# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1849524'
loop_
_audit_author_name
_audit_author_address
'Huizhen Li'
;Henan Normal Uni.
China
;
_audit_update_record             
;
2018-06-15 deposited with the CCDC.	2020-11-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2 H24 B4 N4'
_chemical_formula_iupac          ?
_chemical_formula_weight         147.49

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   4.9595(15)
_cell_length_b                   7.185(3)
_cell_length_c                   7.507(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.847(10)
_cell_angle_gamma                90
_cell_volume                     267.37(16)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    956
_cell_measurement_theta_min      2.7146
_cell_measurement_theta_max      26.2585
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    0.916
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             84

_exptl_absorpt_coefficient_mu    0.053
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  1.00

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker KappaCCD'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            3004
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_theta_min         2.71
_diffrn_reflns_theta_max         26.31
_diffrn_reflns_theta_full        26.31
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       9

_refine_special_details          
;
;

_reflns_number_total             578
_reflns_number_gt                494
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1288
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_number_reflns         578
_refine_ls_number_parameters     57
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    refall
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0591P)²+0.0926P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.196
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'XT, VERSION 2014/4'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.2337(4) 0.25 0.6433(3) 0.0206(6) Uani d T P S 1 . .
H H2B 0.108(3) 0.123(2) 0.5985(19) 0.029(4) Uiso d . . . 1 . .
H H1B 0.274(6) 0.25 0.791(4) 0.059(9) Uiso d . P S 1 . .
B B2 0.4847(4) 0.25 0.3338(3) 0.0142(5) Uani d T P S 1 . .
H H3B 0.379(3) 0.121(2) 0.2842(18) 0.019(4) Uiso d . . . 1 . .
C C1 0.7874(5) 0.25 0.0595(3) 0.0271(6) Uani d T P S 1 . .
H H1C 0.965(5) 0.25 0.027(3) 0.021(5) Uiso d . P S 1 . .
H H2C 0.699(4) 0.142(3) 0.017(2) 0.047(5) Uiso d . . . 1 . .
N N1 0.5124(3) 0.25 0.5414(2) 0.0150(5) Uani d T P S 1 . .
H H1N 0.608(3) 0.153(2) 0.5792(19) 0.022(4) Uiso d . . . 1 . .
N N2 0.7804(3) 0.25 0.2563(2) 0.0156(5) Uani d T P S 1 . .
H H2N 0.870(3) 0.158(2) 0.296(2) 0.027(4) Uiso d . . . 1 . .


_geom_special_details            
;

All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 N1 . 1.601(2) ?
B2 N1 . 1.560(2) ?
B2 N2 . 1.595(2) ?
C1 N2 . 1.479(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 B2 N2 . . 108.17(14) ?
B2 N1 B1 . . 115.31(14) ?
C1 N2 B2 . . 114.57(15) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_7079
_database_code_depnum_ccdc_archive 'CCDC 1849529'
loop_
_audit_author_name
_audit_author_address
'Huizhen Li'
;Henan Normal Uni.
China
;
_audit_update_record             
;
2018-06-27 deposited with the CCDC.	2020-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H28 B2 N2, C4 H8 O'
_chemical_formula_sum            'C13 H36 B2 N2 O'
_chemical_formula_weight         258.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1680(6)
_cell_length_b                   9.1913(6)
_cell_length_c                   12.2517(8)
_cell_angle_alpha                100.972(6)
_cell_angle_beta                 106.036(6)
_cell_angle_gamma                90.602(6)
_cell_volume                     865.90(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2389
_cell_measurement_theta_min      5.5420
_cell_measurement_theta_max      71.4640

