#------------------------------------------------------------------------------
#$Date: 2019-11-08 01:14:08 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224447 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/87/7048723.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_7048723
loop_
_publ_author_name
'Pang, Ronglin'
'Li, Junxia'
'Cui, Zhongzheng'
'Zheng, Cheng'
'Li, Zhifang'
'Chen, Weifeng'
'Qi, Fan'
'Su, Li'
'Xiao, Xu-Qiong'
_publ_section_title
;
 Synthesis, structure and DFT calculations of 1,2-N-substituted
 o-carboranes.
;
_journal_issue                   21
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7242
_journal_page_last               7248
_journal_paper_doi               10.1039/c8dt04877k
_journal_volume                  48
_journal_year                    2019
_chemical_formula_sum            'C16 H24 B10 Cl2 N2'
_chemical_formula_weight         423.37
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-01-16 deposited with the CCDC.
2019-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                85.700(2)
_cell_angle_beta                 82.407(2)
_cell_angle_gamma                85.925(2)
_cell_formula_units_Z            2
_cell_length_a                   7.3966(11)
_cell_length_b                   11.6224(18)
_cell_length_c                   13.104(2)
_cell_measurement_reflns_used    4425
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.28
_cell_volume                     1111.3(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8385
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_min         1.571
_exptl_absorpt_coefficient_mu    0.299
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6585
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_description       block
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         1.071
_refine_diff_density_min         -0.770
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         5046
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0555
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0960P)²+0.4816P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1610
_refine_ls_wR_factor_ref         0.1736
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4109
_reflns_number_total             5046
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt04877k2.cif
_cod_data_source_block           compound3b
_cod_depositor_comments
'Adding full bibliography for 7048722--7048727.cif.'
_cod_database_code               7048723
_shelx_shelxl_version_number     2014/7
_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   0.929
_shelx_estimated_absorpt_t_max   0.943
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
B1 B 0.3973(3) 0.43644(19) 0.68516(18) 0.0418(5) Uani 1 1 d . .
B2 B 0.4872(3) 0.5077(2) 0.7822(2) 0.0455(5) Uani 1 1 d . .
B3 B 0.2946(3) 0.54403(19) 0.87329(18) 0.0423(5) Uani 1 1 d . .
B4 B 0.0976(3) 0.49650(18) 0.82562(17) 0.0383(4) Uani 1 1 d . .
B5 B 0.2539(4) 0.5392(2) 0.61805(19) 0.0458(5) Uani 1 1 d . .
B6 B 0.4558(3) 0.5820(2) 0.6627(2) 0.0481(5) Uani 1 1 d . .
B7 B 0.3886(4) 0.6504(2) 0.7802(2) 0.0480(5) Uani 1 1 d . .
B8 B 0.1460(3) 0.64427(19) 0.81020(19) 0.0448(5) Uani 1 1 d . .
B9 B 0.0638(3) 0.5805(2) 0.7085(2) 0.0452(5) Uani 1 1 d . .
B10 B 0.2492(4) 0.6711(2) 0.6807(2) 0.0480(5) Uani 1 1 d . .
C1 C 0.3104(2) 0.42134(15) 0.81175(15) 0.0366(4) Uani 1 1 d . .
C2 C 0.1581(3) 0.44300(16) 0.70780(15) 0.0381(4) Uani 1 1 d . .
N1 N 0.3208(3) 0.30810(14) 0.85449(14) 0.0443(4) Uani 1 1 d . .
N2 N 0.0656(3) 0.34838(16) 0.69002(15) 0.0471(4) Uani 1 1 d . .
C3 C 0.1401(4) 0.2647(3) 0.6159(2) 0.0759(9) Uani 1 1 d . .
H3A H 0.2550 0.2294 0.6345 0.091 Uiso 1 1 calc R U
H3B H 0.1633 0.3034 0.5477 0.091 Uiso 1 1 calc R U
C4 C 0.0069(3) 0.1731(2) 0.61476(17) 0.0519(5) Uani 1 1 d . .
