#------------------------------------------------------------------------------
#$Date: 2022-07-05 01:48:53 +0300 (Tue, 05 Jul 2022) $
#$Revision: 276549 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/06/7710674.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_7710674
loop_
_publ_author_name
'Moaven, Shiva'
'Villanueva, Olivia'
'Unruh, Daniel K.'
'Cozzolino, Anthony Frank'
_publ_section_title
;
 The complicating role of pnictogen bond formation in the solution-phase
 and solid-state structures of the heavier pnictogen atranes.
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT01377K
_journal_year                    2022
_chemical_formula_sum            'C24 H48 N4 O12 Sb4'
_chemical_formula_weight         1071.66
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2017-01-06T09:54:59-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2022-04-26 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.6200(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.3095(14)
_cell_length_b                   11.5424(12)
_cell_length_c                   12.4332(13)
_cell_measurement_reflns_used    8881
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.20
_cell_measurement_theta_min      2.47
_cell_volume                     1692.4(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '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  0.0252
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19551
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.215
_diffrn_reflns_theta_min         1.727
_exptl_absorpt_coefficient_mu    3.221
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6630
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.103
_exptl_crystal_description       cube
_exptl_crystal_F_000             1040
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.145
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.045
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.03
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3767
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.03
_refine_ls_R_factor_all          0.0203
_refine_ls_R_factor_gt           0.0167
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0177P)²+1.1794P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0386
_refine_ls_wR_factor_ref         0.0402
_reflns_number_gt                3364
_reflns_number_total             3767
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt01377k3.cif
_cod_data_source_block           Sb-1
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7710674
_shelx_estimated_absorpt_t_min   0.652
_shelx_estimated_absorpt_t_max   0.869
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb1 Sb 0.32447(2) 0.65928(2) 0.38234(2) 0.01017(4) Uani 1 d . .
C1 C 0.05439(18) 0.70141(19) 0.24705(19) 0.0132(4) Uani 1 d . .
H1A H 0.0421 0.7785 0.208 0.016 Uiso 1 calc . .
H1B H -0.0189 0.674 0.2401 0.016 Uiso 1 calc . .
N1 N 0.13904(15) 0.71062(15) 0.37677(15) 0.0105(4) Uani 1 d . .
O1 O 0.21025(13) 0.64331(13) 0.20987(13) 0.0137(3) Uani 1 d . .
Sb2 Sb 0.70657(2) 0.65167(2) 0.46600(2) 0.01061(4) Uani 1 d . .
C2 C 0.09692(18) 0.6167(2) 0.18337(19) 0.0145(4) Uani 1 d . .
H2A H 0.0934 0.5368 0.2104 0.017 Uiso 1 calc . .
H2B H 0.0475 0.6208 0.0946 0.017 Uiso 1 calc . .
N2 N 0.62903(15) 0.77079(15) 0.28019(15) 0.0103(4) Uani 1 d . .
O2 O 0.32977(13) 0.83105(13) 0.39917(14) 0.0160(3) Uani 1 d . .
O3 O 0.18348(12) 0.46133(13) 0.41259(13) 0.0147(3) Uani 1 d . .
C3 C 0.1569(2) 0.83281(18) 0.4183(2) 0.0156(5) Uani 1 d . .
H3A H 0.1951 0.8355 0.5081 0.019 Uiso 1 calc . .
H3B H 0.0829 0.8726 0.3881 0.019 Uiso 1 calc . .
O6 O 0.44009(13) 0.67581(13) 0.32163(14) 0.0156(3) Uani 1 d . .
C6 C 0.09220(18) 0.51138(19) 0.4246(2) 0.0151(5) Uani 1 d . .
H6A H 0.0812 0.4686 0.4874 0.018 Uiso 1 calc . .
H6B H 0.0219 0.5036 0.3468 0.018 Uiso 1 calc . .
O5 O 0.84210(13) 0.73720(13) 0.47820(14) 0.0183(3) Uani 1 d . .
C5 C 0.11241(18) 0.63839(18) 0.45942(19) 0.0128(4) Uani 1 d . .
H5A H 0.0439 0.6702 0.4608 0.015 Uiso 1 calc . .
H5B H 0.176 0.6445 0.5427 0.015 Uiso 1 calc . .
