald J. MacDougall'
'Mary F. Mahon'
'Ian Mallov'
_publ_section_title
;
 Three-Coordinate Beryllium β-Diketiminates: Synthesis and Reduction
 Chemistry
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              13408
_journal_page_last               13418
_journal_paper_doi               10.1021/ic3022968
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         'C29 H41 Be I N2'
_chemical_formula_sum            'C29 H41 Be I N2'
_chemical_formula_weight         553.55
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.2280(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.38820(10)
_cell_length_b                   17.2714(2)
_cell_length_c                   13.87650(10)
_cell_measurement_reflns_used    56458
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      34.972
_cell_measurement_theta_min      2.910
_cell_volume                     2877.96(5)
_computing_cell_refinement       'HKL Scalepack (Otwinski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
;
 DENZO-SCALEPACK Z. Otwinowski and W. Minor, " 
 Processing of x-ray Diffraction Data Collected in Oscillation Mode ", 
 Methods in Enzymology, Volume 276: Macromolecular Crystallography, 
 part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press.
;
_computing_molecular_graphics
'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565'
_computing_publication_material
;
 'WinGX publication routines, Farrugia, 
 L. J., J. Appl. Crystallogr., 1999, 32, 837-838
;
_computing_structure_refinement
;
 SHELXL97 -Program for Crystal Structure Analysis (Release 97-2). 
 Sheldrick, G.M., Institut für Anorganische Chemie der Universität, 
 Tammanstrasse 4, D-3400 Göttingen, Germany, 1998 
;
_computing_structure_solution
; 
 SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , 
 Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. 
 (1999) J. Appl. Cryst. 32, 115-119
;
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       '482 1.6 degree images with φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_sigmaI/netI    0.0279
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            69427
_diffrn_reflns_theta_full        34.95
_diffrn_reflns_theta_max         34.95
_diffrn_reflns_theta_min         3.03
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.130
_exptl_absorpt_correction_T_max  0.6606
_exptl_absorpt_correction_T_min  0.5753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       prism
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.998
_refine_diff_density_min         -1.469
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         12562
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0292
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0302P)²+1.2477P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0684
_refine_ls_wR_factor_ref         0.0766
_reflns_number_gt                9732
_reflns_number_total             12562
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic3022968_si_002_02.cif
_cod_data_source_block           k10msh9
_cod_database_code               4331370
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Be Be 0.82677(13) -0.13621(9) 0.24283(11) 0.0190(3) Uani 1 1 d .
I I 0.835028(8) -0.003973(4) 0.239664(7) 0.02827(3) Uani 1 1 d .
N1 N 0.79367(8) -0.18417(5) 0.33025(7) 0.01730(16) Uani 1 1 d .
N2 N 0.85499(8) -0.19072(5) 0.15863(7) 0.01723(16) Uani 1 1 d .
C1 C 0.79230(10) -0.26187(7) 0.32637(8) 0.01895(19) Uani 1 1 d .
C2 C 0.76169(14) -0.30747(8) 0.40802(10) 0.0295(3) Uani 1 1 d .
H2A H 0.8158 -0.2971 0.4711 0.044 Uiso 1 1 calc R
H2B H 0.7621 -0.3629 0.3928 0.044 Uiso 1 1 calc R
H2C H 0.6872 -0.2922 0.4134 0.044 Uiso 1 1 calc R
C3 C 0.81892(10) -0.30217(7) 0.24798(8) 0.0200(2) Uani 1 1 d .
H3 H 0.8161 -0.3571 0.2497 0.024 Uiso 1 1 calc R
C4 C 0.84945(10) -0.26793(6) 0.16721(8) 0.01823(19) Uani 1 1 d .
C5 C 0.87699(13) -0.32014(7) 0.08960(10) 0.0273(3) Uani 1 1 d .
H5A H 0.8328 -0.3049 0.0237 0.041 Uiso 1 1 calc R
H5B H 0.8597 -0.3739 0.1029 0.041 Uiso 1 1 calc R
H5C H 0.9564 -0.3157 0.0917 0.041 Uiso 1 1 calc R
C6 C 0.76833(10) -0.14471(7) 0.41417(8) 0.01875(19) Uani 1 1 d .