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.990
_exptl_crystal_F_000             292.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.445
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5378
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.832
_diffrn_reflns_theta_max         71.321
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3357
_reflns_number_gt                2798
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0718P)²+0.1661P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3294
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1306
_refine_ls_wR_factor_gt          0.1223
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O001 O 0.41454(14) 0.12485(11) 0.23708(9) 0.0326(3) Uani 1 1 d . . . . .
N002 N 0.71892(13) 0.52931(11) 0.23963(9) 0.0165(2) Uani 1 1 d . . . . .
N003 N 0.48529(14) 0.45778(13) 0.33605(10) 0.0201(3) Uani 1 1 d . . . . .
C004 C 0.75655(16) 0.36909(14) 0.20635(11) 0.0186(3) Uani 1 1 d . . . . .
C005 C 0.73344(16) 0.61483(14) 0.14887(11) 0.0189(3) Uani 1 1 d . . . . .
C006 C 0.85234(15) 0.58826(14) 0.35407(10) 0.0179(3) Uani 1 1 d . . . . .
C007 C 0.65194(18) 0.28207(15) 0.08870(12) 0.0243(3) Uani 1 1 d . . . . .
C008 C 0.90496(17) 0.62037(15) 0.12342(12) 0.0230(3) Uani 1 1 d . . . . .
C009 C 0.89571(19) 0.71462(17) 0.03227(12) 0.0271(3) Uani 1 1 d . . . . .
C00A C 0.85639(19) 0.75280(15) 0.40482(12) 0.0262(3) Uani 1 1 d . . . . .
C00B C 0.7067(2) 0.12367(16) 0.07273(14) 0.0299(3) Uani 1 1 d . . . . .
C00C C 0.9994(2) 0.79030(17) 0.51824(13) 0.0298(3) Uani 1 1 d . . . . .
C00D C 0.2334(2) 0.09366(18) 0.20880(14) 0.0321(3) Uani 1 1 d . . . . .
C00E C 0.2118(2) -0.04382(19) 0.25574(15) 0.0377(4) Uani 1 1 d . . . . .
C00F C 0.3604(2) -0.02215(19) 0.36445(14) 0.0362(4) Uani 1 1 d . . . . .
B00G B 0.52295(18) 0.54795(16) 0.24993(13) 0.0196(3) Uani 1 1 d . . . . .
C00H C 0.4981(2) 0.0464(2) 0.32539(19) 0.0457(5) Uani 1 1 d . . . . .
B00I B 0.30667(19) 0.49170(19) 0.36426(14) 0.0258(3) Uani 1 1 d . . . . .
H00F H 0.644(2) 0.5714(17) 0.0806(14) 0.024(4) Uiso 1 1 d . . . . .
H00G H 0.964(2) 0.5622(16) 0.3439(13) 0.019(4) Uiso 1 1 d . . . . .
H00H H 0.8305(18) 0.5344(16) 0.4067(13) 0.017(3) Uiso 1 1 d . . . . .
H00M H 0.812(2) 0.674(2) -0.0417(16) 0.036(5) Uiso 1 1 d . . . . .
H00R H 0.686(2) 0.076(2) 0.1305(16) 0.035(5) Uiso 1 1 d . . . . .
H00I H 0.535(2) 0.2816(17) 0.0854(14) 0.025(4) Uiso 1 1 d . . . . .
H00J H 0.672(2) 0.3264(18) 0.0294(15) 0.028(4) Uiso 1 1 d . . . . .
H00U H 0.980(2) 0.738(2) 0.5748(15) 0.033(4) Uiso 1 1 d . . . . .
H00S H 0.831(3) 0.121(2) 0.0804(17) 0.046(5) Uiso 1 1 d . . . . .
H00V H 1.008(2) 0.896(2) 0.5526(17) 0.048(5) Uiso 1 1 d . . . . .
H00N H 1.007(2) 0.7255(19) 0.0172(15) 0.036(5) Uiso 1 1 d . . . . .
H00P H 0.747(3) 0.778(2) 0.4194(16) 0.043(5) Uiso 1 1 d . . . . .
H00Q H 0.877(2) 0.8080(19) 0.3512(15) 0.032(4) Uiso 1 1 d . . . . .
H00K H 0.994(2) 0.6622(17) 0.1961(14) 0.023(4) Uiso 1 1 d . . . . .
H00O H 0.869(2) 0.815(2) 0.0587(14) 0.031(4) Uiso 1 1 d . . . . .
H00L H 0.933(2) 0.525(2) 0.0967(14) 0.028(4) Uiso 1 1 d . . . . .
H00T H 0.646(2) 0.068(2) -0.0028(16) 0.036(5) Uiso 1 1 d . . . . .
H00W H 1.105(3) 0.763(2) 0.5086(16) 0.043(5) Uiso 1 1 d . . . . .
H5 H 0.514(2) 0.6673(18) 0.2822(13) 0.026(4) Uiso 1 1 d . . . . .
H4 H 0.436(2) 0.5071(17) 0.1604(13) 0.024(4) Uiso 1 1 d . . . . .
H7 H 0.561(2) 0.4759(18) 0.4032(16) 0.027(4) Uiso 1 1 d . . . . .
H6 H 0.481(2) 0.362(2) 0.3057(15) 0.033(4) Uiso 1 1 d . . . . .
H1 H 0.287(2) 0.4166(19) 0.4218(15) 0.035(4) Uiso 1 1 d . . . . .
H3 H 0.316(2) 0.608(2) 0.4130(16) 0.040(5) Uiso 1 1 d . . . . .
H2 H 0.205(2) 0.4728(19) 0.2803(15) 0.034(4) Uiso 1 1 d . . . . .
H19 H 0.7003(19) 0.7132(17) 0.1740(12) 0.018(4) Uiso 1 1 d . . . . .
H17 H 0.8760(19) 0.3657(16) 0.2105(12) 0.016(3) Uiso 1 1 d . . . . .
H18 H 0.7416(19) 0.3230(17) 0.2682(13) 0.022(4) Uiso 1 1 d . . . . .
H16 H 0.186(2) 0.174(2) 0.2457(15) 0.031(4) Uiso 1 1 d . . . . .
H15 H 0.190(2) 0.0751(19) 0.1252(16) 0.033(4) Uiso 1 1 d . . . . .
H13 H 0.228(3) -0.137(2) 0.2010(18) 0.052(6) Uiso 1 1 d . . . . .
H12 H 0.332(3) 0.047(2) 0.4275(17) 0.048(5) Uiso 1 1 d . . . . .
H14 H 0.102(3) -0.044(2) 0.2727(18) 0.052(6) Uiso 1 1 d . . . . .
H11 H 0.393(2) -0.115(2) 0.3886(17) 0.044(5) Uiso 1 1 d . . . . .
H10 H 0.553(3) -0.034(3) 0.284(2) 0.075(7) Uiso 1 1 d . . . . .
H20 H 0.575(3) 0.120(3) 0.384(2) 0.064(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O001 C00H 1.434(2) . ?
O001 C00D 1.4358(19) . ?
N002 C005 1.5073(15) . ?
N002 C004 1.5098(15) . ?
N002 C006 1.5170(15) . ?
N002 B00G 1.6482(16) . ?
N003 B00G 1.5497(17) . ?
N003 B00I 1.6100(17) . ?
N003 H7 0.868(18) . ?
N003 H6 0.884(19) . ?
C004 C007 1.5212(18) . ?
C004 H17 0.964(15) . ?
C004 H18 0.970(16) . ?
C005 C008 1.5194(17) . ?
C005 H00F 0.959(16) . ?
C005 H19 0.965(15) . ?
C006 C00A 1.5181(18) . ?
C006 H00G 0.977(16) . ?
C006 H00H 0.936(15) . ?
C007 C00B 1.5205(19) . ?
C007 H00I 0.945(17) . ?
C007 H00J 0.947(17) . ?
C008 C009 1.5252(18) . ?
C008 H00K 0.988(16) . ?
C008 H00L 0.929(17) . ?
C009 H00M 0.976(19) . ?
C009 H00N 0.983(19) . ?
C009 H00O 0.965(18) . ?
C00A C00C 1.5252(19) . ?
C00A H00P 0.98(2) . ?
C00A H00Q 0.950(18) . ?
C00B H00R 0.953(19) . ?
C00B H00S 0.99(2) . ?
C00B H00T 0.963(19) . ?
C00C H00U 0.960(19) . ?
C00C H00V 0.98(2) . ?
C00C H00W 0.93(2) . ?
C00D C00E 1.512(2) . ?
C00D H16 0.930(18) . ?
C00D H15 0.968(18) . ?
C00E C00F 1.512(2) . ?
C00E H13 1.02(2) . ?
C00E H14 0.97(2) . ?
C00F C00H 1.513(2) . ?
C00F H12 0.99(2) . ?
C00F H11 0.97(2) . ?
B00G H5 1.103(16) . ?
B00G H4 1.119(15) . ?
C00H H10 1.00(3) . ?
C00H H20 0.96(2) . ?
B00I H1 1.118(17) . ?
B00I H3 1.108(19) . ?
B00I H2 1.112(17) . ?