C5 C -0.1691(4) 0.2000(2) 0.59258(19) 0.0566(6) Uani 1 1 d . .
H13 H -0.2067 0.2767 0.5775 0.068 Uiso 1 1 calc R U
C6 C -0.2901(4) 0.1152(2) 0.59243(19) 0.0571(6) Uani 1 1 d . .
H14 H -0.4083 0.1343 0.5772 0.069 Uiso 1 1 calc R U
C7 C -0.2341(4) 0.0027(2) 0.61493(17) 0.0526(5) Uani 1 1 d . .
C8 C -0.0610(4) -0.0277(2) 0.63763(19) 0.0596(6) Uani 1 1 d . .
H15 H -0.0250 -0.1047 0.6529 0.071 Uiso 1 1 calc R U
C9 C 0.0593(3) 0.0578(2) 0.63757(19) 0.0586(6) Uani 1 1 d . .
H16 H 0.1772 0.0380 0.6530 0.070 Uiso 1 1 calc R U
C10 C 0.2552(3) 0.28135(17) 0.96324(16) 0.0463(5) Uani 1 1 d . .
H10A H 0.1325 0.3160 0.9792 0.056 Uiso 1 1 calc R U
H10B H 0.3335 0.3140 1.0059 0.056 Uiso 1 1 calc R U
C11 C 0.2545(3) 0.15243(16) 0.98721(15) 0.0388(4) Uani 1 1 d . .
C12 C 0.2192(3) 0.07785(18) 0.91524(16) 0.0451(5) Uani 1 1 d . .
H17 H 0.1974 0.1076 0.8498 0.054 Uiso 1 1 calc R U
C13 C 0.2158(3) -0.04033(18) 0.93932(16) 0.0455(5) Uani 1 1 d . .
H18 H 0.1927 -0.0899 0.8907 0.055 Uiso 1 1 calc R U
C14 C 0.2475(3) -0.08282(16) 1.03694(16) 0.0401(4) Uani 1 1 d . .
C15 C 0.2826(3) -0.01128(19) 1.10928(16) 0.0469(5) Uani 1 1 d . .
H19 H 0.3039 -0.0414 1.1747 0.056 Uiso 1 1 calc R U
C16 C 0.2861(3) 0.10638(18) 1.08419(16) 0.0455(5) Uani 1 1 d . .
H20 H 0.3101 0.1552 1.1332 0.055 Uiso 1 1 calc R U
Cl1 Cl 0.24276(8) -0.23156(4) 1.06948(5) 0.05771(19) Uani 1 1 d . .
Cl2 Cl -0.38931(14) -0.10398(8) 0.61709(7) 0.0945(3) Uani 1 1 d . .
H1 H 0.469(3) 0.364(2) 0.6539(18) 0.050(6) Uiso 1 1 d . .
H2 H 0.621(4) 0.470(2) 0.800(2) 0.065(8) Uiso 1 1 d . .
H3 H 0.304(3) 0.538(2) 0.952(2) 0.055(7) Uiso 1 1 d . .
H4 H -0.010(3) 0.461(2) 0.8754(19) 0.052(6) Uiso 1 1 d . .
H5 H 0.241(3) 0.523(2) 0.544(2) 0.055(7) Uiso 1 1 d . .
H6 H 0.568(4) 0.606(2) 0.610(2) 0.062(7) Uiso 1 1 d . .
H7 H 0.459(4) 0.715(2) 0.803(2) 0.065(8) Uiso 1 1 d . .
H8 H 0.056(3) 0.714(2) 0.8525(18) 0.050(6) Uiso 1 1 d . .
H9 H -0.070(3) 0.593(2) 0.6851(19) 0.051(6) Uiso 1 1 d . .
H10 H 0.232(4) 0.750(2) 0.637(2) 0.064(8) Uiso 1 1 d . .
H11 H 0.425(4) 0.275(2) 0.835(2) 0.051(7) Uiso 1 1 d . .