O4 O 0.68668(13) 0.54044(12) 0.33673(13) 0.0147(3) Uani 1 d . .
C4 C 0.22941(19) 0.89371(19) 0.3707(2) 0.0183(5) Uani 1 d . .
H4A H 0.1855 0.9025 0.2816 0.022 Uiso 1 calc . .
H4B H 0.2493 0.9721 0.4068 0.022 Uiso 1 calc . .
C9 C 0.71924(18) 0.85769(18) 0.3079(2) 0.0153(5) Uani 1 d . .
H9A H 0.7117 0.9209 0.3575 0.018 Uiso 1 calc . .
H9B H 0.712 0.8917 0.2315 0.018 Uiso 1 calc . .
C8 C 0.60022(19) 0.56789(18) 0.21759(19) 0.0139(4) Uani 1 d . .
H8A H 0.5249 0.5625 0.215 0.017 Uiso 1 calc . .
H8B H 0.6024 0.5116 0.1586 0.017 Uiso 1 calc . .
C7 C 0.61796(18) 0.68963(18) 0.18304(19) 0.0124(4) Uani 1 d . .
H7A H 0.6874 0.6922 0.1728 0.015 Uiso 1 calc . .
H7B H 0.5527 0.7123 0.1052 0.015 Uiso 1 calc . .
C10 C 0.83425(19) 0.8000(2) 0.3767(2) 0.0187(5) Uani 1 d . .
H10A H 0.8467 0.7467 0.3216 0.022 Uiso 1 calc . .
H10B H 0.8943 0.8599 0.4046 0.022 Uiso 1 calc . .
C11 C 0.52209(18) 0.83037(18) 0.2559(2) 0.0135(4) Uani 1 d . .
H11A H 0.5032 0.8855 0.1883 0.016 Uiso 1 calc . .
H11B H 0.5355 0.8763 0.3286 0.016 Uiso 1 calc . .
C12 C 0.42050(18) 0.75329(19) 0.2244(2) 0.0141(4) Uani 1 d . .
H12A H 0.3533 0.8018 0.2068 0.017 Uiso 1 calc . .
H12B H 0.4045 0.7081 0.1505 0.017 Uiso 1 calc . .
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 0 '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'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Sb1 O2 100.28(6) . . ?
O1 Sb1 O6 86.52(6) . . ?
O2 Sb1 O6 87.08(6) . . ?
O1 Sb1 N1 74.96(6) . . ?
O2 Sb1 N1 75.77(6) . . ?
O6 Sb1 N1 151.77(6) . . ?
N1 C1 C2 109.49(17) . . ?
N1 C1 H1A 109.8 . . ?
C2 C1 H1A 109.8 . . ?
N1 C1 H1B 109.8 . . ?
C2 C1 H1B 109.8 . . ?
H1A C1 H1B 108.2 . . ?
C1 N1 C3 111.44(17) . . ?
C1 N1 C5 114.02(16) . . ?
C3 N1 C5 110.10(16) . . ?
C1 N1 Sb1 104.77(12) . . ?
C3 N1 Sb1 102.59(12) . . ?
C5 N1 Sb1 113.27(12) . . ?
C2 O1 Sb1 118.10(12) . . ?
O4 Sb2 O5 99.12(7) . . ?
O4 Sb2 O3 88.04(6) . 3_666 ?
O5 Sb2 O3 86.94(6) . 3_666 ?
O4 Sb2 N2 76.13(6) . . ?
O5 Sb2 N2 76.52(6) . . ?
O3 Sb2 N2 154.75(6) 3_666 . ?
O1 C2 C1 110.59(17) . . ?
O1 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
O1 C2 H2B 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C9 N2 C11 109.44(16) . . ?
C9 N2 C7 112.47(17) . . ?
C11 N2 C7 113.89(16) . . ?
C9 N2 Sb2 102.61(12) . . ?
C11 N2 Sb2 113.27(12) . . ?
C7 N2 Sb2 104.57(12) . . ?
C4 O2 Sb1 120.01(13) . . ?
C6 O3 Sb2 123.04(13) . 3_666 ?
N1 C3 C4 109.48(18) . . ?
N1 C3 H3A 109.8 . . ?