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
C00H O001 C00D 108.94(12) . . ?
C005 N002 C004 110.88(9) . . ?
C005 N002 C006 111.01(9) . . ?
C004 N002 C006 104.69(9) . . ?
C005 N002 B00G 105.43(9) . . ?
C004 N002 B00G 112.78(9) . . ?
C006 N002 B00G 112.19(9) . . ?
B00G N003 B00I 113.37(10) . . ?
B00G N003 H7 113.2(11) . . ?
B00I N003 H7 104.8(11) . . ?
B00G N003 H6 108.8(12) . . ?
B00I N003 H6 107.5(12) . . ?
H7 N003 H6 108.9(15) . . ?
N002 C004 C007 117.27(10) . . ?
N002 C004 H17 108.3(9) . . ?
C007 C004 H17 108.9(8) . . ?
N002 C004 H18 105.0(9) . . ?
C007 C004 H18 110.8(9) . . ?
H17 C004 H18 105.9(12) . . ?
N002 C005 C008 116.99(10) . . ?
N002 C005 H00F 105.3(9) . . ?
C008 C005 H00F 111.2(9) . . ?
N002 C005 H19 105.5(9) . . ?
C008 C005 H19 111.4(9) . . ?
H00F C005 H19 105.6(12) . . ?
N002 C006 C00A 116.90(10) . . ?
N002 C006 H00G 107.5(9) . . ?
C00A C006 H00G 110.3(9) . . ?
N002 C006 H00H 105.9(9) . . ?
C00A C006 H00H 108.6(9) . . ?
H00G C006 H00H 107.2(12) . . ?
C00B C007 C004 109.12(12) . . ?
C00B C007 H00I 109.8(10) . . ?
C004 C007 H00I 109.2(10) . . ?
C00B C007 H00J 108.9(10) . . ?
C004 C007 H00J 109.5(10) . . ?
H00I C007 H00J 110.3(14) . . ?
C005 C008 C009 109.19(11) . . ?
C005 C008 H00K 108.9(9) . . ?
C009 C008 H00K 111.2(9) . . ?
C005 C008 H00L 110.3(10) . . ?
C009 C008 H00L 109.8(10) . . ?
H00K C008 H00L 107.4(13) . . ?
C008 C009 H00M 113.0(11) . . ?
C008 C009 H00N 111.3(10) . . ?
H00M C009 H00N 107.7(14) . . ?
C008 C009 H00O 111.4(10) . . ?
H00M C009 H00O 108.4(14) . . ?
H00N C009 H00O 104.7(14) . . ?
C006 C00A C00C 108.94(11) . . ?
C006 C00A H00P 110.3(11) . . ?
C00C C00A H00P 109.7(11) . . ?
C006 C00A H00Q 108.9(10) . . ?
C00C C00A H00Q 110.0(10) . . ?
H00P C00A H00Q 108.9(15) . . ?
C007 C00B H00R 110.8(10) . . ?
C007 C00B H00S 111.4(11) . . ?
H00R C00B H00S 106.7(15) . . ?
C007 C00B H00T 110.4(10) . . ?
H00R C00B H00T 109.2(15) . . ?
H00S C00B H00T 108.2(15) . . ?
C00A C00C H00U 111.6(11) . . ?
C00A C00C H00V 111.5(11) . . ?
H00U C00C H00V 106.7(15) . . ?
C00A C00C H00W 112.3(12) . . ?
H00U C00C H00W 105.9(15) . . ?
H00V C00C H00W 108.6(16) . . ?
O001 C00D C00E 105.23(12) . . ?
O001 C00D H16 108.9(11) . . ?
C00E C00D H16 110.5(11) . . ?
O001 C00D H15 107.1(10) . . ?
C00E C00D H15 111.5(10) . . ?
H16 C00D H15 113.2(14) . . ?
C00D C00E C00F 102.30(13) . . ?
C00D C00E H13 111.2(12) . . ?
C00F C00E H13 107.9(11) . . ?
C00D C00E H14 108.5(12) . . ?
C00F C00E H14 112.2(12) . . ?
H13 C00E H14 114.2(17) . . ?
C00E C00F C00H 101.29(13) . . ?
C00E C00F H12 109.7(12) . . ?
C00H C00F H12 111.2(12) . . ?
C00E C00F H11 112.5(12) . . ?
C00H C00F H11 111.8(12) . . ?
H12 C00F H11 110.1(16) . . ?
N003 B00G N002 111.42(10) . . ?
N003 B00G H5 109.4(8) . . ?
N002 B00G H5 106.4(8) . . ?
N003 B00G H4 111.0(8) . . ?
N002 B00G H4 106.0(8) . . ?
H5 B00G H4 112.5(11) . . ?
O001 C00H C00F 107.20(14) . . ?
O001 C00H H10 103.9(14) . . ?
C00F C00H H10 109.1(15) . . ?
O001 C00H H20 105.0(13) . . ?
C00F C00H H20 115.0(14) . . ?
H10 C00H H20 116(2) . . ?
N003 B00I H1 108.2(9) . . ?
N003 B00I H3 108.8(10) . . ?
H1 B00I H3 107.7(13) . . ?
N003 B00I H2 107.6(9) . . ?
H1 B00I H2 112.3(13) . . ?
H3 B00I H2 112.2(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C005 N002 C004 C007 -55.21(14) . . . . ?
C006 N002 C004 C007 -174.99(10) . . . . ?
B00G N002 C004 C007 62.76(14) . . . . ?
C004 N002 C005 C008 -59.26(14) . . . . ?
C006 N002 C005 C008 56.67(14) . . . . ?
B00G N002 C005 C008 178.39(11) . . . . ?
C005 N002 C006 C00A 55.20(14) . . . . ?
C004 N002 C006 C00A 174.90(11) . . . . ?
B00G N002 C006 C00A -62.47(14) . . . . ?
N002 C004 C007 C00B -179.01(11) . . . . ?
N002 C005 C008 C009 -178.53(11) . . . . ?
N002 C006 C00A C00C -179.36(11) . . . . ?
C00H O001 C00D C00E -17.33(18) . . . . ?
O001 C00D C00E C00F 34.71(16) . . . . ?
C00D C00E C00F C00H -37.65(17) . . . . ?
B00I N003 B00G N002 171.14(10) . . . . ?
C005 N002 B00G N003 176.83(10) . . . . ?
C004 N002 B00G N003 55.70(13) . . . . ?
C006 N002 B00G N003 -62.22(13) . . . . ?
C00D O001 C00H C00F -7.2(2) . . . . ?
C00E C00F C00H O001 28.38(19) . . . . ?

