Reactivity of a magnesium diboranate with organic nitriles.
Shere, Henry; Hill, Michael S.; Pécharman, Anne-Frédérique; Mahon, Mary F.; Dalton transactions (Cambridge, England : 2003) 50 (2021) 1283–1292; doi:10.1039/d0dt04016a

data_7706050
_publ_section_title
;
 Reactivity of a magnesium diboranate with organic nitriles.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1283
_journal_page_last               1292
_journal_paper_doi               10.1039/d0dt04016a
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C49 H81 B2 Mg N3 O4, 0.5(C7 H8)'
_chemical_formula_sum            'C52.5 H85 B2 Mg N3 O4'
_chemical_formula_weight         868.16
_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     iterative
_audit_creation_date             2018-11-28
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-11-17 deposited with the CCDC.	2020-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.3980(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.61530(10)
_cell_length_b                   23.5122(2)
_cell_length_c                   19.4842(2)
_cell_measurement_reflns_used    20353
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.2540
_cell_measurement_theta_min      2.9690
_cell_volume                     5249.74(8)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1150
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            72525
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.429
_diffrn_reflns_theta_min         2.969
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.625
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87097
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.098
_exptl_crystal_description       block
_exptl_crystal_F_000             1900
_exptl_crystal_size_max          0.208
_exptl_crystal_size_mid          0.189
_exptl_crystal_size_min          0.106
_refine_diff_density_max         0.663
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     780
_refine_ls_number_reflns         10505
_refine_ls_number_restraints     246
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0727
_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^)+(0.0980P)^2^+4.0702P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1934
_refine_ls_wR_factor_ref         0.2045
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8845
_reflns_number_total             10505
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt04016a2.cif
_cod_data_source_block           s18msh167_cpd_1
_cod_depositor_comments
'Adding full bibliography for 7706050--7706056.cif.'
_cod_original_formula_sum        'C52.50 H85 B2 Mg N3 O4'
_cod_database_code               7706050
_shelxl_version_number           2014-3
_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. Restrained distances
 O1-C30 \\sim O1-C30A
 with sigma of 0.02
 O2-C31 \\sim O2-C31A
 with sigma of 0.02
 C30-C31 \\sim C30A-C31A
 with sigma of 0.02
 C30-C32 \\sim C30A-C32A
 with sigma of 0.02
 C30-C33 \\sim C30A-C33A
 with sigma of 0.02
 C31-C34 \\sim C31A-C34A
 with sigma of 0.02
 C31-C35 \\sim C31A-C35A
 with sigma of 0.02
 O1-C31 \\sim O1-C31A
 with sigma of 0.04
 O1-C32 \\sim O1-C32A
 with sigma of 0.04
 O1-C33 \\sim O1-C33A
 with sigma of 0.04
 O2-C30 \\sim O2-C30A
 with sigma of 0.04
 O2-C34 \\sim O2-C34A
 with sigma of 0.04
 O2-C35 \\sim O2-C35A
 with sigma of 0.04
 C30-C34 \\sim C30A-C34A
 with sigma of 0.04
 C30-C35 \\sim C30A-C35A
 with sigma of 0.04
 C31-C32 \\sim C31A-C32A
 with sigma of 0.04
 C31-C33 \\sim C31A-C33A
 with sigma of 0.04
 C32-C33 \\sim C32A-C33A
 with sigma of 0.04
 C34-C35 \\sim C34A-C35A
 with sigma of 0.04
 Mg1-O1 \\sim Mg1-O1A
 with sigma of 0.02
 O1-C30 \\sim O1A-C30
 with sigma of 0.02
 O1-B1 \\sim O1A-B1
 with sigma of 0.02
 O1-C30A \\sim O1A-C30A
 with sigma of 0.02
 C27-C28 \\sim C27-C28A
 with sigma of 0.02
 C27-C29 \\sim C27-C29A
 with sigma of 0.02
 O3-C36 \\sim O3-C36A
 with sigma of 0.02
 O4-C37 \\sim O4A-C37A
 with sigma of 0.02
 O4-B2 \\sim O4A-B2
 with sigma of 0.02
 C36-C37 \\sim C36A-C37A
 with sigma of 0.02
 C36-C39 \\sim C36A-C39A
 with sigma of 0.02
 C37-C40 \\sim C37A-C40A
 with sigma of 0.02
 C37-C41 \\sim C37A-C41A
 with sigma of 0.02
 O3-C37 \\sim O3-C37A
 with sigma of 0.04
 O3-C39 \\sim O3-C39A
 with sigma of 0.04
 O4-C36 \\sim O4A-C36A
 with sigma of 0.04
 O4-C40 \\sim O4A-C40A
 with sigma of 0.04
 O4-C41 \\sim O4A-C41A
 with sigma of 0.04
 C36-C40 \\sim C36A-C40A
