#------------------------------------------------------------------------------
#$Date: 2021-06-05 21:02:32 +0300 (Sat, 05 Jun 2021) $
#$Revision: 265935 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/05/1560532.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_1560532
loop_
_publ_author_name
'Zhang, Jie'
'Xie, Zuowei'
_publ_section_title
;
 Tandem [4 + 2]/[2 + 2] cycloaddition of o-carboryne with enynes: facile
 construction of carborane-fused tricyclics
;
_journal_issue                   15
_journal_name_full               'Chemical Science'
_journal_page_first              5616
_journal_page_last               5620
_journal_paper_doi               10.1039/D0SC07047E
_journal_volume                  12
_journal_year                    2021
_chemical_formula_sum            'C30 H60 B20'
_chemical_formula_weight         636.98
_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   geom
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2020-12-23 deposited with the CCDC.	2021-02-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 120.0939(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.2513(10)
_cell_length_b                   10.4030(4)
_cell_length_c                   18.2107(7)
_cell_measurement_reflns_used    332
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      15
_cell_volume                     3975.0(3)
_computing_cell_refinement       'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_data_collection       'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_data_reduction        'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'BRUKER D8VENTURE DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            27307
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.245
_diffrn_reflns_theta_min         2.278
_exptl_absorpt_coefficient_mu    0.052
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6677
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.064
_exptl_crystal_description       block
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.987
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3590
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0833
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1503P)²+8.4812P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2454
_refine_ls_wR_factor_ref         0.2604
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3006
_reflns_number_total             3590
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc07047e2.cif
_cod_data_source_block           3t
_cod_depositor_comments
'Adding full bibliography for 1560527--1560539.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1560532
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.975
_shelx_estimated_absorpt_t_max   0.985
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.10979(11) -0.0055(2) 0.20087(15) 0.0265(5) Uani 1 1 d . . . . .
C2 C 0.10642(10) 0.1561(2) 0.19938(14) 0.0246(5) Uani 1 1 d . . . . .
C11 C 0.07355(12) -0.0823(2) 0.23798(16) 0.0286(6) Uani 1 1 d . . . . .
C12 C 0.05185(15) -0.2118(2) 0.1928(2) 0.0447(7) Uani 1 1 d . . . . .
H12A H 0.0248 -0.1979 0.1330 0.067 Uiso 1 1 calc R U . . .
H12B H 0.0884 -0.2610 0.2026 0.067 Uiso 1 1 calc R U . . .
H12C H 0.0287 -0.2579 0.2144 0.067 Uiso 1 1 calc R U . . .
C13 C 0.11664(13) -0.1063(3) 0.33325(18) 0.0402(7) Uani 1 1 d . . . . .
H13A H 0.1306 -0.0255 0.3623 0.060 Uiso 1 1 calc R U . . .
H13B H 0.0933 -0.1527 0.3545 0.060 Uiso 1 1 calc R U . . .
H13C H 0.1530 -0.1558 0.3426 0.060 Uiso 1 1 calc R U . . .
C14 C 0.01432(10) -0.0023(2) 0.21965(14) 0.0236(5) Uani 1 1 d . . . . .
H14A H -0.0198 -0.0190 0.1614 0.028 Uiso 1 1 calc R U . . .
C15 C 0.02277(10) 0.1419(2) 0.23400(13) 0.0234(5) Uani 1 1 d . . . . .
C16 C 0.06671(10) 0.2169(2) 0.23259(14) 0.0245(5) Uani 1 1 d . . . . .
C17 C 0.08039(11) 0.3551(2) 0.26107(15) 0.0295(6) Uani 1 1 d . . . . .
H17A H 0.0408 0.3952 0.2497 0.035 Uiso 1 1 calc R U . . .
H17B H 0.0948 0.3989 0.2266 0.035 Uiso 1 1 calc R U . . .
C18 C 0.13025(15) 0.3772(3) 0.35523(18) 0.0449(7) Uani 1 1 d . . . . .
H18A H 0.1701 0.3364 0.3660 0.054 Uiso 1 1 calc R U . . .
C19 C 0.1122(2) 0.3202(4) 0.4155(2) 0.0659(11) Uani 1 1 d . . . . .
H19A H 0.1089 0.2276 0.4082 0.079 Uiso 1 1 calc R U . . .
H19B H 0.0707 0.3527 0.4022 0.079 Uiso 1 1 calc R U . . .