_refine_diff_density_max         0.298
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.039

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_xn_14_3
_database_code_depnum_ccdc_archive 'CCDC 1849525'
loop_
_audit_author_name
_audit_author_address
'Huizhen Li'
;Henan Normal Uni.
China
;
_audit_update_record             
;
2018-06-15 deposited with the CCDC.	2020-11-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2 H14 B2 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         87.77

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.7493(12)
_cell_length_b                   10.0768(15)
_cell_length_c                   8.8384(15)
_cell_angle_alpha                90
_cell_angle_beta                 103.921(10)
_cell_angle_gamma                90
_cell_volume                     669.90(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1717
_cell_measurement_theta_min      2.7080
_cell_measurement_theta_max      25.5589
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    0.870
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             200

_exptl_absorpt_coefficient_mu    0.050
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker KappaCCD'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            7644
_diffrn_reflns_av_R_equivalents  0.1126
_diffrn_reflns_av_unetI/netI     0.0834
_diffrn_reflns_theta_min         2.71
_diffrn_reflns_theta_max         25.88
_diffrn_reflns_theta_full        25.88
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       7

_refine_special_details          
;
;

_reflns_number_total             1300
_reflns_number_gt                723
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1489
_refine_ls_R_factor_gt           0.0741
_refine_ls_wR_factor_gt          0.1442
_refine_ls_wR_factor_ref         0.1740
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.039
_refine_ls_number_reflns         1300
_refine_ls_number_parameters     77
_refine_ls_number_restraints     10
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0638P)²+0.1747P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.127
_refine_diff_density_min         -0.152
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/4'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.3267(4) 0.5998(3) 0.6252(4) 0.0485(9) Uani d . . D 1 . .
H H1 0.301(3) 0.4898(16) 0.610(3) 0.054(7) Uiso d . . D 1 . .
H H2 0.406(3) 0.632(2) 0.539(2) 0.050(7) Uiso d . . D 1 . .
H H3 0.201(3) 0.659(2) 0.603(3) 0.069(8) Uiso d . . D 1 . .
B B2 0.6201(4) 0.5370(3) 0.8469(3) 0.0451(8) Uani d . . D 1 . .
H H4 0.590(3) 0.4277(16) 0.846(3) 0.053(7) Uiso d . . D 1 . .
H H5 0.705(3) 0.575(2) 0.959(2) 0.047(6) Uiso d . . D 1 . .
C C1 0.8931(3) 0.4651(3) 0.7578(3) 0.0585(8) Uani d . . . 1 . .
H H1A 0.956 0.4723 0.6769 0.088 Uiso calc U . R 1 . .
H H1B 0.8527 0.3754 0.7626 0.088 Uiso calc U . R 1 . .
H H1C 0.971 0.4886 0.856 0.088 Uiso calc U . R 1 . .
C C2 0.7965(4) 0.6943(3) 0.7105(3) 0.0663(9) Uani d . . . 1 . .
H H2A 0.8663 0.7236 0.8098 0.099 Uiso calc U . R 1 . .
H H2B 0.6944 0.7507 0.6781 0.099 Uiso calc U . R 1 . .
H H2C 0.8669 0.6984 0.6348 0.099 Uiso calc U . R 1 . .
N N1 0.4482(3) 0.6222(2) 0.7966(2) 0.0474(7) Uani d . . . 1 . .
H H1D 0.4798 0.7073 0.8056 0.057 Uiso calc U . R 1 . .
H H1E 0.3818 0.6071 0.8642 0.057 Uiso calc U . R 1 . .
N N2 0.7378(2) 0.55619(18) 0.7237(2) 0.0364(6) Uani d . . . 1 . .
H H2N 0.6637 0.531 0.6216 0.044 Uiso calc U . R 1 . .