H12 H -0.006(4) 0.321(2) 0.742(2) 0.058(7) Uiso 1 1 d . .
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C1 B1 C2 65.66(12)
C1 B1 B6 105.65(16)
C2 B1 B6 105.19(15)
C1 B1 B2 57.93(12)
C2 B1 B2 110.19(15)
B6 B1 B2 59.46(14)
C1 B1 B5 109.62(15)
C2 B1 B5 56.56(12)
B6 B1 B5 60.17(14)
B2 B1 B5 108.79(16)
C1 B2 B7 105.65(16)
C1 B2 B6 106.14(17)
B7 B2 B6 60.63(14)
C1 B2 B3 57.77(12)
B7 B2 B3 60.30(14)
B6 B2 B3 108.17(17)
C1 B2 B1 58.32(12)
B7 B2 B1 106.96(18)
B6 B2 B1 59.68(14)
B3 B2 B1 105.19(15)
C1 B3 B8 107.13(16)
C1 B3 B7 105.41(16)
B8 B3 B7 60.42(14)
C1 B3 B2 58.43(12)
B8 B3 B2 108.04(17)
B7 B3 B2 59.35(14)
C1 B3 B4 59.96(12)
B8 B3 B4 59.38(13)
B7 B3 B4 106.70(17)
B2 B3 B4 106.86(16)
C2 B4 C1 65.89(12)
C2 B4 B8 106.03(15)
C1 B4 B8 104.88(15)
C2 B4 B9 58.09(12)
C1 B4 B9 110.04(15)
B8 B4 B9 59.45(13)
C2 B4 B3 110.23(15)
C1 B4 B3 56.70(12)
B8 B4 B3 59.81(13)
B9 B4 B3 108.59(16)
C2 B5 B9 58.67(13)
C2 B5 B10 105.70(16)
B9 B5 B10 59.57(14)
C2 B5 B6 107.34(17)
B9 B5 B6 107.87(17)
B10 B5 B6 59.80(14)
C2 B5 B1 60.33(12)
B9 B5 B1 107.06(16)
B10 B5 B1 106.05(18)
B6 B5 B1 59.11(14)
B2 B6 B1 60.86(14)
B2 B6 B7 59.63(15)
B1 B6 B7 107.09(16)
B2 B6 B10 108.01(17)
B1 B6 B10 107.50(16)
B7 B6 B10 59.15(15)
B2 B6 B5 110.36(16)
B1 B6 B5 60.72(14)
B7 B6 B5 107.88(17)
B10 B6 B5 60.07(14)
B10 B7 B2 109.16(17)
B10 B7 B3 108.54(17)
B2 B7 B3 60.35(13)
B10 B7 B6 60.47(15)
B2 B7 B6 59.74(14)
B3 B7 B6 107.51(16)
B10 B7 B8 60.21(15)
B2 B7 B8 108.29(15)
B3 B7 B8 59.73(13)
B6 B7 B8 107.63(17)
B9 B8 B4 60.88(13)
B9 B8 B3 110.56(16)
B4 B8 B3 60.81(13)
B9 B8 B10 59.90(14)
B4 B8 B10 107.12(16)
B3 B8 B10 107.67(17)
B9 B8 B7 108.18(17)
B4 B8 B7 107.36(16)
B3 B8 B7 59.84(14)
B10 B8 B7 59.02(15)
C2 B9 B8 106.34(16)
C2 B9 B10 105.79(16)
B8 B9 B10 60.45(14)
C2 B9 B5 57.86(12)
B8 B9 B5 108.33(18)
B10 B9 B5 60.49(14)
C2 B9 B4 58.26(12)
B8 B9 B4 59.67(13)
B10 B9 B4 106.60(17)
B5 B9 B4 105.07(16)
B7 B10 B9 109.40(17)
B7 B10 B8 60.77(14)
B9 B10 B8 59.65(14)
B7 B10 B6 60.38(15)
B9 B10 B6 108.43(16)
B8 B10 B6 107.99(17)