C20 C 0.1607(2) 0.3518(3) 0.5081(2) 0.0649(10) Uani 1 1 d . . . . .
H20A H 0.1463 0.3166 0.5449 0.078 Uiso 1 1 calc R U . . .
H20B H 0.2014 0.3126 0.5234 0.078 Uiso 1 1 calc R U . . .
C21 C 0.16901(17) 0.4964(3) 0.52088(19) 0.0551(8) Uani 1 1 d . . . . .
H21A H 0.1290 0.5349 0.5092 0.066 Uiso 1 1 calc R U . . .
H21B H 0.2006 0.5148 0.5794 0.066 Uiso 1 1 calc R U . . .
C22 C 0.1897(2) 0.5533(4) 0.4634(2) 0.0708(11) Uani 1 1 d . . . . .
H22A H 0.2316 0.5205 0.4786 0.085 Uiso 1 1 calc R U . . .
H22B H 0.1929 0.6459 0.4706 0.085 Uiso 1 1 calc R U . . .
C23 C 0.1427(2) 0.5210(3) 0.3705(2) 0.0602(9) Uani 1 1 d . . . . .
H23A H 0.1026 0.5647 0.3532 0.072 Uiso 1 1 calc R U . . .
H23B H 0.1594 0.5530 0.3355 0.072 Uiso 1 1 calc R U . . .
B3 B 0.17687(13) 0.0827(3) 0.27097(18) 0.0310(6) Uani 1 1 d . . . . .
H3 H 0.1967 0.0840 0.3401 0.037 Uiso 1 1 calc R U . . .
B4 B 0.18237(14) -0.0544(3) 0.2171(2) 0.0370(7) Uani 1 1 d . . . . .
H4 H 0.2060 -0.1432 0.2512 0.044 Uiso 1 1 calc R U . . .
B5 B 0.11397(15) -0.0588(3) 0.1142(2) 0.0369(7) Uani 1 1 d . . . . .
H5 H 0.0936 -0.1503 0.0815 0.044 Uiso 1 1 calc R U . . .
B6 B 0.06508(13) 0.0733(3) 0.10469(17) 0.0300(6) Uani 1 1 d . . . . .
H6 H 0.0128 0.0681 0.0666 0.036 Uiso 1 1 calc R U . . .
B7 B 0.17647(13) 0.2216(3) 0.21491(19) 0.0335(7) Uani 1 1 d . . . . .
H7 H 0.1964 0.3134 0.2475 0.040 Uiso 1 1 calc R U . . .
B8 B 0.22547(14) 0.0885(3) 0.2250(2) 0.0389(7) Uani 1 1 d . . . . .
H8 H 0.2777 0.0929 0.2641 0.047 Uiso 1 1 calc R U . . .
B9 B 0.18688(16) 0.0015(3) 0.1282(2) 0.0417(8) Uani 1 1 d . . . . .
H9 H 0.2143 -0.0505 0.1044 0.050 Uiso 1 1 calc R U . . .
B10 B 0.11347(15) 0.0806(3) 0.05833(19) 0.0393(7) Uani 1 1 d . . . . .
H10 H 0.0929 0.0804 -0.0110 0.047 Uiso 1 1 calc R U . . .
B11 B 0.10724(14) 0.2170(3) 0.11251(18) 0.0337(7) Uani 1 1 d . . . . .
H11 H 0.0824 0.3053 0.0792 0.040 Uiso 1 1 calc R U . . .
B12 B 0.18293(15) 0.1718(3) 0.1268(2) 0.0391(7) Uani 1 1 d . . . . .
H12 H 0.2076 0.2305 0.1018 0.047 Uiso 1 1 calc R U . . .
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'
B B 0.0013 0.0007 '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
C11 C1 C2 118.85(17) . . ?
C11 C1 B4 121.61(19) . . ?
C2 C1 B4 109.75(18) . . ?
C11 C1 B5 122.2(2) . . ?
C2 C1 B5 109.38(18) . . ?
B4 C1 B5 62.23(17) . . ?
C11 C1 B6 118.27(19) . . ?
C2 C1 B6 60.75(14) . . ?
B4 C1 B6 112.54(19) . . ?
B5 C1 B6 61.41(16) . . ?
C11 C1 B3 118.12(19) . . ?
C2 C1 B3 60.39(14) . . ?
B4 C1 B3 61.83(16) . . ?
B5 C1 B3 112.24(18) . . ?
B6 C1 B3 111.88(18) . . ?
C16 C2 C1 116.60(17) . . ?