 with sigma of 0.04
 C36-C41 \\sim C36A-C41A
 with sigma of 0.04
 C37-C39 \\sim C37A-C39A
 with sigma of 0.04
 C37-B2 \\sim C37A-B2
 with sigma of 0.04
 C40-C41 \\sim C40A-C41A
 with sigma of 0.04
 O4A-B2 \\sim O4-B2
 with sigma of 0.005
 C51-C52 \\sim C52-C53 \\sim C53-C54 \\sim C54-C55 \\sim C55-C56 \\sim C56-C51
 with sigma of 0.02
 C51-C55 \\sim C51-C53 \\sim C56-C54 \\sim C52-C56 \\sim C53-C55 \\sim C52-C54
 with sigma of 0.04
 C50-C56 \\sim C50-C52
 with sigma of 0.04
 C46-C47 \\sim C46-C47A
 with sigma of 0.02
 C47-C48 \\sim C47A-C48A
 with sigma of 0.02
 C48-C49 \\sim C48A-C49
 with sigma of 0.02
 C46-C48 \\sim C46-C48A
 with sigma of 0.04
 C47-C49 \\sim C47A-C49
 with sigma of 0.04
 C48-C49 \\sim C48-C49A
 with sigma of 0.02
 C49-C48A \\sim C49A-C48A
 with sigma of 0.02
 C47A-C46 \\sim C47-C46 \\sim C48-C47 \\sim C48A-C47A \\sim C49A-C48A \\sim
C49-C48
 with sigma of 0.005
 C49-C47 \\sim C49A-C47A
 with sigma of 0.01
 C36-C38 \\sim C36A-C38A
 with sigma of 0.02
 O3-C38 \\sim O3-C38A
 with sigma of 0.04
 C37-C38 \\sim C37A-C38A
 with sigma of 0.04
 C38-C39 \\sim C38A-C39A
 with sigma of 0.04
3. Restrained planarity
 C50, C51, C52, C53, C54, C55, C56
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C29 \\sim C29A: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.01
C28 \\sim C28A: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.01
C31 \\sim C31A: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.01
C30 \\sim C32 \\sim C33: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.01
C30A \\sim C32A \\sim C33A: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.01
C50 \\sim C51 \\sim C52 \\sim C53 \\sim C54 \\sim C55 \\sim C56: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08
O4 \\sim O4A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C47A) = Uanis(C48A) = Uanis(C49A)
Uanis(C47A) = Uanis(C47)
Uanis(C48A) = Uanis(C48)
Uanis(C49A) = Uanis(C49)
5. Rigid body (RIGU) restrains
 C50, C51, C52, C53, C54, C55, C56
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C30A)=Sof(C31A)=Sof(C32A)=Sof(H32D)=Sof(H32E)=Sof(H32F)=Sof(C33A)=
 Sof(H33D)=Sof(H33E)=Sof(H33F)=Sof(C34A)=Sof(H34D)=Sof(H34E)=Sof(H34F)=
 Sof(C35A)=Sof(H35D)=Sof(H35E)=Sof(H35F)=1-FVAR(1)
 Sof(C30)=Sof(C31)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)=Sof(C33)=Sof(H33A)=
 Sof(H33B)=Sof(H33C)=Sof(C34)=Sof(H34A)=Sof(H34B)=Sof(H34C)=Sof(C35)=Sof(H35A)=
 Sof(H35B)=Sof(H35C)=FVAR(1)
 Fixed Sof: H27(0.55) H27A(0.45) H46A(0.75) H46B(0.75) H46C(0.25) H46D(0.25)
 O1(0.5) O4(0.5) C28(0.55) H28A(0.55) H28B(0.55) H28C(0.55) C29(0.55)
 H29A(0.55) H29B(0.55) H29C(0.55) C36(0.5) C37(0.5) C38(0.5) H38A(0.5)
 H38B(0.5) H38C(0.5) C39(0.5) H39A(0.5) H39B(0.5) H39C(0.5) C40(0.5) H40A(0.5)
 H40B(0.5) H40C(0.5) C41(0.5) H41A(0.5) H41B(0.5) H41C(0.5) C47(0.75)
 H47A(0.75) H47B(0.75) C48(0.75) H48A(0.75) H48B(0.75) C49(0.75) H49A(0.75)
 H49B(0.75) H49C(0.75) O1A(0.5) O4A(0.5) C28A(0.45) H28D(0.45) H28E(0.45)
 H28F(0.45) C29A(0.45) H29D(0.45) H29E(0.45) H29F(0.45) C36A(0.5) C37A(0.5)
 C38A(0.5) H38D(0.5) H38E(0.5) H38F(0.5) C39A(0.5) H39D(0.5) H39E(0.5)
 H39F(0.5) C40A(0.5) H40D(0.5) H40E(0.5) H40F(0.5) C41A(0.5) H41D(0.5)
 H41E(0.5) H41F(0.5) C47A(0.25) H47C(0.25) H47D(0.25) C48A(0.25) H48C(0.25)
 H48D(0.25) C49A(0.25) H49D(0.25) H49E(0.25) H49F(0.25) C50(0.5) H50A(0.5)
 H50B(0.5) H50C(0.5) C51(0.5) C52(0.5) H52(0.5) C53(0.5) H53(0.5) C54(0.5)
 H54(0.5) C55(0.5) H55(0.5) C56(0.5) H56(0.5)
7.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15), C24(H24), C27(H27), C27(H27A), C43(H43)
7.b Secondary CH2 refined with riding coordinates:
 C46(H46A,H46B), C46(H46C,H46D), C47(H47A,H47B), C48(H48A,H48B), C47A(H47C,
 H47D), C48A(H48C,H48D)
7.c Me refined with riding coordinates:
 C38(H38A,H38B,H38C), C38A(H38D,H38E,H38F)
7.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C20(H20), C21(H21), C22(H22), C52(H52),
 C53(H53), C54(H54), C55(H55), C56(H56)
7.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C), C28(H28A,H28B,H28C), C29(H29A,
 H29B,H29C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C),
 C35(H35A,H35B,H35C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C41(H41A,H41B,
 H41C), C49(H49A,H49B,H49C), C28A(H28D,H28E,H28F), C29A(H29D,H29E,H29F),
 C32A(H32D,H32E,H32F), C33A(H33D,H33E,H33F), C34A(H34D,H34E,H34F), C35A(H35D,
 H35E,H35F), C39A(H39D,H39E,H39F), C40A(H40D,H40E,H40F), C41A(H41D,H41E,H41F),
 C49A(H49D,H49E,H49F), C50(H50A,H50B,H50C)
;