C7 C 0.85422(11) -0.13236(7) 0.50035(9) 0.0222(2) Uani 1 1 d .
C8 C 0.96959(12) -0.16680(8) 0.51189(10) 0.0272(2) Uani 1 1 d .
H8 H 0.9636 -0.2082 0.4605 0.033 Uiso 1 1 calc R
C9 C 1.01311(15) -0.20466(11) 0.61385(12) 0.0404(4) Uani 1 1 d .
H9A H 1.0233 -0.1650 0.6658 0.061 Uiso 1 1 calc R
H9B H 1.0846 -0.2299 0.6164 0.061 Uiso 1 1 calc R
H9C H 0.9593 -0.2433 0.6246 0.061 Uiso 1 1 calc R
C10 C 1.05207(13) -0.10584(10) 0.49255(12) 0.0364(3) Uani 1 1 d .
H10A H 1.0245 -0.0843 0.4257 0.055 Uiso 1 1 calc R
H10B H 1.1248 -0.1301 0.4978 0.055 Uiso 1 1 calc R
H10C H 1.0595 -0.0643 0.5418 0.055 Uiso 1 1 calc R
C11 C 0.83096(13) -0.08705(9) 0.57603(10) 0.0309(3) Uani 1 1 d .
H11 H 0.8883 -0.0771 0.6342 0.037 Uiso 1 1 calc R
C12 C 0.72583(14) -0.05626(10) 0.56800(12) 0.0362(3) Uani 1 1 d .
H12 H 0.7117 -0.0249 0.6198 0.043 Uiso 1 1 calc R
C13 C 0.64137(13) -0.07134(9) 0.48410(11) 0.0328(3) Uani 1 1 d .
H13 H 0.5690 -0.0512 0.4799 0.039 Uiso 1 1 calc R
C14 C 0.66037(11) -0.11550(8) 0.40541(9) 0.0249(2) Uani 1 1 d .
C15 C 0.56495(12) -0.13265(11) 0.31601(11) 0.0355(3) Uani 1 1 d .
H15 H 0.5952 -0.1641 0.2681 0.043 Uiso 1 1 calc R
C16 C 0.51367(17) -0.05959(16) 0.26248(18) 0.0646(7) Uani 1 1 d .
H16A H 0.4824 -0.0280 0.3076 0.097 Uiso 1 1 calc R
H16B H 0.4544 -0.0738 0.2042 0.097 Uiso 1 1 calc R
H16C H 0.5711 -0.0300 0.2411 0.097 Uiso 1 1 calc R
C17 C 0.47465(15) -0.18062(14) 0.34627(15) 0.0502(5) Uani 1 1 d .
H17A H 0.5083 -0.2269 0.3823 0.075 Uiso 1 1 calc R
H17B H 0.4183 -0.1961 0.2866 0.075 Uiso 1 1 calc R
H17C H 0.4396 -0.1495 0.3892 0.075 Uiso 1 1 calc R
C18 C 0.89142(10) -0.15803(7) 0.07562(8) 0.0192(2) Uani 1 1 d .
C19 C 1.00576(11) -0.14677(7) 0.08477(9) 0.0219(2) Uani 1 1 d .
C20 C 1.09366(11) -0.17163(8) 0.17640(10) 0.0256(2) Uani 1 1 d .
H20 H 1.0555 -0.2014 0.2202 0.031 Uiso 1 1 calc R
C21 C 1.15035(14) -0.10131(10) 0.23546(12) 0.0374(3) Uani 1 1 d .
H21A H 1.1907 -0.0720 0.1949 0.056 Uiso 1 1 calc R
H21B H 1.2028 -0.1190 0.2964 0.056 Uiso 1 1 calc R
H21C H 1.0938 -0.0681 0.2527 0.056 Uiso 1 1 calc R
C22 C 1.18102(13) -0.22467(10) 0.15002(12) 0.0368(3) Uani 1 1 d .