C16 C2 B11 121.36(19) . . ?
C1 C2 B11 111.17(18) . . ?
C16 C2 B7 123.04(19) . . ?
C1 C2 B7 110.95(18) . . ?
B11 C2 B7 62.42(16) . . ?
C16 C2 B3 118.20(18) . . ?
C1 C2 B3 61.52(14) . . ?
B11 C2 B3 113.34(18) . . ?
B7 C2 B3 61.79(15) . . ?
C16 C2 B6 116.18(18) . . ?
C1 C2 B6 61.13(14) . . ?
B11 C2 B6 62.13(15) . . ?
B7 C2 B6 113.15(18) . . ?
B3 C2 B6 113.14(18) . . ?
C12 C11 C13 108.7(2) . . ?
C12 C11 C14 109.1(2) . . ?
C13 C11 C14 111.4(2) . . ?
C12 C11 C1 109.5(2) . . ?
C13 C11 C1 111.1(2) . . ?
C14 C11 C1 107.08(18) . . ?
C15 C14 C11 117.65(18) . . ?
C15 C14 C14 87.03(11) . 2 ?
C11 C14 C14 122.6(2) . 2 ?
C16 C15 C15 140.15(16) . 2 ?
C16 C15 C14 128.0(2) . . ?
C15 C15 C14 90.28(11) 2 . ?
C15 C16 C17 126.3(2) . . ?
C15 C16 C2 116.1(2) . . ?
C17 C16 C2 117.58(19) . . ?
C16 C17 C18 116.0(2) . . ?
C19 C18 C23 111.1(3) . . ?
C19 C18 C17 113.8(3) . . ?
C23 C18 C17 108.8(2) . . ?
C18 C19 C20 112.1(3) . . ?
C21 C20 C19 110.5(3) . . ?
C22 C21 C20 110.5(3) . . ?
C21 C22 C23 111.2(3) . . ?
C18 C23 C22 112.7(3) . . ?
C2 B3 C1 58.09(14) . . ?
C2 B3 B8 105.78(19) . . ?
C1 B3 B8 105.8(2) . . ?
C2 B3 B7 58.93(14) . . ?
C1 B3 B7 105.93(19) . . ?
B8 B3 B7 60.46(17) . . ?
C2 B3 B4 105.02(19) . . ?
C1 B3 B4 58.20(15) . . ?
B8 B3 B4 60.61(17) . . ?
B7 B3 B4 108.6(2) . . ?
C1 B4 B3 59.97(15) . . ?
C1 B4 B9 105.9(2) . . ?
B3 B4 B9 107.3(2) . . ?
C1 B4 B5 59.25(15) . . ?
B3 B4 B5 108.4(2) . . ?
B9 B4 B5 59.84(18) . . ?
C1 B4 B8 106.1(2) . . ?
B3 B4 B8 59.20(17) . . ?
B9 B4 B8 59.86(18) . . ?
B5 B4 B8 107.9(2) . . ?
C1 B5 B6 59.62(15) . . ?
C1 B5 B10 106.0(2) . . ?
B6 B5 B10 59.64(17) . . ?
C1 B5 B9 105.5(2) . . ?
B6 B5 B9 108.1(2) . . ?
B10 B5 B9 60.68(18) . . ?
C1 B5 B4 58.51(15) . . ?
B6 B5 B4 108.0(2) . . ?
B10 B5 B4 108.6(2) . . ?
B9 B5 B4 60.08(18) . . ?
C2 B6 C1 58.12(14) . . ?
C2 B6 B10 105.34(19) . . ?
C1 B6 B10 106.0(2) . . ?
C2 B6 B5 105.37(19) . . ?
C1 B6 B5 58.97(15) . . ?
B10 B6 B5 60.25(17) . . ?
C2 B6 B11 58.51(14) . . ?
C1 B6 B11 105.85(19) . . ?
B10 B6 B11 60.38(17) . . ?
B5 B6 B11 108.4(2) . . ?
C2 B7 B3 59.28(14) . . ?
C2 B7 B12 105.4(2) . . ?
B3 B7 B12 107.9(2) . . ?
C2 B7 B8 105.3(2) . . ?
B3 B7 B8 59.48(16) . . ?
B12 B7 B8 60.32(18) . . ?
C2 B7 B11 58.69(14) . . ?
B3 B7 B11 108.2(2) . . ?
B12 B7 B11 60.42(17) . . ?
B8 B7 B11 108.6(2) . . ?