_geom_special_details            
;

All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 N1 . 1.596(4) ?
B2 N1 . 1.557(4) ?
B2 N2 . 1.591(3) ?
C1 N2 . 1.486(3) ?
C2 N2 . 1.478(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 B2 N2 . . 109.3(2) ?
B2 N1 B1 . . 117.5(2) ?
C2 N2 C1 . . 110.4(2) ?
C2 N2 B2 . . 114.0(2) ?
C1 N2 B2 . . 110.86(19) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1849528'
loop_
_audit_author_name
_audit_author_address
'Huizhen Li'
;Henan Normal Uni.
China
;
_audit_update_record             
;
2018-06-15 deposited with the CCDC.	2020-11-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H22 B2 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         143.87

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.479(2)
_cell_length_b                   11.370(2)
_cell_length_c                   8.0519(13)
_cell_angle_alpha                90
_cell_angle_beta                 107.516(4)
_cell_angle_gamma                90
_cell_volume                     1002.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1286
_cell_measurement_theta_min      3.2772
_cell_measurement_theta_max      21.3322
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    0.953
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             328

_exptl_absorpt_coefficient_mu    0.054
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker KappaCCD'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            9820
_diffrn_reflns_av_R_equivalents  0.1580
_diffrn_reflns_av_unetI/netI     0.1339
_diffrn_reflns_theta_min         2.58
_diffrn_reflns_theta_max         25.33
_diffrn_reflns_theta_full        25.33
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9

_refine_special_details          
;
;

_reflns_number_total             1831
_reflns_number_gt                910
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1589
_refine_ls_R_factor_gt           0.0630
_refine_ls_wR_factor_gt          0.1115
_refine_ls_wR_factor_ref         0.1430
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.017
_refine_ls_number_reflns         1831
_refine_ls_number_parameters     115
_refine_ls_number_restraints     10
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0450P)²+0.0821P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.220
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.025(4)

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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'XS, VERSION 2013/1'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.7637(3) 0.0084(3) 0.4435(4) 0.0198(8) Uani d . . D 1 . .
H H1B1 0.7629(19) 0.1009(15) 0.491(3) 0.016(6) Uiso d . . D 1 . .
H H2B1 0.8495(16) -0.0396(18) 0.509(3) 0.021(7) Uiso d . . D 1 . .
B B2 0.6499(3) -0.0712(3) 0.6646(4) 0.0278(9) Uani d . . D 1 . .
H H3B1 0.7430(16) -0.098(2) 0.750(3) 0.038(8) Uiso d . . D 1 . .
H H4B1 0.5767(19) -0.137(2) 0.668(3) 0.041(8) Uiso d . . D 1 . .
H H5B1 0.622(2) 0.0176(16) 0.700(3) 0.030(7) Uiso d . . D 1 . .
C C1 0.8818(3) -0.1686(3) 0.2294(4) 0.0372(9) Uani d . . . 1 . .
H H1A 0.9482 -0.1247 0.2047 0.056 Uiso calc U . R 1 . .
H H1B 0.874 -0.246 0.1737 0.056 Uiso calc U . R 1 . .
H H1C 0.8999 -0.1784 0.3556 0.056 Uiso calc U . R 1 . .
C C2 0.7634(2) -0.1015(2) 0.1588(3) 0.0243(7) Uani d . . . 1 . .
H H2A 0.6963 -0.1503 0.1755 0.029 Uiso calc U . R 1 . .
H H2B 0.7476 -0.091 0.0319 0.029 Uiso calc U . R 1 . .
C C3 0.8675(2) 0.0906(2) 0.2347(3) 0.0228(7) Uani d . . . 1 . .
H H3A 0.9423 0.0509 0.3071 0.027 Uiso calc U . R 1 . .
H H3B 0.8626 0.1679 0.2887 0.027 Uiso calc U . R 1 . .
C C4 0.8806(2) 0.1114(2) 0.0547(3) 0.0263(7) Uani d . . . 1 . .
H H4A 0.8808 0.0357 -0.0033 0.04 Uiso calc U . R 1 . .
H H4B 0.9573 0.1529 0.0656 0.04 Uiso calc U . R 1 . .
H H4C 0.8119 0.1591 -0.0143 0.04 Uiso calc U . R 1 . .
C C5 0.6421(2) 0.0744(2) 0.1283(3) 0.0233(7) Uani d . . . 1 . .
H H5A 0.5722 0.0272 0.1389 0.028 Uiso calc U . R 1 . .
H H5B 0.6413 0.0706 0.0051 0.028 Uiso calc U . R 1 . .
C C6 0.6226(2) 0.2012(2) 0.1717(4) 0.0316(8) Uani d . . . 1 . .
H H6A 0.6258 0.207 0.2944 0.047 Uiso calc U . R 1 . .
H H6B 0.5426 0.228 0.098 0.047 Uiso calc U . R 1 . .
H H6C 0.6868 0.2505 0.1507 0.047 Uiso calc U . R 1 . .
N N1 0.75832(17) 0.01816(18) 0.2392(2) 0.0156(6) Uani d . . . 1 . .
N N2 0.65235(19) -0.06216(19) 0.4651(3) 0.0241(6) Uani d . . . 1 . .
H H2C 0.654 -0.1361 0.4226 0.029 Uiso calc U . R 1 . .
H H2D 0.5822 -0.0271 0.4 0.029 Uiso calc U . R 1 . .