H22A H 1.1437 -0.2665 0.1067 0.055 Uiso 1 1 calc R
H22B H 1.2282 -0.2468 0.2110 0.055 Uiso 1 1 calc R
H22C H 1.2272 -0.1947 0.1154 0.055 Uiso 1 1 calc R
C23 C 1.03830(13) -0.11053(8) 0.00633(10) 0.0280(2) Uani 1 1 d .
H23 H 1.1152 -0.1016 0.0114 0.034 Uiso 1 1 calc R
C24 C 0.96050(14) -0.08743(9) -0.07877(11) 0.0327(3) Uani 1 1 d .
H24 H 0.9842 -0.0632 -0.1315 0.039 Uiso 1 1 calc R
C25 C 0.84875(13) -0.09968(9) -0.08656(10) 0.0310(3) Uani 1 1 d .
H25 H 0.7961 -0.0842 -0.1454 0.037 Uiso 1 1 calc R
C26 C 0.81120(11) -0.13433(8) -0.00970(9) 0.0245(2) Uani 1 1 d .
C27 C 0.68696(13) -0.14474(11) -0.02130(11) 0.0382(4) Uani 1 1 d .
H27 H 0.6762 -0.1723 0.0390 0.046 Uiso 1 1 calc R
C28 C 0.63483(16) -0.19424(13) -0.11234(14) 0.0502(5) Uani 1 1 d .
H28A H 0.6427 -0.1677 -0.1727 0.075 Uiso 1 1 calc R
H28B H 0.5557 -0.2023 -0.1158 0.075 Uiso 1 1 calc R
H28C H 0.6728 -0.2444 -0.1069 0.075 Uiso 1 1 calc R
C29 C 0.62702(18) -0.06671(17) -0.02800(19) 0.0706(8) Uani 1 1 d .
H29A H 0.6613 -0.0352 0.0302 0.106 Uiso 1 1 calc R
H29B H 0.5483 -0.0753 -0.0299 0.106 Uiso 1 1 calc R
H29C H 0.6330 -0.0397 -0.0886 0.106 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Be Be 0.0005 0.0002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 Be N2 112.95(10)
N1 Be I 123.47(9)
N2 Be I 123.58(9)
C1 N1 C6 119.95(9)
C1 N1 Be 119.27(10)
C6 N1 Be 120.75(9)
C4 N2 C18 119.33(9)
C4 N2 Be 119.56(10)
C18 N2 Be 121.05(9)
N1 C1 C3 121.72(10)
N1 C1 C2 119.77(11)
C3 C1 C2 118.51(10)
C1 C2 H2A 109.5
C1 C2 H2B 109.5
H2A C2 H2B 109.5
C1 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
C1 C3 C4 125.11(10)
C1 C3 H3 117.4
C4 C3 H3 117.4
N2 C4 C3 121.39(10)
N2 C4 C5 120.39(10)
C3 C4 C5 118.22(10)
C4 C5 H5A 109.5
C4 C5 H5B 109.5
H5A C5 H5B 109.5
C4 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C14 C6 C7 121.54(11)
C14 C6 N1 119.25(10)
C7 C6 N1 119.09(10)
C11 C7 C6 118.13(12)
C11 C7 C8 120.20(12)
C6 C7 C8 121.68(11)
C7 C8 C9 111.90(13)
C7 C8 C10 111.23(12)
C9 C8 C10 110.85(12)
C7 C8 H8 107.5
C9 C8 H8 107.5
C10 C8 H8 107.5
C8 C9 H9A 109.5
C8 C9 H9B 109.5
H9A C9 H9B 109.5
C8 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C8 C10 H10A 109.5
C8 C10 H10B 109.5
H10A C10 H10B 109.5
C8 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C12 C11 C7 121.24(13)
C12 C11 H11 119.4
C7 C11 H11 119.4
C13 C12 C11 119.75(13)
C13 C12 H12 120.1
C11 C12 H12 120.1
C12 C13 C14 121.43(13)
C12 C13 H13 119.3
C14 C13 H13 119.3
C13 C14 C6 117.85(12)
C13 C14 C15 119.87(12)
C6 C14 C15 122.26(12)
C14 C15 C16 112.65(16)
C14 C15 C17 110.87(13)
C16 C15 C17 109.69(15)
C14 C15 H15 107.8