B3 B8 B7 60.06(16) . . ?
B3 B8 B9 108.1(2) . . ?
B7 B8 B9 107.7(2) . . ?
B3 B8 B12 107.9(2) . . ?
B7 B8 B12 59.67(17) . . ?
B9 B8 B12 59.90(19) . . ?
B3 B8 B4 60.18(16) . . ?
B7 B8 B4 107.9(2) . . ?
B9 B8 B4 59.87(18) . . ?
B12 B8 B4 107.7(2) . . ?
B5 B9 B8 108.4(2) . . ?
B5 B9 B12 108.0(2) . . ?
B8 B9 B12 60.19(18) . . ?
B5 B9 B4 60.08(17) . . ?
B8 B9 B4 60.27(18) . . ?
B12 B9 B4 108.3(2) . . ?
B5 B9 B10 59.62(18) . . ?
B8 B9 B10 108.3(2) . . ?
B12 B9 B10 60.15(18) . . ?
B4 B9 B10 107.8(2) . . ?
B6 B10 B5 60.11(16) . . ?
B6 B10 B11 60.32(16) . . ?
B5 B10 B11 108.3(2) . . ?
B6 B10 B12 108.2(2) . . ?
B5 B10 B12 107.6(2) . . ?
B11 B10 B12 60.09(17) . . ?
B6 B10 B9 107.7(2) . . ?
B5 B10 B9 59.70(18) . . ?
B11 B10 B9 107.7(2) . . ?
B12 B10 B9 59.55(18) . . ?
C2 B11 B6 59.36(14) . . ?
C2 B11 B7 58.89(15) . . ?
B6 B11 B7 108.05(19) . . ?
C2 B11 B10 105.1(2) . . ?
B6 B11 B10 59.30(16) . . ?
B7 B11 B10 107.8(2) . . ?
C2 B11 B12 104.8(2) . . ?
B6 B11 B12 107.4(2) . . ?
B7 B11 B12 59.51(16) . . ?
B10 B11 B12 60.16(18) . . ?
B7 B12 B9 107.9(2) . . ?
B7 B12 B8 60.01(17) . . ?
B9 B12 B8 59.91(19) . . ?
B7 B12 B11 60.07(16) . . ?
B9 B12 B11 108.0(2) . . ?
B8 B12 B11 108.1(2) . . ?
B7 B12 B10 107.9(2) . . ?
B9 B12 B10 60.30(18) . . ?
B8 B12 B10 108.2(2) . . ?
B11 B12 B10 59.75(17) . . ?
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
C1 C11 1.569(3) . ?
C1 C2 1.682(3) . ?
C1 B4 1.710(3) . ?
C1 B5 1.723(3) . ?
C1 B6 1.735(3) . ?
C1 B3 1.742(4) . ?
C2 C16 1.509(3) . ?
C2 B11 1.713(3) . ?
C2 B7 1.717(3) . ?
C2 B3 1.723(3) . ?
C2 B6 1.728(3) . ?
C11 C12 1.529(3) . ?
C11 C13 1.532(4) . ?
C11 C14 1.544(3) . ?
C14 C15 1.519(3) . ?
C14 C14 1.573(4) 2 ?
C15 C16 1.331(3) . ?
C15 C15 1.485(4) 2 ?
C16 C17 1.508(3) . ?
C17 C18 1.541(4) . ?
C18 C19 1.493(4) . ?
C18 C23 1.525(4) . ?
C19 C20 1.532(5) . ?
C20 C21 1.519(5) . ?
C21 C22 1.492(5) . ?
C22 C23 1.530(5) . ?
B3 B8 1.756(4) . ?
B3 B7 1.766(4) . ?
B3 B4 1.774(4) . ?
B4 B9 1.774(4) . ?
B4 B5 1.774(5) . ?
B4 B8 1.781(4) . ?
B5 B6 1.766(4) . ?
B5 B10 1.768(4) . ?
B5 B9 1.770(4) . ?
B6 B10 1.758(4) . ?
B6 B11 1.776(4) . ?
B7 B12 1.767(4) . ?
B7 B8 1.773(4) . ?
B7 B11 1.777(4) . ?
B8 B9 1.774(5) . ?
B8 B12 1.779(5) . ?
B9 B12 1.774(5) . ?
B9 B10 1.787(5) . ?
B10 B11 1.777(4) . ?
B10 B12 1.785(4) . ?
B11 B12 1.783(4) . ?