_geom_special_details            
;

All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 N2 . 1.563(4) ?
B1 N1 . 1.631(4) ?
B2 N2 . 1.619(4) ?
C1 C2 . 1.512(3) ?
C2 N1 . 1.515(3) ?
C3 N1 . 1.510(3) ?
C3 C4 . 1.519(3) ?
C5 N1 . 1.506(3) ?
C5 C6 . 1.516(4) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 B1 N1 . . 111.3(2) ?
C1 C2 N1 . . 116.0(2) ?
N1 C3 C4 . . 115.4(2) ?
N1 C5 C6 . . 115.7(2) ?
C5 N1 C3 . . 110.4(2) ?
C5 N1 C2 . . 105.60(18) ?
C3 N1 C2 . . 109.91(18) ?
C5 N1 B1 . . 112.64(19) ?
C3 N1 B1 . . 106.36(18) ?
C2 N1 B1 . . 112.0(2) ?
B1 N2 B2 . . 113.7(2) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_xn_14_4
_database_code_depnum_ccdc_archive 'CCDC 1849527'
loop_
_audit_author_name
_audit_author_address
'Huizhen Li'
;Henan Normal Uni.
China
;
_audit_update_record             
;
2018-06-15 deposited with the CCDC.	2020-11-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H52 B4 N4 O6'
_chemical_formula_iupac          ?
_chemical_formula_weight         439.85

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.847(2)
_cell_length_b                   9.433(3)
_cell_length_c                   10.103(3)
_cell_angle_alpha                116.645(12)
_cell_angle_beta                 107.265(12)
_cell_angle_gamma                95.625(13)
_cell_volume                     692.8(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4107
_cell_measurement_theta_min      2.4418
_cell_measurement_theta_max      21.3692
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.260
_exptl_crystal_density_diffrn    1.054
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             244

_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker KappaCCD'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            33908
_diffrn_reflns_av_R_equivalents  0.0659
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_theta_min         2.75
_diffrn_reflns_theta_max         26.80
_diffrn_reflns_theta_full        26.80
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12

_refine_special_details          
;
;

_reflns_number_total             2923
_reflns_number_gt                1880
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0862
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1231
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_number_reflns         2923
_refine_ls_number_parameters     169
_refine_ls_number_restraints     11
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0446P)²+0.1653P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.161
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/4'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.8946(3) 0.3584(3) 0.2098(3) 0.0612(6) Uani d . . D 1 . .
H H1 1.0309(9) 0.3975(19) 0.2712(18) 0.054(5) Uiso d . . D 1 . .
H H2 0.841(2) 0.2295(12) 0.177(2) 0.086(7) Uiso d . . D 1 . .
H H3 0.862(3) 0.372(2) 0.1015(14) 0.098(7) Uiso d . . D 1 . .
B B2 0.8990(2) 0.6637(3) 0.4075(2) 0.0454(5) Uani d . . D 1 . .
H H4 1.0353(9) 0.6911(19) 0.4610(17) 0.043(4) Uiso d . . D 1 . .
H H5 0.8574(19) 0.7029(17) 0.3170(14) 0.054(5) Uiso d . . D 1 . .
C C1 0.9200(2) 0.9479(2) 0.6334(2) 0.0569(5) Uani d . . . 1 . .
H H1A 1.0362 0.9666 0.6529 0.068 Uiso calc U . R 1 . .
H H1B 0.8708 0.988 0.5621 0.068 Uiso calc U . R 1 . .
C C2 0.9014(2) 1.0454(2) 0.7878(2) 0.0656(6) Uani d . . . 1 . .
H H2A 0.7867 1.0304 0.7696 0.098 Uiso calc U . R 1 . .
H H2B 0.9533 1.1599 0.8332 0.098 Uiso calc U . R 1 . .
H H2C 0.9523 1.0089 0.8605 0.098 Uiso calc U . R 1 . .
C C3 0.6524(2) 0.5041(2) 0.8920(2) 0.0546(5) Uani d . . . 1 . .
H H3A 0.6815 0.5419 1.0051 0.066 Uiso calc U . R 1 . .
H H3B 0.7532 0.5148 0.8732 0.066 Uiso calc U . R 1 . .
C C4 0.6557(2) 0.7636(2) 0.9116(2) 0.0546(5) Uani d . . . 1 . .
H H4A 0.752 0.7582 0.8841 0.065 Uiso calc U . R 1 . .
H H4B 0.6925 0.8234 1.0275 0.065 Uiso calc U . R 1 . .
C C5 0.5561(2) 0.8507(2) 0.8437(2) 0.0499(5) Uani d . . . 1 . .
H H5A 0.4538 0.8454 0.8606 0.06 Uiso calc U . R 1 . .
H H5B 0.616 0.9656 0.8968 0.06 Uiso calc U . R 1 . .
C C6 0.4199(2) 0.8429(2) 0.6007(2) 0.0484(4) Uani d . . . 1 . .
H H6A 0.4801 0.9521 0.6327 0.058 Uiso calc U . R 1 . .
H H6B 0.3264 0.8528 0.6325 0.058 Uiso calc U . R 1 . .
C C7 0.3619(2) 0.7350(2) 0.4240(2) 0.0506(5) Uani d . . . 1 . .
H H7A 0.315 0.6225 0.3938 0.061 Uiso calc U . R 1 . .
H H7B 0.2772 0.7711 0.3709 0.061 Uiso calc U . R 1 . .
C C8 0.4465(2) 0.6720(2) 0.2058(2) 0.0530(5) Uani d . . . 1 . .
H H8A 0.5441 0.6808 0.1817 0.064 Uiso calc U . R 1 . .
H H8B 0.3824 0.7368 0.1731 0.064 Uiso calc U . R 1 . .
N N1 0.82358(18) 0.47746(19) 0.33431(19) 0.0479(4) Uani d . . . 1 . .
H H1C 0.723(2) 0.453(2) 0.289(2) 0.058 Uiso d U . . 1 . .
H H1D 0.839(2) 0.454(2) 0.414(2) 0.058 Uiso d U . . 1 . .
N N2 0.84432(18) 0.76772(18) 0.55130(17) 0.0423(4) Uani d . . . 1 . .
H H2D 0.740(2) 0.746(2) 0.518(2) 0.051 Uiso d U . . 1 . .
H H2E 0.870(2) 0.737(2) 0.619(2) 0.051 Uiso d U . . 1 . .
O O1 0.55891(13) 0.60149(15) 0.84873(14) 0.0517(3) Uani d . . . 1 . .
O O2 0.52286(14) 0.77388(14) 0.67684(13) 0.0474(3) Uani d . . . 1 . .
O O3 0.49613(13) 0.74211(14) 0.37499(13) 0.0461(3) Uani d . . . 1 . .