B7 B10 B5 108.91(17)
B9 B10 B5 59.94(14)
B8 B10 B5 107.28(16)
B6 B10 B5 60.13(14)
N1 C1 B3 127.88(17)
N1 C1 B2 125.90(17)
B3 C1 B2 63.79(13)
N1 C1 B1 114.16(16)
B3 C1 B1 114.24(15)
B2 C1 B1 63.74(14)
N1 C1 B4 117.34(15)
B3 C1 B4 63.34(13)
B2 C1 B4 113.71(15)
B1 C1 B4 107.43(15)
N1 C1 C2 113.19(15)
B3 C1 C2 107.66(14)
B2 C1 C2 109.14(14)
B1 C1 C2 58.54(12)
B4 C1 C2 56.05(11)
N2 C2 B5 126.56(18)
N2 C2 B9 123.94(18)
B5 C2 B9 63.47(14)
N2 C2 B4 115.02(16)
B5 C2 B4 113.76(15)
B9 C2 B4 63.65(13)
N2 C2 B1 119.47(16)
B5 C2 B1 63.11(14)
B9 C2 B1 112.96(15)
B4 C2 B1 106.79(15)
N2 C2 C1 116.41(16)
B5 C2 C1 106.98(14)
B9 C2 C1 108.27(14)
B4 C2 C1 58.06(11)
B1 C2 C1 55.81(11)
C1 N1 C10 120.70(17)
C2 N2 C3 122.76(19)
N2 C3 C4 109.7(2)
C5 C4 C9 118.2(2)
C5 C4 C3 121.8(2)
C9 C4 C3 119.9(3)
C6 C5 C4 121.2(2)
C7 C6 C5 119.1(2)
C6 C7 C8 121.6(2)
C6 C7 Cl2 118.9(2)
C8 C7 Cl2 119.53(19)
C7 C8 C9 118.9(2)
C8 C9 C4 120.9(2)
N1 C10 C11 110.71(17)
C16 C11 C12 118.53(18)
C16 C11 C10 119.53(18)
C12 C11 C10 121.93(18)
C13 C12 C11 121.11(19)
C14 C13 C12 118.60(19)
C15 C14 C13 121.48(18)
C15 C14 Cl1 119.03(16)
C13 C14 Cl1 119.48(16)
C14 C15 C16 119.35(19)
C15 C16 C11 120.92(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
B1 C1 1.699(3)
B1 C2 1.752(3)
B1 B6 1.770(3)
B1 B2 1.790(4)
B1 B5 1.798(4)
B2 C1 1.692(3)
B2 B7 1.763(4)
B2 B6 1.765(4)
B2 B3 1.781(3)
B3 C1 1.680(3)
B3 B8 1.778(4)
B3 B7 1.780(3)
B3 B4 1.796(3)
B4 C2 1.701(3)
B4 C1 1.740(3)
B4 B8 1.771(3)
B4 B9 1.792(3)
B5 C2 1.683(3)
B5 B9 1.778(3)
B5 B10 1.788(3)
B5 B6 1.789(4)
B6 B7 1.781(4)
B6 B10 1.783(4)
B7 B10 1.759(4)
B7 B8 1.791(4)
B8 B9 1.767(4)
B8 B10 1.781(3)
B9 C2 1.698(3)
B9 B10 1.771(4)
C1 N1 1.392(2)
C1 C2 1.871(3)
C2 N2 1.385(2)
N1 C10 1.461(3)
N2 C3 1.455(3)
C3 C4 1.503(3)
C4 C5 1.380(4)
C4 C9 1.390(3)
C5 C6 1.378(3)
C6 C7 1.366(3)
C7 C8 1.368(4)
C7 Cl2 1.745(2)
C8 C9 1.380(4)
C10 C11 1.508(3)
C11 C16 1.384(3)
C11 C12 1.389(3)
C12 C13 1.387(3)
C13 C14 1.380(3)
C14 C15 1.368(3)
C14 Cl1 1.751(2)
C15 C16 1.384(3)