C4 C3 H3A 109.8 . . ?
N1 C3 H3B 109.8 . . ?
C4 C3 H3B 109.8 . . ?
H3A C3 H3B 108.2 . . ?
C12 O6 Sb1 120.39(12) . . ?
O3 C6 C5 112.18(17) . . ?
O3 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
O3 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C10 O5 Sb2 119.59(13) . . ?
N1 C5 C6 114.33(17) . . ?
N1 C5 H5A 108.7 . . ?
C6 C5 H5A 108.7 . . ?
N1 C5 H5B 108.7 . . ?
C6 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C8 O4 Sb2 116.06(12) . . ?
O2 C4 C3 111.32(18) . . ?
O2 C4 H4A 109.4 . . ?
C3 C4 H4A 109.4 . . ?
O2 C4 H4B 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108 . . ?
N2 C9 C10 109.38(17) . . ?
N2 C9 H9A 109.8 . . ?
C10 C9 H9A 109.8 . . ?
N2 C9 H9B 109.8 . . ?
C10 C9 H9B 109.8 . . ?
H9A C9 H9B 108.2 . . ?
O4 C8 C7 110.02(17) . . ?
O4 C8 H8A 109.7 . . ?
C7 C8 H8A 109.7 . . ?
O4 C8 H8B 109.7 . . ?
C7 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N2 C7 C8 108.92(17) . . ?
N2 C7 H7A 109.9 . . ?
C8 C7 H7A 109.9 . . ?
N2 C7 H7B 109.9 . . ?
C8 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
O5 C10 C9 111.43(19) . . ?
O5 C10 H10A 109.3 . . ?
C9 C10 H10A 109.3 . . ?
O5 C10 H10B 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 108 . . ?
N2 C11 C12 116.08(17) . . ?
N2 C11 H11A 108.3 . . ?
C12 C11 H11A 108.3 . . ?
N2 C11 H11B 108.3 . . ?
C12 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
O6 C12 C11 111.03(17) . . ?
O6 C12 H12A 109.4 . . ?
C11 C12 H12A 109.4 . . ?
O6 C12 H12B 109.4 . . ?
C11 C12 H12B 109.4 . . ?
H12A C12 H12B 108 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 O1 1.9800(15) . ?
Sb1 O2 1.9915(15) . ?
Sb1 O6 2.0127(15) . ?
Sb1 N1 2.5077(18) . ?
C1 N1 1.482(3) . ?
C1 C2 1.522(3) . ?
C1 H1A 0.99 . ?
C1 H1B 0.99 . ?
N1 C3 1.483(3) . ?
N1 C5 1.488(3) . ?
O1 C2 1.420(3) . ?
Sb2 O4 1.9766(15) . ?
Sb2 O5 1.9995(15) . ?
Sb2 O3 2.0181(14) 3_666 ?
Sb2 N2 2.4662(17) . ?
C2 H2A 0.99 . ?
C2 H2B 0.99 . ?
N2 C9 1.477(3) . ?
N2 C11 1.480(3) . ?
N2 C7 1.481(3) . ?
O2 C4 1.412(3) . ?
O3 C6 1.415(2) . ?
O3 Sb2 2.0181(14) 3_666 ?
C3 C4 1.518(3) . ?
C3 H3A 0.99 . ?
C3 H3B 0.99 . ?
O6 C12 1.428(2) . ?
C6 C5 1.517(3) . ?
C6 H6A 0.99 . ?
C6 H6B 0.99 . ?
O5 C10 1.417(3) . ?
C5 H5A 0.99 . ?
C5 H5B 0.99 . ?
O4 C8 1.428(2) . ?
C4 H4A 0.99 . ?
C4 H4B 0.99 . ?
C9 C10 1.518(3) . ?
C9 H9A 0.99 . ?
C9 H9B 0.99 . ?
C8 C7 1.519(3) . ?
C8 H8A 0.99 . ?
C8 H8B 0.99 . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C10 H10A 0.99 . ?
C10 H10B 0.99 . ?
C11 C12 1.511(3) . ?
C11 H11A 0.99 . ?
C11 H11B 0.99 . ?
C12 H12A 0.99 . ?
C12 H12B 0.99 . ?