_geom_special_details            
;

All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 N1 . 1.605(3) ?
B2 N1 . 1.546(3) ?
B2 N2 . 1.593(2) ?
C1 C2 . 1.484(3) ?
C1 N2 . 1.486(2) ?
C3 O1 . 1.419(2) ?
C3 C8 2_666 1.494(3) ?
C4 O1 . 1.423(2) ?
C4 C5 . 1.487(3) ?
C5 O2 . 1.422(2) ?
C6 O2 . 1.412(2) ?
C6 C7 . 1.487(2) ?
C7 O3 . 1.4223(19) ?
C8 O3 . 1.427(2) ?
C8 C3 2_666 1.494(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 B2 N2 . . 110.05(15) ?
C2 C1 N2 . . 114.45(16) ?
O1 C3 C8 . 2_666 109.33(14) ?
O1 C4 C5 . . 109.49(14) ?
O2 C5 C4 . . 108.73(14) ?
O2 C6 C7 . . 109.19(14) ?
O3 C7 C6 . . 109.63(14) ?
O3 C8 C3 . 2_666 115.06(15) ?
B2 N1 B1 . . 114.89(16) ?
C1 N2 B2 . . 112.96(14) ?
C3 O1 C4 . . 112.42(13) ?
C6 O2 C5 . . 112.44(13) ?
C7 O3 C8 . . 113.31(13) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_WRR
_database_code_depnum_ccdc_archive 'CCDC 1849526'
loop_
_audit_author_name
_audit_author_address
'Huizhen Li'
;Henan Normal Uni.
China
;
_audit_update_record             
;
2018-06-27 deposited with the CCDC.	2020-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 H16 B2 N2'
_chemical_formula_sum            'C3 H16 B2 N2'
_chemical_formula_weight         101.80

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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           86
_space_group_name_H-M_alt        'P 42/n'
_space_group_name_Hall           '-P 4bc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y, x+1/2, z+1/2'
'y+1/2, -x, z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y, -x-1/2, -z-1/2'
'-y-1/2, x, -z-1/2'

_cell_length_a                   13.4684(5)
_cell_length_b                   13.4684(5)
_cell_length_c                   8.2997(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1505.55(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4934
_cell_measurement_theta_min      2.8775
_cell_measurement_theta_max      27.381

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.898
_exptl_crystal_F_000             464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.051
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11620
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.883
_diffrn_reflns_theta_max         27.601
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1751
_reflns_number_gt                1488
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1078P)²+0.6653P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1751
_refine_ls_number_parameters     128
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0351
_refine_ls_wR_factor_ref         0.1106
_refine_ls_wR_factor_gt          0.1015
_refine_ls_goodness_of_fit_ref   0.652
_refine_ls_restrained_S_all      0.652
_refine_ls_shift/su_max          0.064
_refine_ls_shift/su_mean         0.011

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
N2 N 0.93523(5) 0.72263(5) 0.18483(8) 0.0174(2) Uani 1 1 d . . . . .
C2 C 0.92106(7) 0.68266(8) -0.17059(11) 0.0283(2) Uani 1 1 d . . . . .
N1 N 1.01942(5) 0.70574(5) -0.09833(8) 0.0172(2) Uani 1 1 d . . . . .
B5 B 1.02369(7) 0.67520(7) 0.09119(10) 0.0180(2) Uani 1 1 d . . . . .
C4 C 1.04154(7) 0.81282(6) -0.12383(11) 0.0237(2) Uani 1 1 d . . . . .
C6 C 1.09674(9) 0.64662(9) -0.18421(13) 0.0361(3) Uani 1 1 d . . . . .
H2 H 1.0956(8) 0.7050(8) 0.1360(12) 0.022(3) Uiso 1 1 d . . . . .
H1 H 1.0182(8) 0.5926(8) 0.0939(13) 0.026(3) Uiso 1 1 d . . . . .
B4 B 0.93607(7) 0.70059(7) 0.37536(11) 0.0201(2) Uani 1 1 d . . . . .
H7 H 0.9902(9) 0.8521(9) -0.0695(15) 0.033(3) Uiso 1 1 d . . . . .
H8 H 1.0411(8) 0.8278(8) -0.2377(15) 0.030(3) Uiso 1 1 d . . . . .
H10 H 0.9256(10) 0.6930(10) -0.2874(17) 0.042(4) Uiso 1 1 d . . . . .
H4 H 0.8638(9) 0.7290(9) 0.4285(13) 0.030(3) Uiso 1 1 d . . . . .
H3 H 1.0009(10) 0.7384(9) 0.4288(16) 0.037(3) Uiso 1 1 d . . . . .
H5 H 0.9405(8) 0.6170(8) 0.3912(13) 0.028(3) Uiso 1 1 d . . . . .
H6 H 0.9060(10) 0.6141(10) -0.1449(16) 0.040(3) Uiso 1 1 d . . . . .
H9 H 1.1062(10) 0.8256(9) -0.0799(15) 0.034(3) Uiso 1 1 d . . . . .
H11 H 1.1606(11) 0.6598(10) -0.1344(17) 0.048(4) Uiso 1 1 d . . . . .
H13 H 1.0963(11) 0.6664(11) -0.2978(18) 0.048(4) Uiso 1 1 d . . . . .
H14 H 0.8689(10) 0.7277(9) -0.1217(15) 0.035(3) Uiso 1 1 d . . . . .
H12 H 1.0809(10) 0.5754(12) -0.1729(17) 0.051(4) Uiso 1 1 d . . . . .
H15 H 0.9335(8) 0.7912(9) 0.1730(13) 0.027(3) Uiso 1 1 d . . . . .
H16 H 0.8771(10) 0.6999(9) 0.1471(15) 0.031(3) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
N2 B5 1.5594(11) . ?
N2 B4 1.6090(11) . ?
C2 N1 1.4870(11) . ?
N1 C4 1.4879(11) . ?
N1 C6 1.4921(11) . ?
N1 B5 1.6269(11) . ?