C16 C15 H15 107.8
C17 C15 H15 107.8
C15 C16 H16A 109.5
C15 C16 H16B 109.5
H16A C16 H16B 109.5
C15 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C15 C17 H17A 109.5
C15 C17 H17B 109.5
H17A C17 H17B 109.5
C15 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C19 C18 C26 121.61(11)
C19 C18 N2 119.07(10)
C26 C18 N2 119.23(11)
C23 C19 C18 117.97(12)
C23 C19 C20 119.59(12)
C18 C19 C20 122.43(11)
C19 C20 C22 111.89(11)
C19 C20 C21 111.29(12)
C22 C20 C21 110.11(12)
C19 C20 H20 107.8
C22 C20 H20 107.8
C21 C20 H20 107.8
C20 C21 H21A 109.5
C20 C21 H21B 109.5
H21A C21 H21B 109.5
C20 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
C20 C22 H22A 109.5
C20 C22 H22B 109.5
H22A C22 H22B 109.5
C20 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C24 C23 C19 121.24(13)
C24 C23 H23 119.4
C19 C23 H23 119.4
C25 C24 C23 119.82(12)
C25 C24 H24 120.1
C23 C24 H24 120.1
C24 C25 C26 121.45(13)
C24 C25 H25 119.3
C26 C25 H25 119.3
C25 C26 C18 117.89(12)
C25 C26 C27 119.23(12)
C18 C26 C27 122.88(11)
C26 C27 C29 111.48(16)
C26 C27 C28 111.39(14)
C29 C27 C28 109.98(15)
C26 C27 H27 107.9
C29 C27 H27 107.9
C28 C27 H27 107.9
C27 C28 H28A 109.5
C27 C28 H28B 109.5
H28A C28 H28B 109.5
C27 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C27 C29 H29A 109.5
C27 C29 H29B 109.5
H29A C29 H29B 109.5
C27 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Be N1 1.6032(18)
Be N2 1.6046(18)
Be I 2.2872(15)
N1 C1 1.3429(14)
N1 C6 1.4487(14)
N2 C4 1.3420(14)
N2 C18 1.4508(14)
C1 C3 1.3975(16)
C1 C2 1.5031(16)
C2 H2A 0.9800
C2 H2B 0.9800
C2 H2C 0.9800
C3 C4 1.3991(16)
C3 H3 0.9500
C4 C5 1.5066(16)
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C6 C14 1.4064(17)
C6 C7 1.4080(17)
C7 C11 1.3954(17)
C7 C8 1.5197(19)
C8 C9 1.531(2)
C8 C10 1.536(2)
C8 H8 1.0000
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 C12 1.386(2)
C11 H11 0.9500
C12 C13 1.385(2)
C12 H12 0.9500
C13 C14 1.3985(19)
C13 H13 0.9500
C14 C15 1.5176(19)
C15 C16 1.522(3)
C15 C17 1.531(3)
C15 H15 1.0000
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 C19 1.4043(17)
C18 C26 1.4066(17)
C19 C23 1.3981(17)
C19 C20 1.5187(18)
C20 C22 1.529(2)
C20 C21 1.535(2)
C20 H20 1.0000
C21 H21A 0.9800
C21 H21B 0.9800
C21 H21C 0.9800
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
C23 C24 1.387(2)
C23 H23 0.9500
C24 C25 1.378(2)
C24 H24 0.9500
C25 C26 1.3985(18)
C25 H25 0.9500
C26 C27 1.518(2)
C27 C29 1.530(3)
C27 C28 1.531(3)
C27 H27 1.0000
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
C29 H29A 0.9800
C29 H29B 0.9800
C29 H29C 0.9800
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168337832