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
B5 N2 B4 114.13(6) . . ?
C2 N1 C4 108.88(7) . . ?
C2 N1 C6 108.52(8) . . ?
C4 N1 C6 108.03(7) . . ?
C2 N1 B5 111.63(6) . . ?
C4 N1 B5 112.06(6) . . ?
C6 N1 B5 107.59(7) . . ?
N2 B5 N1 110.56(6) . . ?

_refine_diff_density_max         0.229
_refine_diff_density_min         -0.126
_refine_diff_density_rms         0.031

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_xn_13_13
_database_code_depnum_ccdc_archive 'CCDC 1849530'
loop_
_audit_author_name
_audit_author_address
'Huizhen Li'
;Henan Normal Uni.
China
;
_audit_update_record             
;
2018-06-27 deposited with the CCDC.	2020-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 H16 B2 N2'
_chemical_formula_sum            'C3 H16 B2 N2'
_chemical_formula_weight         101.80

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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'

_cell_length_a                   21.600(2)
_cell_length_b                   9.1048(8)
_cell_length_c                   7.4175(6)
_cell_angle_alpha                90
_cell_angle_beta                 103.733(3)
_cell_angle_gamma                90
_cell_volume                     1417.1(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    3254
_cell_measurement_theta_min      3.5555
_cell_measurement_theta_max      30.8821

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.954
_exptl_crystal_F_000             464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.055
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11864
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.941
_diffrn_reflns_theta_max         31.207
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2301
_reflns_number_gt                1840
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0547P)²+0.5168P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2282
_refine_ls_number_parameters     102
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1110
_refine_ls_wR_factor_gt          0.1044
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
B1 B 0.28424(4) 0.32012(9) 0.29567(12) 0.01066(17) Uani 1 1 d . . . . .
B2 B 0.16310(4) 0.32446(10) 0.11751(13) 0.01316(18) Uani 1 1 d . . . . .
C1 C 0.45826(4) 0.16134(10) 0.46183(14) 0.0221(2) Uani 1 1 d . . . . .
H1A H 0.4544 0.1158 0.5784 0.033 Uiso 1 1 calc R U . . .
H1B H 0.5008 0.2045 0.4784 0.033 Uiso 1 1 calc R U . . .
H1C H 0.4519 0.0866 0.3640 0.033 Uiso 1 1 calc R U . . .
C2 C 0.40822(4) 0.28066(9) 0.40717(11) 0.01331(17) Uani 1 1 d . . . . .
H10 H 0.4135 0.3274 0.2898 0.016 Uiso 1 1 calc R U . . .
C3 C 0.41481(4) 0.39906(10) 0.55489(12) 0.01846(19) Uani 1 1 d . . . . .
H3A H 0.3827 0.4755 0.5123 0.028 Uiso 1 1 calc R U . . .
H3B H 0.4575 0.4424 0.5776 0.028 Uiso 1 1 calc R U . . .
H3C H 0.4085 0.3556 0.6700 0.028 Uiso 1 1 calc R U . . .
N1 N 0.34322(3) 0.21201(7) 0.37062(10) 0.01192(15) Uani 1 1 d . . . . .
N2 N 0.22477(3) 0.22602(7) 0.20222(9) 0.01055(15) Uani 1 1 d . . . . .
H9 H 0.3391(5) 0.1666(13) 0.4741(17) 0.023(3) Uiso 1 1 d . . . . .
H4 H 0.2332(5) 0.1715(13) 0.1125(16) 0.021(3) Uiso 1 1 d . . . . .
H5 H 0.2154(5) 0.1644(12) 0.2817(16) 0.018(3) Uiso 1 1 d . . . . .
H2 H 0.1507(5) 0.3895(12) 0.2369(16) 0.021(3) Uiso 1 1 d . . . . .
H6 H 0.2980(5) 0.3938(11) 0.1916(15) 0.016(3) Uiso 1 1 d . . . . .
H1 H 0.1768(5) 0.4060(12) 0.0149(15) 0.021(3) Uiso 1 1 d . . . . .
H7 H 0.2744(5) 0.3813(12) 0.4145(15) 0.016(3) Uiso 1 1 d . . . . .
H8 H 0.3428(6) 0.1407(13) 0.2898(17) 0.025(3) Uiso 1 1 d . . . . .
H3 H 0.1218(5) 0.2522(12) 0.0457(16) 0.021(3) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
B1 N2 1.5626(11) . ?
B1 N1 1.6015(11) . ?
B2 N2 1.6048(11) . ?
C1 C2 1.5183(11) . ?
C2 N1 1.5015(10) . ?
C2 C3 1.5195(11) . ?

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
N2 B1 N1 108.63(6) . . ?
N1 C2 C1 109.04(7) . . ?
N1 C2 C3 110.43(6) . . ?
C1 C2 C3 112.10(7) . . ?
C2 N1 B1 116.07(6) . . ?
B1 N2 B2 112.70(6) . . ?

_refine_diff_density_max         0.414
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.042

